# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Shu-Pao Wu'
_publ_contact_author_email       SPWU@MAIL.NCTU.EDU.TW
loop_
_publ_author_name
'Shu-Pao Wu'
'Chih-Hao Lee'

# Attachment 'L-pasp.cif'

data_L-pasp
_database_code_depnum_ccdc_archive 'CCDC 700823'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H20 Cu N2 O9'
_chemical_formula_weight         375.82

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   P2(1)2(1)2(1)

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

_cell_length_a                   8.5157(3)
_cell_length_b                   10.8984(3)
_cell_length_c                   17.6615(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1639.12(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2770
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      25

_exptl_crystal_description       Tabullar
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             780
_exptl_absorpt_coefficient_mu    1.376
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.76418
_exptl_absorpt_correction_T_max  0.95032
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8932
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0562
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         28.31
_reflns_number_total             4071
_reflns_number_gt                3075
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker APEXII'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'Shelxtl-97 (Sheldrick, 1990)'
_computing_structure_refinement  'Shelxtl-97 (Sheldrick, 2000)'
_computing_molecular_graphics    'Bruker Shelxtl'
_computing_publication_material  'Bruker Shelxtl'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0920P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.083(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_number_reflns         4071
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0522
_refine_ls_wR_factor_ref         0.1657
_refine_ls_wR_factor_gt          0.1227
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_chemical_absolute_configuration rm

