#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:46:33 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179708 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/11/7001196.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_7001196
loop_
_publ_author_name
'Cosquer, Goulven'
'Pointillart, Fabrice'
'Le Gal, Yann'
'Golhen, Stéphane'
'Cador, Olivier'
'Ouahab, Lahcène'
_publ_section_title
;
 Coordination complexes with the redox active tetrathiafulvalene based
 imino-pyrazine ligand: syntheses, a radical cation salt, crystal
 structures and electrochemistry
;
_journal_issue                   18
_journal_name_full               'Dalton Transactions'
_journal_page_first              3495
_journal_page_last               3502
_journal_paper_doi               10.1039/b815865g
_journal_year                    2009
_chemical_formula_sum            'C32 H16 Cu F12 N6 O4 S8'
_chemical_formula_weight         1096.53
_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                72.664(5)
_cell_angle_beta                 77.412(5)
_cell_angle_gamma                68.977(5)
_cell_formula_units_Z            1
_cell_length_a                   9.006(5)
_cell_length_b                   9.892(5)
_cell_length_c                   13.080(5)
_cell_measurement_reflns_used    10756
_cell_measurement_theta_max      31.507
_cell_measurement_theta_min      0.998
_cell_volume                     1030.2(9)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Altomare al, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0545
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10666
_diffrn_reflns_theta_full        31.52
_diffrn_reflns_theta_max         31.52
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    1.037
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red-purple
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             547
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         6847
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0510
_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)+(0.0793P)²+0.2019P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1565
_reflns_number_gt                4073
_reflns_number_total             6847
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b815865g.txt
_cod_data_source_block           4
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7001196
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
C1 C -0.1296(4) -0.7616(4) 1.1708(3) 0.0719(9) Uani 1 1 d . . .
H1 H -0.2385 -0.7106 1.1825 0.086 Uiso 1 1 calc R . .
C2 C -0.0636(5) -0.8913(4) 1.2361(3) 0.0775(10) Uani 1 1 d . . .
H2 H -0.1245 -0.9346 1.2949 0.093 Uiso 1 1 calc R . .
C3 C 0.1706(3) -0.8243(3) 1.1062(2) 0.0542(7) Uani 1 1 d . . .
C4 C 0.3161(3) -0.8077(3) 1.0666(2) 0.0484(6) Uani 1 1 d . . .
C5 C 0.6143(3) -0.8345(3) 1.0305(2) 0.0553(7) Uani 1 1 d . . .
H5 H 0.7244 -0.8689 1.0328 0.066 Uiso 1 1 calc R . .
C6 C 0.5459(3) -0.7052(3) 0.9616(2) 0.0483(6) Uani 1 1 d . . .
C7 C 0.6299(3) -0.6097(3) 0.8865(2) 0.0533(6) Uani 1 1 d . . .
H7 H 0.7406 -0.6354 0.8823 0.064 Uiso 1 1 calc R . .
C8 C 0.6369(3) -0.3969(3) 0.7533(2) 0.0452(5) Uani 1 1 d . . .
C9 C 0.5523(3) -0.2750(3) 0.6797(2) 0.0459(6) Uani 1 1 d . . .
H9 H 0.4437 -0.2581 0.6802 0.055 Uiso 1 1 calc R . .
C10 C 0.7795(3) -0.2102(3) 0.6117(3) 0.0547(7) Uani 1 1 d . . .
H10 H 0.8336 -0.1479 0.5634 0.066 Uiso 1 1 calc R . .
C11 C 0.8603(3) -0.3306(3) 0.6856(3) 0.0623(8) Uani 1 1 d . . .
H11 H 0.9686 -0.3472 0.6858 0.075 Uiso 1 1 calc R . .
C12 C 0.1801(4) 0.2654(4) 0.7237(3) 0.0636(8) Uani 1 1 d . . .
C13 C 0.3350(3) 0.1944(3) 0.6570(2) 0.0468(6) Uani 1 1 d . . .
C14 C 0.4601(3) 0.2556(3) 0.6346(2) 0.0511(6) Uani 1 1 d . . .
H14 H 0.4491 0.3301 0.6681 0.061 Uiso 1 1 calc R . .
C15 C 0.5981(3) 0.2124(3) 0.5661(2) 0.0469(6) Uani 1 1 d . . .
C16 C 0.7225(4) 0.2937(4) 0.5437(3) 0.0664(8) Uani 1 1 d . . .
N1 N 0.5508(3) -0.4885(2) 0.82516(18) 0.0475(5) Uani 1 1 d . . .
N2 N 0.6233(2) -0.1818(2) 0.60848(18) 0.0455(5) Uani 1 1 d . . .
N3 N 0.7915(3) -0.4251(3) 0.7573(2) 0.0577(6) Uani 1 1 d . . .
O1 O 0.3307(2) 0.0868(2) 0.62898(17) 0.0565(5) Uani 1 1 d . . .
O2 O 0.6393(2) 0.1153(2) 0.51234(16) 0.0542(5) Uani 1 1 d . . .
F1 F 0.1594(4) 0.1711(3) 0.8190(2) 0.1193(10) Uani 1 1 d . . .
F2 F 0.0571(3) 0.2981(4) 0.6749(3) 0.1410(14) Uani 1 1 d . . .
F3 F 0.1757(2) 0.3884(2) 0.74731(17) 0.0762(5) Uani 1 1 d . . .
F4 F 0.6964(4) 0.3818(4) 0.6060(3) 0.1511(15) Uani 1 1 d . . .
F5 F 0.7248(3) 0.3753(3) 0.4427(2) 0.1102(9) Uani 1 1 d . . .
F6 F 0.8689(3) 0.2008(3) 0.5503(2) 0.0961(7) Uani 1 1 d . . .
