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

data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

;

data_cu32

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H4 Cu N2 O4'
_chemical_formula_sum            'C5 H4 Cu N2 O4'
_chemical_formula_weight         219.64

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   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.5694(6)
_cell_length_b                   9.3227(4)
_cell_length_c                   8.4631(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.100(9)
_cell_angle_gamma                90.00
_cell_volume                     675.66(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    2159
_cell_measurement_theta_min      3.3162
_cell_measurement_theta_max      29.2067

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.007
_exptl_crystal_size_min          0.003
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_absorpt_coefficient_mu    3.202
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.71520
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            5717
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.98
_diffrn_reflns_theta_max         29.27
_reflns_number_total             1669
_reflns_number_gt                1258
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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     
'w=1/[σ²(Fo²)+(0.0317P)²+0.0215P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1669
_refine_ls_number_parameters     181
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0714
_refine_ls_wR_factor_gt          0.0660
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.025
_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
C1 C 0.5381(18) 0.0690(12) 0.226(3) 0.055(5) Uani 0.40 1 d P A 1
C1A C 0.585(3) 0.168(3) 0.144(3) 0.032(5) Uani 0.30 1 d PU A 2
C1B C 0.564(3) 0.123(3) 0.197(4) 0.042(6) Uani 0.30 1 d PU A 3
C2 C 0.586(3) 0.202(2) 0.180(3) 0.044(6) Uani 0.40 1 d PU A 1
C2A C 0.540(2) 0.147(3) 0.301(2) 0.059(4) Uani 0.30 1 d PU A 2
C2B C 0.570(2) 0.248(2) 0.256(4) 0.072(6) Uani 0.30 1 d P A 3
C3 C 0.4460(16) 0.2824(15) 0.153(2) 0.054(4) Uani 0.40 1 d P A 1
C3A C 0.3825(15) 0.1545(17) 0.3001(16) 0.040(3) Uani 0.30 1 d P A 2
C3B C 0.418(2) 0.2903(19) 0.261(3) 0.069(6) Uani 0.30 1 d P A 3
C4 C -0.0225(3) -0.0132(3) 0.0867(3) 0.0193(6) Uani 1 1 d . . .
C5 C 0.0831(3) 0.5276(3) -0.0079(3) 0.0176(6) Uani 1 1 d . . .
Cu1 Cu 0.10929(4) 0.26166(3) 0.11511(4) 0.02222(13) Uani 1 1 d . . .
H1 H 0.6004 -0.0095 0.2530 0.067 Uiso 0.40 1 calc PR A 1
H1A H 0.6770 0.1432 0.0967 0.038 Uiso 0.30 1 calc PR A 2
H1B H 0.6453 0.0567 0.1969 0.050 Uiso 0.30 1 calc PR A 3
H2 H 0.3242 0.0076 0.2531 0.043 Uiso 0.40 1 calc PR A 1
H2A H 0.6878 0.2335 0.1700 0.052 Uiso 0.40 1 calc PR A 1
H2A1 H 0.6065 0.1317 0.3886 0.071 Uiso 0.30 1 calc PR A 2
H2A2 H 0.4587 0.2863 0.0023 0.051 Uiso 0.30 1 calc PR A 2
H2B H 0.6584 0.2995 0.2893 0.086 Uiso 0.30 1 calc PR A 3
H2B1 H 0.3841 0.0334 0.0703 0.109 Uiso 0.30 1 calc PR A 3
H3 H 0.4415 0.3797 0.1289 0.065 Uiso 0.40 1 calc PR A 1
H3A H 0.3224 0.1304 0.3854 0.049 Uiso 0.30 1 calc PR A 2
H3B H 0.3806 0.3672 0.3190 0.083 Uiso 0.30 1 calc PR A 3
N1 N 0.3266(3) 0.1992(3) 0.1655(4) 0.0304(6) Uani 1 1 d . . .
N2 N 0.3826(9) 0.0762(9) 0.2219(14) 0.036(2) Uani 0.40 1 d P A 1
N2A N 0.4587(18) 0.2311(15) 0.0837(16) 0.042(4) Uani 0.30 1 d PU A 2
N2B N 0.412(2) 0.104(2) 0.130(2) 0.091(6) Uani 0.30 1 d PU A 3
O1 O 0.0143(2) 0.08294(18) 0.1863(2) 0.0238(5) Uani 1 1 d . . .
O2 O -0.0908(2) -0.1266(2) 0.1179(2) 0.0267(5) Uani 1 1 d . . .
O3 O 0.1919(2) 0.44421(18) 0.0311(2) 0.0222(5) Uani 1 1 d . . .
O4 O 0.0976(2) 0.65209(18) -0.0618(2) 0.0237(5) 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 O1 1.9589(18) . ?
Cu1 N1 1.983(3) . ?
Cu1 O4 1.984(2) 3_565 ?
Cu1 O3 1.9851(18) . ?
Cu1 O2 2.3404(19) 3 ?
O1 C4 1.262(3) . ?
C4 O2 1.242(3) . ?
C4 C4 1.551(6) 3 ?
O2 Cu1 2.3404(19) 3 ?
O3 C5 1.249(3) . ?
C5 O4 1.255(3) . ?
C5 C5 1.525(5) 3_565 ?
O4 Cu1 1.984(2) 3_565 ?
N1 N2B 1.192(17) . ?
N1 C3A 1.288(13) . ?
N1 C3 1.292(14) . ?
N1 N2 1.325(8) . ?
N1 N2A 1.380(14) . ?
N1 C3B 1.392(17) . ?
N2 C1 1.333(17) . ?
N2 H2 0.8600 . ?
C1 C2 1.36(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.42(3) . ?
C2 H2A 0.9300 . ?
C3 H3 0.9300 . ?
C3A C2A 1.35(2) . ?
C3A H3A 0.9300 . ?
C2A C1A 1.41(3) . ?
C2A H2A1 0.9300 . ?
C1A N2A 1.32(3) . ?
C1A H1A 0.9300 . ?
N2A H2A2 0.8600 . ?
C3B C2B 1.37(3) . ?
C3B H3B 0.9300 . ?
C2B C1B 1.27(4) . ?
C2B H2B 0.9300 . ?
C1B N2B 1.42(3) . ?
C1B H1B 0.9300 . ?
N2B H2B1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 94.68(9) . . ?
O1 Cu1 O4 92.11(8) . 3_565 ?
N1 Cu1 O4 173.04(9) . 3_565 ?
O1 Cu1 O3 175.64(8) . . ?
N1 Cu1 O3 89.09(9) . . ?
O4 Cu1 O3 84.19(8) 3_565 . ?
O1 Cu1 O2 77.62(7) . 3 ?
N1 Cu1 O2 93.29(10) . 3 ?
O4 Cu1 O2 89.66(8) 3_565 3 ?
O3 Cu1 O2 100.00(7) . 3 ?
C4 O1 Cu1 119.64(17) . . ?
O2 C4 O1 124.8(3) . . ?
O2 C4 C4 118.1(3) . 3 ?
O1 C4 C4 117.1(3) . 3 ?
C4 O2 Cu1 107.28(17) . 3 ?
C5 O3 Cu1 110.83(17) . . ?
O3 C5 O4 126.1(3) . . ?
O3 C5 C5 117.2(3) . 3_565 ?
O4 C5 C5 116.7(3) . 3_565 ?
C5 O4 Cu1 110.98(17) . 3_565 ?
N2B N1 C3A 76.9(10) . . ?
N2B N1 C3 85.9(11) . . ?
C3A N1 C3 89.9(9) . . ?
C3 N1 N2 105.8(7) . . ?
N2B N1 N2A 60.7(10) . . ?
C3A N1 N2A 103.2(9) . . ?
N2 N1 N2A 94.3(7) . . ?
N2B N1 C3B 105.4(11) . . ?
C3A N1 C3B 60.1(11) . . ?
N2 N1 C3B 97.5(10) . . ?
N2A N1 C3B 73.1(10) . . ?
N2B N1 Cu1 137.9(9) . . ?
C3A N1 Cu1 126.9(6) . . ?
C3 N1 Cu1 123.1(6) . . ?
N2 N1 Cu1 131.0(4) . . ?
N2A N1 Cu1 127.6(7) . . ?
C3B N1 Cu1 116.6(7) . . ?
N1 N2 C1 113.6(9) . . ?
N1 N2 H2 123.2 . . ?
C1 N2 H2 123.2 . . ?
N2 C1 C2 104.9(13) . . ?
N2 C1 H1 127.6 . . ?
C2 C1 H1 127.6 . . ?
C1 C2 C3 105.4(17) . . ?
C1 C2 H2A 127.3 . . ?
C3 C2 H2A 127.3 . . ?
N1 C3 C2 109.5(13) . . ?
N1 C3 H3 125.3 . . ?
C2 C3 H3 125.3 . . ?
N1 C3A C2A 111.1(13) . . ?
N1 C3A H3A 124.5 . . ?
C2A C3A H3A 124.5 . . ?
C3A C2A C1A 107.1(18) . . ?
C3A C2A H2A1 126.5 . . ?
C1A C2A H2A1 126.5 . . ?
N2A C1A C2A 100.4(19) . . ?
N2A C1A H1A 129.8 . . ?
C2A C1A H1A 129.8 . . ?
C1A N2A N1 112.5(15) . . ?
C1A N2A H2A2 123.8 . . ?
N1 N2A H2A2 123.8 . . ?
C2B C3B N1 108.8(15) . . ?
C2B C3B H3B 125.6 . . ?
N1 C3B H3B 125.6 . . ?
C1B C2B C3B 104.7(19) . . ?
C1B C2B H2B 127.7 . . ?
C3B C2B H2B 127.7 . . ?
C2B C1B N2B 107(2) . . ?
C2B C1B H1B 126.5 . . ?
N2B C1B H1B 126.5 . . ?
N1 N2B C1B 111.8(17) . . ?
N1 N2B H2B1 124.1 . . ?
C1B N2B H2B1 124.1 . . ?

