#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/54/7205447.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_7205447
loop_
_publ_author_name
'Peterson, Matthew L.'
'Stanton, Mary K.'
'Kelly, Ron C.'
'Staples, Richard'
'Cheng, Alan'
_publ_section_title
;
 Preparation, solid state characterization, and single crystal
 structure analysis of
 N-(4-(6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)benzo[d]thiazol-2-yl)acetamide
 crystal forms
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              1170
_journal_paper_doi               10.1039/c0ce00544d
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         '2(C20 H13 F3 N4 O2 S), C4 H6 O4'
_chemical_formula_sum            'C44 H32 F6 N8 O8 S2'
_chemical_formula_weight         978.90
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                112.0290(10)
_cell_angle_beta                 90.006(2)
_cell_angle_gamma                112.2800(10)
_cell_formula_units_Z            2
_cell_length_a                   11.3294(2)
_cell_length_b                   13.7454(3)
_cell_length_c                   15.9536(4)
_cell_measurement_reflns_used    389
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.34
_cell_measurement_theta_min      4.76
_cell_volume                     2101.56(8)
_computing_cell_refinement       'APEX2 (BRUKER, V5-0, 2008)'
_computing_data_collection       'COSMO (BRUKER, V1.58, 2007)'
_computing_data_reduction        'SAINT (BRUKER, V7.56A, 2008)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_publication_material
'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_method       'ω,and/f 0.5 deg'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24552
_diffrn_reflns_theta_full        67.87
_diffrn_reflns_theta_max         67.87
_diffrn_reflns_theta_min         3.03
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.972
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.6801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     617
_refine_ls_number_reflns         7316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0472
_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)+(0.0754P)²+0.5352P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1309
_reflns_number_gt                5729
_reflns_number_total             7316
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00544D.TXT
_cod_data_source_block           SCA_2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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 1555 2011-01-17 13:19:09Z saulius 

2017-12-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum        'C22 H16 F3 N4 O4 S'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     489.45
_cod_database_code               7205447
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
S1A S 0.32926(6) 1.11701(5) 0.64883(4) 0.02899(16) Uani 1 1 d . . .
O1A O 0.18193(16) 0.89097(14) 0.31244(12) 0.0310(4) Uani 1 1 d . . .
O2A O 0.17445(18) 1.12521(16) 0.78030(13) 0.0408(5) Uani 1 1 d . . .
F1A F -0.52291(17) 0.3095(2) -0.11640(14) 0.0829(8) Uani 1 1 d . . .
F2A F -0.37138(18) 0.33101(18) -0.19401(12) 0.0601(5) Uani 1 1 d . . .
F3A F -0.4368(3) 0.18897(17) -0.15687(16) 0.0877(8) Uani 1 1 d . . .
N1A N 0.15471(19) 0.96327(16) 0.50495(14) 0.0270(5) Uani 1 1 d . . .
N2A N 0.07166(19) 0.98774(17) 0.64080(14) 0.0302(5) Uani 1 1 d . . .
H2A H -0.0025 0.9315 0.6089 0.036 Uiso 1 1 calc R . .
N3A N 0.19017(19) 0.73530(17) 0.33275(14) 0.0300(5) Uani 1 1 d . . .
N4A N 0.0431(2) 0.54440(18) 0.23157(15) 0.0339(5) Uani 1 1 d . . .
C1A C 0.2887(2) 0.96669(19) 0.38290(17) 0.0274(5) Uani 1 1 d . . .
C2A C 0.4085(2) 1.0133(2) 0.36028(19) 0.0320(6) Uani 1 1 d . . .
H2A1 H 0.4199 0.9887 0.2979 0.038 Uiso 1 1 calc R . .
C3A C 0.5133(2) 1.0970(2) 0.4292(2) 0.0341(6) Uani 1 1 d . . .
H3A H 0.5956 1.1285 0.4130 0.041 Uiso 1 1 calc R . .
C4A C 0.4996(2) 1.1344(2) 0.51985(19) 0.0307(6) Uani 1 1 d . . .
H4A H 0.5710 1.1913 0.5665 0.037 Uiso 1 1 calc R . .
C5A C 0.3777(2) 1.08647(19) 0.54123(17) 0.0270(5) Uani 1 1 d . . .
