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_1549912
_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         'C66 H93 Ce N6 O9, C6 H14'
_chemical_formula_sum            'C77 H93 Ce N6 O9'
_chemical_formula_weight         1386.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-08-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_audit_update_record
;
2018-07-15 deposited with the CCDC.
2018-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                60.078(3)
_cell_angle_beta                 63.808(3)
_cell_angle_gamma                83.013(3)
_cell_formula_units_Z            2
_cell_length_a                   17.1931(6)
_cell_length_b                   18.0941(5)
_cell_length_c                   18.1420(5)
_cell_measurement_reflns_used    32237
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      30.0690
_cell_measurement_theta_min      3.0740
_cell_volume                     4353.9(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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3147
_diffrn_detector_type            Atlas
_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    -20.00  28.00   1.00   40.00    --  -11.65 -99.00  60.00   48
  2  \w    -20.00  28.00   1.00   40.00    --  -11.65 -99.00 -30.00   48
  3  \w     35.00 100.00   1.00   40.00    --   13.06 178.00 -30.00   65
  4  \w      0.00  67.00   1.00   40.00    --   13.06-123.00   4.26   67
  5  \w    -20.00  53.00   1.00   40.00    --   13.06 -99.00 120.00   73
  6  \w     35.00 100.00   1.00   40.00    --   13.06 178.00  30.00   65
  7  \w    -74.00 100.00   1.00   40.00    --   13.06   0.00 -60.00  174
  8  \w    -14.00  83.00   1.00   40.00    --   13.06  57.00-180.00   97
  9  \w    -57.00  40.00   1.00   40.00    --   13.06 -57.00  60.00   97
 10  \w    -20.00  28.00   1.00   40.00    --  -11.65 -99.00-120.00   48
 11  \w    -82.00 -28.00   1.00   40.00    --  -11.65 -57.00-120.00   54
 12  \w     -3.00  64.00   1.00   40.00    --   13.06-119.00-114.25   67
 13  \w    -24.00  92.00   1.00   40.00    --   13.06  19.00  90.00  116
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0463377000
_diffrn_orient_matrix_UB_12      -0.0046201000
_diffrn_orient_matrix_UB_13      0.0214044000
_diffrn_orient_matrix_UB_21      0.0003848000
_diffrn_orient_matrix_UB_22      0.0255010000
_diffrn_orient_matrix_UB_23      0.0194645000
_diffrn_orient_matrix_UB_31      0.0011834000
_diffrn_orient_matrix_UB_32      0.0375004000
_diffrn_orient_matrix_UB_33      -0.0411508000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0928
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            118520
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         2.814
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.406
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.058
_exptl_crystal_description       block
_exptl_crystal_F_000             1454
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.098
_refine_diff_density_max         2.396
_refine_diff_density_min         -1.069
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     822
_refine_ls_number_reflns         19977
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0746P)^2^+4.9557P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1397
_refine_ls_wR_factor_ref         0.1470
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16930
_reflns_number_total             19977
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc03312a2.cif
_cod_data_source_block           p17042_tri2_sq
_cod_depositor_comments
'Adding full bibliography for 1549909--1549914.cif.'
