Interplay of hydrogen bonding and π-stacking interactions in the solid-state architecture of pranoprofen: insights from X-ray crystallography and computational analyses
Prohens, Rafel; Barbas, Rafael; Abrego, Guadalupe; Frontera, Antonio; CrystEngComm 27 (2025) 1742–1748; doi:10.1039/D4CE01279H

data_7249947
_publ_section_title
;
 Interplay of hydrogen bonding and \p-stacking interactions in the
 solid-state architecture of pranoprofen: insights from X-ray
 crystallography and computational analyses
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1742
_journal_page_last               1748
_journal_paper_doi               10.1039/D4CE01279H
_journal_volume                  27
_journal_year                    2025
_chemical_formula_iupac
'2-(5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid'
_chemical_formula_moiety         'C15 H13 N O3'
_chemical_formula_structural     'C15 H13 N O3'
_chemical_formula_sum            'C15 H13 N O3'
_chemical_formula_weight         255.273
_chemical_name_common            Pranoprofen
_chemical_name_systematic        Pranoprofen
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_update_record
;
2024-12-13 deposited with the CCDC.	2025-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 108.9328(10)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   11.46400(16)
_cell_length_b                   10.37828(14)
_cell_length_c                   10.88732(18)
_cell_measurement_temperature    298
_cell_measurement_theta_max      43.60
_cell_measurement_theta_min      0.50
_cell_volume                     1225.26(3)
_computing_data_collection       FULLPROF
_computing_structure_refinement  FULLPROF
_computing_structure_solution    Fox/ObjCryst
_diffrn_ambient_temperature      298
_diffrn_detector                 MYTHEN-II
_diffrn_measurement_device_type  'BL04 - MSPD'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6194
_exptl_crystal_density_diffrn    1.3836
_pd_instr_location
;
'BL04-MSPD, ALBA Synchrotron Light Source (SPAIN)'
;
_pd_meas_2theta_range_inc        0.006001
_pd_meas_2theta_range_max        43.59400
_pd_meas_2theta_range_min        0.52600
_pd_meas_number_of_points        7179
_pd_prep_temperature             298
_pd_proc_2theta_range_inc        0.006001
_pd_proc_2theta_range_max        43.6104
_pd_proc_2theta_range_min        0.5424
_pd_proc_ls_pref_orient_corr     ' ?'
_pd_proc_ls_profile_function     Pseudo-Voigt
_pd_proc_ls_prof_R_factor        9.2594
_pd_proc_ls_prof_wR_expected     0.3450
_pd_proc_ls_prof_wR_factor       13.2406
_pd_proc_wavelength              0.619393
_pd_spec_mounting                'glass capillary'
_pd_spec_mount_mode              transmission
_refine_ls_goodness_of_fit_all   1204.50
_refine_ls_number_parameters     6
_refine_ls_number_reflns         2557
_refine_ls_number_restraints     34
_refine_ls_R_I_factor            23.7501
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_cod_data_source_file            d4ce01279h1.cif
_cod_data_source_block           prano
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7249947.cif.
;
_cod_database_code               7249947
_pd_proc_ls_prof_cr_factor       32.3341
_pd_proc_ls_prof_cwr_factor      30.2705
_pd_proc_ls_prof_cwr_expected    0.7888
_pd_proc_ls_prof_chi2            1472.6827
_pd_proc_ls_prof_echi2           1492.2853