#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/25/4302543.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_4302543
loop_
_publ_author_name
'Jean-Claude G. Bünzli'
'Nail M. Shavaleev'
'Rosario Scopelliti'
'Frédéric Gumy'
_publ_contact_author_address
;Ecole polytechnique fédérale de Lausanne
Institut des sciences et ingénierie chimiques
EPFL SB ISIC LCSL
BCH 1402 (Bât. BCH)
CH-1015 Lausanne
Switzerland
;
_publ_contact_author_email       jean-claude.bunzli@epfl.ch
_publ_contact_author_fax         '+41 21 693 98 25'
_publ_contact_author_name        'Jean-Claude Bünzli'
_publ_contact_author_phone       '+41 21 693 98 21'
_publ_section_title
;
Benzothiazole- and Benzoxazole-Substituted Pyridine-2-Carboxylates as
Efficient Sensitizers of Europium Luminescence
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6178
_journal_page_last               6191
_journal_paper_doi               10.1021/ic9005136
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         'C39 H25 N6 O8 S3 Tb, C2 H6 O, H2 O'
_chemical_formula_sum            'C41 H33 N6 O10 S3 Tb'
_chemical_formula_weight         1024.83
_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                117.824(9)
_cell_angle_beta                 91.976(8)
_cell_angle_gamma                112.547(7)
_cell_formula_units_Z            2
_cell_length_a                   12.1594(12)
_cell_length_b                   14.6122(19)
_cell_length_c                   14.7852(17)
_cell_measurement_reflns_used    98
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.498
_cell_measurement_theta_min      4.201
_cell_volume                     2071.1(5)
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs, 1990-2000)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0663
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            50589
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.31
_exptl_absorpt_coefficient_mu    1.925
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10, G.M. Sheldrick, 2003'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.007
_refine_diff_density_min         -1.070
_refine_diff_density_rms         0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     568
_refine_ls_number_reflns         9480
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0385
_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)+(0.0185P)²+3.8312P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0771
_reflns_number_gt                8316
_reflns_number_total             9480
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9005136_si_001_12.cif
_cod_data_source_block           '[Tb(LS)3(H2O)2)]'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2071.1(4)
_cod_database_code               4302543
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.288845(16) 0.159128(14) 0.395274(14) 0.01265(5) Uani 1 1 d . . .
S1 S 0.62859(9) 0.15550(9) 0.61095(8) 0.0237(2) Uani 1 1 d . . .
S2 S -0.05027(9) 0.13402(8) 0.15358(8) 0.0207(2) Uani 1 1 d . . .
S3 S 0.04025(10) -0.31910(8) 0.21588(8) 0.0269(2) Uani 1 1 d . . .
O1 O 0.1238(2) 0.1636(2) 0.4717(2) 0.0194(6) Uani 1 1 d . . .
O2 O 0.0121(3) 0.1461(2) 0.5857(2) 0.0285(7) Uani 1 1 d . . .
O3 O 0.4153(2) 0.3480(2) 0.53931(19) 0.0180(6) Uani 1 1 d . . .
O4 O 0.4694(2) 0.5374(2) 0.6427(2) 0.0237(6) Uani 1 1 d . . .
O5 O 0.3165(2) 0.0157(2) 0.2517(2) 0.0227(6) Uani 1 1 d . . .
O6 O 0.4115(3) 0.0363(2) 0.1308(2) 0.0299(7) Uani 1 1 d . . .
O7 O 0.4127(2) 0.2387(2) 0.3011(2) 0.0192(6) Uani 1 1 d D . .
H7A H 0.460(3) 0.319(2) 0.319(3) 0.029 Uiso 1 1 d D . .
H7B H 0.421(4) 0.186(3) 0.233(2) 0.029 Uiso 1 1 d D . .
O8 O 0.1704(3) -0.0361(2) 0.3558(2) 0.0214(6) Uani 1 1 d D . .
H8A H 0.193(3) -0.092(3) 0.303(3) 0.032 Uiso 1 1 d D . .
H8B H 0.096(3) -0.077(3) 0.373(3) 0.032 Uiso 1 1 d D . .
N1 N 0.3011(3) 0.1496(2) 0.5641(2) 0.0156(6) Uani 1 1 d . . .
N2 N 0.4925(3) 0.1577(2) 0.4723(2) 0.0159(6) Uani 1 1 d . . .
N3 N 0.2438(3) 0.3177(2) 0.4002(2) 0.0153(6) Uani 1 1 d . . .
N4 N 0.1053(3) 0.0928(2) 0.2353(2) 0.0163(7) Uani 1 1 d . . .
N5 N 0.2415(3) -0.2124(2) 0.1458(2) 0.0190(7) Uani 1 1 d . . .
N6 N 0.0744(3) -0.5008(3) 0.1012(2) 0.0213(7) Uani 1 1 d . . .
