#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/74/2217411.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_2217411
loop_
_publ_author_name
'Aghabozorg, Hossein'
'Nemati, Andya'
'Derikvand, Zohreh'
'Ghadermazi, Mohammad'
_publ_section_title
;Poly[piperazinediium
 [[aquabismuthate(III)]-di-μ-pyridine-2,6-dicarboxylato-bismuthate(III)-di-μ-pyridine-2,6-dicarboxylato]
 monohydrate]
;
_journal_coeditor_code           BI2264
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m374
_journal_page_last               m374
_journal_paper_doi               10.1107/S160053680800161X
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac
'(C4 H12 N2) [Bi2 (C7 H3 N O4)4 (H2 O)] , H2 O'
_chemical_formula_moiety
'C4 H12 N2 2+ , C28 H14 Bi2 N4 O17 2- , H2 O1'
_chemical_formula_sum            'C32 H28 Bi2 N6 O18'
_chemical_formula_weight         1202.56
_chemical_name_systematic
;
Poly[piperazinediium [[aquabismuthate(III)]-di-μ-pyridine-2,6-dicarboxylato-
bismuthate(III)-di-μ-pyridine-2,6-dicarboxylato] monohydrate]
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                96.0940(10)
_cell_angle_beta                 93.1690(10)
_cell_angle_gamma                113.8480(10)
_cell_formula_units_Z            2
_cell_length_a                   10.8111(4)
_cell_length_b                   12.1660(5)
_cell_length_c                   14.0402(5)
_cell_measurement_reflns_used    5207
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.43
_cell_measurement_theta_min      2.61
_cell_volume                     1669.65(11)
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'APEX2 (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'φ and 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  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22723
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.47
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    10.624
_exptl_absorpt_correction_T_max  0.346
_exptl_absorpt_correction_T_min  0.204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.318
_refine_diff_density_min         -0.816
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         8005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0218
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.019P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0456
_refine_ls_wR_factor_ref         0.0478
_reflns_number_gt                6952
_reflns_number_total             8005
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2264.cif
_cod_data_source_block           I
_cod_database_code               2217411
_cod_database_fobs_code          2217411
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
Bi Bi1 0.187854(12) 0.622892(10) 0.307230(9) 0.01470(4) Uani d . 1
Bi Bi2 -0.184337(12) 0.356548(10) 0.178059(9) 0.01477(4) Uani d . 1
O O1 0.0427(2) 0.3934(2) 0.26028(18) 0.0193(5) Uani d . 1
