Expedient synthesis of new cinnoline diones by Ru-catalyzed regioselective unexpected deoxygenation-oxidative annulation of propargyl alcohols with phthalazinones and pyridazinones.
Rajkumar, Subramani; Antony Savarimuthu, S.; Senthil Kumaran, Rajendran; Nagaraja, C. M.; Gandhi, Thirumanavelan; Chemical communications (Cambridge, England) 52 (2016) 2509–2512; doi:10.1039/c5cc09347c

data_7118384
_publ_section_title
;
 Expedient synthesis of new cinnoline diones by Ru-catalyzed
 regioselective unexpected deoxygenation-oxidative annulation of propargyl
 alcohols with phthalazinones and pyridazinones.
;
_journal_issue                   12
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2509
_journal_page_last               2512
_journal_paper_doi               10.1039/c5cc09347c
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C25 H17 F N2 O2'
_chemical_formula_weight         396.40
_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
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2015-11-03 deposited with the CCDC.
2015-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.516(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9284(9)
_cell_length_b                   18.6077(14)
_cell_length_c                   10.9054(8)
_cell_measurement_temperature    0(2)
_cell_volume                     1948.6(3)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      0(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            44308
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.310
_diffrn_reflns_theta_min         2.121
_exptl_absorpt_coefficient_mu    0.093
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             824
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0493
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0610P)^2^+0.4715P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1159
_refine_ls_wR_factor_ref         0.1284
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3519
_reflns_number_total             4838
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc09347c2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7118384--7118385.cif.'
_cod_database_code               7118384
_shelxl_version_number           2014-3
_shelx_res_checksum              18735