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###                                                                        ###
###        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     SHELXL97
_journal_date_recd_electronic     2005-01-04
_journal_date_accepted     2005-01-18
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      2
_journal_page_first     m364
_journal_page_last     m366
_journal_paper_category     EM
_publ_contact_author_name     'Professor Xue-Tai Chen'
_publ_contact_author_address
;
Coordination Chemistry Institute
State Key Laboratory of Coordination Chemistry
Nanjing University
Nanjing 210093
People's Republic of China
;
_publ_contact_author_email     llyyjz@nju.edu.cn
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
Bis(2-oxopyridinato N-oxide-κ²O,O')copper(II)
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Xu, Li'
;
Permanent address: Information College of Science and Technology
Nanjing Forestry University
Nanjing 210037
People's Republic of China
;
;
Coordination Chemistry Institute
State Key Laboratory of Coordination Chemistry
Nanjing University
Nanjing 210093
People's Republic of China
;
    'Li, Yi-Zhi' .
;
Coordination Chemistry Institute
State Key Laboratory of Coordination Chemistry
Nanjing University
Nanjing 210093
People's Republic of China
;
    'Liu, San-Hui' .
;
Coordination Chemistry Institute
State Key Laboratory of Coordination Chemistry
Nanjing University
Nanjing 210093
People's Republic of China
;
    'Chen, Xue-Tai' .
;
Coordination Chemistry Institute
State Key Laboratory of Coordination Chemistry
Nanjing University
Nanjing 210093
People's Republic of China
;
    'Zhou, Jian-Hao' .
;
Coordination Chemistry Institute
State Key Laboratory of Coordination Chemistry
Nanjing University
Nanjing 210093
People's Republic of China
;
data_I
_chemical_name_systematic
;
Bis(2-oxopyridinato N-oxide-κ²O,O')copper(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H16 Cu2 N4 O8'
_chemical_formula_sum     'C20 H16 Cu2 N4 O8'
_chemical_formula_iupac     '[Cu (C10 H8 N2 O4)2]'
_chemical_formula_weight     567.45
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/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     6.873(5)
_cell_length_b     9.721(5)
_cell_length_c     15.523(2)
_cell_angle_alpha     90.00
_cell_angle_beta     96.490(10)
_cell_angle_gamma     90.00
_cell_volume     1030.5(9)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     2.98
_cell_measurement_theta_max     25.02
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     blue
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.15
_exptl_crystal_density_diffrn     1.829
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     572
_exptl_absorpt_coefficient_mu     2.123
_exptl_absorpt_correction_type     '\y scan'
_exptl_absorpt_process_details     '(XPREP; Bruker, 2000)'
_exptl_absorpt_correction_T_min     0.612
_exptl_absorpt_correction_T_max     0.734
_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     'Siemens P4'
_diffrn_measurement_method     ω/2θ
_diffrn_reflns_number     4108
_diffrn_reflns_av_R_equivalents     0.0293
_diffrn_reflns_av_sigmaI/netI     0.0307
_diffrn_reflns_theta_min     2.48
_diffrn_reflns_theta_max     25.02
_diffrn_reflns_theta_full     25.02
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     7
_diffrn_reflns_limit_l_min     -15
_diffrn_reflns_limit_l_max     18
_diffrn_standards_number     3
_diffrn_standards_interval_count     97
_diffrn_standards_decay_%     0.22
_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     1820
