##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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 2.4.    #
#                                                                            #
# 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                                                              #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
2,2'-biimidazol-1-ium malonate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C6 H8 N4 2+, C3 H2 O4 2-'
_chemical_formula_sum     'C9 H10 N4 O4'
_chemical_formula_iupac     'C6 H8 N4 2+, C3 H2 O4 2-'
_chemical_formula_weight     238.21
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 2/c'
_symmetry_space_group_name_Hall     '-P 2yc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y, -z+1/2'
    '-x, -y, -z'
    'x, -y, z-1/2'
_cell_length_a     15.663(5)
_cell_length_b     4.4319(14)
_cell_length_c     18.221(4)
_cell_angle_alpha     90.00
_cell_angle_beta     124.517(18)
_cell_angle_gamma     90.00
_cell_volume     1042.2(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2156
_cell_measurement_theta_min     2.6
_cell_measurement_theta_max     26.57
_cell_measurement_temperature     298(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.40
_exptl_crystal_size_mid     0.40
_exptl_crystal_size_min     0.40
_exptl_crystal_density_diffrn     1.518
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     496
_exptl_absorpt_coefficient_mu     0.122
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2000)'
_exptl_absorpt_correction_T_min     0.8450
_exptl_absorpt_correction_T_max     0.9528
_exptl_special_details
;
;
_diffrn_ambient_temperature     298(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     'SMART 1K CCD area detector'
_diffrn_measurement_method     'ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     4027
_diffrn_reflns_av_R_equivalents     0.0140
_diffrn_reflns_av_sigmaI/netI     0.0218
_diffrn_reflns_theta_min     1.58
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -18
_diffrn_reflns_limit_h_max     17
_diffrn_reflns_limit_k_min     -4
_diffrn_reflns_limit_k_max     5
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     21
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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 >
σ(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     1841
_reflns_number_gt     1519
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0471
_refine_ls_R_factor_gt     0.0408
_refine_ls_wR_factor_gt     0.1185
_refine_ls_wR_factor_ref     0.1223
_refine_ls_goodness_of_fit_ref     1.071
_refine_ls_restrained_S_all     1.071
_refine_ls_number_reflns     1841
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0737P)²+0.1574P] 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     0.276
_refine_diff_density_min     -0.225
_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'
_computing_data_collection     'SMART (Bruker, 2000)'
_computing_cell_refinement     'SAINT (Bruker, 2000)'
_computing_data_reduction     'SAINT (Bruker, 2000)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL/PC (Version 6.10; Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL/PC (Version 6.10; Sheldrick, 2008) and Ortep3 (Farrugia,
1997)
;
loop_
    _atom_site_type_symbol
    _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
    N N1 0.38756(10) -0.0994(3) 0.50257(10) 0.0448(4) Uani d . 1 . .
    H H1 0.4077 -0.2324 0.5436 0.054 Uiso calc R 1 . .
    N N2 0.38848(10) 0.2261(3) 0.41376(9) 0.0447(4) Uani d . 1 . .
    H H2A 0.4095 0.3369 0.3882 0.054 Uiso calc R 1 . .
    C C1 0.44579(11) 0.0313(4) 0.47993(10) 0.0376(4) Uani d . 1 . .
    C C2 0.29033(12) 0.0153(5) 0.44903(12) 0.0526(5) Uani d . 1 . .
    H H2 0.2336 -0.0370 0.4502 0.063 Uiso calc R 1 . .
    C C3 0.29036(13) 0.2176(4) 0.39402(13) 0.0524(5) Uani d . 1 . .
    H H3 0.2340 0.3308 0.3506 0.063 Uiso calc R 1 . .
    N N3 0.11051(10) -0.0743(3) 0.61516(10) 0.0477(4) Uani d . 1 . .
    H H3A 0.0908 -0.2065 0.6372 0.057 Uiso calc R 1 . .
    N N4 0.10929(10) 0.2374(3) 0.52270(10) 0.0467(4) Uani d . 1 . .
    H H4 0.0886 0.3394 0.4753 0.056 Uiso calc R 1 . .
    C C4 0.05320(11) 0.0398(4) 0.53333(11) 0.0403(4) Uani d . 1 . .
    C C5 0.20623(13) 0.0560(5) 0.65788(13) 0.0557(5) Uani d . 1 . .
    H H5 0.2619 0.0181 0.7161 0.067 Uiso calc R 1 . .
