# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_1A_32010102_0m
_database_code_depnum_ccdc_archive 'CCDC 2227433'
loop_
_audit_author_name
_audit_author_address
'Ana alagobla'
;Universida de La Laguna
Spain
;
_audit_update_record             
;
2022-12-19 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H23 N2 Ni0.50 O7'
_chemical_formula_weight         408.74

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'
Ni Ni 0.3393 1.1124 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   7.8959(7)
_cell_length_b                   9.1120(7)
_cell_length_c                   13.1382(11)
_cell_angle_alpha                93.469(5)
_cell_angle_beta                 94.076(4)
_cell_angle_gamma                101.046(4)
_cell_volume                     922.74(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6120
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      26.39

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_F_000             430
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.086
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.022
_exptl_absorpt_coefficient_mu    0.601
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6773
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23596
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.638
_diffrn_reflns_theta_max         26.538
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3819
_reflns_number_gt                3185
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0496P)²+3.2996P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3819
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1465
_refine_ls_wR_factor_gt          0.1387
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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 0.000000 0.000000 0.000000 0.01043(19) Uani 1 2 d S . P . .
O1 O 0.1841(3) 0.1180(3) -0.07733(17) 0.0128(5) Uani 1 1 d . . . . .
O1W O -0.0445(3) 0.1940(3) 0.07081(19) 0.0152(5) Uani 1 1 d . . . . .
O2 O 0.7801(3) 0.6271(3) -0.1896(2) 0.0184(6) Uani 1 1 d . . . . .
O3 O -0.0625(6) -0.5016(5) 0.4012(4) 0.0699(14) Uani 1 1 d . . . . .
H3OA H -0.022089 -0.487539 0.462711 0.084 Uiso 0.5 1 calc R U P A 1
H30B H -0.169811 -0.517142 0.385746 0.084 Uiso 0.5 1 calc R U P B 2
N2 N 0.2337(4) 0.0080(3) 0.0995(2) 0.0128(6) Uani 1 1 d . . . . .
N1 N 0.3638(4) 0.1133(3) 0.0624(2) 0.0135(6) Uani 1 1 d . . . . .
C14 C 0.2298(6) -0.1649(5) 0.3412(3) 0.0273(9) Uani 1 1 d . . . . .
H14 H 0.320024 -0.089527 0.374463 0.033 Uiso 1 1 calc R U . . .
C5 C 0.6755(4) 0.5087(4) -0.1534(3) 0.0145(7) Uani 1 1 d . . . . .
C13 C 0.1487(6) -0.2774(5) 0.3966(3) 0.0370(11) Uani 1 1 d . . . . .
H13 H 0.181511 -0.278892 0.467487 0.044 Uiso 1 1 calc R U . . .
C1 C 0.3293(4) 0.1633(4) -0.0286(2) 0.0119(7) Uani 1 1 d . . . . .
C2 C 0.4610(4) 0.2753(4) -0.0716(3) 0.0117(7) Uani 1 1 d . . . . .
C4 C 0.5296(4) 0.4285(4) -0.2121(3) 0.0162(7) Uani 1 1 d . . . . .
H4 H 0.502561 0.453457 -0.279725 0.019 Uiso 1 1 calc R U . . .
C7 C 0.6104(4) 0.3534(4) -0.0143(3) 0.0145(7) Uani 1 1 d . . . . .
H7 H 0.638587 0.327340 0.052884 0.017 Uiso 1 1 calc R U . . .
C3 C 0.4244(4) 0.3116(4) -0.1703(3) 0.0160(7) Uani 1 1 d . . . . .
H3 H 0.325454 0.255515 -0.210149 0.019 Uiso 1 1 calc R U . . .
C8 C 0.2813(5) -0.0405(4) 0.1846(3) 0.0171(7) Uani 1 1 d . . . . .
H8 H 0.392194 0.006066 0.216150 0.021 Uiso 1 1 calc R U . . .
C9 C 0.1826(5) -0.1591(4) 0.2373(3) 0.0182(7) Uani 1 1 d . . . . .
C6 C 0.7173(4) 0.4691(4) -0.0561(3) 0.0158(7) Uani 1 1 d . . . . .
H6 H 0.819797 0.521512 -0.017682 0.019 Uiso 1 1 calc R U . . .
C10 C 0.0549(5) -0.2736(4) 0.1889(3) 0.0221(8) Uani 1 1 d . . . . .
H10 H 0.023505 -0.273628 0.117719 0.027 Uiso 1 1 calc R U . . .
C12 C 0.0176(6) -0.3893(5) 0.3475(4) 0.0370(12) Uani 1 1 d . . . . .
C11 C -0.0269(5) -0.3877(5) 0.2440(4) 0.0301(10) Uani 1 1 d . . . . .
H11 H -0.114110 -0.465371 0.210367 0.036 Uiso 1 1 calc R U . . .
O1A O 0.6818(3) 0.1677(3) 0.18663(18) 0.0184(6) Uani 1 1 d . . . . .
O2A1 O 0.6054(6) 0.1284(6) 0.3435(4) 0.0203(11) Uani 0.5 1 d . . P . .
O2A2 O 0.7087(7) 0.3041(6) 0.3392(4) 0.0248(12) Uani 0.5 1 d . . P . .
C1A1 C 0.7305(7) 0.1696(10) 0.2769(3) 0.071(2) Uani 1 1 d . . . . .
C2A1 C 0.8881(5) 0.1122(5) 0.3119(3) 0.0291(10) Uani 1 1 d . . . . .
H2A1 H 0.900254 0.027495 0.265244 0.044 Uiso 1 1 calc R U . . .
H2A2 H 0.876824 0.079134 0.381146 0.044 Uiso 1 1 calc R U . . .
H2A3 H 0.990624 0.192292 0.312337 0.044 Uiso 1 1 calc R U . . .
O1E O 0.3528(4) 0.2656(3) 0.3454(2) 0.0272(6) Uani 1 1 d . . . . .
C2E C 0.3339(7) 0.3217(5) 0.4452(4) 0.0421(12) Uani 1 1 d . . . . .
H2E1 H 0.231287 0.369418 0.443302 0.050 Uiso 1 1 calc R U . . .
H2E2 H 0.436566 0.400494 0.468165 0.050 Uiso 1 1 calc R U . . .
C3E C 0.3141(9) 0.2087(8) 0.5208(4) 0.0590(17) Uani 1 1 d . . . . .
H3E1 H 0.301716 0.256687 0.587911 0.088 Uiso 0.5 1 calc R U P . .
H3E2 H 0.210820 0.131354 0.500026 0.088 Uiso 0.5 1 calc R U P . .
H3E3 H 0.416474 0.162487 0.524935 0.088 Uiso 0.5 1 calc R U P . .
H3E4 H 0.317624 0.110332 0.487337 0.088 Uiso 0.5 1 calc R U P . .
H3E5 H 0.408520 0.235665 0.575221 0.088 Uiso 0.5 1 calc R U P . .
H3E6 H 0.202866 0.204532 0.550313 0.088 Uiso 0.5 1 calc R U P . .
H1 H 0.461(6) 0.141(5) 0.099(3) 0.018(10) Uiso 1 1 d . . . . .
H2 H 0.733(6) 0.658(5) -0.243(4) 0.027 Uiso 1 1 d . U . . .
H1E H 0.449(8) 0.250(7) 0.341(5) 0.060(19) Uiso 1 1 d . . . . .
H1W H 0.036(7) 0.256(6) 0.112(4) 0.048(15) Uiso 1 1 d . . . . .
H2W H -0.132(8) 0.185(7) 0.107(5) 0.062(18) Uiso 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 O1 2.011(2) 2 ?
Ni1 O1 2.011(2) . ?
Ni1 O1W 2.049(3) 2 ?
Ni1 O1W 2.049(3) . ?
Ni1 N2 2.171(3) . ?
Ni1 N2 2.171(3) 2 ?
O1 C1 1.256(4) . ?
O2 C5 1.360(4) . ?
O3 C12 1.360(5) . ?
N2 C8 1.285(4) . ?
N2 N1 1.401(4) . ?
N1 C1 1.333(4) . ?
C14 C13 1.377(6) . ?
C14 C9 1.396(5) . ?
C5 C6 1.384(5) . ?
C5 C4 1.392(5) . ?
C13 C12 1.396(7) . ?
C1 C2 1.480(4) . ?
C2 C3 1.381(5) . ?
C2 C7 1.397(5) . ?
C4 C3 1.387(5) . ?
C7 C6 1.385(5) . ?
C8 C9 1.449(5) . ?
C9 C10 1.391(5) . ?
C10 C11 1.386(5) . ?
C12 C11 1.381(7) . ?
O1A C1A1 1.219(5) . ?
O2A1 C1A1 1.379(7) . ?
O2A1 O2A2 1.658(7) . ?
O2A2 C1A1 1.476(9) . ?
C1A1 C2A1 1.494(6) . ?
O1E C2E 1.406(5) . ?
C2E C3E 1.468(7) . ?

