#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:41:20 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179257 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/77/4317769.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_4317769
loop_
_publ_author_name
'Vincent E. Kaasjager'
'Elisabeth Bouwman'
'S. Gorter'
'Jan Reedijk'
'Craig A. Grapperhaus'
'Joseph H. Reibenspies'
'Jason J. Smee'
'Marcetta Y. Darensbourg'
'Agnes Derecskei-Kovacs'
'Lisa M. Thomson'
_publ_section_title
;
 Unique Reactivity of a Tetradentate N2S2 Complex of Nickel: Intermediates
 in the Production of Sulfur Oxygenates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1837
_journal_page_last               1844
_journal_paper_doi               10.1021/ic010784x
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C8 H20 N2 Ni O3 S2'
_chemical_formula_weight         315.09
_chemical_name_systematic
;
?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.659(2)
_cell_length_b                   13.119(3)
_cell_length_c                   16.869(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31
_cell_measurement_theta_min      12
_cell_volume                     2580.2(9)
_computing_cell_refinement       'CRT (MSC, 1999)'
_computing_data_collection       'CRT (MSC, 1999)'
_computing_data_reduction        'CRT (MSC, 1999)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  diffractometer
_diffrn_measurement_method       theta-2theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1918
_diffrn_reflns_theta_full        60.05
_diffrn_reflns_theta_max         60.05
_diffrn_reflns_theta_min         5.24
_diffrn_standards_decay_%        <1%
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.175
_exptl_absorpt_correction_T_max  0.732
_exptl_absorpt_correction_T_min  0.912
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.00049(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         1918
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0499P)²+2.6649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1169
_reflns_number_gt                1512
_reflns_number_total             1918
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010784x_2.cif
_cod_data_source_block           md213a
_cod_database_code               4317769
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 1.16861(6) 0.40370(5) 0.23983(4) 0.0216(3) Uani 1 d . . .
S1 S 1.16505(10) 0.41851(9) 0.36486(6) 0.0320(3) Uani 1 d . . .
S2 S 1.03427(9) 0.51272(8) 0.21926(6) 0.0289(3) Uani 1 d . . .
O1 O 1.2198(3) 0.5124(3) 0.39199(18) 0.0518(10) Uani 1 d . . .
O2 O 1.0543(3) 0.3971(4) 0.4037(2) 0.0639(13) Uani 1 d . . .
O3 O 1.0001(3) 0.3471(3) 0.5598(2) 0.0624(12) Uani 1 d . . .
H1O3 H 1.0202 0.3618 0.5127 0.094 Uiso 1 d R . .
H2O3 H 0.9568 0.3975 0.5700 0.094 Uiso 1 d R . .
N1 N 1.2033(3) 0.3999(2) 0.12742(19) 0.0228(8) Uani 1 d . . .
N2 N 1.2609(3) 0.2824(2) 0.2521(2) 0.0253(8) Uani 1 d . . .
C1 C 1.0307(4) 0.5069(4) 0.1109(3) 0.0354(11) Uani 1 d . . .
H1A H 0.9517 0.5040 0.0930 0.042 Uiso 1 calc R . .
H1B H 1.0654 0.5681 0.0891 0.042 Uiso 1 calc R . .
C2 C 1.0950(4) 0.4139(4) 0.0809(3) 0.0334(11) Uani 1 d . . .
H2A H 1.0471 0.3538 0.0864 0.040 Uiso 1 calc R . .
H2B H 1.1132 0.4225 0.0252 0.040 Uiso 1 calc R . .
C3 C 1.2600(4) 0.3008(3) 0.1089(2) 0.0324(11) Uani 1 d . . .
H3A H 1.3073 0.3073 0.0619 0.039 Uiso 1 calc R . .
H3B H 1.2028 0.2485 0.0994 0.039 Uiso 1 calc R . .
C4 C 1.3331(4) 0.2728(3) 0.1798(3) 0.0326(11) Uani 1 d . . .