C6A C 0.2707(2) 1.00251(19) 0.47410(17) 0.0253(5) Uani 1 1 d . . .
C7A C 0.1726(2) 1.01484(19) 0.59315(17) 0.0275(5) Uani 1 1 d . . .
C8A C 0.0774(2) 1.0407(2) 0.73275(18) 0.0318(6) Uani 1 1 d . . .
C9A C -0.0394(3) 0.9886(2) 0.7709(2) 0.0392(6) Uani 1 1 d . . .
H9A1 H -0.0257 0.9374 0.7952 0.059 Uiso 1 1 calc R . .
H9A2 H -0.1152 0.9446 0.7222 0.059 Uiso 1 1 calc R . .
H9A3 H -0.0538 1.0498 0.8202 0.059 Uiso 1 1 calc R . .
C10A C 0.1365(2) 0.7764(2) 0.28907(17) 0.0271(5) Uani 1 1 d . . .
C11A C 0.0329(2) 0.7079(2) 0.21676(17) 0.0299(5) Uani 1 1 d . . .
H11A H -0.0048 0.7404 0.1874 0.036 Uiso 1 1 calc R . .
C12A C -0.0120(2) 0.5906(2) 0.18999(17) 0.0291(5) Uani 1 1 d . . .
C13A C 0.1391(2) 0.6195(2) 0.30048(19) 0.0336(6) Uani 1 1 d . . .
H13A H 0.1767 0.5880 0.3309 0.040 Uiso 1 1 calc R . .
C14A C -0.1200(2) 0.5109(2) 0.11253(18) 0.0308(6) Uani 1 1 d . . .
C15A C -0.2266(3) 0.5355(2) 0.10318(19) 0.0359(6) Uani 1 1 d . . .
H15A H -0.2328 0.6010 0.1489 0.043 Uiso 1 1 calc R . .
C16A C -0.3231(3) 0.4652(2) 0.02778(19) 0.0382(6) Uani 1 1 d . . .
H16A H -0.3962 0.4816 0.0220 0.046 Uiso 1 1 calc R . .
C17A C -0.3132(3) 0.3704(2) -0.03964(18) 0.0364(6) Uani 1 1 d . . .
C18A C -0.2095(3) 0.3442(2) -0.02992(19) 0.0392(7) Uani 1 1 d . . .
H18A H -0.2042 0.2781 -0.0755 0.047 Uiso 1 1 calc R . .
C19A C -0.1130(3) 0.4138(2) 0.04602(19) 0.0364(6) Uani 1 1 d . . .
H19A H -0.0419 0.3952 0.0527 0.044 Uiso 1 1 calc R . .
C20A C -0.4115(3) 0.2996(3) -0.1261(2) 0.0457(7) Uani 1 1 d . . .
S1B S 0.37695(6) 0.27686(5) 0.38190(4) 0.03020(16) Uani 1 1 d . . .
O1B O 0.81847(15) 0.52839(14) 0.54605(12) 0.0309(4) Uani 1 1 d . . .
O2B O 0.16621(16) 0.20608(15) 0.45507(13) 0.0352(4) Uani 1 1 d . . .
F1B F 1.2778(2) 1.11045(19) 1.11436(14) 0.0770(7) Uani 1 1 d . . .
F2B F 1.3367(3) 0.9856(2) 1.12035(16) 0.1058(10) Uani 1 1 d . . .
F3B F 1.4605(2) 1.1166(2) 1.08112(16) 0.1029(10) Uani 1 1 d . . .
N1B N 0.55223(18) 0.41012(16) 0.52860(14) 0.0252(4) Uani 1 1 d . . .
N2B N 0.34454(19) 0.33283(16) 0.56046(14) 0.0274(4) Uani 1 1 d . . .
H2B H 0.3760 0.3726 0.6193 0.033 Uiso 1 1 calc R . .
N3B N 1.0077(2) 0.63962(18) 0.50928(15) 0.0318(5) Uani 1 1 d . . .
N4B N 1.1766(2) 0.79107(18) 0.63081(15) 0.0327(5) Uani 1 1 d . . .
