#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:15:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301787 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/23/1562393.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_1562393
loop_
_publ_author_name
'Niermeier, Philipp'
'Maibom, Kristina'
'Lamm, Jan-Hendrik'
'Neumann, Beate'
'Stammler, Georg'
'Mitzel, Norbert Werner'
_publ_section_title
;
 Hydrogen-Bond-Induced Selectivity of a Head-to-Head Photo- Dimerization
 of Dialkynylanthracene -- Access to Tetra Lewis Acids
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC02065J
_journal_year                    2021
_chemical_formula_moiety         'C36 H20'
_chemical_formula_sum            'C36 H20'
_chemical_formula_weight         452.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-11-17
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_audit_update_record
;
2019-09-09 deposited with the CCDC.	2021-05-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.7520(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.03642(5)
_cell_length_b                   20.42255(9)
_cell_length_c                   12.53918(8)
_cell_measurement_reflns_used    52436
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.2910
_cell_measurement_theta_min      3.7850
_cell_volume                     2387.14(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6228
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -20.00   1.00    1.58    --  -42.58 -38.00 150.00   95
  2  ω    -69.00  28.00   1.00    1.58    --  -42.58  57.00 -90.00   97
  3  ω   -116.00 -11.00   1.00    1.58    --  -42.58 -77.00  90.00  105
  4  ω   -116.00 -11.00   1.00    1.58    --  -42.58 -77.00-120.00  105
  5  ω   -116.00 -11.00   1.00    1.58    --  -42.58 -77.00 150.00  105
  6  ω   -113.00 -16.00   1.00    1.58    --  -42.58 -57.00 -30.00   97
  7  ω   -116.00 -11.00   1.00    1.58    --  -42.58 -77.00 -60.00  105
  8  ω   -113.00 -16.00   1.00    1.58    --  -42.58 -57.00 120.00   97
  9  ω   -116.00 -11.00   1.00    1.58    --  -42.58 -77.00  30.00  105
 10  ω    -28.00  69.00   1.00    1.58    --   42.58 -57.00  90.00   97
 11  ω      1.00  82.00   1.00    1.58    --   42.58 -99.00   0.00   81
 12  ω     80.00 178.00   1.00    6.30    --  111.00  77.00 -90.00   98
 13  ω     81.00 178.00   1.00    6.30    --  111.00  70.00  51.16   97
 14  ω     37.00 142.00   1.00    6.30    --  111.00 -77.00 -30.00  105
 15  ω     80.00 178.00   1.00    6.30    --  111.00  77.00  30.00   98
 16  ω     80.00 178.00   1.00    6.30    --  111.00  77.00   0.00   98
 17  ω     81.00 178.00   1.00    6.30    --  111.00  70.00 134.26   97
 18  ω     39.00 121.00   1.00    6.30    --  111.00-125.00 -90.00   82
 19  ω     83.00 178.00   1.00    6.30    --  111.00  61.00 120.00   95
 20  ω     81.00 178.00   1.00    6.30    --  111.00  70.00 -96.91   97
 21  ω     80.00 178.00   1.00    6.30    --  111.00  77.00 -30.00   98
 22  ω     83.00 178.00   1.00    6.30    --  111.00  61.00-150.00   95
 23  ω     80.00 178.00   1.00    6.30    --  111.00  77.00  60.00   98
 24  ω     39.00 121.00   1.00    6.30    --  111.00-125.00  90.00   82
 25  ω     81.00 178.00   1.00    6.30    --  111.00  71.00 -39.00   97
 26  ω     30.00 109.00   1.00    6.30    --  111.00 -94.00 -60.00   79
 27  ω     80.00 178.00   1.00    6.30    --  111.00  75.00 -54.29   98
 28  ω     37.00 142.00   1.00    6.30    --  111.00 -77.00 150.00  105
 29  ω     83.00 178.00   1.00    6.30    --  111.00  61.00   0.00   95
 30  ω     30.00 109.00   1.00    6.30    --  111.00 -94.00 120.00   79
 31  ω     83.00 178.00   1.00    6.30    --  111.00  61.00-180.00   95
 32  ω     80.00 178.00   1.00    6.30    --  111.00  77.00-150.00   98
 33  ω     80.00 178.00   1.00    6.30    --  111.00  77.00 150.00   98
 34  ω     83.00 178.00   1.00    6.30    --  111.00  61.00  90.00   95
 35  ω     82.00 178.00   1.00    6.30    --  111.00  66.00  94.04   96
