# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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 923460'
_audit_update_record             
;
2015-10-11 deposited with the CCDC.
2015-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H42 N8 O8 Zn2'
_chemical_formula_weight         1085.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   9.3753(4)
_cell_length_b                   16.5379(8)
_cell_length_c                   18.0472(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.0940(10)
_cell_angle_gamma                90.00
_cell_volume                     2745.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4511
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.37

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.31
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1116
_exptl_absorpt_coefficient_mu    0.933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.658
_exptl_absorpt_correction_T_max  0.749
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17297
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         28.31
_reflns_number_total             6660
_reflns_number_gt                4603
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0732P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6660
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1359
_refine_ls_wR_factor_gt          0.1280
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6794(3) 0.21630(16) 0.33235(15) 0.0458(6) Uani 1 1 d . . .
C2 C 0.6503(3) 0.18376(16) 0.40583(13) 0.0401(5) Uani 1 1 d . . .
C3 C 0.7552(3) 0.19364(15) 0.47089(14) 0.0399(5) Uani 1 1 d . . .
H3 H 0.8436 0.2178 0.4681 0.048 Uiso 1 1 calc R . .
C4 C 0.7288(3) 0.16780(15) 0.53989(13) 0.0391(5) Uani 1 1 d . . .
C5 C 0.5968(3) 0.13219(15) 0.54348(14) 0.0404(5) Uani 1 1 d . . .
H5 H 0.5798 0.1151 0.5901 0.049 Uiso 1 1 calc R . .
C6 C 0.4889(3) 0.12097(14) 0.48003(14) 0.0379(5) Uani 1 1 d . . .
C7 C 0.5189(3) 0.14697(15) 0.41066(14) 0.0436(6) Uani 1 1 d . . .
H7 H 0.4494 0.1395 0.3669 0.052 Uiso 1 1 calc R . .
C8 C 0.3455(3) 0.08500(15) 0.48536(15) 0.0423(6) Uani 1 1 d . . .
C9 C 0.3168(3) 0.0552(2) 0.55186(17) 0.0703(10) Uani 1 1 d . . .
H9 H 0.3899 0.0568 0.5947 0.084 Uiso 1 1 calc R . .
C10 C 0.1831(3) 0.0229(2) 0.55758(18) 0.0708(10) Uani 1 1 d . . .
H10 H 0.1691 0.0039 0.6042 0.085 Uiso 1 1 calc R . .
C11 C 0.0717(3) 0.01809(16) 0.49718(18) 0.0513(7) Uani 1 1 d . . .
C12 C 0.1004(4) 0.0455(4) 0.4306(3) 0.137(2) Uani 1 1 d . . .
H12 H 0.0280 0.0425 0.3875 0.164 Uiso 1 1 calc R . .
C13 C 0.2353(4) 0.0780(3) 0.4249(2) 0.130(2) Uani 1 1 d . . .
H13 H 0.2500 0.0955 0.3780 0.156 Uiso 1 1 calc R . .
C14 C 0.8413(3) 0.17898(17) 0.61063(14) 0.0446(6) Uani 1 1 d . . .
C15 C 0.7950(4) 0.42321(19) 0.26015(16) 0.0627(8) Uani 1 1 d . . .
H15 H 0.8768 0.3986 0.2481 0.075 Uiso 1 1 calc R . .
C16 C 0.5768(5) 0.4474(3) 0.2695(2) 0.1126(18) Uani 1 1 d . . .
H16 H 0.4765 0.4431 0.2644 0.135 Uiso 1 1 calc R . .
C17 C 0.6600(6) 0.5061(3) 0.3078(3) 0.147(3) Uani 1 1 d . . .
H17 H 0.6281 0.5488 0.3340 0.176 Uiso 1 1 calc R . .
C18 C 0.9290(6) 0.5336(2) 0.3389(2) 0.0987(14) Uani 1 1 d . . .
H18A H 0.9152 0.5913 0.3314 0.118 Uiso 1 1 calc R . .
H18B H 1.0107 0.5174 0.3165 0.118 Uiso 1 1 calc R . .
C19 C 0.9630(3) 0.51556(17) 0.42227(18) 0.0579(7) Uani 1 1 d . . .
C20 C 0.9466(3) 0.43865(17) 0.45106(19) 0.0578(8) Uani 1 1 d . . .
H20 H 0.9109 0.3969 0.4181 0.069 Uiso 1 1 calc R . .
C21 C 0.9821(3) 0.42347(16) 0.52712(18) 0.0542(7) Uani 1 1 d . . .
H21 H 0.9694 0.3718 0.5451 0.065 Uiso 1 1 calc R . .
C22 C 0.7628(3) 0.22660(14) 0.07295(15) 0.0427(6) Uani 1 1 d . . .
H22 H 0.6790 0.2323 0.0363 0.051 Uiso 1 1 calc R . .
C23 C 0.9141(3) 0.22742(17) 0.17871(17) 0.0506(7) Uani 1 1 d . . .
H23 H 0.9539 0.2340 0.2297 0.061 Uiso 1 1 calc R . .
C24 C 0.9844(3) 0.19952(17) 0.12628(19) 0.0541(7) Uani 1 1 d . . .
H24 H 1.0812 0.1836 0.1341 0.065 Uiso 1 1 calc R . .
C25 C 0.9183(4) 0.16927(17) -0.01245(17) 0.0588(8) Uani 1 1 d . . .
H25A H 0.9960 0.2009 -0.0266 0.071 Uiso 1 1 calc R . .
H25B H 0.8321 0.1762 -0.0513 0.071 Uiso 1 1 calc R . .
C26 C 0.9608(3) 0.08157(16) -0.00752(15) 0.0455(6) Uani 1 1 d . . .
C27 C 0.8605(3) 0.0229(2) -0.0168(3) 0.1044(17) Uani 1 1 d . . .
H27 H 0.7626 0.0367 -0.0274 0.125 Uiso 1 1 calc R . .
C28 C 1.1008(4) 0.0571(2) 0.0108(3) 0.1069(18) Uani 1 1 d . . .
H28 H 1.1736 0.0961 0.0198 0.128 Uiso 1 1 calc R . .
N1 N 0.6629(3) 0.39592(14) 0.23950(12) 0.0530(6) Uani 1 1 d . . .
N2 N 0.7982(4) 0.49109(16) 0.30095(16) 0.0789(9) Uani 1 1 d . . .
N3 N 0.7730(2) 0.24489(13) 0.14497(12) 0.0425(5) Uani 1 1 d . . .
N4 N 0.8892(2) 0.19877(12) 0.06006(13) 0.0436(5) Uani 1 1 d . . .
O1 O 0.7997(2) 0.24399(16) 0.32902(11) 0.0680(6) Uani 1 1 d . . .
O2 O 0.5724(2) 0.21601(11) 0.27576(10) 0.0518(5) Uani 1 1 d . . .
O3 O 0.9565(2) 0.21601(11) 0.60393(10) 0.0515(5) Uani 1 1 d . . .
O4 O 0.8190(2) 0.15203(15) 0.67133(11) 0.0714(6) Uani 1 1 d . . .
Zn1 Zn 0.61159(3) 0.287259(17) 0.193783(15) 0.04011(12) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.230(3) . ?
C1 O2 1.287(3) . ?
C1 C2 1.504(3) . ?
C2 C3 1.388(3) . ?
C2 C7 1.392(3) . ?
C3 C4 1.383(3) . ?
C4 C5 1.383(3) . ?
C4 C14 1.503(3) . ?
C5 C6 1.387(3) . ?
C6 C7 1.402(3) . ?
C6 C8 1.491(3) . ?
C8 C13 1.355(4) . ?
C8 C9 1.371(4) . ?
C9 C10 1.385(4) . ?
C10 C11 1.359(4) . ?
C11 C12 1.359(5) . ?
C11 C11 1.492(5) 3_556 ?
C12 C13 1.396(5) . ?
C14 O4 1.237(3) . ?
C14 O3 1.267(3) . ?
C15 N1 1.304(4) . ?
C15 N2 1.340(4) . ?
C16 C17 1.350(6) . ?
C16 N1 1.356(4) . ?
C17 N2 1.349(6) . ?
C18 N2 1.464(5) . ?
C18 C19 1.506(5) . ?
C19 C21 1.391(4) 3_766 ?
C19 C20 1.394(4) . ?
