# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_ssb1
_database_code_depnum_ccdc_archive 'CCDC 987897'
_audit_update_record             
;
2014-02-19 deposited with the CCDC.
2015-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H41 Cu N6 O19.50'
_chemical_formula_weight         909.27

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

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   10.2282(4)
_cell_length_b                   12.6403(7)
_cell_length_c                   31.3839(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4057.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888
_exptl_absorpt_coefficient_mu    0.626
_cell_measurement_theta_max      29.0459
_cell_measurement_theta_min      3.2117
_cell_measurement_reflns_used    4093
_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
;
_exptl_absorpt_correction_T_min  0.62771
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET)
(compiled Aug  2 2010,13:00:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean 16.1048
_diffrn_reflns_number            12422
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.2117
_diffrn_reflns_theta_max         29.0459
_diffrn_orient_matrix_UB_11      0.0000668000
_diffrn_orient_matrix_UB_12      0.0127767000
_diffrn_orient_matrix_UB_13      0.0219990000
_diffrn_orient_matrix_UB_21      0.0103377000
_diffrn_orient_matrix_UB_22      0.0540538000
_diffrn_orient_matrix_UB_23      -0.0050867000
_diffrn_orient_matrix_UB_31      -0.0685817000
_diffrn_orient_matrix_UB_32      0.0081431000
_diffrn_orient_matrix_UB_33      -0.0007543000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00   54.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5778   37.0000  -30.0000 93
#__ type_ start__ end____ width___ exp.time_
  2 omega   27.00   59.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0153   37.0000 -150.0000 32
#__ type_ start__ end____ width___ exp.time_
  3 omega   52.00   78.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0153 -130.0000  -49.0000 26
;
_diffrn_measurement_method       'ω scans'
_diffrn_ambient_temperature      293(2)
_reflns_number_total             6764
_reflns_number_gt                5230
_reflns_threshold_expression     >2sigma(I)
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_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)+(0.0774P)²+1.9286P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.002(19)
_refine_ls_number_reflns         6764
_refine_ls_number_parameters     552
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1670
_refine_ls_wR_factor_gt          0.1478
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.81771(6) 0.05420(6) 0.12542(2) 0.0433(2) Uani 1 1 d . . .
O2 O 0.7005(3) -0.0641(3) 0.12553(11) 0.0344(8) Uani 1 1 d . . .
O1 O 0.8372(4) 0.0460(4) 0.06435(13) 0.0512(11) Uani 1 1 d . . .
N2 N 0.7960(4) 0.0734(4) 0.18904(16) 0.0464(13) Uani 1 1 d . . .
O5 O 0.5148(4) -0.2287(4) 0.23679(12) 0.0529(12) Uani 1 1 d . . .
O8 O 0.5426(4) -0.0829(4) -0.01534(12) 0.0618(14) Uani 1 1 d . . .
H8 H 0.4706 -0.0967 -0.0255 0.093 Uiso 1 1 calc R . .
O4 O 0.5874(4) -0.2651(3) 0.16168(13) 0.0459(10) Uani 1 1 d . . .
H4A H 0.5918 -0.2697 0.1877 0.069 Uiso 1 1 calc R . .
O7 O 0.2318(3) 0.0276(3) 0.10341(11) 0.0399(10) Uani 1 1 d . . .
H7 H 0.2454 0.0748 0.0861 0.060 Uiso 1 1 calc R . .
N4 N 0.3045(5) -0.1314(4) 0.01223(14) 0.0435(12) Uani 1 1 d . . .
N1 N 0.9236(5) 0.1884(4) 0.13238(19) 0.0519(14) Uani 1 1 d . . .
O6 O 0.4180(5) -0.2073(4) 0.31057(14) 0.0672(14) Uani 1 1 d . . .
H6 H 0.4589 -0.2353 0.2911 0.101 Uiso 1 1 calc R . .
N3 N 0.7755(6) 0.0175(5) -0.00293(16) 0.0631(16) Uani 1 1 d . . .
H3A H 0.8440 0.0500 -0.0119 0.076 Uiso 1 1 calc R . .
H3B H 0.7205 -0.0084 -0.0209 0.076 Uiso 1 1 calc R . .
O1W O 0.9990(4) -0.0496(4) 0.13893(14) 0.0565(11) Uani 1 1 d . . .
O2W O 0.6158(4) 0.1695(4) 0.11273(16) 0.0598(13) Uani 1 1 d . . .
C34 C 0.2767(7) 0.1491(5) 0.1817(2) 0.0520(16) Uani 1 1 d . . .
H34A H 0.2998 0.1693 0.1532 0.078 Uiso 1 1 calc R . .
H34B H 0.2956 0.2062 0.2009 0.078 Uiso 1 1 calc R . .
H34C H 0.1851 0.1328 0.1829 0.078 Uiso 1 1 calc R . .
C1 C 0.6367(5) -0.0508(5) 0.05250(15) 0.0324(11) Uani 1 1 d . . .
C2 C 0.6276(5) -0.0857(4) 0.09470(16) 0.0286(11) Uani 1 1 d . . .
C3 C 0.5124(5) -0.1623(4) 0.10329(15) 0.0305(12) Uani 1 1 d . . .
C4 C 0.3848(5) -0.1105(4) 0.08949(15) 0.0294(11) Uani 1 1 d . . .
