#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/77/1517715.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_1517715
loop_
_publ_author_name
'N. Selvakumaran'
'A. Pratheepkumar'
'S.W. Ng'
'Edward R.T. Tiekink'
'R. Karvembu'
_publ_section_title
;
 Synthesis, structural characterization and cytotoxicity of nickel(II)
 complexes containing 3,3-dialkyl/aryl-1-benzoylthiourea ligands
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              82
_journal_page_last               87
_journal_volume                  404
_journal_year                    2013
_chemical_formula_moiety         'C32 H46 N4 Ni O2 S2'
_chemical_formula_sum            'C32 H46 N4 Ni O2 S2'
_chemical_formula_weight         641.56
_space_group_IT_number           82
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I -4'
_symmetry_space_group_name_H-M   'I -4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.1481(3)
_cell_length_b                   13.1481(3)
_cell_length_c                   19.6476(6)
_cell_measurement_reflns_used    3039
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.1911
_cell_measurement_theta_min      3.0106
_cell_volume                     3396.53(15)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006)
;
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type
'Agilent Technologies SuperNova Dual diffractometer with Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            4866
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.02
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2011)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack (1983), 1134 Friedel pairs'
_refine_ls_abs_structure_Flack   0.004(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3187
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0319
_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)+(0.0349P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0771
_reflns_number_gt                3006
_reflns_number_total             3187
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ICA-2013-404-82-87-3.cif
_cod_data_source_block           ni-3
_cod_original_cell_volume        3396.5(3)
_cod_database_code               1517715
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+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
Ni Ni 0.5000 0.5000 0.32852(2) 0.01328(11) Uani 1 2 d S
S1 S 0.60141(5) 0.45358(5) 0.24795(3) 0.01745(15) Uani 1 1 d .
O1 O 0.59340(13) 0.47605(13) 0.39834(8) 0.0157(4) Uani 1 1 d .
N1 N 0.72037(17) 0.37480(18) 0.34999(10) 0.0180(5) Uani 1 1 d .
N2 N 0.72600(17) 0.29379(16) 0.24864(12) 0.0180(5) Uani 1 1 d .
C1 C 0.6860(2) 0.3688(2) 0.28559(13) 0.0154(5) Uani 1 1 d .
C2 C 0.6796(2) 0.43132(19) 0.39780(13) 0.0163(5) Uani 1 1 d .
C3 C 0.7150(2) 0.2858(2) 0.17517(15) 0.0209(6) Uani 1 1 d .
H3A H 0.6572 0.3290 0.1606 0.025 Uiso 1 1 calc R
H3B H 0.6981 0.2146 0.1634 0.025 Uiso 1 1 calc R
C4 C 0.8109(2) 0.3180(2) 0.13512(14) 0.0263(7) Uani 1 1 d .
H4 H 0.8653 0.2664 0.1438 0.032 Uiso 1 1 calc R
C5 C 0.8504(3) 0.4210(3) 0.15773(17) 0.0421(9) Uani 1 1 d .
H5A H 0.9097 0.4396 0.1302 0.063 Uiso 1 1 calc R
H5B H 0.8700 0.4178 0.2058 0.063 Uiso 1 1 calc R
H5C H 0.7970 0.4722 0.1518 0.063 Uiso 1 1 calc R
C6 C 0.7868(3) 0.3171(3) 0.05954(16) 0.0365(8) Uani 1 1 d .
H6A H 0.7314 0.3650 0.0502 0.055 Uiso 1 1 calc R
H6B H 0.7661 0.2485 0.0458 0.055 Uiso 1 1 calc R
H6C H 0.8474 0.3373 0.0338 0.055 Uiso 1 1 calc R
C7 C 0.7966(2) 0.2214(2) 0.28166(14) 0.0230(7) Uani 1 1 d .
