#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/03/2230383.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230383
loop_
_publ_author_name
'Zhang, Heng-Qiang'
'Zheng, Xiu-Jun'
'Zhao, Chun-Xiang'
'Ng, Seik Weng'
_publ_section_title
;
 Poly[[aqua(μ₅-1H-benzimidazole-5,6-dicarboxylato)(μ₄-1H-benzimidazole-5,6-dicarboxylato)dibarium]
 4.5-hydrate]
;
_journal_coeditor_code           JH2280
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m671
_journal_page_last               m672
_journal_paper_doi               10.1107/S160053681101590X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Ba2 (C9 H4 N2 O4)2 (H2 O)], 4.5H2 O'
_chemical_formula_moiety         'C18 H10 Ba2 N4 O9, 4.5(H2 O)'
_chemical_formula_sum            'C18 H19 Ba2 N4 O13.5'
_chemical_formula_weight         782.05
_chemical_name_systematic
;
Poly[[aqua(μ₅-1H-benzimidazole-5,6-dicarboxylato)(μ₄-1H-
benzimidazole-5,6-dicarboxylato)dibarium] 4.5-hydrate]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.1860(10)
_cell_angle_beta                 92.068(2)
_cell_angle_gamma                93.032(2)
_cell_formula_units_Z            2
_cell_length_a                   6.9331(4)
_cell_length_b                   9.5950(4)
_cell_length_c                   18.0179(7)
_cell_measurement_reflns_used    10107
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      3.11
_cell_volume                     1163.94(9)
_computing_cell_refinement       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11398
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         3.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.443
_exptl_absorpt_correction_T_max  0.5317
_exptl_absorpt_correction_T_min  0.3962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             750
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.538
_refine_diff_density_min         -0.678
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5246
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0388P)²+1.7294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.0737
_reflns_number_gt                4749
_reflns_number_total             5246
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jh2280.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C18 H19 Ba2 N4 O13.50'
_cod_database_code               2230383
_cod_database_fobs_code          2230383
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Ba Ba1 0.26276(3) 0.610140(19) 0.450910(11) 0.02043(7) Uani d . 1 1 . .
Ba Ba2 0.26062(3) 0.078630(18) 0.581428(11) 0.01842(7) Uani d . 1 1 . .
O O1 0.1686(4) 0.8140(3) 0.60189(15) 0.0296(5) Uani d . 1 1 . .
O O2 0.0501(4) 0.5894(3) 0.57721(14) 0.0267(5) Uani d . 1 1 . .
O O3 0.3591(4) 0.3818(3) 0.61724(16) 0.0335(6) Uani d . 1 1 . .
O O4 0.0593(4) 0.3350(3) 0.64668(16) 0.0325(6) Uani d . 1 1 . .
O O5 0.4310(4) 0.3577(2) 0.43836(15) 0.0282(5) Uani d . 1 1 . .
O O6 0.4612(3) 0.1417(2) 0.46119(14) 0.0228(5) Uani d . 1 1 . .
O O7 0.1291(3) -0.0557(3) 0.43544(14) 0.0259(5) Uani d . 1 1 . .
O O8 0.3566(3) -0.1786(3) 0.37175(15) 0.0262(5) Uani d . 1 1 . .
O O1w 0.3097(12) 1.1921(6) 0.8946(3) 0.128(2) Uani d U 1 1 . .
H H11 0.2025 1.2235 0.9081 0.192 Uiso d R 1 1 . .
H H12 0.3998 1.2440 0.9213 0.192 Uiso d R 1 1 . .
O O2w 0.5133(16) 0.5633(9) 1.0382(5) 0.083(3) Uani d PU 0.50 1 . .
H H21 0.4591 0.5883 1.0013 0.124 Uiso d PR 0.50 1 . .
H H22 0.5884 0.4986 1.0218 0.124 Uiso d PR 0.50 1 . .
O O3w 0.2112(15) 0.4994(10) 0.1075(5) 0.177(4) Uani d U 1 1 . .
H H31 0.1689 0.4135 0.0922 0.266 Uiso d R 1 1 . .
H H32 0.2282 0.5210 0.1552 0.266 Uiso d R 1 1 . .
O O4w -0.0138(16) -0.3037(13) 0.0517(7) 0.225(5) Uani d U 1 1 . .
H H41 0.0288 -0.3661 0.0729 0.337 Uiso d R 1 1 . .
H H42 -0.0152 -0.3286 0.0039 0.337 Uiso d R 1 1 . .
O O5w 0.3529(5) 0.1624(4) 0.74063(18) 0.0466(8) Uani d . 1 1 . .
H H51 0.2820 0.1137 0.7634 0.070 Uiso d R 1 1 . .
H H52 0.4694 0.1486 0.7492 0.070 Uiso d R 1 1 . .
O O6w 0.2361(6) -0.4351(4) 0.2606(3) 0.0666(11) Uani d U 1 1 . .
H H61 0.1264 -0.4298 0.2790 0.100 Uiso d R 1 1 . .
