# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Cubtre123btc
_database_code_depnum_ccdc_archive 'CCDC 1028491'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H10 Cu2 N3 O8, H2 O'
_chemical_formula_sum            'C24 H24 Cu4 N6 O18'
_chemical_formula_weight         938.65

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14


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                   7.516(4)
_cell_length_b                   13.068(6)
_cell_length_c                   14.645(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.759(11)
_cell_angle_gamma                90.00
_cell_volume                     1417.6(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4094
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      25.3


_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             940
_exptl_absorpt_coefficient_mu    3.063
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5794
_exptl_absorpt_correction_T_max  0.7493
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10585
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         25.32
_reflns_number_total             2550
_reflns_number_gt                1897
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalStructure
_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+5.2248P] 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         2550
_refine_ls_number_parameters     250
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.1762
_refine_ls_wR_factor_gt          0.1527
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.072
_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 0.65508(11) 0.58106(6) 0.04001(6) 0.0220(3) Uani 1 1 d . . .
Cu2 Cu 0.56717(11) 0.41284(6) 0.18413(6) 0.0226(3) Uani 1 1 d D . .
O1 O 0.7459(7) 0.6579(4) 0.1542(3) 0.0316(12) Uani 1 1 d . . .
O2 O 0.6352(7) 0.5520(4) 0.2511(4) 0.0356(13) Uani 1 1 d . . .
O3 O 0.9110(7) 0.8984(4) 0.1910(4) 0.0361(13) Uani 1 1 d . . .
O4 O 0.6360(7) 0.8804(4) 0.2257(3) 0.0307(12) Uani 1 1 d . . .
O5 O 1.2166(6) 0.9549(4) 0.4188(3) 0.0258(11) Uani 1 1 d . . .
O6 O 0.9320(7) 1.0087(4) 0.3885(4) 0.0397(14) Uani 1 1 d . . .
O7 O 0.4158(6) 0.4790(4) 0.0821(3) 0.0251(11) Uani 1 1 d D . .
H1W H 0.308(5) 0.483(5) 0.099(5) 0.030 Uiso 1 1 d D . .
O8 O 0.7454(7) 0.3557(4) 0.2827(4) 0.0325(12) Uani 1 1 d D . .
H2W H 0.733(6) 0.2893(17) 0.287(4) 0.039 Uiso 1 1 d D . .
H3W H 0.864(3) 0.366(4) 0.287(6) 0.039 Uiso 1 1 d D . .
O9 O 0.2790(10) 0.6593(6) 0.1850(5) 0.069(2) Uani 1 1 d D . .
H4W H 0.166(5) 0.631(3) 0.176(6) 0.082 Uiso 1 1 d D . .
H5W H 0.315(11) 0.643(5) 0.131(4) 0.082 Uiso 1 1 d D . .
N1 N 0.5423(8) 0.7074(5) -0.0119(4) 0.0299(15) Uani 1 1 d . . .
N2 N 0.4598(8) 0.7198(4) -0.1022(4) 0.0261(14) Uani 1 1 d . . .
N3 N 0.4464(9) 0.8642(4) -0.0295(4) 0.0306(15) Uani 1 1 d . . .
C1 C 0.4113(11) 0.9714(6) -0.0080(7) 0.042(2) Uani 1 1 d . . .
H1A H 0.3556 0.9749 0.0470 0.050 Uiso 1 1 calc R . .
H1B H 0.3296 1.0020 -0.0591 0.050 Uiso 1 1 calc R . .
C2 C 0.5317(10) 0.7957(6) 0.0303(6) 0.0341(18) Uani 1 1 d . . .
H2A H 0.5768 0.8084 0.0924 0.041 Uiso 1 1 calc R . .
C3 C 0.4052(10) 0.8138(5) -0.1108(5) 0.0283(17) Uani 1 1 d . . .
H3A H 0.3457 0.8427 -0.1656 0.034 Uiso 1 1 calc R . .
C4 C 0.8333(9) 0.6832(5) 0.3161(5) 0.0240(16) Uani 1 1 d . . .
C5 C 0.8775(9) 0.7886(5) 0.3163(5) 0.0229(15) Uani 1 1 d . . .
C6 C 0.9880(9) 0.8296(5) 0.3949(5) 0.0238(15) Uani 1 1 d . . .
C7 C 1.0471(10) 0.7692(6) 0.4714(5) 0.0304(17) Uani 1 1 d . . .
H7A H 1.1202 0.7972 0.5229 0.037 Uiso 1 1 calc R . .
C8 C 0.9978(10) 0.6659(6) 0.4718(5) 0.0299(17) Uani 1 1 d . . .
H8A H 1.0349 0.6255 0.5239 0.036 Uiso 1 1 calc R . .
C9 C 0.8935(10) 0.6250(6) 0.3939(5) 0.0305(17) Uani 1 1 d . . .
H9A H 0.8627 0.5561 0.3938 0.037 Uiso 1 1 calc R . .
C10 C 0.7288(10) 0.6280(5) 0.2346(5) 0.0263(16) Uani 1 1 d . . .
C11 C 0.8033(9) 0.8610(5) 0.2387(5) 0.0221(15) Uani 1 1 d . . .
C12 C 1.0464(10) 0.9398(6) 0.3995(5) 0.0261(16) 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 O7 1.943(5) 3_665 ?
Cu1 N1 1.951(6) . ?
Cu1 O5 1.954(5) 2_745 ?
Cu1 O1 1.970(5) . ?
Cu1 O7 2.402(5) . ?
Cu2 O7 1.922(5) . ?
Cu2 O8 1.944(5) . ?
Cu2 O2 2.088(5) . ?
Cu2 N2 2.098(6) 3_665 ?
Cu2 O4 2.222(5) 2_645 ?
O1 C10 1.269(9) . ?
O2 C10 1.263(9) . ?
O3 C11 1.254(8) . ?
O4 C11 1.265(8) . ?
O4 Cu2 2.222(5) 2_655 ?
O5 C12 1.278(8) . ?
O5 Cu1 1.954(5) 2_755 ?
O6 C12 1.237(9) . ?
O7 Cu1 1.943(5) 3_665 ?
O7 H1W 0.89(2) . ?
O8 H2W 0.877(19) . ?
O8 H3W 0.89(2) . ?
O9 H4W 0.91(2) . ?
O9 H5W 0.91(2) . ?
N1 C2 1.317(10) . ?
N1 N2 1.371(8) . ?
N2 C3 1.294(9) . ?
N2 Cu2 2.098(6) 3_665 ?
N3 C2 1.338(9) . ?
N3 C3 1.350(9) . ?
N3 C1 1.469(9) . ?
C1 C1 1.513(17) 3_675 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9300 . ?
C3 H3A 0.9300 . ?
C4 C9 1.381(10) . ?
C4 C5 1.417(10) . ?
C4 C10 1.498(10) . ?
C5 C6 1.407(9) . ?
C5 C11 1.511(10) . ?
C6 C7 1.380(10) . ?
C6 C12 1.504(10) . ?
C7 C8 1.400(11) . ?
C7 H7A 0.9300 . ?
C8 C9 1.377(10) . ?
C8 H8A 0.9300 . ?
