# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_compound1
_audit_block_doi                 10.5517/cc1j9s0m
_database_code_depnum_ccdc_archive 'CCDC 1409570'
_audit_update_record             
;
2016-06-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;
_audit_creation_date             2016-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H31 Cu2 N12 O4, 3(Cl O4), H2O'
_chemical_formula_sum            'C32 H33 Cl3 Cu2 N12 O17'
_chemical_formula_weight         1091.15
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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      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_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.9852(7)
_cell_length_b                   17.3596(8)
_cell_length_c                   17.1867(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.345(3)
_cell_angle_gamma                90
_cell_volume                     4837.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6441
_cell_measurement_temperature    120
_cell_measurement_theta_max      25.27
_cell_measurement_theta_min      3.28
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.122
_exptl_absorpt_correction_T_max  0.698
_exptl_absorpt_correction_T_min  0.645
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Diamond
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.672
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            48914
_diffrn_reflns_point_group_measured_fraction_full 0.672
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.93
_diffrn_reflns_theta_max         25.93
_diffrn_reflns_theta_min         1.479
_diffrn_reflns_v_R_equivalents   ?
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                4535
_reflns_number_total             5877
_reflns_special_details          
;
No solvent is masked in the structure as the data obtained from 'SQUEEZE' operation 
and also the weight of the Q peaks were very low after the final refinemnt.
One 'B' alert of 'Isolated Oxygen Atom (H-atoms Missing ?) .......        O24 Check'
in Checkcif was obtained  because H atoms for the H2O was unable to locate.
 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_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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, 2008)'
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         5877
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      0.994
_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)+(0.0811P)²+8.0529P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1451
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6D(H6DA,H6DB), C1(H1A,H1B), C2(H2A,H2B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C2H(H2H), N4L(H4L), C7D(H7D), N2D(H2D), N4(H4), C5Q(H5Q), C3(H3), C5(H5),
 C6(H6), C7(H7), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C20(H20), C21(H21), C23(H23), C25(H25), C3K(H3K), C4L(H4LA)
;
_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
Cu1 Cu 0.41803(4) 0.99111(4) 0.14159(4) 0.0492(2) Uani 1 1 d . . . . .
Cu2 Cu 0.08391(4) 0.96671(4) -0.13937(3) 0.0473(2) Uani 1 1 d . . . . .
C2H C 0.0738(7) 0.8251(6) -0.3907(5) 0.128(3) Uani 1 1 d . . . . .
H2H H 0.0745 0.8010 -0.4389 0.154 Uiso 1 1 calc R . . . .
Cl2 Cl 0.99106(11) 0.26901(9) 0.87767(10) 0.0736(5) Uani 1 1 d . . . . .
Cl3 Cl 0.78815(11) 0.33433(11) 0.18671(11) 0.0824(5) Uani 1 1 d . . . . .
N5O N 0.3571(2) 1.0684(2) 0.1923(2) 0.0437(10) Uani 1 1 d . . . . .
N4L N 0.3136(2) 1.1276(2) 0.1481(2) 0.0511(11) Uani 1 1 d . . . . .
H4L H 0.2910 1.1614 0.1712 0.061 Uiso 1 1 calc R . . . .
O17U O 0.3399(2) 1.0875(2) 0.0344(2) 0.0614(10) Uani 1 1 d . . . . .
O15U O 0.1505(2) 1.0748(2) -0.0559(2) 0.0542(9) Uani 1 1 d . . . . .
N1D N 0.0355(3) 0.9123(2) -0.0673(2) 0.0437(10) Uani 1 1 d . . . . .
C7D C -0.1899(3) 1.0686(3) -0.1907(4) 0.0611(15) Uani 1 1 d . . . . .
H7D H -0.2433 1.0863 -0.1983 0.073 Uiso 1 1 calc R . . . .
O9U O 0.1825(2) 0.89778(19) -0.0717(2) 0.0513(9) Uani 1 1 d . . . . .
O8 O 0.3288(2) 0.9143(2) 0.0938(2) 0.0506(9) Uani 1 1 d . . . . .
N3H N 0.1409(3) 1.0292(3) -0.2039(3) 0.0530(11) Uani 1 1 d . . . . .
N2D N 0.1785(3) 1.0966(3) -0.1729(3) 0.0606(12) Uani 1 1 d . . . . .
H2D H 0.1993 1.1262 -0.2018 0.073 Uiso 1 1 calc R . . . .
O11 O 0.8332(5) 0.3820(5) 0.2431(6) 0.215(5) Uani 1 1 d . . . . .
O12 O 0.8333(3) 0.2831(3) 0.1561(3) 0.1174(19) Uani 1 1 d . . . . .
O13 O 0.7365(6) 0.2999(5) 0.2220(6) 0.222(5) Uani 1 1 d . . . . .
C9M C 0.3060(3) 1.1334(3) 0.0676(3) 0.0496(13) Uani 1 1 d . . . . .
C8G C 0.1822(3) 1.1156(3) -0.0954(3) 0.0495(13) Uani 1 1 d . . . . .
N3 N -0.0316(3) 1.0163(2) -0.1690(3) 0.0486(11) Uani 1 1 d . . . . .
N4 N 0.0844(3) 0.8574(2) -0.0190(2) 0.0503(11) Uani 1 1 d . . . . .
H4 H 0.0671 0.8276 0.0123 0.060 Uiso 1 1 calc R . . . .
C6D C 0.2172(3) 0.7954(3) 0.0278(3) 0.0511(13) Uani 1 1 d . . . . .
H6DA H 0.1926 0.7449 0.0138 0.061 Uiso 1 1 calc R . . . .
H6DB H 0.2205 0.8054 0.0842 0.061 Uiso 1 1 calc R . . . .
N6 N 0.4295(3) 0.8620(2) 0.0448(2) 0.0463(10) Uani 1 1 d . . . . .
N7 N 0.4713(2) 0.9260(2) 0.0828(2) 0.0422(10) Uani 1 1 d . . . . .
N8 N 0.5264(3) 1.0489(3) 0.1613(3) 0.0532(11) Uani 1 1 d . . . . .
C5Q C 0.6540(3) 1.0445(3) 0.1290(3) 0.0559(14) Uani 1 1 d . . . . .
H5Q H 0.6874 1.0210 0.1017 0.067 Uiso 1 1 calc R . . . .
N10 N 0.0702(3) 0.8958(3) -0.2496(3) 0.0551(11) Uani 1 1 d . . . . .
N11 N 0.4439(3) 0.9517(3) 0.2736(3) 0.0540(11) Uani 1 1 d . . . . .
O10U O 1.0493(5) 0.3248(4) 0.8929(4) 0.154(3) Uani 1 1 d . . . . .
O12U O 1.0119(4) 0.2014(4) 0.9183(4) 0.163(3) Uani 1 1 d . . . . .
O8U O 0.9606(7) 0.2593(4) 0.7968(4) 0.234(5) Uani 1 1 d . . . . .
C1 C 0.2520(3) 1.1977(3) 0.0251(3) 0.0596(15) Uani 1 1 d . . . . .
H1A H 0.2809 1.2462 0.0406 0.071 Uiso 1 1 calc R . . . .
H1B H 0.2027 1.1991 0.0426 0.071 Uiso 1 1 calc R . . . .
C2 C 0.2272(4) 1.1894(3) -0.0673(3) 0.0590(15) Uani 1 1 d . . . . .
H2A H 0.1922 1.2323 -0.0922 0.071 Uiso 1 1 calc R . . . .
H2B H 0.2763 1.1911 -0.0851 0.071 Uiso 1 1 calc R . . . .
C3 C -0.0373(3) 0.9283(3) -0.0666(3) 0.0456(13) Uani 1 1 d . . . . .
H3 H -0.0625 0.9038 -0.0323 0.055 Uiso 1 1 calc R . . . .
C4 C -0.0777(3) 0.9879(3) -0.1237(3) 0.0443(12) Uani 1 1 d . . . . .
C5 C -0.0636(4) 1.0692(3) -0.2241(3) 0.0614(15) Uani 1 1 d . . . . .
H5 H -0.0318 1.0888 -0.2551 0.074 Uiso 1 1 calc R . . . .
C6 C -0.1433(4) 1.0969(3) -0.2376(4) 0.0666(16) Uani 1 1 d . . . . .
H6 H -0.1648 1.1338 -0.2775 0.080 Uiso 1 1 calc R . . . .
C7 C -0.1564(3) 1.0142(3) -0.1328(3) 0.0536(14) Uani 1 1 d . . . . .
H7 H -0.1865 0.9951 -0.0999 0.064 Uiso 1 1 calc R . . . .
C8 C 0.1617(3) 0.8540(3) -0.0245(3) 0.0445(12) Uani 1 1 d . . . . .
C9 C 0.3033(3) 0.7938(3) 0.0204(3) 0.0530(14) Uani 1 1 d . . . . .
H9A H 0.3309 0.7479 0.0474 0.064 Uiso 1 1 calc R . . . .
H9B H 0.2997 0.7897 -0.0368 0.064 Uiso 1 1 calc R . . . .
C10 C 0.3558(3) 0.8627(3) 0.0556(3) 0.0440(12) Uani 1 1 d . . . . .
C11 C 0.5425(3) 0.9443(3) 0.0799(3) 0.0469(13) Uani 1 1 d . . . . .
H11 H 0.5708 0.9151 0.0515 0.056 Uiso 1 1 calc R . . . .
C12 C 0.5772(3) 1.0143(3) 0.1242(3) 0.0463(13) Uani 1 1 d . . . . .
C13 C 0.5530(4) 1.1112(4) 0.2047(4) 0.080(2) Uani 1 1 d . . . . .
H13 H 0.5186 1.1349 0.2306 0.096 Uiso 1 1 calc R . . . .
C14 C 0.6294(4) 1.1431(4) 0.2134(4) 0.085(2) Uani 1 1 d . . . . .
H14 H 0.6464 1.1868 0.2452 0.102 Uiso 1 1 calc R . . . .
C15 C 0.6798(4) 1.1092(4) 0.1742(4) 0.0688(17) Uani 1 1 d . . . . .
H15 H 0.7313 1.1302 0.1786 0.083 Uiso 1 1 calc R . . . .
C16 C 0.0361(4) 0.8277(4) -0.2706(4) 0.0731(17) Uani 1 1 d . . . . .
H16 H 0.0107 0.8034 -0.2362 0.088 Uiso 1 1 calc R . . . .
C17 C 0.0367(5) 0.7910(5) -0.3418(6) 0.108(3) Uani 1 1 d . . . . .
H17 H 0.0116 0.7432 -0.3552 0.129 Uiso 1 1 calc R . . . .
C18 C 0.1111(5) 0.8962(5) -0.3705(4) 0.112(3) Uani 1 1 d . . . . .
H18 H 0.1383 0.9200 -0.4037 0.134 Uiso 1 1 calc R . . . .
C19 C 0.1068(4) 0.9303(4) -0.2999(3) 0.0712(17) Uani 1 1 d . . . . .
C20 C 0.1447(4) 1.0041(4) -0.2719(4) 0.0729(18) Uani 1 1 d . . . . .
H20 H 0.1711 1.0322 -0.3029 0.087 Uiso 1 1 calc R . . . .
C21 C 0.3594(3) 1.0612(3) 0.2668(3) 0.0532(14) Uani 1 1 d . . . . .
H21 H 0.3324 1.0962 0.2909 0.064 Uiso 1 1 calc R . . . .
C22 C 0.4051(3) 0.9972(3) 0.3132(3) 0.0564(14) Uani 1 1 d . . . . .
C23 C 0.4871(4) 0.8919(4) 0.3125(4) 0.0728(17) Uani 1 1 d . . . . .
H23 H 0.5152 0.8610 0.2855 0.087 Uiso 1 1 calc R . . . .
C25 C 0.4062(5) 0.9825(4) 0.3917(4) 0.087(2) Uani 1 1 d . . . . .
H25 H 0.3780 1.0143 0.4179 0.105 Uiso 1 1 calc R . . . .
Cl1 Cl 0.16678(10) 0.21679(11) 0.23563(11) 0.0836(5) Uani 1 1 d . . . . .
O20U O 0.2392(4) 0.2437(3) 0.2218(4) 0.141(2) Uani 1 1 d . . . . .
O18U O 0.1392(3) 0.2676(3) 0.2845(3) 0.1092(18) Uani 1 1 d . . . . .
O14U O 0.1050(4) 0.2047(4) 0.1619(3) 0.134(2) Uani 1 1 d . . . . .
O16U O 0.1855(5) 0.1440(4) 0.2736(6) 0.189(3) Uani 1 1 d . . . . .
O22J O 0.7393(8) 0.3760(7) 0.1244(5) 0.288(7) Uani 1 1 d . . . . .
O23L O 0.9281(5) 0.2959(5) 0.9100(5) 0.196(4) Uani 1 1 d . . . . .
C3K C 0.4911(5) 0.8744(4) 0.3913(5) 0.097(2) Uani 1 1 d . . . . .
H3K H 0.5215 0.8322 0.4174 0.117 Uiso 1 1 calc R . . . .
C4L C 0.4496(6) 0.9201(5) 0.4310(4) 0.111(3) Uani 1 1 d . . . . .
H4LA H 0.4510 0.9088 0.4843 0.133 Uiso 1 1 calc R . . . .
O24 O 0.6416(10) 0.4682(13) 0.9341(8) 0.425(11) 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
Cu1 N5O 2.042(4) . ?
Cu1 O8 2.002(3) . ?
Cu1 N7 1.913(4) . ?
Cu1 N8 2.035(4) . ?
Cu1 N11 2.283(4) . ?
Cu2 O15U 2.426(4) . ?
Cu2 N1D 1.926(4) . ?
Cu2 O9U 2.104(3) . ?
Cu2 N3H 1.995(4) . ?
Cu2 N3 2.062(4) . ?
Cu2 N10 2.212(4) . ?
C2H H2H 0.9300 . ?
C2H C17 1.331(11) . ?
C2H C18 1.384(11) . ?
Cl2 O10U 1.353(6) . ?
Cl2 O12U 1.358(5) . ?
Cl2 O8U 1.342(6) . ?
Cl2 O23L 1.423(8) . ?
Cl3 O11 1.329(6) . ?
Cl3 O12 1.378(5) . ?
Cl3 O13 1.347(7) . ?