H H62 0.3069 -0.3650 0.2855 0.100 Uiso d R 1 1 . .
N N1 0.3285(6) 0.9029(4) 0.8973(2) 0.0397(8) Uani d . 1 1 . .
H H1 0.3280 0.9966 0.9036 0.048 Uiso calc R 1 1 . .
N N2 0.3607(6) 0.6883(4) 0.9229(2) 0.0424(9) Uani d . 1 1 . .
N N3 0.2152(6) 0.2189(5) 0.1479(2) 0.0434(9) Uani d . 1 1 . .
N N4 0.1238(6) -0.0140(5) 0.1170(2) 0.0473(10) Uani d . 1 1 . .
H H4 0.0825 -0.0992 0.0897 0.057 Uiso calc R 1 1 . .
C C1 0.1336(4) 0.6990(3) 0.62169(19) 0.0198(6) Uani d . 1 1 . .
C C2 0.1978(5) 0.6878(3) 0.70029(19) 0.0199(6) Uani d . 1 1 . .
C C3 0.2313(5) 0.8127(4) 0.7571(2) 0.0250(7) Uani d . 1 1 . .
H H3A 0.2173 0.9023 0.7467 0.030 Uiso calc R 1 1 . .
C C4 0.2863(6) 0.7997(4) 0.8300(2) 0.0290(7) Uani d . 1 1 . .
C C5 0.3694(7) 0.8313(5) 0.9496(2) 0.0459(11) Uani d . 1 1 . .
H H5 0.4014 0.8757 1.0004 0.055 Uiso calc R 1 1 . .
C C6 0.3078(6) 0.6659(4) 0.8458(2) 0.0305(8) Uani d . 1 1 . .
C C7 0.2809(6) 0.5397(4) 0.7887(2) 0.0294(8) Uani d . 1 1 . .
H H7 0.2983 0.4506 0.7992 0.035 Uiso calc R 1 1 . .
C C8 0.2277(5) 0.5522(3) 0.71628(19) 0.0208(6) Uani d . 1 1 . .
C C9 0.2134(5) 0.4149(3) 0.6539(2) 0.0241(7) Uani d . 1 1 . .
C C10 0.4047(4) 0.2236(3) 0.41961(19) 0.0198(6) Uani d . 1 1 . .
C C11 0.3099(5) 0.1562(3) 0.34209(19) 0.0201(6) Uani d . 1 1 . .
C C12 0.3057(5) 0.2372(4) 0.2876(2) 0.0271(7) Uani d . 1 1 . .
H H12A 0.3482 0.3337 0.2999 0.033 Uiso calc R 1 1 . .
C C13 0.2370(5) 0.1713(4) 0.2147(2) 0.0306(8) Uani d . 1 1 . .
C C14 0.1482(8) 0.1045(6) 0.0937(3) 0.0517(12) Uani d . 1 1 . .
H H14 0.1213 0.1093 0.0434 0.062 Uiso calc R 1 1 . .
C C15 0.1772(6) 0.0235(4) 0.1942(2) 0.0312(8) Uani d . 1 1 . .
C C16 0.1771(5) -0.0567(4) 0.2494(2) 0.0285(7) Uani d . 1 1 . .
H H16 0.1342 -0.1530 0.2371 0.034 Uiso calc R 1 1 . .
C C17 0.2418(5) 0.0098(3) 0.32264(19) 0.0206(6) Uani d . 1 1 . .
C C18 0.2422(5) -0.0791(3) 0.38180(19) 0.0201(6) Uani d . 1 1 . .
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'
Ba Ba -0.3244 2.2819 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O5 Ba1 O2 . 2_566 77.01(8) ?
O5 Ba1 O2 . . 95.97(8) ?
O2 Ba1 O2 2_566 . 64.13(8) ?
O5 Ba1 O8 . 1_565 126.34(8) ?
O2 Ba1 O8 2_566 1_565 127.94(7) ?
O2 Ba1 O8 . 1_565 136.76(7) ?
O5 Ba1 O5 . 2_666 70.23(8) ?
O2 Ba1 O5 2_566 2_666 128.53(7) ?
O2 Ba1 O5 . 2_666 80.81(8) ?
O8 Ba1 O5 1_565 2_666 103.49(7) ?
O5 Ba1 O4 . 2_566 126.10(7) ?
O2 Ba1 O4 2_566 2_566 63.11(7) ?
O2 Ba1 O4 . 2_566 97.43(8) ?
O8 Ba1 O4 1_565 2_566 66.63(7) ?
O5 Ba1 O4 2_666 2_566 163.60(7) ?
O5 Ba1 O3 . 2_666 68.84(7) ?
O2 Ba1 O3 2_566 2_666 132.66(7) ?
O2 Ba1 O3 . 2_666 148.68(8) ?
O8 Ba1 O3 1_565 2_666 60.17(7) ?
O5 Ba1 O3 2_666 2_666 68.41(8) ?
O4 Ba1 O3 2_566 2_666 113.72(8) ?
