#------------------------------------------------------------------------------
#$Date: 2023-03-06 10:05:50 +0200 (Mon, 06 Mar 2023) $
#$Revision: 281650 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106830.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_8106830
loop_
_publ_author_name
'Fan, Congbin'
'Fu, Yinglong'
'Pu, Shouzhi'
_publ_section_title
;
 Crystal structure of photochromic
 1-(2-methyl-5-phenyl-3-thienyl-2-[2-methyl-5-(4-ethoxylphenyl)-3-thienyl]
 3,3,4,4,5,5-hexafluoro-cyclopent-1-ene, C29H22F6OS2
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              215
_journal_page_last               217
_journal_paper_doi               10.1515/ncrs-2015-0095
_journal_volume                  231
_journal_year                    2016
_chemical_formula_sum            'C29 H22 F6 O S2'
_chemical_formula_weight         564.59
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 91.7790(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.4504(2)
_cell_length_b                   16.9752(4)
_cell_length_c                   22.8762(6)
_cell_measurement_reflns_used    9375
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.93
_cell_volume                     2503.66(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            21976
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.9308
_exptl_absorpt_correction_T_min  0.8914
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         5746
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0625P)²+1.3462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1156
_reflns_number_gt                4806
_reflns_number_total             5746
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2015-0095_suppl.cif
_cod_data_source_block           exp_2015
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               8106830
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.7209(3) 0.63972(13) 0.79683(10) 0.0353(5) Uani 1 1 d . . .
H1A H 1.6534 0.6156 0.8291 0.053 Uiso 1 1 calc R . .
H1B H 1.8022 0.6837 0.8107 0.053 Uiso 1 1 calc R . .
H1C H 1.8097 0.6019 0.7789 0.053 Uiso 1 1 calc R . .
C2 C 1.5597(3) 0.66799(11) 0.75242(8) 0.0238(4) Uani 1 1 d . . .
H2A H 1.4777 0.7100 0.7688 0.029 Uiso 1 1 calc R . .
H2B H 1.6262 0.6880 0.7180 0.029 Uiso 1 1 calc R . .
C3 C 1.2625(3) 0.61705(10) 0.70114(7) 0.0166(3) Uani 1 1 d . . .
C4 C 1.2223(3) 0.68886(11) 0.67380(8) 0.0204(4) Uani 1 1 d . . .
H4 H 1.3122 0.7311 0.6799 0.024 Uiso 1 1 calc R . .
C5 C 1.0483(3) 0.69730(10) 0.63743(8) 0.0197(4) Uani 1 1 d . . .
H5 H 1.0231 0.7456 0.6194 0.024 Uiso 1 1 calc R . .
C6 C 0.9098(3) 0.63559(10) 0.62697(7) 0.0168(3) Uani 1 1 d . . .
C7 C 0.9529(3) 0.56367(11) 0.65490(8) 0.0228(4) Uani 1 1 d . . .
H7 H 0.8637 0.5213 0.6486 0.027 Uiso 1 1 calc R . .
C8 C 1.1258(3) 0.55457(11) 0.69172(8) 0.0228(4) Uani 1 1 d . . .
H8 H 1.1506 0.5065 0.7102 0.027 Uiso 1 1 calc R . .
C9 C 0.7273(3) 0.64734(10) 0.58768(7) 0.0171(3) Uani 1 1 d . . .
C10 C 0.6724(3) 0.71381(11) 0.55731(7) 0.0198(4) Uani 1 1 d . . .
H10 H 0.7488 0.7602 0.5593 0.024 Uiso 1 1 calc R . .
C11 C 0.4860(3) 0.70526(10) 0.52219(7) 0.0182(3) Uani 1 1 d . . .
C12 C 0.3972(3) 0.63230(10) 0.52718(7) 0.0167(3) Uani 1 1 d . . .
C13 C 0.2004(3) 0.60131(11) 0.49955(8) 0.0205(4) Uani 1 1 d . . .
H13A H 0.1031 0.6437 0.4942 0.031 Uiso 1 1 calc R . .
H13B H 0.1429 0.5619 0.5244 0.031 Uiso 1 1 calc R . .
H13C H 0.2291 0.5784 0.4623 0.031 Uiso 1 1 calc R . .
