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_1549909
_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         '0.5(C60 H87 Ce N6 O3), 0.5(C6 H14)'
_chemical_formula_sum            'C33 H50.5 Ce0.5 N3 O1.5'
_chemical_formula_weight         583.32
_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             2017-08-30
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-07-15 deposited with the CCDC.
2018-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.741(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.8567(3)
_cell_length_b                   20.0714(4)
_cell_length_c                   19.2011(4)
_cell_measurement_reflns_used    12014
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3340
_cell_measurement_theta_min      3.3410
_cell_volume                     7088.3(2)
_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 0.986
_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    -38.00  37.00   1.00   20.00    --  -16.47  19.00 -90.00   75
  2  \w    -24.00  10.00   1.00   20.00    --  -16.47 -99.00   0.00   34
  3  \w    -18.00  19.00   1.00   20.00    --  -16.47 -99.00-150.00   37
  4  \w    -85.00   5.00   1.00   20.00    --  -16.47 -37.00  90.00   90
  5  \w    -91.00 -34.00   1.00   20.00    --  -16.47-179.00-180.00   57
  6  \w     -8.00  87.00   1.00   20.00    --   18.03  77.00  90.00   95
  7  \w     21.00  48.00   1.00   20.00    --   18.03  57.00 -30.00   27
  8  \w      6.00  33.00   1.00   20.00    --   18.03  57.00 -90.00   27
  9  \w     35.00  90.00   1.00   20.00    --   18.03 179.00  90.00   55
;
_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      0.0207294000
_diffrn_orient_matrix_UB_12      0.0120378000
_diffrn_orient_matrix_UB_13      0.0330082000
_diffrn_orient_matrix_UB_21      0.0000371000
_diffrn_orient_matrix_UB_22      -0.0323162000
_diffrn_orient_matrix_UB_23      0.0148973000
_diffrn_orient_matrix_UB_31      0.0325206000
_diffrn_orient_matrix_UB_32      -0.0076688000
_diffrn_orient_matrix_UB_33      -0.0111336000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0748
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            73360
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.923
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.685
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.922
_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 intense yellow'
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_description       block
_exptl_crystal_F_000             2484
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.18
_refine_diff_density_max         8.466
_refine_diff_density_min         -4.415
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     773
_refine_ls_number_reflns         16030
_refine_ls_number_restraints     172
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1309
_refine_ls_R_factor_gt           0.0975
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0649P)^2^+67.6649P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2069
_refine_ls_wR_factor_ref         0.2261
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11616
_reflns_number_total             16030
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc03312a2.cif
_cod_data_source_block           p17049_077_mono_sq
_cod_depositor_comments
'Adding full bibliography for 1549909--1549914.cif.'
_cod_original_formula_sum        'C33 H50.50 Ce0.50 N3 O1.50'
_cod_database_code               1549909
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C50 H50 O3 N6 Ce1'
_reflns_odcompleteness_completeness 98.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C185-C183 \\sim C185-C181 \\sim C183-C181 \\sim C184-C182 \\sim C184-C186
