#------------------------------------------------------------------------------
#$Date: 2024-07-09 05:03:07 +0300 (Tue, 09 Jul 2024) $
#$Revision: 293325 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/25/2312542.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2312542
loop_
_publ_author_name
'Ma, Yu Heng'
'Yang, Kang'
'Qian, Yan Ling'
'Hong, Wei Pu'
'Zhang, Kai Yue'
'Tao, Zhen Wei'
'Meng, Hui'
'Ma, Wen Jing'
_publ_section_title
;
Supramolecular interactions in cocrystals of benzoic acid derivatives
with selective COX-2 inhibitor etoricoxib.
;
_journal_coeditor_code YP3237
_journal_issue 8
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_paper_doi 10.1107/S2053229624006193
_journal_volume 80
_journal_year 2024
_chemical_formula_iupac 'C18 H15 Cl N2 O2 S, C7 H5 F O2'
_chemical_formula_moiety 'C18 H15 Cl N2 O2 S, C7 H5 F O2'
_chemical_formula_sum 'C25 H20 Cl F N2 O4 S'
_chemical_formula_weight 498.94
_chemical_name_common
;
Etoricoxib--4-fluorobenzoic acid (1/1)
;
_chemical_name_systematic
;
5-Chloro-2-(6-methylpyridin-3-yl)-3-[4-(methylsulfonyl)phenyl]pyridine--\
4-fluorobenzoic acid
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 61
_space_group_name_Hall '-P 2ac 2ab'
_space_group_name_H-M_alt 'P b c a'
_atom_sites_solution_hydrogens mixed
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 8
_cell_length_a 10.536(2)
_cell_length_b 19.246(4)
_cell_length_c 23.343(5)
_cell_measurement_reflns_used 25
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 14
_cell_measurement_theta_min 9
_cell_volume 4733.4(17)
_computing_cell_refinement
;
CAD-4 Software (Enraf--Nonius, 1985)
;
_computing_data_collection
;
CAD-4 Software (Enraf--Nonius, 1985)
;
_computing_data_reduction
;
XCAD4 (Harms & Wocadlo, 1995)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009) and
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009) and
PLATON (Spek, 2020)
;
_computing_structure_refinement
;
olex2.refine (Bourhis et al., 2015) and
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type 'Nonius CAD4'
_diffrn_measurement_method \w/2\q
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0411
_diffrn_reflns_av_unetI/netI 0.0859
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 23
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_limit_l_min -2
_diffrn_reflns_number 4796
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 25.358
_diffrn_reflns_theta_min 2.116
_diffrn_standards_decay_% 1
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time 2h
_diffrn_standards_number 3
_exptl_absorpt_coefficient_mu 0.293
_exptl_absorpt_correction_T_max 0.9713
_exptl_absorpt_correction_T_min 0.9174
_exptl_absorpt_correction_type psi-scan
_exptl_absorpt_process_details
;
(North et al., 1968)
;
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.400
_exptl_crystal_description needle
_exptl_crystal_F_000 2064
_exptl_crystal_size_max 0.52
_exptl_crystal_size_mid 0.1
_exptl_crystal_size_min 0.08
_refine_diff_density_max 0.241
_refine_diff_density_min -0.325
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.020
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 313
_refine_ls_number_reflns 4338
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.020
_refine_ls_R_factor_all 0.1590
_refine_ls_R_factor_gt 0.0733
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0731P)^2^+1.4818P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1528
_refine_ls_wR_factor_ref 0.1909
_reflns_number_gt 2105
_reflns_number_total 4338
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file yp3237sup1.cif
_cod_data_source_block etr-pfb
_cod_database_code 2312542
_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.
;
_shelx_estimated_absorpt_t_min 0.863
_shelx_estimated_absorpt_t_max 0.977
_shelx_hkl_file
;
0 0 -2 367.34 3.90
0 0 2 361.65 4.00
0 0 3 34.01 4.88
0 0 4 6733.48 91.71
0 0 5 690.31 12.28
0 0 6 5307.75 102.18
0 0 7 429.88 14.89
0 0 8 785.56 14.44
0 0 9 97.77 8.50
0 0 10 33.65 7.08
0 0 11 -183.86 10.20
0 0 12 5251.61 33.24
0 0 13 160.92 18.32
0 0 14 125.00 15.33
0 0 15 83.33 12.96
0 0 16 192.20 12.20
0 0 17 -5.50 10.53
0 0 18 82.84 9.86
0 0 19 -23.45 8.86
0 0 20 422.24 15.26
0 0 21 -6.36 9.15
0 0 22 23.23 8.09
0 0 23 -20.16 9.21
0 0 24 430.49 17.33
0 0 25 17.57 9.43
0 0 26 -11.67 9.93
0 0 27 -12.31 9.03
0 0 28 18.29 9.82
0 1 28 1.77 5.51
0 1 27 4.49 5.20
0 1 26 9.03 5.01
0 1 25 -2.01 5.82
0 1 24 0.47 5.10
0 1 23 1.80 4.49
0 1 22 -2.96 4.12
0 1 21 -3.98 4.40
0 1 20 5.99 3.85
0 1 19 -9.83 4.33
0 1 18 -3.94 3.41
0 1 17 3.37 3.17
0 1 16 2.28 2.82
0 1 15 1.85 2.61
0 1 14 0.25 2.41
0 1 13 0.00 2.59
0 1 12 -1.24 2.81
0 1 11 -0.94 2.35
0 1 10 1.19 1.77
0 1 9 5.16 1.92
0 1 8 3.10 1.54
0 1 7 -0.94 1.40
0 1 6 -1.51 1.20
0 1 5 -0.17 1.58
0 1 4 6.56 2.94
0 1 3 2.11 0.78
0 1 2 2.06 0.66
0 1 1 3.55 0.60
0 1 0 48.10 0.98
0 1 -1 3.73 0.58
0 1 -2 0.50 0.69
0 2 -2 211.26 3.40
0 2 -1 136.40 3.89
0 2 0 1859.49 38.80
0 2 1 142.61 3.85