O O2 0.0375(3) 0.2059(2) 0.23943(18) 0.0225(5) Uani d . 1
O O3 0.4159(2) 0.7303(2) 0.35552(17) 0.0195(5) Uani d . 1
O O4 0.6152(3) 0.7375(2) 0.41582(19) 0.0246(6) Uani d . 1
O O5 0.1821(3) 0.8179(2) 0.39201(17) 0.0202(5) Uani d . 1
O O6 0.2563(3) 1.0190(2) 0.39225(18) 0.0228(5) Uani d . 1
O O7 0.2296(2) 0.5669(2) 0.15750(17) 0.0175(5) Uani d . 1
O O8 0.2740(3) 0.6124(2) 0.01038(17) 0.0207(5) Uani d . 1
O O9 -0.0239(2) 0.5885(2) 0.20041(18) 0.0196(5) Uani d . 1
O O10 -0.0098(2) 0.7798(2) 0.21948(19) 0.0225(5) Uani d . 1
O O11 -0.4218(2) 0.2606(2) 0.15982(18) 0.0203(5) Uani d . 1
O O12 -0.6215(2) 0.2613(2) 0.11226(19) 0.0234(5) Uani d . 1
O O13 -0.1855(3) 0.4370(2) 0.33567(17) 0.0193(5) Uani d . 1
O O14 -0.2198(3) 0.4114(2) 0.48793(18) 0.0228(5) Uani d . 1
O O15 -0.2214(2) 0.1481(2) 0.10123(17) 0.0183(5) Uani d . 1
O O16 -0.2602(3) -0.0419(2) 0.12412(18) 0.0226(5) Uani d . 1
N N1 0.3057(3) 0.4903(3) 0.3281(2) 0.0165(6) Uani d . 1
N N2 0.2716(3) 0.7927(2) 0.2211(2) 0.0152(6) Uani d . 1
N N3 -0.2965(3) 0.4993(2) 0.1700(2) 0.0161(6) Uani d . 1
N N4 -0.2525(3) 0.2036(2) 0.2842(2) 0.0164(6) Uani d . 1
C C1 0.0944(4) 0.3157(3) 0.2662(2) 0.0180(7) Uani d . 1
C C2 0.2423(4) 0.3687(3) 0.3098(2) 0.0171(7) Uani d . 1
C C3 0.3090(4) 0.2964(3) 0.3301(2) 0.0191(7) Uani d . 1
H H3A 0.2627 0.2105 0.3175 0.023 Uiso calc R 1
C C4 0.4432(4) 0.3505(3) 0.3688(3) 0.0221(7) Uani d . 1
H H4A 0.4899 0.3021 0.3841 0.026 Uiso calc R 1
C C5 0.5101(4) 0.4771(3) 0.3854(3) 0.0204(7) Uani d . 1
H H5A 0.6033 0.5165 0.4104 0.025 Uiso calc R 1
C C6 0.4356(3) 0.5435(3) 0.3640(2) 0.0173(7) Uani d . 1
C C7 0.4970(3) 0.6814(3) 0.3806(2) 0.0174(7) Uani d . 1
C C8 0.2402(3) 0.9155(3) 0.3569(3) 0.0183(7) Uani d . 1
C C9 0.2945(3) 0.9050(3) 0.2603(2) 0.0160(7) Uani d . 1
C C10 0.3618(3) 1.0040(3) 0.2131(3) 0.0186(7) Uani d . 1
H H10A 0.3786 1.0838 0.2414 0.022 Uiso calc R 1
C C11 0.4038(4) 0.9842(3) 0.1244(3) 0.0213(7) Uani d . 1
H H11A 0.4521 1.0509 0.0918 0.026 Uiso calc R 1
C C12 0.3756(3) 0.8668(3) 0.0827(3) 0.0184(7) Uani d . 1
H H12A 0.4016 0.8513 0.0209 0.022 Uiso calc R 1
C C13 0.3087(3) 0.7735(3) 0.1339(2) 0.0169(7) Uani d . 1
C C14 0.2686(3) 0.6421(3) 0.0956(2) 0.0164(7) Uani d . 1
C C15 -0.0753(4) 0.6690(3) 0.2024(2) 0.0181(7) Uani d . 1
C C16 -0.2269(3) 0.6196(3) 0.1788(2) 0.0167(7) Uani d . 1
C C17 -0.2899(4) 0.6960(3) 0.1640(3) 0.0200(7) Uani d . 1
H H17A -0.2392 0.7816 0.1732 0.024 Uiso calc R 1
C C18 -0.4288(4) 0.6453(3) 0.1355(3) 0.0213(7) Uani d . 1
H H18A -0.4743 0.6955 0.1229 0.026 Uiso calc R 1
C C19 -0.5008(4) 0.5192(3) 0.1255(3) 0.0216(7) Uani d . 1
H H19A -0.5959 0.4819 0.1062 0.026 Uiso calc R 1
C C20 -0.4299(3) 0.4504(3) 0.1445(2) 0.0173(7) Uani d . 1
C C21 -0.4988(3) 0.3139(3) 0.1373(2) 0.0169(7) Uani d . 1
C C22 -0.2236(3) 0.3715(3) 0.4019(3) 0.0181(7) Uani d . 1
C C23 -0.2778(3) 0.2360(3) 0.3722(2) 0.0169(7) Uani d . 1