O5 Ba1 O6 . 2_666 110.03(7) ?
O2 Ba1 O6 2_566 2_666 158.74(6) ?
O2 Ba1 O6 . 2_666 94.83(7) ?
O8 Ba1 O6 1_565 2_666 64.97(7) ?
O5 Ba1 O6 2_666 2_666 44.11(6) ?
O4 Ba1 O6 2_566 2_666 120.42(7) ?
O3 Ba1 O6 2_666 2_666 67.22(7) ?
O5 Ba1 O1 . . 125.39(7) ?
O2 Ba1 O1 2_566 . 103.10(7) ?
O2 Ba1 O1 . . 43.78(6) ?
O8 Ba1 O1 1_565 . 97.04(7) ?
O5 Ba1 O1 2_666 . 68.40(7) ?
O4 Ba1 O1 2_566 . 98.98(7) ?
O3 Ba1 O1 2_666 . 123.17(7) ?
O6 Ba1 O1 2_666 . 56.15(6) ?
O1 Ba2 O7 1_545 2_556 76.72(8) ?
O1 Ba2 O7 1_545 . 80.25(8) ?
O7 Ba2 O7 2_556 . 67.32(8) ?
O1 Ba2 O6 1_545 . 125.88(8) ?
O7 Ba2 O6 2_556 . 116.89(7) ?
O7 Ba2 O6 . . 62.22(7) ?
O1 Ba2 O8 1_545 2_656 113.68(8) ?
O7 Ba2 O8 2_556 2_656 163.12(8) ?
O7 Ba2 O8 . 2_656 126.06(7) ?
O6 Ba2 O8 . 2_656 68.87(7) ?
O1 Ba2 O5w 1_545 . 87.21(9) ?
O7 Ba2 O5w 2_556 . 106.45(9) ?
O7 Ba2 O5w . . 166.97(8) ?
O6 Ba2 O5w . . 129.48(9) ?
O8 Ba2 O5w 2_656 . 62.57(9) ?
O1 Ba2 O3 1_545 . 159.72(8) ?
O7 Ba2 O3 2_556 . 104.58(8) ?
O7 Ba2 O3 . . 119.27(8) ?
O6 Ba2 O3 . . 72.16(7) ?
O8 Ba2 O3 2_656 . 60.90(8) ?
O5w Ba2 O3 . . 72.92(9) ?
O1 Ba2 O4 1_545 . 124.90(8) ?
O7 Ba2 O4 2_556 . 63.37(7) ?
O7 Ba2 O4 . . 113.76(8) ?
O6 Ba2 O4 . . 106.09(7) ?
O8 Ba2 O4 2_656 . 100.03(7) ?
O5w Ba2 O4 . . 70.81(9) ?
O3 Ba2 O4 . . 44.87(7) ?
O1 Ba2 O6 1_545 2_656 61.79(7) ?
O7 Ba2 O6 2_556 2_656 129.53(7) ?
O7 Ba2 O6 . 2_656 77.96(7) ?
O6 Ba2 O6 . 2_656 72.75(7) ?
O8 Ba2 O6 2_656 2_656 66.84(7) ?
O5w Ba2 O6 . 2_656 99.26(8) ?
O3 Ba2 O6 . 2_656 124.42(7) ?
O4 Ba2 O6 . 2_656 166.54(7) ?
C1 O1 Ba2 . 1_565 171.4(2) ?
C1 O1 Ba1 . . 82.76(19) ?
Ba2 O1 Ba1 1_565 . 104.56(8) ?
C1 O2 Ba1 . 2_566 147.4(2) ?
C1 O2 Ba1 . . 95.42(19) ?
Ba1 O2 Ba1 2_566 . 115.87(8) ?
C9 O3 Ba2 . . 95.3(2) ?
C9 O3 Ba1 . 2_666 163.6(2) ?
Ba2 O3 Ba1 . 2_666 100.86(8) ?
C9 O4 Ba2 . . 92.3(2) ?
C9 O4 Ba1 . 2_566 118.6(2) ?
Ba2 O4 Ba1 . 2_566 114.25(9) ?
C10 O5 Ba1 . . 145.3(2) ?
C10 O5 Ba1 . 2_666 100.8(2) ?
Ba1 O5 Ba1 . 2_666 109.77(8) ?
C10 O6 Ba2 . . 124.7(2) ?
C10 O6 Ba2 . 2_656 125.3(2) ?
Ba2 O6 Ba2 . 2_656 107.25(7) ?
C10 O6 Ba1 . 2_666 88.47(18) ?
Ba2 O6 Ba1 . 2_666 99.88(7) ?
Ba2 O6 Ba1 2_656 2_666 99.38(7) ?
C18 O7 Ba2 . 2_556 125.1(2) ?
C18 O7 Ba2 . . 121.1(2) ?
Ba2 O7 Ba2 2_556 . 112.68(8) ?
C18 O8 Ba1 . 1_545 113.3(2) ?
C18 O8 Ba2 . 2_656 112.42(19) ?
