# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1484109'
_audit_update_record             
;
2016-06-08 deposited with the CCDC.
2016-11-04 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            'C62 H48 Co2 N4 O4'
_chemical_formula_weight         1030.90

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

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

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

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

_cell_length_a                   8.1049(4)
_cell_length_b                   12.9696(6)
_cell_length_c                   14.2695(7)
_cell_angle_alpha                68.120(4)
_cell_angle_beta                 81.619(4)
_cell_angle_gamma                87.321(4)
_cell_volume                     1377.01(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6227
_cell_measurement_theta_min      3.6780
_cell_measurement_theta_max      30.9890

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.652
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_T_min  0.49341
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            17964
_diffrn_reflns_av_unetI/netI     0.0788
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.936
_diffrn_reflns_theta_max         32.240
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8909
_reflns_number_gt                6021
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.1172P)²] 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         8909
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0676
_refine_ls_wR_factor_ref         0.2118
_refine_ls_wR_factor_gt          0.1865
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.54392(4) 0.17828(3) 0.74236(3) 0.03070(13) Uani 1 1 d . . . . .
O1 O 0.3865(2) 0.18320(16) 0.65395(16) 0.0364(4) Uani 1 1 d . . . . .
O2 O 0.7339(2) 0.27605(17) 0.68699(16) 0.0374(4) Uani 1 1 d . . . . .
N1 N 0.5732(3) 0.01489(17) 0.78589(16) 0.0281(4) Uani 1 1 d . . . . .
N2 N 0.4769(3) 0.23393(18) 0.85502(17) 0.0294(4) Uani 1 1 d . . . . .
C1 C 0.3534(3) 0.1061(2) 0.6218(2) 0.0333(5) Uani 1 1 d . . . . .
C2 C 0.2558(4) 0.1378(3) 0.5395(2) 0.0440(7) Uani 1 1 d . . . . .
H2 H 0.2202 0.2109 0.5123 0.053 Uiso 1 1 calc R U . . .
C3 C 0.2144(4) 0.0634(3) 0.5008(3) 0.0475(7) Uani 1 1 d . . . . .
H3 H 0.1523 0.0872 0.4467 0.057 Uiso 1 1 calc R U . . .
C4 C 0.2624(4) -0.0495(3) 0.5398(2) 0.0379(6) Uani 1 1 d . . . . .
C5 C 0.2220(4) -0.1258(3) 0.4958(2) 0.0456(7) Uani 1 1 d . . . . .
H5 H 0.1635 -0.1006 0.4401 0.055 Uiso 1 1 calc R U . . .
C6 C 0.2664(5) -0.2336(3) 0.5327(2) 0.0479(8) Uani 1 1 d . . . . .
H6 H 0.2399 -0.2821 0.5027 0.058 Uiso 1 1 calc R U . . .
C7 C 0.3518(6) -0.2705(3) 0.6157(3) 0.0599(10) Uani 1 1 d . . . . .
H7 H 0.3790 -0.3453 0.6433 0.072 Uiso 1 1 calc R U . . .
C8 C 0.3979(5) -0.1987(3) 0.6590(3) 0.0521(8) Uani 1 1 d . . . . .
H8 H 0.4576 -0.2258 0.7141 0.062 Uiso 1 1 calc R U . . .
C9 C 0.3559(4) -0.0855(2) 0.6211(2) 0.0353(6) Uani 1 1 d . . . . .
C10 C 0.4055(3) -0.0059(2) 0.6631(2) 0.0301(5) Uani 1 1 d . . . . .
C11 C 0.5039(3) -0.0435(2) 0.74399(19) 0.0286(5) Uani 1 1 d . . . . .
H11 H 0.5216 -0.1197 0.7708 0.034 Uiso 1 1 calc R U . . .
C12 C 0.6502(3) -0.0484(2) 0.87525(19) 0.0267(4) Uani 1 1 d . . . . .
C13 C 0.8228(3) -0.0426(2) 0.8707(2) 0.0289(5) Uani 1 1 d . . . . .
C14 C 0.1079(3) 0.1002(2) 1.0407(2) 0.0323(5) Uani 1 1 d . . . . .
H14 H -0.0069 0.0960 1.0429 0.039 Uiso 1 1 calc R U . . .
C15 C 0.2027(3) 0.1644(2) 0.9481(2) 0.0309(5) Uani 1 1 d . . . . .
C16 C 0.3754(3) 0.1698(2) 0.94772(19) 0.0272(5) Uani 1 1 d . . . . .
C17 C 0.4516(3) 0.11159(19) 1.0346(2) 0.0265(4) Uani 1 1 d . . . . .
C18 C 0.9337(3) 0.0186(2) 0.7728(2) 0.0356(6) Uani 1 1 d . . . . .
H18A H 0.9273 -0.0165 0.7249 0.053 Uiso 1 1 calc R U . . .
H18B H 1.0468 0.0171 0.7860 0.053 Uiso 1 1 calc R U . . .
H18C H 0.8979 0.0943 0.7450 0.053 Uiso 1 1 calc R U . . .
C19 C 0.1216(4) 0.2266(3) 0.8539(2) 0.0393(6) Uani 1 1 d . . . . .
H19A H 0.0052 0.2077 0.8672 0.059 Uiso 1 1 calc R U . . .
H19B H 0.1741 0.2065 0.7983 0.059 Uiso 1 1 calc R U . . .
H19C H 0.1342 0.3051 0.8362 0.059 Uiso 1 1 calc R U . . .
C20 C 0.6387(3) 0.1153(2) 1.0298(2) 0.0300(5) Uani 1 1 d . . . . .
H20A H 0.6690 0.1772 1.0453 0.045 Uiso 1 1 calc R U . . .
H20B H 0.6909 0.1233 0.9626 0.045 Uiso 1 1 calc R U . . .
H20C H 0.6752 0.0476 1.0785 0.045 Uiso 1 1 calc R U . . .
C21 C 0.7577(3) 0.3666(2) 0.7025(2) 0.0330(5) Uani 1 1 d . . . . .
C22 C 0.8968(4) 0.4345(3) 0.6408(3) 0.0437(7) Uani 1 1 d . . . . .
H22 H 0.9630 0.4124 0.5928 0.052 Uiso 1 1 calc R U . . .
C23 C 0.9346(4) 0.5310(3) 0.6509(3) 0.0452(7) Uani 1 1 d . . . . .
H23 H 1.0274 0.5723 0.6107 0.054 Uiso 1 1 calc R U . . .
C24 C 0.8350(3) 0.5699(2) 0.7217(2) 0.0364(6) Uani 1 1 d . . . . .
C25 C 0.8755(4) 0.6697(3) 0.7308(3) 0.0436(7) Uani 1 1 d . . . . .
H25 H 0.9673 0.7111 0.6894 0.052 Uiso 1 1 calc R U . . .
C26 C 0.7812(4) 0.7069(2) 0.8000(3) 0.0432(7) Uani 1 1 d . . . . .
H26 H 0.8106 0.7720 0.8068 0.052 Uiso 1 1 calc R U . . .
C27 C 0.6407(4) 0.6456(2) 0.8600(2) 0.0432(7) Uani 1 1 d . . . . .
H27 H 0.5753 0.6713 0.9058 0.052 Uiso 1 1 calc R U . . .
C28 C 0.5974(4) 0.5479(2) 0.8524(2) 0.0382(6) Uani 1 1 d . . . . .
H28 H 0.5019 0.5096 0.8921 0.046 Uiso 1 1 calc R U . . .
C29 C 0.6959(3) 0.5047(2) 0.7851(2) 0.0314(5) Uani 1 1 d . . . . .
C30 C 0.6597(3) 0.3997(2) 0.7768(2) 0.0293(5) Uani 1 1 d . . . . .
C31 C 0.5376(3) 0.3270(2) 0.8524(2) 0.0296(5) Uani 1 1 d . . . . .
H31 H 0.4961 0.3486 0.9065 0.035 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 1.904(2) . ?
Co1 O2 1.9192(19) . ?
Co1 N1 1.987(2) . ?
Co1 N2 1.994(2) . ?
O1 C1 1.298(3) . ?
O2 C21 1.301(3) . ?
N1 C11 1.312(3) . ?
N1 C12 1.447(3) . ?
N2 C31 1.311(3) . ?
N2 C16 1.430(3) . ?
C1 C10 1.418(4) . ?
C1 C2 1.434(4) . ?
C2 C3 1.354(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.417(5) . ?
C3 H3 0.9300 . ?
C4 C9 1.399(4) . ?
C4 C5 1.427(4) . ?
C5 C6 1.349(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.377(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.408(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.469(4) . ?
C10 C11 1.420(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.395(3) . ?
C12 C17 1.406(3) 2_657 ?
C13 C14 1.390(4) 2_657 ?
C13 C18 1.505(4) . ?
C14 C13 1.391(4) 2_657 ?
C14 C15 1.405(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.404(3) . ?
C15 C19 1.513(4) . ?
C16 C17 1.403(4) . ?
C17 C12 1.406(3) 2_657 ?
C17 C20 1.511(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C30 1.415(4) . ?
C21 C22 1.430(4) . ?
C22 C23 1.366(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.425(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.406(4) . ?
C24 C29 1.423(4) . ?
C25 C26 1.376(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.398(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.377(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.417(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.457(4) . ?
C30 C31 1.432(3) . ?
C31 H31 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 117.88(9) . . ?
O1 Co1 N1 93.67(9) . . ?
O2 Co1 N1 120.27(9) . . ?
O1 Co1 N2 118.90(9) . . ?
O2 Co1 N2 93.00(8) . . ?
N1 Co1 N2 115.32(9) . . ?
C1 O1 Co1 127.63(18) . . ?
C21 O2 Co1 126.75(17) . . ?
C11 N1 C12 115.9(2) . . ?
C11 N1 Co1 121.78(18) . . ?
C12 N1 Co1 121.72(16) . . ?
C31 N2 C16 115.9(2) . . ?
C31 N2 Co1 121.42(18) . . ?
C16 N2 Co1 122.34(16) . . ?
O1 C1 C10 124.6(2) . . ?
O1 C1 C2 116.7(3) . . ?
C10 C1 C2 118.7(3) . . ?
C3 C2 C1 121.2(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 122.3(3) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C9 C4 C3 119.0(3) . . ?
C9 C4 C5 119.6(3) . . ?
C3 C4 C5 121.3(3) . . ?
C6 C5 C4 121.8(3) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 118.8(3) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C8 121.4(4) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C7 C8 C9 121.1(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C4 C9 C8 117.2(3) . . ?
C4 C9 C10 119.9(3) . . ?
C8 C9 C10 123.0(3) . . ?
C1 C10 C11 122.1(2) . . ?
C1 C10 C9 119.0(2) . . ?
C11 C10 C9 119.0(2) . . ?
N1 C11 C10 128.7(2) . . ?
N1 C11 H11 115.7 . . ?
C10 C11 H11 115.7 . . ?
C13 C12 C17 121.7(2) . 2_657 ?
C13 C12 N1 119.3(2) . . ?
C17 C12 N1 119.0(2) 2_657 . ?
C14 C13 C12 117.8(2) 2_657 . ?
C14 C13 C18 120.1(2) 2_657 . ?
C12 C13 C18 121.9(2) . . ?
C13 C14 C15 123.3(2) 2_657 . ?
C13 C14 H14 118.3 2_657 . ?
C15 C14 H14 118.3 . . ?
C16 C15 C14 116.8(2) . . ?
C16 C15 C19 121.7(2) . . ?
C14 C15 C19 121.5(2) . . ?
C17 C16 C15 122.0(2) . . ?
C17 C16 N2 119.2(2) . . ?
C15 C16 N2 118.8(2) . . ?
C16 C17 C12 118.3(2) . 2_657 ?
C16 C17 C20 120.4(2) . . ?
C12 C17 C20 121.2(2) 2_657 . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 C30 124.8(2) . . ?
O2 C21 C22 116.3(2) . . ?
C30 C21 C22 118.9(2) . . ?
C23 C22 C21 121.5(3) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 121.5(3) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C25 C24 C29 120.3(3) . . ?
C25 C24 C23 120.6(3) . . ?
C29 C24 C23 119.0(2) . . ?
C26 C25 C24 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C27 119.1(3) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
C28 C27 C26 121.2(3) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 121.1(3) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C24 117.2(2) . . ?
C28 C29 C30 123.4(2) . . ?
C24 C29 C30 119.4(2) . . ?
C21 C30 C31 121.6(2) . . ?
C21 C30 C29 119.7(2) . . ?
C31 C30 C29 118.2(2) . . ?
N2 C31 C30 128.2(2) . . ?
N2 C31 H31 115.9 . . ?
C30 C31 H31 115.9 . . ?