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.39330(6) 0.22959(5) 0.24939(3) 0.0327(2) Uani 1 1 d . . .
O1 O 0.5732(4) 0.1856(3) 0.31630(19) 0.0410(8) Uani 1 1 d . . .
O2 O 0.6254(5) 0.0815(4) 0.4210(2) 0.0515(10) Uani 1 1 d . . .
O3 O 0.4978(4) -0.1360(3) 0.2986(2) 0.0414(8) Uani 1 1 d . . .
O4 O 0.4453(5) -0.2660(4) 0.3926(2) 0.0585(11) Uani 1 1 d . . .
OW1 O 0.2866(5) 0.3587(4) 0.3370(2) 0.0593(11) Uani 1 1 d . . .
HW1A H 0.1808 0.3890 0.3308 0.071 Uiso 1 1 d . . .
HW1B H 0.3483 0.3874 0.3792 0.071 Uiso 1 1 d . . .
OW2 O -0.0563(6) 0.1073(5) 0.4525(3) 0.0736(14) Uani 1 1 d . . .
HW2A H -0.1215 0.1296 0.4100 0.088 Uiso 1 1 d . . .
HW2B H -0.1062 0.0841 0.4995 0.088 Uiso 1 1 d . . .
OW3 O 0.5326(5) 0.1635(5) 0.5654(2) 0.0622(12) Uani 1 1 d . . .
HW3A H 0.4371 0.2092 0.5718 0.075 Uiso 1 1 d . . .
HW3B H 0.5936 0.1416 0.6096 0.075 Uiso 1 1 d . . .
OW4 O 0.2307(5) -0.1127(4) 0.1624(3) 0.0596(12) Uani 1 1 d . . .
HW4A H 0.1457 -0.0822 0.1316 0.072 Uiso 1 1 d . . .
HW4B H 0.2503 -0.1998 0.1640 0.072 Uiso 1 1 d . . .
OW5 O 0.5197(6) -0.5043(3) 0.4083(3) 0.0645(13) Uani 1 1 d . . .
HW5A H 0.5784 -0.5437 0.3694 0.077 Uiso 1 1 d . . .
HW5B H 0.4908 -0.5462 0.4535 0.077 Uiso 1 1 d . . .
N1 N 0.1979(5) 0.2242(4) 0.1865(2) 0.0386(9) Uani 1 1 d . . .
N2 N 0.3019(5) 0.0786(3) 0.2930(2) 0.0319(8) Uani 1 1 d . . .
H2B H 0.3367 0.0137 0.2652 0.038 Uiso 1 1 calc R . .
C1 C 0.1717(7) 0.2874(6) 0.1229(3) 0.0538(14) Uani 1 1 d . . .
H1A H 0.2429 0.3469 0.1072 0.065 Uiso 1 1 calc R . .
C2 C 0.0392(8) 0.2643(7) 0.0803(4) 0.0658(19) Uani 1 1 d . . .
H2A H 0.0232 0.3052 0.0348 0.079 Uiso 1 1 calc R . .
C3 C -0.0714(8) 0.1785(7) 0.1064(4) 0.0687(19) Uani 1 1 d . . .
H3A H -0.1605 0.1610 0.0779 0.082 Uiso 1 1 calc R . .
C4 C -0.0464(7) 0.1210(6) 0.1745(4) 0.0561(15) Uani 1 1 d . . .
H4A H -0.1209 0.0675 0.1944 0.067 Uiso 1 1 calc R . .
C5 C 0.0900(6) 0.1440(5) 0.2123(3) 0.0395(11) Uani 1 1 d . . .
C6 C 0.1296(6) 0.0847(5) 0.2853(3) 0.0440(12) Uani 1 1 d . . .
H6A H 0.0854 0.1316 0.3269 0.053 Uiso 1 1 calc R . .
H6B H 0.0856 0.0026 0.2869 0.053 Uiso 1 1 calc R . .
C7 C 0.3672(6) 0.0672(4) 0.3702(3) 0.0348(11) Uani 1 1 d . . .
H7A H 0.3078 0.1238 0.4024 0.042 Uiso 1 1 calc R . .
C8 C 0.5362(6) 0.1123(4) 0.3695(3) 0.0369(11) Uani 1 1 d . . .
C9 C 0.3476(7) -0.0595(4) 0.4039(3) 0.0401(12) Uani 1 1 d . . .
H9A H 0.2369 -0.0802 0.4038 0.048 Uiso 1 1 calc R . .
H9B H 0.3823 -0.0574 0.4562 0.048 Uiso 1 1 calc R . .
C10 C 0.4382(6) -0.1616(5) 0.3623(3) 0.0377(11) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.930(3) 3_655 ?
Cu1 N2 1.977(4) . ?
Cu1 O1 1.994(3) . ?