 with sigma of 0.04
 C180-C18 \\sim C180-C185 \\sim C180-C183 \\sim C180-C181 \\sim C180-C184 \\sim
C180-C182 \\sim C180-
 C186
 with sigma of 0.02
 C383-C385 \\sim C383-C381 \\sim C385-C381 \\sim C382-C386
 with sigma of 0.04
 C380-C38 \\sim C380-C383 \\sim C380-C385 \\sim C380-C381 \\sim C380-C384 \\sim
C380-C382 \\sim C380-
 C386
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C185, C183, C181, C185, C180, C183, C180, C181, C180, C180, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C184, C182, C186, C184, C180, C182, C180, C186, C180, C180, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C185, C383, C183, C181, C385, C381, C185, C180, C183, C180, C181, C180, C383,
 C380, C385, C380, C381, C380, C380, C38
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C184, C182, C186, C384, C382, C386, C184, C180, C182, C180, C186, C180, C384,
 C380, C382, C380, C386, C380, C380, C38, C180, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C184)=Sof(H18J)=Sof(H18K)=Sof(H18L)=Sof(C182)=Sof(H18M)=Sof(H18N)=
 Sof(H18O)=Sof(C186)=Sof(H18P)=Sof(H18Q)=Sof(H18R)=1-FVAR(1)
 Sof(C185)=Sof(H18A)=Sof(H18B)=Sof(H18C)=Sof(C183)=Sof(H18D)=Sof(H18E)=
 Sof(H18F)=Sof(C181)=Sof(H18G)=Sof(H18H)=Sof(H18I)=FVAR(1)
 Sof(C384)=Sof(H38J)=Sof(H38K)=Sof(H38L)=Sof(C382)=Sof(H38M)=Sof(H38N)=
 Sof(H38O)=Sof(C386)=Sof(H38P)=Sof(H38Q)=Sof(H38R)=1-FVAR(2)
 Sof(C383)=Sof(H38A)=Sof(H38B)=Sof(H38C)=Sof(C385)=Sof(H38D)=Sof(H38E)=
 Sof(H38F)=Sof(C381)=Sof(H38G)=Sof(H38H)=Sof(H38I)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C50(H50), C70(H70), C60(H60)
5.b Secondary CH2 refined with riding coordinates:
 C502(H50D,H50E), C501(H50F,H50G), C503(H50H,H50I), C504(H50M,H50N)
5.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C32(H32), C13(H13), C33(H33), C39(H39), C19(H19), C17(H17),
 C37(H37), C23(H23), C27(H27), C29(H29), C22(H22)
5.d Idealised Me refined as rotating group:
 C162(H16A,H16B,H16C), C51(H51A,H51B,H51C), C161(H16D,H16E,H16F), C262(H26A,
 H26B,H26C), C363(H36A,H36B,H36C), C62(H62A,H62B,H62C), C72(H72A,H72B,H72C),
 C163(H16G,H16H,H16I), C52(H52A,H52B,H52C), C362(H36D,H36E,H36F), C261(H26D,
 H26E,H26F), C61(H61A,H61B,H61C), C361(H36G,H36H,H36I), C71(H71A,H71B,H71C),
 C263(H26G,H26H,H26I), C283(H28A,H28B,H28C), C282(H28D,H28E,H28F), C281(H28G,
 H28H,H28I), C500(H50A,H50B,H50C), C185(H18A,H18B,H18C), C383(H38A,H38B,H38C),
 C183(H18D,H18E,H18F), C181(H18G,H18H,H18I), C385(H38D,H38E,H38F), C381(H38G,
 H38H,H38I), C505(H50J,H50K,H50L), C184(H18J,H18K,H18L), C182(H18M,H18N,H18O),
 C186(H18P,H18Q,H18R), C384(H38J,H38K,H38L), C382(H38M,H38N,H38O), C386(H38P,
 H38Q,H38R)
;
_shelx_res_checksum              97881
_shelxl_res_file
;
p17049_077_mono_sq.res created by SHELXL-2014/7
TITL p17049_077_mono_a.res in P2(1)/c
REM Old TITL P17049_077_mono in Pc
REM SHELXT solution in P2(1)/c
REM R1 0.206, Rweak 0.069, Alpha 0.049, Orientation as input
REM Formula found by SHELXT: C60 N7 O3 Ce
CELL 0.71073 18.8567 20.0714 19.2011 90 102.741 90
ZERR 8 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
UNIT 264 404 4 24 12
SADI 0.04 C185 C183 C185 C181 C183 C181 C184 C182 C184 C186
SADI C180 C18 C180 C185 C180 C183 C180 C181 C180 C184 C180 C182 C180 C186
SADI 0.04 C383 C385 C383 C381 C385 C381 C382 C386
SADI C380 C38 C380 C383 C380 C385 C380 C381 C380 C384 C380 C382 C380 C386
RIGU C185 C183 C181 C185 C180 C183 C180 C181 C180 C180 C18
RIGU C184 C182 C186 C184 C180 C182 C180 C186 C180 C180 C18
RIGU C185 C383 C183 C181 C385 C381 C185 C180 C183 C180 C181 C180 C383 C380 =
 C385 C380 C381 C380 C380 C38
RIGU C184 C182 C186 C384 C382 C386 C184 C180 C182 C180 C186 C180 C384 C380 =
