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

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

data_Ni2Hsalophan2OAc2-2acetone
_database_code_depnum_ccdc_archive 'CCDC 2276993'
loop_
_audit_author_name
_audit_author_address
'Jeanette Krause'
;University of Cincinnati, Chemistry Department
United States of America
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H44 N4 O8 Ni2, 2(C3 H6 O)'
_chemical_formula_sum            'C50 H56 N4 Ni2 O10'
_chemical_formula_weight         990.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.8278(3)
_cell_length_b                   13.7955(5)
_cell_length_c                   17.5611(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.0973(10)
_cell_angle_gamma                90
_cell_volume                     2350.97(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9661
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      26.39

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.089
_exptl_absorpt_coefficient_mu    0.864
_shelx_estimated_absorpt_T_min   0.902
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.824
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
; 
 loop, paratone 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec Mo-microfocus 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon-II'
_diffrn_measurement_method       'ω-φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            98573
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.566
_diffrn_reflns_theta_max         26.427
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4827
_reflns_number_gt                4479
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3 v2019.2-37 (Bruker, 2019)'
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_computing_structure_refinement  
'SHELXL-2017/1 (Sheldrick, 2018, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'

_refine_special_details          
;
Reflections out to 0.80A used in the refinement.

N- and O-bound H-atoms located directly from the difference map and
the coordinates refined. All remaining H-atoms were calculated and
treated with a riding model. 

Two molecules of acetone crystallized in the lattice. 
the acetone oxygen anisotropic displacement parameter was constrained
to be equivalent to the better-behaved adjacent carbon.
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0426P)²+2.6108P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4827
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.36205(2) 0.49440(2) 0.53102(2) 0.01714(9) Uani 1 1 d . . . . .
O1 O 0.49304(12) 0.59813(10) 0.50301(7) 0.0200(3) Uani 1 1 d . . . . .
O2 O 0.22334(14) 0.39189(10) 0.55936(8) 0.0241(3) Uani 1 1 d . . . . .
O3 O 0.25443(14) 0.49355(9) 0.41930(8) 0.0223(3) Uani 1 1 d . . . . .
H3 H 0.160(3) 0.3976(17) 0.5282(14) 0.027 Uiso 1 1 d . U . . .
O4 O 0.05990(13) 0.42029(11) 0.43874(8) 0.0290(3) Uani 1 1 d . . . . .
N1 N 0.24579(16) 0.59888(12) 0.57687(9) 0.0217(3) Uani 1 1 d . . . . .
H1 H 0.164(2) 0.5799(17) 0.5774(13) 0.026 Uiso 1 1 d . U . . .
N2 N 0.46653(16) 0.48622(11) 0.64261(9) 0.0197(3) Uani 1 1 d . . . . .
H2 H 0.548(3) 0.4989(15) 0.6369(14) 0.024 Uiso 1 1 d . U . . .
C1 C 0.49337(19) 0.69237(13) 0.52119(10) 0.0203(4) Uani 1 1 d . . . . .
C2 C 0.6142(2) 0.74837(14) 0.52740(11) 0.0269(4) Uani 1 1 d . . . . .
H2A H 0.698395 0.718215 0.520771 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6125(3) 0.84719(15) 0.54310(12) 0.0342(5) Uani 1 1 d . . . . .
H3A H 0.694975 0.883686 0.545385 0.041 Uiso 1 1 calc R U . . .
C4 C 0.4930(3) 0.89322(15) 0.55543(12) 0.0363(5) Uani 1 1 d . . . . .
H4A H 0.492683 0.960674 0.566298 0.044 Uiso 1 1 calc R U . . .
C5 C 0.3740(2) 0.83882(15) 0.55157(11) 0.0314(5) Uani 1 1 d . . . . .
H5A H 0.291839 0.869438 0.561160 0.038 Uiso 1 1 calc R U . . .
C6 C 0.37139(19) 0.74012(14) 0.53397(10) 0.0237(4) Uani 1 1 d . . . . .
C7 C 0.23701(19) 0.68710(15) 0.52721(11) 0.0273(4) Uani 1 1 d . . . . .
H7A H 0.166113 0.731230 0.541936 0.033 Uiso 1 1 calc R U . . .
H7B H 0.207536 0.667886 0.472780 0.033 Uiso 1 1 calc R U . . .
C8 C 0.30478(18) 0.61648(14) 0.65691(10) 0.0213(4) Uani 1 1 d . . . . .
C9 C 0.25246(19) 0.68693(15) 0.70147(12) 0.0270(4) Uani 1 1 d . . . . .
H9A H 0.176746 0.725914 0.679336 0.032 Uiso 1 1 calc R U . . .
C10 C 0.3108(2) 0.70013(15) 0.77798(12) 0.0304(4) Uani 1 1 d . . . . .
H10A H 0.274486 0.747961 0.808127 0.037 Uiso 1 1 calc R U . . .
C11 C 0.4218(2) 0.64388(15) 0.81078(12) 0.0314(4) Uani 1 1 d . . . . .
H11A H 0.461381 0.653028 0.863243 0.038 Uiso 1 1 calc R U . . .
C12 C 0.4747(2) 0.57440(14) 0.76668(11) 0.0268(4) Uani 1 1 d . . . . .
H12A H 0.551069 0.536098 0.788949 0.032 Uiso 1 1 calc R U . . .
C13 C 0.41673(18) 0.56031(13) 0.68991(10) 0.0205(4) Uani 1 1 d . . . . .
C14 C 0.46127(19) 0.38614(14) 0.67437(11) 0.0228(4) Uani 1 1 d . . . . .
H14A H 0.526592 0.381617 0.723312 0.027 Uiso 1 1 calc R U . . .
H14B H 0.491320 0.339430 0.637587 0.027 Uiso 1 1 calc R U . . .
C15 C 0.31940(19) 0.35856(13) 0.68901(11) 0.0221(4) Uani 1 1 d . . . . .
C16 C 0.2999(2) 0.32677(15) 0.76168(12) 0.0313(4) Uani 1 1 d . . . . .
H16A H 0.376868 0.322622 0.801761 0.038 Uiso 1 1 calc R U . . .
C17 C 0.1705(3) 0.30103(18) 0.77683(13) 0.0413(6) Uani 1 1 d . . . . .
H17A H 0.158919 0.280398 0.827025 0.050 Uiso 1 1 calc R U . . .
C18 C 0.0584(2) 0.30555(18) 0.71849(14) 0.0405(5) Uani 1 1 d . . . . .
H18A H -0.030408 0.287723 0.728633 0.049 Uiso 1 1 calc R U . . .
C19 C 0.0748(2) 0.33592(15) 0.64537(12) 0.0292(4) Uani 1 1 d . . . . .
H19A H -0.002423 0.338458 0.605317 0.035 Uiso 1 1 calc R U . . .
C20 C 0.20417(18) 0.36262(13) 0.63077(10) 0.0207(4) Uani 1 1 d . . . . .
C21 C 0.13771(18) 0.45735(13) 0.39563(10) 0.0215(4) Uani 1 1 d . . . . .
C22 C 0.0889(2) 0.45649(17) 0.30975(11) 0.0331(5) Uani 1 1 d . . . . .
H22A H 0.125520 0.513326 0.286328 0.050 Uiso 1 1 calc R U . . .
H22B H -0.012060 0.458225 0.299668 0.050 Uiso 1 1 calc R U . . .
H22C H 0.121445 0.397373 0.287466 0.050 Uiso 1 1 calc R U . . .
O1S O 0.0511(3) 0.92564(16) 0.59530(14) 0.0700(5) Uani 1 1 d . . . . .
C1S C 0.0375(4) 1.0133(2) 0.6012(2) 0.0700(5) Uani 1 1 d . . . . .
C2S C -0.0960(3) 1.0562(2) 0.61321(16) 0.0527(7) Uani 1 1 d . . . . .
H2SA H -0.154394 1.005575 0.630306 0.079 Uiso 1 1 calc R U . . .
H2SB H -0.142378 1.084176 0.564676 0.079 Uiso 1 1 calc R U . . .
H2SC H -0.079504 1.106996 0.652557 0.079 Uiso 1 1 calc R U . . .
C3S C 0.1533(3) 1.0810(2) 0.59628(17) 0.0553(7) Uani 1 1 d . . . . .
H3SA H 0.233527 1.044230 0.585538 0.083 Uiso 1 1 calc R U . . .
H3SB H 0.177136 1.115518 0.645334 0.083 Uiso 1 1 calc R U . . .
H3SC H 0.125767 1.127762 0.554729 0.083 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni O1 2.0365(13) . ?
Ni N2 2.0667(16) . ?
Ni O1 2.0698(12) 3_666 ?
Ni O3 2.0764(13) . ?
Ni O2 2.0786(13) . ?
Ni N1 2.0789(16) . ?
O1 C1 1.339(2) . ?
O2 C20 1.359(2) . ?
O3 C21 1.260(2) . ?
O4 C21 1.266(2) . ?
N1 C8 1.454(2) . ?
N1 C7 1.492(3) . ?
N2 C13 1.450(2) . ?
N2 C14 1.493(2) . ?
C1 C2 1.406(3) . ?
C1 C6 1.417(3) . ?
C2 C3 1.392(3) . ?
C3 C4 1.381(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.396(3) . ?
C6 C7 1.498(3) . ?
C8 C13 1.395(3) . ?
C8 C9 1.396(3) . ?
C9 C10 1.387(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.384(3) . ?
C12 C13 1.392(3) . ?
C14 C15 1.506(3) . ?
C15 C16 1.391(3) . ?
C15 C20 1.402(3) . ?
C16 C17 1.386(3) . ?
C17 C18 1.382(3) . ?
C18 C19 1.384(3) . ?
C19 C20 1.386(3) . ?
C21 C22 1.509(3) . ?
O1S C1S 1.223(4) . ?
C1S C3S 1.485(5) . ?
C1S C2S 1.485(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni N2 91.67(6) . . ?
O1 Ni O1 82.74(6) . 3_666 ?
N2 Ni O1 88.78(6) . 3_666 ?
O1 Ni O3 91.31(5) . . ?
N2 Ni O3 176.46(6) . . ?
O1 Ni O3 89.69(5) 3_666 . ?
O1 Ni O2 178.15(5) . . ?
N2 Ni O2 88.98(6) . . ?
O1 Ni O2 99.02(6) 3_666 . ?
O3 Ni O2 88.11(5) . . ?
O1 Ni N1 90.77(6) . . ?
N2 Ni N1 83.78(6) . . ?
O1 Ni N1 169.99(6) 3_666 . ?
O3 Ni N1 98.09(6) . . ?
O2 Ni N1 87.57(6) . . ?
C1 O1 Ni 127.06(11) . . ?
C1 O1 Ni 133.79(11) . 3_666 ?
Ni O1 Ni 97.26(6) . 3_666 ?
C20 O2 Ni 127.96(12) . . ?
C21 O3 Ni 127.97(12) . . ?
C8 N1 C7 113.98(15) . . ?
C8 N1 Ni 109.32(11) . . ?
C7 N1 Ni 108.89(11) . . ?
C13 N2 C14 113.77(14) . . ?
C13 N2 Ni 110.03(11) . . ?
C14 N2 Ni 111.31(11) . . ?
O1 C1 C2 121.49(17) . . ?
O1 C1 C6 121.28(16) . . ?
C2 C1 C6 117.23(17) . . ?
C3 C2 C1 121.1(2) . . ?
C4 C3 C2 121.2(2) . . ?
C3 C4 C5 118.42(19) . . ?
C4 C5 C6 121.8(2) . . ?
C5 C6 C1 120.14(19) . . ?
C5 C6 C7 118.65(18) . . ?
C1 C6 C7 121.20(17) . . ?
N1 C7 C6 112.53(15) . . ?
C13 C8 C9 119.36(17) . . ?
C13 C8 N1 118.47(16) . . ?
C9 C8 N1 122.17(17) . . ?
C10 C9 C8 120.14(19) . . ?
C9 C10 C11 120.40(19) . . ?
C12 C11 C10 119.68(19) . . ?
C11 C12 C13 120.42(19) . . ?
C12 C13 C8 120.00(17) . . ?
C12 C13 N2 121.99(17) . . ?
C8 C13 N2 117.98(16) . . ?
N2 C14 C15 112.65(15) . . ?
C16 C15 C20 117.99(18) . . ?
C16 C15 C14 120.12(17) . . ?
C20 C15 C14 121.88(16) . . ?
C17 C16 C15 121.4(2) . . ?
C18 C17 C16 119.6(2) . . ?
C17 C18 C19 120.3(2) . . ?
C18 C19 C20 119.78(19) . . ?
O2 C20 C19 120.98(17) . . ?
O2 C20 C15 118.13(16) . . ?
C19 C20 C15 120.89(17) . . ?
O3 C21 O4 124.56(17) . . ?
O3 C21 C22 117.53(17) . . ?
O4 C21 C22 117.90(16) . . ?
O1S C1S C3S 121.5(3) . . ?
O1S C1S C2S 121.1(3) . . ?
C3S C1S C2S 117.4(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
Ni O1 C1 C2 153.83(13) . . . . ?
Ni O1 C1 C2 -6.8(3) 3_666 . . . ?
Ni O1 C1 C6 -27.0(2) . . . . ?
Ni O1 C1 C6 172.34(12) 3_666 . . . ?
O1 C1 C2 C3 177.24(17) . . . . ?
C6 C1 C2 C3 -1.9(3) . . . . ?
C1 C2 C3 C4 2.0(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 -1.5(3) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C5 C6 C7 -177.15(18) . . . . ?
O1 C1 C6 C5 -178.91(16) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
O1 C1 C6 C7 -0.4(3) . . . . ?
C2 C1 C6 C7 178.84(17) . . . . ?
C8 N1 C7 C6 51.5(2) . . . . ?
Ni N1 C7 C6 -70.87(17) . . . . ?
C5 C6 C7 N1 -126.79(18) . . . . ?
C1 C6 C7 N1 54.6(2) . . . . ?
C7 N1 C8 C13 -125.94(18) . . . . ?
Ni N1 C8 C13 -3.8(2) . . . . ?
C7 N1 C8 C9 54.5(2) . . . . ?
Ni N1 C8 C9 176.60(15) . . . . ?
C13 C8 C9 C10 -0.6(3) . . . . ?
N1 C8 C9 C10 179.00(17) . . . . ?
C8 C9 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C10 C11 C12 C13 -0.4(3) . . . . ?
C11 C12 C13 C8 0.1(3) . . . . ?
C11 C12 C13 N2 -178.04(17) . . . . ?
C9 C8 C13 C12 0.3(3) . . . . ?
N1 C8 C13 C12 -179.23(16) . . . . ?
C9 C8 C13 N2 178.57(16) . . . . ?
N1 C8 C13 N2 -1.0(2) . . . . ?
C14 N2 C13 C12 57.8(2) . . . . ?
Ni N2 C13 C12 -176.48(14) . . . . ?
C14 N2 C13 C8 -120.34(18) . . . . ?
Ni N2 C13 C8 5.34(19) . . . . ?
C13 N2 C14 C15 55.3(2) . . . . ?
Ni N2 C14 C15 -69.66(16) . . . . ?
N2 C14 C15 C16 -125.09(19) . . . . ?
N2 C14 C15 C20 55.7(2) . . . . ?
C20 C15 C16 C17 -0.9(3) . . . . ?
C14 C15 C16 C17 179.9(2) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C18 C19 C20 -0.5(4) . . . . ?
Ni O2 C20 C19 146.54(15) . . . . ?
Ni O2 C20 C15 -34.5(2) . . . . ?
C18 C19 C20 O2 179.4(2) . . . . ?
C18 C19 C20 C15 0.5(3) . . . . ?
C16 C15 C20 O2 -178.78(17) . . . . ?
C14 C15 C20 O2 0.4(3) . . . . ?
C16 C15 C20 C19 0.1(3) . . . . ?
C14 C15 C20 C19 179.33(18) . . . . ?
Ni O3 C21 O4 5.5(3) . . . . ?
Ni O3 C21 C22 -173.22(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H3 O4 0.77(2) 1.74(2) 2.4788(18) 160(3) . yes
N2 H2 O3 0.85(3) 2.31(3) 3.118(2) 160(2) 3_666 yes
N1 H1 O4 0.84(2) 2.18(2) 2.985(2) 160(2) 3_566 yes

_refine_diff_density_max         1.346
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_NiHsalophan-Me2_2acetone
_database_code_depnum_ccdc_archive 'CCDC 2276995'
loop_
_audit_author_name
_audit_author_address
'Jeanette Krause'
;University of Cincinnati, Chemistry Department
United States of America
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H46 N4 O4 Ni, 2(C3 H6 O)'
_chemical_formula_sum            'C50 H58 N4 Ni O6'
_chemical_formula_weight         869.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.0666(12)
_cell_length_b                   12.2635(10)
_cell_length_c                   24.4101(19)
_cell_angle_alpha                90
_cell_angle_beta                 102.8966(15)
_cell_angle_gamma                90
_cell_volume                     4396.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7107
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      28.19

_exptl_crystal_description       block
_exptl_crystal_colour            'pale pink'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             1848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.079
_exptl_absorpt_coefficient_mu    0.496
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
; 
loop, paratone 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Bruker TRIUMPH curved-graphite'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47181
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.458
_diffrn_reflns_theta_max         28.341
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10956
_reflns_number_gt                7548
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3 v2018.1.0 (Bruker, 2018)'
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_computing_structure_refinement  
'SHELXL-2017/1 (Sheldrick, 2017, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'