C20 C21 1.372(4) . ?
C21 C19 1.391(4) 3_766 ?
C22 N3 1.320(3) . ?
C22 N4 1.333(3) . ?
C23 C24 1.335(4) . ?
C23 N3 1.376(3) . ?
C24 N4 1.347(4) . ?
C25 N4 1.470(3) . ?
C25 C26 1.502(4) . ?
C26 C27 1.340(4) . ?
C26 C28 1.352(4) . ?
C27 C28 1.370(5) 3_755 ?
C28 C27 1.370(5) 3_755 ?
N1 Zn1 1.997(2) . ?
N3 Zn1 2.0175(19) . ?
O2 Zn1 1.9802(18) . ?
O3 Zn1 1.9592(18) 4_666 ?
Zn1 O3 1.9592(18) 4_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 123.0(2) . . ?
O1 C1 C2 120.0(2) . . ?
O2 C1 C2 116.9(2) . . ?
C3 C2 C7 119.3(2) . . ?
C3 C2 C1 119.0(2) . . ?
C7 C2 C1 121.6(2) . . ?
C4 C3 C2 120.3(2) . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 C14 120.0(2) . . ?
C3 C4 C14 120.6(2) . . ?
C4 C5 C6 122.4(2) . . ?
C5 C6 C7 117.2(2) . . ?
C5 C6 C8 121.6(2) . . ?
C7 C6 C8 121.2(2) . . ?
C2 C7 C6 121.4(2) . . ?
C13 C8 C9 115.3(3) . . ?
C13 C8 C6 122.7(3) . . ?
C9 C8 C6 122.1(2) . . ?
C8 C9 C10 122.4(3) . . ?
C11 C10 C9 122.0(3) . . ?
C12 C11 C10 115.9(3) . . ?
C12 C11 C11 121.9(3) . 3_556 ?
C10 C11 C11 122.1(3) . 3_556 ?
C11 C12 C13 122.1(3) . . ?
C8 C13 C12 122.3(3) . . ?
O4 C14 O3 123.4(2) . . ?
O4 C14 C4 119.8(2) . . ?
O3 C14 C4 116.8(2) . . ?
N1 C15 N2 111.5(3) . . ?
C17 C16 N1 109.1(4) . . ?
N2 C17 C16 106.9(3) . . ?
N2 C18 C19 111.7(3) . . ?
C21 C19 C20 118.1(3) 3_766 . ?
C21 C19 C18 119.5(3) 3_766 . ?
C20 C19 C18 122.4(3) . . ?
C21 C20 C19 121.1(3) . . ?
C20 C21 C19 120.8(3) . 3_766 ?
N3 C22 N4 110.7(2) . . ?
C24 C23 N3 108.8(3) . . ?
C23 C24 N4 107.4(2) . . ?
N4 C25 C26 111.1(2) . . ?
C27 C26 C28 116.0(3) . . ?
C27 C26 C25 121.4(3) . . ?
C28 C26 C25 122.5(3) . . ?
C26 C27 C28 121.4(3) . 3_755 ?
C26 C28 C27 122.5(3) . 3_755 ?
C15 N1 C16 105.9(3) . . ?
C15 N1 Zn1 124.7(2) . . ?
C16 N1 Zn1 128.0(3) . . ?
C15 N2 C17 106.5(3) . . ?
C15 N2 C18 126.0(4) . . ?
C17 N2 C18 127.0(3) . . ?
C22 N3 C23 105.6(2) . . ?
C22 N3 Zn1 126.26(18) . . ?
C23 N3 Zn1 128.13(18) . . ?
C22 N4 C24 107.5(2) . . ?
C22 N4 C25 126.4(3) . . ?
C24 N4 C25 126.0(2) . . ?
C1 O2 Zn1 111.25(16) . . ?
C14 O3 Zn1 114.71(16) . 4_666 ?
O3 Zn1 O2 112.78(8) 4_565 . ?
O3 Zn1 N1 116.62(9) 4_565 . ?
O2 Zn1 N1 106.94(9) . . ?
O3 Zn1 N3 97.39(8) 4_565 . ?
O2 Zn1 N3 112.46(8) . . ?
N1 Zn1 N3 110.58(9) . . ?

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.064
# 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 0.250 0.328 0.250 211 56 ' '
2 0.750 0.164 0.750 211 55 ' '
_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_5
_database_code_depnum_ccdc_archive 'CCDC 923461'
_audit_update_record             
;
2015-10-11 deposited with the CCDC.
2015-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H23 N4 O5 Zn'
_chemical_formula_weight         560.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   8.928(2)
_cell_length_b                   16.369(4)
_cell_length_c                   17.650(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.023(4)
_cell_angle_gamma                90.00
_cell_volume                     2547.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4589
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      25.56

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1156
_exptl_absorpt_coefficient_mu    1.011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.645
_exptl_absorpt_correction_T_max  0.769
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15865
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         28.18
_reflns_number_total             6082
_reflns_number_gt                4057
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1157P)²+0.8132P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6082
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1937
_refine_ls_wR_factor_gt          0.1738
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3857(5) 0.1640(2) 0.6349(2) 0.0647(10) Uani 1 1 d . . .
C2 C 0.2284(4) 0.2375(2) 0.3585(2) 0.0519(8) Uani 1 1 d . . .
C3 C 0.1892(4) 0.20402(18) 0.4324(2) 0.0461(7) Uani 1 1 d . . .
C4 C 0.2979(4) 0.20392(19) 0.4980(2) 0.0510(8) Uani 1 1 d . . .
H4 H 0.3923 0.2274 0.4969 0.061 Uiso 1 1 calc R . .
C5 C 0.2656(4) 0.1687(2) 0.56527(19) 0.0516(8) Uani 1 1 d . . .
C6 C 0.1230(4) 0.1356(2) 0.56685(19) 0.0540(8) Uani 1 1 d . . .
H6 H 0.1015 0.1127 0.6122 0.065 Uiso 1 1 calc R . .
C7 C 0.0103(4) 0.1358(2) 0.50157(18) 0.0475(7) Uani 1 1 d . . .
C8 C 0.0474(4) 0.1699(2) 0.43462(18) 0.0466(7) Uani 1 1 d . . .
H8 H -0.0245 0.1699 0.3904 0.056 Uiso 1 1 calc R . .
C9 C -0.1401(4) 0.0975(2) 0.50144(18) 0.0486(7) Uani 1 1 d . . .
C10 C -0.2652(5) 0.1182(3) 0.4485(3) 0.0775(13) Uani 1 1 d . . .
H10 H -0.2554 0.1581 0.4121 0.093 Uiso 1 1 calc R . .
C11 C -0.4048(5) 0.0811(4) 0.4481(3) 0.0861(15) Uani 1 1 d . . .
H11 H -0.4865 0.0969 0.4116 0.103 Uiso 1 1 calc R . .
C12 C -0.4252(4) 0.0212(2) 0.5006(2) 0.0527(8) Uani 1 1 d . . .
C13 C -0.3014(4) 0.0018(2) 0.55458(19) 0.0550(8) Uani 1 1 d . . .
H13 H -0.3124 -0.0371 0.5917 0.066 Uiso 1 1 calc R . .
C14 C -0.1621(4) 0.0382(2) 0.55531(19) 0.0538(8) Uani 1 1 d . . .
H14 H -0.0812 0.0229 0.5924 0.065 Uiso 1 1 calc R . .
C15 C 0.1963(7) 0.4853(3) 0.2475(3) 0.0790(13) Uani 1 1 d . . .
H15 H 0.0921 0.4941 0.2399 0.095 Uiso 1 1 calc R . .
C16 C 0.3043(8) 0.5442(3) 0.2635(3) 0.1003(19) Uani 1 1 d . . .
H16 H 0.2882 0.5999 0.2693 0.120 Uiso 1 1 calc R . .
C17 C 0.4126(6) 0.4248(3) 0.2581(2) 0.0748(12) Uani 1 1 d . . .
H17 H 0.4859 0.3842 0.2597 0.090 Uiso 1 1 calc R . .
C18 C 0.5959(8) 0.5410(4) 0.2925(3) 0.115(2) Uani 1 1 d . . .
H18A H 0.5899 0.5994 0.2829 0.139 Uiso 1 1 calc R . .
H18B H 0.6655 0.5180 0.2612 0.139 Uiso 1 1 calc R . .