Cl3 O22J 1.353(8) . ?
N5O N4L 1.359(5) . ?
N5O C21 1.275(6) . ?
N4L H4L 0.8600 . ?
N4L C9M 1.354(6) . ?
O17U C9M 1.219(6) . ?
O15U C8G 1.214(6) . ?
N1D N4 1.369(5) . ?
N1D C3 1.270(6) . ?
C7D H7D 0.9300 . ?
C7D C6 1.377(8) . ?
C7D C7 1.366(8) . ?
O9U C8 1.237(6) . ?
O8 C10 1.274(6) . ?
N3H N2D 1.363(6) . ?
N3H C20 1.267(7) . ?
N2D H2D 0.8600 . ?
N2D C8G 1.355(6) . ?
C9M C1 1.492(7) . ?
C8G C2 1.495(7) . ?
N3 C4 1.351(6) . ?
N3 C5 1.315(7) . ?
N4 H4 0.8600 . ?
N4 C8 1.346(6) . ?
C6D H6DA 0.9700 . ?
C6D H6DB 0.9700 . ?
C6D C8 1.491(7) . ?
C6D C9 1.506(7) . ?
N6 N7 1.375(5) . ?
N6 C10 1.319(6) . ?
N7 C11 1.265(6) . ?
N8 C12 1.355(6) . ?
N8 C13 1.316(7) . ?
C5Q H5Q 0.9300 . ?
C5Q C12 1.386(7) . ?
C5Q C15 1.362(8) . ?
N10 C16 1.318(7) . ?
N10 C19 1.347(7) . ?
N11 C22 1.338(7) . ?
N11 C23 1.331(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.524(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3 0.9300 . ?
C3 C4 1.450(7) . ?
C4 C7 1.376(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.390(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.506(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.461(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.369(8) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.382(10) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.373(9) . ?
C19 C20 1.450(8) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.451(8) . ?
C22 C25 1.368(8) . ?
C23 H23 0.9300 . ?
C23 C3K 1.369(9) . ?
C25 H25 0.9300 . ?
C25 C4L 1.370(10) . ?
Cl1 O20U 1.401(5) . ?
Cl1 O18U 1.392(4) . ?
Cl1 O14U 1.400(6) . ?
Cl1 O16U 1.414(7) . ?
C3K H3K 0.9300 . ?
C3K C4L 1.370(10) . ?
C4L H4LA 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5O Cu1 N11 75.19(16) . . ?
O8 Cu1 N5O 101.23(14) . . ?
O8 Cu1 N8 158.97(15) . . ?
O8 Cu1 N11 96.10(15) . . ?
N7 Cu1 N5O 173.27(16) . . ?
N7 Cu1 O8 78.98(16) . . ?
N7 Cu1 N8 80.32(18) . . ?
N7 Cu1 N11 111.52(16) . . ?
N8 Cu1 N5O 98.88(16) . . ?
N8 Cu1 N11 94.91(16) . . ?
N1D Cu2 O15U 102.25(14) . . ?
N1D Cu2 O9U 77.72(16) . . ?
N1D Cu2 N3H 174.05(17) . . ?
N1D Cu2 N3 78.84(17) . . ?
N1D Cu2 N10 108.74(16) . . ?
O9U Cu2 O15U 87.65(12) . . ?
O9U Cu2 N10 91.17(14) . . ?
N3H Cu2 O15U 71.98(15) . . ?
N3H Cu2 O9U 100.26(16) . . ?
N3H Cu2 N3 102.69(17) . . ?
N3H Cu2 N10 76.79(17) . . ?
N3 Cu2 O15U 93.70(14) . . ?
N3 Cu2 O9U 156.26(15) . . ?
N3 Cu2 N10 99.86(16) . . ?
N10 Cu2 O15U 147.99(14) . . ?
C17 C2H H2H 119.8 . . ?
C17 C2H C18 120.4(8) . . ?
C18 C2H H2H 119.8 . . ?
O10U Cl2 O12U 117.1(5) . . ?
O10U Cl2 O23L 106.3(5) . . ?
O12U Cl2 O23L 101.2(5) . . ?
O8U Cl2 O10U 108.9(4) . . ?
O8U Cl2 O12U 112.7(5) . . ?
O8U Cl2 O23L 110.1(6) . . ?
O11 Cl3 O12 114.5(4) . . ?
O11 Cl3 O13 105.0(6) . . ?
O11 Cl3 O22J 109.2(7) . . ?
O13 Cl3 O12 113.4(4) . . ?
O13 Cl3 O22J 105.4(7) . . ?
O22J Cl3 O12 108.8(4) . . ?
N4L N5O Cu1 121.2(3) . . ?
C21 N5O Cu1 119.8(4) . . ?
C21 N5O N4L 119.0(4) . . ?
N5O N4L H4L 120.1 . . ?
C9M N4L N5O 119.8(4) . . ?
C9M N4L H4L 120.1 . . ?
C8G O15U Cu2 109.1(3) . . ?
N4 N1D Cu2 115.7(3) . . ?
C3 N1D Cu2 120.1(3) . . ?
C3 N1D N4 124.2(4) . . ?
C6 C7D H7D 120.5 . . ?
C7 C7D H7D 120.5 . . ?
C7 C7D C6 119.1(5) . . ?
C8 O9U Cu2 112.1(3) . . ?
C10 O8 Cu1 109.6(3) . . ?
N2D N3H Cu2 119.9(3) . . ?
C20 N3H Cu2 119.5(4) . . ?
C20 N3H N2D 120.5(5) . . ?
N3H N2D H2D 120.9 . . ?
C8G N2D N3H 118.2(4) . . ?
C8G N2D H2D 120.9 . . ?
N4L C9M C1 114.4(5) . . ?
O17U C9M N4L 121.1(5) . . ?
O17U C9M C1 124.5(5) . . ?
O15U C8G N2D 120.6(5) . . ?
O15U C8G C2 126.1(5) . . ?
N2D C8G C2 113.3(5) . . ?
C4 N3 Cu2 112.2(3) . . ?
C5 N3 Cu2 128.9(4) . . ?
C5 N3 C4 118.9(5) . . ?
N1D N4 H4 122.7 . . ?
C8 N4 N1D 114.6(4) . . ?
C8 N4 H4 122.7 . . ?
H6DA C6D H6DB 107.6 . . ?
C8 C6D H6DA 108.6 . . ?
C8 C6D H6DB 108.6 . . ?
C8 C6D C9 114.6(4) . . ?
C9 C6D H6DA 108.6 . . ?
C9 C6D H6DB 108.6 . . ?
C10 N6 N7 107.6(4) . . ?
N6 N7 Cu1 118.0(3) . . ?
C11 N7 Cu1 118.7(4) . . ?
C11 N7 N6 123.2(4) . . ?
C12 N8 Cu1 112.0(3) . . ?
C13 N8 Cu1 129.8(4) . . ?
C13 N8 C12 118.2(5) . . ?
C12 C5Q H5Q 120.6 . . ?
C15 C5Q H5Q 120.6 . . ?
C15 C5Q C12 118.9(5) . . ?
C16 N10 Cu2 131.2(4) . . ?
C16 N10 C19 118.2(5) . . ?
C19 N10 Cu2 110.5(4) . . ?
C22 N11 Cu1 110.6(3) . . ?
C23 N11 Cu1 130.4(4) . . ?
C23 N11 C22 119.0(5) . . ?
C9M C1 H1A 109.2 . . ?
C9M C1 H1B 109.2 . . ?
C9M C1 C2 112.2(5) . . ?
H1A C1 H1B 107.9 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
C8G C2 C1 112.0(4) . . ?
C8G C2 H2A 109.2 . . ?
C8G C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N1D C3 H3 122.7 . . ?
N1D C3 C4 114.6(4) . . ?
C4 C3 H3 122.7 . . ?
N3 C4 C3 114.2(4) . . ?
N3 C4 C7 121.6(5) . . ?
C7 C4 C3 124.2(5) . . ?
N3 C5 H5 118.8 . . ?
N3 C5 C6 122.4(5) . . ?
C6 C5 H5 118.8 . . ?
C7D C6 C5 118.7(6) . . ?
C7D C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C7D C7 C4 119.4(5) . . ?
C7D C7 H7 120.3 . . ?
C4 C7 H7 120.3 . . ?
O9U C8 N4 119.6(5) . . ?
O9U C8 C6D 124.2(5) . . ?
N4 C8 C6D 116.3(4) . . ?
C6D C9 H9A 108.5 . . ?
C6D C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 C6D 115.1(4) . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
O8 C10 N6 125.5(5) . . ?
O8 C10 C9 120.3(5) . . ?
N6 C10 C9 114.1(4) . . ?
N7 C11 H11 122.3 . . ?
N7 C11 C12 115.4(4) . . ?
C12 C11 H11 122.3 . . ?
N8 C12 C5Q 121.6(5) . . ?
N8 C12 C11 113.5(4) . . ?
C5Q C12 C11 124.9(5) . . ?
N8 C13 H13 118.5 . . ?
N8 C13 C14 123.0(6) . . ?
C14 C13 H13 118.5 . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.7(6) . . ?
C15 C14 H14 120.6 . . ?
C5Q C15 C14 119.6(5) . . ?
C5Q C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
N10 C16 H16 118.7 . . ?
N10 C16 C17 122.5(7) . . ?
C17 C16 H16 118.7 . . ?
C2H C17 C16 118.9(7) . . ?
C2H C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C2H C18 H18 121.1 . . ?
C19 C18 C2H 117.8(7) . . ?
C19 C18 H18 121.1 . . ?
N10 C19 C18 122.2(6) . . ?
N10 C19 C20 115.2(5) . . ?
C18 C19 C20 122.6(6) . . ?
N3H C20 C19 118.0(5) . . ?
N3H C20 H20 121.0 . . ?
C19 C20 H20 121.0 . . ?
N5O C21 H21 120.7 . . ?
N5O C21 C22 118.6(5) . . ?
C22 C21 H21 120.7 . . ?
N11 C22 C21 115.9(5) . . ?
N11 C22 C25 121.9(6) . . ?
C25 C22 C21 122.1(6) . . ?
N11 C23 H23 119.1 . . ?
N11 C23 C3K 121.9(6) . . ?
C3K C23 H23 119.1 . . ?
C22 C25 H25 120.7 . . ?
C22 C25 C4L 118.7(7) . . ?
C4L C25 H25 120.7 . . ?
O20U Cl1 O16U 106.8(5) . . ?
O18U Cl1 O20U 111.2(3) . . ?
O18U Cl1 O14U 110.2(3) . . ?
O18U Cl1 O16U 110.9(5) . . ?
O14U Cl1 O20U 110.8(4) . . ?
O14U Cl1 O16U 106.8(5) . . ?
C23 C3K H3K 120.6 . . ?
C4L C3K C23 118.8(7) . . ?
C4L C3K H3K 120.6 . . ?
C25 C4L H4LA 120.2 . . ?
C3K C4L C25 119.7(7) . . ?
C3K C4L H4LA 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N5O N4L C9M 4.1(6) . . . . ?
Cu1 N5O C21 C22 -0.6(7) . . . . ?
Cu1 O8 C10 N6 -3.7(6) . . . . ?
Cu1 O8 C10 C9 174.4(3) . . . . ?
Cu1 N7 C11 C12 0.9(6) . . . . ?
Cu1 N8 C12 C5Q 179.3(4) . . . . ?
Cu1 N8 C12 C11 -0.4(5) . . . . ?
Cu1 N8 C13 C14 178.8(5) . . . . ?
Cu1 N11 C22 C21 -2.3(6) . . . . ?
Cu1 N11 C22 C25 175.4(5) . . . . ?
Cu1 N11 C23 C3K -175.4(5) . . . . ?
Cu2 O15U C8G N2D -1.4(6) . . . . ?
Cu2 O15U C8G C2 178.0(4) . . . . ?
Cu2 N1D N4 C8 5.0(5) . . . . ?
Cu2 N1D C3 C4 0.8(6) . . . . ?
Cu2 O9U C8 N4 -3.0(5) . . . . ?
Cu2 O9U C8 C6D 176.5(4) . . . . ?
Cu2 N3H N2D C8G 5.9(6) . . . . ?
Cu2 N3H C20 C19 0.1(8) . . . . ?
Cu2 N3 C4 C3 -1.5(5) . . . . ?
Cu2 N3 C4 C7 178.9(4) . . . . ?
Cu2 N3 C5 C6 179.5(4) . . . . ?
Cu2 N10 C16 C17 -177.2(5) . . . . ?
Cu2 N10 C19 C18 176.3(6) . . . . ?
Cu2 N10 C19 C20 -0.7(7) . . . . ?
C2H C18 C19 N10 2.2(12) . . . . ?
C2H C18 C19 C20 179.0(8) . . . . ?
N5O N4L C9M O17U -2.4(7) . . . . ?
N5O N4L C9M C1 175.9(4) . . . . ?
N5O C21 C22 N11 2.1(8) . . . . ?
N5O C21 C22 C25 -175.6(6) . . . . ?
N4L N5O C21 C22 179.2(4) . . . . ?
N4L C9M C1 C2 -164.9(5) . . . . ?
O17U C9M C1 C2 13.4(8) . . . . ?
O15U C8G C2 C1 16.9(8) . . . . ?
N1D N4 C8 O9U -1.1(6) . . . . ?
N1D N4 C8 C6D 179.4(4) . . . . ?
N1D C3 C4 N3 0.6(6) . . . . ?
N1D C3 C4 C7 -179.9(5) . . . . ?
N3H N2D C8G O15U -2.4(7) . . . . ?
N3H N2D C8G C2 178.1(4) . . . . ?
N2D N3H C20 C19 177.2(5) . . . . ?
N2D C8G C2 C1 -163.6(5) . . . . ?
C9M C1 C2 C8G 58.9(6) . . . . ?
N3 C4 C7 C7D 2.0(8) . . . . ?
N3 C5 C6 C7D 1.0(9) . . . . ?
N4 N1D C3 C4 -179.4(4) . . . . ?
C6D C9 C10 O8 5.0(7) . . . . ?
C6D C9 C10 N6 -176.7(4) . . . . ?
N6 N7 C11 C12 -179.9(4) . . . . ?
N7 N6 C10 O8 0.7(6) . . . . ?
N7 N6 C10 C9 -177.5(4) . . . . ?
N7 C11 C12 N8 -0.3(6) . . . . ?
N7 C11 C12 C5Q 180.0(5) . . . . ?
N8 C13 C14 C15 1.0(11) . . . . ?
N10 C16 C17 C2H 0.7(13) . . . . ?
N10 C19 C20 N3H 0.5(9) . . . . ?
N11 C22 C25 C4L 1.2(11) . . . . ?
N11 C23 C3K C4L -0.1(11) . . . . ?
C3 N1D N4 C8 -174.8(4) . . . . ?
C3 C4 C7 C7D -177.5(5) . . . . ?
C4 N3 C5 C6 -0.2(8) . . . . ?
C5 N3 C4 C3 178.2(4) . . . . ?
C5 N3 C4 C7 -1.3(7) . . . . ?
C6 C7D C7 C4 -1.1(8) . . . . ?
C7 C7D C6 C5 -0.3(8) . . . . ?
C8 C6D C9 C10 69.8(6) . . . . ?
C9 C6D C8 O9U 1.0(7) . . . . ?
C9 C6D C8 N4 -179.5(4) . . . . ?
C10 N6 N7 Cu1 3.1(5) . . . . ?
C10 N6 N7 C11 -176.2(4) . . . . ?
C12 N8 C13 C14 0.6(10) . . . . ?
C12 C5Q C15 C14 -0.4(9) . . . . ?
C13 N8 C12 C5Q -2.1(8) . . . . ?
C13 N8 C12 C11 178.2(5) . . . . ?
C13 C14 C15 C5Q -1.0(10) . . . . ?
C15 C5Q C12 N8 2.1(8) . . . . ?
C15 C5Q C12 C11 -178.3(5) . . . . ?
C16 N10 C19 C18 -1.5(10) . . . . ?
C16 N10 C19 C20 -178.5(5) . . . . ?
C17 C2H C18 C19 -1.5(15) . . . . ?
C18 C2H C17 C16 0.1(15) . . . . ?
C18 C19 C20 N3H -176.5(7) . . . . ?
C19 N10 C16 C17 0.0(9) . . . . ?
C20 N3H N2D C8G -171.2(5) . . . . ?
C21 N5O N4L C9M -175.8(5) . . . . ?
C21 C22 C25 C4L 178.8(7) . . . . ?
C22 N11 C23 C3K 1.7(9) . . . . ?
C22 C25 C4L C3K 0.4(13) . . . . ?
C23 N11 C22 C21 -180.0(5) . . . . ?
C23 N11 C22 C25 -2.2(9) . . . . ?
C23 C3K C4L C25 -0.9(13) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 387.0 5.8 ?
2 0.500 0.500 1.000 387.0 5.8 ?

