#------------------------------------------------------------------------------
#$Date: 2017-04-05 12:37:10 +0300 (Wed, 05 Apr 2017) $
#$Revision: 195038 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/76/7227693.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_7227693
loop_
_publ_author_name
'Mochida, Tomoyuki'
'Funasako, Yusuke'
'Akasaka, Takahiro'
'Uruichi, Mikio'
'Mori, Hatsumi'
_publ_section_title
;
 Valence engineering of ionic molecular crystals: monovalent--divalent
 phase diagram for biferrocene--tetracyanoquinodimethane salts
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1449
_journal_paper_doi               10.1039/C7CE00134G
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C22 H22 Fe2 S2, 2(C12 H3 F N4)'
_chemical_formula_sum            'C46 H28 F2 Fe2 N8 S2'
_chemical_formula_weight         906.58
_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
_audit_update_record
;
2016-08-17 deposited with the CCDC.
2017-02-15 downloaded from the CCDC.
;
_cell_angle_alpha                90.103(2)
_cell_angle_beta                 106.079(2)
_cell_angle_gamma                107.018(2)
_cell_formula_units_Z            1
_cell_length_a                   8.7638(7)
_cell_length_b                   9.0088(7)
_cell_length_c                   13.4894(11)
_cell_measurement_temperature    173
_cell_volume                     974.55(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0170
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7228
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.908
_exptl_absorpt_correction_T_max  0.9147
_exptl_absorpt_correction_T_min  0.7723
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0438
_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)+(0.0609P)²+0.2955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1143
_reflns_number_gt                3880
_reflns_number_total             4769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce00134g2.cif
_cod_data_source_block           3a
_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/rss-feeds/RSC/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 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7227693--7227700.cif.
;
_cod_original_cell_volume        974.55(13)
_cod_database_code               7227693
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 1.1552(4) 0.5445(4) -0.2805(3) 0.0422(10) Uani 0.493(4) 1 d . . P A 1
F2 F 0.6918(4) 0.1596(4) -0.6085(2) 0.0443(10) Uani 0.507(4) 1 d . . P A 2
C1 C 0.6933(3) 0.2803(3) -0.15088(18) 0.0263(5) Uani 1 1 d . . . . .
C2 C 0.5911(3) 0.1845(3) -0.24383(18) 0.0286(5) Uani 1 1 d . . . . .
H2 H 0.4735 0.1786 -0.2813 0.034 Uiso 1 1 calc R U . . .
C3 C 0.6893(4) 0.1028(3) -0.27534(19) 0.0352(6) Uani 1 1 d . . . . .
H3 H 0.6527 0.0301 -0.3394 0.042 Uiso 1 1 calc R U . . .
C4 C 0.8477(4) 0.1438(3) -0.2013(2) 0.0389(6) Uani 1 1 d . . . . .
H4 H 0.9425 0.1049 -0.2039 0.047 Uiso 1 1 calc R U . . .
C5 C 0.8503(3) 0.2511(3) -0.1231(2) 0.0329(5) Uani 1 1 d . . . . .
H5 H 0.9464 0.2998 -0.0607 0.039 Uiso 1 1 calc R U . . .
C6 C 0.5377(3) -0.0446(3) -0.02471(17) 0.0253(5) Uani 1 1 d . . . . .
C7 C 0.4597(3) -0.1364(3) -0.12273(19) 0.0320(5) Uani 1 1 d . . . . .
H7 H 0.3420 -0.1544 -0.1662 0.038 Uiso 1 1 calc R U . . .
C8 C 0.5774(4) -0.1985(3) -0.1464(2) 0.0384(6) Uani 1 1 d . . . . .
H8 H 0.5569 -0.2686 -0.2093 0.046 Uiso 1 1 calc R U . . .
C9 C 0.7292(4) -0.1446(3) -0.0657(2) 0.0394(6) Uani 1 1 d . . . . .
H9 H 0.8339 -0.1708 -0.0617 0.047 Uiso 1 1 calc R U . . .
C10 C 0.7067(3) -0.0465(3) 0.00868(19) 0.0312(5) Uani 1 1 d . . . . .
H10 H 0.7927 0.0079 0.0741 0.037 Uiso 1 1 calc R U . . .
C11 C 0.4301(3) 0.3798(3) -0.1397(2) 0.0387(6) Uani 1 1 d . . . . .
H11A H 0.4134 0.4033 -0.2121 0.058 Uiso 1 1 calc R U . . .
H11B H 0.3896 0.4479 -0.1037 0.058 Uiso 1 1 calc R U . . .
H11C H 0.3682 0.2707 -0.1370 0.058 Uiso 1 1 calc R U . . .
C12 C 0.9751(3) 0.2498(2) -0.50122(17) 0.0231(4) Uani 1 1 d . . . . .
C13 C 1.0919(3) 0.3520(3) -0.41421(18) 0.0256(5) Uani 1 1 d . . . . .
