Single-crystal structure of the spicy capsaicin.
Lozinšek, Matic; Acta crystallographica. Section C, Structural chemistry 81 (2025) 188–192; doi:10.1107/S2053229625001706

data_2312782
_publ_section_title
;
 Single-crystal structure of the spicy capsaicin.
;
_journal_coeditor_code           OC3025
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              188
_journal_page_last               192
_journal_paper_doi               10.1107/S2053229625001706
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C18 H27 N O3'
_chemical_formula_moiety         'C18 H27 N O3'
_chemical_formula_sum            'C18 H27 N O3'
_chemical_formula_weight         305.40
_chemical_name_common
;
<i>trans</i>-8-Methyl-<i>N</i>-vanillylnon-6-enamide
;
_chemical_name_systematic
;
(6<i>E</i>)-<i>N</i>-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
;
_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   difmap
_atom_sites_solution_primary     iterative
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.035(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2165(3)
_cell_length_b                   14.7791(4)
_cell_length_c                   9.4719(2)
_cell_measurement_reflns_used    5220
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      73.0130
_cell_measurement_theta_min      3.6160
_cell_volume                     1705.90(7)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2024)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2024)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2024)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg, 2018)
;
_computing_publication_material
;
<i>Olex2</i> (Dolomanov <i>et al.</i>,  2009),
Mercury (Macrae <i>et al.</i>,  2020) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2019 (Sheldrick, 2015)
;
_computing_structure_solution
;
<i>SUPERFLIP</i> (Palatinus & Chapuis, 2007; Palatinus & van der Lee,
2008;
Palatinus <i>et al.</i>,  2012)
;
_diffrn_ambient_temperature      100.00(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
;
Rigaku XtaLAB Synergy-S Dualflex diffractometer with an Eiger2 R CdTe 1M
detector
;
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.123
_diffrn_reflns_theta_min         3.627
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.638
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2024)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_description       plank
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.027
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.211
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         3508
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0444
_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^)+(0.0432P)^2^+0.8148P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1115
_reflns_number_gt                2644
_reflns_number_total             3508
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            oc3025.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2312782.cif.'
_cod_original_cell_volume        1705.89(8)
_cod_database_code               2312782
_shelx_estimated_absorpt_t_min   0.954
_shelx_estimated_absorpt_t_max   0.983
_shelx_hkl_checksum              19539
_shelx_res_checksum              10520