#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:53:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179311 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/08/4320863.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_4320863
loop_
_publ_author_name
'Edurne Erkizia'
'Rebecca R. Conry'
_publ_contact_author_address
;   University of Nevada, Reno
    Department of Chemistry 216
    Reno, Nevada  89557   USA
;
_publ_contact_author_email       conry@chem.unr.edu
_publ_contact_author_name        'Rebecca R. Conry'
_publ_section_title
;
 Synthesis and Characterization of Square Planar Nickel(II)-Arylthiolate
 Complexes with the Biphenyl-2,2'-dithiolate Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1674
_journal_page_last               1679
_journal_paper_doi               10.1021/ic990931f
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C34 H39 N2 Na Ni S4'
_chemical_formula_weight         685.61
_chemical_name_common            'complex 2'
_chemical_name_systematic
;
(tetraethylammonium)(sodium(I)-acetonitrile[(bis-2,2'dithiolatobiphenyl)
nickel(II)] dimer
;
_chemical_temperature_decomposition 398(2)
_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 generated with manual editing'
_cell_angle_alpha                108.489(7)
_cell_angle_beta                 90.396(6)
_cell_angle_gamma                103.570(4)
_cell_formula_units_Z            2
_cell_length_a                   9.9570(10)
_cell_length_b                   13.2670(10)
_cell_length_c                   13.9560(10)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.49
_cell_measurement_theta_min      6.76
_cell_volume                     1693.0(3)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω 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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6933
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.87
_diffrn_standards_decay_%        'not significant'
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.859
_exptl_absorpt_correction_T_max  0.4479
_exptl_absorpt_correction_T_min  0.3761
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            dark_emerald_green
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.70
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.015
_refine_ls_goodness_of_fit_obs   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_restrained_S_obs      1.056
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_obs          0.0390
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0479P)²+0.7661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0995
_refine_ls_wR_factor_obs         0.0872
_reflns_number_observed          4232
_reflns_number_total             5833
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic990931f_2.cif
_cod_data_source_block           complex2.IC990931F
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.7661P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.7661P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1693.0(2)
_cod_database_code               4320863
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ni Ni -0.09005(4) 0.51455(3) 0.76964(3) 0.03264(12) Uani 1 d . .
S1 S 0.05822(9) 0.58100(6) 0.90679(6) 0.0381(2) Uani 1 d . .
S2 S -0.15431(9) 0.66929(7) 0.79301(6) 0.0461(2) Uani 1 d . .
S3 S -0.04085(8) 0.35407(6) 0.74648(6) 0.0381(2) Uani 1 d . .
S4 S -0.23353(9) 0.45466(7) 0.63083(6) 0.0446(2) Uani 1 d . .
Na Na 0.11317(13) 0.38973(11) 0.93055(10) 0.0500(3) Uani 1 d . .
N1 N 0.3499(4) 0.4324(4) 0.9008(3) 0.0856(12) Uani 1 d . .
C25 C 0.4578(4) 0.4304(3) 0.8797(3) 0.0636(11) Uani 1 d . .
C26 C 0.5965(5) 0.4263(5) 0.8535(4) 0.102(2) Uani 1 d . .
H26A H 0.6481(13) 0.4978(9) 0.8551(29) 0.153 Uiso 1 calc R .
H26B H 0.5927(5) 0.3750(24) 0.7866(12) 0.153 Uiso 1 calc R .
H26C H 0.6412(14) 0.4035(30) 0.9013(17) 0.153 Uiso 1 calc R .
C1 C 0.1595(3) 0.7131(3) 0.9135(2) 0.0397(8) Uani 1 d . .
C2 C 0.2946(4) 0.7242(3) 0.8865(3) 0.0566(10) Uani 1 d . .
H2A H 0.3290(4) 0.6622(3) 0.8630(3) 0.068 Uiso 1 calc R .
C3 C 0.3790(4) 0.8256(4) 0.8939(4) 0.0731(12) Uani 1 d . .
H3A H 0.4695(4) 0.8318(4) 0.8757(4) 0.088 Uiso 1 calc R .
C4 C 0.3283(5) 0.9167(4) 0.9281(4) 0.0819(15) Uani 1 d . .
H4A H 0.3840(5) 0.9850(4) 0.9318(4) 0.098 Uiso 1 calc R .
C5 C 0.1955(5) 0.9080(3) 0.9571(3) 0.0700(12) Uani 1 d . .
H5A H 0.1632(5) 0.9710(3) 0.9815(3) 0.084 Uiso 1 calc R .