_cod_database_code               1549912
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C70 H70 O9 N6 Ce1'
_shelx_estimated_absorpt_t_max   0.946
_shelx_estimated_absorpt_t_min   0.834
_reflns_odcompleteness_completeness 99.87
_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
 C1S-C2S \\sim C3S-C4S \\sim C5S-C6S
 with sigma of 0.02
3. Rigid bond restraints
 C6S, C5S, C4S, C3S, C2S, C1S
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C1S \\sim C2S \\sim C3S \\sim C4S \\sim C5S \\sim C6S: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(C1S) \\sim Ueq, Uanis(C2S) \\sim Ueq, Uanis(C3S) \\sim Ueq, Uanis(C4S)
\\sim Ueq, Uanis(C5S) \\sim Ueq, Uanis(C6S) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
5.a Secondary CH2 refined with riding coordinates:
 C5S(H5SA,H5SB), C3S(H3SA,H3SB), C4S(H4SA,H4SB), C2S(H2SA,H2SB)
5.b Aromatic/amide H refined with riding coordinates:
 C39(H39), C17(H17), C19(H19), C12(H12), C13(H13), C29(H29), C27(H27),
 C22(H22), C37(H37), C33(H33), C32(H32), C23(H23)
5.c Idealised Me refined as rotating group:
 C361(H36A,H36B,H36C), C73(H73A,H73B,H73C), C283(H28A,H28B,H28C), C161(H16A,
 H16B,H16C), C362(H36D,H36E,H36F), C72(H72A,H72B,H72C), C53(H53A,H53B,H53C),
 C363(H36G,H36H,H36I), C282(H28D,H28E,H28F), C61(H61A,H61B,H61C), C162(H16D,
 H16E,H16F), C281(H28G,H28H,H28I), C52(H52A,H52B,H52C), C381(H38A,H38B,H38C),
 C51(H51A,H51B,H51C), C163(H16G,H16H,H16I), C71(H71A,H71B,H71C), C63(H63A,H63B,
 H63C), C383(H38D,H38E,H38F), C62(H62A,H62B,H62C), C183(H18A,H18B,H18C),
 C382(H38G,H38H,H38I), C181(H18D,H18E,H18F), C263(H26A,H26B,H26C), C182(H18G,
 H18H,H18I), C261(H26D,H26E,H26F), C262(H26G,H26H,H26I), C6S(H6SA,H6SB,H6SC),
 C1S(H1SA,H1SB,H1SC)
;
_shelx_res_checksum              45054
_shelxl_res_file
;
TITL p17042_tri2_a.res in P-1
    p17042_tri2_sq.res
    created by SHELXL-2016/6 at 13:30:03 on 11-Aug-2017
REM Old TITL
REM SHELXT solution in P-1
REM R1 0.142, Rweak 0.013, Alpha 0.043, Orientation as input
REM Formula found by SHELXT: C68 N3 O22 Ce
CELL 0.71073 17.1931 18.0941 18.142 60.078 63.808 83.013
ZERR 2 0.0006 0.0005 0.0005 0.003 0.003 0.003
LATT 1
SFAC C H Ce N O
UNIT 154 186 2 12 18
SADI C1S C2S C3S C4S C5S C6S
DELU C6S C5S C4S C3S C2S C1S
SIMU C1S C2S C3S C4S C5S C6S
ISOR C1S C2S C3S C4S C5S C6S

L.S. 10 0 117
PLAN  20
SIZE 0.098 0.205 0.33
TEMP -153.14(10)
BOND $H
list 4
ABIN
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\P17042_tri2.hkl">
REM </olex2.extras>

WGHT    0.074600    4.955700
FVAR       0.30430
CE1   3    0.655135    0.687634    0.592495    11.00000    0.02906    0.01580 =
         0.02657   -0.01415   -0.01367    0.00592
O21   5    0.731787    0.778792    0.434602    11.00000    0.03633    0.02102 =
         0.03432   -0.01727   -0.01709    0.00557
O11   5    0.732045    0.576546    0.594454    11.00000    0.03281    0.01614 =
         0.03049   -0.01496   -0.01417    0.00620
O31   5    0.730112    0.734106    0.641366    11.00000    0.03181    0.02255 =
         0.03128   -0.01853   -0.01493    0.00682
O23   5    0.548119    0.777865    0.542584    11.00000    0.03443    0.02763 =
         0.03596   -0.02344   -0.01766    0.01200
O33   5    0.545964    0.669511    0.747414    11.00000    0.03643    0.01786 =
         0.02738   -0.01306   -0.00977    0.00108
O13   5    0.548452    0.575683    0.636147    11.00000    0.03577    0.01919 =
         0.02960   -0.01018   -0.01656    0.00067
