#------------------------------------------------------------------------------
#$Date: 2017-04-05 12:37:10 +0300 (Wed, 05 Apr 2017) $
#$Revision: 195038 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/77/7227700.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_7227700
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 F N4)'
_chemical_formula_sum            'C46 H28 F2 Fe2 N8 Se2'
_chemical_formula_weight         1000.38
_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                90.012(2)
_cell_angle_beta                 106.064(2)
_cell_angle_gamma                107.409(2)
_cell_formula_units_Z            1
_cell_length_a                   8.7623(9)
_cell_length_b                   9.1250(10)
_cell_length_c                   13.4315(14)
_cell_measurement_temperature    173
_cell_volume                     980.68(18)
_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  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0400
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7290
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    2.652
_exptl_absorpt_correction_T_max  0.8788
_exptl_absorpt_correction_T_min  0.4571
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             498
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0410
_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)+(0.0578P)²+0.5194P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1132
_reflns_number_gt                3623
_reflns_number_total             4807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ce00134g2.cif
_cod_data_source_block           2a
_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               7227700
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
F1 F 0.6555(4) 0.5482(5) 0.7185(3) 0.0383(12) Uani 0.487(5) 1 d P A 1
F2 F 0.1914(5) 0.1597(5) 0.3929(3) 0.0415(12) Uani 0.513(5) 1 d P A 2
C1 C 0.7987(4) 0.7255(3) 0.1514(2) 0.0283(6) Uani 1 1 d . . .
C2 C 0.9031(4) 0.8187(4) 0.2448(2) 0.0310(7) Uani 1 1 d . . .
H2 H 1.0202 0.8222 0.2822 0.037 Uiso 1 1 calc R . .
C3 C 0.8085(5) 0.9022(4) 0.2768(3) 0.0386(8) Uani 1 1 d . . .
H3 H 0.8475 0.9745 0.3412 0.046 Uiso 1 1 calc R . .
C4 C 0.6490(5) 0.8635(4) 0.2028(3) 0.0421(8) Uani 1 1 d . . .
H4 H 0.5559 0.9040 0.2056 0.050 Uiso 1 1 calc R . .
C5 C 0.6438(4) 0.7562(4) 0.1244(3) 0.0365(7) Uani 1 1 d . . .
H5 H 0.5469 0.7090 0.0618 0.044 Uiso 1 1 calc R . .
C6 C 0.9642(4) 1.0449(3) 0.0251(2) 0.0268(6) Uani 1 1 d . . .
C7 C 1.0427(4) 1.1352(3) 0.1237(2) 0.0322(7) Uani 1 1 d . . .
H7 H 1.1601 1.1519 0.1677 0.039 Uiso 1 1 calc R . .
C8 C 0.9267(5) 1.1972(4) 0.1474(3) 0.0401(8) Uani 1 1 d . . .
H8 H 0.9483 1.2668 0.2106 0.048 Uiso 1 1 calc R . .
C9 C 0.7743(5) 1.1456(4) 0.0661(3) 0.0393(8) Uani 1 1 d . . .
H9 H 0.6707 1.1731 0.0619 0.047 Uiso 1 1 calc R . .
C10 C 0.7948(4) 1.0486(4) -0.0084(2) 0.0318(7) Uani 1 1 d . . .
H10 H 0.7080 0.9955 -0.0742 0.038 Uiso 1 1 calc R . .
C11 C 1.0779(5) 0.6206(4) 0.1439(3) 0.0438(8) Uani 1 1 d . . .
H11A H 1.1408 0.7276 0.1387 0.066 Uiso 1 1 calc R . .
H11B H 1.1206 0.5506 0.1121 0.066 Uiso 1 1 calc R . .
H11C H 1.0910 0.6026 0.2173 0.066 Uiso 1 1 calc R . .
C12 C 0.4745(3) 0.2507(3) 0.5006(2) 0.0239(6) Uani 1 1 d . . .
C13 C 0.5910(4) 0.3541(3) 0.5863(2) 0.0271(6) Uani 1 1 d . A .
H13 H 0.7059 0.3613 0.6035 0.033 Uiso 1 1 calc R . .
C14 C 0.5409(4) 0.4419(3) 0.6435(2) 0.0267(6) Uani 1 1 d . . .
H14 H 0.6220 0.5092 0.7003 0.032 Uiso 0.513(5) 1 calc PR A 2
C15 C 0.3706(4) 0.4376(3) 0.6217(2) 0.0240(6) Uani 1 1 d . A .
C16 C 0.2527(3) 0.3329(3) 0.5355(2) 0.0251(6) Uani 1 1 d . . .
H16 H 0.1377 0.3252 0.5185 0.030 Uiso 1 1 calc R A .
C17 C 0.3034(4) 0.2456(3) 0.4786(2) 0.0248(6) Uani 1 1 d . A .