H13 H 1.2065 0.3584 -0.3967 0.031 Uiso 1 1 calc R U . . .
C14 C 1.0401(3) 0.4395(3) -0.35681(18) 0.0271(5) Uani 1 1 d . . . . .
H14 H 1.1203 0.5063 -0.2996 0.032 Uiso 0.507(4) 1 calc R U P A 2
C15 C 0.8705(3) 0.4357(3) -0.37859(17) 0.0226(4) Uani 1 1 d . . . . .
C16 C 0.7532(3) 0.3322(3) -0.46523(17) 0.0244(5) Uani 1 1 d . . . . .
H16 H 0.6384 0.3248 -0.4823 0.029 Uiso 1 1 calc R U . . .
C17 C 0.8056(3) 0.2454(3) -0.52257(17) 0.0246(5) Uani 1 1 d . . . . .
H17 H 0.7254 0.1784 -0.5798 0.030 Uiso 0.493(4) 1 calc R U P A 1
C18 C 1.0301(3) 0.1592(3) -0.55929(18) 0.0257(5) Uani 1 1 d . . . . .
C19 C 0.8182(3) 0.5276(3) -0.31950(18) 0.0253(5) Uani 1 1 d . . . . .
C20 C 0.9210(3) 0.0539(3) -0.64732(19) 0.0290(5) Uani 1 1 d . . . . .
C21 C 1.1988(3) 0.1582(3) -0.53251(19) 0.0290(5) Uani 1 1 d . . . . .
C22 C 0.9273(3) 0.6276(3) -0.2298(2) 0.0328(6) Uani 1 1 d . . . . .
C23 C 0.6485(3) 0.5248(3) -0.34403(18) 0.0273(5) Uani 1 1 d . . . . .
Fe1 Fe 0.66562(4) 0.04129(4) -0.13323(2) 0.02400(11) Uani 1 1 d . . . . .
N1 N 0.8401(3) -0.0321(3) -0.71736(18) 0.0414(5) Uani 1 1 d . . . . .
N2 N 1.3329(3) 0.1542(3) -0.51181(19) 0.0411(5) Uani 1 1 d . . . . .
N3 N 1.0096(3) 0.7084(3) -0.1576(2) 0.0546(7) Uani 1 1 d . . . . .
N4 N 0.5116(3) 0.5239(3) -0.36323(17) 0.0375(5) Uani 1 1 d . . . . .
S1 S 0.64787(9) 0.41183(7) -0.07807(5) 0.03546(17) 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
C5 C1 C2 107.9(2)
C5 C1 S1 122.57(19)
C2 C1 S1 129.5(2)
C5 C1 Fe1 68.48(14)
C2 C1 Fe1 68.21(13)
S1 C1 Fe1 128.56(12)
C3 C2 C1 107.5(2)
C3 C2 Fe1 68.85(14)
C1 C2 Fe1 71.89(14)
C3 C2 H2 126.2
C1 C2 H2 126.2
Fe1 C2 H2 126.2
C4 C3 C2 108.2(2)
C4 C3 Fe1 69.98(14)
C2 C3 Fe1 70.57(13)
C4 C3 H3 125.9
C2 C3 H3 125.9
Fe1 C3 H3 125.9
C3 C4 C5 108.4(2)
C3 C4 Fe1 69.68(14)
C5 C4 Fe1 70.75(14)
C3 C4 H4 125.8
C5 C4 H4 125.8
Fe1 C4 H4 125.8
C4 C5 C1 107.8(2)
C4 C5 Fe1 68.94(15)
C1 C5 Fe1 71.78(13)
C4 C5 H5 126.1
C1 C5 H5 126.1
Fe1 C5 H5 126.1
C10 C6 C7 107.3(2)
C10 C6 Fe1 68.13(13)
C7 C6 Fe1 68.85(13)
C8 C7 C6 108.1(2)
C8 C7 Fe1 69.52(15)
C6 C7 Fe1 70.85(13)
C8 C7 H7 125.9
C6 C7 H7 125.9
Fe1 C7 H7 125.9
C7 C8 C9 108.4(2)
C7 C8 Fe1 70.45(14)
C9 C8 Fe1 69.59(15)
C7 C8 H8 125.8
C9 C8 H8 125.8
Fe1 C8 H8 125.8
C8 C9 C10 108.2(2)
C8 C9 Fe1 70.11(15)
C10 C9 Fe1 69.63(14)
C8 C9 H9 125.9
C10 C9 H9 125.9
Fe1 C9 H9 125.9
C9 C10 C6 107.9(2)
C9 C10 Fe1 69.67(15)
C6 C10 Fe1 71.61(14)
C9 C10 H10 126.0
C6 C10 H10 126.0
Fe1 C10 H10 126.0
S1 C11 H11A 109.5
S1 C11 H11B 109.5
H11A C11 H11B 109.5
S1 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C18 C12 C17 123.3(2)
