Cyclic(alkyl)(amino)carbene (CAAC)- and bicyclic (alkyl)(amino)carbene (BICAAC)-derived glyoxal radical cations with excellent stability.
Das, Bindusagar; Yadav, Ritu; Sharma, Ankita; Karmakar, Tarak; Kundu, Subrata; Chemical communications (Cambridge, England) 59 (2023) 5285–5288; doi:10.1039/d3cc00200d

data_7131512
_publ_section_title
;
 Cyclic(alkyl)(amino)carbene (CAAC)- and bicyclic (alkyl)(amino)carbene
 (BICAAC)-derived glyoxal radical cations with excellent stability.
;
_journal_issue                   35
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5285
_journal_page_last               5288
_journal_paper_doi               10.1039/d3cc00200d
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C42 H62 N2 O2, B F4'
_chemical_formula_sum            'C42 H62 B F4 N2 O2'
_chemical_formula_weight         713.75
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2022-12-24
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-12-27 deposited with the CCDC.	2023-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                75.944(3)
_cell_angle_beta                 87.240(3)
_cell_angle_gamma                75.943(3)
_cell_formula_units_Z            2
_cell_length_a                   9.5562(5)
_cell_length_b                   12.4168(7)
_cell_length_c                   18.0018(9)
_cell_measurement_reflns_used    7569
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.32
_cell_volume                     2009.91(19)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      301.00
_diffrn_measured_fraction_theta_full 0.9999
_diffrn_measured_fraction_theta_max 0.9953
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1179
_diffrn_reflns_av_unetI/netI     0.0832
_diffrn_reflns_Laue_measured_fraction_full 0.9999
_diffrn_reflns_Laue_measured_fraction_max 0.9953
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            65169
_diffrn_reflns_point_group_measured_fraction_full 0.9999
_diffrn_reflns_point_group_measured_fraction_max 0.9953
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         1.74
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1445 before and 0.0756 after correction.
The Ratio of minimum to maximum transmission is 0.8946.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_description       block
_exptl_crystal_F_000             770
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.5661
_refine_diff_density_min         -0.4622
_refine_diff_density_rms         0.0981
_refine_ls_d_res_high            0.7477
_refine_ls_d_res_low             11.6971
_refine_ls_goodness_of_fit_ref   1.0506
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    90
_refine_ls_number_parameters     476
_refine_ls_number_reflns         10036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0506
_refine_ls_R_factor_all          0.1699
_refine_ls_R_factor_gt           0.0784
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1192P)^2^+0.5551P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2077
_refine_ls_wR_factor_ref         0.2669
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              16
_reflns_limit_k_min              -15
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                4670
_reflns_number_total             10036
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cc00200d2.cif
_cod_data_source_block           cdc_0m_a
_cod_depositor_comments
'Adding full bibliography for 7131511--7131512.cif.'
_cod_database_code               7131512
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C33(H33), C11(H11), C40(H40), C18(H18)
1.b Secondary CH2 refined with riding coordinates:
 C27(H27a,H27b), C4(H4a,H4b)
1.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C14(H14), C36(H36), C38(H38), C15(H15), C37(H37)
1.d Idealised Me refined as rotating group:
 C25(H25a,H25b,H25c), C26(H26a,H26b,H26c), C30(H30a,H30b,H30c), C29(H29a,H29b,
 H29c), C2(H2a,H2b,H2c), C41(H41a,H41b,H41c), C34(H34a,H34b,H34c), C12(H12a,
 H12b,H12c), C35(H35a,H35b,H35c), C42(H42a,H42b,H42c), C20(H20a,H20b,H20c),
 C3(H3a,H3b,H3c), C6(H6a,H6b,H6c), C19(H19a,H19b,H19c), C13(H13a,H13b,H13c),
 C7(H7a,H7b,H7c)
;
_olex2_submission_special_instructions 'No special instructions were received'