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

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Yu-Bin Dong'
_publ_contact_author_email       YUBINDONG@SDNU.EDU.CN

_publ_section_title              
;
Birdlike Spiro-Metallacyclic Complexes Based on Bent
Oxadiazole Bridging Ligand
;
loop_
_publ_author_name
'Yu-Bin Dong'
'Ru-Qi Huang'
'Jian-Ping Ma'
'Dazhong Shen'
'Xia-Xia Zhao'

data_1
_database_code_depnum_ccdc_archive 'CCDC 703038'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H32 Cu N18 O2 S2'
_chemical_formula_weight         948.52

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'
S S 0.1246 0.1234 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.414(3)
_cell_length_b                   11.946(4)
_cell_length_c                   11.997(4)
_cell_angle_alpha                111.512(5)
_cell_angle_beta                 103.439(5)
_cell_angle_gamma                94.999(5)
_cell_volume                     1071.1(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    661
_cell_measurement_theta_min      2.535
_cell_measurement_theta_max      17.972

_exptl_crystal_description       plan
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             487
_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8195
_exptl_absorpt_correction_T_max  0.9867
_exptl_absorpt_process_details   sadabs

_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  '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            5618
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.1130
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3746
_reflns_number_gt                2016
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0902P)²+0.0641P] 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         3746
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1487
_refine_ls_R_factor_gt           0.0785
_refine_ls_wR_factor_ref         0.2094
_refine_ls_wR_factor_gt          0.1746
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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 0.5000 0.5000 1.0000 0.0576(4) Uani 1 2 d S . .
N1 N 0.2183(8) -0.1876(5) 0.3357(5) 0.0659(16) Uani 1 1 d . . .
N2 N 0.1000(8) -0.1302(5) 0.2847(5) 0.0669(17) Uani 1 1 d . . .
N3 N 0.5882(7) 0.1456(4) 0.9180(4) 0.0475(13) Uani 1 1 d . . .
N4 N 0.4435(7) 0.1278(5) 0.9457(5) 0.0610(15) Uani 1 1 d . . .
N5 N 0.4996(7) 0.3182(5) 0.9554(4) 0.0517(14) Uani 1 1 d . . .
N6 N 0.1436(7) 0.4239(4) 0.6685(4) 0.0511(13) Uani 1 1 d . . .
N7 N 0.2726(7) 0.4668(5) 0.6366(5) 0.0566(14) Uani 1 1 d . . .
N8 N 0.3567(7) 0.4663(4) 0.8282(4) 0.0511(14) Uani 1 1 d . . .
N9 N 0.2501(8) 0.4807(6) 1.0678(5) 0.0727(17) Uani 1 1 d . . .
C1 C 0.2924(9) -0.1091(6) 0.4499(6) 0.0555(17) Uani 1 1 d . . .
C2 C 0.4185(8) -0.1259(5) 0.5436(6) 0.0515(16) Uani 1 1 d . . .
C3 C 0.4752(9) -0.2364(6) 0.5142(7) 0.0630(19) Uani 1 1 d . . .
H3 H 0.4359 -0.2972 0.4338 0.076 Uiso 1 1 calc R . .
C4 C 0.5903(10) -0.2549(6) 0.6056(8) 0.076(2) Uani 1 1 d . . .
H4 H 0.6266 -0.3293 0.5867 0.091 Uiso 1 1 calc R . .
C5 C 0.6517(9) -0.1643(6) 0.7246(7) 0.0636(19) Uani 1 1 d . . .
H5 H 0.7284 -0.1782 0.7854 0.076 Uiso 1 1 calc R . .
C6 C 0.6000(8) -0.0527(6) 0.7541(6) 0.0527(17) Uani 1 1 d . . .
C7 C 0.4824(8) -0.0337(6) 0.6634(6) 0.0500(16) Uani 1 1 d . . .
H7 H 0.4462 0.0406 0.6827 0.060 Uiso 1 1 calc R . .
C8 C 0.6782(8) 0.0473(6) 0.8841(6) 0.0592(18) Uani 1 1 d . . .
H8A H 0.6875 0.0105 0.9447 0.071 Uiso 1 1 calc R . .
H8B H 0.7900 0.0813 0.8893 0.071 Uiso 1 1 calc R . .
C9 C 0.6185(8) 0.2593(6) 0.9241(5) 0.0536(17) Uani 1 1 d . . .
H9 H 0.7108 0.2927 0.9086 0.064 Uiso 1 1 calc R . .
C10 C 0.3981(8) 0.2324(6) 0.9674(6) 0.0615(19) Uani 1 1 d . . .
H10 H 0.3011 0.2476 0.9898 0.074 Uiso 1 1 calc R . .
C11 C 0.3961(9) 0.4902(6) 0.7365(6) 0.0587(18) Uani 1 1 d . . .
H11 H 0.5046 0.5216 0.7431 0.070 Uiso 1 1 calc R . .
C12 C 0.1962(8) 0.4244(5) 0.7820(6) 0.0535(17) Uani 1 1 d . . .
H12 H 0.1287 0.3986 0.8227 0.064 Uiso 1 1 calc R . .
C13 C -0.0245(8) 0.3847(6) 0.5823(6) 0.0568(17) Uani 1 1 d . . .
H13A H -0.0541 0.4507 0.5578 0.068 Uiso 1 1 calc R . .
H13B H -0.1027 0.3678 0.6248 0.068 Uiso 1 1 calc R . .
C14 C -0.0389(8) 0.2729(6) 0.4681(6) 0.0526(17) Uani 1 1 d . . .
C15 C -0.1455(8) 0.2603(6) 0.3542(6) 0.0623(19) Uani 1 1 d . . .
H15 H -0.2012 0.3229 0.3488 0.075 Uiso 1 1 calc R . .
C16 C -0.1672(9) 0.1533(8) 0.2495(7) 0.076(2) Uani 1 1 d . . .
H16 H -0.2407 0.1439 0.1742 0.091 Uiso 1 1 calc R . .
C17 C -0.0841(9) 0.0615(7) 0.2537(6) 0.066(2) Uani 1 1 d . . .
H17 H -0.1000 -0.0089 0.1818 0.079 Uiso 1 1 calc R . .
C18 C 0.0254(8) 0.0735(6) 0.3664(6) 0.0541(17) Uani 1 1 d . . .
C19 C 0.0466(8) 0.1810(6) 0.4729(5) 0.0524(17) Uani 1 1 d . . .
H19 H 0.1199 0.1903 0.5483 0.063 Uiso 1 1 calc R . .
C20 C 0.1118(8) -0.0226(6) 0.3712(5) 0.0533(17) Uani 1 1 d . . .
C21 C 0.1596(8) 0.4227(6) 1.1010(6) 0.0504(16) Uani 1 1 d . . .
O1 O 0.2329(5) -0.0033(3) 0.4790(3) 0.0497(11) Uani 1 1 d . . .
S2 S 0.0557(3) 0.3448(2) 1.1421(2) 0.1015(8) 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
Cu1 N8 2.004(5) . ?
Cu1 N8 2.004(5) 2_667 ?
Cu1 N5 2.037(5) 2_667 ?
Cu1 N5 2.037(5) . ?
Cu1 N9 2.446(7) . ?
Cu1 N9 2.446(7) 2_667 ?
N1 C1 1.305(8) . ?
N1 N2 1.406(7) . ?
N2 C20 1.300(8) . ?
N3 C9 1.331(7) . ?
N3 N4 1.354(7) . ?
N3 C8 1.437(7) . ?
N4 C10 1.291(8) . ?
N5 C9 1.318(8) . ?
N5 C10 1.346(7) . ?
N6 C12 1.328(7) . ?
N6 N7 1.351(7) . ?
N6 C13 1.462(7) . ?
N7 C11 1.311(7) . ?
N8 C12 1.308(7) . ?
N8 C11 1.336(7) . ?
N9 C21 1.213(8) . ?
C1 O1 1.356(7) . ?
C1 C2 1.442(9) . ?
C2 C3 1.393(8) . ?
C2 C7 1.394(8) . ?
C3 C4 1.383(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.391(8) . ?
C6 C8 1.520(8) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.493(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C19 1.376(9) . ?
C14 C15 1.396(8) . ?
C15 C16 1.387(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.361(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.398(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.402(8) . ?
C18 C20 1.422(9) . ?
C19 H19 0.9300 . ?
C20 O1 1.375(7) . ?
C21 S2 1.506(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N8 Cu1 N8 180.000(2) . 2_667 ?
N8 Cu1 N5 88.33(19) . 2_667 ?
N8 Cu1 N5 91.67(19) 2_667 2_667 ?
N8 Cu1 N5 91.67(19) . . ?
N8 Cu1 N5 88.33(19) 2_667 . ?
N5 Cu1 N5 180.00 2_667 . ?
N8 Cu1 N9 89.8(2) . . ?
N8 Cu1 N9 90.2(2) 2_667 . ?
N5 Cu1 N9 90.2(2) 2_667 . ?
N5 Cu1 N9 89.8(2) . . ?
N8 Cu1 N9 90.2(2) . 2_667 ?
N8 Cu1 N9 89.8(2) 2_667 2_667 ?
N5 Cu1 N9 89.8(2) 2_667 2_667 ?
N5 Cu1 N9 90.2(2) . 2_667 ?
N9 Cu1 N9 180.00 . 2_667 ?
C1 N1 N2 105.8(6) . . ?
C20 N2 N1 107.0(5) . . ?
C9 N3 N4 108.9(5) . . ?
C9 N3 C8 130.8(6) . . ?
N4 N3 C8 120.2(5) . . ?
C10 N4 N3 102.6(5) . . ?
C9 N5 C10 101.8(6) . . ?
C9 N5 Cu1 126.6(4) . . ?
C10 N5 Cu1 130.9(5) . . ?
C12 N6 N7 110.1(5) . . ?
C12 N6 C13 129.2(5) . . ?
N7 N6 C13 120.7(5) . . ?
C11 N7 N6 101.2(5) . . ?
C12 N8 C11 102.5(5) . . ?
C12 N8 Cu1 127.9(4) . . ?
C11 N8 Cu1 129.4(4) . . ?
C21 N9 Cu1 148.2(5) . . ?
N1 C1 O1 112.5(6) . . ?
N1 C1 C2 127.8(7) . . ?
O1 C1 C2 119.7(6) . . ?
C3 C2 C7 119.8(7) . . ?
C3 C2 C1 119.4(6) . . ?
C7 C2 C1 120.8(6) . . ?
C4 C3 C2 119.5(7) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 120.6(7) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.4(7) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.4(6) . . ?
C5 C6 C8 118.7(6) . . ?
C7 C6 C8 121.9(6) . . ?
C6 C7 C2 120.2(6) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
N3 C8 C6 114.7(5) . . ?
N3 C8 H8A 108.6 . . ?
C6 C8 H8A 108.6 . . ?
N3 C8 H8B 108.6 . . ?
C6 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
N5 C9 N3 110.7(6) . . ?
N5 C9 H9 124.7 . . ?
N3 C9 H9 124.7 . . ?
N4 C10 N5 116.0(6) . . ?
N4 C10 H10 122.0 . . ?
N5 C10 H10 122.0 . . ?
N7 C11 N8 116.0(6) . . ?
N7 C11 H11 122.0 . . ?
N8 C11 H11 122.0 . . ?
N8 C12 N6 110.2(6) . . ?
N8 C12 H12 124.9 . . ?
N6 C12 H12 124.9 . . ?
N6 C13 C14 112.1(5) . . ?
N6 C13 H13A 109.2 . . ?
C14 C13 H13A 109.2 . . ?
N6 C13 H13B 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C19 C14 C15 119.4(6) . . ?
C19 C14 C13 121.7(5) . . ?
C15 C14 C13 118.9(6) . . ?
C16 C15 C14 119.1(7) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C17 C16 C15 121.9(6) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C16 C17 C18 119.8(7) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C18 C19 118.6(7) . . ?
C17 C18 C20 120.0(6) . . ?
C19 C18 C20 121.5(6) . . ?
C14 C19 C18 121.3(6) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
N2 C20 O1 111.3(6) . . ?
N2 C20 C18 129.7(6) . . ?
O1 C20 C18 118.9(5) . . ?
N9 C21 S2 176.0(6) . . ?
C1 O1 C20 103.3(5) . . ?

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
C1 N1 N2 C20 0.0(7) . . . . ?
C9 N3 N4 C10 -0.4(7) . . . . ?
C8 N3 N4 C10 -178.3(5) . . . . ?
N8 Cu1 N5 C9 99.7(5) . . . . ?
N8 Cu1 N5 C9 -80.3(5) 2_667 . . . ?
N5 Cu1 N5 C9 -15(100) 2_667 . . . ?
N9 Cu1 N5 C9 -170.6(5) . . . . ?
N9 Cu1 N5 C9 9.4(5) 2_667 . . . ?
N8 Cu1 N5 C10 -91.7(6) . . . . ?
N8 Cu1 N5 C10 88.3(6) 2_667 . . . ?
N5 Cu1 N5 C10 154(100) 2_667 . . . ?
N9 Cu1 N5 C10 -2.0(6) . . . . ?
N9 Cu1 N5 C10 178.0(6) 2_667 . . . ?
C12 N6 N7 C11 0.1(6) . . . . ?
C13 N6 N7 C11 -179.7(5) . . . . ?
N8 Cu1 N8 C12 93(99) 2_667 . . . ?
N5 Cu1 N8 C12 -103.0(5) 2_667 . . . ?
N5 Cu1 N8 C12 77.0(5) . . . . ?
N9 Cu1 N8 C12 -12.8(5) . . . . ?
N9 Cu1 N8 C12 167.2(5) 2_667 . . . ?
N8 Cu1 N8 C11 -94(99) 2_667 . . . ?
N5 Cu1 N8 C11 70.6(5) 2_667 . . . ?
N5 Cu1 N8 C11 -109.4(5) . . . . ?
N9 Cu1 N8 C11 160.8(5) . . . . ?
N9 Cu1 N8 C11 -19.2(5) 2_667 . . . ?
N8 Cu1 N9 C21 110.6(10) . . . . ?
N8 Cu1 N9 C21 -69.4(10) 2_667 . . . ?
N5 Cu1 N9 C21 -161.0(10) 2_667 . . . ?
N5 Cu1 N9 C21 19.0(10) . . . . ?
N9 Cu1 N9 C21 -13(76) 2_667 . . . ?
N2 N1 C1 O1 -0.2(7) . . . . ?
N2 N1 C1 C2 176.9(6) . . . . ?
N1 C1 C2 C3 1.0(10) . . . . ?
O1 C1 C2 C3 177.9(5) . . . . ?
N1 C1 C2 C7 -178.1(6) . . . . ?
O1 C1 C2 C7 -1.1(9) . . . . ?
C7 C2 C3 C4 2.1(9) . . . . ?
C1 C2 C3 C4 -176.9(6) . . . . ?
C2 C3 C4 C5 -1.3(10) . . . . ?
C3 C4 C5 C6 -0.5(10) . . . . ?
C4 C5 C6 C7 1.5(9) . . . . ?
C4 C5 C6 C8 -176.5(6) . . . . ?
C5 C6 C7 C2 -0.6(9) . . . . ?
C8 C6 C7 C2 177.3(5) . . . . ?
C3 C2 C7 C6 -1.2(9) . . . . ?
C1 C2 C7 C6 177.9(5) . . . . ?
C9 N3 C8 C6 -104.0(7) . . . . ?
N4 N3 C8 C6 73.4(7) . . . . ?
C5 C6 C8 N3 -164.0(5) . . . . ?
C7 C6 C8 N3 18.1(8) . . . . ?
C10 N5 C9 N3 0.1(7) . . . . ?
Cu1 N5 C9 N3 171.3(3) . . . . ?
N4 N3 C9 N5 0.2(7) . . . . ?
C8 N3 C9 N5 177.7(5) . . . . ?
N3 N4 C10 N5 0.5(8) . . . . ?
C9 N5 C10 N4 -0.4(8) . . . . ?
Cu1 N5 C10 N4 -171.1(4) . . . . ?
N6 N7 C11 N8 -0.2(7) . . . . ?
C12 N8 C11 N7 0.2(7) . . . . ?
Cu1 N8 C11 N7 -174.6(4) . . . . ?
C11 N8 C12 N6 -0.1(7) . . . . ?
Cu1 N8 C12 N6 174.8(4) . . . . ?
N7 N6 C12 N8 0.0(7) . . . . ?
C13 N6 C12 N8 179.8(5) . . . . ?
C12 N6 C13 C14 -113.0(7) . . . . ?
N7 N6 C13 C14 66.8(7) . . . . ?
N6 C13 C14 C19 36.0(8) . . . . ?
N6 C13 C14 C15 -145.8(5) . . . . ?
C19 C14 C15 C16 2.3(9) . . . . ?
C13 C14 C15 C16 -176.0(6) . . . . ?
C14 C15 C16 C17 -1.8(10) . . . . ?
C15 C16 C17 C18 0.7(11) . . . . ?
C16 C17 C18 C19 -0.1(10) . . . . ?
C16 C17 C18 C20 179.6(6) . . . . ?
C15 C14 C19 C18 -1.7(9) . . . . ?
C13 C14 C19 C18 176.5(6) . . . . ?
C17 C18 C19 C14 0.6(9) . . . . ?
C20 C18 C19 C14 -179.1(6) . . . . ?
N1 N2 C20 O1 0.2(7) . . . . ?
N1 N2 C20 C18 177.2(6) . . . . ?
C17 C18 C20 N2 -4.3(10) . . . . ?
C19 C18 C20 N2 175.4(6) . . . . ?
C17 C18 C20 O1 172.5(5) . . . . ?
C19 C18 C20 O1 -7.8(9) . . . . ?
Cu1 N9 C21 S2 5(10) . . . . ?
N1 C1 O1 C20 0.3(6) . . . . ?
C2 C1 O1 C20 -177.1(5) . . . . ?
N2 C20 O1 C1 -0.3(6) . . . . ?
C18 C20 O1 C1 -177.7(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.071

data_60915am
_database_code_depnum_ccdc_archive 'CCDC 703039'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H40 Cu N18 O12'
_chemical_formula_weight         1028.44

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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.335(2)
_cell_length_b                   12.075(3)
_cell_length_c                   12.621(3)
_cell_angle_alpha                69.886(3)
_cell_angle_beta                 78.080(4)
_cell_angle_gamma                70.235(3)
_cell_volume                     1116.7(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1626
_cell_measurement_theta_min      2.611
_cell_measurement_theta_max      24.292

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             531
_exptl_absorpt_coefficient_mu    0.574
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7988
_exptl_absorpt_correction_T_max  0.9396
_exptl_absorpt_process_details   sadabs

