#------------------------------------------------------------------------------
#$Date: 2021-12-17 04:59:22 +0200 (Fri, 17 Dec 2021) $
#$Revision: 271493 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/39/2243955.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_2243955
loop_
_publ_author_name
'Halz, Jan Henrik'
'Hentsch, Andreas'
'Wagner, Christoph'
'Merzweiler, Kurt'
_publ_section_title
;
Synthesis and crystal structures of three Schiff bases derived from
3-formylacetylacetone and o-, m- and p-aminobenzoic
acid
;
_journal_issue 1
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first
;
;
_journal_paper_doi 10.1107/S2056989021013050
_journal_volume 78
_journal_year 2022
_chemical_formula_iupac 'C13 H13 N O4'
_chemical_formula_moiety 'C13 H13 N O4'
_chemical_formula_sum 'C13 H13 N O4'
_chemical_formula_weight 247.24
_chemical_name_common
;
3-[(3-Carboxyphenylamino)methylidene]pentane-2,4-dione
;
_chemical_name_systematic
;
3-[(2-Acetyl-3-oxobut-1-en-1-yl)amino]benzoic acid
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 62
_space_group_name_Hall '-P 2ac 2n'
_space_group_name_H-M_alt 'P n m a'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary dual
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 11.4880(4)
_cell_length_b 6.4726(3)
_cell_length_c 15.2012(5)
_cell_measurement_reflns_used 10416
_cell_measurement_temperature 170
_cell_measurement_theta_max 29.72
_cell_measurement_theta_min 2.68
_cell_volume 1130.32(8)
_computing_cell_refinement
;
X-Area (Stoe, 2016)
;
_computing_data_collection
;
X-Area (Stoe, 2016)
;
_computing_data_reduction
;
X-Area (Stoe, 2016)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg et al., 2019)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 170
_diffrn_detector 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device '2-circle diffractometer'
_diffrn_measurement_device_type 'Stoe IPDS 2T'
_diffrn_measurement_method 'rotation method, \w scans'
_diffrn_radiation_monochromator 'plane graphite'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0386
_diffrn_reflns_av_unetI/netI 0.0207
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_number 4667
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.994
_diffrn_reflns_theta_min 2.680
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_exptl_absorpt_coefficient_mu 0.109
_exptl_absorpt_correction_type none
_exptl_absorpt_process_details none
_exptl_crystal_colour 'clear yellow'
_exptl_crystal_density_diffrn 1.453
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description needle
_exptl_crystal_F_000 520
_exptl_crystal_size_max 0.16
_exptl_crystal_size_mid 0.073
_exptl_crystal_size_min 0.073
_refine_diff_density_max 0.351
_refine_diff_density_min -0.246
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.083
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 126
_refine_ls_number_reflns 1346
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.083
_refine_ls_R_factor_all 0.0546
_refine_ls_R_factor_gt 0.0440
_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^)+(0.0692P)^2^+0.4804P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1169
_refine_ls_wR_factor_ref 0.1277
_reflns_number_gt 1118
_reflns_number_total 1346
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file wm5628sup1.cif
_cod_data_source_block 2
_cod_database_code 2243955
_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 0.983
_shelx_estimated_absorpt_t_max 0.992
_shelx_hkl_file
;
-12 -1 9 1.57 1.15
-12 0 9 29.97 1.09
