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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1437804'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H20 N2 O6 Zn'
_chemical_formula_sum            'C27 H20 N2 O6 Zn'
_chemical_formula_weight         533.82

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                   9.415(5)
_cell_length_b                   10.117(5)
_cell_length_c                   14.657(5)
_cell_angle_alpha                85.815(5)
_cell_angle_beta                 74.704(5)
_cell_angle_gamma                70.067(5)
_cell_volume                     1265.8(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      25.49

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548
_exptl_absorpt_coefficient_mu    1.014
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.661141
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6817
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0590
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         25.49
_reflns_number_total             4576
_reflns_number_gt                3820
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0564P)²+1.7298P] 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         4576
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1169
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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 0.1602(5) 0.3109(5) -0.0288(3) 0.0348(11) Uani 1 1 d . . .
H1 H 0.1263 0.4004 -0.0531 0.042 Uiso 1 1 calc R . .
C2 C 0.0756(6) 0.2231(6) -0.0265(4) 0.0435(12) Uani 1 1 d . . .
H2 H -0.0150 0.2534 -0.0477 0.052 Uiso 1 1 calc R . .
C3 C 0.1271(6) 0.0898(5) 0.0076(3) 0.0358(11) Uani 1 1 d . . .
C4 C 0.2591(5) 0.0493(5) 0.0418(3) 0.0353(11) Uani 1 1 d . . .
H4 H 0.2953 -0.0401 0.0658 0.042 Uiso 1 1 calc R . .
C5 C 0.3359(5) 0.1445(4) 0.0394(3) 0.0293(10) Uani 1 1 d . . .
H5 H 0.4226 0.1188 0.0642 0.035 Uiso 1 1 calc R . .
C6 C 0.6213(4) 0.3588(4) 0.1306(3) 0.0198(8) Uani 1 1 d . . .
C7 C 0.6629(4) 0.2780(4) 0.2142(3) 0.0216(8) Uani 1 1 d . . .
C8 C 0.7031(5) 0.3377(4) 0.2818(3) 0.0279(9) Uani 1 1 d . . .
H8 H 0.7162 0.4251 0.2716 0.033 Uiso 1 1 calc R . .
C9 C 0.7237(5) 0.2668(4) 0.3647(3) 0.0287(9) Uani 1 1 d . . .
H9 H 0.7480 0.3088 0.4101 0.034 Uiso 1 1 calc R . .
C10 C 0.7089(4) 0.1345(4) 0.3812(3) 0.0220(8) Uani 1 1 d . . .
C11 C 0.6743(4) 0.0754(4) 0.3107(3) 0.0237(9) Uani 1 1 d . . .
H11 H 0.6665 -0.0142 0.3192 0.028 Uiso 1 1 calc R . .
C12 C 0.6512(4) 0.1446(4) 0.2292(3) 0.0225(8) Uani 1 1 d . . .
H12 H 0.6275 0.1020 0.1837 0.027 Uiso 1 1 calc R . .
C13 C 0.7204(4) 0.0589(4) 0.4711(3) 0.0224(8) Uani 1 1 d . . .
C14 C 0.6237(4) 0.1281(4) 0.5564(3) 0.0228(8) Uani 1 1 d . . .
H14 H 0.5621 0.2219 0.5556 0.027 Uiso 1 1 calc R . .
C15 C 0.6186(4) 0.0587(4) 0.6421(3) 0.0209(8) Uani 1 1 d . . .
C16 C 0.7099(5) -0.0828(4) 0.6432(3) 0.0227(8) Uani 1 1 d . . .
C17 C 0.8054(4) -0.1510(4) 0.5592(3) 0.0214(8) Uani 1 1 d . . .
H17 H 0.8653 -0.2454 0.5600 0.026 Uiso 1 1 calc R . .
C18 C 0.8134(4) -0.0805(4) 0.4727(3) 0.0217(8) Uani 1 1 d . . .
C19 C 0.9289(4) -0.1531(4) 0.3865(3) 0.0197(8) Uani 1 1 d . . .
C20 C 1.0396(4) -0.0940(4) 0.3358(3) 0.0246(9) Uani 1 1 d . . .
H20 H 1.0381 -0.0085 0.3561 0.029 Uiso 1 1 calc R . .
C21 C 1.1511(4) -0.1598(4) 0.2561(3) 0.0233(9) Uani 1 1 d . . .
H21 H 1.2268 -0.1208 0.2252 0.028 Uiso 1 1 calc R . .
C22 C 1.1510(4) -0.2848(4) 0.2214(3) 0.0207(8) Uani 1 1 d . . .
C23 C 1.0391(5) -0.3429(4) 0.2705(3) 0.0237(9) Uani 1 1 d . . .
H23 H 1.0369 -0.4255 0.2478 0.028 Uiso 1 1 calc R . .
C24 C 0.9309(5) -0.2798(4) 0.3525(3) 0.0248(9) Uani 1 1 d . . .
H24 H 0.8590 -0.3217 0.3854 0.030 Uiso 1 1 calc R . .
C25 C 1.2742(4) -0.3560(4) 0.1359(3) 0.0190(8) Uani 1 1 d . . .
C26 C 0.7805(6) -0.2899(4) 0.7304(3) 0.0375(11) Uani 1 1 d . . .
H26A H 0.7665 -0.3215 0.7945 0.056 Uiso 1 1 calc R . .
H26B H 0.8898 -0.3092 0.7016 0.056 Uiso 1 1 calc R . .
H26C H 0.7393 -0.3385 0.6956 0.056 Uiso 1 1 calc R . .
C27 C 0.4495(5) 0.2659(4) 0.7302(3) 0.0325(10) Uani 1 1 d . . .
H27A H 0.3907 0.2959 0.7938 0.049 Uiso 1 1 calc R . .
H27B H 0.3798 0.2873 0.6896 0.049 Uiso 1 1 calc R . .
H27C H 0.5240 0.3140 0.7088 0.049 Uiso 1 1 calc R . .
N1 N 0.2898(3) 0.2727(3) 0.0026(2) 0.0175(7) Uani 1 1 d . . .
N2 N 0.0581(4) -0.0238(4) 0.0127(3) 0.0431(10) Uani 1 1 d . . .
O1 O 0.6669(3) 0.4624(3) 0.10587(18) 0.0232(6) Uani 1 1 d . . .
O2 O 0.5386(3) 0.3192(3) 0.09100(19) 0.0257(6) Uani 1 1 d . . .
O3 O 1.2554(3) -0.4553(3) 0.09947(18) 0.0256(6) Uani 1 1 d . . .
O4 O 1.3892(3) -0.3128(3) 0.10736(19) 0.0264(6) Uani 1 1 d . . .
O5 O 0.5298(3) 0.1178(3) 0.72774(18) 0.0246(6) Uani 1 1 d . . .
O6 O 0.7000(3) -0.1422(3) 0.72967(19) 0.0278(6) Uani 1 1 d . . .
Zn1 Zn 0.41299(5) 0.40701(4) -0.00481(3) 0.01603(15) 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 N1 1.341(5) . ?
C1 C2 1.374(6) . ?
C2 C3 1.374(7) . ?
C3 C4 1.384(7) . ?
C3 N2 1.489(6) . ?
C4 C5 1.382(6) . ?
C5 N1 1.340(5) . ?
C6 O1 1.258(4) . ?
C6 O2 1.261(5) . ?
C6 C7 1.487(5) . ?
C7 C12 1.388(5) . ?
C7 C8 1.391(6) . ?
C8 C9 1.389(6) . ?
C9 C10 1.390(5) . ?
C10 C11 1.389(5) . ?
C10 C13 1.486(5) . ?
C11 C12 1.370(5) . ?
C13 C18 1.386(5) . ?
C13 C14 1.405(5) . ?
C14 C15 1.390(5) . ?
C15 O5 1.360(4) . ?
C15 C16 1.398(6) . ?
C16 O6 1.357(4) . ?
C16 C17 1.385(5) . ?
C17 C18 1.405(5) . ?
C18 C19 1.478(5) . ?
C19 C20 1.397(5) . ?
C19 C24 1.401(5) . ?
C20 C21 1.378(5) . ?
C21 C22 1.397(5) . ?
C22 C23 1.391(5) . ?
C22 C25 1.493(5) . ?
C23 C24 1.383(5) . ?
C25 O3 1.256(4) . ?
C25 O4 1.263(4) . ?
C26 O6 1.427(5) . ?
C27 O5 1.427(5) . ?
N1 Zn1 2.047(3) . ?
N2 N2 1.183(7) 2 ?
O1 Zn1 2.033(3) 2_665 ?
O2 Zn1 2.034(3) . ?
O3 Zn1 2.045(3) 1_645 ?
O4 Zn1 2.039(3) 2_755 ?
Zn1 O1 2.033(3) 2_665 ?
Zn1 O4 2.039(3) 2_755 ?
Zn1 O3 2.045(3) 1_465 ?
Zn1 Zn1 2.9167(13) 2_665 ?

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
N1 C1 C2 122.7(4) . . ?
C3 C2 C1 118.9(4) . . ?
C2 C3 C4 119.3(4) . . ?
C2 C3 N2 127.9(4) . . ?
C4 C3 N2 112.9(4) . . ?
C3 C4 C5 118.6(4) . . ?
N1 C5 C4 122.4(4) . . ?
O1 C6 O2 124.9(3) . . ?
O1 C6 C7 118.6(3) . . ?
O2 C6 C7 116.5(3) . . ?
C12 C7 C8 118.8(4) . . ?
C12 C7 C6 120.1(3) . . ?
C8 C7 C6 120.9(3) . . ?
C9 C8 C7 120.0(4) . . ?
C8 C9 C10 121.5(4) . . ?
C11 C10 C9 117.1(4) . . ?
C11 C10 C13 119.6(4) . . ?
C9 C10 C13 123.2(4) . . ?
C12 C11 C10 122.2(4) . . ?
C11 C12 C7 120.3(4) . . ?
C18 C13 C14 119.3(4) . . ?
C18 C13 C10 122.0(4) . . ?
C14 C13 C10 118.4(3) . . ?
C15 C14 C13 121.2(4) . . ?
O5 C15 C14 125.0(4) . . ?
O5 C15 C16 115.6(3) . . ?
C14 C15 C16 119.4(3) . . ?
O6 C16 C17 124.7(4) . . ?
O6 C16 C15 115.8(3) . . ?
C17 C16 C15 119.5(3) . . ?
C16 C17 C18 121.3(4) . . ?
C13 C18 C17 119.3(4) . . ?
C13 C18 C19 121.2(3) . . ?
C17 C18 C19 119.4(3) . . ?
C20 C19 C24 118.1(3) . . ?
C20 C19 C18 119.6(3) . . ?
C24 C19 C18 122.4(3) . . ?
C21 C20 C19 121.3(4) . . ?
C20 C21 C22 120.4(4) . . ?
C23 C22 C21 118.6(4) . . ?
C23 C22 C25 121.7(3) . . ?
C21 C22 C25 119.7(3) . . ?
C24 C23 C22 121.0(4) . . ?
C23 C24 C19 120.5(4) . . ?
O3 C25 O4 125.6(3) . . ?
O3 C25 C22 116.9(3) . . ?
O4 C25 C22 117.5(3) . . ?
C1 N1 C5 118.2(3) . . ?
C1 N1 Zn1 120.8(3) . . ?
C5 N1 Zn1 121.0(3) . . ?
N2 N2 C3 107.5(5) 2 . ?
C6 O1 Zn1 120.0(2) . 2_665 ?
C6 O2 Zn1 133.9(3) . . ?
C25 O3 Zn1 127.4(2) . 1_645 ?
C25 O4 Zn1 125.7(2) . 2_755 ?
C15 O5 C27 116.7(3) . . ?
C16 O6 C26 116.0(3) . . ?
O1 Zn1 O2 160.33(11) 2_665 . ?
O1 Zn1 O4 87.53(11) 2_665 2_755 ?
O2 Zn1 O4 87.09(12) . 2_755 ?
O1 Zn1 O3 90.83(11) 2_665 1_465 ?
O2 Zn1 O3 88.12(12) . 1_465 ?
O4 Zn1 O3 160.92(11) 2_755 1_465 ?
O1 Zn1 N1 99.27(12) 2_665 . ?
O2 Zn1 N1 100.35(12) . . ?
O4 Zn1 N1 101.89(12) 2_755 . ?
O3 Zn1 N1 97.13(12) 1_465 . ?
O1 Zn1 Zn1 85.72(8) 2_665 2_665 ?
O2 Zn1 Zn1 74.76(8) . 2_665 ?
O4 Zn1 Zn1 81.18(9) 2_755 2_665 ?
O3 Zn1 Zn1 79.75(9) 1_465 2_665 ?
N1 Zn1 Zn1 174.20(9) . 2_665 ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.101
# 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 -0.011 0.500 0.500 116 6 ' '
2 0.021 0.604 0.833 7 0 ' '
3 0.979 0.396 0.167 7 0 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1437805'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H20 N2 O6 Zn'
_chemical_formula_sum            'C27 H20 N2 O6 Zn'
_chemical_formula_weight         533.82

