#------------------------------------------------------------------------------
#$Date: 2022-09-06 12:56:44 +0300 (Tue, 06 Sep 2022) $
#$Revision: 277659 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/74/1567443.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_1567443
loop_
_publ_author_name
'Yang, Po-Chun'
'Yu, Kuan-Po'
'Hsieh, Chi-Tien'
'Zou, Junjie'
'Fang, Chia-Te'
'Liu, Hsin-Kuan'
'Pao, Chih-Wen'
'Deng, Liang'
'Cheng, Mu-Jeng'
'Lin, Chun-Yi'
_publ_section_title
;
 Stabilization of a high-spin three-coordinate Fe(iii) imidyl complex by
 radical delocalization
;
_journal_issue                   33
_journal_name_full               'Chemical Science'
_journal_page_first              9637
_journal_page_last               9643
_journal_paper_doi               10.1039/D2SC02699F
_journal_volume                  13
_journal_year                    2022
_chemical_formula_sum            'C32 H52 Li2 N2'
_chemical_formula_weight         478.63
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-11-15 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                74.635(3)
_cell_angle_beta                 87.557(3)
_cell_angle_gamma                62.337(2)
_cell_formula_units_Z            1
_cell_length_a                   8.9896(5)
_cell_length_b                   9.3153(5)
_cell_length_c                   10.4649(6)
_cell_measurement_reflns_used    4759
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      2.57
_cell_volume                     745.10(7)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            24443
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_min         2.027
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6982
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_description       bulk
_exptl_crystal_F_000             264
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: pentane'
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.085
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         3697
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0659
_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)+(0.0636P)²+0.4272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1530
_refine_ls_wR_factor_ref         0.1638
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2878
_reflns_number_total             3697
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc02699f2.cif
_cod_data_source_block           20DEC20
_cod_depositor_comments
'Adding full bibliography for 1567442--1567445.cif.'
_cod_database_code               1567443
_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.
;
_shelx_estimated_absorpt_t_min   0.991
_shelx_estimated_absorpt_t_max   0.995
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
Li1 Li 0.5630(5) 0.3610(4) 0.4977(3) 0.0357(8) Uani 1 1 d . . . . .
N1 N 0.44520(17) 0.44880(17) 0.64403(13) 0.0173(3) Uani 1 1 d . . . . .
C1 C 0.5786(2) 0.4225(2) 0.73113(15) 0.0165(3) Uani 1 1 d . . . . .
C2 C 0.5792(2) 0.5584(2) 0.77040(15) 0.0185(3) Uani 1 1 d . . . . .
C3 C 0.7196(2) 0.5328(2) 0.84309(17) 0.0240(4) Uani 1 1 d . . . . .
H3 H 0.716964 0.624430 0.868623 0.029 Uiso 1 1 calc R U . . .
C4 C 0.8629(2) 0.3777(2) 0.87927(18) 0.0262(4) Uani 1 1 d . . . . .
H4 H 0.956977 0.362373 0.929955 0.031 Uiso 1 1 calc R U . . .
C5 C 0.8666(2) 0.2456(2) 0.84029(17) 0.0234(4) Uani 1 1 d . . . . .
H5 H 0.965461 0.139316 0.863448 0.028 Uiso 1 1 calc R U . . .
C6 C 0.7293(2) 0.2641(2) 0.76790(15) 0.0191(3) Uani 1 1 d . . . . .
C7 C 0.4319(2) 0.7367(2) 0.73098(17) 0.0216(4) Uani 1 1 d . . . . .
H7 H 0.337589 0.731426 0.688533 0.026 Uiso 1 1 calc R U . . .
C8 C 0.3663(3) 0.8056(2) 0.85061(19) 0.0297(4) Uani 1 1 d . . . . .
H8A H 0.262068 0.912622 0.821768 0.045 Uiso 1 1 calc R U . . .
