# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2009


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Daniel Reger'
_publ_contact_author_email       REGER@MAIL.CHEM.SC.EDU

_publ_section_title              
;
Homochiral, Helical Metal Organic Framework Structures
Organized by Strong, Non-Covalent pi-pi Stacking Interactions
;
loop_
_publ_author_name
'Daniel Reger'
'Jacob Horger'
'G Long'
'Mark D. Smith'

# Attachment 'JH12.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 744063'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H38 Cu N10 O10, 4.25(H2 O)'
_chemical_formula_sum            'C46 H46.50 Cu N10 O14.25'
_chemical_formula_weight         1030.97
_chemical_absolute_configuration ad

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           Hexagonal
_symmetry_space_group_name_H-M   'P 61 2 2'
_symmetry_space_group_name_Hall  'P 61 2 (0 0 -1)'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+5/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/6'

_cell_length_a                   11.2004(3)
_cell_length_b                   11.2004(3)
_cell_length_c                   62.448(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6784.4(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8552
_cell_measurement_theta_min      2.198
_cell_measurement_theta_max      22.798

_exptl_crystal_description       'hexagonal pyramid'
_exptl_crystal_colour            'light green'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3213
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            73059
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_av_sigmaI/netI    0.0477
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -74
_diffrn_reflns_limit_l_max       74
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4015
_reflns_number_gt                3479
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'

_refine_special_details          
;
Reasonable positions located in difference maps for water hydrogen atoms.
O-H distances subsequently adjusted to 0.84 angstroms, and H atoms treated
as riding on parent oxygen atom with Uiso,H = 1.5 Ueq,O.

O3S occupancy refined to 0.25 and was fixed at 0.25 and refined
isotropically. No hydrogens located of calculated for fractionally
occupied oxygen O3S.

### RESPONSE TO PLATON ALERTS

220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.12 Ratio
222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 6.04 Ratio

### Caused by large displacement parameter for methyl carbon C17 and its
### attached hydrogens. Indicates some minor disorder of this group.

417_ALERT_2_B Short Inter D-H..H-D H1SB .. H2SB .. 2.06 Ang.

### reflects positional uncertainty for O1S and O2S atoms. Also reflected
### in large displacement ellipsoids for these atoms.

Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.016(17)
_refine_ls_number_reflns         4015
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 -0.21240(4) 0.0000 0.0000 0.02151(14) Uani 1 2 d S . .
C1 C 0.0757(4) 0.9484(3) 0.06262(5) 0.0323(8) Uani 1 1 d . . .
C2 C 0.2036(4) 1.0738(3) 0.05647(5) 0.0339(8) Uani 1 1 d . . .
C3 C 0.3320(4) 1.0825(4) 0.06018(5) 0.0344(8) Uani 1 1 d . . .
C4 C 0.3403(3) 0.9747(4) 0.07016(5) 0.0336(8) Uani 1 1 d . . .
C5 C 0.2146(4) 0.8501(3) 0.07686(5) 0.0322(8) Uani 1 1 d . . .
C6 C 0.1976(4) 1.1809(3) 0.04654(5) 0.0433(9) Uani 1 1 d . . .
H6 H 0.1110 1.1741 0.0438 0.052 Uiso 1 1 calc R . .
C7 C 0.3197(5) 1.2997(4) 0.04049(6) 0.0554(12) Uani 1 1 d . . .
H7 H 0.3155 1.3741 0.0339 0.067 Uiso 1 1 calc R . .
C8 C 0.4445(5) 1.3095(4) 0.04394(6) 0.0560(12) Uani 1 1 d . . .
H8 H 0.5260 1.3910 0.0397 0.067 Uiso 1 1 calc R . .
C9 C 0.4556(4) 1.2027(4) 0.05347(6) 0.0440(10) Uani 1 1 d . . .
C10 C 0.5820(4) 1.2076(5) 0.05752(6) 0.0566(11) Uani 1 1 d . . .
H10 H 0.6656 1.2873 0.0534 0.068 Uiso 1 1 calc R . .
C11 C 0.5873(4) 1.1023(5) 0.06703(6) 0.0553(11) Uani 1 1 d . . .
H11 H 0.6739 1.1081 0.0693 0.066 Uiso 1 1 calc R . .
C12 C 0.4664(4) 0.9846(4) 0.07352(6) 0.0467(10) Uani 1 1 d . . .
H12 H 0.4712 0.9111 0.0803 0.056 Uiso 1 1 calc R . .
C13 C -0.0378(3) 0.7127(3) 0.07702(5) 0.0317(8) Uani 1 1 d . . .
H13A H -0.1151 0.7295 0.0799 0.038 Uiso 1 1 calc R . .
H13B H -0.0244 0.6686 0.0898 0.038 Uiso 1 1 calc R . .
C14 C -0.0703(3) 0.6202(3) 0.05797(5) 0.0283(8) Uani 1 1 d . . .
C15 C -0.0012(4) 0.5611(3) 0.04937(5) 0.0364(8) Uani 1 1 d . . .
H15 H 0.0761 0.5595 0.0553 0.044 Uiso 1 1 calc R . .
C16 C -0.0333(4) 0.4324(4) 0.01426(6) 0.0484(11) Uani 1 1 d . . .
H16 H -0.0743 0.4408 0.0005 0.058 Uiso 1 1 calc R . .
C17 C 0.1197(5) 0.4990(5) 0.01111(10) 0.109(2) Uani 1 1 d . . .
H17A H 0.1593 0.5988 0.0095 0.163 Uiso 1 1 calc R . .
H17B H 0.1387 0.4615 -0.0018 0.163 Uiso 1 1 calc R . .
H17C H 0.1610 0.4802 0.0236 0.163 Uiso 1 1 calc R . .
C18 C -0.0961(3) 0.2798(3) 0.01923(5) 0.0291(8) Uani 1 1 d . . .
C19 C -0.0205(3) -0.1064(3) 0.00776(4) 0.0224(7) Uani 1 1 d . . .
H19 H -0.1016 -0.1832 0.0133 0.027 Uiso 1 1 calc R . .
C20 C 0.1016(3) -0.1102(3) 0.00815(5) 0.0245(7) Uani 1 1 d . . .
H20 H 0.1027 -0.1880 0.0140 0.029 Uiso 1 1 calc R . .
C21 C 0.2222(4) 0.0000 0.0000 0.0229(8) Uani 1 2 d S . .
C22 C 0.3557(3) 0.0000 0.0000 0.0211(9) Uani 1 2 d S . .
C23 C 0.3797(3) -0.0818(3) 0.01409(5) 0.0250(7) Uani 1 1 d . . .
H23 H 0.3105 -0.1395 0.0240 0.030 Uiso 1 1 calc R . .
C24 C 0.5036(3) -0.0791(3) 0.01362(5) 0.0257(7) Uani 1 1 d . . .
H24 H 0.5176 -0.1359 0.0234 0.031 Uiso 1 1 calc R . .
N1 N 0.0890(3) 0.8442(3) 0.07256(4) 0.0285(6) Uani 1 1 d . . .
N2 N -0.1743(3) 0.5974(3) 0.04445(5) 0.0406(8) Uani 1 1 d . . .
N3 N -0.1715(3) 0.5261(3) 0.02801(5) 0.0469(8) Uani 1 1 d . . .
N4 N -0.0648(3) 0.5053(3) 0.03079(4) 0.0359(7) Uani 1 1 d . . .
N5 N -0.0294(3) 0.0000 0.0000 0.0204(8) Uani 1 2 d S . .
N6 N 0.6060(3) 0.0000 0.0000 0.0234(8) Uani 1 2 d S . .
O1 O -0.0386(2) 0.9313(2) 0.05906(4) 0.0443(7) Uani 1 1 d . . .
O2 O 0.2127(3) 0.7519(3) 0.08550(4) 0.0468(7) Uani 1 1 d . . .
O3 O -0.1111(2) 0.2067(2) 0.00283(3) 0.0286(5) Uani 1 1 d . . .
O4 O -0.1253(3) 0.2410(2) 0.03791(4) 0.0473(7) Uani 1 1 d . . .
O5 O -0.2342(2) -0.0331(2) 0.03709(3) 0.0366(6) Uani 1 1 d . . .
H5A H -0.2020 0.0510 0.0398 0.055 Uiso 1 1 d R . .
H5B H -0.1759 -0.0464 0.0435 0.055 Uiso 1 1 d R . .
O1S O 0.3657(4) 0.6974(3) 0.11744(6) 0.0957(12) Uani 1 1 d . . .
H1SA H 0.3291 0.7142 0.1070 0.144 Uiso 1 1 d R . .
H1SB H 0.4357 0.7720 0.1209 0.144 Uiso 1 1 d R . .
O2S O 0.6005(3) 0.9466(3) 0.12682(7) 0.1088(15) Uani 1 1 d . . .
H2SA H 0.6448 0.9277 0.1357 0.163 Uiso 1 1 d R . .
H2SB H 0.6309 0.9345 0.1152 0.163 Uiso 1 1 d R . .
O3S O 0.672(2) 0.8358(10) 0.0833 0.103(7) Uiso 0.25 2 d SP . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0171(2) 0.0207(3) 0.0280(3) -0.0013(2) -0.00064(12) 0.01035(15)
