#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:00:38 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179648 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/01/4510144.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_4510144
loop_
_publ_author_name
'Mochida, Tomoyuki'
'Funasako, Yusuke'
'Nagabuchi, Eri'
'Mori, Hatsumi'
_publ_section_title
;
 Charge-Transfer Salts of Biferrocene Derivatives with F2- and
 F4-Tetracyanoquinodimethane: Correlation Between Donor--Acceptor Ratios
 and Cation Valence States
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1459
_journal_paper_doi               10.1021/cg500006e
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C26 H30 Fe2 S2, 3(C12 H2 F2 N4)'
_chemical_formula_sum            'C62 H36 F6 Fe2 N12 S2'
_chemical_formula_weight         1238.85
_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                107.093(3)
_cell_angle_beta                 103.143(3)
_cell_angle_gamma                94.373(3)
_cell_formula_units_Z            1
_cell_length_a                   8.8461(13)
_cell_length_b                   10.3280(15)
_cell_length_c                   15.349(2)
_cell_measurement_temperature    173
_cell_volume                     1289.8(3)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0890
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9568
_diffrn_reflns_theta_full        28.40
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  0.9857
_exptl_absorpt_correction_T_min  0.8689
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            dark-green
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             630
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.474
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         6373
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1244
_refine_ls_R_factor_gt           0.0766
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1332P)²+1.3941P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2108
_refine_ls_wR_factor_ref         0.2385
_reflns_number_gt                4094
_reflns_number_total             6373
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg500006e_si_001.cif
_cod_data_source_block           01
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_database_code               4510144
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
C1 C -0.0687(5) 0.9865(4) 0.4609(3) 0.0194(9) Uani 1 1 d .
C2 C -0.2234(5) 0.9249(5) 0.4553(3) 0.0228(10) Uani 1 1 d .
H2 H -0.2544 0.8971 0.5032 0.027 Uiso 1 1 calc R
C3 C -0.3214(6) 0.9131(5) 0.3657(4) 0.0271(10) Uani 1 1 d .
H3 H -0.4300 0.8763 0.3431 0.033 Uiso 1 1 calc R
C4 C -0.2297(6) 0.9657(5) 0.3151(3) 0.0272(11) Uani 1 1 d .
H4 H -0.2661 0.9697 0.2529 0.033 Uiso 1 1 calc R
C5 C -0.0748(5) 1.0110(5) 0.3736(3) 0.0210(9) Uani 1 1 d .
H5 H 0.0107 1.0510 0.3575 0.025 Uiso 1 1 calc R
C6 C -0.0123(6) 0.6381(5) 0.3683(4) 0.0320(12) Uani 1 1 d .
C7 C -0.1783(6) 0.5962(5) 0.3457(4) 0.0305(11) Uani 1 1 d .
H7 H -0.2329 0.5660 0.3845 0.037 Uiso 1 1 calc R
C8 C -0.2470(6) 0.6072(5) 0.2570(4) 0.0351(13) Uani 1 1 d .
H8 H -0.3552 0.5830 0.2241 0.042 Uiso 1 1 calc R
C9 C -0.1243(7) 0.6613(5) 0.2253(4) 0.0361(13) Uani 1 1 d .
H9 H -0.1367 0.6796 0.1671 0.043 Uiso 1 1 calc R
C10 C 0.0178(6) 0.6828(5) 0.2945(4) 0.0317(12) Uani 1 1 d .
H10 H 0.1173 0.7211 0.2922 0.038 Uiso 1 1 calc R
C11 C 0.3060(8) 0.7251(7) 0.4827(5) 0.0472(15) Uani 1 1 d U
H11 H 0.2971 0.8168 0.4742 0.057 Uiso 1 1 calc R
C12 C 0.3784(9) 0.7434(7) 0.5840(4) 0.0588(18) Uani 1 1 d U
H12A H 0.3862 0.6535 0.5923 0.088 Uiso 1 1 calc R
H12B H 0.3130 0.7917 0.6226 0.088 Uiso 1 1 calc R
H12C H 0.4836 0.7972 0.6036 0.088 Uiso 1 1 calc R
C13 C 0.4002(6) 0.6432(6) 0.4140(3) 0.0326(12) Uani 1 1 d U
H13A H 0.5004 0.6996 0.4233 0.049 Uiso 1 1 calc R
H13B H 0.3383 0.6211 0.3484 0.049 Uiso 1 1 calc R
H13C H 0.4201 0.5582 0.4277 0.049 Uiso 1 1 calc R
C14 C 1.0667(5) 0.3121(4) 0.1835(3) 0.0186(9) Uani 1 1 d .
