The solubility and stability of heterocyclic chalcones compared with <i>trans</i>-chalcone
Sweeting, Stephen G.; Hall, Charlie L.; Potticary, Jason; Pridmore, Natalie E.; Warren, Stephen D.; Cremeens, Matthew E.; D'Ambruoso, Gemma D.; Matsumoto, Masaomi; Hall, Simon R.; Acta Crystallographica Section B 76 (2020) –; doi:10.1107/S2052520619015907

data_2108568
_publ_section_title
;
 The solubility and stability of heterocyclic chalcones compared with
 <i>trans</i>-chalcone
;
_journal_coeditor_code           BM5123SUP1
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520619015907
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C11 H9 N O S'
_chemical_formula_sum            'C11 H9 N O S'
_chemical_formula_weight         203.25
_chemical_melting_point          423.42
_chemical_name_systematic
(E)-1-(1H-pyrrol-2-yl)-3-(thiophen-2-yl)prop-2-en-1-one
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-09-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-11-11 deposited with the CCDC. 2019-11-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.133(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.0288(5)
_cell_length_b                   5.3086(2)
_cell_length_c                   24.4440(8)
_cell_measurement_reflns_used    5280
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.34
_cell_volume                     1925.47(12)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      99.96
_diffrn_detector                 'Bruker area detector'
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Bruker Apex II kappa CCD area detector'
_diffrn_measurement_device_type  'Bruker Apex II kappa CCD area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6848
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.561
_diffrn_reflns_theta_min         1.372
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 30296 reflections, Rint = 0.0380
 (11517 with I > 3sig(I), Rint = 0.0251)
;
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Tetrahydrofuran (THF)'
_exptl_crystal_size_max          0.534
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.257
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6848
_refine_ls_number_restraints     312
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0418P)^2^+0.8248P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0856
_refine_ls_wR_factor_ref         0.0923
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5578
_reflns_number_total             6848
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            bm5123sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1925.46(12)
_cod_database_code               2108568
_cod_database_fobs_code          2108568
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.927
_shelx_estimated_absorpt_t_min   0.857
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H9(0.017) H9A(0.018) H10(0.018) H10A(0.017) H11(0.024)
 H11A(0.018) H3A(0.018) H3B(0.018) H2(0.021) H7(0.02) H6(0.023) H5(0.022)
 H20(0.018) H20A(0.02) H21(0.02) H21A(0.02) H22(0.025) H22A(0.019) H14(0.018)
 H14A(0.018) H13(0.021) H18(0.022) H17(0.023) H16(0.022)
 Fixed X: H9(0.811478) H9A(0.892863) H10(0.899575) H10A(0.799492)
 H11(0.950029) H11A(0.791814) H3A(0.936942) H3B(0.933503) H2(0.854958)
 H7(0.808251) H6(0.800918) H5(0.894015) H20(0.696313) H20A(0.632461)
 H21(0.612535) H21A(0.698437) H22(0.553436) H22A(0.686946) H14(0.553809)
 H14A(0.555578) H13(0.637894) H18(0.69374) H17(0.706558) H16(0.613102)
 Fixed Y: H9(0.074504) H9A(0.311585) H10(0.424488) H10A(0.073619)
 H11(0.709297) H11A(0.201365) H3A(0.783293) H3B(0.786732) H2(0.397849)
 H7(0.286627) H6(0.285969) H5(0.648101) H20(0.56622) H20A(0.821659)
 H21(0.916192) H21A(0.534473) H22(1.199809) H22A(0.657847) H14(1.267843)
 H14A(1.269139) H13(0.887642) H18(0.790439) H17(0.793715) H16(1.152523)
 Fixed Z: H9(0.790078) H9A(0.832294) H10(0.834454) H10A(0.762607) H11(0.76718)
 H11A(0.665486) H3A(0.659707) H3B(0.661827) H2(0.592616) H7(0.500593)
 H6(0.396519) H5(0.372767) H20(0.824101) H20A(0.855278) H21(0.855283)
 H21A(0.797347) H22(0.779004) H22A(0.699005) H14(0.671537) H14A(0.674166)
 H13(0.620031) H18(0.539494) H17(0.437665) H16(0.394443)
;
_shelx_res_checksum              20544
_shelx_hkl_checksum              7506
_olex2_submission_special_instructions 'No special instructions were received'