# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_netty
_database_code_depnum_ccdc_archive 'CCDC 1041910'
_audit_update_record             
;
2015-03-09 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'complex 1'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H68 N16 O15 Zn2'
_chemical_formula_weight         1323.99

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)/c

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

_cell_length_a                   13.3096(7)
_cell_length_b                   14.3661(7)
_cell_length_c                   20.6457(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 126.685(2)
_cell_angle_gamma                90.00
_cell_volume                     3165.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5520
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1380
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8378
_exptl_absorpt_correction_T_max  0.9213
_exptl_absorpt_process_details   sadabs

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19427
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         28.35
_reflns_number_total             7708
_reflns_number_gt                5220
_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)+(0.1133P)²+1.9928P] 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         7708
_refine_ls_number_parameters     414
_refine_ls_number_restraints     289
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1937
_refine_ls_wR_factor_gt          0.1689
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.028
_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
Zn Zn -0.09574(3) -0.25201(2) -0.66195(2) 0.03934(14) Uani 1 1 d U . .
O1 O -0.1156(2) -0.38552(16) -0.67909(17) 0.0555(6) Uani 1 1 d U . .
O2 O -0.0424(3) -0.73147(18) -0.83074(18) 0.0567(7) Uani 1 1 d U . .
O3 O -0.2771(3) -0.42203(19) -0.67877(18) 0.0624(7) Uani 1 1 d U . .
O4 O 0.0350(3) -0.5897(2) -0.7898(2) 0.0819(10) Uani 1 1 d U . .
O5 O -0.5491(3) -0.68302(19) -0.86505(18) 0.0630(7) Uani 1 1 d U . .
H5A H -0.6080 -0.7196 -0.8875 0.094 Uiso 1 1 d R . .
O6 O -0.4691(3) -0.7869(2) -0.9010(2) 0.0831(10) Uani 1 1 d U . .
N1 N -0.1800(2) -0.14836(17) -0.64174(15) 0.0368(5) Uani 1 1 d U . .
N2 N -0.2691(3) -0.2110(2) -0.78176(16) 0.0442(6) Uani 1 1 d U . .
N3 N 0.0023(3) -0.24555(18) -0.52975(18) 0.0437(6) Uani 1 1 d U . .
N4 N -0.3266(3) -0.02561(18) -0.69354(16) 0.0427(6) Uani 1 1 d U . .
N5 N -0.1751(2) -0.04701(18) -0.54947(15) 0.0409(6) Uani 1 1 d U . .
N6 N -0.3250(3) 0.06823(19) -0.60163(17) 0.0479(7) Uani 1 1 d U . .
N7 N -0.3260(2) -0.13316(18) -0.77812(15) 0.0401(6) Uani 1 1 d U . .
N8 N -0.0350(2) -0.17126(18) -0.50620(16) 0.0395(6) Uani 1 1 d U . .
C1 C -0.4588(4) -0.7163(3) -0.8668(2) 0.0509(8) Uani 1 1 d U . .
C2 C -0.3436(3) -0.6575(2) -0.82281(19) 0.0409(7) Uani 1 1 d U . .
C3 C -0.2489(3) -0.6835(2) -0.8295(2) 0.0434(7) Uani 1 1 d U . .
H3 H -0.2577 -0.7371 -0.8576 0.052 Uiso 1 1 calc R . .
C4 C -0.1421(3) -0.6294(2) -0.7942(2) 0.0418(7) Uani 1 1 d U . .
C5 C -0.1290(3) -0.5502(2) -0.7514(2) 0.0413(7) Uani 1 1 d U . .
H5 H -0.0582 -0.5131 -0.7288 0.050 Uiso 1 1 calc R . .
C6 C -0.3287(3) -0.5797(2) -0.77794(19) 0.0393(7) Uani 1 1 d U . .
H6 H -0.3904 -0.5638 -0.7719 0.047 Uiso 1 1 calc R . .
C7 C -0.2208(3) -0.5256(2) -0.74191(19) 0.0378(6) Uani 1 1 d U . .
C8 C -0.2051(3) -0.4381(2) -0.69563(19) 0.0409(7) Uani 1 1 d U . .
C9 C -0.3334(4) -0.2311(3) -0.8593(2) 0.0522(9) Uani 1 1 d U . .
C10 C -0.4309(4) -0.1671(3) -0.9055(2) 0.0626(10) Uani 1 1 d U . .
H10 H -0.4885 -0.1667 -0.9614 0.075 Uiso 1 1 calc R . .
C11 C -0.4263(3) -0.1056(3) -0.8537(2) 0.0499(8) Uani 1 1 d U . .
C12 C -0.2973(5) -0.3115(3) -0.8868(3) 0.0759(13) Uani 1 1 d U . .
H12A H -0.3370 -0.3669 -0.8862 0.114 Uiso 1 1 calc R . .
H12B H -0.2080 -0.3193 -0.8513 0.114 Uiso 1 1 calc R . .
H12C H -0.3236 -0.3002 -0.9407 0.114 Uiso 1 1 calc R . .
C13 C -0.5077(4) -0.0243(3) -0.8701(3) 0.0746(13) Uani 1 1 d U . .
H13A H -0.4573 0.0308 -0.8477 0.112 Uiso 1 1 calc R . .
H13B H -0.5499 -0.0346 -0.8459 0.112 Uiso 1 1 calc R . .
H13C H -0.5686 -0.0168 -0.9274 0.112 Uiso 1 1 calc R . .
C14 C 0.0806(3) -0.2931(3) -0.4634(2) 0.0530(9) Uani 1 1 d U . .
C15 C 0.0962(4) -0.2509(3) -0.3968(2) 0.0583(10) Uani 1 1 d U . .
H15 H 0.1475 -0.2718 -0.3436 0.070 Uiso 1 1 calc R . .
C16 C 0.0223(3) -0.1735(2) -0.4243(2) 0.0453(8) Uani 1 1 d U . .
C17 C 0.1388(5) -0.3812(3) -0.4659(3) 0.0815(13) Uani 1 1 d U . .
H17A H 0.2095 -0.3662 -0.4656 0.122 Uiso 1 1 calc R . .
H17B H 0.0783 -0.4152 -0.5142 0.122 Uiso 1 1 calc R . .
H17C H 0.1661 -0.4187 -0.4196 0.122 Uiso 1 1 calc R . .
C18 C 0.0035(4) -0.1044(3) -0.3800(2) 0.0672(11) Uani 1 1 d U . .
H18A H 0.0557 -0.1197 -0.3235 0.101 Uiso 1 1 calc R . .
H18B H -0.0827 -0.1047 -0.4000 0.101 Uiso 1 1 calc R . .
H18C H 0.0253 -0.0437 -0.3874 0.101 Uiso 1 1 calc R . .
C19 C -0.1348(3) -0.1180(2) -0.56764(18) 0.0350(6) Uani 1 1 d U . .
C20 C -0.2765(3) -0.0986(2) -0.70126(18) 0.0353(6) Uani 1 1 d U . .
C21 C -0.2750(3) -0.0023(2) -0.61569(19) 0.0407(7) Uani 1 1 d U . .
C22 C -0.4412(4) 0.1136(3) -0.6681(2) 0.0574(9) Uani 1 1 d U . .
H22A H -0.4991 0.1177 -0.6543 0.069 Uiso 1 1 calc R . .
H22B H -0.4800 0.0759 -0.7165 0.069 Uiso 1 1 calc R . .
C23 C -0.4173(6) 0.2090(4) -0.6850(4) 0.0976(17) Uani 1 1 d U . .
H23A H -0.3674 0.2046 -0.7043 0.146 Uiso 1 1 calc R . .
H23B H -0.3736 0.2452 -0.6362 0.146 Uiso 1 1 calc R . .
H23C H -0.4957 0.2384 -0.7252 0.146 Uiso 1 1 calc R . .
C24 C -0.2837(4) 0.0884(3) -0.5194(2) 0.0573(9) Uani 1 1 d U . .
H24A H -0.3002 0.1532 -0.5159 0.069 Uiso 1 1 calc R . .
H24B H -0.1940 0.0782 -0.4817 0.069 Uiso 1 1 calc R . .
C25 C -0.3499(5) 0.0277(4) -0.4968(3) 0.0811(14) Uani 1 1 d U . .
H25A H -0.3446 -0.0361 -0.5084 0.122 Uiso 1 1 calc R . .
H25B H -0.4363 0.0459 -0.5274 0.122 Uiso 1 1 calc R . .
H25C H -0.3113 0.0345 -0.4402 0.122 Uiso 1 1 calc R . .
C26 C -0.0400(4) -0.6507(2) -0.8043(2) 0.0486(8) Uani 1 1 d U . .
O7 O -0.2669(3) -0.3031(2) -0.5745(2) 0.0701(8) Uani 1 1 d U . .
H7 H -0.2661 -0.3331 -0.6079 0.105 Uiso 1 1 d R . .
C27 C -0.2270(5) -0.3599(3) -0.5078(3) 0.0767(13) Uani 1 1 d U . .
H27A H -0.1652 -0.3273 -0.4589 0.115 Uiso 1 1 calc R . .
H27B H -0.1911 -0.4160 -0.5110 0.115 Uiso 1 1 calc R . .
H27C H -0.2972 -0.3750 -0.5078 0.115 Uiso 1 1 calc R . .
O8 O 0.2401(8) -0.1225(6) -0.0753(5) 0.112(3) Uani 0.50 1 d PDU . .
H8 H 0.1941 -0.1668 -0.1008 0.169 Uiso 0.50 1 d PR . .
C28 C 0.2269(8) -0.0548(5) -0.1298(5) 0.065(2) Uani 0.50 1 d PDU . .
H28A H 0.3071 -0.0432 -0.1185 0.098 Uiso 0.50 1 calc PR . .
H28B H 0.1953 0.0020 -0.1237 0.098 Uiso 0.50 1 calc PR . .
H28C H 0.1696 -0.0771 -0.1842 0.098 Uiso 0.50 1 calc PR . .


