##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# 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/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Bis(1H-imidazole-\kN³)bis(3-methylbenzoato-\kO)copper(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C22 H22 Cu N4 O4'
_chemical_formula_sum     'C22 H22 Cu N4 O4'
_chemical_formula_iupac     '[Cu (C8 H7 O2)2 (C3 H4 N2)2]'
_chemical_formula_weight     469.98
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/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     8.8630(16)
_cell_length_b     10.3923(15)
_cell_length_c     12.1022(16)
_cell_angle_alpha     90.00
_cell_angle_beta     100.466(2)
_cell_angle_gamma     90.00
_cell_volume     1096.2(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4226
_cell_measurement_theta_min     2.6
_cell_measurement_theta_max     24.0
_cell_measurement_temperature     295(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     blue
_exptl_crystal_size_max     0.45
_exptl_crystal_size_mid     0.43
_exptl_crystal_size_min     0.13
_exptl_crystal_density_diffrn     1.424
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     486
_exptl_absorpt_coefficient_mu     1.032
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(ABSCOR; Higashi, 1995)'
_exptl_absorpt_correction_T_min     0.630
_exptl_absorpt_correction_T_max     0.868
_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     'Rigaku R-AXIS RAPID'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     10.00
_diffrn_reflns_number     5025
_diffrn_reflns_av_R_equivalents     0.0327
_diffrn_reflns_av_sigmaI/netI     0.0244
_diffrn_reflns_theta_min     2.60
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.0
_diffrn_measured_fraction_theta_max     0.98
_diffrn_measured_fraction_theta_full     0.98
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_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     1900
_reflns_number_gt     1560
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.049
_refine_ls_R_factor_gt     0.039
_refine_ls_wR_factor_gt     0.098
_refine_ls_wR_factor_ref     0.103
_refine_ls_goodness_of_fit_ref     1.080
_refine_ls_restrained_S_all     1.080
_refine_ls_number_reflns     1900
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0513P)²+0.5969P] 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     0.25
_refine_diff_density_min     -0.42
_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 0.0000
                         '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 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cu' 'Cu' 0.3201 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement     'PROCESS-AUTO'
_computing_data_reduction     'CrystalStructure (Rigaku/MSC, 2002)'
_computing_structure_solution     'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
                   'ORTEP-3 for Windows (Farrugia, 1997) and XP (Siemens, 1994)'
_computing_publication_material     'WinGX (Farrugia, 1999)'
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 0.5000 0.5000 0.5000 0.03930(19) Uani d S 1 . . Cu
    O1 0.4048(2) 0.36856(18) 0.57848(15) 0.0476(5) Uani d . 1 . . O
    O2 0.4427(2) 0.2381(2) 0.44130(17) 0.0552(6) Uani d . 1 . . O