C1 C 0.1038(3) 0.1504(3) 0.5499(3) 0.0202(8) Uani 1 1 d . . .
C2 C 0.2036(3) 0.1421(3) 0.6055(3) 0.0185(8) Uani 1 1 d . . .
C3 C 0.1955(4) 0.1284(4) 0.6924(3) 0.0285(10) Uani 1 1 d . . .
H3 H 0.1252 0.1235 0.7197 0.034 Uiso 1 1 calc R . .
C4 C 0.2911(4) 0.1221(4) 0.7384(3) 0.0356(11) Uani 1 1 d . . .
H4 H 0.2877 0.1131 0.7980 0.043 Uiso 1 1 calc R . .
C5 C 0.3921(4) 0.1291(4) 0.6962(3) 0.0281(9) Uani 1 1 d . . .
H5 H 0.4587 0.1243 0.7259 0.034 Uiso 1 1 calc R . .
C6 C 0.3937(3) 0.1434(3) 0.6092(3) 0.0189(8) Uani 1 1 d . . .
C7 C 0.4960(3) 0.1519(3) 0.5580(3) 0.0164(8) Uani 1 1 d . . .
C8 C 0.6893(4) 0.1684(3) 0.5106(3) 0.0225(8) Uani 1 1 d . . .
C9 C 0.8044(4) 0.1782(4) 0.4937(4) 0.0329(10) Uani 1 1 d . . .
H9 H 0.8616 0.1795 0.5402 0.040 Uiso 1 1 calc R . .
C10 C 0.8320(4) 0.1859(4) 0.4072(4) 0.0348(11) Uani 1 1 d . . .
H10 H 0.9100 0.1934 0.3941 0.042 Uiso 1 1 calc R . .
C11 C 0.7472(4) 0.1830(4) 0.3384(4) 0.0308(10) Uani 1 1 d . . .
H11 H 0.7683 0.1876 0.2789 0.037 Uiso 1 1 calc R . .
C12 C 0.6328(4) 0.1736(3) 0.3551(3) 0.0218(8) Uani 1 1 d . . .
H12 H 0.5761 0.1720 0.3079 0.026 Uiso 1 1 calc R . .
C13 C 0.6028(3) 0.1664(3) 0.4424(3) 0.0178(8) Uani 1 1 d . . .
C14 C 0.4074(3) 0.4394(3) 0.5611(3) 0.0171(8) Uani 1 1 d . . .
C15 C 0.3134(3) 0.4275(3) 0.4813(3) 0.0171(8) Uani 1 1 d . . .
C16 C 0.2979(4) 0.5210(3) 0.4916(3) 0.0219(8) Uani 1 1 d . . .
H16 H 0.3479 0.5971 0.5502 0.026 Uiso 1 1 calc R . .
C17 C 0.2085(4) 0.5015(3) 0.4151(3) 0.0265(9) Uani 1 1 d . . .
H17 H 0.1971 0.5641 0.4195 0.032 Uiso 1 1 calc R . .
C18 C 0.1356(4) 0.3883(3) 0.3315(3) 0.0243(9) Uani 1 1 d . . .
H18 H 0.0729 0.3724 0.2785 0.029 Uiso 1 1 calc R . .
C19 C 0.1558(3) 0.2987(3) 0.3267(3) 0.0175(8) Uani 1 1 d . . .
C20 C 0.0814(3) 0.1762(3) 0.2431(3) 0.0163(8) Uani 1 1 d . . .
C21 C -0.0787(3) -0.0089(3) 0.0995(3) 0.0190(8) Uani 1 1 d . . .
C22 C -0.1796(4) -0.1083(3) 0.0174(3) 0.0249(9) Uani 1 1 d . . .
H22 H -0.2417 -0.1025 -0.0171 0.030 Uiso 1 1 calc R . .
C23 C -0.1852(4) -0.2152(3) -0.0114(3) 0.0263(9) Uani 1 1 d . . .
H23 H -0.2530 -0.2841 -0.0657 0.032 Uiso 1 1 calc R . .
C24 C -0.0915(4) -0.2229(3) 0.0390(3) 0.0238(9) Uani 1 1 d . . .
H24 H -0.0971 -0.2971 0.0176 0.029 Uiso 1 1 calc R . .
C25 C 0.0093(4) -0.1239(3) 0.1196(3) 0.0198(8) Uani 1 1 d . . .
H25 H 0.0730 -0.1299 0.1519 0.024 Uiso 1 1 calc R . .
C26 C 0.0146(3) -0.0147(3) 0.1520(3) 0.0168(8) Uani 1 1 d . . .
C27 C 0.3558(3) -0.0218(3) 0.1703(3) 0.0216(9) Uani 1 1 d . . .
C28 C 0.3328(3) -0.1474(3) 0.1210(3) 0.0192(8) Uani 1 1 d . . .
C29 C 0.4025(4) -0.1900(3) 0.0560(3) 0.0242(9) Uani 1 1 d . . .
