A gold(i)-catalysed approach towards harmalidine an elusive alkaloid from Peganum harmala
Miaskiewicz, Solène; Weibel, Jean-Marc; Pale, Patrick; Blanc, Aurélien; RSC Advances 12 (2022) 26966–26974; doi:10.1039/D2RA05685B

data_7245520
_publ_section_title
;
 A gold(i)-catalysed approach towards harmalidine an elusive alkaloid from
 Peganum harmala
;
_journal_issue                   41
_journal_name_full               'RSC Advances'
_journal_page_first              26966
_journal_page_last               26974
_journal_paper_doi               10.1039/D2RA05685B
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C16 H21 N2 O2, C2 F3 O2'
_chemical_formula_sum            'C18 H21 F3 N2 O4'
_chemical_formula_weight         386.37
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2021-09-21 deposited with the CCDC.	2022-09-13 downloaded from the CCDC.
;
_cell_angle_alpha                88.953(5)
_cell_angle_beta                 89.952(5)
_cell_angle_gamma                73.603(5)
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_cell_length_b                   9.963(5)
_cell_length_c                   10.845(5)
_cell_measurement_reflns_used    5121
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     911.0(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'Sir 97'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_h_max       10
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_diffrn_reflns_limit_l_max       13
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_diffrn_reflns_point_group_measured_fraction_full 0.997
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_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.119
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;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_description       Prism
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_exptl_crystal_recrystallization_method 'DCM - Octane'
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_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.845
_refine_diff_density_min         -0.700
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
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_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^)+(0.1356P)^2^+0.5587P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2019
_refine_ls_wR_factor_ref         0.2326
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2729
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_reflns_threshold_expression     'I > 2\s(I)'
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_shelx_res_checksum              41155