#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:58:00 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230328 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/77/7057724.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_7057724
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            'C29 H36 Fe0.5 N7 O7'
_chemical_formula_weight         622.57
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_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                108.627(4)
_cell_angle_beta                 95.042(4)
_cell_angle_gamma                105.537(4)
_cell_formula_units_Z            2
_cell_length_a                   9.2150(5)
_cell_length_b                   12.2553(5)
_cell_length_c                   16.2052(8)
_cell_measurement_reflns_used    3781
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6510
_cell_measurement_theta_min      4.5490
_cell_volume                     1640.43(15)
_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 0.991
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   42.00   68.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       28.6542   57.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega   70.00   99.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       28.6542   57.0000   30.0000 29

#__ type_ start__ end____ width___ exp.time_
  3 omega   40.00   97.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       28.6542  179.0000  -60.0000 57

#__ type_ start__ end____ width___ exp.time_
  4 omega  -97.00   -1.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  -77.0000    0.0000 96

#__ type_ start__ end____ width___ exp.time_
  5 omega  -24.00   34.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667   57.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
  6 omega -104.00   -1.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  -77.0000  -90.0000 103

#__ type_ start__ end____ width___ exp.time_
  7 omega  -93.00  -44.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667  133.0000   83.0000 49

#__ type_ start__ end____ width___ exp.time_
  8 omega  -31.00   40.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -31.4667   37.0000  120.0000 71

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0311846000
_diffrn_orient_matrix_UB_12      -0.0386946000
_diffrn_orient_matrix_UB_13      -0.0307593000
_diffrn_orient_matrix_UB_21      -0.0479068000
_diffrn_orient_matrix_UB_22      0.0025924000
_diffrn_orient_matrix_UB_23      -0.0355962000
_diffrn_orient_matrix_UB_31      0.0579142000
_diffrn_orient_matrix_UB_32      0.0513116000
_diffrn_orient_matrix_UB_33      -0.0003251000
_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  0.0294
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14585
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         4.231
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93378
_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            red-brown
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_description       plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         7455
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0563
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0747P)²+0.1991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1470
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6036
_reflns_number_total             7455
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj03066a2.cif
_cod_data_source_block           bepa
_cod_depositor_comments
'Adding full bibliography for 7057723--7057724.cif.'
_cod_original_formula_sum        'C29 H36 Fe0.50 N7 O7'
_cod_database_code               7057724
_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.
;
_cell_oxdiff_length_a            9.2150(5)
_cell_oxdiff_length_b            12.2553(5)
_cell_oxdiff_length_c            16.2052(8)
_cell_oxdiff_angle_alpha         108.627(4)
_cell_oxdiff_angle_beta          95.042(4)
_cell_oxdiff_angle_gamma         105.537(4)
_cell_oxdiff_volume              1640.44(14)
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 0.5000 0.03538(13) Uani 1 2 d S . P
C1 C 0.1823(2) 0.63390(16) 0.54923(13) 0.0429(4) Uani 1 1 d . . .
C2 C 0.1160(2) 0.39729(17) 0.44675(13) 0.0449(4) Uani 1 1 d . . .
C2A C 0.3586(3) 0.3122(2) 0.61377(17) 0.0627(6) Uani 1 1 d . . .
H2A H 0.2585 0.3148 0.6064 0.075 Uiso 1 1 calc R U .
C2B C 0.1087(5) 0.7527(4) 0.7725(2) 0.1077(12) Uani 1 1 d . . .
H2B H 0.1122 0.7171 0.7131 0.129 Uiso 1 1 calc R U .
C3 C 0.0211(2) 0.45665(16) 0.60265(13) 0.0420(4) Uani 1 1 d . . .
C3A C 0.3841(3) 0.2063(2) 0.60986(16) 0.0589(6) Uani 1 1 d . . .
H3A H 0.3018 0.1373 0.6000 0.071 Uiso 1 1 calc R U .
C3B C 0.0454(6) 0.6813(4) 0.8172(2) 0.1189(14) Uani 1 1 d . . .