C C24 -0.3469(3) 0.1508(3) 0.4298(2) 0.0182(7) Uani d . 1
H H24A -0.3693 0.1749 0.4907 0.022 Uiso calc R 1
C C25 -0.3832(3) 0.0283(3) 0.3965(3) 0.0191(7) Uani d . 1
H H25A -0.4301 -0.0325 0.4348 0.023 Uiso calc R 1
C C26 -0.3498(3) -0.0034(3) 0.3066(3) 0.0183(7) Uani d . 1
H H26A -0.3702 -0.0858 0.2834 0.022 Uiso calc R 1
C C27 -0.2863(3) 0.0871(3) 0.2518(2) 0.0167(7) Uani d . 1
C C28 -0.2530(3) 0.0622(3) 0.1510(3) 0.0184(7) Uani d . 1
N N5 0.1037(3) 1.1154(3) 0.4887(2) 0.0199(6) Uani d . 1
H H5N1 0.1350 1.1969 0.4971 0.024 Uiso d R 1
H H5N2 0.1704 1.0994 0.4636 0.024 Uiso d R 1
C C29 -0.0256(4) 1.0593(3) 0.4221(3) 0.0216(7) Uani d . 1
H H29A -0.0078 1.0848 0.3577 0.026 Uiso calc R 1
H H29B -0.0931 1.0876 0.4471 0.026 Uiso calc R 1
C C30 0.0819(4) 1.0776(3) 0.5865(3) 0.0210(7) Uani d . 1
H H30A 0.0173 1.1065 0.6159 0.025 Uiso calc R 1
H H30B 0.1692 1.1143 0.6286 0.025 Uiso calc R 1
N N6 -0.8584(3) 0.0656(3) 0.0345(2) 0.0192(6) Uani d . 1
H H6N1 -0.8147 0.0590 -0.0171 0.023 Uiso d R 1
H H6N2 -0.7844 0.1111 0.0761 0.023 Uiso d R 1
C C31 -0.9440(4) 0.1308(3) 0.0061(3) 0.0216(7) Uani d . 1
H H31A -0.8868 0.2061 -0.0189 0.026 Uiso calc R 1
H H31B -0.9830 0.1534 0.0632 0.026 Uiso calc R 1
C C32 -0.9431(4) -0.0495(3) 0.0703(3) 0.0231(8) Uani d . 1
H H32A -0.9823 -0.0312 0.1287 0.028 Uiso calc R 1
H H32B -0.8854 -0.0917 0.0878 0.028 Uiso calc R 1
O O1W 0.0082(3) 0.3774(2) 0.0319(2) 0.0287(6) Uani d . 1
H H1W1 0.0826 0.4211 0.0666 0.043 Uiso d R 1
H H1W2 0.0135 0.4062 -0.0211 0.043 Uiso d R 1
O O2W -0.0696(3) 0.6708(2) 0.5000(2) 0.0348(7) Uani d . 1
H H2W1 -0.1177 0.5951 0.4969 0.052 Uiso d R 1
H H2W2 -0.0142 0.6958 0.4583 0.052 Uiso d R 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'
Bi Bi -4.1077 10.2566 '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
O7 Bi1 O3 . . 91.67(8)
O7 Bi1 N2 . . 69.13(9)
O3 Bi1 N2 . . 71.64(9)
O7 Bi1 N1 . . 74.33(9)
O3 Bi1 N1 . . 67.54(9)
N2 Bi1 N1 . . 123.21(9)
O7 Bi1 O9 . . 75.63(8)
O3 Bi1 O9 . . 150.67(8)
N2 Bi1 O9 . . 79.11(8)
N1 Bi1 O9 . . 130.88(8)
O7 Bi1 O5 . . 133.72(8)
O3 Bi1 O5 . . 80.95(8)
N2 Bi1 O5 . . 65.17(8)
N1 Bi1 O5 . . 139.27(8)
O9 Bi1 O5 . . 88.88(8)
O7 Bi1 O1 . . 71.85(8)
O3 Bi1 O1 . . 131.37(8)
N2 Bi1 O1 . . 134.97(8)
N1 Bi1 O1 . . 64.02(8)
O9 Bi1 O1 . . 70.14(8)
O5 Bi1 O1 . . 142.67(8)
O7 Bi1 O14 . 2_566 142.66(8)
O3 Bi1 O14 . 2_566 75.43(8)
N2 Bi1 O14 . 2_566 134.51(8)
N1 Bi1 O14 . 2_566 68.34(8)
O9 Bi1 O14 . 2_566 129.79(8)
O5 Bi1 O14 . 2_566 79.51(7)
O1 Bi1 O14 . 2_566 90.47(7)
O13 Bi2 O11 . . 90.55(9)
O13 Bi2 N4 . . 67.58(9)
O11 Bi2 N4 . . 72.05(9)
O13 Bi2 N3 . . 72.91(9)
O11 Bi2 N3 . . 66.29(9)
N4 Bi2 N3 . . 121.00(9)
O13 Bi2 O1 . . 75.37(8)
O11 Bi2 O1 . . 151.73(8)
N4 Bi2 O1 . . 79.89(9)
N3 Bi2 O1 . . 129.27(8)
O13 Bi2 O15 . . 132.74(8)
O11 Bi2 O15 . . 79.38(8)
N4 Bi2 O15 . . 65.37(8)
N3 Bi2 O15 . . 138.11(8)
