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

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

data_151223d_0m
_database_code_depnum_ccdc_archive 'CCDC 1540702'
_audit_update_record             
;
2017-03-28 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_audit_creation_date             2017-01-30
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.09.11 svn.r3215 for OlexSys, GUI svn.r5091)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H19.5 N4 Ni O4, 2(C3 H5.75 O0.5), H2 O'
_chemical_formula_sum            'C35 H33 N4 Ni O6'
_chemical_formula_weight         664.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3390 1.1120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 '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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   10.110(5)
_cell_length_b                   10.271(6)
_cell_length_c                   15.848(9)
_cell_angle_alpha                74.156(5)
_cell_angle_beta                 74.086(4)
_cell_angle_gamma                83.082(6)
_cell_volume                     1520.6(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1841
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      21.84
_cell_measurement_theta_min      2.69
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.1277
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16471
_diffrn_reflns_theta_full        27.67
_diffrn_reflns_theta_max         27.67
_diffrn_reflns_theta_min         2.69
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3669
_reflns_number_total             6988
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         6988
_refine_ls_number_restraints     155
_refine_ls_R_factor_all          0.1255
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      0.978
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0758P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1355
_refine_ls_wR_factor_ref         0.1613
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O6-C41
 1.4 with sigma of 0.01
 C38-O5
 1.4 with sigma of 0.01
3. Rigid bond restraints
 C19, C20, C23, C24, C26, C27, C36, C37, C16, C17, C21, C22, C32, C33, C34,
 C35, O5, C38
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C16) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C17) \\sim Ueq,
Uanis(C21) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C26)
\\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C34) \\sim Ueq,
Uanis(C36) \\sim Ueq, Uanis(C33) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C43)
\\sim Ueq, Uanis(O5) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C38) \\sim Ueq,
Uanis(C40) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Fixed Sof: C19(0.5) H19(0.5) C20(0.5) H20(0.5) C23(0.5) H23(0.5) C24(0.5)
 H24(0.5) C26(0.5) H26(0.5) C27(0.5) H27(0.5) C36(0.5) H36(0.5) C37(0.5)
 H37(0.5) C16(0.5) H16(0.5) C17(0.5) H17(0.5) C21(0.5) H21(0.5) C22(0.5)
 H22(0.5) C32(0.5) H32(0.5) C33(0.5) H33(0.5) C34(0.5) H34(0.5) C35(0.5)
 H35A(0.5) H35B(0.5) H41A(0.5) H41B(0.75) O6(0.5) H6A(0.5) H38A(0.5) H38B(0.75)
 O5(0.5) H5(0.5)
6.a Riding coordinates:
 O6(H6A), O5(H5), O1W(H1WA,H1WB)
6.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C38(H38A,
 H38B), C39(H39A,H39B), C40(H40A,H40B)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C29(H29), C30(H30), C31(H31), C19(H19), C20(H20), C23(H23), C24(H24), C26(H26),
  C27(H27), C36(H36), C37(H37), C16(H16), C17(H17), C21(H21), C22(H22),
 C32(H32), C33(H33), C34(H34)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Ni1 Ni 0.13481(5) 0.02799(5) 1.08252(3) 0.02916(18) Uani 1 d . . . .
O1 O 0.2106(2) 0.1005(3) 1.17823(17) 0.0382(7) Uani 1 d . . . .
O2 O 0.3473(3) 0.0026(3) 1.07729(17) 0.0377(7) Uani 1 d . . . .
O3 O 0.8509(2) 0.0760(3) 1.01399(17) 0.0362(7) Uani 1 d . . . .
O4 O 0.9330(2) 0.0819(3) 1.12937(16) 0.0331(7) Uani 1 d . . . .
N1 N 0.1698(3) 0.2055(3) 0.9829(2) 0.0375(9) Uani 1 d . . . .
N2 N 0.2709(4) 0.3386(4) 0.8532(2) 0.0491(10) Uani 1 d . . . .
N3 N 0.9910(4) 0.6919(4) 0.2949(2) 0.0497(10) Uani 1 d A . . .
N4 N 1.0989(3) 0.8458(4) 0.1769(2) 0.0387(9) Uani 1 d . . . .
C1 C 0.3284(4) 0.0558(4) 1.1422(2) 0.0320(10) Uani 1 d . . . .
C2 C 0.4485(4) 0.0635(4) 1.1782(2) 0.0268(9) Uani 1 d . . . .
C3 C 0.5807(4) 0.0720(4) 1.1211(2) 0.0275(9) Uani 1 d . . . .
H3 H 0.5937 0.0776 1.0598 0.033 Uiso 1 calc . . R .
C4 C 0.6930(3) 0.0721(4) 1.1553(2) 0.0257(9) Uani 1 d . . . .
C5 C 0.8363(4) 0.0768(4) 1.0940(2) 0.0275(9) Uani 1 d . . . .
C6 C 0.6718(4) 0.0605(4) 1.2471(2) 0.0283(9) Uani 1 d . . . .
H6 H 0.7471 0.0604 1.2701 0.034 Uiso 1 calc . . R .
C7 C 0.5402(4) 0.0489(4) 1.3062(2) 0.0274(9) Uani 1 d . . . .
C8 C 0.4299(4) 0.0539(4) 1.2693(2) 0.0304(9) Uani 1 d . . . .
H8 H 0.3410 0.0509 1.3068 0.036 Uiso 1 calc . . R .
C9 C 0.5206(4) 0.0253(4) 1.4055(2) 0.0274(9) Uani 1 d . . . .
C10 C 0.6090(4) 0.0728(4) 1.4415(2) 0.0319(10) Uani 1 d . . . .
H10 H 0.6836 0.1217 1.4030 0.038 Uiso 1 calc . . R .
C11 C 0.5881(4) 0.0484(4) 1.5341(2) 0.0342(10) Uani 1 d . . . .
H11 H 0.6487 0.0824 1.5567 0.041 Uiso 1 calc . . R .
C12 C 0.2836(4) 0.2283(4) 0.9195(3) 0.0424(11) Uani 1 d . . . .
H12 H 0.3642 0.1743 0.9201 0.051 Uiso 1 calc . . R .
C13 C 0.1397(5) 0.3916(5) 0.8772(3) 0.0616(15) Uani 1 d . . . .
H13 H 0.1008 0.4699 0.8454 0.074 Uiso 1 calc . . R .
C14 C 0.0780(5) 0.3075(5) 0.9562(3) 0.0543(13) Uani 1 d . . . .
H14 H -0.0132 0.3172 0.9879 0.065 Uiso 1 calc . . R .
C15 C 0.3742(5) 0.3888(5) 0.7720(3) 0.0545(14) Uani 1 d . . . .
C18 C 0.5776(5) 0.4831(5) 0.6151(3) 0.0631(15) Uani 1 d . . . .
C25 C 0.6842(5) 0.5360(5) 0.5312(3) 0.0621(15) Uani 1 d A . . .
C28 C 0.8867(5) 0.6359(5) 0.3740(3) 0.0492(12) Uani 1 d . . . .
C29 C 0.9878(4) 0.8172(5) 0.2422(3) 0.0437(11) Uani 1 d . . . .
H29 H 0.9131 0.8787 0.2512 0.052 Uiso 1 calc A . R .
C30 C 1.1760(6) 0.7288(6) 0.1866(4) 0.093(2) Uani 1 d . . . .
H30 H 1.2623 0.7158 0.1491 0.111 Uiso 1 calc A . R .
C31 C 1.1116(6) 0.6335(6) 0.2578(4) 0.102(3) Uani 1 d A . . .
H31 H 1.1438 0.5446 0.2775 0.123 Uiso 1 calc . . R .
C19 C 0.4492(13) 0.5563(13) 0.6359(8) 0.061(4) Uani 0.50 d A 1 . U
H19 H 0.4313 0.6359 0.5947 0.074 Uiso 0.50 calc A 1 R .
C20 C 0.3515(13) 0.5127(13) 0.7150(8) 0.054(3) Uani 0.50 d A 1 . U
H20 H 0.2714 0.5655 0.7300 0.065 Uiso 0.50 calc A 1 R .
C23 C 0.5541(18) 0.350(2) 0.6506(13) 0.041(4) Uani 0.50 d A 1 . U
H23 H 0.6077 0.2873 0.6217 0.049 Uiso 0.50 calc A 1 R .
C24 C 0.4505(16) 0.304(3) 0.7306(13) 0.044(4) Uani 0.50 d A 1 . U
H24 H 0.4374 0.2121 0.7536 0.053 Uiso 0.50 calc A 1 R .
C26 C 0.7116(14) 0.6663(17) 0.5018(10) 0.052(4) Uani 0.50 d A 1 . U
H26 H 0.6612 0.7261 0.5349 0.062 Uiso 0.50 calc A 1 R .
C27 C 0.8110(14) 0.7161(17) 0.4251(9) 0.053(4) Uani 0.50 d A 1 . U
H27 H 0.8264 0.8082 0.4078 0.064 Uiso 0.50 calc A 1 R .
C36 C 0.8422(11) 0.5016(10) 0.3901(7) 0.060(3) Uani 0.50 d A 1 . U
H36 H 0.8810 0.4493 0.3491 0.072 Uiso 0.50 calc A 1 R .
C37 C 0.7413(11) 0.4515(10) 0.4673(7) 0.058(3) Uani 0.50 d A 1 . U
H37 H 0.7099 0.3653 0.4787 0.069 Uiso 0.50 calc A 1 R .
C16 C 0.4904(16) 0.301(2) 0.7427(14) 0.044(4) Uani 0.50 d A 2 . U
H16 H 0.4979 0.2117 0.7756 0.053 Uiso 0.50 calc A 2 R .
C17 C 0.590(2) 0.352(3) 0.6653(13) 0.046(5) Uani 0.50 d A 2 . U
H17 H 0.6664 0.2975 0.6466 0.055 Uiso 0.50 calc A 2 R .
C21 C 0.5033(12) 0.5741(12) 0.6667(7) 0.052(3) Uani 0.50 d A 2 . U
H21 H 0.5233 0.6651 0.6485 0.062 Uiso 0.50 calc A 2 R .
C22 C 0.4013(12) 0.5266(13) 0.7440(8) 0.052(3) Uani 0.50 d A 2 . U
H22 H 0.3508 0.5859 0.7774 0.063 Uiso 0.50 calc A 2 R .
C32 C 0.7705(14) 0.7084(17) 0.4001(10) 0.053(4) Uani 0.50 d A 2 . U
H32 H 0.7566 0.7947 0.3644 0.064 Uiso 0.50 calc A 2 R .
C33 C 0.6721(15) 0.6594(17) 0.4774(9) 0.051(4) Uani 0.50 d A 2 . U
H33 H 0.5938 0.7140 0.4932 0.062 Uiso 0.50 calc A 2 R .
C34 C 0.9221(11) 0.5232(11) 0.4346(7) 0.063(3) Uani 0.50 d A 2 . U
H34 H 1.0106 0.4834 0.4230 0.076 Uiso 0.50 calc A 2 R .
C35 C 0.8239(11) 0.4684(10) 0.5143(6) 0.056(3) Uani 0.50 d A 2 . U
H35A H 0.8613 0.4656 0.5650 0.068 Uiso 0.50 calc A 2 R .
H35B H 0.8134 0.3753 0.5152 0.068 Uiso 0.50 calc A 2 R .
C41 C 0.0743(10) 0.1034(11) 0.4230(7) 0.153(4) Uani 1 d . . D U
H41A H 0.1632 0.0964 0.4366 0.184 Uiso 0.50 calc B 2 R .
H41B H 0.0770 0.1748 0.3680 0.184 Uiso 0.75 calc B 2 R .
C42 C 0.0470(9) -0.0365(10) 0.4068(6) 0.139(3) Uani 1 d C . . U
H42A H -0.0364 -0.0292 0.3865 0.166 Uiso 1 calc . . R .
H42B H 0.1238 -0.0648 0.3624 0.166 Uiso 1 calc . . R .
C43 C 0.0316(9) -0.1385(9) 0.5031(7) 0.146(3) Uani 1 d . . . U
H43A H 0.0131 -0.2266 0.4986 0.175 Uiso 1 calc C . R .
H43B H 0.1192 -0.1478 0.5186 0.175 Uiso 1 calc . . R .
O6 O 0.092(2) 0.2094(18) 0.3356(10) 0.291(10) Uani 0.50 d C 1 D U
H6A H 0.1577 0.1622 0.3126 0.437 Uiso 0.50 d C 1 R .
C38 C 0.363(2) 0.4371(18) 0.0547(13) 0.256(7) Uani 1 d . . D U
H38A H 0.3648 0.3520 0.0388 0.308 Uiso 0.50 calc D 2 R .
H38B H 0.2762 0.4478 0.0981 0.308 Uiso 0.75 calc D 2 R .
C39 C 0.4841(15) 0.4400(12) 0.0943(9) 0.205(5) Uani 1 d E . . U
H39A H 0.4698 0.5174 0.1203 0.247 Uiso 1 calc . . R .
H39B H 0.4851 0.3590 0.1430 0.247 Uiso 1 calc . . R .
C40 C 0.6212(14) 0.4479(12) 0.0274(9) 0.186(5) Uani 1 d . . . U
H40A H 0.6905 0.4529 0.0582 0.223 Uiso 1 calc E . R .
H40B H 0.6403 0.3643 0.0080 0.223 Uiso 1 calc . . R .
O5 O 0.257(2) 0.407(3) 0.1395(17) 0.349(12) Uani 0.50 d E 1 D U
H5 H 0.2289 0.3300 0.1423 0.524 Uiso 0.50 d E 1 R .
O1W O 0.9313(6) 0.2799(5) 0.2309(4) 0.154(2) Uani 1 d . . . .
H1WA H 0.9345 0.2080 0.2135 0.231 Uiso 1 d . . R .
H1WB H 0.9769 0.2789 0.2668 0.231 Uiso 1 d . . R .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.199(3) . ?
Ni1 O2 2.115(3) . ?
Ni1 O3 2.058(3) 2_657 ?
Ni1 O4 2.036(3) 1_455 ?
Ni1 N1 2.054(3) . ?
Ni1 N4 2.051(4) 1_446 ?
Ni1 C1 2.470(4) . ?
O1 C1 1.262(4) . ?
O2 C1 1.252(5) . ?
O3 Ni1 2.058(3) 2_657 ?
O3 C5 1.238(4) . ?
O4 Ni1 2.036(3) 1_655 ?
O4 C5 1.266(4) . ?
N1 C12 1.300(5) . ?
