Domino One-Pot Process for the Synthesis of Isobenzofuran-1(3H)-ones via [Cu]-Catalysis Using Water as the Green Solvent.
Mahendar, Lodi; Satyanarayana, Gedu; The Journal of organic chemistry 80 (2015) 7089–7098; doi:10.1021/acs.joc.5b00888

data_4031157
_publ_section_title
;
 Domino One-Pot Process for the Synthesis of Isobenzofuran-1(3H)-ones via
 [Cu]-Catalysis Using Water as the Green Solvent.
;
_journal_issue                   14
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7089
_journal_page_last               7098
_journal_paper_doi               10.1021/acs.joc.5b00888
_journal_volume                  80
_journal_year                    2015
_chemical_formula_moiety         '0.25(C48 H56 O16)'
_chemical_formula_sum            'C12 H14 O4'
_chemical_formula_weight         222.23
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-08-28
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 115.775(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.7456(9)
_cell_length_b                   11.6139(3)
_cell_length_c                   14.3810(7)
_cell_measurement_reflns_used    2378
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8971
_cell_measurement_theta_min      3.0890
_cell_volume                     2368.2(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_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      293(2)
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_details
;
  1 omega   37.00   87.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       19.5185  178.0000  150.0000 50

  2 omega   37.00   77.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       19.5185  178.0000 -180.0000 40

  3 omega   -2.00   88.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       19.5185   57.0000 -150.0000 90

  4 omega  -38.00   37.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       19.5185  -57.0000  -90.0000 75
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0465114000
_diffrn_orient_matrix_UB_12      -0.0162767000
_diffrn_orient_matrix_UB_13      0.0097277000
_diffrn_orient_matrix_UB_21      0.0181368000
_diffrn_orient_matrix_UB_22      0.0356306000
_diffrn_orient_matrix_UB_23      0.0444694000
_diffrn_orient_matrix_UB_31      -0.0023433000
_diffrn_orient_matrix_UB_32      -0.0468655000
_diffrn_orient_matrix_UB_33      0.0304814000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11701
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         28.96
_diffrn_reflns_theta_min         3.10
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cubic
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         5491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.1470
_refine_ls_R_factor_gt           0.0693
_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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1808
_refine_ls_wR_factor_ref         0.2319
_reflns_number_gt                2640
_reflns_number_total             5491
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo5b00888_si_001.cif
_cod_data_source_block           exp_4079-8-259
_cod_depositor_comments
'Adding full bibliography for 4031157--4031158.cif.'
_cod_original_cell_volume        2368.19(18)
_cod_database_code               4031157
_chemical_oxdiff_formula         'C12 H14 O4'
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32