data_2003660 _journal_name_full 'Acta Crystallographica' _journal_year 1995 _journal_volume C51 _journal_page_first 1467 _journal_page_last 1470 _publ_section_title ; A Tautomeric Pair of 2,2-Dimethyl-6-carbamoyl-9-phenyldihydropurines ; _chemical_formula_moiety 'C14 H15 N5 O' _chemical_formula_sum 'C14 H15 N5 O' _chemical_formula_weight 269.31 loop_ _symmetry_equiv_pos_as_xyz '+x,+y,+z' '1/2-x,1/2+y,1/2-z' '-x,-y,-z' '1/2+x,1/2-y,1/2+z' _symmetry_space_group_name_H-M 'P 21/n' _cell_length_a 12.33(3) _cell_length_b 8.26(4) _cell_length_c 14.25(3) _cell_angle_alpha 90 _cell_angle_beta 115.0(5) _cell_angle_gamma 90 _cell_volume 1314(6) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _cell_measurement_reflns_used 22 _cell_measurement_theta_min 5.79 _cell_measurement_theta_max 14.64 _exptl_absorpt_coefficient_mu 0.086 _cell_measurement_temperature 296 _exptl_crystal_description block _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_size_rad ? _exptl_crystal_colour orange-red _chemical_compound_source ? _diffrn_measurement_device 'Rigaku AFC6S diffractometer' _diffrn_measurement_method \w _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _diffrn_reflns_number 5599 _reflns_number_total 4972 _reflns_number_observed 738 _reflns_observed_criterion >2sigma(I) _diffrn_reflns_av_R_equivalents .086 _diffrn_reflns_theta_max 25 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 7 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs .049 _refine_ls_wR_factor_obs .052 _refine_ls_wR_factor_all ? _refine_ls_goodness_of_fit_obs 1.49 _refine_ls_goodness_of_fit_all ? _refine_ls_number_reflns 738 _refine_ls_number_parameters 184 _refine_ls_hydrogen_treatment 'Some H-atom parameters refined' _refine_ls_weighting_scheme 'weights: default scheme in TEXSAN' _refine_ls_shift/esd_max 0.002 _refine_diff_density_max .20 _refine_diff_density_min -.25 _refine_ls_extinction_method 'none' _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables Vol. IV' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_B_iso_or_equiv O13 0.9519(5) 0.6847(6) 0.8994(4) 4.8(3) N1 0.9371(6) 0.3665(8) 0.8477(5) 3.4(3) N3 0.9037(5) 0.1411(7) 0.7272(4) 2.5(3) N7 0.9303(6) 0.5078(8) 0.6027(5) 3.8(3) N9 0.8809(6) 0.2450(8) 0.5605(5) 2.9(3) N14 0.9376(6) 0.7597(8) 0.7409(5) 3.8(3) C2 0.9531(7) 0.1902(9) 0.8374(5) 2.8(4) C4 0.9090(7) 0.2545(10) 0.6671(6) 2.6(4) C5 0.9381(7) 0.4224(9) 0.6907(6) 2.8(4) C6 0.9439(7) 0.4794(9) 0.7818(6) 2.8(4) C8 0.8977(8) 0.3998(10) 