##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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data_global
_audit_creation_method     'form.cif (version 2.0)'
_journal_data_validation_number     ?
_journal_date_recd_electronic     2005-01-10
_journal_date_accepted     2005-01-19
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      2
_journal_page_first     m370
_journal_page_last     m372
_journal_paper_category     EM
_publ_contact_author_name     'Sun, Yu-Xi'
_publ_contact_author_address
;
Department of Chemistry
Qufu Normal University
Qufu 273165
People's Republic of China
;
_publ_contact_author_email     yuxisun@163.com
_publ_contact_author_fax     '0086-537-4456305'
_publ_contact_author_phone     '0086-537-4451672'
_publ_section_title
;
Aqua[4-bromo-2-(pyridin-2-ylmethyliminomethyl)phenolato]copper(II) nitrate
monohydrate
;
loop_
    _publ_author_name
    _publ_author_address
    'Sun, Yu-Xi'
;
Department of Chemistry
Qufu Normal University
Qufu 273165
People's Republic of China
;
    'Gao, Gen-Zhi'
;
Department of Chemistry
Qufu Normal University
Qufu 273165
People's Republic of China
;
    'Pei, Hong-Xia'
;
Department of Chemistry
Qufu Normal University
Qufu 273165
People's Republic of China
;
    'Zhang, Rui'
;
Department of Chemistry
Qufu Normal University
Qufu 273165
People's Republic of China
;
data_I
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
Aqua[4-bromo-2-(pyridin-2-ylmethyliminomethyl)phenolato]copper(II) nitrate
monohydrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C13 H12 Br Cu N2 O2 + , N O3 - , H2 O'
_chemical_formula_sum     'C13 H14 Br Cu N3 O6'
_chemical_formula_iupac     '[Cu (C13 H10 Br N2 O) (H2 O)] (N O3) , H2 O'
_chemical_formula_weight     451.72
_chemical_melting_point     ?
_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     7.838(2)
_cell_length_b     9.039(2)
_cell_length_c     11.988(2)
_cell_angle_alpha     106.950(10)
_cell_angle_beta     102.770(10)
_cell_angle_gamma     93.040(10)
_cell_volume     786.0(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1283
_cell_measurement_theta_min     2.374
_cell_measurement_theta_max     21.674
_cell_measurement_temperature     295(2)
_exptl_crystal_description     block
_exptl_crystal_colour     blue
_exptl_crystal_size_max     0.17
_exptl_crystal_size_mid     0.13
_exptl_crystal_size_min     0.12
_exptl_crystal_density_diffrn     1.909
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     450
_exptl_absorpt_coefficient_mu     3.967
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min     0.530
_exptl_absorpt_correction_T_max     0.623
_exptl_special_details
;
;
_diffrn_ambient_temperature     295(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker APEX area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     9036
_diffrn_reflns_av_R_equivalents     0.0547
_diffrn_reflns_av_sigmaI/netI     0.0801
_diffrn_reflns_theta_min     1.83
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.981
_diffrn_measured_fraction_theta_full     0.981
_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     -15
_diffrn_reflns_limit_l_max     15
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_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.
