# 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 1446366'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H18 Co N4 O5'
_chemical_formula_weight         525.37

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           Orthorhombic
_symmetry_space_group_name_H-M   Pnna

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

_cell_length_a                   21.638(5)
_cell_length_b                   20.983(5)
_cell_length_c                   12.364(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5614(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    6233
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      28.3

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2152
_exptl_absorpt_coefficient_mu    0.650
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9088
_exptl_absorpt_correction_T_max  0.9498
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            35299
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_sigmaI/netI    0.0566
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         28.36
_reflns_number_total             7003
_reflns_number_gt                4524
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.1001P)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         7003
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1727
_refine_ls_wR_factor_gt          0.1500
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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
Co1 Co 0.082309(15) 0.049492(17) 0.49106(3) 0.03449(14) Uani 1 1 d . . .
O1 O 0.38036(11) 0.29133(12) 0.50607(15) 0.0641(7) Uani 1 1 d . . .
O5 O 0.08488(8) -0.03034(9) 0.58285(15) 0.0453(5) Uani 1 1 d . . .
O3 O 0.17007(8) 0.08065(10) 0.56263(17) 0.0516(5) Uani 1 1 d . . .
O4 O 0.01159(8) 0.06428(10) 0.38964(15) 0.0486(5) Uani 1 1 d . . .
O2 O 0.13050(9) 0.13610(10) 0.43106(18) 0.0581(6) Uani 1 1 d . . .
C10 C 0.12445(12) -0.09382(13) 0.7697(2) 0.0424(6) Uani 1 1 d . . .
H10 H 0.1510 -0.0633 0.7410 0.051 Uiso 1 1 calc R . .
C11 C 0.06608(11) -0.10265(12) 0.72495(19) 0.0350(5) Uani 1 1 d . . .
C1 C 0.32811(13) 0.25267(15) 0.5098(2) 0.0465(7) Uani 1 1 d . . .
C7 C 0.17302(12) 0.12731(14) 0.4986(2) 0.0420(6) Uani 1 1 d . . .
N4 N 0.03254(10) 0.09858(11) 0.61717(18) 0.0440(5) Uani 1 1 d . . .
C4 C 0.22718(13) 0.17185(13) 0.5033(2) 0.0422(6) Uani 1 1 d . . .
N3 N 0.12842(11) -0.00164(10) 0.36309(17) 0.0437(5) Uani 1 1 d . . .
C8 C 0.10429(13) -0.17511(13) 0.8991(2) 0.0457(7) Uani 1 1 d . . .
C16 C 0.14372(15) -0.01609(14) 0.1719(2) 0.0514(7) Uani 1 1 d . . .
C14 C 0.04506(12) -0.06288(11) 0.63161(19) 0.0361(5) Uani 1 1 d . . .
C25 C 0.04369(13) 0.08255(14) 0.7200(2) 0.0457(6) Uani 1 1 d . . .
H25 H 0.0765 0.0551 0.7338 0.055 Uiso 1 1 calc R . .
C9 C 0.14323(13) -0.13054(14) 0.8574(2) 0.0501(7) Uani 1 1 d . . .
H9 H 0.1822 -0.1246 0.8874 0.060 Uiso 1 1 calc R . .
C24 C 0.00958(15) 0.10418(15) 0.8072(2) 0.0533(7) Uani 1 1 d . . .
C5 C 0.23783(13) 0.21457(14) 0.4200(2) 0.0517(7) Uani 1 1 d . . .
H5 H 0.2106 0.2163 0.3619 0.062 Uiso 1 1 calc R . .
C2 C 0.31828(14) 0.21115(15) 0.5934(2) 0.0540(7) Uani 1 1 d . . .
H2 H 0.3451 0.2102 0.6522 0.065 Uiso 1 1 calc R . .
C6 C 0.28877(15) 0.25492(14) 0.4220(2) 0.0576(8) Uani 1 1 d . . .
H6 H 0.2962 0.2830 0.3653 0.069 Uiso 1 1 calc R . .
C12 C 0.02817(13) -0.14882(14) 0.7683(2) 0.0473(7) Uani 1 1 d . . .
H12 H -0.0106 -0.1556 0.7379 0.057 Uiso 1 1 calc R . .
C17 C 0.11410(14) 0.01121(14) 0.2603(2) 0.0473(7) Uani 1 1 d . . .
H17 H 0.0824 0.0401 0.2470 0.057 Uiso 1 1 calc R . .
C3 C 0.26763(13) 0.17032(14) 0.5893(2) 0.0502(7) Uani 1 1 d . . .
H3 H 0.2610 0.1416 0.6454 0.060 Uiso 1 1 calc R . .
N1 N 0.07871(14) 0.03592(16) 1.0443(2) 0.0710(9) Uani 1 1 d . . .
C26 C -0.01403(14) 0.13988(14) 0.6002(2) 0.0564(8) Uani 1 1 d . . .
H26 H -0.0218 0.1529 0.5295 0.068 Uiso 1 1 calc R . .
C13 C 0.04649(14) -0.18541(14) 0.8560(2) 0.0539(7) Uani 1 1 d . . .
H13 H 0.0203 -0.2162 0.8850 0.065 Uiso 1 1 calc R . .
N2 N 0.07027(15) 0.04787(14) 0.9350(2) 0.0691(8) Uani 1 1 d . . .
C15 C 0.12566(17) 0.00031(16) 0.0622(2) 0.0615(9) Uani 1 1 d . . .
H15 H 0.1485 -0.0153 0.0042 0.074 Uiso 1 1 calc R . .
C18 C 0.17436(14) -0.04319(14) 0.3803(3) 0.0546(8) Uani 1 1 d . . .
H18 H 0.1848 -0.0531 0.4513 0.066 Uiso 1 1 calc R . .
C23 C -0.03887(17) 0.14536(17) 0.7864(3) 0.0663(9) Uani 1 1 d . . .
H23 H -0.0633 0.1605 0.8426 0.080 Uiso 1 1 calc R . .
C22 C -0.05058(16) 0.16384(17) 0.6804(3) 0.0682(9) Uani 1 1 d . . .
H22 H -0.0826 0.1919 0.6645 0.082 Uiso 1 1 calc R . .
C20 C 0.19106(17) -0.05811(16) 0.1923(3) 0.0636(9) Uani 1 1 d . . .
H20 H 0.2124 -0.0771 0.1355 0.076 Uiso 1 1 calc R . .
C21 C 0.02444(17) 0.08395(17) 0.9168(2) 0.0641(9) Uani 1 1 d . . .
H21 H 0.0000 0.0977 0.9742 0.077 Uiso 1 1 calc R . .
C19 C 0.20661(17) -0.07179(18) 0.2987(3) 0.0696(10) Uani 1 1 d . . .
H19 H 0.2385 -0.1000 0.3142 0.083 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
Co1 O4 2.0026(18) . ?
Co1 O5 2.0240(18) . ?
Co1 N3 2.156(2) . ?
Co1 N4 2.157(2) . ?
Co1 O3 2.1947(19) . ?
Co1 O2 2.223(2) . ?
O1 C1 1.392(3) . ?
O1 C8 1.407(3) 4_556 ?
O5 C14 1.254(3) . ?
O3 C7 1.261(3) . ?
O4 C14 1.254(3) 5_556 ?
O2 C7 1.256(3) . ?
C10 C9 1.391(4) . ?
C10 C11 1.391(3) . ?
C11 C12 1.378(4) . ?
C11 C14 1.495(3) . ?
C1 C2 1.368(4) . ?
C1 C6 1.380(4) . ?
C7 C4 1.500(4) . ?
N4 C25 1.337(3) . ?
N4 C26 1.346(4) . ?
C4 C3 1.378(4) . ?
C4 C5 1.385(4) . ?
N3 C17 1.336(3) . ?
N3 C18 1.339(4) . ?
C8 C9 1.360(4) . ?
C8 C13 1.377(4) . ?
C8 O1 1.407(3) 4_546 ?
C16 C20 1.375(5) . ?
C16 C17 1.390(4) . ?
C16 C15 1.453(4) . ?
C14 O4 1.254(3) 5_556 ?
C25 C24 1.383(4) . ?
C24 C23 1.383(5) . ?
C24 C21 1.456(4) . ?
C5 C6 1.390(4) . ?
C2 C3 1.392(4) . ?
C12 C13 1.387(4) . ?
N1 C15 1.280(4) 1_556 ?
N1 N2 1.388(4) . ?
C26 C22 1.365(4) . ?
N2 C21 1.268(4) . ?
C15 N1 1.280(4) 1_554 ?
C18 C19 1.366(5) . ?
C23 C22 1.390(5) . ?
C20 C19 1.388(5) . ?

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
O4 Co1 O5 120.02(8) . . ?
O4 Co1 N3 88.35(9) . . ?
O5 Co1 N3 89.25(8) . . ?
O4 Co1 N4 89.84(9) . . ?
O5 Co1 N4 90.21(8) . . ?
N3 Co1 N4 177.53(8) . . ?
O4 Co1 O3 150.17(8) . . ?
O5 Co1 O3 89.81(8) . . ?
N3 Co1 O3 92.50(9) . . ?
N4 Co1 O3 89.90(8) . . ?
O4 Co1 O2 91.31(8) . . ?
O5 Co1 O2 148.31(7) . . ?
N3 Co1 O2 86.84(9) . . ?
N4 Co1 O2 94.88(9) . . ?
O3 Co1 O2 59.01(7) . . ?
C1 O1 C8 117.1(2) . 4_556 ?
C14 O5 Co1 134.53(17) . . ?
C7 O3 Co1 91.26(16) . . ?
C14 O4 Co1 150.99(18) 5_556 . ?
C7 O2 Co1 90.10(17) . . ?
C9 C10 C11 120.1(3) . . ?
C12 C11 C10 118.6(2) . . ?
C12 C11 C14 120.8(2) . . ?
C10 C11 C14 120.6(2) . . ?
C2 C1 C6 121.3(3) . . ?
C2 C1 O1 121.5(3) . . ?
C6 C1 O1 117.1(3) . . ?
O2 C7 O3 119.6(2) . . ?
O2 C7 C4 120.4(3) . . ?
O3 C7 C4 119.9(2) . . ?
C25 N4 C26 116.5(2) . . ?
C25 N4 Co1 118.50(18) . . ?
C26 N4 Co1 124.66(19) . . ?
C3 C4 C5 118.9(3) . . ?
C3 C4 C7 120.8(2) . . ?
C5 C4 C7 120.3(2) . . ?
C17 N3 C18 117.1(3) . . ?
C17 N3 Co1 119.37(19) . . ?
C18 N3 Co1 123.4(2) . . ?
C9 C8 C13 121.6(2) . . ?
C9 C8 O1 120.9(3) . 4_546 ?
C13 C8 O1 117.3(3) . 4_546 ?
C20 C16 C17 117.6(3) . . ?
C20 C16 C15 121.6(3) . . ?
C17 C16 C15 120.8(3) . . ?
O5 C14 O4 125.7(2) . 5_556 ?
O5 C14 C11 117.8(2) . . ?
O4 C14 C11 116.5(2) 5_556 . ?
N4 C25 C24 124.2(3) . . ?
C8 C9 C10 119.7(3) . . ?
C23 C24 C25 117.6(3) . . ?
C23 C24 C21 121.5(3) . . ?
C25 C24 C21 120.8(3) . . ?
C4 C5 C6 120.8(3) . . ?
C1 C2 C3 119.1(3) . . ?
C1 C6 C5 118.9(3) . . ?
C11 C12 C13 121.5(3) . . ?
N3 C17 C16 123.9(3) . . ?
C4 C3 C2 120.9(3) . . ?
C15 N1 N2 112.2(3) 1_556 . ?
N4 C26 C22 123.9(3) . . ?
C8 C13 C12 118.4(3) . . ?
C21 N2 N1 112.5(3) . . ?
N1 C15 C16 120.8(3) 1_554 . ?
N3 C18 C19 123.2(3) . . ?
C24 C23 C22 119.2(3) . . ?
C26 C22 C23 118.5(3) . . ?
C16 C20 C19 119.2(3) . . ?
N2 C21 C24 120.8(3) . . ?
C18 C19 C20 119.0(3) . . ?

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
O4 Co1 O5 C14 -37.4(3) . . . . ?
N3 Co1 O5 C14 -125.0(3) . . . . ?
N4 Co1 O5 C14 52.6(3) . . . . ?
O3 Co1 O5 C14 142.5(3) . . . . ?
O2 Co1 O5 C14 152.2(2) . . . . ?
O4 Co1 O3 C7 -6.7(3) . . . . ?
O5 Co1 O3 C7 173.56(17) . . . . ?
N3 Co1 O3 C7 84.32(17) . . . . ?
N4 Co1 O3 C7 -96.23(17) . . . . ?
O2 Co1 O3 C7 -0.48(15) . . . . ?
O5 Co1 O4 C14 41.9(4) . . . 5_556 ?
N3 Co1 O4 C14 130.1(4) . . . 5_556 ?
N4 Co1 O4 C14 -48.3(4) . . . 5_556 ?
O3 Co1 O4 C14 -137.8(3) . . . 5_556 ?
O2 Co1 O4 C14 -143.1(4) . . . 5_556 ?
O4 Co1 O2 C7 177.38(17) . . . . ?
O5 Co1 O2 C7 -10.9(3) . . . . ?
N3 Co1 O2 C7 -94.35(17) . . . . ?
N4 Co1 O2 C7 87.43(17) . . . . ?
O3 Co1 O2 C7 0.48(15) . . . . ?
C9 C10 C11 C12 -0.9(4) . . . . ?
C9 C10 C11 C14 179.2(2) . . . . ?
C8 O1 C1 C2 -47.6(4) 4_556 . . . ?
C8 O1 C1 C6 136.6(3) 4_556 . . . ?
Co1 O2 C7 O3 -0.8(3) . . . . ?
Co1 O2 C7 C4 179.1(2) . . . . ?
Co1 O3 C7 O2 0.8(3) . . . . ?
Co1 O3 C7 C4 -179.1(2) . . . . ?
O4 Co1 N4 C25 151.7(2) . . . . ?
O5 Co1 N4 C25 31.7(2) . . . . ?
O3 Co1 N4 C25 -58.2(2) . . . . ?
O2 Co1 N4 C25 -117.0(2) . . . . ?
O4 Co1 N4 C26 -21.0(2) . . . . ?
O5 Co1 N4 C26 -141.0(2) . . . . ?
O3 Co1 N4 C26 129.2(2) . . . . ?
O2 Co1 N4 C26 70.3(2) . . . . ?
O2 C7 C4 C3 167.3(3) . . . . ?
O3 C7 C4 C3 -12.8(4) . . . . ?
O2 C7 C4 C5 -13.7(4) . . . . ?
O3 C7 C4 C5 166.2(3) . . . . ?
O4 Co1 N3 C17 24.9(2) . . . . ?
O5 Co1 N3 C17 144.9(2) . . . . ?
O3 Co1 N3 C17 -125.3(2) . . . . ?
O2 Co1 N3 C17 -66.5(2) . . . . ?
O4 Co1 N3 C18 -159.9(2) . . . . ?
O5 Co1 N3 C18 -39.8(2) . . . . ?
O3 Co1 N3 C18 50.0(2) . . . . ?
O2 Co1 N3 C18 108.7(2) . . . . ?
Co1 O5 C14 O4 22.6(4) . . . 5_556 ?
Co1 O5 C14 C11 -156.02(18) . . . . ?
C12 C11 C14 O5 -166.9(3) . . . . ?
C10 C11 C14 O5 13.0(4) . . . . ?
C12 C11 C14 O4 14.3(4) . . . 5_556 ?
C10 C11 C14 O4 -165.8(2) . . . 5_556 ?
C26 N4 C25 C24 2.0(4) . . . . ?
Co1 N4 C25 C24 -171.3(2) . . . . ?
C13 C8 C9 C10 0.6(4) . . . . ?
O1 C8 C9 C10 -173.9(2) 4_546 . . . ?
C11 C10 C9 C8 0.0(4) . . . . ?
N4 C25 C24 C23 -0.5(5) . . . . ?
N4 C25 C24 C21 179.4(3) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C7 C4 C5 C6 -178.3(3) . . . . ?
C6 C1 C2 C3 0.2(5) . . . . ?
O1 C1 C2 C3 -175.4(3) . . . . ?
C2 C1 C6 C5 0.8(5) . . . . ?
O1 C1 C6 C5 176.6(3) . . . . ?
C4 C5 C6 C1 -1.3(5) . . . . ?
C10 C11 C12 C13 1.2(4) . . . . ?
C14 C11 C12 C13 -178.9(3) . . . . ?
C18 N3 C17 C16 0.3(4) . . . . ?
Co1 N3 C17 C16 175.8(2) . . . . ?
C20 C16 C17 N3 -0.9(5) . . . . ?
C15 C16 C17 N3 -179.9(3) . . . . ?
C5 C4 C3 C2 0.4(4) . . . . ?
C7 C4 C3 C2 179.4(3) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C25 N4 C26 C22 -2.1(5) . . . . ?
Co1 N4 C26 C22 170.6(3) . . . . ?
C9 C8 C13 C12 -0.3(4) . . . . ?
O1 C8 C13 C12 174.4(3) 4_546 . . . ?
C11 C12 C13 C8 -0.6(5) . . . . ?
C15 N1 N2 C21 -178.9(4) 1_556 . . . ?
C20 C16 C15 N1 175.0(4) . . . 1_554 ?
C17 C16 C15 N1 -6.1(5) . . . 1_554 ?
C17 N3 C18 C19 0.5(5) . . . . ?
Co1 N3 C18 C19 -174.8(3) . . . . ?
C25 C24 C23 C22 -0.9(5) . . . . ?
C21 C24 C23 C22 179.2(3) . . . . ?
N4 C26 C22 C23 0.8(5) . . . . ?
C24 C23 C22 C26 0.8(6) . . . . ?
C17 C16 C20 C19 0.6(5) . . . . ?
C15 C16 C20 C19 179.6(3) . . . . ?
N1 N2 C21 C24 177.4(3) . . . . ?
C23 C24 C21 N2 -177.6(4) . . . . ?
C25 C24 C21 N2 2.5(5) . . . . ?
N3 C18 C19 C20 -0.7(6) . . . . ?
C16 C20 C19 C18 0.1(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.36
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.091
# 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 0.250 0.045 -0.130 643.7 142.9
2 0.750 0.051 0.113 643.8 143.1
_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_2
_database_code_depnum_ccdc_archive 'CCDC 1446367'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H25 Co N5 O6'
_chemical_formula_weight         598.47

