#------------------------------------------------------------------------------
#$Date: 2021-10-30 00:59:31 +0200 (Sat 30 de Oct de 2021) $
#$Revision: 270170 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/86/7708652.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_7708652
loop_
_publ_author_name
'Watt, Fabian A.'
'Sieland, Benedikt'
'Dickmann, Nicole'
'Schoch, Roland'
'Herbst-Irmer, Regine'
'Ott, Holger'
'Paradies, Jan'
'Kuckling, Dirk'
'Hohloch, Stephan'
_publ_section_title
;
 Coupling of CO2 and Epoxides Catalysed by Novel N-Fused Mesoionic Carbene
 Complexes of Nickel(II)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03311E
_journal_year                    2021
_chemical_formula_moiety         'C32 H37 N7 Ni O2, H2 O'
_chemical_formula_sum            'C32 H39 N7 Ni O3'
_chemical_formula_weight         628.41
_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   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-09-29 deposited with the CCDC.	2021-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                104.37(3)
_cell_angle_beta                 98.75(2)
_cell_angle_gamma                92.59(2)
_cell_formula_units_Z            2
_cell_length_a                   7.126(2)
_cell_length_b                   14.133(3)
_cell_length_c                   15.931(3)
_cell_measurement_reflns_used    6191
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.056
_cell_measurement_theta_min      2.678
_cell_volume                     1530.4(7)
_computing_cell_refinement       'SAINT V8.38A'
_computing_data_collection       'APEX2 v2012.2'
_computing_data_reduction        'SAINT V8.38A'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
'SHELXT(G.M.Sheldrick,Acta Cryst.(2015)A71,3-8)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Smart APEX II Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25007
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.158
_diffrn_reflns_theta_min         1.493
_diffrn_source                   'BRUKER Rotating Anode'
_exptl_absorpt_coefficient_mu    0.679
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.092
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0502P)²+0.6485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1017
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5338
_reflns_number_total             6766
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt03311e2.cif
_cod_data_source_block           4a
_cod_original_cell_volume        1530.4(6)
_cod_database_code               7708652
_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.
;
_shelx_estimated_absorpt_t_min   0.909
_shelx_estimated_absorpt_t_max   0.940
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Ni1 Ni 0.74719(4) 0.74317(2) 0.47898(2) 0.01285(9) Uani 1 1 d . . . . .
O1 O 0.7583(2) 0.77135(10) 0.60140(10) 0.0160(3) Uani 1 1 d . . . . .
O2 O 0.4428(2) 0.77672(11) 0.59117(10) 0.0201(3) Uani 1 1 d . . . . .
N2 N 0.7638(2) 0.92861(12) 0.42083(12) 0.0138(4) Uani 1 1 d . . . . .
N1 N 0.7531(2) 0.52621(12) 0.40700(12) 0.0135(4) Uani 1 1 d . . . . .
N4 N 0.7685(2) 1.02769(13) 0.44303(12) 0.0160(4) Uani 1 1 d . . . . .
N3 N 0.7590(3) 0.43736(13) 0.42381(12) 0.0162(4) Uani 1 1 d . . . . .
N6 N 0.7541(2) 1.04531(12) 0.52646(12) 0.0147(4) Uani 1 1 d . . . . .
N5 N 0.7561(2) 0.46038(13) 0.50859(12) 0.0145(4) Uani 1 1 d . . . . .
N10 N 0.7569(2) 0.71445(12) 0.35979(12) 0.0141(4) Uani 1 1 d . . . . .
C2 C 0.7478(3) 0.88293(15) 0.48763(14) 0.0141(4) Uani 1 1 d . . . . .
C1 C 0.7471(3) 0.60528(15) 0.47850(14) 0.0138(4) Uani 1 1 d . . . . .
C4 C 0.7404(3) 0.96534(15) 0.55717(14) 0.0143(4) Uani 1 1 d . . . . .
C3 C 0.7489(3) 0.55694(15) 0.54509(15) 0.0149(4) Uani 1 1 d . . . . .
C6 C 0.7178(3) 0.99671(15) 0.65161(15) 0.0185(5) Uani 1 1 d . . . . .
H6A H 0.817954 0.972288 0.689098 0.022 Uiso 1 1 calc R U . . .
H6AB H 0.591296 0.972168 0.659828 0.022 Uiso 1 1 calc R U . . .
C5 C 0.7498(3) 0.57219(16) 0.64173(14) 0.0177(5) Uani 1 1 d . . . . .
H5A H 0.636150 0.604492 0.659204 0.021 Uiso 1 1 calc R U . . .
