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#$Date: 2024-04-05 02:35:02 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/52/7715214.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_7715214
loop_
_publ_author_name
'Luff, Martin S.'
'Walther, Luis'
'Finze, Maik'
'Radius, Udo'
_publ_section_title
;
 NHC-ligated nickel(II) cyanoborate complexes and salts.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5391
_journal_page_last               5400
_journal_paper_doi               10.1039/d4dt00231h
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C21 H33 B Br N7 Ni'
_chemical_formula_sum            'C21 H33 B Br N7 Ni'
_chemical_formula_weight         532.94
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-01-24 deposited with the CCDC.	2024-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.051(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.4701(9)
_cell_length_b                   8.9526(3)
_cell_length_c                   23.2828(7)
_cell_measurement_reflns_used    7883
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.1130
_cell_measurement_theta_min      1.9460
_cell_volume                     5279.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            17417
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.067
_diffrn_reflns_theta_max         67.067
_diffrn_reflns_theta_min         3.490
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.988
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.515
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.49a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_description       plate
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.044
_refine_diff_density_max         1.089
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0549
_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)+(0.0886P)²+15.8742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1499
_refine_ls_wR_factor_ref         0.1531
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4246
_reflns_number_total             4654
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt00231h2.cif
_cod_data_source_block           Compound_cis_11c
_cod_depositor_comments
'Adding full bibliography for 7715213--7715230.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7715214
_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.
;
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
Br1 Br 0.30958(2) 0.07561(5) 0.63773(2) 0.03782(17) Uani 1 1 d . . . . .
C1 C 0.37284(16) 0.1677(5) 0.78183(17) 0.0385(9) Uani 1 1 d . . . . .
B1 B 0.3720(2) 0.0795(7) 0.8418(2) 0.0464(12) Uani 1 1 d . . . . .
H1 H 0.3351(17) 0.011(5) 0.8401(17) 0.032(10) Uiso 1 1 d . . . . .
N1 N 0.36980(12) 0.2257(4) 0.73816(13) 0.0332(7) Uani 1 1 d . . . . .
Ni1 Ni 0.36159(2) 0.28804(7) 0.66014(2) 0.02521(19) Uani 1 1 d . . . . .
N3 N 0.3707(3) 0.2833(6) 0.9271(2) 0.093(2) Uani 1 1 d . . . . .
C3 C 0.3722(2) 0.1996(6) 0.89141(19) 0.0534(13) Uani 1 1 d . . . . .
N2 N 0.4549(2) -0.1089(6) 0.8594(2) 0.0764(16) Uani 1 1 d . . . . .
C2 C 0.42105(19) -0.0273(5) 0.85217(16) 0.0430(10) Uani 1 1 d . . . . .
N4 N 0.36372(12) 0.5877(4) 0.70804(13) 0.0293(7) Uani 1 1 d . . . . .
C4 C 0.38857(13) 0.4827(4) 0.67802(13) 0.0240(7) Uani 1 1 d . . . . .
N5 N 0.43275(11) 0.5523(4) 0.66455(12) 0.0274(6) Uani 1 1 d . . . . .
C5 C 0.39158(15) 0.7193(5) 0.71179(16) 0.0353(9) Uani 1 1 d . . . . .
H5 H 0.381904 0.808889 0.729846 0.042 Uiso 1 1 calc R U . . .
N7 N 0.39098(11) 0.2526(3) 0.54435(12) 0.0266(6) Uani 1 1 d . . . . .
C7 C 0.31462(15) 0.5634(5) 0.73660(16) 0.0337(8) Uani 1 1 d . . . . .
H7 H 0.299128 0.464830 0.723724 0.040 Uiso 1 1 calc R U . . .
N6 N 0.32949(12) 0.4172(3) 0.54691(12) 0.0273(6) Uani 1 1 d . . . . .
C6 C 0.43559(16) 0.6968(5) 0.68475(16) 0.0344(8) Uani 1 1 d . . . . .
H6 H 0.462926 0.766947 0.680590 0.041 Uiso 1 1 calc R U . . .
C9 C 0.27461(16) 0.6845(5) 0.71901(17) 0.0395(9) Uani 1 1 d . . . . .
H9A H 0.242899 0.668476 0.738678 0.059 Uiso 1 1 calc R U . . .
H9B H 0.265202 0.680980 0.677120 0.059 Uiso 1 1 calc R U . . .
H9C H 0.289823 0.782310 0.729848 0.059 Uiso 1 1 calc R U . . .