_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
Zn O1 1.940(2) . ?
Zn O2 1.954(3) 2_553 ?
Zn N1 2.052(2) . ?
Zn N3 2.215(3) . ?
Zn N2 2.229(3) . ?
O1 C8 1.273(4) . ?
O2 C26 1.275(4) . ?
O2 Zn 1.954(3) 2_543 ?
O3 C8 1.221(4) . ?
O4 C26 1.224(4) . ?
O5 C1 1.314(5) . ?
O5 H5A 0.8199 . ?
O6 C1 1.196(5) . ?
N1 C20 1.336(4) . ?
N1 C19 1.339(4) . ?
N2 C9 1.320(5) . ?
N2 N7 1.378(4) . ?
N3 C14 1.312(5) . ?
N3 N8 1.382(4) . ?
N4 C20 1.302(4) . ?
N4 C21 1.360(4) . ?
N5 C19 1.307(4) . ?
N5 C21 1.371(4) . ?
N6 C21 1.336(4) . ?
N6 C24 1.466(5) . ?
N6 C22 1.471(5) . ?
N7 C11 1.372(4) . ?
N7 C20 1.396(4) . ?
N8 C16 1.378(4) . ?
N8 C19 1.395(4) . ?
C1 C2 1.492(5) . ?
C2 C6 1.388(4) . ?
C2 C3 1.397(5) . ?
C3 C4 1.385(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(5) . ?
C4 C26 1.524(5) . ?
C5 C7 1.393(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.517(4) . ?
C9 C10 1.400(6) . ?
C9 C12 1.488(5) . ?
C10 C11 1.360(5) . ?
C10 H10 0.9300 . ?
C11 C13 1.488(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.400(6) . ?
C14 C17 1.502(6) . ?
C15 C16 1.364(5) . ?
C15 H15 0.9300 . ?
C16 C18 1.469(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C22 C23 1.493(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.499(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
O7 C27 1.403(6) . ?
O7 H7 0.8200 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O8 C28 1.417(2) . ?
O8 H8 0.8200 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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 Zn O2 99.60(11) . 2_553 ?
O1 Zn N1 136.35(11) . . ?
O2 Zn N1 124.05(11) 2_553 . ?
O1 Zn N3 100.49(11) . . ?
O2 Zn N3 101.53(12) 2_553 . ?
N1 Zn N3 73.15(10) . . ?
O1 Zn N2 96.95(11) . . ?
O2 Zn N2 105.80(11) 2_553 . ?
N1 Zn N2 72.82(10) . . ?
N3 Zn N2 144.43(10) . . ?
C8 O1 Zn 129.7(2) . . ?
C26 O2 Zn 112.8(2) . 2_543 ?
C1 O5 H5A 109.5 . . ?
C20 N1 C19 113.9(3) . . ?
C20 N1 Zn 122.9(2) . . ?
C19 N1 Zn 122.8(2) . . ?
C9 N2 N7 105.3(3) . . ?
C9 N2 Zn 141.2(3) . . ?
N7 N2 Zn 113.10(18) . . ?
C14 N3 N8 105.2(3) . . ?
C14 N3 Zn 141.3(2) . . ?
N8 N3 Zn 113.26(19) . . ?
C20 N4 C21 114.2(3) . . ?
C19 N5 C21 113.5(3) . . ?
C21 N6 C24 120.7(3) . . ?
C21 N6 C22 121.0(3) . . ?
C24 N6 C22 116.8(3) . . ?
C11 N7 N2 111.4(3) . . ?
C11 N7 C20 131.9(3) . . ?
N2 N7 C20 116.7(2) . . ?
C16 N8 N3 111.2(3) . . ?
C16 N8 C19 131.1(3) . . ?
N3 N8 C19 116.8(3) . . ?
O6 C1 O5 122.7(4) . . ?
O6 C1 C2 123.6(4) . . ?
O5 C1 C2 113.7(3) . . ?
C6 C2 C3 120.2(3) . . ?
C6 C2 C1 123.2(3) . . ?
C3 C2 C1 116.7(3) . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 C26 118.0(3) . . ?
C3 C4 C26 122.3(3) . . ?
C4 C5 C7 120.7(3) . . ?
C4 C5 H5 119.6 . . ?
C7 C5 H5 119.6 . . ?
C2 C6 C7 119.7(3) . . ?
C2 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C5 C7 C6 119.6(3) . . ?
C5 C7 C8 119.8(3) . . ?
C6 C7 C8 120.6(3) . . ?
O3 C8 O1 125.4(3) . . ?
O3 C8 C7 120.0(3) . . ?
O1 C8 C7 114.5(3) . . ?
N2 C9 C10 110.4(3) . . ?
N2 C9 C12 120.6(4) . . ?
C10 C9 C12 129.0(4) . . ?
C11 C10 C9 107.6(3) . . ?
C11 C10 H10 126.2 . . ?
C9 C10 H10 126.2 . . ?
C10 C11 N7 105.2(3) . . ?
C10 C11 C13 130.2(3) . . ?
N7 C11 C13 124.6(3) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C15 111.1(3) . . ?
N3 C14 C17 120.5(4) . . ?
C15 C14 C17 128.5(4) . . ?
C16 C15 C14 107.2(3) . . ?
C16 C15 H15 126.4 . . ?
C14 C15 H15 126.4 . . ?
C15 C16 N8 105.3(3) . . ?
C15 C16 C18 129.8(3) . . ?
N8 C16 C18 125.0(3) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N5 C19 N1 126.9(3) . . ?
N5 C19 N8 119.9(3) . . ?
N1 C19 N8 113.2(3) . . ?
N4 C20 N1 126.8(3) . . ?
N4 C20 N7 119.8(3) . . ?
N1 C20 N7 113.4(3) . . ?
N6 C21 N4 118.6(3) . . ?
N6 C21 N5 116.8(3) . . ?
N4 C21 N5 124.6(3) . . ?
N6 C22 C23 111.9(4) . . ?
N6 C22 H22A 109.2 . . ?
C23 C22 H22A 109.2 . . ?
N6 C22 H22B 109.2 . . ?
C23 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N6 C24 C25 111.2(3) . . ?
N6 C24 H24A 109.4 . . ?
C25 C24 H24A 109.4 . . ?
N6 C24 H24B 109.4 . . ?
C25 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
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 . . ?
O4 C26 O2 124.3(3) . . ?
O4 C26 C4 119.1(3) . . ?
O2 C26 C4 116.5(3) . . ?
C27 O7 H7 109.5 . . ?
O7 C27 H27A 109.5 . . ?
O7 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O7 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C28 O8 H8 109.4 . . ?
O8 C28 H28A 109.5 . . ?
O8 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O8 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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 Zn O1 C8 -165.7(3) 2_553 . . . ?
N1 Zn O1 C8 14.0(4) . . . . ?
N3 Zn O1 C8 90.5(3) . . . . ?
N2 Zn O1 C8 -58.3(3) . . . . ?
O1 Zn N1 C20 -91.7(3) . . . . ?
O2 Zn N1 C20 88.0(3) 2_553 . . . ?
N3 Zn N1 C20 -179.3(3) . . . . ?
N2 Zn N1 C20 -9.8(2) . . . . ?
O1 Zn N1 C19 95.7(3) . . . . ?
O2 Zn N1 C19 -84.6(3) 2_553 . . . ?
N3 Zn N1 C19 8.1(2) . . . . ?
N2 Zn N1 C19 177.7(3) . . . . ?
O1 Zn N2 C9 -43.6(4) . . . . ?
O2 Zn N2 C9 58.5(4) 2_553 . . . ?
N1 Zn N2 C9 179.9(4) . . . . ?
N3 Zn N2 C9 -162.7(4) . . . . ?
O1 Zn N2 N7 144.8(2) . . . . ?
O2 Zn N2 N7 -113.1(2) 2_553 . . . ?
N1 Zn N2 N7 8.3(2) . . . . ?
N3 Zn N2 N7 25.7(3) . . . . ?
O1 Zn N3 C14 30.6(4) . . . . ?
O2 Zn N3 C14 -71.6(4) 2_553 . . . ?
N1 Zn N3 C14 166.0(4) . . . . ?
N2 Zn N3 C14 148.7(4) . . . . ?
O1 Zn N3 N8 -142.6(2) . . . . ?
O2 Zn N3 N8 115.2(2) 2_553 . . . ?
N1 Zn N3 N8 -7.1(2) . . . . ?
N2 Zn N3 N8 -24.5(3) . . . . ?
C9 N2 N7 C11 0.4(4) . . . . ?
Zn N2 N7 C11 175.0(2) . . . . ?
C9 N2 N7 C20 178.6(3) . . . . ?
Zn N2 N7 C20 -6.8(3) . . . . ?
C14 N3 N8 C16 0.6(4) . . . . ?
Zn N3 N8 C16 176.1(2) . . . . ?
C14 N3 N8 C19 -169.5(3) . . . . ?
Zn N3 N8 C19 6.0(3) . . . . ?
O6 C1 C2 C6 -174.8(4) . . . . ?
O5 C1 C2 C6 5.8(5) . . . . ?
O6 C1 C2 C3 6.1(6) . . . . ?
O5 C1 C2 C3 -173.4(3) . . . . ?
C6 C2 C3 C4 -2.8(5) . . . . ?
C1 C2 C3 C4 176.4(3) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C2 C3 C4 C26 -175.8(3) . . . . ?
C3 C4 C5 C7 1.5(5) . . . . ?
C26 C4 C5 C7 178.3(3) . . . . ?
C3 C2 C6 C7 2.3(5) . . . . ?
C1 C2 C6 C7 -176.8(3) . . . . ?
C4 C5 C7 C6 -2.0(5) . . . . ?
C4 C5 C7 C8 -179.3(3) . . . . ?
C2 C6 C7 C5 0.1(5) . . . . ?
C2 C6 C7 C8 177.4(3) . . . . ?
Zn O1 C8 O3 -25.7(5) . . . . ?
Zn O1 C8 C7 152.8(2) . . . . ?
C5 C7 C8 O3 -171.2(3) . . . . ?
C6 C7 C8 O3 11.4(5) . . . . ?
C5 C7 C8 O1 10.2(4) . . . . ?
C6 C7 C8 O1 -167.1(3) . . . . ?
N7 N2 C9 C10 -0.1(4) . . . . ?
Zn N2 C9 C10 -172.1(3) . . . . ?
N7 N2 C9 C12 179.1(4) . . . . ?
Zn N2 C9 C12 7.1(7) . . . . ?
N2 C9 C10 C11 -0.3(5) . . . . ?
C12 C9 C10 C11 -179.4(4) . . . . ?
C9 C10 C11 N7 0.6(5) . . . . ?
C9 C10 C11 C13 -179.6(4) . . . . ?
N2 N7 C11 C10 -0.7(4) . . . . ?
C20 N7 C11 C10 -178.5(3) . . . . ?
N2 N7 C11 C13 179.5(4) . . . . ?
C20 N7 C11 C13 1.7(6) . . . . ?
N8 N3 C14 C15 -0.6(4) . . . . ?
Zn N3 C14 C15 -174.1(3) . . . . ?
N8 N3 C14 C17 178.5(4) . . . . ?
Zn N3 C14 C17 5.1(7) . . . . ?
N3 C14 C15 C16 0.5(5) . . . . ?
C17 C14 C15 C16 -178.6(4) . . . . ?
C14 C15 C16 N8 -0.1(4) . . . . ?
C14 C15 C16 C18 179.9(4) . . . . ?
N3 N8 C16 C15 -0.3(4) . . . . ?
C19 N8 C16 C15 168.0(3) . . . . ?
N3 N8 C16 C18 179.7(3) . . . . ?
C19 N8 C16 C18 -12.1(6) . . . . ?
C21 N5 C19 N1 0.7(5) . . . . ?
C21 N5 C19 N8 -178.8(3) . . . . ?
C20 N1 C19 N5 -0.1(4) . . . . ?
Zn N1 C19 N5 173.1(2) . . . . ?
C20 N1 C19 N8 179.3(3) . . . . ?
Zn N1 C19 N8 -7.5(4) . . . . ?
C16 N8 C19 N5 12.0(5) . . . . ?
N3 N8 C19 N5 179.7(3) . . . . ?
C16 N8 C19 N1 -167.5(3) . . . . ?
N3 N8 C19 N1 0.2(4) . . . . ?
C21 N4 C20 N1 -2.4(5) . . . . ?
C21 N4 C20 N7 176.2(3) . . . . ?
C19 N1 C20 N4 1.1(4) . . . . ?
Zn N1 C20 N4 -172.1(2) . . . . ?
C19 N1 C20 N7 -177.6(3) . . . . ?
Zn N1 C20 N7 9.2(4) . . . . ?
C11 N7 C20 N4 -1.7(5) . . . . ?
N2 N7 C20 N4 -179.4(3) . . . . ?
C11 N7 C20 N1 177.1(3) . . . . ?
N2 N7 C20 N1 -0.7(4) . . . . ?
C24 N6 C21 N4 172.0(3) . . . . ?
C22 N6 C21 N4 6.3(5) . . . . ?
C24 N6 C21 N5 -7.1(5) . . . . ?
C22 N6 C21 N5 -172.8(3) . . . . ?
C20 N4 C21 N6 -176.0(3) . . . . ?
C20 N4 C21 N5 3.0(5) . . . . ?
C19 N5 C21 N6 176.8(3) . . . . ?
C19 N5 C21 N4 -2.2(5) . . . . ?
C21 N6 C22 C23 -108.3(4) . . . . ?
C24 N6 C22 C23 85.5(5) . . . . ?
C21 N6 C24 C25 -83.2(4) . . . . ?
C22 N6 C24 C25 83.0(4) . . . . ?
Zn O2 C26 O4 4.6(5) 2_543 . . . ?
Zn O2 C26 C4 -178.3(2) 2_543 . . . ?
C5 C4 C26 O4 -14.9(5) . . . . ?
C3 C4 C26 O4 161.8(4) . . . . ?
C5 C4 C26 O2 167.8(3) . . . . ?
C3 C4 C26 O2 -15.5(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O7 0.82 1.81 2.623(4) 173.5 2_443
O8 H8 O2 0.82 2.19 2.998(9) 168.2 3_544
C17 H17A O8 0.96 2.54 3.248(10) 131.1 4
O7 H7 O3 0.82 1.88 2.688(4) 168.1 .

