#------------------------------------------------------------------------------
#$Date: 2023-07-01 03:50:08 +0200 (Sat, 01 Jul 2023) $
#$Revision: 284741 $
#$URL: svn://www.crystallography.net/cod/cif/2/02/28/2022804.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_2022804
loop_
_publ_author_name
'McClements, Isobelle F.'
'Wiesler, Clara R.'
'Tanski, Joseph M.'
_publ_section_title
;
Crystallographic and spectroscopic characterization of two
1-phenyl-1H-imidazoles: 4-(1H-imidazol-1-yl)benzaldehyde and
1-(4-methoxyphenyl)-1H-imidazole
;
_journal_coeditor_code JY2032
_journal_issue 7
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first 678
_journal_page_last 681
_journal_paper_doi 10.1107/S2056989023005480
_journal_volume 79
_journal_year 2023
_chemical_formula_iupac 'C10 H8 N2 O'
_chemical_formula_moiety 'C10 H8 N2 O'
_chemical_formula_sum 'C10 H8 N2 O'
_chemical_formula_weight 172.18
_chemical_name_systematic
;
4-(1H-Imidazol-1-yl)benzaldehyde
;
_space_group_crystal_system monoclinic
_space_group_IT_number 4
_space_group_name_Hall 'P 2yb'
_space_group_name_H-M_alt 'P 1 21 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_atom_sites_solution_secondary difmap
_cell_angle_alpha 90
_cell_angle_beta 91.096(2)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 3.7749(2)
_cell_length_b 7.3711(5)
_cell_length_c 14.4524(9)
_cell_measurement_reflns_used 5426
_cell_measurement_temperature 125.(2)
_cell_measurement_theta_max 71.5659
_cell_measurement_theta_min 3.0583
_cell_volume 402.07(4)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX3 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
SHELXTL2014 (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL2014 (Sheldrick, 2008), OLEX2 (Dolomanov et al.,
2009), and
Mercury (Macrae et al., 2020)
;
_computing_structure_refinement
;
SHELXL2017 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 125.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device 'three-circle diffractometer'
_diffrn_measurement_device_type 'Bruker APEXII CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_probe x-ray
_diffrn_radiation_source 'Cu IuS micro-focus source'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0.0293
_diffrn_reflns_av_unetI/netI 0.0290
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min -4
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 5673
_diffrn_reflns_theta_full 67.68
_diffrn_reflns_theta_max 71.56
_diffrn_reflns_theta_min 3.06
_diffrn_source 'Cu IuS micro-focus source'
_diffrn_source_current 0.65
_diffrn_source_power 0.03
_diffrn_source_voltage 45
_exptl_absorpt_coefficient_mu 0.773
_exptl_absorpt_correction_T_max 0.96
_exptl_absorpt_correction_T_min 0.80
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_density_diffrn 1.422
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 180
_exptl_crystal_size_max 0.370
_exptl_crystal_size_mid 0.200
_exptl_crystal_size_min 0.050
_refine_diff_density_max 0.188
_refine_diff_density_min -0.146
_refine_ls_abs_structure_details
;
Flack x determined using 652 quotients
[(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013);
Hooft y = 0.11(6) calculated with OLEX2 (Dolomanov et al.,
2009).
