#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/39/7103963.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_7103963
loop_
_publ_author_name
'Harrop, Todd C.'
'Olmstead, Marilyn M.'
'Mascharak, Pradip K.'
_publ_section_title
;
 Dioxygen activation by a dinuclear nickel thiolate complex: structural
 characterization of the ligand oxidized product
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   3
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              410
_journal_page_last               411
_journal_paper_doi               10.1039/b211395n
_journal_year                    2003
_chemical_formula_sum            'C42 H56 N4 Ni2 O4 S2'
_chemical_formula_weight         862.45
_chemical_name_common            (Et4N)2[Ni2(ArPSO)2]
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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            4
_cell_length_a                   13.0112(10)
_cell_length_b                   13.8925(11)
_cell_length_c                   22.1485(18)
_cell_measurement_reflns_used    999
_cell_measurement_temperature    91(2)
_cell_measurement_theta_max      29.8
_cell_measurement_theta_min      3.5
_cell_volume                     4003.5(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXTL 5, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      91(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_sigmaI/netI    0.052
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            38325
_diffrn_reflns_theta_full        31.50
_diffrn_reflns_theta_max         31.50
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    1.092
_exptl_absorpt_correction_T_max  0.9680
_exptl_absorpt_correction_T_min  0.7719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.03 (Sheldrick, 2001)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.757
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         6376
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0532P)²+4.3804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1286
_reflns_number_gt                4041
_reflns_number_total             6376
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b211395n.txt
_cod_data_source_block           mn1263
_cod_database_code               7103963
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.96358(2) 0.16892(2) 0.691657(15) 0.02408(9) Uani 1 1 d . . .
S1 S 0.89632(5) 0.10186(4) 0.77045(3) 0.02842(15) Uani 1 1 d . . .
O1 O 1.03530(14) 0.22411(13) 0.62903(8) 0.0299(4) Uani 1 1 d . . .
O2 O 0.71421(17) 0.2642(2) 0.60496(10) 0.0545(7) Uani 1 1 d . . .
N1 N 0.83701(16) 0.22978(15) 0.67593(10) 0.0267(4) Uani 1 1 d . . .
C1 C 0.9935(2) 0.26916(18) 0.58313(12) 0.0294(5) Uani 1 1 d . . .
C2 C 1.0614(3) 0.3053(2) 0.53859(13) 0.0384(7) Uani 1 1 d . . .
H2 H 1.1334 0.3001 0.5450 0.046 Uiso 1 1 calc R . .
C3 C 1.0265(3) 0.3475(2) 0.48647(15) 0.0489(9) Uani 1 1 d . . .
H3 H 1.0737 0.3710 0.4573 0.059 Uiso 1 1 calc R . .
C4 C 0.9210(4) 0.3554(3) 0.47692(16) 0.0590(10) Uani 1 1 d . . .
H4 H 0.8959 0.3837 0.4407 0.071 Uiso 1 1 calc R . .
C5 C 0.8535(3) 0.3226(3) 0.51960(14) 0.0496(9) Uani 1 1 d . . .
H5 H 0.7819 0.3285 0.5122 0.060 Uiso 1 1 calc R . .
C6 C 0.8863(2) 0.2803(2) 0.57425(12) 0.0330(6) Uani 1 1 d . . .
C7 C 0.8055(2) 0.2559(2) 0.61923(13) 0.0349(6) Uani 1 1 d . . .
C8 C 0.76842(19) 0.23629(19) 0.72532(12) 0.0277(5) Uani 1 1 d . . .
C9 C 0.6839(2) 0.2987(2) 0.72870(13) 0.0339(6) Uani 1 1 d . . .
H9 H 0.6638 0.3344 0.6941 0.041 Uiso 1 1 calc R . .
C10 C 0.6293(2) 0.3087(2) 0.78211(14) 0.0382(7) Uani 1 1 d . . .
H10 H 0.5730 0.3522 0.7837 0.046 Uiso 1 1 calc R . .