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.35
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         1.161
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.088
####################################################################### 
# 
# 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 1041911'
_audit_update_record             
;
2015-03-09 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'complex 2'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H32 Co N8 O7'
_chemical_formula_weight         639.54

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'

_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                   14.3744(17)
_cell_length_b                   14.6435(18)
_cell_length_c                   15.5621(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.256(2)
_cell_angle_gamma                90.00
_cell_volume                     3261.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1447
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      18.41

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1332
_exptl_absorpt_coefficient_mu    0.579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9029
_exptl_absorpt_correction_T_max  0.9606
_exptl_absorpt_process_details   sadabs

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19812
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_sigmaI/netI    0.1458
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         28.34
_reflns_number_total             7825
_reflns_number_gt                2821
_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)+(0.0001P)²+15.0000P] 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     SHELXL
_refine_ls_extinction_coef       0.00126(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7825
_refine_ls_number_parameters     425
_refine_ls_number_restraints     329
_refine_ls_R_factor_all          0.2398
_refine_ls_R_factor_gt           0.0994
_refine_ls_wR_factor_ref         0.2198
_refine_ls_wR_factor_gt          0.1814
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.023
_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
C28 C 0.4397(14) 0.0875(10) 0.5391(10) 0.107(7) Uani 0.50 1 d PDU . .
H28A H 0.4038 0.0921 0.4834 0.129 Uiso 0.50 1 calc PR . .
H28B H 0.4993 0.0593 0.5308 0.129 Uiso 0.50 1 calc PR . .
O7 O 0.4546(7) 0.1773(8) 0.5763(7) 0.085(4) Uani 0.50 1 d PDU . .
H7A H 0.4511 0.2156 0.5377 0.128 Uiso 0.50 1 calc PR . .
C27 C 0.3921(13) 0.0354(9) 0.5945(12) 0.108(7) Uani 0.50 1 d PDU . .
H27A H 0.4030 -0.0282 0.5842 0.162 Uiso 0.50 1 calc PR . .
H27B H 0.3264 0.0479 0.5849 0.162 Uiso 0.50 1 calc PR . .
H27C H 0.4136 0.0501 0.6531 0.162 Uiso 0.50 1 calc PR . .
Co Co 0.74982(7) 0.27128(8) 0.58967(6) 0.0641(4) Uani 1 1 d U . .
C1 C 0.7539(7) 0.4790(8) 0.5054(6) 0.100(3) Uani 1 1 d U . .
C2 C 0.7023(8) 0.5583(9) 0.5126(7) 0.126(4) Uani 1 1 d U . .
H2A H 0.7096 0.6129 0.4834 0.151 Uiso 1 1 calc R . .
C3 C 0.6402(8) 0.5416(8) 0.5695(7) 0.103(3) Uani 1 1 d U . .
C4 C 0.8342(7) 0.4625(7) 0.4525(6) 0.116(4) Uani 1 1 d U . .
H4A H 0.8610 0.4038 0.4665 0.173 Uiso 1 1 calc R . .
H4B H 0.8806 0.5090 0.4648 0.173 Uiso 1 1 calc R . .
H4C H 0.8125 0.4643 0.3923 0.173 Uiso 1 1 calc R . .
C5 C 0.5634(9) 0.6013(9) 0.5974(8) 0.152(5) Uani 1 1 d U . .
H5A H 0.5785 0.6200 0.6561 0.229 Uiso 1 1 calc R . .
H5B H 0.5058 0.5677 0.5930 0.229 Uiso 1 1 calc R . .
H5C H 0.5568 0.6542 0.5609 0.229 Uiso 1 1 calc R . .
C6 C 0.7323(6) 0.0689(6) 0.6722(6) 0.077(3) Uani 1 1 d U . .
C7 C 0.6821(7) 0.0324(7) 0.7365(7) 0.096(3) Uani 1 1 d U . .
H7 H 0.6851 -0.0276 0.7561 0.115 Uiso 1 1 calc R . .
C8 C 0.6285(7) 0.0993(7) 0.7654(6) 0.086(3) Uani 1 1 d U . .
C9 C 0.7991(7) 0.0226(7) 0.6174(6) 0.110(4) Uani 1 1 d U . .
H9A H 0.8029 0.0568 0.5652 0.165 Uiso 1 1 calc R . .
H9B H 0.7773 -0.0381 0.6034 0.165 Uiso 1 1 calc R . .
H9C H 0.8599 0.0194 0.6485 0.165 Uiso 1 1 calc R . .
C10 C 0.5619(7) 0.0983(7) 0.8339(7) 0.126(4) Uani 1 1 d U . .
H10A H 0.5796 0.1445 0.8760 0.189 Uiso 1 1 calc R . .
H10B H 0.5636 0.0395 0.8613 0.189 Uiso 1 1 calc R . .
H10C H 0.4998 0.1103 0.8082 0.189 Uiso 1 1 calc R . .
C11 C 0.6144(5) 0.4015(6) 0.6568(4) 0.056(2) Uani 1 1 d U . .
C12 C 0.6138(5) 0.2634(6) 0.7189(4) 0.0515(18) Uani 1 1 d U . .
C13 C 0.5207(5) 0.3750(6) 0.7602(5) 0.061(2) Uani 1 1 d U . .
C14 C 0.4288(5) 0.3472(6) 0.8803(5) 0.078(3) Uani 1 1 d U . .
H14A H 0.4277 0.2842 0.8608 0.093 Uiso 1 1 calc R . .
H14B H 0.3659 0.3640 0.8917 0.093 Uiso 1 1 calc R . .
C15 C 0.4936(7) 0.3557(8) 0.9626(5) 0.116(4) Uani 1 1 d U . .
H15A H 0.5522 0.3270 0.9547 0.174 Uiso 1 1 calc R . .
H15B H 0.4657 0.3264 1.0091 0.174 Uiso 1 1 calc R . .
H15C H 0.5037 0.4191 0.9761 0.174 Uiso 1 1 calc R . .
C16 C 0.4226(6) 0.4986(6) 0.8038(5) 0.077(2) Uani 1 1 d U . .
H16A H 0.4694 0.5389 0.7834 0.092 Uiso 1 1 calc R . .
H16B H 0.4083 0.5204 0.8600 0.092 Uiso 1 1 calc R . .
C17 C 0.3366(7) 0.5022(7) 0.7428(7) 0.127(4) Uani 1 1 d U . .
H17A H 0.3505 0.4803 0.6873 0.191 Uiso 1 1 calc R . .
H17B H 0.3146 0.5640 0.7377 0.191 Uiso 1 1 calc R . .
H17C H 0.2892 0.4644 0.7642 0.191 Uiso 1 1 calc R . .
C18 C 0.9086(6) 0.2901(6) 0.6928(5) 0.074(3) Uani 1 1 d DU . .
C19 C 1.0117(5) 0.2852(5) 0.7241(4) 0.0573(19) Uani 1 1 d U . .
C20 C 1.0793(5) 0.2744(5) 0.6675(4) 0.063(2) Uani 1 1 d U . .
H20 H 1.0623 0.2740 0.6084 0.076 Uiso 1 1 calc R . .
C21 C 1.1720(5) 0.2642(6) 0.6981(4) 0.062(2) Uani 1 1 d U . .
C22 C 1.1963(5) 0.2648(5) 0.7866(4) 0.0575(19) Uani 1 1 d U . .
H22 H 1.2585 0.2572 0.8074 0.069 Uiso 1 1 calc R . .
C23 C 1.1307(5) 0.2761(5) 0.8434(4) 0.0501(17) Uani 1 1 d U . .
C24 C 1.0368(5) 0.2876(5) 0.8132(4) 0.0529(18) Uani 1 1 d U . .