_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_Compound2
_audit_block_doi                 10.5517/cc1j9s1n
_database_code_depnum_ccdc_archive 'CCDC 1409571'
_audit_update_record             
;
2016-06-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H15 Cl Cu N2 O8'
_chemical_formula_weight         402.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.627(14)
_cell_length_b                   8.412(10)
_cell_length_c                   16.461(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.40(3)
_cell_angle_gamma                90
_cell_volume                     1605(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120
_cell_measurement_reflns_used    3420
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      26.34

_exptl_crystal_description       Block
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             820
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.568
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.860
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4148
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.721
_diffrn_reflns_theta_max         27.131
_diffrn_reflns_theta_full        27.131
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             3547
_reflns_number_gt                3347
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
'B' alert of 'Low Bond Precision on  C-C Bonds ...' in checkcif 
was obtained due to disorder in the structure.
'B' alert of 'Short Inter D...A Contact  O004   ..  O3      ..       2.80 Ang'
in checkcif was shown most probably due to H-bonding between these two oxygen atoms. 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1370P)²+9.9202P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3547
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0838
_refine_ls_wR_factor_ref         0.2629
_refine_ls_wR_factor_gt          0.2443
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.87863(15) 0.55641(12) 0.50894(9) 0.0278(6) Uani 1 1 d . . . . .
Cl02 Cl 0.2187(4) 0.7893(3) 0.3651(3) 0.0656(16) Uani 1 1 d . . . . .
O003 O 1.0326(8) 0.5907(7) 0.5578(5) 0.027(2) Uani 1 1 d . . . . .
O004 O 0.8952(10) 0.7453(8) 0.4109(5) 0.040(3) Uani 1 1 d . . . . .
O005 O 0.7143(9) 0.5233(8) 0.4760(5) 0.033(2) Uani 1 1 d . . . . .
N006 N 0.8128(10) 0.6821(8) 0.5933(6) 0.024(3) Uani 1 1 d . . . . .
N007 N 0.6951(11) 0.6816(9) 0.5844(6) 0.030(3) Uani 1 1 d . . . . .
H007 H 0.6543 0.7330 0.6171 0.035 Uiso 1 1 calc R U . . .
O1 O 0.3129(14) 0.6841(12) 0.3625(7) 0.074(4) Uani 1 1 d . . . . .
C009 C 1.2204(15) 0.7597(13) 0.7246(8) 0.035(4) Uani 1 1 d . . . . .
H009 H 1.2986 0.7591 0.7416 0.042 Uiso 1 1 calc R U . . .
C00A C 1.1799(15) 0.6829(11) 0.6529(7) 0.033(4) Uani 1 1 d . . . . .
H00C H 1.2335 0.6348 0.6217 0.040 Uiso 1 1 calc R U . . .
C00B C 1.0663(13) 0.6743(10) 0.6260(7) 0.026(4) Uani 1 1 d . . . . .
C00C C 0.6453(13) 0.5935(12) 0.5200(7) 0.027(4) Uani 1 1 d . . . . .
C00D C 1.1412(16) 0.8376(12) 0.7706(8) 0.040(5) Uani 1 1 d . . . . .
H00D H 1.1659 0.8890 0.8188 0.049 Uiso 1 1 calc R U . . .
C00E C 0.9882(14) 0.7541(11) 0.6716(7) 0.032(4) Uani 1 1 d . . . . .
C00F C 0.8638(13) 0.7552(11) 0.6543(7) 0.030(4) Uani 1 1 d . . . . .
H00F H 0.8192 0.8114 0.6890 0.036 Uiso 1 1 calc R U . . .
C00G C 1.0268(14) 0.8372(12) 0.7435(8) 0.034(4) Uani 1 1 d . . . . .
H00G H 0.9739 0.8919 0.7726 0.041 Uiso 1 1 calc R U . . .
O4 O 0.2105(14) 0.8812(12) 0.2914(8) 0.082(5) Uani 1 1 d . . . . .
C00I C 0.5198(14) 0.5854(12) 0.5084(9) 0.046(4) Uani 1 1 d . . . . .
H00E H 0.4928 0.6526 0.4629 0.055 Uiso 1 1 calc R U . . .
H00H H 0.4865 0.6246 0.5568 0.055 Uiso 1 1 calc R U . . .
O5 O 0.5349(15) 0.8069(15) 0.6822(8) 0.085(5) Uani 1 1 d . . . . .
H5 H 0.5787 0.8189 0.7232 0.127 Uiso 1 1 calc R U . . .
C00K C 0.8552(19) 0.9009(14) 0.4213(10) 0.064(6) Uani 1 1 d . . . . .
H00I H 0.7742 0.9057 0.4051 0.096 Uiso 1 1 calc R U . . .
H00J H 0.8959 0.9725 0.3882 0.096 Uiso 1 1 calc R U . . .
H00K H 0.8681 0.9310 0.4775 0.096 Uiso 1 1 calc R U . . .
O2 O 0.228(3) 0.880(2) 0.4309(9) 0.178(12) Uani 1 1 d . . . . .
O3 O 0.1162(17) 0.6876(16) 0.3605(15) 0.150(9) Uani 1 1 d . . . . .
C1 C 0.486(3) 0.9585(19) 0.657(2) 0.166(16) Uani 1 1 d . . . . .
H1A H 0.4898 1.0298 0.7027 0.249 Uiso 1 1 calc R U . . .
H1B H 0.4070 0.9442 0.6369 0.249 Uiso 1 1 calc R U . . .
H1C H 0.5287 1.0023 0.6146 0.249 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 O003 1.927(10) . ?
Cu01 N006 1.948(9) . ?
Cu01 O005 1.965(10) . ?
Cu01 O003 1.994(7) 3_766 ?
Cu01 O004 2.283(7) . ?
Cu01 Cu01 3.013(5) 3_766 ?
Cl02 O2 1.325(15) . ?
Cl02 O1 1.411(14) . ?
Cl02 O4 1.435(11) . ?
Cl02 O3 1.464(19) . ?
O003 C00B 1.358(14) . ?
O003 Cu01 1.994(7) 3_766 ?
O004 C00K 1.404(15) . ?
O005 C00C 1.267(14) . ?
N006 C00F 1.283(15) . ?
N006 N007 1.365(15) . ?
N007 C00C 1.385(16) . ?
C009 C00A 1.396(17) . ?
C009 C00D 1.40(2) . ?
C00A C00B 1.362(19) . ?
C00B C00E 1.393(16) . ?
C00C C00I 1.46(2) . ?
C00D C00G 1.37(2) . ?
C00E C00G 1.418(17) . ?
C00E C00F 1.45(2) . ?
C00I C00I 1.53(2) 3_666 ?
O5 C1 1.44(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 Cu01 N006 91.4(4) . . ?
O003 Cu01 O005 171.3(3) . . ?
N006 Cu01 O005 81.2(4) . . ?
O003 Cu01 O003 79.6(4) . 3_766 ?
N006 Cu01 O003 167.8(4) . 3_766 ?
O005 Cu01 O003 107.1(4) . 3_766 ?
O003 Cu01 O004 93.7(4) . . ?
N006 Cu01 O004 100.7(3) . . ?
O005 Cu01 O004 92.1(4) . . ?
O003 Cu01 O004 88.1(3) 3_766 . ?
O003 Cu01 Cu01 40.6(2) . 3_766 ?
N006 Cu01 Cu01 131.5(4) . 3_766 ?
O005 Cu01 Cu01 145.7(2) . 3_766 ?
O003 Cu01 Cu01 39.0(3) 3_766 3_766 ?
O004 Cu01 Cu01 91.1(3) . 3_766 ?
O2 Cl02 O1 112.0(14) . . ?
O2 Cl02 O4 112.1(9) . . ?
O1 Cl02 O4 108.3(8) . . ?
O2 Cl02 O3 113.1(16) . . ?
O1 Cl02 O3 105.2(9) . . ?
O4 Cl02 O3 105.7(11) . . ?
C00B O003 Cu01 128.5(8) . . ?
C00B O003 Cu01 130.4(8) . 3_766 ?
Cu01 O003 Cu01 100.4(4) . 3_766 ?
C00K O004 Cu01 121.1(8) . . ?
C00C O005 Cu01 114.9(8) . . ?
C00F N006 N007 119.0(10) . . ?
C00F N006 Cu01 129.4(10) . . ?
N007 N006 Cu01 111.6(7) . . ?
N006 N007 C00C 116.2(10) . . ?
C00A C009 C00D 118.8(16) . . ?
C00B C00A C009 123.7(13) . . ?
O003 C00B C00A 120.5(10) . . ?
O003 C00B C00E 122.4(13) . . ?
C00A C00B C00E 117.1(11) . . ?
O005 C00C N007 116.2(13) . . ?
O005 C00C C00I 125.1(11) . . ?
N007 C00C C00I 118.7(10) . . ?
C00G C00D C009 119.0(12) . . ?
C00B C00E C00G 120.6(14) . . ?
C00B C00E C00F 125.3(11) . . ?
C00G C00E C00F 114.0(11) . . ?
N006 C00F C00E 122.9(11) . . ?
C00D C00G C00E 120.7(12) . . ?
C00C C00I C00I 110.6(13) . 3_666 ?