0 2 2 194.61 3.29
0 2 3 731.13 6.88
0 2 4 165.73 3.68
0 2 5 475.48 6.96
0 2 6 96.45 3.81
0 2 7 2619.16 18.06
0 2 8 4040.62 23.79
0 2 9 5.93 2.55
0 2 10 993.11 13.26
0 2 11 104.29 5.46
0 2 12 103.59 5.71
0 2 13 69.68 4.71
0 2 14 112.01 6.40
0 2 15 2.41 3.38
0 2 16 74.35 5.87
0 2 17 206.31 9.22
0 2 18 328.80 12.21
0 2 19 84.16 7.18
0 2 20 343.69 13.32
0 2 21 -2.40 4.60
0 2 22 -1.28 4.94
0 2 23 130.91 9.79
0 2 24 65.01 8.17
0 2 25 -9.60 6.53
0 2 26 6.40 5.99
0 2 27 9.01 6.71
0 2 28 0.59 5.47
0 3 27 -1.70 5.97
0 3 26 3.77 4.20
0 3 25 -6.62 6.22
0 3 24 -3.86 5.24
0 3 23 2.73 4.86
0 3 22 3.44 3.85
0 3 21 -0.40 4.31
0 3 20 4.96 3.39
0 3 19 3.22 4.16
0 3 18 0.67 3.71
0 3 17 0.31 3.09
0 3 16 -0.29 3.03
0 3 15 -1.36 4.44
0 3 14 -5.56 2.58
0 3 13 -0.94 2.52
0 3 12 -8.61 6.68
0 3 11 -0.39 2.20
0 3 10 0.00 2.25
0 3 9 -0.98 2.04
0 3 8 0.59 1.37
0 3 7 2.23 1.35
0 3 6 -1.63 1.69
0 3 5 1.83 1.50
0 3 4 2.57 1.91
0 3 3 -6.87 2.11
0 3 2 -0.27 0.82
0 3 1 -2.16 0.77
0 3 0 62.58 3.79
0 3 -1 -0.99 0.76
0 3 -2 -0.34 0.87
0 4 -2 6529.93 103.36
0 4 -1 615.32 7.27
0 4 0 3755.87 75.44
0 4 1 621.07 7.31
0 4 2 6649.99 105.42
0 4 3 6786.50 110.56
0 4 4 44.75 2.90
0 4 5 182.72 5.35
0 4 6 12.04 2.74
0 4 7 8.51 1.74
0 4 8 17.25 2.41
0 4 9 1865.30 18.08
0 4 10 1293.82 15.89
0 4 11 1.85 2.16
0 4 12 90.12 4.99
0 4 13 43.91 4.11
0 4 14 12.74 3.32
0 4 15 1743.42 22.91
0 4 16 25.76 5.05
0 4 17 2.24 3.69
0 4 18 12.31 3.84
0 4 19 426.13 14.55
0 4 20 10.07 5.23
0 4 21 -2.88 5.02
0 4 22 35.31 6.71
0 4 23 14.76 5.22
0 4 24 56.11 7.48
0 4 25 3.61 5.81
0 4 26 6.52 5.16
0 4 27 10.89 6.61
0 5 27 -9.86 5.89
0 5 26 -3.86 5.37
0 5 25 6.27 4.61
0 5 24 -10.40 7.43
0 5 23 -0.94 4.96
0 5 22 -0.88 4.43
0 5 21 0.00 4.70
0 5 20 -1.18 5.25
0 5 19 -1.86 9.21
0 5 18 2.80 4.23
0 5 17 -2.30 3.85
0 5 16 -6.16 3.51
0 5 15 0.86 3.50
0 5 14 0.54 2.58
0 5 13 -3.01 2.81
0 5 12 4.42 1.99
0 5 11 0.21 2.19
0 5 10 -2.20 2.55
0 5 9 -1.47 2.28
0 5 8 0.51 1.92
0 5 7 -2.17 1.35
0 5 6 0.85 1.44
0 5 5 0.26 1.93
0 5 4 -0.60 1.42
0 5 3 0.67 1.13
0 5 2 -1.16 1.61
0 5 1 5.77 1.61
0 5 0 248.27 8.57
0 5 -1 -2.63 1.33
0 5 -2 -0.11 1.50
0 6 -2 5.63 1.60
0 6 -1 93.14 4.12
0 6 0 57.08 3.99
0 6 1 98.03 4.18
0 6 2 2.25 1.56
0 6 3 1477.92 17.52
0 6 4 44.10 2.99
0 6 5 757.50 10.72
0 6 6 410.34 9.08
0 6 7 344.05 8.47
0 6 8 1442.33 16.40
0 6 9 1174.90 15.40
0 6 10 411.47 10.40
0 6 11 -2.50 2.24
0 6 12 9.04 2.88
0 6 13 32.72 4.10
0 6 14 268.04 9.42
0 6 15 0.30 4.81
0 6 16 6.36 4.15
0 6 17 238.68 10.17
0 6 18 14.03 4.53
0 6 19 45.03 6.18
0 6 20 94.65 8.41
0 6 21 25.26 5.91
0 6 22 2.72 4.83
0 6 23 26.77 5.66
0 6 24 -1.51 5.73
0 6 25 56.89 8.42
0 6 26 11.19 6.48
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0 7 24 -3.09 5.05
0 7 23 0.49 4.96
0 7 22 8.34 4.40
0 7 21 -6.15 4.52
0 7 20 3.74 5.53
0 7 19 -3.14 3.81
0 7 18 5.20 3.32
0 7 17 6.66 3.11
0 7 16 8.25 3.15
0 7 15 2.17 2.87
0 7 14 3.80 2.70
0 7 13 1.65 2.77
0 7 12 0.00 2.60
0 7 11 4.35 2.05
0 7 10 -1.36 2.60
0 7 9 2.55 2.32
0 7 8 -5.17 2.42
0 7 7 -5.97 5.40
0 7 6 -1.40 2.00
0 7 5 -0.50 1.49
0 7 4 -1.10 1.53
0 7 3 -0.45 1.59
0 7 2 0.29 1.61
0 7 1 -0.14 1.39
0 7 0 -4.95 2.78
0 7 -1 0.00 1.48
0 7 -2 -1.31 1.65
0 8 -2 205.54 6.66
0 8 -1 405.83 8.42
0 8 0 714.27 10.92
0 8 1 397.19 9.02
0 8 2 200.42 6.70
0 8 3 -0.51 1.99
0 8 4 162.56 7.78
0 8 5 24.41 2.97
0 8 6 79.18 4.64
0 8 7 68.91 4.78
0 8 8 27.44 4.68
0 8 9 432.78 10.93
0 8 10 252.37 8.98
0 8 11 348.86 10.78
0 8 12 26.17 6.54
0 8 13 -1.74 2.74
0 8 14 282.19 10.22
0 8 15 61.34 6.38
0 8 16 -0.69 3.54
0 8 17 25.81 4.25
0 8 18 2.69 4.33
0 8 19 49.51 5.99
0 8 20 5.99 4.11
0 8 21 8.58 5.66
0 8 22 44.74 6.24
0 8 23 6.02 4.91
0 8 24 -1.58 5.25
0 8 25 -1.11 6.61
0 8 26 7.57 4.98
0 9 25 -9.10 5.96
0 9 24 -2.16 5.98
0 9 23 -9.27 5.50
0 9 22 -3.92 5.32
0 9 21 -9.32 5.67
0 9 20 -6.64 4.27
0 9 19 -7.57 4.49
0 9 18 -2.79 4.46
0 9 17 -0.76 4.60
0 9 16 2.51 3.75
0 9 15 5.78 3.89
0 9 14 0.32 3.17
0 9 13 -3.05 3.20
0 9 12 -3.18 4.76
0 9 11 -0.27 2.91
0 9 10 -3.38 3.23
0 9 9 6.42 3.33
0 9 8 -0.23 2.56
0 9 7 -3.13 2.43
0 9 6 4.27 2.05
0 9 5 0.00 2.25
0 9 4 2.77 2.02
0 9 3 0.00 2.11
0 9 2 0.56 1.93
0 9 1 -0.56 1.85
0 9 0 27.37 5.92
0 9 -1 0.56 1.61
0 9 -2 -0.19 2.00
0 10 -2 32.64 3.49
0 10 -1 3.75 2.60
0 10 0 402.96 11.53
0 10 1 3.75 2.39
0 10 2 24.22 3.66
0 10 3 3.22 2.26
0 10 4 477.13 11.11
0 10 5 1.36 4.58
0 10 6 -8.44 2.63
0 10 7 41.69 4.03
0 10 8 -1.27 2.65
0 10 9 196.50 8.32
0 10 10 183.03 8.40
0 10 11 32.16 5.08
0 10 12 109.60 7.23
0 10 13 -0.97 3.49
0 10 14 0.34 3.64
0 10 15 32.83 5.27
0 10 16 72.06 7.58
0 10 17 89.60 7.73
0 10 18 17.84 5.00
0 10 19 17.45 4.98
0 10 20 -1.37 5.33
0 10 21 12.04 5.16
0 10 22 14.16 5.06
0 10 23 2.65 6.35
0 10 24 18.37 6.47
0 10 25 -10.51 5.54
0 11 24 -8.61 5.88
0 11 23 8.77 4.96
0 11 22 -0.52 5.25
0 11 21 -4.49 5.54
0 11 20 -2.86 5.59
0 11 19 -1.82 4.06
0 11 18 5.20 3.82
0 11 17 2.48 4.52
0 11 16 3.54 4.26
0 11 15 3.38 3.85
0 11 14 2.86 4.15
0 11 13 2.73 3.59
0 11 12 -2.94 3.44
