Domino [Pd]-Catalysis: One-Pot Synthesis of Isobenzofuran-1(3H)-ones.
Mahendar, Lodi; Satyanarayana, Gedu; The Journal of organic chemistry 81 (2016) 7685–7691; doi:10.1021/acs.joc.6b01396

data_4037061
_publ_section_title
;
 Domino [Pd]-Catalysis: One-Pot Synthesis of Isobenzofuran-1(3H)-ones.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7685
_journal_page_last               7691
_journal_paper_doi               10.1021/acs.joc.6b01396
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C9 H8 O3'
_chemical_formula_sum            'C9 H8 O3'
_chemical_formula_weight         164.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-04-09
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 99.884(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1824(4)
_cell_length_b                   10.4332(5)
_cell_length_c                   9.2974(4)
_cell_measurement_reflns_used    863
_cell_measurement_temperature    298
_cell_measurement_theta_max      70.3960
_cell_measurement_theta_min      5.4660
_cell_volume                     781.93(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1293
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9919
_diffrn_measured_fraction_theta_max 0.9775
_diffrn_measurement_details
;
  1 omega   41.00   67.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -120.0000 26

  2 omega   -8.00   19.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -120.0000 27

  3 omega  -73.00    9.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  111.0000 -120.0000 82

  4 omega  -40.00   26.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000 -120.0000 66

  5 omega   38.00  108.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -       55.1553 -125.0000 -150.0000 70

  6 omega   -2.00   66.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -       55.1553  -38.0000  -30.0000 68

  7 omega   38.00  113.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000   90.0000 75

  8 omega   39.00   91.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000   30.0000 52

  9 omega   41.00   86.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000  -30.0000 45

 10 omega  137.00  168.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  111.0000  -60.0000 31

 11 omega   87.00  161.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105   50.0000  -30.0000 74

 12 omega   47.00   79.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000  -60.0000 32

 13 omega   38.00   91.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000 -150.0000 53

 14 omega   51.00   76.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -105.0000   37.0000 25

 15 omega   84.00  130.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -63.0000   30.0000 46

 16 omega   44.00   91.00   1.0000    2.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -38.0000  150.0000 47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1144557000
_diffrn_orient_matrix_UB_12      -0.0081452000
_diffrn_orient_matrix_UB_13      -0.1498582000
_diffrn_orient_matrix_UB_21      0.0354605000
_diffrn_orient_matrix_UB_22      0.1418714000
_diffrn_orient_matrix_UB_23      -0.0285869000
_diffrn_orient_matrix_UB_31      0.1489345000
_diffrn_orient_matrix_UB_32      -0.0399648000
_diffrn_orient_matrix_UB_33      -0.0709567000
_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  0.0188
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2584
_diffrn_reflns_theta_full        70.92
_diffrn_reflns_theta_max         70.92
_diffrn_reflns_theta_min         5.49
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1473
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0927P)^2^+0.0101P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1566
_refine_ls_wR_factor_ref         0.1850
_reflns_number_gt                1030
_reflns_number_total             1473
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b01396_si_002.cif
_cod_data_source_block           exp_4753
_cod_database_code               4037061
_chemical_oxdiff_formula         'C8 H8 O3'
_reflns_odcompleteness_completeness 99.19
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97