# Supplementary Material (ESI) for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Yao-Yu Wang'
_publ_contact_author_email       WYAOYU@NWU.EDU.CN

_publ_section_title              
;
Generation of a 4-crossing [2]-catenane motif by the
2D? 2D parallel interpenetration of pairs of (4,4) sheets
;
loop_
_publ_author_name
'Wang Yaoyu.'
'Stuart Batten'
'Jian-Qiang Liu.'
'Lu-Fang Ma.'
'Davide Proserpio'
;
Qi-Zhen Shi
;
'Gui-Lin Wen.'

# Attachment '1.cif'

data_xb2002
_database_code_depnum_ccdc_archive 'CCDC 679276'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 Cu N2 O6'
_chemical_formula_weight         535.01

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           orthorhombic
_symmetry_space_group_name_H-M   'F d d d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'

_cell_length_a                   19.511(6)
_cell_length_b                   13.973(5)
_cell_length_c                   36.231(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9878(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2249
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4416
_exptl_absorpt_coefficient_mu    0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7308
_exptl_absorpt_correction_T_max  0.8008
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II area-detector diffractometer'
_diffrn_measurement_method       '\f and \w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11974
_diffrn_reflns_av_R_equivalents  0.1343
_diffrn_reflns_av_sigmaI/netI    0.1649
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2249
_reflns_number_gt                682
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX-II (Bruker, 2004)'
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2004)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0703P)^2^] where P=(Fo^2^+2Fc^2^)/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         2249
_refine_ls_number_parameters     165
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1989
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_ref         0.1657
_refine_ls_wR_factor_gt          0.1413
_refine_ls_goodness_of_fit_ref   0.849
_refine_ls_restrained_S_all      0.887
_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 0.3750 -0.1250 0.16807(3) 0.0777(5) Uani 1 2 d S . .
O1 O 0.3277(3) -0.0378(3) 0.21045(12) 0.0872(14) Uani 1 1 d . . .
O2 O 0.4194(2) 0.0066(3) 0.17894(13) 0.0762(13) Uani 1 1 d . . .
O3 O 0.3750 0.3750 0.28029(18) 0.102(2) Uani 1 2 d S . .
O4 O 0.4940(6) 0.1250 0.1250 0.206(5) Uani 1 2 d S . .
H1W H 0.4799 0.0722 0.1315 0.310 Uiso 0.50 1 d PR . .
N1 N 0.3066(3) -0.0775(4) 0.12904(14) 0.0723(15) Uani 1 1 d . . .
C1 C 0.3737(4) 0.0230(5) 0.2041(2) 0.0735(18) Uani 1 1 d . . .
C2 C 0.3749(4) 0.1139(5) 0.22566(19) 0.0741(17) Uani 1 1 d . . .
C3 C 0.4234(4) 0.1863(5) 0.21574(19) 0.084(2) Uani 1 1 d . . .
H3 H 0.4567 0.1742 0.1979 0.101 Uiso 1 1 calc R . .
C4 C 0.4203(4) 0.2740(5) 0.2329(2) 0.0784(19) Uani 1 1 d . . .
H4 H 0.4496 0.3227 0.2254 0.094 Uiso 1 1 calc R . .
C5 C 0.3750(4) 0.2903(5) 0.2606(2) 0.0819(19) Uani 1 1 d . . .
C6 C 0.3286(4) 0.2194(6) 0.27085(18) 0.084(2) Uani 1 1 d . . .
H6 H 0.2982 0.2297 0.2902 0.101 Uiso 1 1 calc R . .
C7 C 0.3282(4) 0.1355(5) 0.2523(2) 0.0798(19) Uani 1 1 d . . .
H7 H 0.2947 0.0906 0.2581 0.096 Uiso 1 1 calc R . .
C8 C 0.3155(4) 0.0051(7) 0.1131(2) 0.125(3) Uani 1 1 d U . .
H8 H 0.3552 0.0391 0.1185 0.150 Uiso 1 1 calc R . .
C9 C 0.2695(5) 0.0454(7) 0.0887(3) 0.127(3) Uani 1 1 d U . .
H9 H 0.2798 0.1046 0.0783 0.153 Uiso 1 1 calc R . .
C10 C 0.2128(5) 0.0039(6) 0.0798(2) 0.118(2) Uani 1 1 d U . .
C11 C 0.2016(5) -0.0814(7) 0.0968(3) 0.145(3) Uani 1 1 d U . .
H11 H 0.1610 -0.1142 0.0922 0.174 Uiso 1 1 calc R . .
C12 C 0.2483(5) -0.1196(6) 0.1202(3) 0.139(3) Uani 1 1 d U . .
H12 H 0.2387 -0.1790 0.1306 0.167 Uiso 1 1 calc R . .
C13 C 0.1635(5) 0.0541(6) 0.0523(3) 0.141(3) Uani 1 1 d U . .
H13A H 0.1896 0.0832 0.0325 0.169 Uiso 1 1 calc R . .
H13B H 0.1327 0.0072 0.0416 0.169 Uiso 1 1 calc R . .
C14 C 0.1250 0.1250 0.0709(4) 0.151(4) Uani 1 2 d SU . .
H14A H 0.0932 0.0914 0.0869 0.182 Uiso 0.50 1 calc PR . .
H14B H 0.1568 0.1586 0.0869 0.182 Uiso 0.50 1 calc PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0807(8) 0.0646(8) 0.0880(9) 0.000 0.000 0.0036(7)
O1 0.089(3) 0.070(3) 0.103(4) -0.005(3) 0.013(3) -0.002(3)
O2 0.070(3) 0.069(3) 0.090(3) -0.008(2) 0.009(3) 0.006(2)
O3 0.174(7) 0.047(4) 0.086(5) 0.000 0.000 -0.002(4)
O4 0.253(12) 0.154(9) 0.212(10) 0.031(8) 0.000 0.000
N1 0.073(4) 0.070(4) 0.073(4) 0.012(3) 0.005(3) 0.015(3)
C1 0.070(5) 0.059(5) 0.091(6) 0.003(4) -0.006(5) 0.006(4)
C2 0.084(5) 0.065(5) 0.073(5) 0.001(4) 0.012(4) -0.005(4)
C3 0.078(5) 0.088(6) 0.087(6) -0.013(5) 0.004(4) -0.006(5)
C4 0.102(6) 0.057(5) 0.077(5) 0.004(4) 0.000(5) -0.005(4)
C5 0.096(5) 0.066(5) 0.084(6) 0.005(4) -0.007(5) 0.002(5)
C6 0.115(6) 0.067(5) 0.071(5) -0.007(4) 0.017(5) 0.009(5)
C7 0.079(5) 0.067(5) 0.093(5) 0.014(5) 0.015(4) 0.009(4)
C8 0.075(5) 0.143(7) 0.156(7) 0.081(6) -0.016(4) -0.017(5)
C9 0.102(5) 0.138(6) 0.142(6) 0.066(5) -0.018(5) 0.000(4)
C10 0.121(5) 0.105(5) 0.128(5) 0.013(4) -0.056(4) 0.019(4)
C11 0.146(6) 0.096(5) 0.193(7) 0.013(5) -0.094(5) -0.007(5)
C12 0.147(7) 0.072(5) 0.197(8) 0.030(6) -0.089(6) -0.015(5)
C13 0.143(6) 0.146(6) 0.134(6) -0.008(4) -0.047(5) 0.057(5)
C14 0.134(8) 0.185(9) 0.135(9) 0.000 0.000 0.090(6)

