##############################################################################
###                                                                        ###
###        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                #
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##############################################################################
                                             
data_global
_audit_creation_method     'SHELXL-97'
_journal_data_validation_number     ?
_journal_date_recd_electronic     2005-01-28
_journal_date_accepted     2005-02-02
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      3
_journal_page_first     m494
_journal_page_last     m495
_journal_paper_category     EM
_publ_contact_author_name     'Prof. Shan Gao'
_publ_contact_author_address
;
School of Chemistry and Materials Science
Heilongjiang University
Harbin 150080
People's Republic of China
;
_publ_contact_author_email     shangao67@yahoo.com
_publ_contact_author_fax     '(86)451 8660 8040'
_publ_contact_author_phone     '(86)451 8660 9148'
_publ_section_title
;
catena-Poly[[bis(1H-benzimidazole-\kN³)zinc(II)]-μ-3-carboxyphenoxyacetato-
κ²O:O']
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Gao, Shan' .
;
School of Chemistry and Materials Science
Heilongjiang University
Harbin 150080
People's Republic of China
;
    'Huo, Li-Hua' .
;
School of Chemistry and Materials Science
Heilongjiang University
Harbin 150080
People's Republic of China
;
    'Liu, Ji-Wei' .
;
School of Chemistry and Materials Science
Heilongjiang University
Harbin 150080
People's Republic of China
and
College of Chemistry and Chemical Technology
Da Qing petroleum Institute
Da Qing 163318
People's Republic of China
;
    'Gu, Chang-Sheng' .
;
School of Chemistry and Materials Science
Heilongjiang University
Harbin 150080
People's Republic of China
;
data_I
_chemical_name_systematic
;
catena-Poly[[bis(1H-benzimidazole-\kN³)zinc(II)]-μ-3-carboxyphenoxyacetato-
κ²O:O']
;
_chemical_formula_moiety     'C23 H18 N4 O5 Zn'
_chemical_formula_sum     'C23 H18 N4 O5 Zn'
_chemical_formula_iupac     '[Zn (C9 H6 O5) (C7 H6 N2)2]'
_chemical_formula_weight     495.80
_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     10.580(3)
_cell_length_b     11.356(3)
_cell_length_c     11.492(3)
_cell_angle_alpha     116.06(2)
_cell_angle_beta     100.32(2)
_cell_angle_gamma     104.936(14)
_cell_volume     1128.4(6)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     8851
_cell_measurement_theta_min     3.42
_cell_measurement_theta_max     27.45
_cell_measurement_temperature     295(2)
_exptl_crystal_description     Prism
_exptl_crystal_colour     Colorless
_exptl_crystal_size_max     0.37
_exptl_crystal_size_mid     0.26
_exptl_crystal_size_min     0.18
_exptl_crystal_density_diffrn     1.459
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     508
_exptl_absorpt_coefficient_mu     1.130
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(ABSCOR; Higashi, 1995)'
_exptl_absorpt_correction_T_min     0.679