 C382 C380 C386 C380 C380 C38 C180 C18
 
L.S. 5 0 53
PLAN  20
BOND $H
list 4
ABIN
fmap 2
acta
REM <olex2.extras>
"
REM </olex2.extras>
 
WGHT    0.064900   67.664894
FVAR       0.23836   0.63275   0.57352
CE01  3    0.252935    0.510246    0.507311    11.00000    0.01843    0.04009 =
         0.02695    0.01549    0.00241    0.00584
O1    5    0.178019    0.425029    0.534475    11.00000    0.02424    0.02621 =
         0.02737    0.00200    0.00757    0.00472
O3    5    0.353519    0.514797    0.598100    11.00000    0.02286    0.02046 =
         0.03528    0.00500   -0.00035    0.00420
O2    5    0.276392    0.603290    0.447814    11.00000    0.03074    0.03749 =
         0.03673    0.00272   -0.00447    0.00432
N1    4    0.091871    0.523076    0.578733    11.00000    0.02260    0.01829 =
         0.02587   -0.00318    0.00221    0.00045
N6    4    0.427918    0.429658    0.521952    11.00000    0.02033    0.02496 =
         0.03002    0.00746    0.00133    0.00470
N3    4    0.192696    0.556129    0.318428    11.00000    0.03103    0.03593 =
         0.02887   -0.00327   -0.00441    0.00036
N2    4    0.078681    0.607163    0.508082    11.00000    0.02099    0.02175 =
         0.02891   -0.00231    0.00122   -0.00115
N5    4    0.396886    0.444774    0.409577    11.00000    0.02157    0.03472 =
         0.02754    0.00827    0.00253   -0.00271
C11   1    0.128864    0.561122    0.539699    11.00000    0.02435    0.01565 =
         0.02624   -0.00225   -0.00057   -0.00394
N4    4    0.161453    0.454250    0.326944    11.00000    0.03483    0.03973 =
         0.03681   -0.00261   -0.00018    0.00297
C35   1    0.394347    0.466439    0.632736    11.00000    0.01536    0.01865 =
         0.03772    0.00598   -0.00029   -0.00171
C15   1    0.158510    0.416601    0.596110    11.00000    0.02061    0.02377 =
         0.02243   -0.00202   -0.00076    0.00070
C36   1    0.403645    0.457709    0.707947    11.00000    0.01772    0.02402 =
         0.03228   -0.00298   -0.00174    0.00113
C34   1    0.429090    0.421118    0.596330    11.00000    0.01765    0.02941 =
         0.02444    0.00745    0.00068   -0.00077
C12   1    0.020571    0.545824    0.570728    11.00000    0.02312    0.02236 =
         0.03143   -0.00162    0.00561    0.00221
AFIX  43
H12   2   -0.014854    0.527949    0.592130    11.00000   -1.20000
AFIX   0
C21   1    0.181767    0.506024    0.369319    11.00000    0.02314    0.02469 =
         0.03201   -0.00924    0.00404   -0.00159
C26   1    0.269029    0.714895    0.402893    11.00000    0.02557    0.02616 =
         0.02817    0.00132    0.00187    0.00245
C32   1    0.490543    0.421669    0.494980    11.00000    0.02449    0.02540 =
         0.03102    0.00128    0.00382    0.00252
AFIX  43
H32   2    0.536940    0.411520    0.521098    11.00000   -1.20000
AFIX   0
C13   1    0.012777    0.597732    0.526865    11.00000    0.02428    0.03086 =
         0.02905   -0.01090    0.00186    0.00308
AFIX  43
H13   2   -0.029135    0.622979    0.511653    11.00000   -1.20000
AFIX   0
C33   1    0.471067    0.431335    0.425106    11.00000    0.02747    0.02849 =
         0.03737    0.00288    0.00843    0.00363
AFIX  43
H33   2    0.501148    0.429492    0.392737    11.00000   -1.20000
AFIX   0
C39   1    0.468221    0.366816    0.630578    11.00000    0.02251    0.02498 =
         0.03302    0.00260    0.00187    0.00334
AFIX  43
H39   2    0.489300    0.336964    0.604088    11.00000   -1.20000
AFIX   0
C16   1    0.174794    0.357813    0.638665    11.00000    0.02160    0.01915 =
         0.03309   -0.00054    0.00101    0.00070
