##############################################################################
###                                                                        ###
###        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     SHELXL-97
_journal_date_recd_electronic     2002-11-18
_journal_date_accepted     2002-11-28
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2003
_journal_volume     59
_journal_issue      1
_journal_page_first     m20
_journal_page_last     m22
_journal_paper_category     EM
_publ_contact_author_name     'Dr. Ray Butcher'
_publ_contact_author_address
;
Department of Chemistry
Howard University
525 College Street NW
Washington DC 20059
USA
;
_publ_contact_author_email     butcher@harker.nrl.navy.mil
_publ_contact_author_fax     '202-806-5442'
_publ_contact_author_phone     '202-806-6886'
_publ_section_title
;
Aqua(pyridine-\kN)(N-salicylidenetyrosinato-κ³O,N,O')copper(II)
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Butcher, Ray J.' .
;
Department of Chemistry
Howard University
525 College Street NW
Washington
DC 20059
USA
;
    'Mockler, Garry M.' .
;
Department of Chemistry
University of Wollongong
NSW 2522
Australia
;
    'McKern, Owen' .
;
Department of Chemistry
University of Wollongong
NSW 2522
Australia
;
data_I
_chemical_name_systematic
;
Aqua(pyridine-\kN)(N-salicylidenetyrosinato-κ³O,N,O')copper(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C21 H20 Cu N2 O5'
_chemical_formula_sum     'C21 H20 Cu N2 O5'
_chemical_formula_iupac     '[Cu (C16 H13 N O4) (C5 H5 N) (H2 O)]'
_chemical_formula_weight     443.93
_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     10.0319(13)
_cell_length_b     10.0487(11)
_cell_length_c     10.1973(14)
_cell_angle_alpha     81.973(10)
_cell_angle_beta     72.624(9)
_cell_angle_gamma     78.310(9)
_cell_volume     957.3(2)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     42
_cell_measurement_theta_min     4.83
_cell_measurement_theta_max     17.25
_cell_measurement_temperature     293(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     blue
_exptl_crystal_size_max     0.58
_exptl_crystal_size_mid     0.46
_exptl_crystal_size_min     0.15
_exptl_crystal_density_diffrn     1.540
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     458
_exptl_absorpt_coefficient_mu     1.177
_exptl_absorpt_correction_type     integration
_exptl_absorpt_process_details     '(Wuensch & Prewett, 1965)'
_exptl_absorpt_correction_T_min     0.6878
_exptl_absorpt_correction_T_max     0.8827
_exptl_special_details
;
;
_diffrn_ambient_temperature     293(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     'Siemens P4S'
_diffrn_measurement_method     2θ/ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     4594
_diffrn_reflns_av_R_equivalents     0.0208
_diffrn_reflns_av_sigmaI/netI     0.0315
_diffrn_reflns_theta_min     2.56
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.990
_diffrn_measured_fraction_theta_full     0.990
_diffrn_reflns_limit_h_min     0
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -12
_diffrn_reflns_limit_l_max     13
_diffrn_standards_number     3
_diffrn_standards_interval_count     97
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0.1
_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     4347
_reflns_number_gt     3782
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0389
_refine_ls_R_factor_gt     0.0307
_refine_ls_wR_factor_gt     0.0776
_refine_ls_wR_factor_ref     0.0816
_refine_ls_goodness_of_fit_ref     1.060
_refine_ls_restrained_S_all     1.060
_refine_ls_number_reflns     4347
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0343P)²+0.4004P] 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     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.351
