Selective and catalytic carbon dioxide and heteroallene activation mediated by cerium N-heterocyclic carbene complexes.
Arnold, Polly L.; Kerr, Ryan W. F.; Weetman, Catherine; Docherty, Scott R.; Rieb, Julia; Cruickshank, Faye L.; Wang, Kai; Jandl, Christian; McMullon, Max W.; Pöthig, Alexander; Kühn, Fritz E; Smith, Andrew D.; Chemical science 9 (2018) 8035–8045; doi:10.1039/c8sc03312a

data_1549911
_publ_section_title
;
 Selective and catalytic carbon dioxide and heteroallene activation
 mediated by cerium N-heterocyclic carbene complexes.
;
_journal_issue                   42
_journal_name_full               'Chemical science'
_journal_page_first              8035
_journal_page_last               8045
_journal_paper_doi               10.1039/c8sc03312a
_journal_volume                  9
_journal_year                    2018
_chemical_formula_moiety         'C70 H105 Ce N8 O3 S2'
_chemical_formula_sum            'C70 H105 Ce N8 O3 S2'
_chemical_formula_weight         1310.85
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_audit_update_record
;
2018-07-15 deposited with the CCDC.
2018-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.574(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.4910(3)
_cell_length_b                   25.6698(4)
_cell_length_c                   18.9736(4)
_cell_measurement_reflns_used    22788
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.4170
_cell_measurement_theta_min      3.2230
_cell_volume                     7895.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -37.00  50.00   1.00   25.00    --  -18.68  57.00 -90.00   87
  2  \w    -93.00 -34.00   1.00   25.00    --  -18.68-179.00-180.00   59
  3  \w    -47.00  51.00   1.00   25.00    --  -18.68  77.00   0.00   98
  4  \w    -25.00  22.00   1.00   25.00    --  -18.68 -99.00-120.00   47
  5  \w      2.00  89.00   1.00   25.00    --   20.25  57.00  90.00   87
  6  \w     -2.00  91.00   1.00   25.00    --   20.25  37.00-120.00   93
  7  \w    -48.00  39.00   1.00   25.00    --   20.25 -57.00 -60.00   87
  8  \w      2.00  89.00   1.00   25.00    --   20.25  57.00 150.00   87
  9  \w    -25.00  22.00   1.00   25.00    --  -18.68 -99.00 -30.00   47
 10  \w    -48.00  39.00   1.00   25.00    --   20.25 -57.00  60.00   87
 11  \w    -25.00  61.00   1.00   25.00    --   20.25 -99.00-150.00   86
 12  \w      2.00  89.00   1.00   25.00    --   20.25  57.00 -30.00   87
 13  \w    -25.00   8.00   1.00   25.00    --   20.25 -99.00 -30.00   33
 14  \w    -50.00  43.00   1.00   25.00    --   20.25 -37.00 120.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0145571000
_diffrn_orient_matrix_UB_12      0.0105960000
_diffrn_orient_matrix_UB_13      0.0345264000
_diffrn_orient_matrix_UB_21      0.0095919000
_diffrn_orient_matrix_UB_22      -0.0254223000
_diffrn_orient_matrix_UB_23      0.0136889000
_diffrn_orient_matrix_UB_31      0.0401227000
_diffrn_orient_matrix_UB_32      0.0022511000
_diffrn_orient_matrix_UB_33      -0.0081891000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1365
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            144651
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.713
_diffrn_reflns_theta_max         24.713
_diffrn_reflns_theta_min         2.804
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.673
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_description       block
_exptl_crystal_F_000             2780
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.267
_exptl_crystal_size_min          0.148
_refine_diff_density_max         1.871
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     827
_refine_ls_number_reflns         13441
_refine_ls_number_restraints     625
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0800P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1297
_refine_ls_wR_factor_ref         0.1444
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9734
_reflns_number_total             13441
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc03312a2.cif
_cod_data_source_block           p18052_mono
_cod_depositor_comments
'Adding full bibliography for 1549909--1549914.cif.'