_refine_diff_density_max         0.996
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.133

####################################################################### 
# 
# 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_Compound3
_audit_block_doi                 10.5517/cc1j9s2p
_database_code_depnum_ccdc_archive 'CCDC 1409572'
_audit_update_record             
;
2016-06-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;
_audit_creation_date             2016-05-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 Co2 N12 O4, 4(Cl O4)'
_chemical_formula_sum            'C32 H32 Cl4 Co2 N12 O20'
_chemical_formula_weight         1164.34
_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 0.0033 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'
Cl Cl 0.1484 0.1585 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.1541(8)
_cell_length_b                   17.1252(8)
_cell_length_c                   17.2051(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.721(4)
_cell_angle_gamma                90
_cell_volume                     4865.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5460
_cell_measurement_temperature    120
_cell_measurement_theta_max      25.89
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  0.728
_exptl_absorpt_correction_T_min  0.686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Black
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Diamond
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0067
_diffrn_reflns_av_unetI/netI     0.0069
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11123
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.447
_diffrn_reflns_theta_min         1.713
_diffrn_reflns_v_R_equivalents   ?
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                5478
_reflns_number_total             5567
_reflns_special_details          
;
Both the 'B' alerts of ' Hirshfeld Test Diff for    N4     --  C47 ..' 
and 'Hirshfeld Test Diff for    C108   --  C109    ..' were shown in checkcif
due to disorderness of the C-C single bond and in the pyridine ring respectively.

No solvent is masked in the structure as the data obtained from 'SQUEEZE' operation 
and also the weight of the Q peaks were very low after the final refinemnt.

 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_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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    ?
_refine_diff_density_max         0.937
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         5567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0757P)²+8.0952P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1490
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Others
 Fixed Sof: C106(0.34) C16B(0.33) C16C(0.33)
3.a Riding coordinates:
 N4(H4), N10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C63(H63A,H63B)
3.c Aromatic/amide H refined with riding coordinates:
 C44(H44), C50(H50), C55(H55), C57(H57), C58(H58), C65(H65), C75(H75),
 C107(H107), C108(H108), C109(H109)
;
_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
Co1 Co 0.36007(2) 1.00646(2) 0.09217(2) 0.04530(13) Uani 1 1 d . . . . .
O13 O 0.45084(14) 0.91842(14) 0.15076(16) 0.0703(6) Uani 1 1 d . . . . .
O15 O 0.41755(12) 1.09336(11) 0.18091(11) 0.0527(4) Uani 1 1 d . . . . .
N1 N 0.33224(15) 0.96392(15) -0.02835(14) 0.0543(5) Uani 1 1 d . . . . .
N3 N 0.24164(16) 1.05251(16) 0.07232(17) 0.0632(6) Uani 1 1 d . . . . .
N4 N 0.3454(2) 0.86599(17) 0.18317(19) 0.0803(9) Uani 1 1 d . . . . .
H4 H 0.3234 0.8284 0.2027 0.096 Uiso 1 1 d R . . . .
N5 N 0.30243(17) 0.92895(15) 0.14754(15) 0.0591(6) Uani 1 1 d . . . . .
N10 N 0.46775(14) 1.13605(13) 0.08148(13) 0.0503(5) Uani 1 1 d . . . . .
H10 H 0.4988 1.1652 0.0622 0.060 Uiso 1 1 d R . . . .
N11 N 0.42543(12) 1.07692(12) 0.03681(12) 0.0437(4) Uani 1 1 d . . . . .
C44 C 0.2683(3) 0.8850(3) -0.1416(2) 0.0802(10) Uani 1 1 d . . . . .
H44 H 0.2309 0.8463 -0.1637 0.096 Uiso 1 1 calc R . . . .
C45 C 0.1919(2) 1.0070(2) 0.1016(3) 0.0766(10) Uani 1 1 d . . . . .
C47 C 0.4222(3) 0.86508(19) 0.1820(3) 0.0878(14) Uani 1 1 d . . . . .
C50 C 0.2796(2) 0.9075(2) -0.0615(2) 0.0748(9) Uani 1 1 d . . . . .
H50 H 0.2502 0.8829 -0.0305 0.090 Uiso 1 1 calc R . . . .
C55 C 0.2111(3) 1.1167(3) 0.0309(3) 0.1023(15) Uani 1 1 d . . . . .
H55 H 0.2441 1.1494 0.0106 0.123 Uiso 1 1 calc R . . . .
C57 C 0.3114(2) 0.9191(2) -0.1871(2) 0.0686(8) Uani 1 1 d . . . . .
H57 H 0.3052 0.9031 -0.2401 0.082 Uiso 1 1 calc R . . . .
C58 C 0.2279(2) 0.9380(2) 0.1432(2) 0.0758(10) Uani 1 1 d . . . . .
H58 H 0.1989 0.9026 0.1653 0.091 Uiso 1 1 calc R . . . .
C63 C 0.5035(2) 1.20712(16) 0.20693(18) 0.0568(6) Uani 1 1 d . . . . .
H63A H 0.4823 1.2560 0.1813 0.068 Uiso 1 1 calc R . . . .
H63B H 0.5603 1.2042 0.2081 0.068 Uiso 1 1 calc R . . . .
C65 C 0.3643(2) 0.9775(2) -0.15461(17) 0.0598(7) Uani 1 1 d . . . . .
H65 H 0.3941 1.0020 -0.1854 0.072 Uiso 1 1 calc R . . . .
C72 C 0.45952(16) 1.14130(15) 0.15727(15) 0.0469(5) Uani 1 1 d . . . . .
C73 C 0.37304(17) 0.99987(15) -0.07592(16) 0.0470(6) Uani 1 1 d . . . . .
C75 C 0.42491(16) 1.06425(16) -0.03712(15) 0.0491(6) Uani 1 1 d . . . . .
H75 H 0.4552 1.0938 -0.0637 0.059 Uiso 1 1 calc R . . . .
C106 C 0.4542(8) 0.7976(5) 0.2487(10) 0.080(4) Uani 0.34 1 d . . P . .
C16B C 0.4933(7) 0.7966(6) 0.1999(6) 0.054(2) Uiso 0.33 1 d . . P . .
C16C C 0.4683(8) 0.7923(8) 0.2147(8) 0.056(3) Uiso 0.33 1 d . . P . .
C107 C 0.1106(4) 1.0250(5) 0.0920(6) 0.146(3) Uani 1 1 d . . . . .
H107 H 0.0785 0.9916 0.1129 0.175 Uiso 1 1 calc R . . . .
C108 C 0.0792(5) 1.0879(5) 0.0541(8) 0.194(5) Uani 1 1 d . . . . .
H108 H 0.0260 1.1019 0.0508 0.233 Uiso 1 1 calc R . . . .
C109 C 0.1276(5) 1.1344(4) 0.0181(6) 0.175(4) Uani 1 1 d . . . . .
H109 H 0.1049 1.1767 -0.0140 0.210 Uiso 1 1 calc R . . . .
Cl3 Cl 0.10759(6) 0.22006(6) 0.51367(9) 0.0937(3) Uani 1 1 d . . . . .
O9 O 0.0665(4) 0.1952(5) 0.5688(4) 0.196(3) Uani 1 1 d . . . . .
O10 O 0.1902(3) 0.2235(3) 0.5608(4) 0.158(2) Uani 1 1 d . . . . .
O18 O 0.0961(3) 0.1694(4) 0.4542(3) 0.159(2) Uani 1 1 d . . . . .
O22 O 0.0687(4) 0.2901(3) 0.4904(3) 0.175(2) Uani 1 1 d . . . . .
Cl1 Cl 0.25106(13) 0.29566(9) 0.16523(8) 0.1405(7) Uani 1 1 d . . . . .
O1 O 0.2252(6) 0.2595(3) 0.2291(3) 0.219(4) Uani 1 1 d . . . . .
O2 O 0.2706(6) 0.3704(4) 0.1855(4) 0.233(4) Uani 1 1 d . . . . .
O3 O 0.3073(4) 0.2514(4) 0.1411(3) 0.187(3) Uani 1 1 d . . . . .
O19 O 0.1834(4) 0.3047(4) 0.0990(4) 0.187(3) 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 O13 2.205(2) . ?
Co1 O15 2.168(2) . ?
Co1 N1 2.127(2) . ?
Co1 N3 2.119(3) . ?
Co1 N5 2.039(2) . ?
Co1 N11 2.049(2) . ?
O13 C47 1.229(5) . ?
O15 C72 1.231(3) . ?
N1 C50 1.340(4) . ?
N1 C73 1.360(3) . ?
N3 C45 1.350(5) . ?
N3 C55 1.337(5) . ?
N4 H4 0.8599 . ?
N4 N5 1.355(4) . ?
N4 C47 1.322(6) . ?
N5 C58 1.270(5) . ?
N10 H10 0.8598 . ?
N10 N11 1.357(3) . ?
N10 C72 1.352(3) . ?
N11 C75 1.288(3) . ?
C44 H44 0.9300 . ?
C44 C50 1.392(5) . ?
C44 C57 1.348(5) . ?
C45 C58 1.431(6) . ?
C45 C107 1.394(7) . ?
C47 C106 1.616(12) . ?
C47 C16B 1.660(11) . ?
C47 C16C 1.501(13) . ?
C50 H50 0.9300 . ?
C55 H55 0.9300 . ?
C55 C109 1.422(9) . ?
C57 H57 0.9300 . ?
C57 C65 1.364(5) . ?
C58 H58 0.9300 . ?
C63 C63 1.519(6) 2_655 ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C63 C72 1.490(4) . ?
C65 H65 0.9300 . ?
C65 C73 1.375(4) . ?
C73 C75 1.460(4) . ?
C75 H75 0.9300 . ?
C106 C106 1.56(3) 2_655 ?
C106 C16B 1.078(14) 2_655 ?
C106 C16B 1.21(2) . ?
C106 C16C 1.311(14) 2_655 ?
C106 C16C 0.697(17) . ?
C16B C106 1.078(14) 2_655 ?
C16B C16B 1.67(2) 2_655 ?
C16B C16C 1.440(14) 2_655 ?
C16B C16C 0.558(13) . ?
C16C C106 1.311(14) 2_655 ?
C16C C16B 1.440(14) 2_655 ?
C16C C16C 1.39(3) 2_655 ?
C107 H107 0.9300 . ?
C107 C108 1.298(11) . ?
C108 H108 0.9300 . ?
C108 C109 1.409(13) . ?
C109 H109 0.9300 . ?
Cl3 O9 1.394(6) . ?
Cl3 O10 1.430(4) . ?
Cl3 O18 1.314(5) . ?
Cl3 O22 1.378(4) . ?
Cl1 O1 1.432(6) . ?
Cl1 O2 1.346(7) . ?
Cl1 O3 1.377(5) . ?
Cl1 O19 1.398(6) . ?

