#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/49/7054909.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_7054909
loop_
_publ_author_name
'Yadav, Manoj Kumar'
'Rajput, Gunjan'
'Srivastava, Khushboo'
'Singh, Rakesh K.'
'Mishra, Rajnikant'
'Drew, Michael G. B.'
'Singh, Nanhai'
_publ_section_title
;
 Anti-leishmanial activity of Ni(ii), Pd(ii) and Pt(ii) β-oxodithioester
 complexes
;
_journal_issue                   8
_journal_name_full               'New J. Chem.'
_journal_page_first              6358
_journal_paper_doi               10.1039/C5NJ00765H
_journal_volume                  39
_journal_year                    2015
_chemical_formula_sum            'C22 H22 Ni O4 S4'
_chemical_formula_weight         537.35
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-03-23 deposited with the CCDC.
2015-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.151(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.1110(4)
_cell_length_b                   7.1701(3)
_cell_length_c                   13.5948(5)
_cell_measurement_reflns_used    5096
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.03
_cell_volume                     1168.61(8)
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device       'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_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  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5096
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        n/a
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_exptl_absorpt_coefficient_mu    1.214
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3660
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0343
_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)+(0.0320P)²+0.6054P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0781
_reflns_number_gt                3139
_reflns_number_total             3660
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj00765h2.cif
_cod_data_source_block           C4
_cod_depositor_comments
'Adding full bibliography for 7054909--7054913.cif.'
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7054909
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
Ni1 Ni 0.23595(3) 0.00166(10) 0.18209(3) 0.03926(13) Uani 1 1 d .
S11 S 0.07376(6) 0.0067(3) 0.09641(5) 0.0422(2) Uani 1 1 d .
S13 S -0.16520(7) 0.0274(3) 0.11839(6) 0.0544(4) Uani 1 1 d .
S31 S 0.30210(6) -0.0066(3) 0.04427(6) 0.0481(3) Uani 1 1 d .
S33 S 0.51563(8) -0.0228(2) -0.03581(8) 0.0567(3) Uani 1 1 d .
C12 C -0.0260(2) 0.0216(7) 0.1731(2) 0.0329(8) Uani 1 1 d .
C14 C -0.0096(2) 0.0291(7) 0.2753(2) 0.0377(10) Uani 1 1 d .
H14 H -0.0725 0.0464 0.3063 0.045 Uiso 1 1 calc R
C15 C 0.0929(2) 0.0133(8) 0.3367(2) 0.0367(8) Uani 1 1 d .
C16 C -0.1641(3) 0.0052(12) -0.0120(2) 0.0521(10) Uani 1 1 d .
H16A H -0.1212 0.1050 -0.0346 0.078 Uiso 1 1 calc R
H16C H -0.2391 0.0107 -0.0459 0.078 Uiso 1 1 calc R
H16B H -0.1312 -0.1121 -0.0257 0.078 Uiso 1 1 calc R
C21 C 0.1016(2) 0.0041(9) 0.4463(2) 0.0343(7) Uani 1 1 d .
C22 C 0.1987(3) -0.0653(6) 0.5005(3) 0.0418(10) Uani 1 1 d .
H22 H 0.2567 -0.1038 0.4672 0.050 Uiso 1 1 calc R
C23 C 0.2111(3) -0.0783(6) 0.6022(3) 0.0466(11) Uani 1 1 d .
H23 H 0.2767 -0.1256 0.6371 0.056 Uiso 1 1 calc R
C24 C 0.1255(3) -0.0205(8) 0.6527(2) 0.0403(9) Uani 1 1 d .
C25 C 0.0283(3) 0.0520(6) 0.6005(3) 0.0417(10) Uani 1 1 d .
H25 H -0.0286 0.0940 0.6342 0.050 Uiso 1 1 calc R
C26 C 0.0170(3) 0.0614(5) 0.4980(2) 0.0378(10) Uani 1 1 d .
