#------------------------------------------------------------------------------
#$Date: 2022-01-03 22:53:11 +0200 (Mon, 03 Jan 2022) $
#$Revision: 271727 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/92/4519231.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4519231
loop_
_publ_author_name
'Tanpure, Sudhakar Dattatray'
'Kuo, Tung-Chun'
'Cheng, Mu-Jeng'
'Liu, Rai-Shung'
_publ_section_title
;
 Gold(I)-Catalyzed Highly Diastereo- and Enantioselective Constructions of
 Bicyclo[3.2.1]oct-6-ene Frameworks via (4 + 3)-Cycloadditions
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              536
_journal_page_last               543
_journal_paper_doi               10.1021/acscatal.1c04483
_journal_year                    2021
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C35 H28 O'
_chemical_formula_sum            'C35 H28 O'
_chemical_formula_weight         464.57
_space_group_crystal_system      hexagonal
_space_group_IT_number           169
_space_group_name_Hall           'P 61'
_space_group_name_H-M_alt        'P 61'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-06
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   21.1226(2)
_cell_length_b                   21.1226(2)
_cell_length_c                   10.92510(10)
_cell_measurement_reflns_used    31540
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.0170
_cell_measurement_theta_min      4.1460
_cell_volume                     4221.34(7)
_computing_cell_refinement       'CrysAlisPro 1.171.42.33a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.42.33a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.33a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     54.00 110.10   0.30    0.65    --   69.49  15.00  60.00  187
  2  ω     37.00  84.10   0.30    0.65    --   56.41  15.00  30.00  157
  3  ω     66.00  97.50   0.30    0.65    --   56.41  15.00 -30.00  105
  4  ω     47.00 116.90   0.30    0.65    --   76.49  15.00-120.00  233
  5  ω     48.00 117.00   0.30    0.65    --   76.49  15.00-180.00  230
  6  ω     88.00 113.80   0.30    0.65    --   76.49  15.00 -30.00   86
  7  ω     44.00  69.80   0.30    0.65    --   76.49  15.00 -30.00   86
  8  ω     50.00 105.20   0.30    0.65    --   76.49  15.00 120.00  184
  9  ω     25.00  57.10   0.30    0.65    --   56.41-125.00-180.00  107
 10  ω     42.00  96.00   0.30    0.65    --   80.36-112.00-130.92  180
 11  ω     20.00  50.00   0.30    0.65    --   56.41-125.00 -60.00  100
 12  ω     68.00  93.20   0.30    0.65    --   80.36-108.00 -94.64   84
 13  ω     43.00  91.00   0.30    0.65    --   76.49-111.00   0.00  160
 14  ω     46.00  96.10   0.30    0.65    --   80.00-111.00  22.64  167
 15  ω     20.00  63.20   0.30    0.65    --   56.41-125.00  30.00  144
 16  ω     24.00  49.80   0.30    0.65    --   56.41-125.00  90.00   86
 17  ω   -100.00 -43.00   0.30    0.65    --  -59.25 -15.00  90.00  190
 18  ω   -114.00 -54.00   0.30    0.65    --  -72.15 -15.00  30.00  200
 19  ω    -74.00 -47.00   0.30    0.65    --  -75.36 -15.00 -60.00   90
 20  ω   -120.00 -45.00   0.30    0.65    --  -75.36 -15.00 -90.00  250
 21  ω   -118.00 -82.00   0.30    0.65    --  -75.36 -15.00-180.00  120
 22  ω    -77.00 -44.00   0.30    0.65    --  -75.36 -15.00-180.00  110
 23  ω    -91.00 -37.00   0.30    0.65    --  -75.36 111.00-180.00  180
 24  ω    -97.00 -46.00   0.30    0.65    --  -80.00 115.00-127.32  170
 25  ω    -63.00 -18.00   0.30    0.65    --  -59.25 125.00 -30.00  150
 26  ω    -62.00 -37.10   0.30    0.65    --  -80.00 112.00-104.74   83
 27  ω    -91.00 -34.00   0.30    0.65    --  -75.36 111.00 -90.00  190
 28  ω    -67.00 -41.50   0.30    0.65    --  -75.36 111.00 -30.00   85
