#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/19/4001950.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_4001950
loop_
_publ_author_name
'McGarry, Kathryn A.'
'Xie, Wei'
'Sutton, Christopher'
'Risko, Chad'
'Wu, Yanfei'
'Young, Victor G.'
'Brédas, Jean-Luc'
'Frisbie, C. Daniel'
'Douglas, Christopher J.'
_publ_section_title
;
 Rubrene-Based Single-Crystal Organic Semiconductors: Synthesis,
 Electronic Structure, and Charge-Transport Properties
;
_journal_issue                   11
_journal_name_full               'Chemistry of Materials'
_journal_page_first              2254
_journal_paper_doi               10.1021/cm400736s
_journal_volume                  25
_journal_year                    2013
_chemical_formula_moiety         'C46 H36'
_chemical_formula_sum            'C46 H36'
_chemical_formula_weight         588.75
_chemical_name_common            10132
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.739(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   41.257(6)
_cell_length_b                   10.1464(14)
_cell_length_c                   24.038(4)
_cell_measurement_reflns_used    4043
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      23.4475
_cell_measurement_theta_min      2.2145
_cell_volume                     9993(3)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens SMART Platform CCD'
_diffrn_measurement_method       'area detector, omega scans per phi'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            45776
_diffrn_reflns_theta_full        25.11
_diffrn_reflns_theta_max         25.11
_diffrn_reflns_theta_min         0.99
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.9869
_exptl_absorpt_correction_T_min  0.9708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             3744
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     628
_refine_ls_number_reflns         8885
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0479P)²+3.9631P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1131
_reflns_number_gt                5755
_reflns_number_total             8885
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm400736s_si_003.cif
_cod_data_source_block           10132a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4001950
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.18490(4) 0.31675(18) 0.22905(8) 0.0354(5) Uani 1 1 d .
C2 C 0.19019(4) 0.31365(18) 0.28754(8) 0.0357(5) Uani 1 1 d .
C3 C 0.20460(5) 0.42136(19) 0.31996(8) 0.0421(5) Uani 1 1 d .
H3A H 0.2101 0.4994 0.3013 0.051 Uiso 1 1 calc R
C4 C 0.21063(5) 0.4150(2) 0.37643(9) 0.0476(5) Uani 1 1 d .
H4A H 0.2200 0.4885 0.3968 0.057 Uiso 1 1 calc R
C5 C 0.20303(5) 0.2998(2) 0.40529(9) 0.0474(5) Uani 1 1 d .
H5A H 0.2081 0.2950 0.4448 0.057 Uiso 1 1 calc R
C6 C 0.18860(5) 0.1965(2) 0.37670(8) 0.0428(5) Uani 1 1 d .
H6A H 0.1839 0.1194 0.3966 0.051 Uiso 1 1 calc R
C7 C 0.18027(4) 0.20031(18) 0.31728(8) 0.0352(4) Uani 1 1 d .
C8 C 0.16130(4) 0.10211(18) 0.28858(7) 0.0340(4) Uani 1 1 d .
C9 C 0.15293(4) 0.11050(17) 0.22959(7) 0.0336(4) Uani 1 1 d .
C10 C 0.12923(4) 0.02715(17) 0.19914(7) 0.0348(4) Uani 1 1 d .
C11 C 0.12723(5) 0.02267(18) 0.14070(8) 0.0363(5) Uani 1 1 d .
C12 C 0.10424(5) -0.0613(2) 0.10840(8) 0.0467(5) Uani 1 1 d .
H12A H 0.0881 -0.1060 0.1265 0.056 Uiso 1 1 calc R
C13 C 0.10499(6) -0.0780(2) 0.05289(9) 0.0553(6) Uani 1 1 d .
H13A H 0.0896 -0.1346 0.0325 0.066 Uiso 1 1 calc R
C14 C 0.12844(6) -0.0124(2) 0.02493(9) 0.0542(6) Uani 1 1 d .
H14A H 0.1294 -0.0284 -0.0138 0.065 Uiso 1 1 calc R
C15 C 0.14953(5) 0.0732(2) 0.05282(8) 0.0456(5) Uani 1 1 d .
H15A H 0.1649 0.1178 0.0332 0.055 Uiso 1 1 calc R
C16 C 0.14920(5) 0.09816(18) 0.11142(8) 0.0377(5) Uani 1 1 d .
C17 C 0.16946(4) 0.19236(18) 0.14017(8) 0.0346(4) Uani 1 1 d .
C18 C 0.16943(4) 0.20827(18) 0.19914(8) 0.0343(4) Uani 1 1 d .
C19 C 0.19122(4) 0.44287(18) 0.19996(8) 0.0368(5) Uani 1 1 d .
