5-Fluoro-1,2,3-triazole motif in peptides and its electronic properties
Crousse, Benoit; Ghermani, Nour Eddine; Ongeri, Sandrine; Gillet, Jean-Michel; Retailleau, Pascal; laxio-arenas, Jose; Organic & Biomolecular Chemistry  (2022) –; doi:10.1039/D2OB01716D

data_7158935
_publ_section_title
;
 5-Fluoro-1,2,3-triazole motif in peptides and its electronic properties
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB01716D
_journal_year                    2022
_chemical_formula_moiety         'C12 H19 F N4 O4'
_chemical_formula_sum            'C12 H19 F N4 O4'
_chemical_formula_weight         302.290
_chemical_name_systematic
"'ethyl 2-(4-(((tert-butoxycarbonyl)amino)methyl)                                -5-fluoro-1H-1,2,3-triazol-1-yl)acetate                                         '"
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'MoPro v18                '
_audit_update_record
;
2022-01-11 deposited with the CCDC.	2022-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.
_cell_angle_beta                 106.473(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   5.80410(10)
_cell_length_b                   27.2425(4)
_cell_length_c                   9.8185(2)
_cell_measurement_reflns_used    29765
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      45.2250
_cell_measurement_theta_min      2.6050
_cell_volume                     1488.76(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'SORTAV [Blessing, 1997)'
_computing_structure_refinement  'MoPro (J. Appl. Cryst. 2005, 38, 38-54)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'Dectris PILATUS3 R 200K-A area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'Hybrid Photon Counting area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'kappa gonio four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB PRO'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_collimation
'Rigaku Integrated Confocal MaxFlux double bounce multi-layer mirror optics'
_diffrn_radiation_monochromator  none
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0
_diffrn_reflns_av_sigmaI/netI    0.01443
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            75864
_diffrn_reflns_theta_full        45.46
_diffrn_reflns_theta_max         45.46
_diffrn_reflns_theta_min         2.63
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Rigaku micromax 003'
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;                                                                               
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)                       
Empirical absorption correction using spherical harmonics,                      
 implemented in SCALE3 ABSPACK scaling algorithm.                               
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: cyclohexane/EtOAc/CH2Cl2'
_exptl_crystal_size_max          0.267
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.222
_refine_diff_density_max         1.35
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.0484
_refine_ls_extinction_coef       0.37025
_refine_ls_extinction_method     'Isotropic Gaussian'
_refine_ls_goodness_of_fit_ref   3.237
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         12528
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.000
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0562
_refine_ls_wR_factor_ref         0.0565
_reflns_number_gt                9206
_reflns_number_total             12529
_reflns_threshold_expression     >2.0sigma(I)
_cod_data_source_file            d2ob01716d2.cif
_cod_data_source_block           2a-MOPRO_EXP
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7158935