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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_htp-20

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H40 Cu5 N4 O23'
_chemical_formula_weight         1406.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

_cell_length_a                   10.8509(5)
_cell_length_b                   11.1660(7)
_cell_length_c                   12.6776(7)
_cell_angle_alpha                107.269(5)
_cell_angle_beta                 95.042(4)
_cell_angle_gamma                115.812(5)
_cell_volume                     1277.63(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3447
_cell_measurement_theta_min      4.6780
_cell_measurement_theta_max      70.3680

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             703
_exptl_absorpt_coefficient_mu    3.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.489
_exptl_absorpt_correction_T_max  0.529
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8868
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.77
_diffrn_reflns_theta_max         70.42
_reflns_number_total             4775
_reflns_number_gt                3956
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0669P)²+1.0703P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4775
_refine_ls_number_parameters     419
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1219
_refine_ls_wR_factor_gt          0.1127
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.045
_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 0.0000 0.0000 0.5000 0.02673(18) Uani 1 2 d SU . .
Cu2 Cu 0.84834(5) 0.04975(5) 0.25472(4) 0.02437(15) Uani 1 1 d U . .
Cu3 Cu 0.90981(5) 0.70420(5) 0.53163(4) 0.03046(16) Uani 1 1 d U . .
O1 O 0.2033(2) 0.0845(3) 0.5256(2) 0.0360(6) Uani 1 1 d U A .
O2A O 0.2387(11) 0.035(3) 0.3489(6) 0.046(5) Uani 0.52(5) 1 d PU A 2
O2B O 0.2313(9) -0.033(3) 0.371(2) 0.062(8) Uani 0.48(5) 1 d PU A 1
O3 O 0.7399(2) 0.1095(2) 0.35186(19) 0.0268(5) Uani 1 1 d U . .
O4 O 0.9126(2) 0.2998(3) 0.4962(2) 0.0312(6) Uani 1 1 d U . .
O5 O 0.7934(2) 0.6565(3) 0.6384(2) 0.0301(5) Uani 1 1 d U . .
O6 O 1.0003(2) 0.7367(3) 0.7585(2) 0.0354(6) Uani 1 1 d U . .
O7 O 0.9040(3) 0.9236(3) 1.1458(2) 0.0340(6) Uani 1 1 d U . .
O8 O 0.7491(3) 0.7573(3) 1.1983(2) 0.0528(8) Uani 1 1 d U . .
O9W O 1.0012(2) 0.9084(2) 0.6205(2) 0.0251(5) Uani 1 1 d DU . .
O10W O -0.0578(4) -0.2128(4) 0.3717(3) 0.0557(8) Uani 1 1 d U . .
H10A H 0.0139 -0.2135 0.3376 0.084 Uiso 1 1 d R . .
H10B H -0.1344 -0.2458 0.3126 0.084 Uiso 1 1 d R . .
N1 N 0.7004(3) -0.0054(3) 0.1140(2) 0.0289(6) Uani 1 1 d U . .
N2 N 0.2208(3) -0.5184(3) -0.4088(2) 0.0264(6) Uani 1 1 d U . .
C1 C 0.4853(3) 0.2771(4) 0.6194(3) 0.0258(7) Uani 1 1 d U . .
H1 H 0.4204 0.2891 0.6586 0.031 Uiso 1 1 calc R . .
C2 C 0.4373(3) 0.1691(4) 0.5122(3) 0.0255(7) Uani 1 1 d U A .
C3 C 0.5334(3) 0.1475(4) 0.4543(3) 0.0255(7) Uani 1 1 d U . .
H3 H 0.5012 0.0752 0.3825 0.031 Uiso 1 1 calc R . .
C4 C 0.6774(3) 0.2340(3) 0.5041(3) 0.0215(6) Uani 1 1 d U . .
C5 C 0.7244(3) 0.3442(3) 0.6100(3) 0.0242(7) Uani 1 1 d U . .
H5 H 0.8211 0.4033 0.6421 0.029 Uiso 1 1 calc R . .
C6 C 0.6299(3) 0.3680(3) 0.6691(3) 0.0228(7) Uani 1 1 d U . .
C7 C 0.6805(3) 0.4825(3) 0.7848(3) 0.0231(7) Uani 1 1 d U . .
C8 C 0.7922(3) 0.6223(3) 0.8142(3) 0.0236(7) Uani 1 1 d U . .
C9 C 0.8358(3) 0.7212(4) 0.9255(3) 0.0257(7) Uani 1 1 d U . .
H9 H 0.9089 0.8138 0.9436 0.031 Uiso 1 1 calc R . .
C10 C 0.7731(3) 0.6853(4) 1.0102(3) 0.0264(7) Uani 1 1 d U . .
C11 C 0.6647(4) 0.5460(4) 0.9818(3) 0.0326(8) Uani 1 1 d U . .
H11 H 0.6229 0.5190 1.0378 0.039 Uiso 1 1 calc R . .
C12 C 0.6183(4) 0.4475(4) 0.8713(3) 0.0289(7) Uani 1 1 d U . .
H12 H 0.5440 0.3557 0.8538 0.035 Uiso 1 1 calc R . .
C13 C 0.2796(4) 0.0764(4) 0.4593(3) 0.0355(9) Uani 1 1 d U . .
C14 C 0.7859(3) 0.2123(3) 0.4456(3) 0.0217(6) Uani 1 1 d U . .
C15 C 0.8682(3) 0.6748(3) 0.7308(3) 0.0250(7) Uani 1 1 d U . .
C16 C 0.8127(4) 0.7948(4) 1.1269(3) 0.0315(8) Uani 1 1 d U . .
C17 C 0.6476(4) -0.0873(4) -0.0903(3) 0.0337(8) Uani 1 1 d U . .
H17 H 0.6780 -0.0810 -0.1557 0.040 Uiso 1 1 calc R . .
C18 C 0.7399(4) -0.0006(4) 0.0174(3) 0.0342(8) Uani 1 1 d U . .
H18 H 0.8328 0.0634 0.0226 0.041 Uiso 1 1 calc R . .
C19 C 0.5644(4) -0.0896(4) 0.1064(3) 0.0316(8) Uani 1 1 d U . .
H19 H 0.5347 -0.0873 0.1732 0.038 Uiso 1 1 calc R . .
C20 C 0.4664(4) -0.1797(4) 0.0030(3) 0.0325(8) Uani 1 1 d U . .
H20 H 0.3726 -0.2372 0.0007 0.039 Uiso 1 1 calc R . .
C21 C 0.5085(4) -0.1840(4) -0.0979(3) 0.0293(7) Uani 1 1 d U . .
C22 C 0.4091(4) -0.2940(4) -0.2090(3) 0.0278(7) Uani 1 1 d U . .
C23 C 0.2657(4) -0.3402(4) -0.2293(3) 0.0342(8) Uani 1 1 d U . .
H23 H 0.2303 -0.2961 -0.1756 0.041 Uiso 1 1 calc R . .
C24 C 0.1753(4) -0.4516(4) -0.3289(3) 0.0319(8) Uani 1 1 d U . .
H24 H 0.0789 -0.4814 -0.3411 0.038 Uiso 1 1 calc R . .
C25 C 0.3607(4) -0.4692(4) -0.3916(3) 0.0328(8) Uani 1 1 d U . .
H25 H 0.3939 -0.5121 -0.4481 0.039 Uiso 1 1 calc R . .
C26 C 0.4571(4) -0.3584(4) -0.2944(3) 0.0328(8) Uani 1 1 d U . .
H26 H 0.5534 -0.3269 -0.2860 0.039 Uiso 1 1 calc R . .
H9W H 0.947(4) 0.928(4) 0.657(3) 0.036(11) Uiso 1 1 d D . .
O12W O 0.2499(14) -0.2020(11) 0.1706(9) 0.131(5) Uani 0.618(10) 1 d P B 3
O11W O 0.0903(14) -0.2484(13) 0.2188(12) 0.097(5) Uani 0.382(10) 1 d P B 4
O13W O 0.102(2) -0.308(3) 0.1241(12) 0.132(10) Uani 0.28 1 d P C 5
O14W O 0.028(3) -0.447(3) 0.048(3) 0.154(14) Uani 0.22 1 d P . 6