H4 H 0.3140 -0.1623 0.0922 0.035 Uiso 1 1 calc R . .
C5 C 0.3951(5) -0.0760(5) 0.04251(16) 0.0347(13) Uani 1 1 d . . .
H5 H 0.3669 -0.0019 0.0422 0.042 Uiso 1 1 calc R . .
C6 C 0.5333(5) -0.0748(5) 0.02358(16) 0.0385(13) Uani 1 1 d . . .
C7 C 0.5080(5) -0.1850(4) 0.15115(16) 0.0309(12) Uani 1 1 d . . .
C8 C 0.4337(5) -0.1292(4) 0.17855(16) 0.0309(12) Uani 1 1 d . . .
C9 C 0.3400(4) -0.0440(4) 0.16459(14) 0.0286(11) Uani 1 1 d . . .
H9 H 0.2514 -0.0718 0.1687 0.034 Uiso 1 1 calc R . .
C10 C 0.3532(5) -0.0151(4) 0.11750(15) 0.0292(11) Uani 1 1 d . . .
H10 H 0.4219 0.0383 0.1142 0.035 Uiso 1 1 calc R . .
C11 C 0.4458(5) -0.1522(5) 0.22321(17) 0.0365(13) Uani 1 1 d . . .
C12 C 0.3777(5) -0.0823(5) 0.25337(16) 0.0376(14) Uani 1 1 d . . .
C13 C 0.3255(5) 0.0144(5) 0.24001(16) 0.0373(13) Uani 1 1 d . . .
C14 C 0.3553(5) 0.0522(5) 0.19461(15) 0.0357(12) Uani 1 1 d . . .
H14 H 0.4477 0.0727 0.1940 0.043 Uiso 1 1 calc R . .
C15 C 0.3629(6) -0.1151(6) 0.29625(18) 0.0492(16) Uani 1 1 d . . .
C16 C 0.2897(7) -0.0549(7) 0.3241(2) 0.065(2) Uani 1 1 d . . .
H16 H 0.2781 -0.0766 0.3522 0.077 Uiso 1 1 calc R . .
C17 C 0.2345(7) 0.0373(7) 0.3099(2) 0.064(2) Uani 1 1 d . . .
H17 H 0.1835 0.0770 0.3285 0.077 Uiso 1 1 calc R . .
C18 C 0.2522(6) 0.0729(5) 0.26885(18) 0.0502(16) Uani 1 1 d . . .
H18 H 0.2149 0.1366 0.2604 0.060 Uiso 1 1 calc R . .
C19 C 0.1638(6) -0.1046(7) 0.0208(2) 0.064(2) Uani 1 1 d . . .
H19A H 0.1090 -0.1418 0.0009 0.096 Uiso 1 1 calc R . .
H19B H 0.1510 -0.0298 0.0175 0.096 Uiso 1 1 calc R . .
H19C H 0.1414 -0.1250 0.0493 0.096 Uiso 1 1 calc R . .
C20 C 0.3222(8) -0.2492(6) 0.0093(2) 0.068(2) Uani 1 1 d . . .
H20A H 0.4125 -0.2650 0.0039 0.103 Uiso 1 1 calc R . .
H20B H 0.2694 -0.2765 -0.0135 0.103 Uiso 1 1 calc R . .
H20C H 0.2960 -0.2813 0.0357 0.103 Uiso 1 1 calc R . .
C21 C 0.7546(6) 0.0072(5) 0.03850(18) 0.0393(14) Uani 1 1 d . . .
C22 C 0.7288(6) 0.0150(6) 0.2172(2) 0.0536(17) Uani 1 1 d . . .
H22 H 0.6850 -0.0450 0.2078 0.064 Uiso 1 1 calc R . .
C23 C 0.7226(7) 0.0409(7) 0.2594(2) 0.068(2) Uani 1 1 d . . .
H23 H 0.6734 -0.0009 0.2778 0.082 Uiso 1 1 calc R . .
C24 C 0.7863(8) 0.1259(7) 0.2751(2) 0.072(2) Uani 1 1 d . . .
H24 H 0.7821 0.1420 0.3040 0.087 Uiso 1 1 calc R . .
C25 C 0.8584(7) 0.1892(6) 0.2474(3) 0.063(2) Uani 1 1 d . . .
C27 C 0.9274(6) 0.2221(5) 0.1732(2) 0.0536(19) Uani 1 1 d . . .
C26 C 0.8598(6) 0.1591(6) 0.2051(2) 0.0521(18) Uani 1 1 d . . .
C28 C 0.9947(7) 0.3136(6) 0.1861(3) 0.067(2) Uani 1 1 d . . .
C29 C 0.9939(9) 0.3398(7) 0.2303(3) 0.079(3) Uani 1 1 d . . .
H29 H 1.0400 0.3991 0.2394 0.095 Uiso 1 1 calc R . .
C30 C 0.9300(9) 0.2829(8) 0.2589(3) 0.091(3) Uani 1 1 d . . .
H30 H 0.9315 0.3040 0.2873 0.109 Uiso 1 1 calc R . .
C31 C 1.0527(9) 0.3693(7) 0.1533(4) 0.089(3) Uani 1 1 d . . .
H31 H 1.0963 0.4318 0.1599 0.106 Uiso 1 1 calc R . .
