# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
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data_sql-(13-bib)(ndc)-ni-alpha
_database_code_depnum_ccdc_archive 'CCDC 2288421'
loop_
_audit_author_name
_audit_author_address
'Kyriaki Koupepidou'
;University of Limerick
Ireland
;
_audit_update_record             
;
2023-10-08 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;
_audit_creation_date             2023-10-05
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            sql-(1,3-bib)(ndc)-Ni-alpha
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 N6 Ni O5, 0.5(C4 H9 N O), 2.5(H2 O)'
_chemical_formula_sum            'C32 H30.83 N6.50 Ni O7.96'
_chemical_formula_weight         692.43
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   21.9995(8)
_cell_length_b                   14.6850(5)
_cell_length_c                   19.4382(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6279.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      2.97
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.687
_exptl_absorpt_coefficient_mu    0.681
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0669 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.9249.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2880
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 1.00 0.1840
1.00 0.00 -1.00 0.2240
1.00 0.00 1.00 0.1480
-1.00 0.00 -1.00 0.2440
-1.00 1.00 0.00 0.0550
1.00 -1.00 0.00 0.0590
1.00 -1.00 1.00 0.1420
-1.00 1.00 -1.00 0.1810
0.00 1.00 1.00 0.1100
0.00 -1.00 -1.00 0.1820
0.00 -1.00 1.00 0.1570
0.00 1.00 -1.00 0.1810

_exptl_crystal_size_max          0.597
_exptl_crystal_size_mid          0.513
_exptl_crystal_size_min          0.118
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            83467
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.797
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.939
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                6140
_reflns_number_total             6602
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.140(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     476
_refine_ls_number_reflns         6602
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+8.5016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0877
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.860(16)
 0.140(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All H(H) groups, All C(H,H,H) groups, All O(H,H) groups
3. Restrained distances
 O1D-H1DA = O1D-H1DB
 0.87 with sigma of 0.02
 O1E-H1EA = O1E-H1EB
 0.87 with sigma of 0.02
 H1DA-H1DB
 1.38 with sigma of 0.04
 H1EA-H1EB
 1.38 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(C1A) = Uanis(C2A) = Uanis(N1A) = Uanis(C4A) = Uanis(O1A)
5. Others
 Sof(O1D)=Sof(H1DA)=Sof(H1DB)=Sof(H1C)=FVAR(1)
 Sof(O1E)=Sof(H1EA)=Sof(H1EB)=FVAR(2)
 Fixed Sof: H3AA(0.5) H3AB(0.5) H3AC(0.5) C2A(0.5) H2AA(0.5) H2AB(0.5)
 H2AC(0.5) C4A(0.5) O1A(0.5) C1A(0.5) H1AA(0.5) H1AB(0.5) H1AC(0.5)
6.a Rotating group:
 O1(H1A,H1B)
6.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C32(H32), C21(H21), C7(H7), C15(H15), C25(H25), C9(H9), C3(H3),
 C31(H31), C13(H13), C28(H28), C8(H8), C26(H26), C5(H5), C14(H14), C19(H19),
 C2(H2), C27(H27), C12(H12), C10(H10), C6(H6), C17(H17), C16(H16), C1(H1)
6.c Idealised Me refined as rotating group:
 C3A(H3AA,H3AB,H3AC), C2A(H2AA,H2AB,H2AC), C1A(H1AA,H1AB,H1AC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.70168(2) 0.56997(3) 0.58337(3) 0.02100(12) Uani 1 1 d . . . . .
O2 O 0.72858(12) 0.65130(19) 0.50208(13) 0.0227(6) Uani 1 1 d . . . . .
O1 O 0.61284(10) 0.62706(16) 0.57806(17) 0.0253(5) Uani 1 1 d . . . . .
H1A H 0.602503 0.662535 0.616928 0.038 Uiso 1 1 d R U . . .
H1B H 0.608381 0.670968 0.542787 0.038 Uiso 1 1 d R U . . .
O3 O 0.64080(14) 0.7053(2) 0.46134(16) 0.0297(7) Uani 1 1 d . . . . .
O5 O 0.77437(13) 0.8257(2) 0.15240(14) 0.0265(6) Uani 1 1 d . . . . .
O4 O 0.86700(14) 0.7910(2) 0.19264(17) 0.0361(8) Uani 1 1 d . . . . .
N4 N 0.60977(14) 0.4580(2) 0.75059(16) 0.0212(6) Uani 1 1 d . . . . .
N5 N 0.79022(12) 0.5226(2) 0.5860(2) 0.0249(6) Uani 1 1 d . . . . .
N2 N 0.60971(15) 0.3999(2) 0.44009(17) 0.0265(7) Uani 1 1 d . . . . .
N3 N 0.67500(15) 0.4963(2) 0.66910(18) 0.0260(7) Uani 1 1 d . . . . .
N6 N 0.88878(14) 0.5244(2) 0.56413(16) 0.0247(7) Uani 1 1 d . . . . .
N1 N 0.67205(16) 0.4704(2) 0.51184(19) 0.0277(8) Uani 1 1 d . . . . .
C22 C 0.69625(18) 0.6842(3) 0.4551(2) 0.0222(8) Uani 1 1 d . . . . .
C4 C 0.55447(18) 0.3775(3) 0.40594(19) 0.0238(8) Uani 1 1 d . . . . .
C20 C 1.000000 0.6465(4) 0.4571(3) 0.0264(12) Uani 1 2 d S T P . .
H20 H 1.000000 0.688443 0.419863 0.032 Uiso 1 2 calc R U P . .
C32 C 0.70301(17) 0.7712(3) 0.3470(2) 0.0260(8) Uani 1 1 d . . . . .
H32 H 0.668279 0.803631 0.362523 0.031 Uiso 1 1 calc R U . . .
C21 C 0.94544(16) 0.6170(3) 0.4834(2) 0.0245(8) Uani 1 1 d . . . . .
H21 H 0.908175 0.637682 0.464317 0.029 Uiso 1 1 calc R U . . .
C30 C 0.78112(18) 0.7530(3) 0.26069(19) 0.0249(8) Uani 1 1 d . . . . .
C7 C 0.500000 0.3968(4) 0.4389(3) 0.0203(10) Uani 1 2 d S T P . .
H7 H 0.500000 0.422995 0.483537 0.024 Uiso 1 2 calc R U P . .
C15 C 0.83581(16) 0.5713(3) 0.56329(18) 0.0234(8) Uani 1 1 d . . . . .
H15 H 0.832177 0.632518 0.547985 0.028 Uiso 1 1 calc R U . . .
C25 C 0.79744(18) 0.5688(3) 0.3938(2) 0.0240(8) Uani 1 1 d . . . . .
H25 H 0.777451 0.547839 0.434123 0.029 Uiso 1 1 calc R U . . .
C9 C 0.66617(17) 0.4677(3) 0.7821(2) 0.0287(9) Uani 1 1 d . . . . .
H9 H 0.675393 0.459805 0.829470 0.034 Uiso 1 1 calc R U . . .
C3 C 0.61693(18) 0.4698(3) 0.4852(2) 0.0236(8) Uani 1 1 d . . . . .
H3 H 0.586139 0.512774 0.496123 0.028 Uiso 1 1 calc R U . . .
C31 C 0.73021(19) 0.7961(3) 0.2843(2) 0.0289(9) Uani 1 1 d . . . . .
H31 H 0.712831 0.843809 0.257827 0.035 Uiso 1 1 calc R U . . .
C23 C 0.72542(18) 0.7011(3) 0.38621(18) 0.0221(8) Uani 1 1 d . . . . .
C13 C 0.500000 0.3610(4) 0.8742(3) 0.0248(11) Uani 1 2 d S T P . .
H13 H 0.500000 0.328859 0.916641 0.030 Uiso 1 2 calc R U P . .
C28 C 0.85672(18) 0.6268(3) 0.2748(2) 0.0273(8) Uani 1 1 d . . . . .
H28 H 0.877447 0.645957 0.234383 0.033 Uiso 1 1 calc R U . . .
C24 C 0.77648(16) 0.6496(3) 0.36078(18) 0.0205(7) Uani 1 1 d . . . . .
C33 C 0.8103(2) 0.7912(3) 0.1966(2) 0.0254(9) Uani 1 1 d . . . . .
C8 C 0.61776(18) 0.4765(3) 0.6833(2) 0.0242(9) Uani 1 1 d . . . . .
H8 H 0.586100 0.475304 0.650023 0.029 Uiso 1 1 calc R U . . .
C29 C 0.80590(16) 0.6774(3) 0.29841(19) 0.0210(7) Uani 1 1 d . . . . .
C18 C 0.94558(16) 0.5564(3) 0.53816(19) 0.0213(7) Uani 1 1 d . . . . .
C26 C 0.84562(19) 0.5211(3) 0.3685(2) 0.0300(9) Uani 1 1 d . . . . .
H26 H 0.858566 0.467222 0.391204 0.036 Uiso 1 1 calc R U . . .
C5 C 0.5550(2) 0.3365(3) 0.3407(2) 0.0327(10) Uani 1 1 d . . . . .
H5 H 0.592352 0.323351 0.318193 0.039 Uiso 1 1 calc R U . . .
C14 C 0.55492(17) 0.3839(3) 0.84390(19) 0.0234(8) Uani 1 1 d . . . . .
H14 H 0.592313 0.366156 0.864356 0.028 Uiso 1 1 calc R U . . .
C19 C 1.000000 0.5251(4) 0.5659(2) 0.0213(11) Uani 1 2 d S T P . .
H19 H 0.999999 0.483082 0.603053 0.026 Uiso 1 2 calc R U P . .
C2 C 0.6641(2) 0.3544(3) 0.4375(3) 0.0467(13) Uani 1 1 d . . . . .
H2 H 0.673328 0.302513 0.410247 0.056 Uiso 1 1 calc R U . . .
C27 C 0.8764(2) 0.5508(3) 0.3092(2) 0.0328(9) Uani 1 1 d . . . . .
H27 H 0.910891 0.518187 0.292983 0.039 Uiso 1 1 calc R U . . .
C11 C 0.55415(16) 0.4334(2) 0.78279(18) 0.0190(7) Uani 1 1 d . . . . .
C12 C 0.500000 0.4605(4) 0.7525(2) 0.0186(10) Uani 1 2 d S T P . .
H12 H 0.500000 0.496706 0.712042 0.022 Uiso 1 2 calc R U P . .
C10 C 0.70515(18) 0.4905(3) 0.7311(2) 0.0312(9) Uani 1 1 d . . . . .
H10 H 0.747404 0.501159 0.737188 0.037 Uiso 1 1 calc R U . . .
C6 C 0.500000 0.3157(4) 0.3097(3) 0.0342(14) Uani 1 2 d S T P . .
H6 H 0.500000 0.286425 0.266133 0.041 Uiso 1 2 calc R U P . .
C17 C 0.87561(17) 0.4389(3) 0.5902(3) 0.0385(11) Uani 1 1 d . . . . .
H17 H 0.903184 0.389977 0.597254 0.046 Uiso 1 1 calc R U . . .
C16 C 0.8154(2) 0.4396(3) 0.6035(2) 0.0403(12) Uani 1 1 d . . . . .
H16 H 0.793346 0.389808 0.622247 0.048 Uiso 1 1 calc R U . . .
C3A C 0.500000 0.2713(6) 0.6302(4) 0.054(2) Uani 1 2 d S T P . .
H3AA H 0.512857 0.243146 0.586827 0.082 Uiso 0.5 1 calc R U P A -1
H3AB H 0.510737 0.336081 0.629756 0.082 Uiso 0.5 1 calc R U P A -1
H3AC H 0.455900 0.264858 0.635341 0.082 Uiso 0.5 1 calc R U P A -1
N1A N 0.500000 0.1828(6) 0.7371(5) 0.0883(17) Uani 1 2 d S T P . .
C2A C 0.5349(8) 0.1463(11) 0.7830(9) 0.0883(17) Uani 0.5 1 d . . P B -1
H2AA H 0.571155 0.184204 0.789319 0.132 Uiso 0.5 1 calc R U P B -1
H2AB H 0.547180 0.085336 0.767805 0.132 Uiso 0.5 1 calc R U P B -1
H2AC H 0.512918 0.141588 0.826699 0.132 Uiso 0.5 1 calc R U P B -1
C4A C 0.5297(8) 0.2277(10) 0.6859(9) 0.0883(17) Uani 0.5 1 d . . P B -1
O1A O 0.5973(6) 0.2298(7) 0.6807(6) 0.0883(17) Uani 0.5 1 d . . P B -1
C1A C 0.4337(9) 0.1780(11) 0.7409(9) 0.0883(17) Uani 0.5 1 d . . P B -2
H1AA H 0.421761 0.146116 0.783141 0.132 Uiso 0.5 1 calc R U P B -2
H1AB H 0.418044 0.144844 0.700925 0.132 Uiso 0.5 1 calc R U P B -2
H1AC H 0.416823 0.239740 0.741380 0.132 Uiso 0.5 1 calc R U P B -2
O1B O 0.500000 0.5427(2) 0.5831(3) 0.0248(7) Uani 1 2 d S T P C 1
O1C O 1.000000 0.3071(5) 0.6488(4) 0.088(3) Uani 1 2 d S T P D 1
O1E O 0.6635(4) 0.2749(6) 0.6238(5) 0.048(3) Uani 0.423(12) 1 d D . P E 1
H1EA H 0.635(4) 0.235(7) 0.621(8) 0.073 Uiso 0.423(12) 1 d D U P E 1
H1EB H 0.695(4) 0.250(9) 0.643(8) 0.073 Uiso 0.423(12) 1 d D U P E 1
O1D O 1.0315(4) 0.2965(7) 0.5144(4) 0.059(3) Uani 0.493(13) 1 d D . P F 1
H1DA H 1.063(2) 0.317(9) 0.491(6) 0.088 Uiso 0.493(13) 1 d D U P F 1
H1DB H 1.000000 0.322(6) 0.495(5) 0.088 Uiso 0.99(3) 2 d DS U P F 1
C1 C 0.70162(19) 0.3976(3) 0.4810(3) 0.0434(12) Uani 1 1 d . . . . .
H1 H 0.742637 0.380786 0.489446 0.052 Uiso 1 1 calc R U . . .
H1BA H 0.527(2) 0.577(3) 0.577(4) 0.051(15) Uiso 1 1 d . . . G 1
H1C H 1.000000 0.290(7) 0.610(5) 0.076 Uiso 0.99(3) 2 d S U P F 1
O6 O 1.0576(3) 0.3497(4) 0.4240(3) 0.039(2) Uani 0.539(13) 1 d . . . H 1


_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 O2 2.067(3) . ?
Ni1 O1 2.129(2) . ?
Ni1 O5 2.104(3) 6_665 ?
Ni1 N5 2.069(3) . ?
Ni1 N3 2.072(3) . ?
Ni1 N1 2.120(4) . ?
O2 C22 1.255(5) . ?
O1 H1A 0.9455 . ?
O1 H1B 0.9463 . ?
O3 C22 1.265(5) . ?
O5 C33 1.273(5) . ?
O4 C33 1.251(6) . ?
N4 C9 1.391(5) . ?
N4 C8 1.348(5) . ?
N4 C11 1.421(5) . ?
N5 C15 1.308(5) . ?
N5 C16 1.382(5) . ?
N2 C4 1.423(5) . ?
N2 C3 1.359(5) . ?
N2 C2 1.370(6) . ?
N3 C8 1.322(5) . ?
N3 C10 1.378(6) . ?
N6 C15 1.354(5) . ?
N6 C18 1.428(5) . ?
N6 C17 1.384(5) . ?
N1 C3 1.319(5) . ?
N1 C1 1.388(5) . ?
C22 C23 1.505(6) . ?
C4 C7 1.388(5) . ?
C4 C5 1.404(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(5) 4_755 ?
C20 C21 1.375(5) . ?
C32 H32 0.9500 . ?
C32 C31 1.405(6) . ?
C32 C23 1.372(6) . ?
C21 H21 0.9500 . ?
C21 C18 1.386(5) . ?
C30 C31 1.366(6) . ?
C30 C33 1.509(6) . ?
C30 C29 1.438(5) . ?
C7 H7 0.9500 . ?
C15 H15 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.426(5) . ?
C25 C26 1.362(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.353(6) . ?
C3 H3 0.9500 . ?
C31 H31 0.9500 . ?
C23 C24 1.441(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.386(4) . ?
C13 C14 1.386(4) 4_655 ?
C28 H28 0.9500 . ?
C28 C29 1.419(5) . ?
C28 C27 1.373(6) . ?
C24 C29 1.433(5) . ?
C8 H8 0.9500 . ?
C18 C19 1.391(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.407(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(5) . ?
C14 H14 0.9500 . ?
C14 C11 1.393(5) . ?
C19 H19 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.342(7) . ?
C27 H27 0.9500 . ?
C11 C12 1.387(4) . ?
C12 H12 0.9500 . ?
C10 H10 0.9500 . ?
C6 H6 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.350(6) . ?
C16 H16 0.9500 . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C3A C4A 1.417(18) . ?
N1A C2A 1.295(18) . ?
N1A C4A 1.361(18) . ?
N1A C1A 1.462(19) . ?
C2A H2AA 0.9800 . ?
C2A H2AB 0.9800 . ?
C2A H2AC 0.9800 . ?
C4A O1A 1.49(2) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
O1B H1BA 0.79(5) . ?
O1B H1BA 0.79(5) 4_655 ?
O1C H1C 0.80(10) . ?
O1E H1EA 0.86(3) . ?
O1E H1EB 0.86(3) . ?
O1D H1DA 0.88(3) . ?
O1D H1DB 0.88(3) . ?
C1 H1 0.9500 . ?
O6 H1DA 1.39(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
O2 Ni1 O1 89.90(11) . . ?
O2 Ni1 O5 89.72(11) . 6_665 ?
O2 Ni1 N5 86.76(13) . . ?
O2 Ni1 N3 176.07(13) . . ?
O2 Ni1 N1 89.15(13) . . ?
O5 Ni1 O1 88.52(11) 6_665 . ?
O5 Ni1 N1 175.92(13) 6_665 . ?
N5 Ni1 O1 176.17(11) . . ?
N5 Ni1 O5 89.60(13) . 6_665 ?
N5 Ni1 N3 94.10(14) . . ?
N5 Ni1 N1 94.25(14) . . ?
N3 Ni1 O1 89.11(13) . . ?
N3 Ni1 O5 86.45(13) . 6_665 ?
N3 Ni1 N1 94.61(14) . . ?
N1 Ni1 O1 87.57(12) . . ?
C22 O2 Ni1 128.1(3) . . ?
Ni1 O1 H1A 113.5 . . ?
Ni1 O1 H1B 113.5 . . ?
H1A O1 H1B 100.3 . . ?
C33 O5 Ni1 124.5(3) . 6_664 ?
C9 N4 C11 126.9(3) . . ?
C8 N4 C9 106.9(3) . . ?
C8 N4 C11 126.2(3) . . ?
C15 N5 Ni1 122.0(2) . . ?
C15 N5 C16 104.9(3) . . ?
C16 N5 Ni1 132.8(3) . . ?