;
_refine_ls_abs_structure_Flack 0.09(7)
_refine_ls_extinction_coef 0.021(6)
_refine_ls_extinction_method
;
SHELXL2017 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref 1.139
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 119
_refine_ls_number_reflns 1482
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.139
_refine_ls_R_factor_all 0.0273
_refine_ls_R_factor_gt 0.0271
_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^)+(0.0495P)^2^+0.0471P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0788
_refine_ls_wR_factor_ref 0.0790
_reflns_number_gt 1466
_reflns_number_total 1482
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file jy2032sup1.cif
_cod_data_source_block I
_cod_database_code 2022804
_shelx_hkl_file
;
1 0 0 2162.58 88.29
1 0 0 2340.67 87.29
-2 0 0 5.30 1.10
2 0 0 4.40 0.70
-2 0 0 6.40 1.00
3 0 0 44.20 2.90
-3 0 0 48.50 3.20
-4 0 0 179.18 7.50
0 -1 0 0.30 0.20
0 -1 0 0.20 0.10
0 1 0 0.20 0.10
0 1 0 0.30 0.10
2 -1 0 60.69 3.20
-2 -1 0 70.19 3.50
-2 1 0 69.39 3.50
2 1 0 62.09 3.20
-2 1 0 68.89 3.80
3 -1 0 75.79 4.10
-3 -1 0 75.19 4.40
-3 1 0 71.39 4.60
-3 1 0 74.09 4.30
3 1 0 78.59 4.10
-4 -1 0 61.89 3.00
-4 1 0 64.69 3.00
0 -2 0 203.28 8.50
0 -2 0 211.98 8.20
0 2 0 213.58 8.20
-1 -2 0 1349.16 53.89
-1 -2 0 1408.46 53.39
1 2 0 1393.16 53.39
1 2 0 1303.67 53.49
-1 2 0 1438.06 53.79
-2 -2 0 1023.30 44.10
-2 -2 0 1113.99 44.00
-2 -2 0 1106.49 43.90
2 -2 0 1124.59 43.90
2 -2 0 1148.99 44.60
-2 2 0 1131.99 44.70
2 2 0 1113.39 43.20
-2 2 0 1106.59 43.70
-2 2 0 1097.39 43.50
2 2 0 1100.39 44.00
2 2 0 1180.78 43.80
-2 2 0 1087.09 44.00
-2 2 0 1130.99 43.20
3 -2 0 135.29 6.10
-3 -2 0 120.29 6.30
-3 2 0 109.79 6.50
-3 2 0 118.09 6.10
3 2 0 125.09 5.80
-3 2 0 113.19 4.80
-4 -2 0 15.90 1.30
-4 2 0 16.30 1.20
4 2 0 15.60 1.30
0 -3 0 -0.10 0.40
0 -3 0 0.30 0.10
0 3 0 0.40 0.20
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-1 -3 0 58.19 3.00
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1 -3 0 53.69 2.80
1 3 0 58.59 2.30
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1 3 0 62.69 2.50
-2 -3 0 1491.75 57.29
2 -3 0 1396.56 56.79
-2 -3 0 1376.46 56.89
2 -3 0 1521.85 57.69
-2 -3 0 1387.96 56.99
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-2 3 0 1515.35 56.39
-2 3 0 1461.65 57.79
2 3 0 1396.66 56.59
-2 3 0 1434.56 55.99
2 3 0 1353.96 56.99
-2 3 0 1477.65 56.39
2 3 0 1464.25 56.39
2 3 0 1434.46 56.39
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-3 -3 0 82.59 3.90
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3 -3 0 80.19 4.50
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3 3 0 86.49 3.50
3 3 0 87.09 3.50
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-3 3 0 73.99 4.40
-4 -3 0 49.40 2.40
-4 -3 0 50.29 2.50
-4 -3 0 48.60 2.80
4 3 0 49.90 2.50
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1 -4 0 118.99 6.30
-1 -4 0 126.09 6.00
-1 -4 0 127.79 6.10
1 -4 0 125.29 5.80
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-1 4 0 131.49 5.10
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1 4 0 128.79 6.10
-2 -4 0 97.39 5.00