N1 C14 1.370(5) . ?
N2 C12 1.339(5) . ?
N2 C13 1.365(6) . ?
N2 C15 1.429(5) . ?
N3 C28 1.428(5) . ?
N3 C29 1.331(5) . ?
N3 C31 1.348(6) . ?
N4 Ni1 2.051(4) 1_664 ?
N4 C29 1.302(5) . ?
N4 C30 1.347(6) . ?
C1 C2 1.496(5) . ?
C2 C3 1.391(5) . ?
C2 C8 1.380(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(5) . ?
C4 C5 1.505(5) . ?
C4 C6 1.384(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.398(5) . ?
C7 C8 1.384(5) . ?
C7 C9 1.487(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(5) . ?
C9 C11 1.387(5) 2_658 ?
C10 H10 0.9300 . ?
C10 C11 1.379(5) . ?
C11 C9 1.387(5) 2_658 ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.347(6) . ?
C14 H14 0.9300 . ?
C15 C20 1.380(13) . ?
C15 C24 1.28(2) . ?
C15 C16 1.44(2) . ?
C15 C22 1.400(13) . ?
C18 C25 1.478(6) . ?
C18 C19 1.423(13) . ?
C18 C23 1.35(2) . ?
C18 C17 1.37(2) . ?
C18 C21 1.421(12) . ?
C25 C26 1.329(17) . ?
C25 C37 1.466(11) . ?
C25 C33 1.334(16) . ?
C25 C35 1.485(11) . ?
C28 C27 1.339(16) . ?
C28 C36 1.437(11) . ?
C28 C32 1.340(16) . ?
C28 C34 1.368(11) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C30 C31 1.342(7) . ?
C31 H31 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.366(15) . ?
C20 H20 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.41(3) . ?
C24 H24 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.365(19) . ?
C27 H27 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.379(12) . ?
C37 H37 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.38(3) . ?
C17 H17 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.380(15) . ?
C22 H22 0.9300 . ?
C32 H32 0.9300 . ?
C32 C33 1.364(19) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C34 C35 1.399(12) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.594(12) . ?
C41 C43 1.448(10) 2_556 ?
C41 O6 1.492(10) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.576(11) . ?
C43 C41 1.448(10) 2_556 ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
O6 H6A 0.8340 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.529(16) . ?
C38 C40 1.484(16) 2_665 ?
C38 O5 1.454(10) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C40 1.492(13) . ?
C40 C38 1.484(16) 2_665 ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
O5 H5 0.8588 . ?
O1W H1WA 0.8498 . ?
O1W H1WB 0.8215 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 C1 30.67(11) . . ?
O2 Ni1 O1 61.11(10) . . ?
O2 Ni1 C1 30.44(11) . . ?
O3 Ni1 O1 155.11(10) 2_657 . ?
O3 Ni1 O2 94.42(10) 2_657 . ?
O3 Ni1 C1 124.69(12) 2_657 . ?
O4 Ni1 O1 96.02(10) 1_455 . ?
O4 Ni1 O2 157.10(11) 1_455 . ?
O4 Ni1 O3 108.26(10) 1_455 2_657 ?
O4 Ni1 N1 93.05(12) 1_455 . ?
O4 Ni1 N4 87.43(12) 1_455 1_446 ?
O4 Ni1 C1 126.67(12) 1_455 . ?
N1 Ni1 O1 94.02(13) . . ?
N1 Ni1 O2 89.90(12) . . ?
N1 Ni1 O3 90.10(13) . 2_657 ?
N1 Ni1 C1 92.77(13) . . ?
N4 Ni1 O1 88.91(13) 1_446 . ?
N4 Ni1 O2 90.83(12) 1_446 . ?
N4 Ni1 O3 86.90(13) 1_446 2_657 ?
N4 Ni1 N1 176.96(14) 1_446 . ?
N4 Ni1 C1 89.35(13) 1_446 . ?
C1 O1 Ni1 86.6(2) . . ?
C1 O2 Ni1 90.7(2) . . ?
C5 O3 Ni1 150.2(3) . 2_657 ?
C5 O4 Ni1 126.1(2) . 1_655 ?
C12 N1 Ni1 123.8(3) . . ?
C12 N1 C14 105.3(4) . . ?
C14 N1 Ni1 129.5(3) . . ?
C12 N2 C13 106.8(4) . . ?
C12 N2 C15 126.4(4) . . ?
C13 N2 C15 126.8(4) . . ?
C29 N3 C28 125.8(4) . . ?
C29 N3 C31 105.3(4) . . ?
C31 N3 C28 128.9(4) . . ?
C29 N4 Ni1 125.7(3) . 1_664 ?
C29 N4 C30 103.4(4) . . ?
C30 N4 Ni1 130.9(3) . 1_664 ?
O1 C1 Ni1 62.7(2) . . ?
O1 C1 C2 119.9(4) . . ?
O2 C1 Ni1 58.87(19) . . ?
O2 C1 O1 121.6(4) . . ?
O2 C1 C2 118.6(3) . . ?
C2 C1 Ni1 176.3(3) . . ?
C3 C2 C1 120.0(3) . . ?
C8 C2 C1 120.2(3) . . ?
C8 C2 C3 119.7(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C6 C4 C3 119.1(3) . . ?
C6 C4 C5 120.8(3) . . ?
O3 C5 O4 125.2(3) . . ?
O3 C5 C4 118.5(3) . . ?
O4 C5 C4 116.3(3) . . ?
C4 C6 H6 119.1 . . ?
C4 C6 C7 121.8(3) . . ?
C7 C6 H6 119.1 . . ?
C6 C7 C9 121.0(3) . . ?
C8 C7 C6 117.6(3) . . ?
C8 C7 C9 121.3(3) . . ?
C2 C8 C7 121.6(3) . . ?
C2 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C10 C9 C7 122.2(3) . . ?
C10 C9 C11 117.4(3) . 2_658 ?
C11 C9 C7 120.4(4) 2_658 . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.7(4) . . ?
C11 C10 H10 119.7 . . ?
C9 C11 H11 119.0 2_658 . ?
C10 C11 C9 121.9(4) . 2_658 ?
C10 C11 H11 119.0 . . ?
N1 C12 N2 112.0(4) . . ?
N1 C12 H12 124.0 . . ?
N2 C12 H12 124.0 . . ?
N2 C13 H13 127.0 . . ?
C14 C13 N2 105.9(4) . . ?
C14 C13 H13 127.0 . . ?
N1 C14 H14 125.1 . . ?
C13 C14 N1 109.9(4) . . ?
C13 C14 H14 125.1 . . ?
N2 C15 C16 119.7(9) . . ?
C20 C15 N2 119.6(6) . . ?
C20 C15 C16 119.9(10) . . ?
C20 C15 C22 34.2(6) . . ?
C24 C15 N2 119.1(10) . . ?
C24 C15 C20 113.6(11) . . ?
C24 C15 C16 19.4(13) . . ?
C24 C15 C22 120.5(11) . . ?
C22 C15 N2 120.0(6) . . ?
C22 C15 C16 114.1(10) . . ?
C19 C18 C25 120.6(6) . . ?
C23 C18 C25 123.7(10) . . ?
C23 C18 C19 107.2(10) . . ?
C23 C18 C17 20.5(12) . . ?
C23 C18 C21 116.9(10) . . ?
C17 C18 C25 120.4(10) . . ?
C17 C18 C19 118.0(10) . . ?
C17 C18 C21 114.1(11) . . ?
C21 C18 C25 119.1(6) . . ?
C21 C18 C19 36.4(5) . . ?
C18 C25 C35 120.7(5) . . ?
C26 C25 C18 122.1(8) . . ?
C26 C25 C37 116.8(8) . . ?
C26 C25 C33 28.2(8) . . ?
C26 C25 C35 102.2(8) . . ?
C37 C25 C18 119.8(5) . . ?
C37 C25 C35 52.9(6) . . ?
C33 C25 C18 122.3(8) . . ?
C33 C25 C37 103.5(8) . . ?
C33 C25 C35 115.4(8) . . ?
N3 C28 C36 120.9(5) . . ?
C27 C28 N3 119.9(7) . . ?
C27 C28 C36 118.0(8) . . ?
C27 C28 C32 28.8(8) . . ?
C27 C28 C34 104.9(8) . . ?
C32 C28 N3 120.8(7) . . ?
C32 C28 C36 104.3(8) . . ?
C32 C28 C34 119.2(8) . . ?
C34 C28 N3 117.9(5) . . ?
C34 C28 C36 54.2(6) . . ?
N3 C29 H29 123.1 . . ?
N4 C29 N3 113.8(4) . . ?
N4 C29 H29 123.1 . . ?
N4 C30 H30 124.5 . . ?
C31 C30 N4 111.0(4) . . ?
C31 C30 H30 124.5 . . ?
N3 C31 H31 126.8 . . ?
C30 C31 N3 106.4(5) . . ?
C30 C31 H31 126.8 . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.7(11) . . ?
C20 C19 H19 119.1 . . ?
C15 C20 H20 120.7 . . ?
C19 C20 C15 118.6(11) . . ?
C19 C20 H20 120.7 . . ?
C18 C23 H23 119.1 . . ?
C18 C23 C24 122(2) . . ?
C24 C23 H23 119.1 . . ?
C15 C24 C23 121(2) . . ?
C15 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C25 C26 H26 118.7 . . ?
C25 C26 C27 122.6(14) . . ?
C27 C26 H26 118.7 . . ?
C28 C27 C26 121.8(14) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C28 C36 H36 120.5 . . ?
C37 C36 C28 119.0(9) . . ?
C37 C36 H36 120.5 . . ?
C25 C37 H37 120.5 . . ?
C36 C37 C25 119.0(9) . . ?
C36 C37 H37 120.5 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.7(19) . . ?
C17 C16 H16 120.6 . . ?
C18 C17 C16 121(2) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C18 C21 H21 120.2 . . ?
C22 C21 C18 119.6(10) . . ?
C22 C21 H21 120.2 . . ?
C15 C22 H22 120.1 . . ?
C21 C22 C15 119.7(11) . . ?
C21 C22 H22 120.1 . . ?
C28 C32 H32 119.0 . . ?
C28 C32 C33 121.9(14) . . ?
C33 C32 H32 119.0 . . ?
C25 C33 C32 122.4(14) . . ?
C25 C33 H33 118.8 . . ?
C32 C33 H33 118.8 . . ?
C28 C34 H34 120.3 . . ?
C28 C34 C35 119.4(9) . . ?
C35 C34 H34 120.3 . . ?
C25 C35 H35A 107.6 . . ?
C25 C35 H35B 107.6 . . ?
C34 C35 C25 118.7(8) . . ?
C34 C35 H35A 107.6 . . ?
C34 C35 H35B 107.6 . . ?
H35A C35 H35B 107.1 . . ?
H41A C41 H41B 108.0 . . ?
C42 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
C43 C41 H41A 109.3 2_556 . ?
C43 C41 H41B 109.3 2_556 . ?
C43 C41 C42 111.5(9) 2_556 . ?
C43 C41 O6 114.0(12) 2_556 . ?
O6 C41 H41A 103.6 . . ?
O6 C41 H41B 5.2 . . ?
O6 C41 C42 108.8(12) . . ?
C41 C42 H42A 111.0 . . ?
C41 C42 H42B 111.0 . . ?
H42A C42 H42B 109.0 . . ?
C43 C42 C41 103.6(7) . . ?
C43 C42 H42A 111.0 . . ?
C43 C42 H42B 111.0 . . ?
C41 C43 C42 116.6(8) 2_556 . ?
C41 C43 H43A 108.2 2_556 . ?
C41 C43 H43B 108.2 2_556 . ?
C42 C43 H43A 108.2 . . ?
C42 C43 H43B 108.2 . . ?
H43A C43 H43B 107.3 . . ?
C41 O6 H6A 89.0 . . ?
H38A C38 H38B 108.7 . . ?
C39 C38 H38A 110.5 . . ?
C39 C38 H38B 110.5 . . ?
C40 C38 H38A 110.5 2_665 . ?
C40 C38 H38B 110.5 2_665 . ?
C40 C38 C39 106.0(13) 2_665 . ?
O5 C38 H38A 98.0 . . ?
O5 C38 H38B 22.1 . . ?
O5 C38 C39 97.8(17) . . ?
O5 C38 C40 133(2) . 2_665 ?
C38 C39 H39A 108.7 . . ?
C38 C39 H39B 108.7 . . ?
H39A C39 H39B 107.6 . . ?
C40 C39 C38 114.3(13) . . ?
C40 C39 H39A 108.7 . . ?
C40 C39 H39B 108.7 . . ?
C38 C40 C39 116.4(14) 2_665 . ?
C38 C40 H40A 108.2 2_665 . ?
C38 C40 H40B 108.2 2_665 . ?
C39 C40 H40A 108.2 . . ?
C39 C40 H40B 108.2 . . ?
H40A C40 H40B 107.3 . . ?
C38 O5 H5 104.3 . . ?
H1WA O1W H1WB 117.1 . . ?

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
Ni1 O1 C1 O2 1.7(4) . . . . ?
Ni1 O1 C1 C2 -177.0(3) . . . . ?
Ni1 O2 C1 O1 -1.8(4) . . . . ?
Ni1 O2 C1 C2 176.9(3) . . . . ?
Ni1 O3 C5 O4 99.0(6) 2_657 . . . ?
Ni1 O3 C5 C4 -81.3(6) 2_657 . . . ?
Ni1 O4 C5 O3 -21.8(6) 1_655 . . . ?
Ni1 O4 C5 C4 158.5(2) 1_655 . . . ?
Ni1 N1 C12 N2 167.4(3) . . . . ?
Ni1 N1 C14 C13 -167.6(3) . . . . ?
Ni1 N4 C29 N3 -179.3(3) 1_664 . . . ?
Ni1 N4 C30 C31 -179.1(4) 1_664 . . . ?
Ni1 C1 C2 C3 75(4) . . . . ?
Ni1 C1 C2 C8 -101(4) . . . . ?
O1 Ni1 O2 C1 1.0(2) . . . . ?
O1 Ni1 N1 C12 91.7(3) . . . . ?
O1 Ni1 N1 C14 -103.8(4) . . . . ?
O1 Ni1 C1 O2 -178.3(4) . . . . ?
O1 Ni1 C1 C2 135(4) . . . . ?
O1 C1 C2 C3 -152.1(4) . . . . ?
O1 C1 C2 C8 31.8(6) . . . . ?
O2 Ni1 O1 C1 -1.0(2) . . . . ?