_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 N1 2.055(5) . ?
Cu1 N1 2.055(5) 14_545 ?
Cu1 O2 2.071(4) . ?
Cu1 O2 2.071(4) 14_545 ?
Cu1 O1 2.167(4) 14_545 ?
Cu1 O1 2.167(4) . ?
Cu1 C1 2.445(7) 14_545 ?
O1 C1 1.257(7) . ?
O2 C1 1.295(7) . ?
O3 C5 1.382(8) . ?
O3 C5 1.382(8) 14 ?
O4 H1W 0.8215 . ?
N1 C8 1.303(9) . ?
N1 C12 1.321(9) . ?
C1 C2 1.491(9) . ?
C2 C7 1.362(8) . ?
C2 C3 1.432(8) . ?
C3 C4 1.374(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.357(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(9) . ?
C6 C7 1.350(9) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.380(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.290(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.360(11) . ?
C10 C13 1.552(10) . ?
C11 C12 1.354(10) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.414(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C13 1.414(10) 2 ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 93.0(3) . 14_545 ?
N1 Cu1 O2 96.7(2) . . ?
N1 Cu1 O2 98.4(2) 14_545 . ?
N1 Cu1 O2 98.4(2) . 14_545 ?
N1 Cu1 O2 96.7(2) 14_545 14_545 ?
O2 Cu1 O2 158.1(3) . 14_545 ?
N1 Cu1 O1 161.1(2) . 14_545 ?
N1 Cu1 O1 91.70(18) 14_545 14_545 ?
O2 Cu1 O1 100.78(18) . 14_545 ?
O2 Cu1 O1 62.85(18) 14_545 14_545 ?
N1 Cu1 O1 91.70(18) . . ?
N1 Cu1 O1 161.1(2) 14_545 . ?
O2 Cu1 O1 62.85(18) . . ?
O2 Cu1 O1 100.78(18) 14_545 . ?
O1 Cu1 O1 89.7(2) 14_545 . ?
N1 Cu1 C1 130.3(3) . 14_545 ?
N1 Cu1 C1 95.0(2) 14_545 14_545 ?
O2 Cu1 C1 130.2(3) . 14_545 ?
O2 Cu1 C1 31.97(19) 14_545 14_545 ?
O1 Cu1 C1 30.87(19) 14_545 14_545 ?
O1 Cu1 C1 95.9(2) . 14_545 ?
C1 O1 Cu1 86.9(4) . . ?
C1 O2 Cu1 90.2(4) . . ?
C5 O3 C5 117.8(8) . 14 ?
C8 N1 C12 113.7(7) . . ?
C8 N1 Cu1 120.3(5) . . ?
C12 N1 Cu1 125.7(5) . . ?
O1 C1 O2 120.1(6) . . ?
O1 C1 C2 119.3(7) . . ?
O2 C1 C2 120.6(7) . . ?
C7 C2 C3 117.6(6) . . ?
C7 C2 C1 123.4(7) . . ?
C3 C2 C1 118.7(7) . . ?
C4 C3 C2 119.1(7) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 120.9(7) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 O3 121.8(7) . . ?
C4 C5 C6 120.1(7) . . ?
O3 C5 C6 118.1(8) . . ?
C7 C6 C5 119.2(7) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C6 C7 C2 122.8(7) . . ?
C6 C7 H7 118.6 . . ?
C2 C7 H7 118.6 . . ?
N1 C8 C9 124.0(8) . . ?
N1 C8 H8 118.0 . . ?
C9 C8 H8 118.0 . . ?
C10 C9 C8 122.3(9) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C9 C10 C11 114.8(9) . . ?
C9 C10 C13 119.3(9) . . ?
C11 C10 C13 125.8(9) . . ?
C12 C11 C10 121.3(9) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
N1 C12 C11 123.8(8) . . ?
N1 C12 H12 118.1 . . ?
C11 C12 H12 118.1 . . ?
C14 C13 C10 109.9(8) . . ?
C14 C13 H13A 109.7 . . ?
C10 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C10 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C13 C14 C13 123.1(12) 2 . ?
C13 C14 H14A 106.6 2 . ?
C13 C14 H14A 106.6 . . ?
C13 C14 H14B 106.6 2 . ?
C13 C14 H14B 106.6 . . ?
H14A C14 H14B 106.5 . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.071