H24 H 0.9918 0.2968 0.8516 0.064 Uiso 1 1 calc R . .
C25 C 1.1555(6) 0.2707(6) 0.9396(5) 0.063(2) Uani 1 1 d U . .
C26 C 1.2428(7) 0.2485(7) 0.6382(5) 0.087(3) Uani 1 1 d U . .
N1 N 0.6493(4) 0.3171(4) 0.6623(3) 0.0540(16) Uani 1 1 d U . .
N2 N 0.7274(5) 0.4155(5) 0.5552(4) 0.0701(19) Uani 1 1 d U . .
N3 N 0.7142(4) 0.1553(5) 0.6619(4) 0.0619(17) Uani 1 1 d U . .
N4 N 0.6547(5) 0.4535(5) 0.5955(4) 0.0698(19) Uani 1 1 d U . .
N5 N 0.6495(4) 0.1745(5) 0.7199(4) 0.0603(17) Uani 1 1 d U . .
N6 N 0.5517(4) 0.2869(4) 0.7701(4) 0.0601(16) Uani 1 1 d U . .
N7 N 0.5496(4) 0.4338(4) 0.7011(4) 0.0636(18) Uani 1 1 d U . .
N8 N 0.4604(4) 0.4066(5) 0.8125(4) 0.0635(18) Uani 1 1 d U . .
O1 O 0.8879(4) 0.2784(4) 0.6120(3) 0.0897(19) Uani 1 1 d DU . .
O1WA O 0.305(2) 0.2074(17) 0.4269(18) 0.106(11) Uani 0.287(17) 1 d PU A 1
O1WB O 0.2420(17) 0.1993(15) 0.3811(13) 0.068(11) Uani 0.213(17) 1 d PU A 2
H1WB H 0.2254 0.2314 0.4225 0.103 Uiso 0.50 1 d PR . .
H1WC H 0.2564 0.2147 0.3421 0.103 Uiso 0.50 1 d PR . .
O2 O 0.8507(4) 0.3041(5) 0.7441(4) 0.094(2) Uani 1 1 d DU . .
O3 O 1.0935(4) 0.2689(5) 0.9889(3) 0.0897(19) Uani 1 1 d U . .
O4 O 1.2420(4) 0.2642(4) 0.9641(3) 0.0791(17) Uani 1 1 d U . .
O5 O 1.3272(4) 0.2465(6) 0.6692(4) 0.124(3) Uani 1 1 d U . .
H5 H 1.3609 0.2379 0.6302 0.186 Uiso 1 1 calc R . .
O6 O 1.2195(5) 0.2388(5) 0.5601(5) 0.116(2) Uani 1 1 d 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
C28 C27 1.381(9) . ?
C28 O7 1.444(9) . ?
Co O1 1.986(5) . ?
Co O4 2.015(5) 4_565 ?
Co N1 2.029(6) . ?
Co N3 2.125(7) . ?
Co N2 2.196(7) . ?
C1 N2 1.290(10) . ?
C1 C2 1.388(14) . ?
C1 C4 1.497(12) . ?
C2 C3 1.336(13) . ?
C3 N4 1.361(11) . ?
C3 C5 1.503(14) . ?
C6 N3 1.298(10) . ?
C6 C7 1.393(12) . ?
C6 C9 1.504(12) . ?
C7 C8 1.348(12) . ?
C8 N5 1.358(10) . ?
C8 C10 1.497(12) . ?
C11 N7 1.299(9) . ?
C11 N1 1.333(9) . ?
C11 N4 1.387(9) . ?
C12 N6 1.296(8) . ?
C12 N1 1.317(8) . ?
C12 N5 1.398(9) . ?
C13 N8 1.325(9) . ?
C13 N7 1.353(9) . ?
C13 N6 1.369(9) . ?
C14 N8 1.472(9) . ?
C14 C15 1.518(11) . ?
C16 N8 1.454(9) . ?
C16 C17 1.490(11) . ?
C18 O2 1.223(7) . ?
C18 O1 1.277(6) . ?
C18 C19 1.519(10) . ?
C19 C20 1.378(10) . ?
C19 C24 1.401(8) . ?
C20 C21 1.382(9) . ?
C21 C22 1.390(9) . ?
C21 C26 1.460(11) . ?
C22 C23 1.360(9) . ?
C23 C24 1.398(8) . ?
C23 C25 1.509(9) . ?
C25 O3 1.229(8) . ?
C25 O4 1.270(8) . ?
C26 O6 1.239(9) . ?
C26 O5 1.264(10) . ?
N2 N4 1.384(8) . ?
N3 N5 1.384(8) . ?
O1WA H1WC 1.4384 . ?
O4 Co 2.015(5) 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
C27 C28 O7 108.5(9) . . ?
O1 Co O4 98.6(2) . 4_565 ?
O1 Co N1 129.6(2) . . ?
O4 Co N1 130.3(2) 4_565 . ?
O1 Co N3 103.6(2) . . ?
O4 Co N3 108.1(2) 4_565 . ?
N1 Co N3 75.6(3) . . ?
O1 Co N2 96.6(3) . . ?
O4 Co N2 91.0(2) 4_565 . ?
N1 Co N2 73.9(3) . . ?
N3 Co N2 149.4(2) . . ?
N2 C1 C2 111.4(9) . . ?
N2 C1 C4 120.0(10) . . ?
C2 C1 C4 128.6(10) . . ?
C3 C2 C1 107.1(11) . . ?
C2 C3 N4 106.1(11) . . ?
C2 C3 C5 129.6(12) . . ?
N4 C3 C5 124.2(10) . . ?
N3 C6 C7 110.6(9) . . ?
N3 C6 C9 120.0(9) . . ?
C7 C6 C9 129.4(9) . . ?
C8 C7 C6 108.1(9) . . ?
C7 C8 N5 104.8(9) . . ?
C7 C8 C10 130.7(10) . . ?
N5 C8 C10 124.5(9) . . ?
N7 C11 N1 125.9(7) . . ?
N7 C11 N4 122.0(7) . . ?
N1 C11 N4 112.1(7) . . ?
N6 C12 N1 125.7(8) . . ?
N6 C12 N5 120.8(7) . . ?
N1 C12 N5 113.5(7) . . ?
N8 C13 N7 117.0(8) . . ?
N8 C13 N6 119.1(7) . . ?
N7 C13 N6 124.0(7) . . ?
N8 C14 C15 110.5(7) . . ?
N8 C16 C17 111.9(7) . . ?
O2 C18 O1 123.7(8) . . ?
O2 C18 C19 120.1(6) . . ?
O1 C18 C19 116.3(7) . . ?
C20 C19 C24 120.2(7) . . ?
C20 C19 C18 121.6(6) . . ?
C24 C19 C18 118.1(7) . . ?
C19 C20 C21 120.4(6) . . ?
C20 C21 C22 119.2(7) . . ?
C20 C21 C26 120.3(7) . . ?
C22 C21 C26 120.5(7) . . ?
C23 C22 C21 121.2(6) . . ?
C22 C23 C24 120.1(6) . . ?
C22 C23 C25 121.5(6) . . ?
C24 C23 C25 118.3(6) . . ?
C23 C24 C19 118.9(7) . . ?
O3 C25 O4 123.8(6) . . ?
O3 C25 C23 120.1(7) . . ?
O4 C25 C23 116.0(7) . . ?
O6 C26 O5 122.4(9) . . ?
O6 C26 C21 120.1(9) . . ?
O5 C26 C21 117.5(7) . . ?
C12 N1 C11 115.5(7) . . ?
C12 N1 Co 120.9(5) . . ?
C11 N1 Co 123.6(5) . . ?
C1 N2 N4 105.1(7) . . ?
C1 N2 Co 142.7(7) . . ?
N4 N2 Co 112.1(5) . . ?
C6 N3 N5 104.9(7) . . ?
C6 N3 Co 142.1(7) . . ?
N5 N3 Co 113.0(5) . . ?
C3 N4 N2 110.3(7) . . ?
C3 N4 C11 131.5(8) . . ?
N2 N4 C11 118.1(7) . . ?
C8 N5 N3 111.7(7) . . ?
C8 N5 C12 131.5(8) . . ?
N3 N5 C12 116.8(6) . . ?
C12 N6 C13 114.6(7) . . ?
C11 N7 C13 114.2(7) . . ?
C13 N8 C16 121.8(7) . . ?
C13 N8 C14 119.7(7) . . ?
C16 N8 C14 118.5(7) . . ?
C18 O1 Co 108.6(5) . . ?
C25 O4 Co 106.1(5) . 4_666 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5 O7 0.82 1.87 2.637(12) 154.5 1_655
C7 H7 O2 0.93 2.52 3.393(12) 157.2 2_646
C2 H2A O6 0.93 2.52 3.407(15) 159.9 3_766

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.087
####################################################################### 
# 
# 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 1041912'
_audit_update_record             
;
2015-03-23 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H36 N10 O8 Zn'
_chemical_formula_weight         754.08

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.491(2)
_cell_length_b                   13.025(3)
_cell_length_c                   16.033(3)
_cell_angle_alpha                106.161(4)
_cell_angle_beta                 91.155(4)
_cell_angle_gamma                109.772(3)
_cell_volume                     1777.1(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    947
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      18.31

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7324
_exptl_absorpt_correction_T_max  0.9149
_exptl_absorpt_process_details   sadabs