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
O15 Co1 O13 90.99(8) . . ?
N1 Co1 O13 98.96(10) . . ?
N1 Co1 O15 149.40(8) . . ?
N3 Co1 O13 148.81(11) . . ?
N3 Co1 O15 95.24(9) . . ?
N3 Co1 N1 91.04(10) . . ?
N5 Co1 O13 73.32(11) . . ?
N5 Co1 O15 107.66(9) . . ?
N5 Co1 N1 102.91(10) . . ?
N5 Co1 N3 75.67(11) . . ?
N5 Co1 N11 174.98(10) . . ?
N11 Co1 O13 101.98(9) . . ?
N11 Co1 O15 73.82(8) . . ?
N11 Co1 N1 75.82(9) . . ?
N11 Co1 N3 109.11(10) . . ?
C47 O13 Co1 113.0(3) . . ?
C72 O15 Co1 114.84(17) . . ?
C50 N1 Co1 127.6(2) . . ?
C50 N1 C73 117.8(3) . . ?
C73 N1 Co1 114.56(18) . . ?
C45 N3 Co1 113.6(2) . . ?
C55 N3 Co1 127.7(3) . . ?
C55 N3 C45 118.5(4) . . ?
N5 N4 H4 122.0 . . ?
C47 N4 H4 122.8 . . ?
C47 N4 N5 115.1(3) . . ?
N4 N5 Co1 117.1(2) . . ?
C58 N5 Co1 120.0(3) . . ?
C58 N5 N4 122.7(3) . . ?
N11 N10 H10 120.5 . . ?
C72 N10 H10 124.8 . . ?
C72 N10 N11 114.6(2) . . ?
N10 N11 Co1 116.89(15) . . ?
C75 N11 Co1 120.10(18) . . ?
C75 N11 N10 123.0(2) . . ?
C50 C44 H44 119.9 . . ?
C57 C44 H44 119.9 . . ?
C57 C44 C50 120.3(3) . . ?
N3 C45 C58 115.6(3) . . ?
N3 C45 C107 122.8(5) . . ?
C107 C45 C58 121.6(5) . . ?
O13 C47 N4 121.1(3) . . ?
O13 C47 C106 138.0(6) . . ?
O13 C47 C16B 104.2(6) . . ?
O13 C47 C16C 123.2(7) . . ?
N4 C47 C106 98.4(7) . . ?
N4 C47 C16B 133.7(5) . . ?
N4 C47 C16C 115.5(7) . . ?
N1 C50 C44 121.2(3) . . ?
N1 C50 H50 119.4 . . ?
C44 C50 H50 119.4 . . ?
N3 C55 H55 120.3 . . ?
N3 C55 C109 119.4(6) . . ?
C109 C55 H55 120.3 . . ?
C44 C57 H57 120.4 . . ?
C44 C57 C65 119.2(3) . . ?
C65 C57 H57 120.4 . . ?
N5 C58 C45 115.0(3) . . ?
N5 C58 H58 122.5 . . ?
C45 C58 H58 122.5 . . ?
C63 C63 H63A 108.9 2_655 . ?
C63 C63 H63B 108.9 2_655 . ?
H63A C63 H63B 107.7 . . ?
C72 C63 C63 113.4(2) . 2_655 ?
C72 C63 H63A 108.9 . . ?
C72 C63 H63B 108.9 . . ?
C57 C65 H65 120.3 . . ?
C57 C65 C73 119.4(3) . . ?
C73 C65 H65 120.3 . . ?
O15 C72 N10 119.8(2) . . ?
O15 C72 C63 124.4(2) . . ?
N10 C72 C63 115.7(2) . . ?
N1 C73 C65 122.0(3) . . ?
N1 C73 C75 114.6(2) . . ?
C65 C73 C75 123.4(3) . . ?
N11 C75 C73 114.8(2) . . ?
N11 C75 H75 122.6 . . ?
C73 C75 H75 122.6 . . ?
C106 C106 C47 99.6(13) 2_655 . ?
C16B C106 C47 70.3(10) . . ?
C16B C106 C47 129.9(9) 2_655 . ?
C16B C106 C106 50.5(8) 2_655 2_655 ?
C16B C106 C16B 94.1(14) 2_655 . ?
C16B C106 C16C 69.6(12) . 2_655 ?
C16C C106 C47 68.0(16) . . ?
C16C C106 C47 119.7(14) 2_655 . ?
C16C C106 C106 56(2) . 2_655 ?
C16C C106 C16B 106(2) . 2_655 ?
C16C C106 C16C 82(2) . 2_655 ?
C47 C16B C16B 94.6(7) . 2_655 ?
C106 C16B C47 66.4(7) . . ?
C106 C16B C47 123.4(10) 2_655 . ?
C106 C16B C106 85.9(14) 2_655 . ?
C106 C16B C16B 46.0(11) 2_655 2_655 ?
C106 C16B C16C 58.6(9) . 2_655 ?
C16C C16B C47 109.6(10) 2_655 . ?
C16C C16B C47 63.9(19) . . ?
C16C C16B C106 102(2) . 2_655 ?
C16C C16B C16B 56.1(18) . 2_655 ?
C16C C16B C16C 74(2) . 2_655 ?
C106 C16C C47 119.1(11) 2_655 . ?
C106 C16C C47 86.5(16) . . ?
C106 C16C C106 97(2) . 2_655 ?
C106 C16C C16B 51.8(11) 2_655 2_655 ?
C106 C16C C16B 45.9(15) . 2_655 ?
C106 C16C C16C 68.5(17) . 2_655 ?
C16B C16C C47 112.9(11) 2_655 . ?
C16B C16C C47 97(2) . . ?
C16B C16C C106 148(3) . . ?
C16B C16C C106 53.6(18) . 2_655 ?
C16B C16C C16B 105(2) . 2_655 ?
C16B C16C C16C 83(2) . 2_655 ?
C16C C16C C47 122.3(6) 2_655 . ?
C45 C107 H107 119.7 . . ?
C108 C107 C45 120.5(7) . . ?
C108 C107 H107 119.7 . . ?
C107 C108 H108 120.8 . . ?
C107 C108 C109 118.5(6) . . ?
C109 C108 H108 120.8 . . ?
C55 C109 H109 120.0 . . ?
C108 C109 C55 120.0(7) . . ?
C108 C109 H109 120.0 . . ?
O9 Cl3 O10 103.4(4) . . ?
O18 Cl3 O9 109.3(4) . . ?
O18 Cl3 O10 112.7(3) . . ?
O18 Cl3 O22 112.9(4) . . ?
O22 Cl3 O9 99.8(4) . . ?
O22 Cl3 O10 117.1(4) . . ?
O2 Cl1 O1 108.6(4) . . ?
O2 Cl1 O3 117.2(5) . . ?
O2 Cl1 O19 101.5(5) . . ?
O3 Cl1 O1 112.4(4) . . ?
O3 Cl1 O19 108.1(3) . . ?
O19 Cl1 O1 108.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O13 C47 N4 -4.1(5) . . . . ?
Co1 O13 C47 C106 -161.7(10) . . . . ?
Co1 O13 C47 C16B 165.7(4) . . . . ?
Co1 O13 C47 C16C 170.6(6) . . . . ?
Co1 O15 C72 N10 -1.1(3) . . . . ?
Co1 O15 C72 C63 178.8(2) . . . . ?
Co1 N1 C50 C44 -179.2(3) . . . . ?
Co1 N1 C73 C65 177.6(2) . . . . ?
Co1 N1 C73 C75 -3.5(3) . . . . ?
Co1 N3 C45 C58 2.3(4) . . . . ?
Co1 N3 C45 C107 -177.2(5) . . . . ?
Co1 N3 C55 C109 174.4(5) . . . . ?
Co1 N5 C58 C45 -3.3(4) . . . . ?
Co1 N11 C75 C73 2.2(3) . . . . ?
O13 C47 C106 C106 -17.0(17) . . . 2_655 ?
O13 C47 C106 C16B -49.7(12) . . . . ?
O13 C47 C106 C16B 29(3) . . . 2_655 ?
O13 C47 C106 C16C 1(2) . . . 2_655 ?
O13 C47 C106 C16C -64.7(18) . . . . ?
O13 C47 C16B C106 148.2(7) . . . . ?
O13 C47 C16B C106 80.6(18) . . . 2_655 ?
O13 C47 C16B C16B 119.2(6) . . . 2_655 ?
O13 C47 C16B C16C 107.6(10) . . . 2_655 ?
O13 C47 C16B C16C 168(2) . . . . ?
O13 C47 C16C C106 37(2) . . . 2_655 ?
O13 C47 C16C C106 133.7(15) . . . . ?
O13 C47 C16C C16B -14(2) . . . . ?
O13 C47 C16C C16B 95.2(13) . . . 2_655 ?
O13 C47 C16C C16C 72(2) . . . 2_655 ?
N1 C73 C75 N11 1.0(3) . . . . ?
N3 C45 C58 N5 0.5(5) . . . . ?
N3 C45 C107 C108 -0.5(12) . . . . ?
N3 C55 C109 C108 4.7(12) . . . . ?
N4 N5 C58 C45 -178.5(3) . . . . ?
N4 C47 C106 C106 -177.8(10) . . . 2_655 ?
N4 C47 C106 C16B 149.5(7) . . . . ?
N4 C47 C106 C16B -132(2) . . . 2_655 ?
N4 C47 C106 C16C -159.6(16) . . . 2_655 ?
N4 C47 C106 C16C 134.5(17) . . . . ?
N4 C47 C16B C106 -44.0(9) . . . . ?
N4 C47 C16B C106 -111.6(17) . . . 2_655 ?
N4 C47 C16B C16B -73.0(8) . . . 2_655 ?
N4 C47 C16B C16C -84.6(11) . . . 2_655 ?
N4 C47 C16B C16C -24(2) . . . . ?
N4 C47 C16C C106 -147.7(16) . . . 2_655 ?
N4 C47 C16C C106 -51.4(18) . . . . ?
N4 C47 C16C C16B 160.6(19) . . . . ?
N4 C47 C16C C16B -89.9(12) . . . 2_655 ?
N4 C47 C16C C16C -113.2(17) . . . 2_655 ?
N5 N4 C47 O13 0.3(5) . . . . ?
N5 N4 C47 C106 165.3(5) . . . . ?
N5 N4 C47 C16B -165.9(6) . . . . ?
N5 N4 C47 C16C -174.8(6) . . . . ?
N10 N11 C75 C73 -177.5(2) . . . . ?
N11 N10 C72 O15 1.5(4) . . . . ?
N11 N10 C72 C63 -178.4(2) . . . . ?
C44 C57 C65 C73 0.6(5) . . . . ?
C45 N3 C55 C109 -0.8(7) . . . . ?
C45 C107 C108 C109 4.4(16) . . . . ?
C47 N4 N5 Co1 4.1(4) . . . . ?
C47 N4 N5 C58 179.5(3) . . . . ?
C47 C106 C16B C106 129.3(7) . . . 2_655 ?
C47 C106 C16B C16B 131.1(7) . . . 2_655 ?
C47 C106 C16B C16C -78(6) . . . . ?
C47 C106 C16B C16C 134.0(9) . . . 2_655 ?
C47 C106 C16C C106 118.9(12) . . . 2_655 ?
C47 C106 C16C C16B 127.0(9) . . . 2_655 ?
C47 C106 C16C C16B 97(6) . . . . ?
C47 C106 C16C C16C 126.8(6) . . . 2_655 ?
C47 C16B C16C C106 -94(6) . . . . ?
C47 C16B C16C C106 -121.6(10) . . . 2_655 ?
C47 C16B C16C C16B -115.9(17) . . . 2_655 ?
C47 C16B C16C C16C -121.8(7) . . . 2_655 ?
C50 N1 C73 C65 -2.9(4) . . . . ?
C50 N1 C73 C75 175.9(3) . . . . ?
C50 C44 C57 C65 -2.1(6) . . . . ?
C55 N3 C45 C58 178.1(4) . . . . ?
C55 N3 C45 C107 -1.4(7) . . . . ?
C57 C44 C50 N1 1.1(7) . . . . ?
C57 C65 C73 N1 2.0(5) . . . . ?
C57 C65 C73 C75 -176.8(3) . . . . ?
C58 C45 C107 C108 -180.0(8) . . . . ?
C63 C63 C72 O15 3.8(4) 2_655 . . . ?
C63 C63 C72 N10 -176.3(3) 2_655 . . . ?
C65 C73 C75 N11 179.8(3) . . . . ?
C72 N10 N11 Co1 -1.2(3) . . . . ?
C72 N10 N11 C75 178.6(2) . . . . ?
C73 N1 C50 C44 1.4(6) . . . . ?
C106 C47 C16B C106 -67.6(16) . . . 2_655 ?
C106 C47 C16B C16B -29.0(6) . . . 2_655 ?
C106 C47 C16B C16C 19(2) . . . . ?
C106 C47 C16B C16C -40.6(9) . . . 2_655 ?
C106 C47 C16C C106 -96(3) . . . 2_655 ?
C106 C47 C16C C16B -148(3) . . . . ?
C106 C47 C16C C16B -38.5(14) . . . 2_655 ?
C106 C47 C16C C16C -61.8(19) . . . 2_655 ?
C106 C106 C16B C47 -129.3(7) 2_655 . . . ?
C106 C106 C16B C16B 1.8(13) 2_655 . . 2_655 ?
C106 C106 C16B C16C 153(6) 2_655 . . . ?
C106 C106 C16B C16C 4.7(10) 2_655 . . 2_655 ?
C106 C106 C16C C47 -118.9(12) 2_655 . . . ?
C106 C106 C16C C16B -22(5) 2_655 . . . ?
C106 C106 C16C C16B 8.0(17) 2_655 . . 2_655 ?
C106 C106 C16C C16C 7.8(15) 2_655 . . 2_655 ?
C106 C16B C16C C47 121.6(10) 2_655 . . . ?
C106 C16B C16C C47 94(6) . . . . ?
C106 C16B C16C C106 28(6) 2_655 . . . ?
C106 C16B C16C C106 -28(6) . . . 2_655 ?
C106 C16B C16C C16B 6(2) 2_655 . . 2_655 ?
C106 C16B C16C C16B -22(5) . . . 2_655 ?
C106 C16B C16C C16C -0.2(8) 2_655 . . 2_655 ?
C106 C16B C16C C16C -28(6) . . . 2_655 ?
C16B C47 C106 C106 32.7(9) . . . 2_655 ?
C16B C47 C106 C16B 78(2) . . . 2_655 ?
C16B C47 C106 C16C -15.0(16) . . . . ?
C16B C47 C106 C16C 50.9(15) . . . 2_655 ?
C16B C47 C16C C106 148(3) . . . . ?
C16B C47 C16C C106 51.7(19) . . . 2_655 ?
C16B C47 C16C C16B 110(2) . . . 2_655 ?
C16B C47 C16C C16C 86(2) . . . 2_655 ?
C16B C106 C16B C47 -131.1(7) 2_655 . . . ?
C16B C106 C16B C106 -1.8(13) 2_655 . . 2_655 ?
C16B C106 C16B C16C 3.0(11) 2_655 . . 2_655 ?
C16B C106 C16B C16C 151(6) 2_655 . . . ?
C16B C106 C16C C47 -97(6) . . . . ?
C16B C106 C16C C47 -127.0(9) 2_655 . . . ?
C16B C106 C16C C106 -8.0(17) 2_655 . . 2_655 ?
C16B C106 C16C C106 22(5) . . . 2_655 ?
C16B C106 C16C C16B 30(6) . . . 2_655 ?
C16B C106 C16C C16B -30(6) 2_655 . . . ?
C16B C106 C16C C16C 30(6) . . . 2_655 ?
C16B C106 C16C C16C -0.2(7) 2_655 . . 2_655 ?
C16B C16B C16C C47 115.9(17) 2_655 . . . ?
C16B C16B C16C C106 -6(2) 2_655 . . 2_655 ?
C16B C16B C16C C106 22(5) 2_655 . . . ?
C16B C16B C16C C16C -6.0(15) 2_655 . . 2_655 ?
C16C C47 C106 C106 47.7(19) . . . 2_655 ?
C16C C47 C106 C16B 93(3) . . . 2_655 ?
C16C C47 C106 C16B 15.0(16) . . . . ?
C16C C47 C106 C16C 66(2) . . . 2_655 ?
C16C C47 C16B C106 -19(2) . . . . ?
C16C C47 C16B C106 -87(2) . . . 2_655 ?
C16C C47 C16B C16B -48.5(19) . . . 2_655 ?
C16C C47 C16B C16C -60.1(19) . . . 2_655 ?
C16C C106 C16B C47 -134.0(9) 2_655 . . . ?
C16C C106 C16B C47 78(6) . . . . ?
C16C C106 C16B C106 -4.7(10) 2_655 . . 2_655 ?
C16C C106 C16B C106 -153(6) . . . 2_655 ?
C16C C106 C16B C16B -151(6) . . . 2_655 ?
C16C C106 C16B C16B -3.0(11) 2_655 . . 2_655 ?
C16C C106 C16B C16C -148(7) . . . 2_655 ?
C16C C106 C16B C16C 148(7) 2_655 . . . ?
C16C C106 C16C C47 -126.8(6) 2_655 . . . ?
C16C C106 C16C C106 -7.8(15) 2_655 . . 2_655 ?
C16C C106 C16C C16B 0.2(7) 2_655 . . 2_655 ?
C16C C106 C16C C16B -30(6) 2_655 . . . ?
C16C C16B C16C C47 121.8(7) 2_655 . . . ?
C16C C16B C16C C106 0.2(8) 2_655 . . 2_655 ?
C16C C16B C16C C106 28(6) 2_655 . . . ?
C16C C16B C16C C16B 6.0(15) 2_655 . . 2_655 ?
C107 C45 C58 N5 -180.0(5) . . . . ?
C107 C108 C109 C55 -6.6(16) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.004 0.250 164.3 0.0 ?
2 0.000 -0.004 0.750 164.3 0.0 ?
3 0.500 0.504 0.250 164.3 0.0 ?
4 0.500 0.496 0.750 164.3 0.0 ?