C32 C 1.0496(8) 0.3385(7) 0.1134(3) 0.080(3) Uani 1 1 d . . .
H32 H 1.0911 0.3778 0.0923 0.096 Uiso 1 1 calc R . .
C33 C 0.9809(7) 0.2432(6) 0.1029(3) 0.070(2) Uani 1 1 d . . .
H33 H 0.9774 0.2205 0.0747 0.084 Uiso 1 1 calc R . .
N20 N 0.2300(8) 0.1353(7) 0.9554(2) 0.082(2) Uani 1 1 d . . .
O20 O 0.3182(10) 0.0954(7) 0.9764(2) 0.143(3) Uani 1 1 d . . .
O21 O 0.1895(12) 0.2247(7) 0.9669(3) 0.164(4) Uani 1 1 d . . .
O22 O 0.1813(8) 0.0919(6) 0.9250(2) 0.121(3) Uani 1 1 d . . .
O5W O 0.4101(8) 0.3814(6) 0.0784(3) 0.137(3) Uani 1 1 d . . .
O6W O 0.3563(10) 0.5584(8) 0.1260(5) 0.108(5) Uani 0.50 1 d P . .
O4W O 0.2821(8) 0.2028(5) 0.0593(2) 0.108(2) Uani 1 1 d . . .
N10 N 0.0555(7) 0.6869(6) 0.1174(2) 0.0725(18) Uani 1 1 d . . .
O12 O 0.0362(8) 0.5952(6) 0.1212(3) 0.125(3) Uani 1 1 d . . .
O11 O -0.0370(8) 0.7439(6) 0.1084(3) 0.141(4) Uani 1 1 d . . .
O3 O 0.5294(4) -0.2581(3) 0.07947(12) 0.0403(9) Uani 1 1 d . . .
H3 H 0.4722 -0.2624 0.0612 0.060 Uiso 1 1 calc R . .
O10 O 0.1626(6) 0.7250(6) 0.1215(3) 0.130(3) Uani 1 1 d . . .
O3W O 0.2542(5) 0.8757(5) 0.92237(14) 0.0675(14) 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 O2 1.916(3) . ?
Cu1 O1 1.930(4) . ?
Cu1 N2 2.024(5) . ?
Cu1 N1 2.024(5) . ?
Cu1 O1W 2.311(4) . ?
O2 C2 1.252(6) . ?
O1 C21 1.270(7) . ?
N2 C22 1.343(8) . ?
N2 C26 1.362(8) . ?
O5 C11 1.271(7) . ?
O8 C6 1.229(6) . ?
O8 H8 0.8200 . ?
O4 C7 1.338(6) . ?
O4 H4A 0.8200 . ?
O7 C10 1.425(6) . ?
O7 H7 0.8200 . ?
N4 C5 1.501(6) . ?
N4 C20 1.503(9) . ?
N4 C19 1.503(8) . ?
N1 C33 1.296(9) . ?
N1 C27 1.351(9) . ?
O6 C15 1.369(8) . ?
O6 H6 0.8200 . ?
N3 C21 1.324(7) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C34 C14 1.519(8) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C1 C2 1.399(7) . ?
C1 C6 1.426(7) . ?
C1 C21 1.478(7) . ?
C2 C3 1.549(7) . ?
C3 O3 1.434(6) . ?
C3 C4 1.523(7) . ?
C3 C7 1.530(6) . ?
C4 C10 1.527(7) . ?
C4 C5 1.541(7) . ?
C4 H4 0.9800 . ?
C5 C6 1.533(7) . ?
C5 H5 0.9800 . ?
C7 C8 1.348(7) . ?
C8 C11 1.437(7) . ?
C8 C9 1.506(7) . ?
C9 C10 1.528(6) . ?
C9 C14 1.547(7) . ?
C9 H9 0.9800 . ?
C10 H10 0.9800 . ?
C11 C12 1.470(8) . ?
C12 C13 1.398(8) . ?
C12 C15 1.417(7) . ?
C13 C18 1.388(8) . ?
C13 C14 1.533(7) . ?
C14 H14 0.9800 . ?
C15 C16 1.380(10) . ?
C16 C17 1.370(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(9) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 C23 1.365(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.348(11) . ?
C23 H23 0.9300 . ?
C24 C25 1.393(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(9) . ?
C25 C30 1.439(12) . ?
C27 C28 1.406(10) . ?
C27 C26 1.454(10) . ?
C28 C31 1.380(13) . ?
C28 C29 1.427(12) . ?
C29 C30 1.323(13) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 C32 1.314(13) . ?
C31 H31 0.9300 . ?
C32 C33 1.433(11) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
N20 O22 1.208(9) . ?
N20 O20 1.226(10) . ?
N20 O21 1.256(10) . ?
N10 O12 1.181(8) . ?
N10 O10 1.203(8) . ?
N10 O11 1.222(9) . ?
O3 H3 0.8200 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O1 91.41(17) . . ?
O2 Cu1 N2 91.35(18) . . ?
O1 Cu1 N2 176.1(2) . . ?
O2 Cu1 N1 171.19(19) . . ?
O1 Cu1 N1 95.6(2) . . ?
N2 Cu1 N1 81.5(2) . . ?
O2 Cu1 O1W 93.38(15) . . ?