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.934(2) 2_556 ?
Cu1 O1 1.934(2) . ?
Cu1 O9W 2.077(2) 2_666 ?
Cu1 O9W 2.077(2) 1_445 ?
Cu1 O10W 2.217(3) . ?
Cu1 O10W 2.217(3) 2_556 ?
Cu2 O3 1.949(2) . ?
Cu2 O9W 1.957(2) 2_766 ?
Cu2 O7 1.998(2) 1_544 ?
Cu2 N1 2.030(3) . ?
Cu2 O6 2.300(3) 2_766 ?
Cu3 O9W 1.940(2) . ?
Cu3 O5 1.963(2) . ?
Cu3 N2 1.967(3) 2_655 ?
Cu3 O4 2.006(2) 2_766 ?
O1 C13 1.242(4) . ?
O2A C13 1.303(9) . ?
O2B C13 1.241(10) . ?
O3 C14 1.252(4) . ?
O4 C14 1.249(4) . ?
O4 Cu3 2.006(2) 2_766 ?
O5 C15 1.273(4) . ?
O6 C15 1.249(4) . ?
O6 Cu2 2.300(3) 2_766 ?
O7 C16 1.273(5) . ?
O7 Cu2 1.998(2) 1_566 ?
O8 C16 1.246(5) . ?
O9W Cu2 1.957(2) 2_766 ?
O9W Cu1 2.077(2) 1_665 ?
N1 C19 1.336(5) . ?
N1 C18 1.341(5) . ?
N2 C24 1.337(4) . ?
N2 C25 1.342(4) . ?
N2 Cu3 1.967(3) 2_655 ?
C1 C2 1.388(5) . ?
C1 C6 1.396(4) . ?
C2 C3 1.390(4) . ?
C2 C13 1.514(4) . ?
C3 C4 1.387(4) . ?
C4 C5 1.389(4) . ?
C4 C14 1.514(4) . ?
C5 C6 1.391(4) . ?
C6 C7 1.491(4) . ?
C7 C12 1.401(5) . ?
C7 C8 1.405(5) . ?
C8 C9 1.391(5) . ?
C8 C15 1.497(5) . ?
C9 C10 1.386(5) . ?
C10 C11 1.390(5) . ?
C10 C16 1.492(5) . ?
C11 C12 1.380(5) . ?
C17 C18 1.390(5) . ?
C17 C21 1.396(5) . ?
C19 C20 1.379(5) . ?
C20 C21 1.390(5) . ?
C21 C22 1.486(5) . ?
C22 C23 1.380(5) . ?
C22 C26 1.387(5) . ?
C23 C24 1.375(5) . ?
C25 C26 1.373(5) . ?
O14W O14W 1.29(5) 2_545 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.000(1) 2_556 . ?
O1 Cu1 O9W 91.25(10) 2_556 2_666 ?
O1 Cu1 O9W 88.75(10) . 2_666 ?
O1 Cu1 O9W 88.75(10) 2_556 1_445 ?
O1 Cu1 O9W 91.25(10) . 1_445 ?
O9W Cu1 O9W 180.000(1) 2_666 1_445 ?
O1 Cu1 O10W 82.01(12) 2_556 . ?
O1 Cu1 O10W 97.99(12) . . ?
O9W Cu1 O10W 94.26(11) 2_666 . ?
O9W Cu1 O10W 85.74(11) 1_445 . ?
O1 Cu1 O10W 97.99(12) 2_556 2_556 ?
O1 Cu1 O10W 82.01(12) . 2_556 ?
O9W Cu1 O10W 85.74(11) 2_666 2_556 ?
O9W Cu1 O10W 94.26(11) 1_445 2_556 ?
O10W Cu1 O10W 180.000(1) . 2_556 ?
O3 Cu2 O9W 95.93(10) . 2_766 ?
O3 Cu2 O7 160.48(11) . 1_544 ?
O9W Cu2 O7 90.15(10) 2_766 1_544 ?
O3 Cu2 N1 90.00(11) . . ?
O9W Cu2 N1 173.90(10) 2_766 . ?
O7 Cu2 N1 83.77(11) 1_544 . ?
O3 Cu2 O6 100.77(10) . 2_766 ?
O9W Cu2 O6 87.46(10) 2_766 2_766 ?
O7 Cu2 O6 98.01(10) 1_544 2_766 ?
N1 Cu2 O6 92.86(11) . 2_766 ?
O9W Cu3 O5 92.86(10) . . ?
O9W Cu3 N2 159.06(12) . 2_655 ?
O5 Cu3 N2 91.46(11) . 2_655 ?
O9W Cu3 O4 95.73(10) . 2_766 ?
O5 Cu3 O4 134.73(12) . 2_766 ?
N2 Cu3 O4 95.72(11) 2_655 2_766 ?
C13 O1 Cu1 131.7(2) . . ?
C14 O3 Cu2 127.9(2) . . ?
C14 O4 Cu3 130.6(2) . 2_766 ?
C15 O5 Cu3 110.9(2) . . ?
C15 O6 Cu2 126.7(2) . 2_766 ?
C16 O7 Cu2 106.7(2) . 1_566 ?
Cu3 O9W Cu2 107.11(12) . 2_766 ?
Cu3 O9W Cu1 104.31(10) . 1_665 ?
Cu2 O9W Cu1 132.24(12) 2_766 1_665 ?
C19 N1 C18 118.3(3) . . ?
C19 N1 Cu2 118.8(3) . . ?
C18 N1 Cu2 118.9(2) . . ?
C24 N2 C25 117.7(3) . . ?
C24 N2 Cu3 121.8(2) . 2_655 ?
C25 N2 Cu3 119.4(2) . 2_655 ?
C2 C1 C6 120.7(3) . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 C13 119.2(3) . . ?
C3 C2 C13 120.7(3) . . ?
C4 C3 C2 119.7(3) . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 C14 121.6(3) . . ?
C5 C4 C14 118.6(3) . . ?
C4 C5 C6 121.4(3) . . ?
C5 C6 C1 118.2(3) . . ?
C5 C6 C7 121.3(3) . . ?
C1 C6 C7 120.3(3) . . ?
C12 C7 C8 117.6(3) . . ?
C12 C7 C6 118.5(3) . . ?
C8 C7 C6 123.8(3) . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 C15 116.5(3) . . ?
C7 C8 C15 123.5(3) . . ?
C10 C9 C8 121.8(3) . . ?
C9 C10 C11 118.2(3) . . ?
C9 C10 C16 121.4(3) . . ?
C11 C10 C16 120.2(3) . . ?
C12 C11 C10 120.7(3) . . ?
C11 C12 C7 121.6(3) . . ?
O2B C13 O1 118.7(8) . . ?
O2B C13 O2A 39.5(9) . . ?
O1 C13 O2A 124.5(4) . . ?
O2B C13 C2 121.4(6) . . ?
O1 C13 C2 115.4(3) . . ?
O2A C13 C2 116.3(7) . . ?
O4 C14 O3 126.8(3) . . ?
O4 C14 C4 116.2(3) . . ?
O3 C14 C4 117.0(3) . . ?
O6 C15 O5 124.9(3) . . ?
O6 C15 C8 117.6(3) . . ?
O5 C15 C8 117.5(3) . . ?
O8 C16 O7 123.6(3) . . ?
O8 C16 C10 118.5(3) . . ?
O7 C16 C10 117.8(3) . . ?
C18 C17 C21 118.5(4) . . ?
N1 C18 C17 122.8(3) . . ?
N1 C19 C20 122.4(3) . . ?
C19 C20 C21 119.7(3) . . ?
C20 C21 C17 117.9(3) . . ?
C20 C21 C22 120.2(3) . . ?
C17 C21 C22 121.8(3) . . ?
C23 C22 C26 117.7(3) . . ?
C23 C22 C21 121.5(3) . . ?
C26 C22 C21 120.7(3) . . ?
C24 C23 C22 119.9(3) . . ?
N2 C24 C23 122.4(3) . . ?
N2 C25 C26 123.0(3) . . ?
C25 C26 C22 119.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        70.42
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.092
_database_code_depnum_ccdc_archive 'CCDC 980968'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H22 Cu2 O16'
_chemical_formula_weight         597.43