H7A H 0.8477 0.2601 0.3081 0.028 Uiso 1 1 calc R
H7B H 0.8332 0.1827 0.2460 0.028 Uiso 1 1 calc R
C8 C 0.7422(2) 0.1455(2) 0.32971(18) 0.0302(7) Uani 1 1 d .
H8 H 0.6917 0.1845 0.3574 0.036 Uiso 1 1 calc R
C10 C 0.6842(3) 0.0660(3) 0.28862(17) 0.0375(8) Uani 1 1 d .
H10A H 0.7326 0.0227 0.2642 0.056 Uiso 1 1 calc R
H10B H 0.6395 0.1001 0.2559 0.056 Uiso 1 1 calc R
H10C H 0.6432 0.0241 0.3194 0.056 Uiso 1 1 calc R
C11 C 0.8174(3) 0.0977(2) 0.37789(15) 0.0352(8) Uani 1 1 d .
H11A H 0.7816 0.0515 0.4088 0.053 Uiso 1 1 calc R
H11B H 0.8514 0.1510 0.4043 0.053 Uiso 1 1 calc R
H11C H 0.8682 0.0594 0.3518 0.053 Uiso 1 1 calc R
C12 C 0.7410(2) 0.4396(2) 0.46198(13) 0.0165(6) Uani 1 1 d .
C13 C 0.6985(2) 0.4794(2) 0.52070(13) 0.0196(6) Uani 1 1 d .
H13 H 0.6297 0.5013 0.5204 0.023 Uiso 1 1 calc R
C14 C 0.7546(2) 0.4876(2) 0.57954(14) 0.0227(6) Uani 1 1 d .
H14 H 0.7246 0.5142 0.6198 0.027 Uiso 1 1 calc R
C15 C 0.8563(2) 0.4563(2) 0.57956(14) 0.0237(6) Uani 1 1 d .
H15 H 0.8958 0.4621 0.6199 0.028 Uiso 1 1 calc R
C16 C 0.8992(2) 0.4173(2) 0.52137(14) 0.0261(7) Uani 1 1 d .
H16 H 0.9684 0.3963 0.5216 0.031 Uiso 1 1 calc R
C17 C 0.8423(2) 0.4083(2) 0.46253(14) 0.0216(6) Uani 1 1 d .
H17 H 0.8722 0.3809 0.4225 0.026 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'
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'
Ni Ni 0.3393 1.1124 '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_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Ni O1 85.48(11) . 2_665
O1 Ni S1 173.07(6) . 2_665
O1 Ni S1 94.87(5) 2_665 2_665
O1 Ni S1 94.87(5) . .
O1 Ni S1 173.07(6) 2_665 .
S1 Ni S1 85.62(4) 2_665 .
C1 S1 Ni 105.33(9) . .
C2 O1 Ni 130.93(16) . .
C2 N1 C1 124.7(2) . .
C1 N2 C3 123.7(2) . .
C1 N2 C7 119.0(2) . .
C3 N2 C7 116.8(2) . .
N2 C1 N1 115.0(2) . .
N2 C1 S1 119.6(2) . .
N1 C1 S1 125.2(2) . .
O1 C2 N1 129.0(2) . .
O1 C2 C12 115.9(2) . .
N1 C2 C12 115.0(2) . .
N2 C3 C4 113.8(2) . .
N2 C3 H3A 108.8 . .
C4 C3 H3A 108.8 . .
N2 C3 H3B 108.8 . .
C4 C3 H3B 108.8 . .
H3A C3 H3B 107.7 . .
C6 C4 C5 111.4(3) . .
C6 C4 C3 109.0(3) . .
C5 C4 C3 112.0(2) . .
C6 C4 H4 108.1 . .
C5 C4 H4 108.1 . .
C3 C4 H4 108.1 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N2 C7 C8 113.1(2) . .
N2 C7 H7A 109.0 . .
C8 C7 H7A 109.0 . .
N2 C7 H7B 109.0 . .
C8 C7 H7B 109.0 . .
H7A C7 H7B 107.8 . .
C11 C8 C10 112.0(3) . .