 29  ω    -91.00 -43.00   0.30    0.65    --  -75.36 111.00   0.00  160
 30  ω    -61.00 -35.20   0.30    0.65    --  -75.36 111.00  30.00   86
 31  ω    -97.00 -40.00   0.30    0.65    --  -80.00 114.00  41.27  190
 32  ω    -97.00 -61.00   0.30    0.65    --  -80.00 114.00  92.05  120
 33  ω    -48.00 -15.00   0.30    0.65    --  -59.25 125.00 150.00  110
 34  ω    -96.00 -36.00   0.30    0.65    --  -80.00 111.00 137.62  200
 35  ω    -83.00 -44.00   0.30    0.65    --  -75.36 111.00  90.00  130
 36  ω    -64.00 -37.00   0.30    0.65    --  -75.36 111.00 120.00   90
 37  ω    -96.00 -43.80   0.30    0.65    --  -80.00 111.00  66.60  174
 38  ω    -72.00 -33.00   0.30    0.65    --  -75.36 111.00-150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0822609000
_diffrn_orient_matrix_UB_12      0.0408102000
_diffrn_orient_matrix_UB_13      -0.0301821000
_diffrn_orient_matrix_UB_21      0.0008306000
_diffrn_orient_matrix_UB_22      0.0733217000
_diffrn_orient_matrix_UB_23      0.0033871000
_diffrn_orient_matrix_UB_31      0.0179769000
_diffrn_orient_matrix_UB_32      0.0071262000
_diffrn_orient_matrix_UB_33      0.1377271000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            56811
_diffrn_reflns_point_group_measured_fraction_full 0.878
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.094
_diffrn_reflns_theta_min         4.186
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.33a (Rigaku Oxford Diffraction, 2021)
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    1.096
_exptl_crystal_description       needle
_exptl_crystal_F_000             1476
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_coef       0.00141(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4767
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0272
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0510P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0745
_reflns_Friedel_coverage         0.639
_reflns_Friedel_fraction_full    0.742
_reflns_Friedel_fraction_max     0.697
_reflns_number_gt                4625
_reflns_number_total             4767
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs1c04483_si_006.cif
_cod_data_source_block           211213lt_auto
_cod_original_cell_volume        4221.34(9)
_cod_database_code               4519231
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.895
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9(3)
 0.1(3)
2. 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
3.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20),
 C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29),
  C31(H31), C32(H32), C33(H33), C34(H34), C35(H35)
3.d Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.575
_oxdiff_exptl_absorpt_empirical_full_min 0.580
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.50407(8) 0.12241(7) 0.65240(14) 0.0247(3) Uani 1 1 d . . . . .
C2 C 0.50763(7) 0.08049(7) 0.56265(14) 0.0236(3) Uani 1 1 d . . . . .
C3 C 0.57345(8) 0.09185(7) 0.48998(14) 0.0247(3) Uani 1 1 d . . . . .
H3 H 0.611619 0.095994 0.548789 0.030 Uiso 1 1 calc R U . . .
C4 C 0.55026(8) 0.02283(7) 0.40758(15) 0.0275(3) Uani 1 1 d . . . . .
H4 H 0.588526 0.031248 0.345587 0.033 Uiso 1 1 calc R U . . .
C5 C 0.53108(9) -0.04352(7) 0.48853(14) 0.0290(3) Uani 1 1 d . . . . .
C6 C 0.45935(9) -0.07861(7) 0.51216(14) 0.0302(3) Uani 1 1 d . . . . .
H6 H 0.434592 -0.122270 0.558917 0.036 Uiso 1 1 calc R U . . .
C7 C 0.42229(8) -0.03970(7) 0.45456(15) 0.0275(3) Uani 1 1 d . . . . .
C8 C 0.43441(8) 0.01961(7) 0.54696(14) 0.0248(3) Uani 1 1 d . . . . .
C9 C 0.39148(8) 0.02866(7) 0.62965(14) 0.0254(3) Uani 1 1 d . . . . .