N2    4    0.501436    0.451176    0.864088    11.00000    0.03168    0.01894 =
         0.02145   -0.01149   -0.00757    0.00000
O32   5    0.511192    0.691090    0.868835    11.00000    0.07126    0.02689 =
         0.02534   -0.01142   -0.01896   -0.00042
N1    4    0.631013    0.438697    0.773875    11.00000    0.03125    0.02179 =
         0.02200   -0.01369   -0.01062    0.00558
N5    4    0.633985    0.854058    0.684896    11.00000    0.03245    0.01499 =
         0.02728   -0.01286   -0.01370    0.00726
O12   5    0.506021    0.439185    0.687987    11.00000    0.06963    0.02597 =
         0.04774   -0.02310   -0.03739    0.00655
N4    4    0.635742    0.758660    0.354558    11.00000    0.03984    0.02328 =
         0.03643   -0.02253   -0.01828    0.00531
O22   5    0.513260    0.874847    0.426978    11.00000    0.07800    0.02474 =
         0.04329   -0.02179   -0.03586    0.02619
N6    4    0.506412    0.869178    0.686005    11.00000    0.03075    0.02122 =
         0.02899   -0.01554   -0.01364    0.00720
N3    4    0.505834    0.686655    0.443312    11.00000    0.03935    0.02306 =
         0.03671   -0.01823   -0.02115    0.00549
C24   1    0.705517    0.828048    0.301516    11.00000    0.03841    0.02375 =
         0.03114   -0.01888   -0.01421    0.00327
C11   1    0.553944    0.463900    0.776352    11.00000    0.02953    0.01783 =
         0.02356   -0.01430   -0.00864    0.00090
C15   1    0.749267    0.498375    0.610241    11.00000    0.02675    0.01815 =
         0.02680   -0.01381   -0.01402    0.00760
C14   1    0.701224    0.427047    0.699942    11.00000    0.02746    0.02351 =
         0.02418   -0.01647   -0.00986    0.00859
C25   1    0.749335    0.836926    0.347147    11.00000    0.03137    0.02178 =
         0.02605   -0.01779   -0.01049    0.00583
C34   1    0.702746    0.819502    0.712837    11.00000    0.03055    0.01997 =
         0.02999   -0.01434   -0.01465    0.00459
C39   1    0.722428    0.852570    0.757851    11.00000    0.03672    0.01946 =
         0.03349   -0.01955   -0.01151    0.00439
AFIX  43
H39   2    0.690154    0.895050    0.769842    11.00000   -1.20000
AFIX   0
C35   1    0.747939    0.757398    0.691074    11.00000    0.02819    0.01649 =
         0.02738   -0.01412   -0.01153    0.00297
C17   1    0.830617    0.395179    0.568328    11.00000    0.02886    0.02189 =
         0.02943   -0.01563   -0.01120    0.00867
AFIX  43
H17   2    0.875445    0.383859    0.522064    11.00000   -1.20000
AFIX   0
C19   1    0.718346    0.343008    0.724782    11.00000    0.03787    0.02005 =
         0.02449   -0.00918   -0.01227    0.00897
AFIX  43
H19   2    0.684252    0.297421    0.786984    11.00000   -1.20000
AFIX   0
C20   1    0.537219    0.806919    0.469321    11.00000    0.03252    0.01896 =
         0.03402   -0.01643   -0.01651    0.00582
C31   1    0.556818    0.811969    0.718057    11.00000    0.02977    0.01899 =
         0.02072   -0.01326   -0.00960    0.00672
C16   1    0.814929    0.480122    0.540954    11.00000    0.02574    0.01959 =
         0.02823   -0.01498   -0.01000    0.00580
C21   1    0.558022    0.749152    0.424848    11.00000    0.03927    0.01693 =
         0.03096   -0.01474   -0.02191    0.00915
C30   1    0.535850    0.714354    0.785164    11.00000    0.03254    0.01866 =
         0.02885   -0.01155   -0.01280    0.00474
C12   1    0.627788    0.409258    0.861993    11.00000    0.04401    0.02741 =