_refine_diff_density_min     -0.270
_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'
_computing_data_collection     'XSCANS (Siemens, 1994)'
_computing_cell_refinement     'XSCANS'
_computing_data_reduction     'XSCANS'
_computing_structure_solution     'SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXTL'
_computing_molecular_graphics     'SHELXTL'
_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
    Cu 0.12889(2) 0.15882(2) 0.07618(2) 0.02815(8) Uani d . 1 . . Cu
    O1W 0.21634(16) -0.03484(16) -0.05347(17) 0.0428(4) Uani d . 1 . . O
    H1W1 0.1639 -0.0956 -0.0497 0.051 Uiso d R 1 . . H
    H1W2 0.3021 -0.0792 -0.0746 0.051 Uiso d R 1 . . H
    O1 -0.04181(14) 0.22775(15) 0.02269(15) 0.0349(3) Uani d . 1 . . O
    O2 0.29058(14) 0.13489(15) 0.15710(14) 0.0344(3) Uani d . 1 . . O
    O3 0.49918(15) 0.19917(17) 0.12361(16) 0.0406(3) Uani d . 1 . . O
    O4 0.57802(19) 0.35678(18) -0.72791(16) 0.0501(4) Uani d . 1 . . O
    H4 0.5505 0.3081 -0.7690 0.060 Uiso calc R 1 . . H
    N1 0.23789(15) 0.27958(16) -0.06025(15) 0.0259(3) Uani d . 1 . . N
    N1P 0.02221(17) 0.04613(17) 0.23672(16) 0.0306(3) Uani d . 1 . . N
    C1 0.0462(2) 0.4052(2) -0.1493(2) 0.0311(4) Uani d . 1 . . C
    C2 -0.0624(2) 0.33246(19) -0.0674(2) 0.0288(4) Uani d . 1 . . C
    C3 -0.2004(2) 0.3773(2) -0.0826(2) 0.0357(4) Uani d . 1 . . C
    H3A -0.2741 0.3342 -0.0274 0.043 Uiso calc R 1 . . H
    C4 -0.2281(2) 0.4830(2) -0.1773(3) 0.0425(5) Uani d . 1 . . C
    H4A -0.3197 0.5093 -0.1858 0.051 Uiso calc R 1 . . H
    C5 -0.1215(3) 0.5510(2) -0.2601(3) 0.0508(6) Uani d . 1 . . C
    H5A -0.1404 0.6212 -0.3252 0.061 Uiso calc R 1 . . H
    C6 0.0123(3) 0.5132(2) -0.2443(2) 0.0448(5) Uani d . 1 . . C
    H6A 0.0833 0.5604 -0.2982 0.054 Uiso calc R 1 . . H
    C7 0.1896(2) 0.3766(2) -0.1386(2) 0.0306(4) Uani d . 1 . . C
    H7A 0.2519 0.4329 -0.1927 0.037 Uiso calc R 1 . . H
    C8 0.38453(19) 0.2630(2) -0.05547(19) 0.0288(4) Uani d . 1 . . C
    H8A 0.4151 0.3520 -0.0714 0.035 Uiso calc R 1 . . H
    C9 0.3913(2) 0.1961(2) 0.08763(19) 0.0295(4) Uani d . 1 . . C
    C10 0.4854(2) 0.1662(2) -0.1617(2) 0.0350(4) Uani d . 1 . . C
    H10A 0.5777 0.1468 -0.1445 0.042 Uiso calc R 1 . . H
    H10B 0.4500 0.0808 -0.1466 0.042 Uiso calc R 1 . . H
    C11 0.5037(2) 0.2194(2) -0.3108(2) 0.0321(4) Uani d . 1 . . C
    C12 0.4393(2) 0.1718(2) -0.3924(2) 0.0414(5) Uani d . 1 . . C
    H12A 0.3794 0.1084 -0.3535 0.050 Uiso calc R 1 . . H
    C13 0.4614(2) 0.2161(3) -0.5317(2) 0.0424(5) Uani d . 1 . . C
    H13A 0.4171 0.1820 -0.5847 0.051 Uiso calc R 1 . . H
    C14 0.5496(2) 0.3110(2) -0.5913(2) 0.0354(4) Uani d . 1 . . C
    C15 0.6133(2) 0.3620(2) -0.5103(2) 0.0392(5) Uani d . 1 . . C
    H15A 0.6711 0.4271 -0.5486 0.047 Uiso calc R 1 . . H
    C16 0.5907(2) 0.3159(2) -0.3719(2) 0.0365(4) Uani d . 1 . . C
    H16A 0.6346 0.3503 -0.3187 0.044 Uiso calc R 1 . . H
    C2P 0.0806(2) -0.0808(2) 0.2719(2) 0.0395(5) Uani d . 1 . . C
    H2PA 0.1703 -0.1166 0.2188 0.047 Uiso calc R 1 . . H
    C3P 0.0135(3) -0.1605(2) 0.3832(3) 0.0462(5) Uani d . 1 . . C
    H3PA 0.0557 -0.2494 0.4027 0.055 Uiso calc R 1 . . H
    C4P -0.1171(2) -0.1065(2) 0.4655(2) 0.0442(5) Uani d . 1 . . C
    H4PA -0.1631 -0.1571 0.5433 0.053 Uiso calc R 1 . . H
    C5P -0.1780(2) 0.0234(2) 0.4302(2) 0.0413(5) Uani d . 1 . . C
    H5PA -0.2665 0.0618 0.4838 0.050 Uiso calc R 1 . . H
    C6P -0.1072(2) 0.0965(2) 0.3150(2) 0.0344(4) Uani d . 1 . . C
    H6PB -0.1503 0.1836 0.2906 0.041 Uiso calc R 1 . . H
_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
    Cu O1 . 1.9187(14) yes
    Cu N1 . 1.9394(15) yes
    Cu O2 . 1.9889(14) yes
    Cu N1P . 2.0086(16) yes
    Cu O1W . 2.3745(15) yes
    O1W H1W1 . 0.8733 ?