C3 N2 C4 125.1(3) . . ?
C3 N2 C2 106.9(3) . . ?
C2 N2 C4 128.0(3) . . ?
C8 N3 Ni1 123.5(3) . . ?
C8 N3 C10 105.2(3) . . ?
C10 N3 Ni1 126.8(3) . . ?
C15 N6 C18 125.5(3) . . ?
C15 N6 C17 106.6(3) . . ?
C17 N6 C18 127.7(3) . . ?
C3 N1 Ni1 123.0(3) . . ?
C3 N1 C1 104.8(4) . . ?
C1 N1 Ni1 132.1(3) . . ?
O2 C22 O3 124.8(4) . . ?
O2 C22 C23 118.0(3) . . ?
O3 C22 C23 117.1(4) . . ?
C7 C4 N2 118.4(3) . . ?
C7 C4 C5 120.8(4) . . ?
C5 C4 N2 120.8(4) . . ?
C21 C20 H20 119.2 . . ?
C21 C20 H20 119.2 4_755 . ?
C21 C20 C21 121.6(5) 4_755 . ?
C31 C32 H32 119.2 . . ?
C23 C32 H32 119.2 . . ?
C23 C32 C31 121.6(4) . . ?
C20 C21 H21 120.5 . . ?
C20 C21 C18 119.1(4) . . ?
C18 C21 H21 120.5 . . ?
C31 C30 C33 117.0(4) . . ?
C31 C30 C29 119.8(4) . . ?
C29 C30 C33 123.2(4) . . ?
C4 C7 C4 119.4(5) . 4_655 ?
C4 C7 H7 120.3 . . ?
C4 C7 H7 120.3 4_655 . ?
N5 C15 N6 112.2(3) . . ?
N5 C15 H15 123.9 . . ?
N6 C15 H15 123.9 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C26 C25 C24 121.1(4) . . ?
N4 C9 H9 127.2 . . ?
C10 C9 N4 105.6(3) . . ?
C10 C9 H9 127.2 . . ?
N2 C3 H3 124.3 . . ?
N1 C3 N2 111.5(3) . . ?
N1 C3 H3 124.3 . . ?
C32 C31 H31 119.3 . . ?
C30 C31 C32 121.3(4) . . ?
C30 C31 H31 119.3 . . ?
C32 C23 C22 117.7(4) . . ?
C32 C23 C24 118.8(3) . . ?
C24 C23 C22 123.4(3) . . ?
C14 C13 H13 119.3 4_655 . ?
C14 C13 H13 119.3 . . ?
C14 C13 C14 121.4(5) 4_655 . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C27 C28 C29 121.1(4) . . ?
C25 C24 C23 122.3(3) . . ?
C25 C24 C29 118.1(3) . . ?
C29 C24 C23 119.5(3) . . ?
O5 C33 C30 116.2(4) . . ?
O4 C33 O5 125.3(4) . . ?
O4 C33 C30 118.4(4) . . ?
N4 C8 H8 124.1 . . ?
N3 C8 N4 111.7(4) . . ?
N3 C8 H8 124.1 . . ?
C28 C29 C30 122.5(4) . . ?
C28 C29 C24 118.8(3) . . ?
C24 C29 C30 118.7(3) . . ?
C21 C18 N6 118.8(3) . . ?
C21 C18 C19 120.8(3) . . ?
C19 C18 N6 120.5(3) . . ?
C25 C26 H26 119.6 . . ?
C25 C26 C27 120.8(4) . . ?
C27 C26 H26 119.6 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(4) . . ?
C6 C5 H5 120.7 . . ?
C13 C14 H14 120.7 . . ?
C13 C14 C11 118.6(4) . . ?
C11 C14 H14 120.7 . . ?
C18 C19 C18 118.7(5) 4_755 . ?
C18 C19 H19 120.6 . . ?
C18 C19 H19 120.6 4_755 . ?
N2 C2 H2 126.8 . . ?
C1 C2 N2 106.5(4) . . ?
C1 C2 H2 126.8 . . ?
C28 C27 C26 119.9(4) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C14 C11 N4 119.8(3) . . ?
C12 C11 N4 118.7(3) . . ?
C12 C11 C14 121.4(3) . . ?
C11 C12 C11 118.4(4) . 4_655 ?
C11 C12 H12 120.8 . . ?
C11 C12 H12 120.8 4_655 . ?
N3 C10 H10 124.7 . . ?
C9 C10 N3 110.5(3) . . ?
C9 C10 H10 124.7 . . ?
C5 C6 C5 121.7(5) . 4_655 ?
C5 C6 H6 119.1 . . ?
C5 C6 H6 119.1 4_655 . ?
N6 C17 H17 127.2 . . ?
C16 C17 N6 105.6(4) . . ?
C16 C17 H17 127.2 . . ?
N5 C16 H16 124.7 . . ?
C17 C16 N5 110.7(4) . . ?
C17 C16 H16 124.7 . . ?
H3AA C3A H3AB 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C4A C3A H3AA 109.5 . . ?
C4A C3A H3AB 109.5 . . ?
C4A C3A H3AC 109.5 . . ?
C2A N1A C4A 114.9(11) . . ?
N1A C2A H2AA 109.5 . . ?
N1A C2A H2AB 109.5 . . ?
N1A C2A H2AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C3A C4A O1A 113.5(13) . . ?
N1A C4A C3A 123.9(14) . . ?
N1A C4A O1A 122.5(13) . . ?
N1A C1A H1AA 109.5 . . ?
N1A C1A H1AB 109.5 . . ?
N1A C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
H1BA O1B H1BA 96(7) . 4_655 ?
H1EA O1E H1EB 109(7) . . ?
H1DA O1D H1DB 104(6) . . ?
N1 C1 H1 124.8 . . ?
C2 C1 N1 110.4(4) . . ?
C2 C1 H1 124.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O2 C22 O3 29.9(6) . . . . ?
Ni1 O2 C22 C23 -151.0(3) . . . . ?
Ni1 O5 C33 O4 -23.9(6) 6_664 . . . ?
Ni1 O5 C33 C30 152.1(3) 6_664 . . . ?
Ni1 N5 C15 N6 -174.4(3) . . . . ?
Ni1 N5 C16 C17 173.7(4) . . . . ?
Ni1 N3 C8 N4 -158.1(3) . . . . ?
Ni1 N3 C10 C9 156.7(3) . . . . ?
Ni1 N1 C3 N2 179.1(3) . . . . ?
Ni1 N1 C1 C2 -178.6(4) . . . . ?
O2 C22 C23 C32 -150.3(4) . . . . ?
O2 C22 C23 C24 27.7(5) . . . . ?
O3 C22 C23 C32 29.0(5) . . . . ?
O3 C22 C23 C24 -153.1(4) . . . . ?
N4 C9 C10 N3 0.5(5) . . . . ?
N4 C11 C12 C11 177.6(3) . . . 4_655 ?
N2 C4 C7 C4 178.6(3) . . . 4_655 ?
N2 C4 C5 C6 179.7(4) . . . . ?
N2 C2 C1 N1 0.2(6) . . . . ?
N6 C18 C19 C18 178.6(3) . . . 4_755 ?
N6 C17 C16 N5 0.5(6) . . . . ?
C22 C23 C24 C25 10.4(5) . . . . ?
C22 C23 C24 C29 -172.6(3) . . . . ?
C4 N2 C3 N1 176.1(4) . . . . ?
C4 N2 C2 C1 -176.4(4) . . . . ?
C4 C5 C6 C5 1.8(9) . . . 4_655 ?
C20 C21 C18 N6 -178.5(4) . . . . ?
C20 C21 C18 C19 -0.7(6) . . . . ?
C32 C23 C24 C25 -171.6(3) . . . . ?
C32 C23 C24 C29 5.3(5) . . . . ?
C21 C20 C21 C18 0.6(8) 4_755 . . . ?
C21 C18 C19 C18 0.8(7) . . . 4_755 ?
C7 C4 C5 C6 0.0(7) . . . . ?
C15 N5 C16 C17 -0.8(6) . . . . ?
C15 N6 C18 C21 -30.2(5) . . . . ?
C15 N6 C18 C19 151.9(4) . . . . ?
C15 N6 C17 C16 0.0(6) . . . . ?
C25 C24 C29 C30 173.4(3) . . . . ?
C25 C24 C29 C28 -3.9(5) . . . . ?
C25 C26 C27 C28 -2.3(7) . . . . ?
C9 N4 C8 N3 0.6(5) . . . . ?
C9 N4 C11 C14 -24.4(6) . . . . ?
C9 N4 C11 C12 155.0(4) . . . . ?
C3 N2 C4 C7 -29.9(6) . . . . ?
C3 N2 C4 C5 150.3(4) . . . . ?
C3 N2 C2 C1 0.4(6) . . . . ?
C3 N1 C1 C2 -0.7(6) . . . . ?
C31 C32 C23 C22 175.4(4) . . . . ?
C31 C32 C23 C24 -2.7(6) . . . . ?
C31 C30 C33 O5 -33.5(5) . . . . ?
C31 C30 C33 O4 142.8(4) . . . . ?
C31 C30 C29 C28 176.6(4) . . . . ?
C31 C30 C29 C24 -0.6(5) . . . . ?
C23 C32 C31 C30 -1.7(6) . . . . ?
C23 C24 C29 C30 -3.7(5) . . . . ?
C23 C24 C29 C28 179.0(3) . . . . ?
C13 C14 C11 N4 179.9(4) . . . . ?
C13 C14 C11 C12 0.5(6) . . . . ?
C24 C25 C26 C27 0.5(6) . . . . ?
C33 C30 C31 C32 -174.0(4) . . . . ?
C33 C30 C29 C28 -6.2(6) . . . . ?
C33 C30 C29 C24 176.5(3) . . . . ?
C8 N4 C9 C10 -0.7(5) . . . . ?
C8 N4 C11 C14 155.5(4) . . . . ?
C8 N4 C11 C12 -25.1(6) . . . . ?
C8 N3 C10 C9 -0.2(5) . . . . ?
C29 C30 C31 C32 3.4(6) . . . . ?
C29 C30 C33 O5 149.3(4) . . . . ?
C29 C30 C33 O4 -34.4(6) . . . . ?
C29 C28 C27 C26 0.8(6) . . . . ?
C18 N6 C15 N5 175.4(4) . . . . ?
C18 N6 C17 C16 -175.8(4) . . . . ?
C26 C25 C24 C23 179.7(4) . . . . ?
C26 C25 C24 C29 2.6(5) . . . . ?
C5 C4 C7 C4 -1.7(8) . . . 4_655 ?
C14 C13 C14 C11 2.0(8) 4_655 . . . ?
C14 C11 C12 C11 -3.0(7) . . . 4_655 ?
C2 N2 C4 C7 146.4(5) . . . . ?
C2 N2 C4 C5 -33.4(6) . . . . ?
C2 N2 C3 N1 -0.9(5) . . . . ?
C27 C28 C29 C30 -175.0(4) . . . . ?
C27 C28 C29 C24 2.3(6) . . . . ?
C11 N4 C9 C10 179.3(4) . . . . ?
C11 N4 C8 N3 -179.4(3) . . . . ?
C10 N3 C8 N4 -0.3(5) . . . . ?
C17 N6 C15 N5 -0.6(5) . . . . ?
C17 N6 C18 C21 144.9(5) . . . . ?
C17 N6 C18 C19 -33.0(6) . . . . ?
C16 N5 C15 N6 0.8(5) . . . . ?
C2A N1A C4A C3A 179.1(11) . . . . ?
C2A N1A C4A O1A 3.7(17) . . . . ?
C1 N1 C3 N2 1.0(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.860(16)
2 0.140(16)

####################################################################### 
# 
# 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_sql-(13-bib)(ndc)-ni-beta
_database_code_depnum_ccdc_archive 'CCDC 2288423'
loop_
_audit_author_name
_audit_author_address
'Kyriaki Koupepidou'
;University of Limerick
Ireland
;
_audit_update_record             
;
2023-10-08 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;
_audit_creation_date             2023-10-05
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            sql-(1,3-bib)(ndc)-Ni-beta
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 N6 Ni O5, (H2 O), 0.4[H2O]'
_chemical_formula_sum            'C30 H25.50 N6 Ni O6'
_chemical_formula_weight         624.77
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   21.9277(15)
_cell_length_b                   13.3810(9)
_cell_length_c                   19.9622(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5857.2(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5927
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      30.11
_cell_measurement_theta_min      2.76
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0828 before and 0.0640 after correction.
The Ratio of minimum to maximum transmission is 0.7697.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2588
_exptl_crystal_size_max          0.444
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.094
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0589
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19346
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.045
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                4916
_reflns_number_total             6117
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         6117
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.015
_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/[σ²(Fo²)+(0.0410P)²+7.8599P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1001
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.96(2)
 0.04(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
3. Restrained distances
 O1B-H1BA = O1B-H1BB
 0.87 with sigma of 0.02
 H1BA-H1BB
 1.38 with sigma of 0.04
4.a Free rotating group:
 O1A(H1AA)
4.b Rotating group:
 O1(H1A,H1B)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C16(H16), C1(H1), C27(H27), C32(H32), C31(H31), C2(H2), C8(H8),
 C17(H17), C15(H15), C28(H28), C26(H26), C12(H12), C3(H3), C25(H25), C19(H19),
 C10(H10), C9(H9), C13(H13), C14(H14), C7(H7), C18(H18), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.30046(2) 0.39965(5) 0.42234(3) 0.01994(15) Uani 1 1 d . . . . .
O2 O 0.27134(16) 0.3184(3) 0.50418(17) 0.0236(8) Uani 1 1 d . . . . .
O1 O 0.38936(14) 0.3376(3) 0.43320(17) 0.0243(9) Uani 1 1 d . . . . .
H1A H 0.392428 0.302791 0.471541 0.036 Uiso 1 1 d R U . . .
H1B H 0.396653 0.291158 0.401820 0.036 Uiso 1 1 d R U . . .
O4 O 0.12610(16) 0.2595(3) 0.81956(18) 0.0303(9) Uani 1 1 d . . . . .
O3 O 0.35956(16) 0.2814(3) 0.55457(17) 0.0298(9) Uani 1 1 d . . . . .
N5 N 0.20959(18) 0.4403(3) 0.4117(2) 0.0241(10) Uani 1 1 d . . . . .
N2 N 0.39002(19) 0.5248(4) 0.2567(2) 0.0268(11) Uani 1 1 d . . . . .
O5 O 0.21848(17) 0.2217(3) 0.85993(16) 0.0271(9) Uani 1 1 d . . . . .
N3 N 0.3281(2) 0.5169(4) 0.4859(2) 0.0252(10) Uani 1 1 d . . . . .
N4 N 0.3901(2) 0.6053(4) 0.5503(2) 0.0282(11) Uani 1 1 d . . . . .
N1 N 0.3269(2) 0.4771(4) 0.3369(2) 0.0255(10) Uani 1 1 d . . . . .
N6 N 0.11026(18) 0.4093(4) 0.4046(2) 0.0265(11) Uani 1 1 d . . . . .
C5 C 0.500000 0.5205(7) 0.2520(4) 0.0292(19) Uani 1 2 d S T P . .
H5 H 0.500000 0.473622 0.287707 0.035 Uiso 1 2 calc R U P . .
C4 C 0.4455(2) 0.5553(5) 0.2254(2) 0.0284(13) Uani 1 1 d . . . . .
C16 C 0.1796(2) 0.5277(5) 0.3985(3) 0.0319(13) Uani 1 1 d . . . . .
H16 H 0.198586 0.591071 0.393204 0.038 Uiso 1 1 calc R U . . .
C1 C 0.3834(3) 0.4999(5) 0.3226(3) 0.0283(14) Uani 1 1 d . . . . .
H1 H 0.415838 0.499330 0.354119 0.034 Uiso 1 1 calc R U . . .
C29 C 0.1894(2) 0.3495(4) 0.7009(2) 0.0216(11) Uani 1 1 d . . . . .
C27 C 0.1168(3) 0.4803(5) 0.6696(3) 0.0347(15) Uani 1 1 d . . . . .
H27 H 0.082317 0.520344 0.680036 0.042 Uiso 1 1 calc R U . . .
C32 C 0.2953(2) 0.2403(4) 0.6713(2) 0.0245(11) Uani 1 1 d . . . . .
H32 H 0.331090 0.202650 0.662261 0.029 Uiso 1 1 calc R U . . .
C31 C 0.2672(2) 0.2321(4) 0.7344(3) 0.0262(12) Uani 1 1 d . . . . .
H31 H 0.285528 0.191760 0.768001 0.031 Uiso 1 1 calc R U . . .
C2 C 0.3330(2) 0.5170(4) 0.2278(3) 0.0297(13) Uani 1 1 d . . . . .
H2 H 0.322729 0.529627 0.182305 0.036 Uiso 1 1 calc R U . . .
C8 C 0.3812(3) 0.5188(5) 0.5177(3) 0.0266(13) Uani 1 1 d . . . . .
H8 H 0.409676 0.465213 0.517381 0.032 Uiso 1 1 calc R U . . .
C17 C 0.1190(2) 0.5108(5) 0.3940(3) 0.0329(13) Uani 1 1 d . . . . .
H17 H 0.088225 0.559111 0.385220 0.039 Uiso 1 1 calc R U . . .
C22 C 0.3033(2) 0.3011(4) 0.5553(2) 0.0210(11) Uani 1 1 d . . . . .
C15 C 0.1671(2) 0.3708(4) 0.4146(3) 0.0281(12) Uani 1 1 d . . . . .
H15 H 0.175082 0.302055 0.422634 0.034 Uiso 1 1 calc R U . . .
C30 C 0.2136(2) 0.2812(4) 0.7485(2) 0.0236(12) Uani 1 1 d . . . . .
C28 C 0.1374(2) 0.4105(5) 0.7146(3) 0.0297(13) Uani 1 1 d . . . . .
H28 H 0.116495 0.402477 0.755958 0.036 Uiso 1 1 calc R U . . .
C24 C 0.2194(2) 0.3611(4) 0.6371(2) 0.0235(12) Uani 1 1 d . . . . .
C33 C 0.1831(2) 0.2543(4) 0.8144(2) 0.0236(12) Uani 1 1 d . . . . .
C26 C 0.1470(3) 0.4923(5) 0.6076(3) 0.0346(14) Uani 1 1 d . . . . .
H26 H 0.132750 0.540499 0.576369 0.042 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.6042(6) 0.5541(4) 0.0255(17) Uani 1 2 d S T P . .
H12 H 0.500000 0.561580 0.516018 0.031 Uiso 1 2 calc R U P . .
C3 C 0.2947(2) 0.4878(4) 0.2772(3) 0.0261(12) Uani 1 1 d . . . . .
H3 H 0.252219 0.476336 0.272002 0.031 Uiso 1 1 calc R U . . .
C25 C 0.1965(3) 0.4350(4) 0.5924(3) 0.0263(12) Uani 1 1 d . . . . .
H25 H 0.216446 0.444787 0.550674 0.032 Uiso 1 1 calc R U . . .
C19 C 0.000000 0.4078(7) 0.4065(4) 0.032(2) Uani 1 2 d S T P . .
