#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:36:03 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179118 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/80/4308054.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_4308054
loop_
_publ_author_name
'Kuppuswamy Arumugam'
'James E. Bollinger'
'Mark Fink'
'James P. Donahue'
_publ_contact_author_email       donahue@tulane.edu
_publ_contact_author_fax         504-865-5596
_publ_contact_author_phone       504-862-3562
_publ_section_title
;
Preparation and Isolation of Dithiolene Thiophosphoryl Molecules as Stable,
Protected Forms of Dithiolene Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3283
_journal_page_last               3288
_journal_paper_doi               10.1021/ic0700203
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C32 H28 Ni O4 S4'
_chemical_formula_weight         663.49
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.856(2)
_cell_angle_beta                 104.118(2)
_cell_angle_gamma                107.017(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7966(12)
_cell_length_b                   12.2052(15)
_cell_length_c                   14.1207(17)
_cell_measurement_reflns_used    8075
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.31
_cell_volume                     1453.6(3)
_computing_cell_refinement       'Bruker SMART (Bruker-AXS, 2000)'
_computing_data_collection       'Bruker SMART (Bruker-AXS, 2000)'
_computing_data_reduction        'Bruker SAINT+ (Bruker-AXS, 2004)'
_computing_molecular_graphics    'Bruker SHELXTL (Bruker-AXS, 2000a)'
_computing_publication_material  'Bruker SHELXTL (Bruker-AXS, 2000a)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker-AXS SMART APEX'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13068
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    0.993
_exptl_absorpt_correction_T_max  0.9465
_exptl_absorpt_correction_T_min  0.8090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.569
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6747
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0342
_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)+(0.0478P)²+0.5142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0908
_reflns_number_gt                5688
_reflns_number_total             6747
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic0700203si20070105_024028_1.cif
_cod_data_source_block           '[Ni(S2C2(C6H4-p-OCH3)2)2]_8'
_cod_database_code               4308054
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 0.78403(3) 0.58027(2) 0.447076(18) 0.01492(8) Uani 1 1 d . . .
S1 S 0.95601(5) 0.74518(4) 0.46396(4) 0.01669(11) Uani 1 1 d . . .
S2 S 0.91404(5) 0.58620(4) 0.59390(4) 0.01606(11) Uani 1 1 d . . .
S3 S 0.64247(5) 0.57992(4) 0.30560(4) 0.01613(11) Uani 1 1 d . . .
S4 S 0.61936(5) 0.41177(4) 0.42996(4) 0.01688(11) Uani 1 1 d . . .
O1 O 1.64480(15) 1.16555(13) 0.64782(11) 0.0213(3) Uani 1 1 d . . .
O2 O 1.44452(15) 0.86693(12) 1.06764(10) 0.0196(3) Uani 1 1 d . . .
O3 O 0.00057(15) 0.36878(13) -0.09760(11) 0.0208(3) Uani 1 1 d . . .
O4 O -0.00808(15) -0.09352(13) 0.17803(11) 0.0212(3) Uani 1 1 d . . .
C1 C 1.0946(2) 0.79122(17) 0.58413(14) 0.0153(4) Uani 1 1 d . . .
C2 C 1.0699(2) 0.72099(17) 0.64583(14) 0.0147(4) Uani 1 1 d . . .
C3 C 0.4803(2) 0.44906(17) 0.26082(14) 0.0149(4) Uani 1 1 d . . .
C4 C 0.4724(2) 0.36979(17) 0.31563(14) 0.0152(4) Uani 1 1 d . . .
C5 C 1.2356(2) 0.89779(17) 0.60965(14) 0.0150(4) Uani 1 1 d . . .
C6 C 1.3790(2) 0.90410(17) 0.66696(14) 0.0163(4) Uani 1 1 d . . .
H6 H 1.3842 0.8445 0.6977 0.020 Uiso 1 1 calc R . .
C7 C 1.5115(2) 0.99492(17) 0.67921(15) 0.0173(4) Uani 1 1 d . . .
H7 H 1.6071 0.9978 0.7185 0.021 Uiso 1 1 calc R . .
C8 C 1.5065(2) 1.08318(17) 0.63424(15) 0.0174(4) Uani 1 1 d . . .
C9 C 1.3665(2) 1.08179(18) 0.58060(15) 0.0189(4) Uani 1 1 d . . .
H9 H 1.3619 1.1436 0.5526 0.023 Uiso 1 1 calc R . .
C10 C 1.2339(2) 0.98977(18) 0.56832(15) 0.0177(4) Uani 1 1 d . . .
H10 H 1.1386 0.9888 0.5307 0.021 Uiso 1 1 calc R . .
C11 C 1.6465(2) 1.25641(19) 0.60177(17) 0.0240(4) Uani 1 1 d . . .
H11A H 1.5894 1.2154 0.5260 0.036 Uiso 1 1 calc R . .
H11B H 1.7521 1.3065 0.6138 0.036 Uiso 1 1 calc R . .
