#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/31/2213133.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_2213133
loop_
_publ_author_name
'Fan, Ying-Ju'
'Ma, Jian-Ping'
'Sun, Zhong-Xi'
_publ_section_title
Dichlorido{(E)-1-[1-(pyridin-2-yl)ethylidene]thiosemicarbazonato-κ³N,N',S}gallium(III)
_journal_coeditor_code           BI2172
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1540
_journal_page_last               m1541
_journal_paper_doi               10.1107/S1600536807017242
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ga (C8 H9 N4 S) Cl2]'
_chemical_formula_moiety         'C8 H9 Cl2 Ga N4 S'
_chemical_formula_sum            'C8 H9 Cl2 Ga N4 S'
_chemical_formula_weight         333.87
_chemical_name_systematic
;
Dichlorido[(E)-1-[1-(pyridin-2-yl)ethylidene]thiosemicarbazonato-
κ³N,N',S]gallium(III)
;
_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
_cell_angle_beta                 118.871(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.248(2)
_cell_length_b                   10.2777(14)
_cell_length_c                   16.327(2)
_cell_measurement_reflns_used    3730
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.039
_cell_measurement_theta_min      2.44
_cell_volume                     2387.6(5)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       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  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6023
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         2.44
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.903
_exptl_absorpt_correction_T_max  0.647
_exptl_absorpt_correction_T_min  0.429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.204
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2159
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0229
_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)+(0.0305P)²+2.1991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0578
_refine_ls_wR_factor_ref         0.0596
_reflns_number_gt                1963
_reflns_number_total             2159
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2172.cif
_cod_data_source_block           I
_cod_original_cell_volume        2387.7(6)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2213133
_cod_database_fobs_code          2213133
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_type_symbol
_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
Ga Ga1 0.213220(15) 0.06007(2) 0.277133(16) 0.03255(10) Uani d . 1
N N1 0.10603(12) 0.12009(19) 0.14591(12) 0.0365(4) Uani d . 1
N N2 0.27825(12) 0.06486(16) 0.19671(12) 0.0303(4) Uani d . 1
N N3 0.37233(12) 0.04177(18) 0.23266(13) 0.0343(4) Uani d . 1
N N4 0.50754(13) -0.0067(3) 0.36373(14) 0.0526(6) Uani d . 1
H H4A 0.5370 0.0030 0.3323 0.063 Uiso calc R 1
H H4B 0.5379 -0.0274 0.4220 0.063 Uiso calc R 1
S S1 0.36096(4) -0.01483(7) 0.38999(4) 0.04641(17) Uani d . 1
C C1 0.01904(16) 0.1519(3) 0.12647(17) 0.0469(6) Uani d . 1
H H1 0.0035 0.1511 0.1743 0.056 Uiso calc R 1
C C2 -0.04871(17) 0.1858(3) 0.03750(18) 0.0482(6) Uani d . 1
H H2 -0.1089 0.2088 0.0256 0.058 Uiso calc R 1
C C3 -0.02591(16) 0.1851(2) -0.03308(16) 0.0437(6) Uani d . 1
H H3 -0.0706 0.2075 -0.0937 0.052 Uiso calc R 1
