#------------------------------------------------------------------------------
#$Date: 2017-04-05 12:37:10 +0300 (Wed, 05 Apr 2017) $
#$Revision: 195038 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/76/7227697.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_7227697
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 Cl N4)'
_chemical_formula_sum            'C46 H28 Cl2 Fe2 N8 S2'
_chemical_formula_weight         939.48
_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                90.168(2)
_cell_angle_beta                 104.444(2)
_cell_angle_gamma                107.949(2)
_cell_formula_units_Z            1
_cell_length_a                   8.8205(8)
_cell_length_b                   9.0902(8)
_cell_length_c                   13.6352(13)
_cell_measurement_temperature    173
_cell_volume                     1003.40(16)
_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 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0172
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7478
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    1.007
_exptl_absorpt_correction_T_max  0.9801
_exptl_absorpt_correction_T_min  0.7521
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             478
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.550
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4941
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0664
_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)+(0.0890P)²+1.6292P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1705
_refine_ls_wR_factor_ref         0.1809
_reflns_number_gt                3988
_reflns_number_total             4941
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce00134g2.cif
_cod_data_source_block           3b
_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_database_code               7227697
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
Cl1 Cl 0.6617(4) 0.1645(4) 0.37266(19) 0.0798(11) Uani 0.499(4) 1 d P A 1
Cl2 Cl 1.1787(3) 0.5523(3) 0.74111(18) 0.0595(8) Uani 0.501(4) 1 d P A 2
C1 C 0.7020(6) 0.2824(4) 0.8543(3) 0.0471(10) Uani 1 1 d . . .
C2 C 0.6100(6) 0.1870(5) 0.7627(3) 0.0488(10) Uani 1 1 d . . .
H2 H 0.4947 0.1777 0.7238 0.059 Uiso 1 1 calc R . .
C3 C 0.7139(7) 0.1114(5) 0.7347(3) 0.0547(12) Uani 1 1 d . . .
H3 H 0.6840 0.0396 0.6722 0.066 Uiso 1 1 calc R . .
C4 C 0.8668(7) 0.1561(5) 0.8088(4) 0.0572(12) Uani 1 1 d . . .
H4 H 0.9639 0.1217 0.8082 0.069 Uiso 1 1 calc R . .
C5 C 0.8588(6) 0.2608(5) 0.8847(4) 0.0535(11) Uani 1 1 d . . .
H5 H 0.9488 0.3116 0.9469 0.064 Uiso 1 1 calc R . .
C6 C 0.5405(5) -0.0428(4) 0.9769(3) 0.0362(8) Uani 1 1 d . . .
C7 C 0.4726(6) -0.1336(4) 0.8815(3) 0.0424(9) Uani 1 1 d . . .
H7 H 0.3578 -0.1552 0.8372 0.051 Uiso 1 1 calc R . .
C8 C 0.5957(6) -0.1909(4) 0.8616(3) 0.0497(10) Uani 1 1 d . . .
H8 H 0.5819 -0.2599 0.8006 0.060 Uiso 1 1 calc R . .
C9 C 0.7407(6) -0.1344(5) 0.9417(3) 0.0493(10) Uani 1 1 d . . .
H9 H 0.8466 -0.1569 0.9477 0.059 Uiso 1 1 calc R . .
C10 C 0.7093(5) -0.0397(4) 1.0125(3) 0.0425(8) Uani 1 1 d . . .
H10 H 0.7896 0.0163 1.0771 0.051 Uiso 1 1 calc R . .
C11 C 0.4408(8) 0.3728(6) 0.8637(4) 0.0706(15) Uani 1 1 d . . .
H11A H 0.4303 0.4012 0.7937 0.106 Uiso 1 1 calc R . .
H11B H 0.3948 0.4347 0.8996 0.106 Uiso 1 1 calc R . .
H11C H 0.3805 0.2623 0.8633 0.106 Uiso 1 1 calc R . .
C12 C 0.8719(5) 0.4374(4) 0.6234(3) 0.0371(7) Uani 1 1 d . . .
C13 C 0.7561(5) 0.3387(5) 0.5374(3) 0.0417(8) Uani 1 1 d . A .
H13 H 0.6437 0.3349 0.5214 0.050 Uiso 1 1 calc R . .
C14 C 0.8040(5) 0.2514(5) 0.4789(3) 0.0427(8) Uani 1 1 d . . .
H14 H 0.7240 0.1881 0.4222 0.051 Uiso 0.501(4) 1 calc PR A 2
C15 C 0.9708(5) 0.2505(4) 0.4992(3) 0.0393(8) Uani 1 1 d . A .
C16 C 1.0855(5) 0.3471(4) 0.5855(3) 0.0434(8) Uani 1 1 d . . .
H16 H 1.1977 0.3502 0.6020 0.052 Uiso 1 1 calc R A .
C17 C 1.0372(5) 0.4344(4) 0.6442(3) 0.0417(8) Uani 1 1 d . A .
