# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Wolfgang Schmitt'
'Rodolphe Clerac'
'Nigel G. R. Hearns'
'Paul E. Kruger'
'David P. Walsh'

_publ_contact_author_name        'Wolfgang Schmitt'
_publ_contact_author_email       SCHMITTW@TCD.IE

_publ_section_title              
;
Modulating Topologies and Magnetic Properties
of Coordination Polymers using 2,2-Bipyridine
and 5-Aminodiacetic Isophthalic Acid as Ligands
;

# Attachment 'Compound1.CIF'

data_dwcu2m
_database_code_depnum_ccdc_archive 'CCDC 718745'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H29 Co2 N3 O15'
_chemical_formula_weight         693.34

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                   10.1987(7)
_cell_length_b                   12.1765(8)
_cell_length_c                   12.6676(8)
_cell_angle_alpha                103.8970(10)
_cell_angle_beta                 105.9730(10)
_cell_angle_gamma                107.5480(10)
_cell_volume                     1349.43(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    114
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      28.27

_exptl_crystal_description       plates
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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            18836
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         28.32
_reflns_number_total             6713
_reflns_number_gt                6024
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0604P)²+0.8475P] 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         6713
_refine_ls_number_parameters     427
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.1082
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.082
_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
Co1 Co -0.43233(3) -0.53945(2) 0.39977(2) 0.01446(8) Uani 1 1 d . . .
Co2 Co 0.18759(3) -0.14002(2) 0.15257(3) 0.01890(9) Uani 1 1 d . . .
O5 O -0.00537(18) -0.28237(14) 0.12820(16) 0.0278(4) Uani 1 1 d . . .
O3 O -0.57507(16) -0.45437(13) 0.43620(12) 0.0178(3) Uani 1 1 d . . .
O1 O -0.60173(16) -0.70565(13) 0.31341(13) 0.0209(3) Uani 1 1 d . . .
O2 O -0.83137(17) -0.80781(15) 0.18112(15) 0.0282(4) Uani 1 1 d . . .
C2 C -0.4499(2) -0.61931(18) 0.09768(17) 0.0170(4) Uani 1 1 d . . .
H2 H -0.5196 -0.6941 0.0891 0.020 Uiso 1 1 calc R . .
N1 N -0.54715(18) -0.51324(15) 0.22784(15) 0.0151(3) Uani 1 1 d . . .
O6 O -0.13629(18) -0.17843(14) 0.18411(16) 0.0282(4) Uani 1 1 d . . .
C12 C -0.6236(2) -0.39744(18) 0.37122(18) 0.0179(4) Uani 1 1 d . . .
C1 C -0.4488(2) -0.50956(17) 0.16461(16) 0.0151(3) Uani 1 1 d . . .
C8 C -0.1175(2) -0.27682(18) 0.14782(19) 0.0200(4) Uani 1 1 d . . .
C6 C -0.2407(2) -0.50689(19) 0.05907(19) 0.0206(4) Uani 1 1 d . . .
H6 H -0.1712 -0.5059 0.0244 0.025 Uiso 1 1 calc R . .
C10 C -0.5700(2) -0.39892(18) 0.26976(18) 0.0172(4) Uani 1 1 d . . .
H10A H -0.6428 -0.3930 0.2059 0.021 Uiso 1 1 calc R . .
H10B H -0.4775 -0.3284 0.2955 0.021 Uiso 1 1 calc R . .
O4 O -0.7035(2) -0.34371(19) 0.38718(17) 0.0373(5) Uani 1 1 d . . .
C5 C -0.2377(2) -0.39727(18) 0.12627(18) 0.0175(4) Uani 1 1 d . . .
C3 C -0.3432(2) -0.39857(18) 0.17679(17) 0.0166(4) Uani 1 1 d . . .
H3 H -0.3432 -0.3246 0.2190 0.020 Uiso 1 1 calc R . .
C11 C -0.7083(2) -0.71861(18) 0.22629(18) 0.0181(4) Uani 1 1 d . . .