C19 C 0.7895(5) 0.2856(2) 0.5887(3) 0.0666(11) Uani 1 1 d . . .
H19 H 0.7025 0.2695 0.5561 0.080 Uiso 1 1 calc R . .
C20 C 1.0049(6) 0.3416(4) 0.6306(4) 0.1068(19) Uani 1 1 d . . .
H20 H 1.0947 0.3711 0.6338 0.128 Uiso 1 1 calc R . .
C21 C 0.9561(5) 0.3002(3) 0.6885(4) 0.0846(15) Uani 1 1 d . . .
H21 H 1.0070 0.2961 0.7385 0.102 Uiso 1 1 calc R . .
C22 C 0.9023(7) 0.3669(4) 0.4918(4) 0.106(2) Uani 1 1 d . . .
H22A H 0.8719 0.3250 0.4536 0.127 Uiso 1 1 calc R . .
H22B H 1.0059 0.3821 0.4881 0.127 Uiso 1 1 calc R . .
C23 C 0.8013(6) 0.4413(3) 0.4723(3) 0.0807(13) Uani 1 1 d . . .
C24 C 0.7487(7) 0.4592(3) 0.3978(3) 0.0911(16) Uani 1 1 d . . .
H24 H 0.7752 0.4249 0.3601 0.109 Uiso 1 1 calc R . .
C25 C 0.6566(6) 0.5266(3) 0.3750(3) 0.0894(16) Uani 1 1 d . . .
C26 C 0.6216(6) 0.5788(3) 0.4312(3) 0.0875(15) Uani 1 1 d . . .
H26 H 0.5622 0.6248 0.4177 0.105 Uiso 1 1 calc R . .
C27 C 0.6758(6) 0.5625(3) 0.5089(3) 0.0826(13) Uani 1 1 d . . .
H27 H 0.6518 0.5976 0.5467 0.099 Uiso 1 1 calc R . .
C28 C 0.7655(6) 0.4937(3) 0.5294(3) 0.0802(13) Uani 1 1 d . . .
H28 H 0.8013 0.4828 0.5808 0.096 Uiso 1 1 calc R . .
N2 N 0.8991(5) 0.3323(2) 0.5671(3) 0.0849(12) Uani 1 1 d . . .
N3 N 0.2662(4) 0.41095(18) 0.24452(17) 0.0606(8) Uani 1 1 d . . .
N4 N 0.4443(6) 0.5045(2) 0.2696(2) 0.0869(13) Uani 1 1 d . . .
O1 O 0.3614(4) 0.1240(2) 0.69126(17) 0.0958(11) Uani 1 1 d . . .
O2 O 0.5064(4) 0.20322(18) 0.63103(17) 0.0710(8) Uani 1 1 d . . .
O3 O 0.3586(3) 0.2578(2) 0.35356(17) 0.0753(9) Uani 1 1 d . . .
O4 O 0.1166(3) 0.24311(16) 0.30238(13) 0.0586(6) Uani 1 1 d . . .
Zn1 Zn 0.17537(5) 0.30160(2) 0.21567(2) 0.05145(18) Uani 1 1 d . . .
N1 N 0.8201(4) 0.26571(18) 0.6609(2) 0.0601(8) Uani 1 1 d . . .
O1W O 0.2893(7) 0.2389(6) 0.7967(4) 0.198(3) Uani 1 1 d . . .
H1WA H 0.2446 0.1974 0.7748 0.238 Uiso 1 1 d R . .
H1WB H 0.3623 0.2237 0.8306 0.298 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.239(5) . ?
C1 O2 1.265(5) . ?
C1 C5 1.501(5) . ?
C2 O3 1.225(4) . ?
C2 O4 1.294(4) . ?
C2 C3 1.506(5) . ?
C3 C4 1.388(5) . ?
C3 C8 1.390(5) . ?
C4 C5 1.391(5) . ?
C5 C6 1.387(5) . ?
C6 C7 1.406(5) . ?
C7 C8 1.393(5) . ?
C7 C9 1.482(5) . ?
C9 C10 1.381(5) . ?
C9 C14 1.395(5) . ?
C10 C11 1.385(6) . ?
C11 C12 1.381(5) . ?
C12 C13 1.378(5) . ?
C12 C12 1.503(7) 3_456 ?
C13 C14 1.377(5) . ?
C15 C16 1.362(7) . ?
C15 N3 1.373(6) . ?
C16 N4 1.398(8) . ?
C17 N3 1.311(6) . ?
C17 N4 1.343(5) . ?
C18 N4 1.477(7) . ?
C18 C25 1.492(7) . ?
C19 N1 1.302(5) . ?
C19 N2 1.343(6) . ?
C20 C21 1.353(9) . ?
C20 N2 1.356(8) . ?
C21 N1 1.359(5) . ?
C22 N2 1.450(7) . ?
C22 C23 1.522(8) . ?
C23 C24 1.356(8) . ?
C23 C28 1.399(7) . ?
C24 C25 1.397(8) . ?
C25 C26 1.381(7) . ?
C26 C27 1.406(7) . ?
C27 C28 1.397(7) . ?
N3 Zn1 1.998(3) . ?
O2 Zn1 1.951(3) 4_666 ?
O4 Zn1 1.946(2) . ?
Zn1 O2 1.951(3) 4_565 ?
Zn1 N1 2.052(3) 4_565 ?
N1 Zn1 2.052(3) 4_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 124.7(4) . . ?
O1 C1 C5 119.5(4) . . ?
O2 C1 C5 115.8(3) . . ?
O3 C2 O4 123.6(3) . . ?
O3 C2 C3 120.8(3) . . ?
O4 C2 C3 115.6(3) . . ?
C4 C3 C8 119.8(3) . . ?
C4 C3 C2 119.7(3) . . ?
C8 C3 C2 120.4(3) . . ?
C3 C4 C5 120.1(3) . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 C1 120.3(3) . . ?
C4 C5 C1 120.2(3) . . ?
C5 C6 C7 121.6(3) . . ?
C8 C7 C6 117.5(3) . . ?
C8 C7 C9 120.3(3) . . ?
C6 C7 C9 122.2(3) . . ?
C3 C8 C7 121.6(3) . . ?
C10 C9 C14 116.6(3) . . ?
C10 C9 C7 122.3(3) . . ?
C14 C9 C7 121.2(3) . . ?
C9 C10 C11 121.8(4) . . ?
C12 C11 C10 121.4(4) . . ?
C13 C12 C11 116.8(4) . . ?
C13 C12 C12 121.2(4) . 3_456 ?
C11 C12 C12 122.0(4) . 3_456 ?
C14 C13 C12 122.2(3) . . ?
C13 C14 C9 121.2(3) . . ?
C16 C15 N3 108.9(5) . . ?
C15 C16 N4 106.4(4) . . ?
N3 C17 N4 112.1(5) . . ?
N4 C18 C25 112.4(4) . . ?
N1 C19 N2 111.7(4) . . ?
C21 C20 N2 107.6(5) . . ?
C20 C21 N1 108.2(5) . . ?
N2 C22 C23 115.1(4) . . ?
C24 C23 C28 118.8(5) . . ?
C24 C23 C22 119.7(5) . . ?
C28 C23 C22 121.4(5) . . ?
C23 C24 C25 123.3(5) . . ?
C26 C25 C24 118.1(5) . . ?
C26 C25 C18 121.0(6) . . ?
C24 C25 C18 120.9(6) . . ?
C25 C26 C27 120.0(5) . . ?
C28 C27 C26 120.1(5) . . ?
C27 C28 C23 119.6(5) . . ?
C19 N2 C20 105.9(5) . . ?
C19 N2 C22 127.0(5) . . ?
C20 N2 C22 127.1(5) . . ?
C17 N3 C15 106.6(4) . . ?
C17 N3 Zn1 123.7(3) . . ?
C15 N3 Zn1 129.5(3) . . ?
C17 N4 C16 106.0(4) . . ?
C17 N4 C18 126.7(5) . . ?
C16 N4 C18 127.0(5) . . ?
C1 O2 Zn1 120.1(3) . 4_666 ?
C2 O4 Zn1 111.5(2) . . ?
O4 Zn1 O2 108.12(12) . 4_565 ?
O4 Zn1 N3 112.90(12) . . ?
O2 Zn1 N3 117.75(13) 4_565 . ?