H11C H 1.5992 1.3096 0.6339 0.036 Uiso 1 1 calc R . .
C12 C 1.1672(2) 0.75624(17) 0.75624(14) 0.0151(4) Uani 1 1 d . . .
C13 C 1.2241(2) 0.67481(17) 0.78790(15) 0.0167(4) Uani 1 1 d . . .
H13 H 1.1972 0.5947 0.7382 0.020 Uiso 1 1 calc R . .
C14 C 1.3191(2) 0.70834(18) 0.89054(15) 0.0180(4) Uani 1 1 d . . .
H14 H 1.3592 0.6525 0.9101 0.022 Uiso 1 1 calc R . .
C15 C 1.3552(2) 0.82440(18) 0.96471(14) 0.0162(4) Uani 1 1 d . . .
C16 C 1.2958(2) 0.90530(17) 0.93465(15) 0.0163(4) Uani 1 1 d . . .
H16 H 1.3186 0.9838 0.9853 0.020 Uiso 1 1 calc R . .
C17 C 1.2042(2) 0.87250(17) 0.83206(15) 0.0161(4) Uani 1 1 d . . .
H17 H 1.1658 0.9292 0.8125 0.019 Uiso 1 1 calc R . .
C18 C 1.5308(2) 0.7980(2) 1.09916(16) 0.0237(4) Uani 1 1 d . . .
H18A H 1.4610 0.7167 1.0900 0.036 Uiso 1 1 calc R . .
H18B H 1.5966 0.8424 1.1732 0.036 Uiso 1 1 calc R . .
H18C H 1.5938 0.7879 1.0557 0.036 Uiso 1 1 calc R . .
C19 C 0.3538(2) 0.43005(17) 0.16837(14) 0.0151(4) Uani 1 1 d . . .
C20 C 0.3793(2) 0.44950(17) 0.07961(15) 0.0162(4) Uani 1 1 d . . .
H20 H 0.4806 0.4783 0.0797 0.019 Uiso 1 1 calc R . .
C21 C 0.2591(2) 0.42723(17) -0.00762(15) 0.0170(4) Uani 1 1 d . . .
H21 H 0.2780 0.4400 -0.0674 0.020 Uiso 1 1 calc R . .
C22 C 0.1099(2) 0.38600(17) -0.00863(15) 0.0164(4) Uani 1 1 d . . .
C23 C 0.0826(2) 0.36822(18) 0.07933(15) 0.0177(4) Uani 1 1 d . . .
H23 H -0.0186 0.3409 0.0796 0.021 Uiso 1 1 calc R . .
C24 C 0.2039(2) 0.39056(18) 0.16638(15) 0.0185(4) Uani 1 1 d . . .
H24 H 0.1848 0.3787 0.2264 0.022 Uiso 1 1 calc R . .
C25 C -0.1543(2) 0.3113(2) -0.10617(16) 0.0245(4) Uani 1 1 d . . .
H25A H -0.1723 0.2291 -0.1035 0.037 Uiso 1 1 calc R . .
H25B H -0.2230 0.3038 -0.1731 0.037 Uiso 1 1 calc R . .
H25C H -0.1736 0.3617 -0.0478 0.037 Uiso 1 1 calc R . .
C26 C 0.3470(2) 0.24838(17) 0.28069(15) 0.0150(4) Uani 1 1 d . . .
C27 C 0.2836(2) 0.16636(18) 0.17536(15) 0.0178(4) Uani 1 1 d . . .
H27 H 0.3226 0.1888 0.1250 0.021 Uiso 1 1 calc R . .
C28 C 0.1660(2) 0.05393(18) 0.14370(15) 0.0180(4) Uani 1 1 d . . .
H28 H 0.1238 0.0000 0.0719 0.022 Uiso 1 1 calc R . .
C29 C 0.1086(2) 0.01906(17) 0.21727(15) 0.0160(4) Uani 1 1 d . . .
C30 C 0.1707(2) 0.09853(18) 0.32197(15) 0.0168(4) Uani 1 1 d . . .
H30 H 0.1324 0.0755 0.3723 0.020 Uiso 1 1 calc R . .
C31 C 0.2886(2) 0.21145(17) 0.35283(15) 0.0158(4) Uani 1 1 d . . .
H31 H 0.3307 0.2650 0.4247 0.019 Uiso 1 1 calc R . .
C32 C -0.0474(3) -0.14215(19) 0.25371(17) 0.0254(5) Uani 1 1 d . . .
H32A H 0.0438 -0.1429 0.3009 0.038 Uiso 1 1 calc R . .
H32B H -0.1244 -0.2265 0.2172 0.038 Uiso 1 1 calc R . .
H32C H -0.0884 -0.0903 0.2948 0.038 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'
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
S4 Ni1 S2 88.00(2) . . ?
S4 Ni1 S1 177.45(2) . . ?
S2 Ni1 S1 90.90(2) . . ?
S4 Ni1 S3 91.25(2) . . ?
S2 Ni1 S3 175.43(2) . . ?
