#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/40/4024082.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_4024082
loop_
_publ_author_name
'Toshiaki Shimasaki'
'Shin-ichiro Kato'
'Teruo Shinmyozu'
_publ_contact_author_address
;
Institute for Materials Chemistry and Engineering (IMCE),
6-10-1 Higashi-ku, Fukuoka 812-8581, Japan
;
_publ_contact_author_email       shinmyo@ms.ifoc.kyushu-u.ac.jp
_publ_contact_author_fax         '+81 92 642 2735'
_publ_contact_author_name        'Prof Teruo Shinmyozu'
_publ_contact_author_phone       '+81 92 642 2716'
_publ_section_title
;
 Synthesis, Structural, Spectral, and Photoswitchable Properties of
 cis- and trans-2,2,2',2'-Tetramethyl-1,1'-indanylindanes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6251
_journal_page_last               6254
_journal_paper_doi               10.1021/jo0701233
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         'C42 H36 '
_chemical_formula_sum            'C42 H36'
_chemical_formula_weight         540.71
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                108.197(2)
_cell_angle_beta                 105.652(5)
_cell_angle_gamma                108.365(2)
_cell_formula_units_Z            2
_cell_length_a                   11.2423(10)
_cell_length_b                   11.7930(11)
_cell_length_c                   13.3567(10)
_cell_measurement_temperature    113(2)
_cell_volume                     1457.4(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.901
_diffrn_measured_fraction_theta_max 0.901
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0704
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6032
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9931
_exptl_absorpt_correction_T_min  0.9655
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         6032
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0697
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1086P)²+0.1563P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1803
_refine_ls_wR_factor_ref         0.2054
_reflns_number_gt                3757
_reflns_number_total             6032
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0701233si20070114_063230_6.cif
_cod_data_source_block           trans-9(CCDC:629940)
_cod_original_sg_symbol_H-M      'P -1         '
_cod_original_formula_sum        'C42 H36 '
_cod_database_code               4024082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3257(2) 0.1045(2) 0.7320(2) 0.0249(5) Uani 1 1 d . . .
C2 C 0.3546(3) -0.0183(3) 0.7173(2) 0.0266(6) Uani 1 1 d . . .
C3 C 0.4568(3) 0.0011(3) 0.6583(2) 0.0331(6) Uani 1 1 d . . .
H1 H 0.5214 -0.0367 0.6798 0.040 Uiso 1 1 calc R . .
H2 H 0.4070 -0.0415 0.5733 0.040 Uiso 1 1 calc R . .
C4 C 0.6579(3) 0.2241(3) 0.7093(2) 0.0306(6) Uani 1 1 d . . .
H3 H 0.7074 0.1810 0.6793 0.037 Uiso 1 1 calc R . .
C5 C 0.7135(3) 0.3625(3) 0.7587(2) 0.0302(6) Uani 1 1 d . . .
C6 C 0.6384(3) 0.4220(3) 0.8035(2) 0.0317(6) Uani 1 1 d . . .
H4 H 0.6747 0.5160 0.8381 0.038 Uiso 1 1 calc R . .
C7 C 0.5119(3) 0.3471(3) 0.7986(2) 0.0302(6) Uani 1 1 d . . .
H5 H 0.4647 0.3904 0.8323 0.036 Uiso 1 1 calc R . .
C8 C 0.4534(2) 0.2083(3) 0.7446(2) 0.0258(5) Uani 1 1 d . . .
C9 C 0.5317(3) 0.1493(3) 0.7037(2) 0.0277(6) Uani 1 1 d . . .
C10 C 0.4296(3) -0.0103(3) 0.8349(2) 0.0323(6) Uani 1 1 d . . .
H6 H 0.3705 -0.0126 0.8770 0.048 Uiso 1 1 calc R . .
H7 H 0.5143 0.0727 0.8790 0.048 Uiso 1 1 calc R . .
H8 H 0.4524 -0.0857 0.8240 0.048 Uiso 1 1 calc R . .
C11 C 0.2332(3) -0.1546(3) 0.6397(3) 0.0338(6) Uani 1 1 d . . .
H9 H 0.1728 -0.1738 0.6792 0.051 Uiso 1 1 calc R . .
H10 H 0.2670 -0.2224 0.6228 0.051 Uiso 1 1 calc R . .
H11 H 0.1818 -0.1550 0.5675 0.051 Uiso 1 1 calc R . .
C12 C 0.8452(3) 0.4402(3) 0.7549(2) 0.0326(6) Uani 1 1 d . . .
C13 C 0.8606(3) 0.3977(3) 0.6535(3) 0.0356(6) Uani 1 1 d . . .
H12 H 0.7895 0.3181 0.5901 0.043 Uiso 1 1 calc R . .
C14 C 0.9774(3) 0.4669(3) 0.6394(3) 0.0393(7) Uani 1 1 d . . .
H13 H 0.9836 0.4344 0.5672 0.047 Uiso 1 1 calc R . .