_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  '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            5136
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_av_sigmaI/netI    0.0445
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.15
_reflns_number_total             3826
_reflns_number_gt                3293
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0524P)²+1.0530P] 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         3826
_refine_ls_number_parameters     322
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1218
_refine_ls_wR_factor_gt          0.1156
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
O5 O 0.1431(5) 0.5719(3) 1.0081(4) 0.1131(14) Uani 1 1 d D . .
H5A H 0.1867 0.5050 0.9899 0.170 Uiso 1 1 d RD . .
H5B H 0.0346 0.5903 1.0251 0.170 Uiso 1 1 d RD . .
O2 O 0.4699(4) 0.3851(3) 0.8708(3) 0.0727(9) Uani 1 1 d . . .
Cu1 Cu 0.0000 0.0000 1.0000 0.03207(18) Uani 1 2 d S . .
O3 O 0.4121(4) 0.2355(3) 0.8493(3) 0.0799(10) Uani 1 1 d . . .
N1 N 0.3408(4) -0.0643(3) 0.3378(2) 0.0415(7) Uani 1 1 d . . .
N2 N 0.2023(4) 0.0406(3) 0.3047(2) 0.0415(7) Uani 1 1 d . . .
N3 N -0.1685(3) 0.2741(2) 0.7112(2) 0.0306(6) Uani 1 1 d . . .
N4 N -0.0281(3) 0.3081(2) 0.7091(2) 0.0402(6) Uani 1 1 d . . .
N5 N -0.0451(3) 0.1439(2) 0.8586(2) 0.0322(6) Uani 1 1 d . . .
N6 N 0.2270(3) -0.0813(2) 0.9281(2) 0.0343(6) Uani 1 1 d . . .
N7 N 0.4292(3) -0.2201(2) 0.8675(2) 0.0365(6) Uani 1 1 d . . .
N8 N 0.5003(4) -0.1308(3) 0.8551(3) 0.0503(8) Uani 1 1 d . . .
N9 N 0.3750(4) 0.3211(3) 0.8901(3) 0.0462(7) Uani 1 1 d . . .
C1 C 0.2685(4) -0.1907(3) 0.9113(3) 0.0355(7) Uani 1 1 d . . .
H1 H 0.1952 -0.2391 0.9279 0.043 Uiso 1 1 calc R . .
C2 C 0.3754(4) -0.0499(3) 0.8929(3) 0.0460(8) Uani 1 1 d . . .
H2 H 0.3868 0.0231 0.8956 0.055 Uiso 1 1 calc R . .
C3 C 0.5268(5) -0.3276(3) 0.8296(3) 0.0463(8) Uani 1 1 d . . .
H3A H 0.4638 -0.3881 0.8565 0.056 Uiso 1 1 calc R . .
H3B H 0.6351 -0.3645 0.8624 0.056 Uiso 1 1 calc R . .
C4 C 0.5610(4) -0.2950(3) 0.7023(3) 0.0371(7) Uani 1 1 d . . .
C5 C 0.7042(4) -0.3677(3) 0.6543(3) 0.0425(8) Uani 1 1 d . . .
H5 H 0.7803 -0.4330 0.7008 0.051 Uiso 1 1 calc R . .
C6 C 0.7347(4) -0.3440(3) 0.5381(3) 0.0451(9) Uani 1 1 d . . .
H6 H 0.8315 -0.3933 0.5069 0.054 Uiso 1 1 calc R . .
C7 C 0.6237(4) -0.2485(3) 0.4680(3) 0.0420(8) Uani 1 1 d . . .
H7 H 0.6444 -0.2337 0.3898 0.050 Uiso 1 1 calc R . .
C8 C 0.4800(4) -0.1736(3) 0.5146(3) 0.0341(7) Uani 1 1 d . . .
C9 C 0.4503(4) -0.1973(3) 0.6320(3) 0.0361(7) Uani 1 1 d . . .
H9 H 0.3551 -0.1470 0.6633 0.043 Uiso 1 1 calc R . .
C10 C 0.3583(4) -0.0759(3) 0.4404(3) 0.0339(7) Uani 1 1 d . . .
C11 C 0.1478(4) 0.0847(3) 0.3894(2) 0.0338(7) Uani 1 1 d . . .
C12 C 0.0092(4) 0.1951(3) 0.3971(3) 0.0335(7) Uani 1 1 d . . .
C13 C -0.0488(5) 0.2841(3) 0.2982(3) 0.0476(9) Uani 1 1 d . . .
H13 H -0.0015 0.2726 0.2279 0.057 Uiso 1 1 calc R . .
C14 C -0.1770(5) 0.3894(3) 0.3051(3) 0.0563(10) Uani 1 1 d . . .
H14 H -0.2160 0.4497 0.2391 0.068 Uiso 1 1 calc R . .
C15 C -0.2484(5) 0.4067(3) 0.4089(3) 0.0469(9) Uani 1 1 d . . .
H15 H -0.3351 0.4785 0.4121 0.056 Uiso 1 1 calc R . .
C16 C -0.1924(4) 0.3180(3) 0.5088(3) 0.0346(7) Uani 1 1 d . . .
C17 C -0.0621(4) 0.2128(3) 0.5018(2) 0.0323(7) Uani 1 1 d . . .
H17 H -0.0217 0.1532 0.5678 0.039 Uiso 1 1 calc R . .
C18 C -0.2814(4) 0.3374(3) 0.6206(3) 0.0349(7) Uani 1 1 d . . .
H18A H -0.3208 0.4249 0.6126 0.042 Uiso 1 1 calc R . .
H18B H -0.3810 0.3072 0.6411 0.042 Uiso 1 1 calc R . .
C19 C -0.1778(4) 0.1779(3) 0.8002(2) 0.0314(7) Uani 1 1 d . . .
H19 H -0.2642 0.1398 0.8189 0.038 Uiso 1 1 calc R . .
C20 C 0.0408(4) 0.2280(3) 0.7991(3) 0.0403(8) Uani 1 1 d . . .
H20 H 0.1407 0.2281 0.8210 0.048 Uiso 1 1 calc R . .
O1 O 0.2407(3) 0.01486(19) 0.47972(17) 0.0348(5) Uani 1 1 d . . .
O4 O 0.2372(4) 0.3408(3) 0.9529(3) 0.0681(8) Uani 1 1 d . . .
O6 O 0.1404(3) 0.1117(2) 1.06714(19) 0.0482(6) Uani 1 1 d D . .
H6A H 0.1835 0.1682 1.0264 0.072 Uiso 1 1 d RD . .
H6B H 0.1581 0.0866 1.1364 0.072 Uiso 1 1 d RD . .


_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
O5 H5A 0.8558 . ?
O5 H5B 0.8543 . ?
O2 N9 1.219(4) . ?
Cu1 N6 2.004(2) . ?
Cu1 N6 2.004(2) 2_557 ?
Cu1 N5 2.012(2) . ?
Cu1 N5 2.012(2) 2_557 ?
Cu1 O6 2.484(2) . ?
O3 N9 1.229(4) . ?
N1 C10 1.287(4) . ?
N1 N2 1.400(4) . ?
N2 C11 1.289(4) . ?
N3 C19 1.321(4) . ?
N3 N4 1.358(3) . ?
N3 C18 1.460(4) . ?
N4 C20 1.302(4) . ?
N5 C19 1.326(4) . ?
N5 C20 1.361(4) . ?
N6 C1 1.327(4) . ?
N6 C2 1.359(4) . ?
N7 C1 1.316(4) . ?
N7 N8 1.347(4) . ?
N7 C3 1.459(4) . ?
N8 C2 1.302(4) . ?
N9 O4 1.254(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.506(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.382(4) . ?
C4 C5 1.386(4) . ?
C5 C6 1.380(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.372(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.393(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.393(4) . ?
C8 C10 1.456(4) . ?
C9 H9 0.9300 . ?
C10 O1 1.362(4) . ?
C11 O1 1.368(4) . ?
C11 C12 1.457(4) . ?
C12 C13 1.386(4) . ?
C12 C17 1.389(4) . ?
C13 C14 1.374(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(4) . ?
C16 C18 1.509(5) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
O6 H6A 0.8412 . ?
O6 H6B 0.8475 . ?

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
H5A O5 H5B 114.3 . . ?
N6 Cu1 N6 180.00 . 2_557 ?
N6 Cu1 N5 91.83(10) . . ?
N6 Cu1 N5 88.17(10) 2_557 . ?
N6 Cu1 N5 88.17(10) . 2_557 ?
N6 Cu1 N5 91.83(10) 2_557 2_557 ?
N5 Cu1 N5 180.00 . 2_557 ?
N6 Cu1 O6 90.00(9) . . ?
N6 Cu1 O6 90.00(9) 2_557 . ?
N5 Cu1 O6 88.98(9) . . ?
N5 Cu1 O6 91.02(9) 2_557 . ?
C10 N1 N2 106.3(3) . . ?
C11 N2 N1 106.9(3) . . ?
C19 N3 N4 110.5(2) . . ?
C19 N3 C18 128.4(3) . . ?
N4 N3 C18 121.1(2) . . ?
C20 N4 N3 102.5(2) . . ?
C19 N5 C20 102.9(3) . . ?
C19 N5 Cu1 124.6(2) . . ?
C20 N5 Cu1 132.5(2) . . ?
C1 N6 C2 102.8(3) . . ?
C1 N6 Cu1 124.9(2) . . ?
C2 N6 Cu1 132.2(2) . . ?
C1 N7 N8 110.4(3) . . ?
C1 N7 C3 129.1(3) . . ?
N8 N7 C3 120.5(3) . . ?
C2 N8 N7 103.0(3) . . ?
O2 N9 O3 121.1(3) . . ?
O2 N9 O4 120.5(3) . . ?
O3 N9 O4 118.4(3) . . ?
N7 C1 N6 109.7(3) . . ?
N7 C1 H1 125.2 . . ?
N6 C1 H1 125.2 . . ?
N8 C2 N6 114.1(3) . . ?
N8 C2 H2 122.9 . . ?
N6 C2 H2 122.9 . . ?
N7 C3 C4 112.1(3) . . ?
N7 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
N7 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C9 C4 C5 119.1(3) . . ?
C9 C4 C3 121.9(3) . . ?
C5 C4 C3 119.0(3) . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C7 C6 C5 120.7(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 119.6(3) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 119.5(3) . . ?
C7 C8 C10 119.5(3) . . ?
C9 C8 C10 120.9(3) . . ?
C4 C9 C8 120.6(3) . . ?
C4 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
N1 C10 O1 112.2(3) . . ?
N1 C10 C8 127.8(3) . . ?
O1 C10 C8 119.9(3) . . ?
N2 C11 O1 111.6(3) . . ?
N2 C11 C12 128.5(3) . . ?
O1 C11 C12 119.9(3) . . ?
C13 C12 C17 120.1(3) . . ?
C13 C12 C11 119.2(3) . . ?
C17 C12 C11 120.7(3) . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 118.6(3) . . ?
C17 C16 C18 122.4(3) . . ?
C15 C16 C18 118.9(3) . . ?
C16 C17 C12 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
N3 C18 C16 111.9(2) . . ?
N3 C18 H18A 109.2 . . ?
C16 C18 H18A 109.2 . . ?
N3 C18 H18B 109.2 . . ?
C16 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
N3 C19 N5 109.6(3) . . ?
N3 C19 H19 125.2 . . ?
N5 C19 H19 125.2 . . ?
N4 C20 N5 114.5(3) . . ?
N4 C20 H20 122.7 . . ?
N5 C20 H20 122.7 . . ?
C10 O1 C11 103.0(2) . . ?
N9 O4 H5A 110.7 . . ?
N9 O4 H6A 106.1 . . ?
H5A O4 H6A 139.0 . . ?
Cu1 O6 H6A 126.4 . . ?
Cu1 O6 H6B 118.5 . . ?
H6A O6 H6B 114.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 N1 N2 C11 0.5(3) . . . . ?
C19 N3 N4 C20 0.2(3) . . . . ?
C18 N3 N4 C20 -177.2(3) . . . . ?
N6 Cu1 N5 C19 120.5(2) . . . . ?
N6 Cu1 N5 C19 -59.5(2) 2_557 . . . ?
N5 Cu1 N5 C19 -13(100) 2_557 . . . ?
O6 Cu1 N5 C19 -149.6(2) . . . . ?
N6 Cu1 N5 C20 -59.6(3) . . . . ?
N6 Cu1 N5 C20 120.4(3) 2_557 . . . ?
N5 Cu1 N5 C20 167(100) 2_557 . . . ?
O6 Cu1 N5 C20 30.4(3) . . . . ?
N6 Cu1 N6 C1 110(100) 2_557 . . . ?
N5 Cu1 N6 C1 -118.8(3) . . . . ?
N5 Cu1 N6 C1 61.2(3) 2_557 . . . ?
O6 Cu1 N6 C1 152.3(3) . . . . ?
N6 Cu1 N6 C2 -64(100) 2_557 . . . ?
N5 Cu1 N6 C2 66.6(3) . . . . ?
N5 Cu1 N6 C2 -113.4(3) 2_557 . . . ?
O6 Cu1 N6 C2 -22.4(3) . . . . ?
C1 N7 N8 C2 0.0(4) . . . . ?
C3 N7 N8 C2 177.3(3) . . . . ?
N8 N7 C1 N6 0.7(4) . . . . ?
C3 N7 C1 N6 -176.3(3) . . . . ?
C2 N6 C1 N7 -1.0(3) . . . . ?
Cu1 N6 C1 N7 -176.94(19) . . . . ?
N7 N8 C2 N6 -0.6(4) . . . . ?
C1 N6 C2 N8 1.0(4) . . . . ?
Cu1 N6 C2 N8 176.5(2) . . . . ?
C1 N7 C3 C4 108.3(4) . . . . ?
N8 N7 C3 C4 -68.5(4) . . . . ?
N7 C3 C4 C9 -29.3(5) . . . . ?
N7 C3 C4 C5 153.1(3) . . . . ?
C9 C4 C5 C6 -0.8(5) . . . . ?
C3 C4 C5 C6 176.8(3) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
C5 C6 C7 C8 0.9(5) . . . . ?
C6 C7 C8 C9 -0.4(5) . . . . ?
C6 C7 C8 C10 -177.2(3) . . . . ?
C5 C4 C9 C8 1.3(5) . . . . ?
C3 C4 C9 C8 -176.3(3) . . . . ?
C7 C8 C9 C4 -0.7(5) . . . . ?
C10 C8 C9 C4 176.0(3) . . . . ?
N2 N1 C10 O1 -0.2(3) . . . . ?
N2 N1 C10 C8 177.3(3) . . . . ?
C7 C8 C10 N1 17.9(5) . . . . ?
C9 C8 C10 N1 -158.9(3) . . . . ?
C7 C8 C10 O1 -164.8(3) . . . . ?
C9 C8 C10 O1 18.4(4) . . . . ?
N1 N2 C11 O1 -0.6(3) . . . . ?
N1 N2 C11 C12 178.2(3) . . . . ?
N2 C11 C12 C13 -18.1(5) . . . . ?
O1 C11 C12 C13 160.5(3) . . . . ?
N2 C11 C12 C17 163.3(3) . . . . ?
O1 C11 C12 C17 -18.1(4) . . . . ?
C17 C12 C13 C14 0.0(5) . . . . ?
C11 C12 C13 C14 -178.6(3) . . . . ?
C12 C13 C14 C15 -0.4(6) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C14 C15 C16 C17 0.8(5) . . . . ?
C14 C15 C16 C18 -176.4(3) . . . . ?
C15 C16 C17 C12 -1.2(4) . . . . ?
C18 C16 C17 C12 176.0(3) . . . . ?
C13 C12 C17 C16 0.8(4) . . . . ?
C11 C12 C17 C16 179.4(3) . . . . ?
C19 N3 C18 C16 -111.3(3) . . . . ?
N4 N3 C18 C16 65.6(3) . . . . ?
C17 C16 C18 N3 29.4(4) . . . . ?
C15 C16 C18 N3 -153.4(3) . . . . ?
N4 N3 C19 N5 -0.9(3) . . . . ?
C18 N3 C19 N5 176.3(3) . . . . ?
C20 N5 C19 N3 1.1(3) . . . . ?
Cu1 N5 C19 N3 -178.94(18) . . . . ?
N3 N4 C20 N5 0.5(4) . . . . ?
C19 N5 C20 N4 -1.0(4) . . . . ?
Cu1 N5 C20 N4 179.0(2) . . . . ?
N1 C10 O1 C11 -0.1(3) . . . . ?
C8 C10 O1 C11 -177.8(3) . . . . ?
N2 C11 O1 C10 0.4(3) . . . . ?
C12 C11 O1 C10 -178.4(3) . . . . ?
O2 N9 O4 H5A 9.3 . . . . ?
O3 N9 O4 H5A -171.2 . . . . ?
O2 N9 O4 H6A -152.3 . . . . ?
O3 N9 O4 H6A 27.2 . . . . ?

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
O6 H6B N2 0.85 2.08 2.926(4) 174.9 1_556
O6 H6A O4 0.84 2.13 2.944(4) 163.2 .
O5 H5A O4 0.86 2.08 2.919(5) 167.4 .
O5 H5B O4 0.85 2.13 2.976(5) 171.7 2_567

_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_theta_full        25.15
_diffrn_measured_fraction_theta_full 0.956
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.061

data_3
_database_code_depnum_ccdc_archive 'CCDC 703040'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H36 Cl2 Cu N16 O4'
_chemical_formula_weight         939.29

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'
Cl Cl 0.1484 0.1585 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.816(4)
_cell_length_b                   11.435(5)
_cell_length_c                   11.563(5)
_cell_angle_alpha                106.243(7)
_cell_angle_beta                 101.104(7)
_cell_angle_gamma                106.755(7)
_cell_volume                     1023.2(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    620
_cell_measurement_theta_min      2.463
_cell_measurement_theta_max      19.568

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             483
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8330
_exptl_absorpt_correction_T_max  0.9241
_exptl_absorpt_process_details   sadabs