_exptl_absorpt_correction_T_max     0.822
_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
_diffrn_reflns_number     10127
_diffrn_reflns_av_R_equivalents     0.0447
_diffrn_reflns_av_sigmaI/netI     0.0612
_diffrn_reflns_theta_min     3.07
_diffrn_reflns_theta_max     27.48
_diffrn_reflns_theta_full     27.48
_diffrn_measured_fraction_theta_max     0.985
_diffrn_measured_fraction_theta_full     0.985
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     14
_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
_reflns_number_total     5055
_reflns_number_gt     3129
_reflns_threshold_expression     I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1082
_refine_ls_R_factor_gt     0.0604
_refine_ls_wR_factor_gt     0.1321
_refine_ls_wR_factor_ref     0.1512
_refine_ls_goodness_of_fit_ref     1.033
_refine_ls_restrained_S_all     1.033
_refine_ls_number_reflns     5055
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0715P)²+0.3509P] 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     0.001
_refine_diff_density_max     0.431
_refine_diff_density_min     -0.260
_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'
    'Zn' 'Zn' 0.2839 1.4301
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'RAPID-AUTO (Rigaku, 1998)'
_computing_cell_refinement     RAPID-AUTO
_computing_data_reduction     'CrystalStructure (Rigaku/MSC, 2002)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEPII (Johnson, 1976)'
_computing_publication_material     SHELXL97
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
    Zn1 0.74550(5) 0.89735(5) 0.68338(5) 0.05213(19) Uani d . 1 . . Zn
    O1 0.8747(3) 0.8960(3) 0.8255(3) 0.0618(8) Uani d . 1 . . O
    O2 0.8601(3) 0.6840(3) 0.6722(3) 0.0648(8) Uani d . 1 . . O
    O3 0.9940(3) 0.6508(3) 0.8778(3) 0.0633(8) Uani d . 1 . . O
    O4 0.7018(3) 0.0702(3) 0.7632(3) 0.0621(8) Uani d . 1 . . O
    O5 0.9159(3) 0.1644(3) 0.7723(3) 0.0596(7) Uani d . 1 . . O
    N1 0.5598(3) 0.7461(3) 0.6316(3) 0.0532(8) Uani d . 1 . . N
    N2 0.3532(4) 0.5726(4) 0.5123(4) 0.0736(11) Uani d . 1 . . N
    N3 0.7845(3) 0.8594(3) 0.5080(3) 0.0534(8) Uani d . 1 . . N
    N4 0.9021(4) 0.8260(4) 0.3624(4) 0.0598(9) Uani d . 1 . . N
    C1 0.4721(5) 0.6476(5) 0.5084(5) 0.0641(11) Uani d . 1 . . C
    C2 0.4941(4) 0.7354(4) 0.7238(4) 0.0535(10) Uani d . 1 . . C
    C3 0.5368(5) 0.8156(5) 0.8656(5) 0.0701(12) Uani d . 1 . . C
    C4 0.4463(6) 0.7845(7) 0.9298(6) 0.0977(19) Uani d . 1 . . C
    C5 0.3156(7) 0.6766(7) 0.8547(7) 0.0983(18) Uani d . 1 . . C
    C6 0.2712(6) 0.5965(6) 0.7155(7) 0.0877(16) Uani d . 1 . . C
    C7 0.3644(5) 0.6274(4) 0.6507(5) 0.0614(11) Uani d . 1 . . C
    C8 0.8739(5) 0.8060(4) 0.4632(4) 0.0571(10) Uani d . 1 . . C
    C9 0.7527(4) 0.9218(4) 0.4316(4) 0.0531(10) Uani d . 1 . . C
    C10 0.6675(5) 0.9974(5) 0.4371(5) 0.0660(12) Uani d . 1 . . C
    C11 0.6634(5) 1.0514(6) 0.3517(6) 0.0813(15) Uani d . 1 . . C
    C12 0.7383(5) 1.0324(5) 0.2624(6) 0.0766(14) Uani d . 1 . . C
    C13 0.8208(5) 0.9568(5) 0.2539(5) 0.0678(12) Uani d . 1 . . C
