#------------------------------------------------------------------------------
#$Date: 2022-10-21 10:22:46 +0300 (Fri, 21 Oct 2022) $
#$Revision: 278689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/59/8105922.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_8105922
loop_
_publ_author_name
'Gao, Yan'
'Xiao, Zhiyin'
'Zhang, Peipei'
'Xiang, Yali'
'Wang, Wei'
'Hu, Haimeng'
_publ_section_title
;
 Crystal structure of
 4-(5,5-difluoro-1,3,7,9-tetramethyl-3H,5H-5λ4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinin-10-yl)pyridin-1-ium
 tetraiodidoferrate(III), C18H19BF2FeI4N3
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1015
_journal_page_last               1016
_journal_paper_doi               10.1515/ncrs-2019-0226
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'Fe I4, C18 H19 B F2 N3'
_chemical_formula_sum            'C18 H19 B F2 Fe I4 N3'
_chemical_formula_weight         889.62
_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     iterative
_cell_angle_alpha                106.388(5)
_cell_angle_beta                 101.841(4)
_cell_angle_gamma                95.200(4)
_cell_formula_units_Z            2
_cell_length_a                   8.2997(3)
_cell_length_b                   11.8180(9)
_cell_length_c                   14.0849(7)
_cell_measurement_reflns_used    2720
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4650
_cell_measurement_theta_min      3.4610
_cell_volume                     1280.87(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0802
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -25.00  18.20   0.60   45.00    --  -15.74 -99.00-180.00   72
  2  ω    -14.00  12.40   0.60   45.00    --  -15.74 -99.00  30.00   44
  3  ω    -53.00  33.40   0.60   45.00    --   16.05 -38.00-120.00  144
  4  ω     44.00  86.00   0.60   45.00    --   16.05 178.00-180.00   70
  5  ω     12.00  84.00   0.60   45.00    --   16.05  38.00  60.00  120
  6  ω     10.00  40.60   0.60   45.00    --   16.05 -77.00 -60.00   51
  7  ω    -13.00  62.60   0.60   45.00    --   16.05  19.00-120.00  126
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0269187000
_diffrn_orient_matrix_UB_12      -0.0388849000
_diffrn_orient_matrix_UB_13      -0.0507875000
_diffrn_orient_matrix_UB_21      -0.0037145000
_diffrn_orient_matrix_UB_22      0.0500210000
_diffrn_orient_matrix_UB_23      -0.0183201000
_diffrn_orient_matrix_UB_31      0.0841532000
_diffrn_orient_matrix_UB_32      0.0003008000
_diffrn_orient_matrix_UB_33      -0.0033250000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9106
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.733
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.433
_exptl_absorpt_correction_T_max  0.581
_exptl_absorpt_correction_T_min  0.526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29c (Rigaku Oxford Diffraction, 2017) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.307
_exptl_crystal_description       needle
_exptl_crystal_F_000             818
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.278
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4499
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0393
_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)+(0.0508P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1045
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3386
_reflns_number_total             4499
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0226_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        1280.88(13)
_cod_database_code               8105922
_chemical_oxdiff_formula         'C18 H19 B F2 Fe I4 N3'
_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   0.613
_shelx_estimated_absorpt_t_min   0.139
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C4(H4), C2(H2), C1(H1), C12(H12)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C)
;
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
B1 B 0.7571(7) 0.8695(6) 0.4627(5) 0.0396(16) Uani 1 1 d . . . . .
C1 C 1.3558(7) 0.7387(7) 0.2215(5) 0.0538(18) Uani 1 1 d . . . . .
H1 H 1.462061 0.777446 0.228178 0.065 Uiso 1 1 calc R . . . .
C2 C 1.2606(6) 0.7921(6) 0.2808(4) 0.0499(17) Uani 1 1 d . . . . .
H2 H 1.297728 0.868604 0.326352 0.060 Uiso 1 1 calc R . . . .
C3 C 1.1037(6) 0.7305(5) 0.2731(4) 0.0365(14) Uani 1 1 d . . . . .
C4 C 1.0535(7) 0.6191(5) 0.2034(4) 0.0433(15) Uani 1 1 d . . . . .