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   13.757(3)
_cell_length_b                   20.753(5)
_cell_length_c                   7.8600(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.660(5)
_cell_angle_gamma                90.00
_cell_volume                     2243.1(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2452
_cell_measurement_theta_min      2.459
_cell_measurement_theta_max      23.616

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1196
_exptl_absorpt_coefficient_mu    1.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5527
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16053
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0699
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         28.67
_reflns_number_total             5744
_reflns_number_gt                3797
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0561P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5744
_refine_ls_number_parameters     366
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1187
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.08405(3) 0.51081(2) 0.07707(5) 0.02784(13) Uani 1 1 d . . .
Cu2 Cu 0.50302(3) 0.66455(2) 0.53406(6) 0.03037(13) Uani 1 1 d . . .
O2 O 0.36576(18) 0.66004(13) 0.5056(3) 0.0385(6) Uani 1 1 d . . .
O1 O 0.32234(19) 0.75572(14) 0.3944(4) 0.0487(8) Uani 1 1 d . . .
O5 O -0.35661(19) 0.82701(15) 0.0763(4) 0.0459(7) Uani 1 1 d . . .
O6 O -0.3924(2) 0.72383(16) 0.0310(4) 0.0592(9) Uani 1 1 d . . .
O7 O -0.13753(19) 0.56571(12) 0.0334(4) 0.0434(7) Uani 1 1 d . . .
O3 O 0.12031(18) 0.55995(12) 0.8754(3) 0.0356(6) Uani 1 1 d . . .
O8 O 0.00871(18) 0.58525(14) 0.1524(3) 0.0441(7) Uani 1 1 d . . .
O4 O -0.0264(2) 0.54508(15) 0.7518(3) 0.0497(8) Uani 1 1 d . . .
O12W O 0.4821(2) 0.68915(18) 0.7729(4) 0.0479(8) Uani 1 1 d . . .
H12A H 0.525(4) 0.696(3) 0.820(7) 0.072 Uiso 1 1 d . . .
H12B H 0.438(4) 0.706(3) 0.789(7) 0.072 Uiso 1 1 d . . .
O10W O 0.5023(3) 0.55383(17) 0.6115(5) 0.0949(14) Uani 1 1 d . . .
H10A H 0.5563 0.5398 0.5766 0.142 Uiso 1 1 d R . .
H10B H 0.4958 0.5544 0.7238 0.142 Uiso 1 1 d R . .
O11W O 0.5201(3) 0.64458(19) 0.2892(4) 0.0540(9) Uani 1 1 d . . .
H11A H 0.552(4) 0.665(3) 0.236(7) 0.081 Uiso 1 1 d . . .
H11B H 0.475(4) 0.638(3) 0.245(7) 0.081 Uiso 1 1 d . . .
O9W O 0.2112(3) 0.53470(18) 0.2350(4) 0.0630(10) Uani 1 1 d D . .
H9WA H 0.233(4) 0.5660(18) 0.188(7) 0.095 Uiso 1 1 d D . .
H9WB H 0.242(4) 0.515(2) 0.310(6) 0.095 Uiso 1 1 d D . .
C13 C 0.3037(2) 0.70234(18) 0.4551(4) 0.0305(8) Uani 1 1 d . . .
C2 C 0.1994(2) 0.68166(17) 0.4770(4) 0.0265(7) Uani 1 1 d . . .
C1 C 0.1252(2) 0.70645(18) 0.3711(4) 0.0281(8) Uani 1 1 d . . .
H1 H 0.145(3) 0.7400(17) 0.285(5) 0.034 Uiso 1 1 d . . .
C5 C 0.0117(2) 0.63523(19) 0.5032(4) 0.0289(8) Uani 1 1 d . . .
H5 H -0.045(3) 0.6181(18) 0.507(5) 0.035 Uiso 1 1 d . . .
C6 C 0.0304(2) 0.68220(17) 0.3834(4) 0.0264(7) Uani 1 1 d . . .
C7 C -0.0544(2) 0.70602(18) 0.2777(4) 0.0280(8) Uani 1 1 d . . .
C8 C -0.0825(3) 0.76974(19) 0.2898(4) 0.0314(8) Uani 1 1 d . . .
H8 H -0.050(3) 0.7974(18) 0.348(5) 0.038 Uiso 1 1 d . . .
C9 C -0.1709(3) 0.7915(2) 0.2193(5) 0.0359(9) Uani 1 1 d . . .
H9 H -0.188(3) 0.8316(19) 0.230(5) 0.043 Uiso 1 1 d . . .
C10 C -0.2343(2) 0.74836(19) 0.1408(4) 0.0328(8) Uani 1 1 d . . .
C11 C -0.2045(3) 0.6854(2) 0.1202(4) 0.0356(9) Uani 1 1 d . . .
H11 H -0.2460 0.6565 0.0643 0.043 Uiso 1 1 calc R . .
C12 C -0.1139(2) 0.66386(18) 0.1808(4) 0.0306(8) Uani 1 1 d . . .
C16 C -0.0786(3) 0.59941(19) 0.1215(4) 0.0327(8) Uani 1 1 d . . .
C14 C 0.0578(3) 0.56863(18) 0.7577(4) 0.0309(8) Uani 1 1 d . . .
C4 C 0.0839(2) 0.61347(17) 0.6171(4) 0.0282(8) Uani 1 1 d . . .
C3 C 0.1785(3) 0.63583(18) 0.5992(4) 0.0297(8) Uani 1 1 d . . .
H3 H 0.227(3) 0.6247(18) 0.662(5) 0.036 Uiso 1 1 d . . .
C15 C -0.3338(3) 0.7672(2) 0.0756(5) 0.0392(10) Uani 1 1 d . . .
O18W O 0.6278(8) 0.5629(4) 0.9027(13) 0.178(4) Uani 0.67 1 d P A 4
O17W O 0.4601(15) 0.5374(7) 0.9170(18) 0.141(7) Uani 0.33 1 d P B 3
O15W O 0.3287(11) 0.4456(8) 0.793(2) 0.109(8) Uani 0.306(12) 1 d P C 1
O13W O 0.2604(5) 0.4488(3) 0.4969(9) 0.147(2) Uani 1 1 d G . .
H13W H 0.2818 0.4744 0.5817 0.220 Uiso 1 1 d G . .
O16W O 0.3468(3) 0.6261(2) 1.0909(5) 0.0802(11) Uani 1 1 d G . .
H16A H 0.3703 0.5926 1.0457 0.120 Uiso 1 1 d G . .
H16B H 0.2941 0.6364 1.0385 0.120 Uiso 1 1 d G . .
O14W O 0.3257(6) 0.5144(4) 0.8215(10) 0.123(4) Uani 0.694(12) 1 d P C 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
Cu1 O4 1.961(2) 3_566 ?
Cu1 O3 1.961(2) 1_554 ?
Cu1 O8 1.961(3) . ?
Cu1 O7 1.963(3) 3_565 ?
Cu1 O9W 2.173(3) . ?
Cu1 Cu1 2.6182(10) 3_565 ?
Cu2 O2 1.897(2) . ?
Cu2 O5 1.958(3) 4_676 ?
Cu2 O12W 1.975(3) . ?
Cu2 O11W 1.989(3) . ?
Cu2 O10W 2.377(4) . ?
O2 C13 1.280(4) . ?
O1 C13 1.236(4) . ?
O5 C15 1.280(5) . ?
O5 Cu2 1.958(3) 4_475 ?
O6 C15 1.251(5) . ?
O7 C16 1.262(4) . ?
O7 Cu1 1.963(3) 3_565 ?
O3 C14 1.258(4) . ?
O3 Cu1 1.961(2) 1_556 ?
O8 C16 1.254(4) . ?
O4 C14 1.257(4) . ?
O4 Cu1 1.961(2) 3_566 ?
C13 C2 1.512(5) . ?
C2 C3 1.387(5) . ?
C2 C1 1.396(5) . ?
C1 C6 1.404(5) . ?
C5 C6 1.384(5) . ?
C5 C4 1.393(5) . ?
C6 C7 1.497(4) . ?
C7 C8 1.382(5) . ?
C7 C12 1.407(5) . ?
C8 C9 1.397(5) . ?
C9 C10 1.382(5) . ?
C10 C11 1.380(5) . ?
C10 C15 1.500(5) . ?
C11 C12 1.395(5) . ?
C12 C16 1.502(5) . ?
C14 C4 1.497(5) . ?
C4 C3 1.393(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 O3 168.31(11) 3_566 1_554 ?
O4 Cu1 O8 91.79(13) 3_566 . ?
O3 Cu1 O8 89.04(12) 1_554 . ?
O4 Cu1 O7 89.37(13) 3_566 3_565 ?
O3 Cu1 O7 87.48(11) 1_554 3_565 ?
O8 Cu1 O7 168.16(11) . 3_565 ?
O4 Cu1 O9W 94.47(12) 3_566 . ?
O3 Cu1 O9W 97.11(11) 1_554 . ?
O8 Cu1 O9W 94.10(14) . . ?
O7 Cu1 O9W 97.56(14) 3_565 . ?
O4 Cu1 Cu1 81.18(8) 3_566 3_565 ?
O3 Cu1 Cu1 87.54(8) 1_554 3_565 ?
O8 Cu1 Cu1 78.88(8) . 3_565 ?
O7 Cu1 Cu1 89.66(8) 3_565 3_565 ?
O9W Cu1 Cu1 171.55(11) . 3_565 ?
O2 Cu2 O5 176.21(12) . 4_676 ?
O2 Cu2 O12W 87.30(12) . . ?
O5 Cu2 O12W 89.20(12) 4_676 . ?
O2 Cu2 O11W 91.16(13) . . ?
O5 Cu2 O11W 92.25(13) 4_676 . ?
O12W Cu2 O11W 176.58(16) . . ?
O2 Cu2 O10W 88.35(14) . . ?
O5 Cu2 O10W 93.11(14) 4_676 . ?
O12W Cu2 O10W 90.26(15) . . ?
O11W Cu2 O10W 92.75(15) . . ?
C13 O2 Cu2 131.0(2) . . ?
C15 O5 Cu2 109.1(2) . 4_475 ?
C16 O7 Cu1 116.6(3) . 3_565 ?
C14 O3 Cu1 119.0(2) . 1_556 ?
C16 O8 Cu1 129.6(3) . . ?
C14 O4 Cu1 126.5(2) . 3_566 ?
O1 C13 O2 126.2(3) . . ?
O1 C13 C2 120.4(3) . . ?
O2 C13 C2 113.4(3) . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 C13 119.3(3) . . ?
C1 C2 C13 120.5(3) . . ?
C2 C1 C6 119.4(3) . . ?
C6 C5 C4 121.5(3) . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 C7 116.9(3) . . ?
C1 C6 C7 123.7(3) . . ?
C8 C7 C12 118.3(3) . . ?
C8 C7 C6 119.5(3) . . ?
C12 C7 C6 121.8(3) . . ?
C7 C8 C9 121.6(4) . . ?
C10 C9 C8 119.9(4) . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 C15 118.6(3) . . ?
C9 C10 C15 122.8(4) . . ?
C10 C11 C12 122.0(3) . . ?
C11 C12 C7 119.0(3) . . ?
C11 C12 C16 118.3(3) . . ?
C7 C12 C16 122.3(3) . . ?
O8 C16 O7 125.0(4) . . ?
O8 C16 C12 117.7(3) . . ?
O7 C16 C12 117.1(3) . . ?
O4 C14 O3 125.5(3) . . ?
O4 C14 C4 117.1(3) . . ?
O3 C14 C4 117.3(3) . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 C14 121.8(3) . . ?
C5 C4 C14 119.6(3) . . ?
C2 C3 C4 120.7(3) . . ?
O6 C15 O5 122.9(4) . . ?
O6 C15 C10 118.8(4) . . ?
O5 C15 C10 118.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.67
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.094
_database_code_depnum_ccdc_archive 'CCDC 981706'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_htp-21

