#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/10/07/1100745.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_1100745
loop_
_publ_author_name
'Stéphane A. Baudron'
'Narcis Avarvari'
'Patrick Batail'
_publ_contact_author
; Dr Patrick Batail 

  Laboratoire Chimie Ingénierie Moléculaires et

  Matériaux d'Angers,

  UMR 6200 CNRS-Université d'Angers,

  Bat. K, 2, Boulevard Lavoisier, Angers, France 

;
_publ_contact_author_email       patrick.batail@univ-angers.fr
_publ_contact_author_fax         '33 2 41 73 50 11'
_publ_contact_author_phone       '33 2 41 73 52 64'
_publ_section_title
;

A Straightforward Synthesis of Diverse Nickel Dithiolene Complexes Appended

with Hydrogen-Bond Donor/Acceptor Groups

;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3380
_journal_page_last               3382
_journal_paper_doi               10.1021/ic050174n
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C32 H24 N4 Ni O2 P S4'
_chemical_formula_weight         714.47
_chemical_name_common            (n-Bu4N)2[Ni(mant)2]
_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                72.019(16)
_cell_angle_beta                 70.639(17)
_cell_angle_gamma                77.020(17)
_cell_formula_units_Z            2
_cell_length_a                   10.1114(16)
_cell_length_b                   13.1679(17)
_cell_length_c                   14.002(2)
_cell_measurement_reflns_used    4419
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      1.95
_cell_volume                     1657.4(5)
_computing_cell_refinement       'SELECT, CELL [STOE-IPDS]'
_computing_data_collection       'EXPOSE [STOE-IPDS]'
_computing_data_reduction        'INTEGRATE [STOE-IPDS]'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.66
_diffrn_measured_fraction_theta_full 0.915
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  STOE-IPDS
_diffrn_measurement_method       'Oscillation, Phi. incr. = 1.7'
_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  0.1411
_diffrn_reflns_av_sigmaI/netI    0.2303
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16291
_diffrn_reflns_theta_full        25.92
_diffrn_reflns_theta_max         25.92
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       prism
_exptl_crystal_F_000             734
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.728
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         5918
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.728
_refine_ls_R_factor_all          0.1752
_refine_ls_R_factor_gt           0.0515
_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)+(0.0311P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                2096