S1 S -0.00721(10) -0.68962(10) 1.06311(7) 0.0712(3) Uani 1 1 d . . .
S2 S 0.14132(11) -0.97806(9) 1.20806(7) 0.0712(2) Uani 1 1 d . . .
S3 S 0.33920(8) -0.65266(8) 0.96293(6) 0.0560(2) Uani 1 1 d . . .
S4 S 0.49419(9) -0.93446(8) 1.11381(6) 0.05582(19) Uani 1 1 d . . .
Cu1 Cu 0.5000 0.0000 0.5000 0.04184(14) Uani 1 2 d S . .
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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
C2 C1 S1 118.0(3) . . ?
C1 C2 S2 117.7(3) . . ?
C4 C3 S1 122.4(2) . . ?
C4 C3 S2 123.4(2) . . ?
S1 C3 S2 114.09(16) . . ?
C3 C4 S4 123.5(2) . . ?
C3 C4 S3 121.6(2) . . ?
S4 C4 S3 114.90(15) . . ?
C6 C5 S4 118.7(2) . . ?
C5 C6 C7 125.4(3) . . ?
C5 C6 S3 116.8(2) . . ?
C7 C6 S3 117.9(2) . . ?
N1 C7 C6 119.5(3) . . ?
N3 C8 C9 121.7(2) . . ?
N3 C8 N1 121.2(2) . . ?
C9 C8 N1 117.0(2) . . ?
N2 C9 C8 121.5(2) . . ?
N2 C10 C11 120.4(2) . . ?
N3 C11 C10 123.4(3) . . ?
F2 C12 F3 107.6(3) . . ?
F2 C12 F1 107.5(3) . . ?
F3 C12 F1 105.2(3) . . ?
F2 C12 C13 111.1(3) . . ?
F3 C12 C13 114.5(3) . . ?
F1 C12 C13 110.5(3) . . ?
O1 C13 C14 128.5(3) . . ?
O1 C13 C12 113.0(2) . . ?
C14 C13 C12 118.6(2) . . ?
C15 C14 C13 124.0(3) . . ?
O2 C15 C14 129.4(3) . . ?
O2 C15 C16 111.5(2) . . ?
C14 C15 C16 119.0(3) . . ?
F4 C16 F6 107.9(3) . . ?
F4 C16 F5 107.5(3) . . ?
F6 C16 F5 105.0(3) . . ?
F4 C16 C15 114.3(3) . . ?
F6 C16 C15 112.2(3) . . ?
F5 C16 C15 109.5(3) . . ?
C7 N1 C8 117.9(2) . . ?
C9 N2 C10 117.0(2) . . ?
C9 N2 Cu1 122.08(18) . . ?
C10 N2 Cu1 120.87(17) . . ?
C8 N3 C11 115.9(3) . . ?
C13 O1 Cu1 121.96(17) . . ?
C15 O2 Cu1 125.55(18) . . ?
C1 S1 C3 94.28(16) . . ?
C2 S2 C3 93.98(15) . . ?
C6 S3 C4 94.68(12) . . ?
C5 S4 C4 94.92(13) . . ?
O2 Cu1 O2 180.00(7) 2_656 . ?
O2 Cu1 N2 90.53(9) 2_656 . ?
O2 Cu1 N2 89.47(9) . . ?
O2 Cu1 N2 89.47(9) 2_656 2_656 ?
O2 Cu1 N2 90.53(9) . 2_656 ?
N2 Cu1 N2 180.00(11) . 2_656 ?
O2 Cu1 O1 91.62(8) 2_656 . ?
O2 Cu1 O1 88.38(8) . . ?
N2 Cu1 O1 91.57(9) . . ?
N2 Cu1 O1 88.43(9) 2_656 . ?
O2 Cu1 O1 88.38(8) 2_656 2_656 ?
O2 Cu1 O1 91.62(8) . 2_656 ?
N2 Cu1 O1 88.43(9) . 2_656 ?
N2 Cu1 O1 91.57(9) 2_656 2_656 ?
O1 Cu1 O1 180.0 . 2_656 ?
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
C1 C2 1.322(5) . ?
C1 S1 1.731(3) . ?
C2 S2 1.742(4) . ?
C3 C4 1.350(4) . ?
C3 S1 1.753(3) . ?
C3 S2 1.756(3) . ?
C4 S4 1.747(3) . ?
C4 S3 1.761(3) . ?
C5 C6 1.348(4) . ?
C5 S4 1.717(3) . ?
C6 C7 1.437(4) . ?
C6 S3 1.741(3) . ?
C7 N1 1.285(4) . ?
C8 N3 1.328(3) . ?
C8 C9 1.389(4) . ?
C8 N1 1.408(3) . ?
C9 N2 1.334(3) . ?
C10 N2 1.340(4) . ?
C10 C11 1.372(4) . ?
C11 N3 1.332(4) . ?
C12 F2 1.291(4) . ?
C12 F3 1.327(4) . ?
C12 F1 1.338(4) . ?
C12 C13 1.527(4) . ?
C13 O1 1.240(3) . ?
C13 C14 1.400(4) . ?
C14 C15 1.376(4) . ?
C15 O2 1.260(3) . ?
C15 C16 1.533(4) . ?
C16 F4 1.293(4) . ?
C16 F6 1.313(4) . ?
C16 F5 1.328(4) . ?
N2 Cu1 2.053(2) . ?
O1 Cu1 2.170(2) . ?
O2 Cu1 2.032(2) . ?
Cu1 O2 2.032(2) 2_656 ?
Cu1 N2 2.053(2) 2_656 ?
Cu1 O1 2.170(2) 2_656 ?