O2 Ni1 N1 C12 30.7(3) . . . . ?
O2 Ni1 N1 C14 -164.8(4) . . . . ?
O2 Ni1 C1 O1 178.3(4) . . . . ?
O2 Ni1 C1 C2 -47(4) . . . . ?
O2 C1 C2 C3 29.2(6) . . . . ?
O2 C1 C2 C8 -146.9(4) . . . . ?
O3 Ni1 O1 C1 10.3(4) 2_657 . . . ?
O3 Ni1 O2 C1 -174.3(2) 2_657 . . . ?
O3 Ni1 N1 C12 -63.7(3) 2_657 . . . ?
O3 Ni1 N1 C14 100.8(4) 2_657 . . . ?
O3 Ni1 C1 O1 -174.7(2) 2_657 . . . ?
O3 Ni1 C1 O2 7.0(3) 2_657 . . . ?
O3 Ni1 C1 C2 -40(4) 2_657 . . . ?
O4 Ni1 O1 C1 177.9(2) 1_455 . . . ?
O4 Ni1 O2 C1 -2.0(4) 1_455 . . . ?
O4 Ni1 N1 C12 -172.0(3) 1_455 . . . ?
O4 Ni1 N1 C14 -7.5(4) 1_455 . . . ?
O4 Ni1 C1 O1 -2.7(3) 1_455 . . . ?
O4 Ni1 C1 O2 179.0(2) 1_455 . . . ?
O4 Ni1 C1 C2 132(4) 1_455 . . . ?
N1 Ni1 O1 C1 -88.6(2) . . . . ?
N1 Ni1 O2 C1 95.7(2) . . . . ?
N1 Ni1 C1 O1 93.2(2) . . . . ?
N1 Ni1 C1 O2 -85.1(2) . . . . ?
N1 Ni1 C1 C2 -132(4) . . . . ?
N2 C13 C14 N1 1.7(6) . . . . ?
N2 C15 C20 C19 -177.4(9) . . . . ?
N2 C15 C24 C23 -179.6(12) . . . . ?
N2 C15 C16 C17 -178.9(13) . . . . ?
N2 C15 C22 C21 178.5(9) . . . . ?
N3 C28 C27 C26 -179.1(10) . . . . ?
N3 C28 C36 C37 -180.0(8) . . . . ?
N3 C28 C32 C33 -177.2(10) . . . . ?
N3 C28 C34 C35 177.9(9) . . . . ?
N4 Ni1 O1 C1 90.6(2) 1_446 . . . ?
N4 Ni1 O2 C1 -87.3(2) 1_446 . . . ?
N4 Ni1 N1 C12 -73(3) 1_446 . . . ?
N4 Ni1 N1 C14 91(3) 1_446 . . . ?
N4 Ni1 C1 O1 -89.0(2) 1_446 . . . ?
N4 Ni1 C1 O2 92.7(2) 1_446 . . . ?
N4 Ni1 C1 C2 46(4) 1_446 . . . ?
N4 C30 C31 N3 -0.7(8) . . . . ?
C1 Ni1 N1 C12 61.0(4) . . . . ?
C1 Ni1 N1 C14 -134.5(4) . . . . ?
C1 C2 C3 C4 -176.7(4) . . . . ?
C1 C2 C8 C7 174.3(4) . . . . ?
C2 C3 C4 C5 178.0(3) . . . . ?
C2 C3 C4 C6 1.5(6) . . . . ?
C3 C2 C8 C7 -1.8(6) . . . . ?
C3 C4 C5 O3 -2.3(6) . . . . ?
C3 C4 C5 O4 177.4(3) . . . . ?
C3 C4 C6 C7 -0.1(6) . . . . ?
C4 C6 C7 C8 -2.1(6) . . . . ?
C4 C6 C7 C9 175.0(4) . . . . ?
C5 C4 C6 C7 -176.6(3) . . . . ?
C6 C4 C5 O3 174.2(4) . . . . ?
C6 C4 C5 O4 -6.2(5) . . . . ?
C6 C7 C8 C2 3.1(6) . . . . ?
C6 C7 C9 C10 30.3(6) . . . . ?
C6 C7 C9 C11 -148.6(4) . . . 2_658 ?
C7 C9 C10 C11 -179.6(4) . . . . ?
C8 C2 C3 C4 -0.6(6) . . . . ?
C8 C7 C9 C10 -152.6(4) . . . . ?
C8 C7 C9 C11 28.4(6) . . . 2_658 ?
C9 C7 C8 C2 -174.0(4) . . . . ?
C9 C10 C11 C9 0.7(7) . . . 2_658 ?
C11 C9 C10 C11 -0.7(6) 2_658 . . . ?
C12 N1 C14 C13 -1.0(6) . . . . ?
C12 N2 C13 C14 -1.8(6) . . . . ?
C12 N2 C15 C20 -172.3(7) . . . . ?
C12 N2 C15 C24 40.2(11) . . . . ?
C12 N2 C15 C16 17.9(12) . . . . ?
C12 N2 C15 C22 -132.8(8) . . . . ?
C13 N2 C12 N1 1.3(5) . . . . ?
C13 N2 C15 C20 9.3(10) . . . . ?
C13 N2 C15 C24 -138.1(10) . . . . ?
C13 N2 C15 C16 -160.5(10) . . . . ?
C13 N2 C15 C22 48.8(10) . . . . ?
C14 N1 C12 N2 -0.2(5) . . . . ?
C15 N2 C12 N1 -177.4(4) . . . . ?
C15 N2 C13 C14 176.8(5) . . . . ?
C15 C16 C17 C18 -2(3) . . . . ?
C18 C25 C26 C27 179.2(10) . . . . ?
C18 C25 C37 C36 -179.0(8) . . . . ?
C18 C25 C33 C32 179.9(10) . . . . ?
C18 C25 C35 C34 -179.0(9) . . . . ?
C18 C19 C20 C15 -5.5(19) . . . . ?
C18 C23 C24 C15 0(2) . . . . ?
C18 C21 C22 C15 1.5(18) . . . . ?
C25 C18 C19 C20 -177.0(10) . . . . ?
C25 C18 C23 C24 -179.5(12) . . . . ?
C25 C18 C17 C16 -179.0(13) . . . . ?
C25 C18 C21 C22 178.5(9) . . . . ?
C25 C26 C27 C28 0(2) . . . . ?
C28 N3 C29 N4 176.5(4) . . . . ?
C28 N3 C31 C30 -177.4(5) . . . . ?
C28 C36 C37 C25 -1.0(16) . . . . ?
C28 C32 C33 C25 -1(2) . . . . ?
C28 C34 C35 C25 -0.9(17) . . . . ?
C29 N3 C28 C27 -31.2(10) . . . . ?
C29 N3 C28 C36 136.1(7) . . . . ?
C29 N3 C28 C32 2.4(10) . . . . ?
C29 N3 C28 C34 -160.9(7) . . . . ?
C29 N3 C31 C30 2.1(7) . . . . ?
C29 N4 C30 C31 -1.0(7) . . . . ?
C30 N4 C29 N3 2.5(6) . . . . ?
C31 N3 C28 C27 148.2(9) . . . . ?
C31 N3 C28 C36 -44.6(10) . . . . ?
C31 N3 C28 C32 -178.3(9) . . . . ?
C31 N3 C28 C34 18.4(10) . . . . ?
C31 N3 C29 N4 -2.9(6) . . . . ?
C19 C18 C25 C26 41.3(13) . . . . ?
C19 C18 C25 C37 -125.0(10) . . . . ?
C19 C18 C25 C33 7.8(13) . . . . ?
C19 C18 C25 C35 172.9(9) . . . . ?
C19 C18 C23 C24 -31.6(18) . . . . ?
C19 C18 C17 C16 -11(2) . . . . ?
C19 C18 C21 C22 75.4(14) . . . . ?
C20 C15 C24 C23 31.1(19) . . . . ?
C20 C15 C16 C17 11(2) . . . . ?
C20 C15 C22 C21 -82.0(17) . . . . ?
C23 C18 C25 C26 -174.7(12) . . . . ?
C23 C18 C25 C37 18.9(13) . . . . ?
C23 C18 C25 C33 151.8(12) . . . . ?
C23 C18 C25 C35 -43.1(13) . . . . ?
C23 C18 C19 C20 33.8(17) . . . . ?
C23 C18 C17 C16 -73(5) . . . . ?
C23 C18 C21 C22 -7.2(16) . . . . ?
C24 C15 C20 C19 -28.2(16) . . . . ?
C24 C15 C16 C17 87(5) . . . . ?
C24 C15 C22 C21 5.6(17) . . . . ?
C26 C25 C37 C36 14.0(15) . . . . ?
C26 C25 C33 C32 81(2) . . . . ?
C26 C25 C35 C34 -39.4(13) . . . . ?
C27 C28 C36 C37 -12.5(15) . . . . ?
C27 C28 C32 C33 -80(2) . . . . ?
C27 C28 C34 C35 41.5(14) . . . . ?
C36 C28 C27 C26 13.2(17) . . . . ?
C36 C28 C32 C33 42.6(15) . . . . ?
C36 C28 C34 C35 -72.6(11) . . . . ?
C37 C25 C26 C27 -14.1(17) . . . . ?
C37 C25 C33 C32 -41.0(15) . . . . ?
C37 C25 C35 C34 75.0(11) . . . . ?
C16 C15 C20 C19 -7.6(17) . . . . ?
C16 C15 C24 C23 -82(5) . . . . ?
C16 C15 C22 C21 26.3(16) . . . . ?
C17 C18 C25 C26 -150.8(12) . . . . ?
C17 C18 C25 C37 42.8(13) . . . . ?
C17 C18 C25 C33 175.6(12) . . . . ?
C17 C18 C25 C35 -19.3(14) . . . . ?
C17 C18 C19 C20 14.9(18) . . . . ?
C17 C18 C23 C24 93(5) . . . . ?
C17 C18 C21 C22 -29.7(16) . . . . ?
C21 C18 C25 C26 -0.9(12) . . . . ?
C21 C18 C25 C37 -167.2(9) . . . . ?
C21 C18 C25 C33 -34.4(13) . . . . ?
C21 C18 C25 C35 130.7(9) . . . . ?
C21 C18 C19 C20 -78.4(15) . . . . ?
C21 C18 C23 C24 6(2) . . . . ?
C21 C18 C17 C16 30(2) . . . . ?
C22 C15 C20 C19 81.9(17) . . . . ?
C22 C15 C24 C23 -7(2) . . . . ?
C22 C15 C16 C17 -27(2) . . . . ?
C32 C28 C27 C26 80(2) . . . . ?
C32 C28 C36 C37 -39.8(13) . . . . ?
C32 C28 C34 C35 14.3(16) . . . . ?
C33 C25 C26 C27 -81(3) . . . . ?
C33 C25 C37 C36 40.6(13) . . . . ?
C33 C25 C35 C34 -12.9(15) . . . . ?
C34 C28 C27 C26 -43.8(15) . . . . ?
C34 C28 C36 C37 76.1(11) . . . . ?
C34 C28 C32 C33 -14.1(18) . . . . ?
C35 C25 C26 C27 40.3(15) . . . . ?
C35 C25 C37 C36 -71.2(10) . . . . ?
C35 C25 C33 C32 14.0(17) . . . . ?
C41 C42 C43 C41 57.1(12) . . . 2_556 ?
C43 C41 C42 C43 -53.9(11) 2_556 . . . ?
O6 C41 C42 C43 179.6(10) . . . . ?
C38 C39 C40 C38 55.7(18) . . . 2_665 ?
C40 C38 C39 C40 -50.3(19) 2_665 . . . ?
O5 C38 C39 C40 171.1(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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 1566084'
_audit_update_record             
;
2017-08-02 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_audit_creation_date             2016-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H28 Co2 N4 O10, 2(H2 O)'
_chemical_formula_sum            'C36 H32 Co2 N4 O12'
_chemical_formula_weight         830.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3490 0.9720 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.994(11)
_cell_length_b                   12.497(14)
_cell_length_c                   16.113(16)
_cell_angle_alpha                69.536(14)
_cell_angle_beta                 74.781(11)
_cell_angle_gamma                67.507(12)
_cell_volume                     1723(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1306
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      22.117
_cell_measurement_theta_min      2.715
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_unetI/netI     0.1609
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18192
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.802
_diffrn_reflns_theta_min         2.577
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3428
_reflns_number_total             7954
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.969
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.892
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         7954
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1568
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      0.894
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0563P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1483
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O12) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3.a Riding coordinates:
 O10(H10A,H10B), O11(H11A,H11B), O12(H12A,H12B)
3.b Rotating group:
 O6(H6A,H6B)
3.c Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C23(H23A,H23B)
3.d Aromatic/amide H refined with riding coordinates:
 C35(H35), C10(H10), C14(H14), C6(H6), C26(H26), C3(H3), C11(H11), C29(H29),
 C28(H28), C17(H17), C31(H31), C34(H34), C18(H18), C36(H36), C24(H24), C8(H8),
 C27(H27), C25(H25), C19(H19), C30(H30)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co2 Co 0.84040(6) 0.63978(6) -0.90372(4) 0.02510(19) Uani 1 1 d . . . . .
Co1 Co 0.08268(7) 0.68980(7) 0.25085(5) 0.0376(2) Uani 1 1 d . . . . .
O5 O 0.8368(3) 0.5950(3) -0.7709(2) 0.0331(9) Uani 1 1 d . . . . .
O1 O 0.0935(3) 0.7217(4) 0.1189(2) 0.0495(11) Uani 1 1 d . . . . .
O8 O 0.2987(3) 0.6856(4) -0.7568(2) 0.0578(13) Uani 1 1 d . . . . .
O7 O 0.8873(3) 0.6742(4) -0.6849(2) 0.0439(10) Uani 1 1 d . . . . .
O2 O 0.0345(3) 0.6604(3) 0.0250(2) 0.0331(9) Uani 1 1 d . . . . .
O9 O 0.1688(4) 0.6536(4) -0.6255(3) 0.0584(12) Uani 1 1 d . . . . .
O3 O 0.7673(3) 0.6507(3) -0.0308(2) 0.0324(9) Uani 1 1 d . . . . .
O4 O 0.6420(3) 0.6146(3) 0.1027(2) 0.0311(8) Uani 1 1 d . . . . .
O6 O 0.9507(3) 0.4495(3) -0.8916(2) 0.0359(9) Uani 1 1 d . . . . .
H6A H 1.0452 0.4323 -0.8982 0.054 Uiso 1 1 d GR . . . .
