Preparative production of an enantiomeric pair by engineered polyketide synthases.
Miyazawa, Takeshi; Fitzgerald, Brendan J.; Keatinge-Clay, Adrian T; Chemical communications (Cambridge, England) 57 (2021) 8762–8765; doi:10.1039/d1cc03073f

data_7128741
_publ_section_title
;
 Preparative production of an enantiomeric pair by engineered polyketide
 synthases.
;
_journal_issue                   70
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8762
_journal_page_last               8765
_journal_paper_doi               10.1039/d1cc03073f
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C9 H14 O3'
_chemical_formula_sum            'C9 H14 O3'
_chemical_formula_weight         170.20
_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   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc27j6cc
_audit_creation_date             2021-02-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-03-17 deposited with the CCDC.	2021-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.60780(15)
_cell_length_b                   9.1979(2)
_cell_length_c                   13.39653(18)
_cell_measurement_reflns_used    6284
_cell_measurement_temperature    100.02(10)
_cell_measurement_theta_max      73.1310
_cell_measurement_theta_min      5.8170
_cell_volume                     937.43(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.70a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.70a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.70a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Shelxtl-Plus/XP, Bruker AXS, Inc. 2009'
_computing_publication_material  'Shlelxtl-Plus, Bruker AXS, Inc. 2009'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.02(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_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   -129.00  47.00   1.00    4.00    --  -41.34   0.00-120.00  176
  2  \w     27.00  97.00   1.00    4.00    --   41.34-125.00-180.00   70
  3  \w     97.00 178.00   1.00   13.00    --  107.09 125.00  60.00   81
  4  \w     34.00 133.00   1.00   13.00    --  107.09 -45.00 150.00   99
  5  \w    103.00 178.00   1.00   13.00    --  107.09  77.00  90.00   75
  6  \w     97.00 178.00   1.00   13.00    --  107.09 125.00 -60.00   81
  7  \w    103.00 178.00   1.00   13.00    --  107.09  77.00 150.00   75
  8  \w    103.00 178.00   1.00   13.00    --  107.09  77.00-180.00   75
  9  \w     24.00 107.00   1.00   13.00    --  107.09 -94.00  90.00   83
 10  \w   -113.00 -13.00   1.00    4.00    --  -41.34 -57.00 150.00  100
 11  \w   -113.00 -13.00   1.00    4.00    --  -41.34 -57.00  60.00  100
 12  \w     81.00 178.00   1.00   13.00    --  107.09  45.00 -90.00   97
 13  \w     54.00 178.00   1.00   13.00    --  107.09  15.00 150.00  124
 14  \w     78.00 178.00   1.00   13.00    --  107.09  61.00 -60.00  100
 15  \w     79.00 178.00   1.00   13.00    --  107.09  30.00  30.00   99
 16  \w   -113.00 -13.00   1.00    4.00    --  -41.34 -57.00-120.00  100
 17  \w    -87.00  -6.00   1.00    4.00    --  -41.34 125.00 -90.00   81
 18  \w     78.00 109.00   1.00   13.00    --  107.09  61.00-150.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1677343000
_diffrn_orient_matrix_UB_12      -0.0894838000
_diffrn_orient_matrix_UB_13      0.0194619000
_diffrn_orient_matrix_UB_21      0.0255875000
_diffrn_orient_matrix_UB_22      -0.0193517000
_diffrn_orient_matrix_UB_23      -0.1132875000
_diffrn_orient_matrix_UB_31      0.1104783000
_diffrn_orient_matrix_UB_32      0.1402848000
_diffrn_orient_matrix_UB_33      -0.0032849000
_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  0.0235
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8913
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.267
_diffrn_reflns_theta_min         5.835
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.269
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.70a (Rigaku Oxford Diffraction, 2020)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_description       plate
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.574
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.111
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 735 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         1862
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0277
_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^)+(0.0416P)^2^+0.1297P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0738
_reflns_Friedel_coverage         0.681
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                1831
_reflns_number_total             1862
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc03073f4.cif
_cod_data_source_block           p167
_cod_depositor_comments
'Adding full bibliography for 7128741--7128742.cif.'
_cod_database_code               7128741
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C9H14O3
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_shelx_res_checksum              99009
_shelx_hkl_checksum              83975
_olex2_date_sample_data_collection 2021-02-09
_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 1.772
_oxdiff_exptl_absorpt_empirical_full_min 0.684