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H48 Co3 N4 O30'
_chemical_formula_weight         1289.65

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   7.3730(4)
_cell_length_b                   13.0724(7)
_cell_length_c                   13.8570(8)
_cell_angle_alpha                100.721(5)
_cell_angle_beta                 101.817(5)
_cell_angle_gamma                98.064(5)
_cell_volume                     1262.16(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2680
_cell_measurement_theta_min      3.2280
_cell_measurement_theta_max      26.4650

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             661
_exptl_absorpt_coefficient_mu    1.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88027
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8246
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4417
_reflns_number_gt                3331
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0739P)²+5.2301P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4417
_refine_ls_number_parameters     435
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1779
_refine_ls_wR_factor_gt          0.1581
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 1.0000 0.5000 0.5000 0.0180(3) Uani 1 2 d S . .
Co2 Co 0.28302(13) 0.17519(6) 0.66141(6) 0.0357(3) Uani 1 1 d . . .
O1 O 0.3306(6) 0.3375(3) 0.6939(3) 0.0259(9) Uani 1 1 d . . .
O12W O 0.8147(6) 0.3653(3) 0.4035(3) 0.0273(9) Uani 1 1 d D . .
O3 O 0.5694(5) 0.6867(3) 0.6000(3) 0.0284(9) Uani 1 1 d . . .
O8 O 0.9303(6) 1.1684(3) 1.1068(3) 0.0311(10) Uani 1 1 d D . .
O4 O 0.8284(6) 0.7613(3) 0.7192(3) 0.0330(10) Uani 1 1 d . . .
O2 O 0.3142(7) 0.3485(3) 0.8549(3) 0.0430(12) Uani 1 1 d . . .
O7 O 0.9264(6) 1.0207(3) 1.1647(3) 0.0373(11) Uani 1 1 d . . .
N2 N 1.0853(6) 0.5508(3) 0.2128(3) 0.0228(10) Uani 1 1 d . . .
O5 O 0.3497(6) 1.0189(3) 0.6819(3) 0.0361(10) Uani 1 1 d . . .
O13W O 0.7879(6) 0.5904(3) 0.4771(3) 0.0325(10) Uani 1 1 d D . .
O14W O -0.0810(7) 0.1672(3) 0.3797(3) 0.0404(11) Uani 1 1 d D . .
O6 O 0.5248(6) 1.1664(3) 0.7751(3) 0.0417(11) Uani 1 1 d . . .
N1 N 1.0816(6) 0.5402(3) 0.3696(3) 0.0239(10) Uani 1 1 d . . .
C1 C 0.5768(7) 0.6623(4) 0.7663(4) 0.0167(10) Uani 1 1 d . . .
O9W O 0.1061(8) 0.1642(4) 0.7679(4) 0.0461(12) Uani 1 1 d D . .
O10W O 0.4161(8) 0.1663(4) 0.5349(4) 0.0599(15) Uani 1 1 d . . .
H10A H 0.4146 0.2239 0.5098 0.090 Uiso 1 1 d R . .
H10B H 0.3573 0.1113 0.4850 0.090 Uiso 1 1 d R . .
C14 C 0.6659(8) 0.7083(4) 0.6902(4) 0.0226(12) Uani 1 1 d . . .
C6 C 0.5605(7) 0.7243(4) 0.8570(4) 0.0200(11) Uani 1 1 d . . .
C16 C 0.8785(8) 1.0660(4) 1.0979(4) 0.0230(12) Uani 1 1 d . . .
C2 C 0.5128(8) 0.5539(4) 0.7436(4) 0.0210(11) Uani 1 1 d . . .
H2 H 0.533(8) 0.518(4) 0.686(5) 0.025 Uiso 1 1 d . . .
C9 C 0.7552(8) 1.0099(4) 0.9961(4) 0.0219(11) Uani 1 1 d . . .
C8 C 0.7156(8) 0.8997(4) 0.9737(4) 0.0206(11) Uani 1 1 d . . .
H8A H 0.759(8) 0.870(5) 1.015(5) 0.025 Uiso 1 1 d . . .
C19 C 1.0217(8) 0.4919(4) 0.2744(4) 0.0210(11) Uani 1 1 d . . .
H19 H 0.943(9) 0.439(5) 0.252(4) 0.025 Uiso 1 1 d . . .
C21 C 1.0433(8) 0.5236(4) 0.1040(4) 0.0220(11) Uani 1 1 d . . .
C7 C 0.6072(7) 0.8436(4) 0.8799(4) 0.0201(11) Uani 1 1 d . . .
C13 C 0.3569(8) 0.3886(4) 0.7851(4) 0.0263(13) Uani 1 1 d . . .
C5 C 0.4886(8) 0.6747(4) 0.9246(4) 0.0231(12) Uani 1 1 d . . .
H5 H 0.4805 0.7151 0.9858 0.028 Uiso 1 1 calc R . .
C3 C 0.4365(8) 0.5043(4) 0.8100(4) 0.0219(12) Uani 1 1 d . . .
C22 C 1.0173(8) 0.4209(4) 0.0529(4) 0.0275(13) Uani 1 1 d . . .
H22 H 1.0303 0.3677 0.0886 0.033 Uiso 1 1 calc R . .
C11 C 0.5706(7) 1.0090(4) 0.8322(4) 0.0220(11) Uani 1 1 d . . .
C4 C 0.4286(8) 0.5661(4) 0.9027(4) 0.0246(12) Uani 1 1 d . . .
H4 H 0.379(8) 0.537(4) 0.950(5) 0.029 Uiso 1 1 d . . .
C18 C 1.1925(9) 0.6430(5) 0.2742(4) 0.0311(14) Uani 1 1 d . . .
H18 H 1.250(9) 0.691(5) 0.249(5) 0.037 Uiso 1 1 d . . .
C10 C 0.6842(8) 1.0649(4) 0.9248(4) 0.0223(12) Uani 1 1 d . . .
H10 H 0.703(8) 1.134(5) 0.941(4) 0.027 Uiso 1 1 d . . .
C15 C 0.4778(8) 1.0688(4) 0.7586(4) 0.0285(13) Uani 1 1 d . . .
C12 C 0.5341(8) 0.8988(4) 0.8096(4) 0.0226(12) Uani 1 1 d . . .
H12 H 0.4599 0.8619 0.7468 0.027 Uiso 1 1 calc R . .
C20 C 1.0284(9) 0.6048(4) 0.0519(4) 0.0305(13) Uani 1 1 d . . .
H20 H 1.050(9) 0.679(5) 0.085(5) 0.037 Uiso 1 1 d . . .
C17 C 1.1882(9) 0.6357(5) 0.3691(4) 0.0326(14) Uani 1 1 d . . .
H17 H 1.2487 0.6878 0.4266 0.039 Uiso 1 1 calc R . .
H14A H -0.161(8) 0.112(4) 0.354(5) 0.07(3) Uiso 1 1 d D . .
H14B H 0.000(9) 0.188(6) 0.350(5) 0.07(3) Uiso 1 1 d D . .
O11W O 0.0413(8) 0.1285(5) 0.5578(4) 0.083(2) Uani 1 1 d D . .
H11A H -0.0509 0.0920 0.5712 0.100 Uiso 1 1 d RD . .
H11B H 0.0501 0.1399 0.5018 0.100 Uiso 1 1 d RD . .
H13A H 0.732(7) 0.611(4) 0.520(3) 0.019(15) Uiso 1 1 d D . .
H12A H 0.842(8) 0.305(3) 0.399(5) 0.04(2) Uiso 1 1 d D . .
H13B H 0.767(9) 0.604(5) 0.420(2) 0.04(2) Uiso 1 1 d D . .
H12B H 0.706(5) 0.376(5) 0.402(7) 0.07(3) Uiso 1 1 d D . .
H8 H 1.007(7) 1.190(5) 1.160(3) 0.036(19) Uiso 1 1 d D . .
H9WA H 0.025(7) 0.163(5) 0.800(4) 0.026(18) Uiso 1 1 d D . .
H9WB H 0.171(14) 0.219(5) 0.803(7) 0.12(5) Uiso 1 1 d D . .
O15W O -0.278(2) 0.0564(17) 0.5933(17) 0.112(6) Uani 0.61(4) 1 d PU A 2
O16W O -0.234(3) -0.002(3) 0.6288(18) 0.082(10) Uani 0.39(4) 1 d PU A 1


