# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1838483'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3.29 H2.12 Co0.24 N0.24 O1.18'
_chemical_formula_weight         77.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

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

_cell_length_a                   30.059(2)
_cell_length_b                   30.059(2)
_cell_length_c                   5.9369(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5364.1(9)
_cell_formula_units_Z            68
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6615
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      22.93

_exptl_crystal_description       rodlike
_exptl_crystal_colour            darkred
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             2672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.300
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37286
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         0.958
_diffrn_reflns_theta_max         28.386
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6532
_reflns_number_gt                5290
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.783
_reflns_Friedel_fraction_max     0.945
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0437P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2004 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(8)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6532
_refine_ls_number_parameters     379
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0860
_refine_ls_wR_factor_gt          0.0811
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.92945(2) 0.22205(2) 0.96092(9) 0.02162(13) Uani 1 1 d . . . . .
Co2 Co 0.94509(2) 0.33349(2) 1.07859(10) 0.02746(15) Uani 1 1 d . . . . .
O1 O 0.98751(10) 0.20388(10) 1.1770(6) 0.0343(8) Uani 1 1 d . . . . .
O2 O 0.95517(10) 0.26824(10) 1.2111(5) 0.0265(7) Uani 1 1 d . . . . .
O3 O 0.97419(11) 0.24677(11) 1.7268(5) 0.0316(8) Uani 1 1 d . . . . .
O4 O 0.99031(11) 0.31679(11) 1.8271(7) 0.0418(9) Uani 1 1 d . . . . .
O5 O 1.09957(13) 0.38191(11) 0.9961(7) 0.0505(10) Uani 1 1 d . . . . .
O6 O 1.16179(15) 0.39686(14) 1.1871(6) 0.0610(12) Uani 1 1 d . . . . .
O7 O 1.17876(11) 0.39611(11) 0.6571(6) 0.0347(8) Uani 1 1 d . . . . .
O8 O 1.24956(10) 0.37425(10) 0.6677(6) 0.0325(8) Uani 1 1 d . . . . .
O9 O 0.9959(2) 0.36332(15) 1.2522(13) 0.136(3) Uani 1 1 d D . . . .
H9A H 1.0157 0.3854 1.2970 0.204 Uiso 1 1 d DR U . . .
H9B H 0.9797 0.3620 1.3737 0.204 Uiso 1 1 d DR U . . .
O10 O 0.93763(13) 0.39795(11) 0.9203(8) 0.0586(11) Uani 1 1 d D . . . .
H10A H 0.9186 0.4145 0.8540 0.088 Uiso 1 1 d DR U . . .
H10B H 0.9305 0.4121 1.0361 0.088 Uiso 1 1 d DR U . . .
N1 N 0.88603(12) 0.18709(13) 1.1833(6) 0.0278(8) Uani 1 1 d . . . . .
N2 N 0.92787(12) 0.15872(12) 0.8114(6) 0.0278(8) Uani 1 1 d . . . . .
C1 C 0.98870(14) 0.24304(15) 1.2428(7) 0.0232(9) Uani 1 1 d . . . . .
C2 C 1.03075(14) 0.26269(15) 1.3353(7) 0.0253(10) Uani 1 1 d . . . . .
C3 C 1.03302(13) 0.28409(14) 1.5452(7) 0.0234(9) Uani 1 1 d . . . . .
C4 C 0.99576(14) 0.28263(15) 1.7111(7) 0.0251(10) Uani 1 1 d . . . . .
C5 C 1.07170(15) 0.30770(15) 1.5989(8) 0.0300(10) Uani 1 1 d . . . . .
H5A H 1.0737 0.3222 1.7368 0.036 Uiso 1 1 calc R U . . .
C6 C 1.10667(14) 0.30971(16) 1.4506(8) 0.0327(10) Uani 1 1 d . . . . .
H6A H 1.1319 0.3259 1.4892 0.039 Uiso 1 1 calc R U . . .
C7 C 1.10509(14) 0.28817(15) 1.2443(8) 0.0259(10) Uani 1 1 d . . . . .
C8 C 1.06713(14) 0.26404(15) 1.1915(8) 0.0270(10) Uani 1 1 d . . . . .
H8A H 1.0660 0.2484 1.0565 0.032 Uiso 1 1 calc R U . . .
C9 C 1.14311(14) 0.28966(14) 1.0826(7) 0.0252(9) Uani 1 1 d . . . . .
C10 C 1.15885(14) 0.33010(14) 0.9935(7) 0.0244(9) Uani 1 1 d . . . . .
C11 C 1.13788(18) 0.37365(15) 1.0636(9) 0.0354(11) Uani 1 1 d . . . . .
C12 C 1.19467(14) 0.32917(15) 0.8416(7) 0.0264(10) Uani 1 1 d . . . . .
C13 C 1.20868(15) 0.37006(15) 0.7135(7) 0.0261(10) Uani 1 1 d . . . . .
C14 C 1.21535(15) 0.28895(16) 0.7894(8) 0.0314(11) Uani 1 1 d . . . . .
H14A H 1.2398 0.2888 0.6935 0.038 Uiso 1 1 calc R U . . .
C15 C 1.20019(16) 0.24984(16) 0.8770(9) 0.0357(11) Uani 1 1 d . . . . .
H15A H 1.2141 0.2232 0.8402 0.043 Uiso 1 1 calc R U . . .
C16 C 1.16402(15) 0.24998(15) 1.0205(9) 0.0355(11) Uani 1 1 d . . . . .
H16A H 1.1534 0.2232 1.0770 0.043 Uiso 1 1 calc R U . . .
C17 C 0.86584(16) 0.20234(18) 1.3627(8) 0.0385(12) Uani 1 1 d . . . . .
H17A H 0.8710 0.2316 1.4059 0.046 Uiso 1 1 calc R U . . .
C18 C 0.83686(18) 0.1764(2) 1.4921(10) 0.0519(15) Uani 1 1 d . . . . .
H18A H 0.8232 0.1881 1.6193 0.062 Uiso 1 1 calc R U . . .
C19 C 0.82902(18) 0.1333(2) 1.4281(11) 0.0546(16) Uani 1 1 d . . . . .
H19A H 0.8095 0.1158 1.5109 0.066 Uiso 1 1 calc R U . . .
C20 C 0.85005(17) 0.11575(18) 1.2405(10) 0.0414(13) Uani 1 1 d . . . . .
C21 C 0.87901(15) 0.14433(15) 1.1209(8) 0.0311(10) Uani 1 1 d . . . . .
C22 C 0.90159(14) 0.12882(14) 0.9268(9) 0.0318(11) Uani 1 1 d . . . . .
C23 C 0.89678(19) 0.08400(17) 0.8544(11) 0.0480(14) Uani 1 1 d . . . . .
C24 C 0.8676(2) 0.05599(18) 0.9810(14) 0.0637(19) Uani 1 1 d . . . . .
H24A H 0.8640 0.0265 0.9364 0.076 Uiso 1 1 calc R U . . .
C25 C 0.8455(2) 0.07046(19) 1.1588(13) 0.0583(18) Uani 1 1 d . . . . .
H25A H 0.8266 0.0511 1.2341 0.070 Uiso 1 1 calc R U . . .
C26 C 0.9196(2) 0.07157(19) 0.6614(12) 0.0557(17) Uani 1 1 d . . . . .
H26A H 0.9173 0.0425 0.6085 0.067 Uiso 1 1 calc R U . . .
C27 C 0.94550(19) 0.10181(19) 0.5475(12) 0.0543(15) Uani 1 1 d . . . . .
H27A H 0.9607 0.0934 0.4181 0.065 Uiso 1 1 calc R U . . .
C28 C 0.94873(16) 0.14531(17) 0.6278(9) 0.0377(12) Uani 1 1 d . . . . .
H28A H 0.9662 0.1656 0.5493 0.045 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
Co1 O8 2.016(3) 7_566 ?
Co1 O3 2.072(3) 1_554 ?
Co1 N2 2.101(4) . ?
Co1 N1 2.133(4) . ?
Co1 O2 2.175(3) . ?
Co1 O1 2.234(3) . ?
Co2 O6 2.014(4) 7_567 ?
Co2 O9 2.049(4) . ?
Co2 O7 2.064(3) 7_566 ?
Co2 O4 2.080(3) 1_554 ?
Co2 O2 2.135(3) . ?
Co2 O10 2.165(4) . ?
O1 C1 1.241(5) . ?
O2 C1 1.275(5) . ?
O3 C4 1.261(5) . ?
O3 Co1 2.072(3) 1_556 ?
O4 C4 1.248(5) . ?
O4 Co2 2.080(3) 1_556 ?
O5 C11 1.244(6) . ?
O6 C11 1.242(6) . ?
O6 Co2 2.014(4) 8_647 ?
O7 C13 1.238(5) . ?
O7 Co2 2.064(3) 8_646 ?
O8 C13 1.265(5) . ?
O8 Co1 2.016(3) 8_646 ?
O9 H9A 0.9307 . ?
O9 H9B 0.8713 . ?
O10 H10A 0.8529 . ?
O10 H10B 0.8361 . ?
N1 C17 1.309(6) . ?
N1 C21 1.354(6) . ?
N2 C28 1.320(6) . ?
N2 C22 1.379(6) . ?
C1 C2 1.500(6) . ?
C2 C8 1.388(6) . ?
C2 C3 1.404(6) . ?
C3 C5 1.399(6) . ?
C3 C4 1.492(6) . ?
C5 C6 1.373(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.386(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.388(6) . ?
C7 C9 1.493(6) . ?
C8 H8A 0.9300 . ?
C9 C16 1.398(6) . ?
C9 C10 1.407(6) . ?
C10 C12 1.405(6) . ?
C10 C11 1.511(6) . ?
C12 C14 1.394(6) . ?
C12 C13 1.505(6) . ?
C14 C15 1.364(6) . ?
C14 H14A 0.9300 . ?
C15 C16 1.381(7) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.400(7) . ?
C17 H17A 0.9300 . ?
C18 C19 1.368(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.385(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.414(7) . ?
C20 C25 1.451(8) . ?
C21 C22 1.416(7) . ?
C22 C23 1.421(7) . ?
C23 C26 1.387(9) . ?
C23 C24 1.430(9) . ?
C24 C25 1.320(9) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.375(9) . ?
C26 H26A 0.9300 . ?
C27 C28 1.395(7) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?

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
O8 Co1 O3 97.36(13) 7_566 1_554 ?
O8 Co1 N2 101.82(14) 7_566 . ?
O3 Co1 N2 93.22(14) 1_554 . ?
O8 Co1 N1 86.53(14) 7_566 . ?
O3 Co1 N1 171.48(15) 1_554 . ?
N2 Co1 N1 78.54(15) . . ?
O8 Co1 O2 106.32(12) 7_566 . ?
O3 Co1 O2 89.91(12) 1_554 . ?
N2 Co1 O2 151.04(13) . . ?
N1 Co1 O2 96.28(13) . . ?
O8 Co1 O1 164.59(13) 7_566 . ?
O3 Co1 O1 88.04(13) 1_554 . ?
N2 Co1 O1 92.23(13) . . ?
N1 Co1 O1 90.12(13) . . ?
O2 Co1 O1 59.09(12) . . ?
O6 Co2 O9 99.1(3) 7_567 . ?
O6 Co2 O7 88.12(16) 7_567 7_566 ?
O9 Co2 O7 161.9(2) . 7_566 ?
O6 Co2 O4 169.38(17) 7_567 1_554 ?
O9 Co2 O4 88.8(3) . 1_554 ?
O7 Co2 O4 86.37(15) 7_566 1_554 ?
O6 Co2 O2 84.97(14) 7_567 . ?
O9 Co2 O2 96.37(17) . . ?
O7 Co2 O2 100.78(12) 7_566 . ?
O4 Co2 O2 87.14(13) 1_554 . ?
O6 Co2 O10 99.33(17) 7_567 . ?
O9 Co2 O10 84.48(19) . . ?
O7 Co2 O10 77.97(15) 7_566 . ?
O4 Co2 O10 88.40(16) 1_554 . ?
O2 Co2 O10 175.44(15) . . ?
C1 O1 Co1 88.4(3) . . ?
C1 O2 Co2 135.4(3) . . ?
C1 O2 Co1 90.1(2) . . ?
Co2 O2 Co1 106.52(13) . . ?
C4 O3 Co1 133.6(3) . 1_556 ?
C4 O4 Co2 132.9(3) . 1_556 ?
C11 O6 Co2 148.6(4) . 8_647 ?
C13 O7 Co2 139.8(3) . 8_646 ?
C13 O8 Co1 125.1(3) . 8_646 ?
Co2 O9 H9A 158.9 . . ?
Co2 O9 H9B 88.8 . . ?
H9A O9 H9B 98.8 . . ?
Co2 O10 H10A 142.3 . . ?
Co2 O10 H10B 97.2 . . ?
H10A O10 H10B 84.9 . . ?
C17 N1 C21 118.9(4) . . ?
C17 N1 Co1 127.9(3) . . ?
C21 N1 Co1 113.2(3) . . ?
C28 N2 C22 118.9(4) . . ?
C28 N2 Co1 127.9(3) . . ?
C22 N2 Co1 113.2(3) . . ?
O1 C1 O2 119.6(4) . . ?
O1 C1 C2 120.9(4) . . ?
O2 C1 C2 119.1(4) . . ?
C8 C2 C3 119.6(4) . . ?
C8 C2 C1 116.8(4) . . ?
C3 C2 C1 123.1(4) . . ?
C2 C3 C5 118.4(4) . . ?
C2 C3 C4 122.4(4) . . ?
C5 C3 C4 119.2(4) . . ?
O4 C4 O3 126.5(4) . . ?
O4 C4 C3 116.0(4) . . ?
O3 C4 C3 117.4(4) . . ?
C6 C5 C3 120.9(4) . . ?
C6 C5 H5A 119.6 . . ?
C3 C5 H5A 119.6 . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 H6A 119.3 . . ?
C7 C6 H6A 119.3 . . ?
C6 C7 C8 118.2(4) . . ?
C6 C7 C9 121.8(4) . . ?
C8 C7 C9 120.0(4) . . ?
C7 C8 C2 121.6(4) . . ?
C7 C8 H8A 119.2 . . ?
C2 C8 H8A 119.2 . . ?
C16 C9 C10 119.1(4) . . ?
C16 C9 C7 119.2(4) . . ?
C10 C9 C7 121.7(4) . . ?
C12 C10 C9 118.8(4) . . ?
C12 C10 C11 120.9(4) . . ?
C9 C10 C11 120.3(4) . . ?
O6 C11 O5 127.9(5) . . ?
O6 C11 C10 114.1(5) . . ?
O5 C11 C10 118.0(4) . . ?
C14 C12 C10 120.1(4) . . ?
C14 C12 C13 118.1(4) . . ?
C10 C12 C13 121.5(4) . . ?
O7 C13 O8 125.8(4) . . ?
O7 C13 C12 116.7(4) . . ?
O8 C13 C12 117.5(4) . . ?
C15 C14 C12 120.9(4) . . ?
C15 C14 H14A 119.5 . . ?
C12 C14 H14A 119.5 . . ?
C14 C15 C16 119.7(4) . . ?
C14 C15 H15A 120.1 . . ?
C16 C15 H15A 120.1 . . ?
C15 C16 C9 121.3(4) . . ?
C15 C16 H16A 119.4 . . ?
C9 C16 H16A 119.4 . . ?
N1 C17 C18 122.7(5) . . ?
N1 C17 H17A 118.7 . . ?
C18 C17 H17A 118.7 . . ?
C19 C18 C17 118.8(6) . . ?
C19 C18 H18A 120.6 . . ?
C17 C18 H18A 120.6 . . ?
C18 C19 C20 120.4(5) . . ?
C18 C19 H19A 119.8 . . ?
C20 C19 H19A 119.8 . . ?
C19 C20 C21 116.9(5) . . ?
C19 C20 C25 125.7(5) . . ?
C21 C20 C25 117.4(6) . . ?
N1 C21 C20 122.4(5) . . ?
N1 C21 C22 117.4(4) . . ?
C20 C21 C22 120.2(5) . . ?
N2 C22 C21 117.7(4) . . ?
N2 C22 C23 121.7(5) . . ?
C21 C22 C23 120.6(5) . . ?
C26 C23 C22 117.1(5) . . ?
C26 C23 C24 125.4(5) . . ?
C22 C23 C24 117.5(6) . . ?
C25 C24 C23 122.3(6) . . ?
C25 C24 H24A 118.9 . . ?
C23 C24 H24A 118.9 . . ?
C24 C25 C20 122.0(6) . . ?
C24 C25 H25A 119.0 . . ?
C20 C25 H25A 119.0 . . ?
C27 C26 C23 120.6(5) . . ?
C27 C26 H26A 119.7 . . ?
C23 C26 H26A 119.7 . . ?
C26 C27 C28 119.4(6) . . ?
C26 C27 H27A 120.3 . . ?
C28 C27 H27A 120.3 . . ?
N2 C28 C27 122.4(5) . . ?
N2 C28 H28A 118.8 . . ?
C27 C28 H28A 118.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 O2 16.4(4) . . . . ?
Co1 O1 C1 C2 -156.6(4) . . . . ?
Co2 O2 C1 O1 -130.9(4) . . . . ?
Co1 O2 C1 O1 -16.8(4) . . . . ?
Co2 O2 C1 C2 42.2(6) . . . . ?
Co1 O2 C1 C2 156.3(3) . . . . ?
O1 C1 C2 C8 60.8(6) . . . . ?
O2 C1 C2 C8 -112.3(5) . . . . ?
O1 C1 C2 C3 -127.2(5) . . . . ?
O2 C1 C2 C3 59.7(6) . . . . ?
C8 C2 C3 C5 2.4(6) . . . . ?
C1 C2 C3 C5 -169.4(4) . . . . ?
C8 C2 C3 C4 -177.8(4) . . . . ?
C1 C2 C3 C4 10.4(6) . . . . ?
Co2 O4 C4 O3 -2.9(8) 1_556 . . . ?
Co2 O4 C4 C3 -179.9(3) 1_556 . . . ?
Co1 O3 C4 O4 -11.1(7) 1_556 . . . ?
Co1 O3 C4 C3 165.8(3) 1_556 . . . ?
C2 C3 C4 O4 -145.6(4) . . . . ?
C5 C3 C4 O4 34.2(6) . . . . ?
C2 C3 C4 O3 37.2(6) . . . . ?
C5 C3 C4 O3 -143.1(4) . . . . ?
C2 C3 C5 C6 -0.3(6) . . . . ?
C4 C3 C5 C6 179.9(4) . . . . ?
C3 C5 C6 C7 -0.6(7) . . . . ?
C5 C6 C7 C8 -0.5(7) . . . . ?
C5 C6 C7 C9 -179.3(4) . . . . ?
C6 C7 C8 C2 2.6(7) . . . . ?
C9 C7 C8 C2 -178.6(4) . . . . ?
C3 C2 C8 C7 -3.6(6) . . . . ?
C1 C2 C8 C7 168.7(4) . . . . ?
C6 C7 C9 C16 118.9(5) . . . . ?
C8 C7 C9 C16 -59.9(6) . . . . ?
C6 C7 C9 C10 -60.1(6) . . . . ?
C8 C7 C9 C10 121.1(5) . . . . ?
C16 C9 C10 C12 1.1(6) . . . . ?
C7 C9 C10 C12 -179.8(4) . . . . ?
C16 C9 C10 C11 -178.0(4) . . . . ?
C7 C9 C10 C11 1.1(6) . . . . ?
Co2 O6 C11 O5 22.7(11) 8_647 . . . ?
Co2 O6 C11 C10 -156.3(5) 8_647 . . . ?
C12 C10 C11 O6 -70.4(6) . . . . ?
C9 C10 C11 O6 108.7(5) . . . . ?
C12 C10 C11 O5 110.5(5) . . . . ?
C9 C10 C11 O5 -70.5(6) . . . . ?
C9 C10 C12 C14 -3.0(6) . . . . ?
C11 C10 C12 C14 176.1(4) . . . . ?
C9 C10 C12 C13 170.6(4) . . . . ?
C11 C10 C12 C13 -10.3(6) . . . . ?
Co2 O7 C13 O8 20.8(8) 8_646 . . . ?
Co2 O7 C13 C12 -157.2(3) 8_646 . . . ?
Co1 O8 C13 O7 11.4(7) 8_646 . . . ?
Co1 O8 C13 C12 -170.7(3) 8_646 . . . ?
C14 C12 C13 O7 139.6(4) . . . . ?
C10 C12 C13 O7 -34.2(6) . . . . ?
C14 C12 C13 O8 -38.6(6) . . . . ?
C10 C12 C13 O8 147.7(4) . . . . ?
C10 C12 C14 C15 2.7(7) . . . . ?
C13 C12 C14 C15 -171.2(4) . . . . ?
C12 C14 C15 C16 -0.4(7) . . . . ?
C14 C15 C16 C9 -1.5(7) . . . . ?
C10 C9 C16 C15 1.1(7) . . . . ?
C7 C9 C16 C15 -178.0(4) . . . . ?
C21 N1 C17 C18 -0.6(7) . . . . ?
Co1 N1 C17 C18 178.0(4) . . . . ?
N1 C17 C18 C19 -0.5(8) . . . . ?
C17 C18 C19 C20 1.1(9) . . . . ?
C18 C19 C20 C21 -0.6(8) . . . . ?
C18 C19 C20 C25 178.2(6) . . . . ?
C17 N1 C21 C20 1.1(7) . . . . ?
Co1 N1 C21 C20 -177.7(4) . . . . ?
C17 N1 C21 C22 -179.6(4) . . . . ?
Co1 N1 C21 C22 1.6(5) . . . . ?
C19 C20 C21 N1 -0.5(7) . . . . ?
C25 C20 C21 N1 -179.4(5) . . . . ?
C19 C20 C21 C22 -179.7(5) . . . . ?
C25 C20 C21 C22 1.3(7) . . . . ?
C28 N2 C22 C21 -178.9(4) . . . . ?
Co1 N2 C22 C21 1.5(5) . . . . ?
C28 N2 C22 C23 0.6(7) . . . . ?
Co1 N2 C22 C23 -179.0(4) . . . . ?
N1 C21 C22 N2 -2.1(6) . . . . ?
C20 C21 C22 N2 177.2(4) . . . . ?
N1 C21 C22 C23 178.3(4) . . . . ?
C20 C21 C22 C23 -2.3(7) . . . . ?
N2 C22 C23 C26 -0.2(8) . . . . ?
C21 C22 C23 C26 179.3(5) . . . . ?
N2 C22 C23 C24 -177.9(5) . . . . ?
C21 C22 C23 C24 1.7(7) . . . . ?
C26 C23 C24 C25 -177.4(6) . . . . ?
C22 C23 C24 C25 0.0(9) . . . . ?
C23 C24 C25 C20 -1.0(10) . . . . ?
C19 C20 C25 C24 -178.5(6) . . . . ?
C21 C20 C25 C24 0.4(9) . . . . ?
C22 C23 C26 C27 -0.1(9) . . . . ?
C24 C23 C26 C27 177.3(6) . . . . ?
C23 C26 C27 C28 0.0(9) . . . . ?
C22 N2 C28 C27 -0.7(7) . . . . ?
Co1 N2 C28 C27 178.9(4) . . . . ?
C26 C27 C28 N2 0.4(9) . . . . ?