C20 C 0.16465(5) 0.51587(19) 0.17658(8) 0.0403(5) Uani 1 1 d .
H20A H 0.1432 0.4825 0.1778 0.048 Uiso 1 1 calc R
C21 C 0.16878(5) 0.6361(2) 0.15161(9) 0.0489(5) Uani 1 1 d .
H21A H 0.1502 0.6839 0.1358 0.059 Uiso 1 1 calc R
C22 C 0.19944(5) 0.6881(2) 0.14917(10) 0.0553(6) Uani 1 1 d .
C23 C 0.22606(5) 0.6155(2) 0.17269(10) 0.0548(6) Uani 1 1 d .
H23A H 0.2474 0.6492 0.1714 0.066 Uiso 1 1 calc R
C24 C 0.22214(5) 0.49522(19) 0.19785(8) 0.0443(5) Uani 1 1 d .
H24A H 0.2408 0.4478 0.2139 0.053 Uiso 1 1 calc R
C25 C 0.15242(5) -0.01545(18) 0.32099(7) 0.0366(5) Uani 1 1 d .
C26 C 0.12844(5) -0.0100(2) 0.35645(8) 0.0478(5) Uani 1 1 d .
H26A H 0.1165 0.0693 0.3595 0.057 Uiso 1 1 calc R
C27 C 0.12171(6) -0.1184(2) 0.38743(8) 0.0597(7) Uani 1 1 d .
H27A H 0.1047 -0.1132 0.4108 0.072 Uiso 1 1 calc R
C28 C 0.13895(7) -0.2345(2) 0.38562(9) 0.0586(7) Uani 1 1 d .
C29 C 0.16263(6) -0.2401(2) 0.35003(10) 0.0578(6) Uani 1 1 d .
H29A H 0.1746 -0.3194 0.3473 0.069 Uiso 1 1 calc R
C30 C 0.16944(5) -0.13187(19) 0.31800(9) 0.0471(5) Uani 1 1 d .
H30A H 0.1860 -0.1380 0.2938 0.057 Uiso 1 1 calc R
C31 C 0.10410(4) -0.04428(18) 0.22752(7) 0.0353(4) Uani 1 1 d .
C32 C 0.10402(5) -0.18034(19) 0.23432(8) 0.0415(5) Uani 1 1 d .
H32A H 0.1206 -0.2319 0.2208 0.050 Uiso 1 1 calc R
C33 C 0.08007(5) -0.2411(2) 0.26055(8) 0.0475(5) Uani 1 1 d .
H33A H 0.0807 -0.3341 0.2653 0.057 Uiso 1 1 calc R
C34 C 0.05516(5) -0.1705(2) 0.28015(8) 0.0483(5) Uani 1 1 d .
C35 C 0.05456(5) -0.0358(2) 0.27150(9) 0.0546(6) Uani 1 1 d .
H35A H 0.0372 0.0150 0.2832 0.065 Uiso 1 1 calc R
C36 C 0.07876(5) 0.0263(2) 0.24604(8) 0.0457(5) Uani 1 1 d .
H36A H 0.0780 0.1192 0.2412 0.055 Uiso 1 1 calc R
C37 C 0.19409(5) 0.26178(19) 0.11000(8) 0.0385(5) Uani 1 1 d .
C38 C 0.18587(5) 0.3559(2) 0.06876(8) 0.0457(5) Uani 1 1 d .
H38A H 0.1636 0.3799 0.0596 0.055 Uiso 1 1 calc R
C39 C 0.20934(5) 0.4151(2) 0.04097(8) 0.0496(6) Uani 1 1 d .
H39A H 0.2030 0.4795 0.0131 0.060 Uiso 1 1 calc R
C40 C 0.24200(5) 0.3826(2) 0.05291(8) 0.0470(5) Uani 1 1 d .
C41 C 0.25012(5) 0.2876(2) 0.09313(9) 0.0490(5) Uani 1 1 d .
H41A H 0.2723 0.2625 0.1016 0.059 Uiso 1 1 calc R
C42 C 0.22672(5) 0.2279(2) 0.12148(8) 0.0448(5) Uani 1 1 d .
H42A H 0.2331 0.1630 0.1491 0.054 Uiso 1 1 calc R
C43 C 0.20369(7) 0.8191(3) 0.12098(14) 0.0975(11) Uani 1 1 d .
H43A H 0.1841 0.8387 0.0951 0.146 Uiso 1 1 calc R
H43B H 0.2227 0.8149 0.1001 0.146 Uiso 1 1 calc R
H43C H 0.2070 0.8885 0.1494 0.146 Uiso 1 1 calc R
C44 C 0.13150(8) -0.3499(3) 0.42119(10) 0.0939(10) Uani 1 1 d .