_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 O13W 2.097(4) 2_766 ?
Co1 O13W 2.097(4) . ?
Co1 O12W 2.111(4) . ?
Co1 O12W 2.111(4) 2_766 ?
Co1 N1 2.147(4) . ?
Co1 N1 2.147(4) 2_766 ?
Co2 O11W 1.983(6) . ?
Co2 O1 2.049(3) . ?
Co2 O6 2.155(4) 1_545 ?
Co2 O10W 2.170(5) . ?
Co2 O9W 2.172(6) . ?
Co2 O5 2.222(4) 1_545 ?
Co2 C15 2.505(6) 1_545 ?
O1 C13 1.277(6) . ?
O3 C14 1.263(6) . ?
O8 C16 1.315(6) . ?
O4 C14 1.242(6) . ?
O2 C13 1.256(7) . ?
O7 C16 1.210(6) . ?
N2 C19 1.359(7) . ?
N2 C18 1.370(7) . ?
N2 C21 1.440(7) . ?
O5 C15 1.267(7) . ?
O5 Co2 2.222(4) 1_565 ?
O6 C15 1.239(6) . ?
O6 Co2 2.155(4) 1_565 ?
N1 C19 1.308(7) . ?
N1 C17 1.381(7) . ?
C1 C2 1.383(7) . ?
C1 C6 1.401(7) . ?
C1 C14 1.521(7) . ?
C6 C5 1.382(7) . ?
C6 C7 1.507(7) . ?
C16 C9 1.502(7) . ?
C2 C3 1.384(7) . ?
C9 C10 1.387(7) . ?
C9 C8 1.391(7) . ?
C8 C7 1.386(7) . ?
C21 C22 1.364(8) . ?
C21 C20 1.394(7) . ?
C7 C12 1.384(7) . ?
C13 C3 1.492(7) . ?
C5 C4 1.383(7) . ?
C3 C4 1.400(8) . ?
C22 C20 1.385(8) 2_765 ?
C11 C10 1.386(8) . ?
C11 C12 1.391(7) . ?
C11 C15 1.510(7) . ?
C18 C17 1.342(8) . ?
C15 Co2 2.505(6) 1_565 ?
C20 C22 1.385(8) 2_765 ?