O4 Zn1 N1 111.94(12) . 4_565 ?
O2 Zn1 N1 94.93(13) 4_565 4_565 ?
N3 Zn1 N1 109.93(14) . 4_565 ?
C19 N1 C21 106.6(4) . . ?
C19 N1 Zn1 123.0(3) . 4_666 ?
C21 N1 Zn1 130.4(4) . 4_666 ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        28.18
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         1.169
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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 1420870'
_audit_update_record             
;
2015-10-11 deposited with the CCDC.
2015-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H26 Cu N4 O8'
_chemical_formula_weight         706.15

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'
Cu Cu 0.3201 1.2651 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   24.15(2)
_cell_length_b                   14.463(13)
_cell_length_c                   8.914(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.251(16)
_cell_angle_gamma                90.00
_cell_volume                     3113(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1680
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      23.15

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1452
_exptl_absorpt_coefficient_mu    0.764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8514
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         25.99
_reflns_number_total             3052
_reflns_number_gt                2214
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1009P)²+15.1817P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3052
_refine_ls_number_parameters     243
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.2004
_refine_ls_wR_factor_gt          0.1812
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.109
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3597(2) 0.8077(4) 0.1053(7) 0.0416(13) Uani 1 1 d . . .
H1 H 0.3730 0.7478 0.0941 0.050 Uiso 1 1 calc R . .
C2 C 0.3073(2) 0.9260(4) 0.1068(7) 0.0432(14) Uani 1 1 d . . .
H2 H 0.2761 0.9632 0.0966 0.052 Uiso 1 1 calc R . .
C3 C 0.3563(2) 0.9545(4) 0.1569(7) 0.0471(15) Uani 1 1 d . . .
H3 H 0.3659 1.0142 0.1858 0.056 Uiso 1 1 calc R . .
C4 C 0.4467(2) 0.8762(3) 0.2026(7) 0.0360(12) Uani 1 1 d . . .
C5 C 0.4582(2) 0.8768(4) 0.3530(7) 0.0405(13) Uani 1 1 d . . .
H5 H 0.4292 0.8782 0.4213 0.049 Uiso 1 1 calc R . .
C6 C 0.4875(2) 0.8753(4) 0.0945(7) 0.0410(13) Uani 1 1 d . . .
C7 C 0.4754(3) 0.8727(6) -0.0698(8) 0.073(2) Uani 1 1 d . . .
H7A H 0.4717 0.8096 -0.1018 0.109 Uiso 1 1 calc R . .
H7B H 0.5052 0.9014 -0.1234 0.109 Uiso 1 1 calc R . .
H7C H 0.4416 0.9052 -0.0900 0.109 Uiso 1 1 calc R . .
C8 C 0.29497(19) 0.5802(3) 0.1103(6) 0.0295(11) Uani 1 1 d . . .
C9 C 0.32880(19) 0.4966(3) 0.0739(5) 0.0285(10) Uani 1 1 d . . .
C10 C 0.3136(2) 0.4104(3) 0.1294(6) 0.0334(12) Uani 1 1 d . . .
H10 H 0.2831 0.4046 0.1920 0.040 Uiso 1 1 calc R . .
C11 C 0.3442(2) 0.3335(3) 0.0906(7) 0.0416(14) Uani 1 1 d . . .
C12 C 0.3894(2) 0.3427(3) -0.0022(7) 0.0469(15) Uani 1 1 d . . .
H12 H 0.4098 0.2904 -0.0275 0.056 Uiso 1 1 calc R . .
C13 C 0.4051(2) 0.4280(3) -0.0585(6) 0.0373(13) Uani 1 1 d . . .
C14 C 0.3740(2) 0.5042(3) -0.0214(6) 0.0325(11) Uani 1 1 d . . .
H14 H 0.3833 0.5617 -0.0606 0.039 Uiso 1 1 calc R . .
C15 C 0.4544(2) 0.4355(3) -0.1576(7) 0.0467(13) Uani 1 1 d U . .
C18 C 0.3286(3) 0.2395(4) 0.1431(9) 0.0571(19) Uani 1 1 d . . .
Cu1 Cu 0.2500 0.7500 0.0000 0.0288(3) Uani 1 2 d S . .
N1 N 0.38980(17) 0.8785(3) 0.1575(5) 0.0381(11) Uani 1 1 d . . .
N2 N 0.30943(16) 0.8335(3) 0.0723(5) 0.0344(10) Uani 1 1 d . . .
O1 O 0.30059(13) 0.6472(2) 0.0199(4) 0.0331(8) Uani 1 1 d . . .
O2 O 0.26360(16) 0.5786(2) 0.2201(5) 0.0458(10) Uani 1 1 d . . .
O3 O 0.27923(18) 0.2342(3) 0.2016(5) 0.0525(12) Uani 1 1 d . . .
H3A H 0.2712 0.1798 0.2153 0.079 Uiso 1 1 calc R . .
O4 O 0.3598(3) 0.1744(3) 0.1324(9) 0.112(3) Uani 1 1 d . . .
C16 C 0.4611(5) 0.3632(7) -0.2650(14) 0.0447(18) Uani 0.50 1 d PU . 2
H16 H 0.4439 0.3057 -0.2342 0.054 Uiso 0.50 1 d PR . 2
C16A C 0.4940(5) 0.3638(7) -0.1486(15) 0.0465(18) Uani 0.50 1 d PU . 1
H16A H 0.4781 0.3061 -0.1142 0.056 Uiso 0.50 1 d PR . 1
C17A C 0.4904(5) 0.5138(7) -0.1612(15) 0.0484(19) Uani 0.50 1 d PDU . 2
H17A H 0.5003 0.5540 -0.0842 0.058 Uiso 0.50 1 calc PR . 2
C17 C 0.4637(5) 0.5123(7) -0.2450(14) 0.0471(19) Uani 0.50 1 d PDU . 1
H17 H 0.4384 0.5532 -0.2874 0.057 Uiso 0.50 1 calc PR . 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.303(6) . ?
C1 N1 1.338(6) . ?
C2 C3 1.330(8) . ?
C2 N2 1.373(7) . ?
C3 N1 1.363(7) . ?
C4 C5 1.368(8) . ?
C4 C6 1.381(8) . ?
C4 N1 1.430(6) . ?
C5 C6 1.391(8) 2_655 ?
C6 C5 1.391(8) 2_655 ?
C6 C7 1.493(9) . ?
C8 O2 1.241(6) . ?
C8 O1 1.268(6) . ?
C8 C9 1.496(6) . ?
C9 C14 1.390(7) . ?
C9 C10 1.391(7) . ?
C10 C11 1.379(7) . ?
C11 C12 1.380(7) . ?
C11 C18 1.487(7) . ?
C12 C13 1.386(7) . ?
C13 C14 1.375(7) . ?
C13 C15 1.491(7) . ?
C15 C17 1.375(12) . ?
C15 C16A 1.412(12) . ?
C15 C17A 1.427(12) . ?
C15 C16 1.427(12) . ?
C18 O4 1.209(7) . ?
C18 O3 1.306(7) . ?
Cu1 O1 1.932(3) . ?
Cu1 O1 1.932(3) 7_565 ?
Cu1 N2 1.981(4) 7_565 ?
Cu1 N2 1.981(4) . ?
C16 C16 1.90(2) 2_654 ?
C16A C16A 1.83(2) 2_654 ?
C17A C17A 1.65(2) 2_654 ?
C17 C17 1.76(2) 2_654 ?

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
N2 C1 N1 111.3(4) . . ?
C3 C2 N2 110.0(5) . . ?
C2 C3 N1 106.2(5) . . ?
C5 C4 C6 122.8(5) . . ?
C5 C4 N1 117.8(5) . . ?
C6 C4 N1 119.4(5) . . ?
C4 C5 C6 121.1(5) . 2_655 ?
C4 C6 C5 116.1(5) . 2_655 ?
C4 C6 C7 123.2(5) . . ?
C5 C6 C7 120.6(6) 2_655 . ?
O2 C8 O1 125.6(4) . . ?
O2 C8 C9 119.5(4) . . ?
O1 C8 C9 114.9(4) . . ?
C14 C9 C10 119.9(4) . . ?
C14 C9 C8 119.9(4) . . ?
C10 C9 C8 120.1(4) . . ?
C11 C10 C9 119.4(4) . . ?
C10 C11 C12 120.0(5) . . ?
