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_7118385
_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            'C23 H15 N3 O4'
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_space_group_crystal_system      monoclinic
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_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                 102.346(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
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_cell_length_b                   10.773(3)
_cell_length_c                   15.613(4)
_cell_measurement_temperature    0(2)
_cell_volume                     3737.7(17)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      0(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.948
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_unetI/netI     0.1224
_diffrn_reflns_Laue_measured_fraction_full 0.984
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_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.619
_diffrn_reflns_theta_min         2.101
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_exptl_crystal_F_000             1648
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_refine_diff_density_min         -0.319
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         9084
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_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.2069
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_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1267P)^2^+6.3489P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2679
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                4523
_reflns_number_total             9084
_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.

2017-03-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        3737.9(18)
_cod_original_formula_sum        'C46 H30 N6 O8'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     794.76
_cod_database_code               7118385
_shelxl_version_number           2014-3
_shelx_res_checksum              75323