C15 C 1.0816(3) 0.5805(3) 0.7293(3) 0.0417(7) Uani 1 1 d . . .
H14 H 1.1599 0.6277 0.7193 0.050 Uiso 1 1 calc R . .
C16 C 1.1816(3) 0.7444(3) 0.9306(3) 0.0434(8) Uani 1 1 d . . .
H15 H 1.2611 0.7896 0.9211 0.052 Uiso 1 1 calc R . .
C17 C 1.1750(3) 0.7938(3) 1.0350(3) 0.0479(8) Uani 1 1 d . . .
H16 H 1.2466 0.8749 1.0962 0.057 Uiso 1 1 calc R . .
C18 C 1.0596(3) 0.7220(3) 1.0503(3) 0.0424(7) Uani 1 1 d . . .
H17 H 1.0560 0.7539 1.1236 0.051 Uiso 1 1 calc R . .
C19 C 0.9532(3) 0.6076(3) 0.9619(2) 0.0360(7) Uani 1 1 d . . .
H18 H 0.8775 0.5610 0.9750 0.043 Uiso 1 1 calc R . .
C20 C 0.9542(3) 0.5579(3) 0.8514(2) 0.0331(6) Uani 1 1 d . . .
C21 C 1.0740(3) 0.6286(3) 0.8371(3) 0.0354(7) Uani 1 1 d . . .
C22 C 0.2058(2) 0.1130(2) 0.7252(2) 0.0258(5) Uani 1 1 d . . .
C23 C 0.1623(3) 0.2180(3) 0.7016(2) 0.0320(6) Uani 1 1 d . . .
C24 C 0.0041(3) 0.1370(3) 0.6364(3) 0.0422(7) Uani 1 1 d . A .
H19 H -0.0423 0.1950 0.6529 0.051 Uiso 1 1 calc R . .
H20 H -0.0230 0.0942 0.5521 0.051 Uiso 1 1 calc R . .
C25 C -0.1629(5) -0.0392(5) 0.6592(5) 0.0283(11) Uani 0.651(5) 1 d P A 1
H21 H -0.2374 -0.0278 0.6169 0.034 Uiso 0.651(5) 1 calc PR A 1
C26 C -0.1835(4) -0.1343(4) 0.7021(5) 0.0280(10) Uani 0.651(5) 1 d P A 1
C27 C -0.0661(5) -0.1449(5) 0.7629(5) 0.0296(11) Uani 0.651(5) 1 d P A 1
H22 H -0.0804 -0.2100 0.7916 0.036 Uiso 0.651(5) 1 calc PR A 1
C28 C 0.0740(3) -0.0647(3) 0.7850(3) 0.0475(9) Uani 1 1 d . . .
H23 H 0.1510 -0.0696 0.8316 0.057 Uiso 0.651(5) 1 calc PR A 1
H24 H 0.1475 -0.0894 0.7979 0.057 Uiso 0.349(5) 1 calc PR A 2
C29 C 0.0856(3) 0.0208(3) 0.7313(3) 0.0334(6) Uani 1 1 d . A .
C30 C -0.0321(3) 0.0356(3) 0.6808(3) 0.0438(8) Uani 1 1 d . . .
C31 C -0.1446(8) -0.0313(9) 0.7178(8) 0.0222(18) Uani 0.349(5) 1 d P A 2
H25 H -0.2235 -0.0151 0.6993 0.027 Uiso 0.349(5) 1 calc PR A 2
C32 C -0.1436(8) -0.1114(7) 0.7745(8) 0.0218(17) Uani 0.349(5) 1 d P A 2
C33 C -0.0207(10) -0.1201(9) 0.8227(8) 0.029(2) Uani 0.349(5) 1 d P A 2
H26 H -0.0056 -0.1592 0.8744 0.034 Uiso 0.349(5) 1 calc PR A 2
C34 C 0.2146(3) 0.2713(3) 0.6233(3) 0.0402(7) Uani 1 1 d . . .
H27 H 0.3120 0.3341 0.6663 0.060 Uiso 1 1 calc R . .
H28 H 0.1619 0.3166 0.5972 0.060 Uiso 1 1 calc R . .
H29 H 0.2035 0.1975 0.5562 0.060 Uiso 1 1 calc R . .
C35 C 0.1939(3) 0.3307(3) 0.8160(2) 0.0330(6) Uani 1 1 d . . .
H30 H 0.2935 0.3837 0.8582 0.050 Uiso 1 1 calc R . .
H31 H 0.1571 0.2929 0.8628 0.050 Uiso 1 1 calc R . .
H32 H 0.1513 0.3874 0.7997 0.050 Uiso 1 1 calc R . .