_refine_special_details          
;
Crystallizes as an acetone solvate. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0397P)²+1.5014P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10956
_refine_ls_number_parameters     576
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.50462(2) 0.69519(2) 0.75768(2) 0.01495(7) Uani 1 1 d . . . . .
O1 O 0.59977(9) 0.58872(10) 0.80381(5) 0.0185(3) Uani 1 1 d . . . . .
O2 O 0.75652(10) 0.57707(12) 0.78214(6) 0.0244(3) Uani 1 1 d . . . . .
H5 H 0.7024(17) 0.5781(19) 0.7909(9) 0.037 Uiso 1 1 d . U . . .
O3 O 0.40783(9) 0.79958(10) 0.71080(5) 0.0196(3) Uani 1 1 d . . . . .
O4 O 0.25307(10) 0.80837(12) 0.73548(6) 0.0280(3) Uani 1 1 d . . . . .
H6 H 0.3069(18) 0.809(2) 0.7266(10) 0.042 Uiso 1 1 d . U . . .
N1 N 0.40772(11) 0.56990(12) 0.74727(7) 0.0165(3) Uani 1 1 d . . . . .
H1 H 0.3584(14) 0.5898(16) 0.7589(8) 0.020 Uiso 1 1 d . U . . .
N2 N 0.52413(11) 0.63301(12) 0.67995(7) 0.0163(3) Uani 1 1 d . . . . .
H2 H 0.5242(14) 0.6891(17) 0.6584(8) 0.020 Uiso 1 1 d . U . . .
N3 N 0.60028(11) 0.82275(12) 0.76742(7) 0.0170(3) Uani 1 1 d . . . . .
H3 H 0.6490(15) 0.8020(16) 0.7562(8) 0.020 Uiso 1 1 d . U . . .
N4 N 0.48649(11) 0.75850(13) 0.83593(7) 0.0172(3) Uani 1 1 d . . . . .
H4 H 0.4844(15) 0.7025(17) 0.8576(9) 0.021 Uiso 1 1 d . U . . .
C1 C 0.57529(14) 0.53864(15) 0.84700(8) 0.0190(4) Uani 1 1 d . . . . .
C2 C 0.63018(14) 0.54254(16) 0.90205(8) 0.0231(4) Uani 1 1 d . . . . .
C3 C 0.59789(16) 0.49319(18) 0.94498(9) 0.0302(5) Uani 1 1 d . . . . .
H3A H 0.634275 0.495728 0.982143 0.036 Uiso 1 1 calc R U . . .
C4 C 0.51477(17) 0.44052(18) 0.93563(9) 0.0323(5) Uani 1 1 d . . . . .
H4A H 0.493970 0.408949 0.966026 0.039 Uiso 1 1 calc R U . . .
C5 C 0.46227(15) 0.43435(16) 0.88150(9) 0.0260(5) Uani 1 1 d . . . . .
H5A H 0.405497 0.397274 0.874594 0.031 Uiso 1 1 calc R U . . .
C6 C 0.49192(14) 0.48197(15) 0.83710(8) 0.0194(4) Uani 1 1 d . . . . .
C7 C 0.44081(14) 0.46597(15) 0.77780(8) 0.0196(4) Uani 1 1 d . . . . .
H7A H 0.387713 0.418387 0.777748 0.024 Uiso 1 1 calc R U . . .
H7B H 0.480736 0.427557 0.756925 0.024 Uiso 1 1 calc R U . . .
C8 C 0.38087(13) 0.54679(14) 0.68761(8) 0.0171(4) Uani 1 1 d . . . . .
C9 C 0.29926(14) 0.49568(15) 0.66398(9) 0.0223(4) Uani 1 1 d . . . . .
H9A H 0.258092 0.477170 0.686855 0.027 Uiso 1 1 calc R U . . .
C10 C 0.27752(14) 0.47148(16) 0.60711(9) 0.0255(5) Uani 1 1 d . . . . .
H10A H 0.221392 0.436906 0.590851 0.031 Uiso 1 1 calc R U . . .
C11 C 0.33814(14) 0.49805(16) 0.57413(9) 0.0248(5) Uani 1 1 d . . . . .
H11A H 0.323438 0.481374 0.535138 0.030 Uiso 1 1 calc R U . . .
C12 C 0.42002(14) 0.54870(15) 0.59744(8) 0.0217(4) Uani 1 1 d . . . . .
H12A H 0.461299 0.566402 0.574511 0.026 Uiso 1 1 calc R U . . .
C13 C 0.44171(13) 0.57359(14) 0.65438(8) 0.0175(4) Uani 1 1 d . . . . .
C14 C 0.61014(13) 0.57248(15) 0.67943(8) 0.0185(4) Uani 1 1 d . . . . .
H14A H 0.605343 0.537107 0.642431 0.022 Uiso 1 1 calc R U . . .
H14B H 0.619952 0.514931 0.708609 0.022 Uiso 1 1 calc R U . . .
C15 C 0.68962(13) 0.65101(15) 0.69068(8) 0.0174(4) Uani 1 1 d . . . . .
C16 C 0.69395(14) 0.72896(16) 0.64978(9) 0.0223(4) Uani 1 1 d . . . . .
H16A H 0.648845 0.729234 0.615674 0.027 Uiso 1 1 calc R U . . .
C17 C 0.76252(14) 0.80561(17) 0.65799(9) 0.0269(5) Uani 1 1 d . . . . .
H17A H 0.764360 0.858657 0.629901 0.032 Uiso 1 1 calc R U . . .
C18 C 0.82844(14) 0.80473(16) 0.70727(9) 0.0254(4) Uani 1 1 d . . . . .
H18A H 0.875625 0.857689 0.712836 0.030 Uiso 1 1 calc R U . . .
C19 C 0.82729(13) 0.72789(16) 0.74902(9) 0.0213(4) Uani 1 1 d . . . . .
C20 C 0.75649(13) 0.65112(15) 0.74057(8) 0.0177(4) Uani 1 1 d . . . . .
C21 C 0.72221(15) 0.59680(18) 0.91351(9) 0.0304(5) Uani 1 1 d . . . . .
H21A H 0.717772 0.666141 0.893117 0.046 Uiso 1 1 calc R U . . .
H21B H 0.765936 0.549109 0.900947 0.046 Uiso 1 1 calc R U . . .
H21C H 0.742761 0.610457 0.953913 0.046 Uiso 1 1 calc R U . . .
C22 C 0.89847(15) 0.72863(18) 0.80303(9) 0.0303(5) Uani 1 1 d . . . . .
H22A H 0.868850 0.724457 0.834867 0.046 Uiso 1 1 calc R U . . .
H22B H 0.934012 0.796097 0.805559 0.046 Uiso 1 1 calc R U . . .
H22C H 0.938972 0.665819 0.803903 0.046 Uiso 1 1 calc R U . . .
C23 C 0.43229(13) 0.84881(15) 0.66761(8) 0.0181(4) Uani 1 1 d . . . . .
C24 C 0.37815(14) 0.84313(16) 0.61225(9) 0.0236(4) Uani 1 1 d . . . . .
C25 C 0.41179(16) 0.89003(18) 0.56945(9) 0.0305(5) Uani 1 1 d . . . . .
H25A H 0.376365 0.885845 0.532077 0.037 Uiso 1 1 calc R U . . .
C26 C 0.49500(16) 0.94277(18) 0.57898(9) 0.0321(5) Uani 1 1 d . . . . .
H26A H 0.516925 0.972009 0.548459 0.038 Uiso 1 1 calc R U . . .
C27 C 0.54585(15) 0.95247(16) 0.63333(9) 0.0248(5) Uani 1 1 d . . . . .
H27A H 0.602281 0.990312 0.640404 0.030 Uiso 1 1 calc R U . . .
C28 C 0.51477(14) 0.90715(15) 0.67759(8) 0.0197(4) Uani 1 1 d . . . . .
C29 C 0.56315(14) 0.92535(15) 0.73716(8) 0.0202(4) Uani 1 1 d . . . . .
H29A H 0.520531 0.959799 0.757520 0.024 Uiso 1 1 calc R U . . .
H29B H 0.614029 0.976845 0.737972 0.024 Uiso 1 1 calc R U . . .
C30 C 0.62873(13) 0.84467(15) 0.82692(8) 0.0188(4) Uani 1 1 d . . . . .
C31 C 0.71021(14) 0.89728(16) 0.84987(9) 0.0241(5) Uani 1 1 d . . . . .
H31A H 0.749891 0.917973 0.826414 0.029 Uiso 1 1 calc R U . . .
C32 C 0.73362(15) 0.91958(18) 0.90682(9) 0.0308(5) Uani 1 1 d . . . . .
H32A H 0.789530 0.955140 0.922514 0.037 Uiso 1 1 calc R U . . .
C33 C 0.67548(16) 0.89003(19) 0.94097(9) 0.0320(5) Uani 1 1 d . . . . .
H33A H 0.691842 0.904893 0.980127 0.038 Uiso 1 1 calc R U . . .
C34 C 0.59365(15) 0.83894(17) 0.91823(9) 0.0268(5) Uani 1 1 d . . . . .
H34A H 0.553676 0.819412 0.941706 0.032 Uiso 1 1 calc R U . . .
C35 C 0.56994(13) 0.81618(15) 0.86098(8) 0.0190(4) Uani 1 1 d . . . . .
C36 C 0.40222(13) 0.82285(15) 0.83651(9) 0.0210(4) Uani 1 1 d . . . . .
H36A H 0.391591 0.876606 0.805476 0.025 Uiso 1 1 calc R U . . .
H36B H 0.410162 0.863177 0.872413 0.025 Uiso 1 1 calc R U . . .
C37 C 0.32151(13) 0.74774(15) 0.82987(9) 0.0206(4) Uani 1 1 d . . . . .
C38 C 0.31557(15) 0.68003(17) 0.87455(9) 0.0275(5) Uani 1 1 d . . . . .
H38A H 0.361501 0.683202 0.908233 0.033 Uiso 1 1 calc R U . . .
C39 C 0.24398(17) 0.60831(18) 0.87069(11) 0.0370(6) Uani 1 1 d . . . . .
H39A H 0.240792 0.562134 0.901446 0.044 Uiso 1 1 calc R U . . .
C40 C 0.17704(16) 0.60402(18) 0.82194(11) 0.0367(6) Uani 1 1 d . . . . .
H40A H 0.127710 0.554693 0.819571 0.044 Uiso 1 1 calc R U . . .
C41 C 0.18008(15) 0.67020(16) 0.77619(10) 0.0277(5) Uani 1 1 d . . . . .
C42 C 0.25344(14) 0.74234(15) 0.78046(9) 0.0216(4) Uani 1 1 d . . . . .
C43 C 0.28567(15) 0.79042(18) 0.60128(10) 0.0306(5) Uani 1 1 d . . . . .
H43A H 0.291215 0.716437 0.616854 0.046 Uiso 1 1 calc R U . . .
H43B H 0.260407 0.787036 0.560682 0.046 Uiso 1 1 calc R U . . .
H43C H 0.245167 0.833446 0.619166 0.046 Uiso 1 1 calc R U . . .
C44 C 0.10796(16) 0.66312(19) 0.72266(11) 0.0386(6) Uani 1 1 d . . . . .
H44A H 0.136858 0.662009 0.690461 0.058 Uiso 1 1 calc R U . . .
H44B H 0.067563 0.726502 0.719775 0.058 Uiso 1 1 calc R U . . .
H44C H 0.072446 0.596227 0.722867 0.058 Uiso 1 1 calc R U . . .
O5 O 0.91506(14) 0.64220(18) 0.49035(9) 0.0627(6) Uani 1 1 d . . . . .
C45 C 0.9447(2) 0.6433(2) 0.54020(12) 0.0447(7) Uani 1 1 d . . . . .
C46 C 0.8907(3) 0.6697(3) 0.58199(15) 0.0800(11) Uani 1 1 d . . . . .
H46A H 0.897348 0.611140 0.609924 0.120 Uiso 1 1 calc R U . . .
H46B H 0.826414 0.677146 0.563043 0.120 Uiso 1 1 calc R U . . .
H46C H 0.912486 0.738417 0.600763 0.120 Uiso 1 1 calc R U . . .
C47 C 1.0432(2) 0.6176(3) 0.56402(12) 0.0638(9) Uani 1 1 d . . . . .
H47A H 1.048156 0.567017 0.595633 0.096 Uiso 1 1 calc R U . . .
H47B H 1.076027 0.685054 0.577105 0.096 Uiso 1 1 calc R U . . .
H47C H 1.069588 0.584063 0.534879 0.096 Uiso 1 1 calc R U . . .
O6 O 0.58330(13) 0.63350(17) 0.52653(7) 0.0510(5) Uani 1 1 d . . . . .
C48 C 0.5632(2) 0.6986(3) 0.48989(11) 0.0516(7) Uani 1 1 d . . . . .
C49 C 0.6304(3) 0.7767(3) 0.4779(2) 0.1180(18) Uani 1 1 d . . . . .
H49A H 0.618249 0.849125 0.491541 0.177 Uiso 1 1 calc R U . . .
H49B H 0.626076 0.779795 0.437278 0.177 Uiso 1 1 calc R U . . .
H49C H 0.691733 0.753234 0.496915 0.177 Uiso 1 1 calc R U . . .
C50 C 0.4683(3) 0.7037(4) 0.45510(16) 0.1210(19) Uani 1 1 d . . . . .
H50A H 0.452706 0.779561 0.444448 0.182 Uiso 1 1 calc R U . . .
H50B H 0.425976 0.675441 0.476866 0.182 Uiso 1 1 calc R U . . .
H50C H 0.463910 0.659541 0.421154 0.182 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni O1 2.0754(13) . ?
Ni O3 2.0808(13) . ?
Ni N1 2.0956(16) . ?
Ni N3 2.1042(16) . ?
Ni N2 2.1252(16) . ?
Ni N4 2.1353(16) . ?
O1 C1 1.341(2) . ?
O2 C20 1.362(2) . ?
O3 C23 1.336(2) . ?
O4 C42 1.363(2) . ?
N1 C8 1.450(2) . ?
N1 C7 1.504(2) . ?
N2 C13 1.455(2) . ?
N2 C14 1.496(2) . ?
N3 C30 1.445(2) . ?
N3 C29 1.502(2) . ?
N4 C35 1.453(2) . ?
N4 C36 1.498(2) . ?
C1 C6 1.409(3) . ?
C1 C2 1.413(3) . ?
C2 C3 1.389(3) . ?
C2 C21 1.507(3) . ?
C3 C4 1.382(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.390(3) . ?
C6 C7 1.493(3) . ?
C8 C9 1.386(3) . ?
C8 C13 1.392(3) . ?
C9 C10 1.386(3) . ?
C10 C11 1.384(3) . ?
C11 C12 1.385(3) . ?
C12 C13 1.389(3) . ?
C14 C15 1.513(3) . ?
C15 C16 1.394(3) . ?
C15 C20 1.397(3) . ?
C16 C17 1.378(3) . ?
C17 C18 1.379(3) . ?
C18 C19 1.391(3) . ?
C19 C20 1.403(3) . ?
C19 C22 1.502(3) . ?
C23 C28 1.407(3) . ?
C23 C24 1.416(3) . ?
C24 C25 1.384(3) . ?
C24 C43 1.505(3) . ?
C25 C26 1.383(3) . ?
C26 C27 1.381(3) . ?
C27 C28 1.386(3) . ?
C28 C29 1.491(3) . ?
C30 C35 1.388(3) . ?
C30 C31 1.389(3) . ?
C31 C32 1.383(3) . ?
C32 C33 1.385(3) . ?
C33 C34 1.384(3) . ?
C34 C35 1.391(3) . ?
C36 C37 1.505(3) . ?
C37 C38 1.389(3) . ?
C37 C42 1.400(3) . ?
C38 C39 1.379(3) . ?
C39 C40 1.379(3) . ?
C40 C41 1.390(3) . ?
C41 C42 1.401(3) . ?
C41 C44 1.504(3) . ?
O5 C45 1.199(3) . ?
C45 C46 1.476(4) . ?
C45 C47 1.501(4) . ?
O6 C48 1.187(3) . ?
C48 C49 1.470(5) . ?
C48 C50 1.492(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni O3 178.98(5) . . ?
O1 Ni N1 89.00(6) . . ?
O3 Ni N1 90.04(6) . . ?
O1 Ni N3 91.93(6) . . ?
O3 Ni N3 89.03(6) . . ?
N1 Ni N3 179.06(7) . . ?
O1 Ni N2 92.42(6) . . ?
O3 Ni N2 87.10(6) . . ?
N1 Ni N2 81.95(6) . . ?
N3 Ni N2 98.05(6) . . ?
O1 Ni N4 87.37(6) . . ?
O3 Ni N4 93.11(6) . . ?
N1 Ni N4 98.64(6) . . ?
N3 Ni N4 81.36(6) . . ?
N2 Ni N4 179.36(6) . . ?
C1 O1 Ni 115.91(11) . . ?
C23 O3 Ni 115.41(11) . . ?
C8 N1 C7 108.63(14) . . ?
C8 N1 Ni 107.21(11) . . ?
C7 N1 Ni 114.60(12) . . ?
C13 N2 C14 113.95(14) . . ?
C13 N2 Ni 106.74(11) . . ?
C14 N2 Ni 118.57(12) . . ?
C30 N3 C29 109.43(14) . . ?
C30 N3 Ni 107.09(11) . . ?
C29 N3 Ni 113.36(12) . . ?
C35 N4 C36 113.28(14) . . ?
C35 N4 Ni 106.37(11) . . ?
C36 N4 Ni 118.56(12) . . ?
O1 C1 C6 118.84(17) . . ?
O1 C1 C2 121.81(18) . . ?
C6 C1 C2 119.35(18) . . ?
C3 C2 C1 118.3(2) . . ?
C3 C2 C21 121.01(19) . . ?
C1 C2 C21 120.70(18) . . ?
C4 C3 C2 122.4(2) . . ?
C3 C4 C5 119.2(2) . . ?
C4 C5 C6 120.5(2) . . ?
C5 C6 C1 120.21(19) . . ?
C5 C6 C7 120.99(18) . . ?
C1 C6 C7 118.58(17) . . ?
C6 C7 N1 114.28(15) . . ?
C9 C8 C13 120.18(18) . . ?
C9 C8 N1 121.95(17) . . ?
C13 C8 N1 117.82(17) . . ?
C10 C9 C8 120.21(19) . . ?
C11 C10 C9 119.55(19) . . ?
C10 C11 C12 120.62(19) . . ?
C11 C12 C13 119.92(19) . . ?
C12 C13 C8 119.52(18) . . ?
C12 C13 N2 121.81(17) . . ?
C8 C13 N2 118.56(17) . . ?
N2 C14 C15 109.55(14) . . ?
C16 C15 C20 118.93(18) . . ?
C16 C15 C14 117.91(18) . . ?
C20 C15 C14 123.13(17) . . ?
C17 C16 C15 121.1(2) . . ?
C16 C17 C18 119.49(19) . . ?
C17 C18 C19 121.35(19) . . ?
C18 C19 C20 118.70(19) . . ?
C18 C19 C22 121.04(18) . . ?
C20 C19 C22 120.23(18) . . ?
O2 C20 C15 121.96(17) . . ?
O2 C20 C19 117.65(18) . . ?
C15 C20 C19 120.38(17) . . ?
O3 C23 C28 118.78(17) . . ?
O3 C23 C24 121.96(18) . . ?
C28 C23 C24 119.25(18) . . ?
C25 C24 C23 118.04(19) . . ?
C25 C24 C43 121.7(2) . . ?
C23 C24 C43 120.29(19) . . ?
C26 C25 C24 122.6(2) . . ?
C27 C26 C25 119.3(2) . . ?
C26 C27 C28 120.2(2) . . ?
C27 C28 C23 120.52(19) . . ?
C27 C28 C29 121.57(18) . . ?
C23 C28 C29 117.75(17) . . ?
C28 C29 N3 113.67(15) . . ?
C35 C30 C31 120.00(18) . . ?
C35 C30 N3 118.00(17) . . ?
C31 C30 N3 121.93(17) . . ?
C32 C31 C30 120.08(19) . . ?
C31 C32 C33 120.0(2) . . ?
C34 C33 C32 120.2(2) . . ?
C33 C34 C35 120.0(2) . . ?
C30 C35 C34 119.74(18) . . ?
C30 C35 N4 118.58(17) . . ?
C34 C35 N4 121.62(17) . . ?
N4 C36 C37 110.04(14) . . ?
C38 C37 C42 119.00(19) . . ?
C38 C37 C36 118.24(19) . . ?
C42 C37 C36 122.75(18) . . ?
C39 C38 C37 120.9(2) . . ?
C40 C39 C38 119.6(2) . . ?
C39 C40 C41 121.5(2) . . ?
C40 C41 C42 118.4(2) . . ?
C40 C41 C44 121.2(2) . . ?
C42 C41 C44 120.4(2) . . ?
O4 C42 C37 122.44(18) . . ?
O4 C42 C41 116.97(19) . . ?
C37 C42 C41 120.55(19) . . ?
O5 C45 C46 124.5(3) . . ?
O5 C45 C47 120.2(3) . . ?
C46 C45 C47 115.3(3) . . ?
O6 C48 C49 121.1(3) . . ?
O6 C48 C50 120.5(3) . . ?
C49 C48 C50 118.3(4) . . ?