;
_reflns_number_total     3532
_reflns_number_gt     2255
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0932
_refine_ls_R_factor_gt     0.0502
_refine_ls_wR_factor_gt     0.0908
_refine_ls_wR_factor_ref     0.1054
_refine_ls_goodness_of_fit_ref     0.983
_refine_ls_restrained_S_all     0.982
_refine_ls_number_reflns     3532
_refine_ls_number_parameters     229
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
             'calc w = 1/[σ²(Fo²)+(0.0388P)²] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.562
_refine_diff_density_min     -0.371
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Bruker, 2002)'
_computing_cell_refinement     SMART
_computing_data_reduction     'SAINT (Bruker, 2002)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997a)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997a)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material     SHELXTL
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Cu1 0.19956(8) 0.40787(6) 0.59906(5) 0.03297(18) Uani d . 1 . . Cu
    Br1 0.01281(8) 0.27990(6) -0.05513(4) 0.0505(2) Uani d . 1 . . Br
    O1 0.0892(4) 0.2583(3) 0.4495(3) 0.0389(8) Uani d . 1 . . O
    O2 0.0928(5) 0.2795(4) 0.6798(3) 0.0385(8) Uani d D 1 . . O
    O3 0.4584(5) 0.2477(4) 0.6407(4) 0.0646(12) Uani d . 1 . . O
    O4 0.5916(6) 0.0689(6) 0.6933(4) 0.0833(15) Uani d . 1 . . O
    O5 0.3593(5) 0.1329(4) 0.7518(3) 0.0524(10) Uani d . 1 . . O
    N1 0.2809(5) 0.5545(4) 0.5267(3) 0.0307(9) Uani d . 1 . . N
    N2 0.3222(5) 0.5705(4) 0.7507(3) 0.0336(9) Uani d . 1 . . N
    N3 0.4713(6) 0.1500(5) 0.6954(4) 0.0460(11) Uani d . 1 . . N
    C1 0.0761(6) 0.2717(5) 0.3423(4) 0.0333(11) Uani d . 1 . . C
    C2 -0.0204(7) 0.1489(5) 0.2422(4) 0.0406(12) Uani d . 1 . . C
    H2A -0.0727 0.0622 0.2546 0.049 Uiso calc R 1 . . H
    C3 -0.0393(6) 0.1534(6) 0.1271(4) 0.0383(12) Uani d . 1 . . C
    H3A -0.1039 0.0706 0.0625 0.046 Uiso calc R 1 . . H
    C4 0.0381(6) 0.2817(5) 0.1069(4) 0.0330(11) Uani d . 1 . . C
    C5 0.1321(6) 0.4033(5) 0.1997(4) 0.0353(12) Uani d . 1 . . C
    H5A 0.1839 0.4881 0.1847 0.042 Uiso calc R 1 . . H
    C6 0.1520(6) 0.4018(5) 0.3195(4) 0.0291(10) Uani d . 1 . . C
    C7 0.2496(6) 0.5366(5) 0.4130(4) 0.0317(11) Uani d . 1 . . C
    H7 0.2938 0.6175 0.3899 0.038 Uiso calc R 1 . . H
    C8 0.3784(7) 0.7019(5) 0.6116(4) 0.0377(12) Uani d . 1 . . C
    H8A 0.3124 0.7874 0.6030 0.045 Uiso calc R 1 . . H
    H8B 0.4913 0.7198 0.5941 0.045 Uiso calc R 1 . . H
    C9 0.4067(6) 0.6954(5) 0.7378(4) 0.0315(11) Uani d . 1 . . C
    C10 0.5106(6) 0.8112(5) 0.8350(4) 0.0394(12) Uani d . 1 . . C
    H10 0.5703 0.8956 0.8240 0.047 Uiso calc R 1 . . H