    C C6 0.20550(13) 0.2493(4) 0.60057(13) 0.0547(5) Uani d . 1 . .
    H H6 0.2605 0.3691 0.6119 0.066 Uiso calc R 1 . .
    O O1 -0.07742(9) 0.4454(3) 0.29230(8) 0.0592(4) Uani d . 1 . .
    O O2 0.08014(10) 0.6000(4) 0.39643(9) 0.0658(4) Uani d . 1 . .
    C C7 0.00159(12) 0.5995(4) 0.31838(11) 0.0408(4) Uani d . 1 . .
    C C8 0.0000 0.7940(5) 0.2500 0.0447(6) Uani d S 1 . .
    H H8A 0.0609 0.9224 0.2789 0.054 Uiso calc PR 0.50 . .
    H H8B -0.0609 0.9224 0.2211 0.054 Uiso calc PR 0.50 . .
    O O3 0.58047(9) 0.4586(3) 0.37051(9) 0.0566(4) Uani d . 1 . .
    O O4 0.42010(10) 0.5977(4) 0.31770(10) 0.0686(5) Uani d . 1 . .
    C C9 0.49928(12) 0.6059(4) 0.31758(11) 0.0407(4) Uani d . 1 . .
    C C10 0.5000 0.8000(5) 0.2500 0.0434(6) Uani d S 1 . .
    H H10A 0.5608 0.9285 0.2800 0.052 Uiso calc PR 0.50 . .
    H H10B 0.4392 0.9285 0.2200 0.052 Uiso calc PR 0.50 . .
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
    N1 0.0378(7) 0.0500(8) 0.0458(8) -0.0010(6) 0.0232(7) 0.0005(7)
    N2 0.0378(7) 0.0511(8) 0.0404(8) 0.0052(6) 0.0194(6) 0.0035(6)
    C1 0.0323(8) 0.0425(9) 0.0350(8) -0.0004(6) 0.0172(7) -0.0048(6)
    C2 0.0336(9) 0.0674(12) 0.0551(11) -0.0027(8) 0.0241(8) -0.0051(9)
    C3 0.0334(8) 0.0626(11) 0.0480(10) 0.0092(8) 0.0151(8) 0.0009(9)
    N3 0.0406(8) 0.0572(9) 0.0433(8) -0.0044(6) 0.0226(7) -0.0001(7)
    N4 0.0391(7) 0.0549(9) 0.0469(8) -0.0069(6) 0.0249(7) -0.0025(7)
    C4 0.0351(8) 0.0472(9) 0.0411(9) -0.0023(7) 0.0231(8) -0.0062(7)
    C5 0.0365(9) 0.0726(13) 0.0455(10) -0.0029(8) 0.0157(8) -0.0012(9)
    C6 0.0373(9) 0.0652(12) 0.0571(12) -0.0119(8) 0.0240(9) -0.0062(9)
    O1 0.0486(7) 0.0735(9) 0.0468(8) -0.0200(6) 0.0218(6) -0.0017(6)
    O2 0.0457(7) 0.0886(10) 0.0462(8) -0.0187(7) 0.0160(6) 0.0089(7)
    C7 0.0361(8) 0.0439(9) 0.0435(10) -0.0018(7) 0.0232(8) -0.0071(7)
    C8 0.0434(13) 0.0409(12) 0.0472(14) 0.000 0.0241(11) 0.000
    O3 0.0428(7) 0.0682(8) 0.0576(8) 0.0090(6) 0.0277(6) 0.0194(7)
    O4 0.0509(8) 0.0927(11) 0.0728(10) 0.0197(7) 0.0414(8) 0.0330(8)
    C9 0.0383(8) 0.0430(9) 0.0381(9) -0.0016(7) 0.0200(7) -0.0069(7)
    C10 0.0429(12) 0.0403(12) 0.0457(14) 0.000 0.0243(11) 0.000
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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
    N1 C1 . 1.328(2) ?
    N1 C2 . 1.359(2) ?
    N1 H1 . 0.8600 ?
    N2 C1 . 1.333(2) ?
    N2 C3 . 1.366(2) ?
    N2 H2A . 0.8600 ?
    C1 C1 3_656 1.445(3) ?
    C2 C3 . 1.345(3) ?
    C2 H2 . 0.9300 ?
    C3 H3 . 0.9300 ?
    N3 C4 . 1.330(2) ?
