#------------------------------------------------------------------------------
#$Date: 2022-04-26 10:46:58 +0300 (Tue, 26 Apr 2022) $
#$Revision: 274677 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/50/8105063.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_8105063
loop_
_publ_author_name
'Ma, Wen'
'Li, Pu-Bo'
'Liang, Sen'
_publ_section_title
;
 Crystal structure of di(naphthalen-2-yl)sulfane, C20H14S
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              219
_journal_page_last               220
_journal_paper_doi               10.1515/ncrs-2019-0583
_journal_volume                  235
_journal_year                    2019
_chemical_formula_sum            'C20 H14 S'
_chemical_formula_weight         286.37
_chemical_name_common            (C10H7)2S
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 94.664(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.155(3)
_cell_length_b                   5.8419(6)
_cell_length_c                   7.7505(8)
_cell_measurement_reflns_used    1367
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      1.5
_cell_volume                     1406.0(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXL or DIAMOND'
_computing_publication_material  'Bruker SHELXL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-III CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6019
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         2.624
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_transmission_factor_max   0.972
_exptl_transmission_factor_min   0.963
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1367
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0480
_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)+(0.0642P)²+1.3476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1352
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1206
_reflns_number_total             1367
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0583_suppl.cif
_cod_data_source_block           p
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        1405.9(3)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8105063
_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   0.964
_shelx_estimated_absorpt_t_max   0.972
loop_
_space_group_symop_operation_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_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
S1 S 0.5000 0.42499(12) 0.2500 0.0338(3) Uani 1 2 d S T P . .
C1 C 0.54255(7) 0.8206(4) 0.3758(3) 0.0321(5) Uani 1 1 d . . . . .
H1 H 0.5154 0.8787 0.4025 0.038 Uiso 1 1 calc R U . . .
C2 C 0.57906(7) 0.9432(4) 0.4200(3) 0.0328(5) Uani 1 1 d . . . . .
H2 H 0.5770 1.0868 0.4762 0.039 Uiso 1 1 calc R U . . .
C3 C 0.62021(7) 0.8589(4) 0.3831(3) 0.0314(5) Uani 1 1 d . . . . .
C4 C 0.65863(8) 0.9797(4) 0.4328(3) 0.0399(6) Uani 1 1 d . . . . .
H4 H 0.6573 1.1227 0.4904 0.048 Uiso 1 1 calc R U . . .
C5 C 0.69765(8) 0.8908(5) 0.3980(3) 0.0453(6) Uani 1 1 d . . . . .
H5 H 0.7233 0.9725 0.4321 0.054 Uiso 1 1 calc R U . . .
C6 C 0.70009(7) 0.6797(5) 0.3123(3) 0.0445(6) Uani 1 1 d . . . . .
H6 H 0.7274 0.6201 0.2891 0.053 Uiso 1 1 calc R U . . .
C7 C 0.66368(7) 0.5595(4) 0.2623(3) 0.0380(5) Uani 1 1 d . . . . .
H7 H 0.6658 0.4178 0.2034 0.046 Uiso 1 1 calc R U . . .
C8 C 0.62265(7) 0.6451(4) 0.2979(3) 0.0309(5) Uani 1 1 d . . . . .
C9 C 0.58420(7) 0.5240(4) 0.2503(3) 0.0313(5) Uani 1 1 d . . . . .
H9 H 0.5856 0.3831 0.1898 0.038 Uiso 1 1 calc R U . . .
C10 C 0.54492(7) 0.6061(4) 0.2900(3) 0.0298(5) 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'
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
C10 S1 C10 106.18(14) . 2_655
C2 C1 C10 120.37(19) . .
C2 C1 H1 119.8 . .
C10 C1 H1 119.8 . .
C1 C2 C3 121.0(2) . .
C1 C2 H2 119.5 . .
C3 C2 H2 119.5 . .
C4 C3 C8 119.3(2) . .
C4 C3 C2 121.9(2) . .
C8 C3 C2 118.76(19) . .
C5 C4 C3 120.2(2) . .
C5 C4 H4 119.9 . .
C3 C4 H4 119.9 . .
C4 C5 C6 120.6(2) . .
C4 C5 H5 119.7 . .
C6 C5 H5 119.7 . .
C7 C6 C5 120.7(2) . .
C7 C6 H6 119.7 . .
C5 C6 H6 119.7 . .
C6 C7 C8 120.3(2) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C9 C8 C3 119.07(19) . .
C9 C8 C7 122.0(2) . .
C3 C8 C7 118.9(2) . .
C10 C9 C8 121.23(19) . .
C10 C9 H9 119.4 . .
C8 C9 H9 119.4 . .
C9 C10 C1 119.57(19) . .
C9 C10 S1 117.43(16) . .
C1 C10 S1 122.71(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C10 1.762(2) .
S1 C10 1.762(2) 2_655
C1 C2 1.364(3) .
C1 C10 1.423(3) .
C1 H1 0.9500 .
C2 C3 1.424(3) .
C2 H2 0.9500 .
C3 C4 1.415(3) .
C3 C8 1.418(3) .
C4 C5 1.369(4) .
C4 H4 0.9500 .
C5 C6 1.406(4) .
C5 H5 0.9500 .
C6 C7 1.363(3) .
C6 H6 0.9500 .
C7 C8 1.420(3) .
C7 H7 0.9500 .
C8 C9 1.414(3) .
C9 C10 1.373(3) .
C9 H9 0.9500 .
