#------------------------------------------------------------------------------
#$Date: 2025-10-06 11:51:51 +0200 (Mon 06 de Oct de 2025) $
#$Revision: 302694 $
#$URL: svn://www.crystallography.net/cod/cif/7/71/93/7719398.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_7719398
loop_
_publ_author_name
'Kelly, Conor T.'
'Cuza, Emmelyne'
'Pasquetti, Eoin'
'Quinn, Niall'
'Griffin, Michael'
'Nockemann, Peter'
'Müller-Bunz, Helge'
'Bruno-Colmenarez, Julia'
'Felton, Solveig'
'Lada, Zoi G.'
'Morgan, Grace G.'
_publ_section_title
;
 Symmetric and asymmetric ligands for FeIII spin crossover -
 the influence of the C₂ axis.
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14522
_journal_page_last               14532
_journal_paper_doi               10.1039/d5dt01833a
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C25 H34 Fe N4 O6, F6 P'
_chemical_formula_sum            'C25 H34 F6 Fe N4 O6 P'
_chemical_formula_weight         687.38
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2025-06-04
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-06-04 deposited with the CCDC.	2025-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.262(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1107(2)
_cell_length_b                   25.0748(3)
_cell_length_c                   11.6977(2)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.1778
_cell_measurement_theta_min      3.5224
_cell_volume                     2861.05(9)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) 
(compiled Jan  5 2010,16:28:46) 
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) 
(compiled Jan  5 2010,16:28:46) 
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) 
(compiled Jan  5 2010,16:28:46) 
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3196
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14172
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.371
_diffrn_reflns_theta_min         3.525
_exptl_absorpt_coefficient_mu    5.544
_exptl_absorpt_correction_T_max  0.646
_exptl_absorpt_correction_T_min  0.422
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) 
(compiled Jan  5 2010,16:28:46) 
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1420
_exptl_crystal_size_max          0.2518
_exptl_crystal_size_mid          0.1738
_exptl_crystal_size_min          0.123
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0356
_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)+(0.0605P)²+2.0276P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2821
_reflns_number_total             2986
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt01833a2.cif
_cod_data_source_block           1-12b_mor408
_cod_depositor_comments
'Adding full bibliography for 7719387--7719420.cif.'
_cod_database_code               7719398
_shelx_shelxl_version_number     2019/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H13A(0.5) H13B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C9(H9)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Fe1 Fe 0.000000 0.16714(2) 0.750000 0.02695(13) Uani 1 2 d S T P . .
O1 O 0.04603(13) 0.11846(5) 0.87816(11) 0.0303(3) Uani 1 1 d . . . . .
C1 C 0.16551(18) 0.10141(7) 0.94133(16) 0.0275(4) Uani 1 1 d . . . . .
C2 C 0.16549(18) 0.06834(7) 1.03892(17) 0.0290(4) Uani 1 1 d . . . . .
H2 H 0.081657 0.060059 1.057180 0.035 Uiso 1 1 calc R U . . .
C3 C 0.28683(19) 0.04813(7) 1.10749(19) 0.0314(4) Uani 1 1 d . . . . .
O2 O 0.29648(14) 0.01561(6) 1.20255(16) 0.0415(4) Uani 1 1 d . . . . .
C7 C 0.1707(2) 0.00129(9) 1.2303(3) 0.0492(6) Uani 1 1 d . . . . .
H7A H 0.123564 0.033677 1.245190 0.074 Uiso 1 1 calc R U . . .
H7B H 0.191127 -0.021309 1.301180 0.074 Uiso 1 1 calc R U . . .
H7C H 0.111724 -0.018252 1.163576 0.074 Uiso 1 1 calc R U . . .
C4 C 0.41373(19) 0.05969(8) 1.0836(2) 0.0349(4) Uani 1 1 d . . . . .
H4 H 0.496828 0.045656 1.132281 0.042 Uiso 1 1 calc R U . . .
C5 C 0.41433(19) 0.09169(7) 0.9882(2) 0.0334(4) Uani 1 1 d . . . . .
O3 O 0.53105(14) 0.10506(6) 0.95691(16) 0.0441(4) Uani 1 1 d . . . . .
C8 C 0.6553(2) 0.07987(9) 1.0220(3) 0.0576(8) Uani 1 1 d . . . . .
H8A H 0.680662 0.093340 1.103489 0.086 Uiso 1 1 calc R U . . .
H8B H 0.728770 0.087832 0.984174 0.086 Uiso 1 1 calc R U . . .
H8C H 0.641392 0.041205 1.022756 0.086 Uiso 1 1 calc R U . . .
C6 C 0.29148(19) 0.11359(7) 0.91415(17) 0.0301(4) Uani 1 1 d . . . . .
C9 C 0.2960(2) 0.14240(8) 0.80913(18) 0.0349(5) Uani 1 1 d . . . . .