O1 Cu1 O1W 93.96(17) . . ?
N2 Cu1 O1W 88.57(18) . . ?
N1 Cu1 O1W 91.52(19) . . ?
C2 O2 Cu1 122.8(3) . . ?
C21 O1 Cu1 125.9(3) . . ?
C22 N2 C26 116.0(6) . . ?
C22 N2 Cu1 129.8(4) . . ?
C26 N2 Cu1 114.2(5) . . ?
C6 O8 H8 109.5 . . ?
C7 O4 H4A 109.5 . . ?
C10 O7 H7 109.5 . . ?
C5 N4 C20 115.2(5) . . ?
C5 N4 C19 111.9(5) . . ?
C20 N4 C19 110.5(6) . . ?
C33 N1 C27 119.7(6) . . ?
C33 N1 Cu1 127.8(6) . . ?
C27 N1 Cu1 112.5(5) . . ?
C15 O6 H6 109.5 . . ?
C21 N3 H3A 120.0 . . ?
C21 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C14 C34 H34A 109.5 . . ?
C14 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C14 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C2 C1 C6 119.1(5) . . ?
C2 C1 C21 119.5(5) . . ?
C6 C1 C21 121.4(5) . . ?
O2 C2 C1 128.6(5) . . ?
O2 C2 C3 117.1(4) . . ?
C1 C2 C3 114.4(4) . . ?
O3 C3 C4 108.6(4) . . ?
O3 C3 C7 110.9(4) . . ?
C4 C3 C7 109.5(4) . . ?
O3 C3 C2 110.2(4) . . ?
C4 C3 C2 109.5(4) . . ?
C7 C3 C2 108.1(4) . . ?
C3 C4 C10 110.9(4) . . ?
C3 C4 C5 109.6(4) . . ?
C10 C4 C5 110.0(4) . . ?
C3 C4 H4 108.8 . . ?
C10 C4 H4 108.8 . . ?
C5 C4 H4 108.8 . . ?
N4 C5 C6 109.2(4) . . ?
N4 C5 C4 115.6(4) . . ?
C6 C5 C4 115.9(4) . . ?
N4 C5 H5 105.0 . . ?
C6 C5 H5 105.0 . . ?
C4 C5 H5 105.0 . . ?
O8 C6 C1 126.3(5) . . ?
O8 C6 C5 117.1(5) . . ?
C1 C6 C5 116.1(4) . . ?
O4 C7 C8 125.5(5) . . ?
O4 C7 C3 111.5(5) . . ?
C8 C7 C3 123.0(5) . . ?
C7 C8 C11 117.9(5) . . ?
C7 C8 C9 123.2(5) . . ?
C11 C8 C9 118.9(5) . . ?
C8 C9 C10 113.3(4) . . ?
C8 C9 C14 108.7(4) . . ?
C10 C9 C14 113.1(4) . . ?
C8 C9 H9 107.2 . . ?
C10 C9 H9 107.2 . . ?
C14 C9 H9 107.2 . . ?
O7 C10 C4 107.8(4) . . ?
O7 C10 C9 108.3(4) . . ?
C4 C10 C9 112.7(4) . . ?
O7 C10 H10 109.3 . . ?
C4 C10 H10 109.3 . . ?
C9 C10 H10 109.3 . . ?
O5 C11 C8 121.9(5) . . ?
O5 C11 C12 120.3(5) . . ?
C8 C11 C12 117.7(5) . . ?
C13 C12 C15 120.0(5) . . ?
C13 C12 C11 120.9(5) . . ?
C15 C12 C11 119.1(6) . . ?
C18 C13 C12 118.4(5) . . ?
C18 C13 C14 123.2(6) . . ?
C12 C13 C14 118.4(5) . . ?
C34 C14 C13 113.2(5) . . ?
C34 C14 C9 114.7(4) . . ?
C13 C14 C9 107.5(4) . . ?
C34 C14 H14 107.0 . . ?
C13 C14 H14 107.0 . . ?
C9 C14 H14 107.0 . . ?
O6 C15 C16 118.9(6) . . ?
O6 C15 C12 121.1(6) . . ?
C16 C15 C12 119.9(7) . . ?
C17 C16 C15 119.1(6) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 121.9(6) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C13 120.5(7) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 N3 118.8(5) . . ?
O1 C21 C1 123.0(5) . . ?
N3 C21 C1 118.2(5) . . ?
N2 C22 C23 122.1(7) . . ?
N2 C22 H22 119.0 . . ?
C23 C22 H22 119.0 . . ?
C24 C23 C22 121.5(8) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C25 119.1(7) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 116.5(7) . . ?
C26 C25 C30 117.6(9) . . ?
C24 C25 C30 125.8(8) . . ?
N1 C27 C28 123.1(8) . . ?
N1 C27 C26 117.9(6) . . ?
C28 C27 C26 119.0(7) . . ?
N2 C26 C25 124.8(7) . . ?
N2 C26 C27 114.0(6) . . ?
C25 C26 C27 121.1(7) . . ?
C31 C28 C27 114.6(8) . . ?
C31 C28 C29 127.5(8) . . ?
C27 C28 C29 117.9(8) . . ?
C30 C29 C28 122.5(8) . . ?
C30 C29 H29 118.8 . . ?
C28 C29 H29 118.8 . . ?