H29 H 0.4657 -0.1416 0.0397 0.029 Uiso 1 1 calc R . .
C30 C 0.3777(4) -0.3056(4) 0.0150(3) 0.0277(10) Uani 1 1 d . . .
H30 H 0.4251 -0.3366 -0.0283 0.033 Uiso 1 1 calc R . .
C31 C 0.2839(4) -0.3740(3) 0.0382(3) 0.0249(9) Uani 1 1 d . . .
H31 H 0.2648 -0.4531 0.0107 0.030 Uiso 1 1 calc R . .
C32 C 0.2170(3) -0.3247(3) 0.1034(3) 0.0186(8) Uani 1 1 d . . .
C33 C 0.1149(4) -0.3911(3) 0.1324(3) 0.0212(8) Uani 1 1 d . . .
C34 C -0.0216(4) -0.5342(3) 0.1448(3) 0.0210(8) Uani 1 1 d . . .
C35 C -0.0901(4) -0.6471(3) 0.1258(3) 0.0255(9) Uani 1 1 d . . .
H35 H -0.0716 -0.7082 0.0804 0.031 Uiso 1 1 calc R . .
C36 C -0.1844(4) -0.6676(3) 0.1742(3) 0.0286(10) Uani 1 1 d . . .
H36 H -0.2314 -0.7437 0.1609 0.034 Uiso 1 1 calc R . .
C37 C -0.2117(4) -0.5791(4) 0.2419(4) 0.0331(10) Uani 1 1 d . . .
H37 H -0.2756 -0.5953 0.2755 0.040 Uiso 1 1 calc R . .
C38 C -0.1476(4) -0.4672(4) 0.2614(3) 0.0341(11) Uani 1 1 d . . .
H38 H -0.1670 -0.4069 0.3069 0.041 Uiso 1 1 calc R . .
C39 C -0.0534(4) -0.4469(3) 0.2112(3) 0.0254(9) Uani 1 1 d . . .
C40 C 0.6210(5) -0.5548(4) -0.2195(4) 0.0484(14) Uani 1 1 d . . .
H40A H 0.5963 -0.5768 -0.2933 0.073 Uiso 1 1 calc R . .
H40B H 0.6289 -0.6182 -0.2176 0.073 Uiso 1 1 calc R . .
H40C H 0.7004 -0.4849 -0.1835 0.073 Uiso 1 1 calc R . .
C41 C 0.5243(5) -0.5309(5) -0.1639(4) 0.0478(13) Uani 1 1 d . . .
H41A H 0.4423 -0.5984 -0.2044 0.057 Uiso 1 1 calc R . .
H41B H 0.5433 -0.5187 -0.0924 0.057 Uiso 1 1 calc R . .
O9 O 0.5220(3) -0.4300(3) -0.1553(2) 0.0405(8) Uani 1 1 d . . .
H9A H 0.5169 -0.4362 -0.2148 0.061 Uiso 1 1 calc R . .
O10 O 0.6474(4) 0.0450(4) 0.0823(4) 0.0749(13) Uani 1 1 d D . .
H10A H 0.563(4) 0.039(6) 0.099(5) 0.112 Uiso 1 1 d D . .
H10B H 0.621(5) 0.004(6) -0.0003(19) 0.112 Uiso 1 1 d 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 '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
O5 Tb1 O1 134.29(9) . . ?
O5 Tb1 O3 136.70(9) . . ?
O1 Tb1 O3 88.42(9) . . ?
O5 Tb1 O8 64.15(9) . . ?
O1 Tb1 O8 75.38(9) . . ?
O3 Tb1 O8 140.93(9) . . ?
O5 Tb1 O7 69.27(9) . . ?
O1 Tb1 O7 140.60(9) . . ?
O3 Tb1 O7 81.11(9) . . ?
O8 Tb1 O7 132.77(8) . . ?
O5 Tb1 N3 127.35(10) . . ?
O1 Tb1 N3 71.14(9) . . ?
O3 Tb1 N3 64.75(9) . . ?
O8 Tb1 N3 136.71(9) . . ?
O7 Tb1 N3 70.03(9) . . ?
O5 Tb1 N1 115.00(9) . . ?
O1 Tb1 N1 64.76(9) . . ?
O3 Tb1 N1 72.05(9) . . ?
O8 Tb1 N1 68.88(9) . . ?
O7 Tb1 N1 142.99(9) . . ?
N3 Tb1 N1 117.63(9) . . ?
O5 Tb1 N2 74.23(9) . . ?
O1 Tb1 N2 126.91(9) . . ?
O3 Tb1 N2 72.81(9) . . ?
O8 Tb1 N2 88.75(9) . . ?
O7 Tb1 N2 85.99(9) . . ?
N3 Tb1 N2 133.54(9) . . ?
N1 Tb1 N2 62.26(9) . . ?