_diffrn_measured_fraction_theta_max 0.904
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.095



#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951616'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu133

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 Cu N6 O4, 3(H2 O)'
_chemical_formula_sum            'C8 H16 Cu N6 O7'
_chemical_formula_weight         371.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   9.0343(5)
_cell_length_b                   9.2812(6)
_cell_length_c                   10.1736(6)
_cell_angle_alpha                63.807(6)
_cell_angle_beta                 74.368(5)
_cell_angle_gamma                82.407(5)
_cell_volume                     737.05(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    2386
_cell_measurement_theta_min      3.8300
_cell_measurement_theta_max      28.3010

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.246
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.063
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             382
_exptl_absorpt_coefficient_mu    1.527
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.87791
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            5566
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.36
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2604
_reflns_number_gt                2262
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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     
'w=1/[σ²(Fo²)+(0.0266P)²+0.2434P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2604
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0695
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0534(4) 0.8191(4) 0.9445(3) 0.0428(7) Uani 1 1 d . . .
C2 C -0.1572(3) 0.9237(4) 0.8741(3) 0.0398(7) Uani 1 1 d . . .
C3 C -0.1313(3) 0.9167(3) 0.7352(3) 0.0259(6) Uani 1 1 d . . .
C4 C 0.3865(3) 0.7280(3) 0.6275(3) 0.0323(6) Uani 1 1 d . . .
C5 C 0.5097(3) 0.6268(3) 0.6560(3) 0.0340(6) Uani 1 1 d . . .
C6 C 0.4589(3) 0.4778(3) 0.6892(3) 0.0287(6) Uani 1 1 d . . .
C7 C 0.0408(3) 0.6478(3) 0.3479(3) 0.0268(6) Uani 1 1 d . . .
C8 C -0.1005(3) 0.7523(3) 0.3771(3) 0.0244(5) Uani 1 1 d . . .
Cu1 Cu 0.07950(3) 0.73824(4) 0.56075(3) 0.02659(12) Uani 1 1 d . . .
H1 H -0.0420 0.7967 1.0399 0.051 Uiso 1 1 calc R . .
H2 H 0.1020 0.6849 0.8761 0.041 Uiso 1 1 calc R . .
H2A H -0.2298 0.9865 0.9104 0.048 Uiso 1 1 calc R . .
H3NA H -0.3022 1.0401 0.6433 0.034 Uiso 1 1 d R . .
H3NB H -0.1940 0.9499 0.5686 0.034 Uiso 1 1 d R . .
H4 H 0.3879 0.8374 0.6014 0.039 Uiso 1 1 calc R . .
H5 H 0.2565 0.4199 0.6955 0.034 Uiso 1 1 calc R . .
H5A H 0.6067 0.6525 0.6535 0.041 Uiso 1 1 calc R . .
H5OA H 0.3030 0.4400 0.0442 0.075 Uiso 1 1 d R . .
H5OB H 0.1938 0.5265 0.1068 0.075 Uiso 1 1 d R . .
H6NA H 0.6380 0.3282 0.7015 0.049 Uiso 1 1 d R . .
H6NB H 0.4895 0.2505 0.7308 0.049 Uiso 1 1 d R . .
H6OA H 0.6291 0.9353 0.2745 0.098 Uiso 1 1 d R . .
H6OB H 0.5446 1.0694 0.2009 0.098 Uiso 1 1 d R . .
H7OA H 0.5692 0.3353 0.0375 0.093 Uiso 1 1 d R . .
H7OB H 0.5167 0.2620 -0.0341 0.093 Uiso 1 1 d R . .
N1 N -0.0172(2) 0.8120(2) 0.7229(2) 0.0262(5) Uani 1 1 d . . .
N2 N 0.0289(3) 0.7543(3) 0.8544(2) 0.0345(5) Uani 1 1 d . . .
N3 N -0.2023(2) 1.0080(2) 0.6173(2) 0.0286(5) Uani 1 1 d . . .
N4 N 0.2643(2) 0.6521(2) 0.6414(2) 0.0281(5) Uani 1 1 d . . .
N5 N 0.3129(2) 0.4964(2) 0.6796(2) 0.0281(5) Uani 1 1 d . . .
N6 N 0.5325(3) 0.3292(3) 0.7362(3) 0.0407(6) Uani 1 1 d . . .
O1 O 0.1426(2) 0.6353(2) 0.41940(19) 0.0308(4) Uani 1 1 d . . .
O2 O 0.0465(2) 0.5844(2) 0.2630(2) 0.0397(5) Uani 1 1 d . . .
O3 O -0.1033(2) 0.7983(2) 0.47869(19) 0.0299(4) Uani 1 1 d . . .
O4 O -0.1990(2) 0.7824(2) 0.3053(2) 0.0353(4) Uani 1 1 d . . .
O5 O 0.2488(2) 0.5258(2) 0.0249(2) 0.0501(5) Uani 1 1 d . . .
O6 O 0.5393(3) 0.9763(3) 0.2735(3) 0.0652(7) Uani 1 1 d . . .
O7 O 0.4999(3) 0.2761(3) 0.0458(2) 0.0620(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.9551(17) . ?
Cu1 N4 1.977(2) . ?
Cu1 O1 1.9833(17) . ?
Cu1 N1 2.004(2) . ?
Cu1 N3 2.429(2) 2_576 ?
N1 C3 1.340(3) . ?
N1 N2 1.364(3) . ?
N2 C1 1.326(4) . ?
N2 H2 0.8600 . ?
N3 C3 1.394(3) . ?
N3 Cu1 2.429(2) 2_576 ?
N3 H3NA 0.9183 . ?
N3 H3NB 0.8640 . ?
N4 C4 1.329(3) . ?
N4 N5 1.364(3) . ?
N6 C6 1.386(3) . ?
N6 H6NA 0.9232 . ?
N6 H6NB 0.9002 . ?
N5 C6 1.332(3) . ?
N5 H5 0.8600 . ?
O1 C7 1.284(3) . ?
O2 C7 1.229(3) . ?
O3 C8 1.274(3) . ?
O4 C8 1.228(3) . ?
O5 H5OA 0.8501 . ?
O5 H5OB 0.8500 . ?
O6 H6OA 0.8500 . ?
O6 H6OB 0.8501 . ?
O7 H7OA 0.8500 . ?
O7 H7OB 0.8499 . ?
C1 C2 1.357(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.398(4) . ?
C2 H2A 0.9300 . ?
C4 C5 1.364(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(4) . ?
C5 H5A 0.9300 . ?
C7 C8 1.543(4) . ?

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 N4 172.85(8) . . ?
O3 Cu1 O1 82.81(7) . . ?
N4 Cu1 O1 91.38(8) . . ?
O3 Cu1 N1 92.20(8) . . ?
N4 Cu1 N1 92.80(8) . . ?
O1 Cu1 N1 169.00(8) . . ?
O3 Cu1 N3 92.37(7) . 2_576 ?
N4 Cu1 N3 92.28(8) . 2_576 ?
O1 Cu1 N3 94.94(7) . 2_576 ?
N1 Cu1 N3 95.05(7) . 2_576 ?
C3 N1 N2 104.9(2) . . ?
C3 N1 Cu1 132.81(17) . . ?
N2 N1 Cu1 122.31(16) . . ?
C1 N2 N1 111.2(2) . . ?
C1 N2 H2 124.4 . . ?
N1 N2 H2 124.4 . . ?
C3 N3 Cu1 114.63(15) . 2_576 ?
C3 N3 H3NA 116.7 . . ?
Cu1 N3 H3NA 101.9 2_576 . ?
C3 N3 H3NB 104.6 . . ?
Cu1 N3 H3NB 107.0 2_576 . ?
H3NA N3 H3NB 111.8 . . ?
C4 N4 N5 104.3(2) . . ?
C4 N4 Cu1 129.97(17) . . ?
N5 N4 Cu1 122.60(15) . . ?
C6 N6 H6NA 116.7 . . ?
C6 N6 H6NB 116.1 . . ?
H6NA N6 H6NB 111.0 . . ?
C6 N5 N4 111.4(2) . . ?
C6 N5 H5 124.3 . . ?
N4 N5 H5 124.3 . . ?
C7 O1 Cu1 113.44(16) . . ?
C8 O3 Cu1 114.55(16) . . ?
H5OA O5 H5OB 109.5 . . ?
H6OA O6 H6OB 109.5 . . ?
H7OA O7 H7OB 109.5 . . ?
N2 C1 C2 108.5(2) . . ?
N2 C1 H1 125.8 . . ?
C2 C1 H1 125.8 . . ?
C1 C2 C3 105.1(3) . . ?
C1 C2 H2A 127.4 . . ?
C3 C2 H2A 127.4 . . ?
N1 C3 N3 121.7(2) . . ?
N1 C3 C2 110.4(2) . . ?
N3 C3 C2 127.9(2) . . ?
N4 C4 C5 112.2(2) . . ?
N4 C4 H4 123.9 . . ?
C5 C4 H4 123.9 . . ?
C4 C5 C6 105.1(2) . . ?
C4 C5 H5A 127.5 . . ?
C6 C5 H5A 127.5 . . ?
N5 C6 C5 107.1(2) . . ?
N5 C6 N6 122.7(2) . . ?
C5 C6 N6 130.0(2) . . ?
O2 C7 O1 126.2(2) . . ?
O2 C7 C8 119.5(2) . . ?
O1 C7 C8 114.2(2) . . ?
O4 C8 O3 125.9(2) . . ?
O4 C8 C7 119.4(2) . . ?
O3 C8 C7 114.6(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
N2 H2 O5 0.86 2.20 2.991(3) 153.6 1_556
N3 H3NA O6 0.92 2.08 2.954(3) 158.8 2_576
N5 H5 O4 0.86 2.02 2.836(3) 158.9 2_566
N6 H6NB O6 0.90 2.18 3.039(3) 160.7 2_666
N6 H6NA O1 0.92 2.01 2.919(3) 166.7 2_666
O6 H6OA O4 0.85 1.95 2.776(3) 163.0 1_655
O6 H6OB O7 0.85 1.95 2.780(3) 165.2 1_565
O7 H7OA O5 0.85 2.01 2.848(3) 167.8 2_665
O7 H7OB N6 0.85 2.10 2.901(3) 156.0 1_554
C1 H1 O2 0.93 2.51 3.299(3) 143.1 1_556
N2 H2 N4 0.86 2.56 2.986(3) 111.2 .
N3 H3NB O3 0.86 1.98 2.803(3) 159.2 .
O5 H5OA O7 0.85 2.18 2.999(3) 161.4 .
O5 H5OB O2 0.85 2.00 2.832(3) 164.9 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.062

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951617'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu102

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H16 Cu N6 O5'
_chemical_formula_sum            'C10 H16 Cu N6 O5'
_chemical_formula_weight         363.83

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           orthorhombic
_symmetry_space_group_name_H-M   Pbcn
_symmetry_space_group_name_Hall  '-P 2n 2ab'

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

_cell_length_a                   19.4230(5)
_cell_length_b                   8.6184(2)
_cell_length_c                   16.8313(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2817.48(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    9460
_cell_measurement_theta_min      3.3647
_cell_measurement_theta_max      29.2741