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
O13W Co1 O13W 180.0(2) 2_766 . ?
O13W Co1 O12W 89.90(17) 2_766 . ?
O13W Co1 O12W 90.10(17) . . ?
O13W Co1 O12W 90.10(17) 2_766 2_766 ?
O13W Co1 O12W 89.90(17) . 2_766 ?
O12W Co1 O12W 180.00(16) . 2_766 ?
O13W Co1 N1 92.01(17) 2_766 . ?
O13W Co1 N1 87.99(17) . . ?
O12W Co1 N1 88.54(16) . . ?
O12W Co1 N1 91.46(16) 2_766 . ?
O13W Co1 N1 87.99(17) 2_766 2_766 ?
O13W Co1 N1 92.01(17) . 2_766 ?
O12W Co1 N1 91.46(16) . 2_766 ?
O12W Co1 N1 88.54(16) 2_766 2_766 ?
N1 Co1 N1 180.000(1) . 2_766 ?
O11W Co2 O1 106.0(2) . . ?
O11W Co2 O6 159.3(2) . 1_545 ?
O1 Co2 O6 94.19(15) . 1_545 ?
O11W Co2 O10W 85.9(2) . . ?
O1 Co2 O10W 93.12(17) . . ?
O6 Co2 O10W 97.8(2) 1_545 . ?
O11W Co2 O9W 84.2(2) . . ?
O1 Co2 O9W 93.33(17) . . ?
O6 Co2 O9W 90.2(2) 1_545 . ?
O10W Co2 O9W 169.4(2) . . ?
O11W Co2 O5 100.1(2) . 1_545 ?
O1 Co2 O5 153.86(16) . 1_545 ?
O6 Co2 O5 59.66(15) 1_545 1_545 ?
O10W Co2 O5 90.35(18) . 1_545 ?
O9W Co2 O5 87.57(18) . 1_545 ?
O11W Co2 C15 129.7(2) . 1_545 ?
O1 Co2 C15 123.64(17) . 1_545 ?
O6 Co2 C15 29.64(16) 1_545 1_545 ?
O10W Co2 C15 98.0(2) . 1_545 ?
O9W Co2 C15 85.5(2) . 1_545 ?
O5 Co2 C15 30.34(16) 1_545 1_545 ?
C13 O1 Co2 119.8(3) . . ?
C19 N2 C18 106.6(4) . . ?
C19 N2 C21 126.9(4) . . ?
C18 N2 C21 126.5(4) . . ?
C15 O5 Co2 87.3(3) . 1_565 ?
C15 O6 Co2 91.0(4) . 1_565 ?
C19 N1 C17 104.8(4) . . ?
C19 N1 Co1 129.6(4) . . ?
C17 N1 Co1 124.8(4) . . ?
C2 C1 C6 119.8(5) . . ?
C2 C1 C14 117.2(5) . . ?
C6 C1 C14 122.9(4) . . ?
O4 C14 O3 124.4(5) . . ?
O4 C14 C1 118.8(4) . . ?
O3 C14 C1 116.8(5) . . ?
C5 C6 C1 118.8(4) . . ?
C5 C6 C7 119.1(5) . . ?
C1 C6 C7 121.9(5) . . ?
O7 C16 O8 123.5(5) . . ?
O7 C16 C9 122.9(5) . . ?
O8 C16 C9 113.7(5) . . ?
C1 C2 C3 121.4(5) . . ?
C10 C9 C8 120.1(5) . . ?
C10 C9 C16 121.8(5) . . ?
C8 C9 C16 118.1(5) . . ?
C7 C8 C9 120.6(5) . . ?
N1 C19 N2 111.8(5) . . ?
C22 C21 C20 120.6(5) . . ?
C22 C21 N2 120.9(5) . . ?
C20 C21 N2 118.5(5) . . ?
C12 C7 C8 119.0(5) . . ?
C12 C7 C6 120.5(4) . . ?
C8 C7 C6 120.4(5) . . ?
O2 C13 O1 124.2(5) . . ?
O2 C13 C3 117.5(5) . . ?
O1 C13 C3 118.2(5) . . ?
C6 C5 C4 121.1(5) . . ?
C2 C3 C4 118.5(5) . . ?
C2 C3 C13 122.5(5) . . ?
C4 C3 C13 119.0(5) . . ?
C21 C22 C20 120.5(5) . 2_765 ?
C10 C11 C12 120.2(5) . . ?
C10 C11 C15 119.4(5) . . ?
C12 C11 C15 120.3(5) . . ?
C5 C4 C3 120.2(5) . . ?
C17 C18 N2 106.1(5) . . ?
C11 C10 C9 119.3(5) . . ?
O6 C15 O5 120.8(5) . . ?
O6 C15 C11 119.6(5) . . ?
O5 C15 C11 119.6(5) . . ?
O6 C15 Co2 59.4(3) . 1_565 ?
O5 C15 Co2 62.4(3) . 1_565 ?
C11 C15 Co2 168.3(4) . 1_565 ?
C7 C12 C11 120.5(5) . . ?
C22 C20 C21 118.9(5) 2_765 . ?
C18 C17 N1 110.7(5) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.772
_refine_diff_density_min         -1.061
_refine_diff_density_rms         0.110
_database_code_depnum_ccdc_archive 'CCDC 981699'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_htp-18

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H41 N6 Ni2 O18'
_chemical_formula_weight         939.11

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'

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                   22.1280(9)
_cell_length_b                   14.5817(4)
_cell_length_c                   28.0830(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.316(5)
_cell_angle_gamma                90.00
_cell_volume                     8122.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3732
_cell_measurement_theta_min      3.4630
_cell_measurement_theta_max      25.2940