H9 H 0.381731 0.144639 0.790480 0.042 Uiso 1 1 calc R U . . .
N1 N 0.19264(19) 0.16538(7) 0.73849(14) 0.0350(4) Uani 1 1 d . . . . .
C10 C 0.2045(3) 0.18716(9) 0.62487(19) 0.0451(6) Uani 1 1 d . . . . .
H10A H 0.169746 0.161035 0.560505 0.054 Uiso 1 1 calc R U . . .
H10B H 0.301584 0.194980 0.629022 0.054 Uiso 1 1 calc R U . . .
C11 C 0.1206(3) 0.23764(9) 0.6010(2) 0.0580(8) Uani 1 1 d . . . . .
H11A H 0.168962 0.266683 0.652704 0.070 Uiso 1 1 calc R U . . .
H11B H 0.107375 0.248673 0.517441 0.070 Uiso 1 1 calc R U . . .
N2 N -0.0135(2) 0.22762(7) 0.62464(15) 0.0405(4) Uani 1 1 d . . . . .
H2A H -0.063(3) 0.2117(13) 0.560(3) 0.063(9) Uiso 1 1 d . . . . .
C12 C -0.0835(3) 0.27758(9) 0.6445(2) 0.0499(6) Uani 1 1 d . . . . .
H12A H -0.173350 0.268496 0.658156 0.060 Uiso 1 1 calc R U . . .
H12B H -0.100673 0.299858 0.572162 0.060 Uiso 1 1 calc R U . . .
C13 C 0.000000 0.30989(12) 0.750000 0.0521(9) Uani 1 2 d S T P . .
H13A H 0.063735 0.333270 0.721761 0.062 Uiso 0.5 1 calc R U P . .
H13B H -0.063736 0.333270 0.778238 0.062 Uiso 0.5 1 calc R U P . .
P2 P 0.000000 0.18315(3) 0.250000 0.02938(17) Uani 1 2 d S T P . .
F1 F 0.000000 0.24669(7) 0.250000 0.0476(5) Uani 1 2 d S T P . .
F2 F 0.000000 0.12024(8) 0.250000 0.0732(8) Uani 1 2 d S T P . .
F3 F -0.07876(16) 0.18387(6) 0.35234(13) 0.0502(4) Uani 1 1 d . . . . .
F4 F 0.14247(15) 0.18335(7) 0.34739(13) 0.0594(4) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 '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
O1 Fe1 O1 99.75(8) . 2_556 ?
O1 Fe1 N1 88.46(6) 2_556 . ?
O1 Fe1 N1 89.90(7) . . ?
O1 Fe1 N1 89.90(7) 2_556 2_556 ?
O1 Fe1 N1 88.46(6) . 2_556 ?
O1 Fe1 N2 87.43(6) . 2_556 ?
O1 Fe1 N2 168.71(7) . . ?
O1 Fe1 N2 168.71(7) 2_556 2_556 ?
O1 Fe1 N2 87.43(6) 2_556 . ?
N1 Fe1 N1 177.46(10) 2_556 . ?
N1 Fe1 N2 81.53(8) 2_556 2_556 ?
N1 Fe1 N2 100.35(8) 2_556 . ?
N1 Fe1 N2 81.53(8) . . ?
N1 Fe1 N2 100.34(8) . 2_556 ?
N2 Fe1 N2 86.89(10) 2_556 . ?
C1 O1 Fe1 130.88(12) . . ?
O1 C1 C2 116.83(16) . . ?
O1 C1 C6 123.34(17) . . ?
C2 C1 C6 119.81(17) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.92(17) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 121.77(19) . . ?
O2 C3 C2 123.97(17) . . ?
O2 C3 C4 114.26(17) . . ?
C3 O2 C7 117.16(16) . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.57(18) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 121.93(17) . . ?
O3 C5 C4 123.30(19) . . ?
O3 C5 C6 114.77(19) . . ?
C5 O3 C8 116.61(19) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C6 C9 122.01(18) . . ?
C5 C6 C1 118.00(18) . . ?
C5 C6 C9 119.70(17) . . ?
C6 C9 H9 117.5 . . ?
N1 C9 C6 124.91(17) . . ?
N1 C9 H9 117.5 . . ?
C9 N1 Fe1 127.69(14) . . ?
C9 N1 C10 120.13(19) . . ?
C10 N1 Fe1 111.54(16) . . ?
N1 C10 H10A 110.2 . . ?
N1 C10 H10B 110.2 . . ?
N1 C10 C11 107.69(18) . . ?
H10A C10 H10B 108.5 . . ?
C11 C10 H10A 110.2 . . ?
C11 C10 H10B 110.2 . . ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
N2 C11 C10 108.77(17) . . ?
N2 C11 H11A 109.9 . . ?
N2 C11 H11B 109.9 . . ?
Fe1 N2 H2A 101(2) . . ?
