Brønsted acidic ionic liquid-catalyzed tandem reaction: an efficient approach towards regioselective synthesis of pyrano[3,2-c]coumarins under solvent-free conditions bearing lower E-factors
Majee, Adinath; Mahato, Sachinta; Santra, Sougata; Chatterjee, Rana; Zyryanov, Grigory V.; Hajra, Alakananda; Green Chem.  (2017) –; doi:10.1039/C7GC01158J

data_7228294
_publ_section_title
;
 Br\/onsted acidic ionic liquid-catalyzed tandem reaction: an efficient
 approach towards regioselective synthesis of pyrano[3,2-c]coumarins under
 solvent-free conditions bearing lower E-factors
;
_journal_name_full               'Green Chem.'
_journal_paper_doi               10.1039/C7GC01158J
_journal_year                    2017
_chemical_formula_sum            'C22 H14 O3 S'
_chemical_formula_weight         358.39
_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
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-03-20 deposited with the CCDC.
2017-05-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.684(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1926(11)
_cell_length_b                   16.181(2)
_cell_length_c                   13.1852(18)
_cell_measurement_temperature    296(2)
_cell_volume                     1690.8(4)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            54311
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.590
_diffrn_reflns_theta_min         2.570
_exptl_absorpt_coefficient_mu    0.105
_exptl_crystal_density_diffrn    0.704
_exptl_crystal_F_000             372
_refine_diff_density_max         1.017
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.482
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4275
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.482
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0808
_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^)+(0.1000P)^2^+1.0126P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2299
_refine_ls_wR_factor_ref         0.2619
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3124
_reflns_number_total             4275
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7gc01158j2.cif
_cod_data_source_block           vbchem224_a
_cod_depositor_comments
;

2018-03-15
Z value changed to be consistent with given formula
                 miguel
;
_cod_original_formula_units_Z            2
_cod_database_code               7228294
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              87650