C18 C12 C13 119.9(2)
C17 C12 C13 116.8(2)
C14 C13 C12 120.5(2)
C14 C13 H13 119.8
C12 C13 H13 119.8
C13 C14 F1 119.1(2)
C13 C14 C15 122.7(2)
F1 C14 C15 118.0(2)
C13 C14 H14 118.7
F1 C14 H14 4.9
C15 C14 H14 118.7
C19 C15 C14 122.3(2)
C19 C15 C16 120.9(2)
C14 C15 C16 116.8(2)
C17 C16 C15 120.3(2)
C17 C16 H16 119.8
C15 C16 H16 119.8
C16 C17 F2 117.7(2)
C16 C17 C12 122.9(2)
F2 C17 C12 119.2(2)
C16 C17 H17 118.5
F2 C17 H17 4.4
C12 C17 H17 118.5
C12 C18 C21 122.3(2)
C12 C18 C20 123.2(2)
C21 C18 C20 114.4(2)
C15 C19 C23 121.5(2)
C15 C19 C22 123.5(2)
C23 C19 C22 115.0(2)
N1 C20 C18 176.9(3)
N2 C21 C18 178.4(3)
N3 C22 C19 177.6(3)
N4 C23 C19 179.2(3)
C3 Fe1 C4 40.34(12)
C3 Fe1 C10 160.99(11)
C4 Fe1 C10 124.85(12)
C3 Fe1 C9 123.36(11)
C4 Fe1 C9 105.56(11)
C10 Fe1 C9 40.70(10)
C3 Fe1 C8 106.09(11)
C4 Fe1 C8 117.86(11)
C10 Fe1 C8 68.14(11)
C9 Fe1 C8 40.31(12)
C3 Fe1 C2 40.58(10)
C4 Fe1 C2 67.92(11)
C10 Fe1 C2 157.14(10)
C9 Fe1 C2 161.42(11)
C8 Fe1 C2 125.85(11)
C3 Fe1 C7 119.93(11)
C4 Fe1 C7 152.92(11)
C10 Fe1 C7 68.09(11)
C9 Fe1 C7 67.66(12)
C8 Fe1 C7 40.02(11)
C2 Fe1 C7 109.73(11)
C3 Fe1 C5 67.81(11)
C4 Fe1 C5 40.31(11)
C10 Fe1 C5 108.55(11)
C9 Fe1 C5 119.36(12)
C8 Fe1 C5 152.84(11)
C2 Fe1 C5 67.71(10)
C7 Fe1 C5 165.98(10)
C3 Fe1 C6 156.04(11)
C4 Fe1 C6 163.43(11)
C10 Fe1 C6 40.26(10)
C9 Fe1 C6 67.59(10)
C8 Fe1 C6 67.43(10)
C2 Fe1 C6 123.24(10)
C7 Fe1 C6 40.29(9)
C5 Fe1 C6 128.53(10)
C3 Fe1 C1 67.16(10)
C4 Fe1 C1 66.97(10)
C10 Fe1 C1 122.84(10)
C9 Fe1 C1 155.34(12)
C8 Fe1 C1 164.25(11)
C2 Fe1 C1 39.90(9)
C7 Fe1 C1 129.63(10)
C5 Fe1 C1 39.74(10)
C6 Fe1 C1 112.56(9)
C1 S1 C11 102.20(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C14 1.354(4)
F2 C17 1.356(4)
C1 C5 1.425(4)
C1 C2 1.428(3)
C1 S1 1.737(2)
C1 Fe1 2.116(2)
C2 C3 1.426(4)
C2 Fe1 2.068(2)
C2 H2 1.0000
C3 C4 1.412(4)
C3 Fe1 2.045(2)
C3 H3 1.0000
C4 C5 1.420(4)
C4 Fe1 2.049(2)
C4 H4 1.0000
C5 Fe1 2.073(2)
C5 H5 1.0000
C6 C10 1.429(4)
C6 C7 1.436(3)
C6 Fe1 2.098(2)
C7 C8 1.413(4)
C7 Fe1 2.071(2)
C7 H7 1.0000
C8 C9 1.417(4)
C8 Fe1 2.059(3)
C8 H8 1.0000
C9 C10 1.427(4)
C9 Fe1 2.052(3)
C9 H9 1.0000
C10 Fe1 2.052(2)
C10 H10 1.0000
C11 S1 1.794(3)
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 C18 1.396(3)
C12 C17 1.422(3)
C12 C13 1.432(3)
C13 C14 1.352(3)
C13 H13 0.9500
C14 C15 1.424(3)
C14 H14 0.9500
C15 C19 1.397(3)
C15 C16 1.435(3)
C16 C17 1.351(3)
C16 H16 0.9500
C17 H17 0.9500
C18 C21 1.425(3)
C18 C20 1.434(3)
C19 C23 1.425(3)
C19 C22 1.428(3)
C20 N1 1.140(3)
C21 N2 1.141(3)
C22 N3 1.141(4)
C23 N4 1.152(3)