_cod_database_code               1549911
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'Ce1 C100 H100 N6 O6 S3'
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_olex2_refinement_description
;
1. Others
 Fixed Sof: C181(0.5) H18D(0.5) H18E(0.5) H18F(0.5) C182(0.5) H18G(0.5)
 H18H(0.5) H18I(0.5) C187(0.5) H18J(0.5) H18K(0.5) H18L(0.5) C185(0.5)
 H18P(0.5) H18Q(0.5) H18R(0.5)
 Fixed Uiso: H37(0.044) H27(0.046) H29(0.045) H32(0.046) H60(0.051) H22(0.052)
 H33(0.051) H26A(0.068) H26B(0.068) H26C(0.068) H23(0.052) H70(0.054)
 H13(0.066) H62A(0.084) H62B(0.084) H62C(0.084) H36A(0.08) H36B(0.08)
 H36C(0.08) H01A(0.045) H71A(0.076) H71B(0.076) H71C(0.076) H61A(0.091)
 H61B(0.091) H61C(0.091) H26D(0.084) H26E(0.084) H26F(0.084) H51A(0.107)
 H51B(0.107) H51C(0.107) H50(0.072) H19(0.068) H12(0.06) H26G(0.099)
 H26H(0.099) H26I(0.099) H38A(0.089) H38B(0.089) H38C(0.089) H38D(0.08)
 H38E(0.08) H38F(0.08) H17(0.072) H36D(0.094) H36E(0.094) H36F(0.094)
 H36G(0.09) H36H(0.09) H36I(0.09) H16A(0.113) H16B(0.113) H16C(0.113)
 H38G(0.094) H38H(0.094) H38I(0.094) H28A(0.133) H28B(0.133) H28C(0.133)
 H72A(0.106) H72B(0.106) H72C(0.106) H16D(0.126) H16E(0.126) H16F(0.126)
 H16G(0.145) H16H(0.145) H16I(0.145) H10A(0.122) H10B(0.122) H10C(0.122)
 H10D(0.129) H10E(0.129) H10F(0.129) H28D(0.126) H28E(0.126) H28F(0.126)
 H10G(0.121) H10H(0.121) H10I(0.121) H28G(0.147) H28H(0.147) H28I(0.147)
 H20A(0.149) H20B(0.149) H20C(0.149) H52A(0.125) H52B(0.125) H52C(0.125)
 H20D(0.147) H20E(0.147) H20F(0.147) H20G(0.164) H20H(0.164) H20I(0.164)
 H18A(0.098) H18B(0.098) H18C(0.098) H18D(0.209) H18E(0.209) H18F(0.209)
 H18G(0.186) H18H(0.186) H18I(0.186) H18J(0.13) H18K(0.13) H18L(0.13)
 H18M(0.175) H18N(0.175) H18O(0.175) H18P(0.157) H18Q(0.157) H18R(0.157)
 Fixed X: H37(1.004091) H27(0.899967) H29(1.025758) H32(0.754655)
 H60(0.816061) H22(1.005019) H33(0.651746) H26A(0.744904) H26B(0.701925)
 H26C(0.797839) H23(0.986357) H70(0.607776) H13(0.615602) H62A(0.913952)
 H62B(0.899614) H62C(0.978499) H36A(0.953465) H36B(0.903983) H36C(0.856842)
 H01A(0.888888) H71A(0.531936) H71B(0.494755) H71C(0.503177) H61A(0.938876)
 H61B(0.855261) H61C(0.855492) H26D(0.689741) H26E(0.636515) H26F(0.681331)
 H51A(0.660577) H51B(0.716195) H51C(0.728914) H50(0.65587) H19(0.357731)
 H12(0.528248) H26G(0.81107) H26H(0.71544) H26I(0.774918) H38A(1.121017)
 H38B(1.145724) H38C(1.081978) H38D(0.984768) H38E(1.041656) H38F(0.951454)
 H17(0.303752) H36D(0.776565) H36E(0.831803) H36F(0.822113) H36G(0.977559)
 H36H(0.976945) H36I(1.025877) H16A(0.549764) H16B(0.509525) H16C(0.470355)
 H38G(1.022098) H38H(1.107819) H38I(1.087927) H28A(1.132087) H28B(1.149016)
 H28C(1.081141) H72A(0.706243) H72B(0.619025) H72C(0.661377) H16D(0.453786)
 H16E(0.502969) H16F(0.538474) H16G(0.335162) H16H(0.383804) H16I(0.334889)
 H10A(0.428016) H10B(0.395905) H10C(0.485242) H10D(0.453441) H10E(0.365141)
 H10F(0.375157) H28D(0.972477) H28E(1.046828) H28F(0.968654) H10G(0.285372)
 H10H(0.276065) H10I(0.30645) H28G(1.044863) H28H(1.127943) H28I(1.107978)
 H20A(0.909602) H20B(0.847873) H20C(0.906594) H52A(0.519127) H52B(0.58381)
 H52C(0.533247) H20D(0.71054) H20E(0.724574) H20F(0.782474) H20G(0.801033)
 H20H(0.735177) H20I(0.722733) H18A(0.180208) H18B(0.112825) H18C(0.179825)
 H18D(0.220083) H18E(0.152627) H18F(0.244532) H18G(0.248745) H18H(0.154967)
 H18I(0.216548) H18J(0.194935) H18K(0.149191) H18L(0.242509) H18M(0.1829)
 H18N(0.113484) H18O(0.179693) H18P(0.257436) H18Q(0.162918) H18R(0.226308)
 Fixed Y: H37(0.797474) H27(0.52789) H29(0.53402) H32(0.754071) H60(0.556811)
 H22(0.645784) H33(0.691215) H26A(0.653638) H26B(0.645172) H26C(0.652381)
 H23(0.64386) H70(0.594708) H13(0.811814) H62A(0.490472) H62B(0.505614)
 H62C(0.525356) H36A(0.701605) H36B(0.725411) H36C(0.699124) H01A(0.748723)
 H71A(0.63408) H71B(0.591066) H71C(0.648505) H61A(0.616165) H61B(0.598628)
 H61C(0.639876) H26D(0.518396) H26E(0.565172) H26F(0.569059) H51A(0.879357)
 H51B(0.883236) H51C(0.837386) H50(0.807686) H19(0.7228) H12(0.740248)
 H26G(0.571263) H26H(0.562193) H26I(0.518596) H38A(0.793606) H38B(0.828558)
 H38C(0.849098) H38D(0.86794) H38E(0.846376) H38F(0.825242) H17(0.577554)
 H36D(0.782649) H36E(0.809231) H36F(0.83505) H36G(0.835942) H36H(0.807664)
 H36I(0.783547) H16A(0.53005) H16B(0.476685) H16C(0.510648) H38G(0.735175)