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.288
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1496
_exptl_absorpt_coefficient_mu    1.586
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.74866
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            21909
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.38
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2497
_reflns_number_gt                2180
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0475P)²+3.0068P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2497
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0894
_refine_ls_wR_factor_gt          0.0858
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
C1 C 0.73315(14) 0.2662(3) -0.04881(17) 0.0351(7) Uani 1 1 d . . .
C2 C 0.77407(15) 0.2746(4) 0.01682(18) 0.0389(7) Uani 1 1 d . . .
C3 C 0.73471(14) 0.2173(3) 0.07895(17) 0.0320(6) Uani 1 1 d . . .
C4 C 0.7461(2) 0.3094(5) -0.1330(2) 0.0578(10) Uani 1 1 d . . .
C5 C 0.58368(14) 0.4259(3) 0.29526(19) 0.0334(7) Uani 1 1 d . . .
C6 C 0.59294(15) 0.5319(3) 0.2362(2) 0.0372(7) Uani 1 1 d . . .
C7 C 0.59566(14) 0.4483(3) 0.16577(18) 0.0313(6) Uani 1 1 d . . .
C8 C 0.57739(17) 0.4433(4) 0.38042(17) 0.0399(7) Uani 1 1 d . . .
C9 C 0.51224(14) -0.1351(3) 0.05817(17) 0.0297(6) Uani 1 1 d . . .
C10 C 0.47132(13) -0.0640(3) 0.12837(15) 0.0265(6) Uani 1 1 d . . .
Cu1 Cu 0.587676(16) 0.11130(4) 0.111677(19) 0.02634(14) Uani 1 1 d . . .
H2 H 0.8191 0.3112 0.0194 0.047 Uiso 1 1 calc R . .
H2A H 0.6385 0.1900 -0.0564 0.041 Uiso 1 1 calc R . .
H3NA H 0.7195 0.1763 0.1924 0.056 Uiso 1 1 d R . .
H3NB H 0.7956 0.1401 0.1623 0.056 Uiso 1 1 d R . .
H4A H 0.7030 0.3254 -0.1596 0.087 Uiso 1 1 calc R . .
H4B H 0.7710 0.2275 -0.1589 0.087 Uiso 1 1 calc R . .
H4C H 0.7727 0.4032 -0.1349 0.087 Uiso 1 1 calc R . .
H5 H 0.5781 0.1999 0.2864 0.036 Uiso 1 1 calc R . .
H5OA H 0.6784 -0.1088 0.1988 0.067 Uiso 1 1 d R . .
H5OB H 0.6309 -0.0626 0.2550 0.067 Uiso 1 1 d R . .
H6 H 0.5967 0.6389 0.2419 0.045 Uiso 1 1 calc R . .
H6NA H 0.5855 0.6067 0.0787 0.063 Uiso 1 1 d R . .
H6NB H 0.5930 0.4334 0.0504 0.063 Uiso 1 1 d R . .
H8A H 0.5521 0.3571 0.4017 0.060 Uiso 1 1 calc R . .
H8B H 0.5534 0.5380 0.3922 0.060 Uiso 1 1 calc R . .
H8C H 0.6224 0.4464 0.4039 0.060 Uiso 1 1 calc R . .
N1 N 0.67254(11) 0.1748(3) 0.05390(13) 0.0280(5) Uani 1 1 d . . .
N2 N 0.67283(12) 0.2064(3) -0.02528(13) 0.0339(5) Uani 1 1 d . . .
N3 N 0.75436(14) 0.2071(3) 0.15927(15) 0.0466(7) Uani 1 1 d . . .
N4 N 0.58893(11) 0.2973(2) 0.18013(13) 0.0281(5) Uani 1 1 d . . .
N5 N 0.58242(11) 0.2859(3) 0.26097(14) 0.0298(5) Uani 1 1 d . . .
N6 N 0.60563(16) 0.5039(3) 0.08621(18) 0.0527(7) Uani 1 1 d . . .
O1 O 0.56920(9) -0.0684(2) 0.04333(12) 0.0332(5) Uani 1 1 d . . .
O2 O 0.48736(12) -0.2449(3) 0.02168(14) 0.0511(6) Uani 1 1 d . . .
O3 O 0.49843(10) 0.0549(2) 0.15879(11) 0.0310(4) Uani 1 1 d . . .
O4 O 0.41660(10) -0.1229(3) 0.14920(13) 0.0410(5) Uani 1 1 d . . .
O5 O 0.64935(11) -0.0369(2) 0.20947(13) 0.0447(5) 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 O1 1.9626(19) . ?
Cu1 O3 1.9674(18) . ?
Cu1 N4 1.974(2) . ?
Cu1 N1 1.990(2) . ?
Cu1 O5 2.403(2) . ?
N1 C3 1.331(3) . ?
N1 N2 1.360(3) . ?
N2 C1 1.340(4) . ?
N2 H2A 0.8600 . ?
N3 C3 1.407(4) . ?
N3 H3NA 0.9162 . ?
N3 H3NB 0.9887 . ?
N4 C7 1.330(4) . ?
N4 N5 1.370(3) . ?
N5 C5 1.338(4) . ?
N5 H5 0.8600 . ?
C8 C5 1.446(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
O1 C9 1.271(3) . ?
O2 C9 1.228(3) . ?
O3 C10 1.261(3) . ?
O4 C10 1.229(3) . ?
O5 H5OA 0.8570 . ?
O5 H5OB 0.8748 . ?
C1 C2 1.363(4) . ?
C1 C4 1.487(4) . ?
C2 C3 1.386(4) . ?
C2 H2 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
N6 C7 1.435(4) . ?
N6 H6NA 0.9764 . ?
N6 H6NB 0.8902 . ?
C6 C5 1.362(4) . ?
C6 C7 1.387(4) . ?
C6 H6 0.9300 . ?
C9 C10 1.550(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 83.10(8) . . ?
O1 Cu1 N4 170.13(9) . . ?
O3 Cu1 N4 88.65(8) . . ?
O1 Cu1 N1 94.70(8) . . ?
O3 Cu1 N1 174.02(9) . . ?
N4 Cu1 N1 92.96(9) . . ?
O1 Cu1 O5 94.20(8) . . ?
O3 Cu1 O5 91.82(8) . . ?
N4 Cu1 O5 91.47(8) . . ?
N1 Cu1 O5 93.89(8) . . ?
C3 N1 N2 104.6(2) . . ?
C3 N1 Cu1 132.25(19) . . ?
N2 N1 Cu1 122.49(16) . . ?
C1 N2 N1 111.7(2) . . ?
C1 N2 H2A 124.1 . . ?
N1 N2 H2A 124.1 . . ?
C3 N3 H3NA 113.7 . . ?
C3 N3 H3NB 107.8 . . ?
H3NA N3 H3NB 113.5 . . ?
C7 N4 N5 105.0(2) . . ?
C7 N4 Cu1 133.6(2) . . ?
N5 N4 Cu1 121.35(17) . . ?
C5 N5 N4 111.2(2) . . ?
C5 N5 H5 124.4 . . ?
N4 N5 H5 124.4 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O1 Cu1 113.61(17) . . ?
C10 O3 Cu1 113.91(17) . . ?
Cu1 O5 H5OA 124.7 . . ?
Cu1 O5 H5OB 122.0 . . ?
H5OA O5 H5OB 105.7 . . ?
N2 C1 C2 106.9(3) . . ?
N2 C1 C4 121.8(3) . . ?
C2 C1 C4 131.3(3) . . ?
C1 C2 C3 105.7(2) . . ?
C1 C2 H2 127.1 . . ?
C3 C2 H2 127.1 . . ?
N1 C3 C2 111.1(2) . . ?
N1 C3 N3 122.2(3) . . ?
C2 C3 N3 126.7(2) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C7 N6 H6NA 111.6 . . ?
C7 N6 H6NB 111.5 . . ?
H6NA N6 H6NB 114.9 . . ?
C5 C6 C7 106.3(2) . . ?
C5 C6 H6 126.8 . . ?
C7 C6 H6 126.8 . . ?
N5 C5 C6 107.0(3) . . ?
N5 C5 C8 121.3(3) . . ?
C6 C5 C8 131.7(3) . . ?
N4 C7 C6 110.4(2) . . ?
N4 C7 N6 120.6(3) . . ?
C6 C7 N6 129.0(3) . . ?
O2 C9 O1 126.3(3) . . ?
O2 C9 C10 119.0(2) . . ?
O1 C9 C10 114.7(2) . . ?
O4 C10 O3 125.5(3) . . ?
O4 C10 C9 119.9(2) . . ?
O3 C10 C9 114.6(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
N2 H2A O2 0.86 2.56 3.130(3) 124.9 5_655
N2 H2A O4 0.86 1.98 2.808(3) 161.5 5_655
N6 H6NB O2 0.89 2.56 3.397(4) 157.3 5_655
N3 H3NA O5 0.92 2.31 3.048(3) 138.0 .
C2 H2 O1 0.93 2.44 3.361(3) 171.1 7_765
N5 H5 O3 0.86 2.15 2.873(3) 141.5 4_655
O5 H5OB O4 0.87 1.93 2.802(3) 175.3 4_655
O5 H5OA N3 0.86 2.16 3.014(3) 173.5 7_755
N6 H6NA O2 0.98 2.49 3.338(4) 145.4 1_565

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.063


#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951618'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu99

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H12 Cu N4 O4'
_chemical_formula_sum            'C10 H12 Cu N4 O4'
_chemical_formula_weight         315.78

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   P21/n
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   7.2518(2)
_cell_length_b                   8.3493(3)
_cell_length_c                   20.4560(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.762(3)
_cell_angle_gamma                90.00
_cell_volume                     1238.45(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    6253
_cell_measurement_theta_min      3.4588
_cell_measurement_theta_max      29.1415

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.199
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    1.780
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.81061
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            11694
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.72
_diffrn_reflns_theta_max         25.04
_reflns_number_total             2187
_reflns_number_gt                1965
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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     
'w=1/[σ²(Fo²)+(0.0375P)²+0.7658P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2187
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0265
_refine_ls_wR_factor_ref         0.0723
_refine_ls_wR_factor_gt          0.0700
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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
C1 C 0.3853(3) 0.6274(3) 0.28448(13) 0.0328(6) Uani 1 1 d . . .
C2 C 0.4472(3) 0.5922(3) 0.34696(14) 0.0384(6) Uani 1 1 d . . .
C3 C 0.3111(3) 0.5026(3) 0.37466(12) 0.0355(6) Uani 1 1 d . . .
C4 C 0.2936(5) 0.4288(4) 0.44098(15) 0.0610(9) Uani 1 1 d . . .
C5 C 0.1509(4) 0.4725(3) 0.07187(12) 0.0401(6) Uani 1 1 d . . .
C6 C 0.2914(4) 0.3935(3) 0.04021(13) 0.0435(7) Uani 1 1 d . . .
C7 C 0.4207(3) 0.3600(3) 0.08762(12) 0.0337(6) Uani 1 1 d . . .
C8 C 0.6043(4) 0.2799(4) 0.08494(15) 0.0506(8) Uani 1 1 d . . .
C9 C -0.2199(3) 0.8281(3) 0.22376(12) 0.0270(5) Uani 1 1 d . . .
C10 C -0.2553(3) 0.7600(3) 0.15402(12) 0.0331(6) Uani 1 1 d . . .
Cu1 Cu 0.04320(4) 0.60340(3) 0.201400(13) 0.02639(12) Uani 1 1 d . . .
H1 H 0.4501 0.6880 0.2543 0.039 Uiso 1 1 calc R . .
H2 H 0.5585 0.6231 0.3662 0.046 Uiso 1 1 calc R . .
H2A H 0.0763 0.4366 0.3356 0.036 Uiso 1 1 calc R . .
H4 H 0.4124 0.4102 0.1806 0.034 Uiso 1 1 calc R . .
H4A H 0.2574 0.5093 0.4718 0.092 Uiso 1 1 calc R . .
H4B H 0.4101 0.3840 0.4543 0.092 Uiso 1 1 calc R . .
H4C H 0.2021 0.3458 0.4394 0.092 Uiso 1 1 calc R . .
H5 H 0.0443 0.5105 0.0514 0.048 Uiso 1 1 calc R . .
H6 H 0.2969 0.3684 -0.0040 0.052 Uiso 1 1 calc R . .
H8A H 0.6888 0.3330 0.1142 0.076 Uiso 1 1 calc R . .
H8B H 0.6501 0.2854 0.0412 0.076 Uiso 1 1 calc R . .
H8C H 0.5920 0.1698 0.0977 0.076 Uiso 1 1 calc R . .
N1 N 0.2204(3) 0.5629(2) 0.27340(9) 0.0270(4) Uani 1 1 d . . .
N2 N 0.1775(3) 0.4879(2) 0.32954(9) 0.0296(5) Uani 1 1 d . . .
N3 N 0.1880(3) 0.4872(2) 0.13538(9) 0.0304(5) Uani 1 1 d . . .
N4 N 0.3552(3) 0.4171(2) 0.14364(10) 0.0284(4) Uani 1 1 d . . .
O1 O -0.1366(2) 0.6600(2) 0.13463(8) 0.0367(4) Uani 1 1 d . . .
O2 O -0.3896(3) 0.8062(3) 0.12290(10) 0.0633(7) Uani 1 1 d . . .
O3 O -0.0720(2) 0.77709(19) 0.25120(8) 0.0293(4) Uani 1 1 d . . .
O4 O -0.3306(2) 0.9217(2) 0.24703(9) 0.0401(4) 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 O1 1.9345(16) . ?
Cu1 O3 1.9651(15) . ?
Cu1 N1 1.9708(19) . ?
Cu1 N3 1.9766(19) . ?
Cu1 O4 2.4157(17) 2_445 ?
N1 C1 1.329(3) . ?
N1 N2 1.348(3) . ?
N2 C3 1.335(3) . ?
N2 H2A 0.8600 . ?
N3 C5 1.329(3) . ?
N3 N4 1.355(3) . ?
N4 C7 1.334(3) . ?
N4 H4 0.8600 . ?
O1 C10 1.267(3) . ?
O2 C10 1.219(3) . ?
O3 C9 1.277(3) . ?
O4 C9 1.221(3) . ?
O4 Cu1 2.4157(17) 2_455 ?
C1 C2 1.381(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.497(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.382(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.369(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.492(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.554(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 84.17(7) . . ?
O1 Cu1 N1 175.03(7) . . ?
O3 Cu1 N1 90.96(7) . . ?
O1 Cu1 N3 89.82(7) . . ?
O3 Cu1 N3 161.81(8) . . ?
N1 Cu1 N3 94.55(8) . . ?
O1 Cu1 O4 91.94(7) . 2_445 ?
O3 Cu1 O4 87.65(7) . 2_445 ?
N1 Cu1 O4 88.82(7) . 2_445 ?
N3 Cu1 O4 109.76(8) . 2_445 ?
C1 N1 N2 105.1(2) . . ?
C1 N1 Cu1 129.37(17) . . ?
N2 N1 Cu1 124.13(15) . . ?
C3 N2 N1 111.88(19) . . ?
C3 N2 H2A 124.1 . . ?
N1 N2 H2A 124.1 . . ?
C5 N3 N4 104.57(19) . . ?
C5 N3 Cu1 127.63(17) . . ?
N4 N3 Cu1 127.56(15) . . ?
C7 N4 N3 112.0(2) . . ?
C7 N4 H4 124.0 . . ?
N3 N4 H4 124.0 . . ?
C10 O1 Cu1 113.24(15) . . ?
C9 O3 Cu1 112.25(14) . . ?
C9 O4 Cu1 177.04(18) . 2_455 ?
N1 C1 C2 110.6(2) . . ?
N1 C1 H1 124.7 . . ?
C2 C1 H1 124.7 . . ?
C3 C2 C1 105.8(2) . . ?
C3 C2 H2 127.1 . . ?
C1 C2 H2 127.1 . . ?
N2 C3 C2 106.6(2) . . ?
N2 C3 C4 121.3(2) . . ?
C2 C3 C4 132.2(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 C6 111.2(2) . . ?
N3 C5 H5 124.4 . . ?
C6 C5 H5 124.4 . . ?
C7 C6 C5 105.5(2) . . ?
C7 C6 H6 127.2 . . ?
C5 C6 H6 127.2 . . ?
N4 C7 C6 106.7(2) . . ?
N4 C7 C8 121.3(2) . . ?
C6 C7 C8 132.0(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 O3 126.5(2) . . ?
O4 C9 C10 119.4(2) . . ?
O3 C9 C10 114.16(19) . . ?
O2 C10 O1 125.9(2) . . ?
O2 C10 C9 119.0(2) . . ?
O1 C10 C9 115.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.057