H44A H 0.1308 -0.3205 0.4599 0.141 Uiso 1 1 calc R
H44B H 0.1485 -0.4169 0.4203 0.141 Uiso 1 1 calc R
H44C H 0.1103 -0.3875 0.4066 0.141 Uiso 1 1 calc R
C45 C 0.03025(6) -0.2391(3) 0.31114(10) 0.0761(8) Uani 1 1 d .
H45A H 0.0103 -0.1859 0.3088 0.114 Uiso 1 1 calc R
H45B H 0.0391 -0.2503 0.3505 0.114 Uiso 1 1 calc R
H45C H 0.0252 -0.3257 0.2942 0.114 Uiso 1 1 calc R
C46 C 0.26773(6) 0.4484(2) 0.02297(10) 0.0665(7) Uani 1 1 d .
H46A H 0.2893 0.4315 0.0434 0.100 Uiso 1 1 calc R
H46B H 0.2637 0.5436 0.0212 0.100 Uiso 1 1 calc R
H46C H 0.2669 0.4129 -0.0151 0.100 Uiso 1 1 calc R
C47 C 0.04102(4) 0.37266(17) 0.22451(7) 0.0330(4) Uani 1 1 d .
C48 C 0.06119(4) 0.36969(17) 0.27544(7) 0.0335(4) Uani 1 1 d .
C49 C 0.09533(4) 0.40011(18) 0.27957(8) 0.0396(5) Uani 1 1 d .
H49A H 0.1043 0.4316 0.2474 0.048 Uiso 1 1 calc R
C50 C 0.11501(5) 0.3851(2) 0.32809(9) 0.0441(5) Uani 1 1 d .
H50A H 0.1374 0.4089 0.3300 0.053 Uiso 1 1 calc R
C51 C 0.10269(5) 0.3343(2) 0.37599(8) 0.0437(5) Uani 1 1 d .
H51A H 0.1171 0.3185 0.4091 0.052 Uiso 1 1 calc R
C52 C 0.07050(5) 0.30797(19) 0.37506(8) 0.0398(5) Uani 1 1 d .
H52A H 0.0626 0.2726 0.4075 0.048 Uiso 1 1 calc R
C53 C 0.04805(4) 0.33262(17) 0.32589(7) 0.0337(4) Uani 1 1 d .
C54 C 0.01429(4) 0.32474(17) 0.32651(7) 0.0339(4) Uani 1 1 d .
C55 C -0.00690(4) 0.34756(17) 0.27626(7) 0.0325(4) Uani 1 1 d .
C56 C 0.05476(4) 0.41731(18) 0.17295(7) 0.0327(4) Uani 1 1 d .
C57 C 0.07583(4) 0.34103(19) 0.14554(8) 0.0370(5) Uani 1 1 d .
H57A H 0.0822 0.2565 0.1599 0.044 Uiso 1 1 calc R
C58 C 0.08759(4) 0.3863(2) 0.09768(8) 0.0396(5) Uani 1 1 d .
H58A H 0.1015 0.3312 0.0791 0.048 Uiso 1 1 calc R
C59 C 0.07957(5) 0.51029(19) 0.07605(8) 0.0397(5) Uani 1 1 d .
C60 C 0.05945(5) 0.58761(19) 0.10452(8) 0.0413(5) Uani 1 1 d .
H60A H 0.0540 0.6739 0.0912 0.050 Uiso 1 1 calc R
C61 C 0.04707(4) 0.54234(19) 0.15200(8) 0.0381(5) Uani 1 1 d .
H61A H 0.0331 0.5975 0.1705 0.046 Uiso 1 1 calc R
C62 C 0.00131(4) 0.27893(19) 0.37848(7) 0.0367(5) Uani 1 1 d .
C63 C -0.01287(5) 0.1552(2) 0.37967(8) 0.0439(5) Uani 1 1 d .
H63A H -0.0145 0.1013 0.3471 0.053 Uiso 1 1 calc R
C64 C -0.02467(5) 0.1093(2) 0.42728(9) 0.0538(6) Uani 1 1 d .
H64A H -0.0342 0.0240 0.4270 0.065 Uiso 1 1 calc R
C65 C -0.02297(5) 0.1841(3) 0.47525(9) 0.0571(6) Uani 1 1 d .
C66 C -0.00800(5) 0.3059(2) 0.47479(9) 0.0552(6) Uani 1 1 d .
H66A H -0.0060 0.3584 0.5077 0.066 Uiso 1 1 calc R
C67 C 0.00405(5) 0.3527(2) 0.42739(8) 0.0448(5) Uani 1 1 d .