_reflns_number_gt     1595
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0512
_refine_ls_R_factor_gt     0.0438
_refine_ls_wR_factor_gt     0.1094
_refine_ls_wR_factor_ref     0.1129
_refine_ls_goodness_of_fit_ref     0.989
_refine_ls_restrained_S_all     0.989
_refine_ls_number_reflns     1820
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
           'calc w = 1/[σ²(Fo²)+(0.07P)²+1.66P] 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     0.325
_refine_diff_density_min     -0.697
_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 (Bruker, 2000)'
_computing_cell_refinement     'XSCANS'
_computing_data_reduction     'XSCANS'
_computing_structure_solution     'SHELXTL (Bruker, 2000)'
_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
    Cu1 0.13089(6) 0.91230(5) 0.43086(3) 0.0271(2) Uani d . 1 . . Cu
    O1 0.3893(4) 0.9428(3) 0.40439(19) 0.0355(7) Uani d . 1 . . O
    O2 0.0591(4) 1.0350(3) 0.33294(18) 0.0350(7) Uani d . 1 . . O
    N1 0.3894(5) 1.0335(4) 0.3416(2) 0.0326(8) Uani d . 1 . . N
    C1 0.2141(5) 1.0796(4) 0.3047(2) 0.0225(8) Uani d . 1 . . C
    C2 0.2142(6) 1.1746(4) 0.2383(2) 0.0313(9) Uani d . 1 . . C
    H2 0.0960 1.2086 0.2115 0.038 Uiso calc R 1 . . H
    C3 0.3822(7) 1.2177(5) 0.2122(3) 0.0405(10) Uani d . 1 . . C
    H3 0.3786 1.2786 0.1659 0.049 Uiso calc R 1 . . H
    C4 0.5603(6) 1.1746(5) 0.2521(3) 0.0345(10) Uani d . 1 . . C
    H4 0.6767 1.2103 0.2362 0.041 Uiso calc R 1 . . H
    C5 0.5610(6) 1.0760(4) 0.3168(3) 0.0329(9) Uani d . 1 . . C
    H5 0.6785 1.0397 0.3427 0.039 Uiso calc R 1 . . H
    O3 -0.1338(4) 0.8810(3) 0.4540(2) 0.0327(6) Uani d . 1 . . O
    O4 0.1904(4) 0.7655(3) 0.5120(2) 0.0395(7) Uani d . 1 . . O
    N2 -0.1368(5) 0.7722(4) 0.5052(2) 0.0320(8) Uani d . 1 . . N
    C6 0.0379(6) 0.7148(4) 0.5362(3) 0.0301(9) Uani d . 1 . . C
    C7 0.0301(7) 0.5999(5) 0.5919(3) 0.0450(12) Uani d . 1 . . C
    H7 0.1455 0.5561 0.6139 0.054 Uiso calc R 1 . . H
    C8 -0.1409(7) 0.5539(5) 0.6133(3) 0.0422(11) Uani d . 1 . . C
    H8 -0.1431 0.4808 0.6518 0.051 Uiso calc R 1 . . H
    C9 -0.3190(6) 0.6150(4) 0.5780(3) 0.0340(10) Uani d . 1 . . C
    H9 -0.4383 0.5811 0.5916 0.041 Uiso calc R 1 . . H
    C10 -0.3123(6) 0.7234(4) 0.5241(2) 0.0280(8) Uani d . 1 . . C
    H10 -0.4278 0.7647 0.4999 0.034 Uiso calc R 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 0.0228(3) 0.0293(3) 0.0303(3) 0.00315(19) 0.00785(18) 0.0052(2)
    O1 0.0288(15) 0.0369(16) 0.0418(16) 0.0069(13) 0.0085(12) 0.0190(13)
    O2 0.0205(14) 0.0526(18) 0.0320(15) -0.0034(12) 0.0030(11) 0.0138(14)
    N1 0.0343(19) 0.0353(19) 0.0283(17) 0.0020(15) 0.0034(14) -0.0003(15)
    C1 0.0216(17) 0.0294(19) 0.0170(16) 0.0072(15) 0.0049(13) -0.0079(15)
    C2 0.030(2) 0.033(2) 0.030(2) 0.0082(17) -0.0009(16) 0.0008(17)
    C3 0.048(3) 0.036(2) 0.040(2) -0.003(2) 0.0129(19) 0.013(2)
    C4 0.031(2) 0.036(2) 0.039(2) -0.0130(18) 0.0161(17) -0.0054(18)
    C5 0.039(2) 0.030(2) 0.032(2) 0.0122(18) 0.0127(17) -0.0037(17)
    O3 0.0205(13) 0.0265(14) 0.0506(17) 0.0040(11) 0.0023(12) 0.0114(13)
    O4 0.0283(15) 0.0398(17) 0.0510(18) 0.0045(13) 0.0068(12) 0.0217(14)
    N2 0.0288(17) 0.039(2) 0.0287(17) 0.0015(15) 0.0059(13) 0.0084(15)
    C6 0.024(2) 0.026(2) 0.044(2) 0.0047(16) 0.0150(16) 0.0052(17)
    C7 0.046(3) 0.041(3) 0.050(3) 0.016(2) 0.016(2) 0.019(2)
    C8 0.049(3) 0.038(2) 0.043(3) 0.000(2) 0.018(2) 0.015(2)
    C9 0.036(2) 0.034(2) 0.034(2) -0.0156(18) 0.0146(17) -0.0026(18)
    C10 0.0240(18) 0.034(2) 0.0260(19) 0.0095(16) 0.0016(14) -0.0081(16)
_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.
