#------------------------------------------------------------------------------
#$Date: 2017-04-05 12:37:10 +0300 (Wed, 05 Apr 2017) $
#$Revision: 195038 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/76/7227699.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_7227699
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 Se2, 2(C12 H3 Cl N4)'
_chemical_formula_sum            'C46 H28 Cl2 Fe2 N8 Se2'
_chemical_formula_weight         1033.28
_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                89.993(3)
_cell_angle_beta                 75.599(3)
_cell_angle_gamma                71.823(3)
_cell_formula_units_Z            1
_cell_length_a                   8.7700(12)
_cell_length_b                   9.2110(12)
_cell_length_c                   13.5822(19)
_cell_measurement_temperature    173
_cell_volume                     1006.1(2)
_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 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7433
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    2.709
_exptl_absorpt_correction_T_max  0.7734
_exptl_absorpt_correction_T_min  0.4104
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             514
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.208
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4946
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0599
_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)+(0.0909P)²+1.0728P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1526
_refine_ls_wR_factor_ref         0.1787
_reflns_number_gt                3226
_reflns_number_total             4946
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce00134g2.cif
_cod_data_source_block           2b
_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               7227699
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 0.6814(4) -0.0587(4) 0.7596(2) 0.0504(10) Uani 0.475(5) 1 d P A 1
Cl2 Cl 0.1565(4) 0.3391(4) 1.1252(2) 0.0699(12) Uani 0.525(5) 1 d P A 2
C1 C 0.2101(8) 0.2212(5) 0.6464(4) 0.0440(13) Uani 1 1 d . . .
C2 C 0.3667(8) 0.2447(6) 0.6158(5) 0.0508(14) Uani 1 1 d . . .
H2 H 0.4578 0.1954 0.5534 0.061 Uiso 1 1 calc R . .
C3 C 0.3727(8) 0.3471(7) 0.6913(5) 0.0540(16) Uani 1 1 d . . .
H3 H 0.4694 0.3827 0.6914 0.065 Uiso 1 1 calc R . .
C4 C 0.2193(8) 0.3911(6) 0.7661(4) 0.0493(15) Uani 1 1 d . . .
H4 H 0.1890 0.4622 0.8286 0.059 Uiso 1 1 calc R . .
C5 C 0.1160(8) 0.3139(6) 0.7386(4) 0.0431(13) Uani 1 1 d . . .
H5 H 0.0008 0.3211 0.7777 0.052 Uiso 1 1 calc R . .
C6 C 0.0422(6) 0.5419(5) 0.5226(3) 0.0309(10) Uani 1 1 d . . .
C7 C 0.2114(7) 0.5384(5) 0.4867(4) 0.0365(11) Uani 1 1 d . . .
H7 H 0.2925 0.4841 0.4217 0.044 Uiso 1 1 calc R . .
C8 C 0.2401(8) 0.6325(6) 0.5585(4) 0.0426(13) Uani 1 1 d . . .
H8 H 0.3465 0.6547 0.5526 0.051 Uiso 1 1 calc R . .
C9 C 0.0968(7) 0.6880(5) 0.6387(4) 0.0426(13) Uani 1 1 d . . .
H9 H 0.0835 0.7564 0.6996 0.051 Uiso 1 1 calc R . .
C10 C -0.0272(7) 0.6317(5) 0.6193(4) 0.0352(11) Uani 1 1 d . . .
H10 H -0.1426 0.6528 0.6638 0.042 Uiso 1 1 calc R . .
C11 C -0.0721(11) 0.1321(8) 0.6416(5) 0.076(2) Uani 1 1 d U . .
H11A H -0.0788 0.0997 0.7108 0.114 Uiso 1 1 calc R . .
H11B H -0.1258 0.0775 0.6065 0.114 Uiso 1 1 calc R . .
H11C H -0.1286 0.2427 0.6450 0.114 Uiso 1 1 calc R . .
C12 C 0.3719(6) 0.0606(5) 0.8764(3) 0.0335(10) Uani 1 1 d . A .
C13 C 0.5374(6) 0.0625(5) 0.8561(4) 0.0364(11) Uani 1 1 d . . .
H13 H 0.6182 -0.0009 0.7997 0.044 Uiso 0.525(5) 1 calc PR A 2
C14 C 0.5855(6) 0.1508(5) 0.9138(4) 0.0354(10) Uani 1 1 d . A .
H14 H 0.6983 0.1477 0.8971 0.043 Uiso 1 1 calc R . .
C15 C 0.4695(6) 0.2485(5) 0.9994(3) 0.0323(10) Uani 1 1 d . . .
C16 C 0.3025(7) 0.2477(6) 1.0192(3) 0.0366(11) Uani 1 1 d . A .
H16 H 0.2215 0.3115 1.0754 0.044 Uiso 0.475(5) 1 calc PR A 1
C17 C 0.2549(7) 0.1597(6) 0.9613(3) 0.0355(11) Uani 1 1 d . . .
H17 H 0.1418 0.1638 0.9773 0.043 Uiso 1 1 calc R A .
