# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2063584'
loop_
_audit_author_name
_audit_author_address
Wangguoming
;Qingdao University
China
;
_audit_update_record             
;
2021-02-18 deposited with the CCDC.	2021-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H48 N2 Ni O10'
_chemical_formula_sum            'C42 H48 N2 Ni O10'
_chemical_formula_weight         799.53

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2120(15)
_cell_length_b                   16.537(2)
_cell_length_c                   13.109(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.649(18)
_cell_angle_gamma                90
_cell_volume                     1913.3(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3364
_cell_measurement_theta_min      2.616
_cell_measurement_theta_max      25.008

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_F_000             844
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.569
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4106
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6541
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.616
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_full        25.008
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3364
_reflns_number_gt                2562
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0694P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3364
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.500000 1.000000 1.000000 0.03158(19) Uani 1 2 d S . P . .
C1 C 0.3347(3) 0.88161(16) 0.8368(3) 0.0614(10) Uani 1 1 d . . . . .
H1A H 0.305316 0.931056 0.796386 0.074 Uiso 1 1 calc R U . . .
H1B H 0.264778 0.873912 0.878982 0.074 Uiso 1 1 calc R U . . .
C2 C 0.3127(4) 0.81195(17) 0.7581(3) 0.0703(11) Uani 1 1 d . . . . .
H2A H 0.217691 0.818693 0.702817 0.084 Uiso 1 1 calc R U . . .
H2B H 0.394113 0.811861 0.724819 0.084 Uiso 1 1 calc R U . . .
C3 C 0.5380(4) 0.82657(17) 0.9899(4) 0.0817(15) Uani 1 1 d . . . . .
H3A H 0.486721 0.777054 0.960009 0.098 Uiso 1 1 calc R U . . .
H3B H 0.646171 0.818127 1.004116 0.098 Uiso 1 1 calc R U . . .
C4 C 0.5029(4) 0.84564(19) 1.0901(4) 0.0774(14) Uani 1 1 d . . . . .
H4A H 0.394005 0.846461 1.078068 0.093 Uiso 1 1 calc R U . . .
H4B H 0.545338 0.804387 1.142851 0.093 Uiso 1 1 calc R U . . .
C5 C 0.5962(4) 0.9088(2) 0.8505(3) 0.0798(12) Uani 1 1 d . . . . .
H5A H 0.552916 0.947334 0.794203 0.096 Uiso 1 1 calc R U . . .
H5B H 0.613702 0.858655 0.817499 0.096 Uiso 1 1 calc R U . . .
C6 C 0.7461(4) 0.9411(2) 0.9195(3) 0.0730(10) Uani 1 1 d . . . . .
H6A H 0.802987 0.898198 0.963762 0.088 Uiso 1 1 calc R U . . .
H6B H 0.805717 0.961912 0.875173 0.088 Uiso 1 1 calc R U . . .
C7 C 0.1512(3) 0.96828(16) 0.3813(2) 0.0469(7) Uani 1 1 d . . . . .
C8 C 0.0710(4) 1.03926(17) 0.3948(3) 0.0581(9) Uani 1 1 d . . . . .
H8 H -0.016989 1.053530 0.342453 0.070 Uiso 1 1 calc R U . . .
C9 C 0.1202(4) 1.0862(2) 0.4822(3) 0.0717(10) Uani 1 1 d . . . . .
H9 H 0.065283 1.132004 0.489128 0.086 Uiso 1 1 calc R U . . .
C10 C 0.2535(5) 1.0669(2) 0.5631(3) 0.0766(11) Uani 1 1 d . . . . .
H10 H 0.287092 1.100428 0.622193 0.092 Uiso 1 1 calc R U . . .
C11 C 0.3315(5) 1.0003(2) 0.5546(3) 0.0721(11) Uani 1 1 d . . . . .
H11 H 0.418589 0.987669 0.608740 0.087 Uiso 1 1 calc R U . . .
C12 C 0.2846(3) 0.94847(19) 0.4651(3) 0.0568(8) Uani 1 1 d . . . . .
C13 C 0.3646(3) 0.8795(2) 0.4545(3) 0.0628(9) Uani 1 1 d . . . . .
H13 H 0.450315 0.865975 0.509314 0.075 Uiso 1 1 calc R U . . .
C14 C 0.3226(3) 0.83013(18) 0.3661(3) 0.0542(8) Uani 1 1 d . . . . .
C15 C 0.4066(3) 0.7605(2) 0.3535(3) 0.0660(10) Uani 1 1 d . . . . .
H15 H 0.493393 0.747054 0.407418 0.079 Uiso 1 1 calc R U . . .
C16 C 0.3649(4) 0.7136(2) 0.2667(4) 0.0696(10) Uani 1 1 d . . . . .
H16 H 0.421793 0.668082 0.261604 0.083 Uiso 1 1 calc R U . . .
C17 C 0.2352(4) 0.73305(19) 0.1832(3) 0.0619(9) Uani 1 1 d . . . . .
H17 H 0.207924 0.700972 0.122422 0.074 Uiso 1 1 calc R U . . .
C18 C 0.1488(3) 0.79882(16) 0.1908(3) 0.0516(8) Uani 1 1 d . . . . .
H18 H 0.062734 0.810530 0.135342 0.062 Uiso 1 1 calc R U . . .
C19 C 0.1883(3) 0.84929(15) 0.2817(2) 0.0450(7) Uani 1 1 d . . . . .
C20 C 0.1053(3) 0.91841(14) 0.2929(2) 0.0408(7) Uani 1 1 d . . . . .
C21 C -0.0406(3) 0.93772(15) 0.2066(2) 0.0429(7) Uani 1 1 d . . . . .
N1 N 0.4882(3) 0.89420(13) 0.9114(2) 0.0523(7) Uani 1 1 d . . . . .
O1 O 0.3117(3) 0.73889(13) 0.8105(2) 0.0902(9) Uani 1 1 d . . . . .
H1 H 0.301232 0.701549 0.767881 0.135 Uiso 1 1 calc R U . . .
O2 O 0.5657(2) 0.92316(11) 1.12857(18) 0.0501(6) Uani 1 1 d . . . . .
H2 H 0.659(4) 0.916(2) 1.157(3) 0.094(14) Uiso 1 1 d . . . . .
O3 O 0.7149(2) 1.00460(10) 0.98502(18) 0.0402(5) Uani 1 1 d . . . . .
H3 H 0.784(4) 1.0085(17) 1.033(3) 0.058(11) Uiso 1 1 d . . . . .
O4 O -0.1478(2) 0.88908(11) 0.19632(18) 0.0566(6) Uani 1 1 d . . . . .
O5 O -0.0467(2) 0.99983(9) 0.15212(19) 0.0503(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 O3 2.046(2) 3_677 ?
Ni1 O3 2.046(2) . ?
Ni1 O2 2.0584(19) 3_677 ?
Ni1 O2 2.0584(19) . ?
Ni1 N1 2.086(2) . ?
Ni1 N1 2.086(2) 3_677 ?
C1 N1 1.485(3) . ?
C1 C2 1.521(4) . ?
C2 O1 1.391(4) . ?
C3 C4 1.475(6) . ?
C3 N1 1.500(4) . ?
C4 O2 1.437(4) . ?
C5 N1 1.463(5) . ?
C5 C6 1.515(4) . ?
C6 O3 1.436(4) . ?
C7 C20 1.386(4) . ?
C7 C8 1.425(4) . ?
C7 C12 1.432(4) . ?
C8 C9 1.350(5) . ?
C9 C10 1.410(5) . ?
C10 C11 1.337(5) . ?
C11 C12 1.417(5) . ?
C12 C13 1.386(5) . ?
C13 C14 1.379(5) . ?
C14 C15 1.424(4) . ?
C14 C19 1.439(4) . ?
C15 C16 1.339(5) . ?
C16 C17 1.408(5) . ?
C17 C18 1.368(4) . ?
C18 C19 1.414(4) . ?
C19 C20 1.406(4) . ?
C20 C21 1.522(3) . ?
C21 O5 1.243(3) . ?
C21 O4 1.250(3) . ?