H19 H 0.000000 0.478270 0.412177 0.038 Uiso 1 2 calc R U P . .
C21 C 0.0546(2) 0.3544(5) 0.4022(3) 0.0298(13) Uani 1 1 d . . . . .
C23 C 0.2720(2) 0.3015(4) 0.6228(2) 0.0232(12) Uani 1 1 d . . . . .
C10 C 0.3023(3) 0.6084(4) 0.4984(3) 0.0321(13) Uani 1 1 d . . . . .
H10 H 0.263761 0.629549 0.481899 0.038 Uiso 1 1 calc R U . . .
C9 C 0.3397(2) 0.6645(5) 0.5378(3) 0.0331(14) Uani 1 1 d . . . . .
H9 H 0.332556 0.730483 0.553466 0.040 Uiso 1 1 calc R U . . .
C13 C 0.500000 0.7288(8) 0.6644(5) 0.047(2) Uani 1 2 d S T P . .
H13 H 0.500000 0.771885 0.702256 0.056 Uiso 1 2 calc R U P . .
C14 C 0.4446(3) 0.6985(5) 0.6378(3) 0.0423(17) Uani 1 1 d . . . . .
H14 H 0.407143 0.720052 0.656882 0.051 Uiso 1 1 calc R U . . .
C11 C 0.4454(2) 0.6359(5) 0.5824(3) 0.0310(13) Uani 1 1 d . . . . .
C20 C 0.000000 0.1991(7) 0.3924(5) 0.038(2) Uani 1 2 d S T P . .
C7 C 0.4446(2) 0.6188(5) 0.1702(3) 0.0318(14) Uani 1 1 d . . . . .
H7 H 0.406999 0.640973 0.151764 0.038 Uiso 1 1 calc R U . . .
C18 C 0.0548(3) 0.2522(5) 0.3949(3) 0.0367(15) Uani 1 1 d . . . . .
H18 H 0.092439 0.217430 0.391560 0.044 Uiso 1 1 calc R U . . .
C6 C 0.500000 0.6492(7) 0.1426(4) 0.035(2) Uani 1 2 d S T P . .
H6 H 0.499999 0.691351 0.104249 0.042 Uiso 1 2 calc R U P . .
O1A O 0.500000 0.4370(4) 0.4222(4) 0.0304(11) Uani 1 2 d GS T P A 1
H1AA H 0.474781 0.388974 0.431726 0.046 Uiso 1 1 d G U . A 1
O1B O 0.000000 0.6612(6) 0.3380(4) 0.057(2) Uani 1 2 d DS T P B 1
H1BA H -0.0383(17) 0.671(5) 0.327(5) 0.085 Uiso 1 1 d D U . C 1
H1BB H 0.019(3) 0.718(3) 0.336(4) 0.085 Uiso 1 1 d D U . D 1


_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 O2 2.064(4) . ?
Ni1 O1 2.130(3) . ?
Ni1 N5 2.076(4) . ?
Ni1 O5 2.089(4) 6_554 ?
Ni1 N3 2.108(5) . ?
Ni1 N1 2.078(4) . ?
O2 C22 1.260(6) . ?
O1 H1A 0.8981 . ?
O1 H1B 0.8963 . ?
O4 C33 1.255(6) . ?
O3 C22 1.262(6) . ?
N5 C16 1.368(7) . ?
N5 C15 1.318(6) . ?
N2 C4 1.426(7) . ?
N2 C1 1.364(7) . ?
N2 C2 1.381(7) . ?
O5 C33 1.272(6) . ?
N3 C8 1.326(7) . ?
N3 C10 1.371(7) . ?
N4 C8 1.343(7) . ?
N4 C9 1.382(7) . ?
N4 C11 1.433(7) . ?
N1 C1 1.307(7) . ?
N1 C3 1.393(7) . ?
N6 C17 1.387(8) . ?
N6 C15 1.363(6) . ?
N6 C21 1.424(7) . ?
C5 H5 0.9500 . ?
C5 C4 1.389(6) 4_655 ?
C5 C4 1.389(6) . ?
C4 C7 1.391(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.352(8) . ?
C1 H1 0.9500 . ?
C29 C30 1.422(7) . ?
C29 C28 1.429(7) . ?
C29 C24 1.442(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.373(8) . ?
C27 C26 1.412(8) . ?
C32 H32 0.9500 . ?
C32 C31 1.407(7) . ?
C32 C23 1.368(7) . ?
C31 H31 0.9500 . ?
C31 C30 1.374(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.354(7) . ?
C8 H8 0.9500 . ?
C17 H17 0.9500 . ?
C22 C23 1.511(7) . ?
C15 H15 0.9500 . ?
C30 C33 1.521(7) . ?
C28 H28 0.9500 . ?
C24 C25 1.422(8) . ?
C24 C23 1.431(8) . ?
C26 H26 0.9500 . ?
C26 C25 1.364(8) . ?
C12 H12 0.9500 . ?
C12 C11 1.390(6) 4_655 ?
C12 C11 1.390(6) . ?
C3 H3 0.9500 . ?
C25 H25 0.9500 . ?
C19 H19 0.9500 . ?
C19 C21 1.397(7) . ?
C19 C21 1.397(7) 4 ?
C21 C18 1.376(9) . ?
C10 H10 0.9500 . ?
C10 C9 1.361(8) . ?
C9 H9 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.387(7) 4_655 ?
C13 C14 1.387(7) . ?
C14 H14 0.9500 . ?
C14 C11 1.387(8) . ?
C20 C18 1.396(7) 4 ?
C20 C18 1.396(7) . ?
C7 H7 0.9500 . ?
C7 C6 1.396(6) . ?
C18 H18 0.9500 . ?
C6 H6 0.9500 . ?
O1A H1AA 0.87(5) 4_655 ?
O1A H1AA 0.8694 . ?
O1B H1BA 0.88(3) . ?
O1B H1BA 0.88(3) 4 ?
O1B H1BB 0.87(3) 4 ?
O1B H1BB 0.87(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
O2 Ni1 O1 89.83(14) . . ?
O2 Ni1 N5 85.51(16) . . ?
O2 Ni1 O5 90.05(15) . 6_554 ?
O2 Ni1 N3 90.26(17) . . ?
O2 Ni1 N1 177.11(17) . . ?
N5 Ni1 O1 172.22(16) . . ?
N5 Ni1 O5 87.24(16) . 6_554 ?
N5 Ni1 N3 98.22(17) . . ?
N5 Ni1 N1 93.09(17) . . ?
O5 Ni1 O1 86.53(15) 6_554 . ?
O5 Ni1 N3 174.54(17) 6_554 . ?
N3 Ni1 O1 88.02(16) . . ?
N1 Ni1 O1 91.28(16) . . ?
N1 Ni1 O5 87.36(17) . 6_554 ?
N1 Ni1 N3 92.4(2) . . ?
C22 O2 Ni1 124.5(3) . . ?
Ni1 O1 H1A 110.9 . . ?
Ni1 O1 H1B 111.2 . . ?
H1A O1 H1B 102.9 . . ?
C16 N5 Ni1 134.8(4) . . ?
C15 N5 Ni1 119.3(4) . . ?
C15 N5 C16 105.8(4) . . ?
C1 N2 C4 125.6(4) . . ?
C1 N2 C2 106.8(4) . . ?
C2 N2 C4 127.6(4) . . ?
C33 O5 Ni1 124.8(3) . 6 ?
C8 N3 Ni1 123.7(4) . . ?
C8 N3 C10 105.1(5) . . ?
C10 N3 Ni1 130.9(4) . . ?
C8 N4 C9 106.9(5) . . ?
C8 N4 C11 125.8(5) . . ?
C9 N4 C11 126.5(5) . . ?
C1 N1 Ni1 124.1(4) . . ?
C1 N1 C3 105.6(4) . . ?
C3 N1 Ni1 127.7(4) . . ?
C17 N6 C21 128.1(5) . . ?
C15 N6 C17 105.5(4) . . ?
C15 N6 C21 126.3(5) . . ?
C4 C5 H5 120.5 4_655 . ?
C4 C5 H5 120.5 . . ?
C4 C5 C4 118.9(7) . 4_655 ?
C5 C4 N2 118.1(5) . . ?
C5 C4 C7 121.3(5) . . ?
C7 C4 N2 120.6(5) . . ?
N5 C16 H16 125.0 . . ?
C17 C16 N5 110.0(5) . . ?
C17 C16 H16 125.0 . . ?
N2 C1 H1 124.2 . . ?
N1 C1 N2 111.7(5) . . ?
N1 C1 H1 124.2 . . ?
C30 C29 C28 122.5(5) . . ?
C30 C29 C24 119.2(5) . . ?
C28 C29 C24 118.2(5) . . ?
C28 C27 H27 120.1 . . ?
C28 C27 C26 119.8(5) . . ?
C26 C27 H27 120.1 . . ?
C31 C32 H32 119.4 . . ?
C23 C32 H32 119.4 . . ?
C23 C32 C31 121.2(5) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 C32 121.3(5) . . ?
C30 C31 H31 119.3 . . ?
N2 C2 H2 126.9 . . ?
C3 C2 N2 106.2(5) . . ?
C3 C2 H2 126.9 . . ?
N3 C8 N4 112.0(5) . . ?
N3 C8 H8 124.0 . . ?
N4 C8 H8 124.0 . . ?
N6 C17 H17 126.6 . . ?
C16 C17 N6 106.8(5) . . ?
C16 C17 H17 126.6 . . ?
O2 C22 O3 125.0(5) . . ?
O2 C22 C23 117.9(5) . . ?
O3 C22 C23 117.1(4) . . ?
N5 C15 N6 111.9(5) . . ?
N5 C15 H15 124.0 . . ?
N6 C15 H15 124.0 . . ?
C29 C30 C33 124.5(5) . . ?
C31 C30 C29 119.4(5) . . ?
C31 C30 C33 116.1(5) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 C29 121.7(5) . . ?
C27 C28 H28 119.2 . . ?
C25 C24 C29 117.8(5) . . ?
C25 C24 C23 123.2(5) . . ?
C23 C24 C29 119.0(5) . . ?
O4 C33 O5 124.6(5) . . ?
O4 C33 C30 119.7(5) . . ?
O5 C33 C30 115.5(4) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 C27 120.3(5) . . ?
C25 C26 H26 119.9 . . ?
C11 C12 H12 120.6 . . ?
C11 C12 H12 120.6 4_655 . ?
C11 C12 C11 118.8(7) 4_655 . ?
N1 C3 H3 125.1 . . ?
C2 C3 N1 109.8(5) . . ?
C2 C3 H3 125.1 . . ?
C24 C25 H25 118.9 . . ?
C26 C25 C24 122.2(5) . . ?
C26 C25 H25 118.9 . . ?
C21 C19 H19 121.0 4 . ?
C21 C19 H19 121.0 . . ?
C21 C19 C21 118.1(8) . 4 ?
C19 C21 N6 118.0(6) . . ?
C18 C21 N6 121.0(5) . . ?
C18 C21 C19 121.1(6) . . ?
C32 C23 C22 117.4(5) . . ?
C32 C23 C24 119.6(4) . . ?
C24 C23 C22 123.1(5) . . ?
N3 C10 H10 124.8 . . ?
C9 C10 N3 110.4(5) . . ?
C9 C10 H10 124.8 . . ?
N4 C9 H9 127.2 . . ?
C10 C9 N4 105.7(5) . . ?
C10 C9 H9 127.2 . . ?
C14 C13 H13 118.8 4_655 . ?
C14 C13 H13 118.8 . . ?
C14 C13 C14 122.4(8) . 4_655 ?
C13 C14 H14 121.0 . . ?
C13 C14 C11 118.0(6) . . ?
C11 C14 H14 121.0 . . ?
C12 C11 N4 117.4(5) . . ?
C14 C11 N4 121.2(5) . . ?
C14 C11 C12 121.4(5) . . ?
C18 C20 C18 118.7(9) 4 . ?
C4 C7 H7 120.7 . . ?
C4 C7 C6 118.6(5) . . ?
C6 C7 H7 120.7 . . ?
C21 C18 C20 120.5(6) . . ?
C21 C18 H18 119.7 . . ?
C20 C18 H18 119.7 . . ?
C7 C6 C7 121.1(7) . 4_655 ?
C7 C6 H6 119.4 . . ?
C7 C6 H6 119.4 4_655 . ?
H1AA O1A H1AA 79.0 . 4_655 ?
H1BA O1B H1BA 147(10) . 4 ?
H1BA O1B H1BB 109(6) 4 4 ?
H1BA O1B H1BB 109(6) . . ?
H1BA O1B H1BB 52(7) . 4 ?
H1BB O1B H1BA 52(7) . 4 ?
H1BB O1B H1BB 59(9) . 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
O1 H1A O3 0.90 1.83 2.619(5) 145.4 . yes
O1 H1B O4 0.90 1.85 2.636(5) 145.9 6_554 yes
O1A H1AA O1 0.87 2.00 2.776(4) 148.8 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O2 C22 O3 -38.9(8) . . . . ?
Ni1 O2 C22 C23 142.6(4) . . . . ?
Ni1 N5 C16 C17 177.1(4) . . . . ?
Ni1 N5 C15 N6 -178.0(3) . . . . ?
Ni1 O5 C33 O4 38.6(8) 6 . . . ?
Ni1 O5 C33 C30 -137.1(4) 6 . . . ?
Ni1 N3 C8 N4 174.6(4) . . . . ?
Ni1 N3 C10 C9 -173.4(4) . . . . ?
Ni1 N1 C1 N2 162.9(4) . . . . ?
Ni1 N1 C3 C2 -162.1(4) . . . . ?
O2 C22 C23 C32 149.6(5) . . . . ?
O2 C22 C23 C24 -29.4(8) . . . . ?
O3 C22 C23 C32 -29.1(8) . . . . ?
O3 C22 C23 C24 152.0(5) . . . . ?
N5 C16 C17 N6 -0.1(6) . . . . ?
N2 C4 C7 C6 178.0(6) . . . . ?
N2 C2 C3 N1 0.0(7) . . . . ?
N3 C10 C9 N4 -0.3(7) . . . . ?
N6 C21 C18 C20 -179.8(6) . . . . ?
C5 C4 C7 C6 -1.5(10) . . . . ?
C4 N2 C1 N1 178.6(6) . . . . ?
C4 N2 C2 C3 -178.5(6) . . . . ?
C4 C5 C4 N2 -175.2(5) 4_655 . . . ?
C4 C5 C4 C7 4.3(12) 4_655 . . . ?
C4 C7 C6 C7 -1.4(13) . . . 4_655 ?
C16 N5 C15 N6 -0.8(6) . . . . ?
C1 N2 C4 C5 28.1(9) . . . . ?
C1 N2 C4 C7 -151.3(6) . . . . ?
C1 N2 C2 C3 -0.1(7) . . . . ?
C1 N1 C3 C2 0.1(7) . . . . ?
C29 C30 C33 O4 27.6(8) . . . . ?
C29 C30 C33 O5 -156.5(5) . . . . ?
C29 C24 C25 C26 -1.6(8) . . . . ?
C29 C24 C23 C32 -4.6(8) . . . . ?
C29 C24 C23 C22 174.3(5) . . . . ?
C27 C26 C25 C24 0.6(9) . . . . ?
C32 C31 C30 C29 -6.4(8) . . . . ?
C32 C31 C30 C33 171.3(5) . . . . ?
C31 C32 C23 C22 -176.7(5) . . . . ?
C31 C32 C23 C24 2.3(8) . . . . ?
C31 C30 C33 O4 -150.0(6) . . . . ?
C31 C30 C33 O5 25.9(7) . . . . ?
C2 N2 C4 C5 -153.7(7) . . . . ?
C2 N2 C4 C7 26.8(9) . . . . ?
C2 N2 C1 N1 0.2(7) . . . . ?
C8 N3 C10 C9 -0.4(7) . . . . ?
C8 N4 C9 C10 0.9(6) . . . . ?
C8 N4 C11 C12 32.7(9) . . . . ?
C8 N4 C11 C14 -150.3(6) . . . . ?
C17 N6 C15 N5 0.7(6) . . . . ?
C17 N6 C21 C19 -17.7(8) . . . . ?
C17 N6 C21 C18 161.4(6) . . . . ?
C15 N5 C16 C17 0.6(6) . . . . ?
C15 N6 C17 C16 -0.3(6) . . . . ?
C15 N6 C21 C19 165.9(6) . . . . ?
C15 N6 C21 C18 -15.0(8) . . . . ?
C30 C29 C28 C27 176.0(5) . . . . ?
C30 C29 C24 C25 -175.7(5) . . . . ?
C30 C29 C24 C23 1.6(8) . . . . ?
C28 C29 C30 C31 -173.7(5) . . . . ?
C28 C29 C30 C33 8.8(8) . . . . ?
C28 C29 C24 C25 2.0(7) . . . . ?
C28 C29 C24 C23 179.3(5) . . . . ?
C28 C27 C26 C25 -0.1(9) . . . . ?
C24 C29 C30 C31 3.9(8) . . . . ?
C24 C29 C30 C33 -173.6(5) . . . . ?
C24 C29 C28 C27 -1.6(8) . . . . ?
C26 C27 C28 C29 0.6(9) . . . . ?
C3 N1 C1 N2 -0.2(7) . . . . ?
C25 C24 C23 C32 172.5(5) . . . . ?
C25 C24 C23 C22 -8.6(8) . . . . ?
C19 C21 C18 C20 -0.7(10) . . . . ?
C21 N6 C17 C16 -177.3(5) . . . . ?
C21 N6 C15 N5 177.7(5) . . . . ?
C21 C19 C21 N6 178.1(4) 4 . . . ?
C21 C19 C21 C18 -1.0(10) 4 . . . ?
C23 C32 C31 C30 3.3(9) . . . . ?
C23 C24 C25 C26 -178.7(6) . . . . ?
C10 N3 C8 N4 0.9(6) . . . . ?
C9 N4 C8 N3 -1.2(7) . . . . ?
C9 N4 C11 C12 -136.3(7) . . . . ?
C9 N4 C11 C14 40.7(9) . . . . ?
C13 C14 C11 N4 -177.0(8) . . . . ?
C13 C14 C11 C12 -0.1(12) . . . . ?
C14 C13 C14 C11 -0.2(16) 4_655 . . . ?
C11 N4 C8 N3 -172.0(5) . . . . ?
C11 N4 C9 C10 171.6(5) . . . . ?
C11 C12 C11 N4 177.4(5) 4_655 . . . ?
C11 C12 C11 C14 0.4(13) 4_655 . . . ?
C18 C20 C18 C21 2.4(13) 4 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.96(2)
2 0.04(2)

####################################################################### 
# 
# 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_sql-(13-bib)(ndc)-ni-gamma
_database_code_depnum_ccdc_archive 'CCDC 2288422'
loop_
_audit_author_name
_audit_author_address
'Kyriaki Koupepidou'
;University of Limerick
Ireland
;
_audit_update_record             
;
2023-10-08 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_sql-13-bibndc-ni-gamma 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01585 Ang.  
