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_7706457
_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_formula_moiety         'C4 H5 N6 O, N O3'
_chemical_formula_sum            'C4 H5 N7 O4'
_chemical_formula_weight         215.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2020-10-20
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.10.11 svn.r5b043f8a for OlexSys, GUI svn.r6175)
;
_audit_update_record
;
2020-10-27 deposited with the CCDC.	2021-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.289(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.1448(3)
_cell_length_b                   16.4016(6)
_cell_length_c                   7.6331(3)
_cell_measurement_reflns_used    2118
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.9850
_cell_measurement_theta_min      5.3640
_cell_volume                     768.68(6)
_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    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.937
_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    -40.00  25.00   0.50    0.18    --  -47.57  76.00  77.00  130
  2  \w     48.00  73.00   0.50    0.18    --   47.57  76.00  77.00   50
  3  \w     90.00 164.00   0.50    0.72    --  107.11  76.00  77.00  148
  4  \w    135.00 172.00   0.50    0.72    --  107.11  77.00 -60.00   74
  5  \w    128.00 173.00   0.50    0.72    --  107.11  57.00-180.00   90
  6  \w     39.00  64.00   0.50    0.72    --  107.11 -57.00 -30.00   50
  7  \w     35.00  84.00   0.50    0.72    --  107.11 -76.00 -49.00   98
  8  \w     36.00  64.00   0.50    0.72    --  107.11 -57.00   0.00   56
  9  \w     38.00  64.00   0.50    0.72    --  107.11 -57.00  30.00   52
 10  \w     36.00  62.00   0.50    0.72    --  107.11 -57.00  90.00   52
 11  \w     38.00  63.00   0.50    0.72    --  107.11 -57.00 150.00   50
 12  \w     38.00  64.00   0.50    0.72    --  107.11 -57.00 120.00   52
 13  \w     -1.00  24.00   0.50    0.18    --   47.57 -76.00 -49.00   50
 14  \w    -26.00  25.00   0.50    0.18    --   47.57 -19.00 -60.00  102
 15  \w     38.00 105.00   0.50    0.72    --  107.11-125.00 -60.00  134
 16  \w    -80.00 -54.00   0.50    0.18    --  -47.57 125.00-120.00   52
 17  \w    -42.00 -17.00   0.50    0.72    --  -86.25  37.00 -90.00   50
 18  \w   -103.00 -28.00   0.50    0.18    --  -47.57 -76.00 -49.00  150
 19  \w    -87.00 -38.00   0.50    0.72    --  -86.25  76.00  77.00   98
 20  \w   -136.00-111.00   0.50    0.72    --  -86.25 -76.00 -49.00   50
 21  \w   -147.00-121.00   0.50    0.72    --  -86.25 -37.00  30.00   52
 22  \w   -153.00-128.00   0.50    0.72    --  -86.25 -57.00  30.00   50
;
_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      -0.1342542000
_diffrn_orient_matrix_UB_12      0.0756142000
_diffrn_orient_matrix_UB_13      -0.0561734000
_diffrn_orient_matrix_UB_21      0.1641773000
_diffrn_orient_matrix_UB_22      0.0189814000
_diffrn_orient_matrix_UB_23      -0.1418342000
_diffrn_orient_matrix_UB_31      -0.1339806000
_diffrn_orient_matrix_UB_32      -0.0524106000
_diffrn_orient_matrix_UB_33      -0.1324088000
_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  0.0430
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4461
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.136
_diffrn_reflns_theta_min         5.394
_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    1.452
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.799
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_description       plate
_exptl_crystal_F_000             440
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.038
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         1526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0409
_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^)+(0.0665P)^2^+0.1782P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1096
_refine_ls_wR_factor_ref         0.1140
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1336
_reflns_number_total             1526
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt03260c1.cif
_cod_data_source_block           js1020s
_cod_depositor_comments
'Adding full bibliography for 7706457--7706460.cif.'
_cod_database_code               7706457
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C4H5N7O4
_chemical_oxdiff_usercomment     YT3
_shelx_estimated_absorpt_t_max   0.947
_shelx_estimated_absorpt_t_min   0.804
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
;
_shelx_res_checksum              56178
_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 YT3
_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 1.424
_oxdiff_exptl_absorpt_empirical_full_min 0.756