Synthesis, Pairing, and Cellular Uptake Properties of C(6')-Functionalized Tricyclo-DNA
Jory Lietard; Christian J. Leumann; Journal of Organic Chemistry 77 (2012) 4566–4577; doi:10.1021/jo300648u

data_4027210
_publ_section_title
;
 Synthesis, Pairing, and Cellular Uptake Properties of
 C(6')-Functionalized Tricyclo-DNA
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4566
_journal_page_last               4577
_journal_paper_doi               10.1021/jo300648u
_journal_volume                  77
_journal_year                    2012
_chemical_absolute_configuration rm
_chemical_formula_sum            'C19 H26 N2 O8'
_chemical_formula_weight         410.42
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           79
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I 4'
_symmetry_space_group_name_H-M   'I 4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-09-23T00:03:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   36.7114(4)
_cell_length_b                   36.7114(4)
_cell_length_c                   6.53340(10)
_cell_measurement_temperature    120(2)
_cell_volume                     8805.24(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.926
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            36917
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_F_000             3488
_exptl_crystal_size_max          0.3918
_exptl_crystal_size_mid          0.0524
_exptl_crystal_size_min          0.0459
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.5(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         9866
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1122
_refine_ls_R_factor_gt           0.076
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1061P)^2^+3.9850P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1836
_refine_ls_wR_factor_ref         0.2037
_reflns_number_gt                6690
_reflns_number_total             9866
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo300648u_si_002.cif
_cod_data_source_block           11cl006c2b
_cod_original_formula_sum        'C9.50 H13 N O4'
_cod_database_code               4027210