C1B C 0.7495(2) 0.46585(19) 0.45692(17) 0.0264(5) Uani 1 1 d . . .
C2B C 0.7981(2) 0.4535(2) 0.37636(18) 0.0304(6) Uani 1 1 d . . .
H2B1 H 0.8884 0.4912 0.3781 0.036 Uiso 1 1 calc R . .
C3B C 0.7158(3) 0.3858(2) 0.29201(18) 0.0341(6) Uani 1 1 d . . .
H3B H 0.7511 0.3790 0.2371 0.041 Uiso 1 1 calc R . .
C4B C 0.5846(3) 0.3285(2) 0.28644(18) 0.0344(6) Uani 1 1 d . . .
H4B H 0.5289 0.2827 0.2289 0.041 Uiso 1 1 calc R . .
C5B C 0.5371(2) 0.3403(2) 0.36776(18) 0.0298(5) Uani 1 1 d . . .
C6B C 0.6165(2) 0.40774(19) 0.45386(17) 0.0258(5) Uani 1 1 d . . .
C7B C 0.4287(2) 0.34499(19) 0.49949(17) 0.0257(5) Uani 1 1 d . . .
C8B C 0.2152(2) 0.2632(2) 0.53621(18) 0.0290(5) Uani 1 1 d . . .
C9B C 0.1410(2) 0.2652(2) 0.61336(19) 0.0331(6) Uani 1 1 d . . .
H9B1 H 0.1074 0.3245 0.6265 0.050 Uiso 1 1 calc R . .
H9B2 H 0.1980 0.2824 0.6679 0.050 Uiso 1 1 calc R . .
H9B3 H 0.0688 0.1900 0.5964 0.050 Uiso 1 1 calc R . .
C10B C 0.9394(2) 0.6152(2) 0.57113(17) 0.0264(5) Uani 1 1 d . . .
C11B C 0.9827(2) 0.6742(2) 0.66477(18) 0.0291(5) Uani 1 1 d . . .
H11B H 0.9309 0.6548 0.7077 0.035 Uiso 1 1 calc R . .
C12B C 1.1051(2) 0.7629(2) 0.69280(18) 0.0280(5) Uani 1 1 d . . .
C13B C 1.1235(2) 0.7278(2) 0.54377(19) 0.0333(6) Uani 1 1 d . . .
H13B H 1.1738 0.7473 0.5003 0.040 Uiso 1 1 calc R . .
C14B C 1.1653(2) 0.8335(2) 0.79052(18) 0.0299(5) Uani 1 1 d . . .
C15B C 1.1201(3) 0.7972(2) 0.85900(19) 0.0381(6) Uani 1 1 d . . .
H15B H 1.0500 0.7245 0.8433 0.046 Uiso 1 1 calc R . .
C16B C 1.1756(3) 0.8651(3) 0.9497(2) 0.0435(7) Uani 1 1 d . . .
H16B H 1.1429 0.8395 0.9960 0.052 Uiso 1 1 calc R . .
C17B C 1.2788(3) 0.9706(2) 0.9734(2) 0.0411(7) Uani 1 1 d . . .
C18B C 1.3251(3) 1.0072(2) 0.9056(2) 0.0458(7) Uani 1 1 d . . .
H18B H 1.3956 1.0797 0.9216 0.055 Uiso 1 1 calc R . .
C19B C 1.2698(3) 0.9390(2) 0.8149(2) 0.0414(7) Uani 1 1 d . . .
H19B H 1.3034 0.9645 0.7687 0.050 Uiso 1 1 calc R . .
C20B C 1.3384(3) 1.0442(3) 1.0711(2) 0.0556(9) Uani 1 1 d . . .
O3 O 0.46814(18) 0.45547(17) 0.74136(13) 0.0434(5) Uani 1 1 d . . .
O4 O 0.66421(17) 0.53860(16) 0.70982(13) 0.0378(4) Uani 1 1 d . . .
H4 H 0.6259 0.4993 0.6553 0.057 Uiso 1 1 calc R . .
O5 O 0.7517(2) 0.7644(2) 1.03770(14) 0.0523(6) Uani 1 1 d . . .
H5 H 0.7846 0.8023 1.0934 0.078 Uiso 1 1 calc R . .