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
O1 Ni1 O1 180.0 2 . ?
O1 Ni1 O1W 90.69(10) 2 2 ?
O1 Ni1 O1W 89.31(10) . 2 ?
O1 Ni1 O1W 89.31(10) 2 . ?
O1 Ni1 O1W 90.69(10) . . ?
O1W Ni1 O1W 180.0 2 . ?
O1 Ni1 N2 102.58(9) 2 . ?
O1 Ni1 N2 77.42(9) . . ?
O1W Ni1 N2 87.99(10) 2 . ?
O1W Ni1 N2 92.01(10) . . ?
O1 Ni1 N2 77.42(9) 2 2 ?
O1 Ni1 N2 102.58(9) . 2 ?
O1W Ni1 N2 92.01(10) 2 2 ?
O1W Ni1 N2 87.99(10) . 2 ?
N2 Ni1 N2 180.0 . 2 ?
C1 O1 Ni1 116.0(2) . . ?
C8 N2 N1 113.3(3) . . ?
C8 N2 Ni1 139.5(2) . . ?
N1 N2 Ni1 106.63(19) . . ?
C1 N1 N2 117.4(3) . . ?
C13 C14 C9 121.6(4) . . ?
O2 C5 C6 118.4(3) . . ?
O2 C5 C4 121.3(3) . . ?
C6 C5 C4 120.3(3) . . ?
C14 C13 C12 119.2(4) . . ?
O1 C1 N1 120.4(3) . . ?
O1 C1 C2 119.6(3) . . ?
N1 C1 C2 120.0(3) . . ?
C3 C2 C7 119.6(3) . . ?
C3 C2 C1 117.3(3) . . ?
C7 C2 C1 122.9(3) . . ?
C3 C4 C5 118.9(3) . . ?
C6 C7 C2 119.6(3) . . ?
C2 C3 C4 121.1(3) . . ?
N2 C8 C9 126.4(3) . . ?
C10 C9 C14 118.5(3) . . ?
C10 C9 C8 123.9(3) . . ?
C14 C9 C8 117.4(3) . . ?
C5 C6 C7 120.4(3) . . ?
C11 C10 C9 120.3(4) . . ?
O3 C12 C11 120.3(5) . . ?
O3 C12 C13 119.7(5) . . ?
C11 C12 C13 119.9(4) . . ?
C12 C11 C10 120.5(4) . . ?
C1A1 O2A1 O2A2 57.3(4) . . ?
C1A1 O2A2 O2A1 51.8(4) . . ?
O1A C1A1 O2A1 117.2(5) . . ?
O1A C1A1 O2A2 114.3(5) . . ?
O2A1 C1A1 O2A2 70.9(4) . . ?
O1A C1A1 C2A1 122.2(4) . . ?
O2A1 C1A1 C2A1 108.3(5) . . ?
O2A2 C1A1 C2A1 113.0(5) . . ?
O1E C2E C3E 114.7(4) . . ?

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
O3 H3OA^a O3 0.84 1.88 2.706(10) 168.4 2_546 yes
O3 H30B^b O2A2 0.84 1.77 2.335(7) 122.5 1_445 yes
C8 H8 O1A 0.95 2.54 3.358(4) 144.4 . yes
C8 H8 O2A1 0.95 2.35 3.258(6) 159.4 . yes
N1 H1 O1A 0.86(4) 1.98(4) 2.838(4) 170(4) . yes
O2 H2 O1E 0.86(5) 1.71(5) 2.565(4) 176(5) 2_665 yes
O1E H1E O2A1 0.81(6) 1.81(6) 2.550(6) 152(6) . yes
O1E H1E O2A2 0.81(6) 2.01(6) 2.772(6) 156(6) . yes
O1W H1W O2 0.89(6) 1.83(6) 2.716(4) 173(5) 2_665 yes
O1W H2W O1A 0.86(6) 1.85(7) 2.713(3) 179(6) 1_455 yes

_refine_diff_density_max         0.777
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.099


