Efficient two-step synthesis of structurally diverse indolo[2,3-b]quinoline derivatives.
Kundal, Sandip; Chakraborty, Baitan; Paul, Kartick; Jana, Umasish; Organic & biomolecular chemistry 17 (2019) 2321–2325; doi:10.1039/c8ob03033b

data_7157183
_publ_section_title
;
 Efficient two-step synthesis of structurally diverse
 indolo[2,3-b]quinoline derivatives.
;
_journal_issue                   9
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2321
_journal_page_last               2325
_journal_paper_doi               10.1039/c8ob03033b
_journal_volume                  17
_journal_year                    2019
_chemical_formula_moiety         'C29 H22 N2 O3 S'
_chemical_formula_sum            'C29 H22 N2 O3 S'
_chemical_formula_weight         478.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-06-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-21 deposited with the CCDC.
2019-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                76.583(12)
_cell_angle_beta                 78.566(12)
_cell_angle_gamma                72.177(12)
_cell_formula_units_Z            4
_cell_length_a                   12.875(2)
_cell_length_b                   13.030(2)
_cell_length_c                   15.195(3)
_cell_measurement_reflns_used    1405
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      17.88
_cell_measurement_theta_min      2.32
_cell_volume                     2338.2(7)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1181
_diffrn_reflns_av_unetI/netI     0.2372
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            31369
_diffrn_reflns_theta_full        24.64
_diffrn_reflns_theta_max         24.64
_diffrn_reflns_theta_min         1.67
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.773
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     635
_refine_ls_number_reflns         7820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.773
_refine_ls_R_factor_all          0.1707
_refine_ls_R_factor_gt           0.0691
_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^)+(0.0198P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1304
_refine_ls_wR_factor_ref         0.1594
_reflns_number_gt                2901
_reflns_number_total             7820
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8ob03033b2.cif
_cod_data_source_block           matrix_0m
_cod_original_cell_volume        2338.3(6)
_cod_database_code               7157183
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C72(H72), C73(H73), C60(H60), C59(H59), C63(H63), C70(H70), C57(H57),
 C65(H65), C9(H9), C80(H80), C62(H62), C76(H76), C10(H10), C7(H7), C64(H64),
 C8(H8), C58(H58), C23(H23), C19(H19), C15(H15), C77(H77), C12(H12), C79(H79),
 C26(H26), C69(H69), C20(H20), C30(H30), C22(H22), C13(H13), C14(H14), C29(H29),
  C27(H27)
2.b Idealised Me refined as rotating group:
 74(Ha,Hb,Hc), C81(H81a,H81b,H81c), C24(H24a,H24b,H24c), C31(H31a,H31b,H31c)
;
_olex2_submission_special_instructions 'No special instructions were received'