O6 O 0.93370(18) 0.73741(17) 1.02837(13) 0.0417(5) Uani 1 1 d . . .
C21 C 0.5804(2) 0.5234(2) 0.76595(18) 0.0322(6) Uani 1 1 d . . .
C22 C 0.6349(3) 0.5994(2) 0.86568(18) 0.0380(6) Uani 1 1 d . . .
H22A H 0.5994 0.5531 0.9018 0.046 Uiso 1 1 calc R . .
H22B H 0.6034 0.6613 0.8846 0.046 Uiso 1 1 calc R . .
C23 C 0.7804(3) 0.6546(3) 0.89115(19) 0.0398(7) Uani 1 1 d . . .
H23A H 0.8131 0.5936 0.8681 0.048 Uiso 1 1 calc R . .
H23B H 0.8161 0.7066 0.8595 0.048 Uiso 1 1 calc R . .
C24 C 0.8308(3) 0.7223(2) 0.99243(19) 0.0346(6) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C5A S1A C7A 88.05(12) . . ?
C10A O1A C1A 119.82(19) . . ?
C7A N1A C6A 109.3(2) . . ?
C8A N2A C7A 125.5(2) . . ?
C8A N2A H2A 117.3 . . ?
C7A N2A H2A 117.3 . . ?
C10A N3A C13A 114.6(2) . . ?
C13A N4A C12A 115.5(2) . . ?
C2A C1A C6A 120.5(2) . . ?
C2A C1A O1A 119.2(2) . . ?
C6A C1A O1A 120.0(2) . . ?
C1A C2A C3A 120.0(2) . . ?
C1A C2A H2A1 120.0 . . ?
C3A C2A H2A1 120.0 . . ?
C4A C3A C2A 121.3(2) . . ?
C4A C3A H3A 119.3 . . ?
C2A C3A H3A 119.3 . . ?
C3A C4A C5A 117.8(2) . . ?
C3A C4A H4A 121.1 . . ?
C5A C4A H4A 121.1 . . ?
C4A C5A C6A 122.5(2) . . ?
C4A C5A S1A 128.68(19) . . ?
C6A C5A S1A 108.86(18) . . ?
N1A C6A C1A 125.7(2) . . ?
N1A C6A C5A 116.4(2) . . ?
C1A C6A C5A 117.9(2) . . ?
N1A C7A N2A 120.4(2) . . ?
N1A C7A S1A 117.36(19) . . ?
N2A C7A S1A 122.18(19) . . ?
O2A C8A N2A 120.7(2) . . ?
O2A C8A C9A 123.2(2) . . ?
N2A C8A C9A 116.1(2) . . ?
C8A C9A H9A1 109.5 . . ?
C8A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C8A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
N3A C10A O1A 120.5(2) . . ?
N3A C10A C11A 123.8(2) . . ?
O1A C10A C11A 115.7(2) . . ?
C12A C11A C10A 116.6(2) . . ?
C12A C11A H11A 121.7 . . ?
C10A C11A H11A 121.7 . . ?
N4A C12A C11A 121.6(2) . . ?
N4A C12A C14A 118.0(2) . . ?
C11A C12A C14A 120.4(2) . . ?
N4A C13A N3A 128.0(2) . . ?
N4A C13A H13A 116.0 . . ?
N3A C13A H13A 116.0 . . ?
C19A C14A C15A 119.4(2) . . ?
C19A C14A C12A 120.1(2) . . ?
C15A C14A C12A 120.4(2) . . ?
C16A C15A C14A 120.3(2) . . ?
C16A C15A H15A 119.9 . . ?
C14A C15A H15A 119.9 . . ?
C15A C16A C17A 119.9(3) . . ?
C15A C16A H16A 120.1 . . ?
C17A C16A H16A 120.1 . . ?
C18A C17A C16A 120.2(2) . . ?
C18A C17A C20A 119.5(3) . . ?
C16A C17A C20A 120.3(3) . . ?
C17A C18A C19A 120.2(2) . . ?
C17A C18A H18A 119.9 . . ?
C19A C18A H18A 119.9 . . ?
C18A C19A C14A 120.1(3) . . ?
C18A C19A H19A 120.0 . . ?
C14A C19A H19A 120.0 . . ?
