# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_ms328
_database_code_depnum_ccdc_archive 'CCDC 1582025'
_audit_update_record             
;
2017-10-25 deposited with the CCDC.
2017-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H43 B N6 Ni O4, C2 H3 N'
_chemical_formula_sum            'C45 H46 B N7 Ni O4'
_chemical_formula_weight         818.39

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.0918(5)
_cell_length_b                   19.4765(11)
_cell_length_c                   20.9089(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.711(2)
_cell_angle_gamma                90.00
_cell_volume                     4105.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    9767
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      28.92

_exptl_crystal_description       block
_exptl_crystal_colour            'light blue'
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1720
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            87681
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         29.71
_reflns_number_total             10503
_reflns_number_gt                8248
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] 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         10503
_refine_ls_number_parameters     529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1303
_refine_ls_wR_factor_gt          0.1137
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.452948(17) 0.374106(9) 0.251090(9) 0.01094(8) Uani 1 1 d . . .
O1 O 0.37162(10) 0.30216(6) 0.19525(5) 0.0150(2) Uani 1 1 d . . .
O2 O 0.36893(11) 0.21325(6) 0.12698(6) 0.0200(3) Uani 1 1 d . . .
O3 O 0.58780(10) 0.38872(6) 0.18635(5) 0.0139(2) Uani 1 1 d . . .
O4 O 0.70161(11) 0.37186(5) 0.09869(5) 0.0155(2) Uani 1 1 d . . .
N1 N 0.33465(12) 0.45573(7) 0.23025(6) 0.0134(3) Uani 1 1 d . . .
N2 N 0.29412(12) 0.49393(6) 0.28074(6) 0.0136(3) Uani 1 1 d . . .
N3 N 0.49703(13) 0.47384(6) 0.35333(6) 0.0132(3) Uani 1 1 d . . .
N4 N 0.56520(12) 0.42859(6) 0.31688(6) 0.0129(3) Uani 1 1 d . . .
N5 N 0.29547(12) 0.39920(7) 0.36226(6) 0.0128(3) Uani 1 1 d . . .
N6 N 0.34143(12) 0.34522(6) 0.32723(6) 0.0124(3) Uani 1 1 d . . .
C37 C 0.13386(17) 0.42287(9) 0.44704(8) 0.0216(4) Uani 1 1 d . . .
H37A H 0.1969 0.4526 0.4709 0.032 Uiso 1 1 calc R . .
H37B H 0.0842 0.3956 0.4771 0.032 Uiso 1 1 calc R . .
H37C H 0.0721 0.4511 0.4208 0.032 Uiso 1 1 calc R . .
C1 C 0.42630(15) 0.27145(8) 0.15038(7) 0.0134(3) Uani 1 1 d . . .
C2 C 0.24637(16) 0.18988(9) 0.15280(8) 0.0206(3) Uani 1 1 d . . .
H2A H 0.2376 0.2093 0.1961 0.025 Uiso 1 1 calc R . .
H2B H 0.2474 0.1392 0.1565 0.025 Uiso 1 1 calc R . .
C3 C 0.13114(19) 0.21179(12) 0.11013(10) 0.0368(5) Uani 1 1 d . . .
H3A H 0.1447 0.1965 0.0663 0.055 Uiso 1 1 calc R . .
H3B H 0.1236 0.2619 0.1109 0.055 Uiso 1 1 calc R . .
H3C H 0.0496 0.1913 0.1252 0.055 Uiso 1 1 calc R . .
C4 C 0.54306(15) 0.28986(8) 0.12025(7) 0.0128(3) Uani 1 1 d . . .
C5 C 0.60792(14) 0.35114(8) 0.13896(7) 0.0127(3) Uani 1 1 d . . .
C6 C 0.77600(16) 0.43320(9) 0.11585(8) 0.0196(3) Uani 1 1 d . . .
H6A H 0.8408 0.4235 0.1517 0.024 Uiso 1 1 calc R . .
H6B H 0.7154 0.4699 0.1293 0.024 Uiso 1 1 calc R . .
C7 C 0.84697(17) 0.45534(9) 0.05733(8) 0.0222(4) Uani 1 1 d . . .
H7A H 0.9014 0.4173 0.0426 0.033 Uiso 1 1 calc R . .
H7B H 0.9040 0.4948 0.0681 0.033 Uiso 1 1 calc R . .
H7C H 0.7816 0.4682 0.0233 0.033 Uiso 1 1 calc R . .
C8 C 0.59540(15) 0.24731(8) 0.06773(7) 0.0136(3) Uani 1 1 d . . .
C9 C 0.51847(16) 0.22766(8) 0.01357(7) 0.0158(3) Uani 1 1 d . . .
H9 H 0.4285 0.2420 0.0092 0.019 Uiso 1 1 calc R . .
C10 C 0.57059(17) 0.18748(8) -0.03425(8) 0.0191(3) Uani 1 1 d . . .
H10 H 0.5161 0.1743 -0.0705 0.023 Uiso 1 1 calc R . .
C11 C 0.70178(18) 0.16678(9) -0.02903(8) 0.0227(4) Uani 1 1 d . . .
H11 H 0.7377 0.1394 -0.0616 0.027 Uiso 1 1 calc R . .
C12 C 0.78074(17) 0.18630(9) 0.02407(9) 0.0225(4) Uani 1 1 d . . .
H12 H 0.8712 0.1728 0.0276 0.027 Uiso 1 1 calc R . .
C13 C 0.72780(16) 0.22545(8) 0.07194(8) 0.0175(3) Uani 1 1 d . . .
