#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:33:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179146 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/07/4310720.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_4310720
loop_
_publ_author_name
'S. Curreli'
'P. Deplano'
'M. L. Mercuri'
'L. Pilia'
'A. Serpe'
'John A. Schlueter'
'Michael A. Whited'
'Urs Geiser'
'E. Coronado'
'C. J. Gómez-García'
'E. Canadell'
_publ_contact_author_address
;
   Materials Science Divisions
   Argonne National Laboratory
   9700 South Cass Avenue
   Argonne, IL 60439, USA
;
_publ_contact_author_email       JASchlueter@anl.gov
_publ_contact_author_fax         '(630) 252-9151'
_publ_contact_author_name        'Schlueter, Dr. John A.'
_publ_contact_author_phone       '(630) 252-3588'
_publ_section_title
;
 Synthesis, Crystal Structure, and Physical Properties of
 (BEDT-TTF)[Ni(tdas)₂] (BEDT-TTF =
 Bis(ethylenedithio)tetrathiafulvalene; tdas =
 1,2,5-Thiadiazole-3,4-dithiolate): First Monomeric [Ni(tdas)₂]-
 Monoanion
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2049
_journal_page_last               2056
_journal_paper_doi               10.1021/ic035079y
_journal_volume                  43
_journal_year                    2004
_chemical_formula_moiety         '(C10 H8 S8) Ni (C2 S3 N2)2'
_chemical_formula_sum            'C14 H8 N4 Ni S14'
_chemical_formula_weight         739.79
_chemical_name_systematic
;
Bis(ethylenedithio)tetrathiafulvalenium bis(1,2,5-thiadizole-3,4-dithiol)
Nickel (II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'manual editing of SHELXL-97 cif file'
_cell_angle_alpha                90.00
_cell_angle_beta                 96.974(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.2324(6)
_cell_length_b                   13.2740(5)
_cell_length_c                   10.9467(4)
_cell_measurement_reflns_used    2116
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      30.143
_cell_measurement_theta_min      2.38
_cell_volume                     2485.45(16)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2001)'
_computing_publication_material  'SHELXTL (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2001)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2001)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Siemens SMART CCD area detector'
_diffrn_measurement_method       'area detector 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  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            33500
_diffrn_reflns_theta_full        31.51
_diffrn_reflns_theta_max         31.51
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 1918
_diffrn_standards_interval_time  1175
_diffrn_standards_number         216
_exptl_absorpt_coefficient_mu    1.973
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_T_min  0.322
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
(Sheldrick, 2001)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.977
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'triangular plate'
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.868
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         8224
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0378
_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)+(0.0381P)²+1.7346P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.1009
_reflns_number_gt                5411
_reflns_number_total             8224
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035079ysi20030915_121614.cif
_cod_data_source_block           etnitdas
_cod_database_code               4310720
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
S1 S 0.34452(3) 0.87996(5) 0.53488(6) 0.04005(14) Uani 1 1 d . . .
S2 S 0.40182(4) 0.86239(5) 0.29639(6) 0.04043(14) Uani 1 1 d . . .
S3 S 0.51733(4) 0.88196(5) 0.67203(6) 0.03983(14) Uani 1 1 d . . .
S4 S 0.58068(3) 0.86434(5) 0.43748(5) 0.03731(13) Uani 1 1 d . . .
S5 S 0.17627(4) 0.87219(6) 0.43473(7) 0.05079(17) Uani 1 1 d . . .
S6 S 0.24656(5) 0.85458(7) 0.15128(7) 0.0590(2) Uani 1 1 d . . .
S7 S 0.66821(4) 0.87006(6) 0.82715(6) 0.05318(18) Uani 1 1 d . . .
S8 S 0.74525(4) 0.85188(6) 0.54319(6) 0.05015(17) Uani 1 1 d . . .
C1 C 0.42359(13) 0.87547(16) 0.4532(2) 0.0340(5) Uani 1 1 d . . .
C2 C 0.49937(13) 0.87650(17) 0.5136(2) 0.0336(5) Uani 1 1 d . . .
C3 C 0.27398(14) 0.87300(18) 0.4073(2) 0.0396(5) Uani 1 1 d . . .
C4 C 0.30040(14) 0.86463(18) 0.2956(2) 0.0397(5) Uani 1 1 d . . .
C5 C 0.61827(14) 0.87056(17) 0.6790(2) 0.0361(5) Uani 1 1 d . . .
C6 C 0.64783(14) 0.86269(17) 0.5698(2) 0.0351(5) Uani 1 1 d . . .
C7 C 0.13962(17) 0.7899(2) 0.3095(3) 0.0630(9) Uani 1 1 d . . .