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 C10 13.3(4) . . . . ?
Co1 O1 C1 C2 -167.3(2) . . . . ?
O1 C1 C2 C3 -179.9(3) . . . . ?
C10 C1 C2 C3 -0.5(5) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C2 C3 C4 C9 -0.1(5) . . . . ?
C2 C3 C4 C5 -178.0(3) . . . . ?
C9 C4 C5 C6 2.4(5) . . . . ?
C3 C4 C5 C6 -179.7(3) . . . . ?
C4 C5 C6 C7 0.6(5) . . . . ?
C5 C6 C7 C8 -2.5(6) . . . . ?
C6 C7 C8 C9 1.4(7) . . . . ?
C3 C4 C9 C8 178.6(3) . . . . ?
C5 C4 C9 C8 -3.4(4) . . . . ?
C3 C4 C9 C10 -1.2(4) . . . . ?
C5 C4 C9 C10 176.7(3) . . . . ?
C7 C8 C9 C4 1.6(5) . . . . ?
C7 C8 C9 C10 -178.5(4) . . . . ?
O1 C1 C10 C11 -1.3(4) . . . . ?
C2 C1 C10 C11 179.4(3) . . . . ?
O1 C1 C10 C9 178.5(2) . . . . ?
C2 C1 C10 C9 -0.8(4) . . . . ?
C4 C9 C10 C1 1.7(4) . . . . ?
C8 C9 C10 C1 -178.2(3) . . . . ?
C4 C9 C10 C11 -178.5(2) . . . . ?
C8 C9 C10 C11 1.7(4) . . . . ?
C12 N1 C11 C10 173.0(2) . . . . ?
Co1 N1 C11 C10 2.0(4) . . . . ?
C1 C10 C11 N1 -6.7(4) . . . . ?
C9 C10 C11 N1 173.4(2) . . . . ?
C11 N1 C12 C13 113.8(3) . . . . ?
Co1 N1 C12 C13 -75.2(3) . . . . ?
C11 N1 C12 C17 -68.1(3) . . . 2_657 ?
Co1 N1 C12 C17 102.9(2) . . . 2_657 ?
C17 C12 C13 C14 -1.0(4) 2_657 . . 2_657 ?
N1 C12 C13 C14 177.0(2) . . . 2_657 ?
C17 C12 C13 C18 175.8(2) 2_657 . . . ?
N1 C12 C13 C18 -6.1(4) . . . . ?
C13 C14 C15 C16 -0.7(4) 2_657 . . . ?
C13 C14 C15 C19 -179.4(3) 2_657 . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
C19 C15 C16 C17 -179.5(2) . . . . ?
C14 C15 C16 N2 179.9(2) . . . . ?
C19 C15 C16 N2 -1.4(4) . . . . ?
C31 N2 C16 C17 -73.5(3) . . . . ?
Co1 N2 C16 C17 99.8(2) . . . . ?
C31 N2 C16 C15 108.3(3) . . . . ?
Co1 N2 C16 C15 -78.3(3) . . . . ?
C15 C16 C17 C12 -1.5(4) . . . 2_657 ?
N2 C16 C17 C12 -179.6(2) . . . 2_657 ?
C15 C16 C17 C20 177.2(2) . . . . ?
N2 C16 C17 C20 -0.9(3) . . . . ?
Co1 O2 C21 C30 11.1(4) . . . . ?
Co1 O2 C21 C22 -170.8(2) . . . . ?
O2 C21 C22 C23 -179.5(3) . . . . ?
C30 C21 C22 C23 -1.3(5) . . . . ?
C21 C22 C23 C24 -1.5(5) . . . . ?
C22 C23 C24 C25 -179.8(3) . . . . ?
C22 C23 C24 C29 1.8(5) . . . . ?
C29 C24 C25 C26 -0.7(5) . . . . ?
C23 C24 C25 C26 -179.1(3) . . . . ?
C24 C25 C26 C27 -1.7(5) . . . . ?
C25 C26 C27 C28 1.4(5) . . . . ?
C26 C27 C28 C29 1.4(5) . . . . ?
C27 C28 C29 C24 -3.7(4) . . . . ?
C27 C28 C29 C30 177.6(3) . . . . ?
C25 C24 C29 C28 3.3(4) . . . . ?
C23 C24 C29 C28 -178.2(3) . . . . ?
C25 C24 C29 C30 -177.9(3) . . . . ?
C23 C24 C29 C30 0.5(4) . . . . ?
O2 C21 C30 C31 9.1(4) . . . . ?
C22 C21 C30 C31 -169.0(3) . . . . ?
O2 C21 C30 C29 -178.4(3) . . . . ?
C22 C21 C30 C29 3.5(4) . . . . ?
C28 C29 C30 C21 175.5(3) . . . . ?
C24 C29 C30 C21 -3.1(4) . . . . ?
C28 C29 C30 C31 -11.7(4) . . . . ?
C24 C29 C30 C31 169.6(2) . . . . ?
C16 N2 C31 C30 170.7(2) . . . . ?
Co1 N2 C31 C30 -2.7(4) . . . . ?
C21 C30 C31 N2 -13.3(4) . . . . ?
C29 C30 C31 N2 174.1(3) . . . . ?

_refine_diff_density_max         0.656
_refine_diff_density_min         -1.006
_refine_diff_density_rms         0.160


# SQUEEZE RESULTS (APPEND TO CIF)
# 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 0.000 0.500 0.000 169 15 ' '
2 0.500 0.500 0.500 94 23 ' '
_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 1484110'
_audit_update_record             
;
2016-09-07 deposited with the CCDC.
2016-11-04 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            'C124 H96 Cu4 N8 O8'
_chemical_formula_weight         2080.24

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           79
_space_group_name_H-M_alt        'I 4'
_space_group_name_Hall           'I 4'

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

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

_cell_length_a                   15.6899(2)
_cell_length_b                   15.6899(2)
_cell_length_c                   23.2435(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5721.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8810
_cell_measurement_theta_min      3.9070
_cell_measurement_theta_max      26.2940

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_F_000             2152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.791
_shelx_estimated_absorpt_T_min   0.780
_shelx_estimated_absorpt_T_max   0.852
_exptl_absorpt_correction_T_min  0.31859
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            9902
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.932
_diffrn_reflns_theta_max         32.283
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9691
_reflns_number_gt                6767
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.957
_reflns_Friedel_fraction_max     0.952
_reflns_Friedel_fraction_full    0.998