H3B H 0.0075 0.5976 0.7884 0.143 Uiso 1 1 calc R U .
C4A C 0.5331(2) 0.20168(19) 0.62068(14) 0.0498(5) Uani 1 1 d . . .
C4B C 0.0369(4) 0.7322(3) 0.90526(18) 0.0875(9) Uani 1 1 d . . .
C5A C 0.6514(3) 0.3065(2) 0.63397(17) 0.0601(6) Uani 1 1 d . . .
H5A H 0.7525 0.3062 0.6411 0.072 Uiso 1 1 calc R U .
C5B C 0.0961(5) 0.8551(3) 0.94429(18) 0.0953(10) Uani 1 1 d . . .
H5B H 0.0954 0.8926 1.0040 0.114 Uiso 1 1 calc R U .
C6A C 0.6202(3) 0.4098(2) 0.63663(17) 0.0607(6) Uani 1 1 d . . .
H6A H 0.7003 0.4794 0.6445 0.073 Uiso 1 1 calc R U .
C6B C 0.1560(5) 0.9228(3) 0.8964(2) 0.1118(13) Uani 1 1 d . . .
H6B H 0.1915 1.0069 0.9228 0.134 Uiso 1 1 calc R U .
C7A C 0.4474(3) 0.5304(2) 0.64027(16) 0.0640(6) Uani 1 1 d . . .
H7A1 H 0.3409 0.5157 0.6163 0.077 Uiso 1 1 calc R U .
H7A2 H 0.5110 0.5725 0.6083 0.077 Uiso 1 1 calc R U .
C7B C 0.2193(6) 0.9443(4) 0.7558(2) 0.1253(15) Uani 1 1 d . . .
H37A H 0.1362 0.9704 0.7363 0.150 Uiso 1 1 calc R U .
H37B H 0.2455 0.8940 0.7034 0.150 Uiso 1 1 calc R U .
C8A C 0.4838(3) 0.6075(2) 0.73694(16) 0.0600(6) Uani 1 1 d . . .
C8B C 0.3573(4) 1.0549(4) 0.8045(2) 0.0970(11) Uani 1 1 d D . .
C9A C 0.6053(4) 0.7114(3) 0.7703(2) 0.0912(10) Uani 1 1 d . . .
H9A H 0.6666 0.7352 0.7325 0.109 Uiso 1 1 calc R U .
C9B C 0.4973(8) 1.0491(7) 0.8281(3) 0.158(2) Uani 1 1 d . . .
H9B H 0.5120 0.9741 0.8183 0.190 Uiso 1 1 calc R U .
C10A C 0.6387(5) 0.7819(3) 0.8594(3) 0.1138(13) Uani 1 1 d . . .
H10A H 0.7213 0.8531 0.8810 0.137 Uiso 1 1 calc R U .
C10B C 0.6177(9) 1.1522(13) 0.8664(6) 0.216(6) Uani 1 1 d . . .
H10B H 0.7131 1.1464 0.8845 0.260 Uiso 1 1 calc R U .
C11A C 0.5514(5) 0.7477(4) 0.9156(2) 0.1109(12) Uani 1 1 d . . .
H11A H 0.5741 0.7949 0.9756 0.133 Uiso 1 1 calc R U .
C11B C 0.6037(13) 1.2632(12) 0.8790(6) 0.235(7) Uani 1 1 d . . .
H11B H 0.6882 1.3329 0.9025 0.282 Uiso 1 1 calc R U .
C12A C 0.4300(5) 0.6434(4) 0.8831(2) 0.1271(16) Uani 1 1 d . . .
H12A H 0.3698 0.6191 0.9211 0.153 Uiso 1 1 calc R U .
C12B C 0.4621(9) 1.2684(5) 0.8561(4) 0.169(3) Uani 1 1 d D . .
H12B H 0.4478 1.3434 0.8653 0.203 Uiso 1 1 calc R U .
C13A C 0.3969(4) 0.5744(3) 0.7945(2) 0.1068(12) Uani 1 1 d . . .
H13A H 0.3136 0.5037 0.7731 0.128 Uiso 1 1 calc R U .