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                   14.556(5)
_cell_length_b                   12.648(5)
_cell_length_c                   17.312(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.840(5)
_cell_angle_gamma                90.00
_cell_volume                     2978.7(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    8527
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      26.7

_exptl_crystal_description       cube
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1236
_exptl_absorpt_coefficient_mu    0.625
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6349
_exptl_absorpt_correction_T_max  0.9402
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            37218
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         26.71
_reflns_number_total             6188
_reflns_number_gt                4897
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.1609P)²+8.2327P] 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         6188
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0728
_refine_ls_wR_factor_ref         0.2355
_refine_ls_wR_factor_gt          0.2205
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Co1 Co 0.60542(4) 0.03153(4) 0.11054(3) 0.0218(2) Uani 1 1 d . . .
O2 O 0.6903(2) 0.0891(3) 0.23492(19) 0.0292(7) Uani 1 1 d . . .
O3 O 0.7538(2) -0.0272(2) 0.1750(2) 0.0331(8) Uani 1 1 d . . .
O1 O 1.1259(2) 0.0600(3) 0.5005(2) 0.0320(8) Uani 1 1 d . . .
O4 O 0.4915(2) 0.1297(2) 0.10825(19) 0.0268(7) Uani 1 1 d . . .
N4 N 0.5395(3) -0.0953(3) 0.1536(2) 0.0253(8) Uani 1 1 d . . .
O5 O 0.5997(2) -0.0519(2) 0.0088(2) 0.0289(7) Uani 1 1 d . . .
C12 C 0.3344(3) 0.2027(3) 0.0349(3) 0.0246(9) Uani 1 1 d . . .
C1 C 0.7620(3) 0.0341(3) 0.2346(3) 0.0237(9) Uani 1 1 d . . .
C22 C 0.5065(3) -0.2813(4) 0.1591(3) 0.0288(10) Uani 1 1 d . . .
N1 N 0.6638(3) 0.1616(3) 0.0619(2) 0.0265(8) Uani 1 1 d . . .
C2 C 0.8585(3) 0.0427(3) 0.3049(3) 0.0251(9) Uani 1 1 d . . .
C14 C 0.4139(3) 0.1222(3) 0.0450(3) 0.0220(8) Uani 1 1 d . . .
C17 C 0.6816(3) 0.3491(4) 0.0469(3) 0.0317(10) Uani 1 1 d . . .
C9 C 0.2725(3) 0.3575(3) 0.0819(3) 0.0268(9) Uani 1 1 d . . .
H9 H 0.2791 0.4090 0.1219 0.032 Uiso 1 1 calc R . .
C8 C 1.1902(3) 0.1436(3) 0.5098(3) 0.0261(9) Uani 1 1 d . . .
C10 C 0.1786(3) 0.2782(4) -0.0494(3) 0.0297(10) Uani 1 1 d . . .
H10 H 0.1232 0.2775 -0.0974 0.036 Uiso 1 1 calc R . .
C7 C 0.8766(3) 0.1264(4) 0.3592(3) 0.0277(9) Uani 1 1 d . . .
H7 H 0.8284 0.1775 0.3523 0.033 Uiso 1 1 calc R . .
C26 C 0.5547(3) -0.1969(3) 0.1390(3) 0.0263(9) Uani 1 1 d . . .
H26 H 0.6002 -0.2115 0.1139 0.032 Uiso 1 1 calc R . .
C11 C 0.3445(3) 0.2817(3) 0.0938(3) 0.0258(9) Uani 1 1 d . . .
H11 H 0.4003 0.2832 0.1416 0.031 Uiso 1 1 calc R . .
C3 C 0.9313(4) -0.0339(4) 0.3153(3) 0.0372(12) Uani 1 1 d . . .
H3 H 0.9199 -0.0904 0.2787 0.045 Uiso 1 1 calc R . .
C13 C 0.2508(3) 0.2010(4) -0.0361(3) 0.0279(9) Uani 1 1 d . . .
H13 H 0.2429 0.1479 -0.0751 0.033 Uiso 1 1 calc R . .
C16 C 0.6431(3) 0.2613(3) 0.0752(3) 0.0284(9) Uani 1 1 d . . .
H16 H 0.6015 0.2732 0.1045 0.034 Uiso 1 1 calc R . .
C5 C 1.0370(3) 0.0594(4) 0.4334(3) 0.0276(9) Uani 1 1 d . . .
C23 C 0.4393(3) -0.2594(4) 0.1974(3) 0.0322(10) Uani 1 1 d . . .
H23 H 0.4054 -0.3139 0.2115 0.039 Uiso 1 1 calc R . .
C25 C 0.4743(3) -0.0759(4) 0.1908(3) 0.0300(10) Uani 1 1 d . . .
H25 H 0.4629 -0.0060 0.2013 0.036 Uiso 1 1 calc R . .
C19 C 0.7661(4) 0.2260(4) -0.0105(3) 0.0362(11) Uani 1 1 d . . .
H19 H 0.8077 0.2113 -0.0393 0.043 Uiso 1 1 calc R . .
C4 C 1.0201(3) -0.0256(4) 0.3800(3) 0.0373(12) Uani 1 1 d . . .
H4 H 1.0683 -0.0769 0.3876 0.045 Uiso 1 1 calc R . .
C6 C 0.9669(3) 0.1353(4) 0.4247(3) 0.0301(10) Uani 1 1 d . . .
H6 H 0.9790 0.1916 0.4615 0.036 Uiso 1 1 calc R . .
N2 N 0.6005(3) 0.4769(3) 0.1026(3) 0.0407(11) Uani 1 1 d . . .
N3 N 0.5930(3) -0.4132(3) 0.1137(3) 0.0399(10) Uani 1 1 d . . .
C20 C 0.6589(4) 0.4571(4) 0.0634(3) 0.0358(11) Uani 1 1 d . . .
H20 H 0.6872 0.5130 0.0451 0.043 Uiso 1 1 calc R . .
C18 C 0.7445(4) 0.3299(4) 0.0031(3) 0.0342(11) Uani 1 1 d . . .
H18 H 0.7714 0.3858 -0.0166 0.041 Uiso 1 1 calc R . .
C15 C 0.7245(3) 0.1446(4) 0.0196(3) 0.0317(10) Uani 1 1 d . . .
H15 H 0.7391 0.0753 0.0103 0.038 Uiso 1 1 calc R . .
C21 C 0.5254(4) -0.3916(4) 0.1412(3) 0.0321(10) Uani 1 1 d . . .
H21 H 0.4872 -0.4458 0.1502 0.039 Uiso 1 1 calc R . .
C24 C 0.4233(4) -0.1543(4) 0.2144(3) 0.0348(11) Uani 1 1 d . . .
H24 H 0.3797 -0.1376 0.2408 0.042 Uiso 1 1 calc R . .
N5 N 0.9260(12) 0.5517(10) 0.3600(9) 0.044(5) Uani 1 1 d . . .
O6 O 0.9283(12) 0.4011(9) 0.4244(12) 0.034(7) Uani 1 1 d . . .
C29 C 0.962(4) 0.447(2) 0.377(3) 0.043(5) Uani 1 1 d . . .
H29 H 1.0053 0.4165 0.3557 0.727 Uiso 1 1 calc R . .
C28 C 0.965(2) 0.6551(18) 0.3227(12) 0.036(2) Uani 1 1 d . . .
H28A H 0.9154 0.7087 0.3076 0.543 Uiso 1 1 calc R . .
H28B H 0.9796 0.6343 0.2748 0.543 Uiso 1 1 calc R . .
H28C H 1.0238 0.6824 0.3640 0.543 Uiso 1 1 calc R . .
C27 C 0.8072(19) 0.566(3) 0.3371(18) 0.049(3) Uani 1 1 d . . .
H27A H 0.7884 0.6368 0.3188 0.623 Uiso 1 1 calc R . .
H27B H 0.7910 0.5514 0.3851 0.623 Uiso 1 1 calc R . .
H27C H 0.7727 0.5172 0.2939 0.623 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
Co1 O5 2.030(3) . ?
Co1 O4 2.061(3) . ?
Co1 N4 2.135(4) . ?
Co1 N1 2.155(4) . ?
Co1 O3 2.179(3) . ?
Co1 O2 2.191(3) . ?
Co1 C1 2.516(4) . ?
O2 C1 1.256(5) . ?
O3 C1 1.262(5) . ?
O1 C8 1.383(5) . ?
O1 C5 1.398(5) . ?
O4 C14 1.266(5) . ?
N4 C26 1.343(6) . ?
N4 C25 1.346(6) . ?
O5 C14 1.251(5) 3_655 ?
C12 C13 1.389(6) . ?
C12 C11 1.398(6) . ?
C12 C14 1.504(6) . ?
C1 C2 1.499(6) . ?
C22 C26 1.388(6) . ?
C22 C23 1.391(7) . ?
C22 C21 1.476(7) . ?
N1 C16 1.335(6) . ?
N1 C15 1.350(6) . ?
C2 C7 1.377(6) . ?
C2 C3 1.400(6) . ?
C14 O5 1.251(5) 3_655 ?
C17 C18 1.404(7) . ?
C17 C16 1.408(7) . ?
C17 C20 1.456(7) . ?
C9 C11 1.381(6) . ?
C9 C8 1.389(6) 4_465 ?
C8 C9 1.389(6) 4_666 ?
C8 C10 1.392(6) 4_666 ?
C10 C8 1.392(6) 4_465 ?
C10 C13 1.392(6) . ?
C7 C6 1.403(6) . ?
C3 C4 1.380(7) . ?
C5 C6 1.369(7) . ?
C5 C4 1.381(7) . ?
C23 C24 1.398(7) . ?
C25 C24 1.384(7) . ?
C19 C15 1.386(7) . ?
C19 C18 1.391(7) . ?
N2 C20 1.287(7) . ?
N2 N3 1.412(6) 1_565 ?
N3 C21 1.266(7) . ?
N3 N2 1.412(6) 1_545 ?
N5 C29 1.41(3) . ?
N5 C27 1.64(3) . ?
N5 C28 1.65(2) . ?
O6 C29 1.23(2) . ?

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
O5 Co1 O4 120.83(12) . . ?
O5 Co1 N4 91.59(14) . . ?
O4 Co1 N4 90.07(13) . . ?
O5 Co1 N1 87.57(14) . . ?
O4 Co1 N1 87.65(13) . . ?
N4 Co1 N1 176.72(13) . . ?
O5 Co1 O3 89.66(12) . . ?
O4 Co1 O3 149.27(12) . . ?
N4 Co1 O3 92.98(13) . . ?
N1 Co1 O3 90.19(14) . . ?
O5 Co1 O2 149.36(12) . . ?
O4 Co1 O2 89.26(12) . . ?
N4 Co1 O2 94.16(13) . . ?
N1 Co1 O2 88.16(13) . . ?
O3 Co1 O2 60.02(11) . . ?
O5 Co1 C1 119.51(13) . . ?
O4 Co1 C1 119.16(13) . . ?
N4 Co1 C1 95.43(13) . . ?
N1 Co1 C1 87.74(14) . . ?
O3 Co1 C1 30.11(13) . . ?
O2 Co1 C1 29.96(13) . . ?
C1 O2 Co1 89.5(3) . . ?
C1 O3 Co1 89.9(3) . . ?
C8 O1 C5 119.3(3) . . ?
C14 O4 Co1 115.8(3) . . ?
C26 N4 C25 117.1(4) . . ?
C26 N4 Co1 121.9(3) . . ?
C25 N4 Co1 120.7(3) . . ?
C14 O5 Co1 164.2(3) 3_655 . ?
C13 C12 C11 119.3(4) . . ?
C13 C12 C14 119.2(4) . . ?
C11 C12 C14 121.4(4) . . ?
O2 C1 O3 120.4(4) . . ?
O2 C1 C2 119.8(4) . . ?
O3 C1 C2 119.8(4) . . ?
O2 C1 Co1 60.6(2) . . ?
O3 C1 Co1 60.0(2) . . ?
C2 C1 Co1 175.2(3) . . ?
C26 C22 C23 118.1(4) . . ?
C26 C22 C21 121.7(4) . . ?
C23 C22 C21 120.3(4) . . ?
C16 N1 C15 118.3(4) . . ?
C16 N1 Co1 120.6(3) . . ?
C15 N1 Co1 121.0(3) . . ?
C7 C2 C3 119.5(4) . . ?
C7 C2 C1 120.4(4) . . ?
C3 C2 C1 120.1(4) . . ?
O5 C14 O4 123.6(4) 3_655 . ?
O5 C14 C12 118.9(4) 3_655 . ?
O4 C14 C12 117.6(4) . . ?
C18 C17 C16 117.9(4) . . ?
C18 C17 C20 120.4(4) . . ?
C16 C17 C20 121.7(5) . . ?
C11 C9 C8 119.6(4) . 4_465 ?
O1 C8 C9 115.4(4) . 4_666 ?
O1 C8 C10 123.9(4) . 4_666 ?
C9 C8 C10 120.6(4) 4_666 4_666 ?
C8 C10 C13 119.3(4) 4_465 . ?
C2 C7 C6 120.7(4) . . ?
N4 C26 C22 123.8(4) . . ?
C9 C11 C12 120.6(4) . . ?
C4 C3 C2 120.0(4) . . ?
C12 C13 C10 120.5(4) . . ?
N1 C16 C17 122.9(4) . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 O1 121.3(4) . . ?
C4 C5 O1 116.9(4) . . ?
C22 C23 C24 119.1(4) . . ?
N4 C25 C24 123.6(4) . . ?
C15 C19 C18 118.9(5) . . ?
C3 C4 C5 119.6(4) . . ?
C5 C6 C7 118.7(4) . . ?
C20 N2 N3 111.2(4) . 1_565 ?
C21 N3 N2 111.8(4) . 1_545 ?
N2 C20 C17 121.6(4) . . ?
C19 C18 C17 119.0(4) . . ?
N1 C15 C19 122.9(4) . . ?
N3 C21 C22 120.8(4) . . ?
C25 C24 C23 118.2(5) . . ?
C29 N5 C27 115(3) . . ?
C29 N5 C28 132(2) . . ?
C27 N5 C28 108(2) . . ?
O6 C29 N5 113(3) . . ?