O5 Tb1 N4 78.86(9) . . ?
O1 Tb1 N4 75.80(9) . . ?
O3 Tb1 N4 127.77(9) . . ?
O8 Tb1 N4 82.88(9) . . ?
O7 Tb1 N4 81.01(9) . . ?
N3 Tb1 N4 63.02(9) . . ?
N1 Tb1 N4 135.75(9) . . ?
N2 Tb1 N4 152.83(9) . . ?
C8 S1 C7 88.81(19) . . ?
C21 S2 C20 89.17(18) . . ?
C39 S3 C33 89.03(19) . . ?
C1 O1 Tb1 126.9(2) . . ?
C14 O3 Tb1 126.9(2) . . ?
C27 O5 Tb1 153.7(3) . . ?
Tb1 O7 H7A 131(2) . . ?
Tb1 O7 H7B 119(2) . . ?
H7A O7 H7B 109(3) . . ?
Tb1 O8 H8A 113(2) . . ?
Tb1 O8 H8B 136(2) . . ?
H8A O8 H8B 110(3) . . ?
C6 N1 C2 118.1(3) . . ?
C6 N1 Tb1 124.6(2) . . ?
C2 N1 Tb1 117.1(2) . . ?
C7 N2 C13 109.8(3) . . ?
C7 N2 Tb1 116.5(2) . . ?
C13 N2 Tb1 133.7(2) . . ?
C19 N3 C15 118.3(3) . . ?
C19 N3 Tb1 124.1(2) . . ?
C15 N3 Tb1 117.7(2) . . ?
C20 N4 C26 109.6(3) . . ?
C20 N4 Tb1 115.1(2) . . ?
C26 N4 Tb1 134.5(2) . . ?
C28 N5 C32 117.3(3) . . ?
C33 N6 C34 109.9(3) . . ?
O2 C1 O1 126.3(4) . . ?
O2 C1 C2 117.5(4) . . ?
O1 C1 C2 116.3(3) . . ?
N1 C2 C3 122.6(4) . . ?
N1 C2 C1 114.5(3) . . ?
C3 C2 C1 123.0(4) . . ?
C4 C3 C2 119.1(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 119.0(4) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C6 118.6(4) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
N1 C6 C5 122.7(4) . . ?
N1 C6 C7 114.0(3) . . ?
C5 C6 C7 123.3(4) . . ?
N2 C7 C6 122.4(3) . . ?
N2 C7 S1 117.0(3) . . ?
C6 C7 S1 120.5(3) . . ?
C9 C8 C13 122.1(4) . . ?
C9 C8 S1 127.9(3) . . ?
C13 C8 S1 110.0(3) . . ?
C10 C9 C8 117.6(4) . . ?
C10 C9 H9 121.2 . . ?
C8 C9 H9 121.2 . . ?
C9 C10 C11 121.1(4) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C12 C11 C10 121.5(4) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 118.7(4) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C12 C13 N2 126.6(4) . . ?
C12 C13 C8 119.1(3) . . ?
N2 C13 C8 114.4(3) . . ?
O4 C14 O3 125.7(4) . . ?
O4 C14 C15 118.0(3) . . ?
O3 C14 C15 116.3(3) . . ?
N3 C15 C16 122.7(3) . . ?
N3 C15 C14 114.2(3) . . ?
C16 C15 C14 123.1(3) . . ?
C17 C16 C15 119.0(3) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 118.7(4) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C19 C18 C17 119.2(4) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
N3 C19 C18 122.2(3) . . ?
N3 C19 C20 114.7(3) . . ?
C18 C19 C20 123.1(3) . . ?
N4 C20 C19 122.8(3) . . ?
N4 C20 S2 116.5(3) . . ?
C19 C20 S2 120.6(3) . . ?
C22 C21 C26 122.5(3) . . ?
C22 C21 S2 127.6(3) . . ?
C26 C21 S2 109.9(3) . . ?
C23 C22 C21 117.6(4) . . ?
C23 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
C22 C23 C24 120.8(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 121.4(4) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 118.5(4) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
N4 C26 C21 114.8(3) . . ?
N4 C26 C25 126.1(3) . . ?
C21 C26 C25 119.1(3) . . ?
O6 C27 O5 125.2(4) . . ?
O6 C27 C28 119.9(3) . . ?
O5 C27 C28 114.9(3) . . ?
N5 C28 C29 123.2(3) . . ?
N5 C28 C27 115.1(3) . . ?
C29 C28 C27 121.7(4) . . ?
C28 C29 C30 118.6(4) . . ?
C28 C29 H29 120.7 . . ?
C30 C29 H29 120.7 . . ?
C31 C30 C29 119.2(4) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C30 C31 C32 118.6(4) . . ?
C30 C31 H31 120.7 . . ?
C32 C31 H31 120.7 . . ?
N5 C32 C31 123.1(4) . . ?