RESPONSE: sql-(1,3-bib)(ndc)-Ni-gamma was prepared by exchanging the as-synthesized sample sql-(1,3-bib)(ndc)-Ni-alpha with methanol, which triggered a structural transformation. As a result, the crystal quality was impacted. This was reflected in a B level alert related to low bond precision, which we attribute to poor diffraction. The reduced crystal quality of this sample can also be attributed to the fact that the crystals are susceptible to losing methanol solvate molecules and simultaneously adsorbing water molecules from the atmosphere.
;
_vrf_PLAT430_sql-13-bibndc-ni-gamma 
;
PROBLEM: Short Inter D...A Contact  O3       ..O1C      .       2.79 Ang.  
RESPONSE: The atom O1C belongs to a guest methanol molecule in sql-(1,3-bib)(ndc)-Ni-gamma, which has a corresponding carbon atom named C1C. C1C is hydrogen bonded to the O3 atom belonging to an ndc ligand, therefore causing a short intermolecular distance.
;
# end Validation Reply Form

_audit_creation_date             2023-10-08
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            sql-(1,3-bib)(ndc)-Ni-gamma
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C30 H23 N6 Ni O5, 2.5(C H4 O), 0.5(H2 O), 1.5[CH4O]'
_chemical_formula_sum            'C34.08 H37.75 N6 Ni O8.59'
_chemical_formula_weight         727.53
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   22.0063(17)
_cell_length_b                   16.5739(13)
_cell_length_c                   18.9230(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6901.8(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9310
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      25.72
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0813 before and 0.0709 after correction.
The Ratio of minimum to maximum transmission is 0.7604.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3047
_exptl_crystal_size_max          0.381
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.094
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            42736
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.102
_diffrn_reflns_theta_min         3.037
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.878
_reflns_Friedel_fraction_full    0.948
_reflns_Friedel_fraction_max     0.933
_reflns_number_gt                4464
_reflns_number_total             6777
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.959
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.110
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.15(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         6777
_refine_ls_number_restraints     304
_refine_ls_R_factor_all          0.1232
_refine_ls_R_factor_gt           0.0738
_refine_ls_restrained_S_all      1.026
_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)+(0.1123P)²+36.6550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1842
_refine_ls_wR_factor_ref         0.2290
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.85(5)
 0.15(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
3. Restrained distances
 C1C-O1C
 1.4 with sigma of 0.02
 O1-H1A = O1-H1B
 0.87 with sigma of 0.02
 O1A-H1AA
 0.87 with sigma of 0.02
 H1A-H1B
 1.38 with sigma of 0.04
 Ni1-H1A \\sim Ni1-H1B
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Uanis(C17) = Uanis(N6) = Uanis(C15) = Uanis(N5) = Uanis(C16) = Uanis(C18) =
Uanis(C21) = Uanis(C20) = Uanis(C19)
Uanis(O1E) = Uanis(C1E)
Uanis(C6) = Uanis(O1D)
Uanis(C13) = Uanis(C14) = Uanis(C11) = Uanis(C12) = Uanis(N4) = Uanis(C8) =
Uanis(N3) = Uanis(C9) = Uanis(C10)
Uanis(C25) = Uanis(C24) = Uanis(C23) = Uanis(C32) = Uanis(C31) = Uanis(C30) =
Uanis(C29) = Uanis(C28) = Uanis(C27) = Uanis(C26)
Uanis(C1C) = Uanis(O1C)
Uanis(C1B) = Uanis(O1B)
Uanis(O1B) = Uanis(C1B)
5. Rigid body (RIGU) restrains
 C6, O1D
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1B, O1B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1C, O1C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(O1E)=Sof(C1E)=Sof(H1EA)=Sof(H1EB)=Sof(H1EC)=FVAR(1)
 Sof(C1C)=Sof(H1CA)=Sof(H1CB)=Sof(H1CC)=FVAR(2)
 Fixed Sof: C1B(0.5) H1BA(0.5) H1BB(0.5) H1BC(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C32(H32), C28(H28), C1(H1), C19(H19), C2(H2), C5(H5), C10(H10), C31(H31),
 C8(H8), C3(H3), C21(H21), C7(H7), C13(H13), C9(H9), C27(H27), C15(H15),
 C25(H25), C17(H17), C26(H26), C16(H16), C14(H14), C12(H12), C20(H20), C34(H34)
7.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C1B(H1BA,H1BB,H1BC), C1C(H1CA,H1CB,H1CC), C1E(H1EA,H1EB,H1EC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.70222(4) 0.43126(7) 1.08170(9) 0.0336(3) Uani 1 1 d D . . . .
O2 O 0.7276(3) 0.3516(6) 1.0020(4) 0.039(2) Uani 1 1 d . U . . .
O1 O 0.6130(2) 0.3822(4) 1.0792(5) 0.0348(14) Uani 1 1 d D . . . .
H1A H 0.616(4) 0.339(3) 1.105(4) 0.052 Uiso 1 1 d D U . . .
H1B H 0.609(4) 0.366(5) 1.036(2) 0.052 Uiso 1 1 d D U . . .
O3 O 0.6387(4) 0.3038(6) 0.9636(4) 0.040(2) Uani 1 1 d . U . . .
N1 N 0.6738(4) 0.5144(6) 1.0047(5) 0.040(2) Uani 1 1 d . U . . .
N4 N 0.6098(4) 0.5439(7) 1.2489(5) 0.0452(11) Uani 1 1 d . U . . .
O4 O 0.8645(4) 0.1882(6) 0.6981(5) 0.046(2) Uani 1 1 d . U . . .
O5 O 0.7721(4) 0.1550(6) 0.6567(4) 0.040(2) Uani 1 1 d . U . . .
N2 N 0.6094(4) 0.5826(6) 0.9364(5) 0.043(2) Uani 1 1 d . U . . .
O1B O 0.500000 0.8493(7) 0.5866(12) 0.080(4) Uani 1 2 d S TU P . .
N5 N 0.7919(3) 0.4703(5) 1.0805(8) 0.0431(9) Uani 1 1 d . U . . .
C22 C 0.6949(5) 0.3161(8) 0.9568(6) 0.033(3) Uani 1 1 d . U . . .
N3 N 0.6752(4) 0.5009(7) 1.1671(5) 0.0452(11) Uani 1 1 d . U . . .
C4 C 0.5537(5) 0.6033(8) 0.9026(6) 0.042(3) Uani 1 1 d . U . . .
C6 C 0.8445(6) 0.2832(8) 1.1453(8) 0.062(4) Uani 1 1 d . U . A 1
H6A H 0.807433 0.312380 1.132347 0.092 Uiso 1 1 calc R U . A 1
H6B H 0.878294 0.301862 1.115721 0.092 Uiso 1 1 calc R U . A 1
H6C H 0.854021 0.293242 1.195083 0.092 Uiso 1 1 calc R U . A 1
C32 C 0.7036(5) 0.2194(8) 0.8595(6) 0.0418(9) Uani 1 1 d . U . . .
H32 H 0.670273 0.191850 0.880313 0.050 Uiso 1 1 calc R U . . .
C28 C 0.8484(4) 0.3479(7) 0.7608(6) 0.0418(9) Uani 1 1 d . U . . .
H28 H 0.867718 0.327066 0.719796 0.050 Uiso 1 1 calc R U . . .
C30 C 0.7790(5) 0.2274(8) 0.7666(6) 0.0418(9) Uani 1 1 d . U . . .
C29 C 0.8005(5) 0.3007(8) 0.7942(6) 0.0418(9) Uani 1 1 d . U . . .
C1 C 0.6173(5) 0.5200(8) 0.9810(6) 0.033(2) Uani 1 1 d . U . . .
H1 H 0.585710 0.483871 0.994103 0.039 Uiso 1 1 calc R U . . .
C19 C 1.000000 0.4645(11) 1.0548(8) 0.0431(9) Uani 1 2 d S TU P . .
H19 H 0.999999 0.504739 1.090575 0.052 Uiso 1 2 calc R U P . .
C23 C 0.7255(5) 0.2887(8) 0.8900(6) 0.0418(9) Uani 1 1 d . U . . .
N6 N 0.8889(4) 0.4649(6) 1.0535(5) 0.0431(9) Uani 1 1 d . U . . .
C2 C 0.6650(5) 0.6221(9) 0.9330(7) 0.052(3) Uani 1 1 d . U . . .
H2 H 0.674384 0.669367 0.906857 0.063 Uiso 1 1 calc R U . . .
C5 C 0.500000 0.5869(10) 0.9365(8) 0.037(4) Uani 1 2 d S TU P . .
H5 H 0.500001 0.564397 0.982690 0.045 Uiso 1 2 calc R U P . .
C10 C 0.6652(4) 0.5363(8) 1.2823(6) 0.0452(11) Uani 1 1 d . U . . .
H10 H 0.673963 0.546951 1.330602 0.054 Uiso 1 1 calc R U . . .
C31 C 0.7311(5) 0.1884(8) 0.7961(6) 0.0418(9) Uani 1 1 d . U . . .
H31 H 0.715681 0.140607 0.774973 0.050 Uiso 1 1 calc R U . . .
C8 C 0.6175(5) 0.5210(9) 1.1815(7) 0.0452(11) Uani 1 1 d . U . . .
H8 H 0.585650 0.519278 1.147652 0.054 Uiso 1 1 calc R U . . .
C3 C 0.7032(5) 0.5791(8) 0.9748(7) 0.051(3) Uani 1 1 d . U . . .
H3 H 0.744767 0.592055 0.982495 0.061 Uiso 1 1 calc R U . . .
C21 C 0.9452(4) 0.3748(7) 0.9743(6) 0.0431(9) Uani 1 1 d . U . . .
H21 H 0.907887 0.356204 0.955197 0.052 Uiso 1 1 calc R U . . .
C7 C 0.5549(6) 0.6447(9) 0.8387(7) 0.051(3) Uani 1 1 d . U . . .
H7 H 0.592554 0.658128 0.817061 0.062 Uiso 1 1 calc R U . . .
C24 C 0.7740(5) 0.3324(8) 0.8570(6) 0.0418(9) Uani 1 1 d . U . . .
C13 C 0.500000 0.6441(13) 1.3655(9) 0.0452(11) Uani 1 2 d S TU P . .
H13 H 0.500000 0.675930 1.407296 0.054 Uiso 1 2 calc R U P . .
C18 C 0.9453(4) 0.4330(8) 1.0269(6) 0.0431(9) Uani 1 1 d . U . . .
C9 C 0.7056(5) 0.5098(8) 1.2311(6) 0.0452(11) Uani 1 1 d . U . . .
H9 H 0.747557 0.499382 1.238476 0.054 Uiso 1 1 calc R U . . .
C27 C 0.8662(5) 0.4197(7) 0.7860(6) 0.0418(9) Uani 1 1 d . U . . .
H27 H 0.897731 0.448528 0.762842 0.050 Uiso 1 1 calc R U . . .
C15 C 0.8361(4) 0.4263(8) 1.0526(6) 0.0431(9) Uani 1 1 d . U . . .
H15 H 0.830580 0.373444 1.034105 0.052 Uiso 1 1 calc R U . . .
C25 C 0.7928(5) 0.4113(8) 0.8805(6) 0.0418(9) Uani 1 1 d . U . . .
H25 H 0.773167 0.434917 0.920153 0.050 Uiso 1 1 calc R U . . .
C17 C 0.8793(4) 0.5397(6) 1.0840(8) 0.0431(9) Uani 1 1 d . U . . .
H17 H 0.908749 0.580492 1.092538 0.052 Uiso 1 1 calc R U . . .
C33 C 0.8076(6) 0.1888(9) 0.7020(7) 0.039(3) Uani 1 1 d . U . . .
C11 C 0.5537(5) 0.5699(8) 1.2806(6) 0.0452(11) Uani 1 1 d . U . . .
C26 C 0.8383(4) 0.4530(8) 0.8471(6) 0.0418(9) Uani 1 1 d . U . . .
H26 H 0.851114 0.503864 0.864734 0.050 Uiso 1 1 calc R U . . .
C16 C 0.8188(4) 0.5427(7) 1.0993(5) 0.0431(9) Uani 1 1 d . U . . .
H16 H 0.798261 0.587532 1.119584 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5559(5) 0.6225(8) 1.3371(6) 0.0452(11) Uani 1 1 d . U . . .
H14 H 0.593164 0.642565 1.355281 0.054 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.5403(12) 1.2515(9) 0.0452(11) Uani 1 2 d S TU P . .
H12 H 0.500001 0.502208 1.214045 0.054 Uiso 1 2 calc R U P . .
C20 C 1.000000 0.3437(11) 0.9496(9) 0.0431(9) Uani 1 2 d S TU P . .
H20 H 1.000000 0.301285 0.915926 0.052 Uiso 1 2 calc R U P . .
C34 C 0.500000 0.6664(11) 0.8065(10) 0.050(5) Uani 1 2 d S TU P . .
H34 H 0.500000 0.695608 0.763332 0.060 Uiso 1 2 calc R U P . .
C1B C 0.4891(14) 0.7751(14) 0.6246(16) 0.080(4) Uani 0.5 1 d . U P B -1
H1BA H 0.474339 0.787525 0.672218 0.120 Uiso 0.5 1 calc R U P B -1
H1BB H 0.527093 0.744381 0.627940 0.120 Uiso 0.5 1 calc R U P B -1
H1BC H 0.458636 0.743005 0.599429 0.120 Uiso 0.5 1 calc R U P B -1
O1D O 0.8362(8) 0.2046(12) 1.1353(12) 0.062(4) Uani 0.45(2) 1 d . U . A 1
C1C C 0.5564(11) 0.1774(16) 0.9619(13) 0.072(10) Uani 0.58(4) 1 d D U P C -1
H1CA H 0.575676 0.219252 0.990761 0.108 Uiso 0.58(4) 1 calc R U P C -1
H1CB H 0.572591 0.124436 0.975182 0.108 Uiso 0.58(4) 1 calc R U P C -1
H1CC H 0.512357 0.178195 0.969860 0.108 Uiso 0.58(4) 1 calc R U P C -1
O1A O 0.500000 0.5426(6) 0.5807(9) 0.042(2) Uani 1 2 d DS T P D 1
H1AA H 0.466(3) 0.570(6) 0.580(11) 0.063 Uiso 1 1 d D U . E 1
O1E O 1.0503(11) 0.5947(18) 0.8422(15) 0.105(10) Uani 0.50(3) 1 d . U P F -1
C1E C 0.993(3) 0.546(2) 0.8499(17) 0.105(10) Uani 0.50(3) 1 d . U P F -1
H1EA H 0.998483 0.493551 0.826787 0.158 Uiso 0.50(3) 1 calc R U P F -1
H1EB H 0.959250 0.574846 0.827682 0.158 Uiso 0.50(3) 1 calc R U P F -1
H1EC H 0.984336 0.537806 0.900130 0.158 Uiso 0.50(3) 1 calc R U P F -1
O1C O 0.568(3) 0.192(5) 0.890(2) 0.072(10) Uani 0.13(2) 1 d D U . C -1


_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 O2 2.081(9) . ?
Ni1 O1 2.125(6) . ?
Ni1 N1 2.102(10) . ?
Ni1 O5 2.093(9) 6_655 ?
Ni1 N5 2.076(7) . ?
Ni1 N3 2.073(10) . ?
O2 C22 1.263(14) . ?
O1 H1A 0.86(3) . ?
O1 H1B 0.87(3) . ?
O3 C22 1.259(15) . ?
N1 C1 1.325(14) . ?
N1 C3 1.374(16) . ?
N4 C10 1.381(13) . ?
N4 C8 1.341(15) . ?
N4 C11 1.439(14) . ?
O4 C33 1.255(15) . ?
O5 C33 1.287(16) . ?
N2 C4 1.425(13) . ?
N2 C1 1.349(15) . ?
N2 C2 1.390(14) . ?
O1B C1B 1.45(3) . ?
N5 C15 1.326(13) . ?
N5 C16 1.385(14) . ?
C22 C23 1.502(17) . ?
N3 C8 1.339(15) . ?
N3 C9 1.391(14) . ?
C4 C5 1.372(13) . ?
C4 C7 1.391(16) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 O1D 1.33(2) . ?
C32 H32 0.9500 . ?
C32 C23 1.372(18) . ?
C32 C31 1.438(16) . ?
C28 H28 0.9500 . ?
C28 C29 1.457(16) . ?
C28 C27 1.340(16) . ?
C30 C29 1.405(18) . ?
C30 C31 1.357(16) . ?
C30 C33 1.516(18) . ?
C29 C24 1.424(16) . ?
C1 H1 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.414(13) 4_755 ?
C19 C18 1.414(13) . ?
C23 C24 1.434(17) . ?
N6 C18 1.440(13) . ?
N6 C15 1.327(13) . ?
N6 C17 1.385(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.356(17) . ?
C5 H5 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.386(15) . ?
C31 H31 0.9500 . ?
C8 H8 0.9500 . ?
C3 H3 0.9500 . ?
C21 H21 0.9500 . ?
C21 C18 1.384(16) . ?
C21 C20 1.391(13) . ?
C7 H7 0.9500 . ?
C7 C34 1.399(15) . ?
C24 C25 1.441(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.390(15) . ?
C13 C14 1.390(15) 4_655 ?
C9 H9 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.420(15) . ?
C15 H15 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.371(15) . ?
C17 H17 0.9500 . ?
C17 C16 1.364(12) . ?
C11 C14 1.379(16) . ?
C11 C12 1.393(14) . ?
C26 H26 0.9500 . ?
C16 H16 0.9500 . ?
C14 H14 0.9500 . ?
C12 H12 0.9500 . ?
C20 H20 0.9500 . ?
C34 H34 0.9500 . ?
C1B H1BA 0.9800 . ?
C1B H1BB 0.9800 . ?
C1B H1BC 0.9800 . ?
C1C H1CA 0.9800 . ?
C1C H1CB 0.9800 . ?
C1C H1CC 0.9800 . ?
C1C O1C 1.41(3) . ?
O1A H1AA 0.87(3) . ?
O1A H1AA 0.87(3) 4_655 ?
O1E C1E 1.50(5) . ?
C1E H1EA 0.9800 . ?
C1E H1EB 0.9800 . ?
C1E H1EC 0.9800 . ?

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
O2 Ni1 O1 89.4(3) . . ?
O2 Ni1 N1 89.6(4) . . ?
O2 Ni1 O5 89.2(2) . 6_655 ?
N1 Ni1 O1 87.8(3) . . ?
O5 Ni1 O1 90.2(3) 6_655 . ?
O5 Ni1 N1 177.6(4) 6_655 . ?
N5 Ni1 O2 86.3(4) . . ?
N5 Ni1 O1 175.3(3) . . ?
N5 Ni1 N1 94.1(4) . . ?
N5 Ni1 O5 87.9(4) . 6_655 ?
N3 Ni1 O2 174.4(4) . . ?
N3 Ni1 O1 88.0(4) . . ?
N3 Ni1 N1 95.2(4) . . ?
N3 Ni1 O5 85.9(4) . 6_655 ?
N3 Ni1 N5 96.2(4) . . ?
C22 O2 Ni1 129.3(8) . . ?
