#------------------------------------------------------------------------------
#$Date: 2019-11-04 17:32:32 +0200 (Mon, 04 Nov 2019) $
#$Revision: 223166 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/27/1552737.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_1552737
loop_
_publ_author_name
'Ly, Jack'
'Martin, Kara'
'Thomas, Simil'
'Yamashita, Masataka'
'Yu, Beihang'
'Pointer, Craig A.'
'Yamada, Hiroko'
'Carter, Kenneth R.'
'Parkin, Sean'
'Zhang, Lei'
'Bredas, Jean-Luc'
'Young, Elizabeth R.'
'Briseno, Alejandro L.'
_publ_section_title
;
 Short Excited-State Lifetimes Enable Photo-Oxidatively Stable Rubrene
 Derivatives.
;
_journal_issue                   35
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              7558
_journal_paper_doi               10.1021/acs.jpca.9b04203
_journal_volume                  123
_journal_year                    2019
_chemical_formula_moiety         '2(C46 H28 O2), C H2 Cl2, C3 H7'
_chemical_formula_sum            'C48 H32.5 Cl O2'
_chemical_formula_weight         676.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-2014/7 and CIFFIX'
_cell_angle_alpha                82.0691(8)
_cell_angle_beta                 84.5147(8)
_cell_angle_gamma                80.9008(8)
_cell_formula_units_Z            2
_cell_length_a                   11.4722(1)
_cell_length_b                   11.9239(2)
_cell_length_c                   12.9872(2)
_cell_measurement_reflns_used    7923
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1732.48(4)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 2006)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 2006)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 9.1
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans at fixed χ = 55°'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            52469
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         1.588
_diffrn_source                   'fine-focus sealed-tube'
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            'very pale pink'
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       block
_exptl_crystal_F_000             707
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.170
_refine_diff_density_max         1.089
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         7973
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0554P)²+0.6429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1210
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6373
_reflns_number_total             7973
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp9b04203_si_002.cif
_cod_data_source_block           k15080u
_cod_original_formula_sum        'C48 H32.50 Cl O2'
_cod_database_code               1552737
_shelx_shelxl_version_number     2014/7
_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_min   0.956
_shelx_estimated_absorpt_t_max   0.975
_exptl_absorpt_special_details
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by x-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the x-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;
loop_
_space_group_symop_operation_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_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
O1 O 0.69461(8) 0.12574(8) 0.64848(7) 0.0254(2) Uani 1 1 d . . . . .
C1 C 0.62638(11) 0.07145(11) 0.73952(10) 0.0233(3) Uani 1 1 d . . . . .
O2 O 0.61488(8) 0.21248(8) 0.58471(7) 0.0248(2) Uani 1 1 d . . . . .
C2 C 0.53512(11) 0.01478(11) 0.69593(10) 0.0230(3) Uani 1 1 d . . . . .
C3 C 0.52279(12) -0.10032(11) 0.71299(10) 0.0259(3) Uani 1 1 d . . . . .
H3A H 0.5746 -0.1534 0.7552 0.031 Uiso 1 1 calc R U . . .
C4 C 0.43277(13) -0.13639(12) 0.66689(11) 0.0293(3) Uani 1 1 d . . . . .
H4A H 0.4224 -0.2147 0.6787 0.035 Uiso 1 1 calc R U . . .
C5 C 0.35811(12) -0.05931(12) 0.60396(11) 0.0294(3) Uani 1 1 d . . . . .
H5A H 0.2967 -0.0853 0.5736 0.035 Uiso 1 1 calc R U . . .
C6 C 0.37215(12) 0.05538(12) 0.58483(10) 0.0262(3) Uani 1 1 d . . . . .
H6A H 0.3221 0.1078 0.5405 0.031 Uiso 1 1 calc R U . . .
C7 C 0.46085(11) 0.09191(11) 0.63186(10) 0.0233(3) Uani 1 1 d . . . . .
C8 C 0.48862(11) 0.21286(11) 0.62343(10) 0.0234(3) Uani 1 1 d . . . . .
C9 C 0.47957(11) 0.24549(11) 0.73406(10) 0.0225(3) Uani 1 1 d . . . . .