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3880
_exptl_absorpt_coefficient_mu    1.010
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87903
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71000
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17122
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0824
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7169
_reflns_number_gt                5003
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0651P)²+1.4371P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7169
_refine_ls_number_parameters     625
_refine_ls_number_restraints     715
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1494
_refine_ls_wR_factor_gt          0.1277
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.74600(3) 0.32840(3) 0.74428(2) 0.01890(16) Uani 1 1 d U . .
Ni2 Ni 0.78102(3) 0.50577(4) 0.46059(2) 0.02478(17) Uani 1 1 d U . .
O1 O 0.82688(17) 0.33501(18) 0.66539(13) 0.0351(8) Uani 1 1 d U . .
O2 O 0.77692(15) 0.41707(18) 0.70439(12) 0.0279(7) Uani 1 1 d U . .
O3 O 0.78698(14) 0.73962(18) 0.71597(12) 0.0258(7) Uani 1 1 d U . .
O4 O 0.83571(16) 0.82498(18) 0.67718(13) 0.0333(8) Uani 1 1 d U . .
O5 O 1.21609(14) 0.57218(17) 0.65146(12) 0.0260(7) Uani 1 1 d U . .
O6 O 1.15278(14) 0.5113(2) 0.57211(12) 0.0332(8) Uani 1 1 d U . .
O7 O 0.86478(14) 0.55038(19) 0.52755(12) 0.0252(7) Uani 1 1 d U . .
O8 O 0.91188(17) 0.4119(2) 0.54990(15) 0.0509(10) Uani 1 1 d U . .
O9W O 0.79111(17) 0.3693(2) 0.48638(14) 0.0349(8) Uani 1 1 d DU . .
H9WA H 0.780(3) 0.325(2) 0.4663(17) 0.052 Uiso 1 1 d DU . .
O10W O 0.69973(15) 0.4647(2) 0.38990(12) 0.0352(8) Uani 1 1 d U . .
H10A H 0.6784 0.4171 0.3948 0.053 Uiso 1 1 d RU . .
H10B H 0.7131 0.4489 0.3657 0.053 Uiso 1 1 d RU . .
O11W O 0.76211(19) 0.6428(2) 0.42998(16) 0.0400(8) Uani 1 1 d DU . .
O12W O 0.78105(14) 0.21600(17) 0.71604(11) 0.0265(7) Uani 1 1 d U . .
H12A H 0.7479 0.1786 0.6971 0.040 Uiso 1 1 d RU . .
H12B H 0.7996 0.2344 0.6957 0.040 Uiso 1 1 d RU . .
O13W O 0.71159(14) 0.44105(17) 0.77243(12) 0.0269(7) Uani 1 1 d U . .
H13A H 0.7438 0.4945 0.7945 0.040 Uiso 1 1 d RU . .
H13B H 0.6957 0.4230 0.7946 0.040 Uiso 1 1 d RU . .
N1 N 0.72033(18) 0.5309(3) 0.49717(15) 0.0303(9) Uani 1 1 d U . .
N2 N 0.63179(18) 0.5319(2) 0.51353(16) 0.0308(9) Uani 1 1 d U . .
N3 N 0.84241(17) 0.3294(2) 0.80790(14) 0.0251(8) Uani 1 1 d U . .
N4 N 0.92720(18) 0.3007(2) 0.88616(14) 0.0251(8) Uani 1 1 d U . .
N5 N 1.06775(18) 0.2010(2) 1.10108(14) 0.0257(8) Uani 1 1 d U . .
N6 N 1.15109(17) 0.1755(2) 1.18056(14) 0.0255(8) Uani 1 1 d U . .
C2 C 0.8436(2) 0.4968(2) 0.67377(17) 0.0207(9) Uani 1 1 d U . .
C3 C 0.8206(2) 0.5794(3) 0.68421(16) 0.0215(9) Uani 1 1 d U . .
H3 H 0.7861 0.5795 0.6946 0.026 Uiso 1 1 calc RU . .
C4 C 0.8488(2) 0.6624(3) 0.67924(16) 0.0215(9) Uani 1 1 d U . .
C5 C 0.9013(2) 0.6609(3) 0.66444(17) 0.0215(9) Uani 1 1 d U . .
H5 H 0.9208 0.7158 0.6615 0.026 Uiso 1 1 calc RU . .
C6 C 0.9248(2) 0.5793(3) 0.65409(16) 0.0197(9) Uani 1 1 d U . .
C7 C 0.9840(2) 0.5755(2) 0.64129(17) 0.0209(9) Uani 1 1 d U . .
C8 C 1.0469(2) 0.6064(3) 0.67937(18) 0.0243(10) Uani 1 1 d U . .
H8 H 1.0505 0.6336 0.7105 0.029 Uiso 1 1 calc RU . .
C9 C 1.1037(2) 0.5967(3) 0.67088(17) 0.0243(10) Uani 1 1 d U . .
H9 H 1.1455 0.6163 0.6966 0.029 Uiso 1 1 calc RU . .
C10 C 1.0985(2) 0.5577(2) 0.62402(16) 0.0192(9) Uani 1 1 d U . .
C11 C 1.0362(2) 0.5272(3) 0.58622(17) 0.0224(9) Uani 1 1 d U . .
H11 H 1.0326 0.5005 0.5550 0.027 Uiso 1 1 calc RU . .
C12 C 0.9786(2) 0.5363(3) 0.59477(16) 0.0183(9) Uani 1 1 d U . .
C13 C 0.8133(2) 0.4096(3) 0.68119(17) 0.0230(9) Uani 1 1 d U . .
C14 C 0.8222(2) 0.7493(3) 0.69168(16) 0.0209(9) Uani 1 1 d U . .
C15 C 1.1599(2) 0.5464(3) 0.61464(17) 0.0201(9) Uani 1 1 d U . .
C16 C 0.9130(2) 0.4963(3) 0.55419(18) 0.0251(10) Uani 1 1 d U . .
C17 C 0.6841(3) 0.5690(4) 0.5567(2) 0.0484(14) Uani 1 1 d U . .
H17 H 0.6832 0.5911 0.5874 0.058 Uiso 1 1 calc RU . .
C18 C 0.7378(3) 0.5672(4) 0.5457(2) 0.0411(13) Uani 1 1 d U . .
C19 C 0.6566(2) 0.5095(3) 0.4792(2) 0.0339(11) Uani 1 1 d U . .
H19 H 0.6314 0.4820 0.4465 0.041 Uiso 1 1 calc RU . .
C20 C 0.5138(2) 0.4992(3) 0.45684(19) 0.0305(10) Uani 1 1 d U . .
H20 H 0.5233 0.4985 0.4277 0.037 Uiso 1 1 calc RU . .
C21 C 0.5647(2) 0.5166(3) 0.50659(18) 0.0256(10) Uani 1 1 d U . .
C22 C 0.5515(2) 0.5175(3) 0.55036(19) 0.0310(11) Uani 1 1 d U . .
H22 H 0.5859 0.5291 0.5841 0.037 Uiso 1 1 calc RU . .
C23 C 0.9544(2) 0.3239(3) 0.85273(18) 0.0345(11) Uani 1 1 d U . .
H23 H 1.0001 0.3270 0.8612 0.041 Uiso 1 1 calc RU . .
C24 C 0.9026(2) 0.3414(3) 0.80522(18) 0.0339(11) Uani 1 1 d U . .
H24 H 0.9067 0.3590 0.7750 0.041 Uiso 1 1 calc RU . .
C25 C 0.8597(2) 0.3052(3) 0.85739(18) 0.0302(10) Uani 1 1 d U . .
H25 H 0.8291 0.2928 0.8709 0.036 Uiso 1 1 calc RU . .
C26 C 0.9633(2) 0.2756(3) 0.94103(17) 0.0252(10) Uani 1 1 d U . .
C27 C 0.9347(2) 0.2929(3) 0.97493(19) 0.0320(11) Uani 1 1 d U . .
C29 C 1.0330(2) 0.2264(3) 1.04618(17) 0.0274(10) Uani 1 1 d U . .
C30 C 1.0613(2) 0.2121(3) 1.01208(18) 0.0292(10) Uani 1 1 d U . .
H30 H 1.1040 0.1861 1.0245 0.035 Uiso 1 1 calc RU . .
C31 C 1.0262(2) 0.2363(3) 0.95925(17) 0.0271(10) Uani 1 1 d U . .
H31 H 1.0450 0.2260 0.9360 0.032 Uiso 1 1 calc RU . .
C32 C 1.0393(2) 0.1740(3) 1.13335(19) 0.0311(11) Uani 1 1 d U . .
H32 H 0.9936 0.1677 1.1239 0.037 Uiso 1 1 calc RU . .
C33 C 1.0909(2) 0.1583(3) 1.1814(2) 0.0302(11) Uani 1 1 d U . .
C34 C 1.1348(2) 0.2002(3) 1.13100(18) 0.0272(10) Uani 1 1 d U . .
H34 H 1.1661 0.2152 1.1184 0.033 Uiso 1 1 calc RU . .
O17W O 0.5025(4) 0.5884(5) 0.6894(5) 0.098(4) Uani 0.50 1 d PD . .
H17A H 0.4972 0.5823 0.6580 0.147 Uiso 0.50 1 d PRD . .
H17B H 0.5434(16) 0.578(11) 0.7031(12) 0.147 Uiso 0.50 1 d PD . .
O18W O 0.6778(4) 0.7563(4) 0.4670(3) 0.0458(18) Uani 0.50 1 d PGU . .
H18A H 0.6618 0.7478 0.4892 0.069 Uiso 0.50 1 d PGU . .
H18B H 0.6620 0.8059 0.4501 0.069 Uiso 0.50 1 d PGU . .
O16W O 0.3849(3) 0.6863(4) 0.6224(3) 0.1083(19) Uani 1 1 d DU . .