C13B C 0.3390(5) 1.1648(5) 0.8194(2) 0.1104(13) Uani 1 1 d D . .
H13B H 0.2421 1.1704 0.8046 0.132 Uiso 1 1 calc R U .
C14A C 0.5709(3) 0.0934(2) 0.61959(17) 0.0592(6) Uani 1 1 d . . .
H14A H 0.6733 0.0969 0.6297 0.071 Uiso 1 1 calc R U .
C14B C -0.0312(6) 0.6541(3) 0.9522(3) 0.1128(13) Uani 1 1 d . . .
H14B H -0.0771 0.5715 0.9210 0.135 Uiso 1 1 calc R U .
N1 N 0.2908(2) 0.71693(16) 0.57977(14) 0.0618(5) Uani 1 1 d . . .
N1A N 0.4755(2) 0.41251(16) 0.62811(12) 0.0536(4) Uani 1 1 d . . .
N1B N 0.1647(4) 0.8699(3) 0.81086(15) 0.0969(9) Uani 1 1 d . . .
N2 N 0.1844(3) 0.33376(19) 0.41519(16) 0.0708(6) Uani 1 1 d . . .
N2A N 0.4670(2) -0.00512(16) 0.60518(12) 0.0537(4) Uani 1 1 d . . .
N2B N -0.0291(4) 0.6958(2) 1.03316(18) 0.0910(8) Uani 1 1 d . . .
N3 N 0.0330(2) 0.42875(17) 0.66388(12) 0.0586(5) Uani 1 1 d . . .
O1A O 0.52731(19) -0.09588(14) 0.60750(14) 0.0733(5) Uani 1 1 d . . .
H1A H 0.4578 -0.1604 0.5924 0.110 Uiso 1 1 calc R U .
O1B O -0.0992(5) 0.6076(2) 1.0656(2) 0.1396(11) Uani 1 1 d . . .
H1B H -0.0794 0.6354 1.1200 0.209 Uiso 1 1 calc R U .
OW1 O 0.8201(2) 0.90175(16) 0.66486(17) 0.0874(6) Uani 1 1 d D . .
H11 H 0.825(4) 0.8315(16) 0.637(2) 0.131 Uiso 1 1 d D U .
H12 H 0.733(2) 0.906(3) 0.647(2) 0.131 Uiso 1 1 d D U .
OW2 O 0.9343(5) 1.0364(3) 0.8428(2) 0.1424(11) Uani 1 1 d D . .
H21 H 0.899(8) 1.003(4) 0.7871(10) 0.214 Uiso 1 1 d D U .
H22 H 0.962(8) 1.1133(7) 0.857(3) 0.214 Uiso 1 1 d D U .
OW3 O 0.1040(4) 0.8658(2) 0.5112(2) 0.1522(13) Uani 1 1 d . . .
H31 H 0.1531 0.8148 0.5026 0.228 Uiso 1 1 d . U .
H32 H 0.0215 0.8416 0.5251 0.228 Uiso 1 1 d . U .
OW4 O -0.0173(3) 0.9107(3) 0.3705(2) 0.1326(10) Uani 1 1 d D . .
H41 H 0.026(6) 0.892(4) 0.410(3) 0.199 Uiso 1 1 d D U .
H42 H 0.034(6) 0.982(2) 0.375(4) 0.199 Uiso 1 1 d D U .
OW5 O -0.0373(5) 0.7089(3) 0.23381(19) 0.1472(12) Uani 1 1 d D . .
H51 H -0.019(8) 0.667(4) 0.264(3) 0.221 Uiso 1 1 d D U .
H52 H -0.026(9) 0.780(2) 0.268(3) 0.221 Uiso 1 1 d D 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'
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_566
C1 Fe C3 90.95(8) . .
C1 Fe C3 89.05(8) 2_566 .
C1 Fe C3 89.05(8) . 2_566
C1 Fe C3 90.95(8) 2_566 2_566
C3 Fe C3 180.0 . 2_566
C1 Fe C2 90.58(8) . .
C1 Fe C2 89.42(8) 2_566 .
C3 Fe C2 89.38(8) . .
