#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003685.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_2003685 _journal_volume C51 _journal_page_first 1347 _journal_page_last 1350 _publ_section_title ; 6-(3,5-Di-O-acetyl-\b-D-2-deoxyribofuranosyl)-3,4-dihydro-8-H- pyrimido[4,5-c][1,2]oxazin-7-one ; _chemical_formula_sum 'C15 H19 N3 O7' _chemical_formula_weight 353.33 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _symmetry_space_group_name_H-M 'P 21' _cell_length_a 14.662(3) _cell_length_b 5.4190(10) _cell_length_c 21.475(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.66(3) _cell_angle_gamma 90.00 _cell_volume 1671.1(6) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method ? _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 11 _cell_measurement_theta_max 21 _exptl_absorpt_coefficient_mu 0.959 _cell_measurement_temperature 289(2) _exptl_crystal_description needles _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_colour white _chemical_compound_source 'grown from ethanol' _diffrn_measurement_device 'Siemens P4-PC diffractometer' _diffrn_measurement_method '\q-2\q scans' _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _diffrn_reflns_number 2121 _reflns_number_total 2121 _reflns_number_observed 1256 _reflns_observed_criterion >2sigma(I) _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_theta_max 47.22 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_obs 0.0692 _refine_ls_wR_factor_obs 0.1468 _refine_ls_wR_factor_all 0.1726 _refine_ls_goodness_of_fit_obs 1.313 _refine_ls_goodness_of_fit_all 1.073 _refine_ls_number_reflns 2121 _refine_ls_number_parameters 470 _refine_ls_hydrogen_treatment ; The H atoms were placed at calculated positions (C-H = 0.98\%A for tertiary C-H, C-H = 0.97\%A for secondary CH~2~, C-H = 0.93\%A for Csp^2^-H, C-H = 0.96\%A for an idealized methyl group and N-H = 0.90\%A, U = 1.2 x Ueq of the parent atom) and refined in the riding mode or rotating mode (methyl groups). ; _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0332P)^2^+5.4135P] wh _refine_ls_shift/esd_max -0.198 _refine_diff_density_max 0.242 _refine_diff_density_min -0.271 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00018(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag 'C' 'C' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0181 0.009 'H' 'H' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.000 'N' 'N' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0311 0.018 'O' 'O' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0492 0.032 _refine_ls_abs_structure_details ; The absolute configuration was assigned to agree with the known chirality at C4' arising from its synthetic precursor. ; _refine_ls_abs_structure_Flack -1.28(88) loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N1A 1 0.3420(2) 0.0501 0.20934(12) 0.0478(12) C2A 1 0.3935(3) 0.2388(8) 0.24522(15) 0.055(2) N3A 1 0.3764(2) 0.2614(7) 0.30448(11) 0.0476(12) H3AA 1 0.4086(2) 0.3802(7) 0.32884(11) 0.057 C4A 1 0.3124(3) 0.1260(8) 0.33145(14) 0.050(2) C5A 1 0.2667(2) -0.0732(8) 0.29375(14) 0.0428(15) C6A 1 0.2814(2) -0.0977(9) 0.2350(2) 0.047(2) H6AA 1 0.2492(2) -0.2210(9) 0.2095(2) 0.056 O2A 1 0.4477(2) 0.3609(6) 0.22321(10) 0.0533(11) N4A 1 0.3090(2) 0.2008(8) 0.38743(14) 0.078(2) O4A 1 0.2416(2) 0.0558(7) 0.41490(12) 0.0845(13) C7A 1 0.2337(3) -0.1846(9) 0.3941(2) 0.071(2) H7AA 1 0.1916(3) -0.2707(9) 0.4161(2) 0.085 H7AB 1 0.2942(3) -0.2630(9) 0.4059(2) 0.085 C8A 1 0.1998(3) -0.2149(10) 0.32499(15) 0.062(2) H8AA 1 0.1372(3) -0.1495(10) 0.31220(15) 0.074 H8AB 1 0.1992(3) -0.3879(10) 0.31332(15) 0.074 C1'A 1 0.3481(2) 0.0204(8) 0.1421(2) 0.045(2) H1'AA 1 0.3948(2) 0.1345(8) 0.1318(2) 0.054 C2'A 1 0.3683(3) -0.2368(8) 0.12240(14) 0.050(2) H2'AA 1 0.3450(3) -0.3584(8) 0.14844(14) 0.060 H2'AB 1 0.4347(3) -0.2613(8) 0.12609(14) 0.060 C3'A 1 0.3179(2) -0.2555(8) 0.05396(13) 0.046(2) H3'AA 1 0.2990(2) -0.4252(8) 0.04188(13) 0.055 C4'A 1 0.2360(2) -0.0870(9) 0.0509(2) 0.054(2) H4'AA 1 0.2293(2) 0.0106(9) 0.0118(2) 0.065 O4'A 1 0.2572(2) 0.0808(6) 0.10421(11) 0.0517(10) O3'A 1 0.3808(2) -0.1542(7) 0.01520(10) 0.0600(11) C31A 1 0.3604(3) -0.2132(11) -0.0474(2) 0.073(2) O31A 1 0.2902(2) -0.3066(8) -0.07063(14) 0.118(2) C32A 1 0.4304(3) -0.1031(11) -0.0809(2) 0.096(2) H32AA 1 0.4229(14) -0.1729(43) -0.1227(6) 0.115 H32AB 1 0.4920(3) -0.1378(50) -0.0573(8) 0.115 H32AC 1 0.4214(14) 0.0722(13) -0.0842(13) 0.115 C5'A 1 0.1448(2) -0.2115(9) 0.0507(2) 0.054(2) H5'AA 1 0.0963(2) -0.0886(9) 0.0492(2) 0.065 H5'AB 1 0.1283(2) -0.3160(9) 0.0135(2) 0.065 O5'A 1 0.1526(2) -0.3579(6) 0.10736(11) 0.0570(11) C51A 1 0.0985(3) -0.5528(8) 0.1089(2) 0.075(2) O51A 1 0.0441(2) -0.6203(8) 0.06143(15) 0.115(2) C52A 1 0.1073(3) -0.6646(10) 0.1706(2) 0.075(2) H52AA 1 0.1715(4) -0.7033(48) 0.1873(6) 0.090 H52AB 1 0.0710(16) -0.8133(28) 0.1670(3) 0.090 H52AC 1 0.0853(18) -0.5520(22) 0.1988(4) 0.090 N1B 1 0.3325(2) 0.5674(8) 0.71771(13) 0.0561(13) C2B 1 0.4031(3) 0.4251(10) 0.7541(2) 0.062(2) N3B 1 0.4544(2) 0.2902(8) 0.72021(12) 0.0590(14) H3BA 1 0.4996(2) 0.1928(8) 0.74177(12) 0.071 C4B 1 0.4461(2) 0.3013(10) 0.6540(2) 0.058(2) C5B 1 0.3779(3) 0.4689(9) 