F3A C20A F1A 107.3(3) . . ?
F3A C20A F2A 106.0(3) . . ?
F1A C20A F2A 105.5(3) . . ?
F3A C20A C17A 112.6(3) . . ?
F1A C20A C17A 113.1(3) . . ?
F2A C20A C17A 111.9(2) . . ?
C7B S1B C5B 88.40(12) . . ?
C10B O1B C1B 125.3(2) . . ?
C7B N1B C6B 109.6(2) . . ?
C8B N2B C7B 124.6(2) . . ?
C8B N2B H2B 117.7 . . ?
C7B N2B H2B 117.7 . . ?
C10B N3B C13B 114.7(2) . . ?
C13B N4B C12B 116.0(2) . . ?
C2B C1B O1B 127.5(2) . . ?
C2B C1B C6B 119.5(2) . . ?
O1B C1B C6B 113.0(2) . . ?
C1B C2B C3B 120.5(2) . . ?
C1B C2B H2B1 119.8 . . ?
C3B C2B H2B1 119.8 . . ?
C4B C3B C2B 121.6(3) . . ?
C4B C3B H3B 119.2 . . ?
C2B C3B H3B 119.2 . . ?
C3B C4B C5B 117.4(2) . . ?
C3B C4B H4B 121.3 . . ?
C5B C4B H4B 121.3 . . ?
C4B C5B C6B 122.7(2) . . ?
C4B C5B S1B 127.60(19) . . ?
C6B C5B S1B 109.67(19) . . ?
N1B C6B C5B 115.0(2) . . ?
N1B C6B C1B 126.7(2) . . ?
C5B C6B C1B 118.3(2) . . ?
N1B C7B N2B 120.7(2) . . ?
N1B C7B S1B 117.30(19) . . ?
N2B C7B S1B 121.99(17) . . ?
O2B C8B N2B 120.4(2) . . ?
O2B C8B C9B 123.8(2) . . ?
N2B C8B C9B 115.8(2) . . ?
C8B C9B H9B1 109.5 . . ?
C8B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C8B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
N3B C10B O1B 121.2(2) . . ?
N3B C10B C11B 123.6(2) . . ?
O1B C10B C11B 115.1(2) . . ?
C12B C11B C10B 116.8(2) . . ?
C12B C11B H11B 121.6 . . ?
C10B C11B H11B 121.6 . . ?
N4B C12B C11B 120.9(2) . . ?
N4B C12B C14B 115.9(2) . . ?
C11B C12B C14B 123.2(2) . . ?
N4B C13B N3B 128.0(2) . . ?
N4B C13B H13B 116.0 . . ?
N3B C13B H13B 116.0 . . ?
C15B C14B C19B 118.6(3) . . ?
C15B C14B C12B 121.8(2) . . ?
C19B C14B C12B 119.7(2) . . ?
C16B C15B C14B 120.9(3) . . ?
C16B C15B H15B 119.5 . . ?
C14B C15B H15B 119.5 . . ?
C15B C16B C17B 120.1(3) . . ?
C15B C16B H16B 120.0 . . ?
C17B C16B H16B 120.0 . . ?
C18B C17B C16B 119.5(3) . . ?
C18B C17B C20B 120.3(3) . . ?
C16B C17B C20B 120.2(3) . . ?
C17B C18B C19B 120.4(3) . . ?
C17B C18B H18B 119.8 . . ?
C19B C18B H18B 119.8 . . ?
C18B C19B C14B 120.5(3) . . ?
C18B C19B H19B 119.7 . . ?
C14B C19B H19B 119.7 . . ?
F2B C20B F3B 107.2(3) . . ?
F2B C20B F1B 104.6(3) . . ?
F3B C20B F1B 105.1(3) . . ?
F2B C20B C17B 113.7(3) . . ?
F3B C20B C17B 112.7(3) . . ?
F1B C20B C17B 112.8(3) . . ?
C21 O4 H4 109.5 . . ?
C24 O5 H5 109.5 . . ?
O3 C21 O4 124.2(2) . . ?
O3 C21 C22 121.5(2) . . ?
O4 C21 C22 114.3(2) . . ?
C21 C22 C23 116.5(2) . . ?