    N3 C5 . 1.366(2) ?
    N3 H3A . 0.8600 ?
    N4 C4 . 1.330(2) ?
    N4 C6 . 1.365(2) ?
    N4 H4 . 0.8600 ?
    C4 C4 3_556 1.443(3) ?
    C5 C6 . 1.346(3) ?
    C5 H5 . 0.9300 ?
    C6 H6 . 0.9300 ?
    O1 C7 . 1.248(2) ?
    O2 C7 . 1.246(2) ?
    C7 C8 . 1.504(2) ?
    C8 C7 2 1.504(2) ?
    C8 H8A . 0.9700 ?
    C8 H8B . 0.9700 ?
    O3 C9 . 1.258(2) ?
    O4 C9 . 1.242(2) ?
    C9 C10 . 1.508(2) ?
    C10 C9 2_655 1.508(2) ?
    C10 H10A . 0.9700 ?
    C10 H10B . 0.9700 ?
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
    C1 N1 C2 . . 107.55(15) ?
    C1 N1 H1 . . 126.2 ?
    C2 N1 H1 . . 126.2 ?
    C1 N2 C3 . . 107.50(15) ?
    C1 N2 H2A . . 126.3 ?
    C3 N2 H2A . . 126.3 ?
    N1 C1 N2 . . 109.53(14) ?
    N1 C1 C1 . 3_656 125.16(19) ?
    N2 C1 C1 . 3_656 125.31(19) ?
    C3 C2 N1 . . 108.11(16) ?
    C3 C2 H2 . . 125.9 ?
    N1 C2 H2 . . 125.9 ?
    C2 C3 N2 . . 107.31(15) ?
    C2 C3 H3 . . 126.3 ?
    N2 C3 H3 . . 126.3 ?
    C4 N3 C5 . . 107.68(16) ?
    C4 N3 H3A . . 126.2 ?
    C5 N3 H3A . . 126.2 ?
    C4 N4 C6 . . 107.78(15) ?
    C4 N4 H4 . . 126.1 ?
    C6 N4 H4 . . 126.1 ?
    N3 C4 N4 . . 109.38(14) ?
    N3 C4 C4 . 3_556 125.1(2) ?
    N4 C4 C4 . 3_556 125.5(2) ?
    C6 C5 N3 . . 107.65(16) ?
    C6 C5 H5 . . 126.2 ?
    N3 C5 H5 . . 126.2 ?
    C5 C6 N4 . . 107.51(15) ?
    C5 C6 H6 . . 126.2 ?
    N4 C6 H6 . . 126.2 ?
    O2 C7 O1 . . 124.07(17) ?
    O2 C7 C8 . . 119.12(14) ?
    O1 C7 C8 . . 116.81(14) ?
    C7 C8 C7 . 2 110.04(19) ?
    C7 C8 H8A . . 109.7 ?
    C7 C8 H8A 2 . 109.7 ?
    C7 C8 H8B . . 109.7 ?
    C7 C8 H8B 2 . 109.7 ?
    H8A C8 H8B . . 108.2 ?
    O4 C9 O3 . . 124.07(16) ?
    O4 C9 C10 . . 119.19(14) ?
    O3 C9 C10 . . 116.74(13) ?
    C9 C10 C9 . 2_655 110.39(19) ?
    C9 C10 H10A . . 109.6 ?
    C9 C10 H10A 2_655 . 109.6 ?
    C9 C10 H10B . . 109.6 ?
    C9 C10 H10B 2_655 . 109.6 ?
    H10A C10 H10B . . 108.1 ?
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
    C2 N1 C1 N2 . . . . 0.15(19) ?
    C2 N1 C1 C1 . . . 3_656 -179.1(2) ?
    C3 N2 C1 N1 . . . . 0.01(19) ?
    C3 N2 C1 C1 . . . 3_656 179.2(2) ?
    C1 N1 C2 C3 . . . . -0.3(2) ?
    N1 C2 C3 N2 . . . . 0.3(2) ?
    C1 N2 C3 C2 . . . . -0.2(2) ?
    C5 N3 C4 N4 . . . . 0.1(2) ?
    C5 N3 C4 C4 . . . 3_556 180.0(2) ?
    C6 N4 C4 N3 . . . . -0.1(2) ?
    C6 N4 C4 C4 . . . 3_556 -180.0(2) ?
    C4 N3 C5 C6 . . . . -0.1(2) ?