Ni1 O1 H1A 104(5) . . ?
Ni1 O1 H1B 103(5) . . ?
H1A O1 H1B 106(6) . . ?
C1 N1 Ni1 124.0(8) . . ?
C1 N1 C3 104.5(10) . . ?
C3 N1 Ni1 131.0(7) . . ?
C10 N4 C11 126.4(9) . . ?
C8 N4 C10 107.3(9) . . ?
C8 N4 C11 126.2(10) . . ?
C33 O5 Ni1 125.8(8) . 6_654 ?
C1 N2 C4 125.3(9) . . ?
C1 N2 C2 106.1(9) . . ?
C2 N2 C4 128.6(10) . . ?
C15 N5 Ni1 122.0(7) . . ?
C15 N5 C16 105.4(8) . . ?
C16 N5 Ni1 132.3(7) . . ?
O2 C22 C23 117.1(10) . . ?
O3 C22 O2 124.5(11) . . ?
O3 C22 C23 118.5(11) . . ?
C8 N3 Ni1 124.7(8) . . ?
C8 N3 C9 104.7(9) . . ?
C9 N3 Ni1 126.8(8) . . ?
C5 C4 N2 118.9(10) . . ?
C5 C4 C7 121.5(11) . . ?
C7 C4 N2 119.5(10) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1D C6 H6A 109.5 . . ?
O1D C6 H6B 109.5 . . ?
O1D C6 H6C 109.5 . . ?
C23 C32 H32 119.9 . . ?
C23 C32 C31 120.2(11) . . ?
C31 C32 H32 119.9 . . ?
C29 C28 H28 118.9 . . ?
C27 C28 H28 118.9 . . ?
C27 C28 C29 122.3(11) . . ?
C29 C30 C33 121.7(11) . . ?
C31 C30 C29 121.3(11) . . ?
C31 C30 C33 117.0(12) . . ?
C30 C29 C28 123.1(11) . . ?
C30 C29 C24 119.5(11) . . ?
C24 C29 C28 117.4(11) . . ?
N1 C1 N2 112.7(10) . . ?
N1 C1 H1 123.7 . . ?
N2 C1 H1 123.7 . . ?
C18 C19 H19 121.7 4_755 . ?
C18 C19 H19 121.7 . . ?
C18 C19 C18 116.6(15) . 4_755 ?
C32 C23 C22 116.8(11) . . ?
C32 C23 C24 120.0(11) . . ?
C24 C23 C22 123.2(12) . . ?
C15 N6 C18 125.0(10) . . ?
C15 N6 C17 107.7(8) . . ?
C17 N6 C18 127.3(9) . . ?
N2 C2 H2 127.1 . . ?
C3 C2 N2 105.8(11) . . ?
C3 C2 H2 127.1 . . ?
C4 C5 C4 118.9(14) . 4_655 ?
C4 C5 H5 120.6 4_655 . ?
C4 C5 H5 120.6 . . ?
N4 C10 H10 127.0 . . ?
N4 C10 C9 105.9(9) . . ?
C9 C10 H10 127.0 . . ?
C32 C31 H31 120.0 . . ?
C30 C31 C32 120.0(11) . . ?
C30 C31 H31 120.0 . . ?
N4 C8 H8 123.7 . . ?
N3 C8 N4 112.5(10) . . ?
N3 C8 H8 123.7 . . ?
N1 C3 H3 124.5 . . ?
C2 C3 N1 110.9(10) . . ?
C2 C3 H3 124.5 . . ?
C18 C21 H21 120.1 . . ?
C18 C21 C20 119.9(10) . . ?
C20 C21 H21 120.1 . . ?
C4 C7 H7 120.4 . . ?
C4 C7 C34 119.2(12) . . ?
C34 C7 H7 120.4 . . ?
C29 C24 C23 118.8(12) . . ?
C29 C24 C25 118.4(10) . . ?
C23 C24 C25 122.5(10) . . ?
C14 C13 H13 117.8 4_655 . ?
C14 C13 H13 117.8 . . ?
C14 C13 C14 124.5(17) . 4_655 ?
C19 C18 N6 117.8(11) . . ?
C21 C18 C19 121.8(10) . . ?
C21 C18 N6 120.4(9) . . ?
N3 C9 H9 125.2 . . ?
C10 C9 N3 109.5(9) . . ?
C10 C9 H9 125.2 . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.5(11) . . ?
C26 C27 H27 119.7 . . ?
N5 C15 N6 111.8(10) . . ?
N5 C15 H15 124.1 . . ?
N6 C15 H15 124.1 . . ?
C24 C25 H25 119.2 . . ?
C26 C25 C24 121.6(11) . . ?
C26 C25 H25 119.2 . . ?
N6 C17 H17 127.2 . . ?
C16 C17 N6 105.7(9) . . ?
C16 C17 H17 127.2 . . ?
O4 C33 O5 124.3(12) . . ?
O4 C33 C30 117.7(12) . . ?
O5 C33 C30 117.9(11) . . ?
C14 C11 N4 118.9(10) . . ?
C14 C11 C12 123.9(12) . . ?
C12 C11 N4 117.2(11) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 C27 119.7(11) . . ?
C25 C26 H26 120.2 . . ?
N5 C16 H16 125.3 . . ?
C17 C16 N5 109.4(10) . . ?
C17 C16 H16 125.3 . . ?
C13 C14 H14 122.2 . . ?
C11 C14 C13 115.6(12) . . ?
C11 C14 H14 122.2 . . ?
C11 C12 C11 116.1(15) 4_655 . ?
C11 C12 H12 122.0 . . ?
C11 C12 H12 122.0 4_655 . ?
C21 C20 C21 120.0(15) 4_755 . ?
C21 C20 H20 120.0 4_755 . ?
C21 C20 H20 120.0 . . ?
C7 C34 C7 119.4(16) 4_655 . ?
C7 C34 H34 120.3 . . ?
C7 C34 H34 120.3 4_655 . ?
O1B C1B H1BA 109.5 . . ?
O1B C1B H1BB 109.5 . . ?
O1B C1B H1BC 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
H1CA C1C H1CB 109.5 . . ?
H1CA C1C H1CC 109.5 . . ?
H1CB C1C H1CC 109.5 . . ?
O1C C1C H1CA 109.5 . . ?
O1C C1C H1CB 109.5 . . ?
O1C C1C H1CC 109.5 . . ?
H1AA O1A H1AA 118(10) . 4_655 ?
O1E C1E H1EA 109.5 . . ?
O1E C1E H1EB 109.5 . . ?
O1E C1E H1EC 109.5 . . ?
H1EA C1E H1EB 109.5 . . ?
H1EA C1E H1EC 109.5 . . ?
H1EB C1E H1EC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O2 C22 O3 -21.8(19) . . . . ?
Ni1 O2 C22 C23 156.9(9) . . . . ?
Ni1 N1 C1 N2 174.5(8) . . . . ?
Ni1 N1 C3 C2 -172.8(9) . . . . ?
Ni1 O5 C33 O4 16(2) 6_654 . . . ?
Ni1 O5 C33 C30 -160.0(9) 6_654 . . . ?
Ni1 N5 C15 N6 176.0(8) . . . . ?
Ni1 N5 C16 C17 -175.9(11) . . . . ?
Ni1 N3 C8 N4 160.7(10) . . . . ?
Ni1 N3 C9 C10 -159.2(9) . . . . ?
O2 C22 C23 C32 147.3(11) . . . . ?
O2 C22 C23 C24 -34.6(18) . . . . ?
O3 C22 C23 C32 -33.9(18) . . . . ?
O3 C22 C23 C24 144.2(12) . . . . ?
N4 C10 C9 N3 -0.4(15) . . . . ?
N4 C11 C14 C13 -179.3(14) . . . . ?
N4 C11 C12 C11 -176.5(10) . . . 4_655 ?
N2 C4 C5 C4 -177.0(10) . . . 4_655 ?
N2 C4 C7 C34 -178.7(14) . . . . ?
N2 C2 C3 N1 -0.3(15) . . . . ?
C22 C23 C24 C29 179.3(11) . . . . ?
C22 C23 C24 C25 -7.4(18) . . . . ?
C4 N2 C1 N1 179.8(11) . . . . ?
C4 N2 C2 C3 179.3(12) . . . . ?
C4 C7 C34 C7 -1(3) . . . 4_655 ?
C32 C23 C24 C29 -2.7(17) . . . . ?
C32 C23 C24 C25 170.6(11) . . . . ?
C28 C29 C24 C23 178.2(10) . . . . ?
C28 C29 C24 C25 4.7(15) . . . . ?
C28 C27 C26 C25 0.0(16) . . . . ?
C30 C29 C24 C23 -0.7(16) . . . . ?
C30 C29 C24 C25 -174.2(11) . . . . ?
C29 C28 C27 C26 -0.2(16) . . . . ?
C29 C30 C31 C32 -3.9(17) . . . . ?
C29 C30 C33 O4 43.0(19) . . . . ?
C29 C30 C33 O5 -140.7(13) . . . . ?
C29 C24 C25 C26 -5.1(16) . . . . ?
C1 N1 C3 C2 -1.0(15) . . . . ?
C1 N2 C4 C5 31(2) . . . . ?
C1 N2 C4 C7 -153.7(12) . . . . ?
C1 N2 C2 C3 1.5(14) . . . . ?
C23 C32 C31 C30 0.4(16) . . . . ?
C23 C24 C25 C26 -178.3(11) . . . . ?
N6 C17 C16 N5 1.7(15) . . . . ?
C2 N2 C4 C5 -146.8(15) . . . . ?
C2 N2 C4 C7 29(2) . . . . ?
C2 N2 C1 N1 -2.2(14) . . . . ?
C5 C4 C7 C34 -3(2) . . . . ?
C10 N4 C8 N3 -1.9(17) . . . . ?
C10 N4 C11 C14 29(2) . . . . ?
C10 N4 C11 C12 -151.3(15) . . . . ?
C31 C32 C23 C22 -179.0(10) . . . . ?
C31 C32 C23 C24 2.8(17) . . . . ?
C31 C30 C29 C28 -174.8(11) . . . . ?
C31 C30 C29 C24 4.0(17) . . . . ?
C31 C30 C33 O4 -137.8(13) . . . . ?
C31 C30 C33 O5 38.5(18) . . . . ?
C8 N4 C10 C9 1.3(15) . . . . ?
C8 N4 C11 C14 -152.2(14) . . . . ?
C8 N4 C11 C12 27(2) . . . . ?
C8 N3 C9 C10 -0.7(16) . . . . ?
C3 N1 C1 N2 2.0(14) . . . . ?
C7 C4 C5 C4 8(3) . . . 4_655 ?
C24 C25 C26 C27 2.7(16) . . . . ?
C18 C19 C18 N6 -179.0(9) 4_755 . . . ?
C18 C19 C18 C21 -1(2) 4_755 . . . ?
C18 N6 C15 N5 -179.9(11) . . . . ?
C18 N6 C17 C16 178.8(11) . . . . ?
C18 C21 C20 C21 -4(2) . . . 4_755 ?
C9 N3 C8 N4 1.7(17) . . . . ?
C27 C28 C29 C30 176.6(11) . . . . ?
C27 C28 C29 C24 -2.2(16) . . . . ?
C15 N5 C16 C17 -1.8(16) . . . . ?
C15 N6 C18 C19 -155.7(12) . . . . ?
C15 N6 C18 C21 25.8(18) . . . . ?
C15 N6 C17 C16 -1.0(14) . . . . ?
C17 N6 C18 C19 24.5(19) . . . . ?
C17 N6 C18 C21 -154.0(12) . . . . ?
C17 N6 C15 N5 -0.1(15) . . . . ?
C33 C30 C29 C28 4.3(18) . . . . ?
C33 C30 C29 C24 -176.9(11) . . . . ?
C33 C30 C31 C32 177.0(11) . . . . ?
C11 N4 C10 C9 -179.9(12) . . . . ?
C11 N4 C8 N3 179.3(12) . . . . ?
C16 N5 C15 N6 1.1(15) . . . . ?
C14 C13 C14 C11 -6(3) 4_655 . . . ?
C14 C11 C12 C11 3(3) . . . 4_655 ?
C12 C11 C14 C13 1(2) . . . . ?
C20 C21 C18 C19 2(2) . . . . ?
C20 C21 C18 N6 -179.2(12) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 224 electrons were 
found in a volume of 596Å³ in 1 void per unit cell. 
This is consistent with the presence of 
1.5[CH4O] per Asymmetric Unit 
which account for 216 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.335 0.174 149.1 56.4 '3 methanol'
2 0.000 0.665 0.674 149.1 56.4 '3 methanol'
3 0.500 0.165 0.674 149.1 56.4 '3 methanol'
4 0.500 0.835 0.174 149.1 56.4 '3 methanol'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.85(5)
2 0.15(5)

####################################################################### 
# 
# 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_sql-(13-bib)(ndc)-ni-alpha_prime
_database_code_depnum_ccdc_archive 'CCDC 2288425'
loop_
_audit_author_name
_audit_author_address
'Kyriaki Koupepidou'
;University of Limerick
Ireland
;
_audit_update_record             
;
2023-10-08 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT417_sql-13-bibndc-ni-alpha_prime 
;
PROBLEM: Short Inter D-H..H-D       H1B      ..H1BA     .       2.09 Ang.  
RESPONSE: The atom O1B from a hydrate water molecule in sql-(13-bib)(ndc)-Ni-alpha_prime is hydrogen bonded to the coordinated O1 atom belonging to an aqua ligand, therefore causing a short intermolecular distance. This alert checks for intermolecular H...H distances of less than 1.8 Angstroms. In our case, the distance is 2.09 Angstroms therefore suggesting that our hydrogen bonding network is plausible.
;
# end Validation Reply Form

_audit_creation_date             2023-10-06
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            sql-(1,3-bib)(ndc)-Ni-alpha_prime
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 N6 Ni O5, 4(H2 O)'
_chemical_formula_sum            'C30 H26.76 N6 Ni O8.76'
_chemical_formula_weight         670.12
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   21.9932(12)
_cell_length_b                   14.6091(8)
_cell_length_c                   19.5808(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6291.3(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      66.45
_cell_measurement_theta_min      3.63
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.421
_exptl_absorpt_correction_T_max  0.7503
_exptl_absorpt_correction_T_min  0.5282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1676 before and 0.0978 after correction.
The Ratio of minimum to maximum transmission is 0.7040.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2774
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.094
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32644
_diffrn_reflns_point_group_measured_fraction_full 0.892
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_theta_full        66.664
_diffrn_reflns_theta_max         66.664
_diffrn_reflns_theta_min         3.632
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.741
_reflns_Friedel_fraction_full    0.786
_reflns_Friedel_fraction_max     0.786
_reflns_number_gt                4355
_reflns_number_total             5109
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.988
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.131
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.33(8)
_refine_ls_extinction_coef       0.0012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         5109
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0813
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1708P)²+7.5726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2268
_refine_ls_wR_factor_ref         0.2440
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.67(8)
 0.33(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
3. Restrained distances
 O1C-H1C
 0.87 with sigma of 0.02
 O1-H1A = O1-H1B
 0.87 with sigma of 0.02
 H1A-H1B
 1.38 with sigma of 0.04
 Ni1-H1A \\sim Ni1-H1B
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C2 \\sim C3 \\sim N1 \\sim C1 \\sim N2: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Uanis(C16) = Uanis(N5) = Uanis(C15) = Uanis(N6) = Uanis(C17)
Uanis(N1) = Uanis(C1) = Uanis(N2) = Uanis(C2) = Uanis(C3) = Uanis(C4) =
Uanis(C5) = Uanis(C7) = Uanis(C6)
Uanis(C13) = Uanis(C14) = Uanis(C11) = Uanis(C12)
5. Rigid body (RIGU) restrains
 C3, N1, C1, N2, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(O1E)=Sof(H1E)=FVAR(1)
 Sof(O1G)=Sof(H1GA)=Sof(H1GB)=FVAR(2)
 Fixed Sof: O1B(0.5) O1C(0.5) H1C(0.5) O1D(0.5) O1H(0.25) O1F(0.25)
7.a Free rotating group:
 O1A(H1AA), O1E(H1E), O1G(H1GA,H1GB)
7.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C1(H1), C19(H19), C14(H14), C20(H20), C12(H12), C25(H25), C21(H21),
 C9(H9), C15(H15), C17(H17), C5(H5), C28(H28), C32(H32), C8(H8), C26(H26),
 C16(H16), C2(H2), C10(H10), C3(H3), C31(H31), C7(H7), C27(H27), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.20217(5) 0.42845(9) 0.58494(9) 0.0464(5) Uani 1 1 d D . . . .
O5 O 0.2727(3) 0.1750(5) 0.1556(3) 0.0509(15) Uani 1 1 d . . . . .
O3 O 0.1388(3) 0.2906(5) 0.4655(4) 0.0535(16) Uani 1 1 d . . . . .
O1 O 0.1135(2) 0.3702(4) 0.5817(4) 0.0533(14) Uani 1 1 d D . . . .
H1A H 0.108(4) 0.338(7) 0.619(3) 0.080 Uiso 1 1 d D U . . .
H1B H 0.113(4) 0.328(7) 0.550(4) 0.080 Uiso 1 1 d D U . . .
O2 O 0.2274(2) 0.3435(4) 0.5061(3) 0.0480(14) Uani 1 1 d . . . . .
N4 N 0.1098(3) 0.5479(5) 0.7492(4) 0.0423(15) Uani 1 1 d . . . . .
N5 N 0.2913(3) 0.4762(5) 0.5856(5) 0.0514(9) Uani 1 1 d . . . . .
O4 O 0.3651(3) 0.2092(5) 0.1974(4) 0.0604(18) Uani 1 1 d . . . . .
N6 N 0.3889(3) 0.4744(5) 0.5606(4) 0.0514(9) Uani 1 1 d . . . . .
N2 N 0.1097(3) 0.5956(5) 0.4425(5) 0.0559(8) Uani 1 1 d . U . . .
N1 N 0.1731(4) 0.5261(5) 0.5135(5) 0.0559(8) Uani 1 1 d . U . . .
C13 C 0.000000 0.6439(8) 0.8715(6) 0.0437(10) Uani 1 2 d S T P . .
H13 H 0.000000 0.675519 0.913871 0.052 Uiso 1 2 calc R U P . .
C1 C 0.1173(4) 0.5287(6) 0.4872(6) 0.0559(8) Uani 1 1 d . U . . .
H1 H 0.086135 0.486800 0.499385 0.067 Uiso 1 1 calc R U . . .
N3 N 0.1743(3) 0.5055(5) 0.6687(5) 0.0525(19) Uani 1 1 d . . . . .
C24 C 0.2738(4) 0.3494(6) 0.3649(5) 0.0457(18) Uani 1 1 d . . . . .
C30 C 0.2786(4) 0.2465(6) 0.2644(4) 0.0460(19) Uani 1 1 d . . . . .
C19 C 0.500000 0.4743(8) 0.5622(6) 0.041(2) Uani 1 2 d S T P . .
H19 H 0.500000 0.516878 0.598903 0.050 Uiso 1 2 calc R U P . .
