#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/62/2206280.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_2206280
loop_
_publ_author_name
'Yu, Yun'
'Yang, Kai-Bin'
'Lin, Li-Rong'
'Huang, Rong-Bin '
'Zheng, Lan-Sun '
_publ_section_title
;
 7-Amino-3-(3-aminophenyl)-1H-quinazoline-2,4-dithione
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2310
_journal_page_last               o2311
_journal_paper_doi               10.1107/S1600536805019926
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C14 H12 N4 S2'
_chemical_formula_moiety         'C14 H12 N4 S2'
_chemical_formula_sum            'C14 H12 N4 S2'
_chemical_formula_weight         300.40
_chemical_name_systematic
;
7-Amino-3-(3-aminophenyl)-1H-quinazoline-2,4-dithione
;
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_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                   21.883(2)
_cell_length_b                   8.7246(6)
_cell_length_c                   7.2407(6)
_cell_measurement_reflns_used    4278
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.0
_cell_measurement_theta_min      1.96
_cell_volume                     1382.4(2)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7640
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.86
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.379
_exptl_absorpt_correction_T_max  0.9349
_exptl_absorpt_correction_T_min  0.8883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'pale orange'
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_description       Block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.298
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.08(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2884
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0662
_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)+(0.0886P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1501
_refine_ls_wR_factor_ref         0.1644
_reflns_number_gt                2080
_reflns_number_total             2884
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sg6012.cif
_cod_data_source_block           I
_cod_database_code               2206280
_cod_database_fobs_code          2206280
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
S1 0.03929(6) 0.11467(15) 0.1852(3) 0.0680(5) Uani d . 1 S
S2 0.24200(5) 0.43738(13) 0.3566(2) 0.0492(4) Uani d . 1 S
N1 0.15111(16) 0.0031(4) 0.1832(6) 0.0428(9) Uani d . 1 N
H1A 0.1331 -0.0823 0.1594 0.051 Uiso calc R 1 H
N2 0.14608(17) 0.2637(4) 0.2617(6) 0.0409(9) Uani d . 1 N
N3 0.3420(2) -0.2617(5) 0.0972(8) 0.0714(15) Uani d . 1 N
H3B 0.3233 -0.3461 0.0741 0.086 Uiso calc R 1 H
H3C 0.3813 -0.2586 0.0949 0.086 Uiso calc R 1 H
N4 0.0812(2) 0.7482(5) 0.0051(7) 0.0612(14) Uani d . 1 N
H4B 0.0618 0.8336 0.0145 0.073 Uiso calc R 1 H
H4C 0.1035 0.7305 -0.0903 0.073 Uiso calc R 1 H
C1 0.1159(2) 0.1276(5) 0.2120(8) 0.0439(12) Uani d . 1 C
C2 0.21073(19) 0.2749(5) 0.2823(7) 0.0366(10) Uani d . 1 C
C3 0.3095(2) 0.1350(5) 0.2347(7) 0.0433(12) Uani d . 1 C
H3A 0.3309 0.2231 0.2663 0.052 Uiso calc R 1 H
C4 0.3410(2) 0.0044(6) 0.1870(8) 0.0515(12) Uani d . 1 C
H4A 0.3835 0.0054 0.1872 0.062 Uiso calc R 1 H
C5 0.3095(2) -0.1325(6) 0.1375(8) 0.0537(14) Uani d . 1 C
C6 0.2459(2) -0.1338(5) 0.1423(8) 0.0497(14) Uani d . 1 C
H6A 0.2243 -0.2227 0.1153 0.060 Uiso calc R 1 H
C7 0.2149(2) 0.0035(5) 0.1893(8) 0.0402(10) Uani d . 1 C
C8 0.2453(2) 0.1371(5) 0.2362(7) 0.0396(11) Uani d . 1 C
C9 0.1096(2) 0.4006(5) 0.2790(8) 0.0440(12) Uani d . 1 C
C10 0.0752(2) 0.4243(5) 0.4346(9) 0.0547(14) Uani d . 1 C
H10A 0.0754 0.3546 0.5319 0.066 Uiso calc R 1 H
C11 0.0390(2) 0.5614(6) 0.4409(9) 0.0565(15) Uani d . 1 C
H11A 0.0141 0.5795 0.5427 0.068 Uiso calc R 1 H
C12 0.0404(2) 0.6665(5) 0.2992(9) 0.0496(14) Uani d . 1 C
H12A 0.0172 0.7556 0.3073 0.060 Uiso calc R 1 H
C13 0.0765(2) 0.6396(5) 0.1431(9) 0.0489(14) Uani d . 1 C
C14 0.1110(2) 0.5047(5) 0.1329(8) 0.0456(13) Uani d . 1 C
H14A 0.1349 0.4847 0.0293 0.055 Uiso calc R 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'
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_publ_flag
C1 N1 C7 124.3(4) yes
C1 N1 H1A 117.8 ?