C21 C22 H22A 108.2 . . ?
C23 C22 H22A 108.2 . . ?
C21 C22 H22B 108.2 . . ?
C23 C22 H22B 108.2 . . ?
H22A C22 H22B 107.3 . . ?
C24 C23 C22 114.8(2) . . ?
C24 C23 H23A 108.6 . . ?
C22 C23 H23A 108.6 . . ?
C24 C23 H23B 108.6 . . ?
C22 C23 H23B 108.6 . . ?
H23A C23 H23B 107.5 . . ?
O6 C24 O5 123.4(3) . . ?
O6 C24 C23 123.5(2) . . ?
O5 C24 C23 113.1(2) . . ?
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
S1A C5A 1.749(3) . ?
S1A C7A 1.757(2) . ?
O1A C10A 1.353(3) . ?
O1A C1A 1.406(3) . ?
O2A C8A 1.227(3) . ?
F1A C20A 1.323(4) . ?
F2A C20A 1.331(4) . ?
F3A C20A 1.321(4) . ?
N1A C7A 1.291(3) . ?
N1A C6A 1.386(3) . ?
N2A C8A 1.360(3) . ?
N2A C7A 1.383(3) . ?
N2A H2A 0.8800 . ?
N3A C10A 1.315(3) . ?
N3A C13A 1.349(3) . ?
N4A C13A 1.325(3) . ?
N4A C12A 1.359(3) . ?
C1A C2A 1.378(4) . ?
C1A C6A 1.393(4) . ?
C2A C3A 1.399(4) . ?
C2A H2A1 0.9500 . ?
C3A C4A 1.372(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.391(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.401(3) . ?
C8A C9A 1.497(4) . ?
C9A H9A1 0.9800 . ?
C9A H9A2 0.9800 . ?
C9A H9A3 0.9800 . ?
C10A C11A 1.393(3) . ?
C11A C12A 1.380(4) . ?
C11A H11A 0.9500 . ?
C12A C14A 1.481(3) . ?
C13A H13A 0.9500 . ?
C14A C19A 1.390(4) . ?
C14A C15A 1.393(4) . ?
C15A C16A 1.380(4) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.387(4) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.379(4) . ?
C17A C20A 1.503(4) . ?
C18A C19A 1.384(4) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
S1B C7B 1.734(3) . ?
S1B C5B 1.747(3) . ?
O1B C10B 1.365(3) . ?
O1B C1B 1.395(3) . ?
O2B C8B 1.228(3) . ?
F1B C20B 1.334(4) . ?
F2B C20B 1.314(4) . ?
F3B C20B 1.329(4) . ?
N1B C7B 1.309(3) . ?
N1B C6B 1.394(3) . ?
N2B C8B 1.368(3) . ?
N2B C7B 1.373(3) . ?
N2B H2B 0.8800 . ?
N3B C10B 1.318(3) . ?
N3B C13B 1.337(3) . ?
N4B C13B 1.320(3) . ?
N4B C12B 1.355(3) . ?
C1B C2B 1.375(4) . ?
C1B C6B 1.403(3) . ?
C2B C3B 1.396(4) . ?
C2B H2B1 0.9500 . ?
C3B C4B 1.378(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.381(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.403(3) . ?
C8B C9B 1.488(4) . ?
C9B H9B1 0.9800 . ?
C9B H9B2 0.9800 . ?
C9B H9B3 0.9800 . ?
C10B C11B 1.385(4) . ?
C11B C12B 1.385(3) . ?
C11B H11B 0.9500 . ?
C12B C14B 1.483(4) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.385(4) . ?
C14B C19B 1.390(4) . ?
C15B C16B 1.379(4) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.384(4) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.380(4) . ?
C17B C20B 1.486(4) . ?
C18B C19B 1.380(4) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
O3 C21 1.211(3) . ?
O4 C21 1.318(3) . ?
O4 H4 0.8400 . ?
O5 C24 1.319(3) . ?
O5 H5 0.8400 . ?
O6 C24 1.207(3) . ?
C21 C22 1.506(4) . ?
C22 C23 1.509(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.507(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
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
O4 H4 N1B 0.84 1.91 2.749(3) 175.3 .