####################################################################### 
# 
# 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_3_sq
_database_code_depnum_ccdc_archive 'CCDC 2227436'
loop_
_audit_author_name
_audit_author_address
'Ana alagobla'
;Universida de La Laguna
Spain
;
_audit_update_record             
;
2022-12-19 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_3_sq                
;
PROBLEM: Hirshfeld Test Diff for    C8       --C9       .        8.5 s.u.
RESPONSE: Author Response: These errors have their origin in the disorder associated with the bpe ligand and also in the presence of disordered solvent. The nature of the complex, as well as of the ligands, was established by elemental analysis and by different spectroscopic techniques, so we ruled out that they could be due to an incorrect assignment of the type of atom.
;
_vrf_PLAT241_3_sq                
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C33 Check
RESPONSE: Author Response: These errors have their origin in the disorder associated with the bpe ligand and also in the presence of disordered solvent. The nature of the complex, as well as of the ligands, was established by elemental analysis and by different spectroscopic techniques, so we ruled out that they could be due to an incorrect assignment of the type of atom.
;
_vrf_PLAT220_3_sq                
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        3.8 Ratio
RESPONSE: Author Response: These errors have their origin in the disorder associated with the bpe ligand and also in the presence of disordered solvent. The nature of the complex, as well as of the ligands, was established by elemental analysis and by different spectroscopic techniques, so we ruled out that they could be due to an incorrect assignment of the type of atom.
;
_vrf_PLAT241_3_sq_2              
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C24 Check
RESPONSE: Author Response: These errors have their origin in the disorder associated with the bpe ligand and also in the presence of disordered solvent. The nature of the complex, as well as of the ligands, was established by elemental analysis and by different spectroscopic techniques, so we ruled out that they could be due to an incorrect assignment of the type of atom.
;
# Added during the CSD deposition process: Monday 19 December 2022 08:58 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H21.06 N4 Ni0.50 O3'
_chemical_formula_weight         466.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   34.338(2)
_cell_length_b                   34.338(2)
_cell_length_c                   12.6009(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     12867(2)
_cell_formula_units_Z            18
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5224
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      27.0990

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_F_000             4375
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.082
_exptl_absorpt_coefficient_mu    0.886
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019) 
Numerical absorption correction based on gaussian integration over 
   a multifaceted crystal model 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dualflex, EosS2'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28739
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.810
_diffrn_reflns_theta_max         74.225
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5673
_reflns_number_gt                3799
_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. 
  
 Structure factors included contributions from the .fab file. 
  
 _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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1215P)²+7.5060P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5673
_refine_ls_number_parameters     324
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.2197
_refine_ls_wR_factor_gt          0.1924
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 1.000000 0.500000 0.500000 0.0531(2) Uani 1 2 d S . P . .
O1 O 0.98168(7) 0.54536(7) 0.45670(18) 0.0680(6) Uani 1 1 d . . . . .
N1 N 0.94111(8) 0.52270(8) 0.6133(2) 0.0547(6) Uani 1 1 d . . . . .
N2 N 0.95479(8) 0.49066(8) 0.6163(2) 0.0615(6) Uani 1 1 d . . . . .
O2 O 0.90744(13) 0.68107(11) 0.4747(2) 0.1015(10) Uani 1 1 d . . . . .
H20 H 0.912758 0.691716 0.413000 0.152 Uiso 1 1 calc R U . . .
N10 N 0.94696(9) 0.44969(10) 0.4031(2) 0.0708(7) Uani 1 1 d . . . . .
C1 C 0.95707(10) 0.54834(10) 0.5271(2) 0.0593(7) Uani 1 1 d . . . . .
C2 C 0.94418(10) 0.58369(10) 0.5127(3) 0.0615(7) Uani 1 1 d . . . . .
C9 C 0.90580(10) 0.45052(11) 0.7703(3) 0.0635(7) Uani 1 1 d . . . . .
O3 O 0.81483(14) 0.41314(15) 1.0167(3) 0.1275(14) Uani 1 1 d . . . . .
H10 H 0.795820 0.421328 1.006362 0.191 Uiso 1 1 calc R U . . .
C8 C 0.93883(11) 0.46036(10) 0.6877(3) 0.0656(8) Uani 1 1 d . . . . .
H11 H 0.950718 0.440632 0.686566 0.079 Uiso 1 1 calc R U . . .
C3 C 0.96312(12) 0.61498(12) 0.4330(3) 0.0735(9) Uani 1 1 d . . . . .
H3 H 0.984315 0.613798 0.386633 0.088 Uiso 1 1 calc R U . . .
C7 C 0.91296(12) 0.58575(12) 0.5771(3) 0.0694(8) Uani 1 1 d . . . . .
H7 H 0.899453 0.564485 0.632812 0.083 Uiso 1 1 calc R U . . .
C5 C 0.92071(13) 0.64996(13) 0.4837(3) 0.0749(9) Uani 1 1 d . . . . .
C10 C 0.87922(12) 0.47112(12) 0.7824(3) 0.0776(10) Uani 1 1 d . . . . .
H14 H 0.882517 0.493770 0.733935 0.093 Uiso 1 1 calc R U . . .
C6 C 0.90083(14) 0.61818(13) 0.5624(3) 0.0781(10) Uani 1 1 d . . . . .
H6 H 0.878659 0.618537 0.606831 0.094 Uiso 1 1 calc R U . . .
C11 C 0.84855(12) 0.45846(13) 0.8641(3) 0.0813(11) Uani 1 1 d . . . . .
H15 H 0.830871 0.472489 0.871707 0.098 Uiso 1 1 calc R U . . .
C4 C 0.95192(14) 0.64834(13) 0.4189(3) 0.0796(10) Uani 1 1 d . . . . .
H4 H 0.965913 0.670033 0.364202 0.095 Uiso 1 1 calc R U . . .
C14 C 0.89885(14) 0.41688(13) 0.8408(3) 0.0811(10) Uani 1 1 d . . . . .
H18 H 0.915731 0.402003 0.833069 0.097 Uiso 1 1 calc R U . . .
C12 C 0.84343(14) 0.42596(14) 0.9341(3) 0.0854(11) Uani 1 1 d . . . . .
N32 N 0.68661(14) 0.23527(13) 0.0519(4) 0.1197(15) Uani 1 1 d . . . . .
C22 C 0.92868(13) 0.40585(12) 0.4205(4) 0.0877(11) Uani 1 1 d . . . . .
H22 H 0.941132 0.395811 0.473928 0.105 Uiso 1 1 calc R U . . .
C26 C 0.92889(14) 0.46174(16) 0.3245(3) 0.0918(12) Uani 1 1 d . . . . .
H26 H 0.942163 0.492847 0.308504 0.110 Uiso 1 1 calc R U . . .
C13 C 0.86821(16) 0.40443(16) 0.9214(4) 0.0947(13) Uani 1 1 d . . . . .
H17 H 0.863918 0.381066 0.968720 0.114 Uiso 1 1 calc R U . . .
C23 C 0.89162(17) 0.37402(16) 0.3625(5) 0.1145(18) Uani 1 1 d . . . . .
H23 H 0.879486 0.342905 0.376755 0.137 Uiso 1 1 calc R U . . .
C24 C 0.87261(16) 0.3874(2) 0.2850(5) 0.127(2) Uani 1 1 d . . . . .
C31 C 0.71252(19) 0.22333(17) 0.0933(5) 0.1135(17) Uani 1 1 d . . . . .
H31 H 0.703491 0.192295 0.090458 0.136 Uiso 1 1 calc R U . . .
C25 C 0.89241(16) 0.4320(2) 0.2656(4) 0.1214(19) Uani 1 1 d . . . . .
H25 H 0.881103 0.442749 0.211069 0.146 Uiso 1 1 calc R U . . .
C29 C 0.76753(15) 0.29435(18) 0.1494(5) 0.1088(15) Uani 1 1 d . . . . .
C30 C 0.75242(18) 0.2515(2) 0.1416(5) 0.1158(17) Uani 1 1 d . . . . .
H30 H 0.769656 0.239333 0.170458 0.139 Uiso 1 1 calc R U . . .
C27A C 0.8312(3) 0.3621(2) 0.2166(7) 0.0950(18) Uani 0.69 1 d D . P A 1
H27A H 0.820865 0.378421 0.176192 0.114 Uiso 0.69 1 calc R U P A 1
C28A C 0.8102(3) 0.3198(3) 0.2119(8) 0.100(2) Uani 0.69 1 d D . P A 1
H28A H 0.821623 0.303532 0.248893 0.120 Uiso 0.69 1 calc R U P A 1
C27B C 0.8350(4) 0.3367(4) 0.2528(9) 0.064(3) Uani 0.31 1 d D . P A 2
H27B H 0.833957 0.309675 0.274390 0.077 Uiso 0.31 1 calc R U P A 2
C28B C 0.8066(5) 0.3404(6) 0.1914(13) 0.088(4) Uani 0.31 1 d D . P A 2
H28B H 0.809327 0.368556 0.173500 0.105 Uiso 0.31 1 calc R U P A 2
C34 C 0.7455(3) 0.3095(2) 0.0865(10) 0.228(6) Uani 1 1 d . . . . .
H34 H 0.757570 0.340914 0.077188 0.274 Uiso 1 1 calc R U . . .
C33 C 0.7058(3) 0.2795(2) 0.0361(10) 0.225(6) Uani 1 1 d . . . . .
H33 H 0.691881 0.290659 -0.010585 0.271 Uiso 1 1 calc R U . . .


