Mono-N-oxidation of heterocycle-fused pyrimidines.
Tang, Yongxing; Li, Kejia; Chinnam, Ajay Kumar; Staples, Richard J.; Shreeve, Jean'ne M.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 2143–2148; doi:10.1039/d0dt03260c

data_7706458
_publ_section_title
;
 Mono-N-oxidation of heterocycle-fused pyrimidines.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2143
_journal_page_last               2148
_journal_paper_doi               10.1039/d0dt03260c
_journal_volume                  50
_journal_year                    2021
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C4 H4 N6 O2, H2 O'
_chemical_formula_sum            'C4 H6 N6 O3'
_chemical_formula_weight         186.15
_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_Hall           '-P 4bc'
_space_group_name_H-M_alt        'P 42/n :2'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-07
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_audit_update_record
;
2020-10-27 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.9237(4)
_cell_length_b                   14.9237(4)
_cell_length_c                   7.6656(3)
_cell_measurement_reflns_used    3068
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      75.6950
_cell_measurement_theta_min      5.9210
_cell_volume                     1707.26(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)'
_computing_structure_solution
'SHELXT (Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -14.00  12.00   0.50    2.27    --  -47.45  19.00 -60.00   52
  2  \w    -27.00  28.00   0.50    2.27    --  -47.45  19.00 120.00  110
  3  \w     52.00  85.00   0.50    2.27    --   47.45-116.00  11.00   66
  4  \w     35.00  60.00   0.50    9.08    --  107.74 -57.00  30.00   50
  5  \w     36.00  63.00   0.50    9.08    --  107.74 -57.00  60.00   54
  6  \w     37.00  62.00   0.50    9.08    --  107.74 -57.00   0.00   50
  7  \w     43.00 105.00   0.50    9.08    --  107.74-116.00  11.00  124
  8  \w     37.00  62.00   0.50    9.08    --  107.74 -57.00-120.00   50
  9  \w     36.00  62.00   0.50    9.08    --  107.74 -57.00 -90.00   52
 10  \w     38.00  64.00   0.50    9.08    --  107.74 -57.00-150.00   52
 11  \w     58.00 100.00   0.50    9.08    --  107.74 -99.00-180.00   84
 12  \w    134.00 167.00   0.50    9.08    --  107.74  49.00-128.00   66
 13  \w    126.00 171.00   0.50    9.08    --  107.74  77.00 -60.00   90
 14  \w    133.00 159.00   0.50    9.08    --  107.74  57.00 -90.00   52
 15  \w     95.00 128.00   0.50    9.08    --  107.74  49.00-128.00   66
 16  \w    130.00 157.00   0.50    9.08    --  107.74  77.00  60.00   54
 17  \w    134.00 176.00   0.50    9.08    --  107.74  77.00 120.00   84
 18  \w    127.00 169.00   0.50    9.08    --  107.74  57.00 150.00   84
 19  \w    -20.00   7.00   0.50    2.27    --   47.45 -19.00-120.00   54
 20  \w   -113.00 -50.00   0.50    2.27    --  -47.45-163.00-137.00  126
 21  \w   -154.00-111.00   0.50    9.08    --  -86.25 -49.00  83.00   86
 22  \w    -71.00 -45.00   0.50    9.08    --  -86.25 163.00-111.00   52
 23  \w   -107.00 -80.00   0.50    9.08    --  -86.25 -49.00  83.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0570697000
_diffrn_orient_matrix_UB_12      -0.0638222000
_diffrn_orient_matrix_UB_13      -0.1123637000
_diffrn_orient_matrix_UB_21      -0.0240428000
_diffrn_orient_matrix_UB_22      0.0547188000
_diffrn_orient_matrix_UB_23      -0.1639212000
_diffrn_orient_matrix_UB_31      0.0826085000
_diffrn_orient_matrix_UB_32      0.0598780000
_diffrn_orient_matrix_UB_33      0.0299078000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9080
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.434
_diffrn_reflns_theta_min         4.189
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_description       needle
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1775
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0613
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0465P)^2^+2.3728P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1468
_refine_ls_wR_factor_ref         0.1497
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1559
_reflns_number_total             1775
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt03260c1.cif
_cod_data_source_block           js920g
_cod_depositor_comments
'Adding full bibliography for 7706457--7706460.cif.'
_cod_original_cell_volume        1707.26(11)
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_database_code               7706458
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C4H4N6O2
_chemical_oxdiff_usercomment     YT2
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Riding coordinates:
 N5(H5A,H5B), N6(H6A,H6B), O1W(H1WA,H1WB)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              3088
_shelx_fab_checksum              51900
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id YT2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.556
_oxdiff_exptl_absorpt_empirical_full_min 0.499