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
Ni O1 C1 C6 52.94(19) . . . . ?
Ni O1 C1 C2 -126.19(16) . . . . ?
O1 C1 C2 C3 176.81(18) . . . . ?
C6 C1 C2 C3 -2.3(3) . . . . ?
O1 C1 C2 C21 -4.5(3) . . . . ?
C6 C1 C2 C21 176.41(18) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C21 C2 C3 C4 -178.4(2) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
C4 C5 C6 C1 -1.0(3) . . . . ?
C4 C5 C6 C7 173.49(18) . . . . ?
O1 C1 C6 C5 -176.44(17) . . . . ?
C2 C1 C6 C5 2.7(3) . . . . ?
O1 C1 C6 C7 8.9(3) . . . . ?
C2 C1 C6 C7 -171.94(17) . . . . ?
C5 C6 C7 N1 120.97(19) . . . . ?
C1 C6 C7 N1 -64.4(2) . . . . ?
C8 N1 C7 C6 165.47(16) . . . . ?
Ni N1 C7 C6 45.62(19) . . . . ?
C7 N1 C8 C9 77.0(2) . . . . ?
Ni N1 C8 C9 -158.65(15) . . . . ?
C7 N1 C8 C13 -100.39(19) . . . . ?
Ni N1 C8 C13 23.96(19) . . . . ?
C13 C8 C9 C10 -0.4(3) . . . . ?
N1 C8 C9 C10 -177.68(17) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C13 -0.2(3) . . . . ?
C11 C12 C13 C8 0.3(3) . . . . ?
C11 C12 C13 N2 -175.96(17) . . . . ?
C9 C8 C13 C12 0.0(3) . . . . ?
N1 C8 C13 C12 177.42(16) . . . . ?
C9 C8 C13 N2 176.36(16) . . . . ?
N1 C8 C13 N2 -6.2(2) . . . . ?
C14 N2 C13 C12 -65.6(2) . . . . ?
Ni N2 C13 C12 161.54(15) . . . . ?
C14 N2 C13 C8 118.10(18) . . . . ?
Ni N2 C13 C8 -14.75(19) . . . . ?
C13 N2 C14 C15 163.52(16) . . . . ?
Ni N2 C14 C15 -69.57(17) . . . . ?
N2 C14 C15 C16 -68.0(2) . . . . ?
N2 C14 C15 C20 109.77(19) . . . . ?
C20 C15 C16 C17 -0.2(3) . . . . ?
C14 C15 C16 C17 177.64(17) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
C17 C18 C19 C22 -178.9(2) . . . . ?
C16 C15 C20 O2 -179.75(17) . . . . ?
C14 C15 C20 O2 2.5(3) . . . . ?
C16 C15 C20 C19 -0.6(3) . . . . ?
C14 C15 C20 C19 -178.39(17) . . . . ?
C18 C19 C20 O2 -179.66(17) . . . . ?
C22 C19 C20 O2 -1.6(3) . . . . ?
C18 C19 C20 C15 1.2(3) . . . . ?
C22 C19 C20 C15 179.26(18) . . . . ?
Ni O3 C23 C28 -53.36(19) . . . . ?
Ni O3 C23 C24 126.08(16) . . . . ?
O3 C23 C24 C25 -175.51(18) . . . . ?
C28 C23 C24 C25 3.9(3) . . . . ?
O3 C23 C24 C43 6.3(3) . . . . ?
C28 C23 C24 C43 -174.22(18) . . . . ?
C23 C24 C25 C26 -0.8(3) . . . . ?
C43 C24 C25 C26 177.3(2) . . . . ?
C24 C25 C26 C27 -2.1(3) . . . . ?
C25 C26 C27 C28 1.7(3) . . . . ?
C26 C27 C28 C23 1.4(3) . . . . ?
C26 C27 C28 C29 -173.87(19) . . . . ?
O3 C23 C28 C27 175.18(17) . . . . ?
C24 C23 C28 C27 -4.3(3) . . . . ?
O3 C23 C28 C29 -9.4(2) . . . . ?
C24 C23 C28 C29 171.18(17) . . . . ?
C27 C28 C29 N3 -117.1(2) . . . . ?
C23 C28 C29 N3 67.5(2) . . . . ?
C30 N3 C29 C28 -168.23(16) . . . . ?
Ni N3 C29 C28 -48.77(19) . . . . ?
C29 N3 C30 C35 99.10(19) . . . . ?
Ni N3 C30 C35 -24.2(2) . . . . ?
C29 N3 C30 C31 -77.9(2) . . . . ?
Ni N3 C30 C31 158.87(15) . . . . ?
C35 C30 C31 C32 1.2(3) . . . . ?
N3 C30 C31 C32 178.08(19) . . . . ?
C30 C31 C32 C33 -0.4(3) . . . . ?
C31 C32 C33 C34 -0.5(4) . . . . ?
C32 C33 C34 C35 0.6(3) . . . . ?
C31 C30 C35 C34 -1.0(3) . . . . ?
N3 C30 C35 C34 -178.07(17) . . . . ?
C31 C30 C35 N4 -178.29(17) . . . . ?
N3 C30 C35 N4 4.7(3) . . . . ?
C33 C34 C35 C30 0.2(3) . . . . ?
C33 C34 C35 N4 177.33(19) . . . . ?
C36 N4 C35 C30 -114.90(19) . . . . ?
Ni N4 C35 C30 17.1(2) . . . . ?
C36 N4 C35 C34 67.9(2) . . . . ?
Ni N4 C35 C34 -160.12(16) . . . . ?
C35 N4 C36 C37 -159.84(16) . . . . ?
Ni N4 C36 C37 74.45(18) . . . . ?
N4 C36 C37 C38 71.2(2) . . . . ?
N4 C36 C37 C42 -107.8(2) . . . . ?
C42 C37 C38 C39 0.0(3) . . . . ?
C36 C37 C38 C39 -179.04(19) . . . . ?
C37 C38 C39 C40 -0.3(3) . . . . ?
C38 C39 C40 C41 0.3(4) . . . . ?
C39 C40 C41 C42 0.1(3) . . . . ?
C39 C40 C41 C44 178.5(2) . . . . ?
C38 C37 C42 O4 177.99(17) . . . . ?
C36 C37 C42 O4 -3.0(3) . . . . ?
C38 C37 C42 C41 0.4(3) . . . . ?
C36 C37 C42 C41 179.36(17) . . . . ?
C40 C41 C42 O4 -178.15(18) . . . . ?
C44 C41 C42 O4 3.4(3) . . . . ?
C40 C41 C42 C37 -0.4(3) . . . . ?
C44 C41 C42 C37 -178.87(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H5 O1 0.89(2) 1.65(3) 2.5369(19) 175(2) . yes
O4 H6 O3 0.89(3) 1.65(3) 2.5374(19) 175(2) . yes

_refine_diff_density_max         0.353
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_NiHsalophan-Me2_chloroform
_database_code_depnum_ccdc_archive 'CCDC 2276996'
loop_
_audit_author_name
_audit_author_address
'Jeanette Krause'
;University of Cincinnati, Chemistry Department
United States of America
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H46 N4 O4 Ni,C H Cl3'
_chemical_formula_sum            'C45 H47 Cl3 N4 Ni O4'
_chemical_formula_weight         872.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7410(4)
_cell_length_b                   20.9370(13)
_cell_length_c                   23.4276(14)
_cell_angle_alpha                104.362(2)
_cell_angle_beta                 92.6794(18)
_cell_angle_gamma                96.6847(18)
_cell_volume                     4112.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9806
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.16

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.018
_exptl_absorpt_coefficient_mu    0.716
_shelx_estimated_absorpt_T_min   0.872
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.817
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
; 
 loop, paratone 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec Mo-microfocus 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon-II'
_diffrn_measurement_method       'ω-φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            221560
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.996
_diffrn_reflns_theta_max         28.335
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             20498
_reflns_number_gt                15926
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3 v2018.7.2 (Bruker, 2018)'
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_computing_structure_refinement  
'SHELXL-2017/1 (Sheldrick, 2017, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'

_refine_special_details          
;
Data out to 0.75A resolution used in the refinement.

Chloroform crystallizes in the lattice. One chloroform is disordered.
Distance similarity and anisotropic displacment parameter restraints
were applied (refined major occupancy is 86%).