C11 C8 C7 110.4(3) . .
C10 C8 C7 110.5(3) . .
C11 C8 H8 107.9 . .
C10 C8 H8 107.9 . .
C7 C8 H8 107.9 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C8 C11 H11A 109.5 . .
C8 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C8 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 C17 119.4(2) . .
C13 C12 C2 120.7(2) . .
C17 C12 C2 119.9(2) . .
C14 C13 C12 120.9(3) . .
C14 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C13 C14 C15 119.3(3) . .
C13 C14 H14 120.3 . .
C15 C14 H14 120.3 . .
C16 C15 C14 120.1(3) . .
C16 C15 H15 119.9 . .
C14 C15 H15 119.9 . .
C15 C16 C17 120.4(3) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C16 C17 C12 119.9(3) . .
C16 C17 H17 120.0 . .
C12 C17 H17 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni O1 1.8680(17) .
Ni O1 1.8680(17) 2_665
Ni S1 2.1578(7) 2_665
Ni S1 2.1578(7) .
S1 C1 1.740(3) .
O1 C2 1.277(3) .
N1 C2 1.312(3) .
N1 C1 1.346(3) .
N2 C1 1.333(3) .
N2 C3 1.455(4) .
N2 C7 1.480(3) .
C2 C12 1.501(3) .
C3 C4 1.546(4) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C6 1.519(4) .
C4 C5 1.517(5) .
C4 H4 1.0000 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.548(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C11 1.507(4) .
C8 C10 1.525(4) .
C8 H8 1.0000 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.385(4) .
C12 C17 1.395(4) .
C13 C14 1.376(4) .
C13 H13 0.9500 .
C14 C15 1.399(4) .
C14 H14 0.9500 .
C15 C16 1.374(4) .
C15 H15 0.9500 .
C16 C17 1.382(4) .
C16 H16 0.9500 .
C17 H17 0.9500 .
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
_geom_torsion_site_symmetry_1
O1 Ni S1 C1 26.08(11) .
O1 Ni S1 C1 -66.5(5) 2_665
S1 Ni S1 C1 -160.86(10) 2_665
O1 Ni O1 C2 162.6(3) 2_665
S1 Ni O1 C2 -104.2(5) 2_665
S1 Ni O1 C2 -10.4(2) .
C3 N2 C1 N1 -167.5(2) .
C7 N2 C1 N1 4.2(3) .
C3 N2 C1 S1 9.2(3) .
C7 N2 C1 S1 -179.0(2) .
C2 N1 C1 N2 -168.2(2) .
C2 N1 C1 S1 15.3(4) .
Ni S1 C1 N2 149.44(19) .
Ni S1 C1 N1 -34.2(3) .
Ni O1 C2 N1 -12.2(4) .
Ni O1 C2 C12 171.42(17) .
C1 N1 C2 O1 13.6(4) .
C1 N1 C2 C12 -170.0(2) .
C1 N2 C3 C4 103.1(3) .
C7 N2 C3 C4 -68.8(3) .
N2 C3 C4 C6 -174.1(2) .
N2 C3 C4 C5 -50.5(3) .
C1 N2 C7 C8 73.6(3) .
C3 N2 C7 C8 -114.1(3) .
N2 C7 C8 C11 -161.9(2) .
N2 C7 C8 C10 73.7(3) .
O1 C2 C12 C13 9.8(4) .
N1 C2 C12 C13 -167.1(2) .
O1 C2 C12 C17 -169.2(2) .
N1 C2 C12 C17 13.9(4) .
C17 C12 C13 C14 -0.6(4) .
C2 C12 C13 C14 -179.6(2) .
C12 C13 C14 C15 0.8(4) .
C13 C14 C15 C16 -0.4(4) .
C14 C15 C16 C17 -0.2(4) .
C15 C16 C17 C12 0.4(4) .
C13 C12 C17 C16 0.0(4) .
C2 C12 C17 C16 179.1(2) .