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
O5 Co1 O2 C1 -6.6(4) . . . . ?
O4 Co1 O2 C1 -176.3(3) . . . . ?
N4 Co1 O2 C1 93.6(3) . . . . ?
N1 Co1 O2 C1 -88.7(3) . . . . ?
O3 Co1 O2 C1 2.6(2) . . . . ?
O5 Co1 O3 C1 172.7(3) . . . . ?
O4 Co1 O3 C1 -0.5(4) . . . . ?
N4 Co1 O3 C1 -95.7(3) . . . . ?
N1 Co1 O3 C1 85.2(3) . . . . ?
O2 Co1 O3 C1 -2.6(2) . . . . ?
O5 Co1 O4 C14 10.1(3) . . . . ?
N4 Co1 O4 C14 -81.8(3) . . . . ?
N1 Co1 O4 C14 95.9(3) . . . . ?
O3 Co1 O4 C14 -177.7(3) . . . . ?
O2 Co1 O4 C14 -175.9(3) . . . . ?
C1 Co1 O4 C14 -178.0(3) . . . . ?
O5 Co1 N4 C26 32.3(3) . . . . ?
O4 Co1 N4 C26 153.2(3) . . . . ?
O3 Co1 N4 C26 -57.4(3) . . . . ?
O2 Co1 N4 C26 -117.6(3) . . . . ?
C1 Co1 N4 C26 -87.5(3) . . . . ?
O5 Co1 N4 C25 -142.1(3) . . . . ?
O4 Co1 N4 C25 -21.3(3) . . . . ?
O3 Co1 N4 C25 128.1(3) . . . . ?
O2 Co1 N4 C25 68.0(3) . . . . ?
C1 Co1 N4 C25 98.0(3) . . . . ?
O4 Co1 O5 C14 -91.8(10) . . . 3_655 ?
N4 Co1 O5 C14 -0.8(10) . . . 3_655 ?
N1 Co1 O5 C14 -177.6(11) . . . 3_655 ?
O3 Co1 O5 C14 92.2(11) . . . 3_655 ?
O2 Co1 O5 C14 100.1(11) . . . 3_655 ?
C1 Co1 O5 C14 96.4(10) . . . 3_655 ?
Co1 O2 C1 O3 -4.5(4) . . . . ?
Co1 O2 C1 C2 174.4(4) . . . . ?
Co1 O3 C1 O2 4.6(4) . . . . ?
Co1 O3 C1 C2 -174.4(4) . . . . ?
O5 Co1 C1 O2 176.2(2) . . . . ?
O4 Co1 C1 O2 4.2(3) . . . . ?
N4 Co1 C1 O2 -88.9(3) . . . . ?
N1 Co1 C1 O2 90.2(3) . . . . ?
O3 Co1 C1 O2 -175.5(4) . . . . ?
O5 Co1 C1 O3 -8.4(3) . . . . ?
O4 Co1 C1 O3 179.7(2) . . . . ?
N4 Co1 C1 O3 86.6(3) . . . . ?
N1 Co1 C1 O3 -94.3(3) . . . . ?
O2 Co1 C1 O3 175.5(4) . . . . ?
O5 Co1 N1 C16 146.9(3) . . . . ?
O4 Co1 N1 C16 25.9(3) . . . . ?
O3 Co1 N1 C16 -123.4(3) . . . . ?
O2 Co1 N1 C16 -63.4(3) . . . . ?
C1 Co1 N1 C16 -93.4(3) . . . . ?
O5 Co1 N1 C15 -35.3(3) . . . . ?
O4 Co1 N1 C15 -156.3(3) . . . . ?
O3 Co1 N1 C15 54.4(3) . . . . ?
O2 Co1 N1 C15 114.3(3) . . . . ?
C1 Co1 N1 C15 84.4(3) . . . . ?
O2 C1 C2 C7 -15.4(7) . . . . ?
O3 C1 C2 C7 163.6(4) . . . . ?
O2 C1 C2 C3 165.3(4) . . . . ?
O3 C1 C2 C3 -15.8(7) . . . . ?
Co1 O4 C14 O5 8.5(5) . . . 3_655 ?
Co1 O4 C14 C12 -171.4(3) . . . . ?
C13 C12 C14 O5 -3.9(6) . . . 3_655 ?
C11 C12 C14 O5 178.6(4) . . . 3_655 ?
C13 C12 C14 O4 176.1(4) . . . . ?
C11 C12 C14 O4 -1.5(6) . . . . ?
C5 O1 C8 C9 174.6(4) . . . 4_666 ?
C5 O1 C8 C10 -8.8(7) . . . 4_666 ?
C3 C2 C7 C6 -0.2(7) . . . . ?
C1 C2 C7 C6 -179.5(4) . . . . ?
C25 N4 C26 C22 0.8(6) . . . . ?
Co1 N4 C26 C22 -173.9(3) . . . . ?
C23 C22 C26 N4 -0.7(7) . . . . ?
C21 C22 C26 N4 179.6(4) . . . . ?
C8 C9 C11 C12 -1.3(7) 4_465 . . . ?
C13 C12 C11 C9 -0.1(7) . . . . ?
C14 C12 C11 C9 177.4(4) . . . . ?
C7 C2 C3 C4 0.5(8) . . . . ?
C1 C2 C3 C4 179.8(5) . . . . ?
C11 C12 C13 C10 1.3(7) . . . . ?
C14 C12 C13 C10 -176.3(4) . . . . ?
C8 C10 C13 C12 -1.0(7) 4_465 . . . ?
C15 N1 C16 C17 0.3(7) . . . . ?
Co1 N1 C16 C17 178.1(3) . . . . ?
C18 C17 C16 N1 -0.2(7) . . . . ?
C20 C17 C16 N1 -179.1(4) . . . . ?
C8 O1 C5 C6 -63.7(6) . . . . ?
C8 O1 C5 C4 121.3(5) . . . . ?
C26 C22 C23 C24 -0.3(6) . . . . ?
C21 C22 C23 C24 179.4(4) . . . . ?
C26 N4 C25 C24 0.1(6) . . . . ?
Co1 N4 C25 C24 174.8(3) . . . . ?
C2 C3 C4 C5 -0.9(9) . . . . ?
C6 C5 C4 C3 1.1(8) . . . . ?
O1 C5 C4 C3 176.2(5) . . . . ?
C4 C5 C6 C7 -0.8(7) . . . . ?
O1 C5 C6 C7 -175.6(4) . . . . ?
C2 C7 C6 C5 0.3(7) . . . . ?
N3 N2 C20 C17 177.8(5) 1_565 . . . ?
C18 C17 C20 N2 179.2(5) . . . . ?
C16 C17 C20 N2 -1.9(8) . . . . ?
C15 C19 C18 C17 0.1(7) . . . . ?
C16 C17 C18 C19 0.0(7) . . . . ?
C20 C17 C18 C19 178.9(5) . . . . ?
C16 N1 C15 C19 -0.1(7) . . . . ?
Co1 N1 C15 C19 -177.9(4) . . . . ?
C18 C19 C15 N1 -0.1(7) . . . . ?
N2 N3 C21 C22 178.5(4) 1_545 . . . ?
C26 C22 C21 N3 6.5(7) . . . . ?
C23 C22 C21 N3 -173.2(4) . . . . ?
N4 C25 C24 C23 -1.1(7) . . . . ?
C22 C23 C24 C25 1.1(7) . . . . ?
C27 N5 C29 O6 -46(5) . . . . ?
C28 N5 C29 O6 162(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        26.71
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.143
####################################################################### 
# 
# 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 1446368'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H18 N4 O5 Zn'
_chemical_formula_weight         531.81

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   10.284(5)
_cell_length_b                   19.302(5)
_cell_length_c                   11.701(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.472(5)
_cell_angle_gamma                90.00
_cell_volume                     2267.9(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    5792
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      26.7

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    1.131
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8487
_exptl_absorpt_correction_T_max  0.8953
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            14438
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.67
_reflns_number_total             2357
_reflns_number_gt                2152
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.0523P)²+2.3445P] 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         2357
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0922
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 0.202282(17) 0.2500 0.01900(13) Uani 1 2 d S . .
O1 O -0.5000 -0.02895(10) -0.2500 0.0244(5) Uani 1 2 d S . .
O2 O 0.01023(14) 0.10880(8) 0.08366(14) 0.0268(3) Uani 1 1 d . . .
O3 O -0.15376(15) 0.16405(8) 0.14082(13) 0.0260(3) Uani 1 1 d . . .
N1 N -0.0085(2) 0.30095(9) 0.68924(16) 0.0247(4) Uani 1 1 d . . .
C4 C -0.2137(2) 0.07983(10) -0.00974(17) 0.0180(4) Uani 1 1 d . . .
C2 C -0.2716(2) -0.00345(10) -0.16718(17) 0.0208(4) Uani 1 1 d . . .
H2 H -0.2461 -0.0354 -0.2176 0.025 Uiso 1 1 calc R . .
N2 N -0.10547(17) 0.27153(9) 0.33122(15) 0.0203(4) Uani 1 1 d . . .
C3 C -0.1759(2) 0.03212(10) -0.08559(17) 0.0197(4) Uani 1 1 d . . .
H3 H -0.0860 0.0239 -0.0818 0.024 Uiso 1 1 calc R . .
C7 C -0.1103(2) 0.11913(10) 0.07643(17) 0.0198(4) Uani 1 1 d . . .
C8 C -0.1210(2) 0.32337(10) 0.63423(18) 0.0218(4) Uani 1 1 d . . .
H8 H -0.1815 0.3415 0.6750 0.026 Uiso 1 1 calc R . .
C9 C -0.1545(2) 0.32044(11) 0.50595(18) 0.0202(4) Uani 1 1 d . . .
C1 C -0.4051(2) 0.00955(10) -0.17201(17) 0.0194(4) Uani 1 1 d . . .
C6 C -0.4451(2) 0.05656(11) -0.09634(18) 0.0223(4) Uani 1 1 d . . .
H6 H -0.5351 0.0646 -0.1002 0.027 Uiso 1 1 calc R . .
C13 C -0.2630(2) 0.35505(11) 0.4398(2) 0.0244(5) Uani 1 1 d . . .
H13 H -0.3167 0.3825 0.4759 0.029 Uiso 1 1 calc R . .
C5 C -0.3492(2) 0.09145(11) -0.01488(18) 0.0212(4) Uani 1 1 d . . .
H5 H -0.3751 0.1227 0.0365 0.025 Uiso 1 1 calc R . .
C11 C -0.2106(2) 0.30625(11) 0.2678(2) 0.0233(5) Uani 1 1 d . . .
H11 H -0.2298 0.3017 0.1868 0.028 Uiso 1 1 calc R . .
C10 C -0.0781(2) 0.27879(10) 0.44740(18) 0.0197(4) Uani 1 1 d . . .
H10 H -0.0054 0.2552 0.4913 0.024 Uiso 1 1 calc R . .
C12 C -0.2907(2) 0.34834(11) 0.3189(2) 0.0258(5) Uani 1 1 d . . .
H12 H -0.3622 0.3718 0.2730 0.031 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 O3 1.9505(15) . ?
Zn1 O3 1.9505(15) 2 ?
Zn1 N2 2.0764(18) 2 ?
Zn1 N2 2.0764(18) . ?
O1 C1 1.397(2) 2_454 ?
O1 C1 1.397(2) . ?
O2 C7 1.240(3) . ?
O3 C7 1.290(3) . ?
N1 C8 1.272(3) . ?
N1 N1 1.395(4) 2_556 ?
C4 C3 1.391(3) . ?
C4 C5 1.399(3) . ?
C4 C7 1.504(3) . ?
C2 C1 1.386(3) . ?
C2 C3 1.394(3) . ?
N2 C10 1.335(3) . ?
N2 C11 1.350(3) . ?
C8 C9 1.467(3) . ?
C9 C13 1.385(3) . ?
C9 C10 1.402(3) . ?
C1 C6 1.390(3) . ?
C6 C5 1.389(3) . ?
C13 C12 1.386(3) . ?
C11 C12 1.382(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Zn1 O3 135.53(9) . 2 ?
O3 Zn1 N2 111.93(7) . 2 ?
O3 Zn1 N2 96.52(7) 2 2 ?
O3 Zn1 N2 96.52(7) . . ?
O3 Zn1 N2 111.93(7) 2 . ?
N2 Zn1 N2 99.86(10) 2 . ?
C1 O1 C1 115.7(2) 2_454 . ?
C7 O3 Zn1 107.61(13) . . ?
C8 N1 N1 114.6(2) . 2_556 ?
C3 C4 C5 119.43(18) . . ?
C3 C4 C7 120.47(18) . . ?
C5 C4 C7 120.10(18) . . ?
C1 C2 C3 119.03(19) . . ?
C10 N2 C11 118.38(19) . . ?
C10 N2 Zn1 121.18(14) . . ?
C11 N2 Zn1 120.23(14) . . ?
C4 C3 C2 120.64(19) . . ?
O2 C7 O3 122.38(19) . . ?
O2 C7 C4 121.10(18) . . ?
O3 C7 C4 116.52(18) . . ?
N1 C8 C9 119.5(2) . . ?
C13 C9 C10 118.17(19) . . ?
C13 C9 C8 122.5(2) . . ?
C10 C9 C8 119.31(19) . . ?
C2 C1 C6 121.25(18) . . ?
C2 C1 O1 118.46(17) . . ?
C6 C1 O1 120.16(18) . . ?
C5 C6 C1 119.33(19) . . ?
C9 C13 C12 119.2(2) . . ?
C6 C5 C4 120.31(19) . . ?
N2 C11 C12 122.4(2) . . ?
N2 C10 C9 122.75(19) . . ?
C11 C12 C13 119.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Zn1 O3 C7 -50.81(12) 2 . . . ?
N2 Zn1 O3 C7 75.00(15) 2 . . . ?
N2 Zn1 O3 C7 178.40(13) . . . . ?
O3 Zn1 N2 C10 135.91(15) . . . . ?
O3 Zn1 N2 C10 -9.21(17) 2 . . . ?
N2 Zn1 N2 C10 -110.42(17) 2 . . . ?
O3 Zn1 N2 C11 -38.79(16) . . . . ?
O3 Zn1 N2 C11 176.08(14) 2 . . . ?
N2 Zn1 N2 C11 74.88(15) 2 . . . ?
C5 C4 C3 C2 0.7(3) . . . . ?
C7 C4 C3 C2 -178.75(17) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
Zn1 O3 C7 O2 -4.2(2) . . . . ?
Zn1 O3 C7 C4 176.38(13) . . . . ?
C3 C4 C7 O2 -1.7(3) . . . . ?
C5 C4 C7 O2 178.84(19) . . . . ?
C3 C4 C7 O3 177.74(18) . . . . ?
C5 C4 C7 O3 -1.7(3) . . . . ?
N1 N1 C8 C9 -174.98(15) 2_556 . . . ?
N1 C8 C9 C13 -167.8(2) . . . . ?
N1 C8 C9 C10 15.1(3) . . . . ?
C3 C2 C1 C6 -0.8(3) . . . . ?
C3 C2 C1 O1 -176.79(17) . . . . ?
C1 O1 C1 C2 -125.7(2) 2_454 . . . ?
C1 O1 C1 C6 58.24(16) 2_454 . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
O1 C1 C6 C5 176.34(18) . . . . ?
C10 C9 C13 C12 -1.1(3) . . . . ?
C8 C9 C13 C12 -178.23(19) . . . . ?
C1 C6 C5 C4 0.6(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C7 C4 C5 C6 178.36(18) . . . . ?
C10 N2 C11 C12 -0.5(3) . . . . ?
Zn1 N2 C11 C12 174.38(16) . . . . ?
C11 N2 C10 C9 0.5(3) . . . . ?
Zn1 N2 C10 C9 -174.31(15) . . . . ?
C13 C9 C10 N2 0.3(3) . . . . ?
C8 C9 C10 N2 177.52(18) . . . . ?
N2 C11 C12 C13 -0.3(3) . . . . ?
C9 C13 C12 C11 1.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        26.67
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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 1446369'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H25 Cd N5 O6'
_chemical_formula_weight         651.94

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           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                   14.298(5)
_cell_length_b                   12.999(5)
_cell_length_c                   16.979(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.280(5)
_cell_angle_gamma                90.00
_cell_volume                     2996.5(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    9879
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      26.6