 H38H(0.763366) H38I(0.724721) H28A(0.503486) H28B(0.453923) H28C(0.452441)
 H72A(0.560177) H72B(0.539562) H72C(0.584145) H16D(0.561492) H16E(0.510341)
 H16F(0.564497) H16G(0.504288) H16H(0.471887) H16I(0.521807) H10A(0.79263)
 H10B(0.746977) H10C(0.744847) H10D(0.657549) H10E(0.659802) H10F(0.652758)
 H28D(0.424958) H28E(0.421405) H28F(0.454232) H10G(0.725874) H10H(0.737932)
 H10I(0.781521) H28G(0.532954) H28H(0.503464) H28I(0.554931) H20A(0.402235)
 H20B(0.356924) H20C(0.378228) H52A(0.837486) H52B(0.881746) H52C(0.880966)
 H20D(0.462345) H20E(0.404922) H20F(0.449579) H20G(0.402109) H20H(0.376115)
 H20I(0.433555) H18A(0.666355) H18B(0.65149) H18C(0.610586) H18D(0.59997)
 H18E(0.640906) H18F(0.649314) H18G(0.732902) H18H(0.725586) H18I(0.743212)
 H18J(0.572811) H18K(0.602716) H18L(0.587958) H18M(0.699677) H18N(0.663111)
 H18O(0.641043) H18P(0.68202) H18Q(0.687306) H18R(0.723832)
 Fixed Z: H37(0.401749) H27(0.089857) H29(0.289131) H32(0.574206)
 H60(0.510639) H22(0.365433) H33(0.597943) H26A(0.132568) H26B(0.052589)
 H26C(0.071886) H23(0.48978) H70(0.451473) H13(0.438595) H62A(0.519267)
 H62B(0.596081) H62C(0.569032) H36A(0.265127) H36B(0.193973) H36C(0.24922)
 H01A(0.555367) H71A(0.562011) H71B(0.506776) H71C(0.48099) H61A(0.597205)
 H61B(0.617928) H61C(0.557035) H26D(0.123885) H26E(0.087941) H26F(0.168116)
 H51A(0.373901) H51B(0.315385) H51C(0.370898) H50(0.259197) H19(0.36787)
 H12(0.464198) H26G(0.006072) H26H(-0.008638) H26I(0.02851) H38A(0.483394)
 H38B(0.551716) H38C(0.485979) H38D(0.561123) H38E(0.630306) H38F(0.607573)
 H17(0.307761) H36D(0.243317) H36E(0.19463) H36F(0.267502) H36G(0.294852)
 H36H(0.221523) H36I(0.292685) H16A(0.358155) H16B(0.33095) H16C(0.384664)
 H38G(0.615218) H38H(0.631718) H38I(0.566867) H28A(0.250572) H28B(0.207216)
 H28C(0.255209) H72A(0.54175) H72B(0.550107) H72C(0.600213) H16D(0.178636)
 H16E(0.202964) H16F(0.231825) H16G(0.292698) H16H(0.244082) H16I(0.213504)
 H10A(0.079697) H10B(0.027046) H10C(0.072795) H10D(0.124676) H10E(0.07704)
 H10F(0.160263) H28D(0.149923) H28E(0.109169) H28F(0.076874) H10G(0.165217)
 H10H(0.083126) H10I(0.139693) H28G(0.067998) H28H(0.09526) H28I(0.133152)
 H20A(0.297598) H20B(0.304699) H20C(0.373047) H52A(0.218523) H52B(0.215171)
 H52C(0.277528) H20D(0.274422) H20E(0.251213) H20F(0.233444) H20G(0.438231)
 H20H(0.378493) H20I(0.402479) H18A(0.23864) H18B(0.28364) H18C(0.27225)
 H18D(0.407139) H18E(0.417301) H18F(0.455012) H18G(0.404838) H18H(0.372304)
 H18I(0.323052) H18J(0.347127) H18K(0.400347) H18L(0.423668) H18M(0.270923)
 H18N(0.289208) H18O(0.247468) H18P(0.454494) H18Q(0.423482) H18R(0.395498)
;
_shelx_res_checksum              88522
_shelxl_res_file
;
TITL p18052_mono_a.res in P2(1)/c
    p18052_mono.res
    created by SHELXL-2016/6 at 15:22:31 on 04-May-2018
REM Old TITL P18052_mono in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.138, Rweak 0.006, Alpha 0.030, Orientation as input
REM Formula found by SHELXT: C69 N7 O3 S2 Ce
CELL 0.71073 16.491 25.6698 18.9736 90 100.574 90
ZERR 4 0.0003 0.0004 0.0004 0 0.002 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H Ce N O S
UNIT 280 420 4 32 12 8
SADI C18 C180 C18 C184
SADI C180 C183 C184 C186
SADI C180 C181 C184 C187
SADI C180 C182 C184 C185
SADI 0.04 C18 C183 C18 C186
SADI 0.04 C18 C181 C18 C187
SADI 0.04 C18 C182 C18 C185
SADI 0.04 C183 C181 C186 C187
SADI 0.04 C183 C182 C186 C185
SADI 0.04 C181 C182 C187 C185
DELU C187 C184 C180 C186 C182 C185 C181

L.S. 20
PLAN  20
BOND $H
list 4
fmap 2 53
acta
ABIN
REM <olex2.extras>
REM <HklSrc "%.\\P18052_mono.hkl">
REM </olex2.extras>

WGHT    0.080000
FVAR       0.24548   0.50010
CE1   3    0.693586    0.644524    0.312142    11.00000    0.02989    0.02761 =
         0.03345   -0.00194    0.00851   -0.00187
S20   6    0.719012    0.536744    0.372682    11.00000    0.04244    0.03176 =
         0.06512    0.00392    0.01591    0.00138
S10   6    0.599703    0.708433    0.188070    11.00000    0.04366    0.04530 =
         0.03655    0.00277    0.00550    0.00345
O21   5    0.786390    0.612002    0.248125    11.00000    0.03264    0.03804 =
         0.04081   -0.00283    0.01170    0.00491
O31   5    0.764151    0.720566    0.334989    11.00000    0.03815    0.03754 =
         0.03108   -0.00112    0.00500   -0.01059