C10 C 0.40806(11) 0.33697(11) 0.77152(10) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.41562(11) 0.35473(11) 0.8779(1) 0.0235(3) Uani 1 1 d . . . . .
C12 C 0.34226(12) 0.44606(12) 0.92221(11) 0.0269(3) Uani 1 1 d . . . . .
H12A H 0.2871 0.4962 0.8809 0.032 Uiso 1 1 calc R U . . .
C13 C 0.34936(12) 0.46334(12) 1.02307(11) 0.0295(3) Uani 1 1 d . . . . .
H13A H 0.2996 0.5252 1.0510 0.035 Uiso 1 1 calc R U . . .
C14 C 0.42983(12) 0.39007(12) 1.08563(11) 0.0295(3) Uani 1 1 d . . . . .
H14A H 0.4338 0.4020 1.1560 0.035 Uiso 1 1 calc R U . . .
C15 C 0.50299(12) 0.30112(12) 1.04552(11) 0.0270(3) Uani 1 1 d . . . . .
H15A H 0.5579 0.2526 1.0883 0.032 Uiso 1 1 calc R U . . .
C16 C 0.49771(11) 0.28066(11) 0.94085(10) 0.0227(3) Uani 1 1 d . . . . .
C17 C 0.57317(11) 0.18691(11) 0.89863(10) 0.0224(3) Uani 1 1 d . . . . .
C18 C 0.56067(11) 0.16885(11) 0.79799(10) 0.0218(3) Uani 1 1 d . . . . .
C19 C 0.71653(12) -0.01248(11) 0.79023(10) 0.0249(3) Uani 1 1 d . . . . .
C20 C 0.78946(12) -0.09048(11) 0.82116(10) 0.0262(3) Uani 1 1 d . . . . .
C21 C 0.87558(12) -0.18153(11) 0.86426(11) 0.0253(3) Uani 1 1 d . . . . .
C22 C 0.84943(12) -0.24261(12) 0.96119(11) 0.0290(3) Uani 1 1 d . . . . .
H22A H 0.7748 -0.2243 0.9981 0.035 Uiso 1 1 calc R U . . .
C23 C 0.93228(13) -0.32989(12) 1.00347(12) 0.0317(3) Uani 1 1 d . . . . .
H23A H 0.9147 -0.3707 1.0698 0.038 Uiso 1 1 calc R U . . .
C24 C 1.04086(13) -0.35788(12) 0.94918(12) 0.0318(3) Uani 1 1 d . . . . .
H24A H 1.0974 -0.4179 0.9784 0.038 Uiso 1 1 calc R U . . .
C25 C 1.06699(13) -0.29860(13) 0.85265(12) 0.0328(3) Uani 1 1 d . . . . .
H25A H 1.1412 -0.3183 0.8155 0.039 Uiso 1 1 calc R U . . .
C26 C 0.98507(12) -0.21057(12) 0.81002(11) 0.0300(3) Uani 1 1 d . . . . .
H26A H 1.0033 -0.1698 0.7438 0.036 Uiso 1 1 calc R U . . .
C27 C 0.42798(12) 0.29072(11) 0.54256(10) 0.0251(3) Uani 1 1 d . . . . .
C28 C 0.37918(12) 0.34527(11) 0.47011(10) 0.0258(3) Uani 1 1 d . . . . .
C29 C 0.31441(11) 0.41507(11) 0.38917(10) 0.0246(3) Uani 1 1 d . . . . .
C30 C 0.23624(12) 0.36892(12) 0.33614(11) 0.0277(3) Uani 1 1 d . . . . .
H30A H 0.2295 0.2898 0.3505 0.033 Uiso 1 1 calc R U . . .
C31 C 0.16884(12) 0.43871(13) 0.26277(11) 0.0302(3) Uani 1 1 d . . . . .
H31A H 0.1154 0.4075 0.2271 0.036 Uiso 1 1 calc R U . . .
C32 C 0.17920(12) 0.55422(12) 0.24115(11) 0.0283(3) Uani 1 1 d . . . . .
H32A H 0.1318 0.6021 0.1917 0.034 Uiso 1 1 calc R U . . .
C33 C 0.25867(12) 0.59990(12) 0.29167(11) 0.0280(3) Uani 1 1 d . . . . .
