#------------------------------------------------------------------------------
#$Date: 2025-07-05 13:10:14 +0300 (Sat, 05 Jul 2025) $
#$Revision: 300370 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/35/1573530.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1573530
loop_
_publ_author_name
'Setifi, Fatima'
'Setifi, Zouaoui'
'Böhme, Uwe'
'Al-Douh, Mohammad Hadi'
'Satour, Achouak'
_publ_section_title
;
 trans-Bis(quinoline-8-amine-κ2
 N,N′)bis(1,1,3,3-tetracyano-2-methoxypropenido-\kN)iron(II)
;
_journal_coeditor_code           ZL4078
_journal_issue                   12
_journal_name_full               IUCrData
_journal_page_first              x241219
_journal_paper_doi               10.1107/S2414314624012197
_journal_volume                  9
_journal_year                    2024
_chemical_formula_iupac          '[Fe (C8 H3 N4 O)2 (C9 H8 N2)2]'
_chemical_formula_moiety         'C34 H22 Fe N12 O2'
_chemical_formula_sum            'C34 H22 Fe N12 O2'
_chemical_formula_weight         686.48
_chemical_name_systematic
trans-Bis(quinoline-8-amine-κ²N,N')bis(1,1,3,3-tetracyano-2-methoxypropenido-κN)iron(II)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                100.206(3)
_cell_angle_beta                 90.276(3)
_cell_angle_gamma                90.500(3)
_cell_formula_units_Z            1
_cell_length_a                   8.3617(5)
_cell_length_b                   9.8067(6)
_cell_length_c                   10.1251(5)
_cell_measurement_reflns_used    3704
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      28.497
_cell_measurement_theta_min      2.857
_cell_volume                     817.08(8)
_computing_cell_refinement
;
SAINT V8.40B (Bruker, 2021)
;
_computing_data_collection
;
APEX4 (Bruker, 2021)
;
_computing_data_reduction
;
SAINT V8.40B (Bruker, 2021)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al.,
2020)
;
_computing_publication_material
;
SHELXL2017/1 (Sheldrick, 2015b) and publCIF (Westrip,
2010)
;
_computing_structure_refinement
;
SHELXL2017/1 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      299(2)
_diffrn_detector                 'Bruker Photon II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Fixed Chi Three-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Duo'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'TRIUMPH graphite'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            41760
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.714
_diffrn_reflns_theta_min         2.436
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_T_max  0.7448
_exptl_absorpt_correction_T_min  0.6753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_description       plate
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.203
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0385
_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)+(0.0412P)²+0.3359P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1037
_reflns_number_gt                3909
_reflns_number_total             4640
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl4078.cif
_cod_data_source_block           I
_cod_database_code               1573530
#BEGIN Tags that were not found in dictionaries:
_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.
;
_shelx_estimated_absorpt_t_min   0.900
_shelx_estimated_absorpt_t_max   0.975
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.500000 0.500000 0.500000 0.03405(10) Uani d 1 . .
O O1 0.74346(19) 0.00197(15) 0.05960(15) 0.0609(4) Uani d 1 . .
N N1 0.29013(17) 0.50285(13) 0.62516(13) 0.0378(3) Uani d 1 . .
N N2 0.32247(19) 0.59938(16) 0.38964(14) 0.0420(3) Uani d 1 . .
H H1 0.364(3) 0.671(3) 0.354(2) 0.067(7) Uiso d 1 . .
H H2 0.283(3) 0.538(3) 0.320(3) 0.073(7) Uiso d 1 . .
N N3 0.45064(17) 0.29722(14) 0.38569(14) 0.0406(3) Uani d 1 . .
N N4 0.3677(2) 0.3604(2) 0.0862(2) 0.0707(5) Uani d 1 . .
N N5 0.5201(3) -0.14868(19) 0.3218(2) 0.0780(6) Uani d 1 . .
N N6 0.8157(3) 0.2527(3) -0.1261(2) 0.0810(6) Uani d 1 . .
C C1 0.1911(2) 0.64840(17) 0.47750(16) 0.0391(3) Uani d 1 . .
C C2 0.17703(18) 0.59330(15) 0.59786(15) 0.0341(3) Uani d 1 . .
C C3 0.04890(19) 0.6362(2) 0.68605(17) 0.0432(4) Uani d 1 . .
C C4 -0.0580(2) 0.7348(3) 0.6558(2) 0.0623(6) Uani d 1 . .
H H4 -0.140959 0.765119 0.714225 0.075 Uiso calc 1 . .
C C5 -0.0405(3) 0.7861(3) 0.5409(2) 0.0705(6) Uani d 1 . .
H H5 -0.113006 0.851238 0.521376 0.085 Uiso calc 1 . .
C C6 0.0837(2) 0.7439(2) 0.4505(2) 0.0545(5) Uani d 1 . .