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951619'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

;

data_cu75

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H12 Cu N4 O4'
_chemical_formula_sum            'C16 H12 Cu N4 O4'
_chemical_formula_weight         387.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   15.9790(10)
_cell_length_b                   11.3100(8)
_cell_length_c                   8.5968(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.620(6)
_cell_angle_gamma                90.00
_cell_volume                     1548.59(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    1630
_cell_measurement_theta_min      3.5957
_cell_measurement_theta_max      29.2243

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.628
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_absorpt_coefficient_mu    1.441
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.896
_exptl_absorpt_correction_T_max  0.921

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            4532
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.60
_diffrn_reflns_theta_max         25.04
_reflns_number_total             1361
_reflns_number_gt                1220
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0379P)²+0.5049P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1361
_refine_ls_number_parameters     114
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0724
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
C1 C 0.05422(19) 0.1539(2) 0.4689(3) 0.0528(8) Uani 1 1 d . . .
C2 C 0.1066(2) 0.0729(3) 0.5486(4) 0.0707(10) Uani 1 1 d . . .
C3 C 0.1879(2) 0.0585(3) 0.5098(4) 0.0661(9) Uani 1 1 d . . .
C4 C 0.21541(18) 0.1265(2) 0.3915(3) 0.0496(8) Uani 1 1 d . . .
C5 C 0.29079(19) 0.1410(3) 0.3182(3) 0.0612(9) Uani 1 1 d . . .
C6 C 0.27734(16) 0.2254(3) 0.2087(3) 0.0577(8) Uani 1 1 d . . .
C7 C 0.15766(15) 0.2079(2) 0.3186(3) 0.0366(6) Uani 1 1 d . . .
C8 C 0.04060(13) 0.52557(19) 0.4680(2) 0.0254(5) Uani 1 1 d . . .
Cu1 Cu 0.0000 0.34545(3) 0.2500 0.02662(16) Uani 1 2 d S . .
H1 H -0.0004 0.1614 0.4974 0.063 Uiso 1 1 calc R . .
H2 H 0.0868 0.0280 0.6286 0.085 Uiso 1 1 calc R . .
H2N H 0.1736 0.3207 0.1490 0.053 Uiso 1 1 calc R . .
H3 H 0.2234 0.0040 0.5624 0.079 Uiso 1 1 calc R . .
H5 H 0.3406 0.0997 0.3413 0.073 Uiso 1 1 calc R . .
H6 H 0.3168 0.2520 0.1429 0.069 Uiso 1 1 calc R . .
N1 N 0.07784(12) 0.22210(17) 0.3531(2) 0.0358(5) Uani 1 1 d . . .
N2 N 0.19597(12) 0.2665(2) 0.2091(2) 0.0442(6) Uani 1 1 d . . .
O1 O 0.06991(9) 0.47180(14) 0.35727(17) 0.0322(4) Uani 1 1 d . . .
O2 O 0.07098(9) 0.61582(14) 0.53255(17) 0.0336(4) 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 O1 1.9936(14) . ?
Cu1 O1 1.9936(14) 2 ?
Cu1 N1 2.0254(18) 2 ?
Cu1 N1 2.0254(18) . ?
Cu1 O2 2.3053(15) 6_565 ?
Cu1 O2 2.3053(15) 5_566 ?
O1 C8 1.252(3) . ?
O2 C8 1.242(3) . ?
O2 Cu1 2.3053(15) 5_566 ?
N1 C1 1.337(3) . ?
N1 C7 1.342(3) . ?
N2 C7 1.339(3) . ?
N2 C6 1.381(3) . ?
N2 H2N 0.8600 . ?
C1 C2 1.385(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.414(4) . ?
C4 C7 1.414(3) . ?
C5 C6 1.346(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C8 1.561(4) 5_566 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 88.42(9) . 2 ?
O1 Cu1 N1 176.15(7) . 2 ?
O1 Cu1 N1 89.41(7) 2 2 ?
O1 Cu1 N1 89.41(7) . . ?
O1 Cu1 N1 176.15(7) 2 . ?
N1 Cu1 N1 92.92(10) 2 . ?
O1 Cu1 O2 86.84(6) . 6_565 ?
O1 Cu1 O2 77.45(6) 2 6_565 ?
N1 Cu1 O2 95.79(7) 2 6_565 ?
N1 Cu1 O2 99.26(7) . 6_565 ?
O1 Cu1 O2 77.45(6) . 5_566 ?
O1 Cu1 O2 86.84(6) 2 5_566 ?
N1 Cu1 O2 99.26(7) 2 5_566 ?
N1 Cu1 O2 95.79(7) . 5_566 ?
O2 Cu1 O2 158.09(8) 6_565 5_566 ?
C8 O1 Cu1 118.03(13) . . ?
C8 O2 Cu1 108.58(13) . 5_566 ?
C1 N1 C7 115.2(2) . . ?
C1 N1 Cu1 121.51(18) . . ?
C7 N1 Cu1 123.13(16) . . ?
C7 N2 C6 108.6(2) . . ?
C7 N2 H2N 125.7 . . ?
C6 N2 H2N 125.7 . . ?
N1 C1 C2 123.7(3) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 118.5(3) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 136.9(3) . . ?
C3 C4 C7 117.1(3) . . ?
C5 C4 C7 106.0(3) . . ?
C6 C5 C4 107.5(2) . . ?
C6 C5 H5 126.3 . . ?
C4 C5 H5 126.3 . . ?
C5 C6 N2 109.6(3) . . ?
C5 C6 H6 125.2 . . ?
N2 C6 H6 125.2 . . ?
N2 C7 N1 126.4(2) . . ?
N2 C7 C4 108.4(2) . . ?
N1 C7 C4 125.3(3) . . ?
O2 C8 O1 125.63(19) . . ?
O2 C8 C8 116.9(2) . 5_566 ?
O1 C8 C8 117.4(2) . 5_566 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.053

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951620'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu61

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C18 H16 Cu2 N8 O8), 7(H2 O)'
_chemical_formula_sum            'C36 H46 Cu4 N16 O23'
_chemical_formula_weight         1325.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   9.1374(6)
_cell_length_b                   11.7993(7)
_cell_length_c                   12.2790(6)
_cell_angle_alpha                87.214(4)
_cell_angle_beta                 85.536(5)
_cell_angle_gamma                75.414(5)
_cell_volume                     1276.73(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    5102
_cell_measurement_theta_min      3.5629
_cell_measurement_theta_max      29.1275