C15 C 0.9094(5) 0.2970(5) 0.1921(3) 0.0209(9) Uani 1 1 d .
C16 C 0.7826(5) 0.3003(5) 0.1270(3) 0.0205(9) Uani 1 1 d .
H16 H 0.6817 0.2907 0.1382 0.025 Uiso 1 1 calc R
C17 C 0.7974(5) 0.3184(5) 0.0400(3) 0.0206(9) Uani 1 1 d .
C18 C 0.9538(5) 0.3305(5) 0.0298(3) 0.0208(9) Uani 1 1 d .
C19 C 1.0827(5) 0.3290(5) 0.0965(3) 0.0206(9) Uani 1 1 d .
H19 H 1.1838 0.3391 0.0856 0.025 Uiso 1 1 calc R
C20 C 1.1999(5) 0.3118(5) 0.2524(3) 0.0205(9) Uani 1 1 d .
C21 C 1.3525(5) 0.3361(5) 0.2379(3) 0.0231(10) Uani 1 1 d .
C22 C 1.1994(5) 0.2988(5) 0.3424(3) 0.0241(10) Uani 1 1 d .
C23 C 0.6673(5) 0.3251(5) -0.0292(3) 0.0221(9) Uani 1 1 d .
C24 C 0.5134(6) 0.3196(6) -0.0143(4) 0.0300(11) Uani 1 1 d .
C25 C 0.6724(5) 0.3416(5) -0.1172(4) 0.0263(10) Uani 1 1 d .
C26 C 0.1334(5) 1.0005(4) 0.0746(3) 0.0172(9) Uani 1 1 d .
C27 C -0.0233(5) 0.9864(4) 0.0813(3) 0.0187(9) Uani 1 1 d .
C28 C -0.1528(5) 0.9847(4) 0.0119(3) 0.0188(9) Uani 1 1 d .
H28 H -0.2548 0.9738 0.0213 0.023 Uiso 1 1 calc R
C29 C 0.2651(5) 1.0026(5) 0.1473(3) 0.0204(9) Uani 1 1 d .
C30 C 0.4184(5) 1.0185(5) 0.1346(3) 0.0215(9) Uani 1 1 d .
C31 C 0.2593(5) 0.9811(5) 0.2339(3) 0.0220(10) Uani 1 1 d .
F1 F 0.8911(3) 0.2790(3) 0.2728(2) 0.0301(7) Uani 1 1 d .
F2 F 0.9734(3) 0.3453(3) -0.05144(19) 0.0304(7) Uani 1 1 d .
F3 F -0.0470(3) 0.9726(3) 0.16225(18) 0.0278(6) Uani 1 1 d .
Fe1 Fe -0.14353(7) 0.79860(7) 0.34778(5) 0.0206(2) Uani 1 1 d .
N1 N 1.4738(5) 0.3556(5) 0.2263(3) 0.0327(10) Uani 1 1 d .
N2 N 1.2080(5) 0.2888(5) 0.4153(3) 0.0357(11) Uani 1 1 d .
N3 N 0.3888(5) 0.3183(6) -0.0060(4) 0.0456(13) Uani 1 1 d .
N4 N 0.6657(6) 0.3539(5) -0.1895(3) 0.0402(11) Uani 1 1 d .
N5 N 0.5430(5) 1.0305(5) 0.1236(3) 0.0327(10) Uani 1 1 d .
N6 N 0.2665(5) 0.9646(5) 0.3061(3) 0.0310(10) Uani 1 1 d .
S1 S 0.11119(18) 0.64121(18) 0.47699(12) 0.0474(4) 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'
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'
Fe Fe 0.3463 0.8444 '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
C5 C1 C2 107.3(4) . .
C5 C1 C1 126.4(5) . 2_576
C2 C1 C1 126.2(5) . 2_576
C5 C1 Fe1 70.4(2) . .
C2 C1 Fe1 68.3(2) . .
C1 C1 Fe1 124.7(4) 2_576 .
C3 C2 C1 107.8(4) . .
C3 C2 Fe1 69.2(3) . .
C1 C2 Fe1 71.7(3) . .
C3 C2 H2 126.1 . .
C1 C2 H2 126.1 . .
Fe1 C2 H2 124.6 . .
C2 C3 C4 108.4(4) . .
