#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:36:30 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179148 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/09/4310914.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_4310914
loop_
_publ_author_name
'Craig A. Grapperhaus'
'Christopher S. Mullins'
'Pawel M. Kozlowski'
'Mark S. Mashuta'
_publ_contact_author_address
' Department of Chemistry, University of Louisville, Louisville, KY 40292, USA'
_publ_contact_author_email       craig.grapperhaus@louisville.edu
_publ_contact_author_fax         502-852-8149
_publ_contact_author_name        'Grapperhaus, Craig A.'
_publ_contact_author_phone       502-852-5932
_publ_section_title
;
 Synthesis and Oxygenation of a Nickel(II) and Zinc(II) Dithiolate: An
 Experimental and Theoretical Comparison
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2859
_journal_page_last               2866
_journal_paper_doi               10.1021/ic035205y
_journal_volume                  43
_journal_year                    2004
_chemical_formula_moiety         'C12 H26 N2 Ni O2 S2'
_chemical_formula_sum            'C12 H26 N2 Ni O2 S2'
_chemical_formula_weight         353.18
_chemical_name_common            '[(bmmp-TASN)Ni]'
_chemical_name_systematic
; 
 [(bmmp-TASN)Ni] 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             'Jan 21, 2002'
_audit_creation_method           SHELXL-97
_audit_update_record
;
  Jan_21_2002 text and data added by Mark S. Mashuta
  Oct_7_2003 text and data added by Mark S. Mashuta
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.63(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.6040(13)
_cell_length_b                   12.515(3)
_cell_length_c                   20.482(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.0
_cell_measurement_theta_min      15.0
_cell_volume                     1677.8(6)
_computing_cell_refinement       'Enraf-Nonius Diffractometer Control'
_computing_data_collection       'Enraf-Nonius Diffractometer Control'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker, 2001)'
_computing_publication_material  'SHELXTL 6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  CAD4
_diffrn_measurement_method       'data from ω/2θ_scans'
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  'equatorial mounted graphite'
_diffrn_radiation_source         'normal focus Philips Mo tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_sigmaI/netI    0.0814
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            7686
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        'not applied (less than 0.5)'
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.405
_exptl_absorpt_correction_T_max  0.781
_exptl_absorpt_correction_T_min  0.652
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   psi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.0073(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3846
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0393
_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)+(0.0186P)²+1.3644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0957
_reflns_number_gt                2999
_reflns_number_total             3846
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035205ysi20031021_120352_2.cif
_cod_data_source_block           2
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4310914
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.01997(5) 0.60025(3) 0.735069(15) 0.03031(11) Uani 1 1 d . . .
S1 S 0.13817(13) 0.68694(6) 0.82151(3) 0.0457(2) Uani 1 1 d . . .
O1 O 0.1902(5) 0.8049(2) 0.67737(11) 0.0732(8) Uani 1 1 d . . .
C1 C 0.0656(5) 0.5959(3) 0.88578(13) 0.0428(7) Uani 1 1 d . . .
N1 N -0.1646(3) 0.5265(2) 0.78640(11) 0.0384(5) Uani 1 1 d . . .
S2 S 0.16850(11) 0.68911(7) 0.66751(3) 0.04443(19) Uani 1 1 d . . .
N2 N -0.0613(4) 0.50126(19) 0.66222(11) 0.0396(5) Uani 1 1 d . . .
O2 O 0.3498(3) 0.6355(3) 0.64843(12) 0.0773(9) Uani 1 1 d . . .
C2 C -0.0544(5) 0.5020(3) 0.85294(14) 0.0439(7) Uani 1 1 d . . .
H2A H 0.0390 0.4432 0.8491 0.053 Uiso 1 1 calc R . .
H2B H -0.1530 0.4786 0.8811 0.053 Uiso 1 1 calc R . .
C3 C -0.2360(6) 0.4272(3) 0.74984(17) 0.0552(8) Uani 1 1 d . . .
H3A H -0.3665 0.4046 0.7620 0.066 Uiso 1 1 calc R . .
H3B H -0.1380 0.3700 0.7603 0.066 Uiso 1 1 calc R . .
C4 C -0.2570(5) 0.4529(3) 0.67708(16) 0.0538(8) Uani 1 1 d . . .
H4A H -0.3687 0.5027 0.6656 0.065 Uiso 1 1 calc R . .
H4B H -0.2860 0.3883 0.6514 0.065 Uiso 1 1 calc R . .
C5 C -0.0799(6) 0.5514(3) 0.59480(14) 0.0532(8) Uani 1 1 d . . .