_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 O1 2.025(2) 10_766 ?
Ni1 O1 2.025(2) . ?
Ni1 N2 2.040(3) . ?
Ni1 N2 2.040(3) 10_766 ?
Ni1 N10 2.156(3) . ?
Ni1 N10 2.156(3) 10_766 ?
O1 C1 1.264(4) . ?
N1 C1 1.332(4) . ?
N1 N2 1.396(3) . ?
N2 C8 1.273(4) . ?
O2 C5 1.359(4) . ?
N10 C22 1.328(5) . ?
N10 C26 1.339(5) . ?
C1 C2 1.496(4) . ?
C2 C3 1.374(5) . ?
C2 C7 1.374(5) . ?
C9 C14 1.379(5) . ?
C9 C10 1.415(4) . ?
C9 C8 1.450(5) . ?
O3 C12 1.345(5) . ?
C3 C4 1.390(5) . ?
C7 C6 1.383(5) . ?
C5 C4 1.371(5) . ?
C5 C6 1.377(5) . ?
C10 C11 1.379(5) . ?
C11 C12 1.363(5) . ?
C14 C13 1.369(5) . ?
C12 C13 1.387(5) . ?
N32 C31 1.263(6) . ?
N32 C33 1.334(8) . ?
C22 C23 1.399(6) . ?
C26 C25 1.373(6) . ?
C23 C24 1.376(9) . ?
C24 C25 1.350(9) . ?
C24 C27A 1.511(10) . ?
C24 C27B 1.617(13) . ?
C31 C30 1.363(7) . ?
C29 C30 1.297(7) . ?
C29 C34 1.365(9) . ?
C29 C28A 1.499(10) . ?
C29 C28B 1.569(17) . ?
C27A C28A 1.259(9) . ?
C27B C28B 1.301(14) . ?
C34 C33 1.386(9) . ?

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
O1 Ni1 O1 180.00(13) 10_766 . ?
O1 Ni1 N2 100.96(9) 10_766 . ?
O1 Ni1 N2 79.04(9) . . ?
O1 Ni1 N2 79.04(9) 10_766 10_766 ?
O1 Ni1 N2 100.96(9) . 10_766 ?
N2 Ni1 N2 180.0 . 10_766 ?
O1 Ni1 N10 89.95(11) 10_766 . ?
O1 Ni1 N10 90.05(11) . . ?
N2 Ni1 N10 90.54(10) . . ?
N2 Ni1 N10 89.46(10) 10_766 . ?
O1 Ni1 N10 90.05(11) 10_766 10_766 ?
O1 Ni1 N10 89.95(11) . 10_766 ?
N2 Ni1 N10 89.46(10) . 10_766 ?
N2 Ni1 N10 90.53(10) 10_766 10_766 ?
N10 Ni1 N10 180.0 . 10_766 ?
C1 O1 Ni1 110.5(2) . . ?
C1 N1 N2 110.7(2) . . ?
C8 N2 N1 119.1(3) . . ?
C8 N2 Ni1 128.2(2) . . ?
N1 N2 Ni1 112.70(19) . . ?
C22 N10 C26 116.3(4) . . ?
C22 N10 Ni1 123.1(3) . . ?
C26 N10 Ni1 120.5(3) . . ?
O1 C1 N1 126.1(3) . . ?
O1 C1 C2 117.5(3) . . ?
N1 C1 C2 116.4(3) . . ?
C3 C2 C7 117.9(3) . . ?
C3 C2 C1 120.4(3) . . ?
C7 C2 C1 121.7(3) . . ?
C14 C9 C10 117.7(3) . . ?
C14 C9 C8 116.4(3) . . ?
C10 C9 C8 125.8(3) . . ?
N2 C8 C9 131.7(3) . . ?
C2 C3 C4 121.4(3) . . ?
C2 C7 C6 121.3(3) . . ?
O2 C5 C4 124.0(4) . . ?
O2 C5 C6 117.0(3) . . ?
C4 C5 C6 119.0(3) . . ?
C11 C10 C9 120.3(3) . . ?
C5 C6 C7 120.4(3) . . ?
C12 C11 C10 120.5(3) . . ?
C5 C4 C3 120.1(3) . . ?
C13 C14 C9 121.6(3) . . ?
O3 C12 C11 122.9(3) . . ?
O3 C12 C13 117.2(4) . . ?
C11 C12 C13 120.0(4) . . ?
C31 N32 C33 113.9(5) . . ?
N10 C22 C23 121.9(5) . . ?
N10 C26 C25 124.1(5) . . ?
C14 C13 C12 120.0(4) . . ?
C24 C23 C22 120.5(5) . . ?
C25 C24 C23 117.0(4) . . ?
C25 C24 C27A 110.2(7) . . ?
C23 C24 C27A 132.7(7) . . ?
C25 C24 C27B 148.6(7) . . ?
C23 C24 C27B 94.2(7) . . ?
N32 C31 C30 125.1(5) . . ?
C24 C25 C26 120.0(6) . . ?
C30 C29 C34 113.9(5) . . ?
C30 C29 C28A 114.9(6) . . ?
C34 C29 C28A 130.4(6) . . ?
C30 C29 C28B 145.6(7) . . ?
C34 C29 C28B 99.7(7) . . ?
C29 C30 C31 121.9(5) . . ?
C28A C27A C24 121.7(10) . . ?
C27A C28A C29 121.8(10) . . ?
C28B C27B C24 106.1(13) . . ?
C27B C28B C29 114.0(15) . . ?
C29 C34 C33 120.7(7) . . ?
N32 C33 C34 121.3(7) . . ?