H13 H 0.7824 0.2377 0.1084 0.021 Uiso 1 1 calc R . .
C14 C 0.20162(15) 0.54013(8) 0.25974(8) 0.0162(3) Uani 1 1 d . . .
C15 C 0.18239(15) 0.53180(8) 0.19448(8) 0.0174(3) Uani 1 1 d . . .
H15 H 0.1238 0.5572 0.1666 0.021 Uiso 1 1 calc R . .
C16 C 0.26696(15) 0.47826(8) 0.17770(7) 0.0147(3) Uani 1 1 d . . .
C17 C 0.28545(16) 0.44721(8) 0.11413(8) 0.0174(3) Uani 1 1 d . . .
C18 C 0.40215(17) 0.45704(9) 0.08205(8) 0.0221(4) Uani 1 1 d . . .
H18 H 0.4710 0.4848 0.1008 0.027 Uiso 1 1 calc R . .
C19 C 0.41830(19) 0.42665(10) 0.02306(9) 0.0290(4) Uani 1 1 d . . .
H19 H 0.4986 0.4333 0.0019 0.035 Uiso 1 1 calc R . .
C20 C 0.3187(2) 0.38672(10) -0.00539(9) 0.0331(5) Uani 1 1 d . . .
H20 H 0.3302 0.3661 -0.0459 0.040 Uiso 1 1 calc R . .
C21 C 0.2020(2) 0.37706(9) 0.02577(10) 0.0334(5) Uani 1 1 d . . .
H21 H 0.1330 0.3499 0.0064 0.040 Uiso 1 1 calc R . .
C22 C 0.18566(19) 0.40677(9) 0.08502(9) 0.0261(4) Uani 1 1 d . . .
H22 H 0.1055 0.3995 0.1061 0.031 Uiso 1 1 calc R . .
C23 C 0.13841(17) 0.59004(9) 0.30372(8) 0.0215(4) Uani 1 1 d . . .
H23A H 0.0682 0.6154 0.2799 0.032 Uiso 1 1 calc R . .
H23B H 0.2056 0.6223 0.3209 0.032 Uiso 1 1 calc R . .
H24 H 0.1002 0.5650 0.3391 0.032 Uiso 1 1 calc R . .
C24 C 0.69491(15) 0.43982(8) 0.33014(7) 0.0128(3) Uani 1 1 d . . .
C25 C 0.70969(15) 0.49331(8) 0.37488(7) 0.0152(3) Uani 1 1 d . . .
H25 H 0.7907 0.5118 0.3923 0.018 Uiso 1 1 calc R . .
C26 C 0.58373(16) 0.51356(8) 0.38852(7) 0.0143(3) Uani 1 1 d . . .
C27 C 0.53883(16) 0.56793(8) 0.43319(8) 0.0191(3) Uani 1 1 d . . .
H27A H 0.4867 0.6024 0.4089 0.029 Uiso 1 1 calc R . .
H27B H 0.6164 0.5899 0.4545 0.029 Uiso 1 1 calc R . .
H27C H 0.4840 0.5471 0.4654 0.029 Uiso 1 1 calc R . .
C28 C 0.79723(15) 0.39609(8) 0.30281(7) 0.0135(3) Uani 1 1 d . . .
C29 C 0.91867(15) 0.42337(9) 0.28630(8) 0.0176(3) Uani 1 1 d . . .
H29 H 0.9357 0.4710 0.2921 0.021 Uiso 1 1 calc R . .
C30 C 1.01503(17) 0.38149(9) 0.26145(9) 0.0227(4) Uani 1 1 d . . .
H30 H 1.0973 0.4007 0.2503 0.027 Uiso 1 1 calc R . .
C31 C 0.99204(18) 0.31230(10) 0.25288(9) 0.0248(4) Uani 1 1 d . . .
H31 H 1.0582 0.2839 0.2357 0.030 Uiso 1 1 calc R . .
C32 C 0.87186(18) 0.28414(9) 0.26939(9) 0.0246(4) Uani 1 1 d . . .
H32 H 0.8553 0.2365 0.2633 0.030 Uiso 1 1 calc R . .
C33 C 0.77602(16) 0.32584(8) 0.29485(8) 0.0187(3) Uani 1 1 d . . .
H33 H 0.6948 0.3062 0.3070 0.022 Uiso 1 1 calc R . .
C36 C 0.20792(15) 0.37585(8) 0.40459(8) 0.0148(3) Uani 1 1 d . . .
C35 C 0.19885(15) 0.30581(8) 0.39782(8) 0.0167(3) Uani 1 1 d . . .
H35 H 0.1456 0.2755 0.4213 0.020 Uiso 1 1 calc R . .
C34 C 0.28409(15) 0.28809(8) 0.34932(7) 0.0136(3) Uani 1 1 d . . .
C38 C 0.31410(15) 0.21861(8) 0.32608(7) 0.0148(3) Uani 1 1 d . . .
C39 C 0.43930(16) 0.20066(8) 0.30544(8) 0.0185(3) Uani 1 1 d . . .
H39 H 0.5072 0.2344 0.3051 0.022 Uiso 1 1 calc R . .
C40 C 0.46580(17) 0.13457(9) 0.28559(9) 0.0223(4) Uani 1 1 d . . .
H40 H 0.5515 0.1234 0.2718 0.027 Uiso 1 1 calc R . .
C41 C 0.36782(18) 0.08423(9) 0.28569(8) 0.0227(4) Uani 1 1 d . . .
