Catecholase-catalyzed synthesis of wedelolactone, a natural coumestan and its analogs.
Achari, Anushree; Chatterjee, Sourav; Dey, Sudip; Kundu, Tapas K.; Jaisankar, Parasuraman; Organic & biomolecular chemistry 21 (2022) 89–92; doi:10.1039/d2ob02081e

data_7159022
_publ_section_title
;
 Catecholase-catalyzed synthesis of wedelolactone, a natural coumestan and
 its analogs.
;
_journal_issue                   1
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              89
_journal_page_last               92
_journal_paper_doi               10.1039/d2ob02081e
_journal_volume                  21
_journal_year                    2022
_chemical_formula_moiety         'C15 H8 O5'
_chemical_formula_sum            'C15 H8 O5'
_chemical_formula_weight         268.23
_chemical_name_systematic        SCTK02
_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'
_symmetry_Int_Tables_number      14
_audit_creation_date             2019-04-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-12 deposited with the CCDC.	2022-12-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.880(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1252(9)
_cell_length_b                   6.7892(8)
_cell_length_c                   20.442(2)
_cell_measurement_reflns_used    8798
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.53
_cell_volume                     1117.0(2)
_computing_cell_refinement       'SAINT v7.34A (Bruker, 200?)'
_computing_data_reduction        'SAINT v7.34A (Bruker, 200?)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.9868
_diffrn_measured_fraction_theta_max 0.9868
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13141
_diffrn_reflns_theta_full        27.5032
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.873537
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2004/1 (Bruker,2004) was used for absorption correction. R(int) was 0.1001 before and 0.0609 after correction. The Ratio of minimum to maximum transmission is 0.8735. The \l/2 correction factor is 0.0015.'
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.5948
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552.3781
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.3069
_refine_diff_density_min         -0.2068
_refine_diff_density_rms         0.0629
_refine_ls_d_res_high            0.7695
_refine_ls_d_res_low             10.1247
_refine_ls_goodness_of_fit_ref   1.0913
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0913
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0666P)^2^+0.3059P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1225
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -10
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              -8
_reflns_number_gt                2231
_reflns_number_total             2535
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2ob02081e2.cif
_cod_data_source_block           PJ_CSC14_Jul14_0m
_cod_depositor_comments          'Adding full bibliography for 7159022.cif.'
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7159022
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C5(H5), C11(H11), C2(H2), C3(H3), C4(H4)
2.b Idealised tetrahedral OH refined as rotating group:
 O4(H4a), O5(H5a)
;
_olex2_submission_special_instructions 'No special instructions were received'