# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_s_0m
_database_code_depnum_ccdc_archive 'CCDC 1511152'
_audit_update_record             
;
2016-10-23 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H50 N6 Ni O5'
_chemical_formula_weight         909.70

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

_symmetry_cell_setting           'Monoclinic '
_symmetry_space_group_name_H-M   'P 21/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                   10.334(2)
_cell_length_b                   15.835(3)
_cell_length_c                   28.718(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.504(6)
_cell_angle_gamma                90.00
_cell_volume                     4569.5(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6396
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      26.50

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1912
_exptl_absorpt_coefficient_mu    0.481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8692
_exptl_absorpt_correction_T_max  0.9314
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23095
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         25.05
_reflns_number_total             8089
_reflns_number_gt                6090
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0800P)²+0.0785P] 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         8089
_refine_ls_number_parameters     594
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1281
_refine_ls_wR_factor_gt          0.1094
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
C1 C 0.4342(2) 0.69901(15) -0.06938(8) 0.0281(5) Uani 1 1 d . . .
C2 C 0.4895(2) 0.70542(16) -0.11293(8) 0.0306(5) Uani 1 1 d . . .
C3 C 0.5262(2) 0.63424(18) -0.13537(9) 0.0408(6) Uani 1 1 d . . .
H3 H 0.5171 0.5808 -0.1231 0.049 Uiso 1 1 calc R . .
C4 C 0.5762(3) 0.6427(2) -0.17569(9) 0.0509(7) Uani 1 1 d . . .
H4 H 0.6001 0.5949 -0.1905 0.061 Uiso 1 1 calc R . .
C5 C 0.5907(3) 0.7206(2) -0.19409(10) 0.0546(8) Uani 1 1 d . . .
H5 H 0.6230 0.7255 -0.2216 0.066 Uiso 1 1 calc R . .
C6 C 0.5577(3) 0.7917(2) -0.17206(10) 0.0510(7) Uani 1 1 d . . .
H6 H 0.5694 0.8448 -0.1842 0.061 Uiso 1 1 calc R . .
C7 C 0.5068(2) 0.78418(18) -0.13156(9) 0.0379(6) Uani 1 1 d . . .
H7 H 0.4841 0.8325 -0.1168 0.045 Uiso 1 1 calc R . .
C8 C 0.3199(2) 0.55309(16) -0.00180(8) 0.0322(5) Uani 1 1 d . . .
C9 C 0.3289(3) 0.47180(16) -0.02759(9) 0.0460(7) Uani 1 1 d . . .
H9A H 0.2446 0.4599 -0.0490 0.069 Uiso 1 1 calc R . .
H9B H 0.3518 0.4268 -0.0047 0.069 Uiso 1 1 calc R . .
H9C H 0.3960 0.4766 -0.0456 0.069 Uiso 1 1 calc R . .
C10 C 0.2733(2) 0.54595(15) 0.04307(8) 0.0336(6) Uani 1 1 d . . .
C11 C 0.3422(2) 0.57990(16) 0.08527(9) 0.0366(6) Uani 1 1 d . . .
H11 H 0.4189 0.6109 0.0858 0.044 Uiso 1 1 calc R . .
C12 C 0.2995(3) 0.56897(17) 0.12830(9) 0.0424(6) Uani 1 1 d . . .
C13 C 0.1818(3) 0.52346(18) 0.12698(10) 0.0494(7) Uani 1 1 d . . .
C14 C 0.1117(3) 0.4896(2) 0.08286(11) 0.0562(8) Uani 1 1 d . . .
H14 H 0.0325 0.4607 0.0813 0.067 Uiso 1 1 calc R . .
C15 C 0.1576(3) 0.49855(18) 0.04273(10) 0.0472(7) Uani 1 1 d . . .
H15 H 0.1122 0.4730 0.0145 0.057 Uiso 1 1 calc R . .
C16 C 0.1384(4) 0.5118(2) 0.16974(13) 0.0701(10) Uani 1 1 d . . .
H16 H 0.0607 0.4817 0.1692 0.084 Uiso 1 1 calc R . .
C17 C 0.2095(4) 0.5444(3) 0.21149(13) 0.0817(12) Uani 1 1 d . . .
H17 H 0.1802 0.5365 0.2394 0.098 Uiso 1 1 calc R . .
C18 C 0.3266(4) 0.5896(2) 0.21312(12) 0.0765(11) Uani 1 1 d . . .
H18 H 0.3742 0.6120 0.2420 0.092 Uiso 1 1 calc R . .
C19 C 0.3714(3) 0.6011(2) 0.17253(10) 0.0595(8) Uani 1 1 d . . .
H19 H 0.4502 0.6305 0.1741 0.071 Uiso 1 1 calc R . .
C20 C 0.5320(2) 0.81664(15) 0.07850(7) 0.0282(5) Uani 1 1 d . . .
C21 C 0.6414(2) 0.81537(15) 0.12298(8) 0.0284(5) Uani 1 1 d . . .
C22 C 0.6668(3) 0.74237(16) 0.14937(10) 0.0422(6) Uani 1 1 d . . .
H22 H 0.6199 0.6935 0.1381 0.051 Uiso 1 1 calc R . .
C23 C 0.7606(3) 0.74009(19) 0.19230(10) 0.0514(8) Uani 1 1 d . . .
H23 H 0.7745 0.6905 0.2101 0.062 Uiso 1 1 calc R . .
C24 C 0.8334(3) 0.8108(2) 0.20868(9) 0.0483(7) Uani 1 1 d . . .
H24 H 0.8957 0.8098 0.2379 0.058 Uiso 1 1 calc R . .
C25 C 0.8134(3) 0.88319(19) 0.18165(9) 0.0477(7) Uani 1 1 d . . .
H25 H 0.8651 0.9307 0.1920 0.057 Uiso 1 1 calc R . .
C26 C 0.7175(2) 0.88597(17) 0.13935(9) 0.0390(6) Uani 1 1 d . . .
H26 H 0.7038 0.9357 0.1216 0.047 Uiso 1 1 calc R . .
C27 C 0.3243(2) 0.95889(15) 0.00970(8) 0.0306(5) Uani 1 1 d . . .
C28 C 0.3703(3) 1.04034(16) 0.03500(9) 0.0456(7) Uani 1 1 d . . .
H28A H 0.3287 1.0475 0.0613 0.068 Uiso 1 1 calc R . .
H28B H 0.3465 1.0866 0.0130 0.068 Uiso 1 1 calc R . .
H28C H 0.4652 1.0390 0.0468 0.068 Uiso 1 1 calc R . .
C29 C 0.2167(2) 0.96397(15) -0.03452(8) 0.0310(5) Uani 1 1 d . . .
C30 C 0.2234(2) 0.92295(15) -0.07591(8) 0.0331(5) Uani 1 1 d . . .
H30 H 0.2984 0.8909 -0.0766 0.040 Uiso 1 1 calc R . .
C31 C 0.1193(2) 0.92812(16) -0.11758(8) 0.0361(6) Uani 1 1 d . . .
C32 C 0.0042(2) 0.97533(17) -0.11599(9) 0.0412(6) Uani 1 1 d . . .
C33 C 0.0016(3) 1.01932(19) -0.07380(9) 0.0482(7) Uani 1 1 d . . .
H33 H -0.0728 1.0515 -0.0725 0.058 Uiso 1 1 calc R . .
C34 C 0.1052(2) 1.01590(17) -0.03484(9) 0.0406(6) Uani 1 1 d . . .
H34 H 0.1028 1.0481 -0.0080 0.049 Uiso 1 1 calc R . .
C35 C -0.1037(3) 0.9757(2) -0.15656(10) 0.0592(8) Uani 1 1 d . . .
H35 H -0.1806 1.0055 -0.1556 0.071 Uiso 1 1 calc R . .
C36 C -0.0964(3) 0.9332(2) -0.19691(11) 0.0659(9) Uani 1 1 d . . .
H36 H -0.1685 0.9338 -0.2233 0.079 Uiso 1 1 calc R . .
C37 C 0.0188(3) 0.8887(2) -0.19908(10) 0.0606(9) Uani 1 1 d . . .
H37 H 0.0233 0.8603 -0.2270 0.073 Uiso 1 1 calc R . .
C38 C 0.1240(3) 0.88644(18) -0.16073(9) 0.0468(7) Uani 1 1 d . . .
H38 H 0.2003 0.8571 -0.1628 0.056 Uiso 1 1 calc R . .
C39 C 0.1034(2) 0.73658(15) -0.08693(9) 0.0348(6) Uani 1 1 d . . .
H39 H 0.1708 0.7352 -0.1034 0.042 Uiso 1 1 calc R . .