C29 C30 C25 121.8(9) . . ?
C29 C30 H30 119.1 . . ?
C25 C30 H30 119.1 . . ?
C32 C31 C28 123.4(9) . . ?
C32 C31 H31 118.3 . . ?
C28 C31 H31 118.3 . . ?
C31 C32 C33 118.6(9) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
N1 C33 C32 120.6(8) . . ?
N1 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
O22 N20 O20 122.7(9) . . ?
O22 N20 O21 120.0(9) . . ?
O20 N20 O21 117.3(9) . . ?
O12 N10 O10 122.3(9) . . ?
O12 N10 O11 118.2(8) . . ?
O10 N10 O11 119.6(8) . . ?
C3 O3 H3 109.5 . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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_CUBPYDOX_0m
_database_code_depnum_ccdc_archive 'CCDC 1048414'
_audit_update_record             
;
2015-02-09 deposited with the CCDC.
2015-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'Aqua-bipyridine-(6-deoxy-5-oxytetracyclinato)copper(II)-nitrate- tetrahydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H33 Cu N5 O12'
_chemical_formula_sum            'C32 H33 Cu N5 O12'
_chemical_formula_weight         743.17

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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.2571(7)
_cell_length_b                   12.8336(8)
_cell_length_c                   28.5532(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3758.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    953
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.0

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             1540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.645
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.890
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_process_details   'SADABS-2012/1 (Bruker AXS, 2012)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'incoatec microfocus'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10949
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.110
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10949
_reflns_number_gt                8701
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0958P)²+5.6488P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3386 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.080(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         10949
_refine_ls_number_parameters     466
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0721
_refine_ls_wR_factor_ref         0.2017
_refine_ls_wR_factor_gt          0.1935
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.22746(6) 0.42081(6) 0.33697(3) 0.0442(2) Uani 1 1 d . . . . .
O1 O 0.3614(3) 0.3210(3) 0.35167(14) 0.0362(8) Uani 1 1 d . . . . .
O2 O 0.2219(5) 0.4678(4) 0.40079(18) 0.0533(11) Uani 1 1 d . . . . .
O3 O 0.5352(6) 0.4317(4) 0.49682(15) 0.0562(12) Uani 1 1 d . . . . .
O4 O 0.8271(4) 0.4377(4) 0.35332(16) 0.0443(10) Uani 1 1 d D . . . .
HO4 H 0.809(4) 0.5018(11) 0.352(3) 0.070 Uiso 1 1 d D U . . .
O5 O 0.5715(4) 0.0700(3) 0.17111(15) 0.0408(9) Uani 1 1 d D . . . .
HO5 H 0.546(7) 0.058(3) 0.1987(10) 0.050 Uiso 1 1 d D U . . .
O6 O 0.5396(4) 0.0888(3) 0.25784(14) 0.0357(8) Uani 1 1 d . . . . .
O7 O 0.4860(4) 0.1079(3) 0.34237(14) 0.0364(8) Uani 1 1 d D . . . .
HO7 H 0.493(7) 0.081(4) 0.3154(11) 0.050 Uiso 1 1 d D U . . .
O8 O 0.5419(5) 0.1868(3) 0.42491(14) 0.0413(9) Uani 1 1 d D . . . .
HO8 H 0.606(4) 0.196(5) 0.4425(16) 0.050 Uiso 1 1 d D U . . .
C1 C 0.4404(5) 0.3310(4) 0.3856(2) 0.0323(10) Uani 1 1 d . . . . .
C2 C 0.4322(6) 0.3977(4) 0.42334(19) 0.0364(11) Uani 1 1 d . . . . .
C3 C 0.5413(7) 0.4034(5) 0.4554(2) 0.0439(13) Uani 1 1 d . . . . .
C4 C 0.6772(6) 0.3847(5) 0.4350(2) 0.0421(12) Uani 1 1 d . . . . .
H4 H 0.7079 0.4549 0.4245 0.051 Uiso 1 1 calc R U . . .
C4A C 0.6824(5) 0.3163(4) 0.3910(2) 0.0346(11) Uani 1 1 d . . . . .
H4A H 0.7568 0.2664 0.3940 0.042 Uiso 1 1 calc R U . . .
C5 C 0.7049(5) 0.3856(4) 0.34784(19) 0.0332(10) Uani 1 1 d D . . . .
H5 H 0.6340 0.4390 0.3463 0.040 Uiso 1 1 calc R U . . .
C5A C 0.7075(4) 0.3250(4) 0.30164(19) 0.0287(9) Uani 1 1 d . . . . .
H5A H 0.7987 0.2995 0.2970 0.034 Uiso 1 1 calc R U . . .
C6 C 0.6726(5) 0.3950(4) 0.25845(19) 0.0291(9) Uani 1 1 d . . . . .
H6 H 0.5805 0.4186 0.2629 0.035 Uiso 1 1 calc R U . . .
C6A C 0.6756(5) 0.3314(4) 0.2134(2) 0.0342(10) Uani 1 1 d . . . . .
C7 C 0.7054(8) 0.3753(5) 0.1711(2) 0.0550(17) Uani 1 1 d . . . . .
H7 H 0.7366 0.4450 0.1699 0.066 Uiso 1 1 calc R U . . .
C8 C 0.6903(10) 0.3186(5) 0.1299(3) 0.064(2) Uani 1 1 d . . . . .
