#------------------------------------------------------------------------------
#$Date: 2022-10-07 04:16:11 +0300 (Fri, 07 Oct 2022) $
#$Revision: 278471 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/18/7061877.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_7061877
loop_
_publ_author_name
'Yadav, Usha'
'Abbas, Zafar'
'Butcher, Ray J.'
'Patra, Ashis K.'
_publ_section_title
;
 A luminescent terbium(iii) probe as an efficient ‘Turn-ON’
 sensor for dipicolinic acid, a Bacillus Anthracis biomarker
;
_journal_issue                   38
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18285
_journal_page_last               18294
_journal_paper_doi               10.1039/D2NJ03437A
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety
;
C23 H18 Br N3 O7 Tb, C F3 O3 S, 3.055(H2 O)
;
_chemical_formula_sum            'C24 H24.11 Br F3 N3 O13.05 S Tb'
_chemical_formula_weight         891.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-05-17 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.030(2)
_cell_length_b                   32.020(3)
_cell_length_c                   8.3827(8)
_cell_measurement_reflns_used    9195
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.54
_cell_volume                     6450.0(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick 2015a)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            132818
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.302
_diffrn_reflns_theta_min         2.119
_exptl_absorpt_coefficient_mu    3.580
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_description       block
_exptl_crystal_F_000             3492
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         2.170
_refine_diff_density_min         -1.889
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     755
_refine_ls_number_reflns         7999
_refine_ls_number_restraints     1071
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0378
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0190P)²+47.5834P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0860
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6339
_reflns_number_total             7999
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj03437a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7061877.cif.'
_cod_database_code               7061877
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.3955(5) 0.6399(4) 0.4405(12) 0.075(3) Uani 0.301(3) 1 d D U P A 1
F2 F 0.4104(5) 0.6949(3) 0.5820(17) 0.066(2) Uani 0.301(3) 1 d D U P A 1
F3 F 0.3402(3) 0.6549(4) 0.6329(16) 0.062(2) Uani 0.301(3) 1 d D U P A 1
C24 C 0.3935(4) 0.6553(3) 0.5886(15) 0.0584(15) Uani 0.301(3) 1 d D U P A 1
S1 S 0.4355(3) 0.6246(3) 0.7183(10) 0.0534(13) Uani 0.301(3) 1 d D U P A 1
O5 O 0.4909(4) 0.6294(5) 0.657(2) 0.050(3) Uani 0.301(3) 1 d D U P A 1
O6 O 0.4125(6) 0.5829(3) 0.6990(18) 0.052(2) Uani 0.301(3) 1 d D U P A 1
O7 O 0.4252(6) 0.6434(4) 0.8736(14) 0.061(2) Uani 0.301(3) 1 d D U P A 1
F1B F 0.3980(5) 0.7034(3) 0.8564(16) 0.069(3) Uani 0.276(3) 1 d D U P B 2
F2B F 0.3851(5) 0.6941(4) 0.6046(16) 0.064(2) Uani 0.276(3) 1 d D U P B 2
F3B F 0.3350(4) 0.6608(4) 0.7769(17) 0.064(3) Uani 0.276(3) 1 d D U P B 2
C24B C 0.3861(5) 0.6748(4) 0.7452(13) 0.0592(16) Uani 0.276(3) 1 d D U P B 2
S1B S 0.4361(3) 0.6338(3) 0.7516(12) 0.0531(13) Uani 0.276(3) 1 d D U P B 2
O5B O 0.4856(5) 0.6521(6) 0.687(3) 0.053(3) Uani 0.276(3) 1 d D U P B 2
O6B O 0.4113(7) 0.6015(4) 0.653(2) 0.057(2) Uani 0.276(3) 1 d D U P B 2
O7B O 0.4382(6) 0.6239(5) 0.9212(15) 0.050(3) Uani 0.276(3) 1 d D U P B 2