C40 C -0.0277(3) 0.72791(18) -0.11309(10) 0.0454(7) Uani 1 1 d . . .
H40 H -0.0465 0.7206 -0.1461 0.054 Uiso 1 1 calc R . .
C41 C -0.1269(3) 0.73021(19) -0.08984(11) 0.0515(8) Uani 1 1 d . . .
H41 H -0.2149 0.7256 -0.1069 0.062 Uiso 1 1 calc R . .
C42 C -0.0973(2) 0.73961(16) -0.03978(10) 0.0400(6) Uani 1 1 d . . .
C43 C 0.0367(2) 0.74606(13) -0.01650(9) 0.0294(5) Uani 1 1 d . . .
C44 C -0.1947(3) 0.74057(19) -0.01186(13) 0.0542(8) Uani 1 1 d . . .
H44 H -0.2843 0.7366 -0.0272 0.065 Uiso 1 1 calc R . .
C45 C -0.1598(3) 0.74709(18) 0.03592(13) 0.0545(8) Uani 1 1 d . . .
H45 H -0.2257 0.7473 0.0531 0.065 Uiso 1 1 calc R . .
C46 C -0.0242(3) 0.75364(16) 0.06083(10) 0.0430(7) Uani 1 1 d . . .
C47 C 0.0192(3) 0.76186(19) 0.11065(11) 0.0553(8) Uani 1 1 d . . .
H47 H -0.0424 0.7620 0.1296 0.066 Uiso 1 1 calc R . .
C48 C 0.1502(3) 0.7696(2) 0.13111(10) 0.0558(8) Uani 1 1 d . . .
H48 H 0.1791 0.7766 0.1641 0.067 Uiso 1 1 calc R . .
C49 C 0.2421(3) 0.76687(17) 0.10221(9) 0.0419(6) Uani 1 1 d . . .
H49 H 0.3321 0.7715 0.1168 0.050 Uiso 1 1 calc R . .
C50 C 0.0744(2) 0.75293(14) 0.03463(9) 0.0316(5) Uani 1 1 d . . .
C51 C 0.5396(4) 0.4355(3) 0.30635(13) 0.0988(15) Uani 1 1 d . . .
H51A H 0.4447 0.4391 0.2952 0.148 Uiso 1 1 calc R . .
H51B H 0.5659 0.3773 0.3101 0.148 Uiso 1 1 calc R . .
H51C H 0.5812 0.4618 0.2835 0.148 Uiso 1 1 calc R . .
C52 C 0.7575(4) 0.5197(3) 0.15586(14) 0.1064(16) Uani 1 1 d . . .
H52A H 0.8174 0.5297 0.1864 0.160 Uiso 1 1 calc R . .
H52B H 0.6681 0.5157 0.1599 0.160 Uiso 1 1 calc R . .
H52C H 0.7635 0.5654 0.1345 0.160 Uiso 1 1 calc R . .
C53 C 0.8022(4) 0.3147(4) 0.23312(14) 0.1096(17) Uani 1 1 d . . .
H53A H 0.8302 0.2674 0.2539 0.164 Uiso 1 1 calc R . .
H53B H 0.7133 0.3053 0.2146 0.164 Uiso 1 1 calc R . .
H53C H 0.8043 0.3650 0.2520 0.164 Uiso 1 1 calc R . .
N1 N 0.39598(19) 0.62380(12) -0.05868(6) 0.0311(4) Uani 1 1 d . . .
N2 N 0.35008(17) 0.62578(12) -0.01587(6) 0.0286(4) Uani 1 1 d . . .
N3 N 0.47740(18) 0.89101(12) 0.06666(6) 0.0306(4) Uani 1 1 d . . .
N4 N 0.37328(18) 0.88640(12) 0.02475(6) 0.0279(4) Uani 1 1 d . . .
N5 N 0.13721(18) 0.74672(11) -0.03995(7) 0.0283(4) Uani 1 1 d . . .
N6 N 0.2069(2) 0.75803(12) 0.05532(7) 0.0313(5) Uani 1 1 d . . .
Ni1 Ni 0.33060(3) 0.755566(17) 0.005809(10) 0.02578(11) Uani 1 1 d . . .
O1 O 0.42699(16) 0.76719(10) -0.04677(6) 0.0321(4) Uani 1 1 d . . .
O2 O 0.49847(16) 0.74677(9) 0.05751(6) 0.0334(4) Uani 1 1 d . . .
O3 O 0.5771(4) 0.4747(3) 0.34804(10) 0.1304(14) Uani 1 1 d . . .
H3A H 0.5445 0.4508 0.3679 0.196 Uiso 1 1 calc R . .
O4 O 0.7921(2) 0.44378(14) 0.13649(8) 0.0658(6) Uani 1 1 d . . .
H4A H 0.7338 0.4309 0.1129 0.099 Uiso 1 1 calc R . .
O5 O 0.8867(3) 0.3240(2) 0.20284(10) 0.1050(10) Uani 1 1 d . . .
H5A H 0.8608 0.3630 0.1842 0.157 Uiso 1 1 calc R . .


_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
C1 O1 1.271(3) . ?
C1 N1 1.314(3) . ?
C1 C2 1.495(3) . ?
C2 C7 1.385(4) . ?
C2 C3 1.395(3) . ?
C3 C4 1.380(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 N2 1.282(3) . ?
C8 C10 1.482(3) . ?
C8 C9 1.499(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.365(3) . ?
C10 C15 1.409(3) . ?
C11 C12 1.416(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.407(4) . ?
C12 C19 1.408(4) . ?
C13 C14 1.410(4) . ?
C13 C16 1.415(4) . ?
C14 C15 1.353(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.354(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.398(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.363(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O2 1.269(3) . ?
C20 N3 1.316(3) . ?
C20 C21 1.495(3) . ?
C21 C22 1.374(3) . ?
C21 C26 1.384(3) . ?
C22 C23 1.380(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.370(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 N4 1.288(3) . ?
C27 C29 1.482(3) . ?
C27 C28 1.502(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.370(3) . ?
C29 C34 1.415(3) . ?
C30 C31 1.412(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.415(4) . ?
C31 C38 1.415(4) . ?
C32 C33 1.403(4) . ?
C32 C35 1.412(4) . ?
C33 C34 1.357(3) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C36 1.357(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.398(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.355(4) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 N5 1.322(3) . ?
C39 C40 1.394(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.348(4) . ?
C40 H40 0.9300 . ?
C41 C42 1.406(4) . ?
C41 H41 0.9300 . ?
C42 C43 1.394(3) . ?
C42 C44 1.426(4) . ?
C43 N5 1.363(3) . ?
C43 C50 1.433(3) . ?
C44 C45 1.339(5) . ?
C44 H44 0.9300 . ?
C45 C46 1.421(4) . ?
C45 H45 0.9300 . ?
C46 C50 1.400(3) . ?
C46 C47 1.402(4) . ?
C47 C48 1.349(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.400(4) . ?
C48 H48 0.9300 . ?
C49 N6 1.318(3) . ?
C49 H49 0.9300 . ?
C50 N6 1.362(3) . ?
C51 O3 1.323(4) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 O4 1.405(4) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 O5 1.377(4) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
N1 N2 1.418(2) . ?
N2 Ni1 2.170(2) . ?
N3 N4 1.417(2) . ?
N4 Ni1 2.1611(19) . ?
N5 Ni1 2.1247(19) . ?
N6 Ni1 2.123(2) . ?
Ni1 O1 2.0020(16) . ?
Ni1 O2 2.0076(16) . ?
O3 H3A 0.8200 . ?
O4 H4A 0.8200 . ?
O5 H5A 0.8200 . ?

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 C1 N1 126.4(2) . . ?
O1 C1 C2 116.7(2) . . ?
N1 C1 C2 116.9(2) . . ?
C7 C2 C3 118.4(2) . . ?
C7 C2 C1 119.6(2) . . ?
C3 C2 C1 122.0(2) . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C2 C7 C6 120.6(3) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
N2 C8 C10 119.7(2) . . ?
N2 C8 C9 124.6(2) . . ?
C10 C8 C9 115.7(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 118.8(2) . . ?
C11 C10 C8 122.3(2) . . ?
C15 C10 C8 118.8(2) . . ?
C10 C11 C12 121.5(2) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C13 C12 C19 118.7(3) . . ?
C13 C12 C11 118.9(3) . . ?
C19 C12 C11 122.5(3) . . ?
C12 C13 C14 118.6(2) . . ?
C12 C13 C16 119.4(3) . . ?
C14 C13 C16 122.0(3) . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C10 121.0(3) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
C17 C16 C13 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C13 C16 H16 119.9 . . ?