C36 C -0.3268(5) -0.2243(4) 0.6764(4) 0.0301(11) Uani 0.651(5) 1 d P A 1
C37 C -0.4193(12) -0.2921(11) 0.5717(10) 0.053(5) Uani 0.651(5) 1 d P A 1
H33 H -0.3873 -0.2797 0.5152 0.063 Uiso 0.651(5) 1 calc PR A 1
C38 C -0.5608(8) -0.3824(10) 0.5255(8) 0.0310(19) Uani 0.651(5) 1 d P A 1
H34 H -0.6214 -0.4241 0.4462 0.037 Uiso 0.651(5) 1 calc PR A 1
C39 C -0.5985(7) -0.4012(7) 0.6140(7) 0.0336(14) Uani 0.651(5) 1 d P A 1
H35 H -0.6900 -0.4609 0.5939 0.040 Uiso 0.651(5) 1 calc PR A 1
C40 C -0.5483(6) -0.3588(6) 0.8157(5) 0.0330(13) Uani 0.651(5) 1 d P A 1
H36 H -0.6401 -0.4189 0.7940 0.040 Uiso 0.651(5) 1 calc PR A 1
C41 C -0.4610(5) -0.2979(5) 0.9266(5) 0.0399(12) Uani 0.651(5) 1 d P A 1
H37 H -0.4873 -0.3139 0.9846 0.048 Uiso 0.651(5) 1 calc PR A 1
C42 C -0.3373(4) -0.2148(3) 0.9504(3) 0.0524(9) Uani 1 1 d . . .
H38 H -0.2815 -0.1704 1.0309 0.063 Uiso 0.651(5) 1 calc PR A 1
H39 H -0.3083 -0.1942 1.0302 0.063 Uiso 0.349(5) 1 calc PR A 2
C43 C -0.2697(3) -0.1767(3) 0.8896(3) 0.0423(7) Uani 1 1 d . A .
H40 H -0.1759 -0.1156 0.9205 0.051 Uiso 0.651(5) 1 calc PR A 1
H41 H -0.1793 -0.1161 0.9456 0.051 Uiso 0.349(5) 1 calc PR A 2
C44 C -0.3679(5) -0.2475(5) 0.7624(5) 0.0263(11) Uani 0.651(5) 1 d P A 1
C45 C -0.5073(3) -0.3361(3) 0.7285(2) 0.0300(6) Uani 1 1 d . . .
C46 C -0.2658(7) -0.1810(7) 0.7949(6) 0.0235(18) Uani 0.349(5) 1 d P A 2
C47 C -0.4835(11) -0.3068(11) 0.8436(11) 0.035(3) Uani 0.349(5) 1 d P A 2
H42 H -0.5599 -0.3444 0.8599 0.041 Uiso 0.349(5) 1 calc PR A 2
C48 C -0.6403(11) -0.4243(13) 0.6321(14) 0.041(3) Uani 0.349(5) 1 d P A 2
H43 H -0.7175 -0.4633 0.6469 0.050 Uiso 0.349(5) 1 calc PR A 2
C49 C -0.6559(10) -0.4517(10) 0.5222(9) 0.045(3) Uani 0.349(5) 1 d P A 2
H44 H -0.7390 -0.5161 0.4576 0.055 Uiso 0.349(5) 1 calc PR A 2
C50 C -0.532(2) -0.372(3) 0.510(3) 0.062(6) Uani 0.349(5) 1 d P A 2
H45 H -0.5477 -0.3975 0.4313 0.075 Uiso 0.349(5) 1 calc PR A 2
C51 C -0.4220(18) -0.289(2) 0.5701(12) 0.027(6) Uani 0.349(5) 1 d P A 2
C52 C -0.3983(10) -0.2704(9) 0.7009(9) 0.024(2) Uani 0.349(5) 1 d P A 2
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
C22 C1 C8 127.1(2) . . ?
C22 C1 C2 127.7(2) . . ?
C8 C1 C2 104.99(19) . . ?
C10 C2 C11 110.9(2) . . ?
C10 C2 C1 110.5(2) . . ?
C11 C2 C1 117.2(2) . . ?
C10 C2 C3 108.1(2) . . ?
C11 C2 C3 107.9(2) . . ?
C1 C2 C3 101.59(19) . . ?
C9 C3 C2 104.2(2) . . ?
C9 C3 H1 110.9 . . ?
C2 C3 H1 110.9 . . ?
C9 C3 H2 110.9 . . ?
C2 C3 H2 110.9 . . ?
H1 C3 H2 108.9 . . ?
C9 C4 C5 120.8(2) . . ?
C9 C4 H3 119.6 . . ?
C5 C4 H3 119.6 . . ?
C6 C5 C4 117.8(2) . . ?
C6 C5 C12 122.7(2) . . ?
C4 C5 C12 119.4(2) . . ?
C7 C6 C5 121.5(2) . . ?
C7 C6 H4 119.2 . . ?
C5 C6 H4 119.2 . . ?
C6 C7 C8 120.7(2) . . ?
C6 C7 H5 119.7 . . ?
C8 C7 H5 119.7 . . ?
C7 C8 C9 117.4(2) . . ?
C7 C8 C1 132.3(2) . . ?