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                   11.106(5)
_cell_length_b                   15.856(5)
_cell_length_c                   17.853(5)
_cell_angle_alpha                82.222(5)
_cell_angle_beta                 88.158(5)
_cell_angle_gamma                88.201(5)
_cell_volume                     3112.2(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.14
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5583
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21992
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_sigmaI/netI    0.0733
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         25.50
_reflns_number_total             11448
_reflns_number_gt                8955
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0717P)²+7.3021P] 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         11448
_refine_ls_number_parameters     643
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0601
_refine_ls_wR_factor_ref         0.1613
_refine_ls_wR_factor_gt          0.1561
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.007
_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 0.00288(4) 0.08932(3) 0.50868(2) 0.00988(13) Uani 1 1 d . . .
Zn2 Zn -0.51105(4) 0.59232(3) 0.47256(2) 0.01025(13) Uani 1 1 d . . .
O4 O 0.3718(3) 0.56885(18) 0.39234(16) 0.0172(6) Uani 1 1 d . . .
O11 O 0.1292(3) -0.04937(18) 0.41400(17) 0.0214(7) Uani 1 1 d . . .
O1 O 0.1383(3) 0.3393(2) -0.04769(17) 0.0292(8) Uani 1 1 d . . .
O9 O 0.8755(3) -0.04527(19) 0.41163(17) 0.0222(7) Uani 1 1 d . . .
O7 O 0.6318(3) 0.1572(2) -0.08782(17) 0.0324(8) Uani 1 1 d . . .
O2 O -0.0945(3) 0.3642(2) -0.05062(17) 0.0300(8) Uani 1 1 d . . .
O12 O 0.1387(3) 0.08716(17) 0.42978(16) 0.0201(7) Uani 1 1 d . . .
O5 O -0.3502(3) 0.42553(17) 0.45080(16) 0.0197(7) Uani 1 1 d . . .
O8 O 0.4025(3) 0.1303(2) -0.08679(17) 0.0320(8) Uani 1 1 d . . .
O6 O -0.3753(3) 0.56246(18) 0.40125(16) 0.0195(6) Uani 1 1 d . . .
C34 C 0.2452(3) 0.0405(3) 0.3261(2) 0.0130(8) Uani 1 1 d . . .
N1 N -0.0042(3) 0.21580(19) 0.51413(19) 0.0121(7) Uani 1 1 d . . .
N3 N -0.4539(3) 0.9783(2) 0.4965(2) 0.0234(8) Uani 1 1 d . . .
C12 C -0.2487(4) 0.4720(3) 0.3360(2) 0.0148(8) Uani 1 1 d . . .
N4 N -0.5010(3) 0.7211(2) 0.47351(18) 0.0133(7) Uani 1 1 d . . .
O10 O 0.8860(3) 0.09252(19) 0.42248(18) 0.0274(7) Uani 1 1 d . . .
C39 C 0.2526(4) -0.0173(3) 0.2745(2) 0.0208(10) Uani 1 1 d . . .
H19C H 0.2120 -0.0682 0.2848 0.025 Uiso 1 1 calc R . .
O3 O 0.3969(3) 0.43084(18) 0.43711(16) 0.0208(7) Uani 1 1 d . . .
C41 C 0.5769(4) 0.1071(3) 0.1190(2) 0.0174(9) Uani 1 1 d . . .
C27 C 0.2829(4) 0.4668(2) 0.3278(2) 0.0132(8) Uani 1 1 d . . .
C22 C 0.1466(4) 0.3782(3) 0.0792(2) 0.0199(7) Uani 1 1 d . . .
H5A H 0.2300 0.3708 0.0799 0.024 Uiso 1 1 calc R . .
C42 C 0.6385(4) 0.1286(3) 0.0491(2) 0.0222(10) Uani 1 1 d . . .
H8E H 0.7209 0.1374 0.0484 0.027 Uiso 1 1 calc R . .
C44 C 0.4549(4) 0.1213(3) -0.0176(2) 0.0209(9) Uani 1 1 d . . .
C23 C 0.0832(4) 0.4028(3) 0.1430(2) 0.0180(9) Uani 1 1 d . . .
C20 C -0.0405(4) 0.3781(3) 0.0140(2) 0.0225(10) Uani 1 1 d . . .
C4 C -0.3932(4) 0.7575(3) 0.4650(2) 0.0170(9) Uani 1 1 d . . .
H1B H -0.3263 0.7247 0.4531 0.020 Uiso 1 1 calc R . .
C21 C 0.0859(4) 0.3650(3) 0.0162(2) 0.0199(7) Uani 1 1 d . . .
C2 C -0.5892(4) 0.8540(3) 0.4988(3) 0.0226(10) Uani 1 1 d . . .
H4B H -0.6579 0.8856 0.5098 0.027 Uiso 1 1 calc R . .
C43 C 0.5797(5) 0.1367(3) -0.0181(2) 0.0249(10) Uani 1 1 d . . .
C15 C -0.1121(4) 0.4363(3) 0.2094(2) 0.0173(9) Uani 1 1 d . . .
C16 C -0.1120(4) 0.3793(3) 0.2761(2) 0.0212(9) Uani 1 1 d . . .
H16A H -0.0644 0.3297 0.2791 0.025 Uiso 1 1 calc R . .
N2 N -0.0395(4) 0.4783(2) 0.5178(2) 0.0256(9) Uani 1 1 d . . .
C18 C -0.0396(4) 0.4151(3) 0.1416(2) 0.0169(9) Uani 1 1 d . . .
C45 C 0.3938(4) 0.1008(3) 0.0513(2) 0.0225(10) Uani 1 1 d . . .
H5E H 0.3114 0.0917 0.0520 0.027 Uiso 1 1 calc R . .
C49 C 0.7760(4) 0.0536(3) 0.3223(2) 0.0163(9) Uani 1 1 d . . .
C29 C 0.1477(4) 0.5060(3) 0.2263(2) 0.0197(9) Uani 1 1 d . . .
H14A H 0.0991 0.5469 0.1987 0.024 Uiso 1 1 calc R . .
C35 C 0.3083(4) 0.1161(3) 0.3109(2) 0.0173(9) Uani 1 1 d . . .
H17C H 0.3043 0.1554 0.3452 0.021 Uiso 1 1 calc R . .
C1 C -0.4778(4) 0.8907(3) 0.4897(2) 0.0170(9) Uani 1 1 d . . .
C40 C 0.4535(4) 0.0936(3) 0.1197(2) 0.0201(9) Uani 1 1 d . . .
C37 C 0.3825(4) 0.0749(3) 0.1920(2) 0.0152(8) Uani 1 1 d . . .
C25 C 0.2253(4) 0.3628(3) 0.2507(2) 0.0194(9) Uani 1 1 d . . .
H10A H 0.2310 0.3074 0.2388 0.023 Uiso 1 1 calc R . .
C7 C -0.1018(4) 0.3364(3) 0.5585(2) 0.0200(9) Uani 1 1 d . . .
H2C H -0.1629 0.3587 0.5875 0.024 Uiso 1 1 calc R . .
C17 C -0.1820(4) 0.3962(3) 0.3378(2) 0.0198(9) Uani 1 1 d . . .
H17A H -0.1846 0.3563 0.3811 0.024 Uiso 1 1 calc R . .
C46 C 0.6459(4) 0.0901(3) 0.1897(2) 0.0191(9) Uani 1 1 d . . .
C38 C 0.3198(4) -0.0003(3) 0.2073(2) 0.0225(10) Uani 1 1 d . . .
H20C H 0.3228 -0.0393 0.1727 0.027 Uiso 1 1 calc R . .
C9 C 0.0668(4) 0.3547(3) 0.4705(3) 0.0281(11) Uani 1 1 d . . .
H4C H 0.1213 0.3892 0.4410 0.034 Uiso 1 1 calc R . .
C30 C 0.3558(4) 0.4904(3) 0.3907(2) 0.0164(9) Uani 1 1 d . . .
C6 C -0.0882(4) 0.2496(2) 0.5578(2) 0.0148(9) Uani 1 1 d . . .
H1C H -0.1390 0.2134 0.5886 0.018 Uiso 1 1 calc R . .
C8 C -0.0217(4) 0.3898(2) 0.5148(2) 0.0164(9) Uani 1 1 d . . .
C26 C 0.2884(4) 0.3841(3) 0.3108(2) 0.0193(9) Uani 1 1 d . . .
H11A H 0.3345 0.3428 0.3399 0.023 Uiso 1 1 calc R . .
C24 C 0.1536(4) 0.4235(3) 0.2079(2) 0.0167(9) Uani 1 1 d . . .
C19 C -0.1013(4) 0.4026(3) 0.0762(2) 0.0234(10) Uani 1 1 d . . .
H8A H -0.1845 0.4111 0.0751 0.028 Uiso 1 1 calc R . .
C47 C 0.6407(4) 0.0109(3) 0.2337(2) 0.0210(9) Uani 1 1 d . . .
H10E H 0.5922 -0.0305 0.2191 0.025 Uiso 1 1 calc R . .
C36 C 0.3773(4) 0.1322(3) 0.2442(2) 0.0197(9) Uani 1 1 d . . .
H16C H 0.4205 0.1820 0.2346 0.024 Uiso 1 1 calc R . .
C13 C -0.2436(4) 0.5302(3) 0.2703(3) 0.0279(11) Uani 1 1 d . . .
H19A H -0.2852 0.5823 0.2686 0.034 Uiso 1 1 calc R . .
C28 C 0.2128(4) 0.5281(3) 0.2850(2) 0.0187(9) Uani 1 1 d . . .
H13A H 0.2096 0.5839 0.2957 0.022 Uiso 1 1 calc R . .
C33 C 0.1654(3) 0.0251(2) 0.3958(2) 0.0132(8) Uani 1 1 d . . .
C50 C 0.7812(4) 0.1336(3) 0.2797(3) 0.0295(11) Uani 1 1 d . . .
H13C H 0.8261 0.1758 0.2960 0.035 Uiso 1 1 calc R . .
C3 C -0.5956(4) 0.7692(3) 0.4910(3) 0.0206(9) Uani 1 1 d . . .
H5B H -0.6702 0.7439 0.4983 0.025 Uiso 1 1 calc R . .
C51 C 0.7194(4) 0.1505(3) 0.2129(3) 0.0294(11) Uani 1 1 d . . .
H14C H 0.7272 0.2030 0.1831 0.035 Uiso 1 1 calc R . .
C10 C 0.0718(4) 0.2678(3) 0.4713(3) 0.0248(11) Uani 1 1 d . . .
H5C H 0.1298 0.2441 0.4411 0.030 Uiso 1 1 calc R . .
C14 C -0.1769(5) 0.5111(3) 0.2074(3) 0.0312(12) Uani 1 1 d . . .
H20A H -0.1764 0.5498 0.1633 0.037 Uiso 1 1 calc R . .
C48 C 0.7057(4) -0.0074(3) 0.2982(2) 0.0223(10) Uani 1 1 d . . .
H11C H 0.7024 -0.0613 0.3260 0.027 Uiso 1 1 calc R . .
C11 C -0.3307(3) 0.4888(3) 0.4012(2) 0.0145(8) Uani 1 1 d . . .
C52 C 0.8505(4) 0.0326(3) 0.3913(2) 0.0157(9) Uani 1 1 d . . .
C31 C 0.2664(5) 0.3285(3) -0.0478(3) 0.0369(13) Uani 1 1 d . . .
H2A1 H 0.2942 0.3105 -0.0948 0.055 Uiso 1 1 calc R . .
H2A2 H 0.2891 0.2862 -0.0067 0.055 Uiso 1 1 calc R . .
H2A3 H 0.3021 0.3816 -0.0422 0.055 Uiso 1 1 calc R . .
C32 C -0.2205(5) 0.3807(4) -0.0539(3) 0.0394(13) Uani 1 1 d . . .
H1A1 H -0.2486 0.3689 -0.1017 0.059 Uiso 1 1 calc R . .
H1A2 H -0.2376 0.4394 -0.0488 0.059 Uiso 1 1 calc R . .
H1A3 H -0.2608 0.3451 -0.0137 0.059 Uiso 1 1 calc R . .
C5 C -0.3776(4) 0.8412(3) 0.4733(2) 0.0189(9) Uani 1 1 d . . .
H2B H -0.3013 0.8643 0.4680 0.023 Uiso 1 1 calc R . .
C53 C 0.7587(5) 0.1619(4) -0.0912(3) 0.0409(14) Uani 1 1 d . . .
H1E1 H 0.7856 0.1770 -0.1428 0.061 Uiso 1 1 calc R . .
H1E2 H 0.7937 0.1076 -0.0716 0.061 Uiso 1 1 calc R . .
H1E3 H 0.7831 0.2042 -0.0616 0.061 Uiso 1 1 calc R . .
C54 C 0.2784(5) 0.1093(4) -0.0871(3) 0.0385(13) Uani 1 1 d . . .
H2E1 H 0.2510 0.1178 -0.1381 0.058 Uiso 1 1 calc R . .
H2E2 H 0.2316 0.1452 -0.0573 0.058 Uiso 1 1 calc R . .
H2E3 H 0.2691 0.0508 -0.0660 0.058 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.020(3) . ?
Zn1 O9 2.032(3) 2_656 ?
Zn1 O12 2.034(3) . ?
Zn1 O11 2.037(3) 2_556 ?
Zn1 O10 2.039(3) 1_455 ?
Zn1 Zn1 2.8937(12) 2_556 ?
Zn2 O6 2.028(3) . ?
Zn2 O5 2.028(3) 2_466 ?
Zn2 O4 2.044(3) 1_455 ?
Zn2 N4 2.052(3) . ?
Zn2 O3 2.070(3) 2_566 ?
Zn2 Zn2 2.9639(12) 2_466 ?
O4 C30 1.267(5) . ?
O4 Zn2 2.044(3) 1_655 ?
O11 C33 1.257(5) . ?
O11 Zn1 2.037(3) 2_556 ?
O1 C21 1.369(5) . ?
O1 C31 1.428(6) . ?
O9 C52 1.264(5) . ?
O9 Zn1 2.032(3) 2_656 ?
O7 C43 1.358(5) . ?
O7 C53 1.412(7) . ?
O2 C20 1.364(5) . ?
O2 C32 1.417(7) . ?
O12 C33 1.247(5) . ?
O5 C11 1.264(5) . ?
O5 Zn2 2.028(3) 2_466 ?
O8 C44 1.371(5) . ?
O8 C54 1.428(6) . ?
O6 C11 1.254(5) . ?
C34 C39 1.383(6) . ?
C34 C35 1.398(5) . ?
C34 C33 1.502(5) . ?
N1 C6 1.341(5) . ?
N1 C10 1.345(5) . ?
N3 N3 1.229(7) 2_476 ?
N3 C1 1.444(5) . ?
C12 C17 1.390(6) . ?
C12 C13 1.392(6) . ?
C12 C11 1.502(5) . ?
N4 C3 1.332(5) . ?
N4 C4 1.340(5) . ?
O10 C52 1.245(5) . ?
O10 Zn1 2.039(3) 1_655 ?
C39 C38 1.391(6) . ?
O3 C30 1.254(5) . ?
O3 Zn2 2.070(3) 2_566 ?
C41 C40 1.394(6) . ?
C41 C42 1.410(6) . ?
C41 C46 1.486(6) . ?
C27 C26 1.384(6) . ?
C27 C28 1.388(6) . ?
C27 C30 1.498(6) . ?
C22 C21 1.373(6) . ?
C22 C23 1.413(6) . ?
C42 C43 1.373(6) . ?
C44 C45 1.390(6) . ?
C44 C43 1.415(7) . ?
C23 C18 1.372(6) . ?
C23 C24 1.496(6) . ?
C20 C19 1.375(6) . ?
C20 C21 1.414(7) . ?
C4 C5 1.371(6) . ?
C2 C3 1.375(6) . ?
C2 C1 1.379(6) . ?
C15 C14 1.365(6) . ?
C15 C16 1.395(6) . ?
C15 C18 1.502(6) . ?
C16 C17 1.378(6) . ?
N2 N2 1.238(7) 2_566 ?
N2 C8 1.419(5) . ?
C18 C19 1.414(6) . ?
C45 C40 1.396(6) . ?
C49 C48 1.382(6) . ?
C49 C50 1.390(6) . ?
C49 C52 1.499(6) . ?
C29 C28 1.381(6) . ?
C29 C24 1.389(6) . ?
C35 C36 1.395(5) . ?
C1 C5 1.389(6) . ?
C40 C37 1.490(5) . ?
C37 C36 1.386(6) . ?
C37 C38 1.391(6) . ?
C25 C26 1.386(6) . ?
C25 C24 1.392(6) . ?
C7 C6 1.382(6) . ?
C7 C8 1.392(6) . ?
C46 C51 1.390(6) . ?
C46 C47 1.390(6) . ?
C9 C10 1.376(6) . ?
C9 C8 1.392(6) . ?
C47 C48 1.372(6) . ?
C13 C14 1.388(6) . ?
C50 C51 1.386(7) . ?