C16 C17 C18 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C12 120.7(3) . . ?
C18 C19 H19 119.7 . . ?
C12 C19 H19 119.7 . . ?
O2 C20 N3 127.2(2) . . ?
O2 C20 C21 117.5(2) . . ?
N3 C20 C21 115.2(2) . . ?
C22 C21 C26 118.2(2) . . ?
C22 C21 C20 119.5(2) . . ?
C26 C21 C20 122.4(2) . . ?
C21 C22 C23 121.3(3) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 119.4(2) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C24 C25 C26 120.5(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 120.5(2) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
N4 C27 C29 119.6(2) . . ?
N4 C27 C28 123.2(2) . . ?
C29 C27 C28 117.2(2) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C34 118.4(2) . . ?
C30 C29 C27 122.5(2) . . ?
C34 C29 C27 119.0(2) . . ?
C29 C30 C31 121.7(2) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C30 C31 C32 118.9(2) . . ?
C30 C31 C38 122.7(2) . . ?
C32 C31 C38 118.4(2) . . ?
C33 C32 C35 122.6(3) . . ?
C33 C32 C31 118.4(2) . . ?
C35 C32 C31 118.9(3) . . ?
C34 C33 C32 121.4(2) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C33 C34 C29 120.9(2) . . ?
C33 C34 H34 119.6 . . ?
C29 C34 H34 119.6 . . ?
C36 C35 C32 120.8(3) . . ?
C36 C35 H35 119.6 . . ?
C32 C35 H35 119.6 . . ?
C35 C36 C37 120.4(3) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C38 C37 C36 120.4(3) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C31 121.0(3) . . ?
C37 C38 H38 119.5 . . ?
C31 C38 H38 119.5 . . ?
N5 C39 C40 123.6(2) . . ?
N5 C39 H39 118.2 . . ?
C40 C39 H39 118.2 . . ?
C41 C40 C39 119.1(3) . . ?
C41 C40 H40 120.5 . . ?
C39 C40 H40 120.5 . . ?
C40 C41 C42 120.0(2) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 H41 120.0 . . ?
C43 C42 C41 116.9(2) . . ?
C43 C42 C44 118.8(3) . . ?
C41 C42 C44 124.2(3) . . ?
N5 C43 C42 123.3(2) . . ?
N5 C43 C50 116.7(2) . . ?
C42 C43 C50 119.9(2) . . ?
C45 C44 C42 121.4(3) . . ?
C45 C44 H44 119.3 . . ?
C42 C44 H44 119.3 . . ?
C44 C45 C46 121.3(3) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C50 C46 C47 116.7(3) . . ?
C50 C46 C45 119.0(3) . . ?
C47 C46 C45 124.3(3) . . ?
C48 C47 C46 120.1(3) . . ?
C48 C47 H47 119.9 . . ?
C46 C47 H47 119.9 . . ?
C47 C48 C49 119.3(3) . . ?
C47 C48 H48 120.4 . . ?
C49 C48 H48 120.4 . . ?
N6 C49 C48 123.0(3) . . ?
N6 C49 H49 118.5 . . ?
C48 C49 H49 118.5 . . ?
N6 C50 C46 123.3(2) . . ?
N6 C50 C43 117.2(2) . . ?
C46 C50 C43 119.6(2) . . ?
O3 C51 H51A 109.5 . . ?
O3 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
O3 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O4 C52 H52A 109.5 . . ?
O4 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
O4 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O5 C53 H53A 109.5 . . ?
O5 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
O5 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C1 N1 N2 111.27(18) . . ?
C8 N2 N1 114.11(19) . . ?
C8 N2 Ni1 135.57(16) . . ?
N1 N2 Ni1 109.99(13) . . ?
C20 N3 N4 111.61(18) . . ?
C27 N4 N3 113.59(18) . . ?
C27 N4 Ni1 136.80(15) . . ?
N3 N4 Ni1 109.45(13) . . ?
C39 N5 C43 116.9(2) . . ?
C39 N5 Ni1 128.71(16) . . ?
C43 N5 Ni1 114.19(15) . . ?
C49 N6 C50 117.5(2) . . ?
C49 N6 Ni1 128.35(17) . . ?
C50 N6 Ni1 114.09(16) . . ?
O1 Ni1 O2 93.90(7) . . ?
O1 Ni1 N6 170.73(7) . . ?
O2 Ni1 N6 93.30(7) . . ?
O1 Ni1 N5 95.82(7) . . ?
O2 Ni1 N5 168.07(7) . . ?
N6 Ni1 N5 77.81(8) . . ?
O1 Ni1 N4 89.62(6) . . ?
O2 Ni1 N4 77.88(6) . . ?
N6 Ni1 N4 86.18(7) . . ?
N5 Ni1 N4 109.03(7) . . ?
O1 Ni1 N2 77.00(7) . . ?
O2 Ni1 N2 91.40(6) . . ?
N6 Ni1 N2 108.67(7) . . ?
N5 Ni1 N2 84.09(7) . . ?
N4 Ni1 N2 162.33(7) . . ?
C1 O1 Ni1 113.96(15) . . ?
C20 O2 Ni1 112.58(14) . . ?
C51 O3 H3A 109.5 . . ?
C52 O4 H4A 109.5 . . ?
C53 O5 H5A 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C7 -11.7(3) . . . . ?
N1 C1 C2 C7 167.3(2) . . . . ?
O1 C1 C2 C3 167.4(2) . . . . ?
N1 C1 C2 C3 -13.6(3) . . . . ?
C7 C2 C3 C4 -1.2(4) . . . . ?
C1 C2 C3 C4 179.6(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 C6 1.1(4) . . . . ?
C4 C5 C6 C7 -1.4(4) . . . . ?
C3 C2 C7 C6 0.9(3) . . . . ?
C1 C2 C7 C6 -179.9(2) . . . . ?
C5 C6 C7 C2 0.3(4) . . . . ?
N2 C8 C10 C11 -51.9(3) . . . . ?
C9 C8 C10 C11 127.7(3) . . . . ?
N2 C8 C10 C15 131.6(2) . . . . ?
C9 C8 C10 C15 -48.8(3) . . . . ?
C15 C10 C11 C12 -0.4(4) . . . . ?
C8 C10 C11 C12 -176.9(2) . . . . ?
C10 C11 C12 C13 -1.3(4) . . . . ?
C10 C11 C12 C19 177.9(3) . . . . ?
C19 C12 C13 C14 -178.5(3) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C19 C12 C13 C16 0.5(4) . . . . ?
C11 C12 C13 C16 179.8(3) . . . . ?
C12 C13 C14 C15 1.7(4) . . . . ?
C16 C13 C14 C15 -177.3(3) . . . . ?
C13 C14 C15 C10 -3.6(5) . . . . ?
C11 C10 C15 C14 2.9(4) . . . . ?
C8 C10 C15 C14 179.5(3) . . . . ?
C12 C13 C16 C17 0.1(5) . . . . ?
C14 C13 C16 C17 179.1(3) . . . . ?
C13 C16 C17 C18 -0.1(6) . . . . ?
C16 C17 C18 C19 -0.5(6) . . . . ?
C17 C18 C19 C12 1.1(5) . . . . ?
C13 C12 C19 C18 -1.1(4) . . . . ?
C11 C12 C19 C18 179.6(3) . . . . ?
O2 C20 C21 C22 -24.4(3) . . . . ?
N3 C20 C21 C22 152.9(2) . . . . ?
O2 C20 C21 C26 156.8(2) . . . . ?
N3 C20 C21 C26 -25.9(3) . . . . ?
C26 C21 C22 C23 3.3(4) . . . . ?
C20 C21 C22 C23 -175.5(2) . . . . ?
C21 C22 C23 C24 -2.0(5) . . . . ?
C22 C23 C24 C25 -1.0(5) . . . . ?
C23 C24 C25 C26 2.6(4) . . . . ?
C24 C25 C26 C21 -1.2(4) . . . . ?
C22 C21 C26 C25 -1.7(4) . . . . ?
C20 C21 C26 C25 177.1(2) . . . . ?
N4 C27 C29 C30 -47.8(3) . . . . ?
C28 C27 C29 C30 132.5(3) . . . . ?
N4 C27 C29 C34 134.9(2) . . . . ?
C28 C27 C29 C34 -44.8(3) . . . . ?
C34 C29 C30 C31 -3.2(4) . . . . ?
C27 C29 C30 C31 179.5(2) . . . . ?
C29 C30 C31 C32 -1.5(4) . . . . ?
C29 C30 C31 C38 179.9(2) . . . . ?
C30 C31 C32 C33 3.8(4) . . . . ?