_refine_diff_density_max         0.643
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.063

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1838484'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3.20 H2.06 Mn0.23 N0.23 O1.14'
_chemical_formula_weight         74.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

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

_cell_length_a                   30.168(3)
_cell_length_b                   30.168(3)
_cell_length_c                   6.0186(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5477.7(12)
_cell_formula_units_Z            70
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5046
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      20.70

_exptl_crystal_description       rodlike
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             2640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.984
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37744
_diffrn_reflns_av_unetI/netI     0.0735
_diffrn_reflns_av_R_equivalents  0.0833
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         0.955
_diffrn_reflns_theta_max         28.321
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6630
_reflns_number_gt                4885
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_max     0.952
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1122P)²+0.8025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1768 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.017(12)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6630
_refine_ls_number_parameters     379
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1740
_refine_ls_wR_factor_gt          0.1610
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.07380(3) 0.77782(3) 0.04014(17) 0.0246(3) Uani 1 1 d . . . . .
Mn2 Mn 0.05567(3) 0.66644(4) -0.08671(19) 0.0309(3) Uani 1 1 d . U . . .
O1 O 0.01339(18) 0.79964(18) -0.2022(11) 0.0423(14) Uani 1 1 d . . . . .
O2 O 0.04480(16) 0.73417(17) -0.2173(9) 0.0298(11) Uani 1 1 d . U . . .
O3 O 0.02541(19) 0.75566(17) -0.7258(9) 0.0359(12) Uani 1 1 d . . . . .
O4 O 0.00992(18) 0.68563(19) -0.8282(11) 0.0457(16) Uani 1 1 d . . . . .
O5 O -0.0979(2) 0.62099(19) 0.0070(12) 0.0532(16) Uani 1 1 d . . . . .
O6 O -0.1602(3) 0.6043(2) -0.1698(11) 0.064(2) Uani 1 1 d . . . . .
O7 O -0.1790(2) 0.60701(19) 0.3437(10) 0.0426(14) Uani 1 1 d . . . . .
O8 O -0.24846(19) 0.63048(19) 0.3302(11) 0.0434(14) Uani 1 1 d . . . . .
O9 O -0.0011(3) 0.6344(3) -0.235(2) 0.131(5) Uani 1 1 d D U . . .
H9B H 0.0153 0.6356 -0.3703 0.197 Uiso 1 1 d DR U . . .
H9A H -0.0117 0.6081 -0.2700 0.197 Uiso 1 1 d DR U . . .
O10 O 0.0634(3) 0.6003(2) 0.0877(17) 0.076(2) Uani 1 1 d D U . . .
H10B H 0.0598 0.6068 0.0361 0.114 Uiso 1 1 d DR U . . .
H10A H 0.0577 0.5815 -0.0587 0.114 Uiso 1 1 d DR U . . .
N1 N 0.1180(2) 0.8167(2) -0.1919(11) 0.0326(14) Uani 1 1 d . . . . .
N2 N 0.0760(2) 0.8468(2) 0.1708(12) 0.0353(15) Uani 1 1 d . . . . .
C1 C 0.0123(2) 0.7593(2) -0.2544(11) 0.0275(15) Uani 1 1 d . . . . .
C2 C -0.0295(2) 0.7392(2) -0.3420(12) 0.0250(14) Uani 1 1 d . . . . .
C3 C -0.0324(2) 0.7178(2) -0.5439(12) 0.0254(13) Uani 1 1 d . . . . .
C4 C 0.0043(2) 0.7202(3) -0.7061(12) 0.0311(16) Uani 1 1 d . . . . .
C5 C -0.0711(2) 0.6943(2) -0.5935(12) 0.0311(15) Uani 1 1 d . . . . .
H5A H -0.0736 0.6800 -0.7298 0.037 Uiso 1 1 calc R U . . .
C6 C -0.1051(2) 0.6919(3) -0.4462(13) 0.0337(16) Uani 1 1 d . . . . .
H6A H -0.1301 0.6754 -0.4822 0.040 Uiso 1 1 calc R U . . .
C7 C -0.1035(2) 0.7138(2) -0.2417(12) 0.0283(15) Uani 1 1 d . . . . .
C8 C -0.0652(2) 0.7379(2) -0.1926(13) 0.0306(15) Uani 1 1 d . . . . .
H8A H -0.0634 0.7533 -0.0591 0.037 Uiso 1 1 calc R U . . .
C9 C -0.1407(2) 0.7126(2) -0.0814(12) 0.0273(14) Uani 1 1 d . . . . .
C10 C -0.1567(2) 0.6723(2) 0.0075(11) 0.0281(15) Uani 1 1 d . . . . .
C11 C -0.1360(3) 0.6284(2) -0.0551(14) 0.0362(17) Uani 1 1 d . . . . .
C12 C -0.1935(2) 0.6736(3) 0.1566(13) 0.0316(16) Uani 1 1 d . . . . .
C13 C -0.2071(3) 0.6335(3) 0.2835(12) 0.0319(16) Uani 1 1 d . . . . .
C14 C -0.2136(3) 0.7143(3) 0.2059(14) 0.0369(17) Uani 1 1 d . . . . .
H14A H -0.2377 0.7151 0.3022 0.044 Uiso 1 1 calc R U . . .
C15 C -0.1983(3) 0.7525(2) 0.1147(14) 0.0346(16) Uani 1 1 d . . . . .
H15A H -0.2127 0.7791 0.1434 0.042 Uiso 1 1 calc R U . . .
C16 C -0.1608(2) 0.7517(3) -0.0225(13) 0.0353(17) Uani 1 1 d . . . . .
H16A H -0.1493 0.7784 -0.0749 0.042 Uiso 1 1 calc R U . . .
C17 C 0.1381(3) 0.8008(3) -0.3724(14) 0.044(2) Uani 1 1 d . . . . .
H17A H 0.1332 0.7713 -0.4106 0.053 Uiso 1 1 calc R U . . .
C18 C 0.1654(3) 0.8253(4) -0.5040(16) 0.056(3) Uani 1 1 d . . . . .
H18A H 0.1792 0.8130 -0.6275 0.068 Uiso 1 1 calc R U . . .
C19 C 0.1722(3) 0.8701(4) -0.447(2) 0.074(4) Uani 1 1 d . . . . .
H19A H 0.1907 0.8879 -0.5324 0.089 Uiso 1 1 calc R U . . .
C20 C 0.1514(3) 0.8874(3) -0.2639(17) 0.046(2) Uani 1 1 d . . . . .
C21 C 0.1242(2) 0.8589(3) -0.1358(15) 0.0387(19) Uani 1 1 d . . . . .
C22 C 0.1019(2) 0.8754(2) 0.0521(16) 0.0377(18) Uani 1 1 d . . . . .
C23 C 0.1073(3) 0.9205(3) 0.1095(18) 0.050(2) Uani 1 1 d . . . . .
C24 C 0.1350(4) 0.9482(3) -0.022(3) 0.075(4) Uani 1 1 d . . . . .
H24A H 0.1382 0.9778 0.0169 0.090 Uiso 1 1 calc R U . . .
C25 C 0.1557(4) 0.9335(4) -0.194(3) 0.076(4) Uani 1 1 d . . . . .
H25A H 0.1738 0.9526 -0.2748 0.091 Uiso 1 1 calc R U . . .
C26 C 0.0858(4) 0.9342(3) 0.309(2) 0.071(3) Uani 1 1 d . . . . .
H26A H 0.0899 0.9629 0.3604 0.085 Uiso 1 1 calc R U . . .
C27 C 0.0592(4) 0.9054(4) 0.426(2) 0.065(3) Uani 1 1 d . . . . .
H27A H 0.0436 0.9152 0.5495 0.078 Uiso 1 1 calc R U . . .
C28 C 0.0559(3) 0.8617(3) 0.3571(17) 0.048(2) Uani 1 1 d . . . . .
H28A H 0.0394 0.8419 0.4420 0.058 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
Mn1 O8 2.078(6) 7_455 ?
Mn1 O3 2.136(5) 1_556 ?
Mn1 O2 2.213(5) . ?
Mn1 N2 2.227(7) . ?
Mn1 N1 2.259(6) . ?
Mn1 O1 2.425(6) . ?
Mn1 C1 2.627(7) . ?
Mn2 O6 2.083(6) 7_454 ?
Mn2 O9 2.160(8) . ?
Mn2 O4 2.159(5) 1_556 ?
Mn2 O7 2.164(6) 7_455 ?
Mn2 O2 2.214(5) . ?
Mn2 O10 2.267(7) . ?
Mn2 H10B 1.9480 . ?
O1 C1 1.257(9) . ?
O2 C1 1.260(9) . ?
O3 C4 1.252(9) . ?
O3 Mn1 2.136(5) 1_554 ?
O4 C4 1.286(10) . ?
O4 Mn2 2.159(5) 1_554 ?
O5 C11 1.230(10) . ?
O6 C11 1.240(10) . ?
O6 Mn2 2.083(6) 8_554 ?
O7 C13 1.219(10) . ?
O7 Mn2 2.164(6) 8 ?
O8 C13 1.283(9) . ?
O8 Mn1 2.078(6) 8 ?
O9 H9B 0.9515 . ?
O9 H9A 0.8804 . ?
O10 H10B 0.3842 . ?
O10 H10A 1.0614 . ?
N1 C17 1.333(11) . ?
N1 C21 1.330(11) . ?
N2 C28 1.351(12) . ?
N2 C22 1.366(10) . ?
C1 C2 1.495(9) . ?
C2 C3 1.378(10) . ?
C2 C8 1.404(10) . ?
C3 C5 1.400(9) . ?
C3 C4 1.477(10) . ?
C5 C6 1.358(10) . ?
C5 H5A 0.9300 . ?
C6 C7 1.398(11) . ?
C6 H6A 0.9300 . ?
C7 C8 1.395(10) . ?
C7 C9 1.482(10) . ?
C8 H8A 0.9300 . ?
C9 C16 1.373(11) . ?
C9 C10 1.415(10) . ?
C10 C12 1.428(10) . ?
C10 C11 1.510(11) . ?
C12 C14 1.400(11) . ?
C12 C13 1.487(10) . ?
C14 C15 1.358(11) . ?
C14 H14A 0.9300 . ?
C15 C16 1.400(11) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.363(12) . ?
C17 H17A 0.9300 . ?
C18 C19 1.409(17) . ?
C18 H18A 0.9300 . ?
C19 C20 1.368(17) . ?
C19 H19A 0.9300 . ?
C20 C21 1.416(11) . ?
C20 C25 1.462(16) . ?
C21 C22 1.408(13) . ?
C22 C23 1.410(11) . ?
C23 C26 1.423(17) . ?
C23 C24 1.424(16) . ?
C24 C25 1.285(19) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.376(17) . ?
C26 H26A 0.9300 . ?
C27 C28 1.386(14) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?

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
O8 Mn1 O3 100.4(2) 7_455 1_556 ?
O8 Mn1 O2 109.6(2) 7_455 . ?
O3 Mn1 O2 90.3(2) 1_556 . ?
O8 Mn1 N2 103.9(2) 7_455 . ?
O3 Mn1 N2 94.6(2) 1_556 . ?
O2 Mn1 N2 144.6(2) . . ?
O8 Mn1 N1 88.1(2) 7_455 . ?
O3 Mn1 N1 166.8(2) 1_556 . ?
O2 Mn1 N1 96.3(2) . . ?
N2 Mn1 N1 73.5(3) . . ?
O8 Mn1 O1 163.7(2) 7_455 . ?
O3 Mn1 O1 88.2(2) 1_556 . ?
O2 Mn1 O1 56.19(18) . . ?
N2 Mn1 O1 88.9(2) . . ?
N1 Mn1 O1 86.0(2) . . ?
O8 Mn1 C1 138.1(2) 7_455 . ?
O3 Mn1 C1 84.0(2) 1_556 . ?
O2 Mn1 C1 28.6(2) . . ?
N2 Mn1 C1 117.3(2) . . ?
N1 Mn1 C1 96.3(2) . . ?
O1 Mn1 C1 28.5(2) . . ?
O6 Mn2 O9 103.1(5) 7_454 . ?
O6 Mn2 O4 169.1(3) 7_454 1_556 ?
O9 Mn2 O4 84.9(4) . 1_556 ?
O6 Mn2 O7 89.3(3) 7_454 7_455 ?
O9 Mn2 O7 157.8(4) . 7_455 ?
O4 Mn2 O7 85.6(2) 1_556 7_455 ?
O6 Mn2 O2 86.4(2) 7_454 . ?
O9 Mn2 O2 98.5(3) . . ?
O4 Mn2 O2 85.0(2) 1_556 . ?
O7 Mn2 O2 100.6(2) 7_455 . ?
O6 Mn2 O10 100.0(3) 7_454 . ?
O9 Mn2 O10 83.1(3) . . ?
O4 Mn2 O10 88.2(3) 1_556 . ?
O7 Mn2 O10 76.6(3) 7_455 . ?
O2 Mn2 O10 172.9(3) . . ?
O6 Mn2 H10B 98.0 7_454 . ?
O9 Mn2 H10B 78.2 . . ?
O4 Mn2 H10B 90.9 1_556 . ?
O7 Mn2 H10B 81.9 7_455 . ?
O2 Mn2 H10B 175.0 . . ?
O10 Mn2 H10B 5.8 . . ?
C1 O1 Mn1 84.7(4) . . ?
C1 O2 Mn2 137.2(5) . . ?
C1 O2 Mn1 94.2(4) . . ?
Mn2 O2 Mn1 104.0(2) . . ?
C4 O3 Mn1 132.7(5) . 1_554 ?
C4 O4 Mn2 135.5(5) . 1_554 ?
C11 O6 Mn2 149.1(7) . 8_554 ?
C13 O7 Mn2 142.4(5) . 8 ?
C13 O8 Mn1 123.7(5) . 8 ?
Mn2 O9 H9B 85.7 . . ?
Mn2 O9 H9A 142.1 . . ?
H9B O9 H9A 91.1 . . ?
Mn2 O10 H10B 31.0 . . ?
Mn2 O10 H10A 93.9 . . ?
H10B O10 H10A 63.6 . . ?
C17 N1 C21 119.1(7) . . ?
C17 N1 Mn1 125.8(6) . . ?
C21 N1 Mn1 115.0(6) . . ?
C28 N2 C22 118.8(8) . . ?
C28 N2 Mn1 126.1(6) . . ?
C22 N2 Mn1 115.1(5) . . ?
O1 C1 O2 121.1(6) . . ?
O1 C1 C2 120.3(6) . . ?
O2 C1 C2 118.3(6) . . ?
O1 C1 Mn1 66.8(4) . . ?
O2 C1 Mn1 57.2(3) . . ?
C2 C1 Mn1 156.9(5) . . ?
C3 C2 C8 120.3(6) . . ?
C3 C2 C1 123.6(6) . . ?
C8 C2 C1 115.6(6) . . ?
C2 C3 C5 118.5(6) . . ?
C2 C3 C4 120.9(6) . . ?
C5 C3 C4 120.5(7) . . ?
O3 C4 O4 124.9(7) . . ?
O3 C4 C3 119.0(7) . . ?
O4 C4 C3 116.0(7) . . ?
C6 C5 C3 121.2(7) . . ?
C6 C5 H5A 119.4 . . ?
C3 C5 H5A 119.4 . . ?
C5 C6 C7 121.5(6) . . ?
C5 C6 H6A 119.2 . . ?
C7 C6 H6A 119.2 . . ?
C8 C7 C6 117.5(7) . . ?
C8 C7 C9 120.2(7) . . ?
C6 C7 C9 122.3(6) . . ?
C7 C8 C2 120.9(7) . . ?
C7 C8 H8A 119.6 . . ?
C2 C8 H8A 119.6 . . ?
C16 C9 C10 119.4(7) . . ?
C16 C9 C7 118.8(6) . . ?
C10 C9 C7 121.7(6) . . ?
C9 C10 C12 118.6(7) . . ?
C9 C10 C11 121.2(6) . . ?
C12 C10 C11 120.2(6) . . ?
O5 C11 O6 127.8(8) . . ?
O5 C11 C10 118.1(7) . . ?
O6 C11 C10 114.1(8) . . ?
C14 C12 C10 119.6(7) . . ?
C14 C12 C13 119.0(7) . . ?
C10 C12 C13 120.9(7) . . ?
O7 C13 O8 124.3(7) . . ?
O7 C13 C12 119.7(7) . . ?
O8 C13 C12 115.9(7) . . ?
C15 C14 C12 120.8(7) . . ?
C15 C14 H14A 119.6 . . ?
C12 C14 H14A 119.6 . . ?
C14 C15 C16 120.0(7) . . ?
C14 C15 H15A 120.0 . . ?
C16 C15 H15A 120.0 . . ?
C9 C16 C15 121.5(7) . . ?
C9 C16 H16A 119.3 . . ?
C15 C16 H16A 119.3 . . ?
N1 C17 C18 123.6(9) . . ?
N1 C17 H17A 118.2 . . ?
C18 C17 H17A 118.2 . . ?
C17 C18 C19 117.8(9) . . ?
C17 C18 H18A 121.1 . . ?
C19 C18 H18A 121.1 . . ?
C18 C19 C20 119.7(9) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C19 C20 C21 118.1(9) . . ?
C19 C20 C25 123.6(10) . . ?
C21 C20 C25 118.3(11) . . ?
N1 C21 C22 118.5(7) . . ?
N1 C21 C20 121.6(9) . . ?
C22 C21 C20 119.9(8) . . ?
N2 C22 C23 123.1(9) . . ?
N2 C22 C21 117.9(7) . . ?
C23 C22 C21 119.0(8) . . ?
C22 C23 C26 115.7(9) . . ?
C22 C23 C24 119.7(10) . . ?
C26 C23 C24 124.5(10) . . ?
C25 C24 C23 122.2(10) . . ?
C25 C24 H24A 118.9 . . ?
C23 C24 H24A 118.9 . . ?
C24 C25 C20 121.0(11) . . ?
C24 C25 H25A 119.5 . . ?
C20 C25 H25A 119.5 . . ?
C27 C26 C23 120.9(9) . . ?
C27 C26 H26A 119.6 . . ?
C23 C26 H26A 119.6 . . ?
C26 C27 C28 119.3(11) . . ?
C26 C27 H27A 120.3 . . ?
C28 C27 H27A 120.3 . . ?
N2 C28 C27 122.0(10) . . ?
N2 C28 H28A 119.0 . . ?
C27 C28 H28A 119.0 . . ?