# Attachment '2.cif'

data_a
_database_code_depnum_ccdc_archive 'CCDC 679277'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H22 Co N2 O6'
_chemical_formula_weight         529.40

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'
Co Co 0.3494 0.9721 '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           orthorhombic
_symmetry_space_group_name_H-M   'F d d d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'

_cell_length_a                   13.993(3)
_cell_length_b                   19.661(4)
_cell_length_c                   36.141(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9943(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2232
_cell_measurement_theta_min      1.87
_cell_measurement_theta_max      25.20

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4368
_exptl_absorpt_coefficient_mu    0.735
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8206
_exptl_absorpt_correction_T_max  0.8729
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II area-detector diffractometer'
_diffrn_measurement_method       '\f and \w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12056
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_sigmaI/netI    0.0830
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         25.20
_reflns_number_total             2232
_reflns_number_gt                785
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX-II (Bruker, 2004)'
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2004)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1809P)^2^] where P=(Fo^2^+2Fc^2^)/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         2232
_refine_ls_number_parameters     165
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1744
_refine_ls_R_factor_gt           0.0860
_refine_ls_wR_factor_ref         0.2739
_refine_ls_wR_factor_gt          0.2335
_refine_ls_goodness_of_fit_ref   0.812
_refine_ls_restrained_S_all      0.879
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.8750 0.3750 0.08310(4) 0.0889(7) Uani 1 2 d S . .
O1 O 0.7858(4) 0.3262(3) 0.03970(15) 0.1101(18) Uani 1 1 d . . .
O1W O 0.1250 0.2562(7) 0.1250 0.217(6) Uani 1 2 d S . .
H1W H 0.1589 0.2775 0.1407 0.326 Uiso 0.50 1 d PR . .
O2 O 0.7428(4) 0.4183(3) 0.07042(17) 0.1064(18) Uani 1 1 d . . .
O3 O 0.3750 0.3750 -0.0312(2) 0.119(3) Uani 1 2 d S . .
N1 N 0.9219(5) 0.4454(3) 0.1224(2) 0.107(2) Uani 1 1 d DU . .
C1 C 0.8813(7) 0.5011(6) 0.1320(3) 0.157(3) Uani 1 1 d DU . .
H1A H 0.8212 0.5105 0.1223 0.189 Uiso 1 1 calc R . .
C2 C 0.9201(9) 0.5471(6) 0.1552(3) 0.172(3) Uani 1 1 d DU . .
H2A H 0.8872 0.5872 0.1600 0.206 Uiso 1 1 calc R . .
C3 C 1.0043(8) 0.5366(6) 0.1714(3) 0.147(3) Uani 1 1 d DU . .
C4 C 1.0493(8) 0.4838(5) 0.1601(3) 0.151(3) Uani 1 1 d DU . .
H4A H 1.1135 0.4775 0.1659 0.181 Uiso 1 1 calc R . .
C5 C 1.0009(8) 0.4372(5) 0.1395(3) 0.144(3) Uani 1 1 d DU . .
H5A H 1.0286 0.3943 0.1377 0.173 Uiso 1 1 calc R . .
C6 C 1.0486(8) 0.5870(6) 0.1985(3) 0.172(3) Uani 1 1 d U . .
H6A H 0.9998 0.6183 0.2070 0.207 Uiso 1 1 calc R . .
H6B H 1.0730 0.5626 0.2198 0.207 Uiso 1 1 calc R . .
C7 C 1.1250 0.6250 0.1818(5) 0.185(5) Uani 1 2 d SU . .
H7A H 1.1580 0.5934 0.1656 0.278 Uiso 0.50 1 d PR . .
C11 C 0.7264(6) 0.3731(5) 0.0454(2) 0.093(2) Uani 1 1 d D . .
C12 C 0.6356(5) 0.3746(4) 0.0251(2) 0.092(2) Uani 1 1 d D . .
C13 C 0.5654(6) 0.4212(4) 0.0339(2) 0.107(3) Uani 1 1 d D . .
H13A H 0.5777 0.4539 0.0519 0.128 Uiso 1 1 calc R . .
C14 C 0.4759(6) 0.4203(5) 0.0164(3) 0.104(3) Uani 1 1 d D . .
H14A H 0.4284 0.4507 0.0236 0.125 Uiso 1 1 calc R . .
C15 C 0.4589(6) 0.3742(5) -0.0114(2) 0.096(2) Uani 1 1 d D . .
C16 C 0.5279(6) 0.3288(5) -0.0209(2) 0.102(2) Uani 1 1 d D . .
H16A H 0.5166 0.2983 -0.0401 0.122 Uiso 1 1 calc R . .
C17 C 0.6150(5) 0.3272(5) -0.0027(2) 0.098(2) Uani 1 1 d D . .
H17A H 0.6601 0.2944 -0.0089 0.118 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0689(10) 0.0978(12) 0.1001(12) 0.000 0.000 -0.0073(8)
O1 0.076(4) 0.138(5) 0.117(4) -0.015(4) -0.008(3) 0.010(4)
O1W 0.212(13) 0.188(10) 0.251(15) 0.000 -0.072(10) 0.000
O2 0.090(4) 0.100(4) 0.129(4) -0.021(4) -0.015(3) -0.007(3)
O3 0.063(5) 0.193(8) 0.101(6) 0.000 0.000 -0.005(5)
N1 0.085(4) 0.095(4) 0.140(5) -0.007(4) -0.017(4) -0.008(4)
C1 0.107(6) 0.166(7) 0.199(7) -0.070(6) -0.032(5) 0.016(5)
C2 0.122(6) 0.177(7) 0.216(8) -0.093(6) -0.013(6) 0.009(6)
C3 0.122(6) 0.163(6) 0.156(6) -0.056(5) -0.013(5) -0.019(5)
C4 0.148(7) 0.137(6) 0.167(7) -0.020(5) -0.065(6) -0.001(5)
C5 0.143(6) 0.115(5) 0.173(7) -0.012(5) -0.066(5) 0.007(5)
C6 0.172(8) 0.186(7) 0.158(7) -0.046(6) 0.006(5) -0.058(6)
C7 0.210(11) 0.183(10) 0.162(10) 0.000 0.000 -0.091(8)
C11 0.079(5) 0.106(6) 0.095(6) 0.008(5) -0.007(5) -0.004(5)
C12 0.069(5) 0.096(5) 0.109(6) -0.003(5) -0.002(4) -0.001(5)
C13 0.092(6) 0.104(6) 0.125(7) -0.004(5) -0.018(5) -0.015(5)
C14 0.072(6) 0.120(7) 0.121(7) -0.001(6) 0.010(5) 0.006(5)
C15 0.080(6) 0.110(6) 0.098(6) 0.001(6) 0.010(5) -0.003(5)
C16 0.089(6) 0.126(7) 0.090(5) -0.014(5) -0.003(5) -0.022(6)
C17 0.075(5) 0.116(6) 0.104(6) -0.014(5) 0.009(5) -0.010(5)