    O1W H1W2 . 0.8634 ?
    O1 C2 . 1.322(2) ?
    O2 C9 . 1.266(2) ?
    O3 C9 . 1.249(2) ?
    O4 C14 . 1.368(2) ?
    O4 H4 . 0.8200 ?
    N1 C7 . 1.283(2) ?
    N1 C8 . 1.461(2) ?
    N1P C2P . 1.339(3) ?
    N1P C6P . 1.344(2) ?
    C1 C6 . 1.409(3) ?
    C1 C2 . 1.424(3) ?
    C1 C7 . 1.442(3) ?
    C2 C3 . 1.414(3) ?
    C3 C4 . 1.376(3) ?
    C3 H3A . 0.9300 ?
    C4 C5 . 1.386(4) ?
    C4 H4A . 0.9300 ?
    C5 C6 . 1.370(3) ?
    C5 H5A . 0.9300 ?
    C6 H6A . 0.9300 ?
    C7 H7A . 0.9300 ?
    C8 C9 . 1.534(3) ?
    C8 C10 . 1.544(3) ?
    C8 H8A . 0.9800 ?
    C10 C11 . 1.509(3) ?
    C10 H10A . 0.9700 ?
    C10 H10B . 0.9700 ?
    C11 C12 . 1.377(3) ?
    C11 C16 . 1.393(3) ?
    C12 C13 . 1.393(3) ?
    C12 H12A . 0.9300 ?
    C13 C14 . 1.386(3) ?
    C13 H13A . 0.9300 ?
    C14 C15 . 1.385(3) ?
    C15 C16 . 1.388(3) ?
    C15 H15A . 0.9300 ?
    C16 H16A . 0.9300 ?
    C2P C3P . 1.375(3) ?
    C2P H2PA . 0.9300 ?
    C3P C4P . 1.377(3) ?
    C3P H3PA . 0.9300 ?
    C4P C5P . 1.372(3) ?
    C4P H4PA . 0.9300 ?
    C5P C6P . 1.378(3) ?
    C5P H5PA . 0.9300 ?
    C6P H6PB . 0.9300 ?
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 Cu N1 . . 93.61(6) yes
    O1 Cu O2 . . 164.17(6) yes
    N1 Cu O2 . . 83.13(6) yes
    O1 Cu N1P . . 90.30(6) yes
    N1 Cu N1P . . 172.18(7) yes
    O2 Cu N1P . . 91.28(6) yes
    O1 Cu O1W . . 99.82(6) yes
    N1 Cu O1W . . 95.24(6) yes
    O2 Cu O1W . . 95.91(6) yes
    N1P Cu O1W . . 90.76(6) yes
    Cu O1W H1W1 . . 121.9 ?
    Cu O1W H1W2 . . 127.0 ?
    H1W1 O1W H1W2 . . 104.4 ?
    C2 O1 Cu . . 126.90(12) ?
    C9 O2 Cu . . 114.88(12) ?
    C14 O4 H4 . . 109.5 ?
    C7 N1 C8 . . 120.10(16) ?
    C7 N1 Cu . . 126.41(13) ?
    C8 N1 Cu . . 113.03(12) ?
    C2P N1P C6P . . 117.85(17) ?
    C2P N1P Cu . . 120.62(14) ?
    C6P N1P Cu . . 121.49(14) ?