C160  1    0.211239    0.298403    0.611194    11.00000    0.02877    0.02547 =
         0.03428    0.00052    0.00430    0.00510
C31   1    0.368694    0.444590    0.468928    11.00000    0.02539    0.02637 =
         0.02881    0.00950   -0.00051   -0.00222
C25   1    0.252744    0.645742    0.396814    11.00000    0.03263    0.03529 =
         0.02922    0.00795    0.00706    0.01051
C19   1    0.102711    0.462887    0.689656    11.00000    0.02249    0.02265 =
         0.03194   -0.00533    0.00458   -0.00080
AFIX  43
H19   2    0.078461    0.498063    0.705717    11.00000   -1.20000
AFIX   0
C24   1    0.208736    0.624045    0.332769    11.00000    0.04150    0.02327 =
         0.02569   -0.00439    0.01116   -0.00424
C17   1    0.157095    0.356650    0.705150    11.00000    0.02512    0.02720 =
         0.03003    0.00753    0.00254    0.00080
AFIX  43
H17   2    0.169749    0.318846    0.733136    11.00000   -1.20000
AFIX   0
C38   1    0.476168    0.356660    0.702605    11.00000    0.02625    0.03247 =
         0.03220    0.00945    0.00135    0.00768
C37   1    0.443965    0.402705    0.739289    11.00000    0.02576    0.03144 =
         0.02276    0.00225    0.00085    0.00217
AFIX  43
H37   2    0.449466    0.396731    0.788221    11.00000   -1.20000
AFIX   0
C162  1    0.286145    0.317193    0.598403    11.00000    0.03077    0.03566 =
         0.04349   -0.00277    0.00451    0.00873
AFIX 137
H16A  2    0.280684    0.351286    0.562547    11.00000   -1.50000
H16B  2    0.308329    0.278641    0.582613    11.00000   -1.50000
H16C  2    0.316323    0.333416    0.642041    11.00000   -1.50000
AFIX   0
C50   1    0.092090    0.656819    0.457418    11.00000    0.02793    0.01948 =
         0.04132    0.00585    0.00074   -0.00093
AFIX  13
H50   2    0.143297    0.653621    0.454802    11.00000   -1.20000
AFIX   0
C14   1    0.118888    0.466852    0.622664    11.00000    0.01533    0.02800 =
         0.02779   -0.00030   -0.00379   -0.00325
C260  1    0.318342    0.743649    0.472311    11.00000    0.03697    0.03494 =
         0.03520   -0.00708    0.00427    0.00045
C18   1    0.121836    0.407782    0.733121    11.00000    0.02533    0.03483 =
         0.02863    0.00188    0.00465   -0.00419
C23   1    0.158625    0.462749    0.256287    11.00000    0.04546    0.03512 =
         0.02214   -0.00549   -0.00256   -0.00740
AFIX  43
H23   2    0.145253    0.431588    0.219912    11.00000   -1.20000
AFIX   0
C51   1    0.045884    0.643001    0.383393    11.00000    0.03691    0.04191 =
         0.03463    0.01047    0.00095   -0.00867
AFIX 137
H51A  2    0.056048    0.598981    0.368639    11.00000   -1.50000
H51B  2    0.057057    0.675026    0.350253    11.00000   -1.50000
H51C  2   -0.004639    0.646269    0.384532    11.00000   -1.50000
AFIX   0
C70   1    0.354097    0.459644    0.336759    11.00000    0.02341    0.04564 =
         0.02611    0.01271   -0.00093   -0.00519
AFIX  13
H70   2    0.302517    0.461016    0.338306    11.00000   -1.20000
AFIX   0
C161  1    0.162766    0.272947    0.540220    11.00000    0.03534    0.02655 =
         0.04136   -0.00272    0.00780    0.00225
AFIX 137
H16D  2    0.117897    0.256092    0.548998    11.00000   -1.50000
H16E  2    0.187634    0.238019    0.521128    11.00000   -1.50000
H16F  2    0.152754    0.308971    0.506591    11.00000   -1.50000
AFIX   0
C27   1    0.237067    0.757413    0.349081    11.00000    0.03095    0.02319 =
         0.04354    0.00006    0.00593    0.00052
AFIX  43
H27   2    0.247643    0.802599    0.354879    11.00000   -1.20000
AFIX   0
C262  1    0.391532    0.706007    0.491838    11.00000    0.03012    0.04664 =
