# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_lj-1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H30 Co N4 O9'
_chemical_formula_weight         601.47

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           Triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   8.7946(5)
_cell_length_b                   12.8230(8)
_cell_length_c                   13.5008(8)
_cell_angle_alpha                76.2220(10)
_cell_angle_beta                 85.6630(10)
_cell_angle_gamma                72.7250(10)
_cell_volume                     1411.99(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6380
_cell_measurement_theta_min      1.55
_cell_measurement_theta_max      25.00

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            PINK
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             626
_exptl_absorpt_coefficient_mu    0.666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7133
_diffrn_reflns_av_R_equivalents  0.0077
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4921
_reflns_number_gt                4508
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_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)+(0.0676P)²+2.3396P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4921
_refine_ls_number_parameters     368
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1292
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.049
_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 1.0000 0.5000 -0.5000 0.02219(15) Uani 1 2 d S . .
N1 N 0.7550(3) 0.52840(19) -0.44629(19) 0.0302(5) Uani 1 1 d . . .
O1 O 0.0517(3) 0.64126(16) -0.09202(15) 0.0346(5) Uani 1 1 d . . .
C1 C 0.6605(4) 0.6282(3) -0.4368(3) 0.0379(7) Uani 1 1 d . . .
H1A H 0.6953 0.6912 -0.4628 0.046 Uiso 1 1 calc R . .
O1W O 0.9810(3) 0.36417(16) -0.55301(15) 0.0327(5) Uani 1 1 d . . .
H1WA H 0.9757 0.3639 -0.6156 0.039 Uiso 1 1 d R . .
H1WB H 1.0205 0.2960 -0.5227 0.039 Uiso 1 1 d R . .
Co2 Co 0.0000 0.5000 0.0000 0.02886(17) Uani 1 2 d S . .
O2 O 0.0713(3) 0.60771(17) -0.24736(16) 0.0459(6) Uani 1 1 d . . .
N2 N 0.2591(3) 0.4105(2) 0.0250(2) 0.0377(6) Uani 1 1 d . A .
C2 C 0.5131(4) 0.6419(3) -0.3898(3) 0.0454(8) Uani 1 1 d . . .
H2A H 0.4506 0.7127 -0.3839 0.055 Uiso 1 1 calc R . .
O2W O 0.9366(2) 0.60493(16) -0.64107(15) 0.0324(5) Uani 1 1 d . . .
H2WA H 0.9788 0.6542 -0.6751 0.039 Uiso 1 1 d R . .
H2WB H 0.8425 0.6209 -0.6632 0.039 Uiso 1 1 d R . .
N3 N 0.5947(3) 0.2430(2) -0.3254(2) 0.0359(6) Uani 1 1 d . . .
H3B H 0.6934 0.2368 -0.3403 0.043 Uiso 1 1 calc R . .
O3 O -0.0223(4) 1.2040(2) -0.3203(2) 0.0598(8) Uani 1 1 d . . .
C3 C 0.4599(4) 0.5493(3) -0.3520(3) 0.0387(7) Uani 1 1 d . . .
H3A H 0.3604 0.5569 -0.3208 0.046 Uiso 1 1 calc R . .
O3W O -0.0015(3) 0.56664(18) 0.12522(16) 0.0433(6) Uani 1 1 d . . .
O4 O 0.1254(4) 1.1532(2) -0.4499(2) 0.0621(8) Uani 1 1 d . . .
C4 C 0.5565(3) 0.4445(2) -0.3609(2) 0.0283(6) Uani 1 1 d . . .
N4 N 0.5041(4) 0.1494(2) -0.1228(2) 0.0470(7) Uani 1 1 d . A .
H4A H 0.4025 0.1661 -0.1141 0.056 Uiso 1 1 calc R . .
O5 O 0.3572(2) 0.3580(2) -0.29324(19) 0.0434(6) Uani 1 1 d . . .
C5 C 0.7021(3) 0.4385(2) -0.4092(2) 0.0297(6) Uani 1 1 d . . .
H5A H 0.7668 0.3687 -0.4163 0.036 Uiso 1 1 calc R . .
C6 C 0.4957(3) 0.3440(2) -0.3232(2) 0.0304(6) Uani 1 1 d . . .
O6 O 0.7151(6) 0.1376(5) -0.0508(5) 0.0585(11) Uani 0.578(6) 1 d PU A 1
O6' O 0.7490(8) 0.1909(7) -0.0996(6) 0.0585(11) Uani 0.422(6) 1 d P A 2
C7 C 0.5404(4) 0.1426(3) -0.3032(2) 0.0335(6) Uani 1 1 d . . .
H7A H 0.4249 0.1662 -0.3132 0.040 Uiso 1 1 calc R . .
C8 C 0.6172(5) 0.0675(3) -0.3760(3) 0.0474(8) Uani 1 1 d . . .
H8A H 0.5920 0.1094 -0.4456 0.057 Uiso 1 1 calc R . .
H8B H 0.7319 0.0451 -0.3685 0.057 Uiso 1 1 calc R . .
C9 C 0.5604(5) -0.0365(3) -0.3562(3) 0.0545(9) Uani 1 1 d . . .
H9A H 0.4474 -0.0148 -0.3703 0.065 Uiso 1 1 calc R . .
H9B H 0.6159 -0.0841 -0.4015 0.065 Uiso 1 1 calc R . .
C10 C 0.5908(8) -0.1008(3) -0.2469(4) 0.0797(16) Uani 1 1 d . . .
H10A H 0.7046 -0.1296 -0.2349 0.096 Uiso 1 1 calc R . .
H10B H 0.5474 -0.1641 -0.2343 0.096 Uiso 1 1 calc R . .
C11 C 0.5134(8) -0.0249(4) -0.1735(3) 0.0862(18) Uani 1 1 d . . .
H11A H 0.3988 -0.0005 -0.1823 0.103 Uiso 1 1 calc R . .
H11B H 0.5363 -0.0669 -0.1038 0.103 Uiso 1 1 calc R . .
C12 C 0.5751(5) 0.0770(3) -0.1930(3) 0.0463(8) Uani 1 1 d . . .
H12A H 0.6907 0.0511 -0.1832 0.056 Uiso 1 1 calc R . .
C13 C 0.5850(5) 0.1902(3) -0.0724(3) 0.0623(12) Uani 1 1 d . . .
C14 C 0.4975(4) 0.2774(3) -0.0151(2) 0.0422(8) Uani 1 1 d . A .
C15 C 0.5838(5) 0.3078(3) 0.0488(3) 0.0545(9) Uani 1 1 d . . .
H15A H 0.6930 0.2747 0.0558 0.065 Uiso 1 1 calc R A .
C16 C 0.5060(5) 0.3877(4) 0.1018(3) 0.0598(11) Uani 1 1 d . A .
H16A H 0.5616 0.4087 0.1459 0.072 Uiso 1 1 calc R . .
C17 C 0.3455(5) 0.4358(3) 0.0886(3) 0.0498(9) Uani 1 1 d . . .
H17A H 0.2937 0.4889 0.1257 0.060 Uiso 1 1 calc R A .
C18 C 0.3372(4) 0.3319(3) -0.0255(3) 0.0412(8) Uani 1 1 d . . .
H18A H 0.2797 0.3131 -0.0701 0.049 Uiso 1 1 calc R A .
C19 C 0.0639(3) 0.6697(2) -0.1872(2) 0.0253(6) Uani 1 1 d . . .
C20 C 0.0718(3) 0.7878(2) -0.2313(2) 0.0248(5) Uani 1 1 d . . .
C21 C 0.0312(4) 0.8668(2) -0.1723(2) 0.0333(6) Uani 1 1 d . . .
H21A H 0.0049 0.8459 -0.1039 0.040 Uiso 1 1 calc R . .
C22 C 0.0293(4) 0.9769(2) -0.2143(2) 0.0352(7) Uani 1 1 d . . .
H22A H 0.0014 1.0291 -0.1737 0.042 Uiso 1 1 calc R . .
C23 C 0.0686(3) 1.0100(2) -0.3159(2) 0.0275(6) Uani 1 1 d . . .
C24 C 0.0565(4) 1.1309(2) -0.3645(2) 0.0330(6) Uani 1 1 d . . .
C25 C 0.1140(4) 0.9303(2) -0.3743(2) 0.0329(6) Uani 1 1 d . . .
H25A H 0.1447 0.9506 -0.4419 0.039 Uiso 1 1 calc R . .
C26 C 0.1140(4) 0.8207(2) -0.3326(2) 0.0299(6) Uani 1 1 d . . .
H26A H 0.1427 0.7684 -0.3731 0.036 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 O2W 2.0599(19) . ?
Co1 O2W 2.0599(19) 2_764 ?
Co1 O1W 2.0877(18) . ?
Co1 O1W 2.0877(18) 2_764 ?
Co1 N1 2.174(2) . ?
Co1 N1 2.174(2) 2_764 ?
N1 C1 1.332(4) . ?
N1 C5 1.343(4) . ?
O1 C19 1.255(3) . ?
O1 Co2 2.0889(18) . ?
C1 C2 1.381(5) . ?
Co2 O3W 2.066(2) . ?
Co2 O3W 2.066(2) 2_565 ?
Co2 O1 2.0889(18) 2_565 ?
Co2 N2 2.237(3) . ?
Co2 N2 2.237(3) 2_565 ?
O2 C19 1.250(3) . ?
N2 C17 1.341(4) . ?
N2 C18 1.341(4) . ?
C2 C3 1.376(5) . ?
N3 C6 1.336(4) . ?
N3 C7 1.461(4) . ?
O3 C24 1.238(4) . ?
C3 C4 1.388(4) . ?
O4 C24 1.273(4) . ?
C4 C5 1.382(4) . ?
C4 C6 1.503(4) . ?
N4 C13 1.307(5) . ?
N4 C12 1.461(4) . ?
O5 C6 1.228(4) . ?
O6 C13 1.161(6) . ?
O6' C13 1.464(9) . ?
C7 C8 1.521(4) . ?
C7 C12 1.528(4) . ?
C8 C9 1.518(5) . ?
C9 C10 1.509(6) . ?
C10 C11 1.535(6) . ?
C11 C12 1.518(6) . ?
C13 C14 1.501(5) . ?
C14 C18 1.376(5) . ?
C14 C15 1.381(5) . ?
C15 C16 1.374(5) . ?
C16 C17 1.369(6) . ?
C19 C20 1.510(4) . ?
C20 C21 1.383(4) . ?
C20 C26 1.390(4) . ?
C21 C22 1.385(4) . ?
C22 C23 1.386(4) . ?
C23 C25 1.386(4) . ?
C23 C24 1.507(4) . ?
C25 C26 1.383(4) . ?