C9 C8 C1 109.9(2) . . ?
C4 C9 C8 121.7(2) . . ?
C4 C9 C3 129.0(2) . . ?
C8 C9 C3 109.3(2) . . ?
C2 C10 H6 109.5 . . ?
C2 C10 H7 109.5 . . ?
H6 C10 H7 109.5 . . ?
C2 C10 H8 109.5 . . ?
H6 C10 H8 109.5 . . ?
H7 C10 H8 109.5 . . ?
C2 C11 H9 109.5 . . ?
C2 C11 H10 109.5 . . ?
H9 C11 H10 109.5 . . ?
C2 C11 H11 109.5 . . ?
H9 C11 H11 109.5 . . ?
H10 C11 H11 109.5 . . ?
C13 C12 C20 118.5(2) . . ?
C13 C12 C5 118.3(3) . . ?
C20 C12 C5 123.2(2) . . ?
C12 C13 C14 122.7(3) . . ?
C12 C13 H12 118.6 . . ?
C14 C13 H12 118.6 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H13 120.1 . . ?
C13 C14 H13 120.1 . . ?
C14 C15 C21 120.4(2) . . ?
C14 C15 H14 119.8 . . ?
C21 C15 H14 119.8 . . ?
C17 C16 C21 121.7(3) . . ?
C17 C16 H15 119.1 . . ?
C21 C16 H15 119.1 . . ?
C16 C17 C18 118.8(3) . . ?
C16 C17 H16 120.6 . . ?
C18 C17 H16 120.6 . . ?
C19 C18 C17 121.4(3) . . ?
C19 C18 H17 119.3 . . ?
C17 C18 H17 119.3 . . ?
C18 C19 C20 120.9(3) . . ?
C18 C19 H18 119.5 . . ?
C20 C19 H18 119.5 . . ?
C19 C20 C12 123.7(2) . . ?
C19 C20 C21 117.5(3) . . ?
C12 C20 C21 118.7(3) . . ?
C16 C21 C15 120.9(2) . . ?
C16 C21 C20 119.5(3) . . ?
C15 C21 C20 119.6(3) . . ?
C1 C22 C29 128.1(2) . . ?
C1 C22 C23 126.9(2) . . ?
C29 C22 C23 104.9(2) . . ?
C34 C23 C35 111.9(2) . . ?
C34 C23 C24 107.4(2) . . ?
C35 C23 C24 108.2(2) . . ?
C34 C23 C22 116.6(2) . . ?
C35 C23 C22 110.3(2) . . ?
C24 C23 C22 101.6(2) . . ?
C30 C24 C23 105.0(2) . . ?
C30 C24 H19 110.8 . . ?
C23 C24 H19 110.8 . . ?
C30 C24 H20 110.8 . . ?
C23 C24 H20 110.8 . . ?
H19 C24 H20 108.8 . . ?
C30 C25 C26 116.7(4) . . ?
C30 C25 H21 121.6 . . ?
C26 C25 H21 121.6 . . ?
C25 C26 C27 117.4(4) . . ?
C25 C26 C36 119.2(4) . . ?
C27 C26 C36 123.3(4) . . ?
C26 C27 C28 125.5(4) . . ?
C26 C27 H22 117.2 . . ?
C28 C27 H22 117.2 . . ?
C33 C28 C29 133.6(5) . . ?
C33 C28 C27 29.6(3) . . ?
C29 C28 C27 113.8(3) . . ?
C33 C28 H23 99.5 . . ?
C29 C28 H23 123.1 . . ?
C27 C28 H23 123.1 . . ?
C33 C28 H24 113.2 . . ?
C29 C28 H24 113.2 . . ?
C27 C28 H24 126.2 . . ?
H23 C28 H24 25.6 . . ?
C28 C29 C30 117.9(3) . . ?
C28 C29 C22 131.9(3) . . ?
C30 C29 C22 110.0(3) . . ?
C25 C30 C29 127.7(4) . . ?
C25 C30 C24 122.4(3) . . ?
C29 C30 C24 109.4(2) . . ?
C25 C30 C31 27.6(3) . . ?
C29 C30 C31 108.6(4) . . ?
C24 C30 C31 139.5(4) . . ?
C32 C31 C30 127.8(6) . . ?
C32 C31 H25 116.1 . . ?
C30 C31 H25 116.1 . . ?
C31 C32 C33 118.9(7) . . ?
C31 C32 C46 122.3(7) . . ?
C33 C32 C46 118.6(7) . . ?
C28 C33 C32 110.8(7) . . ?
C28 C33 H26 124.6 . . ?
C32 C33 H26 124.6 . . ?
C23 C34 H27 109.5 . . ?
C23 C34 H28 109.5 . . ?
H27 C34 H28 109.5 . . ?
C23 C34 H29 109.5 . . ?
H27 C34 H29 109.5 . . ?
H28 C34 H29 109.5 . . ?
