Synthesis of caffeic acid amides bearing 2,3,4,5-tetra-hydrobenzo[b][1,4]dioxocine moieties and their biological evaluation as antitumor agents.
Yuan, Ji-Wen; Qiu, Han-Yue; Wang, Peng-Fei; Makawana, Jigar A.; Yang, Yong-An; Zhang, Fei; Yin, Yong; Lin, Jie; Wang, Zhong-Chang; Zhu, Hai-Liang; Molecules (Basel, Switzerland) 19 (2014) 7269–7286; doi:10.3390/molecules19067269

data_1516837
_publ_section_title
;
 Synthesis of caffeic acid amides bearing
 2,3,4,5-tetra-hydrobenzo[b][1,4]dioxocine moieties and their biological
 evaluation as antitumor agents.
;
_journal_issue                   6
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              7269
_journal_page_last               7286
_journal_paper_doi               10.3390/molecules19067269
_journal_volume                  19
_journal_year                    2014
_chemical_formula_sum            'C21 H23 N O4'
_chemical_formula_weight         353.42
_space_group_IT_number           15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 133.339(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.838(5)
_cell_length_b                   9.9597(16)
_cell_length_c                   18.698(3)
_cell_measurement_temperature    273(2)
_cell_volume                     3635.0(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.1279
_diffrn_reflns_av_sigmaI/netI    0.1345
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17808
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.127
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3512
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_all          0.1965
_refine_ls_R_factor_gt           0.0575
_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^)+(0.0505P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1310
_reflns_number_gt                1499
_reflns_number_total             3512
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            s1.cif
_cod_data_source_block           mo_nj_yjw_73_0m
_cod_original_cell_volume        3635.0(10)
_cod_database_code               1516837