C10 C11 C18 121.5(5) . . ?
C12 C11 C18 118.5(4) . . ?
C11 C12 C13 121.4(5) . . ?
C14 C13 C12 118.4(4) . . ?
C14 C13 C15 121.6(4) . . ?
C12 C13 C15 120.0(4) . . ?
C13 C14 C9 121.0(4) . . ?
C17 C15 C16A 120.9(7) . . ?
C17 C15 C17A 41.1(4) . . ?
C16A C15 C17A 99.9(7) . . ?
C17 C15 C16 101.1(7) . . ?
C16A C15 C16 54.7(7) . . ?
C17A C15 C16 119.7(7) . . ?
C17 C15 C13 121.8(6) . . ?
C16A C15 C13 117.1(6) . . ?
C17A C15 C13 124.0(6) . . ?
C16 C15 C13 115.9(6) . . ?
O4 C18 O3 123.8(5) . . ?
O4 C18 C11 122.0(5) . . ?
O3 C18 C11 114.2(5) . . ?
O1 Cu1 O1 180.00 . 7_565 ?
O1 Cu1 N2 91.01(17) . 7_565 ?
O1 Cu1 N2 88.99(17) 7_565 7_565 ?
O1 Cu1 N2 88.99(17) . . ?
O1 Cu1 N2 91.01(17) 7_565 . ?
N2 Cu1 N2 180.00 .7_565 . ?
C1 N1 C3 107.1(4) . . ?
C1 N1 C4 126.8(4) . . ?
C3 N1 C4 126.1(4) . . ?
C1 N2 C2 105.3(4) . . ?
C1 N2 Cu1 124.9(3) . . ?
C2 N2 Cu1 129.7(3) . . ?
C8 O1 Cu1 125.3(3) . . ?
C15 C16 C16 91.2(9) . 2_654 ?
C15 C16A C16A 93.0(9) . 2_654 ?
C15 C17A C17A 101.2(9) . 2_654 ?
C15 C17 C17 101.2(9) . 2_654 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.187
_refine_diff_density_min         -1.418
_refine_diff_density_rms         0.108
####################################################################### 
# 
# 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 1420871'
_audit_update_record             
;
2015-10-11 deposited with the CCDC.
2015-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C74 H44 Co4 N12 O18'
_chemical_formula_weight         1624.93

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.573(3)
_cell_length_b                   13.892(4)
_cell_length_c                   14.655(4)
_cell_angle_alpha                62.631(4)
_cell_angle_beta                 68.977(4)
_cell_angle_gamma                68.800(4)
_cell_volume                     1897.2(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2298
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      22.15

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8725
_exptl_absorpt_correction_T_max  0.9547
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10707
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0724
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         26.00
_reflns_number_total             7372
_reflns_number_gt                4998
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0769P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7372
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1533
_refine_ls_wR_factor_gt          0.1395
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9420(4) 0.3519(3) 0.3440(3) 0.0369(10) Uani 1 1 d . . .
H1 H 0.8898 0.3900 0.3881 0.044 Uiso 1 1 calc R . .
C2 C 0.8928(4) 0.2971(3) 0.3136(3) 0.0340(9) Uani 1 1 d . . .
C3 C 0.9690(4) 0.2397(3) 0.2484(3) 0.0366(10) Uani 1 1 d . . .
H3 H 0.9343 0.2043 0.2276 0.044 Uiso 1 1 calc R . .
C4 C 1.0966(4) 0.2362(3) 0.2152(3) 0.0348(9) Uani 1 1 d . . .
C5 C 1.1502(4) 0.2899(4) 0.2436(3) 0.0391(10) Uani 1 1 d . . .
H5 H 1.2371 0.2866 0.2206 0.047 Uiso 1 1 calc R . .
C6 C 1.0708(4) 0.3486(3) 0.3074(3) 0.0363(10) Uani 1 1 d . . .
C7 C 1.0862(7) 0.5144(5) 0.3212(7) 0.120(3) Uani 1 1 d . . .
H7 H 1.0170 0.5658 0.2938 0.144 Uiso 1 1 calc R . .
C8 C 1.2889(4) 0.2006(4) 0.0759(4) 0.0449(11) Uani 1 1 d . . .
H8 H 1.3276 0.2550 0.0636 0.054 Uiso 1 1 calc R . .
C9 C 1.1555(4) 0.0926(4) 0.1405(4) 0.0426(11) Uani 1 1 d . . .
H9 H 1.0858 0.0613 0.1803 0.051 Uiso 1 1 calc R . .
C10 C 0.6637(4) 0.3766(3) 0.3774(3) 0.0358(10) Uani 1 1 d . . .
H10 H 0.6723 0.4430 0.3721 0.043 Uiso 1 1 calc R . .
C11 C 0.7103(4) 0.2131(4) 0.3701(4) 0.0466(12) Uani 1 1 d . . .
H11 H 0.7545 0.1470 0.3593 0.056 Uiso 1 1 calc R . .
C12 C 0.5840(4) 0.2454(4) 0.4065(4) 0.0477(12) Uani 1 1 d . . .
H12 H 0.5250 0.2043 0.4260 0.057 Uiso 1 1 calc R . .
C13 C 1.2256(4) 0.3664(4) 0.3764(4) 0.0511(12) Uani 1 1 d . . .
H13 H 1.2719 0.2925 0.3946 0.061 Uiso 1 1 calc R . .
C14 C 1.1651(6) 0.5353(5) 0.3534(6) 0.102(3) Uani 1 1 d . . .
H14 H 1.1604 0.6042 0.3520 0.123 Uiso 1 1 calc R . .
C15 C 0.5393(4) 1.0165(4) 0.1915(4) 0.0466(11) Uani 1 1 d . . .
C16 C 0.4460(4) 0.9432(3) 0.2591(3) 0.0355(10) Uani 1 1 d . . .
C17 C 0.4724(4) 0.8388(3) 0.2574(3) 0.0357(10) Uani 1 1 d . . .
H17 H 0.5472 0.8134 0.2143 0.043 Uiso 1 1 calc R . .
C18 C 0.3870(4) 0.7725(3) 0.3199(3) 0.0350(9) Uani 1 1 d . . .
C19 C 0.2725(4) 0.8138(3) 0.3792(3) 0.0398(10) Uani 1 1 d . . .
H19 H 0.2146 0.7692 0.4210 0.048 Uiso 1 1 calc R . .
C20 C 0.2437(4) 0.9192(3) 0.3772(3) 0.0388(10) Uani 1 1 d . . .
C21 C 0.3320(4) 0.9830(4) 0.3189(3) 0.0402(10) Uani 1 1 d . . .
H21 H 0.3147 1.0535 0.3198 0.048 Uiso 1 1 calc R . .
C22 C 0.1174(4) 0.9621(4) 0.4400(3) 0.0403(10) Uani 1 1 d . . .
C23 C 0.0097(4) 0.9326(4) 0.4515(4) 0.0448(11) Uani 1 1 d . . .
H23 H 0.0157 0.8874 0.4181 0.054 Uiso 1 1 calc R . .
C24 C 0.1065(4) 1.0313(4) 0.4887(4) 0.0452(11) Uani 1 1 d . . .
H24 H 0.1775 1.0533 0.4810 0.054 Uiso 1 1 calc R . .
C25 C 0.4171(4) 0.6556(4) 0.3261(4) 0.0383(10) Uani 1 1 d . . .
C26 C 0.2736(4) 0.3114(4) 0.6460(3) 0.0390(10) Uani 1 1 d . . .
C27 C 0.1843(4) 0.2886(3) 0.7514(3) 0.0347(9) Uani 1 1 d . . .
C28 C 0.1103(4) 0.2143(4) 0.7867(3) 0.0409(10) Uani 1 1 d . . .
H28 H 0.1244 0.1716 0.7484 0.049 Uiso 1 1 calc R . .
C29 C 0.0150(4) 0.2025(4) 0.8787(3) 0.0407(10) Uani 1 1 d . . .
C30 C -0.0062(4) 0.2678(4) 0.9346(3) 0.0428(11) Uani 1 1 d . . .
H30 H -0.0707 0.2608 0.9959 0.051 Uiso 1 1 calc R . .
C31 C 0.0669(4) 0.3430(4) 0.9005(3) 0.0373(10) Uani 1 1 d . . .
