#------------------------------------------------------------------------------
#$Date: 2016-03-26 12:50:16 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180216 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/02/7110246.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_7110246
loop_
_publ_author_name
'Joanne W. L. Wong'
'Aaron Mailman'
'Stephen M. Winter'
'Craig M. Robertson'
'Rebecca J. Holmberg'
'Muralee Murugesu'
'Paul A. Dubed'
'Richard T. Oakley'
_publ_section_title
;
 Supramolecular architecture, crystal structure and transport properties
 of the prototypal oxobenzene-bridged bisdithiazolyl radical conductor
;
_journal_name_full               Chem.Commun.
_journal_page_first              785
_journal_paper_doi               10.1039/c3cc46686h
_journal_volume                  50
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C6 H N2 O S4'
_chemical_formula_sum            'C6 H N2 O S4'
_chemical_formula_weight         245.33
_chemical_name_common            'oxobenzene bisdithiazolyl'
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-09-05
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled 2012.08.08 svn.r2439, GUI svn.r4300)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   27.876(3)
_cell_length_b                   31.252(4)
_cell_length_c                   4.0004(5)
_cell_measurement_reflns_used    6808
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.89
_cell_measurement_theta_min      2.99
_cell_volume                     3485.1(7)
_computing_cell_refinement       'Rigaku CrystalClear'
_computing_data_collection       'Rigaku CrystalClear'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  Synchrotron
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'fine-focus mirrors'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            14327
_diffrn_reflns_theta_full        26.93
_diffrn_reflns_theta_max         26.93
_diffrn_reflns_theta_min         1.96
_diffrn_source                   synchrotron
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.042
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6924
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.870
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.002
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1873
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0235
_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)+(0.0274P)²+0.1323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0524
_refine_ls_wR_factor_ref         0.0533
_reflns_number_gt                1771
_reflns_number_total             1873
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc46686h.txt
_cod_data_source_block           rtfdd2
_cod_original_cell_volume        3485.2(7)
_cod_database_code               7110246
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 'x+1/4, -y+1/4, z+1/4'
4 '-x+1/4, y+1/4, z+1/4'
5 'x, y+1/2, z+1/2'
6 '-x, -y+1/2, z+1/2'
7 'x+1/4, -y+3/4, z+3/4'
8 '-x+1/4, y+3/4, z+3/4'
9 'x+1/2, y, z+1/2'
10 '-x+1/2, -y, z+1/2'
11 'x+3/4, -y+1/4, z+3/4'
12 '-x+3/4, y+1/4, z+3/4'
13 'x+1/2, y+1/2, z'
14 '-x+1/2, -y+1/2, z'
15 'x+3/4, -y+3/4, z+1/4'
16 '-x+3/4, y+3/4, z+1/4'
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
C1 C 0.36277(8) 0.58561(6) 0.0273(6) 0.0301(5) Uani 1 1 d
C2 C 0.38117(7) 0.54100(6) 0.1232(6) 0.0280(4) Uani 1 1 d
C3 C 0.34999(7) 0.51071(6) 0.3071(5) 0.0287(5) Uani 1 1 d
C4 C 0.30280(7) 0.52163(6) 0.4160(6) 0.0296(4) Uani 1 1 d
C5 C 0.28504(7) 0.56411(6) 0.3462(5) 0.0273(4) Uani 1 1 d
C6 C 0.31325(7) 0.59640(6) 0.1662(5) 0.0271(4) Uani 1 1 d
N1 N 0.29427(6) 0.63650(5) 0.1175(5) 0.0360(4) Uani 1 1 d
N2 N 0.42624(6) 0.52893(6) 0.0322(5) 0.0393(5) Uani 1 1 d
O1 O 0.38648(6) 0.61060(5) -0.1582(5) 0.0466(4) Uani 1 1 d
S1 S 0.23902(2) 0.644890(16) 0.27687(16) 0.03775(15) Uani 1 1 d
S2 S 0.226415(19) 0.581719(17) 0.47338(15) 0.03392(14) Uani 1 1 d
S3 S 0.376853(19) 0.459296(16) 0.37644(16) 0.03613(14) Uani 1 1 d
S4 S 0.44209(2) 0.478976(18) 0.13848(17) 0.04133(16) Uani 1 1 d
H4 H 0.2818(8) 0.5009(7) 0.548(6) 0.033(6) Uiso 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 0.0263(11) 0.0266(11) 0.0373(11) 0.0011(9) 0.0010(9) -0.0042(8)
C2 0.0215(11) 0.0288(10) 0.0338(10) -0.0016(9) -0.0005(9) -0.0009(8)
C3 0.0261(11) 0.0253(9) 0.0348(12) -0.0001(8) -0.0047(9) -0.0001(8)
C4 0.0269(11) 0.0272(9) 0.0348(11) 0.0048(9) 0.0028(10) -0.0041(8)
C5 0.0221(10) 0.0307(10) 0.0291(10) -0.0013(9) 0.0009(9) -0.0010(8)
C6 0.0230(11) 0.0259(9) 0.0325(11) -0.0012(9) -0.0007(9) -0.0008(8)
N1 0.0311(10) 0.0283(8) 0.0484(11) 0.0019(8) 0.0040(9) -0.0001(7)
N2 0.0279(10) 0.0333(10) 0.0567(13) 0.0009(9) 0.0025(10) 0.0011(8)
O1 0.0368(9) 0.0358(8) 0.0672(12) 0.0130(8) 0.0174(9) -0.0012(7)
S1 0.0326(3) 0.0311(3) 0.0496(3) 0.0021(2) 0.0059(3) 0.0058(2)
S2 0.0261(3) 0.0346(3) 0.0410(3) 0.0013(2) 0.0069(2) 0.0007(2)
S3 0.0288(3) 0.0284(3) 0.0511(3) 0.0057(2) -0.0021(3) 0.0015(2)
S4 0.0271(3) 0.0361(3) 0.0608(4) 0.0031(3) 0.0030(3) 0.0053(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'
N N 0.0061 0.0033 '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'
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
C3 S3 S4 91.63(7)
N2 S4 S3 98.99(7)
N1 S1 S2 98.30(6)
C5 S2 S1 91.66(7)
N2 C2 C1 119.56(18)
N2 C2 C3 119.83(17)
C3 C2 C1 120.59(17)
O1 C1 C2 122.24(19)
O1 C1 C6 123.40(17)
C6 C1 C2 114.34(17)
C3 C4 C5 118.48(18)
C6 N1 S1 116.08(14)
N1 C6 C1 119.89(17)
N1 C6 C5 119.34(17)
C5 C6 C1 120.76(17)
C2 N2 S4 115.67(15)
C2 C3 S3 113.85(15)
C4 C3 S3 123.48(15)
C4 C3 C2 122.67(17)
C4 C5 S2 122.57(15)
C4 C5 C6 122.88(18)
C6 C5 S2 114.55(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S3 S4 2.1427(8)
S3 C3 1.7944(19)
S4 N2 1.6774(19)
S1 S2 2.1539(8)
S1 N1 1.6872(19)
S2 C5 1.798(2)
C2 C1 1.534(3)
C2 N2 1.361(3)
C2 C3 1.481(3)
C1 O1 1.264(2)
C1 C6 1.526(3)
C4 C3 1.427(3)
C4 C5 1.444(3)
N1 C6 1.374(2)
C6 C5 1.468(3)