Ba1 O8 Ba2 1_545 2_656 106.20(8) ?
H11 O1w H12 . . 110.0 ?
O2w O2w H21 2_667 . 66.4 ?
O2w O2w H22 2_667 . 51.6 ?
H21 O2w H22 . . 109.5 ?
H31 O3w H32 . . 110.7 ?
H41 O4w H42 . . 112.7 ?
Ba2 O5w H51 . . 109.4 ?
Ba2 O5w H52 . . 109.5 ?
H51 O5w H52 . . 109.5 ?
H61 O6w H62 . . 107.7 ?
C5 N1 C4 . . 105.7(4) ?
C5 N1 H1 . . 127.1 ?
C4 N1 H1 . . 127.1 ?
C5 N2 C6 . . 105.2(4) ?
C14 N3 C13 . . 106.3(4) ?
C14 N4 C15 . . 105.0(4) ?
C14 N4 H4 . . 127.5 ?
C15 N4 H4 . . 127.5 ?
O1 C1 O2 . . 122.6(3) ?
O1 C1 C2 . . 119.2(3) ?
O2 C1 C2 . . 118.2(3) ?
C3 C2 C8 . . 120.4(3) ?
C3 C2 C1 . . 118.9(3) ?
C8 C2 C1 . . 120.7(3) ?
C4 C3 C2 . . 118.0(3) ?
C4 C3 H3A . . 121.0 ?
C2 C3 H3A . . 121.0 ?
C3 C4 N1 . . 131.1(4) ?
C3 C4 C6 . . 121.1(3) ?
N1 C4 C6 . . 107.7(3) ?
N1 C5 N2 . . 113.9(4) ?
N1 C5 H5 . . 123.1 ?
N2 C5 H5 . . 123.1 ?
N2 C6 C4 . . 107.4(3) ?
N2 C6 C7 . . 131.1(4) ?
C4 C6 C7 . . 121.4(3) ?
C8 C7 C6 . . 117.6(3) ?
C8 C7 H7 . . 121.2 ?
C6 C7 H7 . . 121.2 ?
C7 C8 C2 . . 121.4(3) ?
C7 C8 C9 . . 116.6(3) ?
C2 C8 C9 . . 121.9(3) ?
O3 C9 O4 . . 123.7(3) ?
O3 C9 C8 . . 118.1(3) ?
O4 C9 C8 . . 118.0(3) ?
O5 C10 O6 . . 123.3(3) ?
O5 C10 C11 . . 118.2(3) ?
O6 C10 C11 . . 118.4(3) ?
O5 C10 Ba1 . 2_666 57.20(18) ?
O6 C10 Ba1 . 2_666 68.83(18) ?
C11 C10 Ba1 . 2_666 159.4(2) ?
C12 C11 C17 . . 120.1(3) ?
C12 C11 C10 . . 118.3(3) ?
C17 C11 C10 . . 121.3(3) ?
C13 C12 C11 . . 118.3(3) ?
C13 C12 H12A . . 120.9 ?
C11 C12 H12A . . 120.9 ?
C12 C13 N3 . . 133.1(4) ?
C12 C13 C15 . . 121.7(3) ?
N3 C13 C15 . . 105.1(4) ?
N4 C14 N3 . . 114.6(4) ?
N4 C14 H14 . . 122.7 ?
N3 C14 H14 . . 122.7 ?
N4 C15 C16 . . 131.3(4) ?
N4 C15 C13 . . 108.9(4) ?
C16 C15 C13 . . 119.9(3) ?
C17 C16 C15 . . 118.4(3) ?
C17 C16 H16 . . 120.8 ?
C15 C16 H16 . . 120.8 ?
C16 C17 C11 . . 121.5(3) ?
C16 C17 C18 . . 117.8(3) ?
C11 C17 C18 . . 120.7(3) ?
O7 C18 O8 . . 123.6(3) ?
O7 C18 C17 . . 120.6(3) ?
O8 C18 C17 . . 115.8(3) ?
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
Ba1 O1 . 3.080(3) ?
Ba1 O2 . 2.795(2) ?
Ba1 O2 2_566 2.769(2) ?
Ba1 O3 2_666 2.940(3) ?
Ba1 O4 2_566 2.936(3) ?
Ba1 O5 . 2.711(2) ?
Ba1 O5 2_666 2.816(3) ?
Ba1 O6 2_666 3.069(2) ?
Ba1 O8 1_565 2.795(2) ?
Ba2 O1 1_545 2.695(2) ?
Ba2 O3 . 2.871(3) ?
Ba2 O4 . 2.923(3) ?
Ba2 O6 . 2.778(2) ?
Ba2 O6 2_656 2.928(2) ?
Ba2 O7 2_556 2.700(2) ?
Ba2 O7 . 2.751(2) ?
Ba2 O8 2_656 2.806(2) ?
Ba2 O5w . 2.836(3) ?
O1 C1 . 1.249(4) ?
O1 Ba2 1_565 2.695(2) ?