         0.02419   -0.01281   -0.01725    0.00746
AFIX  43
H12   2    0.673770    0.388103    0.879693    11.00000   -1.20000
AFIX   0
C10   1    0.533978    0.495955    0.691461    11.00000    0.02939    0.02490 =
         0.02458   -0.01665   -0.01184    0.00626
C361  1    0.799168    0.573878    0.755093    11.00000    0.04556    0.02060 =
         0.04541   -0.02076   -0.02545    0.01107
AFIX 137
H36A  2    0.765953    0.553372    0.823152    11.00000   -1.50000
H36B  2    0.831813    0.528538    0.745676    11.00000   -1.50000
H36C  2    0.758840    0.588805    0.726283    11.00000   -1.50000
AFIX   0
C36   1    0.812784    0.724697    0.724063    11.00000    0.02706    0.02192 =
         0.02956   -0.01854   -0.01120    0.00541
C13   1    0.547636    0.416321    0.917293    11.00000    0.04666    0.02867 =
         0.01980   -0.01340   -0.01277    0.00241
AFIX  43
H13   2    0.526139    0.400150    0.982051    11.00000   -1.20000
AFIX   0
C29   1    0.725951    0.881937    0.206736    11.00000    0.04820    0.03501 =
         0.03553   -0.02468   -0.02245    0.00610
AFIX  43
H29   2    0.695541    0.871268    0.179501    11.00000   -1.20000
AFIX   0
C27   1    0.830744    0.964088    0.196808    11.00000    0.03891    0.02797 =
         0.02933   -0.01647   -0.01062    0.00078
AFIX  43
H27   2    0.874068    1.012414    0.160079    11.00000   -1.20000
AFIX   0
C22   1    0.633472    0.700379    0.326648    11.00000    0.05352    0.03258 =
         0.04121   -0.02898   -0.02153    0.00722
AFIX  43
H22   2    0.680028    0.693176    0.277994    11.00000   -1.20000
AFIX   0
C38   1    0.788104    0.824560    0.785296    11.00000    0.03832    0.02215 =
         0.02973   -0.01854   -0.01183   -0.00086
C37   1    0.830718    0.759275    0.769229    11.00000    0.03093    0.02267 =
         0.03037   -0.01593   -0.01311    0.00227
AFIX  43
H37   2    0.874491    0.737257    0.790416    11.00000   -1.20000
AFIX   0
C73   1    0.401747    0.911693    0.617459    11.00000    0.04367    0.04472 =
         0.04998   -0.02746   -0.03026    0.01860
AFIX 137
H73A  2    0.417169    0.972707    0.592468    11.00000   -1.50000
H73B  2    0.341321    0.901909    0.629823    11.00000   -1.50000
H73C  2    0.441071    0.895054    0.570935    11.00000   -1.50000
AFIX   0
C26   1    0.812139    0.911454    0.291454    11.00000    0.03210    0.02435 =
         0.02879   -0.01772   -0.01324    0.00605
C18   1    0.784886    0.325495    0.659224    11.00000    0.03833    0.01794 =
         0.03085   -0.01351   -0.01457    0.01060
C360  1    0.863196    0.653598    0.708388    11.00000    0.03302    0.02745 =
         0.04462   -0.02668   -0.02140    0.01207
C283  1    0.790921    0.937741    0.422407    11.00000    0.04007    0.02857 =
         0.03200   -0.01996   -0.01453    0.00340
AFIX 137
H28A  2    0.754386    0.982474    0.403060    11.00000   -1.50000
H28B  2    0.821225    0.952185    0.449230    11.00000   -1.50000
H28C  2    0.754066    0.882354    0.470238    11.00000   -1.50000
AFIX   0
C161  1    0.803429    0.599165    0.395855    11.00000    0.04872    0.02647 =
         0.02773   -0.01368   -0.01735    0.00789
AFIX 137
H16A  2    0.772107    0.558166    0.394833    11.00000   -1.50000
H16B  2    0.836587    0.646146    0.330975    11.00000   -1.50000
H16C  2    0.761367    0.622497    0.434229    11.00000   -1.50000
AFIX   0
C50   1    0.405669    0.459247    0.907039    11.00000    0.03174    0.02637 =