N5 C32 C33 114.4(3) . . ?
C31 C32 C33 122.5(3) . . ?
N6 C33 C32 125.5(4) . . ?
N6 C33 S3 116.3(3) . . ?
C32 C33 S3 118.2(3) . . ?
N6 C34 C39 115.8(3) . . ?
N6 C34 C35 125.7(4) . . ?
C39 C34 C35 118.5(4) . . ?
C36 C35 C34 119.1(4) . . ?
C36 C35 H35 120.4 . . ?
C34 C35 H35 120.4 . . ?
C35 C36 C37 121.2(4) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 H36 119.4 . . ?
C38 C37 C36 121.3(4) . . ?
C38 C37 H37 119.3 . . ?
C36 C37 H37 119.3 . . ?
C37 C38 C39 117.3(4) . . ?
C37 C38 H38 121.3 . . ?
C39 C38 H38 121.3 . . ?
C38 C39 C34 122.4(4) . . ?
C38 C39 S3 128.6(3) . . ?
C34 C39 S3 109.0(3) . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O9 C41 C40 110.0(4) . . ?
O9 C41 H41A 109.7 . . ?
C40 C41 H41A 109.7 . . ?
O9 C41 H41B 109.7 . . ?
C40 C41 H41B 109.7 . . ?
H41A C41 H41B 108.2 . . ?
C41 O9 H9A 109.5 . . ?
H10A O10 H10B 100(3) . . ?
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
Tb1 O5 2.335(2) . ?
Tb1 O1 2.345(3) . ?
Tb1 O3 2.356(2) . ?
Tb1 O8 2.407(3) . ?
Tb1 O7 2.423(3) . ?
Tb1 N3 2.549(3) . ?
Tb1 N1 2.567(3) . ?
Tb1 N2 2.701(3) . ?
Tb1 N4 2.711(3) . ?
S1 C8 1.736(4) . ?
S1 C7 1.739(4) . ?
S2 C21 1.729(4) . ?
S2 C20 1.741(4) . ?
S3 C39 1.742(4) . ?
S3 C33 1.746(4) . ?
O1 C1 1.275(5) . ?
O2 C1 1.244(4) . ?
O3 C14 1.263(4) . ?
O4 C14 1.254(4) . ?
O5 C27 1.265(4) . ?
O6 C27 1.254(5) . ?
O7 H7A 0.98(2) . ?
O7 H7B 0.99(2) . ?
O8 H8A 0.97(2) . ?
O8 H8B 0.98(2) . ?
N1 C6 1.343(5) . ?
N1 C2 1.343(5) . ?
N2 C7 1.310(5) . ?
N2 C13 1.404(5) . ?
N3 C19 1.347(5) . ?
N3 C15 1.349(4) . ?
N4 C20 1.314(5) . ?
N4 C26 1.405(4) . ?
N5 C28 1.348(5) . ?
N5 C32 1.350(4) . ?
N6 C33 1.309(5) . ?
N6 C34 1.388(5) . ?
C1 C2 1.516(5) . ?
C2 C3 1.391(6) . ?
C3 C4 1.381(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.472(5) . ?
C8 C9 1.395(5) . ?
C8 C13 1.414(5) . ?
C9 C10 1.377(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.398(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(5) . ?
C12 H12 0.9500 . ?
C14 C15 1.514(5) . ?
C15 C16 1.388(5) . ?
C16 C17 1.387(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.393(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.392(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.472(5) . ?
C21 C22 1.404(5) . ?
C21 C26 1.405(5) . ?
C22 C23 1.386(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.407(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.395(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.408(5) . ?
C25 H25 0.9500 . ?
C27 C28 1.523(5) . ?
C28 C29 1.390(5) . ?
C29 C30 1.397(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.375(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.402(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.473(5) . ?
C34 C39 1.406(5) . ?
C34 C35 1.411(5) . ?
C35 C36 1.382(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.390(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.389(6) . ?
C37 H37 0.9500 . ?
C38 C39 1.397(6) . ?
C38 H38 0.9500 . ?
C40 C41 1.514(7) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 O9 1.431(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
O9 H9A 0.8400 . ?
O10 H10A 1.05(2) . ?
O10 H10B 1.05(2) . ?
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
O7 H7A O4 0.98(2) 1.71(2) 2.690(3) 173(4) 2_666
O7 H7B O6 0.99(2) 1.94(3) 2.847(4) 151(3) .
O8 H8A N5 0.97(2) 2.43(2) 3.383(4) 167(4) .
O8 H8A S3 0.97(2) 2.69(4) 3.264(3) 118(3) .
O8 H8B O2 0.98(2) 1.66(2) 2.635(4) 170(4) 2_556
O9 H9A O4 0.84 1.98 2.805(4) 168.7 1_544
O10 H10A O6 1.05(2) 1.90(2) 2.950(6) 176(6) .
