#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/20/8102017.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8102017
loop_
_publ_author_name
'An, Z.'
'Wang, R.-S.'
_publ_section_title
;
Crystal structure of tetraaqua-bis(norfloxacin)barium(II) 
1,4-benzenedicarboxylate hydrate, 
[Ba(H₂O)₄(C₁₆H₁₇FN₃O₃)₂][C₆H₄(COO)₂] · H₂O
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              372
_journal_page_last               374
_journal_volume                  221
_journal_year                    2006
_chemical_formula_moiety         'C32 H42 Ba F2 N6 O10, C8 H4 O4, H2O'
_chemical_formula_structural
'[Ba(H2O)4(C16H17FN3O3)2][C6H4(COO)2] &#x00B7; H2O'
_chemical_formula_sum            'C40 H48 Ba F2 N6 O15'
_chemical_formula_weight         1028.18
_chemical_name_systematic
; 
tetraaqua-bis(norfloxacin)barium(II) 1,4-benzenedicarboxylate 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                101.920(2)
_cell_angle_beta                 104.630(2)
_cell_angle_gamma                111.7030(10)
_cell_formula_units_Z            2
_cell_length_a                   12.3050(12)
_cell_length_b                   12.4716(12)
_cell_length_c                   16.591(2)
_cell_measurement_reflns_used    8313
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.36
_cell_volume                     2157.8(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       omega
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0460
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10715
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.35
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.006
_exptl_absorpt_correction_T_max  0.8397
_exptl_absorpt_correction_T_min  0.7391
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         2.909
_refine_diff_density_min         -1.245
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     579
_refine_ls_number_reflns         7412
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1052P)²+6.7371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1664
_refine_ls_wR_factor_ref         0.1698
_reflns_number_gt                6969
_reflns_number_total             7412
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1834.cff
_cod_data_source_block           BaNorf
_cod_original_cell_volume        2157.7(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102017
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ba1 Ba 0.16713(3) 0.31701(3) 0.243671(19) 0.02758(14) Uani 1 2 i d . . .
F1 F 0.6189(3) 0.7450(3) 0.1141(3) 0.0423(8) Uani 1 2 i d . . .
F2 F -0.2665(3) -0.1639(4) 0.3462(3) 0.0484(9) Uani 1 2 i d . . .
O1 O 0.1814(4) 0.1343(4) 0.1353(3) 0.0485(12) Uani 1 2 i d . . .
O1W O -0.0881(4) 0.1565(5) 0.1400(3) 0.0595(14) Uani 1 2 i d . . .
H1W1 H -0.1349 0.1062 0.0910 0.089 Uiso 1 2 i d R . .
H1W2 H -0.1300 0.1580 0.1712 0.089 Uiso 1 2 i d R . .
O2 O 0.2163(4) 0.0100(4) 0.0422(3) 0.0405(10) Uani 1 2 i d . . .
O2W O 0.0235(4) 0.4029(5) 0.3227(3) 0.0524(12) Uani 1 2 i d . . .
H2W1 H -0.0442 0.3422 0.3055 0.079 Uiso 1 2 i d R . .
H2W2 H 0.0117 0.4560 0.3053 0.079 Uiso 1 2 i d R . .
O3 O 0.3049(4) 0.3816(4) 0.1424(3) 0.0339(9) Uani 1 2 i d . . .
O3W O 0.3340(5) 0.5609(4) 0.3417(3) 0.0586(13) Uani 1 2 i d . . .
H3W1 H 0.3845 0.6056 0.3915 0.088 Uiso 1 2 i d R . .
H3W2 H 0.3253 0.6041 0.3118 0.088 Uiso 1 2 i d R . .
O4W O 0.0798(5) 0.4559(4) 0.1498(3) 0.0494(11) Uani 1 2 i d . . .
H4W1 H 0.0402 0.4795 0.1760 0.074 Uiso 1 2 i d R . .
H4W2 H 0.1487 0.5134 0.1633 0.074 Uiso 1 2 i d R . .
O5W O -0.0009(5) 0.6049(5) 0.2656(4) 0.0650(14) Uani 1 2 i d . . .
H5W2 H 0.0457 0.6709 0.2643 0.098 Uiso 1 2 i d R . .
H5W1 H -0.0740 0.5932 0.2459 0.098 Uiso 1 2 i d R . .
O4 O 0.3571(4) 0.3111(4) 0.3625(3) 0.0478(12) Uani 1 2 i d . . .
O5 O 0.4923(4) 0.3090(4) 0.4779(3) 0.0395(10) Uani 1 2 i d . . .
O6 O 0.1044(4) 0.1768(4) 0.3439(3) 0.0368(9) Uani 1 2 i d . . .