         0.02887   -0.01740   -0.00451   -0.00163
C28   1    0.790246    0.951115    0.151475    11.00000    0.05277    0.03193 =
         0.02941   -0.01802   -0.01871    0.00360
C280  1    0.858467    0.931801    0.335700    11.00000    0.03091    0.02798 =
         0.02854   -0.01653   -0.01166    0.00051
C33   1    0.553476    0.950273    0.630804    11.00000    0.04372    0.01560 =
         0.03557   -0.01370   -0.02077    0.01067
AFIX  43
H33   2    0.533451    1.002937    0.599442    11.00000   -1.20000
AFIX   0
C32   1    0.632036    0.940899    0.629734    11.00000    0.03752    0.01598 =
         0.03569   -0.01285   -0.01425    0.00439
AFIX  43
H32   2    0.678321    0.985685    0.597047    11.00000   -1.20000
AFIX   0
C362  1    0.915559    0.687177    0.601810    11.00000    0.03572    0.03948 =
         0.04759   -0.03347   -0.01247    0.01097
AFIX 137
H36D  2    0.946996    0.641708    0.591476    11.00000   -1.50000
H36E  2    0.957551    0.736780    0.573432    11.00000   -1.50000
H36F  2    0.875657    0.704543    0.572282    11.00000   -1.50000
AFIX   0
C60   1    0.409666    0.658338    0.507069    11.00000    0.03654    0.02931 =
         0.04983   -0.01639   -0.02606    0.00224
C70   1    0.410630    0.857582    0.709989    11.00000    0.03023    0.03420 =
         0.04005   -0.02424   -0.01509    0.01329
C23   1    0.553875    0.656615    0.380865    11.00000    0.05570    0.02702 =
         0.04850   -0.02680   -0.03042    0.00737
AFIX  43
H23   2    0.533278    0.612438    0.377599    11.00000   -1.20000
AFIX   0
C160  1    0.866239    0.553394    0.438836    11.00000    0.03316    0.01743 =
         0.02862   -0.01300   -0.00926    0.00389
C72   1    0.359999    0.890369    0.779080    11.00000    0.03860    0.06189 =
         0.04933   -0.04221   -0.00949    0.01186
AFIX 137
H72A  2    0.368229    0.856335    0.836743    11.00000   -1.50000
H72B  2    0.297712    0.884925    0.795456    11.00000   -1.50000
H72C  2    0.381575    0.950879    0.749362    11.00000   -1.50000
AFIX   0
C53   1    0.390848    0.494745    0.972531    11.00000    0.04702    0.04551 =
         0.04135   -0.03274   -0.00762    0.00721
AFIX 137
H53A  2    0.402004    0.452170    1.026262    11.00000   -1.50000
H53B  2    0.330325    0.507016    0.996008    11.00000   -1.50000
H53C  2    0.430726    0.547775    0.937250    11.00000   -1.50000
AFIX   0
C363  1    0.928527    0.625321    0.752094    11.00000    0.04945    0.04366 =
         0.07013   -0.04325   -0.03598    0.02404
AFIX 137
H36G  2    0.897129    0.605723    0.820063    11.00000   -1.50000
H36H  2    0.972704    0.674047    0.720926    11.00000   -1.50000
H36I  2    0.957128    0.578282    0.742977    11.00000   -1.50000
AFIX   0
C282  1    0.915636    0.861582    0.365253    11.00000    0.03794    0.04500 =
         0.05452   -0.03126   -0.02710    0.01409
AFIX 137
H28D  2    0.879095    0.805791    0.410813    11.00000   -1.50000
H28E  2    0.944255    0.874256    0.394654    11.00000   -1.50000
H28F  2    0.960107    0.859804    0.309185    11.00000   -1.50000
AFIX   0
C380  1    0.813408    0.864693    0.830512    11.00000    0.04577    0.02558 =
         0.03764   -0.02225   -0.01646   -0.00167
C61   1    0.395225    0.559331    0.553616    11.00000    0.05672    0.02953 =
         0.06275   -0.01893   -0.03129   -0.00158
AFIX 137
H61A  2    0.411225    0.543938    0.504483    11.00000   -1.50000