C32 C 0.1623(4) 0.3519(4) 0.8090(3) 0.0366(10) Uani 1 1 d . . .
H32 H 0.2128 0.4015 0.7856 0.044 Uiso 1 1 calc R . .
C33 C 0.0330(4) 0.4232(4) 0.9530(3) 0.0391(10) Uani 1 1 d . . .
C34 C -0.0907(4) 0.4560(4) 1.0034(3) 0.0445(11) Uani 1 1 d . . .
H34 H -0.1533 0.4268 1.0063 0.053 Uiso 1 1 calc R . .
C35 C 0.1235(4) 0.4674(4) 0.9499(3) 0.0432(11) Uani 1 1 d . . .
H35 H 0.2078 0.4460 0.9160 0.052 Uiso 1 1 calc R . .
C36 C -0.0723(5) 0.1324(4) 0.9078(4) 0.0545(13) Uani 1 1 d . . .
C37 C 1.3317(4) 0.1281(4) 0.0289(4) 0.0478(12) Uani 1 1 d . . .
H37 H 1.4058 0.1244 -0.0239 0.057 Uiso 1 1 calc R . .
Co1 Co 0.38401(4) 0.43284(4) 0.45397(4) 0.02222(15) Uani 1 1 d . . .
Co2 Co 0.72718(6) 1.05665(5) -0.01559(5) 0.04283(19) Uani 1 1 d . . .
N1 N 0.5563(3) 0.3472(3) 0.4103(3) 0.0380(8) Uani 1 1 d . . .
N2 N 0.7600(3) 0.2964(3) 0.3523(3) 0.0352(8) Uani 1 1 d . . .
N3 N 1.1756(3) 0.1794(3) 0.1465(3) 0.0359(8) Uani 1 1 d . . .
N5 N 1.1237(3) 0.4064(3) 0.3351(3) 0.0429(9) Uani 1 1 d . . .
O1 O 0.5256(4) 1.0987(4) 0.2075(4) 0.0925(15) Uani 1 1 d . . .
O2 O 0.6228(3) 0.9858(3) 0.1219(3) 0.0630(10) Uani 1 1 d . . .
O3 O 0.4765(4) 0.6341(3) 0.2474(3) 0.0660(10) Uani 1 1 d . . .
O4 O 0.3759(3) 0.5880(2) 0.4153(2) 0.0472(8) Uani 1 1 d . . .
O5 O 0.3063(3) 0.4036(3) 0.6045(2) 0.0441(8) Uani 1 1 d . . .
O6 O 0.3076(3) 0.2485(3) 0.5990(3) 0.0540(9) Uani 1 1 d . . .
O8 O -0.0777(5) 0.1027(5) 0.8425(4) 0.1064(17) Uani 1 1 d . . .
O1W O 0.6031(4) 1.2039(4) -0.0684(3) 0.0899(14) Uani 1 1 d . . .
N6 N 1.2522(3) 0.4415(3) 0.3880(3) 0.0415(9) Uani 1 1 d . . .
O9 O -0.1456(4) 0.1084(3) 0.9974(3) 0.0702(11) Uani 1 1 d . . .
N4 N 1.2497(4) 0.0591(3) 0.0700(3) 0.0473(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.383(6) . ?
C1 C6 1.383(6) . ?
C2 C3 1.384(6) . ?
C2 N2 1.436(5) . ?
C3 C4 1.369(6) . ?
C4 C5 1.385(6) . ?
C4 N3 1.422(5) . ?
C5 C6 1.387(6) . ?
C6 N5 1.421(5) . ?
C7 C14 1.331(8) . ?
C7 N5 1.339(7) . ?
C8 C37 1.330(6) . ?
C8 N3 1.379(5) . ?
C9 N4 1.319(5) . ?
C9 N3 1.352(5) . ?
C10 N1 1.303(5) . ?
C10 N2 1.343(5) . ?
C11 C12 1.345(6) . ?
C11 N2 1.354(5) . ?
C12 N1 1.356(5) . ?
C13 N6 1.282(5) . ?
C13 N5 1.339(5) . ?
C14 N6 1.335(6) . ?
C15 O1 1.213(6) . ?
C15 O2 1.245(5) . ?
C15 C16 1.512(6) . ?
C16 C21 1.379(6) . ?
C16 C17 1.381(6) . ?
C17 C18 1.378(6) . ?
C18 C19 1.386(6) . ?
C18 C25 1.498(6) . ?
C19 C20 1.367(6) . ?
C20 C21 1.376(6) . ?
C20 C22 1.499(6) . ?
C22 C23 1.380(6) . ?
C22 C24 1.390(6) . ?
C23 C24 1.378(6) 2_576 ?
C24 C23 1.378(6) 2_576 ?
C25 O3 1.221(5) . ?
C25 O4 1.251(5) . ?
C26 O6 1.226(5) . ?
C26 O5 1.273(5) . ?
C26 C27 1.482(6) . ?
C27 C28 1.378(6) . ?
C27 C32 1.384(6) . ?
C28 C29 1.386(6) . ?
C29 C30 1.390(6) . ?
C29 C36 1.474(6) . ?
C30 C31 1.383(6) . ?
C31 C32 1.385(5) . ?
C31 C33 1.497(6) . ?
C33 C35 1.371(6) . ?
C33 C34 1.371(6) . ?
C34 C35 1.392(6) 2_567 ?
C35 C34 1.392(6) 2_567 ?
C36 O8 1.230(6) . ?
C36 O9 1.249(5) . ?
C37 N4 1.377(6) . ?
Co1 O4 1.935(3) . ?
Co1 O5 1.964(3) . ?
Co1 N1 1.967(3) . ?
Co1 N6 2.023(4) 1_455 ?
Co2 O2 1.944(3) . ?
Co2 O9 1.952(4) 1_664 ?
Co2 N4 2.002(4) 2_765 ?
Co2 O1W 2.015(4) . ?
N6 Co1 2.023(4) 1_655 ?
O9 Co2 1.952(4) 1_446 ?
N4 Co2 2.002(4) 2_765 ?

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
C2 C1 C6 118.3(4) . . ?
C1 C2 C3 121.7(4) . . ?
C1 C2 N2 119.9(4) . . ?
C3 C2 N2 118.4(4) . . ?
C4 C3 C2 118.5(4) . . ?
C3 C4 C5 121.9(4) . . ?
C3 C4 N3 119.1(4) . . ?
C5 C4 N3 119.0(4) . . ?
C4 C5 C6 118.3(4) . . ?
C1 C6 C5 121.4(4) . . ?
C1 C6 N5 119.6(4) . . ?
C5 C6 N5 119.0(4) . . ?
C14 C7 N5 108.0(5) . . ?
C37 C8 N3 106.4(4) . . ?
N4 C9 N3 109.9(4) . . ?
N1 C10 N2 109.8(4) . . ?
C12 C11 N2 106.0(4) . . ?
C11 C12 N1 109.2(4) . . ?
N6 C13 N5 112.5(4) . . ?
C7 C14 N6 109.0(5) . . ?
O1 C15 O2 126.5(4) . . ?
O1 C15 C16 118.8(4) . . ?
O2 C15 C16 114.7(4) . . ?
C21 C16 C17 120.2(4) . . ?
C21 C16 C15 119.7(4) . . ?
C17 C16 C15 120.1(4) . . ?
C18 C17 C16 119.5(4) . . ?
C17 C18 C19 119.6(4) . . ?
C17 C18 C25 120.8(4) . . ?
C19 C18 C25 119.6(4) . . ?
C20 C19 C18 120.9(4) . . ?
C19 C20 C21 119.3(4) . . ?
C19 C20 C22 119.3(4) . . ?
C21 C20 C22 121.3(4) . . ?
C20 C21 C16 120.4(4) . . ?
C23 C22 C24 118.6(4) . . ?
C23 C22 C20 120.6(4) . . ?
C24 C22 C20 120.8(4) . . ?
C24 C23 C22 121.5(4) 2_576 . ?
C23 C24 C22 120.0(4) 2_576 . ?
O3 C25 O4 126.1(4) . . ?
O3 C25 C18 119.7(4) . . ?
O4 C25 C18 114.3(4) . . ?
O6 C26 O5 122.1(4) . . ?
O6 C26 C27 121.8(4) . . ?
O5 C26 C27 116.0(4) . . ?
C28 C27 C32 119.2(4) . . ?