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1320
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8923
_exptl_absorpt_correction_T_max  0.9263
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            37094
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         26.61
_reflns_number_total             6216
_reflns_number_gt                5347
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.0945P)²+12.9279P] 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         6216
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1641
_refine_ls_wR_factor_gt          0.1573
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
Cd1 Cd 0.40600(2) 0.02407(2) 0.892033(19) 0.02024(14) Uani 1 1 d . . .
O4 O 0.4158(2) -0.0663(3) 1.0114(2) 0.0264(7) Uani 1 1 d . . .
O5 O 0.5198(2) 0.1364(2) 0.8653(2) 0.0259(7) Uani 1 1 d . . .
O2 O 0.2332(3) -0.0305(3) 0.8334(2) 0.0368(9) Uani 1 1 d . . .
O1 O -0.1310(3) 0.0497(3) 0.5070(2) 0.0358(9) Uani 1 1 d . . .
O3 O 0.2991(3) 0.0707(4) 0.7626(2) 0.0465(11) Uani 1 1 d . . .
N1 N 0.4764(3) -0.1126(3) 0.8471(2) 0.0246(8) Uani 1 1 d . . .
N2 N 0.3488(3) 0.1646(3) 0.9484(3) 0.0280(9) Uani 1 1 d . . .
C1 C 0.1294(3) 0.0332(4) 0.7033(3) 0.0267(10) Uani 1 1 d . . .
C10 C 0.2674(3) -0.3681(4) 1.0843(3) 0.0266(10) Uani 1 1 d . . .
H10 H 0.2698 -0.4206 1.1221 0.032 Uiso 1 1 calc R . .
C26 C 0.4870(4) -0.4002(4) 0.8583(3) 0.0314(11) Uani 1 1 d . . .
H29 H 0.5264 -0.4529 0.8492 0.038 Uiso 1 1 calc R . .
C11 C 0.3384(3) -0.2914(3) 1.1027(3) 0.0245(9) Uani 1 1 d . . .
H11 H 0.3891 -0.2929 1.1529 0.029 Uiso 1 1 calc R . .
C15 C 0.5077(4) -0.2933(4) 0.8405(3) 0.0277(10) Uani 1 1 d . . .
C12 C 0.3343(3) -0.2118(3) 1.0464(3) 0.0217(9) Uani 1 1 d . . .
C4 C -0.0446(4) 0.0506(4) 0.5746(3) 0.0312(11) Uani 1 1 d . . .
C8 C 0.2261(3) 0.0234(3) 0.7710(3) 0.0246(10) Uani 1 1 d . . .
C21 C 0.3238(4) 0.3465(4) 0.9553(3) 0.0307(11) Uani 1 1 d . . .
N3 N 0.4162(3) -0.4219(3) 0.8857(3) 0.0339(10) Uani 1 1 d . . .
C9 C 0.1930(3) -0.3656(4) 1.0089(3) 0.0286(10) Uani 1 1 d . . .
C23 C 0.2357(4) 0.2288(4) 1.0149(3) 0.0332(11) Uani 1 1 d . . .
H23 H 0.1907 0.2152 1.0430 0.040 Uiso 1 1 calc R . .
C7 C 0.4142(3) -0.1328(3) 1.0655(3) 0.0212(9) Uani 1 1 d . . .
C19 C 0.4586(3) -0.2106(4) 0.8623(3) 0.0256(9) Uani 1 1 d . . .
H19 H 0.4117 -0.2241 0.8885 0.031 Uiso 1 1 calc R . .
C20 C 0.3683(3) 0.2609(4) 0.9312(3) 0.0275(10) Uani 1 1 d . . .
H20 H 0.4129 0.2717 0.9023 0.033 Uiso 1 1 calc R . .
C24 C 0.2838(4) 0.1492(4) 0.9890(3) 0.0304(10) Uani 1 1 d . . .
H24 H 0.2700 0.0820 1.0004 0.036 Uiso 1 1 calc R . .
C5 C 0.0276(4) 0.1222(4) 0.5823(3) 0.0314(11) Uani 1 1 d . . .
H5 H 0.0179 0.1765 0.5449 0.038 Uiso 1 1 calc R . .
N4 N 0.4084(3) 0.4713(3) 0.8979(3) 0.0361(11) Uani 1 1 d . . .
C22 C 0.2564(4) 0.3292(4) 0.9979(3) 0.0334(11) Uani 1 1 d . . .
H22 H 0.2256 0.3842 1.0147 0.040 Uiso 1 1 calc R . .
C25 C 0.3467(4) 0.4522(4) 0.9361(3) 0.0333(11) Uani 1 1 d . . .
H25 H 0.3150 0.5068 0.9525 0.040 Uiso 1 1 calc R . .
C6 C 0.1155(3) 0.1132(4) 0.6465(3) 0.0275(10) Uani 1 1 d . . .
H6 H 0.1655 0.1610 0.6515 0.033 Uiso 1 1 calc R . .
C17 C 0.5965(4) -0.1715(4) 0.7860(3) 0.0335(11) Uani 1 1 d . . .
H17 H 0.6428 -0.1563 0.7595 0.040 Uiso 1 1 calc R . .
C2 C 0.0547(4) -0.0365(4) 0.6964(4) 0.0449(15) Uani 1 1 d . . .
H2 H 0.0632 -0.0889 0.7353 0.054 Uiso 1 1 calc R . .
C14 C 0.1869(4) -0.2868(4) 0.9527(3) 0.0345(12) Uani 1 1 d . . .
H14 H 0.1357 -0.2852 0.9028 0.041 Uiso 1 1 calc R . .
C16 C 0.5783(4) -0.2728(4) 0.8030(3) 0.0324(11) Uani 1 1 d . . .
H16 H 0.6135 -0.3263 0.7892 0.039 Uiso 1 1 calc R . .
C18 C 0.5447(4) -0.0941(4) 0.8091(3) 0.0287(10) Uani 1 1 d . . .
H18 H 0.5573 -0.0263 0.7980 0.034 Uiso 1 1 calc R . .
C13 C 0.2579(3) -0.2102(4) 0.9716(3) 0.0299(11) Uani 1 1 d . . .
H13 H 0.2545 -0.1572 0.9339 0.036 Uiso 1 1 calc R . .
C3 C -0.0324(4) -0.0290(4) 0.6322(4) 0.0481(17) Uani 1 1 d . . .
H3 H -0.0826 -0.0765 0.6272 0.058 Uiso 1 1 calc R . .
O6 O 0.0688(4) 0.1185(4) 0.0973(4) 0.046(4) Uani 1 1 d . . .
N5 N 0.0638(4) -0.0444(5) 0.1338(5) 0.046(5) Uani 1 1 d . . .
C27 C 0.0191(5) 0.0418(4) 0.1018(4) 0.049(4) Uani 1 1 d . . .
H27 H -0.0493 0.0450 0.0827 0.646 Uiso 1 1 calc R . .
C29 C 0.0029(5) -0.1280(4) 0.1475(3) 0.053(4) Uani 1 1 d . . .
H29A H 0.0439 -0.1859 0.1708 0.818 Uiso 1 1 calc R . .
H29B H -0.0442 -0.1475 0.0956 0.818 Uiso 1 1 calc R . .
H29C H -0.0311 -0.1057 0.1851 0.818 Uiso 1 1 calc R . .
C28 C 0.1676(4) -0.0619(4) 0.1453(4) 0.058(3) Uani 1 1 d . . .
H28A H 0.1861 -0.1287 0.1692 0.590 Uiso 1 1 calc R . .
H28B H 0.2062 -0.0103 0.1817 0.590 Uiso 1 1 calc R . .
H28C H 0.1791 -0.0583 0.0926 0.590 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
Cd1 N1 2.288(4) . ?
Cd1 O4 2.308(3) . ?
Cd1 N2 2.326(4) . ?
Cd1 O3 2.329(4) . ?
Cd1 O5 2.335(3) . ?
Cd1 O2 2.460(4) . ?
Cd1 O4 2.620(3) 3_657 ?
Cd1 C8 2.743(5) . ?
O4 C7 1.266(5) . ?
O4 Cd1 2.620(3) 3_657 ?
O5 C7 1.257(5) 3_657 ?
O2 C8 1.247(6) . ?
O1 C9 1.386(6) 2_556 ?
O1 C4 1.397(6) . ?
O3 C8 1.257(6) . ?
N1 C19 1.340(6) . ?
N1 C18 1.351(6) . ?
N2 C20 1.334(6) . ?
N2 C24 1.335(7) . ?
C1 C2 1.377(7) . ?
C1 C6 1.390(7) . ?
C1 C8 1.501(6) . ?
C10 C9 1.385(6) . ?
C10 C11 1.387(6) . ?
C26 N3 1.272(7) . ?
C26 C15 1.472(7) . ?
C11 C12 1.397(6) . ?
C15 C16 1.378(8) . ?
C15 C19 1.395(7) . ?
C12 C13 1.393(6) . ?
C12 C7 1.494(6) . ?
C4 C5 1.366(7) . ?
C4 C3 1.397(8) . ?
C21 C22 1.392(8) . ?
C21 C20 1.405(7) . ?
C21 C25 1.472(7) . ?
N3 N4 1.413(6) 1_545 ?
C9 C14 1.384(7) . ?
C9 O1 1.386(6) 2_546 ?
C23 C24 1.388(7) . ?
C23 C22 1.389(8) . ?
C7 O5 1.257(5) 3_657 ?
C5 C6 1.386(7) . ?
N4 C25 1.274(7) . ?
N4 N3 1.413(6) 1_565 ?
C17 C18 1.377(7) . ?
C17 C16 1.390(8) . ?
C2 C3 1.378(8) . ?
C14 C13 1.386(7) . ?
O6 C27 1.241(8) . ?
N5 C27 1.320(9) . ?
N5 C28 1.453(9) . ?
N5 C29 1.456(9) . ?

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 Cd1 O4 89.18(13) . . ?
N1 Cd1 N2 174.35(13) . . ?
O4 Cd1 N2 88.33(14) . . ?
N1 Cd1 O3 96.61(16) . . ?
O4 Cd1 O3 143.28(12) . . ?
N2 Cd1 O3 88.40(16) . . ?
N1 Cd1 O5 90.84(13) . . ?
O4 Cd1 O5 129.43(11) . . ?
N2 Cd1 O5 86.84(14) . . ?
O3 Cd1 O5 86.85(12) . . ?
N1 Cd1 O2 97.60(14) . . ?
O4 Cd1 O2 89.15(12) . . ?
N2 Cd1 O2 87.43(14) . . ?
O3 Cd1 O2 54.17(12) . . ?
O5 Cd1 O2 140.73(11) . . ?
N1 Cd1 O4 85.86(12) . 3_657 ?
O4 Cd1 O4 77.17(12) . 3_657 ?
N2 Cd1 O4 88.65(12) . 3_657 ?
O3 Cd1 O4 139.27(12) . 3_657 ?
O5 Cd1 O4 52.43(10) . 3_657 ?
O2 Cd1 O4 165.87(12) . 3_657 ?
N1 Cd1 C8 98.94(14) . . ?
O4 Cd1 C8 116.12(13) . . ?
N2 Cd1 C8 86.71(14) . . ?
O3 Cd1 C8 27.16(14) . . ?
O5 Cd1 C8 113.79(13) . . ?
O2 Cd1 C8 27.04(13) . . ?
O4 Cd1 C8 165.74(12) 3_657 . ?
C7 O4 Cd1 166.9(3) . . ?
C7 O4 Cd1 85.6(2) . 3_657 ?
Cd1 O4 Cd1 102.83(12) . 3_657 ?
C7 O5 Cd1 99.1(3) 3_657 . ?
C8 O2 Cd1 89.2(3) . . ?
C9 O1 C4 120.0(4) 2_556 . ?
C8 O3 Cd1 95.1(3) . . ?
C19 N1 C18 118.1(4) . . ?
C19 N1 Cd1 123.0(3) . . ?
C18 N1 Cd1 118.8(3) . . ?
C20 N2 C24 118.7(4) . . ?
C20 N2 Cd1 121.5(4) . . ?
C24 N2 Cd1 119.1(3) . . ?
C2 C1 C6 119.6(4) . . ?
C2 C1 C8 120.8(4) . . ?
C6 C1 C8 119.5(4) . . ?
C9 C10 C11 119.2(4) . . ?
N3 C26 C15 121.3(5) . . ?
C10 C11 C12 120.5(4) . . ?
C16 C15 C19 118.4(5) . . ?
C16 C15 C26 120.0(5) . . ?
C19 C15 C26 121.5(5) . . ?
C13 C12 C11 119.2(4) . . ?
C13 C12 C7 121.0(4) . . ?
C11 C12 C7 119.8(4) . . ?
C5 C4 C3 120.9(5) . . ?
C5 C4 O1 122.1(5) . . ?
C3 C4 O1 116.9(5) . . ?
O2 C8 O3 121.4(4) . . ?
O2 C8 C1 120.6(4) . . ?
O3 C8 C1 118.0(4) . . ?
O2 C8 Cd1 63.8(3) . . ?
O3 C8 Cd1 57.8(2) . . ?
C1 C8 Cd1 174.7(3) . . ?
C22 C21 C20 118.3(5) . . ?
C22 C21 C25 120.2(5) . . ?
C20 C21 C25 121.5(5) . . ?
C26 N3 N4 112.3(4) . 1_545 ?
C14 C9 C10 121.2(4) . . ?
C14 C9 O1 123.8(4) . 2_546 ?
C10 C9 O1 114.9(4) . 2_546 ?
C24 C23 C22 118.3(5) . . ?
O5 C7 O4 121.7(4) 3_657 . ?
O5 C7 C12 118.4(4) 3_657 . ?
O4 C7 C12 119.9(4) . . ?
N1 C19 C15 122.7(5) . . ?
N2 C20 C21 122.4(5) . . ?
N2 C24 C23 123.2(5) . . ?
C4 C5 C6 119.3(5) . . ?
C25 N4 N3 111.4(4) . 1_565 ?
C23 C22 C21 119.2(5) . . ?
N4 C25 C21 122.2(5) . . ?
C5 C6 C1 120.4(5) . . ?
C18 C17 C16 118.7(5) . . ?
C1 C2 C3 120.4(5) . . ?
C9 C14 C13 119.3(4) . . ?
C15 C16 C17 119.4(5) . . ?
N1 C18 C17 122.7(5) . . ?
C14 C13 C12 120.6(4) . . ?
C2 C3 C4 119.3(5) . . ?
C27 N5 C28 122.1(6) . . ?
C27 N5 C29 117.6(6) . . ?
C28 N5 C29 119.9(6) . . ?
O6 C27 N5 119.7(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cd1 O4 C7 -43.3(13) . . . . ?
N2 Cd1 O4 C7 141.7(13) . . . . ?
O3 Cd1 O4 C7 56.6(14) . . . . ?
O5 Cd1 O4 C7 -133.8(13) . . . . ?
O2 Cd1 O4 C7 54.3(13) . . . . ?
O4 Cd1 O4 C7 -129.3(14) 3_657 . . . ?
C8 Cd1 O4 C7 56.2(14) . . . . ?
N1 Cd1 O4 Cd1 85.94(14) . . . 3_657 ?
N2 Cd1 O4 Cd1 -89.00(14) . . . 3_657 ?
O3 Cd1 O4 Cd1 -174.1(2) . . . 3_657 ?
O5 Cd1 O4 Cd1 -4.5(2) . . . 3_657 ?
O2 Cd1 O4 Cd1 -176.45(14) . . . 3_657 ?
O4 Cd1 O4 Cd1 0.0 3_657 . . 3_657 ?
C8 Cd1 O4 Cd1 -174.50(12) . . . 3_657 ?
N1 Cd1 O5 C7 -90.0(3) . . . 3_657 ?
O4 Cd1 O5 C7 -0.4(3) . . . 3_657 ?
N2 Cd1 O5 C7 84.8(3) . . . 3_657 ?
O3 Cd1 O5 C7 173.4(3) . . . 3_657 ?
O2 Cd1 O5 C7 166.9(3) . . . 3_657 ?
O4 Cd1 O5 C7 -5.9(2) 3_657 . . 3_657 ?
C8 Cd1 O5 C7 169.8(3) . . . 3_657 ?
N1 Cd1 O2 C8 -94.8(3) . . . . ?
O4 Cd1 O2 C8 176.2(3) . . . . ?
N2 Cd1 O2 C8 87.8(3) . . . . ?
O3 Cd1 O2 C8 -2.1(3) . . . . ?
O5 Cd1 O2 C8 6.0(4) . . . . ?
O4 Cd1 O2 C8 161.8(4) 3_657 . . . ?
N1 Cd1 O3 C8 96.7(3) . . . . ?
O4 Cd1 O3 C8 -0.8(5) . . . . ?
N2 Cd1 O3 C8 -85.9(3) . . . . ?
O5 Cd1 O3 C8 -172.8(3) . . . . ?
O2 Cd1 O3 C8 2.1(3) . . . . ?
O4 Cd1 O3 C8 -172.0(3) 3_657 . . . ?
O4 Cd1 N1 C19 35.6(3) . . . . ?
O3 Cd1 N1 C19 -108.1(4) . . . . ?
O5 Cd1 N1 C19 165.0(3) . . . . ?
O2 Cd1 N1 C19 -53.4(4) . . . . ?
O4 Cd1 N1 C19 112.8(3) 3_657 . . . ?
C8 Cd1 N1 C19 -80.7(4) . . . . ?
O4 Cd1 N1 C18 -139.2(3) . . . . ?
O3 Cd1 N1 C18 77.1(3) . . . . ?
O5 Cd1 N1 C18 -9.8(3) . . . . ?
O2 Cd1 N1 C18 131.7(3) . . . . ?
O4 Cd1 N1 C18 -62.0(3) 3_657 . . . ?
C8 Cd1 N1 C18 104.5(3) . . . . ?
O4 Cd1 N2 C20 148.3(4) . . . . ?
O3 Cd1 N2 C20 -68.3(4) . . . . ?
O5 Cd1 N2 C20 18.7(3) . . . . ?
O2 Cd1 N2 C20 -122.5(4) . . . . ?
O4 Cd1 N2 C20 71.1(3) 3_657 . . . ?
C8 Cd1 N2 C20 -95.4(4) . . . . ?
O4 Cd1 N2 C24 -41.4(3) . . . . ?
O3 Cd1 N2 C24 102.0(3) . . . . ?
O5 Cd1 N2 C24 -171.0(3) . . . . ?
O2 Cd1 N2 C24 47.8(3) . . . . ?
O4 Cd1 N2 C24 -118.6(3) 3_657 . . . ?
C8 Cd1 N2 C24 74.9(3) . . . . ?
C9 C10 C11 C12 0.7(7) . . . . ?
N3 C26 C15 C16 -173.5(5) . . . . ?
N3 C26 C15 C19 7.8(7) . . . . ?
C10 C11 C12 C13 0.2(7) . . . . ?
C10 C11 C12 C7 -176.9(4) . . . . ?
C9 O1 C4 C5 -59.6(7) 2_556 . . . ?
C9 O1 C4 C3 123.9(6) 2_556 . . . ?
Cd1 O2 C8 O3 3.7(5) . . . . ?
Cd1 O2 C8 C1 -176.5(4) . . . . ?
Cd1 O3 C8 O2 -3.9(6) . . . . ?
Cd1 O3 C8 C1 176.3(4) . . . . ?
C2 C1 C8 O2 -17.9(8) . . . . ?
C6 C1 C8 O2 162.7(5) . . . . ?
C2 C1 C8 O3 161.8(6) . . . . ?
C6 C1 C8 O3 -17.5(7) . . . . ?
N1 Cd1 C8 O2 89.2(3) . . . . ?
O4 Cd1 C8 O2 -4.3(3) . . . . ?
N2 Cd1 C8 O2 -90.8(3) . . . . ?
O3 Cd1 C8 O2 176.3(5) . . . . ?
O5 Cd1 C8 O2 -175.9(3) . . . . ?
O4 Cd1 C8 O2 -162.0(4) 3_657 . . . ?
N1 Cd1 C8 O3 -87.1(4) . . . . ?
O4 Cd1 C8 O3 179.4(3) . . . . ?
N2 Cd1 C8 O3 92.9(4) . . . . ?
O5 Cd1 C8 O3 7.8(4) . . . . ?
O2 Cd1 C8 O3 -176.3(5) . . . . ?
O4 Cd1 C8 O3 21.7(7) 3_657 . . . ?
C15 C26 N3 N4 179.5(4) . . . 1_545 ?
C11 C10 C9 C14 -1.5(8) . . . . ?
C11 C10 C9 O1 174.3(5) . . . 2_546 ?
Cd1 O4 C7 O5 140.9(11) . . . 3_657 ?
Cd1 O4 C7 O5 10.1(4) 3_657 . . 3_657 ?
Cd1 O4 C7 C12 -37.0(16) . . . . ?
Cd1 O4 C7 C12 -167.8(4) 3_657 . . . ?
C13 C12 C7 O5 178.4(5) . . . 3_657 ?
C11 C12 C7 O5 -4.5(7) . . . 3_657 ?
C13 C12 C7 O4 -3.7(7) . . . . ?
C11 C12 C7 O4 173.4(4) . . . . ?
C18 N1 C19 C15 0.1(7) . . . . ?
Cd1 N1 C19 C15 -174.8(3) . . . . ?
C16 C15 C19 N1 1.0(7) . . . . ?
C26 C15 C19 N1 179.8(4) . . . . ?
C24 N2 C20 C21 0.8(7) . . . . ?
Cd1 N2 C20 C21 171.2(3) . . . . ?
C22 C21 C20 N2 -0.6(7) . . . . ?
C25 C21 C20 N2 179.7(4) . . . . ?
C20 N2 C24 C23 -0.5(7) . . . . ?
Cd1 N2 C24 C23 -171.1(4) . . . . ?
C22 C23 C24 N2 -0.1(8) . . . . ?
C3 C4 C5 C6 2.5(8) . . . . ?
O1 C4 C5 C6 -173.9(5) . . . . ?
C24 C23 C22 C21 0.4(7) . . . . ?
C20 C21 C22 C23 0.0(7) . . . . ?
C25 C21 C22 C23 179.7(5) . . . . ?
N3 N4 C25 C21 178.9(4) 1_565 . . . ?
C22 C21 C25 N4 179.4(5) . . . . ?
C20 C21 C25 N4 -0.8(8) . . . . ?
C4 C5 C6 C1 -1.2(8) . . . . ?
C2 C1 C6 C5 -0.9(8) . . . . ?
C8 C1 C6 C5 178.4(5) . . . . ?
C6 C1 C2 C3 1.8(10) . . . . ?
C8 C1 C2 C3 -177.6(6) . . . . ?
C10 C9 C14 C13 1.4(9) . . . . ?
O1 C9 C14 C13 -174.1(5) 2_546 . . . ?
C19 C15 C16 C17 -1.8(7) . . . . ?
C26 C15 C16 C17 179.4(4) . . . . ?
C18 C17 C16 C15 1.6(7) . . . . ?
C19 N1 C18 C17 -0.4(7) . . . . ?
Cd1 N1 C18 C17 174.7(4) . . . . ?
C16 C17 C18 N1 -0.5(7) . . . . ?
C9 C14 C13 C12 -0.4(8) . . . . ?
C11 C12 C13 C14 -0.4(8) . . . . ?
C7 C12 C13 C14 176.7(5) . . . . ?
C1 C2 C3 C4 -0.6(11) . . . . ?
C5 C4 C3 C2 -1.6(10) . . . . ?
O1 C4 C3 C2 174.9(6) . . . . ?
C28 N5 C27 O6 -15.6(11) . . . . ?
C29 N5 C27 O6 172.3(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.61
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.941
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.154
####################################################################### 
# 
# 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 1446370'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H29 Cd N5 O6'
_chemical_formula_weight         679.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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                   14.261(5)
_cell_length_b                   13.024(5)
_cell_length_c                   17.038(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.197(5)
_cell_angle_gamma                90.00
_cell_volume                     3006.3(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    6228
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      24.4