C38 C31 C32 C33 -177.6(2) . . . . ?
C30 C31 C32 C35 -175.7(2) . . . . ?
C38 C31 C32 C35 3.0(4) . . . . ?
C35 C32 C33 C34 178.1(3) . . . . ?
C31 C32 C33 C34 -1.3(4) . . . . ?
C32 C33 C34 C29 -3.5(4) . . . . ?
C30 C29 C34 C33 5.7(4) . . . . ?
C27 C29 C34 C33 -176.9(2) . . . . ?
C33 C32 C35 C36 179.1(3) . . . . ?
C31 C32 C35 C36 -1.5(4) . . . . ?
C32 C35 C36 C37 -0.4(5) . . . . ?
C35 C36 C37 C38 0.8(5) . . . . ?
C36 C37 C38 C31 0.7(5) . . . . ?
C30 C31 C38 C37 175.9(3) . . . . ?
C32 C31 C38 C37 -2.6(4) . . . . ?
N5 C39 C40 C41 0.3(4) . . . . ?
C39 C40 C41 C42 -1.2(4) . . . . ?
C40 C41 C42 C43 -0.1(4) . . . . ?
C40 C41 C42 C44 -178.3(3) . . . . ?
C41 C42 C43 N5 2.5(3) . . . . ?
C44 C42 C43 N5 -179.2(2) . . . . ?
C41 C42 C43 C50 -177.9(2) . . . . ?
C44 C42 C43 C50 0.4(3) . . . . ?
C43 C42 C44 C45 -0.3(4) . . . . ?
C41 C42 C44 C45 177.9(3) . . . . ?
C42 C44 C45 C46 0.2(4) . . . . ?
C44 C45 C46 C50 -0.2(4) . . . . ?
C44 C45 C46 C47 179.0(3) . . . . ?
C50 C46 C47 C48 0.7(4) . . . . ?
C45 C46 C47 C48 -178.5(3) . . . . ?
C46 C47 C48 C49 -1.8(5) . . . . ?
C47 C48 C49 N6 0.8(4) . . . . ?
C47 C46 C50 N6 1.4(4) . . . . ?
C45 C46 C50 N6 -179.3(2) . . . . ?
C47 C46 C50 C43 -179.0(2) . . . . ?
C45 C46 C50 C43 0.3(3) . . . . ?
N5 C43 C50 N6 -1.1(3) . . . . ?
C42 C43 C50 N6 179.2(2) . . . . ?
N5 C43 C50 C46 179.3(2) . . . . ?
C42 C43 C50 C46 -0.4(3) . . . . ?
O1 C1 N1 N2 -3.2(3) . . . . ?
C2 C1 N1 N2 177.95(17) . . . . ?
C10 C8 N2 N1 178.71(19) . . . . ?
C9 C8 N2 N1 -0.9(3) . . . . ?
C10 C8 N2 Ni1 -8.7(3) . . . . ?
C9 C8 N2 Ni1 171.69(18) . . . . ?
C1 N1 N2 C8 -175.47(19) . . . . ?
C1 N1 N2 Ni1 10.1(2) . . . . ?
O2 C20 N3 N4 -1.9(3) . . . . ?
C21 C20 N3 N4 -178.87(17) . . . . ?
C29 C27 N4 N3 178.56(18) . . . . ?
C28 C27 N4 N3 -1.8(3) . . . . ?
C29 C27 N4 Ni1 -6.6(3) . . . . ?
C28 C27 N4 Ni1 173.04(18) . . . . ?
C20 N3 N4 C27 -174.65(19) . . . . ?
C20 N3 N4 Ni1 9.1(2) . . . . ?
C40 C39 N5 C43 1.9(3) . . . . ?
C40 C39 N5 Ni1 177.10(19) . . . . ?
C42 C43 N5 C39 -3.3(3) . . . . ?
C50 C43 N5 C39 177.1(2) . . . . ?
C42 C43 N5 Ni1 -179.21(18) . . . . ?
C50 C43 N5 Ni1 1.2(2) . . . . ?
C48 C49 N6 C50 1.2(4) . . . . ?
C48 C49 N6 Ni1 178.4(2) . . . . ?
C46 C50 N6 C49 -2.3(3) . . . . ?
C43 C50 N6 C49 178.0(2) . . . . ?
C46 C50 N6 Ni1 -179.90(18) . . . . ?
C43 C50 N6 Ni1 0.5(2) . . . . ?
C49 N6 Ni1 O2 10.9(2) . . . . ?
C50 N6 Ni1 O2 -171.88(15) . . . . ?
C49 N6 Ni1 N5 -177.1(2) . . . . ?
C50 N6 Ni1 N5 0.10(15) . . . . ?
C49 N6 Ni1 N4 -66.7(2) . . . . ?
C50 N6 Ni1 N4 110.51(15) . . . . ?
C49 N6 Ni1 N2 103.5(2) . . . . ?
C50 N6 Ni1 N2 -79.29(16) . . . . ?
C39 N5 Ni1 O1 10.8(2) . . . . ?
C43 N5 Ni1 O1 -173.85(14) . . . . ?
C39 N5 Ni1 O2 -133.6(3) . . . . ?
C43 N5 Ni1 O2 41.7(4) . . . . ?
C39 N5 Ni1 N6 -176.0(2) . . . . ?
C43 N5 Ni1 N6 -0.68(14) . . . . ?
C39 N5 Ni1 N4 102.4(2) . . . . ?
C43 N5 Ni1 N4 -82.24(15) . . . . ?
C39 N5 Ni1 N2 -65.4(2) . . . . ?
C43 N5 Ni1 N2 109.91(15) . . . . ?
C27 N4 Ni1 O1 81.2(2) . . . . ?
N3 N4 Ni1 O1 -103.83(13) . . . . ?
C27 N4 Ni1 O2 175.3(2) . . . . ?
N3 N4 Ni1 O2 -9.76(13) . . . . ?
C27 N4 Ni1 N6 -90.5(2) . . . . ?
N3 N4 Ni1 N6 84.44(14) . . . . ?
C27 N4 Ni1 N5 -14.8(2) . . . . ?
N3 N4 Ni1 N5 160.15(13) . . . . ?
C27 N4 Ni1 N2 121.6(3) . . . . ?
N3 N4 Ni1 N2 -63.5(3) . . . . ?
C8 N2 Ni1 O1 177.0(2) . . . . ?
N1 N2 Ni1 O1 -10.19(13) . . . . ?
C8 N2 Ni1 O2 83.4(2) . . . . ?
N1 N2 Ni1 O2 -103.87(14) . . . . ?
C8 N2 Ni1 N6 -10.6(2) . . . . ?
N1 N2 Ni1 N6 162.18(13) . . . . ?
C8 N2 Ni1 N5 -85.6(2) . . . . ?
N1 N2 Ni1 N5 87.19(14) . . . . ?
C8 N2 Ni1 N4 135.4(2) . . . . ?
N1 N2 Ni1 N4 -51.8(3) . . . . ?
N1 C1 O1 Ni1 -6.4(3) . . . . ?
C2 C1 O1 Ni1 172.49(14) . . . . ?
O2 Ni1 O1 C1 99.32(15) . . . . ?
N5 Ni1 O1 C1 -73.76(15) . . . . ?
N4 Ni1 O1 C1 177.15(15) . . . . ?
N2 Ni1 O1 C1 8.79(14) . . . . ?
N3 C20 O2 Ni1 -7.2(3) . . . . ?
C21 C20 O2 Ni1 169.71(15) . . . . ?
O1 Ni1 O2 C20 97.67(15) . . . . ?
N6 Ni1 O2 C20 -76.48(16) . . . . ?
N5 Ni1 O2 C20 -117.8(3) . . . . ?
N4 Ni1 O2 C20 8.89(15) . . . . ?
N2 Ni1 O2 C20 174.73(15) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.124
####################################################################### 
# 
# 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_shi_0m
_database_code_depnum_ccdc_archive 'CCDC 1518021'
_audit_update_record             
;
2016-11-19 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;
_audit_creation_date             2016-11-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C50 H38 Co N6 O2, 3(C H4 O)'
_chemical_formula_sum            'C53 H50 Co N6 O5'
_chemical_formula_weight         909.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   10.360(6)
_cell_length_b                   15.843(9)
_cell_length_c                   28.627(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.660(18)
_cell_angle_gamma                90.00
_cell_volume                     4566(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3088
_cell_measurement_temperature    293
_cell_measurement_theta_max      20.334
_cell_measurement_theta_min      2.362
_exptl_absorpt_coefficient_mu    0.432
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'metallic light yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1908
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1018
_diffrn_reflns_av_unetI/netI     0.1056
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            30500
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.46
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4117
_reflns_number_total             7997
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.088
_refine_diff_density_min         -1.346
_refine_diff_density_rms         0.154
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     591
_refine_ls_number_reflns         7997
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1513
_refine_ls_R_factor_gt           0.0726
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1475P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1862
_refine_ls_wR_factor_ref         0.2539
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 O4(H4A), O3(H3A), O5(H5A)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25),
  C26(H26), C30(H30), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37),
 C38(H38), C39(H39), C40(H40), C41(H41), C46(H46), C47(H47), C48(H48), C49(H49),
  C50(H50)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C28(H28A,H28B,H28C), C52(H52A,H52B,H52C), C51(H51A,H51B,
 H51C), C53(H53A,H53B,H53C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Co1 Co 0.83494(6) 0.24367(4) 0.00565(2) 0.0363(3) Uani 1 d . . .