_reflns_number_total             5918
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050174nsi20050201_114605.cif
_cod_data_source_block           sb7
_cod_original_cell_volume        1657.3(4)
_cod_database_code               1100745
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 0.0000 0.0000 0.0000 0.0320(4) Uani 1 2 d S . .
S1 S 0.1868(2) -0.01059(14) -0.12753(17) 0.0447(6) Uani 1 1 d . . .
S2 S 0.01160(19) -0.17213(14) 0.05456(17) 0.0397(6) Uani 1 1 d . . .
C1 C 0.2396(7) -0.1471(6) -0.1101(6) 0.035(2) Uani 1 1 d . . .
C2 C 0.1623(7) -0.2187(5) -0.0304(6) 0.0296(19) Uani 1 1 d . . .
C3 C 0.3649(9) -0.1788(6) -0.1866(7) 0.051(2) Uani 1 1 d . . .
C4 C 0.2020(7) -0.3376(6) -0.0153(6) 0.0275(19) Uani 1 1 d . . .
N1 N 0.4649(9) -0.1991(7) -0.2460(7) 0.112(4) Uani 1 1 d . . .
O2 O 0.3270(5) -0.3792(4) -0.0277(5) 0.0519(17) Uani 1 1 d . . .
N2 N 0.0983(6) -0.3942(4) 0.0105(5) 0.0359(17) Uani 1 1 d . . .
H2A H 0.1160 -0.4629 0.0194 0.043 Uiso 1 1 calc R . .
H2B H 0.0126 -0.3625 0.0184 0.043 Uiso 1 1 calc R . .
Ni2 Ni 0.5000 0.0000 0.0000 0.0345(4) Uani 1 2 d S . .
S3 S 0.4968(2) 0.17082(15) -0.03842(17) 0.0427(6) Uani 1 1 d . . .
S4 S 0.2932(2) 0.00845(14) 0.10952(18) 0.0445(6) Uani 1 1 d . . .
C5 C 0.3336(7) 0.2169(6) 0.0351(6) 0.031(2) Uani 1 1 d . . .
C6 C 0.2426(7) 0.1454(6) 0.1022(6) 0.0315(19) Uani 1 1 d . . .
C7 C 0.2947(9) 0.3369(6) 0.0229(6) 0.0310(19) Uani 1 1 d . . .
C8 C 0.1065(9) 0.1743(6) 0.1695(7) 0.049(2) Uani 1 1 d . . .
O3 O 0.1704(5) 0.3774(4) 0.0325(5) 0.0502(17) Uani 1 1 d . . .
N3 N 0.3987(6) 0.3912(5) -0.0007(5) 0.0446(19) Uani 1 1 d . . .
H3A H 0.3827 0.4601 -0.0108 0.053 Uiso 1 1 calc R . .
H3B H 0.4836 0.3583 -0.0064 0.053 Uiso 1 1 calc R . .
N4 N -0.0014(8) 0.1878(6) 0.2217(6) 0.075(2) Uani 1 1 d . . .
P1 P 0.22166(19) 0.67447(16) -0.53070(16) 0.0451(5) Uani 1 1 d . . .
C9 C 0.3612(7) 0.7506(6) -0.5626(7) 0.0458(19) Uani 1 1 d . . .
C10 C 0.4130(9) 0.7632(7) -0.4868(7) 0.066(3) Uani 1 1 d . . .
H10 H 0.3834 0.7236 -0.4177 0.079 Uiso 1 1 calc R . .
C11 C 0.5084(10) 0.8348(9) -0.5151(8) 0.082(3) Uani 1 1 d . . .
H11 H 0.5409 0.8436 -0.4636 0.099 Uiso 1 1 calc R . .
C12 C 0.5565(9) 0.8927(8) -0.6150(9) 0.068(3) Uani 1 1 d . . .
H12 H 0.6210 0.9403 -0.6320 0.082 Uiso 1 1 calc R . .
C13 C 0.5085(8) 0.8799(7) -0.6904(8) 0.070(3) Uani 1 1 d . . .
H13 H 0.5413 0.9190 -0.7594 0.084 Uiso 1 1 calc R . .
C14 C 0.4121(8) 0.8099(7) -0.6658(7) 0.061(2) Uani 1 1 d . . .
H14 H 0.3809 0.8020 -0.7183 0.074 Uiso 1 1 calc R . .
C15 C 0.2202(7) 0.5683(5) -0.4118(6) 0.0423(18) Uani 1 1 d . . .