_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_Compound4
_audit_block_doi                 10.5517/cc1j9s3q
_database_code_depnum_ccdc_archive 'CCDC 1409573'
_audit_update_record             
;
2016-06-18 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H36 Co2 N8 O10'
_chemical_formula_weight         858.59

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   14.760(3)
_cell_length_b                   15.131(3)
_cell_length_c                   21.537(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.726(6)
_cell_angle_gamma                90
_cell_volume                     4725.9(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    120
_cell_measurement_reflns_used    6647
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      24.56

_exptl_crystal_description       Diamond
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_F_000             1768
_exptl_transmission_factor_min   0.761
_exptl_transmission_factor_max   0.797
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_exptl_absorpt_coefficient_mu    0.757
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            99494
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_av_R_equivalents  0.1107
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.283
_diffrn_reflns_theta_max         25.735
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8861
_reflns_number_gt                6647
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
'B' alerts of 'Isolated Oxygen Atom (H-atoms Missing ?)...' in checkcif 
were shown because H atoms of water molecules for O9 and O10 were unable to locate.
Value of both R1 and wR2 are high due to large no. of low angle relection data 
during data collection as well as due to disorderness in the structure. 

No solvent is masked in the structure as the data obtained from 'SQUEEZE' operation.

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1830P)²+24.3264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8861
_refine_ls_number_parameters     481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1208
_refine_ls_R_factor_gt           0.1026
_refine_ls_wR_factor_ref         0.3031
_refine_ls_wR_factor_gt          0.2909
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co6 Co 0.63726(5) 0.78979(5) 0.74957(4) 0.0264(3) Uani 1 1 d . . . . .
Co8 Co 0.36033(5) 1.08501(5) 0.74549(4) 0.0267(3) Uani 1 1 d . . . . .
O1 O 0.5133(3) 0.7987(3) 0.7663(2) 0.0306(10) Uani 1 1 d . . . . .
O2 O 0.3538(3) 0.9597(3) 0.7304(2) 0.0317(10) Uani 1 1 d . . . . .
O6 O 0.6371(3) 0.6679(3) 0.7666(2) 0.0351(10) Uani 1 1 d . . . . .
O4 O 0.4923(3) 1.0751(3) 0.7654(2) 0.0297(9) Uani 1 1 d . . . . .
O5 O 0.2317(3) 1.0941(3) 0.7235(2) 0.0340(10) Uani 1 1 d . . . . .
O7 O 0.7560(3) 0.7870(3) 0.7289(2) 0.0351(11) Uani 1 1 d . . . . .
O3 O 0.6352(3) 0.9154(3) 0.7353(2) 0.0297(10) Uani 1 1 d . . . . .
N6 N 0.3458(3) 1.0537(3) 0.8267(2) 0.0272(11) Uani 1 1 d . . . . .
O8 O 0.3722(3) 1.2053(3) 0.7621(2) 0.0402(11) Uani 1 1 d . . . . .
N1 N 0.4763(4) 1.1106(4) 0.6630(3) 0.0406(14) Uani 1 1 d . . . . .
H1 H 0.4983 1.1224 0.6297 0.049 Uiso 1 1 calc R U . . .
N2 N 0.3821(4) 1.1081(4) 0.6639(3) 0.0332(12) Uani 1 1 d . . . . .
C177 C 0.1867(4) 1.1069(4) 0.6661(3) 0.0311(14) Uani 1 1 d . . . . .
C180 C 0.6619(5) 0.5407(5) 0.8292(4) 0.0442(17) Uani 1 1 d . . . . .
H180 H 0.6322 0.5079 0.7948 0.053 Uiso 1 1 calc R U . . .
N7 N 0.4789(4) 0.7628(4) 0.6629(3) 0.0361(13) Uani 1 1 d . . . . .
H7 H 0.4403 0.7515 0.6287 0.043 Uiso 1 1 calc R U . . .
N8 N 0.5749(4) 0.7638(4) 0.6672(3) 0.0340(12) Uani 1 1 d . . . . .
C183 C 0.7350(6) 0.7159(6) 0.5641(4) 0.057(2) Uani 1 1 d . . . . .
H183 H 0.6909 0.6985 0.5297 0.069 Uiso 1 1 calc R U . . .
N3 N 0.7017(4) 0.9149(3) 0.8370(3) 0.0380(13) Uani 1 1 d . . . . .
H3 H 0.7256 0.9414 0.8715 0.046 Uiso 1 1 calc R U . . .
C188 C 0.3532(5) 0.7791(4) 0.7197(4) 0.0373(15) Uani 1 1 d . . . . .
H18A H 0.3194 0.8102 0.6832 0.045 Uiso 1 1 calc R U . . .
H18B H 0.3324 0.7182 0.7171 0.045 Uiso 1 1 calc R U . . .
C190 C 0.6302(4) 1.0966(4) 0.7240(3) 0.0317(8) Uani 1 1 d . . . . .
H19A H 0.6489 1.1580 0.7228 0.038 Uiso 1 1 calc R U . . .
H19B H 0.6467 1.0674 0.6876 0.038 Uiso 1 1 calc R U . . .
C191 C 0.6830(4) 1.0551(4) 0.7823(3) 0.0317(8) Uani 1 1 d . . . . .
H19C H 0.6627 1.0805 0.8188 0.038 Uiso 1 1 calc R U . . .
H19D H 0.7479 1.0689 0.7856 0.038 Uiso 1 1 calc R U . . .
C193 C 0.8286(6) 0.7153(7) 0.5594(5) 0.063(2) Uani 1 1 d . . . . .
H193 H 0.8465 0.6986 0.5220 0.076 Uiso 1 1 calc R U . . .
C197 C 0.7723(4) 0.7657(4) 0.6725(3) 0.0340(15) Uani 1 1 d . . . . .
C199 C 0.6693(5) 0.6322(4) 0.8230(4) 0.0372(16) Uani 1 1 d . . . . .
C201 C 0.7129(5) 0.6802(4) 0.8782(4) 0.0374(15) Uani 1 1 d . . . . .
C205 C 0.3703(5) 1.2433(4) 0.8183(3) 0.0370(9) Uani 1 1 d . . . . .
C207 C 0.5283(4) 1.0933(4) 0.7181(3) 0.0317(8) Uani 1 1 d . . . . .
C208 C 0.3814(5) 1.3343(4) 0.8230(3) 0.0370(9) Uani 1 1 d . . . . .
H208 H 0.3938 1.3667 0.7888 0.044 Uiso 1 1 calc R U . . .
C209 C 0.3532(5) 1.1973(4) 0.8714(3) 0.0370(9) Uani 1 1 d . . . . .
N5 N 0.3364(4) 0.9629(4) 0.8316(3) 0.0352(12) Uani 1 1 d . . . . .
H5 H 0.3290 0.9369 0.8658 0.042 Uiso 1 1 calc R U . . .
C214 C 0.8667(5) 0.7645(5) 0.6662(4) 0.0413(17) Uani 1 1 d . . . . .
H214 H 0.9117 0.7809 0.7005 0.050 Uiso 1 1 calc R U . . .
C215 C 0.6091(5) 0.7429(4) 0.6194(3) 0.0367(15) Uani 1 1 d . . . . .
H215 H 0.5693 0.7272 0.5823 0.044 Uiso 1 1 calc R U . . .
C217 C 0.3311(5) 0.8202(4) 0.7787(4) 0.0380(16) Uani 1 1 d . . . . .
H21A H 0.3724 0.7965 0.8152 0.046 Uiso 1 1 calc R U . . .
H21B H 0.2686 0.8046 0.7824 0.046 Uiso 1 1 calc R U . . .
C220 C 0.7229(5) 0.7755(4) 0.8792(3) 0.0348(15) Uani 1 1 d . . . . .
H220 H 0.7541 0.8026 0.9157 0.042 Uiso 1 1 calc R U . . .
C221 C 0.7070(5) 0.7425(4) 0.6201(3) 0.0383(15) Uani 1 1 d . . . . .
C223 C 0.4548(5) 0.7813(3) 0.7171(3) 0.0312(14) Uani 1 1 d . . . . .
C226 C 0.2265(5) 1.1203(5) 0.6108(3) 0.0390(16) Uani 1 1 d . . . . .
C229 C 0.0878(5) 1.1095(5) 0.6571(4) 0.0389(16) Uani 1 1 d . . . . .
H229 H 0.0594 1.1042 0.6920 0.047 Uiso 1 1 calc R U . . .
C237 C 0.3401(4) 0.9202(4) 0.7785(3) 0.0318(14) Uani 1 1 d . . . . .
C238 C 0.3412(5) 1.1038(4) 0.8741(3) 0.0348(14) Uani 1 1 d . . . . .
H238 H 0.3298 1.0785 0.9113 0.042 Uiso 1 1 calc R U . . .
C241 C 0.3459(5) 1.2451(5) 0.9287(3) 0.0459(18) Uani 1 1 d . . . . .
H241 H 0.3323 1.2152 0.9636 0.055 Uiso 1 1 calc R U . . .
C242 C 0.8931(6) 0.7397(6) 0.6110(4) 0.055(2) Uani 1 1 d . . . . .
H242 H 0.9553 0.7394 0.6084 0.065 Uiso 1 1 calc R U . . .
C244 C 0.6717(4) 0.9567(4) 0.7837(3) 0.0323(14) Uani 1 1 d . . . . .
C248 C 0.3591(6) 1.3332(6) 0.9307(4) 0.055(2) Uani 1 1 d . . . . .
H248 H 0.3580 1.3637 0.9680 0.067 Uiso 1 1 calc R U . . .
C250 C 0.0355(5) 1.1193(6) 0.5996(4) 0.052(2) Uani 1 1 d . . . . .
H250 H -0.0284 1.1190 0.5952 0.063 Uiso 1 1 calc R U . . .
C252 C 0.3224(5) 1.1204(5) 0.6130(3) 0.0440(17) Uani 1 1 d . . . . .
H252 H 0.3438 1.1299 0.5756 0.053 Uiso 1 1 calc R U . . .
C256 C 0.1695(6) 1.1290(6) 0.5519(4) 0.055(2) Uani 1 1 d . . . . .
H256 H 0.1956 1.1343 0.5159 0.065 Uiso 1 1 calc R U . . .
C257 C 0.7487(6) 0.6334(5) 0.9334(4) 0.0478(18) Uani 1 1 d . . . . .
H257 H 0.7780 0.6636 0.9691 0.057 Uiso 1 1 calc R U . . .
C258 C 0.3737(6) 1.3773(5) 0.8799(5) 0.062(3) Uani 1 1 d . . . . .
H258 H 0.3790 1.4385 0.8821 0.074 Uiso 1 1 calc R U . . .
C265 C 0.0752(6) 1.1298(7) 0.5462(4) 0.063(2) Uani 1 1 d . . . . .
H265 H 0.0379 1.1375 0.5068 0.076 Uiso 1 1 calc R U . . .
C269 C 0.6972(7) 0.4981(5) 0.8845(5) 0.067(3) Uani 1 1 d . . . . .
H269 H 0.6908 0.4371 0.8870 0.081 Uiso 1 1 calc R U . . .
C272 C 0.7408(8) 0.5430(6) 0.9350(4) 0.069(3) Uani 1 1 d . . . . .
H272 H 0.7660 0.5125 0.9716 0.083 Uiso 1 1 calc R U . . .
N4 N 0.6908(3) 0.8223(3) 0.8324(3) 0.0299(12) Uani 1 1 d . . . . .
O9 O 0.9057(5) 0.8628(6) 0.8194(3) 0.103(3) Uani 1 1 d G . . . .
O10 O 0.7503(5) 0.9636(4) 0.9799(3) 0.074(2) Uani 1 1 d G . . . .