    C11 0.5245(7) 0.7998(6) 0.9485(4) 0.0442(13) Uani d . 1 . . C
    H11 0.5939 0.8767 1.0155 0.053 Uiso calc R 1 . . H
    C12 0.4351(7) 0.6740(6) 0.9622(5) 0.0450(13) Uani d . 1 . . C
    H12 0.4427 0.6646 1.0383 0.054 Uiso calc R 1 . . H
    C13 0.3350(7) 0.5630(6) 0.8621(4) 0.0435(13) Uani d . 1 . . C
    H13 0.2732 0.4786 0.8716 0.052 Uiso calc R 1 . . H
    O6 0.8301(5) 0.0549(4) 0.5514(4) 0.0511(10) Uani d D 1 . . O
    H6A 0.747(5) 0.066(6) 0.585(5) 0.080 Uiso d D 1 . . H
    H2C 0.169(5) 0.225(5) 0.703(5) 0.080 Uiso d D 1 . . H
    H6B 0.863(7) -0.033(3) 0.546(5) 0.080 Uiso d D 1 . . H
    H2B -0.002(4) 0.222(5) 0.640(5) 0.080 Uiso d D 1 . . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Cu1 0.0425(4) 0.0269(3) 0.0294(3) -0.0035(3) 0.0085(3) 0.0101(3)
    Br1 0.0786(5) 0.0438(3) 0.0293(3) 0.0068(3) 0.0113(3) 0.0133(3)
    O1 0.058(2) 0.0288(18) 0.0262(18) -0.0114(16) 0.0070(16) 0.0079(14)
    O2 0.045(2) 0.037(2) 0.036(2) -0.0023(17) 0.0106(17) 0.0162(16)
    O3 0.071(3) 0.055(3) 0.094(3) 0.009(2) 0.040(2) 0.046(3)
    O4 0.068(3) 0.102(4) 0.119(4) 0.038(3) 0.048(3) 0.069(3)
    O5 0.052(2) 0.072(3) 0.044(2) 0.008(2) 0.0173(19) 0.031(2)
    N1 0.039(2) 0.023(2) 0.029(2) -0.0012(17) 0.0079(18) 0.0087(17)
    N2 0.040(2) 0.031(2) 0.027(2) -0.0005(19) 0.0054(18) 0.0087(18)
    N3 0.042(3) 0.048(3) 0.048(3) 0.000(2) 0.015(2) 0.014(2)
    C1 0.042(3) 0.028(3) 0.031(3) 0.004(2) 0.011(2) 0.009(2)
    C2 0.054(3) 0.030(3) 0.036(3) -0.006(2) 0.013(2) 0.009(2)
    C3 0.040(3) 0.037(3) 0.031(3) -0.001(2) 0.005(2) 0.004(2)
    C4 0.044(3) 0.030(3) 0.025(2) 0.008(2) 0.008(2) 0.009(2)
    C5 0.041(3) 0.033(3) 0.037(3) 0.001(2) 0.009(2) 0.019(2)
    C6 0.032(3) 0.026(2) 0.030(3) -0.002(2) 0.007(2) 0.012(2)
    C7 0.039(3) 0.026(2) 0.033(3) -0.007(2) 0.007(2) 0.017(2)
    C8 0.050(3) 0.027(3) 0.033(3) -0.008(2) 0.009(2) 0.009(2)
    C9 0.031(3) 0.028(3) 0.034(3) 0.005(2) 0.004(2) 0.011(2)
    C10 0.042(3) 0.028(3) 0.044(3) -0.003(2) 0.006(2) 0.009(2)
    C11 0.048(3) 0.035(3) 0.038(3) 0.003(3) -0.002(3) 0.004(2)
    C12 0.057(4) 0.043(3) 0.031(3) 0.008(3) 0.003(3) 0.012(2)
    C13 0.052(3) 0.037(3) 0.039(3) -0.004(3) 0.010(3) 0.013(2)
    O6 0.055(3) 0.044(2) 0.055(3) -0.0043(19) 0.013(2) 0.018(2)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Cu1 O1 . 1.889(3) y
    Cu1 N1 . 1.934(4) y
    Cu1 O2 . 1.973(3) y
    Cu1 N2 . 1.977(4) y
    Br1 C4 . 1.904(4) ?
    O1 C1 . 1.308(5) ?
    O2 H2C . 0.85(5) ?
    O2 H2B . 0.84(4) ?
    O3 N3 . 1.240(5) ?
    O4 N3 . 1.224(5) ?
    O5 N3 . 1.250(5) ?
    N1 C7 . 1.290(5) ?
    N1 C8 . 1.467(5) ?
    N2 C13 . 1.338(6) ?
    N2 C9 . 1.344(5) ?
    C1 C2 . 1.406(6) ?
    C1 C6 . 1.414(6) ?
    C2 C3 . 1.368(6) ?