H26 H -0.0490 0.1073 0.4630 0.045 Uiso 1 1 calc R
C28 C 0.0575(4) 0.0065(11) 0.8087(3) 0.0699(13) Uani 1 1 d .
H28A H 0.0364 0.1348 0.7983 0.105 Uiso 1 1 calc R
H28B H 0.0822 -0.0144 0.8781 0.105 Uiso 1 1 calc R
H28C H -0.0054 -0.0720 0.7870 0.105 Uiso 1 1 calc R
C32 C 0.4434(3) -0.0174(8) 0.0663(3) 0.0399(9) Uani 1 1 d .
C34 C 0.5108(3) -0.0199(9) 0.1571(3) 0.0452(10) Uani 1 1 d .
H34 H 0.5874 -0.0271 0.1563 0.054 Uiso 1 1 calc R
C35 C 0.4747(2) -0.0128(9) 0.2497(3) 0.0416(9) Uani 1 1 d .
C41 C 0.5525(2) -0.0138(9) 0.3439(3) 0.0417(9) Uani 1 1 d .
C42 C 0.6610(3) -0.0882(6) 0.3521(3) 0.0481(11) Uani 1 1 d .
H42 H 0.6885 -0.1325 0.2961 0.058 Uiso 1 1 calc R
C43 C 0.7261(3) -0.0950(6) 0.4439(3) 0.0516(11) Uani 1 1 d .
H43 H 0.7978 -0.1439 0.4491 0.062 Uiso 1 1 calc R
C44 C 0.6874(3) -0.0312(8) 0.5276(3) 0.0517(13) Uani 1 1 d .
C45 C 0.5814(3) 0.0469(7) 0.5205(3) 0.0522(13) Uani 1 1 d .
H45 H 0.5558 0.0961 0.5764 0.063 Uiso 1 1 calc R
C46 C 0.5148(3) 0.0505(7) 0.4293(3) 0.0533(13) Uani 1 1 d .
H46 H 0.4426 0.0973 0.4251 0.064 Uiso 1 1 calc R
C48 C 0.7186(4) 0.0007(16) 0.7050(3) 0.0915(17) Uani 1 1 d .
H48B H 0.6963 0.1292 0.7041 0.137 Uiso 1 1 calc R
H48C H 0.7768 -0.0201 0.7595 0.137 Uiso 1 1 calc R
H48A H 0.6558 -0.0770 0.7126 0.137 Uiso 1 1 calc R
C36 C 0.4113(3) -0.0221(13) -0.1432(3) 0.0716(16) Uani 1 1 d .
H36C H 0.3619 -0.1259 -0.1400 0.107 Uiso 1 1 calc R
H36A H 0.4465 -0.0320 -0.2020 0.107 Uiso 1 1 calc R
H36B H 0.3696 0.0921 -0.1452 0.107 Uiso 1 1 calc R
O15 O 0.18596(16) 0.0021(8) 0.30445(15) 0.0500(7) Uani 1 1 d .
O27 O 0.1458(2) -0.0364(6) 0.75333(18) 0.0623(11) Uani 1 1 d .
O37 O 0.7581(2) -0.0437(7) 0.6147(2) 0.0776(14) Uani 1 1 d .