H7A H 0.1679 0.7266 0.3180 0.076 Uiso 1 1 calc R . .
H7B H 0.0849 0.7755 0.3149 0.076 Uiso 1 1 calc R . .
C8 C 0.14727(18) 0.8336(3) 0.1857(3) 0.0720(10) Uani 1 1 d . . .
H8A H 0.1197 0.8975 0.1787 0.086 Uiso 1 1 calc R . .
H8B H 0.1213 0.7890 0.1235 0.086 Uiso 1 1 calc R . .
C9A C 0.7605(2) 0.8166(3) 0.7931(3) 0.0497(6) Uiso 0.822(4) 1 d P A 1
H9AA H 0.7973 0.8173 0.8675 0.060 Uiso 0.822(4) 1 calc PR A 1
H9AB H 0.7520 0.7468 0.7685 0.060 Uiso 0.822(4) 1 calc PR A 1
C10A C 0.7959(2) 0.8720(3) 0.6931(3) 0.0497(6) Uiso 0.822(4) 1 d P A 1
H10A H 0.8498 0.8505 0.6936 0.060 Uiso 0.822(4) 1 calc PR A 1
H10B H 0.7962 0.9435 0.7110 0.060 Uiso 0.822(4) 1 calc PR A 1
C9B C 0.7660(10) 0.8812(13) 0.8040(15) 0.0497(6) Uiso 0.178(4) 1 d P A 2
H9BA H 0.7765 0.9502 0.7821 0.060 Uiso 0.178(4) 1 calc PR A 2
H9BB H 0.7987 0.8656 0.8801 0.060 Uiso 0.178(4) 1 calc PR A 2
C10B C 0.7868(10) 0.8124(14) 0.7047(14) 0.0497(6) Uiso 0.178(4) 1 d P A 2
H10C H 0.7681 0.7452 0.7202 0.060 Uiso 0.178(4) 1 calc PR A 2
H10D H 0.8433 0.8091 0.7090 0.060 Uiso 0.178(4) 1 calc PR A 2
Ni1 Ni 0.5000 0.5000 0.5000 0.03293(10) Uani 1 2 d S . .
S11 S 0.41247(4) 0.61766(5) 0.47049(6) 0.04702(16) Uani 1 1 d . . .
S12 S 0.43308(4) 0.39087(4) 0.38390(6) 0.04127(14) Uani 1 1 d . . .
S13 S 0.22793(4) 0.51712(6) 0.23327(8) 0.0581(2) Uani 1 1 d . . .
N11 N 0.29161(14) 0.42512(18) 0.2538(2) 0.0513(6) Uani 1 1 d . . .
N12 N 0.27420(14) 0.60208(19) 0.3232(2) 0.0532(6) Uani 1 1 d . . .
C11 C 0.34075(15) 0.56042(19) 0.3711(2) 0.0408(5) Uani 1 1 d . . .
C12 C 0.35021(14) 0.45852(19) 0.3320(2) 0.0386(5) Uani 1 1 d . . .
Ni2 Ni 0.0000 0.5000 0.0000 0.0780(2) Uani 1 2 d S . .
S21 S 0.00677(6) 0.58573(8) 0.16974(13) 0.0894(3) Uani 1 1 d . . .
S22 S 0.05144(6) 0.36409(7) 0.08793(14) 0.0894(4) Uani 1 1 d . . .
S23 S 0.08652(16) 0.40633(17) 0.4557(2) 0.1814(10) Uani 1 1 d . . .
N21 N 0.0549(3) 0.5136(4) 0.3961(5) 0.143(2) Uani 1 1 d . . .
N22 N 0.0880(3) 0.3389(3) 0.3325(5) 0.1213(15) Uani 1 1 d . . .
C21 C 0.0428(2) 0.4974(3) 0.2779(6) 0.0951(14) Uani 1 1 d . . .
C22 C 0.0611(2) 0.3977(3) 0.2389(5) 0.0915(14) Uani 1 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'
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'
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
C1 S1 C3 95.81(12) . . ?
C1 S2 C4 95.73(12) . . ?
C2 S3 C5 95.55(11) . . ?
C2 S4 C6 95.55(11) . . ?
C3 S5 C7 97.41(13) . . ?
C4 S6 C8 103.63(15) . . ?
C5 S7 C9B 104.0(5) . . ?
C5 S7 C9A 98.98(14) . . ?
C6 S8 C10A 102.00(14) . . ?
C6 S8 C10B 97.4(5) . . ?
C2 C1 S1 120.68(18) . . ?
C2 C1 S2 123.62(18) . . ?
S1 C1 S2 115.59(13) . . ?
C1 C2 S4 122.79(18) . . ?
C1 C2 S3 121.44(17) . . ?