C16 C 0.2480(7) 0.4597(6) -0.4139(7) 0.054(2) Uani 1 1 d . . .
H16 H 0.2659 0.4423 -0.4769 0.065 Uiso 1 1 calc R . .
C17 C 0.2493(9) 0.3804(7) -0.3267(8) 0.065(3) Uani 1 1 d . . .
H17 H 0.2662 0.3089 -0.3299 0.078 Uiso 1 1 calc R . .
C18 C 0.2259(9) 0.4037(7) -0.2323(7) 0.070(3) Uani 1 1 d . . .
H18 H 0.2298 0.3485 -0.1725 0.084 Uiso 1 1 calc R . .
C19 C 0.1966(9) 0.5095(7) -0.2281(7) 0.063(3) Uani 1 1 d . . .
H19 H 0.1813 0.5261 -0.1650 0.076 Uiso 1 1 calc R . .
C20 C 0.1899(8) 0.5906(6) -0.3157(7) 0.058(2) Uani 1 1 d . . .
H20 H 0.1649 0.6616 -0.3108 0.070 Uiso 1 1 calc R . .
C21 C 0.2486(8) 0.6131(7) -0.6335(7) 0.050(2) Uani 1 1 d . . .
C22 C 0.3802(9) 0.5553(7) -0.6713(7) 0.070(3) Uani 1 1 d . . .
H22 H 0.4580 0.5577 -0.6510 0.084 Uiso 1 1 calc R . .
C23 C 0.3925(11) 0.4947(8) -0.7390(7) 0.087(3) Uani 1 1 d . . .
H23 H 0.4797 0.4561 -0.7643 0.104 Uiso 1 1 calc R . .
C24 C 0.2814(15) 0.4900(10) -0.7698(8) 0.102(4) Uani 1 1 d . . .
H24 H 0.2917 0.4481 -0.8151 0.122 Uiso 1 1 calc R . .
C25 C 0.1522(13) 0.5483(10) -0.7329(8) 0.100(4) Uani 1 1 d . . .
H25 H 0.0750 0.5452 -0.7536 0.119 Uiso 1 1 calc R . .
C26 C 0.1360(10) 0.6109(7) -0.6660(7) 0.073(3) Uani 1 1 d . . .
H26 H 0.0493 0.6514 -0.6432 0.088 Uiso 1 1 calc R . .
C27 C 0.0598(8) 0.7632(7) -0.5130(7) 0.058(2) Uani 1 1 d . . .
C28 C 0.0490(10) 0.8626(8) -0.5818(12) 0.128(6) Uani 1 1 d . . .
H28 H 0.1262 0.8825 -0.6388 0.154 Uiso 1 1 calc R . .
C29 C -0.0736(13) 0.9330(8) -0.5679(12) 0.137(6) Uani 1 1 d . . .
H29 H -0.0809 0.9991 -0.6166 0.165 Uiso 1 1 calc R . .
C30 C -0.1877(11) 0.9050(11) -0.4803(14) 0.123(5) Uani 1 1 d . . .
H30 H -0.2685 0.9550 -0.4682 0.148 Uiso 1 1 calc R . .
C31 C -0.1827(11) 0.8079(12) -0.4139(11) 0.131(5) Uani 1 1 d . . .
H31 H -0.2607 0.7877 -0.3578 0.157 Uiso 1 1 calc R . .
C32 C -0.0581(9) 0.7381(9) -0.4309(9) 0.098(4) Uani 1 1 d . . .
H32 H -0.0538 0.6704 -0.3843 0.118 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'
Ni Ni 0.3393 1.1124 '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'
P P 0.1023 0.0942 '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'
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
S1 Ni1 S1 180.00(15) 2 . ?
S1 Ni1 S2 87.92(7) 2 . ?
S1 Ni1 S2 92.08(7) . . ?
S1 Ni1 S2 92.08(7) 2 2 ?
S1 Ni1 S2 87.92(7) . 2 ?
S2 Ni1 S2 180.0 . 2 ?
C1 S1 Ni1 103.5(3) . . ?
C2 S2 Ni1 104.1(3) . . ?
C2 C1 C3 123.3(7) . . ?
C2 C1 S1 120.8(5) . . ?
C3 C1 S1 115.9(6) . . ?
C1 C2 C4 122.2(6) . . ?
C1 C2 S2 119.5(5) . . ?
C4 C2 S2 118.3(6) . . ?
N1 C3 C1 176.4(10) . . ?
O2 C4 N2 122.5(7) . . ?
O2 C4 C2 120.9(7) . . ?
N2 C4 C2 116.6(6) . . ?
