Palladium-catalysed cyclisation of vinylethylene carbonates and anhydrides: a new approach to diverse medium-sized bislactones.
Dai, Qing-Song; Tao, Ying-Mao; Zhang, Xiang; Leng, Hai-Jun; Huang, Hua; Xiang, Peng; Li, Qing-Zhu; Wang, Qi-Wei; Li, Jun-Long; Chemical communications (Cambridge, England) 56 (2020) 12439–12442; doi:10.1039/d0cc05341d

data_7127216
_publ_section_title
;
 Palladium-catalysed cyclisation of vinylethylene carbonates and
 anhydrides: a new approach to diverse medium-sized bislactones.
;
_journal_issue                   82
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              12439
_journal_page_last               12442
_journal_paper_doi               10.1039/d0cc05341d
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C22 H16 O4'
_chemical_formula_sum            'C22 H16 O4'
_chemical_formula_weight         344.35
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-12-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-23 deposited with the CCDC.	2020-09-08 downloaded from the CCDC.
;
_cell_angle_alpha                114.792(9)
_cell_angle_beta                 97.894(7)
_cell_angle_gamma                91.103(7)
_cell_formula_units_Z            2
_cell_length_a                   4.8570(4)
_cell_length_b                   13.6775(14)
_cell_length_c                   14.0943(12)
_cell_measurement_reflns_used    1964
_cell_measurement_temperature    291.3(6)
_cell_measurement_theta_max      71.4230
_cell_measurement_theta_min      3.7620
_cell_volume                     838.88(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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      291.3(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.969
_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    -54.00  33.00   1.00    2.25    --  -35.23  57.00-180.00   87
  2  \w   -106.00 -13.00   1.00    2.25    --  -35.23 -38.00  30.00   93
  3  \w     23.00  90.00   1.00    2.25    --   35.23-125.00 -60.00   67
  4  \w    -37.00  73.00   1.00    2.25    --   35.23 -19.00  60.00  110
  5  \w     23.00  90.00   1.00    2.25    --   35.23-125.00  60.00   67
  6  \w     23.00  90.00   1.00    2.25    --   35.23-125.00 -90.00   67
  7  \w    -35.00  57.00   1.00    2.25    --   35.23 -38.00-180.00   92
  8  \w     13.00 106.00   1.00    2.25    --   35.23  38.00   0.00   93
  9  \w     36.00 113.00   1.00    8.99    --  106.90-111.00-120.00   77
 10  \w     38.00 136.00   1.00    8.99    --  106.90 -77.00 150.00   98
 11  \w     39.00 127.00   1.00    8.99    --  106.90 -61.00 -90.00   88
 12  \w     87.00 177.00   1.00    8.99    --  106.90  45.00-120.00   90
 13  \w     35.00 133.00   1.00    8.99    --  106.90 -30.00-120.00   98
 14  \w     57.00 151.00   1.00    8.99    --  106.90 178.00 150.00   94
 15  \w     87.00 175.00   1.00    8.99    --  106.90  61.00 -90.00   88
 16  \w    100.00 178.00   1.00    8.99    --  106.90 111.00 -90.00   78
 17  \w     37.00 127.00   1.00    8.99    --  106.90 -45.00   0.00   90
 18  \w     81.00 178.00   1.00    8.99    --  106.90  30.00-180.00   97
 19  \w     36.00 113.00   1.00    8.99    --  106.90-111.00 120.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1262767000
_diffrn_orient_matrix_UB_12      0.0522817000
_diffrn_orient_matrix_UB_13      0.1183948000
_diffrn_orient_matrix_UB_21      -0.1025721000
_diffrn_orient_matrix_UB_22      -0.1017769000
_diffrn_orient_matrix_UB_23      0.0104619000
_diffrn_orient_matrix_UB_31      0.2771664000
_diffrn_orient_matrix_UB_32      -0.0491504000
_diffrn_orient_matrix_UB_33      -0.0274161000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6278
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.346
_diffrn_reflns_theta_min         3.499
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.764
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
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    1.363
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3145
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0745
_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^)+(0.1401P)^2^+0.0709P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2093
_refine_ls_wR_factor_ref         0.2242
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2556
_reflns_number_total             3145
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc05341d2.cif
_cod_data_source_block           ljl-dqs-1220
_cod_depositor_comments
'Adding full bibliography for 7127214--7127217.cif.'
_cod_original_cell_volume        838.88(14)
_cod_database_code               7127216
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 98.83
_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
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C6(H6), C11(H11), C22(H22), C3(H3), C21(H21), C16(H16), C19(H19),
 C5(H5), C4(H4), C18(H18), C17(H17)
;
_shelx_res_checksum              10070
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.504
_oxdiff_exptl_absorpt_empirical_full_min 0.762