H H6 0.092832 0.780996 0.372447 0.065 Uiso calc 1 . .
C C7 0.2749(2) 0.45015(19) 0.73573(18) 0.0482(4) Uani d 1 . .
H H7 0.351765 0.388237 0.754634 0.058 Uiso calc 1 . .
C C8 0.1491(2) 0.4828(2) 0.82583(19) 0.0536(5) Uani d 1 . .
H H8 0.142130 0.441280 0.901400 0.064 Uiso calc 1 . .
C C9 0.0377(2) 0.5748(2) 0.80278(18) 0.0524(5) Uani d 1 . .
H H9 -0.045781 0.597725 0.862782 0.063 Uiso calc 1 . .
C C10 0.49612(18) 0.19840(15) 0.32012(15) 0.0337(3) Uani d 1 . .
C C11 0.5592(2) 0.08061(15) 0.23830(16) 0.0380(3) Uani d 1 . .
C C12 0.6374(2) 0.09521(16) 0.11809(16) 0.0387(3) Uani d 1 . .
C C13 0.6126(2) 0.20359(18) 0.04875(16) 0.0410(3) Uani d 1 . .
C C14 0.4770(2) 0.2904(2) 0.06994(18) 0.0466(4) Uani d 1 . .
C C15 0.5392(3) -0.04715(18) 0.28338(19) 0.0499(4) Uani d 1 . .
C C16 0.8475(3) -0.0676(3) 0.1383(3) 0.0799(8) Uani d 1 . .
H H16A 0.947226 -0.086625 0.092450 0.120 Uiso calc 1 . .
H H16B 0.798397 -0.153116 0.151162 0.120 Uiso calc 1 . .
H H16C 0.866451 -0.009761 0.223891 0.120 Uiso calc 1 . .
C C17 0.7249(2) 0.2298(2) -0.04895(19) 0.0537(5) Uani d 1 . .
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'
Fe Fe 0.3463 0.8444 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Fe1 N1 2_666 . 180.0 y
N2 Fe1 N2 2_666 . 180.0 y
N3 Fe1 N3 2_666 . 180.0 y
N3 Fe1 N1 . . 94.72(5) y
N3 Fe1 N1 2_666 . 85.28(5) y
N3 Fe1 N2 . . 93.15(6) y
N3 Fe1 N2 . 2_666 86.85(6) y
N1 Fe1 N2 . . 77.62(5) y
N1 Fe1 N2 2_666 . 102.38(5) y
N3 Fe1 N1 2_666 2_666 94.72(5) ?
N3 Fe1 N1 . 2_666 85.28(5) ?
N3 Fe1 N2 2_666 2_666 93.15(6) ?
N1 Fe1 N2 2_666 2_666 77.62(5) ?
N1 Fe1 N2 . 2_666 102.38(5) ?
N3 Fe1 N2 2_666 . 86.85(6) ?
C12 O1 C16 . . 121.08(17) ?
C7 N1 C2 . . 118.11(14) ?
C7 N1 Fe1 . . 127.48(12) ?
C2 N1 Fe1 . . 113.00(9) ?
C1 N2 Fe1 . . 109.58(10) ?
C1 N2 H1 . . 109.7(15) ?
Fe1 N2 H1 . . 113.0(15) ?
C1 N2 H2 . . 108.1(17) ?
Fe1 N2 H2 . . 110.5(16) ?
H1 N2 H2 . . 106(2) ?
C10 N3 Fe1 . . 149.11(13) ?
C6 C1 C2 . . 119.65(16) ?
C6 C1 N2 . . 123.29(15) ?
C2 C1 N2 . . 117.06(14) ?
N1 C2 C3 . . 122.40(14) ?
N1 C2 C1 . . 118.37(13) ?
C3 C2 C1 . . 119.22(15) ?
C4 C3 C2 . . 119.59(17) ?
C4 C3 C9 . . 123.51(17) ?
C2 C3 C9 . . 116.91(17) ?
C5 C4 C3 . . 119.73(19) ?
C5 C4 H4 . . 120.1 ?
C3 C4 H4 . . 120.1 ?
C4 C5 C6 . . 122.0(2) ?
C4 C5 H5 . . 119.0 ?
C6 C5 H5 . . 119.0 ?
C1 C6 C5 . . 119.83(18) ?
C1 C6 H6 . . 120.1 ?
C5 C6 H6 . . 120.1 ?
N1 C7 C8 . . 123.26(18) ?
N1 C7 H7 . . 118.4 ?
C8 C7 H7 . . 118.4 ?
C9 C8 C7 . . 119.78(17) ?
C9 C8 H8 . . 120.1 ?
C7 C8 H8 . . 120.1 ?
C8 C9 C3 . . 119.47(16) ?
C8 C9 H9 . . 120.3 ?
C3 C9 H9 . . 120.3 ?
N3 C10 C11 . . 177.07(17) ?