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

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0744P)²] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.500(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9691
_refine_ls_number_parameters     329
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1355
_refine_ls_wR_factor_gt          0.1255
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.42364(2) 0.80617(2) 0.49785(3) 0.05010(12) Uani 1 1 d . . . . .
O1 O 0.35139(18) 0.7929(2) 0.56051(13) 0.0722(8) Uani 1 1 d . . . . .
O2 O 0.4776(2) 0.8605(2) 0.43560(13) 0.0695(8) Uani 1 1 d . . . . .
N1 N 0.52581(18) 0.81304(18) 0.54597(13) 0.0500(6) Uani 1 1 d . . . . .
N2 N 0.34127(19) 0.75054(18) 0.44478(12) 0.0497(6) Uani 1 1 d . . . . .
C1 C 0.3699(3) 0.7819(3) 0.61424(18) 0.0592(9) Uani 1 1 d . . . . .
C2 C 0.3023(3) 0.7563(4) 0.6520(2) 0.0811(14) Uani 1 1 d . . . . .
H2 H 0.2479 0.7488 0.6369 0.097 Uiso 1 1 calc R U . . .
C3 C 0.3147(3) 0.7431(4) 0.7076(2) 0.0846(15) Uani 1 1 d . . . . .
H3 H 0.2689 0.7252 0.7300 0.102 Uiso 1 1 calc R U . . .
C4 C 0.3952(3) 0.7550(3) 0.73472(19) 0.0702(11) Uani 1 1 d . . . . .
C5 C 0.4067(5) 0.7443(5) 0.7947(3) 0.0962(17) Uani 1 1 d . . . . .
H5 H 0.3612 0.7256 0.8171 0.115 Uiso 1 1 calc R U . . .
C6 C 0.4817(4) 0.7604(4) 0.8198(2) 0.0932(17) Uani 1 1 d . . . . .
H6 H 0.4887 0.7511 0.8591 0.112 Uiso 1 1 calc R U . . .
C7 C 0.5483(4) 0.7909(4) 0.7874(2) 0.0893(15) Uani 1 1 d . . . . .
H7 H 0.5994 0.8042 0.8054 0.107 Uiso 1 1 calc R U . . .
C8 C 0.5412(3) 0.8020(3) 0.7293(2) 0.0728(11) Uani 1 1 d . . . . .
H8 H 0.5878 0.8219 0.7085 0.087 Uiso 1 1 calc R U . . .
C9 C 0.4640(3) 0.7838(3) 0.70041(17) 0.0579(9) Uani 1 1 d . . . . .
C10 C 0.4526(3) 0.7930(2) 0.63821(17) 0.0522(8) Uani 1 1 d . . . . .
C11 C 0.5250(2) 0.8051(2) 0.60218(16) 0.0520(7) Uani 1 1 d . . . . .
H11 H 0.5776 0.8076 0.6205 0.062 Uiso 1 1 calc R U . . .
C12 C 0.6079(2) 0.8136(2) 0.51919(14) 0.0453(6) Uani 1 1 d . . . . .
C13 C 0.6547(2) 0.8892(2) 0.51520(15) 0.0493(7) Uani 1 1 d . . . . .
C14 C 0.6209(3) 0.9728(3) 0.5383(2) 0.0713(11) Uani 1 1 d . . . . .
H14A H 0.6643 1.0157 0.5353 0.107 Uiso 1 1 calc R U . . .
H14B H 0.6051 0.9659 0.5780 0.107 Uiso 1 1 calc R U . . .
H14C H 0.5719 0.9898 0.5164 0.107 Uiso 1 1 calc R U . . .
C15 C 0.7344(2) 0.8857(2) 0.4894(2) 0.0574(9) Uani 1 1 d . . . . .
H15 H 0.7673 0.9349 0.4882 0.069 Uiso 1 1 calc R U . . .
C16 C 0.2620(2) 0.7180(2) 0.46792(13) 0.0450(7) Uani 1 1 d . . . . .
C17 C 0.26264(19) 0.63784(19) 0.49569(19) 0.0482(6) Uani 1 1 d . . . . .
C18 C 0.3425(2) 0.5866(3) 0.5002(3) 0.0785(12) Uani 1 1 d . . . . .
H18A H 0.3844 0.6182 0.5215 0.118 Uiso 1 1 calc R U . . .
H18B H 0.3639 0.5747 0.4624 0.118 Uiso 1 1 calc R U . . .
H18C H 0.3306 0.5340 0.5198 0.118 Uiso 1 1 calc R U . . .
C19 C 0.1894(2) 0.7673(2) 0.46489(15) 0.0527(8) Uani 1 1 d . . . . .
C20 C 0.1909(3) 0.8544(3) 0.4382(2) 0.0691(11) Uani 1 1 d . . . . .
H20A H 0.2398 0.8851 0.4519 0.104 Uiso 1 1 calc R U . . .
H20B H 0.1400 0.8846 0.4485 0.104 Uiso 1 1 calc R U . . .
H20C H 0.1940 0.8491 0.3971 0.104 Uiso 1 1 calc R U . . .
C21 C 0.4758(3) 0.8404(3) 0.38152(19) 0.0653(10) Uani 1 1 d . . . . .
C22 C 0.5319(4) 0.8875(4) 0.3442(2) 0.1010(19) Uani 1 1 d . . . . .
H22 H 0.5679 0.9287 0.3596 0.121 Uiso 1 1 calc R U . . .
C23 C 0.5325(4) 0.8721(5) 0.2869(3) 0.104(2) Uani 1 1 d . . . . .
H23 H 0.5657 0.9068 0.2635 0.125 Uiso 1 1 calc R U . . .
C24 C 0.4857(3) 0.8066(4) 0.2612(2) 0.0871(16) Uani 1 1 d . . . . .
C25 C 0.4907(4) 0.7892(6) 0.2011(3) 0.106(2) Uani 1 1 d . . . . .
H25 H 0.5258 0.8227 0.1781 0.127 Uiso 1 1 calc R U . . .
C26 C 0.4460(5) 0.7259(6) 0.1768(3) 0.113(2) Uani 1 1 d . . . . .
H26 H 0.4501 0.7156 0.1375 0.136 Uiso 1 1 calc R U . . .
C27 C 0.3944(5) 0.6768(6) 0.2103(3) 0.115(2) Uani 1 1 d . . . . .
H27 H 0.3634 0.6334 0.1929 0.138 Uiso 1 1 calc R U . . .
C28 C 0.3858(4) 0.6887(4) 0.2705(2) 0.0885(14) Uani 1 1 d . . . . .
H28 H 0.3516 0.6527 0.2923 0.106 Uiso 1 1 calc R U . . .
C29 C 0.4299(3) 0.7556(3) 0.29594(19) 0.0679(11) Uani 1 1 d . . . . .
C30 C 0.4224(2) 0.7778(3) 0.35717(19) 0.0586(9) Uani 1 1 d . . . . .
C31 C 0.3539(2) 0.7411(2) 0.38988(16) 0.0540(8) Uani 1 1 d . . . . .
H31 H 0.3150 0.7075 0.3699 0.065 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
Cu1 O1 1.857(3) . ?
Cu1 O2 1.880(3) . ?
Cu1 N1 1.958(3) . ?
Cu1 N2 1.988(3) . ?
O1 C1 1.293(5) . ?
O2 C21 1.296(6) . ?
N1 C11 1.313(5) . ?
N1 C12 1.430(4) . ?
N2 C31 1.300(5) . ?
N2 C16 1.448(4) . ?
C1 C10 1.424(6) . ?
C1 C2 1.434(6) . ?
C2 C3 1.325(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.423(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.416(8) . ?
C4 C9 1.417(6) . ?
C5 C6 1.338(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.375(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.365(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.413(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.464(6) . ?
C10 C11 1.424(5) . ?
C11 H11 0.9300 . ?
C12 C17 1.397(5) 4_565 ?
C12 C13 1.398(5) . ?
C13 C15 1.388(5) . ?
C13 C14 1.513(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C19 1.406(5) 4_565 ?
C15 H15 0.9300 . ?
C16 C19 1.378(5) . ?
C16 C17 1.414(4) . ?
C17 C12 1.397(5) 3_655 ?
C17 C18 1.493(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C15 1.406(5) 3_655 ?
C19 C20 1.500(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C30 1.410(7) . ?
C21 C22 1.439(6) . ?
C22 C23 1.354(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.396(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.426(9) . ?
C24 C29 1.434(7) . ?
C25 C26 1.342(11) . ?
C25 H25 0.9300 . ?
C26 C27 1.361(11) . ?
C26 H26 0.9300 . ?
C27 C28 1.416(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.390(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.470(7) . ?
C30 C31 1.437(6) . ?
C31 H31 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 158.29(16) . . ?
O1 Cu1 N1 93.32(12) . . ?
O2 Cu1 N1 92.66(13) . . ?
O1 Cu1 N2 92.31(13) . . ?
O2 Cu1 N2 90.80(12) . . ?
N1 Cu1 N2 155.62(12) . . ?
C1 O1 Cu1 129.4(3) . . ?
C21 O2 Cu1 128.8(3) . . ?
C11 N1 C12 116.3(3) . . ?
C11 N1 Cu1 123.8(2) . . ?
C12 N1 Cu1 119.3(2) . . ?
C31 N2 C16 117.1(3) . . ?
C31 N2 Cu1 124.1(3) . . ?
C16 N2 Cu1 118.9(2) . . ?
O1 C1 C10 124.5(3) . . ?
O1 C1 C2 117.5(4) . . ?
C10 C1 C2 118.0(4) . . ?
C3 C2 C1 122.1(5) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 122.9(4) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C5 C4 C9 119.7(5) . . ?
C5 C4 C3 122.2(4) . . ?
C9 C4 C3 118.0(4) . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 119.7(5) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C8 C7 C6 121.7(5) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 120.9(5) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C4 116.8(4) . . ?
C8 C9 C10 123.6(4) . . ?
C4 C9 C10 119.6(4) . . ?
C11 C10 C1 120.9(4) . . ?
C11 C10 C9 119.8(4) . . ?
C1 C10 C9 119.1(3) . . ?
N1 C11 C10 127.3(4) . . ?
N1 C11 H11 116.4 . . ?
C10 C11 H11 116.4 . . ?
C17 C12 C13 121.6(3) 4_565 . ?
C17 C12 N1 117.9(3) 4_565 . ?
C13 C12 N1 120.5(3) . . ?
C15 C13 C12 117.9(3) . . ?
C15 C13 C14 120.3(3) . . ?
C12 C13 C14 121.8(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 C19 122.6(3) . 4_565 ?
C13 C15 H15 118.7 . . ?
C19 C15 H15 118.7 4_565 . ?
C19 C16 C17 121.9(3) . . ?
C19 C16 N2 119.6(3) . . ?
C17 C16 N2 118.5(3) . . ?
C12 C17 C16 118.2(3) 3_655 . ?
C12 C17 C18 120.7(3) 3_655 . ?
C16 C17 C18 121.2(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 C15 117.8(3) . 3_655 ?
C16 C19 C20 121.2(3) . . ?
C15 C19 C20 121.0(3) 3_655 . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 C30 124.9(4) . . ?
O2 C21 C22 116.5(4) . . ?
C30 C21 C22 118.6(4) . . ?
C23 C22 C21 120.4(5) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 123.2(5) . . ?
C22 C23 H23 118.4 . . ?
C24 C23 H23 118.4 . . ?
C23 C24 C25 122.1(6) . . ?
C23 C24 C29 119.4(5) . . ?
C25 C24 C29 118.5(6) . . ?
C26 C25 C24 121.8(6) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C27 119.2(6) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C26 C27 C28 123.2(7) . . ?
C26 C27 H27 118.4 . . ?
C28 C27 H27 118.4 . . ?
C29 C28 C27 118.2(6) . . ?
C29 C28 H28 120.9 . . ?
C27 C28 H28 120.9 . . ?
C28 C29 C24 119.1(5) . . ?
C28 C29 C30 123.4(4) . . ?
C24 C29 C30 117.5(5) . . ?
C21 C30 C31 120.8(4) . . ?
C21 C30 C29 120.4(4) . . ?
C31 C30 C29 118.5(4) . . ?
N2 C31 C30 126.0(4) . . ?
N2 C31 H31 117.0 . . ?
C30 C31 H31 117.0 . . ?

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
O2 Cu1 O1 C1 -113.1(5) . . . . ?
N1 Cu1 O1 C1 -7.4(4) . . . . ?
N2 Cu1 O1 C1 148.9(4) . . . . ?
O1 Cu1 O2 C21 -118.6(4) . . . . ?
N1 Cu1 O2 C21 135.6(4) . . . . ?
N2 Cu1 O2 C21 -20.3(4) . . . . ?
Cu1 O1 C1 C10 11.9(7) . . . . ?
Cu1 O1 C1 C2 -167.7(4) . . . . ?
O1 C1 C2 C3 179.7(5) . . . . ?
C10 C1 C2 C3 0.0(8) . . . . ?
C1 C2 C3 C4 1.6(9) . . . . ?
C2 C3 C4 C5 177.1(6) . . . . ?
C2 C3 C4 C9 1.2(8) . . . . ?
C9 C4 C5 C6 -0.4(10) . . . . ?
C3 C4 C5 C6 -176.2(6) . . . . ?
C4 C5 C6 C7 2.4(11) . . . . ?
C5 C6 C7 C8 -2.7(10) . . . . ?
C6 C7 C8 C9 1.0(9) . . . . ?
C7 C8 C9 C4 0.9(7) . . . . ?
C7 C8 C9 C10 -179.0(5) . . . . ?
C5 C4 C9 C8 -1.2(7) . . . . ?
C3 C4 C9 C8 174.7(5) . . . . ?
C5 C4 C9 C10 178.6(5) . . . . ?
C3 C4 C9 C10 -5.4(7) . . . . ?
O1 C1 C10 C11 -9.5(6) . . . . ?
C2 C1 C10 C11 170.0(4) . . . . ?
O1 C1 C10 C9 176.2(4) . . . . ?
C2 C1 C10 C9 -4.2(6) . . . . ?
C8 C9 C10 C11 12.5(6) . . . . ?
C4 C9 C10 C11 -167.4(4) . . . . ?
C8 C9 C10 C1 -173.2(4) . . . . ?
C4 C9 C10 C1 6.9(6) . . . . ?
C12 N1 C11 C10 -172.3(3) . . . . ?
Cu1 N1 C11 C10 -2.1(5) . . . . ?
C1 C10 C11 N1 4.7(6) . . . . ?
C9 C10 C11 N1 178.9(4) . . . . ?
C11 N1 C12 C17 97.5(4) . . . 4_565 ?
Cu1 N1 C12 C17 -73.2(4) . . . 4_565 ?
C11 N1 C12 C13 -84.6(4) . . . . ?
Cu1 N1 C12 C13 104.7(3) . . . . ?
C17 C12 C13 C15 -3.0(5) 4_565 . . . ?
N1 C12 C13 C15 179.2(3) . . . . ?
C17 C12 C13 C14 177.4(4) 4_565 . . . ?
N1 C12 C13 C14 -0.4(5) . . . . ?
C12 C13 C15 C19 3.3(6) . . . 4_565 ?
C14 C13 C15 C19 -177.1(4) . . . 4_565 ?
C31 N2 C16 C19 -83.7(4) . . . . ?
Cu1 N2 C16 C19 96.4(3) . . . . ?
C31 N2 C16 C17 99.4(4) . . . . ?
Cu1 N2 C16 C17 -80.5(4) . . . . ?
C19 C16 C17 C12 1.6(6) . . . 3_655 ?
N2 C16 C17 C12 178.4(3) . . . 3_655 ?
C19 C16 C17 C18 -178.0(4) . . . . ?
N2 C16 C17 C18 -1.2(6) . . . . ?
C17 C16 C19 C15 -1.4(5) . . . 3_655 ?
N2 C16 C19 C15 -178.2(3) . . . 3_655 ?
C17 C16 C19 C20 176.5(4) . . . . ?
N2 C16 C19 C20 -0.2(5) . . . . ?
Cu1 O2 C21 C30 8.7(7) . . . . ?
Cu1 O2 C21 C22 -172.6(4) . . . . ?
O2 C21 C22 C23 -178.3(6) . . . . ?
C30 C21 C22 C23 0.5(9) . . . . ?
C21 C22 C23 C24 -5.5(11) . . . . ?
C22 C23 C24 C25 -177.0(7) . . . . ?
C22 C23 C24 C29 3.8(10) . . . . ?
C23 C24 C25 C26 179.5(7) . . . . ?
C29 C24 C25 C26 -1.3(10) . . . . ?
C24 C25 C26 C27 0.0(12) . . . . ?
C25 C26 C27 C28 -0.6(13) . . . . ?
C26 C27 C28 C29 2.3(11) . . . . ?
C27 C28 C29 C24 -3.5(8) . . . . ?
C27 C28 C29 C30 176.2(6) . . . . ?
C23 C24 C29 C28 -177.8(6) . . . . ?
C25 C24 C29 C28 3.0(8) . . . . ?
C23 C24 C29 C30 2.5(8) . . . . ?
C25 C24 C29 C30 -176.7(5) . . . . ?
O2 C21 C30 C31 11.2(7) . . . . ?
C22 C21 C30 C31 -167.6(5) . . . . ?
O2 C21 C30 C29 -175.5(4) . . . . ?
C22 C21 C30 C29 5.8(7) . . . . ?
C28 C29 C30 C21 173.1(5) . . . . ?
C24 C29 C30 C21 -7.2(6) . . . . ?
C28 C29 C30 C31 -13.4(7) . . . . ?
C24 C29 C30 C31 166.3(4) . . . . ?
C16 N2 C31 C30 171.6(4) . . . . ?
Cu1 N2 C31 C30 -8.5(5) . . . . ?
C21 C30 C31 N2 -10.5(6) . . . . ?
C29 C30 C31 N2 176.0(4) . . . . ?