2 -4 0 85.69 4.00
2 -4 0 89.79 5.40
-2 -4 0 91.29 5.10
2 -4 0 96.69 4.80
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-2 4 0 89.09 5.50
2 4 0 93.59 4.20
2 4 0 86.39 3.70
-2 4 0 94.09 4.10
-2 4 0 89.29 4.10
-2 4 0 88.29 3.70
-3 -4 0 509.75 22.60
3 -4 0 537.15 21.90
-3 -4 0 538.45 21.40
-3 -4 0 552.04 22.30
-3 -4 0 524.45 21.40
3 -4 0 550.94 21.30
-3 -4 0 548.85 21.30
3 -4 0 544.25 22.20
3 4 0 529.15 20.90
3 4 0 546.95 20.90
-3 4 0 530.85 23.00
-3 4 0 539.95 20.90
-3 4 0 518.65 20.90
-3 4 0 539.35 21.50
-4 -4 0 182.38 8.00
-4 -4 0 199.78 7.70
4 -4 0 184.78 7.80
-4 -4 0 187.48 7.60
4 4 0 189.58 7.70
-1 -5 0 99.59 5.30
1 -5 0 97.19 5.70
-1 -5 0 103.79 5.40
-1 5 0 107.29 4.40
1 5 0 103.49 4.20
-1 5 0 109.59 4.20
1 5 0 110.19 4.50
1 5 0 116.89 5.60
2 -5 0 518.55 22.30
-2 -5 0 527.25 21.70
2 -5 0 504.05 20.60
-2 5 0 512.75 20.60
2 5 0 530.75 20.70
-2 5 0 525.65 20.20
2 5 0 504.35 20.70
2 5 0 508.25 20.10
2 5 0 532.45 20.20
-2 5 0 508.45 20.60
-2 5 0 515.45 22.40
-3 -5 0 487.55 19.00
-3 -5 0 477.45 19.80
3 -5 0 490.35 19.50
-3 -5 0 468.45 19.00
3 -5 0 493.95 19.00
-3 -5 0 465.35 19.00
-3 -5 0 489.95 19.00
-3 -5 0 457.85 18.90
-3 5 0 476.05 19.10
3 5 0 468.55 18.60
-3 5 0 490.05 18.60
-3 5 0 476.25 18.60
3 5 0 478.85 18.60
3 5 0 451.55 19.20
1 -6 0 156.98 6.90
-1 -6 0 163.18 7.90
-1 6 0 165.38 6.70
1 6 0 171.78 6.50
-2 -6 0 560.64 23.50
-2 -6 0 547.45 22.60
2 -6 0 585.84 22.60
-2 -6 0 574.74 22.60
2 -6 0 572.24 23.10
-2 -6 0 535.45 23.50
-2 -6 0 574.74 22.60
-2 -6 0 572.04 22.70
2 6 0 599.34 22.10
-2 6 0 577.44 22.10
2 6 0 580.24 22.60
2 6 0 570.24 22.20
-2 6 0 585.64 22.60
-2 6 0 508.35 24.00
3 -6 0 29.00 2.00
-3 -6 0 28.20 1.50
-3 -6 0 31.00 1.60
-3 -6 0 28.70 1.70
3 -6 0 26.30 1.60
-3 -6 0 30.30 2.30
-3 -6 0 29.70 1.60
3 6 0 27.20 1.20
-3 6 0 28.20 1.20
3 6 0 28.40 1.20
-3 6 0 28.30 1.20
-1 -7 0 735.93 28.30
-1 -7 0 691.03 28.10
-2 -7 0 85.09 3.80
-2 -7 0 84.09 4.40
2 -7 0 82.49 4.10
-2 -7 0 84.09 3.70
2 -7 0 83.39 3.70
-2 -7 0 78.79 3.70
2 7 0 83.49 3.30
-2 -8 0 227.38 9.20
-2 -8 0 236.48 9.30
-4 0 1 69.99 3.30
3 0 -1 1.80 0.90
-3 0 1 3.10 1.10
2 0 -1 264.27 10.90
-2 0 1 262.97 11.20
-2 0 1 264.37 11.30
1 0 -1 132.19 5.20
-1 0 1 138.29 5.20
1 0 -1 139.89 5.30
-1 0 1 128.09 5.40
0 0 -1 69.29 2.80
0 0 1 72.39 2.80
-1 0 -1 25.40 1.10
1 0 1 26.80 1.30
1 0 1 27.10 1.10
-2 0 -1 22.90 1.60
2 0 1 20.10 1.50
-2 0 -1 21.10 1.80
3 0 1 12.40 1.70
-3 0 -1 15.20 2.70
-3 0 -1 13.90 1.80
-4 0 -1 0.50 0.70
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4 1 -1 110.79 4.90
-4 1 1 108.69 4.70
-3 -1 1 56.19 3.80
3 -1 -1 61.19 3.60
-3 1 1 61.99 3.90
3 1 -1 68.09 3.60
2 -1 -1 1437.76 55.49
2 -1 -1 1433.96 54.89
-2 -1 1 1368.26 55.19
-2 1 1 1414.56 55.49
-2 1 1 1396.66 55.09
2 1 -1 1351.36 54.79
-1 -1 1 9802.02 383.56
-1 1 1 9999.00 384.46
0 -1 -1 1165.98 47.60
0 -1 1 1260.67 48.40
0 -1 1 1201.18 47.70
0 -1 -1 1214.98 48.00
0 1 -1 1264.17 47.70
0 1 1 1280.77 47.70
0 1 1 1248.38 47.70
0 1 1 1188.98 47.90
-1 -1 -1 6172.18 230.98
1 1 1 5882.21 229.78
-1 1 -1 5616.44 229.48
1 1 1 5768.62 230.98
1 1 1 6062.69 228.68