    C6 C1 C2 . . 118.75(19) ?
    C6 C1 C7 . . 117.65(18) ?
    C2 C1 C7 . . 123.59(18) ?
    O1 C2 C3 . . 118.67(18) ?
    O1 C2 C1 . . 123.87(17) ?
    C3 C2 C1 . . 117.45(18) ?
    C4 C3 C2 . . 121.6(2) ?
    C4 C3 H3A . . 119.2 ?
    C2 C3 H3A . . 119.2 ?
    C3 C4 C5 . . 120.9(2) ?
    C3 C4 H4A . . 119.5 ?
    C5 C4 H4A . . 119.5 ?
    C6 C5 C4 . . 118.9(2) ?
    C6 C5 H5A . . 120.6 ?
    C4 C5 H5A . . 120.6 ?
    C5 C6 C1 . . 122.3(2) ?
    C5 C6 H6A . . 118.8 ?
    C1 C6 H6A . . 118.8 ?
    N1 C7 C1 . . 125.11(17) ?
    N1 C7 H7A . . 117.4 ?
    C1 C7 H7A . . 117.4 ?
    N1 C8 C9 . . 107.76(14) ?
    N1 C8 C10 . . 111.61(16) ?
    C9 C8 C10 . . 106.86(15) ?
    N1 C8 H8A . . 110.2 ?
    C9 C8 H8A . . 110.2 ?
    C10 C8 H8A . . 110.2 ?
    O3 C9 O2 . . 124.84(19) ?
    O3 C9 C8 . . 117.75(17) ?
    O2 C9 C8 . . 117.27(16) ?
    C11 C10 C8 . . 115.24(17) ?
    C11 C10 H10A . . 108.5 ?
    C8 C10 H10A . . 108.5 ?
    C11 C10 H10B . . 108.5 ?
    C8 C10 H10B . . 108.5 ?
    H10A C10 H10B . . 107.5 ?
    C12 C11 C16 . . 117.63(19) ?
    C12 C11 C10 . . 121.66(19) ?
    C16 C11 C10 . . 120.69(18) ?
    C11 C12 C13 . . 121.7(2) ?
    C11 C12 H12A . . 119.2 ?
    C13 C12 H12A . . 119.2 ?
    C14 C13 C12 . . 120.0(2) ?
    C14 C13 H13A . . 120.0 ?
    C12 C13 H13A . . 120.0 ?
    O4 C14 C15 . . 117.89(19) ?
    O4 C14 C13 . . 122.9(2) ?
    C15 C14 C13 . . 119.2(2) ?
    C14 C15 C16 . . 120.0(2) ?
    C14 C15 H15A . . 120.0 ?
    C16 C15 H15A . . 120.0 ?
    C15 C16 C11 . . 121.50(19) ?
    C15 C16 H16A . . 119.2 ?
    C11 C16 H16A . . 119.2 ?
    N1P C2P C3P . . 122.8(2) ?
    N1P C2P H2PA . . 118.6 ?
    C3P C2P H2PA . . 118.6 ?
    C2P C3P C4P . . 119.0(2) ?
    C2P C3P H3PA . . 120.5 ?
    C4P C3P H3PA . . 120.5 ?
    C5P C4P C3P . . 118.7(2) ?
    C5P C4P H4PA . . 120.7 ?
    C3P C4P H4PA . . 120.7 ?
    C4P C5P C6P . . 119.5(2) ?
    C4P C5P H5PA . . 120.2 ?
    C6P C5P H5PA . . 120.2 ?
    N1P C6P C5P . . 122.12(19) ?
    N1P C6P H6PB . . 118.9 ?
    C5P C6P H6PB . . 118.9 ?
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 Cu O1 C2 . . . . -6.36(17) ?
    O2 Cu O1 C2 . . . . 71.1(3) ?
    N1P Cu O1 C2 . . . . 166.86(17) ?
    O1W Cu O1 C2 . . . . -102.32(16) ?
    O1 Cu O2 C9 . . . . -82.7(2) ?
    N1 Cu O2 C9 . . . . -3.76(14) ?
    N1P Cu O2 C9 . . . . -178.28(14) ?
    O1W Cu O2 C9 . . . . 90.82(14) ?
    O1 Cu N1 C7 . . . . 6.87(17) ?
    O2 Cu N1 C7 . . . . -157.57(17) ?