 36  ω     83.00 178.00   1.00    6.30    --  111.00  61.00 -60.00   95
 37  ω     80.00 178.00   1.00    6.30    --  111.00  77.00-180.00   98
 38  ω     80.00 178.00   1.00    6.30    --  111.00  77.00  90.00   98
 39  ω     87.00 178.00   1.00    6.30    --  111.00  45.00 -90.00   91
 40  ω     83.00 178.00   1.00    6.30    --  111.00  61.00  30.00   95
 41  ω     87.00 178.00   1.00    6.30    --  111.00  45.00 150.00   91
 42  ω     83.00 178.00   1.00    6.30    --  111.00  61.00-120.00   95
 43  ω     83.00 178.00   1.00    6.30    --  111.00  61.00 150.00   95
 44  ω     80.00 178.00   1.00    6.30    --  111.00  77.00-120.00   98
 45  ω     80.00 178.00   1.00    6.30    --  111.00  75.00 175.34   98
 46  ω     86.00 178.00   1.00    6.30    --  111.00  51.00 173.98   92
 47  ω     83.00 178.00   1.00    6.30    --  111.00  64.00 -58.82   95
 48  ω   -116.00 -11.00   1.00    1.58    --  -42.58 -77.00-180.00  105
 49  ω   -113.00 -16.00   1.00    1.58    --  -42.58 -57.00 -90.00   97
 50  ω   -113.00 -16.00   1.00    1.58    --  -42.58 -57.00-150.00   97
 51  ω   -115.00 -20.00   1.00    1.58    --  -42.58 -38.00-120.00   95
 52  ω   -113.00 -16.00   1.00    1.58    --  -42.58 -57.00  60.00   97
 53  ω   -113.00 -16.00   1.00    1.58    --  -42.58 -57.00 150.00   97
 54  ω   -115.00 -20.00   1.00    1.58    --  -42.58 -38.00  30.00   95
 55  ω   -115.00 -20.00   1.00    1.58    --  -42.58 -38.00-150.00   95
 56  ω   -115.00 -20.00   1.00    1.58    --  -42.58 -38.00 -90.00   95
 57  ω   -115.00 -20.00   1.00    1.58    --  -42.58 -38.00  60.00   95
 58  ω     57.00 129.00   1.00    1.58    --   42.58 178.00-120.00   72
 59  ω      6.00 121.00   1.00    1.58    --   42.58  19.00  90.00  115
 60  ω     13.00  56.00   1.00    1.58    --   42.58  71.00 -39.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1430728000
_diffrn_orient_matrix_UB_12      0.0151758000
_diffrn_orient_matrix_UB_13      0.0138725000
_diffrn_orient_matrix_UB_21      0.0707751000
_diffrn_orient_matrix_UB_22      0.0582162000
_diffrn_orient_matrix_UB_23      0.0787524000
_diffrn_orient_matrix_UB_31      -0.0428130000
_diffrn_orient_matrix_UB_32      0.0455036000
_diffrn_orient_matrix_UB_33      -0.1053745000
_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  0.0237
_diffrn_reflns_av_unetI/netI     0.0066
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            81574
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.323
_diffrn_reflns_theta_min         4.330
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.545
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.903
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (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            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       block
_exptl_crystal_F_000             944.0
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.042
_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     325
_refine_ls_number_reflns         4718
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0547P)²+0.7788P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.0994
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4582
_reflns_number_total             4718
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc02065j2.cif
_cod_data_source_block           Syn-2
_cod_database_code               1562393
_chemical_oxdiff_formula         'C36 H20'
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_date_sample_data_collection 2016-11-16
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C10(H10), C21(H21), C28(H28)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14), C24(H24), C25(H25),
 C26(H26), C30(H30), C31(H31), C32(H32)
2.c :
 C16(H16), C18(H18), C34(H34), C36(H36)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.435
_oxdiff_exptl_absorpt_empirical_full_min 0.769
_shelx_shelxl_version_number     2016/4
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 -0.16523(10) 0.02662(5) 0.36616(8) 0.0177(2) Uani 1 1 d . . . . .