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.581
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             674
_exptl_absorpt_coefficient_mu    1.741
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.38231
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            13783
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.57
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4504
_reflns_number_gt                3829
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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     
'w=1/[σ²(Fo²)+(0.0708P)²+1.4194P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4504
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1426
_refine_ls_wR_factor_gt          0.1212
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_restrained_S_all      1.171
_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
C1 C -0.1375(6) 0.2571(5) 0.6532(5) 0.0553(13) Uani 1 1 d . . .
C2 C -0.1698(7) 0.1885(5) 0.7392(5) 0.0686(17) Uani 1 1 d . . .
C3 C -0.0621(7) 0.0857(5) 0.7336(4) 0.0605(15) Uani 1 1 d . . .
C4 C 0.1631(6) 0.0125(4) 0.6012(4) 0.0485(12) Uani 1 1 d . . .
C5 C 0.4224(6) 0.0050(4) 0.6612(4) 0.0569(14) Uani 1 1 d . . .
C6 C 0.5195(7) 0.0750(5) 0.6415(5) 0.0642(15) Uani 1 1 d . . .
C7 C 0.4421(6) 0.1672(4) 0.5768(4) 0.0523(12) Uani 1 1 d . . .
C8 C 0.5005(5) 0.3518(4) -0.0635(4) 0.0427(10) Uani 1 1 d . . .
C9 C 0.5056(6) 0.4250(5) -0.1553(4) 0.0572(13) Uani 1 1 d . . .
C10 C 0.3921(6) 0.4129(4) -0.2158(4) 0.0485(12) Uani 1 1 d . . .
C11 C 0.1941(5) 0.2959(4) -0.1861(3) 0.0397(10) Uani 1 1 d . . .
C12 C -0.0643(6) 0.4128(4) -0.1172(5) 0.0529(14) Uani 1 1 d . . .
C13 C -0.1400(6) 0.4197(4) -0.0173(5) 0.0580(14) Uani 1 1 d . . .
C14 C -0.0457(5) 0.3464(4) 0.0517(4) 0.0479(11) Uani 1 1 d . . .
C15 C 0.2574(5) 0.2878(3) 0.2742(3) 0.0329(9) Uani 1 1 d . . .
C16 C 0.1833(5) 0.1824(3) 0.2671(3) 0.0333(9) Uani 1 1 d . . .
C17 C 0.5524(5) 0.0174(3) 0.0407(3) 0.0348(9) Uani 1 1 d . . .
C18 C -0.0536(5) 0.4916(3) 0.4564(3) 0.0318(9) Uani 1 1 d . . .
Cu1 Cu 0.12944(6) 0.26326(4) 0.48586(4) 0.03270(18) Uani 1 1 d . . .
Cu2 Cu 0.29325(6) 0.20945(4) 0.05030(4) 0.03154(18) Uani 1 1 d . . .
H1 H -0.1946 0.3324 0.6375 0.066 Uiso 1 1 calc R . .
H2 H -0.2502 0.2082 0.7918 0.082 Uiso 1 1 calc R . .
H3 H -0.0543 0.0210 0.7812 0.073 Uiso 1 1 calc R . .
H4A H 0.1736 -0.0619 0.6408 0.058 Uiso 1 1 calc R . .
H4B H 0.1506 0.0004 0.5253 0.058 Uiso 1 1 calc R . .
H5 H 0.4395 -0.0640 0.7036 0.068 Uiso 1 1 calc R . .
H6 H 0.6162 0.0637 0.6659 0.077 Uiso 1 1 calc R . .
H7 H 0.4798 0.2307 0.5517 0.063 Uiso 1 1 calc R . .
H8 H 0.5656 0.3422 -0.0073 0.051 Uiso 1 1 calc R . .
H9 H 0.5724 0.4722 -0.1718 0.069 Uiso 1 1 calc R . .
H10 H 0.3662 0.4507 -0.2824 0.058 Uiso 1 1 calc R . .
H11A H 0.1638 0.3253 -0.2583 0.048 Uiso 1 1 calc R . .
H11B H 0.2205 0.2110 -0.1865 0.048 Uiso 1 1 calc R . .
H12 H -0.0987 0.4534 -0.1808 0.063 Uiso 1 1 calc R . .
H13 H -0.2369 0.4653 0.0008 0.070 Uiso 1 1 calc R . .
H14 H -0.0690 0.3346 0.1258 0.057 Uiso 1 1 calc R . .
H97A H 0.1969 0.6766 0.6384 0.233 Uiso 1 1 d R . .
H97B H 0.2541 0.7231 0.7284 0.233 Uiso 1 1 d R . .
H98A H 0.3109 0.8473 0.8469 0.285 Uiso 1 1 d R . .
H98B H 0.1607 0.8983 0.8839 0.285 Uiso 1 1 d R . .
H99A H 0.5670 0.3874 0.4021 0.228 Uiso 1 1 d R . .
H99B H 0.4112 0.4071 0.4016 0.228 Uiso 1 1 d R . .
N1 N -0.0134(4) 0.2024(3) 0.5943(3) 0.0423(9) Uani 1 1 d . . .
N2 N 0.0306(4) 0.0961(3) 0.6459(3) 0.0412(9) Uani 1 1 d . . .
N3 N 0.3095(5) 0.1538(3) 0.5556(3) 0.0417(9) Uani 1 1 d . . .
N4 N 0.2977(4) 0.0530(3) 0.6086(3) 0.0395(8) Uani 1 1 d . . .
N5 N 0.3913(4) 0.2982(3) -0.0667(3) 0.0340(8) Uani 1 1 d . . .
N6 N 0.3245(4) 0.3360(3) -0.1613(3) 0.0358(8) Uani 1 1 d . . .
N7 N 0.0826(4) 0.2948(3) -0.0018(3) 0.0376(8) Uani 1 1 d . . .
N8 N 0.0698(4) 0.3362(3) -0.1063(3) 0.0377(8) Uani 1 1 d . . .
O1 O 0.2609(4) 0.3223(3) 0.3696(2) 0.0457(8) Uani 1 1 d . . .
O2 O 0.1205(4) 0.1491(3) 0.3512(2) 0.0435(7) Uani 1 1 d . . .
O3 O 0.3060(4) 0.3285(3) 0.1888(2) 0.0411(7) Uani 1 1 d . . .
O4 O 0.1922(4) 0.1392(2) 0.1745(2) 0.0437(8) Uani 1 1 d . . .
O5 O -0.1406(4) 0.5795(3) 0.4183(2) 0.0437(8) Uani 1 1 d . . .
O6 O -0.0471(4) 0.3878(3) 0.4333(3) 0.0492(8) Uani 1 1 d . . .
O7 O 0.5015(4) 0.1137(2) 0.0869(2) 0.0448(8) Uani 1 1 d . . .
O8 O 0.6764(4) -0.0513(3) 0.0545(3) 0.0508(9) Uani 1 1 d . . .
O96 O 0.0000 0.0000 0.0000 0.173(5) Uani 1 2 d S . .
O97 O 0.2636(8) 0.7143(6) 0.6598(7) 0.155(3) Uani 1 1 d . . .
O98 O 0.2205(11) 0.8408(8) 0.8449(7) 0.190(4) Uani 1 1 d . . .
O99 O 0.4823(8) 0.4368(7) 0.4174(5) 0.152(3) 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 O1 2.006(3) . ?
Cu1 O6 2.014(3) . ?
Cu1 N1 2.025(4) . ?
Cu1 N3 2.037(4) . ?
Cu1 O2 2.202(3) . ?
Cu1 O5 2.273(3) 2_566 ?
Cu2 O4 1.977(3) . ?
Cu2 N5 2.023(4) . ?
Cu2 O7 2.025(3) . ?
Cu2 N7 2.069(4) . ?
Cu2 O8 2.265(3) 2_655 ?
Cu2 O3 2.285(3) . ?
N1 C1 1.332(6) . ?
N1 N2 1.359(5) . ?
N2 C3 1.338(7) . ?
N2 C4 1.444(6) . ?
N3 C7 1.308(7) . ?
N3 N4 1.352(5) . ?
N4 C5 1.338(6) . ?
N4 C4 1.438(6) . ?
N5 C8 1.313(6) . ?
N5 N6 1.357(4) . ?
N6 C10 1.347(6) . ?
N6 C11 1.446(6) . ?
N7 C14 1.318(6) . ?
N7 N8 1.353(5) . ?
N8 C12 1.338(6) . ?
N8 C11 1.442(6) . ?
C1 C2 1.359(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.356(8) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.358(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(7) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.391(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.361(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.355(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 O3 1.230(5) . ?
C15 O1 1.264(5) . ?
C15 C16 1.567(6) . ?
C16 O2 1.238(5) . ?
C16 O4 1.258(5) . ?
C17 O8 1.234(5) . ?
C17 O7 1.259(5) . ?
C17 C17 1.572(8) 2_655 ?
C18 O5 1.234(5) . ?
C18 O6 1.256(5) . ?
C18 C18 1.558(8) 2_566 ?
O8 Cu2 2.265(3) 2_655 ?
O5 Cu1 2.273(3) 2_566 ?
O97 H97A 0.9006 . ?
O97 H97B 0.8487 . ?
O98 H98A 0.8512 . ?
O98 H98B 0.8902 . ?
O99 H99A 0.8575 . ?
O99 H99B 0.8500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O6 87.68(15) . . ?
O1 Cu1 N1 175.70(13) . . ?
O6 Cu1 N1 89.78(15) . . ?
O1 Cu1 N3 93.27(15) . . ?
O6 Cu1 N3 171.77(13) . . ?
N1 Cu1 N3 89.74(16) . . ?
O1 Cu1 O2 79.63(12) . . ?
O6 Cu1 O2 91.66(12) . . ?
N1 Cu1 O2 96.98(14) . . ?
N3 Cu1 O2 96.56(13) . . ?
O1 Cu1 O5 85.94(12) . 2_566 ?
O6 Cu1 O5 77.89(11) . 2_566 ?
N1 Cu1 O5 96.92(14) . 2_566 ?
N3 Cu1 O5 94.01(12) . 2_566 ?
O2 Cu1 O5 162.54(11) . 2_566 ?
O4 Cu2 N5 173.45(12) . . ?
O4 Cu2 O7 92.54(14) . . ?
N5 Cu2 O7 89.41(13) . . ?
O4 Cu2 N7 89.27(14) . . ?
N5 Cu2 N7 89.49(14) . . ?
O7 Cu2 N7 173.48(12) . . ?
O4 Cu2 O8 93.26(13) . 2_655 ?
N5 Cu2 O8 93.26(13) . 2_655 ?
O7 Cu2 O8 78.25(11) . 2_655 ?
N7 Cu2 O8 95.41(13) . 2_655 ?
O4 Cu2 O3 78.55(11) . . ?
N5 Cu2 O3 95.31(12) . . ?
O7 Cu2 O3 87.13(11) . . ?
N7 Cu2 O3 99.37(13) . . ?
O8 Cu2 O3 162.96(11) 2_655 . ?
C1 N1 N2 104.1(4) . . ?
C1 N1 Cu1 131.8(3) . . ?
N2 N1 Cu1 121.4(3) . . ?
C3 N2 N1 111.7(4) . . ?
C3 N2 C4 129.7(4) . . ?
N1 N2 C4 118.6(4) . . ?
C7 N3 N4 105.3(4) . . ?
C7 N3 Cu1 132.1(3) . . ?
N4 N3 Cu1 121.6(3) . . ?
C5 N4 N3 110.8(4) . . ?
C5 N4 C4 129.9(4) . . ?
N3 N4 C4 119.3(4) . . ?
C8 N5 N6 105.8(4) . . ?
C8 N5 Cu2 131.3(3) . . ?
N6 N5 Cu2 121.3(3) . . ?
C10 N6 N5 110.6(4) . . ?
C10 N6 C11 130.2(4) . . ?
N5 N6 C11 119.0(3) . . ?
C14 N7 N8 105.7(4) . . ?
C14 N7 Cu2 132.2(3) . . ?
N8 N7 Cu2 119.8(3) . . ?
C12 N8 N7 110.8(4) . . ?
C12 N8 C11 130.1(4) . . ?
N7 N8 C11 119.1(3) . . ?
N1 C1 C2 111.2(5) . . ?
N1 C1 H1 124.4 . . ?
C2 C1 H1 124.4 . . ?
C3 C2 C1 106.7(5) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
N2 C3 C2 106.3(5) . . ?
N2 C3 H3 126.9 . . ?
C2 C3 H3 126.9 . . ?
N4 C4 N2 111.1(4) . . ?
N4 C4 H4A 109.4 . . ?
N2 C4 H4A 109.4 . . ?
N4 C4 H4B 109.4 . . ?
N2 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
N4 C5 C6 107.7(5) . . ?
N4 C5 H5 126.1 . . ?
C6 C5 H5 126.1 . . ?
C5 C6 C7 104.5(5) . . ?
C5 C6 H6 127.7 . . ?
C7 C6 H6 127.7 . . ?
N3 C7 C6 111.6(5) . . ?
N3 C7 H7 124.2 . . ?
C6 C7 H7 124.2 . . ?
N5 C8 C9 110.9(4) . . ?
N5 C8 H8 124.6 . . ?
C9 C8 H8 124.6 . . ?
C10 C9 C8 105.4(5) . . ?
C10 C9 H9 127.3 . . ?
C8 C9 H9 127.3 . . ?
N6 C10 C9 107.2(4) . . ?
N6 C10 H10 126.4 . . ?
C9 C10 H10 126.4 . . ?
N8 C11 N6 110.5(3) . . ?
N8 C11 H11A 109.6 . . ?
N6 C11 H11A 109.6 . . ?
N8 C11 H11B 109.6 . . ?
N6 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N8 C12 C13 106.6(4) . . ?
N8 C12 H12 126.7 . . ?
C13 C12 H12 126.7 . . ?
C12 C13 C14 106.6(4) . . ?
C12 C13 H13 126.7 . . ?
C14 C13 H13 126.7 . . ?
N7 C14 C13 110.4(5) . . ?
N7 C14 H14 124.8 . . ?
C13 C14 H14 124.8 . . ?
O3 C15 O1 126.5(4) . . ?
O3 C15 C16 118.3(3) . . ?
O1 C15 C16 115.2(4) . . ?
O2 C16 O4 125.4(4) . . ?
O2 C16 C15 118.4(3) . . ?
O4 C16 C15 116.2(4) . . ?
O8 C17 O7 125.5(4) . . ?
O8 C17 C17 117.9(4) . 2_655 ?
O7 C17 C17 116.6(4) . 2_655 ?
O5 C18 O6 125.3(4) . . ?
O5 C18 C18 118.3(4) . 2_566 ?
O6 C18 C18 116.4(4) . 2_566 ?
C16 O4 Cu2 118.4(3) . . ?
C15 O3 Cu2 108.0(2) . . ?
C16 O2 Cu1 109.2(3) . . ?
C15 O1 Cu1 115.8(3) . . ?
C17 O7 Cu2 117.5(3) . . ?
C18 O6 Cu1 116.8(3) . . ?
C17 O8 Cu2 109.8(3) . 2_655 ?
C18 O5 Cu1 108.5(2) . 2_566 ?
H97A O97 H97B 111.4 . . ?
H98A O98 H98B 107.2 . . ?
H99A O99 H99B 108.3 . . ?