_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 O2 2.087(5) . ?
Co1 O2 2.087(5) 14_655 ?
Co1 N1 2.090(7) . ?
Co1 N1 2.090(7) 14_655 ?
Co1 O1 2.222(5) . ?
Co1 O1 2.222(5) 14_655 ?
Co1 C11 2.486(8) 14_655 ?
O1 C11 1.257(9) . ?
O1W H1W 0.8497 . ?
O2 C11 1.290(9) . ?
O3 C15 1.374(9) 14 ?
O3 C15 1.374(9) . ?
N1 C5 1.277(11) . ?
N1 C1 1.281(12) . ?
C1 C2 1.346(14) . ?
C1 H1A 0.9300 . ?
C2 C3 1.333(14) . ?
C2 H2A 0.9300 . ?
C3 C4 1.280(13) . ?
C3 C6 1.524(13) . ?
C4 C5 1.362(12) . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 C7 1.436(14) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C6 1.436(14) 2_765 ?
C7 H7A 0.9699 . ?
C11 C12 1.467(11) . ?
C12 C13 1.381(11) . ?
C12 C17 1.398(10) . ?
C13 C14 1.403(11) . ?
C13 H13A 0.9300 . ?
C14 C15 1.375(11) . ?
C14 H14A 0.9300 . ?
C15 C16 1.359(11) . ?
C16 C17 1.387(10) . ?
C16 H16A 0.9300 . ?
C17 H17A 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
O2 Co1 O2 154.6(3) . 14_655 ?
O2 Co1 N1 99.1(3) . . ?
O2 Co1 N1 98.1(3) 14_655 . ?
O2 Co1 N1 98.1(3) . 14_655 ?
O2 Co1 N1 99.1(3) 14_655 14_655 ?
N1 Co1 N1 94.3(4) . 14_655 ?
O2 Co1 O1 61.5(2) . . ?
O2 Co1 O1 99.6(2) 14_655 . ?
N1 Co1 O1 160.4(3) . . ?
N1 Co1 O1 91.0(2) 14_655 . ?
O2 Co1 O1 99.6(2) . 14_655 ?
O2 Co1 O1 61.5(2) 14_655 14_655 ?
N1 Co1 O1 91.0(2) . 14_655 ?
N1 Co1 O1 160.4(3) 14_655 14_655 ?
O1 Co1 O1 90.2(3) . 14_655 ?
O2 Co1 C11 127.9(3) . 14_655 ?
O2 Co1 C11 31.2(2) 14_655 14_655 ?
N1 Co1 C11 95.8(3) . 14_655 ?
N1 Co1 C11 130.2(3) 14_655 14_655 ?
O1 Co1 C11 95.1(2) . 14_655 ?
O1 Co1 C11 30.3(2) 14_655 14_655 ?
C11 O1 Co1 86.6(5) . . ?
C11 O2 Co1 91.7(5) . . ?
C15 O3 C15 117.3(9) 14 . ?
C5 N1 C1 111.2(9) . . ?
C5 N1 Co1 121.1(7) . . ?
C1 N1 Co1 127.7(7) . . ?
N1 C1 C2 124.3(11) . . ?
N1 C1 H1A 117.8 . . ?
C2 C1 H1A 117.8 . . ?
C3 C2 C1 121.8(12) . . ?
C3 C2 H2A 119.1 . . ?
C1 C2 H2A 119.1 . . ?
C4 C3 C2 114.8(11) . . ?
C4 C3 C6 122.2(11) . . ?
C2 C3 C6 122.8(11) . . ?
C3 C4 C5 118.5(11) . . ?
C3 C4 H4A 120.8 . . ?
C5 C4 H4A 120.8 . . ?
N1 C5 C4 127.5(10) . . ?
N1 C5 H5A 116.2 . . ?
C4 C5 H5A 116.2 . . ?
C7 C6 C3 111.8(11) . . ?
C7 C6 H6A 109.3 . . ?
C3 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C3 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
C6 C7 C6 130.3(17) 2_765 . ?
C6 C7 H7A 103.4 2_765 . ?
C6 C7 H7A 105.9 . . ?
O1 C11 O2 120.1(7) . . ?
O1 C11 C12 120.4(8) . . ?
O2 C11 C12 119.4(9) . . ?
C13 C12 C17 117.5(7) . . ?
C13 C12 C11 120.9(8) . . ?