_refine_diff_density_max         2.263
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.100

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1838488'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3.40 H2.50 Co0.20 N0.30 O'
_chemical_formula_weight         75.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.2945(4)
_cell_length_b                   10.6512(4)
_cell_length_c                   14.9173(6)
_cell_angle_alpha                81.0170(10)
_cell_angle_beta                 74.2620(10)
_cell_angle_gamma                86.4020(10)
_cell_volume                     1554.68(11)
_cell_formula_units_Z            20
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3310
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      22.93

_exptl_crystal_description       platelike
_exptl_crystal_colour            deeppurple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.133
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19630
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.936
_diffrn_reflns_theta_max         26.004
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6007
_reflns_number_gt                4336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0467P)²+0.4726P] 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         6007
_refine_ls_number_parameters     458
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.15660(4) 0.96599(4) 0.20695(3) 0.01970(13) Uani 1 1 d . . . . .
Co2 Co -0.12367(4) 1.47429(4) 0.40969(3) 0.02446(14) Uani 1 1 d . . . . .
O1 O -0.0415(2) 1.0217(2) 0.23560(17) 0.0299(6) Uani 1 1 d . . . . .
O2 O -0.0695(2) 1.1484(2) 0.34540(18) 0.0339(6) Uani 1 1 d . . . . .
O3 O -0.1437(3) 1.4117(2) 0.2654(2) 0.0468(7) Uani 1 1 d . . . . .
O4 O -0.2730(3) 1.3624(2) 0.40673(18) 0.0398(7) Uani 1 1 d . . . . .
O5 O -0.9318(2) 1.5007(2) 0.34441(17) 0.0321(6) Uani 1 1 d . . . . .
O6 O -0.8777(2) 1.5854(2) 0.45619(16) 0.0297(6) Uani 1 1 d . . . . .
O7 O -0.8309(2) 1.7823(2) 0.29242(16) 0.0274(5) Uani 1 1 d . . . . .
O8 O -0.6504(2) 1.8591(2) 0.18671(17) 0.0313(6) Uani 1 1 d . . . . .
O9 O 0.1810(3) 1.0480(2) 0.32310(18) 0.0296(6) Uani 1 1 d D . . . .
H9A H 0.105(3) 1.086(4) 0.340(3) 0.067(16) Uiso 1 1 d D . . . .
H9B H 0.181(4) 0.990(3) 0.369(2) 0.057(15) Uiso 1 1 d D . . . .
O10 O 0.1766(5) 0.8575(3) 0.4647(2) 0.0785(13) Uani 1 1 d D . . . .
H10B H 0.173(6) 0.790(3) 0.446(3) 0.12(3) Uiso 1 1 d D . . . .
H10C H 0.138(6) 0.846(5) 0.5225(16) 0.11(2) Uiso 1 1 d D . . . .
N1 N 0.2362(3) 1.1374(3) 0.1242(2) 0.0290(7) Uani 1 1 d . . . . .
N2 N 0.1056(3) 0.8563(2) 0.11316(19) 0.0258(6) Uani 1 1 d . . . . .
N3 N -0.2233(3) 1.6449(3) 0.42115(19) 0.0265(6) Uani 1 1 d . . . . .
C1 C -0.1096(3) 1.0990(3) 0.2878(2) 0.0225(7) Uani 1 1 d . . . . .
C2 C -0.2488(3) 1.1323(3) 0.2758(2) 0.0201(7) Uani 1 1 d . . . . .
C3 C -0.3081(3) 1.2525(3) 0.2897(2) 0.0194(7) Uani 1 1 d . . . . .
C4 C -0.2361(3) 1.3481(3) 0.3213(3) 0.0263(8) Uani 1 1 d . . . . .
C5 C -0.4369(3) 1.2801(3) 0.2757(2) 0.0212(7) Uani 1 1 d . . . . .
C6 C -0.5054(3) 1.1854(3) 0.2543(3) 0.0296(8) Uani 1 1 d . . . . .
H6A H -0.5926 1.2025 0.2483 0.036 Uiso 1 1 calc R U . . .
C7 C -0.4484(4) 1.0673(3) 0.2417(3) 0.0318(9) Uani 1 1 d . . . . .
H7A H -0.4965 1.0052 0.2279 0.038 Uiso 1 1 calc R U . . .
C8 C -0.3183(3) 1.0420(3) 0.2499(2) 0.0272(8) Uani 1 1 d . . . . .
H8A H -0.2769 0.9640 0.2379 0.033 Uiso 1 1 calc R U . . .
C9 C -0.5008(3) 1.4105(3) 0.2787(2) 0.0209(7) Uani 1 1 d . . . . .
C10 C -0.6361(3) 1.4242(3) 0.3263(2) 0.0245(7) Uani 1 1 d . . . . .
H10A H -0.6829 1.3534 0.3619 0.029 Uiso 1 1 calc R U . . .
C11 C -0.7027(3) 1.5419(3) 0.3217(2) 0.0207(7) Uani 1 1 d . . . . .
C12 C -0.8483(3) 1.5449(3) 0.3780(2) 0.0235(7) Uani 1 1 d . . . . .
C13 C -0.6349(3) 1.6482(3) 0.2668(2) 0.0216(7) Uani 1 1 d . . . . .
C14 C -0.7081(3) 1.7708(3) 0.2478(2) 0.0240(7) Uani 1 1 d . . . . .
C15 C -0.4986(3) 1.6345(3) 0.2223(2) 0.0265(8) Uani 1 1 d . . . . .
H15A H -0.4510 1.7054 0.1876 0.032 Uiso 1 1 calc R U . . .
C16 C -0.4323(3) 1.5181(3) 0.2284(3) 0.0273(8) Uani 1 1 d . . . . .
H16A H -0.3408 1.5118 0.1985 0.033 Uiso 1 1 calc R U . . .
C17 C 0.1828(4) 1.2493(3) 0.1500(3) 0.0384(10) Uani 1 1 d . . . . .
H17A H 0.0977 1.2496 0.1922 0.046 Uiso 1 1 calc R U . . .
C18 C 0.3567(4) 1.1410(4) 0.0615(3) 0.0373(9) Uani 1 1 d . . . . .
H18A H 0.3951 1.0655 0.0413 0.045 Uiso 1 1 calc R U . . .
C19 C 0.2473(4) 1.3625(4) 0.1174(3) 0.0448(11) Uani 1 1 d . . . . .
H19A H 0.2060 1.4370 0.1378 0.054 Uiso 1 1 calc R U . . .
C20 C 0.4269(4) 1.2520(4) 0.0252(3) 0.0465(11) Uani 1 1 d . . . . .
H20A H 0.5103 1.2505 -0.0189 0.056 Uiso 1 1 calc R U . . .
C21 C 0.3723(5) 1.3664(4) 0.0550(3) 0.0443(11) Uani 1 1 d . . . . .
C22 C 0.4404(4) 1.4903(4) 0.0252(3) 0.0552(12) Uani 1 1 d . . . . .
H22A H 0.3902 1.5610 0.0457 0.066 Uiso 1 1 calc R U . . .
C23 C 0.0106(4) 0.7713(3) 0.1561(3) 0.0356(9) Uani 1 1 d . . . . .
H23A H -0.0398 0.7795 0.2170 0.043 Uiso 1 1 calc R U . . .
C24 C 0.1703(4) 0.8452(4) 0.0243(3) 0.0408(10) Uani 1 1 d . . . . .
H24A H 0.2342 0.9054 -0.0087 0.049 Uiso 1 1 calc R U . . .
C25 C -0.0172(4) 0.6720(4) 0.1157(3) 0.0415(10) Uani 1 1 d . . . . .
H25A H -0.0833 0.6144 0.1497 0.050 Uiso 1 1 calc R U . . .
C26 C 0.1476(5) 0.7498(4) -0.0208(3) 0.0468(11) Uani 1 1 d . . . . .
H26A H 0.1962 0.7467 -0.0829 0.056 Uiso 1 1 calc R U . . .
C27 C 0.0535(4) 0.6581(3) 0.0243(3) 0.0336(9) Uani 1 1 d . . . . .
C28 C 0.0337(4) 0.5520(3) -0.0217(3) 0.0386(10) Uani 1 1 d . . . . .
H28A H 0.0714 0.5578 -0.0863 0.046 Uiso 1 1 calc R U . . .
C29 C -0.3566(4) 1.6565(3) 0.4311(3) 0.0352(9) Uani 1 1 d . . . . .
H29A H -0.4011 1.5889 0.4209 0.042 Uiso 1 1 calc R U . . .
C30 C -0.1630(4) 1.7449(3) 0.4356(3) 0.0329(9) Uani 1 1 d . . . . .
H30A H -0.0703 1.7395 0.4281 0.039 Uiso 1 1 calc R U . . .
C31 C -0.4308(4) 1.7640(4) 0.4556(3) 0.0398(10) Uani 1 1 d . . . . .
H31A H -0.5232 1.7679 0.4613 0.048 Uiso 1 1 calc R U . . .
C32 C -0.2301(4) 1.8546(3) 0.4607(3) 0.0345(9) Uani 1 1 d . . . . .
H32A H -0.1832 1.9209 0.4703 0.041 Uiso 1 1 calc R U . . .
C33 C -0.3676(4) 1.8661(3) 0.4717(3) 0.0347(9) Uani 1 1 d . . . . .
C34 C -0.4377(4) 1.9854(4) 0.4991(3) 0.0403(9) Uani 1 1 d . . . . .
H34A H -0.3886 2.0438 0.5162 0.048 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
Co1 O1 2.037(2) . ?
Co1 N1 2.113(3) . ?
Co1 O9 2.136(2) . ?
Co1 N2 2.141(3) . ?
Co1 O7 2.179(2) 1_645 ?
Co1 O8 2.198(2) 1_645 ?
Co1 C14 2.518(3) 1_645 ?
Co2 O5 1.967(2) 1_655 ?
Co2 O6 2.006(2) 2_486 ?
Co2 O4 2.017(2) . ?
Co2 N3 2.037(3) . ?
O1 C1 1.267(4) . ?
O2 C1 1.244(4) . ?
O3 C4 1.238(4) . ?
O4 C4 1.258(4) . ?
O5 C12 1.253(4) . ?
O5 Co2 1.967(2) 1_455 ?
O6 C12 1.260(4) . ?
O6 Co2 2.006(2) 2_486 ?
O7 C14 1.267(4) . ?
O7 Co1 2.179(2) 1_465 ?
O8 C14 1.255(4) . ?
O8 Co1 2.198(2) 1_465 ?
O9 H9A 0.850(19) . ?
O9 H9B 0.844(19) . ?
O10 H10B 0.821(19) . ?
O10 H10C 0.838(19) . ?
N1 C18 1.335(4) . ?
N1 C17 1.348(4) . ?
N2 C24 1.332(4) . ?
N2 C23 1.332(4) . ?
N3 C30 1.339(4) . ?
N3 C29 1.339(4) . ?
C1 C2 1.506(4) . ?
C2 C8 1.393(4) . ?
C2 C3 1.404(4) . ?
C3 C5 1.404(4) . ?
C3 C4 1.498(4) . ?
C5 C6 1.388(4) . ?
C5 C9 1.501(4) . ?
C6 C7 1.372(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.383(5) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
C9 C16 1.385(4) . ?
C9 C10 1.391(4) . ?
C10 C11 1.392(4) . ?
C10 H10A 0.9300 . ?
C11 C13 1.393(4) . ?
C11 C12 1.507(4) . ?
C13 C15 1.390(4) . ?
C13 C14 1.493(4) . ?
C14 Co1 2.518(3) 1_465 ?
C15 C16 1.380(5) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C19 1.369(5) . ?
C17 H17A 0.9300 . ?
C18 C20 1.382(5) . ?
C18 H18A 0.9300 . ?
C19 C21 1.367(6) . ?
C19 H19A 0.9300 . ?
C20 C21 1.394(6) . ?
C20 H20A 0.9300 . ?
C21 C22 1.481(5) . ?
C22 C22 1.264(8) 2_685 ?
C22 H22A 0.9300 . ?
C23 C25 1.376(5) . ?
C23 H23A 0.9300 . ?
C24 C26 1.367(5) . ?
C24 H24A 0.9300 . ?
C25 C27 1.387(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.380(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.462(4) . ?
C28 C28 1.325(7) 2_565 ?
C28 H28A 0.9300 . ?
C29 C31 1.377(5) . ?
C29 H29A 0.9300 . ?
C30 C32 1.370(5) . ?
C30 H30A 0.9300 . ?
C31 C33 1.386(5) . ?
C31 H31A 0.9300 . ?
C32 C33 1.380(5) . ?
C32 H32A 0.9300 . ?
C33 C34 1.480(5) . ?
C34 C34 1.295(8) 2_496 ?
C34 H34A 0.9300 . ?

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 97.11(11) . . ?
O1 Co1 O9 90.88(10) . . ?
N1 Co1 O9 85.39(11) . . ?
O1 Co1 N2 84.53(10) . . ?
N1 Co1 N2 106.26(11) . . ?
O9 Co1 N2 167.90(10) . . ?
O1 Co1 O7 107.39(9) . 1_645 ?
N1 Co1 O7 154.20(10) . 1_645 ?
O9 Co1 O7 86.29(9) . 1_645 ?
N2 Co1 O7 84.42(10) . 1_645 ?
O1 Co1 O8 165.93(9) . 1_645 ?
N1 Co1 O8 96.29(10) . 1_645 ?
O9 Co1 O8 94.44(10) . 1_645 ?
N2 Co1 O8 87.63(10) . 1_645 ?
O7 Co1 O8 60.09(9) 1_645 1_645 ?
O1 Co1 C14 137.08(10) . 1_645 ?
N1 Co1 C14 125.80(11) . 1_645 ?
O9 Co1 C14 91.59(10) . 1_645 ?
N2 Co1 C14 84.27(10) . 1_645 ?
O7 Co1 C14 30.22(9) 1_645 1_645 ?
O8 Co1 C14 29.91(9) 1_645 1_645 ?
O5 Co2 O6 103.56(10) 1_655 2_486 ?
O5 Co2 O4 137.85(10) 1_655 . ?
O6 Co2 O4 97.03(10) 2_486 . ?
O5 Co2 N3 110.14(11) 1_655 . ?
O6 Co2 N3 101.16(10) 2_486 . ?
O4 Co2 N3 101.21(11) . . ?
C1 O1 Co1 132.2(2) . . ?
C4 O4 Co2 99.2(2) . . ?
C12 O5 Co2 124.8(2) . 1_455 ?
C12 O6 Co2 139.6(2) . 2_486 ?
C14 O7 Co1 89.83(19) . 1_465 ?
C14 O8 Co1 89.3(2) . 1_465 ?
Co1 O9 H9A 101(3) . . ?
Co1 O9 H9B 109(3) . . ?
H9A O9 H9B 104(4) . . ?
H10B O10 H10C 106(3) . . ?
C18 N1 C17 116.7(3) . . ?
C18 N1 Co1 121.8(2) . . ?
C17 N1 Co1 119.4(2) . . ?
C24 N2 C23 116.1(3) . . ?
C24 N2 Co1 129.1(2) . . ?
C23 N2 Co1 113.5(2) . . ?
C30 N3 C29 116.5(3) . . ?
C30 N3 Co2 120.8(2) . . ?
C29 N3 Co2 121.7(2) . . ?
O2 C1 O1 125.3(3) . . ?
O2 C1 C2 119.3(3) . . ?
O1 C1 C2 115.4(3) . . ?
C8 C2 C3 120.1(3) . . ?
C8 C2 C1 118.9(3) . . ?
C3 C2 C1 121.0(3) . . ?
C2 C3 C5 118.9(3) . . ?
C2 C3 C4 120.3(3) . . ?
C5 C3 C4 120.8(3) . . ?
O3 C4 O4 120.9(3) . . ?
O3 C4 C3 121.3(3) . . ?
O4 C4 C3 117.8(3) . . ?
C6 C5 C3 119.1(3) . . ?
C6 C5 C9 118.7(3) . . ?
C3 C5 C9 122.1(3) . . ?
C7 C6 C5 122.0(3) . . ?
C7 C6 H6A 119.0 . . ?
C5 C6 H6A 119.0 . . ?
C6 C7 C8 119.0(3) . . ?
C6 C7 H7A 120.5 . . ?
C8 C7 H7A 120.5 . . ?
C7 C8 C2 120.6(3) . . ?
C7 C8 H8A 119.7 . . ?
C2 C8 H8A 119.7 . . ?
C16 C9 C10 118.3(3) . . ?
C16 C9 C5 121.8(3) . . ?
C10 C9 C5 119.7(3) . . ?
C9 C10 C11 121.2(3) . . ?
C9 C10 H10A 119.4 . . ?
C11 C10 H10A 119.4 . . ?
C10 C11 C13 120.0(3) . . ?
C10 C11 C12 116.2(3) . . ?
C13 C11 C12 123.7(3) . . ?
O5 C12 O6 124.4(3) . . ?
O5 C12 C11 116.4(3) . . ?
O6 C12 C11 119.2(3) . . ?
C15 C13 C11 118.2(3) . . ?
C15 C13 C14 120.0(3) . . ?
C11 C13 C14 121.5(3) . . ?
O8 C14 O7 120.6(3) . . ?
O8 C14 C13 120.7(3) . . ?
O7 C14 C13 118.6(3) . . ?
O8 C14 Co1 60.82(17) . 1_465 ?
O7 C14 Co1 59.95(17) . 1_465 ?
C13 C14 Co1 174.2(2) . 1_465 ?
C16 C15 C13 121.5(3) . . ?
C16 C15 H15A 119.3 . . ?
C13 C15 H15A 119.3 . . ?
C15 C16 C9 120.6(3) . . ?
C15 C16 H16A 119.7 . . ?
C9 C16 H16A 119.7 . . ?
N1 C17 C19 123.5(4) . . ?
N1 C17 H17A 118.3 . . ?
C19 C17 H17A 118.3 . . ?
N1 C18 C20 122.8(4) . . ?
N1 C18 H18A 118.6 . . ?
C20 C18 H18A 118.6 . . ?
C21 C19 C17 120.2(4) . . ?
C21 C19 H19A 119.9 . . ?
C17 C19 H19A 119.9 . . ?
C18 C20 C21 119.8(4) . . ?
C18 C20 H20A 120.1 . . ?
C21 C20 H20A 120.1 . . ?
C19 C21 C20 117.0(3) . . ?
C19 C21 C22 118.0(4) . . ?
C20 C21 C22 124.9(4) . . ?
C22 C22 C21 126.6(6) 2_685 . ?
C22 C22 H22A 116.7 2_685 . ?
C21 C22 H22A 116.7 . . ?
N2 C23 C25 123.9(3) . . ?
N2 C23 H23A 118.1 . . ?
C25 C23 H23A 118.1 . . ?
N2 C24 C26 123.3(3) . . ?
N2 C24 H24A 118.3 . . ?
C26 C24 H24A 118.3 . . ?
C23 C25 C27 119.8(3) . . ?
C23 C25 H25A 120.1 . . ?
C27 C25 H25A 120.1 . . ?
C24 C26 C27 121.0(4) . . ?
C24 C26 H26A 119.5 . . ?
C27 C26 H26A 119.5 . . ?
C26 C27 C25 115.7(3) . . ?
C26 C27 C28 121.4(3) . . ?
C25 C27 C28 122.9(3) . . ?
C28 C28 C27 124.9(4) 2_565 . ?
C28 C28 H28A 117.5 2_565 . ?
C27 C28 H28A 117.5 . . ?
N3 C29 C31 123.1(3) . . ?
N3 C29 H29A 118.5 . . ?
C31 C29 H29A 118.5 . . ?
N3 C30 C32 123.8(3) . . ?
N3 C30 H30A 118.1 . . ?
C32 C30 H30A 118.1 . . ?
C29 C31 C33 119.8(3) . . ?
C29 C31 H31A 120.1 . . ?
C33 C31 H31A 120.1 . . ?
C30 C32 C33 119.7(3) . . ?
C30 C32 H32A 120.2 . . ?
C33 C32 H32A 120.2 . . ?
C32 C33 C31 117.1(3) . . ?
C32 C33 C34 118.6(3) . . ?
C31 C33 C34 124.3(4) . . ?
C34 C34 C33 124.7(5) 2_496 . ?
C34 C34 H34A 117.6 2_496 . ?
C33 C34 H34A 117.6 . . ?