C9 C -0.6918(2) -0.61969(18) 0.17046(18) 0.0173(4) Uani 1 1 d . . .
H9A H -0.7069 -0.6573 0.0890 0.021 Uiso 1 1 calc R . .
H9B H -0.7697 -0.5898 0.1714 0.021 Uiso 1 1 calc R . .
C4 C -0.3478(2) -0.61832(18) 0.04356(17) 0.0169(4) Uani 1 1 d . . .
C7 C -0.3498(2) -0.73632(18) -0.03041(18) 0.0181(4) Uani 1 1 d . . .
O8 O -0.45749(18) -0.83620(14) -0.05692(16) 0.0286(4) Uani 1 1 d . . .
N3 N -0.23670(19) -0.38280(16) 0.44995(15) 0.0178(3) Uani 1 1 d . . .
O7 O -0.24310(18) -0.72663(14) -0.06323(16) 0.0267(3) Uani 1 1 d . . .
N2 N -0.28397(19) -0.61549(16) 0.36012(16) 0.0194(3) Uani 1 1 d . . .
O13 O 0.38371(18) 0.00511(14) 0.17263(15) 0.0259(3) Uani 1 1 d D . .
O10 O 0.13690(19) -0.00551(14) 0.25177(16) 0.0265(3) Uani 1 1 d D . .
O12 O 0.0882(2) -0.11500(18) -0.00092(18) 0.0381(4) Uani 1 1 d D . .
C17 C -0.1290(2) -0.40427(19) 0.41644(18) 0.0189(4) Uani 1 1 d . . .
C22 C -0.3171(3) -0.7366(2) 0.3153(2) 0.0265(4) Uani 1 1 d . . .
H22 H -0.4032 -0.7920 0.3149 0.032 Uiso 1 1 calc R . .
O11 O 0.3008(3) -0.15151(18) 0.31127(18) 0.0444(5) Uani 1 1 d D . .
C13 C -0.2164(2) -0.2661(2) 0.5021(2) 0.0235(4) Uani 1 1 d . . .
H13 H -0.2888 -0.2512 0.5274 0.028 Uiso 1 1 calc R . .
C15 C 0.0164(3) -0.1885(2) 0.4828(2) 0.0326(5) Uani 1 1 d . . .
H15 H 0.1002 -0.1232 0.4923 0.039 Uiso 1 1 calc R . .
C21 C -0.2273(3) -0.7818(2) 0.2695(2) 0.0330(5) Uani 1 1 d . . .
H21 H -0.2539 -0.8661 0.2375 0.040 Uiso 1 1 calc R . .
C19 C -0.0611(3) -0.5743(2) 0.3210(2) 0.0271(5) Uani 1 1 d . . .
H19 H 0.0264 -0.5173 0.3251 0.033 Uiso 1 1 calc R . .
C16 C -0.0010(2) -0.3084(2) 0.4315(2) 0.0269(5) Uani 1 1 d . . .
H16 H 0.0716 -0.3249 0.4075 0.032 Uiso 1 1 calc R . .
C18 C -0.1571(2) -0.53550(19) 0.36359(17) 0.0189(4) Uani 1 1 d . . .
C14 C -0.0912(3) -0.1664(2) 0.5198(2) 0.0295(5) Uani 1 1 d . . .
H14 H -0.0803 -0.0863 0.5558 0.035 Uiso 1 1 calc R . .
C20 C -0.0979(3) -0.6999(2) 0.2720(2) 0.0323(5) Uani 1 1 d . . .
H20 H -0.0363 -0.7283 0.2414 0.039 Uiso 1 1 calc R . .
O23 O 0.2795(2) 0.08295(17) -0.02684(18) 0.0342(4) Uani 1 1 d D . .
O21 O -0.3122(3) -0.0934(2) 0.2923(2) 0.0516(5) Uani 1 1 d D . .
O22 O 0.3788(4) 0.0590(4) 0.5094(5) 0.0454(10) Uani 0.50 1 d PD . .
O20 O -0.9363(4) -0.5099(4) 0.1313(4) 0.0407(9) Uani 0.50 1 d P . .
H22A H 0.389(8) 0.082(6) 0.459(4) 0.049 Uiso 0.50 1 d PD . .
H11A H 0.318(4) -0.098(2) 0.373(2) 0.049 Uiso 1 1 d D . .
H11B H 0.296(4) -0.212(2) 0.333(3) 0.049 Uiso 1 1 d D . .
H10C H 0.142(3) 0.056(2) 0.230(3) 0.049 Uiso 1 1 d D . .
H10D H 0.045(2) -0.042(3) 0.229(3) 0.049 Uiso 1 1 d D . .
H13A H 0.419(4) -0.030(3) 0.127(3) 0.049 Uiso 1 1 d D . .
H13B H 0.368(4) 0.055(3) 0.138(3) 0.049 Uiso 1 1 d D . .
H12A H 0.126(3) -0.054(2) -0.021(3) 0.049 Uiso 1 1 d D . .
H12B H 0.001(2) -0.138(3) -0.049(3) 0.049 Uiso 1 1 d D . .
H23A H 0.235(3) 0.113(3) -0.069(3) 0.049 Uiso 1 1 d D . .
H23B H 0.361(2) 0.103(3) -0.037(3) 0.049 Uiso 1 1 d D . .
H22B H 0.408(8) 0.108(4) 0.567(3) 0.049 Uiso 0.50 1 d PD . .
H21A H -0.392(3) -0.112(3) 0.231(2) 0.049 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.0163(15) . ?
Co1 O3 2.0787(14) 2_446 ?
Co1 N2 2.1068(17) . ?
Co1 N3 2.1090(17) . ?
Co1 O3 2.1107(14) . ?
Co1 N1 2.3177(17) . ?
Co2 O7 2.0645(15) 2_545 ?
Co2 O12 2.0706(18) . ?
Co2 O5 2.0794(15) . ?
Co2 O11 2.085(2) . ?
Co2 O10 2.0996(16) . ?
Co2 O13 2.1357(16) . ?
O5 C8 1.253(3) . ?
O3 C12 1.288(2) . ?