         0.04917    0.00202    0.00015    0.00336
AFIX 137
H26A  2    0.383025    0.660762    0.504012    11.00000   -1.50000
H26B  2    0.422763    0.727360    0.531866    11.00000   -1.50000
H26C  2    0.414276    0.706512    0.451766    11.00000   -1.50000
AFIX   0
C28   1    0.189563    0.736960    0.286054    11.00000    0.03623    0.03517 =
         0.03181    0.00865    0.00690    0.00483
C360  1    0.371053    0.508343    0.753145    11.00000    0.02731    0.03578 =
         0.03321   -0.00362    0.00220   -0.00036
C363  1    0.287440    0.509787    0.727774    11.00000    0.02449    0.03096 =
         0.04890   -0.00943    0.00988   -0.00084
AFIX 137
H36A  2    0.274570    0.527417    0.680175    11.00000   -1.50000
H36B  2    0.267144    0.537466    0.759219    11.00000   -1.50000
H36C  2    0.268632    0.465375    0.728158    11.00000   -1.50000
AFIX   0
C29   1    0.176199    0.669212    0.278877    11.00000    0.03519    0.04045 =
         0.03063    0.00396    0.00212    0.00309
AFIX  43
H29   2    0.145195    0.653186    0.237763    11.00000   -1.20000
AFIX   0
C22   1    0.180222    0.528585    0.250289    11.00000    0.04571    0.06171 =
         0.03299   -0.00034    0.00405    0.00933
AFIX  43
H22   2    0.185311    0.549980    0.208707    11.00000   -1.20000
AFIX   0
C62   1    0.209392    0.341676    0.362396    11.00000    0.05149    0.03112 =
         0.06253   -0.00175    0.01745   -0.00716
AFIX 137
H62A  2    0.218346    0.334535    0.315648    11.00000   -1.50000
H62B  2    0.198742    0.299858    0.382108    11.00000   -1.50000
H62C  2    0.251698    0.361054    0.392706    11.00000   -1.50000
AFIX   0
C60   1    0.145310    0.388354    0.357229    11.00000    0.04224    0.02908 =
         0.04627   -0.00368    0.01092   -0.00909
AFIX  13
H60   2    0.138406    0.396145    0.405683    11.00000   -1.20000
AFIX   0
C72   1    0.375700    0.527823    0.313899    11.00000    0.02994    0.06033 =
         0.03921    0.01860   -0.00126   -0.00345
AFIX 137
H72A  2    0.365405    0.561053    0.346251    11.00000   -1.50000
H72B  2    0.348594    0.537387    0.266487    11.00000   -1.50000
H72C  2    0.426745    0.528092    0.314520    11.00000   -1.50000
AFIX   0
C180  1    0.107447    0.405333    0.808600    11.00000    0.04652    0.04451 =
         0.02713    0.00172    0.00985   -0.00520
C163  1    0.222168    0.240023    0.663466    11.00000    0.05868    0.04142 =
         0.04538    0.00594    0.01335    0.01712
AFIX 137
H16G  2    0.253595    0.253428    0.707651    11.00000   -1.50000
H16H  2    0.243772    0.203394    0.643541    11.00000   -1.50000
H16I  2    0.176006    0.226543    0.672070    11.00000   -1.50000
AFIX   0
C52   1    0.078540    0.727104    0.480992    11.00000    0.03958    0.02738 =
         0.06281    0.00835    0.00434    0.00165
AFIX 137
H52A  2    0.027893    0.732372    0.480784    11.00000   -1.50000
H52B  2    0.092223    0.758656    0.448740    11.00000   -1.50000
H52C  2    0.106947    0.734666    0.528337    11.00000   -1.50000
AFIX   0
C362  1    0.403015    0.576936    0.746786    11.00000    0.03400    0.03171 =
         0.05135   -0.00807    0.00455   -0.00557
AFIX 137
H36D  2    0.454837    0.575257    0.763719    11.00000   -1.50000
H36E  2    0.382794    0.608194    0.774917    11.00000   -1.50000
H36F  2    0.391620    0.590720    0.697703    11.00000   -1.50000
AFIX   0
C280  1    0.155466    0.787364    0.228840    11.00000    0.04095    0.03980 =
         0.04446    0.01284    0.00811    0.01168
C261  1    0.279840    0.736827    0.534502    11.00000    0.03995    0.05599 =
         0.04447   -0.01839    0.00539   -0.00181