H8 H 0.7120 0.3509 0.1010 0.077 Uiso 1 1 calc R U . . .
C9 C 0.6457(9) 0.2184(6) 0.1294(3) 0.0593(19) Uani 1 1 d . . . . .
H9 H 0.6344 0.1823 0.1006 0.071 Uiso 1 1 calc R U . . .
C10 C 0.6172(6) 0.1707(4) 0.1715(2) 0.0399(12) Uani 1 1 d D . . . .
C10A C 0.6323(5) 0.2261(4) 0.2138(2) 0.0316(10) Uani 1 1 d . . . . .
C11 C 0.5963(4) 0.1768(4) 0.25798(19) 0.0279(9) Uani 1 1 d . . . . .
C11A C 0.6195(4) 0.2307(4) 0.30153(19) 0.0290(9) Uani 1 1 d . . . . .
C12 C 0.5580(5) 0.1945(4) 0.3405(2) 0.0317(10) Uani 1 1 d D . . . .
C12A C 0.5565(5) 0.2549(4) 0.38621(19) 0.0318(10) Uani 1 1 d D . . . .
C13 C 0.3139(7) 0.4612(5) 0.4304(2) 0.0471(14) Uani 1 1 d . . . . .
C14 C 0.7561(5) 0.4925(4) 0.2558(2) 0.0393(12) Uani 1 1 d . . . . .
H14A H 0.8475 0.4727 0.2514 0.059 Uiso 1 1 calc R U . . .
H14B H 0.7472 0.5322 0.2849 0.059 Uiso 1 1 calc R U . . .
H14C H 0.7274 0.5355 0.2294 0.059 Uiso 1 1 calc R U . . .
N1 N 0.3036(8) 0.5177(6) 0.4701(2) 0.069(2) Uani 1 1 d . . . . .
H1A H 0.2347 0.5573 0.4747 0.083 Uiso 1 1 calc R U . . .
H1B H 0.3656 0.5149 0.4913 0.083 Uiso 1 1 calc R U . . .
N2 N 0.7704(7) 0.3531(5) 0.47390(19) 0.0543(14) Uani 1 1 d . . . . .
C15 C 0.7535(11) 0.2499(7) 0.4924(3) 0.079(3) Uani 1 1 d . . . . .
H15A H 0.6674 0.2443 0.5070 0.119 Uiso 1 1 calc R U . . .
H15B H 0.8211 0.2360 0.5158 0.119 Uiso 1 1 calc R U . . .
H15C H 0.7604 0.1990 0.4669 0.119 Uiso 1 1 calc R U . . .
C16 C 0.9107(8) 0.3723(9) 0.4599(3) 0.071(3) Uani 1 1 d . . . . .
H16C H 0.9350 0.3244 0.4347 0.106 Uiso 1 1 calc R U . . .
H16A H 0.9676 0.3606 0.4870 0.106 Uiso 1 1 calc R U . . .
H16B H 0.9205 0.4443 0.4491 0.106 Uiso 1 1 calc R U . . .
N3 N 0.1260(5) 0.5403(4) 0.3121(3) 0.0592(18) Uani 1 1 d . . . . .
N4 N 0.2462(4) 0.3921(5) 0.2684(2) 0.0486(13) Uani 1 1 d . . . . .
C17 C 0.0707(6) 0.6152(6) 0.3369(4) 0.063(2) Uani 1 1 d . . . . .
H17 H 0.0721 0.6104 0.3701 0.075 Uiso 1 1 calc R U . . .
C18 C 0.0095(7) 0.7024(6) 0.3158(4) 0.078(3) Uani 1 1 d . . . . .
H18 H -0.0292 0.7560 0.3341 0.093 Uiso 1 1 calc R U . . .
C19 C 0.0085(7) 0.7058(7) 0.2676(4) 0.075(3) Uani 1 1 d . . . . .
H19 H -0.0324 0.7630 0.2524 0.090 Uiso 1 1 calc R U . . .
C20 C 0.0638(7) 0.6305(6) 0.2412(4) 0.069(3) Uani 1 1 d . . . . .
H20 H 0.0616 0.6342 0.2080 0.083 Uiso 1 1 calc R U . . .
C21 C 0.1248(6) 0.5465(6) 0.2640(3) 0.058(2) Uani 1 1 d . . . . .
C22 C 0.1902(6) 0.4647(5) 0.2403(3) 0.056(2) Uani 1 1 d . . . . .
C23 C 0.2036(8) 0.4529(7) 0.1904(3) 0.068(2) Uani 1 1 d . . . . .
H23 H 0.1696 0.5048 0.1700 0.081 Uiso 1 1 calc R U . . .
C24 C 0.2640(8) 0.3687(8) 0.1722(3) 0.069(2) Uani 1 1 d . . . . .
H24 H 0.2697 0.3602 0.1392 0.083 Uiso 1 1 calc R U . . .
C25 C 0.3179(7) 0.2944(8) 0.2020(3) 0.068(2) Uani 1 1 d . . . . .
H25 H 0.3606 0.2345 0.1898 0.082 Uiso 1 1 calc R U . . .
C26 C 0.3073(6) 0.3103(7) 0.2497(3) 0.0563(18) Uani 1 1 d . . . . .
