#------------------------------------------------------------------------------
#$Date: 2023-12-12 14:54:19 +0200 (Tue, 12 Dec 2023) $
#$Revision: 288248 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/77/7057723.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_7057723
loop_
_publ_author_name
'Foretić, Blaženka'
'Vianello, Robert'
'Matković-Čalogović, Dubravka'
'Jadreško, Dijana'
'Picek, Igor'
_publ_section_title
;
 Supramolecular inter-ionic charge-transfer complexes between derivatives
 of pyridinium-4-oxime cations and hexacyanoferrate(ii) anions
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16115
_journal_paper_doi               10.1039/C8NJ03066A
_journal_volume                  42
_journal_year                    2018
_chemical_formula_sum            'C24 H27 Fe0.5 I N9 O3'
_chemical_formula_weight         644.37
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method
;
SHELXL-2014/7
;
_audit_update_record
;
2018-03-06 deposited with the CCDC.
2018-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                99.573(4)
_cell_angle_beta                 98.738(5)
_cell_angle_gamma                97.891(5)
_cell_formula_units_Z            2
_cell_length_a                   9.8846(6)
_cell_length_b                   10.8052(6)
_cell_length_c                   13.4619(7)
_cell_measurement_reflns_used    3690
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.0600
_cell_measurement_theta_min      4.4350
_cell_volume                     1381.69(14)
_computing_cell_refinement       'CrysAlisPro (Rigaku Oxford Diffraction,2016)'
_computing_data_collection       'CrysAlisPro (Rigaku Oxford Diffraction,2016)'
_computing_data_reduction        'CrysAlisPro (Rigaku Oxford Diffraction,2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.3426
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -36.00   19.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       25.7227  -57.0000   90.0000 55

#__ type_ start__ end____ width___ exp.time_
  2 omega   31.00   63.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       25.7227  -99.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega  -40.00   70.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       25.7227  -19.0000  150.0000 110

#__ type_ start__ end____ width___ exp.time_
  4 omega  -41.00   -5.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6915  -77.0000 -120.0000 36

#__ type_ start__ end____ width___ exp.time_
  5 omega   26.00   63.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       25.7227  -99.0000 -150.0000 37

#__ type_ start__ end____ width___ exp.time_
  6 omega  -99.00    1.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6915  -77.0000  -30.0000 100

#__ type_ start__ end____ width___ exp.time_
  7 omega  -48.00    3.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6915   57.0000 -180.0000 51

