#------------------------------------------------------------------------------
#$Date: 2025-07-06 18:31:30 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300768 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/86/7718628.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_7718628
loop_
_publ_author_name
'Kirk, Ryan M.'
'Hill, Anthony F.'
_publ_section_title
;
 Pnictogen-functionalised isocyanide ligands.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8881
_journal_page_last               8887
_journal_paper_doi               10.1039/d5dt00992h
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C22 H32 Fe2 Li2 N6 O8'
_chemical_formula_sum            'C22 H32 Fe2 Li2 N6 O8'
_chemical_formula_weight         634.11
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-06-21
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-11-20 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                116.394(14)
_cell_angle_beta                 108.038(12)
_cell_angle_gamma                97.046(13)
_cell_formula_units_Z            1
_cell_length_a                   9.6531(15)
_cell_length_b                   9.7961(15)
_cell_length_c                   10.6609(13)
_cell_measurement_reflns_used    2517
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.6200
_cell_measurement_theta_min      3.9980
_cell_volume                     817.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1872
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.807
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  28.00   1.00  110.00    --  -11.14 -99.00 -90.00   33
  2  ω    -10.00  81.00   1.00  110.00    --   11.46  57.00-180.00   91
  3  ω    -10.00  84.00   1.00  110.00    --   11.46  37.00 -30.00   94
  4  ω    -61.00  40.00   1.00  110.00    --   11.46 -57.00  30.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0093156000
_diffrn_orient_matrix_UB_12      -0.0571976000
_diffrn_orient_matrix_UB_13      -0.0747438000
_diffrn_orient_matrix_UB_21      0.0569783000
_diffrn_orient_matrix_UB_22      -0.0284026000
_diffrn_orient_matrix_UB_23      0.0321520000
_diffrn_orient_matrix_UB_31      -0.0570272000
_diffrn_orient_matrix_UB_32      -0.0559437000
_diffrn_orient_matrix_UB_33      -0.0031099000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.807
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8226
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.807
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.813
_diffrn_reflns_theta_min         3.466
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78419
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF/hexane'
_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.061
_refine_diff_density_max         1.150
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         8226
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.944
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0644
_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)+(0.1144P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1674
_refine_ls_wR_factor_ref         0.1797
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5222
_reflns_number_total             8226
_reflns_threshold_expression     'I > 2σ(I)'
_twin_special_details
;
Component 2 rotated by 6.7489° 
around [-0.30 -0.45 0.84] (reciprocal) or [-0.18 -0.26 0.95] (direct)
;
_cod_data_source_file            d5dt00992h2.cif
_cod_data_source_block           rmk_326_twin1_hklf4
_cod_depositor_comments
'Adding full bibliography for 7718628--7718640.cif.'
_cod_original_cell_volume        817.6(2)
_cod_database_code               7718628
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O Fe N Li N'
_chemical_oxdiff_usercomment     'THF evap'
_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_max   0.945
_shelx_estimated_absorpt_t_min   0.787
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.70212
 0.29788
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.266
_oxdiff_exptl_absorpt_empirical_full_min 0.758
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.19323(7) 0.51991(8) 0.37552(8) 0.0289(2) Uani 1 1 d . . . . .
N1 N 0.4140(4) 0.8332(4) 0.4653(4) 0.0305(9) Uani 1 1 d . . . . .
O4 O 0.2686(4) 0.3627(5) 0.1104(4) 0.0567(11) Uani 1 1 d . . . . .
N3 N 0.5916(4) 0.8486(5) 0.2260(4) 0.0323(9) Uani 1 1 d . . . . .
N2 N 0.2941(4) 0.8973(5) 0.1626(5) 0.0383(10) Uani 1 1 d . . . . .
O1 O -0.0089(4) 0.2137(4) 0.2874(5) 0.0618(12) Uani 1 1 d . . . . .
O3 O -0.0552(5) 0.6627(6) 0.3406(6) 0.0780(14) Uani 1 1 d . . . . .
O2 O 0.3736(5) 0.5817(5) 0.6836(5) 0.0742(14) Uani 1 1 d . . . . .
C5 C 0.3312(5) 0.7150(5) 0.4316(5) 0.0240(10) Uani 1 1 d . . . . .
C1 C 0.0687(5) 0.3339(6) 0.3223(6) 0.0390(12) Uani 1 1 d . . . . .
C3 C 0.0397(6) 0.6069(7) 0.3543(6) 0.0446(14) Uani 1 1 d . . . . .
C4 C 0.2409(5) 0.4228(5) 0.2150(6) 0.0335(11) Uani 1 1 d . . . . .
C2 C 0.3040(5) 0.5554(6) 0.5642(6) 0.0408(13) Uani 1 1 d . . . . .
Li1 Li 0.4717(8) 0.9404(9) 0.3548(8) 0.0282(17) Uani 1 1 d . . . . .
C10 C 0.5932(6) 0.6924(7) 0.2068(7) 0.0523(15) Uani 1 1 d . . . . .
H10A H 0.653012 0.704919 0.303999 0.079 Uiso 1 1 calc R U . . .
H10B H 0.637299 0.642151 0.135395 0.079 Uiso 1 1 calc R U . . .
H10C H 0.490413 0.627055 0.168273 0.079 Uiso 1 1 calc R U . . .
C11 C 0.7510(6) 0.9465(7) 0.2868(7) 0.0623(18) Uani 1 1 d . . . . .