H61B  2    0.333602    0.538135    0.598854    11.00000   -1.50000
H61C  2    0.431708    0.533263    0.586969    11.00000   -1.50000
AFIX   0
C162  1    0.932095    0.519604    0.375116    11.00000    0.05148    0.02837 =
         0.02886   -0.01408   -0.00286    0.00677
AFIX 137
H16D  2    0.972283    0.488430    0.401931    11.00000   -1.50000
H16E  2    0.965322    0.568096    0.311352    11.00000   -1.50000
H16F  2    0.900572    0.480791    0.371534    11.00000   -1.50000
AFIX   0
C281  1    0.917565    1.018272    0.266825    11.00000    0.04724    0.04721 =
         0.03863   -0.02020   -0.01483   -0.01419
AFIX 137
H28G  2    0.963050    1.016642    0.211112    11.00000   -1.50000
H28H  2    0.944875    1.028958    0.298538    11.00000   -1.50000
H28I  2    0.882492    1.064409    0.246863    11.00000   -1.50000
AFIX   0
C52   1    0.356651    0.368580    0.964590    11.00000    0.04217    0.03289 =
         0.05192   -0.01910   -0.00780   -0.00705
AFIX 137
H52A  2    0.373042    0.343483    0.923568    11.00000   -1.50000
H52B  2    0.293566    0.371447    0.989967    11.00000   -1.50000
H52C  2    0.371960    0.332755    1.017087    11.00000   -1.50000
AFIX   0
C381  1    0.851389    0.958730    0.755954    11.00000    0.05186    0.02561 =
         0.04966   -0.02364   -0.02449    0.00181
AFIX 137
H38A  2    0.904087    0.961303    0.702134    11.00000   -1.50000
H38B  2    0.866319    0.985836    0.784005    11.00000   -1.50000
H38C  2    0.808062    0.989223    0.734014    11.00000   -1.50000
AFIX   0
C51   1    0.376979    0.519340    0.831444    11.00000    0.03114    0.04003 =
         0.04180   -0.02290   -0.01377    0.00636
AFIX 137
H51A  2    0.413170    0.575239    0.792058    11.00000   -1.50000
H51B  2    0.315590    0.526772    0.861577    11.00000   -1.50000
H51C  2    0.383578    0.494963    0.791695    11.00000   -1.50000
AFIX   0
C180  1    0.808586    0.233028    0.689146    11.00000    0.04391    0.01766 =
         0.03273   -0.01100   -0.01085    0.01341
C163  1    0.918891    0.616741    0.437140    11.00000    0.03823    0.02725 =
         0.04283   -0.01546   -0.01116   -0.00357
AFIX 137
H16G  2    0.879297    0.639890    0.477017    11.00000   -1.50000
H16H  2    0.950093    0.663893    0.371879    11.00000   -1.50000
H16I  2    0.961110    0.587138    0.461437    11.00000   -1.50000
AFIX   0
C71   1    0.379459    0.764018    0.752578    11.00000    0.03173    0.03769 =
         0.04959   -0.02205   -0.01690    0.00294
AFIX 137
H71A  2    0.417360    0.743259    0.709493    11.00000   -1.50000
H71B  2    0.319283    0.758635    0.762042    11.00000   -1.50000
H71C  2    0.381593    0.729707    0.813714    11.00000   -1.50000
AFIX   0
C63   1    0.362588    0.700748    0.444575    11.00000    0.05190    0.05565 =
         0.06384   -0.02217   -0.03819    0.00982
AFIX 137
H63A  2    0.374097    0.763375    0.413679    11.00000   -1.50000
H63B  2    0.299591    0.682501    0.483661    11.00000   -1.50000
H63C  2    0.383789    0.683651    0.396181    11.00000   -1.50000
AFIX   0
C383  1    0.882249    0.819705    0.863340    11.00000    0.08776    0.03126 =
         0.05952   -0.02796   -0.04920    0.00861
AFIX 137
H38D  2    0.859210    0.759408    0.911704    11.00000   -1.50000
H38E  2    0.897035    0.848179    0.890239    11.00000   -1.50000
H38F  2    0.934772    0.822599    0.809188    11.00000   -1.50000