-11 -4 10 1.51 1.71
-10 -1 6 100.63 1.37
-10 0 6 36.74 0.83
-9 -4 7 78.20 1.91
-9 -3 6 108.74 1.75
-8 -4 6 5.15 1.04
-7 -4 5 13.25 1.28
-7 -3 4 4.34 1.11
-7 -1 3 599.90 2.23
-7 5 8 4.00 0.64
-6 3 4 17.86 0.39
-6 5 7 1.03 0.64
-5 -7 9 3.63 2.19
-5 -2 2 190.34 1.35
-4 -6 6 10.16 1.23
-4 -4 3 15.18 0.84
-4 -3 2 162.60 1.54
-4 4 4 164.87 1.21
-4 7 11 2.70 1.51
-3 -2 1 118.25 1.09
-3 5 5 1.57 0.79
-2 -7 7 8.82 1.62
-2 -6 5 5.46 1.35
-1 -7 7 2.14 1.25
-1 -5 3 4.04 1.22
-1 -3 1 414.41 1.90
0 -5 3 2.26 0.82
0 7 9 23.08 1.85
1 5 4 20.47 1.03
1 6 6 6.95 1.00
1 7 9 1.03 1.57
2 5 4 6.77 1.00
2 6 6 4.11 1.01
2 7 9 3.67 1.86
3 -5 3 12.04 0.93
3 7 9 -1.32 1.73
4 -7 7 -2.04 1.27
4 -4 2 3.40 0.59
4 2 1 0.25 0.73
4 4 3 14.19 1.11
5 -6 5 10.09 0.99
5 3 2 214.76 1.66
5 6 7 4.12 1.72
5 7 10 18.50 2.32
7 3 3 332.82 2.40
7 5 6 1.73 1.48
7 6 8 77.09 2.03
8 -5 5 20.06 0.73
8 6 9 15.21 2.26
12 4 9 18.05 1.95
13 1 7 -3.95 1.25
13 3 9 1.60 1.95
-13 -1 11 -2.98 1.30
-13 0 11 21.26 1.14
-12 -3 10 25.56 1.71
-10 -5 10 7.06 1.62
-10 -4 8 20.81 1.72
-10 -3 7 -1.01 0.93
-9 -2 5 131.48 1.64
-9 1 5 93.19 0.74
-9 5 11 1.12 0.71
-8 -6 9 18.72 2.19
-8 -5 7 2.17 1.73
-8 -2 4 1.13 0.97
-8 1 4 11.79 0.39
-7 -6 8 64.81 2.25
-7 -5 6 -2.12 1.61
-7 6 11 0.13 0.94
-6 -6 7 0.81 1.61
-6 -4 4 27.21 1.16
-6 -3 3 0.91 1.01
-6 6 10 62.88 1.47
-4 -7 8 4.13 1.54
-4 -5 4 15.63 1.07
-4 6 8 -0.20 0.98
-3 -6 5 7.20 1.58
-2 -5 3 1.07 1.17
-2 -4 2 45.97 0.97
-2 3 2 115.77 0.90
-2 6 7 5.62 1.10
-2 7 10 14.04 1.52
-1 4 3 62.87 1.12
0 -1 0 7.29 0.22
3 4 3 38.29 1.17
4 -5 3 23.53 0.94
4 -3 1 68.94 0.69
4 3 2 159.54 1.55
4 6 7 6.30 1.62
4 7 10 -3.30 2.07
5 -7 7 -0.03 1.36
5 5 5 3.68 1.08
6 4 4 25.05 1.35
6 6 8 5.27 1.90
7 -6 6 7.86 0.97
7 -4 3 5.49 0.48
8 -1 2 19.36 0.45
8 0 2 105.44 0.96
8 4 5 11.73 1.12
8 5 7 -1.56 1.73
9 1 3 397.99 2.13
9 4 6 28.79 1.70
9 5 8 13.32 2.00
10 4 7 0.84 1.64
10 5 9 2.91 1.80
11 4 8 -0.11 1.42
12 1 6 73.92 1.42
12 3 8 6.19 1.53
13 2 8 34.11 1.64
14 1 9 41.92 1.62
-12 -2 9 22.93 1.52
-11 -3 8 1.60 1.49
-11 -1 7 11.70 1.01
-11 0 7 0.20 0.77
-10 -2 6 22.30 1.11
-9 -5 8 8.37 1.41
-9 3 7 4.98 0.21
-7 -2 3 6.45 0.88
-6 -7 9 33.95 2.30
-6 -5 5 31.97 1.33
-6 -1 2 190.43 1.28
-5 -7 8 0.97 2.07
-5 -6 6 33.81 1.49
-5 -4 3 52.67 1.49
-4 -1 1 241.55 1.13
-4 0 1 0.21 0.29
-3 -7 7 -2.40 1.30
-3 -4 2 4.50 0.94
-3 7 11 50.65 1.86
-2 -3 1 133.26 1.27
-2 5 5 28.00 0.95
-1 -7 6 10.13 1.67
-1 -6 4 -0.68 1.19
-1 2 1 2.42 0.33
-1 6 7 185.66 2.18
-1 7 10 2.33 1.28
0 -7 6 -0.64 1.14
0 -6 4 94.06 1.70
0 4 3 -2.81 0.89
0 7 10 -2.85 1.83
1 -7 6 7.67 1.14
1 -6 4 0.25 0.86
1 4 3 57.07 1.19
1 7 10 -0.82 1.73
2 -7 6 9.70 1.14
2 -6 4 15.34 1.17
2 4 3 7.65 0.98
2 7 10 16.97 2.04
3 -7 6 1.74 1.40
3 -6 4 30.74 1.20
3 2 1 112.85 0.96
3 6 7 -0.39 1.55
3 7 10 -1.40 1.41
4 5 5 97.68 1.60
5 -4 2 52.20 0.81
6 0 1 55.85 0.64
6 2 2 481.02 2.25
6 5 6 16.08 1.61
7 -7 8 1.71 1.31
7 6 9 33.82 1.86
8 2 3 15.14 0.80
8 3 4 4.24 0.92
8 6 10 -1.56 2.04
9 -2 3 29.04 0.37
10 1 4 165.90 1.62
11 1 5 7.48 1.07
11 3 7 4.04 1.41
12 -2 6 25.27 0.66
12 2 7 7.24 1.47
13 -1 7 0.26 0.77
13 0 7 66.26 1.40
-13 1 11 1.40 0.87
-12 1 9 0.86 0.66
-11 -4 9 1.87 1.37
-11 -2 7 0.48 1.14
-10 -5 9 3.29 1.50
-10 1 6 100.90 0.86
-9 -4 6 33.06 1.63
-9 -3 5 54.20 1.45
-8 -6 8 4.21 1.83
-8 -4 5 6.50 1.38
-7 -6 7 0.66 1.90
-6 0 2 717.48 1.74
-5 -5 4 32.61 1.23
-5 -3 2 193.04 1.69
-4 -7 7 -1.68 1.40
-4 -6 5 28.53 1.35
-4 2 2 2.34 0.24
-4 3 3 12.58 0.47
-3 -5 3 15.22 1.04
-3 6 8 2.80 1.10
-2 -7 6 10.00 1.80
-2 -6 4 20.60 1.48
-2 7 11 17.52 1.67
-1 3 2 441.48 1.76