H41 H 0.3861 0.0388 0.2720 0.027 Uiso 1 1 calc R . .
C42 C 0.24318(18) 0.10130(9) 0.30605(8) 0.0218(4) Uani 1 1 d . . .
H42 H 0.1758 0.0672 0.3063 0.026 Uiso 1 1 calc R . .
C43 C 0.21569(16) 0.16780(8) 0.32609(8) 0.0170(3) Uani 1 1 d . . .
H43 H 0.1298 0.1788 0.3398 0.020 Uiso 1 1 calc R . .
B1 B 0.34385(17) 0.47345(9) 0.34964(8) 0.0140(3) Uani 1 1 d . . .
H1 H 0.3085 0.5059 0.3817 0.017 Uiso 1 1 d R . .
N7 N 0.94549(17) 0.17895(10) 0.41770(10) 0.0420(5) Uani 1 1 d . . .
C45 C 0.69825(17) 0.15037(10) 0.43184(9) 0.0246(4) Uani 1 1 d . . .
H45A H 0.6814 0.1025 0.4196 0.037 Uiso 1 1 calc R . .
H45B H 0.6422 0.1807 0.4047 0.037 Uiso 1 1 calc R . .
H45C H 0.6776 0.1570 0.4768 0.037 Uiso 1 1 calc R . .
C44 C 0.83678(18) 0.16666(9) 0.42367(9) 0.0239(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.9773(11) . ?
Ni1 O3 1.9848(11) . ?
Ni1 N1 2.0232(13) . ?
Ni1 N4 2.0382(13) . ?
Ni1 N6 2.0705(13) . ?
O1 C1 1.2616(18) . ?
O2 C1 1.3538(18) . ?
O2 C2 1.4463(19) . ?
O3 C5 1.2561(19) . ?
O4 C5 1.3569(18) . ?
O4 C6 1.4471(19) . ?
N1 C16 1.340(2) . ?
N1 N2 1.3696(17) . ?
N2 C14 1.355(2) . ?
N2 B1 1.555(2) . ?
N3 C26 1.358(2) . ?
N3 N4 1.3712(17) . ?
N3 B1 1.544(2) . ?
N4 C24 1.3431(19) . ?
N5 C36 1.358(2) . ?
N5 N6 1.3744(18) . ?
N5 B1 1.553(2) . ?
N6 C34 1.3460(19) . ?
C37 C36 1.499(2) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C1 C4 1.409(2) . ?
C2 C3 1.494(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.408(2) . ?
C4 C8 1.492(2) . ?
C6 C7 1.510(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.396(2) . ?
C8 C13 1.401(2) . ?
C9 C10 1.392(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.383(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.379(2) . ?
C14 C23 1.501(2) . ?
C15 C16 1.402(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.480(2) . ?
C17 C22 1.395(2) . ?
C17 C18 1.396(2) . ?
C18 C19 1.385(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.384(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H24 0.9800 . ?
C24 C25 1.404(2) . ?
C24 C28 1.474(2) . ?
C25 C26 1.374(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.496(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C33 1.394(2) . ?
C28 C29 1.394(2) . ?
C29 C30 1.389(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.378(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.389(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(2) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C36 C35 1.374(2) . ?
C35 C34 1.404(2) . ?
C35 H35 0.9500 . ?
C34 C38 1.474(2) . ?
C38 C43 1.402(2) . ?
C38 C39 1.399(2) . ?
C39 C40 1.382(2) . ?
C39 H39 0.9500 . ?
C40 C41 1.393(2) . ?
C40 H40 0.9500 . ?
C41 C42 1.387(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.393(2) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
B1 H1 1.0000 . ?
N7 C44 1.136(2) . ?
C45 C44 1.451(2) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O3 88.73(4) . . ?
O1 Ni1 N1 101.86(5) . . ?
O3 Ni1 N1 99.04(5) . . ?
O1 Ni1 N4 165.79(5) . . ?
O3 Ni1 N4 90.49(5) . . ?
N1 Ni1 N4 92.27(5) . . ?
O1 Ni1 N6 92.06(5) . . ?
O3 Ni1 N6 168.09(5) . . ?
N1 Ni1 N6 92.43(5) . . ?
N4 Ni1 N6 85.84(5) . . ?
C1 O1 Ni1 126.24(10) . . ?
C1 O2 C2 119.15(12) . . ?
C5 O3 Ni1 126.59(10) . . ?
C5 O4 C6 117.40(12) . . ?
C16 N1 N2 107.15(12) . . ?
C16 N1 Ni1 134.96(11) . . ?
N2 N1 Ni1 117.10(9) . . ?
C14 N2 N1 109.71(13) . . ?
C14 N2 B1 131.14(13) . . ?
N1 N2 B1 118.67(12) . . ?
C26 N3 N4 109.87(12) . . ?
C26 N3 B1 130.35(13) . . ?
N4 N3 B1 119.77(12) . . ?
C24 N4 N3 106.88(12) . . ?
C24 N4 Ni1 136.83(10) . . ?
N3 N4 Ni1 115.61(9) . . ?
C36 N5 N6 109.72(12) . . ?
C36 N5 B1 129.95(13) . . ?
N6 N5 B1 120.33(12) . . ?
C34 N6 N5 106.74(12) . . ?
C34 N6 Ni1 138.30(11) . . ?
N5 N6 Ni1 114.29(9) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O1 C1 O2 118.11(13) . . ?
O1 C1 C4 128.06(14) . . ?
O2 C1 C4 113.83(13) . . ?
O2 C2 C3 110.02(15) . . ?