C1 0.043(2) 0.037(2) 0.0233(17) -0.0071(15) -0.0034(16) 0.0243(18)
C2 0.051(2) 0.028(2) 0.0214(17) -0.0074(15) -0.0041(16) 0.0191(19)
C3 0.036(2) 0.034(2) 0.0250(18) -0.0071(15) -0.0003(16) 0.0116(17)
C4 0.035(2) 0.037(2) 0.0237(17) -0.0086(16) -0.0026(14) 0.0150(17)
C5 0.034(2) 0.033(2) 0.0310(19) -0.0044(16) -0.0054(17) 0.0184(18)
C6 0.067(3) 0.038(2) 0.0263(17) -0.0050(15) -0.0093(19) 0.027(2)
C7 0.092(4) 0.032(2) 0.035(2) 0.0014(17) -0.003(2) 0.025(2)
C8 0.067(3) 0.032(2) 0.043(2) -0.0042(19) 0.006(2) 0.006(2)
C9 0.050(2) 0.034(2) 0.032(2) -0.0072(18) 0.0046(18) 0.0083(19)
C10 0.037(2) 0.055(3) 0.052(3) -0.010(2) 0.010(2) 0.003(2)
C11 0.039(2) 0.066(3) 0.049(3) -0.010(2) -0.001(2) 0.017(2)
C12 0.039(2) 0.053(3) 0.046(2) -0.008(2) -0.0028(18) 0.022(2)
C13 0.0279(18) 0.0347(18) 0.0301(18) 0.0022(15) 0.0020(14) 0.0138(17)
C14 0.0252(19) 0.0270(18) 0.0295(18) 0.0060(14) 0.0021(15) 0.0106(16)
C15 0.037(2) 0.035(2) 0.040(2) -0.0020(17) -0.0065(19) 0.0200(19)
C16 0.069(3) 0.033(2) 0.033(2) -0.0008(17) 0.015(2) 0.017(2)
C17 0.080(4) 0.056(3) 0.145(5) -0.029(3) 0.074(4) 0.000(3)
C18 0.0273(19) 0.0297(19) 0.032(2) -0.0065(16) -0.0034(16) 0.0158(16)
C19 0.0186(16) 0.0228(16) 0.0258(16) -0.0004(13) 0.0009(12) 0.0103(14)
C20 0.0271(18) 0.0254(18) 0.0239(16) 0.0005(14) -0.0025(14) 0.0152(15)
C21 0.0225(16) 0.026(2) 0.0213(19) -0.004(2) -0.0019(10) 0.0132(12)
C22 0.0210(16) 0.022(2) 0.021(2) -0.004(2) -0.0020(10) 0.0109(12)
C23 0.0207(17) 0.0261(18) 0.0256(17) 0.0015(14) 0.0016(13) 0.0098(15)
C24 0.0232(18) 0.0282(18) 0.0270(17) 0.0069(15) 0.0003(14) 0.0140(15)
N1 0.0326(16) 0.0285(16) 0.0262(14) -0.0024(12) -0.0034(12) 0.0166(14)
N2 0.0389(19) 0.0316(17) 0.0514(19) -0.0095(15) -0.0151(15) 0.0178(15)
N3 0.055(2) 0.0386(19) 0.050(2) -0.0056(16) -0.0180(16) 0.0261(17)
N4 0.0432(19) 0.0257(16) 0.0341(16) -0.0017(13) 0.0005(15) 0.0138(14)
N5 0.0193(14) 0.0217(19) 0.0210(17) -0.0017(16) -0.0008(8) 0.0109(9)
N6 0.0203(13) 0.027(2) 0.0250(18) 0.0013(17) 0.0006(9) 0.0136(10)
O1 0.0429(16) 0.0487(16) 0.0507(16) -0.0010(12) -0.0112(12) 0.0299(13)
O2 0.0463(15) 0.0423(17) 0.0567(17) 0.0060(13) -0.0086(14) 0.0257(14)
O3 0.0288(12) 0.0291(12) 0.0309(12) -0.0005(11) 0.0018(11) 0.0168(11)
O4 0.078(2) 0.0362(16) 0.0282(14) 0.0017(11) 0.0061(13) 0.0284(15)
O5 0.0360(14) 0.0384(14) 0.0412(13) -0.0065(11) -0.0095(11) 0.0231(12)
O1S 0.103(3) 0.076(2) 0.096(3) 0.016(2) -0.041(2) 0.036(2)
O2S 0.074(2) 0.071(3) 0.181(4) 0.024(2) -0.044(3) 0.037(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 2.013(2) . ?
Cu1 O3 2.013(2) 8 ?
Cu1 N6 2.034(3) 1_455 ?
Cu1 N5 2.049(3) . ?
Cu1 O5 2.339(2) 8 ?
Cu1 O5 2.339(2) . ?
Cu1 O4 3.348(2) . ?
C1 O1 1.216(4) . ?
C1 N1 1.394(4) . ?
C1 C2 1.470(5) . ?
C2 C6 1.382(5) . ?
C2 C3 1.410(5) . ?
C3 C4 1.403(5) . ?
C3 C9 1.428(5) . ?
C4 C12 1.377(5) . ?
C4 C5 1.462(5) . ?
C5 O2 1.216(4) . ?
C5 N1 1.401(4) . ?
C6 C7 1.401(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.363(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.396(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.412(5) . ?
C10 C11 1.349(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.396(5) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.474(4) . ?
C13 C14 1.498(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N2 1.355(4) . ?
C14 C15 1.356(4) . ?
C15 N4 1.341(4) . ?
C15 H15 0.9500 . ?
C16 N4 1.464(4) . ?
C16 C17 1.501(6) . ?
C16 C18 1.520(5) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O4 1.231(4) . ?
C18 O3 1.269(4) . ?
C19 N5 1.335(3) . ?
C19 C20 1.389(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.393(4) . ?
C20 H20 0.9500 . ?
C21 C20 1.393(4) 8 ?
C21 C22 1.496(5) . ?
C22 C23 1.390(4) 8 ?
C22 C23 1.390(4) . ?
C23 C24 1.373(4) . ?
C23 H23 0.9500 . ?
C24 N6 1.344(3) . ?
C24 H24 0.9500 . ?
N2 N3 1.310(4) . ?
N3 N4 1.338(4) . ?
N5 C19 1.335(3) 8 ?
N6 C24 1.344(3) 8 ?
N6 Cu1 2.034(3) 1_655 ?
O5 H5A 0.8400 . ?
O5 H5B 0.8398 . ?
O1S H1SA 0.8399 . ?
O1S H1SB 0.8400 . ?
O2S H2SA 0.8397 . ?
O2S H2SB 0.8401 . ?