_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  '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            5407
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0701
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3734
_reflns_number_gt                2679
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0574P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3734
_refine_ls_number_parameters     286
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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 0.5000 1.0000 0.5000 0.0439(2) Uani 1 2 d S . .
N1 N 0.1302(4) 0.3363(3) -0.1961(3) 0.0391(7) Uani 1 1 d . . .
N2 N 0.2563(4) 0.4111(3) -0.2324(3) 0.0413(8) Uani 1 1 d . . .
N3 N 0.2178(4) 0.6078(2) 0.3925(2) 0.0317(7) Uani 1 1 d . . .
N4 N 0.3963(4) 0.8024(3) 0.4428(3) 0.0352(7) Uani 1 1 d . . .
N5 N 0.5776(4) 0.9893(3) 0.3473(3) 0.0356(7) Uani 1 1 d . . .
N6 N 0.7076(4) 0.9679(2) 0.2064(2) 0.0319(7) Uani 1 1 d . . .
N7 N 0.5921(4) 1.0166(3) 0.1658(3) 0.0417(8) Uani 1 1 d . . .
N8 N 0.3666(4) 0.5965(3) 0.4222(3) 0.0488(8) Uani 1 1 d . . .
C1 C 0.5198(5) 1.0277(3) 0.2546(3) 0.0409(9) Uani 1 1 d . . .
H1 H 0.4343 1.0599 0.2533 0.049 Uiso 1 1 calc R . .
C2 C 0.6974(5) 0.9533(3) 0.3144(3) 0.0385(9) Uani 1 1 d . . .
H2 H 0.7646 0.9223 0.3604 0.046 Uiso 1 1 calc R . .
C3 C 0.8125(4) 0.9340(3) 0.1297(3) 0.0380(9) Uani 1 1 d . . .
H3A H 0.8896 0.9042 0.1742 0.046 Uiso 1 1 calc R . .
H3B H 0.8765 1.0112 0.1166 0.046 Uiso 1 1 calc R . .
C4 C 0.7114(4) 0.8288(3) 0.0041(3) 0.0305(8) Uani 1 1 d . . .
C5 C 0.7558(4) 0.8340(3) -0.1038(3) 0.0383(9) Uani 1 1 d . . .
H5 H 0.8443 0.9054 -0.0983 0.046 Uiso 1 1 calc R . .
C6 C 0.6707(5) 0.7351(3) -0.2185(3) 0.0410(9) Uani 1 1 d . . .
H6 H 0.7049 0.7392 -0.2890 0.049 Uiso 1 1 calc R . .
C7 C 0.5359(5) 0.6304(3) -0.2307(3) 0.0397(9) Uani 1 1 d . . .
H7 H 0.4777 0.5645 -0.3088 0.048 Uiso 1 1 calc R . .
C8 C 0.4881(4) 0.6247(3) -0.1234(3) 0.0304(8) Uani 1 1 d . . .
C9 C 0.5756(4) 0.7234(3) -0.0075(3) 0.0302(8) Uani 1 1 d . . .
H9 H 0.5428 0.7189 0.0634 0.036 Uiso 1 1 calc R . .
C10 C 0.3446(4) 0.5139(3) -0.1352(3) 0.0317(8) Uani 1 1 d . . .
C11 C 0.1535(4) 0.4007(3) -0.0787(3) 0.0306(8) Uani 1 1 d . . .
C12 C 0.0580(4) 0.3673(3) 0.0041(3) 0.0281(7) Uani 1 1 d . . .
C13 C -0.0844(4) 0.2549(3) -0.0451(3) 0.0364(8) Uani 1 1 d . . .
H13 H -0.1191 0.2033 -0.1302 0.044 Uiso 1 1 calc R . .
C14 C -0.1736(4) 0.2212(3) 0.0344(3) 0.0388(9) Uani 1 1 d . . .
H14 H -0.2682 0.1458 0.0027 0.047 Uiso 1 1 calc R . .
C15 C -0.1233(4) 0.2985(3) 0.1602(3) 0.0350(8) Uani 1 1 d . . .
H15 H -0.1846 0.2749 0.2126 0.042 Uiso 1 1 calc R . .
C16 C 0.0185(4) 0.4119(3) 0.2099(3) 0.0302(8) Uani 1 1 d . . .
C17 C 0.1075(4) 0.4453(3) 0.1306(3) 0.0292(8) Uani 1 1 d . . .
H17 H 0.2019 0.5209 0.1624 0.035 Uiso 1 1 calc R . .
C18 C 0.0659(4) 0.4929(3) 0.3482(3) 0.0368(9) Uani 1 1 d . . .
H18A H -0.0244 0.5211 0.3639 0.044 Uiso 1 1 calc R . .
H18B H 0.0794 0.4382 0.3972 0.044 Uiso 1 1 calc R . .
C19 C 0.4695(5) 0.7161(4) 0.4520(4) 0.0491(10) Uani 1 1 d . . .
H19 H 0.5842 0.7393 0.4774 0.059 Uiso 1 1 calc R . .
C20 C 0.2359(5) 0.7305(3) 0.4038(3) 0.0357(8) Uani 1 1 d . . .
H20 H 0.1500 0.7609 0.3870 0.043 Uiso 1 1 calc R . .
Cl1 Cl 0.80774(12) 0.98817(8) 0.62335(8) 0.0438(3) Uani 1 1 d . . .
O1 O 0.2880(3) 0.51454(19) -0.03366(19) 0.0299(5) Uani 1 1 d . . .
O2 O 0.0908(5) 0.2668(3) 0.4796(3) 0.0889(11) Uani 1 1 d D . .
H2A H 0.0656 0.1851 0.4401 0.050 Uiso 1 1 d RD . .
H2B H 0.1619 0.3005 0.5511 0.050 Uiso 1 1 d RD . .


_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 N5 1.998(3) . ?
Cu1 N5 1.998(3) 2_676 ?
Cu1 N4 2.030(3) . ?
Cu1 N4 2.030(3) 2_676 ?
Cu1 Cl1 2.8710(15) . ?
N1 C11 1.294(4) . ?
N1 N2 1.405(4) . ?
N2 C10 1.284(4) . ?
N3 C20 1.331(4) . ?
N3 N8 1.344(4) . ?
N3 C18 1.458(4) . ?
N4 C20 1.325(4) . ?
N4 C19 1.342(4) . ?
N5 C2 1.322(4) . ?
N5 C1 1.336(4) . ?
N6 C2 1.321(4) . ?
N6 N7 1.362(4) . ?
N6 C3 1.457(4) . ?
N7 C1 1.304(4) . ?
N8 C19 1.308(5) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.502(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.385(4) . ?
C4 C5 1.389(4) . ?
C5 C6 1.375(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.374(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.397(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.385(4) . ?
C8 C10 1.461(5) . ?
C9 H9 0.9300 . ?
C10 O1 1.360(4) . ?
C11 O1 1.366(4) . ?
C11 C12 1.449(5) . ?
C12 C17 1.388(4) . ?
C12 C13 1.392(4) . ?
C13 C14 1.384(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.379(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.395(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.379(4) . ?
C16 C18 1.511(4) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
O2 H2A 0.8562 . ?
O2 H2B 0.8415 . ?

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
N5 Cu1 N5 180.00 . 2_676 ?
N5 Cu1 N4 91.83(11) . . ?
N5 Cu1 N4 88.17(11) 2_676 . ?
N5 Cu1 N4 88.17(11) . 2_676 ?
N5 Cu1 N4 91.83(11) 2_676 2_676 ?
N4 Cu1 N4 180.00 . 2_676 ?
N5 Cu1 Cl1 88.06(10) . . ?
N5 Cu1 Cl1 91.94(10) 2_676 . ?
N4 Cu1 Cl1 89.13(9) . . ?
N4 Cu1 Cl1 90.87(9) 2_676 . ?
C11 N1 N2 106.3(3) . . ?
C10 N2 N1 106.8(3) . . ?
C20 N3 N8 110.5(3) . . ?
C20 N3 C18 129.1(3) . . ?
N8 N3 C18 120.3(3) . . ?
C20 N4 C19 103.5(3) . . ?
C20 N4 Cu1 126.8(2) . . ?
C19 N4 Cu1 129.1(3) . . ?
C2 N5 C1 103.1(3) . . ?
C2 N5 Cu1 131.7(3) . . ?
C1 N5 Cu1 125.1(2) . . ?
C2 N6 N7 109.6(3) . . ?
C2 N6 C3 129.9(3) . . ?
N7 N6 C3 120.5(3) . . ?
C1 N7 N6 102.2(3) . . ?
C19 N8 N3 102.6(3) . . ?
N7 C1 N5 115.1(3) . . ?
N7 C1 H1 122.4 . . ?
N5 C1 H1 122.4 . . ?
N6 C2 N5 109.9(3) . . ?
N6 C2 H2 125.0 . . ?
N5 C2 H2 125.0 . . ?
N6 C3 C4 111.5(3) . . ?
N6 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
N6 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
C9 C4 C5 118.2(3) . . ?
C9 C4 C3 121.7(3) . . ?
C5 C4 C3 120.0(3) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C7 C6 C5 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 118.7(3) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 C10 120.6(3) . . ?
C7 C8 C10 119.2(3) . . ?
C8 C9 C4 120.9(3) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
N2 C10 O1 111.9(3) . . ?
N2 C10 C8 128.9(3) . . ?
O1 C10 C8 119.2(3) . . ?
N1 C11 O1 111.5(3) . . ?
N1 C11 C12 128.9(3) . . ?
O1 C11 C12 119.6(3) . . ?
C17 C12 C13 120.2(3) . . ?
C17 C12 C11 120.8(3) . . ?
C13 C12 C11 118.9(3) . . ?
C14 C13 C12 119.0(3) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 C18 123.2(3) . . ?
C15 C16 C18 118.1(3) . . ?
C16 C17 C12 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 H17 119.6 . . ?
N3 C18 C16 114.3(3) . . ?
N3 C18 H18A 108.7 . . ?
C16 C18 H18A 108.7 . . ?
N3 C18 H18B 108.7 . . ?
C16 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
N8 C19 N4 114.6(4) . . ?
N8 C19 H19 122.7 . . ?
N4 C19 H19 122.7 . . ?
N4 C20 N3 108.9(3) . . ?
N4 C20 H20 125.6 . . ?
N3 C20 H20 125.6 . . ?
C10 O1 C11 103.5(2) . . ?
H2A O2 H2B 117.1 . . ?

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
C11 N1 N2 C10 -0.2(4) . . . . ?
N5 Cu1 N4 C20 -110.7(3) . . . . ?
N5 Cu1 N4 C20 69.3(3) 2_676 . . . ?
N4 Cu1 N4 C20 46(100) 2_676 . . . ?
Cl1 Cu1 N4 C20 161.2(3) . . . . ?
N5 Cu1 N4 C19 79.8(3) . . . . ?
N5 Cu1 N4 C19 -100.2(3) 2_676 . . . ?
N4 Cu1 N4 C19 -123(100) 2_676 . . . ?
Cl1 Cu1 N4 C19 -8.3(3) . . . . ?
N5 Cu1 N5 C2 -164(100) 2_676 . . . ?
N4 Cu1 N5 C2 -72.5(3) . . . . ?
N4 Cu1 N5 C2 107.5(3) 2_676 . . . ?
Cl1 Cu1 N5 C2 16.6(3) . . . . ?
N5 Cu1 N5 C1 21(100) 2_676 . . . ?
N4 Cu1 N5 C1 112.1(3) . . . . ?
N4 Cu1 N5 C1 -67.9(3) 2_676 . . . ?
Cl1 Cu1 N5 C1 -158.8(3) . . . . ?
C2 N6 N7 C1 0.0(4) . . . . ?
C3 N6 N7 C1 176.8(3) . . . . ?
C20 N3 N8 C19 0.7(4) . . . . ?
C18 N3 N8 C19 177.5(3) . . . . ?
N6 N7 C1 N5 -0.6(4) . . . . ?
C2 N5 C1 N7 1.0(4) . . . . ?
Cu1 N5 C1 N7 177.5(2) . . . . ?
N7 N6 C2 N5 0.6(4) . . . . ?
C3 N6 C2 N5 -175.8(3) . . . . ?
C1 N5 C2 N6 -0.9(4) . . . . ?
Cu1 N5 C2 N6 -177.1(2) . . . . ?
C2 N6 C3 C4 115.0(4) . . . . ?
N7 N6 C3 C4 -61.1(4) . . . . ?
N6 C3 C4 C9 -40.5(4) . . . . ?
N6 C3 C4 C5 141.2(3) . . . . ?
C9 C4 C5 C6 -2.1(5) . . . . ?
C3 C4 C5 C6 176.3(3) . . . . ?
C4 C5 C6 C7 2.1(5) . . . . ?
C5 C6 C7 C8 -1.1(5) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C6 C7 C8 C10 179.8(3) . . . . ?
C7 C8 C9 C4 -0.1(5) . . . . ?
C10 C8 C9 C4 -179.8(3) . . . . ?
C5 C4 C9 C8 1.1(5) . . . . ?
C3 C4 C9 C8 -177.3(3) . . . . ?
N1 N2 C10 O1 0.3(4) . . . . ?
N1 N2 C10 C8 -178.2(3) . . . . ?
C9 C8 C10 N2 -175.4(3) . . . . ?
C7 C8 C10 N2 4.9(5) . . . . ?
C9 C8 C10 O1 6.2(5) . . . . ?
C7 C8 C10 O1 -173.6(3) . . . . ?
N2 N1 C11 O1 -0.1(4) . . . . ?
N2 N1 C11 C12 179.7(3) . . . . ?
N1 C11 C12 C17 176.1(3) . . . . ?
O1 C11 C12 C17 -4.2(5) . . . . ?
N1 C11 C12 C13 -3.5(5) . . . . ?
O1 C11 C12 C13 176.2(3) . . . . ?
C17 C12 C13 C14 -1.1(5) . . . . ?
C11 C12 C13 C14 178.5(3) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C13 C14 C15 C16 -0.2(5) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C14 C15 C16 C18 179.4(3) . . . . ?
C15 C16 C17 C12 -0.5(5) . . . . ?
C18 C16 C17 C12 -179.8(3) . . . . ?
C13 C12 C17 C16 1.0(5) . . . . ?
C11 C12 C17 C16 -178.6(3) . . . . ?
C20 N3 C18 C16 94.9(4) . . . . ?
N8 N3 C18 C16 -81.3(4) . . . . ?
C17 C16 C18 N3 -2.0(5) . . . . ?
C15 C16 C18 N3 178.6(3) . . . . ?
N3 N8 C19 N4 -0.2(4) . . . . ?
C20 N4 C19 N8 -0.4(4) . . . . ?
Cu1 N4 C19 N8 171.0(2) . . . . ?
C19 N4 C20 N3 0.8(4) . . . . ?
Cu1 N4 C20 N3 -170.9(2) . . . . ?
N8 N3 C20 N4 -0.9(4) . . . . ?
C18 N3 C20 N4 -177.4(3) . . . . ?
N2 C10 O1 C11 -0.4(4) . . . . ?
C8 C10 O1 C11 178.3(3) . . . . ?
N1 C11 O1 C10 0.3(4) . . . . ?
C12 C11 O1 C10 -179.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.066

data_4
_database_code_depnum_ccdc_archive 'CCDC 703041'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H32 Cd N18 O2 S2'
_chemical_formula_weight         997.38

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'
S S 0.1246 0.1234 '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                   8.184(3)
_cell_length_b                   12.132(5)
_cell_length_c                   12.476(5)
_cell_angle_alpha                111.198(6)
_cell_angle_beta                 93.700(7)
_cell_angle_gamma                102.697(7)
_cell_volume                     1112.5(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    936
_cell_measurement_theta_min      2.583
_cell_measurement_theta_max      19.421

_exptl_crystal_description       plan
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             506
_exptl_absorpt_coefficient_mu    0.644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7604
_exptl_absorpt_correction_T_max  0.9624
_exptl_absorpt_process_details   sadabs