#__ type_ start__ end____ width___ exp.time_
  8 omega -101.00  -46.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6915  179.0000  -60.0000 55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0617640000
_diffrn_orient_matrix_UB_12      0.0132541000
_diffrn_orient_matrix_UB_13      -0.0198674000
_diffrn_orient_matrix_UB_21      -0.0400557000
_diffrn_orient_matrix_UB_22      -0.0028451000
_diffrn_orient_matrix_UB_23      -0.0489825000
_diffrn_orient_matrix_UB_31      -0.0015634000
_diffrn_orient_matrix_UB_32      0.0661421000
_diffrn_orient_matrix_UB_33      0.0124723000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14255
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_min         4.231
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.454
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro (Rigaku Oxford Diffraction,2016)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet-brown
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         7309
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0308P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0843
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5057
_reflns_number_total             7309
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj03066a2.cif
_cod_data_source_block           pam
_cod_depositor_comments
'Adding full bibliography for 7057723--7057724.cif.'
_cod_original_formula_sum        'C24 H27 Fe0.50 I N9 O3'
_cod_database_code               7057723
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_theta     30.44
_reflns_odcompleteness_iscentric 1
loop_
_space_group_symop_operation_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
Fe Fe 0.0000 0.5000 0.0000 0.03333(12) Uani 1 2 d S . P
I I 0.69941(2) 0.20592(2) 0.32886(2) 0.06434(9) Uani 1 1 d . . .
C1 C 0.1625(2) 0.5909(2) 0.09308(17) 0.0373(5) Uani 1 1 d . . .
C2 C 0.0233(2) 0.3519(2) 0.05897(17) 0.0384(6) Uani 1 1 d . . .
C2A C 0.2351(3) 0.3973(3) 0.3279(2) 0.0521(7) Uani 1 1 d . . .
H2A H 0.2134 0.3806 0.2568 0.062 Uiso 1 1 calc R U .
C2B C 1.5718(3) -0.2516(3) 1.0390(2) 0.0572(8) Uani 1 1 d . . .
H2B H 1.6559 -0.2775 1.0592 0.069 Uiso 1 1 calc R U .
C2C C 0.8616(3) 0.0957(3) 0.7029(2) 0.0581(8) Uani 1 1 d . . .
H2C H 0.8356 0.1675 0.7383 0.070 Uiso 1 1 calc R U .
C3 C 0.1120(2) 0.4428(2) -0.09775(17) 0.0377(5) Uani 1 1 d . . .
C3A C 0.3348(3) 0.3412(2) 0.37558(19) 0.0502(7) Uani 1 1 d . . .
H3A H 0.3802 0.2864 0.3369 0.060 Uiso 1 1 calc R U .
C3B C 1.5375(3) -0.1492(2) 1.0966(2) 0.0518(7) Uani 1 1 d . . .
H3B H 1.5970 -0.1069 1.1565 0.062 Uiso 1 1 calc R U .
C3C C 0.8061(3) 0.0532(2) 0.6016(2) 0.0554(7) Uani 1 1 d . . .
H3C H 0.7419 0.0955 0.5690 0.066 Uiso 1 1 calc R U .
C4A C 0.3689(2) 0.3651(2) 0.48142(18) 0.0393(5) Uani 1 1 d . . .
C4B C 1.4143(3) -0.1072(2) 1.06647(18) 0.0412(6) Uani 1 1 d . . .
C4C C 0.8451(3) -0.0529(2) 0.54725(18) 0.0404(6) Uani 1 1 d . . .
C5A C 0.3005(3) 0.4495(2) 0.53534(19) 0.0461(6) Uani 1 1 d . . .
H5A H 0.3220 0.4692 0.6064 0.055 Uiso 1 1 calc R U .
C5B C 1.3266(3) -0.1769(2) 0.97821(19) 0.0471(6) Uani 1 1 d . . .
H5B H 1.2424 -0.1522 0.9562 0.056 Uiso 1 1 calc R U .
C5C C 0.9392(3) -0.1133(2) 0.60017(19) 0.0455(6) Uani 1 1 d . . .
H5C H 0.9675 -0.1848 0.5663 0.055 Uiso 1 1 calc R U .
C6A C 0.2019(3) 0.5037(2) 0.48449(19) 0.0482(6) Uani 1 1 d . . .
H6A H 0.1572 0.5609 0.5214 0.058 Uiso 1 1 calc R U .
C6B C 1.3637(3) -0.2804(2) 0.9244(2) 0.0515(7) Uani 1 1 d . . .
H6B H 1.3035 -0.3275 0.8665 0.062 Uiso 1 1 calc R U .
C6C C 0.9905(3) -0.0684(2) 0.7017(2) 0.0485(6) Uani 1 1 d . . .
H6C H 1.0526 -0.1104 0.7367 0.058 Uiso 1 1 calc R U .
C7A C 0.0571(3) 0.5326(3) 0.3285(2) 0.0626(8) Uani 1 1 d . . .
H7A1 H 0.0815 0.5514 0.2656 0.094 Uiso 1 1 calc R U .
H7A2 H 0.0462 0.6096 0.3714 0.094 Uiso 1 1 calc R U .
H7A3 H -0.0284 0.4735 0.3138 0.094 Uiso 1 1 calc R U .
C7B C 1.5270(4) -0.4240(3) 0.8885(3) 0.0762(10) Uani 1 1 d . . .
H7B1 H 1.4510 -0.4939 0.8705 0.114 Uiso 1 1 calc R U .