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
O2W Co1 O2W 180.0 . 2_764 ?
O2W Co1 O1W 90.67(8) . . ?
O2W Co1 O1W 89.33(8) 2_764 . ?
O2W Co1 O1W 89.33(8) . 2_764 ?
O2W Co1 O1W 90.67(8) 2_764 2_764 ?
O1W Co1 O1W 179.999(1) . 2_764 ?
O2W Co1 N1 93.37(9) . . ?
O2W Co1 N1 86.63(9) 2_764 . ?
O1W Co1 N1 89.40(9) . . ?
O1W Co1 N1 90.60(9) 2_764 . ?
O2W Co1 N1 86.63(9) . 2_764 ?
O2W Co1 N1 93.37(9) 2_764 2_764 ?
O1W Co1 N1 90.60(9) . 2_764 ?
O1W Co1 N1 89.40(9) 2_764 2_764 ?
N1 Co1 N1 180.00(5) . 2_764 ?
C1 N1 C5 117.8(3) . . ?
C1 N1 Co1 123.7(2) . . ?
C5 N1 Co1 117.99(18) . . ?
C19 O1 Co2 130.30(18) . . ?
N1 C1 C2 122.7(3) . . ?
O3W Co2 O3W 180.0 . 2_565 ?
O3W Co2 O1 88.86(8) . . ?
O3W Co2 O1 91.14(8) 2_565 . ?
O3W Co2 O1 91.14(8) . 2_565 ?
O3W Co2 O1 88.86(8) 2_565 2_565 ?
O1 Co2 O1 180.0 . 2_565 ?
O3W Co2 N2 89.49(10) . . ?
O3W Co2 N2 90.51(10) 2_565 . ?
O1 Co2 N2 91.32(9) . . ?
O1 Co2 N2 88.68(9) 2_565 . ?
O3W Co2 N2 90.51(10) . 2_565 ?
O3W Co2 N2 89.49(10) 2_565 2_565 ?
O1 Co2 N2 88.68(9) . 2_565 ?
O1 Co2 N2 91.32(9) 2_565 2_565 ?
N2 Co2 N2 180.0 . 2_565 ?
C17 N2 C18 116.6(3) . . ?
C17 N2 Co2 121.5(2) . . ?
C18 N2 Co2 121.8(2) . . ?
C3 C2 C1 119.1(3) . . ?
C6 N3 C7 121.9(2) . . ?
C2 C3 C4 119.2(3) . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 C6 122.9(3) . . ?
C3 C4 C6 119.1(3) . . ?
C13 N4 C12 124.2(4) . . ?
N1 C5 C4 123.3(3) . . ?
O5 C6 N3 122.7(3) . . ?
O5 C6 C4 119.1(3) . . ?
N3 C6 C4 118.2(2) . . ?
N3 C7 C8 110.7(3) . . ?
N3 C7 C12 111.6(3) . . ?
C8 C7 C12 109.9(3) . . ?
C9 C8 C7 111.9(3) . . ?
C10 C9 C8 110.6(3) . . ?
C9 C10 C11 110.5(4) . . ?
C12 C11 C10 111.0(4) . . ?
N4 C12 C11 111.7(3) . . ?
N4 C12 C7 110.2(3) . . ?
C11 C12 C7 109.4(3) . . ?
O6 C13 N4 117.3(4) . . ?
O6 C13 O6' 39.5(4) . . ?
N4 C13 O6' 122.1(4) . . ?
O6 C13 C14 120.1(4) . . ?
N4 C13 C14 119.3(4) . . ?
O6' C13 C14 114.1(4) . . ?
C18 C14 C15 118.1(3) . . ?
C18 C14 C13 123.8(3) . . ?
C15 C14 C13 118.1(3) . . ?
C16 C15 C14 119.1(4) . . ?
C17 C16 C15 119.0(3) . . ?
N2 C17 C16 123.4(3) . . ?
N2 C18 C14 123.8(3) . . ?
O2 C19 O1 125.1(2) . . ?
O2 C19 C20 118.1(2) . . ?
O1 C19 C20 116.7(2) . . ?
C21 C20 C26 118.5(2) . . ?
C21 C20 C19 120.5(2) . . ?
C26 C20 C19 120.9(2) . . ?
C20 C21 C22 120.6(3) . . ?
C21 C22 C23 120.8(3) . . ?
C22 C23 C25 118.7(3) . . ?
C22 C23 C24 121.4(3) . . ?
C25 C23 C24 119.8(3) . . ?
O3 C24 O4 123.0(3) . . ?
O3 C24 C23 118.5(3) . . ?
O4 C24 C23 118.5(3) . . ?
C26 C25 C23 120.4(3) . . ?
C25 C26 C20 120.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         1.385
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.072
_database_code_depnum_ccdc_archive 'CCDC 962356'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_lj-2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H30 N4 Ni O9'
_chemical_formula_weight         601.25

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   8.7723(3)
_cell_length_b                   12.7797(5)
_cell_length_c                   13.4540(5)
_cell_angle_alpha                76.1920(10)
_cell_angle_beta                 85.5170(10)
_cell_angle_gamma                72.7230(10)
_cell_volume                     1398.57(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5708
_cell_measurement_theta_min      1.56
_cell_measurement_theta_max      25.00

