#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:35:02 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180306 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/20/7152035.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_7152035
loop_
_publ_author_name
'Bhabak, Krishna P.'
'Satheeshkumar, Kandhan'
'Jayavelu, Subramaniam'
'Mugesh, Govindasamy'
_publ_section_title
;
 Inhibition of peroxynitrite- and peroxidase-mediated protein tyrosine
 nitration by imidazole-based thiourea and selenourea derivatives.
;
_journal_issue                   21
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7343
_journal_page_last               7350
_journal_paper_doi               10.1039/c1ob05773a
_journal_volume                  9
_journal_year                    2011
_chemical_formula_moiety         'C11 H16 N4 S2'
_chemical_formula_sum            'C11 H16 N4 S2'
_chemical_formula_weight         268.40
_chemical_name_systematic        ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 106.617(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.893(2)
_cell_length_b                   20.222(6)
_cell_length_c                   9.776(3)
_cell_measurement_reflns_used    3094
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      28.6
_cell_measurement_theta_min      2.0
_cell_volume                     1305.8(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep-3 for windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11215
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.60
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.392
_exptl_absorpt_correction_T_max  0.9619
_exptl_absorpt_correction_T_min  0.9188
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3094
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0407
_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)+(0.0565P)²+0.2541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1131
_reflns_number_gt                2354
_reflns_number_total             3094
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ob05773a.txt
_cod_data_source_block           kpb3s_m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' 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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1305.7(7)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7152035
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
S1 S 1.05815(7) 0.26417(2) 0.68683(5) 0.04416(16) Uani 1 1 d .
S2 S 0.39211(7) 0.49614(3) 0.22026(6) 0.04775(17) Uani 1 1 d .
N2 N 0.6435(2) 0.25349(7) 0.59715(14) 0.0309(3) Uani 1 1 d .
C1 C 0.8316(3) 0.22827(8) 0.61111(17) 0.0306(4) Uani 1 1 d .
N1 N 0.7993(2) 0.16671(7) 0.55351(15) 0.0341(3) Uani 1 1 d .
N3 N 0.6559(2) 0.39962(7) 0.35720(15) 0.0333(3) Uani 1 1 d .
N4 N 0.8031(2) 0.48503(8) 0.29822(16) 0.0373(4) Uani 1 1 d .
C8 C 0.6185(3) 0.46003(8) 0.29309(18) 0.0320(4) Uani 1 1 d .
C7 C 0.4978(3) 0.35313(9) 0.36650(19) 0.0380(4) Uani 1 1 d .
H7A H 0.5408 0.3087 0.3512 0.046 Uiso 1 1 calc R
H7B H 0.3760 0.3628 0.2902 0.046 Uiso 1 1 calc R
C5 C 0.6010(3) 0.32140(9) 0.63146(19) 0.0367(4) Uani 1 1 d .
H5A H 0.7257 0.3467 0.6557 0.044 Uiso 1 1 calc R
H5B H 0.5499 0.3211 0.7142 0.044 Uiso 1 1 calc R
C3 C 0.5950(3) 0.15338(9) 0.50796(19) 0.0388(4) Uani 1 1 d .
H3 H 0.5355 0.1142 0.4666 0.047 Uiso 1 1 calc R
C9 C 0.8613(3) 0.38773(10) 0.4000(2) 0.0440(5) Uani 1 1 d .
H9 H 0.9248 0.3498 0.4452 0.053 Uiso 1 1 calc R
C2 C 0.4978(3) 0.20689(9) 0.53384(19) 0.0378(4) Uani 1 1 d .
H2 H 0.3583 0.2120 0.5132 0.045 Uiso 1 1 calc R
C10 C 0.9524(3) 0.44068(11) 0.3647(2) 0.0461(5) Uani 1 1 d .
H10 H 1.0911 0.4466 0.3818 0.055 Uiso 1 1 calc R
C4 C 0.9577(3) 0.12359(10) 0.5339(2) 0.0504(5) Uani 1 1 d .