S1 Ni1 S3 90.02(2) . . ?
C1 S1 Ni1 105.94(7) . . ?
C2 S2 Ni1 105.93(7) . . ?
C3 S3 Ni1 105.23(7) . . ?
C4 S4 Ni1 105.98(7) . . ?
C8 O1 C11 117.65(15) . . ?
C15 O2 C18 117.91(15) . . ?
C22 O3 C25 116.56(15) . . ?
C29 O4 C32 116.35(15) . . ?
C2 C1 C5 125.50(16) . . ?
C2 C1 S1 118.00(14) . . ?
C5 C1 S1 116.34(14) . . ?
C1 C2 C12 124.89(17) . . ?
C1 C2 S2 118.79(14) . . ?
C12 C2 S2 116.30(14) . . ?
C4 C3 C19 123.56(16) . . ?
C4 C3 S3 118.81(14) . . ?
C19 C3 S3 117.57(14) . . ?
C3 C4 C26 124.68(16) . . ?
C3 C4 S4 118.60(14) . . ?
C26 C4 S4 116.70(14) . . ?
C10 C5 C6 117.23(18) . . ?
C10 C5 C1 121.27(17) . . ?
C6 C5 C1 121.15(17) . . ?
C7 C6 C5 121.12(17) . . ?
C6 C7 C8 120.38(17) . . ?
O1 C8 C9 125.10(18) . . ?
O1 C8 C7 115.23(17) . . ?
C9 C8 C7 119.66(18) . . ?
C10 C9 C8 119.45(18) . . ?
C9 C10 C5 122.08(18) . . ?
C13 C12 C17 118.15(17) . . ?
C13 C12 C2 120.99(17) . . ?
C17 C12 C2 120.86(17) . . ?
C14 C13 C12 121.40(17) . . ?
C13 C14 C15 119.65(18) . . ?
O2 C15 C16 115.43(17) . . ?
O2 C15 C14 125.13(18) . . ?
C16 C15 C14 119.43(17) . . ?
C17 C16 C15 120.64(17) . . ?
C16 C17 C12 120.68(18) . . ?
C24 C19 C20 117.99(17) . . ?
C24 C19 C3 120.49(17) . . ?
C20 C19 C3 121.52(17) . . ?
C21 C20 C19 120.72(17) . . ?
C20 C21 C22 120.39(18) . . ?
O3 C22 C23 124.66(17) . . ?
O3 C22 C21 115.60(17) . . ?
C23 C22 C21 119.72(17) . . ?
C24 C23 C22 119.47(17) . . ?
C23 C24 C19 121.69(18) . . ?
C31 C26 C27 117.83(17) . . ?
C31 C26 C4 120.41(17) . . ?
C27 C26 C4 121.76(17) . . ?
C28 C27 C26 121.16(18) . . ?
C27 C28 C29 120.04(17) . . ?
O4 C29 C30 124.87(18) . . ?
O4 C29 C28 115.52(16) . . ?
C30 C29 C28 119.61(17) . . ?
C31 C30 C29 119.85(18) . . ?
C30 C31 C26 121.50(17) . . ?
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 S4 2.1182(6) . ?
Ni1 S2 2.1218(6) . ?
Ni1 S1 2.1221(6) . ?
Ni1 S3 2.1341(5) . ?
S1 C1 1.7169(19) . ?
S2 C2 1.7029(19) . ?
S3 C3 1.7171(19) . ?
S4 C4 1.7100(19) . ?
O1 C8 1.362(2) . ?
O1 C11 1.429(2) . ?
O2 C15 1.360(2) . ?
O2 C18 1.434(2) . ?
O3 C22 1.356(2) . ?
O3 C25 1.432(2) . ?
O4 C29 1.363(2) . ?
O4 C32 1.434(2) . ?
C1 C2 1.394(3) . ?
C1 C5 1.476(3) . ?
C2 C12 1.481(3) . ?
C3 C4 1.391(3) . ?
C3 C19 1.473(3) . ?
C4 C26 1.479(3) . ?
C5 C10 1.402(3) . ?
C5 C6 1.408(3) . ?
C6 C7 1.374(3) . ?
C7 C8 1.398(3) . ?
C8 C9 1.389(3) . ?
C9 C10 1.381(3) . ?
C12 C13 1.394(3) . ?
C12 C17 1.404(3) . ?
C13 C14 1.389(3) . ?
C14 C15 1.394(3) . ?
C15 C16 1.392(3) . ?
C16 C17 1.379(3) . ?
C19 C24 1.396(3) . ?
C19 C20 1.404(3) . ?
C20 C21 1.379(3) . ?
C21 C22 1.394(3) . ?
C22 C23 1.392(3) . ?
C23 C24 1.383(3) . ?
C26 C31 1.397(3) . ?
C26 C27 1.404(3) . ?
C27 C28 1.378(3) . ?
C28 C29 1.401(3) . ?
C29 C30 1.389(3) . ?
C30 C31 1.385(3) . ?