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.052


# SQUEEZE RESULTS (APPEND TO CIF)
# 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 0.000 0.000 0.465 514 21 ' '
2 0.000 0.500 0.172 21 0 ' '
3 0.000 0.500 0.672 21 0 ' '
4 0.500 0.500 -0.032 514 21 ' '
5 0.500 0.000 0.172 21 0 ' '
6 0.500 0.000 0.672 21 0 ' '
_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_3
_database_code_depnum_ccdc_archive 'CCDC 1484111'
_audit_update_record             
;
2016-06-08 deposited with the CCDC.
2016-11-04 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            'C124 H94 Cu4 N8 O8'
_chemical_formula_weight         2078.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   21.1918(13)
_cell_length_b                   14.8209(8)
_cell_length_c                   15.5995(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.775(5)
_cell_angle_gamma                90
_cell_volume                     4828.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6321
_cell_measurement_theta_min      4.1450
_cell_measurement_theta_max      70.2630

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            GREEN
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             2148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    1.529
_shelx_estimated_absorpt_T_min   0.632
_shelx_estimated_absorpt_T_max   0.740
_exptl_absorpt_correction_T_min  0.71455
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Micro-Focus (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            30357
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.657
_diffrn_reflns_theta_max         71.859
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9267
_reflns_number_gt                5510
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.0653P)²+22.7166P] 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         9267
_refine_ls_number_parameters     655
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1459
_refine_ls_R_factor_gt           0.0792
_refine_ls_wR_factor_ref         0.2304
_refine_ls_wR_factor_gt          0.1792
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.54444(4) 0.76036(6) 0.49127(6) 0.0402(3) Uani 1 1 d . . . . .
Cu2 Cu 0.08529(4) 0.78586(6) 0.03813(6) 0.0448(3) Uani 1 1 d . . . . .
O1 O 0.61923(19) 0.6880(3) 0.5118(3) 0.0498(12) Uani 1 1 d . . . . .
O2 O 0.49908(19) 0.6493(3) 0.4673(3) 0.0472(11) Uani 1 1 d . . . . .
O3 O 0.1707(2) 0.7505(3) 0.0341(3) 0.0480(11) Uani 1 1 d . . . . .
O4 O 0.0601(2) 0.6685(3) 0.0683(3) 0.0501(12) Uani 1 1 d . . . . .
N1 N 0.5853(2) 0.8539(3) 0.5731(3) 0.0354(11) Uani 1 1 d . . . . .
N2 N 0.4781(2) 0.8274(3) 0.4127(3) 0.0382(12) Uani 1 1 d . . . . .
N3 N 0.1120(2) 0.9020(3) 0.0903(3) 0.0397(12) Uani 1 1 d . . . . .
N4 N 0.0034(2) 0.8097(3) -0.0368(3) 0.0385(12) Uani 1 1 d . . . . .
C1 C 0.6759(3) 0.7058(4) 0.5549(4) 0.0408(15) Uani 1 1 d . . . . .
C2 C 0.7226(3) 0.6349(4) 0.5594(4) 0.0449(16) Uani 1 1 d . . . . .
H2 H 0.7117 0.5808 0.5306 0.054 Uiso 1 1 calc R U . . .
C3 C 0.7821(3) 0.6456(5) 0.6049(4) 0.0454(16) Uani 1 1 d . . . . .
H3 H 0.8103 0.5971 0.6104 0.054 Uiso 1 1 calc R U . . .
C4 C 0.8027(3) 0.7293(5) 0.6446(4) 0.0458(16) Uani 1 1 d . . . . .
C5 C 0.8668(3) 0.7418(5) 0.6854(4) 0.0519(18) Uani 1 1 d . . . . .
H5 H 0.8950 0.6932 0.6899 0.062 Uiso 1 1 calc R U . . .
C6 C 0.8882(3) 0.8232(6) 0.7182(5) 0.059(2) Uani 1 1 d . . . . .
H6 H 0.9308 0.8306 0.7439 0.070 Uiso 1 1 calc R U . . .
C7 C 0.8458(3) 0.8949(6) 0.7129(5) 0.0575(19) Uani 1 1 d . . . . .
H7 H 0.8602 0.9508 0.7353 0.069 Uiso 1 1 calc R U . . .
C8 C 0.7832(3) 0.8848(5) 0.6753(4) 0.0488(17) Uani 1 1 d . . . . .
H8 H 0.7558 0.9340 0.6729 0.059 Uiso 1 1 calc R U . . .
C9 C 0.7590(3) 0.8013(5) 0.6398(4) 0.0436(15) Uani 1 1 d . . . . .
C10 C 0.6926(3) 0.7883(4) 0.5986(4) 0.0396(14) Uani 1 1 d . . . . .
C11 C 0.6460(3) 0.8541(4) 0.6094(4) 0.0398(14) Uani 1 1 d . . . . .
C12 C 0.4455(3) 0.6326(4) 0.4176(4) 0.0375(14) Uani 1 1 d . . . . .
C13 C 0.4265(3) 0.5396(4) 0.4079(4) 0.0415(15) Uani 1 1 d . . . . .
H13 H 0.4527 0.4947 0.4363 0.050 Uiso 1 1 calc R U . . .
C14 C 0.3703(3) 0.5176(4) 0.3571(4) 0.0448(16) Uani 1 1 d . . . . .
H14 H 0.3601 0.4568 0.3493 0.054 Uiso 1 1 calc R U . . .
C15 C 0.3261(3) 0.5821(5) 0.3151(4) 0.0421(15) Uani 1 1 d . . . . .
C16 C 0.2666(3) 0.5560(5) 0.2668(4) 0.0525(18) Uani 1 1 d . . . . .
H16 H 0.2568 0.4950 0.2593 0.063 Uiso 1 1 calc R U . . .
C17 C 0.2229(3) 0.6196(5) 0.2306(4) 0.0511(17) Uani 1 1 d . . . . .
H17 H 0.1842 0.6018 0.1975 0.061 Uiso 1 1 calc R U . . .
C18 C 0.2368(3) 0.7103(5) 0.2436(5) 0.0525(18) Uani 1 1 d . . . . .
H18 H 0.2063 0.7533 0.2218 0.063 Uiso 1 1 calc R U . . .
C19 C 0.2953(3) 0.7374(5) 0.2885(4) 0.0454(16) Uani 1 1 d . . . . .
H19 H 0.3040 0.7987 0.2957 0.054 Uiso 1 1 calc R U . . .
C20 C 0.3426(3) 0.6743(4) 0.3239(4) 0.0406(14) Uani 1 1 d . . . . .
C21 C 0.4052(3) 0.6999(4) 0.3726(4) 0.0374(14) Uani 1 1 d . . . . .
C22 C 0.4258(3) 0.7907(4) 0.3692(4) 0.0393(14) Uani 1 1 d . . . . .
H22 H 0.3992 0.8288 0.3319 0.047 Uiso 1 1 calc R U . . .
C23 C 0.5462(3) 0.9239(4) 0.6019(4) 0.0369(14) Uani 1 1 d . . . . .
C24 C 0.4963(3) 0.8967(4) 0.6453(4) 0.0379(14) Uani 1 1 d . . . . .
C25 C 0.4902(3) 0.8006(4) 0.6725(5) 0.0493(17) Uani 1 1 d . . . . .
H25A H 0.5247 0.7863 0.7189 0.074 Uiso 1 1 calc R U . . .
H25B H 0.4921 0.7615 0.6239 0.074 Uiso 1 1 calc R U . . .
H25C H 0.4501 0.7925 0.6922 0.074 Uiso 1 1 calc R U . . .
C26 C 0.4556(3) 0.9630(4) 0.6655(4) 0.0400(14) Uani 1 1 d . . . . .
H26 H 0.4223 0.9464 0.6943 0.048 Uiso 1 1 calc R U . . .
C27 C 0.4862(3) 0.9219(4) 0.3934(4) 0.0342(13) Uani 1 1 d . . . . .
C28 C 0.4426(3) 0.9848(4) 0.4154(4) 0.0350(13) Uani 1 1 d . . . . .
C29 C 0.3866(3) 0.9572(4) 0.4579(4) 0.0416(15) Uani 1 1 d . . . . .
H29A H 0.3506 0.9433 0.4138 0.062 Uiso 1 1 calc R U . . .
H29B H 0.3757 1.0057 0.4934 0.062 Uiso 1 1 calc R U . . .
H29C H 0.3980 0.9049 0.4935 0.062 Uiso 1 1 calc R U . . .
C30 C 0.5382(3) 0.9468(4) 0.3551(4) 0.0392(14) Uani 1 1 d . . . . .
C31 C 0.5863(3) 0.8792(5) 0.3337(5) 0.0503(17) Uani 1 1 d . . . . .
H31A H 0.6110 0.8566 0.3866 0.075 Uiso 1 1 calc R U . . .
H31B H 0.6143 0.9079 0.2996 0.075 Uiso 1 1 calc R U . . .
H31C H 0.5643 0.8302 0.3013 0.075 Uiso 1 1 calc R U . . .
C32 C 0.2234(3) 0.7962(4) 0.0537(4) 0.0424(15) Uani 1 1 d . . . . .
C33 C 0.2810(3) 0.7558(5) 0.0378(4) 0.0484(17) Uani 1 1 d . . . . .
H33 H 0.2795 0.6989 0.0124 0.058 Uiso 1 1 calc R U . . .
C34 C 0.3379(3) 0.7977(5) 0.0587(4) 0.0500(17) Uani 1 1 d . . . . .
H34 H 0.3744 0.7690 0.0465 0.060 Uiso 1 1 calc R U . . .
C35 C 0.3443(3) 0.8837(5) 0.0985(4) 0.0437(15) Uani 1 1 d . . . . .
C36 C 0.4050(3) 0.9259(5) 0.1188(4) 0.0508(17) Uani 1 1 d . . . . .
H36 H 0.4412 0.8956 0.1080 0.061 Uiso 1 1 calc R U . . .
C37 C 0.4110(3) 1.0103(5) 0.1541(4) 0.0510(17) Uani 1 1 d . . . . .
H37 H 0.4510 1.0373 0.1680 0.061 Uiso 1 1 calc R U . . .
C38 C 0.3565(3) 1.0552(5) 0.1690(4) 0.0486(17) Uani 1 1 d . . . . .
H38 H 0.3604 1.1131 0.1923 0.058 Uiso 1 1 calc R U . . .
C39 C 0.2970(3) 1.0163(5) 0.1502(4) 0.0481(17) Uani 1 1 d . . . . .
H39 H 0.2616 1.0482 0.1617 0.058 Uiso 1 1 calc R U . . .
C40 C 0.2882(3) 0.9289(4) 0.1135(4) 0.0402(14) Uani 1 1 d . . . . .
C41 C 0.2265(3) 0.8843(4) 0.0907(4) 0.0401(15) Uani 1 1 d . . . . .
C42 C 0.1716(3) 0.9283(4) 0.1087(4) 0.0403(14) Uani 1 1 d . . . . .
H42 H 0.1786 0.9832 0.1376 0.048 Uiso 1 1 calc R U . . .
C43 C 0.0034(3) 0.6331(4) 0.0519(4) 0.0440(15) Uani 1 1 d . . . . .
C44 C -0.0044(4) 0.5475(5) 0.0919(5) 0.0528(18) Uani 1 1 d . . . . .
H44 H 0.0297 0.5221 0.1295 0.063 Uiso 1 1 calc R U . . .
C45 C -0.0614(4) 0.5033(5) 0.0750(5) 0.0568(19) Uani 1 1 d . . . . .
H45 H -0.0651 0.4481 0.1020 0.068 Uiso 1 1 calc R U . . .
C46 C -0.1153(4) 0.5372(5) 0.0187(5) 0.0547(19) Uani 1 1 d . . . . .
C47 C -0.1735(4) 0.4885(6) 0.0025(5) 0.069(2) Uani 1 1 d . . . . .
H47 H -0.1757 0.4320 0.0279 0.083 Uiso 1 1 calc R U . . .
