Design, synthesis and pharmacological evaluation of new 2-oxo-quinoline derivatives containing α-aminophosphonates as potential antitumor agents
Yu, Yan-Cheng; Kuang, Wen-Bin; Huang, Ri-Zhen; Fang, Yi-Lin; Zhang, Ye; Chen, Zhengfeng; Ma, Xian-li; Med. Chem. Commun.  (2017) –; doi:10.1039/C7MD00098G

data_7120488
_publ_section_title
;
 Design, synthesis and pharmacological evaluation of new 2-oxo-quinoline
 derivatives containing \a-aminophosphonates as potential antitumor agents
;
_journal_name_full               'Med. Chem. Commun.'
_journal_paper_doi               10.1039/C7MD00098G
_journal_year                    2017
_chemical_formula_moiety         'C21 H24 N3 O7 P'
_chemical_formula_sum            'C21 H24 N3 O7 P'
_chemical_formula_weight         461.40
_chemical_name_systematic
;
 ? 
;
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-01-23
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_audit_update_record
;
2017-02-06 deposited with the CCDC.
2017-03-30 downloaded from the CCDC.
;
_cell_angle_alpha                91.967(17)
_cell_angle_beta                 90.537(14)
_cell_angle_gamma                99.464(10)
_cell_formula_units_Z            2
_cell_length_a                   8.0905(8)
_cell_length_b                   11.3328(17)
_cell_length_c                   11.780(4)
_cell_measurement_reflns_used    1277
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.2010
_cell_measurement_theta_min      3.6330
_cell_volume                     1064.6(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9784
_diffrn_measured_fraction_theta_full 0.9970
_diffrn_measured_fraction_theta_max 0.8785
_diffrn_measurement_details
;
  1 omega    3.00   57.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9729  -99.0000  -60.0000 54

  2 omega   30.00   57.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9729  -99.0000   60.0000 27

  3 omega  -11.00   87.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9729   77.0000 -180.0000 98

  4 omega  -49.00   31.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9729  -57.0000  -60.0000 80

  5 omega  -20.00   87.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9729   19.0000  120.0000 107

  6 omega  -54.00  -15.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       17.9729  -19.0000   60.0000 39
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0070994000
_diffrn_orient_matrix_UB_12      -0.0601934000
_diffrn_orient_matrix_UB_13      0.0166050000
_diffrn_orient_matrix_UB_21      0.0084732000
_diffrn_orient_matrix_UB_22      0.0197907000
_diffrn_orient_matrix_UB_23      0.0578737000
_diffrn_orient_matrix_UB_31      -0.0882489000
_diffrn_orient_matrix_UB_32      -0.0038654000
_diffrn_orient_matrix_UB_33      0.0032937000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.1201
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8619
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.35
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1490
_refine_ls_R_factor_gt           0.0741
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0712P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1522
_refine_ls_wR_factor_ref         0.2001
_reflns_number_gt                2256
_reflns_number_total             4332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7md00098g2.cif
_cod_data_source_block           20160118-zy-yyc-20151229-4
_cod_database_code               7120488
_chemical_oxdiff_formula         C
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32