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
N1 Zn1 O9 102.73(13) . 2_656 ?
N1 Zn1 O12 98.46(12) . . ?
O9 Zn1 O12 87.82(13) 2_656 . ?
N1 Zn1 O11 100.53(12) . 2_556 ?
O9 Zn1 O11 87.63(13) 2_656 2_556 ?
O12 Zn1 O11 161.00(11) . 2_556 ?
N1 Zn1 O10 96.19(13) . 1_455 ?
O9 Zn1 O10 160.96(12) 2_656 1_455 ?
O12 Zn1 O10 87.34(14) . 1_455 ?
O11 Zn1 O10 90.99(14) 2_556 1_455 ?
N1 Zn1 Zn1 175.08(10) . 2_556 ?
O9 Zn1 Zn1 82.18(9) 2_656 2_556 ?
O12 Zn1 Zn1 81.87(8) . 2_556 ?
O11 Zn1 Zn1 79.23(8) 2_556 2_556 ?
O10 Zn1 Zn1 78.91(9) 1_455 2_556 ?
O6 Zn2 O5 158.66(12) . 2_466 ?
O6 Zn2 O4 87.53(12) . 1_455 ?
O5 Zn2 O4 87.51(12) 2_466 1_455 ?
O6 Zn2 N4 105.07(12) . . ?
O5 Zn2 N4 96.14(12) 2_466 . ?
O4 Zn2 N4 109.75(12) 1_455 . ?
O6 Zn2 O3 90.24(12) . 2_566 ?
O5 Zn2 O3 87.14(13) 2_466 2_566 ?
O4 Zn2 O3 159.34(11) 1_455 2_566 ?
N4 Zn2 O3 90.67(12) . 2_566 ?
O6 Zn2 Zn2 81.91(8) . 2_466 ?
O5 Zn2 Zn2 77.39(8) 2_466 2_466 ?
O4 Zn2 Zn2 90.48(8) 1_455 2_466 ?
N4 Zn2 Zn2 158.63(10) . 2_466 ?
O3 Zn2 Zn2 68.87(8) 2_566 2_466 ?
C30 O4 Zn2 113.7(3) . 1_655 ?
C33 O11 Zn1 127.7(3) . 2_556 ?
C21 O1 C31 115.9(4) . . ?
C52 O9 Zn1 124.5(3) . 2_656 ?
C43 O7 C53 116.6(4) . . ?
C20 O2 C32 116.7(4) . . ?
C33 O12 Zn1 124.5(2) . . ?
C11 O5 Zn2 128.8(3) . 2_466 ?
C44 O8 C54 116.4(4) . . ?
C11 O6 Zn2 123.9(3) . . ?
C39 C34 C35 119.3(3) . . ?
C39 C34 C33 120.9(3) . . ?
C35 C34 C33 119.7(4) . . ?
C6 N1 C10 119.1(3) . . ?
C6 N1 Zn1 120.6(3) . . ?
C10 N1 Zn1 120.3(3) . . ?
N3 N3 C1 113.0(5) 2_476 . ?
C17 C12 C13 118.4(4) . . ?
C17 C12 C11 121.1(4) . . ?
C13 C12 C11 120.4(4) . . ?
C3 N4 C4 117.7(3) . . ?
C3 N4 Zn2 122.5(3) . . ?
C4 N4 Zn2 119.4(3) . . ?
C52 O10 Zn1 129.0(3) . 1_655 ?
C34 C39 C38 120.9(4) . . ?
C30 O3 Zn2 141.4(3) . 2_566 ?
C40 C41 C42 119.0(4) . . ?
C40 C41 C46 120.9(4) . . ?
C42 C41 C46 119.7(4) . . ?
C26 C27 C28 119.8(4) . . ?
C26 C27 C30 119.9(4) . . ?
C28 C27 C30 120.3(4) . . ?
C21 C22 C23 120.4(4) . . ?
C43 C42 C41 121.6(4) . . ?
O8 C44 C45 124.8(4) . . ?
O8 C44 C43 116.1(4) . . ?
C45 C44 C43 119.1(4) . . ?
C18 C23 C22 119.9(4) . . ?
C18 C23 C24 121.1(4) . . ?
C22 C23 C24 118.7(4) . . ?
O2 C20 C19 124.2(4) . . ?
O2 C20 C21 116.8(4) . . ?
C19 C20 C21 119.0(4) . . ?
N4 C4 C5 122.7(4) . . ?
O1 C21 C22 125.0(4) . . ?
O1 C21 C20 114.9(4) . . ?
C22 C21 C20 120.1(4) . . ?
C3 C2 C1 117.9(4) . . ?
O7 C43 C42 125.4(5) . . ?
O7 C43 C44 115.1(4) . . ?
C42 C43 C44 119.4(4) . . ?
C14 C15 C16 119.1(4) . . ?
C14 C15 C18 121.2(4) . . ?
C16 C15 C18 119.6(4) . . ?
C17 C16 C15 120.3(4) . . ?
N2 N2 C8 112.8(4) 2_566 . ?
C23 C18 C19 119.4(4) . . ?
C23 C18 C15 122.1(4) . . ?
C19 C18 C15 118.5(4) . . ?
C44 C45 C40 121.4(4) . . ?
C48 C49 C50 119.1(4) . . ?
C48 C49 C52 120.6(4) . . ?
C50 C49 C52 120.3(4) . . ?
C28 C29 C24 121.1(4) . . ?
C36 C35 C34 119.7(4) . . ?
C2 C1 C5 119.2(4) . . ?
C2 C1 N3 125.6(4) . . ?
C5 C1 N3 115.2(4) . . ?
C41 C40 C45 119.5(4) . . ?
C41 C40 C37 121.4(4) . . ?
C45 C40 C37 119.0(4) . . ?
C36 C37 C38 119.3(4) . . ?
C36 C37 C40 120.7(4) . . ?
C38 C37 C40 120.0(4) . . ?
C26 C25 C24 120.5(4) . . ?
C6 C7 C8 118.4(4) . . ?
C16 C17 C12 120.8(4) . . ?
C51 C46 C47 118.0(4) . . ?
C51 C46 C41 122.1(4) . . ?
C47 C46 C41 119.9(4) . . ?
C37 C38 C39 120.0(4) . . ?
C10 C9 C8 118.5(4) . . ?
O3 C30 O4 125.2(4) . . ?
O3 C30 C27 117.4(3) . . ?
O4 C30 C27 117.4(4) . . ?
N1 C6 C7 122.2(4) . . ?
C9 C8 C7 119.4(4) . . ?
C9 C8 N2 124.5(4) . . ?
C7 C8 N2 116.1(4) . . ?
C27 C26 C25 120.2(4) . . ?
C29 C24 C25 118.7(4) . . ?
C29 C24 C23 119.2(4) . . ?
C25 C24 C23 122.1(4) . . ?
C20 C19 C18 121.1(4) . . ?
C48 C47 C46 121.2(4) . . ?
C37 C36 C35 120.8(4) . . ?
C14 C13 C12 120.4(4) . . ?
C29 C28 C27 119.8(4) . . ?
O12 C33 O11 125.6(4) . . ?
O12 C33 C34 117.7(3) . . ?
O11 C33 C34 116.7(3) . . ?
C51 C50 C49 120.0(4) . . ?
N4 C3 C2 123.8(4) . . ?
C50 C51 C46 121.0(4) . . ?
N1 C10 C9 122.4(4) . . ?
C15 C14 C13 120.9(4) . . ?
C47 C48 C49 120.7(4) . . ?
O6 C11 O5 125.9(4) . . ?
O6 C11 C12 118.2(4) . . ?
O5 C11 C12 115.8(4) . . ?
O10 C52 O9 125.1(4) . . ?
O10 C52 C49 118.2(4) . . ?
O9 C52 C49 116.7(4) . . ?
C4 C5 C1 118.7(4) . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         1.658
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.106
# SQUEEZE RESULTS (APPEND TO CIF)
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
1 -0.049 -0.009 0.000 1007.9 220.1
_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 1437806'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H33 N5 O7 Zn'
_chemical_formula_sum            'C35 H33 N5 O7 Zn'
_chemical_formula_weight         701.03

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           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   10.972(5)
_cell_length_b                   16.101(5)
_cell_length_c                   37.978(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_volume                     6709(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.14
_cell_measurement_theta_max      25.49