-1 5 5 8.91 1.06
0 -8 8 3.12 2.06
0 2 1 1.24 0.60
0 6 7 -1.81 0.94
1 -8 8 9.99 2.06
1 6 7 180.45 2.12
2 -8 8 -0.19 1.67
2 2 1 26.83 0.80
2 5 5 28.51 1.38
2 6 7 5.13 1.12
3 3 2 68.80 1.00
3 5 5 2.50 0.98
3 7 11 49.00 2.26
4 -7 6 -1.07 1.32
4 7 11 6.59 1.69
5 -5 3 155.72 1.39
5 1 1 600.82 1.91
5 4 4 51.44 1.45
5 6 8 -1.66 1.26
6 -7 7 1.34 1.29
6 -6 5 -3.10 0.90
6 -1 1 5.94 0.26
6 3 3 -1.05 0.72
6 6 9 83.85 2.34
7 -5 4 3.49 0.71
7 1 2 11.66 0.74
7 4 5 15.21 1.32
7 5 7 3.84 1.63
8 5 8 4.58 1.68
8 6 11 1.29 2.10
9 2 4 33.67 1.26
9 3 5 56.14 1.31
9 5 9 2.14 1.78
10 2 5 12.16 1.11
10 3 6 60.23 1.43
10 5 10 5.24 1.64
11 2 6 9.30 1.32
11 4 9 4.28 1.76
12 0 6 33.74 1.14
14 0 9 4.02 1.34
-13 -1 10 1.03 1.24
-12 -3 9 4.67 1.60
-12 -1 8 9.20 0.96
-12 2 10 6.71 0.44
-10 -4 7 -2.14 1.35
-10 -3 6 78.62 1.71
-9 -6 9 -3.29 1.89
-9 -5 7 3.41 1.78
-8 -5 6 0.61 1.46
-8 -3 4 5.15 0.89
-8 5 10 96.08 1.19
-7 -5 5 1.60 1.58
-7 -4 4 0.16 0.94
-7 1 3 630.46 1.26
-7 3 5 19.08 0.36
-7 6 12 1.19 0.82
-7 6 12 0.05 0.58
-6 -7 8 -0.06 1.89
-6 -6 6 0.75 1.25
-6 -2 2 436.91 2.04
-6 6 11 0.94 1.19
-5 -7 7 1.22 1.74
-5 -6 5 10.29 1.49
-5 4 5 26.99 0.72
-5 5 7 2.51 0.84
-4 -4 2 2.34 0.98
-4 -2 1 2.92 0.51
-4 6 9 29.50 1.30
-3 -7 6 -1.81 1.76
-3 -6 4 35.07 1.56
-3 -3 1 16.94 0.92
-3 7 12 35.72 1.59
-2 -8 8 -3.16 1.87
-2 6 8 -0.73 1.25
-1 -8 8 8.16 1.63
-1 -1 0 1.91 0.25
-1 7 11 -0.78 1.30
0 3 2 0.60 0.67
0 5 5 55.63 1.20
0 7 11 -1.94 1.88
1 -5 2 139.75 1.60
1 -2 0 1.22 0.45
1 2 1 4.14 0.53
1 3 2 419.43 1.94
1 5 5 7.06 0.95
1 7 11 1.01 1.99
2 3 2 116.49 1.14
2 7 11 14.00 1.84
4 -6 4 57.80 1.29
4 6 8 -1.74 1.25
5 5 6 -0.99 1.05
7 6 10 4.14 1.61
8 4 6 6.53 1.05
9 -6 7 26.83 1.03
9 0 3 40.44 0.85
9 4 7 70.88 1.90
10 4 8 15.52 1.39
12 -1 6 72.13 1.10
12 3 9 2.60 1.58
13 1 8 3.83 1.26
13 2 9 1.74 1.21
14 -1 9 43.21 1.25
-13 -2 10 16.64 1.42
-13 0 10 20.60 1.03
-12 -2 8 8.31 1.34
-12 0 8 12.04 0.86
-11 -4 8 -2.95 1.65
-11 -3 7 3.14 1.44
-10 -5 8 2.82 1.75
-10 -1 5 288.16 1.88
-9 -1 4 52.72 1.05
-9 4 9 3.65 0.46
-9 5 12 7.19 0.86
-8 3 6 0.11 0.25
-7 -3 3 320.37 2.17
-7 5 9 13.45 0.79
-6 -5 4 5.93 1.33
-6 -4 3 15.10 1.03
-6 5 8 1.97 0.78
-4 -7 6 -0.90 1.87
-4 -5 3 20.56 1.11
-3 -8 8 1.61 2.23
-3 5 6 1.41 0.67
-2 7 12 11.20 1.67
-1 -7 5 0.92 1.57
-1 -5 2 143.38 1.79
-1 -4 1 3.41 0.91
-1 6 8 21.03 1.42
-1 7 12 -2.88 1.65
0 -7 5 11.47 1.19
0 -5 2 -0.67 0.79
0 -4 1 1.87 0.65
0 6 8 17.14 1.41
1 -7 5 -1.51 1.04
1 -4 1 4.22 0.61
1 6 8 20.30 1.46
2 -7 5 1.36 1.42
2 -5 2 19.78 0.98
2 -4 1 17.08 0.85
2 -2 0 2903.55 2.98
2 6 8 3.79 1.53
3 6 8 1.29 1.15
3 7 12 24.07 2.41
4 4 4 166.06 1.71
4 5 6 14.62 1.48
5 -7 6 -2.10 1.15
5 2 2 191.47 1.48
5 3 3 569.41 2.68
5 6 9 2.79 1.31
6 4 5 -1.21 1.27
6 5 7 -1.48 1.44
6 6 10 65.93 2.48
7 2 3 7.56 1.03
7 3 4 7.84 0.95
7 6 11 -0.24 2.26
8 -6 6 0.99 0.80
9 -1 3 414.92 1.51
9 5 10 10.63 2.16
10 -2 4 52.20 0.59
10 0 4 70.98 1.05
11 -2 5 1.29 0.44
11 0 5 1.89 0.80
11 3 8 0.37 1.57
11 4 10 -5.49 1.83
12 1 7 17.79 1.16
12 2 8 12.87 1.54
-11 -5 9 -2.97 2.10
-11 1 7 13.40 0.59
-10 -2 5 9.15 1.08
-9 -6 8 5.03 1.93
-9 -4 5 66.15 1.70
-9 -2 4 35.44 1.15
-8 -6 7 4.00 1.46
-8 -2 3 15.72 0.95
-8 -1 3 2.40 0.72
-7 -7 8 -1.12 1.71
-7 -6 6 8.50 1.37
-6 -7 7 3.05 2.12
-6 -6 5 0.77 1.67
-6 -3 2 69.34 1.36
-6 4 6 5.89 0.52
-5 -5 3 147.01 2.02
-4 -6 4 48.83 1.50
-4 -3 1 63.52 1.17
-3 6 9 3.44 1.15
-2 -8 7 1.66 1.84
-2 -7 5 4.98 1.53
-2 -5 2 18.29 1.25
-2 -4 1 14.32 0.96
-2 4 4 78.44 1.15
-2 5 6 38.40 1.20
-1 -8 7 37.05 2.14
-1 -6 3 19.22 1.44
-1 -2 0 0.23 0.43
0 -8 7 -1.53 1.44