C14 C 0.3992(3) 0.76915(10) 0.48575(8) 0.0201(4) Uani 1 1 d . . .
C15 C 0.3562(4) 0.84796(11) 0.51352(8) 0.0282(4) Uani 1 1 d . . .
C16 C 0.3013(3) 0.90274(11) 0.46203(8) 0.0260(4) Uani 1 1 d . . .
C17 C 0.2230(3) 0.84528(11) 0.41457(8) 0.0230(4) Uani 1 1 d . . .
C18 C 0.3323(3) 0.76849(10) 0.42914(8) 0.0189(4) Uani 1 1 d . . .
C19 C 0.3463(3) 0.70816(10) 0.38379(7) 0.0174(3) Uani 1 1 d . . .
C20 C 0.5082(3) 0.65639(10) 0.37674(7) 0.0180(3) Uani 1 1 d . . .
C21 C 0.7078(3) 0.64627(13) 0.41078(8) 0.0255(4) Uani 1 1 d . . .
H21A H 0.7537 0.6964 0.4256 0.038 Uiso 1 1 calc R . .
H21B H 0.8107 0.6250 0.3858 0.038 Uiso 1 1 calc R . .
H21C H 0.6874 0.6109 0.4428 0.038 Uiso 1 1 calc R . .
C22 C 0.1895(3) 0.70055(10) 0.33824(7) 0.0185(3) Uani 1 1 d . . .
H22 H 0.0708 0.7317 0.3362 0.022 Uiso 1 1 calc R . .
C23 C 0.2302(3) 0.64353(10) 0.29816(7) 0.0167(3) Uani 1 1 d . . .
C24 C 0.1068(3) 0.62087(10) 0.24539(7) 0.0179(3) Uani 1 1 d . . .
C25 C -0.0929(3) 0.65000(11) 0.23613(8) 0.0215(4) Uani 1 1 d . . .
H25 H -0.1483 0.6842 0.2633 0.026 Uiso 1 1 calc R . .
C26 C -0.2108(3) 0.62861(12) 0.18672(8) 0.0257(4) Uani 1 1 d . . .
H26 H -0.3442 0.6486 0.1809 0.031 Uiso 1 1 calc R . .
C27 C -0.1294(3) 0.57756(12) 0.14615(8) 0.0288(4) Uani 1 1 d . . .
H27 H -0.2082 0.5630 0.1131 0.035 Uiso 1 1 calc R . .
C28 C 0.0683(3) 0.54841(12) 0.15478(8) 0.0289(4) Uani 1 1 d . . .
H28 H 0.1229 0.5142 0.1275 0.035 Uiso 1 1 calc R . .
C29 C 0.1868(3) 0.56968(11) 0.20398(8) 0.0241(4) Uani 1 1 d . . .
H29 H 0.3203 0.5497 0.2094 0.029 Uiso 1 1 calc R . .
F1 F 0.5140(3) 0.87658(8) 0.54642(7) 0.0555(5) Uani 1 1 d . . .
F2 F 0.1909(3) 0.84331(8) 0.54884(6) 0.0475(4) Uani 1 1 d . . .
F3 F 0.4734(2) 0.93884(7) 0.44376(6) 0.0374(3) Uani 1 1 d . . .
F4 F 0.1643(2) 0.95866(7) 0.47495(5) 0.0355(3) Uani 1 1 d . . .
F5 F 0.01242(18) 0.83709(7) 0.41781(5) 0.0309(3) Uani 1 1 d . . .
F6 F 0.2567(2) 0.87300(7) 0.36040(5) 0.0321(3) Uani 1 1 d . . .
O1 O 1.43023(19) 0.60236(7) 0.73724(5) 0.0204(3) Uani 1 1 d . . .
S1 S 0.54413(7) 0.57411(2) 0.574366(18) 0.01704(11) Uani 1 1 d . . .
S2 S 0.46363(7) 0.59855(3) 0.315840(19) 0.01970(12) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O1 C2 C1 107.52(16) . .
O1 C3 C8 116.20(15) . .
O1 C3 C4 124.45(16) . .
C8 C3 C4 119.35(16) . .
C5 C4 C3 119.83(17) . .
