A novel approach for synthesizing α-amino acids via formate mediated hydrogen transfer using a carbon source
Zhao, Tian-Tian; Zhang, Xu-Gang; He, Wen-Bo; Xu, Peng-Fei; Green Chemistry 25 (2023) 8539–8543; doi:10.1039/D3GC02955G

data_7247510
_publ_section_title
;
 A novel approach for synthesizing \a-amino acids via formate mediated
 hydrogen transfer using a carbon source
;
_journal_issue                   21
_journal_name_full               'Green Chemistry'
_journal_page_first              8539
_journal_page_last               8543
_journal_paper_doi               10.1039/D3GC02955G
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C18 H21 N O5'
_chemical_formula_sum            'C18 H21 N O5'
_chemical_formula_weight         331.36
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-27
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2023-02-27 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.564(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.78002(17)
_cell_length_b                   18.6163(6)
_cell_length_c                   15.8540(5)
_cell_measurement_reflns_used    5538
_cell_measurement_temperature    300.88(10)
_cell_measurement_theta_max      75.5350
_cell_measurement_theta_min      4.7710
_cell_volume                     1697.89(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.88(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     63.00  88.00   1.00    0.10    --   45.40 156.00-174.00   25
  2  \w     80.00 150.00   1.00    0.23    --  109.66 156.00-174.00   70
  3  \w     90.00 175.00   1.00    0.23    --  109.66  30.00-150.00   85
  4  \w    -54.00 -28.00   1.00    0.23    -- -100.00  45.00 150.00   26
  5  \w    -71.00 -26.00   1.00    0.23    -- -100.00  61.00  60.00   45
  6  \w    -73.00 -38.00   1.00    0.23    -- -100.00  61.00   0.00   35
  7  \w    -54.00 -26.00   1.00    0.23    -- -100.00  45.00 -90.00   28
  8  \w    -53.00 -25.00   1.00    0.23    -- -100.00  45.00-150.00   28
  9  \w    -51.00 -25.00   1.00    0.23    -- -100.00  45.00-180.00   26
 10  \w    -30.00  38.00   1.00    0.10    --   45.40 -37.00-180.00   68
 11  \w    -29.00  12.00   1.00    0.10    --   45.40 -19.00-150.00   41
 12  \w    -32.00  23.00   1.00    0.10    --   45.40 -19.00 -60.00   55
 13  \w     60.00  85.00   1.00    0.23    --  109.66-156.00 148.00   25
 14  \w     50.00 114.00   1.00    0.10    --   45.40-156.00 148.00   64
 15  \w     30.00  55.00   1.00    0.10    --   45.40-119.00 -55.00   25
 16  \w     69.00 109.00   1.00    0.23    --  109.66-119.00 -55.00   40
 17  \w     62.00 102.00   1.00    0.23    --  109.66 -77.00 -30.00   40
 18  \w     36.00  61.00   1.00    0.23    --  109.66 -61.00 -30.00   25
 19  \w     44.00  99.00   1.00    0.23    --  109.66 -77.00 -60.00   55
 20  \w     42.00  67.00   1.00    0.23    --  109.66 -61.00  90.00   25
 21  \w   -101.00 -63.00   1.00    0.10    --  -45.40-156.00 148.00   38
 22  \w   -154.00-129.00   1.00    0.23    -- -100.00-119.00 -55.00   25
 23  \w   -174.00-137.00   1.00    0.23    -- -100.00 -94.00-180.00   37
 24  \w   -125.00 -87.00   1.00    0.23    -- -100.00 -94.00-180.00   38
 25  \w   -104.00 -78.00   1.00    0.23    -- -100.00 119.00  29.00   26
 26  \w   -101.00 -76.00   1.00    0.10    --  -45.40 156.00-174.00   25
 27  \w    -79.00 -40.00   1.00    0.23    -- -100.00 156.00-174.00   39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0229391000
_diffrn_orient_matrix_UB_12      0.0800260000
_diffrn_orient_matrix_UB_13      0.0241308000
_diffrn_orient_matrix_UB_21      -0.0506538000
_diffrn_orient_matrix_UB_22      -0.0182440000
_diffrn_orient_matrix_UB_23      0.0911918000
_diffrn_orient_matrix_UB_31      0.2619384000
_diffrn_orient_matrix_UB_32      -0.0105592000
_diffrn_orient_matrix_UB_33      0.0251858000
_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  0.0502
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.414
_diffrn_reflns_theta_min         3.672
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0038(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0440
_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^)+(0.0533P)^2^+0.2084P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1268
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2667
_reflns_number_total             3377
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3gc02955g2.cif
_cod_data_source_block           zhaott_1_0222
_cod_depositor_comments
'Adding full bibliography for 7247510--7247511.cif.'
_cod_database_code               7247510
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.992
_shelx_estimated_absorpt_t_min   0.878
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              71280
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.985
_oxdiff_exptl_absorpt_empirical_full_min 0.495