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
O2 H20 N1 0.84 2.02 2.834(4) 163.0 9_664 yes
O2 H20 N2 0.84 2.54 3.174(4) 133.4 9_664 yes
O3 H10 N32 0.84 1.91 2.671(5) 150.9 2_656 yes
C22 H22 O1 0.95 2.55 3.085(5) 115.7 10_766 yes
C26 H26 O1 0.95 2.48 3.017(5) 116.0 . yes
C34 H34 O3 0.95 2.39 3.261(9) 151.9 1_554 yes

_refine_diff_density_max         0.561
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.050









####################################################################### 
# 
# 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_2B-32010101_0m
_database_code_depnum_ccdc_archive 'CCDC 2227435'
loop_
_audit_author_name
_audit_author_address
'Ana alagobla'
;Universida de La Laguna
Spain
;
_audit_update_record             
;
2022-12-19 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H40 N4 Ni O9'
_chemical_formula_weight         707.41

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                   10.8040(10)
_cell_length_b                   18.8611(14)
_cell_length_c                   16.7162(14)
_cell_angle_alpha                90
_cell_angle_beta                 99.623(3)
_cell_angle_gamma                90
_cell_volume                     3358.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.31

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.104
_exptl_absorpt_coefficient_mu    0.638
_shelx_estimated_absorpt_T_min   0.831
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6822
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            62044
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.358
_diffrn_reflns_theta_max         28.335
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8361
_reflns_number_gt                7048
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0341P)²+7.5938P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00091(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8361
_refine_ls_number_parameters     465
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1170
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_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 0.74701(3) 0.01176(2) 0.49687(2) 0.00891(9) Uani 1 1 d . . . . .
O1A O 0.82381(15) 0.07663(8) 0.43927(9) 0.0119(3) Uani 1 1 d . . . . .
O1B O 0.67177(15) -0.05201(8) 0.55686(9) 0.0129(3) Uani 1 1 d . . . . .
O2B O 0.32619(17) -0.19350(9) 0.78101(11) 0.0181(4) Uani 1 1 d . . . . .
O2A O 1.18243(16) 0.21950(9) 0.22280(10) 0.0165(3) Uani 1 1 d . . . . .
O3B O 0.32877(17) 0.35819(9) 0.61771(11) 0.0187(4) Uani 1 1 d . . . . .
N2B N 0.64959(18) 0.07795(10) 0.54097(11) 0.0110(4) Uani 1 1 d . . . . .
N1A N 0.91256(18) -0.02405(9) 0.39481(11) 0.0111(4) Uani 1 1 d . . . . .
O3A O 1.17147(18) -0.33821(9) 0.38841(11) 0.0185(4) Uani 1 1 d . . . . .
C1B C 0.6024(2) -0.01970(11) 0.60171(13) 0.0109(4) Uani 1 1 d . . . . .
N1B N 0.58520(18) 0.04970(10) 0.60027(11) 0.0121(4) Uani 1 1 d . . . . .
C6B C 0.3792(2) -0.07529(12) 0.74231(14) 0.0153(5) Uani 1 1 d . . . . .
H6B H 0.321542 -0.054321 0.772388 0.018 Uiso 1 1 calc R U . . .
C8A C 0.8622(2) -0.12031(11) 0.47178(13) 0.0107(4) Uani 1 1 d . . . . .
H8A H 0.811751 -0.136935 0.509275 0.013 Uiso 1 1 calc R U . . .
C4B C 0.4824(2) -0.17905(12) 0.69993(14) 0.0146(4) Uani 1 1 d . . . . .
H4B H 0.494200 -0.228976 0.700841 0.018 Uiso 1 1 calc R U . . .
C12A C 1.0996(2) -0.28327(12) 0.40719(14) 0.0131(4) Uani 1 1 d . . . . .
C5A C 1.1081(2) 0.17854(12) 0.26289(13) 0.0128(4) Uani 1 1 d . . . . .
C6A C 1.0175(2) 0.20757(12) 0.30286(14) 0.0145(4) Uani 1 1 d . . . . .
H6A H 1.004018 0.257356 0.302173 0.017 Uiso 1 1 calc R U . . .
C1A C 0.8960(2) 0.04546(11) 0.39555(13) 0.0105(4) Uani 1 1 d . . . . .
C2B C 0.5351(2) -0.06318(12) 0.65431(13) 0.0115(4) Uani 1 1 d . . . . .
C3A C 1.0572(2) 0.06186(12) 0.30491(14) 0.0139(4) Uani 1 1 d . . . . .
H3A H 1.070760 0.012082 0.305571 0.017 Uiso 1 1 calc R U . . .
C9B C 0.5460(2) 0.19632(11) 0.54380(13) 0.0116(4) Uani 1 1 d . . . . .
C5B C 0.3946(2) -0.14874(12) 0.74202(13) 0.0129(4) Uani 1 1 d . . . . .
C9A C 0.9457(2) -0.17308(11) 0.44687(13) 0.0114(4) Uani 1 1 d . . . . .
C2A C 0.9662(2) 0.09033(11) 0.34617(13) 0.0102(4) Uani 1 1 d . . . . .
C3B C 0.5523(2) -0.13653(12) 0.65685(13) 0.0129(4) Uani 1 1 d . . . . .
H3B H 0.612599 -0.157450 0.628752 0.015 Uiso 1 1 calc R U . . .
C10A C 0.9363(2) -0.24230(12) 0.47682(13) 0.0135(4) Uani 1 1 d . . . . .
H26 H 0.876432 -0.251786 0.511100 0.016 Uiso 1 1 calc R U . . .
C7B C 0.4489(2) -0.03313(12) 0.69833(14) 0.0146(4) Uani 1 1 d . . . . .
H7B H 0.437898 0.016845 0.698071 0.017 Uiso 1 1 calc R U . . .
N2A N 0.84483(17) -0.05420(10) 0.45144(11) 0.0106(4) Uani 1 1 d . . . . .
