#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:26:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179141 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/02/4310242.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_4310242
loop_
_publ_author_name
'Olivier Jeannin'
'Jacques Delaunay'
'Frédéric Barrière'
'Marc Fourmigué'
_publ_section_title
;
Between Ni(mnt)2 and Ni(tfd)2i Dithiolene Complexes: the Unsymmetrical
2-(Trifluoromethyl)acrylonitrile-1,2-dithiolate and Its Nickel Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9763
_journal_page_last               9770
_journal_paper_doi               10.1021/ic051226b
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C32 H20 F6 N2 Ni P S4'
_chemical_formula_weight         764.42
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 116.730(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.585(2)
_cell_length_b                   8.2118(4)
_cell_length_c                   17.6127(14)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.55
_cell_measurement_theta_min      1.8
_cell_volume                     3305.0(5)
_computing_cell_refinement       '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, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.66
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'Oscillation, phi incr. 1.4 deg'
_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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15506
_diffrn_reflns_theta_full        25.81
_diffrn_reflns_theta_max         25.81
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.948
_exptl_absorpt_correction_T_max  0.8232
_exptl_absorpt_correction_T_min  0.7058
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1548
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.038
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    Constr.
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0312
_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)+(0.0461P)²+0.4539P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0828
_reflns_number_gt                2230
_reflns_number_total             3148
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic051226bsi20050722_112444_5.cif
_cod_data_source_block           oj155
_cod_original_cell_volume        3305.0(4)
_cod_database_code               4310242
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Ni Ni 0.2500 0.7500 0.5000 0.05342(14) Uani 1 2 d S . .
S1 S 0.32950(3) 0.71193(8) 0.48956(4) 0.06163(18) Uani 1 1 d . . .
S2 S 0.22011(3) 0.92571(9) 0.39980(4) 0.06576(19) Uani 1 1 d . . .
C1 C 0.32473(10) 0.8499(3) 0.41282(14) 0.0559(5) Uani 1 1 d . . .
C2 C 0.27658(10) 0.9449(3) 0.37375(14) 0.0571(6) Uani 1 1 d . . .
C3 C 0.37372(11) 0.8535(3) 0.39422(16) 0.0651(6) Uani 1 1 d . . .
C4 C 0.27040(13) 1.0709(4) 0.30877(19) 0.0754(8) Uani 1 1 d . . .
C1A C 0.02451(9) 0.7173(3) 0.19126(13) 0.0532(5) Uani 1 1 d . . .
C2A C 0.00891(12) 0.6920(3) 0.10662(15) 0.0677(7) Uani 1 1 d . . .
H2A H -0.0152 0.6049 0.0781 0.081 Uiso 1 1 calc R . .
C3A C 0.02893(14) 0.7954(4) 0.06440(18) 0.0866(9) Uani 1 1 d . . .
H3A H 0.0181 0.7790 0.0070 0.104 Uiso 1 1 calc R . .
C4A C 0.06485(13) 0.9227(4) 0.10651(18) 0.0861(9) Uani 1 1 d . . .
H4A H 0.0791 0.9905 0.0778 0.103 Uiso 1 1 calc R . .
C5A C 0.07993(12) 0.9510(4) 0.19009(17) 0.0798(8) Uani 1 1 d . . .
H5A H 0.1035 1.0395 0.2179 0.096 Uiso 1 1 calc R . .
C6A C 0.06012(11) 0.8483(4) 0.23280(15) 0.0705(7) Uani 1 1 d . . .
H6A H 0.0706 0.8665 0.2900 0.085 Uiso 1 1 calc R . .
C7A C 0.05830(11) 0.4571(3) 0.31926(14) 0.0598(6) Uani 1 1 d . . .
C8A C 0.04561(16) 0.3259(4) 0.3575(2) 0.0980(11) Uani 1 1 d . . .
H8A H 0.0071 0.3041 0.3458 0.118 Uiso 1 1 calc R . .
C9A C 0.0901(2) 0.2280(5) 0.4128(3) 0.1281(17) Uani 1 1 d . . .
H9A H 0.0816 0.1396 0.4384 0.154 Uiso 1 1 calc R . .
C10A C 0.1466(2) 0.2605(5) 0.4300(2) 0.1127(15) Uani 1 1 d . . .
H10A H 0.1765 0.1963 0.4690 0.135 Uiso 1 1 calc R . .
C11A C 0.15967(13) 0.3855(5) 0.3909(2) 0.0964(11) Uani 1 1 d . . .
H11A H 0.1983 0.4038 0.4018 0.116 Uiso 1 1 calc R . .
C12A C 0.11560(11) 0.4859(4) 0.33489(16) 0.0727(7) Uani 1 1 d . . .
H12A H 0.1244 0.5715 0.3081 0.087 Uiso 1 1 calc R . .
N N 0.41383(11) 0.8510(3) 0.38197(17) 0.0889(7) Uani 1 1 d . . .
P P 0.0000 0.58616(11) 0.2500 0.0510(2) Uani 1 2 d S . .
F1 F 0.2186(3) 1.0645(18) 0.2427(6) 0.132(3) Uani 0.50 1 d P . .
F2 F 0.3047(5) 1.0617(16) 0.2755(9) 0.134(5) Uani 0.50 1 d P . .
F3 F 0.2749(9) 1.2157(8) 0.3396(7) 0.152(4) Uani 0.50 1 d P . .
F'1 F 0.2747(9) 1.0127(13) 0.2452(7) 0.166(6) Uani 0.50 1 d P . .
F'2 F 0.3129(5) 1.1781(15) 0.3400(6) 0.139(3) Uani 0.50 1 d P . .
