#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/37/2013728.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2013728 loop_ _publ_author_name 'Natalya Fridman' 'Moshe Kapon' 'Menahem Kaftory' _publ_section_title ; Two hydrates of 6-methoxypurine ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o44 _journal_page_last o46 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C6 H6 N4 O, 3H2 O' _chemical_formula_moiety 'C6 H6 N4 O, 3H2 O' _chemical_formula_sum 'C6 H12 N4 O4' _chemical_formula_weight 204.20 _chemical_name_systematic ; 6-Methoxypurine trihydrate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 70.13(2) _cell_angle_beta 75.49(2) _cell_angle_gamma 80.29(2) _cell_formula_units_Z 2 _cell_length_a 6.8370(10) _cell_length_b 7.819(2) _cell_length_c 10.281(2) _cell_measurement_reflns_used 3048 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.04 _cell_measurement_theta_min 2.15 _cell_volume 498.29(19) _computing_cell_refinement 'DENZO SMN (Otwinowski & Minor 1997)' _computing_data_collection 'Collect (Nonius, 2001)' _computing_data_reduction 'DENZO SMN' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 95 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi scan' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 3048 _diffrn_reflns_theta_full 25.04 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_min 2.15 _diffrn_standards_number none _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type none _exptl_absorpt_process_details none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 216 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.179 _refine_diff_density_min -0.170 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.920 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 160 _refine_ls_number_reflns 1765 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.920 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0373 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0902 _refine_ls_wR_factor_ref 0.0938 _reflns_number_gt 1244 _reflns_number_total 1765 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file av1151.cif _[local]_cod_data_source_block II _cod_original_cell_volume 498.29(18) _cod_database_code 2013728 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 0.19668(16) 0.30631(14) 0.74931(11) 0.0533(3) Uani d . 1 . . O N1 0.25371(17) 0.29417(17) 0.52070(13) 0.0446(3) Uani d . 1 . . N N2 0.29658(17) 0.56566(17) 0.31939(12) 0.0447(3) Uani d . 1 . . N N3 0.26624(17) 0.83905(17) 0.38841(13) 0.0462(4) Uani d . 1 . . N H3N 0.2840 0.9223 0.3074 0.069 Uiso calc R 1 . . H N4 0.20967(18) 0.71038(17) 0.62353(13) 0.0458(4) Uani d . 1 . . N C1 0.2274(2) 0.3883(2) 0.60997(15) 0.0406(4) Uani d . 1 . . C C2 0.2869(2) 0.3871(2) 0.38155(16) 0.0481(4) Uani d . 1 . . C H2 0.3053 0.3174 0.3212 0.072 Uiso calc R 1 . . H C3 0.26780(19) 0.65585(19) 0.41363(15) 0.0377(4) Uani d . 1 . . C C4 0.23320(18) 0.57715(19) 0.55911(14) 0.0386(4) Uani d . 1 . . C C5 0.2312(2) 0.8630(2) 0.51637(16) 0.0497(4) Uani d . 1 . . C H5 0.2230 0.9770 0.5281 0.075 Uiso calc R 1 . . H C6 0.1843(3) 0.1112(2) 0.80051(19) 0.0668(5) Uani d . 1 . . C H6a 0.0612 0.0846 0.7856 0.100 Uiso calc R 1 . . H H6b 0.1850 0.0664 0.8997 0.100 Uiso calc R 1 . . H H6c 0.2986 0.0530 0.7503 0.100 Uiso calc R 1 . . H O1W 0.06376(19) 0.67067(18) 0.91286(14) 0.0568(4) Uani d . 1 . . O O2W 0.60220(19) 0.3358(2) 0.98014(14) 0.0608(4) Uani d . 1 . . O O3W 0.2944(2) 0.1132(2) 0.13579(15) 0.0769(5) Uani d . 1 . . O H1Wa 0.117(4) 0.674(3) 0.819(3) 0.131(9) Uiso d . 1 . . H H1Wb 0.191(6) 0.683(5) 0.956(4) 0.066(10) Uiso d P 0.50 . . H H1Wc 0.029(6) 0.565(5) 0.961(4) 0.071(14) Uiso d P 0.50 . . H H2Wa 0.644(3) 0.352(3) 0.887(3) 0.105(8) Uiso d . 