C9 H9A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Cu1 N1 87.1(2) 3_665 . ?
O7 Cu1 O5 89.3(2) 3_665 2_745 ?
N1 Cu1 O5 173.8(2) . 2_745 ?
O7 Cu1 O1 171.2(2) 3_665 . ?
N1 Cu1 O1 88.0(2) . . ?
O5 Cu1 O1 94.9(2) 2_745 . ?
O7 Cu1 O7 84.94(19) 3_665 . ?
N1 Cu1 O7 106.0(2) . . ?
O5 Cu1 O7 78.69(19) 2_745 . ?
O1 Cu1 O7 103.40(19) . . ?
O7 Cu2 O8 172.7(2) . . ?
O7 Cu2 O2 92.2(2) . . ?
O8 Cu2 O2 84.4(2) . . ?
O7 Cu2 N2 86.6(2) . 3_665 ?
O8 Cu2 N2 95.4(2) . 3_665 ?
O2 Cu2 N2 168.6(2) . 3_665 ?
O7 Cu2 O4 99.9(2) . 2_645 ?
O8 Cu2 O4 86.7(2) . 2_645 ?
O2 Cu2 O4 91.5(2) . 2_645 ?
N2 Cu2 O4 99.9(2) 3_665 2_645 ?
C10 O1 Cu1 123.8(5) . . ?
C10 O2 Cu2 134.0(5) . . ?
C11 O4 Cu2 135.6(5) . 2_655 ?
C12 O5 Cu1 128.4(5) . 2_755 ?
Cu2 O7 Cu1 124.6(3) . 3_665 ?
Cu2 O7 Cu1 94.53(19) . . ?
Cu1 O7 Cu1 95.06(19) 3_665 . ?
Cu2 O7 H1W 105(5) . . ?
Cu1 O7 H1W 99(5) 3_665 . ?
Cu1 O7 H1W 143(4) . . ?
Cu2 O8 H2W 111(2) . . ?
Cu2 O8 H3W 123(5) . . ?
H2W O8 H3W 105(3) . . ?
H4W O9 H5W 101(3) . . ?
C2 N1 N2 107.2(6) . . ?
C2 N1 Cu1 128.0(5) . . ?
N2 N1 Cu1 124.8(4) . . ?
C3 N2 N1 106.9(6) . . ?
C3 N2 Cu2 136.9(5) . 3_665 ?
N1 N2 Cu2 116.0(4) . 3_665 ?
C2 N3 C3 105.2(6) . . ?
C2 N3 C1 125.6(7) . . ?
C3 N3 C1 129.2(6) . . ?
N3 C1 C1 108.6(8) . 3_675 ?
N3 C1 H1A 110.0 . . ?
C1 C1 H1A 110.0 3_675 . ?
N3 C1 H1B 110.0 . . ?
C1 C1 H1B 110.0 3_675 . ?
H1A C1 H1B 108.3 . . ?
N1 C2 N3 109.9(7) . . ?
N1 C2 H2A 125.1 . . ?
N3 C2 H2A 125.1 . . ?
N2 C3 N3 110.9(6) . . ?
N2 C3 H3A 124.6 . . ?
N3 C3 H3A 124.6 . . ?
C9 C4 C5 119.3(7) . . ?
C9 C4 C10 116.5(6) . . ?
C5 C4 C10 124.2(6) . . ?
C6 C5 C4 118.5(6) . . ?
C6 C5 C11 118.0(6) . . ?
C4 C5 C11 123.4(6) . . ?
C7 C6 C5 120.7(7) . . ?
C7 C6 C12 117.4(6) . . ?
C5 C6 C12 121.9(6) . . ?
C6 C7 C8 120.4(7) . . ?
C6 C7 H7A 119.8 . . ?
C8 C7 H7A 119.8 . . ?
C9 C8 C7 119.0(7) . . ?
C9 C8 H8A 120.5 . . ?
C7 C8 H8A 120.5 . . ?
C8 C9 C4 122.1(7) . . ?
C8 C9 H9A 119.0 . . ?
C4 C9 H9A 119.0 . . ?
O2 C10 O1 124.5(7) . . ?
O2 C10 C4 117.4(7) . . ?
O1 C10 C4 118.0(6) . . ?
O3 C11 O4 123.9(7) . . ?
O3 C11 C5 118.2(6) . . ?
O4 C11 C5 117.9(6) . . ?
O6 C12 O5 124.4(7) . . ?
O6 C12 C6 120.0(6) . . ?
O5 C12 C6 115.5(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
N1 Cu1 O1 C10 130.3(6) . . . . ?
O5 Cu1 O1 C10 -55.2(6) 2_745 . . . ?
O7 Cu1 O1 C10 24.3(6) . . . . ?
O7 Cu2 O2 C10 -69.4(7) . . . . ?
O8 Cu2 O2 C10 104.1(7) . . . . ?
N2 Cu2 O2 C10 14.2(16) 3_665 . . . ?
O4 Cu2 O2 C10 -169.3(7) 2_645 . . . ?
O2 Cu2 O7 Cu1 159.2(3) . . . 3_665 ?
N2 Cu2 O7 Cu1 -9.5(3) 3_665 . . 3_665 ?
O4 Cu2 O7 Cu1 -109.0(3) 2_645 . . 3_665 ?
O2 Cu2 O7 Cu1 59.8(2) . . . . ?
N2 Cu2 O7 Cu1 -108.8(2) 3_665 . . . ?
O4 Cu2 O7 Cu1 151.71(18) 2_645 . . . ?
O7 Cu1 O7 Cu2 125.4(3) 3_665 . . . ?
N1 Cu1 O7 Cu2 -149.1(2) . . . . ?
O5 Cu1 O7 Cu2 35.1(2) 2_745 . . . ?
O1 Cu1 O7 Cu2 -57.4(2) . . . . ?
O7 Cu1 O7 Cu1 0.0 3_665 . . 3_665 ?
N1 Cu1 O7 Cu1 85.5(2) . . . 3_665 ?
O5 Cu1 O7 Cu1 -90.3(2) 2_745 . . 3_665 ?
O1 Cu1 O7 Cu1 177.3(2) . . . 3_665 ?
O7 Cu1 N1 C2 -179.4(7) 3_665 . . . ?
O1 Cu1 N1 C2 -6.6(7) . . . . ?
O7 Cu1 N1 C2 96.7(7) . . . . ?
O7 Cu1 N1 N2 -0.3(5) 3_665 . . . ?
O1 Cu1 N1 N2 172.5(6) . . . . ?
O7 Cu1 N1 N2 -84.2(6) . . . . ?
C2 N1 N2 C3 0.6(8) . . . . ?
Cu1 N1 N2 C3 -178.7(5) . . . . ?
C2 N1 N2 Cu2 -174.2(5) . . . 3_665 ?
Cu1 N1 N2 Cu2 6.5(7) . . . 3_665 ?
C2 N3 C1 C1 69.7(12) . . . 3_675 ?
C3 N3 C1 C1 -109.1(11) . . . 3_675 ?
N2 N1 C2 N3 -0.3(9) . . . . ?
Cu1 N1 C2 N3 179.0(5) . . . . ?
C3 N3 C2 N1 -0.1(9) . . . . ?
C1 N3 C2 N1 -179.1(7) . . . . ?
N1 N2 C3 N3 -0.7(8) . . . . ?
Cu2 N2 C3 N3 172.4(5) 3_665 . . . ?
C2 N3 C3 N2 0.5(9) . . . . ?
C1 N3 C3 N2 179.5(7) . . . . ?
C9 C4 C5 C6 2.5(10) . . . . ?
C10 C4 C5 C6 -175.3(6) . . . . ?
C9 C4 C5 C11 -173.8(6) . . . . ?
C10 C4 C5 C11 8.4(10) . . . . ?
C4 C5 C6 C7 -2.1(10) . . . . ?
C11 C5 C6 C7 174.4(6) . . . . ?
C4 C5 C6 C12 177.9(6) . . . . ?
C11 C5 C6 C12 -5.6(10) . . . . ?
C5 C6 C7 C8 -0.1(11) . . . . ?
C12 C6 C7 C8 180.0(7) . . . . ?
C6 C7 C8 C9 1.7(11) . . . . ?
C7 C8 C9 C4 -1.2(11) . . . . ?
C5 C4 C9 C8 -0.9(11) . . . . ?
C10 C4 C9 C8 177.1(7) . . . . ?
Cu2 O2 C10 O1 31.3(11) . . . . ?
Cu2 O2 C10 C4 -145.7(5) . . . . ?
Cu1 O1 C10 O2 -8.2(10) . . . . ?
Cu1 O1 C10 C4 168.8(4) . . . . ?
C9 C4 C10 O2 31.1(9) . . . . ?
C5 C4 C10 O2 -151.1(7) . . . . ?
C9 C4 C10 O1 -146.1(7) . . . . ?
C5 C4 C10 O1 31.7(10) . . . . ?
Cu2 O4 C11 O3 -138.0(6) 2_655 . . . ?
Cu2 O4 C11 C5 42.0(9) 2_655 . . . ?
C6 C5 C11 O3 70.4(8) . . . . ?
C4 C5 C11 O3 -113.3(8) . . . . ?
C6 C5 C11 O4 -109.5(7) . . . . ?
C4 C5 C11 O4 66.8(9) . . . . ?
Cu1 O5 C12 O6 13.1(11) 2_755 . . . ?
Cu1 O5 C12 C6 -164.0(4) 2_755 . . . ?
C7 C6 C12 O6 -122.5(8) . . . . ?
C5 C6 C12 O6 57.6(10) . . . . ?
C7 C6 C12 O5 54.7(9) . . . . ?
C5 C6 C12 O5 -125.3(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H1W O6 0.89(2) 1.87(3) 2.748(7) 167(7) 2_645
O8 H2W O9 0.877(19) 1.752(19) 2.621(9) 171(5) 2_645
O8 H3W O3 0.89(2) 1.72(2) 2.606(7) 171(7) 2_745
O9 H4W O6 0.91(2) 1.94(4) 2.640(9) 132(4) 2_645
O9 H5W O7 0.91(2) 2.42(6) 3.067(9) 128(6) .