O3 Co1 2.0787(14) 2_446 ?
O1 C11 1.256(3) . ?
O2 C11 1.251(2) . ?
C2 C4 1.394(3) . ?
C2 C1 1.395(3) . ?
N1 C1 1.443(2) . ?
N1 C10 1.477(2) . ?
N1 C9 1.480(2) . ?
O6 C8 1.267(3) . ?
C12 O4 1.218(3) . ?
C12 C10 1.527(3) . ?
C1 C3 1.393(3) . ?
C8 C5 1.506(3) . ?
C6 C5 1.387(3) . ?
C6 C4 1.390(3) . ?
C5 C3 1.393(3) . ?
C11 C9 1.527(3) . ?
C4 C7 1.506(3) . ?
C7 O7 1.251(2) . ?
C7 O8 1.263(2) . ?
N3 C13 1.340(3) . ?
N3 C17 1.353(3) . ?
O7 Co2 2.0645(15) 2_545 ?
N2 C22 1.343(3) . ?
N2 C18 1.347(3) . ?
C17 C16 1.393(3) . ?
C17 C18 1.479(3) . ?
C22 C21 1.386(3) . ?
C13 C14 1.390(3) . ?
C15 C14 1.377(4) . ?
C15 C16 1.383(4) . ?
C21 C20 1.380(4) . ?
C19 C18 1.385(3) . ?
C19 C20 1.391(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
O1 Co1 O3 93.33(6) . 2_446 ?
O1 Co1 N2 90.28(7) . . ?
O3 Co1 N2 105.99(6) 2_446 . ?
O1 Co1 N3 163.57(7) . . ?
O3 Co1 N3 100.05(6) 2_446 . ?
N2 Co1 N3 76.96(7) . . ?
O1 Co1 O3 92.12(6) . . ?
O3 Co1 O3 76.44(6) 2_446 . ?
N2 Co1 O3 176.49(6) . . ?
N3 Co1 O3 100.21(6) . . ?
O1 Co1 N1 79.53(6) . . ?
O3 Co1 N1 149.60(6) 2_446 . ?
N2 Co1 N1 103.58(6) . . ?
N3 Co1 N1 93.30(6) . . ?
O3 Co1 N1 74.36(5) . . ?
O7 Co2 O12 91.40(8) 2_545 . ?
O7 Co2 O5 86.99(6) 2_545 . ?
O12 Co2 O5 92.77(7) . . ?
O7 Co2 O11 90.17(8) 2_545 . ?
O12 Co2 O11 175.48(8) . . ?
O5 Co2 O11 91.54(8) . . ?
O7 Co2 O10 176.94(7) 2_545 . ?
O12 Co2 O10 91.65(8) . . ?
O5 Co2 O10 92.98(6) . . ?
O11 Co2 O10 86.77(8) . . ?
O7 Co2 O13 92.39(6) 2_545 . ?
O12 Co2 O13 85.84(7) . . ?
O5 Co2 O13 178.46(7) . . ?
O11 Co2 O13 89.86(8) . . ?
O10 Co2 O13 87.72(6) . . ?
C8 O5 Co2 129.17(14) . . ?
C12 O3 Co1 134.83(13) . 2_446 ?
C12 O3 Co1 120.45(12) . . ?
Co1 O3 Co1 103.56(6) 2_446 . ?
C11 O1 Co1 119.05(13) . . ?
C4 C2 C1 120.81(17) . . ?
C1 N1 C10 116.47(15) . . ?
C1 N1 C9 115.22(15) . . ?
C10 N1 C9 109.82(15) . . ?
C1 N1 Co1 106.17(11) . . ?
C10 N1 Co1 103.40(11) . . ?
C9 N1 Co1 104.20(11) . . ?
O4 C12 O3 124.87(18) . . ?
O4 C12 C10 120.56(18) . . ?
O3 C12 C10 114.56(17) . . ?
C3 C1 C2 118.74(17) . . ?
C3 C1 N1 121.38(17) . . ?
C2 C1 N1 119.65(16) . . ?
O5 C8 O6 124.98(19) . . ?
O5 C8 C5 116.60(18) . . ?
O6 C8 C5 118.41(18) . . ?
C5 C6 C4 119.91(18) . . ?
N1 C10 C12 110.65(15) . . ?
C6 C5 C3 120.11(18) . . ?
C6 C5 C8 119.97(18) . . ?
C3 C5 C8 119.90(18) . . ?
C5 C3 C1 120.62(18) . . ?
O2 C11 O1 124.47(19) . . ?
O2 C11 C9 116.10(18) . . ?
O1 C11 C9 119.42(17) . . ?
N1 C9 C11 115.07(16) . . ?
C6 C4 C2 119.75(18) . . ?
C6 C4 C7 119.07(17) . . ?
C2 C4 C7 121.17(17) . . ?
O7 C7 O8 124.66(19) . . ?
O7 C7 C4 116.21(17) . . ?
O8 C7 C4 119.12(18) . . ?
C13 N3 C17 118.59(18) . . ?
C13 N3 Co1 125.77(14) . . ?
C17 N3 Co1 115.39(14) . . ?
C7 O7 Co2 130.60(14) . 2_545 ?
C22 N2 C18 118.73(18) . . ?
C22 N2 Co1 124.53(15) . . ?
C18 N2 Co1 115.89(14) . . ?
N3 C17 C16 121.7(2) . . ?
N3 C17 C18 115.40(17) . . ?
C16 C17 C18 122.91(19) . . ?
N2 C22 C21 122.2(2) . . ?
N3 C13 C14 122.5(2) . . ?
C14 C15 C16 119.5(2) . . ?
C20 C21 C22 119.1(2) . . ?
C18 C19 C20 118.9(2) . . ?
C15 C16 C17 118.9(2) . . ?
N2 C18 C19 122.1(2) . . ?
N2 C18 C17 114.71(18) . . ?
C19 C18 C17 123.18(19) . . ?
C15 C14 C13 118.7(2) . . ?
C21 C20 C19 119.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        28.32
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.515
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.097