_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
Co6 N4 1.878(5) . ?
Co6 O6 1.880(4) . ?
Co6 N8 1.881(6) . ?
Co6 O7 1.887(4) . ?
Co6 O3 1.925(4) . ?
Co6 O1 1.934(4) . ?
Co8 O8 1.857(5) . ?
Co8 N6 1.863(5) . ?
Co8 O5 1.875(4) . ?
Co8 N2 1.876(5) . ?
Co8 O4 1.921(4) . ?
Co8 O2 1.924(4) . ?
O1 C223 1.264(8) . ?
O2 C237 1.244(8) . ?
O6 C199 1.334(9) . ?
O4 C207 1.262(8) . ?
O5 C177 1.304(8) . ?
O7 C197 1.321(8) . ?
O3 C244 1.249(8) . ?
N6 C238 1.283(8) . ?
N6 N5 1.387(7) . ?
O8 C205 1.345(8) . ?
N1 C207 1.314(9) . ?
N1 N2 1.395(8) . ?
N1 H1 0.8600 . ?
N2 C252 1.286(9) . ?
C177 C226 1.436(10) . ?
C177 C229 1.437(9) . ?
C180 C269 1.369(13) . ?
C180 C199 1.398(10) . ?
C180 H180 0.9300 . ?
N7 C223 1.312(9) . ?
N7 N8 1.403(7) . ?
N7 H7 0.8600 . ?
N8 C215 1.269(9) . ?
C183 C193 1.403(11) . ?
C183 C221 1.403(11) . ?
C183 H183 0.9300 . ?
N3 C244 1.314(9) . ?
N3 N4 1.411(7) . ?
N3 H3 0.8600 . ?
C188 C217 1.505(10) . ?
C188 C223 1.511(9) . ?
C188 H18A 0.9700 . ?
C188 H18B 0.9700 . ?
C190 C207 1.487(8) . ?
C190 C191 1.489(10) . ?
C190 H19A 0.9700 . ?
C190 H19B 0.9700 . ?
C191 C244 1.499(8) . ?
C191 H19C 0.9700 . ?
C191 H19D 0.9700 . ?
C193 C242 1.372(13) . ?
C193 H193 0.9300 . ?
C197 C221 1.387(10) . ?
C197 C214 1.425(9) . ?
C199 C201 1.438(10) . ?
C201 C257 1.401(10) . ?
C201 C220 1.448(9) . ?
C205 C208 1.388(10) . ?
C205 C209 1.400(10) . ?
C208 C258 1.411(11) . ?
C208 H208 0.9300 . ?
C209 C238 1.429(9) . ?
C209 C241 1.452(10) . ?
N5 C237 1.324(8) . ?
N5 H5 0.8600 . ?
C214 C242 1.371(11) . ?
C214 H214 0.9300 . ?
C215 C221 1.442(10) . ?
C215 H215 0.9300 . ?
C217 C237 1.520(8) . ?
C217 H21A 0.9700 . ?
C217 H21B 0.9700 . ?
C220 N4 1.250(9) . ?
C220 H220 0.9300 . ?
C226 C256 1.393(11) . ?
C226 C252 1.408(10) . ?
C229 C250 1.340(11) . ?
C229 H229 0.9300 . ?
C238 H238 0.9300 . ?
C241 C248 1.347(12) . ?
C241 H241 0.9300 . ?
C242 H242 0.9300 . ?
C248 C258 1.332(13) . ?
C248 H248 0.9300 . ?
C250 C265 1.393(12) . ?
C250 H250 0.9300 . ?
C252 H252 0.9300 . ?
C256 C265 1.375(12) . ?
C256 H256 0.9300 . ?
C257 C272 1.374(11) . ?
C257 H257 0.9300 . ?
C258 H258 0.9300 . ?
C265 H265 0.9300 . ?
C269 C272 1.342(14) . ?
C269 H269 0.9300 . ?
C272 H272 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Co6 O6 95.0(2) . . ?
N4 Co6 N8 175.0(2) . . ?
O6 Co6 N8 87.8(2) . . ?
N4 Co6 O7 89.1(2) . . ?
O6 Co6 O7 93.4(2) . . ?
N8 Co6 O7 94.9(2) . . ?
N4 Co6 O3 83.4(2) . . ?
O6 Co6 O3 177.6(2) . . ?
N8 Co6 O3 93.8(2) . . ?
O7 Co6 O3 88.41(18) . . ?
N4 Co6 O1 92.9(2) . . ?
O6 Co6 O1 89.79(19) . . ?
N8 Co6 O1 82.9(2) . . ?
O7 Co6 O1 176.1(2) . . ?
O3 Co6 O1 88.51(17) . . ?
O8 Co8 N6 95.3(2) . . ?
O8 Co8 O5 91.8(2) . . ?
N6 Co8 O5 88.1(2) . . ?
O8 Co8 N2 88.4(2) . . ?
N6 Co8 N2 175.0(2) . . ?
O5 Co8 N2 95.2(2) . . ?
O8 Co8 O4 88.74(19) . . ?
N6 Co8 O4 93.5(2) . . ?
O5 Co8 O4 178.24(19) . . ?
N2 Co8 O4 83.1(2) . . ?
O8 Co8 O2 177.4(2) . . ?
N6 Co8 O2 84.1(2) . . ?
O5 Co8 O2 90.72(19) . . ?
N2 Co8 O2 92.1(2) . . ?
O4 Co8 O2 88.76(18) . . ?
C223 O1 Co6 110.6(4) . . ?
C237 O2 Co8 110.0(4) . . ?
C199 O6 Co6 124.2(4) . . ?
C207 O4 Co8 111.4(4) . . ?
C177 O5 Co8 124.3(4) . . ?
C197 O7 Co6 123.9(4) . . ?
C244 O3 Co6 111.6(4) . . ?
C238 N6 N5 120.2(5) . . ?
C238 N6 Co8 129.0(4) . . ?
N5 N6 Co8 110.7(4) . . ?
C205 O8 Co8 125.1(4) . . ?
C207 N1 N2 113.5(5) . . ?
C207 N1 H1 123.3 . . ?
N2 N1 H1 123.3 . . ?
C252 N2 N1 120.7(6) . . ?
C252 N2 Co8 128.0(5) . . ?
N1 N2 Co8 111.3(4) . . ?
O5 C177 C226 126.3(6) . . ?
O5 C177 C229 117.2(6) . . ?
C226 C177 C229 116.5(6) . . ?
C269 C180 C199 121.6(8) . . ?
C269 C180 H180 119.2 . . ?
C199 C180 H180 119.2 . . ?
C223 N7 N8 112.1(5) . . ?
C223 N7 H7 124.0 . . ?
N8 N7 H7 124.0 . . ?
C215 N8 N7 119.5(6) . . ?
C215 N8 Co6 128.3(5) . . ?
N7 N8 Co6 112.1(4) . . ?
C193 C183 C221 121.0(8) . . ?
C193 C183 H183 119.5 . . ?
C221 C183 H183 119.5 . . ?
C244 N3 N4 113.7(6) . . ?
C244 N3 H3 123.2 . . ?
N4 N3 H3 123.2 . . ?
C217 C188 C223 113.3(6) . . ?
C217 C188 H18A 108.9 . . ?
C223 C188 H18A 108.9 . . ?
C217 C188 H18B 108.9 . . ?
C223 C188 H18B 108.9 . . ?
H18A C188 H18B 107.7 . . ?
C207 C190 C191 114.8(5) . . ?
C207 C190 H19A 108.6 . . ?
C191 C190 H19A 108.6 . . ?
C207 C190 H19B 108.6 . . ?
C191 C190 H19B 108.6 . . ?
H19A C190 H19B 107.5 . . ?
C190 C191 C244 113.1(5) . . ?
C190 C191 H19C 108.9 . . ?
C244 C191 H19C 108.9 . . ?
C190 C191 H19D 108.9 . . ?
C244 C191 H19D 108.9 . . ?
H19C C191 H19D 107.8 . . ?
C242 C193 C183 118.9(8) . . ?
C242 C193 H193 120.5 . . ?
C183 C193 H193 120.5 . . ?
O7 C197 C221 126.3(6) . . ?
O7 C197 C214 116.1(6) . . ?
C221 C197 C214 117.6(7) . . ?
O6 C199 C180 117.8(6) . . ?
O6 C199 C201 125.2(6) . . ?
C180 C199 C201 117.0(7) . . ?
C257 C201 C199 119.0(6) . . ?
C257 C201 C220 118.0(7) . . ?
C199 C201 C220 122.9(6) . . ?
O8 C205 C208 117.8(6) . . ?
O8 C205 C209 124.0(6) . . ?
C208 C205 C209 118.1(6) . . ?
O4 C207 N1 120.6(6) . . ?
O4 C207 C190 120.7(6) . . ?
N1 C207 C190 118.8(6) . . ?
C205 C208 C258 119.5(7) . . ?
C205 C208 H208 120.2 . . ?
C258 C208 H208 120.2 . . ?
C205 C209 C238 124.7(6) . . ?
C205 C209 C241 120.0(6) . . ?
C238 C209 C241 115.3(7) . . ?
C237 N5 N6 113.4(5) . . ?
C237 N5 H5 123.3 . . ?
N6 N5 H5 123.3 . . ?
C242 C214 C197 121.8(7) . . ?
C242 C214 H214 119.1 . . ?
C197 C214 H214 119.1 . . ?
N8 C215 C221 122.8(7) . . ?
N8 C215 H215 118.6 . . ?
C221 C215 H215 118.6 . . ?
C188 C217 C237 112.0(6) . . ?
C188 C217 H21A 109.2 . . ?
C237 C217 H21A 109.2 . . ?
C188 C217 H21B 109.2 . . ?
C237 C217 H21B 109.2 . . ?
H21A C217 H21B 107.9 . . ?
N4 C220 C201 122.0(6) . . ?
N4 C220 H220 119.0 . . ?
C201 C220 H220 119.0 . . ?
C197 C221 C183 120.0(7) . . ?
C197 C221 C215 123.4(6) . . ?
C183 C221 C215 116.6(7) . . ?
O1 C223 N7 122.3(6) . . ?
O1 C223 C188 120.1(6) . . ?
N7 C223 C188 117.6(6) . . ?
C256 C226 C252 117.6(7) . . ?
C256 C226 C177 119.9(7) . . ?
C252 C226 C177 122.5(6) . . ?
C250 C229 C177 121.6(7) . . ?
C250 C229 H229 119.2 . . ?
C177 C229 H229 119.2 . . ?
O2 C237 N5 121.7(6) . . ?
O2 C237 C217 120.6(6) . . ?
N5 C237 C217 117.7(6) . . ?
N6 C238 C209 121.7(6) . . ?
N6 C238 H238 119.1 . . ?
C209 C238 H238 119.1 . . ?
C248 C241 C209 119.1(8) . . ?
C248 C241 H241 120.5 . . ?
C209 C241 H241 120.5 . . ?
C214 C242 C193 120.6(7) . . ?
C214 C242 H242 119.7 . . ?
C193 C242 H242 119.7 . . ?
O3 C244 N3 120.8(6) . . ?
O3 C244 C191 120.8(6) . . ?
N3 C244 C191 118.4(6) . . ?
C258 C248 C241 121.0(7) . . ?
C258 C248 H248 119.5 . . ?