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.32
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         1.453
_refine_diff_density_min         -1.013
_refine_diff_density_rms         0.171
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Znbtre123btc
_database_code_depnum_ccdc_archive 'CCDC 1028492'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H32 N6 O22 Zn4'
_chemical_formula_weight         1018.04

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


_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2


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

_cell_length_a                   6.895(3)
_cell_length_b                   8.881(4)
_cell_length_c                   13.473(6)
_cell_angle_alpha                98.359(11)
_cell_angle_beta                 99.914(12)
_cell_angle_gamma                94.388(9)
_cell_volume                     799.6(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2287
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.3


_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.114
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             514
_exptl_absorpt_coefficient_mu    3.073
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.2600
_exptl_absorpt_correction_T_max  0.7487
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            7646
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_av_sigmaI/netI    0.0823
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.33
_reflns_number_total             2900
_reflns_number_gt                2077
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalStructure
_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)+(0.0980P)²+2.9800P] 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         2900
_refine_ls_number_parameters     268
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0710
_refine_ls_wR_factor_ref         0.1924
_refine_ls_wR_factor_gt          0.1699
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.56458(14) 1.87020(10) -0.07550(7) 0.0234(3) Uani 1 1 d D . .
Zn2 Zn 0.73212(15) 2.25852(11) -0.06424(7) 0.0250(3) Uani 1 1 d . . .
O1 O 0.4220(9) 1.6614(7) -0.1596(4) 0.0296(14) Uani 1 1 d . . .
O2 O 0.2066(9) 1.5820(7) -0.0664(4) 0.0309(14) Uani 1 1 d . . .
O3 O 0.0337(8) 1.2594(6) -0.0556(4) 0.0194(12) Uani 1 1 d . . .
O4 O 0.3569(8) 1.2524(6) -0.0564(4) 0.0198(12) Uani 1 1 d . . .
O5 O 0.0585(9) 0.9816(7) -0.1864(4) 0.0333(15) Uani 1 1 d . . .
O6 O -0.0592(12) 0.9191(8) -0.3517(5) 0.0498(19) Uani 1 1 d . . .
O7 O 0.6809(8) 2.0814(6) 0.0099(4) 0.0212(12) Uani 1 1 d D . .
H1W H 0.779(9) 2.113(9) 0.065(4) 0.025 Uiso 1 1 d D . .
O8 O 0.8120(9) 1.7905(7) -0.1276(4) 0.0295(14) Uani 1 1 d D . .
H2W H 0.878(7) 1.857(5) -0.158(5) 0.035 Uiso 1 1 d D . .
H3W H 0.899(9) 1.793(10) -0.069(4) 0.035 Uiso 1 1 d D . .
O9 O 0.7468(10) 2.4530(7) -0.1437(5) 0.0361(16) Uani 1 1 d D . .
H4W H 0.722(14) 2.539(6) -0.105(4) 0.043 Uiso 1 1 d D . .
H5W H 0.739(14) 2.505(8) -0.207(4) 0.043 Uiso 1 1 d D . .
O10 O -0.2828(13) 0.6471(9) -0.3565(6) 0.056(2) Uani 1 1 d D . .
H6W H -0.335(12) 0.682(7) -0.301(4) 0.068 Uiso 1 1 d D . .
H7W H -0.187(12) 0.723(8) -0.354(8) 0.068 Uiso 1 1 d D . .
O11 O -0.3714(15) 0.3496(10) -0.4880(8) 0.071(2) Uani 1 1 d D . .
H8W H -0.306(15) 0.438(7) -0.453(9) 0.085 Uiso 1 1 d D . .
H9W H -0.478(12) 0.381(12) -0.525(9) 0.085 Uiso 1 1 d D . .
N1 N 0.5217(10) 1.9812(8) -0.2077(5) 0.0247(16) Uani 1 1 d . . .
N2 N 0.6065(10) 2.1294(8) -0.2045(5) 0.0224(15) Uani 1 1 d . . .
N3 N 0.4779(10) 2.0354(8) -0.3628(5) 0.0273(16) Uani 1 1 d . . .
C1 C 0.4481(12) 1.9288(10) -0.3040(6) 0.0255(19) Uani 1 1 d . . .
H1A H 0.3840 1.8311 -0.3285 0.031 Uiso 1 1 calc R . .
C2 C 0.5771(13) 2.1584(10) -0.2974(6) 0.0260(19) Uani 1 1 d . . .
H2A H 0.6184 2.2505 -0.3164 0.031 Uiso 1 1 calc R . .
C3 C 0.4178(13) 2.0194(11) -0.4730(6) 0.029(2) Uani 1 1 d . . .
H3A H 0.3721 2.1145 -0.4905 0.035 Uiso 1 1 calc R . .
H3B H 0.3081 1.9398 -0.4957 0.035 Uiso 1 1 calc R . .
C4 C 0.2062(12) 1.4380(9) -0.2289(6) 0.0239(18) Uani 1 1 d . . .
C5 C 0.1517(11) 1.2899(9) -0.2089(5) 0.0168(16) Uani 1 1 d D . .
C6 C 0.0799(13) 1.1736(9) -0.2901(6) 0.0245(18) Uani 1 1 d . . .
C7 C 0.0605(12) 1.2027(11) -0.3900(6) 0.029(2) Uani 1 1 d . . .
H7A H 0.0128 1.1243 -0.4444 0.034 Uiso 1 1 calc R . .
C8 C 0.1128(13) 1.3501(11) -0.4083(7) 0.033(2) Uani 1 1 d . . .
H8A H 0.0963 1.3699 -0.4750 0.039 Uiso 1 1 calc R . .
C9 C 0.1877(13) 1.4649(10) -0.3292(6) 0.0276(19) Uani 1 1 d . . .
H9A H 0.2266 1.5616 -0.3422 0.033 Uiso 1 1 calc R . .
C10 C 0.2855(12) 1.5707(9) -0.1453(6) 0.0239(11) Uani 1 1 d . . .
C11 C 0.1808(13) 1.2632(9) -0.0955(6) 0.0239(11) Uani 1 1 d D . .
C12 C 0.0212(13) 1.0113(9) -0.2757(6) 0.0239(11) 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
Zn1 O7 2.076(6) . ?
Zn1 O7 2.085(6) 2_695 ?
Zn1 O8 2.087(6) . ?
Zn1 O1 2.102(6) . ?
Zn1 N1 2.146(7) . ?
Zn1 O4 2.227(5) 2_685 ?
Zn1 Zn1 3.134(2) 2_695 ?
Zn2 O7 2.022(5) . ?
Zn2 O2 2.052(6) 2_695 ?
Zn2 O3 2.062(6) 1_665 ?
Zn2 N2 2.071(7) . ?
Zn2 O9 2.165(6) . ?
O1 C10 1.250(10) . ?
O2 C10 1.270(10) . ?
O2 Zn2 2.052(6) 2_695 ?
O3 C11 1.228(9) . ?
O3 Zn2 2.062(6) 1_445 ?
O4 C11 1.254(10) . ?
O4 Zn1 2.227(5) 2_685 ?
O5 C12 1.258(10) . ?
O6 C12 1.232(10) . ?
O7 Zn1 2.085(5) 2_695 ?
O7 H1W 0.90(2) . ?
O8 H2W 0.91(2) . ?
O8 H3W 0.90(2) . ?
O9 H4W 0.91(2) . ?
O9 H5W 1.019(15) . ?
O10 H6W 0.90(2) . ?
O10 H7W 0.90(2) . ?
O11 H8W 0.90(2) . ?
O11 H9W 0.90(2) . ?
N1 C1 1.312(11) . ?
N1 N2 1.391(9) . ?
N2 C2 1.300(10) . ?
N3 C1 1.345(11) . ?
N3 C2 1.354(11) . ?
N3 C3 1.454(11) . ?
C1 H1A 0.9300 . ?
C2 H2A 0.9300 . ?
C3 C3 1.486(16) 2_694 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.392(11) . ?
C4 C5 1.417(11) . ?
C4 C10 1.503(11) . ?
C5 C6 1.384(11) . ?
C5 C11 1.561(10) . ?
C6 C7 1.392(11) . ?
C6 C12 1.516(11) . ?
C7 C8 1.399(13) . ?
C7 H7A 0.9300 . ?
C8 C9 1.362(12) . ?
C8 H8A 0.9300 . ?
C9 H9A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Zn1 O7 82.3(2) . 2_695 ?