AFIX 137
H26D  2    0.231594    0.754789    0.520667    11.00000   -1.50000
H26E  2    0.306627    0.760800    0.575137    11.00000   -1.50000
H26F  2    0.277208    0.690625    0.546612    11.00000   -1.50000
AFIX   0
C380  1    0.515845    0.295544    0.739427    11.00000    0.04702    0.04073 =
         0.04403    0.02068    0.00578    0.02001
C61   1    0.075357    0.359997    0.313298    11.00000    0.04010    0.06327 =
         0.06068   -0.00397    0.00774   -0.01881
AFIX 137
H61A  2    0.037477    0.392714    0.308764    11.00000   -1.50000
H61B  2    0.062028    0.321055    0.336480    11.00000   -1.50000
H61C  2    0.082138    0.348212    0.266748    11.00000   -1.50000
AFIX   0
C361  1    0.388036    0.488645    0.832798    11.00000    0.05005    0.05186 =
         0.03866   -0.00715    0.00694    0.00466
AFIX 137
H36G  2    0.368208    0.445330    0.837931    11.00000   -1.50000
H36H  2    0.366722    0.520630    0.859246    11.00000   -1.50000
H36I  2    0.439741    0.487723    0.850763    11.00000   -1.50000
AFIX   0
C71   1    0.364535    0.405834    0.284923    11.00000    0.04235    0.07709 =
         0.02972   -0.00421    0.00622   -0.00383
AFIX 137
H71A  2    0.412857    0.408589    0.276711    11.00000   -1.50000
H71B  2    0.329826    0.411761    0.240581    11.00000   -1.50000
H71C  2    0.357553    0.362960    0.304537    11.00000   -1.50000
AFIX   0
C263  1    0.336614    0.817667    0.464210    11.00000    0.06250    0.03155 =
         0.05938   -0.00835   -0.00044   -0.00744
AFIX 137
H26G  2    0.359341    0.822828    0.424448    11.00000   -1.50000
H26H  2    0.369167    0.832783    0.507006    11.00000   -1.50000
H26I  2    0.292720    0.843512    0.456128    11.00000   -1.50000
AFIX   0
C283  1    0.089484    0.757942    0.176459    11.00000    0.06450    0.04910 =
         0.04692    0.01166   -0.00782    0.01742
AFIX 137
H28A  2    0.104471    0.719904    0.153010    11.00000   -1.50000
H28B  2    0.069201    0.790912    0.141497    11.00000   -1.50000
H28C  2    0.053515    0.744611    0.202112    11.00000   -1.50000
AFIX   0
C282  1    0.211838    0.807855    0.187632    11.00000    0.06285    0.07273 =
         0.05882    0.03663    0.01650    0.00873
AFIX 137
H28D  2    0.254445    0.824029    0.220274    11.00000   -1.50000
H28E  2    0.192299    0.842419    0.154348    11.00000   -1.50000
H28F  2    0.224483    0.770101    0.162167    11.00000   -1.50000
AFIX   0
C281  1    0.129481    0.848205    0.262317    11.00000    0.06024    0.04008 =
         0.07145    0.00385   -0.00556    0.02173
AFIX 137
H28G  2    0.093092    0.835340    0.287660    11.00000   -1.50000
H28H  2    0.109106    0.879608    0.225635    11.00000   -1.50000
H28I  2    0.169738    0.868320    0.294924    11.00000   -1.50000
AFIX   0
 
C500  1    0.384778    0.249304    0.439700    11.00000    0.10581    0.09056 =
         0.08882   -0.00375    0.03329    0.02910
AFIX 137
H50A  2    0.346204    0.235394    0.400964    11.00000   -1.50000
H50B  2    0.420446    0.273558    0.421165    11.00000   -1.50000
H50C  2    0.365397    0.277411    0.471444    11.00000   -1.50000
AFIX   0
 
PART 1
C185  1    0.123212    0.339277    0.845649    21.00000    0.07268    0.05506 =
         0.03358    0.00881    0.02559    0.00687
AFIX 137
H18A  2    0.092002    0.305826    0.819311    21.00000   -1.50000
H18B  2    0.114653    0.342420    0.893006    21.00000   -1.50000
H18C  2    0.173049    0.327393    0.848293    21.00000   -1.50000
AFIX   0
C383  1    0.594322    0.294649    0.733944    31.00000    0.04651    0.04790 =
         0.06226    0.02460    0.00775    0.02323
AFIX 137