H67A H 0.0144 0.4365 0.4283 0.054 Uiso 1 1 calc R
C68 C 0.09198(6) 0.5573(2) 0.02328(9) 0.0622(7) Uani 1 1 d .
H68A H 0.0781 0.6289 0.0069 0.093 Uiso 1 1 calc R
H68B H 0.0916 0.4842 -0.0035 0.093 Uiso 1 1 calc R
H68C H 0.1144 0.5893 0.0319 0.093 Uiso 1 1 calc R
C69 C -0.03785(7) 0.1366(3) 0.52635(10) 0.0911(10) Uani 1 1 d .
H69A H -0.0357 0.0406 0.5294 0.137 Uiso 1 1 calc R
H69B H -0.0610 0.1606 0.5227 0.137 Uiso 1 1 calc R
H69C H -0.0265 0.1779 0.5600 0.137 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 0.0033 0.0016 '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_
_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
C2 C1 C18 119.88(16) . .
C2 C1 C19 118.31(17) . .
C18 C1 C19 121.18(16) . .
C1 C2 C3 122.45(17) . .
C1 C2 C7 119.86(17) . .
C3 C2 C7 117.67(17) . .
C4 C3 C2 121.73(18) . .
C4 C3 H3A 119.1 . .
C2 C3 H3A 119.1 . .
C3 C4 C5 120.47(19) . .
C3 C4 H4A 119.8 . .
C5 C4 H4A 119.8 . .
C6 C5 C4 120.09(19) . .
C6 C5 H5A 120.0 . .
C4 C5 H5A 120.0 . .
C5 C6 C7 121.75(19) . .
C5 C6 H6A 119.1 . .
C7 C6 H6A 119.1 . .
C8 C7 C6 121.91(17) . .
C8 C7 C2 120.00(16) . .
C6 C7 C2 117.97(17) . .
C7 C8 C9 120.38(16) . .
C7 C8 C25 117.99(16) . .
C9 C8 C25 121.47(16) . .
C8 C9 C10 123.18(16) . .
C8 C9 C18 118.10(16) . .
C10 C9 C18 118.72(16) . .
C11 C10 C9 119.36(16) . .
C11 C10 C31 118.73(16) . .
C9 C10 C31 121.56(16) . .
C10 C11 C16 120.67(17) . .
C10 C11 C12 121.37(17) . .
C16 C11 C12 117.91(17) . .
C13 C12 C11 121.3(2) . .
C13 C12 H12A 119.3 . .
C11 C12 H12A 119.3 . .
C12 C13 C14 120.6(2) . .
C12 C13 H13A 119.7 . .
C14 C13 H13A 119.7 . .
C15 C14 C13 120.38(19) . .
C15 C14 H14A 119.8 . .
C13 C14 H14A 119.8 . .
C14 C15 C16 121.5(2) . .
C14 C15 H15A 119.3 . .
C16 C15 H15A 119.3 . .
C17 C16 C11 119.91(17) . .
C17 C16 C15 122.19(18) . .
C11 C16 C15 117.90(18) . .
C16 C17 C18 119.88(16) . .
C16 C17 C37 118.97(16) . .
C18 C17 C37 120.62(17) . .
C1 C18 C17 122.43(16) . .
C1 C18 C9 118.91(16) . .
C17 C18 C9 118.66(16) . .
C20 C19 C24 117.85(18) . .
C20 C19 C1 118.27(16) . .
C24 C19 C1 123.77(17) . .
C21 C20 C19 121.11(18) . .
C21 C20 H20A 119.4 . .
C19 C20 H20A 119.4 . .
C22 C21 C20 121.23(19) . .
C22 C21 H21A 119.4 . .
C20 C21 H21A 119.4 . .
C21 C22 C23 117.76(19) . .
C21 C22 C43 120.8(2) . .
C23 C22 C43 121.5(2) . .
C24 C23 C22 121.38(19) . .
C24 C23 H23A 119.3 . .
C22 C23 H23A 119.3 . .
C23 C24 C19 120.66(19) . .
C23 C24 H24A 119.7 . .
C19 C24 H24A 119.7 . .
C30 C25 C26 118.17(18) . .
C30 C25 C8 119.94(17) . .
C26 C25 C8 121.81(17) . .
C27 C26 C25 120.5(2) . .
C27 C26 H26A 119.8 . .
C25 C26 H26A 119.8 . .
C26 C27 C28 121.9(2) . .
C26 C27 H27A 119.0 . .
C28 C27 H27A 119.0 . .
C29 C28 C27 117.5(2) . .
C29 C28 C44 122.0(3) . .
C27 C28 C44 120.4(3) . .