F1C F 0.3888(8) 0.6638(7) 0.511(2) 0.066(2) Uani 0.168(3) 1 d D U P C 3
F2C F 0.3971(8) 0.7008(4) 0.724(3) 0.063(3) Uani 0.168(3) 1 d D U P C 3
F3C F 0.3337(5) 0.6531(6) 0.708(3) 0.061(3) Uani 0.168(3) 1 d D U P C 3
C24C C 0.3862(6) 0.6626(5) 0.670(2) 0.0578(15) Uani 0.168(3) 1 d D U P C 3
S9 S 0.4339(7) 0.6249(5) 0.745(2) 0.0539(14) Uani 0.168(3) 1 d D U P C 3
O5C O 0.4183(12) 0.5868(5) 0.667(4) 0.050(3) Uani 0.168(3) 1 d D U P C 3
O6C O 0.4876(7) 0.6414(9) 0.698(4) 0.053(3) Uani 0.168(3) 1 d D U P C 3
O7C O 0.4233(11) 0.6262(8) 0.916(2) 0.050(3) Uani 0.168(3) 1 d D U P C 3
F1D F 0.330(2) 0.7118(8) 0.230(4) 0.134(5) Uani 0.119(2) 1 d D U P D 6
F2D F 0.3664(15) 0.7069(9) -0.004(4) 0.128(7) Uani 0.119(2) 1 d D U P D 6
F3D F 0.2785(12) 0.6957(10) 0.031(5) 0.135(5) Uani 0.119(2) 1 d D U P D 6
C24D C 0.3290(10) 0.6901(7) 0.094(3) 0.132(4) Uani 0.119(2) 1 d D U P D 6
S1D S 0.3423(10) 0.6363(6) 0.132(3) 0.132(4) Uani 0.119(2) 1 d D U P D 6
O5D O 0.2919(14) 0.6156(9) 0.086(6) 0.128(5) Uani 0.119(2) 1 d D U P D 6
O6D O 0.3897(15) 0.6274(10) 0.031(5) 0.131(5) Uani 0.119(2) 1 d D U P D 6
O7D O 0.355(2) 0.6361(11) 0.302(3) 0.122(4) Uani 0.119(2) 1 d D U P D 6
F1E F 0.3440(12) 0.6961(8) 0.254(5) 0.131(5) Uani 0.136(2) 1 d D U P E 7
F2E F 0.2706(15) 0.6697(9) 0.362(3) 0.139(7) Uani 0.136(2) 1 d D U P E 7
F3E F 0.2690(14) 0.6902(9) 0.117(4) 0.135(5) Uani 0.136(2) 1 d D U P E 7
C24E C 0.3000(9) 0.6715(7) 0.228(3) 0.132(4) Uani 0.136(2) 1 d D U P E 7
S1E S 0.3225(9) 0.6212(6) 0.163(3) 0.129(4) Uani 0.136(2) 1 d D U P E 7
O5E O 0.2759(14) 0.6047(10) 0.077(5) 0.130(5) Uani 0.136(2) 1 d D U P E 7
O6E O 0.3707(14) 0.6306(10) 0.065(5) 0.130(5) Uani 0.136(2) 1 d D U P E 7
O7E O 0.335(2) 0.6004(9) 0.313(4) 0.129(5) Uani 0.136(2) 1 d D U P E 7
Tb1 Tb 0.65931(2) 0.65367(2) 0.50054(2) 0.01423(6) Uani 1 1 d . . . . .
Br1 Br 0.35573(2) 0.42048(2) -0.06433(6) 0.02976(11) Uani 1 1 d . . . . .
O1W O 0.66786(13) 0.67253(10) 0.2238(4) 0.0205(6) Uani 1 1 d D . . . .
H1W1 H 0.6983(10) 0.6731(16) 0.184(6) 0.031 Uiso 1 1 d D U . . .
H1W2 H 0.6474(15) 0.6855(15) 0.164(5) 0.031 Uiso 1 1 d D U . . .
O2W O 0.59722(12) 0.65684(10) 0.7263(4) 0.0205(6) Uani 1 1 d D . . . .
H2W1 H 0.5639(9) 0.6540(16) 0.711(6) 0.031 Uiso 1 1 d D U . . .
H2W2 H 0.5992(19) 0.6719(14) 0.804(4) 0.031 Uiso 1 1 d D U . . .
O3W O 0.74934(14) 0.69026(11) 0.4702(4) 0.0257(7) Uani 1 1 d D . . . .
H3W1 H 0.747(2) 0.7140(8) 0.433(6) 0.038 Uiso 1 1 d D U . . .
H3W2 H 0.767(2) 0.6765(13) 0.405(5) 0.038 Uiso 1 1 d D U . . .
O1 O 0.71613(12) 0.64402(10) 0.7256(4) 0.0211(6) Uani 1 1 d . . . . .
O2 O 0.65041(12) 0.72716(9) 0.5484(4) 0.0196(6) Uani 1 1 d . . . . .
O3 O 0.77449(12) 0.60485(10) 0.8681(3) 0.0198(6) Uani 1 1 d . . . . .
O4 O 0.60988(13) 0.78893(9) 0.4950(4) 0.0238(6) Uani 1 1 d . . . . .
N1 N 0.66377(13) 0.58014(11) 0.6091(4) 0.0158(7) Uani 1 1 d . . . . .
N2 N 0.58298(14) 0.60358(10) 0.4165(4) 0.0165(7) Uani 1 1 d . . . . .
N3 N 0.57157(14) 0.68568(11) 0.3950(4) 0.0186(7) Uani 1 1 d . . . . .
C1 C 0.73522(17) 0.60879(14) 0.7725(5) 0.0189(8) Uani 1 1 d . . . . .
C2 C 0.70740(17) 0.57097(14) 0.7035(5) 0.0186(8) Uani 1 1 d . . . . .
C3 C 0.72510(18) 0.53057(14) 0.7323(6) 0.0243(9) Uani 1 1 d . . . . .
H3A H 0.755874 0.525182 0.800424 0.029 Uiso 1 1 calc R U . . .
C4 C 0.69681(19) 0.49833(15) 0.6594(6) 0.0269(10) Uani 1 1 d . . . . .
H4A H 0.708024 0.470215 0.676056 0.032 Uiso 1 1 calc R U . . .
C5 C 0.65160(18) 0.50736(13) 0.5611(6) 0.0219(9) Uani 1 1 d . . . . .
H5A H 0.631714 0.485555 0.509541 0.026 Uiso 1 1 calc R U . . .