C48 C -0.2261(4) 0.5221(6) -0.0488(6) 0.072(3) Uani 1 1 d . . . . .
H48 H -0.2638 0.4887 -0.0597 0.086 Uiso 1 1 calc R U . . .
C49 C -0.2229(4) 0.6083(6) -0.0855(6) 0.070(2) Uani 1 1 d . . . . .
H49 H -0.2593 0.6333 -0.1186 0.085 Uiso 1 1 calc R U . . .
C50 C -0.1659(3) 0.6564(5) -0.0725(5) 0.062(2) Uani 1 1 d . . . . .
H50 H -0.1643 0.7123 -0.0990 0.074 Uiso 1 1 calc R U . . .
C51 C -0.1105(3) 0.6222(5) -0.0203(4) 0.0482(16) Uani 1 1 d . . . . .
C52 C -0.0497(3) 0.6708(4) -0.0050(4) 0.0429(15) Uani 1 1 d . . . . .
C53 C -0.0444(3) 0.7534(4) -0.0473(4) 0.0409(15) Uani 1 1 d . . . . .
H53 H -0.0798 0.7701 -0.0880 0.049 Uiso 1 1 calc R U . . .
C54 C 0.0642(3) 0.9652(4) 0.1104(4) 0.0385(14) Uani 1 1 d . . . . .
C55 C 0.0251(3) 0.9396(4) 0.1694(4) 0.0408(15) Uani 1 1 d . . . . .
C56 C 0.0349(3) 0.8510(5) 0.2173(5) 0.0491(17) Uani 1 1 d . . . . .
H56A H 0.0216 0.8024 0.1776 0.074 Uiso 1 1 calc R U . . .
H56B H 0.0100 0.8503 0.2632 0.074 Uiso 1 1 calc R U . . .
H56C H 0.0794 0.8440 0.2415 0.074 Uiso 1 1 calc R U . . .
C57 C -0.0226(3) 0.9990(4) 0.1832(4) 0.0427(15) Uani 1 1 d . . . . .
H57 H -0.0487 0.9831 0.2230 0.051 Uiso 1 1 calc R U . . .
C58 C 0.0576(3) 1.0484(4) 0.0679(4) 0.0359(14) Uani 1 1 d . . . . .
C59 C 0.1019(3) 1.0752(4) 0.0055(4) 0.0419(15) Uani 1 1 d . . . . .
H59A H 0.1391 1.1044 0.0371 0.063 Uiso 1 1 calc R U . . .
H59B H 0.0800 1.1158 -0.0374 0.063 Uiso 1 1 calc R U . . .
H59C H 0.1146 1.0223 -0.0227 0.063 Uiso 1 1 calc R U . . .
C60 C -0.0081(3) 0.8939(4) -0.0828(4) 0.0381(14) Uani 1 1 d . . . . .
C61 C 0.0332(3) 0.9186(4) -0.1405(4) 0.0412(15) Uani 1 1 d . . . . .
C62 C 0.0869(3) 0.8590(5) -0.1594(5) 0.0520(17) Uani 1 1 d . . . . .
H62A H 0.1265 0.8781 -0.1248 0.078 Uiso 1 1 calc R U . . .
H62B H 0.0900 0.8633 -0.2200 0.078 Uiso 1 1 calc R U . . .
H62C H 0.0783 0.7975 -0.1455 0.078 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
Cu1 O1 1.896(4) . ?
Cu1 O2 1.911(4) . ?
Cu1 N2 1.970(5) . ?
Cu1 N1 1.982(5) . ?
Cu2 O3 1.895(4) . ?
Cu2 O4 1.901(4) . ?
Cu2 N3 1.947(5) . ?
Cu2 N4 1.952(5) . ?
O1 C1 1.299(7) . ?
O2 C12 1.286(7) . ?
O3 C32 1.299(7) . ?
O4 C43 1.296(7) . ?
N1 C11 1.314(7) . ?
N1 C23 1.445(7) . ?
N2 C22 1.314(7) . ?
N2 C27 1.449(8) . ?
N3 C42 1.306(7) . ?
N3 C54 1.452(8) . ?
N4 C53 1.302(7) . ?
N4 C60 1.439(8) . ?
C1 C10 1.416(9) . ?
C1 C2 1.437(8) . ?
C2 C3 1.345(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.421(9) . ?
C3 H3 0.9300 . ?
C4 C9 1.407(9) . ?
C4 C5 1.411(9) . ?
C5 C6 1.358(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.386(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.364(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.416(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.458(8) . ?
C10 C11 1.419(8) . ?
C12 C21 1.419(8) . ?
C12 C13 1.437(8) . ?
C13 C14 1.353(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.419(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.410(9) . ?
C15 C20 1.411(9) . ?
C16 C17 1.374(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.384(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.378(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.413(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.462(8) . ?
C21 C22 1.419(8) . ?
C22 H22 0.9300 . ?
C23 C28 1.408(8) 3_676 ?
C23 C24 1.409(9) . ?
C24 C26 1.379(8) . ?
C24 C25 1.497(8) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C30 1.387(9) 3_676 ?
C26 H26 0.9300 . ?
C27 C30 1.390(8) . ?
C27 C28 1.396(8) . ?
C28 C23 1.408(8) 3_676 ?
C28 C29 1.510(8) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C26 1.387(9) 3_676 ?
C30 C31 1.506(8) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.420(9) . ?
C32 C41 1.423(9) . ?
C33 C34 1.346(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.415(9) . ?
C34 H34 0.9300 . ?
C35 C36 1.416(9) . ?
C35 C40 1.419(9) . ?
C36 C37 1.364(10) . ?
C36 H36 0.9300 . ?
C37 C38 1.386(9) . ?
C37 H37 0.9300 . ?
C38 C39 1.372(9) . ?
C38 H38 0.9300 . ?
C39 C40 1.415(9) . ?
C39 H39 0.9300 . ?
C40 C41 1.455(8) . ?
C41 C42 1.403(8) . ?
C42 H42 0.9300 . ?
C43 C52 1.423(9) . ?
C43 C44 1.436(9) . ?
C44 C45 1.360(10) . ?
C44 H44 0.9300 . ?
C45 C46 1.409(11) . ?
C45 H45 0.9300 . ?
C46 C51 1.410(10) . ?
C46 C47 1.415(10) . ?
C47 C48 1.351(12) . ?
C47 H47 0.9300 . ?
C48 C49 1.407(12) . ?
C48 H48 0.9300 . ?
C49 C50 1.387(10) . ?
C49 H49 0.9300 . ?
C50 C51 1.405(10) . ?
C50 H50 0.9300 . ?
C51 C52 1.461(9) . ?
C52 C53 1.404(9) . ?
C53 H53 0.9300 . ?
C54 C55 1.392(9) . ?
C54 C58 1.395(8) . ?
C55 C57 1.385(9) . ?
C55 C56 1.507(9) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 C61 1.391(9) 3_575 ?
C57 H57 0.9300 . ?
C58 C60 1.404(8) 3_575 ?
C58 C59 1.516(8) . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C60 C58 1.404(8) 3_575 ?
C60 C61 1.407(9) . ?
C61 C57 1.391(9) 3_575 ?
C61 C62 1.508(9) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 85.63(18) . . ?
O1 Cu1 N2 151.5(2) . . ?
O2 Cu1 N2 91.73(19) . . ?
O1 Cu1 N1 91.47(19) . . ?
O2 Cu1 N1 151.5(2) . . ?
N2 Cu1 N1 103.7(2) . . ?
O3 Cu2 O4 93.7(2) . . ?
O3 Cu2 N3 92.7(2) . . ?
O4 Cu2 N3 141.2(2) . . ?
O3 Cu2 N4 141.8(2) . . ?
O4 Cu2 N4 93.2(2) . . ?
N3 Cu2 N4 104.8(2) . . ?
C1 O1 Cu1 130.2(4) . . ?
C12 O2 Cu1 130.3(4) . . ?
C32 O3 Cu2 129.5(4) . . ?
C43 O4 Cu2 127.7(4) . . ?
C11 N1 C23 115.7(5) . . ?
C11 N1 Cu1 124.6(4) . . ?
C23 N1 Cu1 119.4(4) . . ?
C22 N2 C27 114.3(5) . . ?
C22 N2 Cu1 124.2(4) . . ?
C27 N2 Cu1 121.3(4) . . ?
C42 N3 C54 116.4(5) . . ?
C42 N3 Cu2 123.8(4) . . ?
C54 N3 Cu2 119.8(4) . . ?
C53 N4 C60 115.5(5) . . ?
C53 N4 Cu2 123.6(4) . . ?
C60 N4 Cu2 120.9(4) . . ?
O1 C1 C10 123.9(6) . . ?
O1 C1 C2 116.5(6) . . ?
C10 C1 C2 119.6(5) . . ?
C3 C2 C1 121.1(6) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 121.6(6) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C9 C4 C5 119.9(7) . . ?
C9 C4 C3 119.2(6) . . ?
C5 C4 C3 120.8(6) . . ?
C6 C5 C4 121.4(7) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 119.2(6) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 120.9(7) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 121.7(7) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C8 116.8(6) . . ?
C4 C9 C10 120.1(6) . . ?
C8 C9 C10 123.1(6) . . ?
C1 C10 C11 122.0(6) . . ?
C1 C10 C9 118.0(6) . . ?
C11 C10 C9 119.8(6) . . ?
N1 C11 C10 126.6(6) . . ?
O2 C12 C21 124.0(5) . . ?
O2 C12 C13 116.8(5) . . ?
C21 C12 C13 119.2(5) . . ?
C14 C13 C12 119.7(6) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 123.6(6) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C16 C15 C20 120.2(6) . . ?
C16 C15 C14 121.5(6) . . ?
C20 C15 C14 118.3(5) . . ?
C17 C16 C15 120.7(7) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 119.6(6) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C19 C18 C17 120.6(7) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.6(7) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C15 C20 C19 117.1(6) . . ?
C15 C20 C21 119.3(6) . . ?
C19 C20 C21 123.5(6) . . ?
C12 C21 C22 121.4(5) . . ?
C12 C21 C20 119.4(5) . . ?
C22 C21 C20 119.0(5) . . ?
N2 C22 C21 127.7(5) . . ?
N2 C22 H22 116.2 . . ?
C21 C22 H22 116.2 . . ?
C28 C23 C24 122.1(6) 3_676 . ?
C28 C23 N1 120.4(6) 3_676 . ?
C24 C23 N1 117.4(5) . . ?
C26 C24 C23 117.2(6) . . ?
C26 C24 C25 121.7(6) . . ?
C23 C24 C25 121.1(6) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 C30 123.1(6) . 3_676 ?
C24 C26 H26 118.5 . . ?
C30 C26 H26 118.5 3_676 . ?
C30 C27 C28 122.3(6) . . ?
C30 C27 N2 118.5(5) . . ?
C28 C27 N2 119.2(5) . . ?
C27 C28 C23 117.1(5) . 3_676 ?
C27 C28 C29 121.9(5) . . ?
C23 C28 C29 121.0(5) 3_676 . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 C27 118.0(6) 3_676 . ?
C26 C30 C31 119.7(6) 3_676 . ?
C27 C30 C31 122.3(6) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O3 C32 C33 118.0(6) . . ?
O3 C32 C41 123.5(6) . . ?
C33 C32 C41 118.5(6) . . ?
C34 C33 C32 121.6(7) . . ?
C34 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C33 C34 C35 122.5(6) . . ?
C33 C34 H34 118.7 . . ?
C35 C34 H34 118.7 . . ?
C34 C35 C36 120.8(6) . . ?