C7 N1 H1A 117.8 ?
C1 N2 C2 123.4(3) yes
C1 N2 C9 117.5(4) yes
C2 N2 C9 118.9(3) yes
C5 N3 H3B 120.0 ?
C5 N3 H3C 120.0 ?
H3B N3 H3C 120.0 ?
C13 N4 H4B 120.0 ?
C13 N4 H4C 120.0 ?
H4B N4 H4C 120.0 ?
N1 C1 N2 116.9(4) yes
N1 C1 S1 119.7(3) yes
N2 C1 S1 123.5(3) yes
N2 C2 C8 115.7(4) yes
N2 C2 S2 120.0(3) yes
C8 C2 S2 124.3(3) yes
C4 C3 C8 121.0(4) ?
C4 C3 H3A 119.5 ?
C8 C3 H3A 119.5 ?
C3 C4 C5 120.8(4) ?
C3 C4 H4A 119.6 ?
C5 C4 H4A 119.6 ?
N3 C5 C6 121.4(5) ?
N3 C5 C4 119.5(4) ?
C6 C5 C4 119.1(4) ?
C5 C6 C7 118.5(4) ?
C5 C6 H6A 120.7 ?
C7 C6 H6A 120.7 ?
C8 C7 N1 119.3(4) ?
C8 C7 C6 122.7(4) ?
N1 C7 C6 117.9(4) ?
C7 C8 C3 117.8(4) ?
C7 C8 C2 120.1(4) ?
C3 C8 C2 122.0(4) ?
C10 C9 C14 122.6(4) ?
C10 C9 N2 120.0(5) ?
C14 C9 N2 117.4(5) ?
C9 C10 C11 117.0(5) ?
C9 C10 H10A 121.5 ?
C11 C10 H10A 121.5 ?
C12 C11 C10 121.3(5) ?
C12 C11 H11A 119.4 ?
C10 C11 H11A 119.4 ?
C11 C12 C13 120.2(4) ?
C11 C12 H12A 119.9 ?
C13 C12 H12A 119.9 ?
N4 C13 C12 120.8(4) ?
N4 C13 C14 119.9(5) ?
C12 C13 C14 119.2(5) ?
C9 C14 C13 119.6(5) ?
C9 C14 H14A 120.2 ?
C13 C14 H14A 120.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C1 1.691(5) yes
S2 C2 1.663(4) yes
N1 C1 1.348(5) yes
N1 C7 1.397(6) yes
N1 H1A 0.8600 ?
N2 C1 1.405(5) yes
N2 C2 1.426(5) yes
N2 C9 1.443(5) yes
N3 C5 1.365(6) ?
N3 H3B 0.8600 ?
N3 H3C 0.8600 ?
N4 C13 1.381(7) yes
N4 H4B 0.8600 ?
N4 H4C 0.8600 ?
C2 C8 1.459(6) yes
C3 C4 1.376(7) ?
C3 C8 1.405(6) ?
C3 H3A 0.9300 ?
C4 C5 1.425(7) ?
C4 H4A 0.9300 ?
C5 C6 1.390(7) ?
C6 C7 1.418(6) ?
C6 H6A 0.9300 ?
C7 C8 1.383(6) ?
C9 C10 1.370(8) ?
C9 C14 1.394(7) ?
C10 C11 1.436(7) ?
C10 H10A 0.9300 ?
C11 C12 1.376(9) ?
C11 H11A 0.9300 ?
C12 C13 1.399(8) ?
C12 H12A 0.9300 ?
C13 C14 1.402(6) ?
C14 H14A 0.9300 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21129238