C2 C -0.06871(10) 0.07737(5) 0.37150(8) 0.0163(2) Uani 1 1 d . . . . .
C3 C -0.00228(10) 0.08748(5) 0.28172(8) 0.0158(2) Uani 1 1 d . . . . .
H3 H -0.014305 0.047154 0.236751 0.019 Uiso 1 1 calc R . . . .
C4 C 0.15622(10) 0.09973(5) 0.34388(8) 0.0163(2) Uani 1 1 d . . . . .
C5 C 0.26190(10) 0.07001(5) 0.31200(9) 0.0186(2) Uani 1 1 d . . . . .
C6 C 0.40694(11) 0.08294(5) 0.37575(10) 0.0239(2) Uani 1 1 d . . . . .
H6 H 0.477651 0.063279 0.355342 0.029 Uiso 1 1 calc R . . . .
C7 C 0.44505(11) 0.12476(5) 0.46870(10) 0.0267(2) Uani 1 1 d . . . . .
H7 H 0.541513 0.132670 0.511191 0.032 Uiso 1 1 calc R . . . .
C8 C 0.34039(11) 0.15525(5) 0.49949(9) 0.0228(2) Uani 1 1 d . . . . .
H8 H 0.367001 0.183635 0.561904 0.027 Uiso 1 1 calc R . . . .
C9 C 0.19629(10) 0.14318(5) 0.43683(8) 0.0176(2) Uani 1 1 d . . . . .
C10 C 0.07626(10) 0.17422(5) 0.46575(8) 0.0174(2) Uani 1 1 d . . . . .
H10 H 0.117528 0.191922 0.543840 0.021 Uiso 1 1 calc R . . . .
C11 C -0.02860(10) 0.12076(5) 0.46424(8) 0.0168(2) Uani 1 1 d . . . . .
C12 C -0.08347(11) 0.11418(5) 0.55031(8) 0.0194(2) Uani 1 1 d . . . . .
H12 H -0.055486 0.143132 0.611953 0.023 Uiso 1 1 calc R . . . .
C13 C -0.18042(11) 0.06424(5) 0.54434(9) 0.0213(2) Uani 1 1 d . . . . .
H13 H -0.217910 0.060080 0.601616 0.026 Uiso 1 1 calc R . . . .
C14 C -0.22095(10) 0.02082(5) 0.45324(9) 0.0201(2) Uani 1 1 d . . . . .
H14 H -0.285665 -0.012492 0.449614 0.024 Uiso 1 1 calc R . . . .
C15 C -0.20738(10) -0.02044(5) 0.27427(9) 0.0211(2) Uani 1 1 d . . . . .
C16 C -0.24432(12) -0.06082(6) 0.20081(11) 0.0318(3) Uani 1 1 d . . . . .
H16 H -0.273216 -0.092414 0.143335 0.038 Uiso 1 1 calc R . . . .
C17 C 0.22463(11) 0.02675(5) 0.21487(9) 0.0218(2) Uani 1 1 d . . . . .
C18 C 0.19725(13) -0.00833(6) 0.13384(11) 0.0319(3) Uani 1 1 d . . . . .
H18 H 0.175830 -0.035767 0.070478 0.038 Uiso 1 1 calc R . . . .
C19 C -0.34233(10) 0.16051(5) 0.16223(8) 0.0180(2) Uani 1 1 d . . . . .
C20 C -0.19797(10) 0.17661(5) 0.22223(8) 0.0165(2) Uani 1 1 d . . . . .
C21 C -0.07586(10) 0.14702(5) 0.19511(8) 0.0157(2) Uani 1 1 d . . . . .
H21 H -0.114504 0.129780 0.116607 0.019 Uiso 1 1 calc R . . . .