O10 H10B O6 1.05(2) 1.71(3) 2.747(5) 169(6) 2_655
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
O5 Tb1 O1 C1 94.9(3) . . . . ?
O3 Tb1 O1 C1 -77.1(3) . . . . ?
O8 Tb1 O1 C1 67.0(3) . . . . ?
O7 Tb1 O1 C1 -151.0(3) . . . . ?
N3 Tb1 O1 C1 -140.9(3) . . . . ?
N1 Tb1 O1 C1 -6.2(3) . . . . ?
N2 Tb1 O1 C1 -10.0(3) . . . . ?
N4 Tb1 O1 C1 153.2(3) . . . . ?
O5 Tb1 O3 C14 121.7(3) . . . . ?
O1 Tb1 O3 C14 -66.7(3) . . . . ?
O8 Tb1 O3 C14 -131.0(3) . . . . ?
O7 Tb1 O3 C14 75.2(3) . . . . ?
N3 Tb1 O3 C14 3.1(3) . . . . ?
N1 Tb1 O3 C14 -130.6(3) . . . . ?
N2 Tb1 O3 C14 163.7(3) . . . . ?
N4 Tb1 O3 C14 3.9(3) . . . . ?
O1 Tb1 O5 C27 138.7(6) . . . . ?
O3 Tb1 O5 C27 -53.1(6) . . . . ?
O8 Tb1 O5 C27 168.9(6) . . . . ?
O7 Tb1 O5 C27 -3.1(6) . . . . ?
N3 Tb1 O5 C27 38.5(6) . . . . ?
N1 Tb1 O5 C27 -143.0(6) . . . . ?
N2 Tb1 O5 C27 -94.7(6) . . . . ?
N4 Tb1 O5 C27 81.4(6) . . . . ?
O5 Tb1 N1 C6 51.4(3) . . . . ?
O1 Tb1 N1 C6 -179.4(3) . . . . ?
O3 Tb1 N1 C6 -82.5(3) . . . . ?
O8 Tb1 N1 C6 97.3(3) . . . . ?
O7 Tb1 N1 C6 -36.9(3) . . . . ?
N3 Tb1 N1 C6 -130.0(3) . . . . ?
N2 Tb1 N1 C6 -2.9(2) . . . . ?
N4 Tb1 N1 C6 151.3(2) . . . . ?
O5 Tb1 N1 C2 -123.8(2) . . . . ?
O1 Tb1 N1 C2 5.4(2) . . . . ?
O3 Tb1 N1 C2 102.3(2) . . . . ?
O8 Tb1 N1 C2 -77.9(2) . . . . ?
O7 Tb1 N1 C2 147.9(2) . . . . ?
N3 Tb1 N1 C2 54.9(3) . . . . ?
N2 Tb1 N1 C2 -178.1(3) . . . . ?
N4 Tb1 N1 C2 -23.8(3) . . . . ?
O5 Tb1 N2 C7 -129.6(3) . . . . ?
O1 Tb1 N2 C7 4.4(3) . . . . ?
O3 Tb1 N2 C7 78.9(2) . . . . ?
O8 Tb1 N2 C7 -66.2(2) . . . . ?
O7 Tb1 N2 C7 160.8(2) . . . . ?
N3 Tb1 N2 C7 103.4(3) . . . . ?
N1 Tb1 N2 C7 0.5(2) . . . . ?
N4 Tb1 N2 C7 -137.9(2) . . . . ?
O5 Tb1 N2 C13 53.2(3) . . . . ?
O1 Tb1 N2 C13 -172.7(3) . . . . ?
O3 Tb1 N2 C13 -98.3(3) . . . . ?
O8 Tb1 N2 C13 116.7(3) . . . . ?
O7 Tb1 N2 C13 -16.3(3) . . . . ?
N3 Tb1 N2 C13 -73.7(3) . . . . ?
N1 Tb1 N2 C13 -176.6(3) . . . . ?
N4 Tb1 N2 C13 45.0(4) . . . . ?
O5 Tb1 N3 C19 48.6(3) . . . . ?
O1 Tb1 N3 C19 -83.3(3) . . . . ?
O3 Tb1 N3 C19 179.3(3) . . . . ?
O8 Tb1 N3 C19 -42.0(3) . . . . ?
O7 Tb1 N3 C19 89.9(3) . . . . ?
N1 Tb1 N3 C19 -129.9(3) . . . . ?
N2 Tb1 N3 C19 153.3(3) . . . . ?
N4 Tb1 N3 C19 0.0(3) . . . . ?
O5 Tb1 N3 C15 -130.9(2) . . . . ?
O1 Tb1 N3 C15 97.2(3) . . . . ?
O3 Tb1 N3 C15 -0.2(2) . . . . ?
O8 Tb1 N3 C15 138.5(2) . . . . ?
O7 Tb1 N3 C15 -89.6(3) . . . . ?
N1 Tb1 N3 C15 50.6(3) . . . . ?