C6 C 0.63615(17) 0.54870(13) 0.5399(5) 0.0171(8) Uani 1 1 d . . . . .
C7 C 0.58851(16) 0.56198(12) 0.4381(5) 0.0155(8) Uani 1 1 d . . . . .
C8 C 0.55214(17) 0.53338(13) 0.3710(5) 0.0171(8) Uani 1 1 d . . . . .
H8A H 0.557217 0.504400 0.390363 0.021 Uiso 1 1 calc R U . . .
C9 C 0.50820(17) 0.54671(13) 0.2753(5) 0.0183(8) Uani 1 1 d . . . . .
C10 C 0.50208(18) 0.58978(14) 0.2571(6) 0.0223(9) Uani 1 1 d . . . . .
H10A H 0.472199 0.600509 0.195249 0.027 Uiso 1 1 calc R U . . .
C11 C 0.53927(18) 0.61701(13) 0.3286(5) 0.0207(9) Uani 1 1 d . . . . .
C12 C 0.53268(18) 0.66301(14) 0.3180(6) 0.0239(10) Uani 1 1 d . . . . .
C13 C 0.4892(2) 0.68215(15) 0.2361(8) 0.0373(13) Uani 1 1 d . . . . .
H13A H 0.463055 0.665906 0.177888 0.045 Uiso 1 1 calc R U . . .
C14 C 0.4846(2) 0.72532(15) 0.2408(8) 0.0386(14) Uani 1 1 d . . . . .
H14A H 0.455100 0.738970 0.186254 0.046 Uiso 1 1 calc R U . . .
C15 C 0.52337(19) 0.74835(15) 0.3255(7) 0.0305(11) Uani 1 1 d . . . . .
H15A H 0.520325 0.777854 0.333441 0.037 Uiso 1 1 calc R U . . .
C16 C 0.56657(18) 0.72722(13) 0.3981(6) 0.0220(9) Uani 1 1 d . . . . .
C17 C 0.61268(17) 0.74987(14) 0.4883(5) 0.0208(8) Uani 1 1 d . . . . .
C18 C 0.47056(17) 0.51636(13) 0.1959(5) 0.0183(8) Uani 1 1 d . . . . .
C19 C 0.47845(19) 0.47392(14) 0.2125(5) 0.0237(9) Uani 1 1 d . . . . .
H19A H 0.508016 0.464026 0.277570 0.028 Uiso 1 1 calc R U . . .
C20 C 0.4440(2) 0.44526(14) 0.1360(6) 0.0255(10) Uani 1 1 d . . . . .
H20A H 0.449885 0.416108 0.148435 0.031 Uiso 1 1 calc R U . . .
C21 C 0.40131(18) 0.45980(15) 0.0423(5) 0.0231(9) Uani 1 1 d . . . . .
C22 C 0.3921(2) 0.50194(16) 0.0212(6) 0.0295(11) Uani 1 1 d . . . . .
H22A H 0.362855 0.511581 -0.045349 0.035 Uiso 1 1 calc R U . . .
C23 C 0.42663(19) 0.52987(15) 0.0995(6) 0.0262(10) Uani 1 1 d . . . . .
H23A H 0.420281 0.558976 0.087270 0.031 Uiso 1 1 calc R U . . .
O4W O 0.750000 0.750000 0.2448(6) 0.0353(11) Uani 1 2 d DS T P . .
H4W1 H 0.7235(7) 0.754(2) 0.181(4) 0.053 Uiso 1 1 d D U . . .
O5W O 0.3083(2) 0.56049(16) 0.7614(6) 0.0687(14) Uani 1 1 d D . . . .
H5W1 H 0.336057 0.576295 0.747652 0.103 Uiso 1 1 d DR U . . .
H5W2 H 0.288487 0.568142 0.682775 0.103 Uiso 1 1 d DR U . . .
O6W O 0.2764(3) 0.5835(3) 0.0671(10) 0.087(3) Uani 0.745(2) 1 d D . P F 1
H6W1 H 0.290524 0.606314 0.089970 0.131 Uiso 0.745(2) 1 d DR U P F 1
H6W2 H 0.278328 0.583144 -0.031603 0.131 Uiso 0.745(2) 1 d DR U P F 1
O7W O 0.3642(10) 0.6109(8) 0.297(3) 0.065(9) Uani 0.210(15) 1 d D U P G 2
H7W1 H 0.359551 0.610368 0.394268 0.097 Uiso 0.210(15) 1 d DR U P G 2
H7W2 H 0.382808 0.631993 0.281711 0.097 Uiso 0.210(15) 1 d DR U P G 2
O8W O 0.4129(8) 0.5795(5) 0.582(2) 0.062(5) Uani 0.300(11) 1 d D U P H 4
H8W1 H 0.394403 0.594035 0.519568 0.093 Uiso 0.300(11) 1 d DR U P H 4
H8W2 H 0.392643 0.578148 0.661424 0.093 Uiso 0.300(11) 1 d DR U P H 4
O9W O 0.4814(13) 0.6453(10) 0.687(5) 0.089(11) Uani 0.300(11) 1 d D U P H 4
H9W1 H 0.471860 0.652440 0.778032 0.133 Uiso 0.300(11) 1 d DR U P H 4
H9W2 H 0.457505 0.655645 0.629241 0.133 Uiso 0.300(11) 1 d DR U P H 4
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'
Br Br -0.2901 2.4595 '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'
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'
F F 0.0171 0.0103 '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
F2 C24 F3 108.3(9) . . ?