_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  '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            5377
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0830
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.09
_reflns_number_total             3864
_reflns_number_gt                2996
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0464P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3864
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.0000 0.5000 0.0000 0.0441(2) Uani 1 2 d S . .
N1 N -0.0032(5) 0.5467(3) 0.2002(3) 0.0471(10) Uani 1 1 d . . .
N2 N -0.0844(5) 0.5849(3) 0.3676(3) 0.0412(10) Uani 1 1 d . . .
N3 N 0.0621(6) 0.5529(4) 0.3798(3) 0.0566(12) Uani 1 1 d . . .
N4 N 0.2773(6) 1.1575(4) 0.6790(3) 0.0557(12) Uani 1 1 d . . .
N5 N 0.3951(6) 1.2107(4) 0.6225(4) 0.0559(12) Uani 1 1 d . . .
N6 N 0.3741(5) 0.8544(3) 0.0833(3) 0.0425(10) Uani 1 1 d . . .
N7 N 0.2452(5) 0.8858(4) 0.0390(3) 0.0510(11) Uani 1 1 d . . .
N8 N 0.1596(6) 0.6962(4) 0.0369(3) 0.0507(11) Uani 1 1 d . . .
N9 N 0.2451(6) 0.4382(5) 0.0154(4) 0.0680(13) Uani 1 1 d . . .
C1 C 0.1209(7) 0.7874(5) 0.0128(4) 0.0534(14) Uani 1 1 d . . .
H1 H 0.0124 0.7810 -0.0204 0.064 Uiso 1 1 calc R . .
C2 C 0.3220(7) 0.7420(4) 0.0815(4) 0.0501(13) Uani 1 1 d . . .
H2 H 0.3897 0.7017 0.1077 0.060 Uiso 1 1 calc R . .
C3 C 0.5430(6) 0.9378(4) 0.1260(4) 0.0498(13) Uani 1 1 d . . .
H3A H 0.5812 0.9650 0.0655 0.060 Uiso 1 1 calc R . .
H3B H 0.6210 0.8945 0.1432 0.060 Uiso 1 1 calc R . .
C4 C 0.5469(6) 1.0481(4) 0.2341(4) 0.0413(11) Uani 1 1 d . . .
C5 C 0.4616(6) 1.0368(4) 0.3235(4) 0.0399(11) Uani 1 1 d . . .
H5 H 0.3935 0.9609 0.3147 0.048 Uiso 1 1 calc R . .
C6 C 0.4763(6) 1.1373(4) 0.4261(4) 0.0432(12) Uani 1 1 d . . .
C7 C 0.5801(6) 1.2503(4) 0.4401(5) 0.0531(14) Uani 1 1 d . . .
H7 H 0.5929 1.3178 0.5093 0.064 Uiso 1 1 calc R . .
C8 C 0.6637(7) 1.2617(5) 0.3510(5) 0.0616(16) Uani 1 1 d . . .
H8 H 0.7318 1.3376 0.3597 0.074 Uiso 1 1 calc R . .
C9 C 0.6476(6) 1.1621(5) 0.2490(5) 0.0538(14) Uani 1 1 d . . .
H9 H 0.7048 1.1714 0.1895 0.065 Uiso 1 1 calc R . .
C10 C 0.3852(6) 1.1269(4) 0.5197(4) 0.0441(12) Uani 1 1 d . . .
C11 C 0.2076(6) 1.0465(4) 0.6063(4) 0.0446(12) Uani 1 1 d . . .
C12 C 0.0806(6) 0.9529(4) 0.6244(4) 0.0424(12) Uani 1 1 d . . .
C13 C 0.0221(7) 0.9808(5) 0.7308(4) 0.0549(14) Uani 1 1 d . . .
H13 H 0.0589 1.0598 0.7876 0.066 Uiso 1 1 calc R . .
C14 C -0.0894(7) 0.8919(5) 0.7517(4) 0.0596(15) Uani 1 1 d . . .
H14 H -0.1255 0.9101 0.8239 0.071 Uiso 1 1 calc R . .
C15 C -0.1490(7) 0.7759(5) 0.6671(4) 0.0516(13) Uani 1 1 d . . .
H15 H -0.2252 0.7164 0.6825 0.062 Uiso 1 1 calc R . .
C16 C -0.0963(6) 0.7463(4) 0.5578(4) 0.0430(12) Uani 1 1 d . . .
C17 C 0.0201(6) 0.8362(4) 0.5378(4) 0.0428(12) Uani 1 1 d . . .
H17 H 0.0578 0.8183 0.4661 0.051 Uiso 1 1 calc R . .
C18 C -0.1749(7) 0.6211(4) 0.4667(4) 0.0502(13) Uani 1 1 d . . .
H18A H -0.1821 0.5619 0.5028 0.060 Uiso 1 1 calc R . .
H18B H -0.2897 0.6174 0.4379 0.060 Uiso 1 1 calc R . .
C19 C -0.1207(7) 0.5808(4) 0.2619(4) 0.0482(13) Uani 1 1 d . . .
H19 H -0.2156 0.5993 0.2347 0.058 Uiso 1 1 calc R . .
C20 C 0.1047(7) 0.5309(5) 0.2765(4) 0.0573(14) Uani 1 1 d . . .
H20 H 0.2023 0.5061 0.2569 0.069 Uiso 1 1 calc R . .
C21 C 0.3238(7) 0.3985(5) 0.0662(5) 0.0571(15) Uani 1 1 d . . .
O1 O 0.2691(4) 1.0199(3) 0.5032(2) 0.0415(8) Uani 1 1 d . . .
S1 S 0.4300(3) 0.3438(2) 0.14040(18) 0.1006(7) 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
Cd1 N9 2.310(5) 2_565 ?
Cd1 N9 2.310(6) . ?
Cd1 N8 2.312(4) . ?
Cd1 N8 2.312(4) 2_565 ?
Cd1 N1 2.356(4) . ?
Cd1 N1 2.356(4) 2_565 ?
N1 C19 1.315(6) . ?
N1 C20 1.349(6) . ?
N2 C19 1.314(6) . ?
N2 N3 1.355(5) . ?
N2 C18 1.462(5) . ?
N3 C20 1.306(6) . ?
N4 C11 1.294(6) . ?
N4 N5 1.410(6) . ?
N5 C10 1.300(6) . ?
N6 C2 1.327(6) . ?
N6 N7 1.348(5) . ?
N6 C3 1.456(6) . ?
N7 C1 1.307(6) . ?
N8 C2 1.320(6) . ?
N8 C1 1.340(6) . ?
N9 C21 1.164(7) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.510(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.386(6) . ?
C4 C9 1.386(6) . ?
C5 C6 1.387(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.388(6) . ?
C6 C10 1.454(6) . ?
C7 C8 1.376(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.376(7) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 O1 1.367(5) . ?
C11 O1 1.366(5) . ?
C11 C12 1.455(7) . ?
C12 C13 1.391(6) . ?
C12 C17 1.391(6) . ?
C13 C14 1.366(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.390(6) . ?
C16 C18 1.497(6) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 S1 1.627(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N9 Cd1 N9 180.00 2_565 . ?
N9 Cd1 N8 89.74(17) 2_565 . ?
N9 Cd1 N8 90.26(17) . . ?
N9 Cd1 N8 90.26(17) 2_565 2_565 ?
N9 Cd1 N8 89.74(17) . 2_565 ?
N8 Cd1 N8 180.00 . 2_565 ?
N9 Cd1 N1 90.65(16) 2_565 . ?
N9 Cd1 N1 89.35(16) . . ?
N8 Cd1 N1 91.45(13) . . ?
N8 Cd1 N1 88.55(13) 2_565 . ?
N9 Cd1 N1 89.35(16) 2_565 2_565 ?
N9 Cd1 N1 90.65(16) . 2_565 ?
N8 Cd1 N1 88.55(13) . 2_565 ?
N8 Cd1 N1 91.45(13) 2_565 2_565 ?
N1 Cd1 N1 180.00 . 2_565 ?
C19 N1 C20 102.8(4) . . ?
C19 N1 Cd1 128.5(3) . . ?
C20 N1 Cd1 128.3(3) . . ?
C19 N2 N3 110.6(4) . . ?
C19 N2 C18 129.4(5) . . ?
N3 N2 C18 119.9(4) . . ?
C20 N3 N2 101.6(4) . . ?
C11 N4 N5 106.3(4) . . ?
C10 N5 N4 106.3(4) . . ?
C2 N6 N7 110.4(4) . . ?
C2 N6 C3 127.8(5) . . ?
N7 N6 C3 121.8(4) . . ?
C1 N7 N6 101.6(4) . . ?
C2 N8 C1 102.5(4) . . ?
C2 N8 Cd1 126.2(4) . . ?
C1 N8 Cd1 131.1(4) . . ?
C21 N9 Cd1 145.2(4) . . ?
N7 C1 N8 115.7(5) . . ?
N7 C1 H1 122.1 . . ?
N8 C1 H1 122.1 . . ?
N8 C2 N6 109.7(5) . . ?
N8 C2 H2 125.1 . . ?
N6 C2 H2 125.1 . . ?
N6 C3 C4 112.2(4) . . ?
N6 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
N6 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 C9 118.6(4) . . ?
C5 C4 C3 121.4(4) . . ?
C9 C4 C3 119.8(4) . . ?
C4 C5 C6 121.0(4) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 119.6(5) . . ?
C5 C6 C10 121.4(4) . . ?
C7 C6 C10 119.0(4) . . ?
C8 C7 C6 119.5(5) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C9 120.8(5) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C4 120.6(5) . . ?
C8 C9 H9 119.7 . . ?
C4 C9 H9 119.7 . . ?
N5 C10 O1 112.1(4) . . ?
N5 C10 C6 127.9(5) . . ?
O1 C10 C6 120.0(4) . . ?
N4 C11 O1 112.4(4) . . ?
N4 C11 C12 127.7(4) . . ?
O1 C11 C12 119.9(4) . . ?
C13 C12 C17 120.1(5) . . ?
C13 C12 C11 119.1(4) . . ?
C17 C12 C11 120.8(4) . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 120.7(5) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 118.5(4) . . ?
C17 C16 C18 123.3(4) . . ?
C15 C16 C18 118.1(4) . . ?
C16 C17 C12 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
N2 C18 C16 115.0(4) . . ?
N2 C18 H18A 108.5 . . ?
C16 C18 H18A 108.5 . . ?
N2 C18 H18B 108.5 . . ?
C16 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
N2 C19 N1 109.9(5) . . ?
N2 C19 H19 125.0 . . ?
N1 C19 H19 125.0 . . ?
N3 C20 N1 115.0(5) . . ?
N3 C20 H20 122.5 . . ?
N1 C20 H20 122.5 . . ?
N9 C21 S1 178.2(5) . . ?
C11 O1 C10 102.9(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
N9 Cd1 N1 C19 6.4(4) 2_565 . . . ?
N9 Cd1 N1 C19 -173.6(4) . . . . ?
N8 Cd1 N1 C19 96.1(4) . . . . ?
N8 Cd1 N1 C19 -83.9(4) 2_565 . . . ?
N1 Cd1 N1 C19 -145(100) 2_565 . . . ?
N9 Cd1 N1 C20 177.5(4) 2_565 . . . ?
N9 Cd1 N1 C20 -2.5(4) . . . . ?
N8 Cd1 N1 C20 -92.7(4) . . . . ?
N8 Cd1 N1 C20 87.3(4) 2_565 . . . ?
N1 Cd1 N1 C20 26(100) 2_565 . . . ?
C19 N2 N3 C20 -0.1(5) . . . . ?
C18 N2 N3 C20 -178.3(4) . . . . ?
C11 N4 N5 C10 0.4(5) . . . . ?
C2 N6 N7 C1 0.0(5) . . . . ?
C3 N6 N7 C1 -179.7(4) . . . . ?
N9 Cd1 N8 C2 163.8(4) 2_565 . . . ?
N9 Cd1 N8 C2 -16.2(4) . . . . ?
N8 Cd1 N8 C2 -15(66) 2_565 . . . ?
N1 Cd1 N8 C2 73.2(4) . . . . ?
N1 Cd1 N8 C2 -106.8(4) 2_565 . . . ?
N9 Cd1 N8 C1 -21.6(4) 2_565 . . . ?
N9 Cd1 N8 C1 158.4(4) . . . . ?
N8 Cd1 N8 C1 160(66) 2_565 . . . ?
N1 Cd1 N8 C1 -112.3(4) . . . . ?
N1 Cd1 N8 C1 67.7(4) 2_565 . . . ?
N9 Cd1 N9 C21 -165(100) 2_565 . . . ?
N8 Cd1 N9 C21 118.9(8) . . . . ?
N8 Cd1 N9 C21 -61.1(8) 2_565 . . . ?
N1 Cd1 N9 C21 27.4(8) . . . . ?
N1 Cd1 N9 C21 -152.6(8) 2_565 . . . ?
N6 N7 C1 N8 0.1(6) . . . . ?
C2 N8 C1 N7 -0.1(6) . . . . ?
Cd1 N8 C1 N7 -175.6(3) . . . . ?
C1 N8 C2 N6 0.1(5) . . . . ?
Cd1 N8 C2 N6 175.9(3) . . . . ?
N7 N6 C2 N8 -0.1(5) . . . . ?
C3 N6 C2 N8 179.6(4) . . . . ?
C2 N6 C3 C4 -112.3(5) . . . . ?
N7 N6 C3 C4 67.3(5) . . . . ?
N6 C3 C4 C5 42.9(6) . . . . ?
N6 C3 C4 C9 -142.0(5) . . . . ?
C9 C4 C5 C6 0.0(7) . . . . ?
C3 C4 C5 C6 175.1(4) . . . . ?
C4 C5 C6 C7 -1.0(7) . . . . ?
C4 C5 C6 C10 179.0(4) . . . . ?
C5 C6 C7 C8 1.5(8) . . . . ?
C10 C6 C7 C8 -178.5(5) . . . . ?
C6 C7 C8 C9 -1.0(8) . . . . ?
C7 C8 C9 C4 -0.1(8) . . . . ?
C5 C4 C9 C8 0.6(8) . . . . ?
C3 C4 C9 C8 -174.6(5) . . . . ?
N4 N5 C10 O1 -0.4(5) . . . . ?
N4 N5 C10 C6 177.6(5) . . . . ?
C5 C6 C10 N5 175.4(5) . . . . ?
C7 C6 C10 N5 -4.6(8) . . . . ?
C5 C6 C10 O1 -6.8(7) . . . . ?
C7 C6 C10 O1 173.2(4) . . . . ?
N5 N4 C11 O1 -0.2(5) . . . . ?
N5 N4 C11 C12 178.3(5) . . . . ?
N4 C11 C12 C13 0.1(8) . . . . ?
O1 C11 C12 C13 178.6(4) . . . . ?
N4 C11 C12 C17 -178.7(5) . . . . ?
O1 C11 C12 C17 -0.2(7) . . . . ?
C17 C12 C13 C14 2.7(8) . . . . ?
C11 C12 C13 C14 -176.1(5) . . . . ?
C12 C13 C14 C15 -2.2(8) . . . . ?
C13 C14 C15 C16 0.2(8) . . . . ?
C14 C15 C16 C17 1.2(7) . . . . ?
C14 C15 C16 C18 -175.8(5) . . . . ?
C15 C16 C17 C12 -0.7(7) . . . . ?
C18 C16 C17 C12 176.2(5) . . . . ?
C13 C12 C17 C16 -1.3(7) . . . . ?
C11 C12 C17 C16 177.5(4) . . . . ?
C19 N2 C18 C16 -103.1(6) . . . . ?
N3 N2 C18 C16 74.7(5) . . . . ?
C17 C16 C18 N2 18.8(7) . . . . ?
C15 C16 C18 N2 -164.4(4) . . . . ?
N3 N2 C19 N1 0.0(5) . . . . ?
C18 N2 C19 N1 178.0(4) . . . . ?
C20 N1 C19 N2 0.1(5) . . . . ?
Cd1 N1 C19 N2 172.9(3) . . . . ?
N2 N3 C20 N1 0.1(6) . . . . ?
C19 N1 C20 N3 -0.1(6) . . . . ?
Cd1 N1 C20 N3 -173.0(3) . . . . ?
Cd1 N9 C21 S1 -12(19) . . . . ?
N4 C11 O1 C10 0.0(5) . . . . ?
C12 C11 O1 C10 -178.7(4) . . . . ?
N5 C10 O1 C11 0.3(5) . . . . ?
C6 C10 O1 C11 -177.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.079

data_5
_database_code_depnum_ccdc_archive 'CCDC 703042'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H16 Cd N10 O S2'
_chemical_formula_weight         612.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.915(2)
_cell_length_b                   11.385(3)
_cell_length_c                   11.494(3)
_cell_angle_alpha                82.080(3)
_cell_angle_beta                 81.354(3)
_cell_angle_gamma                72.722(3)
_cell_volume                     1218.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2992
_cell_measurement_theta_min      2.474
_cell_measurement_theta_max      27.406

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612
_exptl_absorpt_coefficient_mu    1.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5666
_exptl_absorpt_correction_T_max  0.7696
_exptl_absorpt_process_details   sadabs

_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  '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            5801
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.10
_reflns_number_total             4230
_reflns_number_gt                3809
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0405P)²+0.0805P] 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         4230
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0767
_refine_ls_wR_factor_gt          0.0745
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.74253(2) 0.97227(2) 0.598627(18) 0.03751(9) Uani 1 1 d . . .
N1 N 0.7541(3) 0.2908(2) 1.0799(2) 0.0488(7) Uani 1 1 d . . .
N2 N 0.8354(3) 0.3324(3) 1.1463(2) 0.0497(7) Uani 1 1 d . . .
N3 N 0.8371(2) 0.8950(2) 0.9720(2) 0.0376(6) Uani 1 1 d . . .
N4 N 0.7544(3) 0.9344(2) 0.8021(2) 0.0407(6) Uani 1 1 d . . .
N5 N 0.5611(3) 0.6554(2) 0.6140(2) 0.0396(6) Uani 1 1 d . . .
N6 N 0.6837(3) 0.7861(2) 0.6006(2) 0.0453(6) Uani 1 1 d . . .
N7 N 0.4977(3) 1.0575(3) 0.6435(2) 0.0499(7) Uani 1 1 d . . .
N8 N 0.9813(3) 0.8587(3) 0.5812(3) 0.0527(7) Uani 1 1 d . . .
N9 N 0.6928(3) 0.9294(2) 0.9978(2) 0.0446(6) Uani 1 1 d . . .
N10 N 0.6776(3) 0.6099(3) 0.5382(2) 0.0506(7) Uani 1 1 d . . .
C1 C 0.7084(3) 0.3799(3) 1.0014(3) 0.0392(7) Uani 1 1 d . . .
C2 C 0.6200(3) 0.3817(3) 0.9108(3) 0.0376(7) Uani 1 1 d . . .
C3 C 0.5703(3) 0.2797(3) 0.9091(3) 0.0480(8) Uani 1 1 d . . .
H3 H 0.5935 0.2123 0.9656 0.058 Uiso 1 1 calc R . .
C4 C 0.4870(4) 0.2785(3) 0.8240(3) 0.0521(9) Uani 1 1 d . . .
H4 H 0.4534 0.2105 0.8236 0.063 Uiso 1 1 calc R . .
C5 C 0.4530(3) 0.3770(3) 0.7397(3) 0.0453(8) Uani 1 1 d . . .
H5 H 0.3984 0.3745 0.6815 0.054 Uiso 1 1 calc R . .
C6 C 0.4996(3) 0.4806(3) 0.7406(3) 0.0386(7) Uani 1 1 d . . .
C7 C 0.5839(3) 0.4817(3) 0.8266(3) 0.0387(7) Uani 1 1 d . . .
H7 H 0.6164 0.5502 0.8276 0.046 Uiso 1 1 calc R . .
C8 C 0.4532(3) 0.5894(3) 0.6509(3) 0.0479(8) Uani 1 1 d . . .
H8A H 0.4318 0.5608 0.5820 0.057 Uiso 1 1 calc R . .
H8B H 0.3666 0.6462 0.6843 0.057 Uiso 1 1 calc R . .
C9 C 0.5672(3) 0.7580(3) 0.6499(3) 0.0454(8) Uani 1 1 d . . .
H9 H 0.4986 0.8045 0.7029 0.055 Uiso 1 1 calc R . .
C10 C 0.7461(4) 0.6934(3) 0.5324(3) 0.0498(8) Uani 1 1 d . . .
H10 H 0.8316 0.6887 0.4846 0.060 Uiso 1 1 calc R . .
C11 C 0.8304(3) 0.4442(3) 1.1026(3) 0.0400(7) Uani 1 1 d . . .
C12 C 0.8958(3) 0.5286(3) 1.1407(3) 0.0392(7) Uani 1 1 d . . .
C13 C 0.8799(3) 0.6476(3) 1.0846(3) 0.0391(7) Uani 1 1 d . . .
H13 H 0.8281 0.6735 1.0201 0.047 Uiso 1 1 calc R . .
C14 C 0.9405(3) 0.7277(3) 1.1237(3) 0.0389(7) Uani 1 1 d . . .
C15 C 0.9286(3) 0.8567(3) 1.0659(3) 0.0454(8) Uani 1 1 d . . .
H15A H 0.8925 0.9140 1.1260 0.054 Uiso 1 1 calc R . .
H15B H 1.0229 0.8623 1.0338 0.054 Uiso 1 1 calc R . .
C16 C 1.0173(3) 0.6871(3) 1.2203(3) 0.0500(8) Uani 1 1 d . . .
H16 H 1.0575 0.7404 1.2481 0.060 Uiso 1 1 calc R . .
C17 C 1.0347(4) 0.5699(4) 1.2752(3) 0.0554(9) Uani 1 1 d . . .
H17 H 1.0880 0.5442 1.3389 0.066 Uiso 1 1 calc R . .
C18 C 0.9746(3) 0.4897(3) 1.2375(3) 0.0503(8) Uani 1 1 d . . .
H18 H 0.9859 0.4104 1.2758 0.060 Uiso 1 1 calc R . .
C19 C 0.6495(3) 0.9516(3) 0.8924(3) 0.0430(7) Uani 1 1 d . . .
H19 H 0.5538 0.9772 0.8811 0.052 Uiso 1 1 calc R . .
C20 C 0.8707(3) 0.8982(3) 0.8558(3) 0.0414(7) Uani 1 1 d . . .
H20 H 0.9630 0.8778 0.8176 0.050 Uiso 1 1 calc R . .
C21 C 0.3874(3) 1.0425(3) 0.6433(3) 0.0402(7) Uani 1 1 d . . .
C22 C 1.0812(3) 0.8356(3) 0.5142(3) 0.0405(7) Uani 1 1 d . . .
O1 O 0.7520(2) 0.48088(18) 1.00941(17) 0.0378(5) Uani 1 1 d . . .
S1 S 1.22476(9) 0.80146(8) 0.41845(8) 0.0510(2) Uani 1 1 d . . .
S2 S 0.23298(9) 1.01661(9) 0.64297(7) 0.0506(2) 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
Cd1 N8 2.329(3) . ?
Cd1 N4 2.334(2) . ?
Cd1 N7 2.337(3) . ?
Cd1 N6 2.356(3) . ?
Cd1 S1 2.6678(10) 2_776 ?
Cd1 S2 2.7395(10) 2_676 ?
N1 C1 1.282(4) . ?
N1 N2 1.403(4) . ?
N2 C11 1.292(4) . ?
N3 C20 1.325(4) . ?
N3 N9 1.364(3) . ?
N3 C15 1.452(4) . ?
N4 C20 1.320(4) . ?
N4 C19 1.345(4) . ?
N5 C9 1.312(4) . ?
N5 N10 1.352(3) . ?
N5 C8 1.464(4) . ?
N6 C9 1.316(4) . ?
N6 C10 1.343(4) . ?
N7 C21 1.157(4) . ?
N8 C22 1.147(4) . ?
N9 C19 1.313(4) . ?
N10 C10 1.313(4) . ?
C1 O1 1.361(3) . ?
C1 C2 1.454(4) . ?
C2 C7 1.385(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.376(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(4) . ?
C6 C8 1.505(4) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 O1 1.363(4) . ?
C11 C12 1.452(4) . ?
C12 C13 1.392(4) . ?
C12 C18 1.401(4) . ?
C13 C14 1.383(4) . ?
C13 H13 0.9300 . ?
C14 C16 1.390(4) . ?
C14 C15 1.505(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.368(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 S2 1.643(3) . ?
C22 S1 1.646(3) . ?
S1 Cd1 2.6678(10) 2_776 ?
S2 Cd1 2.7395(10) 2_676 ?