O5 H5 O2A 0.84 1.85 2.677(3) 169.2 2_677
N2B H2B O3 0.88 1.90 2.773(3) 171.0 .
N2A H2A O2B 0.88 1.99 2.863(3) 173.1 2_566
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
C10A O1A C1A C2A 102.7(3) . . . . ?
C10A O1A C1A C6A -83.6(3) . . . . ?
C6A C1A C2A C3A 0.3(4) . . . . ?
O1A C1A C2A C3A 174.0(2) . . . . ?
C1A C2A C3A C4A -0.2(4) . . . . ?
C2A C3A C4A C5A 0.0(4) . . . . ?
C3A C4A C5A C6A 0.0(4) . . . . ?
C3A C4A C5A S1A -179.16(19) . . . . ?
C7A S1A C5A C4A 179.5(2) . . . . ?
C7A S1A C5A C6A 0.20(18) . . . . ?
C7A N1A C6A C1A -179.7(2) . . . . ?
C7A N1A C6A C5A -0.5(3) . . . . ?
C2A C1A C6A N1A 179.0(2) . . . . ?
O1A C1A C6A N1A 5.3(4) . . . . ?
C2A C1A C6A C5A -0.2(3) . . . . ?
O1A C1A C6A C5A -173.9(2) . . . . ?
C4A C5A C6A N1A -179.2(2) . . . . ?
S1A C5A C6A N1A 0.1(3) . . . . ?
C4A C5A C6A C1A 0.1(3) . . . . ?
S1A C5A C6A C1A 179.40(18) . . . . ?
C6A N1A C7A N2A -178.0(2) . . . . ?
C6A N1A C7A S1A 0.7(3) . . . . ?
C8A N2A C7A N1A -176.1(2) . . . . ?
C8A N2A C7A S1A 5.2(3) . . . . ?
C5A S1A C7A N1A -0.6(2) . . . . ?
C5A S1A C7A N2A 178.1(2) . . . . ?
C7A N2A C8A O2A 5.5(4) . . . . ?
C7A N2A C8A C9A -173.6(2) . . . . ?
C13A N3A C10A O1A -177.5(2) . . . . ?
C13A N3A C10A C11A 1.7(4) . . . . ?
C1A O1A C10A N3A 1.0(3) . . . . ?
C1A O1A C10A C11A -178.2(2) . . . . ?
N3A C10A C11A C12A -1.3(4) . . . . ?
O1A C10A C11A C12A 177.9(2) . . . . ?
C13A N4A C12A C11A 1.9(4) . . . . ?
C13A N4A C12A C14A -179.9(2) . . . . ?
C10A C11A C12A N4A -0.6(4) . . . . ?
C10A C11A C12A C14A -178.8(2) . . . . ?
C12A N4A C13A N3A -1.5(4) . . . . ?
C10A N3A C13A N4A -0.2(4) . . . . ?
N4A C12A C14A C19A -43.1(4) . . . . ?
C11A C12A C14A C19A 135.1(3) . . . . ?
N4A C12A C14A C15A 140.1(3) . . . . ?
C11A C12A C14A C15A -41.7(4) . . . . ?
C19A C14A C15A C16A -1.1(4) . . . . ?
C12A C14A C15A C16A 175.7(3) . . . . ?
C14A C15A C16A C17A -0.8(4) . . . . ?
C15A C16A C17A C18A 2.2(4) . . . . ?
C15A C16A C17A C20A -174.4(3) . . . . ?
C16A C17A C18A C19A -1.6(4) . . . . ?
C20A C17A C18A C19A 175.0(3) . . . . ?
C17A C18A C19A C14A -0.4(4) . . . . ?
C15A C14A C19A C18A 1.8(4) . . . . ?
C12A C14A C19A C18A -175.1(3) . . . . ?
C18A C17A C20A F3A 38.8(4) . . . . ?
C16A C17A C20A F3A -144.6(3) . . . . ?
C18A C17A C20A F1A 160.6(3) . . . . ?
C16A C17A C20A F1A -22.7(4) . . . . ?
C18A C17A C20A F2A -80.5(4) . . . . ?
C16A C17A C20A F2A 96.2(3) . . . . ?
C10B O1B C1B C2B 20.7(4) . . . . ?