N2 Tb1 N3 C15 -26.2(3) . . . . ?
N4 Tb1 N3 C15 -179.5(3) . . . . ?
O5 Tb1 N4 C20 -145.3(3) . . . . ?
O1 Tb1 N4 C20 73.0(3) . . . . ?
O3 Tb1 N4 C20 -3.6(3) . . . . ?
O8 Tb1 N4 C20 149.7(3) . . . . ?
O7 Tb1 N4 C20 -74.9(3) . . . . ?
N3 Tb1 N4 C20 -2.8(2) . . . . ?
N1 Tb1 N4 C20 100.1(3) . . . . ?
N2 Tb1 N4 C20 -137.3(3) . . . . ?
O5 Tb1 N4 C26 46.5(3) . . . . ?
O1 Tb1 N4 C26 -95.1(3) . . . . ?
O3 Tb1 N4 C26 -171.7(3) . . . . ?
O8 Tb1 N4 C26 -18.5(3) . . . . ?
O7 Tb1 N4 C26 117.0(3) . . . . ?
N3 Tb1 N4 C26 -170.9(3) . . . . ?
N1 Tb1 N4 C26 -68.0(3) . . . . ?
N2 Tb1 N4 C26 54.6(4) . . . . ?
Tb1 O1 C1 O2 -175.4(3) . . . . ?
Tb1 O1 C1 C2 6.1(4) . . . . ?
C6 N1 C2 C3 0.0(5) . . . . ?
Tb1 N1 C2 C3 175.5(3) . . . . ?
C6 N1 C2 C1 179.7(3) . . . . ?
Tb1 N1 C2 C1 -4.8(4) . . . . ?
O2 C1 C2 N1 -178.8(3) . . . . ?
O1 C1 C2 N1 -0.1(5) . . . . ?
O2 C1 C2 C3 0.9(5) . . . . ?
O1 C1 C2 C3 179.6(3) . . . . ?
N1 C2 C3 C4 0.0(6) . . . . ?
C1 C2 C3 C4 -179.7(4) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C2 N1 C6 C5 0.3(5) . . . . ?
Tb1 N1 C6 C5 -174.8(3) . . . . ?
C2 N1 C6 C7 179.8(3) . . . . ?
Tb1 N1 C6 C7 4.7(4) . . . . ?
C4 C5 C6 N1 -0.6(6) . . . . ?
C4 C5 C6 C7 180.0(4) . . . . ?
C13 N2 C7 C6 179.4(3) . . . . ?
Tb1 N2 C7 C6 1.6(4) . . . . ?
C13 N2 C7 S1 -0.3(4) . . . . ?
Tb1 N2 C7 S1 -178.05(14) . . . . ?
N1 C6 C7 N2 -4.0(5) . . . . ?
C5 C6 C7 N2 175.4(4) . . . . ?
N1 C6 C7 S1 175.6(2) . . . . ?
C5 C6 C7 S1 -4.9(5) . . . . ?
C8 S1 C7 N2 1.0(3) . . . . ?
C8 S1 C7 C6 -178.7(3) . . . . ?
C7 S1 C8 C9 179.4(4) . . . . ?
C7 S1 C8 C13 -1.3(3) . . . . ?
C13 C8 C9 C10 -0.1(6) . . . . ?
S1 C8 C9 C10 179.1(3) . . . . ?
C8 C9 C10 C11 -0.5(7) . . . . ?
C9 C10 C11 C12 0.7(7) . . . . ?
C10 C11 C12 C13 -0.3(6) . . . . ?
C11 C12 C13 N2 179.3(4) . . . . ?
C11 C12 C13 C8 -0.3(5) . . . . ?
C7 N2 C13 C12 179.5(3) . . . . ?
Tb1 N2 C13 C12 -3.2(5) . . . . ?
C7 N2 C13 C8 -0.8(4) . . . . ?
Tb1 N2 C13 C8 176.4(2) . . . . ?
C9 C8 C13 C12 0.5(6) . . . . ?
S1 C8 C13 C12 -178.8(3) . . . . ?
C9 C8 C13 N2 -179.2(4) . . . . ?
S1 C8 C13 N2 1.5(4) . . . . ?
Tb1 O3 C14 O4 174.0(3) . . . . ?
Tb1 O3 C14 C15 -5.3(5) . . . . ?
C19 N3 C15 C16 -0.2(5) . . . . ?
Tb1 N3 C15 C16 179.4(3) . . . . ?
C19 N3 C15 C14 178.5(3) . . . . ?
Tb1 N3 C15 C14 -1.9(4) . . . . ?
O4 C14 C15 N3 -174.9(3) . . . . ?
O3 C14 C15 N3 4.4(5) . . . . ?
O4 C14 C15 C16 3.8(6) . . . . ?
O3 C14 C15 C16 -176.9(4) . . . . ?