2 -1 1 3073.79 117.49
-2 -1 -1 2990.90 117.79
-2 -1 -1 3081.09 117.99
-2 1 -1 2712.93 117.59
-2 1 -1 3238.78 120.89
3 -1 1 140.69 6.80
-3 -1 -1 146.89 7.30
-3 1 -1 134.89 7.40
3 1 1 163.38 6.90
-3 1 -1 144.09 7.10
-4 -1 -1 24.70 1.70
-4 1 -1 26.70 1.60
-4 -2 1 235.68 9.60
4 2 -1 233.48 9.70
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3 -2 -1 1346.97 50.89
-3 2 1 1270.77 49.60
3 2 -1 1360.46 50.69
-3 2 1 1222.58 51.09
-3 2 1 1205.68 51.59
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2 -2 -1 1005.10 42.10
-2 -2 1 1057.69 41.50
-2 -2 1 1119.39 41.90
2 -2 -1 1038.80 41.50
-2 2 1 1088.49 42.30
-2 2 1 1118.19 41.20
2 2 -1 930.01 41.50
2 2 -1 1039.00 41.40
2 2 -1 1062.49 40.80
-2 2 1 1117.79 41.80
2 2 -1 1041.10 41.20
-2 2 1 1026.10 41.10
-2 2 1 1062.29 40.80
-1 -2 1 594.54 23.60
-1 -2 1 610.64 23.10
-1 2 1 596.14 23.20
1 2 -1 571.74 23.10
1 2 -1 595.94 23.20
0 -2 -1 2437.86 99.99
0 -2 1 2652.33 98.79
0 -2 1 2539.65 99.79
0 2 1 2545.55 98.69
-1 -2 -1 710.33 27.20
1 2 1 691.93 26.80
1 2 1 684.23 27.20
-1 2 -1 687.53 26.80
1 2 1 663.33 26.70
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-2 -2 -1 1096.29 48.50
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2 2 1 1285.57 48.20
-2 2 -1 1264.87 49.30
-2 2 -1 1274.47 47.80
2 2 1 1120.79 48.20
2 2 1 1293.57 47.80
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2 2 1 1171.28 48.50
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3 -2 1 255.47 11.10
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4 3 -1 527.15 20.80
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3 -3 -1 238.98 10.60
3 -3 -1 249.78 11.00
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-3 -3 1 248.48 11.00
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-3 3 1 258.47 11.90
3 3 -1 252.37 9.70
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3 3 -1 243.48 10.60
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3 3 -1 241.38 9.70
2 -3 -1 330.27 14.30
-2 -3 1 328.57 13.60
-2 -3 1 325.67 13.70
2 -3 -1 344.37 13.50
-2 -3 1 304.87 13.70
2 3 -1 314.77 13.60
2 3 -1 326.97 13.00
-2 3 1 335.87 13.00
-2 3 1 322.87 14.30
2 3 -1 318.67 12.60
2 3 -1 306.27 13.00
-2 3 1 318.77 13.60
-2 3 1 312.37 12.90
2 3 -1 314.17 13.30
-2 3 1 319.87 12.60
-1 -3 1 352.56 13.40
1 -3 -1 316.97 13.60
1 -3 -1 317.27 13.10
-1 -3 1 319.17 12.90
-1 -3 1 303.87 13.20
1 3 -1 326.37 12.50
1 3 -1 306.17 12.90
-1 3 1 321.77 12.50
1 3 -1 323.37 12.70
-1 3 1 329.07 13.30
-1 3 1 313.07 12.60
0 -3 1 1713.83 65.49
0 -3 1 1729.43 64.99
0 -3 -1 1625.24 65.39
0 3 1 1704.13 64.99
0 3 1 1702.73 65.49
0 3 -1 1586.84 64.99
-1 -3 -1 294.27 12.90
-1 -3 -1 329.37 12.90
1 -3 1 308.97 12.80
-1 -3 -1 303.37 13.00
1 -3 1 302.67 13.20
-1 3 -1 301.07 12.30
1 3 1 316.77 12.20
-1 3 -1 320.27 12.20
1 3 1 339.57 13.00
1 3 1 317.97 12.40
2 -3 1 192.88 9.50
-2 -3 -1 212.28 9.20
-2 -3 -1 211.18 9.00
-2 -3 -1 202.28 8.90
2 -3 1 194.68 8.80
-2 3 -1 214.48 9.70
-2 3 -1 204.08 8.40
2 3 1 187.28 9.00
2 3 1 204.88 8.00
-2 3 -1 196.38 8.00
-2 3 -1 206.58 8.40
2 3 1 199.68 8.40
2 3 1 203.48 8.40
-3 -3 -1 82.19 3.90