C6 C 0.1083(4) 0.8065(3) 0.9505(2) 0.0463(8) Uani 1 d . .
C7 C -0.0322(4) 0.8015(3) 0.9869(3) 0.0475(9) Uani 1 d . .
C8 C -0.0435(6) 0.8606(3) 1.0872(3) 0.0737(13) Uani 1 d . .
H8A H 0.0367(6) 0.8992(3) 1.1300(3) 0.088 Uiso 1 calc R .
C9 C -0.1708(7) 0.8632(4) 1.1245(4) 0.092(2) Uani 1 d . .
H9A H -0.1757(7) 0.9024(4) 1.1921(4) 0.111 Uiso 1 calc R .
N2 N -0.7258(3) 0.2490(2) 0.4856(2) 0.0486(7) Uani 1 d . .
C27 C -0.7641(5) 0.3542(3) 0.5447(3) 0.0684(11) Uani 1 d . .
H27A H -0.7518(5) 0.4016(3) 0.5032(3) 0.082 Uiso 1 calc R .
H27B H -0.8619(5) 0.3362(3) 0.5551(3) 0.082 Uiso 1 calc R .
C28 C -0.6847(7) 0.4179(5) 0.6457(4) 0.122(2) Uani 1 d . .
H28A H -0.7171(7) 0.4825(5) 0.6763(4) 0.183 Uiso 1 calc R .
H28B H -0.5878(7) 0.4388(5) 0.6367(4) 0.183 Uiso 1 calc R .
H28C H -0.6982(7) 0.3732(5) 0.6887(4) 0.183 Uiso 1 calc R .
C29 C -0.5760(4) 0.2691(4) 0.4602(4) 0.0800(13) Uani 1 d . .
H29A H -0.5167(4) 0.3046(4) 0.5231(4) 0.096 Uiso 1 calc R .
H29B H -0.5558(4) 0.1986(4) 0.4279(4) 0.096 Uiso 1 calc R .
C30 C -0.5390(5) 0.3367(5) 0.3936(4) 0.102(2) Uani 1 d . .
H30A H -0.4428(5) 0.3448(5) 0.3819(4) 0.154 Uiso 1 calc R .
H30B H -0.5556(5) 0.4078(5) 0.4255(4) 0.154 Uiso 1 calc R .
H30C H -0.5948(5) 0.3015(5) 0.3300(4) 0.154 Uiso 1 calc R .
C31 C -0.7402(5) 0.1724(4) 0.5483(4) 0.0784(13) Uani 1 d . .
H31A H -0.7158(5) 0.1059(4) 0.5081(4) 0.094 Uiso 1 calc R .
H31B H -0.6732(5) 0.2072(4) 0.6072(4) 0.094 Uiso 1 calc R .
C32 C -0.8811(5) 0.1406(4) 0.5842(4) 0.0869(15) Uani 1 d . .
H32A H -0.8791(5) 0.0924(4) 0.6227(4) 0.130 Uiso 1 calc R .
H32B H -0.9484(5) 0.1037(4) 0.5267(4) 0.130 Uiso 1 calc R .
H32C H -0.9057(5) 0.2053(4) 0.6261(4) 0.130 Uiso 1 calc R .
C33 C -0.8247(4) 0.1987(4) 0.3922(3) 0.0703(12) Uani 1 d . .
H33A H -0.8162(4) 0.2515(4) 0.3566(3) 0.084 Uiso 1 calc R .
H33B H -0.9183(4) 0.1858(4) 0.4129(3) 0.084 Uiso 1 calc R .
C34 C -0.8067(7) 0.0930(5) 0.3191(4) 0.134(2) Uani 1 d . .
H34A H -0.8750(7) 0.0680(5) 0.2622(4) 0.200 Uiso 1 calc R .
H34B H -0.8180(7) 0.0388(5) 0.3524(4) 0.200 Uiso 1 calc R .
H34C H -0.7157(7) 0.1047(5) 0.2959(4) 0.200 Uiso 1 calc R .
C10 C -0.2888(6) 0.8087(4) 1.0629(4) 0.086(2) Uani 1 d . .
H10A H -0.3746(6) 0.8116(4) 1.0879(4) 0.103 Uiso 1 calc R .
C11 C -0.2815(4) 0.7486(3) 0.9626(3) 0.0647(11) Uani 1 d . .
H11A H -0.3629(4) 0.7113(3) 0.9208(3) 0.078 Uiso 1 calc R .
C12 C -0.1539(4) 0.7430(3) 0.9235(3) 0.0455(8) Uani 1 d . .