C34 C35 C40 118.5(6) . . ?
C36 C35 C40 120.6(6) . . ?
C37 C36 C35 121.0(7) . . ?
C37 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C36 C37 C38 119.0(6) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C39 C38 C37 121.6(7) . . ?
C39 C38 H38 119.2 . . ?
C37 C38 H38 119.2 . . ?
C38 C39 C40 121.6(6) . . ?
C38 C39 H39 119.2 . . ?
C40 C39 H39 119.2 . . ?
C39 C40 C35 116.2(6) . . ?
C39 C40 C41 124.5(6) . . ?
C35 C40 C41 119.2(6) . . ?
C42 C41 C32 121.7(6) . . ?
C42 C41 C40 118.7(6) . . ?
C32 C41 C40 119.6(5) . . ?
N3 C42 C41 128.4(6) . . ?
N3 C42 H42 115.8 . . ?
C41 C42 H42 115.8 . . ?
O4 C43 C52 124.9(6) . . ?
O4 C43 C44 116.3(6) . . ?
C52 C43 C44 118.7(6) . . ?
C45 C44 C43 120.4(7) . . ?
C45 C44 H44 119.8 . . ?
C43 C44 H44 119.8 . . ?
C44 C45 C46 123.2(7) . . ?
C44 C45 H45 118.4 . . ?
C46 C45 H45 118.4 . . ?
C45 C46 C51 118.5(7) . . ?
C45 C46 C47 121.2(8) . . ?
C51 C46 C47 120.2(8) . . ?
C48 C47 C46 121.6(8) . . ?
C48 C47 H47 119.2 . . ?
C46 C47 H47 119.2 . . ?
C47 C48 C49 118.9(8) . . ?
C47 C48 H48 120.5 . . ?
C49 C48 H48 120.5 . . ?
C50 C49 C48 120.5(8) . . ?
C50 C49 H49 119.7 . . ?
C48 C49 H49 119.7 . . ?
C49 C50 C51 121.4(8) . . ?
C49 C50 H50 119.3 . . ?
C51 C50 H50 119.3 . . ?
C50 C51 C46 117.3(7) . . ?
C50 C51 C52 123.0(7) . . ?
C46 C51 C52 119.8(7) . . ?
C53 C52 C43 121.2(6) . . ?
C53 C52 C51 119.4(6) . . ?
C43 C52 C51 119.4(6) . . ?
N4 C53 C52 128.4(6) . . ?
N4 C53 H53 115.8 . . ?
C52 C53 H53 115.8 . . ?
C55 C54 C58 122.2(6) . . ?
C55 C54 N3 118.8(6) . . ?
C58 C54 N3 119.0(6) . . ?
C57 C55 C54 117.5(6) . . ?
C57 C55 C56 121.3(6) . . ?
C54 C55 C56 121.2(6) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 C61 123.2(6) . 3_575 ?
C55 C57 H57 118.4 . . ?
C61 C57 H57 118.4 3_575 . ?
C54 C58 C60 118.6(6) . 3_575 ?
C54 C58 C59 120.9(5) . . ?
C60 C58 C59 120.5(6) 3_575 . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C60 C61 120.7(6) 3_575 . ?
C58 C60 N4 121.0(6) 3_575 . ?
C61 C60 N4 118.2(5) . . ?
C57 C61 C60 117.8(6) 3_575 . ?
C57 C61 C62 119.1(6) 3_575 . ?
C60 C61 C62 123.0(6) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Cu1 O1 C1 -159.8(6) . . . . ?
N2 Cu1 O1 C1 114.6(6) . . . . ?
N1 Cu1 O1 C1 -8.2(6) . . . . ?
O4 Cu2 O3 C32 -146.8(6) . . . . ?
N3 Cu2 O3 C32 -5.1(6) . . . . ?
N4 Cu2 O3 C32 113.3(6) . . . . ?
Cu1 O1 C1 C10 1.2(10) . . . . ?
Cu1 O1 C1 C2 179.1(5) . . . . ?
O1 C1 C2 C3 -177.8(6) . . . . ?
C10 C1 C2 C3 0.2(10) . . . . ?
C1 C2 C3 C4 -4.9(10) . . . . ?
C2 C3 C4 C9 3.1(10) . . . . ?
C2 C3 C4 C5 -174.4(6) . . . . ?
C9 C4 C5 C6 -2.1(10) . . . . ?
C3 C4 C5 C6 175.3(7) . . . . ?
C4 C5 C6 C7 1.3(11) . . . . ?
C5 C6 C7 C8 0.0(12) . . . . ?
C6 C7 C8 C9 -0.4(11) . . . . ?
C5 C4 C9 C8 1.6(9) . . . . ?
C3 C4 C9 C8 -175.9(6) . . . . ?
C5 C4 C9 C10 -179.3(6) . . . . ?
C3 C4 C9 C10 3.2(10) . . . . ?
C7 C8 C9 C4 -0.4(10) . . . . ?
C7 C8 C9 C10 -179.5(7) . . . . ?
O1 C1 C10 C11 9.3(10) . . . . ?
C2 C1 C10 C11 -168.6(6) . . . . ?
O1 C1 C10 C9 -176.3(6) . . . . ?
C2 C1 C10 C9 5.9(9) . . . . ?
C4 C9 C10 C1 -7.6(9) . . . . ?
C8 C9 C10 C1 171.4(6) . . . . ?
C4 C9 C10 C11 167.0(6) . . . . ?
C8 C9 C10 C11 -14.0(10) . . . . ?
C23 N1 C11 C10 173.8(6) . . . . ?
Cu1 N1 C11 C10 -1.1(9) . . . . ?
C1 C10 C11 N1 -9.2(10) . . . . ?
C9 C10 C11 N1 176.5(6) . . . . ?
Cu1 O2 C12 C21 -4.7(9) . . . . ?
Cu1 O2 C12 C13 175.0(4) . . . . ?
O2 C12 C13 C14 179.4(6) . . . . ?
C21 C12 C13 C14 -0.9(9) . . . . ?
C12 C13 C14 C15 -3.4(10) . . . . ?
C13 C14 C15 C16 -176.4(6) . . . . ?
C13 C14 C15 C20 2.6(10) . . . . ?
C20 C15 C16 C17 -2.6(10) . . . . ?
C14 C15 C16 C17 176.3(6) . . . . ?
C15 C16 C17 C18 -1.6(11) . . . . ?
C16 C17 C18 C19 3.5(11) . . . . ?
C17 C18 C19 C20 -1.0(11) . . . . ?
C16 C15 C20 C19 4.9(9) . . . . ?
C14 C15 C20 C19 -174.1(6) . . . . ?
C16 C15 C20 C21 -178.6(6) . . . . ?
C14 C15 C20 C21 2.4(9) . . . . ?
C18 C19 C20 C15 -3.1(10) . . . . ?
C18 C19 C20 C21 -179.5(6) . . . . ?
O2 C12 C21 C22 9.3(10) . . . . ?
C13 C12 C21 C22 -170.3(6) . . . . ?
O2 C12 C21 C20 -174.7(6) . . . . ?
C13 C12 C21 C20 5.7(9) . . . . ?
C15 C20 C21 C12 -6.4(9) . . . . ?
C19 C20 C21 C12 169.8(6) . . . . ?
C15 C20 C21 C22 169.6(6) . . . . ?
C19 C20 C21 C22 -14.1(10) . . . . ?
C27 N2 C22 C21 178.8(6) . . . . ?
Cu1 N2 C22 C21 3.3(9) . . . . ?
C12 C21 C22 N2 -8.8(10) . . . . ?
C20 C21 C22 N2 175.2(6) . . . . ?
C11 N1 C23 C28 65.4(7) . . . 3_676 ?
Cu1 N1 C23 C28 -119.4(5) . . . 3_676 ?
C11 N1 C23 C24 -116.2(6) . . . . ?
Cu1 N1 C23 C24 59.0(6) . . . . ?
C28 C23 C24 C26 4.2(9) 3_676 . . . ?
N1 C23 C24 C26 -174.2(5) . . . . ?
C28 C23 C24 C25 -172.5(6) 3_676 . . . ?
N1 C23 C24 C25 9.1(8) . . . . ?
C23 C24 C26 C30 0.1(9) . . . 3_676 ?
C25 C24 C26 C30 176.8(6) . . . 3_676 ?
C22 N2 C27 C30 -116.1(6) . . . . ?
Cu1 N2 C27 C30 59.5(7) . . . . ?
C22 N2 C27 C28 65.3(7) . . . . ?
Cu1 N2 C27 C28 -119.0(5) . . . . ?
C30 C27 C28 C23 -0.6(8) . . . 3_676 ?
N2 C27 C28 C23 177.9(5) . . . 3_676 ?
C30 C27 C28 C29 -179.4(5) . . . . ?
N2 C27 C28 C29 -0.9(8) . . . . ?
C28 C27 C30 C26 -3.4(9) . . . 3_676 ?
N2 C27 C30 C26 178.1(5) . . . 3_676 ?
C28 C27 C30 C31 178.1(6) . . . . ?
N2 C27 C30 C31 -0.4(8) . . . . ?
Cu2 O3 C32 C33 -174.8(5) . . . . ?
Cu2 O3 C32 C41 5.6(9) . . . . ?
O3 C32 C33 C34 -178.0(6) . . . . ?
C41 C32 C33 C34 1.6(10) . . . . ?
C32 C33 C34 C35 0.8(11) . . . . ?
C33 C34 C35 C36 -179.5(7) . . . . ?
C33 C34 C35 C40 -2.7(10) . . . . ?
C34 C35 C36 C37 177.5(7) . . . . ?
C40 C35 C36 C37 0.7(10) . . . . ?
C35 C36 C37 C38 -0.8(11) . . . . ?
C36 C37 C38 C39 0.9(11) . . . . ?
C37 C38 C39 C40 -0.9(11) . . . . ?
C38 C39 C40 C35 0.7(10) . . . . ?
C38 C39 C40 C41 -179.0(6) . . . . ?
C34 C35 C40 C39 -177.5(6) . . . . ?
C36 C35 C40 C39 -0.6(9) . . . . ?
C34 C35 C40 C41 2.2(9) . . . . ?
C36 C35 C40 C41 179.0(6) . . . . ?
O3 C32 C41 C42 0.1(10) . . . . ?
C33 C32 C41 C42 -179.5(6) . . . . ?
O3 C32 C41 C40 177.7(6) . . . . ?
C33 C32 C41 C40 -1.9(9) . . . . ?
C39 C40 C41 C42 -2.6(10) . . . . ?
C35 C40 C41 C42 177.7(6) . . . . ?
C39 C40 C41 C32 179.7(6) . . . . ?
C35 C40 C41 C32 0.0(9) . . . . ?
C54 N3 C42 C41 -174.9(6) . . . . ?
Cu2 N3 C42 C41 4.7(10) . . . . ?
C32 C41 C42 N3 -5.5(11) . . . . ?
C40 C41 C42 N3 176.8(6) . . . . ?
Cu2 O4 C43 C52 10.7(10) . . . . ?
Cu2 O4 C43 C44 -172.0(4) . . . . ?
O4 C43 C44 C45 -176.9(6) . . . . ?
C52 C43 C44 C45 0.5(10) . . . . ?
C43 C44 C45 C46 0.1(11) . . . . ?
C44 C45 C46 C51 -1.9(11) . . . . ?
C44 C45 C46 C47 179.5(7) . . . . ?
C45 C46 C47 C48 177.4(7) . . . . ?
C51 C46 C47 C48 -1.2(12) . . . . ?
C46 C47 C48 C49 -1.3(12) . . . . ?
C47 C48 C49 C50 3.0(13) . . . . ?
C48 C49 C50 C51 -2.3(13) . . . . ?
C49 C50 C51 C46 -0.2(11) . . . . ?
C49 C50 C51 C52 -179.9(7) . . . . ?
C45 C46 C51 C50 -176.7(7) . . . . ?
C47 C46 C51 C50 1.9(10) . . . . ?
C45 C46 C51 C52 2.9(10) . . . . ?
C47 C46 C51 C52 -178.4(6) . . . . ?
O4 C43 C52 C53 -1.6(10) . . . . ?
C44 C43 C52 C53 -178.7(6) . . . . ?
O4 C43 C52 C51 177.8(6) . . . . ?
C44 C43 C52 C51 0.6(9) . . . . ?
C50 C51 C52 C53 -3.3(10) . . . . ?
C46 C51 C52 C53 177.0(6) . . . . ?
C50 C51 C52 C43 177.3(7) . . . . ?
C46 C51 C52 C43 -2.4(10) . . . . ?
C60 N4 C53 C52 -173.4(6) . . . . ?
Cu2 N4 C53 C52 4.8(10) . . . . ?
C43 C52 C53 N4 -6.7(11) . . . . ?
C51 C52 C53 N4 173.9(6) . . . . ?
C42 N3 C54 C55 -119.3(6) . . . . ?
Cu2 N3 C54 C55 61.0(7) . . . . ?
C42 N3 C54 C58 62.8(7) . . . . ?
Cu2 N3 C54 C58 -116.8(5) . . . . ?
C58 C54 C55 C57 1.7(9) . . . . ?
N3 C54 C55 C57 -176.2(5) . . . . ?
C58 C54 C55 C56 -177.5(6) . . . . ?
N3 C54 C55 C56 4.7(8) . . . . ?
C54 C55 C57 C61 0.8(9) . . . 3_575 ?
C56 C55 C57 C61 179.9(6) . . . 3_575 ?
C55 C54 C58 C60 -2.6(9) . . . 3_575 ?
N3 C54 C58 C60 175.2(5) . . . 3_575 ?
C55 C54 C58 C59 178.7(5) . . . . ?
N3 C54 C58 C59 -3.5(8) . . . . ?
C53 N4 C60 C58 58.9(8) . . . 3_575 ?
Cu2 N4 C60 C58 -119.3(5) . . . 3_575 ?
C53 N4 C60 C61 -123.5(6) . . . . ?
Cu2 N4 C60 C61 58.2(7) . . . . ?
C58 C60 C61 C57 -1.1(8) 3_575 . . 3_575 ?
N4 C60 C61 C57 -178.7(5) . . . 3_575 ?
C58 C60 C61 C62 -179.5(6) 3_575 . . . ?
N4 C60 C61 C62 2.9(8) . . . . ?