O7 Zn1 O8 102.0(2) . . ?
O7 Zn1 O8 170.3(2) 2_695 . ?
O7 Zn1 O1 174.9(2) . . ?
O7 Zn1 O1 92.8(2) 2_695 . ?
O8 Zn1 O1 83.1(2) . . ?
O7 Zn1 N1 87.8(2) . . ?
O7 Zn1 N1 102.9(2) 2_695 . ?
O8 Zn1 N1 86.1(2) . . ?
O1 Zn1 N1 92.1(2) . . ?
O7 Zn1 O4 92.9(2) . 2_685 ?
O7 Zn1 O4 83.9(2) 2_695 2_685 ?
O8 Zn1 O4 87.1(2) . 2_685 ?
O1 Zn1 O4 87.9(2) . 2_685 ?
N1 Zn1 O4 173.1(2) . 2_685 ?
O7 Zn1 Zn1 41.25(15) . 2_695 ?
O7 Zn1 Zn1 41.03(15) 2_695 2_695 ?
O8 Zn1 Zn1 142.49(18) . 2_695 ?
O1 Zn1 Zn1 133.81(17) . 2_695 ?
N1 Zn1 Zn1 97.10(19) . 2_695 ?
O4 Zn1 Zn1 87.85(14) 2_685 2_695 ?
O7 Zn2 O2 94.1(2) . 2_695 ?
O7 Zn2 O3 99.7(2) . 1_665 ?
O2 Zn2 O3 87.2(2) 2_695 1_665 ?
O7 Zn2 N2 92.0(2) . . ?
O2 Zn2 N2 164.9(3) 2_695 . ?
O3 Zn2 N2 105.4(2) 1_665 . ?
O7 Zn2 O9 172.5(2) . . ?
O2 Zn2 O9 85.3(2) 2_695 . ?
O3 Zn2 O9 87.7(2) 1_665 . ?
N2 Zn2 O9 86.8(3) . . ?
C10 O1 Zn1 132.5(5) . . ?
C10 O2 Zn2 130.2(5) . 2_695 ?
C11 O3 Zn2 151.0(5) . 1_445 ?
C11 O4 Zn1 122.2(5) . 2_685 ?
Zn2 O7 Zn1 118.7(3) . . ?
Zn2 O7 Zn1 105.1(2) . 2_695 ?
Zn1 O7 Zn1 97.7(2) . 2_695 ?
Zn2 O7 H1W 97(6) . . ?
Zn1 O7 H1W 134(6) . . ?
Zn1 O7 H1W 100(6) 2_695 . ?
Zn1 O8 H2W 115(2) . . ?
Zn1 O8 H3W 102(6) . . ?
H2W O8 H3W 101(3) . . ?
Zn2 O9 H4W 111(5) . . ?
Zn2 O9 H5W 155(5) . . ?
H4W O9 H5W 92(2) . . ?
H6W O10 H7W 101(3) . . ?
H8W O11 H9W 102(3) . . ?
C1 N1 N2 106.2(7) . . ?
C1 N1 Zn1 131.8(6) . . ?
N2 N1 Zn1 121.3(5) . . ?
C2 N2 N1 107.4(7) . . ?
C2 N2 Zn2 133.6(6) . . ?
N1 N2 Zn2 118.9(5) . . ?
C1 N3 C2 105.2(7) . . ?
C1 N3 C3 126.8(8) . . ?
C2 N3 C3 128.0(7) . . ?
N1 C1 N3 110.9(8) . . ?
N1 C1 H1A 124.6 . . ?
N3 C1 H1A 124.6 . . ?
N2 C2 N3 110.4(7) . . ?
N2 C2 H2A 124.8 . . ?
N3 C2 H2A 124.8 . . ?
N3 C3 C3 112.0(9) . 2_694 ?
N3 C3 H3A 109.2 . . ?
C3 C3 H3A 109.2 2_694 . ?
N3 C3 H3B 109.2 . . ?
C3 C3 H3B 109.2 2_694 . ?
H3A C3 H3B 107.9 . . ?
C9 C4 C5 120.0(7) . . ?
C9 C4 C10 117.4(7) . . ?
C5 C4 C10 122.6(7) . . ?
C6 C5 C4 119.1(7) . . ?
C6 C5 C11 122.5(7) . . ?
C4 C5 C11 118.4(7) . . ?
C5 C6 C7 120.2(8) . . ?
C5 C6 C12 122.6(7) . . ?
C7 C6 C12 117.2(8) . . ?
C6 C7 C8 120.0(8) . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C9 C8 C7 120.4(8) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C8 C9 C4 120.3(8) . . ?
C8 C9 H9A 119.9 . . ?
C4 C9 H9A 119.9 . . ?
O1 C10 O2 125.5(8) . . ?
O1 C10 C4 117.4(7) . . ?
O2 C10 C4 117.1(7) . . ?
O3 C11 O4 128.6(8) . . ?
O3 C11 C5 117.4(7) . . ?
O4 C11 C5 114.0(7) . . ?
O6 C12 O5 125.0(8) . . ?
O6 C12 C6 118.0(7) . . ?
O5 C12 C6 117.0(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
O7 Zn1 O1 C10 -26.3(8) 2_695 . . . ?
O8 Zn1 O1 C10 144.8(8) . . . . ?
N1 Zn1 O1 C10 -129.4(8) . . . . ?
O4 Zn1 O1 C10 57.5(8) 2_685 . . . ?
Zn1 Zn1 O1 C10 -27.5(9) 2_695 . . . ?
O2 Zn2 O7 Zn1 171.1(3) 2_695 . . . ?
O3 Zn2 O7 Zn1 -101.1(3) 1_665 . . . ?
N2 Zn2 O7 Zn1 4.9(3) . . . . ?
O2 Zn2 O7 Zn1 63.2(3) 2_695 . . 2_695 ?
O3 Zn2 O7 Zn1 151.1(2) 1_665 . . 2_695 ?
N2 Zn2 O7 Zn1 -102.9(3) . . . 2_695 ?
O7 Zn1 O7 Zn2 -111.9(4) 2_695 . . . ?
O8 Zn1 O7 Zn2 77.0(3) . . . . ?
N1 Zn1 O7 Zn2 -8.6(3) . . . . ?
O4 Zn1 O7 Zn2 164.6(3) 2_685 . . . ?
Zn1 Zn1 O7 Zn2 -111.9(4) 2_695 . . . ?
O7 Zn1 O7 Zn1 0.0 2_695 . . 2_695 ?
O8 Zn1 O7 Zn1 -171.1(2) . . . 2_695 ?
N1 Zn1 O7 Zn1 103.4(3) . . . 2_695 ?
O4 Zn1 O7 Zn1 -83.5(2) 2_685 . . 2_695 ?
O7 Zn1 N1 C1 -179.8(8) . . . . ?
O7 Zn1 N1 C1 -98.3(8) 2_695 . . . ?
O8 Zn1 N1 C1 78.0(8) . . . . ?
O1 Zn1 N1 C1 -4.9(8) . . . . ?
Zn1 Zn1 N1 C1 -139.5(7) 2_695 . . . ?
O7 Zn1 N1 N2 11.9(6) . . . . ?
O7 Zn1 N1 N2 93.5(6) 2_695 . . . ?
O8 Zn1 N1 N2 -90.3(6) . . . . ?
O1 Zn1 N1 N2 -173.2(6) . . . . ?
Zn1 Zn1 N1 N2 52.2(6) 2_695 . . . ?
C1 N1 N2 C2 0.9(9) . . . . ?
Zn1 N1 N2 C2 171.8(5) . . . . ?
C1 N1 N2 Zn2 177.8(5) . . . . ?
Zn1 N1 N2 Zn2 -11.3(8) . . . . ?
O7 Zn2 N2 C2 179.6(8) . . . . ?
O2 Zn2 N2 C2 65.9(13) 2_695 . . . ?
O3 Zn2 N2 C2 -79.7(8) 1_665 . . . ?
O9 Zn2 N2 C2 7.0(8) . . . . ?
O7 Zn2 N2 N1 3.8(6) . . . . ?
O2 Zn2 N2 N1 -110.0(10) 2_695 . . . ?
O3 Zn2 N2 N1 104.5(5) 1_665 . . . ?
O9 Zn2 N2 N1 -168.8(6) . . . . ?
N2 N1 C1 N3 -1.0(9) . . . . ?
Zn1 N1 C1 N3 -170.6(5) . . . . ?
C2 N3 C1 N1 0.7(9) . . . . ?
C3 N3 C1 N1 179.9(7) . . . . ?
N1 N2 C2 N3 -0.5(9) . . . . ?
Zn2 N2 C2 N3 -176.7(6) . . . . ?
C1 N3 C2 N2 0.0(9) . . . . ?
C3 N3 C2 N2 -179.3(8) . . . . ?
C1 N3 C3 C3 -97.7(12) . . . 2_694 ?
C2 N3 C3 C3 81.4(13) . . . 2_694 ?
C9 C4 C5 C6 -0.1(12) . . . . ?
C10 C4 C5 C6 -180.0(7) . . . . ?
C9 C4 C5 C11 178.1(8) . . . . ?
C10 C4 C5 C11 -1.7(11) . . . . ?
C4 C5 C6 C7 -0.5(12) . . . . ?
C11 C5 C6 C7 -178.7(7) . . . . ?
C4 C5 C6 C12 179.0(7) . . . . ?
C11 C5 C6 C12 0.8(12) . . . . ?
C5 C6 C7 C8 -0.3(13) . . . . ?
C12 C6 C7 C8 -179.8(8) . . . . ?
C6 C7 C8 C9 1.7(14) . . . . ?
C7 C8 C9 C4 -2.3(14) . . . . ?
C5 C4 C9 C8 1.6(13) . . . . ?
C10 C4 C9 C8 -178.6(8) . . . . ?
Zn1 O1 C10 O2 -5.4(13) . . . . ?
Zn1 O1 C10 C4 173.8(5) . . . . ?
Zn2 O2 C10 O1 -1.1(13) 2_695 . . . ?
Zn2 O2 C10 C4 179.7(5) 2_695 . . . ?
C9 C4 C10 O1 -38.6(11) . . . . ?
C5 C4 C10 O1 141.2(8) . . . . ?
C9 C4 C10 O2 140.7(8) . . . . ?
C5 C4 C10 O2 -39.5(11) . . . . ?
Zn2 O3 C11 O4 -175.6(6) 1_445 . . . ?
Zn2 O3 C11 C5 6.5(15) 1_445 . . . ?
Zn1 O4 C11 O3 26.1(11) 2_685 . . . ?
Zn1 O4 C11 C5 -155.9(5) 2_685 . . . ?
C6 C5 C11 O3 -80.2(10) . . . . ?
C4 C5 C11 O3 101.6(9) . . . . ?
C6 C5 C11 O4 101.6(9) . . . . ?
C4 C5 C11 O4 -76.6(9) . . . . ?
C5 C6 C12 O6 173.0(8) . . . . ?
C7 C6 C12 O6 -7.5(12) . . . . ?
C5 C6 C12 O5 -6.9(12) . . . . ?
C7 C6 C12 O5 172.7(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H1W O5 0.90(2) 2.13(6) 2.875(8) 138(7) 2_685
O8 H2W O5 0.91(2) 1.73(3) 2.609(8) 163(6) 1_665
O8 H3W O3 0.90(2) 1.80(4) 2.627(8) 151(7) 2_685
O9 H4W O8 0.91(2) 2.35(7) 2.968(9) 125(6) 1_565
O9 H5W O10 1.019(15) 2.520(16) 3.538(9) 177(6) 1_675
O10 H6W O8 0.90(2) 2.41(7) 3.098(10) 133(7) 1_445
O10 H7W O6 0.90(2) 1.88(4) 2.751(10) 161(10) .
O11 H8W O10 0.90(2) 2.08(6) 2.918(12) 154(12) .
O11 H9W O10 0.90(2) 2.06(5) 2.895(13) 153(10) 2_464