# Attachment 'Compound2.CIF'

data_dwni2b
_database_code_depnum_ccdc_archive 'CCDC 718746'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H29 N3 Ni2 O15'
_chemical_formula_weight         692.90

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

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

_cell_length_a                   10.0968(10)
_cell_length_b                   12.1101(12)
_cell_length_c                   12.5860(13)
_cell_angle_alpha                103.193(2)
_cell_angle_beta                 106.046(2)
_cell_angle_gamma                107.178(2)
_cell_volume                     1330.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    207
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      28.29

_exptl_crystal_description       plates
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
_exptl_absorpt_coefficient_mu    1.497
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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            14632
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         25.25
_reflns_number_total             4816
_reflns_number_gt                4357
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0430P)²+0.5865P] 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         4816
_refine_ls_number_parameters     435
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0775
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.064
_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
Ni1 Ni 0.43490(3) 0.53857(2) 0.10136(2) 0.01234(9) Uani 1 1 d . . .
Ni2 Ni 0.18450(3) 0.85961(2) 0.65047(2) 0.01592(9) Uani 1 1 d . . .
O1 O 0.60639(15) 0.70232(13) 0.17692(12) 0.0165(3) Uani 1 1 d . . .
O2 O 0.83092(17) 0.80898(14) 0.31566(14) 0.0275(4) Uani 1 1 d . . .
O3 O 0.57645(15) 0.45516(13) 0.06281(12) 0.0150(3) Uani 1 1 d . . .
O4 O 0.71412(19) 0.35022(16) 0.11821(15) 0.0286(4) Uani 1 1 d . . .
O5 O 0.23355(18) 0.72726(14) 0.55688(15) 0.0275(4) Uani 1 1 d . . .
O8 O 0.13804(17) 0.17927(13) 0.31421(15) 0.0245(4) Uani 1 1 d . . .
O6 O 0.45334(18) 0.83412(14) 0.55556(15) 0.0279(4) Uani 1 1 d . . .
O11 O 0.37623(17) 1.00128(14) 0.66847(14) 0.0214(3) Uani 1 1 d D . .
O10 O 0.3055(2) 0.84381(17) 0.80200(16) 0.0379(4) Uani 1 1 d D . .
O12 O 0.0806(2) 0.88999(18) 0.50176(17) 0.0386(5) Uani 1 1 d D . .
O7 O -0.00275(17) 0.72012(13) 0.62837(15) 0.0236(4) Uani 1 1 d . . .
O13 O 0.13619(18) 0.99042(14) 0.75319(14) 0.0229(3) Uani 1 1 d D . .
C1 C 0.4484(2) 0.51085(19) 0.33577(17) 0.0140(4) Uani 1 1 d . . .
C2 C 0.4476(2) 0.61957(18) 0.40204(18) 0.0154(4) Uani 1 1 d . . .
H2 H 0.5184 0.6944 0.4118 0.019 Uiso 1 1 calc R . .
C3 C 0.3434(2) 0.40001(19) 0.32415(18) 0.0158(4) Uani 1 1 d . . .
H3 H 0.3459 0.3266 0.2836 0.019 Uiso 1 1 calc R . .
C4 C 0.3422(2) 0.61761(19) 0.45390(18) 0.0161(4) Uani 1 1 d . . .
C5 C 0.2343(2) 0.39750(19) 0.37264(18) 0.0158(4) Uani 1 1 d . . .
C6 C 0.2332(2) 0.50607(19) 0.43699(19) 0.0181(4) Uani 1 1 d . . .
H6 H 0.1601 0.5047 0.4688 0.022 Uiso 1 1 calc R . .
C7 C 0.3432(2) 0.73564(19) 0.52723(18) 0.0175(4) Uani 1 1 d . . .
C8 C 0.1163(2) 0.27640(19) 0.35140(18) 0.0175(4) Uani 1 1 d . . .
C9 C 0.6924(2) 0.62115(19) 0.32830(18) 0.0162(4) Uani 1 1 d . . .
H9A H 0.7716 0.5909 0.3303 0.019 Uiso 1 1 calc R . .
H9B H 0.7052 0.6600 0.4089 0.019 Uiso 1 1 calc R . .
C10 C 0.5730(2) 0.40145(19) 0.23133(18) 0.0165(4) Uani 1 1 d . . .
H10A H 0.4808 0.3308 0.2058 0.020 Uiso 1 1 calc R . .
H10B H 0.6462 0.3955 0.2961 0.020 Uiso 1 1 calc R . .