O1 O 0.9999(3) 0.2509(2) 0.05968(13) 0.0442(10) Uani 1 d . . .
O2 O 0.9272(4) 0.2344(2) -0.04843(14) 0.0437(10) Uani 1 d . . .
N1 N 0.8783(4) 0.1104(3) 0.02543(15) 0.0396(12) Uani 1 d . . .
N2 N 0.9816(4) 0.1056(2) 0.06751(14) 0.0394(12) Uani 1 d . . .
N3 N 0.8990(4) 0.3783(3) -0.05919(15) 0.0392(11) Uani 1 d . . .
N4 N 0.8542(4) 0.3761(3) -0.01698(16) 0.0392(12) Uani 1 d . . .
N5 N 0.7034(5) 0.2372(3) 0.05533(17) 0.0447(12) Uani 1 d . . .
N6 N 0.6346(4) 0.2569(3) -0.03929(17) 0.0411(12) Uani 1 d . . .
C1 C 1.0343(5) 0.1807(3) 0.07966(18) 0.0400(14) Uani 1 d . . .
C2 C 1.1435(5) 0.1816(3) 0.12489(19) 0.0400(14) Uani 1 d . . .
C3 C 1.2180(5) 0.1107(3) 0.1408(2) 0.0467(15) Uani 1 d . . .
H3 H 1.2034 0.0611 0.1230 0.056 Uiso 1 calc . . R
C4 C 1.3142(6) 0.1135(4) 0.1833(2) 0.0560(17) Uani 1 d . . .
H4 H 1.3648 0.0657 0.1938 0.067 Uiso 1 calc . . R
C5 C 1.3364(6) 0.1859(4) 0.2101(2) 0.0604(19) Uani 1 d . . .
H5 H 1.4006 0.1872 0.2389 0.073 Uiso 1 calc . . R
C6 C 1.2627(6) 0.2564(4) 0.1938(2) 0.0621(19) Uani 1 d . . .
H6 H 1.2761 0.3057 0.2119 0.074 Uiso 1 calc . . R
C7 C 1.1689(6) 0.2544(3) 0.1508(2) 0.0519(17) Uani 1 d . . .
H7 H 1.1224 0.3033 0.1393 0.062 Uiso 1 calc . . R
C8 C 0.8271(5) 0.0383(3) 0.01075(19) 0.0418(15) Uani 1 d . . .
C9 C 0.8704(6) -0.0432(3) 0.0359(2) 0.0557(18) Uani 1 d . . .
H9A H 0.9657 -0.0448 0.0456 0.083 Uiso 1 calc . . GR
H9B H 0.8391 -0.0893 0.0145 0.083 Uiso 1 calc . . GR
H9C H 0.8343 -0.0477 0.0638 0.083 Uiso 1 calc . . GR
C10 C 0.7193(5) 0.0355(3) -0.03397(19) 0.0397(14) Uani 1 d . . .
C11 C 0.7249(5) 0.0778(3) -0.07410(19) 0.0422(15) Uani 1 d . . .
H11 H 0.7997 0.1102 -0.0743 0.051 Uiso 1 calc . . R
C12 C 0.6206(6) 0.0747(3) -0.1163(2) 0.0475(16) Uani 1 d . . .
C13 C 0.5050(6) 0.0283(4) -0.1143(2) 0.0470(15) Uani 1 d . . .
C14 C 0.5034(6) -0.0165(4) -0.0727(2) 0.0573(18) Uani 1 d . . .
H14 H 0.4283 -0.0477 -0.0713 0.069 Uiso 1 calc . . R
C15 C 0.6078(6) -0.0158(4) -0.0344(2) 0.0510(16) Uani 1 d . . .
H15 H 0.6064 -0.0495 -0.0079 0.061 Uiso 1 calc . . R
C16 C 0.3967(6) 0.0293(4) -0.1551(2) 0.065(2) Uani 1 d . . .
H16 H 0.3195 -0.0003 -0.1547 0.077 Uiso 1 calc . . R
C17 C 0.4053(7) 0.0732(5) -0.1947(2) 0.075(2) Uani 1 d . . .
H17 H 0.3329 0.0737 -0.2210 0.090 Uiso 1 calc . . R
C18 C 0.5192(7) 0.1175(4) -0.1972(2) 0.0637(19) Uani 1 d . . .
H18 H 0.5234 0.1465 -0.2250 0.076 Uiso 1 calc . . R
C19 C 0.6248(6) 0.1181(4) -0.1583(2) 0.0542(17) Uani 1 d . . .
H19 H 0.7010 0.1480 -0.1598 0.065 Uiso 1 calc . . R
C20 C 0.9379(5) 0.3029(3) -0.07122(18) 0.0346(13) Uani 1 d . . .
C21 C 0.9922(5) 0.2974(3) -0.11425(18) 0.0363(13) Uani 1 d . . .
C22 C 1.0296(6) 0.3679(4) -0.1359(2) 0.0527(17) Uani 1 d . . .
H22 H 1.0210 0.4210 -0.1231 0.063 Uiso 1 calc . . R
C23 C 1.0795(6) 0.3612(5) -0.1763(2) 0.0619(19) Uani 1 d . . .
H23 H 1.1033 0.4094 -0.1907 0.074 Uiso 1 calc . . R
C24 C 1.0935(7) 0.2838(5) -0.1948(2) 0.068(2) Uani 1 d . . .
H24 H 1.1267 0.2796 -0.2222 0.082 Uiso 1 calc . . R
C25 C 1.0602(7) 0.2122(5) -0.1741(2) 0.0643(19) Uani 1 d . . .
H25 H 1.0717 0.1595 -0.1868 0.077 Uiso 1 calc . . R
C26 C 1.0089(6) 0.2191(4) -0.1339(2) 0.0510(16) Uani 1 d . . .
H26 H 0.9851 0.1705 -0.1198 0.061 Uiso 1 calc . . R
C27 C 0.8203(5) 0.4482(3) -0.0023(2) 0.0440(16) Uani 1 d . . .
C28 C 0.8298(6) 0.5293(3) -0.0292(2) 0.0584(18) Uani 1 d . . .
H28A H 0.9092 0.5286 -0.0410 0.088 Uiso 1 calc . . GR
H28B H 0.8325 0.5764 -0.0079 0.088 Uiso 1 calc . . GR
H28C H 0.7538 0.5343 -0.0557 0.088 Uiso 1 calc . . GR
C29 C 0.7736(5) 0.4535(3) 0.0419(2) 0.0409(14) Uani 1 d . . .
C30 C 0.8399(6) 0.4175(3) 0.0841(2) 0.0458(15) Uani 1 d . . .
H30 H 0.9158 0.3858 0.0846 0.055 Uiso 1 calc . . R
C31 C 0.7975(6) 0.4266(4) 0.1263(2) 0.0531(17) Uani 1 d . . .
C32 C 0.6784(7) 0.4713(4) 0.1253(3) 0.0602(18) Uani 1 d . . .
C33 C 0.6109(7) 0.5063(4) 0.0811(3) 0.069(2) Uani 1 d . . .
H33 H 0.5312 0.5346 0.0793 0.082 Uiso 1 calc . . R
C34 C 0.6587(6) 0.4999(4) 0.0410(3) 0.0595(19) Uani 1 d . . .
H34 H 0.6146 0.5267 0.0129 0.071 Uiso 1 calc . . R
C35 C 0.6357(9) 0.4809(5) 0.1676(3) 0.085(2) Uani 1 d . . .
H35 H 0.5581 0.5109 0.1670 0.102 Uiso 1 calc . . R
C36 C 0.7039(11) 0.4479(6) 0.2090(3) 0.099(3) Uani 1 d . . .
H36 H 0.6731 0.4547 0.2367 0.119 Uiso 1 calc . . R
C37 C 0.8220(10) 0.4031(5) 0.2110(3) 0.088(3) Uani 1 d . . .