C23 C35 H30 109.5 . . ?
C23 C35 H31 109.5 . . ?
H30 C35 H31 109.5 . . ?
C23 C35 H32 109.5 . . ?
H30 C35 H32 109.5 . . ?
H31 C35 H32 109.5 . . ?
C37 C36 C44 115.8(7) . . ?
C37 C36 C26 121.0(7) . . ?
C44 C36 C26 123.0(4) . . ?
C36 C37 C38 131.7(10) . . ?
C36 C37 H33 114.2 . . ?
C38 C37 H33 114.2 . . ?
C39 C38 C37 110.7(8) . . ?
C39 C38 H34 124.6 . . ?
C37 C38 H34 124.6 . . ?
C45 C39 C38 122.5(5) . . ?
C45 C39 H35 118.8 . . ?
C38 C39 H35 118.8 . . ?
C41 C40 C45 121.9(5) . . ?
C41 C40 H36 119.1 . . ?
C45 C40 H36 119.1 . . ?
C42 C41 C40 115.7(5) . . ?
C42 C41 H37 122.1 . . ?
C40 C41 H37 122.1 . . ?
C41 C42 C43 135.9(4) . . ?
C41 C42 C47 40.0(4) . . ?
C43 C42 C47 96.2(5) . . ?
C41 C42 H38 112.1 . . ?
C43 C42 H38 112.1 . . ?
C47 C42 H38 151.3 . . ?
C41 C42 H39 92.1 . . ?
C43 C42 H39 131.9 . . ?
C47 C42 H39 131.9 . . ?
H38 C42 H39 20.4 . . ?
C46 C43 C42 151.1(5) . . ?
C46 C43 C44 42.3(4) . . ?
C42 C43 C44 108.8(3) . . ?
C46 C43 H40 83.3 . . ?
C42 C43 H40 125.6 . . ?
C44 C43 H40 125.6 . . ?
C46 C43 H41 104.5 . . ?
C42 C43 H41 104.5 . . ?
C44 C43 H41 146.8 . . ?
H40 C43 H41 21.2 . . ?
C36 C44 C45 118.6(5) . . ?
C36 C44 C43 122.0(4) . . ?
C45 C44 C43 119.4(4) . . ?
C39 C45 C47 148.8(5) . . ?
C39 C45 C44 120.6(4) . . ?
C47 C45 C44 90.4(5) . . ?
C39 C45 C40 121.1(4) . . ?
C47 C45 C40 28.2(4) . . ?
C44 C45 C40 118.3(4) . . ?
C39 C45 C52 91.6(5) . . ?
C47 C45 C52 119.4(6) . . ?
C44 C45 C52 29.0(3) . . ?
C40 C45 C52 147.3(5) . . ?
C39 C45 C48 24.7(5) . . ?
C47 C45 C48 124.1(7) . . ?
C44 C45 C48 145.4(6) . . ?
C40 C45 C48 96.4(6) . . ?
C52 C45 C48 116.3(7) . . ?
C43 C46 C52 110.5(7) . . ?
C43 C46 C32 127.8(7) . . ?
C52 C46 C32 121.6(7) . . ?
C45 C47 C42 125.0(7) . . ?
C45 C47 H42 117.5 . . ?
C42 C47 H42 117.5 . . ?
C49 C48 C45 121.3(9) . . ?
C49 C48 H43 119.4 . . ?
C45 C48 H43 119.4 . . ?
C48 C49 C50 114.5(14) . . ?
C48 C49 H44 122.7 . . ?
C50 C49 H44 122.7 . . ?
C51 C50 C49 138(2) . . ?
C51 C50 H45 111.0 . . ?
C49 C50 H45 111.0 . . ?
C50 C51 C52 106.7(16) . . ?
C45 C52 C46 117.6(8) . . ?
C45 C52 C51 122.3(9) . . ?
C46 C52 C51 120.1(9) . . ?
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 C22 1.363(3) . ?
C1 C8 1.491(3) . ?
C1 C2 1.548(3) . ?
C2 C10 1.525(4) . ?
C2 C11 1.528(4) . ?
C2 C3 1.558(3) . ?
C3 C9 1.505(4) . ?
C3 H1 0.9900 . ?
C3 H2 0.9900 . ?
C4 C9 1.382(3) . ?
C4 C5 1.397(4) . ?
C4 H3 0.9500 . ?
C5 C6 1.395(3) . ?
C5 C12 1.500(3) . ?
C6 C7 1.389(3) . ?
C6 H4 0.9500 . ?
C7 C8 1.400(4) . ?
C7 H5 0.9500 . ?
C8 C9 1.402(3) . ?
C10 H6 0.9800 . ?
C10 H7 0.9800 . ?
C10 H8 0.9800 . ?
C11 H9 0.9800 . ?
C11 H10 0.9800 . ?
C11 H11 0.9800 . ?
C12 C13 1.368(4) . ?
C12 C20 1.431(4) . ?
C13 C14 1.408(4) . ?