    C2 H2A . 0.9300 ?
    C3 C4 . 1.388(6) ?
    C3 H3A . 0.9300 ?
    C4 C5 . 1.351(6) ?
    C5 C6 . 1.414(6) ?
    C5 H5A . 0.9300 ?
    C6 C7 . 1.432(6) ?
    C7 H7 . 0.9300 ?
    C8 C9 . 1.499(6) ?
    C8 H8A . 0.9700 ?
    C8 H8B . 0.9700 ?
    C9 C10 . 1.376(6) ?
    C10 C11 . 1.376(6) ?
    C10 H10 . 0.9300 ?
    C11 C12 . 1.373(7) ?
    C11 H11 . 0.9300 ?
    C12 C13 . 1.364(7) ?
    C12 H12 . 0.9300 ?
    C13 H13 . 0.9300 ?
    O6 H6A . 0.85(5) ?
    O6 H6B . 0.84(4) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O1 Cu1 N1 . . 93.82(14) y
    O1 Cu1 O2 . . 88.90(14) y
    N1 Cu1 O2 . . 171.79(15) y
    O1 Cu1 N2 . . 176.73(14) y
    N1 Cu1 N2 . . 83.02(15) y
    O2 Cu1 N2 . . 94.35(15) y
    C1 O1 Cu1 . . 127.3(3) ?
    Cu1 O2 H2C . . 108(4) ?
    Cu1 O2 H2B . . 117(4) ?
    H2C O2 H2B . . 110(3) ?
    C7 N1 C8 . . 118.5(4) ?
    C7 N1 Cu1 . . 126.0(3) ?
    C8 N1 Cu1 . . 115.4(3) ?
    C13 N2 C9 . . 118.4(4) ?
    C13 N2 Cu1 . . 126.1(3) ?
    C9 N2 Cu1 . . 115.5(3) ?
    O4 N3 O3 . . 120.5(5) ?
    O4 N3 O5 . . 119.8(5) ?
    O3 N3 O5 . . 119.6(5) ?
    O1 C1 C2 . . 118.2(4) ?
    O1 C1 C6 . . 124.6(4) ?
    C2 C1 C6 . . 117.3(4) ?
    C3 C2 C1 . . 121.8(4) ?
    C3 C2 H2A . . 119.1 ?
    C1 C2 H2A . . 119.1 ?
    C2 C3 C4 . . 119.9(5) ?
    C2 C3 H3A . . 120.1 ?
    C4 C3 H3A . . 120.1 ?
    C5 C4 C3 . . 120.9(4) ?
    C5 C4 Br1 . . 120.8(4) ?
    C3 C4 Br1 . . 118.2(4) ?
    C4 C5 C6 . . 120.2(4) ?
    C4 C5 H5A . . 119.9 ?
    C6 C5 H5A . . 119.9 ?
    C1 C6 C5 . . 119.9(4) ?
    C1 C6 C7 . . 123.1(4) ?
    C5 C6 C7 . . 116.9(4) ?
    N1 C7 C6 . . 125.1(4) ?
    N1 C7 H7 . . 117.4 ?
    C6 C7 H7 . . 117.4 ?
    N1 C8 C9 . . 109.8(4) ?
    N1 C8 H8A . . 109.7 ?
    C9 C8 H8A . . 109.7 ?
    N1 C8 H8B . . 109.7 ?
    C9 C8 H8B . . 109.7 ?
    H8A C8 H8B . . 108.2 ?
    N2 C9 C10 . . 121.9(4) ?
    N2 C9 C8 . . 115.8(4) ?
    C10 C9 C8 . . 122.3(4) ?
    C11 C10 C9 . . 118.8(5) ?
    C11 C10 H10 . . 120.6 ?
    C9 C10 H10 . . 120.6 ?
    C12 C11 C10 . . 119.5(5) ?
    C12 C11 H11 . . 120.3 ?
    C10 C11 H11 . . 120.3 ?