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2912
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33524
_diffrn_reflns_av_R_equivalents  0.1464
_diffrn_reflns_av_sigmaI/netI    0.1091
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         25.49
_reflns_number_total             6223
_reflns_number_gt                3752
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1125P)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         6223
_refine_ls_number_parameters     441
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.2160
_refine_ls_wR_factor_gt          0.1775
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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 0.6913(5) -0.3737(4) 0.27503(14) 0.0361(13) Uani 1 1 d . . .
H9C H 0.7512 -0.4084 0.2842 0.043 Uiso 1 1 calc R . .
C2 C 0.6991(4) -0.3517(3) 0.24078(13) 0.0323(13) Uani 1 1 d . . .
H10C H 0.7648 -0.3694 0.2273 0.039 Uiso 1 1 calc R . .
C3 C 0.6086(4) -0.3025(3) 0.22572(13) 0.0309(12) Uani 1 1 d . . .
C4 C 0.5141(4) -0.2773(3) 0.24739(14) 0.0321(13) Uani 1 1 d . . .
H7C H 0.4515 -0.2444 0.2385 0.039 Uiso 1 1 calc R . .
C5 C 0.5137(4) -0.3010(4) 0.28168(14) 0.0355(13) Uani 1 1 d . . .
H8C H 0.4489 -0.2837 0.2957 0.043 Uiso 1 1 calc R . .
C6 C 0.5068(5) -0.1676(4) 0.16577(14) 0.0344(13) Uani 1 1 d . . .
C7 C 0.5866(5) -0.1070(3) 0.17846(14) 0.0361(13) Uani 1 1 d . . .
H4C H 0.6545 -0.1217 0.1917 0.043 Uiso 1 1 calc R . .
C8 C 0.5627(5) -0.0247(4) 0.17095(15) 0.0402(14) Uani 1 1 d . . .
H5C H 0.6153 0.0154 0.1799 0.048 Uiso 1 1 calc R . .
C9 C 0.3971(5) -0.0595(4) 0.13727(14) 0.0349(13) Uani 1 1 d . . .
H1C H 0.3352 -0.0438 0.1219 0.042 Uiso 1 1 calc R . .
C10 C 0.4108(4) -0.1407(4) 0.14402(14) 0.0341(13) Uani 1 1 d . . .
H2C H 0.3571 -0.1791 0.1344 0.041 Uiso 1 1 calc R . .
C11 C 0.3340(4) 0.6092(3) 0.13034(14) 0.0266(11) Uani 1 1 d . . .
C12 C 0.4291(4) 0.5922(3) 0.10335(13) 0.0270(11) Uani 1 1 d . . .
C13 C 0.5500(4) 0.5791(3) 0.11345(14) 0.0310(12) Uani 1 1 d . . .
H13 H 0.5717 0.5821 0.1371 0.037 Uiso 1 1 calc R . .
C14 C 0.6366(4) 0.5619(3) 0.08847(14) 0.0341(13) Uani 1 1 d . . .
H14 H 0.7167 0.5525 0.0954 0.041 Uiso 1 1 calc R . .
C15 C 0.6069(4) 0.5580(3) 0.05293(13) 0.0293(12) Uani 1 1 d . . .
C16 C 0.4875(4) 0.5738(3) 0.04302(14) 0.0323(12) Uani 1 1 d . . .
H16 H 0.4668 0.5742 0.0193 0.039 Uiso 1 1 calc R . .
C17 C 0.3991(4) 0.5888(3) 0.06803(13) 0.0282(12) Uani 1 1 d . . .
H17 H 0.3186 0.5967 0.0611 0.034 Uiso 1 1 calc R . .
C18 C 0.6985(4) 0.5371(3) 0.02547(13) 0.0280(12) Uani 1 1 d . . .
C19 C 0.7252(4) 0.5961(3) -0.00052(14) 0.0304(12) Uani 1 1 d . . .
H10A H 0.6856 0.6472 -0.0001 0.036 Uiso 1 1 calc R . .
C20 C 0.8079(4) 0.5802(3) -0.02639(13) 0.0289(12) Uani 1 1 d . . .
C21 C 0.8677(4) 0.5021(3) -0.02744(13) 0.0291(12) Uani 1 1 d . . .
C22 C 0.8436(4) 0.4449(3) -0.00169(13) 0.0271(11) Uani 1 1 d . . .
H13A H 0.8856 0.3948 -0.0019 0.032 Uiso 1 1 calc R . .
C23 C 0.7582(4) 0.4594(3) 0.02484(13) 0.0274(12) Uani 1 1 d . . .
C24 C 0.7271(4) 0.3934(3) 0.05064(13) 0.0264(11) Uani 1 1 d . . .
C25 C 0.8152(4) 0.3508(3) 0.07023(13) 0.0317(12) Uani 1 1 d . . .
H6A H 0.8972 0.3623 0.0664 0.038 Uiso 1 1 calc R . .
C26 C 0.7826(4) 0.2919(3) 0.09523(13) 0.0301(12) Uani 1 1 d . . .
H7A H 0.8425 0.2647 0.1081 0.036 Uiso 1 1 calc R . .
C27 C 0.6606(4) 0.2738(3) 0.10092(12) 0.0268(11) Uani 1 1 d . . .
C28 C 0.5728(4) 0.3140(3) 0.08074(13) 0.0322(12) Uani 1 1 d . . .
H3A H 0.4909 0.3016 0.0841 0.039 Uiso 1 1 calc R . .
C29 C 0.6060(4) 0.3723(3) 0.05577(14) 0.0304(12) Uani 1 1 d . . .
H4A H 0.5461 0.3978 0.0422 0.036 Uiso 1 1 calc R . .
C30 C 0.6193(4) 0.2120(3) 0.12810(13) 0.0273(11) Uani 1 1 d . . .
C31 C 1.0024(5) 0.4126(3) -0.05852(15) 0.0372(13) Uani 1 1 d . . .
H14A H 1.0552 0.4130 -0.0787 0.056 Uiso 1 1 calc R . .
H14B H 0.9407 0.3709 -0.0616 0.056 Uiso 1 1 calc R . .
H14C H 1.0491 0.4005 -0.0378 0.056 Uiso 1 1 calc R . .
C32 C 0.7883(6) 0.7168(4) -0.05049(18) 0.0594(18) Uani 1 1 d . . .
H15A H 0.8159 0.7492 -0.0702 0.089 Uiso 1 1 calc R . .
H15B H 0.8144 0.7425 -0.0290 0.089 Uiso 1 1 calc R . .
H15C H 0.7010 0.7135 -0.0508 0.089 Uiso 1 1 calc R . .
C33 C 0.4458(8) 0.3908(5) 0.1740(2) 0.077(2) Uani 1 1 d . . .
H2D1 H 0.5154 0.4256 0.1700 0.115 Uiso 1 1 calc R . .
H2D2 H 0.3873 0.3994 0.1555 0.115 Uiso 1 1 calc R . .
H2D3 H 0.4709 0.3336 0.1741 0.115 Uiso 1 1 calc R . .
C34 C 0.4506(6) 0.4737(5) 0.22945(19) 0.067(2) Uani 1 1 d . . .
H1D1 H 0.5194 0.4958 0.2169 0.100 Uiso 1 1 calc R . .
H1D2 H 0.4778 0.4487 0.2510 0.100 Uiso 1 1 calc R . .
H1D3 H 0.3944 0.5177 0.2347 0.100 Uiso 1 1 calc R . .
C35 C 0.2912(6) 0.3707(5) 0.2195(2) 0.062(2) Uani 1 1 d . . .
H3D H 0.2598 0.3298 0.2048 0.075 Uiso 1 1 calc R . .
N1 N 0.4667(4) 0.0007(3) 0.15123(11) 0.0338(11) Uani 1 1 d . . .
N2 N 0.5191(5) -0.2487(4) 0.17380(13) 0.0374(13) Uani 1 1 d . . .
N3 N 0.6186(4) -0.2794(3) 0.19151(13) 0.0355(12) Uani 1 1 d . . .
N4 N 0.6006(3) -0.3478(3) 0.29679(11) 0.0302(10) Uani 1 1 d . . .
N5 N 0.3907(5) 0.4116(4) 0.20795(15) 0.0579(15) Uani 1 1 d . . .
O1 O 0.3633(3) 0.6170(2) 0.16180(10) 0.0404(10) Uani 1 1 d . . .
O2 O 0.2257(3) 0.6143(2) 0.11953(10) 0.0406(10) Uani 1 1 d . . .
O3 O 0.6921(3) 0.1732(2) 0.14687(9) 0.0354(9) Uani 1 1 d . . .
O4 O 0.5039(3) 0.2052(2) 0.13030(9) 0.0325(9) Uani 1 1 d . . .
O5 O 0.9457(3) 0.4926(2) -0.05485(9) 0.0357(9) Uani 1 1 d . . .
O6 O 0.8388(3) 0.6345(2) -0.05272(10) 0.0415(10) Uani 1 1 d . . .
O7 O 0.2383(4) 0.3818(3) 0.24741(14) 0.0726(16) Uani 1 1 d . . .
Zn1 Zn 0.40978(5) 0.11963(4) 0.152409(15) 0.0299(2) Uani 1 1 d . . .
H2B H 0.481(4) -0.277(3) 0.1694(13) 0.005(15) Uiso 1 1 d . . .
H3C H 0.676(4) -0.288(3) 0.1806(12) 0.009(13) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.351(7) . ?
C1 N4 1.359(6) . ?
C2 C3 1.392(7) . ?
C3 N3 1.356(7) . ?
C3 C4 1.385(7) . ?
C4 C5 1.357(7) . ?
C5 N4 1.344(6) . ?
C6 N2 1.349(7) . ?
C6 C7 1.397(7) . ?
C6 C10 1.407(7) . ?
C7 C8 1.379(8) . ?
C8 N1 1.356(7) . ?
C9 C10 1.342(8) . ?
C9 N1 1.343(7) . ?
C11 O1 1.244(6) . ?
C11 O2 1.260(6) . ?
C11 C12 1.488(7) . ?
C12 C17 1.382(7) . ?
C12 C13 1.397(6) . ?
C13 C14 1.371(7) . ?
C14 C15 1.390(7) . ?
C15 C16 1.386(6) . ?
C15 C18 1.488(7) . ?
C16 C17 1.379(7) . ?
C18 C19 1.401(7) . ?
C18 C23 1.413(7) . ?
C19 C20 1.362(7) . ?
C20 O6 1.370(6) . ?
C20 C21 1.419(7) . ?
C21 O5 1.356(6) . ?
C21 C22 1.369(7) . ?
C22 C23 1.396(7) . ?
C23 C24 1.485(7) . ?
C24 C29 1.384(6) . ?
C24 C25 1.399(7) . ?
C25 C26 1.389(7) . ?
C26 C27 1.387(6) . ?
C27 C28 1.391(7) . ?
C27 C30 1.503(7) . ?
C28 C29 1.383(7) . ?
C30 O3 1.240(6) . ?
C30 O4 1.274(5) . ?
C31 O5 1.437(6) . ?
C32 O6 1.439(7) . ?
C33 N5 1.464(8) . ?
C34 N5 1.449(8) . ?
C35 O7 1.221(8) . ?
C35 N5 1.348(9) . ?
N1 Zn1 2.014(5) . ?
N2 N3 1.374(7) . ?
N4 Zn1 2.003(4) 4_645 ?
O2 Zn1 1.943(4) 7_665 ?
O4 Zn1 1.915(3) . ?
Zn1 O2 1.943(4) 7_655 ?
Zn1 N4 2.003(4) 4_655 ?

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 N4 123.4(5) . . ?
C1 C2 C3 120.0(5) . . ?
N3 C3 C4 123.3(5) . . ?
N3 C3 C2 119.5(5) . . ?
C4 C3 C2 117.2(5) . . ?
C5 C4 C3 119.3(5) . . ?
N4 C5 C4 124.4(5) . . ?
N2 C6 C7 122.4(5) . . ?
N2 C6 C10 120.4(5) . . ?
C7 C6 C10 117.2(5) . . ?
C8 C7 C6 118.7(5) . . ?
N1 C8 C7 123.5(5) . . ?
C10 C9 N1 124.4(5) . . ?
C9 C10 C6 119.8(5) . . ?
O1 C11 O2 123.4(4) . . ?
O1 C11 C12 119.9(4) . . ?
O2 C11 C12 116.7(5) . . ?
C17 C12 C13 119.1(4) . . ?
C17 C12 C11 120.6(4) . . ?
C13 C12 C11 120.3(5) . . ?
C14 C13 C12 119.9(5) . . ?
C13 C14 C15 121.2(5) . . ?
C16 C15 C14 118.5(5) . . ?
C16 C15 C18 119.3(5) . . ?
C14 C15 C18 122.2(4) . . ?
C17 C16 C15 120.7(5) . . ?
C16 C17 C12 120.5(4) . . ?
C19 C18 C23 119.5(4) . . ?
C19 C18 C15 118.8(5) . . ?
C23 C18 C15 121.7(4) . . ?
C20 C19 C18 121.3(5) . . ?
C19 C20 O6 124.8(5) . . ?
C19 C20 C21 119.7(5) . . ?
O6 C20 C21 115.5(4) . . ?
O5 C21 C22 126.5(5) . . ?
O5 C21 C20 114.4(4) . . ?
C22 C21 C20 119.1(4) . . ?
C21 C22 C23 122.2(5) . . ?
C22 C23 C18 118.1(5) . . ?
C22 C23 C24 120.8(5) . . ?
C18 C23 C24 121.1(4) . . ?
C29 C24 C25 117.9(5) . . ?
C29 C24 C23 119.3(4) . . ?
C25 C24 C23 122.8(4) . . ?
C26 C25 C24 121.4(4) . . ?
C27 C26 C25 119.9(5) . . ?
C26 C27 C28 118.9(5) . . ?
C26 C27 C30 122.5(4) . . ?
C28 C27 C30 118.6(4) . . ?
C29 C28 C27 120.8(4) . . ?
C28 C29 C24 121.0(5) . . ?
O3 C30 O4 124.0(5) . . ?
O3 C30 C27 122.3(4) . . ?
O4 C30 C27 113.7(4) . . ?
O7 C35 N5 126.6(8) . . ?
C9 N1 C8 116.2(5) . . ?
C9 N1 Zn1 121.2(4) . . ?
C8 N1 Zn1 121.1(4) . . ?
C6 N2 N3 122.6(5) . . ?
C3 N3 N2 120.2(5) . . ?
C5 N4 C1 115.6(4) . . ?
C5 N4 Zn1 121.2(3) . 4_645 ?
C1 N4 Zn1 123.2(3) . 4_645 ?
C35 N5 C34 121.4(6) . . ?
C35 N5 C33 120.7(7) . . ?
C34 N5 C33 117.9(6) . . ?
C11 O2 Zn1 121.0(3) . 7_665 ?
C30 O4 Zn1 128.9(3) . . ?
C21 O5 C31 116.6(4) . . ?
C20 O6 C32 116.7(4) . . ?
O4 Zn1 O2 99.34(15) . 7_655 ?
O4 Zn1 N4 105.36(16) . 4_655 ?
O2 Zn1 N4 125.96(15) 7_655 4_655 ?
O4 Zn1 N1 120.42(16) . . ?
O2 Zn1 N1 100.43(17) 7_655 . ?
N4 Zn1 N1 106.74(17) 4_655 . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.130
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.116
####################################################################### 
# 
# 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 1437807'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H29 Cd N3 O8'
_chemical_formula_sum            'C30 H29 Cd N3 O8'
_chemical_formula_weight         671.96