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
N8 Cd1 N4 85.32(9) . . ?
N8 Cd1 N7 169.43(10) . . ?
N4 Cd1 N7 86.99(9) . . ?
N8 Cd1 N6 88.24(10) . . ?
N4 Cd1 N6 89.91(9) . . ?
N7 Cd1 N6 84.50(10) . . ?
N8 Cd1 S1 98.81(7) . 2_776 ?
N4 Cd1 S1 94.88(7) . 2_776 ?
N7 Cd1 S1 89.06(7) . 2_776 ?
N6 Cd1 S1 171.76(7) . 2_776 ?
N8 Cd1 S2 85.88(7) . 2_676 ?
N4 Cd1 S2 170.55(6) . 2_676 ?
N7 Cd1 S2 101.27(7) . 2_676 ?
N6 Cd1 S2 86.37(7) . 2_676 ?
S1 Cd1 S2 89.87(3) 2_776 2_676 ?
C1 N1 N2 106.4(3) . . ?
C11 N2 N1 106.4(3) . . ?
C20 N3 N9 109.6(2) . . ?
C20 N3 C15 129.8(3) . . ?
N9 N3 C15 120.6(2) . . ?
C20 N4 C19 103.2(3) . . ?
C20 N4 Cd1 126.7(2) . . ?
C19 N4 Cd1 130.0(2) . . ?
C9 N5 N10 110.1(2) . . ?
C9 N5 C8 128.2(3) . . ?
N10 N5 C8 121.5(3) . . ?
C9 N6 C10 102.3(3) . . ?
C9 N6 Cd1 128.4(2) . . ?
C10 N6 Cd1 128.0(2) . . ?
C21 N7 Cd1 144.4(3) . . ?
C22 N8 Cd1 142.3(3) . . ?
C19 N9 N3 102.3(2) . . ?
C10 N10 N5 101.7(3) . . ?
N1 C1 O1 112.5(3) . . ?
N1 C1 C2 127.4(3) . . ?
O1 C1 C2 120.1(3) . . ?
C7 C2 C3 119.4(3) . . ?
C7 C2 C1 121.9(3) . . ?
C3 C2 C1 118.7(3) . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.0(3) . . ?
C5 C6 C8 118.8(3) . . ?
C7 C6 C8 122.2(3) . . ?
C2 C7 C6 120.6(3) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
N5 C8 C6 112.7(3) . . ?
N5 C8 H8A 109.0 . . ?
C6 C8 H8A 109.0 . . ?
N5 C8 H8B 109.0 . . ?
C6 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N5 C9 N6 110.6(3) . . ?
N5 C9 H9 124.7 . . ?
N6 C9 H9 124.7 . . ?
N10 C10 N6 115.1(3) . . ?
N10 C10 H10 122.4 . . ?
N6 C10 H10 122.4 . . ?
N2 C11 O1 112.0(3) . . ?
N2 C11 C12 128.2(3) . . ?
O1 C11 C12 119.9(3) . . ?
C13 C12 C18 119.5(3) . . ?
C13 C12 C11 121.5(3) . . ?
C18 C12 C11 119.0(3) . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C16 118.7(3) . . ?
C13 C14 C15 123.2(3) . . ?
C16 C14 C15 118.1(3) . . ?
N3 C15 C14 114.5(3) . . ?
N3 C15 H15A 108.6 . . ?
C14 C15 H15A 108.6 . . ?
N3 C15 H15B 108.6 . . ?
C14 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C17 C16 C14 121.0(3) . . ?
C17 C16 H16 119.5 . . ?
C14 C16 H16 119.5 . . ?
C16 C17 C18 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C12 119.2(3) . . ?
C17 C18 H18 120.4 . . ?
C12 C18 H18 120.4 . . ?
N9 C19 N4 114.7(3) . . ?
N9 C19 H19 122.6 . . ?
N4 C19 H19 122.6 . . ?
N4 C20 N3 110.2(3) . . ?
N4 C20 H20 124.9 . . ?
N3 C20 H20 124.9 . . ?
N7 C21 S2 178.3(3) . . ?
N8 C22 S1 179.7(4) . . ?
C1 O1 C11 102.8(2) . . ?
C22 S1 Cd1 93.32(11) . 2_776 ?
C21 S2 Cd1 93.48(10) . 2_676 ?

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
C1 N1 N2 C11 0.7(3) . . . . ?
N8 Cd1 N4 C20 17.4(3) . . . . ?
N7 Cd1 N4 C20 -169.8(3) . . . . ?
N6 Cd1 N4 C20 105.7(3) . . . . ?
S1 Cd1 N4 C20 -81.0(3) 2_776 . . . ?
S2 Cd1 N4 C20 39.0(6) 2_676 . . . ?
N8 Cd1 N4 C19 -167.9(3) . . . . ?
N7 Cd1 N4 C19 4.8(3) . . . . ?
N6 Cd1 N4 C19 -79.7(3) . . . . ?
S1 Cd1 N4 C19 93.6(3) 2_776 . . . ?
S2 Cd1 N4 C19 -146.4(3) 2_676 . . . ?
N8 Cd1 N6 C9 152.6(3) . . . . ?
N4 Cd1 N6 C9 67.3(3) . . . . ?
N7 Cd1 N6 C9 -19.7(3) . . . . ?
S1 Cd1 N6 C9 -58.4(6) 2_776 . . . ?
S2 Cd1 N6 C9 -121.4(3) 2_676 . . . ?
N8 Cd1 N6 C10 -42.5(3) . . . . ?
N4 Cd1 N6 C10 -127.8(3) . . . . ?
N7 Cd1 N6 C10 145.2(3) . . . . ?
S1 Cd1 N6 C10 106.5(5) 2_776 . . . ?
S2 Cd1 N6 C10 43.5(3) 2_676 . . . ?
N8 Cd1 N7 C21 -64.6(7) . . . . ?
N4 Cd1 N7 C21 -107.9(4) . . . . ?
N6 Cd1 N7 C21 -17.7(4) . . . . ?
S1 Cd1 N7 C21 157.1(4) 2_776 . . . ?
S2 Cd1 N7 C21 67.4(4) 2_676 . . . ?
N4 Cd1 N8 C22 -166.5(4) . . . . ?
N7 Cd1 N8 C22 150.0(5) . . . . ?
N6 Cd1 N8 C22 103.4(4) . . . . ?
S1 Cd1 N8 C22 -72.3(4) 2_776 . . . ?
S2 Cd1 N8 C22 16.9(4) 2_676 . . . ?
C20 N3 N9 C19 -0.2(3) . . . . ?
C15 N3 N9 C19 -177.4(3) . . . . ?
C9 N5 N10 C10 -1.3(3) . . . . ?
C8 N5 N10 C10 -178.0(3) . . . . ?
N2 N1 C1 O1 -0.4(3) . . . . ?
N2 N1 C1 C2 179.6(3) . . . . ?
N1 C1 C2 C7 -176.4(3) . . . . ?
O1 C1 C2 C7 3.6(4) . . . . ?
N1 C1 C2 C3 3.7(5) . . . . ?
O1 C1 C2 C3 -176.4(3) . . . . ?
C7 C2 C3 C4 0.4(5) . . . . ?
C1 C2 C3 C4 -179.7(3) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C3 C4 C5 C6 -1.5(5) . . . . ?
C4 C5 C6 C7 1.5(5) . . . . ?
C4 C5 C6 C8 -176.6(3) . . . . ?
C3 C2 C7 C6 -0.3(4) . . . . ?
C1 C2 C7 C6 179.7(3) . . . . ?
C5 C6 C7 C2 -0.6(4) . . . . ?
C8 C6 C7 C2 177.4(3) . . . . ?
C9 N5 C8 C6 -100.1(4) . . . . ?
N10 N5 C8 C6 76.1(4) . . . . ?
C5 C6 C8 N5 -147.0(3) . . . . ?
C7 C6 C8 N5 35.0(4) . . . . ?
N10 N5 C9 N6 0.6(4) . . . . ?
C8 N5 C9 N6 177.1(3) . . . . ?
C10 N6 C9 N5 0.3(4) . . . . ?
Cd1 N6 C9 N5 168.2(2) . . . . ?
N5 N10 C10 N6 1.5(4) . . . . ?
C9 N6 C10 N10 -1.2(4) . . . . ?
Cd1 N6 C10 N10 -169.1(2) . . . . ?
N1 N2 C11 O1 -0.8(3) . . . . ?
N1 N2 C11 C12 179.2(3) . . . . ?
N2 C11 C12 C13 -179.6(3) . . . . ?
O1 C11 C12 C13 0.4(4) . . . . ?
N2 C11 C12 C18 -0.7(5) . . . . ?
O1 C11 C12 C18 179.3(3) . . . . ?
C18 C12 C13 C14 -0.3(4) . . . . ?
C11 C12 C13 C14 178.6(3) . . . . ?
C12 C13 C14 C16 -0.1(4) . . . . ?
C12 C13 C14 C15 179.2(3) . . . . ?
C20 N3 C15 C14 -99.6(4) . . . . ?
N9 N3 C15 C14 77.0(3) . . . . ?
C13 C14 C15 N3 5.4(4) . . . . ?
C16 C14 C15 N3 -175.3(3) . . . . ?
C13 C14 C16 C17 0.8(5) . . . . ?
C15 C14 C16 C17 -178.6(3) . . . . ?
C14 C16 C17 C18 -1.1(5) . . . . ?
C16 C17 C18 C12 0.7(5) . . . . ?
C13 C12 C18 C17 0.0(5) . . . . ?
C11 C12 C18 C17 -178.9(3) . . . . ?
N3 N9 C19 N4 -0.2(4) . . . . ?
C20 N4 C19 N9 0.5(4) . . . . ?
Cd1 N4 C19 N9 -175.1(2) . . . . ?
C19 N4 C20 N3 -0.6(3) . . . . ?
Cd1 N4 C20 N3 175.22(19) . . . . ?
N9 N3 C20 N4 0.5(3) . . . . ?
C15 N3 C20 N4 177.4(3) . . . . ?
Cd1 N7 C21 S2 23(10) . . . . ?
Cd1 N8 C22 S1 -147(100) . . . . ?
N1 C1 O1 C11 -0.1(3) . . . . ?
C2 C1 O1 C11 179.9(3) . . . . ?
N2 C11 O1 C1 0.6(3) . . . . ?
C12 C11 O1 C1 -179.4(3) . . . . ?
N8 C22 S1 Cd1 -142(68) . . . 2_776 ?
N7 C21 S2 Cd1 -89(10) . . . 2_676 ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.066

data_60928cm
_database_code_depnum_ccdc_archive 'CCDC 703043'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H36 Co N18 O10'
_chemical_formula_weight         987.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/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                   23.327(5)
_cell_length_b                   9.0863(19)
_cell_length_c                   21.994(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.821(3)
_cell_angle_gamma                90.00
_cell_volume                     4264.7(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1359
_cell_measurement_theta_min      2.436
_cell_measurement_theta_max      20.415

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2036
_exptl_absorpt_coefficient_mu    0.485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7662
_exptl_absorpt_correction_T_max  0.9396
_exptl_absorpt_process_details   sadabs

_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  '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            10388
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_sigmaI/netI    0.0850
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3785
_reflns_number_gt                2583
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0597P)²+1.1151P] 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         3785
_refine_ls_number_parameters     340
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0691
_refine_ls_wR_factor_ref         0.1451
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.86951(18) 0.4434(6) 0.73971(19) 0.0413(12) Uani 1 1 d . . .
H1 H 0.8857 0.5383 0.7487 0.050 Uiso 1 1 calc R . .
H2B H 0.9411 0.1368 0.6573 0.062 Uiso 1 1 d RD . .
C2 C 0.86481(19) 0.2154(5) 0.72386(18) 0.0351(11) Uani 1 1 d . . .
H2 H 0.8744 0.1179 0.7190 0.042 Uiso 1 1 calc R . .
C3 C 0.7513(2) 0.1809(6) 0.7014(2) 0.0457(13) Uani 1 1 d . . .
H3A H 0.7305 0.2131 0.7294 0.055 Uiso 1 1 calc R . .
H3B H 0.7611 0.0772 0.7102 0.055 Uiso 1 1 calc R . .
C4 C 0.70715(18) 0.1998(5) 0.62954(19) 0.0330(11) Uani 1 1 d . . .
C5 C 0.65161(19) 0.1224(6) 0.6074(2) 0.0420(12) Uani 1 1 d . . .
H5 H 0.6429 0.0616 0.6366 0.050 Uiso 1 1 calc R . .
C6 C 0.6089(2) 0.1345(6) 0.5424(2) 0.0476(14) Uani 1 1 d . . .
H6 H 0.5717 0.0812 0.5279 0.057 Uiso 1 1 calc R . .
C7 C 0.62088(19) 0.2239(5) 0.4994(2) 0.0416(12) Uani 1 1 d . . .
H7 H 0.5919 0.2314 0.4555 0.050 Uiso 1 1 calc R . .
C8 C 0.67614(18) 0.3041(5) 0.52044(18) 0.0299(10) Uani 1 1 d . . .
C9 C 0.71948(17) 0.2901(5) 0.58637(18) 0.0288(10) Uani 1 1 d . . .
H9 H 0.7569 0.3424 0.6010 0.035 Uiso 1 1 calc R . .
C10 C 0.68733(17) 0.4019(5) 0.47537(19) 0.0296(10) Uani 1 1 d . . .
C11 C 0.73305(19) 0.5646(5) 0.44033(19) 0.0323(11) Uani 1 1 d . . .
C12 C 0.78142(19) 0.6676(5) 0.44354(19) 0.0330(10) Uani 1 1 d . . .
C13 C 0.7753(2) 0.7488(5) 0.3879(2) 0.0406(12) Uani 1 1 d . . .
H13 H 0.7396 0.7388 0.3488 0.049 Uiso 1 1 calc R . .
C14 C 0.8221(2) 0.8443(5) 0.3906(2) 0.0448(13) Uani 1 1 d . . .
H14 H 0.8179 0.8979 0.3530 0.054 Uiso 1 1 calc R . .
C15 C 0.8754(2) 0.8613(5) 0.4488(2) 0.0433(12) Uani 1 1 d . . .
H15 H 0.9071 0.9249 0.4499 0.052 Uiso 1 1 calc R . .
C16 C 0.8817(2) 0.7839(5) 0.5054(2) 0.0351(11) Uani 1 1 d . . .
C17 C 0.83489(19) 0.6877(5) 0.5026(2) 0.0365(11) Uani 1 1 d . . .
H17 H 0.8389 0.6355 0.5404 0.044 Uiso 1 1 calc R . .
C18 C 0.9379(2) 0.8081(5) 0.5703(2) 0.0439(12) Uani 1 1 d . . .
H18A H 0.9708 0.8564 0.5614 0.053 Uiso 1 1 calc R . .
H18B H 0.9261 0.8727 0.5984 0.053 Uiso 1 1 calc R . .
C19 C 0.95984(18) 0.6199(5) 0.66075(19) 0.0329(11) Uani 1 1 d . . .
H19 H 0.9430 0.6709 0.6863 0.040 Uiso 1 1 calc R . .
C20 C 1.00196(17) 0.4635(5) 0.6234(2) 0.0341(11) Uani 1 1 d . . .
H20 H 1.0214 0.3769 0.6193 0.041 Uiso 1 1 calc R . .
Co1 Co 1.0000 0.32751(9) 0.7500 0.0300(3) Uani 1 2 d S . .
N1 N 0.98486(14) 0.4874(4) 0.67484(15) 0.0306(9) Uani 1 1 d . . .
N2 N 0.98936(15) 0.5696(4) 0.58049(16) 0.0349(9) Uani 1 1 d . . .
N3 N 0.96198(15) 0.6704(4) 0.60542(16) 0.0334(9) Uani 1 1 d . . .
N4 N 0.68132(16) 0.5334(4) 0.39008(16) 0.0389(10) Uani 1 1 d . . .
N5 N 0.65128(15) 0.4269(4) 0.41258(15) 0.0358(9) Uani 1 1 d . . .
N6 N 0.80930(16) 0.2628(5) 0.71914(15) 0.0377(9) Uani 1 1 d . . .
N7 N 0.81112(16) 0.4120(5) 0.72924(16) 0.0431(10) Uani 1 1 d . . .
N8 N 0.90431(15) 0.3257(4) 0.73630(15) 0.0344(9) Uani 1 1 d . . .
N9 N 0.59336(19) 0.3769(5) 0.7096(2) 0.0448(11) Uani 0.370(14) 1 d PD A 1
N9' N 0.59336(19) 0.3769(5) 0.7096(2) 0.0448(11) Uani 0.630(14) 1 d PD A 2
O1 O 0.73986(12) 0.4855(3) 0.49546(12) 0.0296(7) Uani 1 1 d . . .
O2 O 0.97937(12) 0.1596(3) 0.67637(13) 0.0439(8) Uani 1 1 d D . .
H2A H 1.0050 0.0928 0.6906 0.066 Uiso 1 1 d RD . .
O3 O 0.6520(4) 0.3688(18) 0.7243(5) 0.057(5) Uani 0.370(14) 1 d PD A 1
O4 O 0.5654(7) 0.299(2) 0.7290(6) 0.090(8) Uani 0.370(14) 1 d PD A 1
O5 O 0.5673(5) 0.4729(17) 0.6668(6) 0.052(4) Uani 0.370(14) 1 d PD A 1
O3' O 0.6241(4) 0.2667(9) 0.7376(3) 0.075(3) Uani 0.630(14) 1 d PD A 2
O4' O 0.5487(3) 0.4080(10) 0.7278(3) 0.051(2) Uani 0.630(14) 1 d PD A 2
O5' O 0.5997(8) 0.4602(13) 0.6704(7) 0.137(6) Uani 0.630(14) 1 d PD A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N7 1.318(5) . ?
C1 N8 1.363(5) . ?
C1 H1 0.9300 . ?
C2 N8 1.313(5) . ?
C2 N6 1.328(5) . ?
C2 H2 0.9300 . ?
C3 N6 1.453(5) . ?
C3 C4 1.508(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.370(5) . ?
C4 C5 1.379(6) . ?
C5 C6 1.378(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.359(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.387(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.399(5) . ?
C8 C10 1.431(6) . ?
C9 H9 0.9300 . ?
C10 N5 1.315(5) . ?
C10 O1 1.355(4) . ?
C11 N4 1.297(5) . ?
C11 O1 1.362(4) . ?
C11 C12 1.446(6) . ?
C12 C13 1.386(6) . ?
C12 C17 1.402(5) . ?
C13 C14 1.377(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(6) . ?
C16 C18 1.515(6) . ?
C17 H17 0.9300 . ?
C18 N3 1.458(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N1 1.319(5) . ?
C19 N3 1.320(5) . ?
C19 H19 0.9300 . ?
C20 N2 1.297(5) . ?
C20 N1 1.360(5) . ?
C20 H20 0.9300 . ?
Co1 N1 2.121(3) 2_756 ?
Co1 N1 2.121(3) . ?
Co1 N8 2.129(3) . ?
Co1 N8 2.129(3) 2_756 ?
Co1 O2 2.133(3) . ?
Co1 O2 2.133(3) 2_756 ?
N2 N3 1.353(5) . ?
N4 N5 1.397(5) . ?
N6 N7 1.371(5) . ?
N9 O4 1.154(10) . ?
N9 O5 1.247(12) . ?
N9 O3 1.275(9) . ?
O2 H2B 0.8436 . ?
O2 H2A 0.8200 . ?