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
O3 Cu1 O3 178.67(11) . 8 ?
O3 Cu1 N6 89.34(6) . 1_455 ?
O3 Cu1 N6 89.34(6) 8 1_455 ?
O3 Cu1 N5 90.66(6) . . ?
O3 Cu1 N5 90.66(6) 8 . ?
N6 Cu1 N5 180.0 1_455 . ?
O3 Cu1 O5 87.14(8) . 8 ?
O3 Cu1 O5 92.83(8) 8 8 ?
N6 Cu1 O5 88.57(5) 1_455 8 ?
N5 Cu1 O5 91.43(5) . 8 ?
O3 Cu1 O5 92.82(8) . . ?
O3 Cu1 O5 87.14(8) 8 . ?
N6 Cu1 O5 88.56(5) 1_455 . ?
N5 Cu1 O5 91.44(5) . . ?
O5 Cu1 O5 177.13(11) 8 . ?
O3 Cu1 O4 40.63(7) . . ?
O3 Cu1 O4 139.13(7) 8 . ?
N6 Cu1 O4 83.59(5) 1_455 . ?
N5 Cu1 O4 96.41(5) . . ?
O5 Cu1 O4 126.99(7) 8 . ?
O5 Cu1 O4 52.60(7) . . ?
O1 C1 N1 119.6(3) . . ?
O1 C1 C2 123.3(3) . . ?
N1 C1 C2 117.1(3) . . ?
C6 C2 C3 120.3(4) . . ?
C6 C2 C1 120.0(4) . . ?
C3 C2 C1 119.7(3) . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 C9 119.4(3) . . ?
C2 C3 C9 119.4(3) . . ?
C12 C4 C3 120.3(4) . . ?
C12 C4 C5 119.5(4) . . ?
C3 C4 C5 120.1(3) . . ?
O2 C5 N1 118.6(3) . . ?
O2 C5 C4 124.3(3) . . ?
N1 C5 C4 117.1(3) . . ?
C2 C6 C7 119.8(4) . . ?
C2 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 121.7(4) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C10 124.1(4) . . ?
C8 C9 C3 118.2(4) . . ?
C10 C9 C3 117.7(4) . . ?
C11 C10 C9 121.8(4) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 120.5(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C4 C12 C11 120.3(4) . . ?
C4 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N1 C13 C14 108.7(3) . . ?
N1 C13 H13A 109.9 . . ?
C14 C13 H13A 109.9 . . ?
N1 C13 H13B 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
N2 C14 C15 107.9(3) . . ?
N2 C14 C13 120.9(3) . . ?
C15 C14 C13 130.7(3) . . ?
N4 C15 C14 105.7(3) . . ?
N4 C15 H15 127.1 . . ?
C14 C15 H15 127.1 . . ?
N4 C16 C17 110.4(3) . . ?
N4 C16 C18 112.2(3) . . ?
C17 C16 C18 110.9(3) . . ?
N4 C16 H16 107.7 . . ?
C17 C16 H16 107.7 . . ?
C18 C16 H16 107.7 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O4 C18 O3 127.6(3) . . ?
O4 C18 C16 118.9(3) . . ?
O3 C18 C16 113.5(3) . . ?
N5 C19 C20 123.2(3) . . ?
N5 C19 H19 118.4 . . ?
C20 C19 H19 118.4 . . ?
C19 C20 C21 120.0(3) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C20 116.4(4) 8 . ?
C20 C21 C22 121.8(2) 8 . ?
C20 C21 C22 121.8(2) . . ?
C23 C22 C23 117.0(4) 8 . ?
C23 C22 C21 121.52(19) 8 . ?
C23 C22 C21 121.52(19) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
N6 C24 C23 123.2(3) . . ?
N6 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
C1 N1 C5 124.8(3) . . ?
C1 N1 C13 117.9(3) . . ?
C5 N1 C13 117.0(3) . . ?
N3 N2 C14 108.8(3) . . ?
N2 N3 N4 107.5(3) . . ?
N3 N4 C15 110.1(3) . . ?
N3 N4 C16 119.4(3) . . ?
C15 N4 C16 130.5(3) . . ?
C19 N5 C19 117.2(3) 8 . ?
C19 N5 Cu1 121.39(17) 8 . ?
C19 N5 Cu1 121.38(17) . . ?
C24 N6 C24 116.9(4) 8 . ?
C24 N6 Cu1 121.57(18) 8 1_655 ?
C24 N6 Cu1 121.57(18) . 1_655 ?
C18 O3 Cu1 129.0(2) . . ?
C18 O4 Cu1 62.19(18) . . ?
Cu1 O5 H5A 94.1 . . ?
Cu1 O5 H5B 118.1 . . ?
H5A O5 H5B 99.6 . . ?
H1SA O1S H1SB 107.2 . . ?
H2SA O2S H2SB 101.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C6 1.4(5) . . . . ?
N1 C1 C2 C6 179.9(3) . . . . ?
O1 C1 C2 C3 -176.7(3) . . . . ?
N1 C1 C2 C3 1.8(4) . . . . ?
C6 C2 C3 C4 -179.7(3) . . . . ?
C1 C2 C3 C4 -1.6(5) . . . . ?
C6 C2 C3 C9 -0.4(5) . . . . ?
C1 C2 C3 C9 177.8(3) . . . . ?
C2 C3 C4 C12 179.5(3) . . . . ?
C9 C3 C4 C12 0.2(5) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C9 C3 C4 C5 -179.2(3) . . . . ?
C12 C4 C5 O2 0.3(5) . . . . ?
C3 C4 C5 O2 179.7(3) . . . . ?
C12 C4 C5 N1 -178.4(3) . . . . ?
C3 C4 C5 N1 0.9(4) . . . . ?
C3 C2 C6 C7 -1.2(5) . . . . ?
C1 C2 C6 C7 -179.3(3) . . . . ?
C2 C6 C7 C8 1.3(5) . . . . ?
C6 C7 C8 C9 0.1(6) . . . . ?
C7 C8 C9 C10 -179.6(4) . . . . ?
C7 C8 C9 C3 -1.7(5) . . . . ?
C4 C3 C9 C8 -178.9(3) . . . . ?
C2 C3 C9 C8 1.8(5) . . . . ?
C4 C3 C9 C10 -0.8(5) . . . . ?
C2 C3 C9 C10 179.9(3) . . . . ?
C8 C9 C10 C11 179.2(4) . . . . ?
C3 C9 C10 C11 1.2(6) . . . . ?
C9 C10 C11 C12 -1.0(6) . . . . ?
C3 C4 C12 C11 0.1(5) . . . . ?
C5 C4 C12 C11 179.4(3) . . . . ?
C10 C11 C12 C4 0.3(6) . . . . ?
N1 C13 C14 N2 -105.2(3) . . . . ?
N1 C13 C14 C15 65.7(4) . . . . ?
N2 C14 C15 N4 0.5(4) . . . . ?
C13 C14 C15 N4 -171.3(3) . . . . ?
N4 C16 C18 O4 -22.5(5) . . . . ?
C17 C16 C18 O4 101.5(4) . . . . ?
N4 C16 C18 O3 158.0(3) . . . . ?
C17 C16 C18 O3 -78.0(4) . . . . ?
N5 C19 C20 C21 -0.6(4) . . . . ?
C19 C20 C21 C20 0.26(19) . . . 8 ?
C19 C20 C21 C22 -179.73(19) . . . . ?
C20 C21 C22 C23 -22.5(2) 8 . . 8 ?
C20 C21 C22 C23 157.5(2) . . . 8 ?
C20 C21 C22 C23 157.5(2) 8 . . . ?
C20 C21 C22 C23 -22.5(2) . . . . ?
C23 C22 C23 C24 0.0(2) 8 . . . ?
C21 C22 C23 C24 180.0(2) . . . . ?
C22 C23 C24 N6 0.0(4) . . . . ?
O1 C1 N1 C5 177.9(3) . . . . ?
C2 C1 N1 C5 -0.7(4) . . . . ?
O1 C1 N1 C13 4.2(4) . . . . ?
C2 C1 N1 C13 -174.4(3) . . . . ?
O2 C5 N1 C1 -179.5(3) . . . . ?
C4 C5 N1 C1 -0.7(4) . . . . ?
O2 C5 N1 C13 -5.7(4) . . . . ?
C4 C5 N1 C13 173.1(3) . . . . ?
C14 C13 N1 C1 88.9(3) . . . . ?
C14 C13 N1 C5 -85.3(3) . . . . ?
C15 C14 N2 N3 0.3(4) . . . . ?
C13 C14 N2 N3 173.1(3) . . . . ?
C14 N2 N3 N4 -1.0(4) . . . . ?
N2 N3 N4 C15 1.4(4) . . . . ?
N2 N3 N4 C16 -177.6(3) . . . . ?
C14 C15 N4 N3 -1.2(4) . . . . ?
C14 C15 N4 C16 177.6(3) . . . . ?
C17 C16 N4 N3 139.6(4) . . . . ?
C18 C16 N4 N3 -96.1(4) . . . . ?
C17 C16 N4 C15 -39.1(5) . . . . ?
C18 C16 N4 C15 85.2(4) . . . . ?
C20 C19 N5 C19 0.3(2) . . . 8 ?
C20 C19 N5 Cu1 -179.7(2) . . . . ?
O3 Cu1 N5 C19 -30.20(15) . . . 8 ?
O3 Cu1 N5 C19 149.81(15) 8 . . 8 ?
O5 Cu1 N5 C19 56.96(15) 8 . . 8 ?
O5 Cu1 N5 C19 -123.04(15) . . . 8 ?
O4 Cu1 N5 C19 -70.52(15) . . . 8 ?
O3 Cu1 N5 C19 149.79(15) . . . . ?
O3 Cu1 N5 C19 -30.20(15) 8 . . . ?
O5 Cu1 N5 C19 -123.05(15) 8 . . . ?
O5 Cu1 N5 C19 56.95(15) . . . . ?
O4 Cu1 N5 C19 109.47(15) . . . . ?
C23 C24 N6 C24 0.0(2) . . . 8 ?
C23 C24 N6 Cu1 180.0(2) . . . 1_655 ?
O4 C18 O3 Cu1 10.2(5) . . . . ?
C16 C18 O3 Cu1 -170.3(2) . . . . ?
N6 Cu1 O3 C18 76.4(2) 1_455 . . . ?
N5 Cu1 O3 C18 -103.6(2) . . . . ?
O5 Cu1 O3 C18 165.0(3) 8 . . . ?
O5 Cu1 O3 C18 -12.2(3) . . . . ?
O4 Cu1 O3 C18 -4.6(2) . . . . ?
O3 C18 O4 Cu1 -5.4(3) . . . . ?
C16 C18 O4 Cu1 175.2(4) . . . . ?
O3 Cu1 O4 C18 4.1(2) . . . . ?
O3 Cu1 O4 C18 -173.9(2) 8 . . . ?
N6 Cu1 O4 C18 -92.4(2) 1_455 . . . ?
N5 Cu1 O4 C18 87.6(2) . . . . ?
O5 Cu1 O4 C18 -9.0(2) 8 . . . ?
O5 Cu1 O4 C18 174.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O4 0.84 1.86 2.677(3) 165 .
O5 H5B O1 0.84 1.94 2.778(3) 177 1_545
O1S H1SA O2 0.84 2.06 2.887(4) 169 .
O1S H1SB O2S 0.84 1.94 2.776(5) 176 .
O2S H2SB O3S 0.84 2.43 3.246(6) 165 .
O2S H2SA O3 0.84 2.24 2.992(4) 150 6_665
O2S H2SA O5 0.84 2.45 3.043(4) 128 12_665