_refine_diff_density_max         0.703
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.091

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1838487'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3.35 H2.71 Co0.19 N0.26 O1.42'
_chemical_formula_weight         80.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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                   19.532(4)
_cell_length_b                   8.8486(17)
_cell_length_c                   14.171(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.193(6)
_cell_angle_gamma                90
_cell_volume                     2424.1(8)
_cell_formula_units_Z            31
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4610
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      24.86

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_F_000             1278
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.110
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31187
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_av_R_equivalents  0.0732
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.107
_diffrn_reflns_theta_max         27.817
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5681
_reflns_number_gt                3978
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0454P)²+6.3437P] 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         5681
_refine_ls_number_parameters     395
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1277
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.05175(3) 0.39254(6) 0.85429(4) 0.01842(14) Uani 1 1 d . . . . .
Co2 Co 0.5000 0.5000 1.0000 0.02164(19) Uani 1 2 d S . P . .
O1 O 0.05874(14) 0.6227(3) 0.85826(18) 0.0207(6) Uani 1 1 d . . . . .
O2 O 0.13219(15) 0.5272(3) 0.9747(2) 0.0264(6) Uani 1 1 d . . . . .
O3 O 0.00839(15) 0.6586(3) 1.0467(2) 0.0279(7) Uani 1 1 d . . . . .
O4 O -0.00402(15) 0.8543(3) 1.1368(2) 0.0254(6) Uani 1 1 d . . . . .
O5 O 0.33534(18) 0.5150(4) 0.6372(3) 0.0415(9) Uani 1 1 d D . . . .
H5B H 0.369(3) 0.473(8) 0.615(5) 0.09(2) Uiso 1 1 d D . . . .
O6 O 0.41710(17) 0.6879(4) 0.6844(2) 0.0389(8) Uani 1 1 d . . . . .
O7 O 0.43539(15) 0.6176(4) 0.8984(2) 0.0310(7) Uani 1 1 d . . . . .
O8 O 0.44454(17) 0.8688(4) 0.9022(3) 0.0432(9) Uani 1 1 d . . . . .
O9 O -0.01626(16) 0.3888(3) 0.7314(2) 0.0273(7) Uani 1 1 d D . . . .
H9B H -0.015(3) 0.457(3) 0.691(3) 0.041(15) Uiso 1 1 d D . . . .
H9A H -0.022(3) 0.306(3) 0.704(3) 0.051(17) Uiso 1 1 d D . . . .
O10 O 0.47485(18) 0.3092(4) 0.9098(2) 0.0333(7) Uani 1 1 d D . . . .
H10B H 0.5101(18) 0.274(5) 0.890(4) 0.052(17) Uiso 1 1 d D . . . .
H10C H 0.460(2) 0.236(4) 0.939(3) 0.047(16) Uiso 1 1 d D . . . .
O11 O 0.42121(19) 0.4105(4) 0.5256(3) 0.0374(8) Uani 1 1 d D . . . .
H11A H 0.460(2) 0.410(10) 0.562(5) 0.11(3) Uiso 1 1 d D . . . .
H11B H 0.418(3) 0.477(5) 0.483(3) 0.055(19) Uiso 1 1 d D . . . .
N1 N 0.13682(17) 0.2986(4) 0.8040(2) 0.0212(7) Uani 1 1 d . . . . .
N2 N 0.41439(18) 0.0423(4) 0.5768(2) 0.0244(7) Uani 1 1 d . . . . .
C1 C 0.10246(19) 0.6375(4) 0.9340(3) 0.0169(8) Uani 1 1 d . . . . .
C2 C 0.11965(19) 0.7969(4) 0.9672(3) 0.0172(8) Uani 1 1 d . . . . .
C3 C 0.0823(2) 0.8698(4) 1.0312(3) 0.0183(8) Uani 1 1 d . . . . .
C4 C 0.0254(2) 0.7912(4) 1.0732(3) 0.0199(8) Uani 1 1 d . . . . .
C5 C 0.0984(2) 1.0179(4) 1.0597(3) 0.0225(8) Uani 1 1 d . . . . .
H5A H 0.0736 1.0657 1.1025 0.027 Uiso 1 1 calc R U . . .
C6 C 0.1509(2) 1.0937(5) 1.0248(3) 0.0245(9) Uani 1 1 d . . . . .
H6A H 0.1606 1.1934 1.0425 0.029 Uiso 1 1 calc R U . . .
C7 C 0.1891(2) 1.0219(5) 0.9634(3) 0.0252(9) Uani 1 1 d . . . . .
H7A H 0.2255 1.0729 0.9418 0.030 Uiso 1 1 calc R U . . .
C8 C 0.1740(2) 0.8736(4) 0.9332(3) 0.0188(8) Uani 1 1 d . . . . .
C9 C 0.2195(2) 0.8061(4) 0.8680(3) 0.0205(8) Uani 1 1 d . . . . .
C10 C 0.2908(2) 0.8115(5) 0.8961(3) 0.0241(9) Uani 1 1 d . . . . .
H10A H 0.3078 0.8542 0.9548 0.029 Uiso 1 1 calc R U . . .
C11 C 0.3372(2) 0.7552(4) 0.8394(3) 0.0210(8) Uani 1 1 d . . . . .
C12 C 0.4125(2) 0.7481(5) 0.8820(3) 0.0250(9) Uani 1 1 d . . . . .
C13 C 0.3116(2) 0.6919(5) 0.7509(3) 0.0231(8) Uani 1 1 d . . . . .
C14 C 0.3612(2) 0.6332(5) 0.6882(3) 0.0269(9) Uani 1 1 d . . . . .
C15 C 0.2407(2) 0.6894(5) 0.7220(3) 0.0265(9) Uani 1 1 d . . . . .
H15A H 0.2236 0.6499 0.6625 0.032 Uiso 1 1 calc R U . . .
C16 C 0.1950(2) 0.7439(5) 0.7795(3) 0.0257(9) Uani 1 1 d . . . . .
H16A H 0.1476 0.7392 0.7590 0.031 Uiso 1 1 calc R U . . .
C17 C 0.1268(2) 0.1828(5) 0.7411(3) 0.0241(9) Uani 1 1 d . . . . .
H17A H 0.0824 0.1442 0.7252 0.029 Uiso 1 1 calc R U . . .
C18 C 0.2008(2) 0.3513(5) 0.8263(3) 0.0265(9) Uani 1 1 d . . . . .
H18A H 0.2085 0.4305 0.8697 0.032 Uiso 1 1 calc R U . . .
C19 C 0.1794(2) 0.1200(5) 0.6997(3) 0.0233(8) Uani 1 1 d . . . . .
H19A H 0.1704 0.0403 0.6570 0.028 Uiso 1 1 calc R U . . .
C20 C 0.2562(2) 0.2938(5) 0.7878(3) 0.0258(9) Uani 1 1 d . . . . .
H20A H 0.3002 0.3338 0.8059 0.031 Uiso 1 1 calc R U . . .
C21 C 0.2469(2) 0.1763(5) 0.7219(3) 0.0239(9) Uani 1 1 d . . . . .
C22 C 0.3046(2) 0.1204(5) 0.6737(3) 0.0253(9) Uani 1 1 d . . . . .
C23 C 0.2934(2) 0.0721(6) 0.5802(3) 0.0350(11) Uani 1 1 d . . . . .
H23A H 0.2485 0.0645 0.5481 0.042 Uiso 1 1 calc R U . . .
C24 C 0.3724(2) 0.1216(6) 0.7195(3) 0.0338(11) Uani 1 1 d . . . . .
H24A H 0.3823 0.1487 0.7834 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3486(2) 0.0355(6) 0.5346(3) 0.0315(10) Uani 1 1 d . . . . .
H25A H 0.3400 0.0043 0.4714 0.038 Uiso 1 1 calc R U . . .
C26 C 0.4248(2) 0.0821(6) 0.6688(3) 0.0328(10) Uani 1 1 d . . . . .
H26A H 0.4699 0.0832 0.7002 0.039 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
Co1 O3 2.006(3) 3_567 ?
Co1 O9 2.034(3) . ?
Co1 O1 2.042(3) . ?
Co1 N1 2.073(3) . ?
Co1 O4 2.385(3) 3_567 ?
Co2 O7 2.057(3) 3_667 ?
Co2 O7 2.057(3) . ?
Co2 O10 2.132(3) . ?
Co2 O10 2.132(3) 3_667 ?
Co2 N2 2.154(3) 4_566 ?
Co2 N2 2.154(3) 2_656 ?
O1 C1 1.280(5) . ?
O2 C1 1.236(5) . ?
O3 C4 1.262(5) . ?
O3 Co1 2.006(3) 3_567 ?
O4 C4 1.265(4) . ?
O4 Co1 2.385(3) 3_567 ?
O5 C14 1.329(5) . ?
O5 H5B 0.85(2) . ?
O6 C14 1.203(5) . ?
O7 C12 1.247(5) . ?
O8 C12 1.250(5) . ?
O9 H9B 0.830(19) . ?
O9 H9A 0.831(19) . ?
O10 H10B 0.836(19) . ?
O10 H10C 0.846(19) . ?
O11 H11A 0.86(2) . ?
O11 H11B 0.85(2) . ?
N1 C18 1.329(5) . ?
N1 C17 1.355(5) . ?
N2 C26 1.337(5) . ?
N2 C25 1.338(5) . ?
N2 Co2 2.154(3) 2_646 ?
C1 C2 1.510(5) . ?
C2 C3 1.400(5) . ?
C2 C8 1.403(5) . ?
C3 C5 1.394(5) . ?
C3 C4 1.504(5) . ?
C5 C6 1.374(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.379(6) . ?
C6 H6A 0.9300 . ?
C7 C8 1.398(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.494(5) . ?
C9 C16 1.392(6) . ?
C9 C10 1.394(6) . ?
C10 C11 1.387(5) . ?
C10 H10A 0.9300 . ?
C11 C13 1.399(5) . ?
C11 C12 1.510(6) . ?
C13 C15 1.387(6) . ?
C13 C14 1.497(5) . ?
C15 C16 1.379(5) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C19 1.371(5) . ?
C17 H17A 0.9300 . ?
C18 C20 1.377(6) . ?
C18 H18A 0.9300 . ?
C19 C21 1.402(6) . ?
C19 H19A 0.9300 . ?
C20 C21 1.392(6) . ?
C20 H20A 0.9300 . ?
C21 C22 1.483(5) . ?
C22 C23 1.380(6) . ?
C22 C24 1.390(6) . ?
C23 C25 1.373(6) . ?
C23 H23A 0.9300 . ?
C24 C26 1.375(6) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?

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
O3 Co1 O9 102.66(13) 3_567 . ?
O3 Co1 O1 104.45(11) 3_567 . ?
O9 Co1 O1 94.17(12) . . ?
O3 Co1 N1 136.71(13) 3_567 . ?
O9 Co1 N1 99.04(13) . . ?
O1 Co1 N1 110.83(12) . . ?
O3 Co1 O4 58.93(10) 3_567 3_567 ?
O9 Co1 O4 79.51(11) . 3_567 ?
O1 Co1 O4 159.58(10) . 3_567 ?
N1 Co1 O4 89.41(11) . 3_567 ?
O7 Co2 O7 180.00(14) 3_667 . ?
O7 Co2 O10 94.87(13) 3_667 . ?
O7 Co2 O10 85.13(13) . . ?
O7 Co2 O10 85.13(13) 3_667 3_667 ?
O7 Co2 O10 94.87(13) . 3_667 ?
O10 Co2 O10 180.00(18) . 3_667 ?
O7 Co2 N2 90.05(12) 3_667 4_566 ?
O7 Co2 N2 89.95(12) . 4_566 ?
O10 Co2 N2 92.07(13) . 4_566 ?
O10 Co2 N2 87.93(13) 3_667 4_566 ?
O7 Co2 N2 89.95(12) 3_667 2_656 ?
O7 Co2 N2 90.05(12) . 2_656 ?
O10 Co2 N2 87.93(13) . 2_656 ?
O10 Co2 N2 92.07(13) 3_667 2_656 ?
N2 Co2 N2 180.0 4_566 2_656 ?
C1 O1 Co1 99.1(2) . . ?
C4 O3 Co1 99.0(2) . 3_567 ?
C4 O4 Co1 81.6(2) . 3_567 ?
C14 O5 H5B 107(5) . . ?
C12 O7 Co2 140.0(3) . . ?
Co1 O9 H9B 119(3) . . ?
Co1 O9 H9A 117(4) . . ?
H9B O9 H9A 109(3) . . ?
Co2 O10 H10B 111(4) . . ?
Co2 O10 H10C 112(4) . . ?
H10B O10 H10C 103(3) . . ?
H11A O11 H11B 114(7) . . ?
C18 N1 C17 117.7(3) . . ?
C18 N1 Co1 123.4(3) . . ?
C17 N1 Co1 118.8(3) . . ?
C26 N2 C25 116.7(3) . . ?
C26 N2 Co2 121.2(3) . 2_646 ?
C25 N2 Co2 122.0(3) . 2_646 ?
O2 C1 O1 121.6(3) . . ?
O2 C1 C2 121.6(3) . . ?
O1 C1 C2 116.7(3) . . ?
C3 C2 C8 119.3(3) . . ?
C3 C2 C1 121.3(3) . . ?
C8 C2 C1 119.4(3) . . ?
C5 C3 C2 120.2(4) . . ?
C5 C3 C4 118.0(3) . . ?
C2 C3 C4 121.7(3) . . ?
O3 C4 O4 119.7(3) . . ?
O3 C4 C3 119.3(3) . . ?
O4 C4 C3 120.9(3) . . ?
C6 C5 C3 120.2(4) . . ?
C6 C5 H5A 119.9 . . ?
C3 C5 H5A 119.9 . . ?
C5 C6 C7 120.1(4) . . ?
C5 C6 H6A 120.0 . . ?
C7 C6 H6A 120.0 . . ?
C6 C7 C8 121.0(4) . . ?
C6 C7 H7A 119.5 . . ?
C8 C7 H7A 119.5 . . ?
C7 C8 C2 119.0(3) . . ?
C7 C8 C9 116.5(3) . . ?
C2 C8 C9 124.4(3) . . ?
C16 C9 C10 118.2(4) . . ?
C16 C9 C8 123.8(4) . . ?
C10 C9 C8 117.9(3) . . ?
C11 C10 C9 122.1(4) . . ?
C11 C10 H10A 119.0 . . ?
C9 C10 H10A 119.0 . . ?
C10 C11 C13 118.9(4) . . ?
C10 C11 C12 117.5(3) . . ?
C13 C11 C12 123.1(3) . . ?
O7 C12 O8 126.5(4) . . ?
O7 C12 C11 114.5(4) . . ?
O8 C12 C11 118.9(4) . . ?
C15 C13 C11 119.0(4) . . ?
C15 C13 C14 121.5(4) . . ?
C11 C13 C14 119.4(4) . . ?
O6 C14 O5 124.7(4) . . ?
O6 C14 C13 123.7(4) . . ?
O5 C14 C13 111.6(4) . . ?
C16 C15 C13 121.6(4) . . ?
C16 C15 H15A 119.2 . . ?
C13 C15 H15A 119.2 . . ?
C15 C16 C9 120.1(4) . . ?
C15 C16 H16A 120.0 . . ?
C9 C16 H16A 120.0 . . ?
N1 C17 C19 122.7(4) . . ?
N1 C17 H17A 118.6 . . ?
C19 C17 H17A 118.6 . . ?
N1 C18 C20 122.8(4) . . ?
N1 C18 H18A 118.6 . . ?
C20 C18 H18A 118.6 . . ?
C17 C19 C21 119.9(4) . . ?
C17 C19 H19A 120.0 . . ?
C21 C19 H19A 120.0 . . ?
C18 C20 C21 120.4(4) . . ?
C18 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C20 C21 C19 116.4(4) . . ?
C20 C21 C22 121.5(4) . . ?
C19 C21 C22 122.0(4) . . ?
C23 C22 C24 117.5(4) . . ?
C23 C22 C21 121.3(4) . . ?
C24 C22 C21 121.2(4) . . ?
C25 C23 C22 119.8(4) . . ?
C25 C23 H23A 120.1 . . ?
C22 C23 H23A 120.1 . . ?
C26 C24 C22 118.9(4) . . ?
C26 C24 H24A 120.5 . . ?
C22 C24 H24A 120.5 . . ?
N2 C25 C23 123.2(4) . . ?
N2 C25 H25A 118.4 . . ?
C23 C25 H25A 118.4 . . ?
N2 C26 C24 123.7(4) . . ?
N2 C26 H26A 118.1 . . ?
C24 C26 H26A 118.1 . . ?