F'3 F 0.2231(4) 1.1564(14) 0.2829(9) 0.126(3) Uani 0.50 1 d P . .
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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'
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
S2 Ni S2 180.00(3) . 7_566 ?
S2 Ni S1 91.64(2) . . ?
S2 Ni S1 88.36(2) 7_566 . ?
S2 Ni S1 88.36(2) . 7_566 ?
S2 Ni S1 91.64(2) 7_566 7_566 ?
S1 Ni S1 180.0 . 7_566 ?
C1 S1 Ni 103.64(8) . . ?
C2 S2 Ni 104.61(8) . . ?
C2 C1 C3 124.2(2) . . ?
C2 C1 S1 120.23(18) . . ?
C3 C1 S1 115.62(18) . . ?
C1 C2 C4 123.0(2) . . ?
C1 C2 S2 119.73(19) . . ?
C4 C2 S2 117.22(18) . . ?
N C3 C1 177.0(3) . . ?
F2 C4 F'1 37.8(6) . . ?
F2 C4 F3 107.6(6) . . ?
F'1 C4 F3 133.9(6) . . ?
F2 C4 F'3 127.4(5) . . ?
F'1 C4 F'3 109.5(7) . . ?
F3 C4 F'3 62.7(6) . . ?
F2 C4 F'2 67.4(6) . . ?
F'1 C4 F'2 103.8(7) . . ?
F3 C4 F'2 45.9(5) . . ?
F'3 C4 F'2 104.6(7) . . ?
F2 C4 F1 102.8(6) . . ?
F'1 C4 F1 69.9(6) . . ?
F3 C4 F1 105.9(6) . . ?
F'3 C4 F1 45.4(4) . . ?
F'2 C4 F1 135.5(5) . . ?
F2 C4 C2 117.3(4) . . ?
F'1 C4 C2 113.1(5) . . ?
F3 C4 C2 110.9(4) . . ?
F'3 C4 C2 113.9(4) . . ?
F'2 C4 C2 111.1(4) . . ?
F1 C4 C2 111.6(4) . . ?
C2A C1A C6A 119.4(2) . . ?
C2A C1A P 121.94(19) . . ?
C6A C1A P 118.65(17) . . ?
C3A C2A C1A 119.8(2) . . ?
C4A C3A C2A 120.2(3) . . ?
C5A C4A C3A 120.7(3) . . ?
C4A C5A C6A 119.5(3) . . ?
C5A C6A C1A 120.4(2) . . ?
C8A C7A C12A 119.7(3) . . ?
C8A C7A P 119.1(2) . . ?
C12A C7A P 121.2(2) . . ?
C9A C8A C7A 119.9(4) . . ?
C10A C9A C8A 119.9(4) . . ?
C11A C10A C9A 121.0(3) . . ?
C10A C11A C12A 120.2(3) . . ?
C7A C12A C11A 119.3(3) . . ?
C7A P C7A 107.32(18) 2 . ?
C7A P C1A 111.33(10) 2 . ?
C7A P C1A 110.44(11) . . ?
C7A P C1A 110.44(11) 2 2 ?
C7A P C1A 111.33(10) . 2 ?
C1A P C1A 106.05(15) . 2 ?
F'3 F1 C4 66.2(7) . . ?
F'3 F1 F'1 113.2(11) . . ?
C4 F1 F'1 53.6(5) . . ?
F'1 F2 C4 71.7(9) . . ?
F'1 F2 F'2 127.4(12) . . ?
C4 F2 F'2 58.1(4) . . ?
F'2 F3 C4 68.1(7) . . ?
F'2 F3 F'3 121.1(11) . . ?
C4 F3 F'3 58.7(5) . . ?
F2 F'1 C4 70.5(9) . . ?
F2 F'1 F1 119.5(12) . . ?
C4 F'1 F1 56.5(5) . . ?
F3 F'2 C4 65.9(7) . . ?
F3 F'2 F2 113.7(10) . . ?
C4 F'2 F2 54.5(4) . . ?
F1 F'3 C4 68.4(6) . . ?
F1 F'3 F3 123.9(10) . . ?
C4 F'3 F3 58.6(5) . . ?
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 S2 2.1371(6) . ?
Ni S2 2.1371(6) 7_566 ?
Ni S1 2.1459(6) . ?
Ni S1 2.1459(6) 7_566 ?
S1 C1 1.726(3) . ?
S2 C2 1.709(2) . ?
C1 C2 1.355(3) . ?
C1 C3 1.431(3) . ?
C2 C4 1.498(4) . ?
C3 N 1.140(3) . ?
C4 F2 1.258(7) . ?
C4 F'1 1.267(8) . ?
C4 F3 1.290(8) . ?
C4 F'3 1.292(7) . ?
C4 F'2 1.312(7) . ?
C4 F1 1.314(7) . ?
C1A C2A 1.375(3) . ?
C1A C6A 1.386(3) . ?
C1A P 1.791(2) . ?
C2A C3A 1.371(4) . ?
C3A C4A 1.369(4) . ?
C4A C5A 1.363(4) . ?
C5A C6A 1.370(4) . ?
C7A C8A 1.384(4) . ?
C7A C12A 1.385(4) . ?
C7A P 1.789(2) . ?
C8A C9A 1.376(5) . ?
C9A C10A 1.363(6) . ?
C10A C11A 1.359(6) . ?
C11A C12A 1.387(4) . ?
P C7A 1.789(2) 2 ?
P C1A 1.791(2) 2 ?
F1 F'3 1.006(9) . ?
F1 F'1 1.478(14) . ?
F2 F'1 0.817(13) . ?
F2 F'2 1.426(12) . ?
F3 F'2 1.016(10) . ?
F3 F'3 1.343(13) . ?