C11 C 0.47633(8) 0.00042(8) 0.34779(14) 0.0294(3) Uani 1 1 d . . . . .
H11A H 0.466852 -0.032625 0.277327 0.035 Uiso 1 1 calc R U . . .
H11B H 0.473580 0.043638 0.320305 0.035 Uiso 1 1 calc R U . . .
C12 C 0.60662(7) 0.16054(7) 0.41107(13) 0.0236(3) Uani 1 1 d . . . . .
C13 C 0.56523(8) 0.19050(7) 0.36787(15) 0.0261(3) Uani 1 1 d . . . . .
H13 H 0.515182 0.168688 0.390273 0.031 Uiso 1 1 calc R U . . .
C14 C 0.59582(8) 0.25165(8) 0.29269(15) 0.0279(3) Uani 1 1 d . . . . .
H14 H 0.566664 0.271144 0.263772 0.033 Uiso 1 1 calc R U . . .
C15 C 0.66900(8) 0.28438(8) 0.25966(15) 0.0298(3) Uani 1 1 d . . . . .
H15 H 0.690086 0.326252 0.208215 0.036 Uiso 1 1 calc R U . . .
C16 C 0.71104(8) 0.25541(8) 0.30243(16) 0.0323(3) Uani 1 1 d . . . . .
H16 H 0.761170 0.277543 0.280426 0.039 Uiso 1 1 calc R U . . .
C17 C 0.67984(8) 0.19392(8) 0.37761(15) 0.0285(3) Uani 1 1 d . . . . .
H17 H 0.709057 0.174479 0.406476 0.034 Uiso 1 1 calc R U . . .
C18 C 0.34443(9) -0.08544(8) 0.40913(15) 0.0319(3) Uani 1 1 d . . . . .
C19 C 0.30923(10) -0.05091(9) 0.35835(18) 0.0429(4) Uani 1 1 d . . . . .
H19 H 0.334207 0.000939 0.353704 0.051 Uiso 1 1 calc R U . . .
C20 C 0.23836(11) -0.09084(11) 0.3144(2) 0.0530(5) Uani 1 1 d . . . . .
H20 H 0.215071 -0.066340 0.280398 0.064 Uiso 1 1 calc R U . . .
C21 C 0.20136(11) -0.16671(10) 0.32010(19) 0.0503(5) Uani 1 1 d . . . . .
H21 H 0.152645 -0.194315 0.290619 0.060 Uiso 1 1 calc R U . . .
C22 C 0.23597(10) -0.20153(9) 0.36887(18) 0.0459(5) Uani 1 1 d . . . . .
H22 H 0.210973 -0.253407 0.372422 0.055 Uiso 1 1 calc R U . . .
C23 C 0.30716(9) -0.16154(8) 0.41302(17) 0.0374(4) Uani 1 1 d . . . . .
H23 H 0.330454 -0.186292 0.445986 0.045 Uiso 1 1 calc R U . . .
C24 C 0.58703(9) -0.05840(8) 0.53881(16) 0.0316(3) Uani 1 1 d . . . . .
C25 C 0.66081(10) -0.01554(9) 0.50750(17) 0.0361(4) Uani 1 1 d . . . . .
H25 H 0.675414 0.023607 0.451164 0.043 Uiso 1 1 calc R U . . .
C26 C 0.71310(11) -0.02952(10) 0.55785(18) 0.0426(4) Uani 1 1 d . . . . .
H26 H 0.763069 0.000465 0.536200 0.051 Uiso 1 1 calc R U . . .
C27 C 0.69297(11) -0.08681(10) 0.63933(18) 0.0448(4) Uani 1 1 d . . . . .
H27 H 0.728791 -0.096244 0.673527 0.054 Uiso 1 1 calc R U . . .
C28 C 0.62001(11) -0.13006(9) 0.67017(18) 0.0436(4) Uani 1 1 d . . . . .
H28 H 0.605677 -0.169547 0.725667 0.052 Uiso 1 1 calc R U . . .
C29 C 0.56803(10) -0.11633(9) 0.62110(17) 0.0369(4) Uani 1 1 d . . . . .