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 O2 7.7(4) . . . . ?
Co1 O1 C1 C2 -176.4(3) . . . . ?
O2 C1 C2 C3 -93.4(5) . . . . ?
O1 C1 C2 C3 90.7(4) . . . . ?
O2 C1 C2 C8 86.7(5) . . . . ?
O1 C1 C2 C8 -89.1(4) . . . . ?
C8 C2 C3 C5 0.8(6) . . . . ?
C1 C2 C3 C5 -179.0(4) . . . . ?
C8 C2 C3 C4 -177.4(3) . . . . ?
C1 C2 C3 C4 2.7(5) . . . . ?
Co1 O3 C4 O4 -9.2(4) 3_567 . . . ?
Co1 O3 C4 C3 168.6(3) 3_567 . . . ?
Co1 O4 C4 O3 7.8(4) 3_567 . . . ?
Co1 O4 C4 C3 -170.0(3) 3_567 . . . ?
C5 C3 C4 O3 178.0(4) . . . . ?
C2 C3 C4 O3 -3.7(6) . . . . ?
C5 C3 C4 O4 -4.2(6) . . . . ?
C2 C3 C4 O4 174.1(4) . . . . ?
C2 C3 C5 C6 0.4(6) . . . . ?
C4 C3 C5 C6 178.7(4) . . . . ?
C3 C5 C6 C7 -1.9(6) . . . . ?
C5 C6 C7 C8 2.1(6) . . . . ?
C6 C7 C8 C2 -0.9(6) . . . . ?
C6 C7 C8 C9 -179.0(4) . . . . ?
C3 C2 C8 C7 -0.6(6) . . . . ?
C1 C2 C8 C7 179.2(4) . . . . ?
C3 C2 C8 C9 177.4(3) . . . . ?
C1 C2 C8 C9 -2.8(6) . . . . ?
C7 C8 C9 C16 -125.3(4) . . . . ?
C2 C8 C9 C16 56.7(6) . . . . ?
C7 C8 C9 C10 52.0(5) . . . . ?
C2 C8 C9 C10 -126.0(4) . . . . ?
C16 C9 C10 C11 -0.9(6) . . . . ?
C8 C9 C10 C11 -178.4(4) . . . . ?
C9 C10 C11 C13 0.4(6) . . . . ?
C9 C10 C11 C12 -172.2(4) . . . . ?
Co2 O7 C12 O8 35.7(7) . . . . ?
Co2 O7 C12 C11 -140.1(3) . . . . ?
C10 C11 C12 O7 110.2(4) . . . . ?
C13 C11 C12 O7 -62.0(5) . . . . ?
C10 C11 C12 O8 -65.9(5) . . . . ?
C13 C11 C12 O8 121.9(5) . . . . ?
C10 C11 C13 C15 0.9(6) . . . . ?
C12 C11 C13 C15 173.1(4) . . . . ?
C10 C11 C13 C14 178.9(4) . . . . ?
C12 C11 C13 C14 -9.0(6) . . . . ?
C15 C13 C14 O6 144.6(5) . . . . ?
C11 C13 C14 O6 -33.3(6) . . . . ?
C15 C13 C14 O5 -34.9(6) . . . . ?
C11 C13 C14 O5 147.2(4) . . . . ?
C11 C13 C15 C16 -1.8(6) . . . . ?
C14 C13 C15 C16 -179.7(4) . . . . ?
C13 C15 C16 C9 1.2(7) . . . . ?
C10 C9 C16 C15 0.1(6) . . . . ?
C8 C9 C16 C15 177.4(4) . . . . ?
C18 N1 C17 C19 -0.5(6) . . . . ?
Co1 N1 C17 C19 175.9(3) . . . . ?
C17 N1 C18 C20 0.4(6) . . . . ?
Co1 N1 C18 C20 -175.9(3) . . . . ?
N1 C17 C19 C21 -0.3(6) . . . . ?
N1 C18 C20 C21 0.6(7) . . . . ?
C18 C20 C21 C19 -1.3(6) . . . . ?
C18 C20 C21 C22 175.1(4) . . . . ?
C17 C19 C21 C20 1.1(6) . . . . ?
C17 C19 C21 C22 -175.2(4) . . . . ?
C20 C21 C22 C23 -144.3(5) . . . . ?
C19 C21 C22 C23 31.9(6) . . . . ?
C20 C21 C22 C24 32.6(6) . . . . ?
C19 C21 C22 C24 -151.3(4) . . . . ?
C24 C22 C23 C25 -3.5(7) . . . . ?
C21 C22 C23 C25 173.5(4) . . . . ?
C23 C22 C24 C26 3.0(7) . . . . ?
C21 C22 C24 C26 -173.9(4) . . . . ?
C26 N2 C25 C23 2.4(7) . . . . ?
Co2 N2 C25 C23 -175.3(4) 2_646 . . . ?
C22 C23 C25 N2 0.7(8) . . . . ?
C25 N2 C26 C24 -2.9(7) . . . . ?
Co2 N2 C26 C24 174.9(4) 2_646 . . . ?
C22 C24 C26 N2 0.1(8) . . . . ?

_refine_diff_density_max         0.859
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.102

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1838486'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2.95 H3.58 N0.21 Ni0.21 O1.68'
_chemical_formula_weight         81.26

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

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

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

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

_cell_length_a                   10.9348(18)
_cell_length_b                   11.2863(19)
_cell_length_c                   13.509(2)
_cell_angle_alpha                74.363(6)
_cell_angle_beta                 81.277(6)
_cell_angle_gamma                74.499(6)
_cell_volume                     1541.3(4)
_cell_formula_units_Z            19
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1636
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      19.51

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.303
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19545
_diffrn_reflns_av_unetI/netI     0.1226
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.929
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6003
_reflns_number_gt                3497
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1005P)²] 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         6003
_refine_ls_number_parameters     481
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1283
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.2073
_refine_ls_wR_factor_gt          0.1694
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni2 Ni 0.60730(8) 0.41708(9) 0.29251(6) 0.0244(3) Uani 1 1 d . . . . .
Ni1 Ni 0.76297(8) 0.78879(9) -0.41639(7) 0.0284(3) Uani 1 1 d . . . . .
O1 O 0.6871(4) 0.8211(5) -0.2807(3) 0.0338(12) Uani 1 1 d . . . . .
O2 O 0.8419(5) 0.7543(6) -0.1730(4) 0.0440(15) Uani 1 1 d . . . . .
O3 O 0.4978(4) 0.6715(4) -0.2329(3) 0.0274(11) Uani 1 1 d . . . . .
O4 O 0.4042(5) 0.8776(5) -0.2787(4) 0.0341(12) Uani 1 1 d . . . . .
O5 O 0.4626(4) 0.5716(4) 0.2452(3) 0.0263(11) Uani 1 1 d . . . . .
O6 O 0.5005(5) 0.6979(5) 0.3322(4) 0.0364(13) Uani 1 1 d . . . . .
O7 O 0.1465(5) 0.7934(5) 0.4838(4) 0.0367(13) Uani 1 1 d . . . . .
O8 O 0.2566(5) 0.6143(5) 0.4436(4) 0.0448(14) Uani 1 1 d . . . . .
O9 O 0.9423(5) 0.7305(6) -0.3664(4) 0.0437(14) Uani 1 1 d D . . . .
H9A H 0.939(7) 0.746(8) -0.308(3) 0.052 Uiso 1 1 d D U . . .
H9B H 1.000(6) 0.764(7) -0.401(4) 0.052 Uiso 1 1 d D U . . .
O10 O 0.7395(5) 0.5986(5) -0.3531(4) 0.0357(12) Uani 1 1 d D . . . .
H10A H 0.678(5) 0.610(7) -0.308(4) 0.043 Uiso 1 1 d D U . . .
H10B H 0.730(6) 0.538(5) -0.374(5) 0.043 Uiso 1 1 d D U . . .
O11 O 0.7627(5) 0.9797(5) -0.4702(4) 0.0424(14) Uani 1 1 d D . . . .
H11A H 0.700(4) 1.038(5) -0.457(6) 0.051 Uiso 1 1 d D U . . .
H11B H 0.825(4) 0.999(7) -0.453(6) 0.051 Uiso 1 1 d D U . . .
O12 O 0.5723(4) 0.8425(5) -0.4543(4) 0.0317(12) Uani 1 1 d D . . . .
H12A H 0.509(5) 0.874(5) -0.489(5) 0.038 Uiso 1 1 d D U . . .
H12B H 0.591(6) 0.767(2) -0.455(6) 0.038 Uiso 1 1 d D U . . .
O13 O 0.5043(5) 0.3889(5) 0.4392(4) 0.0387(13) Uani 1 1 d D . . . .
H13A H 0.499(8) 0.313(3) 0.453(5) 0.046 Uiso 1 1 d D U . . .
H13B H 0.531(7) 0.393(6) 0.494(3) 0.046 Uiso 1 1 d D U . . .
O14 O 0.7124(5) 0.5058(5) 0.3501(4) 0.0334(12) Uani 1 1 d D . . . .
H14B H 0.649(5) 0.567(5) 0.349(5) 0.040 Uiso 1 1 d D U . . .
H14C H 0.726(6) 0.482(6) 0.416(2) 0.040 Uiso 1 1 d D U . . .
O15 O 0.7394(5) 0.2491(5) 0.3416(4) 0.0342(12) Uani 1 1 d D . . . .
H15B H 0.773(6) 0.217(6) 0.398(3) 0.041 Uiso 1 1 d D U . . .
H15C H 0.694(6) 0.198(5) 0.341(5) 0.041 Uiso 1 1 d D U . . .
O16 O 0.4597(6) 0.9196(5) 0.3723(4) 0.0397(13) Uani 1 1 d D . . . .
H16C H 0.456(8) 0.859(4) 0.348(5) 0.048 Uiso 1 1 d D U . . .
H16B H 0.476(8) 0.975(5) 0.320(3) 0.048 Uiso 1 1 d D U . . .
N1 N 0.8254(5) 0.7580(6) -0.5586(4) 0.0302(14) Uani 1 1 d . . . . .
N2 N 1.2909(5) 0.5557(6) -1.1508(4) 0.0309(14) Uani 1 1 d . . . . .
C1 C 0.7285(7) 0.7882(7) -0.1905(5) 0.0292(16) Uani 1 1 d . . . . .
C2 C 0.6260(6) 0.7967(6) -0.1045(5) 0.0247(15) Uani 1 1 d . . . . .
C3 C 0.5000(6) 0.7987(6) -0.1201(5) 0.0229(15) Uani 1 1 d . . . . .
C4 C 0.4669(6) 0.7826(7) -0.2191(5) 0.0233(15) Uani 1 1 d . . . . .
C5 C 0.4035(6) 0.8092(6) -0.0412(5) 0.0250(15) Uani 1 1 d . . . . .
H5A H 0.3217 0.8093 -0.0527 0.030 Uiso 1 1 calc R U . . .
C6 C 0.4254(7) 0.8195(6) 0.0550(5) 0.0279(16) Uani 1 1 d . . . . .
C7 C 0.5494(7) 0.8185(7) 0.0699(5) 0.0314(17) Uani 1 1 d . . . . .
H7A H 0.5671 0.8253 0.1330 0.038 Uiso 1 1 calc R U . . .
C8 C 0.6456(7) 0.8075(7) -0.0083(5) 0.0337(18) Uani 1 1 d . . . . .
H8A H 0.7271 0.8073 0.0038 0.040 Uiso 1 1 calc R U . . .
C9 C 0.3162(6) 0.8407(7) 0.1341(5) 0.0259(16) Uani 1 1 d . . . . .
C10 C 0.3179(6) 0.7727(6) 0.2380(5) 0.0223(14) Uani 1 1 d . . . . .
C11 C 0.4347(6) 0.6722(7) 0.2750(5) 0.0268(16) Uani 1 1 d . . . . .
C12 C 0.2126(6) 0.8004(7) 0.3094(5) 0.0253(15) Uani 1 1 d . . . . .
C13 C 0.2054(7) 0.7303(8) 0.4198(6) 0.0331(18) Uani 1 1 d . . . . .
C14 C 0.1078(7) 0.8972(8) 0.2731(6) 0.0368(19) Uani 1 1 d . . . . .
H14A H 0.0381 0.9171 0.3197 0.044 Uiso 1 1 calc R U . . .
C15 C 0.1031(8) 0.9636(8) 0.1726(6) 0.042(2) Uani 1 1 d . . . . .
H15A H 0.0321 1.0274 0.1508 0.050 Uiso 1 1 calc R U . . .
C16 C 0.2082(7) 0.9329(8) 0.1032(5) 0.0354(18) Uani 1 1 d . . . . .
H16A H 0.2053 0.9759 0.0341 0.043 Uiso 1 1 calc R U . . .
C17 C 0.7831(7) 0.8384(8) -0.6467(6) 0.0362(18) Uani 1 1 d . . . . .
H17A H 0.7220 0.9127 -0.6429 0.043 Uiso 1 1 calc R U . . .
C18 C 0.9114(7) 0.6528(8) -0.5687(5) 0.0369(19) Uani 1 1 d . . . . .
H18A H 0.9419 0.5956 -0.5090 0.044 Uiso 1 1 calc R U . . .
C19 C 0.8263(7) 0.8151(8) -0.7408(6) 0.0382(19) Uani 1 1 d . . . . .
H19A H 0.7945 0.8738 -0.7994 0.046 Uiso 1 1 calc R U . . .
C20 C 0.9579(7) 0.6231(8) -0.6607(5) 0.0385(19) Uani 1 1 d . . . . .
H20A H 1.0173 0.5472 -0.6623 0.046 Uiso 1 1 calc R U . . .
C21 C 0.9167(7) 0.7058(8) -0.7516(6) 0.0350(18) Uani 1 1 d . . . . .
C22 C 0.9659(7) 0.6796(9) -0.8547(6) 0.046(2) Uani 1 1 d . . . . .
H22A H 0.9046 0.6465 -0.8775 0.055 Uiso 1 1 calc R U . . .
H22B H 0.9715 0.7590 -0.9035 0.055 Uiso 1 1 calc R U . . .
C23 C 1.0921(7) 0.5891(9) -0.8576(5) 0.044(2) Uani 1 1 d . . . . .
H23A H 1.0819 0.5061 -0.8184 0.053 Uiso 1 1 calc R U . . .
H23B H 1.1485 0.6139 -0.8222 0.053 Uiso 1 1 calc R U . . .
C24 C 1.1566(7) 0.5765(7) -0.9607(5) 0.0316(17) Uani 1 1 d . . . . .
C25 C 1.0954(7) 0.6132(8) -1.0506(5) 0.041(2) Uani 1 1 d . . . . .
H25A H 1.0076 0.6455 -1.0485 0.049 Uiso 1 1 calc R U . . .
C26 C 1.2879(7) 0.5235(7) -0.9690(5) 0.0322(17) Uani 1 1 d . . . . .
H26A H 1.3328 0.4941 -0.9105 0.039 Uiso 1 1 calc R U . . .
C27 C 1.1642(7) 0.6017(8) -1.1422(6) 0.040(2) Uani 1 1 d . . . . .
H27A H 1.1211 0.6269 -1.2016 0.048 Uiso 1 1 calc R U . . .
C28 C 1.3495(7) 0.5152(7) -1.0634(5) 0.0292(16) Uani 1 1 d . . . . .
H28A H 1.4367 0.4796 -1.0673 0.035 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
Ni2 O5 2.046(5) . ?
Ni2 N2 2.054(6) 2_764 ?
Ni2 O14 2.058(5) . ?
Ni2 O15 2.066(5) . ?
Ni2 O3 2.073(5) 2_665 ?
Ni2 O13 2.114(5) . ?
Ni1 O1 1.980(5) . ?
Ni1 N1 2.028(6) . ?
Ni1 O9 2.051(5) . ?
Ni1 O11 2.080(6) . ?
Ni1 O12 2.111(5) . ?
Ni1 O10 2.154(5) . ?
O1 C1 1.289(8) . ?
O2 C1 1.235(8) . ?
O3 C4 1.266(8) . ?
O3 Ni2 2.073(5) 2_665 ?
O4 C4 1.256(8) . ?
O5 C11 1.252(8) . ?
O6 C11 1.266(8) . ?
O7 C13 1.260(8) . ?
O8 C13 1.251(9) . ?
O9 H9A 0.84(2) . ?
O9 H9B 0.84(2) . ?
O10 H10A 0.84(2) . ?
O10 H10B 0.85(2) . ?
O11 H11A 0.85(2) . ?
O11 H11B 0.85(2) . ?
O12 H12A 0.84(2) . ?
O12 H12B 0.83(2) . ?
O13 H13A 0.85(2) . ?
O13 H13B 0.85(2) . ?
O14 H14B 0.83(2) . ?
O14 H14C 0.89(2) . ?
O15 H15B 0.85(2) . ?
O15 H15C 0.86(2) . ?
O16 H16C 0.85(2) . ?
O16 H16B 0.84(2) . ?
N1 C18 1.328(9) . ?
N1 C17 1.347(9) . ?
N2 C28 1.340(8) . ?
N2 C27 1.343(9) . ?
N2 Ni2 2.054(6) 2_764 ?
C1 C2 1.491(9) . ?
C2 C8 1.391(9) . ?
C2 C3 1.418(9) . ?
C3 C5 1.388(9) . ?
C3 C4 1.505(9) . ?
C5 C6 1.396(9) . ?
C5 H5A 0.9300 . ?
C6 C7 1.397(9) . ?
C6 C9 1.490(9) . ?
C7 C8 1.379(9) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
C9 C16 1.382(10) . ?
C9 C10 1.407(9) . ?
C10 C12 1.410(9) . ?
C10 C11 1.510(9) . ?
C12 C14 1.400(10) . ?
C12 C13 1.490(10) . ?
C14 C15 1.364(10) . ?
C14 H14A 0.9300 . ?
C15 C16 1.398(10) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C19 1.356(10) . ?
C17 H17A 0.9300 . ?
C18 C20 1.363(10) . ?
C18 H18A 0.9300 . ?
C19 C21 1.386(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.381(10) . ?
C20 H20A 0.9300 . ?
C21 C22 1.491(10) . ?
C22 C23 1.484(11) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.487(9) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.386(10) . ?
C24 C26 1.400(10) . ?
C25 C27 1.367(10) . ?
C25 H25A 0.9300 . ?
C26 C28 1.363(9) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Ni2 N2 92.9(2) . 2_764 ?
O5 Ni2 O14 97.7(2) . . ?
N2 Ni2 O14 92.2(2) 2_764 . ?
O5 Ni2 O15 173.70(19) . . ?
N2 Ni2 O15 89.5(2) 2_764 . ?
O14 Ni2 O15 88.0(2) . . ?
O5 Ni2 O3 82.18(18) . 2_665 ?
N2 Ni2 O3 87.2(2) 2_764 2_665 ?
O14 Ni2 O3 179.36(19) . 2_665 ?
O15 Ni2 O3 92.16(19) . 2_665 ?
O5 Ni2 O13 87.5(2) . . ?
N2 Ni2 O13 179.4(2) 2_764 . ?
O14 Ni2 O13 87.2(2) . . ?
O15 Ni2 O13 90.1(2) . . ?
O3 Ni2 O13 93.37(19) 2_665 . ?
O1 Ni1 N1 175.1(2) . . ?
O1 Ni1 O9 91.3(2) . . ?
N1 Ni1 O9 93.5(2) . . ?
O1 Ni1 O11 89.1(2) . . ?
N1 Ni1 O11 91.1(2) . . ?
O9 Ni1 O11 96.4(2) . . ?
O1 Ni1 O12 84.39(19) . . ?
N1 Ni1 O12 90.8(2) . . ?
O9 Ni1 O12 174.9(2) . . ?
O11 Ni1 O12 86.1(2) . . ?
O1 Ni1 O10 86.1(2) . . ?
N1 Ni1 O10 93.2(2) . . ?
O9 Ni1 O10 88.8(2) . . ?
O11 Ni1 O10 173.0(2) . . ?
O12 Ni1 O10 88.3(2) . . ?
C1 O1 Ni1 133.5(5) . . ?
C4 O3 Ni2 128.2(4) . 2_665 ?
C11 O5 Ni2 126.1(4) . . ?
Ni1 O9 H9A 109(5) . . ?
Ni1 O9 H9B 119(5) . . ?
H9A O9 H9B 104(3) . . ?
Ni1 O10 H10A 102(5) . . ?
Ni1 O10 H10B 139(5) . . ?
H10A O10 H10B 103(3) . . ?
Ni1 O11 H11A 122(5) . . ?
Ni1 O11 H11B 114(5) . . ?
H11A O11 H11B 102(3) . . ?
Ni1 O12 H12A 160(5) . . ?
Ni1 O12 H12B 79(4) . . ?
H12A O12 H12B 104(3) . . ?
Ni2 O13 H13A 104(5) . . ?
Ni2 O13 H13B 124(5) . . ?
H13A O13 H13B 102(3) . . ?
Ni2 O14 H14B 89(5) . . ?
Ni2 O14 H14C 120(5) . . ?
H14B O14 H14C 102(3) . . ?
Ni2 O15 H15B 131(5) . . ?
Ni2 O15 H15C 99(5) . . ?
H15B O15 H15C 102(3) . . ?
H16C O16 H16B 104(3) . . ?
C18 N1 C17 116.1(6) . . ?
C18 N1 Ni1 120.1(5) . . ?
C17 N1 Ni1 123.7(5) . . ?
C28 N2 C27 117.0(6) . . ?
C28 N2 Ni2 121.2(5) . 2_764 ?
C27 N2 Ni2 120.5(5) . 2_764 ?
O2 C1 O1 125.2(7) . . ?
O2 C1 C2 120.8(6) . . ?
O1 C1 C2 114.0(6) . . ?
C8 C2 C3 116.8(6) . . ?
C8 C2 C1 123.3(6) . . ?
C3 C2 C1 119.9(6) . . ?
C5 C3 C2 120.3(6) . . ?
C5 C3 C4 117.5(6) . . ?
C2 C3 C4 122.1(6) . . ?
O4 C4 O3 124.6(6) . . ?
O4 C4 C3 118.3(6) . . ?
O3 C4 C3 116.9(6) . . ?
C3 C5 C6 122.0(6) . . ?
C3 C5 H5A 119.0 . . ?
C6 C5 H5A 119.0 . . ?
C7 C6 C5 117.6(6) . . ?
C7 C6 C9 122.6(6) . . ?
C5 C6 C9 119.6(6) . . ?
C8 C7 C6 120.6(6) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
C7 C8 C2 122.8(7) . . ?
C7 C8 H8A 118.6 . . ?
C2 C8 H8A 118.6 . . ?
C16 C9 C10 118.6(6) . . ?
C16 C9 C6 117.9(6) . . ?
C10 C9 C6 123.5(6) . . ?
C9 C10 C12 120.5(6) . . ?
C9 C10 C11 120.2(6) . . ?
C12 C10 C11 119.3(6) . . ?
O5 C11 O6 124.3(6) . . ?
O5 C11 C10 118.9(6) . . ?
O6 C11 C10 116.8(6) . . ?
C14 C12 C10 117.7(6) . . ?
C14 C12 C13 118.5(6) . . ?
C10 C12 C13 123.8(6) . . ?
O8 C13 O7 124.2(7) . . ?
O8 C13 C12 119.2(7) . . ?
O7 C13 C12 116.7(7) . . ?
C15 C14 C12 123.0(7) . . ?
C15 C14 H14A 118.5 . . ?
C12 C14 H14A 118.5 . . ?
C14 C15 C16 118.1(7) . . ?
C14 C15 H15A 121.0 . . ?
C16 C15 H15A 121.0 . . ?
C9 C16 C15 122.1(7) . . ?
C9 C16 H16A 118.9 . . ?
C15 C16 H16A 118.9 . . ?
N1 C17 C19 122.4(7) . . ?
N1 C17 H17A 118.8 . . ?
C19 C17 H17A 118.8 . . ?
N1 C18 C20 124.4(7) . . ?
N1 C18 H18A 117.8 . . ?
C20 C18 H18A 117.8 . . ?
C17 C19 C21 121.6(7) . . ?
C17 C19 H19A 119.2 . . ?
C21 C19 H19A 119.2 . . ?
C18 C20 C21 120.0(7) . . ?
C18 C20 H20A 120.0 . . ?
C21 C20 H20A 120.0 . . ?
C20 C21 C19 115.5(7) . . ?
C20 C21 C22 122.4(7) . . ?
C19 C21 C22 122.1(7) . . ?
C23 C22 C21 115.0(7) . . ?
C23 C22 H22A 108.5 . . ?
C21 C22 H22A 108.5 . . ?
C23 C22 H22B 108.5 . . ?
C21 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C22 C23 C24 117.5(6) . . ?
C22 C23 H23A 107.9 . . ?
C24 C23 H23A 107.9 . . ?
C22 C23 H23B 107.9 . . ?
C24 C23 H23B 107.9 . . ?
H23A C23 H23B 107.2 . . ?
C25 C24 C26 116.9(7) . . ?
C25 C24 C23 124.4(7) . . ?
C26 C24 C23 118.7(7) . . ?
C27 C25 C24 119.9(7) . . ?
C27 C25 H25A 120.1 . . ?
C24 C25 H25A 120.1 . . ?
C28 C26 C24 119.5(7) . . ?
C28 C26 H26A 120.2 . . ?
C24 C26 H26A 120.2 . . ?
N2 C27 C25 123.2(7) . . ?
N2 C27 H27A 118.4 . . ?
C25 C27 H27A 118.4 . . ?
N2 C28 C26 123.4(7) . . ?
N2 C28 H28A 118.3 . . ?
C26 C28 H28A 118.3 . . ?