O7 O -0.1936(5) 0.1931(5) 0.2702(4) 0.0654(15) Uani 1 2 i d . . .
O8 O -0.2799(5) 0.3140(5) 0.3023(4) 0.0694(17) Uani 1 2 i d . . .
O9 O -0.7158(5) -0.3193(5) 0.2232(4) 0.0663(16) Uani 1 2 i d . . .
O10 O -0.8276(4) -0.2131(5) 0.2297(3) 0.0537(12) Uani 1 2 i d . . .
N1 N 0.5631(4) 0.2789(4) 0.0835(3) 0.0339(10) Uani 1 2 i d . . .
N2 N 0.8069(4) 0.6903(4) 0.0846(3) 0.0296(10) Uani 1 2 i d . . .
N3 N 1.0514(4) 0.8574(4) 0.1010(3) 0.0329(10) Uani 1 2 i d . . .
H3N H 1.1321 0.8924 0.1230 0.040 Uiso 1 2 i calc R . .
N4 N 0.2428(4) -0.0183(4) 0.4743(3) 0.0320(10) Uani 1 2 i d . . .
N5 N -0.1841(4) -0.3163(4) 0.4156(3) 0.0315(10) Uani 1 2 i d . . .
N6 N -0.3466(4) -0.5520(4) 0.4126(3) 0.0353(11) Uani 1 2 i d . . .
H6N H -0.3796 -0.6303 0.3989 0.042 Uiso 1 2 i calc R . .
C1 C 0.2440(5) 0.1139(5) 0.0915(4) 0.0300(11) Uani 1 2 i d . . .
C2 C 0.3599(5) 0.2207(5) 0.0967(3) 0.0272(11) Uani 1 2 i d . . .
C3 C 0.3771(4) 0.3451(5) 0.1198(3) 0.0261(11) Uani 1 2 i d . . .
C4 C 0.4907(5) 0.4315(5) 0.1119(3) 0.0261(10) Uani 1 2 i d . . .
C5 C 0.5080(5) 0.5522(5) 0.1216(3) 0.0277(11) Uani 1 2 i d . . .
H5 H 0.4499 0.5767 0.1346 0.033 Uiso 1 2 i calc R . .
C6 C 0.6102(5) 0.6328(5) 0.1118(4) 0.0293(11) Uani 1 2 i d . . .
C7 C 0.7053(5) 0.6030(5) 0.0963(3) 0.0280(11) Uani 1 2 i d . . .
C8 C 0.6902(5) 0.4859(5) 0.0888(4) 0.0303(11) Uani 1 2 i d . . .
H8 H 0.7520 0.4641 0.0801 0.036 Uiso 1 2 i calc R . .
C9 C 0.5812(5) 0.3978(5) 0.0943(3) 0.0275(11) Uani 1 2 i d . . .
C10 C 0.4530(5) 0.1951(5) 0.0814(4) 0.0360(13) Uani 1 2 i d . . .
H10 H 0.4400 0.1142 0.0685 0.043 Uiso 1 2 i calc R . .
C11 C 0.8829(5) 0.8048(5) 0.1598(4) 0.0361(13) Uani 1 2 i d . . .
H11A H 0.9311 0.7895 0.2083 0.043 Uiso 1 2 i calc R . .
H11B H 0.8281 0.8339 0.1797 0.043 Uiso 1 2 i calc R . .
C12 C 0.9707(6) 0.9013(5) 0.1347(4) 0.0379(13) Uani 1 2 i d . . .
H12A H 0.9225 0.9218 0.0897 0.045 Uiso 1 2 i calc R . .
H12B H 1.0223 0.9748 0.1860 0.045 Uiso 1 2 i calc R . .
C13 C 0.9738(5) 0.7440(5) 0.0235(4) 0.0341(12) Uani 1 2 i d . . .
H13A H 1.0277 0.7149 0.0022 0.041 Uiso 1 2 i calc R . .
H13B H 0.9254 0.7612 -0.0237 0.041 Uiso 1 2 i calc R . .
C14 C 0.8851(5) 0.6455(5) 0.0489(4) 0.0314(12) Uani 1 2 i d . . .
H14A H 0.8322 0.5727 -0.0027 0.038 Uiso 1 2 i calc R . .
H14B H 0.9335 0.6237 0.0928 0.038 Uiso 1 2 i calc R . .
C15 C 0.6604(6) 0.2388(6) 0.0721(5) 0.0449(15) Uani 1 2 i d . . .
H15A H 0.7428 0.3043 0.1096 0.054 Uiso 1 2 i calc R . .
H15B H 0.6493 0.1687 0.0917 0.054 Uiso 1 2 i calc R . .