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
O97 H97A O6 0.90 2.00 2.891(7) 169.6 2_566
O97 H97B O98 0.85 1.99 2.728(12) 144.1 .
O98 H98B O96 0.89 2.14 3.010(11) 165.3 1_566
O99 H99B O1 0.85 1.96 2.811(6) 173.9 .
C3 H3 O4 0.93 2.54 3.289(6) 137.9 2_556
C4 H4A O97 0.97 2.56 3.460(8) 153.5 1_545

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.127

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951621'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu19

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 Cu N2 O5'
_chemical_formula_sum            'C8 H10 Cu N2 O5'
_chemical_formula_weight         277.72

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           Orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_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'
'-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                   7.1301(3)
_cell_length_b                   12.8192(5)
_cell_length_c                   21.3279(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1949.42(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    8332
_cell_measurement_theta_min      3.3122
_cell_measurement_theta_max      29.2256

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.25411
_exptl_crystal_size_mid          0.20616
_exptl_crystal_size_min          0.01321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.893
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    2.249
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.56669
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            19304
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1718
_reflns_number_gt                1474
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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     
'w=1/[σ²(Fo²)+(0.0443P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1718
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0735
_refine_ls_wR_factor_gt          0.0717
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0657(3) 0.7226(2) 0.47013(11) 0.0314(6) Uani 1 1 d . . .
C2 C 0.0792(4) 0.7010(2) 0.53304(12) 0.0362(6) Uani 1 1 d . . .
C3 C 0.1633(4) 0.6101(2) 0.55137(11) 0.0353(6) Uani 1 1 d . . .
C4 C 0.2344(3) 0.5435(2) 0.50665(11) 0.0315(6) Uani 1 1 d . . .
C5 C 0.2181(3) 0.56943(17) 0.44412(11) 0.0232(5) Uani 1 1 d . . .
C6 C 0.2905(4) 0.5007(2) 0.39234(11) 0.0344(6) Uani 1 1 d . . .
C7 C -0.0822(3) 0.84213(18) 0.28734(11) 0.0245(6) Uani 1 1 d . . .
C8 C -0.0299(3) 0.77288(18) 0.23016(11) 0.0245(5) Uani 1 1 d . . .
Cu1 Cu 0.09435(4) 0.67266(2) 0.335005(12) 0.02399(14) Uani 1 1 d . . .
H1A H 0.0076 0.7840 0.4575 0.038 Uiso 1 1 calc R . .
H2 H 0.0321 0.7474 0.5626 0.043 Uiso 1 1 calc R . .
H2A H 0.2018 0.4992 0.3054 0.033 Uiso 1 1 calc R . .
H2B H 0.3672 0.5645 0.3129 0.033 Uiso 1 1 calc R . .
H3 H 0.1723 0.5933 0.5937 0.042 Uiso 1 1 calc R . .
H4 H 0.2929 0.4817 0.5185 0.038 Uiso 1 1 calc R . .
H5OA H -0.2477 0.5272 0.3301 0.070 Uiso 1 1 d R . .
H5OB H -0.2899 0.6418 0.3325 0.070 Uiso 1 1 d R . .
H6A H 0.4241 0.4898 0.3980 0.041 Uiso 1 1 calc R . .
H6B H 0.2291 0.4333 0.3946 0.041 Uiso 1 1 calc R . .
N1 N 0.1340(3) 0.65753(14) 0.42623(9) 0.0222(4) Uani 1 1 d . . .
N2 N 0.2567(3) 0.54697(16) 0.33034(8) 0.0272(5) Uani 1 1 d . . .
O1 O -0.0370(3) 0.80518(13) 0.34031(7) 0.0267(4) Uani 1 1 d . . .
O2 O 0.0626(2) 0.69048(13) 0.24460(8) 0.0289(4) Uani 1 1 d . . .
O3 O -0.1647(3) 0.92448(14) 0.27849(8) 0.0420(5) Uani 1 1 d . . .
O4 O -0.0790(2) 0.79661(17) 0.17748(8) 0.0390(5) Uani 1 1 d . . .
O5 O -0.2166(3) 0.59086(14) 0.34987(9) 0.0469(5) 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 O1 1.9432(17) . ?
Cu1 O2 1.9547(17) . ?
Cu1 N1 1.9756(19) . ?
Cu1 N2 1.986(2) . ?
O1 C7 1.267(3) . ?
O2 C8 1.283(3) . ?
O3 C7 1.223(3) . ?
O4 C8 1.216(3) . ?
N1 C5 1.334(3) . ?
N1 C1 1.345(3) . ?
N2 C6 1.469(3) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
C1 C2 1.373(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.504(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.554(3) . ?
O5 H5OA 0.9452 . ?
O5 H5OB 0.9139 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 84.24(6) . . ?
O1 Cu1 N1 95.60(7) . . ?
O2 Cu1 N1 178.09(8) . . ?
O1 Cu1 N2 173.18(8) . . ?
O2 Cu1 N2 96.47(7) . . ?
N1 Cu1 N2 83.47(7) . . ?
C7 O1 Cu1 113.42(15) . . ?
C8 O2 Cu1 113.11(15) . . ?
C5 N1 C1 119.2(2) . . ?
C5 N1 Cu1 115.41(15) . . ?
C1 N1 Cu1 124.93(16) . . ?
C6 N2 Cu1 112.21(14) . . ?
C6 N2 H2A 109.2 . . ?
Cu1 N2 H2A 109.2 . . ?
C6 N2 H2B 109.2 . . ?
Cu1 N2 H2B 109.2 . . ?
H2A N2 H2B 107.9 . . ?
N1 C1 C2 122.0(2) . . ?
N1 C1 H1A 119.0 . . ?
C2 C1 H1A 119.0 . . ?
C3 C2 C1 118.8(2) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.5(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 121.2(2) . . ?
N1 C5 C6 116.1(2) . . ?
C4 C5 C6 122.7(2) . . ?
N2 C6 C5 111.60(19) . . ?
N2 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
N2 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
O3 C7 O1 125.6(2) . . ?
O3 C7 C8 119.2(2) . . ?
O1 C7 C8 115.2(2) . . ?
O4 C8 O2 125.2(2) . . ?
O4 C8 C7 120.9(2) . . ?
O2 C8 C7 113.9(2) . . ?
H5OA O5 H5OB 107.6 . . ?

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 H5OA O3 0.95 1.83 2.754(3) 166.3 7
N2 H2A O3 0.90 2.05 2.878(2) 153.0 4_545
N2 H2B O2 0.90 2.46 3.271(3) 150.0 6_656
O5 H5OB O2 0.91 2.05 2.858(2) 146.7 6_556
C6 H6B O4 0.97 2.57 3.367(3) 140.1 4_545
C1 H1A O1 0.93 2.53 3.053(3) 115.6 .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.062

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951622'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu59

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H24 Cu3 N4 O14, 2(H2 O)'
_chemical_formula_sum            'C20 H28 Cu3 N4 O16'
_chemical_formula_weight         771.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   7.6832(5)
_cell_length_b                   8.8480(6)
_cell_length_c                   10.4914(7)
_cell_angle_alpha                98.405(6)
_cell_angle_beta                 90.733(5)
_cell_angle_gamma                101.710(6)
_cell_volume                     690.21(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    2795
_cell_measurement_theta_min      3.4100
_cell_measurement_theta_max      29.1877

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.189
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.004
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             391
_exptl_absorpt_coefficient_mu    2.374
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.70095
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            5160
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2441
_reflns_number_gt                2139
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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)+(0.0349P)²+0.0143P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2441
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0722
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5256(3) 0.7922(3) 0.2528(3) 0.0334(7) Uani 1 1 d . . .
C2 C 0.6181(4) 0.9402(3) 0.2508(3) 0.0434(8) Uani 1 1 d . . .
C3 C 0.5472(4) 1.0631(4) 0.3065(3) 0.0474(9) Uani 1 1 d . . .
C4 C 0.3878(4) 1.0332(3) 0.3629(3) 0.0419(8) Uani 1 1 d . . .
C5 C 0.3020(4) 0.8811(3) 0.3654(3) 0.0331(7) Uani 1 1 d . . .
C6 C 0.1265(4) 0.8429(3) 0.4277(4) 0.0499(9) Uani 1 1 d . . .
C7 C -0.0168(4) 0.7409(3) 0.3367(4) 0.0485(9) Uani 1 1 d . . .
C8 C 0.1661(4) 0.2983(3) 0.0808(3) 0.0319(7) Uani 1 1 d . . .
C9 C 0.1070(3) 0.2256(3) 0.2036(3) 0.0285(6) Uani 1 1 d . . .
C10 C 0.4445(3) 0.5227(3) 0.5586(3) 0.0205(6) Uani 1 1 d . . .
Cu1 Cu 0.25290(4) 0.53646(3) 0.31599(3) 0.02316(13) Uani 1 1 d . . .
Cu2 Cu 0.0000 0.0000 0.0000 0.0516(2) Uani 1 2 d S . .
H1 H 0.5723 0.7093 0.2127 0.040 Uiso 1 1 calc R . .
H2 H 0.7273 0.9578 0.2123 0.052 Uiso 1 1 calc R . .
H2A H -0.0422 0.5362 0.2339 0.043 Uiso 1 1 calc R . .
H2B H -0.0532 0.5270 0.3701 0.043 Uiso 1 1 calc R . .
H3 H 0.6072 1.1654 0.3057 0.057 Uiso 1 1 calc R . .
H4 H 0.3370 1.1152 0.3998 0.050 Uiso 1 1 calc R . .
H6A H 0.1417 0.7904 0.5008 0.060 Uiso 1 1 calc R . .
H6B H 0.0893 0.9393 0.4600 0.060 Uiso 1 1 calc R . .
H7A H -0.1318 0.7424 0.3733 0.058 Uiso 1 1 calc R . .
H7B H -0.0158 0.7820 0.2559 0.058 Uiso 1 1 calc R . .
H7OA H -0.3488 0.0767 -0.0965 0.108 Uiso 1 1 d R . .
H7OB H -0.2837 0.1867 0.0308 0.108 Uiso 1 1 d R . .
H8OA H -0.2751 0.4462 0.0496 0.078 Uiso 1 1 d R . .
H8OB H -0.3788 0.4071 0.1705 0.078 Uiso 1 1 d R . .
N1 N 0.3701(3) 0.7605(2) 0.3101(2) 0.0253(5) Uani 1 1 d . . .
N2 N 0.0087(3) 0.5791(3) 0.3120(3) 0.0359(6) Uani 1 1 d . . .
O1 O 0.1346(2) 0.3079(2) 0.31010(19) 0.0308(5) Uani 1 1 d . . .
O2 O 0.2436(3) 0.4367(2) 0.09514(19) 0.0380(5) Uani 1 1 d . . .
O3 O 0.0325(3) 0.0826(2) 0.18301(19) 0.0370(5) Uani 1 1 d . . .
O4 O 0.1281(3) 0.2079(2) -0.0242(2) 0.0471(6) Uani 1 1 d . . .
O5 O 0.2994(2) 0.5559(2) 0.53527(18) 0.0280(4) Uani 1 1 d . . .
O6 O 0.5090(2) 0.5221(2) 0.66912(18) 0.0259(4) Uani 1 1 d . . .
O7 O -0.2899(4) 0.0925(3) -0.0112(3) 0.0720(8) Uani 1 1 d . . .
O8 O -0.2845(3) 0.3947(2) 0.1131(2) 0.0523(6) 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 N2 1.988(2) . ?
Cu1 O6 2.0104(17) 2_666 ?
Cu1 N1 2.014(2) . ?
Cu1 O1 2.0336(17) . ?
Cu1 O5 2.2996(19) . ?
Cu1 O2 2.351(2) . ?
Cu2 O3 1.946(2) 2 ?
Cu2 O3 1.946(2) . ?
Cu2 O4 1.9556(18) . ?
Cu2 O4 1.9556(18) 2 ?
N1 C1 1.341(3) . ?
N1 C5 1.342(4) . ?
N2 C7 1.471(4) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
C1 C2 1.360(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.504(4) . ?
C6 C7 1.502(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O2 1.234(3) . ?
C8 O4 1.257(3) . ?
C8 C9 1.554(4) . ?
C9 O1 1.232(3) . ?
C9 O3 1.264(3) . ?
C10 O5 1.239(3) . ?
C10 O6 1.256(3) . ?
C10 C10 1.557(5) 2_666 ?
O6 Cu1 2.0104(17) 2_666 ?
O7 H7OA 0.9767 . ?
O7 H7OB 0.8752 . ?
O8 H8OA 0.8575 . ?
O8 H8OB 0.9611 . ?