-3 -3 -1 86.29 4.80
-3 -3 -1 82.99 4.00
3 -3 1 89.99 4.80
-3 -3 -1 89.69 5.10
3 -3 1 84.59 4.60
3 -3 1 81.39 3.80
-3 3 -1 87.59 3.50
-3 3 -1 83.09 3.90
3 3 1 82.59 3.50
3 3 1 86.19 3.50
-3 3 -1 86.99 5.40
-3 3 -1 86.79 3.50
-4 -3 -1 80.29 3.50
4 -3 1 76.39 3.80
-4 -3 -1 80.19 3.60
-4 -3 -1 81.69 4.10
4 3 1 82.99 3.60
-4 -4 1 364.16 13.50
-4 -4 1 343.67 13.80
4 -4 -1 334.87 13.60
4 4 -1 313.47 13.50
3 -4 -1 539.05 23.90
-3 -4 1 578.24 23.20
-3 -4 1 593.44 23.20
3 -4 -1 598.44 23.10
-3 -4 1 587.74 23.20
-3 -4 1 618.94 24.20
-3 -4 1 565.74 24.40
3 4 -1 592.34 22.70
-3 4 1 585.84 22.70
3 4 -1 589.64 22.70
-3 4 1 597.34 23.40
-3 4 1 578.04 24.90
-3 4 1 562.44 22.70
-2 -4 1 94.69 5.10
2 -4 -1 96.49 4.80
2 -4 -1 93.99 5.50
-2 -4 1 91.49 5.00
2 -4 -1 88.69 4.10
-2 4 1 90.39 5.50
2 4 -1 97.59 4.20
2 4 -1 93.59 3.70
2 4 -1 92.79 4.20
2 4 -1 81.69 4.40
-2 4 1 93.19 4.10
-2 4 1 90.89 3.70
2 4 -1 89.69 3.80
-2 4 1 92.39 4.10
-1 -4 1 630.44 26.20
-1 -4 1 652.23 26.70
1 -4 -1 654.93 27.10
-1 -4 1 679.23 26.80
1 4 -1 663.23 25.90
-1 4 1 668.03 25.80
1 4 -1 628.64 26.30
-1 4 1 690.13 25.70
1 4 -1 685.03 25.70
0 -4 1 1182.48 46.20
0 -4 1 1180.78 46.00
0 -4 -1 1171.68 46.20
0 -4 -1 1186.28 46.30
0 -4 -1 1143.89 46.10
0 4 -1 1157.08 45.50
0 4 1 1189.38 46.20
-1 -4 -1 922.61 37.30
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1 -1 16 93.99 4.00
-1 -1 -16 98.39 4.10
-1 1 -16 92.59 4.00
1 1 16 80.49 3.90
1 -2 -16 18.70 1.20
1 -2 -16 17.20 1.10
1 2 -16 15.80 1.10
1 2 -16 15.70 1.10
0 -2 16 9.30 0.90
0 -2 -16 8.70 0.90
0 -2 -16 5.50 0.70
0 2 16 7.50 0.80
0 2 -16 10.20 1.00
-1 -2 -16 174.28 7.20
-1 -2 -16 171.78 7.00
1 2 16 173.08 7.20
-1 2 -16 174.38 7.10
1 -3 -16 21.50 1.30
1 -3 -16 22.20 1.20
1 3 -16 25.90 1.30
1 3 -16 23.90 1.20
0 -3 -16 52.09 2.50
0 3 -16 54.19 2.50
-1 -3 -16 92.99 4.40
-1 -3 -16 113.79 4.40
1 3 16 107.49 4.60
1 0 -17 230.08 9.20
0 0 -17 5.60 0.70
0 0 -17 5.50 0.70
-1 0 -17 75.89 3.30
1 -1 -17 147.19 6.00
1 1 -17 145.79 6.00
0 -1 -17 35.00 1.80
0 -1 -17 34.80 1.80
0 1 -17 35.70 1.80
-1 -1 -17 52.29 2.30
-1 1 -17 49.30 2.30
0 -2 -17 62.29 2.80
0 2 -17 63.09 2.80
0 0 0 0.00 0.00
_computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'
;
_shelx_hkl_checksum 11640
_shelx_res_file
;
TITL Cu_CW2905C_a.res in P2(1)
Cu_CW2905C_a.res
created by SHELXL-2017/1 at 12:50:57 on 26-May-2023
REM Old TITL Cu_CW2905C in P2(1)
REM SHELXT solution in P2(1): R1 0.068, Rweak 0.026, Alpha 0.002
REM 3.868 for 2 systematic absences, Orientation as input
REM Flack x = 0.130 ( 0.069 ) from 653 Parsons' quotients
REM Formula found by SHELXT: C11 N O
CELL 1.54178 3.7749 7.3711 14.4524 90.000 91.096 90.000
ZERR 2.000 0.0002 0.0005 0.0009 0.000 0.002 0.000
LATT -1
SYMM -X, 1/2+Y, -Z
SFAC C H N O
UNIT 20 16 4 2
TEMP -148
SIZE 0.37 0.2 0.05
REM colorless plate
L.S. 16
ACTA
CONF
HTAB
EQIV $1 x-1, y-1, z
HTAB C8 O1_$1
EQIV $2 -x+1, y+1/2, -z+1
HTAB C10 N2_$2
MPLA 6 C2 C3 C4 C5 C6 C7
MPLA 5 C8 C9 C10 N1 N2
BOND
LIST 4
FMAP 2
PLAN 20
WGHT 0.049500 0.047100
EXTI 0.020744
FVAR 2.25115
O1 4 0.896978 0.961685 0.095337 11.00000 0.03951 0.02253 =