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            GREEN
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.841
_exptl_absorpt_correction_T_max  0.860
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7121
_diffrn_reflns_av_R_equivalents  0.0083
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4882
_reflns_number_gt                4429
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_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)+(0.0649P)²+2.2850P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4882
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1273
_refine_ls_wR_factor_gt          0.1249
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.5000 0.5000 0.02075(15) Uani 1 2 d S . .
O1 O 0.9490(3) 0.35989(16) 0.09066(15) 0.0335(5) Uani 1 1 d . . .
N1 N 0.2398(3) 0.47103(19) 0.44706(18) 0.0276(5) Uani 1 1 d . . .
C1 C 0.3350(4) 0.3700(3) 0.4391(3) 0.0356(7) Uani 1 1 d . . .
H1A H 0.3000 0.3069 0.4656 0.043 Uiso 1 1 calc R . .
O1W O -0.0620(2) 0.60207(16) 0.35896(15) 0.0292(4) Uani 1 1 d . . .
H1WA H -0.0232 0.6545 0.3273 0.035 Uiso 1 1 d R . .
H1WB H -0.1501 0.6115 0.3310 0.035 Uiso 1 1 d R . .
Ni2 Ni 1.0000 0.5000 0.0000 0.02894(16) Uani 1 2 d S . .
O2 O 0.9287(3) 0.39363(18) 0.24675(16) 0.0451(6) Uani 1 1 d . . .
N2 N 0.7463(3) 0.5864(2) -0.0246(2) 0.0364(6) Uani 1 1 d . A .
C2 C 0.4841(4) 0.3562(3) 0.3927(3) 0.0422(8) Uani 1 1 d . . .
H2A H 0.5471 0.2849 0.3875 0.051 Uiso 1 1 calc R . .
O2W O -0.0192(3) 0.36601(16) 0.44737(15) 0.0305(5) Uani 1 1 d . . .
H2WA H 0.0069 0.3634 0.3856 0.037 Uiso 1 1 d R . .
H2WB H -0.0346 0.3034 0.4772 0.037 Uiso 1 1 d R . .
O3 O 1.0201(4) -0.2046(2) 0.3197(2) 0.0582(8) Uani 1 1 d . . .
N3 N 0.4034(3) 0.7560(2) 0.3253(2) 0.0355(6) Uani 1 1 d . . .
H3B H 0.3042 0.7625 0.3397 0.043 Uiso 1 1 calc R . .
C3 C 0.5383(4) 0.4486(3) 0.3544(3) 0.0364(7) Uani 1 1 d . . .
H3A H 0.6388 0.4405 0.3241 0.044 Uiso 1 1 calc R . .
O3W O 0.9967(3) 0.56731(19) 0.12337(16) 0.0441(6) Uani 1 1 d . . .
O4 O 0.8734(4) -0.1534(2) 0.4505(2) 0.0602(8) Uani 1 1 d . . .
N4 N 0.4984(4) 0.8492(2) 0.1224(2) 0.0485(8) Uani 1 1 d . A .
H4A H 0.6003 0.8326 0.1140 0.058 Uiso 1 1 calc R . .
C4 C 0.4407(3) 0.5543(2) 0.3617(2) 0.0279(6) Uani 1 1 d . . .
O5 O 0.6419(2) 0.6401(2) 0.29502(19) 0.0423(6) Uani 1 1 d . . .
C5 C 0.2936(3) 0.5607(2) 0.4092(2) 0.0276(6) Uani 1 1 d . . .
H5A H 0.2285 0.6311 0.4154 0.033 Uiso 1 1 calc R . .
O6 O 0.2905(6) 0.8609(5) 0.0490(5) 0.0600(12) Uani 0.565(6) 1 d P A 1
O6' O 0.2505(8) 0.8080(7) 0.0980(7) 0.0600(12) Uani 0.435(6) 1 d P A 2
C6 C 0.5021(3) 0.6544(2) 0.3241(2) 0.0288(6) Uani 1 1 d . . .
C7 C 0.4584(4) 0.8566(3) 0.3030(2) 0.0327(7) Uani 1 1 d . . .
H7A H 0.5741 0.8327 0.3135 0.039 Uiso 1 1 calc R . .
C8 C 0.3810(5) 0.9321(3) 0.3761(3) 0.0455(8) Uani 1 1 d . . .
H8A H 0.2660 0.9548 0.3683 0.055 Uiso 1 1 calc R . .
H8B H 0.4055 0.8900 0.4460 0.055 Uiso 1 1 calc R . .
C9 C 0.4386(5) 1.0365(3) 0.3565(3) 0.0525(9) Uani 1 1 d . . .
H9A H 0.3822 1.0845 0.4016 0.063 Uiso 1 1 calc R . .
H9B H 0.5517 1.0146 0.3712 0.063 Uiso 1 1 calc R . .
C10 C 0.4098(8) 1.1002(3) 0.2467(4) 0.0808(16) Uani 1 1 d . . .
H10A H 0.4528 1.1639 0.2342 0.097 Uiso 1 1 calc R . .
H10B H 0.2959 1.1288 0.2342 0.097 Uiso 1 1 calc R . .
C11 C 0.4887(9) 1.0245(4) 0.1730(3) 0.0868(19) Uani 1 1 d . . .
H11A H 0.4665 1.0667 0.1030 0.104 Uiso 1 1 calc R . .
H11B H 0.6034 0.9999 0.1823 0.104 Uiso 1 1 calc R . .
C12 C 0.4257(5) 0.9218(3) 0.1925(3) 0.0469(9) Uani 1 1 d . . .
H12A H 0.3100 0.9479 0.1819 0.056 Uiso 1 1 calc R . .
C13 C 0.4177(6) 0.8075(4) 0.0715(3) 0.0649(13) Uani 1 1 d . . .
C14 C 0.5067(5) 0.7204(3) 0.0144(3) 0.0436(8) Uani 1 1 d . A .
C15 C 0.4211(5) 0.6893(3) -0.0499(3) 0.0540(10) Uani 1 1 d . . .
H15A H 0.3117 0.7225 -0.0574 0.065 Uiso 1 1 calc R A .
C16 C 0.4995(5) 0.6090(4) -0.1026(3) 0.0593(11) Uani 1 1 d . A .
H16A H 0.4445 0.5879 -0.1471 0.071 Uiso 1 1 calc R . .
C17 C 0.6604(5) 0.5604(3) -0.0885(3) 0.0499(9) Uani 1 1 d . . .
H17A H 0.7128 0.5067 -0.1251 0.060 Uiso 1 1 calc R A .
C18 C 0.6674(4) 0.6655(3) 0.0255(3) 0.0408(8) Uani 1 1 d . . .
H18A H 0.7244 0.6844 0.0705 0.049 Uiso 1 1 calc R A .
C19 C 0.9366(3) 0.3314(2) 0.1861(2) 0.0246(6) Uani 1 1 d . . .
C20 C 0.9279(3) 0.2130(2) 0.2305(2) 0.0238(6) Uani 1 1 d . . .
C21 C 0.8854(4) 0.1798(2) 0.3325(2) 0.0290(6) Uani 1 1 d . . .
H21A H 0.8569 0.2324 0.3730 0.035 Uiso 1 1 calc R . .
C22 C 0.8851(4) 0.0702(2) 0.3743(2) 0.0318(6) Uani 1 1 d . . .
H22A H 0.8546 0.0500 0.4423 0.038 Uiso 1 1 calc R . .
C23 C 0.9298(3) -0.0101(2) 0.3158(2) 0.0266(6) Uani 1 1 d . . .
C24 C 0.9687(4) 0.0232(2) 0.2132(2) 0.0338(7) Uani 1 1 d . . .
H24A H 0.9955 -0.0290 0.1724 0.041 Uiso 1 1 calc R . .
C25 C 0.9678(4) 0.1337(2) 0.1713(2) 0.0329(7) Uani 1 1 d . . .
H25A H 0.9943 0.1548 0.1026 0.039 Uiso 1 1 calc R . .
C26 C 0.9414(4) -0.1311(2) 0.3644(2) 0.0313(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1W 2.0387(19) . ?
Ni1 O1W 2.0387(19) 2_566 ?
Ni1 O2W 2.0567(18) 2_566 ?
Ni1 O2W 2.0568(18) . ?
Ni1 N1 2.121(2) . ?
Ni1 N1 2.121(2) 2_566 ?
O1 C19 1.254(3) . ?
O1 Ni2 2.0595(19) . ?
N1 C1 1.337(4) . ?
N1 C5 1.342(4) . ?
C1 C2 1.385(5) . ?
C1 H1A 0.9300 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?
Ni2 O3W 2.038(2) . ?
Ni2 O3W 2.038(2) 2_765 ?
Ni2 O1 2.0595(19) 2_765 ?
Ni2 N2 2.183(3) 2_765 ?
Ni2 N2 2.183(3) . ?
O2 C19 1.253(3) . ?
N2 C18 1.338(4) . ?
N2 C17 1.343(4) . ?
C2 C3 1.375(5) . ?
C2 H2A 0.9300 . ?
O2W H2WA 0.8501 . ?
O2W H2WB 0.8500 . ?
O3 C26 1.241(4) . ?
N3 C6 1.332(4) . ?
N3 C7 1.463(4) . ?
N3 H3B 0.8600 . ?
C3 C4 1.389(4) . ?
C3 H3A 0.9300 . ?
O4 C26 1.270(4) . ?
N4 C13 1.314(5) . ?
N4 C12 1.459(4) . ?
N4 H4A 0.8600 . ?
C4 C5 1.383(4) . ?
C4 C6 1.497(4) . ?
O5 C6 1.231(4) . ?
C5 H5A 0.9300 . ?
O6 C13 1.142(6) . ?
O6' C13 1.481(9) . ?
C7 C8 1.522(4) . ?
C7 C12 1.524(4) . ?
C7 H7A 0.9800 . ?
C8 C9 1.522(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.507(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.533(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.529(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9800 . ?
C13 C14 1.495(5) . ?
C14 C18 1.377(5) . ?
C14 C15 1.384(5) . ?
C15 C16 1.370(6) . ?
C15 H15A 0.9300 . ?
C16 C17 1.370(6) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.511(4) . ?
C20 C25 1.383(4) . ?
C20 C21 1.392(4) . ?
C21 C22 1.380(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.387(4) . ?
C22 H22A 0.9300 . ?
C23 C24 1.391(4) . ?
C23 C26 1.505(4) . ?
C24 C25 1.388(4) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1W Ni1 O1W 180.00(12) . 2_566 ?
O1W Ni1 O2W 90.31(8) . 2_566 ?
O1W Ni1 O2W 89.69(8) 2_566 2_566 ?
O1W Ni1 O2W 89.69(8) . . ?
O1W Ni1 O2W 90.31(8) 2_566 . ?
O2W Ni1 O2W 180.0 2_566 . ?
O1W Ni1 N1 86.50(9) . . ?
O1W Ni1 N1 93.50(9) 2_566 . ?
O2W Ni1 N1 89.73(9) 2_566 . ?
O2W Ni1 N1 90.27(9) . . ?
O1W Ni1 N1 93.50(9) . 2_566 ?
O1W Ni1 N1 86.50(9) 2_566 2_566 ?
O2W Ni1 N1 90.27(9) 2_566 2_566 ?
O2W Ni1 N1 89.74(9) . 2_566 ?
N1 Ni1 N1 179.998(1) . 2_566 ?
C19 O1 Ni2 130.09(18) . . ?
C1 N1 C5 117.8(3) . . ?
C1 N1 Ni1 123.8(2) . . ?