O11   5    0.560501    0.626825    0.320947    11.00000    0.03199    0.03189 =
         0.04791   -0.00348    0.01326   -0.00376
N3    4    0.921831    0.584619    0.348034    11.00000    0.03090    0.04028 =
         0.02587   -0.00504    0.00290    0.00063
N5    4    0.757226    0.711108    0.482351    11.00000    0.03448    0.03146 =
         0.02882   -0.00278    0.00668    0.00028
N6    4    0.666367    0.656481    0.502206    11.00000    0.03895    0.03380 =
         0.03698   -0.00058    0.01328   -0.00495
N1    4    0.510260    0.724494    0.355592    11.00000    0.04106    0.03719 =
         0.03656   -0.00283    0.00499    0.00740
N4    4    0.904546    0.583366    0.458784    11.00000    0.03506    0.04236 =
         0.02845   -0.00314    0.00645    0.00662
N2    4    0.587852    0.788222    0.333161    11.00000    0.05331    0.03297 =
         0.04368   -0.00956    0.00413    0.00156
N10   4    0.441589    0.742119    0.203024    11.00000    0.04344    0.03478 =
         0.04029    0.00596    0.00124   -0.00111
N20   4    0.855509    0.475356    0.363394    11.00000    0.05534    0.02890 =
         0.04449   -0.00108    0.00393    0.00842
C21   1    0.881460    0.561012    0.394522    11.00000    0.03381    0.03332 =
         0.02918    0.00118    0.00645    0.01071
C26   1    0.838622    0.567089    0.153942    11.00000    0.04596    0.02597 =
         0.02955    0.00143    0.00943   -0.00213
C35   1    0.826479    0.739072    0.382591    11.00000    0.04060    0.02479 =
         0.03412   -0.00008    0.00949   -0.00017
C24   1    0.915983    0.570307    0.273520    11.00000    0.03662    0.03090 =
         0.02853   -0.00058    0.00779    0.00093
C31   1    0.714202    0.667632    0.453995    11.00000    0.03637    0.02690 =
         0.03568    0.00165    0.01063    0.00114
C34   1    0.826190    0.735046    0.456365    11.00000    0.03262    0.02522 =
         0.03595    0.00258    0.00887   -0.00037
C10   1    0.517791    0.733926    0.225714    11.00000    0.04807    0.02421 =
         0.03596   -0.00038    0.00749   -0.00081
C37   1    0.959094    0.781275    0.415647    11.00000    0.03682    0.03858 =
         0.03449   -0.00017    0.00666   -0.00958
AFIX  43
H37   2    1.004091    0.797474    0.401749    11.00000   -1.20000
AFIX   0
C11   1    0.540902    0.748795    0.303561    11.00000    0.03303    0.02954 =
         0.04723   -0.00037    0.00912    0.00921
C36   1    0.895148    0.764055    0.361502    11.00000    0.03673    0.03037 =
         0.03443    0.00272    0.00855   -0.00375
C27   1    0.904037    0.538807    0.137114    11.00000    0.05374    0.03500 =
         0.02908   -0.00408    0.01487    0.00822
AFIX  43
H27   2    0.899967    0.527890    0.089857    11.00000   -1.20000
AFIX   0
C15   1    0.481230    0.633296    0.323775    11.00000    0.03220    0.04011 =
         0.03383    0.00847    0.01040   -0.00076
C29   1    0.979666    0.541961    0.254645    11.00000    0.03779    0.03694 =
         0.03818    0.00489    0.00766    0.00501
AFIX  43
H29   2    1.025758    0.534020    0.289131    11.00000   -1.20000
AFIX   0
C25   1    0.844564    0.584756    0.225509    11.00000    0.03679    0.02794 =
         0.03368   -0.00237    0.01164   -0.00124
C14   1    0.453272    0.681326    0.343455    11.00000    0.03494    0.04907 =
         0.02841    0.00199    0.00626   -0.00082
C32   1    0.734527    0.725735    0.545754    11.00000    0.04521    0.04063 =
         0.02952   -0.00347    0.00999    0.00277
AFIX  43
H32   2    0.754655    0.754071    0.574206    11.00000   -1.20000
AFIX   0
C20   1    0.820446    0.517672    0.374466    11.00000    0.04670    0.03587 =
         0.03017    0.00506    0.00794    0.00385
C28   1    0.975564    0.525339    0.185227    11.00000    0.05035    0.03264 =
         0.04044    0.00118    0.01389    0.01148
C38   1    0.959910    0.775862    0.488094    11.00000    0.03714    0.03664 =
         0.03009   -0.00157   -0.00040    0.00133
C60   1    0.874534    0.565905    0.524485    11.00000    0.04143    0.05911 =
         0.02585    0.00230    0.00603    0.01076
AFIX  13
H60   2    0.816061    0.556811    0.510639    11.00000   -1.20000
AFIX   0
C22   1    0.970863    0.623183    0.384803    11.00000    0.03700    0.04755 =