S4 C2 S3 115.64(13) . . ?
C4 C3 S1 116.65(18) . . ?
C4 C3 S5 126.1(2) . . ?
S1 C3 S5 117.20(15) . . ?
C3 C4 S6 128.6(2) . . ?
C3 C4 S2 116.17(19) . . ?
S6 C4 S2 115.24(15) . . ?
C6 C5 S3 116.61(18) . . ?
C6 C5 S7 128.57(19) . . ?
S3 C5 S7 114.82(13) . . ?
C5 C6 S4 116.65(18) . . ?
C5 C6 S8 128.61(19) . . ?
S4 C6 S8 114.74(13) . . ?
C8 C7 S5 113.1(2) . . ?
C7 C8 S6 115.8(2) . . ?
C10A C9A S7 113.5(3) . . ?
C9A C10A S8 113.5(3) . . ?
C10B C9B S7 112.1(12) . . ?
C9B C10B S8 114.3(12) . . ?
S12 Ni1 S11 94.77(2) . . ?
C11 S11 Ni1 102.09(9) . . ?
C12 S12 Ni1 101.88(9) . . ?
N11 S13 N12 99.30(12) . . ?
C12 N11 S13 106.59(19) . . ?
C11 N12 S13 106.59(19) . . ?
N12 C11 C12 113.6(2) . . ?
N12 C11 S11 126.0(2) . . ?
C12 C11 S11 120.42(19) . . ?
N11 C12 C11 113.9(2) . . ?
N11 C12 S12 125.3(2) . . ?
C11 C12 S12 120.83(19) . . ?
S21 Ni2 S22 94.54(5) . . ?
C21 S21 Ni2 102.04(19) . . ?
C22 S22 Ni2 101.44(14) . . ?
N22 S23 N21 100.8(3) . . ?
C21 N21 S23 105.0(4) . . ?
C22 N22 S23 106.2(4) . . ?
N21 C21 C22 115.6(5) . . ?
N21 C21 S21 124.7(4) . . ?
C22 C21 S21 119.7(5) . . ?
N22 C22 C21 112.4(5) . . ?
N22 C22 S22 125.5(4) . . ?
C21 C22 S22 122.1(4) . . ?
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
S1 C1 1.719(2) . ?
S1 C3 1.739(3) . ?
S2 C1 1.720(2) . ?
S2 C4 1.747(3) . ?
S3 C2 1.726(2) . ?
S3 C5 1.739(2) . ?
S4 C2 1.722(2) . ?
S4 C6 1.741(2) . ?
S5 C3 1.746(2) . ?
S5 C7 1.806(3) . ?
S6 C4 1.738(3) . ?
S6 C8 1.817(3) . ?
S7 C5 1.741(2) . ?
S7 C9B 1.741(17) . ?
S7 C9A 1.821(4) . ?
S8 C6 1.744(2) . ?
S8 C10A 1.782(3) . ?
S8 C10B 1.899(16) . ?
C1 C2 1.390(3) . ?
C3 C4 1.360(4) . ?
C5 C6 1.359(3) . ?
C7 C8 1.496(5) . ?
C9A C10A 1.508(5) . ?
C9B C10B 1.50(2) . ?
Ni1 S12 2.1651(6) . ?
Ni1 S11 2.1681(6) . ?
S11 C11 1.721(3) . ?
S12 C12 1.724(3) . ?
S13 N11 1.639(3) . ?
S13 N12 1.639(3) . ?
N11 C12 1.319(3) . ?
N12 C11 1.323(3) . ?
C11 C12 1.434(4) . ?
Ni2 S21 2.1699(13) . ?
Ni2 S22 2.1817(10) . ?
S21 C21 1.727(5) . ?
S22 C22 1.700(6) . ?
S23 N22 1.621(5) . ?
S23 N21 1.632(5) . ?
N21 C21 1.303(7) . ?
N22 C22 1.326(6) . ?
C21 C22 1.438(6) . ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
S1 S13 3.4174(10) 4_576 ?
S2 S11 3.6042(10) 4_575 ?
S4 S12 3.5150(9) 2_655 ?
S5 S13 3.5951(11) 4_576 ?
S23 N21 3.265(5) 3_566 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S1 C1 C2 -178.6(2) . . . . ?
C3 S1 C1 S2 -2.20(15) . . . . ?
C4 S2 C1 C2 178.4(2) . . . . ?
C4 S2 C1 S1 2.14(15) . . . . ?
S1 C1 C2 S4 175.88(13) . . . . ?
S2 C1 C2 S4 -0.2(3) . . . . ?
S1 C1 C2 S3 0.2(3) . . . . ?
S2 C1 C2 S3 -175.89(13) . . . . ?
C6 S4 C2 C1 -175.6(2) . . . . ?
