#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/02/1520265.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_1520265
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Skabara, Peter J.'
_publ_section_title
;
 C22H12S3
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              407
_journal_year                    2008
_chemical_formula_sum            'C22 H12 S3'
_chemical_formula_weight         372.50
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_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                 98.498(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.8475(14)
_cell_length_b                   15.8514(14)
_cell_length_c                   6.9724(4)
_cell_measurement_reflns_used    31436
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1732.3(2)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1068
_diffrn_reflns_av_sigmaI/netI    0.1097
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            19708
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.22
_exptl_absorpt_coefficient_mu    0.429
_exptl_absorpt_correction_T_max  0.9957
_exptl_absorpt_correction_T_min  0.8305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.393
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       0.013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3940
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.1583
_refine_ls_R_factor_gt           0.1079
_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)+(0.0995P)²+11.8093P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2576
_refine_ls_wR_factor_ref         0.2819
_reflns_number_gt                2605
_reflns_number_total             3940
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-407.cif
_cod_data_source_block           2008src0227
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Hursthouse, Michael B. and Skabara, Peter J. (2008)
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/407)

More at:
http://ecrystals.chem.soton.ac.uk/407/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1520265
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 0.2012(4) 0.3217(4) 0.1690(8) 0.0203(12) Uani 1 1 d . . .
C2 C 0.2335(4) 0.2405(3) 0.1814(8) 0.0188(12) Uani 1 1 d . . .
C3 C 0.3237(4) 0.2380(4) 0.2023(9) 0.0204(12) Uani 1 1 d . . .
C4 C 0.3583(4) 0.3185(4) 0.2103(9) 0.0217(13) Uani 1 1 d . . .
C5 C 0.4536(4) 0.3180(4) 0.2340(9) 0.0235(13) Uani 1 1 d . . .
H5A H 0.4790 0.3465 0.3553 0.028 Uiso 1 1 calc R . .
H5B H 0.4750 0.3449 0.1224 0.028 Uiso 1 1 calc R . .
C6 C 0.4713(4) 0.2235(4) 0.2417(9) 0.0252(14) Uani 1 1 d . . .
C7 C 0.5490(4) 0.1813(4) 0.2653(9) 0.0295(15) Uani 1 1 d . . .
H7 H 0.6011 0.2117 0.2785 0.035 Uiso 1 1 calc R . .
C8 C 0.5488(5) 0.0934(5) 0.2692(10) 0.0344(17) Uani 1 1 d . . .
H8 H 0.6014 0.0637 0.2861 0.041 Uiso 1 1 calc R . .
C9 C 0.4714(5) 0.0479(4) 0.2485(11) 0.0357(17) Uani 1 1 d . . .
H9 H 0.4727 -0.0120 0.2499 0.043 Uiso 1 1 calc R . .
C10 C 0.3936(5) 0.0895(4) 0.2261(9) 0.0270(14) Uani 1 1 d . . .
H10 H 0.3417 0.0588 0.2142 0.032 Uiso 1 1 calc R . .
C11 C 0.3935(4) 0.1777(4) 0.2214(8) 0.0216(13) Uani 1 1 d . . .
C12 C 0.1108(4) 0.3242(4) 0.1450(8) 0.0195(12) Uani 1 1 d . . .
C13 C 0.0763(4) 0.2439(4) 0.1378(8) 0.0197(13) Uani 1 1 d . . .
C14 C -0.0149(4) 0.2451(4) 0.1074(8) 0.0202(13) Uani 1 1 d . . .
C15 C -0.0456(4) 0.3260(4) 0.0981(9) 0.0227(13) Uani 1 1 d . . .
C16 C -0.1423(4) 0.3291(4) 0.0653(9) 0.0256(14) Uani 1 1 d . . .
H16A H -0.1647 0.3569 -0.0589 0.031 Uiso 1 1 calc R . .
H16B H -0.1648 0.3581 0.1729 0.031 Uiso 1 1 calc R . .
C17 C -0.1625(4) 0.2353(4) 0.0609(8) 0.0217(13) Uani 1 1 d . . .
C18 C -0.2418(4) 0.1973(4) 0.0378(9) 0.0267(14) Uani 1 1 d . . .
H18 H -0.2925 0.2302 0.0250 0.032 Uiso 1 1 calc R . .