H5B H 0.865759 0.612861 0.676478 0.021 Uiso 1 1 calc R U . . .
C8 C 0.7382(3) 1.11139(15) 0.67411(14) 0.0179(5) Uani 1 1 d . . . . .
H8A H 0.627460 1.138118 0.699737 0.021 Uiso 1 1 calc R U . . .
H8AB H 0.855484 1.137659 0.717285 0.021 Uiso 1 1 calc R U . . .
C7 C 0.7467(3) 0.46666(15) 0.65531(15) 0.0178(5) Uani 1 1 d . . . . .
H7A H 0.854330 0.462497 0.701136 0.021 Uiso 1 1 calc R U . . .
H7B H 0.626254 0.450056 0.674392 0.021 Uiso 1 1 calc R U . . .
C10 C 0.7478(3) 1.14069(15) 0.58806(15) 0.0180(5) Uani 1 1 d . . . . .
H10A H 0.633722 1.173167 0.570235 0.022 Uiso 1 1 calc R U . . .
H10B H 0.863585 1.184580 0.593258 0.022 Uiso 1 1 calc R U . . .
C9 C 0.7635(3) 0.39512(16) 0.56739(14) 0.0177(5) Uani 1 1 d . . . . .
H9A H 0.885268 0.364134 0.570947 0.021 Uiso 1 1 calc R U . . .
H9B H 0.656128 0.343402 0.548260 0.021 Uiso 1 1 calc R U . . .
C11 C 0.7602(3) 0.62290(15) 0.30233(14) 0.0140(4) Uani 1 1 d . . . . .
C16 C 0.7568(3) 0.53055(15) 0.31886(14) 0.0151(4) Uani 1 1 d . . . . .
C15 C 0.7627(3) 0.44663(15) 0.25126(15) 0.0167(4) Uani 1 1 d . . . . .
H15 H 0.759251 0.384206 0.263540 0.020 Uiso 1 1 calc R U . . .
C14 C 0.7738(3) 0.45287(16) 0.16549(15) 0.0187(5) Uani 1 1 d . . . . .
C13 C 0.7777(3) 0.54563(16) 0.14900(15) 0.0182(5) Uani 1 1 d . . . . .
H13 H 0.786078 0.551707 0.091589 0.022 Uiso 1 1 calc R U . . .
C12 C 0.7695(3) 0.62875(16) 0.21593(14) 0.0163(4) Uani 1 1 d . . . . .
C18 C 0.7728(3) 0.73177(15) 0.21956(14) 0.0156(4) Uani 1 1 d . . . . .
C19 C 0.7783(3) 0.78429(15) 0.15668(14) 0.0167(4) Uani 1 1 d . . . . .
H19 H 0.781719 0.750651 0.097446 0.020 Uiso 1 1 calc R U . . .
C20 C 0.7787(3) 0.88593(16) 0.18022(14) 0.0161(4) Uani 1 1 d . . . . .
C21 C 0.7759(3) 0.93385(16) 0.26882(15) 0.0163(4) Uani 1 1 d . . . . .
H21 H 0.778114 1.003301 0.285910 0.020 Uiso 1 1 calc R U . . .
C22 C 0.7701(3) 0.88138(15) 0.33164(14) 0.0143(4) Uani 1 1 d . . . . .
C17 C 0.7657(3) 0.77923(15) 0.30776(14) 0.0142(4) Uani 1 1 d . . . . .
C23 C 0.7884(4) 0.36335(16) 0.09029(16) 0.0257(5) Uani 1 1 d . . . . .
C24 C 0.9834(5) 0.3722(2) 0.0629(2) 0.0554(10) Uani 1 1 d . . . . .
H24A H 0.990341 0.318417 0.011379 0.083 Uiso 1 1 calc R U . . .
H24B H 1.083277 0.368951 0.111449 0.083 Uiso 1 1 calc R U . . .
H24C H 1.001676 0.435034 0.048271 0.083 Uiso 1 1 calc R U . . .
C25 C 0.6328(6) 0.3612(2) 0.01110(19) 0.0536(9) Uani 1 1 d . . . . .
H25A H 0.651432 0.420723 -0.008836 0.080 Uiso 1 1 calc R U . . .
H25B H 0.507093 0.358172 0.028592 0.080 Uiso 1 1 calc R U . . .
H25C H 0.640906 0.303500 -0.036807 0.080 Uiso 1 1 calc R U . . .
C26 C 0.7634(5) 0.26725(17) 0.11496(17) 0.0361(7) Uani 1 1 d . . . . .
H26A H 0.636829 0.260164 0.130751 0.054 Uiso 1 1 calc R U . . .