_refine_diff_density_max         1.011
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.143

_shelxl_version_number           2014-3

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1838485'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2.80 H3.40 Co0.20 N0.20 O1.60'
_chemical_formula_weight         77.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.0005(16)
_cell_length_b                   11.3676(17)
_cell_length_c                   13.521(2)
_cell_angle_alpha                74.175(5)
_cell_angle_beta                 81.702(5)
_cell_angle_gamma                74.789(5)
_cell_volume                     1564.9(4)
_cell_formula_units_Z            20
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4166
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      24.5

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_F_000             796
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.140
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19291
_diffrn_reflns_av_unetI/netI     0.0773
_diffrn_reflns_av_R_equivalents  0.0699
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.570
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6054
_reflns_number_gt                4257
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0604P)²+0.0839P] 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         6054
_refine_ls_number_parameters     497
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1339
_refine_ls_wR_factor_gt          0.1214
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.041
_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
Co1 Co 0.89241(5) 0.08125(5) 0.20719(4) 0.02661(16) Uani 1 1 d . . . . .
Co2 Co 0.73888(5) -0.28886(5) 0.91639(4) 0.03244(17) Uani 1 1 d . . . . .
O1 O 1.0402(3) -0.0727(2) 0.2554(2) 0.0310(6) Uani 1 1 d . . . . .
O2 O 1.0011(3) -0.1984(3) 0.1688(2) 0.0375(7) Uani 1 1 d . . . . .
O3 O 1.2440(3) -0.1122(3) 0.0598(2) 0.0484(8) Uani 1 1 d . . . . .
O4 O 1.3521(3) -0.2898(3) 0.0175(2) 0.0427(8) Uani 1 1 d . . . . .
O5 O 1.0965(3) -0.3772(3) 0.7790(2) 0.0372(7) Uani 1 1 d . . . . .
O6 O 1.0025(2) -0.1731(2) 0.7323(2) 0.0289(6) Uani 1 1 d . . . . .
O7 O 0.8139(2) -0.3213(3) 0.7777(2) 0.0357(7) Uani 1 1 d . . . . .
O8 O 0.6618(3) -0.2517(3) 0.6699(2) 0.0469(8) Uani 1 1 d . . . . .
O9 O 0.9946(3) 0.1127(3) 0.0572(2) 0.0425(8) Uani 1 1 d D . . . .
H9A H 0.957(4) 0.125(5) 0.004(3) 0.054(16) Uiso 1 1 d D . . . .
H9B H 0.938(9) 0.115(12) 0.106(7) 0.27(6) Uiso 1 1 d D . . . .
O10 O 0.7595(3) 0.2523(3) 0.1573(3) 0.0420(8) Uani 1 1 d D . . . .
H10B H 0.798(5) 0.306(4) 0.164(5) 0.08(2) Uiso 1 1 d D . . . .
H10C H 0.738(5) 0.266(5) 0.096(2) 0.08(2) Uiso 1 1 d D . . . .
O11 O 0.7886(3) -0.0080(3) 0.1451(2) 0.0366(7) Uani 1 1 d D . . . .
H11A H 0.847(5) -0.074(4) 0.146(5) 0.12(3) Uiso 1 1 d D . . . .
H11B H 0.757(6) 0.025(6) 0.087(3) 0.10(2) Uiso 1 1 d D . . . .
O12 O 0.7373(4) -0.4832(3) 0.9725(3) 0.0522(9) Uani 1 1 d D . . . .
H12A H 0.798(5) -0.519(6) 0.936(5) 0.11(3) Uiso 1 1 d D . . . .
H12B H 0.664(3) -0.497(5) 0.975(5) 0.08(2) Uiso 1 1 d D . . . .
O13 O 0.5568(3) -0.2307(4) 0.8646(3) 0.0523(9) Uani 1 1 d D . . . .
H13A H 0.491(5) -0.253(7) 0.899(6) 0.15(3) Uiso 1 1 d D . . . .
H13B H 0.561(7) -0.247(7) 0.806(3) 0.11(3) Uiso 1 1 d D . . . .
O14 O 0.7646(3) -0.0981(3) 0.8513(2) 0.0403(8) Uani 1 1 d D . . . .
H14A H 0.777(6) -0.034(4) 0.865(5) 0.09(2) Uiso 1 1 d D . . . .
H14B H 0.826(3) -0.110(4) 0.808(3) 0.041(14) Uiso 1 1 d D . . . .
O15 O 0.9299(3) -0.3420(3) 0.9544(2) 0.0370(7) Uani 1 1 d D . . . .
H15B H 0.960(4) -0.383(4) 1.011(2) 0.059(16) Uiso 1 1 d D . . . .
H15C H 0.984(4) -0.354(5) 0.907(3) 0.052(15) Uiso 1 1 d D . . . .
O16 O 1.0437(3) -0.4203(3) 0.1293(2) 0.0442(8) Uani 1 1 d D . . . .
H16B H 1.032(6) -0.476(4) 0.182(3) 0.09(2) Uiso 1 1 d D . . . .
H16C H 1.032(6) -0.349(3) 0.142(5) 0.09(2) Uiso 1 1 d D . . . .
N1 N 0.7901(3) 0.0536(3) 0.3521(2) 0.0332(8) Uani 1 1 d . . . . .
N2 N 0.3241(3) 0.2576(3) 0.9384(3) 0.0353(9) Uani 1 1 d . . . . .
C1 C 1.0667(4) -0.1728(4) 0.2253(3) 0.0282(9) Uani 1 1 d . . . . .
C2 C 1.1830(3) -0.2715(3) 0.2637(3) 0.0259(8) Uani 1 1 d . . . . .
C3 C 1.2879(4) -0.2993(4) 0.1941(3) 0.0308(9) Uani 1 1 d . . . . .
C4 C 1.2941(4) -0.2279(4) 0.0820(3) 0.0356(10) Uani 1 1 d . . . . .
C5 C 1.3919(4) -0.3954(4) 0.2281(3) 0.0423(11) Uani 1 1 d . . . . .
H5A H 1.4602 -0.4155 0.1816 0.051 Uiso 1 1 calc R U . . .
C6 C 1.3946(4) -0.4608(5) 0.3297(3) 0.0479(13) Uani 1 1 d . . . . .
H6A H 1.4651 -0.5239 0.3521 0.057 Uiso 1 1 calc R U . . .
C7 C 1.2925(4) -0.4327(4) 0.3982(3) 0.0420(11) Uani 1 1 d . . . . .
H7A H 1.2955 -0.4769 0.4671 0.050 Uiso 1 1 calc R U . . .
C8 C 1.1847(4) -0.3397(4) 0.3671(3) 0.0291(9) Uani 1 1 d . . . . .
C9 C 1.0748(4) -0.3198(4) 0.4452(3) 0.0280(9) Uani 1 1 d . . . . .
C10 C 1.0965(4) -0.3108(4) 0.5417(3) 0.0296(9) Uani 1 1 d . . . . .
H10A H 1.1781 -0.3124 0.5539 0.036 Uiso 1 1 calc R U . . .
C11 C 1.0012(4) -0.2995(3) 0.6203(3) 0.0275(9) Uani 1 1 d . . . . .
C12 C 1.0343(3) -0.2827(4) 0.7188(3) 0.0269(9) Uani 1 1 d . . . . .
C13 C 0.8781(4) -0.2979(4) 0.6030(3) 0.0279(9) Uani 1 1 d . . . . .
C14 C 0.7746(4) -0.2881(4) 0.6883(3) 0.0297(9) Uani 1 1 d . . . . .
C15 C 0.8549(4) -0.3056(4) 0.5073(3) 0.0347(10) Uani 1 1 d . . . . .
H15A H 0.7731 -0.3023 0.4947 0.042 Uiso 1 1 calc R U . . .
C16 C 0.9523(4) -0.3181(4) 0.4291(3) 0.0347(10) Uani 1 1 d . . . . .
H16A H 0.9349 -0.3253 0.3660 0.042 Uiso 1 1 calc R U . . .
C17 C 0.6647(4) 0.0994(5) 0.3594(3) 0.0450(12) Uani 1 1 d . . . . .
H17A H 0.6219 0.1237 0.2999 0.054 Uiso 1 1 calc R U . . .
C18 C 0.8476(4) 0.0147(4) 0.4391(3) 0.0332(10) Uani 1 1 d . . . . .
H18A H 0.9340 -0.0210 0.4360 0.040 Uiso 1 1 calc R U . . .
C19 C 0.5964(4) 0.1122(5) 0.4511(3) 0.0465(13) Uani 1 1 d . . . . .
H19A H 0.5095 0.1450 0.4527 0.056 Uiso 1 1 calc R U . . .
C20 C 0.7864(4) 0.0244(4) 0.5328(3) 0.0352(10) Uani 1 1 d . . . . .
H20A H 0.8314 -0.0037 0.5913 0.042 Uiso 1 1 calc R U . . .
C21 C 0.6577(4) 0.0758(4) 0.5412(3) 0.0370(10) Uani 1 1 d . . . . .
C22 C 0.5928(4) 0.0895(5) 0.6439(3) 0.0476(13) Uani 1 1 d . . . . .
H22A H 0.5811 0.0077 0.6837 0.057 Uiso 1 1 calc R U . . .
H22B H 0.6486 0.1140 0.6799 0.057 Uiso 1 1 calc R U . . .
C23 C 0.4680(4) 0.1811(5) 0.6432(3) 0.0497(13) Uani 1 1 d . . . . .
H23A H 0.4078 0.1501 0.6175 0.060 Uiso 1 1 calc R U . . .
H23B H 0.4762 0.2603 0.5958 0.060 Uiso 1 1 calc R U . . .
C24 C 0.4163(4) 0.2049(4) 0.7472(3) 0.0355(10) Uani 1 1 d . . . . .
C25 C 0.3254(4) 0.3139(4) 0.7556(3) 0.0401(11) Uani 1 1 d . . . . .
H25A H 0.2934 0.3715 0.6965 0.048 Uiso 1 1 calc R U . . .
C26 C 0.4593(4) 0.1244(4) 0.8375(3) 0.0420(12) Uani 1 1 d . . . . .
H26A H 0.5202 0.0505 0.8362 0.050 Uiso 1 1 calc R U . . .
C27 C 0.2830(4) 0.3365(4) 0.8503(3) 0.0419(11) Uani 1 1 d . . . . .
H27A H 0.2228 0.4103 0.8536 0.050 Uiso 1 1 calc R U . . .
C28 C 0.4119(4) 0.1535(4) 0.9298(3) 0.0415(11) Uani 1 1 d . . . . .
H28A H 0.4426 0.0975 0.9899 0.050 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
Co1 O1 2.079(3) . ?
Co1 O11 2.094(3) . ?
Co1 N1 2.102(3) . ?
Co1 O10 2.110(3) . ?
Co1 O6 2.114(3) 2_756 ?
Co1 O9 2.159(3) . ?
Co1 H9B 1.37(6) . ?
Co2 O7 2.025(3) . ?
Co2 N2 2.079(3) 2_657 ?
Co2 O13 2.097(3) . ?
Co2 O15 2.126(3) . ?
Co2 O12 2.135(4) . ?
Co2 O14 2.183(3) . ?
O1 C1 1.261(5) . ?
O2 C1 1.257(5) . ?
O3 C4 1.255(5) . ?
O4 C4 1.265(5) . ?
O5 C12 1.258(4) . ?
O6 C12 1.260(5) . ?
O6 Co1 2.114(3) 2_756 ?
O7 C14 1.268(5) . ?
O8 C14 1.239(5) . ?
O9 H9A 0.844(19) . ?
O9 H9B 0.84(2) . ?
O10 H10B 0.85(2) . ?
O10 H10C 0.86(2) . ?
O11 H11A 0.85(2) . ?
O11 H11B 0.85(2) . ?
O12 H12A 0.85(2) . ?
O12 H12B 0.85(2) . ?
O13 H13A 0.86(2) . ?
O13 H13B 0.85(2) . ?
O14 H14A 0.85(2) . ?
O14 H14B 0.842(19) . ?
O15 H15B 0.844(19) . ?
O15 H15C 0.824(19) . ?
O16 H16B 0.83(2) . ?
O16 H16C 0.84(2) . ?
N1 C18 1.327(5) . ?
N1 C17 1.341(5) . ?
N2 C28 1.337(5) . ?
N2 C27 1.337(5) . ?
N2 Co2 2.079(3) 2_657 ?
C1 C2 1.512(5) . ?
C2 C8 1.402(5) . ?
C2 C3 1.405(5) . ?
C3 C5 1.391(5) . ?
C3 C4 1.513(5) . ?
C5 C6 1.372(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.376(6) . ?
C6 H6A 0.9300 . ?
C7 C8 1.395(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.498(5) . ?
C9 C16 1.390(6) . ?
C9 C10 1.394(5) . ?
C10 C11 1.388(5) . ?
C10 H10A 0.9300 . ?
C11 C13 1.402(5) . ?
C11 C12 1.502(5) . ?
C13 C15 1.384(5) . ?
C13 C14 1.505(5) . ?
C15 C16 1.400(6) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C19 1.377(6) . ?
C17 H17A 0.9300 . ?
C18 C20 1.365(5) . ?
C18 H18A 0.9300 . ?
C19 C21 1.388(6) . ?
C19 H19A 0.9300 . ?
C20 C21 1.384(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.495(6) . ?
C22 C23 1.489(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.505(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C26 1.372(6) . ?
C24 C25 1.394(6) . ?
C25 C27 1.366(6) . ?
C25 H25A 0.9300 . ?
C26 C28 1.374(6) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?

