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_7247511
_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         'C21 H18 Cl N O2'
_chemical_formula_sum            'C21 H18 Cl N O2'
_chemical_formula_weight         351.81
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-24
_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                 99.135(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4508(2)
_cell_length_b                   12.4654(2)
_cell_length_c                   14.1577(3)
_cell_measurement_reflns_used    7897
_cell_measurement_temperature    300.88(10)
_cell_measurement_theta_max      76.3080
_cell_measurement_theta_min      3.1150
_cell_volume                     1820.98(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_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 0.984
_diffrn_measured_fraction_theta_max 0.940
_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    -49.00  13.00   1.00    0.10    --  -45.27  72.00 135.00   62
  2  \w    -51.00 -25.00   1.00    0.17    -- -100.00  45.00 150.00   26
  3  \w    -54.00 -29.00   1.00    0.17    -- -100.00  45.00 120.00   25
  4  \w    -94.00 -37.00   1.00    0.17    -- -100.00  72.00 135.00   57
  5  \w    -54.00 -25.00   1.00    0.17    -- -100.00  45.00   0.00   29
  6  \w    -52.00 -26.00   1.00    0.17    -- -100.00  45.00 -60.00   26
  7  \w    -54.00 -26.00   1.00    0.17    -- -100.00  45.00 -90.00   28
  8  \w    -73.00 -27.00   1.00    0.17    -- -100.00  61.00-150.00   46
  9  \w   -118.00 -22.00   1.00    0.10    --  -45.27 -72.00   5.00   96
 10  \w     45.00  70.00   1.00    0.10    --   45.27  72.00 135.00   25
 11  \w     88.00 173.00   1.00    0.17    --  109.66  72.00 135.00   85
 12  \w    132.00 174.00   1.00    0.17    --  109.66  15.00  90.00   42
 13  \w    104.00 173.00   1.00    0.17    --  109.66  45.00  60.00   69
 14  \w     78.00 123.00   1.00    0.17    --  109.66  15.00  90.00   45
 15  \w     42.00  84.00   1.00    0.17    --  109.66 -72.00   5.00   42
 16  \w     42.00  67.00   1.00    0.17    --  109.66 -61.00  30.00   25
 17  \w     37.00  62.00   1.00    0.17    --  109.66 -61.00  60.00   25
 18  \w     36.00  61.00   1.00    0.17    --  109.66 -61.00 150.00   25
 19  \w    -11.00  22.00   1.00    0.10    --   45.27 -72.00   5.00   33
 20  \w    -23.00  23.00   1.00    0.10    --   45.27 -19.00   0.00   46
 21  \w     36.00  67.00   1.00    0.17    --  109.66 -61.00 -90.00   31
 22  \w     44.00  95.00   1.00    0.17    --  109.66 -77.00 -90.00   51
 23  \w     83.00 108.00   1.00    0.17    --  109.66-125.00 -90.00   25
 24  \w     38.00  66.00   1.00    0.17    --  109.66 -61.00 -60.00   28
 25  \w     37.00  69.00   1.00    0.17    --  109.66-125.00 -90.00   32
 26  \w    -30.00   9.00   1.00    0.10    --   45.27 -19.00-150.00   39
 27  \w   -164.00-139.00   1.00    0.17    -- -100.00 -72.00   5.00   25
;
_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      0.0555580000
_diffrn_orient_matrix_UB_12      -0.0196272000
_diffrn_orient_matrix_UB_13      -0.0931131000
_diffrn_orient_matrix_UB_21      -0.0790848000
_diffrn_orient_matrix_UB_22      -0.1045977000
_diffrn_orient_matrix_UB_23      -0.0165686000
_diffrn_orient_matrix_UB_31      -0.1136745000
_diffrn_orient_matrix_UB_32      0.0628210000
_diffrn_orient_matrix_UB_33      -0.0566687000
_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  0.0187
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12011
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.528
_diffrn_reflns_theta_min         4.753
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.960
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
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    1.283
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.0066(7)
_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   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3599
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0457P)^2^+0.4251P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1009
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3253
_reflns_number_total             3599
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3gc02955g2.cif
_cod_data_source_block           zhaott_2_0224_autored
_cod_depositor_comments
'Adding full bibliography for 7247510--7247511.cif.'
_cod_database_code               7247511
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.875
_shelx_estimated_absorpt_t_min   0.771
_reflns_odcompleteness_completeness 97.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_shelx_res_checksum              3690
_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 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.687