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
O3 Ni1 O3 180.0 3_677 . ?
O3 Ni1 O2 92.07(8) 3_677 3_677 ?
O3 Ni1 O2 87.93(8) . 3_677 ?
O3 Ni1 O2 87.93(8) 3_677 . ?
O3 Ni1 O2 92.07(8) . . ?
O2 Ni1 O2 180.0 3_677 . ?
O3 Ni1 N1 97.17(9) 3_677 . ?
O3 Ni1 N1 82.83(9) . . ?
O2 Ni1 N1 96.07(10) 3_677 . ?
O2 Ni1 N1 83.93(10) . . ?
O3 Ni1 N1 82.83(9) 3_677 3_677 ?
O3 Ni1 N1 97.17(9) . 3_677 ?
O2 Ni1 N1 83.93(10) 3_677 3_677 ?
O2 Ni1 N1 96.07(10) . 3_677 ?
N1 Ni1 N1 180.0 . 3_677 ?
N1 C1 C2 118.0(2) . . ?
O1 C2 C1 110.0(3) . . ?
C4 C3 N1 110.5(3) . . ?
O2 C4 C3 109.5(3) . . ?
N1 C5 C6 112.2(3) . . ?
O3 C6 C5 108.1(3) . . ?
C20 C7 C8 123.3(3) . . ?
C20 C7 C12 119.6(3) . . ?
C8 C7 C12 117.0(3) . . ?
C9 C8 C7 121.3(3) . . ?
C8 C9 C10 121.1(4) . . ?
C11 C10 C9 119.7(4) . . ?
C10 C11 C12 121.6(4) . . ?
C13 C12 C11 122.4(3) . . ?
C13 C12 C7 118.4(3) . . ?
C11 C12 C7 119.2(3) . . ?
C14 C13 C12 122.8(3) . . ?
C13 C14 C15 123.1(3) . . ?
C13 C14 C19 119.2(3) . . ?
C15 C14 C19 117.7(3) . . ?
C16 C15 C14 122.3(3) . . ?
C15 C16 C17 120.1(3) . . ?
C18 C17 C16 120.5(3) . . ?
C17 C18 C19 121.1(3) . . ?
C20 C19 C18 123.5(2) . . ?
C20 C19 C14 118.2(3) . . ?
C18 C19 C14 118.3(3) . . ?
C7 C20 C19 121.7(2) . . ?
C7 C20 C21 119.3(2) . . ?
C19 C20 C21 118.9(2) . . ?
O5 C21 O4 124.4(2) . . ?
O5 C21 C20 119.0(2) . . ?
O4 C21 C20 116.6(2) . . ?
C5 N1 C1 109.4(3) . . ?
C5 N1 C3 112.0(3) . . ?
C1 N1 C3 113.2(2) . . ?
C5 N1 Ni1 103.31(18) . . ?
C1 N1 Ni1 111.85(17) . . ?
C3 N1 Ni1 106.7(2) . . ?
C4 O2 Ni1 105.62(19) . . ?
C6 O3 Ni1 113.24(18) . . ?

_refine_diff_density_max         0.504
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.066