C16 C 0.6560(9) 0.2059(9) -0.0188(6) 0.071(2) Uani 1 2 i d . . .
H16A H 0.5702 0.1620 -0.0585 0.107 Uiso 1 2 i calc R . .
H16B H 0.6980 0.1553 -0.0261 0.107 Uiso 1 2 i calc R . .
H16C H 0.6970 0.2790 -0.0315 0.107 Uiso 1 2 i calc R . .
C17 C 0.3836(5) 0.2682(5) 0.4211(4) 0.0297(11) Uani 1 2 i d . . .
C18 C 0.2820(5) 0.1565(5) 0.4249(4) 0.0274(11) Uani 1 2 i d . . .
C19 C 0.1500(5) 0.1206(5) 0.3841(3) 0.0260(11) Uani 1 2 i d . . .
C20 C 0.0679(5) 0.0085(5) 0.3952(3) 0.0249(10) Uani 1 2 i d . . .
C21 C -0.0635(5) -0.0291(5) 0.3642(3) 0.0275(11) Uani 1 2 i d . . .
H21 H -0.0960 0.0174 0.3387 0.033 Uiso 1 2 i calc R . .
C22 C -0.1418(5) -0.1345(5) 0.3721(4) 0.0297(11) Uani 1 2 i d . . .
C23 C -0.0994(5) -0.2113(5) 0.4084(3) 0.0273(11) Uani 1 2 i d . . .
C24 C 0.0303(5) -0.1713(5) 0.4407(3) 0.0276(11) Uani 1 2 i d . . .
H24 H 0.0624 -0.2187 0.4654 0.033 Uiso 1 2 i calc R . .
C25 C 0.1136(5) -0.0606(5) 0.4367(3) 0.0257(10) Uani 1 2 i d . . .
C26 C 0.3196(5) 0.0873(5) 0.4679(4) 0.0323(12) Uani 1 2 i d . . .
H26 H 0.4055 0.1151 0.4952 0.039 Uiso 1 2 i calc R . .
C27 C -0.2915(6) -0.4041(6) 0.3348(4) 0.0407(14) Uani 1 2 i d . . .
H27A H -0.2651 -0.4541 0.2990 0.049 Uiso 1 2 i calc R . .
H27B H -0.3221 -0.3602 0.3005 0.049 Uiso 1 2 i calc R . .
C28 C -0.3948(6) -0.4848(6) 0.3590(4) 0.0419(14) Uani 1 2 i d . . .
H28A H -0.4235 -0.4352 0.3929 0.050 Uiso 1 2 i calc R . .
H28B H -0.4652 -0.5429 0.3057 0.050 Uiso 1 2 i calc R . .
C29 C -0.2343(5) -0.4653(6) 0.4926(4) 0.0369(13) Uani 1 2 i d . . .
H29A H -0.2018 -0.5112 0.5236 0.044 Uiso 1 2 i calc R . .
H29B H -0.2584 -0.4172 0.5319 0.044 Uiso 1 2 i calc R . .
C30 C -0.1323(5) -0.3800(5) 0.4684(4) 0.0337(12) Uani 1 2 i d . . .
H30A H -0.0629 -0.3205 0.5217 0.040 Uiso 1 2 i calc R . .
H30B H -0.1011 -0.4267 0.4346 0.040 Uiso 1 2 i calc R . .
C31 C 0.2991(6) -0.0836(6) 0.5222(4) 0.0409(14) Uani 1 2 i d . . .
H31A H 0.2497 -0.1164 0.5563 0.049 Uiso 1 2 i calc R . .
H31B H 0.3830 -0.0259 0.5634 0.049 Uiso 1 2 i calc R . .
C32 C 0.3062(8) -0.1868(7) 0.4613(6) 0.062(2) Uani 1 2 i d . . .
H32A H 0.2232 -0.2457 0.4216 0.094 Uiso 1 2 i calc R . .
H32B H 0.3442 -0.2256 0.4955 0.094 Uiso 1 2 i calc R . .
H32C H 0.3558 -0.1549 0.4278 0.094 Uiso 1 2 i calc R . .
C33 C -0.2813(6) 0.2115(6) 0.2816(4) 0.0427(14) Uani 1 2 i d . . .
C34 C -0.4010(6) 0.0991(6) 0.2662(4) 0.0364(13) Uani 1 2 i d . . .
C35 C -0.4005(6) -0.0146(6) 0.2484(4) 0.0413(14) Uani 1 2 i d . . .
H35 H -0.3303 -0.0223 0.2424 0.050 Uiso 1 2 i calc R . .
C36 C -0.5067(6) -0.1173(6) 0.2393(5) 0.0438(15) Uani 1 2 i d . . .