O2 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
O2 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C1 118.65(14) . . ?
C5 C4 C8 119.95(13) . . ?
C1 C4 C8 121.36(13) . . ?
O3 C5 O4 117.36(13) . . ?
O3 C5 C4 128.52(14) . . ?
O4 C5 C4 114.10(13) . . ?
O4 C6 C7 107.17(13) . . ?
O4 C6 H6A 110.3 . . ?
C7 C6 H6A 110.3 . . ?
O4 C6 H6B 110.3 . . ?
C7 C6 H6B 110.3 . . ?
H6A C6 H6B 108.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 117.37(14) . . ?
C9 C8 C4 123.13(14) . . ?
C13 C8 C4 119.49(13) . . ?
C10 C9 C8 121.48(15) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C10 C9 119.98(15) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.61(15) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 120.13(15) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 121.41(15) . . ?
C12 C13 H13 119.3 . . ?
C8 C13 H13 119.3 . . ?
N2 C14 C15 107.77(14) . . ?
N2 C14 C23 122.54(14) . . ?
C15 C14 C23 129.69(15) . . ?
C14 C15 C16 106.04(14) . . ?
C14 C15 H15 127.0 . . ?
C16 C15 H15 127.0 . . ?
N1 C16 C15 109.32(14) . . ?
N1 C16 C17 121.43(14) . . ?
C15 C16 C17 129.24(14) . . ?
C22 C17 C18 118.40(16) . . ?
C22 C17 C16 120.22(15) . . ?
C18 C17 C16 121.37(15) . . ?
C19 C18 C17 120.46(17) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 120.66(18) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 119.38(18) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 120.28(19) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.80(18) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 H22 119.6 . . ?
C14 C23 H23A 109.5 . . ?
C14 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C14 C23 H24 109.5 . . ?
H23A C23 H24 109.5 . . ?
H23B C23 H24 109.5 . . ?
N4 C24 C25 109.28(13) . . ?
N4 C24 C28 121.30(13) . . ?
C25 C24 C28 129.26(14) . . ?
C26 C25 C24 106.34(13) . . ?
C26 C25 H25 126.8 . . ?
C24 C25 H25 126.8 . . ?
N3 C26 C25 107.62(13) . . ?
N3 C26 C27 122.34(14) . . ?
C25 C26 C27 130.03(14) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 C28 C29 118.46(14) . . ?
C33 C28 C24 120.46(14) . . ?
C29 C28 C24 121.05(14) . . ?
C30 C29 C28 120.54(15) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 120.43(16) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 119.83(16) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C31 C32 C33 119.77(17) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C32 C33 C28 120.95(15) . . ?
C32 C33 H33 119.5 . . ?
C28 C33 H33 119.5 . . ?
N5 C36 C35 107.92(14) . . ?
N5 C36 C37 122.61(14) . . ?
C35 C36 C37 129.40(15) . . ?
C36 C35 C34 106.17(14) . . ?
C36 C35 H35 126.9 . . ?
C34 C35 H35 126.9 . . ?
N6 C34 C35 109.44(13) . . ?
N6 C34 C38 123.19(14) . . ?
C35 C34 C38 127.33(14) . . ?
C43 C38 C39 118.28(15) . . ?
C43 C38 C34 119.43(14) . . ?
C39 C38 C34 122.27(14) . . ?
C40 C39 C38 121.05(15) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C41 120.51(16) . . ?
C39 C40 H40 119.7 . . ?
C41 C40 H40 119.7 . . ?
C42 C41 C40 119.07(16) . . ?
C42 C41 H41 120.5 . . ?
C40 C41 H41 120.5 . . ?
C41 C42 C43 120.75(16) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C42 C43 C38 120.34(15) . . ?
C42 C43 H43 119.8 . . ?
C38 C43 H43 119.8 . . ?
N3 B1 N5 108.55(12) . . ?
N3 B1 N2 108.87(12) . . ?
N5 B1 N2 107.82(13) . . ?
N3 B1 H1 110.6 . . ?
N5 B1 H1 110.4 . . ?
N2 B1 H1 110.5 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N7 C44 C45 179.4(2) . . ?

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
O3 Ni1 O1 C1 18.60(12) . . . . ?
N1 Ni1 O1 C1 117.57(12) . . . . ?
N4 Ni1 O1 C1 -68.3(2) . . . . ?
N6 Ni1 O1 C1 -149.51(12) . . . . ?
O1 Ni1 O3 C5 -11.22(12) . . . . ?
N1 Ni1 O3 C5 -113.02(12) . . . . ?
N4 Ni1 O3 C5 154.60(12) . . . . ?
N6 Ni1 O3 C5 82.7(3) . . . . ?
O1 Ni1 N1 C16 -33.32(15) . . . . ?
O3 Ni1 N1 C16 57.27(15) . . . . ?
N4 Ni1 N1 C16 148.13(15) . . . . ?
N6 Ni1 N1 C16 -125.94(15) . . . . ?
O1 Ni1 N1 N2 134.96(10) . . . . ?
O3 Ni1 N1 N2 -134.44(10) . . . . ?
N4 Ni1 N1 N2 -43.59(10) . . . . ?
N6 Ni1 N1 N2 42.35(10) . . . . ?
C16 N1 N2 C14 -0.05(16) . . . . ?
Ni1 N1 N2 C14 -171.41(10) . . . . ?
C16 N1 N2 B1 172.86(13) . . . . ?
Ni1 N1 N2 B1 1.51(16) . . . . ?
C26 N3 N4 C24 0.71(16) . . . . ?
