Solid State Auto Inversion of C-Centrochirality: Enantioselective Total Synthesis of Furocarbazolones (-)-epi-Claulansine D and (-)-Claulansine D and, Pyranocarbazolone (+)-epi-Claulansine C.
Markad, Shivaji B.; Argade, Narshinha P.; The Journal of organic chemistry  (2017) –; doi:10.1021/acs.joc.7b02773

data_4033294
_publ_section_title
;
 Solid State Auto Inversion of C-Centrochirality: Enantioselective Total
 Synthesis of Furocarbazolones (-)-epi-Claulansine D and (-)-Claulansine D
 and, Pyranocarbazolone (+)-epi-Claulansine C.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.7b02773
_journal_year                    2017
_chemical_formula_sum            'C20 H19 N O5'
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_cell_angle_alpha                118.732(6)
_cell_angle_beta                 95.617(7)
_cell_angle_gamma                91.557(6)
_cell_formula_units_Z            4
_cell_length_a                   8.026(2)
_cell_length_b                   15.032(4)
_cell_length_c                   15.483(4)
_cell_measurement_reflns_used    4932
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.13
_cell_measurement_theta_min      2.56
_cell_volume                     1624.2(7)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22580
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.711
_diffrn_reflns_theta_max         24.711
_diffrn_reflns_theta_min         2.559
_exptl_absorpt_coefficient_mu    0.102
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_description       roadshape
_exptl_crystal_F_000             672
_refine_diff_density_max         1.161
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         5522
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.1290
_refine_ls_R_factor_gt           0.1151
_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^)+(0.1707P)^2^+8.1103P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3309
_refine_ls_wR_factor_ref         0.3411
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4465
_reflns_number_total             5522
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b02773_si_003.cif
_cod_data_source_block           TR1_a
_cod_database_code               4033294
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              21352
_shelx_hkl_checksum              89662