S3 Ni2 S3 180.0 2_655 . ?
S3 Ni2 S4 87.99(7) 2_655 . ?
S3 Ni2 S4 92.01(7) . . ?
S3 Ni2 S4 92.01(7) 2_655 2_655 ?
S3 Ni2 S4 87.99(7) . 2_655 ?
S4 Ni2 S4 180.00(16) . 2_655 ?
C5 S3 Ni2 104.5(3) . . ?
C6 S4 Ni2 104.2(3) . . ?
C6 C5 C7 121.8(6) . . ?
C6 C5 S3 120.1(5) . . ?
C7 C5 S3 118.1(6) . . ?
C5 C6 C8 124.9(7) . . ?
C5 C6 S4 119.1(5) . . ?
C8 C6 S4 116.0(6) . . ?
O3 C7 N3 124.3(7) . . ?
O3 C7 C5 119.4(7) . . ?
N3 C7 C5 116.3(7) . . ?
N4 C8 C6 173.5(10) . . ?
C9 P1 C21 109.0(4) . . ?
C9 P1 C27 108.0(3) . . ?
C21 P1 C27 111.5(4) . . ?
C9 P1 C15 110.5(4) . . ?
C21 P1 C15 107.9(4) . . ?
C27 P1 C15 109.9(4) . . ?
C10 C9 C14 117.9(7) . . ?
C10 C9 P1 122.5(6) . . ?
C14 C9 P1 119.3(6) . . ?
C11 C10 C9 119.5(9) . . ?
C12 C11 C10 122.3(9) . . ?
C11 C12 C13 118.8(9) . . ?
C12 C13 C14 121.0(9) . . ?
C13 C14 C9 120.4(8) . . ?
C20 C15 C16 117.5(7) . . ?
C20 C15 P1 121.8(6) . . ?
C16 C15 P1 120.7(6) . . ?
C17 C16 C15 121.3(8) . . ?
C16 C17 C18 120.7(8) . . ?
C19 C18 C17 119.1(8) . . ?
C20 C19 C18 120.6(8) . . ?
C19 C20 C15 120.7(7) . . ?
C26 C21 C22 119.9(8) . . ?
C26 C21 P1 119.7(7) . . ?
C22 C21 P1 119.9(6) . . ?
C23 C22 C21 118.8(9) . . ?
C24 C23 C22 121.8(10) . . ?
C23 C24 C25 119.0(10) . . ?
C26 C25 C24 121.0(10) . . ?
C21 C26 C25 119.5(9) . . ?
C28 C27 C32 116.8(9) . . ?
C28 C27 P1 120.2(8) . . ?
C32 C27 P1 122.9(7) . . ?
C29 C28 C27 121.0(11) . . ?
C28 C29 C30 119.5(11) . . ?
C31 C30 C29 121.0(10) . . ?
C30 C31 C32 117.9(13) . . ?
C27 C32 C31 123.5(11) . . ?
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 S1 2.139(2) 2 ?
Ni1 S1 2.139(2) . ?
Ni1 S2 2.1461(18) . ?
Ni1 S2 2.1461(18) 2 ?
S1 C1 1.721(7) . ?
S2 C2 1.715(7) . ?
C1 C2 1.360(9) . ?
C1 C3 1.437(10) . ?
C2 C4 1.492(9) . ?
C3 N1 1.115(9) . ?
C4 O2 1.237(7) . ?
C4 N2 1.311(8) . ?
Ni2 S3 2.1405(19) 2_655 ?
Ni2 S3 2.1405(19) . ?
Ni2 S4 2.147(2) . ?
Ni2 S4 2.147(2) 2_655 ?
S3 C5 1.720(7) . ?
S4 C6 1.741(7) . ?
C5 C6 1.373(10) . ?
C5 C7 1.510(9) . ?
C6 C8 1.433(10) . ?
C7 O3 1.231(8) . ?
C7 N3 1.299(9) . ?
C8 N4 1.104(9) . ?
P1 C9 1.771(7) . ?
P1 C21 1.776(8) . ?
P1 C27 1.777(8) . ?
P1 C15 1.812(7) . ?
C9 C10 1.395(10) . ?
C9 C14 1.397(10) . ?
C10 C11 1.378(11) . ?
C11 C12 1.353(12) . ?
C12 C13 1.366(11) . ?
C13 C14 1.380(11) . ?
C15 C20 1.387(10) . ?
C15 C16 1.401(9) . ?
C16 C17 1.341(11) . ?
C17 C18 1.381(11) . ?
C18 C19 1.374(11) . ?
C19 C20 1.365(11) . ?
C21 C26 1.368(10) . ?
C21 C22 1.399(10) . ?
C22 C23 1.377(11) . ?
C23 C24 1.349(13) . ?
C24 C25 1.382(14) . ?
C25 C26 1.378(12) . ?
C27 C28 1.371(13) . ?
C27 C32 1.373(12) . ?
C28 C29 1.367(13) . ?
C29 C30 1.394(17) . ?
C30 C31 1.331(17) . ?
C31 C32 1.380(12) . ?