C5 N1 Ni1 117.97(18) . . ?
N1 C1 C2 122.2(3) . . ?
N1 C1 H1A 118.9 . . ?
C2 C1 H1A 118.9 . . ?
Ni1 O1W H1WA 127.4 . . ?
Ni1 O1W H1WB 122.6 . . ?
H1WA O1W H1WB 107.7 . . ?
O3W Ni2 O3W 180.0 . 2_765 ?
O3W Ni2 O1 91.66(8) . . ?
O3W Ni2 O1 88.34(8) 2_765 . ?
O3W Ni2 O1 88.34(8) . 2_765 ?
O3W Ni2 O1 91.66(8) 2_765 2_765 ?
O1 Ni2 O1 180.00(7) . 2_765 ?
O3W Ni2 N2 89.61(10) . 2_765 ?
O3W Ni2 N2 90.39(10) 2_765 2_765 ?
O1 Ni2 N2 88.90(9) . 2_765 ?
O1 Ni2 N2 91.11(9) 2_765 2_765 ?
O3W Ni2 N2 90.39(10) . . ?
O3W Ni2 N2 89.61(10) 2_765 . ?
O1 Ni2 N2 91.10(9) . . ?
O1 Ni2 N2 88.89(9) 2_765 . ?
N2 Ni2 N2 180.0 2_765 . ?
C18 N2 C17 116.6(3) . . ?
C18 N2 Ni2 121.8(2) . . ?
C17 N2 Ni2 121.6(2) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2A 120.3 . . ?
C1 C2 H2A 120.3 . . ?
Ni1 O2W H2WA 118.5 . . ?
Ni1 O2W H2WB 133.0 . . ?
H2WA O2W H2WB 107.7 . . ?
C6 N3 C7 122.1(3) . . ?
C6 N3 H3B 119.0 . . ?
C7 N3 H3B 119.0 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C13 N4 C12 124.0(4) . . ?
C13 N4 H4A 118.0 . . ?
C12 N4 H4A 118.0 . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 C6 123.0(3) . . ?
C3 C4 C6 119.1(3) . . ?
N1 C5 C4 123.6(3) . . ?
N1 C5 H5A 118.2 . . ?
C4 C5 H5A 118.2 . . ?
O5 C6 N3 122.4(3) . . ?
O5 C6 C4 119.2(3) . . ?
N3 C6 C4 118.4(3) . . ?
N3 C7 C8 110.6(3) . . ?
N3 C7 C12 111.7(3) . . ?
C8 C7 C12 110.3(3) . . ?
N3 C7 H7A 108.1 . . ?
C8 C7 H7A 108.1 . . ?
C12 C7 H7A 108.1 . . ?
C9 C8 C7 111.9(3) . . ?
C9 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 C8 110.3(3) . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C9 C10 C11 111.0(4) . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C10 110.6(4) . . ?
C12 C11 H11A 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
N4 C12 C7 110.3(3) . . ?
N4 C12 C11 111.4(3) . . ?
C7 C12 C11 109.4(3) . . ?
N4 C12 H12A 108.6 . . ?
C7 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
O6 C13 N4 116.6(4) . . ?
O6 C13 O6' 40.0(4) . . ?
N4 C13 O6' 122.1(4) . . ?
O6 C13 C14 120.5(4) . . ?
N4 C13 C14 119.1(4) . . ?
O6' C13 C14 114.7(4) . . ?
C18 C14 C15 117.8(3) . . ?
C18 C14 C13 124.0(3) . . ?
C15 C14 C13 118.0(4) . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15A 120.4 . . ?
C14 C15 H15A 120.4 . . ?
C17 C16 C15 118.9(4) . . ?
C17 C16 H16A 120.6 . . ?
C15 C16 H16A 120.6 . . ?
N2 C17 C16 123.4(3) . . ?
N2 C17 H17A 118.3 . . ?
C16 C17 H17A 118.3 . . ?
N2 C18 C14 123.9(3) . . ?
N2 C18 H18A 118.0 . . ?
C14 C18 H18A 118.0 . . ?
O2 C19 O1 125.2(3) . . ?
O2 C19 C20 118.0(2) . . ?
O1 C19 C20 116.8(2) . . ?
C25 C20 C21 118.5(2) . . ?
C25 C20 C19 120.5(2) . . ?
C21 C20 C19 121.0(2) . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21A 119.5 . . ?
C20 C21 H21A 119.5 . . ?
C21 C22 C23 120.6(3) . . ?
C21 C22 H22A 119.7 . . ?
C23 C22 H22A 119.7 . . ?
C22 C23 C24 118.6(3) . . ?
C22 C23 C26 120.0(3) . . ?
C24 C23 C26 121.3(3) . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24A 119.7 . . ?
C23 C24 H24A 119.7 . . ?
C20 C25 C24 120.7(3) . . ?
C20 C25 H25A 119.6 . . ?
C24 C25 H25A 119.6 . . ?
O3 C26 O4 123.1(3) . . ?
O3 C26 C23 118.4(3) . . ?
O4 C26 C23 118.4(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
O1W Ni1 N1 C1 -118.1(2) . . . . ?
O1W Ni1 N1 C1 61.9(2) 2_566 . . . ?
O2W Ni1 N1 C1 151.6(2) 2_566 . . . ?
O2W Ni1 N1 C1 -28.4(2) . . . . ?
N1 Ni1 N1 C1 136(15) 2_566 . . . ?
O1W Ni1 N1 C5 54.6(2) . . . . ?
O1W Ni1 N1 C5 -125.4(2) 2_566 . . . ?
O2W Ni1 N1 C5 -35.7(2) 2_566 . . . ?
O2W Ni1 N1 C5 144.3(2) . . . . ?
N1 Ni1 N1 C5 -51(15) 2_566 . . . ?
C5 N1 C1 C2 -0.7(5) . . . . ?
Ni1 N1 C1 C2 171.9(3) . . . . ?
C19 O1 Ni2 O3W -5.0(3) . . . . ?
C19 O1 Ni2 O3W 175.0(3) . . . 2_765 ?
C19 O1 Ni2 O1 -111(30) . . . 2_765 ?
C19 O1 Ni2 N2 84.6(3) . . . 2_765 ?
C19 O1 Ni2 N2 -95.4(3) . . . . ?
O3W Ni2 N2 C18 10.6(2) . . . . ?
O3W Ni2 N2 C18 -169.4(2) 2_765 . . . ?
O1 Ni2 N2 C18 102.3(2) . . . . ?
O1 Ni2 N2 C18 -77.7(2) 2_765 . . . ?
N2 Ni2 N2 C18 177(34) 2_765 . . . ?
O3W Ni2 N2 C17 -167.3(3) . . . . ?
O3W Ni2 N2 C17 12.7(3) 2_765 . . . ?
O1 Ni2 N2 C17 -75.6(3) . . . . ?
O1 Ni2 N2 C17 104.4(3) 2_765 . . . ?
N2 Ni2 N2 C17 0(34) 2_765 . . . ?
N1 C1 C2 C3 0.9(5) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C2 C3 C4 C6 177.4(3) . . . . ?
C1 N1 C5 C4 0.8(4) . . . . ?
Ni1 N1 C5 C4 -172.3(2) . . . . ?
C3 C4 C5 N1 -1.1(4) . . . . ?
C6 C4 C5 N1 -177.2(3) . . . . ?
C7 N3 C6 O5 -6.9(5) . . . . ?
C7 N3 C6 C4 171.8(3) . . . . ?
C5 C4 C6 O5 170.4(3) . . . . ?
C3 C4 C6 O5 -5.7(4) . . . . ?
C5 C4 C6 N3 -8.3(4) . . . . ?
C3 C4 C6 N3 175.6(3) . . . . ?
C6 N3 C7 C8 -138.7(3) . . . . ?
C6 N3 C7 C12 98.1(4) . . . . ?
N3 C7 C8 C9 178.7(3) . . . . ?
C12 C7 C8 C9 -57.3(4) . . . . ?
C7 C8 C9 C10 55.9(5) . . . . ?
C8 C9 C10 C11 -55.7(6) . . . . ?
C9 C10 C11 C12 57.9(6) . . . . ?
C13 N4 C12 C7 105.3(4) . . . . ?
C13 N4 C12 C11 -133.1(5) . . . . ?
N3 C7 C12 N4 -56.0(4) . . . . ?
C8 C7 C12 N4 -179.4(3) . . . . ?
N3 C7 C12 C11 -178.8(3) . . . . ?
C8 C7 C12 C11 57.8(4) . . . . ?
C10 C11 C12 N4 179.5(4) . . . . ?
C10 C11 C12 C7 -58.3(6) . . . . ?
C12 N4 C13 O6 31.1(7) . . . . ?
C12 N4 C13 O6' -14.7(7) . . . . ?
C12 N4 C13 C14 -170.8(3) . . . . ?
O6 C13 C14 C18 169.2(6) . . . . ?
N4 C13 C14 C18 12.0(6) . . . . ?
O6' C13 C14 C18 -145.8(5) . . . . ?
O6 C13 C14 C15 -13.9(8) . . . . ?
N4 C13 C14 C15 -171.2(4) . . . . ?
O6' C13 C14 C15 31.0(6) . . . . ?
C18 C14 C15 C16 -2.4(6) . . . . ?
C13 C14 C15 C16 -179.5(4) . . . . ?
C14 C15 C16 C17 1.1(7) . . . . ?
C18 N2 C17 C16 -1.1(6) . . . . ?
Ni2 N2 C17 C16 177.0(3) . . . . ?
C15 C16 C17 N2 0.7(7) . . . . ?
C17 N2 C18 C14 -0.4(5) . . . . ?
Ni2 N2 C18 C14 -178.4(3) . . . . ?
C15 C14 C18 N2 2.1(6) . . . . ?
C13 C14 C18 N2 179.0(4) . . . . ?
Ni2 O1 C19 O2 12.0(5) . . . . ?
Ni2 O1 C19 C20 -169.06(18) . . . . ?
O2 C19 C20 C25 -166.9(3) . . . . ?
O1 C19 C20 C25 14.1(4) . . . . ?
O2 C19 C20 C21 10.7(4) . . . . ?
O1 C19 C20 C21 -168.3(3) . . . . ?
C25 C20 C21 C22 0.9(4) . . . . ?
C19 C20 C21 C22 -176.8(3) . . . . ?
C20 C21 C22 C23 1.1(5) . . . . ?
C21 C22 C23 C24 -2.6(5) . . . . ?
C21 C22 C23 C26 175.2(3) . . . . ?
C22 C23 C24 C25 2.1(5) . . . . ?
C26 C23 C24 C25 -175.6(3) . . . . ?
C21 C20 C25 C24 -1.3(5) . . . . ?
C19 C20 C25 C24 176.3(3) . . . . ?
C23 C24 C25 C20 -0.2(5) . . . . ?
C22 C23 C26 O3 -161.2(3) . . . . ?
C24 C23 C26 O3 16.5(5) . . . . ?
C22 C23 C26 O4 17.1(5) . . . . ?
C24 C23 C26 O4 -165.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.392
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 962357'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_lj-3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 Cu N4 O6'
_chemical_formula_weight         552.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/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                   19.719(3)
_cell_length_b                   9.0200(12)
_cell_length_c                   16.077(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.865(2)
_cell_angle_gamma                90.00
_cell_volume                     2750.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2146
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      28.02