    N3 C5 C6 N4 . . . . 0.0(2) ?
    C4 N4 C6 C5 . . . . 0.0(2) ?
    O2 C7 C8 C7 . . . 2 113.09(17) ?
    O1 C7 C8 C7 . . . 2 -66.74(13) ?
    O4 C9 C10 C9 . . . 2_655 -110.35(17) ?
    O3 C9 C10 C9 . . . 2_655 69.08(14) ?
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 O3 3_656 0.86 1.78 2.612(2) 163.0 y
    N2 H2A O4 . 0.86 1.80 2.646(2) 165.7 y
    N3 H3A O1 3_556 0.86 1.77 2.609(2) 165.8 y
    N4 H4 O2 . 0.86 1.79 2.626(2) 164.0 y
    C2 H2 O2 1_545 0.93 2.58 3.401(2) 148 y
    C3 H3 O1 2_555 0.93 2.41 3.292(2) 158 y
    C5 H5 O4 4_566 0.93 2.70 3.317(2) 125 y
    C6 H6 O3 3_666 0.93 2.45 3.345(2) 162 y
    C7 O1 Cg2 3_566 1.248(2) 3.488(2) 3.714(3) 90 y
    C9 O3 Cg1 3_666 1.258(2) 3.543(2) 3.796(2) 92 y
    C9 O4 Cg1 1_565 1.242(2) 3.680(2) 4.538(3) 127 y
data_II
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
2,2'-bi(1H-imidazole) succinic acid
;
_chemical_name_common     ?
_chemical_formula_moiety     'C6 H6 N4, C4 H6 O4'
_chemical_formula_sum     'C10 H12 N4 O4'
_chemical_formula_iupac     'C6 H6 N4, C4 H6 O4'
_chemical_formula_weight     252.24
_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     4.906(3)
_cell_length_b     13.887(8)
_cell_length_c     8.468(5)
_cell_angle_alpha     90.00
_cell_angle_beta     94.839(8)
_cell_angle_gamma     90.00
_cell_volume     574.9(6)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     903
_cell_measurement_theta_min     2.82
_cell_measurement_theta_max     23.3
_cell_measurement_temperature     298(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.30
_exptl_crystal_size_min     0.27
_exptl_crystal_density_diffrn     1.457
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     264
_exptl_absorpt_coefficient_mu     0.115
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2000)'
_exptl_absorpt_correction_T_min     0.8450
_exptl_absorpt_correction_T_max     0.9696
_exptl_special_details
;
;
_diffrn_ambient_temperature     298(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     'SMART 1K CCD area detector'
_diffrn_measurement_method     'ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     2390
_diffrn_reflns_av_R_equivalents     0.0260
_diffrn_reflns_av_sigmaI/netI     0.0330
_diffrn_reflns_theta_min     2.82
_diffrn_reflns_theta_max     25.49
_diffrn_reflns_theta_full     25.49
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -5
_diffrn_reflns_limit_h_max     3
_diffrn_reflns_limit_k_min     -15
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -9
_diffrn_reflns_limit_l_max     10
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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 >
σ(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     1055
_reflns_number_gt     868
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0557
_refine_ls_R_factor_gt     0.0455
_refine_ls_wR_factor_gt     0.1120
_refine_ls_wR_factor_ref     0.1174
_refine_ls_goodness_of_fit_ref     1.052
_refine_ls_restrained_S_all     1.052
_refine_ls_number_reflns     1055
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0540P)²+0.1478P] 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     0.190
_refine_diff_density_min     -0.151
_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'
_computing_data_collection     'SMART (Bruker, 2000)'
_computing_cell_refinement     'SAINT (Bruker, 2000)'
_computing_data_reduction     'SAINT (Bruker, 2000)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL/PC (Version 6.10; Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL/PC (Version 6.10; Sheldrick, 2008) and Ortep3 (Farrugia,
1997)
;
loop_
    _atom_site_type_symbol
    _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
    N N1 0.7906(3) 0.39353(12) 0.44355(19) 0.0466(5) Uani d . 1 . .
    N N2 1.1535(3) 0.39751(11) 0.61309(19) 0.0447(5) Uani d . 1 . .
    H H2B 1.2933 0.4191 0.6704 0.054 Uiso d R 1 . .
    C C1 0.9846(3) 0.44912(13) 0.5131(2) 0.0390(5) Uani d . 1 . .