H4A H 1.3610 0.2035 0.1745 0.039 Uiso 1 calc R . .
H4B H 1.3986 0.3182 0.1833 0.039 Uiso 1 calc R . .
C5 C 1.3335(4) 0.2877(4) 0.3241(3) 0.0355(11) Uani 1 d . . .
H5A H 1.3927 0.3389 0.3171 0.043 Uiso 1 calc R . .
H5B H 1.3706 0.2225 0.3329 0.043 Uiso 1 calc R . .
C6 C 1.2595(4) 0.3147(4) 0.3950(3) 0.0376(12) Uani 1 d . . .
H6A H 1.3071 0.3359 0.4391 0.045 Uiso 1 calc R . .
H6B H 1.2146 0.2561 0.4114 0.045 Uiso 1 calc R . .
C7 C 1.2844(4) 0.4858(3) 0.1092(3) 0.0318(11) Uani 1 d . . .
H7A H 1.3527 0.4784 0.1405 0.048 Uiso 1 calc R . .
H7B H 1.2482 0.5496 0.1214 0.048 Uiso 1 calc R . .
H7C H 1.3042 0.4841 0.0539 0.048 Uiso 1 calc R . .
C8 C 1.1793(4) 0.1943(3) 0.2574(3) 0.0356(11) Uani 1 d . . .
H8A H 1.2214 0.1328 0.2677 0.053 Uiso 1 calc R . .
H8B H 1.1385 0.1876 0.2082 0.053 Uiso 1 calc R . .
H8C H 1.1257 0.2060 0.2996 0.053 Uiso 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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
N2 Ni1 N1 88.11(14) . . ?
N2 Ni1 S1 88.85(10) . . ?
N1 Ni1 S1 168.45(11) . . ?
N2 Ni1 S2 166.23(11) . . ?
N1 Ni1 S2 90.66(11) . . ?
S1 Ni1 S2 94.90(5) . . ?
O1 S1 O2 113.8(2) . . ?
O1 S1 C6 106.2(2) . . ?
O2 S1 C6 105.2(2) . . ?
O1 S1 Ni1 112.38(15) . . ?
O2 S1 Ni1 116.23(15) . . ?
C6 S1 Ni1 101.37(15) . . ?
C1 S2 Ni1 98.63(16) . . ?
C3 N1 C2 111.7(3) . . ?
C3 N1 C7 109.4(3) . . ?
C2 N1 C7 109.4(3) . . ?
C3 N1 Ni1 108.6(2) . . ?
C2 N1 Ni1 109.4(3) . . ?
C7 N1 Ni1 108.2(3) . . ?
C5 N2 C4 110.7(3) . . ?
C5 N2 C8 110.5(3) . . ?
C4 N2 C8 110.1(3) . . ?
C5 N2 Ni1 111.5(3) . . ?
C4 N2 Ni1 107.3(2) . . ?
C8 N2 Ni1 106.7(3) . . ?
C2 C1 S2 110.8(3) . . ?
N1 C2 C1 109.9(4) . . ?
N1 C3 C4 107.2(3) . . ?
N2 C4 C3 108.0(3) . . ?
N2 C5 C6 109.4(4) . . ?
C5 C6 S1 107.4(3) . . ?
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
Ni1 N2 1.933(3) . ?
Ni1 N1 1.940(3) . ?
Ni1 S1 2.1185(13) . ?
Ni1 S2 2.1491(13) . ?
S1 O1 1.461(4) . ?
S1 O2 1.474(4) . ?
S1 C6 1.823(5) . ?
S2 C1 1.831(5) . ?
N1 C3 1.491(5) . ?
N1 C2 1.498(5) . ?
N1 C7 1.503(5) . ?
N2 C5 1.482(5) . ?
N2 C4 1.487(5) . ?
N2 C8 1.500(5) . ?
C1 C2 1.519(6) . ?
C3 C4 1.513(6) . ?
C5 C6 1.517(6) . ?