0 -6 3 1.12 1.14
0 7 12 1.12 1.77
1 -8 7 37.43 1.76
1 -6 3 15.26 1.16
1 7 12 -5.24 1.83
2 -8 7 -1.89 1.59
2 -6 3 0.34 1.12
2 7 12 6.20 1.66
3 -7 5 -0.35 1.23
3 -5 2 18.79 0.95
3 4 4 117.45 1.59
3 5 6 -0.76 1.34
4 1 1 236.09 1.21
4 6 9 24.87 1.77
5 -6 4 4.54 0.91
7 -7 7 1.78 1.21
7 -6 5 -0.57 0.86
7 -3 2 3.08 0.23
7 4 6 11.09 1.43
7 5 8 1.66 1.30
8 1 3 1.32 0.80
8 3 5 53.77 1.27
8 5 9 2.49 1.38
9 3 6 104.90 1.87
10 3 7 0.03 1.28
10 4 9 0.15 1.62
11 -1 5 7.77 0.72
12 3 10 23.85 2.06
13 0 8 30.33 1.29
13 2 10 12.99 1.90
-13 -2 9 2.08 1.29
-13 -1 9 -1.60 1.09
-12 -4 9 8.92 1.50
-12 -3 8 3.97 1.37
-11 -2 6 15.58 1.23
-11 -1 6 136.60 1.51
-10 -5 7 0.05 1.80
-10 -4 6 4.71 1.09
-10 0 5 9.46 0.62
-9 -5 6 30.64 1.52
-9 0 4 35.72 0.73
-8 -5 5 21.62 1.29
-8 -4 4 4.33 1.05
-8 4 8 4.31 0.50
-7 -5 4 3.44 1.37
-7 4 7 3.58 0.56
-5 -7 6 0.48 1.44
-5 -6 4 7.15 1.48
-5 -4 2 55.06 1.22
-5 -2 1 34.97 0.90
-5 -1 1 561.44 1.84
-5 6 11 10.05 1.25
-4 6 10 45.10 1.52
-3 -8 7 -1.41 1.87
-3 -7 5 1.72 1.29
-3 -5 2 17.95 1.34
-2 -6 3 6.00 1.25
-2 -2 0 2992.69 4.17
-2 -1 0 1255.73 2.13
-2 6 9 1.66 1.35
-1 4 4 3.07 0.91
-1 5 6 43.88 1.35
0 5 6 2.93 1.11
1 5 6 44.05 1.41
2 4 4 75.77 1.31
2 5 6 36.07 1.41
2 6 9 2.01 1.45
3 -8 7 2.89 1.33
3 -6 3 10.73 1.13
3 -4 1 36.70 0.70
3 6 9 0.25 1.25
4 -7 5 38.16 1.49
4 3 3 11.68 0.93
5 -3 1 200.07 0.85
5 4 5 23.96 1.37
5 5 7 3.87 1.12
5 6 10 -0.35 1.43
6 -7 6 5.25 1.20
6 -5 3 -0.57 0.64
6 -4 2 161.04 1.03
6 3 4 13.50 1.16
6 5 8 1.57 1.46
6 6 11 0.92 1.90
7 6 12 2.32 1.73
8 2 4 4.31 0.98
8 4 7 1.75 1.09
9 1 4 53.34 1.14
9 2 5 130.08 1.68
9 4 8 15.09 1.25
9 5 11 0.17 1.92
10 -1 4 169.15 1.15
10 1 5 313.38 2.13
10 2 6 22.41 1.31
11 1 6 127.97 1.67
11 2 7 2.28 0.99
11 4 11 1.70 1.59
13 -2 8 27.85 0.93
13 -1 8 5.81 1.06
13 1 9 0.80 1.31
-12 -2 7 9.61 1.13
-11 -5 8 3.06 2.09
-11 -4 7 -0.93 1.20
-11 -3 6 60.33 1.60
-11 2 8 3.54 0.28
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5 -3 -7 32.96 0.78
7 -7 8 -1.44 1.28
7 -6 7 7.16 0.99
7 -5 5 3.75 0.69
8 -7 4 0.95 0.84
8 -6 1 52.50 0.68
-14 0 -7 6.87 1.00
-13 0 6 71.39 0.96
-11 -1 -14 20.54 1.95
-11 0 8 6.05 0.74
-10 0 -11 2.89 1.14
-9 -2 15 2.76 1.30
-9 0 -11 0.77 1.05
-9 1 -4 58.57 0.79
-8 -2 -17 4.42 1.59
-8 -2 15 10.58 1.58
-8 0 9 136.39 1.44
-7 -2 -17 131.22 2.51
-7 -2 15 3.56 1.42
-7 0 9 544.42 2.51
-7 1 -4 6.83 0.49
-6 -2 -17 20.18 2.09
-6 -2 15 31.43 1.44
-6 0 -11 9.14 1.10
-6 0 9 579.18 2.50
-5 -1 12 234.19 2.16
-4 -3 16 3.23 1.65
-4 -1 -14 35.09 1.47
-4 0 -10 455.15 2.54
-4 0 8 26.59 0.71
-3 -4 17 19.27 1.98
-3 -3 -18 1.22 1.86
-3 -2 -16 7.99 1.71
-3 -1 11 748.75 3.30
-3 0 -9 1.23 0.60
-3 0 7 23.11 0.78
-2 -3 15 4.93 1.41
-2 -2 13 8.62 1.22
-2 0 -8 42.21 0.97
-2 0 6 53.28 0.73
-1 -5 17 -2.88 2.23
-1 -4 -18 9.88 1.66
-1 -4 16 7.80 1.74
-1 0 -6 512.99 1.88
-1 0 4 19.32 0.57
0 -1 8 1.30 0.79
0 0 -2 232.47 0.72
2 -2 -11 88.47 1.44
2 -1 -6 276.09 1.40
3 -4 -14 8.25 1.07
3 -4 12 144.66 1.99
3 -3 -12 346.87 2.48
3 -3 10 4.18 0.82
4 -6 13 37.34 1.79
4 -5 -14 6.74 1.35
4 -5 12 10.08 1.33
4 -3 -10 9.91 0.87
4 -3 8 43.26 1.05
5 -5 10 58.45 1.47
5 -3 5 42.53 0.81
6 -5 -10 302.70 2.15
6 -5 8 3.60 0.89
7 -6 -9 51.03 1.22
7 -5 -7 0.50 0.60
8 -7 -6 1.33 0.64
-13 0 -9 1.13 1.12
-12 0 -10 8.52 1.28
-12 0 7 14.05 0.72
-11 -2 14 14.71 1.84
-10 -1 -15 6.49 1.77
-10 -1 12 -0.31 0.90
-10 1 -3 338.33 1.36
-9 -1 -15 37.91 1.89
-9 -1 12 18.77 1.23
-8 -1 -15 39.24 1.59
-8 1 -5 91.06 0.97
-7 -1 -15 45.46 1.61
-7 1 -5 66.08 0.85
-6 -1 -15 33.39 1.77
-6 -1 12 5.24 1.16
-6 1 -4 28.70 0.59