    C C2 0.8420(4) 0.30310(15) 0.5024(3) 0.0569(6) Uani d . 1 . .
    H H2A 0.7393 0.2486 0.4740 0.068 Uiso calc R 1 . .
    C C3 1.0633(4) 0.30485(15) 0.6073(3) 0.0557(6) Uani d . 1 . .
    H H3 1.1398 0.2529 0.6646 0.067 Uiso calc R 1 . .
    O O1 0.4082(3) 0.54988(10) 0.17524(16) 0.0513(4) Uani d . 1 . .
    O O2 0.3784(3) 0.39482(10) 0.23405(17) 0.0573(5) Uani d . 1 . .
    H H2 0.5124 0.4025 0.3028 0.086 Uiso d R 1 . .
    C C4 0.2966(4) 0.47178(14) 0.1573(2) 0.0401(5) Uani d . 1 . .
    C C5 0.0499(4) 0.45539(14) 0.0442(2) 0.0425(5) Uani d . 1 . .
    H H5A -0.0967 0.4305 0.1026 0.051 Uiso calc R 1 . .
    H H5B 0.0929 0.4067 -0.0321 0.051 Uiso calc R 1 . .
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
    N1 0.0446(10) 0.0426(10) 0.0494(10) -0.0011(7) -0.0151(8) 0.0019(7)
    N2 0.0421(9) 0.0427(10) 0.0460(9) 0.0028(7) -0.0160(7) 0.0019(7)
    C1 0.0364(10) 0.0419(10) 0.0371(10) 0.0029(8) -0.0068(8) 0.0017(8)
    C2 0.0585(13) 0.0397(12) 0.0678(14) -0.0041(9) -0.0214(11) 0.0030(10)
    C3 0.0614(13) 0.0385(11) 0.0630(13) 0.0026(9) -0.0202(10) 0.0072(10)
    O1 0.0479(9) 0.0457(9) 0.0559(9) -0.0044(6) -0.0222(7) -0.0007(7)
    O2 0.0549(9) 0.0490(9) 0.0620(9) -0.0050(6) -0.0301(7) 0.0089(7)
    C4 0.0361(10) 0.0440(11) 0.0388(10) 0.0009(8) -0.0047(8) -0.0006(8)
    C5 0.0389(10) 0.0453(11) 0.0412(10) -0.0030(8) -0.0097(8) 0.0009(8)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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
    N1 C1 . 1.324(2) ?
    N1 C2 . 1.366(3) ?
    N2 C1 . 1.341(2) ?
    N2 C3 . 1.360(3) ?
    N2 H2B . 0.8603 ?
    C1 C1 3_766 1.440(4) ?
    C2 C3 . 1.344(3) ?
    C2 H2A . 0.9300 ?
    C3 H3 . 0.9300 ?
    O1 C4 . 1.219(2) ?
    O2 C4 . 1.297(2) ?
    O2 H2 . 0.8475 ?
    C4 C5 . 1.497(3) ?
    C5 C5 3_565 1.507(4) ?
    C5 H5A . 0.9700 ?
    C5 H5B . 0.9700 ?
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
    C1 N1 C2 . . 105.66(15) ?
    C1 N2 C3 . . 107.51(16) ?
    C1 N2 H2B . . 126.2 ?
    C3 N2 H2B . . 126.3 ?
    N1 C1 N2 . . 110.60(17) ?
    N1 C1 C1 . 3_766 125.76(19) ?
    N2 C1 C1 . 3_766 123.6(2) ?
    C3 C2 N1 . . 109.78(18) ?
    C3 C2 H2A . . 125.1 ?
    N1 C2 H2A . . 125.1 ?
    C2 C3 N2 . . 106.44(17) ?
    C2 C3 H3 . . 126.8 ?
    N2 C3 H3 . . 126.8 ?
    C4 O2 H2 . . 115.5 ?
    O1 C4 O2 . . 123.67(17) ?
    O1 C4 C5 . . 123.09(17) ?
    O2 C4 C5 . . 113.24(16) ?
    C4 C5 C5 . 3_565 113.81(19) ?
    C4 C5 H5A . . 108.8 ?
    C5 C5 H5A 3_565 . 108.8 ?
    C4 C5 H5B . . 108.8 ?
    C5 C5 H5B 3_565 . 108.8 ?
    H5A C5 H5B . . 107.7 ?
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
    C2 N1 C1 N2 . . . . -0.4(2) ?