C28 C29 C30 121.2(2) . .
C28 C29 H29A 119.4 . .
C30 C29 H29A 119.4 . .
C25 C30 C29 120.7(2) . .
C25 C30 H30A 119.6 . .
C29 C30 H30A 119.6 . .
C36 C31 C32 117.64(18) . .
C36 C31 C10 119.16(17) . .
C32 C31 C10 123.14(17) . .
C33 C32 C31 120.64(19) . .
C33 C32 H32A 119.7 . .
C31 C32 H32A 119.7 . .
C32 C33 C34 121.74(19) . .
C32 C33 H33A 119.1 . .
C34 C33 H33A 119.1 . .
C33 C34 C35 117.57(19) . .
C33 C34 C45 120.4(2) . .
C35 C34 C45 122.0(2) . .
C34 C35 C36 121.1(2) . .
C34 C35 H35A 119.5 . .
C36 C35 H35A 119.5 . .
C35 C36 C31 121.28(19) . .
C35 C36 H36A 119.4 . .
C31 C36 H36A 119.4 . .
C42 C37 C38 117.57(18) . .
C42 C37 C17 119.16(17) . .
C38 C37 C17 123.21(17) . .
C39 C38 C37 121.3(2) . .
C39 C38 H38A 119.4 . .
C37 C38 H38A 119.4 . .
C38 C39 C40 121.2(2) . .
C38 C39 H39A 119.4 . .
C40 C39 H39A 119.4 . .
C41 C40 C39 117.56(18) . .
C41 C40 C46 121.2(2) . .
C39 C40 C46 121.3(2) . .
C40 C41 C42 121.7(2) . .
C40 C41 H41A 119.2 . .
C42 C41 H41A 119.2 . .
C41 C42 C37 120.70(19) . .
C41 C42 H42A 119.6 . .
C37 C42 H42A 119.6 . .
C22 C43 H43A 109.5 . .
C22 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C22 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C28 C44 H44A 109.5 . .
C28 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C28 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
C34 C45 H45A 109.5 . .
C34 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C34 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C40 C46 H46A 109.5 . .
C40 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C40 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C48 C47 C55 119.49(16) . 2
C48 C47 C56 119.26(16) . .
C55 C47 C56 120.87(16) 2 .
C47 C48 C49 122.35(17) . .
C47 C48 C53 120.03(16) . .
C49 C48 C53 117.61(17) . .
C50 C49 C48 121.47(18) . .
C50 C49 H49A 119.3 . .
C48 C49 H49A 119.3 . .
C49 C50 C51 120.62(18) . .
C49 C50 H50A 119.7 . .
C51 C50 H50A 119.7 . .
C52 C51 C50 120.41(18) . .
C52 C51 H51A 119.8 . .
C50 C51 H51A 119.8 . .
C51 C52 C53 121.11(18) . .
C51 C52 H52A 119.4 . .
C53 C52 H52A 119.4 . .
C54 C53 C48 120.01(16) . .
C54 C53 C52 121.93(17) . .
C48 C53 C52 118.04(16) . .
C53 C54 C55 119.67(16) . .
C53 C54 C62 118.92(16) . .
C55 C54 C62 121.10(16) . .
C54 C55 C47 123.08(16) . 2
C54 C55 C55 118.40(19) . 2
C47 C55 C55 118.5(2) 2 2
C57 C56 C61 117.86(17) . .
C57 C56 C47 123.05(16) . .
C61 C56 C47 119.06(16) . .
C58 C57 C56 120.82(18) . .
C58 C57 H57A 119.6 . .
C56 C57 H57A 119.6 . .
C57 C58 C59 121.54(18) . .
C57 C58 H58A 119.2 . .
C59 C58 H58A 119.2 . .
C60 C59 C58 117.43(17) . .
C60 C59 C68 121.55(19) . .
C58 C59 C68 121.02(18) . .
C59 C60 C61 121.49(18) . .
C59 C60 H60A 119.3 . .
C61 C60 H60A 119.3 . .
C60 C61 C56 120.81(18) . .
C60 C61 H61A 119.6 . .
C56 C61 H61A 119.6 . .
C67 C62 C63 117.62(18) . .
C67 C62 C54 122.74(18) . .
C63 C62 C54 119.58(17) . .
C64 C63 C62 121.0(2) . .
C64 C63 H63A 119.5 . .
C62 C63 H63A 119.5 . .
C65 C64 C63 121.5(2) . .
C65 C64 H64A 119.3 . .
C63 C64 H64A 119.3 . .
C64 C65 C66 117.8(2) . .
C64 C65 C69 121.2(2) . .
C66 C65 C69 121.0(2) . .