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.053

#===END

data_2
_database_code_depnum_ccdc_archive 'CCDC 744064'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H38 Cu N10 O10'
_chemical_formula_sum            'C46 H38 Cu N10 O10'
_chemical_formula_weight         954.40
_chemical_absolute_configuration ad

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           Hexagonal
_symmetry_space_group_name_H-M   'P 61 2 2'
_symmetry_space_group_name_Hall  'P 61 2 (0 0 -1)'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+5/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/6'

_cell_length_a                   11.1347(3)
_cell_length_b                   11.1347(3)
_cell_length_c                   60.938(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6543.0(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8825
_cell_measurement_theta_min      2.215
_cell_measurement_theta_max      24.826

_exptl_crystal_description       'hexagonal pyramid'
_exptl_crystal_colour            'dichroic blue / pale green'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2958
_exptl_absorpt_coefficient_mu    0.573
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            93818
_diffrn_reflns_av_R_equivalents  0.0756
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -72
_diffrn_reflns_limit_l_max       72
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         25.03
_reflns_number_total             3858
_reflns_number_gt                3638
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'

_refine_special_details          
;
Positions for water hydrogens located in difference map, adjusted to
d(O-H) = 0.84 angstroms, refined as riding with U(iso,H) = 1.5 U(eq,O).

Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+8.6249P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_number_reflns         3858
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1265
_refine_ls_goodness_of_fit_ref   1.256
_refine_ls_restrained_S_all      1.256
_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 -0.19466(6) 0.0000 0.0000 0.0316(2) Uani 1 2 d S . .
C1 C 0.1223(5) 0.9754(5) 0.06169(7) 0.0344(11) Uani 1 1 d . . .
C2 C 0.2549(5) 1.0978(5) 0.05572(7) 0.0349(11) Uani 1 1 d . . .
C3 C 0.3798(5) 1.1006(5) 0.06048(7) 0.0364(11) Uani 1 1 d . . .
C4 C 0.3817(5) 0.9920(6) 0.07150(7) 0.0399(11) Uani 1 1 d . . .
C5 C 0.2502(5) 0.8676(5) 0.07799(7) 0.0358(11) Uani 1 1 d . . .
C6 C 0.2553(5) 1.2072(5) 0.04510(7) 0.0401(12) Uani 1 1 d . . .
H6 H 0.1703 1.2047 0.0421 0.048 Uiso 1 1 calc R . .
C7 C 0.3805(6) 1.3216(5) 0.03874(9) 0.0509(14) Uani 1 1 d . . .
H7 H 0.3796 1.3964 0.0314 0.061 Uiso 1 1 calc R . .
C8 C 0.5029(6) 1.3287(6) 0.04278(8) 0.0515(14) Uani 1 1 d . . .
H8 H 0.5866 1.4081 0.0382 0.062 Uiso 1 1 calc R . .
C9 C 0.5082(6) 1.2193(5) 0.05370(8) 0.0453(13) Uani 1 1 d . . .
C10 C 0.6313(6) 1.2200(6) 0.05855(9) 0.0563(15) Uani 1 1 d . . .
H10 H 0.7174 1.2975 0.0543 0.068 Uiso 1 1 calc R . .
C11 C 0.6304(6) 1.1126(7) 0.06914(10) 0.0616(16) Uani 1 1 d . . .
H11 H 0.7160 1.1164 0.0721 0.074 Uiso 1 1 calc R . .
C12 C 0.5055(5) 0.9951(7) 0.07587(9) 0.0514(13) Uani 1 1 d . . .
H12 H 0.5063 0.9202 0.0832 0.062 Uiso 1 1 calc R . .
C13 C -0.0029(5) 0.7347(5) 0.07563(7) 0.0361(11) Uani 1 1 d . . .
H13A H -0.0802 0.7543 0.0768 0.043 Uiso 1 1 calc R . .
H13B H 0.0021 0.6920 0.0896 0.043 Uiso 1 1 calc R . .
C14 C -0.0301(5) 0.6364(5) 0.05720(7) 0.0323(10) Uani 1 1 d . . .
C15 C 0.0402(5) 0.5704(5) 0.05087(6) 0.0326(10) Uani 1 1 d . . .
H15 H 0.1130 0.5673 0.0585 0.039 Uiso 1 1 calc R . .
C16 C 0.0211(6) 0.4334(5) 0.01614(7) 0.0427(12) Uani 1 1 d . . .
H16 H 0.0011 0.4515 0.0009 0.051 Uiso 1 1 calc R . .
C17 C 0.1748(6) 0.4806(6) 0.01785(10) 0.071(2) Uani 1 1 d . . .
H17A H 0.2294 0.5805 0.0150 0.107 Uiso 1 1 calc R . .
H17B H 0.1985 0.4306 0.0070 0.107 Uiso 1 1 calc R . .
H17C H 0.1953 0.4612 0.0326 0.107 Uiso 1 1 calc R . .
C18 C -0.0623(5) 0.2771(5) 0.02044(7) 0.0329(10) Uani 1 1 d . . .
C19 C -0.0034(4) -0.1066(5) 0.00829(6) 0.0273(9) Uani 1 1 d . . .
H19 H -0.0844 -0.1829 0.0143 0.033 Uiso 1 1 calc R . .
C20 C 0.1180(4) -0.1103(4) 0.00851(6) 0.0268(10) Uani 1 1 d . . .
H20 H 0.1194 -0.1885 0.0145 0.032 Uiso 1 1 calc R . .
C21 C 0.2392(4) 0.0000 0.0000 0.0204(12) Uani 1 2 d S . .
C22 C 0.3724(5) 0.0000 0.0000 0.0297(13) Uani 1 2 d S . .
C23 C 0.3969(4) -0.0825(5) 0.01424(7) 0.0303(10) Uani 1 1 d . . .
H23 H 0.3272 -0.1408 0.0244 0.036 Uiso 1 1 calc R . .
C24 C 0.5222(4) -0.0805(5) 0.01378(7) 0.0298(10) Uani 1 1 d . . .
H24 H 0.5357 -0.1387 0.0237 0.036 Uiso 1 1 calc R . .
N1 N 0.1285(4) 0.8656(4) 0.07206(5) 0.0324(8) Uani 1 1 d . . .
N2 N -0.1261(4) 0.6130(4) 0.04163(6) 0.0381(9) Uani 1 1 d . . .
N3 N -0.1171(4) 0.5360(4) 0.02598(6) 0.0433(10) Uani 1 1 d . . .
N4 N -0.0159(4) 0.5107(4) 0.03145(6) 0.0342(9) Uani 1 1 d . . .
N5 N -0.0124(4) 0.0000 0.0000 0.0266(10) Uani 1 2 d S . .
N6 N 0.6254(4) 0.0000 0.0000 0.0296(11) Uani 1 2 d S . .
O1 O 0.0099(4) 0.9649(3) 0.05785(5) 0.0427(8) Uani 1 1 d . . .
O2 O 0.2441(3) 0.7698(4) 0.08790(6) 0.0454(9) Uani 1 1 d . . .
O3 O -0.0937(3) 0.2045(3) 0.00313(5) 0.0340(7) Uani 1 1 d . . .
O4 O -0.0883(4) 0.2346(3) 0.03944(5) 0.0501(9) Uani 1 1 d . . .
O5 O -0.2267(3) -0.0468(4) 0.03923(5) 0.0490(9) Uani 1 1 d . . .
H5A H -0.1871 0.0370 0.0430 0.074 Uiso 1 1 d R . .
H5B H -0.1753 -0.0706 0.0457 0.074 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0231(3) 0.0365(5) 0.0396(4) -0.0150(4) -0.00748(18) 0.0182(2)
C1 0.040(3) 0.040(3) 0.024(2) -0.012(2) -0.0011(19) 0.021(2)
C2 0.039(3) 0.037(3) 0.025(2) -0.014(2) -0.002(2) 0.015(2)
C3 0.040(3) 0.039(3) 0.027(2) -0.008(2) 0.0012(19) 0.018(2)
C4 0.034(3) 0.044(3) 0.037(2) -0.011(2) -0.002(2) 0.016(2)
C5 0.037(3) 0.041(3) 0.028(2) -0.008(2) -0.003(2) 0.018(2)
C6 0.046(3) 0.040(3) 0.028(2) -0.009(2) 0.001(2) 0.018(2)
C7 0.060(4) 0.038(3) 0.047(3) -0.004(2) 0.007(3) 0.018(3)
C8 0.051(3) 0.033(3) 0.053(3) -0.002(2) 0.017(3) 0.007(3)
C9 0.046(3) 0.047(3) 0.037(2) -0.016(2) 0.006(2) 0.019(3)
C10 0.036(3) 0.048(4) 0.064(3) -0.012(3) 0.007(3) 0.006(3)
C11 0.034(3) 0.072(4) 0.075(4) -0.012(3) -0.002(3) 0.023(3)
C12 0.040(3) 0.059(4) 0.057(3) -0.009(3) -0.004(3) 0.026(3)
C13 0.032(2) 0.034(3) 0.038(2) -0.001(2) 0.004(2) 0.013(2)
C14 0.030(3) 0.032(2) 0.031(2) 0.006(2) 0.003(2) 0.012(2)
C15 0.034(3) 0.037(3) 0.024(2) 0.0020(19) -0.0009(19) 0.015(2)
C16 0.058(3) 0.032(3) 0.027(2) -0.0032(19) 0.005(2) 0.014(3)
C17 0.057(4) 0.041(3) 0.086(4) -0.016(3) 0.038(3) 0.003(3)
C18 0.031(2) 0.036(3) 0.033(2) -0.011(2) -0.003(2) 0.018(2)
C19 0.027(2) 0.032(2) 0.0209(18) -0.0002(17) 0.0016(17) 0.013(2)
C20 0.028(2) 0.030(2) 0.0260(19) -0.0032(18) -0.0016(17) 0.018(2)
C21 0.0197(19) 0.027(3) 0.017(2) -0.006(2) -0.0029(12) 0.0134(15)
C22 0.030(2) 0.039(4) 0.023(3) -0.011(3) -0.0056(14) 0.0193(18)
C23 0.024(2) 0.036(3) 0.029(2) -0.0007(19) -0.0002(18) 0.014(2)
C24 0.026(2) 0.032(3) 0.032(2) 0.0012(19) -0.0035(18) 0.015(2)
N1 0.031(2) 0.038(2) 0.0260(17) -0.0080(16) -0.0020(16) 0.0153(19)
N2 0.035(2) 0.031(2) 0.046(2) 0.0008(18) -0.0055(18) 0.0147(18)
N3 0.043(3) 0.035(2) 0.041(2) -0.0032(19) -0.0138(19) 0.012(2)
N4 0.038(2) 0.031(2) 0.0319(19) 0.0015(16) -0.0002(17) 0.0154(19)
N5 0.0244(18) 0.032(3) 0.026(2) -0.008(2) -0.0042(11) 0.0160(14)
N6 0.0205(18) 0.036(3) 0.037(3) -0.005(3) -0.0024(13) 0.0182(15)
O1 0.0373(19) 0.048(2) 0.0433(18) -0.0064(15) -0.0057(16) 0.0214(18)
O2 0.044(2) 0.046(2) 0.050(2) 0.0009(17) -0.0051(17) 0.0246(18)
O3 0.0295(16) 0.0397(17) 0.0335(16) -0.0102(14) -0.0030(14) 0.0179(15)
O4 0.067(2) 0.0328(19) 0.0334(17) 0.0011(14) 0.0023(18) 0.0122(19)
O5 0.044(2) 0.052(2) 0.0509(19) -0.0037(16) -0.0049(17) 0.0235(18)