-5 -3 16 8.40 1.85
-5 -2 -17 5.93 1.49
-5 0 -11 66.32 1.44
-5 1 -2 632.01 1.36
-5 1 -1 637.94 1.05
-4 -4 17 1.23 1.90
-4 -2 14 2.21 1.06
-2 -1 -13 -1.77 1.14
-2 -1 10 56.49 1.19
-1 -3 -17 10.77 1.86
-1 -3 14 7.07 1.40
-1 -2 -15 -3.21 1.43
-1 -2 12 86.84 1.61
-1 -1 -12 45.61 1.37
-1 -1 9 57.00 1.13
0 -5 16 -1.82 1.99
0 -4 15 5.25 1.28
0 -3 -16 2.11 1.21
0 -2 -14 22.32 1.40
0 -2 11 0.08 1.05
0 0 -3 0.12 0.38
1 -4 -17 1.96 1.68
1 -4 14 0.78 1.38
1 -3 -15 4.12 1.04
1 -2 10 219.65 1.78
1 -1 -9 61.72 1.09
1 -1 6 648.75 2.19
2 -6 15 13.82 2.19
2 -4 13 11.24 1.13
2 -3 -14 5.56 1.25
2 -3 11 57.77 1.50
3 -6 14 1.61 1.45
3 -5 -16 22.56 1.75
3 -5 13 148.23 2.37
3 -2 -9 4.82 0.60
4 -4 -13 103.85 1.83
4 -4 10 147.09 1.84
4 -2 -6 63.26 0.79
4 -2 3 59.35 0.62
5 -6 11 10.42 1.35
5 -4 -11 25.86 1.09
5 -4 8 2.10 0.81
6 -6 -12 3.21 1.14
6 -6 9 81.95 1.63
6 -4 -8 0.01 0.66
6 -4 5 0.96 0.66
7 -7 7 -1.57 1.00
7 -6 6 11.73 0.86
7 -5 4 1.54 0.59
8 -7 3 0.28 0.75
-15 0 -6 51.65 1.24
-14 -1 9 48.58 1.37
-14 0 -8 -2.94 1.03
-13 -1 10 2.48 1.19
-11 0 -11 8.02 0.99
-10 -2 14 0.05 1.64
-10 0 8 54.00 1.03
-10 1 -4 181.59 1.14
-9 0 -12 6.92 1.38
-9 1 -5 100.72 1.01
-8 -3 16 -1.52 2.02
-8 -1 12 24.25 1.06
-8 0 -12 5.49 0.92
-7 -3 16 113.79 2.55
-7 -1 12 5.57 0.89
-7 0 -12 1.60 0.87
-6 -3 16 3.78 1.69
-6 0 -12 4.84 1.21
-6 1 -5 188.40 1.22
-5 -4 17 1.20 2.19
-5 -2 14 4.12 1.05
-5 -1 -15 10.47 1.19
-5 0 8 46.50 0.82
-5 1 -3 1634.88 2.52
-4 -2 -17 0.62 1.37
-4 -1 11 31.87 1.26
-4 0 -11 272.75 2.22
-3 -3 15 119.98 2.24
-3 -2 13 49.12 1.59
-3 -1 -14 45.75 1.33
-3 0 -10 -0.52 0.61
-2 -5 17 3.06 2.05
-2 -4 16 19.11 1.60
-2 -3 -18 25.07 2.00
-2 -2 -16 28.37 1.46
-2 0 -9 8.22 0.86
-1 0 -7 3415.23 5.11
0 -4 -18 9.91 1.58
0 -3 13 5.38 0.97
0 -1 -11 302.11 2.07
1 -5 15 2.81 1.35
1 -3 12 24.95 1.10
1 -2 -13 58.00 1.28
2 -5 14 1.42 1.28
2 -4 -16 17.42 1.39
2 -2 8 14.83 0.90
2 -1 -7 -0.75 0.60
3 -4 -15 17.42 1.47
3 -3 -13 277.95 2.38
3 -2 6 2.50 0.60
4 -5 -15 1.37 1.39
4 -3 -11 29.54 1.15
5 -5 -13 -1.23 1.17
5 -3 -8 6.35 0.70
6 -5 -11 45.76 1.30
6 -5 7 0.03 0.83
-13 0 -10 20.72 1.43
-12 0 -11 39.83 1.62
-11 -1 11 11.28 1.13
-10 0 -12 5.61 1.05
-9 -2 14 -1.57 1.14
-9 -1 -16 0.70 1.95
-9 1 -6 198.81 1.41
-8 -2 14 3.84 1.40
-8 -1 -16 -3.54 1.78
-8 1 -6 2.18 0.66
-7 -2 14 33.12 1.54
-7 -1 -16 192.09 2.83
-7 1 -6 2.74 0.64
-6 -2 -18 9.76 1.65
-6 -2 14 36.80 1.32
-6 -1 -16 3.19 1.58
-6 0 8 1.93 0.75
-5 -2 -18 2.84 2.08
-5 0 -12 6.23 1.22
-5 1 -4 366.17 1.42
-4 -3 15 6.04 1.70
-4 -1 -15 7.22 1.18
-4 0 7 8.62 0.71
-3 -4 16 3.32 1.99
-3 -3 -19 13.22 2.11
-3 -2 -17 28.43 1.54
-2 -3 14 7.40 1.51
-2 -2 12 160.83 1.93
-2 0 5 414.51 1.55
-1 -5 16 7.29 1.92
-1 -4 15 4.63 1.25
0 -3 -17 -1.09 1.77
0 0 -4 4370.24 4.28
1 -3 -16 20.34 1.67
1 -1 -10 2.36 0.80
2 -2 -12 157.89 1.81
2 -1 3 8.47 0.33
3 -6 13 10.11 1.65
3 -4 11 38.64 1.15
3 -3 9 0.64 0.74
3 -2 -10 0.65 0.89
4 -6 12 39.65 1.52
4 -5 11 15.25 1.09
4 -3 7 19.76 0.70
4 -2 -7 6.36 0.65
5 -5 9 1.06 1.11
5 -3 4 140.91 1.05
6 -7 9 37.33 1.53
6 -6 8 -1.46 0.94
-7 0 8 209.83 1.51
-5 -1 11 -0.41 0.80
-4 -2 13 190.04 2.09
-3 -1 10 21.27 0.81
-3 0 6 2.65 0.43
-2 -1 -14 8.38 1.05
-1 -3 -18 1.70 1.47
-1 -2 -16 13.33 1.36
-1 -1 -13 10.79 0.94
-1 0 -8 118.79 1.16
0 -4 14 14.86 1.31
0 -2 -15 1.80 1.03
0 -1 7 657.19 2.34
0 0 -5 0.80 0.40
1 -6 15 0.14 1.59
1 -4 13 30.17 1.30
1 -2 9 1.35 0.62
2 -4 12 73.57 1.51
2 -3 -15 6.09 1.07
3 -5 12 129.11 1.94
5 -6 10 2.58 1.01
0 0 0 0.00 0.00
_computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)'
;
_shelx_hkl_checksum 72480