1 . . H H2Wb 0.574(11) 0.471(13) 0.995(9) 0.20(3) Uiso d P 0.50 . . H H2Wc 0.683(16) 0.242(16) 1.003(11) 0.32(6) Uiso d P 0.50 . . H H3Wa 0.180(5) 0.178(4) 0.120(3) 0.163(13) Uiso d . 1 . . H H3Wb 0.395(4) 0.175(3) 0.082(2) 0.095(7) Uiso d . 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0736(7) 0.0421(7) 0.0385(6) -0.0142(5) -0.0107(5) -0.0018(5) N1 0.0521(7) 0.0379(8) 0.0443(8) -0.0073(6) -0.0086(5) -0.0130(6) N2 0.0486(7) 0.0465(9) 0.0369(7) -0.0052(5) -0.0078(5) -0.0107(6) N3 0.0531(8) 0.0379(8) 0.0401(7) -0.0059(5) -0.0095(5) -0.0022(6) N4 0.0578(8) 0.0379(8) 0.0398(7) -0.0053(6) -0.0064(5) -0.0119(6) C1 0.0395(8) 0.0397(10) 0.0380(8) -0.0063(6) -0.0076(6) -0.0052(7) C2 0.0551(9) 0.0467(10) 0.0447(9) -0.0056(7) -0.0091(7) -0.0174(8) C3 0.0357(7) 0.0354(9) 0.0389(8) -0.0030(6) -0.0072(6) -0.0080(7) C4 0.0392(8) 0.0376(9) 0.0373(8) -0.0044(6) -0.0072(6) -0.0096(7) C5 0.0589(10) 0.0380(10) 0.0507(10) -0.0028(7) -0.0098(7) -0.0139(8) C6 0.0895(13) 0.0430(11) 0.0562(11) -0.0200(9) -0.0162(9) 0.0067(8) O1W 0.0659(8) 0.0577(9) 0.0424(7) -0.0096(6) -0.0084(6) -0.0103(6) O2W 0.0698(8) 0.0679(10) 0.0415(7) -0.0143(7) -0.0068(5) -0.0125(6) O3W 0.0655(9) 0.0673(9) 0.0683(9) -0.0104(7) -0.0094(7) 0.0153(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . 1.3333(17) ? O1 C6 . 1.444(2) ? N1 C1 . 1.3220(19) ? N1 C2 . 1.3463(19) ? N2 C2 . 1.3287(19) ? N2 C3 . 1.3405(18) ? N3 C5 . 1.348(2) ? N3 C3 . 1.3649(19) ? N3 H3N . 0.8600 ? N4 C5 . 1.3207(19) ? N4 C4 . 1.3816(19) ? C1 C4 . 1.393(2) ? C2 H2 . 0.9300 ? C3 C4 . 1.385(2) ? C5 H5 . 0.9300 ? C6 H6a . 0.9600 ? C6 H6b . 0.9600 ? C6 H6c . 0.9600 ? O1W H1Wa . 0.93(3) ? O1W H1Wb . 1.11(4) ? O1W H1Wc . 0.84(3) ? O2W H2Wa . 0.90(3) ? O2W H2Wb . 1.10(10) ? O2W H2Wc . 0.85(10) ? O3W H3Wa . 0.87(3) ? O3W H3Wb . 0.87(2) ? 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 C1 O1 C6 117.77(13) C1 N1 C2 117.71(13) C2 N2 C3 112.03(12) C5 N3 C3 106.02(12) C5 N3 H3N 127.0 C3 N3 H3N 127.0 C5 N4 C4 103.67(12) N1 C1 O1 121.46(13) N1 C1 C4 120.06(13) O1 C1 C4 118.49(14) N2 C2 N1 128.29(15) N2 C2 H2 115.9 N1 C2 H2 115.9 N2 C3 N3 128.22(13) N2 C3 C4 125.53(13) N3 C3 C4 106.26(13) N4 C4 C3 109.99(13) N4 C4 C1 133.62(13) C3 C4 C1 116.39(14) N4 C5 N3 114.07(14) N4 C5 H5 123.0 N3 C5 H5 123.0 O1 C6 H6a 109.5 O1 C6 H6b 109.5 H6A C6 H6b 109.5 O1 C6 H6c 109.5 H6A C6 H6c 109.5 H6B C6 H6c 109.5 H1Wa O1W H1Wb 107(2) H1Wa O1W H1Wc 109(3) H1Wb O1W H1Wc 103(3) H2Wa O2W H2Wb 108(5) H2Wa O2W H2Wc 94(7) H2Wb O2W H2Wc 136(9) H3Wa O3W H3Wb 109(2) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N3 H3N O3W 1_565 0.86 1.88 2.735(2) 174 O1W H1Wa N4 1_555 0.94(3) 1.89(3) 2.816(2) 173(2) O1W H1Wb O2W 2_667 1.11 1.66 2.759(2) 170 O1W H1Wc O1W 2_567 0.84 1.96 2.801(2) 174 O2W H2Wa N2 2_666 0.90(3) 1.95(3) 2.838(2) 169 O2W H2Wb O2W 2_667 1.10 1.81 2.815(2) 150 O3W H3Wb O2W 1_554 0.87(3) 1.91(3) 2.770(2) 172 O3W H3Wa O1W 2_566 0.88(3) 1.91(3) 2.783(2) 177 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C2 N1 C1 O1 -179.04(12) C2 N1 C1 C4 0.41(19) C6 O1 C1 N1 -2.6(2) C6 O1 C1 C4 177.97(12) C3 N2 C2 N1 -0.2(2) C1 N1 C2 N2 -0.2(2) C2 N2 C3 N3 -179.56(13) C2 N2 C3 C4 0.47(19) C5 N3 C3 N2 179.90(13) C5 N3 C3 C4 -0.12(14) C5 N4 C4 C3 -0.22(15) C5 N4 C4 C1 -179.61(14) N2 C3 C4 N4 -179.81(12) N3 C3 C4 N4 0.22(15) N2 C3 C4 C1 -0.30(19) N3 C3 C4 C1 179.73(11) N1 C1 C4 N4 179.19(14) O1 C1 C4 N4 -1.3(2) N1 C1 C4 C3 -0.17(19) O1 C1 C4 C3 179.29(12) C4 N4 C5 N3 0.14(16) C3 N3 C5 N4 -0.01(16) _cod_database_fobs_code 2013728 _journal_paper_doi 10.1107/S010827010302314X