_refine_diff_density_max         0.711
_refine_diff_density_min         -0.852
_refine_diff_density_rms         0.101

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1484112'
_audit_update_record             
;
2016-09-07 deposited with the CCDC.
2016-11-04 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            'C37 H42 Cl3 N3 Ni O2'
_chemical_formula_weight         725.79

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'
Ni Ni 0.3393 1.1124 '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                   12.7707(10)
_cell_length_b                   9.6844(8)
_cell_length_c                   29.680(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.954(7)
_cell_angle_gamma                90
_cell_volume                     3626.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3982
_cell_measurement_theta_min      3.6150
_cell_measurement_theta_max      22.4950

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            'LIHT GREEN'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.792
_shelx_estimated_absorpt_T_min   0.851
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_T_min  0.53658
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            28674
_diffrn_reflns_av_unetI/netI     0.0774
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         3.108
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6372
_reflns_number_gt                4265
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.0786P)²+12.9121P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6372
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0916
_refine_ls_wR_factor_ref         0.2512
_refine_ls_wR_factor_gt          0.2318
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.65586(8) 0.96104(10) 0.39690(3) 0.0547(3) Uani 1 1 d . . . . .
Cl2 Cl 0.5228(2) 1.1163(2) 0.37928(8) 0.0781(7) Uani 1 1 d . . . . .
Cl3 Cl 0.7448(2) 0.9119(3) 0.33883(8) 0.0805(7) Uani 1 1 d . . . . .
Cl4 Cl 0.76297(19) 1.0040(3) 0.46283(9) 0.1000(10) Uani 1 1 d . . . . .
O1 O 0.5907(4) 0.7781(5) 0.40106(17) 0.0565(13) Uani 1 1 d . . . . .
O2 O 0.4849(5) 0.2010(7) 0.16277(17) 0.0710(16) Uani 1 1 d . . . . .
N1 N 0.6177(4) 0.5386(6) 0.36771(18) 0.0447(13) Uani 1 1 d . . . . .
H1N H 0.6350 0.6245 0.3686 0.054 Uiso 1 1 calc R U . . .
N2 N 0.5988(4) 0.2112(6) 0.24293(18) 0.0444(13) Uani 1 1 d . . . . .
H2N H 0.5994 0.2330 0.2149 0.053 Uiso 1 1 calc R U . . .
C1 C 0.5212(5) 0.7261(7) 0.4236(2) 0.0475(17) Uani 1 1 d . . . . .
C2 C 0.4703(7) 0.8136(9) 0.4530(3) 0.063(2) Uani 1 1 d . . . . .
H2 H 0.4865 0.9072 0.4552 0.075 Uiso 1 1 calc R U . . .
C3 C 0.4002(6) 0.7606(9) 0.4771(3) 0.063(2) Uani 1 1 d . . . . .
H3 H 0.3704 0.8183 0.4967 0.076 Uiso 1 1 calc R U . . .
C4 C 0.3687(5) 0.6186(9) 0.4741(2) 0.0541(19) Uani 1 1 d . . . . .
C5 C 0.2937(7) 0.5641(12) 0.4995(3) 0.078(3) Uani 1 1 d . . . . .
H5 H 0.2619 0.6229 0.5181 0.093 Uiso 1 1 calc R U . . .
C6 C 0.2663(7) 0.4285(13) 0.4975(3) 0.081(3) Uani 1 1 d . . . . .
H6 H 0.2149 0.3955 0.5138 0.098 Uiso 1 1 calc R U . . .
C7 C 0.3157(6) 0.3413(10) 0.4713(3) 0.070(2) Uani 1 1 d . . . . .
H7 H 0.2985 0.2480 0.4705 0.083 Uiso 1 1 calc R U . . .
C8 C 0.3899(6) 0.3873(8) 0.4460(2) 0.0540(18) Uani 1 1 d . . . . .
H8 H 0.4218 0.3252 0.4285 0.065 Uiso 1 1 calc R U . . .
C9 C 0.4179(5) 0.5278(8) 0.4463(2) 0.0456(16) Uani 1 1 d . . . . .
C10 C 0.4954(5) 0.5853(7) 0.4202(2) 0.0397(14) Uani 1 1 d . . . . .
C11 C 0.5472(5) 0.4992(7) 0.3927(2) 0.0404(15) Uani 1 1 d . . . . .
H11 H 0.5300 0.4059 0.3922 0.048 Uiso 1 1 calc R U . . .
C12 C 0.6678(5) 0.4503(6) 0.3393(2) 0.0381(14) Uani 1 1 d . . . . .
C13 C 0.7790(5) 0.4383(7) 0.3481(2) 0.0448(16) Uani 1 1 d . . . . .
C14 C 0.8261(5) 0.3525(7) 0.3202(2) 0.0454(16) Uani 1 1 d . . . . .
H14 H 0.8997 0.3462 0.3251 0.054 Uiso 1 1 calc R U . . .
C15 C 0.7703(5) 0.2754(6) 0.2854(2) 0.0398(14) Uani 1 1 d . . . . .
C16 C 0.6618(5) 0.2898(6) 0.2778(2) 0.0386(14) Uani 1 1 d . . . . .
C17 C 0.6077(5) 0.3774(6) 0.3038(2) 0.0389(14) Uani 1 1 d . . . . .
C18 C 0.8431(6) 0.5176(9) 0.3864(3) 0.068(2) Uani 1 1 d . . . . .
H18A H 0.9168 0.4953 0.3878 0.102 Uiso 1 1 calc R U . . .
H18B H 0.8204 0.4933 0.4147 0.102 Uiso 1 1 calc R U . . .
H18C H 0.8330 0.6148 0.3811 0.102 Uiso 1 1 calc R U . . .
C19 C 0.8256(6) 0.1774(8) 0.2576(2) 0.0537(18) Uani 1 1 d . . . . .
H19A H 0.9007 0.1828 0.2673 0.080 Uiso 1 1 calc R U . . .
H19B H 0.8094 0.2019 0.2259 0.080 Uiso 1 1 calc R U . . .
H19C H 0.8018 0.0849 0.2617 0.080 Uiso 1 1 calc R U . . .
C20 C 0.4892(5) 0.3969(8) 0.2920(3) 0.0578(19) Uani 1 1 d . . . . .
H20A H 0.4707 0.4143 0.2599 0.087 Uiso 1 1 calc R U . . .
H20B H 0.4678 0.4739 0.3088 0.087 Uiso 1 1 calc R U . . .
H20C H 0.4538 0.3149 0.2999 0.087 Uiso 1 1 calc R U . . .
C21 C 0.5407(5) 0.1080(7) 0.2520(2) 0.0447(16) Uani 1 1 d . . . . .
H21 H 0.5498 0.0774 0.2820 0.054 Uiso 1 1 calc R U . . .
C22 C 0.4649(5) 0.0378(7) 0.2204(2) 0.0458(16) Uani 1 1 d . . . . .
C23 C 0.4376(6) 0.0960(9) 0.1757(3) 0.0549(19) Uani 1 1 d . . . . .
C24 C 0.3545(7) 0.0255(11) 0.1458(3) 0.073(2) Uani 1 1 d . . . . .
H24 H 0.3350 0.0577 0.1162 0.087 Uiso 1 1 calc R U . . .
C25 C 0.3048(6) -0.0848(10) 0.1595(3) 0.070(2) Uani 1 1 d . . . . .
H25 H 0.2513 -0.1254 0.1389 0.084 Uiso 1 1 calc R U . . .
C26 C 0.3291(5) -0.1428(8) 0.2034(3) 0.057(2) Uani 1 1 d . . . . .
C27 C 0.2755(6) -0.2596(9) 0.2168(4) 0.073(3) Uani 1 1 d . . . . .
H27 H 0.2228 -0.3008 0.1960 0.088 Uiso 1 1 calc R U . . .
C28 C 0.2989(7) -0.3134(9) 0.2594(4) 0.075(3) Uani 1 1 d . . . . .
H28 H 0.2624 -0.3900 0.2677 0.090 Uiso 1 1 calc R U . . .
C29 C 0.3778(7) -0.2528(9) 0.2903(3) 0.070(2) Uani 1 1 d . . . . .
H29 H 0.3938 -0.2886 0.3196 0.084 Uiso 1 1 calc R U . . .
C30 C 0.4333(6) -0.1393(8) 0.2780(3) 0.0579(19) Uani 1 1 d . . . . .
H30 H 0.4870 -0.1013 0.2991 0.069 Uiso 1 1 calc R U . . .
C31 C 0.4102(5) -0.0817(7) 0.2351(2) 0.0440(16) Uani 1 1 d . . . . .
N111 N 0.4318(6) 0.4141(10) 0.1017(3) 0.081(2) Uani 1 1 d . . . . .
C111 C 0.4698(14) 0.6636(16) 0.0897(6) 0.168(7) Uani 1 1 d . . . . .
H11A H 0.4706 0.6386 0.0585 0.252 Uiso 1 1 calc R U . . .
H11B H 0.5254 0.7289 0.0993 0.252 Uiso 1 1 calc R U . . .
H11C H 0.4026 0.7044 0.0926 0.252 Uiso 1 1 calc R U . . .
C222 C 0.4869(10) 0.5354(15) 0.1195(5) 0.133(5) Uani 1 1 d . . . . .
H22A H 0.5621 0.5150 0.1250 0.160 Uiso 1 1 calc R U . . .
H22B H 0.4656 0.5565 0.1487 0.160 Uiso 1 1 calc R U . . .
C333 C 0.3197(10) 0.414(2) 0.0898(6) 0.164(7) Uani 1 1 d . . . . .
H33A H 0.2963 0.3281 0.0750 0.197 Uiso 1 1 calc R U . . .
H33B H 0.2980 0.4892 0.0687 0.197 Uiso 1 1 calc R U . . .
C444 C 0.2702(13) 0.433(2) 0.1322(6) 0.183(8) Uani 1 1 d . . . . .
H44A H 0.2847 0.3528 0.1513 0.274 Uiso 1 1 calc R U . . .
H44B H 0.1949 0.4434 0.1239 0.274 Uiso 1 1 calc R U . . .
H44C H 0.2993 0.5131 0.1484 0.274 Uiso 1 1 calc R U . . .
C555 C 0.472(2) 0.370(2) 0.0582(6) 0.221(12) Uani 1 1 d . . . . .
H55A H 0.4319 0.4254 0.0342 0.265 Uiso 1 1 calc R U . . .
H55B H 0.5442 0.4033 0.0615 0.265 Uiso 1 1 calc R U . . .
C666 C 0.4742(10) 0.2482(16) 0.0412(4) 0.120(5) Uani 1 1 d . . . . .
H66A H 0.5442 0.2294 0.0347 0.179 Uiso 1 1 calc R U . . .
H66B H 0.4242 0.2425 0.0136 0.179 Uiso 1 1 calc R U . . .
H66C H 0.4562 0.1817 0.0627 0.179 Uiso 1 1 calc R U . . .
H111 H 0.443(5) 0.338(8) 0.121(3) 0.05(2) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 1.969(5) . ?
Ni1 Cl4 2.245(2) . ?
Ni1 Cl3 2.258(2) . ?
Ni1 Cl2 2.268(2) . ?
O1 C1 1.294(8) . ?
O2 C23 1.272(9) . ?
N1 C11 1.308(8) . ?
N1 C12 1.422(8) . ?
N1 H1N 0.8600 . ?
N2 C21 1.297(9) . ?
N2 C16 1.428(8) . ?
N2 H2N 0.8600 . ?
C1 C10 1.404(9) . ?
C1 C2 1.442(10) . ?
C2 C3 1.332(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.432(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.410(12) . ?
C4 C9 1.417(10) . ?
C5 C6 1.358(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.368(13) . ?
C6 H6 0.9300 . ?
C7 C8 1.370(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.406(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.460(9) . ?