_shelx_res_file
;
i2t2024.res created by SHELXL-2014/7
TITL i2t2024_a.res in Pnma
REM Old TITL i2t2024_a.res in Pnma
REM SHELXT solution in Pnma
REM R1 0.153, Rweak 0.005, Alpha 0.035, Orientation as input
REM Formula found by SHELXT: C13 N O4
CELL 0.71073 11.488 6.4726 15.2012 90 90 90
ZERR 4 0.0004 0.0003 0.0005 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,-Z
SYMM 0.5+X,0.5-Y,0.5-Z
SFAC C H N O
UNIT 52 52 4 16
EQIV $1 0.5+X,+Y,1.5-Z
EQIV $2 -0.5+X,+Y,1.5-Z
L.S. 10
PLAN 20
SIZE 0.073 0.073 0.16
HTAB N O1
HTAB C8 O4_$1
HTAB O3 O1_$2
conf
BOND $H
list 4
fmap 2 53
acta
OMIT -6 54
REM
REM
REM
WGHT 0.069200 0.480400
FVAR 0.63257
O1 4 0.955695 0.250000 0.537199 10.50000 0.01878 0.06044 =
0.01444 0.00000 -0.00067 0.00000
O2 4 1.003913 0.250000 0.266452 10.50000 0.02259 0.05799 =
0.02049 0.00000 0.00538 0.00000
O3 4 0.550699 0.250000 0.803507 10.50000 0.01912 0.04788 =
0.01469 0.00000 0.00147 0.00000
H11 2 0.532352 0.250000 0.856314 10.50000 0.06040
O4 4 0.357938 0.250000 0.782241 10.50000 0.01840 0.06863 =
0.02167 0.00000 0.00572 0.00000
N 3 0.733217 0.250000 0.506355 10.50000 0.01365 0.03146 =
0.01621 0.00000 0.00137 0.00000
AFIX 43
H6 2 0.785815 0.250000 0.546612 10.50000 -1.20000
AFIX 0
C1 1 1.104243 0.250000 0.430628 10.50000 0.01611 0.06871 =
0.02275 0.00000 -0.00021 0.00000
H1 2 1.145582 0.250000 0.486953 10.50000 0.04589
H2 2 1.123551 0.134250 0.392491 11.00000 0.04872
C2 1 0.978873 0.250000 0.457350 10.50000 0.01997 0.03414 =
0.01670 0.00000 -0.00010 0.00000
C3 1 0.885048 0.250000 0.394254 10.50000 0.01565 0.03074 =
0.01647 0.00000 0.00201 0.00000
C4 1 0.905718 0.250000 0.297989 10.50000 0.02215 0.03726 =
0.01593 0.00000 0.00143 0.00000
C5 1 0.802866 0.250000 0.236906 10.50000 0.02558 0.08537 =
0.01560 0.00000 -0.00191 0.00000
H3 2 0.828673 0.250000 0.175411 10.50000 0.06884
H4 2 0.748979 0.124325 0.247407 11.00000 0.05808
C6 1 0.769774 0.250000 0.422873 10.50000 0.01784 0.02877 =
0.01603 0.00000 0.00018 0.00000
AFIX 43
H5 2 0.712593 0.250000 0.379566 10.50000 -1.20000
AFIX 0
C7 1 0.615227 0.250000 0.534612 10.50000 0.01533 0.02262 =
0.01917 0.00000 0.00317 0.00000
C8 1 0.595626 0.250000 0.624968 10.50000 0.01560 0.02663 =
0.01640 0.00000 -0.00091 0.00000
AFIX 43
H7 2 0.658140 0.250000 0.663839 10.50000 -1.20000
AFIX 0
C9 1 0.481605 0.250000 0.657043 10.50000 0.01803 0.02770 =
0.01610 0.00000 0.00241 0.00000
C10 1 0.388078 0.250000 0.598528 10.50000 0.01323 0.03074 =
0.02346 0.00000 0.00201 0.00000
AFIX 43
H8 2 0.312057 0.250000 0.619558 10.50000 -1.20000
AFIX 0
C11 1 0.409402 0.250000 0.508676 10.50000 0.01700 0.03199 =
0.02247 0.00000 -0.00431 0.00000
AFIX 43
H9 2 0.347017 0.250000 0.469687 10.50000 -1.20000
AFIX 0
C12 1 0.522159 0.250000 0.475986 10.50000 0.01981 0.02897 =
0.01510 0.00000 -0.00051 0.00000
AFIX 43
H10 2 0.535398 0.250000 0.415630 10.50000 -1.20000
AFIX 0
C13 1 0.456030 0.250000 0.753163 10.50000 0.01699 0.03468 =
0.01779 0.00000 0.00194 0.00000
HKLF 4
REM i2t2024_a.res in Pnma
REM R1 = 0.0440 for 1118 Fo > 4sig(Fo) and 0.0546 for all 1346 data
REM 126 parameters refined using 0 restraints
END
WGHT 0.0692 0.4804
REM Highest difference peak 0.351, deepest hole -0.246, 1-sigma level 0.052
Q1 1 0.5340 0.2500 0.6434 10.50000 0.05 0.35
Q2 1 0.9309 0.2500 0.4256 10.50000 0.05 0.31
Q3 1 0.5691 0.2500 0.5037 10.50000 0.05 0.30
Q4 1 0.4018 0.2500 0.5478 10.50000 0.05 0.30
Q5 1 0.4683 0.2500 0.4975 10.50000 0.05 0.29
Q6 1 0.8422 0.2500 0.4039 10.50000 0.05 0.29
Q7 1 0.4708 0.2500 0.6949 10.50000 0.05 0.27