H26 H 0.3455 0.2606 0.2702 0.068 Uiso 1 1 calc R U . . .
O9 O 0.0475(4) 0.3028(5) 0.3438(2) 0.0682(17) Uani 1 1 d . . . . .
H9A H 0.0515 0.2722 0.3696 0.100 Uiso 1 1 d . U . . .
H9B H 0.0508 0.2594 0.3219 0.100 Uiso 1 1 d . U . . .
N5 N 0.5217(9) 0.4098(8) 0.6051(3) 0.092(3) Uani 1 1 d D . . . .
O10 O 0.4081(8) 0.3816(5) 0.6080(3) 0.087(2) Uani 1 1 d D . . . .
O11 O 0.5635(17) 0.4979(10) 0.6032(4) 0.202(9) Uani 1 1 d D . . . .
O12 O 0.6087(11) 0.3440(13) 0.6035(6) 0.207(9) Uani 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.920(5) . ?
Cu1 O1 1.925(4) . ?
Cu1 N3 1.986(5) . ?
Cu1 N4 2.001(6) . ?
Cu1 O9 2.395(6) . ?
O1 C1 1.270(7) . ?
O2 C13 1.268(9) . ?
O3 C3 1.238(8) . ?
O4 C5 1.428(6) . ?
O4 HO4 0.845(14) . ?
O5 C10 1.374(7) . ?
O5 HO5 0.846(14) . ?
O6 C11 1.271(6) . ?
O7 C12 1.336(6) . ?
O7 HO7 0.846(14) . ?
O8 C12A 1.417(6) . ?
O8 HO8 0.834 . ?
C1 C2 1.378(8) . ?
C1 C12A 1.540(7) . ?
C2 C3 1.448(9) . ?
C2 C13 1.476(8) . ?
C3 C4 1.530(9) . ?
C4 N2 1.521(8) . ?
C4 C4A 1.533(8) . ?
C4 H4 1.0000 . ?
C4A C12A 1.520(7) . ?
C4A C5 1.538(8) . ?
C4A H4A 1.0000 . ?
C5 C5A 1.532(7) . ?
C5 H5 1.0000 . ?
C5A C11A 1.510(6) . ?
C5A C6 1.567(7) . ?
C5A H5A 1.0000 . ?
C6 C14 1.518(7) . ?
C6 C6A 1.524(7) . ?
C6 H6 1.0000 . ?
C6A C7 1.366(9) . ?
C6A C10A 1.423(7) . ?
C7 C8 1.393(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.364(11) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(10) . ?
C9 H9 0.9500 . ?
C10 C10A 1.410(8) . ?
C10A C11 1.459(8) . ?
C11 C11A 1.442(7) . ?
C11A C12 1.361(7) . ?
C12 C12A 1.517(8) . ?
C13 N1 1.350(9) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N2 C15 1.436(10) . ?
N2 C16 1.514(11) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
N3 C17 1.322(11) . ?
N3 C21 1.375(11) . ?
N4 C26 1.334(10) . ?
N4 C22 1.358(8) . ?
C17 C18 1.417(11) . ?
C17 H17 0.9500 . ?
C18 C19 1.377(15) . ?
C18 H18 0.9500 . ?
C19 C20 1.350(14) . ?
C19 H19 0.9500 . ?
C20 C21 1.405(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.417(12) . ?
C22 C23 1.441(13) . ?
C23 C24 1.348(13) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(12) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(12) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
O9 H9A 0.835 . ?
O9 H9B 0.839 . ?
N5 O11 1.211(9) . ?
N5 O10 1.223(8) . ?
N5 O12 1.230(10) . ?

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 Cu1 O1 91.32(19) . . ?
O2 Cu1 N3 94.7(3) . . ?
O1 Cu1 N3 165.1(2) . . ?
O2 Cu1 N4 171.5(2) . . ?
O1 Cu1 N4 91.3(2) . . ?
N3 Cu1 N4 80.9(3) . . ?
O2 Cu1 O9 95.63(19) . . ?
O1 Cu1 O9 96.41(17) . . ?
N3 Cu1 O9 96.5(2) . . ?
N4 Cu1 O9 92.14(19) . . ?
C1 O1 Cu1 123.7(4) . . ?
C13 O2 Cu1 126.1(4) . . ?
C5 O4 HO4 105(3) . . ?
C10 O5 HO5 106(3) . . ?
C12 O7 HO7 105(2) . . ?
C12A O8 HO8 107(3) . . ?
O1 C1 C2 128.4(5) . . ?
O1 C1 C12A 115.9(5) . . ?
C2 C1 C12A 115.6(5) . . ?
C1 C2 C3 118.6(5) . . ?
C1 C2 C13 119.9(6) . . ?
C3 C2 C13 121.5(5) . . ?
O3 C3 C2 125.4(6) . . ?
O3 C3 C4 117.2(6) . . ?
C2 C3 C4 117.0(5) . . ?
N2 C4 C3 109.6(5) . . ?
N2 C4 C4A 115.1(5) . . ?
C3 C4 C4A 115.7(5) . . ?
N2 C4 H4 105.1 . . ?
C3 C4 H4 105.1 . . ?
C4A C4 H4 105.1 . . ?
C12A C4A C4 109.9(5) . . ?
C12A C4A C5 110.8(4) . . ?
