Palladium-Catalyzed Acylations: One-Pot Synthesis of Indenones.
Suchand, Basuli; Satyanarayana, Gedu; The Journal of organic chemistry 82 (2017) 372–381; doi:10.1021/acs.joc.6b02453

data_4032209
_publ_section_title
;
 Palladium-Catalyzed Acylations: One-Pot Synthesis of Indenones.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              372
_journal_page_last               381
_journal_paper_doi               10.1021/acs.joc.6b02453
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         '1.6(C19 H18 O4)'
_chemical_formula_sum            'C30 H25 O4'
_chemical_formula_weight         449.50
_chemical_name_systematic        'Organic Sample'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-10-06
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 110.154(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            5
_cell_length_a                   21.8138(7)
_cell_length_b                   7.3006(2)
_cell_length_c                   21.2458(8)
_cell_measurement_reflns_used    2325
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8796
_cell_measurement_theta_min      3.0178
_cell_volume                     3176.3(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
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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    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      300
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 1.232
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_details
;
  1 omega  -76.00  -49.00   1.0000    1.5500
omega____ theta____ kappa____ phi______ frames
    -        0.8203  -57.0000   30.0000 27

  2 omega  -10.00   17.00   1.0000    1.5500
omega____ theta____ kappa____ phi______ frames
    -        0.8203  -57.0000   30.0000 27

  3 omega  -20.00    7.00   1.0000    1.5500
omega____ theta____ kappa____ phi______ frames
    -        0.8203  -77.0000    0.0000 27

  4 omega  -74.00  -47.00   1.0000    1.5500
omega____ theta____ kappa____ phi______ frames
    -        0.8203  -57.0000  -60.0000 27

  5 omega   -1.00   25.00   1.0000    6.2000
omega____ theta____ kappa____ phi______ frames
    -      -28.9763  -99.0000  -60.0000 26

  6 omega  -40.00   66.00   1.0000    6.2000
omega____ theta____ kappa____ phi______ frames
    -       30.6170  -38.0000  120.0000 106

  7 omega   49.00   84.00   1.0000    6.2000
omega____ theta____ kappa____ phi______ frames
    -       30.6170  -99.0000 -180.0000 35

  8 omega  -31.00   96.00   1.0000    6.2000
omega____ theta____ kappa____ phi______ frames
    -       30.6170   38.0000   30.0000 127
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0172194000
_diffrn_orient_matrix_UB_12      0.0497552000
_diffrn_orient_matrix_UB_13      -0.0294673000
_diffrn_orient_matrix_UB_21      0.0009088000
_diffrn_orient_matrix_UB_22      -0.0775517000
_diffrn_orient_matrix_UB_23      -0.0197633000
_diffrn_orient_matrix_UB_31      -0.0300323000
_diffrn_orient_matrix_UB_32      -0.0308534000
_diffrn_orient_matrix_UB_33      0.0021686000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6733
_diffrn_reflns_theta_full        27.95
_diffrn_reflns_theta_max         27.95
_diffrn_reflns_theta_min         3.24
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95876
_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            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1185
_exptl_crystal_preparation       Synthesis
_exptl_crystal_recrystallization_method Recrystallised
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3475
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0588
_refine_ls_shift/su_max          0.132
_refine_ls_shift/su_mean         0.014
_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          0.1762
_refine_ls_wR_factor_ref         0.2076
_reflns_number_gt                2285
_reflns_number_total             3475
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b02453_si_002.cif
_cod_data_source_block           exp_6579
_cod_original_cell_volume        3176.32(18)
_cod_database_code               4032209
_chemical_oxdiff_formula         'C30 H25 O4'
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C21(H21), C20(H20), C17(H17), C23(H23)
2.b Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c), C19(H19a,H19b,H19c), C3(H3a,H3b,H3c), C12(H12a,H12b,H12c)
;
_olex2_exptl_crystal_mounting_method 'Not found'
_olex2_submission_original_sample_id 'Organic Sample'
_olex2_submission_special_instructions 'No special instructions were received'