O1 Bi2 O15 . . 92.19(7)
O13 Bi2 O9 . . 72.26(8)
O11 Bi2 O9 . . 129.51(8)
N4 Bi2 O9 . . 134.46(8)
N3 Bi2 O9 . . 63.32(8)
O1 Bi2 O9 . . 69.86(8)
O15 Bi2 O9 . . 145.72(8)
O13 Bi2 O8 . 2_565 135.52(7)
O11 Bi2 O8 . 2_565 73.14(8)
N4 Bi2 O8 . 2_565 137.85(8)
N3 Bi2 O8 . 2_565 62.62(8)
O1 Bi2 O8 . 2_565 133.56(8)
O15 Bi2 O8 . 2_565 85.53(7)
O9 Bi2 O8 . 2_565 86.61(7)
O13 Bi2 O1W . . 139.60(8)
O11 Bi2 O1W . . 129.27(8)
N4 Bi2 O1W . . 125.24(8)
N3 Bi2 O1W . . 113.37(8)
O1 Bi2 O1W . . 70.76(8)
O15 Bi2 O1W . . 70.62(7)
O9 Bi2 O1W . . 75.85(7)
O8 Bi2 O1W 2_565 . 64.79(7)
C1 O1 Bi2 . . 127.3(2)
C1 O1 Bi1 . . 121.4(2)
Bi2 O1 Bi1 . . 110.39(9)
C7 O3 Bi1 . . 124.1(2)
C8 O5 Bi1 . . 118.5(2)
C14 O7 Bi1 . . 122.1(2)
C14 O8 Bi2 . 2_565 140.2(2)
C15 O9 Bi1 . . 122.0(2)
C15 O9 Bi2 . . 120.3(2)
Bi1 O9 Bi2 . . 108.23(9)
C21 O11 Bi2 . . 123.5(2)
C22 O13 Bi2 . . 122.5(2)
C22 O14 Bi1 . 2_566 147.0(2)
C28 O15 Bi2 . . 119.9(2)
C6 N1 C2 . . 120.1(3)
C6 N1 Bi1 . . 117.1(2)
C2 N1 Bi1 . . 122.8(2)
C13 N2 C9 . . 120.1(3)
C13 N2 Bi1 . . 116.9(2)
C9 N2 Bi1 . . 122.7(2)
C20 N3 C16 . . 119.7(3)
C20 N3 Bi2 . . 116.9(2)
C16 N3 Bi2 . . 122.9(2)
C27 N4 C23 . . 120.3(3)
C27 N4 Bi2 . . 121.4(2)
C23 N4 Bi2 . . 117.3(2)
O2 C1 O1 . . 126.6(3)
O2 C1 C2 . . 118.3(3)
O1 C1 C2 . . 115.1(3)
N1 C2 C3 . . 121.2(3)
N1 C2 C1 . . 116.5(3)
C3 C2 C1 . . 122.3(3)
C4 C3 C2 . . 119.3(3)
C4 C3 H3A . . 120.4
C2 C3 H3A . . 120.4
C3 C4 C5 . . 119.5(3)
C3 C4 H4A . . 120.3
C5 C4 H4A . . 120.3
C6 C5 C4 . . 117.8(3)
C6 C5 H5A . . 121.1
C4 C5 H5A . . 121.1
N1 C6 C5 . . 122.2(3)
N1 C6 C7 . . 115.4(3)
C5 C6 C7 . . 122.4(3)
O4 C7 O3 . . 125.1(3)
O4 C7 C6 . . 119.6(3)
O3 C7 C6 . . 115.3(3)
O6 C8 O5 . . 127.0(3)
O6 C8 C9 . . 116.3(3)
O5 C8 C9 . . 116.7(3)
N2 C9 C10 . . 120.8(3)
N2 C9 C8 . . 115.7(3)
C10 C9 C8 . . 123.5(3)
C11 C10 C9 . . 118.9(3)
C11 C10 H10A . . 120.6
C9 C10 H10A . . 120.6
C10 C11 C12 . . 120.0(3)
C10 C11 H11A . . 120.0
C12 C11 H11A . . 120.0
C13 C12 C11 . . 117.7(3)
C13 C12 H12A . . 121.1
C11 C12 H12A . . 121.1
N2 C13 C12 . . 122.4(3)
N2 C13 C14 . . 114.6(3)
C12 C13 C14 . . 122.9(3)
O8 C14 O7 . . 124.1(3)
O8 C14 C13 . . 120.0(3)
O7 C14 C13 . . 115.8(3)
O10 C15 O9 . . 125.5(3)
O10 C15 C16 . . 118.7(3)
O9 C15 C16 . . 115.8(3)
N3 C16 C17 . . 121.9(3)
N3 C16 C15 . . 117.2(3)
C17 C16 C15 . . 120.8(3)
C16 C17 C18 . . 118.6(3)
C16 C17 H17A . . 120.7
C18 C17 H17A . . 120.7
C17 C18 C19 . . 119.1(3)
C17 C18 H18A . . 120.5
C19 C18 H18A . . 120.5
C20 C19 C18 . . 118.1(3)
C20 C19 H19A . . 120.9
C18 C19 H19A . . 120.9
N3 C20 C19 . . 122.5(3)
N3 C20 C21 . . 115.3(3)
C19 C20 C21 . . 122.1(3)
O12 C21 O11 . . 124.5(3)
O12 C21 C20 . . 119.4(3)
O11 C21 C20 . . 116.1(3)
O14 C22 O13 . . 124.5(3)
O14 C22 C23 . . 119.0(3)
O13 C22 C23 . . 116.4(3)
N4 C23 C24 . . 121.6(3)
N4 C23 C22 . . 114.2(3)
C24 C23 C22 . . 124.1(3)
C23 C24 C25 . . 118.5(3)
C23 C24 H24A . . 120.8
C25 C24 H24A . . 120.8