C22 C 0.03055(10) 0.20105(5) 0.20069(8) 0.0161(2) Uani 1 1 d . . . . .
C23 C 0.09464(10) 0.20857(5) 0.11924(8) 0.0173(2) Uani 1 1 d . . . . .
C24 C 0.19157(10) 0.26021(5) 0.13122(9) 0.0193(2) Uani 1 1 d . . . . .
H24 H 0.234195 0.265440 0.077344 0.023 Uiso 1 1 calc R . . . .
C25 C 0.22416(11) 0.30330(5) 0.22223(9) 0.0207(2) Uani 1 1 d . . . . .
H25 H 0.288111 0.337454 0.229115 0.025 Uiso 1 1 calc R . . . .
C26 C 0.16171(11) 0.29576(5) 0.30352(9) 0.0199(2) Uani 1 1 d . . . . .
H26 H 0.184107 0.324672 0.364994 0.024 Uiso 1 1 calc R . . . .
C27 C 0.06579(10) 0.24496(5) 0.29269(8) 0.0172(2) Uani 1 1 d . . . . .
C28 C -0.00291(10) 0.23318(5) 0.37968(8) 0.0170(2) Uani 1 1 d . . . . .
H28 H 0.006592 0.273168 0.425117 0.020 Uiso 1 1 calc R . . . .
C29 C -0.16102(10) 0.22016(5) 0.31493(8) 0.0170(2) Uani 1 1 d . . . . .
C30 C -0.26796(11) 0.24904(5) 0.34444(9) 0.0202(2) Uani 1 1 d . . . . .
H30 H -0.243495 0.279232 0.404161 0.024 Uiso 1 1 calc R . . . .
C31 C -0.41125(11) 0.23314(5) 0.28536(9) 0.0232(2) Uani 1 1 d . . . . .
H31 H -0.482054 0.252238 0.306350 0.028 Uiso 1 1 calc R . . . .
C32 C -0.44868(11) 0.18896(5) 0.19538(9) 0.0218(2) Uani 1 1 d . . . . .
H32 H -0.544534 0.178020 0.156670 0.026 Uiso 1 1 calc R . . . .
C33 C -0.38333(10) 0.11432(5) 0.06909(9) 0.0198(2) Uani 1 1 d . . . . .
C34 C -0.41933(11) 0.07605(6) -0.00832(10) 0.0259(2) Uani 1 1 d . . . . .
H34 H -0.447382 0.046227 -0.068663 0.031 Uiso 1 1 calc R . . . .
C35 C 0.06440(11) 0.16419(5) 0.02433(9) 0.0199(2) Uani 1 1 d . . . . .
C36 C 0.04355(12) 0.12775(6) -0.05441(9) 0.0270(2) Uani 1 1 d . . . . .
H36 H 0.027274 0.099304 -0.115882 0.032 Uiso 1 1 calc R . . . .
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0838
0 -1 0 0.0838
0 -5 2 0.0956
0 5 -2 0.0956
-1 2 5 0.1029
1 -2 -5 0.1029
5 -5 -1 0.0749
5 5 1 0.0870
-5 -5 -1 0.0870
-5 4 0 0.0330
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 C14 119.47(9) . . ?
C2 C1 C15 121.65(9) . . ?
C14 C1 C15 118.88(9) . . ?
C1 C2 C3 123.33(9) . . ?
C11 C2 C1 119.27(9) . . ?
C11 C2 C3 117.39(8) . . ?
C2 C3 H3 108.5 . . ?
C2 C3 C21 112.55(7) . . ?
C4 C3 C2 107.91(8) . . ?
C4 C3 H3 108.5 . . ?
C4 C3 C21 110.73(7) . . ?
C21 C3 H3 108.5 . . ?
C5 C4 C3 122.98(9) . . ?
C9 C4 C3 117.20(8) . . ?
C9 C4 C5 119.82(9) . . ?
C4 C5 C17 121.37(9) . . ?
C6 C5 C4 119.41(9) . . ?
C6 C5 C17 119.22(9) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.17(9) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.62(10) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.87(10) . . ?
C9 C8 H8 120.1 . . ?
C4 C9 C10 117.04(8) . . ?