0.02486 0.00222 0.00255 -0.00527
N1 3 0.304126 0.286082 0.332333 11.00000 0.01947 0.01483 =
0.01539 0.00020 -0.00041 0.00011
N2 3 0.214775 0.148991 0.467230 11.00000 0.02677 0.02104 =
0.01879 0.00137 0.00089 -0.00018
C1 1 0.836575 0.802107 0.079341 11.00000 0.02446 0.02362 =
0.02092 0.00000 -0.00039 -0.00076
AFIX 43
H1A 2 0.889378 0.758391 0.019326 11.00000 -1.20000
AFIX 0
C2 1 0.688969 0.671898 0.145162 11.00000 0.01792 0.02009 =
0.01753 0.00016 -0.00134 0.00049
C3 1 0.641756 0.492011 0.117525 11.00000 0.02124 0.02302 =
0.01664 -0.00182 0.00117 0.00198
AFIX 43
H3A 2 0.698927 0.457100 0.056322 11.00000 -1.20000
AFIX 0
C4 1 0.511957 0.363125 0.178515 11.00000 0.02302 0.01662 =
0.01804 -0.00212 -0.00009 -0.00046
AFIX 43
H4A 2 0.480518 0.240754 0.159434 11.00000 -1.20000
AFIX 0
C5 1 0.428617 0.416526 0.268240 11.00000 0.01509 0.01756 =
0.01797 0.00073 -0.00182 0.00089
C6 1 0.470408 0.597149 0.296516 11.00000 0.02119 0.01745 =
0.01639 -0.00210 0.00064 0.00149
AFIX 43
H6A 2 0.409116 0.632564 0.357352 11.00000 -1.20000
AFIX 0
C7 1 0.601467 0.723618 0.235310 11.00000 0.02134 0.01620 =
0.02213 -0.00174 -0.00150 0.00020
AFIX 43
H7A 2 0.632366 0.846022 0.254394 11.00000 -1.20000
AFIX 0
C8 1 0.145118 0.120675 0.312142 11.00000 0.02016 0.01684 =
0.02032 -0.00270 -0.00088 -0.00048
AFIX 43
H8A 2 0.086412 0.073743 0.252580 11.00000 -1.20000
AFIX 0
C9 1 0.090555 0.039478 0.395295 11.00000 0.02190 0.01868 =
0.02289 0.00161 0.00070 0.00038
AFIX 43
H9A 2 -0.017271 -0.075833 0.403072 11.00000 -1.20000
AFIX 0
C10 1 0.339892 0.294335 0.427038 11.00000 0.02426 0.02074 =
0.01628 -0.00121 -0.00126 0.00053
AFIX 43
H10A 2 0.443164 0.393702 0.459570 11.00000 -1.20000
AFIX 0
HKLF 4
REM Cu_CW2905C_a.res in P2(1)
REM R1 = 0.0271 for 1466 Fo > 4sig(Fo) and 0.0273 for all 1482 data
REM 119 parameters refined using 1 restraints
END
WGHT 0.0495 0.0471
REM Instructions for potential hydrogen bonds
HTAB C8 O1_$1
HTAB C10 N2_$2
REM Highest difference peak 0.188, deepest hole -0.146, 1-sigma level 0.038
Q1 1 0.5545 0.3806 0.2377 11.00000 0.05 0.19
Q2 1 0.5661 0.7047 0.1764 11.00000 0.05 0.19
Q3 1 0.7089 0.6735 0.1963 11.00000 0.05 0.16
Q4 1 0.4975 0.4966 0.2841 11.00000 0.05 0.15
Q5 1 0.4417 0.6549 0.2541 11.00000 0.05 0.14
Q6 1 -0.0532 0.1417 0.3440 11.00000 0.05 0.14
Q7 1 0.3425 0.3986 0.2205 11.00000 0.05 0.14
Q8 1 0.5295 0.9585 0.1541 11.00000 0.05 0.13
Q9 1 0.5785 0.5835 0.1232 11.00000 0.05 0.12
Q10 1 -0.0732 -0.0492 0.4426 11.00000 0.05 0.12
Q11 1 0.2988 0.1291 0.5190 11.00000 0.05 0.12
Q12 1 0.3898 0.3480 0.2988 11.00000 0.05 0.12
Q13 1 0.1397 0.3867 0.4906 11.00000 0.05 0.11
Q14 1 0.3083 0.0025 0.3607 11.00000 0.05 0.11
Q15 1 0.6784 0.7425 0.1152 11.00000 0.05 0.11
Q16 1 0.1639 0.3423 0.3789 11.00000 0.05 0.11
Q17 1 0.3031 0.1992 0.3176 11.00000 0.05 0.11
Q18 1 0.3065 0.6615 0.1889 11.00000 0.05 0.11
Q19 1 -0.1371 -0.0210 0.4281 11.00000 0.05 0.11
Q20 1 0.7467 0.2609 0.4449 11.00000 0.05 0.11
;
_shelx_res_checksum 26985
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.8970(4) 0.9617(2) 0.09534(10) 0.0289(4) Uani d 1 . .
