Facile synthesis of triphenylenes and triphenylene/phenanthrene fused heteroaromatics.
Gupta, Vijay; Pandey, Satish K.; Singh, Ravi P.; Organic & biomolecular chemistry 16 (2018) 7134–7138; doi:10.1039/c8ob01930d

data_7156429
_publ_section_title
;
 Facile synthesis of triphenylenes and triphenylene/phenanthrene fused
 heteroaromatics.
;
_journal_issue                   39
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7134
_journal_page_last               7138
_journal_paper_doi               10.1039/c8ob01930d
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         '(C30 H25 F N2 O4)'
_chemical_formula_sum            'C30 H25 F N2 O4'
_chemical_formula_weight         496.52
_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
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;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2018-06-23 deposited with the CCDC.
2018-09-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.819(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.551(3)
_cell_length_b                   12.966(3)
_cell_length_c                   15.938(4)
_cell_measurement_reflns_used    7567
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.353
_cell_measurement_theta_min      2.41
_cell_volume                     2307.6(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_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  0.0301
_diffrn_reflns_av_unetI/netI     0.1192
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            38163
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.353
_diffrn_reflns_theta_min         2.053
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
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_exptl_crystal_description       block
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_refine_diff_density_max         0.744
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.1613
_refine_ls_R_factor_gt           0.0953
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1198P)^2^+3.1581P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2305
_refine_ls_wR_factor_ref         0.2775
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3357
_reflns_number_total             5770
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ob01930d2.cif
_cod_data_source_block           vj02_0m_a
_cod_depositor_comments          'Adding full bibliography for 7156429.cif.'
_cod_database_code               7156429
_shelxl_version_number           2013-4
_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:
 C00F(H00F), C00G(H00G), C00J(H00J), C00L(H00L), C00N(H00N), C00O(H00O),
 C00W(H00W), C00X(H00X), C010(H010), C011(H011)
2.b Idealised Me refined as rotating group:
 C00R(H00A,H00B,H00C), C00T(H00D,H00E,H00H), C00V(H00I,H00K,H00M), C00Y(H00P,
 H00Q,H00R), C00Z(H00S,H00T,H00U)
;
_shelx_res_checksum              19974
_olex2_submission_special_instructions 'No special instructions were received'