C11 C 0.7099(2) 0.71816(19) 0.26828(18) 0.0171(4) Uani 1 1 d . . .
C12 C 0.6288(2) 0.40097(18) 0.13006(18) 0.0156(4) Uani 1 1 d . . .
C13 C 0.2236(2) 0.26716(19) -0.00098(19) 0.0205(5) Uani 1 1 d . . .
H13 H 0.2969 0.2518 -0.0259 0.025 Uiso 1 1 calc R . .
C14 C 0.0976(3) 0.1683(2) -0.0179(2) 0.0265(5) Uani 1 1 d . . .
H14 H 0.0872 0.0882 -0.0528 0.032 Uiso 1 1 calc R . .
C15 C -0.0115(3) 0.1915(2) 0.0180(2) 0.0288(5) Uani 1 1 d . . .
H15 H -0.0966 0.1269 0.0081 0.035 Uiso 1 1 calc R . .
C16 C 0.0060(3) 0.3108(2) 0.0685(2) 0.0243(5) Uani 1 1 d . . .
H16 H -0.0674 0.3277 0.0922 0.029 Uiso 1 1 calc R . .
C17 C 0.1346(2) 0.4056(2) 0.08357(18) 0.0169(4) Uani 1 1 d . . .
C18 C 0.1634(2) 0.53698(19) 0.13711(18) 0.0174(4) Uani 1 1 d . . .
C19 C 0.0664(3) 0.5769(2) 0.1792(2) 0.0245(5) Uani 1 1 d . . .
H19 H -0.0226 0.5208 0.1745 0.029 Uiso 1 1 calc R . .
C20 C 0.1047(3) 0.7018(2) 0.2283(2) 0.0287(5) Uani 1 1 d . . .
H20 H 0.0423 0.7307 0.2584 0.034 Uiso 1 1 calc R . .
C21 C 0.2361(3) 0.7830(2) 0.2322(2) 0.0275(5) Uani 1 1 d . . .
H21 H 0.2630 0.8673 0.2641 0.033 Uiso 1 1 calc R . .
C22 C 0.3269(3) 0.7370(2) 0.1877(2) 0.0219(5) Uani 1 1 d . . .
H22 H 0.4147 0.7917 0.1892 0.026 Uiso 1 1 calc R . .
N1 N 0.54735(19) 0.51512(15) 0.27131(15) 0.0137(3) Uani 1 1 d . . .
N3 N 0.24330(19) 0.38373(16) 0.04991(15) 0.0158(4) Uani 1 1 d . . .
N2 N 0.29303(19) 0.61608(16) 0.14253(15) 0.0158(4) Uani 1 1 d . . .
O20 O 0.2804(2) 1.08212(17) 0.47110(17) 0.0322(4) Uani 1 1 d D . .
O22 O 0.3234(3) 1.1004(2) 1.2025(2) 0.0513(5) Uani 1 1 d D . .
O21 O 0.3710(5) 1.0476(4) 0.9876(5) 0.0515(11) Uani 0.50 1 d P . .
O21A O 0.3653(10) 0.9717(11) 1.0276(7) 0.057(3) Uani 0.25 1 d P . .
O21B O 0.9390(12) 0.5144(11) 0.3698(10) 0.070(3) Uani 0.25 1 d P . .
H13B H 0.043(2) 0.952(3) 0.732(4) 0.085 Uiso 1 1 d D . .
H11C H 0.416(4) 0.960(3) 0.629(3) 0.085 Uiso 1 1 d D . .
H11D H 0.351(4) 1.046(3) 0.628(3) 0.085 Uiso 1 1 d D . .
H12B H 0.129(4) 0.947(3) 0.482(4) 0.085 Uiso 1 1 d D . .
H12A H -0.006(3) 0.860(4) 0.446(3) 0.085 Uiso 1 1 d D . .
H13A H 0.135(4) 1.045(3) 0.723(3) 0.085 Uiso 1 1 d D . .
H22B H 0.253(4) 1.118(4) 1.227(4) 0.085 Uiso 1 1 d D . .
H10D H 0.320(5) 0.895(3) 0.867(2) 0.085 Uiso 1 1 d D . .
H10C H 0.294(5) 0.781(2) 0.824(3) 0.085 Uiso 1 1 d D . .
H22A H 0.410(3) 1.118(4) 1.256(3) 0.085 Uiso 1 1 d D . .
H20A H 0.363(2) 1.102(3) 0.459(3) 0.043(8) Uiso 1 1 d D . .
H20B H 0.228(3) 1.117(3) 0.435(3) 0.067(12) Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.0089(14) . ?
Ni1 N2 2.0455(17) . ?
Ni1 O3 2.0578(14) 2_665 ?
Ni1 N3 2.0708(17) . ?
Ni1 O3 2.0762(14) . ?
Ni1 N1 2.2516(17) . ?
Ni2 O7 2.0282(15) . ?
Ni2 O5 2.0326(15) . ?
Ni2 O10 2.0454(18) . ?
Ni2 O12 2.0485(18) . ?
Ni2 O13 2.0709(16) . ?
Ni2 O11 2.0882(16) . ?
O1 C11 1.252(3) . ?
O2 C11 1.250(3) . ?
O3 C12 1.280(2) . ?
O3 Ni1 2.0578(14) 2_665 ?
O4 C12 1.218(3) . ?
O5 C7 1.247(3) . ?
O8 C8 1.269(3) . ?
O6 C7 1.260(3) . ?
O7 C8 1.251(3) 2_566 ?
C1 C3 1.389(3) . ?
C1 C2 1.392(3) . ?
C1 N1 1.448(3) . ?
C2 C4 1.391(3) . ?
C3 C5 1.396(3) . ?
C4 C6 1.394(3) . ?
C4 C7 1.510(3) . ?
C5 C6 1.383(3) . ?
C5 C8 1.502(3) . ?
C8 O7 1.251(3) 2_566 ?
C9 N1 1.482(3) . ?
C9 C11 1.529(3) . ?
C10 N1 1.477(3) . ?
C10 C12 1.528(3) . ?
C13 N3 1.339(3) . ?
C13 C14 1.389(3) . ?
C14 C15 1.378(4) . ?
C15 C16 1.375(3) . ?
C16 C17 1.387(3) . ?
C17 N3 1.353(3) . ?
C17 C18 1.482(3) . ?
C18 N2 1.347(3) . ?
C18 C19 1.387(3) . ?
C19 C20 1.384(3) . ?
C20 C21 1.379(4) . ?
C21 C22 1.381(3) . ?
C22 N2 1.342(3) . ?
O21 O21A 1.140(11) . ?