H7B2 H 1.6061 -0.4499 0.9252 0.114 Uiso 1 1 calc R U .
H7B3 H 1.5501 -0.3984 0.8273 0.114 Uiso 1 1 calc R U .
C7C C 1.0146(3) 0.0856(3) 0.8608(2) 0.0636(8) Uani 1 1 d . . .
H7C1 H 1.1087 0.1262 0.8659 0.095 Uiso 1 1 calc R U .
H7C2 H 1.0132 0.0165 0.8974 0.095 Uiso 1 1 calc R U .
H7C3 H 0.9621 0.1463 0.8899 0.095 Uiso 1 1 calc R U .
C8A C 0.4735(3) 0.3021(2) 0.53181(19) 0.0456(6) Uani 1 1 d . . .
H8A H 0.5075 0.2370 0.4939 0.055 Uiso 1 1 calc R U .
C8B C 1.3799(3) 0.0060(2) 1.1262(2) 0.0516(7) Uani 1 1 d . . .
H8B H 1.4350 0.0442 1.1890 0.062 Uiso 1 1 calc R U .
C8C C 0.7877(3) -0.0957(2) 0.43773(19) 0.0447(6) Uani 1 1 d . . .
H8C H 0.7226 -0.0537 0.4059 0.054 Uiso 1 1 calc R U .
N1 N 0.2594(2) 0.6432(2) 0.15194(16) 0.0497(6) Uani 1 1 d . . .
N1A N 0.1680(2) 0.47614(19) 0.38168(16) 0.0440(5) Uani 1 1 d . . .
N1B N 1.4868(2) -0.3160(2) 0.95382(18) 0.0508(6) Uani 1 1 d . . .
N1C N 0.9523(2) 0.03596(19) 0.75154(15) 0.0457(5) Uani 1 1 d . . .
N2 N 0.0429(2) 0.2636(2) 0.09318(16) 0.0537(6) Uani 1 1 d . . .
N2A N 0.5182(2) 0.33619(19) 0.62770(15) 0.0449(5) Uani 1 1 d . . .
N2B N 1.2751(2) 0.05222(19) 1.09251(16) 0.0462(5) Uani 1 1 d . . .
N2C N 0.8264(2) -0.18951(18) 0.38626(15) 0.0431(5) Uani 1 1 d . . .
N3 N 0.1752(2) 0.4047(2) -0.15745(16) 0.0502(6) Uani 1 1 d . . .
O1A O 0.6133(2) 0.26382(19) 0.66046(14) 0.0644(6) Uani 1 1 d . . .
H1A H 0.6451 0.2906 0.7214 0.097 Uiso 1 1 calc R U .
O1B O 1.2591(2) 0.15832(18) 1.15959(15) 0.0625(6) Uani 1 1 d . . .
H1B H 1.1930 0.1882 1.1346 0.094 Uiso 1 1 calc R U .
O1C O 0.7604(2) -0.21234(17) 0.28545(13) 0.0549(5) Uani 1 1 d . . .
H1C H 0.7809 -0.2771 0.2544 0.082 Uiso 1 1 calc R U .
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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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
C1 Fe C1 180.0 . 2_565
C1 Fe C3 90.59(9) . .
C1 Fe C3 89.41(9) 2_565 .
C1 Fe C3 89.41(9) . 2_565
C1 Fe C3 90.59(9) 2_565 2_565
C3 Fe C3 180.0 . 2_565
C1 Fe C2 91.24(9) . 2_565
C1 Fe C2 88.76(9) 2_565 2_565
C3 Fe C2 91.64(10) . 2_565
C3 Fe C2 88.36(10) 2_565 2_565
C1 Fe C2 88.76(9) . .
C1 Fe C2 91.24(9) 2_565 .
C3 Fe C2 88.36(10) . .
C3 Fe C2 91.64(10) 2_565 .
C2 Fe C2 180.0 2_565 .
N1 C1 Fe 177.5(2) . .
N2 C2 Fe 177.0(2) . .
N1A C2A C3A 121.0(2) . .
N1B C2B C3B 121.2(2) . .
N1C C2C C3C 121.0(2) . .
N3 C3 Fe 177.5(2) . .
C2A C3A C4A 120.4(2) . .
C2B C3B C4B 120.2(2) . .
C2C C3C C4C 120.2(2) . .
C5A C4A C3A 117.5(2) . .
C5A C4A C8A 122.5(2) . .
C3A C4A C8A 119.9(2) . .
C3B C4B C5B 117.5(2) . .
C3B C4B C8B 120.3(2) . .
C5B C4B C8B 122.2(2) . .
C5C C4C C3C 117.4(2) . .
C5C C4C C8C 122.8(2) . .
C3C C4C C8C 119.8(2) . .
C6A C5A C4A 120.1(2) . .
C6B C5B C4B 120.2(2) . .
C6C C5C C4C 120.4(2) . .
N1A C6A C5A 121.2(2) . .
N1B C6B C5B 120.8(2) . .
N1C C6C C5C 120.7(2) . .
N2A C8A C4A 120.0(2) . .
N2B C8B C4B 120.0(2) . .
N2C C8C C4C 120.4(2) . .
C2A N1A C6A 119.7(2) . .
C2A N1A C7A 120.1(2) . .
C6A N1A C7A 120.2(2) . .
C2B N1B C6B 120.0(2) . .
C2B N1B C7B 121.1(2) . .
C6B N1B C7B 118.8(2) . .
C2C N1C C6C 120.3(2) . .
C2C N1C C7C 120.3(2) . .
C6C N1C C7C 119.4(2) . .
C8A N2A O1A 110.9(2) . .
C8B N2B O1B 111.6(2) . .
C8C N2C O1C 110.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe C1 1.913(2) .
Fe C1 1.913(2) 2_565
Fe C3 1.923(3) .
Fe C3 1.923(2) 2_565
Fe C2 1.927(2) 2_565
Fe C2 1.927(2) .
C1 N1 1.156(3) .
C2 N2 1.153(3) .
C2A N1A 1.337(3) .
C2A C3A 1.361(3) .
C2B N1B 1.337(3) .
C2B C3B 1.356(4) .
C2C N1C 1.331(3) .
C2C C3C 1.366(4) .
C3 N3 1.148(3) .
C3A C4A 1.385(3) .
C3B C4B 1.384(3) .
C3C C4C 1.388(3) .
C4A C5A 1.383(3) .
C4A C8A 1.458(3) .
C4B C5B 1.393(3) .
C4B C8B 1.459(3) .
C4C C5C 1.385(3) .
C4C C8C 1.468(3) .
C5A C6A 1.360(3) .
C5B C6B 1.354(3) .
C5C C6C 1.364(3) .
C6A N1A 1.346(3) .
C6B N1B 1.348(3) .
C6C N1C 1.344(3) .
C7A N1A 1.475(3) .
C7B N1B 1.479(3) .
C7C N1C 1.485(3) .
C8A N2A 1.273(3) .
C8B N2B 1.267(3) .
C8C N2C 1.268(3) .
N2A O1A 1.371(2) .
N2B O1B 1.379(2) .
N2C O1C 1.380(2) .