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    0.778
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8599
_exptl_absorpt_correction_T_max  0.8922
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            29877
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         24.35
_reflns_number_total             4873
_reflns_number_gt                3890
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.0440P)²+2.9216P] 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         4873
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0929
_refine_ls_wR_factor_gt          0.0847
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
Cd1 Cd 0.905543(19) 0.02566(2) 0.392291(17) 0.02263(11) Uani 1 1 d . . .
O3 O 0.73334(19) -0.0270(2) 0.33374(17) 0.0318(6) Uani 1 1 d . . .
O1 O 1.02145(18) 0.13593(19) 0.36702(16) 0.0277(6) Uani 1 1 d . . .
O4 O 0.8010(2) 0.0728(2) 0.26322(18) 0.0417(7) Uani 1 1 d . . .
O5 O 0.37107(19) 0.0518(2) 0.00683(17) 0.0321(7) Uani 1 1 d . . .
O2 O 0.91412(19) -0.0648(2) 0.51058(16) 0.0290(6) Uani 1 1 d . . .
N3 N 0.8499(2) 0.1665(2) 0.4497(2) 0.0267(7) Uani 1 1 d . . .
N4 N 0.9735(2) -0.1129(2) 0.34674(19) 0.0271(7) Uani 1 1 d . . .
O6 O 0.4230(4) 0.8721(3) 0.4033(3) 0.0948(16) Uani 1 1 d . . .
N2 N 0.9162(3) -0.4203(3) 0.3888(2) 0.0362(8) Uani 1 1 d . . .
C16 C 0.8256(3) 0.3479(3) 0.4583(3) 0.0317(9) Uani 1 1 d . . .
C8 C 0.7275(3) 0.0254(3) 0.2712(2) 0.0260(8) Uani 1 1 d . . .
C25 C 1.0049(3) -0.2925(3) 0.3404(2) 0.0282(9) Uani 1 1 d . . .
C5 C 0.3095(3) 0.1365(3) -0.0081(2) 0.0265(9) Uani 1 1 d . . .
C12 C 0.4574(3) 0.0517(3) 0.0742(2) 0.0284(9) Uani 1 1 d . . .
C21 C 0.9849(3) -0.3990(3) 0.3585(2) 0.0324(10) Uani 1 1 d . . .
H21 H 1.0231 -0.4517 0.3476 0.039 Uiso 1 1 calc R . .
N5 N 0.4512(3) 1.0402(3) 0.3841(2) 0.0449(10) Uani 1 1 d . . .
C2 C 1.1675(3) 0.2107(3) 0.4546(2) 0.0230(8) Uani 1 1 d . . .
C9 C 0.6324(3) 0.0344(3) 0.2028(2) 0.0271(9) Uani 1 1 d . . .
C4 C 1.2360(3) 0.3646(3) 0.4156(2) 0.0283(9) Uani 1 1 d . . .
H4 H 1.2344 0.4159 0.3772 0.034 Uiso 1 1 calc R . .
C23 C 1.0909(3) -0.1708(3) 0.2818(2) 0.0344(10) Uani 1 1 d . . .
H23 H 1.1346 -0.1561 0.2542 0.041 Uiso 1 1 calc R . .
C20 C 0.8694(3) 0.2629(3) 0.4335(2) 0.0300(9) Uani 1 1 d . . .
H20 H 0.9140 0.2741 0.4046 0.036 Uiso 1 1 calc R . .
C6 C 1.3145(3) 0.2868(3) 0.5490(2) 0.0273(9) Uani 1 1 d . . .
H6 H 1.3647 0.2863 0.5993 0.033 Uiso 1 1 calc R . .
N1 N 0.9086(3) 0.4728(2) 0.3999(2) 0.0354(8) Uani 1 1 d . . .
C1 C 1.0876(3) 0.1316(3) 0.4359(2) 0.0233(8) Uani 1 1 d . . .
C15 C 0.8476(3) 0.4531(3) 0.4389(3) 0.0347(10) Uani 1 1 d . . .
H15 H 0.8160 0.5074 0.4557 0.042 Uiso 1 1 calc R . .
C10 C 0.5587(3) -0.0375(3) 0.1927(3) 0.0317(9) Uani 1 1 d . . .
H10 H 0.5681 -0.0920 0.2296 0.038 Uiso 1 1 calc R . .
C3 C 1.1658(3) 0.2881(3) 0.3980(2) 0.0277(9) Uani 1 1 d . . .
H3 H 1.1163 0.2883 0.3473 0.033 Uiso 1 1 calc R . .
C11 C 0.4709(3) -0.0303(3) 0.1286(3) 0.0313(9) Uani 1 1 d . . .
H11 H 0.4218 -0.0796 0.1221 0.038 Uiso 1 1 calc R . .
C17 C 0.7610(3) 0.3303(3) 0.5018(3) 0.0332(10) Uani 1 1 d . . .
H17 H 0.7310 0.3852 0.5194 0.040 Uiso 1 1 calc R . .
C18 C 0.7403(3) 0.2299(3) 0.5196(3) 0.0329(10) Uani 1 1 d . . .
H18 H 0.6965 0.2166 0.5490 0.039 Uiso 1 1 calc R . .
C14 C 0.6163(3) 0.1163(3) 0.1474(2) 0.0281(9) Uani 1 1 d . . .
H14 H 0.6656 0.1653 0.1537 0.034 Uiso 1 1 calc R . .
C13 C 0.5293(3) 0.1265(3) 0.0834(3) 0.0302(9) Uani 1 1 d . . .
H13 H 0.5190 0.1821 0.0475 0.036 Uiso 1 1 calc R . .
C7 C 1.2429(3) 0.2106(3) 0.5296(2) 0.0275(9) Uani 1 1 d . . .
H7 H 1.2453 0.1585 0.5676 0.033 Uiso 1 1 calc R . .
C26 C 0.9563(3) -0.2103(3) 0.3625(2) 0.0297(9) Uani 1 1 d . . .
H26 H 0.9100 -0.2237 0.3893 0.036 Uiso 1 1 calc R . .
C24 C 1.0733(3) -0.2717(3) 0.3005(2) 0.0335(10) Uani 1 1 d . . .
H24 H 1.1078 -0.3252 0.2860 0.040 Uiso 1 1 calc R . .
C19 C 0.7866(3) 0.1506(3) 0.4922(2) 0.0306(9) Uani 1 1 d . . .
H19 H 0.7732 0.0834 0.5038 0.037 Uiso 1 1 calc R . .
C28 C 0.5217(4) 1.1176(4) 0.3761(3) 0.0554(14) Uani 1 1 d . . .
H28A H 0.5823 1.0837 0.3761 0.066 Uiso 1 1 calc R . .
H28B H 0.5373 1.1628 0.4237 0.066 Uiso 1 1 calc R . .
C27 C 0.4843(4) 1.1808(4) 0.2991(4) 0.0665(17) Uani 1 1 d . . .
H27A H 0.5335 1.2301 0.2971 0.100 Uiso 1 1 calc R . .
H27B H 0.4252 1.2160 0.2992 0.100 Uiso 1 1 calc R . .
H27C H 0.4701 1.1368 0.2516 0.100 Uiso 1 1 calc R . .
C30 C 0.3570(3) 1.0715(4) 0.3904(3) 0.0531(13) Uani 1 1 d . . .
H30A H 0.3609 1.1429 0.4074 0.064 Uiso 1 1 calc R . .
H30B H 0.3421 1.0308 0.4327 0.064 Uiso 1 1 calc R . .
C31 C 0.4766(5) 0.9410(4) 0.3920(3) 0.0630(15) Uani 1 1 d . . .
H31 H 0.5384 0.9230 0.3889 0.076 Uiso 1 1 calc R . .
C22 C 1.0397(3) -0.0943(3) 0.3067(2) 0.0314(9) Uani 1 1 d . . .
H22 H 1.0515 -0.0265 0.2954 0.038 Uiso 1 1 calc R . .
C29 C 0.2743(4) 1.0594(5) 0.3099(4) 0.087(2) Uani 1 1 d . . .
H29A H 0.2133 1.0814 0.3171 0.130 Uiso 1 1 calc R . .
H29B H 0.2690 0.9885 0.2934 0.130 Uiso 1 1 calc R . .
H29C H 0.2881 1.1004 0.2680 0.130 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
Cd1 N4 2.295(3) . ?
Cd1 O2 2.305(3) . ?
Cd1 O4 2.321(3) . ?
Cd1 O1 2.329(2) . ?
Cd1 N3 2.331(3) . ?
Cd1 O3 2.443(3) . ?
Cd1 O2 2.637(3) 3_756 ?
Cd1 C8 2.727(4) . ?
O3 C8 1.246(5) . ?
O1 C1 1.257(4) . ?
O4 C8 1.261(5) . ?
O5 C5 1.383(4) . ?
O5 C12 1.397(5) . ?
O2 C1 1.266(4) 3_756 ?
O2 Cd1 2.637(3) 3_756 ?
N3 C20 1.334(5) . ?
N3 C19 1.338(5) . ?
N4 C26 1.335(5) . ?
N4 C22 1.348(5) . ?
O6 C31 1.232(6) . ?
N2 C21 1.273(5) . ?
N2 N1 1.413(5) 1_545 ?
C16 C17 1.370(6) . ?
C16 C20 1.400(6) . ?
C16 C15 1.466(6) . ?
C8 C9 1.490(5) . ?
C25 C24 1.379(6) . ?
C25 C26 1.389(5) . ?
C25 C21 1.468(5) . ?
C5 C6 1.381(5) 4_465 ?
C5 C4 1.392(5) 4_465 ?
C12 C13 1.387(5) . ?
C12 C11 1.388(6) . ?
N5 C31 1.337(6) . ?
N5 C30 1.439(6) . ?
N5 C28 1.460(6) . ?
C2 C7 1.390(5) . ?
C2 C3 1.390(5) . ?
C2 C1 1.494(5) . ?
C9 C10 1.378(5) . ?
C9 C14 1.396(5) . ?
C4 C3 1.377(5) . ?
C4 C5 1.392(5) 4_666 ?
C23 C22 1.378(6) . ?
C23 C24 1.393(6) . ?
C6 C5 1.381(5) 4_666 ?
C6 C7 1.389(5) . ?
N1 C15 1.274(5) . ?
N1 N2 1.413(5) 1_565 ?
C1 O2 1.266(4) 3_756 ?
C10 C11 1.383(5) . ?
C17 C18 1.395(6) . ?
C18 C19 1.383(5) . ?
C14 C13 1.379(5) . ?
C28 C27 1.498(7) . ?
C30 C29 1.513(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cd1 O2 88.91(10) . . ?
N4 Cd1 O4 95.83(11) . . ?
O2 Cd1 O4 143.79(9) . . ?
N4 Cd1 O1 91.33(10) . . ?
O2 Cd1 O1 129.05(9) . . ?
O4 Cd1 O1 86.82(9) . . ?
N4 Cd1 N3 174.51(11) . . ?
O2 Cd1 N3 88.13(10) . . ?
O4 Cd1 N3 89.29(11) . . ?
O1 Cd1 N3 86.95(10) . . ?
N4 Cd1 O3 96.78(10) . . ?
O2 Cd1 O3 89.18(9) . . ?
O4 Cd1 O3 54.62(9) . . ?
O1 Cd1 O3 141.14(9) . . ?
N3 Cd1 O3 87.80(10) . . ?
N4 Cd1 O2 86.12(10) . 3_756 ?
O2 Cd1 O2 77.01(9) . 3_756 ?
O4 Cd1 O2 139.04(9) . 3_756 ?
O1 Cd1 O2 52.22(8) . 3_756 ?
N3 Cd1 O2 88.71(10) . 3_756 ?
O3 Cd1 O2 165.85(8) . 3_756 ?
N4 Cd1 C8 97.75(11) . . ?
O2 Cd1 C8 116.34(10) . . ?
O4 Cd1 C8 27.45(10) . . ?
O1 Cd1 C8 114.07(10) . . ?
N3 Cd1 C8 87.71(11) . . ?
O3 Cd1 C8 27.19(10) . . ?
O2 Cd1 C8 166.04(10) 3_756 . ?
C8 O3 Cd1 89.2(2) . . ?
C1 O1 Cd1 99.7(2) . . ?
C8 O4 Cd1 94.5(2) . . ?
C5 O5 C12 119.9(3) . . ?
C1 O2 Cd1 166.8(2) 3_756 . ?
C1 O2 Cd1 85.2(2) 3_756 3_756 ?
Cd1 O2 Cd1 102.99(9) . 3_756 ?
C20 N3 C19 118.5(3) . . ?
C20 N3 Cd1 122.3(3) . . ?
C19 N3 Cd1 118.7(3) . . ?
C26 N4 C22 118.2(3) . . ?
C26 N4 Cd1 123.8(3) . . ?
C22 N4 Cd1 117.8(3) . . ?
C21 N2 N1 111.8(3) . 1_545 ?
C17 C16 C20 118.0(4) . . ?
C17 C16 C15 120.4(4) . . ?
C20 C16 C15 121.6(4) . . ?
O3 C8 O4 121.6(3) . . ?
O3 C8 C9 120.9(3) . . ?
O4 C8 C9 117.5(3) . . ?
O3 C8 Cd1 63.6(2) . . ?
O4 C8 Cd1 58.06(19) . . ?
C9 C8 Cd1 174.9(3) . . ?
C24 C25 C26 118.2(4) . . ?
C24 C25 C21 120.2(4) . . ?
C26 C25 C21 121.7(4) . . ?
C6 C5 O5 123.8(3) 4_465 . ?
C6 C5 C4 121.6(3) 4_465 4_465 ?
O5 C5 C4 114.5(3) . 4_465 ?
C13 C12 C11 121.5(4) . . ?
C13 C12 O5 121.5(3) . . ?
C11 C12 O5 116.9(3) . . ?
N2 C21 C25 121.1(4) . . ?
C31 N5 C30 119.7(4) . . ?
C31 N5 C28 120.3(4) . . ?
C30 N5 C28 119.8(4) . . ?
C7 C2 C3 118.7(3) . . ?
C7 C2 C1 120.9(3) . . ?
C3 C2 C1 120.3(3) . . ?
C10 C9 C14 118.5(4) . . ?
C10 C9 C8 121.1(3) . . ?
C14 C9 C8 120.4(3) . . ?
C3 C4 C5 118.7(4) . 4_666 ?
C22 C23 C24 117.5(4) . . ?
N3 C20 C16 122.8(4) . . ?
C5 C6 C7 118.5(4) 4_666 . ?
C15 N1 N2 111.2(3) . 1_565 ?
O1 C1 O2 121.7(3) . 3_756 ?
O1 C1 C2 117.9(3) . . ?
O2 C1 C2 120.3(3) 3_756 . ?
N1 C15 C16 122.3(4) . . ?
C9 C10 C11 121.3(4) . . ?
C4 C3 C2 121.3(4) . . ?
C10 C11 C12 118.8(4) . . ?
C16 C17 C18 119.9(4) . . ?
C19 C18 C17 118.1(4) . . ?
C13 C14 C9 121.7(4) . . ?
C14 C13 C12 118.2(4) . . ?
C6 C7 C2 121.2(4) . . ?
N4 C26 C25 122.7(4) . . ?
C25 C24 C23 120.2(4) . . ?
N3 C19 C18 122.7(4) . . ?
N5 C28 C27 113.2(4) . . ?
N5 C30 C29 112.6(4) . . ?
O6 C31 N5 124.0(5) . . ?
N4 C22 C23 123.2(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 Cd1 O3 C8 -93.8(2) . . . . ?
O2 Cd1 O3 C8 177.4(2) . . . . ?
O4 Cd1 O3 C8 -1.4(2) . . . . ?
O1 Cd1 O3 C8 6.9(3) . . . . ?
N3 Cd1 O3 C8 89.3(2) . . . . ?
O2 Cd1 O3 C8 165.1(3) 3_756 . . . ?
N4 Cd1 O1 C1 -90.2(2) . . . . ?
O2 Cd1 O1 C1 -0.5(3) . . . . ?
O4 Cd1 O1 C1 174.0(2) . . . . ?
N3 Cd1 O1 C1 84.6(2) . . . . ?
O3 Cd1 O1 C1 167.2(2) . . . . ?
O2 Cd1 O1 C1 -6.17(19) 3_756 . . . ?
C8 Cd1 O1 C1 170.7(2) . . . . ?
N4 Cd1 O4 C8 95.6(2) . . . . ?
O2 Cd1 O4 C8 -0.5(3) . . . . ?
O1 Cd1 O4 C8 -173.4(2) . . . . ?
N3 Cd1 O4 C8 -86.4(2) . . . . ?
O3 Cd1 O4 C8 1.4(2) . . . . ?
O2 Cd1 O4 C8 -173.6(2) 3_756 . . . ?
N4 Cd1 O2 C1 -40.9(11) . . . 3_756 ?
O4 Cd1 O2 C1 57.5(11) . . . 3_756 ?
O1 Cd1 O2 C1 -131.7(10) . . . 3_756 ?
N3 Cd1 O2 C1 143.8(11) . . . 3_756 ?
O3 Cd1 O2 C1 55.9(11) . . . 3_756 ?
O2 Cd1 O2 C1 -127.1(11) 3_756 . . 3_756 ?
C8 Cd1 O2 C1 57.2(11) . . . 3_756 ?
N4 Cd1 O2 Cd1 86.27(11) . . . 3_756 ?
O4 Cd1 O2 Cd1 -175.34(14) . . . 3_756 ?
O1 Cd1 O2 Cd1 -4.56(15) . . . 3_756 ?
N3 Cd1 O2 Cd1 -89.11(11) . . . 3_756 ?
O3 Cd1 O2 Cd1 -176.93(10) . . . 3_756 ?
O2 Cd1 O2 Cd1 0.0 3_756 . . 3_756 ?
C8 Cd1 O2 Cd1 -175.62(10) . . . 3_756 ?
O2 Cd1 N3 C20 148.7(3) . . . . ?
O4 Cd1 N3 C20 -67.4(3) . . . . ?
O1 Cd1 N3 C20 19.4(3) . . . . ?
O3 Cd1 N3 C20 -122.0(3) . . . . ?
O2 Cd1 N3 C20 71.7(3) 3_756 . . . ?
C8 Cd1 N3 C20 -94.8(3) . . . . ?
O2 Cd1 N3 C19 -39.5(3) . . . . ?
O4 Cd1 N3 C19 104.3(3) . . . . ?
O1 Cd1 N3 C19 -168.8(3) . . . . ?
O3 Cd1 N3 C19 49.7(3) . . . . ?
O2 Cd1 N3 C19 -116.6(3) 3_756 . . . ?
C8 Cd1 N3 C19 76.9(3) . . . . ?
O2 Cd1 N4 C26 34.1(3) . . . . ?
O4 Cd1 N4 C26 -109.9(3) . . . . ?
O1 Cd1 N4 C26 163.2(3) . . . . ?
O3 Cd1 N4 C26 -54.9(3) . . . . ?
O2 Cd1 N4 C26 111.2(3) 3_756 . . . ?
C8 Cd1 N4 C26 -82.3(3) . . . . ?
O2 Cd1 N4 C22 -141.1(3) . . . . ?
O4 Cd1 N4 C22 74.9(3) . . . . ?
O1 Cd1 N4 C22 -12.1(3) . . . . ?
O3 Cd1 N4 C22 129.8(3) . . . . ?
O2 Cd1 N4 C22 -64.1(3) 3_756 . . . ?
C8 Cd1 N4 C22 102.4(3) . . . . ?
Cd1 O3 C8 O4 2.5(4) . . . . ?
Cd1 O3 C8 C9 -177.3(3) . . . . ?
Cd1 O4 C8 O3 -2.6(4) . . . . ?
Cd1 O4 C8 C9 177.1(3) . . . . ?
N4 Cd1 C8 O3 89.8(2) . . . . ?
O2 Cd1 C8 O3 -2.9(3) . . . . ?
O4 Cd1 C8 O3 177.5(4) . . . . ?
O1 Cd1 C8 O3 -175.3(2) . . . . ?
N3 Cd1 C8 O3 -89.6(2) . . . . ?
O2 Cd1 C8 O3 -164.9(3) 3_756 . . . ?
N4 Cd1 C8 O4 -87.7(2) . . . . ?
O2 Cd1 C8 O4 179.6(2) . . . . ?
O1 Cd1 C8 O4 7.2(3) . . . . ?
N3 Cd1 C8 O4 92.9(2) . . . . ?
O3 Cd1 C8 O4 -177.5(4) . . . . ?
O2 Cd1 C8 O4 17.6(5) 3_756 . . . ?
C12 O5 C5 C6 -15.4(5) . . . 4_465 ?
C12 O5 C5 C4 168.9(3) . . . 4_465 ?
C5 O5 C12 C13 -57.6(5) . . . . ?
C5 O5 C12 C11 126.4(4) . . . . ?
N1 N2 C21 C25 178.9(3) 1_545 . . . ?
C24 C25 C21 N2 -173.9(4) . . . . ?
C26 C25 C21 N2 6.0(6) . . . . ?
O3 C8 C9 C10 -21.3(6) . . . . ?
O4 C8 C9 C10 158.9(4) . . . . ?
O3 C8 C9 C14 158.9(4) . . . . ?
O4 C8 C9 C14 -20.9(5) . . . . ?
C19 N3 C20 C16 -0.7(6) . . . . ?
Cd1 N3 C20 C16 171.0(3) . . . . ?
C17 C16 C20 N3 0.8(6) . . . . ?
C15 C16 C20 N3 -179.4(4) . . . . ?
Cd1 O1 C1 O2 12.0(4) . . . 3_756 ?
Cd1 O1 C1 C2 -165.8(3) . . . . ?
C7 C2 C1 O1 179.9(3) . . . . ?
C3 C2 C1 O1 2.1(5) . . . . ?
C7 C2 C1 O2 2.0(5) . . . 3_756 ?
C3 C2 C1 O2 -175.7(3) . . . 3_756 ?
N2 N1 C15 C16 179.7(4) 1_565 . . . ?
C17 C16 C15 N1 178.7(4) . . . . ?
C20 C16 C15 N1 -1.1(7) . . . . ?
C14 C9 C10 C11 0.8(6) . . . . ?
C8 C9 C10 C11 -179.0(4) . . . . ?
C5 C4 C3 C2 -0.3(6) 4_666 . . . ?
C7 C2 C3 C4 -1.0(6) . . . . ?
C1 C2 C3 C4 176.9(3) . . . . ?
C9 C10 C11 C12 -0.4(6) . . . . ?
C13 C12 C11 C10 -0.8(6) . . . . ?
O5 C12 C11 C10 175.3(3) . . . . ?
C20 C16 C17 C18 -0.4(6) . . . . ?
C15 C16 C17 C18 179.7(4) . . . . ?
C16 C17 C18 C19 0.1(6) . . . . ?
C10 C9 C14 C13 0.0(6) . . . . ?
C8 C9 C14 C13 179.8(3) . . . . ?
C9 C14 C13 C12 -1.1(6) . . . . ?
C11 C12 C13 C14 1.5(6) . . . . ?
O5 C12 C13 C14 -174.3(3) . . . . ?
C5 C6 C7 C2 0.0(6) 4_666 . . . ?
C3 C2 C7 C6 1.1(6) . . . . ?
C1 C2 C7 C6 -176.7(3) . . . . ?
C22 N4 C26 C25 1.0(6) . . . . ?
Cd1 N4 C26 C25 -174.2(3) . . . . ?
C24 C25 C26 N4 -0.2(6) . . . . ?
C21 C25 C26 N4 179.9(4) . . . . ?
C26 C25 C24 C23 -1.2(6) . . . . ?
C21 C25 C24 C23 178.7(4) . . . . ?
C22 C23 C24 C25 1.7(6) . . . . ?
C20 N3 C19 C18 0.3(6) . . . . ?
Cd1 N3 C19 C18 -171.7(3) . . . . ?
C17 C18 C19 N3 0.0(6) . . . . ?
C31 N5 C28 C27 122.9(5) . . . . ?
C30 N5 C28 C27 -62.2(6) . . . . ?
C31 N5 C30 C29 -83.5(6) . . . . ?
C28 N5 C30 C29 101.6(6) . . . . ?
C30 N5 C31 O6 1.3(8) . . . . ?
C28 N5 C31 O6 176.2(5) . . . . ?
C26 N4 C22 C23 -0.4(6) . . . . ?
Cd1 N4 C22 C23 175.1(3) . . . . ?
C24 C23 C22 N4 -0.9(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        24.35
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.084
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 1446371'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H27 Cd N5 O6'
_chemical_formula_weight         665.97

