#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/03/4000381.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_4000381
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm035191u
_journal_year                    2004
_chemical_formula_sum            'C12 H8 N3 S4'
_chemical_formula_weight         322.45
_chemical_name_common            PhBPMe
_chemical_name_systematic
;
 4-Methyl-4-phenyl-bis[1,2,3]dithiazolo[4,5-b:5',4'-e]pyridin-yl
;
_space_group_IT_number           152
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 31 2"'
_symmetry_space_group_name_H-M   'P 31 2 1'
_atom_sites_solution_hydrogens   refall
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            3
_cell_length_a                   16.182(3)
_cell_length_b                   16.182(3)
_cell_length_c                   4.2947(12)
_cell_measurement_reflns_used    8928
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.3
_cell_measurement_theta_min      ?
_cell_volume                     974.0(4)
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotation anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            8921
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.45
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.718
_exptl_absorpt_correction_T_max  .99
_exptl_absorpt_correction_T_min  .688
_exptl_absorpt_correction_type   emperical
_exptl_absorpt_process_details   'SADABS (George Sheldrick)'
_exptl_crystal_colour            'deep red'
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             495
_exptl_crystal_size_max          .50
_exptl_crystal_size_mid          .04
_exptl_crystal_size_min          .02
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(13)
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0363
_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)+(0.0383P)²+0.0032P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0725
_refine_ls_wR_factor_ref         0.0800
_reflns_number_gt                1145
_reflns_number_total             1500
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      P3(1)21
_cod_database_code               4000381
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
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 0.49495(19) 0.0702(2) -0.0070(8) 0.0388(7) Uani 1 1 d . . .
C2 C 0.58424(19) 0.07213(19) -0.0238(8) 0.0357(7) Uani 1 1 d . . .
C3 C 0.5941(2) 0.0000 -0.1667 0.0352(9) Uani 1 2 d S . .
C4 C 0.3273(3) 0.0000 -0.1667 0.0662(15) Uani 1 2 d S . .
H4A H 0.3382 0.0612 -0.0992 0.099 Uiso 0.25 1 calc PR . .
H4B H 0.2833 -0.0485 -0.0275 0.099 Uiso 0.25 1 calc PR . .
H4C H 0.3012 -0.0127 -0.3733 0.099 Uiso 0.25 1 calc PR . .
H4D H 0.2770 -0.0612 -0.2341 0.099 Uiso 0.25 1 calc PR . .
H4E H 0.3318 0.0485 -0.3059 0.099 Uiso 0.25 1 calc PR . .
H4F H 0.3139 0.0127 0.0400 0.099 Uiso 0.25 1 calc PR . .
C5 C 0.6863(2) 0.0000 -0.1667 0.0398(10) Uani 1 2 d S . .
C6 C 0.7699(2) 0.0795(2) -0.2608(9) 0.0523(9) Uani 1 1 d . . .
H6 H 0.770(2) 0.136(2) -0.329(7) 0.046(9) Uiso 1 1 d . . .
C7 C 0.8546(2) 0.0793(3) -0.2657(12) 0.0682(13) Uani 1 1 d . . .
H7 H 0.915(3) 0.134(3) -0.347(9) 0.093(13) Uiso 1 1 d . . .
C8 C 0.8576(3) 0.0000 -0.1667 0.0756(18) Uani 1 2 d S . .
H8A H 0.9151 0.0000 -0.1667 0.091 Uiso 1 2 calc SR . .
N1 N 0.48387(18) 0.13224(18) 0.1590(7) 0.0457(7) Uani 1 1 d . . .
N2 N 0.4178(2) 0.0000 -0.1667 0.0427(9) Uani 1 2 d S . .
S1 S 0.58248(6) 0.21489(6) 0.3318(2) 0.0476(2) Uani 1 1 d . . .
S2 S 0.67640(5) 0.17197(5) 0.1577(2) 0.0467(2) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0404(15) 0.0377(15) 0.0417(18) 0.0106(14) 0.0042(14) 0.0221(12)
C2 0.0363(14) 0.0318(13) 0.0391(19) 0.0060(13) 0.0000(13) 0.0171(12)
C3 0.0318(13) 0.0306(17) 0.043(3) 0.0078(18) 0.0039(9) 0.0153(9)
C4 0.0407(15) 0.076(3) 0.094(4) -0.015(4) -0.0075(18) 0.0382(16)
C5 0.0376(15) 0.040(2) 0.043(3) 0.006(2) 0.0029(11) 0.0199(10)
C6 0.0424(17) 0.0421(17) 0.070(3) 0.0141(17) -0.0015(17) 0.0195(14)
C7 0.0322(16) 0.058(2) 0.107(4) 0.020(2) 0.010(2) 0.0174(15)
C8 0.0434(17) 0.083(4) 0.113(5) 0.015(4) 0.0077(19) 0.0417(19)
N1 0.0469(15) 0.0448(13) 0.0532(19) -0.0014(13) 0.0006(13) 0.0287(12)
N2 0.0327(12) 0.0464(19) 0.053(2) -0.0005(19) -0.0003(10) 0.0232(9)
S1 0.0533(5) 0.0414(4) 0.0531(5) 0.0002(4) 0.0002(4) 0.0275(4)
S2 0.0417(4) 0.0385(4) 0.0592(6) -0.0035(4) -0.0056(4) 0.0195(3)