N N1 0.3041(4) 0.2861(2) 0.33233(10) 0.0166(4) Uani d 1 . .
N N2 0.2148(4) 0.1490(2) 0.46723(11) 0.0222(4) Uani d 1 . .
C C1 0.8366(5) 0.8021(3) 0.07934(13) 0.0230(4) Uani d 1 . .
H H1A 0.889378 0.758391 0.019326 0.028 Uiso calc 1 . .
C C2 0.6890(5) 0.6719(3) 0.14516(12) 0.0185(4) Uani d 1 . .
C C3 0.6418(5) 0.4920(3) 0.11753(13) 0.0203(4) Uani d 1 . .
H H3A 0.698927 0.4571 0.056322 0.024 Uiso calc 1 . .
C C4 0.5120(5) 0.3631(3) 0.17851(12) 0.0192(4) Uani d 1 . .
H H4A 0.480518 0.240754 0.159434 0.023 Uiso calc 1 . .
C C5 0.4286(4) 0.4165(3) 0.26824(12) 0.0169(4) Uani d 1 . .
C C6 0.4704(4) 0.5971(3) 0.29652(12) 0.0183(4) Uani d 1 . .
H H6A 0.409116 0.632564 0.357352 0.022 Uiso calc 1 . .
C C7 0.6015(5) 0.7236(3) 0.23531(13) 0.0199(4) Uani d 1 . .
H H7A 0.632366 0.846022 0.254394 0.024 Uiso calc 1 . .
C C8 0.1451(4) 0.1207(3) 0.31214(12) 0.0191(4) Uani d 1 . .
H H8A 0.086412 0.073743 0.25258 0.023 Uiso calc 1 . .
C C9 0.0906(5) 0.0395(3) 0.39529(13) 0.0212(4) Uani d 1 . .
H H9A -0.017271 -0.075833 0.403072 0.025 Uiso calc 1 . .
C C10 0.3399(5) 0.2943(3) 0.42704(13) 0.0204(4) Uani d 1 . .
H H10A 0.443164 0.393702 0.45957 0.025 Uiso calc 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 0.0395(9) 0.0225(9) 0.0249(7) -0.0053(6) 0.0026(6) 0.0022(6)
N1 0.0195(7) 0.0148(9) 0.0154(7) 0.0001(6) -0.0004(5) 0.0002(6)
N2 0.0268(8) 0.0210(10) 0.0188(7) -0.0002(6) 0.0009(6) 0.0014(6)
C1 0.0245(9) 0.0236(12) 0.0209(9) -0.0008(8) -0.0004(7) 0.0000(8)
C2 0.0179(8) 0.0201(11) 0.0175(8) 0.0005(7) -0.0013(7) 0.0002(7)
C3 0.0212(9) 0.0230(11) 0.0166(9) 0.0020(7) 0.0012(7) -0.0018(7)
C4 0.0230(9) 0.0166(11) 0.0180(8) -0.0005(7) -0.0001(7) -0.0021(7)
C5 0.0151(8) 0.0176(10) 0.0180(8) 0.0009(7) -0.0018(6) 0.0007(7)
C6 0.0212(8) 0.0175(10) 0.0164(8) 0.0015(7) 0.0006(7) -0.0021(7)
C7 0.0213(9) 0.0162(10) 0.0221(10) 0.0002(7) -0.0015(7) -0.0017(7)
C8 0.0202(8) 0.0168(10) 0.0203(8) -0.0005(7) -0.0009(6) -0.0027(7)
C9 0.0219(9) 0.0187(11) 0.0229(9) 0.0004(7) 0.0007(7) 0.0016(7)
C10 0.0243(9) 0.0207(11) 0.0163(9) 0.0005(7) -0.0013(7) -0.0012(7)
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'
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
C10 N1 C8 . . 106.39(15) ?