C13 H12 0.9500 . ?
C14 C15 1.363(5) . ?
C14 H13 0.9500 . ?
C15 C21 1.410(4) . ?
C15 H14 0.9500 . ?
C16 C17 1.365(5) . ?
C16 C21 1.402(4) . ?
C16 H15 0.9500 . ?
C17 C18 1.414(4) . ?
C17 H16 0.9500 . ?
C18 C19 1.368(4) . ?
C18 H17 0.9500 . ?
C19 C20 1.412(4) . ?
C19 H18 0.9500 . ?
C20 C21 1.442(3) . ?
C22 C29 1.485(3) . ?
C22 C23 1.553(4) . ?
C23 C34 1.532(4) . ?
C23 C35 1.539(4) . ?
C23 C24 1.552(4) . ?
C24 C30 1.487(5) . ?
C24 H19 0.9900 . ?
C24 H20 0.9900 . ?
C25 C30 1.349(5) . ?
C25 C26 1.396(6) . ?
C25 H21 0.9500 . ?
C26 C27 1.416(6) . ?
C26 C36 1.496(6) . ?
C27 C28 1.448(5) . ?
C27 H22 0.9500 . ?
C28 C33 1.367(10) . ?
C28 C29 1.403(4) . ?
C28 H23 0.9500 . ?
C28 H24 0.9500 . ?
C29 C30 1.405(4) . ?
C30 C31 1.555(9) . ?
C31 C32 1.384(11) . ?
C31 H25 0.9500 . ?
C32 C33 1.409(12) . ?
C32 C46 1.506(10) . ?
C33 H26 0.9500 . ?
C34 H27 0.9800 . ?
C34 H28 0.9800 . ?
C34 H29 0.9800 . ?
C35 H30 0.9800 . ?
C35 H31 0.9800 . ?
C35 H32 0.9800 . ?
C36 C37 1.292(12) . ?
C36 C44 1.417(7) . ?
C37 C38 1.428(13) . ?
C37 H33 0.9500 . ?
C38 C39 1.415(11) . ?
C38 H34 0.9500 . ?
C39 C45 1.379(8) . ?
C39 H35 0.9500 . ?
C40 C41 1.334(8) . ?
C40 C45 1.430(6) . ?
C40 H36 0.9500 . ?
C41 C42 1.305(6) . ?
C41 H37 0.9500 . ?
C42 C43 1.336(4) . ?
C42 C47 1.599(13) . ?
C42 H38 0.9500 . ?
C42 H39 0.9500 . ?
C43 C46 1.262(7) . ?
C43 C44 1.524(6) . ?
C43 H40 0.9500 . ?
C43 H41 0.9500 . ?
C44 C45 1.429(6) . ?
C45 C47 1.394(12) . ?
C45 C52 1.436(9) . ?
C45 C48 1.456(14) . ?
C46 C52 1.443(12) . ?
C47 H42 0.9500 . ?
C48 C49 1.348(19) . ?
C48 H43 0.9500 . ?
C49 C50 1.494(19) . ?
C49 H44 0.9500 . ?
C50 C51 1.16(3) . ?
C50 H45 0.9500 . ?
C51 C52 1.625(15) . ?
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
C22 C1 C2 C10 -100.0(3) . . . . ?
C8 C1 C2 C10 85.1(2) . . . . ?
C22 C1 C2 C11 28.3(4) . . . . ?
C8 C1 C2 C11 -146.6(2) . . . . ?
C22 C1 C2 C3 145.5(3) . . . . ?
C8 C1 C2 C3 -29.4(2) . . . . ?
C10 C2 C3 C9 -86.1(3) . . . . ?
C11 C2 C3 C9 153.9(2) . . . . ?
C1 C2 C3 C9 30.2(3) . . . . ?
C9 C4 C5 C6 1.0(4) . . . . ?
C9 C4 C5 C12 -175.2(2) . . . . ?
C4 C5 C6 C7 -0.6(4) . . . . ?
C12 C5 C6 C7 175.4(3) . . . . ?
C5 C6 C7 C8 -2.3(4) . . . . ?
C6 C7 C8 C9 4.6(4) . . . . ?
C6 C7 C8 C1 176.2(3) . . . . ?
C22 C1 C8 C7 31.2(4) . . . . ?
C2 C1 C8 C7 -153.8(3) . . . . ?
C22 C1 C8 C9 -156.7(3) . . . . ?
C2 C1 C8 C9 18.3(3) . . . . ?
C5 C4 C9 C8 1.5(4) . . . . ?
C5 C4 C9 C3 -177.7(3) . . . . ?
C7 C8 C9 C4 -4.2(4) . . . . ?
C1 C8 C9 C4 -177.6(2) . . . . ?
C7 C8 C9 C3 175.1(2) . . . . ?
C1 C8 C9 C3 1.6(3) . . . . ?
C2 C3 C9 C4 158.5(3) . . . . ?