0 11 11 4.05 4.90
0 11 10 1.19 3.32
0 11 9 2.00 2.90
0 11 8 1.37 2.68
0 11 7 2.65 2.81
0 11 6 0.77 2.63
0 11 5 1.24 2.50
0 11 4 -0.24 2.71
0 11 3 0.71 2.50
0 11 2 -1.87 2.34
0 11 1 1.85 2.56
0 11 0 3.69 6.56
0 11 -1 0.23 2.21
0 11 -2 1.64 2.30
0 12 -2 267.22 9.48
0 12 -1 215.55 8.36
0 12 0 59.60 7.17
0 12 1 213.27 8.47
0 12 2 270.35 9.61
0 12 3 251.26 9.14
0 12 4 66.68 5.48
0 12 5 18.75 3.61
0 12 6 54.97 5.24
0 12 7 229.76 9.43
0 12 8 7.73 3.20
0 12 9 25.88 4.59
0 12 10 49.60 6.06
0 12 11 39.96 5.65
0 12 12 174.56 9.94
0 12 13 -3.62 4.37
0 12 14 465.82 15.28
0 12 15 8.30 5.34
0 12 16 17.76 4.43
0 12 17 261.43 12.29
0 12 18 2.26 4.81
0 12 19 -4.73 5.35
0 12 20 50.98 7.78
0 12 21 18.64 6.21
0 12 22 -1.63 5.55
0 12 23 16.43 6.48
0 12 24 8.29 5.30
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0 13 21 -4.84 6.26
0 13 20 -6.70 4.86
0 13 19 6.42 4.71
0 13 18 1.89 4.58
0 13 17 -0.91 4.10
0 13 16 8.69 4.43
0 13 15 2.08 3.93
0 13 14 -8.39 4.84
0 13 13 1.15 6.68
0 13 12 -2.95 4.11
0 13 11 -1.77 3.91
0 13 10 5.14 3.80
0 13 9 1.66 2.79
0 13 8 2.56 3.17
0 13 7 -0.31 3.03
0 13 6 0.00 3.48
0 13 5 -6.80 3.63
0 13 4 -1.45 3.19
0 13 3 2.29 3.38
0 13 2 1.41 2.75
0 13 1 -1.12 3.38
0 13 0 3.35 4.89
0 13 -1 2.52 3.18
0 13 -2 -2.82 3.34
0 14 -2 66.76 5.59
0 14 -1 262.96 10.36
0 14 0 10.68 4.89
0 14 1 272.15 10.20
0 14 2 63.69 5.51
0 14 3 288.48 11.00
0 14 4 179.39 9.45
0 14 5 123.55 7.75
0 14 6 28.84 4.86
0 14 7 106.09 8.17
0 14 8 15.52 5.04
0 14 9 -0.36 3.46
0 14 10 116.18 8.32
0 14 11 85.27 7.74
0 14 12 -8.64 4.93
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0 14 14 15.22 6.63
0 14 15 14.50 4.50
0 14 16 18.73 5.80
0 14 17 34.71 7.39
0 14 18 -0.50 4.98
0 14 19 9.80 6.08
0 14 20 6.99 6.86
0 14 21 6.16 5.29
0 14 22 -2.33 5.95
0 15 21 -3.50 6.39
0 15 20 5.05 5.23
0 15 19 -0.54 5.58
0 15 18 -11.94 6.25
0 15 17 2.99 5.87
0 15 16 -1.92 5.05
0 15 15 7.88 5.77
0 15 14 1.79 4.05
0 15 13 -4.32 5.10
0 15 12 3.76 4.85
0 15 11 1.61 4.71
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0 15 9 0.38 3.97
0 15 8 -1.48 4.29
0 15 7 -1.44 4.18
0 15 6 -1.06 5.09
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0 15 4 -0.68 4.32
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0 15 1 -17.29 7.02
0 15 0 -2.32 4.73
0 15 -1 -8.64 4.51
0 15 -2 3.34 3.44
0 16 -2 162.43 9.37
0 16 -1 270.71 12.32
0 16 0 53.55 6.69
0 16 1 266.76 11.95
0 16 2 162.46 9.62
0 16 3 8.02 4.78
0 16 4 76.75 7.27
0 16 5 289.37 12.30
0 16 6 12.57 5.71
0 16 7 34.96 6.38
0 16 8 1.19 6.12
0 16 9 5.29 4.69
0 16 10 2.09 5.87
0 16 11 116.17 9.88
0 16 12 49.22 7.25
0 16 13 64.98 7.32
0 16 14 -1.42 4.70
0 16 15 6.36 4.51
0 16 16 3.54 6.10
0 16 17 108.14 10.32
0 16 18 26.67 7.08
0 16 19 1.69 5.95
0 16 20 0.59 6.12
0 17 19 -4.14 7.07
0 17 18 -6.85 6.85
0 17 17 3.31 5.73
0 17 16 -2.14 5.12
0 17 15 7.23 4.62
0 17 14 -0.50 4.72
0 17 13 -18.43 6.36
0 17 12 -2.82 4.89
0 17 11 -3.21 5.12
0 17 10 -2.67 5.35
0 17 9 -4.35 5.04
0 17 8 2.98 4.91
0 17 7 -3.75 4.73
0 17 6 -2.87 6.00
0 17 5 0.40 4.32
0 17 4 -5.96 5.64
0 17 3 -1.18 4.47
0 17 2 3.91 4.65
0 17 1 -3.50 6.96
0 17 0 6.60 4.55
0 17 -1 -0.39 5.78
0 17 -2 -3.91 4.72
0 18 -2 10.51 6.02
0 18 -1 54.42 6.70
0 18 0 1.67 4.77
0 18 1 47.73 6.95
0 18 2 23.54 5.18
0 18 3 69.84 7.29
0 18 4 -1.71 5.27
0 18 5 2.16 5.17
0 18 6 -5.71 5.87
0 18 7 142.34 10.20
0 18 8 100.04 9.69
0 18 9 137.46 10.38
0 18 10 -6.65 5.66
0 18 11 2.92 5.06
0 18 12 70.48 8.26
0 18 13 16.95 6.10
0 18 14 5.29 6.03
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9 0 17 -3.76 5.85
9 0 16 4.66 5.46
9 0 15 0.00 5.62
9 0 14 93.05 8.96
9 0 13 5.63 6.19
9 0 12 2.73 4.99
9 0 11 1.77 5.04
9 0 10 30.97 4.94
9 0 9 -9.22 5.07
9 0 8 4.91 4.13
9 0 7 -0.40 3.78
9 0 6 -1.97 3.87
9 0 5 0.39 4.66
9 0 4 8.77 3.94
9 0 3 3.02 4.56
9 0 2 15.35 4.75
9 0 1 1.49 3.72
9 0 0 5.58 6.28
9 0 -1 5.22 3.91
9 0 -2 11.60 5.20
10 0 -2 179.12 11.34
10 0 -1 -0.43 4.89
10 0 0 7.67 6.09
10 0 1 2.99 4.81
10 0 2 199.28 11.03
10 0 3 8.63 4.40
10 0 4 11.75 5.28
10 0 5 3.09 5.31
10 0 6 5.36 6.29
10 0 7 0.00 4.85
10 0 8 8.33 3.93
10 0 9 -3.31 5.41
10 0 10 40.58 7.20
10 0 11 -4.45 5.22
10 0 12 -2.54 5.86
10 0 13 3.13 5.86
10 0 14 -3.76 6.00
10 0 15 0.00 6.91
10 0 16 9.69 5.38
10 0 17 -2.35 6.65
10 1 17 1.18 6.96
10 1 16 8.56 6.17
10 1 15 -1.11 5.54
10 1 14 18.28 7.29
10 1 13 9.40 5.28
10 1 12 28.49 6.14
10 1 11 7.93 5.25
10 1 10 7.74 5.39
10 1 9 2.37 4.90
10 1 8 6.95 6.06
10 1 7 2.28 4.57
10 1 6 6.71 4.97
10 1 5 7.07 4.42
10 1 4 11.78 5.90
10 1 3 70.04 7.64
10 1 2 6.44 5.81
10 1 1 11.98 4.65
10 1 0 5.13 5.02
10 1 -1 1.71 5.09
10 1 -2 10.30 6.04
10 2 -2 4.75 4.83
10 2 -1 -3.44 4.67
10 2 0 -2.58 5.47
10 2 1 -3.01 4.92
10 2 2 0.43 5.41
10 2 3 -10.44 5.54
10 2 4 3.51 5.08
10 2 5 10.21 4.72
10 2 6 -1.35 4.74
10 2 7 4.12 4.41
10 2 8 0.93 5.02
10 2 9 -0.95 3.98
10 2 10 6.32 5.35
10 2 11 8.47 4.86
10 2 12 26.07 6.80
10 2 13 10.50 5.80
10 2 14 -7.56 6.44
10 2 15 -5.00 6.16
10 2 16 29.23 7.23
10 2 17 5.32 6.23
10 3 16 13.28 6.30