0.5308(6) 3.7(4) C15 0.8490(7) 0.1068(10) 0.4948(5) 2.3(4) C16 0.7870(8) -0.0192(11) 0.5126(5) 3.3(4) C17 0.7555(8) -0.1518(10) 0.4473(7) 4.4(5) C18 0.7856(9) -0.1569(12) 0.3653(7) 4.9(5) C19 0.8471(8) -0.0311(12) 0.3480(6) 4.5(5) C20 0.8799(7) 0.1027(9) 0.4126(6) 3.5(4) C10 0.8840(7) 0.1028(9) 0.8886(5) 3.3(4) C11 1.0858(8) 0.1500(9) 0.8884(5) 3.7(4) C12 0.9446(7) 0.6528(10) 0.8131(7) 3.2(4) H1 0.949(6) 0.396(8) 0.909(5) 3.5 H8 0.886 0.424 0.462 4.5 H16 0.766 -0.015 0.569 3.9 H17 0.713 -0.239 0.459 5.3 H18 0.764 -0.248 0.320 5.8 H19 0.868 -0.036 0.291 5.4 H20 0.923 0.190 0.401 4.2 H10A 0.893 -0.011 0.884 3.9 H10B 0.914 0.134 0.959 3.9 H10C 0.802 0.131 0.855 3.9 H11A 1.096 0.037 0.884 4.4 H11B 1.118 0.182 0.959 4.4 H11C 1.126 0.206 0.854 4.4 H14A 0.938 0.872 0.755 4.6 H14B 0.932 0.723 0.676 4.6 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 O13 0.105(5) -0.001(4) 0.037(4) 0.045(4) -0.011(3) 0.041(4) N1 0.070(6) 0.001(4) 0.020(4) 0.035(5) -0.004(4) 0.025(5) N3 0.040(5) 0.000(4) 0.010(4) 0.027(4) -0.000(3) 0.024(4) N7 0.078(6) -0.008(5) 0.024(4) 0.034(4) -0.005(4) 0.034(5) N9 0.055(5) -0.005(4) 0.020(4) 0.034(4) -0.000(4) 0.026(4) N14 0.072(6) -0.004(4) 0.019(4) 0.022(4) -0.006(4) 0.047(5) C2 0.045(6) -0.000(5) 0.010(5) 0.033(6) -0.001(4) 0.024(6) C4 0.033(6) 0.003(5) 0.018(5) 0.025(5) -0.005(5) 0.042(6) C5 0.053(6) 0.001(5) 0.016(5) 0.025(5) -0.002(4) 0.028(5) C6 0.040(5) 0.004(5) 0.017(5) 0.026(5) 0.002(5) 0.039(6) C8 0.062(7) -0.003(5) 0.028(5) 0.045(6) 0.012(5) 0.041(6) C15 0.029(6) -0.003(4) 0.011(4) 0.028(5) -0.003(4) 0.029(5) C16 0.051(6) -0.016(5) 0.017(4) 0.047(6) -0.014(4) 0.027(5) C17 0.067(7) -0.012(6) 0.022(6) 0.052(7) -0.002(5) 0.047(6) C18 0.073(8) -0.007(6) 0.022(6) 0.058(7) -0.019(6) 0.050(7) C19 0.067(8) 0.004(6) 0.031(6) 0.066(7) -0.011(6) 0.045(6) C20 0.056(6) 0.001(5) 0.028(5) 0.039(6) 0.002(5) 0.045(6) C10 0.052(6) -0.000(5) 0.020(5) 0.043(6) 0.002(4) 0.032(5) C11 0.052(7) -0.003(5) 0.014(5) 0.049(5) -0.001(4) 0.035(5) C12 0.051(6) 0.007(5) 0.016(5) 0.024(5) 0.004(5) 0.044(6) H1 0.044 0 0 0.044 0 0.044 H8 0.057 0 0 0.057 0 0.057 H16 0.050 0 0 0.050 0 0.050 H17 0.067 0 0 0.067 0 0.067 H18 0.074 0 0 0.074 0 0.074 H19 0.068 0 0 0.068 0 0.068 H20 0.053 0 0 0.053 0 0.053 H10A 0.050 0 0 0.050 0 0.050 H10B 0.050 0 0 0.050 0 0.050 H10C 0.050 0 0 0.050 0 0.050 H11A 0.056 0 0 0.056 0 0.056 H11B 0.056 0 0 0.056 0 0.056 H11C 0.056 0 0 0.056 0 0.056 H14A 0.059 0 0 0.059 0 0.059 H14B 0.059 0 0 0.059 0 0.059