B1 N3 N4 C24 -179.31(13) . . . . ?
C26 N3 N4 Ni1 -171.41(10) . . . . ?
B1 N3 N4 Ni1 8.56(17) . . . . ?
O1 Ni1 N4 C24 55.0(3) . . . . ?
O3 Ni1 N4 C24 -31.76(15) . . . . ?
N1 Ni1 N4 C24 -130.83(15) . . . . ?
N6 Ni1 N4 C24 136.90(16) . . . . ?
O1 Ni1 N4 N3 -136.09(17) . . . . ?
O3 Ni1 N4 N3 137.19(10) . . . . ?
N1 Ni1 N4 N3 38.12(11) . . . . ?
N6 Ni1 N4 N3 -54.15(10) . . . . ?
C36 N5 N6 C34 -1.48(16) . . . . ?
B1 N5 N6 C34 179.16(13) . . . . ?
C36 N5 N6 Ni1 170.89(10) . . . . ?
B1 N5 N6 Ni1 -8.47(16) . . . . ?
O1 Ni1 N6 C34 28.68(15) . . . . ?
O3 Ni1 N6 C34 -64.9(3) . . . . ?
N1 Ni1 N6 C34 130.64(15) . . . . ?
N4 Ni1 N6 C34 -137.25(15) . . . . ?
O1 Ni1 N6 N5 -140.30(10) . . . . ?
O3 Ni1 N6 N5 126.1(2) . . . . ?
N1 Ni1 N6 N5 -38.34(10) . . . . ?
N4 Ni1 N6 N5 53.77(10) . . . . ?
Ni1 O1 C1 O2 164.87(10) . . . . ?
Ni1 O1 C1 C4 -15.0(2) . . . . ?
C2 O2 C1 O1 1.8(2) . . . . ?
C2 O2 C1 C4 -178.37(13) . . . . ?
C1 O2 C2 C3 98.23(18) . . . . ?
O1 C1 C4 C5 -2.8(2) . . . . ?
O2 C1 C4 C5 177.35(13) . . . . ?
O1 C1 C4 C8 179.56(14) . . . . ?
O2 C1 C4 C8 -0.3(2) . . . . ?
Ni1 O3 C5 O4 177.22(9) . . . . ?
Ni1 O3 C5 C4 -0.9(2) . . . . ?
C6 O4 C5 O3 3.7(2) . . . . ?
C6 O4 C5 C4 -177.88(13) . . . . ?
C1 C4 C5 O3 11.5(2) . . . . ?
C8 C4 C5 O3 -170.85(14) . . . . ?
C1 C4 C5 O4 -166.73(13) . . . . ?
C8 C4 C5 O4 10.9(2) . . . . ?
C5 O4 C6 C7 -166.07(13) . . . . ?
C5 C4 C8 C9 -125.22(16) . . . . ?
C1 C4 C8 C9 52.4(2) . . . . ?
C5 C4 C8 C13 54.8(2) . . . . ?
C1 C4 C8 C13 -127.63(16) . . . . ?
C13 C8 C9 C10 0.5(2) . . . . ?
C4 C8 C9 C10 -179.53(15) . . . . ?
C8 C9 C10 C11 -0.7(2) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 C8 -1.2(3) . . . . ?
C9 C8 C13 C12 0.4(2) . . . . ?
C4 C8 C13 C12 -179.53(15) . . . . ?
N1 N2 C14 C15 -0.22(17) . . . . ?
B1 N2 C14 C15 -171.96(15) . . . . ?
N1 N2 C14 C23 -179.53(14) . . . . ?
B1 N2 C14 C23 8.7(2) . . . . ?
N2 C14 C15 C16 0.39(18) . . . . ?
C23 C14 C15 C16 179.63(16) . . . . ?
N2 N1 C16 C15 0.30(17) . . . . ?
Ni1 N1 C16 C15 169.40(11) . . . . ?
N2 N1 C16 C17 -179.17(14) . . . . ?
Ni1 N1 C16 C17 -10.1(2) . . . . ?
C14 C15 C16 N1 -0.44(18) . . . . ?
C14 C15 C16 C17 178.98(16) . . . . ?
N1 C16 C17 C22 108.98(18) . . . . ?
C15 C16 C17 C22 -70.4(2) . . . . ?
N1 C16 C17 C18 -70.6(2) . . . . ?
C15 C16 C17 C18 110.0(2) . . . . ?
C22 C17 C18 C19 -0.7(2) . . . . ?
C16 C17 C18 C19 178.98(15) . . . . ?
C17 C18 C19 C20 0.7(3) . . . . ?
C18 C19 C20 C21 -0.2(3) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C20 C21 C22 C17 0.5(3) . . . . ?
C18 C17 C22 C21 0.1(3) . . . . ?
C16 C17 C22 C21 -179.58(16) . . . . ?
N3 N4 C24 C25 -0.73(17) . . . . ?
Ni1 N4 C24 C25 168.87(12) . . . . ?
N3 N4 C24 C28 175.18(13) . . . . ?
Ni1 N4 C24 C28 -15.2(2) . . . . ?
N4 C24 C25 C26 0.48(18) . . . . ?
C28 C24 C25 C26 -174.99(15) . . . . ?
N4 N3 C26 C25 -0.41(17) . . . . ?
B1 N3 C26 C25 179.62(15) . . . . ?
N4 N3 C26 C27 -179.95(14) . . . . ?
B1 N3 C26 C27 0.1(2) . . . . ?
C24 C25 C26 N3 -0.04(17) . . . . ?