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1140
_exptl_absorpt_coefficient_mu    0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.882
_exptl_absorpt_correction_T_max  0.897
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8260
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         28.02
_reflns_number_total             3253
_reflns_number_gt                2285
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_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)+(0.0236P)²+13.9371P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3253
_refine_ls_number_parameters     169
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1265
_refine_ls_wR_factor_gt          0.1167
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
Cu1 Cu 0.2500 0.7500 0.5000 0.03474(18) Uani 1 2 d S . .
O1 O 0.34689(11) 0.7301(3) 0.49404(17) 0.0433(6) Uani 1 1 d . . .
O2 O 0.31319(13) 0.4985(3) 0.4969(2) 0.0591(8) Uani 1 1 d . . .
O3 O 0.0717(3) 0.4778(5) 0.1315(2) 0.1099(17) Uani 1 1 d . . .
N1 N 0.21563(14) 0.7368(4) 0.37113(19) 0.0385(7) Uani 1 1 d . . .
N2 N 0.07542(18) 0.3929(4) 0.2622(2) 0.0498(9) Uani 1 1 d . . .
H2B H 0.0903 0.4095 0.3169 0.060 Uiso 1 1 d R . .
C1 C 0.2402(2) 0.8206(5) 0.3189(3) 0.0601(12) Uani 1 1 d . . .
H1A H 0.2736 0.8927 0.3427 0.072 Uiso 1 1 calc R . .
C2 C 0.2183(3) 0.8052(6) 0.2303(3) 0.0765(15) Uani 1 1 d . . .
H2A H 0.2361 0.8666 0.1948 0.092 Uiso 1 1 calc R . .
C3 C 0.1698(2) 0.6978(5) 0.1955(3) 0.0567(11) Uani 1 1 d . . .
H3A H 0.1546 0.6849 0.1359 0.068 Uiso 1 1 calc R . .
C4 C 0.14376(18) 0.6097(4) 0.2484(2) 0.0386(8) Uani 1 1 d . . .
C5 C 0.16766(18) 0.6351(4) 0.3359(2) 0.0394(8) Uani 1 1 d . . .
H5A H 0.1492 0.5777 0.3725 0.047 Uiso 1 1 calc R . .
C6 C 0.0933(2) 0.4878(4) 0.2096(3) 0.0457(9) Uani 1 1 d . . .
C7 C 0.03277(19) 0.2608(5) 0.2339(2) 0.0440(8) Uani 1 1 d . . .
H7A H 0.0178 0.2603 0.1705 0.053 Uiso 1 1 calc R . .
C8 C 0.0768(2) 0.1229(5) 0.2641(3) 0.0590(12) Uani 1 1 d . . .
H8A H 0.0943 0.1245 0.3267 0.071 Uiso 1 1 calc R . .
H8B H 0.1172 0.1233 0.2406 0.071 Uiso 1 1 calc R . .
C9 C 0.0345(2) -0.0182(5) 0.2361(3) 0.0615(12) Uani 1 1 d . . .
H9A H 0.0628 -0.1032 0.2614 0.074 Uiso 1 1 calc R . .
H9B H 0.0233 -0.0275 0.1737 0.074 Uiso 1 1 calc R . .
C10 C 0.35852(17) 0.5921(4) 0.4959(2) 0.0380(8) Uani 1 1 d . . .
C11 C 0.43183(16) 0.5446(4) 0.4973(2) 0.0332(8) Uani 1 1 d . . .
C12 C 0.48283(16) 0.6495(4) 0.4982(2) 0.0365(8) Uani 1 1 d . . .
H12A H 0.4717 0.7498 0.4974 0.044 Uiso 1 1 calc R . .
C13 C 0.44882(16) 0.3944(4) 0.4996(2) 0.0348(8) Uani 1 1 d . . .
H13A H 0.4146 0.3235 0.4997 0.042 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 O1 1.947(2) . ?
Cu1 O1 1.947(2) 7_566 ?
Cu1 N1 2.000(3) . ?
Cu1 N1 2.000(3) 7_566 ?
O1 C10 1.264(4) . ?
O2 C10 1.233(4) . ?
O3 C6 1.214(5) . ?
N1 C1 1.317(5) . ?
N1 C5 1.329(4) . ?
N2 C6 1.317(5) . ?
N2 C7 1.458(5) . ?
N2 H2B 0.8600 . ?
C1 C2 1.378(6) . ?
C1 H1A 0.9300 . ?
C2 C3 1.369(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.362(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.375(5) . ?
C4 C6 1.500(5) . ?
C5 H5A 0.9300 . ?
C7 C7 1.519(7) 2 ?
C7 C8 1.519(6) . ?
C7 H7A 0.9800 . ?
C8 C9 1.522(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C9 1.543(9) 2 ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.502(4) . ?
C11 C12 1.378(5) . ?
C11 C13 1.393(5) . ?
C12 C13 1.396(4) 5_666 ?
C12 H12A 0.9300 . ?
C13 C12 1.396(4) 5_666 ?
C13 H13A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 . 7_566 ?
O1 Cu1 N1 90.15(11) . . ?
O1 Cu1 N1 89.85(11) 7_566 . ?
O1 Cu1 N1 89.85(11) . 7_566 ?
O1 Cu1 N1 90.15(11) 7_566 7_566 ?
N1 Cu1 N1 180.000(1) . 7_566 ?
C10 O1 Cu1 105.3(2) . . ?
C1 N1 C5 117.9(3) . . ?
C1 N1 Cu1 123.1(3) . . ?
C5 N1 Cu1 118.9(3) . . ?
C6 N2 C7 124.2(3) . . ?
C6 N2 H2B 117.9 . . ?
C7 N2 H2B 117.9 . . ?
N1 C1 C2 122.4(4) . . ?
N1 C1 H1A 118.8 . . ?
C2 C1 H1A 118.8 . . ?
C3 C2 C1 118.7(4) . . ?
C3 C2 H2A 120.7 . . ?
C1 C2 H2A 120.7 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C3 C4 C5 117.3(4) . . ?
C3 C4 C6 119.2(4) . . ?
C5 C4 C6 123.4(3) . . ?
N1 C5 C4 123.8(4) . . ?
N1 C5 H5A 118.1 . . ?
C4 C5 H5A 118.1 . . ?
O3 C6 N2 122.5(4) . . ?
O3 C6 C4 119.3(4) . . ?
N2 C6 C4 118.2(3) . . ?
N2 C7 C7 111.4(3) . 2 ?
N2 C7 C8 109.8(3) . . ?
C7 C7 C8 110.8(3) 2 . ?
N2 C7 H7A 108.2 . . ?
C7 C7 H7A 108.2 2 . ?
C8 C7 H7A 108.2 . . ?
C7 C8 C9 111.7(3) . . ?
C7 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
C8 C9 C9 111.7(3) . 2 ?
C8 C9 H9A 109.3 . . ?
C9 C9 H9A 109.3 2 . ?
C8 C9 H9B 109.3 . . ?
C9 C9 H9B 109.3 2 . ?
H9A C9 H9B 107.9 . . ?
O2 C10 O1 123.2(3) . . ?
O2 C10 C11 120.1(3) . . ?
O1 C10 C11 116.7(3) . . ?
C12 C11 C13 119.8(3) . . ?
C12 C11 C10 120.0(3) . . ?
C13 C11 C10 120.1(3) . . ?
C11 C12 C13 120.1(3) . 5_666 ?
C11 C12 H12A 119.9 . . ?
C13 C12 H12A 119.9 5_666 . ?
C11 C13 C12 120.0(3) . 5_666 ?
C11 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 5_666 . ?

