Absolute Configuration of Anti-HIV-1 Agent (-)-Concentricolide: Total Synthesis of (+)-(R)-Concentricolide
Chih-Wei Chang; Rong-Jie Chein; Journal of Organic Chemistry 76 (2011) 4154–4157; doi:10.1021/jo2004132

data_4026307
_publ_section_title
;
 Absolute Configuration of Anti-HIV-1 Agent (-)-Concentricolide: Total
 Synthesis of (+)-(R)-Concentricolide
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4154
_journal_page_last               4157
_journal_paper_doi               10.1021/jo2004132
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C24 H20 O6'
_chemical_formula_sum            'C24 H20 O6'
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_cell_formula_units_Z            2
_cell_length_a                   9.4716(11)
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_cell_length_c                   12.6979(16)
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_computing_cell_refinement
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        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
        (compiled Aug 27 2010,11:50:40)
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_computing_data_collection
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        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
        (compiled Aug 27 2010,11:50:40)
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        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
        (compiled Aug 27 2010,11:50:40)
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_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
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_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100.00(10)
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_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
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_diffrn_orient_matrix_UB_23      -0.0000315
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_diffrn_orient_matrix_UB_33      -0.0565035
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_exptl_absorpt_coefficient_mu    0.098
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_exptl_absorpt_process_details
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
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        empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       plate
_exptl_crystal_F_000             424
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_refine_diff_density_max         0.384
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_refine_ls_extinction_coef       0.003(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2841
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1452
_refine_ls_R_factor_gt           0.0668
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0646P)^2^+0.1231P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1434
_refine_ls_wR_factor_ref         0.1831
_reflns_number_gt                1456
_reflns_number_total             2841
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo2004132_si_003.cif
_cod_data_source_block           i12889
_cod_original_cell_volume        983.88(19)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4026307