H26B H 0.861217 0.266658 0.165194 0.054 Uiso 1 1 calc R U . . .
H26C H 0.776010 0.212767 0.064890 0.054 Uiso 1 1 calc R U . . .
C27 C 0.7794(3) 0.94707(16) 0.11323(14) 0.0180(5) Uani 1 1 d . . . . .
C28 C 0.7617(4) 0.88264(17) 0.01949(15) 0.0236(5) Uani 1 1 d . . . . .
H28A H 0.643409 0.839474 0.004739 0.035 Uiso 1 1 calc R U . . .
H28B H 0.870718 0.842877 0.015075 0.035 Uiso 1 1 calc R U . . .
H28C H 0.759758 0.924233 -0.021490 0.035 Uiso 1 1 calc R U . . .
C29 C 0.6112(3) 1.01129(17) 0.11826(16) 0.0233(5) Uani 1 1 d . . . . .
H29A H 0.606194 1.047631 0.073087 0.035 Uiso 1 1 calc R U . . .
H29B H 0.627961 1.057608 0.176460 0.035 Uiso 1 1 calc R U . . .
H29C H 0.492093 0.969613 0.108453 0.035 Uiso 1 1 calc R U . . .
C30 C 0.9637(3) 1.01453(17) 0.13481(16) 0.0249(5) Uani 1 1 d . . . . .
H30A H 1.073191 0.974943 0.133491 0.037 Uiso 1 1 calc R U . . .
H30B H 0.972686 1.059044 0.193507 0.037 Uiso 1 1 calc R U . . .
H30C H 0.963473 1.052836 0.091265 0.037 Uiso 1 1 calc R U . . .
C100 C 0.6032(3) 0.78055(15) 0.63468(15) 0.0166(4) Uani 1 1 d . . . . .
C101 C 0.6298(3) 0.79781(17) 0.73367(15) 0.0213(5) Uani 1 1 d . . . . .
H10C H 0.534636 0.755578 0.748877 0.032 Uiso 1 1 calc R U . . .
H10D H 0.614176 0.866639 0.760672 0.032 Uiso 1 1 calc R U . . .
H10E H 0.757919 0.782385 0.755477 0.032 Uiso 1 1 calc R U . . .
O100 O 0.1447(3) 0.80039(14) 0.69158(12) 0.0275(4) Uani 1 1 d . . . . .
H41A H 0.032(4) 0.7893(19) 0.6597(18) 0.029(8) Uiso 1 1 d . . . . .
H41B H 0.205(4) 0.793(2) 0.653(2) 0.039(9) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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
N10 Ni1 O1 175.44(7) . . ?
N10 Ni1 C2 91.98(9) . . ?
O1 Ni1 C2 88.80(8) . . ?
N10 Ni1 C1 91.71(9) . . ?
O1 Ni1 C1 87.50(8) . . ?
C2 Ni1 C1 176.30(9) . . ?
C100 O1 Ni1 120.19(14) . . ?
N4 N2 C2 116.35(17) . . ?
N4 N2 C22 117.24(17) . . ?
C2 N2 C22 126.38(17) . . ?
N3 N1 C1 116.24(17) . . ?
N3 N1 C16 117.41(17) . . ?
C1 N1 C16 126.35(17) . . ?
N6 N4 N2 100.92(16) . . ?
N5 N3 N1 101.15(16) . . ?
N4 N6 C4 115.01(17) . . ?
N4 N6 C10 127.56(17) . . ?
C4 N6 C10 117.41(18) . . ?
N3 N5 C3 114.70(17) . . ?
N3 N5 C9 128.15(17) . . ?
C3 N5 C9 117.14(18) . . ?
C17 N10 C11 104.08(17) . . ?
C17 N10 Ni1 128.00(14) . . ?
C11 N10 Ni1 127.91(14) . . ?
N2 C2 C4 99.89(17) . . ?
N2 C2 Ni1 126.70(15) . . ?
C4 C2 Ni1 133.38(16) . . ?
N1 C1 C3 100.27(17) . . ?
N1 C1 Ni1 127.19(15) . . ?
C3 C1 Ni1 132.50(16) . . ?
N6 C4 C2 107.82(19) . . ?
N6 C4 C6 108.79(18) . . ?
C2 C4 C6 143.36(19) . . ?
N5 C3 C1 107.65(19) . . ?
N5 C3 C5 108.67(18) . . ?
C1 C3 C5 143.66(19) . . ?
C4 C6 C8 104.20(17) . . ?
C3 C5 C7 104.25(17) . . ?
C10 C8 C6 107.48(17) . . ?
C9 C7 C5 107.92(17) . . ?