C11 C 0.6551(2) 0.2567(2) 0.83305(14) 0.0367(6) Uani 1 1 d . . .
H11 H 0.6168 0.2641 0.8693 0.044 Uiso 1 1 calc R . .
C12 C 0.7376(2) 0.1937(2) 0.83071(13) 0.0330(6) Uani 1 1 d . . .
H12 H 0.7562 0.1574 0.8654 0.040 Uiso 1 1 calc R . .
C13 C 0.79296(19) 0.18379(18) 0.77725(12) 0.0279(5) Uani 1 1 d . . .
N2 N 1.0000 0.0000 0.5000 0.0266(6) Uiso 1 2 d S . .
C14 C 0.9768(4) -0.0904(4) 0.5346(2) 0.0269(10) Uiso 0.50 1 d P A -1
H14A H 1.0304 -0.1390 0.5258 0.032 Uiso 0.50 1 calc PR A -1
H14B H 0.9100 -0.1167 0.5208 0.032 Uiso 0.50 1 calc PR A -1
C15 C 0.9721(6) -0.0733(6) 0.6032(4) 0.0430(18) Uiso 0.50 1 d P A -1
H15A H 0.9565 -0.1341 0.6238 0.065 Uiso 0.50 1 calc PR A -1
H15B H 0.9182 -0.0261 0.6123 0.065 Uiso 0.50 1 calc PR A -1
H15C H 1.0385 -0.0488 0.6173 0.065 Uiso 0.50 1 calc PR A -1
C16 C 1.1079(4) 0.0401(4) 0.5247(2) 0.0272(10) Uiso 0.50 1 d P A -1
H16A H 1.1297 0.0941 0.4985 0.033 Uiso 0.50 1 calc PR A -1
H16B H 1.0969 0.0664 0.5657 0.033 Uiso 0.50 1 calc PR A -1
C17 C 1.1933(6) -0.0306(5) 0.5276(3) 0.0411(16) Uiso 0.50 1 d P A -1
H17A H 1.2553 0.0011 0.5430 0.062 Uiso 0.50 1 calc PR A -1
H17B H 1.2069 -0.0560 0.4871 0.062 Uiso 0.50 1 calc PR A -1
H17C H 1.1742 -0.0836 0.5545 0.062 Uiso 0.50 1 calc PR A -1
C18 C 0.9292(5) 0.0793(4) 0.5080(3) 0.0357(12) Uiso 0.50 1 d P A -1
H18A H 0.9534 0.1349 0.4840 0.043 Uiso 0.50 1 calc PR A -1
H18B H 0.9291 0.0986 0.5510 0.043 Uiso 0.50 1 calc PR A -1
C19 C 0.8185(7) 0.0543(7) 0.4889(4) 0.062(2) Uiso 0.50 1 d P A -1
H19A H 0.7741 0.1105 0.4949 0.094 Uiso 0.50 1 calc PR A -1
H19B H 0.7931 0.0005 0.5134 0.094 Uiso 0.50 1 calc PR A -1
H19C H 0.8177 0.0359 0.4461 0.094 Uiso 0.50 1 calc PR A -1
C20 C 1.0201(4) -0.0286(4) 0.4347(3) 0.0334(12) Uiso 0.50 1 d P A -1
H20A H 0.9559 -0.0542 0.4169 0.040 Uiso 0.50 1 calc PR A -1
H20B H 1.0721 -0.0806 0.4338 0.040 Uiso 0.50 1 calc PR A -1
C21 C 1.0585(7) 0.0565(6) 0.3958(4) 0.050(2) Uiso 0.50 1 d P A -1
H21A H 1.0711 0.0343 0.3545 0.075 Uiso 0.50 1 calc PR A -1
H21B H 1.1224 0.0819 0.4130 0.075 Uiso 0.50 1 calc PR A -1
H21C H 1.0062 0.1074 0.3953 0.075 Uiso 0.50 1 calc PR A -1
N3 N 1.0000 0.4850(2) 0.7500 0.0226(6) Uani 1 2 d S . .