H17 H 0.2226 0.1781 0.4217 0.030 Uiso 0.487(5) 1 calc PR A 1
C18 C 0.5271(4) 0.1601(3) 0.4416(2) 0.0257(6) Uani 1 1 d . . .
C19 C 0.3189(4) 0.5292(3) 0.6806(2) 0.0265(6) Uani 1 1 d . . .
C20 C 0.4189(4) 0.0551(4) 0.3545(2) 0.0303(7) Uani 1 1 d . . .
C21 C 0.6973(4) 0.1610(3) 0.4681(2) 0.0288(6) Uani 1 1 d . . .
C22 C 0.4280(4) 0.6296(4) 0.7695(3) 0.0340(7) Uani 1 1 d . A .
C23 C 0.1483(4) 0.5244(3) 0.6555(2) 0.0282(6) Uani 1 1 d . A .
Fe1 Fe 0.83321(5) 0.96127(5) 0.13400(3) 0.02462(12) Uani 1 1 d . . .
N1 N 0.3379(4) -0.0311(4) 0.2841(2) 0.0444(7) Uani 1 1 d . . .
N2 N 0.8318(4) 0.1585(3) 0.4887(2) 0.0399(7) Uani 1 1 d . . .
N3 N 0.5108(4) 0.7111(4) 0.8410(3) 0.0581(10) Uani 1 1 d . . .
N4 N 0.0125(4) 0.5224(3) 0.6362(2) 0.0378(7) Uani 1 1 d . . .
Se1 Se 0.84397(5) 0.58331(4) 0.07186(3) 0.04066(12) 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'
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
C5 C1 C2 108.1(3) .
C5 C1 Se1 122.7(2) .
C2 C1 Se1 129.2(2) .
C5 C1 Fe1 69.00(18) .
C2 C1 Fe1 68.46(17) .
Se1 C1 Fe1 128.25(15) .
C3 C2 C1 107.5(3) .
C3 C2 Fe1 68.98(18) .
C1 C2 Fe1 71.52(17) .
C3 C2 H2 126.2 .
C1 C2 H2 126.2 .
Fe1 C2 H2 126.2 .
C4 C3 C2 108.3(3) .
C4 C3 Fe1 70.19(19) .
C2 C3 Fe1 70.45(17) .
C4 C3 H3 125.9 .
C2 C3 H3 125.9 .
Fe1 C3 H3 125.9 .
C3 C4 C5 108.0(3) .
C3 C4 Fe1 69.4(2) .
C5 C4 Fe1 70.60(19) .
C3 C4 H4 126.0 .
C5 C4 H4 126.0 .
Fe1 C4 H4 126.0 .
C1 C5 C4 108.1(3) .
C1 C5 Fe1 71.34(18) .
C4 C5 Fe1 69.2(2) .
C1 C5 H5 125.9 .
C4 C5 H5 125.9 .
Fe1 C5 H5 125.9 .
C6 C6 C7 126.4(4) 2_775
C6 C6 C10 126.4(4) 2_775
C7 C6 C10 106.9(3) .
C6 C6 Fe1 123.9(3) 2_775
C7 C6 Fe1 68.67(17) .
C10 C6 Fe1 67.73(17) .
C8 C7 C6 108.3(3) .
C8 C7 Fe1 69.1(2) .
C6 C7 Fe1 71.17(18) .
C8 C7 H7 125.8 .
C6 C7 H7 125.8 .
Fe1 C7 H7 125.8 .
C7 C8 C9 108.6(3) .
C7 C8 Fe1 71.04(18) .
C9 C8 Fe1 69.60(19) .
C7 C8 H8 125.7 .
C9 C8 H8 125.7 .
Fe1 C8 H8 125.7 .
C10 C9 C8 108.1(3) .
C10 C9 Fe1 70.02(17) .
C8 C9 Fe1 69.86(18) .
C10 C9 H9 125.9 .
C8 C9 H9 125.9 .
Fe1 C9 H9 125.9 .
C9 C10 C6 108.0(3) .
C9 C10 Fe1 69.50(18) .
C6 C10 Fe1 71.88(17) .
C9 C10 H10 126.0 .
C6 C10 H10 126.0 .
Fe1 C10 H10 126.0 .
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 120.8(3) .
C18 C12 C17 122.5(3) .
C13 C12 C17 116.7(3) .
C14 C13 C12 121.1(3) .
C14 C13 H13 119.4 .
C12 C13 H13 119.4 .
F1 C14 C13 119.8(3) .
F1 C14 C15 117.5(3) .
C13 C14 C15 122.4(3) .
F1 C14 H14 5.3 .
C13 C14 H14 118.8 .
C15 C14 H14 118.8 .
C19 C15 C14 122.4(3) .
C19 C15 C16 121.0(3) .