C241 C248 H248 119.5 . . ?
C229 C250 C265 121.1(7) . . ?
C229 C250 H250 119.4 . . ?
C265 C250 H250 119.4 . . ?
N2 C252 C226 123.6(7) . . ?
N2 C252 H252 118.2 . . ?
C226 C252 H252 118.2 . . ?
C265 C256 C226 120.8(8) . . ?
C265 C256 H256 119.6 . . ?
C226 C256 H256 119.6 . . ?
C272 C257 C201 120.4(8) . . ?
C272 C257 H257 119.8 . . ?
C201 C257 H257 119.8 . . ?
C248 C258 C208 122.3(7) . . ?
C248 C258 H258 118.9 . . ?
C208 C258 H258 118.9 . . ?
C256 C265 C250 120.0(8) . . ?
C256 C265 H265 120.0 . . ?
C250 C265 H265 120.0 . . ?
C272 C269 C180 121.0(7) . . ?
C272 C269 H269 119.5 . . ?
C180 C269 H269 119.5 . . ?
C269 C272 C257 120.9(9) . . ?
C269 C272 H272 119.5 . . ?
C257 C272 H272 119.5 . . ?
C220 N4 N3 119.0(6) . . ?
C220 N4 Co6 130.3(4) . . ?
N3 N4 Co6 110.4(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
N4 Co6 O6 C199 -0.6(5) . . . . ?
N8 Co6 O6 C199 -176.3(5) . . . . ?
O7 Co6 O6 C199 88.8(5) . . . . ?
O1 Co6 O6 C199 -93.4(5) . . . . ?
O8 Co8 O5 C177 92.2(5) . . . . ?
N6 Co8 O5 C177 -172.6(5) . . . . ?
N2 Co8 O5 C177 3.7(5) . . . . ?
O2 Co8 O5 C177 -88.5(5) . . . . ?
N4 Co6 O7 C197 179.1(5) . . . . ?
O6 Co6 O7 C197 84.1(5) . . . . ?
N8 Co6 O7 C197 -3.9(5) . . . . ?
O3 Co6 O7 C197 -97.5(5) . . . . ?
O8 Co8 N6 C238 3.3(6) . . . . ?
O5 Co8 N6 C238 -88.4(6) . . . . ?
O4 Co8 N6 C238 92.3(6) . . . . ?
O2 Co8 N6 C238 -179.3(6) . . . . ?
O8 Co8 N6 N5 -178.8(4) . . . . ?
O5 Co8 N6 N5 89.6(4) . . . . ?
O4 Co8 N6 N5 -89.7(4) . . . . ?
O2 Co8 N6 N5 -1.3(4) . . . . ?
N6 Co8 O8 C205 0.9(5) . . . . ?
O5 Co8 O8 C205 89.2(5) . . . . ?
N2 Co8 O8 C205 -175.6(5) . . . . ?
O4 Co8 O8 C205 -92.5(5) . . . . ?
C207 N1 N2 C252 -177.4(6) . . . . ?
C207 N1 N2 Co8 2.4(7) . . . . ?
O8 Co8 N2 C252 -94.7(6) . . . . ?
O5 Co8 N2 C252 -3.0(6) . . . . ?
O4 Co8 N2 C252 176.4(6) . . . . ?
O2 Co8 N2 C252 87.9(6) . . . . ?
O8 Co8 N2 N1 85.5(4) . . . . ?
O5 Co8 N2 N1 177.2(4) . . . . ?
O4 Co8 N2 N1 -3.4(4) . . . . ?
O2 Co8 N2 N1 -91.9(4) . . . . ?
Co8 O5 C177 C226 -3.0(9) . . . . ?
Co8 O5 C177 C229 178.1(4) . . . . ?
C223 N7 N8 C215 176.5(6) . . . . ?
C223 N7 N8 Co6 0.7(6) . . . . ?
O6 Co6 N8 C215 -86.6(6) . . . . ?
O7 Co6 N8 C215 6.6(6) . . . . ?
O3 Co6 N8 C215 95.3(6) . . . . ?
O1 Co6 N8 C215 -176.7(6) . . . . ?
O6 Co6 N8 N7 88.8(4) . . . . ?
O7 Co6 N8 N7 -178.0(4) . . . . ?
O3 Co6 N8 N7 -89.3(4) . . . . ?
O1 Co6 N8 N7 -1.3(4) . . . . ?
C207 C190 C191 C244 68.1(7) . . . . ?
C221 C183 C193 C242 1.1(14) . . . . ?
Co6 O7 C197 C221 0.0(9) . . . . ?
Co6 O7 C197 C214 -178.1(4) . . . . ?
Co6 O6 C199 C180 177.9(4) . . . . ?
Co6 O6 C199 C201 -3.2(9) . . . . ?
C269 C180 C199 O6 176.8(7) . . . . ?
C269 C180 C199 C201 -2.2(10) . . . . ?
O6 C199 C201 C257 -176.0(6) . . . . ?
C180 C199 C201 C257 2.9(9) . . . . ?
O6 C199 C201 C220 3.0(10) . . . . ?
C180 C199 C201 C220 -178.2(6) . . . . ?
Co8 O8 C205 C208 179.2(4) . . . . ?
Co8 O8 C205 C209 -4.1(9) . . . . ?
Co8 O4 C207 N1 -3.9(7) . . . . ?
Co8 O4 C207 C190 175.3(4) . . . . ?
N2 N1 C207 O4 1.1(9) . . . . ?
N2 N1 C207 C190 -178.2(5) . . . . ?
C191 C190 C207 O4 15.2(8) . . . . ?
C191 C190 C207 N1 -165.5(6) . . . . ?
O8 C205 C208 C258 175.8(6) . . . . ?
C209 C205 C208 C258 -1.1(10) . . . . ?
O8 C205 C209 C238 4.0(11) . . . . ?
C208 C205 C209 C238 -179.4(6) . . . . ?
O8 C205 C209 C241 -175.5(6) . . . . ?
C208 C205 C209 C241 1.2(10) . . . . ?
C238 N6 N5 C237 178.3(6) . . . . ?
Co8 N6 N5 C237 0.1(6) . . . . ?
O7 C197 C214 C242 177.1(6) . . . . ?
C221 C197 C214 C242 -1.2(10) . . . . ?
N7 N8 C215 C221 179.8(6) . . . . ?
Co6 N8 C215 C221 -5.0(10) . . . . ?
C223 C188 C217 C237 72.3(7) . . . . ?
C257 C201 C220 N4 -178.2(7) . . . . ?
C199 C201 C220 N4 2.8(10) . . . . ?
O7 C197 C221 C183 -175.9(7) . . . . ?
C214 C197 C221 C183 2.2(10) . . . . ?
O7 C197 C221 C215 3.4(10) . . . . ?
C214 C197 C221 C215 -178.5(6) . . . . ?
C193 C183 C221 C197 -2.2(12) . . . . ?
C193 C183 C221 C215 178.4(8) . . . . ?
N8 C215 C221 C197 -0.8(11) . . . . ?
N8 C215 C221 C183 178.5(7) . . . . ?
Co6 O1 C223 N7 -1.9(7) . . . . ?
Co6 O1 C223 C188 176.7(4) . . . . ?
N8 N7 C223 O1 0.9(8) . . . . ?
N8 N7 C223 C188 -177.7(5) . . . . ?
C217 C188 C223 O1 14.1(8) . . . . ?
C217 C188 C223 N7 -167.2(6) . . . . ?
O5 C177 C226 C256 176.9(7) . . . . ?
C229 C177 C226 C256 -4.1(10) . . . . ?
O5 C177 C226 C252 0.3(11) . . . . ?
C229 C177 C226 C252 179.3(6) . . . . ?
O5 C177 C229 C250 -177.7(7) . . . . ?
C226 C177 C229 C250 3.3(10) . . . . ?
Co8 O2 C237 N5 -3.2(7) . . . . ?
Co8 O2 C237 C217 179.3(5) . . . . ?
N6 N5 C237 O2 2.2(9) . . . . ?
N6 N5 C237 C217 179.7(5) . . . . ?
C188 C217 C237 O2 7.8(9) . . . . ?
C188 C217 C237 N5 -169.8(6) . . . . ?
N5 N6 C238 C209 178.1(6) . . . . ?
Co8 N6 C238 C209 -4.1(10) . . . . ?
C205 C209 C238 N6 0.3(11) . . . . ?
C241 C209 C238 N6 179.8(6) . . . . ?
C205 C209 C241 C248 -2.5(11) . . . . ?
C238 C209 C241 C248 178.0(7) . . . . ?
C197 C214 C242 C193 0.2(12) . . . . ?
C183 C193 C242 C214 -0.1(14) . . . . ?
Co6 O3 C244 N3 -3.4(7) . . . . ?
Co6 O3 C244 C191 176.2(4) . . . . ?
N4 N3 C244 O3 1.9(9) . . . . ?
N4 N3 C244 C191 -177.7(5) . . . . ?
C190 C191 C244 O3 12.0(8) . . . . ?
C190 C191 C244 N3 -168.4(6) . . . . ?
C209 C241 C248 C258 3.7(12) . . . . ?
C177 C229 C250 C265 -1.8(13) . . . . ?
N1 N2 C252 C226 -178.8(6) . . . . ?
Co8 N2 C252 C226 1.4(11) . . . . ?
C256 C226 C252 N2 -176.1(7) . . . . ?
C177 C226 C252 N2 0.6(11) . . . . ?
C252 C226 C256 C265 -179.7(8) . . . . ?
C177 C226 C256 C265 3.6(12) . . . . ?
C199 C201 C257 C272 -1.2(11) . . . . ?
C220 C201 C257 C272 179.8(8) . . . . ?
C241 C248 C258 C208 -3.7(13) . . . . ?
C205 C208 C258 C248 2.3(12) . . . . ?
C226 C256 C265 C250 -1.9(14) . . . . ?
C229 C250 C265 C256 1.0(14) . . . . ?
C199 C180 C269 C272 -0.3(13) . . . . ?
C180 C269 C272 C257 2.1(15) . . . . ?
C201 C257 C272 C269 -1.4(14) . . . . ?
C201 C220 N4 N3 178.9(6) . . . . ?
C201 C220 N4 Co6 -8.0(10) . . . . ?
C244 N3 N4 C220 175.0(6) . . . . ?
C244 N3 N4 Co6 0.6(7) . . . . ?
O6 Co6 N4 C220 6.4(6) . . . . ?
O7 Co6 N4 C220 -86.9(6) . . . . ?
O3 Co6 N4 C220 -175.4(6) . . . . ?
O1 Co6 N4 C220 96.5(6) . . . . ?
O6 Co6 N4 N3 180.0(4) . . . . ?
O7 Co6 N4 N3 86.7(4) . . . . ?
O3 Co6 N4 N3 -1.8(4) . . . . ?
O1 Co6 N4 N3 -90.0(4) . . . . ?

_refine_diff_density_max         1.581
_refine_diff_density_min         -2.025
_refine_diff_density_rms         0.157

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.360 -0.266 0.000 745.7 0.0 ?
2 -0.376 -0.181 0.500 745.7 0.0 ?