H6B H 0.9310 0.4299 -0.9326 0.054 Uiso 1 1 d GR . . . .
O10 O 0.1688(5) 0.5027(4) 0.2598(4) 0.104(2) Uani 1 1 d . . . . .
H10A H 0.1759 0.4612 0.2271 0.156 Uiso 1 1 d R . . . .
H10B H 0.1881 0.4436 0.3038 0.156 Uiso 1 1 d R . . . .
N2 N 0.5388(5) 0.9817(4) -0.8921(3) 0.0427(12) Uani 1 1 d . . . . .
N3 N 0.0164(6) 1.0497(5) -0.7695(4) 0.0593(15) Uani 1 1 d . . . . .
N4 N 0.0012(5) 0.8736(5) -0.7565(3) 0.0517(14) Uani 1 1 d . . . . .
N1 N 0.7256(4) 0.8217(4) -0.9120(3) 0.0354(11) Uani 1 1 d . . . . .
C4 C 0.5248(4) 0.6496(4) -0.0195(3) 0.0221(11) Uani 1 1 d . . . . .
C35 C 0.5554(5) 0.7271(5) -0.3951(3) 0.0333(13) Uani 1 1 d . . . . .
H35 H 0.6245 0.7583 -0.4373 0.040 Uiso 1 1 calc R . . . .
C10 C 0.3534(5) 0.6337(4) -0.2682(3) 0.0288(12) Uani 1 1 d . . . . .
H10 H 0.2859 0.6008 -0.2258 0.035 Uiso 1 1 calc R . . . .
C16 C 0.8030(5) 0.6410(5) -0.7071(3) 0.0286(12) Uani 1 1 d . . . . .
C14 C 0.6302(5) 0.6647(4) -0.5672(3) 0.0270(12) Uani 1 1 d . . . . .
H14 H 0.7061 0.6664 -0.5450 0.032 Uiso 1 1 calc R . . . .
C6 C 0.5410(5) 0.6583(4) -0.1091(3) 0.0224(11) Uani 1 1 d . . . . .
H6 H 0.6318 0.6539 -0.1445 0.027 Uiso 1 1 calc R . . . .
C20 C 0.3906(6) 1.0541(5) -0.8655(4) 0.0508(17) Uani 1 1 d . . . . .
H20A H 0.3224 1.0308 -0.8831 0.061 Uiso 1 1 calc R . . . .
H20B H 0.3783 1.1382 -0.8975 0.061 Uiso 1 1 calc R . . . .
C15 C 0.6554(5) 0.6531(4) -0.6529(3) 0.0255(11) Uani 1 1 d . . . . .
C26 C -0.1114(8) 1.0434(7) -0.7153(5) 0.083(2) Uani 1 1 d . . . . .
H26 H -0.1790 1.1022 -0.6889 0.100 Uiso 1 1 calc R . . . .
C12 C 0.4720(5) 0.6817(4) -0.4214(3) 0.0252(11) Uani 1 1 d . . . . .
C3 C 0.3905(4) 0.6579(4) 0.0340(3) 0.0228(11) Uani 1 1 d . . . . .
H3 H 0.3800 0.6524 0.0943 0.027 Uiso 1 1 calc R . . . .
C13 C 0.4962(5) 0.6737(4) -0.5140(3) 0.0256(11) Uani 1 1 d . . . . .
C9 C 0.4385(5) 0.6798(4) -0.2425(3) 0.0233(11) Uani 1 1 d . . . . .
C11 C 0.3700(5) 0.6371(5) -0.3562(3) 0.0294(12) Uani 1 1 d . . . . .
H11 H 0.3105 0.6085 -0.3727 0.035 Uiso 1 1 calc R . . . .
C29 C 0.4247(11) 0.9816(7) -0.6232(5) 0.083(2) Uani 1 1 d . . . . .
H29 H 0.4974 0.9454 -0.5867 0.099 Uiso 1 1 calc R . . . .
C7 C 0.4224(4) 0.6736(4) -0.1467(3) 0.0218(11) Uani 1 1 d . . . . .
C28 C 0.2818(12) 1.0286(9) -0.5872(5) 0.097(3) Uani 1 1 d . . . . .
H28 H 0.2574 1.0248 -0.5267 0.116 Uiso 1 1 calc R . . . .
C5 C 0.6530(5) 0.6352(4) 0.0198(3) 0.0242(11) Uani 1 1 d . . . . .
C17 C 0.5823(5) 0.8666(5) -0.8898(3) 0.0347(13) Uani 1 1 d . . . . .
H17 H 0.5189 0.8220 -0.8742 0.042 Uiso 1 1 calc R . . . .
C31 C 0.5421(5) 0.6524(4) -0.6867(3) 0.0305(12) Uani 1 1 d . . . . .
H31 H 0.5582 0.6434 -0.7438 0.037 Uiso 1 1 calc R . . . .
C34 C 0.3828(5) 0.6751(5) -0.5507(3) 0.0326(13) Uani 1 1 d . . . . .
H34 H 0.2904 0.6830 -0.5168 0.039 Uiso 1 1 calc R . . . .
C18 C 0.6611(6) 1.0150(6) -0.9169(5) 0.064(2) Uani 1 1 d . . . . .
H18 H 0.6659 1.0907 -0.9241 0.077 Uiso 1 1 calc R . . . .
C36 C 0.5376(5) 0.7267(5) -0.3077(3) 0.0296(12) Uani 1 1 d . . . . .
H36 H 0.5940 0.7590 -0.2920 0.036 Uiso 1 1 calc R . . . .
C21 C 0.3524(7) 1.0416(5) -0.7656(4) 0.0462(15) Uani 1 1 d . . . . .
C24 C 0.0724(8) 0.9469(7) -0.7901(5) 0.082(3) Uani 1 1 d . . . . .
H24 H 0.1609 0.9289 -0.8279 0.098 Uiso 1 1 calc R . . . .
C8 C 0.2888(5) 0.6817(4) -0.0928(3) 0.0268(12) Uani 1 1 d . . . . .
H8 H 0.2086 0.6921 -0.1173 0.032 Uiso 1 1 calc R . . . .
C27 C 0.1760(9) 1.0808(7) -0.6411(6) 0.085(2) Uani 1 1 d . . . . .
H27 H 0.0792 1.1123 -0.6165 0.102 Uiso 1 1 calc R . . . .
C23 C 0.0835(7) 1.1407(6) -0.7825(5) 0.067(2) Uani 1 1 d . . . . .
H23A H 0.0110 1.2087 -0.7632 0.080 Uiso 1 1 calc R . . . .
H23B H 0.1188 1.1694 -0.8456 0.080 Uiso 1 1 calc R . . . .
C33 C 0.2839(5) 0.6671(5) -0.6733(4) 0.0410(15) Uani 1 1 d . . . . .
C22 C 0.2086(7) 1.0881(6) -0.7299(5) 0.0586(18) Uani 1 1 d . . . . .
C1 C 0.1234(5) 0.6847(4) 0.0521(3) 0.0266(12) Uani 1 1 d . . . . .
C32 C 0.4054(5) 0.6649(5) -0.6360(3) 0.0313(13) Uani 1 1 d . . . . .
C25 C -0.1215(7) 0.9345(7) -0.7071(5) 0.078(2) Uani 1 1 d . . . . .
H25 H -0.1982 0.9057 -0.6738 0.093 Uiso 1 1 calc R . . . .
C19 C 0.7747(6) 0.9163(5) -0.9291(4) 0.0546(17) Uani 1 1 d . . . . .
H19 H 0.8721 0.9133 -0.9465 0.065 Uiso 1 1 calc R . . . .
C2 C 0.2709(4) 0.6748(4) -0.0036(3) 0.0214(11) Uani 1 1 d . . . . .
C30 C 0.4611(8) 0.9878(6) -0.7127(5) 0.064(2) Uani 1 1 d . . . . .
H30 H 0.5580 0.9561 -0.7372 0.077 Uiso 1 1 calc R . . . .
O11 O 0.0039(8) 0.3924(7) 0.4625(4) 0.182(3) Uani 1 1 d . U . . .
H11A H -0.0595 0.4338 0.4971 0.274 Uiso 1 1 d R . . . .
H11B H -0.0528 0.3628 0.4494 0.274 Uiso 1 1 d R . . . .
O12 O 0.0316(9) 0.3561(7) 0.3067(6) 0.216(4) Uani 1 1 d . U . . .
H12A H -0.0229 0.4251 0.3025 0.324 Uiso 1 1 d R . . . .
H12B H 0.0307 0.3620 0.2531 0.324 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co2 O5 2.008(4) . ?
Co2 O2 2.039(4) 1_654 ?
Co2 O3 2.294(4) 1_554 ?
Co2 O4 2.094(4) 1_554 ?
Co2 O6 2.165(4) . ?
Co2 N1 2.091(5) . ?
Co1 O1 2.003(4) . ?
Co1 O8 2.112(4) 1_556 ?
Co1 O7 2.003(4) 1_456 ?
Co1 O9 2.211(4) 1_556 ?
Co1 O10 2.126(5) . ?
Co1 N4 2.094(6) 1_556 ?
O5 C16 1.258(5) . ?
O1 C1 1.238(5) . ?
O8 Co1 2.111(4) 1_554 ?
O8 C33 1.261(6) . ?
O7 Co1 2.003(4) 1_654 ?
O7 C16 1.241(5) . ?
O2 Co2 2.039(4) 1_456 ?
O2 C1 1.256(5) . ?
O9 Co1 2.211(4) 1_554 ?
O9 C33 1.240(6) . ?
O3 Co2 2.294(4) 1_556 ?
O3 C5 1.257(5) . ?
O4 Co2 2.094(4) 1_556 ?
O4 C5 1.252(5) . ?
O6 H6A 0.8704 . ?
O6 H6B 0.8688 . ?
O10 H10A 0.8332 . ?
O10 H10B 0.8261 . ?
N2 C20 1.452(6) . ?
N2 C17 1.324(6) . ?
N2 C18 1.358(7) . ?
N3 C26 1.357(8) . ?
N3 C24 1.314(7) . ?
N3 C23 1.458(7) . ?
N4 Co1 2.094(6) 1_554 ?
N4 C24 1.260(8) . ?
N4 C25 1.383(7) . ?
N1 C17 1.323(6) . ?
N1 C19 1.363(6) . ?
C4 C6 1.379(6) . ?
C4 C3 1.380(6) . ?
C4 C5 1.497(5) . ?
C35 H35 0.9300 . ?
C35 C12 1.381(6) . ?
C35 C36 1.372(6) . ?
C10 H10 0.9300 . ?
C10 C9 1.398(5) . ?
C10 C11 1.371(6) . ?
C16 C15 1.485(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(6) . ?
C14 C13 1.374(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.391(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.519(8) . ?
C15 C31 1.383(6) . ?
C26 H26 0.9300 . ?
C26 C25 1.362(9) . ?
C12 C13 1.480(6) . ?
C12 C11 1.385(6) . ?
C3 H3 0.9300 . ?
C3 C2 1.393(5) . ?
C13 C34 1.403(5) . ?
C9 C7 1.486(6) . ?
C9 C36 1.376(6) . ?
C11 H11 0.9300 . ?
C29 H29 0.9300 . ?
C29 C28 1.372(11) . ?
C29 C30 1.375(9) . ?
C7 C8 1.377(6) . ?
C28 H28 0.9300 . ?
C28 C27 1.361(11) . ?
C17 H17 0.9300 . ?
C31 H31 0.9300 . ?
C31 C32 1.377(6) . ?
C34 H34 0.9300 . ?
C34 C32 1.375(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.353(7) . ?
C36 H36 0.9300 . ?
C21 C22 1.376(8) . ?
C21 C30 1.373(8) . ?
C24 H24 0.9300 . ?
C8 H8 0.9300 . ?
C8 C2 1.376(6) . ?
C27 H27 0.9300 . ?
C27 C22 1.360(9) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.501(8) . ?
C33 C32 1.479(6) . ?
C1 C2 1.495(6) . ?
C25 H25 0.9300 . ?
C19 H19 0.9300 . ?
C30 H30 0.9300 . ?
O11 H11A 0.8630 . ?
O11 H11B 0.8836 . ?
O12 H12A 0.8145 . ?
O12 H12B 0.8426 . ?

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 Co2 O2 112.60(13) . 1_654 ?
O5 Co2 O3 154.81(13) . 1_554 ?
O5 Co2 O4 96.46(12) . 1_554 ?
O5 Co2 O6 85.96(13) . . ?
O5 Co2 N1 92.99(15) . . ?
O2 Co2 O3 90.75(13) 1_654 1_554 ?
O2 Co2 O4 149.76(13) 1_654 1_554 ?
O2 Co2 O6 85.00(14) 1_654 . ?
O2 Co2 N1 97.54(16) 1_654 . ?
O4 Co2 O3 59.29(12) 1_554 1_554 ?
O4 Co2 O6 89.07(14) 1_554 . ?
O6 Co2 O3 86.85(12) . 1_554 ?
N1 Co2 O3 93.15(14) . 1_554 ?
N1 Co2 O4 88.75(15) . 1_554 ?
N1 Co2 O6 177.46(15) . . ?
O1 Co1 O8 95.21(13) . 1_556 ?
O1 Co1 O7 110.25(14) . 1_456 ?
O1 Co1 O9 155.24(14) . 1_556 ?
O1 Co1 O10 87.70(18) . . ?
O1 Co1 N4 93.07(18) . 1_556 ?
O8 Co1 O9 60.06(13) 1_556 1_556 ?
O8 Co1 O10 87.89(19) 1_556 . ?
O7 Co1 O8 154.47(14) 1_456 1_556 ?
O7 Co1 O9 94.44(15) 1_456 1_556 ?
O7 Co1 O10 91.20(19) 1_456 . ?
O7 Co1 N4 89.39(18) 1_456 1_556 ?
O10 Co1 O9 90.03(17) . 1_556 ?
N4 Co1 O8 91.13(18) 1_556 1_556 ?
N4 Co1 O9 88.89(17) 1_556 1_556 ?
N4 Co1 O10 178.80(17) 1_556 . ?
C16 O5 Co2 141.8(3) . . ?
C1 O1 Co1 150.5(4) . . ?
C33 O8 Co1 91.9(3) . 1_554 ?
C16 O7 Co1 128.8(3) . 1_654 ?
C1 O2 Co2 125.4(3) . 1_456 ?
C33 O9 Co1 87.9(3) . 1_554 ?
C5 O3 Co2 85.4(3) . 1_556 ?
C5 O4 Co2 94.6(3) . 1_556 ?