O35 O 0.37273(16) -0.0022(8) 0.26194(16) 0.0586(8) Uani 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'
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
O35 Ni1 O15 81.49(9)
O35 Ni1 S11 177.08(7)
O15 Ni1 S11 95.59(6)
O35 Ni1 S31 95.64(7)
O15 Ni1 S31 176.79(11)
S11 Ni1 S31 87.28(3)
C12 S11 Ni1 110.10(10)
C12 S13 C16 106.17(15)
C32 S31 Ni1 109.86(12)
C32 S33 C36 105.88(17)
C14 C12 S11 127.3(2)
C14 C12 S13 114.9(2)
S11 C12 S13 117.80(17)
C12 C14 C15 126.0(3)
C12 C14 H14 117.0
C15 C14 H14 117.0
O15 C15 C14 123.7(3)
O15 C15 C21 113.9(3)
C14 C15 C21 122.4(3)
S13 C16 H16A 109.5
S13 C16 H16C 109.5
H16A C16 H16C 109.5
S13 C16 H16B 109.5
H16A C16 H16B 109.5
H16C C16 H16B 109.5
C26 C21 C22 117.9(3)
C26 C21 C15 123.1(3)
C22 C21 C15 119.0(3)
C23 C22 C21 121.5(3)
C23 C22 H22 119.2
C21 C22 H22 119.2
C22 C23 C24 119.7(3)
C22 C23 H23 120.1
C24 C23 H23 120.1
O27 C24 C25 124.4(3)
O27 C24 C23 115.6(3)
C25 C24 C23 120.0(3)
C26 C25 C24 119.4(3)
C26 C25 H25 120.3
C24 C25 H25 120.3
C25 C26 C21 121.5(3)
C25 C26 H26 119.3
C21 C26 H26 119.3
O27 C28 H28A 109.5
O27 C28 H28B 109.5
H28A C28 H28B 109.5
O27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C34 C32 S31 127.8(3)
C34 C32 S33 114.3(2)
S31 C32 S33 117.9(2)
C32 C34 C35 125.9(3)
C32 C34 H34 117.0
C35 C34 H34 117.0
O35 C35 C34 123.8(3)
O35 C35 C41 113.5(3)
C34 C35 C41 122.7(3)
C46 C41 C42 118.4(3)
C46 C41 C35 118.6(3)
C42 C41 C35 122.9(4)
C43 C42 C41 119.5(4)
C43 C42 H42 120.3
C41 C42 H42 120.3
C44 C43 C42 121.4(4)
C44 C43 H43 119.3
C42 C43 H43 119.3
O37 C44 C43 116.9(4)
O37 C44 C45 123.2(4)
C43 C44 C45 119.9(4)
C46 C45 C44 119.1(4)
C46 C45 H45 120.5
C44 C45 H45 120.5
C45 C46 C41 121.7(4)
C45 C46 H46 119.1
C41 C46 H46 119.1
O37 C48 H48B 109.5
O37 C48 H48C 109.5
H48B C48 H48C 109.5
O37 C48 H48A 109.5
H48B C48 H48A 109.5
H48C C48 H48A 109.5
S33 C36 H36C 109.5
S33 C36 H36A 109.5
H36C C36 H36A 109.5
S33 C36 H36B 109.5
H36C C36 H36B 109.5
H36A C36 H36B 109.5
C15 O15 Ni1 137.0(2)
C24 O27 C28 118.1(3)
C44 O37 C48 119.4(4)
C35 O35 Ni1 136.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 O35 1.848(2)
Ni1 O15 1.849(2)
Ni1 S11 2.1371(8)
Ni1 S31 2.1405(9)
S11 C12 1.707(3)
S13 C12 1.744(3)
S13 C16 1.781(3)
S31 C32 1.697(3)
S33 C32 1.743(3)
S33 C36 1.790(4)
C12 C14 1.376(4)
C14 C15 1.399(4)
C14 H14 0.9300
C15 O15 1.269(3)
C15 C21 1.480(4)