0.6203(2) 0.060(2) C6B 1 0.3247(3) 0.5899(9) 0.6519(2) 0.057(2) H6BA 1 0.2797(3) 0.6955(9) 0.6296(2) 0.069 O2B 1 0.4096(2) 0.4041(7) 0.81080(11) 0.0613(12) N4B 1 0.5045(2) 0.1606(7) 0.63359(12) 0.0582(14) O4B1 0.50 0.5112(3) 0.2192(13) 0.5681(2) 0.063(2) C7B1 0.50 0.4432(4) 0.3381(18) 0.5282(3) 0.080(3) H7BA 0.50 0.4096(4) 0.2145(18) 0.4998(3) 0.096 H7BB 0.50 0.4734(4) 0.4451(18) 0.5023(3) 0.096 O4B2 0.50 0.4870(4) 0.1351(14) 0.5644(2) 0.077(2) C7B2 0.50 0.4052(5) 0.2348(14) 0.5360(3) 0.064(3) H7BC 0.50 0.3572(5) 0.1226(14) 0.5437(3) 0.077 H7BD 0.50 0.4036(5) 0.2297(14) 0.4906(3) 0.077 C8B 1 0.3749(3) 0.4842(10) 0.5498(2) 0.084(2) H8BA 1 0.3137(3) 0.4328(10) 0.5274(2) 0.101 H8BB 1 0.3832(3) 0.6551(10) 0.5387(2) 0.101 C1'B 1 0.2676(3) 0.6941(8) 0.7482(2) 0.067(2) H1'B 1 0.2809(3) 0.6569(8) 0.7938(2) 0.081 C2'B 1 0.2578(2) 0.9667(8) 0.7381(2) 0.061(2) H2'C 1 0.2695(2) 1.0125(8) 0.6968(2) 0.073 H2'D 1 0.3010(2) 1.0552(8) 0.7707(2) 0.073 C3'B 1 0.1582(2) 1.0235(8) 0.7424(2) 0.062(2) H3'B 1 0.1337(2) 1.1606(8) 0.7142(2) 0.074 C4'B 1 0.1056(2) 0.7907(8) 0.7220(2) 0.062(2) H4'B 1 0.0687(2) 0.7441(8) 0.7535(2) 0.075 O4'B 1 0.1751(2) 0.5997(6) 0.71856(14) 0.0660(12) O3'B 1 0.1588(2) 1.0863(7) 0.80889(12) 0.0795(13) C31B 1 0.0895(3) 1.2380(10) 0.8201(2) 0.071(2) O31B 1 0.0256(2) 1.2851(7) 0.78081(13) 0.0791(13) C32B 1 0.1104(3) 1.3075(11) 0.8878(2) 0.089(2) H32D 1 0.0756(16) 1.4525(34) 0.8939(3) 0.107 H32E 1 0.1758(5) 1.3408(56) 0.9009(4) 0.107 H32F 1 0.0935(20) 1.1746(24) 0.9128(2) 0.107 C5'B 1 0.0434(3) 0.8047(10) 0.6568(2) 0.077(2) H5'C 1 0.0195(3) 0.6416(10) 0.6439(2) 0.092 H5'D 1 -0.0091(3) 0.9118(10) 0.6583(2) 0.092 O5'B 1 0.0937(2) 0.8976(7) 0.61145(12) 0.0856(14) C51B 1 0.0639(3) 1.0868(10) 0.5740(2) 0.077(2) O51B 1 -0.0101(2) 1.1834(8) 0.5770(2) 0.115(2) C52B 1 0.1239(3) 1.1564(11) 0.5315(2) 0.116(3) H52D 1 0.1197(19) 1.3312(15) 0.5243(14) 0.140 H52E 1 0.1050(16) 1.0712(52) 0.4918(6) 0.140 H52F 1 0.1870(5) 1.1132(61) 0.5501(8) 0.140 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 N1A 0.053(2) -0.007(2) 0.0281(14) 0.071(3) -0.005(2) 0.028(2) C2A 0.062(3) 0.009(3) -0.006(2) 0.070(4) -0.026(3) 0.025(2) N3A 0.062(2) -0.021(2) 0.015(2) 0.058(3) -0.015(2) 0.026(2) C4A 0.065(3) 0.000(3) 0.025(2) 0.061(4) -0.012(2) 0.031(2) C5A 0.059(2) 0.009(3) 0.020(2) 0.050(3) -0.008(2) 0.024(2) C6A 0.030(2) -0.002(3) 0.001(2) 0.062(3) -0.006(3) 0.045(2) O2A 0.067(2) -0.014(2) 0.0157(14) 0.057(2) -0.005(2) 0.0381(14) N4A 0.072(2) -0.034(3) 0.033(2) 0.109(4) -0.022(3) 0.061(2) O4A 0.100(2) -0.017(2) 0.042(2) 0.099(3) -0.037(2) 0.065(2) C7A 