#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:19:41 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179660 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/13/4511303.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_4511303
loop_
_publ_author_name
'Novaković, Sladjana B.'
'Fraisse, Bernard'
'Bogdanović, Goran A.'
'Spasojević-de Biré, Anne'
_publ_contact_author
;
Goran Bogdanovic
Anne Spasojevic-de Bire
;
_publ_section_title
;
 Experimental Charge Density Evidence for the Existence of High
 Polarizability of the Electron Density of the Free Electron Pairs on the
 Sulfur Atom of the Thioureido Group, NH−C(S)−NH2, Induced
 by N−H···S and
 C−H···S Interactions
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              191
_journal_paper_doi               10.1021/cg060497+
_journal_volume                  7
_journal_year                    2007
_chemical_formula_moiety         'C8 H9 N3 O S'
_chemical_formula_sum            'C8 H9 N3 O S'
_chemical_formula_weight         195.24
_chemical_name_common            'Salicyaldehyde Thiosemicarbazone'
_chemical_name_systematic
;
 ?
;
_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'
_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                 116.581(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.9599(6)
_cell_length_b                   14.1007(5)
_cell_length_c                   10.4394(3)
_cell_measurement_temperature    100(2)
_cell_volume                     1837.74(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.0
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10219
_diffrn_reflns_theta_full        51.34
_diffrn_reflns_theta_max         51.34
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.314
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         5539
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0401
_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)+(0.0686P)²+0.3212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1157
_reflns_number_gt                10219
_reflns_number_total             10219
_reflns_threshold_expression     >3sigma(I)
_cod_data_source_file            cg060497%2Bsi20060727_040344.cif
_cod_data_source_block           mollyend
_cod_original_cell_volume        1837.73(12)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4511303
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_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
S1 S 0.80279(30) 0.39330(15) 0.58726(28) 0.02857(6) Uani 1 1 d
O1 O 0.90655(6) 0.36150(5) 0.07162(7) 0.02057(11) Uani 1 1 d
N1 N 0.84673(4) 0.29962(3) 0.26515(4) 0.01426(9) Uani 1 1 d
N2 N 0.82083(4) 0.30664(4) 0.37671(5) 0.01567(10) Uani 1 1 d
N3 N 0.86071(8) 0.46627(5) 0.39795(8) 0.02375(16) Uani 1 1 d
C1 C 0.83074(4) 0.38969(4) 0.44567(4) 0.01653(11) Uani 1 1 d
C2 C 0.84509(4) 0.21506(3) 0.21635(5) 0.01748(10) Uani 1 1 d
C3 C 0.87215(4) 0.19683(4) 0.09952(4) 0.01685(9) Uani 1 1 d
C4 C 0.86771(4) 0.10310(4) 0.05157(5) 0.02023(12) Uani 1 1 d
C5 C 0.89202(6) 0.08131(6) -0.06013(7) 0.02397(16) Uani 1 1 d
C6 C 0.92196(5) 0.15406(6) -0.12577(6) 0.02370(17) Uani 1 1 d
C7 C 0.92732(5) 0.24765(6) -0.08017(6) 0.02067(14) Uani 1 1 d
C8 C 0.90190(4) 0.26932(4) 0.03145(5) 0.01637(10) Uani 1 1 d
H1 H 0.8847(7) 0.3658(6) 0.1434(9) 0.030(2) Uiso 1 1 d
H2 H 0.8260(7) 0.1549(6) 0.2621(9) 0.035(2) Uiso 1 1 d
H2n H 0.7885(8) 0.2511(7) 0.3997(10) 0.037(2) Uiso 1 1 d
H3a H 0.8761(8) 0.4628(8) 0.3128(11) 0.048(3) Uiso 1 1 d
H3b H 0.8790(7) 0.5258(7) 0.4585(10) 0.044(2) Uiso 1 1 d
H4 H 0.8521(6) 0.0467(5) 0.1097(7) 0.027(2) Uiso 1 1 d
H5 H 0.8877(7) 0.0086(7) -0.095(10) 0.044(2) Uiso 1 1 d
H6 H 0.9445(8) 0.1373(7) -0.2101(10) 0.044(3) Uiso 1 1 d
H7 H 0.9489(7) 0.3055(6) -0.1289(9) 0.038(2) Uiso 1 1 d
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
C8 O1 H1 108.9(5)
C2 N1 N2 115.92(4)
C1 N2 N1 120.88(6)
C1 N2 H2n 120.6(6)
N1 N2 H2n 118.3(6)
C1 N3 H3b 118.2(5)
C1 N3 H3a 121.3(6)
H3a N3 H3b 119.9(8)
N3 C1 N2 118.57(6)
N3 C1 S1 122.46(6)
N2 C1 S1 118.96(6)
N1 C2 C3 121.94(6)
N1 C2 H2 121.5(5)
C3 C2 H2 116.6(5)
C4 C3 C8 118.60(4)
C4 C3 C2 118.64(6)
C8 C3 C2 122.77(4)
C5 C4 C3 121.29(8)
C5 C4 H4 119.8(4)
C3 C4 H4 118.7(4)
C4 C5 C6 119.29(9)
C7 C6 C5 120.65(6)
C7 C6 H6 119.5(5)
C5 C6 H6 119.8(5)
C6 C7 C8 119.78(8)
C6 C7 H7 122.8(5)
C8 C7 H7 117.4(5)
O1 C8 C7 118.19(5)
O1 C8 C3 121.50(6)
C7 C8 C3 120.34(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.690(4)
O1 C8 1.3584(8)
O1 H1 0.929(9)
N1 C2 1.2928(6)
N1 N2 1.3688(5)
N2 C1 1.3489(6)
N2 H2n 0.986(10)
N3 C1 1.3326(8)
N3 H3b 1.013(9)
N3 H3a 1.004(10)
C2 C3 1.4521(5)
C2 H2 1.065(9)
C3 C4 1.4048(8)
C3 C8 1.4093(7)
C4 C5 1.3868(7)
C4 H4 1.080(7)
C5 C6 1.3974(10)
C5 H5 1.079(9)
C6 C7 1.3934(10)
C6 H6 1.085(9)
C7 C8 1.3954(7)
C7 H7 1.074(8)