C67 C66 C65 121.2(2) . .
C67 C66 H66A 119.4 . .
C65 C66 H66A 119.4 . .
C66 C67 C62 120.9(2) . .
C66 C67 H67A 119.6 . .
C62 C67 H67A 119.6 . .
C59 C68 H68A 109.5 . .
C59 C68 H68B 109.5 . .
H68A C68 H68B 109.5 . .
C59 C68 H68C 109.5 . .
H68A C68 H68C 109.5 . .
H68B C68 H68C 109.5 . .
C65 C69 H69A 109.5 . .
C65 C69 H69B 109.5 . .
H69A C69 H69B 109.5 . .
C65 C69 H69C 109.5 . .
H69A C69 H69C 109.5 . .
H69B C69 H69C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.398(3) .
C1 C18 1.424(3) .
C1 C19 1.496(2) .
C2 C3 1.431(3) .
C2 C7 1.439(3) .
C3 C4 1.353(3) .
C3 H3A 0.9500 .
C4 C5 1.413(3) .
C4 H4A 0.9500 .
C5 C6 1.353(3) .
C5 H5A 0.9500 .
C6 C7 1.430(3) .
C6 H6A 0.9500 .
C7 C8 1.398(3) .
C8 C9 1.422(2) .
C8 C25 1.493(2) .
C9 C10 1.428(2) .
C9 C18 1.449(2) .
C10 C11 1.398(2) .
C10 C31 1.494(2) .
C11 C16 1.433(3) .
C11 C12 1.434(3) .
C12 C13 1.349(3) .
C12 H12A 0.9500 .
C13 C14 1.409(3) .
C13 H13A 0.9500 .
C14 C15 1.350(3) .
C14 H14A 0.9500 .
C15 C16 1.433(3) .
C15 H15A 0.9500 .
C16 C17 1.398(3) .
C17 C18 1.427(2) .
C17 C37 1.493(2) .
C19 C20 1.386(3) .
C19 C24 1.388(3) .
C20 C21 1.379(3) .
C20 H20A 0.9500 .
C21 C22 1.378(3) .
C21 H21A 0.9500 .
C22 C23 1.387(3) .
C22 C43 1.511(3) .
C23 C24 1.380(3) .
C23 H23A 0.9500 .
C24 H24A 0.9500 .
C25 C30 1.380(3) .
C25 C26 1.381(3) .
C26 C27 1.375(3) .
C26 H26A 0.9500 .
C27 C28 1.380(3) .
C27 H27A 0.9500 .
C28 C29 1.373(3) .
C28 C44 1.502(3) .
C29 C30 1.389(3) .
C29 H29A 0.9500 .
C30 H30A 0.9500 .
C31 C36 1.383(3) .
C31 C32 1.390(3) .
C32 C33 1.379(3) .
C32 H32A 0.9500 .
C33 C34 1.381(3) .
C33 H33A 0.9500 .
C34 C35 1.382(3) .
C34 C45 1.508(3) .
C35 C36 1.382(3) .
C35 H35A 0.9500 .
C36 H36A 0.9500 .
C37 C42 1.386(3) .
C37 C38 1.390(3) .
C38 C39 1.377(3) .
C38 H38A 0.9500 .
C39 C40 1.384(3) .
C39 H39A 0.9500 .
C40 C41 1.379(3) .
C40 C46 1.506(3) .
C41 C42 1.385(3) .
C41 H41A 0.9500 .
C42 H42A 0.9500 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 C48 1.398(2) .
C47 C55 1.429(2) 2
C47 C56 1.493(2) .
C48 C49 1.434(2) .
C48 C53 1.435(2) .
C49 C50 1.349(3) .
C49 H49A 0.9500 .
C50 C51 1.410(3) .
C50 H50A 0.9500 .
C51 C52 1.352(3) .
C51 H51A 0.9500 .
C52 C53 1.436(3) .
C52 H52A 0.9500 .
C53 C54 1.397(2) .
C54 C55 1.424(2) .
C54 C62 1.490(2) .
C55 C47 1.429(2) 2
C55 C55 1.444(3) 2
C56 C57 1.387(2) .
C56 C61 1.388(3) .
C57 C58 1.379(3) .
C57 H57A 0.9500 .
C58 C59 1.387(3) .
C58 H58A 0.9500 .
C59 C60 1.381(3) .
C59 C68 1.500(3) .
C60 C61 1.383(3) .
C60 H60A 0.9500 .
C61 H61A 0.9500 .
C62 C67 1.387(3) .
C62 C63 1.387(3) .
C63 C64 1.376(3) .
C63 H63A 0.9500 .
C64 C65 1.375(3) .
C64 H64A 0.9500 .