C8 C9 C4 120.08(9) . . ?
C8 C9 C10 122.86(9) . . ?
C9 C10 H10 108.3 . . ?
C9 C10 C28 112.87(8) . . ?
C11 C10 C9 107.80(8) . . ?
C11 C10 H10 108.3 . . ?
C11 C10 C28 111.23(8) . . ?
C28 C10 H10 108.3 . . ?
C2 C11 C10 116.93(8) . . ?
C12 C11 C2 120.72(9) . . ?
C12 C11 C10 122.35(9) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 119.98(9) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.00(9) . . ?
C14 C13 H13 120.0 . . ?
C1 C14 H14 119.7 . . ?
C13 C14 C1 120.55(9) . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C1 177.44(12) . . ?
C15 C16 H16 180.0 . . ?
C18 C17 C5 178.01(11) . . ?
C17 C18 H18 180.0 . . ?
C20 C19 C32 119.41(9) . . ?
C20 C19 C33 121.17(9) . . ?
C32 C19 C33 119.40(9) . . ?
C19 C20 C21 123.20(9) . . ?
C29 C20 C19 119.84(9) . . ?
C29 C20 C21 116.91(8) . . ?
C3 C21 H21 108.5 . . ?
C20 C21 C3 110.85(7) . . ?
C20 C21 H21 108.5 . . ?
C20 C21 C22 108.27(8) . . ?
C22 C21 C3 112.17(7) . . ?
C22 C21 H21 108.5 . . ?
C23 C22 C21 123.38(9) . . ?
C27 C22 C21 117.52(8) . . ?
C27 C22 C23 119.10(9) . . ?
C22 C23 C24 119.38(9) . . ?
C22 C23 C35 121.42(9) . . ?
C24 C23 C35 119.20(9) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.62(9) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.18(9) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.77(9) . . ?
C27 C26 H26 120.1 . . ?
C22 C27 C28 116.73(8) . . ?
C26 C27 C22 120.94(9) . . ?
C26 C27 C28 122.31(9) . . ?
C10 C28 H28 108.4 . . ?
C27 C28 C10 110.98(8) . . ?
C27 C28 H28 108.4 . . ?
C27 C28 C29 107.99(8) . . ?
C29 C28 C10 112.68(7) . . ?
C29 C28 H28 108.4 . . ?
C20 C29 C28 117.34(8) . . ?
C30 C29 C20 119.84(9) . . ?
C30 C29 C28 122.82(9) . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.50(9) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.10(9) . . ?
C32 C31 H31 120.0 . . ?
C19 C32 H32 119.9 . . ?
C31 C32 C19 120.26(9) . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C19 179.07(10) . . ?
C33 C34 H34 180.0 . . ?
C36 C35 C23 177.92(11) . . ?
C35 C36 H36 180.0 . . ?
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 1.4033(14) . ?
C1 C14 1.4042(14) . ?
C1 C15 1.4383(14) . ?
C2 C3 1.5201(13) . ?
C2 C11 1.3973(13) . ?
C3 H3 0.9800 . ?
C3 C4 1.5105(13) . ?
C3 C21 1.6152(13) . ?
C4 C5 1.4027(13) . ?
C4 C9 1.4001(13) . ?
C5 C6 1.4019(14) . ?
C5 C17 1.4373(14) . ?
C6 H6 0.9300 . ?
C6 C7 1.3798(15) . ?
C7 H7 0.9300 . ?
C7 C8 1.3931(15) . ?
C8 H8 0.9300 . ?
C8 C9 1.3884(14) . ?
C9 C10 1.5194(13) . ?
C10 H10 0.9800 . ?
C10 C11 1.5117(13) . ?
C10 C28 1.6157(13) . ?
C11 C12 1.3880(14) . ?
C12 H12 0.9300 . ?
C12 C13 1.3924(15) . ?
C13 H13 0.9300 . ?
C13 C14 1.3828(15) . ?
C14 H14 0.9300 . ?
C15 C16 1.1886(16) . ?
C16 H16 0.9300 . ?
C17 C18 1.1892(16) . ?
C18 H18 0.9300 . ?