H37 H 0.8696 0.3806 0.2400 0.106 Uiso 1 calc . . R
C38 C 0.8658(8) 0.3928(4) 0.1707(2) 0.070(2) Uani 1 d . . .
H38 H 0.9435 0.3624 0.1722 0.084 Uiso 1 calc . . R
C39 C 0.7379(6) 0.2275(4) 0.1018(2) 0.0488(15) Uani 1 d . . .
H39 H 0.8279 0.2228 0.1164 0.059 Uiso 1 calc . . R
C40 C 0.6483(8) 0.2238(4) 0.1306(2) 0.069(2) Uani 1 d . . .
H40 H 0.6781 0.2150 0.1635 0.082 Uiso 1 calc . . R
C41 C 0.5174(7) 0.2330(4) 0.1108(3) 0.0674(19) Uani 1 d . . .
H41 H 0.4560 0.2318 0.1298 0.081 Uiso 1 calc . . R
C42 C 0.4756(7) 0.2444(4) 0.0605(3) 0.0564(17) Uani 1 d . . .
C43 C 0.5734(5) 0.2451(3) 0.0344(2) 0.0416(14) Uani 1 d . . .
C44 C 0.5360(5) 0.2552(3) -0.0162(2) 0.0424(14) Uani 1 d . . .
C45 C 0.4030(5) 0.2626(3) -0.0393(2) 0.0488(16) Uani 1 d . . .
C46 C 0.3047(6) 0.2609(4) -0.0116(3) 0.0647(19) Uani 1 d . . .
H46 H 0.2157 0.2655 -0.0274 0.078 Uiso 1 calc . . R
C47 C 0.3372(6) 0.2528(4) 0.0371(3) 0.064(2) Uani 1 d . . .
H47 H 0.2721 0.2526 0.0546 0.077 Uiso 1 calc . . R
C48 C 0.3715(6) 0.2733(4) -0.0892(3) 0.062(2) Uani 1 d . . .
H48 H 0.2836 0.2777 -0.1063 0.074 Uiso 1 calc . . R
C49 C 0.4702(6) 0.2770(4) -0.1118(2) 0.0605(19) Uani 1 d . . .
H49 H 0.4510 0.2851 -0.1449 0.073 Uiso 1 calc . . R
C50 C 0.6018(6) 0.2687(3) -0.0862(2) 0.0475(15) Uani 1 d . . .
H50 H 0.6688 0.2715 -0.1027 0.057 Uiso 1 calc . . R
O4 O 0.6177(7) 0.1732(5) 0.2972(2) 0.128(2) Uani 1 d . . .
H4A H 0.6469 0.1371 0.3170 0.192 Uiso 1 d . . R
C52 C 0.7021(11) 0.1824(8) 0.2662(3) 0.137(4) Uani 1 d . . .
H52A H 0.7880 0.2005 0.2841 0.205 Uiso 1 calc . . GR
H52B H 0.6662 0.2238 0.2421 0.205 Uiso 1 calc . . GR
H52C H 0.7103 0.1294 0.2510 0.205 Uiso 1 calc . . GR
O3 O 0.9240(7) 0.0213(5) 0.1523(2) 0.142(3) Uani 1 d . . .
H3A H 0.9244 0.0562 0.1313 0.213 Uiso 1 d . . R
C51 C 0.9622(9) 0.0574(7) 0.1950(3) 0.116(3) Uani 1 d . . .
H51A H 0.9238 0.0278 0.2177 0.174 Uiso 1 calc . . GR
H51B H 0.9331 0.1151 0.1930 0.174 Uiso 1 calc . . GR
H51C H 1.0573 0.0555 0.2054 0.174 Uiso 1 calc . . GR
O5 O 0.2878(5) 0.5532(3) 0.13726(17) 0.0825(17) Uani 1 d . . .
H5A H 0.2429 0.5597 0.1104 0.124 Uiso 1 d . . R
C53 C 0.2513(10) 0.4781(5) 0.1566(3) 0.117(4) Uani 1 d . . .
H53A H 0.1661 0.4600 0.1381 0.176 Uiso 1 calc . . GR
H53B H 0.2464 0.4875 0.1893 0.176 Uiso 1 calc . . GR
H53C H 0.3162 0.4352 0.1558 0.176 Uiso 1 calc . . GR


_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
Co1 O1 2.019(3) . ?
Co1 O2 2.007(4) . ?
Co1 N1 2.205(4) . ?
Co1 N4 2.219(4) . ?
Co1 N5 2.193(5) . ?
Co1 N6 2.178(4) . ?
O1 C1 1.264(6) . ?
O2 C20 1.283(6) . ?
N1 N2 1.411(5) . ?
N1 C8 1.287(6) . ?
N2 C1 1.321(6) . ?
N3 N4 1.393(6) . ?
N3 C20 1.333(7) . ?
N4 C27 1.294(7) . ?
N5 C39 1.303(7) . ?
N5 C43 1.344(7) . ?
N6 C44 1.341(8) . ?
N6 C50 1.317(7) . ?
C1 C2 1.505(6) . ?
C2 C3 1.379(7) . ?
C2 C7 1.363(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.370(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.494(7) . ?
C8 C10 1.487(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.343(8) . ?
C10 C15 1.411(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.418(7) . ?
C12 C13 1.417(8) . ?
C12 C19 1.395(8) . ?
C13 C14 1.389(8) . ?
C13 C16 1.417(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.347(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.349(10) . ?
C17 H17 0.9300 . ?
C17 C18 1.390(10) . ?
C18 H18 0.9300 . ?
C18 C19 1.364(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.473(8) . ?
C21 C22 1.377(8) . ?
C21 C26 1.390(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.376(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.358(9) . ?
C24 H24 0.9300 . ?
C24 C25 1.362(10) . ?
C25 H25 0.9300 . ?
C25 C26 1.380(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.512(8) . ?
C27 C29 1.460(8) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.367(7) . ?
C29 C34 1.395(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.387(8) . ?
C31 C32 1.417(9) . ?
C31 C38 1.407(8) . ?
C32 C33 1.406(9) . ?
C32 C35 1.392(10) . ?
C33 H33 0.9300 . ?
C33 C34 1.356(10) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.335(11) . ?
C36 H36 0.9300 . ?
C36 C37 1.404(12) . ?
C37 H37 0.9300 . ?
C37 C38 1.345(11) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C39 C40 1.379(9) . ?
C40 H40 0.9300 . ?
C40 C41 1.349(10) . ?
C41 H41 0.9300 . ?
C41 C42 1.412(10) . ?
C42 C43 1.394(9) . ?
C42 C47 1.438(9) . ?
C43 C44 1.419(8) . ?
C44 C45 1.385(7) . ?
C45 C46 1.431(10) . ?
C45 C48 1.398(9) . ?
C46 H46 0.9300 . ?
C46 C47 1.360(10) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C48 C49 1.333(10) . ?
C49 H49 0.9300 . ?
C49 C50 1.393(7) . ?
C50 H50 0.9300 . ?
O4 H4A 0.8131 . ?
O4 C52 1.393(11) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
O3 H3A 0.8161 . ?
O3 C51 1.324(9) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
O5 H5A 0.8059 . ?
O5 C53 1.402(9) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 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
O1 Co1 N1 76.90(13) . . ?
O1 Co1 N4 92.95(13) . . ?
O1 Co1 N5 92.82(17) . . ?
O1 Co1 N6 164.32(17) . . ?
O2 Co1 O1 97.12(17) . . ?
O2 Co1 N1 91.32(16) . . ?
O2 Co1 N4 75.63(16) . . ?
O2 Co1 N5 168.22(14) . . ?
O2 Co1 N6 96.44(18) . . ?
N1 Co1 N4 162.49(17) . . ?
N5 Co1 N1 84.79(17) . . ?
N5 Co1 N4 110.24(17) . . ?
N6 Co1 N1 110.61(15) . . ?
N6 Co1 N4 82.84(15) . . ?
N6 Co1 N5 74.69(18) . . ?
C1 O1 Co1 113.2(3) . . ?
C20 O2 Co1 116.4(3) . . ?
N2 N1 Co1 109.8(3) . . ?
C8 N1 Co1 136.3(3) . . ?
C8 N1 N2 113.7(4) . . ?
C1 N2 N1 111.1(4) . . ?
C20 N3 N4 112.6(4) . . ?
N3 N4 Co1 110.4(3) . . ?
C27 N4 Co1 133.6(4) . . ?
C27 N4 N3 115.5(5) . . ?
C39 N5 Co1 127.2(4) . . ?
C39 N5 C43 118.1(6) . . ?