C65 C66 1.383(3) .
C65 C69 1.515(3) .
C66 C67 1.380(3) .
C66 H66A 0.9500 .
C67 H67A 0.9500 .
C68 H68A 0.9800 .
C68 H68B 0.9800 .
C68 H68C 0.9800 .
C69 H69A 0.9800 .
C69 H69B 0.9800 .
C69 H69C 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_4
C18 C1 C2 C3 -177.85(17) . .
C19 C1 C2 C3 -6.8(3) . .
C18 C1 C2 C7 0.6(3) . .
C19 C1 C2 C7 171.65(16) . .
C1 C2 C3 C4 -177.60(19) . .
C7 C2 C3 C4 3.9(3) . .
C2 C3 C4 C5 0.6(3) . .
C3 C4 C5 C6 -2.3(3) . .
C4 C5 C6 C7 -0.7(3) . .
C5 C6 C7 C8 -170.75(19) . .
C5 C6 C7 C2 5.2(3) . .
C1 C2 C7 C8 -9.1(3) . .
C3 C2 C7 C8 169.41(16) . .
C1 C2 C7 C6 174.85(17) . .
C3 C2 C7 C6 -6.6(2) . .
C6 C7 C8 C9 178.70(17) . .
C2 C7 C8 C9 2.8(3) . .
C6 C7 C8 C25 -5.9(3) . .
C2 C7 C8 C25 178.28(16) . .
C7 C8 C9 C10 -168.81(17) . .
C25 C8 C9 C10 15.9(3) . .
C7 C8 C9 C18 11.4(3) . .
C25 C8 C9 C18 -163.84(16) . .
C8 C9 C10 C11 -166.84(17) . .
C18 C9 C10 C11 12.9(3) . .
C8 C9 C10 C31 19.9(3) . .
C18 C9 C10 C31 -160.30(16) . .
C9 C10 C11 C16 1.6(3) . .
C31 C10 C11 C16 174.97(16) . .
C9 C10 C11 C12 178.87(17) . .
C31 C10 C11 C12 -7.7(3) . .
C10 C11 C12 C13 -171.66(19) . .
C16 C11 C12 C13 5.7(3) . .
C11 C12 C13 C14 -0.4(3) . .
C12 C13 C14 C15 -3.2(3) . .
C13 C14 C15 C16 1.1(3) . .
C10 C11 C16 C17 -9.9(3) . .
C12 C11 C16 C17 172.70(17) . .
C10 C11 C16 C15 169.94(17) . .
C12 C11 C16 C15 -7.5(3) . .
C14 C15 C16 C17 -175.93(19) . .
C14 C15 C16 C11 4.2(3) . .
C11 C16 C17 C18 3.3(3) . .
C15 C16 C17 C18 -176.58(17) . .
C11 C16 C17 C37 174.91(16) . .
C15 C16 C17 C37 -4.9(3) . .
C2 C1 C18 C17 -166.45(17) . .
C19 C1 C18 C17 22.8(3) . .
C2 C1 C18 C9 13.8(2) . .
C19 C1 C18 C9 -157.01(16) . .
C16 C17 C18 C1 -168.61(17) . .
C37 C17 C18 C1 19.9(3) . .
C16 C17 C18 C9 11.2(3) . .
C37 C17 C18 C9 -160.34(16) . .
C8 C9 C18 C1 -19.7(2) . .
C10 C9 C18 C1 160.50(16) . .
C8 C9 C18 C17 160.47(16) . .
C10 C9 C18 C17 -19.3(2) . .
C2 C1 C19 C20 -106.3(2) . .
C18 C1 C19 C20 64.6(2) . .
C2 C1 C19 C24 69.7(2) . .
C18 C1 C19 C24 -119.4(2) . .
C24 C19 C20 C21 0.5(3) . .
C1 C19 C20 C21 176.79(18) . .
C19 C20 C21 C22 -0.2(3) . .
C20 C21 C22 C23 0.0(3) . .
C20 C21 C22 C43 179.1(2) . .
C21 C22 C23 C24 -0.1(4) . .
C43 C22 C23 C24 -179.3(2) . .
C22 C23 C24 C19 0.5(3) . .
C20 C19 C24 C23 -0.7(3) . .
C1 C19 C24 C23 -176.70(19) . .
C7 C8 C25 C30 -100.7(2) . .
C9 C8 C25 C30 74.6(2) . .
C7 C8 C25 C26 76.1(2) . .
C9 C8 C25 C26 -108.5(2) . .
C30 C25 C26 C27 -0.5(3) . .
C8 C25 C26 C27 -177.39(18) . .
C25 C26 C27 C28 1.8(3) . .