    C14 0.8274(4) 0.9014(4) 0.3399(4) 0.0546(10) Uani d . 1 . . C
    C15 0.8993(4) 0.7841(4) 0.7909(4) 0.0528(10) Uani d . 1 . . C
    C16 0.9893(5) 0.7856(4) 0.9107(5) 0.0645(12) Uani d . 1 . . C
    C17 0.8795(4) 0.5500(4) 0.8631(4) 0.0523(10) Uani d . 1 . . C
    C18 0.7565(5) 0.5656(4) 0.8766(5) 0.0616(11) Uani d . 1 . . C
    C19 0.6478(5) 0.4537(5) 0.8582(5) 0.0671(12) Uani d . 1 . . C
    C20 0.6589(5) 0.3245(5) 0.8251(5) 0.0597(11) Uani d . 1 . . C
    C21 0.7840(4) 0.3102(4) 0.8158(4) 0.0497(9) Uani d . 1 . . C
    C22 0.8927(4) 0.4221(4) 0.8339(4) 0.0505(9) Uani d . 1 . . C
    C23 0.8044(5) 0.1736(4) 0.7828(4) 0.0509(9) Uani d . 1 . . C
    H1 0.4901 0.6314 0.4276 0.077 Uiso calc R 1 . . H
    H3 0.6240 0.8883 0.9161 0.084 Uiso calc R 1 . . H
    H4 0.4732 0.8366 1.0253 0.117 Uiso calc R 1 . . H
    H5 0.2568 0.6588 0.9013 0.118 Uiso calc R 1 . . H
    H6 0.1834 0.5247 0.6656 0.105 Uiso calc R 1 . . H
    H8 0.9138 0.7590 0.4978 0.068 Uiso calc R 1 . . H
    H10 0.6157 1.0106 0.4959 0.079 Uiso calc R 1 . . H
    H11 0.6078 1.1032 0.3537 0.098 Uiso calc R 1 . . H
    H12 0.7322 1.0721 0.2071 0.092 Uiso calc R 1 . . H
    H13 0.8705 0.9430 0.1932 0.081 Uiso calc R 1 . . H
    H16A 1.0831 0.8531 0.9411 0.077 Uiso calc R 1 . . H
    H16B 0.9540 0.8179 0.9865 0.077 Uiso calc R 1 . . H
    H18 0.7471 0.6513 0.8982 0.074 Uiso calc R 1 . . H
    H19 0.5657 0.4651 0.8680 0.081 Uiso calc R 1 . . H
    H20 0.5839 0.2486 0.8094 0.072 Uiso calc R 1 . . H
    H22 0.9758 0.4118 0.8266 0.061 Uiso calc R 1 . . H
    H24 0.2833 0.5037 0.4425 0.088 Uiso calc R 1 . . H
    H25 0.9567 0.7971 0.3197 0.072 Uiso calc R 1 . . H
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
    Zn1 O1 . 1.942(3) yes
    Zn1 O4 1_565 1.986(3) yes
    Zn1 N1 . 2.027(3) yes
    Zn1 N3 . 2.011(3) yes
    O1 C15 . 1.266(4) yes
    O2 C15 . 1.231(5) yes
    O4 C23 . 1.277(5) yes
    O5 C23 . 1.232(5) yes
    O3 C16 . 1.424(4) no
    O3 C17 . 1.360(5) no
    O4 Zn1 1_545 1.986(3) no
    N1 C1 . 1.311(5) no
    N1 C2 . 1.398(5) no
    N2 C1 . 1.346(6) no
    N2 C7 . 1.399(6) no
    N2 H24 . 0.8600 no
    N3 C8 . 1.313(5) no
    N3 C9 . 1.397(5) no
    N4 C8 . 1.343(5) no
    N4 C14 . 1.377(5) no
    N4 H25 . 0.8600 no
    C1 H1 . 0.9300 no
    C2 C7 . 1.381(6) no
    C2 C3 . 1.381(6) no
    C3 C4 . 1.377(7) no
    C3 H3 . 0.9300 no
    C4 C5 . 1.388(8) no
    C4 H4 . 0.9300 no
    C5 C6 . 1.356(8) no
    C5 H5 . 0.9300 no
    C6 C7 . 1.401(7) no
    C6 H6 . 0.9300 no
    C8 H8 . 0.9300 no
    C9 C10 . 1.388(6) no
    C9 C14 . 1.402(6) no
    C10 C11 . 1.367(7) no
    C10 H10 . 0.9300 no
    C11 C12 . 1.383(7) no
    C11 H11 . 0.9300 no
    C12 C13 . 1.361(7) no
    C12 H12 . 0.9300 no
    C13 C14 . 1.386(6) no
    C13 H13 . 0.9300 no
    C15 C16 . 1.518(6) no
    C16 H16A . 0.9700 no
    C16 H16B . 0.9700 no
    C17 C18 . 1.384(6) no
    C17 C22 . 1.391(5) no
    C18 C19 . 1.379(6) no
    C18 H18 . 0.9300 no
    C19 C20 . 1.389(6) no
    C19 H19 . 0.9300 no
    C20 C21 . 1.391(6) no