H5A H -0.2184 0.5413 0.5732 0.064 Uiso 1 1 calc R . .
H5B H 0.0111 0.5144 0.5689 0.064 Uiso 1 1 calc R . .
C6 C -0.0299(4) 0.6701(2) 0.59564(13) 0.0379(6) Uani 1 1 d . . .
C7 C -0.0511(7) 0.6601(3) 0.93293(18) 0.0737(12) Uani 1 1 d . . .
H7A H -0.0898 0.6135 0.9664 0.111 Uiso 1 1 calc R . .
H7B H -0.1713 0.6909 0.9087 0.111 Uiso 1 1 calc R . .
H7C H 0.0351 0.7159 0.9532 0.111 Uiso 1 1 calc R . .
C8 C 0.2614(6) 0.5519(4) 0.92548(17) 0.0664(10) Uani 1 1 d . . .
H8A H 0.2262 0.5054 0.9595 0.100 Uiso 1 1 calc R . .
H8B H 0.3427 0.6101 0.9450 0.100 Uiso 1 1 calc R . .
H8C H 0.3379 0.5127 0.8967 0.100 Uiso 1 1 calc R . .
C9 C -0.3444(5) 0.5969(3) 0.79046(17) 0.0599(9) Uani 1 1 d . . .
H9A H -0.4336 0.5639 0.8179 0.090 Uiso 1 1 calc R . .
H9B H -0.4167 0.6077 0.7471 0.090 Uiso 1 1 calc R . .
H9C H -0.2988 0.6646 0.8090 0.090 Uiso 1 1 calc R . .
C10 C 0.0991(6) 0.4172(3) 0.66701(18) 0.0640(10) Uani 1 1 d . . .
H10A H 0.0555 0.3601 0.6371 0.096 Uiso 1 1 calc R . .
H10B H 0.1216 0.3899 0.7112 0.096 Uiso 1 1 calc R . .
H10C H 0.2238 0.4472 0.6559 0.096 Uiso 1 1 calc R . .
C11 C -0.2117(6) 0.7380(3) 0.60658(18) 0.0619(9) Uani 1 1 d . . .
H11A H -0.3209 0.7260 0.5715 0.093 Uiso 1 1 calc R . .
H11B H -0.1735 0.8120 0.6074 0.093 Uiso 1 1 calc R . .
H11C H -0.2562 0.7190 0.6478 0.093 Uiso 1 1 calc R . .
C12 C 0.0573(6) 0.7035(4) 0.53317(15) 0.0645(10) Uani 1 1 d . . .
H12A H -0.0396 0.6871 0.4953 0.097 Uiso 1 1 calc R . .
H12B H 0.1821 0.6654 0.5305 0.097 Uiso 1 1 calc R . .
H12C H 0.0840 0.7789 0.5345 0.097 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
_geom_angle_publ_flag
N1 Ni N2 89.06(10) . . no
N1 Ni S2 168.94(8) . . no
N2 Ni S2 86.46(8) . . no
N1 Ni S1 88.82(7) . . no
N2 Ni S1 170.62(7) . . no
S2 Ni S1 97.19(3) . . no
C1 S1 Ni 100.16(10) . . no
C7 C1 C2 113.9(3) . . no
C7 C1 C8 108.2(3) . . no
C2 C1 C8 108.0(3) . . no
C7 C1 S1 108.9(2) . . no
C2 C1 S1 109.22(19) . . no
C8 C1 S1 108.5(2) . . no
C2 N1 C3 111.8(2) . . no
C2 N1 C9 111.5(2) . . no
C3 N1 C9 108.6(3) . . no
C2 N1 Ni 109.12(17) . . no
C3 N1 Ni 107.62(18) . . no
C9 N1 Ni 108.1(2) . . no
O1 S2 O2 114.79(19) . . no
O1 S2 C6 106.40(15) . . no
O2 S2 C6 104.19(14) . . no
O1 S2 Ni 118.33(11) . . no
O2 S2 Ni 113.49(13) . . no
C6 S2 Ni 96.42(9) . . no
C10 N2 C5 109.0(2) . . no
C10 N2 C4 109.1(3) . . no
C5 N2 C4 112.8(2) . . no
C10 N2 Ni 106.0(2) . . no
C5 N2 Ni 114.56(19) . . no
C4 N2 Ni 104.94(18) . . no
N1 C2 C1 114.1(2) . . no
N1 C2 H2A 108.7 . . no
C1 C2 H2A 108.7 . . no
N1 C2 H2B 108.7 . . no