C2 C3 Fe1 70.8(3) . .
C4 C3 Fe1 70.9(3) . .
C2 C3 H3 125.8 . .
C4 C3 H3 125.8 . .
Fe1 C3 H3 124.0 . .
C5 C4 C3 108.1(4) . .
C5 C4 Fe1 71.9(3) . .
C3 C4 Fe1 69.0(3) . .
C5 C4 H4 126.0 . .
C3 C4 H4 126.0 . .
Fe1 C4 H4 124.7 . .
C4 C5 C1 108.4(4) . .
C4 C5 Fe1 68.9(3) . .
C1 C5 Fe1 70.5(3) . .
C4 C5 H5 125.8 . .
C1 C5 H5 125.8 . .
Fe1 C5 H5 126.5 . .
C10 C6 C7 107.0(5) . .
C10 C6 S1 131.7(4) . .
C7 C6 S1 121.0(4) . .
C10 C6 Fe1 68.0(3) . .
C7 C6 Fe1 67.5(3) . .
S1 C6 Fe1 124.8(3) . .
C8 C7 C6 108.8(5) . .
C8 C7 Fe1 69.2(3) . .
C6 C7 Fe1 73.0(3) . .
C8 C7 H7 125.6 . .
C6 C7 H7 125.6 . .
Fe1 C7 H7 123.8 . .
C7 C8 C9 107.2(5) . .
C7 C8 Fe1 71.2(3) . .
C9 C8 Fe1 69.4(3) . .
C7 C8 H8 126.4 . .
C9 C8 H8 126.4 . .
Fe1 C8 H8 124.6 . .
C10 C9 C8 108.4(5) . .
C10 C9 Fe1 71.6(3) . .
C8 C9 Fe1 69.8(3) . .
C10 C9 H9 125.8 . .
C8 C9 H9 125.8 . .
Fe1 C9 H9 124.4 . .
C9 C10 C6 108.4(5) . .
C9 C10 Fe1 68.7(3) . .
C6 C10 Fe1 73.1(3) . .
C9 C10 H10 125.8 . .
C6 C10 H10 125.8 . .
Fe1 C10 H10 124.0 . .
C12 C11 C13 113.3(5) . .
C12 C11 S1 96.6(5) . .
C13 C11 S1 117.7(4) . .
C12 C11 H11 109.5 . .
C13 C11 H11 109.5 . .
S1 C11 H11 109.5 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C13 H13A 109.5 . .
C11 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C11 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C20 C14 C15 124.8(4) . .
C20 C14 C19 119.9(4) . .
C15 C14 C19 115.4(4) . .
C16 C15 F1 118.8(4) . .
C16 C15 C14 124.7(4) . .
F1 C15 C14 116.5(4) . .
C15 C16 C17 120.4(4) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C23 C17 C18 122.7(4) . .
C23 C17 C16 122.0(4) . .
C18 C17 C16 115.3(4) . .
F2 C18 C19 118.2(4) . .
F2 C18 C17 117.5(4) . .
C19 C18 C17 124.2(4) . .
C18 C19 C14 120.0(4) . .
C18 C19 H19 120.0 . .
C14 C19 H19 120.0 . .
C14 C20 C22 125.1(4) . .
C14 C20 C21 119.7(4) . .
C22 C20 C21 115.1(4) . .
N1 C21 C20 179.8(6) . .
N2 C22 C20 176.1(5) . .
C17 C23 C25 125.3(4) . .
C17 C23 C24 121.0(4) . .
C25 C23 C24 113.7(4) . .
N3 C24 C23 176.4(6) . .
N4 C25 C23 175.4(5) . .
C29 C26 C27 124.1(4) . .
C29 C26 C28 120.6(4) . 2_575
C27 C26 C28 115.3(4) . 2_575
F3 C27 C28 117.7(4) . .
F3 C27 C26 117.3(4) . .
C28 C27 C26 125.1(4) . .
C27 C28 C26 119.6(4) . 2_575
C27 C28 H28 120.2 . .
C26 C28 H28 120.2 2_575 .
C26 C29 C30 120.2(4) . .
C26 C29 C31 125.4(4) . .
C30 C29 C31 114.3(4) . .
N5 C30 C29 179.4(6) . .
N6 C31 C29 174.9(5) . .
C9 Fe1 C8 40.7(2) . .
C9 Fe1 C3 127.4(2) . .
C8 Fe1 C3 107.0(2) . .