C11 N2 Fe1 111.23(16) . . ?
C11 N2 H2A 105(2) . . ?
C11 N2 C12 112.61(18) . . ?
C12 N2 Fe1 116.63(14) . . ?
C12 N2 H2A 109(2) . . ?
N2 C12 H12A 109.0 . . ?
N2 C12 H12B 109.0 . . ?
N2 C12 C13 112.8(2) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C12 C13 C12 116.1(2) 2_556 . ?
C12 C13 H13A 108.3 2_556 . ?
C12 C13 H13A 108.3 . . ?
C12 C13 H13B 108.3 2_556 . ?
C12 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
F1 P2 F3 89.35(6) . . ?
F1 P2 F3 89.35(6) . 2 ?
F2 P2 F1 180.0 . . ?
F2 P2 F3 90.65(6) . 2 ?
F2 P2 F3 90.65(6) . . ?
F2 P2 F4 90.18(7) . 2 ?
F2 P2 F4 90.18(7) . . ?
F3 P2 F3 178.69(12) 2 . ?
F4 P2 F1 89.82(7) 2 . ?
F4 P2 F1 89.82(7) . . ?
F4 P2 F3 89.96(8) . . ?
F4 P2 F3 89.96(8) 2 2 ?
F4 P2 F3 90.03(8) 2 . ?
F4 P2 F3 90.03(8) . 2 ?
F4 P2 F4 179.63(14) . 2 ?
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
Fe1 O1 1.8938(13) . ?
Fe1 O1 1.8939(13) 2_556 ?
Fe1 N1 1.9879(18) 2_556 ?
Fe1 N1 1.9879(18) . ?
Fe1 N2 2.0888(16) 2_556 ?
Fe1 N2 2.0889(16) . ?
O1 C1 1.311(2) . ?
C1 C2 1.411(3) . ?
C1 C6 1.425(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.374(3) . ?
C3 O2 1.362(3) . ?
C3 C4 1.413(3) . ?
O2 C7 1.439(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C4 H4 0.9500 . ?
C4 C5 1.375(3) . ?
C5 O3 1.366(2) . ?
C5 C6 1.424(3) . ?
O3 C8 1.433(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C6 C9 1.436(3) . ?
C9 H9 0.9500 . ?
C9 N1 1.285(3) . ?
N1 C10 1.471(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.508(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 N2 1.475(3) . ?
N2 H2A 0.88(3) . ?
N2 C12 1.487(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.531(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
P2 F1 1.5932(18) . ?
P2 F2 1.577(2) . ?
P2 F3 1.6029(13) . ?
P2 F3 1.6029(13) 2 ?
P2 F4 1.5840(14) 2 ?
P2 F4 1.5839(15) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C2 174.39(12) . . . . ?
Fe1 O1 C1 C6 -7.2(3) . . . . ?
Fe1 N1 C10 C11 44.6(2) . . . . ?
Fe1 N2 C12 C13 70.4(2) . . . . ?
O1 Fe1 O1 C1 99.51(16) 2_556 . . . ?
O1 C1 C2 C3 178.65(16) . . . . ?
O1 C1 C6 C5 -178.66(16) . . . . ?
O1 C1 C6 C9 -4.9(3) . . . . ?
C1 C2 C3 O2 -179.43(17) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C1 C6 C9 N1 9.0(3) . . . . ?
C2 C1 C6 C5 -0.3(2) . . . . ?
C2 C1 C6 C9 173.46(16) . . . . ?
C2 C3 O2 C7 1.0(3) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 O3 -179.62(17) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
O2 C3 C4 C5 179.15(17) . . . . ?
C4 C3 O2 C7 -178.69(19) . . . . ?
C4 C5 O3 C8 5.8(3) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C4 C5 C6 C9 -173.92(17) . . . . ?
C5 C6 C9 N1 -177.37(17) . . . . ?
O3 C5 C6 C1 -179.98(15) . . . . ?
O3 C5 C6 C9 6.1(2) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C6 C5 O3 C8 -174.25(17) . . . . ?
C6 C9 N1 Fe1 -1.2(3) . . . . ?
C6 C9 N1 C10 -171.26(17) . . . . ?
C9 N1 C10 C11 -143.8(2) . . . . ?
N1 Fe1 O1 C1 -170.85(16) 2_556 . . . ?
N1 Fe1 O1 C1 11.10(16) . . . . ?
N1 C10 C11 N2 -45.9(3) . . . . ?
C10 C11 N2 Fe1 27.1(2) . . . . ?
C10 C11 N2 C12 160.13(19) . . . . ?
C11 N2 C12 C13 -59.9(2) . . . . ?
N2 Fe1 O1 C1 -29.4(4) . . . . ?
N2 Fe1 O1 C1 -89.26(16) 2_556 . . . ?
N2 C12 C13 C12 -35.40(12) . . . 2_556 ?