The N-bound and O-bound H-atoms were located directly from the
difference map and the coordinates refined. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+3.9910P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         20498
_refine_ls_number_parameters     1108
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.38390(3) 0.69004(2) 0.21598(2) 0.01631(6) Uani 1 1 d . . . . .
O1A O 0.56556(15) 0.63687(7) 0.22527(6) 0.0202(3) Uani 1 1 d . . . . .
O2A O 0.20002(15) 0.74284(7) 0.20762(6) 0.0206(3) Uani 1 1 d . . . . .
H5 H 0.576(3) 0.6004(12) 0.2806(11) 0.025 Uiso 1 1 d . U . . .
O3A O 0.5744(2) 0.58230(9) 0.31003(8) 0.0388(4) Uani 1 1 d . . . . .
O4A O 0.17928(19) 0.79695(8) 0.12281(7) 0.0331(4) Uani 1 1 d . . . . .
H6 H 0.179(3) 0.7784(14) 0.1507(12) 0.040 Uiso 1 1 d . U . . .
N1A N 0.54645(18) 0.76812(8) 0.20484(8) 0.0197(3) Uani 1 1 d . . . . .
H1 H 0.527(3) 0.7778(12) 0.1709(11) 0.024 Uiso 1 1 d . U . . .
N2A N 0.42008(19) 0.74660(8) 0.30579(7) 0.0196(3) Uani 1 1 d . . . . .
H2 H 0.328(3) 0.7485(11) 0.3195(10) 0.023 Uiso 1 1 d . U . . .
N3A N 0.22394(18) 0.61130(8) 0.22683(7) 0.0181(3) Uani 1 1 d . . . . .
H3 H 0.243(3) 0.6007(11) 0.2591(11) 0.022 Uiso 1 1 d . U . . .
N4A N 0.34899(19) 0.63429(8) 0.12605(7) 0.0202(3) Uani 1 1 d . . . . .
H4 H 0.441(3) 0.6345(12) 0.1141(10) 0.024 Uiso 1 1 d . U . . .
C1A C 0.6588(2) 0.62908(10) 0.18072(8) 0.0207(4) Uani 1 1 d . . . . .
C2A C 0.6863(2) 0.56536(11) 0.14878(9) 0.0262(4) Uani 1 1 d . . . . .
C3A C 0.7738(2) 0.56088(13) 0.09980(10) 0.0333(5) Uani 1 1 d . . . . .
H3A H 0.791252 0.518244 0.077369 0.040 Uiso 1 1 calc R U . . .
C4A C 0.8358(2) 0.61673(14) 0.08308(10) 0.0352(5) Uani 1 1 d . . . . .
H4A H 0.892526 0.612160 0.049013 0.042 Uiso 1 1 calc R U . . .
C5A C 0.8146(2) 0.67953(13) 0.11626(10) 0.0301(5) Uani 1 1 d . . . . .
H5A H 0.859651 0.718050 0.105613 0.036 Uiso 1 1 calc R U . . .
C6A C 0.7273(2) 0.68599(11) 0.16523(9) 0.0222(4) Uani 1 1 d . . . . .
C7A C 0.7107(2) 0.75260(10) 0.20504(10) 0.0235(4) Uani 1 1 d . . . . .
H7A H 0.776793 0.787477 0.192379 0.028 Uiso 1 1 calc R U . . .
H7B H 0.748027 0.753803 0.245891 0.028 Uiso 1 1 calc R U . . .
C8A C 0.5326(2) 0.82541(10) 0.25275(9) 0.0225(4) Uani 1 1 d . . . . .
C9A C 0.5761(2) 0.89016(11) 0.24859(11) 0.0289(5) Uani 1 1 d . . . . .
H9A H 0.616068 0.897909 0.213536 0.035 Uiso 1 1 calc R U . . .
C10A C 0.5606(3) 0.94332(11) 0.29611(11) 0.0333(5) Uani 1 1 d . . . . .
H10A H 0.589952 0.987511 0.293320 0.040 Uiso 1 1 calc R U . . .
C11A C 0.5031(3) 0.93272(11) 0.34715(11) 0.0348(5) Uani 1 1 d . . . . .
H11A H 0.493200 0.969406 0.379411 0.042 Uiso 1 1 calc R U . . .
C12A C 0.4596(3) 0.86796(11) 0.35135(10) 0.0293(5) Uani 1 1 d . . . . .
H12A H 0.420060 0.860481 0.386561 0.035 Uiso 1 1 calc R U . . .
C13A C 0.4738(2) 0.81446(10) 0.30422(9) 0.0224(4) Uani 1 1 d . . . . .
C14A C 0.5165(2) 0.72183(10) 0.34801(9) 0.0235(4) Uani 1 1 d . . . . .
H14A H 0.548395 0.758028 0.384163 0.028 Uiso 1 1 calc R U . . .
H14B H 0.610798 0.707623 0.329659 0.028 Uiso 1 1 calc R U . . .
C15A C 0.4251(2) 0.66405(11) 0.36395(9) 0.0235(4) Uani 1 1 d . . . . .
C16A C 0.3022(3) 0.67589(13) 0.39960(10) 0.0334(5) Uani 1 1 d . . . . .
H16A H 0.277254 0.719902 0.412458 0.040 Uiso 1 1 calc R U . . .
C17A C 0.2164(3) 0.62501(16) 0.41651(12) 0.0453(7) Uani 1 1 d . . . . .
H17A H 0.132370 0.633814 0.440267 0.054 Uiso 1 1 calc R U . . .
C18A C 0.2541(3) 0.56106(15) 0.39852(12) 0.0453(7) Uani 1 1 d . . . . .
H18A H 0.196618 0.526329 0.411084 0.054 Uiso 1 1 calc R U . . .
C19A C 0.3732(3) 0.54648(12) 0.36270(10) 0.0341(5) Uani 1 1 d . . . . .
C20A C 0.4588(2) 0.59857(11) 0.34450(9) 0.0256(4) Uani 1 1 d . . . . .
C21A C 0.6265(3) 0.50457(11) 0.16836(11) 0.0324(5) Uani 1 1 d . . . . .
H21A H 0.520825 0.507890 0.179954 0.049 Uiso 1 1 calc R U . . .
H21B H 0.692893 0.501361 0.202143 0.049 Uiso 1 1 calc R U . . .
H21C H 0.626691 0.464857 0.135756 0.049 Uiso 1 1 calc R U . . .
C22A C 0.4146(4) 0.47718(13) 0.34277(13) 0.0509(7) Uani 1 1 d . . . . .
H22A H 0.516193 0.475302 0.361338 0.076 Uiso 1 1 calc R U . . .
H22B H 0.417574 0.465003 0.299693 0.076 Uiso 1 1 calc R U . . .
H22C H 0.336906 0.446012 0.354266 0.076 Uiso 1 1 calc R U . . .
C23A C 0.1092(2) 0.74994(10) 0.25271(9) 0.0199(4) Uani 1 1 d . . . . .
C24A C 0.0792(2) 0.81320(10) 0.28517(9) 0.0238(4) Uani 1 1 d . . . . .
C25A C -0.0032(2) 0.81682(11) 0.33503(10) 0.0304(5) Uani 1 1 d . . . . .
H25A H -0.021443 0.859225 0.357707 0.036 Uiso 1 1 calc R U . . .
C26A C -0.0598(2) 0.76071(12) 0.35279(10) 0.0308(5) Uani 1 1 d . . . . .
H26A H -0.112001 0.764911 0.387927 0.037 Uiso 1 1 calc R U . . .
C27A C -0.0392(2) 0.69836(11) 0.31868(9) 0.0260(4) Uani 1 1 d . . . . .
H27A H -0.081879 0.659530 0.329382 0.031 Uiso 1 1 calc R U . . .
C28A C 0.0439(2) 0.69260(10) 0.26884(9) 0.0204(4) Uani 1 1 d . . . . .
C29A C 0.0595(2) 0.62651(10) 0.22817(9) 0.0202(4) Uani 1 1 d . . . . .
H29A H 0.019887 0.625802 0.187708 0.024 Uiso 1 1 calc R U . . .
H29B H -0.005020 0.591236 0.240879 0.024 Uiso 1 1 calc R U . . .
C30A C 0.2356(2) 0.55439(10) 0.17792(9) 0.0200(4) Uani 1 1 d . . . . .
C31A C 0.1911(2) 0.48983(10) 0.18137(10) 0.0252(4) Uani 1 1 d . . . . .
H31A H 0.153019 0.481751 0.216602 0.030 Uiso 1 1 calc R U . . .
C32A C 0.2023(2) 0.43690(11) 0.13297(11) 0.0310(5) Uani 1 1 d . . . . .
H32A H 0.172197 0.392601 0.135333 0.037 Uiso 1 1 calc R U . . .
C33A C 0.2570(3) 0.44835(11) 0.08136(11) 0.0334(5) Uani 1 1 d . . . . .
H33A H 0.263550 0.412044 0.048328 0.040 Uiso 1 1 calc R U . . .
C34A C 0.3021(3) 0.51313(11) 0.07808(10) 0.0291(5) Uani 1 1 d . . . . .
H34A H 0.339759 0.521077 0.042743 0.035 Uiso 1 1 calc R U . . .
C35A C 0.2924(2) 0.56639(10) 0.12640(9) 0.0219(4) Uani 1 1 d . . . . .
C36A C 0.2562(2) 0.66104(11) 0.08396(9) 0.0241(4) Uani 1 1 d . . . . .
H36A H 0.158996 0.673207 0.101104 0.029 Uiso 1 1 calc R U . . .
H36B H 0.229201 0.626316 0.046449 0.029 Uiso 1 1 calc R U . . .
C37A C 0.3471(2) 0.72134(11) 0.07183(9) 0.0249(4) Uani 1 1 d . . . . .
C38A C 0.4766(3) 0.71317(13) 0.03958(10) 0.0334(5) Uani 1 1 d . . . . .
H38A H 0.506005 0.670020 0.025987 0.040 Uiso 1 1 calc R U . . .
C39A C 0.5633(3) 0.76728(15) 0.02705(12) 0.0429(6) Uani 1 1 d . . . . .
H39A H 0.651848 0.761241 0.005323 0.051 Uiso 1 1 calc R U . . .
C40A C 0.5197(3) 0.82999(15) 0.04641(12) 0.0436(7) Uani 1 1 d . . . . .
H40A H 0.578514 0.866810 0.037358 0.052 Uiso 1 1 calc R U . . .
C41A C 0.3915(3) 0.84024(12) 0.07888(10) 0.0348(5) Uani 1 1 d . . . . .
C42A C 0.3051(2) 0.78520(11) 0.09189(9) 0.0270(4) Uani 1 1 d . . . . .
C43A C 0.1320(3) 0.87446(11) 0.26499(11) 0.0317(5) Uani 1 1 d . . . . .
H43A H 0.240366 0.874607 0.255999 0.048 Uiso 1 1 calc R U . . .
H43B H 0.121634 0.914167 0.296374 0.048 Uiso 1 1 calc R U . . .
H43C H 0.068254 0.874495 0.229452 0.048 Uiso 1 1 calc R U . . .
C44A C 0.3443(4) 0.90838(13) 0.10076(13) 0.0501(7) Uani 1 1 d . . . . .
H44A H 0.419932 0.941412 0.090694 0.075 Uiso 1 1 calc R U . . .
H44B H 0.339844 0.918612 0.143753 0.075 Uiso 1 1 calc R U . . .
H44C H 0.242264 0.909508 0.082090 0.075 Uiso 1 1 calc R U . . .
Ni2 Ni 0.87330(3) 0.19659(2) 0.23181(2) 0.01759(6) Uani 1 1 d . . . . .
O1B O 0.78390(16) 0.11824(7) 0.26483(6) 0.0233(3) Uani 1 1 d . . . . .
O2B O 0.95853(15) 0.27459(7) 0.19831(6) 0.0199(3) Uani 1 1 d . . . . .
H11 H 0.731(3) 0.0423(13) 0.2183(11) 0.024 Uiso 1 1 d . U . . .
O3B O 0.7138(2) 0.00641(9) 0.19349(8) 0.0425(4) Uani 1 1 d . . . . .
H12 H 1.042(3) 0.3497(15) 0.2373(13) 0.051 Uiso 1 1 d . U . . .
O4B O 1.06932(18) 0.38726(8) 0.26334(7) 0.0280(3) Uani 1 1 d . . . . .
N1B N 0.71358(19) 0.25398(9) 0.27783(8) 0.0211(3) Uani 1 1 d . . . . .
H7 H 0.760(3) 0.2919(12) 0.3016(11) 0.025 Uiso 1 1 d . U . . .
N2B N 0.69184(18) 0.17573(8) 0.16255(8) 0.0195(3) Uani 1 1 d . . . . .
H8 H 0.738(3) 0.1781(11) 0.1300(11) 0.023 Uiso 1 1 d . U . . .
N3B N 1.03477(18) 0.13939(8) 0.18628(8) 0.0202(3) Uani 1 1 d . . . . .
H9 H 0.991(3) 0.1020(12) 0.1598(10) 0.024 Uiso 1 1 d . U . . .
N4B N 1.05464(19) 0.21672(8) 0.30126(8) 0.0214(3) Uani 1 1 d . . . . .
H10 H 1.006(3) 0.2133(12) 0.3313(11) 0.026 Uiso 1 1 d . U . . .
C1B C 0.7772(2) 0.13081(11) 0.32348(9) 0.0248(4) Uani 1 1 d . . . . .
C2B C 0.8457(3) 0.09287(12) 0.35753(10) 0.0305(5) Uani 1 1 d . . . . .
C3B C 0.8429(3) 0.11277(14) 0.41880(11) 0.0415(6) Uani 1 1 d . . . . .
H3B H 0.888634 0.087690 0.442033 0.050 Uiso 1 1 calc R U . . .
C4B C 0.7765(3) 0.16727(15) 0.44689(12) 0.0467(7) Uani 1 1 d . . . . .
H4B H 0.780173 0.180294 0.488823 0.056 Uiso 1 1 calc R U . . .
C5B C 0.7038(3) 0.20327(14) 0.41361(11) 0.0390(6) Uani 1 1 d . . . . .
H5B H 0.655158 0.240206 0.432771 0.047 Uiso 1 1 calc R U . . .
C6B C 0.7024(2) 0.18510(11) 0.35202(10) 0.0281(4) Uani 1 1 d . . . . .
C7B C 0.6143(2) 0.21862(11) 0.31425(10) 0.0280(4) Uani 1 1 d . . . . .
H7C H 0.557370 0.251218 0.340015 0.034 Uiso 1 1 calc R U . . .
H7D H 0.537045 0.184850 0.287396 0.034 Uiso 1 1 calc R U . . .
C8B C 0.6164(2) 0.27155(10) 0.23382(9) 0.0226(4) Uani 1 1 d . . . . .
C9B C 0.5376(2) 0.32684(11) 0.24757(10) 0.0292(5) Uani 1 1 d . . . . .
H9B H 0.547480 0.354545 0.286731 0.035 Uiso 1 1 calc R U . . .
C10B C 0.4446(3) 0.34150(11) 0.20404(11) 0.0314(5) Uani 1 1 d . . . . .
H10B H 0.390336 0.379065 0.213514 0.038 Uiso 1 1 calc R U . . .
C11B C 0.4308(2) 0.30132(11) 0.14680(11) 0.0295(5) Uani 1 1 d . . . . .
H11B H 0.367343 0.311400 0.117043 0.035 Uiso 1 1 calc R U . . .
C12B C 0.5098(2) 0.24635(10) 0.13299(10) 0.0250(4) Uani 1 1 d . . . . .
H12B H 0.500816 0.218987 0.093702 0.030 Uiso 1 1 calc R U . . .
C13B C 0.6020(2) 0.23128(10) 0.17649(9) 0.0213(4) Uani 1 1 d . . . . .
C14B C 0.5930(2) 0.10935(10) 0.14672(10) 0.0252(4) Uani 1 1 d . . . . .
H14C H 0.499091 0.111424 0.122258 0.030 Uiso 1 1 calc R U . . .
H14D H 0.560309 0.097610 0.183131 0.030 Uiso 1 1 calc R U . . .
C15B C 0.6829(2) 0.05721(10) 0.11297(9) 0.0246(4) Uani 1 1 d . . . . .
C16B C 0.7109(3) 0.05626(12) 0.05474(11) 0.0416(6) Uani 1 1 d . . . . .
H16B H 0.669031 0.086910 0.036566 0.050 Uiso 1 1 calc R U . . .
C17B C 0.7992(4) 0.01105(14) 0.02313(13) 0.0589(9) Uani 1 1 d . . . . .
H17B H 0.818400 0.010791 -0.016501 0.071 Uiso 1 1 calc R U . . .
C18B C 0.8588(4) -0.03343(13) 0.04941(14) 0.0537(8) Uani 1 1 d . . . . .
H18B H 0.920875 -0.063734 0.027645 0.064 Uiso 1 1 calc R U . . .
C19B C 0.8314(3) -0.03540(11) 0.10611(12) 0.0377(6) Uani 1 1 d . . . . .
C20B C 0.7424(2) 0.01069(10) 0.13829(10) 0.0258(4) Uani 1 1 d . . . . .
C21B C 0.9209(3) 0.03322(12) 0.32903(11) 0.0350(5) Uani 1 1 d . . . . .
H21D H 0.929225 0.031240 0.287068 0.052 Uiso 1 1 calc R U . . .
H21E H 0.858327 -0.007247 0.332894 0.052 Uiso 1 1 calc R U . . .
H21F H 1.024358 0.036768 0.348529 0.052 Uiso 1 1 calc R U . . .
C22B C 0.8923(3) -0.08586(13) 0.13375(16) 0.0574(9) Uani 1 1 d . . . . .
H22D H 0.806668 -0.119070 0.137068 0.086 Uiso 1 1 calc R U . . .
H22E H 0.941826 -0.063568 0.173181 0.086 Uiso 1 1 calc R U . . .
H22F H 0.968015 -0.107879 0.109041 0.086 Uiso 1 1 calc R U . . .
C23B C 0.9741(2) 0.26155(9) 0.13999(8) 0.0193(4) Uani 1 1 d . . . . .
C24B C 0.9099(2) 0.29869(10) 0.10457(10) 0.0249(4) Uani 1 1 d . . . . .
C25B C 0.9287(3) 0.28148(12) 0.04412(10) 0.0322(5) Uani 1 1 d . . . . .
H25B H 0.884985 0.306059 0.019932 0.039 Uiso 1 1 calc R U . . .
C26B C 1.0086(3) 0.23000(13) 0.01808(10) 0.0364(5) Uani 1 1 d . . . . .
H26B H 1.017921 0.218922 -0.023352 0.044 Uiso 1 1 calc R U . . .
C27B C 1.0749(3) 0.19484(12) 0.05339(10) 0.0311(5) Uani 1 1 d . . . . .
H27B H 1.132545 0.160158 0.036150 0.037 Uiso 1 1 calc R U . . .
C28B C 1.0581(2) 0.20974(10) 0.11371(9) 0.0222(4) Uani 1 1 d . . . . .
C29B C 1.1406(2) 0.17674(10) 0.15328(9) 0.0235(4) Uani 1 1 d . . . . .
H29C H 1.212141 0.210988 0.182235 0.028 Uiso 1 1 calc R U . . .
H29D H 1.203493 0.145402 0.129212 0.028 Uiso 1 1 calc R U . . .
C30B C 1.1282(2) 0.12053(10) 0.23050(9) 0.0225(4) Uani 1 1 d . . . . .
C31B C 1.2054(2) 0.06469(11) 0.21620(11) 0.0294(5) Uani 1 1 d . . . . .
H31B H 1.193354 0.036809 0.177096 0.035 Uiso 1 1 calc R U . . .
C32B C 1.2997(3) 0.04992(12) 0.25908(12) 0.0351(5) Uani 1 1 d . . . . .
H32B H 1.351601 0.011676 0.249509 0.042 Uiso 1 1 calc R U . . .
C33B C 1.3181(3) 0.09097(12) 0.31584(12) 0.0341(5) Uani 1 1 d . . . . .
H33B H 1.384003 0.081102 0.345009 0.041 Uiso 1 1 calc R U . . .
C34B C 1.2410(2) 0.14646(11) 0.33055(10) 0.0285(5) Uani 1 1 d . . . . .
H34B H 1.253461 0.174213 0.369709 0.034 Uiso 1 1 calc R U . . .
C35B C 1.1452(2) 0.16133(10) 0.28768(9) 0.0227(4) Uani 1 1 d . . . . .
C36B C 1.1495(2) 0.28367(10) 0.31791(10) 0.0250(4) Uani 1 1 d . . . . .
H36C H 1.193276 0.293643 0.282390 0.030 Uiso 1 1 calc R U . . .
H36D H 1.236228 0.283822 0.346689 0.030 Uiso 1 1 calc R U . . .
C37B C 1.0507(2) 0.33626(10) 0.34480(9) 0.0239(4) Uani 1 1 d . . . . .
C38B C 0.9918(3) 0.33639(12) 0.39898(10) 0.0327(5) Uani 1 1 d . . . . .
H38B H 1.017099 0.304297 0.419025 0.039 Uiso 1 1 calc R U . . .
C39B C 0.8968(3) 0.38248(13) 0.42420(11) 0.0410(6) Uani 1 1 d . . . . .
H39B H 0.855685 0.381499 0.460853 0.049 Uiso 1 1 calc R U . . .
C40B C 0.8624(3) 0.42992(13) 0.39547(11) 0.0380(5) Uani 1 1 d . . . . .
H40B H 0.797529 0.461599 0.412873 0.046 Uiso 1 1 calc R U . . .
C41B C 0.9205(3) 0.43231(11) 0.34177(10) 0.0286(5) Uani 1 1 d . . . . .
C42B C 1.0143(2) 0.38463(10) 0.31625(9) 0.0232(4) Uani 1 1 d . . . . .
C43B C 0.8274(3) 0.35687(11) 0.13094(11) 0.0317(5) Uani 1 1 d . . . . .
H43D H 0.784728 0.351012 0.167541 0.048 Uiso 1 1 calc R U . . .
H43E H 0.743274 0.359598 0.102828 0.048 Uiso 1 1 calc R U . . .
H43F H 0.900256 0.397944 0.139658 0.048 Uiso 1 1 calc R U . . .
C44B C 0.8840(3) 0.48404(12) 0.31041(12) 0.0388(6) Uani 1 1 d . . . . .
H44D H 0.843882 0.462151 0.269617 0.058 Uiso 1 1 calc R U . . .
H44E H 0.978230 0.514353 0.310276 0.058 Uiso 1 1 calc R U . . .
H44F H 0.806267 0.509271 0.330926 0.058 Uiso 1 1 calc R U . . .
C45 C 0.7042(3) 0.95005(16) 0.49445(13) 0.0517(7) Uani 1 1 d D . . . .
H45A H 0.672829 0.968468 0.460817 0.062 Uiso 1 1 calc R U . . .
Cl1 Cl 0.53546(8) 0.91455(4) 0.51952(3) 0.05241(18) Uani 1 1 d D . . . .
Cl2 Cl 0.80375(9) 1.01529(4) 0.55021(4) 0.0596(2) Uani 1 1 d D . . . .
Cl3 Cl 0.82021(11) 0.88883(6) 0.46846(5) 0.0941(4) Uani 1 1 d D . . . .
C46A C 0.3871(5) 0.35378(18) 0.50924(17) 0.0443(8) Uani 0.857(2) 1 d D U P A 1
H46A H 0.477349 0.363112 0.539296 0.053 Uiso 0.857(2) 1 calc R U P A 1
Cl4A Cl 0.32395(16) 0.26860(5) 0.49165(5) 0.0670(3) Uani 0.857(2) 1 d D U P A 1
Cl5A Cl 0.2435(3) 0.39796(11) 0.54074(11) 0.1265(11) Uani 0.857(2) 1 d D U P A
1
Cl6A Cl 0.45024(19) 0.37598(8) 0.44715(5) 0.0981(6) Uani 0.857(2) 1 d D U P A 1
C46B C 0.389(3) 0.3692(8) 0.5171(9) 0.047(3) Uani 0.143(2) 1 d D U P A 2
H46B H 0.478930 0.378872 0.547451 0.056 Uiso 0.143(2) 1 calc R U P A 2
Cl4B Cl 0.3869(12) 0.2932(6) 0.4645(4) 0.108(3) Uani 0.143(2) 1 d D U P A 2
Cl5B Cl 0.2138(13) 0.3706(7) 0.5476(3) 0.086(3) Uani 0.143(2) 1 d D U P A 2
Cl6B Cl 0.3835(13) 0.4301(6) 0.4792(5) 0.122(3) Uani 0.143(2) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1A 2.0754(13) . ?
Ni1 O2A 2.0822(13) . ?
Ni1 N3A 2.1076(16) . ?
Ni1 N1A 2.1130(16) . ?
Ni1 N4A 2.1288(17) . ?
Ni1 N2A 2.1315(17) . ?
O1A C1A 1.344(2) . ?
O2A C23A 1.340(2) . ?
O3A C20A 1.345(3) . ?
O4A C42A 1.358(3) . ?
N1A C8A 1.446(3) . ?
N1A C7A 1.508(2) . ?
N2A C13A 1.454(3) . ?
N2A C14A 1.495(2) . ?
N3A C30A 1.451(2) . ?
N3A C29A 1.508(2) . ?
N4A C35A 1.452(3) . ?
N4A C36A 1.499(2) . ?
C1A C6A 1.407(3) . ?
C1A C2A 1.412(3) . ?
C2A C3A 1.398(3) . ?
C2A C21A 1.504(3) . ?
C3A C4A 1.383(4) . ?
C4A C5A 1.389(3) . ?
C5A C6A 1.395(3) . ?
C6A C7A 1.500(3) . ?
C8A C13A 1.392(3) . ?
C8A C9A 1.393(3) . ?
C9A C10A 1.390(3) . ?
C10A C11A 1.376(4) . ?
C11A C12A 1.394(3) . ?
C12A C13A 1.386(3) . ?
C14A C15A 1.506(3) . ?
C15A C16A 1.398(3) . ?
C15A C20A 1.404(3) . ?
C16A C17A 1.380(4) . ?
C17A C18A 1.383(4) . ?
C18A C19A 1.383(4) . ?
C19A C20A 1.415(3) . ?
C19A C22A 1.502(4) . ?
C23A C28A 1.413(3) . ?
C23A C24A 1.414(3) . ?
C24A C25A 1.392(3) . ?
C24A C43A 1.505(3) . ?
C25A C26A 1.387(3) . ?
C26A C27A 1.388(3) . ?
C27A C28A 1.391(3) . ?
C28A C29A 1.498(3) . ?
C30A C31A 1.385(3) . ?
C30A C35A 1.394(3) . ?
C31A C32A 1.391(3) . ?
C32A C33A 1.385(3) . ?
C33A C34A 1.390(3) . ?
C34A C35A 1.392(3) . ?
C36A C37A 1.507(3) . ?
C37A C38A 1.394(3) . ?
C37A C42A 1.401(3) . ?
C38A C39A 1.389(3) . ?
C39A C40A 1.382(4) . ?
C40A C41A 1.391(4) . ?
C41A C42A 1.409(3) . ?
C41A C44A 1.504(4) . ?
Ni2 O2B 2.0605(13) . ?
Ni2 O1B 2.0706(14) . ?
Ni2 N1B 2.1080(17) . ?
Ni2 N3B 2.1131(17) . ?
Ni2 N2B 2.1416(16) . ?
Ni2 N4B 2.1449(17) . ?
O1B C1B 1.339(2) . ?
O2B C23B 1.342(2) . ?
O3B C20B 1.351(3) . ?
O4B C42B 1.362(2) . ?
N1B C8B 1.449(3) . ?
N1B C7B 1.504(3) . ?
N2B C13B 1.458(2) . ?
N2B C14B 1.500(2) . ?
N3B C30B 1.447(3) . ?
N3B C29B 1.505(2) . ?
N4B C35B 1.458(3) . ?
N4B C36B 1.494(3) . ?
C1B C6B 1.415(3) . ?
C1B C2B 1.416(3) . ?
C2B C3B 1.394(3) . ?
C2B C21B 1.502(3) . ?
C3B C4B 1.375(4) . ?
C4B C5B 1.391(4) . ?
C5B C6B 1.397(3) . ?
C6B C7B 1.496(3) . ?
C8B C13B 1.389(3) . ?
C8B C9B 1.393(3) . ?
C9B C10B 1.390(3) . ?
C10B C11B 1.386(3) . ?
C11B C12B 1.388(3) . ?
C12B C13B 1.389(3) . ?
C14B C15B 1.505(3) . ?
C15B C16B 1.393(3) . ?
C15B C20B 1.395(3) . ?
C16B C17B 1.384(4) . ?
C17B C18B 1.373(4) . ?
C18B C19B 1.370(4) . ?
C19B C20B 1.405(3) . ?
C19B C22B 1.502(4) . ?
C23B C24B 1.410(3) . ?
C23B C28B 1.411(3) . ?
C24B C25B 1.395(3) . ?
C24B C43B 1.503(3) . ?
C25B C26B 1.382(4) . ?
C26B C27B 1.385(3) . ?
C27B C28B 1.388(3) . ?
C28B C29B 1.493(3) . ?
C30B C35B 1.389(3) . ?
C30B C31B 1.395(3) . ?
C31B C32B 1.386(3) . ?
C32B C33B 1.383(4) . ?
C33B C34B 1.389(3) . ?
C34B C35B 1.394(3) . ?
C36B C37B 1.511(3) . ?
C37B C38B 1.391(3) . ?
C37B C42B 1.402(3) . ?
C38B C39B 1.385(3) . ?
C39B C40B 1.383(4) . ?
C40B C41B 1.389(3) . ?
C41B C42B 1.402(3) . ?
C41B C44B 1.506(3) . ?
C45 Cl3 1.736(3) . ?
C45 Cl2 1.750(3) . ?
C45 Cl1 1.765(3) . ?
C46A Cl6A 1.728(4) . ?
C46A Cl5A 1.730(4) . ?
C46A Cl4A 1.744(4) . ?
C46B Cl5B 1.723(16) . ?
C46B Cl6B 1.729(16) . ?
C46B Cl4B 1.751(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A Ni1 O2A 179.15(5) . . ?
O1A Ni1 N3A 90.67(6) . . ?
O2A Ni1 N3A 88.65(6) . . ?
O1A Ni1 N1A 88.62(6) . . ?
O2A Ni1 N1A 92.06(6) . . ?
N3A Ni1 N1A 179.25(6) . . ?
O1A Ni1 N4A 87.75(6) . . ?
O2A Ni1 N4A 92.67(6) . . ?
N3A Ni1 N4A 81.73(6) . . ?
N1A Ni1 N4A 98.00(7) . . ?
O1A Ni1 N2A 92.31(6) . . ?
O2A Ni1 N2A 87.27(6) . . ?
N3A Ni1 N2A 98.79(6) . . ?
N1A Ni1 N2A 81.48(7) . . ?
N4A Ni1 N2A 179.47(7) . . ?
C1A O1A Ni1 114.90(11) . . ?
C23A O2A Ni1 114.41(11) . . ?
C8A N1A C7A 110.08(15) . . ?
C8A N1A Ni1 106.49(12) . . ?
C7A N1A Ni1 113.72(12) . . ?
C13A N2A C14A 113.37(15) . . ?
C13A N2A Ni1 106.11(12) . . ?
C14A N2A Ni1 118.47(12) . . ?
C30A N3A C29A 109.85(15) . . ?
C30A N3A Ni1 106.85(12) . . ?
C29A N3A Ni1 113.76(12) . . ?
C35A N4A C36A 113.75(15) . . ?
C35A N4A Ni1 106.66(12) . . ?
C36A N4A Ni1 117.91(13) . . ?
O1A C1A C6A 118.68(18) . . ?
O1A C1A C2A 121.46(18) . . ?
C6A C1A C2A 119.84(18) . . ?
C3A C2A C1A 118.2(2) . . ?
C3A C2A C21A 121.4(2) . . ?
C1A C2A C21A 120.42(19) . . ?
C4A C3A C2A 121.9(2) . . ?
C3A C4A C5A 119.8(2) . . ?
C4A C5A C6A 120.0(2) . . ?
C5A C6A C1A 120.2(2) . . ?
C5A C6A C7A 121.97(19) . . ?
C1A C6A C7A 117.71(17) . . ?
C6A C7A N1A 113.01(16) . . ?
C13A C8A C9A 119.9(2) . . ?
C13A C8A N1A 118.09(17) . . ?
C9A C8A N1A 122.00(19) . . ?
C10A C9A C8A 119.5(2) . . ?
C11A C10A C9A 120.8(2) . . ?
C10A C11A C12A 119.8(2) . . ?
C13A C12A C11A 120.1(2) . . ?
C12A C13A C8A 119.96(19) . . ?
C12A C13A N2A 121.35(19) . . ?
C8A C13A N2A 118.59(18) . . ?
N2A C14A C15A 109.77(16) . . ?
C16A C15A C20A 118.6(2) . . ?
C16A C15A C14A 118.9(2) . . ?
C20A C15A C14A 122.45(19) . . ?
C17A C16A C15A 121.4(2) . . ?
C16A C17A C18A 119.4(2) . . ?
C19A C18A C17A 121.6(2) . . ?
C18A C19A C20A 118.8(2) . . ?
C18A C19A C22A 122.0(2) . . ?
C20A C19A C22A 119.2(2) . . ?
O3A C20A C15A 122.91(19) . . ?
O3A C20A C19A 116.9(2) . . ?
C15A C20A C19A 120.2(2) . . ?
O2A C23A C28A 118.92(17) . . ?
O2A C23A C24A 121.87(18) . . ?
C28A C23A C24A 119.20(18) . . ?
C25A C24A C23A 118.29(19) . . ?
C25A C24A C43A 121.28(19) . . ?
C23A C24A C43A 120.41(19) . . ?
C26A C25A C24A 122.3(2) . . ?
C25A C26A C27A 119.3(2) . . ?
C26A C27A C28A 120.1(2) . . ?
C27A C28A C23A 120.51(19) . . ?
C27A C28A C29A 122.13(18) . . ?
C23A C28A C29A 117.24(17) . . ?
C28A C29A N3A 112.97(15) . . ?
C31A C30A C35A 120.30(19) . . ?
C31A C30A N3A 121.78(18) . . ?
C35A C30A N3A 117.91(17) . . ?
C30A C31A C32A 119.7(2) . . ?
C33A C32A C31A 120.5(2) . . ?
C32A C33A C34A 119.8(2) . . ?
C33A C34A C35A 120.2(2) . . ?
C34A C35A C30A 119.57(19) . . ?
C34A C35A N4A 121.68(19) . . ?
C30A C35A N4A 118.64(17) . . ?
N4A C36A C37A 110.31(16) . . ?
C38A C37A C42A 119.1(2) . . ?
C38A C37A C36A 118.9(2) . . ?
C42A C37A C36A 121.97(19) . . ?
C39A C38A C37A 120.9(2) . . ?
C40A C39A C38A 119.6(2) . . ?
C39A C40A C41A 121.3(2) . . ?
C40A C41A C42A 118.8(2) . . ?
C40A C41A C44A 121.7(2) . . ?
C42A C41A C44A 119.5(2) . . ?
O4A C42A C37A 122.52(19) . . ?
O4A C42A C41A 117.1(2) . . ?
C37A C42A C41A 120.4(2) . . ?
O2B Ni2 O1B 179.01(6) . . ?
O2B Ni2 N1B 90.72(6) . . ?
O1B Ni2 N1B 88.76(6) . . ?
O2B Ni2 N3B 89.26(6) . . ?
O1B Ni2 N3B 91.27(6) . . ?
N1B Ni2 N3B 179.53(7) . . ?
O2B Ni2 N2B 86.25(6) . . ?
O1B Ni2 N2B 92.84(6) . . ?
N1B Ni2 N2B 81.52(7) . . ?
N3B Ni2 N2B 98.94(6) . . ?
O2B Ni2 N4B 94.17(6) . . ?
O1B Ni2 N4B 86.74(6) . . ?
N1B Ni2 N4B 98.61(7) . . ?
N3B Ni2 N4B 80.92(7) . . ?
N2B Ni2 N4B 179.56(6) . . ?
C1B O1B Ni2 116.82(12) . . ?
C23B O2B Ni2 117.55(11) . . ?
C8B N1B C7B 109.47(15) . . ?
C8B N1B Ni2 106.72(12) . . ?
C7B N1B Ni2 113.94(13) . . ?
C13B N2B C14B 112.86(15) . . ?
C13B N2B Ni2 105.82(12) . . ?
C14B N2B Ni2 119.59(13) . . ?
C30B N3B C29B 108.15(15) . . ?
C30B N3B Ni2 106.62(12) . . ?
C29B N3B Ni2 113.51(12) . . ?
C35B N4B C36B 114.12(15) . . ?
C35B N4B Ni2 106.48(12) . . ?
C36B N4B Ni2 118.75(13) . . ?
O1B C1B C6B 118.25(19) . . ?
O1B C1B C2B 122.2(2) . . ?
C6B C1B C2B 119.5(2) . . ?
C3B C2B C1B 118.1(2) . . ?
C3B C2B C21B 120.5(2) . . ?
C1B C2B C21B 121.5(2) . . ?
C4B C3B C2B 122.6(2) . . ?
C3B C4B C5B 119.7(2) . . ?
C4B C5B C6B 120.0(2) . . ?
C5B C6B C1B 120.1(2) . . ?
C5B C6B C7B 121.8(2) . . ?
C1B C6B C7B 118.03(19) . . ?
C6B C7B N1B 114.05(17) . . ?
C13B C8B C9B 119.77(19) . . ?
C13B C8B N1B 118.24(17) . . ?
C9B C8B N1B 121.98(19) . . ?
C10B C9B C8B 120.0(2) . . ?
C11B C10B C9B 120.0(2) . . ?
C10B C11B C12B 120.0(2) . . ?
C11B C12B C13B 120.1(2) . . ?
C8B C13B C12B 120.05(18) . . ?
C8B C13B N2B 118.68(17) . . ?
C12B C13B N2B 121.18(18) . . ?
N2B C14B C15B 109.59(16) . . ?
C16B C15B C20B 118.7(2) . . ?
C16B C15B C14B 118.9(2) . . ?
C20B C15B C14B 122.4(2) . . ?
C17B C16B C15B 120.6(2) . . ?
C18B C17B C16B 119.6(3) . . ?
C19B C18B C17B 122.0(3) . . ?
C18B C19B C20B 118.5(2) . . ?
C18B C19B C22B 121.6(3) . . ?
C20B C19B C22B 119.9(3) . . ?
O3B C20B C15B 122.1(2) . . ?
O3B C20B C19B 117.1(2) . . ?
C15B C20B C19B 120.7(2) . . ?
O2B C23B C24B 121.60(18) . . ?
O2B C23B C28B 119.06(17) . . ?
C24B C23B C28B 119.34(18) . . ?
C25B C24B C23B 118.3(2) . . ?
C25B C24B C43B 120.2(2) . . ?
C23B C24B C43B 121.42(19) . . ?
C26B C25B C24B 122.5(2) . . ?
C25B C26B C27B 118.9(2) . . ?
C26B C27B C28B 120.7(2) . . ?
C27B C28B C23B 120.26(19) . . ?
C27B C28B C29B 121.37(19) . . ?
C23B C28B C29B 118.07(18) . . ?
C28B C29B N3B 113.83(16) . . ?
C35B C30B C31B 120.22(19) . . ?
C35B C30B N3B 118.20(17) . . ?
C31B C30B N3B 121.52(19) . . ?
C32B C31B C30B 119.9(2) . . ?
C33B C32B C31B 119.9(2) . . ?
C32B C33B C34B 120.6(2) . . ?
C33B C34B C35B 119.8(2) . . ?
C30B C35B C34B 119.60(19) . . ?
C30B C35B N4B 118.06(17) . . ?
C34B C35B N4B 122.26(19) . . ?
N4B C36B C37B 110.05(16) . . ?
C38B C37B C42B 118.7(2) . . ?
C38B C37B C36B 119.43(19) . . ?
C42B C37B C36B 121.86(19) . . ?
C39B C38B C37B 121.2(2) . . ?
C40B C39B C38B 119.3(2) . . ?
C39B C40B C41B 121.5(2) . . ?
C40B C41B C42B 118.6(2) . . ?
C40B C41B C44B 121.8(2) . . ?
C42B C41B C44B 119.7(2) . . ?
O4B C42B C37B 121.39(19) . . ?
O4B C42B C41B 117.89(19) . . ?
C37B C42B C41B 120.72(19) . . ?
Cl3 C45 Cl2 111.45(16) . . ?
Cl3 C45 Cl1 109.60(18) . . ?
Cl2 C45 Cl1 111.14(16) . . ?
Cl6A C46A Cl5A 113.3(3) . . ?
Cl6A C46A Cl4A 109.6(2) . . ?
Cl5A C46A Cl4A 110.3(2) . . ?
Cl5B C46B Cl6B 101.1(11) . . ?
Cl5B C46B Cl4B 108.9(12) . . ?
Cl6B C46B Cl4B 107.4(13) . . ?