H17 H 1.1168 0.4963 0.7017 0.050 Uiso 0.499(4) 1 calc PR A 1
C18 C 0.8178(5) 0.5284(4) 0.6808(3) 0.0440(9) Uani 1 1 d . . .
C19 C 1.0248(6) 0.1600(4) 0.4403(3) 0.0442(9) Uani 1 1 d . . .
C20 C 0.9184(7) 0.6276(5) 0.7682(4) 0.0659(14) Uani 1 1 d U . .
C21 C 0.6495(6) 0.5254(5) 0.6562(3) 0.0519(10) Uani 1 1 d . . .
C22 C 0.9233(7) 0.0594(5) 0.3537(3) 0.0540(11) Uani 1 1 d . A .
C23 C 1.1912(7) 0.1588(5) 0.4664(4) 0.0537(11) Uani 1 1 d . A .
Fe1 Fe 0.67766(7) 0.04697(5) 0.87281(4) 0.03606(18) Uani 1 1 d . . .
N1 N 0.9968(9) 0.7072(7) 0.8406(5) 0.120(2) Uani 1 1 d U . .
N2 N 0.5146(6) 0.5226(6) 0.6380(3) 0.0694(12) Uani 1 1 d . . .
N3 N 0.8459(8) -0.0244(6) 0.2842(3) 0.0829(15) Uani 1 1 d . . .
N4 N 1.3233(6) 0.1542(5) 0.4865(4) 0.0736(13) Uani 1 1 d . . .
S2 S 0.6481(2) 0.40833(13) 0.92520(11) 0.0656(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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 108.3(4) . .
C5 C1 S2 121.4(4) . .
C2 C1 S2 130.3(4) . .
C5 C1 Fe1 69.1(2) . .
C2 C1 Fe1 68.5(2) . .
S2 C1 Fe1 127.9(2) . .
C3 C2 C1 107.5(4) . .
C3 C2 Fe1 69.1(2) . .
C1 C2 Fe1 71.6(2) . .
C3 C2 H2 126.2 . .
C1 C2 H2 126.2 . .
Fe1 C2 H2 126.2 . .
C4 C3 C2 108.7(4) . .
C4 C3 Fe1 70.5(2) . .
C2 C3 Fe1 70.5(2) . .
C4 C3 H3 125.6 . .
C2 C3 H3 125.6 . .
Fe1 C3 H3 125.6 . .
C3 C4 C5 107.8(4) . .
C3 C4 Fe1 69.4(2) . .
C5 C4 Fe1 70.4(2) . .
C3 C4 H4 126.1 . .
C5 C4 H4 126.1 . .
Fe1 C4 H4 126.1 . .
C1 C5 C4 107.7(4) . .
C1 C5 Fe1 71.3(2) . .
C4 C5 Fe1 69.1(2) . .
C1 C5 H5 126.2 . .
C4 C5 H5 126.2 . .
Fe1 C5 H5 126.2 . .
C7 C6 C10 107.2(3) . .
C7 C6 C6 125.9(5) . 2_657
C10 C6 C6 126.6(4) . 2_657
C7 C6 Fe1 68.7(2) . .
C10 C6 Fe1 68.00(19) . .
C6 C6 Fe1 123.7(3) 2_657 .
C8 C7 C6 107.9(4) . .
C8 C7 Fe1 69.3(2) . .
C6 C7 Fe1 71.2(2) . .
C8 C7 H7 126.1 . .
C6 C7 H7 126.1 . .
Fe1 C7 H7 126.1 . .
C9 C8 C7 109.0(3) . .
C9 C8 Fe1 70.1(2) . .
C7 C8 Fe1 70.3(2) . .
C9 C8 H8 125.5 . .
C7 C8 H8 125.5 . .
Fe1 C8 H8 125.5 . .
C8 C9 C10 107.7(4) . .
C8 C9 Fe1 69.7(2) . .
C10 C9 Fe1 69.6(2) . .
C8 C9 H9 126.2 . .
C10 C9 H9 126.2 . .
Fe1 C9 H9 126.2 . .
C9 C10 C6 108.2(4) . .
C9 C10 Fe1 69.9(2) . .
C6 C10 Fe1 71.5(2) . .
C9 C10 H10 125.9 . .
C6 C10 H10 125.9 . .
Fe1 C10 H10 125.9 . .
S2 C11 H11A 109.5 . .
S2 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
S2 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C18 C12 C17 124.5(4) . .
C18 C12 C13 119.2(4) . .
C17 C12 C13 116.3(3) . .
C14 C13 C12 121.1(4) . .
C14 C13 H13 119.4 . .
C12 C13 H13 119.4 . .
C13 C14 C15 122.4(4) . .
C13 C14 Cl1 114.9(3) . .
C15 C14 Cl1 122.1(3) . .
C13 C14 H14 118.8 . .
C15 C14 H14 118.8 . .
Cl1 C14 H14 8.3 . .
C19 C15 C16 119.6(4) . .
C19 C15 C14 123.9(4) . .