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'
Cd Cd -0.8075 1.2024 '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                   9.502(5)
_cell_length_b                   11.646(5)
_cell_length_c                   13.277(5)
_cell_angle_alpha                84.836(5)
_cell_angle_beta                 73.449(5)
_cell_angle_gamma                84.180(5)
_cell_volume                     1398.2(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             684
_exptl_absorpt_coefficient_mu    0.838
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8775
_exptl_absorpt_correction_T_max  0.9061
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7529
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5030
_reflns_number_gt                4576
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0411P)²+2.8745P] 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         5030
_refine_ls_number_parameters     387
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.0455(4) 0.4715(3) 0.3002(3) 0.0196(7) Uani 1 1 d . . .
H1B H -0.0081 0.4740 0.3706 0.024 Uiso 1 1 calc R . .
C2 C -0.0286(4) 0.5003(3) 0.2240(3) 0.0197(8) Uani 1 1 d . . .
H2B H -0.1285 0.5243 0.2429 0.024 Uiso 1 1 calc R . .
C3 C 0.0498(4) 0.4923(3) 0.1195(3) 0.0192(7) Uani 1 1 d . . .
C4 C 0.2006(4) 0.4622(3) 0.0951(3) 0.0232(8) Uani 1 1 d . . .
H4B H 0.2567 0.4585 0.0253 0.028 Uiso 1 1 calc R . .
C5 C 0.2656(4) 0.4380(3) 0.1756(3) 0.0242(8) Uani 1 1 d . . .
H5B H 0.3667 0.4191 0.1587 0.029 Uiso 1 1 calc R . .
C6 C 0.9006(4) -0.2989(3) 0.4137(3) 0.0220(8) Uani 1 1 d . . .
C7 C 0.9742(4) -0.2204(3) 0.3214(3) 0.0214(8) Uani 1 1 d . . .
C8 C 0.8893(4) -0.1495(3) 0.2669(3) 0.0224(8) Uani 1 1 d . . .
H8 H 0.7879 -0.1536 0.2855 0.027 Uiso 1 1 calc R . .
C9 C 0.9555(4) -0.0729(3) 0.1853(3) 0.0212(8) Uani 1 1 d . . .
H9 H 0.8975 -0.0250 0.1505 0.025 Uiso 1 1 calc R . .
C10 C 1.1062(4) -0.0665(3) 0.1546(3) 0.0197(8) Uani 1 1 d . . .
C11 C 1.1915(4) -0.1404(3) 0.2089(3) 0.0237(8) Uani 1 1 d . . .
H11 H 1.2934 -0.1384 0.1890 0.028 Uiso 1 1 calc R . .
C12 C 1.1256(4) -0.2155(3) 0.2911(3) 0.0236(8) Uani 1 1 d . . .
H12 H 1.1831 -0.2632 0.3264 0.028 Uiso 1 1 calc R . .
C13 C 0.6088(4) 0.3457(3) 0.3220(3) 0.0180(7) Uani 1 1 d . . .
C14 C 0.7501(4) 0.2937(3) 0.2514(3) 0.0175(7) Uani 1 1 d . . .
C15 C 0.7703(4) 0.2963(3) 0.1436(3) 0.0189(7) Uani 1 1 d . . .
H7A H 0.6984 0.3340 0.1147 0.023 Uiso 1 1 calc R . .
C16 C 0.8959(4) 0.2435(3) 0.0787(3) 0.0198(8) Uani 1 1 d . . .
H6A H 0.9072 0.2462 0.0067 0.024 Uiso 1 1 calc R . .
C17 C 1.0065(4) 0.1860(3) 0.1190(3) 0.0192(7) Uani 1 1 d . . .
C18 C 0.9868(4) 0.1871(3) 0.2279(3) 0.0224(8) Uani 1 1 d . . .
H4A H 1.0600 0.1514 0.2567 0.027 Uiso 1 1 calc R . .
C19 C 0.8618(4) 0.2395(3) 0.2932(3) 0.0196(7) Uani 1 1 d . . .
H3A H 0.8513 0.2390 0.3650 0.023 Uiso 1 1 calc R . .
C20 C 1.1381(4) 0.1277(3) 0.0474(3) 0.0187(7) Uani 1 1 d . . .
C21 C 1.2209(4) 0.1925(3) -0.0401(3) 0.0206(8) Uani 1 1 d . . .
H13A H 1.1902 0.2697 -0.0520 0.025 Uiso 1 1 calc R . .
C22 C 1.3465(4) 0.1444(3) -0.1088(3) 0.0205(8) Uani 1 1 d . . .
C23 C 1.3894(4) 0.0260(3) -0.0939(3) 0.0199(8) Uani 1 1 d . . .
C24 C 1.3080(4) -0.0376(3) -0.0081(3) 0.0199(8) Uani 1 1 d . . .
H10A H 1.3369 -0.1155 0.0020 0.024 Uiso 1 1 calc R . .
C25 C 1.1838(4) 0.0111(3) 0.0642(3) 0.0202(8) Uani 1 1 d . . .
C26 C 1.4010(5) 0.3219(3) -0.2121(4) 0.0347(10) Uani 1 1 d . . .
H14A H 1.4721 0.3509 -0.2738 0.052 Uiso 1 1 calc R . .
H14B H 1.4027 0.3623 -0.1526 0.052 Uiso 1 1 calc R . .
H14C H 1.3046 0.3338 -0.2227 0.052 Uiso 1 1 calc R . .
C27 C 1.5619(4) -0.1348(3) -0.1470(3) 0.0270(9) Uani 1 1 d . . .
H15A H 1.6475 -0.1559 -0.2029 0.040 Uiso 1 1 calc R . .
H15B H 1.4857 -0.1843 -0.1439 0.040 Uiso 1 1 calc R . .
H15C H 1.5865 -0.1432 -0.0813 0.040 Uiso 1 1 calc R . .
C28 C 0.3791(7) 0.1074(4) 0.3885(4) 0.0510(13) Uani 1 1 d D . .
H1D H 0.4801 0.1118 0.3607 0.061 Uiso 1 1 calc R . .
C29 C 0.1736(8) -0.0064(6) 0.4720(5) 0.076(2) Uani 1 1 d . . .
H2D1 H 0.1568 -0.0851 0.4973 0.113 Uiso 1 1 calc R . .
H2D2 H 0.1249 0.0156 0.4182 0.113 Uiso 1 1 calc R . .
H2D3 H 0.1352 0.0432 0.5292 0.113 Uiso 1 1 calc R . .
C30 C 0.4295(9) -0.0988(5) 0.4214(5) 0.081(2) Uani 1 1 d . . .
H3D1 H 0.3749 -0.1636 0.4543 0.121 Uiso 1 1 calc R . .
H3D2 H 0.5029 -0.0897 0.4564 0.121 Uiso 1 1 calc R . .
H3D3 H 0.4765 -0.1118 0.3487 0.121 Uiso 1 1 calc R . .
N1 N 0.3311(6) 0.0042(4) 0.4287(3) 0.0553(12) Uani 1 1 d . . .
N2 N 0.1894(3) 0.4406(3) 0.2775(2) 0.0183(6) Uani 1 1 d . . .
N3 N -0.0328(3) 0.5188(3) 0.0439(2) 0.0210(6) Uani 1 1 d . . .
O1 O 0.9700(3) -0.3430(2) 0.4776(2) 0.0232(6) Uani 1 1 d . . .
O2 O 0.7679(3) -0.3173(2) 0.4232(2) 0.0286(6) Uani 1 1 d . . .
O1W O 0.2633(4) 0.5813(2) 0.4545(2) 0.0232(6) Uani 1 1 d . . .
O3 O 0.5127(3) 0.3894(3) 0.2777(2) 0.0288(6) Uani 1 1 d . . .
O4 O 0.5891(3) 0.3415(2) 0.4191(2) 0.0253(6) Uani 1 1 d . . .
O5 O 1.5111(3) -0.0172(2) -0.1661(2) 0.0246(6) Uani 1 1 d . . .
O6 O 1.4362(3) 0.2012(2) -0.1933(2) 0.0257(6) Uani 1 1 d . . .
O7 O 0.2990(4) 0.1964(3) 0.3859(3) 0.0480(9) Uani 1 1 d D . .
Cd1 Cd 0.30454(3) 0.39236(2) 0.412100(19) 0.01857(10) Uani 1 1 d . . .
H1W H 0.299(6) 0.605(5) 0.489(4) 0.049(18) Uiso 1 1 d . . .
H2W H 0.189(7) 0.615(5) 0.455(5) 0.06(2) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.333(5) . ?
C1 C2 1.388(5) . ?
C1 H1B 0.9300 . ?
C2 C3 1.382(5) . ?
C2 H2B 0.9300 . ?
C3 C4 1.392(5) . ?
C3 N3 1.437(4) . ?
C4 C5 1.375(5) . ?
C4 H4B 0.9300 . ?
C5 N2 1.343(5) . ?
C5 H5B 0.9300 . ?
C6 O1 1.262(4) . ?
C6 O2 1.269(5) . ?
C6 C7 1.505(5) . ?
C7 C12 1.384(5) . ?
C7 C8 1.395(5) . ?
C8 C9 1.384(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.380(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.414(5) . ?
C10 C25 1.495(5) . ?
C11 C12 1.377(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 O4 1.247(4) . ?
C13 O3 1.263(4) . ?
C13 C14 1.507(5) . ?
C14 C15 1.386(5) . ?
C14 C19 1.403(5) . ?
C15 C16 1.380(5) . ?
C15 H7A 0.9300 . ?
C16 C17 1.397(5) . ?
C16 H6A 0.9300 . ?
C17 C18 1.405(5) . ?
C17 C20 1.482(5) . ?
C18 C19 1.377(5) . ?
C18 H4A 0.9300 . ?
C19 H3A 0.9300 . ?
C20 C25 1.401(5) . ?
C20 C21 1.407(5) . ?
C21 C22 1.381(5) . ?
C21 H13A 0.9300 . ?
C22 O6 1.363(4) . ?
C22 C23 1.410(5) . ?
C23 O5 1.359(4) . ?
C23 C24 1.381(5) . ?
C24 C25 1.397(5) . ?
C24 H10A 0.9300 . ?
C26 O6 1.429(5) . ?
C26 H14A 0.9600 . ?
C26 H14B 0.9600 . ?
C26 H14C 0.9600 . ?
C27 O5 1.431(4) . ?
C27 H15A 0.9600 . ?
C27 H15B 0.9600 . ?
C27 H15C 0.9600 . ?
C28 O7 1.226(6) . ?
C28 N1 1.339(7) . ?
C28 H1D 0.9300 . ?
C29 N1 1.457(8) . ?
C29 H2D1 0.9600 . ?
C29 H2D2 0.9600 . ?
C29 H2D3 0.9600 . ?
C30 N1 1.436(7) . ?
C30 H3D1 0.9600 . ?
C30 H3D2 0.9600 . ?
C30 H3D3 0.9600 . ?
N2 Cd1 2.348(3) . ?
N3 N3 1.249(6) 2_565 ?
O2 Cd1 2.223(3) 2_656 ?
O1W Cd1 2.287(3) . ?
O1W H1W 0.74(6) . ?
O1W H2W 0.77(6) . ?
O3 Cd1 2.255(3) . ?
O7 Cd1 2.347(3) . ?
Cd1 O2 2.223(3) 2_656 ?