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
N7 C1 N8 114.6(4) . . ?
N7 C1 H1 122.7 . . ?
N8 C1 H1 122.7 . . ?
N8 C2 N6 110.4(4) . . ?
N8 C2 H2 124.8 . . ?
N6 C2 H2 124.8 . . ?
N6 C3 C4 113.0(4) . . ?
N6 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
N6 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C9 C4 C5 119.4(4) . . ?
C9 C4 C3 123.3(4) . . ?
C5 C4 C3 117.3(4) . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 120.4(4) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C7 C8 C9 118.9(4) . . ?
C7 C8 C10 119.9(3) . . ?
C9 C8 C10 121.1(4) . . ?
C4 C9 C8 120.4(4) . . ?
C4 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
N5 C10 O1 110.9(4) . . ?
N5 C10 C8 128.1(4) . . ?
O1 C10 C8 121.1(3) . . ?
N4 C11 O1 112.2(4) . . ?
N4 C11 C12 128.5(4) . . ?
O1 C11 C12 119.3(3) . . ?
C13 C12 C17 118.9(4) . . ?
C13 C12 C11 120.1(4) . . ?
C17 C12 C11 121.0(4) . . ?
C14 C13 C12 120.1(4) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.2(4) . . ?
C17 C16 C18 120.1(4) . . ?
C15 C16 C18 120.7(4) . . ?
C16 C17 C12 121.0(4) . . ?
C16 C17 H17 119.5 . . ?
C12 C17 H17 119.5 . . ?
N3 C18 C16 112.1(3) . . ?
N3 C18 H18A 109.2 . . ?
C16 C18 H18A 109.2 . . ?
N3 C18 H18B 109.2 . . ?
C16 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
N1 C19 N3 110.9(4) . . ?
N1 C19 H19 124.6 . . ?
N3 C19 H19 124.6 . . ?
N2 C20 N1 115.5(4) . . ?
N2 C20 H20 122.3 . . ?
N1 C20 H20 122.3 . . ?
N1 Co1 N1 93.50(18) 2_756 . ?
N1 Co1 N8 87.18(13) 2_756 . ?
N1 Co1 N8 93.44(13) . . ?
N1 Co1 N8 93.44(13) 2_756 2_756 ?
N1 Co1 N8 87.18(13) . 2_756 ?
N8 Co1 N8 179.1(2) . 2_756 ?
N1 Co1 O2 175.65(12) 2_756 . ?
N1 Co1 O2 89.01(12) . . ?
N8 Co1 O2 89.13(12) . . ?
N8 Co1 O2 90.23(12) 2_756 . ?
N1 Co1 O2 89.01(12) 2_756 2_756 ?
N1 Co1 O2 175.65(12) . 2_756 ?
N8 Co1 O2 90.23(12) . 2_756 ?
N8 Co1 O2 89.13(12) 2_756 2_756 ?
O2 Co1 O2 88.72(16) . 2_756 ?
C19 N1 C20 101.6(4) . . ?
C19 N1 Co1 136.6(3) . . ?
C20 N1 Co1 121.8(3) . . ?
C20 N2 N3 102.3(3) . . ?
C19 N3 N2 109.7(4) . . ?
C19 N3 C18 129.5(4) . . ?
N2 N3 C18 120.7(4) . . ?
C11 N4 N5 106.1(3) . . ?
C10 N5 N4 107.0(3) . . ?
C2 N6 N7 110.0(4) . . ?
C2 N6 C3 128.9(4) . . ?
N7 N6 C3 121.0(4) . . ?
C1 N7 N6 101.8(4) . . ?
C2 N8 C1 103.1(4) . . ?
C2 N8 Co1 130.0(3) . . ?
C1 N8 Co1 126.8(3) . . ?
O4 N9 O5 122.2(11) . . ?
O4 N9 O3 125.4(11) . . ?
O5 N9 O3 112.1(9) . . ?
C10 O1 C11 103.9(3) . . ?
Co1 O2 H2B 114.9 . . ?
Co1 O2 H2A 109.5 . . ?
H2B O2 H2A 117.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N6 C3 C4 C9 -2.7(7) . . . . ?
N6 C3 C4 C5 177.9(4) . . . . ?
C9 C4 C5 C6 0.5(7) . . . . ?
C3 C4 C5 C6 179.9(4) . . . . ?
C4 C5 C6 C7 -0.5(8) . . . . ?
C5 C6 C7 C8 -0.1(8) . . . . ?
C6 C7 C8 C9 0.7(7) . . . . ?
C6 C7 C8 C10 -177.8(4) . . . . ?
C5 C4 C9 C8 0.1(7) . . . . ?
C3 C4 C9 C8 -179.2(4) . . . . ?
C7 C8 C9 C4 -0.7(6) . . . . ?
C10 C8 C9 C4 177.8(4) . . . . ?
C7 C8 C10 N5 -1.4(7) . . . . ?
C9 C8 C10 N5 -179.8(4) . . . . ?
C7 C8 C10 O1 177.5(4) . . . . ?
C9 C8 C10 O1 -1.0(6) . . . . ?
N4 C11 C12 C13 0.4(7) . . . . ?
O1 C11 C12 C13 179.9(4) . . . . ?
N4 C11 C12 C17 -179.9(4) . . . . ?
O1 C11 C12 C17 -0.4(6) . . . . ?
C17 C12 C13 C14 1.8(7) . . . . ?
C11 C12 C13 C14 -178.5(4) . . . . ?
C12 C13 C14 C15 -0.5(7) . . . . ?
C13 C14 C15 C16 -1.1(7) . . . . ?
C14 C15 C16 C17 1.3(7) . . . . ?
C14 C15 C16 C18 -176.4(4) . . . . ?
C15 C16 C17 C12 0.0(7) . . . . ?
C18 C16 C17 C12 177.7(4) . . . . ?
C13 C12 C17 C16 -1.6(7) . . . . ?
C11 C12 C17 C16 178.7(4) . . . . ?
C17 C16 C18 N3 43.6(6) . . . . ?
C15 C16 C18 N3 -138.7(4) . . . . ?
N3 C19 N1 C20 0.0(4) . . . . ?
N3 C19 N1 Co1 -179.0(3) . . . . ?
N2 C20 N1 C19 0.0(4) . . . . ?
N2 C20 N1 Co1 179.2(3) . . . . ?
N1 Co1 N1 C19 -34.0(3) 2_756 . . . ?
N8 Co1 N1 C19 53.4(4) . . . . ?
N8 Co1 N1 C19 -127.3(4) 2_756 . . . ?
O2 Co1 N1 C19 142.4(4) . . . . ?
O2 Co1 N1 C19 -159.1(14) 2_756 . . . ?
N1 Co1 N1 C20 147.2(3) 2_756 . . . ?
N8 Co1 N1 C20 -125.5(3) . . . . ?
N8 Co1 N1 C20 53.9(3) 2_756 . . . ?
O2 Co1 N1 C20 -36.4(3) . . . . ?
O2 Co1 N1 C20 22.1(17) 2_756 . . . ?
N1 C20 N2 N3 0.0(4) . . . . ?
N1 C19 N3 N2 0.0(4) . . . . ?
N1 C19 N3 C18 177.5(4) . . . . ?
C20 N2 N3 C19 0.0(4) . . . . ?
C20 N2 N3 C18 -177.7(3) . . . . ?
C16 C18 N3 C19 -109.5(5) . . . . ?
C16 C18 N3 N2 67.8(5) . . . . ?
O1 C11 N4 N5 0.1(5) . . . . ?
C12 C11 N4 N5 179.6(4) . . . . ?
O1 C10 N5 N4 -0.4(5) . . . . ?
C8 C10 N5 N4 178.5(4) . . . . ?
C11 N4 N5 C10 0.2(5) . . . . ?
N8 C2 N6 N7 -0.4(4) . . . . ?
N8 C2 N6 C3 175.2(3) . . . . ?
C4 C3 N6 C2 -98.4(5) . . . . ?
C4 C3 N6 N7 76.8(5) . . . . ?
N8 C1 N7 N6 0.6(5) . . . . ?
C2 N6 N7 C1 -0.1(4) . . . . ?
C3 N6 N7 C1 -176.2(3) . . . . ?
N6 C2 N8 C1 0.7(4) . . . . ?
N6 C2 N8 Co1 179.8(2) . . . . ?
N7 C1 N8 C2 -0.9(5) . . . . ?
N7 C1 N8 Co1 -180.0(2) . . . . ?
N1 Co1 N8 C2 -141.5(3) 2_756 . . . ?
N1 Co1 N8 C2 125.1(3) . . . . ?
N8 Co1 N8 C2 -8.2(3) 2_756 . . . ?
O2 Co1 N8 C2 36.2(3) . . . . ?
O2 Co1 N8 C2 -52.5(3) 2_756 . . . ?
N1 Co1 N8 C1 37.3(3) 2_756 . . . ?
N1 Co1 N8 C1 -56.0(3) . . . . ?
N8 Co1 N8 C1 170.7(3) 2_756 . . . ?
O2 Co1 N8 C1 -145.0(3) . . . . ?
O2 Co1 N8 C1 126.3(3) 2_756 . . . ?
N5 C10 O1 C11 0.4(4) . . . . ?
C8 C10 O1 C11 -178.6(4) . . . . ?
N4 C11 O1 C10 -0.3(5) . . . . ?
C12 C11 O1 C10 -179.9(4) . . . . ?

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
O2 H2B N5 0.84 2.16 2.986(4) 165.9 7_656

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.068

data_60926cm
_database_code_depnum_ccdc_archive 'CCDC 703044'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H40 Cl2 Co N16 O3'
_chemical_formula_weight         970.75

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'
Cl Cl 0.1484 0.1585 '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                   9.215(2)
_cell_length_b                   10.272(2)
_cell_length_c                   12.167(3)
_cell_angle_alpha                91.563(3)
_cell_angle_beta                 104.441(3)
_cell_angle_gamma                90.913(3)
_cell_volume                     1114.6(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1380
_cell_measurement_theta_min      2.501
_cell_measurement_theta_max      25.445

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             501
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7929
_exptl_absorpt_correction_T_max  0.9352
_exptl_absorpt_process_details   sadabs

_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  '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            5693
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0643
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3907
_reflns_number_gt                3128
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. the C-C bonds of the half
disorder THF were refined in 1.48-1.52Å distance restraint, and C-O bonds
ware refined in 1.36-1.42Å distance restraint.In total four geometric
restraints (DFIX) were used in modeling the disorder.
;

_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)+(0.0514P)²+0.4409P] 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         3907
_refine_ls_number_parameters     322
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1186
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.034
_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 1.0000 1.0000 0.5000 0.01896(18) Uani 1 2 d S . .
N1 N 0.5263(3) 1.0283(2) 0.3392(2) 0.0221(6) Uani 1 1 d . . .
N2 N 0.5151(3) 0.9115(2) 0.3874(2) 0.0267(6) Uani 1 1 d . . .
N3 N 0.7574(3) 0.9834(2) 0.4262(2) 0.0218(6) Uani 1 1 d . . .
N4 N 0.4135(3) 0.7275(2) -0.1484(2) 0.0276(6) Uani 1 1 d . . .
N5 N 0.5213(3) 0.6295(3) -0.1434(2) 0.0299(7) Uani 1 1 d . . .
N6 N 1.0218(3) 0.6232(2) 0.3412(2) 0.0269(6) Uani 1 1 d . . .
N7 N 1.1253(3) 0.6845(3) 0.2970(3) 0.0451(9) Uani 1 1 d . . .
N8 N 1.0364(3) 0.8235(2) 0.4101(2) 0.0251(6) Uani 1 1 d . . .
C1 C 0.6571(4) 0.8901(3) 0.4390(3) 0.0251(7) Uani 1 1 d . . .
H1 H 0.6859 0.8163 0.4810 0.030 Uiso 1 1 calc R . .
C2 C 0.6697(3) 1.0687(3) 0.3626(3) 0.0217(7) Uani 1 1 d . . .
H2 H 0.7033 1.1458 0.3379 0.026 Uiso 1 1 calc R . .
C3 C 0.3920(3) 1.0887(3) 0.2711(3) 0.0236(7) Uani 1 1 d . . .
H3A H 0.4125 1.1812 0.2675 0.028 Uiso 1 1 calc R . .
H3B H 0.3116 1.0789 0.3089 0.028 Uiso 1 1 calc R . .
C4 C 0.3392(3) 1.0316(3) 0.1504(3) 0.0213(7) Uani 1 1 d . . .
C5 C 0.2174(4) 1.0873(3) 0.0761(3) 0.0291(8) Uani 1 1 d . . .
H5 H 0.1688 1.1559 0.1022 0.035 Uiso 1 1 calc R . .
C6 C 0.1673(4) 1.0423(3) -0.0361(3) 0.0320(8) Uani 1 1 d . . .
H6 H 0.0867 1.0814 -0.0845 0.038 Uiso 1 1 calc R . .
C7 C 0.2372(3) 0.9396(3) -0.0757(3) 0.0273(8) Uani 1 1 d . . .
H7 H 0.2039 0.9089 -0.1506 0.033 Uiso 1 1 calc R . .
C8 C 0.3583(3) 0.8827(3) -0.0022(3) 0.0209(7) Uani 1 1 d . . .
C9 C 0.4091(3) 0.9282(3) 0.1104(3) 0.0220(7) Uani 1 1 d . . .
H9 H 0.4899 0.8891 0.1587 0.026 Uiso 1 1 calc R . .
C10 C 0.4348(3) 0.7752(3) -0.0452(3) 0.0223(7) Uani 1 1 d . . .
C11 C 0.5968(4) 0.6270(3) -0.0388(3) 0.0241(7) Uani 1 1 d . . .
C12 C 0.7197(4) 0.5417(3) 0.0137(3) 0.0241(7) Uani 1 1 d . . .
C13 C 0.7678(4) 0.4457(3) -0.0526(3) 0.0289(8) Uani 1 1 d . . .
H13 H 0.7236 0.4366 -0.1300 0.035 Uiso 1 1 calc R . .
C14 C 0.8821(4) 0.3644(3) -0.0010(3) 0.0287(8) Uani 1 1 d . . .
H14 H 0.9150 0.3006 -0.0443 0.034 Uiso 1 1 calc R . .
C15 C 0.9473(4) 0.3776(3) 0.1138(3) 0.0289(8) Uani 1 1 d . . .
H15 H 1.0229 0.3216 0.1471 0.035 Uiso 1 1 calc R . .
C16 C 0.9022(4) 0.4731(3) 0.1810(3) 0.0249(7) Uani 1 1 d . . .
C17 C 0.7880(4) 0.5552(3) 0.1297(3) 0.0268(8) Uani 1 1 d . . .
H17 H 0.7568 0.6198 0.1731 0.032 Uiso 1 1 calc R . .
C18 C 0.9748(4) 0.4875(3) 0.3071(3) 0.0317(8) Uani 1 1 d . . .
H18A H 0.9043 0.4585 0.3492 0.038 Uiso 1 1 calc R . .
H18B H 1.0615 0.4324 0.3259 0.038 Uiso 1 1 calc R . .
C19 C 0.9719(4) 0.7068(3) 0.4080(3) 0.0261(7) Uani 1 1 d . . .
H19 H 0.9013 0.6861 0.4480 0.031 Uiso 1 1 calc R . .
C20 C 1.1295(4) 0.8039(3) 0.3419(3) 0.0401(10) Uani 1 1 d . . .
H20 H 1.1922 0.8696 0.3274 0.048 Uiso 1 1 calc R . .
O2 O 0.6899(7) 0.5557(6) 0.4971(5) 0.0561(16) Uani 0.50 1 d PD . .
O1 O 0.5490(2) 0.71567(19) 0.02971(18) 0.0242(5) Uani 1 1 d . . .
Cl1 Cl 1.03539(8) 1.13717(7) 0.34592(6) 0.0253(2) Uani 1 1 d . . .
C22 C 0.5994(13) 0.4939(17) 0.4049(12) 0.116(6) Uani 0.50 1 d PD . .
H22A H 0.6523 0.4353 0.3669 0.139 Uiso 0.50 1 d PR . .
H22B H 0.5555 0.5599 0.3534 0.139 Uiso 0.50 1 d PR . .
C23 C 0.478(2) 0.4277(17) 0.4412(15) 0.144(10) Uani 0.50 1 d PD . .
H23A H 0.4965 0.3360 0.4424 0.173 Uiso 0.50 1 d PR . .
H23B H 0.3806 0.4409 0.3915 0.173 Uiso 0.50 1 d PR . .
C25 C 0.6124(15) 0.5623(18) 0.5818(11) 0.091(6) Uani 0.50 1 d PD . .
H25A H 0.5840 0.6511 0.5887 0.109 Uiso 0.50 1 d PR . .
H25B H 0.6798 0.5399 0.6521 0.109 Uiso 0.50 1 d PR . .
C24 C 0.476(3) 0.479(3) 0.5587(19) 0.237(16) Uani 0.50 1 d PD . .
H24A H 0.4867 0.4096 0.6117 0.284 Uiso 0.50 1 d PR . .
H24B H 0.3872 0.5260 0.5603 0.284 Uiso 0.50 1 d PR . .


_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 N8 2.166(2) 2_776 ?
Co1 N8 2.166(2) . ?
Co1 N3 2.193(3) 2_776 ?
Co1 N3 2.193(3) . ?
Co1 Cl1 2.4578(9) 2_776 ?
Co1 Cl1 2.4578(9) . ?
N1 C2 1.337(4) . ?
N1 N2 1.363(3) . ?
N1 C3 1.464(4) . ?
N2 C1 1.327(4) . ?
N3 C2 1.330(4) . ?
N3 C1 1.360(4) . ?
N4 C10 1.302(4) . ?
N4 N5 1.417(4) . ?
N5 C11 1.290(4) . ?
N6 C19 1.331(4) . ?
N6 N7 1.360(4) . ?
N6 C18 1.471(4) . ?
N7 C20 1.325(4) . ?
N8 C19 1.327(4) . ?
N8 C20 1.347(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.525(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.389(4) . ?
C4 C5 1.395(4) . ?
C5 C6 1.391(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.382(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.393(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.397(4) . ?
C8 C10 1.473(4) . ?
C9 H9 0.9300 . ?
C10 O1 1.373(4) . ?
C11 O1 1.368(3) . ?
C11 C12 1.470(4) . ?
C12 C17 1.397(5) . ?
C12 C13 1.402(4) . ?
C13 C14 1.388(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.394(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.392(4) . ?
C16 C18 1.515(5) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
O2 C22 1.355(13) . ?
O2 C25 1.393(9) . ?
C22 C23 1.469(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C23 C24 1.513(9) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C25 C24 1.478(10) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?