C22 C 1.0670(2) 0.55100(17) 0.78806(12) 0.0261(5) Uani 1 1 d . . .
H22A H 1.1069 0.5928 0.7605 0.031 Uiso 1 1 calc R . .
H22B H 1.0214 0.5933 0.8121 0.031 Uiso 1 1 calc R . .
C23 C 1.1411(2) 0.5026(2) 0.83063(13) 0.0374(6) Uani 1 1 d . . .
H23A H 1.1028 0.4617 0.8589 0.056 Uiso 1 1 calc R . .
H23B H 1.1793 0.5515 0.8532 0.056 Uiso 1 1 calc R . .
H23C H 1.1893 0.4628 0.8075 0.056 Uiso 1 1 calc R . .
C24 C 0.9358(2) 0.41743(18) 0.78885(12) 0.0278(5) Uani 1 1 d . . .
H24A H 0.8973 0.3737 0.7617 0.033 Uiso 1 1 calc R . .
H24B H 0.9832 0.3772 0.8131 0.033 Uiso 1 1 calc R . .
C25 C 0.8605(2) 0.4640(2) 0.83106(14) 0.0364(6) Uani 1 1 d . . .
H25A H 0.8973 0.5066 0.8590 0.055 Uiso 1 1 calc R . .
H25B H 0.8242 0.4142 0.8541 0.055 Uiso 1 1 calc R . .
H25C H 0.8107 0.5017 0.8077 0.055 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
O1 Ni1 N1 96.71(9) . . ?
O1 Ni1 S1 173.34(6) . . ?
N1 Ni1 S1 89.36(7) . . ?
O1 Ni1 S1 92.50(6) . 3_756 ?
N1 Ni1 S1 168.37(7) . 3_756 ?
S1 Ni1 S1 81.14(3) . 3_756 ?
O1 Ni1 Ni1 122.24(6) . 3_756 ?
N1 Ni1 Ni1 118.34(7) . 3_756 ?
S1 Ni1 Ni1 51.82(2) . 3_756 ?
S1 Ni1 Ni1 50.22(2) 3_756 3_756 ?
C13 S1 Ni1 95.69(9) . . ?
C13 S1 Ni1 108.86(9) . 3_756 ?
Ni1 S1 Ni1 77.96(3) . 3_756 ?
C1 O1 Ni1 124.96(18) . . ?
C7 N1 C8 120.2(2) . . ?
C7 N1 Ni1 123.35(19) . . ?
C8 N1 Ni1 115.92(17) . . ?
O1 C1 C2 116.7(3) . . ?
O1 C1 C6 124.6(3) . . ?
C2 C1 C6 118.6(3) . . ?
C3 C2 C1 122.1(3) . . ?
C2 C3 C4 119.2(3) . . ?
C5 C4 C3 120.1(3) . . ?
C4 C5 C6 122.5(3) . . ?
C5 C6 C1 117.5(3) . . ?
C5 C6 C7 117.1(3) . . ?
C1 C6 C7 125.3(2) . . ?
O2 C7 N1 123.2(3) . . ?
O2 C7 C6 119.1(3) . . ?
N1 C7 C6 117.6(2) . . ?
C13 C8 C9 117.2(2) . . ?
C13 C8 N1 117.3(2) . . ?
C9 C8 N1 125.1(3) . . ?
C10 C9 C8 120.6(3) . . ?
C11 C10 C9 121.3(3) . . ?
C10 C11 C12 119.2(3) . . ?
C11 C12 C13 119.6(3) . . ?
C12 C13 C8 122.0(3) . . ?
C12 C13 S1 122.0(2) . . ?
C8 C13 S1 116.1(2) . . ?
C18 N2 C18 180.000(1) . 5_756 ?
C18 N2 C14 63.5(3) . 5_756 ?
C18 N2 C14 116.5(3) 5_756 5_756 ?