0.068(3) -0.005(3) 0.033(2) 0.106(4) -0.001(3) 0.047(2) C8A 0.055(3) -0.031(3) 0.015(2) 0.082(4) 0.017(3) 0.050(2) C1'A 0.040(2) -0.007(3) 0.013(2) 0.062(3) -0.006(2) 0.036(2) C2'A 0.063(3) -0.005(3) 0.016(2) 0.055(3) 0.003(3) 0.035(2) C3'A 0.056(3) -0.013(3) 0.014(2) 0.055(3) -0.017(2) 0.030(2) C4'A 0.043(2) 0.018(3) 0.025(2) 0.086(4) 0.006(3) 0.041(2) O4'A 0.057(2) 0.013(2) 0.0118(14) 0.056(2) -0.011(2) 0.0422(14) O3'A 0.066(2) -0.022(2) 0.0264(13) 0.079(3) -0.012(2) 0.0413(14) C31A 0.068(3) -0.032(3) 0.031(2) 0.117(5) -0.026(3) 0.043(2) O31A 0.104(2) -0.065(3) 0.024(2) 0.178(4) -0.030(3) 0.074(2) C32A 0.112(4) -0.039(4) 0.020(3) 0.124(5) -0.002(4) 0.052(3) C5'A 0.045(3) 0.005(3) -0.001(2) 0.065(4) -0.005(3) 0.048(2) O5'A 0.065(2) 0.004(2) 0.0209(14) 0.066(3) 0.013(2) 0.0432(14) C51A 0.116(4) -0.002(3) 0.033(3) 0.027(3) 0.020(3) 0.088(3) O51A 0.108(3) -0.021(3) -0.042(2) 0.098(3) 0.005(3) 0.112(2) C52A 0.044(2) 0.009(3) 0.043(2) 0.081(4) 0.009(4) 0.113(3) N1B 0.063(2) 0.018(2) 0.016(2) 0.067(3) 0.000(2) 0.040(2) C2B 0.064(3) 0.028(3) -0.006(2) 0.065(4) 0.007(3) 0.051(2) N3B 0.055(2) 0.021(3) 0.002(2) 0.083(3) 0.000(2) 0.037(2) C4B 0.038(2) 0.004(3) 0.018(2) 0.093(4) 0.005(3) 0.048(2) C5B 0.055(3) 0.016(3) 0.001(2) 0.081(4) 0.023(3) 0.040(2) C6B 0.045(2) -0.002(3) 0.009(2) 0.066(4) 0.026(3) 0.060(2) O2B 0.069(2) -0.002(2) 0.0110(14) 0.075(3) -0.004(2) 0.0396(15) N4B 0.070(2) 0.018(2) 0.009(2) 0.078(3) 0.012(2) 0.027(2) O4B1 0.056(3) 0.007(4) 0.025(2) 0.095(5) 0.006(3) 0.043(3) C7B1 0.082(5) 0.009(5) 0.034(4) 0.113(6) 0.019(5) 0.054(4) O4B2 0.097(4) 0.019(4) 0.020(3) 0.098(5) -0.002(4) 0.039(3) C7B2 0.065(5) -0.007(5) 0.028(4) 0.095(6) -0.015(5) 0.041(4) C8B 0.097(3) 0.004(4) 0.019(3) 0.100(5) 0.005(3) 0.058(3) C1'B 0.059(3) -0.013(3) 0.008(3) 0.063(4) 0.003(3) 0.077(3) C2'B 0.038(3) -0.021 -0.017 0.058(4) 0.001 0.074(3) C3'B 0.065(3) 0.007(3) 0.023(2) 0.062(4) 0.001(3) 0.063(3) C4'B 0.059(3) -0.004(3) 0.018(2) 0.053(3) -0.019(3) 0.077(3) O4'B 0.038(2) 0.002(2) 0.025(2) 0.057(2) -0.002(2) 0.108(2) O3'B 0.081(2) 0.009(3) 0.014(2) 0.090(3) 0.003(2) 0.067(2) C31B 0.054(3) 0.010(3) 0.025(2) 0.080(4) -0.005(3) 0.084(3) O31B 0.069(2) 0.016(2) 0.021(2) 0.086(3) 0.021(2) 0.085(2) C32B 0.094(4) -0.015(4) 0.016(3) 0.091(5) -0.032(4) 0.082(3) C5'B 0.055(3) -0.002(3) 0.009(3) 0.079(4) -0.014(4) 0.094(3) O5'B 0.081(2) 0.003(2) 0.026(2) 0.105(3) 0.008(2) 0.075(2) C51B 0.084(3) -0.001(4) 0.021(3) 0.079(4) -0.016(3) 0.072(3) O51B 0.087(2) 0.038(3) 0.043(2) 0.135(4) 0.038(3) 0.132(3) C52B 0.102(4) 0.003(4) 0.019(3) 0.143(6) 0.025(4) 0.103(4)