C19 C20 1.4019(14) . ?
C19 C32 1.4066(14) . ?
C19 C33 1.4377(14) . ?
C20 C21 1.5138(12) . ?
C20 C29 1.4002(13) . ?
C21 H21 0.9800 . ?
C21 C22 1.5192(13) . ?
C22 C23 1.4026(13) . ?
C22 C27 1.3992(13) . ?
C23 C24 1.4047(14) . ?
C23 C35 1.4360(14) . ?
C24 H24 0.9300 . ?
C24 C25 1.3809(14) . ?
C25 H25 0.9300 . ?
C25 C26 1.3889(14) . ?
C26 H26 0.9300 . ?
C26 C27 1.3873(14) . ?
C27 C28 1.5103(13) . ?
C28 H28 0.9800 . ?
C28 C29 1.5142(13) . ?
C29 C30 1.3897(14) . ?
C30 H30 0.9300 . ?
C30 C31 1.3902(15) . ?
C31 H31 0.9300 . ?
C31 C32 1.3835(15) . ?
C32 H32 0.9300 . ?
C33 C34 1.1932(16) . ?
C34 H34 0.9300 . ?
C35 C36 1.1914(15) . ?
C36 H36 0.9300 . ?
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 -134.20(9) . . . . ?
C1 C2 C3 C21 103.32(10) . . . . ?
C1 C2 C11 C10 179.67(8) . . . . ?
C1 C2 C11 C12 -0.20(14) . . . . ?
C2 C1 C14 C13 -0.63(14) . . . . ?
C2 C3 C4 C5 135.61(9) . . . . ?
C2 C3 C4 C9 -44.71(11) . . . . ?
C2 C3 C21 C20 -2.25(11) . . . . ?
C2 C3 C21 C22 118.93(9) . . . . ?
C2 C11 C12 C13 -0.49(14) . . . . ?
C3 C2 C11 C10 0.62(12) . . . . ?
C3 C2 C11 C12 -179.26(8) . . . . ?
C3 C4 C5 C6 -178.66(9) . . . . ?
C3 C4 C5 C17 1.64(14) . . . . ?
C3 C4 C9 C8 178.31(9) . . . . ?
C3 C4 C9 C10 -0.39(12) . . . . ?
C3 C21 C22 C23 100.84(10) . . . . ?
C3 C21 C22 C27 -78.82(10) . . . . ?
C4 C3 C21 C20 -123.12(8) . . . . ?
C4 C3 C21 C22 -1.94(10) . . . . ?
C4 C5 C6 C7 -0.26(15) . . . . ?
C4 C9 C10 C11 45.82(11) . . . . ?
C4 C9 C10 C28 -77.42(10) . . . . ?
C5 C4 C9 C8 -2.00(14) . . . . ?
C5 C4 C9 C10 179.30(8) . . . . ?
C5 C6 C7 C8 -0.83(17) . . . . ?
C6 C7 C8 C9 0.50(17) . . . . ?
C7 C8 C9 C4 0.92(15) . . . . ?
C7 C8 C9 C10 179.54(9) . . . . ?
C8 C9 C10 C11 -132.84(10) . . . . ?
C8 C9 C10 C28 103.92(11) . . . . ?
C9 C4 C5 C6 1.67(14) . . . . ?
C9 C4 C5 C17 -178.02(9) . . . . ?
C9 C10 C11 C2 -45.76(11) . . . . ?
C9 C10 C11 C12 134.11(9) . . . . ?
C9 C10 C28 C27 -2.04(11) . . . . ?
C9 C10 C28 C29 119.22(9) . . . . ?
C10 C11 C12 C13 179.64(9) . . . . ?
C10 C28 C29 C20 -77.13(10) . . . . ?
C10 C28 C29 C30 102.41(10) . . . . ?
C11 C2 C3 C4 44.81(11) . . . . ?
C11 C2 C3 C21 -77.66(10) . . . . ?
C11 C10 C28 C27 -123.35(9) . . . . ?
C11 C10 C28 C29 -2.10(11) . . . . ?
C11 C12 C13 C14 0.62(15) . . . . ?