H29 H 0.518216 -0.146686 0.643347 0.044 Uiso 1 1 calc R U . . .
C30 C 0.31429(8) -0.01078(8) 0.66575(14) 0.0282(3) Uani 1 1 d . . . . .
C31 C 0.27930(9) 0.02782(9) 0.69677(17) 0.0356(4) Uani 1 1 d . . . . .
H31 H 0.305176 0.079692 0.692509 0.043 Uiso 1 1 calc R U . . .
C32 C 0.20668(9) -0.00894(10) 0.7340(2) 0.0442(4) Uani 1 1 d . . . . .
H32 H 0.183093 0.017780 0.755404 0.053 Uiso 1 1 calc R U . . .
C33 C 0.16843(9) -0.08511(10) 0.7400(2) 0.0457(4) Uani 1 1 d . . . . .
H33 H 0.118638 -0.110369 0.764651 0.055 Uiso 1 1 calc R U . . .
C34 C 0.20302(9) -0.12360(9) 0.70997(18) 0.0392(4) Uani 1 1 d . . . . .
H34 H 0.176926 -0.175474 0.714094 0.047 Uiso 1 1 calc R U . . .
C35 C 0.27573(9) -0.08714(8) 0.67377(15) 0.0315(3) Uani 1 1 d . . . . .
H35 H 0.299391 -0.114073 0.654391 0.038 Uiso 1 1 calc R U . . .
C36 C 0.56030(8) 0.18995(8) 0.71402(16) 0.0309(3) Uani 1 1 d . . . . .
H36A H 0.548146 0.228747 0.703752 0.046 Uiso 1 1 calc R U . . .
H36B H 0.608255 0.205447 0.677557 0.046 Uiso 1 1 calc R U . . .
H36C H 0.561606 0.180230 0.801423 0.046 Uiso 1 1 calc R U . . .
O10 O 0.43377(5) 0.09266(5) 0.69478(11) 0.0261(2) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C36 132.86(13) . . ?
C2 C1 O10 110.36(12) . . ?
O10 C1 C36 116.73(13) . . ?
C1 C2 C3 128.78(13) . . ?
C1 C2 C8 106.52(13) . . ?
C8 C2 C3 124.69(13) . . ?
C2 C3 H3 108.3 . . ?
C2 C3 C4 108.58(11) . . ?
C2 C3 C12 113.37(11) . . ?
C4 C3 H3 108.3 . . ?
C12 C3 H3 108.3 . . ?
C12 C3 C4 109.96(12) . . ?
C3 C4 H4 112.0 . . ?
C5 C4 C3 109.64(12) . . ?
C5 C4 H4 112.0 . . ?
C5 C4 C11 101.60(12) . . ?
C11 C4 C3 109.15(11) . . ?
C11 C4 H4 112.0 . . ?
C6 C5 C4 109.07(13) . . ?
C6 C5 C24 128.13(14) . . ?
C24 C5 C4 122.53(13) . . ?
C5 C6 H6 124.3 . . ?
C5 C6 C7 111.47(13) . . ?
C7 C6 H6 124.3 . . ?
C6 C7 C8 104.39(12) . . ?
C6 C7 C11 99.70(12) . . ?
C8 C7 C11 105.82(11) . . ?
C18 C7 C6 118.51(12) . . ?
C18 C7 C8 115.01(13) . . ?
C18 C7 C11 111.66(13) . . ?
C2 C8 C7 118.32(13) . . ?
C9 C8 C2 106.77(12) . . ?
C9 C8 C7 134.78(13) . . ?
C8 C9 C30 136.82(13) . . ?
C8 C9 O10 109.15(12) . . ?
O10 C9 C30 114.02(13) . . ?
C4 C11 C7 101.87(12) . . ?
C4 C11 H11A 111.4 . . ?
C4 C11 H11B 111.4 . . ?
C7 C11 H11A 111.4 . . ?
C7 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C13 C12 C3 122.00(12) . . ?
C17 C12 C3 119.79(12) . . ?
C17 C12 C13 118.19(13) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.15(13) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.11(14) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.43(14) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.07(14) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 C16 121.05(13) . . ?
