#------------------------------------------------------------------------------ #$Date: 2022-05-18 08:40:45 +0100 (Wed, 18 May 2022) $ #$Revision: 275508 $ #$URL: svn://www.crystallography.net/cod/cif/3/50/01/3500126.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_3500126 loop_ _publ_author_name 'Jos\'e Manuel M\'endez-Arriaga' 'Miguel Quir\'os' _publ_section_title ; 5-methyl-7-hydroxy-1,2,4-triazolo-[1,5-a]-pyrimidine mononydrate ; _journal_name_full 'Personal communication to COD' _journal_year 2022 _chemical_formula_moiety 'C6 H6 N4 O, H2 O' _chemical_formula_sum 'C6 H8 N4 O2' _chemical_formula_weight 168.16 _chemical_name_systematic '5-methyl-7-hydroxy-1,2,4-triazolo-[1,5-a]-pyrimidine mononydrate' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2019/2 _cell_angle_alpha 90 _cell_angle_beta 92.975(12) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.665(7) _cell_length_b 14.324(13) _cell_length_c 6.949(6) _cell_measurement_reflns_used 1198 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 20.25 _cell_measurement_theta_min 2.66 _cell_volume 761.9(12) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_refinement 'SHELXL-2019/2 (Sheldrick, 2019)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.911 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0950 _diffrn_reflns_av_unetI/netI 0.1278 _diffrn_reflns_Laue_measured_fraction_full 0.983 _diffrn_reflns_Laue_measured_fraction_max 0.911 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 7986 _diffrn_reflns_point_group_measured_fraction_full 0.983 _diffrn_reflns_point_group_measured_fraction_max 0.911 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.961 _diffrn_reflns_theta_min 2.661 _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.466 _exptl_crystal_description needle _exptl_crystal_F_000 352 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _refine_diff_density_max 0.523 _refine_diff_density_min -0.428 _refine_diff_density_rms 0.115 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.836 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 117 _refine_ls_number_reflns 1850 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 0.836 _refine_ls_R_factor_all 0.2139 _refine_ls_R_factor_gt 0.1258 _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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2949 _refine_ls_wR_factor_ref 0.3351 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 554 _reflns_number_total 1850 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file hmtpohid.cif _cod_data_source_block hmtpohid _cod_original_cell_volume 762.0(12) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 3500126 _shelx_shelxl_version_number 2019/2 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.1403(5) 0.2641(3) 0.1018(7) 0.0835(14) Uani 1 1 d . . . . . C2 C 0.1923(7) 0.1775(3) 0.1343(9) 0.0878(17) Uani 1 1 d . . . . . H2 H 0.109(4) 0.122(3) 0.1070(17) 0.105 Uiso 1 1 d R U . . . N3 N 0.3600(5) 0.1643(3) 0.2042(7) 0.0818(14) Uani 1 1 d . . . . . C3A C 0.4151(5) 0.2523(3) 0.2217(8) 0.0725(14) Uani 1 1 d . . . . . N4 