H33A H 0.2666 0.6787 0.2758 0.034 Uiso 1 1 calc R U . . .
C34 C 0.32626(12) 0.53090(12) 0.36509(10) 0.0263(3) Uani 1 1 d . . . . .
H34A H 0.3809 0.5622 0.3993 0.032 Uiso 1 1 calc R U . . .
C35 C 0.31829(12) 0.41633(12) 0.71014(10) 0.0259(3) Uani 1 1 d . . . . .
C36 C 0.21039(12) 0.38248(14) 0.69832(11) 0.0331(3) Uani 1 1 d . . . . .
H36A H 0.1952 0.3081 0.7274 0.040 Uiso 1 1 calc R U . . .
C37 C 0.12454(14) 0.45665(16) 0.64427(13) 0.0414(4) Uani 1 1 d . . . . .
H37A H 0.0513 0.4326 0.6360 0.050 Uiso 1 1 calc R U . . .
C38 C 0.14542(15) 0.56517(16) 0.60253(13) 0.0434(4) Uani 1 1 d . . . . .
H38 H 0.0864 0.6159 0.5660 0.052 Uiso 1 1 calc R U . . .
C39 C 0.25265(15) 0.60001(14) 0.61402(12) 0.0381(4) Uani 1 1 d . . . . .
H39A H 0.2674 0.6745 0.5849 0.046 Uiso 1 1 calc R U . . .
C40 C 0.33823(13) 0.52616(12) 0.66797(11) 0.0298(3) Uani 1 1 d . . . . .
H40A H 0.4113 0.5507 0.6763 0.036 Uiso 1 1 calc R U . . .
C41 C 0.66519(11) 0.11933(11) 0.96552(10) 0.0238(3) Uani 1 1 d . . . . .
C42 C 0.78047(12) 0.14478(12) 0.95020(11) 0.0276(3) Uani 1 1 d . . . . .
H42A H 0.8006 0.2001 0.8941 0.033 Uiso 1 1 calc R U . . .
C43 C 0.86596(13) 0.09036(13) 1.01591(12) 0.0325(3) Uani 1 1 d . . . . .
H43A H 0.9444 0.1082 1.0047 0.039 Uiso 1 1 calc R U . . .
C44 C 0.83709(13) 0.01013(13) 1.09787(12) 0.0337(3) Uani 1 1 d . . . . .
H44 H 0.8958 -0.0273 1.1429 0.040 Uiso 1 1 calc R U . . .
C45 C 0.72261(13) -0.01591(13) 1.11454(11) 0.0319(3) Uani 1 1 d . . . . .
H45A H 0.7029 -0.0712 1.1708 0.038 Uiso 1 1 calc R U . . .
C46 C 0.63693(12) 0.03899(12) 1.04887(10) 0.0275(3) Uani 1 1 d . . . . .
H46A H 0.5584 0.0216 1.0608 0.033 Uiso 1 1 calc R U . . .
C1S C 0.0560(3) 0.8425(4) 0.4238(3) 0.0599(11) Uani 0.5 1 d . . P A 1
H1S1 H 0.1013 0.9073 0.4197 0.072 Uiso 0.5 1 calc R U P A 1
H1S2 H 0.1108 0.7708 0.4411 0.072 Uiso 0.5 1 calc R U P A 1
Cl1S Cl 0.00236(10) 0.84114(12) 0.30285(10) 0.0667(3) Uani 0.5 1 d . . P A 1
Cl2S Cl -0.05818(9) 0.85539(12) 0.52315(8) 0.0702(3) Uani 0.5 1 d . . P A 1
C1H C -0.0023(3) 0.9396(3) 0.4907(3) 0.0473(8) Uani 0.5 1 d . . P B 2
H1H1 H -0.0706 0.9120 0.5335 0.057 Uiso 0.5 1 calc R U P B 2
H1H2 H 0.0704 0.8905 0.5147 0.057 Uiso 0.5 1 calc R U P B 2
C2H C -0.0129(3) 0.9254(3) 0.3780(3) 0.0406(7) Uani 0.5 1 d . . P B 2
H2H1 H 0.0551 0.9531 0.3348 0.049 Uiso 0.5 1 calc R U P B 2
H2H2 H -0.0860 0.9737 0.3539 0.049 Uiso 0.5 1 calc R U P B 2
C3H C -0.0163(4) 0.8018(3) 0.3610(4) 0.0491(9) Uani 0.5 1 d . . P B 2
H3H1 H 0.0611 0.7561 0.3726 0.074 Uiso 0.5 1 calc R U P B 2
H3H2 H -0.0356 0.7998 0.2894 0.074 Uiso 0.5 1 calc R U P B 2
H3H3 H -0.0768 0.7703 0.4100 0.074 Uiso 0.5 1 calc R U P B 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
O2 O1 C1 110.36(8) .