C16 H16A 0.9600
C16 H16C 0.9600
C16 H16B 0.9600
C21 C26 1.385(5)
C21 C22 1.389(5)
C22 C23 1.373(5)
C22 H22 0.9300
C23 C24 1.386(5)
C23 H23 0.9300
C24 O27 1.360(4)
C24 C25 1.386(5)
C25 C26 1.383(5)
C25 H25 0.9300
C26 H26 0.9300
C28 O27 1.425(4)
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C32 C34 1.380(5)
C34 C35 1.391(5)
C34 H34 0.9300
C35 O35 1.271(3)
C35 C41 1.479(4)
C41 C46 1.385(5)
C41 C42 1.408(5)
C42 C43 1.379(5)
C42 H42 0.9300
C43 C44 1.369(6)
C43 H43 0.9300
C44 O37 1.363(4)
C44 C45 1.391(5)
C45 C46 1.380(5)
C45 H45 0.9300
C46 H46 0.9300
C48 O37 1.415(5)
C48 H48B 0.9600
C48 H48C 0.9600
C48 H48A 0.9600
C36 H36C 0.9600
C36 H36A 0.9600
C36 H36B 0.9600
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
O35 Ni1 S11 C12 1(4)
O15 Ni1 S11 C12 3.3(3)
S31 Ni1 S11 C12 -178.2(2)
O35 Ni1 S31 C32 1.2(3)
O15 Ni1 S31 C32 -25(3)
S11 Ni1 S31 C32 -178.8(2)
Ni1 S11 C12 C14 -0.2(6)
Ni1 S11 C12 S13 -180.0(2)
C16 S13 C12 C14 -177.4(5)
C16 S13 C12 S11 2.4(5)
S11 C12 C14 C15 -4.6(9)
S13 C12 C14 C15 175.2(5)
C12 C14 C15 O15 5.0(10)
C12 C14 C15 C21 -173.7(5)
O15 C15 C21 C26 162.6(5)
C14 C15 C21 C26 -18.6(9)
O15 C15 C21 C22 -17.6(8)
C14 C15 C21 C22 161.2(5)
C26 C21 C22 C23 0.4(7)
C15 C21 C22 C23 -179.5(4)
C21 C22 C23 C24 -0.3(7)
C22 C23 C24 O27 -179.2(4)
C22 C23 C24 C25 -0.7(7)
O27 C24 C25 C26 180.0(5)
C23 C24 C25 C26 1.7(7)
C24 C25 C26 C21 -1.6(7)
C22 C21 C26 C25 0.6(7)
C15 C21 C26 C25 -179.6(5)
Ni1 S31 C32 C34 -0.3(7)
Ni1 S31 C32 S33 -179.3(3)
C36 S33 C32 C34 179.1(5)
C36 S33 C32 S31 -1.7(5)
S31 C32 C34 C35 -0.4(10)
S33 C32 C34 C35 178.6(5)
C32 C34 C35 O35 -0.3(11)
C32 C34 C35 C41 -179.2(6)
O35 C35 C41 C46 -18.8(9)
C34 C35 C41 C46 160.2(6)
O35 C35 C41 C42 157.0(5)
C34 C35 C41 C42 -24.0(10)
C46 C41 C42 C43 0.0(8)
C35 C41 C42 C43 -175.8(5)
C41 C42 C43 C44 0.2(7)
C42 C43 C44 O37 -179.9(5)
C42 C43 C44 C45 -1.8(8)
O37 C44 C45 C46 -178.8(5)
C43 C44 C45 C46 3.1(8)
C44 C45 C46 C41 -3.0(8)
C42 C41 C46 C45 1.5(8)
C35 C41 C46 C45 177.5(5)
C14 C15 O15 Ni1 0.5(11)
C21 C15 O15 Ni1 179.3(5)
O35 Ni1 O15 C15 175.7(7)
S11 Ni1 O15 C15 -4.2(7)
S31 Ni1 O15 C15 -158(3)
C25 C24 O27 C28 6.6(9)
C23 C24 O27 C28 -175.0(5)
C43 C44 O37 C48 -173.1(7)
C45 C44 O37 C48 8.9(9)
C34 C35 O35 Ni1 2.2(11)
C41 C35 O35 Ni1 -178.7(5)
O15 Ni1 O35 C35 176.1(8)
S11 Ni1 O35 C35 178(4)
S31 Ni1 O35 C35 -2.5(7)