H4 H 0.949190 0.577008 0.196346 0.052 Uiso 1 1 calc R . . . .
C5 C 1.1547(7) 0.5697(6) 0.1444(5) 0.0522(17) Uani 1 1 d . . . . .
H5 H 1.121589 0.493227 0.098367 0.063 Uiso 1 1 calc R . . . .
C6 C 0.9948(6) 0.7831(5) 0.3403(4) 0.0350(14) Uani 1 1 d . . . . .
C7 C 0.9886(6) 0.7421(5) 0.4221(4) 0.0374(14) Uani 1 1 d . . . . .
C8 C 1.0810(7) 0.6654(6) 0.4652(5) 0.0488(16) Uani 1 1 d . . . . .
C9 C 1.0224(8) 0.6621(6) 0.5499(5) 0.0529(16) Uani 1 1 d . . . . .
H9 H 1.059384 0.618758 0.593650 0.064 Uiso 1 1 calc R . . . .
C10 C 0.8992(7) 0.7342(6) 0.5589(5) 0.0522(17) Uani 1 1 d . . . . .
C11 C 0.7338(6) 1.0013(6) 0.3465(5) 0.0451(15) Uani 1 1 d . . . . .
C12 C 0.7965(7) 1.0120(6) 0.2639(5) 0.0522(17) Uani 1 1 d . . . . .
H12 H 0.769984 1.065542 0.227998 0.063 Uiso 1 1 calc R . . . .
C13 C 0.9014(6) 0.9322(6) 0.2445(4) 0.0427(15) Uani 1 1 d . . . . .
C14 C 0.9053(6) 0.8689(5) 0.3173(4) 0.0383(14) Uani 1 1 d . . . . .
C15 C 0.9962(8) 0.9204(7) 0.1632(5) 0.0595(18) Uani 1 1 d . . . . .
H15A H 1.109518 0.958696 0.193679 0.089 Uiso 1 1 calc GR . . . .
H15B H 0.945476 0.957505 0.114695 0.089 Uiso 1 1 calc GR . . . .
H15C H 0.994217 0.837309 0.129231 0.089 Uiso 1 1 calc GR . . . .
C16 C 0.6166(7) 1.0729(6) 0.3938(5) 0.0603(19) Uani 1 1 d . . . . .
H16A H 0.678565 1.142606 0.446962 0.090 Uiso 1 1 calc GR . . . .
H16B H 0.551404 1.025633 0.422013 0.090 Uiso 1 1 calc GR . . . .
H16C H 0.544088 1.096643 0.342932 0.090 Uiso 1 1 calc GR . . . .
C17 C 1.2159(8) 0.6012(7) 0.4325(5) 0.0618(19) Uani 1 1 d . . . . .
H17A H 1.172004 0.542945 0.366759 0.093 Uiso 1 1 calc GR . . . .
H17B H 1.259342 0.561955 0.481120 0.093 Uiso 1 1 calc GR . . . .
H17C H 1.303645 0.657329 0.428671 0.093 Uiso 1 1 calc GR . . . .
C18 C 0.7991(9) 0.7537(7) 0.6369(6) 0.068(2) Uani 1 1 d . . . . .
H18A H 0.695857 0.699172 0.610415 0.102 Uiso 1 1 calc GR . . . .
H18B H 0.776357 0.834284 0.653244 0.102 Uiso 1 1 calc GR . . . .
H18C H 0.860397 0.740298 0.697326 0.102 Uiso 1 1 calc GR . . . .
F1 F 0.5931(3) 0.8072(3) 0.4314(3) 0.0566(10) Uani 1 1 d . . . . .
F2 F 0.7693(4) 0.9616(3) 0.5516(2) 0.0535(10) Uani 1 1 d . . . . .
Fe1 Fe 0.45894(11) 0.70675(9) 0.88590(7) 0.0535(3) Uani 1 1 d . . . . .
I1 I 0.64632(5) 0.65648(4) 1.03425(3) 0.05332(16) Uani 1 1 d . . . . .
I2 I 0.41353(7) 0.53462(6) 0.72273(4) 0.0864(2) Uani 1 1 d . . . . .