C19 C1 O1 102.83(10) .
C19 C1 C2 111.95(11) .
O1 C1 C2 106.54(10) .
C19 C1 C18 119.60(11) .
O1 C1 C18 106.58(10) .
C2 C1 C18 108.34(10) .
O1 O2 C8 111.75(8) .
C3 C2 C7 120.57(12) .
C3 C2 C1 126.80(12) .
C7 C2 C1 112.63(11) .
C2 C3 C4 118.57(13) .
C2 C3 H3A 120.7 .
C4 C3 H3A 120.7 .
C5 C4 C3 120.80(13) .
C5 C4 H4A 119.6 .
C3 C4 H4A 119.6 .
C4 C5 C6 120.68(13) .
C4 C5 H5A 119.7 .
C6 C5 H5A 119.7 .
C5 C6 C7 118.65(13) .
C5 C6 H6A 120.7 .
C7 C6 H6A 120.7 .
C6 C7 C2 120.71(12) .
C6 C7 C8 126.92(12) .
C2 C7 C8 112.37(11) .
C27 C8 O2 101.91(10) .
C27 C8 C7 113.37(11) .
O2 C8 C7 108.39(10) .
C27 C8 C9 119.37(11) .
O2 C8 C9 105.55(10) .
C7 C8 C9 107.39(10) .
C10 C9 C18 121.69(12) .
C10 C9 C8 127.02(12) .
C18 C9 C8 111.26(11) .
C9 C10 C11 118.31(12) .
C9 C10 C35 123.98(12) .
C11 C10 C35 117.64(11) .
C12 C11 C16 118.59(12) .
C12 C11 C10 121.17(12) .
C16 C11 C10 120.25(11) .
C13 C12 C11 121.34(13) .
C13 C12 H12A 119.3 .
C11 C12 H12A 119.3 .
C12 C13 C14 120.26(12) .
C12 C13 H13A 119.9 .
C14 C13 H13A 119.9 .
C15 C14 C13 120.23(13) .
C15 C14 H14A 119.9 .
C13 C14 H14A 119.9 .
C14 C15 C16 120.92(13) .
C14 C15 H15A 119.5 .
C16 C15 H15A 119.5 .
C11 C16 C15 118.67(12) .
C11 C16 C17 120.10(11) .
C15 C16 C17 121.24(12) .
C18 C17 C16 118.50(12) .
C18 C17 C41 124.14(11) .
C16 C17 C41 117.26(11) .
C17 C18 C9 121.06(11) .
C17 C18 C1 127.41(11) .
C9 C18 C1 111.53(11) .
C20 C19 C1 170.90(14) .
C19 C20 C21 176.56(14) .
C22 C21 C26 119.38(12) .
C22 C21 C20 119.71(12) .
C26 C21 C20 120.90(13) .
C23 C22 C21 120.00(13) .
C23 C22 H22A 120.0 .
C21 C22 H22A 120.0 .
C22 C23 C24 120.19(14) .
C22 C23 H23A 119.9 .
C24 C23 H23A 119.9 .
C25 C24 C23 120.17(13) .
C25 C24 H24A 119.9 .
C23 C24 H24A 119.9 .
C24 C25 C26 120.09(13) .
C24 C25 H25A 120.0 .
C26 C25 H25A 120.0 .
C25 C26 C21 120.15(13) .
C25 C26 H26A 119.9 .
C21 C26 H26A 119.9 .
C28 C27 C8 173.12(14) .
C27 C28 C29 175.51(14) .
C34 C29 C30 119.49(12) .
C34 C29 C28 120.03(12) .
C30 C29 C28 120.45(12) .