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 O1A C1A C6A 55.0(2) . . . . ?
Ni1 O1A C1A C2A -123.66(16) . . . . ?
O1A C1A C2A C3A 174.55(18) . . . . ?
C6A C1A C2A C3A -4.1(3) . . . . ?
O1A C1A C2A C21A -7.2(3) . . . . ?
C6A C1A C2A C21A 174.17(18) . . . . ?
C1A C2A C3A C4A 1.4(3) . . . . ?
C21A C2A C3A C4A -176.8(2) . . . . ?
C2A C3A C4A C5A 1.6(3) . . . . ?
C3A C4A C5A C6A -1.9(3) . . . . ?
C4A C5A C6A C1A -0.8(3) . . . . ?
C4A C5A C6A C7A 175.44(19) . . . . ?
O1A C1A C6A C5A -174.85(17) . . . . ?
C2A C1A C6A C5A 3.9(3) . . . . ?
O1A C1A C6A C7A 8.7(3) . . . . ?
C2A C1A C6A C7A -172.54(17) . . . . ?
C5A C6A C7A N1A 116.6(2) . . . . ?
C1A C6A C7A N1A -67.1(2) . . . . ?
C8A N1A C7A C6A 167.76(16) . . . . ?
Ni1 N1A C7A C6A 48.4(2) . . . . ?
C7A N1A C8A C13A -99.4(2) . . . . ?
Ni1 N1A C8A C13A 24.4(2) . . . . ?
C7A N1A C8A C9A 80.7(2) . . . . ?
Ni1 N1A C8A C9A -155.64(16) . . . . ?
C13A C8A C9A C10A 0.1(3) . . . . ?
N1A C8A C9A C10A -179.86(18) . . . . ?
C8A C9A C10A C11A 0.1(3) . . . . ?
C9A C10A C11A C12A -0.1(3) . . . . ?
C10A C11A C12A C13A -0.1(3) . . . . ?
C11A C12A C13A C8A 0.4(3) . . . . ?
C11A C12A C13A N2A -175.93(19) . . . . ?
C9A C8A C13A C12A -0.4(3) . . . . ?
N1A C8A C13A C12A 179.60(18) . . . . ?
C9A C8A C13A N2A 176.02(17) . . . . ?
N1A C8A C13A N2A -4.0(3) . . . . ?
C14A N2A C13A C12A -70.4(2) . . . . ?
Ni1 N2A C13A C12A 157.93(16) . . . . ?
C14A N2A C13A C8A 113.3(2) . . . . ?
Ni1 N2A C13A C8A -18.4(2) . . . . ?
C13A N2A C14A C15A 159.22(17) . . . . ?
Ni1 N2A C14A C15A -75.45(19) . . . . ?
N2A C14A C15A C16A -70.5(2) . . . . ?
N2A C14A C15A C20A 109.7(2) . . . . ?
C20A C15A C16A C17A 1.1(3) . . . . ?
C14A C15A C16A C17A -178.8(2) . . . . ?
C15A C16A C17A C18A 0.9(4) . . . . ?
C16A C17A C18A C19A -1.7(4) . . . . ?
C17A C18A C19A C20A 0.4(4) . . . . ?
C17A C18A C19A C22A -179.8(2) . . . . ?
C16A C15A C20A O3A 179.9(2) . . . . ?
C14A C15A C20A O3A -0.3(3) . . . . ?
C16A C15A C20A C19A -2.3(3) . . . . ?
C14A C15A C20A C19A 177.48(18) . . . . ?
C18A C19A C20A O3A 179.5(2) . . . . ?
C22A C19A C20A O3A -0.3(3) . . . . ?
C18A C19A C20A C15A 1.6(3) . . . . ?
C22A C19A C20A C15A -178.2(2) . . . . ?
Ni1 O2A C23A C28A -54.5(2) . . . . ?
Ni1 O2A C23A C24A 124.36(16) . . . . ?
O2A C23A C24A C25A -173.55(18) . . . . ?
C28A C23A C24A C25A 5.3(3) . . . . ?
O2A C23A C24A C43A 8.1(3) . . . . ?
C28A C23A C24A C43A -173.09(18) . . . . ?
C23A C24A C25A C26A -1.7(3) . . . . ?
C43A C24A C25A C26A 176.7(2) . . . . ?
C24A C25A C26A C27A -2.6(3) . . . . ?
C25A C26A C27A C28A 3.1(3) . . . . ?
C26A C27A C28A C23A 0.5(3) . . . . ?
C26A C27A C28A C29A -175.44(19) . . . . ?
O2A C23A C28A C27A 174.07(17) . . . . ?
C24A C23A C28A C27A -4.8(3) . . . . ?
O2A C23A C28A C29A -9.7(3) . . . . ?
C24A C23A C28A C29A 171.38(17) . . . . ?
C27A C28A C29A N3A -116.0(2) . . . . ?
C23A C28A C29A N3A 67.9(2) . . . . ?
C30A N3A C29A C28A -167.73(16) . . . . ?
Ni1 N3A C29A C28A -48.02(19) . . . . ?
C29A N3A C30A C31A -79.5(2) . . . . ?
Ni1 N3A C30A C31A 156.65(15) . . . . ?
C29A N3A C30A C35A 99.96(19) . . . . ?
Ni1 N3A C30A C35A -23.89(19) . . . . ?
C35A C30A C31A C32A -0.4(3) . . . . ?
N3A C30A C31A C32A 179.03(18) . . . . ?
C30A C31A C32A C33A -0.3(3) . . . . ?
C31A C32A C33A C34A 0.5(3) . . . . ?
C32A C33A C34A C35A -0.1(3) . . . . ?
C33A C34A C35A C30A -0.6(3) . . . . ?
C33A C34A C35A N4A 175.46(19) . . . . ?
C31A C30A C35A C34A 0.9(3) . . . . ?
N3A C30A C35A C34A -178.58(17) . . . . ?
C31A C30A C35A N4A -175.35(17) . . . . ?
N3A C30A C35A N4A 5.2(3) . . . . ?
C36A N4A C35A C34A 68.4(2) . . . . ?
Ni1 N4A C35A C34A -159.90(16) . . . . ?
C36A N4A C35A C30A -115.48(19) . . . . ?
Ni1 N4A C35A C30A 16.2(2) . . . . ?
C35A N4A C36A C37A -162.30(17) . . . . ?
Ni1 N4A C36A C37A 71.71(19) . . . . ?
N4A C36A C37A C38A 68.7(2) . . . . ?
N4A C36A C37A C42A -111.4(2) . . . . ?
C42A C37A C38A C39A -0.3(3) . . . . ?
C36A C37A C38A C39A 179.6(2) . . . . ?
C37A C38A C39A C40A -0.5(4) . . . . ?
C38A C39A C40A C41A 0.7(4) . . . . ?
C39A C40A C41A C42A -0.1(4) . . . . ?
C39A C40A C41A C44A 179.3(2) . . . . ?
C38A C37A C42A O4A 179.02(19) . . . . ?
C36A C37A C42A O4A -0.8(3) . . . . ?
C38A C37A C42A C41A 0.9(3) . . . . ?
C36A C37A C42A C41A -178.97(19) . . . . ?
C40A C41A C42A O4A -178.9(2) . . . . ?
C44A C41A C42A O4A 1.7(3) . . . . ?
C40A C41A C42A C37A -0.7(3) . . . . ?
C44A C41A C42A C37A 179.9(2) . . . . ?
Ni2 O1B C1B C6B 53.2(2) . . . . ?
Ni2 O1B C1B C2B -125.11(18) . . . . ?
O1B C1B C2B C3B 175.2(2) . . . . ?
C6B C1B C2B C3B -3.0(3) . . . . ?
O1B C1B C2B C21B -4.2(3) . . . . ?
C6B C1B C2B C21B 177.61(19) . . . . ?
C1B C2B C3B C4B 0.1(4) . . . . ?
C21B C2B C3B C4B 179.5(2) . . . . ?
C2B C3B C4B C5B 2.3(4) . . . . ?
C3B C4B C5B C6B -1.8(4) . . . . ?
C4B C5B C6B C1B -1.1(4) . . . . ?
C4B C5B C6B C7B 174.7(2) . . . . ?
O1B C1B C6B C5B -174.8(2) . . . . ?
C2B C1B C6B C5B 3.5(3) . . . . ?
O1B C1B C6B C7B 9.3(3) . . . . ?
C2B C1B C6B C7B -172.38(19) . . . . ?
C5B C6B C7B N1B 118.2(2) . . . . ?
C1B C6B C7B N1B -66.0(3) . . . . ?
C8B N1B C7B C6B 167.28(18) . . . . ?
Ni2 N1B C7B C6B 47.9(2) . . . . ?
C7B N1B C8B C13B -99.8(2) . . . . ?
Ni2 N1B C8B C13B 23.9(2) . . . . ?
C7B N1B C8B C9B 79.7(2) . . . . ?
Ni2 N1B C8B C9B -156.50(17) . . . . ?
C13B C8B C9B C10B 0.1(3) . . . . ?
N1B C8B C9B C10B -179.42(19) . . . . ?
C8B C9B C10B C11B -0.4(3) . . . . ?
C9B C10B C11B C12B 0.1(3) . . . . ?
C10B C11B C12B C13B 0.4(3) . . . . ?
C9B C8B C13B C12B 0.3(3) . . . . ?
N1B C8B C13B C12B 179.93(18) . . . . ?
C9B C8B C13B N2B 176.88(18) . . . . ?
N1B C8B C13B N2B -3.5(3) . . . . ?
C11B C12B C13B C8B -0.6(3) . . . . ?
C11B C12B C13B N2B -177.05(18) . . . . ?
C14B N2B C13B C8B 114.1(2) . . . . ?
Ni2 N2B C13B C8B -18.4(2) . . . . ?
C14B N2B C13B C12B -69.4(2) . . . . ?
Ni2 N2B C13B C12B 158.06(16) . . . . ?
C13B N2B C14B C15B 160.09(17) . . . . ?
Ni2 N2B C14B C15B -74.5(2) . . . . ?
N2B C14B C15B C16B -73.1(3) . . . . ?
N2B C14B C15B C20B 105.4(2) . . . . ?
C20B C15B C16B C17B -1.5(4) . . . . ?
C14B C15B C16B C17B 177.0(2) . . . . ?
C15B C16B C17B C18B 0.4(5) . . . . ?
C16B C17B C18B C19B 1.2(5) . . . . ?
C17B C18B C19B C20B -1.4(4) . . . . ?
C17B C18B C19B C22B 177.7(3) . . . . ?
C16B C15B C20B O3B -176.7(2) . . . . ?
C14B C15B C20B O3B 4.8(3) . . . . ?
C16B C15B C20B C19B 1.2(3) . . . . ?
C14B C15B C20B C19B -177.25(19) . . . . ?
C18B C19B C20B O3B 178.3(2) . . . . ?
C22B C19B C20B O3B -0.9(3) . . . . ?
C18B C19B C20B C15B 0.2(3) . . . . ?
C22B C19B C20B C15B -179.0(2) . . . . ?
Ni2 O2B C23B C24B 127.46(16) . . . . ?
Ni2 O2B C23B C28B -53.1(2) . . . . ?
O2B C23B C24B C25B -178.95(18) . . . . ?
C28B C23B C24B C25B 1.6(3) . . . . ?
O2B C23B C24B C43B 3.0(3) . . . . ?
C28B C23B C24B C43B -176.42(18) . . . . ?
C23B C24B C25B C26B -0.5(3) . . . . ?
C43B C24B C25B C26B 177.5(2) . . . . ?
C24B C25B C26B C27B -1.2(4) . . . . ?
C25B C26B C27B C28B 1.7(3) . . . . ?
C26B C27B C28B C23B -0.6(3) . . . . ?
C26B C27B C28B C29B -174.3(2) . . . . ?
O2B C23B C28B C27B 179.48(18) . . . . ?
C24B C23B C28B C27B -1.1(3) . . . . ?
O2B C23B C28B C29B -6.7(3) . . . . ?
C24B C23B C28B C29B 172.78(17) . . . . ?
C27B C28B C29B N3B -121.3(2) . . . . ?
C23B C28B C29B N3B 65.0(2) . . . . ?
C30B N3B C29B C28B -169.59(17) . . . . ?
Ni2 N3B C29B C28B -51.5(2) . . . . ?
C29B N3B C30B C35B 95.8(2) . . . . ?
Ni2 N3B C30B C35B -26.6(2) . . . . ?
C29B N3B C30B C31B -81.4(2) . . . . ?
Ni2 N3B C30B C31B 156.21(16) . . . . ?
C35B C30B C31B C32B -0.2(3) . . . . ?
N3B C30B C31B C32B 176.94(19) . . . . ?
C30B C31B C32B C33B -0.6(3) . . . . ?
C31B C32B C33B C34B 0.9(3) . . . . ?
C32B C33B C34B C35B -0.5(3) . . . . ?
C31B C30B C35B C34B 0.6(3) . . . . ?
N3B C30B C35B C34B -176.63(18) . . . . ?
C31B C30B C35B N4B -176.29(18) . . . . ?
N3B C30B C35B N4B 6.5(3) . . . . ?
C33B C34B C35B C30B -0.2(3) . . . . ?
C33B C34B C35B N4B 176.51(19) . . . . ?
C36B N4B C35B C30B -116.1(2) . . . . ?
Ni2 N4B C35B C30B 17.0(2) . . . . ?
C36B N4B C35B C34B 67.2(2) . . . . ?
Ni2 N4B C35B C34B -159.83(16) . . . . ?
C35B N4B C36B C37B -166.65(17) . . . . ?
Ni2 N4B C36B C37B 66.5(2) . . . . ?
N4B C36B C37B C38B 66.6(2) . . . . ?
N4B C36B C37B C42B -112.4(2) . . . . ?
C42B C37B C38B C39B 1.0(3) . . . . ?
C36B C37B C38B C39B -178.0(2) . . . . ?
C37B C38B C39B C40B -1.2(4) . . . . ?
C38B C39B C40B C41B 0.2(4) . . . . ?
C39B C40B C41B C42B 0.9(4) . . . . ?
C39B C40B C41B C44B -179.7(2) . . . . ?
C38B C37B C42B O4B 179.58(19) . . . . ?
C36B C37B C42B O4B -1.5(3) . . . . ?
C38B C37B C42B C41B 0.1(3) . . . . ?
C36B C37B C42B C41B 179.07(19) . . . . ?
C40B C41B C42B O4B 179.5(2) . . . . ?
C44B C41B C42B O4B 0.1(3) . . . . ?
C40B C41B C42B C37B -1.0(3) . . . . ?
C44B C41B C42B C37B 179.6(2) . . . . ?