Cu1 N1 2.001(4) . ?
Cu1 OW1 2.280(4) . ?
O1 C8 1.272(6) . ?
O2 C8 1.232(6) . ?
O3 C10 1.265(6) . ?
O3 Cu1 1.930(3) 3_645 ?
O4 C10 1.259(6) . ?
OW1 HW1A 0.9655 . ?
OW1 HW1B 0.9646 . ?
OW2 HW2A 0.9652 . ?
OW2 HW2B 0.9660 . ?
OW3 HW3A 0.9603 . ?
OW3 HW3B 0.9673 . ?
OW4 HW4A 0.9648 . ?
OW4 HW4B 0.9643 . ?
OW5 HW5A 0.9515 . ?
OW5 HW5B 0.9529 . ?
N1 C1 1.337(7) . ?
N1 C5 1.348(6) . ?
N2 C6 1.476(6) . ?
N2 C7 1.478(6) . ?
N2 H2B 0.9100 . ?
C1 C2 1.378(9) . ?
C1 H1A 0.9300 . ?
C2 C3 1.405(11) . ?
C2 H2A 0.9300 . ?
C3 C4 1.373(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.363(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.481(8) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C9 1.513(6) . ?
C7 C8 1.521(7) . ?
C7 H7A 0.9800 . ?
C9 C10 1.540(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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 N2 172.89(16) 3_655 . ?
O3 Cu1 O1 94.24(15) 3_655 . ?
N2 Cu1 O1 82.60(15) . . ?
O3 Cu1 N1 100.25(16) 3_655 . ?
N2 Cu1 N1 82.21(16) . . ?
O1 Cu1 N1 163.92(17) . . ?
O3 Cu1 OW1 91.19(16) 3_655 . ?
N2 Cu1 OW1 95.33(16) . . ?
O1 Cu1 OW1 93.01(17) . . ?
N1 Cu1 OW1 93.61(16) . . ?
C8 O1 Cu1 113.5(3) . . ?
C10 O3 Cu1 114.6(3) . 3_645 ?
Cu1 OW1 HW1A 120.4 . . ?
Cu1 OW1 HW1B 120.5 . . ?
HW1A OW1 HW1B 119.0 . . ?
HW2A OW2 HW2B 118.8 . . ?
HW3A OW3 HW3B 119.2 . . ?
HW4A OW4 HW4B 119.1 . . ?
HW5A OW5 HW5B 121.6 . . ?
C1 N1 C5 120.3(5) . . ?
C1 N1 Cu1 126.2(4) . . ?
C5 N1 Cu1 113.5(3) . . ?
C6 N2 C7 117.5(4) . . ?
C6 N2 Cu1 108.6(3) . . ?
C7 N2 Cu1 106.3(3) . . ?
C6 N2 H2B 108.0 . . ?
C7 N2 H2B 108.0 . . ?
Cu1 N2 H2B 108.0 . . ?
N1 C1 C2 120.1(6) . . ?
N1 C1 H1A 120.0 . . ?
C2 C1 H1A 120.0 . . ?
C1 C2 C3 119.4(6) . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 120.3 . . ?
C4 C3 C2 119.2(6) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C5 C4 C3 118.5(6) . . ?
C5 C4 H4A 120.7 . . ?
C3 C4 H4A 120.7 . . ?
N1 C5 C4 122.3(5) . . ?
N1 C5 C6 115.0(4) . . ?
C4 C5 C6 122.7(5) . . ?
N2 C6 C5 109.0(4) . . ?
N2 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N2 C7 C9 113.4(4) . . ?
N2 C7 C8 108.7(4) . . ?
C9 C7 C8 113.7(4) . . ?
N2 C7 H7A 106.8 . . ?
C9 C7 H7A 106.8 . . ?
C8 C7 H7A 106.8 . . ?
O2 C8 O1 124.3(5) . . ?
O2 C8 C7 119.3(5) . . ?
O1 C8 C7 116.3(4) . . ?
C7 C9 C10 114.6(4) . . ?
C7 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
C7 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
O4 C10 O3 123.9(5) . . ?
O4 C10 C9 118.3(4) . . ?
O3 C10 C9 117.7(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.151
_refine_diff_density_min         -1.182
_refine_diff_density_rms         0.425