C7A C 0.9464(2) 0.16333(12) 0.34394(13) 0.0131(4) Uani 1 1 d . . . . .
H7A H 0.883608 0.183112 0.370779 0.016 Uiso 1 1 calc R U . . .
C10B C 0.5683(2) 0.26694(12) 0.52463(13) 0.0136(4) Uani 1 1 d . . . . .
H10B H 0.633463 0.277392 0.494739 0.016 Uiso 1 1 calc R U . . .
C12B C 0.4007(2) 0.30695(12) 0.59151(13) 0.0130(4) Uani 1 1 d . . . . .
C8B C 0.6305(2) 0.14342(11) 0.51860(13) 0.0117(4) Uani 1 1 d . . . . .
H8B H 0.679132 0.159506 0.479788 0.014 Uiso 1 1 calc R U . . .
C13B C 0.3740(2) 0.23675(12) 0.60858(14) 0.0132(4) Uani 1 1 d . . . . .
H13B H 0.306216 0.226456 0.636352 0.016 Uiso 1 1 calc R U . . .
C13A C 1.1124(2) -0.21494(12) 0.37799(14) 0.0144(4) Uani 1 1 d . . . . .
H13A H 1.173430 -0.205625 0.344533 0.017 Uiso 1 1 calc R U . . .
C11A C 1.0117(2) -0.29682(12) 0.45771(14) 0.0148(5) Uani 1 1 d . . . . .
H11A H 1.003790 -0.343076 0.478765 0.018 Uiso 1 1 calc R U . . .
C4A C 1.1278(2) 0.10514(12) 0.26320(14) 0.0143(4) Uani 1 1 d . . . . .
H4A H 1.188983 0.085303 0.235039 0.017 Uiso 1 1 calc R U . . .
C14A C 1.0367(2) -0.16062(12) 0.39736(14) 0.0127(4) Uani 1 1 d . . . . .
H14A H 1.046363 -0.114283 0.376990 0.015 Uiso 1 1 calc R U . . .
C11B C 0.4969(2) 0.32225(12) 0.54841(14) 0.0150(5) Uani 1 1 d . . . . .
H11B H 0.513867 0.369896 0.535310 0.018 Uiso 1 1 calc R U . . .
C14B C 0.4455(2) 0.18202(12) 0.58531(13) 0.0124(4) Uani 1 1 d . . . . .
H14B H 0.426672 0.134407 0.597413 0.015 Uiso 1 1 calc R U . . .
O1E O 0.64893(18) 0.13920(9) 0.73770(11) 0.0209(4) Uani 1 1 d . . . . .
O3E O 0.8890(2) 0.00987(10) 0.09242(13) 0.0260(4) Uani 1 1 d . . . . .
C6E C 0.8142(3) -0.01957(16) 0.0187(2) 0.0370(7) Uani 1 1 d . . . . .
H6E1 H 0.817868 -0.071959 0.021887 0.044 Uiso 1 1 calc R U . . .
H6E2 H 0.852488 -0.004973 -0.028599 0.044 Uiso 1 1 calc R U . . .
C1E C 0.7466(4) 0.09936(18) 0.7855(2) 0.0446(9) Uani 1 1 d . . . . .
H1E1 H 0.809198 0.085313 0.751446 0.054 Uiso 1 1 calc R U . . .
H1E2 H 0.710849 0.055606 0.805113 0.054 Uiso 1 1 calc R U . . .
C7E C 0.6778(4) 0.0033(2) 0.0045(3) 0.0508(9) Uani 1 1 d . . . . .
H7E1 H 0.638450 -0.011795 0.050409 0.076 Uiso 1 1 calc R U . . .
H7E2 H 0.633906 -0.018635 -0.045462 0.076 Uiso 1 1 calc R U . . .
H7E3 H 0.672956 0.054986 -0.000673 0.076 Uiso 1 1 calc R U . . .
C2E C 0.8088(5) 0.1409(2) 0.8553(3) 0.0701(15) Uani 1 1 d . . . . .
H2E1 H 0.838844 0.185789 0.836095 0.105 Uiso 1 1 calc R U . . .
H2E3 H 0.880049 0.113964 0.884230 0.105 Uiso 1 1 calc R U . . .
H2E2 H 0.748908 0.150539 0.891945 0.105 Uiso 1 1 calc R U . . .
O2E O 0.8457(3) -0.06451(11) 0.22596(13) 0.0399(6) Uani 1 1 d . . . . .
C4E C 0.7808(5) -0.13078(17) 0.2282(2) 0.0542(11) Uani 1 1 d . . . . .
H4E2 H 0.834248 -0.163813 0.264923 0.065 Uiso 1 1 calc R U . . .
H4E1 H 0.702747 -0.122783 0.250565 0.065 Uiso 1 1 calc R U . . .
C5E C 0.7502(5) -0.1623(2) 0.1504(3) 0.0743(16) Uani 1 1 d . . . . .
H5E2 H 0.693365 -0.131037 0.114596 0.111 Uiso 1 1 calc R U . . .
H5E1 H 0.708910 -0.208047 0.155226 0.111 Uiso 1 1 calc R U . . .
H5E3 H 0.827031 -0.169753 0.127578 0.111 Uiso 1 1 calc R U . . .
H2A H 1.164(3) 0.2626(18) 0.2269(18) 0.025(8) Uiso 1 1 d . . . . .
H3A2 H 1.212(3) -0.3239(17) 0.360(2) 0.025(9) Uiso 1 1 d . . . . .
H1E H 0.619(3) 0.1149(19) 0.699(2) 0.037(10) Uiso 1 1 d . . . . .
H3B2 H 0.354(3) 0.396(2) 0.611(2) 0.039(10) Uiso 1 1 d . . . . .
H2B H 0.283(3) -0.1724(19) 0.806(2) 0.036(10) Uiso 1 1 d . . . . .
H2E4 H 0.874(4) -0.055(2) 0.272(2) 0.046(11) Uiso 1 1 d . . . . .
H3E4 H 0.883(4) -0.009(2) 0.135(3) 0.066(14) Uiso 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 O1A 1.8384(16) . ?
Ni1 O1B 1.8400(16) . ?
Ni1 N2B 1.8628(19) . ?
Ni1 N2A 1.8733(18) . ?
O1A C1A 1.296(3) . ?
O1B C1B 1.297(3) . ?
O2B C5B 1.358(3) . ?
O2A C5A 1.368(3) . ?
O3B C12B 1.358(3) . ?
N2B C8B 1.296(3) . ?
N2B N1B 1.407(3) . ?
N1A C1A 1.324(3) . ?
N1A N2A 1.409(2) . ?
O3A C12A 1.363(3) . ?
C1B N1B 1.322(3) . ?
C1B C2B 1.479(3) . ?
C6B C7B 1.387(3) . ?
C6B C5B 1.395(3) . ?
C8A N2A 1.298(3) . ?
C8A C9A 1.451(3) . ?
C4B C3B 1.384(3) . ?
C4B C5B 1.395(3) . ?
C12A C13A 1.393(3) . ?
C12A C11A 1.396(3) . ?
C5A C6A 1.387(3) . ?
C5A C4A 1.401(3) . ?
C6A C7A 1.390(3) . ?
C1A C2A 1.477(3) . ?
C2B C3B 1.396(3) . ?
C2B C7B 1.400(3) . ?
C3A C4A 1.382(3) . ?
C3A C2A 1.399(3) . ?
C9B C10B 1.400(3) . ?
C9B C14B 1.409(3) . ?
C9B C8B 1.462(3) . ?
C9A C14A 1.407(3) . ?
C9A C10A 1.408(3) . ?
C2A C7A 1.393(3) . ?
C10A C11A 1.382(3) . ?
C10B C11B 1.394(3) . ?
C12B C11B 1.390(3) . ?
C12B C13B 1.395(3) . ?
C13B C14B 1.384(3) . ?
C13A C14A 1.382(3) . ?
O1E C1E 1.426(3) . ?
O3E C6E 1.466(4) . ?
C6E C7E 1.515(5) . ?
C1E C2E 1.471(5) . ?
O2E C4E 1.436(4) . ?
C4E C5E 1.418(5) . ?

