Synthesis of 3-phosphinoylquinolines via a phosphinoylation‒cyclization‒aromatization process mediated by tert-butyl hydroperoxide
Zhang, Pengbo; Zhang, Liangliang; Gao, Yuzhen; Tang, Guo; Zhao, Yufen; RSC Adv. 6 (2016) 60922–; doi:10.1039/C6RA11426A

data_7225710
_publ_section_title
;
 Synthesis of 3-phosphinoylquinolines via a
 phosphinoylation--cyclization--aromatization process mediated by
 tert-butyl hydroperoxide
;
_journal_issue                   65
_journal_name_full               'RSC Adv.'
_journal_page_first              60922
_journal_paper_doi               10.1039/C6RA11426A
_journal_volume                  6
_journal_year                    2016
_chemical_formula_sum            'C27 H11.5 F N O P'
_chemical_formula_weight         415.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-12-25 deposited with the CCDC.
2016-06-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.484(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.481(3)
_cell_length_b                   10.625(2)
_cell_length_c                   17.678(4)
_cell_measurement_reflns_used    5155
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.54
_cell_measurement_theta_min      2.40
_cell_volume                     2223.4(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16752
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.890297
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             850
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.616
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4348
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.616
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0563
_refine_ls_shift/su_max          0.001
_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          0.1919
_refine_ls_wR_factor_ref         0.1958
_reflns_number_gt                3977
_reflns_number_total             4348
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ra11426a2.cif
_cod_data_source_block           t1217m
_cod_original_cell_volume        2223.3(8)
_cod_original_sg_symbol_H-M      P21/n
_cod_original_formula_sum        'C27 H11.50 F N O P'
_cod_database_code               7225710