10 3 15 10.08 5.66
10 3 14 2.72 6.64
10 3 13 14.29 5.57
10 3 12 41.74 6.50
10 3 11 5.53 4.90
10 3 10 -3.93 5.59
10 3 9 4.80 4.65
10 3 8 23.05 5.66
10 3 7 -0.46 4.78
10 3 6 14.55 5.61
10 3 5 7.17 4.48
10 3 4 0.88 4.77
10 3 3 20.64 5.14
10 3 2 30.10 6.37
10 3 1 8.69 4.68
10 3 0 34.72 6.14
10 3 -1 9.13 4.82
10 3 -2 34.90 6.44
10 4 -2 72.08 7.90
10 4 -1 40.08 6.12
10 4 0 20.68 6.36
10 4 1 37.88 6.14
10 4 2 59.70 8.29
10 4 3 26.26 5.96
10 4 4 6.73 4.73
10 4 5 -9.54 5.39
10 4 6 11.51 4.81
10 4 7 -3.74 5.08
10 4 8 6.67 4.42
10 4 9 -6.31 4.88
10 4 10 15.89 4.09
10 4 11 3.05 5.97
10 4 12 18.24 5.69
10 4 13 34.77 7.96
10 4 14 9.35 6.15
10 4 15 15.28 6.43
10 4 16 -2.33 5.95
10 5 16 9.44 5.90
10 5 15 -1.72 6.36
10 5 14 3.90 5.49
10 5 13 -4.88 5.87
10 5 12 17.44 5.26
10 5 11 1.03 6.23
10 5 10 7.56 6.36
10 5 9 5.92 6.16
10 5 8 12.10 5.32
10 5 7 -0.47 4.92
10 5 6 3.75 5.17
10 5 5 25.86 6.23
10 5 4 14.62 4.92
10 5 3 4.98 4.94
10 5 2 12.14 5.34
10 5 1 8.96 5.74
10 5 0 -3.58 5.97
10 5 -1 17.48 5.65
10 5 -2 -3.15 5.15
10 6 -2 21.11 5.23
10 6 -1 9.60 6.58
10 6 0 -4.11 5.54
10 6 1 19.21 6.44
10 6 2 5.05 5.25
10 6 3 28.64 6.43
10 6 4 -0.46 4.95
10 6 5 16.01 5.61
10 6 6 7.64 4.62
10 6 7 18.89 5.87
10 6 8 10.84 4.62
10 6 9 3.02 4.26
10 6 10 0.51 5.05
10 6 11 6.82 4.66
10 6 12 6.45 5.89
10 6 13 1.10 5.62
10 6 14 8.49 6.28
10 6 15 13.97 6.05
10 7 15 4.74 5.87
10 7 14 -3.46 5.47
10 7 13 -3.37 6.75
10 7 12 1.65 5.29
10 7 11 8.03 5.16
10 7 10 -1.57 4.72
10 7 9 5.64 5.00
10 7 8 10.08 4.83
10 7 7 1.49 4.93
10 7 6 -4.39 5.54
10 7 5 11.08 4.98
10 7 4 1.91 6.36
10 7 3 10.88 5.02
10 7 2 13.16 5.83
10 7 1 12.64 5.56
10 7 0 21.51 6.45
10 7 -1 1.41 4.66
10 7 -2 18.32 5.46
10 8 -2 7.24 5.48
10 8 -1 20.19 5.40
10 8 0 7.68 5.72
10 8 1 9.61 5.93
10 8 2 8.20 4.70
10 8 3 9.70 4.65
10 8 4 14.67 5.74
10 8 5 5.93 5.41
10 8 6 2.50 4.56
10 8 7 9.64 5.45
10 8 8 -9.29 5.51
10 8 9 -2.10 5.04
10 8 10 4.82 5.33
10 8 11 -9.31 6.99
10 8 12 28.58 6.21
10 8 13 2.30 5.91
10 8 14 -3.53 5.95
10 9 13 6.47 6.58
10 9 12 -9.76 5.99
10 9 11 2.25 5.94
10 9 10 7.15 5.25
10 9 9 2.70 5.88
10 9 8 -3.71 6.34
10 9 7 18.78 6.26
10 9 6 -4.63 6.11
10 9 5 1.02 5.88
10 9 4 2.01 5.47
10 9 3 -4.49 5.54
10 9 2 -1.99 5.21
10 9 1 0.50 5.31
10 9 0 9.39 5.57
10 9 -1 4.94 4.80
10 9 -2 2.48 4.84
10 10 -2 11.26 6.48
10 10 -1 13.78 5.23
10 10 0 24.47 7.60
10 10 1 3.58 5.89
10 10 2 14.85 6.25
10 10 3 5.15 5.30
10 10 4 -5.71 5.42
10 10 5 5.24 6.63
10 10 6 -1.06 5.46
10 10 7 17.19 5.32
10 10 8 0.00 5.82
10 10 9 -4.99 6.15
10 10 10 5.09 5.63
10 10 11 -8.08 6.58
10 10 12 -0.59 7.05
10 11 11 -17.82 6.51
10 11 10 -1.75 6.14
10 11 9 2.29 6.52
10 11 8 0.00 5.68
10 11 7 -2.77 5.63
10 11 6 3.28 5.99
10 11 5 1.08 5.67
10 11 4 10.19 5.75
10 11 3 7.98 5.90
10 11 2 0.00 5.50
10 11 1 -0.53 5.30
10 11 0 39.53 7.01
10 11 -1 4.75 5.25
10 11 -2 -6.35 5.80
10 12 -2 6.03 5.67
10 12 -1 0.00 5.68
10 12 0 -6.55 5.67
10 12 1 0.55 5.55
10 12 2 4.93 6.08
10 12 3 2.75 5.20
10 12 4 4.44 6.42
10 12 5 4.48 6.34
10 12 6 2.83 5.34
10 12 7 10.32 5.79
10 12 8 -9.30 6.42
10 12 9 -5.90 6.02
10 13 7 2.97 5.00
10 13 6 -13.48 7.34
10 13 5 10.44 6.03
10 13 4 0.00 5.63
10 13 3 8.00 5.30
10 13 2 -5.12 5.99
10 13 1 3.97 5.75
10 13 0 -4.53 5.66
10 13 -1 -5.67 5.61
10 13 -2 -2.84 5.77
10 14 -2 11.80 5.47
10 14 -1 6.47 6.42
10 14 0 -4.12 6.25
10 14 1 12.36 6.53
10 14 2 -2.95 5.81
10 14 3 -5.34 6.89
11 11 -2 5.28 5.83
11 11 -1 2.93 4.92
11 11 0 7.59 6.10
11 11 1 -12.86 6.61
11 11 2 -5.28 6.18
11 11 3 -1.77 5.68
11 11 4 0.00 6.33
11 10 7 -2.38 5.51
11 10 6 11.15 5.22
11 10 5 3.48 6.20
11 10 4 6.91 5.82
11 10 3 7.43 6.13
11 10 2 3.42 5.22
11 10 1 5.11 5.65
11 10 0 7.37 5.23
11 10 -1 3.97 5.59
11 10 -2 -1.14 6.34
11 9 -2 8.31 4.98
11 9 -1 1.66 4.78
11 9 0 6.62 4.48
11 9 1 4.42 5.95
11 9 2 8.86 4.64
11 9 3 -0.55 6.22
11 9 4 8.97 6.68
11 9 5 -5.65 6.54
11 9 6 5.14 4.95
11 9 7 -2.31 6.39
11 9 8 4.69 5.81
11 8 10 7.70 6.02
11 8 9 6.40 6.03
11 8 8 3.44 5.43
11 8 7 1.69 5.79
11 8 6 3.35 5.11
11 8 5 -7.17 5.71
11 8 4 -2.73 6.98
11 8 3 20.08 6.67
11 8 2 9.72 5.45
11 8 1 -5.92 5.92
11 8 0 -6.45 6.18
11 8 -1 10.76 4.99
11 8 -2 3.24 5.91
11 7 -2 2.11 4.41
11 7 -1 13.67 5.05
11 7 0 -1.58 4.90
11 7 1 -2.10 5.81
11 7 2 -7.91 6.13
11 7 3 9.02 4.47
11 7 4 -13.36 6.26
11 7 5 -3.77 6.03
11 7 6 2.18 5.46
11 7 7 1.66 5.66
11 7 8 -1.12 5.78
11 7 9 13.12 5.00
11 7 10 -3.48 5.87
11 7 11 -7.70 6.46
11 6 12 5.94 6.45
11 6 11 15.71 5.96
11 6 10 -2.85 5.95
11 6 9 -0.56 5.79
11 6 8 2.75 5.19
11 6 7 0.54 6.11
11 6 6 -3.21 5.56
11 6 5 -3.17 5.34
11 6 4 -5.76 5.76
11 6 3 -13.51 6.58
11 6 2 -1.55 5.14
11 6 1 1.55 5.85
11 6 0 10.81 4.80
11 6 -1 -3.61 5.76
11 6 -2 5.69 6.18
11 5 -2 13.20 4.19
11 5 -1 2.02 5.21
11 5 0 4.55 5.33
11 5 1 -5.57 5.71
11 5 2 7.11 5.47
11 5 3 6.13 5.87
11 5 4 -3.09 6.18
11 5 5 17.67 5.04
11 5 6 -4.73 5.54
11 5 7 7.46 5.43
11 5 8 5.41 5.41
11 5 9 14.87 5.31
11 5 10 2.81 5.64
11 5 11 -1.72 6.03
11 5 12 -12.29 6.33
11 4 13 1.18 6.37
11 4 12 6.94 6.33