C9 Fe1 C7 66.9(2) . .
C8 Fe1 C7 39.6(2) . .
C3 Fe1 C7 118.4(2) . .
C9 Fe1 C2 165.5(2) . .
C8 Fe1 C2 128.1(2) . .
C3 Fe1 C2 39.96(19) . .
C7 Fe1 C2 110.4(2) . .
C9 Fe1 C4 107.8(2) . .
C8 Fe1 C4 117.0(2) . .
C3 Fe1 C4 40.12(19) . .
C7 Fe1 C4 150.5(2) . .
C2 Fe1 C4 67.02(19) . .
C9 Fe1 C10 39.7(2) . .
C8 Fe1 C10 67.4(2) . .
C3 Fe1 C10 165.5(2) . .
C7 Fe1 C10 66.5(2) . .
C2 Fe1 C10 153.9(2) . .
C4 Fe1 C10 129.1(2) . .
C9 Fe1 C5 118.8(2) . .
C8 Fe1 C5 150.5(2) . .
C3 Fe1 C5 66.50(19) . .
C7 Fe1 C5 169.2(2) . .
C2 Fe1 C5 66.48(18) . .
C4 Fe1 C5 39.22(18) . .
C10 Fe1 C5 111.33(19) . .
C9 Fe1 C1 152.1(2) . .
C8 Fe1 C1 167.0(2) . .
C3 Fe1 C1 66.81(18) . .
C7 Fe1 C1 131.93(19) . .
C2 Fe1 C1 39.95(17) . .
C4 Fe1 C1 66.28(18) . .
C10 Fe1 C1 121.40(19) . .
C5 Fe1 C1 39.16(17) . .
C9 Fe1 C6 65.9(2) . .
C8 Fe1 C6 66.3(2) . .
C3 Fe1 C6 152.8(2) . .
C7 Fe1 C6 39.5(2) . .
C2 Fe1 C6 122.0(2) . .
C4 Fe1 C6 167.0(2) . .
C10 Fe1 C6 38.9(2) . .
C5 Fe1 C6 132.39(19) . .
C1 Fe1 C6 113.58(19) . .
C6 S1 C11 105.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C5 1.424(6) .
C1 C2 1.437(6) .
C1 C1 1.445(9) 2_576
C1 Fe1 2.126(4) .
C2 C3 1.415(7) .
C2 Fe1 2.081(5) .
C2 H2 0.9500 .
C3 C4 1.422(7) .
C3 Fe1 2.059(5) .
C3 H3 0.9500 .
C4 C5 1.413(7) .
C4 Fe1 2.085(5) .
C4 H4 0.9500 .
C5 Fe1 2.125(5) .
C5 H5 0.9500 .
C6 C10 1.412(8) .
C6 C7 1.430(7) .
C6 S1 1.764(6) .
C6 Fe1 2.152(5) .
C7 C8 1.401(8) .
C7 Fe1 2.079(5) .
C7 H7 0.9500 .
C8 C9 1.427(8) .
C8 Fe1 2.053(5) .
C8 H8 0.9500 .
C9 C10 1.404(8) .
C9 Fe1 2.047(5) .
C9 H9 0.9500 .
C10 Fe1 2.086(5) .
C10 H10 0.9500 .
C11 C12 1.489(9) .
C11 C13 1.583(8) .
C11 S1 1.841(7) .
C11 H11 1.0000 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C20 1.394(6) .
C14 C15 1.428(6) .
C14 C19 1.433(6) .
C15 C16 1.333(6) .
C15 F1 1.348(5) .
C16 C17 1.434(6) .
C16 H16 0.9500 .
C17 C23 1.398(6) .
C17 C18 1.427(6) .
C18 F2 1.347(5) .
C18 C19 1.353(6) .
C19 H19 0.9500 .
C20 C22 1.427(6) .
C20 C21 1.432(6) .
C21 N1 1.140(6) .
C22 N2 1.140(6) .
C23 C25 1.420(7) .
C23 C24 1.431(6) .
C24 N3 1.137(7) .
C25 N4 1.144(7) .
C26 C29 1.412(6) .
C26 C27 1.413(6) .
C26 C28 1.426(6) 2_575
C27 F3 1.351(5) .
C27 C28 1.371(6) .
C28 C26 1.426(6) 2_575
C28 H28 0.9500 .
C29 C30 1.417(6) .
C29 C31 1.422(7) .
C30 N5 1.155(6) .
C31 N6 1.159(6) .