_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 O3 1.981(3) 8 ?
Cu1 O3 1.981(3) . ?
Cu1 N6 2.004(4) 1_455 ?
Cu1 N5 2.029(5) . ?
Cu1 O5 2.435(3) . ?
Cu1 O5 2.435(3) 8 ?
C1 O1 1.220(5) . ?
C1 N1 1.408(6) . ?
C1 C2 1.469(7) . ?
C2 C6 1.378(7) . ?
C2 C3 1.406(7) . ?
C3 C4 1.392(7) . ?
C3 C9 1.439(7) . ?
C4 C12 1.387(7) . ?
C4 C5 1.480(7) . ?
C5 O2 1.217(6) . ?
C5 N1 1.392(6) . ?
C6 C7 1.393(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.348(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.415(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.399(8) . ?
C10 C11 1.354(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.412(8) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.477(6) . ?
C13 C14 1.489(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N2 1.353(6) . ?
C14 C15 1.371(6) . ?
C15 N4 1.348(5) . ?
C15 H15 0.9500 . ?
C16 N4 1.462(6) . ?
C16 C17 1.522(8) . ?
C16 C18 1.531(6) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O4 1.229(5) . ?
C18 O3 1.268(5) . ?
C19 N5 1.340(5) . ?
C19 C20 1.373(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.393(5) . ?
C20 H20 0.9500 . ?
C21 C20 1.393(5) 8 ?
C21 C22 1.483(7) . ?
C22 C23 1.387(5) . ?
C22 C23 1.387(5) 8 ?
C23 C24 1.384(6) . ?
C23 H23 0.9500 . ?
C24 N6 1.341(5) . ?
C24 H24 0.9500 . ?
N2 N3 1.320(5) . ?
N3 N4 1.333(5) . ?
N5 C19 1.340(5) 8 ?
N6 C24 1.341(5) 8 ?
N6 Cu1 2.004(4) 1_655 ?
O5 H5A 0.8401 . ?
O5 H5B 0.8401 . ?