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
O1 Cu1 O1 C10 96(5) 7_566 . . . ?
N1 Cu1 O1 C10 -88.4(2) . . . . ?
N1 Cu1 O1 C10 91.6(2) 7_566 . . . ?
O1 Cu1 N1 C1 -51.8(3) . . . . ?
O1 Cu1 N1 C1 128.2(3) 7_566 . . . ?
N1 Cu1 N1 C1 43(29) 7_566 . . . ?
O1 Cu1 N1 C5 125.4(3) . . . . ?
O1 Cu1 N1 C5 -54.6(3) 7_566 . . . ?
N1 Cu1 N1 C5 -139(29) 7_566 . . . ?
C5 N1 C1 C2 -0.4(7) . . . . ?
Cu1 N1 C1 C2 176.9(4) . . . . ?
N1 C1 C2 C3 -0.8(8) . . . . ?
C1 C2 C3 C4 0.6(8) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C2 C3 C4 C6 -177.1(4) . . . . ?
C1 N1 C5 C4 1.8(6) . . . . ?
Cu1 N1 C5 C4 -175.6(3) . . . . ?
C3 C4 C5 N1 -2.0(6) . . . . ?
C6 C4 C5 N1 175.7(3) . . . . ?
C7 N2 C6 O3 4.7(7) . . . . ?
C7 N2 C6 C4 -173.5(3) . . . . ?
C3 C4 C6 O3 -6.3(6) . . . . ?
C5 C4 C6 O3 176.0(5) . . . . ?
C3 C4 C6 N2 171.9(4) . . . . ?
C5 C4 C6 N2 -5.7(6) . . . . ?
C6 N2 C7 C7 -122.7(4) . . . 2 ?
C6 N2 C7 C8 114.1(5) . . . . ?
N2 C7 C8 C9 179.9(4) . . . . ?
C7 C7 C8 C9 56.4(5) 2 . . . ?
C7 C8 C9 C9 -53.3(6) . . . 2 ?
Cu1 O1 C10 O2 3.1(5) . . . . ?
Cu1 O1 C10 C11 -176.5(2) . . . . ?
O2 C10 C11 C12 -178.5(4) . . . . ?
O1 C10 C11 C12 1.1(5) . . . . ?
O2 C10 C11 C13 0.2(5) . . . . ?
O1 C10 C11 C13 179.8(3) . . . . ?
C13 C11 C12 C13 0.7(6) . . . 5_666 ?
C10 C11 C12 C13 179.4(3) . . . 5_666 ?
C12 C11 C13 C12 -0.7(6) . . . 5_666 ?
C10 C11 C13 C12 -179.4(3) . . . 5_666 ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        28.02
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.075
_database_code_depnum_ccdc_archive 'CCDC 962358'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_lj-4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 N4 O7 Zn'
_chemical_formula_weight         571.88