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
N8 Co1 N8 180.0 2_776 . ?
N8 Co1 N3 91.28(9) 2_776 2_776 ?
N8 Co1 N3 88.72(9) . 2_776 ?
N8 Co1 N3 88.72(9) 2_776 . ?
N8 Co1 N3 91.28(9) . . ?
N3 Co1 N3 180.00 2_776 . ?
N8 Co1 Cl1 92.11(7) 2_776 2_776 ?
N8 Co1 Cl1 87.89(7) . 2_776 ?
N3 Co1 Cl1 91.94(7) 2_776 2_776 ?
N3 Co1 Cl1 88.06(7) . 2_776 ?
N8 Co1 Cl1 87.89(7) 2_776 . ?
N8 Co1 Cl1 92.11(7) . . ?
N3 Co1 Cl1 88.06(7) 2_776 . ?
N3 Co1 Cl1 91.94(7) . . ?
Cl1 Co1 Cl1 180.00 2_776 . ?
C2 N1 N2 110.0(2) . . ?
C2 N1 C3 129.7(3) . . ?
N2 N1 C3 120.2(2) . . ?
C1 N2 N1 101.8(2) . . ?
C2 N3 C1 102.2(3) . . ?
C2 N3 Co1 127.8(2) . . ?
C1 N3 Co1 129.9(2) . . ?
C10 N4 N5 105.9(3) . . ?
C11 N5 N4 106.4(3) . . ?
C19 N6 N7 109.4(3) . . ?
C19 N6 C18 130.1(3) . . ?
N7 N6 C18 120.5(3) . . ?
C20 N7 N6 102.2(3) . . ?
C19 N8 C20 102.2(3) . . ?
C19 N8 Co1 128.6(2) . . ?
C20 N8 Co1 129.2(2) . . ?
N2 C1 N3 115.4(3) . . ?
N2 C1 H1 122.3 . . ?
N3 C1 H1 122.3 . . ?
N3 C2 N1 110.5(3) . . ?
N3 C2 H2 124.7 . . ?
N1 C2 H2 124.7 . . ?
N1 C3 C4 114.0(2) . . ?
N1 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C9 C4 C5 118.6(3) . . ?
C9 C4 C3 122.8(3) . . ?
C5 C4 C3 118.6(3) . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C7 C6 C5 120.1(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C7 C8 119.1(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C7 C8 C9 120.8(3) . . ?
C7 C8 C10 119.1(3) . . ?
C9 C8 C10 120.1(3) . . ?
C4 C9 C8 120.2(3) . . ?
C4 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
N4 C10 O1 112.4(3) . . ?
N4 C10 C8 129.2(3) . . ?
O1 C10 C8 118.4(3) . . ?
N5 C11 O1 112.8(3) . . ?
N5 C11 C12 129.0(3) . . ?
O1 C11 C12 118.1(3) . . ?
C17 C12 C13 119.9(3) . . ?
C17 C12 C11 120.1(3) . . ?
C13 C12 C11 120.0(3) . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.3(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 118.4(3) . . ?
C17 C16 C18 120.5(3) . . ?
C15 C16 C18 121.1(3) . . ?
C16 C17 C12 120.7(3) . . ?
C16 C17 H17 119.6 . . ?
C12 C17 H17 119.6 . . ?
N6 C18 C16 111.6(3) . . ?
N6 C18 H18A 109.3 . . ?
C16 C18 H18A 109.3 . . ?
N6 C18 H18B 109.3 . . ?
C16 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
N8 C19 N6 111.0(3) . . ?
N8 C19 H19 124.5 . . ?
N6 C19 H19 124.5 . . ?
N7 C20 N8 115.3(3) . . ?
N7 C20 H20 122.4 . . ?
N8 C20 H20 122.4 . . ?
C22 O2 C25 107.8(9) . . ?
C22 O2 C24 37.7(7) . 2_666 ?
C25 O2 C24 72.5(9) . 2_666 ?
C22 O2 C23 88.5(7) . 2_666 ?
C25 O2 C23 23.2(10) . 2_666 ?
C24 O2 C23 51.3(5) 2_666 2_666 ?
C11 O1 C10 102.5(2) . . ?
C24 C22 O2 81.6(15) 2_666 . ?
C24 C22 C23 45.4(18) 2_666 . ?
O2 C22 C23 108.0(12) . . ?
C24 C22 H22A 157.6 2_666 . ?
O2 C22 H22A 112.9 . . ?
C23 C22 H22A 112.2 . . ?
C24 C22 H22B 81.3 2_666 . ?
O2 C22 H22B 107.0 . . ?
C23 C22 H22B 107.6 . . ?
H22A C22 H22B 108.8 . . ?
C25 C23 C24 104(3) 2_666 2_666 ?
C25 C23 C22 128(3) 2_666 . ?
C24 C23 C22 40.2(12) 2_666 . ?
C25 C23 C24 91(2) 2_666 . ?
C24 C23 C24 79(2) 2_666 . ?
C22 C23 C24 109.2(14) . . ?
C25 C23 O2 42.2(11) 2_666 2_666 ?
C24 C23 O2 107.0(16) 2_666 2_666 ?
C22 C23 O2 147.2(13) . 2_666 ?
C24 C23 O2 52.4(9) . 2_666 ?
C25 C23 C23 98(2) 2_666 2_666 ?
C24 C23 C23 48.0(13) 2_666 2_666 ?
C22 C23 C23 81.2(10) . 2_666 ?
C24 C23 C23 31.0(11) . 2_666 ?
O2 C23 C23 72.1(8) 2_666 2_666 ?
C25 C23 H23A 108.6 2_666 . ?
C24 C23 H23A 145.5 2_666 . ?
C22 C23 H23A 107.8 . . ?
C24 C23 H23A 110.3 . . ?
O2 C23 H23A 104.4 2_666 . ?
C23 C23 H23A 134.0 2_666 . ?
C25 C23 H23B 18.4 2_666 . ?
C24 C23 H23B 99.2 2_666 . ?
C22 C23 H23B 113.1 . . ?
C24 C23 H23B 108.1 . . ?
O2 C23 H23B 60.6 2_666 . ?
C23 C23 H23B 108.6 2_666 . ?
H23A C23 H23B 108.5 . . ?
C23 C25 O2 114.6(18) 2_666 . ?
C23 C25 C24 44(2) 2_666 . ?
O2 C25 C24 114.2(12) . . ?
C23 C25 C24 60.6(18) 2_666 2_666 ?
O2 C25 C24 57.6(6) . 2_666 ?
C24 C25 C24 62.0(16) . 2_666 ?
C23 C25 H25A 67.1 2_666 . ?
O2 C25 H25A 107.5 . . ?
C24 C25 H25A 108.4 . . ?
C24 C25 H25A 102.3 2_666 . ?
C23 C25 H25B 136.4 2_666 . ?
O2 C25 H25B 108.1 . . ?
C24 C25 H25B 110.2 . . ?
C24 C25 H25B 149.2 2_666 . ?
H25A C25 H25B 108.3 . . ?
C22 C24 C23 94(3) 2_666 2_666 ?
C22 C24 C25 115.4(16) 2_666 . ?
C23 C24 C25 32.3(16) 2_666 . ?
C22 C24 C23 136(3) 2_666 . ?
C23 C24 C23 101(2) 2_666 . ?
C25 C24 C23 98.5(13) . . ?
C22 C24 O2 60.7(15) 2_666 2_666 ?
C23 C24 O2 123(3) 2_666 2_666 ?
C25 C24 O2 154(3) . 2_666 ?
C23 C24 O2 76.3(11) . 2_666 ?
C22 C24 C24 134(5) 2_666 2_666 ?
C23 C24 C24 63(2) 2_666 2_666 ?
C25 C24 C24 66.6(13) . 2_666 ?
C23 C24 C24 38.1(9) . 2_666 ?
O2 C24 C24 97(2) 2_666 2_666 ?
C22 C24 C25 108(2) 2_666 2_666 ?
C23 C24 C25 106(3) 2_666 2_666 ?
C25 C24 C25 118.0(16) . 2_666 ?
C23 C24 C25 28.0(9) . 2_666 ?
O2 C24 C25 49.9(8) 2_666 2_666 ?
C24 C24 C25 51.4(10) 2_666 2_666 ?
C22 C24 H24A 83.2 2_666 . ?
C23 C24 H24A 135.7 2_666 . ?
C25 C24 H24A 110.9 . . ?
C23 C24 H24A 111.5 . . ?
O2 C24 H24A 94.2 2_666 . ?
C24 C24 H24A 141.4 2_666 . ?
C25 C24 H24A 116.7 2_666 . ?
C22 C24 H24B 28.1 2_666 . ?
C23 C24 H24B 82.9 2_666 . ?
C25 C24 H24B 112.9 . . ?
C23 C24 H24B 113.4 . . ?
O2 C24 H24B 50.3 2_666 . ?
C24 C24 H24B 106.3 2_666 . ?
C25 C24 H24B 86.5 2_666 . ?
H24A C24 H24B 109.3 . . ?

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
C2 N1 N2 C1 0.7(3) . . . . ?
C3 N1 N2 C1 179.2(3) . . . . ?
N8 Co1 N3 C2 59.0(3) 2_776 . . . ?
N8 Co1 N3 C2 -121.0(3) . . . . ?
N3 Co1 N3 C2 -74(100) 2_776 . . . ?
Cl1 Co1 N3 C2 151.2(2) 2_776 . . . ?
Cl1 Co1 N3 C2 -28.8(2) . . . . ?
N8 Co1 N3 C1 -116.0(3) 2_776 . . . ?
N8 Co1 N3 C1 64.0(3) . . . . ?
N3 Co1 N3 C1 111(100) 2_776 . . . ?
Cl1 Co1 N3 C1 -23.9(3) 2_776 . . . ?
Cl1 Co1 N3 C1 156.1(3) . . . . ?
C10 N4 N5 C11 0.0(3) . . . . ?
C19 N6 N7 C20 -0.2(4) . . . . ?
C18 N6 N7 C20 176.2(3) . . . . ?
N8 Co1 N8 C19 -107(100) 2_776 . . . ?
N3 Co1 N8 C19 127.2(3) 2_776 . . . ?
N3 Co1 N8 C19 -52.8(3) . . . . ?
Cl1 Co1 N8 C19 35.3(3) 2_776 . . . ?
Cl1 Co1 N8 C19 -144.7(3) . . . . ?
N8 Co1 N8 C20 73(100) 2_776 . . . ?
N3 Co1 N8 C20 -52.9(3) 2_776 . . . ?
N3 Co1 N8 C20 127.1(3) . . . . ?
Cl1 Co1 N8 C20 -144.9(3) 2_776 . . . ?
Cl1 Co1 N8 C20 35.1(3) . . . . ?
N1 N2 C1 N3 -0.7(3) . . . . ?
C2 N3 C1 N2 0.5(3) . . . . ?
Co1 N3 C1 N2 176.5(2) . . . . ?
C1 N3 C2 N1 0.0(3) . . . . ?
Co1 N3 C2 N1 -176.16(19) . . . . ?
N2 N1 C2 N3 -0.4(3) . . . . ?
C3 N1 C2 N3 -178.8(3) . . . . ?
C2 N1 C3 C4 98.9(4) . . . . ?
N2 N1 C3 C4 -79.4(3) . . . . ?
N1 C3 C4 C9 2.3(4) . . . . ?
N1 C3 C4 C5 -176.3(3) . . . . ?
C9 C4 C5 C6 -0.9(5) . . . . ?
C3 C4 C5 C6 177.8(3) . . . . ?
C4 C5 C6 C7 0.7(5) . . . . ?
C5 C6 C7 C8 -0.3(5) . . . . ?
C6 C7 C8 C9 0.0(5) . . . . ?
C6 C7 C8 C10 -178.6(3) . . . . ?
C5 C4 C9 C8 0.6(4) . . . . ?
C3 C4 C9 C8 -178.0(3) . . . . ?
C7 C8 C9 C4 -0.2(5) . . . . ?
C10 C8 C9 C4 178.5(3) . . . . ?
N5 N4 C10 O1 -0.4(3) . . . . ?
N5 N4 C10 C8 177.5(3) . . . . ?
C7 C8 C10 N4 5.5(5) . . . . ?
C9 C8 C10 N4 -173.2(3) . . . . ?
C7 C8 C10 O1 -176.7(3) . . . . ?
C9 C8 C10 O1 4.6(4) . . . . ?
N4 N5 C11 O1 0.4(4) . . . . ?
N4 N5 C11 C12 178.5(3) . . . . ?
N5 C11 C12 C17 179.7(3) . . . . ?
O1 C11 C12 C17 -2.2(4) . . . . ?
N5 C11 C12 C13 -0.8(5) . . . . ?
O1 C11 C12 C13 177.3(3) . . . . ?
C17 C12 C13 C14 0.7(5) . . . . ?
C11 C12 C13 C14 -178.8(3) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C14 C15 C16 -0.8(5) . . . . ?
C14 C15 C16 C17 0.6(5) . . . . ?
C14 C15 C16 C18 -179.7(3) . . . . ?
C15 C16 C17 C12 0.3(5) . . . . ?
C18 C16 C17 C12 -179.4(3) . . . . ?
C13 C12 C17 C16 -1.0(5) . . . . ?
C11 C12 C17 C16 178.5(3) . . . . ?
C19 N6 C18 C16 113.9(4) . . . . ?
N7 N6 C18 C16 -61.5(4) . . . . ?
C17 C16 C18 N6 -50.1(4) . . . . ?
C15 C16 C18 N6 130.2(3) . . . . ?
C20 N8 C19 N6 -1.0(4) . . . . ?
Co1 N8 C19 N6 178.9(2) . . . . ?
N7 N6 C19 N8 0.8(4) . . . . ?
C18 N6 C19 N8 -175.1(3) . . . . ?
N6 N7 C20 N8 -0.5(5) . . . . ?
C19 N8 C20 N7 0.9(4) . . . . ?
Co1 N8 C20 N7 -179.0(3) . . . . ?
N5 C11 O1 C10 -0.6(3) . . . . ?
C12 C11 O1 C10 -179.0(3) . . . . ?
N4 C10 O1 C11 0.6(3) . . . . ?
C8 C10 O1 C11 -177.5(3) . . . . ?
C25 O2 C22 C24 22(3) . . . 2_666 ?
C23 O2 C22 C24 9(2) 2_666 . . 2_666 ?
C25 O2 C22 C23 -15.8(16) . . . . ?
C24 O2 C22 C23 -37(2) 2_666 . . . ?
C23 O2 C22 C23 -28.9(18) 2_666 . . . ?
C24 C22 C23 C25 64(3) 2_666 . . 2_666 ?
O2 C22 C23 C25 121(3) . . . 2_666 ?
O2 C22 C23 C24 58(3) . . . 2_666 ?
C24 C22 C23 C24 -44(4) 2_666 . . . ?
O2 C22 C23 C24 14(2) . . . . ?
C24 C22 C23 O2 5(3) 2_666 . . 2_666 ?
O2 C22 C23 O2 63(3) . . . 2_666 ?
C24 C22 C23 C23 -30(3) 2_666 . . 2_666 ?
O2 C22 C23 C23 27.4(18) . . . 2_666 ?
C22 O2 C25 C23 -35(3) . . . 2_666 ?
C24 O2 C25 C23 -21(3) 2_666 . . 2_666 ?
C22 O2 C25 C24 13(2) . . . . ?
C24 O2 C25 C24 27(3) 2_666 . . . ?
C23 O2 C25 C24 48(3) 2_666 . . . ?
C22 O2 C25 C24 -13.7(18) . . . 2_666 ?
C23 O2 C25 C24 21(3) 2_666 . . 2_666 ?
C23 C25 C24 C22 -54(3) 2_666 . . 2_666 ?
O2 C25 C24 C22 -155(3) . . . 2_666 ?
C24 C25 C24 C22 -129(5) 2_666 . . 2_666 ?
O2 C25 C24 C23 -101(2) . . . 2_666 ?
C24 C25 C24 C23 -76(3) 2_666 . . 2_666 ?
C23 C25 C24 C23 97(3) 2_666 . . . ?
O2 C25 C24 C23 -4(3) . . . . ?
C24 C25 C24 C23 21.3(11) 2_666 . . . ?
C23 C25 C24 O2 21(3) 2_666 . . 2_666 ?
O2 C25 C24 O2 -80(3) . . . 2_666 ?
C24 C25 C24 O2 -55(3) 2_666 . . 2_666 ?
C23 C25 C24 C24 76(3) 2_666 . . 2_666 ?
O2 C25 C24 C24 -25(2) . . . 2_666 ?
C23 C25 C24 C25 76(3) 2_666 . . 2_666 ?
O2 C25 C24 C25 -25(2) . . . 2_666 ?
C24 C25 C24 C25 0.000(2) 2_666 . . 2_666 ?
C25 C23 C24 C22 4(4) 2_666 . . 2_666 ?
C24 C23 C24 C22 108(6) 2_666 . . 2_666 ?
C22 C23 C24 C22 135(4) . . . 2_666 ?
O2 C23 C24 C22 -14(3) 2_666 . . 2_666 ?
C23 C23 C24 C22 108(6) 2_666 . . 2_666 ?
C25 C23 C24 C23 -104(3) 2_666 . . 2_666 ?
C24 C23 C24 C23 0.000(2) 2_666 . . 2_666 ?
C22 C23 C24 C23 27(3) . . . 2_666 ?
O2 C23 C24 C23 -122(3) 2_666 . . 2_666 ?
C25 C23 C24 C25 -137(2) 2_666 . . . ?
C24 C23 C24 C25 -32.7(16) 2_666 . . . ?
C22 C23 C24 C25 -6(3) . . . . ?
O2 C23 C24 C25 -154(3) 2_666 . . . ?
C23 C23 C24 C25 -32.7(16) 2_666 . . . ?
C25 C23 C24 O2 18(2) 2_666 . . 2_666 ?
C24 C23 C24 O2 122(3) 2_666 . . 2_666 ?
C22 C23 C24 O2 148.8(19) . . . 2_666 ?
C23 C23 C24 O2 122(3) 2_666 . . 2_666 ?
C25 C23 C24 C24 -104(3) 2_666 . . 2_666 ?
C22 C23 C24 C24 27(3) . . . 2_666 ?
O2 C23 C24 C24 -122(3) 2_666 . . 2_666 ?
C23 C23 C24 C24 0.000(11) 2_666 . . 2_666 ?
C24 C23 C24 C25 104(3) 2_666 . . 2_666 ?
C22 C23 C24 C25 131(3) . . . 2_666 ?
O2 C23 C24 C25 -18(2) 2_666 . . 2_666 ?
C23 C23 C24 C25 104(3) 2_666 . . 2_666 ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.070

data_60926bm
_database_code_depnum_ccdc_archive 'CCDC 703045'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H40 Cl2 Mn N16 O3'
_chemical_formula_weight         966.76

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   9.215(2)
_cell_length_b                   10.272(2)
_cell_length_c                   12.167(3)
_cell_angle_alpha                91.563(3)
_cell_angle_beta                 104.441(3)
_cell_angle_gamma                90.913(3)
_cell_volume                     1114.6(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1577
_cell_measurement_theta_min      2.283
_cell_measurement_theta_max      26.407

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             499
_exptl_absorpt_coefficient_mu    0.477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7827
_exptl_absorpt_correction_T_max  0.9106
_exptl_absorpt_process_details   sadabs