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 Ni1 N2 91.07(6) . . ?
O1 Ni1 O3 90.65(6) . 2_665 ?
N2 Ni1 O3 105.70(6) . 2_665 ?
O1 Ni1 N3 168.29(6) . . ?
N2 Ni1 N3 79.12(7) . . ?
O3 Ni1 N3 98.11(6) 2_665 . ?
O1 Ni1 O3 90.20(6) . . ?
N2 Ni1 O3 177.80(6) . . ?
O3 Ni1 O3 76.07(6) 2_665 . ?
N3 Ni1 O3 99.41(6) . . ?
O1 Ni1 N1 81.24(6) . . ?
N2 Ni1 N1 102.03(6) . . ?
O3 Ni1 N1 151.23(6) 2_665 . ?
N3 Ni1 N1 94.46(6) . . ?
O3 Ni1 N1 76.40(6) . . ?
O7 Ni2 O5 85.58(6) . . ?
O7 Ni2 O10 92.78(7) . . ?
O5 Ni2 O10 89.24(8) . . ?
O7 Ni2 O12 92.65(7) . . ?
O5 Ni2 O12 91.74(8) . . ?
O10 Ni2 O12 174.54(7) . . ?
O7 Ni2 O13 93.21(6) . . ?
O5 Ni2 O13 176.85(7) . . ?
O10 Ni2 O13 87.91(7) . . ?
O12 Ni2 O13 91.22(8) . . ?
O7 Ni2 O11 178.47(6) . . ?
O5 Ni2 O11 93.36(6) . . ?
O10 Ni2 O11 88.31(7) . . ?
O12 Ni2 O11 86.27(7) . . ?
O13 Ni2 O11 87.90(6) . . ?
C11 O1 Ni1 118.14(13) . . ?
C12 O3 Ni1 135.84(13) . 2_665 ?
C12 O3 Ni1 119.32(12) . . ?
Ni1 O3 Ni1 103.93(6) 2_665 . ?
C7 O5 Ni2 130.23(14) . . ?
C8 O7 Ni2 129.75(14) 2_566 . ?
C3 C1 C2 118.71(18) . . ?
C3 C1 N1 121.17(18) . . ?
C2 C1 N1 119.83(18) . . ?
C4 C2 C1 120.74(19) . . ?
C1 C3 C5 120.79(19) . . ?
C2 C4 C6 119.96(19) . . ?
C2 C4 C7 120.60(18) . . ?
C6 C4 C7 119.43(18) . . ?
C6 C5 C3 120.01(19) . . ?
C6 C5 C8 120.58(19) . . ?
C3 C5 C8 119.39(19) . . ?
C5 C6 C4 119.66(19) . . ?
O5 C7 O6 124.7(2) . . ?
O5 C7 C4 116.40(18) . . ?
O6 C7 C4 118.90(19) . . ?
O7 C8 O8 125.09(19) 2_566 . ?
O7 C8 C5 116.61(18) 2_566 . ?
O8 C8 C5 118.31(18) . . ?
N1 C9 C11 114.76(17) . . ?
N1 C10 C12 110.56(16) . . ?
O2 C11 O1 124.64(19) . . ?
O2 C11 C9 115.78(18) . . ?
O1 C11 C9 119.57(18) . . ?
O4 C12 O3 125.80(19) . . ?
O4 C12 C10 119.96(18) . . ?
O3 C12 C10 114.24(17) . . ?
N3 C13 C14 122.5(2) . . ?
C15 C14 C13 118.6(2) . . ?
C16 C15 C14 119.6(2) . . ?
C15 C16 C17 119.2(2) . . ?
N3 C17 C16 121.7(2) . . ?
N3 C17 C18 115.28(18) . . ?
C16 C17 C18 123.02(19) . . ?
N2 C18 C19 122.0(2) . . ?
N2 C18 C17 114.61(18) . . ?
C19 C18 C17 123.4(2) . . ?
C20 C19 C18 118.7(2) . . ?
C21 C20 C19 119.5(2) . . ?
C20 C21 C22 118.8(2) . . ?
N2 C22 C21 122.4(2) . . ?
C1 N1 C10 116.27(16) . . ?
C1 N1 C9 115.00(16) . . ?
C10 N1 C9 109.36(16) . . ?
C1 N1 Ni1 107.18(12) . . ?
C10 N1 Ni1 102.79(12) . . ?
C9 N1 Ni1 104.83(11) . . ?
C13 N3 C17 118.50(18) . . ?
C13 N3 Ni1 127.01(15) . . ?
C17 N3 Ni1 114.13(14) . . ?
C22 N2 C18 118.63(18) . . ?
C22 N2 Ni1 125.29(15) . . ?
C18 N2 Ni1 115.49(14) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.076

# Attachment 'Compound3.CIF'

data_dwcu3
_database_code_depnum_ccdc_archive 'CCDC 718747'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H17 Cu N3 O8'
_chemical_formula_weight         514.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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   p_1_21/c_1

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                   14.0403(8)
_cell_length_b                   9.0493(5)
_cell_length_c                   17.2277(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.9620(10)
_cell_angle_gamma                90.00
_cell_volume                     2093.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    199
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      28.25