C4 C5 C6 121.99(17) . .
C5 C6 C7 117.34(16) . .
C5 C6 C9 119.98(16) . .
C7 C6 C9 122.67(16) . .
C8 C7 C6 121.26(17) . .
C7 C8 C3 120.22(17) . .
C10 C9 C6 127.74(16) . .
C10 C9 S1 109.77(13) . .
C6 C9 S1 122.49(13) . .
C9 C10 C11 113.66(16) . .
C12 C11 C10 112.99(15) . .
C12 C11 C14 124.16(16) . .
C10 C11 C14 122.84(16) . .
C11 C12 C13 129.34(16) . .
C11 C12 S1 110.27(13) . .
C13 C12 S1 120.37(13) . .
C18 C14 C11 129.96(16) . .
C18 C14 C15 110.66(15) . .
C11 C14 C15 119.17(15) . .
F1 C15 F2 106.47(17) . .
F1 C15 C14 114.30(17) . .
F2 C15 C14 110.87(17) . .
F1 C15 C16 111.41(17) . .
F2 C15 C16 108.98(17) . .
C14 C15 C16 104.78(15) . .
F4 C16 F3 107.62(16) . .
F4 C16 C15 113.53(17) . .
F3 C16 C15 109.99(17) . .
F4 C16 C17 113.77(16) . .
F3 C16 C17 109.05(16) . .
C15 C16 C17 102.78(15) . .
F6 C17 F5 105.84(14) . .
F6 C17 C18 114.54(16) . .
F5 C17 C18 110.89(15) . .
F6 C17 C16 111.69(16) . .
F5 C17 C16 109.37(16) . .
C18 C17 C16 104.53(14) . .
C14 C18 C19 131.33(16) . .
C14 C18 C17 109.64(15) . .
C19 C18 C17 119.02(15) . .
C20 C19 C22 112.16(15) . .
C20 C19 C18 126.38(16) . .
C22 C19 C18 121.36(16) . .
C19 C20 C21 131.01(16) . .
C19 C20 S2 110.52(13) . .
C21 C20 S2 118.41(14) . .
C23 C22 C19 113.92(16) . .
C22 C23 C24 128.62(16) . .
C22 C23 S2 109.96(13) . .
C24 C23 S2 121.39(13) . .
C25 C24 C29 118.58(16) . .
C25 C24 C23 120.38(16) . .
C29 C24 C23 121.05(17) . .
C24 C25 C26 120.80(18) . .
C27 C26 C25 119.92(19) . .
C28 C27 C26 119.84(18) . .
C27 C28 C29 120.48(19) . .
C28 C29 C24 120.39(18) . .
C3 O1 C2 116.85(14) . .
C12 S1 C9 93.30(8) . .
C20 S2 C23 93.43(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.509(3) .
C2 O1 1.429(2) .
C3 O1 1.364(2) .
C3 C8 1.392(3) .
C3 C4 1.391(2) .
C4 C5 1.383(2) .
C5 C6 1.393(2) .
C6 C7 1.402(2) .
C6 C9 1.472(2) .
C7 C8 1.385(3) .
C9 C10 1.366(2) .
C9 S1 1.7352(18) .
C10 C11 1.432(2) .
C11 C12 1.371(3) .
C11 C14 1.468(2) .
C12 C13 1.496(2) .
C12 S1 1.7250(17) .
C14 C18 1.352(2) .
C14 C15 1.510(3) .
C15 F1 1.338(2) .
C15 F2 1.360(3) .
C15 C16 1.533(3) .
C16 F4 1.336(2) .
C16 F3 1.346(2) .
C16 C17 1.533(3) .
C17 F6 1.349(2) .
C17 F5 1.370(2) .
C17 C18 1.514(2) .
C18 C19 1.463(2) .
C19 C20 1.378(3) .
C19 C22 1.435(2) .
C20 C21 1.494(2) .
C20 S2 1.7211(18) .
C22 C23 1.364(2) .
C23 C24 1.476(2) .
C23 S2 1.7251(18) .
C24 C25 1.390(3) .
C24 C29 1.396(3) .
C25 C26 1.391(2) .
C26 C27 1.385(3) .
C27 C28 1.377(3) .
C28 C29 1.389(3) .