_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  '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            5429
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0540
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3888
_reflns_number_gt                3175
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. the C-C bonds of the half
disorder THF were refined in 1.48-1.52Å distance restraint, and C-O bonds
ware refined in 1.36-1.42Å distance restraint.In total four geometric
restraints (DFIX) were used in modeling the disorder.
;

_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)+(0.0510P)²+0.4312P] 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         3888
_refine_ls_number_parameters     322
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1138
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 1.0000 1.0000 0.5000 0.01997(17) Uani 1 2 d S . .
N1 N 0.5182(2) 1.0262(2) 0.33666(19) 0.0225(5) Uani 1 1 d . . .
N2 N 0.5077(3) 0.9104(2) 0.3863(2) 0.0263(6) Uani 1 1 d . . .
N3 N 0.7471(2) 0.9824(2) 0.42322(19) 0.0238(5) Uani 1 1 d . . .
N4 N 0.4159(3) 0.7294(2) -0.1481(2) 0.0281(6) Uani 1 1 d . . .
N5 N 0.5226(3) 0.6318(2) -0.1432(2) 0.0297(6) Uani 1 1 d . . .
N6 N 1.0197(3) 0.6148(2) 0.3395(2) 0.0276(6) Uani 1 1 d . . .
N7 N 1.1273(3) 0.6718(3) 0.2978(3) 0.0486(8) Uani 1 1 d . . .
N8 N 1.0396(3) 0.8139(2) 0.4079(2) 0.0278(6) Uani 1 1 d . . .
C1 C 0.6483(3) 0.8891(3) 0.4375(2) 0.0256(6) Uani 1 1 d . . .
H1 H 0.6776 0.8159 0.4800 0.031 Uiso 1 1 calc R . .
C2 C 0.6607(3) 1.0671(3) 0.3594(2) 0.0248(6) Uani 1 1 d . . .
H2 H 0.6943 1.1439 0.3342 0.030 Uiso 1 1 calc R . .
C3 C 0.3854(3) 1.0858(3) 0.2677(2) 0.0260(7) Uani 1 1 d . . .
H3A H 0.4053 1.1784 0.2647 0.031 Uiso 1 1 calc R . .
H3B H 0.3038 1.0751 0.3042 0.031 Uiso 1 1 calc R . .
C4 C 0.3362(3) 1.0296(3) 0.1481(2) 0.0236(6) Uani 1 1 d . . .
C5 C 0.2150(3) 1.0848(3) 0.0736(3) 0.0306(7) Uani 1 1 d . . .
H5 H 0.1655 1.1531 0.0992 0.037 Uiso 1 1 calc R . .
C6 C 0.1670(3) 1.0398(3) -0.0381(3) 0.0328(7) Uani 1 1 d . . .
H6 H 0.0862 1.0784 -0.0868 0.039 Uiso 1 1 calc R . .
C7 C 0.2380(3) 0.9383(3) -0.0774(3) 0.0272(7) Uani 1 1 d . . .
H7 H 0.2057 0.9080 -0.1524 0.033 Uiso 1 1 calc R . .
C8 C 0.3584(3) 0.8815(3) -0.0035(2) 0.0223(6) Uani 1 1 d . . .
C9 C 0.4068(3) 0.9265(3) 0.1088(2) 0.0228(6) Uani 1 1 d . . .
H9 H 0.4869 0.8872 0.1577 0.027 Uiso 1 1 calc R . .
C10 C 0.4355(3) 0.7759(3) -0.0453(2) 0.0223(6) Uani 1 1 d . . .
C11 C 0.5969(3) 0.6273(3) -0.0388(2) 0.0248(6) Uani 1 1 d . . .
C12 C 0.7179(3) 0.5420(3) 0.0131(2) 0.0241(6) Uani 1 1 d . . .
C13 C 0.7664(3) 0.4479(3) -0.0538(3) 0.0271(7) Uani 1 1 d . . .
H13 H 0.7231 0.4404 -0.1315 0.032 Uiso 1 1 calc R . .
C14 C 0.8791(3) 0.3664(3) -0.0036(3) 0.0299(7) Uani 1 1 d . . .
H14 H 0.9122 0.3038 -0.0477 0.036 Uiso 1 1 calc R . .
C15 C 0.9432(3) 0.3765(3) 0.1111(3) 0.0279(7) Uani 1 1 d . . .
H15 H 1.0183 0.3197 0.1437 0.033 Uiso 1 1 calc R . .
C16 C 0.8977(3) 0.4703(3) 0.1794(3) 0.0254(6) Uani 1 1 d . . .
C17 C 0.7842(3) 0.5529(3) 0.1288(3) 0.0252(6) Uani 1 1 d . . .
H17 H 0.7522 0.6163 0.1729 0.030 Uiso 1 1 calc R . .
C18 C 0.9680(4) 0.4812(3) 0.3048(3) 0.0324(7) Uani 1 1 d . . .
H18A H 0.8954 0.4545 0.3458 0.039 Uiso 1 1 calc R . .
H18B H 1.0522 0.4234 0.3238 0.039 Uiso 1 1 calc R . .
C19 C 0.9702(3) 0.6998(3) 0.4041(2) 0.0273(7) Uani 1 1 d . . .
H19 H 0.8963 0.6818 0.4418 0.033 Uiso 1 1 calc R . .
C20 C 1.1338(4) 0.7911(3) 0.3416(3) 0.0434(9) Uani 1 1 d . . .
H20 H 1.1990 0.8550 0.3276 0.052 Uiso 1 1 calc R . .
O2 O 0.6852(6) 0.5585(5) 0.4955(4) 0.0578(14) Uani 0.50 1 d PD . .
O1 O 0.5482(2) 0.71559(17) 0.02942(16) 0.0241(4) Uani 1 1 d . . .
Cl1 Cl 1.03709(7) 1.13985(7) 0.34253(6) 0.02581(19) Uani 1 1 d . . .
C22 C 0.5917(13) 0.5034(15) 0.4007(10) 0.107(5) Uani 0.50 1 d PD . .
H22A H 0.6447 0.4448 0.3626 0.129 Uiso 0.50 1 d PR . .
H22B H 0.5478 0.5694 0.3492 0.129 Uiso 0.50 1 d PR . .
C23 C 0.478(2) 0.4334(19) 0.4428(12) 0.139(9) Uani 0.50 1 d PD . .
H23A H 0.4970 0.3417 0.4439 0.166 Uiso 0.50 1 d PR . .
H23B H 0.3811 0.4466 0.3931 0.166 Uiso 0.50 1 d PR . .
C25 C 0.6105(11) 0.5710(11) 0.5811(8) 0.062(3) Uani 0.50 1 d PD . .
H25A H 0.5821 0.6598 0.5880 0.075 Uiso 0.50 1 d PR . .
H25B H 0.6779 0.5485 0.6514 0.075 Uiso 0.50 1 d PR . .
C24 C 0.478(2) 0.483(2) 0.5601(15) 0.200(12) Uani 0.50 1 d PD . .
H24A H 0.4892 0.4139 0.6131 0.240 Uiso 0.50 1 d PR . .
H24B H 0.3897 0.5304 0.5617 0.240 Uiso 0.50 1 d PR . .


_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
Mn1 N8 2.270(2) . ?
Mn1 N8 2.270(2) 2_776 ?
Mn1 N3 2.286(2) 2_776 ?
Mn1 N3 2.286(2) . ?
Mn1 Cl1 2.5125(8) . ?
Mn1 Cl1 2.5125(8) 2_776 ?
N1 C2 1.331(3) . ?
N1 N2 1.362(3) . ?
N1 C3 1.455(3) . ?
N2 C1 1.315(4) . ?
N3 C2 1.321(3) . ?
N3 C1 1.356(3) . ?
N4 C10 1.295(4) . ?
N4 N5 1.408(3) . ?
N5 C11 1.287(4) . ?
N6 C19 1.320(3) . ?
N6 N7 1.354(3) . ?
N6 C18 1.461(3) . ?
N7 C20 1.317(4) . ?
N8 C19 1.321(4) . ?
N8 C20 1.344(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.508(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.387(4) . ?
C4 C5 1.392(4) . ?
C5 C6 1.383(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.377(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.391(4) . ?
C8 C10 1.454(4) . ?
C9 H9 0.9300 . ?
C10 O1 1.368(3) . ?
C11 O1 1.368(3) . ?
C11 C12 1.455(4) . ?
C12 C17 1.388(4) . ?
C12 C13 1.397(4) . ?
C13 C14 1.375(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(4) . ?
C16 C18 1.502(4) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
O2 C22 1.359(11) . ?
O2 C25 1.389(8) . ?
C22 C23 1.463(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C23 C24 1.502(9) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C25 C24 1.473(9) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?

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
N8 Mn1 N8 180.00 . 2_776 ?
N8 Mn1 N3 88.36(8) . 2_776 ?
N8 Mn1 N3 91.64(8) 2_776 2_776 ?
N8 Mn1 N3 91.64(8) . . ?
N8 Mn1 N3 88.36(8) 2_776 . ?
N3 Mn1 N3 180.0 2_776 . ?
N8 Mn1 Cl1 92.58(7) . . ?
N8 Mn1 Cl1 87.42(7) 2_776 . ?
N3 Mn1 Cl1 87.82(6) 2_776 . ?
N3 Mn1 Cl1 92.18(6) . . ?
N8 Mn1 Cl1 87.42(7) . 2_776 ?
N8 Mn1 Cl1 92.58(7) 2_776 2_776 ?
N3 Mn1 Cl1 92.18(6) 2_776 2_776 ?
N3 Mn1 Cl1 87.82(6) . 2_776 ?
Cl1 Mn1 Cl1 180.00 . 2_776 ?
C2 N1 N2 110.1(2) . . ?
C2 N1 C3 129.2(2) . . ?
N2 N1 C3 120.7(2) . . ?
C1 N2 N1 102.2(2) . . ?
C2 N3 C1 103.2(2) . . ?
C2 N3 Mn1 127.45(19) . . ?
C1 N3 Mn1 129.22(19) . . ?
C10 N4 N5 106.2(2) . . ?
C11 N5 N4 106.7(2) . . ?
C19 N6 N7 109.7(2) . . ?
C19 N6 C18 129.7(3) . . ?
N7 N6 C18 120.5(2) . . ?
C20 N7 N6 102.1(2) . . ?
C19 N8 C20 102.2(2) . . ?
C19 N8 Mn1 127.7(2) . . ?
C20 N8 Mn1 130.1(2) . . ?
N2 C1 N3 114.6(3) . . ?
N2 C1 H1 122.7 . . ?
N3 C1 H1 122.7 . . ?
N3 C2 N1 109.8(2) . . ?
N3 C2 H2 125.1 . . ?
N1 C2 H2 125.1 . . ?
N1 C3 C4 113.8(2) . . ?
N1 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C9 C4 C5 118.6(3) . . ?
C9 C4 C3 123.2(3) . . ?
C5 C4 C3 118.2(2) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C7 C8 C9 120.5(3) . . ?
C7 C8 C10 119.3(3) . . ?
C9 C8 C10 120.2(2) . . ?
C4 C9 C8 120.3(3) . . ?
C4 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
N4 C10 O1 112.1(2) . . ?
N4 C10 C8 129.0(3) . . ?
O1 C10 C8 118.9(2) . . ?
N5 C11 O1 112.2(2) . . ?
N5 C11 C12 129.3(3) . . ?
O1 C11 C12 118.5(2) . . ?
C17 C12 C13 119.9(3) . . ?
C17 C12 C11 120.4(2) . . ?
C13 C12 C11 119.7(3) . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 121.1(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 118.3(3) . . ?
C17 C16 C18 120.7(3) . . ?
C15 C16 C18 121.0(3) . . ?
C12 C17 C16 120.8(3) . . ?
C12 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
N6 C18 C16 110.9(2) . . ?
N6 C18 H18A 109.5 . . ?
C16 C18 H18A 109.5 . . ?
N6 C18 H18B 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 108.0 . . ?
N6 C19 N8 110.9(3) . . ?
N6 C19 H19 124.6 . . ?
N8 C19 H19 124.6 . . ?
N7 C20 N8 115.2(3) . . ?
N7 C20 H20 122.4 . . ?
N8 C20 H20 122.4 . . ?
C22 O2 C25 109.8(7) . . ?
C22 O2 C24 35.7(6) . 2_666 ?
C25 O2 C24 74.6(7) . 2_666 ?
C22 O2 C23 87.4(6) . 2_666 ?
C25 O2 C23 23.5(6) . 2_666 ?
C24 O2 C23 51.8(5) 2_666 2_666 ?
C10 O1 C11 102.8(2) . . ?
C24 C22 O2 82.9(13) 2_666 . ?
C24 C22 C23 39.0(18) 2_666 . ?
O2 C22 C23 104.3(10) . . ?
C24 C22 H22A 150.0 2_666 . ?
O2 C22 H22A 110.9 . . ?
C23 C22 H22A 111.0 . . ?
C24 C22 H22B 89.6 2_666 . ?
O2 C22 H22B 110.4 . . ?
C23 C22 H22B 111.4 . . ?
H22A C22 H22B 108.8 . . ?
C22 C23 C24 110.5(12) . . ?
C22 C23 H23A 110.1 . . ?
C24 C23 H23A 109.7 . . ?
C22 C23 H23B 109.2 . . ?
C24 C23 H23B 108.8 . . ?
H23A C23 H23B 108.5 . . ?
O2 C25 C24 111.5(9) . . ?
O2 C25 H25A 109.8 . . ?
C24 C25 H25A 110.6 . . ?
O2 C25 H25B 108.3 . . ?
C24 C25 H25B 108.3 . . ?
H25A C25 H25B 108.3 . . ?
C25 C24 C23 98.9(11) . . ?
C25 C24 H24A 113.0 . . ?
C23 C24 H24A 112.0 . . ?
C25 C24 H24B 110.8 . . ?
C23 C24 H24B 112.6 . . ?
H24A C24 H24B 109.3 . . ?

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
C2 N1 N2 C1 0.3(3) . . . . ?
C3 N1 N2 C1 178.7(2) . . . . ?
N8 Mn1 N3 C2 -121.0(2) . . . . ?
N8 Mn1 N3 C2 59.0(2) 2_776 . . . ?
N3 Mn1 N3 C2 70(100) 2_776 . . . ?
Cl1 Mn1 N3 C2 -28.4(2) . . . . ?
Cl1 Mn1 N3 C2 151.6(2) 2_776 . . . ?
N8 Mn1 N3 C1 63.9(2) . . . . ?
N8 Mn1 N3 C1 -116.1(2) 2_776 . . . ?
N3 Mn1 N3 C1 -106(100) 2_776 . . . ?
Cl1 Mn1 N3 C1 156.5(2) . . . . ?
Cl1 Mn1 N3 C1 -23.5(2) 2_776 . . . ?
C10 N4 N5 C11 0.2(3) . . . . ?
C19 N6 N7 C20 -0.3(3) . . . . ?
C18 N6 N7 C20 175.6(3) . . . . ?
N8 Mn1 N8 C19 -55(100) 2_776 . . . ?
N3 Mn1 N8 C19 130.4(2) 2_776 . . . ?
N3 Mn1 N8 C19 -49.6(2) . . . . ?
Cl1 Mn1 N8 C19 -141.9(2) . . . . ?
Cl1 Mn1 N8 C19 38.1(2) 2_776 . . . ?
N8 Mn1 N8 C20 123(100) 2_776 . . . ?
N3 Mn1 N8 C20 -51.8(3) 2_776 . . . ?
N3 Mn1 N8 C20 128.2(3) . . . . ?
Cl1 Mn1 N8 C20 36.0(3) . . . . ?
Cl1 Mn1 N8 C20 -144.0(3) 2_776 . . . ?
N1 N2 C1 N3 -0.4(3) . . . . ?
C2 N3 C1 N2 0.4(3) . . . . ?
Mn1 N3 C1 N2 176.38(18) . . . . ?
C1 N3 C2 N1 -0.2(3) . . . . ?
Mn1 N3 C2 N1 -176.27(16) . . . . ?
N2 N1 C2 N3 -0.1(3) . . . . ?
C3 N1 C2 N3 -178.3(2) . . . . ?
C2 N1 C3 C4 97.4(3) . . . . ?
N2 N1 C3 C4 -80.7(3) . . . . ?
N1 C3 C4 C9 2.9(4) . . . . ?
N1 C3 C4 C5 -176.5(2) . . . . ?
C9 C4 C5 C6 -1.1(4) . . . . ?
C3 C4 C5 C6 178.3(3) . . . . ?
C4 C5 C6 C7 0.5(5) . . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C6 C7 C8 C10 -178.8(3) . . . . ?
C5 C4 C9 C8 1.1(4) . . . . ?
C3 C4 C9 C8 -178.3(3) . . . . ?
C7 C8 C9 C4 -0.6(4) . . . . ?
C10 C8 C9 C4 178.2(2) . . . . ?
N5 N4 C10 O1 -0.4(3) . . . . ?
N5 N4 C10 C8 177.7(3) . . . . ?
C7 C8 C10 N4 5.7(4) . . . . ?
C9 C8 C10 N4 -173.1(3) . . . . ?
C7 C8 C10 O1 -176.3(2) . . . . ?
C9 C8 C10 O1 4.9(4) . . . . ?
N4 N5 C11 O1 0.1(3) . . . . ?
N4 N5 C11 C12 178.7(3) . . . . ?
N5 C11 C12 C17 179.9(3) . . . . ?
O1 C11 C12 C17 -1.6(4) . . . . ?
N5 C11 C12 C13 -0.7(5) . . . . ?
O1 C11 C12 C13 177.8(2) . . . . ?
C17 C12 C13 C14 0.5(4) . . . . ?
C11 C12 C13 C14 -178.9(3) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C14 C15 C16 C17 0.7(4) . . . . ?
C14 C15 C16 C18 -180.0(3) . . . . ?
C13 C12 C17 C16 -0.7(4) . . . . ?
C11 C12 C17 C16 178.7(2) . . . . ?
C15 C16 C17 C12 0.1(4) . . . . ?
C18 C16 C17 C12 -179.3(3) . . . . ?
C19 N6 C18 C16 112.6(3) . . . . ?
N7 N6 C18 C16 -62.3(4) . . . . ?
C17 C16 C18 N6 -52.6(4) . . . . ?
C15 C16 C18 N6 128.1(3) . . . . ?
N7 N6 C19 N8 0.3(3) . . . . ?
C18 N6 C19 N8 -175.1(3) . . . . ?
C20 N8 C19 N6 -0.1(3) . . . . ?
Mn1 N8 C19 N6 178.17(18) . . . . ?
N6 N7 C20 N8 0.2(4) . . . . ?
C19 N8 C20 N7 -0.1(4) . . . . ?
Mn1 N8 C20 N7 -178.3(2) . . . . ?
N4 C10 O1 C11 0.4(3) . . . . ?
C8 C10 O1 C11 -177.9(2) . . . . ?
N5 C11 O1 C10 -0.3(3) . . . . ?
C12 C11 O1 C10 -179.1(2) . . . . ?
C25 O2 C22 C23 -22.9(14) . . . . ?
O2 C22 C23 C24 18(2) . . . . ?
C22 O2 C25 C24 20.1(16) . . . . ?
O2 C25 C24 C23 -7(2) . . . . ?
C22 C23 C24 C25 -7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.065