C24 C25 C26 C27 179.45(16) . . . . ?
N4 C24 C28 C33 -36.7(2) . . . . ?
C25 C24 C28 C33 138.32(17) . . . . ?
N4 C24 C28 C29 145.41(15) . . . . ?
C25 C24 C28 C29 -39.6(2) . . . . ?
C33 C28 C29 C30 1.1(2) . . . . ?
C24 C28 C29 C30 179.08(15) . . . . ?
C28 C29 C30 C31 -0.2(3) . . . . ?
C29 C30 C31 C32 -0.2(3) . . . . ?
C30 C31 C32 C33 -0.4(3) . . . . ?
C31 C32 C33 C28 1.5(3) . . . . ?
C29 C28 C33 C32 -1.8(2) . . . . ?
C24 C28 C33 C32 -179.76(15) . . . . ?
N6 N5 C36 C35 1.15(17) . . . . ?
B1 N5 C36 C35 -179.57(14) . . . . ?
N6 N5 C36 C37 -176.15(14) . . . . ?
B1 N5 C36 C37 3.1(3) . . . . ?
N5 C36 C35 C34 -0.36(18) . . . . ?
C37 C36 C35 C34 176.68(16) . . . . ?
N5 N6 C34 C35 1.24(16) . . . . ?
Ni1 N6 C34 C35 -168.28(11) . . . . ?
N5 N6 C34 C38 -176.56(13) . . . . ?
Ni1 N6 C34 C38 13.9(2) . . . . ?
C36 C35 C34 N6 -0.56(17) . . . . ?
C36 C35 C34 C38 177.13(15) . . . . ?
N6 C34 C38 C43 -149.91(15) . . . . ?
C35 C34 C38 C43 32.7(2) . . . . ?
N6 C34 C38 C39 31.9(2) . . . . ?
C35 C34 C38 C39 -145.49(17) . . . . ?
C43 C38 C39 C40 -0.1(2) . . . . ?
C34 C38 C39 C40 178.14(15) . . . . ?
C38 C39 C40 C41 0.0(3) . . . . ?
C39 C40 C41 C42 -0.1(3) . . . . ?
C40 C41 C42 C43 0.1(3) . . . . ?
C41 C42 C43 C38 -0.1(3) . . . . ?
C39 C38 C43 C42 0.1(2) . . . . ?
C34 C38 C43 C42 -178.15(15) . . . . ?
C26 N3 B1 N5 -126.74(16) . . . . ?
N4 N3 B1 N5 53.30(18) . . . . ?
C26 N3 B1 N2 116.15(17) . . . . ?
N4 N3 B1 N2 -63.82(17) . . . . ?
C36 N5 B1 N3 127.79(16) . . . . ?
N6 N5 B1 N3 -52.99(18) . . . . ?
C36 N5 B1 N2 -114.42(17) . . . . ?
N6 N5 B1 N2 64.80(16) . . . . ?
C14 N2 B1 N3 -131.60(16) . . . . ?
N1 N2 B1 N3 57.28(17) . . . . ?
C14 N2 B1 N5 110.82(17) . . . . ?
N1 N2 B1 N5 -60.30(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.901
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.066
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# 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_t16_shTpNiOAc_a
_database_code_depnum_ccdc_archive 'CCDC 1582026'
_audit_update_record             
;
2017-10-25 deposited with the CCDC.
2017-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H25 B N6 Ni O2, C2 H3 N'
_chemical_formula_sum            'C19 H28 B N7 Ni O2'
_chemical_formula_weight         456.00

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   8.5167(3)
_cell_length_b                   14.3456(3)
_cell_length_c                   18.3576(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.856(2)
_cell_angle_gamma                90
_cell_volume                     2241.70(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    54143
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      29.52

_exptl_crystal_description       cube
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_absorpt_coefficient_mu    0.895
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 360 frames, detector distance = 100 mm
;
_diffrn_reflns_number            41326
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.317
_diffrn_reflns_theta_max         29.195
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6032
_reflns_number_gt                5217
_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0390P)²+0.2468P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6032
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0657
_refine_ls_wR_factor_gt          0.0639
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
Ni1 Ni 0.68982(2) 0.67933(2) 0.68251(2) 0.01146(5) Uani 1 1 d . . . . .
H1 H 0.5028(16) 0.7391(10) 0.4735(7) 0.013(3) Uiso 1 1 d . . . . .
N1 N 0.41939(11) 0.71308(7) 0.58312(5) 0.01505(18) Uani 1 1 d . . . . .
C1 C 0.18344(16) 0.75153(10) 0.50405(7) 0.0275(3) Uani 1 1 d . . . . .
H1A H 0.2194 0.8124 0.4907 0.041 Uiso 1 1 calc R U . . .
H1B H 0.0718 0.7529 0.5096 0.041 Uiso 1 1 calc R U . . .
H1C H 0.2085 0.7077 0.4666 0.041 Uiso 1 1 calc R U . . .
O1 O 0.90236(9) 0.68031(6) 0.74534(4) 0.01692(16) Uani 1 1 d . . . . .
B1 B 0.55259(15) 0.72320(9) 0.52865(7) 0.0158(2) Uani 1 1 d . . . . .
O2 O 0.68849(9) 0.74438(6) 0.78605(4) 0.01606(16) Uani 1 1 d . . . . .
N2 N 0.45629(11) 0.68800(6) 0.65345(5) 0.01424(17) Uani 1 1 d . . . . .