H36 H -0.5059 -0.1932 0.2294 0.053 Uiso 1 2 i calc R . .
C37 C -0.6137(5) -0.1070(5) 0.2451(4) 0.0356(13) Uani 1 2 i d . . .
C38 C -0.6124(6) 0.0066(6) 0.2611(4) 0.0396(13) Uani 1 2 i d . . .
H38 H -0.6839 0.0141 0.2637 0.047 Uiso 1 2 i calc R . .
C39 C -0.5057(6) 0.1099(6) 0.2733(4) 0.0387(13) Uani 1 2 i d . . .
H39 H -0.5052 0.1863 0.2863 0.046 Uiso 1 2 i calc R . .
C40 C -0.7279(6) -0.2225(6) 0.2318(4) 0.0453(16) Uani 1 2 i d . . .
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'
F F 0.0171 0.0103 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Ba1 O1 82.96(17) . . ?
O4 Ba1 O6 63.49(12) . . ?
O1 Ba1 O6 89.74(14) . . ?
O4 Ba1 O3 92.09(13) . . ?
O1 Ba1 O3 63.82(12) . . ?
O6 Ba1 O3 146.78(12) . . ?
O4 Ba1 O3W 74.41(15) . . ?
O1 Ba1 O3W 134.09(15) . . ?
O6 Ba1 O3W 113.57(15) . . ?
O3 Ba1 O3W 77.46(15) . . ?
O4 Ba1 O2W 112.55(16) . . ?
O1 Ba1 O2W 149.10(14) . . ?
O6 Ba1 O2W 75.26(14) . . ?
O3 Ba1 O2W 137.48(13) . . ?
O3W Ba1 O2W 76.78(16) . . ?
O4 Ba1 O1W 137.08(16) . . ?
O1 Ba1 O1W 77.24(15) . . ?
O6 Ba1 O1W 78.60(15) . . ?
O3 Ba1 O1W 111.89(14) . . ?
O3W Ba1 O1W 143.48(16) . . ?
O2W Ba1 O1W 73.42(15) . . ?
O4 Ba1 O4W 147.67(13) . . ?
O1 Ba1 O4W 111.84(15) . . ?
O6 Ba1 O4W 140.86(13) . . ?
O3 Ba1 O4W 71.27(13) . . ?
O3W Ba1 O4W 74.99(14) . . ?
O2W Ba1 O4W 69.71(15) . . ?
O1W Ba1 O4W 75.22(16) . . ?
C1 O1 Ba1 142.2(4) . . ?
Ba1 O1W H1W1 143.0 . . ?
Ba1 O1W H1W2 108.5 . . ?
H1W1 O1W H1W2 108.4 . . ?
Ba1 O2W H2W1 103.5 . . ?
Ba1 O2W H2W2 112.4 . . ?
H2W1 O2W H2W2 108.4 . . ?
C3 O3 Ba1 131.7(3) . . ?
Ba1 O3W H3W1 142.0 . . ?
Ba1 O3W H3W2 109.3 . . ?
H3W1 O3W H3W2 108.4 . . ?
Ba1 O4W H4W1 106.0 . . ?
Ba1 O4W H4W2 96.5 . . ?
H4W1 O4W H4W2 108.4 . . ?
H5W2 O5W H5W1 109.6 . . ?
C17 O4 Ba1 144.2(4) . . ?
C19 O6 Ba1 136.7(3) . . ?
C10 N1 C9 119.2(5) . . ?
C10 N1 C15 118.8(5) . . ?
C9 N1 C15 121.9(5) . . ?
C7 N2 C14 116.7(4) . . ?
C7 N2 C11 115.0(4) . . ?
C14 N2 C11 111.7(4) . . ?
C12 N3 C13 110.2(4) . . ?
C12 N3 H3N 124.9 . . ?
C13 N3 H3N 124.9 . . ?
C26 N4 C25 118.9(5) . . ?
C26 N4 C31 118.8(5) . . ?
C25 N4 C31 122.3(5) . . ?
C23 N5 C27 117.3(4) . . ?
C23 N5 C30 117.6(4) . . ?
C27 N5 C30 111.3(5) . . ?
C29 N6 C28 111.1(5) . . ?
C29 N6 H6N 124.4 . . ?
C28 N6 H6N 124.4 . . ?
O1 C1 O2 123.7(5) . . ?
O1 C1 C2 118.7(5) . . ?
O2 C1 C2 117.7(5) . . ?
C10 C2 C3 119.7(5) . . ?
C10 C2 C1 116.8(5) . . ?
C3 C2 C1 123.4(5) . . ?
O3 C3 C2 126.0(5) . . ?
O3 C3 C4 120.1(5) . . ?