    C2 N1 C1 C1 . . . 3_766 179.5(2) ?
    C3 N2 C1 N1 . . . . 0.0(2) ?
    C3 N2 C1 C1 . . . 3_766 -179.9(2) ?
    C1 N1 C2 C3 . . . . 0.6(3) ?
    N1 C2 C3 N2 . . . . -0.6(3) ?
    C1 N2 C3 C2 . . . . 0.4(2) ?
    O1 C4 C5 C5 . . . 3_565 -0.6(3) ?
    O2 C4 C5 C5 . . . 3_565 179.2(2) ?
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
    O2 H2 N1 . 0.85 1.74 2.575(2) 169 Y
    N2 H2B O1 3_766 0.86 1.93 2.779(2) 170 Y
    C3 H3 O2 4_666 0.93 2.41 3.309(3) 162 Y
    C4 O1 Cg1 3_666 1.219(2) 3.373(3) 3.720(3) 97 y
data_III
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
2,2'-biimidazol-1-ium 2,2'-iminiodiacetate chloride
;
_chemical_name_common     ?
_chemical_formula_moiety     'C6 H8 N4 2+, C4 H6 N O4 -, Cl -'
_chemical_formula_sum     'C10 H14 Cl N5 O4'
_chemical_formula_iupac     'C6 H8 N4 2+, C4 H6 N O4 -, Cl -'
_chemical_formula_weight     303.71
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     P2(1)/m
_symmetry_space_group_name_Hall     '-P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
    '-x, -y, -z'
    'x, -y-1/2, z'
_cell_length_a     5.3095(13)
_cell_length_b     22.941(6)
_cell_length_c     5.7023(14)
_cell_angle_alpha     90.00
_cell_angle_beta     107.930(3)
_cell_angle_gamma     90.00
_cell_volume     660.8(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1551
_cell_measurement_theta_min     3.55
_cell_measurement_theta_max     26.6
_cell_measurement_temperature     298(2)
_exptl_crystal_description     block
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.40
_exptl_crystal_size_mid     0.40
_exptl_crystal_size_min     0.40
_exptl_crystal_density_diffrn     1.526
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     316
_exptl_absorpt_coefficient_mu     0.312
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2000)'
_exptl_absorpt_correction_T_min     0.7470
_exptl_absorpt_correction_T_max     0.8855
_exptl_special_details
;
;
_diffrn_ambient_temperature     298(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     'SMART 1K CCD area detector'
_diffrn_measurement_method     'ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     3079
_diffrn_reflns_av_R_equivalents     0.0174
_diffrn_reflns_av_sigmaI/netI     0.0226
_diffrn_reflns_theta_min     3.86
_diffrn_reflns_theta_max     25.00
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.966
_diffrn_measured_fraction_theta_full     0.966
_diffrn_reflns_limit_h_min     -6
_diffrn_reflns_limit_h_max     5
_diffrn_reflns_limit_k_min     -20
_diffrn_reflns_limit_k_max     26
_diffrn_reflns_limit_l_min     -6
_diffrn_reflns_limit_l_max     6
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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 >
σ(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     1158
_reflns_number_gt     1027
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0698
_refine_ls_R_factor_gt     0.0639
_refine_ls_wR_factor_gt     0.1739
_refine_ls_wR_factor_ref     0.1803
_refine_ls_goodness_of_fit_ref     1.045
_refine_ls_restrained_S_all     1.045
_refine_ls_number_reflns     1158
_refine_ls_number_parameters     94
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0925P)²+0.8396P] 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     0.693
_refine_diff_density_min     -0.322
_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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
_computing_data_collection     'SMART (Bruker, 2000)'
_computing_cell_refinement     'SAINT (Bruker, 2000)'
_computing_data_reduction     'SAINT (Bruker, 2000)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL/PC (Version 6.10; Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL/PC (Version 6.10; Sheldrick, 2008) and Ortep3 (Farrugia,
1997)
;
loop_
    _atom_site_type_symbol
    _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
    N N1 0.2023(5) 0.49819(11) 0.2887(5) 0.0385(7) Uani d . 1 . .
    H H1 0.2387 0.5310 0.2527 0.046 Uiso d R 1 . .
    N N2 0.0893(5) 0.42347(11) 0.4647(5) 0.0416(7) Uani d . 1 . .
    H H2A 0.0247 0.4029 0.5492 0.050 Uiso d R 1 . .