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
O3A H5 O1A 0.87(2) 1.66(3) 2.527(2) 176(2) . yes
O4A H6 O2A 0.84(3) 1.69(3) 2.529(2) 173(3) . yes
O3B H11 O1B 0.82(3) 1.69(3) 2.506(2) 173(3) . yes
O4B H12 O2B 0.87(3) 1.67(3) 2.524(2) 167(3) . yes

_refine_diff_density_max         0.635
_refine_diff_density_min         -0.754
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_NaNi2salophan2OAc-4acetone
_database_code_depnum_ccdc_archive 'CCDC 2276994'
loop_
_audit_author_name
_audit_author_address
'Jeanette Krause'
;University of Cincinnati, Chemistry Department
United States of America
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Na, C42 H39 N4 O6 Ni2, 4(C3 D6 O)'
_chemical_formula_sum            'C54 H39 D24 N4 Na Ni2 O10'
_chemical_formula_weight         1092.64

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'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0727(9)
_cell_length_b                   13.9087(11)
_cell_length_c                   16.7272(13)
_cell_angle_alpha                87.845(2)
_cell_angle_beta                 75.532(2)
_cell_angle_gamma                71.466(2)
_cell_volume                     2575.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9956
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      25.83

_exptl_crystal_description       rod
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             1124
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    0.801
_shelx_estimated_absorpt_T_min   0.887
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.818
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
; 
 loop, paratone 
 Crystals obtained from and NMR sample prepared in acetone-d6.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Bruker TRIUMPH curved-graphite'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            93869
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.259
_diffrn_reflns_theta_max         28.339
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12836
_reflns_number_gt                9278
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3 v2018.1.0 (Bruker, 2018)'
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_computing_structure_refinement  
'SHELXL-2017/1 (Sheldrick, 2017, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'

_refine_special_details          
;
N-H H-atoms located directly from the difference map, coordinates
were refined. All remaining H-atoms were calculated and treated
with a riding model.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0477P)²+1.9607P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12836
_refine_ls_number_parameters     661
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1058
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Na1 Na 0.48473(8) 0.79207(8) 0.30106(6) 0.0278(2) Uani 1 1 d . . . . .
Ni1 Ni 0.64012(3) 0.71135(2) 0.12872(2) 0.01815(7) Uani 1 1 d . . . . .
Ni2 Ni 0.75609(3) 0.70096(2) 0.27931(2) 0.01813(7) Uani 1 1 d . . . . .
O1 O 0.65222(14) 0.63299(12) 0.23385(10) 0.0219(3) Uani 1 1 d . . . . .
O2 O 0.45971(14) 0.78654(13) 0.17560(10) 0.0240(3) Uani 1 1 d . . . . .
O3 O 0.67789(14) 0.80834(11) 0.20540(10) 0.0209(3) Uani 1 1 d . . . . .
O4 O 0.61414(14) 0.75716(12) 0.37899(10) 0.0236(3) Uani 1 1 d . . . . .
O5 O 0.82103(14) 0.64954(12) 0.07519(10) 0.0233(3) Uani 1 1 d . . . . .
O6 O 0.90347(14) 0.64170(12) 0.18273(10) 0.0239(3) Uani 1 1 d . . . . .
N1 N 0.60398(18) 0.59263(15) 0.07495(12) 0.0208(4) Uani 1 1 d . . . . .
H1 H 0.534(3) 0.603(2) 0.0891(17) 0.025 Uiso 1 1 d . U . . .
N2 N 0.63199(18) 0.77221(15) 0.01241(12) 0.0222(4) Uani 1 1 d . . . . .
H2 H 0.688(2) 0.799(2) -0.0067(16) 0.027 Uiso 1 1 d . U . . .
N3 N 0.84585(18) 0.79356(15) 0.31430(12) 0.0211(4) Uani 1 1 d . . . . .
H3 H 0.798(2) 0.829(2) 0.3540(17) 0.025 Uiso 1 1 d . U . . .
N4 N 0.85182(18) 0.59749(15) 0.35153(12) 0.0225(4) Uani 1 1 d . . . . .
H4 H 0.877(2) 0.537(2) 0.3294(17) 0.027 Uiso 1 1 d . U . . .
C1 C 0.6046(2) 0.55843(16) 0.25693(14) 0.0203(5) Uani 1 1 d . . . . .
C2 C 0.5505(2) 0.54961(18) 0.34000(15) 0.0258(5) Uani 1 1 d . . . . .
H2A H 0.547644 0.597042 0.380481 0.031 Uiso 1 1 calc R U . . .
C3 C 0.5008(2) 0.47241(19) 0.36410(16) 0.0306(6) Uani 1 1 d . . . . .
H3A H 0.465231 0.467206 0.420873 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5028(2) 0.4031(2) 0.30623(17) 0.0339(6) Uani 1 1 d . . . . .
H4A H 0.469041 0.350185 0.322761 0.041 Uiso 1 1 calc R U . . .
C5 C 0.5549(2) 0.41218(18) 0.22342(17) 0.0296(5) Uani 1 1 d . . . . .
H5A H 0.555607 0.365162 0.183397 0.036 Uiso 1 1 calc R U . . .
C6 C 0.6060(2) 0.48811(17) 0.19760(15) 0.0223(5) Uani 1 1 d . . . . .
C7 C 0.6632(2) 0.49358(17) 0.10761(14) 0.0234(5) Uani 1 1 d . . . . .
H7A H 0.749942 0.484601 0.100065 0.028 Uiso 1 1 calc R U . . .
H7B H 0.656792 0.437720 0.075929 0.028 Uiso 1 1 calc R U . . .
C8 C 0.6386(2) 0.59830(18) -0.01405(14) 0.0216(5) Uani 1 1 d . . . . .
C9 C 0.6581(2) 0.51804(19) -0.06897(15) 0.0280(5) Uani 1 1 d . . . . .
H9A H 0.644823 0.457016 -0.048312 0.034 Uiso 1 1 calc R U . . .
C10 C 0.6967(3) 0.5266(2) -0.15313(16) 0.0357(6) Uani 1 1 d . . . . .
H10A H 0.710095 0.471564 -0.190121 0.043 Uiso 1 1 calc R U . . .
C11 C 0.7158(2) 0.6155(2) -0.18350(16) 0.0354(6) Uani 1 1 d . . . . .
H11A H 0.743672 0.620920 -0.241329 0.043 Uiso 1 1 calc R U . . .
C12 C 0.6944(2) 0.6963(2) -0.13008(15) 0.0289(5) Uani 1 1 d . . . . .
H12A H 0.706418 0.757530 -0.151296 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6553(2) 0.68830(18) -0.04506(14) 0.0225(5) Uani 1 1 d . . . . .
C14 C 0.5144(2) 0.85245(18) 0.01325(15) 0.0241(5) Uani 1 1 d . . . . .
H14A H 0.514586 0.875017 -0.043611 0.029 Uiso 1 1 calc R U . . .
H14B H 0.505387 0.911785 0.048090 0.029 Uiso 1 1 calc R U . . .
C15 C 0.4091(2) 0.81408(17) 0.04606(14) 0.0223(5) Uani 1 1 d . . . . .
C16 C 0.3349(2) 0.80659(19) -0.00313(16) 0.0283(5) Uani 1 1 d . . . . .
H16A H 0.351891 0.824745 -0.059133 0.034 Uiso 1 1 calc R U . . .
C17 C 0.2360(2) 0.7731(2) 0.02775(17) 0.0322(6) Uani 1 1 d . . . . .
H17A H 0.186537 0.767545 -0.006808 0.039 Uiso 1 1 calc R U . . .
C18 C 0.2109(2) 0.7478(2) 0.11006(17) 0.0318(6) Uani 1 1 d . . . . .
H18A H 0.142536 0.726525 0.132323 0.038 Uiso 1 1 calc R U . . .
C19 C 0.2844(2) 0.75352(18) 0.15953(15) 0.0267(5) Uani 1 1 d . . . . .
H19A H 0.266073 0.735505 0.215505 0.032 Uiso 1 1 calc R U . . .
C20 C 0.3861(2) 0.78537(17) 0.12914(14) 0.0212(5) Uani 1 1 d . . . . .
C21 C 0.6659(2) 0.90667(17) 0.21343(13) 0.0213(5) Uani 1 1 d . . . . .
C22 C 0.5634(2) 0.98142(18) 0.20081(14) 0.0262(5) Uani 1 1 d . . . . .
H22A H 0.501505 0.962140 0.186932 0.031 Uiso 1 1 calc R U . . .
C23 C 0.5510(3) 1.08435(19) 0.20842(15) 0.0335(6) Uani 1 1 d . . . . .
H23A H 0.481257 1.134356 0.199082 0.040 Uiso 1 1 calc R U . . .
C24 C 0.6394(3) 1.11383(19) 0.22941(16) 0.0356(6) Uani 1 1 d . . . . .
H24A H 0.630482 1.183827 0.234701 0.043 Uiso 1 1 calc R U . . .
C25 C 0.7401(3) 1.04142(18) 0.24256(15) 0.0293(6) Uani 1 1 d . . . . .
H25A H 0.800480 1.062157 0.257134 0.035 Uiso 1 1 calc R U . . .
C26 C 0.7561(2) 0.93738(17) 0.23504(14) 0.0229(5) Uani 1 1 d . . . . .
C27 C 0.8711(2) 0.86200(18) 0.24646(15) 0.0245(5) Uani 1 1 d . . . . .
H27A H 0.915283 0.821043 0.194368 0.029 Uiso 1 1 calc R U . . .
H27B H 0.923023 0.898617 0.259605 0.029 Uiso 1 1 calc R U . . .
C28 C 0.9506(2) 0.72776(19) 0.33929(14) 0.0248(5) Uani 1 1 d . . . . .
C29 C 1.0462(2) 0.7597(2) 0.34642(15) 0.0344(6) Uani 1 1 d . . . . .
H29A H 1.043702 0.828024 0.336575 0.041 Uiso 1 1 calc R U . . .
C30 C 1.1447(3) 0.6914(3) 0.36794(17) 0.0440(8) Uani 1 1 d . . . . .
H30A H 1.209540 0.713388 0.373287 0.053 Uiso 1 1 calc R U . . .
C31 C 1.1499(3) 0.5922(3) 0.38165(18) 0.0439(8) Uani 1 1 d . . . . .
H31A H 1.219119 0.545565 0.394691 0.053 Uiso 1 1 calc R U . . .
C32 C 1.0539(2) 0.5598(2) 0.37645(16) 0.0346(6) Uani 1 1 d . . . . .
H32A H 1.056511 0.491657 0.386954 0.042 Uiso 1 1 calc R U . . .
C33 C 0.9544(2) 0.62815(19) 0.35581(14) 0.0254(5) Uani 1 1 d . . . . .
C34 C 0.7780(2) 0.58753(18) 0.43590(15) 0.0252(5) Uani 1 1 d . . . . .
H34A H 0.831064 0.541230 0.467216 0.030 Uiso 1 1 calc R U . . .
H34B H 0.716541 0.556718 0.430509 0.030 Uiso 1 1 calc R U . . .
C35 C 0.7158(2) 0.68749(18) 0.48351(14) 0.0229(5) Uani 1 1 d . . . . .
C36 C 0.7334(2) 0.7011(2) 0.56045(15) 0.0309(6) Uani 1 1 d . . . . .
H36A H 0.790399 0.648377 0.580655 0.037 Uiso 1 1 calc R U . . .
C37 C 0.6704(3) 0.7894(2) 0.60864(16) 0.0386(7) Uani 1 1 d . . . . .
H37A H 0.682094 0.796274 0.661968 0.046 Uiso 1 1 calc R U . . .
C38 C 0.5902(3) 0.8676(2) 0.57837(16) 0.0370(6) Uani 1 1 d . . . . .
H38A H 0.546466 0.928601 0.611005 0.044 Uiso 1 1 calc R U . . .
C39 C 0.5736(2) 0.85729(19) 0.50073(15) 0.0291(5) Uani 1 1 d . . . . .
H39A H 0.520107 0.912403 0.479992 0.035 Uiso 1 1 calc R U . . .
C40 C 0.6343(2) 0.76687(17) 0.45171(14) 0.0218(5) Uani 1 1 d . . . . .
C41 C 0.9087(2) 0.63225(17) 0.10717(14) 0.0221(5) Uani 1 1 d . . . . .
C42 C 1.0338(2) 0.5975(2) 0.04914(17) 0.0350(6) Uani 1 1 d . . . . .
H42A H 1.089830 0.617180 0.073391 0.053 Uiso 1 1 calc R U . . .
H42B H 1.031463 0.629422 -0.003934 0.053 Uiso 1 1 calc R U . . .
H42C H 1.060899 0.523567 0.040409 0.053 Uiso 1 1 calc R U . . .
O7 O 0.32108(19) 0.8496(2) 0.41263(13) 0.0542(6) Uani 1 1 d . . . . .
C43 C 0.3012(3) 0.8441(3) 0.48748(19) 0.0556(9) Uani 1 1 d . . . . .
C44 C 0.2580(4) 0.9381(4) 0.5425(2) 0.0793(13) Uani 1 1 d . . . . .
D44A D 0.264556 0.996217 0.508926 0.119 Uiso 1 1 calc R U . . .
D44B D 0.307700 0.929391 0.582155 0.119 Uiso 1 1 calc R U . . .
D44C D 0.173634 0.950013 0.572443 0.119 Uiso 1 1 calc R U . . .
C45 C 0.3204(4) 0.7455(4) 0.5259(3) 0.0856(15) Uani 1 1 d . . . . .
D45A D 0.356261 0.690949 0.482802 0.128 Uiso 1 1 calc R U . . .
D45B D 0.242852 0.740864 0.558677 0.128 Uiso 1 1 calc R U . . .
D45C D 0.374870 0.738962 0.561980 0.128 Uiso 1 1 calc R U . . .
O8 O -0.0234(3) 0.9830(3) 0.6616(2) 0.0921(10) Uani 1 1 d . . . . .
C46 C -0.0943(3) 0.9426(3) 0.6505(3) 0.0600(9) Uani 1 1 d . . . . .
C47 C -0.0600(4) 0.8672(4) 0.5798(3) 0.0853(14) Uani 1 1 d . . . . .
D47A D -0.031225 0.798391 0.598883 0.128 Uiso 1 1 calc R U . . .
D47B D 0.004287 0.879586 0.535922 0.128 Uiso 1 1 calc R U . . .
D47C D -0.130482 0.874383 0.558305 0.128 Uiso 1 1 calc R U . . .
C48 C -0.2172(3) 0.9656(3) 0.7098(3) 0.0676(10) Uani 1 1 d . . . . .
D48A D -0.235426 1.028410 0.742218 0.101 Uiso 1 1 calc R U . . .
D48B D -0.217800 0.909517 0.746998 0.101 Uiso 1 1 calc R U . . .
D48C D -0.278162 0.973686 0.678643 0.101 Uiso 1 1 calc R U . . .
O9 O 0.9287(4) 0.3639(2) 0.32529(19) 0.1015(12) Uani 1 1 d . . . . .
C49 C 0.9231(4) 0.3396(2) 0.2575(2) 0.0570(9) Uani 1 1 d . . . . .
C50 C 0.9719(3) 0.3858(3) 0.1837(2) 0.0619(10) Uani 1 1 d . . . . .
D50A D 1.005394 0.436037 0.198892 0.093 Uiso 1 1 calc R U . . .
D50B D 0.907525 0.419360 0.156408 0.093 Uiso 1 1 calc R U . . .
D50C D 1.035728 0.333317 0.145913 0.093 Uiso 1 1 calc R U . . .
C51 C 0.8608(4) 0.2648(3) 0.2469(3) 0.0798(13) Uani 1 1 d . . . . .
D51A D 0.891763 0.203062 0.275488 0.120 Uiso 1 1 calc R U . . .
D51B D 0.876207 0.247883 0.187975 0.120 Uiso 1 1 calc R U . . .
D51C D 0.773707 0.294743 0.270447 0.120 Uiso 1 1 calc R U . . .
O10 O 0.8123(2) 0.8674(2) -0.09313(14) 0.0634(7) Uani 1 1 d . . . . .
C52 C 0.8658(3) 0.9114(2) -0.06465(18) 0.0396(7) Uani 1 1 d . . . . .
C53 C 0.8637(3) 0.9086(3) 0.0246(2) 0.0537(9) Uani 1 1 d . . . . .
D53A D 0.829877 0.856021 0.049896 0.081 Uiso 1 1 calc R U . . .
D53B D 0.813762 0.974712 0.051947 0.081 Uiso 1 1 calc R U . . .
D53C D 0.946108 0.893112 0.030792 0.081 Uiso 1 1 calc R U . . .
C54 C 0.9370(3) 0.9718(3) -0.1172(2) 0.0551(9) Uani 1 1 d . . . . .
D54A D 0.935973 0.964411 -0.175015 0.083 Uiso 1 1 calc R U . . .
D54B D 1.020510 0.947010 -0.112265 0.083 Uiso 1 1 calc R U . . .
D54C D 0.901124 1.043553 -0.098702 0.083 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Na1 O2 2.2011(18) . ?
Na1 O4 2.2053(19) . ?
Na1 O7 2.300(2) . ?
Na1 O1 2.5407(19) . ?
Na1 O3 2.5482(18) . ?
Ni1 O1 2.0456(16) . ?
Ni1 O5 2.0489(16) . ?
Ni1 O2 2.0525(16) . ?
Ni1 N2 2.105(2) . ?
Ni1 O3 2.1181(15) . ?
Ni1 N1 2.1193(19) . ?
Ni2 O4 2.0363(16) . ?
Ni2 O6 2.0462(16) . ?
Ni2 O3 2.0491(16) . ?
Ni2 O1 2.0805(15) . ?
Ni2 N4 2.092(2) . ?
Ni2 N3 2.1064(19) . ?
O1 C1 1.339(3) . ?
O2 C20 1.322(3) . ?
O3 C21 1.337(3) . ?
O4 C40 1.318(3) . ?
O5 C41 1.256(3) . ?
O6 C41 1.259(3) . ?
N1 C8 1.449(3) . ?
N1 C7 1.490(3) . ?
N2 C13 1.451(3) . ?
N2 C14 1.498(3) . ?
N3 C28 1.453(3) . ?
N3 C27 1.489(3) . ?
N4 C33 1.450(3) . ?
N4 C34 1.497(3) . ?
C1 C2 1.399(3) . ?
C1 C6 1.413(3) . ?
C2 C3 1.389(3) . ?
C3 C4 1.383(4) . ?
C4 C5 1.390(4) . ?
C5 C6 1.389(3) . ?
C6 C7 1.501(3) . ?
C8 C13 1.391(3) . ?
C8 C9 1.395(3) . ?
C9 C10 1.381(4) . ?
C10 C11 1.384(4) . ?
C11 C12 1.380(4) . ?
C12 C13 1.394(3) . ?
C14 C15 1.504(3) . ?
C15 C16 1.388(3) . ?
C15 C20 1.416(3) . ?
C16 C17 1.391(4) . ?
C17 C18 1.391(4) . ?
C18 C19 1.377(4) . ?
C19 C20 1.407(3) . ?
C21 C22 1.398(3) . ?
C21 C26 1.415(3) . ?
C22 C23 1.399(3) . ?
C23 C24 1.380(4) . ?
C24 C25 1.371(4) . ?
C25 C26 1.404(3) . ?
C26 C27 1.502(3) . ?
C28 C33 1.391(3) . ?
C28 C29 1.394(3) . ?
C29 C30 1.385(4) . ?
C30 C31 1.375(5) . ?
C31 C32 1.392(4) . ?
C32 C33 1.386(4) . ?
C34 C35 1.501(3) . ?
C35 C36 1.385(3) . ?
C35 C40 1.413(3) . ?
C36 C37 1.382(4) . ?
C37 C38 1.382(4) . ?
C38 C39 1.382(4) . ?
C39 C40 1.408(3) . ?
C41 C42 1.514(3) . ?
O7 C43 1.219(4) . ?
C43 C45 1.467(6) . ?
C43 C44 1.498(5) . ?
O8 C46 1.214(4) . ?
C46 C47 1.497(5) . ?
C46 C48 1.508(5) . ?
O9 C49 1.220(4) . ?
C49 C50 1.449(5) . ?
C49 C51 1.502(5) . ?
O10 C52 1.203(3) . ?
C52 C53 1.486(4) . ?
C52 C54 1.498(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Na1 O4 146.44(7) . . ?
O2 Na1 O7 120.67(8) . . ?
O4 Na1 O7 92.83(8) . . ?
O2 Na1 O1 76.72(6) . . ?
O4 Na1 O1 74.59(6) . . ?
O7 Na1 O1 142.75(8) . . ?
O2 Na1 O3 75.10(6) . . ?
O4 Na1 O3 75.84(6) . . ?
O7 Na1 O3 150.79(8) . . ?
O1 Na1 O3 60.59(5) . . ?
O1 Ni1 O5 92.85(7) . . ?
O1 Ni1 O2 92.28(6) . . ?
O5 Ni1 O2 174.01(7) . . ?
O1 Ni1 N2 171.97(7) . . ?
O5 Ni1 N2 84.55(7) . . ?
O2 Ni1 N2 90.76(7) . . ?
O1 Ni1 O3 76.11(6) . . ?
O5 Ni1 O3 89.86(6) . . ?
O2 Ni1 O3 88.38(6) . . ?
N2 Ni1 O3 111.42(7) . . ?
O1 Ni1 N1 90.90(7) . . ?
O5 Ni1 N1 90.84(7) . . ?
O2 Ni1 N1 92.16(7) . . ?
N2 Ni1 N1 81.55(8) . . ?
O3 Ni1 N1 167.01(7) . . ?
O4 Ni2 O6 177.42(7) . . ?
O4 Ni2 O3 91.80(6) . . ?
O6 Ni2 O3 90.57(6) . . ?
O4 Ni2 O1 89.10(6) . . ?
O6 Ni2 O1 92.43(6) . . ?
O3 Ni2 O1 76.87(6) . . ?
O4 Ni2 N4 91.49(7) . . ?
O6 Ni2 N4 86.05(7) . . ?
O3 Ni2 N4 173.75(7) . . ?
O1 Ni2 N4 108.50(7) . . ?
O4 Ni2 N3 90.11(7) . . ?
O6 Ni2 N3 88.77(7) . . ?
O3 Ni2 N3 92.59(7) . . ?
O1 Ni2 N3 169.39(7) . . ?
N4 Ni2 N3 82.09(8) . . ?
C1 O1 Ni1 124.53(14) . . ?
C1 O1 Ni2 135.83(14) . . ?
Ni1 O1 Ni2 99.61(6) . . ?
C1 O1 Na1 103.66(13) . . ?
Ni1 O1 Na1 82.55(6) . . ?
Ni2 O1 Na1 81.77(6) . . ?
C20 O2 Ni1 117.23(14) . . ?
C20 O2 Na1 147.39(14) . . ?
Ni1 O2 Na1 91.49(7) . . ?
C21 O3 Ni2 122.97(14) . . ?
C21 O3 Ni1 138.75(14) . . ?
Ni2 O3 Ni1 98.27(6) . . ?
C21 O3 Na1 103.84(13) . . ?
Ni2 O3 Na1 82.17(6) . . ?
Ni1 O3 Na1 81.01(5) . . ?
C40 O4 Ni2 119.67(14) . . ?
C40 O4 Na1 148.08(15) . . ?
Ni2 O4 Na1 91.66(7) . . ?
C41 O5 Ni1 129.31(15) . . ?
C41 O6 Ni2 129.30(15) . . ?
C8 N1 C7 115.18(18) . . ?
C8 N1 Ni1 108.12(14) . . ?
C7 N1 Ni1 110.00(14) . . ?
C13 N2 C14 111.24(18) . . ?
C13 N2 Ni1 107.30(14) . . ?
C14 N2 Ni1 113.31(14) . . ?
C28 N3 C27 115.70(19) . . ?
C28 N3 Ni2 107.83(14) . . ?
C27 N3 Ni2 109.54(14) . . ?
C33 N4 C34 111.47(18) . . ?
C33 N4 Ni2 107.34(15) . . ?
C34 N4 Ni2 114.26(15) . . ?
O1 C1 C2 120.8(2) . . ?
O1 C1 C6 120.6(2) . . ?
C2 C1 C6 118.6(2) . . ?
C3 C2 C1 120.9(2) . . ?
C4 C3 C2 120.6(2) . . ?
C3 C4 C5 118.8(2) . . ?
C6 C5 C4 121.8(2) . . ?
C5 C6 C1 119.2(2) . . ?
C5 C6 C7 119.8(2) . . ?
C1 C6 C7 121.0(2) . . ?
N1 C7 C6 111.32(19) . . ?
C13 C8 C9 119.3(2) . . ?
C13 C8 N1 117.3(2) . . ?
C9 C8 N1 123.4(2) . . ?
C10 C9 C8 120.5(2) . . ?
C9 C10 C11 119.9(2) . . ?
C12 C11 C10 120.2(2) . . ?
C11 C12 C13 120.2(2) . . ?
C8 C13 C12 119.8(2) . . ?
C8 C13 N2 118.9(2) . . ?
C12 C13 N2 121.3(2) . . ?
N2 C14 C15 111.61(19) . . ?
C16 C15 C20 119.8(2) . . ?
C16 C15 C14 121.5(2) . . ?
C20 C15 C14 118.7(2) . . ?
C15 C16 C17 121.5(2) . . ?
C18 C17 C16 118.9(2) . . ?
C19 C18 C17 120.5(2) . . ?
C18 C19 C20 121.5(2) . . ?
O2 C20 C19 121.5(2) . . ?
O2 C20 C15 120.7(2) . . ?
C19 C20 C15 117.8(2) . . ?
O3 C21 C22 120.5(2) . . ?
O3 C21 C26 120.9(2) . . ?
C22 C21 C26 118.6(2) . . ?
C21 C22 C23 120.6(2) . . ?
C24 C23 C22 120.5(2) . . ?
C25 C24 C23 119.6(2) . . ?
C24 C25 C26 121.6(2) . . ?
C25 C26 C21 119.1(2) . . ?
C25 C26 C27 118.9(2) . . ?
C21 C26 C27 122.0(2) . . ?
N3 C27 C26 110.96(19) . . ?
C33 C28 C29 119.5(2) . . ?
C33 C28 N3 117.4(2) . . ?
C29 C28 N3 123.1(2) . . ?
C30 C29 C28 119.6(3) . . ?
C31 C30 C29 120.8(3) . . ?
C30 C31 C32 120.1(3) . . ?
C33 C32 C31 119.3(3) . . ?
C32 C33 C28 120.6(2) . . ?
C32 C33 N4 120.7(2) . . ?
C28 C33 N4 118.6(2) . . ?
N4 C34 C35 112.71(19) . . ?
C36 C35 C40 119.5(2) . . ?
C36 C35 C34 120.4(2) . . ?
C40 C35 C34 120.0(2) . . ?
C37 C36 C35 121.8(2) . . ?
C36 C37 C38 119.3(2) . . ?
C39 C38 C37 120.2(2) . . ?
C38 C39 C40 121.4(2) . . ?
O4 C40 C39 120.6(2) . . ?
O4 C40 C35 121.7(2) . . ?
C39 C40 C35 117.8(2) . . ?
O5 C41 O6 126.6(2) . . ?
O5 C41 C42 116.9(2) . . ?
O6 C41 C42 116.4(2) . . ?
C43 O7 Na1 136.6(2) . . ?
O7 C43 C45 121.0(4) . . ?
O7 C43 C44 120.6(4) . . ?
C45 C43 C44 118.3(3) . . ?
O8 C46 C47 120.8(4) . . ?
O8 C46 C48 120.1(4) . . ?
C47 C46 C48 119.1(3) . . ?
O9 C49 C50 120.9(4) . . ?
O9 C49 C51 121.9(4) . . ?
C50 C49 C51 117.1(4) . . ?
O10 C52 C53 121.3(3) . . ?
O10 C52 C54 121.7(3) . . ?
C53 C52 C54 117.0(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 O1 C1 C2 -140.86(19) . . . . ?
Ni2 O1 C1 C2 41.7(3) . . . . ?
Na1 O1 C1 C2 -50.6(2) . . . . ?
Ni1 O1 C1 C6 38.0(3) . . . . ?
Ni2 O1 C1 C6 -139.49(19) . . . . ?
Na1 O1 C1 C6 128.28(19) . . . . ?
O1 C1 C2 C3 179.9(2) . . . . ?
C6 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C4 C5 C6 C1 -0.3(4) . . . . ?
C4 C5 C6 C7 178.9(2) . . . . ?
O1 C1 C6 C5 -179.4(2) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
O1 C1 C6 C7 1.4(3) . . . . ?
C2 C1 C6 C7 -179.7(2) . . . . ?
C8 N1 C7 C6 -169.67(18) . . . . ?
Ni1 N1 C7 C6 67.9(2) . . . . ?
C5 C6 C7 N1 120.7(2) . . . . ?
C1 C6 C7 N1 -60.1(3) . . . . ?
C7 N1 C8 C13 -139.9(2) . . . . ?
Ni1 N1 C8 C13 -16.4(2) . . . . ?
C7 N1 C8 C9 38.6(3) . . . . ?
Ni1 N1 C8 C9 162.10(19) . . . . ?
C13 C8 C9 C10 1.7(4) . . . . ?
N1 C8 C9 C10 -176.8(2) . . . . ?
C8 C9 C10 C11 -0.2(4) . . . . ?
C9 C10 C11 C12 -1.1(4) . . . . ?
C10 C11 C12 C13 1.0(4) . . . . ?
C9 C8 C13 C12 -1.8(3) . . . . ?
N1 C8 C13 C12 176.8(2) . . . . ?
C9 C8 C13 N2 178.6(2) . . . . ?
N1 C8 C13 N2 -2.8(3) . . . . ?
C11 C12 C13 C8 0.5(4) . . . . ?
C11 C12 C13 N2 -179.9(2) . . . . ?
C14 N2 C13 C8 -103.9(2) . . . . ?
Ni1 N2 C13 C8 20.6(2) . . . . ?
C14 N2 C13 C12 76.5(3) . . . . ?
Ni1 N2 C13 C12 -159.09(19) . . . . ?
C13 N2 C14 C15 65.2(2) . . . . ?
Ni1 N2 C14 C15 -55.7(2) . . . . ?
N2 C14 C15 C16 -116.2(2) . . . . ?
N2 C14 C15 C20 63.9(3) . . . . ?
C20 C15 C16 C17 1.2(4) . . . . ?
C14 C15 C16 C17 -178.6(2) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
C16 C17 C18 C19 -1.6(4) . . . . ?
C17 C18 C19 C20 0.4(4) . . . . ?
Ni1 O2 C20 C19 126.67(19) . . . . ?
Na1 O2 C20 C19 -22.5(4) . . . . ?
Ni1 O2 C20 C15 -51.8(3) . . . . ?
Na1 O2 C20 C15 159.0(2) . . . . ?
C18 C19 C20 O2 -177.0(2) . . . . ?
C18 C19 C20 C15 1.6(3) . . . . ?
C16 C15 C20 O2 176.2(2) . . . . ?
C14 C15 C20 O2 -3.9(3) . . . . ?
C16 C15 C20 C19 -2.4(3) . . . . ?
C14 C15 C20 C19 177.5(2) . . . . ?
Ni2 O3 C21 C22 -143.48(17) . . . . ?
Ni1 O3 C21 C22 38.2(3) . . . . ?
Na1 O3 C21 C22 -53.9(2) . . . . ?
Ni2 O3 C21 C26 36.3(3) . . . . ?
Ni1 O3 C21 C26 -141.98(18) . . . . ?
Na1 O3 C21 C26 125.91(18) . . . . ?
O3 C21 C22 C23 -179.4(2) . . . . ?
C26 C21 C22 C23 0.8(3) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C23 C24 C25 C26 0.2(4) . . . . ?
C24 C25 C26 C21 -0.1(4) . . . . ?
C24 C25 C26 C27 177.2(2) . . . . ?
O3 C21 C26 C25 179.8(2) . . . . ?
C22 C21 C26 C25 -0.4(3) . . . . ?
O3 C21 C26 C27 2.6(3) . . . . ?
C22 C21 C26 C27 -177.6(2) . . . . ?
C28 N3 C27 C26 -171.02(19) . . . . ?
Ni2 N3 C27 C26 66.9(2) . . . . ?
C25 C26 C27 N3 121.9(2) . . . . ?
C21 C26 C27 N3 -60.9(3) . . . . ?
C27 N3 C28 C33 -138.9(2) . . . . ?
Ni2 N3 C28 C33 -15.9(2) . . . . ?
C27 N3 C28 C29 40.5(3) . . . . ?
Ni2 N3 C28 C29 163.49(19) . . . . ?
C33 C28 C29 C30 1.5(4) . . . . ?
N3 C28 C29 C30 -177.8(2) . . . . ?
C28 C29 C30 C31 0.6(4) . . . . ?
C29 C30 C31 C32 -2.0(4) . . . . ?
C30 C31 C32 C33 1.2(4) . . . . ?
C31 C32 C33 C28 0.9(4) . . . . ?
C31 C32 C33 N4 -178.7(2) . . . . ?
C29 C28 C33 C32 -2.2(4) . . . . ?
N3 C28 C33 C32 177.2(2) . . . . ?
C29 C28 C33 N4 177.4(2) . . . . ?
N3 C28 C33 N4 -3.2(3) . . . . ?
C34 N4 C33 C32 74.4(3) . . . . ?
Ni2 N4 C33 C32 -159.79(19) . . . . ?
C34 N4 C33 C28 -105.2(2) . . . . ?
Ni2 N4 C33 C28 20.6(2) . . . . ?
C33 N4 C34 C35 67.2(3) . . . . ?
Ni2 N4 C34 C35 -54.7(2) . . . . ?
N4 C34 C35 C36 -124.0(2) . . . . ?
N4 C34 C35 C40 59.0(3) . . . . ?
C40 C35 C36 C37 2.1(4) . . . . ?
C34 C35 C36 C37 -174.9(2) . . . . ?
C35 C36 C37 C38 -2.0(4) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C37 C38 C39 C40 1.9(4) . . . . ?
Ni2 O4 C40 C39 133.02(19) . . . . ?
Na1 O4 C40 C39 -34.8(4) . . . . ?
Ni2 O4 C40 C35 -47.6(3) . . . . ?
Na1 O4 C40 C35 144.6(2) . . . . ?
C38 C39 C40 O4 177.7(2) . . . . ?
C38 C39 C40 C35 -1.8(4) . . . . ?
C36 C35 C40 O4 -179.7(2) . . . . ?
C34 C35 C40 O4 -2.6(3) . . . . ?
C36 C35 C40 C39 -0.2(3) . . . . ?
C34 C35 C40 C39 176.8(2) . . . . ?
Ni1 O5 C41 O6 6.6(3) . . . . ?
Ni1 O5 C41 C42 -172.72(16) . . . . ?
Ni2 O6 C41 O5 -6.9(3) . . . . ?
Ni2 O6 C41 C42 172.36(16) . . . . ?
Na1 O7 C43 C45 -60.2(5) . . . . ?
Na1 O7 C43 C44 119.0(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
N2 H2 O10 0.87(3) 2.22(3) 3.057(3) 161(2) . .
N4 H4 O9 0.86(3) 2.29(3) 3.098(4) 157(2) . .