O2 C1 . 1.266(4) ?
O2 Ba1 2_566 2.769(2) ?
O3 C9 . 1.242(4) ?
O3 Ba1 2_666 2.940(3) ?
O4 C9 . 1.266(4) ?
O4 Ba1 2_566 2.936(3) ?
O5 C10 . 1.255(4) ?
O5 Ba1 2_666 2.816(3) ?
O6 C10 . 1.270(4) ?
O6 Ba2 2_656 2.928(2) ?
O6 Ba1 2_666 3.069(2) ?
O7 C18 . 1.254(4) ?
O7 Ba2 2_556 2.700(2) ?
O8 C18 . 1.259(4) ?
O8 Ba1 1_545 2.795(2) ?
O8 Ba2 2_656 2.806(2) ?
O1w H11 . 0.8400 ?
O1w H12 . 0.8400 ?
O2w O2w 2_667 1.613(18) ?
O2w H21 . 0.8400 ?
O2w H22 . 0.8400 ?
O3w H31 . 0.8400 ?
O3w H32 . 0.8400 ?
O4w H41 . 0.8401 ?
O4w H42 . 0.8400 ?
O5w H51 . 0.8401 ?
O5w H52 . 0.8400 ?
O6w H61 . 0.8401 ?
O6w H62 . 0.8400 ?
N1 C5 . 1.318(6) ?
N1 C4 . 1.389(5) ?
N1 H1 . 0.8800 ?
N2 C5 . 1.343(6) ?
N2 C6 . 1.389(5) ?
N3 C14 . 1.342(7) ?
N3 C13 . 1.387(5) ?
N4 C14 . 1.304(7) ?
N4 C15 . 1.386(5) ?
N4 H4 . 0.8800 ?
C1 C2 . 1.498(5) ?
C2 C3 . 1.390(5) ?
C2 C8 . 1.419(4) ?
C3 C4 . 1.389(5) ?
C3 H3A . 0.9300 ?
C4 C6 . 1.392(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.398(5) ?
C7 C8 . 1.376(5) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.521(5) ?
C10 C11 . 1.509(5) ?
C10 Ba1 2_666 3.290(3) ?
C11 C12 . 1.384(5) ?
C11 C17 . 1.419(4) ?
C12 C13 . 1.377(5) ?
C12 H12A . 0.9300 ?
C13 C15 . 1.417(6) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.388(6) ?
C16 C17 . 1.377(5) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.510(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
O1w H11 O4w 2_566 0.84 1.66 2.490(10) 170 yes
O1w H12 O2w 2_677 0.84 1.88 2.600(10) 143 yes
O2w H21 N2 . 0.84 2.00 2.830(10) 168 yes
O2w H22 N2 2_667 0.84 2.28 2.830(10) 124 yes
O3w H31 N3 . 0.84 2.34 2.950(10) 129 yes
O3w H32 O6w 1_565 0.84 1.85 2.680(10) 174 yes
O4w H41 O3w 1_545 0.84 2.03 2.84(2) 161 yes
O5w H51 O1w 1_545 0.84 2.31 2.750(10) 113 yes
O6w H61 O4 2_556 0.84 1.99 2.760(10) 152 yes
O6w H62 O8 . 0.84 2.09 2.860(10) 152 yes
N1 H1 O1w . 0.88 1.93 2.800(10) 168 yes
N4 H4 O4w . 0.88 1.99 2.860(10) 167 yes
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
O5 Ba1 O1 C1 . . . . -35.8(2) ?
O2 Ba1 O1 C1 2_566 . . . 47.5(2) ?
O2 Ba1 O1 C1 . . . . 20.40(18) ?
O8 Ba1 O1 C1 1_565 . . . 179.1(2) ?
O5 Ba1 O1 C1 2_666 . . . -79.1(2) ?
O4 Ba1 O1 C1 2_566 . . . 111.8(2) ?
O3 Ba1 O1 C1 2_666 . . . -122.06(19) ?
O6 Ba1 O1 C1 2_666 . . . -127.5(2) ?
O5 Ba1 O1 Ba2 . . . 1_565 139.56(8) ?
O2 Ba1 O1 Ba2 2_566 . . 1_565 -137.20(9) ?
O2 Ba1 O1 Ba2 . . . 1_565 -164.28(15) ?
O8 Ba1 O1 Ba2 1_565 . . 1_565 -5.53(9) ?
O5 Ba1 O1 Ba2 2_666 . . 1_565 96.23(9) ?
O4 Ba1 O1 Ba2 2_566 . . 1_565 -72.88(9) ?
O3 Ba1 O1 Ba2 2_666 . . 1_565 53.27(12) ?
O6 Ba1 O1 Ba2 2_666 . . 1_565 47.87(8) ?
O5 Ba1 O2 C1 . . . . 117.0(2) ?
O2 Ba1 O2 C1 2_566 . . . -170.5(3) ?
O8 Ba1 O2 C1 1_565 . . . -51.7(2) ?