C26 C25 C24 . . 119.0(3)
C26 C25 H25A . . 120.5
C24 C25 H25A . . 120.5
C27 C26 C25 . . 118.7(3)
C27 C26 H26A . . 120.7
C25 C26 H26A . . 120.7
N4 C27 C26 . . 121.7(3)
N4 C27 C28 . . 115.2(3)
C26 C27 C28 . . 123.1(3)
O16 C28 O15 . . 125.9(3)
O16 C28 C27 . . 117.2(3)
O15 C28 C27 . . 116.9(3)
C30 N5 C29 . . 111.4(3)
C30 N5 H5N1 . . 106.3
C29 N5 H5N1 . . 110.5
C30 N5 H5N2 . . 111.7
C29 N5 H5N2 . . 111.4
H5N1 N5 H5N2 . . 105.1
N5 C29 C30 . 2_576 110.0(3)
N5 C29 H29A . . 109.7
C30 C29 H29A 2_576 . 109.7
N5 C29 H29B . . 109.7
C30 C29 H29B 2_576 . 109.7
H29A C29 H29B . . 108.2
N5 C30 C29 . 2_576 109.5(3)
N5 C30 H30A . . 109.8
C29 C30 H30A 2_576 . 109.8
N5 C30 H30B . . 109.8
C29 C30 H30B 2_576 . 109.8
H30A C30 H30B . . 108.2
C32 N6 C31 . . 110.7(3)
C32 N6 H6N1 . . 116.6
C31 N6 H6N1 . . 105.6
C32 N6 H6N2 . . 111.5
C31 N6 H6N2 . . 114.5
H6N1 N6 H6N2 . . 97.4
N6 C31 C32 . 2_355 109.6(3)
N6 C31 H31A . . 109.7
C32 C31 H31A 2_355 . 109.8
N6 C31 H31B . . 109.7
C32 C31 H31B 2_355 . 109.7
H31A C31 H31B . . 108.2
N6 C32 C31 . 2_355 110.3(3)
N6 C32 H32A . . 109.6
C31 C32 H32A 2_355 . 109.6
N6 C32 H32B . . 109.6
C31 C32 H32B 2_355 . 109.6
H32A C32 H32B . . 108.1
Bi2 O1W H1W1 . . 99.6
Bi2 O1W H1W2 . . 130.1
H1W1 O1W H1W2 . . 106.1
H2W1 O2W H2W2 . . 119.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Bi1 O7 . 2.266(2)
Bi1 O3 . 2.295(2)
Bi1 N2 . 2.385(3)
Bi1 N1 . 2.456(3)
Bi1 O9 . 2.526(2)
Bi1 O5 . 2.565(2)
Bi1 O1 . 2.578(2)
Bi1 O14 2_566 2.971(3)
Bi2 O13 . 2.326(2)
Bi2 O11 . 2.337(2)
Bi2 N4 . 2.414(3)
Bi2 N3 . 2.496(3)
Bi2 O1 . 2.499(2)
Bi2 O15 . 2.512(2)
Bi2 O9 . 2.620(2)
Bi2 O8 2_565 2.883(2)
Bi2 O1W . 2.960(3)
O1 C1 . 1.285(4)
O2 C1 . 1.227(4)
O3 C7 . 1.295(4)
O4 C7 . 1.223(4)
O5 C8 . 1.266(4)
O6 C8 . 1.242(4)
O7 C14 . 1.292(4)
O8 C14 . 1.224(4)
O8 Bi2 2_565 2.883(2)
O9 C15 . 1.306(4)
O10 C15 . 1.231(4)
O11 C21 . 1.290(4)
O12 C21 . 1.228(4)
O13 C22 . 1.267(4)
O14 C22 . 1.244(4)
O14 Bi1 2_566 2.971(3)
O15 C28 . 1.260(4)
O16 C28 . 1.252(4)
N1 C6 . 1.328(4)
N1 C2 . 1.343(4)
N2 C13 . 1.336(4)
N2 C9 . 1.336(4)
N3 C20 . 1.328(4)
N3 C16 . 1.335(4)
N4 C27 . 1.333(4)
N4 C23 . 1.333(4)
C1 C2 . 1.523(5)
C2 C3 . 1.384(5)
C3 C4 . 1.378(5)
C3 H3A . 0.950
C4 C5 . 1.397(5)
C4 H4A . 0.950
C5 C6 . 1.394(5)
C5 H5A . 0.950
C6 C7 . 1.520(5)
C8 C9 . 1.521(5)
C9 C10 . 1.390(5)
C10 C11 . 1.379(5)
C10 H10A . 0.950
C11 C12 . 1.388(5)
C11 H11A . 0.950
C12 C13 . 1.376(5)
C12 H12A . 0.950
C13 C14 . 1.505(4)
C15 C16 . 1.503(5)
C16 C17 . 1.382(5)
C17 C18 . 1.388(5)
C17 H17A . 0.950
C18 C19 . 1.398(5)
C18 H18A . 0.950
C19 C20 . 1.379(5)
C19 H19A . 0.950
C20 C21 . 1.510(5)
C22 C23 . 1.511(5)
C23 C24 . 1.380(5)
C24 C25 . 1.397(5)
C24 H24A . 0.950
C25 C26 . 1.391(5)
C25 H25A . 0.950
C26 C27 . 1.380(5)
C26 H26A . 0.950
C27 C28 . 1.509(5)
N5 C30 . 1.496(5)
N5 C29 . 1.497(4)
N5 H5N1 . 0.900
N5 H5N2 . 0.900
C29 C30 2_576 1.513(5)
C29 H29A . 0.990