F2 C24 F1 107.6(9) . . ?
F3 C24 F1 106.8(8) . . ?
F2 C24 S1 112.3(8) . . ?
F3 C24 S1 111.7(8) . . ?
F1 C24 S1 110.0(7) . . ?
O5 S1 O6 114.4(6) . . ?
O5 S1 O7 115.6(6) . . ?
O6 S1 O7 114.5(6) . . ?
O5 S1 C24 104.4(6) . . ?
O6 S1 C24 103.0(5) . . ?
O7 S1 C24 102.7(5) . . ?
F2B C24B F3B 108.5(9) . . ?
F2B C24B F1B 107.7(9) . . ?
F3B C24B F1B 106.8(8) . . ?
F2B C24B S1B 112.4(8) . . ?
F3B C24B S1B 111.5(8) . . ?
F1B C24B S1B 109.7(8) . . ?
O5B S1B O6B 114.6(6) . . ?
O5B S1B O7B 115.5(7) . . ?
O6B S1B O7B 114.4(6) . . ?
O5B S1B C24B 104.4(6) . . ?
O6B S1B C24B 103.4(5) . . ?
O7B S1B C24B 102.3(5) . . ?
F2C C24C F3C 108.3(9) . . ?
F2C C24C F1C 107.8(9) . . ?
F3C C24C F1C 106.8(9) . . ?
F2C C24C S9 112.1(8) . . ?
F3C C24C S9 111.6(8) . . ?
F1C C24C S9 110.0(8) . . ?
O5C S9 O6C 114.5(7) . . ?
O5C S9 O7C 115.5(7) . . ?
O6C S9 O7C 114.5(7) . . ?
O5C S9 C24C 104.4(6) . . ?
O6C S9 C24C 103.2(6) . . ?
O7C S9 C24C 102.5(5) . . ?
F2D C24D F3D 108.3(9) . . ?
F2D C24D F1D 107.6(10) . . ?
F3D C24D F1D 106.9(9) . . ?
F2D C24D S1D 112.4(8) . . ?
F3D C24D S1D 111.3(8) . . ?
F1D C24D S1D 110.1(8) . . ?
O5D S1D O6D 114.6(7) . . ?
O5D S1D O7D 115.5(7) . . ?
O6D S1D O7D 114.6(7) . . ?
O5D S1D C24D 104.3(6) . . ?
O6D S1D C24D 103.1(6) . . ?
O7D S1D C24D 102.6(5) . . ?
F2E C24E F3E 108.3(9) . . ?
F2E C24E F1E 107.6(10) . . ?
F3E C24E F1E 106.9(9) . . ?
F2E C24E S1E 112.3(8) . . ?
F3E C24E S1E 111.4(8) . . ?
F1E C24E S1E 110.0(8) . . ?
O5E S1E O6E 114.5(7) . . ?
O5E S1E O7E 115.7(7) . . ?
O6E S1E O7E 114.4(7) . . ?
O5E S1E C24E 104.3(6) . . ?
O6E S1E C24E 103.1(6) . . ?
O7E S1E C24E 102.5(5) . . ?
O1 Tb1 O2 92.66(10) . . ?
O1 Tb1 O1W 139.26(11) . . ?
O2 Tb1 O1W 85.57(11) . . ?
O1 Tb1 O2W 74.63(11) . . ?
O2 Tb1 O2W 76.83(10) . . ?
O1W Tb1 O2W 143.02(11) . . ?
O1 Tb1 O3W 68.69(11) . . ?
O2 Tb1 O3W 68.30(11) . . ?
O1W Tb1 O3W 72.98(11) . . ?
O2W Tb1 O3W 127.01(10) . . ?
O1 Tb1 O3 84.51(10) . 8_755 ?
O2 Tb1 O3 138.39(10) . 8_755 ?
O1W Tb1 O3 70.93(10) . 8_755 ?
O2W Tb1 O3 140.44(10) . 8_755 ?
O3W Tb1 O3 72.11(11) . 8_755 ?
O1 Tb1 N3 145.73(11) . . ?
O2 Tb1 N3 65.32(11) . . ?
O1W Tb1 N3 68.20(11) . . ?
O2W Tb1 N3 74.89(12) . . ?
O3W Tb1 N3 120.39(11) . . ?
O3 Tb1 N3 129.53(11) 8_755 . ?
O1 Tb1 N1 64.12(11) . . ?
O2 Tb1 N1 149.14(11) . . ?
O1W Tb1 N1 125.28(11) . . ?
O2W Tb1 N1 77.45(10) . . ?
O3W Tb1 N1 116.19(11) . . ?
O3 Tb1 N1 63.17(10) 8_755 . ?
N3 Tb1 N1 122.96(11) . . ?
O1 Tb1 N2 124.07(11) . . ?
O2 Tb1 N2 127.08(10) . . ?
O1W Tb1 N2 87.28(11) . . ?