C17 C12 C11 121.5(8) . . ?
C12 C13 C14 121.5(8) . . ?
C12 C13 H13A 119.2 . . ?
C14 C13 H13A 119.2 . . ?
C15 C14 C13 119.5(8) . . ?
C15 C14 H14A 120.2 . . ?
C13 C14 H14A 120.2 . . ?
C16 C15 O3 118.9(8) . . ?
C16 C15 C14 119.6(8) . . ?
O3 C15 C14 121.4(8) . . ?
C15 C16 C17 121.3(8) . . ?
C15 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C16 C17 C12 120.5(8) . . ?
C16 C17 H17A 119.8 . . ?
C12 C17 H17A 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Co1 O1 C11 1.0(4) . . . . ?
O2 Co1 O1 C11 -160.9(5) 14_655 . . . ?
N1 Co1 O1 C11 -6.1(10) . . . . ?
N1 Co1 O1 C11 99.7(5) 14_655 . . . ?
O1 Co1 O1 C11 -99.8(5) 14_655 . . . ?
C11 Co1 O1 C11 -129.8(5) 14_655 . . . ?
O2 Co1 O2 C11 44.5(4) 14_655 . . . ?
N1 Co1 O2 C11 176.6(4) . . . . ?
N1 Co1 O2 C11 -87.7(5) 14_655 . . . ?
O1 Co1 O2 C11 -1.0(4) . . . . ?
O1 Co1 O2 C11 84.0(4) 14_655 . . . ?
C11 Co1 O2 C11 71.9(6) 14_655 . . . ?
O2 Co1 N1 C5 176.8(8) . . . . ?
O2 Co1 N1 C5 -22.0(9) 14_655 . . . ?
N1 Co1 N1 C5 77.8(8) 14_655 . . . ?
O1 Co1 N1 C5 -176.9(8) . . . . ?
O1 Co1 N1 C5 -83.3(8) 14_655 . . . ?
C11 Co1 N1 C5 -53.3(9) 14_655 . . . ?
O2 Co1 N1 C1 -5.6(8) . . . . ?
O2 Co1 N1 C1 155.7(8) 14_655 . . . ?
N1 Co1 N1 C1 -104.5(9) 14_655 . . . ?
O1 Co1 N1 C1 0.8(13) . . . . ?
O1 Co1 N1 C1 94.3(8) 14_655 . . . ?
C11 Co1 N1 C1 124.3(8) 14_655 . . . ?
C5 N1 C1 C2 4.1(14) . . . . ?
Co1 N1 C1 C2 -173.7(8) . . . . ?
N1 C1 C2 C3 -2.6(17) . . . . ?
C1 C2 C3 C4 7.4(18) . . . . ?
C1 C2 C3 C6 -178.5(11) . . . . ?
C2 C3 C4 C5 -13.6(18) . . . . ?
C6 C3 C4 C5 172.3(11) . . . . ?
C1 N1 C5 C4 -11.8(17) . . . . ?
Co1 N1 C5 C4 166.2(10) . . . . ?
C3 C4 C5 N1 18(2) . . . . ?
C4 C3 C6 C7 69.4(15) . . . . ?
C2 C3 C6 C7 -104.2(14) . . . . ?
C3 C6 C7 C6 -161.1(11) . . . 2_765 ?
Co1 O1 C11 O2 -1.7(7) . . . . ?
Co1 O1 C11 C12 -178.1(6) . . . . ?
Co1 O2 C11 O1 1.8(7) . . . . ?
Co1 O2 C11 C12 178.3(5) . . . . ?
O1 C11 C12 C13 172.7(8) . . . . ?
O2 C11 C12 C13 -3.8(10) . . . . ?
O1 C11 C12 C17 -4.4(10) . . . . ?
O2 C11 C12 C17 179.1(7) . . . . ?
C17 C12 C13 C14 1.5(11) . . . . ?
C11 C12 C13 C14 -175.8(7) . . . . ?
C12 C13 C14 C15 -3.2(12) . . . . ?
C15 O3 C15 C16 132.4(9) 14 . . . ?
C15 O3 C15 C14 -50.8(6) 14 . . . ?
C13 C14 C15 C16 1.8(12) . . . . ?
C13 C14 C15 O3 -174.9(7) . . . . ?
O3 C15 C16 C17 178.0(7) . . . . ?
C14 C15 C16 C17 1.2(13) . . . . ?
C15 C16 C17 C12 -2.9(12) . . . . ?
C13 C12 C17 C16 1.5(11) . . . . ?
C11 C12 C17 C16 178.7(7) . . . . ?