C29 H29B . 0.990
C30 C29 2_576 1.513(5)
C30 H30A . 0.990
C30 H30B . 0.990
N6 C32 . 1.488(4)
N6 C31 . 1.505(4)
N6 H6N1 . 0.900
N6 H6N2 . 0.900
C31 C32 2_355 1.507(5)
C31 H31A . 0.990
C31 H31B . 0.990
C32 C31 2_355 1.507(5)
C32 H32A . 0.990
C32 H32B . 0.990
O1W H1W1 . 0.850
O1W H1W2 . 0.850
O2W H2W1 . 0.850
O2W H2W2 . 0.850
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
N5 H5N1 O2W 2_576 0.90 2.00 2.761(4) 141 y
N5 H5N2 O6 1_555 0.90 1.86 2.722(4) 160 y
N6 H6N1 O16 2_455 0.90 1.78 2.676(4) 176 y
N6 H6N2 O12 1_555 0.90 1.95 2.762(4) 149 y
O1W H1W1 O7 1_555 0.85 2.08 2.891(3) 160 y
O1W H1W2 O9 2_565 0.85 2.53 3.337(4) 158 y
O2W H2W1 O14 1_555 0.85 2.04 2.887(4) 176 y
O2W H2W2 O5 1_555 0.85 2.35 3.162(4) 159 y
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_4
_geom_torsion
O13 Bi2 O1 C1 . . 124.0(3)
O11 Bi2 O1 C1 . . 61.7(3)
N4 Bi2 O1 C1 . . 54.7(3)
N3 Bi2 O1 C1 . . 176.7(3)
O15 Bi2 O1 C1 . . -9.8(3)
O9 Bi2 O1 C1 . . -159.9(3)
O8 Bi2 O1 C1 2_565 . -95.7(3)
O1W Bi2 O1 C1 . . -78.4(3)
O13 Bi2 O1 Bi1 . . -67.02(10)
O11 Bi2 O1 Bi1 . . -129.36(14)
N4 Bi2 O1 Bi1 . . -136.30(11)
N3 Bi2 O1 Bi1 . . -14.30(15)
O15 Bi2 O1 Bi1 . . 159.20(10)
O9 Bi2 O1 Bi1 . . 9.11(8)
O8 Bi2 O1 Bi1 2_565 . 73.28(12)
O1W Bi2 O1 Bi1 . . 90.61(10)
O7 Bi1 O1 C1 . . 79.5(3)
O3 Bi1 O1 C1 . . 3.8(3)
N2 Bi1 O1 C1 . . 110.5(3)
N1 Bi1 O1 C1 . . -1.5(2)
O9 Bi1 O1 C1 . . 160.3(3)
O5 Bi1 O1 C1 . . -140.2(2)
O14 Bi1 O1 C1 2_566 . -67.0(3)
O7 Bi1 O1 Bi2 . . -90.28(10)
O3 Bi1 O1 Bi2 . . -165.93(9)
N2 Bi1 O1 Bi2 . . -59.29(15)
N1 Bi1 O1 Bi2 . . -171.27(13)
O9 Bi1 O1 Bi2 . . -9.44(9)
O5 Bi1 O1 Bi2 . . 50.04(16)
O14 Bi1 O1 Bi2 2_566 . 123.22(9)
O7 Bi1 O3 C7 . . -79.5(3)
N2 Bi1 O3 C7 . . -146.9(3)
N1 Bi1 O3 C7 . . -7.2(2)
O9 Bi1 O3 C7 . . -142.5(2)
O5 Bi1 O3 C7 . . 146.4(3)
O1 Bi1 O3 C7 . . -12.4(3)
O14 Bi1 O3 C7 2_566 . 65.0(3)
O7 Bi1 O5 C8 . . -18.4(3)
O3 Bi1 O5 C8 . . 65.2(2)
N2 Bi1 O5 C8 . . -8.7(2)
N1 Bi1 O5 C8 . . 104.1(3)
O9 Bi1 O5 C8 . . -87.2(2)
O1 Bi1 O5 C8 . . -141.3(2)
O14 Bi1 O5 C8 2_566 . 141.9(3)
O3 Bi1 O7 C14 . . -73.4(2)
N2 Bi1 O7 C14 . . -3.8(2)
N1 Bi1 O7 C14 . . -139.5(3)
O9 Bi1 O7 C14 . . 79.8(2)
O5 Bi1 O7 C14 . . 5.6(3)
O1 Bi1 O7 C14 . . 153.2(3)
O14 Bi1 O7 C14 2_566 . -141.3(2)
O7 Bi1 O9 C15 . . -129.3(3)
O3 Bi1 O9 C15 . . -62.6(3)
N2 Bi1 O9 C15 . . -58.3(3)
N1 Bi1 O9 C15 . . 176.9(2)
O5 Bi1 O9 C15 . . 6.6(3)
O1 Bi1 O9 C15 . . 155.1(3)
O14 Bi1 O9 C15 2_566 . 81.9(3)
O7 Bi1 O9 Bi2 . . 84.45(9)
O3 Bi1 O9 Bi2 . . 151.22(13)
N2 Bi1 O9 Bi2 . . 155.47(11)
N1 Bi1 O9 Bi2 . . 30.64(15)
O5 Bi1 O9 Bi2 . . -139.62(9)
O1 Bi1 O9 Bi2 . . 8.88(8)
O14 Bi1 O9 Bi2 2_566 . -64.28(12)
O13 Bi2 O9 C15 . . -75.6(2)
O11 Bi2 O9 C15 . . -0.1(3)
N4 Bi2 O9 C15 . . -104.6(3)
N3 Bi2 O9 C15 . . 3.8(2)
O1 Bi2 O9 C15 . . -156.1(3)
O15 Bi2 O9 C15 . . 141.7(2)
O8 Bi2 O9 C15 2_565 . 64.7(2)
O1W Bi2 O9 C15 . . 129.5(3)
O13 Bi2 O9 Bi1 . . 71.32(10)