_exptl_crystal_description       plates
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1052
_exptl_absorpt_coefficient_mu    1.101
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(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            22967
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3895
_reflns_number_gt                3454
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0491P)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         3895
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0778
_refine_ls_wR_factor_gt          0.0766
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_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 0.095571(15) 0.37562(2) 0.263157(12) 0.01398(9) Uani 1 1 d . . .
N3 N 0.18153(11) 0.19537(16) 0.29853(9) 0.0160(3) Uani 1 1 d . . .
N2 N 0.05453(11) 0.31998(17) 0.36141(9) 0.0174(3) Uani 1 1 d . . .
C22 C 0.24389(14) 0.1386(2) 0.26058(12) 0.0217(4) Uani 1 1 d . . .
H22 H 0.2406 0.1721 0.2088 0.026 Uiso 1 1 calc R . .
C18 C 0.18475(14) 0.1456(2) 0.37296(11) 0.0187(4) Uani 1 1 d . . .
C13 C -0.02260(15) 0.3775(2) 0.38211(12) 0.0232(4) Uani 1 1 d . . .
H13 H -0.0600 0.4522 0.3504 0.028 Uiso 1 1 calc R . .
C17 C 0.10791(14) 0.2098(2) 0.40632(11) 0.0194(4) Uani 1 1 d . . .
C21 C 0.31283(15) 0.0319(2) 0.29600(13) 0.0287(5) Uani 1 1 d . . .
H21 H 0.3541 -0.0085 0.2680 0.034 Uiso 1 1 calc R . .
C19 C 0.25422(15) 0.0421(2) 0.41294(12) 0.0265(4) Uani 1 1 d . . .
H19 H 0.2571 0.0107 0.4650 0.032 Uiso 1 1 calc R . .
C14 C -0.04780(17) 0.3285(2) 0.44950(13) 0.0326(5) Uani 1 1 d . . .
H14 H -0.1027 0.3678 0.4621 0.039 Uiso 1 1 calc R . .
C20 C 0.31946(15) -0.0138(2) 0.37349(14) 0.0325(5) Uani 1 1 d . . .
H20 H 0.3677 -0.0821 0.3994 0.039 Uiso 1 1 calc R . .
C15 C 0.00906(18) 0.2211(2) 0.49773(13) 0.0352(5) Uani 1 1 d . . .
H15 H -0.0055 0.1895 0.5444 0.042 Uiso 1 1 calc R . .
C16 C 0.08828(17) 0.1604(2) 0.47614(12) 0.0295(5) Uani 1 1 d . . .
H16 H 0.1277 0.0877 0.5081 0.035 Uiso 1 1 calc R . .
O2 O 0.04115(9) 0.79437(14) 0.32223(7) 0.0202(3) Uani 1 1 d . . .
N1 N 0.24214(10) 0.55464(17) 0.33014(8) 0.0153(3) Uani 1 1 d . . .
O5 O 0.48047(11) 0.23662(18) 0.63141(9) 0.0316(4) Uani 1 1 d . . .
O8 O 0.54420(10) 0.27287(17) 0.29004(8) 0.0279(3) Uani 1 1 d . . .
C2 C 0.33066(13) 0.4455(2) 0.46120(10) 0.0169(4) Uani 1 1 d . . .
H2 H 0.2842 0.4862 0.4840 0.020 Uiso 1 1 calc R . .
O7 O 0.62516(11) 0.20856(19) 0.41678(9) 0.0357(4) Uani 1 1 d . . .
C10 C 0.25371(13) 0.61954(19) 0.25565(11) 0.0164(4) Uani 1 1 d . . .
H10B H 0.3239 0.6389 0.2637 0.020 Uiso 1 1 calc R . .
H10A H 0.2194 0.7139 0.2467 0.020 Uiso 1 1 calc R . .
O6 O 0.35536(11) 0.39170(17) 0.62753(9) 0.0333(4) Uani 1 1 d . . .
C3 C 0.39552(13) 0.4129(2) 0.34805(11) 0.0170(4) Uani 1 1 d . . .
H3 H 0.3917 0.4288 0.2939 0.020 Uiso 1 1 calc R . .
C9 C 0.18172(13) 0.6417(2) 0.36934(11) 0.0188(4) Uani 1 1 d . . .
H9A H 0.2154 0.7341 0.3884 0.023 Uiso 1 1 calc R . .
H9B H 0.1747 0.5882 0.4161 0.023 Uiso 1 1 calc R . .
C11 C 0.07859(13) 0.6744(2) 0.31178(10) 0.0154(4) Uani 1 1 d . . .
C8 C 0.55042(14) 0.2678(2) 0.36198(11) 0.0223(4) Uani 1 1 d . . .
C4 C 0.40638(14) 0.3580(2) 0.50853(11) 0.0178(4) Uani 1 1 d . . .
C5 C 0.47279(13) 0.3295(2) 0.39657(11) 0.0186(4) Uani 1 1 d . . .
C1 C 0.32270(12) 0.47381(19) 0.37986(10) 0.0153(4) Uani 1 1 d . . .