C C4 0.06400(16) 0.1510(2) -0.01354(15) 0.0386(5) Uani d . 1
H H4 0.0803 0.1488 -0.0609 0.046 Uiso calc R 1
C C5 0.12930(15) 0.1204(2) 0.07720(15) 0.0330(5) Uani d . 1
C C6 0.22781(15) 0.0868(2) 0.10811(15) 0.0334(5) Uani d . 1
C C7 0.26711(18) 0.0777(3) 0.04260(17) 0.0507(7) Uani d . 1
H H7A 0.3186 0.1374 0.0618 0.076 Uiso calc R 1
H H7B 0.2191 0.0990 -0.0195 0.076 Uiso calc R 1
H H7C 0.2890 -0.0093 0.0434 0.076 Uiso calc R 1
C C8 0.41474(15) 0.0102(2) 0.32213(15) 0.0352(5) Uani d . 1
Cl Cl1 0.12812(4) -0.10476(7) 0.28112(4) 0.05314(18) Uani d . 1
Cl Cl2 0.19934(5) 0.23178(7) 0.34997(5) 0.05535(18) Uani d . 1
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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
N2 Ga1 N1 76.63(7)
N2 Ga1 Cl2 123.19(5)
N1 Ga1 Cl2 93.72(6)
N2 Ga1 Cl1 124.23(5)
N1 Ga1 Cl1 91.88(6)
Cl2 Ga1 Cl1 111.75(3)
N2 Ga1 S1 82.07(5)
N1 Ga1 S1 158.57(5)
Cl2 Ga1 S1 99.91(3)
Cl1 Ga1 S1 98.24(3)
C1 N1 C5 119.61(19)
C1 N1 Ga1 125.31(15)
C5 N1 Ga1 115.03(14)
C6 N2 N3 118.94(18)
C6 N2 Ga1 118.55(14)
N3 N2 Ga1 122.48(13)
C8 N3 N2 113.31(18)
C8 N4 H4A 120.0
C8 N4 H4B 120.0
H4A N4 H4B 120.0
C8 S1 Ga1 95.17(8)
N1 C1 C2 121.9(2)
N1 C1 H1 119.0
C2 C1 H1 119.0
C3 C2 C1 118.9(2)
C3 C2 H2 120.6
C1 C2 H2 120.6
C2 C3 C4 119.5(2)
C2 C3 H3 120.3
C4 C3 H3 120.3
C5 C4 C3 119.0(2)
C5 C4 H4 120.5
C3 C4 H4 120.5
N1 C5 C4 121.1(2)
N1 C5 C6 114.29(18)
C4 C5 C6 124.6(2)
N2 C6 C5 115.00(19)
N2 C6 C7 122.2(2)
C5 C6 C7 122.82(19)
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
N3 C8 N4 117.0(2)
N3 C8 S1 126.17(17)
N4 C8 S1 116.82(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ga1 N2 2.0452(17)
Ga1 N1 2.0979(18)
Ga1 Cl2 2.1998(7)
Ga1 Cl1 2.2075(7)
Ga1 S1 2.3407(7)
N1 C1 1.331(3)
N1 C5 1.346(3)
N2 C6 1.292(3)
N2 N3 1.368(2)
N3 C8 1.320(3)
N4 C8 1.333(3)
N4 H4A 0.860
N4 H4B 0.860
S1 C8 1.730(2)
C1 C2 1.378(3)
C1 H1 0.930
C2 C3 1.370(4)
C2 H2 0.930
C3 C4 1.382(3)
C3 H3 0.930
C4 C5 1.379(3)
C4 H4 0.930
C5 C6 1.468(3)
C6 C7 1.490(3)
C7 H7A 0.960
C7 H7B 0.960
C7 H7C 0.960
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N4 H4A N3 2_655 0.86 2.23 3.083(3) 172.5
N4 H4B S1 5_656 0.86 2.73 3.534(2) 156.5
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N2 Ga1 N1 C1 -177.2(2)
Cl2 Ga1 N1 C1 -53.9(2)
Cl1 Ga1 N1 C1 58.0(2)
S1 Ga1 N1 C1 176.46(16)
N2 Ga1 N1 C5 5.41(15)
Cl2 Ga1 N1 C5 128.67(16)
Cl1 Ga1 N1 C5 -119.39(16)
S1 Ga1 N1 C5 -1.0(3)
N1 Ga1 N2 C6 -6.57(16)
Cl2 Ga1 N2 C6 -92.23(16)
Cl1 Ga1 N2 C6 76.48(17)
S1 Ga1 N2 C6 171.08(17)
N1 Ga1 N2 N3 175.51(17)
Cl2 Ga1 N2 N3 89.86(15)
Cl1 Ga1 N2 N3 -101.43(15)
S1 Ga1 N2 N3 -6.83(14)
C6 N2 N3 C8 -174.7(2)
Ga1 N2 N3 C8 3.2(2)
N2 Ga1 S1 C8 6.66(9)
N1 Ga1 S1 C8 12.92(19)
Cl2 Ga1 S1 C8 -115.80(9)
Cl1 Ga1 S1 C8 130.29(8)
C5 N1 C1 C2 -0.2(4)
Ga1 N1 C1 C2 -177.5(2)
N1 C1 C2 C3 0.8(4)
C1 C2 C3 C4 -0.2(4)
C2 C3 C4 C5 -1.0(4)
C1 N1 C5 C4 -1.0(3)
Ga1 N1 C5 C4 176.53(17)
C1 N1 C5 C6 178.6(2)
Ga1 N1 C5 C6 -3.9(2)
C3 C4 C5 N1 1.7(3)
C3 C4 C5 C6 -177.9(2)
N3 N2 C6 C5 -175.51(17)
Ga1 N2 C6 C5 6.5(3)
N3 N2 C6 C7 4.8(3)
Ga1 N2 C6 C7 -173.16(18)
N1 C5 C6 N2 -1.5(3)
C4 C5 C6 N2 178.1(2)
N1 C5 C6 C7 178.1(2)
C4 C5 C6 C7 -2.3(4)
N2 N3 C8 N4 -176.3(2)
N2 N3 C8 S1 5.2(3)
Ga1 S1 C8 N3 -8.9(2)
Ga1 S1 C8 N4 172.60(19)
