Transaminase-triggered synthesis of 2,5-disubstituted pyrrolidines.
Martin, Aoife; Kennedy, Lisa; Solanki, Ishita; Fleming, Patricia; Bruno, Julia; Evans, Paul; Haarr, Marianne Bore; O'Reilly, Elaine; Organic & biomolecular chemistry 24 (2026) 2435–2438; doi:10.1039/d6ob00264a

data_7161049
_publ_section_title
;
 Transaminase-triggered synthesis of 2,5-disubstituted pyrrolidines.
;
_journal_issue                   12
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2435
_journal_page_last               2438
_journal_paper_doi               10.1039/d6ob00264a
_journal_volume                  24
_journal_year                    2026
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H22 N2 O5 S'
_chemical_formula_sum            'C24 H22 N2 O5 S'
_chemical_formula_weight         450.49
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-22
_audit_creation_method
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_audit_update_record
;
2025-11-27 deposited with the CCDC.	2026-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.63070(10)
_cell_length_b                   15.0624(2)
_cell_length_c                   18.5993(3)
_cell_measurement_reflns_used    8499
_cell_measurement_temperature    122(20)
_cell_measurement_theta_max      75.6260
_cell_measurement_theta_min      3.7480
_cell_volume                     2137.74(5)
_computing_cell_refinement       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122(20)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3218
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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    -71.00  29.10   0.70   14.76    --  -42.23  61.00  48.00  143
  2  \w    101.00 178.00   0.70   12.50    --  112.00  73.00 -89.00  110
  3  \w     28.00 105.00   0.70   12.50    --  112.00 -89.00  38.00  110
  4  \w     83.00 177.50   0.70   12.50    --  112.00  61.00  48.00  135
  5  \w    101.00 178.00   0.70   12.50    --  112.00  73.00 -89.00  110
  6  \w    -74.00  31.00   0.70   14.76    --  -42.23  73.00 -89.00  150
  7  \w     27.00  95.60   0.70   14.76    --   42.23-125.00-180.00   98
  8  \w     83.00 177.50   0.70   12.50    --  112.00  61.00-150.00  135
  9  \w    104.00 177.50   0.70   12.50    --  112.00 111.00   0.00  105
 10  \w    104.00 177.50   0.70   12.50    --  112.00 111.00 -90.00  105
 11  \w     84.00 176.40   0.70   12.50    --  112.00  30.00   0.00  132
 12  \w     29.00 106.00   0.70   12.50    --  112.00 -94.00   0.00  110
 13  \w     29.00 106.00   0.70   12.50    --  112.00 -94.00   0.00  110
 14  \w    104.00 177.50   0.70   12.50    --  112.00 111.00-120.00  105
 15  \w     86.00 177.00   0.70   12.50    --  112.00  45.00 -30.00  130
 16  \w     36.00 138.90   0.70   12.50    --  112.00 -30.00 120.00  147
 17  \w     36.00 138.90   0.70   12.50    --  112.00 -30.00 120.00  147
 18  \w     83.00 177.50   0.70   12.50    --  112.00  61.00  48.00  135
 19  \w   -114.00 -14.60   0.70   14.76    --  -42.23 -57.00 -30.00  142
 20  \w   -114.00 -14.60   0.70   14.76    --  -42.23 -57.00  30.00  142
 21  \w   -114.00 -14.60   0.70   14.76    --  -42.23 -57.00 150.00  142
 22  \w   -115.00 -13.50   0.70   14.76    --  -42.23 -61.00 -89.00  145
 23  \w     39.00 109.00   0.70   12.50    --  112.00-111.00 -30.00  100
 24  \w     83.00 177.50   0.70   12.50    --  112.00  61.00  90.00  135
 25  \w     84.00 176.40   0.70   12.50    --  112.00  30.00 150.00  132
 26  \w     86.00 177.00   0.70   12.50    --  112.00  45.00 -90.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1463699000
_diffrn_orient_matrix_UB_12      0.0695855000
_diffrn_orient_matrix_UB_13      0.0085383000
_diffrn_orient_matrix_UB_21      -0.0721779000
_diffrn_orient_matrix_UB_22      -0.0248087000
_diffrn_orient_matrix_UB_23      -0.0746793000
_diffrn_orient_matrix_UB_31      -0.1189217000
_diffrn_orient_matrix_UB_32      -0.0706693000
_diffrn_orient_matrix_UB_33      0.0348422000
_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  0.0620
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            31365
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.738
_diffrn_reflns_theta_min         3.776
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.686
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.735
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent light colourless'
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 1638 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4478
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0352
_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^)+(0.0470P)^2^+0.4114P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0867
_refine_ls_wR_factor_ref         0.0910
_reflns_Friedel_coverage         0.741
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                4084
_reflns_number_total             4478
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6ob00264a2.cif
_cod_data_source_block           exp_2731_192-am-39-f10-20
_cod_depositor_comments          'Adding full bibliography for 7161049.cif.'
_cod_database_code               7161049
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.920
_shelx_estimated_absorpt_t_min   0.740
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C4(H4A,H4B), C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C26(H26), C16(H16), C20(H20), C9(H9), C25(H25), C10(H10),
 C24(H24), C12(H12), C17(H17), C11(H11), C18(H18), C19(H19)
;
_shelx_res_checksum              23080
_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 1.652
_oxdiff_exptl_absorpt_empirical_full_min 0.813