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 C2 123.3(3) . . ?
N2 C1 H1B 118.3 . . ?
C2 C1 H1B 118.3 . . ?
C3 C2 C1 118.3(3) . . ?
C3 C2 H2B 120.8 . . ?
C1 C2 H2B 120.8 . . ?
C2 C3 C4 118.7(3) . . ?
C2 C3 N3 116.3(3) . . ?
C4 C3 N3 125.1(3) . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4B 120.5 . . ?
C3 C4 H4B 120.5 . . ?
N2 C5 C4 122.8(3) . . ?
N2 C5 H5B 118.6 . . ?
C4 C5 H5B 118.6 . . ?
O1 C6 O2 122.8(3) . . ?
O1 C6 C7 120.3(3) . . ?
O2 C6 C7 116.9(3) . . ?
C12 C7 C8 119.2(3) . . ?
C12 C7 C6 120.9(3) . . ?
C8 C7 C6 119.9(3) . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 118.1(3) . . ?
C9 C10 C25 123.3(3) . . ?
C11 C10 C25 118.5(3) . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C7 120.5(3) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
O4 C13 O3 123.1(3) . . ?
O4 C13 C14 120.4(3) . . ?
O3 C13 C14 116.5(3) . . ?
C15 C14 C19 118.8(3) . . ?
C15 C14 C13 120.2(3) . . ?
C19 C14 C13 121.0(3) . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H7A 119.6 . . ?
C14 C15 H7A 119.6 . . ?
C15 C16 C17 121.4(3) . . ?
C15 C16 H6A 119.3 . . ?
C17 C16 H6A 119.3 . . ?
C16 C17 C18 117.3(3) . . ?
C16 C17 C20 119.9(3) . . ?
C18 C17 C20 122.7(3) . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 H4A 119.2 . . ?
C17 C18 H4A 119.2 . . ?
C18 C19 C14 120.1(3) . . ?
C18 C19 H3A 120.0 . . ?
C14 C19 H3A 120.0 . . ?
C25 C20 C21 118.9(3) . . ?
C25 C20 C17 122.5(3) . . ?
C21 C20 C17 118.5(3) . . ?
C22 C21 C20 121.6(3) . . ?
C22 C21 H13A 119.2 . . ?
C20 C21 H13A 119.2 . . ?
O6 C22 C21 125.8(3) . . ?
O6 C22 C23 114.9(3) . . ?
C21 C22 C23 119.3(3) . . ?
O5 C23 C24 124.5(3) . . ?
O5 C23 C22 116.5(3) . . ?
C24 C23 C22 118.9(3) . . ?
C23 C24 C25 122.3(3) . . ?
C23 C24 H10A 118.9 . . ?
C25 C24 H10A 118.9 . . ?
C24 C25 C20 118.8(3) . . ?
C24 C25 C10 117.1(3) . . ?
C20 C25 C10 124.1(3) . . ?
O6 C26 H14A 109.5 . . ?
O6 C26 H14B 109.5 . . ?
H14A C26 H14B 109.5 . . ?
O6 C26 H14C 109.5 . . ?
H14A C26 H14C 109.5 . . ?
H14B C26 H14C 109.5 . . ?
O5 C27 H15A 109.5 . . ?
O5 C27 H15B 109.5 . . ?
H15A C27 H15B 109.5 . . ?
O5 C27 H15C 109.5 . . ?
H15A C27 H15C 109.5 . . ?
H15B C27 H15C 109.5 . . ?
O7 C28 N1 124.5(6) . . ?
O7 C28 H1D 117.7 . . ?
N1 C28 H1D 117.7 . . ?
N1 C29 H2D1 109.5 . . ?
N1 C29 H2D2 109.5 . . ?
H2D1 C29 H2D2 109.5 . . ?
N1 C29 H2D3 109.5 . . ?
H2D1 C29 H2D3 109.5 . . ?
H2D2 C29 H2D3 109.5 . . ?
N1 C30 H3D1 109.5 . . ?
N1 C30 H3D2 109.5 . . ?
H3D1 C30 H3D2 109.5 . . ?
N1 C30 H3D3 109.5 . . ?
H3D1 C30 H3D3 109.5 . . ?
H3D2 C30 H3D3 109.5 . . ?
C28 N1 C30 121.8(6) . . ?
C28 N1 C29 119.3(5) . . ?
C30 N1 C29 118.6(5) . . ?
C1 N2 C5 117.7(3) . . ?
C1 N2 Cd1 120.8(2) . . ?
C5 N2 Cd1 121.4(2) . . ?
N3 N3 C3 112.6(4) 2_565 . ?
C6 O2 Cd1 102.2(2) . 2_656 ?
Cd1 O1W H1W 123(4) . . ?
Cd1 O1W H2W 120(5) . . ?
H1W O1W H2W 112(6) . . ?
C13 O3 Cd1 102.5(2) . . ?
C23 O5 C27 116.8(3) . . ?
C22 O6 C26 118.0(3) . . ?
C28 O7 Cd1 136.6(4) . . ?
O2 Cd1 O3 137.43(10) 2_656 . ?
O2 Cd1 O1W 95.73(11) 2_656 . ?
O3 Cd1 O1W 104.03(11) . . ?
O2 Cd1 O7 78.42(11) 2_656 . ?
O3 Cd1 O7 86.36(12) . . ?
O1W Cd1 O7 169.02(12) . . ?
O2 Cd1 N2 134.64(10) 2_656 . ?
O3 Cd1 N2 83.65(10) . . ?
O1W Cd1 N2 89.03(11) . . ?
O7 Cd1 N2 88.61(11) . . ?

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
N2 C1 C2 C3 2.5(5) . . . . ?
C1 C2 C3 C4 -3.5(5) . . . . ?
C1 C2 C3 N3 177.7(3) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
N3 C3 C4 C5 -179.5(3) . . . . ?
C3 C4 C5 N2 1.0(6) . . . . ?
O1 C6 C7 C12 14.6(6) . . . . ?
O2 C6 C7 C12 -165.5(4) . . . . ?
O1 C6 C7 C8 -163.9(4) . . . . ?
O2 C6 C7 C8 16.0(5) . . . . ?
C12 C7 C8 C9 -1.7(6) . . . . ?
C6 C7 C8 C9 176.8(3) . . . . ?
C7 C8 C9 C10 1.3(6) . . . . ?
C8 C9 C10 C11 0.0(6) . . . . ?
C8 C9 C10 C25 177.5(4) . . . . ?
C9 C10 C11 C12 -0.9(6) . . . . ?
C25 C10 C11 C12 -178.5(4) . . . . ?
C10 C11 C12 C7 0.4(6) . . . . ?
C8 C7 C12 C11 0.8(6) . . . . ?
C6 C7 C12 C11 -177.7(4) . . . . ?
O4 C13 C14 C15 178.6(3) . . . . ?
O3 C13 C14 C15 0.6(5) . . . . ?
O4 C13 C14 C19 0.2(5) . . . . ?
O3 C13 C14 C19 -177.8(3) . . . . ?
C19 C14 C15 C16 1.9(5) . . . . ?
C13 C14 C15 C16 -176.5(3) . . . . ?
C14 C15 C16 C17 -0.1(5) . . . . ?
C15 C16 C17 C18 -1.8(5) . . . . ?
C15 C16 C17 C20 178.4(3) . . . . ?
C16 C17 C18 C19 1.9(5) . . . . ?
C20 C17 C18 C19 -178.4(3) . . . . ?
C17 C18 C19 C14 0.0(6) . . . . ?
C15 C14 C19 C18 -1.9(5) . . . . ?
C13 C14 C19 C18 176.5(3) . . . . ?
C16 C17 C20 C25 -125.9(4) . . . . ?
C18 C17 C20 C25 54.3(5) . . . . ?
C16 C17 C20 C21 54.7(5) . . . . ?
C18 C17 C20 C21 -125.0(4) . . . . ?
C25 C20 C21 C22 -0.8(5) . . . . ?
C17 C20 C21 C22 178.6(3) . . . . ?
C20 C21 C22 O6 -177.6(3) . . . . ?
C20 C21 C22 C23 3.0(5) . . . . ?
O6 C22 C23 O5 -1.6(5) . . . . ?
C21 C22 C23 O5 177.8(3) . . . . ?
O6 C22 C23 C24 177.7(3) . . . . ?
C21 C22 C23 C24 -2.8(5) . . . . ?
O5 C23 C24 C25 179.8(3) . . . . ?
C22 C23 C24 C25 0.5(5) . . . . ?
C23 C24 C25 C20 1.7(5) . . . . ?
C23 C24 C25 C10 -179.3(3) . . . . ?
C21 C20 C25 C24 -1.6(5) . . . . ?
C17 C20 C25 C24 179.1(3) . . . . ?
C21 C20 C25 C10 179.5(3) . . . . ?
C17 C20 C25 C10 0.2(6) . . . . ?
C9 C10 C25 C24 -132.4(4) . . . . ?
C11 C10 C25 C24 45.0(5) . . . . ?
C9 C10 C25 C20 46.5(6) . . . . ?
C11 C10 C25 C20 -136.0(4) . . . . ?
O7 C28 N1 C30 174.6(5) . . . . ?
O7 C28 N1 C29 0.6(8) . . . . ?
C2 C1 N2 C5 0.4(5) . . . . ?
C2 C1 N2 Cd1 -179.6(3) . . . . ?
C4 C5 N2 C1 -2.1(6) . . . . ?
C4 C5 N2 Cd1 177.9(3) . . . . ?
C2 C3 N3 N3 -162.1(4) . . . 2_565 ?
C4 C3 N3 N3 19.3(6) . . . 2_565 ?
O1 C6 O2 Cd1 15.1(4) . . . 2_656 ?
C7 C6 O2 Cd1 -164.8(3) . . . 2_656 ?
O4 C13 O3 Cd1 -18.1(4) . . . . ?
C14 C13 O3 Cd1 159.8(3) . . . . ?
C24 C23 O5 C27 -4.0(5) . . . . ?
C22 C23 O5 C27 175.3(3) . . . . ?
C21 C22 O6 C26 1.8(6) . . . . ?
C23 C22 O6 C26 -178.8(4) . . . . ?
N1 C28 O7 Cd1 140.0(5) . . . . ?
C13 O3 Cd1 O2 -12.4(3) . . . 2_656 ?
C13 O3 Cd1 O1W 102.7(2) . . . . ?
C13 O3 Cd1 O7 -80.9(2) . . . . ?
C13 O3 Cd1 N2 -169.9(2) . . . . ?
C28 O7 Cd1 O2 -79.8(5) . . . 2_656 ?
C28 O7 Cd1 O3 60.3(5) . . . . ?
C28 O7 Cd1 O1W -138.3(6) . . . . ?
C28 O7 Cd1 N2 144.0(5) . . . . ?
C1 N2 Cd1 O2 29.0(3) . . . 2_656 ?
C5 N2 Cd1 O2 -151.0(3) . . . 2_656 ?
C1 N2 Cd1 O3 -172.3(3) . . . . ?
C5 N2 Cd1 O3 7.7(3) . . . . ?
C1 N2 Cd1 O1W -68.1(3) . . . . ?
C5 N2 Cd1 O1W 111.9(3) . . . . ?
C1 N2 Cd1 O7 101.2(3) . . . . ?
C5 N2 Cd1 O7 -78.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         0.833
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.103
####################################################################### 
# 
# 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 1437808'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H20 Co N2 O6'
_chemical_formula_sum            'C27 H20 Co N2 O6'
_chemical_formula_weight         527.38