O2W Tb1 N2 78.30(11) . . ?
O3W Tb1 N2 154.61(11) . . ?
O3 Tb1 N2 86.62(10) 8_755 . ?
N3 Tb1 N2 63.39(11) . . ?
N1 Tb1 N2 62.71(11) . . ?
Tb1 O1W H1W1 119(3) . . ?
Tb1 O1W H1W2 132(3) . . ?
H1W1 O1W H1W2 106(3) . . ?
Tb1 O2W H2W1 119(4) . . ?
Tb1 O2W H2W2 128(4) . . ?
H2W1 O2W H2W2 104(3) . . ?
Tb1 O3W H3W1 115(4) . . ?
Tb1 O3W H3W2 105(4) . . ?
H3W1 O3W H3W2 106(3) . . ?
C1 O1 Tb1 124.8(3) . . ?
C17 O2 Tb1 124.1(3) . . ?
C1 O3 Tb1 135.0(3) . 8_756 ?
C6 N1 C2 118.5(4) . . ?
C6 N1 Tb1 121.6(3) . . ?
C2 N1 Tb1 116.6(3) . . ?
C7 N2 C11 117.6(3) . . ?
C7 N2 Tb1 121.0(3) . . ?
C11 N2 Tb1 120.8(3) . . ?
C16 N3 C12 118.9(4) . . ?
C16 N3 Tb1 118.4(3) . . ?
C12 N3 Tb1 122.1(3) . . ?
O3 C1 O1 124.0(4) . . ?
O3 C1 C2 120.3(4) . . ?
O1 C1 C2 115.7(4) . . ?
N1 C2 C3 123.1(4) . . ?
N1 C2 C1 113.4(4) . . ?
C3 C2 C1 123.4(4) . . ?
C4 C3 C2 118.1(4) . . ?
C4 C3 H3A 120.9 . . ?
C2 C3 H3A 120.9 . . ?
C3 C4 C5 119.4(4) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5A 120.6 . . ?
C4 C5 H5A 120.6 . . ?
N1 C6 C5 122.0(4) . . ?
N1 C6 C7 114.5(4) . . ?
C5 C6 C7 123.5(4) . . ?
N2 C7 C8 122.4(4) . . ?
N2 C7 C6 115.7(4) . . ?
C8 C7 C6 121.9(4) . . ?
C7 C8 C9 120.6(4) . . ?
C7 C8 H8A 119.7 . . ?
C9 C8 H8A 119.7 . . ?
C8 C9 C10 116.5(4) . . ?
C8 C9 C18 121.3(4) . . ?
C10 C9 C18 122.3(4) . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 H10A 119.8 . . ?
C9 C10 H10A 119.8 . . ?
N2 C11 C10 122.5(4) . . ?
N2 C11 C12 115.5(4) . . ?
C10 C11 C12 122.0(4) . . ?
N3 C12 C13 121.3(4) . . ?
N3 C12 C11 115.6(4) . . ?
C13 C12 C11 123.1(4) . . ?
C14 C13 C12 118.9(5) . . ?
C14 C13 H13A 120.5 . . ?
C12 C13 H13A 120.5 . . ?
C15 C14 C13 119.5(5) . . ?
C15 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
C16 C15 C14 118.1(4) . . ?
C16 C15 H15A 120.9 . . ?
C14 C15 H15A 120.9 . . ?
N3 C16 C15 123.2(4) . . ?
N3 C16 C17 114.7(4) . . ?
C15 C16 C17 122.2(4) . . ?
O4 C17 O2 126.4(4) . . ?
O4 C17 C16 117.2(4) . . ?
O2 C17 C16 116.4(4) . . ?
C19 C18 C23 117.8(4) . . ?
C19 C18 C9 121.1(4) . . ?
C23 C18 C9 121.1(4) . . ?
C18 C19 C20 121.4(4) . . ?
C18 C19 H19A 119.3 . . ?
C20 C19 H19A 119.3 . . ?
C21 C20 C19 119.0(4) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
C20 C21 C22 121.6(4) . . ?
C20 C21 Br1 118.5(3) . . ?
C22 C21 Br1 119.9(4) . . ?
C21 C22 C23 118.4(4) . . ?
C21 C22 H22A 120.8 . . ?
C23 C22 H22A 120.8 . . ?
C22 C23 C18 121.7(4) . . ?
C22 C23 H23A 119.1 . . ?
C18 C23 H23A 119.1 . . ?
H4W1 O4W H4W1 101(4) . 2_665 ?
H5W1 O5W H5W2 99.5 . . ?
H6W1 O6W H6W2 102.8 . . ?
H7W1 O7W H7W2 104.0 . . ?
H8W1 O8W H8W2 102.9 . . ?
H9W1 O9W H9W2 103.8 . . ?
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
F1 C24 1.337(10) . ?
F2 C24 1.332(9) . ?
F3 C24 1.335(9) . ?
C24 S1 1.781(13) . ?
S1 O5 1.434(9) . ?
S1 O6 1.452(9) . ?
S1 O7 1.456(8) . ?
F1B C24B 1.337(10) . ?
F2B C24B 1.331(9) . ?
F3B C24B 1.334(9) . ?
C24B S1B 1.781(13) . ?
