A mesoionic carbene stabilized nickel(II) hydroxide complex: a facile precursor for C-H activation chemistry.
Pavun, Anna; Niess, Raffael; Scheibel, Lucas A.; Seidl, Michael; Hohloch, Stephan; Dalton transactions (Cambridge, England : 2003) 53 (2024) 2749–2761; doi:10.1039/d3dt03746k

data_7714918
_publ_section_title
;
 A mesoionic carbene stabilized nickel(II) hydroxide complex: a facile
 precursor for C-H activation chemistry.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2749
_journal_page_last               2761
_journal_paper_doi               10.1039/d3dt03746k
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C38 H39 F4 N7 Ni, 0.8[C6H6]'
_chemical_formula_sum            'C42.8 H43.8 F4 N7 Ni'
_chemical_formula_weight         790.96
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-20
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-09-21 deposited with the CCDC.	2024-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                77.464(4)
_cell_angle_beta                 79.327(5)
_cell_angle_gamma                85.883(5)
_cell_formula_units_Z            2
_cell_length_a                   7.8623(11)
_cell_length_b                   14.8825(18)
_cell_length_c                   17.700(2)
_cell_measurement_reflns_used    5402
_cell_measurement_temperature    153.00
_cell_measurement_theta_max      21.759
_cell_measurement_theta_min      2.394
_cell_volume                     1985.7(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      153.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Quest, Photon III'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1240
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            79172
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.107
_diffrn_reflns_theta_max         25.107
_diffrn_reflns_theta_min         2.024
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.547
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1499 before and 0.0539 after correction.
The Ratio of minimum to maximum transmission is 0.8535.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       plate
_exptl_crystal_F_000             827
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.245
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         7072
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0741
_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/[\s^2^(Fo^2^)+(0.1362P)^2^+1.6547P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1979
_refine_ls_wR_factor_ref         0.2194
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5113
_reflns_number_total             7072
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt03746k2.cif
_cod_data_source_block           sh_328n_0m
_cod_depositor_comments
'Adding full bibliography for 7714908--7714920.cif.'
_cod_original_formula_sum        'C42.80 H43.80 F4 N7 Ni'
_cod_database_code               7714918
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.922
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12-C10 \\sim C12-C10A
 with sigma of 0.02
 C6-C8 \\sim C6-C8A
 with sigma of 0.02
 C8-C10 \\sim C8A-C10A
 with sigma of 0.02
 C12-C8 \\sim C12-C8A
 with sigma of 0.04
 C6-C10 \\sim C6-C10A
 with sigma of 0.04
 C5-C7 \\sim C5-C7A
 with sigma of 0.02
 C11-C9 \\sim C11-C9A
 with sigma of 0.02
 C7-C9 \\sim C7A-C9A
 with sigma of 0.02
 C5-C9 \\sim C5-C9A
 with sigma of 0.04
 C11-C7 \\sim C11-C7A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C8A) \\sim Ueq, Uanis(C8) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
4. Others
 Sof(H12C)=Sof(H12D)=Sof(H6BC)=Sof(H6BD)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=
 Sof(C10A)=Sof(H10C)=Sof(H10D)=1-FVAR(1)
 Sof(H12A)=Sof(H12B)=Sof(H6AA)=Sof(H6AB)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C10)=
 Sof(H10A)=Sof(H10B)=FVAR(1)
 Sof(H5BC)=Sof(H5BD)=Sof(H11C)=Sof(H11D)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C9A)=
 Sof(H9AA)=Sof(H9AB)=1-FVAR(2)
 Sof(H5AA)=Sof(H5AB)=Sof(H11A)=Sof(H11B)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C9)=
 Sof(H9A)=Sof(H9B)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C12(H12C,H12D), C6(H6AA,H6AB), C6(H6BC,H6BD), C5(H5AA,H5AB),
 C5(H5BC,H5BD), C11(H11A,H11B), C11(H11C,H11D), C8(H8A,H8B), C7(H7A,H7B),
 C10(H10A,H10B), C9(H9A,H9B), C8A(H8AA,H8AB), C10A(H10C,H10D), C7A(H7AA,H7AB),
 C9A(H9AA,H9AB)
5.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C43(H43), C17(H17), C22(H22), C20(H20)
5.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C31(H31A,H31B,
 H31C), C32(H32A,H32B,H32C), C30(H30A,H30B,H30C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              48453
_shelx_hkl_checksum              58091
_shelx_fab_checksum              11942
_olex2_submission_special_instructions 'No special instructions were received'