C3 Fe C2 90.62(8) 2_566 .
C1 Fe C2 89.42(8) . 2_566
C1 Fe C2 90.58(8) 2_566 2_566
C3 Fe C2 90.62(8) . 2_566
C3 Fe C2 89.38(8) 2_566 2_566
C2 Fe C2 180.00(8) . 2_566
N1 C1 Fe 178.4(2) . .
N2 C2 Fe 178.73(19) . .
N1A C2A C3A 121.0(2) . .
N1B C2B C3B 121.6(3) . .
N3 C3 Fe 179.02(17) . .
C2A C3A C4A 119.9(2) . .
C2B C3B C4B 120.3(4) . .
C5A C4A C3A 117.8(2) . .
C5A C4A C14A 118.7(2) . .
C3A C4A C14A 123.53(19) . .
C5B C4B C3B 117.3(3) . .
C5B C4B C14B 123.2(3) . .
C3B C4B C14B 119.5(3) . .
C6A C5A C4A 120.3(2) . .
C6B C5B C4B 120.2(3) . .
N1A C6A C5A 120.7(2) . .
N1B C6B C5B 120.9(3) . .
N1A C7A C8A 110.19(18) . .
N1B C7B C8B 113.4(3) . .
C9A C8A C13A 118.0(3) . .
C9A C8A C7A 121.1(2) . .
C13A C8A C7A 120.8(2) . .
C9B C8B C13B 118.8(5) . .
C9B C8B C7B 123.5(5) . .
C13B C8B C7B 117.6(4) . .
C8A C9A C10A 120.9(3) . .
C8B C9B C10B 120.2(7) . .
C11A C10A C9A 120.3(3) . .
C11B C10B C9B 122.2(9) . .
C10A C11A C12A 119.3(3) . .
C12B C11B C10B 117.2(9) . .
C11A C12A C13A 120.1(4) . .
C11B C12B C13B 121.0(8) . .
C8A C13A C12A 121.4(3) . .
C8B C13B C12B 120.6(5) . .
N2A C14A C4A 121.0(2) . .
N2B C14B C4B 121.1(3) . .
C2A N1A C6A 120.4(2) . .
C2A N1A C7A 120.5(2) . .
C6A N1A C7A 118.9(2) . .
C2B N1B C6B 119.7(3) . .
C2B N1B C7B 118.8(3) . .
C6B N1B C7B 121.1(3) . .
C14A N2A O1A 111.68(18) . .
C14B N2B O1B 112.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe C1 1.898(2) .
Fe C1 1.898(2) 2_566
Fe C3 1.9106(19) .
Fe C3 1.9106(19) 2_566
Fe C2 1.913(2) .
Fe C2 1.913(2) 2_566
C1 N1 1.152(2) .
C2 N2 1.153(3) .
C2A N1A 1.338(3) .
C2A C3A 1.362(3) .
C2B N1B 1.301(5) .
C2B C3B 1.355(5) .
C3 N3 1.154(2) .
C3A C4A 1.388(3) .
C3B C4B 1.382(4) .
C4A C5A 1.384(3) .
C4A C14A 1.455(3) .
C4B C5B 1.362(4) .
C4B C14B 1.455(5) .
C5A C6A 1.361(3) .
C5B C6B 1.356(5) .
C6A N1A 1.339(3) .
C6B N1B 1.349(4) .
C7A N1A 1.490(3) .
C7A C8A 1.501(3) .
C7B N1B 1.495(5) .
C7B C8B 1.515(6) .
C8A C9A 1.363(4) .
C8A C13A 1.369(4) .
C8B C9B 1.341(6) .
C8B C13B 1.349(3) .
C9A C10A 1.382(5) .
C9B C10B 1.356(12) .
C10A C11A 1.358(5) .
C10B C11B 1.352(14) .
C11A C12A 1.365(5) .
C11B C12B 1.349(13) .
C12A C13A 1.370(5) .
C12B C13B 1.371(4) .
C14A N2A 1.261(3) .
C14B N2B 1.243(4) .
N2A O1A 1.379(2) .
N2B O1B 1.382(3) .
