#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:52:46 +0100 (mar 22 de mar de 2016) $
#$Revision: 178921 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/50/4115031.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_4115031
loop_
_publ_author_name
'Leanne Beer'
'Jaclyn L. Brusso'
'A. Wallace Cordes'
'Robert C. Haddon'
'Mikhail E. Itkis'
'Kristin Kirschbaum'
'Douglas S. MacGregor'
'Richard T. Oakley'
'A. Alan Pinkerton'
'Robert W. Reed'
_publ_contact_author
;
        Richard Oakley
        Department of Chemistry
        University of Waterloo
        Waterloo, Ontario
        N2L 3G1
        Canada
;
_publ_contact_author_email       oakley@sciborg.uwaterloo.ca
_publ_contact_author_fax         519-746-0435
_publ_contact_author_phone       519-888-4582
_publ_section_title
;
 Resonance-Stabilized 1,2,3-Dithiazolo-1,2,3-dithiazolyls as Neutral
 π-Radical Conductors
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9498
_journal_page_last               9509
_journal_paper_doi               10.1021/ja026118s
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C7 H5 Cl N3 S4'
_chemical_formula_weight         294.83
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           113
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P -4 2ab'
_symmetry_space_group_name_H-M   'P -4 21 m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.886(4)
_cell_length_b                   15.886(4)
_cell_length_c                   4.1088(11)
_cell_measurement_reflns_used    6547
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     1036.9(5)
_computing_cell_refinement       'CrystalClear (Rigaku Corp, 1999)'
_computing_data_collection       'CrystalClear (Rigaku Corp, 1999)'
_computing_data_reduction        'Texsan (Molecular Structure Corp, 1998)'
_computing_molecular_graphics    'Ortep3,v1.05, L.J.Farrugia,UnivGlasgow'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Mercury CCD - AFC8S'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.043
_diffrn_reflns_av_sigmaI/netI    0.039
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            1450
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.56
_exptl_absorpt_coefficient_mu    1.137
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   'empirical, R.A.Jacobson, MS Corp, 1998'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_description       block
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.18(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1064
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0279
_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)+(0.0236P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0603
_reflns_number_gt                916
_reflns_number_total             1064
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja026118s_s1_4.cif
_cod_data_source_block           compound_ClBPEt
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0236P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0236P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-421m
_cod_database_code               4115031
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-y, x, -z'
'y, -x, -z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'y+1/2, x+1/2, z'
'-y+1/2, -x+1/2, 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_calc_flag
_atom_site_refinement_flags
Cl Cl 0.58689(5) 0.08689(5) 0.6350(3) 0.0446(3) Uani 1 d S
S1 S 0.89316(5) 0.06481(5) 0.2336(2) 0.0342(2) Uani 1 d .
S2 S 0.77781(5) 0.03143(5) 0.4502(2) 0.0372(2) Uani 1 d .
N1 N 0.86535(15) 0.15858(15) 0.0895(7) 0.0319(6) Uani 1 d .
N2 N 0.75791(14) 0.25791(14) 0.0571(9) 0.0255(8) Uani 1 d S
C1 C 0.78855(19) 0.18068(17) 0.1579(6) 0.0236(7) Uani 1 d .
C2 C 0.73363(18) 0.12692(18) 0.3434(7) 0.0272(7) Uani 1 d .
C3 C 0.65371(17) 0.15371(17) 0.4264(10) 0.0251(9) Uani 1 d S
C4 C 0.8119(2) 0.3119(2) -0.1503(11) 0.0294(10) Uani 1 d S
H4 H 0.8397(17) 0.2755(18) -0.287(7) 0.026(8) Uiso 1 d .
C5 C 0.8694(2) 0.3694(2) 0.0299(15) 0.0422(12) Uani 1 d S
H5A H 0.835(2) 0.406(2) 0.166(9) 0.062(12) Uiso 1 d .
H5B H 0.902(2) 0.402(2) -0.133(11) 0.040(13) Uiso 1 d S
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
Cl 0.0368(4) 0.0368(4) 0.0603(8) 0.0126(4) 0.0126(4) -0.0045(5)
S1 0.0263(4) 0.0260(4) 0.0503(5) 0.0000(4) 0.0009(4) 0.0038(3)
S2 0.0327(5) 0.0237(4) 0.0554(5) 0.0065(4) 0.0044(4) 0.0030(3)
N1 0.0239(14) 0.0274(14) 0.0444(17) -0.0008(12) 0.0043(12) 0.0027(11)
N2 0.0226(11) 0.0226(11) 0.0314(18) 0.0019(11) 0.0019(11) -0.0007(14)
C1 0.0248(16) 0.0207(15) 0.0253(16) -0.0031(11) -0.0028(11) -0.0025(12)
C2 0.0308(17) 0.0209(15) 0.0299(16) -0.0028(12) -0.0019(13) -0.0004(12)
C3 0.0244(13) 0.0244(13) 0.026(2) 0.0012(12) 0.0012(12) -0.0044(17)
C4 0.0303(15) 0.0303(15) 0.028(2) 0.0020(13) 0.0020(13) -0.0009(19)
C5 0.0396(18) 0.0396(18) 0.047(3) 0.0005(17) 0.0005(17) -0.011(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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_3
N1 S1 S2 98.34(10) . .
N1 S1 S1 124.71(11) . 3_645
S2 S1 S1 101.98(4) . 3_645
C2 S2 S1 91.43(10) . .
C1 N1 S1 114.5(2) . .
C1 N2 C1 122.3(4) 7_545 .
C1 N2 C4 118.79(18) 7_545 .
C1 N2 C4 118.79(18) . .
N1 C1 N2 120.3(3) . .
N1 C1 C2 121.5(3) . .
N2 C1 C2 118.1(3) . .
C3 C2 C1 120.3(3) . .
C3 C2 S2 125.5(2) . .
C1 C2 S2 114.2(2) . .
C2 C3 C2 120.3(4) . 7_545
C2 C3 Cl 119.83(19) . .
C2 C3 Cl 119.83(19) 7_545 .
N2 C4 C5 115.1(4) . .
N2 C4 H4 105.5(19) . .
C5 C4 H4 113.2(18) . .
C4 C5 H5A 108(2) . .
C4 C5 H5B 108(3) . .
H5A C5 H5B 111(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl C3 1.729(4) .
S1 N1 1.663(3) .
S1 S2 2.1049(12) .
S1 S1 3.4012(14) 3_645
S2 C2 1.728(3) .
N1 C1 1.300(4) .
N2 C1 1.383(3) 7_545
N2 C1 1.383(3) .
N2 C4 1.482(5) .
C1 C2 1.439(4) .
C2 C3 1.382(3) .
C3 C2 1.382(3) 7_545
C4 C5 1.489(7) .
C4 H4 0.92(3) .
C5 H5A 0.98(4) .
C5 H5B 0.99(5) .