H4A H 1.0155 0.1426 0.4644 0.076 Uiso 1 1 calc R
H4B H 0.9013 0.0811 0.5012 0.076 Uiso 1 1 calc R
H4C H 1.0611 0.1186 0.6230 0.076 Uiso 1 1 calc R
C11 C 0.8365(3) 0.54744(10) 0.2348(2) 0.0520(5) Uani 1 1 d .
H11A H 0.7785 0.5454 0.1332 0.078 Uiso 1 1 calc R
H11B H 0.9793 0.5557 0.2565 0.078 Uiso 1 1 calc R
H11C H 0.7737 0.5826 0.2729 0.078 Uiso 1 1 calc R
C6 C 0.4468(3) 0.35467(9) 0.5074(2) 0.0375(4) Uani 1 1 d .
H6A H 0.3167 0.3334 0.4943 0.045 Uiso 1 1 calc R
H6B H 0.4326 0.4004 0.5327 0.045 Uiso 1 1 calc R
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
C1 N2 C2 109.68(14)
C1 N2 C5 125.12(14)
C2 N2 C5 124.97(15)
N1 C1 N2 105.22(14)
N1 C1 S1 126.69(13)
N2 C1 S1 128.07(13)
C1 N1 C3 110.19(15)
C1 N1 C4 124.35(15)
C3 N1 C4 125.31(15)
C8 N3 C9 109.79(15)
C8 N3 C7 123.96(14)
C9 N3 C7 126.05(15)
C8 N4 C10 109.89(15)
C8 N4 C11 124.69(15)
C10 N4 C11 125.31(16)
N4 C8 N3 105.37(14)
N4 C8 S2 126.83(13)
N3 C8 S2 127.79(13)
N3 C7 C6 114.46(15)
N3 C7 H7A 108.6
C6 C7 H7A 108.6
N3 C7 H7B 108.6
C6 C7 H7B 108.6
H7A C7 H7B 107.6
N2 C5 C6 111.86(15)
N2 C5 H5A 109.2
C6 C5 H5A 109.2
N2 C5 H5B 109.2
C6 C5 H5B 109.2
H5A C5 H5B 107.9
C2 C3 N1 107.59(16)
C2 C3 H3 126.2
N1 C3 H3 126.2
C10 C9 N3 107.46(16)
C10 C9 H9 126.3
N3 C9 H9 126.3
C3 C2 N2 107.29(16)
C3 C2 H2 126.4
N2 C2 H2 126.4
C9 C10 N4 107.48(16)
C9 C10 H10 126.3
N4 C10 H10 126.3
N1 C4 H4A 109.5
N1 C4 H4B 109.5
H4A C4 H4B 109.5
N1 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
N4 C11 H11A 109.5
N4 C11 H11B 109.5
H11A C11 H11B 109.5
N4 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C7 C6 C5 115.09(15)
C7 C6 H6A 108.5
C5 C6 H6A 108.5
C7 C6 H6B 108.5
C5 C6 H6B 108.5
H6A C6 H6B 107.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.6887(18)
S2 C8 1.6854(18)
N2 C1 1.364(2)
N2 C2 1.387(2)
N2 C5 1.463(2)
C1 N1 1.358(2)
N1 C3 1.377(2)
N1 C4 1.453(2)
N3 C8 1.364(2)
N3 C9 1.378(2)
N3 C7 1.461(2)
N4 C8 1.357(2)
N4 C10 1.380(2)
N4 C11 1.453(2)
C7 C6 1.516(3)
C7 H7A 0.9700
C7 H7B 0.9700
C5 C6 1.522(2)
C5 H5A 0.9700
C5 H5B 0.9700
C3 C2 1.334(3)
C3 H3 0.9300
C9 C10 1.335(3)
C9 H9 0.9300
C2 H2 0.9300
C10 H10 0.9300
C4 H4A 0.9600
C4 H4B 0.9600
C4 H4C 0.9600
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C6 H6A 0.9700
C6 H6B 0.9700
