2-Amino-4-chloro-5-formyl-6-[methyl(2-methylphenyl)amino]pyrimidine and 2-amino-4-chloro-5-formyl-6-[(2-methoxyphenyl)methylamino]pyrimidine are isostructural and form hydrogen-bonded sheets of <i>R</i>~2~^2^(8) and <i>R</i>~6~^6^(32) rings
Trilleras, Jorge; Quiroga, Jairo; Cobo, Justo; Glidewell, Christopher; Acta Crystallographica Section C 65 (2009) o11–o14; doi:10.1107/S0108270108040481

data_2016936
_publ_section_title
;
 2-Amino-4-chloro-5-formyl-6-[methyl(2-methylphenyl)amino]pyrimidine
 and
 2-amino-4-chloro-5-formyl-6-[(2-methoxyphenyl)methylamino]pyrimidine
 are isostructural and form hydrogen-bonded sheets of <i>R</i>~2~^2^(8)
 and <i>R</i>~6~^6^(32) rings
;
_journal_coeditor_code           SK3279
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o11
_journal_page_last               o14
_journal_paper_doi               10.1107/S0108270108040481
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C13 H13 Cl N4 O'
_chemical_formula_moiety         'C13 H13 Cl N4 O'
_chemical_formula_sum            'C13 H13 Cl N4 O'
_chemical_formula_weight         276.72
_chemical_name_systematic
;
2-Amino-4-chloro-5-formyl-6-[methyl(2-methylphenyl)amino]pyrimidine
;
_space_group_IT_number           14
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_symmetry_space_group_name_Hall  '-P 2yn'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 105.676(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1502(8)
_cell_length_b                   8.7271(8)
_cell_length_c                   13.7129(13)
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_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.01
_cell_volume                     1284.8(2)
_computing_cell_refinement       'DIRAX/LSQ (Duisenberg <i>et al.</i>,  2000)'
_computing_data_collection       'COLLECT (Hooft, 1999)'
_computing_data_reduction        'EVALCCD (Duisenberg <i>et al.</i>,  2003)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 and PRPKAPPA (Ferguson, 1999)'
_computing_structure_refinement
'OSCAIL (McArdle, 2003) and SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'Sir2004 (Burla <i>et al.</i>,  2005)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker--Nonius KappaCCD'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
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_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23784
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_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.01
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
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_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
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_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.26
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_refine_diff_density_min         -0.456
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2946
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.135
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0691P)^2^+1.3411P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1548
_reflns_number_gt                1999
_reflns_number_total             2946
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sk3279.cif
_cod_data_source_block           I
_cod_original_cell_volume        1284.75(19)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2016936
_cod_database_fobs_code          2016936