    C20 H20 . 0.9300 no
    C21 C22 . 1.382(5) no
    C21 C23 . 1.511(5) no
    C22 H22 . 0.9300 no
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 Zn1 O4 . 1_565 110.49(12) yes
    O1 Zn1 N1 . . 105.98(13) yes
    O1 Zn1 N3 . . 119.11(13) yes
    O4 Zn1 N1 1_565 . 100.62(12) yes
    O4 Zn1 N3 1_565 . 111.56(12) yes
    N3 Zn1 N1 . . 107.20(14) yes
    O1 C15 C16 . . 113.4(4) no
    O2 C15 O1 . . 125.0(4) no
    O2 C15 C16 . . 121.5(4) no
    O3 C16 C15 . . 113.4(3) no
    O3 C16 H16A . . 108.9 no
    O3 C16 H16B . . 108.9 no
    O3 C17 C18 . . 126.0(3) no
    O3 C17 C22 . . 114.8(4) no
    O4 C23 C21 . . 117.5(4) no
    O5 C23 O4 . . 122.8(3) no
    O5 C23 C21 . . 119.8(4) no
    N1 C1 N2 . . 112.4(4) no
    N1 C1 H1 . . 123.8 no
    N2 C1 H1 . . 123.8 no
    N2 C7 C6 . . 132.5(5) no
    N3 C8 N4 . . 113.4(4) no
    N3 C8 H8 . . 123.3 no
    N3 C9 C14 . . 108.8(4) no
    N4 C8 H8 . . 123.3 no
    N4 C14 C9 . . 105.5(3) no
    N4 C14 C13 . . 132.6(4) no
    C1 N1 Zn1 . . 128.4(3) no
    C1 N1 C2 . . 105.9(4) no
    C1 N2 C7 . . 107.3(4) no
    C1 N2 H24 . . 126.3 no
    C2 N1 Zn1 . . 125.4(3) no
    C2 C3 H3 . . 121.0 no
    C2 C7 N2 . . 105.2(4) no
    C2 C7 C6 . . 122.1(5) no
    C3 C2 N1 . . 130.7(4) no
    C3 C4 C5 . . 121.1(5) no
    C3 C4 H4 . . 119.4 no
    C4 C3 C2 . . 118.0(5) no
    C4 C3 H3 . . 121.0 no
    C4 C5 H5 . . 119.0 no
    C5 C4 H4 . . 119.4 no
    C5 C6 C7 . . 116.6(5) no
    C5 C6 H6 . . 121.7 no
    C6 C5 C4 . . 122.0(5) no
    C6 C5 H5 . . 119.0 no
    C7 N2 H24 . . 126.3 no
    C7 C2 C3 . . 120.1(4) no
    C7 C2 N1 . . 109.1(4) no
    C7 C6 H6 . . 121.7 no
    C8 N3 Zn1 . . 127.4(3) no
    C8 N3 C9 . . 105.0(3) no
    C8 N4 C14 . . 107.3(3) no
    C8 N4 H25 . . 126.4 no
    C9 N3 Zn1 . . 125.2(3) no
    C9 C10 H10 . . 121.7 no
    C10 C9 N3 . . 130.8(4) no
    C10 C9 C14 . . 120.3(4) no
    C10 C11 C12 . . 122.9(5) no
    C10 C11 H11 . . 118.5 no
    C11 C10 C9 . . 116.6(4) no
    C11 C10 H10 . . 121.7 no
    C11 C12 H12 . . 119.3 no
    C12 C11 H11 . . 118.5 no
    C12 C13 C14 . . 116.9(4) no
    C12 C13 H13 . . 121.6 no
    C13 C12 C11 . . 121.4(5) no
    C13 C12 H12 . . 119.3 no
    C13 C14 C9 . . 121.9(4) no
    C14 N4 H25 . . 126.4 no
    C14 C13 H13 . . 121.6 no
    C15 O1 Zn1 . . 116.7(3) no
    C15 C16 H16A . . 108.9 no
    C15 C16 H16B . . 108.9 no
    C17 O3 C16 . . 118.0(3) no
    C17 C18 H18 . . 120.1 no
    C17 C22 H22 . . 119.5 no
    C18 C17 C22 . . 119.3(4) no
    C18 C19 C20 . . 121.2(4) no
    C18 C19 H19 . . 119.4 no
    C19 C18 C17 . . 119.9(4) no
    C19 C18 H18 . . 120.1 no
    C19 C20 C21 . . 119.0(4) no
    C19 C20 H20 . . 120.5 no
    C20 C19 H19 . . 119.4 no
    C20 C21 C23 . . 121.9(4) no
    C21 C20 H20 . . 120.5 no
    C21 C22 C17 . . 120.9(4) no
    C21 C22 H22 . . 119.5 no
    C22 C21 C20 . . 119.8(3) no
    C22 C21 C23 . . 118.3(4) no
    C23 O4 Zn1 . 1_545 107.7(2) no
    H16A C16 H16B . . 107.7 no
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
    Zn1 O1 C15 O2 . . . . 8.5(5) no