         0.04461   -0.00490    0.00416   -0.00443
AFIX  43
H22   2    1.005019    0.645784    0.365433    11.00000   -1.20000
AFIX   0
C33   1    0.678109    0.691492    0.558615    11.00000    0.04637    0.05168 =
         0.03142   -0.00026    0.01546    0.00053
AFIX  43
H33   2    0.651746    0.691215    0.597943    11.00000   -1.20000
AFIX   0
C260  1    0.761213    0.578552    0.097406    11.00000    0.05141    0.04196 =
         0.03272    0.00125    0.00590    0.00267
C263  1    0.750451    0.638072    0.087692    11.00000    0.04418    0.04918 =
         0.04105    0.00634    0.00476    0.00831
AFIX 137
H26A  2    0.744904    0.653638    0.132568    11.00000   -1.50000
H26B  2    0.701925    0.645172    0.052589    11.00000   -1.50000
H26C  2    0.797839    0.652381    0.071886    11.00000   -1.50000
AFIX   0
C23   1    0.960560    0.622276    0.453047    11.00000    0.03944    0.04856 =
         0.04066   -0.00973    0.00205   -0.00674
AFIX  43
H23   2    0.986357    0.643860    0.489780    11.00000   -1.20000
AFIX   0
C70   1    0.613619    0.609829    0.499568    11.00000    0.06077    0.03371 =
         0.04664    0.00155    0.02845   -0.00935
AFIX  13
H70   2    0.607776    0.594708    0.451473    11.00000   -1.20000
AFIX   0
C360  1    0.900360    0.772060    0.281553    11.00000    0.04563    0.03965 =
         0.03626    0.00100    0.00958   -0.01481
C16   1    0.421151    0.593183    0.307108    11.00000    0.04157    0.05189 =
         0.04978    0.01505    0.00871   -0.01317
C13   1    0.587503    0.788468    0.405329    11.00000    0.06957    0.04213 =
         0.04975   -0.01611    0.00157    0.00242
AFIX  43
H13   2    0.615602    0.811814    0.438595    11.00000   -1.20000
AFIX   0
C62   1    0.920924    0.517365    0.555030    11.00000    0.07913    0.05519 =
         0.03562    0.00648    0.01528    0.01334
AFIX 137
H62A  2    0.913952    0.490472    0.519267    11.00000   -1.50000
H62B  2    0.899614    0.505614    0.596081    11.00000   -1.50000
H62C  2    0.978499    0.525356    0.569032    11.00000   -1.50000
AFIX   0
C362  1    0.904001    0.719681    0.243975    11.00000    0.07462    0.04590 =
         0.04540   -0.00827    0.02510   -0.01621
AFIX 137
H36A  2    0.953465    0.701605    0.265127    11.00000   -1.50000
H36B  2    0.903983    0.725411    0.193973    11.00000   -1.50000
H36C  2    0.856842    0.699124    0.249220    11.00000   -1.50000
AFIX   0
C01A  1    0.891202    0.752602    0.507042    11.00000    0.04601    0.03549 =
         0.03205   -0.00143    0.00894    0.00139
AFIX  43
H01A  2    0.888888    0.748723    0.555367    11.00000   -1.20000
AFIX   0
C71   1    0.528020    0.621985    0.513626    11.00000    0.05060    0.05329 =
         0.04865    0.00854    0.01213   -0.00917
AFIX 137
H71A  2    0.531936    0.634080    0.562011    11.00000   -1.50000
H71B  2    0.494755    0.591066    0.506776    11.00000   -1.50000
H71C  2    0.503177    0.648505    0.480990    11.00000   -1.50000
AFIX   0
C380  1    1.030411    0.795119    0.545839    11.00000    0.03956    0.05530 =
         0.03951   -0.00424    0.00225   -0.01097
C61   1    0.881690    0.609059    0.579120    11.00000    0.08081    0.07185 =
         0.02912   -0.00200    0.01119    0.02991
AFIX 137
H61A  2    0.938876    0.616165    0.597205    11.00000   -1.50000
H61B  2    0.855261    0.598628    0.617928    11.00000   -1.50000
H61C  2    0.855492    0.639876    0.557035    11.00000   -1.50000
AFIX   0
C261  1    0.685108    0.555662    0.121591    11.00000    0.04711    0.05450 =
         0.06015   -0.00262   -0.00605   -0.00782
AFIX 137
H26D  2    0.689741    0.518396    0.123885    11.00000   -1.50000
H26E  2    0.636515    0.565172    0.087941    11.00000   -1.50000
H26F  2    0.681331    0.569059    0.168116    11.00000   -1.50000
AFIX   0
C280  1    1.043185    0.492037    0.160974    11.00000    0.06405    0.04989 =
         0.04888    0.00269    0.01835    0.02597
C51   1    0.688876    0.859756    0.342746    11.00000    0.07492    0.04769 =
         0.09129   -0.01503    0.01435   -0.01391
AFIX 137
H51A  2    0.660577    0.879357    0.373901    11.00000   -1.50000
H51B  2    0.716195    0.883236    0.315385    11.00000   -1.50000
H51C  2    0.728914    0.837386    0.370898    11.00000   -1.50000