    N1 0.1326(3) 0.5985(3) 0.2544(2) 0.0599(7) Uani d . 1 . . N
    H1 0.0946 0.6388 0.1935 0.072 Uiso calc R 1 . . H
    N3 0.2995(3) 0.5313(2) 0.3986(2) 0.0467(6) Uani d . 1 . . N
    C1 0.3882(3) 0.2609(3) 0.5275(2) 0.0435(7) Uani d . 1 . . C
    C2 0.2962(3) 0.1613(3) 0.5756(2) 0.0420(7) Uani d . 1 . . C
    C3 0.2808(3) 0.0373(3) 0.5329(2) 0.0463(7) Uani d . 1 . . C
    H3 0.3313 0.0148 0.4748 0.056 Uiso calc R 1 . . H
    C4 0.1919(3) -0.0540(3) 0.5746(3) 0.0508(8) Uani d . 1 . . C
    C5 0.1205(4) -0.0184(3) 0.6624(3) 0.0575(8) Uani d . 1 . . C
    H5 0.0601 -0.0783 0.6914 0.069 Uiso calc R 1 . . H
    C6 0.1363(4) 0.1026(3) 0.7081(3) 0.0601(9) Uani d . 1 . . C
    H6 0.0882 0.1236 0.7679 0.072 Uiso calc R 1 . . H
    C7 0.2236(3) 0.1932(3) 0.6651(2) 0.0500(7) Uani d . 1 . . C
    H7 0.2341 0.2755 0.6956 0.060 Uiso calc R 1 . . H
    C8 0.1725(4) -0.1878(3) 0.5262(3) 0.0698(10) Uani d . 1 . . C
    H8A 0.1593 -0.1832 0.4458 0.105 Uiso calc R 1 . . H
    H8B 0.0839 -0.2273 0.5471 0.105 Uiso calc R 1 . . H
    H8C 0.2620 -0.2380 0.5548 0.105 Uiso calc R 1 . . H
    C9 0.2778(4) 0.6035(3) 0.3074(2) 0.0527(8) Uani d . 1 . . C
    H9 0.3541 0.6517 0.2833 0.063 Uiso calc R 1 . . H
    C10 0.1577(4) 0.4794(3) 0.4017(3) 0.0635(9) Uani d . 1 . . C
    H10 0.1357 0.4245 0.4574 0.076 Uiso calc R 1 . . H
    C11 0.0554(4) 0.5196(4) 0.3125(3) 0.0677(10) Uani d . 1 . . C
    H11 -0.0478 0.4974 0.2945 0.081 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
    Cu 0.0441(3) 0.0363(3) 0.0353(3) -0.0047(2) 0.00156(19) -0.0001(2)
    O1 0.0586(13) 0.0409(11) 0.0412(10) -0.0097(10) 0.0033(9) 0.0006(9)
    O2 0.0605(13) 0.0562(13) 0.0509(12) -0.0111(11) 0.0154(11) -0.0040(10)
    N1 0.0590(17) 0.0678(18) 0.0465(14) 0.0128(15) -0.0072(13) 0.0023(14)
    N3 0.0462(14) 0.0463(14) 0.0447(14) 0.0000(11) 0.0010(11) 0.0019(11)
    C1 0.0397(15) 0.0426(16) 0.0440(16) -0.0006(13) -0.0038(13) 0.0061(13)
    C2 0.0402(15) 0.0413(16) 0.0409(14) -0.0021(12) -0.0020(12) 0.0063(12)
    C3 0.0501(17) 0.0456(16) 0.0412(15) -0.0025(13) 0.0031(13) 0.0008(13)
    C4 0.0461(17) 0.0403(15) 0.0600(19) -0.0049(14) -0.0063(15) 0.0059(15)
    C5 0.0505(18) 0.053(2) 0.069(2) -0.0060(15) 0.0114(16) 0.0150(16)
    C6 0.062(2) 0.063(2) 0.0589(19) 0.0017(17) 0.0197(16) 0.0095(17)
    C7 0.0535(18) 0.0458(17) 0.0497(17) 0.0014(14) 0.0065(14) 0.0059(14)
    C8 0.070(2) 0.0493(19) 0.085(3) -0.0108(17) -0.001(2) -0.0042(18)
    C9 0.0537(19) 0.0591(19) 0.0432(16) 0.0047(16) 0.0037(14) 0.0046(15)
    C10 0.0478(18) 0.063(2) 0.076(2) -0.0099(16) -0.0001(17) 0.0160(18)
    C11 0.0498(19) 0.070(2) 0.078(2) -0.0060(17) -0.0045(18) 0.0070(19)
_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 . 1.9417(18) y
    Cu O2 . 2.835(2) y
    Cu N3 . 1.994(2) y
    Cu O1 3_666 1.9417(18) ?
    Cu N3 3_666 1.994(2) ?
    O1 C1 . 1.273(3) ?
    O2 C1 . 1.250(3) ?
    N1 C9 . 1.331(4) ?
    N1 C11 . 1.345(4) ?
    N1 H1 . 0.8600 ?
    N3 C9 . 1.320(4) ?
    N3 C10 . 1.375(4) ?
    C1 C2 . 1.500(4) ?
    C2 C3 . 1.386(4) ?
    C2 C7 . 1.396(4) ?
    C3 C4 . 1.386(4) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.383(5) ?
    C4 C8 . 1.506(4) ?
    C5 C6 . 1.371(5) ?
    C5 H5 . 0.9300 ?