C2 C3 C4 113.9(5) . . ?
C9 C4 C5 118.9(5) . . ?
C9 C4 C3 122.5(5) . . ?
C5 C4 C3 118.6(5) . . ?
C6 C5 C4 119.8(5) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
F1 C6 C5 118.4(5) . . ?
F1 C6 C7 118.7(4) . . ?
C5 C6 C7 122.9(5) . . ?
C8 C7 N2 122.7(5) . . ?
C8 C7 C6 117.5(5) . . ?
N2 C7 C6 119.7(5) . . ?
C7 C8 C9 120.8(5) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
N1 C9 C4 118.8(5) . . ?
N1 C9 C8 121.2(5) . . ?
C4 C9 C8 120.0(5) . . ?
N1 C10 C2 124.9(5) . . ?
N1 C10 H10 117.5 . . ?
C2 C10 H10 117.5 . . ?
N2 C11 C12 111.1(5) . . ?
N2 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N2 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
N3 C12 C11 110.4(5) . . ?
N3 C12 H12A 109.6 . . ?
C11 C12 H12A 109.6 . . ?
N3 C12 H12B 109.6 . . ?
C11 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
N3 C13 C14 110.1(4) . . ?
N3 C13 H13A 109.6 . . ?
C14 C13 H13A 109.6 . . ?
N3 C13 H13B 109.6 . . ?
C14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
N2 C14 C13 110.1(5) . . ?
N2 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
N2 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 N1 113.7(6) . . ?
C16 C15 H15A 108.8 . . ?
N1 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
N1 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 O5 124.4(5) . . ?
O4 C17 C18 119.1(5) . . ?
O5 C17 C18 116.5(5) . . ?
C26 C18 C19 119.7(5) . . ?
C26 C18 C17 117.2(5) . . ?
C19 C18 C17 123.1(5) . . ?
O6 C19 C18 125.6(5) . . ?
O6 C19 C20 120.4(5) . . ?
C18 C19 C20 114.0(5) . . ?
C25 C20 C21 118.6(5) . . ?
C25 C20 C19 122.9(5) . . ?
C21 C20 C19 118.5(5) . . ?
C22 C21 C20 119.4(5) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
F2 C22 C21 117.7(5) . . ?
F2 C22 C23 118.8(5) . . ?
C21 C22 C23 123.5(5) . . ?
N5 C23 C24 123.2(5) . . ?
N5 C23 C22 120.4(5) . . ?
C24 C23 C22 116.3(5) . . ?
C23 C24 C25 121.5(5) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
N4 C25 C20 118.9(5) . . ?
N4 C25 C24 120.7(5) . . ?
C20 C25 C24 120.5(5) . . ?
N4 C26 C18 125.5(5) . . ?
N4 C26 H26 117.2 . . ?
C18 C26 H26 117.2 . . ?
N5 C27 C28 109.8(5) . . ?
N5 C27 H27A 109.7 . . ?
C28 C27 H27A 109.7 . . ?
N5 C27 H27B 109.7 . . ?
C28 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
N6 C28 C27 109.4(5) . . ?
N6 C28 H28A 109.8 . . ?
C27 C28 H28A 109.8 . . ?
N6 C28 H28B 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
N6 C29 C30 111.4(5) . . ?
N6 C29 H29A 109.4 . . ?
C30 C29 H29A 109.4 . . ?
N6 C29 H29B 109.4 . . ?
C30 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
N5 C30 C29 109.5(5) . . ?
N5 C30 H30A 109.8 . . ?
C29 C30 H30A 109.8 . . ?
N5 C30 H30B 109.8 . . ?
C29 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?
N4 C31 C32 112.7(6) . . ?
N4 C31 H31A 109.0 . . ?
C32 C31 H31A 109.0 . . ?
N4 C31 H31B 109.0 . . ?
C32 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O7 C33 O8 124.7(6) . . ?
O7 C33 C34 116.9(6) . . ?
O8 C33 C34 118.4(6) . . ?
C39 C34 C35 120.3(6) . . ?
C39 C34 C33 121.1(6) . . ?
C35 C34 C33 118.5(5) . . ?
C34 C35 C36 119.2(6) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C37 C36 C35 120.6(6) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C38 C37 C36 118.8(6) . . ?
C38 C37 C40 122.9(6) . . ?
C36 C37 C40 118.3(6) . . ?
C37 C38 C39 121.0(6) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 H38 119.5 . . ?
C34 C39 C38 120.0(6) . . ?
C34 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
O9 C40 O10 125.5(6) . . ?
O9 C40 C37 117.3(6) . . ?
O10 C40 C37 117.3(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ba1 O4 2.685(4) . ?