H38A  2    0.597274    0.303300    0.685493    31.00000   -1.50000
H38B  2    0.614975    0.251746    0.748269    31.00000   -1.50000
H38C  2    0.620719    0.328329    0.764577    31.00000   -1.50000
AFIX   0
C183  1    0.027081    0.423669    0.806676    21.00000    0.05237    0.06066 =
         0.03535    0.00371    0.01751    0.00218
AFIX 137
H18D  2    0.015570    0.465393    0.782370    21.00000   -1.50000
H18E  2    0.020210    0.427438    0.854593    21.00000   -1.50000
H18F  2   -0.004250    0.389516    0.781875    21.00000   -1.50000
AFIX   0
 
PART 0
C502  1    0.372177    0.139933    0.502629    11.00000    0.12769    0.09027 =
         0.09138   -0.01283    0.04638   -0.00334
AFIX  23
H50D  2    0.337972    0.124478    0.460327    11.00000   -1.20000
H50E  2    0.344271    0.162931    0.532075    11.00000   -1.20000
AFIX   0
C501  1    0.419931    0.188656    0.479964    11.00000    0.09571    0.09108 =
         0.10752   -0.00589    0.01365   -0.00940
AFIX  23
H50F  2    0.447525    0.165900    0.450058    11.00000   -1.20000
H50G  2    0.454388    0.204019    0.522136    11.00000   -1.20000
AFIX   0
C503  1    0.405222    0.081204    0.542133    11.00000    0.17025    0.08966 =
         0.13365    0.01232    0.03197   -0.02535
AFIX  23
H50H  2    0.438706    0.095947    0.585244    11.00000   -1.20000
H50I  2    0.433314    0.057691    0.513234    11.00000   -1.20000
AFIX   0
 
PART 1
C181  1    0.152286    0.460428    0.854466    21.00000    0.07036    0.06277 =
         0.02574   -0.00031    0.01039   -0.01290
AFIX 137
H18G  2    0.203183    0.451341    0.859779    21.00000   -1.50000
H18H  2    0.140611    0.461412    0.900657    21.00000   -1.50000
H18I  2    0.140937    0.502780    0.831475    21.00000   -1.50000
AFIX   0
C385  1    0.478775    0.232723    0.698874    31.00000    0.06408    0.03913 =
         0.07401    0.01435    0.00046    0.01697
AFIX 137
H38D  2    0.428427    0.231675    0.701107    31.00000   -1.50000
H38E  2    0.502543    0.193256    0.720737    31.00000   -1.50000
H38F  2    0.482594    0.234665    0.649879    31.00000   -1.50000
AFIX   0
C381  1    0.508397    0.284722    0.815800    31.00000    0.07498    0.05676 =
         0.05328    0.02697    0.01670    0.03423
AFIX 137
H38G  2    0.529437    0.321769    0.844727    31.00000   -1.50000
H38H  2    0.533182    0.244504    0.834150    31.00000   -1.50000
H38I  2    0.457866    0.281057    0.816781    31.00000   -1.50000
AFIX   0
 
PART 0
C505  1    0.386192   -0.022977    0.600664    11.00000    0.15959    0.21425 =
         0.14284    0.04114    0.00912    0.02044
AFIX 137
H50J  2    0.413288   -0.046884    0.571869    11.00000   -1.50000
H50K  2    0.349356   -0.051504    0.611802    11.00000   -1.50000
H50L  2    0.418393   -0.008805    0.644091    11.00000   -1.50000
AFIX   0
C504  1    0.352727    0.034033    0.562264    11.00000    0.27369    0.13070 =
         0.17777    0.06955    0.04693   -0.00520
AFIX  23
H50M  2    0.324712    0.057323    0.591399    11.00000   -1.20000
H50N  2    0.319191    0.019126    0.519260    11.00000   -1.20000
AFIX   0
 
PART 2
C184  1    0.066943    0.340113    0.813924   -21.00000    0.06210    0.05516 =
         0.04384    0.00281    0.02583   -0.00908
AFIX 137
H18J  2    0.019990    0.341652    0.781975   -21.00000   -1.50000
H18K  2    0.061128    0.334261    0.861973   -21.00000   -1.50000
H18L  2    0.094302    0.303512    0.801165   -21.00000   -1.50000
AFIX   0
C182  1    0.064522    0.463813    0.824660   -21.00000    0.07224    0.05748 =
         0.03739    0.00655    0.02734    0.00547
AFIX 137
H18M  2    0.092772    0.503695    0.825359   -21.00000   -1.50000