data_D-pasp
_database_code_depnum_ccdc_archive 'CCDC 700824'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 Cu N2 O9'
_chemical_formula_sum            'C10 H20 Cu N2 O9'
_chemical_formula_weight         375.82

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   P2(1)2(1)2

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

_cell_length_a                   11.2411(3)
_cell_length_b                   16.5043(5)
_cell_length_c                   8.4442(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1566.62(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4500
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      25

_exptl_crystal_description       Tabullar
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             780
_exptl_absorpt_coefficient_mu    1.440
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.85700
_exptl_absorpt_correction_T_max  0.94955
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8270
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         28.28
_reflns_number_total             3743
_reflns_number_gt                2909
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker APEXII'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'Shelxtl-97 (Sheldrick, 1990)'
_computing_structure_refinement  'Shelxtl-97 (Sheldrick, 2000)'
_computing_molecular_graphics    'Bruker Shelxtl'
_computing_publication_material  'Bruker Shelxtl'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0856P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_number_reflns         3743
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.1494
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_chemical_absolute_configuration rm

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.09552(4) 0.74923(3) 0.60830(6) 0.03003(16) Uani 1 1 d . . .
O1 O -0.0548(3) 0.6992(2) 0.4036(4) 0.0407(8) Uani 1 1 d . . .
O2 O 0.0613(4) 0.6038(3) 0.3009(6) 0.0675(13) Uani 1 1 d . . .
O3 O 0.2697(3) 0.69395(19) 0.4825(4) 0.0383(8) Uani 1 1 d . . .
O4 O 0.3782(3) 0.5815(2) 0.5001(5) 0.0488(10) Uani 1 1 d . . .
OW1 O -0.2144(3) 0.6455(2) 0.6819(5) 0.0509(9) Uani 1 1 d . . .
HW1A H -0.2405 0.6397 0.7904 0.061 Uiso 1 1 d . . .
HW1B H -0.2407 0.6055 0.6052 0.061 Uiso 1 1 d . . .
OW2 O 0.6169(3) 0.5841(2) 0.4702(5) 0.0525(10) Uani 1 1 d . . .
HW2A H 0.6674 0.6178 0.5334 0.063 Uiso 1 1 d . . .
HW2B H 0.6511 0.5480 0.3930 0.063 Uiso 1 1 d . . .
OW3 O 0.0000 0.5000 0.0721(6) 0.0600(15) Uani 1 2 d S . .
HW3A H -0.0807 0.4815 0.0628 0.072 Uiso 0.50 1 d P . .
HW3B H 0.0587 0.4812 -0.0029 0.072 Uiso 0.50 1 d P . .
OW4 O 0.7824(4) 0.5725(3) 0.9711(5) 0.0707(13) Uani 1 1 d . . .
HW4A H 0.8359 0.5748 0.8816 0.085 Uiso 1 1 d . . .
HW4B H 0.8151 0.5646 1.0755 0.085 Uiso 1 1 d . . .
OW5 O 0.7339(3) 0.6701(2) 0.2328(5) 0.0582(11) Uani 1 1 d . . .
HW5A H 0.7589 0.6170 0.1961 0.070 Uiso 1 1 d . . .
HW5B H 0.7869 0.7154 0.2171 0.070 Uiso 1 1 d . . .
N1 N -0.0845(3) 0.7996(2) 0.8248(5) 0.0383(9) Uani 1 1 d . . .
N2 N 0.0552(3) 0.6957(2) 0.6773(5) 0.0310(8) Uani 1 1 d . . .
H2A H 0.1176 0.7280 0.6505 0.037 Uiso 1 1 calc R . .
C1 C -0.1380(5) 0.8664(4) 0.8786(7) 0.0522(14) Uani 1 1 d . . .
H1 H -0.1929 0.8925 0.8137 0.063 Uiso 1 1 calc R . .
C2 C -0.1151(6) 0.8983(4) 1.0265(8) 0.0655(18) Uani 1 1 d . . .
H2 H -0.1535 0.9450 1.0610 0.079 Uiso 1 1 calc R . .
C3 C -0.0344(6) 0.8594(5) 1.1213(8) 0.074(2) Uani 1 1 d . . .
H3 H -0.0171 0.8795 1.2216 0.089 Uiso 1 1 calc R . .