H8B H 0.451311 0.824027 0.889011 0.045 Uiso 1 1 calc R U . . .
H8C H 0.343411 0.724177 0.917719 0.045 Uiso 1 1 calc R U . . .
C9 C 0.4746(3) 0.8583(2) 0.62882(19) 0.0323(4) Uani 1 1 d . . . . .
H9A H 0.509703 0.816849 0.550100 0.048 Uiso 1 1 calc R U . . .
H9B H 0.566741 0.866861 0.667252 0.048 Uiso 1 1 calc R U . . .
H9C H 0.375116 0.969704 0.603127 0.048 Uiso 1 1 calc R U . . .
C10 C 0.7495(2) 0.1125(2) 0.72525(17) 0.0244(4) Uani 1 1 d . . . . .
H10 H 0.637337 0.141890 0.683594 0.029 Uiso 1 1 calc R U . . .
C11 C 0.8746(3) 0.0736(3) 0.6209(2) 0.0363(5) Uani 1 1 d . . . . .
H11A H 0.839884 0.174331 0.545232 0.054 Uiso 1 1 calc R U . . .
H11B H 0.877287 -0.018329 0.590414 0.054 Uiso 1 1 calc R U . . .
H11C H 0.987193 0.039688 0.659833 0.054 Uiso 1 1 calc R U . . .
C12 C 0.8005(3) -0.0447(2) 0.8427(2) 0.0320(4) Uani 1 1 d . . . . .
H12A H 0.802559 -0.135701 0.811221 0.048 Uiso 1 1 calc R U . . .
H12B H 0.718732 -0.018900 0.908977 0.048 Uiso 1 1 calc R U . . .
H12C H 0.912841 -0.080187 0.883061 0.048 Uiso 1 1 calc R U . . .
C13 C 0.3040(2) 0.4235(2) 0.70471(16) 0.0197(3) Uani 1 1 d . . . . .
C14 C 0.1945(3) 0.5546(3) 0.7769(3) 0.0441(6) Uani 1 1 d . . . . .
H14A H 0.145048 0.667354 0.713835 0.066 Uiso 1 1 calc R U . . .
H14B H 0.264108 0.550128 0.848878 0.066 Uiso 1 1 calc R U . . .
H14C H 0.104100 0.530323 0.814208 0.066 Uiso 1 1 calc R U . . .
C15 C 0.1929(3) 0.4382(4) 0.5915(2) 0.0468(6) Uani 1 1 d . . . . .
H15A H 0.156868 0.547315 0.525066 0.070 Uiso 1 1 calc R U . . .
H15B H 0.093460 0.429785 0.626416 0.070 Uiso 1 1 calc R U . . .
H15C H 0.256599 0.347047 0.550017 0.070 Uiso 1 1 calc R U . . .
C16 C 0.3597(3) 0.2512(3) 0.8051(2) 0.0386(5) Uani 1 1 d . . . . .
H16A H 0.414767 0.162487 0.759847 0.058 Uiso 1 1 calc R U . . .
H16B H 0.260865 0.245755 0.844375 0.058 Uiso 1 1 calc R U . . .
H16C H 0.439087 0.235015 0.875463 0.058 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'
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'
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
N1 Li1 N1 107.93(15) 2_666 . ?
N1 Li1 Li1 54.06(13) 2_666 2_666 ?
N1 Li1 Li1 53.87(13) . 2_666 ?
N1 Li1 C1 32.85(8) 2_666 2_666 ?
N1 Li1 C1 110.92(15) . 2_666 ?
Li1 Li1 C1 65.84(15) 2_666 2_666 ?
N1 Li1 C1 107.98(15) 2_666 . ?
N1 Li1 C1 31.24(7) . . ?
Li1 Li1 C1 62.26(15) 2_666 . ?
C1 Li1 C1 128.10(13) 2_666 . ?
N1 Li1 C10 144.0(2) 2_666 . ?
N1 Li1 C10 75.81(11) . . ?