AFIX   0
C50   1    0.626317    0.826587    0.291582    11.00000    0.07294    0.03913 =
         0.07016   -0.01778    0.02073   -0.01969
AFIX  13
H50   2    0.655870    0.807686    0.259197    11.00000   -1.20000
AFIX   0
C19   1    0.372976    0.690263    0.353123    11.00000    0.04856    0.08327 =
         0.04036   -0.00669    0.01111    0.01892
AFIX  43
H19   2    0.357731    0.722800    0.367870    11.00000   -1.20000
AFIX   0
C12   1    0.539582    0.749176    0.419500    11.00000    0.06789    0.04630 =
         0.03350   -0.00758    0.00390    0.01274
AFIX  43
H12   2    0.528248    0.740248    0.464198    11.00000   -1.20000
AFIX   0
C160  1    0.444240    0.539669    0.281030    11.00000    0.05835    0.03919 =
         0.07777    0.00591   -0.00105   -0.01625
C100  1    0.396547    0.728097    0.131842    11.00000    0.04479    0.05354 =
         0.03651    0.00890   -0.00129   -0.00317
C262  1    0.766116    0.555507    0.024011    11.00000    0.07668    0.07538 =
         0.03986   -0.01007   -0.00785    0.02194
AFIX 137
H26G  2    0.811070    0.571263    0.006072    11.00000   -1.50000
H26H  2    0.715440    0.562193   -0.008638    11.00000   -1.50000
H26I  2    0.774918    0.518596    0.028510    11.00000   -1.50000
AFIX   0
C383  1    1.101492    0.818834    0.513698    11.00000    0.04526    0.07371 =
         0.05474   -0.00331   -0.00212   -0.01377
AFIX 137
H38A  2    1.121017    0.793606    0.483394    11.00000   -1.50000
H38B  2    1.145724    0.828558    0.551716    11.00000   -1.50000
H38C  2    1.081978    0.849098    0.485979    11.00000   -1.50000
AFIX   0
C381  1    0.999178    0.837607    0.590334    11.00000    0.05986    0.05114 =
         0.04723   -0.00878    0.00393   -0.01068
AFIX 137
H38D  2    0.984768    0.867940    0.561123    11.00000   -1.50000
H38E  2    1.041656    0.846376    0.630306    11.00000   -1.50000
H38F  2    0.951454    0.825242    0.607573    11.00000   -1.50000
AFIX   0
C17   1    0.342502    0.604143    0.317460    11.00000    0.04092    0.08436 =
         0.05453    0.00594    0.00866   -0.01651
AFIX  43
H17   2    0.303752    0.577554    0.307761    11.00000   -1.20000
AFIX   0
C361  1    0.825802    0.802575    0.243197    11.00000    0.06625    0.07360 =
         0.04843    0.02629    0.01388   -0.00156
AFIX 137
H36D  2    0.776565    0.782649    0.243317    11.00000   -1.50000
H36E  2    0.831803    0.809231    0.194630    11.00000   -1.50000
H36F  2    0.822113    0.835050    0.267502    11.00000   -1.50000
AFIX   0
C200  1    0.808289    0.427726    0.338217    11.00000    0.06717    0.03411 =
         0.07400   -0.00238   -0.00158    0.00852
C363  1    0.977389    0.802666    0.271735    11.00000    0.06920    0.06831 =
         0.04577   -0.00455    0.01956   -0.02843
AFIX 137
H36G  2    0.977559    0.835942    0.294852    11.00000   -1.50000
H36H  2    0.976945    0.807664    0.221523    11.00000   -1.50000
H36I  2    1.025877    0.783547    0.292685    11.00000   -1.50000
AFIX   0
C162  1    0.498616    0.511608    0.344727    11.00000    0.05635    0.05365 =
         0.11212    0.02464    0.00622   -0.00934
AFIX 137
H16A  2    0.549764    0.530050    0.358155    11.00000   -1.50000
H16B  2    0.509525    0.476685    0.330950    11.00000   -1.50000
H16C  2    0.470355    0.510648    0.384664    11.00000   -1.50000
AFIX   0
C382  1    1.065254    0.750511    0.594352    11.00000    0.05192    0.07428 =
         0.05534    0.00164   -0.00805   -0.00808
AFIX 137
H38G  2    1.022098    0.735175    0.615218    11.00000   -1.50000
H38H  2    1.107819    0.763366    0.631718    11.00000   -1.50000
H38I  2    1.087927    0.724721    0.566867    11.00000   -1.50000
AFIX   0
C282  1    1.107271    0.473788    0.224340    11.00000    0.08602    0.10509 =
         0.07500   -0.00318    0.01695    0.06279
AFIX 137
H28A  2    1.132087    0.503486    0.250572    11.00000   -1.50000
H28B  2    1.149016    0.453923    0.207216    11.00000   -1.50000
H28C  2    1.081141    0.452441    0.255209    11.00000   -1.50000
AFIX   0
C18   1    0.316030    0.650375    0.340626    11.00000    0.02955    0.10836 =
         0.04700   -0.00028    0.00915   -0.00052
C72   1    0.653693    0.569805    0.552721    11.00000    0.06623    0.05159 =
