Mannich-type C-nucleosidations in the 5,8-diaza-7,9-dicarba-purine family.
Han, Bo; Jaun, Bernhard; Krishnamurthy, Ramanarayanan; Eschenmoser, Albert; Organic letters 6 (2004) 3691–3694; doi:10.1021/ol048649m

data_1507017
_publ_section_title
;
 Mannich-type C-nucleosidations in the 5,8-diaza-7,9-dicarba-purine
 family.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              3691
_journal_page_last               3694
_journal_paper_doi               10.1021/ol048649m
_journal_volume                  6
_journal_year                    2004
_chemical_compound_source        'Eschenmoser group'
_chemical_formula_moiety         'C5 H4 N4 O2 '
_chemical_formula_sum            'C5 H4 N4 O2'
_chemical_formula_weight         152.113
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                97.952(2)
_cell_angle_beta                 111.418(2)
_cell_angle_gamma                109.334(2)
_cell_formula_units_Z            2
_cell_length_a                   6.7316(3)
_cell_length_b                   6.8747(4)
_cell_length_c                   7.3778(4)
_cell_measurement_reflns_used    2251
_cell_measurement_temperature    100
_cell_measurement_theta_max      35.631
_cell_measurement_theta_min      0.998
_cell_volume                     286.57(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.02801
_diffrn_orient_matrix_UB_12      0.10255
_diffrn_orient_matrix_UB_13      -0.13938
_diffrn_orient_matrix_UB_21      0.13505
_diffrn_orient_matrix_UB_22      0.08793
_diffrn_orient_matrix_UB_23      0.00785
_diffrn_orient_matrix_UB_31      0.09550
_diffrn_orient_matrix_UB_32      -0.05475
_diffrn_orient_matrix_UB_33      -0.10537
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.041
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4712
_diffrn_reflns_theta_full        35.79
_diffrn_reflns_theta_max         35.79
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             156
_exptl_crystal_size_max          .24
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .08
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         2585
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0527
_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^)+ (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1680
_reflns_number_gt                2069
_reflns_number_total             2585
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol048649msi20040715_093913.cif
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P -1          '
_cod_original_formula_sum        'C5 H4 N4 O2 '
_cod_database_code               1507017