C43 N5 Co1 114.7(4) . . ?
C44 N6 Co1 116.0(4) . . ?
C50 N6 Co1 126.6(4) . . ?
C50 N6 C44 117.4(5) . . ?
O1 C1 N2 128.2(4) . . ?
O1 C1 C2 117.1(4) . . ?
N2 C1 C2 114.6(4) . . ?
C3 C2 C1 121.7(5) . . ?
C7 C2 C1 119.1(5) . . ?
C7 C2 C3 119.2(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(6) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.1(5) . . ?
C6 C5 H5 120.5 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.2(6) . . ?
C7 C6 H6 119.9 . . ?
C2 C7 C6 120.7(5) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
N1 C8 C9 123.7(4) . . ?
N1 C8 C10 118.3(4) . . ?
C10 C8 C9 117.9(4) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C8 123.1(5) . . ?
C11 C10 C15 118.8(5) . . ?
C15 C10 C8 118.1(5) . . ?
C10 C11 H11 118.9 . . ?
C10 C11 C12 122.2(5) . . ?
C12 C11 H11 118.9 . . ?
C13 C12 C11 117.7(6) . . ?
C19 C12 C11 122.9(6) . . ?
C19 C12 C13 119.3(5) . . ?
C14 C13 C12 118.7(5) . . ?
C14 C13 C16 123.0(6) . . ?
C16 C13 C12 118.2(6) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.6(6) . . ?
C15 C14 H14 119.2 . . ?
C10 C15 H15 119.7 . . ?
C14 C15 C10 120.7(6) . . ?
C14 C15 H15 119.7 . . ?
C13 C16 H16 119.9 . . ?
C17 C16 C13 120.1(6) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.0 . . ?
C16 C17 C18 121.9(6) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.2(6) . . ?
C19 C18 H18 120.4 . . ?
C12 C19 H19 119.4 . . ?
C18 C19 C12 121.2(6) . . ?
C18 C19 H19 119.4 . . ?
O2 C20 N3 124.0(5) . . ?
O2 C20 C21 118.1(5) . . ?
N3 C20 C21 117.9(5) . . ?
C22 C21 C20 122.2(5) . . ?
C22 C21 C26 117.8(6) . . ?
C26 C21 C20 120.0(5) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.1(6) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.6(7) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.4(7) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 120.5 . . ?
C24 C25 C26 119.0(7) . . ?
C26 C25 H25 120.5 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.1(6) . . ?
C25 C26 H26 119.4 . . ?
N4 C27 C28 122.0(6) . . ?
N4 C27 C29 120.2(5) . . ?
C29 C27 C28 117.8(5) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C27 122.9(5) . . ?
C30 C29 C34 118.9(6) . . ?
C34 C29 C27 118.2(5) . . ?
C29 C30 H30 119.0 . . ?
C29 C30 C31 122.1(6) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 C32 119.2(6) . . ?
C30 C31 C38 123.5(6) . . ?
C38 C31 C32 117.3(7) . . ?
C33 C32 C31 117.5(7) . . ?
C35 C32 C31 119.4(7) . . ?
C35 C32 C33 123.1(7) . . ?
C32 C33 H33 119.1 . . ?
C34 C33 C32 121.9(7) . . ?
C34 C33 H33 119.1 . . ?
C29 C34 H34 119.8 . . ?
C33 C34 C29 120.4(6) . . ?
C33 C34 H34 119.8 . . ?
C32 C35 H35 119.4 . . ?
C36 C35 C32 121.3(9) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.5(9) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 H37 120.2 . . ?
C38 C37 C36 119.6(8) . . ?
C38 C37 H37 120.2 . . ?
C31 C38 H38 119.0 . . ?
C37 C38 C31 121.9(8) . . ?
C37 C38 H38 119.0 . . ?
N5 C39 H39 118.2 . . ?
N5 C39 C40 123.6(6) . . ?
C40 C39 H39 118.2 . . ?
C39 C40 H40 120.1 . . ?
C41 C40 C39 119.8(6) . . ?
C41 C40 H40 120.1 . . ?
C40 C41 H41 120.7 . . ?
C40 C41 C42 118.6(7) . . ?
C42 C41 H41 120.7 . . ?
C41 C42 C47 121.3(7) . . ?
C43 C42 C41 117.4(6) . . ?
C43 C42 C47 121.3(6) . . ?
N5 C43 C42 122.7(6) . . ?
N5 C43 C44 117.9(6) . . ?
C42 C43 C44 119.4(5) . . ?
N6 C44 C43 116.7(5) . . ?
N6 C44 C45 123.5(6) . . ?
C45 C44 C43 119.8(6) . . ?
C44 C45 C46 119.5(6) . . ?
C44 C45 C48 117.5(6) . . ?
C48 C45 C46 123.0(6) . . ?
C45 C46 H46 118.9 . . ?
C47 C46 C45 122.3(6) . . ?
C47 C46 H46 118.9 . . ?
C42 C47 H47 121.2 . . ?
C46 C47 C42 117.7(7) . . ?
C46 C47 H47 121.2 . . ?
C45 C48 H48 120.6 . . ?
C49 C48 C45 118.7(5) . . ?
C49 C48 H48 120.6 . . ?
C48 C49 H49 119.8 . . ?
C48 C49 C50 120.5(6) . . ?
C50 C49 H49 119.8 . . ?
N6 C50 C49 122.3(6) . . ?
N6 C50 H50 118.8 . . ?
C49 C50 H50 118.8 . . ?
C52 O4 H4A 109.5 . . ?
O4 C52 H52A 109.5 . . ?
O4 C52 H52B 109.5 . . ?
O4 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C51 O3 H3A 109.6 . . ?
O3 C51 H51A 109.5 . . ?
O3 C51 H51B 109.5 . . ?
O3 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C53 O5 H5A 109.6 . . ?
O5 C53 H53A 109.5 . . ?
O5 C53 H53B 109.5 . . ?
O5 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 N2 4.7(8) . . . . ?
Co1 O1 C1 C2 -171.1(4) . . . . ?
Co1 O2 C20 N3 4.1(6) . . . . ?
Co1 O2 C20 C21 -173.7(3) . . . . ?
Co1 N1 N2 C1 -8.0(5) . . . . ?
Co1 N1 C8 C9 -172.1(5) . . . . ?
Co1 N1 C8 C10 8.3(9) . . . . ?
Co1 N4 C27 C28 -171.7(4) . . . . ?
Co1 N4 C27 C29 9.6(7) . . . . ?
Co1 N5 C39 C40 -179.8(5) . . . . ?
Co1 N5 C43 C42 -178.5(4) . . . . ?
Co1 N5 C43 C44 0.9(6) . . . . ?
Co1 N6 C44 C43 0.1(6) . . . . ?
Co1 N6 C44 C45 -179.9(4) . . . . ?
Co1 N6 C50 C49 -179.6(4) . . . . ?
O1 Co1 O2 C20 -98.2(3) . . . . ?
O1 Co1 N1 N2 8.0(3) . . . . ?
O1 Co1 N1 C8 -178.8(6) . . . . ?
O1 Co1 N4 N3 105.5(3) . . . . ?
O1 Co1 N4 C27 -83.0(4) . . . . ?
O1 Co1 N5 C39 -9.6(5) . . . . ?
O1 Co1 N5 C43 169.8(3) . . . . ?
O1 Co1 N6 C44 -37.9(8) . . . . ?
O1 Co1 N6 C50 140.2(6) . . . . ?
O1 C1 C2 C3 -158.5(6) . . . . ?
O1 C1 C2 C7 21.8(9) . . . . ?
O2 Co1 O1 C1 -96.4(4) . . . . ?
O2 Co1 N1 N2 105.0(3) . . . . ?
O2 Co1 N1 C8 -81.8(6) . . . . ?
O2 Co1 N4 N3 8.9(3) . . . . ?
O2 Co1 N4 C27 -179.6(5) . . . . ?
O2 Co1 N5 C39 138.0(7) . . . . ?
O2 Co1 N5 C43 -42.6(9) . . . . ?
O2 Co1 N6 C44 172.4(3) . . . . ?
O2 Co1 N6 C50 -9.6(4) . . . . ?
O2 C20 C21 C22 -168.1(4) . . . . ?
O2 C20 C21 C26 11.0(6) . . . . ?
N1 Co1 O1 C1 -6.7(4) . . . . ?
N1 Co1 O2 C20 -175.2(3) . . . . ?
N1 Co1 N4 N3 51.7(6) . . . . ?
N1 Co1 N4 C27 -136.8(5) . . . . ?
N1 Co1 N5 C39 66.9(5) . . . . ?
N1 Co1 N5 C43 -113.7(3) . . . . ?