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
O1W H1W O2 0.85 2.12 2.968(9) 179.3 15_455

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.088

# Attachment '3.cif'

data_xb2230m
_database_code_depnum_ccdc_archive 'CCDC 679278'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H48 N4 Ni2 O12'
_chemical_formula_weight         1062.38

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Fddd

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'

_cell_length_a                   13.963(8)
_cell_length_b                   19.593(11)
_cell_length_c                   36.03(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9857(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2295
_cell_measurement_theta_min      1.88
_cell_measurement_theta_max      25.50

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4416
_exptl_absorpt_coefficient_mu    0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8316
_exptl_absorpt_correction_T_max  0.9440
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II area-detector diffractometer'
_diffrn_measurement_method       '\f and \w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12248
_diffrn_reflns_av_R_equivalents  0.1822
_diffrn_reflns_av_sigmaI/netI    0.1738
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2295
_reflns_number_gt                636
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX-II (Bruker, 2004)'
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2004)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0894P)^2^] where P=(Fo^2^+2Fc^2^)/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         2295
_refine_ls_number_parameters     124
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.2175
_refine_ls_R_factor_gt           0.0947
_refine_ls_wR_factor_ref         0.2710
_refine_ls_wR_factor_gt          0.2449
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
Ni1 Ni 0.3750 0.3750 0.16716(5) 0.0952(8) Uani 1 2 d S . .
O3 O -0.1250 0.3750 0.2807(2) 0.113(3) Uani 1 2 d S . .
C14 C 0.6250 0.1250 0.0674(5) 0.267(15) Uani 1 2 d S . .
H14A H 0.5919 0.0936 0.0838 0.321 Uiso 0.50 1 calc PR . .
H14B H 0.6581 0.1564 0.0838 0.321 Uiso 0.50 1 calc PR . .
O1 O 0.24317(19) 0.33052(14) 0.18027(7) 0.101(2) Uani 1 1 d G . .
O2 O 0.2841(2) 0.42277(18) 0.20963(11) 0.104(2) Uani 1 1 d G . .
N1 N 0.4218(3) 0.3035(2) 0.12735(10) 0.089(2) Uani 1 1 d G . .
C1 C 0.1351(2) 0.37599(16) 0.22399(8) 0.086(3) Uani 1 1 d G . .
C2 C 0.0658(3) 0.32765(19) 0.21423(11) 0.091(3) Uani 1 1 d G . .
H2 H 0.0781 0.2963 0.1955 0.110 Uiso 1 1 calc R . .
C3 C -0.0225(3) 0.3266(2) 0.23285(14) 0.096(3) Uani 1 1 d G . .
H3 H -0.0687 0.2945 0.2265 0.115 Uiso 1 1 calc R . .
C4 C -0.0408(3) 0.3740(2) 0.26093(13) 0.094(3) Uani 1 1 d G . .
C5 C 0.0280(3) 0.4223(2) 0.27079(12) 0.101(3) Uani 1 1 d G . .
H5 H 0.0153 0.4537 0.2895 0.122 Uiso 1 1 calc R . .
C6 C 0.1164(3) 0.4233(2) 0.25219(10) 0.097(3) Uani 1 1 d G . .
H6 H 0.1626 0.4553 0.2586 0.116 Uiso 1 1 calc R . .
C7 C 0.2254(2) 0.37642(14) 0.20379(8) 0.089(3) Uani 1 1 d G . .
C8 C 0.5082(3) 0.3162(2) 0.11349(12) 0.164(6) Uani 1 1 d G . .
H8 H 0.5402 0.3560 0.1201 0.197 Uiso 1 1 calc R . .
C9 C 0.5494(4) 0.2721(3) 0.09004(14) 0.168(6) Uani 1 1 d G . .
H9 H 0.6098 0.2814 0.0804 0.202 Uiso 1 1 calc R . .
C10 C 0.5040(4) 0.2148(3) 0.08043(15) 0.136(5) Uani 1 1 d G . .
C11 C 0.4169(3) 0.2017(3) 0.09450(15) 0.234(9) Uani 1 1 d G . .
H11 H 0.3850 0.1618 0.0880 0.281 Uiso 1 1 calc R . .
C12 C 0.3758(3) 0.2463(2) 0.11799(12) 0.215(8) Uani 1 1 d G . .
H12 H 0.3154 0.2372 0.1277 0.258 Uiso 1 1 calc R . .
C13 C 0.5509(5) 0.1647(4) 0.05341(19) 0.184(6) Uani 1 1 d G . .
H13A H 0.5016 0.1344 0.0440 0.221 Uiso 1 1 calc R . .
H13B H 0.5754 0.1905 0.0325 0.221 Uiso 1 1 calc R . .
O4 O 0.1250 0.190(2) 0.1250 0.94(5) Uani 1 2 d SU . .
H2W H 0.1283 0.1720 0.1034 1.406 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0820(11) 0.1009(15) 0.1026(15) 0.000 0.000 0.0015(10)
O3 0.069(5) 0.173(9) 0.096(7) 0.000 0.000 0.001(6)
C14 0.44(4) 0.23(2) 0.129(16) 0.000 0.000 0.27(3)
O1 0.098(4) 0.092(5) 0.112(5) -0.008(4) 0.013(4) 0.014(4)
O2 0.084(4) 0.121(5) 0.108(5) -0.007(4) 0.015(4) -0.006(4)
N1 0.082(4) 0.088(6) 0.098(5) 0.002(5) 0.011(5) 0.023(4)
C1 0.085(6) 0.085(7) 0.087(6) -0.008(6) -0.008(6) -0.005(6)
C2 0.090(6) 0.090(7) 0.094(7) -0.006(6) 0.017(6) 0.010(6)
C3 0.098(7) 0.092(7) 0.097(8) 0.001(6) -0.013(6) 0.001(6)
C4 0.061(5) 0.111(8) 0.111(8) 0.023(7) -0.003(6) 0.000(6)
C5 0.100(6) 0.122(9) 0.083(7) -0.002(6) 0.001(6) 0.018(7)
C6 0.086(6) 0.106(8) 0.098(7) 0.003(6) -0.017(6) 0.017(6)
C7 0.064(6) 0.110(9) 0.091(7) 0.010(7) -0.001(5) 0.004(6)
C8 0.204(12) 0.104(9) 0.185(13) -0.026(8) 0.139(11) -0.013(9)
C9 0.212(14) 0.119(11) 0.175(13) 0.000(9) 0.079(12) -0.035(10)
C10 0.108(8) 0.180(13) 0.121(9) -0.066(9) 0.004(8) 0.052(9)
C11 0.109(9) 0.217(16) 0.38(2) -0.200(16) 0.032(13) -0.028(10)
C12 0.097(8) 0.233(16) 0.315(19) -0.185(15) 0.057(11) -0.051(10)
C13 0.141(11) 0.197(15) 0.214(15) -0.067(13) -0.069(11) 0.020(10)
O4 0.93(5) 0.95(5) 0.93(5) 0.000 0.000(10) 0.000

