Expedient Synthesis of Phenanthro-Imidazo-Pyridine Fused Heteropolynuclear Framework via CDC coupling: A New Class of Luminophores
Banerji, Biswadip; Chatterjee, Satadru; Chandrasekhar, K.; Bera, Suvankar; Mazumder, Leena; Prodhan, Chandraday; Chaudhuri, Keya; Org. Biomol. Chem.  (2017) –; doi:10.1039/C7OB00564D

data_7155536
_publ_section_title
;
 Expedient Synthesis of Phenanthro-Imidazo-Pyridine Fused
 Heteropolynuclear Framework via CDC coupling: A New Class of Luminophores
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB00564D
_journal_year                    2017
_chemical_formula_moiety         'C23 H20 N2'
_chemical_formula_sum            'C23 H20 N2'
_chemical_formula_weight         324.41
_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   geom
_audit_creation_date             2017-02-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5292)
;
_audit_update_record
;
2017-02-28 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                95.959(7)
_cell_angle_beta                 103.802(7)
_cell_angle_gamma                108.371(7)
_cell_formula_units_Z            6
_cell_length_a                   12.5546(16)
_cell_length_b                   13.4210(18)
_cell_length_c                   17.440(2)
_cell_measurement_reflns_used    5087
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.42
_cell_measurement_theta_min      2.22
_cell_volume                     2656.7(6)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_unetI/netI     0.1143
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35762
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         1.630
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1547 before and 0.0598 after correction. The Ratio of minimum to maximum transmission is 0.6195. The \l/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         9286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.1379
_refine_ls_R_factor_gt           0.0634
_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^)+(0.1206P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1906
_refine_ls_wR_factor_ref         0.2541
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4512
_reflns_number_total             9286
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ob00564d2.cif
_cod_data_source_block           bbsc_pdtb_0m_a
_cod_database_code               7155536
_shelxl_version_number           2014/6
_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:
 C33(H33), C56(H56), C36(H36), C10(H10), C59(H59), C35(H35), C25(H25),
 C51(H51), C69(H69), C46(H46), C26(H26), C68(H68), C48(H48), C49(H49), C67(H67),
  C50(H50), C58(H58), C66(H66), C23(H23), C13(H13), C12(H12), C28(H28),
 C20(H20), C27(H27), C5(H5), C21(H21), C45(H45), C43(H43), C44(H44), C22(H22),
 C2(H2), C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C39(H39A,H39B,H39C), C17(H17A,H17B,
 H17C), C64(H64A,H64B,H64C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C16(H16A,
 H16B,H16C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              14699
_olex2_submission_special_instructions 'No special instructions were received'