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.33
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         2.220
_refine_diff_density_min         -0.807
_refine_diff_density_rms         0.203
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cd3btre123btc
_database_code_depnum_ccdc_archive 'CCDC 1028493'
_audit_update_record             
;
2014-10-09 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 Cd3 N6 O15, 3(H2 O)'
_chemical_formula_sum            'C24 H26 Cd3 N6 O18'
_chemical_formula_weight         1023.71

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2


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

_cell_length_a                   8.4824(17)
_cell_length_b                   11.011(2)
_cell_length_c                   18.583(4)
_cell_angle_alpha                78.75(3)
_cell_angle_beta                 81.03(3)
_cell_angle_gamma                69.88(3)
_cell_volume                     1590.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)

_cell_measurement_reflns_used    7134
_cell_measurement_theta_min      3.9
_cell_measurement_theta_max      27.6


_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.137
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_absorpt_coefficient_mu    2.079
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5744
_exptl_absorpt_correction_T_max  0.8191
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Saturn CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.63
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15526
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0595
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         27.49
_reflns_number_total             7173
_reflns_number_gt                6023
_reflns_threshold_expression     >2sigma(I)




_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalStructure
_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)+(0.0498P)²+1.7200P] 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         7173
_refine_ls_number_parameters     497
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1102
_refine_ls_wR_factor_gt          0.1023
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.068
_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 0.55129(5) 0.74840(3) 0.419119(19) 0.01888(10) Uani 1 1 d . . .
Cd2 Cd 0.99705(5) 0.69515(4) 0.26175(2) 0.02211(10) Uani 1 1 d D . .
Cd3 Cd 0.74809(5) 0.77309(4) 0.09116(2) 0.02043(10) Uani 1 1 d . . .
O1 O 0.4748(6) 0.8331(4) 0.5389(2) 0.0403(11) Uani 1 1 d . . .
O2 O 0.4740(6) 0.6390(4) 0.5291(2) 0.0395(11) Uani 1 1 d . . .
O3 O 0.5114(4) 0.3887(3) 0.64061(19) 0.0239(8) Uani 1 1 d . . .
O4 O 0.2585(5) 0.4821(4) 0.6029(2) 0.0286(9) Uani 1 1 d . . .
O5 O 0.1964(5) 0.3996(4) 0.7610(2) 0.0300(9) Uani 1 1 d . . .
O6 O 0.3130(5) 0.4083(4) 0.8583(2) 0.0326(9) Uani 1 1 d . . .
O7 O 0.7901(6) 0.6868(4) -0.0209(2) 0.0393(11) Uani 1 1 d . . .
O8 O 0.7757(5) 0.8922(4) -0.0316(2) 0.0333(10) Uani 1 1 d . . .
O9 O 0.6323(6) 1.1375(4) -0.1507(2) 0.0443(12) Uani 1 1 d . . .
O10 O 0.4462(5) 1.0345(4) -0.1086(2) 0.0336(10) Uani 1 1 d . . .
O11 O 0.4475(5) 1.1173(4) -0.2825(2) 0.0313(9) Uani 1 1 d . . .
O12 O 0.6548(5) 1.0725(4) -0.37183(19) 0.0281(9) Uani 1 1 d . . .
O13 O 0.8341(5) 0.8670(4) 0.1864(2) 0.0299(9) Uani 1 1 d D . .
H1W H 0.737(4) 0.903(5) 0.212(3) 0.036 Uiso 1 1 d D . .
H2W H 0.870(6) 0.934(4) 0.166(3) 0.036 Uiso 1 1 d D . .
O14 O 1.0615(5) 0.5253(4) 0.3539(2) 0.0308(9) Uani 1 1 d D . .
H3W H 1.080(7) 0.552(6) 0.394(2) 0.037 Uiso 1 1 d D . .
H4W H 0.987(6) 0.484(5) 0.372(3) 0.037 Uiso 1 1 d D . .
O15 O 1.2422(5) 0.7332(5) 0.2661(2) 0.0413(11) Uani 1 1 d D . .
H5W H 1.279(4) 0.657(4) 0.303(2) 0.050 Uiso 1 1 d D . .
H6W H 1.329(5) 0.720(5) 0.234(2) 0.050 Uiso 1 1 d D . .
O16 O 0.1835(6) 0.6054(6) 0.4558(3) 0.0511(13) Uani 1 1 d D . .
H7W H 0.202(8) 0.573(7) 0.5027(14) 0.061 Uiso 1 1 d D . .
H8W H 0.285(4) 0.604(7) 0.434(3) 0.061 Uiso 1 1 d D . .
O17 O 0.9228(8) 1.0491(7) 0.0936(3) 0.0696(17) Uani 1 1 d D . .
H9W H 1.017(4) 0.999(3) 0.072(4) 0.084 Uiso 1 1 d D . .
H10W H 0.860(7) 1.088(7) 0.056(3) 0.084 Uiso 1 1 d D . .
O18 O 0.6574(8) 1.1636(5) 0.0051(3) 0.0581(14) Uani 1 1 d D . .
H11W H 0.605(7) 1.110(6) 0.032(3) 0.070 Uiso 1 1 d D . .
H12W H 0.665(10) 1.147(7) -0.0408(16) 0.070 Uiso 1 1 d D . .
N1 N 0.7705(5) 0.8228(4) 0.4131(2) 0.0236(9) Uani 1 1 d . . .
N2 N 0.8985(6) 0.8249(5) 0.3565(2) 0.0262(10) Uani 1 1 d . . .
N3 N 0.8991(6) 0.9503(4) 0.4339(3) 0.0269(10) Uani 1 1 d . . .
N4 N 1.1320(5) 0.6396(5) 0.1487(3) 0.0287(11) Uani 1 1 d . . .
N5 N 1.0397(5) 0.6586(4) 0.0904(2) 0.0244(10) Uani 1 1 d . . .
N6 N 1.2977(5) 0.5436(5) 0.0601(3) 0.0309(11) Uani 1 1 d . . .
C1 C 0.7745(7) 0.8989(5) 0.4578(3) 0.0255(11) Uani 1 1 d . . .
H1A H 0.7014 0.9153 0.5002 0.031 Uiso 1 1 calc R . .
C2 C 0.9715(7) 0.9028(6) 0.3709(3) 0.0281(12) Uani 1 1 d . . .
H2A H 1.0613 0.9228 0.3416 0.034 Uiso 1 1 calc R . .
C3 C 0.9471(8) 1.0396(6) 0.4691(3) 0.0350(14) Uani 1 1 d . . .
H3A H 0.8467 1.1037 0.4883 0.042 Uiso 1 1 calc R . .
H3B H 1.0108 1.0857 0.4331 0.042 Uiso 1 1 calc R . .
C4 C 1.2856(7) 0.5728(6) 0.1285(3) 0.0371(15) Uani 1 1 d . . .
H4A H 1.3754 0.5482 0.1571 0.045 Uiso 1 1 calc R . .
C5 C 1.1442(7) 0.6007(6) 0.0385(3) 0.0312(13) Uani 1 1 d . . .
H5A H 1.1148 0.5997 -0.0075 0.037 Uiso 1 1 calc R . .
C6 C 1.4462(8) 0.4619(7) 0.0184(4) 0.0464(18) Uani 1 1 d . . .
H6A H 1.5097 0.3882 0.0518 0.056 Uiso 1 1 calc R . .
H6B H 1.4090 0.4279 -0.0179 0.056 Uiso 1 1 calc R . .
C7 C 0.3904(7) 0.7058(5) 0.6467(3) 0.0225(11) Uani 1 1 d . . .
C8 C 0.3541(6) 0.5907(5) 0.6797(3) 0.0188(10) Uani 1 1 d . . .
C9 C 0.3074(6) 0.5715(5) 0.7562(3) 0.0196(10) Uani 1 1 d . . .
C10 C 0.2974(8) 0.6671(5) 0.7963(3) 0.0305(13) Uani 1 1 d . . .
H10A H 0.2664 0.6548 0.8467 0.037 Uiso 1 1 calc R . .
C11 C 0.3318(9) 0.7809(6) 0.7643(3) 0.0386(15) Uani 1 1 d . . .
H11A H 0.3236 0.8440 0.7928 0.046 Uiso 1 1 calc R . .
C12 C 0.3783(8) 0.7988(5) 0.6901(3) 0.0319(13) Uani 1 1 d . . .
H12A H 0.4022 0.8748 0.6683 0.038 Uiso 1 1 calc R . .
C13 C 0.4510(7) 0.7274(5) 0.5662(3) 0.0236(11) Uani 1 1 d . . .
C14 C 0.3734(6) 0.4840(5) 0.6370(3) 0.0198(10) Uani 1 1 d . . .
C15 C 0.2685(6) 0.4503(5) 0.7939(3) 0.0210(10) Uani 1 1 d . . .
C16 C 0.7774(7) 0.8085(5) -0.1409(3) 0.0228(11) Uani 1 1 d . . .
C17 C 0.6869(6) 0.9249(5) -0.1821(3) 0.0171(10) Uani 1 1 d . . .
C18 C 0.6919(6) 0.9298(5) -0.2583(3) 0.0198(10) Uani 1 1 d . . .
C19 C 0.7859(7) 0.8204(5) -0.2906(3) 0.0296(13) Uani 1 1 d . . .
H19A H 0.7906 0.8252 -0.3414 0.036 Uiso 1 1 calc R . .
C20 C 0.8714(8) 0.7065(6) -0.2502(3) 0.0362(15) Uani 1 1 d . . .
H20A H 0.9324 0.6340 -0.2730 0.043 Uiso 1 1 calc R . .
C21 C 0.8670(7) 0.6992(6) -0.1749(3) 0.0329(13) Uani 1 1 d . . .
H21A H 0.9240 0.6210 -0.1467 0.039 Uiso 1 1 calc R . .