 Least-squares planes (x,y,z in crystal coordinates) and deviations from them
 (* indicates atom used to define plane)
 -0.1266(0.0055)x+6.8235(0.0066)y+11.0140(0.0100) z = 10.7455 (0.0079)
 *    0.2085 (0.0010)  Cu1
 *    0.0927 (0.0031)  O1
 *   -0.0238 (0.0030)  O2
 *    0.2839 (0.0029)  O3
 *    0.0928 (0.0033)  O4
 *    0.0193 (0.0033)  N1
 *    0.1055 (0.0034)  N2
 *   -0.0498 (0.0032)  C1
 *   -0.1338 (0.0035)  C2
 *   -0.1474 (0.0042)  C3
 *   -0.0253 (0.0036)  C4
 *    0.0147 (0.0035)  C5
 *    0.0331 (0.0039)  C6
 *   -0.1362 (0.0044)  C7
 *   -0.1934 (0.0044)  C8
 *   -0.1433 (0.0036)  C9
 *    0.0025 (0.0032)  C10
 Rms deviation of fitted atoms =   0.1269
  0.1606 (0.0088) x + 7.0762 (0.0097) y + 10.5281 (0.0157) z = 10.9347 (0.0082)
 Angle to previous plane (with approximate esd) =  3.21 ( 0.14 )
 *    0.0780 (0.0013)  Cu1
 *    0.0571 (0.0016)  O1
 *   -0.0963 (0.0016)  O2
 *    0.0582 (0.0016)  O3
 *   -0.0971 (0.0016)  O4
 Rms deviation of fitted atoms =   0.0793
;
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 . 1.891(3) y
    Cu1 O4 . 1.916(3) y
    Cu1 O3 . 1.918(3) y
    Cu1 O2 . 1.951(3) y
    O1 N1 . 1.314(4) n
    O2 C1 . 1.273(5) n
    N1 C5 . 1.346(6) n
    N1 C1 . 1.351(5) n
    C1 C2 . 1.384(6) ?
    C2 C3 . 1.333(6) ?
    C2 H2 . 0.9300 ?
    C3 C4 . 1.373(7) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.389(6) ?
    C4 H4 . 0.9300 ?
    C5 H5 . 0.9300 ?
    O3 N2 . 1.325(4) n
    O4 C6 . 1.254(5) n
    N2 C10 . 1.358(5) n
    N2 C6 . 1.361(5) n
    C6 C7 . 1.418(6) ?
    C7 C8 . 1.334(7) ?
    C7 H7 . 0.9300 ?
    C8 C9 . 1.414(7) ?
    C8 H8 . 0.9300 ?
    C9 C10 . 1.350(6) ?
    C9 H9 . 0.9300 ?
    C10 H10 . 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 Cu1 O4 . . 97.10(12) y
    O1 Cu1 O3 . . 178.28(12) y
    O4 Cu1 O3 . . 83.99(12) y
    O1 Cu1 O2 . . 84.02(12) y
    O4 Cu1 O2 . . 169.56(14) y
    O3 Cu1 O2 . . 94.67(12) y
    N1 O1 Cu1 . . 110.2(2) n
    C1 O2 Cu1 . . 109.2(2) n
    O1 N1 C5 . . 119.4(3) ?
    O1 N1 C1 . . 117.5(3) ?
    C5 N1 C1 . . 123.1(4) ?
    O2 C1 N1 . . 118.8(3) ?
    O2 C1 C2 . . 123.7(3) ?
    N1 C1 C2 . . 117.5(3) ?
    C3 C2 C1 . . 120.6(4) ?
    C3 C2 H2 . . 119.7 ?
    C1 C2 H2 . . 119.7 ?
    C2 C3 C4 . . 121.8(4) ?
    C2 C3 H3 . . 119.1 ?
    C4 C3 H3 . . 119.1 ?
    C3 C4 C5 . . 117.8(4) ?
    C3 C4 H4 . . 121.1 ?
    C5 C4 H4 . . 121.1 ?
    N1 C5 C4 . . 119.2(4) ?
    N1 C5 H5 . . 120.4 ?
    C4 C5 H5 . . 120.4 ?
    N2 O3 Cu1 . . 108.6(2) ?
    C6 O4 Cu1 . . 111.5(3) ?
    O3 N2 C10 . . 118.8(3) ?
    O3 N2 C6 . . 117.8(3) ?
    C10 N2 C6 . . 123.4(3) ?
    O4 C6 N2 . . 117.8(4) ?
    O4 C6 C7 . . 125.7(4) ?
    N2 C6 C7 . . 116.4(4) ?
    C8 C7 C6 . . 120.7(4) ?
    C8 C7 H7 . . 119.6 ?
    C6 C7 H7 . . 119.6 ?
    C7 C8 C9 . . 120.8(4) ?
    C7 C8 H8 . . 119.6 ?
    C9 C8 H8 . . 119.6 ?
    C10 C9 C8 . . 118.7(4) ?
    C10 C9 H9 . . 120.7 ?
    C8 C9 H9 . . 120.7 ?
    C9 C10 N2 . . 119.9(4) ?
    C9 C10 H10 . . 120.0 ?
    N2 C10 H10 . . 120.0 ?
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
    C3 H3 O3 2 0.93 2.57 3.332(5) 140
    C3 H3 O1 2_655 0.93 2.58 3.343(5) 139
    C5 H5 O3 1_655 0.93 2.55 3.394(5) 150
    C5 H5 O2 1_655 0.93 2.64 3.428(6) 143