11 4 11 8.48 5.45
11 4 10 12.74 5.89
11 4 9 8.15 5.41
11 4 8 0.00 5.39
11 4 7 6.83 5.17
11 4 6 24.88 6.35
11 4 5 0.51 5.20
11 4 4 2.54 5.39
11 4 3 -1.01 5.87
11 4 2 16.51 5.41
11 4 1 -8.48 5.35
11 4 0 -7.47 5.91
11 4 -1 -3.49 5.01
11 4 -2 8.50 5.86
11 3 -2 -10.38 5.87
11 3 -1 6.40 5.55
11 3 0 0.00 5.91
11 3 1 4.44 5.20
11 3 2 -3.96 5.37
11 3 3 20.39 5.95
11 3 4 3.51 5.51
11 3 5 26.33 5.90
11 3 6 21.53 6.28
11 3 7 4.68 5.90
11 3 8 1.06 5.23
11 3 9 6.99 5.30
11 3 10 -13.16 6.01
11 3 11 -6.15 5.68
11 3 12 1.15 5.31
11 3 13 -4.69 6.37
11 2 13 2.91 6.51
11 2 12 6.82 5.02
11 2 11 1.11 5.50
11 2 10 10.34 5.35
11 2 9 2.67 5.36
11 2 8 0.52 5.62
11 2 7 15.47 6.56
11 2 6 12.71 5.86
11 2 5 11.55 5.48
11 2 4 10.44 6.03
11 2 3 -5.42 6.06
11 2 2 0.98 6.39
11 2 1 11.24 4.76
11 2 0 6.84 4.83
11 2 -1 13.68 5.17
11 2 -2 -3.92 6.54
11 1 -2 -0.98 5.81
11 1 -1 0.48 5.48
11 1 0 -0.97 5.41
11 1 1 6.32 5.86
11 1 2 -12.20 6.30
11 1 3 19.14 6.42
11 1 4 2.97 6.41
11 1 5 7.50 6.06
11 1 6 0.51 5.56
11 1 7 4.62 6.22
11 1 8 11.99 4.92
11 1 9 -2.65 7.37
11 1 10 -2.16 5.68
11 1 11 -2.21 5.31
11 1 12 3.39 5.18
11 1 13 1.16 5.74
11 1 14 1.19 6.23
11 0 14 14.24 7.41
11 0 13 -5.79 6.07
11 0 12 -2.82 6.37
11 0 11 -11.05 6.58
11 0 10 1.62 5.99
11 0 9 6.36 5.03
11 0 8 0.00 5.10
11 0 7 -7.68 6.34
11 0 6 49.48 6.92
11 0 5 7.48 4.81
11 0 4 -6.42 5.52
11 0 3 7.35 5.02
11 0 2 16.07 7.11
11 0 1 -2.91 5.70
11 0 0 -8.24 6.07
11 0 -1 1.94 5.53
11 0 -2 5.85 5.20
12 0 -2 82.46 9.80
12 0 -1 11.51 6.08
12 0 0 60.77 9.24
12 0 1 7.12 6.03
12 0 2 76.42 9.44
12 0 3 1.66 6.56
12 0 4 8.34 6.02
12 0 5 0.00 5.50
12 0 6 25.53 6.29
12 0 7 7.47 6.16
12 0 8 -2.91 5.74
12 0 9 1.77 5.33
12 1 9 -5.93 5.50
12 1 8 8.75 5.45
12 1 7 -1.15 6.09
12 1 6 3.98 5.60
12 1 5 3.94 6.03
12 1 4 3.90 6.43
12 1 3 -2.77 6.09
12 1 2 24.23 6.92
12 1 1 6.59 6.45
12 1 0 20.29 6.32
12 1 -1 -2.20 6.21
12 1 -2 19.82 7.63
12 2 -2 14.38 5.64
12 2 -1 9.37 7.12
12 2 0 16.53 6.75
12 2 1 -0.55 7.13
12 2 2 3.32 4.89
12 2 3 11.67 5.36
12 2 4 10.64 5.68
12 2 5 -2.26 6.08
12 2 6 -16.56 6.43
12 2 7 2.89 6.14
12 2 8 3.52 5.18
12 3 8 5.31 6.05
12 3 7 2.91 5.67
12 3 6 9.77 5.42
12 3 5 -1.14 5.86
12 3 4 11.84 6.10
12 3 3 25.76 8.31
12 3 2 28.98 6.78
12 3 1 2.78 6.51
12 3 0 1.67 6.45
12 3 -1 1.11 6.58
12 3 -2 20.62 7.50
12 4 -2 -0.56 5.98
12 4 -1 14.03 6.47
12 4 0 5.61 6.54
12 4 1 7.86 6.05
12 4 2 6.76 5.51
12 4 3 8.49 5.96
12 4 4 0.57 6.11
12 4 5 12.07 5.72
12 4 6 0.58 5.72
12 4 7 -4.70 5.88
12 5 6 -1.18 6.39
12 5 5 1.16 6.59
12 5 4 4.04 6.35
12 5 3 6.88 6.12
12 5 2 12.55 5.16
12 5 1 -6.83 7.50
12 5 0 40.91 6.96
12 5 -1 -1.13 6.78
12 5 -2 11.98 6.17
12 6 -2 19.69 5.24
12 6 -1 -0.58 6.30
12 6 0 -5.20 5.74
12 6 1 3.46 5.48
12 6 2 -5.79 6.85
12 6 3 1.16 5.58
12 6 4 -0.59 5.89
12 6 5 2.95 5.57
12 7 3 5.33 6.57
12 7 2 20.06 5.53
12 7 1 -2.36 6.81
12 7 0 -3.53 5.76
12 7 -1 -10.00 6.93
12 7 -2 27.13 7.03
0 0 0 0.00 0.00
_computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'
;
_shelx_hkl_checksum 94218
_shelx_res_file
;
TITL etr-pfb_a.res in P-1 New:Pbca
etr-pfb.res
created by SHELXL-2018/3 at 10:51:07 on 29-Apr-2024
CELL 0.71073 10.536 19.246 23.343 90 90 90
ZERR 8 0.002 0.004 0.005 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,-Z
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cl F N O S
UNIT 200 160 8 8 16 32 8
L.S. 50
PLAN 3
SIZE 0.52 0.1 0.08
TEMP 20(2)
CONF
BOND $H
fmap 2
acta
MORE -1
OMIT 0 0 2
OMIT 0 2 1
OMIT 1 1 1
REM
REM
REM
WGHT 0.073100 1.481800
FVAR 0.27992
CL1 3 0.302950 0.047820 0.283078 11.00000 0.07931 0.06082 =
0.07895 0.00858 0.01325 -0.00708
S1 7 0.564229 0.268761 -0.045014 11.00000 0.06380 0.08550 =
0.03299 0.00549 -0.00199 -0.00115
O1 6 0.528061 0.210852 -0.077793 11.00000 0.18094 0.14072 =
0.03498 0.00058 -0.02039 -0.08999
O2 6 0.491514 0.330279 -0.049628 11.00000 0.17359 0.19187 =
0.05709 0.04551 0.02535 0.11326
N2 5 0.797312 0.356447 0.290384 11.00000 0.05274 0.04962 =
0.04268 -0.00604 0.00233 0.00136
N1 5 0.592105 0.176465 0.301391 11.00000 0.07549 0.05311 =
0.03557 0.00375 -0.00447 -0.00327
C4 1 0.553154 0.201083 0.141169 11.00000 0.05551 0.04390 =
0.03160 -0.00367 -0.00695 0.00047
C1 1 0.566480 0.243185 0.027975 11.00000 0.04485 0.06405 =
0.03302 0.00115 -0.00493 -0.00185
C8 1 0.538563 0.176231 0.201049 11.00000 0.05166 0.04119 =
0.03404 -0.00425 0.00347 0.00727
C10 1 0.424717 0.104577 0.266898 11.00000 0.06486 0.03925 =
0.04883 0.00203 0.00797 0.00440
C16 1 0.873813 0.320380 0.199486 11.00000 0.04978 0.06724 =
0.03188 0.00389 0.00015 0.00972
AFIX 43
H16 2 0.929738 0.326787 0.169118 11.00000 -1.20000
AFIX 0
C18 1 0.965280 0.425861 0.249437 11.00000 0.07304 0.06442 =
0.07742 0.00129 0.00425 -0.00905
AFIX 137
H18A 2 0.920597 0.466219 0.262756 11.00000 -1.50000
H18B 2 1.000170 0.434969 0.212195 11.00000 -1.50000
H18C 2 1.032657 0.414954 0.275622 11.00000 -1.50000
AFIX 0
C2 1 0.593504 0.175522 0.041867 11.00000 0.09092 0.05962 =
0.03662 -0.01194 -0.00261 0.00906
AFIX 43