O11 Bi2 O9 Bi1 . . 146.80(9)
N4 Bi2 O9 Bi1 . . 42.35(15)
N3 Bi2 O9 Bi1 . . 150.68(12)
O1 Bi2 O9 Bi1 . . -9.18(8)
O15 Bi2 O9 Bi1 . . -71.42(16)
O8 Bi2 O9 Bi1 2_565 . -148.38(9)
O1W Bi2 O9 Bi1 . . -83.55(9)
O13 Bi2 O11 C21 . . 83.7(3)
N4 Bi2 O11 C21 . . 149.8(3)
N3 Bi2 O11 C21 . . 12.7(2)
O1 Bi2 O11 C21 . . 142.7(2)
O15 Bi2 O11 C21 . . -142.8(3)
O9 Bi2 O11 C21 . . 16.4(3)
O8 Bi2 O11 C21 2_565 . -54.3(2)
O1W Bi2 O11 C21 . . -88.9(3)
O11 Bi2 O13 C22 . . 67.3(3)
N4 Bi2 O13 C22 . . -3.0(2)
N3 Bi2 O13 C22 . . 132.2(3)
O1 Bi2 O13 C22 . . -87.9(3)
O15 Bi2 O13 C22 . . -8.7(3)
O9 Bi2 O13 C22 . . -161.0(3)
O8 Bi2 O13 C22 2_565 . 133.4(2)
O1W Bi2 O13 C22 . . -121.6(3)
O13 Bi2 O15 C28 . . 3.6(3)
O11 Bi2 O15 C28 . . -77.2(2)
N4 Bi2 O15 C28 . . -2.2(2)
N3 Bi2 O15 C28 . . -111.9(3)
O1 Bi2 O15 C28 . . 75.6(2)
O9 Bi2 O15 C28 . . 131.8(2)
O8 Bi2 O15 C28 2_565 . -150.9(2)
O1W Bi2 O15 C28 . . 144.3(3)
O7 Bi1 N1 C6 . . 104.3(3)
O3 Bi1 N1 C6 . . 5.7(2)
N2 Bi1 N1 C6 . . 53.0(3)
O9 Bi1 N1 C6 . . 158.5(2)
O5 Bi1 N1 C6 . . -36.5(3)
O1 Bi1 N1 C6 . . -178.6(3)
O14 Bi1 N1 C6 2_566 . -76.9(2)
O7 Bi1 N1 C2 . . -79.4(3)
O3 Bi1 N1 C2 . . -178.0(3)
N2 Bi1 N1 C2 . . -130.7(2)
O9 Bi1 N1 C2 . . -25.1(3)
O5 Bi1 N1 C2 . . 139.9(2)
O1 Bi1 N1 C2 . . -2.3(2)
O14 Bi1 N1 C2 2_566 . 99.4(3)
O7 Bi1 N2 C13 . . -4.3(2)
O3 Bi1 N2 C13 . . 94.9(2)
N1 Bi1 N2 C13 . . 49.2(3)
O9 Bi1 N2 C13 . . -82.9(2)
O5 Bi1 N2 C13 . . -176.8(3)
O1 Bi1 N2 C13 . . -35.8(3)
O14 Bi1 N2 C13 2_566 . 140.6(2)
O7 Bi1 N2 C9 . . -177.5(3)
O3 Bi1 N2 C9 . . -78.3(2)
N1 Bi1 N2 C9 . . -124.0(2)
O9 Bi1 N2 C9 . . 103.9(3)
O5 Bi1 N2 C9 . . 10.0(2)
O1 Bi1 N2 C9 . . 150.9(2)
O14 Bi1 N2 C9 2_566 . -32.6(3)
O13 Bi2 N3 C20 . . -108.7(3)
O11 Bi2 N3 C20 . . -10.3(2)
N4 Bi2 N3 C20 . . -59.3(3)
O1 Bi2 N3 C20 . . -162.4(2)
O15 Bi2 N3 C20 . . 27.4(3)
O9 Bi2 N3 C20 . . 172.9(3)
O8 Bi2 N3 C20 2_565 . 72.2(2)
O1W Bi2 N3 C20 . . 114.0(2)
O13 Bi2 N3 C16 . . 79.3(3)
O11 Bi2 N3 C16 . . 177.7(3)
N4 Bi2 N3 C16 . . 128.7(2)
O1 Bi2 N3 C16 . . 25.6(3)
O15 Bi2 N3 C16 . . -144.6(2)
O9 Bi2 N3 C16 . . 1.0(2)
O8 Bi2 N3 C16 2_565 . -99.7(3)
O1W Bi2 N3 C16 . . -58.0(3)
O13 Bi2 N4 C27 . . 179.2(3)
O11 Bi2 N4 C27 . . 80.9(3)
N3 Bi2 N4 C27 . . 127.4(2)
O1 Bi2 N4 C27 . . -102.5(3)
O15 Bi2 N4 C27 . . -5.4(2)
O9 Bi2 N4 C27 . . -150.8(2)
O8 Bi2 N4 C27 2_565 . 45.2(3)
O1W Bi2 N4 C27 . . -44.9(3)
O13 Bi2 N4 C23 . . 10.5(2)
O11 Bi2 N4 C23 . . -87.8(2)
N3 Bi2 N4 C23 . . -41.3(3)
O1 Bi2 N4 C23 . . 88.7(2)
O15 Bi2 N4 C23 . . -174.1(3)
O9 Bi2 N4 C23 . . 40.4(3)
O8 Bi2 N4 C23 2_565 . -123.5(2)
O1W Bi2 N4 C23 . . 146.3(2)
Bi2 O1 C1 O2 . . -6.5(5)
Bi1 O1 C1 O2 . . -174.4(3)
Bi2 O1 C1 C2 . . 172.4(2)
Bi1 O1 C1 C2 . . 4.5(4)
C6 N1 C2 C3 . . 1.8(5)
Bi1 N1 C2 C3 . . -174.4(2)
C6 N1 C2 C1 . . -178.4(3)
Bi1 N1 C2 C1 . . 5.3(4)
O2 C1 C2 N1 . . 172.7(3)
O1 C1 C2 N1 . . -6.3(5)
O2 C1 C2 C3 . . -7.6(5)
O1 C1 C2 C3 . . 173.5(3)