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   C2/m

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

_cell_length_a                   9.5536(11)
_cell_length_b                   28.335(4)
_cell_length_c                   10.1074(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.415(3)
_cell_angle_gamma                90.00
_cell_volume                     2610.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1084
_exptl_absorpt_coefficient_mu    0.700
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6489
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16311
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2481
_reflns_number_gt                2280
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0809P)²+5.8539P] 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         2481
_refine_ls_number_parameters     172
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1377
_refine_ls_wR_factor_gt          0.1346
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.197
_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
C1A C 0.3333(4) 0.43417(11) 0.3571(3) 0.0363(7) Uani 1 1 d . . .
C1B C 0.8522(7) 0.5000 0.3261(8) 0.112(4) Uani 1 2 d S . .
H13 H 0.8951 0.5000 0.4217 0.135 Uiso 1 2 calc SR . .
C2A C 0.2484(4) 0.39340(12) 0.2794(3) 0.0381(7) Uani 1 1 d . . .
C2B C 0.9438(11) 0.5000 0.2418(14) 0.156(6) Uani 1 2 d SD . .
H16 H 1.0448 0.5000 0.2833 0.187 Uiso 1 2 calc SR . .
C3A C 0.2593(4) 0.38172(14) 0.1499(4) 0.0488(9) Uani 1 1 d . . .
H8 H 0.3147 0.4005 0.1089 0.059 Uiso 1 1 calc R . .
C3B C 0.8920(10) 0.5000 0.1032(10) 0.084(3) Uani 1 2 d SDU . .
C4A C 0.1885(4) 0.34252(14) 0.0815(4) 0.0495(9) Uani 1 1 d . . .
H10 H 0.1943 0.3358 -0.0068 0.059 Uiso 1 1 calc R . .
C4B C 0.7461(13) 0.5000 0.0566(9) 0.137(5) Uani 1 2 d S . .
H15 H 0.7002 0.5000 -0.0386 0.164 Uiso 1 2 calc SR . .
C5A C 0.1091(4) 0.31280(12) 0.1402(4) 0.0412(8) Uani 1 1 d . . .
C5B C 0.6596(9) 0.5000 0.1472(7) 0.121(4) Uani 1 2 d S . .
H14 H 0.5582 0.5000 0.1084 0.145 Uiso 1 2 calc SR . .
C6A C 0.0976(5) 0.32486(15) 0.2699(4) 0.0557(10) Uani 1 1 d . . .
H9 H 0.0436 0.3058 0.3115 0.067 Uiso 1 1 calc R . .
C7A C 0.1658(5) 0.36506(14) 0.3381(4) 0.0519(10) Uani 1 1 d . . .
H4 H 0.1556 0.3729 0.4241 0.062 Uiso 1 1 calc R . .
C8A C 0.0463(4) 0.26848(12) 0.0682(4) 0.0418(8) Uani 1 1 d . . .
C9A C 0.0897(4) 0.22531(12) 0.1348(4) 0.0480(9) Uani 1 1 d . . .
H7 H 0.1501 0.2252 0.2260 0.058 Uiso 1 1 calc R . .
C10A C 0.0454(4) 0.18282(12) 0.0688(4) 0.0457(9) Uani 1 1 d . . .
C11A C 0.1650(6) 0.13758(18) 0.2686(5) 0.0852(18) Uani 1 1 d . . .
H11A H 0.1872 0.1053 0.2960 0.128 Uiso 1 1 calc R . .
H11B H 0.1068 0.1511 0.3217 0.128 Uiso 1 1 calc R . .
H11C H 0.2546 0.1551 0.2850 0.128 Uiso 1 1 calc R . .
N1 N 0.7110(4) 0.5000 0.2786(4) 0.0366(9) Uani 1 2 d S . .
N2 N 1.0173(11) 0.5000 0.0531(9) 0.131(3) Uiso 1 2 d SDU . .
O1 O 0.4342(3) 0.45069(9) 0.3140(3) 0.0461(6) Uani 1 1 d . . .
O2 O 0.3012(3) 0.44904(9) 0.4621(3) 0.0441(6) Uani 1 1 d . . .
O3 O 0.0857(3) 0.13939(9) 0.1256(3) 0.0601(8) Uani 1 1 d . . .
Co1 Co 0.58211(6) 0.5000 0.41128(5) 0.0265(2) Uani 1 2 d S . .


_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
C1A O2 1.261(4) . ?
C1A O1 1.262(4) . ?
C1A C2A 1.492(4) . ?
C1B N1 1.290(8) . ?
C1B C2B 1.392(10) . ?
C1B H13 0.9300 . ?
C2A C7A 1.378(5) . ?
C2A C3A 1.385(5) . ?
C2B C3B 1.339(15) . ?
C2B H16 0.9300 . ?
C3A C4A 1.374(5) . ?
C3A H8 0.9300 . ?
C3B C4B 1.331(14) . ?
C3B N2 1.433(9) . ?
C4A C5A 1.381(5) . ?
C4A H10 0.9300 . ?
C4B C5B 1.405(10) . ?
C4B H15 0.9300 . ?
C5A C6A 1.391(5) . ?
C5A C8A 1.485(5) . ?
C5B N1 1.271(8) . ?
C5B H14 0.9300 . ?
C6A C7A 1.389(5) . ?
C6A H9 0.9300 . ?
C7A H4 0.9300 . ?
C8A C8A 1.398(7) 2 ?
C8A C9A 1.398(5) . ?
C9A C10A 1.380(5) . ?
C9A H7 0.9300 . ?
C10A O3 1.364(4) . ?
C10A C10A 1.402(8) 2 ?
C11A O3 1.418(6) . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
N1 Co1 2.074(4) . ?
N2 N2 1.024(17) 5_765 ?
O1 Co1 2.021(2) . ?
O2 Co1 2.028(2) 5_666 ?
Co1 O1 2.021(2) 6_565 ?
Co1 O2 2.028(2) 2_656 ?
Co1 O2 2.028(2) 5_666 ?
Co1 Co1 2.7135(10) 5_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1A O1 124.8(3) . . ?
O2 C1A C2A 118.1(3) . . ?
O1 C1A C2A 117.2(3) . . ?
N1 C1B C2B 123.5(9) . . ?
N1 C1B H13 118.3 . . ?
C2B C1B H13 118.3 . . ?
C7A C2A C3A 118.8(3) . . ?
C7A C2A C1A 121.0(3) . . ?
C3A C2A C1A 120.0(3) . . ?
C3B C2B C1B 122.5(9) . . ?
C3B C2B H16 118.7 . . ?
C1B C2B H16 118.7 . . ?
C4A C3A C2A 120.3(3) . . ?
C4A C3A H8 119.9 . . ?
C2A C3A H8 119.9 . . ?
C4B C3B C2B 113.0(6) . . ?
C4B C3B N2 140.5(9) . . ?
C2B C3B N2 106.5(9) . . ?
C3A C4A C5A 121.9(4) . . ?
C3A C4A H10 119.1 . . ?
C5A C4A H10 119.1 . . ?
C3B C4B C5B 121.8(8) . . ?
C3B C4B H15 119.1 . . ?
C5B C4B H15 119.1 . . ?
C4A C5A C6A 117.6(3) . . ?
C4A C5A C8A 119.9(3) . . ?
C6A C5A C8A 122.4(3) . . ?
N1 C5B C4B 124.2(8) . . ?
N1 C5B H14 117.9 . . ?
C4B C5B H14 117.9 . . ?
C7A C6A C5A 120.8(4) . . ?
C7A C6A H9 119.6 . . ?
C5A C6A H9 119.6 . . ?
C2A C7A C6A 120.6(4) . . ?
C2A C7A H4 119.7 . . ?
C6A C7A H4 119.7 . . ?
C8A C8A C9A 118.9(2) 2 . ?
C8A C8A C5A 121.79(19) 2 . ?
C9A C8A C5A 119.1(3) . . ?
C10A C9A C8A 121.8(3) . . ?
C10A C9A H7 119.1 . . ?
C8A C9A H7 119.1 . . ?
O3 C10A C9A 125.2(3) . . ?
O3 C10A C10A 115.5(2) . 2 ?
C9A C10A C10A 119.3(2) . 2 ?
O3 C11A H11A 109.5 . . ?
O3 C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
O3 C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C5B N1 C1B 115.0(5) . . ?
C5B N1 Co1 123.9(4) . . ?
C1B N1 Co1 121.1(4) . . ?
N2 N2 C3B 109.2(13) 5_765 . ?
C1A O1 Co1 125.7(2) . . ?
C1A O2 Co1 122.9(2) . 5_666 ?
C10A O3 C11A 117.3(3) . . ?
O1 Co1 O1 87.49(16) . 6_565 ?
O1 Co1 O2 89.26(12) . 2_656 ?
O1 Co1 O2 166.34(10) 6_565 2_656 ?
O1 Co1 O2 166.34(10) . 5_666 ?
O1 Co1 O2 89.26(12) 6_565 5_666 ?
O2 Co1 O2 90.79(15) 2_656 5_666 ?
O1 Co1 N1 98.58(11) . . ?
O1 Co1 N1 98.58(11) 6_565 . ?
O2 Co1 N1 95.02(11) 2_656 . ?
O2 Co1 N1 95.02(11) 5_666 . ?
O1 Co1 Co1 82.14(7) . 5_666 ?
O1 Co1 Co1 82.14(7) 6_565 5_666 ?
O2 Co1 Co1 84.27(7) 2_656 5_666 ?
O2 Co1 Co1 84.27(7) 5_666 5_666 ?
N1 Co1 Co1 178.98(12) . 5_666 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.293
_refine_diff_density_min         -0.955
_refine_diff_density_rms         0.083
# SQUEEZE RESULTS (APPEND TO CIF)
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
1 -0.024 0.250 0.500 141.1 15.9
2 -0.045 0.750 0.500 141.1 15.9
_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_6
_database_code_depnum_ccdc_archive 'CCDC 1437809'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-02-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C66 H54 Co3 N8 O18'
_chemical_formula_sum            'C66 H54 Co3 N8 O18'
_chemical_formula_weight         1423.96