_refine_diff_density_max         0.798
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.069

####################################################################### 
# 
# 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_Nisalophen-Me
_database_code_depnum_ccdc_archive 'CCDC 2276997'
loop_
_audit_author_name
_audit_author_address
'Jeanette Krause'
;University of Cincinnati, Chemistry Department
United States of America
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 N2 O2 Ni'
_chemical_formula_sum            'C22 H18 N2 O2 Ni'
_chemical_formula_weight         401.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.6437(9)
_cell_length_b                   20.3808(18)
_cell_length_c                   8.1403(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.9153(15)
_cell_angle_gamma                90
_cell_volume                     1744.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3404
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      26.81

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.034
_exptl_absorpt_coefficient_mu    1.132
_shelx_estimated_absorpt_T_min   0.910
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.767
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
; 
loop, paratone 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Bruker TRIUMPH curved-graphite'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20841
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.937
_diffrn_reflns_theta_max         28.292
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4336
_reflns_number_gt                3014
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3 v2018.1.0 (Bruker, 2018)'
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_computing_structure_refinement  
'SHELXL-2017/1 (Sheldrick, 2017, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0361P)²+0.0846P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4336
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0776
_refine_ls_wR_factor_gt          0.0688
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.42240(3) 0.44821(2) 0.62116(3) 0.01652(8) Uani 1 1 d . . . . .
O1 O 0.43066(14) 0.36476(6) 0.53582(18) 0.0202(3) Uani 1 1 d . . . . .
O2 O 0.57295(14) 0.42533(7) 0.75151(18) 0.0217(3) Uani 1 1 d . . . . .
N1 N 0.26672(17) 0.46817(8) 0.4952(2) 0.0182(4) Uani 1 1 d . . . . .
N2 N 0.41918(17) 0.53313(8) 0.7034(2) 0.0179(4) Uani 1 1 d . . . . .
C1 C 0.3467(2) 0.33496(10) 0.4279(2) 0.0185(4) Uani 1 1 d . . . . .
C2 C 0.3727(2) 0.26920(10) 0.3825(3) 0.0214(5) Uani 1 1 d . . . . .
C3 C 0.2856(2) 0.23651(11) 0.2695(3) 0.0257(5) Uani 1 1 d . . . . .
H3A H 0.303587 0.192742 0.240373 0.031 Uiso 1 1 calc R U . . .
C4 C 0.1710(2) 0.26540(11) 0.1953(3) 0.0299(6) Uani 1 1 d . . . . .
H4A H 0.112946 0.241600 0.116856 0.036 Uiso 1 1 calc R U . . .
C5 C 0.1441(2) 0.32783(11) 0.2371(3) 0.0266(5) Uani 1 1 d . . . . .
H5A H 0.066601 0.347611 0.187750 0.032 Uiso 1 1 calc R U . . .
C6 C 0.2308(2) 0.36390(10) 0.3539(3) 0.0201(5) Uani 1 1 d . . . . .
C7 C 0.1988(2) 0.42912(10) 0.3902(3) 0.0211(5) Uani 1 1 d . . . . .
H7A H 0.120806 0.445890 0.332995 0.025 Uiso 1 1 calc R U . . .
C8 C 0.2238(2) 0.53276(10) 0.5225(3) 0.0196(5) Uani 1 1 d . . . . .
C9 C 0.1098(2) 0.56075(11) 0.4489(3) 0.0269(5) Uani 1 1 d . . . . .
H9A H 0.051600 0.536263 0.372182 0.032 Uiso 1 1 calc R U . . .
C10 C 0.0818(2) 0.62451(11) 0.4882(3) 0.0306(6) Uani 1 1 d . . . . .
H10A H 0.003537 0.643583 0.438995 0.037 Uiso 1 1 calc R U . . .
C11 C 0.1664(2) 0.66098(11) 0.5984(3) 0.0298(6) Uani 1 1 d . . . . .
H11A H 0.146466 0.704956 0.623218 0.036 Uiso 1 1 calc R U . . .
C12 C 0.2796(2) 0.63346(10) 0.6722(3) 0.0254(5) Uani 1 1 d . . . . .
H12A H 0.337625 0.658399 0.748012 0.030 Uiso 1 1 calc R U . . .
C13 C 0.3087(2) 0.56893(10) 0.6351(3) 0.0192(5) Uani 1 1 d . . . . .
C14 C 0.5066(2) 0.55960(10) 0.8139(3) 0.0214(5) Uani 1 1 d . . . . .
H14A H 0.492994 0.603510 0.846119 0.026 Uiso 1 1 calc R U . . .
C15 C 0.6195(2) 0.52862(10) 0.8897(3) 0.0204(5) Uani 1 1 d . . . . .
C16 C 0.7064(2) 0.56570(11) 1.0030(3) 0.0256(5) Uani 1 1 d . . . . .
H16A H 0.686379 0.609660 1.027889 0.031 Uiso 1 1 calc R U . . .
C17 C 0.8181(2) 0.53888(12) 1.0764(3) 0.0315(6) Uani 1 1 d . . . . .
H17A H 0.876696 0.564088 1.150722 0.038 Uiso 1 1 calc R U . . .
C18 C 0.8457(2) 0.47367(12) 1.0411(3) 0.0289(5) Uani 1 1 d . . . . .
H18A H 0.924071 0.455502 1.093194 0.035 Uiso 1 1 calc R U . . .
C19 C 0.7649(2) 0.43467(11) 0.9347(3) 0.0241(5) Uani 1 1 d . . . . .
C20 C 0.6479(2) 0.46254(10) 0.8545(3) 0.0209(5) Uani 1 1 d . . . . .
C21 C 0.4947(2) 0.23738(11) 0.4609(3) 0.0288(5) Uani 1 1 d . . . . .
H21A H 0.566189 0.266618 0.450859 0.043 Uiso 1 1 calc R U . . .
H21B H 0.505884 0.195841 0.404284 0.043 Uiso 1 1 calc R U . . .
H21C H 0.491514 0.228927 0.578694 0.043 Uiso 1 1 calc R U . . .
C22 C 0.7941(2) 0.36438(11) 0.9013(3) 0.0305(5) Uani 1 1 d . . . . .
H22A H 0.774037 0.355685 0.781711 0.046 Uiso 1 1 calc R U . . .
H22B H 0.742821 0.335650 0.961146 0.046 Uiso 1 1 calc R U . . .
H22C H 0.884570 0.355861 0.939249 0.046 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni O2 1.8397(15) . ?
Ni O1 1.8444(14) . ?
Ni N1 1.8537(18) . ?
Ni N2 1.8579(17) . ?
O1 C1 1.302(2) . ?
O2 C20 1.306(2) . ?
N1 C7 1.302(3) . ?
N1 C8 1.422(3) . ?
N2 C14 1.306(3) . ?
N2 C13 1.422(3) . ?
C1 C6 1.415(3) . ?
C1 C2 1.429(3) . ?
C2 C3 1.373(3) . ?
C2 C21 1.502(3) . ?
C3 C4 1.404(3) . ?
C4 C5 1.359(3) . ?
C5 C6 1.423(3) . ?
C6 C7 1.415(3) . ?
C8 C9 1.390(3) . ?
C8 C13 1.394(3) . ?
C9 C10 1.382(3) . ?
C10 C11 1.385(3) . ?
C11 C12 1.379(3) . ?
C12 C13 1.395(3) . ?
C14 C15 1.412(3) . ?
C15 C20 1.419(3) . ?
C15 C16 1.419(3) . ?
C16 C17 1.359(3) . ?
C17 C18 1.401(3) . ?
C18 C19 1.375(3) . ?
C19 C20 1.431(3) . ?
C19 C22 1.500(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 Ni O1 83.99(6) . . ?
O2 Ni N1 177.19(7) . . ?
O1 Ni N1 94.86(7) . . ?
O2 Ni N2 95.24(7) . . ?
O1 Ni N2 177.89(7) . . ?
N1 Ni N2 86.00(8) . . ?
C1 O1 Ni 128.06(13) . . ?
C20 O2 Ni 127.85(14) . . ?
C7 N1 C8 120.61(18) . . ?
C7 N1 Ni 125.95(15) . . ?
C8 N1 Ni 113.44(14) . . ?
C14 N2 C13 121.00(18) . . ?
C14 N2 Ni 125.58(15) . . ?
C13 N2 Ni 113.42(13) . . ?
O1 C1 C6 123.67(18) . . ?
O1 C1 C2 118.17(19) . . ?
C6 C1 C2 118.16(19) . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 C21 121.6(2) . . ?
C1 C2 C21 118.96(19) . . ?
C2 C3 C4 122.4(2) . . ?
C5 C4 C3 119.2(2) . . ?
C4 C5 C6 120.8(2) . . ?
C1 C6 C7 121.69(19) . . ?
C1 C6 C5 120.08(19) . . ?
C7 C6 C5 118.2(2) . . ?
N1 C7 C6 125.7(2) . . ?
C9 C8 C13 120.02(19) . . ?
C9 C8 N1 126.3(2) . . ?
C13 C8 N1 113.64(19) . . ?
C10 C9 C8 119.4(2) . . ?
C9 C10 C11 120.9(2) . . ?
C12 C11 C10 120.0(2) . . ?
C11 C12 C13 119.8(2) . . ?
C8 C13 C12 119.8(2) . . ?
C8 C13 N2 113.48(17) . . ?
C12 C13 N2 126.7(2) . . ?
N2 C14 C15 125.7(2) . . ?
C14 C15 C20 122.0(2) . . ?
C14 C15 C16 118.1(2) . . ?
C20 C15 C16 119.9(2) . . ?
C17 C16 C15 120.6(2) . . ?
C16 C17 C18 119.3(2) . . ?
C19 C18 C17 123.1(2) . . ?
C18 C19 C20 118.3(2) . . ?
C18 C19 C22 122.6(2) . . ?
C20 C19 C22 119.1(2) . . ?
O2 C20 C15 123.5(2) . . ?
O2 C20 C19 117.64(19) . . ?
C15 C20 C19 118.82(19) . . ?