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 O11 98.20(12) . . ?
O1 Co1 N1 93.35(12) . . ?
O11 Co1 N1 93.96(13) . . ?
O1 Co1 O10 172.39(13) . . ?
O11 Co1 O10 88.71(14) . . ?
N1 Co1 O10 89.31(13) . . ?
O1 Co1 O6 82.18(11) . 2_756 ?
O11 Co1 O6 179.19(11) . 2_756 ?
N1 Co1 O6 86.72(12) . 2_756 ?
O10 Co1 O6 90.86(12) . 2_756 ?
O1 Co1 O9 87.75(12) . . ?
O11 Co1 O9 85.88(12) . . ?
N1 Co1 O9 178.90(13) . . ?
O10 Co1 O9 89.60(13) . . ?
O6 Co1 O9 93.43(12) 2_756 . ?
O1 Co1 H9B 97(5) . . ?
O11 Co1 H9B 82(6) . . ?
N1 Co1 H9B 169(5) . . ?
O10 Co1 H9B 80(5) . . ?
O6 Co1 H9B 97(6) 2_756 . ?
O9 Co1 H9B 10(5) . . ?
O7 Co2 N2 175.62(13) . 2_657 ?
O7 Co2 O13 90.77(14) . . ?
N2 Co2 O13 93.54(14) 2_657 . ?
O7 Co2 O15 84.53(11) . . ?
N2 Co2 O15 91.13(13) 2_657 . ?
O13 Co2 O15 174.66(14) . . ?
O7 Co2 O12 89.34(14) . . ?
N2 Co2 O12 90.95(14) 2_657 . ?
O13 Co2 O12 95.88(16) . . ?
O15 Co2 O12 86.63(14) . . ?
O7 Co2 O14 85.81(12) . . ?
N2 Co2 O14 93.49(13) 2_657 . ?
O13 Co2 O14 89.43(14) . . ?
O15 Co2 O14 87.69(12) . . ?
O12 Co2 O14 172.86(13) . . ?
C1 O1 Co1 125.0(3) . . ?
C12 O6 Co1 128.2(2) . 2_756 ?
C14 O7 Co2 134.3(3) . . ?
Co1 O9 H9A 120(3) . . ?
Co1 O9 H9B 16(9) . . ?
H9A O9 H9B 106(9) . . ?
Co1 O10 H10B 102(4) . . ?
Co1 O10 H10C 115(4) . . ?
H10B O10 H10C 113(6) . . ?
Co1 O11 H11A 95(5) . . ?
Co1 O11 H11B 122(5) . . ?
H11A O11 H11B 114(6) . . ?
Co2 O12 H12A 103(5) . . ?
Co2 O12 H12B 113(4) . . ?
H12A O12 H12B 119(7) . . ?
Co2 O13 H13A 125(5) . . ?
Co2 O13 H13B 108(5) . . ?
H13A O13 H13B 106(7) . . ?
Co2 O14 H14A 145(4) . . ?
Co2 O14 H14B 101(3) . . ?
H14A O14 H14B 99(5) . . ?
Co2 O15 H15B 129(3) . . ?
Co2 O15 H15C 116(3) . . ?
H15B O15 H15C 110(5) . . ?
H16B O16 H16C 112(6) . . ?
C18 N1 C17 117.1(4) . . ?
C18 N1 Co1 121.6(3) . . ?
C17 N1 Co1 119.9(3) . . ?
C28 N2 C27 116.4(4) . . ?
C28 N2 Co2 119.6(3) . 2_657 ?
C27 N2 Co2 124.0(3) . 2_657 ?
O2 C1 O1 124.8(4) . . ?
O2 C1 C2 117.6(4) . . ?
O1 C1 C2 117.5(4) . . ?
C8 C2 C3 119.7(3) . . ?
C8 C2 C1 120.5(3) . . ?
C3 C2 C1 119.7(3) . . ?
C5 C3 C2 119.7(4) . . ?
C5 C3 C4 117.6(3) . . ?
C2 C3 C4 122.7(3) . . ?
O3 C4 O4 124.8(4) . . ?
O3 C4 C3 118.2(4) . . ?
O4 C4 C3 116.9(4) . . ?
C6 C5 C3 120.6(4) . . ?
C6 C5 H5A 119.7 . . ?
C3 C5 H5A 119.7 . . ?
C5 C6 C7 119.7(4) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C6 C7 C8 121.7(4) . . ?
C6 C7 H7A 119.1 . . ?
C8 C7 H7A 119.1 . . ?
C7 C8 C2 118.4(4) . . ?
C7 C8 C9 118.4(3) . . ?
C2 C8 C9 123.2(3) . . ?
C16 C9 C10 117.6(4) . . ?
C16 C9 C8 123.2(4) . . ?
C10 C9 C8 119.0(4) . . ?
C11 C10 C9 122.6(4) . . ?
C11 C10 H10A 118.7 . . ?
C9 C10 H10A 118.7 . . ?
C10 C11 C13 119.2(4) . . ?
C10 C11 C12 117.8(3) . . ?
C13 C11 C12 122.9(3) . . ?
O5 C12 O6 124.9(4) . . ?
O5 C12 C11 118.0(4) . . ?
O6 C12 C11 117.0(3) . . ?
C15 C13 C11 118.8(4) . . ?
C15 C13 C14 121.5(4) . . ?
C11 C13 C14 119.6(3) . . ?
O8 C14 O7 124.7(4) . . ?
O8 C14 C13 121.3(4) . . ?
O7 C14 C13 114.0(3) . . ?
C13 C15 C16 121.3(4) . . ?
C13 C15 H15A 119.3 . . ?
C16 C15 H15A 119.3 . . ?
C9 C16 C15 120.4(4) . . ?
C9 C16 H16A 119.8 . . ?
C15 C16 H16A 119.8 . . ?
N1 C17 C19 122.8(4) . . ?
N1 C17 H17A 118.6 . . ?
C19 C17 H17A 118.6 . . ?
N1 C18 C20 123.4(4) . . ?
N1 C18 H18A 118.3 . . ?
C20 C18 H18A 118.3 . . ?
C17 C19 C21 119.8(4) . . ?
C17 C19 H19A 120.1 . . ?
C21 C19 H19A 120.1 . . ?
C18 C20 C21 120.3(4) . . ?
C18 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C20 C21 C19 116.5(4) . . ?
C20 C21 C22 119.6(4) . . ?
C19 C21 C22 123.9(4) . . ?
C23 C22 C21 116.6(4) . . ?
C23 C22 H22A 108.1 . . ?
C21 C22 H22A 108.1 . . ?
C23 C22 H22B 108.1 . . ?
C21 C22 H22B 108.1 . . ?
H22A C22 H22B 107.3 . . ?
C22 C23 C24 114.2(4) . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C26 C24 C25 116.7(4) . . ?
C26 C24 C23 122.3(4) . . ?
C25 C24 C23 120.9(4) . . ?
C27 C25 C24 120.2(4) . . ?
C27 C25 H25A 119.9 . . ?
C24 C25 H25A 119.9 . . ?
C24 C26 C28 119.7(4) . . ?
C24 C26 H26A 120.2 . . ?
C28 C26 H26A 120.2 . . ?
N2 C27 C25 123.1(4) . . ?
N2 C27 H27A 118.4 . . ?
C25 C27 H27A 118.4 . . ?
N2 C28 C26 123.9(4) . . ?
N2 C28 H28A 118.0 . . ?
C26 C28 H28A 118.0 . . ?

_refine_diff_density_max         0.797
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.084

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1838489'
_audit_update_record             
;
2018-04-20 deposited with the CCDC.
2018-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2.22 H2.09 N0.25 Ni0.25 O0.98'
_chemical_formula_weight         62.37

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

_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   23.7839(6)
_cell_length_b                   23.7839(6)
_cell_length_c                   36.666(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     20740.8(16)
_cell_formula_units_Z            260
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7821
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      20.43

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             8288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.490
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            144022
_diffrn_reflns_av_unetI/netI     0.0981
_diffrn_reflns_av_R_equivalents  0.1358
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         1.020
_diffrn_reflns_theta_max         28.402
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12983
_reflns_number_gt                6958
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²] 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         12983
_refine_ls_number_parameters     589
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1357
_refine_ls_wR_factor_gt          0.1238
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.31494(2) 0.14852(2) -0.00504(2) 0.03229(14) Uani 1 1 d . . . . .
Ni2 Ni 0.21238(2) 0.14670(2) 0.04215(2) 0.03370(14) Uani 1 1 d . . . . .
Ni3 Ni 0.20153(2) 0.12821(2) -0.04247(2) 0.03381(14) Uani 1 1 d . . . . .
Ni4 Ni 0.25181(2) 0.03461(2) 0.00608(2) 0.03602(15) Uani 1 1 d . . . . .
N1 N 0.32559(14) -0.01233(14) 0.00768(11) 0.0433(9) Uani 1 1 d . . . . .
N3 N 0.12655(13) 0.17204(14) -0.04419(9) 0.0388(8) Uani 1 1 d . . . . .
N2 N 0.60423(13) -0.11757(13) 0.00663(10) 0.0380(8) Uani 1 1 d . . . . .
N4 N 0.13524(14) 0.18712(15) 0.05061(10) 0.0411(9) Uani 1 1 d . . . . .
O1 O 0.33609(11) 0.21044(11) 0.03161(8) 0.0386(7) Uani 1 1 d . . . . .
O2 O 0.25720(11) 0.21245(11) 0.06632(7) 0.0380(7) Uani 1 1 d . . . . .
O3 O 0.26481(17) 0.32238(16) 0.01777(11) 0.0821(12) Uani 1 1 d . . . . .
O4 O 0.22864(18) 0.38113(16) 0.05806(12) 0.0943(14) Uani 1 1 d . . . . .
O5 O 0.31229(11) 0.07179(12) 0.17304(9) 0.0464(8) Uani 1 1 d . . . . .
O6 O 0.29303(12) 0.04747(12) 0.11621(9) 0.0534(8) Uani 1 1 d . . . . .
O7 O 0.42177(12) 0.01446(11) 0.16239(8) 0.0464(8) Uani 1 1 d . . . . .
O8 O 0.48433(15) 0.01464(14) 0.11732(9) 0.0665(10) Uani 1 1 d . . . . .
O9 O 0.28332(10) 0.09911(11) 0.03646(8) 0.0330(6) Uani 1 1 d D . . . .
H9A H 0.3071(16) 0.0922(19) 0.0532(10) 0.066(16) Uiso 1 1 d D . . . .
O10 O 0.23510(10) 0.18169(12) -0.00599(8) 0.0329(6) Uani 1 1 d D . . . .
H10A H 0.235(2) 0.2154(9) -0.0100(14) 0.079(19) Uiso 1 1 d D . . . .
O11 O 0.18263(11) 0.08657(11) 0.00601(8) 0.0375(7) Uani 1 1 d D . . . .
H11A H 0.1534(13) 0.0671(17) 0.0116(13) 0.066(16) Uiso 1 1 d D . . . .
O12 O 0.27645(11) 0.08723(11) -0.03494(8) 0.0327(6) Uani 1 1 d D . . . .
H12A H 0.2840(18) 0.0794(18) -0.0561(6) 0.054(15) Uiso 1 1 d D . . . .
O13 O 0.33350(13) 0.19698(14) -0.05177(10) 0.0500(8) Uani 1 1 d D . . . .
H13B H 0.3037(13) 0.1921(16) -0.0643(11) 0.061(16) Uiso 1 1 d D . . . .
H13A H 0.339(2) 0.2334(9) -0.0518(15) 0.10(2) Uiso 1 1 d D . . . .
O14 O 0.19862(15) 0.10554(18) 0.09175(10) 0.0707(11) Uani 1 1 d D . . . .
H14B H 0.2219(13) 0.0802(13) 0.0961(11) 0.035(12) Uiso 1 1 d D . . . .
H14C H 0.1669(14) 0.086(3) 0.099(3) 0.29(6) Uiso 1 1 d D . . . .
O15 O 0.22009(14) -0.01238(15) 0.05044(10) 0.0556(9) Uani 1 1 d D . . . .
H15C H 0.190(3) 0.005(3) 0.059(3) 0.31(6) Uiso 1 1 d D . . . .
H15B H 0.210(4) -0.0468(13) 0.053(3) 0.21(4) Uiso 1 1 d D . . . .
O16 O 0.20948(14) -0.01835(13) -0.02977(10) 0.0545(9) Uani 1 1 d D . . . .
H16B H 0.1967(19) -0.0049(14) -0.0486(8) 0.060(17) Uiso 1 1 d D . . . .
H16C H 0.2109(19) -0.0548(8) -0.0336(11) 0.061(15) Uiso 1 1 d D . . . .
C1 C 0.30522(17) 0.22948(15) 0.05651(11) 0.0323(9) Uani 1 1 d . . . . .
C2 C 0.33020(18) 0.27661(16) 0.07878(12) 0.0389(10) Uani 1 1 d . . . . .
C3 C 0.3105(2) 0.33131(17) 0.07537(12) 0.0500(12) Uani 1 1 d . . . . .
C4 C 0.2637(2) 0.3452(2) 0.04773(16) 0.0623(15) Uani 1 1 d . . . . .
C5 C 0.3330(3) 0.37311(19) 0.09765(16) 0.0690(16) Uani 1 1 d . . . . .
H5A H 0.3183 0.4093 0.0968 0.083 Uiso 1 1 calc R U . . .
C6 C 0.3758(3) 0.3613(2) 0.12053(16) 0.0744(17) Uani 1 1 d . . . . .
H6A H 0.3909 0.3900 0.1346 0.089 Uiso 1 1 calc R U . . .
C7 C 0.3981(2) 0.3076(2) 0.12371(13) 0.0567(13) Uani 1 1 d . . . . .
H7A H 0.4287 0.3005 0.1389 0.068 Uiso 1 1 calc R U . . .
C8 C 0.37308(19) 0.26414(17) 0.10316(12) 0.0424(11) Uani 1 1 d . . . . .
C9 C 0.39222(18) 0.20547(16) 0.10874(11) 0.0385(10) Uani 1 1 d . . . . .
C10 C 0.35282(17) 0.16550(17) 0.11926(11) 0.0403(10) Uani 1 1 d . . . . .
H10B H 0.3152 0.1759 0.1212 0.048 Uiso 1 1 calc R U . . .
C11 C 0.36813(17) 0.11057(16) 0.12698(10) 0.0357(10) Uani 1 1 d . . . . .
C12 C 0.32145(16) 0.07238(17) 0.13996(13) 0.0388(10) Uani 1 1 d . . . . .
C13 C 0.42388(17) 0.09435(17) 0.12352(11) 0.0379(10) Uani 1 1 d . . . . .
C14 C 0.44444(18) 0.03661(18) 0.13474(13) 0.0418(10) Uani 1 1 d . . . . .
C15 C 0.46238(18) 0.13400(18) 0.11190(12) 0.0472(11) Uani 1 1 d . . . . .
H15A H 0.4998 0.1235 0.1089 0.057 Uiso 1 1 calc R U . . .
C16 C 0.44711(19) 0.18754(18) 0.10485(12) 0.0483(12) Uani 1 1 d . . . . .
H16A H 0.4743 0.2131 0.0972 0.058 Uiso 1 1 calc R U . . .
C17 C 0.35391(19) -0.0201(2) 0.03854(14) 0.0621(15) Uani 1 1 d . . . . .
H17A H 0.3363 -0.0112 0.0605 0.075 Uiso 1 1 calc R U . . .
C18 C 0.3496(2) -0.0296(2) -0.02145(14) 0.0663(16) Uani 1 1 d . . . . .
H18A H 0.3293 -0.0271 -0.0431 0.080 Uiso 1 1 calc R U . . .
C19 C 0.40745(19) -0.0405(2) 0.03959(14) 0.0679(16) Uani 1 1 d . . . . .
H19A H 0.4261 -0.0430 0.0618 0.082 Uiso 1 1 calc R U . . .
C20 C 0.40426(19) -0.0520(2) -0.02337(15) 0.0666(16) Uani 1 1 d . . . . .
H20A H 0.4196 -0.0628 -0.0456 0.080 Uiso 1 1 calc R U . . .
C21 C 0.43414(15) -0.05744(16) 0.00815(12) 0.0360(10) Uani 1 1 d . . . . .
C22 C 0.49242(16) -0.07878(17) 0.00822(12) 0.0395(10) Uani 1 1 d . . . . .
C23 C 0.5244(2) -0.0834(3) 0.03861(15) 0.093(2) Uani 1 1 d . . . . .
H23A H 0.5091 -0.0737 0.0611 0.111 Uiso 1 1 calc R U . . .
C24 C 0.5197(2) -0.0924(3) -0.02321(15) 0.090(2) Uani 1 1 d . . . . .
H24A H 0.5009 -0.0889 -0.0453 0.108 Uiso 1 1 calc R U . . .
C25 C 0.5786(2) -0.1019(3) 0.03689(14) 0.091(2) Uani 1 1 d . . . . .
H25A H 0.5989 -0.1037 0.0585 0.109 Uiso 1 1 calc R U . . .
C26 C 0.5746(2) -0.1113(3) -0.02304(14) 0.083(2) Uani 1 1 d . . . . .
H26A H 0.5913 -0.1200 -0.0453 0.099 Uiso 1 1 calc R U . . .
C27 C 0.12813(17) 0.24213(18) 0.04904(13) 0.0503(12) Uani 1 1 d . . . . .
H27A H 0.1599 0.2645 0.0461 0.060 Uiso 1 1 calc R U . . .
C28 C 0.08854(17) 0.15711(18) 0.05647(14) 0.0504(12) Uani 1 1 d . . . . .
H28A H 0.0920 0.1182 0.0581 0.061 Uiso 1 1 calc R U . . .
C29 C 0.07655(18) 0.26863(19) 0.05152(14) 0.0549(13) Uani 1 1 d . . . . .
H29A H 0.0741 0.3075 0.0494 0.066 Uiso 1 1 calc R U . . .
C30 C 0.03604(18) 0.17973(19) 0.06029(14) 0.0550(13) Uani 1 1 d . . . . .
H30A H 0.0054 0.1565 0.0649 0.066 Uiso 1 1 calc R U . . .
C31 C 0.02844(16) 0.23683(19) 0.05726(12) 0.0443(11) Uani 1 1 d . . . . .
C32 C 0.12658(17) 0.22769(18) -0.04485(12) 0.0428(11) Uani 1 1 d . . . . .
H32A H 0.1610 0.2462 -0.0461 0.051 Uiso 1 1 calc R U . . .
C33 C 0.07672(17) 0.14673(18) -0.04231(13) 0.0461(11) Uani 1 1 d . . . . .
H33A H 0.0758 0.1076 -0.0423 0.055 Uiso 1 1 calc R U . . .
C34 C 0.07814(17) 0.25968(18) -0.04385(11) 0.0423(11) Uani 1 1 d . . . . .
H34A H 0.0803 0.2987 -0.0445 0.051 Uiso 1 1 calc R U . . .
C35 C 0.02677(18) 0.17500(18) -0.04035(13) 0.0483(12) Uani 1 1 d . . . . .
H35A H -0.0068 0.1553 -0.0380 0.058 Uiso 1 1 calc R U . . .
C36 C 0.02660(16) 0.23333(18) -0.04191(11) 0.0384(10) 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 O12 2.041(3) . ?
Ni1 O1 2.056(3) . ?
Ni1 O10 2.056(2) . ?
Ni1 N2 2.060(3) 9_655 ?
Ni1 O9 2.064(3) . ?
Ni1 O13 2.111(3) . ?
Ni1 Ni2 2.9909(7) . ?
Ni2 O10 2.025(3) . ?
Ni2 O9 2.042(2) . ?
Ni2 O11 2.074(3) . ?
Ni2 O2 2.090(3) . ?
Ni2 O14 2.091(4) . ?
Ni2 N4 2.094(3) . ?
Ni3 O10 2.011(3) . ?
Ni3 O12 2.050(3) . ?
Ni3 N3 2.067(3) . ?
Ni3 O11 2.084(3) . ?
Ni3 O5 2.089(3) 7_444 ?
Ni3 O7 2.113(3) 7_444 ?
Ni4 O9 2.039(3) . ?
Ni4 O12 2.043(3) . ?
Ni4 O11 2.058(3) . ?
Ni4 N1 2.081(3) . ?
Ni4 O16 2.080(3) . ?
Ni4 O15 2.113(4) . ?
N1 C18 1.279(5) . ?
N1 C17 1.330(6) . ?
N3 C32 1.324(5) . ?
N3 C33 1.331(5) . ?
N2 C26 1.305(6) . ?
N2 C25 1.319(6) . ?
N2 Ni1 2.060(3) 9_655 ?
N4 C27 1.320(5) . ?
N4 C28 1.338(5) . ?
O1 C1 1.256(4) . ?
O2 C1 1.264(5) . ?
O3 C4 1.226(6) . ?
O4 C4 1.252(6) . ?
O5 C12 1.232(5) . ?
O5 Ni3 2.089(3) 8_444 ?
O6 C12 1.252(5) . ?
O7 C14 1.263(5) . ?
O7 Ni3 2.113(3) 8_444 ?
O8 C14 1.257(5) . ?
O9 H9A 0.850(19) . ?
O10 H10A 0.815(19) . ?
O11 H11A 0.861(19) . ?
O12 H12A 0.819(19) . ?
O13 H13B 0.852(18) . ?
O13 H13A 0.875(18) . ?
O14 H14B 0.833(18) . ?
O14 H14C 0.92(2) . ?
O15 H15C 0.88(2) . ?
O15 H15B 0.86(2) . ?
O16 H16B 0.819(18) . ?
O16 H16C 0.879(18) . ?
C1 C2 1.509(5) . ?
C2 C8 1.388(6) . ?
C2 C3 1.388(5) . ?
C3 C5 1.393(7) . ?
C3 C4 1.542(7) . ?
C5 C6 1.350(8) . ?
C5 H5A 0.9300 . ?
C6 C7 1.388(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.411(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.482(6) . ?
C9 C16 1.381(6) . ?
C9 C10 1.389(5) . ?
C10 C11 1.385(5) . ?
C10 H10B 0.9300 . ?
C11 C13 1.387(5) . ?
C11 C12 1.511(5) . ?
C13 C15 1.382(5) . ?
C13 C14 1.515(6) . ?
C15 C16 1.349(6) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C19 1.363(6) . ?
C17 H17A 0.9300 . ?
C18 C20 1.407(6) . ?
C18 H18A 0.9300 . ?
C19 C21 1.376(6) . ?
C19 H19A 0.9300 . ?
C20 C21 1.363(6) . ?
C20 H20A 0.9300 . ?
C21 C22 1.476(5) . ?
C22 C23 1.353(6) . ?
C22 C24 1.362(6) . ?
C23 C25 1.366(6) . ?
C23 H23A 0.9300 . ?
C24 C26 1.380(6) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?
C27 C29 1.382(5) . ?
C27 H27A 0.9300 . ?
C28 C30 1.367(5) . ?
C28 H28A 0.9300 . ?
C29 C31 1.387(6) . ?
C29 H29A 0.9300 . ?
C30 C31 1.375(6) . ?
C30 H30A 0.9300 . ?
C31 C31 1.491(7) 6_454 ?
C32 C34 1.381(5) . ?
C32 H32A 0.9300 . ?
C33 C35 1.367(5) . ?
C33 H33A 0.9300 . ?
C34 C36 1.379(6) . ?
C34 H34A 0.9300 . ?
C35 C36 1.389(6) . ?
C35 H35A 0.9300 . ?
C36 C36 1.493(7) 6_454 ?