C12 C13 C14 C1 -0.06(14) . . . . ?
C14 C1 C2 C3 179.75(8) . . . . ?
C14 C1 C2 C11 0.75(14) . . . . ?
C15 C1 C2 C3 0.62(14) . . . . ?
C15 C1 C2 C11 -178.38(9) . . . . ?
C15 C1 C14 C13 178.53(9) . . . . ?
C17 C5 C6 C7 179.44(10) . . . . ?
C19 C20 C21 C3 -98.35(10) . . . . ?
C19 C20 C21 C22 138.21(9) . . . . ?
C19 C20 C29 C28 177.25(8) . . . . ?
C19 C20 C29 C30 -2.30(14) . . . . ?
C20 C19 C32 C31 0.92(15) . . . . ?
C20 C21 C22 C23 -136.52(9) . . . . ?
C20 C21 C22 C27 43.82(11) . . . . ?
C20 C29 C30 C31 2.45(14) . . . . ?
C21 C3 C4 C5 -100.80(10) . . . . ?
C21 C3 C4 C9 78.87(10) . . . . ?
C21 C20 C29 C28 -0.43(12) . . . . ?
C21 C20 C29 C30 -179.98(8) . . . . ?
C21 C22 C23 C24 179.78(8) . . . . ?
C21 C22 C23 C35 -0.83(14) . . . . ?
C21 C22 C27 C26 -179.75(9) . . . . ?
C21 C22 C27 C28 1.57(12) . . . . ?
C22 C23 C24 C25 0.12(14) . . . . ?
C22 C27 C28 C10 77.78(10) . . . . ?
C22 C27 C28 C29 -46.19(11) . . . . ?
C23 C22 C27 C26 0.57(14) . . . . ?
C23 C22 C27 C28 -178.11(8) . . . . ?
C23 C24 C25 C26 0.33(15) . . . . ?
C24 C25 C26 C27 -0.33(15) . . . . ?
C25 C26 C27 C22 -0.12(15) . . . . ?
C25 C26 C27 C28 178.48(9) . . . . ?
C26 C27 C28 C10 -100.88(10) . . . . ?
C26 C27 C28 C29 135.15(10) . . . . ?
C27 C22 C23 C24 -0.56(14) . . . . ?
C27 C22 C23 C35 178.83(9) . . . . ?
C27 C28 C29 C20 45.81(11) . . . . ?
C27 C28 C29 C30 -134.65(9) . . . . ?
C28 C10 C11 C2 78.47(10) . . . . ?
C28 C10 C11 C12 -101.65(10) . . . . ?
C28 C29 C30 C31 -177.08(9) . . . . ?
C29 C20 C21 C3 79.24(10) . . . . ?
C29 C20 C21 C22 -44.20(11) . . . . ?
C29 C30 C31 C32 -0.89(15) . . . . ?
C30 C31 C32 C19 -0.80(15) . . . . ?
C32 C19 C20 C21 178.15(9) . . . . ?
C32 C19 C20 C29 0.63(14) . . . . ?
C33 C19 C20 C21 -0.42(14) . . . . ?
C33 C19 C20 C29 -177.94(9) . . . . ?
C33 C19 C32 C31 179.52(9) . . . . ?
C35 C23 C24 C25 -179.28(9) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168307488
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 1.0000 -0.0000 0.0152 0.0582 0.0455
-0.0000 -1.0000 0.0000 -0.0152 -0.0582 -0.0455
-0.0000 -5.0000 2.0000 -0.0481 -0.1336 -0.4383
0.0000 5.0000 -2.0000 0.0481 0.1336 0.4383
-1.0000 2.0000 5.0000 0.2428 0.4394 -0.3931
1.0000 -2.0000 -5.0000 -0.2428 -0.4394 0.3931
5.0000 -5.0000 -1.0000 -0.8051 -0.0160 -0.3362
5.0000 5.0000 1.0000 -0.6256 0.7237 -0.0919
-5.0000 -5.0000 -1.0000 0.6256 -0.7237 0.0919
-5.0000 4.0000 -0.0000 0.7761 -0.1210 0.3961