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7357
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_sigmaI/netI    0.0936
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         22.80
_reflns_number_total             4757
_reflns_number_gt                2723
_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)+(0.0603P)²+0.5959P] 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         4757
_refine_ls_number_parameters     469
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1205
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1570
_refine_ls_wR_factor_gt          0.1300
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
Zn1 Zn 1.04534(9) 0.20888(5) 0.29762(5) 0.0620(3) Uani 1 1 d . . .
C1 C 0.7772(15) 0.2755(10) 0.4589(7) 0.188(6) Uani 1 1 d . . .
H1A H 0.6988 0.3058 0.4738 0.283 Uiso 1 1 calc R . .
H1B H 0.8614 0.3322 0.4458 0.283 Uiso 1 1 calc R . .
H1C H 0.8091 0.2552 0.5073 0.283 Uiso 1 1 calc R . .
C2 C 0.7190(16) 0.1717(10) 0.3807(7) 0.110(3) Uani 1 1 d . . .
C3 C 0.5746(17) 0.0891(14) 0.3557(11) 0.149(6) Uani 1 1 d . . .
H3 H 0.4911 0.0897 0.3849 0.179 Uiso 1 1 calc R . .
C4 C 0.5752(10) 0.0093(10) 0.2835(9) 0.108(4) Uani 1 1 d . . .
C5 C 0.4534(9) -0.0985(8) 0.2301(9) 0.187(6) Uani 1 1 d . . .
H5A H 0.3576 -0.0990 0.2485 0.280 Uiso 1 1 calc R . .
H5B H 0.4722 -0.1633 0.2382 0.280 Uiso 1 1 calc R . .
H5C H 0.4521 -0.1026 0.1694 0.280 Uiso 1 1 calc R . .
C6 C 0.7939(9) -0.0025(5) 0.1984(5) 0.0599(19) Uani 1 1 d . . .
C7 C 0.7968(18) -0.1429(8) 0.0848(8) 0.123(5) Uani 1 1 d . . .
C8 C 0.4532(19) -0.2997(10) -0.0178(9) 0.248(8) Uani 1 1 d . . .
H8A H 0.4594 -0.2219 0.0068 0.372 Uiso 1 1 calc R . .
H8B H 0.3535 -0.3506 -0.0161 0.372 Uiso 1 1 calc R . .
H8C H 0.4741 -0.3121 -0.0774 0.372 Uiso 1 1 calc R . .
C9 C 0.5672(19) -0.3224(12) 0.0346(11) 0.229(9) Uani 1 1 d . . .
H9A H 0.5553 -0.4027 0.0138 0.275 Uiso 1 1 calc R . .
H9B H 0.5525 -0.3037 0.0960 0.275 Uiso 1 1 calc R . .
C10 C 0.808(2) -0.3003(11) -0.0391(7) 0.261(11) Uani 1 1 d . . .
H10A H 0.8842 -0.2417 -0.0570 0.313 Uiso 1 1 calc R . .
H10B H 0.7391 -0.3525 -0.0907 0.313 Uiso 1 1 calc R . .
C11 C 0.8856(18) -0.3664(9) -0.0004(7) 0.236(8) Uani 1 1 d . . .
H11A H 0.9772 -0.3136 0.0360 0.354 Uiso 1 1 calc R . .
H11B H 0.9085 -0.4206 -0.0470 0.354 Uiso 1 1 calc R . .
H11C H 0.8191 -0.4062 0.0340 0.354 Uiso 1 1 calc R . .
C12 C 1.0076(10) 0.0048(6) 0.1439(5) 0.0659(19) Uani 1 1 d . . .
C13 C 1.2485(15) -0.0649(11) 0.0297(8) 0.213(7) Uani 1 1 d . . .
H13A H 1.3415 -0.0622 0.0062 0.320 Uiso 1 1 calc R . .
H13B H 1.1774 -0.0656 -0.0140 0.320 Uiso 1 1 calc R . .
H13C H 1.2084 -0.1331 0.0470 0.320 Uiso 1 1 calc R . .
C14 C 1.2773(18) 0.0382(12) 0.1078(9) 0.136(5) Uani 1 1 d . . .
C15 C 1.4034(16) 0.1224(17) 0.1519(14) 0.184(9) Uani 1 1 d . . .
H15 H 1.5002 0.1286 0.1384 0.220 Uiso 1 1 calc R . .
C16 C 1.3707(11) 0.1992(11) 0.2204(10) 0.135(5) Uani 1 1 d . . .
C17 C 1.4701(10) 0.3035(9) 0.2888(10) 0.206(8) Uani 1 1 d . . .
H17A H 1.4678 0.3702 0.2751 0.309 Uiso 1 1 calc R . .
H17B H 1.5716 0.3041 0.2909 0.309 Uiso 1 1 calc R . .
H17C H 1.4353 0.3036 0.3446 0.309 Uiso 1 1 calc R . .
C18 C 1.3000(11) 0.0680(8) 0.5300(6) 0.130(4) Uani 1 1 d . . .
H18A H 1.2914 0.0040 0.4801 0.194 Uiso 1 1 calc R . .
H18B H 1.2304 0.0428 0.5691 0.194 Uiso 1 1 calc R . .
H18C H 1.4011 0.1002 0.5598 0.194 Uiso 1 1 calc R . .
C19 C 1.2638(9) 0.1580(8) 0.5000(5) 0.079(2) Uani 1 1 d . . .
C20 C 1.3041(9) 0.2713(8) 0.5355(5) 0.098(3) Uani 1 1 d . . .
H20 H 1.3679 0.3167 0.5870 0.118 Uiso 1 1 calc R . .
C21 C 1.2323(10) 0.3072(6) 0.4807(6) 0.103(3) Uani 1 1 d . . .
C22 C 1.2362(13) 0.4275(6) 0.4915(7) 0.187(6) Uani 1 1 d . . .
H22A H 1.2943 0.4571 0.4495 0.280 Uiso 1 1 calc R . .
H22B H 1.2817 0.4756 0.5496 0.280 Uiso 1 1 calc R . .
H22C H 1.1352 0.4260 0.4823 0.280 Uiso 1 1 calc R . .
C23 C 0.9712(7) 0.3648(5) 0.2378(4) 0.0523(17) Uani 1 1 d . . .
C24 C 0.9812(6) 0.4869(4) 0.2484(4) 0.0396(14) Uani 1 1 d . . .
C25 C 1.1143(6) 0.5805(4) 0.2748(4) 0.0391(14) Uani 1 1 d . . .
C26 C 1.2684(7) 0.5743(5) 0.2867(5) 0.0501(16) Uani 1 1 d . . .
C27 C 1.1095(6) 0.6895(5) 0.2902(4) 0.0526(17) Uani 1 1 d . . .
H27 H 1.1994 0.7519 0.3096 0.063 Uiso 1 1 calc R . .
C28 C 0.9773(6) 0.7098(4) 0.2779(4) 0.0471(16) Uani 1 1 d . . .
C29 C 1.0047(6) 0.8364(6) 0.2985(5) 0.069(2) Uani 1 1 d D . .
C30 C 0.8418(6) 0.6140(5) 0.2496(4) 0.0449(15) Uani 1 1 d . . .
C31 C 0.6838(7) 0.6134(4) 0.2329(4) 0.0585(18) Uani 1 1 d D . .
C32 C 0.8489(6) 0.5056(5) 0.2353(4) 0.0458(15) Uani 1 1 d . . .
H32 H 0.7598 0.4425 0.2160 0.055 Uiso 1 1 calc R . .
O1 O 0.8731(5) 0.2840(3) 0.1859(3) 0.0837(16) Uani 1 1 d . . .
O2 O 1.0692(5) 0.3579(3) 0.2890(3) 0.0699(14) Uani 1 1 d . . .
O3 O 1.3034(4) 0.5220(4) 0.2117(3) 0.0666(13) Uani 1 1 d . . .
H3A H 1.3918 0.5272 0.2178 0.100 Uiso 1 1 calc R . .
O4 O 1.3512(5) 0.6183(4) 0.3536(3) 0.0859(16) Uani 1 1 d . . .
O5 O 0.5779(4) 0.5216(4) 0.2094(3) 0.0781(15) Uani 1 1 d . . .
O6 O 0.6615(5) 0.7084(4) 0.2439(3) 0.0793(15) Uani 1 1 d D . .
O7 O 0.8883(5) 0.8681(3) 0.2948(3) 0.0853(16) Uani 1 1 d D . .
H7 H 0.8106 0.8114 0.2811 0.128 Uiso 1 1 calc R . .
O8 O 1.1265(6) 0.9069(4) 0.3193(5) 0.139(3) Uani 1 1 d . . .
N1 N 0.8118(7) 0.1450(5) 0.3250(4) 0.0703(16) Uani 1 1 d . . .
N2 N 0.7234(7) 0.0458(5) 0.2639(4) 0.0688(16) Uani 1 1 d . . .
N3 N 0.9407(6) 0.0567(4) 0.2055(3) 0.0473(13) Uani 1 1 d . . .
N4 N 0.7151(8) -0.0985(6) 0.1400(5) 0.094(2) Uani 1 1 d . . .
N5 N 0.7264(16) -0.2472(7) 0.0234(7) 0.173(5) Uani 1 1 d . . .
N6 N 0.9440(12) -0.0933(7) 0.0811(5) 0.101(3) Uani 1 1 d . . .
N7 N 1.1620(9) 0.0644(7) 0.1509(5) 0.089(2) Uani 1 1 d . . .
N8 N 1.2223(7) 0.1638(6) 0.2203(5) 0.085(2) Uani 1 1 d . . .
N9 N 1.1716(6) 0.1272(4) 0.4249(4) 0.0731(17) Uani 1 1 d . . .
H9 H 1.1308 0.0582 0.3908 0.088 Uiso 1 1 calc R . .
N10 N 1.1517(7) 0.2193(4) 0.4101(4) 0.0817(19) 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
Zn1 O2 1.922(4) . ?
Zn1 N10 1.997(6) . ?
Zn1 N3 2.018(5) . ?
Zn1 N1 2.189(6) . ?
Zn1 N8 2.247(6) . ?
C1 C2 1.492(13) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 N1 1.327(10) . ?
C2 C3 1.392(14) . ?
C3 C4 1.325(14) . ?
C3 H3 0.9300 . ?
C4 N2 1.397(9) . ?
C4 C5 1.495(13) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N4 1.298(8) . ?
C6 N3 1.330(7) . ?
C6 N2 1.375(8) . ?
C7 N4 1.328(13) . ?
C7 N6 1.337(13) . ?
C7 N5 1.370(12) . ?
C8 C9 1.512(16) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N5 1.543(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 N5 1.448(18) . ?
C10 C11 1.540(14) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N6 1.322(9) . ?
C12 N3 1.335(8) . ?
C12 N7 1.392(9) . ?
C13 C14 1.500(16) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.335(18) . ?
C14 N7 1.393(11) . ?
C15 C16 1.384(18) . ?
C15 H15 0.9300 . ?
C16 N8 1.326(10) . ?
C16 C17 1.483(16) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.517(10) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.339(9) . ?
C19 N9 1.353(8) . ?
C20 C21 1.369(10) . ?
C20 H20 0.9300 . ?
C21 N10 1.351(8) . ?
C21 C22 1.515(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 O1 1.219(6) . ?
C23 O2 1.270(7) . ?
C23 C24 1.522(7) . ?
C24 C32 1.380(7) . ?
C24 C25 1.382(7) . ?
C25 C27 1.388(7) . ?
C25 C26 1.504(7) . ?
C26 O4 1.190(7) . ?
C26 O3 1.317(7) . ?
C27 C28 1.389(7) . ?
C27 H27 0.9300 . ?
C28 C30 1.411(7) . ?
C28 C29 1.516(8) . ?
C29 O8 1.177(6) . ?
C29 O7 1.3090(11) . ?
C30 C32 1.391(7) . ?
C30 C31 1.515(7) . ?
C31 O5 1.225(6) . ?
C31 O6 1.2895(11) . ?
C32 H32 0.9300 . ?
O3 H3A 0.8200 . ?
O7 H7 0.8200 . ?
N1 N2 1.364(7) . ?
N7 N8 1.383(8) . ?
N9 N10 1.356(6) . ?
N9 H9 0.8600 . ?