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   9.3074(5)
_cell_length_b                   11.8484(6)
_cell_length_c                   13.2041(6)
_cell_angle_alpha                108.8050(10)
_cell_angle_beta                 97.7350(10)
_cell_angle_gamma                112.4420(10)
_cell_volume                     1217.51(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4790
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      25.00

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    1.065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6230
_diffrn_reflns_av_R_equivalents  0.0094
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4247
_reflns_number_gt                3936
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_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)+(0.0452P)²+0.6747P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4247
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0756
_refine_ls_wR_factor_gt          0.0744
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.63547(2) 0.20816(2) 0.212534(17) 0.02111(9) Uani 1 1 d . . .
N1 N 0.73992(19) 0.30846(16) 0.38209(13) 0.0235(3) Uani 1 1 d . . .
O1 O 0.6207(2) 0.30047(16) 0.11849(13) 0.0386(4) Uani 1 1 d . . .
C1 C 0.7045(2) 0.4049(2) 0.44100(17) 0.0273(4) Uani 1 1 d . . .
H1A H 0.6286 0.4223 0.4039 0.033 Uiso 1 1 calc R . .
O1W O 0.9495(4) 0.5040(3) 0.8956(2) 0.0998(9) Uani 1 1 d . . .
H1WA H 0.9996 0.4740 0.8534 0.120 Uiso 1 1 d R . .
H1WB H 0.9689 0.5716 0.8800 0.120 Uiso 1 1 d R . .
O2 O 0.4869(2) 0.37892(18) 0.22476(14) 0.0447(4) Uani 1 1 d . . .
C2 C 0.7763(3) 0.4787(2) 0.55394(18) 0.0312(5) Uani 1 1 d . . .
H2A H 0.7508 0.5459 0.5925 0.037 Uiso 1 1 calc R . .
N2 N 0.58729(19) -0.05198(16) 0.81365(13) 0.0223(3) Uani 1 1 d . . .
O3 O 0.73527(17) 0.09465(14) 0.15064(12) 0.0300(3) Uani 1 1 d . . .
N3 N 1.1191(2) 0.25980(17) 0.56261(14) 0.0270(4) Uani 1 1 d . . .
H3B H 1.0871 0.2230 0.4906 0.032 Uiso 1 1 calc R . .
C3 C 0.8874(3) 0.4515(2) 0.60951(17) 0.0287(4) Uani 1 1 d . . .
H3A H 0.9363 0.4995 0.6863 0.034 Uiso 1 1 calc R . .
C4 C 0.9255(2) 0.35247(19) 0.55026(16) 0.0231(4) Uani 1 1 d . . .
O4 O 0.9598(2) 0.27997(16) 0.19348(16) 0.0506(5) Uani 1 1 d . . .
N4 N 1.0744(2) 0.12753(17) 0.71351(14) 0.0288(4) Uani 1 1 d . . .
H4A H 1.0809 0.2045 0.7511 0.035 Uiso 1 1 calc R . .
O5 O 1.0781(2) 0.37360(16) 0.71946(12) 0.0380(4) Uani 1 1 d . . .
C5 C 0.8503(2) 0.28361(19) 0.43593(16) 0.0240(4) Uani 1 1 d . . .
H5A H 0.8767 0.2182 0.3951 0.029 Uiso 1 1 calc R . .
O6 O 0.94495(17) -0.09416(14) 0.66993(12) 0.0314(3) Uani 1 1 d . . .
C6 C 1.0474(2) 0.32833(19) 0.61684(16) 0.0261(4) Uani 1 1 d . . .
C7 C 1.2518(2) 0.2457(2) 0.62328(16) 0.0255(4) Uani 1 1 d . . .
H7A H 1.3096 0.3245 0.6945 0.031 Uiso 1 1 calc R . .
C8 C 1.3714(3) 0.2419(3) 0.5556(2) 0.0378(5) Uani 1 1 d . . .
H8A H 1.4171 0.3249 0.5459 0.045 Uiso 1 1 calc R . .
H8B H 1.3136 0.1693 0.4819 0.045 Uiso 1 1 calc R . .
C9 C 1.5092(3) 0.2224(3) 0.6117(2) 0.0404(5) Uani 1 1 d . . .
H9A H 1.5764 0.2125 0.5626 0.048 Uiso 1 1 calc R . .
H9B H 1.5768 0.3009 0.6805 0.048 Uiso 1 1 calc R . .
C10 C 1.4441(3) 0.1003(3) 0.6379(2) 0.0421(6) Uani 1 1 d . . .
H10A H 1.5339 0.0930 0.6771 0.050 Uiso 1 1 calc R . .
H10B H 1.3852 0.0205 0.5687 0.050 Uiso 1 1 calc R . .
C11 C 1.3311(3) 0.1106(2) 0.71010(19) 0.0346(5) Uani 1 1 d . . .
H11A H 1.3908 0.1887 0.7803 0.042 Uiso 1 1 calc R . .
H11B H 1.2903 0.0321 0.7267 0.042 Uiso 1 1 calc R . .
C12 C 1.1887(2) 0.1213(2) 0.64863(16) 0.0254(4) Uani 1 1 d . . .
H12A H 1.1308 0.0422 0.5776 0.030 Uiso 1 1 calc R . .
C13 C 0.9605(2) 0.0199(2) 0.71742(15) 0.0239(4) Uani 1 1 d . . .
C14 C 0.8448(2) 0.0442(2) 0.78079(16) 0.0236(4) Uani 1 1 d . . .
C15 C 0.7008(2) -0.06404(19) 0.76414(15) 0.0227(4) Uani 1 1 d . . .
H15A H 0.6818 -0.1490 0.7165 0.027 Uiso 1 1 calc R . .
C16 C 0.7604(3) 0.1817(2) 0.90873(19) 0.0353(5) Uani 1 1 d . . .
H16A H 0.7792 0.2649 0.9598 0.042 Uiso 1 1 calc R . .
C17 C 0.6189(2) 0.0708(2) 0.88585(16) 0.0271(4) Uani 1 1 d . . .
H17A H 0.5419 0.0803 0.9213 0.033 Uiso 1 1 calc R . .
C18 C 0.8746(3) 0.1697(2) 0.85578(18) 0.0325(5) Uani 1 1 d . . .
H18A H 0.9707 0.2447 0.8700 0.039 Uiso 1 1 calc R . .
C19 C 0.5438(3) 0.3698(2) 0.14537(18) 0.0309(5) Uani 1 1 d . . .
C20 C 0.5223(3) 0.4382(2) 0.07060(17) 0.0289(4) Uani 1 1 d . . .
C21 C 0.6222(3) 0.4617(2) 0.0031(2) 0.0376(5) Uani 1 1 d . . .
H21A H 0.7052 0.4364 0.0051 0.045 Uiso 1 1 calc R . .
C22 C 0.6002(3) 0.5224(2) -0.0672(2) 0.0361(5) Uani 1 1 d . . .
H22A H 0.6677 0.5368 -0.1123 0.043 Uiso 1 1 calc R . .
C23 C 0.8789(2) 0.1582(2) 0.14537(16) 0.0259(4) Uani 1 1 d . . .
C24 C 0.9418(2) 0.07486(19) 0.07177(15) 0.0216(4) Uani 1 1 d . . .
C25 C 0.8470(2) -0.06228(19) 0.01123(16) 0.0244(4) Uani 1 1 d . . .
H25A H 0.7444 -0.1042 0.0189 0.029 Uiso 1 1 calc R . .
C26 C 0.9043(2) -0.13614(19) -0.05994(16) 0.0258(4) Uani 1 1 d . . .
H26A H 0.8399 -0.2277 -0.1005 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 O1 1.9240(14) . ?
Zn1 O3 1.9465(13) . ?
Zn1 N1 2.0461(16) . ?
Zn1 N2 2.0755(16) 2_656 ?
N1 C1 1.343(3) . ?
N1 C5 1.348(2) . ?
O1 C19 1.281(3) . ?
C1 C2 1.371(3) . ?
O2 C19 1.230(3) . ?
C2 C3 1.384(3) . ?
N2 C15 1.344(2) . ?
N2 C17 1.347(3) . ?
N2 Zn1 2.0756(16) 2_656 ?
O3 C23 1.284(2) . ?
N3 C6 1.336(3) . ?
N3 C7 1.473(2) . ?
C3 C4 1.383(3) . ?
C4 C5 1.386(3) . ?
C4 C6 1.511(3) . ?
O4 C23 1.226(3) . ?
N4 C13 1.333(3) . ?
N4 C12 1.462(2) . ?
O5 C6 1.231(2) . ?
O6 C13 1.233(2) . ?
C7 C8 1.523(3) . ?
C7 C12 1.530(3) . ?
C8 C9 1.526(3) . ?
C9 C10 1.514(3) . ?
C10 C11 1.524(3) . ?
C11 C12 1.529(3) . ?
C13 C14 1.506(3) . ?
C14 C15 1.384(3) . ?
C14 C18 1.389(3) . ?
C16 C17 1.367(3) . ?
C16 C18 1.376(3) . ?
C19 C20 1.503(3) . ?
C20 C21 1.386(3) . ?
C20 C22 1.388(3) 2_665 ?
C21 C22 1.382(3) . ?
C22 C20 1.388(3) 2_665 ?
C23 C24 1.496(3) . ?
C24 C25 1.391(3) . ?
C24 C26 1.393(3) 2_755 ?
C25 C26 1.377(3) . ?
C26 C24 1.393(3) 2_755 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O3 107.92(6) . . ?
O1 Zn1 N1 121.68(7) . . ?
O3 Zn1 N1 109.61(6) . . ?
O1 Zn1 N2 112.26(7) . 2_656 ?
O3 Zn1 N2 95.47(6) . 2_656 ?
N1 Zn1 N2 106.74(6) . 2_656 ?
C1 N1 C5 118.77(17) . . ?
C1 N1 Zn1 120.14(13) . . ?
C5 N1 Zn1 121.02(13) . . ?
C19 O1 Zn1 113.65(14) . . ?
N1 C1 C2 122.37(18) . . ?
C1 C2 C3 118.81(19) . . ?
C15 N2 C17 118.01(17) . . ?
C15 N2 Zn1 125.16(13) . 2_656 ?
C17 N2 Zn1 116.83(13) . 2_656 ?
C23 O3 Zn1 114.32(12) . . ?
C6 N3 C7 121.53(16) . . ?
C4 C3 C2 119.67(19) . . ?
C3 C4 C5 118.29(18) . . ?
C3 C4 C6 116.55(17) . . ?
C5 C4 C6 125.16(17) . . ?
C13 N4 C12 123.33(17) . . ?
N1 C5 C4 122.07(17) . . ?
O5 C6 N3 122.31(18) . . ?
O5 C6 C4 118.67(18) . . ?
N3 C6 C4 119.02(17) . . ?
N3 C7 C8 109.55(16) . . ?
N3 C7 C12 112.22(16) . . ?
C8 C7 C12 110.33(17) . . ?
C7 C8 C9 112.36(18) . . ?
C10 C9 C8 111.33(19) . . ?
C9 C10 C11 110.2(2) . . ?
C10 C11 C12 109.97(17) . . ?
N4 C12 C11 111.92(16) . . ?
N4 C12 C7 109.21(16) . . ?
C11 C12 C7 110.08(16) . . ?
O6 C13 N4 123.35(18) . . ?
O6 C13 C14 120.72(17) . . ?
N4 C13 C14 115.89(17) . . ?
C15 C14 C18 117.88(18) . . ?
C15 C14 C13 118.55(17) . . ?
C18 C14 C13 123.56(18) . . ?
N2 C15 C14 122.96(18) . . ?
C17 C16 C18 119.6(2) . . ?
N2 C17 C16 122.25(18) . . ?
C16 C18 C14 119.2(2) . . ?
O2 C19 O1 123.61(19) . . ?
O2 C19 C20 120.96(19) . . ?
O1 C19 C20 115.41(19) . . ?
C21 C20 C22 118.80(19) . 2_665 ?
C21 C20 C19 121.04(19) . . ?
C22 C20 C19 120.1(2) 2_665 . ?
C22 C21 C20 120.9(2) . . ?
C21 C22 C20 120.3(2) . 2_665 ?
O4 C23 O3 123.41(18) . . ?
O4 C23 C24 120.72(18) . . ?
O3 C23 C24 115.82(17) . . ?
C25 C24 C26 119.18(17) . 2_755 ?
C25 C24 C23 121.22(17) . . ?
C26 C24 C23 119.55(17) 2_755 . ?
C26 C25 C24 120.29(18) . . ?
C25 C26 C24 120.53(18) . 2_755 ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.050
_database_code_depnum_ccdc_archive 'CCDC 962359'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_lj-5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 Cd N4 O7'
_chemical_formula_weight         618.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   7.8559(4)
_cell_length_b                   11.5298(6)
_cell_length_c                   16.1232(8)
_cell_angle_alpha                82.5120(10)
_cell_angle_beta                 81.0530(10)
_cell_angle_gamma                73.3020(10)
_cell_volume                     1376.12(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6687
_cell_measurement_theta_min      1.85
_cell_measurement_theta_max      28.29