Co2 O6 H6A 110.9 . . ?
Co2 O6 H6B 110.0 . . ?
H6A O6 H6B 108.1 . . ?
Co1 O10 H10A 134.9 . . ?
Co1 O10 H10B 130.1 . . ?
H10A O10 H10B 93.5 . . ?
C17 N2 C20 126.1(5) . . ?
C17 N2 C18 106.6(5) . . ?
C18 N2 C20 127.1(5) . . ?
C26 N3 C23 124.7(6) . . ?
C24 N3 C26 104.1(6) . . ?
C24 N3 C23 129.9(6) . . ?
C24 N4 Co1 125.9(5) . 1_554 ?
C24 N4 C25 103.2(6) . . ?
C25 N4 Co1 128.7(5) . 1_554 ?
C17 N1 Co2 124.8(4) . . ?
C17 N1 C19 104.0(5) . . ?
C19 N1 Co2 130.7(4) . . ?
C6 C4 C5 119.8(4) . . ?
C3 C4 C6 120.7(4) . . ?
C3 C4 C5 119.4(4) . . ?
C12 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C36 C35 C12 120.9(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C11 C10 C9 119.7(4) . . ?
O5 C16 C15 118.5(4) . . ?
O7 C16 O5 123.9(4) . . ?
O7 C16 C15 117.6(4) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C13 C14 C15 121.9(4) . . ?
C4 C6 H6 119.8 . . ?
C4 C6 C7 120.5(4) . . ?
C7 C6 H6 119.8 . . ?
N2 C20 H20A 108.8 . . ?
N2 C20 H20B 108.8 . . ?
N2 C20 C21 113.7(5) . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C14 C15 C16 119.9(4) . . ?
C31 C15 C16 120.9(4) . . ?
C31 C15 C14 119.2(4) . . ?
N3 C26 H26 126.6 . . ?
N3 C26 C25 106.8(6) . . ?
C25 C26 H26 126.6 . . ?
C35 C12 C13 121.7(4) . . ?
C35 C12 C11 117.3(4) . . ?
C11 C12 C13 120.9(4) . . ?
C4 C3 H3 120.4 . . ?
C4 C3 C2 119.1(4) . . ?
C2 C3 H3 120.4 . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 C34 117.5(4) . . ?
C34 C13 C12 121.1(4) . . ?
C10 C9 C7 119.5(4) . . ?
C36 C9 C10 117.9(4) . . ?
C36 C9 C7 122.6(4) . . ?
C10 C11 C12 122.4(4) . . ?
C10 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.4(8) . . ?
C30 C29 H29 119.8 . . ?
C6 C7 C9 121.3(4) . . ?
C8 C7 C6 118.3(4) . . ?
C8 C7 C9 120.4(4) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 C29 119.4(8) . . ?
C27 C28 H28 120.3 . . ?
O3 C5 C4 119.9(4) . . ?
O4 C5 O3 120.4(4) . . ?
O4 C5 C4 119.5(4) . . ?
N2 C17 H17 123.5 . . ?
N1 C17 N2 112.9(5) . . ?
N1 C17 H17 123.5 . . ?
C15 C31 H31 119.9 . . ?
C32 C31 C15 120.2(4) . . ?
C32 C31 H31 119.9 . . ?
C13 C34 H34 119.3 . . ?
C32 C34 C13 121.3(4) . . ?
C32 C34 H34 119.3 . . ?
N2 C18 H18 126.8 . . ?
C19 C18 N2 106.3(5) . . ?
C19 C18 H18 126.8 . . ?
C35 C36 C9 121.8(4) . . ?
C35 C36 H36 119.1 . . ?
C9 C36 H36 119.1 . . ?
C22 C21 C20 119.1(5) . . ?
C30 C21 C20 120.0(6) . . ?
C30 C21 C22 120.9(6) . . ?
N3 C24 H24 121.4 . . ?
N4 C24 N3 117.2(6) . . ?
N4 C24 H24 121.4 . . ?
C7 C8 H8 119.1 . . ?
C2 C8 C7 121.7(4) . . ?
C2 C8 H8 119.1 . . ?
C28 C27 H27 119.2 . . ?
C22 C27 C28 121.6(8) . . ?
C22 C27 H27 119.2 . . ?
N3 C23 H23A 109.6 . . ?
N3 C23 H23B 109.6 . . ?
N3 C23 C22 110.1(5) . . ?
H23A C23 H23B 108.1 . . ?
C22 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
O8 C33 C32 118.0(5) . . ?
O9 C33 O8 120.0(4) . . ?
O9 C33 C32 122.0(5) . . ?
C21 C22 C23 123.5(6) . . ?
C27 C22 C21 118.7(7) . . ?
C27 C22 C23 117.6(7) . . ?
O1 C1 O2 124.0(4) . . ?
O1 C1 C2 118.9(4) . . ?
O2 C1 C2 117.0(4) . . ?
C31 C32 C33 119.9(4) . . ?
C34 C32 C31 119.8(4) . . ?
C34 C32 C33 120.3(4) . . ?
N4 C25 H25 125.7 . . ?
C26 C25 N4 108.7(6) . . ?
C26 C25 H25 125.7 . . ?
N1 C19 H19 124.9 . . ?
C18 C19 N1 110.2(5) . . ?
C18 C19 H19 124.9 . . ?
C3 C2 C1 120.6(4) . . ?
C8 C2 C3 119.6(4) . . ?
C8 C2 C1 119.8(4) . . ?
C29 C30 H30 120.5 . . ?
C21 C30 C29 119.0(7) . . ?
C21 C30 H30 120.5 . . ?
H11A O11 H11B 99.9 . . ?
H12A O12 H12B 92.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co2 O5 C16 O7 -87.2(6) . . . . ?
Co2 O5 C16 C15 94.9(6) . . . . ?
Co2 O2 C1 O1 -14.2(7) 1_456 . . . ?
Co2 O2 C1 C2 169.6(3) 1_456 . . . ?
Co2 O3 C5 O4 -5.1(4) 1_556 . . . ?
Co2 O3 C5 C4 170.7(4) 1_556 . . . ?
Co2 O4 C5 O3 5.6(5) 1_556 . . . ?
Co2 O4 C5 C4 -170.2(4) 1_556 . . . ?
Co2 N1 C17 N2 173.2(3) . . . . ?
Co2 N1 C19 C18 -172.4(4) . . . . ?
Co1 O1 C1 O2 89.4(7) . . . . ?
Co1 O1 C1 C2 -94.4(7) . . . . ?
Co1 O8 C33 O9 3.5(6) 1_554 . . . ?
Co1 O8 C33 C32 -175.0(4) 1_554 . . . ?
Co1 O7 C16 O5 9.9(8) 1_654 . . . ?
Co1 O7 C16 C15 -172.1(3) 1_654 . . . ?
Co1 O9 C33 O8 -3.4(6) 1_554 . . . ?
Co1 O9 C33 C32 175.1(5) 1_554 . . . ?
Co1 N4 C24 N3 -163.4(5) 1_554 . . . ?
Co1 N4 C25 C26 163.2(5) 1_554 . . . ?
O5 C16 C15 C14 158.7(5) . . . . ?
O5 C16 C15 C31 -21.0(7) . . . . ?
O1 C1 C2 C3 26.2(7) . . . . ?
O1 C1 C2 C8 -154.1(5) . . . . ?
O8 C33 C32 C31 -16.3(8) . . . . ?
O8 C33 C32 C34 163.9(5) . . . . ?
O7 C16 C15 C14 -19.3(7) . . . . ?
O7 C16 C15 C31 160.9(5) . . . . ?
O2 C1 C2 C3 -157.3(4) . . . . ?
O2 C1 C2 C8 22.3(7) . . . . ?
O9 C33 C32 C31 165.1(6) . . . . ?
O9 C33 C32 C34 -14.7(9) . . . . ?
N2 C20 C21 C22 -168.5(5) . . . . ?
N2 C20 C21 C30 13.5(8) . . . . ?
N2 C18 C19 N1 -0.2(7) . . . . ?
N3 C26 C25 N4 0.1(9) . . . . ?
N3 C23 C22 C21 95.5(7) . . . . ?
N3 C23 C22 C27 -81.0(7) . . . . ?
C4 C6 C7 C9 -178.3(4) . . . . ?
C4 C6 C7 C8 1.0(7) . . . . ?
C4 C3 C2 C8 0.6(7) . . . . ?
C4 C3 C2 C1 -179.7(4) . . . . ?
C35 C12 C13 C14 25.9(7) . . . . ?
C35 C12 C13 C34 -154.2(5) . . . . ?
C35 C12 C11 C10 -2.0(7) . . . . ?
C10 C9 C7 C6 146.9(5) . . . . ?
C10 C9 C7 C8 -32.4(7) . . . . ?
C10 C9 C36 C35 -1.1(7) . . . . ?
C16 C15 C31 C32 -179.3(5) . . . . ?
C14 C15 C31 C32 1.0(8) . . . . ?
C14 C13 C34 C32 1.4(8) . . . . ?
C6 C4 C3 C2 0.3(7) . . . . ?
C6 C4 C5 O3 11.7(7) . . . . ?
C6 C4 C5 O4 -172.5(4) . . . . ?
C6 C7 C8 C2 -0.2(7) . . . . ?
C20 N2 C17 N1 -175.5(5) . . . . ?
C20 N2 C18 C19 175.4(5) . . . . ?
C20 C21 C22 C27 -177.4(6) . . . . ?
C20 C21 C22 C23 6.2(9) . . . . ?
C20 C21 C30 C29 177.5(5) . . . . ?
C15 C14 C13 C12 177.8(4) . . . . ?
C15 C14 C13 C34 -2.2(8) . . . . ?
C15 C31 C32 C34 -1.7(8) . . . . ?
C15 C31 C32 C33 178.5(5) . . . . ?
C26 N3 C24 N4 -1.0(9) . . . . ?
C26 N3 C23 C22 102.6(8) . . . . ?
C12 C35 C36 C9 1.1(8) . . . . ?
C12 C13 C34 C32 -178.5(5) . . . . ?
C3 C4 C6 C7 -1.1(7) . . . . ?
C3 C4 C5 O3 -166.3(4) . . . . ?
C3 C4 C5 O4 9.6(7) . . . . ?
C13 C14 C15 C16 -178.7(5) . . . . ?
C13 C14 C15 C31 1.0(8) . . . . ?
C13 C12 C11 C10 174.3(4) . . . . ?
C13 C34 C32 C31 0.4(8) . . . . ?
C13 C34 C32 C33 -179.8(5) . . . . ?
C9 C10 C11 C12 2.0(7) . . . . ?
C9 C7 C8 C2 179.2(4) . . . . ?
C11 C10 C9 C7 -178.8(4) . . . . ?
C11 C10 C9 C36 -0.4(7) . . . . ?
C11 C12 C13 C14 -150.3(5) . . . . ?
C11 C12 C13 C34 29.7(7) . . . . ?
C29 C28 C27 C22 -0.3(13) . . . . ?
C7 C9 C36 C35 177.2(4) . . . . ?
C7 C8 C2 C3 -0.6(7) . . . . ?
C7 C8 C2 C1 179.7(4) . . . . ?
C28 C29 C30 C21 -0.1(11) . . . . ?
C28 C27 C22 C21 -0.2(11) . . . . ?
C28 C27 C22 C23 176.4(7) . . . . ?
C5 C4 C6 C7 -179.0(4) . . . . ?
C5 C4 C3 C2 178.2(4) . . . . ?
C17 N2 C20 C21 84.2(6) . . . . ?
C17 N2 C18 C19 0.3(7) . . . . ?
C17 N1 C19 C18 0.0(6) . . . . ?
C18 N2 C20 C21 -89.9(7) . . . . ?
C18 N2 C17 N1 -0.4(6) . . . . ?
C36 C35 C12 C13 -175.8(4) . . . . ?
C36 C35 C12 C11 0.5(7) . . . . ?
C36 C9 C7 C6 -31.4(7) . . . . ?
C36 C9 C7 C8 149.3(5) . . . . ?
C24 N3 C26 C25 0.4(8) . . . . ?
C24 N3 C23 C22 -62.7(10) . . . . ?
C24 N4 C25 C26 -0.6(8) . . . . ?
C23 N3 C26 C25 -168.0(6) . . . . ?
C23 N3 C24 N4 166.6(6) . . . . ?
C22 C21 C30 C29 -0.4(9) . . . . ?
C25 N4 C24 N3 1.0(9) . . . . ?
C19 N1 C17 N2 0.3(6) . . . . ?
C30 C29 C28 C27 0.4(12) . . . . ?
C30 C21 C22 C27 0.5(9) . . . . ?
C30 C21 C22 C23 -175.9(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 1540703'
_audit_update_record             
;
2017-03-28 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_audit_creation_date             2016-09-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C25 H19 N4 O4 Zn'
_chemical_formula_sum            'C25 H19 N4 O4 Zn'
_chemical_formula_weight         504.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.3387(4)
_cell_length_b                   13.9241(8)
_cell_length_c                   22.3669(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.060(4)
_cell_angle_gamma                90.00
_cell_volume                     2272.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2256
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.266
_cell_measurement_theta_min      2.926
_exptl_absorpt_coefficient_mu    1.121
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0809
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15544
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.92
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3242
_reflns_number_total             5213
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.30C (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.30C (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0340P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0927
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b), C22(H22a,H22b)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C5(H5), C19(H19), C3(H3), C20(H20), C8(H8), C24(H24), C13(H13),
 C23(H23), C18(H18), C10(H10), C25(H25), C7(H7), C12(H12), C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Zn1 Zn 0.27464(4) 0.64131(2) 0.239567(15) 0.02879(11) Uani 1 d . . .
O1 O 0.1267(3) 0.53915(15) 0.20249(9) 0.0446(6) Uani 1 d . . .
O3 O 0.1510(3) 0.73599(14) 0.28565(9) 0.0393(5) Uani 1 d . . .
N4 N 0.9417(3) 0.22679(17) 0.40383(11) 0.0338(6) Uani 1 d . . .
C14 C 0.7495(5) 0.5994(2) 0.35607(17) 0.0574(11) Uani 1 d . . .
H14 H 0.8615 0.6190 0.3756 0.069 Uiso 1 calc . . R
O4 O -0.4603(3) 0.25792(16) 0.29678(9) 0.0460(6) Uani 1 d . . .
N2 N 0.4825(3) 0.59907(17) 0.29934(11) 0.0318(6) Uani 1 d . . .