_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 2.091(3) 14 ?
Ni1 O1 2.091(3) . ?
Ni1 N1 2.109(4) . ?
Ni1 N1 2.109(5) 14 ?
Ni1 O2 2.198(4) 14 ?
Ni1 O2 2.198(3) . ?
Ni1 C7 2.471(5) 14 ?
Ni1 C7 2.471(3) . ?
O3 C4 1.375(6) . ?
O3 C4 1.375(8) 14_455 ?
C14 C13 1.389(10) . ?
C14 C13 1.389(11) 2_655 ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
O1 C7 1.26034 . ?
O2 C7 1.24128 . ?
N1 C8 1.32917 . ?
N1 C12 1.33502 . ?
C1 C6 1.39991 . ?
C1 C2 1.39894 . ?
C1 C7 1.45586 . ?
C2 C3 1.40379 . ?
C2 H2 0.9300 . ?
C3 C4 1.39692 . ?
C3 H3 0.9300 . ?
C4 C5 1.39450 . ?
C5 C6 1.40466 . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C9 1.33843 . ?
C8 H8 0.9300 . ?
C9 C10 1.33497 . ?
C9 H9 0.9300 . ?
C10 C11 1.34237 . ?
C10 C13 1.52976 . ?
C11 C12 1.34508 . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
O4 H2W 0.8555 . ?

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 O1 153.89(17) 14 . ?
O1 Ni1 N1 99.07(12) 14 . ?
O1 Ni1 N1 98.60(14) . . ?
O1 Ni1 N1 98.60(17) 14 14 ?
O1 Ni1 N1 99.07(18) . 14 ?
N1 Ni1 N1 94.3(2) . 14 ?
O1 Ni1 O2 60.76(15) 14 14 ?
O1 Ni1 O2 100.02(16) . 14 ?
N1 Ni1 O2 90.65(12) . 14 ?
N1 Ni1 O2 159.32(18) 14 14 ?
O1 Ni1 O2 100.02(13) 14 . ?
O1 Ni1 O2 60.76(9) . . ?
N1 Ni1 O2 159.32(17) . . ?
N1 Ni1 O2 90.66(7) 14 . ?
O2 Ni1 O2 91.7(2) 14 . ?
O1 Ni1 C7 30.65(12) 14 14 ?
O1 Ni1 C7 128.24(16) . 14 ?
N1 Ni1 C7 95.38(15) . 14 ?
N1 Ni1 C7 129.25(17) 14 14 ?
O2 Ni1 C7 30.12(11) 14 14 ?
O2 Ni1 C7 97.0(2) . 14 ?
O1 Ni1 C7 128.24(14) 14 . ?
O1 Ni1 C7 30.65(10) . . ?
N1 Ni1 C7 129.25(15) . . ?
N1 Ni1 C7 95.38(14) 14 . ?
O2 Ni1 C7 96.98(15) 14 . ?
O2 Ni1 C7 30.1 . . ?
C7 Ni1 C7 115.44(18) 14 . ?
C4 O3 C4 117.7(8) . 14_455 ?
C13 C14 C13 137.4(16) . 2_655 ?
C13 C14 H14A 102.8 . . ?
C13 C14 H14A 102.8 2_655 . ?
C13 C14 H14B 102.8 . . ?
C13 C14 H14B 102.8 2_655 . ?
H14A C14 H14B 105.0 . . ?
C7 O1 Ni1 91.61(10) . . ?
C7 O2 Ni1 87.2(2) . . ?
C8 N1 C12 119.9 . . ?
C8 N1 Ni1 114.4(3) . . ?
C12 N1 Ni1 125.5(3) . . ?
C6 C1 C2 120.0 . . ?
C6 C1 C7 121.4 . . ?
C2 C1 C7 118.5 . . ?
C1 C2 C3 119.8 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 119.8 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
O3 C4 C5 116.6(3) . . ?
O3 C4 C3 122.7(3) . . ?
C5 C4 C3 120.7 . . ?
C4 C5 C6 119.5 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 120.2 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
O2 C7 O1 120.4 . . ?
O2 C7 C1 119.4 . . ?
O1 C7 C1 120.2 . . ?
O2 C7 Ni1 62.7(2) . . ?
O1 C7 Ni1 57.74(8) . . ?
C1 C7 Ni1 177.5(2) . . ?
N1 C8 C9 120.4 . . ?
N1 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 120.2 . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.5 . . ?
C9 C10 C13 120.1 . . ?
C11 C10 C13 120.4 . . ?
C10 C11 C12 120.1 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
N1 C12 C11 119.9 . . ?
N1 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C10 116.6(8) . . ?
C14 C13 H13A 108.1 . . ?
C10 C13 H13A 108.1 . . ?
C14 C13 H13B 108.1 . . ?
C10 C13 H13B 108.1 . . ?
H13A C13 H13B 107.3 . . ?