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
N2 Cu1 O6 174.48(8) . 2_666 ?
N2 Cu1 N1 93.43(9) . . ?
O6 Cu1 N1 91.15(7) 2_666 . ?
N2 Cu1 O1 86.68(9) . . ?
O6 Cu1 O1 88.93(7) 2_666 . ?
N1 Cu1 O1 176.55(8) . . ?
N2 Cu1 O5 99.22(9) . . ?
O6 Cu1 O5 77.34(7) 2_666 . ?
N1 Cu1 O5 94.27(8) . . ?
O1 Cu1 O5 89.12(7) . . ?
N2 Cu1 O2 94.50(9) . . ?
O6 Cu1 O2 87.77(8) 2_666 . ?
N1 Cu1 O2 99.63(8) . . ?
O1 Cu1 O2 76.93(7) . . ?
O5 Cu1 O2 159.83(7) . . ?
O3 Cu2 O3 180.00(12) 2 . ?
O3 Cu2 O4 95.30(8) 2 . ?
O3 Cu2 O4 84.70(8) . . ?
O3 Cu2 O4 84.70(8) 2 2 ?
O3 Cu2 O4 95.30(8) . 2 ?
O4 Cu2 O4 180.00(6) . 2 ?
C1 N1 C5 118.1(2) . . ?
C1 N1 Cu1 119.28(18) . . ?
C5 N1 Cu1 122.62(17) . . ?
C7 N2 Cu1 119.90(17) . . ?
C7 N2 H2A 107.3 . . ?
Cu1 N2 H2A 107.3 . . ?
C7 N2 H2B 107.3 . . ?
Cu1 N2 H2B 107.3 . . ?
H2A N2 H2B 106.9 . . ?
N1 C1 C2 123.0(3) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 118.7(3) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C6 117.2(2) . . ?
C4 C5 C6 121.5(3) . . ?
C7 C6 C5 112.8(3) . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N2 C7 C6 111.4(2) . . ?
N2 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
N2 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
O2 C8 O4 126.6(3) . . ?
O2 C8 C9 118.0(3) . . ?
O4 C8 C9 115.4(2) . . ?
O1 C9 O3 125.6(2) . . ?
O1 C9 C8 119.4(2) . . ?
O3 C9 C8 115.0(3) . . ?
O5 C10 O6 125.4(2) . . ?
O5 C10 C10 117.3(3) . 2_666 ?
O6 C10 C10 117.3(3) . 2_666 ?
C9 O1 Cu1 117.65(17) . . ?
C8 O2 Cu1 107.96(17) . . ?
C9 O3 Cu2 112.47(17) . . ?
C8 O4 Cu2 112.27(17) . . ?
C10 O5 Cu1 109.53(16) . . ?
C10 O6 Cu1 118.49(16) . 2_666 ?
H7OA O7 H7OB 112.9 . . ?
H8OA O8 H8OB 117.0 . . ?

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
N2 H2A O8 0.90 2.27 3.079(3) 148.9 .
O7 H7OB O8 0.88 1.92 2.790(4) 175.5 .
N2 H2B O5 0.90 2.19 3.018(3) 152.5 2_566
O8 H8OA O2 0.86 1.95 2.807(3) 177.7 2_565
O8 H8OB O6 0.96 2.05 2.977(3) 160.7 2_566
C1 H1 O6 0.93 2.52 2.975(3) 110.2 2_666
C2 H2 O3 0.93 2.42 3.305(3) 157.8 1_665
C7 H7B O4 0.97 2.59 3.494(4) 155.4 2_565

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.068

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951623'
data_added_by_encifer
_publ_section_references         
;CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.46 (release 27-08-2009 CrysAlis171 .NET) 

 Farrugia, L. J. (1997).
 J. Appl. Cryst. 30, 565.

 Flack. H. D. (1983).
 Acta Cryst. A39, 876--881.

 Sheldrick, G. M. (1990a).
 Acta Cryst. A46, 467--473.

 Sheldrick, G. M. (1990b).
 SHELXTL/PC Software. 
 Siemens Analytical X-ray Instruments Inc., 
 Madison, Wisconsin, USA.

 Sheldrick, G. M. (1997).
 SHELXL97. 
 University of Göttingen, Germany

 Spek, A. L. (1990).
 Acta Cryst. A46, C-34.

 UNIL IC & KUMA (2000).
 CrysAlis CCD. Version 1.163.
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.

 UNIL IC & KUMA (2000).
 CrysAlis RED. Version 1.163. 
 Kuma Diffraction Instruments GmbH, Wrocław, Poland.
;

data_cu59k

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H44 Cu4 N8 O14 2+, 2(Cl -)'
_chemical_formula_sum            'C34 H44 Cl2 Cu4 N8 O14'
_chemical_formula_weight         1113.83

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   12.1604(6)
_cell_length_b                   7.1869(4)
_cell_length_c                   23.4200(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.407(5)
_cell_angle_gamma                90.00
_cell_volume                     2043.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    295.0(2)
_cell_measurement_reflns_used    5452
_cell_measurement_theta_min      3.7700
_cell_measurement_theta_max      29.1820

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.003
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1132
_exptl_absorpt_coefficient_mu    2.262
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;CrysAlis RED, (2005)
;
_exptl_absorpt_correction_T_min  0.81935
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295.0(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  'Gemini A Ultra'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 12.8
_diffrn_standards_number         7
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  22.00
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            11007
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.04
_reflns_number_total             3615
_reflns_number_gt                3091
_reflns_threshold_expression     >2sigma(I)

#========================================================================== 
#
# REFINEMENT DATA

_computing_data_collection       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;XP in SHELXTL/PC (Sheldrick, 1990b)
 ORTEP-3 W v. 1.062 (Farrugia 1997)
;
_computing_publication_material  
;SHELXL-97 (Sheldrick, 1997) and
 PLATON (Spek, 1990)
;