C18 C 0.3177(7) -0.0306(5) 0.8187(4) 0.0378(11) Uani 1 1 d . . .
C19 C 0.5236(7) 0.3371(5) 1.0576(4) 0.0376(11) Uani 1 1 d . A .
C20 C 0.1485(8) -0.0267(6) 0.8432(4) 0.0435(13) Uani 1 1 d . A .
C21 C 0.4213(9) -0.1295(7) 0.7317(5) 0.0631(19) Uani 1 1 d . A .
C22 C 0.6905(8) 0.3376(6) 1.0318(4) 0.0434(13) Uani 1 1 d . . .
C23 C 0.4216(8) 0.4380(6) 1.1443(4) 0.0466(13) Uani 1 1 d . . .
Fe1 Fe 0.18087(9) 0.45327(7) 0.62746(5) 0.0314(2) Uani 1 1 d . . .
N1 N 0.0131(8) -0.0238(7) 0.8622(4) 0.0624(15) Uani 1 1 d . . .
N2 N 0.4986(12) -0.2095(9) 0.6615(6) 0.121(3) Uani 1 1 d U . .
N3 N 0.8232(7) 0.3415(6) 1.0117(5) 0.0635(15) Uani 1 1 d . A .
N4 N 0.3456(9) 0.5219(7) 1.2138(4) 0.0747(18) Uani 1 1 d . A .
Se1 Se 0.15073(10) 0.08680(6) 0.56987(5) 0.0639(3) 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'
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'
Se Se -0.0929 2.2259 '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
C2 C1 C5 108.7(5) . .
C2 C1 Se1 122.1(4) . .
C5 C1 Se1 129.3(5) . .
C2 C1 Fe1 69.2(3) . .
C5 C1 Fe1 69.0(3) . .
Se1 C1 Fe1 127.3(2) . .
C3 C2 C1 107.5(6) . .
C3 C2 Fe1 69.5(3) . .
C1 C2 Fe1 71.0(3) . .
C3 C2 H2 126.2 . .
C1 C2 H2 126.2 . .
Fe1 C2 H2 126.2 . .
C4 C3 C2 108.6(5) . .
C4 C3 Fe1 69.4(3) . .
C2 C3 Fe1 70.4(3) . .
C4 C3 H3 125.7 . .
C2 C3 H3 125.7 . .
Fe1 C3 H3 125.7 . .
C3 C4 C5 108.3(5) . .
C3 C4 Fe1 70.4(3) . .
C5 C4 Fe1 70.6(3) . .
C3 C4 H4 125.9 . .
C5 C4 H4 125.9 . .
Fe1 C4 H4 125.9 . .
C1 C5 C4 107.0(5) . .
C1 C5 Fe1 71.1(3) . .
C4 C5 Fe1 68.8(3) . .
C1 C5 H5 126.5 . .
C4 C5 H5 126.5 . .
Fe1 C5 H5 126.5 . .
C7 C6 C10 107.6(4) . .
C7 C6 C6 127.3(5) . 2_566
C10 C6 C6 124.7(6) . 2_566
C7 C6 Fe1 68.1(2) . .
C10 C6 Fe1 68.5(2) . .
C6 C6 Fe1 123.8(4) 2_566 .
C8 C7 C6 107.0(4) . .
C8 C7 Fe1 69.2(3) . .
C6 C7 Fe1 71.6(3) . .
C8 C7 H7 126.5 . .
C6 C7 H7 126.5 . .
Fe1 C7 H7 126.5 . .
C9 C8 C7 109.2(4) . .
C9 C8 Fe1 70.3(3) . .
C7 C8 Fe1 70.2(3) . .
C9 C8 H8 125.4 . .
C7 C8 H8 125.4 . .
Fe1 C8 H8 125.4 . .
C8 C9 C10 108.6(4) . .
C8 C9 Fe1 69.8(3) . .
C10 C9 Fe1 70.5(3) . .
C8 C9 H9 125.7 . .
C10 C9 H9 125.7 . .
Fe1 C9 H9 125.7 . .
C9 C10 C6 107.4(5) . .
C9 C10 Fe1 69.1(3) . .
C6 C10 Fe1 71.1(3) . .
C9 C10 H10 126.3 . .
C6 C10 H10 126.3 . .
Fe1 C10 H10 126.3 . .
Se1 C11 H11A 109.5 . .
Se1 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
Se1 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C18 C12 C13 124.3(5) . .
C18 C12 C17 119.3(5) . .
C13 C12 C17 116.4(4) . .
C14 C13 C12 122.7(5) . .
C14 C13 Cl1 119.4(4) . .
C12 C13 Cl1 117.8(4) . .
C14 C13 H13 118.7 . .
C12 C13 H13 118.7 . .
Cl1 C13 H13 3.2 . .
C13 C14 C15 121.1(5) . .
C13 C14 H14 119.4 . .
C15 C14 H14 119.4 . .
C19 C15 C16 124.3(5) . .
C19 C15 C14 119.6(5) . .
