A Regioselective Approach to Trisubstituted 2 (or 6)-Arylaminopyrimidine-5-carbaldehydes and Their Application in the Synthesis of Structurally and Electronically Unique G-C Base Precursors
Rachel L. Beingessner; Bo-Liang Deng; Phillip E. Fanwick; Hicham Fenniri; Journal of Organic Chemistry 73 (2008) 931–939; doi:10.1021/jo7021422

data_4023236
_publ_contact_author_address
;    Department of Chemistry
     Purdue University
     560 Oval Drive 
     West Lafayette, IN 47907-2084
     USA
;
_publ_contact_author_email       fanwick@.xray.chem.purdue.edu
_publ_contact_author_fax         1(765)4940239
_publ_contact_author_name        'Phillip E. Fanwick'
_publ_contact_author_phone       1(765)4944572
_publ_section_title
;
 A Regioselective Approach to Trisubstituted
 2 (or 6)-Arylaminopyrimidine-5-carbaldehydes and Their Application in
 the Synthesis of Structurally and Electronically Unique
 G-C Base Precursors
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              931
_journal_page_last               939
_journal_paper_doi               10.1021/jo7021422
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C22 H31 I N4 O4 Si'
_chemical_formula_weight         570.51
_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_type_scat_source
'International Tables for Crystallography (Vol C)'
_audit_creation_date             4-06-01
_audit_creation_method           from_MolEN_and_SHELXL
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_cell_angle_gamma                62.847(3)
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_cell_length_b                   10.5854(4)
_cell_length_c                   14.1306(7)
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_cell_measurement_temperature    199
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     1302.42(12)
_computing_cell_refinement       DENZO/SCALEPACK_(Otwinowski,_1996)"
_computing_data_collection       Collect_(Nonius,_1998)"
_computing_data_reduction        DENZO/SCALEPACK_(Otwinowski,_1996)"
_computing_molecular_graphics
;
"    ORTEP (Johnson, 1976)"
"    PLUTON (Spek, 1991)"
;
_computing_publication_material  CIF_VAX_MolEN_(Fair,_1990)
_computing_structure_refinement  SHELX97_(Sheldrick,_1997)"
_computing_structure_solution    PATTY_(DIRDIF92,_Beurskins,_1992)"
_diffrn_ambient_temperature      199
_diffrn_measured_fraction_theta_max 0.8980
_diffrn_measurement_device_type  Nonius_KappaCCD
_diffrn_radiation_type           MO-K\a
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_diffrn_reflns_av_R_equivalents  0.029
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_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9388
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         5.00
_exptl_absorpt_coefficient_mu    1.291
_exptl_absorpt_correction_T_max  0.8510
_exptl_absorpt_correction_T_min  0.4834
_exptl_absorpt_correction_type   refined_empirical_(Otwinowski_&_Minor,_1996)
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.45
_exptl_crystal_description       plate
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
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_refine_diff_density_max         0.48
_refine_diff_density_min         -0.95
_refine_ls_extinction_coef       0.26E-01
_refine_ls_extinction_method     SHELXL97_(Sheldrick_1997)
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_refine_ls_hydrogen_treatment
;
Chemically significant hydrogens refined isotropically
Others riding
;
_refine_ls_matrix_type           full
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_refine_ls_shift/su_max          0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'1/[\s^2^(Fo^2^)+(0.0589P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3  '
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.098
_reflns_number_gt                4857
_reflns_number_total             5589
_reflns_threshold_expression     >2.0\s(I)
_cod_data_source_file            jo7021422-File006.cif
_cod_data_source_block           D90
_cod_depositor_comments
;
The following automatic conversions were performed:
'_refine_ls_weighting_scheme' value 'calc ' changed to 'calc' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_bond_publ_flag'
value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (34
times).

'_geom_bond_publ_flag' value 'NO' changed to 'no' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (2
times).

'_geom_angle_publ_flag' value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (50
times).

'_geom_angle_publ_flag' value 'NO' changed to 'no' 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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_formula_sum        'C22 H31 I1 N4 O4 Si1'
_cod_database_code               4023236