_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     
'w=1/[σ²(Fo²)+(0.0469P)²+2.1675P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3615
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_restrained_S_all      1.180
_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
C1 C -0.1280(3) 0.7357(6) 0.35770(17) 0.0308(9) Uani 1 1 d . . .
C2 C -0.2271(3) 0.7733(7) 0.32956(19) 0.0372(10) Uani 1 1 d . . .
C3 C -0.2753(3) 0.6367(7) 0.29474(19) 0.0390(11) Uani 1 1 d . . .
C4 C -0.2229(3) 0.4696(6) 0.29021(19) 0.0363(11) Uani 1 1 d . . .
C5 C -0.1235(3) 0.4387(6) 0.32028(18) 0.0284(9) Uani 1 1 d . . .
C6 C -0.0621(3) 0.2583(6) 0.3158(2) 0.0357(10) Uani 1 1 d . . .
C7 C 0.0496(3) 0.2856(6) 0.29137(19) 0.0368(10) Uani 1 1 d . . .
C8 C 0.6114(3) 0.8532(6) 0.46297(18) 0.0345(10) Uani 1 1 d . . .
C9 C 0.7152(4) 0.8239(7) 0.4864(2) 0.0408(11) Uani 1 1 d . . .
C10 C 0.7928(4) 0.9633(6) 0.4832(2) 0.0380(11) Uani 1 1 d . . .
C11 C 0.7613(4) 1.1230(7) 0.4562(2) 0.0445(12) Uani 1 1 d . B .
C12 C 0.6544(4) 1.1475(7) 0.4336(2) 0.0434(12) Uani 1 1 d . . .
C13 C 0.6127(9) 1.3528(15) 0.4236(5) 0.041(2) Uani 0.50 1 d P B 1
C13' C 0.6282(8) 1.3007(14) 0.3912(5) 0.034(2) Uani 0.50 1 d P B 2
C14' C 0.5267(8) 1.3980(12) 0.4085(5) 0.035(2) Uani 0.50 1 d P B 2
C14 C 0.5413(7) 1.3705(13) 0.3702(5) 0.036(2) Uani 0.50 1 d P B 1
C15 C 0.2193(3) 0.8741(6) 0.37419(16) 0.0247(8) Uani 1 1 d . B .
C16 C 0.2870(3) 0.7257(6) 0.40904(16) 0.0254(9) Uani 1 1 d . B .
C17 C 0.0001(3) 0.6077(5) 0.50141(16) 0.0225(8) Uani 1 1 d . . .
Cl1 Cl 0.35618(10) 0.56291(16) 0.27450(5) 0.0436(3) Uani 1 1 d . . .
Cu1 Cu 0.07681(4) 0.54701(6) 0.39229(2) 0.02356(16) Uani 1 1 d . . .
Cu2 Cu 0.42460(4) 1.02297(7) 0.39837(2) 0.02512(16) Uani 1 1 d . B .
H1 H -0.0950 0.8277 0.3808 0.037 Uiso 1 1 calc R . .
H2 H -0.2614 0.8878 0.3337 0.045 Uiso 1 1 calc R . .
H2A H 0.1784 0.4338 0.3137 0.035 Uiso 1 1 calc R . .
H2B H 0.1649 0.2795 0.3522 0.035 Uiso 1 1 calc R . .
H3 H -0.3424 0.6584 0.2747 0.047 Uiso 1 1 calc R . .
H4 H -0.2542 0.3767 0.2669 0.044 Uiso 1 1 calc R . .
H4A' H 0.3677 1.3453 0.3954 0.048 Uiso 0.50 1 d PR A 2
H4A H 0.4046 1.3544 0.4131 0.048 Uiso 0.50 1 d PR A 1
H4B H 0.3821 1.3177 0.3526 0.048 Uiso 0.50 1 d PR A 1
H4B' H 0.4272 1.3091 0.3447 0.048 Uiso 0.50 1 d PR A 2
H5A H 0.4411 0.8298 0.3017 0.084 Uiso 1 1 d R B .
H5B H 0.4772 1.0106 0.2895 0.084 Uiso 1 1 d R . .
H6A H -0.1056 0.1732 0.2915 0.043 Uiso 1 1 calc R . .
H6B H -0.0521 0.2025 0.3535 0.043 Uiso 1 1 calc R . .
H7A H 0.0780 0.1661 0.2799 0.044 Uiso 1 1 calc R . .
H7B H 0.0415 0.3639 0.2576 0.044 Uiso 1 1 calc R . .
H8 H 0.5602 0.7578 0.4652 0.041 Uiso 1 1 calc R . .
H9 H 0.7335 0.7117 0.5044 0.049 Uiso 1 1 calc R . .
H10 H 0.8642 0.9480 0.4990 0.046 Uiso 1 1 calc R . .
H11 H 0.8124 1.2180 0.4528 0.053 Uiso 1 1 calc R . .
H13A H 0.5717 1.3916 0.4559 0.049 Uiso 0.50 1 calc PR B 1
H13B H 0.6756 1.4350 0.4216 0.049 Uiso 0.50 1 calc PR B 1
H13C H 0.6891 1.3877 0.3910 0.041 Uiso 0.50 1 calc PR B 2
H13D H 0.6159 1.2493 0.3531 0.041 Uiso 0.50 1 calc PR B 2
H14A H 0.5722 1.3007 0.3396 0.043 Uiso 0.50 1 calc PR B 1
H14B H 0.5350 1.4999 0.3588 0.043 Uiso 0.50 1 calc PR B 1
H14C H 0.5257 1.5252 0.3946 0.042 Uiso 0.50 1 calc PR B 2
H14D H 0.5250 1.4003 0.4498 0.042 Uiso 0.50 1 calc PR B 2
N1 N -0.0760(3) 0.5714(4) 0.35353(14) 0.0239(7) Uani 1 1 d . . .
N2 N 0.1286(3) 0.3722(5) 0.33346(14) 0.0290(8) Uani 1 1 d . . .
N3 N 0.5789(3) 1.0113(5) 0.43685(14) 0.0270(7) Uani 1 1 d . B .
N4 N 0.4291(3) 1.2933(5) 0.38284(18) 0.0404(9) Uani 1 1 d . . .
O1 O 0.2423(2) 0.5749(4) 0.42015(12) 0.0291(6) Uani 1 1 d . . .
O2 O 0.3844(2) 0.7699(4) 0.42444(12) 0.0310(7) Uani 1 1 d . . .
O3 O 0.1269(2) 0.8367(4) 0.35390(12) 0.0344(7) Uani 1 1 d . . .
O4 O 0.2689(2) 1.0292(4) 0.36982(13) 0.0319(7) Uani 1 1 d . . .
O5 O 0.4818(3) 0.9215(6) 0.31440(15) 0.0562(10) Uani 1 1 d . . .
O6 O 0.0332(2) 0.6942(4) 0.45906(11) 0.0274(6) Uani 1 1 d . . .
O7 O -0.0326(2) 0.6805(4) 0.54567(11) 0.0312(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O6 1.986(3) . ?
Cu1 N2 1.994(3) . ?
Cu1 N1 2.026(3) . ?
Cu1 O1 2.088(3) . ?
Cu1 O7 2.273(3) 3_566 ?
Cu1 O3 2.362(3) . ?
Cu2 O4 1.971(3) . ?
Cu2 N4 1.978(4) . ?
Cu2 O2 1.989(3) . ?
Cu2 N3 2.034(3) . ?
Cu2 O5 2.246(3) . ?
N1 C5 1.341(5) . ?
N1 C1 1.346(5) . ?
N2 C7 1.472(5) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N3 C8 1.339(5) . ?
N3 C12 1.348(6) . ?
N4 C14' 1.501(10) . ?
N4 C14 1.518(9) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9001 . ?
N4 H4A' 0.9001 . ?
N4 H4B' 0.9001 . ?
O1 C16 1.247(5) . ?
O2 C16 1.259(5) . ?
O3 C15 1.223(5) . ?
O4 C15 1.274(5) . ?
O5 H5A 0.8660 . ?
O5 H5B 0.8661 . ?
O6 C17 1.257(5) . ?
O7 C17 1.247(5) . ?
O7 Cu1 2.273(3) 3_566 ?
C1 C2 1.366(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.384(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.503(6) . ?
C6 C7 1.518(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.362(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.355(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(6) . ?
C11 H11 0.9300 . ?
C12 C13' 1.504(10) . ?
C12 C13 1.574(12) . ?
C13 C14 1.484(15) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C13' C14' 1.494(14) . ?
C13' H13C 0.9700 . ?
C13' H13D 0.9700 . ?
C14' H14C 0.9700 . ?
C14' H14D 0.9700 . ?
C15 C16 1.550(5) . ?
C17 C17 1.549(8) 3_566 ?

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
O6 Cu1 N2 171.78(13) . . ?
O6 Cu1 N1 91.49(12) . . ?
N2 Cu1 N1 93.64(13) . . ?
O6 Cu1 O1 90.03(11) . . ?
N2 Cu1 O1 86.47(12) . . ?
N1 Cu1 O1 166.58(12) . . ?
O6 Cu1 O7 78.21(10) . 3_566 ?
N2 Cu1 O7 94.87(12) . 3_566 ?
N1 Cu1 O7 95.94(12) . 3_566 ?
O1 Cu1 O7 97.43(10) . 3_566 ?
O6 Cu1 O3 85.25(11) . . ?
N2 Cu1 O3 101.13(12) . . ?
N1 Cu1 O3 90.21(11) . . ?
O1 Cu1 O3 76.63(10) . . ?
O7 Cu1 O3 162.47(10) 3_566 . ?
O4 Cu2 N4 87.24(13) . . ?
O4 Cu2 O2 82.89(11) . . ?
N4 Cu2 O2 164.75(14) . . ?
O4 Cu2 N3 173.44(13) . . ?
N4 Cu2 N3 95.00(14) . . ?
O2 Cu2 N3 93.62(12) . . ?
O4 Cu2 O5 92.95(13) . . ?
N4 Cu2 O5 98.30(16) . . ?
O2 Cu2 O5 93.81(13) . . ?
N3 Cu2 O5 92.82(14) . . ?
C5 N1 C1 118.5(3) . . ?
C5 N1 Cu1 123.4(3) . . ?
C1 N1 Cu1 117.8(3) . . ?
C7 N2 Cu1 120.6(2) . . ?
C7 N2 H2A 107.2 . . ?
Cu1 N2 H2A 107.2 . . ?
C7 N2 H2B 107.2 . . ?
Cu1 N2 H2B 107.2 . . ?
H2A N2 H2B 106.8 . . ?
C8 N3 C12 117.3(4) . . ?
C8 N3 Cu2 118.5(3) . . ?
C12 N3 Cu2 124.0(3) . . ?
C14' N4 Cu2 116.7(4) . . ?
C14 N4 Cu2 115.5(4) . . ?
C14' N4 H4A 74.4 . . ?
C14 N4 H4A 108.6 . . ?
Cu2 N4 H4A 108.7 . . ?
C14' N4 H4B 131.9 . . ?
C14 N4 H4B 108.2 . . ?
Cu2 N4 H4B 108.2 . . ?
H4A N4 H4B 107.5 . . ?
C14' N4 H4A' 108.3 . . ?
C14 N4 H4A' 133.2 . . ?
Cu2 N4 H4A' 108.4 . . ?
H4B N4 H4A' 71.0 . . ?
C14' N4 H4B' 107.9 . . ?
C14 N4 H4B' 74.4 . . ?
Cu2 N4 H4B' 107.9 . . ?
H4A N4 H4B' 137.0 . . ?
H4A' N4 H4B' 107.4 . . ?
C16 O1 Cu1 116.2(2) . . ?
C16 O2 Cu2 112.8(2) . . ?
C15 O3 Cu1 107.3(2) . . ?
C15 O4 Cu2 113.7(2) . . ?
Cu2 O5 H5A 110.3 . . ?
Cu2 O5 H5B 109.8 . . ?
H5A O5 H5B 108.6 . . ?
C17 O6 Cu1 118.1(2) . . ?
C17 O7 Cu1 109.2(2) . 3_566 ?
N1 C1 C2 122.9(4) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 118.3(4) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 119.1(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 121.1(4) . . ?
N1 C5 C6 117.1(4) . . ?
C4 C5 C6 121.8(4) . . ?
C5 C6 C7 112.0(4) . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N2 C7 C6 111.4(3) . . ?
N2 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N3 C8 C9 123.9(4) . . ?
N3 C8 H8 118.1 . . ?
C9 C8 H8 118.1 . . ?
C8 C9 C10 119.0(4) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 117.7(4) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C10 C11 C12 121.2(4) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
N3 C12 C11 120.9(4) . . ?
N3 C12 C13' 116.8(5) . . ?
C11 C12 C13' 120.1(5) . . ?
N3 C12 C13 118.3(5) . . ?
C11 C12 C13 117.6(5) . . ?
C14 C13 C12 111.9(9) . . ?
C14 C13 H13A 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 N4 107.0(9) . . ?
C13 C14 H4B' 140.4 . . ?
C13 C14 H14A 110.3 . . ?
N4 C14 H14A 110.3 . . ?
H4B' C14 H14A 86.8 . . ?
C13 C14 H14B 110.3 . . ?
N4 C14 H14B 110.3 . . ?
H4B' C14 H14B 96.5 . . ?
H14A C14 H14B 108.6 . . ?
C14' C13' C12 108.1(9) . . ?
C14' C13' H13C 110.1 . . ?
C12 C13' H13C 110.1 . . ?
C14' C13' H13D 110.1 . . ?
C12 C13' H13D 110.1 . . ?
H13C C13' H13D 108.4 . . ?
C13' C14' N4 107.7(8) . . ?
C13' C14' H4A 138.1 . . ?
C13' C14' H14C 110.2 . . ?
N4 C14' H14C 110.2 . . ?
H4A C14' H14C 102.9 . . ?
C13' C14' H14D 110.2 . . ?
N4 C14' H14D 110.2 . . ?
H4A C14' H14D 81.6 . . ?
H14C C14' H14D 108.5 . . ?
O3 C15 O4 126.1(4) . . ?
O3 C15 C16 120.0(3) . . ?
O4 C15 C16 113.9(3) . . ?
O1 C16 O2 125.0(4) . . ?
O1 C16 C15 119.0(3) . . ?
O2 C16 C15 116.0(3) . . ?
O7 C17 O6 125.5(4) . . ?
O7 C17 C17 117.1(4) . 3_566 ?
O6 C17 C17 117.4(4) . 3_566 ?

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
N2 H2A Cl1 0.90 2.57 3.450(3) 165.1 .
O5 H5A Cl1 0.87 2.25 3.111(4) 171.2 .
C1 H1 O6 0.93 2.52 3.002(5) 112.2 .
C8 H8 O2 0.93 2.29 2.915(5) 124.0 .
N2 H2B O4 0.90 2.22 3.089(4) 161.3 1_545
N4 H4B Cl1 0.90 2.55 3.273(4) 138.2 1_565
N4 H4A' O1 0.90 2.34 3.202(5) 159.8 1_565
O5 H5B Cl1 0.87 2.62 3.121(4) 118.1 2_655
C4 H4 Cl1 0.93 2.72 3.630(5) 164.8 2_545

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.100

#=====================================================
_database_code_depnum_ccdc_archive 'CCDC 951624'