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
O2 Ni O1 C1 175.49(17) . . . . ?
N1 Ni O1 C1 -1.94(17) . . . . ?
O1 Ni O2 C20 174.10(17) . . . . ?
N2 Ni O2 C20 -3.93(18) . . . . ?
O1 Ni N1 C7 1.22(18) . . . . ?
N2 Ni N1 C7 179.28(18) . . . . ?
O1 Ni N1 C8 -178.87(14) . . . . ?
N2 Ni N1 C8 -0.80(14) . . . . ?
O2 Ni N2 C14 1.83(18) . . . . ?
N1 Ni N2 C14 179.30(18) . . . . ?
O2 Ni N2 C13 -177.65(14) . . . . ?
N1 Ni N2 C13 -0.17(14) . . . . ?
Ni O1 C1 C6 0.9(3) . . . . ?
Ni O1 C1 C2 -178.64(14) . . . . ?
O1 C1 C2 C3 179.73(19) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
O1 C1 C2 C21 0.2(3) . . . . ?
C6 C1 C2 C21 -179.40(19) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C21 C2 C3 C4 179.8(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
O1 C1 C6 C7 1.5(3) . . . . ?
C2 C1 C6 C7 -179.01(19) . . . . ?
O1 C1 C6 C5 -179.90(19) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C4 C5 C6 C7 178.8(2) . . . . ?
C8 N1 C7 C6 -179.4(2) . . . . ?
Ni N1 C7 C6 0.5(3) . . . . ?
C1 C6 C7 N1 -2.2(3) . . . . ?
C5 C6 C7 N1 179.1(2) . . . . ?
C7 N1 C8 C9 1.5(3) . . . . ?
Ni N1 C8 C9 -178.43(18) . . . . ?
C7 N1 C8 C13 -178.44(19) . . . . ?
Ni N1 C8 C13 1.6(2) . . . . ?
C13 C8 C9 C10 0.1(3) . . . . ?
N1 C8 C9 C10 -179.8(2) . . . . ?
C8 C9 C10 C11 0.7(4) . . . . ?
C9 C10 C11 C12 -0.8(4) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C9 C8 C13 C12 -0.8(3) . . . . ?
N1 C8 C13 C12 179.18(18) . . . . ?
C9 C8 C13 N2 178.29(19) . . . . ?
N1 C8 C13 N2 -1.8(3) . . . . ?
C11 C12 C13 C8 0.6(3) . . . . ?
C11 C12 C13 N2 -178.3(2) . . . . ?
C14 N2 C13 C8 -178.37(19) . . . . ?
Ni N2 C13 C8 1.1(2) . . . . ?
C14 N2 C13 C12 0.6(3) . . . . ?
Ni N2 C13 C12 -179.89(18) . . . . ?
C13 N2 C14 C15 179.95(19) . . . . ?
Ni N2 C14 C15 0.5(3) . . . . ?
N2 C14 C15 C20 -1.8(3) . . . . ?
N2 C14 C15 C16 177.7(2) . . . . ?
C14 C15 C16 C17 -178.3(2) . . . . ?
C20 C15 C16 C17 1.2(3) . . . . ?
C15 C16 C17 C18 -1.1(3) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C18 C19 C20 1.0(3) . . . . ?
C17 C18 C19 C22 -178.4(2) . . . . ?
Ni O2 C20 C15 3.7(3) . . . . ?
Ni O2 C20 C19 -176.00(14) . . . . ?
C14 C15 C20 O2 -0.4(3) . . . . ?
C16 C15 C20 O2 -179.86(19) . . . . ?
C14 C15 C20 C19 179.33(19) . . . . ?
C16 C15 C20 C19 -0.2(3) . . . . ?
C18 C19 C20 O2 178.84(19) . . . . ?
C22 C19 C20 O2 -1.7(3) . . . . ?
C18 C19 C20 C15 -0.9(3) . . . . ?
C22 C19 C20 C15 178.5(2) . . . . ?

_refine_diff_density_max         0.586
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_H2salophan-Me_hydrate
_database_code_depnum_ccdc_archive 'CCDC 2276998'
loop_
_audit_author_name
_audit_author_address
'Jeanette Krause'
;University of Cincinnati, Chemistry Department
United States of America
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 N2 O2, H2 O'
_chemical_formula_sum            'C22 H26 N2 O3'
_chemical_formula_weight         366.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.4330(3)
_cell_length_b                   11.6833(4)
_cell_length_c                   19.8454(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1955.27(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      26.22

_exptl_crystal_description       blade
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
; 
 loop, paratone 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec Mo-microfocus 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon-II'
_diffrn_measurement_method       'ω-φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43217
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.979
_diffrn_reflns_theta_max         26.451
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4020
_reflns_number_gt                3788
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Bruker APEX3 v2019.2-37 (Bruker, 2019)'
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_computing_structure_refinement  
'SHELXL-2017/1 (Sheldrick, 2018, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'

_refine_special_details          
;
Reflections out to 0.80A used in the refinement.

N- and O-bound H-atoms located directly from the difference map;
the coordinates and isotropic displacement parameters were refined. 
All remaining H-atoms were calculated and treated with a riding model. 

Crystallizes with a water molecule in the lattice that participates 
in an intermolecular hydrogen bonding interaction as well as weak 
interactions with the edge of an aromatic ring (H2W?C8=2.56A, 
H2W?C13=2.75A)

Flack parameter, -0.2(3), is meaningless.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0259P)²+0.3343P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4020
_refine_ls_number_parameters     264
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0659
_refine_ls_wR_factor_gt          0.0632
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.05582(16) 0.59173(12) 0.42729(7) 0.0287(3) Uani 1 1 d . . . . .
H1 H -0.028(3) 0.521(2) 0.4418(12) 0.043 Uiso 1 1 d . U . . .
O2 O 0.49851(17) 0.27095(12) 0.57164(7) 0.0324(3) Uani 1 1 d . . . . .
H2 H 0.409(3) 0.298(2) 0.5489(12) 0.049 Uiso 1 1 d . U . . .
N1 N 0.0802(2) 0.37243(13) 0.42261(8) 0.0247(3) Uani 1 1 d . . . . .
H3 H 0.186(3) 0.3873(18) 0.4254(11) 0.030 Uiso 1 1 d . U . . .
N2 N 0.1929(2) 0.32741(14) 0.54991(8) 0.0262(3) Uani 1 1 d . . . . .
H4 H 0.177(3) 0.396(2) 0.5323(12) 0.031 Uiso 1 1 d . U . . .
C1 C 0.0262(2) 0.60504(16) 0.36761(9) 0.0246(4) Uani 1 1 d . . . . .
C2 C 0.0593(2) 0.71587(17) 0.34615(10) 0.0279(4) Uani 1 1 d . . . . .
C3 C 0.1414(2) 0.72856(17) 0.28578(10) 0.0315(4) Uani 1 1 d . . . . .
H3A H 0.165775 0.803386 0.270175 0.038 Uiso 1 1 calc R U . . .
C4 C 0.1888(3) 0.63461(19) 0.24763(11) 0.0352(4) Uani 1 1 d . . . . .
H4A H 0.245172 0.645198 0.206664 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1527(3) 0.52571(17) 0.27014(9) 0.0331(5) Uani 1 1 d . . . . .
H5A H 0.184447 0.461236 0.244273 0.040 Uiso 1 1 calc R U . . .
C6 C 0.0707(2) 0.50928(16) 0.33006(9) 0.0266(4) Uani 1 1 d . . . . .
C7 C 0.0240(3) 0.39163(16) 0.35329(9) 0.0294(4) Uani 1 1 d . . . . .
H7A H -0.092776 0.383695 0.351660 0.035 Uiso 1 1 calc R U . . .
H7B H 0.070752 0.333492 0.322905 0.035 Uiso 1 1 calc R U . . .
C8 C 0.0436(2) 0.26438(15) 0.45192(9) 0.0237(4) Uani 1 1 d . . . . .
C9 C -0.0519(2) 0.18370(16) 0.42057(10) 0.0287(4) Uani 1 1 d . . . . .
H9A H -0.093070 0.198948 0.376922 0.034 Uiso 1 1 calc R U . . .
C10 C -0.0881(2) 0.08084(16) 0.45221(10) 0.0311(4) Uani 1 1 d . . . . .
H10A H -0.155494 0.026946 0.430650 0.037 Uiso 1 1 calc R U . . .
C11 C -0.0262(2) 0.05725(17) 0.51480(11) 0.0322(4) Uani 1 1 d . . . . .
H11A H -0.047027 -0.014444 0.535574 0.039 Uiso 1 1 calc R U . . .
C12 C 0.0671(2) 0.13812(17) 0.54785(10) 0.0295(4) Uani 1 1 d . . . . .
H12A H 0.108320 0.121578 0.591323 0.035 Uiso 1 1 calc R U . . .
C13 C 0.1002(2) 0.24294(15) 0.51768(9) 0.0245(4) Uani 1 1 d . . . . .
C14 C 0.1901(3) 0.33397(17) 0.62399(9) 0.0296(4) Uani 1 1 d . . . . .
H14A H 0.080391 0.319902 0.639751 0.035 Uiso 1 1 calc R U . . .
H14B H 0.219912 0.412456 0.637872 0.035 Uiso 1 1 calc R U . . .
C15 C 0.3000(2) 0.24965(16) 0.65825(9) 0.0263(4) Uani 1 1 d . . . . .
C16 C 0.2561(2) 0.19880(17) 0.71906(10) 0.0302(4) Uani 1 1 d . . . . .
H16A H 0.155074 0.215090 0.737955 0.036 Uiso 1 1 calc R U . . .
C17 C 0.3582(3) 0.12472(17) 0.75225(10) 0.0333(4) Uani 1 1 d . . . . .
H17A H 0.327513 0.091192 0.793872 0.040 Uiso 1 1 calc R U . . .
C18 C 0.5048(3) 0.09979(17) 0.72458(11) 0.0314(4) Uani 1 1 d . . . . .
H18A H 0.573890 0.048612 0.747443 0.038 Uiso 1 1 calc R U . . .
C19 C 0.5532(2) 0.14838(16) 0.66376(10) 0.0279(4) Uani 1 1 d . . . . .
C20 C 0.4485(2) 0.22348(16) 0.63169(9) 0.0256(4) Uani 1 1 d . . . . .
C21 C 0.0063(3) 0.81680(17) 0.38715(12) 0.0387(5) Uani 1 1 d . . . . .
H21A H 0.040769 0.887631 0.365134 0.058 Uiso 1 1 calc R U . . .
H21B H 0.053041 0.812285 0.432276 0.058 Uiso 1 1 calc R U . . .
H21C H -0.109624 0.816386 0.390813 0.058 Uiso 1 1 calc R U . . .
C22 C 0.7111(3) 0.12231(18) 0.63253(11) 0.0352(5) Uani 1 1 d . . . . .
H22A H 0.763388 0.061298 0.658102 0.053 Uiso 1 1 calc R U . . .
H22B H 0.777328 0.191216 0.633246 0.053 Uiso 1 1 calc R U . . .
H22C H 0.695668 0.097398 0.585832 0.053 Uiso 1 1 calc R U . . .
O1W O 0.7594(2) 0.41555(14) 0.53598(11) 0.0514(5) Uani 1 1 d . . . . .
H1W H 0.686(4) 0.365(3) 0.5468(18) 0.077 Uiso 1 1 d . U . . .
H2W H 0.829(4) 0.374(3) 0.5173(17) 0.077 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.380(2) . ?
O2 C20 1.381(2) . ?
N1 C8 1.424(2) . ?
N1 C7 1.472(2) . ?
N2 C13 1.412(2) . ?
N2 C14 1.472(2) . ?
C1 C2 1.391(3) . ?
C1 C6 1.396(3) . ?
C2 C3 1.392(3) . ?
C2 C21 1.501(3) . ?
C3 C4 1.392(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.389(3) . ?
C6 C7 1.502(3) . ?
C8 C9 1.387(3) . ?
C8 C13 1.412(2) . ?
C9 C10 1.390(3) . ?
C10 C11 1.375(3) . ?
C11 C12 1.393(3) . ?
C12 C13 1.392(3) . ?
C14 C15 1.514(3) . ?
C15 C20 1.393(3) . ?
C15 C16 1.395(3) . ?
C16 C17 1.387(3) . ?
C17 C18 1.384(3) . ?
C18 C19 1.395(3) . ?
C19 C20 1.398(3) . ?
C19 C22 1.500(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
C8 N1 C7 116.56(15) . . ?
C13 N2 C14 118.67(16) . . ?
O1 C1 C2 117.90(16) . . ?
O1 C1 C6 120.18(17) . . ?
C2 C1 C6 121.91(17) . . ?
C1 C2 C3 117.54(18) . . ?
C1 C2 C21 120.37(18) . . ?
C3 C2 C21 122.09(18) . . ?
C2 C3 C4 121.81(18) . . ?
C5 C4 C3 119.14(18) . . ?
C4 C5 C6 120.89(18) . . ?
C5 C6 C1 118.71(18) . . ?
C5 C6 C7 121.31(17) . . ?
C1 C6 C7 119.93(17) . . ?
N1 C7 C6 109.99(15) . . ?
C9 C8 C13 119.37(16) . . ?
C9 C8 N1 123.02(17) . . ?
C13 C8 N1 117.49(16) . . ?
C8 C9 C10 120.82(18) . . ?
C11 C10 C9 119.86(18) . . ?
C10 C11 C12 120.24(19) . . ?
C13 C12 C11 120.51(18) . . ?
C12 C13 N2 122.10(17) . . ?
C12 C13 C8 119.06(17) . . ?
N2 C13 C8 118.80(16) . . ?
N2 C14 C15 113.87(16) . . ?
C20 C15 C16 118.20(18) . . ?
C20 C15 C14 121.56(17) . . ?
C16 C15 C14 120.21(18) . . ?
C17 C16 C15 120.79(19) . . ?
C18 C17 C16 119.83(19) . . ?
C17 C18 C19 121.25(19) . . ?
C18 C19 C20 117.70(18) . . ?
C18 C19 C22 122.30(18) . . ?
C20 C19 C22 120.00(18) . . ?
O2 C20 C15 120.90(17) . . ?
O2 C20 C19 116.87(17) . . ?
C15 C20 C19 122.23(17) . . ?

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
O1 C1 C2 C3 -179.72(16) . . . . ?
C6 C1 C2 C3 -1.0(3) . . . . ?
O1 C1 C2 C21 -0.1(3) . . . . ?
C6 C1 C2 C21 178.63(18) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C21 C2 C3 C4 -179.3(2) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C4 C5 C6 C7 176.99(19) . . . . ?
O1 C1 C6 C5 179.80(17) . . . . ?
C2 C1 C6 C5 1.1(3) . . . . ?
O1 C1 C6 C7 2.3(3) . . . . ?
C2 C1 C6 C7 -176.42(18) . . . . ?
C8 N1 C7 C6 179.52(16) . . . . ?
C5 C6 C7 N1 127.01(19) . . . . ?
C1 C6 C7 N1 -55.5(2) . . . . ?
C7 N1 C8 C9 -5.7(3) . . . . ?
C7 N1 C8 C13 178.26(16) . . . . ?
C13 C8 C9 C10 -2.1(3) . . . . ?
N1 C8 C9 C10 -177.99(17) . . . . ?
C8 C9 C10 C11 -1.4(3) . . . . ?
C9 C10 C11 C12 2.8(3) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C11 C12 C13 N2 179.34(18) . . . . ?
C11 C12 C13 C8 -2.6(3) . . . . ?
C14 N2 C13 C12 -30.2(3) . . . . ?
C14 N2 C13 C8 151.71(17) . . . . ?
C9 C8 C13 C12 4.0(3) . . . . ?
N1 C8 C13 C12 -179.84(17) . . . . ?
C9 C8 C13 N2 -177.87(17) . . . . ?
N1 C8 C13 N2 -1.7(2) . . . . ?
C13 N2 C14 C15 82.4(2) . . . . ?
N2 C14 C15 C20 37.8(3) . . . . ?
N2 C14 C15 C16 -144.36(18) . . . . ?
C20 C15 C16 C17 0.4(3) . . . . ?
C14 C15 C16 C17 -177.55(18) . . . . ?
C15 C16 C17 C18 -0.7(3) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C17 C18 C19 C22 -179.68(18) . . . . ?
C16 C15 C20 O2 179.89(17) . . . . ?
C14 C15 C20 O2 -2.2(3) . . . . ?
C16 C15 C20 C19 0.2(3) . . . . ?
C14 C15 C20 C19 178.08(17) . . . . ?
C18 C19 C20 O2 179.84(17) . . . . ?
C22 C19 C20 O2 -0.3(3) . . . . ?
C18 C19 C20 C15 -0.4(3) . . . . ?
C22 C19 C20 C15 179.38(18) . . . . ?

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 H1 N1 0.90(3) 2.00(3) 2.809(2) 148(2) . .
O2 H2 N2 0.93(3) 1.86(3) 2.695(2) 148(2) . .
N1 H3 O1 0.91(2) 2.19(2) 3.099(2) 175(2) 3_565 .
N2 H4 O1W 0.88(2) 2.31(2) 3.067(2) 144(2) 3_465 .
O1W H1W O2 0.88(4) 1.99(4) 2.862(2) 172(3) . .

_refine_diff_density_max         0.126
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.028