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           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                   14.499(5)
_cell_length_b                   12.841(5)
_cell_length_c                   16.771(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.244(5)
_cell_angle_gamma                90.00
_cell_volume                     2965.5(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    3136
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      25.1

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1352
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8585
_exptl_absorpt_correction_T_max  0.8911
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            34781
_diffrn_reflns_av_R_equivalents  0.1040
_diffrn_reflns_av_sigmaI/netI    0.0665
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         25.08
_reflns_number_total             5192
_reflns_number_gt                3735
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.0682P)²+8.1595P] 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         5192
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0561
_refine_ls_wR_factor_ref         0.1537
_refine_ls_wR_factor_gt          0.1355
_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
Cd1 Cd 0.09553(3) 0.02801(3) 0.60910(3) 0.02187(17) Uani 1 1 d . . .
O4 O 0.2613(3) -0.0354(3) 0.6728(3) 0.0306(10) Uani 1 1 d . . .
O5 O -0.3720(3) 0.4473(3) 0.4952(3) 0.0300(10) Uani 1 1 d . . .
O1 O -0.0175(3) 0.1408(3) 0.6342(2) 0.0269(10) Uani 1 1 d . . .
O2 O 0.0831(3) -0.0666(3) 0.4888(3) 0.0271(9) Uani 1 1 d . . .
O3 O 0.2055(3) 0.0895(4) 0.7348(3) 0.0466(13) Uani 1 1 d . . .
N1 N 0.1529(4) 0.1647(4) 0.5477(3) 0.0275(12) Uani 1 1 d . . .
N2 N 0.0270(3) -0.1098(4) 0.6565(3) 0.0262(11) Uani 1 1 d . . .
C16 C 0.1799(5) 0.3476(5) 0.5414(4) 0.0305(15) Uani 1 1 d . . .
C25 C -0.0043(4) -0.2916(4) 0.6585(4) 0.0263(14) Uani 1 1 d . . .
N4 N 0.0887(4) 0.5807(4) 0.6133(3) 0.0308(12) Uani 1 1 d . . .
C15 C 0.1584(5) 0.4548(5) 0.5620(4) 0.0334(16) Uani 1 1 d . . .
H15 H 0.1914 0.5101 0.5476 0.040 Uiso 1 1 calc R . .
C9 C 0.3688(4) 0.0385(4) 0.7978(4) 0.0240(13) Uani 1 1 d . . .
C19 C 0.2665(5) 0.2280(5) 0.4820(4) 0.0325(15) Uani 1 1 d . . .
H19 H 0.3113 0.2139 0.4541 0.039 Uiso 1 1 calc R . .
C18 C 0.2181(5) 0.1483(5) 0.5075(4) 0.0303(15) Uani 1 1 d . . .
H18 H 0.2315 0.0800 0.4963 0.036 Uiso 1 1 calc R . .
N3 N 0.0959(4) 0.4733(4) 0.5989(3) 0.0335(13) Uani 1 1 d . . .
C11 C 0.5282(4) -0.0297(4) 0.8723(4) 0.0274(14) Uani 1 1 d . . .
H11 H 0.5757 -0.0804 0.8785 0.033 Uiso 1 1 calc R . .
C10 C 0.4402(4) -0.0362(4) 0.8080(4) 0.0277(14) Uani 1 1 d . . .
H10 H 0.4293 -0.0921 0.7710 0.033 Uiso 1 1 calc R . .
C1 C -0.0849(4) 0.1350(4) 0.5650(4) 0.0223(13) Uani 1 1 d . . .
C6 C -0.3124(4) 0.2859(4) 0.4519(4) 0.0245(13) Uani 1 1 d . . .
H6 H -0.3618 0.2850 0.4008 0.029 Uiso 1 1 calc R . .
C5 C -0.3090(4) 0.3626(4) 0.5105(4) 0.0237(13) Uani 1 1 d . . .
C17 C 0.1341(5) 0.2625(4) 0.5645(4) 0.0295(14) Uani 1 1 d . . .
H17 H 0.0891 0.2743 0.5927 0.035 Uiso 1 1 calc R . .
C3 C -0.1649(4) 0.2897(4) 0.6044(4) 0.0265(14) Uani 1 1 d . . .
H3 H -0.1150 0.2911 0.6552 0.032 Uiso 1 1 calc R . .
C13 C 0.4747(4) 0.1322(5) 0.9173(4) 0.0292(14) Uani 1 1 d . . .
H13 H 0.4869 0.1891 0.9534 0.035 Uiso 1 1 calc R . .
C21 C 0.0179(5) -0.3980(5) 0.6392(4) 0.0315(15) Uani 1 1 d . . .
H21 H -0.0216 -0.4520 0.6462 0.038 Uiso 1 1 calc R . .
O6 O 0.6162(6) 0.9020(5) 0.6271(5) 0.092(2) Uani 1 1 d . . .
C2 C -0.1662(4) 0.2115(4) 0.5469(4) 0.0231(13) Uani 1 1 d . . .
C26 C 0.0463(4) -0.2072(5) 0.6410(4) 0.0291(14) Uani 1 1 d . . .
H26 H 0.0956 -0.2195 0.6176 0.035 Uiso 1 1 calc R . .
C4 C -0.2362(4) 0.3656(5) 0.5878(4) 0.0277(14) Uani 1 1 d . . .
H4 H -0.2355 0.4170 0.6270 0.033 Uiso 1 1 calc R . .
C23 C -0.0955(5) -0.1707(5) 0.7131(4) 0.0358(16) Uani 1 1 d . . .
H23 H -0.1429 -0.1563 0.7382 0.043 Uiso 1 1 calc R . .
C20 C 0.2464(4) 0.3293(5) 0.4993(4) 0.0320(15) Uani 1 1 d . . .
H20 H 0.2774 0.3847 0.4827 0.038 Uiso 1 1 calc R . .
C8 C 0.2734(4) 0.0297(4) 0.7305(4) 0.0236(13) Uani 1 1 d . . .
C12 C -0.4569(4) 0.4467(4) 0.4264(4) 0.0255(14) Uani 1 1 d . . .
C24 C -0.0763(5) -0.2725(5) 0.6945(4) 0.0321(15) Uani 1 1 d . . .
H24 H -0.1118 -0.3274 0.7063 0.039 Uiso 1 1 calc R . .
C7 C -0.2402(4) 0.2099(4) 0.4710(4) 0.0269(14) Uani 1 1 d . . .
H7 H -0.2418 0.1574 0.4324 0.032 Uiso 1 1 calc R . .
C14 C 0.3874(4) 0.1230(5) 0.8526(4) 0.0278(14) Uani 1 1 d . . .
H14 H 0.3405 0.1745 0.8457 0.033 Uiso 1 1 calc R . .
C22 C -0.0422(4) -0.0920(5) 0.6933(4) 0.0294(14) Uani 1 1 d . . .
H22 H -0.0542 -0.0238 0.7057 0.035 Uiso 1 1 calc R . .
C29 C 0.5548(8) 0.9808(10) 0.6273(6) 0.081(4) Uani 1 1 d . . .
N5 N 0.5915(8) 1.0575(8) 0.6628(6) 0.097(3) Uani 1 1 d . . .
C27 C 0.5293(8) 1.1499(7) 0.6647(7) 0.087(3) Uani 1 1 d . . .
H27A H 0.5692 1.2054 0.6953 0.130 Uiso 1 1 calc R . .
H27B H 0.4823 1.1311 0.6917 0.130 Uiso 1 1 calc R . .
H27C H 0.4964 1.1723 0.6084 0.130 Uiso 1 1 calc R . .
C28 C 0.7009(7) 1.0686(9) 0.7068(7) 0.094(4) Uani 1 1 d . . .
H28A H 0.7145 1.1367 0.7312 0.141 Uiso 1 1 calc R . .
H28B H 0.7351 1.0589 0.6667 0.141 Uiso 1 1 calc R . .
H28C H 0.7217 1.0170 0.7502 0.141 Uiso 1 1 calc R . .
C30 C 0.4489(6) 0.9740(7) 0.5819(6) 0.064(2) Uani 1 1 d . . .
H30A H 0.4337 0.9060 0.5577 0.096 Uiso 1 1 calc R . .
H30B H 0.4314 1.0256 0.5383 0.096 Uiso 1 1 calc R . .
H30C H 0.4132 0.9862 0.6206 0.096 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
Cd1 N2 2.290(5) . ?
Cd1 O2 2.313(4) . ?
Cd1 N1 2.317(5) . ?
Cd1 O1 2.323(4) . ?
Cd1 O3 2.347(4) . ?
Cd1 O4 2.444(4) . ?
Cd1 O2 2.643(4) 3_556 ?
Cd1 C8 2.740(6) . ?
O4 C8 1.248(7) . ?
O5 C5 1.392(7) . ?
O5 C12 1.399(7) . ?
O1 C1 1.265(7) . ?
O2 C1 1.266(6) 3_556 ?
O2 Cd1 2.643(4) 3_556 ?
O3 C8 1.268(7) . ?
N1 C17 1.334(7) . ?
N1 C18 1.338(8) . ?
N2 C26 1.324(7) . ?
N2 C22 1.352(8) . ?
C16 C20 1.382(9) . ?
C16 C17 1.396(8) . ?
C16 C15 1.476(8) . ?
C25 C24 1.383(9) . ?
C25 C26 1.390(8) . ?
C25 C21 1.463(8) . ?
N4 C21 1.264(8) 1_565 ?
N4 N3 1.410(7) . ?
C15 N3 1.269(8) . ?
C9 C10 1.383(8) . ?
C9 C14 1.393(8) . ?
C9 C8 1.491(8) . ?
C19 C18 1.382(9) . ?
C19 C20 1.383(9) . ?
C11 C12 1.372(8) 4_666 ?
C11 C10 1.391(8) . ?
C1 O2 1.266(6) 3_556 ?
C1 C2 1.491(8) . ?
C6 C5 1.381(8) . ?
C6 C7 1.393(8) . ?
C5 C4 1.393(8) . ?
C3 C4 1.384(8) . ?
C3 C2 1.388(8) . ?
C13 C14 1.390(9) . ?
C13 C12 1.392(8) 4_666 ?
C21 N4 1.264(8) 1_545 ?
O6 C29 1.348(14) . ?
C2 C7 1.384(8) . ?
C23 C22 1.374(9) . ?
C23 C24 1.392(9) . ?
C12 C11 1.372(8) 4_465 ?
C12 C13 1.392(8) 4_465 ?
C29 N5 1.188(13) . ?
C29 C30 1.488(13) . ?
N5 C27 1.497(13) . ?
N5 C28 1.532(14) . ?