         0.10888    0.02726    0.05227    0.01176
AFIX 137
H72A  2    0.706243    0.560177    0.541750    11.00000   -1.50000
H72B  2    0.619025    0.539562    0.550107    11.00000   -1.50000
H72C  2    0.661377    0.584145    0.600213    11.00000   -1.50000
AFIX   0
C161  1    0.489017    0.544442    0.217749    11.00000    0.12603    0.04543 =
         0.08542   -0.01751    0.03423   -0.00132
AFIX 137
H16D  2    0.453786    0.561492    0.178636    11.00000   -1.50000
H16E  2    0.502969    0.510341    0.202964    11.00000   -1.50000
H16F  2    0.538474    0.564497    0.231825    11.00000   -1.50000
AFIX   0
C163  1    0.367331    0.506291    0.255435    11.00000    0.07619    0.04966 =
         0.15281    0.00753   -0.00978   -0.01887
AFIX 137
H16G  2    0.335162    0.504288    0.292698    11.00000   -1.50000
H16H  2    0.383804    0.471887    0.244082    11.00000   -1.50000
H16I  2    0.334889    0.521807    0.213504    11.00000   -1.50000
AFIX   0
C101  1    0.429435    0.755657    0.072412    11.00000    0.05900    0.11805 =
         0.06353    0.03372    0.00114   -0.01116
AFIX 137
H10A  2    0.428016    0.792630    0.079697    11.00000   -1.50000
H10B  2    0.395905    0.746977    0.027046    11.00000   -1.50000
H10C  2    0.485242    0.744847    0.072795    11.00000   -1.50000
AFIX   0
C103  1    0.397676    0.669082    0.122599    11.00000    0.09766    0.06697 =
         0.07849   -0.01291   -0.02457   -0.01711
AFIX 137
H10D  2    0.453441    0.657549    0.124676    11.00000   -1.50000
H10E  2    0.365141    0.659802    0.077040    11.00000   -1.50000
H10F  2    0.375157    0.652758    0.160263    11.00000   -1.50000
AFIX   0
C281  1    1.004107    0.443597    0.120416    11.00000    0.10406    0.06202 =
         0.08332   -0.01701    0.00828    0.03807
AFIX 137
H28D  2    0.972477    0.424958    0.149923    11.00000   -1.50000
H28E  2    1.046828    0.421405    0.109169    11.00000   -1.50000
H28F  2    0.968654    0.454232    0.076874    11.00000   -1.50000
AFIX   0
C102  1    0.307984    0.744897    0.129780    11.00000    0.05210    0.11004 =
         0.07400    0.01778   -0.00593   -0.00100
AFIX 137
H10G  2    0.285372    0.725874    0.165217    11.00000   -1.50000
H10H  2    0.276065    0.737932    0.083126    11.00000   -1.50000
H10I  2    0.306450    0.781521    0.139693    11.00000   -1.50000
AFIX   0
C283  1    1.084865    0.523798    0.109570    11.00000    0.11509    0.08858 =
         0.11447    0.01793    0.08222    0.03835
AFIX 137
H28G  2    1.044863    0.532954    0.067998    11.00000   -1.50000
H28H  2    1.127943    0.503464    0.095260    11.00000   -1.50000
H28I  2    1.107978    0.554931    0.133152    11.00000   -1.50000
AFIX   0
C201  1    0.874320    0.387481    0.327366    11.00000    0.09648    0.05051 =
         0.14011   -0.02654   -0.00824    0.02458
AFIX 137
H20A  2    0.909602    0.402235    0.297598    11.00000   -1.50000
H20B  2    0.847873    0.356924    0.304699    11.00000   -1.50000
H20C  2    0.906594    0.378228    0.373047    11.00000   -1.50000
AFIX   0
C52   1    0.559426    0.859772    0.246525    11.00000    0.13347    0.03976 =
         0.07167    0.00891    0.00752   -0.01491
AFIX 137
H52A  2    0.519127    0.837486    0.218523    11.00000   -1.50000
H52B  2    0.583810    0.881746    0.215171    11.00000   -1.50000
H52C  2    0.533247    0.880966    0.277528    11.00000   -1.50000
AFIX   0
C202  1    0.751334    0.436977    0.267992    11.00000    0.11629    0.06285 =
         0.09161   -0.03568   -0.04218    0.00756
AFIX 137
H20D  2    0.710540    0.462345    0.274422    11.00000   -1.50000
H20E  2    0.724574    0.404922    0.251213    11.00000   -1.50000
H20F  2    0.782474    0.449579    0.233444    11.00000   -1.50000
AFIX   0
C203  1    0.762706    0.408111    0.394412    11.00000    0.14405    0.03939 =
         0.14979    0.01413    0.04193   -0.02287
AFIX 137
H20G  2    0.801033    0.402109    0.438231    11.00000   -1.50000
H20H  2    0.735177    0.376115    0.378493    11.00000   -1.50000
H20I  2    0.722733    0.433555    0.402479    11.00000   -1.50000
AFIX   0
PART 1
C180  1    0.225767    0.666228    0.347272    21.00000    0.03171    0.16494 =
         0.06783   -0.00124    0.01766    0.00357
C183  1    0.169402    0.646859    0.279095    21.00000    0.01547    0.10142 =
