8-Ethynyl-2'-deoxyisoguanosine with two tautomeric forms in the unit cell: crystal structure, packing and Hirshfeld surface analysis.
Kondhare, Dasharath; Budow-Busse, Simone; Daniliuc, Constantin G.; Leonard, Peter; Acta crystallographica. Section C, Structural chemistry 81 (2025) 230–237; doi:10.1107/S2053229625001998

data_2312787
_publ_section_title
;
 8-Ethynyl-2'-deoxyisoguanosine with two tautomeric forms in the unit
 cell: crystal structure, packing and Hirshfeld surface analysis.
;
_journal_coeditor_code           VP3042
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              230
_journal_page_last               237
_journal_paper_doi               10.1107/S2053229625001998
_journal_volume                  81
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_iupac          'C12 H13 N5 O4, H2 O'
_chemical_formula_moiety         'C12 H13 N5 O4, H2 O'
_chemical_formula_sum            'C12 H15 N5 O5'
_chemical_formula_weight         309.29
_chemical_name_systematic
;
8-Ethynyl-2'-deoxyisoguanosine monohydrate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           'APEX4 v2021.4-0'
_cell_angle_alpha                70.7880(10)
_cell_angle_beta                 72.9420(10)
_cell_angle_gamma                86.9760(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6200(3)
_cell_length_b                   9.1565(3)
_cell_length_c                   9.6855(3)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      66.5711
_cell_measurement_theta_min      5.9008
_cell_volume                     689.32(4)
_computing_cell_refinement
;
SAINT (Bruker, 2021)
;
_computing_data_collection
;
APEX4 (Bruker, 2021)
;
_computing_data_reduction
;
SAINT (Bruker, 2021)
;
_computing_molecular_graphics
;
shelXle (H\"ubschle <i>et al.</i>,  2011) and
<i>DIAMOND</i> (Putz & Brandenburg, 2022)
;
_computing_publication_material
;
SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'Single-crystal diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Photon III'
_diffrn_measurement_method       'phi/omega scans'
_diffrn_radiation_monochromator  'MX mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            19240
_diffrn_reflns_theta_full        66.66
_diffrn_reflns_theta_max         66.66
_diffrn_reflns_theta_min         5.90
_diffrn_source                   'Cu ImS'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.008
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.187
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2115 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.04(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         4662
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0273
_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^)+(0.0370P)^2^+0.1635P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0699
_reflns_number_gt                4517
_reflns_number_total             4662
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vp3042sup1.cif
_cod_data_source_block           I
_cod_depositor_comments
;
          Adding full bibliography for 2312787.cif.

2025-06-24
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C24 H30 N10 O10'
_cod_original_formula_weight         618.58
_cod_original_formula_moiety         'C12 H13 N5 O4, C12 H13 N5 O4, 2H2 O'
_cod_original_formula_iupac          'C12 H13 N5 O4, C12 H13 N5 O4, 2(H2 O)'
_cod_original_formula_units_Z            1
_cod_database_code               2312787
_cod_database_fobs_code          2312787
_shelx_hkl_checksum              67954
_shelx_res_checksum              80461