C22 C 0.1940(4) 0.3112(6) 0.4590(5) 0.047(2) Uani 1 1 d . . . . .
C14 C 0.0552(4) 0.6215(6) 0.8414(4) 0.0437(10) Uani 1 1 d . . . . .
H14 H 0.092680 0.638992 0.861682 0.052 Uiso 1 1 calc R U . . .
C29 C 0.3030(4) 0.3215(7) 0.3019(5) 0.048(2) Uani 1 1 d . . . . .
C20 C 0.500000 0.3503(8) 0.4546(7) 0.049(3) Uani 1 2 d S T P . .
H20 H 0.499999 0.308604 0.417386 0.058 Uiso 1 2 calc R U P . .
C11 C 0.0537(4) 0.5721(6) 0.7800(4) 0.0437(10) Uani 1 1 d . . . . .
C12 C 0.000000 0.5463(8) 0.7503(6) 0.0437(10) Uani 1 2 d S T P . .
H12 H 0.000001 0.510849 0.709582 0.052 Uiso 1 2 calc R U P . .
C25 C 0.2935(4) 0.4277(6) 0.3972(5) 0.049(2) Uani 1 1 d . . . . .
H25 H 0.274050 0.446181 0.438240 0.059 Uiso 1 1 calc R U . . .
C21 C 0.4450(3) 0.3798(6) 0.4808(4) 0.0450(18) Uani 1 1 d . . . . .
H21 H 0.407671 0.357847 0.462598 0.054 Uiso 1 1 calc R U . . .
C23 C 0.2230(4) 0.2944(6) 0.3895(5) 0.0466(19) Uani 1 1 d . . . . .
C18 C 0.4454(3) 0.4420(6) 0.5344(4) 0.0401(17) Uani 1 1 d . . . . .
C4 C 0.0544(4) 0.6178(7) 0.4075(6) 0.0559(8) Uani 1 1 d . . . . .
C9 C 0.1655(4) 0.5349(7) 0.7807(6) 0.057(2) Uani 1 1 d . . . . .
H9 H 0.174183 0.542303 0.827888 0.069 Uiso 1 1 calc R U . . .
C15 C 0.3363(4) 0.4269(6) 0.5622(5) 0.0514(9) Uani 1 1 d . . . . .
H15 H 0.332400 0.365028 0.548022 0.062 Uiso 1 1 calc R U . . .
C17 C 0.3761(3) 0.5600(6) 0.5866(6) 0.0514(9) Uani 1 1 d . . . . .
H17 H 0.403666 0.609435 0.592435 0.062 Uiso 1 1 calc R U . . .
C5 C 0.000000 0.5983(9) 0.4401(8) 0.0559(8) Uani 1 2 d S T P . .
H5 H 0.000001 0.571782 0.484428 0.067 Uiso 1 2 calc R U P . .
C28 C 0.3511(4) 0.3766(7) 0.2781(6) 0.058(2) Uani 1 1 d . . . . .
H28 H 0.370837 0.360663 0.236607 0.070 Uiso 1 1 calc R U . . .
C32 C 0.2004(4) 0.2259(7) 0.3505(6) 0.052(2) Uani 1 1 d . . . . .
H32 H 0.165517 0.193497 0.365894 0.062 Uiso 1 1 calc R U . . .
C8 C 0.1179(4) 0.5277(6) 0.6816(4) 0.0421(17) Uani 1 1 d . . . . .
H8 H 0.086555 0.529565 0.648214 0.051 Uiso 1 1 calc R U . . .
C26 C 0.3400(4) 0.4795(6) 0.3722(6) 0.058(2) Uani 1 1 d . . . . .
H26 H 0.352016 0.534114 0.394855 0.070 Uiso 1 1 calc R U . . .
C16 C 0.3159(4) 0.5593(6) 0.6023(5) 0.0514(9) Uani 1 1 d . . . . .
H16 H 0.294147 0.608963 0.621814 0.062 Uiso 1 1 calc R U . . .
C2 C 0.1638(4) 0.6418(6) 0.4382(5) 0.0559(8) Uani 1 1 d . U . . .
H2 H 0.172758 0.693120 0.410175 0.067 Uiso 1 1 calc R U . . .
C33 C 0.3071(4) 0.2083(6) 0.2008(5) 0.049(2) Uani 1 1 d . . . . .
C10 C 0.2047(4) 0.5101(7) 0.7322(7) 0.062(3) Uani 1 1 d . . . . .
H10 H 0.246554 0.497425 0.739193 0.075 Uiso 1 1 calc R U . . .
C3 C 0.2020(4) 0.5987(7) 0.4828(6) 0.0559(8) Uani 1 1 d . U . . .
H3 H 0.242826 0.616377 0.491435 0.067 Uiso 1 1 calc R U . . .
C31 C 0.2269(4) 0.2015(7) 0.2883(5) 0.056(2) Uani 1 1 d . . . . .
H31 H 0.209425 0.153624 0.261934 0.067 Uiso 1 1 calc R U . . .
C7 C 0.0544(4) 0.6568(7) 0.3421(6) 0.0559(8) Uani 1 1 d . . . . .
H7 H 0.091676 0.667786 0.318956 0.067 Uiso 1 1 calc R U . . .
C27 C 0.3700(6) 0.4509(8) 0.3123(7) 0.070(3) Uani 1 1 d . . . . .
H27 H 0.403887 0.484633 0.295909 0.084 Uiso 1 1 calc R U . . .
C6 C 0.000000 0.6789(9) 0.3119(8) 0.0559(8) Uani 1 2 d S T P . .
H6 H 0.000000 0.710058 0.269363 0.067 Uiso 1 2 calc R U P . .
O1A O 0.000000 0.4530(5) 0.5848(5) 0.0423(15) Uani 1 2 d GS T P A 1
H1AA H 0.032724 0.421010 0.592129 0.063 Uiso 1 1 d G U . A 1
O1B O 0.0239(7) 0.2116(13) 0.5242(9) 0.069(4) Uani 0.5 1 d . . P B -1
O1E O 0.3352(5) 0.2300(7) 0.6286(8) 0.085(5) Uani 0.75(3) 1 d G . P C -1
H1E H 0.302174 0.260830 0.638011 0.127 Uiso 0.75(3) 1 d G U P C -1
O1C O 0.0163(7) 0.1972(13) 0.6588(10) 0.078(6) Uani 0.5 1 d D . P D -1
H1C H 0.00(2) 0.178(19) 0.622(14) 0.117 Uiso 0.5 1 d D U P E -1
O1G O 0.4423(6) 0.6428(10) 0.4320(10) 0.070(6) Uani 0.51(3) 1 d G . P F -1
H1GA H 0.464418 0.598221 0.447928 0.104 Uiso 0.51(3) 1 d G U P F -1
H1GB H 0.459946 0.692100 0.447085 0.104 Uiso 0.51(3) 1 d G U P F -1
O1D O 0.0388(13) 0.715(2) 0.6031(17) 0.152(13) Uani 0.5 1 d . . P G -1
O1H O 0.486(4) 0.632(2) 0.302(3) 0.12(3) Uani 0.25 1 d . . P H 1
O1F O 0.500000 0.544(4) 0.7299(15) 0.139(16) Uani 0.5 2 d S T P I 1
H1BA H 0.055(6) 0.232(9) 0.505(7) 0.07(3) 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 O5 2.123(7) 6 ?
Ni1 O1 2.129(5) . ?
Ni1 O2 2.058(7) . ?
Ni1 N5 2.080(6) . ?
Ni1 N1 2.097(8) . ?
Ni1 N3 2.082(8) . ?
O5 C33 1.262(12) . ?
O3 C22 1.257(11) . ?
O1 H1A 0.88(3) . ?
O1 H1B 0.88(3) . ?
O2 C22 1.271(12) . ?
N4 C11 1.419(11) . ?
N4 C9 1.384(11) . ?
N4 C8 1.369(11) . ?
N5 C15 1.307(11) . ?
N5 C16 1.368(11) . ?
O4 C33 1.278(12) . ?
N6 C18 1.426(10) . ?
N6 C15 1.350(11) . ?
N6 C17 1.380(11) . ?
N2 C1 1.323(13) . ?
N2 C4 1.433(13) . ?
N2 C2 1.369(12) . ?
N1 C1 1.330(14) . ?
N1 C3 1.375(12) . ?
C13 H13 0.9500 . ?
C13 C14 1.389(10) 4 ?
C13 C14 1.389(10) . ?
C1 H1 0.9500 . ?
N3 C8 1.306(10) . ?
N3 C10 1.412(15) . ?
C24 C29 1.449(13) . ?
C24 C25 1.377(13) . ?
C24 C23 1.459(13) . ?
C30 C29 1.424(13) . ?
C30 C33 1.504(14) . ?
C30 C31 1.395(13) . ?
C19 H19 0.9500 . ?
C19 C18 1.400(10) 4_655 ?
C19 C18 1.400(10) . ?
C22 C23 1.521(14) . ?
C14 H14 0.9500 . ?
C14 C11 1.403(11) . ?
C29 C28 1.409(14) . ?
C20 H20 0.9500 . ?
C20 C21 1.383(10) 4_655 ?
C20 C21 1.384(10) . ?
C11 C12 1.369(10) . ?
C12 H12 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.363(13) . ?
C21 H21 0.9500 . ?
C21 C18 1.388(12) . ?
C23 C32 1.354(14) . ?
C4 C5 1.387(11) . ?
C4 C7 1.401(14) . ?
C9 H9 0.9500 . ?
C9 C10 1.332(16) . ?
C15 H15 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.358(11) . ?
C5 H5 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.340(16) . ?
C32 H32 0.9500 . ?
C32 C31 1.396(15) . ?
C8 H8 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.409(18) . ?
C16 H16 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.366(14) . ?
C10 H10 0.9500 . ?
C3 H3 0.9500 . ?
C31 H31 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.374(12) . ?
C27 H27 0.9500 . ?
C6 H6 0.9500 . ?
O1A H1AA 0.8701 . ?
O1A H1AA 0.87(10) 4 ?
O1B H1BA 0.84(13) . ?
O1E H1E 0.8741 . ?
O1C H1C 0.87(3) . ?
O1G H1GA 0.8707 . ?
O1G H1GB 0.8706 . ?
O1H O1H 0.62(18) 4_655 ?

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
O5 Ni1 O1 88.5(3) 6 . ?
O2 Ni1 O5 89.4(2) . 6 ?
O2 Ni1 O1 89.1(3) . . ?
O2 Ni1 N5 87.3(3) . . ?
O2 Ni1 N1 89.6(3) . . ?
O2 Ni1 N3 175.6(3) . . ?
N5 Ni1 O5 89.4(3) . 6 ?
N5 Ni1 O1 175.8(3) . . ?
N5 Ni1 N1 93.7(3) . . ?
N5 Ni1 N3 95.2(3) . . ?
N1 Ni1 O5 176.7(3) . 6 ?
N1 Ni1 O1 88.4(3) . . ?
N3 Ni1 O5 87.0(3) . 6 ?
N3 Ni1 O1 88.3(3) . . ?
N3 Ni1 N1 93.9(3) . . ?
C33 O5 Ni1 125.1(6) . 6_554 ?
Ni1 O1 H1A 108(5) . . ?
Ni1 O1 H1B 108(5) . . ?
H1A O1 H1B 102(6) . . ?
C22 O2 Ni1 127.8(6) . . ?
C9 N4 C11 128.0(8) . . ?
C8 N4 C11 125.3(7) . . ?
C8 N4 C9 106.6(7) . . ?
C15 N5 Ni1 121.8(6) . . ?
C15 N5 C16 105.8(6) . . ?
C16 N5 Ni1 132.2(5) . . ?
C15 N6 C18 125.9(7) . . ?
C15 N6 C17 106.3(7) . . ?
C17 N6 C18 127.7(7) . . ?
C1 N2 C4 126.3(8) . . ?
C1 N2 C2 107.1(8) . . ?
C2 N2 C4 126.5(8) . . ?
C1 N1 Ni1 124.0(6) . . ?
C1 N1 C3 103.5(8) . . ?
C3 N1 Ni1 132.5(7) . . ?
C14 C13 H13 119.0 4 . ?
C14 C13 H13 119.0 . . ?
C14 C13 C14 121.9(10) 4 . ?
N2 C1 N1 113.2(8) . . ?
N2 C1 H1 123.4 . . ?
N1 C1 H1 123.4 . . ?
C8 N3 Ni1 124.4(7) . . ?
C8 N3 C10 105.5(8) . . ?
C10 N3 Ni1 125.5(6) . . ?
C29 C24 C23 117.8(8) . . ?
C25 C24 C29 119.0(8) . . ?
C25 C24 C23 123.1(9) . . ?
C29 C30 C33 123.7(8) . . ?
C31 C30 C29 119.9(9) . . ?
C31 C30 C33 116.3(8) . . ?
C18 C19 H19 121.0 . . ?
C18 C19 H19 121.0 4_655 . ?
C18 C19 C18 118.0(11) . 4_655 ?
O3 C22 O2 125.0(9) . . ?
O3 C22 C23 117.2(8) . . ?
O2 C22 C23 117.8(8) . . ?
C13 C14 H14 121.2 . . ?
C13 C14 C11 117.6(8) . . ?
C11 C14 H14 121.2 . . ?
C30 C29 C24 119.1(8) . . ?
C28 C29 C24 117.0(9) . . ?
C28 C29 C30 123.6(9) . . ?
C21 C20 H20 119.0 . . ?
C21 C20 H20 119.0 4_655 . ?
C21 C20 C21 122.1(11) 4_655 . ?
C14 C11 N4 118.1(7) . . ?
C12 C11 N4 120.1(7) . . ?
C12 C11 C14 121.8(8) . . ?
C11 C12 C11 119.2(10) . 4 ?
C11 C12 H12 120.4 4 . ?
C11 C12 H12 120.4 . . ?
C24 C25 H25 118.9 . . ?
C26 C25 C24 122.2(10) . . ?
C26 C25 H25 118.9 . . ?
C20 C21 H21 120.7 . . ?
C20 C21 C18 118.5(8) . . ?
C18 C21 H21 120.7 . . ?
C24 C23 C22 121.9(8) . . ?
C32 C23 C24 120.1(9) . . ?
C32 C23 C22 118.0(9) . . ?
C19 C18 N6 119.7(8) . . ?
C21 C18 N6 118.9(7) . . ?
C21 C18 C19 121.4(7) . . ?
C5 C4 N2 117.8(9) . . ?
C5 C4 C7 120.3(10) . . ?
C7 C4 N2 121.9(8) . . ?
N4 C9 H9 126.5 . . ?
C10 C9 N4 107.0(9) . . ?
C10 C9 H9 126.5 . . ?
N5 C15 N6 112.0(8) . . ?
N5 C15 H15 124.0 . . ?
N6 C15 H15 124.0 . . ?
N6 C17 H17 127.0 . . ?
C16 C17 N6 106.0(7) . . ?
C16 C17 H17 127.0 . . ?
C4 C5 C4 119.4(14) . 4 ?
C4 C5 H5 120.3 4 . ?
C4 C5 H5 120.3 . . ?
C29 C28 H28 119.0 . . ?
C27 C28 C29 122.0(11) . . ?
C27 C28 H28 119.0 . . ?
C23 C32 H32 119.1 . . ?
C23 C32 C31 121.9(9) . . ?
C31 C32 H32 119.1 . . ?
N4 C8 H8 124.4 . . ?
N3 C8 N4 111.3(8) . . ?
N3 C8 H8 124.4 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 119.0(10) . . ?
C27 C26 H26 120.5 . . ?
N5 C16 H16 125.1 . . ?
C17 C16 N5 109.8(8) . . ?
C17 C16 H16 125.1 . . ?
N2 C2 H2 127.2 . . ?
C3 C2 N2 105.5(8) . . ?
C3 C2 H2 127.2 . . ?
O5 C33 O4 124.6(9) . . ?
O5 C33 C30 118.3(8) . . ?
O4 C33 C30 117.1(8) . . ?
N3 C10 H10 125.2 . . ?
C9 C10 N3 109.6(8) . . ?
C9 C10 H10 125.2 . . ?
N1 C3 H3 124.7 . . ?
C2 C3 N1 110.6(8) . . ?
C2 C3 H3 124.7 . . ?
C30 C31 C32 120.8(9) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C4 C7 H7 120.4 . . ?
C6 C7 C4 119.3(9) . . ?
C6 C7 H7 120.4 . . ?
C28 C27 C26 120.8(10) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C7 C6 C7 121.3(13) . 4 ?
C7 C6 H6 119.4 4 . ?
C7 C6 H6 119.4 . . ?
H1AA O1A H1AA 111.6 . 4 ?
H1GA O1G H1GB 104.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O5 C33 O4 24.7(14) 6_554 . . . ?
Ni1 O5 C33 C30 -152.9(6) 6_554 . . . ?
Ni1 O2 C22 O3 -32.8(13) . . . . ?
Ni1 O2 C22 C23 148.3(6) . . . . ?
Ni1 N5 C15 N6 173.2(7) . . . . ?
Ni1 N5 C16 C17 -172.7(8) . . . . ?
Ni1 N1 C1 N2 -179.1(7) . . . . ?
Ni1 N1 C3 C2 178.8(7) . . . . ?
Ni1 N3 C8 N4 157.9(6) . . . . ?
Ni1 N3 C10 C9 -156.7(7) . . . . ?
O3 C22 C23 C24 151.6(8) . . . . ?
O3 C22 C23 C32 -28.8(11) . . . . ?
O2 C22 C23 C24 -29.5(11) . . . . ?
O2 C22 C23 C32 150.2(8) . . . . ?
N4 C11 C12 C11 -178.6(7) . . . 4 ?
N4 C9 C10 N3 -0.8(11) . . . . ?
N6 C17 C16 N5 -0.9(13) . . . . ?
N2 C4 C5 C4 -179.2(8) . . . 4 ?
N2 C4 C7 C6 -178.2(11) . . . . ?
N2 C2 C3 N1 1.0(12) . . . . ?
C13 C14 C11 N4 -179.2(9) . . . . ?
C13 C14 C11 C12 -0.2(15) . . . . ?
C1 N2 C4 C5 29.2(16) . . . . ?
C1 N2 C4 C7 -150.0(10) . . . . ?
C1 N2 C2 C3 -0.5(11) . . . . ?
C1 N1 C3 C2 -1.2(12) . . . . ?
C24 C29 C28 C27 0.9(14) . . . . ?
C24 C25 C26 C27 -1.6(15) . . . . ?
C24 C23 C32 C31 4.3(14) . . . . ?
C30 C29 C28 C27 174.8(10) . . . . ?
C22 C23 C32 C31 -175.4(8) . . . . ?
C14 C13 C14 C11 -2.1(18) 4 . . . ?
C14 C11 C12 C11 2.4(18) . . . 4 ?
C29 C24 C25 C26 -0.6(13) . . . . ?
C29 C24 C23 C22 172.8(7) . . . . ?
C29 C24 C23 C32 -6.8(12) . . . . ?
C29 C30 C33 O5 -147.9(9) . . . . ?
C29 C30 C33 O4 34.3(13) . . . . ?