C16 C15 C14 116.1(4) . .
C17 C16 C15 122.6(5) . .
C17 C16 Cl2 115.1(4) . .
C15 C16 Cl2 121.9(4) . .
C17 C16 H16 118.7 . .
C15 C16 H16 118.7 . .
Cl2 C16 H16 7.6 . .
C16 C17 C12 121.1(5) . .
C16 C17 H17 119.5 . .
C12 C17 H17 119.5 . .
C12 C18 C21 124.2(5) . .
C12 C18 C20 121.4(5) . .
C21 C18 C20 114.4(5) . .
C15 C19 C23 125.1(5) . .
C15 C19 C22 121.7(5) . .
C23 C19 C22 113.1(4) . .
N1 C20 C18 179.5(6) . .
N2 C21 C18 177.3(9) . .
N3 C22 C19 178.4(6) . .
N4 C23 C19 176.7(6) . .
C8 Fe1 C4 123.2(2) . .
C8 Fe1 C9 39.9(2) . .
C4 Fe1 C9 106.2(2) . .
C8 Fe1 C7 40.67(18) . .
C4 Fe1 C7 160.5(2) . .
C9 Fe1 C7 68.1(2) . .
C8 Fe1 C3 105.5(2) . .
C4 Fe1 C3 40.2(3) . .
C9 Fe1 C3 117.7(2) . .
C7 Fe1 C3 124.4(2) . .
C8 Fe1 C10 67.6(2) . .
C4 Fe1 C10 120.3(2) . .
C9 Fe1 C10 40.40(19) . .
C7 Fe1 C10 68.4(2) . .
C3 Fe1 C10 153.1(2) . .
C8 Fe1 C5 161.4(2) . .
C4 Fe1 C5 40.6(2) . .
C9 Fe1 C5 126.4(2) . .
C7 Fe1 C5 157.33(19) . .
C3 Fe1 C5 67.7(2) . .
C10 Fe1 C5 110.1(2) . .
C8 Fe1 C2 119.0(3) . .
C4 Fe1 C2 67.7(2) . .
C9 Fe1 C2 152.1(2) . .
C7 Fe1 C2 108.0(2) . .
C3 Fe1 C2 40.1(2) . .
C10 Fe1 C2 166.2(2) . .
C5 Fe1 C2 67.7(2) . .
C8 Fe1 C1 155.0(2) . .
C4 Fe1 C1 67.1(2) . .
C9 Fe1 C1 165.0(2) . .
C7 Fe1 C1 122.6(2) . .
C3 Fe1 C1 66.7(2) . .
C10 Fe1 C1 130.0(2) . .
C5 Fe1 C1 39.9(2) . .
C2 Fe1 C1 39.8(2) . .
C8 Fe1 C6 67.30(19) . .
C4 Fe1 C6 156.6(2) . .
C9 Fe1 C6 67.44(17) . .
C7 Fe1 C6 40.3(2) . .
C3 Fe1 C6 163.1(2) . .
C10 Fe1 C6 40.33(17) . .
C5 Fe1 C6 123.8(2) . .
C2 Fe1 C6 128.5(2) . .
C1 Fe1 C6 112.93(17) . .
C11 Se1 C1 99.1(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C13 1.691(6) .
Cl2 C16 1.683(6) .
C1 C2 1.417(8) .
C1 C5 1.422(8) .
C1 Se1 1.886(5) .
C1 Fe1 2.096(5) .
C2 C3 1.414(8) .
C2 Fe1 2.071(6) .
C2 H2 1.0000 .
C3 C4 1.410(9) .
C3 Fe1 2.059(5) .
C3 H3 1.0000 .
C4 C5 1.427(8) .
C4 Fe1 2.045(5) .
C4 H4 1.0000 .
C5 Fe1 2.068(5) .
C5 H5 1.0000 .
C6 C7 1.433(7) .
C6 C10 1.437(6) .
C6 C6 1.450(8) 2_566
C6 Fe1 2.101(4) .
C7 C8 1.423(6) .
C7 Fe1 2.054(4) .
C7 H7 1.0000 .
C8 C9 1.395(8) .
C8 Fe1 2.041(5) .
C8 H8 1.0000 .
C9 C10 1.421(7) .
C9 Fe1 2.047(5) .
C9 H9 1.0000 .
C10 Fe1 2.067(5) .
C10 H10 1.0000 .
C11 Se1 1.867(9) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C18 1.409(6) .
C12 C13 1.414(7) .
C12 C17 1.429(7) .
C13 C14 1.353(6) .
C13 H13 0.9500 .
C14 C15 1.427(7) .
C14 H14 0.9500 .
C15 C19 1.395(6) .
C15 C16 1.424(7) .
C16 C17 1.351(6) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C21 1.414(8) .
C18 C20 1.426(8) .
C19 C23 1.417(8) .
C19 C22 1.419(8) .
C20 N1 1.143(7) .
C21 N2 1.131(9) .
C22 N3 1.139(7) .
C23 N4 1.139(8) .