Ba1 O1 2.687(4) . ?
Ba1 O6 2.697(4) . ?
Ba1 O3 2.709(4) . ?
Ba1 O3W 2.787(5) . ?
Ba1 O2W 2.825(5) . ?
Ba1 O1W 2.833(5) . ?
Ba1 O4W 2.868(5) . ?
F1 C6 1.355(6) . ?
F2 C22 1.364(6) . ?
O1 C1 1.240(7) . ?
O1W H1W1 0.8200 . ?
O1W H1W2 0.8200 . ?
O2 C1 1.249(7) . ?
O2W H2W1 0.8200 . ?
O2W H2W2 0.8201 . ?
O3 C3 1.238(7) . ?
O3W H3W1 0.8200 . ?
O3W H3W2 0.8200 . ?
O4W H4W1 0.8199 . ?
O4W H4W2 0.8200 . ?
O5W H5W2 0.8201 . ?
O5W H5W1 0.8200 . ?
O4 C17 1.235(7) . ?
O5 C17 1.264(7) . ?
O6 C19 1.244(7) . ?
O7 C33 1.233(8) . ?
O8 C33 1.245(9) . ?
O9 C40 1.252(9) . ?
O10 C40 1.268(9) . ?
N1 C10 1.358(7) . ?
N1 C9 1.381(7) . ?
N1 C15 1.496(8) . ?
N2 C7 1.410(7) . ?
N2 C14 1.462(7) . ?
N2 C11 1.469(7) . ?
N3 C12 1.468(8) . ?
N3 C13 1.481(7) . ?
N3 H3N 0.8600 . ?
N4 C26 1.351(7) . ?
N4 C25 1.392(7) . ?
N4 C31 1.478(7) . ?
N5 C23 1.391(7) . ?
N5 C27 1.473(7) . ?
N5 C30 1.477(7) . ?
N6 C29 1.488(7) . ?
N6 C28 1.502(8) . ?
N6 H6N 0.8600 . ?
C1 C2 1.518(7) . ?
C2 C10 1.365(8) . ?
C2 C3 1.438(8) . ?
C3 C4 1.473(7) . ?
C4 C9 1.401(8) . ?
C4 C5 1.408(8) . ?
C5 C6 1.361(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.417(8) . ?
C7 C8 1.377(8) . ?
C8 C9 1.423(7) . ?
C8 H8 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.504(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.527(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.460(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.515(7) . ?
C18 C26 1.360(8) . ?
C18 C19 1.441(7) . ?
C19 C20 1.471(7) . ?
C20 C25 1.393(7) . ?
C20 C21 1.420(7) . ?
C21 C22 1.369(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.414(8) . ?
C23 C24 1.397(8) . ?
C24 C25 1.409(7) . ?
C24 H24 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.506(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.520(7) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.510(11) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.528(9) . ?
C34 C39 1.375(9) . ?
C34 C35 1.390(9) . ?
C35 C36 1.399(9) . ?
C35 H35 0.9300 . ?
C36 C37 1.393(9) . ?
C36 H36 0.9300 . ?
C37 C38 1.380(9) . ?
C37 C40 1.521(8) . ?
C38 C39 1.389(9) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W1 O2 0.82 2.11 2.918(7) 166.4 2
O1W H1W2 O7 0.82 2.03 2.830(8) 166.3 .
O2W H2W1 O7 0.82 1.91 2.730(7) 174.6 .
O2W H2W2 O5W 0.82 2.14 2.955(8) 174.7 .
O3W H3W1 O5 0.82 2.08 2.890(6) 170.2 2_666
O3W H3W2 O9 0.82 1.97 2.785(7) 170.0 1_665
O4W H4W1 O5W 0.82 2.22 2.996(8) 158.9 .
O4W H4W2 O9 0.82 1.96 2.738(7) 157.4 1_665
O5W H5W2 O10 0.82 1.99 2.771(7) 157.6 1_665
N3 H3N O2 0.86 2.33 2.758(6) 111.2 1_665
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Ba1 O1 C1 -77.4(7) . . . . ?
O6 Ba1 O1 C1 -140.7(7) . . . . ?
O3 Ba1 O1 C1 18.4(7) . . . . ?
O3W Ba1 O1 C1 -17.2(8) . . . . ?
O2W Ba1 O1 C1 159.5(6) . . . . ?
O1W Ba1 O1 C1 140.9(7) . . . . ?
O4W Ba1 O1 C1 72.8(7) . . . . ?
O4 Ba1 O3 C3 42.5(5) . . . . ?
O1 Ba1 O3 C3 -38.6(4) . . . . ?
O6 Ba1 O3 C3 2.0(6) . . . . ?