N3 C15 C16 C17 -0.8(6) . . . . ?
C14 C15 C16 C17 -179.3(4) . . . . ?
C15 C16 C17 C18 1.2(6) . . . . ?
C16 C17 C18 C19 -0.8(6) . . . . ?
C15 N3 C19 C18 0.6(5) . . . . ?
Tb1 N3 C19 C18 -178.9(3) . . . . ?
C15 N3 C19 C20 -178.0(3) . . . . ?
Tb1 N3 C19 C20 2.5(4) . . . . ?
C17 C18 C19 N3 -0.1(6) . . . . ?
C17 C18 C19 C20 178.4(4) . . . . ?
C26 N4 C20 C19 176.6(3) . . . . ?
Tb1 N4 C20 C19 5.5(5) . . . . ?
C26 N4 C20 S2 0.5(4) . . . . ?
Tb1 N4 C20 S2 -170.56(16) . . . . ?
N3 C19 C20 N4 -5.5(5) . . . . ?
C18 C19 C20 N4 175.9(4) . . . . ?
N3 C19 C20 S2 170.4(3) . . . . ?
C18 C19 C20 S2 -8.2(5) . . . . ?
C21 S2 C20 N4 0.2(3) . . . . ?
C21 S2 C20 C19 -175.9(3) . . . . ?
C20 S2 C21 C22 177.5(4) . . . . ?
C20 S2 C21 C26 -0.8(3) . . . . ?
C26 C21 C22 C23 0.0(6) . . . . ?
S2 C21 C22 C23 -178.2(3) . . . . ?
C21 C22 C23 C24 -1.1(6) . . . . ?
C22 C23 C24 C25 0.4(6) . . . . ?
C23 C24 C25 C26 1.5(6) . . . . ?
C20 N4 C26 C21 -1.2(5) . . . . ?
Tb1 N4 C26 C21 167.4(3) . . . . ?
C20 N4 C26 C25 179.9(4) . . . . ?
Tb1 N4 C26 C25 -11.5(6) . . . . ?
C22 C21 C26 N4 -177.1(4) . . . . ?
S2 C21 C26 N4 1.3(4) . . . . ?
C22 C21 C26 C25 1.9(6) . . . . ?
S2 C21 C26 C25 -179.6(3) . . . . ?
C24 C25 C26 N4 176.3(4) . . . . ?
C24 C25 C26 C21 -2.6(6) . . . . ?
Tb1 O5 C27 O6 -2.5(9) . . . . ?
Tb1 O5 C27 C28 176.5(4) . . . . ?
C32 N5 C28 C29 -1.0(6) . . . . ?
C32 N5 C28 C27 179.6(3) . . . . ?
O6 C27 C28 N5 -159.8(4) . . . . ?
O5 C27 C28 N5 21.2(5) . . . . ?
O6 C27 C28 C29 20.7(6) . . . . ?
O5 C27 C28 C29 -158.3(4) . . . . ?
N5 C28 C29 C30 -0.6(6) . . . . ?
C27 C28 C29 C30 178.8(4) . . . . ?
C28 C29 C30 C31 1.4(6) . . . . ?
C29 C30 C31 C32 -0.6(6) . . . . ?
C28 N5 C32 C31 1.8(5) . . . . ?
C28 N5 C32 C33 -179.0(3) . . . . ?
C30 C31 C32 N5 -1.0(6) . . . . ?
C30 C31 C32 C33 179.9(4) . . . . ?
C34 N6 C33 C32 179.3(3) . . . . ?
C34 N6 C33 S3 -0.6(4) . . . . ?
N5 C32 C33 N6 180.0(4) . . . . ?
C31 C32 C33 N6 -0.8(6) . . . . ?
N5 C32 C33 S3 -0.2(4) . . . . ?
C31 C32 C33 S3 179.0(3) . . . . ?
C39 S3 C33 N6 1.1(3) . . . . ?
C39 S3 C33 C32 -178.8(3) . . . . ?
C33 N6 C34 C39 -0.4(5) . . . . ?
C33 N6 C34 C35 177.9(4) . . . . ?
N6 C34 C35 C36 -179.3(4) . . . . ?
C39 C34 C35 C36 -1.0(6) . . . . ?
C34 C35 C36 C37 -0.8(6) . . . . ?
C35 C36 C37 C38 1.7(7) . . . . ?
C36 C37 C38 C39 -0.8(7) . . . . ?
C37 C38 C39 C34 -1.1(7) . . . . ?
C37 C38 C39 S3 178.0(4) . . . . ?
N6 C34 C39 C38 -179.6(4) . . . . ?
C35 C34 C39 C38 2.0(6) . . . . ?
N6 C34 C39 S3 1.2(4) . . . . ?
C35 C34 C39 S3 -177.2(3) . . . . ?
C33 S3 C39 C38 179.7(4) . . . . ?
C33 S3 C39 C34 -1.2(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336776
