data_2003661 _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 ; _journal_name_full 'Acta Crystallographica' _journal_year 1995 _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 11.130(8) _cell_length_b 7.999(8) _cell_length_c 15.162(8) _cell_angle_alpha 90 _cell_angle_beta 95.81(5) _cell_angle_gamma 90 _cell_volume 1343(2) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _cell_measurement_reflns_used 13 _cell_measurement_theta_min 7.45 _cell_measurement_theta_max 11.8 _exptl_absorpt_coefficient_mu 0.084 _cell_measurement_temperature 296 _exptl_crystal_description cube _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_size_rad ? _exptl_crystal_colour yellow _chemical_compound_source ? _diffrn_measurement_device 'Rigaku AFC6S' _diffrn_measurement_method \w _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _diffrn_reflns_number 2694 _reflns_number_total 2558 _reflns_number_observed 1203 _reflns_observed_criterion >3sigma(I) _diffrn_reflns_av_R_equivalents .12 _diffrn_reflns_theta_max 25 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs .066 _refine_ls_wR_factor_obs .078 _refine_ls_wR_factor_all ? _refine_ls_goodness_of_fit_obs 2.51 _refine_ls_goodness_of_fit_all ? _refine_ls_number_reflns 1203 _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 0.005 _refine_diff_density_max .23 _refine_diff_density_min -.29 _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 0.4380(04) -0.0703(06) 0.1021(03) 4.9(2) N1 0.2559(04) -0.0092(05) 0.2032(03) 3.0(2) N3 0.0798(04) 0.1710(05) 0.2328(03) 2.7(2) N7 0.0993(04) 0.1764(06) -0.0004(03) 3.4(2) N9 -0.0157(04) 0.2933(05) 0.0950(03) 2.9(2) N14 0.3407(04) 0.0711(07) -0.0111(03) 4.9(3) C2 0.1503(04) 0.0172(06) 0.2562(03) 2.7(2) C4 0.0653(04) 0.1982(06) 0.1427(03) 2.4(2) C5 0.1366(05) 0.1264(06) 0.0846(03) 2.7(2) C6 0.2405(05) 0.0374(06) 0.1207(03) 2.6(2) C8 0.0069(06) 0.2762(07) 0.0060(04) 3.7(3) C15 -0.1164(05) 0.3898(07) 0.1230(04) 3.1(2) C16 -0.0922(05) 0.4876(07) 0.1988(04) 3.8(3) C17 -0.1917(07) 0.5840(08) 0.2227(05) 5.3(4) C18 -0.3005(06) 0.5792(09) 0.1744(05) 5.4(4) C19 -0.3196(05) 0.4806(09) 0.1013(04) 5.1(3) C20 -0.2243(05) 0.3833(08) 0.0776(04) 4.0(3) C10 0.1982(05) 0.0285(07) 0.3522(04) 4.0(3) C11 0.0661(05) -0.1337(07) 0.2376(04) 3.6(3) C12 0.3508(05) 0.0062(07) 0.0691(03) 3.1(2) H3 0.115(05) 0.265(06) 0.267(03) 3.5 H8 -0.038 0.329 -0.043 4.6 H16 -0.015 0.490 0.232 4.7 H17 -0.181 0.653 0.274 6.7 H18 -0.365 0.646 0.192 6.7 H19 -0.396 0.478 0.067 6.2 H20 -0.237 0.311 0.028 4.9 H10A 0.133 0.039 0.387 4.9 H10B 0.243 -0.069 0.369 4.9 H10C 0.249 0.124 0.361 4.9 H11A -0.000 -0.125 0.272 4.5 H11B 0.109 -0.234 0.252 4.5 H11C 0.037 -0.135 0.176 4.5 H14A 0.405 0.059 -0.048 6.1 H14B 0.269 0.129 -0.032 6.1 loop_ _geom_contact_atom_site_label_1 _geom_contact_site_symmetry_1 _geom_contact_atom_site_label_2 _geom_contact_site_symmetry_2 _geom_contact_distance O13 1 H14A 3_655 2.01 O13 1 H3 2_545 2.49(5) O13 1 N14 3_655 2.943(6) O13 1 N3 2_545 3.268(6) O13 1 C16 2_545 3.350(8) N1 1 H3 2_545 2.32(5) N1 1 N3 2_545 3.235(7) N7 1 N7 3 3.585(9) C20 1 C10 4_454 3.510(8) C16 1 C11 1_565 3.524(8) 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 0.043(02) 0.023(02) 0.030(02) 0.085(03) 0.016(02) 0.063(03) N1 0.033(02) 0.002(02) 0.023(02) 0.041(03) -0.002(02) 0.046(03) N3 0.035(03) 0.001(02) 0.014(02) 0.036(03) -0.000(02) 0.035(03) N7 0.036(03) 0.009(02) 0.016(02) 0.054(03) 0.008(02) 0.042(03) N9 0.035(03) 0.009(02) 0.016(02) 0.037(03) 0.002(02) 0.039(02) N14 0.050(03) 0.026(03) 0.032(03) 0.090(04) 0.024(03) 0.052(03) C2 0.028(03) 0.002(02) 0.016(02) 0.041(03) 0.004(03) 0.036(03) C4 0.026(03) -0.003(02) 0.011(02) 0.030(03) -0.004(03) 0.036(03) C5 0.034(03) -0.006(03) 0.018(02) 0.034(03) -0.004(03) 0.037(03) C6 0.032(03) -0.003(02) 0.016(02) 0.035(03) -0.004(03) 0.036(03) C8 0.054(03) 0.007(03) 0.018(03) 0.052(04) 0.010(03) 0.039(03) C15 0.035(03) 0.004(03) 0.024(03) 0.035(03) 0.005(03) 0.052(03) C16 0.044(03) 0.000(03) 0.019(03) 0.044(03) -0.002(03) 0.059(04) C17 0.072(05) 0.003(04) 0.047(04) 0.053(04) -0.014(04) 0.086(05) C18 0.047(04) 0.013(04) 0.045(04) 0.072(05) 0.007(04) 0.093(05) C19 0.040(04) 0.019(04) 0.018(03) 0.088(05) 0.017(04) 0.068(04) C20 0.047(04) 0.007(03) 0.018(03) 0.059(04) 0.005(03) 0.049(04) C10 0.048(04) 0.010(03) 0.019(03) 0.057(04) 0.007(03) 0.051(04) C11 0.047(04) -0.003(03) 0.026(03) 0.044(03) -0.000(03) 0.051(03) C12 0.027(03) 0.006(03) 0.017(02) 0.048(03) -0.001(03) 0.044(03) H3 0.044 0 0 0.044 0 0.044 H8 0.058 0 0 0.058 0 0.058 H16 0.059 0 0 0.059 0 0.059 H17 0.085 0 0 0.085 0 0.085 H18 0.085 0 0 0.085 0 0.085 H19 0.078 0 0 0.078 0 0.078 H20 0.062 0 0 0.062 0 0.062 H10A 0.063 0 0 0.063 0 0.063 H10B 0.063 0 0 0.063 0 0.063 H10C 0.063 0 0 0.063 0 0.063 H11A 0.057 0 0 0.057 0 0.057 H11B 0.057 0 0 0.057 0 0.057 H11C 0.057 0 0 0.057 0 0.057 H14A 0.077 0 0 0.077 0 0.077 H14B 0.077 0 0 0.077 0 0.077