AFIX   0
C62   1    0.379149    0.681351    0.584506    11.00000    0.03856    0.04649 =
         0.04698   -0.02336   -0.01335    0.00060
AFIX 137
H62A  2    0.416518    0.659518    0.617153    11.00000   -1.50000
H62B  2    0.318564    0.655424    0.630085    11.00000   -1.50000
H62C  2    0.382655    0.743976    0.556297    11.00000   -1.50000
AFIX   0
C183  1    0.727103    0.169775    0.744650    11.00000    0.05445    0.02316 =
         0.10363   -0.02987   -0.03647    0.01359
AFIX 137
H18A  2    0.688365    0.173022    0.801683    11.00000   -1.50000
H18B  2    0.743196    0.111463    0.763038    11.00000   -1.50000
H18C  2    0.696881    0.183803    0.705242    11.00000   -1.50000
AFIX   0
C260  1    0.817333    1.008358    0.044205    11.00000    0.06583    0.04480 =
         0.03068   -0.01858   -0.01984   -0.00340
C382  1    0.732383    0.862400    0.914183    11.00000    0.06222    0.06713 =
         0.05007   -0.04531   -0.00363   -0.01955
AFIX 137
H38G  2    0.689425    0.893984    0.892245    11.00000   -1.50000
H38H  2    0.748795    0.889148    0.941659    11.00000   -1.50000
H38I  2    0.706922    0.802595    0.962352    11.00000   -1.50000
AFIX   0
C181  1    0.851888    0.211628    0.754961    11.00000    0.06138    0.02870 =
         0.07376   -0.01459   -0.03896    0.01866
AFIX 137
H18D  2    0.903151    0.253935    0.721639    11.00000   -1.50000
H18E  2    0.870015    0.154056    0.772960    11.00000   -1.50000
H18F  2    0.809986    0.213306    0.812065    11.00000   -1.50000
AFIX   0
C263  1    0.870660    0.958479   -0.004798    11.00000    0.10585    0.09133 =
         0.03981   -0.03750   -0.01795    0.02356
AFIX 137
H26A  2    0.926310    0.950833   -0.000702    11.00000   -1.50000
H26B  2    0.881971    0.990477   -0.071576    11.00000   -1.50000
H26C  2    0.837974    0.902072    0.026391    11.00000   -1.50000
AFIX   0
C182  1    0.875019    0.225199    0.605229    11.00000    0.12451    0.03581 =
         0.05240   -0.02423   -0.01955    0.04069
AFIX 137
H18G  2    0.848355    0.232859    0.564385    11.00000   -1.50000
H18H  2    0.894599    0.168204    0.627747    11.00000   -1.50000
H18I  2    0.925189    0.269458    0.569129    11.00000   -1.50000
AFIX   0
C261  1    0.735206    1.028855    0.026792    11.00000    0.09526    0.09763 =
         0.03733   -0.01626   -0.03665    0.01537
AFIX 137
H26D  2    0.701621    0.975206    0.050581    11.00000   -1.50000
H26E  2    0.752808    1.065498   -0.041354    11.00000   -1.50000
H26F  2    0.699026    1.058878    0.060088    11.00000   -1.50000
AFIX   0
C262  1    0.867515    1.093005    0.002363    11.00000    0.19395    0.05766 =
         0.04125    0.00801   -0.06173   -0.04826
AFIX 137
H26G  2    0.835416    1.120108    0.040542    11.00000   -1.50000
H26H  2    0.874882    1.130569   -0.062718    11.00000   -1.50000
H26I  2    0.925033    1.083643    0.001929    11.00000   -1.50000
AFIX   0

C6S   1    0.820046    0.610087    0.134606    11.00000    0.43313    0.39997 =
         0.16026    0.07900   -0.17488   -0.31464
AFIX 137
H6SA  2    0.799462    0.563840    0.200731    11.00000   -1.50000
H6SB  2    0.861379    0.589662    0.092642    11.00000   -1.50000
H6SC  2    0.770171    0.627404    0.119756    11.00000   -1.50000
AFIX   0
C5S   1    0.862212    0.681543    0.121124    11.00000    0.33721    0.20603 =
         0.10700   -0.09548   -0.11842    0.07086
AFIX  23