S1B O5B 1.434(9) . ?
S1B O6B 1.451(9) . ?
S1B O7B 1.457(8) . ?
F1C C24C 1.337(10) . ?
F2C C24C 1.332(9) . ?
F3C C24C 1.335(9) . ?
C24C S9 1.781(13) . ?
S9 O5C 1.434(9) . ?
S9 O6C 1.451(9) . ?
S9 O7C 1.457(8) . ?
F1D C24D 1.337(10) . ?
F2D C24D 1.332(9) . ?
F3D C24D 1.335(9) . ?
C24D S1D 1.781(13) . ?
S1D O5D 1.434(9) . ?
S1D O6D 1.451(9) . ?
S1D O7D 1.456(8) . ?
F1E C24E 1.337(10) . ?
F2E C24E 1.332(9) . ?
F3E C24E 1.335(9) . ?
C24E S1E 1.781(13) . ?
S1E O5E 1.433(9) . ?
S1E O6E 1.451(9) . ?
S1E O7E 1.456(8) . ?
Tb1 O1 2.349(3) . ?
Tb1 O2 2.397(3) . ?
Tb1 O1W 2.406(3) . ?
Tb1 O2W 2.412(3) . ?
Tb1 O3W 2.473(3) . ?
Tb1 O3 2.492(3) 8_755 ?
Tb1 N3 2.506(3) . ?
Tb1 N1 2.527(4) . ?
Tb1 N2 2.536(3) . ?
Br1 C21 1.893(4) . ?
O1W H1W1 0.804(19) . ?
O1W H1W2 0.815(19) . ?
O2W H2W1 0.816(19) . ?
O2W H2W2 0.816(19) . ?
O3W H3W1 0.823(19) . ?
O3W H3W2 0.814(19) . ?
O1 C1 1.280(5) . ?
O2 C17 1.267(5) . ?
O3 C1 1.244(5) . ?
O4 C17 1.254(5) . ?
N1 C6 1.338(5) . ?
N1 C2 1.346(5) . ?
N2 C7 1.351(5) . ?
N2 C11 1.353(5) . ?
N3 C16 1.336(5) . ?
N3 C12 1.348(5) . ?
C1 C2 1.500(6) . ?
C2 C3 1.383(6) . ?
C3 C4 1.379(7) . ?
C3 H3A 0.9500 . ?
C4 C5 1.394(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.386(6) . ?
C5 H5A 0.9500 . ?
C6 C7 1.490(6) . ?
C7 C8 1.385(6) . ?
C8 C9 1.393(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.395(6) . ?
C9 C18 1.485(6) . ?
C10 C11 1.385(6) . ?
C10 H10A 0.9500 . ?
C11 C12 1.484(6) . ?
C12 C13 1.393(6) . ?
C13 C14 1.387(7) . ?
C13 H13A 0.9500 . ?
C14 C15 1.384(7) . ?
C14 H14A 0.9500 . ?
C15 C16 1.380(6) . ?
C15 H15A 0.9500 . ?
C16 C17 1.525(6) . ?
C18 C19 1.379(6) . ?
C18 C23 1.398(6) . ?
C19 C20 1.393(6) . ?
C19 H19A 0.9500 . ?
C20 C21 1.373(7) . ?
C20 H20A 0.9500 . ?
C21 C22 1.378(7) . ?
C22 C23 1.384(6) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
O4W H4W1 0.842(19) . ?
O4W H4W1 0.842(19) 2_665 ?
O5W H5W1 0.8444 . ?
O5W H5W2 0.8495 . ?
O6W H6W1 0.8277 . ?
O6W H6W2 0.8286 . ?
O7W H7W1 0.8261 . ?
O7W H7W2 0.8196 . ?
O8W H8W1 0.8296 . ?
O8W H8W2 0.8248 . ?
O9W H9W1 0.8262 . ?
O9W H9W2 0.8232 . ?