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 Zn1 N10 111.5(2) . . ?
O2 Zn1 N3 127.1(2) . . ?
N10 Zn1 N3 121.3(2) . . ?
O2 Zn1 N1 102.86(19) . . ?
N10 Zn1 N1 99.2(2) . . ?
N3 Zn1 N1 73.2(2) . . ?
O2 Zn1 N8 103.2(2) . . ?
N10 Zn1 N8 92.5(3) . . ?
N3 Zn1 N8 72.6(2) . . ?
N1 Zn1 N8 145.0(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 110.2(11) . . ?
N1 C2 C1 120.2(12) . . ?
C3 C2 C1 129.5(13) . . ?
C4 C3 C2 109.0(11) . . ?
C4 C3 H3 125.5 . . ?
C2 C3 H3 125.5 . . ?
C3 C4 N2 104.6(11) . . ?
C3 C4 C5 131.5(12) . . ?
N2 C4 C5 123.9(11) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 N3 127.9(7) . . ?
N4 C6 N2 118.8(8) . . ?
N3 C6 N2 113.3(6) . . ?
N4 C7 N6 125.8(10) . . ?
N4 C7 N5 118.8(14) . . ?
N6 C7 N5 115.3(14) . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C8 C9 N5 108.0(12) . . ?
C8 C9 H9A 110.1 . . ?
N5 C9 H9A 110.1 . . ?
C8 C9 H9B 110.1 . . ?
N5 C9 H9B 110.1 . . ?
H9A C9 H9B 108.4 . . ?
N5 C10 C11 111.7(10) . . ?
N5 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
N5 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N6 C12 N3 127.4(8) . . ?
N6 C12 N7 119.6(8) . . ?
N3 C12 N7 113.0(7) . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 N7 104.3(13) . . ?
C15 C14 C13 132.7(15) . . ?
N7 C14 C13 123.0(14) . . ?
C14 C15 C16 110.8(12) . . ?
C14 C15 H15 124.6 . . ?
C16 C15 H15 124.6 . . ?
N8 C16 C15 108.3(13) . . ?
N8 C16 C17 120.2(13) . . ?
C15 C16 C17 131.5(12) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N9 107.5(7) . . ?
C20 C19 C18 132.3(8) . . ?
N9 C19 C18 120.3(8) . . ?
C19 C20 C21 106.2(7) . . ?
C19 C20 H20 126.9 . . ?
C21 C20 H20 126.9 . . ?
N10 C21 C20 111.4(7) . . ?
N10 C21 C22 120.8(7) . . ?
C20 C21 C22 127.8(8) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1 C23 O2 125.6(5) . . ?
O1 C23 C24 120.7(6) . . ?
O2 C23 C24 113.7(5) . . ?
C32 C24 C25 118.4(5) . . ?
C32 C24 C23 118.0(5) . . ?
C25 C24 C23 123.5(5) . . ?
C24 C25 C27 119.1(5) . . ?
C24 C25 C26 124.9(5) . . ?
C27 C25 C26 116.0(5) . . ?
O4 C26 O3 124.9(6) . . ?
O4 C26 C25 124.2(6) . . ?
O3 C26 C25 110.7(5) . . ?
C25 C27 C28 123.3(5) . . ?
C25 C27 H27 118.4 . . ?
C28 C27 H27 118.4 . . ?
C27 C28 C30 117.5(5) . . ?
C27 C28 C29 112.3(5) . . ?
C30 C28 C29 130.2(5) . . ?
O8 C29 O7 119.2(6) . . ?
O8 C29 C28 122.2(5) . . ?
O7 C29 C28 118.6(5) . . ?
C32 C30 C28 118.3(5) . . ?
C32 C30 C31 114.0(5) . . ?
C28 C30 C31 127.7(5) . . ?
O5 C31 O6 120.7(6) . . ?
O5 C31 C30 119.1(4) . . ?
O6 C31 C30 120.2(5) . . ?
C24 C32 C30 123.4(5) . . ?
C24 C32 H32 118.3 . . ?
C30 C32 H32 118.3 . . ?
C23 O2 Zn1 117.5(4) . . ?
C26 O3 H3A 109.5 . . ?
C29 O7 H7 109.5 . . ?
C2 N1 N2 104.7(8) . . ?
C2 N1 Zn1 141.7(8) . . ?
N2 N1 Zn1 113.5(4) . . ?
N1 N2 C6 116.6(6) . . ?
N1 N2 C4 111.4(8) . . ?
C6 N2 C4 131.8(9) . . ?
C6 N3 C12 111.9(6) . . ?
C6 N3 Zn1 123.1(4) . . ?
C12 N3 Zn1 125.0(5) . . ?
C6 N4 C7 113.8(9) . . ?
C7 N5 C10 121.6(15) . . ?
C7 N5 C9 118.8(14) . . ?
C10 N5 C9 117.9(10) . . ?
C12 N6 C7 112.9(8) . . ?
N8 N7 C12 116.6(6) . . ?
N8 N7 C14 110.0(9) . . ?
C12 N7 C14 132.9(10) . . ?
C16 N8 N7 106.6(9) . . ?
C16 N8 Zn1 140.7(9) . . ?
N7 N8 Zn1 112.6(4) . . ?
C19 N9 N10 111.3(6) . . ?
C19 N9 H9 124.3 . . ?
N10 N9 H9 124.3 . . ?
C21 N10 N9 103.6(6) . . ?
C21 N10 Zn1 134.0(5) . . ?
N9 N10 Zn1 122.0(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 -0.1(12) . . . . ?
C1 C2 C3 C4 -177.4(9) . . . . ?
C2 C3 C4 N2 -0.8(11) . . . . ?
C2 C3 C4 C5 178.6(9) . . . . ?
N7 C14 C15 C16 0.1(15) . . . . ?
C13 C14 C15 C16 180.0(10) . . . . ?
C14 C15 C16 N8 0.1(15) . . . . ?
C14 C15 C16 C17 178.0(10) . . . . ?
N9 C19 C20 C21 0.8(10) . . . . ?
C18 C19 C20 C21 -177.6(8) . . . . ?
C19 C20 C21 N10 -1.9(11) . . . . ?
C19 C20 C21 C22 178.4(10) . . . . ?
O1 C23 C24 C32 31.4(9) . . . . ?
O2 C23 C24 C32 -146.6(6) . . . . ?
O1 C23 C24 C25 -152.1(6) . . . . ?
O2 C23 C24 C25 29.9(8) . . . . ?
C32 C24 C25 C27 2.3(9) . . . . ?
C23 C24 C25 C27 -174.2(5) . . . . ?
C32 C24 C25 C26 -176.3(6) . . . . ?
C23 C24 C25 C26 7.3(9) . . . . ?
C24 C25 C26 O4 -121.5(7) . . . . ?
C27 C25 C26 O4 59.9(9) . . . . ?
C24 C25 C26 O3 63.7(8) . . . . ?
C27 C25 C26 O3 -114.9(6) . . . . ?
C24 C25 C27 C28 -1.9(9) . . . . ?
C26 C25 C27 C28 176.7(6) . . . . ?
C25 C27 C28 C30 0.9(10) . . . . ?
C25 C27 C28 C29 -179.3(6) . . . . ?
C27 C28 C29 O8 2.5(11) . . . . ?
C30 C28 C29 O8 -177.7(8) . . . . ?
C27 C28 C29 O7 -175.9(6) . . . . ?
C30 C28 C29 O7 4.0(11) . . . . ?
C27 C28 C30 C32 -0.2(9) . . . . ?
C29 C28 C30 C32 180.0(6) . . . . ?
C27 C28 C30 C31 179.0(6) . . . . ?
C29 C28 C30 C31 -0.9(11) . . . . ?
C32 C30 C31 O5 0.2(9) . . . . ?
C28 C30 C31 O5 -179.0(6) . . . . ?
C32 C30 C31 O6 179.8(6) . . . . ?
C28 C30 C31 O6 0.5(10) . . . . ?
C25 C24 C32 C30 -1.8(9) . . . . ?
C23 C24 C32 C30 174.9(5) . . . . ?
C28 C30 C32 C24 0.7(9) . . . . ?
C31 C30 C32 C24 -178.6(6) . . . . ?
O1 C23 O2 Zn1 -9.2(9) . . . . ?
C24 C23 O2 Zn1 168.7(4) . . . . ?
N10 Zn1 O2 C23 -157.1(5) . . . . ?
N3 Zn1 O2 C23 26.8(6) . . . . ?
N1 Zn1 O2 C23 -51.6(5) . . . . ?
N8 Zn1 O2 C23 104.9(5) . . . . ?
C3 C2 N1 N2 1.0(9) . . . . ?
C1 C2 N1 N2 178.6(7) . . . . ?
C3 C2 N1 Zn1 177.5(6) . . . . ?
C1 C2 N1 Zn1 -4.9(13) . . . . ?
O2 Zn1 N1 C2 -55.5(8) . . . . ?
N10 Zn1 N1 C2 59.2(8) . . . . ?
N3 Zn1 N1 C2 179.3(8) . . . . ?
N8 Zn1 N1 C2 167.1(7) . . . . ?
O2 Zn1 N1 N2 120.7(4) . . . . ?
N10 Zn1 N1 N2 -124.6(4) . . . . ?
N3 Zn1 N1 N2 -4.5(4) . . . . ?
N8 Zn1 N1 N2 -16.7(6) . . . . ?
C2 N1 N2 C6 -178.6(6) . . . . ?
Zn1 N1 N2 C6 3.8(7) . . . . ?
C2 N1 N2 C4 -1.6(7) . . . . ?
Zn1 N1 N2 C4 -179.2(4) . . . . ?
N4 C6 N2 N1 178.3(6) . . . . ?
N3 C6 N2 N1 0.1(8) . . . . ?
N4 C6 N2 C4 2.1(11) . . . . ?
N3 C6 N2 C4 -176.1(6) . . . . ?
C3 C4 N2 N1 1.5(9) . . . . ?
C5 C4 N2 N1 -178.0(7) . . . . ?
C3 C4 N2 C6 177.9(8) . . . . ?
C5 C4 N2 C6 -1.6(13) . . . . ?
N4 C6 N3 C12 -1.3(10) . . . . ?
N2 C6 N3 C12 176.7(5) . . . . ?
N4 C6 N3 Zn1 177.3(5) . . . . ?
N2 C6 N3 Zn1 -4.7(8) . . . . ?
N6 C12 N3 C6 0.1(9) . . . . ?
N7 C12 N3 C6 -179.0(5) . . . . ?
N6 C12 N3 Zn1 -178.4(5) . . . . ?
N7 C12 N3 Zn1 2.4(8) . . . . ?
O2 Zn1 N3 C6 -88.5(5) . . . . ?
N10 Zn1 N3 C6 95.8(5) . . . . ?
N1 Zn1 N3 C6 5.1(5) . . . . ?
N8 Zn1 N3 C6 177.8(5) . . . . ?
O2 Zn1 N3 C12 89.9(5) . . . . ?
N10 Zn1 N3 C12 -85.8(5) . . . . ?
N1 Zn1 N3 C12 -176.5(5) . . . . ?
N8 Zn1 N3 C12 -3.8(5) . . . . ?
N3 C6 N4 C7 3.9(11) . . . . ?
N2 C6 N4 C7 -174.0(7) . . . . ?
N6 C7 N4 C6 -5.9(14) . . . . ?
N5 C7 N4 C6 176.6(7) . . . . ?
N4 C7 N5 C10 179.5(10) . . . . ?
N6 C7 N5 C10 1.7(14) . . . . ?
N4 C7 N5 C9 -15.3(14) . . . . ?
N6 C7 N5 C9 166.9(10) . . . . ?
C11 C10 N5 C7 83.9(15) . . . . ?
C11 C10 N5 C9 -81.4(15) . . . . ?
C8 C9 N5 C7 94.7(13) . . . . ?
C8 C9 N5 C10 -99.6(14) . . . . ?
N3 C12 N6 C7 -1.8(11) . . . . ?
N7 C12 N6 C7 177.3(7) . . . . ?
N4 C7 N6 C12 4.9(14) . . . . ?
N5 C7 N6 C12 -177.5(7) . . . . ?
N6 C12 N7 N8 -177.3(6) . . . . ?
N3 C12 N7 N8 1.9(8) . . . . ?
N6 C12 N7 C14 -6.6(12) . . . . ?
N3 C12 N7 C14 172.6(8) . . . . ?
C15 C14 N7 N8 -0.3(12) . . . . ?
C13 C14 N7 N8 179.8(8) . . . . ?
C15 C14 N7 C12 -171.5(9) . . . . ?
C13 C14 N7 C12 8.7(15) . . . . ?
C15 C16 N8 N7 -0.3(10) . . . . ?
C17 C16 N8 N7 -178.5(8) . . . . ?
C15 C16 N8 Zn1 176.6(7) . . . . ?
C17 C16 N8 Zn1 -1.6(14) . . . . ?
C12 N7 N8 C16 173.2(6) . . . . ?
C14 N7 N8 C16 0.4(8) . . . . ?
C12 N7 N8 Zn1 -4.7(7) . . . . ?
C14 N7 N8 Zn1 -177.4(5) . . . . ?
O2 Zn1 N8 C16 62.4(8) . . . . ?
N10 Zn1 N8 C16 -50.4(8) . . . . ?
N3 Zn1 N8 C16 -172.5(9) . . . . ?
N1 Zn1 N8 C16 -160.3(7) . . . . ?
O2 Zn1 N8 N7 -120.8(4) . . . . ?
N10 Zn1 N8 N7 126.4(5) . . . . ?
N3 Zn1 N8 N7 4.3(4) . . . . ?
N1 Zn1 N8 N7 16.5(7) . . . . ?
C20 C19 N9 N10 0.5(9) . . . . ?
C18 C19 N9 N10 179.1(6) . . . . ?
C20 C21 N10 N9 2.2(10) . . . . ?
C22 C21 N10 N9 -178.1(9) . . . . ?
C20 C21 N10 Zn1 -169.8(6) . . . . ?
C22 C21 N10 Zn1 9.9(14) . . . . ?
C19 N9 N10 C21 -1.6(8) . . . . ?
C19 N9 N10 Zn1 171.5(5) . . . . ?
O2 Zn1 N10 C21 1.7(8) . . . . ?
N3 Zn1 N10 C21 178.0(7) . . . . ?
N1 Zn1 N10 C21 -106.1(8) . . . . ?
N8 Zn1 N10 C21 106.9(8) . . . . ?
O2 Zn1 N10 N9 -169.1(5) . . . . ?
N3 Zn1 N10 N9 7.3(6) . . . . ?
N1 Zn1 N10 N9 83.1(5) . . . . ?
N8 Zn1 N10 N9 -63.8(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C20 H20 O4 0.93 2.58 3.330(9) 138.3 2_866
C17 H17A O5 0.96 2.43 3.293(11) 149.4 1_655
C10 H10B O3 0.97 2.40 3.237(11) 143.7 2_755
C9 H9B O6 0.97 2.51 3.333(16) 142.4 1_545
O3 H3A O5 0.82 1.80 2.608(5) 168.8 1_655