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
O12 Ni1 O1 166.52(11) . . ?
O12 Ni1 O10 81.42(10) . . ?
O1 Ni1 O10 87.84(11) . . ?
O12 Ni1 N2 98.52(12) . 9_655 ?
O1 Ni1 N2 92.65(12) . 9_655 ?
O10 Ni1 N2 176.94(13) . 9_655 ?
O12 Ni1 O9 79.98(11) . . ?
O1 Ni1 O9 90.87(11) . . ?
O10 Ni1 O9 83.95(11) . . ?
N2 Ni1 O9 99.06(12) 9_655 . ?
O12 Ni1 O13 92.73(13) . . ?
O1 Ni1 O13 95.06(13) . . ?
O10 Ni1 O13 88.27(12) . . ?
N2 Ni1 O13 88.67(13) 9_655 . ?
O9 Ni1 O13 170.04(12) . . ?
O12 Ni1 Ni2 86.25(8) . . ?
O1 Ni1 Ni2 80.32(8) . . ?
O10 Ni1 Ni2 42.47(8) . . ?
N2 Ni1 Ni2 140.59(10) 9_655 . ?
O9 Ni1 Ni2 42.97(7) . . ?
O13 Ni1 Ni2 130.38(8) . . ?
O10 Ni2 O9 85.31(11) . . ?
O10 Ni2 O11 79.49(12) . . ?
O9 Ni2 O11 80.47(10) . . ?
O10 Ni2 O2 85.75(11) . . ?
O9 Ni2 O2 92.09(10) . . ?
O11 Ni2 O2 163.93(11) . . ?
O10 Ni2 O14 172.87(12) . . ?
O9 Ni2 O14 87.63(12) . . ?
O11 Ni2 O14 100.34(15) . . ?
O2 Ni2 O14 93.52(15) . . ?
O10 Ni2 N4 100.04(12) . . ?
O9 Ni2 N4 173.30(13) . . ?
O11 Ni2 N4 96.45(12) . . ?
O2 Ni2 N4 92.32(12) . . ?
O14 Ni2 N4 87.07(13) . . ?
O10 Ni2 Ni1 43.29(7) . . ?
O9 Ni2 Ni1 43.55(8) . . ?
O11 Ni2 Ni1 85.33(8) . . ?
O2 Ni2 Ni1 79.54(8) . . ?
O14 Ni2 Ni1 129.61(9) . . ?
N4 Ni2 Ni1 142.51(10) . . ?
O10 Ni3 O12 82.30(10) . . ?
O10 Ni3 N3 92.51(12) . . ?
O12 Ni3 N3 173.78(13) . . ?
O10 Ni3 O11 79.56(11) . . ?
O12 Ni3 O11 81.18(11) . . ?
N3 Ni3 O11 94.56(12) . . ?
O10 Ni3 O5 169.30(10) . 7_444 ?
O12 Ni3 O5 87.45(11) . 7_444 ?
N3 Ni3 O5 97.53(12) . 7_444 ?
O11 Ni3 O5 95.88(12) . 7_444 ?
O10 Ni3 O7 93.37(12) . 7_444 ?
O12 Ni3 O7 90.34(11) . 7_444 ?
N3 Ni3 O7 93.39(12) . 7_444 ?
O11 Ni3 O7 169.57(10) . 7_444 ?
O5 Ni3 O7 89.74(12) 7_444 7_444 ?
O9 Ni4 O12 80.55(11) . . ?
O9 Ni4 O11 80.95(10) . . ?
O12 Ni4 O11 81.98(11) . . ?
O9 Ni4 N1 94.49(12) . . ?
O12 Ni4 N1 96.18(13) . . ?
O11 Ni4 N1 175.29(12) . . ?
O9 Ni4 O16 168.18(12) . . ?
O12 Ni4 O16 92.55(13) . . ?
O11 Ni4 O16 88.62(12) . . ?
N1 Ni4 O16 95.80(13) . . ?
O9 Ni4 O15 96.24(13) . . ?
O12 Ni4 O15 173.45(12) . . ?
O11 Ni4 O15 91.89(13) . . ?
N1 Ni4 O15 89.75(14) . . ?
O16 Ni4 O15 89.62(15) . . ?
C18 N1 C17 116.1(4) . . ?
C18 N1 Ni4 121.7(3) . . ?
C17 N1 Ni4 121.7(3) . . ?
C32 N3 C33 117.0(3) . . ?
C32 N3 Ni3 120.3(3) . . ?
C33 N3 Ni3 122.6(3) . . ?
C26 N2 C25 114.8(4) . . ?
C26 N2 Ni1 121.4(3) . 9_655 ?
C25 N2 Ni1 123.7(3) . 9_655 ?
C27 N4 C28 115.4(3) . . ?
C27 N4 Ni2 124.1(3) . . ?
C28 N4 Ni2 120.4(3) . . ?
C1 O1 Ni1 126.2(3) . . ?
C1 O2 Ni2 125.5(2) . . ?
C12 O5 Ni3 117.8(3) . 8_444 ?
C14 O7 Ni3 132.7(3) . 8_444 ?
Ni4 O9 Ni2 99.73(11) . . ?
Ni4 O9 Ni1 99.18(12) . . ?
Ni2 O9 Ni1 93.48(11) . . ?
Ni4 O9 H9A 120(3) . . ?
Ni2 O9 H9A 126(3) . . ?
Ni1 O9 H9A 114(3) . . ?
Ni3 O10 Ni2 102.35(13) . . ?
Ni3 O10 Ni1 97.77(11) . . ?
Ni2 O10 Ni1 94.25(11) . . ?
Ni3 O10 H10A 121(4) . . ?
Ni2 O10 H10A 124(4) . . ?
Ni1 O10 H10A 112(4) . . ?
Ni4 O11 Ni2 98.08(11) . . ?
Ni4 O11 Ni3 96.54(12) . . ?
Ni2 O11 Ni3 98.27(12) . . ?
Ni4 O11 H11A 109(3) . . ?
Ni2 O11 H11A 120(3) . . ?
Ni3 O11 H11A 129(3) . . ?
Ni1 O12 Ni4 99.83(13) . . ?
Ni1 O12 Ni3 97.05(11) . . ?
Ni4 O12 Ni3 98.11(12) . . ?
Ni1 O12 H12A 125(3) . . ?
Ni4 O12 H12A 128(3) . . ?
Ni3 O12 H12A 100(3) . . ?
Ni1 O13 H13B 101(3) . . ?
Ni1 O13 H13A 125(4) . . ?
H13B O13 H13A 105(3) . . ?
Ni2 O14 H14B 114(3) . . ?
Ni2 O14 H14C 128(6) . . ?
H14B O14 H14C 97(3) . . ?
Ni4 O15 H15C 108(7) . . ?
Ni4 O15 H15B 133(6) . . ?
H15C O15 H15B 101(3) . . ?
Ni4 O16 H16B 118(3) . . ?
Ni4 O16 H16C 133(3) . . ?
H16B O16 H16C 105(3) . . ?
O1 C1 O2 128.3(4) . . ?
O1 C1 C2 115.5(4) . . ?
O2 C1 C2 116.1(4) . . ?
C8 C2 C3 120.4(4) . . ?
C8 C2 C1 118.6(3) . . ?
C3 C2 C1 121.0(4) . . ?
C2 C3 C5 119.1(5) . . ?
C2 C3 C4 120.3(4) . . ?
C5 C3 C4 120.6(4) . . ?
O3 C4 O4 126.0(5) . . ?
O3 C4 C3 118.6(4) . . ?
O4 C4 C3 115.4(5) . . ?
C6 C5 C3 120.3(5) . . ?
C6 C5 H5A 119.8 . . ?
C3 C5 H5A 119.8 . . ?
C5 C6 C7 122.2(5) . . ?
C5 C6 H6A 118.9 . . ?
C7 C6 H6A 118.9 . . ?
C6 C7 C8 117.8(5) . . ?
C6 C7 H7A 121.1 . . ?
C8 C7 H7A 121.1 . . ?
C2 C8 C7 119.9(4) . . ?
C2 C8 C9 121.0(4) . . ?
C7 C8 C9 119.1(4) . . ?
C16 C9 C10 117.1(4) . . ?
C16 C9 C8 124.5(4) . . ?
C10 C9 C8 118.4(4) . . ?
C11 C10 C9 121.6(4) . . ?
C11 C10 H10B 119.2 . . ?
C9 C10 H10B 119.2 . . ?
C13 C11 C10 119.7(4) . . ?
C13 C11 C12 124.3(4) . . ?
C10 C11 C12 116.0(4) . . ?
O5 C12 O6 125.7(4) . . ?
O5 C12 C11 116.5(4) . . ?
O6 C12 C11 117.5(4) . . ?
C15 C13 C11 118.2(4) . . ?
C15 C13 C14 119.2(4) . . ?
C11 C13 C14 122.4(4) . . ?
O8 C14 O7 123.8(4) . . ?
O8 C14 C13 118.8(4) . . ?
O7 C14 C13 117.3(4) . . ?
C16 C15 C13 121.7(4) . . ?
C16 C15 H15A 119.2 . . ?
C13 C15 H15A 119.2 . . ?
C15 C16 C9 121.7(4) . . ?
C15 C16 H16A 119.1 . . ?
C9 C16 H16A 119.1 . . ?
N1 C17 C19 123.2(4) . . ?
N1 C17 H17A 118.4 . . ?
C19 C17 H17A 118.4 . . ?
N1 C18 C20 125.1(4) . . ?
N1 C18 H18A 117.4 . . ?
C20 C18 H18A 117.4 . . ?
C17 C19 C21 120.7(5) . . ?
C17 C19 H19A 119.6 . . ?
C21 C19 H19A 119.6 . . ?
C21 C20 C18 118.4(4) . . ?
C21 C20 H20A 120.8 . . ?
C18 C20 H20A 120.8 . . ?
C20 C21 C19 116.2(4) . . ?
C20 C21 C22 121.6(4) . . ?
C19 C21 C22 122.2(4) . . ?
C23 C22 C24 114.2(4) . . ?
C23 C22 C21 123.8(4) . . ?
C24 C22 C21 121.9(4) . . ?
C22 C23 C25 121.3(5) . . ?
C22 C23 H23A 119.4 . . ?
C25 C23 H23A 119.4 . . ?
C22 C24 C26 121.7(5) . . ?
C22 C24 H24A 119.2 . . ?
C26 C24 H24A 119.2 . . ?
N2 C25 C23 124.5(5) . . ?
N2 C25 H25A 117.8 . . ?
C23 C25 H25A 117.8 . . ?
N2 C26 C24 123.5(5) . . ?
N2 C26 H26A 118.3 . . ?
C24 C26 H26A 118.3 . . ?
N4 C27 C29 124.2(4) . . ?
N4 C27 H27A 117.9 . . ?
C29 C27 H27A 117.9 . . ?
N4 C28 C30 124.4(4) . . ?
N4 C28 H28A 117.8 . . ?
C30 C28 H28A 117.8 . . ?
C27 C29 C31 119.6(4) . . ?
C27 C29 H29A 120.2 . . ?
C31 C29 H29A 120.2 . . ?
C28 C30 C31 120.1(4) . . ?
C28 C30 H30A 120.0 . . ?
C31 C30 H30A 120.0 . . ?
C30 C31 C29 116.2(4) . . ?
C30 C31 C31 122.3(5) . 6_454 ?
C29 C31 C31 121.3(5) . 6_454 ?
N3 C32 C34 123.4(4) . . ?
N3 C32 H32A 118.3 . . ?
C34 C32 H32A 118.3 . . ?
N3 C33 C35 123.7(4) . . ?
N3 C33 H33A 118.2 . . ?
C35 C33 H33A 118.2 . . ?
C36 C34 C32 119.5(4) . . ?
C36 C34 H34A 120.2 . . ?
C32 C34 H34A 120.2 . . ?
C33 C35 C36 119.5(4) . . ?
C33 C35 H35A 120.3 . . ?
C36 C35 H35A 120.3 . . ?
C34 C36 C35 117.0(4) . . ?
C34 C36 C36 120.8(5) . 6_454 ?
C35 C36 C36 122.2(5) . 6_454 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C1 O2 6.0(6) . . . . ?
Ni1 O1 C1 C2 -177.7(2) . . . . ?
Ni2 O2 C1 O1 -2.0(6) . . . . ?
Ni2 O2 C1 C2 -178.3(2) . . . . ?
O1 C1 C2 C8 -72.0(5) . . . . ?
O2 C1 C2 C8 104.8(4) . . . . ?
O1 C1 C2 C3 108.7(4) . . . . ?
O2 C1 C2 C3 -74.6(5) . . . . ?
C8 C2 C3 C5 -2.3(7) . . . . ?
C1 C2 C3 C5 177.0(4) . . . . ?
C8 C2 C3 C4 178.8(4) . . . . ?
C1 C2 C3 C4 -1.8(7) . . . . ?
C2 C3 C4 O3 -39.8(7) . . . . ?
C5 C3 C4 O3 141.3(5) . . . . ?
C2 C3 C4 O4 142.6(5) . . . . ?
C5 C3 C4 O4 -36.2(7) . . . . ?
C2 C3 C5 C6 4.3(8) . . . . ?
C4 C3 C5 C6 -176.8(5) . . . . ?
C3 C5 C6 C7 -1.9(9) . . . . ?
C5 C6 C7 C8 -2.6(8) . . . . ?
C3 C2 C8 C7 -2.2(7) . . . . ?
C1 C2 C8 C7 178.5(4) . . . . ?
C3 C2 C8 C9 176.3(4) . . . . ?
C1 C2 C8 C9 -3.1(6) . . . . ?
C6 C7 C8 C2 4.6(7) . . . . ?
C6 C7 C8 C9 -173.9(4) . . . . ?
C2 C8 C9 C16 124.7(5) . . . . ?
C7 C8 C9 C16 -56.8(6) . . . . ?
C2 C8 C9 C10 -56.5(6) . . . . ?
C7 C8 C9 C10 121.9(5) . . . . ?
C16 C9 C10 C11 2.6(6) . . . . ?
C8 C9 C10 C11 -176.3(4) . . . . ?
C9 C10 C11 C13 -1.3(6) . . . . ?
C9 C10 C11 C12 177.0(4) . . . . ?
Ni3 O5 C12 O6 126.6(4) 8_444 . . . ?
Ni3 O5 C12 C11 -58.9(4) 8_444 . . . ?
C13 C11 C12 O5 90.3(5) . . . . ?
C10 C11 C12 O5 -87.8(5) . . . . ?
C13 C11 C12 O6 -94.7(5) . . . . ?
C10 C11 C12 O6 87.1(5) . . . . ?
C10 C11 C13 C15 -0.8(6) . . . . ?
C12 C11 C13 C15 -178.9(4) . . . . ?
C10 C11 C13 C14 174.3(4) . . . . ?
C12 C11 C13 C14 -3.7(6) . . . . ?
Ni3 O7 C14 O8 154.1(3) 8_444 . . . ?
Ni3 O7 C14 C13 -22.6(6) 8_444 . . . ?
C15 C13 C14 O8 -37.2(6) . . . . ?
C11 C13 C14 O8 147.7(4) . . . . ?
C15 C13 C14 O7 139.6(4) . . . . ?
C11 C13 C14 O7 -35.5(6) . . . . ?
C11 C13 C15 C16 1.6(7) . . . . ?
C14 C13 C15 C16 -173.7(4) . . . . ?
C13 C15 C16 C9 -0.2(7) . . . . ?
C10 C9 C16 C15 -1.8(7) . . . . ?
C8 C9 C16 C15 177.0(4) . . . . ?
C18 N1 C17 C19 5.8(8) . . . . ?
Ni4 N1 C17 C19 -166.3(4) . . . . ?
C17 N1 C18 C20 -4.8(8) . . . . ?
Ni4 N1 C18 C20 167.3(4) . . . . ?
N1 C17 C19 C21 -3.9(9) . . . . ?
N1 C18 C20 C21 1.9(9) . . . . ?
C18 C20 C21 C19 0.3(7) . . . . ?
C18 C20 C21 C22 -177.9(4) . . . . ?
C17 C19 C21 C20 0.7(8) . . . . ?
C17 C19 C21 C22 178.9(5) . . . . ?
C20 C21 C22 C23 177.9(6) . . . . ?
C19 C21 C22 C23 -0.2(8) . . . . ?
C20 C21 C22 C24 2.0(7) . . . . ?
C19 C21 C22 C24 -176.1(5) . . . . ?
C24 C22 C23 C25 -1.9(10) . . . . ?
C21 C22 C23 C25 -178.1(6) . . . . ?
C23 C22 C24 C26 2.4(9) . . . . ?
C21 C22 C24 C26 178.7(5) . . . . ?
C26 N2 C25 C23 3.6(10) . . . . ?
Ni1 N2 C25 C23 -177.4(6) 9_655 . . . ?
C22 C23 C25 N2 -1.1(12) . . . . ?
C25 N2 C26 C24 -3.0(9) . . . . ?
Ni1 N2 C26 C24 177.9(5) 9_655 . . . ?
C22 C24 C26 N2 0.1(11) . . . . ?
C28 N4 C27 C29 -2.8(7) . . . . ?
Ni2 N4 C27 C29 174.2(4) . . . . ?
C27 N4 C28 C30 0.8(7) . . . . ?
Ni2 N4 C28 C30 -176.3(4) . . . . ?
N4 C27 C29 C31 2.3(8) . . . . ?
N4 C28 C30 C31 1.6(8) . . . . ?
C28 C30 C31 C29 -2.1(7) . . . . ?
C28 C30 C31 C31 173.4(4) . . . 6_454 ?
C27 C29 C31 C30 0.3(7) . . . . ?
C27 C29 C31 C31 -175.2(3) . . . 6_454 ?
C33 N3 C32 C34 -0.3(6) . . . . ?
Ni3 N3 C32 C34 -176.1(3) . . . . ?
C32 N3 C33 C35 -1.3(7) . . . . ?
Ni3 N3 C33 C35 174.4(4) . . . . ?
N3 C32 C34 C36 0.3(7) . . . . ?
N3 C33 C35 C36 2.9(7) . . . . ?
C32 C34 C36 C35 1.2(6) . . . . ?
C32 C34 C36 C36 -178.2(3) . . . 6_454 ?
C33 C35 C36 C34 -2.7(7) . . . . ?
C33 C35 C36 C36 176.7(3) . . . 6_454 ?

_refine_diff_density_max         1.041
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.113

_shelxl_version_number           2014-3