         0.07955    0.01462    0.00972    0.01396
AFIX 137
H18A  2    0.180208    0.666355    0.238640    21.00000   -1.50000
H18B  2    0.112825    0.651490    0.283640    21.00000   -1.50000
H18C  2    0.179825    0.610586    0.272250    21.00000   -1.50000
AFIX   0
C181  1    0.209216    0.636329    0.412761    10.50000    0.06244    0.28651 =
         0.07203    0.04161    0.02090    0.02182
AFIX 137
H18D  2    0.220083    0.599970    0.407139    10.50000   -1.50000
H18E  2    0.152627    0.640906    0.417301    10.50000   -1.50000
H18F  2    0.244532    0.649314    0.455012    10.50000   -1.50000
AFIX   0
C182  1    0.210106    0.721970    0.363301    10.50000    0.04349    0.19979 =
         0.13429   -0.04729    0.02859    0.03196
AFIX 137
H18G  2    0.248745    0.732902    0.404838    10.50000   -1.50000
H18H  2    0.154967    0.725586    0.372304    10.50000   -1.50000
H18I  2    0.216548    0.743212    0.323052    10.50000   -1.50000
AFIX   0
PART 0
PART 2
C184  1    0.225345    0.650430    0.354952   -21.00000    0.02967    0.10850 =
         0.06067   -0.00914    0.01916   -0.01347
C187  1    0.200719    0.598697    0.384230    10.50000    0.05801    0.11889 =
         0.09805    0.00687    0.05220   -0.01568
AFIX 137
H18J  2    0.194935    0.572811    0.347127    10.50000   -1.50000
H18K  2    0.149191    0.602716    0.400347    10.50000   -1.50000
H18L  2    0.242509    0.587958    0.423668    10.50000   -1.50000
AFIX   0
C186  1    0.170258    0.664904    0.284079   -21.00000    0.05897    0.19521 =
         0.09904    0.03638    0.02131    0.04426
AFIX 137
H18M  2    0.182900    0.699677    0.270923   -21.00000   -1.50000
H18N  2    0.113484    0.663111    0.289208   -21.00000   -1.50000
H18O  2    0.179693    0.641043    0.247468   -21.00000   -1.50000
AFIX   0
C185  1    0.217274    0.689413    0.412276    10.50000    0.06163    0.13261 =
         0.13625   -0.04395    0.06144   -0.00660
AFIX 137
H18P  2    0.257436    0.682020    0.454494    10.50000   -1.50000
H18Q  2    0.162918    0.687306    0.423482    10.50000   -1.50000
H18R  2    0.226308    0.723832    0.395498    10.50000   -1.50000
AFIX   0
HKLF 4

REM  p18052_mono_a.res in P2(1)/c
REM R1 =  0.0538 for    9734 Fo > 4sig(Fo)  and  0.0766 for all   13441 data
REM    827 parameters refined using    625 restraints

END  
     
WGHT      0.0801      0.0000 

REM Highest difference peak  1.871,  deepest hole -0.967,  1-sigma level  0.089
Q1    1   0.7441  0.6420  0.3529  11.00000  0.05    1.52
Q2    1   0.6367  0.6432  0.2787  11.00000  0.05    1.52
Q3    1   0.9191  0.8578  0.5628  11.00000  0.05    0.96
Q4    1   0.6009  0.5800  0.1876  11.00000  0.05    0.66
Q5    1   0.6993  0.6211  0.2645  11.00000  0.05    0.65
Q6    1   0.6827  0.6219  0.3584  11.00000  0.05    0.61
Q7    1   0.3039  0.5631  0.1872  11.00000  0.05    0.61
Q8    1   0.8229  0.6186  0.2961  11.00000  0.05    0.55
Q9    1   0.7803  0.7062  0.4407  11.00000  0.05    0.53
Q10   1   0.6837  0.6608  0.3575  11.00000  0.05    0.51
Q11   1   0.6180  0.6841  0.1575  11.00000  0.05    0.50
Q12   1   0.6587  0.5394  0.3386  11.00000  0.05    0.46
Q13   1   0.7786  0.5365  0.3990  11.00000  0.05    0.46
Q14   1   0.6025  0.6245  0.3733  11.00000  0.05    0.45
Q15   1   0.8112  0.5979  0.2387  11.00000  0.05    0.43
Q16   1   0.6717  0.5389  0.2566  11.00000  0.05    0.43
Q17   1   0.6371  0.7143  0.2343  11.00000  0.05    0.43
Q18   1   0.8929  0.5409  0.0030  11.00000  0.05    0.42
Q19   1   0.4060  0.5016  0.3107  11.00000  0.05    0.41
Q20   1   0.5630  0.7054  0.1421  11.00000  0.05    0.41

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0538 for 9734 Fo > 4sig(Fo) and 0.0766 for all 146576 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 1.87, deepest hole -0.97
  REM Mean Shift 0, Max Shift -0.003.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0766
  REM R1_gt = 0.0538
  REM wR_ref = 0.1444
  REM GOOF = 1.005
  REM Shift_max = -0.003
  REM Shift_mean = 0
  REM Reflections_all = 146576
  REM Reflections_gt = 9734
  REM Parameters = n/a
  REM Hole = -0.97
  REM Peak = 1.87
  REM Flack = n/a
;
_shelx_fab_checksum              91635
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.323
_oxdiff_exptl_absorpt_empirical_full_min 0.787