C8 C 0.32804(16) 0.5592(6) 0.80179(17) 0.0408(10) Uani 1 1 d . . . . .
H8A H 0.295825 0.541137 0.820329 0.061 Uiso 1 1 calc R U . . .
H8B H 0.343506 0.655026 0.815044 0.061 Uiso 1 1 calc R U . . .
H8C H 0.353423 0.478822 0.811993 0.061 Uiso 1 1 calc R U . . .
C10 C 0.47365(14) 0.4830(5) 0.63222(15) 0.0302(8) Uani 1 1 d . . . . .
H10 H 0.462949 0.377652 0.622823 0.036 Uiso 1 1 calc R U . . .
C11 C 0.52662(15) 0.4806(6) 0.66947(18) 0.0452(11) Uani 1 1 d . . . . .
H11A H 0.552684 0.427745 0.648934 0.068 Uiso 1 1 calc R U . . .
H11B H 0.522650 0.429305 0.705940 0.068 Uiso 1 1 calc R U . . .
H11C H 0.538576 0.583311 0.677485 0.068 Uiso 1 1 calc R U . . .
C12 C 0.47677(17) 0.5669(5) 0.57596(16) 0.0365(9) Uani 1 1 d . . . . .
H12A H 0.502474 0.517991 0.553709 0.055 Uiso 1 1 calc R U . . .
H12B H 0.487843 0.670149 0.584395 0.055 Uiso 1 1 calc R U . . .
H12C H 0.442003 0.566751 0.553478 0.055 Uiso 1 1 calc R U . . .
C13 C 0.36066(13) 0.3242(4) 0.58059(14) 0.0260(7) Uani 1 1 d . . . . .
C14 C 0.34016(16) 0.4060(5) 0.48996(15) 0.0331(8) Uani 1 1 d . . . . .
H14 H 0.323582 0.460975 0.458159 0.040 Uiso 1 1 calc R U . . .
C15 C 0.37794(15) 0.3040(5) 0.48804(15) 0.0326(8) Uani 1 1 d . . . . .
H15 H 0.393192 0.272159 0.454601 0.039 Uiso 1 1 calc R U . . .
C16 C 0.28876(14) 0.5146(5) 0.56753(15) 0.0309(8) Uani 1 1 d . . . . .
H16 H 0.287795 0.494920 0.609680 0.037 Uiso 1 1 calc R U . . .
C17 C 0.30350(18) 0.6765(5) 0.56058(17) 0.0406(9) Uani 1 1 d . . . . .
H17A H 0.275619 0.740487 0.573059 0.061 Uiso 1 1 calc R U . . .
H17B H 0.307616 0.696646 0.519927 0.061 Uiso 1 1 calc R U . . .
H17C H 0.336821 0.697381 0.584246 0.061 Uiso 1 1 calc R U . . .
C18 C 0.23505(16) 0.4736(6) 0.53672(18) 0.0429(10) Uani 1 1 d . . . . .
H18A H 0.207539 0.531375 0.553114 0.064 Uiso 1 1 calc R U . . .
H18B H 0.228594 0.366717 0.541714 0.064 Uiso 1 1 calc R U . . .
H18C H 0.234400 0.496336 0.495474 0.064 Uiso 1 1 calc R U . . .
C19 C 0.42841(14) 0.1307(5) 0.56006(15) 0.0305(8) Uani 1 1 d . . . . .
H19 H 0.433653 0.124012 0.603159 0.037 Uiso 1 1 calc R U . . .
C20 C 0.48205(15) 0.1647(5) 0.53865(17) 0.0368(9) Uani 1 1 d . . . . .
H20A H 0.506419 0.081916 0.548946 0.055 Uiso 1 1 calc R U . . .
H20B H 0.496449 0.256899 0.556723 0.055 Uiso 1 1 calc R U . . .
H20C H 0.477579 0.176982 0.496591 0.055 Uiso 1 1 calc R U . . .
C21 C 0.40603(15) -0.0170(5) 0.53700(18) 0.0358(9) Uani 1 1 d . . . . .
H21A H 0.429937 -0.098115 0.550777 0.054 Uiso 1 1 calc R U . . .
H21B H 0.402315 -0.014971 0.494682 0.054 Uiso 1 1 calc R U . . .
H21C H 0.371371 -0.033268 0.550626 0.054 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 0.0181 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'
B B 0.0090 0.0039 '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'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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 C1 B1 174.8(4) . . ?
C2 B1 C3 111.1(4) . . ?
C2 B1 C1 110.4(4) . . ?
C3 B1 C1 107.6(4) . . ?