O14W O 0.2655(2) 0.6910(3) 0.44456(18) 0.0578(11) Uani 1 1 d D . .
H14A H 0.234(3) 0.694(5) 0.4144(14) 0.087 Uiso 1 1 d D . .
H14B H 0.240(3) 0.704(4) 0.458(3) 0.087 Uiso 1 1 d D . .
O15W O 0.3646(3) 0.4137(3) 0.3092(2) 0.119(2) Uani 1 1 d DU . .
C1 C 0.9701(2) 0.2677(3) 1.02836(19) 0.0327(11) Uani 1 1 d U . .
C1A C 0.8949(2) 0.4984(3) 0.65821(17) 0.0213(9) Uani 1 1 d U . .
H15A H 0.353(4) 0.4680(17) 0.299(3) 0.130(17) Uiso 1 1 d DU . .
H15B H 0.347(4) 0.370(3) 0.288(2) 0.119(17) Uiso 1 1 d DU . .
H27 H 0.895(2) 0.331(3) 0.9609(19) 0.040(12) Uiso 1 1 d U . .
H1 H 0.949(2) 0.286(3) 1.0482(18) 0.031(11) Uiso 1 1 d U . .
H1A H 0.9117(19) 0.450(2) 0.6498(15) 0.015(9) Uiso 1 1 d U . .
H33 H 1.090(2) 0.144(3) 1.2132(18) 0.032(11) Uiso 1 1 d U . .
H9WB H 0.8328(10) 0.374(3) 0.5043(16) 0.030(12) Uiso 1 1 d DU . .
H16A H 0.381(4) 0.739(3) 0.632(4) 0.169(18) Uiso 1 1 d DU . .
H16B H 0.421(3) 0.657(5) 0.638(4) 0.179(19) Uiso 1 1 d DU . .
H11A H 0.727(2) 0.636(5) 0.4012(17) 0.11(2) Uiso 1 1 d DU . .
H11B H 0.746(4) 0.677(4) 0.445(3) 0.12(2) Uiso 1 1 d DU . .
H18 H 0.774(3) 0.585(3) 0.562(2) 0.055(14) Uiso 1 1 d U . .
O20W O 0.4593(7) 0.4128(8) 0.6985(8) 0.127(6) Uani 0.596(19) 1 d PU A 2
O19W O 0.4187(10) 0.4362(9) 0.6506(9) 0.096(6) Uani 0.404(19) 1 d PU A 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O2 2.019(3) . ?
Ni1 O3 2.044(3) 4_646 ?
Ni1 N6 2.070(4) 8_455 ?
Ni1 N3 2.089(4) . ?
Ni1 O13W 2.106(3) . ?
Ni1 O12W 2.113(3) . ?
Ni2 N1 2.054(4) . ?
Ni2 O6 2.060(3) 5_766 ?
Ni2 O7 2.075(3) . ?
Ni2 O10W 2.090(3) . ?
Ni2 O9W 2.095(3) . ?
Ni2 O11W 2.142(4) . ?
O1 C13 1.260(5) . ?
O2 C13 1.245(5) . ?
O3 C14 1.250(5) . ?
O3 Ni1 2.044(3) 4_656 ?
O4 C14 1.257(5) . ?
O5 C15 1.272(5) . ?
O6 C15 1.244(5) . ?
O6 Ni2 2.060(3) 5_766 ?
O7 C16 1.270(5) . ?
O8 C16 1.236(5) . ?
N1 C19 1.307(5) . ?
N1 C18 1.350(6) . ?
N2 C19 1.344(5) . ?
N2 C17 1.364(6) . ?
N2 C21 1.426(5) . ?
N3 C25 1.315(5) . ?
N3 C24 1.377(5) . ?
N4 C25 1.348(5) . ?
N4 C23 1.364(6) . ?
N4 C26 1.434(5) . ?
N5 C34 1.343(5) . ?
N5 C32 1.370(6) . ?
N5 C29 1.433(5) . ?
N6 C34 1.324(5) . ?
N6 C33 1.366(6) . ?
N6 Ni1 2.070(4) 8_556 ?
C2 C1A 1.386(6) . ?
C2 C3 1.388(5) . ?
C2 C13 1.496(5) . ?
C3 C4 1.396(5) . ?
C4 C5 1.398(5) . ?
C4 C14 1.502(5) . ?
C5 C6 1.380(5) . ?
C6 C1A 1.383(5) . ?
C6 C7 1.505(5) . ?
C7 C12 1.382(6) . ?
C7 C8 1.401(6) . ?
C8 C9 1.388(6) . ?
C9 C10 1.390(6) . ?
C10 C11 1.388(6) . ?
C10 C15 1.503(5) . ?
C11 C12 1.403(5) . ?
C12 C16 1.510(6) . ?
C17 C18 1.354(7) . ?
C20 C21 1.375(6) . ?
C20 C22 1.391(6) 5_666 ?
C21 C22 1.384(6) . ?
C22 C20 1.391(6) 5_666 ?
C23 C24 1.343(6) . ?
C26 C31 1.375(6) . ?
C26 C27 1.381(6) . ?
C27 C1 1.399(6) . ?
C29 C30 1.374(6) . ?
C29 C1 1.389(6) . ?
C30 C31 1.381(6) . ?
C32 C33 1.346(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ni1 O3 178.99(12) . 4_646 ?
O2 Ni1 N6 90.08(13) . 8_455 ?
O3 Ni1 N6 89.07(13) 4_646 8_455 ?
O2 Ni1 N3 90.08(13) . . ?
O3 Ni1 N3 90.79(13) 4_646 . ?
N6 Ni1 N3 178.59(14) 8_455 . ?
O2 Ni1 O13W 88.66(11) . . ?
O3 Ni1 O13W 90.75(11) 4_646 . ?
N6 Ni1 O13W 87.07(13) 8_455 . ?
N3 Ni1 O13W 94.34(12) . . ?
O2 Ni1 O12W 90.99(11) . . ?
O3 Ni1 O12W 89.60(11) 4_646 . ?
N6 Ni1 O12W 93.14(13) 8_455 . ?
N3 Ni1 O12W 85.45(12) . . ?
O13W Ni1 O12W 179.60(11) . . ?
N1 Ni2 O6 175.27(14) . 5_766 ?
N1 Ni2 O7 90.58(13) . . ?
O6 Ni2 O7 85.17(12) 5_766 . ?
N1 Ni2 O10W 92.75(14) . . ?
O6 Ni2 O10W 91.42(12) 5_766 . ?
O7 Ni2 O10W 175.96(12) . . ?
N1 Ni2 O9W 89.39(14) . . ?
O6 Ni2 O9W 92.97(13) 5_766 . ?
O7 Ni2 O9W 93.96(12) . . ?
O10W Ni2 O9W 88.36(13) . . ?
N1 Ni2 O11W 88.84(15) . . ?
O6 Ni2 O11W 89.12(13) 5_766 . ?
O7 Ni2 O11W 90.47(13) . . ?
O10W Ni2 O11W 87.31(14) . . ?
O9W Ni2 O11W 175.24(14) . . ?
C13 O2 Ni1 133.7(3) . . ?
C14 O3 Ni1 133.3(3) . 4_656 ?
C15 O6 Ni2 131.7(3) . 5_766 ?
C16 O7 Ni2 121.3(3) . . ?
C19 N1 C18 105.1(4) . . ?
C19 N1 Ni2 126.7(3) . . ?
C18 N1 Ni2 128.1(3) . . ?
C19 N2 C17 106.1(4) . . ?
C19 N2 C21 126.5(4) . . ?
C17 N2 C21 127.3(4) . . ?
C25 N3 C24 104.8(4) . . ?
C25 N3 Ni1 127.6(3) . . ?
C24 N3 Ni1 126.8(3) . . ?
C25 N4 C23 106.6(4) . . ?
C25 N4 C26 126.8(4) . . ?
C23 N4 C26 126.6(4) . . ?
C34 N5 C32 106.7(4) . . ?
C34 N5 C29 126.3(4) . . ?
C32 N5 C29 126.9(4) . . ?
C34 N6 C33 104.8(4) . . ?
C34 N6 Ni1 127.9(3) . 8_556 ?
C33 N6 Ni1 127.1(3) . 8_556 ?
C1A C2 C3 118.8(4) . . ?
C1A C2 C13 122.6(3) . . ?
C3 C2 C13 118.6(4) . . ?
C2 C3 C4 120.6(4) . . ?
C3 C4 C5 118.9(3) . . ?
C3 C4 C14 118.0(4) . . ?
C5 C4 C14 123.1(3) . . ?
C6 C5 C4 121.2(4) . . ?
C5 C6 C1A 118.6(4) . . ?
C5 C6 C7 122.1(3) . . ?
C1A C6 C7 119.2(3) . . ?
C12 C7 C8 119.7(4) . . ?
C12 C7 C6 121.4(4) . . ?
C8 C7 C6 118.7(4) . . ?
C9 C8 C7 120.4(4) . . ?
C8 C9 C10 120.1(4) . . ?
C11 C10 C9 119.5(4) . . ?
C11 C10 C15 119.9(4) . . ?
C9 C10 C15 120.5(4) . . ?
C10 C11 C12 120.5(4) . . ?
C7 C12 C11 119.8(4) . . ?
C7 C12 C16 121.6(4) . . ?
C11 C12 C16 118.4(4) . . ?
O2 C13 O1 124.8(4) . . ?
O2 C13 C2 115.6(4) . . ?
O1 C13 C2 119.6(4) . . ?
O3 C14 O4 124.8(4) . . ?
O3 C14 C4 115.8(3) . . ?
O4 C14 C4 119.4(4) . . ?
O6 C15 O5 124.3(4) . . ?
O6 C15 C10 118.3(4) . . ?
O5 C15 C10 117.4(4) . . ?
O8 C16 O7 125.9(4) . . ?
O8 C16 C12 115.4(4) . . ?
O7 C16 C12 118.7(4) . . ?
C18 C17 N2 105.9(5) . . ?
N1 C18 C17 110.5(5) . . ?
N1 C19 N2 112.3(4) . . ?
C21 C20 C22 120.7(4) . 5_666 ?
C20 C21 C22 120.3(4) . . ?
C20 C21 N2 120.1(4) . . ?
C22 C21 N2 119.6(4) . . ?
C21 C22 C20 119.0(4) . 5_666 ?
C24 C23 N4 106.7(4) . . ?
C23 C24 N3 110.0(4) . . ?
N3 C25 N4 111.9(4) . . ?
C31 C26 C27 121.1(4) . . ?
C31 C26 N4 119.8(4) . . ?
C27 C26 N4 119.1(4) . . ?
C26 C27 C1 118.8(4) . . ?
C30 C29 C1 120.6(4) . . ?
C30 C29 N5 121.1(4) . . ?
C1 C29 N5 118.3(4) . . ?
C29 C30 C31 119.7(4) . . ?
C26 C31 C30 120.1(4) . . ?
C33 C32 N5 106.2(4) . . ?
C32 C33 N6 110.6(4) . . ?
N6 C34 N5 111.7(4) . . ?
C29 C1 C27 119.7(5) . . ?
C6 C1A C2 122.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.091
_database_code_depnum_ccdc_archive 'CCDC 1018785'