C22 C 0.7800(6) 0.7940(5) -0.0585(3) 0.0214(11) Uani 1 1 d . . .
C23 C 0.5833(7) 1.0415(5) -0.1445(3) 0.0250(11) Uani 1 1 d . . .
C24 C 0.5893(6) 1.0498(5) -0.3074(3) 0.0202(10) 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 N1 2.256(4) . ?
Cd1 O12 2.269(4) 2_675 ?
Cd1 O3 2.277(4) 2_666 ?
Cd1 O2 2.286(4) . ?
Cd1 O1 2.487(4) . ?
Cd1 O4 2.567(4) 2_666 ?
Cd2 O14 2.251(4) . ?
Cd2 O15 2.274(4) . ?
Cd2 O13 2.285(4) . ?
Cd2 N4 2.317(5) . ?
Cd2 O5 2.351(4) 2_666 ?
Cd2 N2 2.354(4) . ?
Cd3 O6 2.229(4) 2_666 ?
Cd3 O10 2.238(4) 2_675 ?
Cd3 N5 2.358(4) . ?
Cd3 O7 2.382(4) . ?
Cd3 O8 2.419(4) . ?
Cd3 O13 2.524(4) . ?
O1 C13 1.245(6) . ?
O2 C13 1.246(7) . ?
O3 C14 1.276(6) . ?
O3 Cd1 2.277(4) 2_666 ?
O4 C14 1.249(6) . ?
O4 Cd1 2.567(4) 2_666 ?
O5 C15 1.242(6) . ?
O5 Cd2 2.351(4) 2_666 ?
O6 C15 1.263(6) . ?
O6 Cd3 2.229(4) 2_666 ?
O7 C22 1.231(6) . ?
O8 C22 1.265(7) . ?
O9 C23 1.242(7) . ?
O10 C23 1.266(7) . ?
O10 Cd3 2.238(4) 2_675 ?
O11 C24 1.248(6) . ?
O12 C24 1.256(6) . ?
O12 Cd1 2.269(4) 2_675 ?
O13 H1W 0.891(19) . ?
O13 H2W 0.890(19) . ?
O14 H3W 0.899(19) . ?
O14 H4W 0.886(19) . ?
O15 H5W 0.967(17) . ?
O15 H6W 0.86(2) . ?
O16 H7W 0.89(2) . ?
O16 H8W 0.89(2) . ?
O17 H9W 0.89(2) . ?
O17 H10W 0.90(2) . ?
O18 H11W 0.90(2) . ?
O18 H12W 0.89(2) . ?
N1 C1 1.301(7) . ?
N1 N2 1.392(6) . ?
N2 C2 1.302(7) . ?
N3 C1 1.342(7) . ?
N3 C2 1.348(7) . ?
N3 C3 1.472(7) . ?
N4 C4 1.294(7) . ?
N4 N5 1.377(6) . ?
N5 C5 1.306(7) . ?
N6 C5 1.324(7) . ?
N6 C4 1.350(8) . ?
N6 C6 1.479(7) . ?
C1 H1A 0.9300 . ?
C2 H2A 0.9300 . ?
C3 C3 1.510(12) 2_776 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 C6 1.455(13) 2_865 ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C12 1.391(7) . ?
C7 C8 1.408(7) . ?
C7 C13 1.504(7) . ?
C8 C9 1.410(7) . ?
C8 C14 1.493(7) . ?
C9 C10 1.378(7) . ?
C9 C15 1.499(7) . ?
C10 C11 1.383(8) . ?
C10 H10A 0.9300 . ?
C11 C12 1.369(8) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C16 C21 1.393(7) . ?
C16 C17 1.394(7) . ?
C16 C22 1.512(7) . ?
C17 C18 1.400(7) . ?
C17 C23 1.515(7) . ?
C18 C19 1.386(7) . ?
C18 C24 1.523(7) . ?
C19 C20 1.356(8) . ?
C19 H19A 0.9300 . ?
C20 C21 1.382(8) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 O12 103.30(16) . 2_675 ?
N1 Cd1 O3 135.66(14) . 2_666 ?
O12 Cd1 O3 93.51(14) 2_675 2_666 ?
N1 Cd1 O2 118.17(17) . . ?
O12 Cd1 O2 115.35(15) 2_675 . ?
O3 Cd1 O2 89.30(14) 2_666 . ?
N1 Cd1 O1 82.70(16) . . ?
O12 Cd1 O1 88.03(14) 2_675 . ?
O3 Cd1 O1 139.33(14) 2_666 . ?
O2 Cd1 O1 54.22(14) . . ?
N1 Cd1 O4 93.55(14) . 2_666 ?
O12 Cd1 O4 143.37(13) 2_675 2_666 ?
O3 Cd1 O4 53.48(12) 2_666 2_666 ?
O2 Cd1 O4 83.07(14) . 2_666 ?
O1 Cd1 O4 126.68(13) . 2_666 ?
O14 Cd2 O15 91.07(16) . . ?
O14 Cd2 O13 158.67(15) . . ?
O15 Cd2 O13 107.90(16) . . ?
O14 Cd2 N4 112.46(16) . . ?
O15 Cd2 N4 80.87(17) . . ?
O13 Cd2 N4 80.95(15) . . ?
O14 Cd2 O5 84.35(15) . 2_666 ?
O15 Cd2 O5 161.66(16) . 2_666 ?
O13 Cd2 O5 80.43(15) . 2_666 ?
N4 Cd2 O5 84.49(15) . 2_666 ?
O14 Cd2 N2 85.06(16) . . ?
O15 Cd2 N2 83.24(17) . . ?
O13 Cd2 N2 87.53(15) . . ?
N4 Cd2 N2 156.42(18) . . ?
O5 Cd2 N2 113.92(15) 2_666 . ?
O6 Cd3 O10 117.78(15) 2_666 2_675 ?
O6 Cd3 N5 91.25(16) 2_666 . ?
O10 Cd3 N5 142.61(16) 2_675 . ?
O6 Cd3 O7 84.15(14) 2_666 . ?
O10 Cd3 O7 122.21(15) 2_675 . ?
N5 Cd3 O7 81.23(16) . . ?
O6 Cd3 O8 136.77(14) 2_666 . ?
O10 Cd3 O8 81.27(14) 2_675 . ?
N5 Cd3 O8 93.51(15) . . ?
O7 Cd3 O8 54.37(13) . . ?
O6 Cd3 O13 110.87(14) 2_666 . ?
O10 Cd3 O13 70.51(14) 2_675 . ?
N5 Cd3 O13 77.57(14) . . ?
O7 Cd3 O13 154.08(14) . . ?
O8 Cd3 O13 112.11(14) . . ?
C13 O1 Cd1 87.0(3) . . ?
C13 O2 Cd1 96.4(3) . . ?
C14 O3 Cd1 99.3(3) . 2_666 ?
C14 O4 Cd1 86.4(3) . 2_666 ?
C15 O5 Cd2 160.1(4) . 2_666 ?
C15 O6 Cd3 112.6(4) . 2_666 ?
C22 O7 Cd3 92.3(3) . . ?
C22 O8 Cd3 89.7(3) . . ?
C23 O10 Cd3 115.2(4) . 2_675 ?
C24 O12 Cd1 101.1(3) . 2_675 ?
Cd2 O13 Cd3 107.33(15) . . ?
Cd2 O13 H1W 108(4) . . ?
Cd3 O13 H1W 103(4) . . ?
Cd2 O13 H2W 120(4) . . ?
Cd3 O13 H2W 112(4) . . ?
H1W O13 H2W 104(3) . . ?
Cd2 O14 H3W 110(4) . . ?
Cd2 O14 H4W 119(4) . . ?
H3W O14 H4W 103(3) . . ?
Cd2 O15 H5W 91.5(10) . . ?
Cd2 O15 H6W 128(5) . . ?
H5W O15 H6W 101(3) . . ?
H7W O16 H8W 104(3) . . ?
H9W O17 H10W 102(3) . . ?
H11W O18 H12W 103(3) . . ?
C1 N1 N2 107.2(4) . . ?
C1 N1 Cd1 122.0(4) . . ?
N2 N1 Cd1 129.2(3) . . ?
C2 N2 N1 106.2(4) . . ?
C2 N2 Cd2 124.6(4) . . ?
N1 N2 Cd2 128.7(3) . . ?
C1 N3 C2 105.4(5) . . ?
C1 N3 C3 127.4(5) . . ?
C2 N3 C3 127.2(5) . . ?
C4 N4 N5 106.6(5) . . ?
C4 N4 Cd2 132.3(4) . . ?
N5 N4 Cd2 120.2(3) . . ?
C5 N5 N4 106.7(4) . . ?
C5 N5 Cd3 129.3(4) . . ?
N4 N5 Cd3 124.0(3) . . ?
C5 N6 C4 105.0(4) . . ?
C5 N6 C6 126.5(5) . . ?
C4 N6 C6 128.5(5) . . ?
N1 C1 N3 110.3(5) . . ?
N1 C1 H1A 124.8 . . ?
N3 C1 H1A 124.8 . . ?
N2 C2 N3 110.8(5) . . ?
N2 C2 H2A 124.6 . . ?
N3 C2 H2A 124.6 . . ?
N3 C3 C3 108.8(6) . 2_776 ?
N3 C3 H3A 109.9 . . ?
C3 C3 H3A 109.9 2_776 . ?
N3 C3 H3B 109.9 . . ?
C3 C3 H3B 109.9 2_776 . ?
H3A C3 H3B 108.3 . . ?
N4 C4 N6 110.8(5) . . ?
N4 C4 H4A 124.6 . . ?
N6 C4 H4A 124.6 . . ?
N5 C5 N6 111.0(5) . . ?
N5 C5 H5A 124.5 . . ?
N6 C5 H5A 124.5 . . ?
C6 C6 N6 110.5(7) 2_865 . ?
C6 C6 H6A 109.5 2_865 . ?
N6 C6 H6A 109.5 . . ?
C6 C6 H6B 109.5 2_865 . ?
N6 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C12 C7 C8 119.4(5) . . ?
C12 C7 C13 119.0(5) . . ?
C8 C7 C13 121.5(5) . . ?
C7 C8 C9 119.4(5) . . ?
C7 C8 C14 122.0(4) . . ?
C9 C8 C14 118.5(4) . . ?
C10 C9 C8 118.6(5) . . ?
C10 C9 C15 120.1(5) . . ?
C8 C9 C15 121.4(5) . . ?
C9 C10 C11 122.5(5) . . ?
C9 C10 H10A 118.8 . . ?
C11 C10 H10A 118.8 . . ?
C12 C11 C10 118.8(5) . . ?
C12 C11 H11A 120.6 . . ?
C10 C11 H11A 120.6 . . ?
C11 C12 C7 121.4(5) . . ?
C11 C12 H12A 119.3 . . ?
C7 C12 H12A 119.3 . . ?
O1 C13 O2 122.3(5) . . ?
O1 C13 C7 119.2(5) . . ?
O2 C13 C7 118.5(5) . . ?
O1 C13 Cd1 65.8(3) . . ?
O2 C13 Cd1 56.5(3) . . ?
C7 C13 Cd1 174.8(4) . . ?
O4 C14 O3 120.7(5) . . ?
O4 C14 C8 122.9(5) . . ?
O3 C14 C8 116.2(4) . . ?
O5 C15 O6 125.2(5) . . ?
O5 C15 C9 119.3(5) . . ?
O6 C15 C9 115.5(5) . . ?
C21 C16 C17 120.4(5) . . ?
C21 C16 C22 117.4(5) . . ?
C17 C16 C22 122.2(4) . . ?
C16 C17 C18 118.4(4) . . ?
C16 C17 C23 120.2(4) . . ?
C18 C17 C23 121.4(4) . . ?
C19 C18 C17 119.7(5) . . ?
C19 C18 C24 117.9(4) . . ?
C17 C18 C24 122.3(4) . . ?
C20 C19 C18 121.8(5) . . ?
C20 C19 H19A 119.1 . . ?
C18 C19 H19A 119.1 . . ?
C19 C20 C21 119.5(5) . . ?
C19 C20 H20A 120.3 . . ?
C21 C20 H20A 120.3 . . ?
C20 C21 C16 120.2(5) . . ?
C20 C21 H21A 119.9 . . ?
C16 C21 H21A 119.9 . . ?
O7 C22 O8 123.0(5) . . ?
O7 C22 C16 118.7(5) . . ?
O8 C22 C16 118.3(5) . . ?
O7 C22 Cd3 60.9(3) . . ?
O8 C22 Cd3 62.6(3) . . ?
C16 C22 Cd3 173.8(3) . . ?
O9 C23 O10 123.7(5) . . ?
O9 C23 C17 120.4(5) . . ?
O10 C23 C17 115.9(5) . . ?
O11 C24 O12 124.3(5) . . ?
O11 C24 C18 119.4(4) . . ?
O12 C24 C18 116.3(4) . . ?