C31 C30 C29 119.92(13) .
C31 C30 H30A 120.0 .
C29 C30 H30A 120.0 .
C30 C31 C32 120.15(13) .
C30 C31 H31A 119.9 .
C32 C31 H31A 119.9 .
C31 C32 C33 120.19(13) .
C31 C32 H32A 119.9 .
C33 C32 H32A 119.9 .
C34 C33 C32 120.06(13) .
C34 C33 H33A 120.0 .
C32 C33 H33A 120.0 .
C33 C34 C29 120.16(12) .
C33 C34 H34A 119.9 .
C29 C34 H34A 119.9 .
C36 C35 C40 118.87(13) .
C36 C35 C10 119.74(12) .
C40 C35 C10 121.33(12) .
C35 C36 C37 120.42(15) .
C35 C36 H36A 119.8 .
C37 C36 H36A 119.8 .
C38 C37 C36 120.19(15) .
C38 C37 H37A 119.9 .
C36 C37 H37A 119.9 .
C37 C38 C39 119.91(14) .
C37 C38 H38 120.0 .
C39 C38 H38 120.0 .
C40 C39 C38 119.94(15) .
C40 C39 H39A 120.0 .
C38 C39 H39A 120.0 .
C39 C40 C35 120.66(14) .
C39 C40 H40A 119.7 .
C35 C40 H40A 119.7 .
C46 C41 C42 118.85(12) .
C46 C41 C17 121.87(12) .
C42 C41 C17 119.01(12) .
C43 C42 C41 120.69(13) .
C43 C42 H42A 119.7 .
C41 C42 H42A 119.7 .
C44 C43 C42 119.93(13) .
C44 C43 H43A 120.0 .
C42 C43 H43A 120.0 .
C43 C44 C45 120.15(13) .
C43 C44 H44 119.9 .
C45 C44 H44 119.9 .
C44 C45 C46 119.86(13) .
C44 C45 H45A 120.1 .
C46 C45 H45A 120.1 .
C45 C46 C41 120.51(13) .
C45 C46 H46A 119.7 .
C41 C46 H46A 119.7 .
Cl1S C1S Cl2S 112.1(2) .
Cl1S C1S H1S1 109.2 .
Cl2S C1S H1S1 109.2 .
Cl1S C1S H1S2 109.2 .
Cl2S C1S H1S2 109.2 .
H1S1 C1S H1S2 107.9 .
C1H C1H C2H 114.4(4) 2_576
C1H C1H H1H1 108.7 2_576
C2H C1H H1H1 108.7 .
C1H C1H H1H2 108.7 2_576
C2H C1H H1H2 108.7 .
H1H1 C1H H1H2 107.6 .
C1H C2H C3H 113.4(3) .
C1H C2H H2H1 108.9 .
C3H C2H H2H1 108.9 .
C1H C2H H2H2 108.9 .
C3H C2H H2H2 108.9 .
H2H1 C2H H2H2 107.7 .
C2H C3H H3H1 109.5 .
C2H C3H H3H2 109.5 .
H3H1 C3H H3H2 109.5 .
C2H C3H H3H3 109.5 .
H3H1 C3H H3H3 109.5 .
H3H2 C3H H3H3 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 O2 1.4838(12) .
O1 C1 1.4838(15) .
C1 C19 1.4580(18) .
C1 C2 1.5217(18) .
C1 C18 1.5333(17) .
O2 C8 1.4868(15) .
C2 C3 1.3872(18) .
C2 C7 1.3931(18) .
C3 C4 1.3928(19) .
C3 H3A 0.9500 .
C4 C5 1.387(2) .
C4 H4A 0.9500 .
C5 C6 1.388(2) .
C5 H5A 0.9500 .
C6 C7 1.3895(18) .
C6 H6A 0.9500 .
C7 C8 1.5128(18) .
C8 C27 1.4545(18) .
C8 C9 1.5296(18) .
C9 C10 1.3735(18) .
C9 C18 1.4351(18) .
C10 C11 1.4391(18) .
C10 C35 1.4940(18) .
C11 C12 1.4198(18) .
C11 C16 1.4213(18) .
C12 C13 1.3658(19) .
C12 H12A 0.9500 .
C13 C14 1.403(2) .