H5SA  2    0.836921    0.688417    0.177756    11.00000   -1.20000
H5SB  2    0.866715    0.736173    0.064151    11.00000   -1.20000
AFIX   0
C3S   1    1.055478    0.682760    0.065644    11.00000    0.39430    0.08404 =
         0.40188   -0.06383   -0.33189    0.03374
AFIX  23
H3SA  2    1.072833    0.728274   -0.001127    11.00000   -1.20000
H3SB  2    1.047842    0.711889    0.101889    11.00000   -1.20000
AFIX   0
C4S   1    0.961736    0.634303    0.104896    11.00000    0.33105    0.18751 =
         0.26404   -0.09704   -0.18446    0.02555
AFIX  23
H4SA  2    0.950546    0.583269    0.167332    11.00000   -1.20000
H4SB  2    0.969466    0.612162    0.062315    11.00000   -1.20000
AFIX   0
C2S   1    1.131678    0.630363    0.068619    11.00000    0.35438    0.10718 =
         0.20156   -0.09427   -0.17003    0.09043
AFIX  23
H2SA  2    1.111629    0.570650    0.122393    11.00000   -1.20000
H2SB  2    1.166041    0.629508    0.008650    11.00000   -1.20000
AFIX   0
C1S   1    1.178253    0.676374    0.080829    11.00000    0.34095    0.08507 =
         0.56635   -0.06169   -0.36289    0.05338
AFIX 137
H1SA  2    1.204979    0.731647    0.022308    11.00000   -1.50000
H1SB  2    1.224098    0.643859    0.096008    11.00000   -1.50000
H1SC  2    1.138918    0.686448    0.132884    11.00000   -1.50000
AFIX   0
HKLF 4

REM  p17042_tri2_a.res in P-1
REM R1 =  0.0574 for   16930 Fo > 4sig(Fo)  and  0.0687 for all   19977 data
REM    822 parameters refined using     78 restraints

END  
     
WGHT      0.0746      4.9559 

REM Highest difference peak  2.396,  deepest hole -1.069,  1-sigma level  0.103
Q1    1   0.6588  0.7185  0.5389  11.00000  0.05    2.40
Q2    1   0.5992  0.6782  0.6172  11.00000  0.05    2.24
Q3    1   0.7148  0.6995  0.5606  11.00000  0.05    2.01
Q4    1   0.6345  0.6547  0.6558  11.00000  0.05    1.79
Q5    1   1.1422  0.6924 -0.0162  11.00000  0.05    1.43
Q6    1   0.7969  0.6436  0.1409  11.00000  0.05    1.24
Q7    1   0.6236  0.7034  0.5564  11.00000  0.05    1.19
Q8    1   0.8147  0.2168  0.5959  11.00000  0.05    0.97
Q9    1   0.8895  0.2267  0.6890  11.00000  0.05    0.82
Q10   1   0.8015  0.2027  0.6204  11.00000  0.05    0.80
Q11   1   0.6766  0.7774  0.4770  11.00000  0.05    0.76
Q12   1   1.2089  0.6843  0.0295  11.00000  0.05    0.71
Q13   1   1.1628  0.6362  0.0791  11.00000  0.05    0.66
Q14   1   0.8460  0.6196  0.1694  11.00000  0.05    0.62
Q15   1   1.0346  0.9380  0.2164  11.00000  0.05    0.60
Q16   1   0.7997  0.7608  0.6803  11.00000  0.05    0.56
Q17   1   0.5396  0.4692  0.7428  11.00000  0.05    0.55
Q18   1   1.1462  0.6640  0.1411  11.00000  0.05    0.53
Q19   1   0.7745  0.7410  0.5207  11.00000  0.05    0.53
Q20   1   1.0365  0.6811  0.0814  11.00000  0.05    0.52

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0574 for 16930 Fo > 4sig(Fo) and 0.0687 for all 118520 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 2.40, deepest hole -1.07
  REM Mean Shift 0, Max Shift 0.002.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0687
  REM R1_gt = 0.0574
  REM wR_ref = 0.1470
  REM GOOF = 1.043
  REM Shift_max = 0.002
  REM Shift_mean = 0
  REM Reflections_all = 118520
  REM Reflections_gt = 16930
  REM Parameters = n/a
  REM Hole = -1.07
  REM Peak = 2.40
  REM Flack = n/a
;
_shelx_fab_checksum              66938
_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 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.585