C10 N1 C5 . . 126.28(15) ?
C8 N1 C5 . . 127.19(15) ?
C10 N2 C9 . . 105.21(15) ?
O1 C1 C2 . . 125.41(17) ?
O1 C1 H1A . . 117.3 ?
C2 C1 H1A . . 117.3 ?
C3 C2 C7 . . 119.54(17) ?
C3 C2 C1 . . 118.92(15) ?
C7 C2 C1 . . 121.53(17) ?
C4 C3 C2 . . 120.81(16) ?
C4 C3 H3A . . 119.6 ?
C2 C3 H3A . . 119.6 ?
C3 C4 C5 . . 118.95(17) ?
C3 C4 H4A . . 120.5 ?
C5 C4 H4A . . 120.5 ?
C4 C5 C6 . . 120.84(16) ?
C4 C5 N1 . . 119.84(17) ?
C6 C5 N1 . . 119.32(16) ?
C7 C6 C5 . . 119.59(17) ?
C7 C6 H6A . . 120.2 ?
C5 C6 H6A . . 120.2 ?
C6 C7 C2 . . 120.28(18) ?
C6 C7 H7A . . 119.9 ?
C2 C7 H7A . . 119.9 ?
C9 C8 N1 . . 105.83(16) ?
C9 C8 H8A . . 127.1 ?
N1 C8 H8A . . 127.1 ?
C8 C9 N2 . . 110.49(18) ?
C8 C9 H9A . . 124.8 ?
N2 C9 H9A . . 124.8 ?
N2 C10 N1 . . 112.07(16) ?
N2 C10 H10A . . 124.0 ?
N1 C10 H10A . . 124.0 ?
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 C1 . 1.219(3) ?
N1 C10 . 1.374(2) ?
N1 C8 . 1.388(2) ?
N1 C5 . 1.421(2) ?
N2 C10 . 1.311(2) ?
N2 C9 . 1.391(2) ?
C1 C2 . 1.469(2) ?
C1 H1A . 0.9500 ?
C2 C3 . 1.395(3) ?
C2 C7 . 1.403(2) ?
C3 C4 . 1.391(3) ?
C3 H3A . 0.9500 ?
C4 C5 . 1.397(2) ?
C4 H4A . 0.9500 ?
C5 C6 . 1.401(3) ?
C6 C7 . 1.383(3) ?
C6 H6A . 0.9500 ?
C7 H7A . 0.9500 ?
C8 C9 . 1.362(3) ?
C8 H8A . 0.9500 ?
C9 H9A . 0.9500 ?
C10 H10A . 0.9500 ?
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
_geom_hbond_publ_flag
C8 H8A O1 1_445 0.95 2.51 3.458(2) 176.4 y
C10 H10A N2 2_656 0.95 2.51 3.449(2) 172.5 y
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 C1 C2 C3 . . . . -178.55(18) ?
O1 C1 C2 C7 . . . . 0.2(3) ?
C7 C2 C3 C4 . . . . -0.6(3) ?
C1 C2 C3 C4 . . . . 178.21(16) ?
C2 C3 C4 C5 . . . . 0.1(3) ?
C3 C4 C5 C6 . . . . 0.7(3) ?
C3 C4 C5 N1 . . . . -178.42(15) ?
C10 N1 C5 C4 . . . . 153.02(17) ?
C8 N1 C5 C4 . . . . -22.3(2) ?
C10 N1 C5 C6 . . . . -26.2(3) ?
C8 N1 C5 C6 . . . . 158.54(16) ?
C4 C5 C6 C7 . . . . -1.1(2) ?
N1 C5 C6 C7 . . . . 178.08(15) ?
C5 C6 C7 C2 . . . . 0.6(2) ?
C3 C2 C7 C6 . . . . 0.2(3) ?
C1 C2 C7 C6 . . . . -178.52(16) ?
C10 N1 C8 C9 . . . . 0.62(19) ?
C5 N1 C8 C9 . . . . 176.67(16) ?
N1 C8 C9 N2 . . . . -0.6(2) ?
C10 N2 C9 C8 . . . . 0.4(2) ?
C9 N2 C10 N1 . . . . 0.0(2) ?
C8 N1 C10 N2 . . . . -0.4(2) ?
C5 N1 C10 N2 . . . . -176.52(16) ?
_cod_database_fobs_code 2022804