#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/86/2008669.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2008669
loop_
_publ_author_name
'Xu-Hui Zhu'
'Xiao-Feng Chen'
'Yong-Jiang Liu'
'Cun-Ying Duan'
'Xiao-Zeng You'
'Yu-Peng Tian'
'Fu-Xing Xie'
_publ_section_title
;
 2,2'-Ethylenedioxydibenzaldehyde bis(thiosemicarbazone) bis(dimethyl
 sulfoxide)
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1175
_journal_page_last               1176
_journal_paper_doi               10.1107/S0108270199002334
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C22 H32 N6 O4 S4'
_chemical_formula_sum            'C22 H32 N6 O4 S4'
_chemical_formula_weight         572.78
_chemical_name_common
'1,4-bis(2'-formylphenyl)-1,4-dioxabutane  bisthiosemicarbazone'
_chemical_name_systematic
;2,2'-ethylenedioxydibenzaldehyde bis(thiosemicarbazone) bis(dimethyl
 sulfoxide)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 124.49(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.432(4)
_cell_length_b                   17.339(4)
_cell_length_c                   11.538(4)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.61
_cell_measurement_theta_min      4.76
_cell_volume                     2874.4(15)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Siemens, 1995)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_av_sigmaI/netI    0.039
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3953
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        3.3
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.37
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.024
_refine_ls_goodness_of_fit_obs   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2417
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_restrained_S_obs      1.064
_refine_ls_R_factor_all          0.056
_refine_ls_R_factor_obs          0.040
_refine_ls_shift/esd_max         <0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0533P)²+1.7286P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.111
_refine_ls_wR_factor_obs         0.102
_reflns_number_observed          1920
_reflns_number_total             2420
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            fr1153.cif
_cod_data_source_block           ad1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to
'/home/saulius/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 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0533P)^2^+1.7286P] 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^)+(0.0533P)^2^+1.7286P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2874.3(13)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2008669
_cod_database_fobs_code          2008669
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
S1 0.38763(4) 0.05868(3) 0.01651(6) 0.0422(2) Uani d . 1 . S
N2 0.27294(13) -0.04073(10) 0.0180(2) 0.0409(5) Uani d . 1 . N
H2A 0.24183(13) -0.04121(10) -0.0723(2) 0.049 Uiso calc R 1 . H
O1 0.07232(12) -0.26422(9) -0.1060(2) 0.0526(5) Uani d . 1 . O
N3 0.24782(13) -0.08711(10) 0.0878(2) 0.0406(5) Uani d . 1 . N
C1 0.34788(15) 0.00575(11) 0.0949(2) 0.0328(5) Uani d . 1 . C
N1 0.38784(13) 0.00619(11) 0.2316(2) 0.0429(5) Uani d . 1 . N
H1A 0.36611(13) -0.02218(11) 0.2679(2) 0.051 Uiso calc R 1 . H