C19 C -0.2455(5) 0.1087(4) 0.0338(10) 0.0307(15) Uani 1 1 d . . .
H19 H -0.2994 0.0813 0.0147 0.037 Uiso 1 1 calc R . .
C20 C -0.1712(5) 0.0605(4) 0.0575(9) 0.0274(14) Uani 1 1 d . . .
H20 H -0.1750 0.0006 0.0572 0.033 Uiso 1 1 calc R . .
C21 C -0.0909(4) 0.0992(4) 0.0819(9) 0.0258(14) Uani 1 1 d . . .
H21 H -0.0402 0.0663 0.0971 0.031 Uiso 1 1 calc R . .
C22 C -0.0869(4) 0.1873(4) 0.0833(9) 0.0224(13) Uani 1 1 d . . .
S1 S 0.28189(11) 0.39734(9) 0.1875(2) 0.0246(4) Uani 1 1 d . . .
S2 S 0.15308(10) 0.16467(9) 0.1599(2) 0.0205(4) Uani 1 1 d . . .
S3 S 0.03317(10) 0.40211(9) 0.1195(2) 0.0236(4) 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
C2 C1 C12 113.2(5) . .
C2 C1 S1 112.0(5) . .
C12 C1 S1 134.9(5) . .
C1 C2 C3 113.1(5) . .
C1 C2 S2 112.1(5) . .
C3 C2 S2 134.8(5) . .
C4 C3 C2 111.5(5) . .
C4 C3 C11 108.1(5) . .
C2 C3 C11 140.4(6) . .
C3 C4 C5 112.8(5) . .
C3 C4 S1 113.1(5) . .
C5 C4 S1 134.1(5) . .
C4 C5 C6 100.7(5) . .
C7 C6 C11 120.4(6) . .
C7 C6 C5 129.3(6) . .
C11 C6 C5 110.3(5) . .
C6 C7 C8 118.7(7) . .
C7 C8 C9 120.9(7) . .
C10 C9 C8 120.9(7) . .
C9 C10 C11 118.5(7) . .
C10 C11 C6 120.7(6) . .
C10 C11 C3 131.2(6) . .
C6 C11 C3 108.1(5) . .
C13 C12 C1 111.4(5) . .
C13 C12 S3 112.3(5) . .
C1 C12 S3 136.2(5) . .
C12 C13 C14 112.2(5) . .
C12 C13 S2 113.1(5) . .
C14 C13 S2 134.6(5) . .
C15 C14 C13 111.4(5) . .
C15 C14 C22 108.6(5) . .
C13 C14 C22 140.1(6) . .
C14 C15 C16 112.4(5) . .
C14 C15 S3 113.8(5) . .
C16 C15 S3 133.8(5) . .
C15 C16 C17 100.2(5) . .
C18 C17 C22 121.4(6) . .
C18 C17 C16 127.9(6) . .
C22 C17 C16 110.7(6) . .
C17 C18 C19 118.2(6) . .
C20 C19 C18 120.9(7) . .
C19 C20 C21 120.7(6) . .
C22 C21 C20 118.6(6) . .
C21 C22 C17 120.1(6) . .
C21 C22 C14 131.7(6) . .
C17 C22 C14 108.2(5) . .
C4 S1 C1 90.3(3) . .
C13 S2 C2 90.2(3) . .
C15 S3 C12 90.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.383(8) .
C1 C12 1.417(8) .
C1 S1 1.745(6) .
C2 C3 1.415(9) .
C2 S2 1.743(6) .
C3 C4 1.387(8) .
C3 C11 1.454(8) .
C4 C5 1.495(9) .
C4 S1 1.731(6) .
C5 C6 1.524(9) .
C6 C7 1.389(9) .
C6 C11 1.421(9) .
C7 C8 1.393(10) .
C8 C9 1.411(11) .
C9 C10 1.386(10) .
C10 C11 1.398(9) .
C12 C13 1.384(8) .
C12 S3 1.734(6) .
C13 C14 1.429(9) .
C13 S2 1.740(6) .
C14 C15 1.369(8) .
C14 C22 1.454(9) .
C15 C16 1.516(9) .
C15 S3 1.726(6) .
C16 C17 1.520(8) .
C17 C18 1.382(9) .
C17 C22 1.410(9) .
C18 C19 1.407(9) .
C19 C20 1.393(10) .
C20 C21 1.400(9) .
C21 C22 1.397(9) .