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   P21/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                   13.1143(6)
_cell_length_b                   18.2637(8)
_cell_length_c                   18.1148(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.9710(10)
_cell_angle_gamma                90.00
_cell_volume                     4336.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1462
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6465
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(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 SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35485
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_sigmaI/netI    0.0788
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.50
_reflns_number_total             8036
_reflns_number_gt                5404
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0879P)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         8036
_refine_ls_number_parameters     439
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1528
_refine_ls_wR_factor_gt          0.1423
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.006
_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
C1A C 0.6758(3) 0.4784(2) 0.7912(2) 0.0368(10) Uani 1 1 d . . .
H1A1 H 0.6375 0.4965 0.7489 0.055 Uiso 1 1 calc R . .
H1A2 H 0.6409 0.4372 0.8115 0.055 Uiso 1 1 calc R . .
H1A3 H 0.7424 0.4635 0.7766 0.055 Uiso 1 1 calc R . .
C1B C 0.5845(3) -0.1134(2) 0.9747(2) 0.0334(10) Uani 1 1 d . . .
H1B H 0.5539 -0.1108 1.0202 0.040 Uiso 1 1 calc R . .
C1F C 0.7988(3) 0.0725(2) 1.0009(3) 0.0468(12) Uani 1 1 d . . .
C2A C 0.7484(3) 0.6857(2) 0.9066(2) 0.0432(11) Uani 1 1 d . . .
H2A1 H 0.7120 0.7310 0.9005 0.065 Uiso 1 1 calc R . .
H2A2 H 0.7553 0.6628 0.8594 0.065 Uiso 1 1 calc R . .
H2A3 H 0.8148 0.6951 0.9285 0.065 Uiso 1 1 calc R . .
C2B C 0.5238(3) -0.1329(2) 0.9146(2) 0.0310(9) Uani 1 1 d . . .
H2B H 0.4557 -0.1452 0.9201 0.037 Uiso 1 1 calc R . .
C3A C 0.7379(3) 0.5182(2) 0.91010(19) 0.0234(8) Uani 1 1 d . . .
C3B C 0.5663(3) -0.1338(2) 0.8452(2) 0.0278(9) Uani 1 1 d . . .
C4A C 0.7404(3) 0.57117(19) 0.9655(2) 0.0245(8) Uani 1 1 d . . .
C4B C 0.6696(3) -0.1151(2) 0.8409(2) 0.0305(9) Uani 1 1 d . . .
H4B H 0.7010 -0.1139 0.7956 0.037 Uiso 1 1 calc R . .
C5A C 0.7884(3) 0.5568(2) 1.0322(2) 0.0265(9) Uani 1 1 d . . .
H5A H 0.7889 0.5927 1.0685 0.032 Uiso 1 1 calc R . .
C5B C 0.7241(3) -0.0983(2) 0.9059(2) 0.0273(9) Uani 1 1 d . . .
H5B H 0.7928 -0.0866 0.9029 0.033 Uiso 1 1 calc R . .
C6A C 0.8366(3) 0.49025(19) 1.04761(19) 0.0229(8) Uani 1 1 d . . .
C6B C 0.6006(3) -0.2106(2) 0.6875(2) 0.0255(9) Uani 1 1 d . . .
C7A C 0.8385(3) 0.43796(18) 0.99160(19) 0.0226(8) Uani 1 1 d . . .
C7B C 0.6180(3) -0.2749(2) 0.7268(2) 0.0308(9) Uani 1 1 d . . .
H7B H 0.5951 -0.2801 0.7746 0.037 Uiso 1 1 calc R . .
C8A C 0.7877(3) 0.4527(2) 0.92316(19) 0.0244(8) Uani 1 1 d . . .
H8A H 0.7879 0.4175 0.8861 0.029 Uiso 1 1 calc R . .
C8B C 0.6699(3) -0.3308(2) 0.6938(2) 0.0308(9) Uani 1 1 d . . .
H8B H 0.6808 -0.3735 0.7209 0.037 Uiso 1 1 calc R . .
C9A C 0.8917(3) 0.36649(19) 0.9989(2) 0.0235(8) Uani 1 1 d . . .
C9B C 0.6899(3) -0.26448(19) 0.5895(2) 0.0279(9) Uani 1 1 d . . .
H9B H 0.7152 -0.2601 0.5423 0.033 Uiso 1 1 calc R . .
C10A C 0.8683(3) 0.3144(2) 1.0521(2) 0.0272(9) Uani 1 1 d . . .
H10A H 0.8195 0.3248 1.0867 0.033 Uiso 1 1 calc R . .
C10B C 0.6394(3) -0.20604(19) 0.6175(2) 0.0265(9) Uani 1 1 d . . .
H10B H 0.6310 -0.1634 0.5899 0.032 Uiso 1 1 calc R . .
C11A C 0.9176(3) 0.24735(19) 1.0535(2) 0.0278(9) Uani 1 1 d . . .
H11A H 0.8996 0.2125 1.0881 0.033 Uiso 1 1 calc R . .
C12A C 0.9931(3) 0.23099(19) 1.0044(2) 0.0240(8) Uani 1 1 d . . .
C13A C 1.0177(3) 0.28356(18) 0.9522(2) 0.0272(9) Uani 1 1 d . . .
H13A H 1.0684 0.2737 0.9190 0.033 Uiso 1 1 calc R . .
C14A C 0.9672(3) 0.3507(2) 0.9491(2) 0.0289(9) Uani 1 1 d . . .
H14A H 0.9840 0.3850 0.9137 0.035 Uiso 1 1 calc R . .
C15A C 1.0469(3) 0.15851(19) 1.00457(19) 0.0215(8) Uani 1 1 d . . .
C16A C 0.8896(3) 0.48003(18) 1.1214(2) 0.0235(8) Uani 1 1 d . . .
C17A C 0.8374(3) 0.4941(2) 1.1857(2) 0.0314(9) Uani 1 1 d . . .
H17A H 0.7695 0.5087 1.1822 0.038 Uiso 1 1 calc R . .
C18A C 0.8852(3) 0.4866(2) 1.2548(2) 0.0305(9) Uani 1 1 d . . .
H18A H 0.8491 0.4964 1.2970 0.037 Uiso 1 1 calc R . .
C19A C 0.9870(3) 0.46443(19) 1.26183(19) 0.0225(8) Uani 1 1 d . . .
C20A C 1.0395(3) 0.45124(19) 1.1979(2) 0.0230(8) Uani 1 1 d . . .
H20A H 1.1078 0.4374 1.2013 0.028 Uiso 1 1 calc R . .
C21A C 0.9910(3) 0.45850(18) 1.12900(19) 0.0221(8) Uani 1 1 d . . .
H21A H 1.0273 0.4487 1.0869 0.027 Uiso 1 1 calc R . .
C22A C 0.9617(3) -0.04345(18) 1.16324(19) 0.0220(8) Uani 1 1 d . . .
N1 N 0.6833(2) -0.09792(16) 0.97291(16) 0.0246(7) Uani 1 1 d . . .
N2 N 0.5088(3) -0.15529(19) 0.78459(19) 0.0344(8) Uani 1 1 d . . .
N3 N 0.5451(3) -0.15346(19) 0.71467(18) 0.0350(8) Uani 1 1 d D . .
N4 N 0.7055(2) -0.32848(16) 0.62591(17) 0.0248(7) Uani 1 1 d . . .
O1A O 0.68545(19) 0.53494(13) 0.84574(13) 0.0297(6) Uani 1 1 d . . .
O1F O 0.84065(18) 0.01097(12) 1.01475(13) 0.0220(6) Uani 1 1 d . . .
O1W O 0.6592(2) -0.01127(14) 1.11239(14) 0.0322(6) Uani 1 1 d . . .
O2A O 0.6929(2) 0.63799(14) 0.95394(14) 0.0330(6) Uani 1 1 d . . .
O2F O 0.7191(3) 0.09591(18) 1.0290(2) 0.0779(13) Uani 1 1 d . . .
O3A O 1.12497(18) 0.15581(13) 0.96616(14) 0.0287(6) Uani 1 1 d . . .
O4A O 1.01083(18) 0.10697(12) 1.04067(13) 0.0238(6) Uani 1 1 d . . .
O5A O 0.86740(19) -0.05740(13) 1.16188(13) 0.0267(6) Uani 1 1 d . . .
O6A O 1.01743(18) -0.03710(13) 1.10848(13) 0.0241(6) Uani 1 1 d . . .
Co1 Co 1.0000 0.0000 1.0000 0.01703(18) Uani 1 2 d S . .
Co2 Co 0.77499(4) -0.08018(3) 1.07110(3) 0.02057(15) Uani 1 1 d . . .
H1F H 0.841(3) 0.099(2) 0.962(2) 0.034(10) Uiso 1 1 d . . .
H2BN H 0.446(3) -0.1622(17) 0.7923(17) 0.010(9) Uiso 1 1 d . . .
H3BN H 0.5520 -0.1168 0.6988 0.030(13) Uiso 1 1 d 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
C1A O1A 1.432(4) . ?
C1B N1 1.328(5) . ?
C1B C2B 1.373(5) . ?
C1F O2F 1.253(5) . ?
C1F O1F 1.272(5) . ?
C2A O2A 1.437(5) . ?
C2B C3B 1.393(5) . ?
C3A O1A 1.368(4) . ?
C3A C8A 1.379(5) . ?
C3A C4A 1.394(5) . ?
C3B N2 1.367(5) . ?
C3B C4B 1.402(5) . ?
C4A C5A 1.368(5) . ?
C4A O2A 1.383(4) . ?
C4B C5B 1.391(5) . ?
C5A C6A 1.394(5) . ?
C5B N1 1.343(5) . ?
C6A C7A 1.394(5) . ?
C6A C16A 1.497(5) . ?
C6B N3 1.372(5) . ?
C6B C10B 1.385(5) . ?
C6B C7B 1.389(5) . ?
C7A C8A 1.413(5) . ?
C7A C9A 1.484(5) . ?
C7B C8B 1.376(5) . ?
C8B N4 1.331(5) . ?
C9A C14A 1.392(5) . ?
C9A C10A 1.395(5) . ?
C9B N4 1.355(4) . ?
C9B C10B 1.364(5) . ?
C10A C11A 1.385(5) . ?
C11A C12A 1.386(5) . ?
C12A C13A 1.393(5) . ?
C12A C15A 1.500(5) . ?
C13A C14A 1.393(5) . ?
C15A O4A 1.249(4) . ?
C15A O3A 1.258(4) . ?
C16A C21A 1.389(5) . ?
C16A C17A 1.395(5) . ?
C17A C18A 1.387(5) . ?
C18A C19A 1.396(5) . ?
C19A C20A 1.390(5) . ?
C19A C22A 1.501(5) 2_757 ?
C20A C21A 1.387(5) . ?
C22A O6A 1.258(4) . ?
C22A O5A 1.262(4) . ?
C22A C19A 1.501(5) 2_747 ?
N1 Co2 2.137(3) . ?
N2 N3 1.369(4) . ?
N4 Co2 2.159(3) 4 ?
O1F Co1 2.125(2) . ?
O1F Co2 2.148(2) . ?
O1W Co2 2.128(2) . ?
O3A Co2 2.036(2) 3_757 ?
O4A Co1 2.091(2) . ?
O5A Co2 2.052(2) . ?
O6A Co1 2.084(2) . ?
Co1 O6A 2.084(2) 3_757 ?
Co1 O4A 2.091(2) 3_757 ?
Co1 O1F 2.125(2) 3_757 ?
Co2 O3A 2.036(2) 3_757 ?
Co2 N4 2.159(3) 4_556 ?

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
N1 C1B C2B 125.2(4) . . ?
O2F C1F O1F 125.5(4) . . ?
C1B C2B C3B 118.7(3) . . ?
O1A C3A C8A 124.2(3) . . ?
O1A C3A C4A 117.2(3) . . ?
C8A C3A C4A 118.6(3) . . ?
N2 C3B C2B 120.1(3) . . ?
N2 C3B C4B 122.2(4) . . ?
C2B C3B C4B 117.7(3) . . ?
C5A C4A O2A 119.6(3) . . ?
C5A C4A C3A 120.1(3) . . ?
O2A C4A C3A 120.3(3) . . ?
C5B C4B C3B 118.4(4) . . ?
C4A C5A C6A 122.4(3) . . ?
N1 C5B C4B 123.9(4) . . ?
C5A C6A C7A 118.0(3) . . ?
C5A C6A C16A 118.8(3) . . ?
C7A C6A C16A 123.1(3) . . ?
N3 C6B C10B 119.9(3) . . ?
N3 C6B C7B 122.7(4) . . ?
C10B C6B C7B 117.4(3) . . ?
C6A C7A C8A 119.2(3) . . ?
C6A C7A C9A 123.9(3) . . ?
C8A C7A C9A 116.9(3) . . ?
C8B C7B C6B 118.7(4) . . ?
C3A C8A C7A 121.5(3) . . ?
N4 C8B C7B 124.9(4) . . ?
C14A C9A C10A 119.0(3) . . ?
C14A C9A C7A 117.9(3) . . ?
C10A C9A C7A 123.2(3) . . ?
N4 C9B C10B 124.1(4) . . ?
C11A C10A C9A 120.1(3) . . ?
C9B C10B C6B 119.5(3) . . ?
C10A C11A C12A 121.5(4) . . ?
C11A C12A C13A 118.3(3) . . ?
C11A C12A C15A 122.4(3) . . ?
C13A C12A C15A 119.3(3) . . ?
C14A C13A C12A 120.9(3) . . ?
C9A C14A C13A 120.3(3) . . ?
O4A C15A O3A 126.2(3) . . ?
O4A C15A C12A 118.6(3) . . ?
O3A C15A C12A 115.2(3) . . ?
C21A C16A C17A 117.7(3) . . ?
C21A C16A C6A 122.5(3) . . ?
C17A C16A C6A 119.8(3) . . ?
C18A C17A C16A 121.1(4) . . ?
C17A C18A C19A 120.8(4) . . ?
C20A C19A C18A 118.3(3) . . ?
C20A C19A C22A 121.2(3) . 2_757 ?
C18A C19A C22A 120.5(3) . 2_757 ?
C21A C20A C19A 120.5(3) . . ?
C20A C21A C16A 121.6(3) . . ?
O6A C22A O5A 126.8(3) . . ?
O6A C22A C19A 116.7(3) . 2_747 ?
O5A C22A C19A 116.5(3) . 2_747 ?
C1B N1 C5B 116.1(3) . . ?
C1B N1 Co2 122.3(3) . . ?
C5B N1 Co2 121.5(2) . . ?
C3B N2 N3 122.4(3) . . ?
N2 N3 C6B 121.2(3) . . ?
C8B N4 C9B 115.2(3) . . ?
C8B N4 Co2 124.5(2) . 4 ?
C9B N4 Co2 120.1(2) . 4 ?
C3A O1A C1A 117.2(3) . . ?
C1F O1F Co1 118.6(2) . . ?
C1F O1F Co2 127.0(3) . . ?
Co1 O1F Co2 113.49(10) . . ?
C4A O2A C2A 113.0(3) . . ?
C15A O3A Co2 139.1(2) . 3_757 ?
C15A O4A Co1 122.8(2) . . ?
C22A O5A Co2 127.4(2) . . ?
C22A O6A Co1 136.5(2) . . ?
O6A Co1 O6A 180.0 3_757 . ?
O6A Co1 O4A 88.15(9) 3_757 3_757 ?
O6A Co1 O4A 91.85(9) . 3_757 ?
O6A Co1 O4A 91.85(9) 3_757 . ?
O6A Co1 O4A 88.15(9) . . ?
O4A Co1 O4A 180.0 3_757 . ?
O6A Co1 O1F 90.65(9) 3_757 . ?
O6A Co1 O1F 89.35(9) . . ?
O4A Co1 O1F 94.43(9) 3_757 . ?
O4A Co1 O1F 85.57(9) . . ?
O6A Co1 O1F 89.35(9) 3_757 3_757 ?
O6A Co1 O1F 90.65(9) . 3_757 ?
O4A Co1 O1F 85.57(9) 3_757 3_757 ?
O4A Co1 O1F 94.43(9) . 3_757 ?
O1F Co1 O1F 180.0 . 3_757 ?
O3A Co2 O5A 91.93(10) 3_757 . ?
O3A Co2 O1W 173.51(10) 3_757 . ?
O5A Co2 O1W 90.41(10) . . ?
O3A Co2 N1 88.39(11) 3_757 . ?
O5A Co2 N1 176.19(11) . . ?
O1W Co2 N1 89.68(11) . . ?
O3A Co2 O1F 95.44(9) 3_757 . ?
O5A Co2 O1F 89.33(9) . . ?
O1W Co2 O1F 90.64(10) . . ?
N1 Co2 O1F 86.86(10) . . ?
O3A Co2 N4 85.14(11) 3_757 4_556 ?
O5A Co2 N4 92.01(10) . 4_556 ?
O1W Co2 N4 88.74(11) . 4_556 ?
N1 Co2 N4 91.80(11) . 4_556 ?
O1F Co2 N4 178.53(10) . 4_556 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.223
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.083
# SQUEEZE RESULTS (APPEND TO CIF)
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
1 -0.500 0.230 0.194 1594.5 294.4
_platon_squeeze_details          
; ?
;