C28 C27 C26 120.0(4) . . ?
C32 C27 C26 120.3(4) . . ?
C27 C28 C29 120.7(4) . . ?
C28 C29 C30 119.1(4) . . ?
C28 C29 C36 119.4(4) . . ?
C30 C29 C36 121.0(4) . . ?
C31 C30 C29 121.1(4) . . ?
C30 C31 C32 118.3(4) . . ?
C30 C31 C33 120.7(4) . . ?
C32 C31 C33 120.4(4) . . ?
C27 C32 C31 121.5(4) . . ?
C35 C33 C34 118.6(4) . . ?
C35 C33 C31 121.1(4) . . ?
C34 C33 C31 120.3(4) . . ?
C33 C34 C35 120.6(4) . 2_567 ?
C33 C35 C34 120.8(4) . 2_567 ?
O8 C36 O9 120.2(5) . . ?
O8 C36 C29 120.3(5) . . ?
O9 C36 C29 119.4(5) . . ?
C8 C37 N4 109.8(4) . . ?
O4 Co1 O5 94.97(13) . . ?
O4 Co1 N1 113.24(14) . . ?
O5 Co1 N1 119.98(14) . . ?
O4 Co1 N6 103.14(14) . 1_455 ?
O5 Co1 N6 107.86(13) . 1_455 ?
N1 Co1 N6 114.79(15) . 1_455 ?
O2 Co2 O9 111.28(17) . 1_664 ?
O2 Co2 N4 94.85(16) . 2_765 ?
O9 Co2 N4 129.89(16) 1_664 2_765 ?
O2 Co2 O1W 99.99(16) . . ?
O9 Co2 O1W 99.65(19) 1_664 . ?
N4 Co2 O1W 117.54(18) 2_765 . ?
C10 N1 C12 107.0(3) . . ?
C10 N1 Co1 127.9(3) . . ?
C12 N1 Co1 125.1(3) . . ?
C10 N2 C11 107.9(3) . . ?
C10 N2 C2 126.8(3) . . ?
C11 N2 C2 125.4(4) . . ?
C9 N3 C8 107.4(4) . . ?
C9 N3 C4 126.3(3) . . ?
C8 N3 C4 126.2(4) . . ?
C7 N5 C13 104.6(4) . . ?
C7 N5 C6 127.5(4) . . ?
C13 N5 C6 127.8(4) . . ?
C15 O2 Co2 136.4(3) . . ?
C25 O4 Co1 127.3(3) . . ?
C26 O5 Co1 107.9(3) . . ?
C13 N6 C14 105.9(4) . . ?
C13 N6 Co1 131.7(3) . 1_655 ?
C14 N6 Co1 122.2(3) . 1_655 ?
C36 O9 Co2 104.1(3) . 1_446 ?
C9 N4 C37 106.5(4) . . ?
C9 N4 Co2 130.4(3) . 2_765 ?
C37 N4 Co2 122.9(3) . 2_765 ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.770
_refine_diff_density_min         -0.950
_refine_diff_density_rms         0.083
# 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 0.036 0.284 0.573 11 1 ' '
2 0.500 -0.311 0.811 332 114 ' '
3 0.964 0.716 0.427 11 1 ' '
_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 1420872'
_audit_update_record             
;
2015-10-11 deposited with the CCDC.
2015-10-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H21 N4 Ni O5'
_chemical_formula_weight         516.17

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   7.455(6)
_cell_length_b                   17.478(14)
_cell_length_c                   17.024(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.686(13)
_cell_angle_gamma                90.00
_cell_volume                     2172(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1559
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      21.46

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1068
_exptl_absorpt_coefficient_mu    0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7919
_exptl_absorpt_correction_T_max  0.8717
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10912
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_sigmaI/netI    0.0806
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3819
_reflns_number_gt                2404
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0807P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3819
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.1506
_refine_ls_wR_factor_gt          0.1341
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0045(6) 0.7150(3) 0.6650(3) 0.0364(11) Uani 1 1 d . . .
C2 C 1.0201(5) 0.6747(2) 0.5888(2) 0.0295(10) Uani 1 1 d . . .
C3 C 1.1673(5) 0.6277(2) 0.5842(2) 0.0322(10) Uani 1 1 d . . .
H3 H 1.2564 0.6190 0.6301 0.039 Uiso 1 1 calc R . .
C4 C 1.1849(5) 0.5934(2) 0.5127(2) 0.0296(10) Uani 1 1 d . . .
C5 C 1.0446(5) 0.6045(2) 0.4456(2) 0.0295(10) Uani 1 1 d . . .
H5 H 1.0514 0.5806 0.3975 0.035 Uiso 1 1 calc R . .
C6 C 0.8953(5) 0.6506(2) 0.4496(2) 0.0286(10) Uani 1 1 d . . .
C7 C 0.8833(5) 0.6854(2) 0.5205(2) 0.0313(10) Uani 1 1 d . . .
H7 H 0.7832 0.7163 0.5232 0.038 Uiso 1 1 calc R . .
C8 C 0.7442(5) 0.6634(3) 0.3772(2) 0.0339(10) Uani 1 1 d . . .
C9 C 0.8915(7) 0.9681(3) 0.7631(3) 0.0532(14) Uani 1 1 d . . .
H9 H 1.0152 0.9803 0.7706 0.064 Uiso 1 1 calc R . .
C10 C 0.7518(6) 1.0198(3) 0.7453(3) 0.0502(13) Uani 1 1 d . . .
H10 H 0.7613 1.0724 0.7387 0.060 Uiso 1 1 calc R . .
C11 C 0.6463(6) 0.9052(3) 0.7526(3) 0.0426(12) Uani 1 1 d . . .
H11 H 0.5636 0.8650 0.7509 0.051 Uiso 1 1 calc R . .
C12 C 0.4082(6) 1.0070(3) 0.7169(3) 0.0462(12) Uani 1 1 d . . .
H12A H 0.4055 1.0605 0.7317 0.055 Uiso 1 1 calc R . .
H12B H 0.3305 0.9789 0.7461 0.055 Uiso 1 1 calc R . .
C13 C 0.3351(6) 0.9987(3) 0.6285(3) 0.0396(11) Uani 1 1 d . . .
C14 C 0.2544(6) 0.9306(3) 0.5974(3) 0.0448(12) Uani 1 1 d . . .
H14 H 0.2425 0.8910 0.6324 0.054 Uiso 1 1 calc R . .
C15 C 0.1915(6) 0.9202(3) 0.5165(3) 0.0438(12) Uani 1 1 d . . .
C16 C 0.2091(6) 0.9800(3) 0.4648(3) 0.0523(14) Uani 1 1 d . . .
H16 H 0.1676 0.9739 0.4098 0.063 Uiso 1 1 calc R . .
C17 C 0.2877(7) 1.0481(3) 0.4945(3) 0.0567(14) Uani 1 1 d . . .
H17 H 0.2984 1.0879 0.4595 0.068 Uiso 1 1 calc R . .
C18 C 0.3505(6) 1.0580(3) 0.5759(3) 0.0475(13) Uani 1 1 d . . .
H18 H 0.4031 1.1042 0.5955 0.057 Uiso 1 1 calc R . .
C19 C 0.1012(6) 0.8452(3) 0.4869(3) 0.0557(14) Uani 1 1 d . . .
H19A H 0.1475 0.8058 0.5258 0.067 Uiso 1 1 calc R . .
H19B H -0.0293 0.8499 0.4848 0.067 Uiso 1 1 calc R . .
C20 C 0.2784(6) 0.7863(3) 0.3927(3) 0.0424(12) Uani 1 1 d . . .
H20 H 0.3835 0.7770 0.4314 0.051 Uiso 1 1 calc R . .
C21 C 0.0886(6) 0.7911(3) 0.2825(3) 0.0487(13) Uani 1 1 d . . .
H21 H 0.0355 0.7856 0.2285 0.058 Uiso 1 1 calc R . .
C22 C 0.0063(6) 0.8227(3) 0.3374(3) 0.0549(14) Uani 1 1 d . . .
H22 H -0.1116 0.8428 0.3286 0.066 Uiso 1 1 calc R . .
C23 C 1.3300(5) 0.4807(3) 0.4578(2) 0.0356(11) Uani 1 1 d . . .
H23 H 1.2150 0.4672 0.4286 0.043 Uiso 1 1 calc R . .