N6 C10 C8 101.67(17) . . ?
N5 C9 C7 101.72(17) . . ?
N10 C11 C16 129.42(19) . . ?
N10 C11 C12 112.46(18) . . ?
C16 C11 C12 118.12(19) . . ?
C11 C16 C15 120.5(2) . . ?
C11 C16 N1 117.39(19) . . ?
C15 C16 N1 122.11(19) . . ?
C16 C15 C14 121.22(19) . . ?
C13 C14 C15 118.3(2) . . ?
C13 C14 C23 118.7(2) . . ?
C15 C14 C23 123.0(2) . . ?
C12 C13 C14 120.4(2) . . ?
C13 C12 C11 121.5(2) . . ?
C13 C12 C18 133.2(2) . . ?
C11 C12 C18 105.35(18) . . ?
C19 C18 C17 121.36(19) . . ?
C19 C18 C12 133.3(2) . . ?
C17 C18 C12 105.35(18) . . ?
C18 C19 C20 120.2(2) . . ?
C19 C20 C21 118.6(2) . . ?
C19 C20 C27 122.4(2) . . ?
C21 C20 C27 119.05(19) . . ?
C22 C21 C20 121.22(19) . . ?
C21 C22 C17 120.3(2) . . ?
C21 C22 N2 121.80(18) . . ?
C17 C22 N2 117.92(19) . . ?
N10 C17 C22 128.9(2) . . ?
N10 C17 C18 112.77(18) . . ?
C22 C17 C18 118.33(19) . . ?
C26 C23 C24 109.1(2) . . ?
C26 C23 C14 113.0(2) . . ?
C24 C23 C14 108.7(2) . . ?
C26 C23 C25 107.9(2) . . ?
C24 C23 C25 108.8(3) . . ?
C14 C23 C25 109.4(2) . . ?
C28 C27 C30 108.75(19) . . ?
C28 C27 C20 111.87(18) . . ?
C30 C27 C20 110.06(18) . . ?
C28 C27 C29 108.81(19) . . ?
C30 C27 C29 108.20(18) . . ?
C20 C27 C29 109.07(18) . . ?
O2 C100 O1 124.2(2) . . ?
O2 C100 C101 120.61(19) . . ?
O1 C100 C101 115.22(19) . . ?
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
Ni1 N10 1.8535(18) . ?
Ni1 O1 1.8796(16) . ?
Ni1 C2 1.945(2) . ?
Ni1 C1 1.947(2) . ?
O1 C100 1.295(3) . ?
O2 C100 1.235(3) . ?
N2 N4 1.354(2) . ?
N2 C2 1.391(3) . ?
N2 C22 1.420(3) . ?
N1 N3 1.348(2) . ?
N1 C1 1.391(3) . ?
N1 C16 1.425(3) . ?
N4 N6 1.311(2) . ?
N3 N5 1.312(2) . ?
N6 C4 1.344(3) . ?
N6 C10 1.464(3) . ?
N5 C3 1.351(3) . ?
N5 C9 1.466(3) . ?
N10 C17 1.384(3) . ?
N10 C11 1.391(3) . ?
C2 C4 1.403(3) . ?
C1 C3 1.396(3) . ?
C4 C6 1.495(3) . ?
C3 C5 1.500(3) . ?
C6 C8 1.566(3) . ?
C5 C7 1.559(3) . ?
C8 C10 1.537(3) . ?
C7 C9 1.535(3) . ?
C11 C16 1.394(3) . ?
C11 C12 1.411(3) . ?
C16 C15 1.397(3) . ?
C15 C14 1.405(3) . ?
C14 C13 1.399(3) . ?
C14 C23 1.531(3) . ?
C13 C12 1.387(3) . ?
C12 C18 1.442(3) . ?
C18 C19 1.391(3) . ?
C18 C17 1.408(3) . ?
C19 C20 1.391(3) . ?
C20 C21 1.409(3) . ?
C20 C27 1.531(3) . ?
C21 C22 1.390(3) . ?
C22 C17 1.396(3) . ?
C23 C26 1.515(3) . ?
C23 C24 1.527(4) . ?
C23 C25 1.541(4) . ?
C27 C28 1.527(3) . ?
C27 C30 1.530(3) . ?
C27 C29 1.535(3) . ?
C100 C101 1.515(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C9 H9B O2 0.99 2.42 3.153(3) 130.4 2_666 yes
O100 H41A O1 0.87(3) 2.01(3) 2.866(3) 172(3) 1_455 yes
O100 H41B O2 0.79(3) 2.08(3) 2.831(3) 159(3) . yes