H11A H 0.752205 1.048927 0.296491 0.093 Uiso 1 1 calc R U . . .
H11B H 0.796531 0.893228 0.217864 0.093 Uiso 1 1 calc R U . . .
H11C H 0.807959 0.961128 0.385695 0.093 Uiso 1 1 calc R U . . .
C9 C 0.5007(7) 0.8357(9) 0.0798(6) 0.0620(18) Uani 1 1 d . . . . .
H9A H 0.531398 0.937816 0.086960 0.074 Uiso 1 1 calc R U . . .
H9B H 0.521824 0.756877 -0.001377 0.074 Uiso 1 1 calc R U . . .
C7 C 0.2953(7) 1.0470(8) 0.1651(8) 0.0677(19) Uani 1 1 d . . . . .
H7A H 0.265897 1.113469 0.244214 0.102 Uiso 1 1 calc R U . . .
H7B H 0.224511 1.025277 0.067491 0.102 Uiso 1 1 calc R U . . .
H7C H 0.396355 1.101231 0.185158 0.102 Uiso 1 1 calc R U . . .
C8 C 0.3357(7) 0.7892(9) 0.0400(6) 0.0652(19) Uani 1 1 d . . . . .
H8A H 0.302630 0.681114 0.019679 0.078 Uiso 1 1 calc R U . . .
H8B H 0.281599 0.789216 -0.053361 0.078 Uiso 1 1 calc R U . . .
C6 C 0.1416(6) 0.8182(8) 0.1387(7) 0.069(2) Uani 1 1 d . . . . .
H6A H 0.140105 0.718226 0.134927 0.104 Uiso 1 1 calc R U . . .
H6B H 0.067399 0.798784 0.043664 0.104 Uiso 1 1 calc R U . . .
H6C H 0.117407 0.885598 0.221771 0.104 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 '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'
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
C1 Fe1 C5 178.1(2) . . ?
C1 Fe1 C3 92.8(2) . . ?
C1 Fe1 C2 92.1(2) . . ?
C3 Fe1 C5 89.0(2) . . ?
C3 Fe1 C2 117.8(3) . . ?
C4 Fe1 C5 87.53(19) . . ?
C4 Fe1 C1 91.2(2) . . ?
C4 Fe1 C3 118.3(2) . . ?
C4 Fe1 C2 123.5(2) . . ?
C2 Fe1 C5 87.43(18) . . ?
C5 N1 Li1 141.2(4) . 2_676 ?
C5 N1 Li1 137.0(4) . . ?
Li1 N1 Li1 79.9(3) 2_676 . ?
C10 N3 Li1 108.8(4) . . ?
C10 N3 C11 108.1(4) . . ?
C10 N3 C9 111.5(4) . . ?
C11 N3 Li1 116.2(4) . . ?
C9 N3 Li1 102.4(4) . . ?
C9 N3 C11 109.8(5) . . ?
C7 N2 Li1 109.2(4) . . ?
C7 N2 C8 111.5(5) . . ?
C7 N2 C6 109.4(5) . . ?
C8 N2 Li1 101.1(4) . . ?
C6 N2 Li1 115.9(4) . . ?
C6 N2 C8 109.5(5) . . ?
N1 C5 Fe1 179.7(4) . . ?
O1 C1 Fe1 178.7(5) . . ?
O3 C3 Fe1 179.0(5) . . ?
O4 C4 Fe1 177.9(5) . . ?
O2 C2 Fe1 178.2(5) . . ?
N1 Li1 N1 100.1(3) 2_676 . ?
N1 Li1 N3 113.3(4) 2_676 . ?
N1 Li1 N3 119.6(4) . . ?
N1 Li1 N2 120.9(4) 2_676 . ?
N1 Li1 N2 114.4(3) . . ?
N3 Li1 N2 89.9(3) . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C9 H9A 109.1 . . ?
N3 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
C8 C9 N3 112.3(5) . . ?
C8 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C9 C8 N2 112.8(5) . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
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 C5 1.911(4) . ?
Fe1 C1 1.791(5) . ?
Fe1 C3 1.802(6) . ?
Fe1 C4 1.787(5) . ?
Fe1 C2 1.807(5) . ?
N1 C5 1.155(5) . ?
N1 Li1 2.041(8) . ?
N1 Li1 2.031(8) 2_676 ?
O4 C4 1.140(6) . ?
N3 Li1 2.043(9) . ?
N3 C10 1.453(7) . ?
N3 C11 1.474(6) . ?
N3 C9 1.471(6) . ?
N2 Li1 2.048(8) . ?
N2 C7 1.454(7) . ?
N2 C8 1.479(7) . ?
N2 C6 1.464(7) . ?
O1 C1 1.143(5) . ?
O3 C3 1.128(6) . ?
O2 C2 1.129(6) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.468(8) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
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
N3 C9 C8 N2 55.0(8) . . . . ?
Li1 N3 C9 C8 -36.5(6) . . . . ?
Li1 N2 C8 C9 -39.1(6) . . . . ?
C10 N3 C9 C8 79.7(6) . . . . ?
C11 N3 C9 C8 -160.5(5) . . . . ?
C7 N2 C8 C9 76.9(6) . . . . ?
C6 N2 C8 C9 -161.9(5) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.70212 3979 2965 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.29788 3871 2965 nmt 0.9508 -0.1175 -0.0834 0.1075 1.0379 0.0605 0.0202
-0.0136 1.0012