H18N  2    0.052736    0.457708    0.870394   -21.00000   -1.50000
H18O  2    0.020513    0.467561    0.788534   -21.00000   -1.50000
AFIX   0
C186  1    0.182336    0.399568    0.860460   -21.00000    0.05627    0.07077 =
         0.03415    0.00347    0.00690   -0.00457
AFIX 137
H18P  2    0.201442    0.355572    0.857546   -21.00000   -1.50000
H18Q  2    0.177162    0.407827    0.908335   -21.00000   -1.50000
H18R  2    0.215015    0.431716    0.847776   -21.00000   -1.50000
AFIX   0
C384  1    0.569853    0.268219    0.698330   -31.00000    0.06052    0.05747 =
         0.06475    0.02290    0.01494    0.02897
AFIX 137
H38J  2    0.544140    0.244385    0.657091   -31.00000   -1.50000
H38K  2    0.603130    0.238629    0.728492   -31.00000   -1.50000
H38L  2    0.596364    0.304403    0.683477   -31.00000   -1.50000
AFIX   0
C382  1    0.567947    0.320441    0.809140   -31.00000    0.07141    0.06506 =
         0.06081    0.01952   -0.00582    0.02550
AFIX 137
H38M  2    0.594992    0.358161    0.798448   -31.00000   -1.50000
H38N  2    0.600953    0.285361    0.828758   -31.00000   -1.50000
H38O  2    0.540006    0.333144    0.843176   -31.00000   -1.50000
AFIX   0
C386  1    0.465603    0.244186    0.759148   -31.00000    0.06705    0.05580 =
         0.08213    0.03387    0.01835    0.01256
AFIX 137
H38P  2    0.436979    0.264183    0.789155   -31.00000   -1.50000
H38Q  2    0.493702    0.208240    0.784297   -31.00000   -1.50000
H38R  2    0.434059    0.227350    0.716581   -31.00000   -1.50000
AFIX   0
HKLF 4
 
REM  p17049_077_mono_a.res in P2(1)/c
REM R1 =  0.0975 for   11616 Fo > 4sig(Fo)  and  0.1309 for all   16030 data
REM    773 parameters refined using    172 restraints
 
END  
     
WGHT      0.0649     67.4786 

REM Highest difference peak  8.466,  deepest hole -4.415,  1-sigma level  0.141
Q1    1   0.2491  0.4700  0.4930  11.00000  0.05    8.47
Q2    1   0.2502  0.5452  0.4903  11.00000  0.05    1.65
Q3    1   0.3005  0.6567  0.4401  11.00000  0.05    0.98
Q4    1   0.1419  0.4845  0.1910  11.00000  0.05    0.96
Q5    1   0.1193  0.3911  0.2728  11.00000  0.05    0.92
Q6    1   0.1759  0.5079  0.3153  11.00000  0.05    0.92
Q7    1   0.2391  0.5627  0.5427  11.00000  0.05    0.88
Q8    1   0.1890  0.3476  0.3082  11.00000  0.05    0.85
Q9    1   0.1986  0.5870  0.2270  11.00000  0.05    0.83
Q10   1   0.0811  0.3574  0.2159  11.00000  0.05    0.77
Q11   1   0.2628  0.5367  0.5677  11.00000  0.05    0.76
Q12   1   0.1889  0.4706  0.3784  11.00000  0.05    0.75
Q13   1   0.2616  0.4293  0.4580  11.00000  0.05    0.75
Q14   1   0.1668  0.5350  0.1719  11.00000  0.05    0.74
Q15   1   0.2935  0.6890  0.5646  11.00000  0.05    0.72
Q16   1   0.3488  0.6708  0.5152  11.00000  0.05    0.68
Q17   1   0.2314  0.6785  0.3298  11.00000  0.05    0.65
Q18   1   0.2883  0.5268  0.4719  11.00000  0.05    0.65
Q19   1   0.2077  0.4765  0.5322  11.00000  0.05    0.63
Q20   1   0.2918  0.5613  0.5349  11.00000  0.05    0.62

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0975 for 11616 Fo > 4sig(Fo) and 0.1309 for all 74620 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 8.47, deepest hole -4.42
  REM Mean Shift 0, Max Shift -0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.1309
  REM R1_gt = 0.0975
  REM wR_ref = 0.2261
  REM GOOF = 1.041
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 74620
  REM Reflections_gt = 11616
  REM Parameters = n/a
  REM Hole = -4.42
  REM Peak = 8.47
  REM Flack = n/a
;
_shelx_fab_checksum              77446
_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 1.197
_oxdiff_exptl_absorpt_empirical_full_min 0.871