C2 C 0.26207(14) 0.72279(8) 0.57424(6) 0.0188(2) Uani 1 1 d . . . . .
N4 N 0.73547(11) 0.80062(6) 0.62231(5) 0.01509(18) Uani 1 1 d . . . . .
C4 C 0.32074(13) 0.68092(8) 0.68803(6) 0.0170(2) Uani 1 1 d . . . . .
C3 C 0.19513(14) 0.70215(8) 0.63976(7) 0.0200(2) Uani 1 1 d . . . . .
H3 H 0.0888 0.7023 0.6498 0.024 Uiso 1 1 calc R U . . .
N3 N 0.66015(11) 0.80456(6) 0.55502(5) 0.01539(18) Uani 1 1 d . . . . .
C5 C 0.31467(15) 0.65654(10) 0.76708(7) 0.0247(3) Uani 1 1 d . . . . .
H5A H 0.3094 0.5900 0.7723 0.037 Uiso 1 1 calc R U . . .
H5B H 0.2234 0.6844 0.7874 0.037 Uiso 1 1 calc R U . . .
H5C H 0.4073 0.6795 0.7923 0.037 Uiso 1 1 calc R U . . .
N5 N 0.65025(11) 0.63278(6) 0.52854(5) 0.01464(18) Uani 1 1 d . . . . .
N6 N 0.73619(11) 0.60850(6) 0.59010(5) 0.01484(18) Uani 1 1 d . . . . .
C6 C 0.62649(17) 0.91323(9) 0.44861(7) 0.0262(3) Uani 1 1 d . . . . .
H6A H 0.6778 0.9686 0.4321 0.039 Uiso 1 1 calc R U . . .
H6B H 0.5161 0.9251 0.4523 0.039 Uiso 1 1 calc R U . . .
H6C H 0.6420 0.8636 0.4145 0.039 Uiso 1 1 calc R U . . .
C7 C 0.69438(15) 0.88584(8) 0.52171(6) 0.0198(2) Uani 1 1 d . . . . .
N7 N 0.64468(11) 0.55306(7) 0.73764(5) 0.01651(18) Uani 1 1 d . . . . .
C8 C 0.79483(15) 0.93506(8) 0.56784(7) 0.0228(2) Uani 1 1 d . . . . .
H8 H 0.8387 0.9933 0.5593 0.027 Uiso 1 1 calc R U . . .
C9 C 0.81753(14) 0.87963(8) 0.63018(6) 0.0185(2) Uani 1 1 d . . . . .
C10 C 0.91391(15) 0.90229(9) 0.69732(7) 0.0239(2) Uani 1 1 d . . . . .
H10A H 0.9930 0.8553 0.7051 0.036 Uiso 1 1 calc R U . . .
H10B H 0.8473 0.9042 0.7385 0.036 Uiso 1 1 calc R U . . .
H10C H 0.9633 0.9619 0.6915 0.036 Uiso 1 1 calc R U . . .
C11 C 0.59247(15) 0.57212(9) 0.40232(6) 0.0210(2) Uani 1 1 d . . . . .
H11A H 0.6139 0.6305 0.3791 0.031 Uiso 1 1 calc R U . . .
H11B H 0.4813 0.5657 0.4079 0.031 Uiso 1 1 calc R U . . .
H11C H 0.6297 0.5219 0.3729 0.031 Uiso 1 1 calc R U . . .
C12 C 0.67407(13) 0.56932(8) 0.47544(6) 0.0163(2) Uani 1 1 d . . . . .
C13 C 0.77922(14) 0.50399(8) 0.50325(6) 0.0189(2) Uani 1 1 d . . . . .
H13 H 0.8185 0.4525 0.4790 0.023 Uiso 1 1 calc R U . . .
C14 C 0.81466(13) 0.53091(8) 0.57520(6) 0.0165(2) Uani 1 1 d . . . . .
C15 C 0.91837(15) 0.48440(8) 0.63145(7) 0.0214(2) Uani 1 1 d . . . . .
H15A H 1.0093 0.4596 0.6088 0.032 Uiso 1 1 calc R U . . .
H15B H 0.8618 0.4347 0.6538 0.032 Uiso 1 1 calc R U . . .
H15C H 0.9506 0.5290 0.6679 0.032 Uiso 1 1 calc R U . . .
C16 C 0.83036(13) 0.71990(8) 0.79580(6) 0.0153(2) Uani 1 1 d . . . . .
C17 C 0.91496(15) 0.73721(9) 0.86762(7) 0.0223(2) Uani 1 1 d . . . . .
H17A H 1.0089 0.7722 0.8598 0.033 Uiso 1 1 calc R U . . .
H17B H 0.9419 0.6787 0.8901 0.033 Uiso 1 1 calc R U . . .
H17C H 0.8481 0.7718 0.8989 0.033 Uiso 1 1 calc R U . . .
C18 C 0.60904(13) 0.48627(8) 0.76591(6) 0.0165(2) Uani 1 1 d . . . . .
C19 C 0.56032(17) 0.40150(9) 0.80210(8) 0.0292(3) Uani 1 1 d . . . . .
H19A H 0.5007 0.3634 0.7683 0.044 Uiso 1 1 calc R U . . .
H19B H 0.4966 0.4172 0.8425 0.044 Uiso 1 1 calc R U . . .
H19C H 0.6515 0.3678 0.8195 0.044 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N6 2.0271(9) . ?
Ni1 N2 2.0462(10) . ?
Ni1 N4 2.1042(9) . ?
Ni1 O1 2.1147(8) . ?
Ni1 N7 2.1163(10) . ?