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
_geom_hbond_publ_flag
O1W H1W1 O3W 0.804(19) 2.26(3) 2.966(5) 147(4) 8_755 yes
O1W H1W1 O1 0.804(19) 2.28(3) 2.934(4) 138(4) 8_755 yes
O1W H1W2 O4 0.815(19) 1.87(2) 2.672(4) 168(5) 7_575 yes
O2W H2W1 O5^a 0.816(19) 1.98(3) 2.763(12) 162(5) . yes
O2W H2W1 O5B^b 0.816(19) 1.89(2) 2.706(14) 175(5) . yes
O2W H2W1 O6C^c 0.816(19) 1.88(3) 2.691(19) 172(6) . yes
O2W H2W1 O9W^d 0.816(19) 2.01(4) 2.83(3) 176(6) . yes
O2W H2W2 O4 0.816(19) 2.047(19) 2.861(4) 176(5) 7_576 yes
O3W H3W1 O4W 0.823(19) 1.96(3) 2.689(5) 148(5) . yes
O3W H3W2 O1 0.814(19) 1.88(3) 2.662(4) 162(6) 8_755 yes
O3W H3W2 O3 0.814(19) 2.52(5) 2.922(5) 112(4) 8_755 yes
C5 H5A O8W^d 0.95 2.46 3.401(18) 168.9 5_666 yes
C10 H10A O7B^b 0.95 2.55 3.388(12) 147.1 1_554 yes
C10 H10A O6D^f 0.95 2.56 3.51(4) 178.2 . yes
C13 H13A O7B^b 0.95 2.61 3.456(17) 149.1 1_554 yes
C13 H13A O6D^f 0.95 2.48 3.43(5) 175.9 . yes
C20 H20A O5^a 0.95 2.61 3.342(16) 134.4 5_666 yes
C22 H22A O5W 0.95 2.61 3.510(7) 158.9 1_554 yes
O4W H4W1 O3W 0.842(19) 2.59(6) 2.993(5) 111(4) 7_575 yes
O4W H4W1 O2 0.842(19) 2.163(18) 2.995(4) 170(5) 7_575 yes
O5W H5W1 S1^a 0.84 2.86 3.699(10) 174.8 . yes
O5W H5W1 O6^a 0.84 1.89 2.657(15) 149.5 . yes
O5W H5W1 S1B^b 0.84 3.03 3.866(11) 171.5 . yes
O5W H5W1 O6B^b 0.84 2.13 2.944(19) 161.1 . yes
O5W H5W1 F3C^c 0.84 2.48 3.061(19) 126.5 . yes
O5W H5W1 S9^c 0.84 2.82 3.656(18) 171.7 . yes
O5W H5W1 O5C^c 0.84 2.12 2.88(3) 151.1 . yes
O5W H5W1 O8W^d 0.84 2.31 2.99(2) 137.6 . yes
O5W H5W2 O5D^f 0.85 2.59 3.33(4) 146.2 8_656 yes
O5W H5W2 S1E^g 0.85 3.17 3.79(2) 131.9 8_656 yes
O5W H5W2 O5E^g 0.85 2.13 2.91(5) 152.6 8_656 yes
O5W H5W2 O7E^g 0.85 3.33 3.71(5) 109.6 8_656 yes
O5W H5W2 O6W^a 0.85 1.90 2.710(10) 158.6 8_656 yes
O6W^a H6W2^a O5W 0.83 2.01 2.774(9) 152.2 1_554 yes
O7W^b H7W1^b O6B^b 0.83 2.52 3.21(3) 142.1 . yes
O8W^d H8W2^d O5W 0.82 2.26 2.99(2) 146.9 . 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F2 C24 S1 O5 -56.5(10) . . . . ?
F3 C24 S1 O5 -178.4(9) . . . . ?
F1 C24 S1 O5 63.2(9) . . . . ?
F2 C24 S1 O6 -176.3(9) . . . . ?
F3 C24 S1 O6 61.9(9) . . . . ?
F1 C24 S1 O6 -56.5(9) . . . . ?
F2 C24 S1 O7 64.5(10) . . . . ?
F3 C24 S1 O7 -57.4(9) . . . . ?
F1 C24 S1 O7 -175.7(9) . . . . ?
F2B C24B S1B O5B 47.4(11) . . . . ?
F3B C24B S1B O5B 169.5(11) . . . . ?
F1B C24B S1B O5B -72.3(10) . . . . ?
F2B C24B S1B O6B -72.7(10) . . . . ?
F3B C24B S1B O6B 49.3(10) . . . . ?
F1B C24B S1B O6B 167.5(9) . . . . ?
F2B C24B S1B O7B 168.2(10) . . . . ?
F3B C24B S1B O7B -69.8(10) . . . . ?
F1B C24B S1B O7B 48.4(10) . . . . ?
F2C C24C S9 O5C -176.3(15) . . . . ?
F3C C24C S9 O5C 62.0(14) . . . . ?
F1C C24C S9 O5C -56.4(15) . . . . ?
F2C C24C S9 O6C -56.3(15) . . . . ?
F3C C24C S9 O6C -178.0(15) . . . . ?
F1C C24C S9 O6C 63.6(15) . . . . ?
F2C C24C S9 O7C 63.0(15) . . . . ?
F3C C24C S9 O7C -58.8(14) . . . . ?
F1C C24C S9 O7C -177.1(15) . . . . ?
F2D C24D S1D O5D -124(2) . . . . ?
F3D C24D S1D O5D -2(2) . . . . ?
F1D C24D S1D O5D 116(2) . . . . ?
F2D C24D S1D O6D -4(2) . . . . ?
F3D C24D S1D O6D 118(2) . . . . ?
F1D C24D S1D O6D -124(2) . . . . ?
F2D C24D S1D O7D 115(2) . . . . ?
F3D C24D S1D O7D -123(2) . . . . ?
F1D C24D S1D O7D -5(2) . . . . ?
F2E C24E S1E O5E 84(2) . . . . ?
F3E C24E S1E O5E -38(2) . . . . ?
F1E C24E S1E O5E -156(2) . . . . ?
F2E C24E S1E O6E -156(2) . . . . ?
F3E C24E S1E O6E 82(2) . . . . ?
F1E C24E S1E O6E -36(2) . . . . ?
F2E C24E S1E O7E -37(2) . . . . ?
F3E C24E S1E O7E -159(2) . . . . ?
F1E C24E S1E O7E 83(2) . . . . ?