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
O1 Ni1 O1 C7 46.84(9) 14 . . . ?
N1 Ni1 O1 C7 178.99(12) . . . . ?
N1 Ni1 O1 C7 -85.22(13) 14 . . . ?
O2 Ni1 O1 C7 86.8(2) 14 . . . ?
O2 Ni1 O1 C7 0.42(6) . . . . ?
C7 Ni1 O1 C7 75.1(3) 14 . . . ?
O1 Ni1 O2 C7 -161.53(13) 14 . . . ?
O1 Ni1 O2 C7 -0.42(6) . . . . ?
N1 Ni1 O2 C7 -4.4(6) . . . . ?
N1 Ni1 O2 C7 99.6(2) 14 . . . ?
O2 Ni1 O2 C7 -100.9(3) 14 . . . ?
C7 Ni1 O2 C7 -130.7(2) 14 . . . ?
O1 Ni1 N1 C8 -17.66(13) 14 . . . ?
O1 Ni1 N1 C8 -178.3(3) . . . . ?
N1 Ni1 N1 C8 81.8(2) 14 . . . ?
O2 Ni1 N1 C8 -78.13(19) 14 . . . ?
O2 Ni1 N1 C8 -174.8(5) . . . . ?
C7 Ni1 N1 C8 -48.34(17) 14 . . . ?
C7 Ni1 N1 C8 -177.70(15) . . . . ?
O1 Ni1 N1 C12 156.79(18) 14 . . . ?
O1 Ni1 N1 C12 -3.9(2) . . . . ?
N1 Ni1 N1 C12 -103.8(3) 14 . . . ?
O2 Ni1 N1 C12 96.3(3) 14 . . . ?
O2 Ni1 N1 C12 -0.4(6) . . . . ?
C7 Ni1 N1 C12 126.1(2) 14 . . . ?
C7 Ni1 N1 C12 -3.2(3) . . . . ?
C6 C1 C2 C3 -0.1 . . . . ?
C7 C1 C2 C3 -179.1 . . . . ?
C1 C2 C3 C4 0.2 . . . . ?
C4 O3 C4 C5 129.4(4) 14_455 . . . ?
C4 O3 C4 C3 -51.8(3) 14_455 . . . ?
C2 C3 C4 O3 -178.9(4) . . . . ?
C2 C3 C4 C5 -0.1 . . . . ?
O3 C4 C5 C6 178.8(4) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
C7 C1 C6 C5 178.9 . . . . ?
C4 C5 C6 C1 0.1 . . . . ?
Ni1 O2 C7 O1 0.71(10) . . . . ?
Ni1 O2 C7 C1 -178.46(10) . . . . ?
Ni1 O1 C7 O2 -0.75(10) . . . . ?
Ni1 O1 C7 C1 178.42(10) . . . . ?
C6 C1 C7 O2 -5.6 . . . . ?
C2 C1 C7 O2 173.3 . . . . ?
C6 C1 C7 O1 175.2 . . . . ?
C2 C1 C7 O1 -5.9 . . . . ?
O1 Ni1 C7 O2 23.41(15) 14 . . . ?
O1 Ni1 C7 O2 179.28(10) . . . . ?
N1 Ni1 C7 O2 178.0(3) . . . . ?
N1 Ni1 C7 O2 -82.0(2) 14 . . . ?
O2 Ni1 C7 O2 81.4(3) 14 . . . ?
C7 Ni1 C7 O2 56.5(3) 14 . . . ?
O1 Ni1 C7 O1 -155.87(13) 14 . . . ?
N1 Ni1 C7 O1 -1.29(15) . . . . ?
N1 Ni1 C7 O1 98.74(17) 14 . . . ?
O2 Ni1 C7 O1 -97.9(2) 14 . . . ?
O2 Ni1 C7 O1 -179.28(10) . . . . ?
C7 Ni1 C7 O1 -122.8(2) 14 . . . ?
C12 N1 C8 C9 0.2 . . . . ?
Ni1 N1 C8 C9 175.01(11) . . . . ?
N1 C8 C9 C10 -0.1 . . . . ?
C8 C9 C10 C11 -0.2 . . . . ?
C8 C9 C10 C13 179.5 . . . . ?
C9 C10 C11 C12 0.2 . . . . ?
C13 C10 C11 C12 -179.5 . . . . ?
C8 N1 C12 C11 -0.1 . . . . ?
Ni1 N1 C12 C11 -174.29(13) . . . . ?
C10 C11 C12 N1 -0.1 . . . . ?
C13 C14 C13 C10 -163.4(4) 2_655 . . . ?
C9 C10 C13 C14 74.9(4) . . . . ?
C11 C10 C13 C14 -105.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.274
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.090