O5 Ba1 O2 C1 2_666 . . . 48.2(2) ?
O4 Ba1 O2 C1 2_566 . . . -115.3(2) ?
O3 Ba1 O2 C1 2_666 . . . 58.8(3) ?
O6 Ba1 O2 C1 2_666 . . . 6.3(2) ?
O1 Ba1 O2 C1 . . . . -20.05(18) ?
O5 Ba1 O2 Ba1 . . . 2_566 -72.43(10) ?
O2 Ba1 O2 Ba1 2_566 . . 2_566 0.0 ?
O8 Ba1 O2 Ba1 1_565 . . 2_566 118.81(11) ?
O5 Ba1 O2 Ba1 2_666 . . 2_566 -141.24(11) ?
O4 Ba1 O2 Ba1 2_566 . . 2_566 55.24(10) ?
O3 Ba1 O2 Ba1 2_666 . . 2_566 -130.67(12) ?
O6 Ba1 O2 Ba1 2_666 . . 2_566 176.81(9) ?
O1 Ba1 O2 Ba1 . . . 2_566 150.49(16) ?
O1 Ba2 O3 C9 1_545 . . . -57.0(4) ?
O7 Ba2 O3 C9 2_556 . . . 34.1(2) ?
O7 Ba2 O3 C9 . . . . 106.0(2) ?
O6 Ba2 O3 C9 . . . . 148.1(2) ?
O8 Ba2 O3 C9 2_656 . . . -136.6(2) ?
O5w Ba2 O3 C9 . . . . -69.0(2) ?
O4 Ba2 O3 C9 . . . . 10.7(2) ?
O6 Ba2 O3 C9 2_656 . . . -158.6(2) ?
O1 Ba2 O3 Ba1 1_545 . . 2_666 120.0(2) ?
O7 Ba2 O3 Ba1 2_556 . . 2_666 -148.87(8) ?
O7 Ba2 O3 Ba1 . . . 2_666 -76.98(10) ?
O6 Ba2 O3 Ba1 . . . 2_666 -34.84(8) ?
O8 Ba2 O3 Ba1 2_656 . . 2_666 40.43(8) ?
O5w Ba2 O3 Ba1 . . . 2_666 108.05(11) ?
O4 Ba2 O3 Ba1 . . . 2_666 -172.25(15) ?
O6 Ba2 O3 Ba1 2_656 . . 2_666 18.42(12) ?
O1 Ba2 O4 C9 1_545 . . . 146.5(2) ?
O7 Ba2 O4 C9 2_556 . . . -165.0(2) ?
O7 Ba2 O4 C9 . . . . -118.8(2) ?
O6 Ba2 O4 C9 . . . . -52.6(2) ?
O8 Ba2 O4 C9 2_656 . . . 18.2(2) ?
O5w Ba2 O4 C9 . . . . 74.3(2) ?
O3 Ba2 O4 C9 . . . . -10.4(2) ?
O6 Ba2 O4 C9 2_656 . . . 30.6(4) ?
O1 Ba2 O4 Ba1 1_545 . . 2_566 -90.55(11) ?
O7 Ba2 O4 Ba1 2_556 . . 2_566 -42.08(8) ?
O7 Ba2 O4 Ba1 . . . 2_566 4.13(11) ?
O6 Ba2 O4 Ba1 . . . 2_566 70.37(10) ?
O8 Ba2 O4 Ba1 2_656 . . 2_566 141.10(9) ?
O5w Ba2 O4 Ba1 . . . 2_566 -162.74(12) ?
O3 Ba2 O4 Ba1 . . . 2_566 112.48(14) ?
O6 Ba2 O4 Ba1 2_656 . . 2_566 153.5(2) ?
O2 Ba1 O5 C10 2_566 . . . 10.7(4) ?
O2 Ba1 O5 C10 . . . . 72.3(4) ?
O8 Ba1 O5 C10 1_565 . . . -117.2(4) ?
O5 Ba1 O5 C10 2_666 . . . 150.3(5) ?
O4 Ba1 O5 C10 2_566 . . . -31.4(4) ?
O3 Ba1 O5 C10 2_666 . . . -136.0(4) ?
O6 Ba1 O5 C10 2_666 . . . 169.7(4) ?
O1 Ba1 O5 C10 . . . . 107.6(4) ?
O2 Ba1 O5 Ba1 2_566 . . 2_666 -139.66(10) ?
O2 Ba1 O5 Ba1 . . . 2_666 -77.98(9) ?
O8 Ba1 O5 Ba1 1_565 . . 2_666 92.48(11) ?
O5 Ba1 O5 Ba1 2_666 . . 2_666 0.0 ?
O4 Ba1 O5 Ba1 2_566 . . 2_666 178.30(8) ?
O3 Ba1 O5 Ba1 2_666 . . 2_666 73.73(10) ?
O6 Ba1 O5 Ba1 2_666 . . 2_666 19.40(11) ?
O1 Ba1 O5 Ba1 . . . 2_666 -42.68(12) ?