H1B 0.43570(13) 0.03485(11) 0.2848(2) 0.051 Uiso calc R 1 . H
C8 0.1008(2) -0.25064(13) 0.0295(3) 0.0445(6) Uani d . 1 . C
C3 0.1540(2) -0.18360(13) 0.0917(2) 0.0398(5) Uani d . 1 . C
C2 0.1805(2) -0.13421(13) 0.0170(2) 0.0431(5) Uani d . 1 . C
H2B 0.1489(2) -0.13714(13) -0.0803(2) 0.052 Uiso calc R 1 . H
C4 0.1828(2) -0.16605(15) 0.2283(3) 0.0501(6) Uani d . 1 . C
H4A 0.2172(2) -0.12147(15) 0.2708(3) 0.060 Uiso calc R 1 . H
C5 0.1613(2) -0.2135(2) 0.3020(3) 0.0600(7) Uani d . 1 . C
H5A 0.1813(2) -0.2009(2) 0.3934(3) 0.072 Uiso calc R 1 . H
C9 0.0125(2) -0.32895(12) -0.1769(3) 0.0507(6) Uani d . 1 . C
H9B 0.0446(2) -0.37503(12) -0.1264(3) 0.076 Uiso d R 1 . H
H9A -0.0438(2) -0.32392(12) -0.1809(3) 0.076 Uiso d R 1 . H
C7 0.0795(2) -0.2981(2) 0.1041(3) 0.0598(7) Uani d . 1 . C
H7A 0.0445(2) -0.3425(2) 0.0624(3) 0.072 Uiso calc R 1 . H
C6 0.1101(2) -0.2796(2) 0.2398(3) 0.0641(8) Uani d . 1 . C
H6A 0.0962(2) -0.3119(2) 0.2899(3) 0.077 Uiso calc R 1 . H
S2 0.16354(7) -0.09228(7) -0.37681(11) 0.0637(4) Uani d P 0.708(2) 1 S
O2 0.1517(11) -0.0475(9) -0.2771(12) 0.093(4) Uani d P 0.708(2) 1 O
S2' 0.0818(2) -0.1014(2) -0.3822(3) 0.0626(9) Uani d P 0.292(2) 2 S
O2' 0.140(3) -0.042(2) -0.278(4) 0.071(6) Uani d P 0.292(2) 2 O
C10 0.1392(3) -0.1870(2) -0.3597(4) 0.0941(11) Uani d . 1 . C
H10D 0.1539 -0.2118 -0.2750 0.141 Uiso d PR 0.292(2) 2 H
H10E 0.0995 -0.2199 -0.4387 0.141 Uiso d PR 0.292(2) 2 H
H10F 0.1955 -0.1771 -0.3537 0.141 Uiso d PR 0.292(2) 2 H
H10A 0.1884 -0.2071 -0.2701 0.141 Uiso d PR 0.708(2) 1 H
H10B 0.0816 -0.1889 -0.3668 0.141 Uiso d PR 0.708(2) 1 H
H10C 0.1338 -0.2175 -0.4334 0.141 Uiso d PR 0.708(2) 1 H
C11 0.0651(3) -0.0713(2) -0.5450(3) 0.0886(11) Uani d . 1 . C
H11D 0.0334 -0.0225 -0.5729 0.133 Uiso d PR 0.292(2) 2 H
H11E 0.1244 -0.0661 -0.5318 0.133 Uiso d PR 0.292(2) 2 H
H11F 0.0283 -0.1089 -0.6168 0.133 Uiso d PR 0.292(2) 2 H
H11A 0.0693 -0.0191 -0.5687 0.133 Uiso d PR 0.708(2) 1 H
H11B 0.0622 -0.1058 -0.6125 0.133 Uiso d PR 0.708(2) 1 H
H11C 0.0100 -0.0771 -0.5459 0.133 Uiso d PR 0.708(2) 1 H
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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N2 N3 . 118.3(2) yes
C8 O1 C9 . 117.6(2) no
C2 N3 N2 . 119.0(2) yes
N1 C1 N2 . 116.8(2) yes
N1 C1 S1 . 122.6(2) yes
N2 C1 S1 . 120.6(2) yes
O1 C8 C7 . 123.8(2) no
O1 C8 C3 . 115.7(2) no
C7 C8 C3 . 120.4(2) no
C4 C3 C8 . 118.1(2) no
C4 C3 C2 . 120.5(2) no
C8 C3 C2 . 121.4(2) no
N3 C2 C3 . 118.9(2) yes
C5 C4 C3 . 121.2(2) no
C4 C5 C6 . 119.8(3) no
O1 C9 C9 2_554 107.4(2) no
C6 C7 C8 . 120.1(2) no
C7 C6 C5 . 120.4(2) no
O2 S2 C10 . 104.7(7) no
O2 S2 C11 . 105.6(5) no
C10 S2 C11 . 100.0(2) no
O2' S2' C10 . 114.0(10) no
O2' S2' C11 . 106(2) no
C10 S2' C11 . 98.2(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C1 . 1.689(2) yes
N2 C1 . 1.353(3) yes
N2 N3 . 1.373(2) yes
O1 C8 . 1.367(3) no
O1 C9 . 1.432(3) no
N3 C2 . 1.272(3) yes
C1 N1 . 1.315(3) yes
C8 C7 . 1.385(3) no
C8 C3 . 1.404(3) no
C3 C4 . 1.390(3) no
C3 C2 . 1.463(3) yes
C4 C5 . 1.378(3) no
C5 C6 . 1.379(4) no
C9 C9 2_554 1.485(5) no
C7 C6 . 1.376(4) no
S2 O2 . 1.50(2) no
S2 C10 . 1.735(4) no
S2 C11 . 1.752(4) no
S2' O2' . 1.47(4) no
S2' C10 . 1.726(4) no
S2' C11 . 1.807(4) no