    C6 C7 . 1.380(4) ?
    C6 H6 . 0.9300 ?
    C7 H7 . 0.9300 ?
    C8 H8A . 0.9600 ?
    C8 H8B . 0.9600 ?
    C8 H8C . 0.9600 ?
    C9 H9 . 0.9300 ?
    C10 C11 . 1.344(5) ?
    C10 H10 . 0.9300 ?
    C11 H11 . 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 O2 . . 51.20(7) y
    O1 Cu N3 . . 89.88(9) y
    O2 Cu N3 . . 84.45(8) y
    O1 Cu O1 3_666 . 180.00(8) ?
    O1 Cu N3 3_666 . 90.12(9) ?
    O1 Cu N3 3_666 3_666 89.88(9) ?
    O1 Cu N3 . 3_666 90.12(9) ?
    N3 Cu N3 . 3_666 180.0 ?
    C1 O1 Cu . . 113.79(17) ?
    C9 N1 C11 . . 108.1(3) ?
    C9 N1 H1 . . 126.0 ?
    C11 N1 H1 . . 126.0 ?
    C9 N3 C10 . . 104.5(3) ?
    C9 N3 Cu . . 125.9(2) ?
    C10 N3 Cu . . 129.5(2) ?
    O2 C1 O1 . . 122.9(3) ?
    O2 C1 C2 . . 120.9(3) ?
    O1 C1 C2 . . 116.2(3) ?
    C3 C2 C7 . . 118.8(3) ?
    C3 C2 C1 . . 121.4(3) ?
    C7 C2 C1 . . 119.8(3) ?
    C4 C3 C2 . . 121.7(3) ?
    C4 C3 H3 . . 119.2 ?
    C2 C3 H3 . . 119.2 ?
    C5 C4 C3 . . 117.8(3) ?
    C5 C4 C8 . . 120.7(3) ?
    C3 C4 C8 . . 121.5(3) ?
    C6 C5 C4 . . 121.9(3) ?
    C6 C5 H5 . . 119.0 ?
    C4 C5 H5 . . 119.0 ?
    C5 C6 C7 . . 119.8(3) ?
    C5 C6 H6 . . 120.1 ?
    C7 C6 H6 . . 120.1 ?
    C6 C7 C2 . . 120.0(3) ?
    C6 C7 H7 . . 120.0 ?
    C2 C7 H7 . . 120.0 ?
    C4 C8 H8A . . 109.5 ?
    C4 C8 H8B . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    C4 C8 H8C . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?
    N3 C9 N1 . . 111.3(3) ?
    N3 C9 H9 . . 124.4 ?
    N1 C9 H9 . . 124.4 ?
    C11 C10 N3 . . 110.0(3) ?
    C11 C10 H10 . . 125.0 ?
    N3 C10 H10 . . 125.0 ?
    C10 C11 N1 . . 106.1(3) ?
    C10 C11 H11 . . 127.0 ?
    N1 C11 H11 . . 127.0 ?
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
    _geom_hbond_publ_flag
    N1 H1 O2 2_555 0.86 1.91 2.754(3) 167 y
data_global
_journal_date_recd_electronic     2005-02-15
_journal_date_accepted     2005-02-22
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      4
_journal_page_first     m622
_journal_page_last     m624
_journal_paper_category     EM
_publ_contact_author_name     'Dr. Duan-Jun Xu'
_publ_contact_author_address
;
Department of Chemistry
Zhejiang University
Hangzhou, 310027
P. R. China
;
_publ_contact_author_email     xudj@mail.hz.zj.cn
_publ_section_title
;
Bis(1H-imidazole-\kN³)bis(3-methylbenzoato-\kO)copper(II)
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Tu-Gen Xu'
;
Current address: Department of Chemistry
Hangzhou Teachers College
People's Republic of China
;
;
Department of Chemistry
Zhejiang University
People's Republic of China
;
    'Jia-Geng Liu' ?
;
Department of Chemistry
Zhejiang University
People's Republic of China
;
    'Duan-Jun Xu' ?
;
Department of Chemistry
Zhejiang University
People's Republic of China
;