Ni1 O2 2.1179(8) . ?
Ni1 C16 2.4364(11) . ?
N1 C2 1.3517(15) . ?
N1 N2 1.3671(13) . ?
N1 B1 1.5432(16) . ?
C1 C2 1.4909(17) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
O1 C16 1.2624(14) . ?
B1 N5 1.5408(15) . ?
B1 N3 1.5515(16) . ?
B1 H1 1.110(13) . ?
O2 C16 1.2654(14) . ?
N2 C4 1.3392(14) . ?
C2 C3 1.3798(17) . ?
N4 C9 1.3370(15) . ?
N4 N3 1.3746(13) . ?
C4 C3 1.4003(16) . ?
C4 C5 1.4953(16) . ?
C3 H3 0.9300 . ?
N3 C7 1.3527(14) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
N5 C12 1.3539(14) . ?
N5 N6 1.3714(13) . ?
N6 C14 1.3312(14) . ?
C6 C7 1.4965(17) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.3785(18) . ?
N7 C18 1.1356(15) . ?
C8 C9 1.4018(16) . ?
C8 H8 0.9300 . ?
C9 C10 1.4943(17) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.4920(16) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.3825(17) . ?
C13 C14 1.3996(16) . ?
C13 H13 0.9300 . ?
C14 C15 1.4942(16) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.5025(16) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.4527(16) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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
N6 Ni1 N2 91.52(4) . . ?
N6 Ni1 N4 86.03(4) . . ?
N2 Ni1 N4 90.43(4) . . ?
N6 Ni1 O1 105.86(3) . . ?
N2 Ni1 O1 161.69(3) . . ?
N4 Ni1 O1 96.40(3) . . ?
N6 Ni1 N7 90.83(4) . . ?
N2 Ni1 N7 89.23(4) . . ?
N4 Ni1 N7 176.83(4) . . ?
O1 Ni1 N7 84.86(3) . . ?
N6 Ni1 O2 168.16(4) . . ?
N2 Ni1 O2 100.01(3) . . ?
N4 Ni1 O2 96.51(3) . . ?
O1 Ni1 O2 62.41(3) . . ?
N7 Ni1 O2 86.65(3) . . ?
N6 Ni1 C16 136.92(4) . . ?
N2 Ni1 C16 130.88(4) . . ?
N4 Ni1 C16 99.02(4) . . ?
O1 Ni1 C16 31.20(3) . . ?
N7 Ni1 C16 83.57(4) . . ?
O2 Ni1 C16 31.28(3) . . ?
C2 N1 N2 109.74(9) . . ?
C2 N1 B1 131.20(10) . . ?
N2 N1 B1 119.04(9) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 O1 Ni1 88.61(7) . . ?
N5 B1 N1 109.26(9) . . ?
N5 B1 N3 108.69(9) . . ?
N1 B1 N3 107.91(9) . . ?
N5 B1 H1 111.2(7) . . ?
N1 B1 H1 110.1(7) . . ?
N3 B1 H1 109.6(7) . . ?
C16 O2 Ni1 88.39(6) . . ?
C4 N2 N1 106.99(9) . . ?
C4 N2 Ni1 135.84(8) . . ?
N1 N2 Ni1 117.00(7) . . ?
N1 C2 C3 107.98(10) . . ?
N1 C2 C1 123.27(11) . . ?
C3 C2 C1 128.76(11) . . ?
C9 N4 N3 106.82(9) . . ?
C9 N4 Ni1 138.51(8) . . ?
N3 N4 Ni1 114.66(7) . . ?
N2 C4 C3 109.65(10) . . ?
N2 C4 C5 122.35(10) . . ?
C3 C4 C5 127.97(11) . . ?
C2 C3 C4 105.64(10) . . ?
C2 C3 H3 127.2 . . ?
C4 C3 H3 127.2 . . ?
C7 N3 N4 109.91(9) . . ?
C7 N3 B1 129.88(10) . . ?
N4 N3 B1 120.20(9) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C12 N5 N6 109.52(9) . . ?
C12 N5 B1 131.34(10) . . ?
N6 N5 B1 119.11(9) . . ?
C14 N6 N5 107.52(9) . . ?
C14 N6 Ni1 134.73(8) . . ?
N5 N6 Ni1 116.68(7) . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 C8 107.60(10) . . ?
N3 C7 C6 123.30(11) . . ?
C8 C7 C6 129.08(11) . . ?
C18 N7 Ni1 174.93(10) . . ?
C7 C8 C9 106.11(10) . . ?
C7 C8 H8 126.9 . . ?
C9 C8 H8 126.9 . . ?
N4 C9 C8 109.56(11) . . ?
N4 C9 C10 123.01(10) . . ?
C8 C9 C10 127.41(11) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 C13 107.48(10) . . ?
N5 C12 C11 123.60(10) . . ?
C13 C12 C11 128.89(10) . . ?
C12 C13 C14 106.19(10) . . ?
C12 C13 H13 126.9 . . ?
C14 C13 H13 126.9 . . ?
N6 C14 C13 109.28(10) . . ?
N6 C14 C15 121.39(10) . . ?
C13 C14 C15 129.31(10) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C16 O2 120.35(10) . . ?
O1 C16 C17 119.19(10) . . ?
O2 C16 C17 120.45(10) . . ?
O1 C16 Ni1 60.19(6) . . ?
O2 C16 Ni1 60.33(6) . . ?
C17 C16 Ni1 175.51(8) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N7 C18 C19 178.88(13) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_refine_diff_density_max         0.363
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
