#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:03:07 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180370 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/39/7203993.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_7203993
loop_
_publ_author_name
'Skabara, Peter J.'
'Berridge, Rory'
'Prescott, Karen'
'Goldenberg, Leonid M.'
'Ortí, Enrique'
'Viruela, Rafael'
'Pou-Amérigo, Rosendo'
'Batsanov, Andrei S.'
'Howard, Judith A. K.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 Experimental and theoretical studies into the structural perturbations
 between neutral, oxidised and reduced forms of 1,4-dithiinoquinoxaline
 derivatives
;
_journal_issue                   11
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              2448
_journal_paper_doi               10.1039/b003910l
_journal_volume                  10
_journal_year                    2000
_chemical_formula_sum            'C12 H10 N2 S4'
_chemical_formula_weight         310.46
_chemical_melting_point          427.6(5)
_chemical_name_systematic
; 
 5,6-bis(methylsulfanyl)[1,4]dithiino[2,3-b]quinoxaline  
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                   9.5292(19)
_cell_length_b                   13.975(3)
_cell_length_c                   10.241(2)
_cell_measurement_reflns_used    5060
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.47
_cell_volume                     1363.8(5)
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.885
_diffrn_measured_fraction_theta_max 0.885
_diffrn_measurement_device_type  'Nonius FAST TV detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1244
_diffrn_reflns_av_sigmaI/netI    0.0687
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5060
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_T_max  0.7732
_exptl_absorpt_correction_T_min  0.6483
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.796
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         1121
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.796
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0443
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1126
_reflns_number_gt                939
_reflns_number_total             1121
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b003910l.txt
_cod_data_source_block           16
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '154-155 deg.C' was changed to
'427.6(5)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               7203993
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.41875(6) 0.63157(4) 0.49526(6) 0.0517(3) Uani 1 1 d . . .
S2 S 0.20307(6) 0.63572(5) 0.70089(7) 0.0608(3) Uani 1 1 d . . .
N1 N 0.68555(17) 0.64884(12) 0.44677(19) 0.0420(5) Uani 1 1 d . . .
C1 C 1.0500(2) 0.70025(18) 0.3657(2) 0.0566(7) Uani 1 1 d . . .
H1 H 1.1328 0.6676 0.3477 0.068 Uiso 1 1 calc R . .
C2 C 0.9306(2) 0.64972(19) 0.3916(2) 0.0521(6) Uani 1 1 d . . .
H2 H 0.9315 0.5832 0.3908 0.062 Uiso 1 1 calc R . .
C3 C 0.80581(18) 0.70004(16) 0.4195(2) 0.0398(5) Uani 1 1 d . . .
C4 C 0.57321(18) 0.69940(15) 0.47227(19) 0.0361(5) Uani 1 1 d . . .
C5 C 0.31949(19) 0.70223(15) 0.6038(2) 0.0407(5) Uani 1 1 d . . .
C6 C 0.3149(3) 0.54857(18) 0.7758(3) 0.0626(7) Uani 1 1 d . . .
H6A H 0.3478 0.5045 0.7108 0.094 Uiso 1 1 calc R . .
H6B H 0.2632 0.5143 0.8414 0.094 Uiso 1 1 calc R . .
H6C H 0.3935 0.5801 0.8155 0.094 Uiso 1 1 calc R . .
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
S1 0.0386(4) 0.0496(5) 0.0667(5) -0.0169(3) 0.0139(3) -0.0112(2)
S2 0.0379(4) 0.0670(5) 0.0776(6) 0.0145(3) 0.0178(3) -0.0066(2)
N1 0.0341(10) 0.0481(10) 0.0437(10) -0.0047(9) 0.0040(7) 0.0022(7)
C1 0.0307(11) 0.0937(17) 0.0452(13) -0.0019(12) 0.0028(9) 0.0107(10)
C2 0.0383(12) 0.0670(15) 0.0509(14) -0.0036(12) 0.0031(10) 0.0088(10)
C3 0.0291(10) 0.0568(12) 0.0334(10) -0.0020(10) 0.0007(8) 0.0009(8)
C4 0.0303(10) 0.0454(11) 0.0327(10) -0.0026(9) 0.0029(8) -0.0023(8)
C5 0.0285(10) 0.0508(11) 0.0427(12) -0.0010(9) 0.0032(8) -0.0028(8)
C6 0.0722(15) 0.0481(13) 0.0673(17) 0.0060(13) 0.0109(13) -0.0047(11)
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'
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
_geom_angle_publ_flag
C5 S1 C4 103.33(10) . . ?
C5 S2 C6 103.11(11) . . ?
C4 N1 C3 116.09(18) . . ?
C2 C1 C1 121.15(14) . 7_575 ?
C1 C2 C3 118.9(2) . . ?
N1 C3 C3 121.24(11) . 7_575 ?
N1 C3 C2 118.9(2) . . ?
C3 C3 C2 119.91(14) 7_575 . ?
N1 C4 C4 122.67(12) . 7_575 ?
N1 C4 S1 114.73(16) . . ?
C4 C4 S1 122.45(7) 7_575 . ?
C5 C5 S2 121.96(7) 7_575 . ?
C5 C5 S1 124.08(7) 7_575 . ?
S2 C5 S1 113.56(12) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C5 1.762(2) . ?
S1 C4 1.7665(19) . ?
S2 C5 1.756(2) . ?
S2 C6 1.791(3) . ?
N1 C4 1.309(3) . ?
N1 C3 1.380(3) . ?
C1 C2 1.365(3) . ?
C1 C1 1.390(5) 7_575 ?
C2 C3 1.411(3) . ?
C3 C3 1.396(4) 7_575 ?
C4 C4 1.414(4) 7_575 ?
C5 C5 1.335(4) 7_575 ?