C12 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C7 119.39(13) . . ?
C19 C18 C23 118.38(15) . . ?
C23 C18 C7 122.20(15) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.13(16) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.0(2) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.38(17) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.72(16) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.37(18) . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C5 121.62(14) . . ?
C25 C24 C29 117.45(16) . . ?
C29 C24 C5 120.93(15) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.80(17) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.62(18) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.12(17) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.56(17) . . ?
C29 C28 H28 119.7 . . ?
C24 C29 H29 119.3 . . ?
C28 C29 C24 121.44(17) . . ?
C28 C29 H29 119.3 . . ?
C31 C30 C9 119.95(13) . . ?
C31 C30 C35 119.17(14) . . ?
C35 C30 C9 120.84(14) . . ?
C30 C31 H31 119.8 . . ?
C30 C31 C32 120.42(15) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 119.95(16) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 H33 120.1 . . ?
C34 C33 C32 119.84(15) . . ?
C34 C33 H33 120.1 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.46(15) . . ?
C35 C34 H34 119.8 . . ?
C30 C35 H35 119.9 . . ?
C34 C35 C30 120.15(15) . . ?
C34 C35 H35 119.9 . . ?
C1 C36 H36A 109.5 . . ?
C1 C36 H36B 109.5 . . ?
C1 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C1 O10 C9 107.18(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.348(2) . ?
C1 C36 1.485(2) . ?
C1 O10 1.3715(17) . ?
C2 C3 1.512(2) . ?
C2 C8 1.4444(19) . ?
C3 H3 1.0000 . ?
C3 C4 1.5689(19) . ?
C3 C12 1.5240(19) . ?
C4 H4 1.0000 . ?
C4 C5 1.5307(19) . ?
C4 C11 1.533(2) . ?
C5 C6 1.337(2) . ?
C5 C24 1.473(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.526(2) . ?
C7 C8 1.528(2) . ?
C7 C11 1.554(2) . ?
C7 C18 1.515(2) . ?
C8 C9 1.360(2) . ?
C9 C30 1.466(2) . ?
C9 O10 1.3871(17) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.393(2) . ?
C12 C17 1.390(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.391(2) . ?
C18 C23 1.393(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.389(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.377(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.398(2) . ?
C24 C29 1.406(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.384(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(2) . ?
C30 C35 1.400(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.389(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.395(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.377(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(2) . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 173.36(14) . . . . ?
C1 C2 C3 C12 -64.1(2) . . . . ?
C1 C2 C8 C7 -177.00(13) . . . . ?
C1 C2 C8 C9 -0.56(16) . . . . ?
C2 C1 O10 C9 0.75(16) . . . . ?
C2 C3 C4 C5 -66.42(15) . . . . ?
C2 C3 C4 C11 44.06(15) . . . . ?
C2 C3 C12 C13 -26.60(19) . . . . ?
C2 C3 C12 C17 155.15(13) . . . . ?
C2 C8 C9 C30 -179.23(17) . . . . ?
C2 C8 C9 O10 1.03(16) . . . . ?
C3 C2 C8 C7 2.8(2) . . . . ?
C3 C2 C8 C9 179.24(13) . . . . ?
C3 C4 C5 C6 92.27(15) . . . . ?
C3 C4 C5 C24 -82.22(16) . . . . ?
C3 C4 C11 C7 -78.23(13) . . . . ?
C3 C12 C13 C14 -177.78(14) . . . . ?
C3 C12 C17 C16 177.98(14) . . . . ?
C4 C3 C12 C13 95.15(16) . . . . ?
C4 C3 C12 C17 -83.10(16) . . . . ?
C4 C5 C6 C7 -1.77(17) . . . . ?
C4 C5 C24 C25 -5.0(2) . . . . ?
C4 C5 C24 C29 174.58(14) . . . . ?
C5 C4 C11 C7 37.52(13) . . . . ?
C5 C6 C7 C8 -83.83(15) . . . . ?
C5 C6 C7 C11 25.40(15) . . . . ?
C5 C6 C7 C18 146.66(15) . . . . ?