Tb1 O3 C1 O1 -5.8(6) 8_756 . . . ?
Tb1 O3 C1 C2 173.7(3) 8_756 . . . ?
Tb1 O1 C1 O3 163.3(3) . . . . ?
Tb1 O1 C1 C2 -16.2(5) . . . . ?
C6 N1 C2 C3 0.0(6) . . . . ?
Tb1 N1 C2 C3 -159.8(3) . . . . ?
C6 N1 C2 C1 179.4(3) . . . . ?
Tb1 N1 C2 C1 19.5(4) . . . . ?
O3 C1 C2 N1 176.5(4) . . . . ?
O1 C1 C2 N1 -3.9(5) . . . . ?
O3 C1 C2 C3 -4.1(6) . . . . ?
O1 C1 C2 C3 175.4(4) . . . . ?
N1 C2 C3 C4 0.6(7) . . . . ?
C1 C2 C3 C4 -178.7(4) . . . . ?
C2 C3 C4 C5 -0.4(7) . . . . ?
C3 C4 C5 C6 -0.3(7) . . . . ?
C2 N1 C6 C5 -0.8(6) . . . . ?
Tb1 N1 C6 C5 158.0(3) . . . . ?
C2 N1 C6 C7 179.9(3) . . . . ?
Tb1 N1 C6 C7 -21.3(5) . . . . ?
C4 C5 C6 N1 0.9(7) . . . . ?
C4 C5 C6 C7 -179.8(4) . . . . ?
C11 N2 C7 C8 1.5(6) . . . . ?
Tb1 N2 C7 C8 -169.3(3) . . . . ?
C11 N2 C7 C6 -178.1(4) . . . . ?
Tb1 N2 C7 C6 11.1(5) . . . . ?
N1 C6 C7 N2 6.3(5) . . . . ?
C5 C6 C7 N2 -173.0(4) . . . . ?
N1 C6 C7 C8 -173.3(4) . . . . ?
C5 C6 C7 C8 7.4(6) . . . . ?
N2 C7 C8 C9 0.9(6) . . . . ?
C6 C7 C8 C9 -179.5(4) . . . . ?
C7 C8 C9 C10 -2.4(6) . . . . ?
C7 C8 C9 C18 176.9(4) . . . . ?
C8 C9 C10 C11 1.6(7) . . . . ?
C18 C9 C10 C11 -177.7(4) . . . . ?
C7 N2 C11 C10 -2.4(6) . . . . ?
Tb1 N2 C11 C10 168.5(3) . . . . ?
C7 N2 C11 C12 175.8(4) . . . . ?
Tb1 N2 C11 C12 -13.4(5) . . . . ?
C9 C10 C11 N2 0.8(7) . . . . ?
C9 C10 C11 C12 -177.2(4) . . . . ?
C16 N3 C12 C13 3.0(7) . . . . ?
Tb1 N3 C12 C13 -168.6(4) . . . . ?
C16 N3 C12 C11 -176.3(4) . . . . ?
Tb1 N3 C12 C11 12.1(6) . . . . ?
N2 C11 C12 N3 1.1(6) . . . . ?
C10 C11 C12 N3 179.2(4) . . . . ?
N2 C11 C12 C13 -178.3(5) . . . . ?
C10 C11 C12 C13 -0.1(8) . . . . ?
N3 C12 C13 C14 -3.1(9) . . . . ?
C11 C12 C13 C14 176.2(5) . . . . ?
C12 C13 C14 C15 0.4(10) . . . . ?
C13 C14 C15 C16 2.2(9) . . . . ?
C12 N3 C16 C15 -0.2(7) . . . . ?
Tb1 N3 C16 C15 171.7(4) . . . . ?
C12 N3 C16 C17 179.9(4) . . . . ?
Tb1 N3 C16 C17 -8.2(5) . . . . ?
C14 C15 C16 N3 -2.4(8) . . . . ?
C14 C15 C16 C17 177.4(5) . . . . ?
Tb1 O2 C17 O4 -171.4(3) . . . . ?
Tb1 O2 C17 C16 8.1(5) . . . . ?
N3 C16 C17 O4 -179.9(4) . . . . ?
C15 C16 C17 O4 0.3(7) . . . . ?
N3 C16 C17 O2 0.6(6) . . . . ?
C15 C16 C17 O2 -179.3(4) . . . . ?
C8 C9 C18 C19 -1.0(6) . . . . ?
C10 C9 C18 C19 178.3(4) . . . . ?
C8 C9 C18 C23 -179.7(4) . . . . ?
C10 C9 C18 C23 -0.5(7) . . . . ?
C23 C18 C19 C20 0.1(7) . . . . ?
C9 C18 C19 C20 -178.7(4) . . . . ?
C18 C19 C20 C21 0.0(7) . . . . ?
C19 C20 C21 C22 0.5(7) . . . . ?
C19 C20 C21 Br1 178.8(3) . . . . ?
C20 C21 C22 C23 -1.1(7) . . . . ?
Br1 C21 C22 C23 -179.3(4) . . . . ?
C21 C22 C23 C18 1.1(8) . . . . ?
C19 C18 C23 C22 -0.6(7) . . . . ?
C9 C18 C23 C22 178.2(4) . . . . ?