C29 C30 C31 C32 -3.4(14) . . . . ?
C29 C28 C27 C26 -3.2(18) . . . . ?
C20 C21 C18 N6 178.5(9) . . . . ?
C20 C21 C18 C19 -0.6(14) . . . . ?
C11 N4 C9 C10 178.0(8) . . . . ?
C11 N4 C8 N3 -178.3(8) . . . . ?
C25 C24 C29 C30 -173.2(8) . . . . ?
C25 C24 C29 C28 1.0(12) . . . . ?
C25 C24 C23 C22 -9.7(12) . . . . ?
C25 C24 C23 C32 170.7(8) . . . . ?
C25 C26 C27 C28 3.6(17) . . . . ?
C21 C20 C21 C18 1.2(19) 4_655 . . . ?
C23 C24 C29 C30 4.4(11) . . . . ?
C23 C24 C29 C28 178.6(8) . . . . ?
C23 C24 C25 C26 -178.0(8) . . . . ?
C23 C32 C31 C30 0.9(15) . . . . ?
C18 N6 C15 N5 -176.3(9) . . . . ?
C18 N6 C17 C16 177.4(9) . . . . ?
C18 C19 C18 N6 -179.0(6) 4_655 . . . ?
C18 C19 C18 C21 0.1(17) 4_655 . . . ?
C4 N2 C1 N1 -177.7(9) . . . . ?
C4 N2 C2 C3 176.9(10) . . . . ?
C4 C7 C6 C7 -5(2) . . . 4 ?
C9 N4 C11 C14 26.4(13) . . . . ?
C9 N4 C11 C12 -152.7(10) . . . . ?
C9 N4 C8 N3 -1.5(10) . . . . ?
C15 N5 C16 C17 1.7(13) . . . . ?
C15 N6 C18 C19 -149.9(10) . . . . ?
C15 N6 C18 C21 31.0(13) . . . . ?
C15 N6 C17 C16 -0.3(12) . . . . ?
C17 N6 C18 C19 32.9(14) . . . . ?
C17 N6 C18 C21 -146.3(10) . . . . ?
C17 N6 C15 N5 1.4(12) . . . . ?
C5 C4 C7 C6 2.7(17) . . . . ?
C8 N4 C11 C14 -157.5(8) . . . . ?
C8 N4 C11 C12 23.4(14) . . . . ?
C8 N4 C9 C10 1.4(11) . . . . ?
C8 N3 C10 C9 -0.1(11) . . . . ?
C16 N5 C15 N6 -1.9(12) . . . . ?
C2 N2 C1 N1 -0.3(12) . . . . ?
C2 N2 C4 C5 -147.8(11) . . . . ?
C2 N2 C4 C7 33.1(16) . . . . ?
C33 C30 C29 C24 -176.3(7) . . . . ?
C33 C30 C29 C28 9.8(14) . . . . ?
C33 C30 C31 C32 173.7(8) . . . . ?
C10 N3 C8 N4 1.0(10) . . . . ?
C3 N1 C1 N2 0.9(12) . . . . ?
C31 C30 C29 C24 0.6(12) . . . . ?
C31 C30 C29 C28 -173.3(9) . . . . ?
C31 C30 C33 O5 35.1(12) . . . . ?
C31 C30 C33 O4 -142.7(9) . . . . ?
C7 C4 C5 C4 0(2) . . . 4 ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.67(8)
2 0.33(8)

####################################################################### 
# 
# 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_sql-(13-bib)(ndc)-ni-beta_vacuum
_database_code_depnum_ccdc_archive 'CCDC 2288424'
loop_
_audit_author_name
_audit_author_address
'Kyriaki Koupepidou'
;University of Limerick
Ireland
;
_audit_update_record             
;
2023-10-08 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_sql-13-bibndc-ni-beta_vacuum 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01829 Ang.  
RESPONSE: sql-(13-bib)(ndc)-Ni-beta_vacuum was prepared through sql-(13-bib)(ndc)-Ni-beta, i.e. by exchanging the as-synthesized sample sql-(13-bib)(ndc)-Ni-alpha with methanol and heating under vacuum, which triggered two subsequent structural transformations. As a result, the crystal quality was impacted. This was reflected in a B level alert related to low bond precision, which we attribute to poor diffraction. The reduced crystal quality of this sample can also be attributed to the fact that the crystal was glued to a glass rod inside a capillary, and part of the glue may have interfered with the diffraction.
;
_vrf_PLAT601_sql-13-bibndc-ni-beta_vacuum 
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        133 Ang**3
RESPONSE: sql-(13-bib)(ndc)-Ni-beta_vacuum was prepared through sql-(13-bib)(ndc)-Ni-beta, which adsorbs water molecules from the atmosphere. Even though the crystal was heated at 60 \"E\<sC under vacuum overnight, guest water molecules were present in the crystal structure and were successfully modelled in two locations (O1A and O1B). However, the residual water molecule was not located. We therefore attribute the solvent accessible voids to a residual water molecule, as also found in the crystal structure of sql-(13-bib)(ndc)-Ni-beta.
;
# end Validation Reply Form

_audit_creation_date             2023-09-30
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            sql-(1,3-bib)(ndc)-Ni-beta_vacuum
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 N6 Ni O5, (H2 O)'
_chemical_formula_sum            'C30 H25.50 N6 Ni O6'
_chemical_formula_weight         624.77
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   21.925(4)
_cell_length_b                   13.614(3)
_cell_length_c                   19.848(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5924.5(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9798
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      24.60
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.686
_exptl_absorpt_coefficient_mu    0.708
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1134 before and 0.0912 after correction.
The Ratio of minimum to maximum transmission is 0.6954.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2588
_exptl_crystal_size_max          0.576
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            91643
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.099
_diffrn_reflns_theta_max         25.099
_diffrn_reflns_theta_min         2.704
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.934
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                4214
_reflns_number_total             5408
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.285
_refine_diff_density_min         -0.632
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         5408
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0796
_refine_ls_restrained_S_all      1.042
_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/[σ²(Fo²)+(0.1256P)²+42.3540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2076
_refine_ls_wR_factor_ref         0.2344
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.90(5)
 0.10(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
3. Restrained distances
 C2-C6A
 1.4 with sigma of 0.02
 C7B-C6B
 1.4 with sigma of 0.02
 C4A-C5
 1.4 with sigma of 0.02
 C4B-C5
 1.4 with sigma of 0.02
 O1A-H1AA
 0.87 with sigma of 0.02
 O1B-H1BA = O1B-H1BB
 0.87 with sigma of 0.02
 H1BA-H1BB
 1.38 with sigma of 0.04
 N2-C4A \\sim N2-C4B
 with sigma of 0.02
 C5-C4A \\sim C5-C4B
 with sigma of 0.02
 C4A-C2 \\sim C4B-C7B
 with sigma of 0.02
 C2-C6A \\sim C7B-C6B
 with sigma of 0.02
 N2-C2 \\sim N2-C7B
 with sigma of 0.04
 C5-C2 \\sim C5-C7B
 with sigma of 0.04
 C4A-C6A \\sim C4B-C6B
 with sigma of 0.04
 N1-C3A \\sim N1-C3B
 with sigma of 0.02
 N2-C2A \\sim N2-C2B
 with sigma of 0.02
 C3A-C2A \\sim C3B-C2B
 with sigma of 0.02
 N1-C2A \\sim N1-C2B
 with sigma of 0.04
 N2-C3A \\sim N2-C3B
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(C5) = Uanis(C4A) = Uanis(C2) = Uanis(C6A)
Uanis(N2) = Uanis(C1) = Uanis(N1) = Uanis(C3A) = Uanis(C2A)
Uanis(C28) = Uanis(C27) = Uanis(C26) = Uanis(C25) = Uanis(C24) = Uanis(C23) =
Uanis(C32) = Uanis(C31) = Uanis(C30) = Uanis(C29)
Uanis(C2B) = Uanis(C3B) = Uanis(N1) = Uanis(C1) = Uanis(N2)
Uanis(C4A) = Uanis(C5) = Uanis(C2) = Uanis(C6A)
Uanis(C3A) = Uanis(N1) = Uanis(C1) = Uanis(N2) = Uanis(C2A)
Uanis(C6B) = Uanis(C7B) = Uanis(C4B) = Uanis(C5) = Uanis(C2B) = Uanis(N2) =
Uanis(C1) = Uanis(N1) = Uanis(C3B)
Uanis(C12) = Uanis(C13) = Uanis(N3) = Uanis(C9) = Uanis(C10)
Uanis(C14) = Uanis(C11) = Uanis(N4) = Uanis(C8) = Uanis(N3) = Uanis(C9) =
Uanis(C10) = Uanis(C13) = Uanis(C12)
Uanis(C13) = Uanis(C12)
Uanis(C21) = Uanis(C18) = Uanis(C19) = Uanis(C20)
Uanis(C17B) = Uanis(C16B) = Uanis(N6) = Uanis(C15B) = Uanis(N5B)
5. Others
 Sof(C4B)=Sof(C7B)=Sof(H7B)=1-FVAR(1)
 Sof(C4A)=Sof(C2)=Sof(H2)=FVAR(1)
 Sof(C3B)=Sof(H3B)=Sof(C2B)=Sof(H2B)=1-FVAR(2)
 Sof(C3A)=Sof(H3A)=Sof(C2A)=Sof(H2A)=FVAR(2)
 Fixed Sof: H1AA(0.5) H5A(0.25) H5B(0.25) C6A(0.25) H6A(0.25) C6B(0.25)
 H6B(0.25)
6.a Rotating group:
 O1(H1A,H1B)
6.b Aromatic/amide H refined with riding coordinates:
 C31(H31), C32(H32), C1(H1), C9(H9), C10(H10), C14(H14), C26(H26), C17B(H17B),
 C25(H25), C27(H27), C16B(H16B), C28(H28), C21(H21), C5(H5A), C5(H5B),
 C15B(H15B), C3A(H3A), C12(H12), C13(H13), C20(H20), C2A(H2A), C2(H2), C19(H19),
  C6A(H6A), C7B(H7B), C6B(H6B), C3B(H3B), C2B(H2B), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.29987(5) 0.59390(10) 0.41376(8) 0.0409(4) Uani 1 1 d . . . . .
O5 O 0.2285(3) 0.8236(7) 0.8318(4) 0.048(2) Uani 1 1 d . . . . .
O1 O 0.3885(3) 0.6544(6) 0.4035(4) 0.0454(18) Uani 1 1 d . . . . .
H1A H 0.399914 0.680840 0.441722 0.068 Uiso 1 1 d R U . . .
H1B H 0.387530 0.703973 0.375316 0.068 Uiso 1 1 d R U . . .
O1A O 0.500000 0.5591(9) 0.4142(8) 0.051(2) Uani 1 2 d DS T P A 1
H1AA H 0.475(10) 0.599(17) 0.395(13) 0.077 Uiso 0.5 1 d D U P B 1
N5B N 0.2095(4) 0.5514(9) 0.4213(7) 0.0591(14) Uani 1 1 d . . . . .
O3 O 0.3724(3) 0.7505(8) 0.5167(4) 0.057(2) Uani 1 1 d . . . . .
O4 O 0.1406(4) 0.7829(8) 0.7837(4) 0.056(2) Uani 1 1 d . . . . .
O2 O 0.2803(4) 0.7107(8) 0.4775(4) 0.053(2) Uani 1 1 d . . . . .
N1 N 0.3279(4) 0.4806(8) 0.3486(6) 0.0559(14) Uani 1 1 d D . . . .
N2 N 0.3898(4) 0.3961(8) 0.2835(6) 0.0559(14) Uani 1 1 d D . . . .
C31 C 0.2044(5) 0.7390(10) 0.6671(6) 0.0522(10) Uani 1 1 d . . . . .
H31 H 0.168836 0.702031 0.677333 0.063 Uiso 1 1 calc R U . . .
C32 C 0.2320(6) 0.7281(10) 0.6034(6) 0.0522(10) Uani 1 1 d . . . . .
H32 H 0.213160 0.687267 0.570650 0.063 Uiso 1 1 calc R U . . .
C1 C 0.3816(6) 0.4795(11) 0.3180(7) 0.0559(14) Uani 1 1 d . . . . .
H1 H 0.410507 0.531368 0.320324 0.067 Uiso 1 1 calc R U . . .
C33 C 0.1975(5) 0.8040(9) 0.7817(5) 0.041(3) Uani 1 1 d . . . . .
N3 N 0.3270(4) 0.5168(10) 0.4985(5) 0.0551(11) Uani 1 1 d . . . . .
C9 C 0.2951(5) 0.5079(12) 0.5594(6) 0.0551(11) Uani 1 1 d . . . . .
H9 H 0.252863 0.520662 0.565073 0.066 Uiso 1 1 calc R U . . .
C10 C 0.3330(5) 0.4788(11) 0.6083(6) 0.0551(11) Uani 1 1 d . . . . .
H10 H 0.322922 0.467004 0.654162 0.066 Uiso 1 1 calc R U . C 4
C14 C 0.500000 0.4717(16) 0.5833(8) 0.0551(11) Uani 1 2 d S T P . .
H14 H 0.499999 0.516154 0.546430 0.066 Uiso 1 2 calc R U P D 4
C24 C 0.3097(6) 0.8452(11) 0.6344(6) 0.0522(10) Uani 1 1 d . . . . .
C22 C 0.3150(5) 0.7459(10) 0.5223(6) 0.047(3) Uani 1 1 d . . . . .
C30 C 0.2271(6) 0.7999(10) 0.7135(6) 0.0522(10) Uani 1 1 d . . . . .
C26 C 0.3825(5) 0.9750(9) 0.6620(6) 0.0522(10) Uani 1 1 d . . . . .
H26 H 0.416993 1.013548 0.650107 0.063 Uiso 1 1 calc R U . . .
C29 C 0.2801(6) 0.8606(11) 0.6978(6) 0.0522(10) Uani 1 1 d . . . . .
C17B C 0.1806(5) 0.4637(12) 0.4370(6) 0.0591(14) Uani 1 1 d . . . . .
H17B H 0.200718 0.403335 0.446345 0.071 Uiso 1 1 calc R U . . .
C23 C 0.2851(6) 0.7750(11) 0.5879(6) 0.0522(10) Uani 1 1 d . . . . .
C25 C 0.3613(6) 0.9051(10) 0.6194(6) 0.0522(10) Uani 1 1 d . . . . .
H25 H 0.381720 0.895520 0.577749 0.063 Uiso 1 1 calc R U . . .
C27 C 0.3530(5) 0.9897(10) 0.7236(6) 0.0522(10) Uani 1 1 d . . . . .
H27 H 0.368236 1.037069 0.754446 0.063 Uiso 1 1 calc R U . . .
C16B C 0.1204(5) 0.4770(12) 0.4370(6) 0.0591(14) Uani 1 1 d . . . . .
H16B H 0.090130 0.427708 0.442137 0.071 Uiso 1 1 calc R U . . .
C28 C 0.3016(5) 0.9354(11) 0.7399(6) 0.0522(10) Uani 1 1 d . . . . .
H28 H 0.280445 0.949327 0.780567 0.063 Uiso 1 1 calc R U . . .
C21 C 0.000000 0.5823(19) 0.4250(13) 0.079(3) Uani 1 2 d S T P . .
H21 H 0.000001 0.514088 0.414815 0.094 Uiso 1 2 calc R U P . .
C5 C 0.500000 0.3959(14) 0.2784(10) 0.0559(14) Uani 1 2 d DS T P . .
H5A H 0.500001 0.448230 0.310039 0.067 Uiso 0.5 2 calc R U P E 1
H5B H 0.499999 0.414072 0.324616 0.067 Uiso 0.5 2 calc R U P F 2
C4A C 0.4454(6) 0.356(2) 0.2546(14) 0.0559(14) Uani 0.60(5) 1 d D . P G 1
O1B O 0.500000 0.8296(15) 0.4927(10) 0.095(6) Uani 1 2 d DS T P H 1
H1BA H 0.462(3) 0.814(13) 0.499(15) 0.143 Uiso 1 1 d D U . I 1
H1BB H 0.520(7) 0.778(9) 0.505(13) 0.143 Uiso 1 1 d D U . J 1
C15B C 0.1666(4) 0.6177(10) 0.4193(8) 0.0591(14) Uani 1 1 d . . . . .
H15B H 0.174454 0.685628 0.412477 0.071 Uiso 1 1 calc R U . . .
C3A C 0.3031(6) 0.3890(12) 0.3382(11) 0.0559(14) Uani 0.81(3) 1 d D . P G 1
H3A H 0.265419 0.367250 0.356571 0.067 Uiso 0.81(3) 1 calc R U P G 1
C12 C 0.4450(5) 0.3782(11) 0.6667(6) 0.0551(11) Uani 1 1 d . . . . .
H12 H 0.407293 0.357107 0.685381 0.066 Uiso 1 1 calc R U . K 4
C13 C 0.500000 0.3479(17) 0.6959(8) 0.0551(11) Uani 1 2 d S T P . .
H13 H 0.500000 0.307541 0.734967 0.066 Uiso 1 2 calc R U P . .
C20 C 0.000000 0.787(2) 0.4435(12) 0.079(3) Uani 1 2 d S T P . .
H20 H -0.000001 0.857077 0.446207 0.094 Uiso 1 2 calc R U P . .
C18 C 0.0543(6) 0.6360(15) 0.4331(9) 0.079(3) Uani 1 1 d . . . . .
C2A C 0.3400(6) 0.3336(13) 0.2981(11) 0.0559(14) Uani 0.81(3) 1 d D . P G 1
H2A H 0.333743 0.267987 0.283228 0.067 Uiso 0.81(3) 1 calc R U P G 1
C2 C 0.4440(7) 0.293(2) 0.2015(16) 0.0559(14) Uani 0.60(5) 1 d D . P G 1
H2 H 0.406463 0.269611 0.183872 0.067 Uiso 0.60(5) 1 calc R U P G 1
C19 C 0.0545(6) 0.7363(14) 0.4415(9) 0.079(3) Uani 1 1 d . . . . .
H19 H 0.092090 0.770487 0.445946 0.094 Uiso 1 1 calc R U . . .
C6A C 0.500000 0.265(3) 0.174(2) 0.0559(14) Uani 0.5 2 d DS T P G 1
H6A H 0.500000 0.224015 0.134826 0.067 Uiso 0.5 2 calc R U P G 1
C4B C 0.4456(8) 0.381(3) 0.2414(14) 0.0559(14) Uani 0.40(5) 1 d D . P G 2
C7B C 0.4452(10) 0.331(4) 0.1818(18) 0.0559(14) Uani 0.40(5) 1 d D . P G 2
H7B H 0.407453 0.312089 0.162447 0.067 Uiso 0.40(5) 1 calc R U P G 2
C6B C 0.500000 0.308(3) 0.1488(19) 0.0559(14) Uani 0.5 2 d DS T P G 2
H6B H 0.499999 0.277537 0.105696 0.067 Uiso 0.5 2 calc R U P G 2
C3B C 0.2982(17) 0.408(5) 0.313(4) 0.0559(14) Uani 0.19(3) 1 d D . P G 2
H3B H 0.256464 0.392319 0.320601 0.067 Uiso 0.19(3) 1 calc R U P G 2
C2B C 0.3321(14) 0.358(5) 0.265(4) 0.0559(14) Uani 0.19(3) 1 d D . P G 2
H2B H 0.320465 0.313074 0.231369 0.067 Uiso 0.19(3) 1 calc R U P G 2
N4 N 0.3903(4) 0.4692(9) 0.5785(5) 0.0551(11) Uani 1 1 d . . . L 4
C8 C 0.3825(5) 0.4912(12) 0.5123(6) 0.0551(11) Uani 1 1 d . . . L 4
H8 H 0.414235 0.488228 0.479798 0.066 Uiso 1 1 calc R U . L 4
C11 C 0.4452(5) 0.4395(12) 0.6100(6) 0.0551(11) Uani 1 1 d . . . L 4
N6 N 0.1101(4) 0.5807(9) 0.4279(5) 0.0591(14) 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 O5 2.073(8) 6_564 ?