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
O3 Cu1 O3 179.19(17) 8 . ?
O3 Cu1 N6 89.59(9) 8 1_455 ?
O3 Cu1 N6 89.59(9) . 1_455 ?
O3 Cu1 N5 90.41(9) 8 . ?
O3 Cu1 N5 90.41(9) . . ?
N6 Cu1 N5 180.0 1_455 . ?
O3 Cu1 O5 84.82(12) 8 . ?
O3 Cu1 O5 95.15(12) . . ?
N6 Cu1 O5 87.73(9) 1_455 . ?
N5 Cu1 O5 92.27(9) . . ?
O3 Cu1 O5 95.14(12) 8 8 ?
O3 Cu1 O5 84.82(12) . 8 ?
N6 Cu1 O5 87.73(9) 1_455 8 ?
N5 Cu1 O5 92.27(9) . 8 ?
O5 Cu1 O5 175.46(17) . 8 ?
O1 C1 N1 119.8(4) . . ?
O1 C1 C2 123.3(5) . . ?
N1 C1 C2 117.0(4) . . ?
C6 C2 C3 120.8(5) . . ?
C6 C2 C1 119.6(4) . . ?
C3 C2 C1 119.6(4) . . ?
C4 C3 C2 121.7(5) . . ?
C4 C3 C9 119.8(5) . . ?
C2 C3 C9 118.5(5) . . ?
C12 C4 C3 121.1(5) . . ?
C12 C4 C5 118.6(5) . . ?
C3 C4 C5 120.3(4) . . ?
O2 C5 N1 119.8(4) . . ?
O2 C5 C4 123.8(5) . . ?
N1 C5 C4 116.5(4) . . ?
C2 C6 C7 119.9(5) . . ?
C2 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 121.6(5) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.7(5) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 123.9(5) . . ?
C10 C9 C3 117.7(5) . . ?
C8 C9 C3 118.5(5) . . ?
C11 C10 C9 121.4(5) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 121.7(5) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C4 C12 C11 118.3(6) . . ?
C4 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
N1 C13 C14 110.6(4) . . ?
N1 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
N2 C14 C15 107.9(4) . . ?
N2 C14 C13 121.4(4) . . ?
C15 C14 C13 130.2(4) . . ?
N4 C15 C14 105.2(4) . . ?
N4 C15 H15 127.4 . . ?
C14 C15 H15 127.4 . . ?
N4 C16 C17 110.6(4) . . ?
N4 C16 C18 111.8(4) . . ?
C17 C16 C18 108.6(4) . . ?
N4 C16 H16 108.6 . . ?
C17 C16 H16 108.6 . . ?
C18 C16 H16 108.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O4 C18 O3 127.0(4) . . ?
O4 C18 C16 119.4(4) . . ?
O3 C18 C16 113.6(4) . . ?
N5 C19 C20 122.8(4) . . ?
N5 C19 H19 118.6 . . ?
C20 C19 H19 118.6 . . ?
C19 C20 C21 120.3(4) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C20 116.3(5) . 8 ?
C20 C21 C22 121.8(2) . . ?
C20 C21 C22 121.8(2) 8 . ?
C23 C22 C23 116.2(5) . 8 ?
C23 C22 C21 121.9(3) . . ?
C23 C22 C21 121.9(3) 8 . ?
C24 C23 C22 120.5(4) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
N6 C24 C23 122.9(4) . . ?
N6 C24 H24 118.6 . . ?
C23 C24 H24 118.6 . . ?
C5 N1 C1 125.0(4) . . ?
C5 N1 C13 117.0(4) . . ?
C1 N1 C13 117.9(4) . . ?
N3 N2 C14 108.8(4) . . ?
N2 N3 N4 107.7(3) . . ?
N3 N4 C15 110.4(4) . . ?
N3 N4 C16 118.8(4) . . ?
C15 N4 C16 130.8(4) . . ?
C19 N5 C19 117.6(5) . 8 ?
C19 N5 Cu1 121.2(3) . . ?
C19 N5 Cu1 121.2(3) 8 . ?
C24 N6 C24 117.0(5) 8 . ?
C24 N6 Cu1 121.5(2) 8 1_655 ?
C24 N6 Cu1 121.5(2) . 1_655 ?
C18 O3 Cu1 129.1(3) . . ?
Cu1 O5 H5A 95.3 . . ?
Cu1 O5 H5B 118.6 . . ?
H5A O5 H5B 99.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C6 -0.5(6) . . . . ?
N1 C1 C2 C6 178.6(4) . . . . ?
O1 C1 C2 C3 -179.1(4) . . . . ?
N1 C1 C2 C3 -0.1(5) . . . . ?
C6 C2 C3 C4 179.0(4) . . . . ?
C1 C2 C3 C4 -2.4(6) . . . . ?
C6 C2 C3 C9 -1.0(6) . . . . ?
C1 C2 C3 C9 177.6(4) . . . . ?
C2 C3 C4 C12 179.2(4) . . . . ?
C9 C3 C4 C12 -0.8(7) . . . . ?
C2 C3 C4 C5 1.8(6) . . . . ?
C9 C3 C4 C5 -178.3(4) . . . . ?
C12 C4 C5 O2 3.5(7) . . . . ?
C3 C4 C5 O2 -179.0(4) . . . . ?
C12 C4 C5 N1 -176.2(4) . . . . ?
C3 C4 C5 N1 1.3(6) . . . . ?
C3 C2 C6 C7 0.7(6) . . . . ?
C1 C2 C6 C7 -177.9(4) . . . . ?
C2 C6 C7 C8 -0.2(7) . . . . ?
C6 C7 C8 C9 0.0(8) . . . . ?
C7 C8 C9 C10 -179.6(5) . . . . ?
C7 C8 C9 C3 -0.2(7) . . . . ?
C4 C3 C9 C10 0.1(6) . . . . ?
C2 C3 C9 C10 -179.9(4) . . . . ?
C4 C3 C9 C8 -179.2(4) . . . . ?
C2 C3 C9 C8 0.8(6) . . . . ?
C8 C9 C10 C11 179.7(5) . . . . ?
C3 C9 C10 C11 0.4(7) . . . . ?
C9 C10 C11 C12 -0.3(9) . . . . ?
C3 C4 C12 C11 0.9(7) . . . . ?
C5 C4 C12 C11 178.4(5) . . . . ?
C10 C11 C12 C4 -0.4(8) . . . . ?
N1 C13 C14 N2 -104.6(5) . . . . ?
N1 C13 C14 C15 66.2(6) . . . . ?
N2 C14 C15 N4 0.7(5) . . . . ?
C13 C14 C15 N4 -171.1(4) . . . . ?
N4 C16 C18 O4 -38.0(7) . . . . ?
C17 C16 C18 O4 84.3(6) . . . . ?
N4 C16 C18 O3 144.2(4) . . . . ?
C17 C16 C18 O3 -93.5(5) . . . . ?
N5 C19 C20 C21 0.4(6) . . . . ?
C19 C20 C21 C20 -0.2(3) . . . 8 ?
C19 C20 C21 C22 179.8(3) . . . . ?
C20 C21 C22 C23 -21.5(3) . . . . ?
C20 C21 C22 C23 158.5(3) 8 . . . ?
C20 C21 C22 C23 158.5(3) . . . 8 ?
C20 C21 C22 C23 -21.5(3) 8 . . 8 ?
C23 C22 C23 C24 -0.2(3) 8 . . . ?
C21 C22 C23 C24 179.8(3) . . . . ?
C22 C23 C24 N6 0.5(6) . . . . ?
O2 C5 N1 C1 176.3(4) . . . . ?
C4 C5 N1 C1 -4.0(6) . . . . ?
O2 C5 N1 C13 -8.0(6) . . . . ?
C4 C5 N1 C13 171.7(4) . . . . ?
O1 C1 N1 C5 -177.5(4) . . . . ?
C2 C1 N1 C5 3.4(5) . . . . ?
O1 C1 N1 C13 6.9(6) . . . . ?
C2 C1 N1 C13 -172.3(3) . . . . ?
C14 C13 N1 C5 -82.2(5) . . . . ?
C14 C13 N1 C1 93.8(4) . . . . ?
C15 C14 N2 N3 -0.3(5) . . . . ?
C13 C14 N2 N3 172.3(4) . . . . ?
C14 N2 N3 N4 -0.2(5) . . . . ?
N2 N3 N4 C15 0.7(5) . . . . ?
N2 N3 N4 C16 -176.5(4) . . . . ?
C14 C15 N4 N3 -0.8(5) . . . . ?
C14 C15 N4 C16 175.9(4) . . . . ?
C17 C16 N4 N3 148.3(4) . . . . ?
C18 C16 N4 N3 -90.5(5) . . . . ?
C17 C16 N4 C15 -28.3(7) . . . . ?
C18 C16 N4 C15 92.9(6) . . . . ?
C20 C19 N5 C19 -0.2(3) . . . 8 ?
C20 C19 N5 Cu1 179.8(3) . . . . ?
O3 Cu1 N5 C19 -31.7(2) 8 . . . ?
O3 Cu1 N5 C19 148.3(2) . . . . ?
O5 Cu1 N5 C19 53.1(2) . . . . ?
O5 Cu1 N5 C19 -126.9(2) 8 . . . ?
O3 Cu1 N5 C19 148.3(2) 8 . . 8 ?
O3 Cu1 N5 C19 -31.7(2) . . . 8 ?
O5 Cu1 N5 C19 -126.9(2) . . . 8 ?
O5 Cu1 N5 C19 53.1(2) 8 . . 8 ?
C23 C24 N6 C24 -0.2(3) . . . 8 ?
C23 C24 N6 Cu1 179.8(3) . . . 1_655 ?
O4 C18 O3 Cu1 0.3(7) . . . . ?
C16 C18 O3 Cu1 178.0(3) . . . . ?
N6 Cu1 O3 C18 87.1(4) 1_455 . . . ?
N5 Cu1 O3 C18 -92.9(4) . . . . ?
O5 Cu1 O3 C18 -0.6(4) . . . . ?
O5 Cu1 O3 C18 174.9(4) 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
O5 H5A O4 0.84 1.92 2.713(5) 158 .
O5 H5B O1 0.84 2.03 2.811(5) 153 1_545

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.061

#===END

_vrf_PLAT220_1                   
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.12 Ratio
RESPONSE: Caused by large displacement parameter for methyl carbon C17
and its attached hydrogens. Indicates some minor disorder of this group.

;
_vrf_PLAT222_1                   
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PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 6.04 Ratio
RESPONSE: Caused by large displacement parameter for methyl carbon C17
and its attached hydrogens. Indicates some minor disorder of this group.
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