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
N1 Cd1 O1 C13 -133.3(4) . . . . ?
O12 Cd1 O1 C13 123.0(4) 2_675 . . . ?
O3 Cd1 O1 C13 29.9(4) 2_666 . . . ?
O2 Cd1 O1 C13 -0.6(3) . . . . ?
O4 Cd1 O1 C13 -44.4(4) 2_666 . . . ?
N1 Cd1 O2 C13 56.3(4) . . . . ?
O12 Cd1 O2 C13 -66.6(4) 2_675 . . . ?
O3 Cd1 O2 C13 -160.1(4) 2_666 . . . ?
O1 Cd1 O2 C13 0.6(3) . . . . ?
O4 Cd1 O2 C13 146.6(4) 2_666 . . . ?
O6 Cd3 O7 C22 162.3(4) 2_666 . . . ?
O10 Cd3 O7 C22 43.0(4) 2_675 . . . ?
N5 Cd3 O7 C22 -105.5(4) . . . . ?
O8 Cd3 O7 C22 -4.7(3) . . . . ?
O13 Cd3 O7 C22 -70.2(5) . . . . ?
O6 Cd3 O8 C22 -14.4(4) 2_666 . . . ?
O10 Cd3 O8 C22 -136.1(3) 2_675 . . . ?
N5 Cd3 O8 C22 81.2(3) . . . . ?
O7 Cd3 O8 C22 4.6(3) . . . . ?
O13 Cd3 O8 C22 159.2(3) . . . . ?
O14 Cd2 O13 Cd3 -81.0(4) . . . . ?
O15 Cd2 O13 Cd3 127.24(17) . . . . ?
N4 Cd2 O13 Cd3 49.97(17) . . . . ?
O5 Cd2 O13 Cd3 -35.92(15) 2_666 . . . ?
N2 Cd2 O13 Cd3 -150.68(17) . . . . ?
O6 Cd3 O13 Cd2 39.6(2) 2_666 . . . ?
O10 Cd3 O13 Cd2 152.80(19) 2_675 . . . ?
N5 Cd3 O13 Cd2 -46.97(17) . . . . ?
O7 Cd3 O13 Cd2 -82.8(3) . . . . ?
O8 Cd3 O13 Cd2 -135.71(15) . . . . ?
C22 Cd3 O13 Cd2 -121.62(19) . . . . ?
O12 Cd1 N1 C1 73.6(4) 2_675 . . . ?
O3 Cd1 N1 C1 -177.0(4) 2_666 . . . ?
O2 Cd1 N1 C1 -55.1(5) . . . . ?
O1 Cd1 N1 C1 -12.6(4) . . . . ?
O4 Cd1 N1 C1 -139.2(4) 2_666 . . . ?
C13 Cd1 N1 C1 -32.4(5) . . . . ?
O12 Cd1 N1 N2 -90.4(4) 2_675 . . . ?
O3 Cd1 N1 N2 19.0(5) 2_666 . . . ?
O2 Cd1 N1 N2 140.9(4) . . . . ?
O1 Cd1 N1 N2 -176.6(4) . . . . ?
O4 Cd1 N1 N2 56.8(4) 2_666 . . . ?
C13 Cd1 N1 N2 163.6(4) . . . . ?
C1 N1 N2 C2 -0.1(6) . . . . ?
Cd1 N1 N2 C2 165.8(4) . . . . ?
C1 N1 N2 Cd2 171.9(4) . . . . ?
Cd1 N1 N2 Cd2 -22.3(6) . . . . ?
O14 Cd2 N2 C2 109.7(5) . . . . ?
O15 Cd2 N2 C2 18.0(5) . . . . ?
O13 Cd2 N2 C2 -90.3(5) . . . . ?
N4 Cd2 N2 C2 -29.8(7) . . . . ?
O5 Cd2 N2 C2 -168.7(4) 2_666 . . . ?
O14 Cd2 N2 N1 -60.9(4) . . . . ?
O15 Cd2 N2 N1 -152.6(4) . . . . ?
O13 Cd2 N2 N1 99.1(4) . . . . ?
N4 Cd2 N2 N1 159.6(4) . . . . ?
O5 Cd2 N2 N1 20.7(5) 2_666 . . . ?
O14 Cd2 N4 C4 -44.3(6) . . . . ?
O15 Cd2 N4 C4 43.1(6) . . . . ?
O13 Cd2 N4 C4 153.0(6) . . . . ?
O5 Cd2 N4 C4 -125.8(6) 2_666 . . . ?
N2 Cd2 N4 C4 91.3(7) . . . . ?
O14 Cd2 N4 N5 123.7(4) . . . . ?
O15 Cd2 N4 N5 -149.0(4) . . . . ?
O13 Cd2 N4 N5 -39.0(4) . . . . ?
O5 Cd2 N4 N5 42.1(4) 2_666 . . . ?
N2 Cd2 N4 N5 -100.8(5) . . . . ?
C4 N4 N5 C5 0.4(7) . . . . ?
Cd2 N4 N5 C5 -170.3(4) . . . . ?
C4 N4 N5 Cd3 179.7(4) . . . . ?
Cd2 N4 N5 Cd3 8.9(6) . . . . ?
O6 Cd3 N5 C5 92.0(5) 2_666 . . . ?
O10 Cd3 N5 C5 -125.2(5) 2_675 . . . ?
O7 Cd3 N5 C5 8.1(5) . . . . ?
O8 Cd3 N5 C5 -45.0(5) . . . . ?
O13 Cd3 N5 C5 -156.9(5) . . . . ?
C22 Cd3 N5 C5 -17.7(5) . . . . ?
O6 Cd3 N5 N4 -87.0(4) 2_666 . . . ?
O10 Cd3 N5 N4 55.7(5) 2_675 . . . ?
O7 Cd3 N5 N4 -170.9(4) . . . . ?
O8 Cd3 N5 N4 135.9(4) . . . . ?
O13 Cd3 N5 N4 24.1(4) . . . . ?
C22 Cd3 N5 N4 163.3(4) . . . . ?
N2 N1 C1 N3 -0.4(6) . . . . ?
Cd1 N1 C1 N3 -167.5(3) . . . . ?
C2 N3 C1 N1 0.8(6) . . . . ?
C3 N3 C1 N1 -179.1(5) . . . . ?
N1 N2 C2 N3 0.6(6) . . . . ?
Cd2 N2 C2 N3 -171.8(4) . . . . ?
C1 N3 C2 N2 -0.8(6) . . . . ?
C3 N3 C2 N2 179.1(5) . . . . ?
C1 N3 C3 C3 80.1(8) . . . 2_776 ?
C2 N3 C3 C3 -99.8(8) . . . 2_776 ?
N5 N4 C4 N6 -1.7(7) . . . . ?
Cd2 N4 C4 N6 167.4(4) . . . . ?
C5 N6 C4 N4 2.3(7) . . . . ?
C6 N6 C4 N4 -175.5(6) . . . . ?
N4 N5 C5 N6 1.1(7) . . . . ?
Cd3 N5 C5 N6 -178.1(4) . . . . ?
C4 N6 C5 N5 -2.1(7) . . . . ?
C6 N6 C5 N5 175.8(5) . . . . ?
C5 N6 C6 C6 99.2(10) . . . 2_865 ?
C4 N6 C6 C6 -83.4(11) . . . 2_865 ?
C12 C7 C8 C9 -0.6(8) . . . . ?
C13 C7 C8 C9 176.2(5) . . . . ?
C12 C7 C8 C14 -176.8(5) . . . . ?
C13 C7 C8 C14 0.0(8) . . . . ?
C7 C8 C9 C10 0.6(8) . . . . ?
C14 C8 C9 C10 176.9(5) . . . . ?
C7 C8 C9 C15 -179.6(5) . . . . ?