N1 N 0.3794(3) 0.69637(17) 0.16713(11) 0.0333(6) Uani 1 d . . .
O2 O 0.0872(3) 0.46629(18) 0.28846(10) 0.0586(7) Uani 1 d . . .
N3 N 0.6747(3) 0.50942(17) 0.35675(10) 0.0326(6) Uani 1 d . . .
C5 C -0.4698(4) 0.3756(2) 0.15240(13) 0.0357(8) Uani 1 d . . .
H5 H -0.5848 0.3556 0.1356 0.043 Uiso 1 calc . . R
C21 C 0.7677(4) 0.3178(2) 0.47430(14) 0.0368(8) Uani 1 d . . .
C19 C 0.7627(5) 0.3840(3) 0.57384(17) 0.0634(12) Uani 1 d . . .
H19 H 0.7671 0.3747 0.6151 0.076 Uiso 1 calc . . R
C3 C -0.2358(4) 0.37815(18) 0.23505(13) 0.0296(7) Uani 1 d . . .
H3 H -0.1907 0.3579 0.2734 0.036 Uiso 1 calc . . R
C9 C -0.4368(5) 0.4686(2) 0.05807(14) 0.0389(8) Uani 1 d . . .
C20 C 0.7714(5) 0.3065(3) 0.53589(15) 0.0556(10) Uani 1 d . . .
H20 H 0.7801 0.2449 0.5521 0.067 Uiso 1 calc . . R
C8 C -0.3215(5) 0.4711(2) 0.01292(15) 0.0480(9) Uani 1 d . . .
H8 H -0.2003 0.4516 0.0213 0.058 Uiso 1 calc . . R
C15 C 0.7595(4) 0.4229(2) 0.38328(12) 0.0341(7) Uani 1 d . . .
H15A H 0.8867 0.4220 0.3751 0.041 Uiso 1 calc . . R
H15B H 0.6998 0.3678 0.3631 0.041 Uiso 1 calc . . R
C24 C 1.1146(4) 0.2535(2) 0.42581(15) 0.0463(9) Uani 1 d . . .
H24 H 1.1504 0.2794 0.4636 0.056 Uiso 1 calc . . R
C13 C 0.6285(4) 0.6538(2) 0.32137(16) 0.0552(10) Uani 1 d . . .
H13 H 0.6425 0.7189 0.3137 0.066 Uiso 1 calc . . R
C6 C -0.3670(4) 0.4362(2) 0.11969(13) 0.0369(8) Uani 1 d . . .
C4 C -0.4046(4) 0.34429(19) 0.20970(12) 0.0280(7) Uani 1 d . . .
C23 C 0.9529(4) 0.1929(2) 0.34854(13) 0.0313(7) Uani 1 d . . .
H23 H 0.8530 0.1694 0.3238 0.038 Uiso 1 calc . . R
C16 C 0.7537(4) 0.4106(2) 0.45023(13) 0.0318(7) Uani 1 d . . .
C22 C 0.7770(4) 0.2302(2) 0.43544(15) 0.0433(9) Uani 1 d . . .
H22A H 0.7735 0.1734 0.4604 0.052 Uiso 1 calc . . R
H22B H 0.6699 0.2289 0.4061 0.052 Uiso 1 calc . . R
C18 C 0.7477(5) 0.4735(3) 0.55057(16) 0.0566(10) Uani 1 d . . .
H18 H 0.7402 0.5261 0.5758 0.068 Uiso 1 calc . . R
C10 C -0.6164(5) 0.4979(2) 0.04479(14) 0.0460(9) Uani 1 d . . .
H10 H -0.6960 0.4969 0.0745 0.055 Uiso 1 calc . . R
C25 C 1.2239(4) 0.2352(2) 0.38216(15) 0.0466(9) Uani 1 d . . .
H25 H 1.3493 0.2469 0.3849 0.056 Uiso 1 calc . . R
C7 C -0.1994(4) 0.4683(2) 0.14662(13) 0.0387(8) Uani 1 d . . .
H7 H -0.1293 0.5089 0.1253 0.046 Uiso 1 calc . . R
C12 C 0.5149(4) 0.5127(2) 0.32167(12) 0.0268(7) Uani 1 d . . .
H12 H 0.4370 0.4604 0.3141 0.032 Uiso 1 calc . . R
C11 C -0.5112(4) 0.2746(2) 0.24355(14) 0.0310(7) Uani 1 d . . .
C17 C 0.7435(4) 0.4870(2) 0.48888(15) 0.0450(9) Uani 1 d . . .
H17 H 0.7335 0.5489 0.4733 0.054 Uiso 1 calc . . R
C2 C -0.1334(4) 0.4412(2) 0.20458(13) 0.0291(7) Uani 1 d . . .
C1 C 0.0411(4) 0.4839(2) 0.23551(15) 0.0353(8) Uani 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
Zn1 O1 1.924(2) . ?
Zn1 O3 1.955(2) . ?
Zn1 N2 2.007(2) . ?
Zn1 N1 2.017(2) . ?
O1 C1 1.277(3) . ?
O3 C11 1.276(3) 2_455 ?
N4 C24 1.363(4) . ?
N4 C23 1.334(3) . ?
N4 C22 1.464(3) . ?
C14 N3 1.368(4) . ?
C14 C13 1.350(4) . ?
O4 C11 1.232(3) . ?
N2 C13 1.364(4) . ?
N2 C12 1.315(3) . ?
N1 C23 1.316(3) 2_655 ?
N1 C25 1.381(4) 2_655 ?
O2 C1 1.222(3) . ?
N3 C15 1.453(3) . ?
N3 C12 1.341(3) . ?
C5 C6 1.391(4) . ?
C5 C4 1.390(4) . ?
C21 C20 1.384(4) . ?
C21 C16 1.400(4) . ?
C21 C22 1.503(4) . ?
C19 C20 1.379(5) . ?
C19 C18 1.351(5) . ?
C3 C4 1.389(4) . ?
C3 C2 1.382(4) . ?
C9 C8 1.384(4) . ?
C9 C6 1.488(4) . ?
C9 C10 1.382(4) . ?
C8 C10 1.392(4) 3_465 ?
C15 C16 1.512(4) . ?
C24 C25 1.352(4) . ?
C6 C7 1.385(4) . ?
C4 C11 1.500(4) . ?
C23 N1 1.316(3) 2_645 ?
C16 C17 1.377(4) . ?
C18 C17 1.389(4) . ?
C10 C8 1.392(4) 3_465 ?
C25 N1 1.381(4) 2_645 ?
C7 C2 1.387(4) . ?
C11 O3 1.276(3) 2_445 ?
C2 C1 1.511(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O3 117.00(9) . . ?
O1 Zn1 N2 115.15(9) . . ?
O1 Zn1 N1 100.39(9) . . ?
O3 Zn1 N2 102.05(9) . . ?
O3 Zn1 N1 113.88(9) . . ?
N2 Zn1 N1 108.61(10) . . ?
C1 O1 Zn1 119.1(2) . . ?
C11 O3 Zn1 114.04(18) 2_455 . ?
C24 N4 C22 127.0(3) . . ?
C23 N4 C24 106.6(3) . . ?
C23 N4 C22 126.4(3) . . ?
C13 C14 N3 106.3(3) . . ?
C13 N2 Zn1 126.1(2) . . ?
C12 N2 Zn1 127.99(19) . . ?
C12 N2 C13 105.7(2) . . ?
C23 N1 Zn1 130.3(2) 2_655 . ?
C23 N1 C25 104.6(3) 2_655 2_655 ?
C25 N1 Zn1 124.5(2) 2_655 . ?
C14 N3 C15 127.5(3) . . ?
C12 N3 C14 106.8(2) . . ?
C12 N3 C15 125.2(2) . . ?
C4 C5 C6 121.5(3) . . ?
C20 C21 C16 118.7(3) . . ?
C20 C21 C22 119.1(3) . . ?
C16 C21 C22 122.2(3) . . ?
C18 C19 C20 119.5(4) . . ?
C2 C3 C4 121.5(3) . . ?
C8 C9 C6 120.4(3) . . ?
C10 C9 C8 118.6(3) . . ?
C10 C9 C6 121.0(3) . . ?
C19 C20 C21 121.8(4) . . ?
C9 C8 C10 121.3(3) . 3_465 ?
N3 C15 C16 116.2(2) . . ?
C25 C24 N4 106.8(3) . . ?
C14 C13 N2 109.7(3) . . ?
C5 C6 C9 121.2(3) . . ?
C7 C6 C5 118.2(3) . . ?
C7 C6 C9 120.6(3) . . ?
C5 C4 C11 121.4(2) . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 C11 120.2(3) . . ?
N1 C23 N4 112.6(3) 2_645 . ?
C21 C16 C15 118.4(3) . . ?
C17 C16 C21 118.5(3) . . ?
C17 C16 C15 123.0(3) . . ?
N4 C22 C21 113.3(3) . . ?
C19 C18 C17 120.0(4) . . ?
C9 C10 C8 120.2(3) . 3_465 ?
C24 C25 N1 109.4(3) . 2_645 ?
C6 C7 C2 121.7(3) . . ?
N2 C12 N3 111.4(2) . . ?
O3 C11 C4 116.6(3) 2_445 . ?
O4 C11 O3 124.1(3) . 2_445 ?
O4 C11 C4 119.3(2) . . ?
C16 C17 C18 121.5(3) . . ?
C3 C2 C7 118.6(3) . . ?
C3 C2 C1 120.2(3) . . ?
C7 C2 C1 121.1(3) . . ?
O1 C1 C2 114.6(3) . . ?
O2 C1 O1 125.4(3) . . ?
O2 C1 C2 120.0(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_p_sq_d
_database_code_depnum_ccdc_archive 'CCDC 1540704'
_audit_update_record             
;
2017-03-28 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_audit_creation_date             2016-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C29 H19 Co N4 O4'
_chemical_formula_sum            'C29 H19 Co N4 O4'
_chemical_formula_weight         546.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.141(3)
_cell_length_b                   10.279(3)
_cell_length_c                   15.923(5)
_cell_angle_alpha                74.507(3)
_cell_angle_beta                 74.689(3)
_cell_angle_gamma                83.854(3)
_cell_volume                     1541.6(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    55
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.702
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.592
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?\%none?+-
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0920
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19653
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_min         2.701
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4115
_reflns_number_total             7074
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.924
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         7074
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      0.923
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0626P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1311
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
C26B \\sim C25B \\sim C25A \\sim C26A \\sim C20A \\sim C19A \\sim C19B \\sim
C20B: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.08
3. Others
 Fixed Sof: C19B(0.5) H19B(0.5) C19A(0.5) H19A(0.5) C20B(0.5) H20B(0.5)
 C20A(0.5) H20A(0.5) C26B(0.5) H26B(0.5) C25B(0.5) H25B(0.5) C26A(0.5)
 H26A(0.5) C25A(0.5) H25A(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C29(H29), C28(H28), C3(H3), C23(H23), C10(H10), C11(H11), C17(H17),
 C22(H22), C27(H27), C6(H6), C16(H16), C14(H14), C13(H13), C12(H12), C19B(H19B),
  C19A(H19A), C20B(H20B), C20A(H20A), C26B(H26B), C25B(H25B), C26A(H26A),
 C25A(H25A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.12933(4) 0.52579(4) 0.57981(2) 0.03282(14) Uani 1 1 d . . . . .
O2 O 0.07080(17) 0.4174(2) 0.36833(12) 0.0375(5) Uani 1 1 d . . . . .
N3 N -0.7327(3) -0.1577(3) 1.35085(17) 0.0528(7) Uani 1 1 d . . . . .
C8 C 0.3306(3) 0.4392(3) 0.25083(16) 0.0294(6) Uani 1 1 d . . . . .
H8 H 0.2552 0.4386 0.2280 0.035 Uiso 1 1 calc R . . . .
N2 N -0.0136(3) 0.1895(3) 0.79681(18) 0.0581(8) Uani 1 1 d . . . . .
O1 O 0.15387(18) 0.4230(2) 0.48313(12) 0.0401(5) Uani 1 1 d . . . . .
C29 C -0.8629(4) -0.1038(4) 1.3750(2) 0.0668(11) Uani 1 1 d . . . . .
H29 H -0.9008 -0.0254 1.3437 0.080 Uiso 1 1 calc R . . . .
C28 C -0.9246(4) -0.1880(4) 1.4535(2) 0.0605(10) Uani 1 1 d . . . . .
H28 H -1.0146 -0.1771 1.4852 0.073 Uiso 1 1 calc R . . . .
C2 C 0.3111(3) 0.4276(3) 0.34224(17) 0.0284(6) Uani 1 1 d . . . . .
C15 C -0.1171(4) 0.1343(4) 0.8766(2) 0.0594(10) Uani 1 1 d . . . . .
C18 C -0.3172(4) 0.0361(4) 1.0324(2) 0.0672(12) Uani 1 1 d . . . . .
N1 N 0.0921(3) 0.3400(3) 0.67757(16) 0.0459(7) Uani 1 1 d . . . . .
C9 C 0.4798(2) 0.4760(3) 0.09429(16) 0.0272(6) Uani 1 1 d . . . . .
C4 C 0.5541(3) 0.4370(3) 0.32057(17) 0.0307(6) Uani 1 1 d . . . . .
C24 C -0.6288(4) -0.1086(4) 1.2705(2) 0.0598(10) Uani 1 1 d . . . . .
C7 C 0.4607(3) 0.4517(3) 0.19271(16) 0.0295(6) Uani 1 1 d . . . . .
C3 C 0.4229(3) 0.4284(3) 0.37721(17) 0.0299(6) Uani 1 1 d . . . . .
H3 H 0.4102 0.4232 0.4380 0.036 Uiso 1 1 calc R . . . .
C23 C -0.5355(4) -0.1947(4) 1.2355(2) 0.0658(11) Uani 1 1 d . . . . .
H23 H -0.5391 -0.2865 1.2634 0.079 Uiso 1 1 calc R . . . .
C10 C 0.3911(3) 0.4275(3) 0.05791(17) 0.0354(7) Uani 1 1 d . . . . .
H10 H 0.3170 0.3785 0.0960 0.042 Uiso 1 1 calc R . . . .
C11 C 0.5891(3) 0.5492(3) 0.03424(17) 0.0353(7) Uani 1 1 d . . . . .
H11 H 0.6503 0.5833 0.0566 0.042 Uiso 1 1 calc R . . . .
C17 C -0.3098(4) 0.1635(4) 0.9913(3) 0.0841(15) Uani 1 1 d . . . . .