O1 Ba2 O6 C10 1_545 . . . 128.5(2) ?
O7 Ba2 O6 C10 2_556 . . . 35.7(3) ?
O7 Ba2 O6 C10 . . . . 76.6(2) ?
O8 Ba2 O6 C10 2_656 . . . -126.9(3) ?
O5w Ba2 O6 C10 . . . . -110.3(3) ?
O3 Ba2 O6 C10 . . . . -62.0(2) ?
O4 Ba2 O6 C10 . . . . -32.2(3) ?
O6 Ba2 O6 C10 2_656 . . . 161.8(3) ?
O1 Ba2 O6 Ba2 1_545 . . 2_656 -33.33(12) ?
O7 Ba2 O6 Ba2 2_556 . . 2_656 -126.14(8) ?
O7 Ba2 O6 Ba2 . . . 2_656 -85.22(9) ?
O8 Ba2 O6 Ba2 2_656 . . 2_656 71.25(8) ?
O5w Ba2 O6 Ba2 . . . 2_656 87.86(12) ?
O3 Ba2 O6 Ba2 . . . 2_656 136.20(10) ?
O4 Ba2 O6 Ba2 . . . 2_656 165.99(7) ?
O6 Ba2 O6 Ba2 2_656 . . 2_656 0.0 ?
O1 Ba2 O6 Ba1 1_545 . . 2_666 -136.47(8) ?
O7 Ba2 O6 Ba1 2_556 . . 2_666 130.72(7) ?
O7 Ba2 O6 Ba1 . . . 2_666 171.65(10) ?
O8 Ba2 O6 Ba1 2_656 . . 2_666 -31.89(7) ?
O5w Ba2 O6 Ba1 . . . 2_666 -15.28(13) ?
O3 Ba2 O6 Ba1 . . . 2_666 33.06(8) ?
O4 Ba2 O6 Ba1 . . . 2_666 62.86(8) ?
O6 Ba2 O6 Ba1 2_656 . . 2_666 -103.13(9) ?
O1 Ba2 O7 C18 1_545 . . . -111.8(3) ?
O7 Ba2 O7 C18 2_556 . . . 168.6(3) ?
O6 Ba2 O7 C18 . . . . 27.9(2) ?
O8 Ba2 O7 C18 2_656 . . . 0.5(3) ?
O5w Ba2 O7 C18 . . . . -127.7(4) ?
O3 Ba2 O7 C18 . . . . 74.1(3) ?
O4 Ba2 O7 C18 . . . . 124.3(2) ?
O6 Ba2 O7 C18 2_656 . . . -48.8(2) ?
O1 Ba2 O7 Ba2 1_545 . . 2_556 79.59(10) ?
O7 Ba2 O7 Ba2 2_556 . . 2_556 0.0 ?
O6 Ba2 O7 Ba2 . . . 2_556 -140.71(12) ?
O8 Ba2 O7 Ba2 2_656 . . 2_556 -168.15(7) ?
O5w Ba2 O7 Ba2 . . . 2_556 63.6(4) ?
O3 Ba2 O7 Ba2 . . . 2_556 -94.51(10) ?
O4 Ba2 O7 Ba2 . . . 2_556 -44.37(11) ?
O6 Ba2 O7 Ba2 2_656 . . 2_556 142.60(10) ?
Ba1 O1 C1 O2 . . . . -39.2(3) ?
Ba1 O1 C1 C2 . . . . 138.9(3) ?
Ba1 O2 C1 O1 2_566 . . . -120.1(4) ?
Ba1 O2 C1 O1 . . . . 44.0(3) ?
Ba1 O2 C1 C2 2_566 . . . 61.8(5) ?
Ba1 O2 C1 C2 . . . . -134.1(2) ?
O1 C1 C2 C3 . . . . 22.3(5) ?
O2 C1 C2 C3 . . . . -159.5(3) ?
O1 C1 C2 C8 . . . . -156.5(3) ?
O2 C1 C2 C8 . . . . 21.7(5) ?
C8 C2 C3 C4 . . . . -2.7(5) ?
C1 C2 C3 C4 . . . . 178.5(3) ?
C2 C3 C4 N1 . . . . -179.8(4) ?
C2 C3 C4 C6 . . . . 0.2(6) ?
C5 N1 C4 C3 . . . . 179.1(4) ?
C5 N1 C4 C6 . . . . -0.9(5) ?
C4 N1 C5 N2 . . . . 0.8(6) ?
C6 N2 C5 N1 . . . . -0.4(6) ?
C5 N2 C6 C4 . . . . -0.3(5) ?
C5 N2 C6 C7 . . . . 178.3(5) ?
C3 C4 C6 N2 . . . . -179.3(4) ?
N1 C4 C6 N2 . . . . 0.7(5) ?
C3 C4 C6 C7 . . . . 2.0(6) ?
N1 C4 C6 C7 . . . . -178.0(4) ?
N2 C6 C7 C8 . . . . -179.9(4) ?
C4 C6 C7 C8 . . . . -1.5(6) ?
