Oxo-functionalised mesoionic NHC nickel complexes for selective electrocatalytic reduction of CO2 to formate
Bertini, Simone; Rahaman, Motiar; Dutta, Abhijit; Schollhammer, Philippe; Rudnev, Alexander V.; Gloaguen, Fredric; Broekmann, Peter; Albrecht, Martin; Green Chemistry 23 (2021) 3365–3373; doi:10.1039/D1GC00388G

data_7242641
_publ_section_title
;
 Oxo-functionalised mesoionic NHC nickel complexes for selective
 electrocatalytic reduction of CO2 to formate
;
_journal_issue                   9
_journal_name_full               'Green Chemistry'
_journal_page_first              3365
_journal_page_last               3373
_journal_paper_doi               10.1039/D1GC00388G
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C30 H40 N6 Ni O2'
_chemical_formula_sum            'C30 H40 N6 Ni O2'
_chemical_formula_weight         575.39
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-15 deposited with the CCDC.	2021-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.0570(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0724(2)
_cell_length_b                   10.2682(2)
_cell_length_c                   24.5315(4)
_cell_measurement_reflns_used    6107
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      73.7140
_cell_measurement_theta_min      3.6760
_cell_volume                     2973.89(9)
_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 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00 -90.00   98
  2  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00-150.00   98
  3  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00-120.00   98
  4  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00 -60.00   98
  5  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00  30.00   98
  6  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00  90.00   98
  7  \w    -26.00  23.00   0.50    1.03    --   47.95 -19.00 150.00   98
  8  \w     35.00 102.00   0.50    4.13    --  107.11 -77.00  30.00  134
  9  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00 -60.00   66
 10  \w     35.00 110.00   0.50    4.13    --  107.11-102.00-149.00  150
 11  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00 -30.00   66
 12  \w     35.00 102.00   0.50    4.13    --  107.11 -77.00 -90.00  134
 13  \w     35.00 102.00   0.50    4.13    --  107.11 -77.00-120.00  134
 14  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00-150.00   66
 15  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00-120.00   66
 16  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00-180.00   66
 17  \w      5.00  83.00   0.50    1.03    --   47.95-102.00-149.00  156
 18  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00   0.00   66
 19  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00  30.00   66
 20  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00  90.00   66
 21  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00 120.00   66
 22  \w     35.00  68.00   0.50    4.13    --  107.11 -61.00  60.00   66
 23  \w     95.00 174.00   0.50    4.13    --  107.11  45.00 120.00  158
 24  \w    104.00 174.00   0.50    4.13    --  107.11 102.00 -46.00  140
 25  \w     92.00 174.00   0.50    4.13    --  107.11 125.00 120.00  164
 26  \w     95.00 174.00   0.50    4.13    --  107.11  30.00-120.00  158
 27  \w     26.00 120.00   0.50    1.03    --   47.95  77.00-180.00  188
 28  \w    -53.00  18.00   0.50    1.03    --  -18.75 102.00 -46.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0792916000
_diffrn_orient_matrix_UB_12      0.0199969000
_diffrn_orient_matrix_UB_13      0.0573153000
_diffrn_orient_matrix_UB_21      0.0198148000
_diffrn_orient_matrix_UB_22      0.1422471000
_diffrn_orient_matrix_UB_23      -0.0154998000
_diffrn_orient_matrix_UB_31      -0.1017349000
_diffrn_orient_matrix_UB_32      0.0432962000
_diffrn_orient_matrix_UB_33      0.0244521000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            14725
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.037
_diffrn_reflns_theta_min         3.685
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.228
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_description       needle
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3073
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0448
_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^)+(0.0781P)^2^+1.7383P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1225
_refine_ls_wR_factor_ref         0.1289
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2695
_reflns_number_total             3073
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1gc00388g2.cif
_cod_data_source_block           19MA083_SB653
_cod_depositor_comments
'Adding full bibliography for 7242639--7242644.cif.'
_cod_database_code               7242641
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c3h40n6Ni1O2
_shelx_estimated_absorpt_t_max   0.941
_shelx_estimated_absorpt_t_min   0.887
_diffrn_oxdiff_digest_frames
;
0109f7fa4619d9ba62b73721f59ed27b910203770e7
;
_diffrn_oxdiff_digest_hkl
;
01c4b3aded1ea84a1cdaa41015447d90639a5e
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C7(H7A,H7B,H7C), C18(H18A,H18B,H18C), C8(H8A,H8B,H8C)
;
_shelx_res_checksum              55709
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.340
_oxdiff_exptl_absorpt_empirical_full_min 0.696