H17 H -0.3743 0.2240 1.0151 0.101 Uiso 1 1 calc R . . . .
C21 C -0.4262(4) -0.0161(4) 1.1150(3) 0.0727(12) Uani 1 1 d . . . . .
C5 C 0.6747(3) 0.4426(3) 0.35701(18) 0.0367(7) Uani 1 1 d . . . . .
C22 C -0.4332(4) -0.1489(4) 1.1579(2) 0.0687(12) Uani 1 1 d . . . . .
H22 H -0.3688 -0.2104 1.1354 0.082 Uiso 1 1 calc R . . . .
C27 C -0.7227(3) -0.2690(3) 1.4164(2) 0.0463(8) Uani 1 1 d . . . . .
H27 H -0.6439 -0.3243 1.4169 0.056 Uiso 1 1 calc R . . . .
C1 C 0.1683(3) 0.4221(3) 0.40325(17) 0.0307(6) Uani 1 1 d . . . . .
C6 C 0.5722(3) 0.4468(3) 0.22971(17) 0.0327(7) Uani 1 1 d . . . . .
H6 H 0.6603 0.4502 0.1927 0.039 Uiso 1 1 calc R . . . .
C16 C -0.2114(4) 0.2132(4) 0.9144(3) 0.0872(15) Uani 1 1 d . . . . .
H16 H -0.2115 0.3056 0.8883 0.105 Uiso 1 1 calc R . . . .
C14 C -0.0190(3) 0.3125(3) 0.7417(2) 0.0473(8) Uani 1 1 d . . . . .
H14 H -0.0944 0.3723 0.7485 0.057 Uiso 1 1 calc R . . . .
C13 C 0.1095(4) 0.1319(5) 0.7636(3) 0.117(2) Uani 1 1 d . . . . .
H13 H 0.1439 0.0458 0.7863 0.140 Uiso 1 1 calc R . . . .
C12 C 0.1712(4) 0.2263(5) 0.6905(3) 0.1045(19) Uani 1 1 d . . . . .
H12 H 0.2574 0.2142 0.6539 0.125 Uiso 1 1 calc R . . . .
C19B C -0.1824(8) -0.0321(8) 1.0160(5) 0.0673(17) Uani 0.5 1 d . U P A 1
H19B H -0.1619 -0.1087 1.0580 0.081 Uiso 0.5 1 calc R . P A 1
C19A C -0.2642(8) -0.0513(8) 0.9704(5) 0.0635(16) Uani 0.5 1 d . U P A 2
H19A H -0.2980 -0.1368 0.9827 0.076 Uiso 0.5 1 calc R . P A 2
C20B C -0.0843(8) 0.0189(8) 0.9366(5) 0.0669(17) Uani 0.5 1 d . U P A 1
H20B H 0.0014 -0.0241 0.9243 0.080 Uiso 0.5 1 calc R . P A 1
C20A C -0.1629(8) -0.0039(7) 0.8930(5) 0.0635(16) Uani 0.5 1 d . U P A 2
H20A H -0.1252 -0.0572 0.8531 0.076 Uiso 0.5 1 calc R . P A 2
C26B C -0.4939(8) 0.0767(8) 1.1695(5) 0.0586(17) Uani 0.5 1 d . U P B 2
H26B H -0.4678 0.1657 1.1540 0.070 Uiso 0.5 1 calc R . P B 2
C25B C -0.5974(8) 0.0298(8) 1.2444(5) 0.0595(17) Uani 0.5 1 d . U P B 2
H25B H -0.6465 0.0888 1.2777 0.071 Uiso 0.5 1 calc R . P B 2
C26A C -0.5517(8) 0.0603(8) 1.1343(6) 0.0621(17) Uani 0.5 1 d . U P B 1
H26A H -0.5653 0.1417 1.0941 0.075 Uiso 0.5 1 calc R . P B 1
C25A C -0.6533(9) 0.0160(8) 1.2114(5) 0.0615(17) Uani 0.5 1 d . U P B 1
H25A H -0.7347 0.0662 1.2240 0.074 Uiso 0.5 1 calc R . P B 1
N4 N -0.8365(2) -0.2909(3) 1.47957(16) 0.0421(6) Uani 1 1 d . . . . .
O3 O 0.65844(19) 0.4910(2) 0.42298(13) 0.0465(6) Uani 1 1 d . . . . .
O4 O 0.79103(19) 0.4028(2) 0.31876(13) 0.0472(6) 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
Co1 O2 2.0641(19) 2_566 ?
Co1 O1 2.039(2) . ?
Co1 N1 2.114(3) . ?
Co1 N4 2.112(3) 1_664 ?
Co1 O3 2.130(2) 2_666 ?
Co1 O4 2.291(2) 2_666 ?
O2 Co1 2.0641(19) 2_566 ?
O2 C1 1.267(3) . ?
N3 C29 1.374(4) . ?
N3 C24 1.435(4) . ?
N3 C27 1.342(4) . ?
C8 C2 1.390(3) . ?
C8 C7 1.394(3) . ?
N2 C15 1.441(4) . ?
N2 C14 1.338(4) . ?
N2 C13 1.359(4) . ?
O1 C1 1.244(3) . ?
C29 C28 1.353(4) . ?
C28 N4 1.360(4) . ?
C2 C3 1.391(3) . ?
C2 C1 1.513(3) . ?
C15 C16 1.314(5) . ?
C15 C20B 1.380(8) . ?
C15 C20A 1.477(8) . ?
C18 C17 1.298(5) . ?
C18 C21 1.491(4) . ?
C18 C19B 1.461(8) . ?
C18 C19A 1.471(8) . ?
N1 C14 1.304(4) . ?
N1 C12 1.346(5) . ?
C9 C7 1.482(3) . ?
C9 C10 1.385(4) . ?
C9 C11 1.394(4) . ?
C4 C3 1.393(3) . ?
C4 C5 1.498(4) . ?
C4 C6 1.387(3) . ?
C24 C23 1.340(5) . ?
C24 C25B 1.418(8) . ?
C24 C25A 1.414(9) . ?
C7 C6 1.397(4) . ?
C23 C22 1.392(4) . ?
C10 C11 1.385(3) 2_665 ?
C11 C10 1.385(3) 2_665 ?
C17 C16 1.374(5) . ?
C21 C22 1.353(5) . ?
C21 C26B 1.457(9) . ?
C21 C26A 1.428(9) . ?
C5 O3 1.244(3) . ?
C5 O4 1.257(3) . ?
C27 N4 1.310(3) . ?
C13 C12 1.353(5) . ?
C19B C20B 1.399(9) . ?
C19A C20A 1.389(9) . ?
C26B C25B 1.378(9) . ?
C26A C25A 1.382(9) . ?
N4 Co1 2.112(3) 1_446 ?
O3 Co1 2.130(2) 2_666 ?
O4 Co1 2.291(2) 2_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 N1 86.93(9) 2_566 . ?
O2 Co1 N4 92.79(9) 2_566 1_664 ?
O2 Co1 O3 152.07(8) 2_566 2_666 ?
O2 Co1 O4 93.17(7) 2_566 2_666 ?
O1 Co1 O2 114.44(7) . 2_566 ?
O1 Co1 N1 88.39(10) . . ?
O1 Co1 N4 90.10(9) . 1_664 ?
O1 Co1 O3 93.39(8) . 2_666 ?
O1 Co1 O4 151.67(8) . 2_666 ?
N1 Co1 O3 91.86(9) . 2_666 ?
N1 Co1 O4 86.85(9) . 2_666 ?
N4 Co1 N1 178.18(10) 1_664 . ?
N4 Co1 O3 89.23(9) 1_664 2_666 ?
N4 Co1 O4 94.95(9) 1_664 2_666 ?
O3 Co1 O4 58.91(7) 2_666 2_666 ?
C1 O2 Co1 123.79(17) . 2_566 ?
C29 N3 C24 127.4(3) . . ?
C27 N3 C29 106.3(3) . . ?
C27 N3 C24 126.3(3) . . ?
C2 C8 C7 121.3(2) . . ?
C14 N2 C15 125.7(3) . . ?
C14 N2 C13 106.0(3) . . ?
C13 N2 C15 128.2(3) . . ?
C1 O1 Co1 150.5(2) . . ?
C28 C29 N3 105.9(3) . . ?
C29 C28 N4 110.4(3) . . ?
C8 C2 C3 119.9(2) . . ?
C8 C2 C1 120.4(2) . . ?
C3 C2 C1 119.6(2) . . ?
N2 C15 C20A 120.0(4) . . ?
C16 C15 N2 120.9(3) . . ?
C16 C15 C20B 113.6(4) . . ?
C16 C15 C20A 113.0(4) . . ?
C20B C15 N2 118.5(4) . . ?
C17 C18 C21 122.3(3) . . ?
C17 C18 C19B 110.7(4) . . ?
C17 C18 C19A 112.2(4) . . ?
C19B C18 C21 121.3(4) . . ?
C19A C18 C21 118.1(4) . . ?
C14 N1 Co1 125.3(2) . . ?
C14 N1 C12 104.1(3) . . ?
C12 N1 Co1 130.6(2) . . ?
C10 C9 C7 122.0(2) . . ?
C10 C9 C11 117.2(2) . . ?
C11 C9 C7 120.9(2) . . ?
C3 C4 C5 119.9(2) . . ?
C6 C4 C3 119.9(2) . . ?
C6 C4 C5 120.1(2) . . ?
C23 C24 N3 120.2(3) . . ?
C23 C24 C25B 117.5(4) . . ?
C23 C24 C25A 116.9(4) . . ?
C25B C24 N3 119.4(4) . . ?
C25A C24 N3 118.8(4) . . ?
C8 C7 C9 121.1(2) . . ?
C8 C7 C6 117.9(2) . . ?
C6 C7 C9 120.9(2) . . ?
C2 C3 C4 119.6(2) . . ?
C24 C23 C22 121.1(3) . . ?
C9 C10 C11 121.2(2) . 2_665 ?
C10 C11 C9 121.7(2) 2_665 . ?
C18 C17 C16 123.1(4) . . ?
C22 C21 C18 122.2(3) . . ?
C22 C21 C26B 115.6(4) . . ?
C22 C21 C26A 114.3(4) . . ?
C26B C21 C18 118.4(4) . . ?
C26A C21 C18 120.1(4) . . ?
O3 C5 C4 119.1(3) . . ?
O3 C5 O4 121.2(3) . . ?
O4 C5 C4 119.6(3) . . ?
C21 C22 C23 120.9(3) . . ?
N4 C27 N3 112.3(3) . . ?
O2 C1 C2 116.8(2) . . ?
O1 C1 O2 124.4(2) . . ?
O1 C1 C2 118.8(2) . . ?
C4 C6 C7 121.3(2) . . ?
C15 C16 C17 122.1(4) . . ?
N1 C14 N2 113.1(3) . . ?
C12 C13 N2 105.4(4) . . ?
N1 C12 C13 111.3(3) . . ?
C20B C19B C18 119.2(6) . . ?
C20A C19A C18 118.8(6) . . ?
C15 C20B C19B 118.9(7) . . ?
C19A C20A C15 117.6(7) . . ?
C25B C26B C21 118.5(6) . . ?
C26B C25B C24 119.8(7) . . ?
C25A C26A C21 121.5(7) . . ?
C26A C25A C24 117.5(7) . . ?
C28 N4 Co1 131.0(2) . 1_446 ?
C27 N4 Co1 122.6(2) . 1_446 ?
C27 N4 C28 105.1(3) . . ?
C5 O3 Co1 93.79(17) . 2_666 ?
C5 O4 Co1 86.08(17) . 2_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
# SQUEEZE RESULTS (Version = 120716)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.231 0.269 0.231 423 120 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
####################################################################### 
# 
# 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 1566083'
_audit_update_record             
;
2017-08-02 deposited with the CCDC.
2017-10-13 downloaded from the CCDC.
;
_audit_creation_date             2017-01-07
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.12.12 svn.r3370 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H15 Co N4 O4'
_chemical_formula_sum            'C23 H15 Co N4 O4'
_chemical_formula_weight         470.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.93(2)
_cell_length_b                   10.54(2)
_cell_length_c                   12.84(3)
_cell_angle_alpha                94.83(2)
_cell_angle_beta                 109.147(17)
_cell_angle_gamma                91.194(19)
_cell_volume                     1263(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2249
_cell_measurement_temperature    200
_cell_measurement_theta_max      22.69
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0853
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13864
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.716
_diffrn_reflns_theta_min         2.840
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3661
_reflns_number_total             5835
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.30C (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.30C (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5835
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0405P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.0978
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C8(H8), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15),
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.36420(3) 0.59240(4) 0.57617(3) 0.02666(12) Uani 1 1 d . . . . .
O1 O 0.36754(17) 0.40995(18) 0.51333(14) 0.0349(5) Uani 1 1 d . . . . .
O2 O 0.45215(16) 0.30067(17) 0.39702(13) 0.0321(4) Uani 1 1 d . . . . .
O3 O -0.27778(18) 0.24892(18) 0.34186(15) 0.0411(5) Uani 1 1 d . . . . .
O4 O -0.15582(17) 0.42672(17) 0.41310(14) 0.0340(5) Uani 1 1 d . . . . .
N1 N 0.4600(2) 0.5298(2) 0.73257(17) 0.0332(6) Uani 1 1 d . . . . .
N2 N 0.6193(2) 0.5182(2) 0.89487(17) 0.0356(6) Uani 1 1 d . . . . .
N3 N 1.1117(2) 0.6495(2) 1.25136(17) 0.0358(6) Uani 1 1 d . . . . .
N4 N 1.2687(2) 0.6476(2) 1.41626(17) 0.0326(5) Uani 1 1 d . . . . .
C1 C 0.3532(2) 0.3334(2) 0.43169(19) 0.0246(6) Uani 1 1 d . . . . .
C2 C 0.2074(2) 0.2772(2) 0.36762(19) 0.0230(6) Uani 1 1 d . . . . .
C3 C 0.0926(2) 0.3147(2) 0.39891(19) 0.0254(6) Uani 1 1 d . . . . .
H3 H 0.1075 0.3721 0.4632 0.030 Uiso 1 1 calc R . . . .
C4 C -0.0428(2) 0.2689(2) 0.33691(19) 0.0240(6) Uani 1 1 d . . . . .
C5 C -0.1666(3) 0.3174(3) 0.36555(19) 0.0269(6) Uani 1 1 d . . . . .
C6 C -0.0637(2) 0.1855(2) 0.24380(19) 0.0259(6) Uani 1 1 d . . . . .