Ni1 O1 2.122(7) . ?
Ni1 N5B 2.070(9) . ?
Ni1 O2 2.077(9) . ?
Ni1 N1 2.105(11) . ?
Ni1 N3 2.071(10) . ?
O5 C33 1.233(13) . ?
O1 H1A 0.8754 . ?
O1 H1B 0.8766 . ?
O1A H1AA 0.86(3) . ?
O1A H1AA 0.86(3) 4_655 ?
N5B C17B 1.387(18) . ?
N5B C15B 1.304(16) . ?
O3 C22 1.265(14) . ?
O4 C33 1.280(13) . ?
O2 C22 1.265(15) . ?
N1 C1 1.324(17) . ?
N1 C3A 1.376(18) . ?
N1 C3B 1.38(3) . ?
N2 C1 1.340(17) . ?
N2 C4A 1.451(18) . ?
N2 C2A 1.414(18) . ?
N2 C4B 1.49(2) . ?
N2 C2B 1.41(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.409(17) . ?
C31 C30 1.335(18) . ?
C32 H32 0.9500 . ?
C32 C23 1.363(17) . ?
C1 H1 0.9500 . ?
C33 C30 1.502(16) . ?
N3 C9 1.399(15) . ?
N3 C8 1.296(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.338(17) . ?
C10 H10 0.9500 . ?
C10 N4 1.395(14) . ?
C14 H14 0.9500 . ?
C14 C11 1.385(14) 4_655 ?
C14 C11 1.385(14) . ?
C24 C29 1.432(17) . ?
C24 C23 1.434(18) . ?
C24 C25 1.425(18) . ?
C22 C23 1.510(16) . ?
C30 C29 1.460(18) . ?
C26 H26 0.9500 . ?
C26 C25 1.355(18) . ?
C26 C27 1.398(17) . ?
C29 C28 1.399(19) . ?
C17B H17B 0.9500 . ?
C17B C16B 1.333(16) . ?
C25 H25 0.9500 . ?
C27 H27 0.9500 . ?
C27 C28 1.386(17) . ?
C16B H16B 0.9500 . ?
C16B N6 1.441(19) . ?
C28 H28 0.9500 . ?
C21 H21 0.9500 . ?
C21 C18 1.41(2) 4 ?
C21 C18 1.41(2) . ?
C5 H5A 0.9500 . ?
C5 H5B 0.9500 . ?
C5 C4A 1.394(15) 4_655 ?
C5 C4A 1.394(15) . ?
C5 C4B 1.416(18) . ?
C5 C4B 1.416(18) 4_655 ?
C4A C2 1.36(2) . ?
O1B H1BA 0.87(3) 4_655 ?
O1B H1BA 0.87(3) . ?
O1B H1BB 0.87(3) 4_655 ?
O1B H1BB 0.87(3) . ?
C15B H15B 0.9500 . ?
C15B N6 1.348(14) . ?
C3A H3A 0.9500 . ?
C3A C2A 1.36(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.401(14) . ?
C12 C11 1.400(18) . ?
C13 H13 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.38(2) 4 ?
C20 C19 1.38(2) . ?
C18 C19 1.38(3) . ?
C18 N6 1.440(17) . ?
C2A H2A 0.9500 . ?
C2 H2 0.9500 . ?
C2 C6A 1.401(17) . ?
C19 H19 0.9500 . ?
C6A H6A 0.9500 . ?
C4B C7B 1.36(3) . ?
C7B H7B 0.9500 . ?
C7B C6B 1.405(18) . ?
C6B H6B 0.9500 . ?
C3B H3B 0.9500 . ?
C3B C2B 1.37(3) . ?
C2B H2B 0.9500 . ?
N4 C8 1.359(16) . ?
N4 C11 1.414(15) . ?
C8 H8 0.9500 . ?

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
O5 Ni1 O1 89.4(3) 6_564 . ?
O5 Ni1 O2 90.1(3) 6_564 . ?
O5 Ni1 N1 90.2(4) 6_564 . ?
N5B Ni1 O5 85.5(4) . 6_564 ?
N5B Ni1 O1 173.2(4) . . ?
N5B Ni1 O2 88.4(4) . . ?
N5B Ni1 N1 96.8(5) . . ?
N5B Ni1 N3 94.3(4) . . ?
O2 Ni1 O1 87.2(3) . . ?
O2 Ni1 N1 174.8(4) . . ?
N1 Ni1 O1 87.6(3) . . ?
N3 Ni1 O5 177.3(4) . 6_564 ?
N3 Ni1 O1 90.7(4) . . ?
N3 Ni1 O2 87.3(4) . . ?
N3 Ni1 N1 92.5(5) . . ?
C33 O5 Ni1 125.7(7) . 6_565 ?
Ni1 O1 H1A 109.7 . . ?
Ni1 O1 H1B 109.7 . . ?
H1A O1 H1B 104.2 . . ?
H1AA O1A H1AA 79(10) . 4_655 ?
C17B N5B Ni1 133.9(8) . . ?
C15B N5B Ni1 119.6(9) . . ?
C15B N5B C17B 106.0(10) . . ?
C22 O2 Ni1 126.4(7) . . ?
C1 N1 Ni1 123.3(9) . . ?
C1 N1 C3A 105.8(11) . . ?
C1 N1 C3B 100(2) . . ?
C3A N1 Ni1 129.9(10) . . ?
C3B N1 Ni1 134.7(16) . . ?
C1 N2 C4A 129.2(12) . . ?
C1 N2 C2A 107.5(11) . . ?
C1 N2 C4B 120.8(17) . . ?
C1 N2 C2B 108.5(19) . . ?
C2A N2 C4A 120.3(14) . . ?
C2B N2 C4B 123(2) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C30 C31 C32 121.6(12) . . ?
C31 C32 H32 119.3 . . ?
C23 C32 C31 121.4(12) . . ?
C23 C32 H32 119.3 . . ?
N1 C1 N2 111.3(12) . . ?
N1 C1 H1 124.3 . . ?
N2 C1 H1 124.3 . . ?
O5 C33 O4 124.1(10) . . ?
O5 C33 C30 119.7(9) . . ?
O4 C33 C30 116.1(10) . . ?
C9 N3 Ni1 127.0(8) . . ?
C8 N3 Ni1 125.3(8) . . ?
C8 N3 C9 105.2(10) . . ?
N3 C9 H9 125.0 . . ?
C10 C9 N3 110.0(10) . . ?
C10 C9 H9 125.0 . . ?
C9 C10 H10 126.9 . . ?
C9 C10 N4 106.2(10) . . ?
N4 C10 H10 126.9 . . ?
C11 C14 H14 119.8 . . ?
C11 C14 H14 119.8 4_655 . ?
C11 C14 C11 120.4(17) 4_655 . ?
C29 C24 C23 119.5(11) . . ?
C25 C24 C29 117.3(12) . . ?
C25 C24 C23 123.2(11) . . ?
O3 C22 O2 123.8(10) . . ?
O3 C22 C23 119.7(10) . . ?
O2 C22 C23 116.3(10) . . ?
C31 C30 C33 118.9(11) . . ?
C31 C30 C29 120.1(11) . . ?
C29 C30 C33 121.0(11) . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.1(12) . . ?
C27 C26 H26 120.4 . . ?
C24 C29 C30 117.8(11) . . ?
C28 C29 C24 118.6(11) . . ?
C28 C29 C30 123.5(11) . . ?
N5B C17B H17B 125.2 . . ?
C16B C17B N5B 109.5(13) . . ?
C16B C17B H17B 125.2 . . ?
C32 C23 C24 119.2(11) . . ?
C32 C23 C22 116.3(11) . . ?
C24 C23 C22 124.4(11) . . ?
C24 C25 H25 118.5 . . ?
C26 C25 C24 123.0(12) . . ?
C26 C25 H25 118.5 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.3(12) . . ?
C28 C27 H27 119.9 . . ?
C17B C16B H16B 126.6 . . ?
C17B C16B N6 106.8(12) . . ?
N6 C16B H16B 126.6 . . ?
C29 C28 H28 119.3 . . ?
C27 C28 C29 121.5(12) . . ?
C27 C28 H28 119.3 . . ?
C18 C21 H21 122.1 . . ?
C18 C21 H21 122.1 4 . ?
C18 C21 C18 116(2) . 4 ?
C4A C5 H5A 120.9 . . ?
C4A C5 H5A 120.9 4_655 . ?
C4A C5 C4A 118.2(18) 4_655 . ?
C4A C5 C4B 119.6(17) . 4_655 ?
C4A C5 C4B 17(2) 4_655 4_655 ?
C4B C5 H5B 122.5 . . ?
C4B C5 H5B 122.5 4_655 . ?
C5 C4A N2 116.3(13) . . ?
C2 C4A N2 121.5(13) . . ?
C2 C4A C5 121.8(15) . . ?
H1BA O1B H1BA 147(10) . 4_655 ?
H1BA O1B H1BB 43(10) . 4_655 ?
H1BA O1B H1BB 105(7) . . ?
H1BA O1B H1BB 105(7) 4_655 4_655 ?
H1BB O1B H1BA 43(10) . 4_655 ?
H1BB O1B H1BB 61(10) . 4_655 ?
N5B C15B H15B 123.2 . . ?
N5B C15B N6 113.5(12) . . ?
N6 C15B H15B 123.2 . . ?
N1 C3A H3A 124.6 . . ?
C2A C3A N1 110.7(13) . . ?
C2A C3A H3A 124.6 . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.3(11) . . ?
C12 C13 C12 118.9(16) 4_655 . ?
C12 C13 H13 120.6 4_655 . ?
C12 C13 H13 120.6 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 H20 120.2 4 . ?
C19 C20 C19 120(3) 4 . ?
C21 C18 N6 116.0(16) . . ?
C19 C18 C21 122.2(15) . . ?
C19 C18 N6 121.7(13) . . ?
N2 C2A H2A 127.9 . . ?
C3A C2A N2 104.2(13) . . ?
C3A C2A H2A 127.9 . . ?
C4A C2 H2 121.3 . . ?
C4A C2 C6A 117.4(19) . . ?
C6A C2 H2 121.3 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0(16) . . ?
C18 C19 H19 120.0 . . ?
C2 C6A C2 122(3) . 4_655 ?
C2 C6A H6A 118.8 4_655 . ?
C2 C6A H6A 118.8 . . ?
C5 C4B N2 112.3(16) . . ?
C7B C4B N2 123.2(16) . . ?
C7B C4B C5 121.6(18) . . ?
C4B C7B H7B 119.6 . . ?
C4B C7B C6B 121(2) . . ?
C6B C7B H7B 119.6 . . ?
C7B C6B C7B 117(3) 4_655 . ?
C7B C6B H6B 121.3 4_655 . ?
C7B C6B H6B 121.3 . . ?
N1 C3B H3B 121.8 . . ?
C2B C3B N1 116(3) . . ?
C2B C3B H3B 121.8 . . ?
N2 C2B H2B 131.1 . . ?
C3B C2B N2 98(3) . . ?
C3B C2B H2B 131.1 . . ?
C10 N4 C11 127.3(9) . . ?
C8 N4 C10 106.0(9) . . ?
C8 N4 C11 126.7(9) . . ?
N3 C8 N4 112.5(10) . . ?
N3 C8 H8 123.8 . . ?
N4 C8 H8 123.8 . . ?
C14 C11 C12 119.9(11) . . ?
C14 C11 N4 118.6(11) . . ?
C12 C11 N4 121.5(10) . . ?
C15B N6 C16B 103.8(10) . . ?
C15B N6 C18 126.4(13) . . ?
C18 N6 C16B 129.5(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O5 C33 O4 -39.0(18) 6_565 . . . ?
Ni1 O5 C33 C30 143.7(9) 6_565 . . . ?
Ni1 N5B C17B C16B 177.8(11) . . . . ?
Ni1 N5B C15B N6 -177.1(10) . . . . ?
Ni1 O2 C22 O3 34.4(18) . . . . ?
Ni1 O2 C22 C23 -140.0(9) . . . . ?
Ni1 N1 C1 N2 175.4(9) . . . . ?
Ni1 N1 C3A C2A -172.0(12) . . . . ?
Ni1 N1 C3B C2B 168(5) . . . . ?
Ni1 N3 C9 C10 -161.7(10) . . . . ?
Ni1 N3 C8 N4 161.0(10) . . . . ?
O5 C33 C30 C31 149.6(13) . . . . ?
O5 C33 C30 C29 -30.0(19) . . . . ?
N5B C17B C16B N6 -6.2(15) . . . . ?
N5B C15B N6 C16B 0.7(17) . . . . ?
N5B C15B N6 C18 175.1(13) . . . . ?
O3 C22 C23 C32 -149.8(13) . . . . ?
O3 C22 C23 C24 28(2) . . . . ?
O4 C33 C30 C31 -28.0(18) . . . . ?
O4 C33 C30 C29 152.5(12) . . . . ?
O2 C22 C23 C32 24.8(17) . . . . ?
O2 C22 C23 C24 -157.1(13) . . . . ?
N1 C3A C2A N2 -0.1(19) . . . . ?
N1 C3B C2B N2 10(8) . . . . ?
N2 C4A C2 C6A 175(4) . . . . ?
N2 C4B C7B C6B -171(5) . . . . ?
C31 C32 C23 C24 -7(2) . . . . ?
C31 C32 C23 C22 171.1(12) . . . . ?
C31 C30 C29 C24 -6.0(19) . . . . ?
C31 C30 C29 C28 171.0(13) . . . . ?
C32 C31 C30 C33 -176.8(12) . . . . ?
C32 C31 C30 C29 3(2) . . . . ?
C1 N1 C3A C2A -3.5(19) . . . . ?
C1 N1 C3B C2B 4(8) . . . . ?
C1 N2 C4A C5 17(4) . . . . ?
C1 N2 C4A C2 -155(2) . . . . ?
C1 N2 C2A C3A 3.6(18) . . . . ?
C1 N2 C4B C5 54(4) . . . . ?
C1 N2 C4B C7B -145(3) . . . . ?
C1 N2 C2B C3B -20(6) . . . . ?
C33 C30 C29 C24 173.6(12) . . . . ?
C33 C30 C29 C28 -9(2) . . . . ?
N3 C9 C10 N4 0.3(18) . . . . ?
C9 N3 C8 N4 -2.1(18) . . . . ?
C9 C10 N4 C8 -1.5(17) . . . . ?
C9 C10 N4 C11 -179.6(14) . . . . ?
C10 N4 C8 N3 2.3(18) . . . . ?
C10 N4 C11 C14 -153.4(16) . . . . ?
C10 N4 C11 C12 27(2) . . . . ?
C24 C29 C28 C27 -5(2) . . . . ?
C30 C31 C32 C23 4(2) . . . . ?
C30 C29 C28 C27 178.5(12) . . . . ?
C26 C27 C28 C29 4(2) . . . . ?
C29 C24 C23 C32 3.5(19) . . . . ?
C29 C24 C23 C22 -174.5(12) . . . . ?
C29 C24 C25 C26 -0.5(19) . . . . ?
C17B N5B C15B N6 -4.4(18) . . . . ?
C17B C16B N6 C15B 3.5(15) . . . . ?
C17B C16B N6 C18 -170.7(14) . . . . ?
C23 C24 C29 C30 2.8(19) . . . . ?
C23 C24 C29 C28 -174.4(12) . . . . ?
C23 C24 C25 C26 176.3(13) . . . . ?
C25 C24 C29 C30 179.8(12) . . . . ?
C25 C24 C29 C28 2.6(19) . . . . ?
C25 C24 C23 C32 -173.2(13) . . . . ?
C25 C24 C23 C22 9(2) . . . . ?
C25 C26 C27 C28 -2.0(19) . . . . ?
C27 C26 C25 C24 0.2(19) . . . . ?
C21 C18 C19 C20 1(3) . . . . ?
C21 C18 N6 C16B -22(2) . . . . ?
C21 C18 N6 C15B 164.7(17) . . . . ?
C5 C4A C2 C6A 4(4) . . . . ?
C5 C4B C7B C6B -12(6) . . . . ?
C4A N2 C1 N1 -166(2) . . . . ?
C4A N2 C2A C3A 165.9(18) . . . . ?
C4A C5 C4A N2 176.8(12) 4_655 . . . ?
C4A C5 C4A C2 -11(5) 4_655 . . . ?
C4A C2 C6A C2 4(7) . . . 4_655 ?
C15B N5B C17B C16B 6.6(16) . . . . ?
C3A N1 C1 N2 5.9(18) . . . . ?
C13 C12 C11 C14 -1(3) . . . . ?
C13 C12 C11 N4 178.4(15) . . . . ?
C18 C21 C18 C19 -6(4) 4 . . . ?
C18 C21 C18 N6 177.4(13) 4 . . . ?
C2A N2 C1 N1 -6.1(18) . . . . ?
C2A N2 C4A C5 -141(2) . . . . ?
C2A N2 C4A C2 47(3) . . . . ?
C19 C20 C19 C18 4(3) 4 . . . ?
C19 C18 N6 C16B 161.4(15) . . . . ?
C19 C18 N6 C15B -12(2) . . . . ?
C4B N2 C1 N1 176.1(19) . . . . ?
C4B N2 C2B C3B -170(5) . . . . ?
C4B C5 C4B N2 179.0(11) 4_655 . . . ?
C4B C5 C4B C7B 17(6) 4_655 . . . ?
C4B C7B C6B C7B 5(9) . . . 4_655 ?
C3B N1 C1 N2 -18(4) . . . . ?
C2B N2 C1 N1 26(4) . . . . ?
C2B N2 C4B C5 -160(5) . . . . ?
C2B N2 C4B C7B 1(6) . . . . ?
C8 N3 C9 C10 1.1(19) . . . . ?
C8 N4 C11 C14 29(2) . . . . ?
C8 N4 C11 C12 -150.6(15) . . . . ?
C11 C14 C11 C12 4(3) 4_655 . . . ?
C11 C14 C11 N4 -176.0(12) 4_655 . . . ?
C11 C12 C13 C12 -1(3) . . . 4_655 ?
C11 N4 C8 N3 -179.6(14) . . . . ?
N6 C18 C19 C20 177.3(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.90(5)
2 0.10(5)