H2 2 0.616189 0.144001 0.013459 11.00000 -1.20000
AFIX 0
C12 1 0.610309 0.200799 0.247976 11.00000 0.05823 0.04646 =
0.03105 -0.00247 -0.00078 0.01348
C14 1 0.716318 0.303131 0.288684 11.00000 0.04799 0.05435 =
0.03379 0.00086 0.00696 0.00573
AFIX 43
H14 2 0.662675 0.296873 0.319900 11.00000 -1.20000
AFIX 0
C6 1 0.535327 0.290519 0.069591 11.00000 0.06418 0.04877 =
0.03998 0.00261 0.00477 0.00923
AFIX 43
H6 2 0.518402 0.336501 0.060017 11.00000 -1.20000
AFIX 0
C9 1 0.445697 0.126210 0.211792 11.00000 0.05880 0.04489 =
0.04399 -0.00217 0.00069 0.00373
AFIX 43
H9 2 0.398441 0.107712 0.181796 11.00000 -1.20000
AFIX 0
C7 1 0.719873 0.287441 -0.062290 11.00000 0.08948 0.16699 =
0.05724 0.00806 0.01598 -0.04141
AFIX 137
H7A 2 0.771643 0.247223 -0.055524 11.00000 -1.50000
H7B 2 0.749415 0.325226 -0.038988 11.00000 -1.50000
H7C 2 0.725101 0.300260 -0.101965 11.00000 -1.50000
AFIX 0
C13 1 0.706563 0.256590 0.243818 11.00000 0.04977 0.04033 =
0.03106 0.00073 -0.00478 0.00763
C17 1 0.790165 0.266504 0.198488 11.00000 0.04919 0.05173 =
0.03320 -0.00653 -0.00689 0.00668
AFIX 43
H17 2 0.788943 0.236266 0.167416 11.00000 -1.20000
AFIX 0
C11 1 0.500510 0.129509 0.310230 11.00000 0.08397 0.05318 =
0.03773 0.00599 0.00838 0.00053
AFIX 43
H11 2 0.487568 0.113045 0.347229 11.00000 -1.20000
AFIX 0
C5 1 0.529450 0.268722 0.126241 11.00000 0.06304 0.05085 =
0.03750 -0.00573 0.00272 0.00823
AFIX 43
H5 2 0.508996 0.300697 0.154649 11.00000 -1.20000
AFIX 0
C15 1 0.875957 0.366052 0.245927 11.00000 0.05007 0.05087 =
0.04889 0.00468 -0.00996 0.00444
C3 1 0.586782 0.154677 0.098137 11.00000 0.09317 0.05182 =
0.03916 -0.00825 -0.00882 0.00887
AFIX 43
H3 2 0.605027 0.108798 0.107550 11.00000 -1.20000
AFIX 0
F1 4 0.769448 0.574149 0.625162 11.00000 0.21116 0.09513 =
0.05401 -0.01664 0.00618 0.03316
O3 6 0.813558 0.419524 0.391152 11.00000 0.09598 0.08258 =
0.06133 -0.03212 -0.01135 0.02699
O4 6 0.642251 0.481667 0.373624 11.00000 0.13921 0.15731 =
0.07867 -0.03254 -0.03794 0.06664
C21 1 0.833180 0.471689 0.500281 11.00000 0.09647 0.07639 =
0.05439 -0.02020 -0.00074 0.03247
AFIX 43
H21 2 0.892409 0.439269 0.487709 11.00000 -1.20000
AFIX 0
C20 1 0.737094 0.491138 0.464663 11.00000 0.06649 0.04998 =
0.04999 0.00260 0.00073 0.00339
C22 1 0.844330 0.499216 0.554747 11.00000 0.11712 0.09853 =
0.05923 -0.00705 -0.01326 0.03521
AFIX 43
H22 2 0.910117 0.485950 0.578952 11.00000 -1.20000
AFIX 0
C24 1 0.660212 0.565965 0.539367 11.00000 0.13215 0.08115 =
0.07916 -0.01318 0.01210 0.04543
AFIX 43
H24 2 0.600674 0.597481 0.553148 11.00000 -1.20000
AFIX 0
C23 1 0.756844 0.545819 0.571543 11.00000 0.13998 0.05445 =
0.04715 -0.00495 0.01036 0.01542
C19 1 0.726663 0.462728 0.405555 11.00000 0.07523 0.06693 =
0.05428 -0.01248 -0.00924 0.00371
C25 1 0.650117 0.538665 0.484279 11.00000 0.10128 0.09952 =
0.07392 -0.01285 0.00219 0.04074
AFIX 43
H25 2 0.583950 0.552738 0.460600 11.00000 -1.20000
AFIX 0
H3A 2 0.801298 0.402758 0.349097 11.00000 0.11003
HKLF 4
REM etr-pfb_a.res in P-1 New:Pbca
REM wR2 = 0.1909, GooF = S = 1.020, Restrained GooF = 1.020 for all data
REM R1 = 0.0733 for 2105 Fo > 4sig(Fo) and 0.1590 for all 4338 data
REM 313 parameters refined using 0 restraints
END
WGHT 0.0723 1.5163
REM Highest difference peak 0.241, deepest hole -0.325, 1-sigma level 0.062
Q1 1 0.9738 0.5281 0.5716 11.00000 0.05 0.24
Q2 1 0.9060 0.5559 0.6404 11.00000 0.05 0.22
Q3 1 0.5528 0.1011 0.0015 11.00000 0.05 0.22
;
_shelx_res_checksum 47646
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.30295(14) 0.04782(7) 0.28308(6) 0.0730(5) Uani d 1 . .
S S1 0.56423(14) 0.26876(8) -0.04501(5) 0.0608(4) Uani d 1 . .
O O1 0.5281(5) 0.2109(2) -0.07779(15) 0.1189(19) Uani d 1 . .
O O2 0.4915(5) 0.3303(3) -0.04963(17) 0.141(2) Uani d 1 . .
N N2 0.7973(4) 0.3564(2) 0.29038(16) 0.0483(10) Uani d 1 . .
N N1 0.5921(4) 0.1765(2) 0.30139(16) 0.0547(11) Uani d 1 . .
C C4 0.5532(4) 0.2011(2) 0.14117(18) 0.0437(12) Uani d 1 . .
C C1 0.5665(4) 0.2432(3) 0.02798(18) 0.0473(12) Uani d 1 . .
C C8 0.5386(4) 0.1762(2) 0.20105(18) 0.0423(12) Uani d 1 . .
C C10 0.4247(5) 0.1046(2) 0.2669(2) 0.0510(13) Uani d 1 . .
C C16 0.8738(5) 0.3204(3) 0.19949(19) 0.0496(13) Uani d 1 . .
H H16 0.929738 0.326787 0.169118 0.060 Uiso calc 1 . .
C C18 0.9653(5) 0.4259(3) 0.2494(3) 0.0716(16) Uani d 1 . .
H H18A 0.920597 0.466219 0.262756 0.107 Uiso calc 1 . .
H H18B 1.000170 0.434969 0.212195 0.107 Uiso calc 1 . .
H H18C 1.032657 0.414954 0.275622 0.107 Uiso calc 1 . .
C C2 0.5935(5) 0.1755(3) 0.0419(2) 0.0624(15) Uani d 1 . .
H H2 0.616189 0.144001 0.013459 0.075 Uiso calc 1 . .
C C12 0.6103(5) 0.2008(2) 0.24798(19) 0.0452(12) Uani d 1 . .
C C14 0.7163(4) 0.3031(2) 0.28868(18) 0.0454(12) Uani d 1 . .
H H14 0.662675 0.296873 0.319900 0.054 Uiso calc 1 . .
C C6 0.5353(4) 0.2905(2) 0.06959(19) 0.0510(13) Uani d 1 . .
H H6 0.518402 0.336501 0.060017 0.061 Uiso calc 1 . .
C C9 0.4457(5) 0.1262(2) 0.21179(19) 0.0492(12) Uani d 1 . .