Q8 1 0.4316 0.2500 0.6287 10.50000 0.05 0.26
Q9 1 0.2411 0.2500 0.4154 10.50000 0.05 0.25
Q10 1 1.0443 0.2500 0.4449 10.50000 0.05 0.25
Q11 1 0.8989 0.2500 0.3539 10.50000 0.05 0.25
Q12 1 0.2779 0.2500 0.4966 10.50000 0.05 0.24
Q13 1 1.0671 0.2500 0.5315 10.50000 0.05 0.23
Q14 1 0.6046 0.2500 0.5809 10.50000 0.05 0.23
Q15 1 1.1141 0.2500 0.2938 10.50000 0.05 0.21
Q16 1 0.6586 0.2500 0.7800 10.50000 0.05 0.21
Q17 1 1.1335 0.2500 0.3862 10.50000 0.05 0.18
Q18 1 0.7013 0.2500 0.2531 10.50000 0.05 0.18
Q19 1 0.6603 0.2500 0.5212 10.50000 0.05 0.18
Q20 1 0.7595 0.2500 0.4602 10.50000 0.05 0.15
;
_shelx_res_checksum 79907
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, 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
O O1 0.95570(13) 0.2500 0.53720(10) 0.0312(4) Uani d 1 . .
O O2 1.00391(13) 0.2500 0.26645(10) 0.0337(4) Uani d 1 . .
O O3 0.55070(12) 0.2500 0.80351(10) 0.0272(4) Uani d 1 . .
H H11 0.532(3) 0.2500 0.856(2) 0.060(11) Uiso d 1 . .
O O4 0.35794(13) 0.2500 0.78224(10) 0.0362(5) Uani d 1 . .
N N 0.73322(14) 0.2500 0.50635(11) 0.0204(4) Uani d 1 . .
H H6 0.7858 0.2500 0.5466 0.025 Uiso calc 1 . .
C C1 1.10424(19) 0.2500 0.43063(16) 0.0359(6) Uani d 1 . .
H H1 1.146(3) 0.2500 0.487(2) 0.046(8) Uiso d 1 . .
H H2 1.1236(17) 0.134(3) 0.3925(15) 0.049(6) Uiso d 1 . .
C C2 0.97887(18) 0.2500 0.45735(13) 0.0236(5) Uani d 1 . .
C C3 0.88505(17) 0.2500 0.39425(13) 0.0210(4) Uani d 1 . .
C C4 0.90572(18) 0.2500 0.29799(13) 0.0251(5) Uani d 1 . .
C C5 0.8029(2) 0.2500 0.23691(15) 0.0422(7) Uani d 1 . .
H H3 0.829(3) 0.2500 0.175(3) 0.069(11) Uiso d 1 . .
H H4 0.7490(18) 0.124(4) 0.2474(14) 0.058(6) Uiso d 1 . .
C C6 0.76977(17) 0.2500 0.42287(13) 0.0209(4) Uani d 1 . .
H H5 0.7126 0.2500 0.3796 0.025 Uiso calc 1 . .
C C7 0.61523(17) 0.2500 0.53461(13) 0.0190(4) Uani d 1 . .
C C8 0.59563(16) 0.2500 0.62497(13) 0.0195(4) Uani d 1 . .
H H7 0.6581 0.2500 0.6638 0.023 Uiso calc 1 . .
C C9 0.48160(17) 0.2500 0.65704(13) 0.0206(4) Uani d 1 . .
C C10 0.38808(17) 0.2500 0.59853(14) 0.0225(5) Uani d 1 . .
H H8 0.3121 0.2500 0.6196 0.027 Uiso calc 1 . .
C C11 0.40940(17) 0.2500 0.50868(14) 0.0238(5) Uani d 1 . .
H H9 0.3470 0.2500 0.4697 0.029 Uiso calc 1 . .
C C12 0.52216(18) 0.2500 0.47599(13) 0.0213(4) Uani d 1 . .
H H10 0.5354 0.2500 0.4156 0.026 Uiso calc 1 . .
C C13 0.45603(17) 0.2500 0.75316(14) 0.0232(5) Uani 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
O1 0.0188(7) 0.0604(12) 0.0144(7) 0.000 -0.0007(6) 0.000
O2 0.0226(8) 0.0580(12) 0.0205(8) 0.000 0.0054(6) 0.000
O3 0.0191(8) 0.0479(10) 0.0147(7) 0.000 0.0015(5) 0.000
O4 0.0184(7) 0.0686(13) 0.0217(7) 0.000 0.0057(6) 0.000
N 0.0136(7) 0.0315(10) 0.0162(8) 0.000 0.0014(6) 0.000
C1 0.0161(10) 0.0687(19) 0.0227(11) 0.000 -0.0002(8) 0.000
C2 0.0200(9) 0.0341(12) 0.0167(9) 0.000 -0.0001(8) 0.000
C3 0.0157(8) 0.0307(11) 0.0165(9) 0.000 0.0020(7) 0.000
C4 0.0221(10) 0.0373(12) 0.0159(9) 0.000 0.0014(8) 0.000
C5 0.0256(11) 0.085(2) 0.0156(10) 0.000 -0.0019(9) 0.000
C6 0.0178(9) 0.0288(11) 0.0160(9) 0.000 0.0002(7) 0.000
C7 0.0153(9) 0.0226(10) 0.0192(9) 0.000 0.0032(7) 0.000
C8 0.0156(9) 0.0266(10) 0.0164(9) 0.000 -0.0009(7) 0.000
C9 0.0180(9) 0.0277(11) 0.0161(9) 0.000 0.0024(7) 0.000
C10 0.0132(8) 0.0307(11) 0.0235(10) 0.000 0.0020(7) 0.000
C11 0.0170(10) 0.0320(12) 0.0225(10) 0.000 -0.0043(8) 0.000
C12 0.0198(10) 0.0290(11) 0.0151(9) 0.000 -0.0005(7) 0.000
C13 0.0170(9) 0.0347(11) 0.0178(9) 0.000 0.0019(7) 0.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C13 O3 H11 . . 110(2) ?