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
O1A Ni1 O1B 178.57(7) . . ?
O1A Ni1 N2B 95.48(7) . . ?
O1B Ni1 N2B 83.80(7) . . ?
O1A Ni1 N2A 83.98(7) . . ?
O1B Ni1 N2A 96.75(7) . . ?
N2B Ni1 N2A 179.35(8) . . ?
C1A O1A Ni1 111.13(14) . . ?
C1B O1B Ni1 111.00(14) . . ?
C8B N2B N1B 119.37(19) . . ?
C8B N2B Ni1 126.66(16) . . ?
N1B N2B Ni1 113.79(13) . . ?
C1A N1A N2A 107.89(17) . . ?
O1B C1B N1B 123.2(2) . . ?
O1B C1B C2B 118.16(19) . . ?
N1B C1B C2B 118.58(19) . . ?
C1B N1B N2B 107.66(17) . . ?
C7B C6B C5B 119.5(2) . . ?
N2A C8A C9A 130.8(2) . . ?
C3B C4B C5B 120.1(2) . . ?
O3A C12A C13A 122.0(2) . . ?
O3A C12A C11A 118.1(2) . . ?
C13A C12A C11A 119.9(2) . . ?
O2A C5A C6A 122.2(2) . . ?
O2A C5A C4A 117.3(2) . . ?
C6A C5A C4A 120.5(2) . . ?
C5A C6A C7A 119.6(2) . . ?
O1A C1A N1A 123.3(2) . . ?
O1A C1A C2A 117.97(19) . . ?
N1A C1A C2A 118.65(19) . . ?
C3B C2B C7B 118.8(2) . . ?
C3B C2B C1B 119.4(2) . . ?
C7B C2B C1B 121.6(2) . . ?
C4A C3A C2A 121.0(2) . . ?
C10B C9B C14B 118.1(2) . . ?
C10B C9B C8B 116.4(2) . . ?
C14B C9B C8B 125.6(2) . . ?
O2B C5B C4B 117.2(2) . . ?
O2B C5B C6B 122.8(2) . . ?
C4B C5B C6B 120.0(2) . . ?
C14A C9A C10A 117.6(2) . . ?
C14A C9A C8A 125.7(2) . . ?
C10A C9A C8A 116.7(2) . . ?
C7A C2A C3A 118.9(2) . . ?
C7A C2A C1A 119.4(2) . . ?
C3A C2A C1A 121.63(19) . . ?
C4B C3B C2B 120.6(2) . . ?
C11A C10A C9A 121.8(2) . . ?
C6B C7B C2B 120.9(2) . . ?
C8A N2A N1A 119.67(18) . . ?
C8A N2A Ni1 126.76(16) . . ?
N1A N2A Ni1 113.32(13) . . ?
C6A C7A C2A 120.7(2) . . ?
C11B C10B C9B 121.5(2) . . ?
O3B C12B C11B 122.5(2) . . ?
O3B C12B C13B 117.4(2) . . ?
C11B C12B C13B 120.1(2) . . ?
N2B C8B C9B 130.1(2) . . ?
C14B C13B C12B 120.4(2) . . ?
C14A C13A C12A 120.4(2) . . ?
C10A C11A C12A 119.4(2) . . ?
C3A C4A C5A 119.3(2) . . ?
C13A C14A C9A 120.8(2) . . ?
C12B C11B C10B 119.3(2) . . ?
C13B C14B C9B 120.5(2) . . ?
O3E C6E C7E 114.1(3) . . ?
O1E C1E C2E 111.1(3) . . ?
C5E C4E O2E 112.4(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
C8A H8A O1B 0.95 2.43 2.982(3) 117.1 . yes
C8B H8B O1A 0.95 2.39 2.938(3) 116.6 . yes
C13B H13B O2B 0.95 2.63 3.339(3) 132.2 2_556 yes
C13A H13A O2A 0.95 2.50 3.245(3) 134.9 2_745 yes
O2A H2A O1E 0.84(3) 1.87(3) 2.707(2) 172(3) 4_665 yes
O3A H3A2 O2A 0.74(3) 2.10(3) 2.848(3) 177(4) 2_745 yes
O1E H1E N1B 0.81(4) 2.05(4) 2.841(3) 167(4) . yes
O3B H3B2 O3E 0.79(4) 1.85(4) 2.624(3) 171(4) 4_566 yes
O2B H2B O3B 0.79(4) 1.98(4) 2.751(3) 166(4) 2_546 yes
O2E H2E4 N1A 0.80(4) 2.11(4) 2.896(3) 168(4) . yes
O3E H3E4 O2E 0.81(5) 1.94(5) 2.742(3) 170(5) . yes

_refine_diff_density_max         1.267
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.080


####################################################################### 
# 
# 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_2A-32010103_0m
_database_code_depnum_ccdc_archive 'CCDC 2227434'
loop_
_audit_author_name
_audit_author_address
'Ana alagobla'
;Universida de La Laguna
Spain
;
_audit_update_record             
;
2022-12-19 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 N4 Ni O8'
_chemical_formula_weight         605.24

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.6680(18)
_cell_length_b                   5.9629(5)
_cell_length_c                   23.892(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.289(3)
_cell_angle_gamma                90
_cell_volume                     2865.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9974
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      28.37