C10B O1B C1B C6B -161.7(2) . . . . ?
O1B C1B C2B C3B 178.9(2) . . . . ?
C6B C1B C2B C3B 1.4(4) . . . . ?
C1B C2B C3B C4B -0.7(4) . . . . ?
C2B C3B C4B C5B -0.2(4) . . . . ?
C3B C4B C5B C6B 0.3(4) . . . . ?
C3B C4B C5B S1B -179.0(2) . . . . ?
C7B S1B C5B C4B 179.6(2) . . . . ?
C7B S1B C5B C6B 0.22(18) . . . . ?
C7B N1B C6B C5B 1.0(3) . . . . ?
C7B N1B C6B C1B -179.6(2) . . . . ?
C4B C5B C6B N1B 179.8(2) . . . . ?
S1B C5B C6B N1B -0.7(3) . . . . ?
C4B C5B C6B C1B 0.4(4) . . . . ?
S1B C5B C6B C1B 179.80(17) . . . . ?
C2B C1B C6B N1B 179.3(2) . . . . ?
O1B C1B C6B N1B 1.6(3) . . . . ?
C2B C1B C6B C5B -1.3(3) . . . . ?
O1B C1B C6B C5B -179.0(2) . . . . ?
C6B N1B C7B N2B 179.8(2) . . . . ?
C6B N1B C7B S1B -0.8(3) . . . . ?
C8B N2B C7B N1B -177.3(2) . . . . ?
C8B N2B C7B S1B 3.3(3) . . . . ?
C5B S1B C7B N1B 0.38(19) . . . . ?
C5B S1B C7B N2B 179.8(2) . . . . ?
C7B N2B C8B O2B -0.2(4) . . . . ?
C7B N2B C8B C9B -178.5(2) . . . . ?
C13B N3B C10B O1B 179.1(2) . . . . ?
C13B N3B C10B C11B -0.7(4) . . . . ?
C1B O1B C10B N3B -7.2(3) . . . . ?
C1B O1B C10B C11B 172.6(2) . . . . ?
N3B C10B C11B C12B -0.3(4) . . . . ?
O1B C10B C11B C12B 179.9(2) . . . . ?
C13B N4B C12B C11B -1.4(4) . . . . ?
C13B N4B C12B C14B 179.6(2) . . . . ?
C10B C11B C12B N4B 1.4(4) . . . . ?
C10B C11B C12B C14B -179.6(2) . . . . ?
C12B N4B C13B N3B 0.3(4) . . . . ?
C10B N3B C13B N4B 0.7(4) . . . . ?
N4B C12B C14B C15B -163.0(2) . . . . ?
C11B C12B C14B C15B 18.0(4) . . . . ?
N4B C12B C14B C19B 17.0(3) . . . . ?
C11B C12B C14B C19B -162.0(3) . . . . ?
C19B C14B C15B C16B 1.4(4) . . . . ?
C12B C14B C15B C16B -178.6(3) . . . . ?
C14B C15B C16B C17B -0.7(5) . . . . ?
C15B C16B C17B C18B 0.2(5) . . . . ?
C15B C16B C17B C20B 179.7(3) . . . . ?
C16B C17B C18B C19B -0.4(5) . . . . ?
C20B C17B C18B C19B -179.9(3) . . . . ?
C17B C18B C19B C14B 1.0(5) . . . . ?
C15B C14B C19B C18B -1.5(4) . . . . ?
C12B C14B C19B C18B 178.5(3) . . . . ?
C18B C17B C20B F2B -147.3(3) . . . . ?
C16B C17B C20B F2B 33.2(5) . . . . ?
C18B C17B C20B F3B -25.0(5) . . . . ?
C16B C17B C20B F3B 155.5(3) . . . . ?
C18B C17B C20B F1B 93.9(4) . . . . ?
C16B C17B C20B F1B -85.6(4) . . . . ?
O3 C21 C22 C23 163.0(3) . . . . ?
O4 C21 C22 C23 -17.7(4) . . . . ?
C21 C22 C23 C24 -175.3(2) . . . . ?
C22 C23 C24 O6 153.0(3) . . . . ?
C22 C23 C24 O5 -27.6(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139146819