C10 C11 1.402(9) . ?
C11 H11 0.9300 . ?
C12 C17 1.395(9) . ?
C12 C13 1.408(9) . ?
C13 C14 1.376(9) . ?
C13 C18 1.504(9) . ?
C14 C15 1.381(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(9) . ?
C15 C19 1.504(9) . ?
C16 C17 1.399(9) . ?
C17 C20 1.511(9) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.413(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.435(10) . ?
C22 C31 1.453(10) . ?
C23 C24 1.443(11) . ?
C24 C25 1.339(12) . ?
C24 H24 0.9300 . ?
C25 C26 1.408(12) . ?
C25 H25 0.9300 . ?
C26 C27 1.411(12) . ?
C26 C31 1.416(9) . ?
C27 C28 1.356(13) . ?
C27 H27 0.9300 . ?
C28 C29 1.382(12) . ?
C28 H28 0.9300 . ?
C29 C30 1.386(11) . ?
C29 H29 0.9300 . ?
C30 C31 1.382(10) . ?
C30 H30 0.9300 . ?
N111 C333 1.420(14) . ?
N111 C222 1.428(14) . ?
N111 C555 1.52(2) . ?
N111 H111 0.93(8) . ?
C111 C222 1.520(17) . ?
C111 H11A 0.9600 . ?
C111 H11B 0.9600 . ?
C111 H11C 0.9600 . ?
C222 H22A 0.9700 . ?
C222 H22B 0.9700 . ?
C333 C444 1.50(2) . ?
C333 H33A 0.9700 . ?
C333 H33B 0.9700 . ?
C444 H44A 0.9600 . ?
C444 H44B 0.9600 . ?
C444 H44C 0.9600 . ?
C555 C666 1.29(2) . ?
C555 H55A 0.9700 . ?
C555 H55B 0.9700 . ?
C666 H66A 0.9600 . ?
C666 H66B 0.9600 . ?
C666 H66C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 Cl4 108.56(18) . . ?
O1 Ni1 Cl3 97.23(16) . . ?
Cl4 Ni1 Cl3 113.19(10) . . ?
O1 Ni1 Cl2 107.60(17) . . ?
Cl4 Ni1 Cl2 114.26(10) . . ?
Cl3 Ni1 Cl2 114.30(10) . . ?
C1 O1 Ni1 135.5(4) . . ?
C11 N1 C12 125.0(6) . . ?
C11 N1 H1N 117.5 . . ?
C12 N1 H1N 117.5 . . ?
C21 N2 C16 122.5(6) . . ?
C21 N2 H2N 118.8 . . ?
C16 N2 H2N 118.8 . . ?
O1 C1 C10 120.9(6) . . ?
O1 C1 C2 119.7(7) . . ?
C10 C1 C2 119.4(7) . . ?
C3 C2 C1 120.2(8) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 122.8(7) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C5 C4 C9 118.6(8) . . ?
C5 C4 C3 122.2(8) . . ?
C9 C4 C3 119.2(7) . . ?
C6 C5 C4 122.1(9) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 118.9(8) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C8 122.0(9) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 120.4(8) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C4 118.0(7) . . ?
C8 C9 C10 123.9(6) . . ?
C4 C9 C10 118.1(7) . . ?
C11 C10 C1 119.5(6) . . ?
C11 C10 C9 120.2(6) . . ?
C1 C10 C9 120.2(6) . . ?
N1 C11 C10 125.8(6) . . ?
N1 C11 H11 117.1 . . ?
C10 C11 H11 117.1 . . ?
C17 C12 C13 121.3(6) . . ?
C17 C12 N1 120.5(5) . . ?
C13 C12 N1 118.2(6) . . ?
C14 C13 C12 117.4(6) . . ?
C14 C13 C18 121.7(6) . . ?
C12 C13 C18 120.9(6) . . ?
C13 C14 C15 123.6(6) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C16 C15 C14 117.2(6) . . ?
C16 C15 C19 121.4(6) . . ?
C14 C15 C19 121.4(6) . . ?
C15 C16 C17 122.9(6) . . ?
C15 C16 N2 120.2(6) . . ?
C17 C16 N2 116.9(6) . . ?
C12 C17 C16 117.5(6) . . ?
C12 C17 C20 121.6(6) . . ?
C16 C17 C20 120.8(6) . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 C22 126.0(7) . . ?
N2 C21 H21 117.0 . . ?
C22 C21 H21 117.0 . . ?
C21 C22 C23 117.9(7) . . ?
C21 C22 C31 119.7(6) . . ?
C23 C22 C31 122.1(6) . . ?
O2 C23 C22 122.3(7) . . ?
O2 C23 C24 122.2(7) . . ?
C22 C23 C24 115.6(8) . . ?
C25 C24 C23 122.0(8) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C24 C25 C26 123.5(7) . . ?
C24 C25 H25 118.2 . . ?
C26 C25 H25 118.2 . . ?
C25 C26 C27 122.3(7) . . ?
C25 C26 C31 118.7(8) . . ?
C27 C26 C31 119.0(8) . . ?
C28 C27 C26 121.6(8) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C29 119.2(8) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
C28 C29 C30 120.8(9) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C31 C30 C29 121.2(7) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C26 118.2(7) . . ?
C30 C31 C22 123.7(6) . . ?
C26 C31 C22 118.1(7) . . ?
C333 N111 C222 120.6(12) . . ?
C333 N111 C555 104.4(13) . . ?
C222 N111 C555 109.5(13) . . ?
C333 N111 H111 102(4) . . ?
C222 N111 H111 114(4) . . ?
C555 N111 H111 105(5) . . ?
C222 C111 H11A 109.5 . . ?
C222 C111 H11B 109.5 . . ?
H11A C111 H11B 109.5 . . ?
C222 C111 H11C 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
N111 C222 C111 116.1(10) . . ?
N111 C222 H22A 108.3 . . ?
C111 C222 H22A 108.3 . . ?
N111 C222 H22B 108.3 . . ?
C111 C222 H22B 108.3 . . ?
H22A C222 H22B 107.4 . . ?
N111 C333 C444 109.4(13) . . ?
N111 C333 H33A 109.8 . . ?
C444 C333 H33A 109.8 . . ?
N111 C333 H33B 109.8 . . ?
C444 C333 H33B 109.8 . . ?
H33A C333 H33B 108.2 . . ?
C333 C444 H44A 109.5 . . ?
C333 C444 H44B 109.5 . . ?
H44A C444 H44B 109.5 . . ?
C333 C444 H44C 109.5 . . ?
H44A C444 H44C 109.5 . . ?
H44B C444 H44C 109.5 . . ?
C666 C555 N111 128.4(18) . . ?
C666 C555 H55A 105.2 . . ?
N111 C555 H55A 105.2 . . ?
C666 C555 H55B 105.2 . . ?
N111 C555 H55B 105.2 . . ?
H55A C555 H55B 105.9 . . ?
C555 C666 H66A 109.5 . . ?
C555 C666 H66B 109.5 . . ?
H66A C666 H66B 109.5 . . ?
C555 C666 H66C 109.5 . . ?
H66A C666 H66C 109.5 . . ?
H66B C666 H66C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C1 C10 -176.8(5) . . . . ?
Ni1 O1 C1 C2 2.5(10) . . . . ?
O1 C1 C2 C3 -178.7(7) . . . . ?
C10 C1 C2 C3 0.7(11) . . . . ?
C1 C2 C3 C4 -2.4(12) . . . . ?
C2 C3 C4 C5 -179.4(7) . . . . ?
C2 C3 C4 C9 3.6(11) . . . . ?
C9 C4 C5 C6 -1.0(12) . . . . ?
C3 C4 C5 C6 -178.0(8) . . . . ?
C4 C5 C6 C7 2.2(13) . . . . ?
C5 C6 C7 C8 -1.7(13) . . . . ?
C6 C7 C8 C9 0.1(12) . . . . ?
C7 C8 C9 C4 1.1(10) . . . . ?
C7 C8 C9 C10 -179.5(6) . . . . ?
C5 C4 C9 C8 -0.6(9) . . . . ?
C3 C4 C9 C8 176.5(6) . . . . ?
C5 C4 C9 C10 180.0(6) . . . . ?
C3 C4 C9 C10 -2.9(9) . . . . ?
O1 C1 C10 C11 1.3(10) . . . . ?
C2 C1 C10 C11 -178.0(6) . . . . ?
O1 C1 C10 C9 179.1(6) . . . . ?
C2 C1 C10 C9 -0.2(10) . . . . ?
C8 C9 C10 C11 -0.2(9) . . . . ?
C4 C9 C10 C11 179.2(6) . . . . ?
C8 C9 C10 C1 -178.0(6) . . . . ?
C4 C9 C10 C1 1.4(9) . . . . ?
C12 N1 C11 C10 -178.6(6) . . . . ?
C1 C10 C11 N1 -2.4(10) . . . . ?
C9 C10 C11 N1 179.8(6) . . . . ?
C11 N1 C12 C17 59.6(9) . . . . ?
C11 N1 C12 C13 -120.0(7) . . . . ?
C17 C12 C13 C14 0.4(10) . . . . ?
N1 C12 C13 C14 -179.9(6) . . . . ?
C17 C12 C13 C18 179.9(7) . . . . ?
N1 C12 C13 C18 -0.5(10) . . . . ?
C12 C13 C14 C15 -2.1(10) . . . . ?
C18 C13 C14 C15 178.4(7) . . . . ?
C13 C14 C15 C16 2.1(10) . . . . ?
C13 C14 C15 C19 -176.6(7) . . . . ?
C14 C15 C16 C17 -0.3(9) . . . . ?
C19 C15 C16 C17 178.4(6) . . . . ?
C14 C15 C16 N2 -178.7(6) . . . . ?
C19 C15 C16 N2 -0.1(9) . . . . ?
C21 N2 C16 C15 106.9(7) . . . . ?
C21 N2 C16 C17 -71.6(8) . . . . ?
C13 C12 C17 C16 1.2(9) . . . . ?
N1 C12 C17 C16 -178.5(6) . . . . ?
C13 C12 C17 C20 -175.8(6) . . . . ?
N1 C12 C17 C20 4.5(10) . . . . ?
C15 C16 C17 C12 -1.2(9) . . . . ?
N2 C16 C17 C12 177.2(5) . . . . ?
C15 C16 C17 C20 175.8(6) . . . . ?
N2 C16 C17 C20 -5.7(9) . . . . ?
C16 N2 C21 C22 170.2(6) . . . . ?
N2 C21 C22 C23 -9.5(10) . . . . ?
N2 C21 C22 C31 176.3(6) . . . . ?
C21 C22 C23 O2 5.6(11) . . . . ?
C31 C22 C23 O2 179.7(7) . . . . ?
C21 C22 C23 C24 -175.9(6) . . . . ?
C31 C22 C23 C24 -1.8(10) . . . . ?
O2 C23 C24 C25 -179.9(8) . . . . ?
C22 C23 C24 C25 1.6(12) . . . . ?
C23 C24 C25 C26 -0.8(14) . . . . ?
C24 C25 C26 C27 -179.7(8) . . . . ?
C24 C25 C26 C31 0.1(13) . . . . ?
C25 C26 C27 C28 -179.2(8) . . . . ?
C31 C26 C27 C28 0.9(12) . . . . ?
C26 C27 C28 C29 -0.5(14) . . . . ?
C27 C28 C29 C30 -0.6(13) . . . . ?
C28 C29 C30 C31 1.3(13) . . . . ?
C29 C30 C31 C26 -0.9(11) . . . . ?
C29 C30 C31 C22 179.4(7) . . . . ?
C25 C26 C31 C30 179.9(7) . . . . ?
C27 C26 C31 C30 -0.2(10) . . . . ?
C25 C26 C31 C22 -0.3(10) . . . . ?
C27 C26 C31 C22 179.5(6) . . . . ?
C21 C22 C31 C30 -5.0(10) . . . . ?
C23 C22 C31 C30 -179.0(7) . . . . ?
C21 C22 C31 C26 175.2(6) . . . . ?
C23 C22 C31 C26 1.2(9) . . . . ?
C333 N111 C222 C111 -57.3(19) . . . . ?
C555 N111 C222 C111 63.7(17) . . . . ?
C222 N111 C333 C444 -66.2(18) . . . . ?
C555 N111 C333 C444 170.3(15) . . . . ?
C333 N111 C555 C666 -78(3) . . . . ?
C222 N111 C555 C666 152(2) . . . . ?

_refine_diff_density_max         0.600
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.079

