#------------------------------------------------------------------------------
#$Date: 2020-12-10 04:27:11 +0100 (jue 10 de dic de 2020) $
#$Revision: 259727 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/17/7241706.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_7241706
loop_
_publ_author_name
'Jakupec, Nikola'
'Fotović, Luka'
'Stilinović, Vladimir'
_publ_section_title
;
 The effect of halogen bonding on protonated hexacyanoferrate networks in
 hexacyanoferrates of halogenopyridines
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              8142
_journal_page_last               8150
_journal_paper_doi               10.1039/D0CE01359E
_journal_volume                  22
_journal_year                    2020
_chemical_formula_sum            'C16 H16 Fe I2 N8 O2'
_chemical_formula_weight         662.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-09-14 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.571(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9231(14)
_cell_length_b                   8.4115(7)
_cell_length_c                   18.7857(16)
_cell_measurement_reflns_used    2023
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      33.0510
_cell_measurement_theta_min      4.7060
_cell_volume                     2235.3(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6293
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_min         4.212
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.967
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.341
_refine_diff_density_min         -1.425
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2422
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0442
_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)+(0.0674P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1189
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1979
_reflns_number_total             2422
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01359e2.cif
_cod_data_source_block           HCF_3IPy
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7241706
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.98494(2) 0.74737(3) 0.49603(2) 0.04874(19) Uani 1 1 d . . . . .
Fe1 Fe 0.500000 0.34711(9) 0.250000 0.0304(2) Uani 1 2 d S T P . .
O1 O 0.2968(2) -0.1355(4) 0.33565(18) 0.0448(7) Uani 1 1 d D . . . .
N4 N 0.7538(2) 0.5000(4) 0.5309(2) 0.0396(8) Uani 1 1 d . . . . .
H4N H 0.712820 0.433372 0.504624 0.048 Uiso 1 1 calc R U . . .
N1 N 0.6283(3) 0.3476(5) 0.41425(18) 0.0457(9) Uani 1 1 d . . . . .
N2 N 0.6235(3) 0.6024(5) 0.2087(2) 0.0470(9) Uani 1 1 d . . . . .
N3 N 0.3789(3) 0.0992(5) 0.2899(2) 0.0545(10) Uani 1 1 d D . . . .
C2 C 0.5769(3) 0.5091(5) 0.2247(2) 0.0339(9) Uani 1 1 d . . . . .
C5 C 0.8861(3) 0.6606(5) 0.5437(2) 0.0379(9) Uani 1 1 d . . . . .
C3 C 0.4250(3) 0.1932(5) 0.2744(2) 0.0372(9) Uani 1 1 d . . . . .
C1 C 0.5806(3) 0.3482(5) 0.3528(2) 0.0351(9) Uani 1 1 d . . . . .
C4 C 0.8197(3) 0.5542(6) 0.5036(2) 0.0393(9) Uani 1 1 d . . . . .
H4 H 0.820858 0.519615 0.456826 0.047 Uiso 1 1 calc R U . . .
C6 C 0.8823(4) 0.7105(6) 0.6132(2) 0.0490(12) Uani 1 1 d . . . . .
H6 H 0.926217 0.783193 0.641477 0.059 Uiso 1 1 calc R U . . .
C8 C 0.7486(3) 0.5451(6) 0.5980(2) 0.0455(10) Uani 1 1 d . . . . .
H8 H 0.701687 0.504336 0.615664 0.055 Uiso 1 1 calc R U . . .
C7 C 0.8129(4) 0.6516(6) 0.6400(2) 0.0507(12) Uani 1 1 d . . . . .
H7 H 0.810027 0.684278 0.686472 0.061 Uiso 1 1 calc R U . . .
H1V H 0.321(4) -0.228(4) 0.318(4) 0.09(2) Uiso 1 1 d D . . . .
H3N H 0.348(7) 0.031(7) 0.318(5) 0.22(5) Uiso 1 1 d D . . . .
H2V H 0.2300(9) -0.144(8) 0.326(4) 0.10(2) Uiso 1 1 d 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'
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
_geom_angle_publ_flag
C3 Fe1 C3 91.9(3) 2_655 . ?
C3 Fe1 C1 89.36(17) 2_655 2_655 ?
C3 Fe1 C1 91.01(17) . 2_655 ?
C3 Fe1 C1 91.01(17) 2_655 . ?
C3 Fe1 C1 89.35(17) . . ?
C1 Fe1 C1 179.5(2) 2_655 . ?
C3 Fe1 C2 179.27(18) 2_655 2_655 ?
C3 Fe1 C2 88.81(18) . 2_655 ?
C1 Fe1 C2 90.75(16) 2_655 2_655 ?
C1 Fe1 C2 88.88(16) . 2_655 ?
C3 Fe1 C2 88.81(18) 2_655 . ?
C3 Fe1 C2 179.27(18) . . ?
C1 Fe1 C2 88.88(16) 2_655 . ?
C1 Fe1 C2 90.75(16) . . ?
C2 Fe1 C2 90.5(2) 2_655 . ?
H1V O1 H2V 111(4) . . ?
C4 N4 C8 122.6(4) . . ?
C4 N4 H4N 118.7 . . ?
C8 N4 H4N 118.7 . . ?
C3 N3 H3N 163(5) . . ?
N2 C2 Fe1 178.1(3) . . ?
C4 C5 C6 118.4(4) . . ?
C4 C5 I1 118.6(3) . . ?
C6 C5 I1 123.0(3) . . ?
N3 C3 Fe1 179.5(4) . . ?
N1 C1 Fe1 179.4(4) . . ?
N4 C4 C5 120.4(4) . . ?
N4 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C7 C6 C5 119.6(4) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
N4 C8 C7 119.1(4) . . ?
N4 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C7 C6 119.8(4) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C5 2.086(4) . ?
Fe1 C3 1.862(5) 2_655 ?
Fe1 C3 1.862(5) . ?
Fe1 C1 1.922(4) 2_655 ?
Fe1 C1 1.922(4) . ?
Fe1 C2 1.935(4) 2_655 ?
Fe1 C2 1.935(4) . ?
O1 H1V 0.959(5) . ?
O1 H2V 0.959(5) . ?
N4 C4 1.327(5) . ?
N4 C8 1.342(5) . ?
N4 H4N 0.8600 . ?
N1 C1 1.147(5) . ?
N2 C2 1.152(5) . ?
N3 C3 1.144(6) . ?
N3 H3N 0.990(5) . ?
C5 C4 1.369(6) . ?
C5 C6 1.390(6) . ?
C4 H4 0.9300 . ?
C6 C7 1.378(7) . ?
C6 H6 0.9300 . ?
C8 C7 1.366(7) . ?
C8 H8 0.9300 . ?
C7 H7 0.9300 . ?