    O1W Cu N1 C7 . . . . 107.09(17) ?
    O1 Cu N1 C8 . . . . 179.08(12) ?
    O2 Cu N1 C8 . . . . 14.64(12) ?
    O1W Cu N1 C8 . . . . -80.70(12) ?
    O1 Cu N1P C2P . . . . 140.15(17) ?
    O2 Cu N1P C2P . . . . -55.61(17) ?
    O1W Cu N1P C2P . . . . 40.32(17) ?
    O1 Cu N1P C6P . . . . -42.17(16) ?
    O2 Cu N1P C6P . . . . 122.07(16) ?
    O1W Cu N1P C6P . . . . -142.00(16) ?
    Cu O1 C2 C3 . . . . -173.34(14) ?
    Cu O1 C2 C1 . . . . 5.6(3) ?
    C6 C1 C2 O1 . . . . 178.5(2) ?
    C7 C1 C2 O1 . . . . -2.9(3) ?
    C6 C1 C2 C3 . . . . -2.6(3) ?
    C7 C1 C2 C3 . . . . 176.02(19) ?
    O1 C2 C3 C4 . . . . -178.10(19) ?
    C1 C2 C3 C4 . . . . 2.9(3) ?
    C2 C3 C4 C5 . . . . -0.9(3) ?
    C3 C4 C5 C6 . . . . -1.4(4) ?
    C4 C5 C6 C1 . . . . 1.6(4) ?
    C2 C1 C6 C5 . . . . 0.4(4) ?
    C7 C1 C6 C5 . . . . -178.3(2) ?
    C8 N1 C7 C1 . . . . -178.30(17) ?
    Cu N1 C7 C1 . . . . -6.6(3) ?
    C6 C1 C7 N1 . . . . -177.8(2) ?
    C2 C1 C7 N1 . . . . 3.5(3) ?
    C7 N1 C8 C9 . . . . 151.68(17) ?
    Cu N1 C8 C9 . . . . -21.07(18) ?
    C7 N1 C8 C10 . . . . -91.3(2) ?
    Cu N1 C8 C10 . . . . 95.95(16) ?
    Cu O2 C9 O3 . . . . 176.57(16) ?
    Cu O2 C9 C8 . . . . -7.8(2) ?
    N1 C8 C9 O3 . . . . -165.10(17) ?
    C10 C8 C9 O3 . . . . 74.8(2) ?
    N1 C8 C9 O2 . . . . 19.0(2) ?
    C10 C8 C9 O2 . . . . -101.1(2) ?
    N1 C8 C10 C11 . . . . 67.4(2) ?
    C9 C8 C10 C11 . . . . -175.01(16) ?
    C8 C10 C11 C12 . . . . -104.5(2) ?
    C8 C10 C11 C16 . . . . 77.5(2) ?
    C16 C11 C12 C13 . . . . 1.1(3) ?
    C10 C11 C12 C13 . . . . -176.9(2) ?
    C11 C12 C13 C14 . . . . -0.4(4) ?
    C12 C13 C14 O4 . . . . 178.7(2) ?
    C12 C13 C14 C15 . . . . -0.8(3) ?
    O4 C14 C15 C16 . . . . -178.28(19) ?
    C13 C14 C15 C16 . . . . 1.3(3) ?
    C14 C15 C16 C11 . . . . -0.5(3) ?
    C12 C11 C16 C15 . . . . -0.7(3) ?
    C10 C11 C16 C15 . . . . 177.42(19) ?
    C6P N1P C2P C3P . . . . 0.3(3) ?
    Cu N1P C2P C3P . . . . 178.10(18) ?
    N1P C2P C3P C4P . . . . -2.4(4) ?
    C2P C3P C4P C5P . . . . 2.4(4) ?
    C3P C4P C5P C6P . . . . -0.5(4) ?
    C2P N1P C6P C5P . . . . 1.7(3) ?
    Cu N1P C6P C5P . . . . -176.04(17) ?
    C4P C5P C6P N1P . . . . -1.6(4) ?
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
    O1W H1W1 O1 2 0.87 1.92 2.793(2) 175
    O1W H1W2 O3 2_655 0.86 2.07 2.930(2) 176
    O4 H4 O3 1_554 0.82 1.89 2.705(2) 175
