An air-stable N-heterocyclic carbene iminoxyl borate radical zwitterion.
Kim, Youngsuk; Lee, Eunsung; Chemical communications (Cambridge, England) 54 (2018) 6824–6827; doi:10.1039/c8cc01399c

data_7121448
_publ_section_title
;
 An air-stable N-heterocyclic carbene iminoxyl borate radical zwitterion.
;
_journal_issue                   50
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6824
_journal_page_last               6827
_journal_paper_doi               10.1039/c8cc01399c
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'B C24 F20, C46 H51 N3 O'
_chemical_formula_sum            'C70 H51 B F20 N3 O'
_chemical_formula_weight         1340.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-02-10 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.76(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.811(4)
_cell_length_b                   12.397(3)
_cell_length_c                   27.524(6)
_cell_measurement_reflns_used    66327
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.540
_cell_measurement_theta_min      1.983
_cell_volume                     6113(3)
_computing_cell_refinement       HKL3000
_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_data_reduction        HKL3000
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.904
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  'Si(111) double crystal monochromator'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.904
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_number            15989
_diffrn_reflns_point_group_measured_fraction_full 0.904
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         29.540
_diffrn_reflns_theta_min         1.983
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_description       block
_exptl_crystal_F_000             2740
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     864
_refine_ls_number_reflns         15989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0450
_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/[\s^2^(Fo^2^)+(0.0850P)^2^+1.4208P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1326
_refine_ls_wR_factor_ref         0.1354
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14590
_reflns_number_total             15989
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc01399c2.cif
_cod_data_source_block           p21c
_cod_depositor_comments
'Adding full bibliography for 7121447--7121448.cif.'
_cod_original_cell_volume        6113(2)
_cod_database_code               7121448
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.993
_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 Ternary CH refined with riding coordinates:
 C01Y(H01Y), C028(H028), C02B(H02B), C02E(H02E)
2.b Aromatic/amide H refined with riding coordinates:
 C00U(H00U), C013(H013), C016(H016), C017(H017), C018(H018), C01G(H01G),
 C01H(H01H), C01J(H01J), C01K(H01K), C01L(H01L), C01M(H01M), C01N(H01N),
 C01P(H01P), C01U(H01U), C01W(H01W), C01Z(H01Z), C022(H022), C023(H023),
 C024(H024), C025(H025), C029(H029), C02A(H02A), C02D(H02D)
2.c Idealised Me refined as rotating group:
 C02F(H02C,H02F,H02G), C02G(H02H,H02I,H02J), C02H(H02K,H02L,H02M), C02J(H02N,
 H02O,H02P), C02K(H02Q,H02R,H02S), C02L(H02T,H02U,H02V), C02M(H02W,H02X,H02Y),
 C02N(H02Z,H,HA)
;
_olex2_submission_special_instructions 'No special instructions were received'