    C C1 0.0703(5) 0.48133(12) 0.4398(5) 0.0346(7) Uani d . 1 . .
    C C2 0.2378(7) 0.40320(14) 0.3255(6) 0.0469(8) Uani d . 1 . .
    H H2 0.2823 0.3645 0.3091 0.056 Uiso calc R 1 . .
    C C3 0.3078(6) 0.44979(14) 0.2159(6) 0.0445(8) Uani d . 1 . .
    H H3 0.4100 0.4491 0.1096 0.053 Uiso calc R 1 . .
    O O1 0.3315(5) 0.59463(9) 0.1183(5) 0.0482(7) Uani d . 1 . .
    O O2 0.1026(6) 0.65277(10) 0.2873(6) 0.0662(9) Uani d . 1 . .
    N N3 0.2625(12) 0.7500 0.1448(11) 0.0686(15) Uani d S 1 . .
    H H3A 0.3034 0.7500 0.3101 0.082 Uiso calc SR 1 . .
    H H3B 0.0848 0.7500 0.0820 0.082 Uiso calc SR 1 . .
    C C4 0.3658(8) 0.69548(13) 0.0673(8) 0.0532(10) Uani d . 1 . .
    H H4A 0.5576 0.6952 0.1294 0.064 Uiso calc R 1 . .
    H H4B 0.3131 0.6934 -0.1111 0.064 Uiso calc R 1 . .
    C C5 0.2559(7) 0.64376(13) 0.1683(6) 0.0442(8) Uani d . 1 . .
    Cl Cl1 0.7269(4) 0.7500 0.6775(3) 0.0716(6) Uani d S 1 . .
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
    N1 0.0461(14) 0.0283(13) 0.0448(14) -0.0015(10) 0.0197(11) -0.0002(10)
    N2 0.0540(16) 0.0257(13) 0.0506(15) 0.0004(11) 0.0241(12) 0.0024(11)
    C1 0.0385(15) 0.0265(14) 0.0396(15) -0.0005(11) 0.0132(12) -0.0016(11)
    C2 0.0575(19) 0.0282(16) 0.059(2) 0.0077(14) 0.0236(16) -0.0040(14)
    C3 0.0507(18) 0.0394(18) 0.0483(18) 0.0012(14) 0.0226(15) -0.0063(14)
    O1 0.0655(15) 0.0243(11) 0.0662(15) 0.0022(10) 0.0370(12) 0.0005(9)
    O2 0.097(2) 0.0305(12) 0.101(2) 0.0020(12) 0.0743(18) 0.0044(12)
    N3 0.108(4) 0.0205(19) 0.115(4) 0.000 0.088(3) 0.000
    C4 0.077(2) 0.0213(17) 0.081(2) 0.0016(14) 0.053(2) -0.0007(14)
    C5 0.0587(19) 0.0276(16) 0.0560(19) -0.0009(14) 0.0318(16) 0.0001(13)
    Cl1 0.1025(12) 0.0356(7) 0.0912(11) 0.000 0.0512(9) 0.000
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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
    N1 C1 . 1.324(4) ?
    N1 C3 . 1.365(4) ?
    N1 H1 . 0.8192 ?
    N2 C1 . 1.335(4) ?
    N2 C2 . 1.361(4) ?
    N2 H2A . 0.8209 ?
    C1 C1 3_566 1.442(6) ?
    C2 C3 . 1.347(5) ?
    C2 H2 . 0.9300 ?
    C3 H3 . 0.9300 ?
    O1 C5 . 1.258(4) ?
    O2 C5 . 1.227(4) ?
    N3 C4 . 1.486(4) ?
    N3 C4 4_575 1.486(4) ?
    N3 H3A . 0.9000 ?
    N3 H3B . 0.9000 ?
    C4 C5 . 1.512(4) ?
    C4 H4A . 0.9700 ?
    C4 H4B . 0.9700 ?
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
    C1 N1 C3 . . 108.0(2) ?
    C1 N1 H1 . . 130.1 ?
    C3 N1 H1 . . 121.4 ?
    C1 N2 C2 . . 108.4(3) ?
    C1 N2 H2A . . 127.0 ?
    C2 N2 H2A . . 124.6 ?
    N1 C1 N2 . . 108.8(3) ?
    N1 C1 C1 . 3_566 126.3(3) ?
    N2 C1 C1 . 3_566 124.9(3) ?
