Green Chemistry Oriented Multi-Component Strategy to Hybrid Heterocycle
B, Rajarathinam; Kandhasamy, kumaravel; Gnanasambandam, Vasuki; RSC Adv.  (2016) –; doi:10.1039/C6RA11543H

data_7226059
_publ_section_title
;
 Green Chemistry Oriented Multi-Component Strategy to Hybrid Heterocycle
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA11543H
_journal_year                    2016
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C18 H13 N3 O2'
_chemical_formula_sum            'C18 H13 N3 O2'
_chemical_formula_weight         303.31
_chemical_melting_point          273
_chemical_name_systematic
'[3-cyano-4-(2-oxo-3aH-indol-3-yl)-4a, 8a-dihydrochromen-2-yl] amine; [3-cyano-4-(2-oxo-dihydro-1$l^{2}-indol-3-yl)-4a,8a-dihydro-1$l^{3}-benzopyran-2-yl]amine'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2014-06-27 deposited with the CCDC.
2016-07-27 downloaded from the CCDC.
;
_cell_angle_alpha                68.982(4)
_cell_angle_beta                 84.668(3)
_cell_angle_gamma                88.342(3)
_cell_formula_units_Z            4
_cell_length_a                   10.5876(4)
_cell_length_b                   12.4088(5)
_cell_length_c                   12.5358(5)
_cell_measurement_reflns_used    2681
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8499
_cell_measurement_theta_min      3.7950
_cell_volume                     1530.70(11)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
       CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16
;
_computing_data_reduction
;
      CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'A short history of SHELX (Sheldrick, 2007)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0013964000
_diffrn_orient_matrix_UB_12      -0.0029925000
_diffrn_orient_matrix_UB_13      -0.0587746000
_diffrn_orient_matrix_UB_21      -0.0129059000
_diffrn_orient_matrix_UB_22      0.0824142000
_diffrn_orient_matrix_UB_23      -0.0149210000
_diffrn_orient_matrix_UB_31      0.0887562000
_diffrn_orient_matrix_UB_32      -0.0016712000
_diffrn_orient_matrix_UB_33      -0.0209034000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13257
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         4.1
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
        (compiled Oct 25 2010,18:11:34)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632.27
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetonitrile'
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_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          0.1243
_refine_ls_wR_factor_ref         0.141
_reflns_number_gt                3869
_reflns_number_total             5397
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra11543h2.cif
_cod_data_source_block           FINAL
_cod_original_cell_volume        1530.70(10)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7226059