C14 C8 C9 C15 -3.3(7) . . . . ?
C8 C9 C10 C11 -0.2(9) . . . . ?
C15 C9 C10 C11 -180.0(6) . . . . ?
C9 C10 C11 C12 -0.3(10) . . . . ?
C10 C11 C12 C7 0.3(10) . . . . ?
C8 C7 C12 C11 0.1(9) . . . . ?
C13 C7 C12 C11 -176.8(6) . . . . ?
Cd1 O1 C13 O2 1.0(6) . . . . ?
Cd1 O1 C13 C7 -178.3(5) . . . . ?
Cd1 O2 C13 O1 -1.1(6) . . . . ?
Cd1 O2 C13 C7 178.2(4) . . . . ?
C12 C7 C13 O1 -6.2(8) . . . . ?
C8 C7 C13 O1 177.0(5) . . . . ?
C12 C7 C13 O2 174.5(6) . . . . ?
C8 C7 C13 O2 -2.3(8) . . . . ?
N1 Cd1 C13 O1 47.4(4) . . . . ?
O12 Cd1 C13 O1 -59.2(4) 2_675 . . . ?
O3 Cd1 C13 O1 -159.1(3) 2_666 . . . ?
O2 Cd1 C13 O1 179.0(6) . . . . ?
O4 Cd1 C13 O1 144.4(3) 2_666 . . . ?
N1 Cd1 C13 O2 -131.6(4) . . . . ?
O12 Cd1 C13 O2 121.8(4) 2_675 . . . ?
O3 Cd1 C13 O2 22.0(4) 2_666 . . . ?
O1 Cd1 C13 O2 -179.0(6) . . . . ?
O4 Cd1 C13 O2 -34.6(4) 2_666 . . . ?
Cd1 O4 C14 O3 3.1(4) 2_666 . . . ?
Cd1 O4 C14 C8 -172.3(4) 2_666 . . . ?
Cd1 O3 C14 O4 -3.6(5) 2_666 . . . ?
Cd1 O3 C14 C8 172.2(3) 2_666 . . . ?
C7 C8 C14 O4 -87.8(6) . . . . ?
C9 C8 C14 O4 96.0(6) . . . . ?
C7 C8 C14 O3 96.5(6) . . . . ?
C9 C8 C14 O3 -79.7(6) . . . . ?
Cd2 O5 C15 O6 47.6(14) 2_666 . . . ?
Cd2 O5 C15 C9 -132.0(9) 2_666 . . . ?
Cd3 O6 C15 O5 1.0(7) 2_666 . . . ?
Cd3 O6 C15 C9 -179.4(3) 2_666 . . . ?
C10 C9 C15 O5 144.1(5) . . . . ?
C8 C9 C15 O5 -35.6(7) . . . . ?
C10 C9 C15 O6 -35.5(7) . . . . ?
C8 C9 C15 O6 144.7(5) . . . . ?
C21 C16 C17 C18 -1.5(8) . . . . ?
C22 C16 C17 C18 179.8(5) . . . . ?
C21 C16 C17 C23 177.2(5) . . . . ?
C22 C16 C17 C23 -1.5(8) . . . . ?
C16 C17 C18 C19 -0.3(8) . . . . ?
C23 C17 C18 C19 -178.9(5) . . . . ?
C16 C17 C18 C24 176.4(5) . . . . ?
C23 C17 C18 C24 -2.3(8) . . . . ?
C17 C18 C19 C20 1.5(9) . . . . ?
C24 C18 C19 C20 -175.3(6) . . . . ?
C18 C19 C20 C21 -0.9(10) . . . . ?
C19 C20 C21 C16 -0.9(10) . . . . ?
C17 C16 C21 C20 2.1(9) . . . . ?
C22 C16 C21 C20 -179.2(6) . . . . ?
Cd3 O7 C22 O8 8.8(6) . . . . ?
Cd3 O7 C22 C16 -173.0(4) . . . . ?
Cd3 O8 C22 O7 -8.6(6) . . . . ?
Cd3 O8 C22 C16 173.1(4) . . . . ?
C21 C16 C22 O7 -31.7(7) . . . . ?
C17 C16 C22 O7 147.0(5) . . . . ?
C21 C16 C22 O8 146.6(5) . . . . ?
C17 C16 C22 O8 -34.7(7) . . . . ?
O6 Cd3 C22 O7 -18.7(4) 2_666 . . . ?
O10 Cd3 C22 O7 -143.9(3) 2_675 . . . ?
N5 Cd3 C22 O7 72.3(4) . . . . ?
O8 Cd3 C22 O7 171.7(5) . . . . ?
O13 Cd3 C22 O7 142.6(3) . . . . ?
O6 Cd3 C22 O8 169.6(3) 2_666 . . . ?
O10 Cd3 C22 O8 44.4(3) 2_675 . . . ?
N5 Cd3 C22 O8 -99.4(3) . . . . ?
O7 Cd3 C22 O8 -171.7(5) . . . . ?
O13 Cd3 C22 O8 -29.1(4) . . . . ?
Cd3 O10 C23 O9 21.6(7) 2_675 . . . ?
Cd3 O10 C23 C17 -157.2(3) 2_675 . . . ?
C16 C17 C23 O9 106.5(6) . . . . ?
C18 C17 C23 O9 -74.9(7) . . . . ?
C16 C17 C23 O10 -74.7(6) . . . . ?
C18 C17 C23 O10 103.9(6) . . . . ?
Cd1 O12 C24 O11 -0.9(6) 2_675 . . . ?
Cd1 O12 C24 C18 177.9(4) 2_675 . . . ?
C19 C18 C24 O11 142.6(5) . . . . ?
C17 C18 C24 O11 -34.1(8) . . . . ?
C19 C18 C24 O12 -36.3(7) . . . . ?
C17 C18 C24 O12 147.0(5) . . . . ?


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
O13 H1W O11 0.891(19) 1.92(3) 2.726(5) 149(5) 2_675
O13 H2W O17 0.890(19) 1.78(3) 2.617(7) 156(6) .
O14 H3W O16 0.899(19) 1.84(2) 2.706(7) 161(5) 1_655
O14 H4W O4 0.886(19) 1.98(4) 2.732(6) 142(6) 2_666
O15 H5W O3 0.967(17) 2.069(19) 2.733(6) 124.2(16) 2_766
O15 H6W O9 0.86(2) 2.05(4) 2.627(6) 123(4) 2_775
O16 H7W O4 0.89(2) 1.98(2) 2.868(6) 173(7) .
O16 H8W O3 0.89(2) 2.05(2) 2.921(6) 165(6) 2_666
O17 H9W O8 0.89(2) 2.40(2) 2.866(7) 113(2) 2_775
O17 H10W O18 0.90(2) 1.93(3) 2.785(9) 158(6) .
O18 H11W O10 0.90(2) 2.03(3) 2.896(7) 162(5) 2_675
O18 H12W O9 0.89(2) 2.13(3) 3.011(7) 168(7) .

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.845
_refine_diff_density_rms         0.143

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