C16 C15 C14 116.5(3) . .
C17 C16 C15 121.0(4) . .
C17 C16 H16 119.5 . .
C15 C16 H16 119.5 . .
C16 C17 C12 122.6(4) . .
C16 C17 Cl2 119.0(3) . .
C12 C17 Cl2 118.2(3) . .
C16 C17 H17 118.7 . .
C12 C17 H17 118.7 . .
Cl2 C17 H17 3.4 . .
C12 C18 C20 124.8(4) . .
C12 C18 C21 121.7(4) . .
C20 C18 C21 113.5(4) . .
C15 C19 C22 124.9(4) . .
C15 C19 C23 121.6(4) . .
C22 C19 C23 113.4(4) . .
N1 C20 C18 178.1(6) . .
N2 C21 C18 179.0(5) . .
N3 C22 C19 177.4(5) . .
N4 C23 C19 178.4(5) . .
C3 Fe1 C8 106.71(17) . .
C3 Fe1 C10 160.78(18) . .
C8 Fe1 C10 67.82(17) . .
C3 Fe1 C9 123.48(17) . .
C8 Fe1 C9 40.16(19) . .
C10 Fe1 C9 40.58(15) . .
C3 Fe1 C4 40.1(2) . .
C8 Fe1 C4 118.03(17) . .
C10 Fe1 C4 124.6(2) . .
C9 Fe1 C4 105.44(19) . .
C3 Fe1 C7 120.51(19) . .
C8 Fe1 C7 40.42(16) . .
C10 Fe1 C7 68.12(17) . .
C9 Fe1 C7 68.02(18) . .
C4 Fe1 C7 153.40(18) . .
C3 Fe1 C2 40.44(17) . .
C8 Fe1 C2 126.34(19) . .
C10 Fe1 C2 157.29(16) . .
C9 Fe1 C2 161.52(17) . .
C4 Fe1 C2 67.8(2) . .
C7 Fe1 C2 109.86(19) . .
C3 Fe1 C5 67.68(19) . .
C8 Fe1 C5 153.01(19) . .
C10 Fe1 C5 108.31(19) . .
C9 Fe1 C5 119.3(2) . .
C4 Fe1 C5 40.54(18) . .
C7 Fe1 C5 165.25(16) . .
C2 Fe1 C5 67.5(2) . .
C3 Fe1 C6 156.27(19) . .
C8 Fe1 C6 67.40(14) . .
C10 Fe1 C6 40.53(16) . .
C9 Fe1 C6 67.84(15) . .
C4 Fe1 C6 163.3(2) . .
C7 Fe1 C6 40.07(14) . .
C2 Fe1 C6 123.24(16) . .
C5 Fe1 C6 128.10(16) . .
C3 Fe1 C1 67.02(16) . .
C8 Fe1 C1 164.6(2) . .
C10 Fe1 C1 122.75(16) . .
C9 Fe1 C1 155.1(2) . .
C4 Fe1 C1 67.02(17) . .
C7 Fe1 C1 129.27(17) . .
C2 Fe1 C1 39.87(17) . .
C5 Fe1 C1 39.57(18) . .
C6 Fe1 C1 112.27(14) . .
C11 S2 C1 102.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C14 1.665(5) .
Cl2 C17 1.672(4) .
C1 C5 1.416(7) .
C1 C2 1.423(6) .
C1 S2 1.741(4) .
C1 Fe1 2.106(4) .
C2 C3 1.421(6) .
C2 Fe1 2.065(4) .
C2 H2 1.0000 .
C3 C4 1.409(8) .
C3 Fe1 2.046(4) .
C3 H3 1.0000 .
C4 C5 1.433(6) .
C4 Fe1 2.060(4) .
C4 H4 1.0000 .
C5 Fe1 2.077(4) .
C5 H5 1.0000 .
C6 C7 1.426(5) .
C6 C10 1.437(6) .
C6 C6 1.441(7) 2_657
C6 Fe1 2.097(3) .
C7 C8 1.421(6) .
C7 Fe1 2.064(4) .
C7 H7 1.0000 .
C8 C9 1.409(7) .
C8 Fe1 2.049(4) .
C8 H8 1.0000 .
C9 C10 1.424(5) .
C9 Fe1 2.055(4) .
C9 H9 1.0000 .
C10 Fe1 2.051(4) .
C10 H10 1.0000 .
C11 S2 1.737(7) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C18 1.397(5) .
C12 C17 1.423(6) .
C12 C13 1.434(5) .
C13 C14 1.348(5) .
C13 H13 0.9500 .
C14 C15 1.430(6) .
C14 H14 0.9500 .
C15 C19 1.406(5) .
C15 C16 1.425(6) .
C16 C17 1.353(5) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C20 1.412(6) .
C18 C21 1.429(6) .
C19 C22 1.412(6) .
C19 C23 1.425(7) .
C20 N1 1.151(7) .
C21 N2 1.146(6) .
C22 N3 1.139(6) .
C23 N4 1.143(6) .