C2 C3 C9 C8 -20.7(3) . . . . ?
C6 C5 C12 C13 -131.5(3) . . . . ?
C4 C5 C12 C13 44.5(4) . . . . ?
C6 C5 C12 C20 47.3(4) . . . . ?
C4 C5 C12 C20 -136.8(3) . . . . ?
C20 C12 C13 C14 -1.8(4) . . . . ?
C5 C12 C13 C14 177.0(3) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?
C13 C14 C15 C21 0.8(4) . . . . ?
C21 C16 C17 C18 3.4(5) . . . . ?
C16 C17 C18 C19 -2.4(5) . . . . ?
C17 C18 C19 C20 -0.7(5) . . . . ?
C18 C19 C20 C12 -178.9(3) . . . . ?
C18 C19 C20 C21 2.9(4) . . . . ?
C13 C12 C20 C19 -176.6(3) . . . . ?
C5 C12 C20 C19 4.6(4) . . . . ?
C13 C12 C20 C21 1.6(4) . . . . ?
C5 C12 C20 C21 -177.2(2) . . . . ?
C17 C16 C21 C15 178.8(3) . . . . ?
C17 C16 C21 C20 -1.2(4) . . . . ?
C14 C15 C21 C16 179.1(3) . . . . ?
C14 C15 C21 C20 -0.9(4) . . . . ?
C19 C20 C21 C16 -1.9(4) . . . . ?
C12 C20 C21 C16 179.8(3) . . . . ?
C19 C20 C21 C15 178.1(3) . . . . ?
C12 C20 C21 C15 -0.2(4) . . . . ?
C8 C1 C22 C29 -169.4(3) . . . . ?
C2 C1 C22 C29 16.7(4) . . . . ?
C8 C1 C22 C23 14.6(4) . . . . ?
C2 C1 C22 C23 -159.2(2) . . . . ?
C1 C22 C23 C34 32.3(4) . . . . ?
C29 C22 C23 C34 -144.4(2) . . . . ?
C1 C22 C23 C35 -96.8(3) . . . . ?
C29 C22 C23 C35 86.5(3) . . . . ?
C1 C22 C23 C24 148.7(3) . . . . ?
C29 C22 C23 C24 -28.0(3) . . . . ?
C34 C23 C24 C30 151.7(2) . . . . ?
C35 C23 C24 C30 -87.4(3) . . . . ?
C22 C23 C24 C30 28.7(3) . . . . ?
C30 C25 C26 C27 -0.7(7) . . . . ?
C30 C25 C26 C36 -177.3(4) . . . . ?
C25 C26 C27 C28 0.3(8) . . . . ?
C36 C26 C27 C28 176.8(4) . . . . ?
C26 C27 C28 C33 133.1(12) . . . . ?
C26 C27 C28 C29 -5.4(6) . . . . ?
C33 C28 C29 C30 -16.5(8) . . . . ?
C27 C28 C29 C30 10.5(5) . . . . ?
C33 C28 C29 C22 156.9(6) . . . . ?
C27 C28 C29 C22 -176.2(3) . . . . ?
C1 C22 C29 C28 27.3(5) . . . . ?
C23 C22 C29 C28 -156.1(3) . . . . ?
C1 C22 C29 C30 -159.0(3) . . . . ?
C23 C22 C29 C30 17.7(3) . . . . ?
C26 C25 C30 C29 7.1(7) . . . . ?
C26 C25 C30 C24 177.6(4) . . . . ?
C26 C25 C30 C31 -45.3(8) . . . . ?
C28 C29 C30 C25 -12.6(6) . . . . ?
C22 C29 C30 C25 172.6(4) . . . . ?
C28 C29 C30 C24 175.9(3) . . . . ?
C22 C29 C30 C24 1.2(3) . . . . ?
C28 C29 C30 C31 10.2(5) . . . . ?
C22 C29 C30 C31 -164.6(4) . . . . ?
C23 C24 C30 C25 168.5(4) . . . . ?
C23 C24 C30 C29 -19.5(3) . . . . ?
C23 C24 C30 C31 139.4(6) . . . . ?
C25 C30 C31 C32 128.6(15) . . . . ?
C29 C30 C31 C32 -9.9(10) . . . . ?
C24 C30 C31 C32 -168.9(6) . . . . ?
C30 C31 C32 C33 11.3(13) . . . . ?
C30 C31 C32 C46 -173.8(7) . . . . ?
C29 C28 C33 C32 16.2(11) . . . . ?
C27 C28 C33 C32 -40.8(7) . . . . ?
C31 C32 C33 C28 -11.9(11) . . . . ?
C46 C32 C33 C28 173.0(7) . . . . ?
C25 C26 C36 C37 52.8(8) . . . . ?
C27 C26 C36 C37 -123.6(7) . . . . ?
C25 C26 C36 C44 -131.3(5) . . . . ?
C27 C26 C36 C44 52.3(6) . . . . ?