C13 C -0.2008(3) 0.2526(2) 0.7256(2) 0.0378(7) Uani 1 d . .
C14 C -0.2457(4) 0.2153(3) 0.8057(3) 0.0490(9) Uani 1 d . .
H14A H -0.1932(4) 0.2458(3) 0.8680(3) 0.059 Uiso 1 calc R .
C15 C -0.3659(4) 0.1344(3) 0.7946(3) 0.0635(11) Uani 1 d . .
H15A H -0.3930(4) 0.1101(3) 0.8487(3) 0.076 Uiso 1 calc R .
C16 C -0.4456(4) 0.0898(3) 0.7038(3) 0.0666(11) Uani 1 d . .
H16A H -0.5280(4) 0.0364(3) 0.6963(3) 0.080 Uiso 1 calc R .
C17 C -0.4021(4) 0.1250(3) 0.6232(3) 0.0517(9) Uani 1 d . .
H17A H -0.4561(4) 0.0938(3) 0.5615(3) 0.062 Uiso 1 calc R .
C18 C -0.2797(3) 0.2058(3) 0.6316(2) 0.0394(7) Uani 1 d . .
C19 C -0.2344(3) 0.2334(3) 0.5396(2) 0.0397(8) Uani 1 d . .
C20 C -0.2294(4) 0.1459(3) 0.4519(3) 0.0526(9) Uani 1 d . .
H20A H -0.2527(4) 0.0746(3) 0.4540(3) 0.063 Uiso 1 calc R .
C21 C -0.1908(4) 0.1637(4) 0.3627(3) 0.0653(11) Uani 1 d . .
H21A H -0.1914(4) 0.1045(4) 0.3048(3) 0.078 Uiso 1 calc R .
C22 C -0.1515(4) 0.2684(4) 0.3595(3) 0.0641(12) Uani 1 d . .
H22A H -0.1224(4) 0.2810(4) 0.3002(3) 0.077 Uiso 1 calc R .
C23 C -0.1555(3) 0.3553(3) 0.4450(2) 0.0527(9) Uani 1 d . .
H23A H -0.1277(3) 0.4263(3) 0.4424(2) 0.063 Uiso 1 calc R .
C24 C -0.1997(3) 0.3404(3) 0.5353(2) 0.0401(8) Uani 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'
Na Na 0.0362 0.0249 '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'
N N 0.0061 0.0033 '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 Ni S1 177.45(4) . . ?
S4 Ni S2 83.46(3) . . ?
S1 Ni S2 94.92(3) . . ?
S4 Ni S3 94.57(3) . . ?
S1 Ni S3 87.16(3) . . ?
S2 Ni S3 176.08(4) . . ?
C1 S1 Ni 109.19(10) . . ?
C1 S1 Na 107.38(12) . 2_567 ?
Ni S1 Na 103.99(4) . 2_567 ?
C1 S1 Na 135.59(11) . . ?
Ni S1 Na 102.97(4) . . ?
Na S1 Na 93.22(4) 2_567 . ?
C12 S2 Ni 111.86(11) . . ?
C13 S3 Ni 107.67(10) . . ?
C13 S3 Na 113.31(11) . . ?
Ni S3 Na 102.90(4) . . ?
C24 S4 Ni 113.85(10) . . ?
N1 Na S3 106.63(11) . . ?
N1 Na S1 140.05(11) . 2_567 ?
S3 Na S1 110.42(5) . 2_567 ?
N1 Na S1 95.56(11) . . ?
S3 Na S1 65.33(4) . . ?
S1 Na S1 86.78(4) 2_567 . ?
N1 Na C7 113.42(13) . 2_567 ?
S3 Na C7 113.33(8) . 2_567 ?
S1 Na C7 64.11(7) 2_567 2_567 ?
S1 Na C7 148.98(9) . 2_567 ?
N1 Na Na 126.44(12) . 2_567 ?
S3 Na Na 87.30(5) . 2_567 ?
S1 Na Na 43.40(3) 2_567 2_567 ?
S1 Na Na 43.37(3) . 2_567 ?
C7 Na Na 106.83(8) 2_567 2_567 ?
C25 N1 Na 166.0(4) . . ?
N1 C25 C26 179.0(5) . . ?
C2 C1 C6 119.5(3) . . ?
C2 C1 S1 119.1(3) . . ?
C6 C1 S1 121.4(3) . . ?
C3 C2 C1 121.3(4) . . ?
C4 C3 C2 119.4(4) . . ?
C3 C4 C5 120.4(4) . . ?