C6 S4 C2 S3 0.29(15) . . . . ?
C5 S3 C2 C1 175.6(2) . . . . ?
C5 S3 C2 S4 -0.44(15) . . . . ?
C1 S1 C3 C4 1.4(2) . . . . ?
C1 S1 C3 S5 178.86(14) . . . . ?
C7 S5 C3 C4 31.5(3) . . . . ?
C7 S5 C3 S1 -145.69(17) . . . . ?
S1 C3 C4 S6 179.16(15) . . . . ?
S5 C3 C4 S6 2.0(4) . . . . ?
S1 C3 C4 S2 -0.2(3) . . . . ?
S5 C3 C4 S2 -177.36(14) . . . . ?
C8 S6 C4 C3 -10.5(3) . . . . ?
C8 S6 C4 S2 168.84(17) . . . . ?
C1 S2 C4 C3 -1.2(2) . . . . ?
C1 S2 C4 S6 179.41(14) . . . . ?
C2 S3 C5 C6 0.5(2) . . . . ?
C2 S3 C5 S7 -179.16(14) . . . . ?
C9B S7 C5 C6 10.9(7) . . . . ?
C9A S7 C5 C6 -17.4(3) . . . . ?
C9B S7 C5 S3 -169.5(6) . . . . ?
C9A S7 C5 S3 162.18(17) . . . . ?
S3 C5 C6 S4 -0.4(3) . . . . ?
S7 C5 C6 S4 179.22(14) . . . . ?
S3 C5 C6 S8 179.14(14) . . . . ?
S7 C5 C6 S8 -1.3(4) . . . . ?
C2 S4 C6 C5 0.0(2) . . . . ?
C2 S4 C6 S8 -179.53(13) . . . . ?
C10A S8 C6 C5 -8.0(3) . . . . ?
C10B S8 C6 C5 17.4(6) . . . . ?
C10A S8 C6 S4 171.54(17) . . . . ?
C10B S8 C6 S4 -163.1(6) . . . . ?
C3 S5 C7 C8 -63.9(2) . . . . ?
S5 C7 C8 S6 64.4(3) . . . . ?
C4 S6 C8 C7 -23.7(3) . . . . ?
C5 S7 C9A C10A 53.2(3) . . . . ?
S7 C9A C10A S8 -72.3(3) . . . . ?
C6 S8 C10A C9A 43.9(3) . . . . ?
C5 S7 C9B C10B -45.5(13) . . . . ?
S7 C9B C10B S8 72.2(15) . . . . ?
C6 S8 C10B C9B -52.9(13) . . . . ?
S12 Ni1 S11 C11 -0.96(9) . . . . ?
S11 Ni1 S12 C12 1.08(9) . . . . ?
N12 S13 N11 C12 0.4(2) . . . . ?
N11 S13 N12 C11 0.2(2) . . . . ?
S13 N12 C11 C12 -0.7(3) . . . . ?
S13 N12 C11 S11 178.89(16) . . . . ?
Ni1 S11 C11 N12 -179.0(2) . . . . ?
Ni1 S11 C11 C12 0.6(2) . . . . ?
S13 N11 C12 C11 -0.8(3) . . . . ?
S12 N11 C12 S13 179.66(15) . . . . ?
N12 C11 C12 N11 1.1(3) . . . . ?
S11 C11 C12 N11 -178.55(19) . . . . ?
N12 C11 C12 S12 179.97(19) . . . . ?
S11 C11 C12 S12 0.3(3) . . . . ?
Ni1 S12 C12 N11 177.7(2) . . . . ?
Ni1 S12 C12 C11 -1.0(2) . . . . ?
S22 Ni2 S21 C21 -3.46(14) . . . . ?
S21 Ni2 S22 C22 4.24(13) . . . . ?
N22 S23 N21 C21 1.7(5) . . . . ?
N21 S23 N22 C22 -1.9(4) . . . . ?
S23 N21 C21 C22 -1.1(6) . . . . ?
S21 N21 C21 S23 -178.6(3) . . . . ?
Ni2 S21 C21 N21 -178.0(4) . . . . ?
Ni2 S21 C21 C22 1.7(3) . . . . ?
S23 N22 C22 C21 1.4(5) . . . . ?
S22 N22 C22 S23 -179.4(3) . . . . ?
N21 C21 C22 N22 -0.2(6) . . . . ?
S21 C21 C22 N22 -179.9(3) . . . . ?
N21 C21 C22 S22 -178.2(4) . . . . ?
S21 C21 C22 S22 2.0(5) . . . . ?
Ni2 S22 C22 N22 177.8(4) . . . . ?
Ni2 S22 C22 C21 -4.5(3) . . . . ?