C2 B1 H1 109(2) . . ?
C3 B1 H1 110(2) . . ?
C1 B1 H1 109(2) . . ?
C1 N1 Ni1 169.8(4) . . ?
C13 Ni1 N1 170.78(15) . . ?
C13 Ni1 C4 91.40(15) . . ?
N1 Ni1 C4 93.40(14) . . ?
C13 Ni1 Br1 88.42(11) . . ?
N1 Ni1 Br1 88.69(11) . . ?
C4 Ni1 Br1 166.86(11) . . ?
N3 C3 B1 177.6(7) . . ?
N2 C2 B1 177.1(6) . . ?
C4 N4 C5 111.0(3) . . ?
C4 N4 C7 125.7(3) . . ?
C5 N4 C7 123.2(3) . . ?
N5 C4 N4 104.1(3) . . ?
N5 C4 Ni1 131.4(3) . . ?
N4 C4 Ni1 124.5(3) . . ?
C4 N5 C6 111.7(3) . . ?
C4 N5 C10 124.8(3) . . ?
C6 N5 C10 123.5(3) . . ?
C6 C5 N4 106.8(3) . . ?
C6 C5 H5 126.6 . . ?
N4 C5 H5 126.6 . . ?
C13 N7 C15 109.4(3) . . ?
C13 N7 C19 126.2(3) . . ?
C15 N7 C19 124.2(3) . . ?
N4 C7 C9 110.3(3) . . ?
N4 C7 C8 109.7(3) . . ?
C9 C7 C8 111.2(3) . . ?
N4 C7 H7 108.5 . . ?
C9 C7 H7 108.5 . . ?
C8 C7 H7 108.5 . . ?
C13 N6 C14 110.5(3) . . ?
C13 N6 C16 124.7(3) . . ?
C14 N6 C16 124.8(3) . . ?
C5 C6 N5 106.4(3) . . ?
C5 C6 H6 126.8 . . ?
N5 C6 H6 126.8 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C10 C12 109.5(3) . . ?
N5 C10 C11 110.1(3) . . ?
C12 C10 C11 112.0(3) . . ?
N5 C10 H10 108.4 . . ?
C12 C10 H10 108.4 . . ?
C11 C10 H10 108.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N6 C13 N7 105.6(3) . . ?
N6 C13 Ni1 128.9(3) . . ?
N7 C13 Ni1 125.5(3) . . ?
C15 C14 N6 107.3(3) . . ?
C15 C14 H14 126.4 . . ?
N6 C14 H14 126.4 . . ?
C14 C15 N7 107.2(3) . . ?
C14 C15 H15 126.4 . . ?
N7 C15 H15 126.4 . . ?
N6 C16 C17 110.0(3) . . ?
N6 C16 C18 109.4(3) . . ?
C17 C16 C18 113.7(3) . . ?
N6 C16 H16 107.8 . . ?
C17 C16 H16 107.8 . . ?
C18 C16 H16 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N7 C19 C21 110.5(3) . . ?
N7 C19 C20 110.4(3) . . ?
C21 C19 C20 111.9(3) . . ?
N7 C19 H19 108.0 . . ?
C21 C19 H19 108.0 . . ?
C20 C19 H19 108.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
Br1 Ni1 2.3449(7) . ?
C1 N1 1.137(5) . ?
C1 B1 1.606(6) . ?
B1 C2 1.572(7) . ?
B1 C3 1.578(8) . ?
B1 H1 1.12(4) . ?
N1 Ni1 1.891(3) . ?
Ni1 C13 1.878(3) . ?
Ni1 C4 1.904(4) . ?
N3 C3 1.122(7) . ?
N2 C2 1.129(6) . ?
N4 C4 1.366(5) . ?
N4 C5 1.373(5) . ?
N4 C7 1.493(5) . ?
C4 N5 1.352(5) . ?
N5 C6 1.376(5) . ?
N5 C10 1.484(5) . ?
C5 C6 1.357(6) . ?
C5 H5 0.9500 . ?
N7 C13 1.363(5) . ?
N7 C15 1.396(5) . ?
N7 C19 1.470(5) . ?
C7 C9 1.514(6) . ?
C7 C8 1.520(5) . ?
C7 H7 1.0000 . ?
N6 C13 1.344(5) . ?
N6 C14 1.385(5) . ?
N6 C16 1.474(5) . ?
C6 H6 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 C12 1.519(5) . ?
C10 C11 1.525(5) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.331(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.510(6) . ?
C16 C18 1.521(5) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.515(6) . ?
C19 C20 1.534(5) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