O3W Ba1 O3 C3 116.1(5) . . . . ?
O2W Ba1 O3 C3 170.0(4) . . . . ?
O1W Ba1 O3 C3 -101.0(5) . . . . ?
O4W Ba1 O3 C3 -165.7(5) . . . . ?
O1 Ba1 O4 C17 -93.7(8) . . . . ?
O6 Ba1 O4 C17 -0.4(7) . . . . ?
O3 Ba1 O4 C17 -157.0(8) . . . . ?
O3W Ba1 O4 C17 126.7(8) . . . . ?
O2W Ba1 O4 C17 58.6(8) . . . . ?
O1W Ba1 O4 C17 -31.0(9) . . . . ?
O4W Ba1 O4 C17 145.9(7) . . . . ?
O4 Ba1 O6 C19 -26.4(5) . . . . ?
O1 Ba1 O6 C19 55.9(5) . . . . ?
O3 Ba1 O6 C19 20.2(7) . . . . ?
O3W Ba1 O6 C19 -83.3(6) . . . . ?
O2W Ba1 O6 C19 -151.5(6) . . . . ?
O1W Ba1 O6 C19 132.9(6) . . . . ?
O4W Ba1 O6 C19 -178.4(5) . . . . ?
Ba1 O1 C1 O2 -175.9(5) . . . . ?
Ba1 O1 C1 C2 3.3(10) . . . . ?
O1 C1 C2 C10 152.8(6) . . . . ?
O2 C1 C2 C10 -27.9(8) . . . . ?
O1 C1 C2 C3 -24.8(8) . . . . ?
O2 C1 C2 C3 154.5(5) . . . . ?
Ba1 O3 C3 C2 38.2(8) . . . . ?
Ba1 O3 C3 C4 -143.9(4) . . . . ?
C10 C2 C3 O3 -173.6(6) . . . . ?
C1 C2 C3 O3 3.9(8) . . . . ?
C10 C2 C3 C4 8.3(7) . . . . ?
C1 C2 C3 C4 -174.1(5) . . . . ?
O3 C3 C4 C9 174.3(5) . . . . ?
C2 C3 C4 C9 -7.6(7) . . . . ?
O3 C3 C4 C5 -6.4(7) . . . . ?
C2 C3 C4 C5 171.8(5) . . . . ?
C9 C4 C5 C6 1.4(8) . . . . ?
C3 C4 C5 C6 -177.9(5) . . . . ?
C4 C5 C6 F1 174.5(5) . . . . ?
C4 C5 C6 C7 -3.2(8) . . . . ?
C14 N2 C7 C8 10.3(7) . . . . ?
C11 N2 C7 C8 -123.4(6) . . . . ?
C14 N2 C7 C6 -166.3(5) . . . . ?
C11 N2 C7 C6 60.0(7) . . . . ?
F1 C6 C7 C8 -176.0(5) . . . . ?
C5 C6 C7 C8 1.6(8) . . . . ?
F1 C6 C7 N2 0.7(8) . . . . ?
C5 C6 C7 N2 178.4(5) . . . . ?
N2 C7 C8 C9 -175.0(5) . . . . ?
C6 C7 C8 C9 1.6(8) . . . . ?
C10 N1 C9 C4 6.6(8) . . . . ?
C15 N1 C9 C4 -174.8(5) . . . . ?
C10 N1 C9 C8 -174.2(5) . . . . ?
C15 N1 C9 C8 4.4(8) . . . . ?
C5 C4 C9 N1 -179.1(5) . . . . ?
C3 C4 C9 N1 0.3(8) . . . . ?
C5 C4 C9 C8 1.7(8) . . . . ?
C3 C4 C9 C8 -179.0(5) . . . . ?
C7 C8 C9 N1 177.5(5) . . . . ?
C7 C8 C9 C4 -3.3(8) . . . . ?
C9 N1 C10 C2 -5.9(9) . . . . ?
C15 N1 C10 C2 175.4(6) . . . . ?
C3 C2 C10 N1 -2.1(9) . . . . ?
C1 C2 C10 N1 -179.8(5) . . . . ?
C7 N2 C11 C12 -167.9(5) . . . . ?
C14 N2 C11 C12 56.1(7) . . . . ?
C13 N3 C12 C11 58.3(6) . . . . ?
N2 C11 C12 N3 -56.8(7) . . . . ?
C12 N3 C13 C14 -58.4(6) . . . . ?
C7 N2 C14 C13 169.0(5) . . . . ?
C11 N2 C14 C13 -55.9(6) . . . . ?
N3 C13 C14 N2 56.9(6) . . . . ?
C10 N1 C15 C16 94.8(8) . . . . ?