C13 H13A 0.9500 .
C14 C15 1.3741(19) .
C14 H14A 0.9500 .
C15 C16 1.4222(18) .
C15 H15A 0.9500 .
C16 C17 1.4395(18) .
C17 C18 1.3779(18) .
C17 C41 1.4938(18) .
C19 C20 1.2006(19) .
C20 C21 1.4377(18) .
C21 C22 1.396(2) .
C21 C26 1.3980(19) .
C22 C23 1.3846(19) .
C22 H22A 0.9500 .
C23 C24 1.388(2) .
C23 H23A 0.9500 .
C24 C25 1.383(2) .
C24 H24A 0.9500 .
C25 C26 1.385(2) .
C25 H25A 0.9500 .
C26 H26A 0.9500 .
C27 C28 1.1994(19) .
C28 C29 1.4360(18) .
C29 C34 1.3985(19) .
C29 C30 1.4000(19) .
C30 C31 1.3845(19) .
C30 H30A 0.9500 .
C31 C32 1.389(2) .
C31 H31A 0.9500 .
C32 C33 1.389(2) .
C32 H32A 0.9500 .
C33 C34 1.3821(19) .
C33 H33A 0.9500 .
C34 H34A 0.9500 .
C35 C36 1.389(2) .
C35 C40 1.393(2) .
C36 C37 1.389(2) .
C36 H36A 0.9500 .
C37 C38 1.380(3) .
C37 H37A 0.9500 .
C38 C39 1.386(3) .
C38 H38 0.9500 .
C39 C40 1.385(2) .
C39 H39A 0.9500 .
C40 H40A 0.9500 .
C41 C46 1.3927(19) .
C41 C42 1.3931(19) .
C42 C43 1.3846(19) .
C42 H42A 0.9500 .
C43 C44 1.382(2) .
C43 H43A 0.9500 .
C44 C45 1.387(2) .
C44 H44 0.9500 .
C45 C46 1.3874(19) .
C45 H45A 0.9500 .
C46 H46A 0.9500 .
C1S Cl1S 1.744(4) .
C1S Cl2S 1.753(4) .
C1S H1S1 0.9900 .
C1S H1S2 0.9900 .
C1H C1H 1.504(7) 2_576
C1H C2H 1.515(5) .
C1H H1H1 0.9900 .
C1H H1H2 0.9900 .
C2H C3H 1.526(5) .
C2H H2H1 0.9900 .
C2H H2H2 0.9900 .
C3H H3H1 0.9800 .
C3H H3H2 0.9800 .
C3H H3H3 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
O2 O1 C1 C19 178.14(9) .
O2 O1 C1 C2 60.27(11) .
O2 O1 C1 C18 -55.25(12) .
C1 O1 O2 C8 -5.54(12) .
C19 C1 C2 C3 9.52(18) .
O1 C1 C2 C3 121.20(13) .
C18 C1 C2 C3 -124.48(13) .
C19 C1 C2 C7 -169.48(11) .
O1 C1 C2 C7 -57.80(13) .
C18 C1 C2 C7 56.53(14) .
C7 C2 C3 C4 -1.61(19) .
C1 C2 C3 C4 179.46(12) .
C2 C3 C4 C5 1.0(2) .
C3 C4 C5 C6 0.6(2) .
C4 C5 C6 C7 -1.4(2) .
C5 C6 C7 C2 0.75(19) .
C5 C6 C7 C8 -178.33(12) .
C3 C2 C7 C6 0.77(19) .
C1 C2 C7 C6 179.83(11) .
C3 C2 C7 C8 179.97(11) .
C1 C2 C7 C8 -0.96(15) .
O1 O2 C8 C27 -172.45(9) .
O1 O2 C8 C7 -52.63(12) .
O1 O2 C8 C9 62.17(11) .
C6 C7 C8 C27 -11.68(18) .
C2 C7 C8 C27 169.18(11) .
C6 C7 C8 O2 -124.05(13) .
C2 C7 C8 O2 56.81(13) .
C6 C7 C8 C9 122.37(13) .
C2 C7 C8 C9 -56.78(13) .
C27 C8 C9 C10 8.04(19) .
O2 C8 C9 C10 121.77(13) .
C7 C8 C9 C10 -122.74(13) .
