Pseudo five component reaction towards densely functionalized spiro[indole-3,2'-pyrrole] by picric acid, an efficient syn-diastereoselective catalyst: insight into the diastereoselection on C(sp<sup>3</sup>)-C(sp<sup>3</sup>) axial conformation.
Sengupta, Ayon; Maity, Suvendu; Mondal, Animesh; Ghosh, Prasanta; Rudra, Sonali; Mukhopadhyay, Chhanda; Organic & biomolecular chemistry 17 (2019) 1254–1265; doi:10.1039/c8ob02849d

data_7156646
_publ_section_title
;
 Pseudo five component reaction towards densely functionalized
 spiro[indole-3,2'-pyrrole] by picric acid, an efficient
 syn-diastereoselective catalyst: insight into the diastereoselection on
 C(sp<sup>3</sup>)-C(sp<sup>3</sup>) axial conformation.
;
_journal_issue                   5
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1254
_journal_page_last               1265
_journal_paper_doi               10.1039/c8ob02849d
_journal_volume                  17
_journal_year                    2019
_chemical_formula_moiety         'C39 H40 Cl2 N4 O5'
_chemical_formula_sum            'C39 H40 Cl2 N4 O5'
_chemical_formula_weight         715.65
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-05-30 deposited with the CCDC.
2019-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                101.198(2)
_cell_angle_beta                 95.592(2)
_cell_angle_gamma                103.530(2)
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_cell_length_b                   12.0022(4)
_cell_length_c                   14.9533(6)
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_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.65
_cell_volume                     1796.75(12)
_computing_cell_refinement       'Bruker SAINT'
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_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0366
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_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
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_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
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_diffrn_reflns_point_group_measured_fraction_full 0.988
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_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.543
_diffrn_source                   Mo
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.042
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_exptl_transmission_factor_min   0.785
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_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         6267
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0767
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1409P)^2^+1.5143P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2247
_refine_ls_wR_factor_ref         0.2492
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4632
_reflns_number_total             6267
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ob02849d2.cif
_cod_data_source_block           958Ext_0m_a
_cod_depositor_comments
'Adding full bibliography for 7156645--7156647.cif.'
_cod_database_code               7156646
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              28689
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