C44 C36 C37 C38 4.4(15) . . . . ?
C26 C36 C37 C38 -179.4(10) . . . . ?
C36 C37 C38 C39 -3.3(16) . . . . ?
C37 C38 C39 C45 1.4(12) . . . . ?
C45 C40 C41 C42 1.3(7) . . . . ?
C40 C41 C42 C43 -3.7(7) . . . . ?
C40 C41 C42 C47 4.9(8) . . . . ?
C41 C42 C43 C46 2.6(11) . . . . ?
C47 C42 C43 C46 -2.9(10) . . . . ?
C41 C42 C43 C44 2.6(6) . . . . ?
C47 C42 C43 C44 -2.9(5) . . . . ?
C37 C36 C44 C45 -3.5(8) . . . . ?
C26 C36 C44 C45 -179.6(4) . . . . ?
C37 C36 C44 C43 179.0(6) . . . . ?
C26 C36 C44 C43 2.9(6) . . . . ?
C46 C43 C44 C36 -1.8(5) . . . . ?
C42 C43 C44 C36 178.2(4) . . . . ?
C46 C43 C44 C45 -179.3(7) . . . . ?
C42 C43 C44 C45 0.7(5) . . . . ?
C38 C39 C45 C47 173.8(10) . . . . ?
C38 C39 C45 C44 -1.3(9) . . . . ?
C38 C39 C45 C40 -179.1(7) . . . . ?
C38 C39 C45 C52 -1.0(8) . . . . ?
C38 C39 C45 C48 177(2) . . . . ?
C36 C44 C45 C39 2.3(6) . . . . ?
C43 C44 C45 C39 179.8(4) . . . . ?
C36 C44 C45 C47 -175.2(6) . . . . ?
C43 C44 C45 C47 2.4(6) . . . . ?
C36 C44 C45 C40 -179.8(4) . . . . ?
C43 C44 C45 C40 -2.3(5) . . . . ?
C36 C44 C45 C52 1.7(7) . . . . ?
C43 C44 C45 C52 179.2(11) . . . . ?
C36 C44 C45 C48 1.4(11) . . . . ?
C43 C44 C45 C48 178.9(9) . . . . ?
C41 C40 C45 C39 179.2(5) . . . . ?
C41 C40 C45 C47 -8.6(10) . . . . ?
C41 C40 C45 C44 1.3(7) . . . . ?
C41 C40 C45 C52 2.7(11) . . . . ?
C41 C40 C45 C48 -179.4(7) . . . . ?
C42 C43 C46 C52 0.2(12) . . . . ?
C44 C43 C46 C52 0.3(5) . . . . ?
C42 C43 C46 C32 -177.0(6) . . . . ?
C44 C43 C46 C32 -176.9(10) . . . . ?
C31 C32 C46 C43 -126.2(9) . . . . ?
C33 C32 C46 C43 48.7(11) . . . . ?
C31 C32 C46 C52 56.9(11) . . . . ?
C33 C32 C46 C52 -128.2(8) . . . . ?
C39 C45 C47 C42 179.3(6) . . . . ?
C44 C45 C47 C42 -4.9(8) . . . . ?
C40 C45 C47 C42 166.4(19) . . . . ?
C52 C45 C47 C42 -6.6(11) . . . . ?
C48 C45 C47 C42 177.5(8) . . . . ?
C41 C42 C47 C45 -168.3(13) . . . . ?
C43 C42 C47 C45 5.7(9) . . . . ?
C39 C45 C48 C49 4.2(9) . . . . ?
C47 C45 C48 C49 -178.0(9) . . . . ?
C44 C45 C48 C49 6.2(17) . . . . ?
C40 C45 C48 C49 -172.8(10) . . . . ?
C52 C45 C48 C49 6.0(13) . . . . ?
C45 C48 C49 C50 -7.0(18) . . . . ?
C48 C49 C50 C51 -2(4) . . . . ?
C49 C50 C51 C52 9(4) . . . . ?
C39 C45 C52 C46 180.0(7) . . . . ?
C47 C45 C52 C46 3.0(10) . . . . ?
C44 C45 C52 C46 -0.6(5) . . . . ?
C40 C45 C52 C46 -3.1(13) . . . . ?
C48 C45 C52 C46 179.2(7) . . . . ?
C39 C45 C52 C51 2.6(11) . . . . ?
C47 C45 C52 C51 -174.3(10) . . . . ?
C44 C45 C52 C51 -177.9(16) . . . . ?
C40 C45 C52 C51 179.6(9) . . . . ?
C48 C45 C52 C51 1.9(13) . . . . ?
C43 C46 C52 C45 0.2(9) . . . . ?
C32 C46 C52 C45 177.6(6) . . . . ?
C43 C46 C52 C51 177.6(10) . . . . ?
C32 C46 C52 C51 -5.0(13) . . . . ?
C50 C51 C52 C45 -8(2) . . . . ?
C50 C51 C52 C46 174.6(17) . . . . ?