C10 C11 C12 . . 119.28(14) ?
C10 C11 C15 . . 116.66(15) ?
C12 C11 C15 . . 124.06(15) ?
O1 C12 C13 . . 113.69(15) ?
O1 C12 C11 . . 121.78(15) ?
C13 C12 C11 . . 124.53(14) ?
C12 C13 C14 . . 122.64(15) ?
C12 C13 C17 . . 119.91(16) ?
C14 C13 C17 . . 117.45(16) ?
N4 C14 C13 . . 179.6(2) ?
N5 C15 C11 . . 178.3(2) ?
O1 C16 H16A . . 109.5 ?
O1 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
O1 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
N6 C17 C13 . . 178.9(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 N1 . 2.1670(10) y
Fe1 N2 . 2.190(2) y
Fe1 N3 . 2.1520(10) y
Fe1 N1 2_666 2.1670(10) ?
Fe1 N2 2_666 2.190(2) ?
Fe1 N3 2_666 2.1520(10) ?
O1 C12 . 1.3421(19) ?
O1 C16 . 1.433(3) ?
N1 C7 . 1.320(2) ?
N1 C2 . 1.363(2) ?
N2 C1 . 1.448(2) ?
N2 H1 . 0.91(3) ?
N2 H2 . 0.90(3) ?
N3 C10 . 1.143(2) ?
N4 C14 . 1.143(2) ?
N5 C15 . 1.142(2) ?
N6 C17 . 1.141(3) ?
C1 C6 . 1.364(3) ?
C1 C2 . 1.423(2) ?
C2 C3 . 1.416(2) ?
C3 C4 . 1.395(3) ?
C3 C9 . 1.422(3) ?
C4 C5 . 1.355(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.404(3) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 C8 . 1.398(2) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.350(3) ?
C8 H8 . 0.9300 ?
C9 H9 . 0.9300 ?
C10 C11 . 1.405(2) ?
C11 C12 . 1.413(2) ?
C11 C15 . 1.416(2) ?
C12 C13 . 1.390(2) ?
C13 C14 . 1.418(2) ?
C13 C17 . 1.422(2) ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H1 N5 1_565 0.91(3) 2.26(3) 3.138(3) 162(2) yes
C7 H7 N5 2_656 0.93 2.58 3.392(3) 145.6 yes
C6 H6 N6 2_665 0.93 2.58 3.401(3) 147.7 yes
C16 H16A N6 2_755 0.96 2.64 3.355(3) 132.1 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Fe1 N2 C1 C6 . . . . 162.71(16) ?
Fe1 N2 C1 C2 . . . . -16.71(18) ?
C7 N1 C2 C3 . . . . 2.6(2) ?
Fe1 N1 C2 C3 . . . . -164.88(12) ?
C7 N1 C2 C1 . . . . -178.81(15) ?
Fe1 N1 C2 C1 . . . . 13.75(17) ?
C6 C1 C2 N1 . . . . -177.05(16) ?
N2 C1 C2 N1 . . . . 2.4(2) ?
C6 C1 C2 C3 . . . . 1.6(2) ?
N2 C1 C2 C3 . . . . -178.93(15) ?
N1 C2 C3 C4 . . . . 176.54(17) ?
C1 C2 C3 C4 . . . . -2.1(2) ?
N1 C2 C3 C9 . . . . -3.3(2) ?
C1 C2 C3 C9 . . . . 178.12(15) ?
C2 C3 C4 C5 . . . . 1.5(3) ?
C9 C3 C4 C5 . . . . -178.7(2) ?
C3 C4 C5 C6 . . . . -0.5(4) ?
C2 C1 C6 C5 . . . . -0.6(3) ?
N2 C1 C6 C5 . . . . 180.0(2) ?
C4 C5 C6 C1 . . . . 0.0(4) ?
C2 N1 C7 C8 . . . . -0.1(3) ?
Fe1 N1 C7 C8 . . . . 165.26(15) ?
N1 C7 C8 C9 . . . . -1.5(3) ?
C7 C8 C9 C3 . . . . 0.7(3) ?
C4 C3 C9 C8 . . . . -178.2(2) ?
C2 C3 C9 C8 . . . . 1.5(3) ?
C16 O1 C12 C13 . . . . 145.8(2) ?
C16 O1 C12 C11 . . . . -34.8(3) ?
C10 C11 C12 O1 . . . . 157.48(16) ?
C15 C11 C12 O1 . . . . -22.5(3) ?
C10 C11 C12 C13 . . . . -23.2(3) ?
C15 C11 C12 C13 . . . . 156.82(19) ?
O1 C12 C13 C14 . . . . 161.86(17) ?
C11 C12 C13 C14 . . . . -17.5(3) ?
O1 C12 C13 C17 . . . . -17.4(2) ?
C11 C12 C13 C17 . . . . 163.18(17) ?