C9 N1 C15 C16 -83.9(8) . . . . ?
Ba1 O4 C17 O5 -163.7(5) . . . . ?
Ba1 O4 C17 C18 18.4(10) . . . . ?
O4 C17 C18 C26 158.0(6) . . . . ?
O5 C17 C18 C26 -20.1(8) . . . . ?
O4 C17 C18 C19 -20.8(8) . . . . ?
O5 C17 C18 C19 161.1(5) . . . . ?
Ba1 O6 C19 C18 31.9(9) . . . . ?
Ba1 O6 C19 C20 -149.5(4) . . . . ?
C26 C18 C19 O6 179.2(5) . . . . ?
C17 C18 C19 O6 -2.0(9) . . . . ?
C26 C18 C19 C20 0.6(7) . . . . ?
C17 C18 C19 C20 179.3(5) . . . . ?
O6 C19 C20 C25 177.6(5) . . . . ?
C18 C19 C20 C25 -3.7(7) . . . . ?
O6 C19 C20 C21 -4.1(8) . . . . ?
C18 C19 C20 C21 174.7(5) . . . . ?
C25 C20 C21 C22 -3.0(8) . . . . ?
C19 C20 C21 C22 178.6(5) . . . . ?
C20 C21 C22 F2 176.3(5) . . . . ?
C20 C21 C22 C23 -1.4(8) . . . . ?
C27 N5 C23 C24 -130.2(6) . . . . ?
C30 N5 C23 C24 6.7(8) . . . . ?
C27 N5 C23 C22 54.0(7) . . . . ?
C30 N5 C23 C22 -169.1(5) . . . . ?
F2 C22 C23 N5 1.4(8) . . . . ?
C21 C22 C23 N5 179.1(5) . . . . ?
F2 C22 C23 C24 -174.7(5) . . . . ?
C21 C22 C23 C24 3.1(8) . . . . ?
N5 C23 C24 C25 -176.2(5) . . . . ?
C22 C23 C24 C25 -0.3(8) . . . . ?
C26 N4 C25 C20 -1.1(8) . . . . ?
C31 N4 C25 C20 177.8(5) . . . . ?
C26 N4 C25 C24 179.0(5) . . . . ?
C31 N4 C25 C24 -2.1(8) . . . . ?
C21 C20 C25 N4 -174.3(5) . . . . ?
C19 C20 C25 N4 4.0(8) . . . . ?
C21 C20 C25 C24 5.6(8) . . . . ?
C19 C20 C25 C24 -176.0(5) . . . . ?
C23 C24 C25 N4 175.9(5) . . . . ?
C23 C24 C25 C20 -4.0(8) . . . . ?
C25 N4 C26 C18 -2.1(9) . . . . ?
C31 N4 C26 C18 178.9(6) . . . . ?
C19 C18 C26 N4 2.3(9) . . . . ?
C17 C18 C26 N4 -176.5(5) . . . . ?
C23 N5 C27 C28 -159.4(5) . . . . ?
C30 N5 C27 C28 61.1(7) . . . . ?
C29 N6 C28 C27 56.5(7) . . . . ?
N5 C27 C28 N6 -59.0(7) . . . . ?
C28 N6 C29 C30 -55.1(7) . . . . ?
C23 N5 C30 C29 162.4(5) . . . . ?
C27 N5 C30 C29 -58.3(6) . . . . ?
N6 C29 C30 N5 55.1(7) . . . . ?
C26 N4 C31 C32 -98.0(7) . . . . ?
C25 N4 C31 C32 83.1(7) . . . . ?
O7 C33 C34 C39 -177.0(6) . . . . ?
O8 C33 C34 C39 1.3(10) . . . . ?
O7 C33 C34 C35 5.5(9) . . . . ?
O8 C33 C34 C35 -176.2(7) . . . . ?
C39 C34 C35 C36 -1.2(9) . . . . ?
C33 C34 C35 C36 176.3(6) . . . . ?
C34 C35 C36 C37 2.2(10) . . . . ?
C35 C36 C37 C38 -0.9(10) . . . . ?
C35 C36 C37 C40 178.0(6) . . . . ?
C36 C37 C38 C39 -1.5(9) . . . . ?
C40 C37 C38 C39 179.7(6) . . . . ?
C35 C34 C39 C38 -1.1(9) . . . . ?
C33 C34 C39 C38 -178.5(6) . . . . ?
C37 C38 C39 C34 2.5(10) . . . . ?
C38 C37 C40 O9 -175.7(6) . . . . ?
C36 C37 C40 O9 5.4(9) . . . . ?
C38 C37 C40 O10 4.8(9) . . . . ?
C36 C37 C40 O10 -174.1(6) . . . . ?