C24 C 1.5204(5) 0.5638(3) 0.5483(3) 0.0385(11) Uani 1 1 d . . .
H24 H 1.5364 0.6068 0.5811 0.046 Uiso 1 1 calc R . .
C26 C 1.3470(5) 0.5451(2) 0.5063(2) 0.0274(9) Uani 1 1 d . . .
N1 N 0.8247(5) 0.8963(2) 0.7683(2) 0.0386(9) Uani 1 1 d . . .
N2 N 0.5964(5) 0.9782(2) 0.7394(2) 0.0372(9) Uani 1 1 d . . .
N3 N 0.1278(5) 0.8199(2) 0.4086(2) 0.0444(10) Uani 1 1 d . . .
N4 N 0.2617(5) 0.7681(2) 0.3170(2) 0.0403(9) Uani 1 1 d . . .
O1 O 0.8943(5) 0.7712(2) 0.65958(18) 0.0543(9) Uani 1 1 d . . .
O2 O 1.0962(4) 0.69591(18) 0.73087(17) 0.0414(8) Uani 1 1 d . . .
O3 O 0.6110(4) 0.70451(19) 0.38903(17) 0.0476(9) Uani 1 1 d . . .
O4 O 0.7506(4) 0.63762(19) 0.31017(17) 0.0454(8) Uani 1 1 d . . .
Ni1 Ni 0.95994(7) 0.79424(4) 0.77898(3) 0.0378(2) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.235(5) . ?
C1 O1 1.272(5) . ?
C1 C2 1.501(6) . ?
C1 Ni1 2.461(5) . ?
C2 C3 1.385(5) . ?
C2 C7 1.395(5) . ?
C3 C4 1.388(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(5) . ?
C4 C26 1.496(5) . ?
C5 C6 1.387(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.371(5) . ?
C6 C8 1.509(5) . ?
C7 H7 0.9300 . ?
C8 O4 1.237(5) . ?
C8 O3 1.274(5) . ?
C9 N1 1.359(6) . ?
C9 C10 1.366(7) . ?
C9 H9 0.9300 . ?
C10 N2 1.354(6) . ?
C10 H10 0.9300 . ?
C11 N1 1.312(5) . ?
C11 N2 1.337(6) . ?
C11 H11 0.9300 . ?
C12 N2 1.466(5) . ?
C12 C13 1.501(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.389(6) . ?
C13 C18 1.389(6) . ?
C14 C15 1.375(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.390(7) . ?
C15 C19 1.511(7) . ?
C16 C17 1.378(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(7) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 N3 1.455(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N4 1.308(6) . ?
C20 N3 1.342(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.337(7) . ?
C21 N4 1.365(5) . ?
C21 H21 0.9300 . ?
C22 N3 1.359(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.381(6) 3_866 ?
C23 C26 1.387(6) . ?
C23 H23 0.9300 . ?
C24 C23 1.381(6) 3_866 ?
C24 C26 1.383(5) . ?
C24 H24 0.9300 . ?
N1 Ni1 2.039(4) . ?
N4 Ni1 2.045(4) 4_575 ?
O1 Ni1 2.032(3) . ?
O2 Ni1 2.235(3) . ?
O3 Ni1 1.981(3) 4_575 ?
Ni1 O3 1.981(3) 4_676 ?
Ni1 N4 2.045(4) 4_676 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 120.3(4) . . ?
O2 C1 C2 122.2(4) . . ?
O1 C1 C2 117.5(4) . . ?
O2 C1 Ni1 64.8(2) . . ?
O1 C1 Ni1 55.5(2) . . ?
C2 C1 Ni1 172.7(3) . . ?
C3 C2 C7 119.1(4) . . ?
C3 C2 C1 121.9(4) . . ?
C7 C2 C1 119.1(4) . . ?
C2 C3 C4 121.5(4) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 118.0(4) . . ?
C3 C4 C26 121.9(3) . . ?
C5 C4 C26 120.1(4) . . ?
C6 C5 C4 121.1(4) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C7 C6 C5 119.8(3) . . ?
C7 C6 C8 118.9(4) . . ?
C5 C6 C8 121.3(4) . . ?
C6 C7 C2 120.5(4) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
O4 C8 O3 121.9(4) . . ?
O4 C8 C6 122.5(4) . . ?
O3 C8 C6 115.5(4) . . ?
N1 C9 C10 110.6(4) . . ?
N1 C9 H9 124.7 . . ?
C10 C9 H9 124.7 . . ?
N2 C10 C9 105.3(4) . . ?
N2 C10 H10 127.4 . . ?
C9 C10 H10 127.4 . . ?
N1 C11 N2 112.5(4) . . ?
N1 C11 H11 123.7 . . ?
N2 C11 H11 123.7 . . ?
N2 C12 C13 111.3(4) . . ?
N2 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
N2 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 C18 118.7(4) . . ?
C14 C13 C12 120.4(4) . . ?
C18 C13 C12 120.9(4) . . ?
C15 C14 C13 121.9(5) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C14 C15 C16 118.6(5) . . ?
C14 C15 C19 119.2(5) . . ?
C16 C15 C19 122.2(5) . . ?
C17 C16 C15 120.3(5) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 120.6(5) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C13 119.9(5) . . ?
C17 C18 H18 120.0 . . ?
C13 C18 H18 120.0 . . ?
N3 C19 C15 115.8(4) . . ?
N3 C19 H19A 108.3 . . ?
C15 C19 H19A 108.3 . . ?
N3 C19 H19B 108.3 . . ?
C15 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
N4 C20 N3 112.8(4) . . ?
N4 C20 H20 123.6 . . ?
N3 C20 H20 123.6 . . ?
C22 C21 N4 110.4(5) . . ?
C22 C21 H21 124.8 . . ?
N4 C21 H21 124.8 . . ?
C21 C22 N3 106.9(4) . . ?
C21 C22 H22 126.5 . . ?
N3 C22 H22 126.5 . . ?
C24 C23 C26 121.6(4) 3_866 . ?
C24 C23 H23 119.2 3_866 . ?
C26 C23 H23 119.2 . . ?
C23 C24 C26 120.9(4) 3_866 . ?
C23 C24 H24 119.6 3_866 . ?
C26 C24 H24 119.6 . . ?
C24 C26 C23 117.5(4) . . ?
C24 C26 C4 120.9(4) . . ?
C23 C26 C4 121.5(3) . . ?
C11 N1 C9 104.4(4) . . ?
C11 N1 Ni1 125.7(3) . . ?
C9 N1 Ni1 129.2(3) . . ?
C11 N2 C10 107.2(4) . . ?
C11 N2 C12 126.2(4) . . ?
C10 N2 C12 126.5(4) . . ?
C20 N3 C22 105.6(4) . . ?
C20 N3 C19 126.3(4) . . ?
C22 N3 C19 128.0(4) . . ?
C20 N4 C21 104.2(4) . . ?
C20 N4 Ni1 120.7(3) . 4_575 ?
C21 N4 Ni1 134.6(3) . 4_575 ?
C1 O1 Ni1 93.4(3) . . ?
C1 O2 Ni1 85.2(3) . . ?
C8 O3 Ni1 99.7(3) . 4_575 ?
O3 Ni1 O1 157.48(13) 4_676 . ?
O3 Ni1 N1 104.51(14) 4_676 . ?
O1 Ni1 N1 93.99(13) . . ?
O3 Ni1 N4 90.87(14) 4_676 4_676 ?
O1 Ni1 N4 99.69(15) . 4_676 ?
N1 Ni1 N4 96.80(16) . 4_676 ?
O3 Ni1 O2 98.14(13) 4_676 . ?
O1 Ni1 O2 61.09(12) . . ?
N1 Ni1 O2 153.32(13) . . ?
N4 Ni1 O2 96.76(14) 4_676 . ?
O3 Ni1 C1 127.62(15) 4_676 . ?
O1 Ni1 C1 31.07(13) . . ?
N1 Ni1 C1 124.44(15) . . ?
N4 Ni1 C1 99.88(15) 4_676 . ?
O2 Ni1 C1 30.02(12) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.085
# 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 0.002 0.722 0.087 17 3 ' '
2 -0.002 0.278 0.913 17 3 ' '
3 0.502 0.778 0.587 17 3 ' '
4 0.498 0.222 0.413 17 3 ' '
_platon_squeeze_details          ?