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        22.80
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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 1041913'
_audit_update_record             
;
2015-03-23 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H58 Cu4 N20 O28'
_chemical_formula_weight         1545.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.0750(7)
_cell_length_b                   11.0795(6)
_cell_length_c                   14.6868(9)
_cell_angle_alpha                68.567(5)
_cell_angle_beta                 89.823(5)
_cell_angle_gamma                73.381(5)
_cell_volume                     1452.82(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4846
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      29.48

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             790
_exptl_absorpt_coefficient_mu    1.552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4879
_exptl_absorpt_correction_T_max  0.8238
_exptl_absorpt_process_details   sadabs

_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  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            12804
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0621
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         29.48
_reflns_number_total             6827
_reflns_number_gt                4846
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_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)+(0.0472P)²+0.1962P] 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         6827
_refine_ls_number_parameters     428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
Cu1 Cu 0.68302(4) 0.74055(3) 0.26114(3) 0.03442(12) Uani 1 1 d . . .
Cu2 Cu 1.19313(4) 0.43875(3) 0.18265(3) 0.03473(12) Uani 1 1 d . . .
C1 C 0.4286(3) 0.6771(3) 0.3092(2) 0.0318(7) Uani 1 1 d . . .
C2 C 0.6105(4) 0.4786(3) 0.3796(2) 0.0349(7) Uani 1 1 d . . .
C3 C 0.3689(4) 0.4895(3) 0.4003(2) 0.0391(8) Uani 1 1 d . . .
C4 C 0.4250(4) 0.9987(3) 0.1487(2) 0.0365(8) Uani 1 1 d . . .
C5 C 0.2828(4) 1.0272(3) 0.1561(2) 0.0404(8) Uani 1 1 d . . .
H5 H 0.2155 1.1108 0.1238 0.048 Uiso 1 1 d R . .
C6 C 0.2587(3) 0.9119(3) 0.2189(2) 0.0342(7) Uani 1 1 d . . .
C7 C 0.4992(4) 1.0932(3) 0.0877(3) 0.0487(9) Uani 1 1 d . . .
H7A H 0.5621 1.1060 0.1299 0.073 Uiso 1 1 d R . .
H7B H 0.4328 1.1796 0.0492 0.073 Uiso 1 1 d R . .
H7C H 0.5509 1.0548 0.0446 0.073 Uiso 1 1 d R . .
C8 C 0.1261(4) 0.8897(3) 0.2528(3) 0.0488(9) Uani 1 1 d . . .
H8A H 0.0513 0.9733 0.2237 0.073 Uiso 1 1 d R . .
H8B H 0.1324 0.8601 0.3232 0.073 Uiso 1 1 d R . .
H8C H 0.1085 0.8213 0.2334 0.073 Uiso 1 1 d R . .
C9 C 1.1713(4) 0.1733(3) 0.3365(2) 0.0397(8) Uani 1 1 d . . .
C10 C 1.3921(3) 0.1848(3) 0.3049(2) 0.0300(7) Uani 1 1 d . . .
C11 C 1.3798(4) -0.0187(3) 0.4096(2) 0.0372(8) Uani 1 1 d . . .
C12 C 1.4947(4) 0.4607(3) 0.1563(2) 0.0366(7) Uani 1 1 d . . .
C13 C 1.6283(4) 0.3651(3) 0.1879(2) 0.0396(8) Uani 1 1 d . . .
H13 H 1.7120 0.3813 0.1699 0.047 Uiso 1 1 d . . .
C14 C 1.6134(3) 0.2455(3) 0.2503(2) 0.0343(7) Uani 1 1 d . . .
C15 C 1.4581(4) 0.6064(3) 0.0863(3) 0.0545(10) Uani 1 1 d . . .
H15A H 1.3957 0.6643 0.1140 0.082 Uiso 1 1 d R . .
H15B H 1.4131 0.6175 0.0246 0.082 Uiso 1 1 d R . .
H15C H 1.5416 0.6331 0.0744 0.082 Uiso 1 1 d R . .
C16 C 1.7241(4) 0.1141(3) 0.3029(3) 0.0524(10) Uani 1 1 d . . .
H16A H 1.8140 0.1267 0.2912 0.079 Uiso 1 1 d R . .
H16B H 1.7141 0.0466 0.2794 0.079 Uiso 1 1 d R . .
H16C H 1.7161 0.0843 0.3723 0.079 Uiso 1 1 d R . .
C17 C 0.8375(3) 0.8307(3) 0.1143(2) 0.0311(7) Uani 1 1 d . . .
C18 C 1.0959(3) 0.7108(3) 0.0356(2) 0.0348(7) Uani 1 1 d . . .
C19 C 1.0404(3) 0.8613(2) 0.0168(2) 0.0278(6) Uani 1 1 d . . .
C20 C 0.9242(3) 0.9164(3) 0.0568(2) 0.0272(6) Uani 1 1 d . . .
C21 C 0.8860(3) 1.0547(3) 0.0399(2) 0.0301(7) Uani 1 1 d . . .
H21 H 0.8095 1.0916 0.0675 0.036 Uiso 1 1 d R . .
N1 N 0.5667(3) 0.6160(2) 0.32212(18) 0.0334(6) Uani 1 1 d . . .
N2 N 0.4912(3) 0.8690(2) 0.20509(18) 0.0347(6) Uani 1 1 d . . .
N3 N 1.2542(3) 0.2482(2) 0.28527(18) 0.0336(6) Uani 1 1 d . . .
N4 N 1.3995(3) 0.4033(2) 0.19647(18) 0.0335(6) Uani 1 1 d . . .
N5 N 0.3282(3) 0.6265(2) 0.34418(19) 0.0395(7) Uani 1 1 d . . .
N6 N 0.5097(3) 0.4203(2) 0.41599(19) 0.0381(7) Uani 1 1 d . . .
H6 H 0.5358 0.3344 0.4513 0.046 Uiso 1 1 d R . .
N7 N 0.3888(3) 0.8151(2) 0.24891(18) 0.0327(6) Uani 1 1 d . . .
N8 N 1.2388(3) 0.0418(2) 0.3996(2) 0.0416(7) Uani 1 1 d . . .
H8 H 1.1892 -0.0053 0.4348 0.050 Uiso 1 1 d R . .
N9 N 1.4601(3) 0.0593(2) 0.36097(19) 0.0352(6) Uani 1 1 d . . .
N10 N 1.4721(3) 0.2697(2) 0.25486(18) 0.0307(6) Uani 1 1 d . . .
O1 O 0.7833(2) 0.86193(19) 0.18429(17) 0.0411(6) Uani 1 1 d . . .
O1W O 0.8609(3) 0.5933(2) 0.31359(18) 0.0504(6) Uani 1 1 d . . .
H1WA H 0.8444 0.5182 0.3428 0.076 Uiso 1 1 d R . .
H1WB H 0.9062 0.6096 0.3541 0.076 Uiso 1 1 d R . .
O2 O 1.1408(2) 0.63537(17) 0.12554(16) 0.0389(5) Uani 1 1 d . . .
O2W O 0.7074(3) 0.7977(2) 0.39480(17) 0.0498(6) Uani 1 1 d . . .
H2WA H 0.6382 0.8653 0.3914 0.075 Uiso 1 1 d R . .
H2WB H 0.7100 0.7299 0.4471 0.075 Uiso 1 1 d R . .
O3W O 0.9932(2) 0.4564(2) 0.18064(19) 0.0484(6) Uani 1 1 d . . .