I3 I 0.61169(7) 0.89636(6) 0.88061(5) 0.0865(2) Uani 1 1 d . . . . .
I4 I 0.17419(5) 0.73544(5) 0.92156(4) 0.07148(19) Uani 1 1 d . . . . .
N1 N 1.3017(6) 0.6316(6) 0.1531(4) 0.0545(16) Uani 1 1 d . . . . .
H19 H 1.349(8) 0.587(6) 0.111(5) 0.07(2) Uiso 1 1 d . . . . .
N2 N 0.8783(5) 0.7835(4) 0.4831(3) 0.0406(12) Uani 1 1 d . . . . .
N3 N 0.7982(5) 0.9163(4) 0.3787(3) 0.0388(12) 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 0.0033 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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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
I4 Fe1 I1 110.14(4) . .
I2 Fe1 I1 109.67(4) . .
I2 Fe1 I4 107.53(4) . .
I3 Fe1 I1 104.49(4) . .
I3 Fe1 I4 111.26(4) . .
I3 Fe1 I2 113.74(4) . .
C7 N2 B1 124.3(5) . .
C10 N2 C7 107.9(5) . .
C10 N2 B1 127.8(5) . .
C14 N3 B1 124.4(5) . .
C11 N3 C14 108.5(5) . .
C11 N3 B1 126.9(5) . .
N2 C7 C8 108.0(5) . .
C6 C7 N2 119.2(5) . .
C6 C7 C8 132.8(5) . .
C5 N1 C1 121.6(6) . .
C7 C8 C17 129.9(6) . .
C9 C8 C7 105.7(6) . .
C9 C8 C17 124.4(7) . .
C7 C6 C14 123.6(5) . .
C7 C6 C3 117.5(5) . .
C14 C6 C3 118.9(5) . .
N3 C14 C13 106.7(5) . .
C6 C14 N3 119.1(5) . .
C6 C14 C13 134.0(5) . .
N1 C5 C4 119.5(6) . .
C4 C3 C6 120.4(5) . .
C4 C3 C2 118.4(5) . .
C2 C3 C6 121.2(5) . .
F2 B1 F1 107.8(5) . .
F2 B1 N2 110.0(5) . .
F2 B1 N3 111.7(5) . .
F1 B1 N2 108.9(5) . .
F1 B1 N3 110.1(5) . .
N3 B1 N2 108.3(4) . .
N2 C10 C18 123.4(6) . .
N2 C10 C9 109.4(5) . .
C9 C10 C18 127.1(7) . .
C14 C13 C15 129.1(6) . .
C12 C13 C14 106.6(5) . .
C12 C13 C15 124.3(6) . .
C8 C9 C10 109.0(6) . .
C5 C4 C3 120.4(5) . .
N3 C11 C16 124.0(6) . .
N3 C11 C12 108.9(5) . .
C12 C11 C16 127.1(7) . .
C1 C2 C3 118.7(6) . .
N1 C1 C2 121.4(6) . .
C13 C12 C11 109.3(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 Fe1 2.5831(11) .
I4 Fe1 2.5473(10) .
I2 Fe1 2.5357(11) .
I3 Fe1 2.5004(11) .
F2 B1 1.387(7) .
F1 B1 1.406(6) .
N2 C7 1.408(7) .
N2 B1 1.536(9) .
N2 C10 1.344(8) .
N3 C14 1.408(7) .
N3 B1 1.523(8) .
N3 C11 1.325(8) .
C7 C8 1.422(9) .
C7 C6 1.379(8) .
N1 C5 1.328(8) .
N1 C1 1.329(8) .
C18 C10 1.489(8) .
C8 C9 1.387(8) .
C8 C17 1.486(9) .
C6 C14 1.381(8) .
C6 C3 1.490(7) .
C14 C13 1.427(8) .
C5 C4 1.355(8) .
C3 C4 1.369(8) .
C3 C2 1.401(7) .
C10 C9 1.392(9) .
C13 C15 1.500(8) .
C13 C12 1.350(8) .
C11 C16 1.483(8) .
C11 C12 1.400(9) .
C2 C1 1.336(8) .