N1 C2 C3 C4 . . -0.7(5)
C1 C2 C3 C4 . . 179.5(3)
C2 C3 C4 C5 . . -1.0(5)
C3 C4 C5 C6 . . 1.7(5)
C2 N1 C6 C5 . . -1.1(5)
Bi1 N1 C6 C5 . . 175.4(3)
C2 N1 C6 C7 . . 179.3(3)
Bi1 N1 C6 C7 . . -4.3(4)
C4 C5 C6 N1 . . -0.7(5)
C4 C5 C6 C7 . . 178.9(3)
Bi1 O3 C7 O4 . . -172.1(3)
Bi1 O3 C7 C6 . . 7.7(4)
N1 C6 C7 O4 . . 178.1(3)
C5 C6 C7 O4 . . -1.5(5)
N1 C6 C7 O3 . . -1.6(4)
C5 C6 C7 O3 . . 178.7(3)
Bi1 O5 C8 O6 . . -174.0(3)
Bi1 O5 C8 C9 . . 6.9(4)
C13 N2 C9 C10 . . -2.6(5)
Bi1 N2 C9 C10 . . 170.4(2)
C13 N2 C9 C8 . . 176.3(3)
Bi1 N2 C9 C8 . . -10.7(4)
O6 C8 C9 N2 . . -177.4(3)
O5 C8 C9 N2 . . 1.8(4)
O6 C8 C9 C10 . . 1.5(5)
O5 C8 C9 C10 . . -179.3(3)
N2 C9 C10 C11 . . 0.5(5)
C8 C9 C10 C11 . . -178.2(3)
C9 C10 C11 C12 . . 1.6(5)
C10 C11 C12 C13 . . -1.7(5)
C9 N2 C13 C12 . . 2.5(5)
Bi1 N2 C13 C12 . . -170.9(3)
C9 N2 C13 C14 . . -176.1(3)
Bi1 N2 C13 C14 . . 10.5(4)
C11 C12 C13 N2 . . -0.3(5)
C11 C12 C13 C14 . . 178.2(3)
Bi2 O8 C14 O7 2_565 . 128.7(3)
Bi2 O8 C14 C13 2_565 . -51.2(5)
Bi1 O7 C14 O8 . . -169.4(2)
Bi1 O7 C14 C13 . . 10.5(4)
N2 C13 C14 O8 . . 166.2(3)
C12 C13 C14 O8 . . -12.4(5)
N2 C13 C14 O7 . . -13.7(4)
C12 C13 C14 O7 . . 167.7(3)
Bi1 O9 C15 O10 . . 32.0(5)
Bi2 O9 C15 O10 . . 174.4(3)
Bi1 O9 C15 C16 . . -149.7(2)
Bi2 O9 C15 C16 . . -7.4(4)
C20 N3 C16 C17 . . 1.3(5)
Bi2 N3 C16 C17 . . 173.0(3)
C20 N3 C16 C15 . . -176.7(3)
Bi2 N3 C16 C15 . . -4.9(4)
O10 C15 C16 N3 . . -173.6(3)
O9 C15 C16 N3 . . 8.1(5)
O10 C15 C16 C17 . . 8.5(5)
O9 C15 C16 C17 . . -169.9(3)
N3 C16 C17 C18 . . -2.6(5)
C15 C16 C17 C18 . . 175.3(3)
C16 C17 C18 C19 . . 1.9(5)
C17 C18 C19 C20 . . -0.1(5)
C16 N3 C20 C19 . . 0.7(5)
Bi2 N3 C20 C19 . . -171.5(3)
C16 N3 C20 C21 . . -179.6(3)
Bi2 N3 C20 C21 . . 8.1(4)
C18 C19 C20 N3 . . -1.3(5)
C18 C19 C20 C21 . . 179.1(3)
Bi2 O11 C21 O12 . . 167.7(3)
Bi2 O11 C21 C20 . . -13.3(4)
N3 C20 C21 O12 . . -178.5(3)
C19 C20 C21 O12 . . 1.1(5)
N3 C20 C21 O11 . . 2.4(4)
C19 C20 C21 O11 . . -177.9(3)
Bi1 O14 C22 O13 2_566 . -149.2(3)
Bi1 O14 C22 C23 2_566 . 31.2(6)
Bi2 O13 C22 O14 . . 176.5(3)
Bi2 O13 C22 C23 . . -3.9(4)
C27 N4 C23 C24 . . -4.3(5)
Bi2 N4 C23 C24 . . 164.6(3)
C27 N4 C23 C22 . . 175.3(3)
Bi2 N4 C23 C22 . . -15.9(4)
O14 C22 C23 N4 . . -167.1(3)
O13 C22 C23 N4 . . 13.3(4)
O14 C22 C23 C24 . . 12.5(5)
O13 C22 C23 C24 . . -167.2(3)
N4 C23 C24 C25 . . 4.0(5)
C22 C23 C24 C25 . . -175.5(3)
C23 C24 C25 C26 . . -0.6(5)
C24 C25 C26 C27 . . -2.4(5)
C23 N4 C27 C26 . . 1.1(5)
Bi2 N4 C27 C26 . . -167.3(3)
C23 N4 C27 C28 . . 179.7(3)
Bi2 N4 C27 C28 . . 11.3(4)
C25 C26 C27 N4 . . 2.3(5)
C25 C26 C27 C28 . . -176.2(3)
Bi2 O15 C28 O16 . . -172.0(3)
Bi2 O15 C28 C27 . . 8.5(4)
N4 C27 C28 O16 . . 167.6(3)
C26 C27 C28 O16 . . -13.8(5)
N4 C27 C28 O15 . . -12.9(4)
C26 C27 C28 O15 . . 165.7(3)
C30 N5 C29 C30 . 2_576 -58.4(4)
C29 N5 C30 C29 . 2_576 58.0(4)
C32 N6 C31 C32 . 2_355 -58.1(4)
C31 N6 C32 C31 . 2_355 58.5(4)