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 Cd1 O2 88.46(16) . . ?
N2 Cd1 N1 174.05(17) . . ?
O2 Cd1 N1 87.18(16) . . ?
N2 Cd1 O1 90.65(16) . . ?
O2 Cd1 O1 128.24(14) . . ?
N1 Cd1 O1 88.87(16) . . ?
N2 Cd1 O3 101.25(18) . . ?
O2 Cd1 O3 143.69(14) . . ?
N1 Cd1 O3 84.66(19) . . ?
O1 Cd1 O3 86.95(14) . . ?
N2 Cd1 O4 93.73(16) . . ?
O2 Cd1 O4 90.23(14) . . ?
N1 Cd1 O4 90.34(16) . . ?
O1 Cd1 O4 141.41(14) . . ?
O3 Cd1 O4 54.59(14) . . ?
N2 Cd1 O2 85.03(15) . 3_556 ?
O2 Cd1 O2 76.27(14) . 3_556 ?
N1 Cd1 O2 90.00(15) . 3_556 ?
O1 Cd1 O2 52.13(13) . 3_556 ?
O3 Cd1 O2 138.87(14) . 3_556 ?
O4 Cd1 O2 166.46(13) . 3_556 ?
N2 Cd1 C8 99.09(17) . . ?
O2 Cd1 C8 116.78(16) . . ?
N1 Cd1 C8 86.50(17) . . ?
O1 Cd1 C8 114.44(16) . . ?
O3 Cd1 C8 27.50(15) . . ?
O4 Cd1 C8 27.11(15) . . ?
O2 Cd1 C8 166.24(15) 3_556 . ?
C8 O4 Cd1 89.8(3) . . ?
C5 O5 C12 120.3(4) . . ?
C1 O1 Cd1 100.5(3) . . ?
C1 O2 Cd1 166.7(4) 3_556 . ?
C1 O2 Cd1 85.6(3) 3_556 3_556 ?
Cd1 O2 Cd1 103.73(14) . 3_556 ?
C8 O3 Cd1 93.8(3) . . ?
C17 N1 C18 118.6(5) . . ?
C17 N1 Cd1 119.6(4) . . ?
C18 N1 Cd1 120.9(4) . . ?
C26 N2 C22 118.8(5) . . ?
C26 N2 Cd1 121.3(4) . . ?
C22 N2 Cd1 119.5(4) . . ?
C20 C16 C17 118.5(6) . . ?
C20 C16 C15 120.7(6) . . ?
C17 C16 C15 120.8(6) . . ?
C24 C25 C26 118.3(6) . . ?
C24 C25 C21 120.7(6) . . ?
C26 C25 C21 121.0(6) . . ?
C21 N4 N3 112.4(5) 1_565 . ?
N3 C15 C16 121.6(6) . . ?
C10 C9 C14 118.4(6) . . ?
C10 C9 C8 121.5(5) . . ?
C14 C9 C8 120.1(5) . . ?
C18 C19 C20 118.1(6) . . ?
N1 C18 C19 123.1(6) . . ?
C15 N3 N4 111.7(5) . . ?
C12 C11 C10 118.4(5) 4_666 . ?
C9 C10 C11 121.6(5) . . ?
O1 C1 O2 120.9(5) . 3_556 ?
O1 C1 C2 118.8(5) . . ?
O2 C1 C2 120.3(5) 3_556 . ?
C5 C6 C7 118.6(5) . . ?
C6 C5 O5 123.5(5) . . ?
C6 C5 C4 122.0(5) . . ?
O5 C5 C4 114.3(5) . . ?
N1 C17 C16 122.2(6) . . ?
C4 C3 C2 121.5(6) . . ?
C14 C13 C12 117.8(5) . 4_666 ?
N4 C21 C25 122.4(6) 1_545 . ?
C7 C2 C3 119.2(5) . . ?
C7 C2 C1 120.8(5) . . ?
C3 C2 C1 119.8(5) . . ?
N2 C26 C25 122.5(6) . . ?
C3 C4 C5 117.9(5) . . ?
C22 C23 C24 118.0(6) . . ?
C16 C20 C19 119.6(6) . . ?
O4 C8 O3 121.8(5) . . ?
O4 C8 C9 120.6(5) . . ?
O3 C8 C9 117.6(5) . . ?
O4 C8 Cd1 63.1(3) . . ?
O3 C8 Cd1 58.7(3) . . ?
C9 C8 Cd1 175.9(4) . . ?
C11 C12 C13 122.2(6) 4_465 4_465 ?
C11 C12 O5 117.1(5) 4_465 . ?
C13 C12 O5 120.5(5) 4_465 . ?
C25 C24 C23 119.7(6) . . ?
C2 C7 C6 120.8(5) . . ?
C13 C14 C9 121.5(6) . . ?
N2 C22 C23 122.7(6) . . ?
N5 C29 O6 115.5(11) . . ?
N5 C29 C30 122.3(13) . . ?
O6 C29 C30 122.1(10) . . ?
C29 N5 C27 119.3(12) . . ?
C29 N5 C28 123.6(12) . . ?
C27 N5 C28 117.2(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cd1 O4 C8 -102.7(4) . . . . ?
O2 Cd1 O4 C8 168.8(4) . . . . ?
N1 Cd1 O4 C8 81.6(4) . . . . ?
O1 Cd1 O4 C8 -7.0(5) . . . . ?
O3 Cd1 O4 C8 -1.6(3) . . . . ?
O2 Cd1 O4 C8 173.0(5) 3_556 . . . ?
N2 Cd1 O1 C1 -88.6(3) . . . . ?
O2 Cd1 O1 C1 -0.1(4) . . . . ?
N1 Cd1 O1 C1 85.4(4) . . . . ?
O3 Cd1 O1 C1 170.1(4) . . . . ?
O4 Cd1 O1 C1 174.6(3) . . . . ?
O2 Cd1 O1 C1 -5.5(3) 3_556 . . . ?
C8 Cd1 O1 C1 171.1(3) . . . . ?
N2 Cd1 O2 C1 -48.0(17) . . . 3_556 ?
N1 Cd1 O2 C1 136.1(17) . . . 3_556 ?
O1 Cd1 O2 C1 -137.6(16) . . . 3_556 ?
O3 Cd1 O2 C1 59.1(17) . . . 3_556 ?
O4 Cd1 O2 C1 45.8(17) . . . 3_556 ?
O2 Cd1 O2 C1 -133.2(17) 3_556 . . 3_556 ?
C8 Cd1 O2 C1 51.4(17) . . . 3_556 ?
N2 Cd1 O2 Cd1 85.26(17) . . . 3_556 ?
N1 Cd1 O2 Cd1 -90.69(17) . . . 3_556 ?
O1 Cd1 O2 Cd1 -4.4(2) . . . 3_556 ?
O3 Cd1 O2 Cd1 -167.7(2) . . . 3_556 ?
O4 Cd1 O2 Cd1 178.98(15) . . . 3_556 ?
O2 Cd1 O2 Cd1 0.0 3_556 . . 3_556 ?
C8 Cd1 O2 Cd1 -175.34(14) . . . 3_556 ?
N2 Cd1 O3 C8 88.1(4) . . . . ?
O2 Cd1 O3 C8 -14.9(5) . . . . ?
N1 Cd1 O3 C8 -92.7(4) . . . . ?
O1 Cd1 O3 C8 178.2(4) . . . . ?
O4 Cd1 O3 C8 1.5(3) . . . . ?
O2 Cd1 O3 C8 -176.5(3) 3_556 . . . ?
O2 Cd1 N1 C17 148.2(5) . . . . ?
O1 Cd1 N1 C17 19.8(5) . . . . ?
O3 Cd1 N1 C17 -67.2(5) . . . . ?
O4 Cd1 N1 C17 -121.6(5) . . . . ?
O2 Cd1 N1 C17 71.9(5) 3_556 . . . ?
C8 Cd1 N1 C17 -94.8(5) . . . . ?
O2 Cd1 N1 C18 -43.5(5) . . . . ?
O1 Cd1 N1 C18 -171.9(5) . . . . ?
O3 Cd1 N1 C18 101.0(5) . . . . ?
O4 Cd1 N1 C18 46.7(5) . . . . ?
O2 Cd1 N1 C18 -119.8(5) 3_556 . . . ?
C8 Cd1 N1 C18 73.5(5) . . . . ?
O2 Cd1 N2 C26 36.2(5) . . . . ?
O1 Cd1 N2 C26 164.4(5) . . . . ?
O3 Cd1 N2 C26 -108.5(5) . . . . ?
O4 Cd1 N2 C26 -53.9(5) . . . . ?
O2 Cd1 N2 C26 112.6(5) 3_556 . . . ?
C8 Cd1 N2 C26 -80.7(5) . . . . ?
O2 Cd1 N2 C22 -136.7(4) . . . . ?
O1 Cd1 N2 C22 -8.5(4) . . . . ?
O3 Cd1 N2 C22 78.5(4) . . . . ?
O4 Cd1 N2 C22 133.1(4) . . . . ?
O2 Cd1 N2 C22 -60.4(4) 3_556 . . . ?
C8 Cd1 N2 C22 106.4(4) . . . . ?
C20 C16 C15 N3 178.4(6) . . . . ?
C17 C16 C15 N3 -2.1(10) . . . . ?
C17 N1 C18 C19 -0.6(9) . . . . ?
Cd1 N1 C18 C19 -169.0(5) . . . . ?
C20 C19 C18 N1 0.3(10) . . . . ?
C16 C15 N3 N4 179.1(5) . . . . ?
C21 N4 N3 C15 170.7(6) 1_565 . . . ?
C14 C9 C10 C11 1.5(9) . . . . ?
C8 C9 C10 C11 -178.1(6) . . . . ?
C12 C11 C10 C9 0.0(9) 4_666 . . . ?
Cd1 O1 C1 O2 10.5(6) . . . 3_556 ?
Cd1 O1 C1 C2 -168.4(4) . . . . ?
C7 C6 C5 O5 174.0(5) . . . . ?
C7 C6 C5 C4 -0.4(9) . . . . ?
C12 O5 C5 C6 15.2(8) . . . . ?
C12 O5 C5 C4 -170.0(5) . . . . ?
C18 N1 C17 C16 0.3(9) . . . . ?
Cd1 N1 C17 C16 168.8(5) . . . . ?
C20 C16 C17 N1 0.3(9) . . . . ?
C15 C16 C17 N1 -179.2(6) . . . . ?
C24 C25 C21 N4 -173.5(6) . . . 1_545 ?
C26 C25 C21 N4 6.6(10) . . . 1_545 ?
C4 C3 C2 C7 0.4(9) . . . . ?
C4 C3 C2 C1 176.4(5) . . . . ?
O1 C1 C2 C7 178.3(5) . . . . ?
O2 C1 C2 C7 -0.6(8) 3_556 . . . ?
O1 C1 C2 C3 2.4(8) . . . . ?
O2 C1 C2 C3 -176.6(5) 3_556 . . . ?
C22 N2 C26 C25 2.4(9) . . . . ?
Cd1 N2 C26 C25 -170.6(4) . . . . ?
C24 C25 C26 N2 -1.0(9) . . . . ?
C21 C25 C26 N2 178.9(6) . . . . ?
C2 C3 C4 C5 -1.2(9) . . . . ?
C6 C5 C4 C3 1.2(9) . . . . ?
O5 C5 C4 C3 -173.7(5) . . . . ?
C17 C16 C20 C19 -0.6(9) . . . . ?
C15 C16 C20 C19 178.9(6) . . . . ?
C18 C19 C20 C16 0.4(9) . . . . ?
Cd1 O4 C8 O3 2.8(6) . . . . ?
Cd1 O4 C8 C9 -178.1(5) . . . . ?
Cd1 O3 C8 O4 -2.9(6) . . . . ?
Cd1 O3 C8 C9 178.0(4) . . . . ?
C10 C9 C8 O4 -12.3(9) . . . . ?
C14 C9 C8 O4 168.1(6) . . . . ?
C10 C9 C8 O3 166.9(6) . . . . ?
C14 C9 C8 O3 -12.8(9) . . . . ?
N2 Cd1 C8 O4 80.3(4) . . . . ?
O2 Cd1 C8 O4 -12.5(4) . . . . ?
N1 Cd1 C8 O4 -97.6(4) . . . . ?
O1 Cd1 C8 O4 175.2(3) . . . . ?
O3 Cd1 C8 O4 177.2(6) . . . . ?
O2 Cd1 C8 O4 -173.1(5) 3_556 . . . ?
N2 Cd1 C8 O3 -96.9(4) . . . . ?
O2 Cd1 C8 O3 170.2(4) . . . . ?
N1 Cd1 C8 O3 85.1(4) . . . . ?
O1 Cd1 C8 O3 -2.0(4) . . . . ?
O4 Cd1 C8 O3 -177.2(6) . . . . ?
O2 Cd1 C8 O3 9.6(9) 3_556 . . . ?
C5 O5 C12 C11 -126.6(6) . . . 4_465 ?
C5 O5 C12 C13 57.4(8) . . . 4_465 ?
C26 C25 C24 C23 -0.7(9) . . . . ?
C21 C25 C24 C23 179.3(6) . . . . ?
C22 C23 C24 C25 1.1(9) . . . . ?
C3 C2 C7 C6 0.5(9) . . . . ?
C1 C2 C7 C6 -175.5(5) . . . . ?
C5 C6 C7 C2 -0.5(9) . . . . ?
C12 C13 C14 C9 -0.6(9) 4_666 . . . ?
C10 C9 C14 C13 -1.3(9) . . . . ?
C8 C9 C14 C13 178.4(5) . . . . ?
C26 N2 C22 C23 -2.0(9) . . . . ?
Cd1 N2 C22 C23 171.2(5) . . . . ?
C24 C23 C22 N2 0.3(10) . . . . ?
O6 C29 N5 C27 178.7(8) . . . . ?
C30 C29 N5 C27 2.0(15) . . . . ?
O6 C29 N5 C28 -0.5(15) . . . . ?
C30 C29 N5 C28 -177.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.08
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1446372'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H25 Cu N5 O6'
_chemical_formula_weight         603.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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                   14.268(5)
_cell_length_b                   12.993(5)
_cell_length_c                   16.902(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.945(5)
_cell_angle_gamma                90.00
_cell_volume                     2980.9(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    6104
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      26.1