H6 H -0.1574 0.1515 0.2032 0.031 Uiso 1 1 calc R . . . .
C7 C 0.0484(2) 0.1503(2) 0.20809(19) 0.0241(6) Uani 1 1 d . . . . .
C8 C 0.1840(2) 0.1962(2) 0.27300(19) 0.0264(6) Uani 1 1 d . . . . .
H8 H 0.2632 0.1711 0.2516 0.032 Uiso 1 1 calc R . . . .
C9 C 0.0240(2) 0.0717(2) 0.10267(19) 0.0258(6) Uani 1 1 d . . . . .
C10 C 0.1307(3) 0.0051(2) 0.0797(2) 0.0304(6) Uani 1 1 d . . . . .
H10 H 0.2223 0.0072 0.1347 0.037 Uiso 1 1 calc R . . . .
C11 C -0.1080(3) 0.0637(3) 0.0201(2) 0.0331(7) Uani 1 1 d . . . . .
H11 H -0.1847 0.1072 0.0332 0.040 Uiso 1 1 calc R . . . .
C12 C 0.5798(3) 0.5785(3) 0.8028(2) 0.0370(7) Uani 1 1 d . . . . .
H12 H 0.6327 0.6483 0.7904 0.044 Uiso 1 1 calc R . . . .
C13 C 0.7441(3) 0.5511(3) 0.9872(2) 0.0330(7) Uani 1 1 d . . . . .
C14 C 0.7937(3) 0.6755(3) 1.0106(2) 0.0444(8) Uani 1 1 d . . . . .
H14 H 0.7438 0.7388 0.9666 0.053 Uiso 1 1 calc R . . . .
C15 C 0.9158(3) 0.7085(3) 1.0978(2) 0.0454(8) Uani 1 1 d . . . . .
H15 H 0.9519 0.7947 1.1144 0.054 Uiso 1 1 calc R . . . .
C16 C 0.9853(3) 0.6168(3) 1.1608(2) 0.0340(7) Uani 1 1 d . . . . .
C17 C 1.1385(3) 0.6145(3) 1.3535(2) 0.0342(7) Uani 1 1 d . . . . .
H17 H 1.0710 0.5707 1.3774 0.041 Uiso 1 1 calc R . . . .
C18 C 1.3284(3) 0.7066(3) 1.3502(2) 0.0438(8) Uani 1 1 d . . . . .
H18 H 1.4237 0.7416 1.3731 0.053 Uiso 1 1 calc R . . . .
C19 C 1.2338(3) 0.7081(3) 1.2489(2) 0.0466(8) Uani 1 1 d . . . . .
H19 H 1.2486 0.7430 1.1874 0.056 Uiso 1 1 calc R . . . .
C20 C 0.9346(3) 0.4932(3) 1.1376(2) 0.0446(8) Uani 1 1 d . . . . .
H20 H 0.9837 0.4301 1.1821 0.054 Uiso 1 1 calc R . . . .
C21 C 0.8124(3) 0.4597(3) 1.0499(2) 0.0438(8) Uani 1 1 d . . . . .
H21 H 0.7761 0.3736 1.0334 0.053 Uiso 1 1 calc R . . . .
C22 C 0.5180(3) 0.4237(3) 0.8823(2) 0.0484(8) Uani 1 1 d . . . . .
H22 H 0.5160 0.3640 0.9333 0.058 Uiso 1 1 calc R . . . .
C23 C 0.4218(3) 0.4336(3) 0.7824(2) 0.0483(8) Uani 1 1 d . . . . .
H23 H 0.3376 0.3800 0.7505 0.058 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.027(4) . ?
Co1 O2 2.038(4) 2_666 ?
Co1 O3 2.235(3) 2_566 ?
Co1 O4 2.125(4) 2_566 ?
Co1 N1 2.090(5) . ?
Co1 N4 2.098(5) 1_454 ?
Co1 C5 2.497(4) 2_566 ?
O1 C1 1.235(3) . ?
O2 Co1 2.038(4) 2_666 ?
O2 C1 1.248(3) . ?
O3 Co1 2.235(3) 2_566 ?
O3 C5 1.242(3) . ?
O4 Co1 2.125(4) 2_566 ?
O4 C5 1.243(3) . ?
N1 C12 1.298(4) . ?
N1 C23 1.354(4) . ?
N2 C12 1.337(4) . ?
N2 C13 1.418(4) . ?
N2 C22 1.362(4) . ?
N3 C16 1.416(4) . ?
N3 C17 1.336(4) . ?
N3 C19 1.360(4) . ?
N4 Co1 2.098(5) 1_656 ?
N4 C17 1.300(4) . ?
N4 C18 1.365(4) . ?
C1 C2 1.492(4) . ?
C2 C3 1.382(4) . ?
C2 C8 1.375(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.371(4) . ?
C4 C5 1.484(4) . ?
C4 C6 1.377(4) . ?
C5 Co1 2.497(4) 2_566 ?
C6 H6 0.9500 . ?
C6 C7 1.383(4) . ?
C7 C8 1.382(4) . ?
C7 C9 1.471(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(4) . ?
C9 C11 1.385(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.366(4) 2 ?
C11 C10 1.366(4) 2 ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.364(4) . ?
C13 C21 1.355(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.363(4) . ?
C16 C20 1.359(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.333(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.373(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.339(4) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 114.32(11) . 2_666 ?
O1 Co1 O3 154.32(8) . 2_566 ?
O1 Co1 O4 95.54(8) . 2_566 ?
O1 Co1 N1 86.90(14) . . ?
O1 Co1 N4 90.73(14) . 1_454 ?
O1 Co1 C5 125.20(9) . 2_566 ?
O2 Co1 O3 90.53(14) 2_666 2_566 ?
O2 Co1 O4 150.08(9) 2_666 2_566 ?
O2 Co1 N1 87.24(11) 2_666 . ?
O2 Co1 N4 93.59(10) 2_666 1_454 ?
O2 Co1 C5 120.27(15) 2_666 2_566 ?
O3 Co1 C5 29.78(7) 2_566 2_566 ?
O4 Co1 O3 59.60(9) 2_566 2_566 ?
O4 Co1 C5 29.83(10) 2_566 2_566 ?
N1 Co1 O3 88.03(16) . 2_566 ?
N1 Co1 O4 92.87(12) . 2_566 ?
N1 Co1 N4 177.62(9) . 1_454 ?
N1 Co1 C5 91.07(15) . 2_566 ?
N4 Co1 O3 94.18(15) 1_454 2_566 ?
N4 Co1 O4 87.53(12) 1_454 2_566 ?
N4 Co1 C5 90.44(15) 1_454 2_566 ?
C1 O1 Co1 148.62(19) . . ?
C1 O2 Co1 124.7(2) . 2_666 ?
C5 O3 Co1 86.8(2) . 2_566 ?
C5 O4 Co1 91.89(15) . 2_566 ?
C12 N1 Co1 123.8(2) . . ?
C12 N1 C23 104.9(3) . . ?
C23 N1 Co1 131.2(2) . . ?
C12 N2 C13 124.6(3) . . ?
C12 N2 C22 107.4(2) . . ?
C22 N2 C13 128.0(3) . . ?
C17 N3 C16 125.4(3) . . ?
C17 N3 C19 106.9(2) . . ?
C19 N3 C16 127.2(3) . . ?
C17 N4 Co1 124.4(2) . 1_656 ?
C17 N4 C18 105.2(3) . . ?
C18 N4 Co1 129.7(2) . 1_656 ?
O1 C1 O2 124.7(2) . . ?
O1 C1 C2 118.4(2) . . ?
O2 C1 C2 116.9(2) . . ?
C3 C2 C1 119.5(2) . . ?
C8 C2 C1 120.9(2) . . ?
C8 C2 C3 119.4(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 C6 119.9(2) . . ?
C6 C4 C5 120.3(2) . . ?
O3 C5 Co1 63.38(18) . 2_566 ?
O3 C5 O4 121.6(2) . . ?
O3 C5 C4 119.8(3) . . ?
O4 C5 Co1 58.28(14) . 2_566 ?
O4 C5 C4 118.6(2) . . ?
C4 C5 Co1 176.39(18) . 2_566 ?
C4 C6 H6 119.2 . . ?
C4 C6 C7 121.5(2) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C9 121.4(2) . . ?
C8 C7 C6 117.4(3) . . ?
C8 C7 C9 121.2(2) . . ?
C2 C8 C7 121.9(2) . . ?
C2 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C10 C9 C7 122.3(2) . . ?
C10 C9 C11 116.6(2) . . ?
C11 C9 C7 121.0(2) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.8(2) 2 . ?
C11 C10 H10 119.1 2 . ?
C9 C11 H11 119.2 . . ?
C10 C11 C9 121.6(2) 2 . ?
C10 C11 H11 119.2 2 . ?
N1 C12 N2 111.6(3) . . ?
N1 C12 H12 124.2 . . ?
N2 C12 H12 124.2 . . ?
C14 C13 N2 118.8(3) . . ?
C21 C13 N2 120.0(3) . . ?
C21 C13 C14 121.2(3) . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(3) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 N3 120.1(3) . . ?
C20 C16 N3 119.2(3) . . ?
C20 C16 C15 120.7(3) . . ?
N3 C17 H17 124.2 . . ?
N4 C17 N3 111.6(3) . . ?
N4 C17 H17 124.2 . . ?
N4 C18 H18 124.9 . . ?
C19 C18 N4 110.2(3) . . ?
C19 C18 H18 124.9 . . ?
N3 C19 H19 127.0 . . ?
C18 C19 N3 106.1(3) . . ?
C18 C19 H19 127.0 . . ?
C16 C20 H20 120.0 . . ?
C16 C20 C21 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C13 C21 C20 119.1(3) . . ?
C13 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
N2 C22 H22 127.6 . . ?
C23 C22 N2 104.8(3) . . ?
C23 C22 H22 127.6 . . ?
N1 C23 H23 124.4 . . ?
C22 C23 N1 111.3(3) . . ?
C22 C23 H23 124.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 O2 91.8(4) . . . . ?
Co1 O1 C1 C2 -86.8(4) . . . . ?
Co1 O2 C1 O1 -24.8(4) 2_666 . . . ?
Co1 O2 C1 C2 153.89(17) 2_666 . . . ?
Co1 O3 C5 O4 -1.9(2) 2_566 . . . ?
Co1 O3 C5 C4 178.0(2) 2_566 . . . ?
Co1 O4 C5 O3 2.0(3) 2_566 . . . ?
Co1 O4 C5 C4 -177.93(19) 2_566 . . . ?
Co1 N1 C12 N2 -177.97(16) . . . . ?
Co1 N1 C23 C22 177.5(2) . . . . ?
Co1 N4 C17 N3 -172.09(17) 1_656 . . . ?
Co1 N4 C18 C19 171.2(2) 1_656 . . . ?
O1 C1 C2 C3 1.9(4) . . . . ?
O1 C1 C2 C8 176.8(2) . . . . ?
O2 C1 C2 C3 -176.8(2) . . . . ?
O2 C1 C2 C8 -1.9(4) . . . . ?
N2 C13 C14 C15 -178.5(3) . . . . ?
N2 C13 C21 C20 178.7(3) . . . . ?
N2 C22 C23 N1 0.3(4) . . . . ?
N3 C16 C20 C21 -179.8(3) . . . . ?
N4 C18 C19 N3 0.3(4) . . . . ?
C1 C2 C3 C4 176.4(2) . . . . ?
C1 C2 C8 C7 -175.3(2) . . . . ?
C2 C3 C4 C5 -175.1(2) . . . . ?
C2 C3 C4 C6 0.1(4) . . . . ?
C3 C2 C8 C7 -0.4(4) . . . . ?
C3 C4 C5 O3 -152.8(3) . . . . ?
C3 C4 C5 O4 27.2(4) . . . . ?
C3 C4 C6 C7 -2.7(4) . . . . ?
C4 C6 C7 C8 3.6(4) . . . . ?
C4 C6 C7 C9 -173.7(2) . . . . ?
C5 C4 C6 C7 172.4(2) . . . . ?
C6 C4 C5 O3 32.1(4) . . . . ?
C6 C4 C5 O4 -147.9(3) . . . . ?
C6 C7 C8 C2 -2.1(4) . . . . ?
C6 C7 C9 C10 -160.9(3) . . . . ?
C6 C7 C9 C11 20.7(4) . . . . ?
C7 C9 C10 C11 -177.5(2) . . . 2 ?
C7 C9 C11 C10 177.6(2) . . . 2 ?
C8 C2 C3 C4 1.4(4) . . . . ?
C8 C7 C9 C10 21.9(4) . . . . ?
C8 C7 C9 C11 -156.5(3) . . . . ?
C9 C7 C8 C2 175.3(2) . . . . ?
C10 C9 C11 C10 -1.0(5) . . . 2 ?
C11 C9 C10 C11 1.0(5) . . . 2 ?
C12 N1 C23 C22 -0.1(3) . . . . ?
C12 N2 C13 C14 30.8(4) . . . . ?
C12 N2 C13 C21 -148.9(3) . . . . ?
C12 N2 C22 C23 -0.4(3) . . . . ?
C13 N2 C12 N1 -178.9(2) . . . . ?
C13 N2 C22 C23 178.9(3) . . . . ?
C13 C14 C15 C16 -0.7(5) . . . . ?
C14 C13 C21 C20 -0.9(5) . . . . ?
C14 C15 C16 N3 180.0(3) . . . . ?
C14 C15 C16 C20 0.1(5) . . . . ?
C15 C16 C20 C21 0.1(5) . . . . ?
C16 N3 C17 N4 173.5(2) . . . . ?
C16 N3 C19 C18 -173.4(3) . . . . ?
C16 C20 C21 C13 0.3(5) . . . . ?
C17 N3 C16 C15 131.3(3) . . . . ?
C17 N3 C16 C20 -48.9(4) . . . . ?
C17 N3 C19 C18 -0.5(3) . . . . ?
C17 N4 C18 C19 0.0(3) . . . . ?
C18 N4 C17 N3 -0.3(3) . . . . ?
C19 N3 C16 C15 -57.1(4) . . . . ?
C19 N3 C16 C20 122.8(3) . . . . ?
C19 N3 C17 N4 0.5(3) . . . . ?
C21 C13 C14 C15 1.1(5) . . . . ?
C22 N2 C12 N1 0.3(3) . . . . ?
C22 N2 C13 C14 -148.4(3) . . . . ?
C22 N2 C13 C21 32.0(4) . . . . ?
C23 N1 C12 N2 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