    C13 C12 C11 . . 118.8(5) ?
    C13 C12 H12 . . 120.6 ?
    C11 C12 H12 . . 120.6 ?
    N2 C13 C12 . . 122.7(5) ?
    N2 C13 H13 . . 118.7 ?
    C12 C13 H13 . . 118.7 ?
    H6A O6 H6B . . 110(3) ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 Cu1 O1 C1 . . . . -3.2(4) ?
    O2 Cu1 O1 C1 . . . . 169.1(4) ?
    O1 Cu1 N1 C7 . . . . 2.5(4) ?
    N2 Cu1 N1 C7 . . . . -178.4(4) ?
    O1 Cu1 N1 C8 . . . . 178.9(3) ?
    N2 Cu1 N1 C8 . . . . -1.9(3) ?
    N1 Cu1 N2 C13 . . . . -179.3(4) ?
    O2 Cu1 N2 C13 . . . . 8.5(4) ?
    N1 Cu1 N2 C9 . . . . -2.8(3) ?
    O2 Cu1 N2 C9 . . . . -175.0(3) ?
    Cu1 O1 C1 C2 . . . . -176.6(3) ?
    Cu1 O1 C1 C6 . . . . 3.2(7) ?
    O1 C1 C2 C3 . . . . -179.6(5) ?
    C6 C1 C2 C3 . . . . 0.7(7) ?
    C1 C2 C3 C4 . . . . 0.1(8) ?
    C2 C3 C4 C5 . . . . -0.2(7) ?
    C2 C3 C4 Br1 . . . . 178.4(4) ?
    C3 C4 C5 C6 . . . . -0.4(7) ?
    Br1 C4 C5 C6 . . . . -179.0(3) ?
    O1 C1 C6 C5 . . . . 179.0(4) ?
    C2 C1 C6 C5 . . . . -1.3(7) ?
    O1 C1 C6 C7 . . . . -1.4(7) ?
    C2 C1 C6 C7 . . . . 178.3(4) ?
    C4 C5 C6 C1 . . . . 1.2(7) ?
    C4 C5 C6 C7 . . . . -178.4(4) ?
    C8 N1 C7 C6 . . . . -178.1(4) ?
    Cu1 N1 C7 C6 . . . . -1.7(7) ?
    C1 C6 C7 N1 . . . . 0.7(7) ?
    C5 C6 C7 N1 . . . . -179.7(4) ?
    C7 N1 C8 C9 . . . . -177.6(4) ?
    Cu1 N1 C8 C9 . . . . 5.6(5) ?
    C13 N2 C9 C10 . . . . 2.7(7) ?
    Cu1 N2 C9 C10 . . . . -174.1(3) ?
    C13 N2 C9 C8 . . . . -176.4(4) ?
    Cu1 N2 C9 C8 . . . . 6.8(5) ?
    N1 C8 C9 N2 . . . . -8.0(6) ?
    N1 C8 C9 C10 . . . . 173.0(4) ?
    N2 C9 C10 C11 . . . . -1.5(7) ?
    C8 C9 C10 C11 . . . . 177.5(5) ?
    C9 C10 C11 C12 . . . . 0.0(7) ?
    C10 C11 C12 C13 . . . . 0.2(8) ?
    C9 N2 C13 C12 . . . . -2.4(7) ?
    Cu1 N2 C13 C12 . . . . 174.0(4) ?
    C11 C12 C13 N2 . . . . 0.9(8) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    O2 H2B O6 1_455 0.84(4) 1.84(5) 2.658(5) 165(5)
    O6 H6B O1 2_656 0.84(4) 2.104(16) 2.930(5) 169(5)
    O2 H2C O3 . 0.85(5) 2.56(5) 3.019(5) 116(5)
    O2 H2C O5 . 0.85(5) 1.81(5) 2.650(5) 170(5)
    O6 H6A O4 . 0.85(5) 1.96(5) 2.776(6) 165(6)