H H9 0.398441 0.107712 0.181796 0.059 Uiso calc 1 . .
C C7 0.7199(6) 0.2874(4) -0.0623(2) 0.105(2) Uani d 1 . .
H H7A 0.771643 0.247223 -0.055524 0.157 Uiso calc 1 . .
H H7B 0.749415 0.325226 -0.038988 0.157 Uiso calc 1 . .
H H7C 0.725101 0.300260 -0.101965 0.157 Uiso calc 1 . .
C C13 0.7066(4) 0.2566(2) 0.24382(18) 0.0404(11) Uani d 1 . .
C C17 0.7902(4) 0.2665(2) 0.19849(17) 0.0447(12) Uani d 1 . .
H H17 0.788943 0.236266 0.167416 0.054 Uiso calc 1 . .
C C11 0.5005(5) 0.1295(3) 0.3102(2) 0.0583(14) Uani d 1 . .
H H11 0.487568 0.113045 0.347229 0.070 Uiso calc 1 . .
C C5 0.5294(4) 0.2687(3) 0.12624(19) 0.0505(13) Uani d 1 . .
H H5 0.508996 0.300697 0.154649 0.061 Uiso calc 1 . .
C C15 0.8760(5) 0.3661(2) 0.2459(2) 0.0499(12) Uani d 1 . .
C C3 0.5868(5) 0.1547(3) 0.09814(19) 0.0614(15) Uani d 1 . .
H H3 0.605027 0.108798 0.107550 0.074 Uiso calc 1 . .
F F1 0.7694(5) 0.57415(18) 0.62516(14) 0.1201(15) Uani d 1 . .
O O3 0.8136(4) 0.4195(2) 0.39115(17) 0.0800(13) Uani d 1 . .
O O4 0.6423(5) 0.4817(3) 0.3736(2) 0.125(2) Uani d 1 . .
C C21 0.8332(6) 0.4717(3) 0.5003(2) 0.0758(18) Uani d 1 . .
H H21 0.892409 0.439269 0.487709 0.091 Uiso calc 1 . .
C C20 0.7371(5) 0.4911(3) 0.4647(2) 0.0555(13) Uani d 1 . .
C C22 0.8443(7) 0.4992(3) 0.5547(3) 0.092(2) Uani d 1 . .
H H22 0.910117 0.485950 0.578952 0.110 Uiso calc 1 . .
C C24 0.6602(7) 0.5660(3) 0.5394(3) 0.097(2) Uani d 1 . .
H H24 0.600674 0.597481 0.553148 0.117 Uiso calc 1 . .
C C23 0.7568(8) 0.5458(3) 0.5715(2) 0.081(2) Uani d 1 . .
C C19 0.7267(6) 0.4627(3) 0.4056(2) 0.0655(16) Uani d 1 . .
C C25 0.6501(6) 0.5387(3) 0.4843(3) 0.092(2) Uani d 1 . .
H H25 0.583950 0.552738 0.460600 0.110 Uiso calc 1 . .
H H3A 0.801(5) 0.403(3) 0.349(3) 0.11(2) Uiso d 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cl1 0.0793(10) 0.0608(8) 0.0789(10) -0.0071(8) 0.0132(8) 0.0086(8)
S1 0.0638(9) 0.0855(11) 0.0330(6) -0.0011(8) -0.0020(7) 0.0055(7)
O1 0.181(5) 0.141(4) 0.035(2) -0.090(4) -0.020(3) 0.001(2)
O2 0.174(5) 0.192(5) 0.057(3) 0.113(4) 0.025(3) 0.046(3)
N2 0.053(3) 0.050(2) 0.043(2) 0.001(2) 0.002(2) -0.006(2)
N1 0.075(3) 0.053(3) 0.036(2) -0.003(2) -0.004(2) 0.004(2)
C4 0.056(3) 0.044(3) 0.032(2) 0.000(2) -0.007(2) -0.004(2)
C1 0.045(3) 0.064(3) 0.033(2) -0.002(3) -0.005(2) 0.001(2)
C8 0.052(3) 0.041(3) 0.034(2) 0.007(2) 0.003(2) -0.004(2)
C10 0.065(3) 0.039(3) 0.049(3) 0.004(3) 0.008(3) 0.002(2)
C16 0.050(3) 0.067(3) 0.032(3) 0.010(3) 0.000(2) 0.004(2)
C18 0.073(4) 0.064(3) 0.077(4) -0.009(3) 0.004(3) 0.001(3)
C2 0.091(4) 0.060(3) 0.037(3) 0.009(3) -0.003(3) -0.012(3)
C12 0.058(3) 0.046(3) 0.031(2) 0.013(3) -0.001(2) -0.002(2)
C14 0.048(3) 0.054(3) 0.034(2) 0.006(3) 0.007(2) 0.001(2)
C6 0.064(3) 0.049(3) 0.040(3) 0.009(3) 0.005(3) 0.003(2)
C9 0.059(3) 0.045(3) 0.044(3) 0.004(3) 0.001(3) -0.002(2)
C7 0.089(5) 0.167(7) 0.057(4) -0.041(5) 0.016(3) 0.008(4)
C13 0.050(3) 0.040(2) 0.031(2) 0.008(2) -0.005(2) 0.001(2)
C17 0.049(3) 0.052(3) 0.033(2) 0.007(3) -0.007(2) -0.007(2)
C11 0.084(4) 0.053(3) 0.038(3) 0.001(3) 0.008(3) 0.006(3)
C5 0.063(3) 0.051(3) 0.038(3) 0.008(3) 0.003(2) -0.006(2)
C15 0.050(3) 0.051(3) 0.049(3) 0.004(3) -0.010(3) 0.005(3)
C3 0.093(4) 0.052(3) 0.039(3) 0.009(3) -0.009(3) -0.008(2)
F1 0.211(5) 0.095(3) 0.054(2) 0.033(3) 0.006(3) -0.017(2)
O3 0.096(3) 0.083(3) 0.061(3) 0.027(3) -0.011(2) -0.032(2)
O4 0.139(4) 0.157(5) 0.079(3) 0.067(4) -0.038(3) -0.033(3)
C21 0.096(5) 0.076(4) 0.054(3) 0.032(4) -0.001(3) -0.020(3)
C20 0.066(4) 0.050(3) 0.050(3) 0.003(3) 0.001(3) 0.003(3)
C22 0.117(6) 0.099(5) 0.059(4) 0.035(4) -0.013(4) -0.007(4)
C24 0.132(6) 0.081(5) 0.079(5) 0.045(5) 0.012(5) -0.013(4)
C23 0.140(6) 0.054(4) 0.047(3) 0.015(4) 0.010(4) -0.005(3)
C19 0.075(4) 0.067(4) 0.054(3) 0.004(3) -0.009(3) -0.012(3)
C25 0.101(5) 0.100(5) 0.074(4) 0.041(4) 0.002(4) -0.013(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'
Cl Cl 0.1484 0.1585 '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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 S1 O2 . . 118.4(3) ?
O1 S1 C1 . . 107.9(2) ?
O1 S1 C7 . . 107.2(3) ?
O2 S1 C1 . . 108.2(2) ?
O2 S1 C7 . . 108.8(4) ?
C7 S1 C1 . . 105.6(3) ?
C14 N2 C15 . . 118.6(4) ?
C11 N1 C12 . . 118.7(4) ?
C5 C4 C8 . . 121.8(4) ?
C5 C4 C3 . . 118.2(4) ?
C3 C4 C8 . . 120.0(4) ?
C2 C1 S1 . . 119.6(4) ?
C6 C1 S1 . . 119.5(4) ?
C6 C1 C2 . . 120.8(4) ?
C12 C8 C4 . . 124.5(4) ?
C9 C8 C4 . . 117.6(4) ?
C9 C8 C12 . . 117.8(4) ?
C9 C10 Cl1 . . 121.2(4) ?
C9 C10 C11 . . 119.4(5) ?
C11 C10 Cl1 . . 119.4(4) ?
C17 C16 H16 . . 119.9 ?
C17 C16 C15 . . 120.2(4) ?
C15 C16 H16 . . 119.9 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
C1 C2 H2 . . 120.3 ?
C1 C2 C3 . . 119.5(5) ?
C3 C2 H2 . . 120.3 ?
N1 C12 C8 . . 121.7(4) ?
N1 C12 C13 . . 114.3(4) ?
C8 C12 C13 . . 124.0(4) ?
N2 C14 H14 . . 117.7 ?
N2 C14 C13 . . 124.6(4) ?