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628
_exptl_absorpt_coefficient_mu    0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_T_max  0.911
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8572
_diffrn_reflns_av_R_equivalents  0.0086
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         28.29
_reflns_number_total             6293
_reflns_number_gt                5870
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT+ (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (1998)'

_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)+(0.0240P)²+1.0578P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6293
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0569
_refine_ls_wR_factor_gt          0.0559
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.002
_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 0.836235(17) 0.058253(11) 0.349349(7) 0.02454(4) Uani 1 1 d . . .
N1 N 0.8037(2) -0.11574(13) 0.43273(9) 0.0280(3) Uani 1 1 d . . .
O1 O 0.7649(3) 0.26022(15) 0.36700(11) 0.0546(4) Uani 1 1 d . . .
C1 C 0.8868(3) -0.22686(18) 0.40838(12) 0.0376(4) Uani 1 1 d . . .
H1A H 0.9501 -0.2334 0.3546 0.045 Uiso 1 1 calc R . .
O1W O 1.13347(18) -0.01292(13) 0.36722(9) 0.0377(3) Uani 1 1 d . . .
H1WA H 1.1589 -0.0608 0.4110 0.045 Uiso 1 1 d R . .
H1WB H 1.2048 -0.0483 0.3271 0.045 Uiso 1 1 d R . .
N2 N 0.6264(2) -0.83951(15) 0.74630(12) 0.0404(4) Uani 1 1 d . . .
O2 O 0.7319(2) 0.17257(13) 0.49449(12) 0.0545(4) Uani 1 1 d . . .
C2 C 0.8829(3) -0.33205(18) 0.45942(13) 0.0428(5) Uani 1 1 d . . .
H2A H 0.9397 -0.4077 0.4398 0.051 Uiso 1 1 calc R . .
O3 O 0.90507(19) -0.07494(13) 0.22887(8) 0.0345(3) Uani 1 1 d . . .
N3 N 0.6589(2) -0.26304(13) 0.71619(9) 0.0263(3) Uani 1 1 d . . .
H3B H 0.7436 -0.3283 0.7076 0.032 Uiso 1 1 calc R . .
C3 C 0.7931(3) -0.32333(17) 0.54021(12) 0.0352(4) Uani 1 1 d . . .
H3A H 0.7918 -0.3929 0.5764 0.042 Uiso 1 1 calc R . .
N4 N 0.5514(2) -0.44646(13) 0.83756(10) 0.0301(3) Uani 1 1 d . . .
H4A H 0.4425 -0.4286 0.8268 0.036 Uiso 1 1 calc R . .
C4 C 0.7053(2) -0.20915(15) 0.56619(11) 0.0248(3) Uani 1 1 d . . .
O4 O 0.9013(2) 0.11749(13) 0.20869(8) 0.0370(3) Uani 1 1 d . . .
O5 O 0.47146(17) -0.09428(12) 0.65883(8) 0.0318(3) Uani 1 1 d . . .
C5 C 0.7119(2) -0.10798(15) 0.50991(10) 0.0246(3) Uani 1 1 d . . .
H5A H 0.6496 -0.0314 0.5267 0.029 Uiso 1 1 calc R . .
C6 C 0.6019(2) -0.18579(15) 0.65134(11) 0.0242(3) Uani 1 1 d . . .
O6 O 0.8123(2) -0.59204(15) 0.84108(14) 0.0628(5) Uani 1 1 d . . .
C7 C 0.5778(2) -0.23731(15) 0.80250(10) 0.0247(3) Uani 1 1 d . . .
H7A H 0.4479 -0.2052 0.8027 0.030 Uiso 1 1 calc R . .
C8 C 0.6491(3) -0.14106(17) 0.83164(12) 0.0320(4) Uani 1 1 d . . .
H8A H 0.7776 -0.1720 0.8321 0.038 Uiso 1 1 calc R . .
H8B H 0.6267 -0.0690 0.7921 0.038 Uiso 1 1 calc R . .
C9 C 0.5609(3) -0.10717(18) 0.91909(13) 0.0390(4) Uani 1 1 d . . .
H9A H 0.4338 -0.0695 0.9176 0.047 Uiso 1 1 calc R . .
H9B H 0.6123 -0.0487 0.9367 0.047 Uiso 1 1 calc R . .
C10 C 0.5872(4) -0.2191(2) 0.98214(13) 0.0463(5) Uani 1 1 d . . .
H10A H 0.5199 -0.1968 1.0362 0.056 Uiso 1 1 calc R . .
H10B H 0.7129 -0.2495 0.9898 0.056 Uiso 1 1 calc R . .
C11 C 0.5256(3) -0.31931(19) 0.95244(12) 0.0394(5) Uani 1 1 d . . .
H11A H 0.3967 -0.2929 0.9526 0.047 Uiso 1 1 calc R . .
H11B H 0.5538 -0.3915 0.9916 0.047 Uiso 1 1 calc R . .
C12 C 0.6148(2) -0.35136(15) 0.86371(11) 0.0273(3) Uani 1 1 d . . .
H12A H 0.7444 -0.3819 0.8649 0.033 Uiso 1 1 calc R . .
C13 C 0.6534(3) -0.55924(17) 0.82951(13) 0.0330(4) Uani 1 1 d . . .
C14 C 0.5691(3) -0.64834(15) 0.80383(11) 0.0289(4) Uani 1 1 d . . .
C15 C 0.3860(3) -0.63394(17) 0.80955(14) 0.0372(4) Uani 1 1 d . . .
H15A H 0.3047 -0.5652 0.8308 0.045 Uiso 1 1 calc R . .
C16 C 0.3266(3) -0.72330(19) 0.78327(15) 0.0410(5) Uani 1 1 d . . .
H16A H 0.2047 -0.7161 0.7871 0.049 Uiso 1 1 calc R . .
C17 C 0.4504(3) -0.82278(18) 0.75147(14) 0.0404(5) Uani 1 1 d . . .
H17A H 0.4093 -0.8815 0.7326 0.048 Uiso 1 1 calc R . .
C18 C 0.6834(3) -0.75381(17) 0.77315(13) 0.0337(4) Uani 1 1 d . . .
H18A H 0.8061 -0.7656 0.7711 0.040 Uiso 1 1 calc R . .
C19 C 0.9217(2) 0.01588(17) 0.18081(10) 0.0261(3) Uani 1 1 d . . .
C20 C 0.9645(2) 0.00713(16) 0.08696(10) 0.0241(3) Uani 1 1 d . . .
C21 C 0.9816(3) 0.10740(18) 0.03258(12) 0.0385(5) Uani 1 1 d . . .
H21A H 0.9695 0.1806 0.0543 0.046 Uiso 1 1 calc R . .
C22 C 1.0167(3) 0.10035(18) -0.05401(12) 0.0373(4) Uani 1 1 d . . .
H22A H 1.0274 0.1687 -0.0898 0.045 Uiso 1 1 calc R . .
C23 C 0.7095(3) 0.26432(17) 0.44441(14) 0.0358(4) Uani 1 1 d . . .
C24 C 0.6044(3) 0.38717(16) 0.47349(12) 0.0288(4) Uani 1 1 d . . .
C25 C 0.5489(3) 0.48613(18) 0.41546(12) 0.0380(5) Uani 1 1 d . . .
H25A H 0.5808 0.4773 0.3581 0.046 Uiso 1 1 calc R . .
C26 C 0.4468(3) 0.59773(17) 0.44157(12) 0.0385(5) Uani 1 1 d . . .
H26A H 0.4124 0.6631 0.4017 0.046 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 O1 2.2784(16) . ?
Cd1 O1W 2.2925(14) . ?
Cd1 O4 2.3037(13) . ?
Cd1 N1 2.3200(15) . ?
Cd1 O5 2.3538(13) 2_656 ?
Cd1 O3 2.5293(13) . ?
N1 C5 1.338(2) . ?
N1 C1 1.339(2) . ?
O1 C23 1.259(3) . ?
C1 C2 1.379(3) . ?
N2 C17 1.330(3) . ?
N2 C18 1.338(3) . ?
O2 C23 1.231(3) . ?
C2 C3 1.383(3) . ?
O3 C19 1.245(2) . ?
N3 C6 1.327(2) . ?
N3 C7 1.468(2) . ?
C3 C4 1.384(2) . ?
N4 C13 1.327(2) . ?
N4 C12 1.458(2) . ?
C4 C5 1.390(2) . ?
C4 C6 1.497(2) . ?
O4 C19 1.268(2) . ?
O5 C6 1.245(2) . ?
O5 Cd1 2.3539(13) 2_656 ?
O6 C13 1.232(3) . ?
C7 C12 1.523(2) . ?
C7 C8 1.530(2) . ?
C8 C9 1.518(3) . ?
C9 C10 1.520(3) . ?
C10 C11 1.528(3) . ?
C11 C12 1.533(3) . ?
C13 C14 1.500(3) . ?
C14 C18 1.386(3) . ?
C14 C15 1.390(3) . ?
C15 C16 1.382(3) . ?
C16 C17 1.372(3) . ?
C19 C20 1.508(2) . ?
C20 C22 1.372(3) 2_755 ?
C20 C21 1.383(3) . ?
C21 C22 1.389(3) . ?
C22 C20 1.372(3) 2_755 ?
C23 C24 1.513(2) . ?
C24 C26 1.385(3) 2_666 ?
C24 C25 1.389(3) . ?
C25 C26 1.385(3) . ?
C26 C24 1.385(3) 2_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 O1W 104.50(6) . . ?
O1 Cd1 O4 85.10(5) . . ?
O1W Cd1 O4 92.33(5) . . ?
O1 Cd1 N1 135.79(6) . . ?
O1W Cd1 N1 85.59(5) . . ?
O4 Cd1 N1 138.21(5) . . ?
O1 Cd1 O5 84.87(6) . 2_656 ?
O1W Cd1 O5 169.23(5) . 2_656 ?
O4 Cd1 O5 93.80(5) . 2_656 ?
N1 Cd1 O5 83.93(5) . 2_656 ?
O1 Cd1 O3 137.90(5) . . ?
O1W Cd1 O3 87.29(5) . . ?
O4 Cd1 O3 53.71(4) . . ?
N1 Cd1 O3 84.51(5) . . ?
O5 Cd1 O3 89.21(5) 2_656 . ?
C5 N1 C1 117.75(15) . . ?
C5 N1 Cd1 120.54(11) . . ?
C1 N1 Cd1 121.51(12) . . ?
C23 O1 Cd1 103.36(13) . . ?
N1 C1 C2 122.95(17) . . ?
C17 N2 C18 117.64(17) . . ?
C1 C2 C3 119.02(18) . . ?
C19 O3 Cd1 87.42(10) . . ?
C6 N3 C7 120.17(14) . . ?
C2 C3 C4 118.77(17) . . ?
C13 N4 C12 123.31(16) . . ?
C3 C4 C5 118.46(16) . . ?
C3 C4 C6 124.69(16) . . ?
C5 C4 C6 116.85(15) . . ?
C19 O4 Cd1 97.37(11) . . ?
C6 O5 Cd1 133.24(12) . 2_656 ?
N1 C5 C4 122.99(16) . . ?
O5 C6 N3 123.12(16) . . ?
O5 C6 C4 119.41(15) . . ?
N3 C6 C4 117.44(15) . . ?
N3 C7 C12 111.75(14) . . ?
N3 C7 C8 109.89(14) . . ?
C12 C7 C8 109.62(14) . . ?
C9 C8 C7 111.45(15) . . ?
C8 C9 C10 110.72(17) . . ?
C9 C10 C11 111.46(18) . . ?
C10 C11 C12 112.23(17) . . ?
N4 C12 C7 111.49(14) . . ?
N4 C12 C11 110.47(15) . . ?
C7 C12 C11 109.45(15) . . ?
O6 C13 N4 122.82(18) . . ?
O6 C13 C14 119.67(17) . . ?
N4 C13 C14 117.50(17) . . ?
C18 C14 C15 117.71(17) . . ?
C18 C14 C13 117.22(17) . . ?
C15 C14 C13 125.07(17) . . ?
C16 C15 C14 119.01(18) . . ?
C17 C16 C15 118.9(2) . . ?
N2 C17 C16 123.28(19) . . ?
N2 C18 C14 123.41(19) . . ?
O3 C19 O4 121.50(15) . . ?
O3 C19 C20 120.06(16) . . ?
O4 C19 C20 118.43(16) . . ?
C22 C20 C21 118.86(16) 2_755 . ?
C22 C20 C19 120.29(16) 2_755 . ?
C21 C20 C19 120.83(16) . . ?
C20 C21 C22 120.95(17) . . ?
C20 C22 C21 120.19(17) 2_755 . ?
O2 C23 O1 122.30(18) . . ?
O2 C23 C24 120.62(19) . . ?
O1 C23 C24 117.00(18) . . ?
C26 C24 C25 118.32(16) 2_666 . ?
C26 C24 C23 120.84(17) 2_666 . ?
C25 C24 C23 120.75(17) . . ?
C26 C25 C24 121.08(18) . . ?
C24 C26 C25 120.59(18) 2_666 . ?

_diffrn_measured_fraction_theta_max 0.919
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.056






# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.000 179 50 ' '
_platon_squeeze_details          
;
;






#==End==#



_database_code_depnum_ccdc_archive 'CCDC 962360'