C6 C 0.47885(14) 0.3002(2) 0.47682(11) 0.0195(4) Uani 1 1 d . . .
H6 H 0.5305 0.2430 0.5089 0.023 Uiso 1 1 calc R . .
C7 C 0.41001(14) 0.3324(2) 0.59488(11) 0.0219(4) Uani 1 1 d . . .
O4 O 0.24257(10) 0.56146(17) 0.11876(8) 0.0286(3) Uani 1 1 d . . .
O1 O 0.03752(9) 0.57755(14) 0.26020(8) 0.0175(3) Uani 1 1 d . . .
C12 C 0.21473(13) 0.5256(2) 0.17872(11) 0.0174(4) Uani 1 1 d . . .
O3 O 0.15516(9) 0.42100(14) 0.17697(7) 0.0182(3) Uani 1 1 d . . .
H7 H 0.6657(17) 0.174(2) 0.3996(13) 0.022 Uiso 1 1 d . . .
H5 H 0.4847(16) 0.237(2) 0.6758(14) 0.022 Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.9489(12) . ?
Cu1 O1 1.9955(13) . ?
Cu1 N2 2.0049(15) . ?
Cu1 N3 2.0148(15) . ?
Cu1 O2 2.1775(12) 2_545 ?
N3 C22 1.339(2) . ?
N3 C18 1.348(2) . ?
N2 C13 1.340(2) . ?
N2 C17 1.348(2) . ?
C22 C21 1.377(3) . ?
C18 C19 1.382(3) . ?
C18 C17 1.481(3) . ?
C13 C14 1.382(3) . ?
C17 C16 1.384(3) . ?
C21 C20 1.374(3) . ?
C19 C20 1.385(3) . ?
C14 C15 1.373(3) . ?
C15 C16 1.385(3) . ?
O2 C11 1.242(2) . ?
O2 Cu1 2.1775(12) 2 ?
N1 C1 1.408(2) . ?
N1 C9 1.460(2) . ?
N1 C10 1.463(2) . ?
O5 C7 1.328(2) . ?
O8 C8 1.218(2) . ?
C2 C4 1.384(3) . ?
C2 C1 1.397(2) . ?
O7 C8 1.305(2) . ?
C10 C12 1.535(2) . ?
O6 C7 1.202(2) . ?
C3 C5 1.384(3) . ?
C3 C1 1.406(2) . ?
C9 C11 1.526(2) . ?
C11 O1 1.262(2) . ?
C8 C5 1.495(3) . ?
C4 C6 1.390(3) . ?
C4 C7 1.492(2) . ?
C5 C6 1.386(3) . ?
O4 C12 1.249(2) . ?
C12 O3 1.258(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
O3 Cu1 O1 92.90(5) . . ?
O3 Cu1 N2 171.55(6) . . ?
O1 Cu1 N2 92.04(6) . . ?
O3 Cu1 N3 92.78(6) . . ?
O1 Cu1 N3 162.41(6) . . ?
N2 Cu1 N3 80.55(6) . . ?
O3 Cu1 O2 92.65(5) . 2_545 ?
O1 Cu1 O2 91.09(5) . 2_545 ?
N2 Cu1 O2 94.11(5) . 2_545 ?
N3 Cu1 O2 105.26(5) . 2_545 ?
C22 N3 C18 119.43(16) . . ?
C22 N3 Cu1 125.63(13) . . ?
C18 N3 Cu1 114.16(12) . . ?
C13 N2 C17 119.47(16) . . ?
C13 N2 Cu1 125.49(13) . . ?
C17 N2 Cu1 114.95(12) . . ?
N3 C22 C21 121.87(18) . . ?
N3 C18 C19 121.56(17) . . ?
N3 C18 C17 114.34(16) . . ?
C19 C18 C17 124.10(17) . . ?
N2 C13 C14 121.57(19) . . ?
N2 C17 C16 121.29(18) . . ?
N2 C17 C18 114.43(16) . . ?
C16 C17 C18 124.25(18) . . ?
C20 C21 C22 118.73(18) . . ?
C18 C19 C20 118.31(19) . . ?
C15 C14 C13 119.3(2) . . ?
C21 C20 C19 119.98(19) . . ?
C14 C15 C16 119.26(19) . . ?
C17 C16 C15 119.0(2) . . ?
C11 O2 Cu1 121.61(12) . 2 ?
C1 N1 C9 118.10(14) . . ?
C1 N1 C10 117.85(14) . . ?
C9 N1 C10 114.68(14) . . ?
C4 C2 C1 121.26(16) . . ?
N1 C10 C12 115.61(14) . . ?
C5 C3 C1 120.62(16) . . ?
N1 C9 C11 111.92(14) . . ?
O2 C11 O1 125.70(17) . . ?
O2 C11 C9 115.90(16) . . ?
O1 C11 C9 118.36(15) . . ?
O8 C8 O7 123.76(17) . . ?
O8 C8 C5 123.21(17) . . ?
O7 C8 C5 113.03(16) . . ?
C2 C4 C6 120.54(17) . . ?
C2 C4 C7 118.26(16) . . ?
C6 C4 C7 121.16(17) . . ?
C3 C5 C6 121.06(16) . . ?
C3 C5 C8 119.81(16) . . ?
C6 C5 C8 119.12(17) . . ?
C2 C1 C3 117.70(16) . . ?
C2 C1 N1 121.37(15) . . ?
C3 C1 N1 120.86(15) . . ?
C5 C6 C4 118.77(17) . . ?
O6 C7 O5 123.98(18) . . ?
O6 C7 C4 123.80(18) . . ?
O5 C7 C4 112.22(16) . . ?
C11 O1 Cu1 121.26(11) . . ?
O4 C12 O3 122.82(17) . . ?
O4 C12 C10 116.83(16) . . ?
O3 C12 C10 120.31(15) . . ?
C12 O3 Cu1 124.80(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7 O4 0.78(2) 1.74(2) 2.5018(19) 165(2) 2_645
O5 H5 O8 0.75(2) 1.90(2) 2.6173(19) 159(2) 4_566

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.094