C27 C8 C9 C18 -169.95(11) .
O2 C8 C9 C18 -56.23(13) .
C7 C8 C9 C18 59.26(13) .
C18 C9 C10 C11 -0.25(18) .
C8 C9 C10 C11 -178.06(12) .
C18 C9 C10 C35 -177.14(12) .
C8 C9 C10 C35 5.1(2) .
C9 C10 C11 C12 -178.52(12) .
C35 C10 C11 C12 -1.43(18) .
C9 C10 C11 C16 1.69(18) .
C35 C10 C11 C16 178.79(11) .
C16 C11 C12 C13 -0.07(19) .
C10 C11 C12 C13 -179.85(12) .
C11 C12 C13 C14 -0.3(2) .
C12 C13 C14 C15 0.7(2) .
C13 C14 C15 C16 -0.8(2) .
C12 C11 C16 C15 -0.03(18) .
C10 C11 C16 C15 179.76(12) .
C12 C11 C16 C17 179.76(12) .
C10 C11 C16 C17 -0.45(18) .
C14 C15 C16 C11 0.46(19) .
C14 C15 C16 C17 -179.32(12) .
C11 C16 C17 C18 -2.27(18) .
C15 C16 C17 C18 177.50(12) .
C11 C16 C17 C41 174.30(11) .
C15 C16 C17 C41 -5.92(18) .
C16 C17 C18 C9 3.75(18) .
C41 C17 C18 C9 -172.57(11) .
C16 C17 C18 C1 -176.58(12) .
C41 C17 C18 C1 7.1(2) .
C10 C9 C18 C17 -2.56(19) .
C8 C9 C18 C17 175.56(11) .
C10 C9 C18 C1 177.73(11) .
C8 C9 C18 C1 -4.15(14) .
C19 C1 C18 C17 -2.35(19) .
O1 C1 C18 C17 -118.17(13) .
C2 C1 C18 C17 127.53(13) .
C19 C1 C18 C9 177.34(11) .
O1 C1 C18 C9 61.52(13) .
C2 C1 C18 C9 -52.78(13) .
C26 C21 C22 C23 1.0(2) .
C20 C21 C22 C23 -179.56(13) .
C21 C22 C23 C24 -0.8(2) .
C22 C23 C24 C25 0.1(2) .
C23 C24 C25 C26 0.4(2) .
C24 C25 C26 C21 -0.2(2) .
C22 C21 C26 C25 -0.5(2) .
C20 C21 C26 C25 -179.95(13) .
C34 C29 C30 C31 -1.9(2) .
C28 C29 C30 C31 176.01(12) .
C29 C30 C31 C32 0.4(2) .
C30 C31 C32 C33 1.1(2) .
C31 C32 C33 C34 -1.2(2) .
C32 C33 C34 C29 -0.4(2) .
C30 C29 C34 C33 1.90(19) .
C28 C29 C34 C33 -176.06(12) .
C9 C10 C35 C36 78.01(17) .
C11 C10 C35 C36 -98.90(15) .
C9 C10 C35 C40 -104.84(16) .
C11 C10 C35 C40 78.24(16) .
C40 C35 C36 C37 0.7(2) .
C10 C35 C36 C37 177.96(13) .
C35 C36 C37 C38 -0.6(2) .
C36 C37 C38 C39 0.4(2) .
C37 C38 C39 C40 -0.5(2) .
C38 C39 C40 C35 0.7(2) .
C36 C35 C40 C39 -0.8(2) .
C10 C35 C40 C39 -177.98(12) .
C18 C17 C41 C46 -107.00(15) .
C16 C17 C41 C46 76.63(16) .
C18 C17 C41 C42 79.03(17) .
C16 C17 C41 C42 -97.33(14) .
C46 C41 C42 C43 0.7(2) .
C17 C41 C42 C43 174.84(12) .
C41 C42 C43 C44 -0.2(2) .
C42 C43 C44 C45 -0.1(2) .
C43 C44 C45 C46 -0.2(2) .
C44 C45 C46 C41 0.7(2) .
C42 C41 C46 C45 -0.9(2) .
C17 C41 C46 C45 -174.90(12) .
C1H C1H C2H C3H 179.5(4) 2_576