C4 C4A C5 109.3(5) . . ?
C12A C4A H4A 108.9 . . ?
C4 C4A H4A 108.9 . . ?
C5 C4A H4A 108.9 . . ?
O4 C5 C5A 108.5(4) . . ?
O4 C5 C4A 108.3(4) . . ?
C5A C5 C4A 113.5(4) . . ?
O4 C5 H5 108.8 . . ?
C5A C5 H5 108.8 . . ?
C4A C5 H5 108.8 . . ?
C11A C5A C5 113.5(4) . . ?
C11A C5A C6 108.7(4) . . ?
C5 C5A C6 112.5(4) . . ?
C11A C5A H5A 107.3 . . ?
C5 C5A H5A 107.3 . . ?
C6 C5A H5A 107.3 . . ?
C14 C6 C6A 112.8(5) . . ?
C14 C6 C5A 112.5(4) . . ?
C6A C6 C5A 110.7(4) . . ?
C14 C6 H6 106.8 . . ?
C6A C6 H6 106.8 . . ?
C5A C6 H6 106.8 . . ?
C7 C6A C10A 118.0(6) . . ?
C7 C6A C6 122.0(5) . . ?
C10A C6A C6 119.6(5) . . ?
C6A C7 C8 120.3(6) . . ?
C6A C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 122.7(7) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C8 C9 C10 118.6(7) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
O5 C10 C9 118.8(6) . . ?
O5 C10 C10A 121.3(5) . . ?
C9 C10 C10A 119.9(6) . . ?
C10 C10A C6A 120.4(5) . . ?
C10 C10A C11 119.6(5) . . ?
C6A C10A C11 119.9(5) . . ?
O6 C11 C11A 120.3(5) . . ?
O6 C11 C10A 119.9(5) . . ?
C11A C11 C10A 119.8(4) . . ?
C12 C11A C11 117.8(4) . . ?
C12 C11A C5A 123.3(5) . . ?
C11 C11A C5A 119.0(5) . . ?
O7 C12 C11A 124.9(5) . . ?
O7 C12 C12A 112.7(4) . . ?
C11A C12 C12A 122.3(4) . . ?
O8 C12A C12 110.9(4) . . ?
O8 C12A C4A 109.8(4) . . ?
C12 C12A C4A 109.5(4) . . ?
O8 C12A C1 108.5(4) . . ?
C12 C12A C1 108.9(4) . . ?
C4A C12A C1 109.2(4) . . ?
O2 C13 N1 117.7(6) . . ?
O2 C13 C2 123.9(6) . . ?
N1 C13 C2 118.4(7) . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 N1 H1A 120.0 . . ?
C13 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C15 N2 C16 111.2(8) . . ?
C15 N2 C4 116.0(6) . . ?
C16 N2 C4 111.2(6) . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
H16C C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16C C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 N3 C21 119.3(7) . . ?
C17 N3 Cu1 126.5(6) . . ?
C21 N3 Cu1 114.0(5) . . ?
C26 N4 C22 120.1(7) . . ?
C26 N4 Cu1 125.6(5) . . ?
C22 N4 Cu1 114.3(6) . . ?
N3 C17 C18 122.4(10) . . ?
N3 C17 H17 118.8 . . ?
C18 C17 H17 118.8 . . ?
C19 C18 C17 117.0(9) . . ?
C19 C18 H18 121.5 . . ?
C17 C18 H18 121.5 . . ?
C20 C19 C18 122.0(8) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C21 118.6(10) . . ?
C19 C20 H20 120.7 . . ?
C21 C20 H20 120.7 . . ?
N3 C21 C20 120.6(9) . . ?
N3 C21 C22 115.4(6) . . ?
C20 C21 C22 123.9(9) . . ?
N4 C22 C21 115.3(8) . . ?
N4 C22 C23 118.2(8) . . ?
C21 C22 C23 126.5(7) . . ?
C24 C23 C22 120.6(7) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.8(8) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C26 C25 C24 118.0(9) . . ?
C26 C25 H25 121.0 . . ?
C24 C25 H25 121.0 . . ?
N4 C26 C25 123.2(7) . . ?
N4 C26 H26 118.4 . . ?
C25 C26 H26 118.4 . . ?
Cu1 O9 H9A 109.4 . . ?
Cu1 O9 H9B 109.2 . . ?
H9A O9 H9B 110.0(7) . . ?
O11 N5 O10 128.1(13) . . ?
O11 N5 O12 112.5(14) . . ?
O10 N5 O12 119.4(10) . . ?

_refine_diff_density_max         0.629
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.097

# start Validation Reply Form
_vrf_PLAT414_CUBPYDOX_0m         
;
PROBLEM: Short Intra D-H..H-X       Ho8    ..  H15C    ..       1.73 Ang.  
RESPONSE: This is the result of the HFIX 137 rotation refinement 
at C15.
;
_vrf_PLAT602_CUBPYDOX_0m         
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info 
RESPONSE: Voids contained heavily disordered water molecules, 
which were treated with the PLATON SQUEEZE routine, SQUEEZE results
are included.
;
# end Validation Reply Form

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.011 0.250 0.000 380 84 ' '
2 -0.043 0.750 0.500 380 84 ' '
_platon_squeeze_details          
;
;

_shelxl_version_number           2013-4