C4 C5 C6 121.3(4) . . ?
C5 C6 C1 118.2(4) . . ?
C5 C6 C7 119.5(3) . . ?
C1 C6 C7 122.3(3) . . ?
C8 C7 C12 118.6(4) . . ?
C8 C7 C6 118.6(4) . . ?
C12 C7 C6 122.8(3) . . ?
C8 C7 Na 81.3(2) . 2_567 ?
C12 C7 Na 81.5(2) . 2_567 ?
C6 C7 Na 109.1(2) . 2_567 ?
C9 C8 C7 121.5(5) . . ?
C10 C9 C8 120.1(4) . . ?
C33 N2 C27 105.7(3) . . ?
C33 N2 C29 111.8(3) . . ?
C27 N2 C29 112.4(3) . . ?
C33 N2 C31 110.8(3) . . ?
C27 N2 C31 110.5(3) . . ?
C29 N2 C31 105.8(3) . . ?
C28 C27 N2 116.4(4) . . ?
C30 C29 N2 115.6(4) . . ?
C32 C31 N2 116.1(3) . . ?
N2 C33 C34 116.3(4) . . ?
C9 C10 C11 119.9(5) . . ?
C10 C11 C12 121.0(5) . . ?
C11 C12 C7 118.8(3) . . ?
C11 C12 S2 117.9(3) . . ?
C7 C12 S2 123.2(3) . . ?
C14 C13 C18 119.0(3) . . ?
C14 C13 S3 118.1(2) . . ?
C18 C13 S3 122.8(2) . . ?
C15 C14 C13 121.6(3) . . ?
C16 C15 C14 120.0(4) . . ?
C15 C16 C17 119.3(3) . . ?
C16 C17 C18 122.1(3) . . ?
C17 C18 C13 118.0(3) . . ?
C17 C18 C19 119.0(3) . . ?
C13 C18 C19 122.9(3) . . ?
C24 C19 C20 118.8(3) . . ?
C24 C19 C18 123.8(3) . . ?
C20 C19 C18 117.4(3) . . ?
C21 C20 C19 121.3(4) . . ?
C22 C21 C20 119.9(4) . . ?
C21 C22 C23 119.4(4) . . ?
C22 C23 C24 122.3(4) . . ?
C23 C24 C19 118.1(3) . . ?
C23 C24 S4 117.8(3) . . ?
C19 C24 S4 123.4(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
Ni S4 2.2085(9) . ?
Ni S1 2.2135(9) . ?
Ni S2 2.2192(10) . ?
Ni S3 2.2210(9) . ?
S1 C1 1.778(3) . ?
S1 Na 2.832(2) 2_567 ?
S1 Na 2.834(2) . ?
S2 C12 1.773(3) . ?
S3 C13 1.781(3) . ?
S3 Na 2.8299(15) . ?
S4 C24 1.776(3) . ?
Na N1 2.363(4) . ?
Na S1 2.832(2) 2_567 ?
Na C7 3.053(4) 2_567 ?
Na Na 4.118(3) 2_567 ?
N1 C25 1.120(5) . ?
C25 C26 1.440(6) . ?
C1 C2 1.386(5) . ?
C1 C6 1.399(5) . ?
C2 C3 1.382(5) . ?
C3 C4 1.366(6) . ?
C4 C5 1.375(6) . ?
C5 C6 1.395(5) . ?
C6 C7 1.485(5) . ?
C7 C8 1.391(5) . ?
C7 C12 1.400(5) . ?
C7 Na 3.053(4) 2_567 ?
C8 C9 1.378(7) . ?
C9 C10 1.354(7) . ?
N2 C33 1.496(4) . ?
N2 C27 1.516(5) . ?
N2 C29 1.517(5) . ?
N2 C31 1.522(5) . ?
C27 C28 1.497(6) . ?
C29 C30 1.478(6) . ?
C31 C32 1.505(6) . ?
C33 C34 1.500(6) . ?
C10 C11 1.386(6) . ?
C11 C12 1.395(5) . ?
C13 C14 1.395(4) . ?
C13 C18 1.402(4) . ?
C14 C15 1.378(5) . ?
C15 C16 1.370(5) . ?
C16 C17 1.384(5) . ?
C17 C18 1.399(5) . ?
C18 C19 1.488(4) . ?
C19 C24 1.401(4) . ?
C19 C20 1.404(4) . ?
C20 C21 1.380(5) . ?
C21 C22 1.367(6) . ?
C22 C23 1.380(5) . ?
C23 C24 1.394(4) . ?