C26 C27 C28 C29 -2.2(3) . .
C26 C27 C28 C44 178.4(2) . .
C27 C28 C29 C30 1.4(3) . .
C44 C28 C29 C30 -179.2(2) . .
C26 C25 C30 C29 -0.3(3) . .
C8 C25 C30 C29 176.70(18) . .
C28 C29 C30 C25 -0.2(3) . .
C11 C10 C31 C36 -101.2(2) . .
C9 C10 C31 C36 72.1(2) . .
C11 C10 C31 C32 76.0(2) . .
C9 C10 C31 C32 -110.7(2) . .
C36 C31 C32 C33 -2.4(3) . .
C10 C31 C32 C33 -179.57(17) . .
C31 C32 C33 C34 1.0(3) . .
C32 C33 C34 C35 1.4(3) . .
C32 C33 C34 C45 -177.02(19) . .
C33 C34 C35 C36 -2.4(3) . .
C45 C34 C35 C36 176.0(2) . .
C34 C35 C36 C31 1.1(3) . .
C32 C31 C36 C35 1.3(3) . .
C10 C31 C36 C35 178.66(18) . .
C16 C17 C37 C42 -105.5(2) . .
C18 C17 C37 C42 66.1(2) . .
C16 C17 C37 C38 71.7(2) . .
C18 C17 C37 C38 -116.7(2) . .
C42 C37 C38 C39 -1.1(3) . .
C17 C37 C38 C39 -178.31(19) . .
C37 C38 C39 C40 0.3(3) . .
C38 C39 C40 C41 0.8(3) . .
C38 C39 C40 C46 -179.32(19) . .
C39 C40 C41 C42 -1.1(3) . .
C46 C40 C41 C42 179.05(19) . .
C40 C41 C42 C37 0.3(3) . .
C38 C37 C42 C41 0.8(3) . .
C17 C37 C42 C41 178.15(18) . .
C55 C47 C48 C49 -176.96(16) 2 .
C56 C47 C48 C49 -4.1(3) . .
C55 C47 C48 C53 4.3(3) 2 .
C56 C47 C48 C53 177.25(16) . .
C47 C48 C49 C50 -173.84(18) . .
C53 C48 C49 C50 4.9(3) . .
C48 C49 C50 C51 2.2(3) . .
C49 C50 C51 C52 -4.3(3) . .
C50 C51 C52 C53 -0.9(3) . .
C47 C48 C53 C54 -12.6(3) . .
C49 C48 C53 C54 168.64(16) . .
C47 C48 C53 C52 169.02(16) . .
C49 C48 C53 C52 -9.7(2) . .
C51 C52 C53 C54 -170.36(18) . .
C51 C52 C53 C48 8.0(3) . .
C48 C53 C54 C55 2.9(3) . .
C52 C53 C54 C55 -178.74(17) . .
C48 C53 C54 C62 176.68(16) . .
C52 C53 C54 C62 -5.0(3) . .
C53 C54 C55 C47 -164.54(17) . 2
C62 C54 C55 C47 21.9(3) . 2
C53 C54 C55 C55 14.4(2) . 2
C62 C54 C55 C55 -159.24(13) . 2
C48 C47 C56 C57 73.8(2) . .
C55 C47 C56 C57 -113.4(2) 2 .
C48 C47 C56 C61 -104.2(2) . .
C55 C47 C56 C61 68.6(2) 2 .
C61 C56 C57 C58 -2.7(3) . .
C47 C56 C57 C58 179.33(17) . .
C56 C57 C58 C59 1.7(3) . .
C57 C58 C59 C60 0.4(3) . .
C57 C58 C59 C68 -178.73(19) . .
C58 C59 C60 C61 -1.5(3) . .
C68 C59 C60 C61 177.60(19) . .
C59 C60 C61 C56 0.6(3) . .
C57 C56 C61 C60 1.5(3) . .
C47 C56 C61 C60 179.65(17) . .
C53 C54 C62 C67 68.9(2) . .
C55 C54 C62 C67 -117.5(2) . .
C53 C54 C62 C63 -108.1(2) . .
C55 C54 C62 C63 65.5(2) . .
C67 C62 C63 C64 1.9(3) . .
C54 C62 C63 C64 179.08(18) . .
C62 C63 C64 C65 0.2(3) . .
C63 C64 C65 C66 -2.1(3) . .
C63 C64 C65 C69 176.2(2) . .
C64 C65 C66 C67 1.7(3) . .
C69 C65 C66 C67 -176.5(2) . .
C65 C66 C67 C62 0.4(3) . .
C63 C62 C67 C66 -2.2(3) . .
C54 C62 C67 C66 -179.29(18) . .