N 0.5722(4) 0.2832(3) 0.2863(6) 0.0778(13) Uani 1 1 d . . . . . H4 H 0.655279 0.243599 0.322642 0.093 Uiso 1 1 d R U . . . C5 C 0.6021(6) 0.3784(3) 0.2951(8) 0.0774(15) Uani 1 1 d . . . . . C51 C 0.7812(6) 0.4060(4) 0.3718(9) 0.0979(19) Uani 1 1 d . . . . . H51 H 0.815466 0.464533 0.311100 0.118 Uiso 1 1 d R U . . . H52 H 0.864780 0.356864 0.342709 0.118 Uiso 1 1 d R U . . . H53 H 0.780452 0.414732 0.511596 0.118 Uiso 1 1 d R U . . . C6 C 0.4770(6) 0.4390(3) 0.2347(7) 0.0806(16) Uani 1 1 d . . . . . H6 H 0.503376 0.503805 0.239151 0.097 Uiso 1 1 d R U . . . C7 C 0.3068(6) 0.4112(3) 0.1642(8) 0.0812(16) Uani 1 1 d . . . . . O7 O 0.1828(4) 0.4603(2) 0.1097(6) 0.1009(14) Uani 1 1 d . . . . . N8 N 0.2882(4) 0.3138(2) 0.1638(6) 0.0722(12) Uani 1 1 d . . . . . O1W O 0.8274(5) 0.1566(2) 0.3963(7) 0.0967(14) Uani 1 1 d D . . . . H11W H 0.817(7) 0.0994(15) 0.387(8) 0.116 Uiso 1 1 d D U . . . H12W H 0.927(4) 0.174(4) 0.427(9) 0.116 Uiso 1 1 d D U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.057(2) 0.062(2) 0.130(4) 0.003(2) -0.011(2) 0.0002(18) C2 0.073(3) 0.058(3) 0.131(5) -0.004(3) -0.006(3) 0.003(2) N3 0.064(3) 0.057(2) 0.123(4) 0.0031(19) -0.008(2) -0.0024(17) C3A 0.058(3) 0.054(3) 0.105(4) 0.002(2) -0.004(2) 0.001(2) N4 0.048(2) 0.064(3) 0.120(4) 0.001(2) -0.0070(19) 0.0008(16) C5 0.061(3) 0.059(3) 0.111(4) -0.001(2) -0.008(2) -0.009(2) C51 0.069(3) 0.082(4) 0.139(5) -0.003(3) -0.022(3) -0.015(3) C6 0.062(3) 0.059(3) 0.120(5) 0.001(2) -0.007(3) -0.007(2) C7 0.064(3) 0.047(2) 0.131(5) 0.006(2) -0.006(3) -0.001(2) O7 0.073(2) 0.063(2) 0.164(4) 0.0131(19) -0.021(2) 0.0121(16) N8 0.051(2) 0.048(2) 0.117(4) 0.0033(18) -0.0104(19) 0.0031(16) O1W 0.070(2) 0.066(2) 0.151(4) 0.003(2) -0.019(2) -0.0048(18) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 C2 N1 N8 101.2(4) . . N1 C2 N3 117.6(5) . . N1 C2 H2 121.3 . . N3 C2 H2 121.2 . . C3A N3 C2 100.9(4) . . N3 C3A N4 128.2(4) . . N3 C3A N8 111.6(4) . . N4 C3A N8 120.2(4) . . C3A N4 C5 119.0(4) . . C3A N4 H4 120.5 . . C5 N4 H4 120.4 . . C6 C5 N4 120.6(4) . . C6 C5 C51 124.5(5) . . N4 C5 C51 115.0(4) . . C5 C51 H51 109.5 . . C5 C51 H52 109.5 . . H51 C51 H52 109.5 . . C5 C51 H53 109.5 . . H51 C51 H53 109.5 . . H52 C51 H53 109.5 . . C5 C6 C7 123.5(4) . . C5 C6 H6 118.2 . . C7 C6 H6 118.3 . . O7 C7 N8 119.5(4) . . O7 C7 C6 128.8(4) . . N8 C7 C6 111.7(4) . . C3A N8 N1 108.7(3) . . C3A N8 C7 125.0(4) . . N1 N8 C7 126.3(4) . . H11W O1W H12W 114(5) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 N1 C2 1.319(6) . N1 N8 1.388(5) . C2 N3 1.364(6) . C2 H2 1.03(5) . N3 C3A 1.332(6) . C3A N4 1.339(6) . C3A N8 1.358(6) . N4 C5 1.384(6) . N4 H4 0.8800 . C5 C6 1.345(6) . C5 C51 1.499(6) . C51 H51 0.9800 . C51 H52 0.9800 . C51 H53 0.9800 . C6 C7 1.426(6) . C6 H6 0.9500 . C7 O7 1.226(5) . C7 N8 1.403(6) . O1W H11W 0.83(2) . O1W H12W 0.82(2) . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag N4 H4 O1W 0.88 1.87 2.747(5) 178.2 . yes O1W H11W O7 0.83(2) 1.99(2) 2.813(5) 173(5) 2_645 yes O1W H12W N1 0.82(2) 2.17(3) 2.953(5) 159(6) 4_666 yes _cod_database_fobs_code 3500126