C18 N2 C14 116.5(3) . . ?
C18 N2 C14 63.5(3) 5_756 . ?
C14 N2 C14 180.000(1) 5_756 . ?
C18 N2 C20 115.1(3) . . ?
C18 N2 C20 64.9(3) 5_756 . ?
C14 N2 C20 72.5(3) 5_756 . ?
C14 N2 C20 107.5(3) . . ?
C18 N2 C20 64.9(3) . 5_756 ?
C18 N2 C20 115.1(3) 5_756 5_756 ?
C14 N2 C20 107.5(3) 5_756 5_756 ?
C14 N2 C20 72.5(3) . 5_756 ?
C20 N2 C20 180.00(13) . 5_756 ?
C18 N2 C16 75.4(3) . 5_756 ?
C18 N2 C16 104.6(3) 5_756 5_756 ?
C14 N2 C16 107.0(3) 5_756 5_756 ?
C14 N2 C16 73.0(3) . 5_756 ?
C20 N2 C16 74.7(3) . 5_756 ?
C20 N2 C16 105.3(3) 5_756 5_756 ?
C18 N2 C16 104.6(3) . . ?
C18 N2 C16 75.4(3) 5_756 . ?
C14 N2 C16 73.0(3) 5_756 . ?
C14 N2 C16 107.0(3) . . ?
C20 N2 C16 105.3(3) . . ?
C20 N2 C16 74.7(3) 5_756 . ?
C16 N2 C16 180.0(4) 5_756 . ?
N2 C14 C15 112.5(4) . . ?
C17 C16 N2 116.1(4) . . ?
N2 C18 C19 113.0(5) . . ?
N2 C20 C21 112.7(5) . . ?
C22 N3 C22 105.8(3) 3_756 . ?
C22 N3 C24 111.89(14) 3_756 3_756 ?
C22 N3 C24 111.76(14) . 3_756 ?
C22 N3 C24 111.76(14) 3_756 . ?
C22 N3 C24 111.89(14) . . ?
C24 N3 C24 103.9(3) 3_756 . ?
C23 C22 N3 116.4(2) . . ?
C25 C24 N3 116.4(2) . . ?
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 O1 1.8393(19) . ?
Ni1 N1 1.884(2) . ?
Ni1 S1 2.1632(7) . ?
Ni1 S1 2.2124(7) 3_756 ?
Ni1 Ni1 2.7527(7) 3_756 ?
S1 C13 1.768(3) . ?
S1 Ni1 2.2124(7) 3_756 ?
O1 C1 1.312(3) . ?
O2 C7 1.235(3) . ?
N1 C7 1.370(4) . ?
N1 C8 1.415(3) . ?
C1 C2 1.416(4) . ?
C1 C6 1.417(4) . ?
C2 C3 1.372(4) . ?
C3 C4 1.394(6) . ?
C4 C5 1.368(5) . ?
C5 C6 1.412(4) . ?
C6 C7 1.487(4) . ?
C8 C13 1.399(4) . ?
C8 C9 1.403(4) . ?
C9 C10 1.387(4) . ?
C10 C11 1.381(4) . ?
C11 C12 1.386(4) . ?
C12 C13 1.393(4) . ?
N2 C18 1.447(6) . ?
N2 C18 1.447(6) 5_756 ?
N2 C14 1.502(5) 5_756 ?
N2 C14 1.502(5) . ?
N2 C20 1.523(6) . ?
N2 C20 1.523(6) 5_756 ?
N2 C16 1.606(5) 5_756 ?
N2 C16 1.606(5) . ?
C14 C15 1.540(9) . ?
C16 C17 1.485(9) . ?
C18 C19 1.541(11) . ?
C20 C21 1.546(10) . ?
N3 C22 1.521(3) 3_756 ?
N3 C22 1.521(3) . ?
N3 C24 1.523(3) 3_756 ?
N3 C24 1.523(3) . ?
C22 C23 1.507(4) . ?
C24 C25 1.501(4) . ?