    Zn1 O1 C15 C16 . . . . -174.1(3) no
    Zn1 O4 C23 O5 1_545 . . . -10.1(5) no
    Zn1 O4 C23 C21 1_545 . . . 167.9(3) no
    Zn1 N1 C1 N2 . . . . -174.6(3) no
    Zn1 N1 C2 C3 . . . . -2.8(6) no
    Zn1 N1 C2 C7 . . . . 174.7(3) no
    Zn1 N3 C8 N4 . . . . -164.1(3) no
    Zn1 N3 C9 C10 . . . . -14.3(6) no
    Zn1 N3 C9 C14 . . . . 164.0(3) no
    O1 Zn1 N1 C2 . . . . 52.6(3) no
    O1 Zn1 N1 C1 . . . . -133.8(4) no
    O1 Zn1 N3 C8 . . . . 14.4(4) no
    O1 Zn1 N3 C9 . . . . -145.6(3) no
    O1 C15 C16 O3 . . . . 168.1(4) no
    O2 C15 C16 O3 . . . . -14.4(6) no
    O3 C17 C18 C19 . . . . 179.6(4) no
    O3 C17 C22 C21 . . . . -179.7(4) no
    O4 Zn1 N1 C1 1_565 . . . 111.1(4) no
    O4 Zn1 N1 C2 1_565 . . . -62.5(3) no
    O4 Zn1 O1 C15 1_565 . . . 172.5(3) no
    O4 Zn1 N3 C8 1_565 . . . 145.0(3) no
    O4 Zn1 N3 C9 1_565 . . . -15.0(4) no
    N1 Zn1 N3 C8 . . . . -105.7(3) no
    N1 Zn1 N3 C9 . . . . 94.3(3) no
    N1 Zn1 O1 C15 . . . . 64.4(3) no
    N1 C2 C3 C4 . . . . 177.0(5) no
    N1 C2 C7 N2 . . . . 0.2(5) no
    N1 C2 C7 C6 . . . . -176.6(4) no
    N3 Zn1 N1 C1 . . . . -5.6(4) no
    N3 Zn1 N1 C2 . . . . -179.2(3) no
    N3 Zn1 O1 C15 . . . . -56.4(3) no
    N3 C9 C10 C11 . . . . 176.9(4) no
    N3 C9 C14 N4 . . . . 0.4(4) no
    N3 C9 C14 C13 . . . . -177.5(4) no
    C1 N1 C2 C3 . . . . -177.6(5) no
    C1 N1 C2 C7 . . . . -0.1(5) no
    C1 N2 C7 C2 . . . . -0.2(5) no
    C1 N2 C7 C6 . . . . 176.2(5) no
    C2 N1 C1 N2 . . . . 0.0(5) no
    C2 C3 C4 C5 . . . . -0.5(9) no
    C3 C2 C7 N2 . . . . 178.0(4) no
    C3 C2 C7 C6 . . . . 1.2(7) no
    C3 C4 C5 C6 . . . . 0.5(10) no
    C4 C5 C6 C7 . . . . 0.4(9) no
    C5 C6 C7 N2 . . . . -177.0(5) no
    C5 C6 C7 C2 . . . . -1.2(8) no
    C7 N2 C1 N1 . . . . 0.1(5) no
    C7 C2 C3 C4 . . . . -0.3(7) no
    C8 N3 C9 C10 . . . . -178.0(5) no
    C8 N3 C9 C14 . . . . 0.3(4) no
    C8 N4 C14 C9 . . . . -0.9(4) no
    C8 N4 C14 C13 . . . . 176.6(5) no
    C9 N3 C8 N4 . . . . -1.0(5) no
    C9 C10 C11 C12 . . . . 0.5(8) no
    C10 C9 C14 N4 . . . . 178.9(4) no
    C10 C9 C14 C13 . . . . 1.0(6) no
    C10 C11 C12 C13 . . . . 0.5(9) no
    C11 C12 C13 C14 . . . . -0.7(8) no
    C12 C13 C14 N4 . . . . -177.2(5) no
    C12 C13 C14 C9 . . . . 0.0(7) no
    C14 N4 C8 N3 . . . . 1.2(5) no
    C14 C9 C10 C11 . . . . -1.2(7) no
    C16 O3 C17 C18 . . . . 0.3(6) no
    C16 O3 C17 C22 . . . . -178.7(3) no
    C17 O3 C16 C15 . . . . -73.2(5) no
    C17 C18 C19 C20 . . . . -0.4(7) no
    C18 C17 C22 C21 . . . . 1.3(6) no
    C18 C19 C20 C21 . . . . 2.4(7) no
    C19 C20 C21 C22 . . . . -2.6(6) no
    C19 C20 C21 C23 . . . . 178.9(4) no
    C20 C21 C22 C17 . . . . 0.7(6) no
    C20 C21 C23 O4 . . . . 0.2(6) no
    C20 C21 C23 O5 . . . . 178.3(4) no
    C22 C17 C18 C19 . . . . -1.5(6) no
    C22 C21 C23 O4 . . . . -178.4(4) no
    C22 C21 C23 O5 . . . . -0.3(6) no
    C23 C21 C22 C17 . . . . 179.4(4) no
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
    N2 H24 O2 2_666 0.86 1.93 2.747(5) 158 yes
    N4 H25 O5 2_766 0.86 1.93 2.688(4) 146 yes
