Crystal structures of the synthetic intermediate 3-[(6-chloro-7<i>H</i>-purin-7-yl)methyl]cyclobutan-1-one, and of two oxetanocin derivatives: 3-[(6-chloro-8,9-dihydro-7<i>H</i>-purin-7-yl)methyl]cyclobutan-1-ol and 3-[(6-chloro-9<i>H</i>-purin-9-yl)methyl]cyclobutan-1-ol
Yaseen, Ayat; Hassan, Muhammad Murtaza; Lee-Ruff, Edward; Audette, Gerald F.; Acta Crystallographica Section E 75 (2019) 732–737; doi:10.1107/S2056989019004432

data_2242926
_publ_section_title
;
 Crystal structures of the synthetic intermediate
 3-[(6-chloro-7<i>H</i>-purin-7-yl)methyl]cyclobutan-1-one, and of two
 oxetanocin derivatives:
 3-[(6-chloro-8,9-dihydro-7<i>H</i>-purin-7-yl)methyl]cyclobutan-1-ol and
 3-[(6-chloro-9<i>H</i>-purin-9-yl)methyl]cyclobutan-1-ol
;
_journal_coeditor_code           ZP2033
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              732
_journal_page_last               737
_journal_paper_doi               10.1107/S2056989019004432
_journal_volume                  75
_journal_year                    2019
_chemical_formula_moiety         'C10 H11 Cl N4 O'
_chemical_formula_sum            'C10 H11 Cl N4 O'
_chemical_formula_weight         238.68
_chemical_name_systematic
;
3-[(6-Chloro-9<i>H</i>-purin-9-yl)methyl]cyclobutan-1-ol
;
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 108.250(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7276(8)
_cell_length_b                   5.9725(4)
_cell_length_c                   14.8190(10)
_cell_measurement_reflns_used    4964
_cell_measurement_temperature    110
_cell_measurement_theta_max      64.93
_cell_measurement_theta_min      4.01
_cell_volume                     1069.81(12)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_publication_material
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009), PLATON (Spek,
2009)
and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
ShelXL (Sheldrick, 2015)
;
_computing_structure_solution
;
ShelXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature      110
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7078
_diffrn_reflns_theta_full        64.926
_diffrn_reflns_theta_max         64.926
_diffrn_reflns_theta_min         4.006
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.044
_exptl_absorpt_correction_T_max  0.741
_exptl_absorpt_correction_T_min  0.043
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.504
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.073
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.310
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1732
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.940
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0378
_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^)+(0.0599P)^2^+1.4189P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.1029
_reflns_number_gt                1569
_reflns_number_total             1732
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            zp2033sup1.cif
_cod_data_source_block           IV
_cod_database_code               2242926
_shelx_estimated_absorpt_t_min   0.309
_shelx_estimated_absorpt_t_max   0.808
_shelx_hkl_checksum              8741
_shelx_res_checksum              50673