N1 Co1 N6 C44 78.5(4) . . . . ?
N1 Co1 N6 C50 -103.5(4) . . . . ?
N1 N2 C1 O1 2.8(9) . . . . ?
N1 N2 C1 C2 178.7(5) . . . . ?
N1 C8 C10 C11 45.1(8) . . . . ?
N1 C8 C10 C15 -136.6(6) . . . . ?
N2 N1 C8 C9 0.9(8) . . . . ?
N2 N1 C8 C10 -178.7(5) . . . . ?
N2 C1 C2 C3 25.1(8) . . . . ?
N2 C1 C2 C7 -154.6(6) . . . . ?
N3 N4 C27 C28 -0.5(7) . . . . ?
N3 N4 C27 C29 -179.2(4) . . . . ?
N3 C20 C21 C22 13.9(7) . . . . ?
N3 C20 C21 C26 -167.0(4) . . . . ?
N4 Co1 O1 C1 -172.3(4) . . . . ?
N4 Co1 O2 C20 -7.0(3) . . . . ?
N4 Co1 N1 N2 63.8(6) . . . . ?
N4 Co1 N1 C8 -123.0(6) . . . . ?
N4 Co1 N5 C39 -103.8(5) . . . . ?
N4 Co1 N5 C43 75.6(4) . . . . ?
N4 Co1 N6 C44 -113.1(4) . . . . ?
N4 Co1 N6 C50 65.0(4) . . . . ?
N4 N3 C20 O2 4.4(6) . . . . ?
N4 N3 C20 C21 -177.7(4) . . . . ?
N4 C27 C29 C30 49.3(7) . . . . ?
N4 C27 C29 C34 -132.9(5) . . . . ?
N5 Co1 O1 C1 77.3(4) . . . . ?
N5 Co1 O2 C20 114.4(7) . . . . ?
N5 Co1 N1 N2 -86.1(3) . . . . ?
N5 Co1 N1 C8 87.1(6) . . . . ?
N5 Co1 N4 N3 -160.4(3) . . . . ?
N5 Co1 N4 C27 11.1(5) . . . . ?
N5 Co1 N6 C44 0.3(3) . . . . ?
N5 Co1 N6 C50 178.3(5) . . . . ?
N5 C39 C40 C41 -2.0(10) . . . . ?
N5 C43 C44 N6 -0.7(7) . . . . ?
N5 C43 C44 C45 179.3(5) . . . . ?
N6 Co1 O1 C1 113.9(6) . . . . ?
N6 Co1 O2 C20 73.9(3) . . . . ?
N6 Co1 N1 N2 -157.6(3) . . . . ?
N6 Co1 N1 C8 15.6(7) . . . . ?
N6 Co1 N4 N3 -89.7(3) . . . . ?
N6 Co1 N4 C27 81.9(4) . . . . ?
N6 Co1 N5 C39 180.0(5) . . . . ?
N6 Co1 N5 C43 -0.6(3) . . . . ?
N6 C44 C45 C46 -179.3(5) . . . . ?
N6 C44 C45 C48 -0.6(8) . . . . ?
C1 C2 C3 C4 -177.9(6) . . . . ?
C1 C2 C7 C6 176.2(6) . . . . ?
C2 C3 C4 C5 0.5(10) . . . . ?
C3 C2 C7 C6 -3.6(10) . . . . ?
C3 C4 C5 C6 -1.0(10) . . . . ?
C4 C5 C6 C7 -0.8(11) . . . . ?
C5 C6 C7 C2 3.1(11) . . . . ?
C7 C2 C3 C4 1.8(9) . . . . ?
C8 N1 N2 C1 177.2(5) . . . . ?
C8 C10 C11 C12 -179.6(5) . . . . ?
C8 C10 C15 C14 175.6(5) . . . . ?
C9 C8 C10 C11 -134.5(6) . . . . ?
C9 C8 C10 C15 43.8(8) . . . . ?
C10 C11 C12 C13 3.1(8) . . . . ?
C10 C11 C12 C19 -179.9(6) . . . . ?
C11 C10 C15 C14 -6.0(9) . . . . ?
C11 C12 C13 C14 -4.6(8) . . . . ?
C11 C12 C13 C16 175.8(5) . . . . ?
C11 C12 C19 C18 -176.1(6) . . . . ?
C12 C13 C14 C15 0.8(9) . . . . ?
C12 C13 C16 C17 0.5(9) . . . . ?
C13 C12 C19 C18 0.9(9) . . . . ?
C13 C14 C15 C10 4.5(10) . . . . ?
C13 C16 C17 C18 0.7(11) . . . . ?
C14 C13 C16 C17 -179.1(7) . . . . ?
C15 C10 C11 C12 2.1(8) . . . . ?
C16 C13 C14 C15 -179.6(6) . . . . ?
C16 C17 C18 C19 -1.1(11) . . . . ?
C17 C18 C19 C12 0.3(10) . . . . ?
C19 C12 C13 C14 178.4(6) . . . . ?
C19 C12 C13 C16 -1.2(8) . . . . ?
C20 N3 N4 Co1 -9.6(5) . . . . ?
C20 N3 N4 C27 177.2(4) . . . . ?
C20 C21 C22 C23 -179.6(5) . . . . ?
C20 C21 C26 C25 -179.7(5) . . . . ?
C21 C22 C23 C24 -0.7(9) . . . . ?
C22 C21 C26 C25 -0.5(8) . . . . ?
C22 C23 C24 C25 -0.5(10) . . . . ?
C23 C24 C25 C26 1.1(10) . . . . ?
C24 C25 C26 C21 -0.6(9) . . . . ?
C26 C21 C22 C23 1.2(8) . . . . ?
C27 C29 C30 C31 176.8(5) . . . . ?
C27 C29 C34 C33 179.6(6) . . . . ?
C28 C27 C29 C30 -129.5(6) . . . . ?
C28 C27 C29 C34 48.3(7) . . . . ?
C29 C30 C31 C32 3.1(9) . . . . ?
C29 C30 C31 C38 -177.8(6) . . . . ?
C30 C29 C34 C33 -2.6(9) . . . . ?
C30 C31 C32 C33 -1.7(9) . . . . ?
C30 C31 C32 C35 -179.8(6) . . . . ?
C30 C31 C38 C37 179.8(7) . . . . ?
C31 C32 C33 C34 -1.7(10) . . . . ?
C31 C32 C35 C36 -0.9(11) . . . . ?
C32 C31 C38 C37 -1.0(10) . . . . ?
C32 C33 C34 C29 3.9(10) . . . . ?
C32 C35 C36 C37 0.6(13) . . . . ?
C33 C32 C35 C36 -178.8(7) . . . . ?
C34 C29 C30 C31 -1.0(8) . . . . ?
C35 C32 C33 C34 176.2(7) . . . . ?
C35 C36 C37 C38 -0.5(13) . . . . ?
C36 C37 C38 C31 0.8(12) . . . . ?
C38 C31 C32 C33 179.1(6) . . . . ?
C38 C31 C32 C35 1.0(9) . . . . ?
C39 N5 C43 C42 0.9(7) . . . . ?
C39 N5 C43 C44 -179.6(5) . . . . ?
C39 C40 C41 C42 1.4(10) . . . . ?
C40 C41 C42 C43 0.3(9) . . . . ?
C40 C41 C42 C47 178.6(6) . . . . ?
C41 C42 C43 N5 -1.5(8) . . . . ?
C41 C42 C43 C44 179.1(5) . . . . ?
C41 C42 C47 C46 -178.0(6) . . . . ?
C42 C43 C44 N6 178.8(5) . . . . ?
C42 C43 C44 C45 -1.2(7) . . . . ?
C43 N5 C39 C40 0.8(8) . . . . ?
C43 C42 C47 C46 0.3(9) . . . . ?
C43 C44 C45 C46 0.6(8) . . . . ?
C43 C44 C45 C48 179.3(5) . . . . ?
C44 N6 C50 C49 -1.6(8) . . . . ?
C44 C45 C46 C47 0.5(9) . . . . ?
C44 C45 C48 C49 -0.9(9) . . . . ?
C45 C46 C47 C42 -0.9(10) . . . . ?
C45 C48 C49 C50 1.2(9) . . . . ?
C46 C45 C48 C49 177.7(6) . . . . ?
C47 C42 C43 N5 -179.8(5) . . . . ?
C47 C42 C43 C44 0.7(8) . . . . ?
C48 C45 C46 C47 -178.2(6) . . . . ?
C48 C49 C50 N6 0.1(9) . . . . ?
C50 N6 C44 C43 -178.1(4) . . . . ?
C50 N6 C44 C45 1.9(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