H3WA H 0.9563 0.5040 0.2135 0.073 Uiso 1 1 d R . .
H3WB H 0.9828 0.3779 0.2065 0.073 Uiso 1 1 d R . .
O3 O 0.7343(3) 0.4101(2) 0.39813(19) 0.0510(7) Uani 1 1 d . . .
O4 O 0.2850(3) 0.4295(2) 0.4354(2) 0.0630(8) Uani 1 1 d . . .
O4W O 1.2113(3) 0.4018(2) 0.03716(18) 0.0537(7) Uani 1 1 d . . .
H4WA H 1.1570 0.3566 0.0346 0.080 Uiso 1 1 d R . .
H4WB H 1.1871 0.4781 -0.0111 0.080 Uiso 1 1 d R . .
O5 O 1.0438(3) 0.2178(2) 0.3275(2) 0.0593(7) Uani 1 1 d . . .
O5W O 0.0925(3) 0.8571(2) 0.4963(2) 0.0660(8) Uani 1 1 d . . .
H5WA H 0.0524 0.8543 0.5477 0.099 Uiso 1 1 d R . .
H5WB H 0.1591 0.7840 0.5089 0.099 Uiso 1 1 d R . .
O6 O 1.4297(3) -0.1405(2) 0.46118(19) 0.0544(7) Uani 1 1 d . . .
O6W O 0.0254(3) 0.6299(3) 0.4330(2) 0.0818(10) Uani 1 1 d . . .
H6WA H 0.0335 0.6620 0.4764 0.123 Uiso 1 1 d R . .
H6WB H 0.0950 0.5601 0.4421 0.123 Uiso 1 1 d R . .
O7 O 0.8216(3) 0.7385(2) 0.09134(17) 0.0435(6) Uani 1 1 d . . .
O8 O 1.1003(4) 0.6756(2) -0.03450(19) 0.0666(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
Cu1 O1 1.940(2) . ?
Cu1 O1W 1.971(2) . ?
Cu1 N2 2.004(3) . ?
Cu1 N1 2.024(2) . ?
Cu1 O2W 2.306(2) . ?
Cu2 O2 1.9333(18) . ?
Cu2 O3W 1.966(2) . ?
Cu2 N4 1.998(3) . ?
Cu2 N3 2.011(2) . ?
Cu2 O4W 2.316(2) . ?
C1 N5 1.308(4) . ?
C1 N1 1.341(4) . ?
C1 N7 1.395(3) . ?
C2 O3 1.231(4) . ?
C2 N6 1.362(4) . ?
C2 N1 1.379(3) . ?
C3 O4 1.220(4) . ?
C3 N5 1.373(4) . ?
C3 N6 1.380(4) . ?
C4 N2 1.335(4) . ?
C4 C5 1.389(5) . ?
C4 C7 1.488(4) . ?
C5 C6 1.363(4) . ?
C6 N7 1.384(4) . ?
C6 C8 1.479(5) . ?
C9 O5 1.225(4) . ?
C9 N3 1.374(4) . ?
C9 N8 1.376(4) . ?
C10 N9 1.305(4) . ?
C10 N3 1.343(4) . ?
C10 N10 1.413(4) . ?
C11 O6 1.231(3) . ?
C11 N9 1.362(4) . ?
C11 N8 1.369(4) . ?
C12 N4 1.321(4) . ?
C12 C13 1.407(5) . ?
C12 C15 1.498(4) . ?
C13 C14 1.358(4) . ?
C14 N10 1.378(4) . ?
C14 C16 1.488(4) . ?
C17 O7 1.236(4) . ?
C17 O1 1.274(4) . ?
C17 C20 1.504(4) . ?
C18 O8 1.224(4) . ?
C18 O2 1.276(4) . ?
C18 C19 1.517(4) . ?
C19 C21 1.391(4) 2_775 ?
C19 C20 1.392(4) . ?
C20 C21 1.393(4) . ?
C21 C19 1.391(4) 2_775 ?
N2 N7 1.379(3) . ?
N4 N10 1.385(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1W 89.81(9) . . ?
O1 Cu1 N2 96.34(10) . . ?
O1W Cu1 N2 171.35(10) . . ?
O1 Cu1 N1 171.61(10) . . ?
O1W Cu1 N1 93.44(10) . . ?
N2 Cu1 N1 79.66(10) . . ?
O1 Cu1 O2W 91.66(9) . . ?
O1W Cu1 O2W 88.12(10) . . ?
N2 Cu1 O2W 97.74(10) . . ?
N1 Cu1 O2W 96.18(10) . . ?
O2 Cu2 O3W 87.73(9) . . ?
O2 Cu2 N4 97.31(9) . . ?
O3W Cu2 N4 174.22(9) . . ?
O2 Cu2 N3 159.56(10) . . ?
O3W Cu2 N3 94.71(10) . . ?
N4 Cu2 N3 79.59(10) . . ?
O2 Cu2 O4W 97.62(9) . . ?
O3W Cu2 O4W 93.47(10) . . ?
N4 Cu2 O4W 88.67(10) . . ?
N3 Cu2 O4W 102.47(9) . . ?
N5 C1 N1 129.7(3) . . ?
N5 C1 N7 116.5(3) . . ?
N1 C1 N7 113.8(3) . . ?
O3 C2 N6 120.6(3) . . ?
O3 C2 N1 122.6(3) . . ?
N6 C2 N1 116.8(3) . . ?
O4 C3 N5 122.1(3) . . ?
O4 C3 N6 120.5(3) . . ?
N5 C3 N6 117.5(3) . . ?
N2 C4 C5 110.0(3) . . ?
N2 C4 C7 122.5(3) . . ?
C5 C4 C7 127.4(3) . . ?
C6 C5 C4 108.4(3) . . ?
C5 C6 N7 105.1(3) . . ?
C5 C6 C8 129.5(3) . . ?
N7 C6 C8 125.4(3) . . ?
O5 C9 N3 123.3(3) . . ?
O5 C9 N8 120.3(3) . . ?
N3 C9 N8 116.5(3) . . ?
N9 C10 N3 129.8(3) . . ?
N9 C10 N10 117.1(3) . . ?
N3 C10 N10 113.1(2) . . ?
O6 C11 N9 122.3(3) . . ?
O6 C11 N8 119.5(3) . . ?
N9 C11 N8 118.2(3) . . ?
N4 C12 C13 109.9(2) . . ?
N4 C12 C15 122.6(3) . . ?
C13 C12 C15 127.5(3) . . ?
C14 C13 C12 107.9(3) . . ?
C13 C14 N10 105.6(3) . . ?
C13 C14 C16 128.2(3) . . ?
N10 C14 C16 126.2(3) . . ?
O7 C17 O1 124.6(3) . . ?
O7 C17 C20 119.9(3) . . ?
O1 C17 C20 115.5(3) . . ?
O8 C18 O2 127.4(3) . . ?
O8 C18 C19 118.8(3) . . ?
O2 C18 C19 113.6(3) . . ?
C21 C19 C20 119.5(2) 2_775 . ?
C21 C19 C18 117.4(3) 2_775 . ?
C20 C19 C18 123.1(2) . . ?
C19 C20 C21 118.7(3) . . ?
C19 C20 C17 121.2(2) . . ?
C21 C20 C17 120.1(3) . . ?
C19 C21 C20 121.7(3) 2_775 . ?
C1 N1 C2 115.8(3) . . ?
C1 N1 Cu1 115.35(18) . . ?
C2 N1 Cu1 128.8(2) . . ?
C4 N2 N7 105.5(3) . . ?
C4 N2 Cu1 141.5(2) . . ?
N7 N2 Cu1 112.06(16) . . ?
C10 N3 C9 115.7(2) . . ?
C10 N3 Cu2 116.53(19) . . ?
C9 N3 Cu2 127.7(2) . . ?
C12 N4 N10 105.9(3) . . ?
C12 N4 Cu2 140.0(2) . . ?
N10 N4 Cu2 113.13(18) . . ?
C1 N5 C3 115.7(3) . . ?
C2 N6 C3 124.5(2) . . ?
N2 N7 C6 111.0(2) . . ?
N2 N7 C1 117.8(3) . . ?
C6 N7 C1 131.1(3) . . ?
C11 N8 C9 124.1(3) . . ?
C10 N9 C11 115.5(3) . . ?
C14 N10 N4 110.8(2) . . ?
C14 N10 C10 132.3(2) . . ?
N4 N10 C10 116.9(2) . . ?
C17 O1 Cu1 113.59(18) . . ?
C18 O2 Cu2 126.15(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6 O6 0.86 1.99 2.841(3) 172.2 2_756
N8 H8 O5W 0.86 1.98 2.822(4) 165.4 1_645
O1W H1WB O6W 0.85 1.79 2.628(4) 170.9 1_655
O2W H2WA N9 0.85 2.27 3.112(3) 172.2 1_465
O2W H2WA O6 0.85 2.34 2.936(4) 127.3 1_465
O2W H2WB O4 0.85 1.96 2.805(3) 178.0 2_666
O5W H5WA O5 0.85 2.07 2.887(4) 160.0 2_666
O5W H5WB O3 0.85 2.05 2.815(3) 150.2 2_666
O1W H1WA O3 0.85 1.83 2.630(3) 155.1 .
O3W H3WA O1W 0.85 2.14 2.980(4) 170.7 .
O3W H3WB O5 0.85 1.94 2.640(3) 138.9 .
O4W H4WB O8 0.85 2.01 2.701(3) 138.2 .
O6W H6WB O4 0.85 2.07 2.897(4) 164.2 .

_diffrn_measured_fraction_theta_max 0.844
_diffrn_reflns_theta_full        29.48
_diffrn_measured_fraction_theta_full 0.844
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.077