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.184
_exptl_absorpt_coefficient_mu    0.732
_shelx_estimated_absorpt_T_min   0.795
_shelx_estimated_absorpt_T_max   0.877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5780
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26407
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.353
_diffrn_reflns_theta_max         28.471
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3583
_reflns_number_gt                2885
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0515P)²+15.1807P] 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         3583
_refine_ls_number_parameters     199
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1414
_refine_ls_wR_factor_gt          0.1314
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.038
_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 0.250000 0.750000 0.500000 0.01850(15) Uani 1 2 d S . P . .
N2 N 0.29607(12) 1.0127(4) 0.49037(11) 0.0245(5) Uani 1 1 d . . . . .
O3 O 0.50019(11) 1.8740(4) 0.54677(11) 0.0310(5) Uani 1 1 d . . . . .
H3A H 0.492269 1.946319 0.515773 0.037 Uiso 0.5 1 calc R U P A 1
H3B H 0.532(4) 1.872(14) 0.571(3) 0.037 Uiso 0.5 1 d . U P B 2
O1 O 0.21230(10) 0.7841(3) 0.42254(10) 0.0275(5) Uani 1 1 d . . . . .
C8 C 0.33829(14) 1.1125(5) 0.53025(13) 0.0239(6) Uani 1 1 d . . . . .
H8 H 0.345130 1.041984 0.566796 0.029 Uiso 1 1 calc R U . . .
C13 C 0.41480(13) 1.6505(5) 0.48900(12) 0.0215(5) Uani 1 1 d . . . . .
H13 H 0.412309 1.750291 0.457582 0.026 Uiso 1 1 calc R U . . .
N1 N 0.28086(11) 1.0945(4) 0.43353(10) 0.0191(5) Uani 1 1 d . . . . .
C14 C 0.37330(13) 1.4656(5) 0.48322(13) 0.0232(6) Uani 1 1 d . . . . .
H14 H 0.341791 1.439829 0.448049 0.028 Uiso 1 1 calc R U . . .
C2 C 0.20560(14) 1.0179(5) 0.34084(13) 0.0252(6) Uani 1 1 d . . . . .
C1 C 0.23469(14) 0.9630(5) 0.40278(13) 0.0246(6) Uani 1 1 d . . . . .
C9 C 0.37782(14) 1.3153(5) 0.52965(14) 0.0238(6) Uani 1 1 d . . . . .
C12 C 0.46024(13) 1.6901(5) 0.54096(13) 0.0228(6) Uani 1 1 d . . . . .
C11 C 0.46477(16) 1.5451(5) 0.58725(13) 0.0293(6) Uani 1 1 d . . . . .
H11 H 0.495573 1.573961 0.622643 0.035 Uiso 1 1 calc R U . . .
C10 C 0.42429(16) 1.3598(5) 0.58133(14) 0.0298(7) Uani 1 1 d . . . . .
H10 H 0.427802 1.259790 0.612827 0.036 Uiso 1 1 calc R U . . .
C7 C 0.21763(14) 1.2231(5) 0.31749(12) 0.0258(6) Uani 1 1 d . . . . .
H7 H 0.244607 1.331165 0.341235 0.031 Uiso 1 1 calc R U . . .
C3 C 0.16499(17) 0.8650(6) 0.30605(17) 0.0395(8) Uani 1 1 d . . . . .
H3 H 0.155566 0.725893 0.321886 0.047 Uiso 1 1 calc R U . . .
C6 C 0.19077(15) 1.2727(6) 0.25987(13) 0.0329(7) Uani 1 1 d . . . . .
H6 H 0.199597 1.413268 0.244430 0.040 Uiso 1 1 calc R U . . .
O2 O 0.12503(15) 1.1523(8) 0.16795(11) 0.0776(12) Uani 1 1 d . . . . .
H2A H 0.123236 1.290883 0.161425 0.093 Uiso 1 1 calc R U . . .
C4 C 0.13762(19) 0.9098(7) 0.24847(19) 0.0515(11) Uani 1 1 d . . . . .
H4 H 0.110069 0.802043 0.225106 0.062 Uiso 1 1 calc R U . . .
C5 C 0.15103(17) 1.1157(8) 0.22512(14) 0.0443(10) Uani 1 1 d . . . . .
O1W O 0.11615(13) 1.6005(9) 0.12657(12) 0.0942(17) Uani 1 1 d D . . . .
H1W H 0.0820(12) 1.595(11) 0.1011(14) 0.113 Uiso 0.3333 1 d D U P . .
H2W H 0.1425(17) 1.615(12) 0.1058(16) 0.113 Uiso 0.3333 1 d D U P . .
H3W H 0.114(3) 1.733(3) 0.135(3) 0.113 Uiso 0.3333 1 d D U P . .


_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 O1 1.847(2) 7_566 ?
Ni1 O1 1.847(2) . ?
Ni1 N2 1.875(2) 7_566 ?
Ni1 N2 1.875(3) . ?
N2 C8 1.281(4) . ?
N2 N1 1.409(3) . ?
O3 C12 1.360(4) . ?
O1 C1 1.294(3) . ?
C8 C9 1.461(4) . ?
C13 C14 1.384(4) . ?
C13 C12 1.394(4) . ?
N1 C1 1.321(4) . ?
C14 C9 1.413(4) . ?
C2 C3 1.381(5) . ?
C2 C7 1.390(4) . ?
C2 C1 1.500(4) . ?
C9 C10 1.404(4) . ?
C12 C11 1.390(4) . ?
C11 C10 1.374(5) . ?
C7 C6 1.393(4) . ?
C3 C4 1.388(6) . ?
C6 C5 1.388(5) . ?
O2 C5 1.365(4) . ?
C4 C5 1.403(6) . ?

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
O1 Ni1 O1 180.0 7_566 . ?
O1 Ni1 N2 83.93(10) 7_566 7_566 ?
O1 Ni1 N2 96.07(10) . 7_566 ?
O1 Ni1 N2 96.07(10) 7_566 . ?
O1 Ni1 N2 83.93(10) . . ?
N2 Ni1 N2 180.0 7_566 . ?
C8 N2 N1 121.3(2) . . ?
C8 N2 Ni1 125.1(2) . . ?
N1 N2 Ni1 113.61(18) . . ?
C1 O1 Ni1 110.63(19) . . ?
N2 C8 C9 131.6(3) . . ?
C14 C13 C12 119.9(3) . . ?
C1 N1 N2 107.6(2) . . ?
C13 C14 C9 120.0(3) . . ?
C3 C2 C7 118.7(3) . . ?
C3 C2 C1 120.0(3) . . ?
C7 C2 C1 121.3(3) . . ?
O1 C1 N1 124.1(3) . . ?
O1 C1 C2 116.4(3) . . ?
N1 C1 C2 119.6(3) . . ?
C10 C9 C14 118.6(3) . . ?
C10 C9 C8 114.8(3) . . ?
C14 C9 C8 126.6(3) . . ?
O3 C12 C11 119.5(3) . . ?
O3 C12 C13 119.7(3) . . ?
C11 C12 C13 120.8(3) . . ?
C10 C11 C12 119.4(3) . . ?
C11 C10 C9 121.3(3) . . ?
C2 C7 C6 121.1(3) . . ?
C2 C3 C4 121.5(4) . . ?
C5 C6 C7 119.6(3) . . ?
C3 C4 C5 119.4(3) . . ?
O2 C5 C6 122.2(4) . . ?
O2 C5 C4 118.0(4) . . ?
C6 C5 C4 119.8(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
O3 H3A^a O3 0.84 1.87 2.692(5) 164.0 5_696 yes
O3 H3B^b O1W 0.78(8) 1.93(8) 2.702(4) 172(8) 8_586 yes
C8 H8 O1 0.95 2.32 2.916(4) 120.0 7_566 yes
O2 H2A O1W 0.84 2.02 2.841(7) 166.6 . yes
O1W H1W O3 0.820(2) 1.889(10) 2.702(4) 171(6) 8_485 yes
O1W H2W N1 0.820(2) 2.024(14) 2.828(3) 167(6) 4 yes
O1W H3W O2 0.820(2) 2.615(12) 3.429(7) 172(6) 1_565 yes

_refine_diff_density_max         1.271
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.090