C13 C14 H14 . . 117.7 ?
C1 C6 H6 . . 120.5 ?
C1 C6 C5 . . 119.0(4) ?
C5 C6 H6 . . 120.5 ?
C8 C9 H9 . . 120.3 ?
C10 C9 C8 . . 119.4(4) ?
C10 C9 H9 . . 120.3 ?
S1 C7 H7A . . 109.5 ?
S1 C7 H7B . . 109.5 ?
S1 C7 H7C . . 109.5 ?
H7A C7 H7B . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C14 C13 C12 . . 118.1(4) ?
C14 C13 C17 . . 116.2(4) ?
C17 C13 C12 . . 125.7(4) ?
C16 C17 C13 . . 120.1(4) ?
C16 C17 H17 . . 119.9 ?
C13 C17 H17 . . 119.9 ?
N1 C11 C10 . . 122.8(4) ?
N1 C11 H11 . . 118.6 ?
C10 C11 H11 . . 118.6 ?
C4 C5 C6 . . 121.4(4) ?
C4 C5 H5 . . 119.3 ?
C6 C5 H5 . . 119.3 ?
N2 C15 C16 . . 120.3(4) ?
N2 C15 C18 . . 117.0(4) ?
C16 C15 C18 . . 122.7(5) ?
C4 C3 H3 . . 119.5 ?
C2 C3 C4 . . 121.1(5) ?
C2 C3 H3 . . 119.5 ?
C19 O3 H3A . . 111(3) ?
C20 C21 H21 . . 119.4 ?
C20 C21 C22 . . 121.3(5) ?
C22 C21 H21 . . 119.4 ?
C21 C20 C19 . . 121.3(5) ?
C21 C20 C25 . . 118.4(5) ?
C25 C20 C19 . . 120.3(5) ?
C21 C22 H22 . . 121.1 ?
C23 C22 C21 . . 117.7(6) ?
C23 C22 H22 . . 121.1 ?
C23 C24 H24 . . 120.9 ?
C23 C24 C25 . . 118.2(6) ?
C25 C24 H24 . . 120.9 ?
C22 C23 F1 . . 117.7(6) ?
C24 C23 F1 . . 118.4(6) ?
C24 C23 C22 . . 123.9(6) ?
O3 C19 C20 . . 115.4(5) ?
O4 C19 O3 . . 123.8(5) ?
O4 C19 C20 . . 120.8(6) ?
C20 C25 C24 . . 120.5(6) ?
C20 C25 H25 . . 119.7 ?
C24 C25 H25 . . 119.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C10 . 1.727(5) ?
S1 O1 . 1.405(4) ?
S1 O2 . 1.414(5) ?
S1 C1 . 1.774(4) ?
S1 C7 . 1.727(6) ?
N2 C14 . 1.335(5) ?
N2 C15 . 1.341(6) ?
N1 C12 . 1.346(5) ?
N1 C11 . 1.338(6) ?
C4 C8 . 1.485(6) ?
C4 C5 . 1.371(6) ?
C4 C3 . 1.390(6) ?
C1 C2 . 1.372(6) ?
C1 C6 . 1.372(6) ?
C8 C12 . 1.412(6) ?
C8 C9 . 1.395(6) ?
C10 C9 . 1.370(6) ?
C10 C11 . 1.375(7) ?
C16 H16 . 0.9300 ?
C16 C17 . 1.361(6) ?
C16 C15 . 1.396(6) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C18 C15 . 1.489(6) ?
C2 H2 . 0.9300 ?
C2 C3 . 1.375(6) ?
C12 C13 . 1.480(6) ?
C14 H14 . 0.9300 ?
C14 C13 . 1.382(6) ?
C6 H6 . 0.9300 ?
C6 C5 . 1.389(6) ?
C9 H9 . 0.9300 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C13 C17 . 1.390(6) ?
C17 H17 . 0.9300 ?
C11 H11 . 0.9300 ?
C5 H5 . 0.9300 ?
C3 H3 . 0.9300 ?
F1 C23 . 1.372(6) ?
O3 C19 . 1.282(6) ?
O3 H3A . 1.04(6) ?
O4 C19 . 1.216(6) ?
C21 H21 . 0.9300 ?
C21 C20 . 1.362(7) ?
C21 C22 . 1.382(7) ?
C20 C19 . 1.488(7) ?
C20 C25 . 1.373(7) ?
C22 H22 . 0.9300 ?
C22 C23 . 1.345(8) ?
C24 H24 . 0.9300 ?
C24 C23 . 1.323(9) ?
C24 C25 . 1.393(8) ?
C25 H25 . 0.9300 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cl1 C10 C9 C8 . . . . 175.0(3) ?
Cl1 C10 C11 N1 . . . . -176.3(4) ?
S1 C1 C2 C3 . . . . -175.6(4) ?
S1 C1 C6 C5 . . . . 175.9(4) ?
O1 S1 C1 C2 . . . . 29.7(5) ?
O1 S1 C1 C6 . . . . -147.3(4) ?
O2 S1 C1 C2 . . . . 158.9(5) ?
O2 S1 C1 C6 . . . . -18.1(5) ?
N2 C14 C13 C12 . . . . -179.0(4) ?
N2 C14 C13 C17 . . . . 1.5(6) ?
N1 C12 C13 C14 . . . . -34.9(6) ?
N1 C12 C13 C17 . . . . 144.6(4) ?
C4 C8 C12 N1 . . . . 179.6(4) ?
C4 C8 C12 C13 . . . . 2.3(7) ?
C4 C8 C9 C10 . . . . -176.6(4) ?
C1 C2 C3 C4 . . . . -0.1(8) ?
C1 C6 C5 C4 . . . . -0.5(7) ?
C8 C4 C5 C6 . . . . -175.8(4) ?
C8 C4 C3 C2 . . . . 176.1(5) ?
C8 C12 C13 C14 . . . . 142.6(4) ?
C8 C12 C13 C17 . . . . -37.9(7) ?
C2 C1 C6 C5 . . . . -1.0(7) ?
C12 N1 C11 C10 . . . . 0.6(7) ?
C12 C8 C9 C10 . . . . 2.1(7) ?
C12 C13 C17 C16 . . . . 179.4(4) ?
C14 N2 C15 C16 . . . . -1.0(6) ?
C14 N2 C15 C18 . . . . -179.8(4) ?
C14 C13 C17 C16 . . . . -1.1(6) ?
C6 C1 C2 C3 . . . . 1.3(8) ?
C9 C8 C12 N1 . . . . 1.0(6) ?
C9 C8 C12 C13 . . . . -176.3(4) ?
C9 C10 C11 N1 . . . . 2.5(8) ?
C7 S1 C1 C2 . . . . -84.7(5) ?
C7 S1 C1 C6 . . . . 98.3(5) ?
C17 C16 C15 N2 . . . . 1.3(7) ?
C17 C16 C15 C18 . . . . 180.0(4) ?
C11 N1 C12 C8 . . . . -2.3(7) ?
C11 N1 C12 C13 . . . . 175.2(4) ?
C11 C10 C9 C8 . . . . -3.8(7) ?
C5 C4 C8 C12 . . . . -62.7(7) ?
C5 C4 C8 C9 . . . . 115.9(5) ?
C5 C4 C3 C2 . . . . -1.4(8) ?
C15 N2 C14 C13 . . . . -0.4(7) ?
C15 C16 C17 C13 . . . . -0.1(7) ?
C3 C4 C8 C12 . . . . 119.9(5) ?
C3 C4 C8 C9 . . . . -61.5(6) ?
C3 C4 C5 C6 . . . . 1.7(8) ?
C21 C20 C19 O3 . . . . -0.1(8) ?
C21 C20 C19 O4 . . . . -178.2(6) ?
C21 C20 C25 C24 . . . . -0.2(9) ?
C21 C22 C23 F1 . . . . -178.7(6) ?
C21 C22 C23 C24 . . . . 1.0(11) ?
C20 C21 C22 C23 . . . . 0.2(10) ?
C22 C21 C20 C19 . . . . 178.6(6) ?
C22 C21 C20 C25 . . . . -0.5(9) ?
C23 C24 C25 C20 . . . . 1.3(11) ?
C19 C20 C25 C24 . . . . -179.3(6) ?
C25 C20 C19 O3 . . . . 179.0(5) ?
C25 C20 C19 O4 . . . . 0.9(9) ?
C25 C24 C23 F1 . . . . 178.0(6) ?
C25 C24 C23 C22 . . . . -1.7(12) ?
_cod_database_fobs_code 2312542