C4 C 0.0206(5) 0.7906(5) 1.0670(7) 0.0611(16) Uani 1 1 d . . .
H4 H 0.0752 0.7636 1.1307 0.073 Uiso 1 1 calc R . .
C5 C -0.0051(4) 0.7618(3) 0.9193(5) 0.0410(11) Uani 1 1 d . . .
C6 C 0.0520(4) 0.6871(3) 0.8510(6) 0.0424(12) Uani 1 1 d . . .
H6A H 0.1321 0.6810 0.8920 0.051 Uiso 1 1 calc R . .
H6B H 0.0065 0.6394 0.8801 0.051 Uiso 1 1 calc R . .
C7 C 0.0615(4) 0.6207(3) 0.5835(6) 0.0362(11) Uani 1 1 d . . .
H7 H 0.0011 0.5840 0.6264 0.043 Uiso 1 1 calc R . .
C8 C 0.0220(4) 0.6424(3) 0.4132(6) 0.0423(12) Uani 1 1 d . . .
C9 C 0.1801(4) 0.5754(3) 0.5907(8) 0.0461(14) Uani 1 1 d . . .
H9A H 0.1989 0.5646 0.7008 0.055 Uiso 1 1 calc R . .
H9B H 0.1707 0.5236 0.5379 0.055 Uiso 1 1 calc R . .
C10 C 0.2833(4) 0.6191(3) 0.5172(6) 0.0344(10) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.940(3) 4_466 ?
Cu1 O1 1.969(4) . ?
Cu1 N2 1.998(3) . ?
Cu1 N1 2.012(4) . ?
Cu1 OW1 2.259(3) . ?
O1 C8 1.278(6) . ?
O2 C8 1.225(6) . ?
O3 C10 1.278(5) . ?
O3 Cu1 1.940(3) 4_566 ?
O4 C10 1.243(5) . ?
OW1 HW1A 0.9670 . ?
OW1 HW1B 0.9703 . ?
OW2 HW2A 0.9571 . ?
OW2 HW2B 0.9638 . ?
OW3 HW3A 0.9606 . ?
OW3 HW3B 0.9653 . ?
OW4 HW4A 0.9665 . ?
OW4 HW4B 0.9645 . ?
OW5 HW5A 0.9711 . ?
OW5 HW5B 0.9644 . ?
N1 C1 1.337(7) . ?
N1 C5 1.350(6) . ?
N2 C7 1.470(6) . ?
N2 C6 1.474(6) . ?
N2 H2A 0.9100 . ?
C1 C2 1.379(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.370(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.505(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C9 1.530(6) . ?
C7 C8 1.547(7) . ?
C7 H7 0.9800 . ?
C9 C10 1.500(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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 O1 92.13(14) 4_466 . ?
O3 Cu1 N2 172.54(15) 4_466 . ?
O1 Cu1 N2 82.72(15) . . ?
O3 Cu1 N1 101.99(15) 4_466 . ?
O1 Cu1 N1 163.01(15) . . ?
N2 Cu1 N1 82.29(16) . . ?
O3 Cu1 OW1 90.75(13) 4_466 . ?
O1 Cu1 OW1 93.50(15) . . ?
N2 Cu1 OW1 94.93(14) . . ?
N1 Cu1 OW1 95.71(15) . . ?
C8 O1 Cu1 114.2(3) . . ?
C10 O3 Cu1 117.6(3) . 4_566 ?
Cu1 OW1 HW1A 121.0 . . ?
Cu1 OW1 HW1B 120.8 . . ?
HW1A OW1 HW1B 118.3 . . ?
HW2A OW2 HW2B 119.9 . . ?
HW3A OW3 HW3B 119.4 . . ?
HW4A OW4 HW4B 118.9 . . ?
HW5A OW5 HW5B 118.4 . . ?
C1 N1 C5 118.6(5) . . ?
C1 N1 Cu1 128.5(4) . . ?
C5 N1 Cu1 112.8(3) . . ?
C7 N2 C6 117.1(4) . . ?
C7 N2 Cu1 104.9(3) . . ?
C6 N2 Cu1 108.2(3) . . ?
C7 N2 H2A 108.8 . . ?
C6 N2 H2A 108.8 . . ?
Cu1 N2 H2A 108.8 . . ?
N1 C1 C2 122.6(6) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.3(6) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.4(6) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 119.8(6) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N1 C5 C4 121.3(5) . . ?
N1 C5 C6 115.7(4) . . ?
C4 C5 C6 123.0(5) . . ?
N2 C6 C5 108.2(4) . . ?
N2 C6 H6A 110.0 . . ?
C5 C6 H6A 110.0 . . ?
N2 C6 H6B 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 C9 115.6(4) . . ?
N2 C7 C8 107.0(4) . . ?
C9 C7 C8 113.6(4) . . ?
N2 C7 H7 106.7 . . ?
C9 C7 H7 106.7 . . ?
C8 C7 H7 106.7 . . ?
O2 C8 O1 125.2(5) . . ?
O2 C8 C7 119.8(5) . . ?
O1 C8 C7 115.0(4) . . ?
C10 C9 C7 115.0(4) . . ?
C10 C9 H9A 108.5 . . ?
C7 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
C7 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
O4 C10 O3 124.0(4) . . ?
O4 C10 C9 118.1(4) . . ?
O3 C10 C9 117.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.951
_refine_diff_density_min         -1.047
_refine_diff_density_rms         0.407