C6 C7 C8 C2 . . . . -1.1(5) ?
C6 C7 C8 C9 . . . . 175.7(3) ?
C3 C2 C8 C7 . . . . 3.2(5) ?
C1 C2 C8 C7 . . . . -178.0(3) ?
C3 C2 C8 C9 . . . . -173.4(3) ?
C1 C2 C8 C9 . . . . 5.4(5) ?
Ba2 O3 C9 O4 . . . . -21.3(4) ?
Ba1 O3 C9 O4 2_666 . . . 169.0(7) ?
Ba2 O3 C9 C8 . . . . 152.6(3) ?
Ba1 O3 C9 C8 2_666 . . . -17.2(11) ?
Ba2 O4 C9 O3 . . . . 20.8(4) ?
Ba1 O4 C9 O3 2_566 . . . -98.5(4) ?
Ba2 O4 C9 C8 . . . . -153.0(3) ?
Ba1 O4 C9 C8 2_566 . . . 87.6(3) ?
C7 C8 C9 O3 . . . . -91.7(4) ?
C2 C8 C9 O3 . . . . 85.1(4) ?
C7 C8 C9 O4 . . . . 82.5(4) ?
C2 C8 C9 O4 . . . . -100.7(4) ?
Ba1 O5 C10 O6 . . . . -131.3(3) ?
Ba1 O5 C10 O6 2_666 . . . 20.4(4) ?
Ba1 O5 C10 C11 . . . . 51.7(5) ?
Ba1 O5 C10 C11 2_666 . . . -156.6(2) ?
Ba1 O5 C10 Ba1 . . . 2_666 -151.7(4) ?
Ba2 O6 C10 O5 . . . . 82.7(4) ?
Ba2 O6 C10 O5 2_656 . . . -118.7(3) ?
Ba1 O6 C10 O5 2_666 . . . -18.3(3) ?
Ba2 O6 C10 C11 . . . . -100.4(3) ?
Ba2 O6 C10 C11 2_656 . . . 58.2(3) ?
Ba1 O6 C10 C11 2_666 . . . 158.7(3) ?
Ba2 O6 C10 Ba1 . . . 2_666 100.96(18) ?
Ba2 O6 C10 Ba1 2_656 . . 2_666 -100.42(18) ?
O5 C10 C11 C12 . . . . 17.9(5) ?
O6 C10 C11 C12 . . . . -159.2(3) ?
Ba1 C10 C11 C12 2_666 . . . -53.5(7) ?
O5 C10 C11 C17 . . . . -167.7(3) ?
O6 C10 C11 C17 . . . . 15.2(5) ?
Ba1 C10 C11 C17 2_666 . . . 121.0(5) ?
C17 C11 C12 C13 . . . . -1.0(5) ?
C10 C11 C12 C13 . . . . 173.5(3) ?
C11 C12 C13 N3 . . . . -179.2(4) ?
C11 C12 C13 C15 . . . . -2.0(6) ?
C14 N3 C13 C12 . . . . 177.3(5) ?
C14 N3 C13 C15 . . . . -0.2(5) ?
C15 N4 C14 N3 . . . . 0.6(6) ?
C13 N3 C14 N4 . . . . -0.2(6) ?
C14 N4 C15 C16 . . . . 178.2(5) ?
C14 N4 C15 C13 . . . . -0.7(5) ?
C12 C13 C15 N4 . . . . -177.3(4) ?
N3 C13 C15 N4 . . . . 0.6(5) ?
C12 C13 C15 C16 . . . . 3.6(6) ?
N3 C13 C15 C16 . . . . -178.5(4) ?
N4 C15 C16 C17 . . . . 179.1(4) ?
C13 C15 C16 C17 . . . . -2.1(6) ?
C15 C16 C17 C11 . . . . -0.8(5) ?
C15 C16 C17 C18 . . . . -179.5(3) ?
C12 C11 C17 C16 . . . . 2.4(5) ?
C10 C11 C17 C16 . . . . -171.9(3) ?
C12 C11 C17 C18 . . . . -178.9(3) ?
C10 C11 C17 C18 . . . . 6.8(5) ?
Ba2 O7 C18 O8 2_556 . . . -115.8(3) ?
Ba2 O7 C18 O8 . . . . 77.0(4) ?
Ba2 O7 C18 C17 2_556 . . . 61.7(4) ?
Ba2 O7 C18 C17 . . . . -105.5(3) ?
Ba1 O8 C18 O7 1_545 . . . 17.2(4) ?
Ba2 O8 C18 O7 2_656 . . . -103.3(3) ?
Ba1 O8 C18 C17 1_545 . . . -160.4(2) ?
Ba2 O8 C18 C17 2_656 . . . 79.1(3) ?
C16 C17 C18 O7 . . . . -112.0(4) ?
C11 C17 C18 O7 . . . . 69.3(4) ?
C16 C17 C18 O8 . . . . 65.7(4) ?
C11 C17 C18 O8 . . . . -113.0(3) ?