C5 C24 C25 C26 178.69(15) . . . . ?
C5 C24 C29 C28 -178.97(16) . . . . ?
C6 C5 C24 C25 -178.41(16) . . . . ?
C6 C5 C24 C29 1.2(2) . . . . ?
C6 C7 C8 C2 69.63(16) . . . . ?
C6 C7 C8 C9 -105.57(19) . . . . ?
C6 C7 C11 C4 -37.84(13) . . . . ?
C6 C7 C18 C19 178.85(16) . . . . ?
C6 C7 C18 C23 -3.1(2) . . . . ?
C7 C8 C9 C30 -3.6(3) . . . . ?
C7 C8 C9 O10 176.61(15) . . . . ?
C7 C18 C19 C20 179.21(19) . . . . ?
C7 C18 C23 C22 -179.17(16) . . . . ?
C8 C2 C3 C4 -6.38(19) . . . . ?
C8 C2 C3 C12 116.14(15) . . . . ?
C8 C7 C11 C4 70.25(14) . . . . ?
C8 C7 C18 C19 54.4(2) . . . . ?
C8 C7 C18 C23 -127.55(16) . . . . ?
C8 C9 C30 C31 -142.27(19) . . . . ?
C8 C9 C30 C35 40.1(3) . . . . ?
C8 C9 O10 C1 -1.11(16) . . . . ?
C9 C30 C31 C32 -178.41(17) . . . . ?
C9 C30 C35 C34 178.96(15) . . . . ?
C11 C4 C5 C6 -23.12(15) . . . . ?
C11 C4 C5 C24 162.39(13) . . . . ?
C11 C7 C8 C2 -35.06(18) . . . . ?
C11 C7 C8 C9 149.75(17) . . . . ?
C11 C7 C18 C19 -66.2(2) . . . . ?
C11 C7 C18 C23 111.86(17) . . . . ?
C12 C3 C4 C5 169.02(12) . . . . ?
C12 C3 C4 C11 -80.50(14) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C12 C17 C16 -0.3(2) . . . . ?
C13 C14 C15 C16 0.0(2) . . . . ?
C14 C15 C16 C17 0.1(2) . . . . ?
C15 C16 C17 C12 0.0(2) . . . . ?
C17 C12 C13 C14 0.5(2) . . . . ?
C18 C7 C8 C2 -158.80(13) . . . . ?
C18 C7 C8 C9 26.0(2) . . . . ?
C18 C7 C11 C4 -163.92(12) . . . . ?
C18 C19 C20 C21 -0.3(3) . . . . ?
C19 C18 C23 C22 -1.1(3) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C20 C21 C22 C23 0.4(3) . . . . ?
C21 C22 C23 C18 0.4(3) . . . . ?
C23 C18 C19 C20 1.1(3) . . . . ?
C24 C5 C6 C7 172.33(14) . . . . ?
C24 C25 C26 C27 0.6(3) . . . . ?
C25 C24 C29 C28 0.7(2) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C27 C28 C29 -0.2(3) . . . . ?
C27 C28 C29 C24 -0.1(3) . . . . ?
C29 C24 C25 C26 -0.9(2) . . . . ?
C30 C9 O10 C1 179.08(12) . . . . ?
C30 C31 C32 C33 -0.2(3) . . . . ?
C31 C30 C35 C34 1.3(3) . . . . ?
C31 C32 C33 C34 0.6(3) . . . . ?
C32 C33 C34 C35 0.0(3) . . . . ?
C33 C34 C35 C30 -0.9(3) . . . . ?
C35 C30 C31 C32 -0.7(3) . . . . ?
C36 C1 C2 C3 -2.8(3) . . . . ?
C36 C1 C2 C8 177.00(16) . . . . ?
C36 C1 O10 C9 -176.89(13) . . . . ?
O10 C1 C2 C3 -179.91(13) . . . . ?
O10 C1 C2 C8 -0.13(16) . . . . ?
O10 C9 C30 C31 37.5(2) . . . . ?
O10 C9 C30 C35 -140.19(15) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9(3)
2 0.1(3)
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.262 632.3 168.8 ?