C14 C15 C16 116.5(3) .
C17 C16 C15 120.8(3) .
C17 C16 H16 119.6 .
C15 C16 H16 119.6 .
F2 C17 C16 118.7(3) .
F2 C17 C12 118.6(3) .
C16 C17 C12 122.4(3) .
F2 C17 H17 4.8 .
C16 C17 H17 118.8 .
C12 C17 H17 118.8 .
C12 C18 C20 124.3(3) .
C12 C18 C21 121.6(3) .
C20 C18 C21 114.1(3) .
C15 C19 C22 123.6(3) .
C15 C19 C23 121.0(3) .
C22 C19 C23 115.3(3) .
N1 C20 C18 177.0(3) .
N2 C21 C18 178.6(3) .
N3 C22 C19 177.7(4) .
N4 C23 C19 179.1(4) .
C3 Fe1 C9 123.38(14) .
C3 Fe1 C8 105.87(14) .
C9 Fe1 C8 40.54(15) .
C3 Fe1 C10 160.96(14) .
C9 Fe1 C10 40.48(13) .
C8 Fe1 C10 68.11(14) .
C3 Fe1 C4 40.40(15) .
C9 Fe1 C4 105.35(15) .
C8 Fe1 C4 117.55(15) .
C10 Fe1 C4 124.86(15) .
C3 Fe1 C2 40.57(13) .
C9 Fe1 C2 161.58(14) .
C8 Fe1 C2 125.83(14) .
C10 Fe1 C2 157.25(13) .
C4 Fe1 C2 67.94(14) .
C3 Fe1 C5 67.73(15) .
C9 Fe1 C5 119.14(15) .
C8 Fe1 C5 152.59(15) .
C10 Fe1 C5 108.80(14) .
C4 Fe1 C5 40.24(14) .
C2 Fe1 C5 67.61(13) .
C3 Fe1 C7 119.71(14) .
C9 Fe1 C7 67.65(14) .
C8 Fe1 C7 39.86(14) .
C10 Fe1 C7 68.03(13) .
C4 Fe1 C7 152.53(14) .
C2 Fe1 C7 109.88(13) .
C5 Fe1 C7 166.48(14) .
C3 Fe1 C1 67.29(13) .
C9 Fe1 C1 154.93(14) .
C8 Fe1 C1 164.44(14) .
C10 Fe1 C1 122.86(12) .
C4 Fe1 C1 67.04(13) .
C2 Fe1 C1 40.02(12) .
C5 Fe1 C1 39.65(13) .
C7 Fe1 C1 130.05(13) .
C3 Fe1 C6 155.74(14) .
C9 Fe1 C6 67.54(13) .
C8 Fe1 C6 67.30(13) .
C10 Fe1 C6 40.39(12) .
C4 Fe1 C6 163.74(14) .
C2 Fe1 C6 123.26(12) .
C5 Fe1 C6 129.07(13) .
C7 Fe1 C6 40.16(12) .
C1 Fe1 C6 112.81(11) .
C1 Se1 C11 99.43(15) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C14 1.350(5) .
F2 C17 1.347(5) .
C1 C5 1.417(5) .
C1 C2 1.426(4) .
C1 Se1 1.877(3) .
C1 Fe1 2.104(3) .
C2 C3 1.424(5) .
C2 Fe1 2.063(3) .
C2 H2 1.0000 .
C3 C4 1.415(5) .
C3 Fe1 2.044(3) .
C3 H3 1.0000 .
C4 C5 1.420(5) .
C4 Fe1 2.054(3) .
C4 H4 1.0000 .
C5 Fe1 2.073(3) .
C5 H5 1.0000 .
C6 C6 1.436(6) 2_775
C6 C7 1.437(4) .
C6 C10 1.437(4) .
C6 Fe1 2.108(3) .
C7 C8 1.406(5) .
C7 Fe1 2.075(3) .
C7 H7 1.0000 .
C8 C9 1.419(5) .
C8 Fe1 2.049(3) .
C8 H8 1.0000 .
C9 C10 1.418(5) .
C9 Fe1 2.046(3) .
C9 H9 1.0000 .
C10 Fe1 2.053(3) .
C10 H10 1.0000 .
C11 Se1 1.934(4) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C18 1.397(4) .
C12 C13 1.426(4) .
C12 C17 1.432(4) .
C13 C14 1.350(4) .
C13 H13 0.9500 .
C14 C15 1.428(4) .
C14 H14 0.9500 .
C15 C19 1.398(4) .
C15 C16 1.438(4) .
C16 C17 1.348(4) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C20 1.424(4) .
C18 C21 1.432(4) .
C19 C22 1.422(4) .
C19 C23 1.426(4) .
C20 N1 1.145(4) .
C21 N2 1.140(4) .
C22 N3 1.138(4) .
C23 N4 1.139(4) .