    C3 C2 N2 . . 106.9(3) ?
    C3 C2 H2 . . 126.5 ?
    N2 C2 H2 . . 126.5 ?
    C2 C3 N1 . . 107.9(3) ?
    C2 C3 H3 . . 126.1 ?
    N1 C3 H3 . . 126.1 ?
    C4 N3 C4 . 4_575 114.6(4) ?
    C4 N3 H3A . . 108.6 ?
    C4 N3 H3A 4_575 . 108.6 ?
    C4 N3 H3B . . 108.6 ?
    C4 N3 H3B 4_575 . 108.6 ?
    H3A N3 H3B . . 107.6 ?
    N3 C4 C5 . . 109.0(3) ?
    N3 C4 H4A . . 109.9 ?
    C5 C4 H4A . . 109.9 ?
    N3 C4 H4B . . 109.9 ?
    C5 C4 H4B . . 109.9 ?
    H4A C4 H4B . . 108.3 ?
    O2 C5 O1 . . 126.1(3) ?
    O2 C5 C4 . . 118.5(3) ?
    O1 C5 C4 . . 115.4(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
    C3 N1 C1 N2 . . . . 0.0(3) ?
    C3 N1 C1 C1 . . . 3_566 179.6(4) ?
    C2 N2 C1 N1 . . . . 0.0(4) ?
    C2 N2 C1 C1 . . . 3_566 -179.6(4) ?
    C1 N2 C2 C3 . . . . 0.0(4) ?
    N2 C2 C3 N1 . . . . 0.0(4) ?
    C1 N1 C3 C2 . . . . 0.0(3) ?
    C4 N3 C4 C5 4_575 . . . 177.2(3) ?
    N3 C4 C5 O2 . . . . 1.5(5) ?
    N3 C4 C5 O1 . . . . -179.1(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
    _geom_hbond_publ_flag
    N1 H1 O1 . 0.82 1.79 2.592(3) 167 y
    N2 H2A O2 3_566 0.82 1.83 2.643(3) 171 y
    N3 H3A Cl1 . 0.90 2.56 3.271(7) 137 y
    N3 H3B Cl1 1_454 0.90 2.50 3.244(7) 141 y
    C2 H2 Cl1 2_646 0.93 2.63 3.520(3) 161 y
    C3 H3 O1 3_665 0.93 2.38 3.253(4) 156 y
    C5 O1 Cg1 3_565 1.258(4) 3.334(3) 3.816(4) 103 y
    C5 O1 Cg1 3_666 1.258(4) 3.498(3) 4.029(4) 106 y
data_global
_journal_date_recd_electronic     2009-01-15
_journal_date_accepted     2009-02-18
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2009
_journal_volume     65
_journal_issue      4
_journal_page_first     o123
_journal_page_last     o127
_journal_paper_category     FO
_journal_coeditor_code     FG3076
loop_
    _publ_contact_author_name
;
Profs.  Liping Lu and MiaoLi Zhu
;
_publ_contact_author_address
;
Institute of Molecular Science,
Key Laboratory of Chemical Biology and Molecular
Engineering of the Education Ministry,
Shanxi University,
Taiyuan, Shanxi 030006,
People's Republic of China
;
_publ_contact_author_email
;
miaoli@sxu.edu.cn, luliping@sxu.edu.cn
;
_publ_contact_author_fax     ?
_publ_contact_author_phone
;
++86 351 701 7974
;
_publ_section_title
;
The crucial role of C---H...O and C=O...π interactions in the building of
three-dimensional structures of dicarboxylic acid--biimidazole compounds
;
loop_
    _publ_author_name
    _publ_author_address
    'Gao, Xiao-Li'
;
Institute of Molecular Science,
Key Laboratory of Chemical Biology and Molecular
Engineering of the Education Ministry,
Shanxi University,
Taiyuan, Shanxi 030006,
People's Republic of China
;
    'Lu, Li-Ping'
;
Institute of Molecular Science,
Key Laboratory of Chemical Biology and Molecular
Engineering of the Education Ministry,
Shanxi University,
Taiyuan, Shanxi 030006,
People's Republic of China
;
    'Zhu, Miao-Li'
;
Institute of Molecular Science,
Key Laboratory of Chemical Biology and Molecular
Engineering of the Education Ministry,
Shanxi University,
Taiyuan, Shanxi 030006,
People's Republic of China
;