Li1 Li1 C10 118.6(2) 2_666 . ?
C1 Li1 C10 172.83(15) 2_666 . ?
C1 Li1 C10 56.62(8) . . ?
N1 Li1 C7 76.76(11) 2_666 2_666 ?
N1 Li1 C7 151.3(2) . 2_666 ?
Li1 Li1 C7 123.5(2) 2_666 2_666 ?
C1 Li1 C7 57.68(8) 2_666 2_666 ?
C1 Li1 C7 174.20(14) . 2_666 ?
C10 Li1 C7 117.57(12) . 2_666 ?
C1 N1 C13 117.86(12) . . ?
C1 N1 Li1 98.94(15) . 2_666 ?
C13 N1 Li1 129.10(15) . 2_666 ?
C1 N1 Li1 103.14(15) . . ?
C13 N1 Li1 125.43(15) . . ?
Li1 N1 Li1 72.07(15) 2_666 . ?
N1 C1 C6 121.04(14) . . ?
N1 C1 C2 121.78(14) . . ?
C6 C1 C2 116.59(14) . . ?
N1 C1 Li1 48.21(11) . 2_666 ?
C6 C1 Li1 132.27(13) . 2_666 ?
C2 C1 Li1 86.74(12) . 2_666 ?
N1 C1 Li1 45.62(11) . . ?
C6 C1 Li1 86.94(12) . . ?
C2 C1 Li1 134.72(12) . . ?
Li1 C1 Li1 51.90(13) 2_666 . ?
C3 C2 C1 120.44(15) . . ?
C3 C2 C7 117.11(14) . . ?
C1 C2 C7 122.40(14) . . ?
C4 C3 C2 121.90(16) . . ?
C5 C4 C3 118.72(16) . . ?
C4 C5 C6 121.72(16) . . ?
C5 C6 C1 120.60(15) . . ?
C5 C6 C10 117.36(15) . . ?
C1 C6 C10 121.99(15) . . ?
C9 C7 C2 112.16(15) . . ?
C9 C7 C8 109.97(15) . . ?
C2 C7 C8 112.75(14) . . ?
C9 C7 Li1 77.56(12) . 2_666 ?
C2 C7 Li1 78.95(11) . 2_666 ?
C8 C7 Li1 160.51(15) . 2_666 ?
C11 C10 C6 111.75(16) . . ?
C11 C10 C12 109.96(15) . . ?
C6 C10 C12 112.59(14) . . ?
C11 C10 Li1 77.80(13) . . ?
C6 C10 Li1 82.00(11) . . ?
C12 C10 Li1 157.57(16) . . ?
N1 C13 C15 106.67(14) . . ?
N1 C13 C16 114.01(14) . . ?
C15 C13 C16 107.99(17) . . ?
N1 C13 C14 113.92(14) . . ?
C15 C13 C14 107.82(17) . . ?
C16 C13 C14 106.16(16) . . ?
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
Li1 N1 1.959(3) 2_666 ?
Li1 N1 1.964(3) . ?
Li1 Li1 2.308(6) 2_666 ?
Li1 C1 2.596(4) 2_666 ?
Li1 C1 2.676(4) . ?
Li1 C10 2.767(4) . ?
Li1 C7 2.768(4) 2_666 ?
N1 C1 1.425(2) . ?
N1 C13 1.483(2) . ?
C1 C6 1.431(2) . ?
C1 C2 1.433(2) . ?
C2 C3 1.391(2) . ?
C2 C7 1.524(2) . ?
C3 C4 1.383(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.393(2) . ?
C6 C10 1.522(2) . ?
C7 C9 1.517(2) . ?
C7 C8 1.529(2) . ?
C10 C11 1.522(3) . ?
C10 C12 1.528(2) . ?
C13 C15 1.519(3) . ?
C13 C16 1.528(2) . ?
C13 C14 1.530(3) . ?