C6 N H6 . . 117.1 ?
C6 N C7 . . 125.89(17) ?
C7 N H6 . . 117.1 ?
H1 C1 H2 . . 114.2(15) ?
C2 C1 H1 . . 103.3(18) ?
C2 C1 H2 . . 112.4(12) ?
O1 C2 C1 . . 118.12(19) ?
O1 C2 C3 . . 119.29(19) ?
C3 C2 C1 . . 122.58(18) ?
C2 C3 C4 . . 122.45(17) ?
C6 C3 C2 . . 120.15(18) ?
C6 C3 C4 . . 117.40(18) ?
O2 C4 C3 . . 122.24(18) ?
O2 C4 C5 . . 118.81(19) ?
C3 C4 C5 . . 118.94(18) ?
C4 C5 H3 . . 111(2) ?
C4 C5 H4 . . 112.0(12) ?
H3 C5 H4 . . 109.1(17) ?
N C6 C3 . . 126.50(19) ?
N C6 H5 . . 116.8 ?
C3 C6 H5 . . 116.8 ?
C8 C7 N . . 116.89(17) ?
C12 C7 N . . 122.60(18) ?
C12 C7 C8 . . 120.50(18) ?
C7 C8 H7 . . 120.1 ?
C7 C8 C9 . . 119.73(18) ?
C9 C8 H7 . . 120.1 ?
C8 C9 C13 . . 121.79(18) ?
C10 C9 C8 . . 119.96(18) ?
C10 C9 C13 . . 118.25(17) ?
C9 C10 H8 . . 120.3 ?
C11 C10 C9 . . 119.45(18) ?
C11 C10 H8 . . 120.3 ?
C10 C11 H9 . . 119.4 ?
C12 C11 C10 . . 121.16(19) ?
C12 C11 H9 . . 119.4 ?
C7 C12 H10 . . 120.4 ?
C11 C12 C7 . . 119.20(18) ?
C11 C12 H10 . . 120.4 ?
O3 C13 C9 . . 113.76(16) ?
O4 C13 O3 . . 123.45(19) ?
O4 C13 C9 . . 122.79(19) ?
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
O1 C2 . 1.243(3) y
O2 C4 . 1.226(3) y
O3 H11 . 0.83(4) ?
O3 C13 . 1.330(2) ?
O4 C13 . 1.210(2) ?
N H6 . 0.8600 ?
N C6 . 1.337(3) y
N C7 . 1.422(2) ?
C1 H1 . 0.98(3) ?
C1 H2 . 0.97(2) ?
C1 C2 . 1.496(3) y
C2 C3 . 1.443(3) y
C3 C4 . 1.482(3) y
C3 C6 . 1.394(3) y
C4 C5 . 1.503(3) y
C5 H3 . 0.98(4) ?
C5 H4 . 1.03(2) ?
C6 H5 . 0.9300 ?
C7 C8 . 1.392(3) ?
C7 C12 . 1.392(3) ?
C8 H7 . 0.9300 ?
C8 C9 . 1.398(3) ?
C9 C10 . 1.395(3) ?
C9 C13 . 1.490(3) ?
C10 H8 . 0.9300 ?
C10 C11 . 1.388(3) ?
C11 H9 . 0.9300 ?
C11 C12 . 1.387(3) ?
C12 H10 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O3 H11 O1 6_557 0.83(4) 1.84(4) 2.656(2) 166(3)
N H6 O1 . 0.86 1.96 2.598(2) 130.4
C8 H7 O4 6_657 0.93 2.44 3.327(2) 160.2
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
O1 C2 C3 C4 . . . . 180.000000 ?
O1 C2 C3 C6 . . . . 0.000000 ?
N C7 C8 C9 . . . . 180.000000 ?
N C7 C12 C11 . . . . 180.000000 ?
C1 C2 C3 C4 . . . . 0.000000 ?
C1 C2 C3 C6 . . . . 180.000000 ?
C2 C3 C4 O2 . . . . 0.000000 ?
C2 C3 C4 C5 . . . . 180.000000 ?
C2 C3 C6 N . . . . 0.000000 ?
C4 C3 C6 N . . . . 180.000000 ?
C6 N C7 C8 . . . . 180.000000 y
C6 N C7 C12 . . . . 0.0000(10) ?
C6 C3 C4 O2 . . . . 180.000000 y
C6 C3 C4 C5 . . . . 0.000000 ?
C7 N C6 C3 . . . . 180.000000 ?
C7 C8 C9 C10 . . . . 0.0000(10) ?
C7 C8 C9 C13 . . . . 180.000000 ?
C8 C7 C12 C11 . . . . 0.000000 ?
C8 C9 C10 C11 . . . . 0.0000(10) ?
C8 C9 C13 O3 . . . . 0.0000(10) ?
C8 C9 C13 O4 . . . . 180.000000 ?
C9 C10 C11 C12 . . . . 0.0000(10) ?
C10 C9 C13 O3 . . . . 180.000000 ?
C10 C9 C13 O4 . . . . 0.0000(10) ?
C10 C11 C12 C7 . . . . 0.000000 ?
C12 C7 C8 C9 . . . . 0.0000(10) ?
C13 C9 C10 C11 . . . . 180.000000 ?
_cod_database_fobs_code 2243955