_exptl_crystal_description       cube
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1244
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8918
_exptl_absorpt_correction_T_max  0.9260
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71069
_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            37518
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         26.13
_reflns_number_total             5866
_reflns_number_gt                4441
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45  (Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 2.1e'
_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)+(0.2000P)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         5866
_refine_ls_number_parameters     370
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0781
_refine_ls_wR_factor_ref         0.2284
_refine_ls_wR_factor_gt          0.1844
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.90597(4) 0.97585(4) 0.39189(3) 0.0259(3) Uani 1 1 d . . .
C23 C 0.8244(6) 0.6525(7) 0.4551(5) 0.053(2) Uani 1 1 d . . .
C9 C 0.6292(7) 0.9671(6) 0.2041(5) 0.052(2) Uani 1 1 d . . .
N1 N 0.9101(5) 1.5282(6) 0.3986(5) 0.059(2) Uani 1 1 d . . .
N4 N 0.9761(5) 1.1126(5) 0.3455(4) 0.0494(16) Uani 1 1 d . . .
C16 C 1.0083(6) 1.2934(7) 0.3404(5) 0.052(2) Uani 1 1 d . . .
O5 O 0.3692(5) 0.9512(5) 0.0063(4) 0.0605(17) Uani 1 1 d . . .
C24 C 0.8693(7) 0.7385(6) 0.4311(5) 0.054(2) Uani 1 1 d . . .
H24 H 0.9148 0.7284 0.4026 0.065 Uiso 1 1 calc R . .
O2 O 0.9169(4) 1.0659(5) 0.5116(4) 0.0545(15) Uani 1 1 d . . .
C22 C 0.7554(7) 0.6717(8) 0.4979(5) 0.060(2) Uani 1 1 d . . .
H22 H 0.7240 0.6172 0.5150 0.072 Uiso 1 1 calc R . .
O1 O 1.0205(4) 0.8634(4) 0.3640(4) 0.0546(15) Uani 1 1 d . . .
C13 C 0.5291(6) 0.8797(8) 0.0837(5) 0.054(2) Uani 1 1 d . . .
H13 H 0.5210 0.8269 0.0449 0.065 Uiso 1 1 calc R . .
C6 C 0.6877(6) 1.2866(7) 0.4554(5) 0.060(2) Uani 1 1 d . . .
H6 H 0.6370 1.2856 0.4052 0.072 Uiso 1 1 calc R . .
C4 C 0.7665(6) 1.3670(7) 0.5852(5) 0.0503(19) Uani 1 1 d . . .
H4 H 0.7691 1.4198 0.6229 0.060 Uiso 1 1 calc R . .
C12 C 0.4553(6) 0.9507(7) 0.0760(5) 0.055(2) Uani 1 1 d . . .
C14 C 0.6140(7) 0.8870(7) 0.1481(5) 0.057(2) Uani 1 1 d . . .
H14 H 0.6626 0.8372 0.1545 0.069 Uiso 1 1 calc R . .
O3 O 0.7315(5) 1.0304(5) 0.3340(4) 0.0666(19) Uani 1 1 d . . .
C26 C 0.9882(6) 1.4000(7) 0.3582(5) 0.058(2) Uani 1 1 d . . .
H26 H 1.0280 1.4527 0.3495 0.069 Uiso 1 1 calc R . .
C2 C 0.8343(6) 1.2118(6) 0.5476(5) 0.0436(17) Uani 1 1 d . . .
C15 C 0.9593(6) 1.2099(6) 0.3617(5) 0.053(2) Uani 1 1 d . . .
H15 H 0.9127 1.2230 0.3885 0.063 Uiso 1 1 calc R . .
C10 C 0.5548(7) 1.0369(8) 0.1976(7) 0.065(3) Uani 1 1 d . . .
H10 H 0.5637 1.0903 0.2359 0.078 Uiso 1 1 calc R . .
N3 N 0.8480(5) 0.8328(6) 0.4482(4) 0.0558(18) Uani 1 1 d . . .
C25 C 0.8474(7) 0.5485(7) 0.4370(6) 0.058(2) Uani 1 1 d . . .
H25 H 0.8156 0.4941 0.4538 0.070 Uiso 1 1 calc R . .
C18 C 1.0981(6) 1.1734(7) 0.2859(5) 0.055(2) Uani 1 1 d . . .
H18 H 1.1453 1.1582 0.2601 0.066 Uiso 1 1 calc R . .
C20 C 0.7805(6) 0.8484(8) 0.4874(5) 0.055(2) Uani 1 1 d . . .
H20 H 0.7641 0.9156 0.4967 0.067 Uiso 1 1 calc R . .
O4 O 0.7992(5) 0.9282(6) 0.2620(4) 0.082(2) Uani 1 1 d . . .
C17 C 1.0804(6) 1.2723(8) 0.3018(5) 0.056(2) Uani 1 1 d . . .
H17 H 1.1156 1.3256 0.2875 0.067 Uiso 1 1 calc R . .
N2 N 0.9156(5) 1.4214(7) 0.3859(4) 0.059(2) Uani 1 1 d . . .
C3 C 0.8361(6) 1.2898(7) 0.6029(5) 0.051(2) Uani 1 1 d . . .
H3 H 0.8858 1.2905 0.6537 0.061 Uiso 1 1 calc R . .
C1 C 0.9141(5) 1.1325(6) 0.5660(5) 0.0466(18) Uani 1 1 d . . .
C21 C 0.7352(7) 0.7696(7) 0.5139(6) 0.061(2) Uani 1 1 d . . .
H21 H 0.6906 0.7830 0.5428 0.073 Uiso 1 1 calc R . .
C19 C 1.0444(6) 1.0929(8) 0.3085(5) 0.054(2) Uani 1 1 d . . .
H19 H 1.0569 1.0251 0.2974 0.065 Uiso 1 1 calc R . .
C8 C 0.7258(7) 0.9767(6) 0.2720(6) 0.049(2) Uani 1 1 d . . .
C5 C 0.6921(6) 1.3637(6) 0.5092(5) 0.051(2) Uani 1 1 d . . .
C7 C 0.7564(6) 1.2096(7) 0.4729(5) 0.057(2) Uani 1 1 d . . .
H7 H 0.7514 1.1559 0.4354 0.068 Uiso 1 1 calc R . .
C11 C 0.4651(8) 1.0278(7) 0.1329(7) 0.070(3) Uani 1 1 d . . .
H11 H 0.4136 1.0733 0.1291 0.084 Uiso 1 1 calc R . .
C27 C 0.5670(11) 0.8810(12) 0.5935(11) 0.06(4) Uani 1 1 d D . .
H27A H 0.6334 0.9036 0.6199 0.191 Uiso 1 1 calc R . .
H27B H 0.5594 0.8626 0.5368 0.191 Uiso 1 1 calc R . .
H27C H 0.5534 0.8221 0.6225 0.191 Uiso 1 1 calc R . .
C29 C 0.5588(14) 1.0488(13) 0.6339(13) 0.083(6) Uani 1 1 d D . .
H29 H 0.6272 1.0523 0.6507 0.161 Uiso 1 1 calc R . .
N5 N 0.5013(19) 0.9607(14) 0.5953(13) 0.077(3) Uani 1 1 d D . .
O7 O 0.498(4) 1.126(2) 0.6419(18) 0.065(5) Uani 1 1 d D . .
C28 C 0.4055(19) 0.974(3) 0.577(3) 0.056(3) Uani 1 1 d . . .
H28A H 0.3921 1.0421 0.5918 0.444 Uiso 1 1 calc R . .
H28B H 0.3792 0.9245 0.6063 0.444 Uiso 1 1 calc R . .
H28C H 0.3754 0.9643 0.5179 0.444 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
Cu1 N4 2.293(7) . ?
Cu1 O2 2.301(6) . ?
Cu1 O4 2.338(6) . ?
Cu1 O1 2.345(6) . ?
Cu1 N3 2.352(8) . ?
C23 C24 1.407(12) . ?
C23 C22 1.412(12) . ?
C23 C25 1.446(13) . ?
C9 C10 1.374(13) . ?
C9 C14 1.378(12) . ?
C9 C8 1.502(12) . ?
N1 C25 1.285(12) 1_565 ?
N1 N2 1.410(13) . ?
N4 C15 1.331(10) . ?
N4 C19 1.334(10) . ?
C16 C15 1.396(12) . ?
C16 C17 1.404(12) . ?
C16 C26 1.465(13) . ?
O5 C5 1.409(10) 2_645 ?
O5 C12 1.417(10) . ?
C24 N3 1.316(11) . ?
O2 C1 1.273(9) . ?
C22 C21 1.349(13) . ?
O1 C1 1.262(9) 3_776 ?
C13 C14 1.360(11) . ?
C13 C12 1.375(12) . ?
C6 C5 1.341(12) . ?
C6 C7 1.368(12) . ?
C4 C3 1.379(11) . ?
C4 C5 1.392(11) . ?
C12 C11 1.366(14) . ?
O3 C8 1.241(11) . ?
C26 N2 1.291(11) . ?
C2 C3 1.372(11) . ?
C2 C7 1.403(11) . ?
C2 C1 1.495(11) . ?
C10 C11 1.408(14) . ?
N3 C20 1.342(10) . ?
C25 N1 1.285(12) 1_545 ?
C18 C17 1.353(13) . ?
C18 C19 1.417(12) . ?
C20 C21 1.358(13) . ?
O4 C8 1.277(11) . ?
C1 O1 1.262(9) 3_776 ?
C5 O5 1.409(10) 2_655 ?
C27 N5 1.404(17) . ?
C29 O7 1.353(18) . ?
C29 N5 1.443(17) . ?
N5 C28 1.31(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cu1 O2 89.3(2) . . ?
N4 Cu1 O4 96.3(3) . . ?
O2 Cu1 O4 144.0(2) . . ?
N4 Cu1 O1 90.6(2) . . ?
O2 Cu1 O1 129.1(2) . . ?
O4 Cu1 O1 86.5(2) . . ?
N4 Cu1 N3 174.9(2) . . ?
O2 Cu1 N3 89.0(2) . . ?
O4 Cu1 N3 87.8(3) . . ?
O1 Cu1 N3 86.7(2) . . ?
C24 C23 C22 117.3(8) . . ?
C24 C23 C25 121.9(8) . . ?
C22 C23 C25 120.9(8) . . ?
C10 C9 C14 119.3(9) . . ?
C10 C9 C8 120.7(8) . . ?
C14 C9 C8 120.0(8) . . ?
C25 N1 N2 111.0(7) 1_565 . ?
C15 N4 C19 118.8(8) . . ?
C15 N4 Cu1 122.8(6) . . ?
C19 N4 Cu1 118.0(6) . . ?
C15 C16 C17 117.7(8) . . ?
C15 C16 C26 122.5(8) . . ?
C17 C16 C26 119.8(8) . . ?
C5 O5 C12 118.7(7) 2_645 . ?
N3 C24 C23 121.3(9) . . ?
C1 O2 Cu1 166.6(6) . . ?
C21 C22 C23 119.7(9) . . ?
C1 O1 Cu1 98.4(5) 3_776 . ?
C14 C13 C12 119.7(8) . . ?
C5 C6 C7 121.2(8) . . ?
C3 C4 C5 118.1(8) . . ?
C11 C12 C13 121.1(8) . . ?
C11 C12 O5 117.2(9) . . ?
C13 C12 O5 121.6(8) . . ?
C13 C14 C9 121.1(9) . . ?
N2 C26 C16 120.5(8) . . ?
C3 C2 C7 118.1(7) . . ?
C3 C2 C1 120.9(7) . . ?
C7 C2 C1 121.0(7) . . ?
N4 C15 C16 123.3(8) . . ?
C9 C10 C11 120.1(9) . . ?
C24 N3 C20 119.9(8) . . ?
C24 N3 Cu1 120.9(6) . . ?
C20 N3 Cu1 118.4(6) . . ?
N1 C25 C23 122.5(8) 1_545 . ?
C17 C18 C19 119.9(9) . . ?
N3 C20 C21 122.4(9) . . ?
C8 O4 Cu1 93.9(5) . . ?
C18 C17 C16 119.1(9) . . ?
C26 N2 N1 110.8(8) . . ?
C2 C3 C4 121.9(7) . . ?
O1 C1 O2 121.7(7) 3_776 . ?
O1 C1 C2 117.5(7) 3_776 . ?
O2 C1 C2 120.7(7) . . ?
C22 C21 C20 119.5(9) . . ?
N4 C19 C18 121.2(9) . . ?
O3 C8 O4 123.1(8) . . ?
O3 C8 C9 119.8(8) . . ?
O4 C8 C9 117.1(8) . . ?
C6 C5 C4 120.8(7) . . ?
C6 C5 O5 125.4(7) . 2_655 ?
C4 C5 O5 113.5(7) . 2_655 ?
C6 C7 C2 119.8(8) . . ?
C12 C11 C10 118.7(9) . . ?
O7 C29 N5 110(3) . . ?
C28 N5 C27 138(3) . . ?
C28 N5 C29 114(2) . . ?
C27 N5 C29 108(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Cu1 N4 C15 -34.9(7) . . . . ?
O4 Cu1 N4 C15 109.5(7) . . . . ?
O1 Cu1 N4 C15 -164.0(7) . . . . ?
O2 Cu1 N4 C19 137.8(6) . . . . ?
O4 Cu1 N4 C19 -77.9(6) . . . . ?
O1 Cu1 N4 C19 8.7(6) . . . . ?
C22 C23 C24 N3 0.3(12) . . . . ?
C25 C23 C24 N3 -179.8(8) . . . . ?
N4 Cu1 O2 C1 48(2) . . . . ?
O4 Cu1 O2 C1 -52(2) . . . . ?
O1 Cu1 O2 C1 138(2) . . . . ?
N3 Cu1 O2 C1 -137(2) . . . . ?
C24 C23 C22 C21 0.1(13) . . . . ?
C25 C23 C22 C21 -179.9(8) . . . . ?
N4 Cu1 O1 C1 90.7(5) . . . 3_776 ?
O2 Cu1 O1 C1 1.1(6) . . . 3_776 ?
O4 Cu1 O1 C1 -173.0(5) . . . 3_776 ?
N3 Cu1 O1 C1 -85.0(5) . . . 3_776 ?
C14 C13 C12 C11 -1.1(15) . . . . ?
C14 C13 C12 O5 174.7(8) . . . . ?
C5 O5 C12 C11 -123.1(10) 2_645 . . . ?
C5 O5 C12 C13 61.0(12) 2_645 . . . ?
C12 C13 C14 C9 -2.8(14) . . . . ?
C10 C9 C14 C13 4.1(14) . . . . ?
C8 C9 C14 C13 -176.6(9) . . . . ?
C15 C16 C26 N2 -8.2(13) . . . . ?
C17 C16 C26 N2 173.0(8) . . . . ?
C19 N4 C15 C16 1.4(13) . . . . ?
Cu1 N4 C15 C16 174.0(6) . . . . ?
C17 C16 C15 N4 -1.7(13) . . . . ?
C26 C16 C15 N4 179.5(8) . . . . ?
C14 C9 C10 C11 -1.6(16) . . . . ?
C8 C9 C10 C11 179.1(9) . . . . ?
C23 C24 N3 C20 -1.7(12) . . . . ?
C23 C24 N3 Cu1 -171.3(6) . . . . ?
O2 Cu1 N3 C24 -146.8(6) . . . . ?
O4 Cu1 N3 C24 69.1(6) . . . . ?
O1 Cu1 N3 C24 -17.5(6) . . . . ?
O2 Cu1 N3 C20 43.5(6) . . . . ?
O4 Cu1 N3 C20 -100.6(6) . . . . ?
O1 Cu1 N3 C20 172.7(6) . . . . ?
C24 C23 C25 N1 0.4(14) . . . 1_545 ?
C22 C23 C25 N1 -179.7(9) . . . 1_545 ?
C24 N3 C20 C21 2.9(13) . . . . ?
Cu1 N3 C20 C21 172.8(7) . . . . ?
N4 Cu1 O4 C8 -96.8(6) . . . . ?
O2 Cu1 O4 C8 0.9(9) . . . . ?
O1 Cu1 O4 C8 173.0(6) . . . . ?
N3 Cu1 O4 C8 86.2(6) . . . . ?
C19 C18 C17 C16 -0.4(13) . . . . ?
C15 C16 C17 C18 1.1(12) . . . . ?
C26 C16 C17 C18 179.9(8) . . . . ?
C16 C26 N2 N1 -180.0(7) . . . . ?
C25 N1 N2 C26 -170.8(8) 1_565 . . . ?
C7 C2 C3 C4 -2.8(13) . . . . ?
C1 C2 C3 C4 176.3(8) . . . . ?
C5 C4 C3 C2 0.8(13) . . . . ?
Cu1 O2 C1 O1 -146.0(19) . . . 3_776 ?
Cu1 O2 C1 C2 32(3) . . . . ?
C3 C2 C1 O1 4.0(12) . . . 3_776 ?
C7 C2 C1 O1 -176.9(8) . . . 3_776 ?
C3 C2 C1 O2 -173.7(8) . . . . ?
C7 C2 C1 O2 5.4(12) . . . . ?
C23 C22 C21 C20 1.0(14) . . . . ?
N3 C20 C21 C22 -2.6(14) . . . . ?
C15 N4 C19 C18 -0.5(12) . . . . ?
Cu1 N4 C19 C18 -173.5(6) . . . . ?
C17 C18 C19 N4 0.0(13) . . . . ?
Cu1 O4 C8 O3 3.6(11) . . . . ?
Cu1 O4 C8 C9 -176.7(7) . . . . ?
C10 C9 C8 O3 18.0(15) . . . . ?
C14 C9 C8 O3 -161.3(9) . . . . ?
C10 C9 C8 O4 -161.7(10) . . . . ?
C14 C9 C8 O4 19.0(14) . . . . ?
C7 C6 C5 C4 -0.7(15) . . . . ?
C7 C6 C5 O5 173.7(9) . . . 2_655 ?
C3 C4 C5 C6 1.0(13) . . . . ?
C3 C4 C5 O5 -174.0(8) . . . 2_655 ?
C5 C6 C7 C2 -1.4(15) . . . . ?
C3 C2 C7 C6 3.1(13) . . . . ?
C1 C2 C7 C6 -176.0(8) . . . . ?
C13 C12 C11 C10 3.5(16) . . . . ?
O5 C12 C11 C10 -172.5(10) . . . . ?
C9 C10 C11 C12 -2.1(17) . . . . ?
O7 C29 N5 C28 0(3) . . . . ?
O7 C29 N5 C27 -176.1(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.13
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.807
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.238