C1 C2 H2B 108.7 . . no
H2A C2 H2B 107.6 . . no
N1 C3 C4 107.3(3) . . no
N1 C3 H3A 110.2 . . no
C4 C3 H3A 110.2 . . no
N1 C3 H3B 110.2 . . no
C4 C3 H3B 110.2 . . no
H3A C3 H3B 108.5 . . no
C3 C4 N2 108.6(3) . . no
C3 C4 H4A 110.0 . . no
N2 C4 H4A 110.0 . . no
C3 C4 H4B 110.0 . . no
N2 C4 H4B 110.0 . . no
H4A C4 H4B 108.4 . . no
N2 C5 C6 113.9(2) . . no
N2 C5 H5A 108.8 . . no
C6 C5 H5A 108.8 . . no
N2 C5 H5B 108.8 . . no
C6 C5 H5B 108.8 . . no
H5A C5 H5B 107.7 . . no
C11 C6 C5 112.0(3) . . no
C11 C6 C12 111.4(3) . . no
C5 C6 C12 111.3(3) . . no
C11 C6 S2 107.6(2) . . no
C5 C6 S2 105.3(2) . . no
C12 C6 S2 108.9(2) . . no
C1 C7 H7A 109.5 . . no
C1 C7 H7B 109.5 . . no
H7A C7 H7B 109.5 . . no
C1 C7 H7C 109.5 . . no
H7A C7 H7C 109.5 . . no
H7B C7 H7C 109.5 . . no
C1 C8 H8A 109.5 . . no
C1 C8 H8B 109.5 . . no
H8A C8 H8B 109.5 . . no
C1 C8 H8C 109.5 . . no
H8A C8 H8C 109.5 . . no
H8B C8 H8C 109.5 . . no
N1 C9 H9A 109.5 . . no
N1 C9 H9B 109.5 . . no
H9A C9 H9B 109.5 . . no
N1 C9 H9C 109.5 . . no
H9A C9 H9C 109.5 . . no
H9B C9 H9C 109.5 . . no
N2 C10 H10A 109.5 . . no
N2 C10 H10B 109.5 . . no
H10A C10 H10B 109.5 . . no
N2 C10 H10C 109.5 . . no
H10A C10 H10C 109.5 . . no
H10B C10 H10C 109.5 . . no
C6 C11 H11A 109.5 . . no
C6 C11 H11B 109.5 . . no
H11A C11 H11B 109.5 . . no
C6 C11 H11C 109.5 . . no
H11A C11 H11C 109.5 . . no
H11B C11 H11C 109.5 . . no
C6 C12 H12A 109.5 . . no
C6 C12 H12B 109.5 . . no
H12A C12 H12B 109.5 . . no
C6 C12 H12C 109.5 . . no
H12A C12 H12C 109.5 . . no
H12B C12 H12C 109.5 . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni N1 1.945(2) . no
Ni N2 1.959(2) . no
Ni S2 2.1152(9) . no
Ni S1 2.1339(9) . no
S1 C1 1.851(3) . no
O1 S2 1.468(3) . no
C1 C7 1.539(5) . no
C1 C2 1.523(4) . no
C1 C8 1.535(5) . no
N1 C2 1.489(4) . no
N1 C3 1.495(4) . no
N1 C9 1.490(4) . no
S2 O2 1.470(3) . no
S2 C6 1.852(3) . no
N2 C10 1.487(4) . no
N2 C5 1.507(4) . no
N2 C4 1.494(4) . no
C2 H2A 0.9700 . no
C2 H2B 0.9700 . no
C3 C4 1.513(5) . no
C3 H3A 0.9700 . no
C3 H3B 0.9700 . no
C4 H4A 0.9700 . no
C4 H4B 0.9700 . no
C5 C6 1.521(5) . no
C5 H5A 0.9700 . no
C5 H5B 0.9700 . no
C6 C11 1.512(4) . no
C6 C12 1.529(4) . no
C7 H7A 0.9600 . no
C7 H7B 0.9600 . no
C7 H7C 0.9600 . no
C8 H8A 0.9600 . no
C8 H8B 0.9600 . no
C8 H8C 0.9600 . no
C9 H9A 0.9600 . no
C9 H9B 0.9600 . no
C9 H9C 0.9600 . no
C10 H10A 0.9600 . no
C10 H10B 0.9600 . no
C10 H10C 0.9600 . no
C11 H11A 0.9600 . no
C11 H11B 0.9600 . no
C11 H11C 0.9600 . no
C12 H12A 0.9600 . no
C12 H12B 0.9600 . no
C12 H12C 0.9600 . no
