#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/12/2011251.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_2011251 loop_ _publ_author_name 'Swenson, Dale C.' 'Nair, Vasu' 'Bera, Sanjib' _publ_section_title ; Two isomeric dideoxynucleosides ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e343 _journal_page_last e345 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C11 H13 N5 O2' _chemical_formula_sum 'C11 H13 N5 O2' _chemical_formula_weight 247.26 _chemical_name_systematic ; ? ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.727(2) _cell_length_b 16.632(4) _cell_length_c 7.104(2) _cell_measurement_reflns_used 24 _cell_measurement_temperature 210(2) _cell_measurement_theta_max 17.5 _cell_measurement_theta_min 12.1 _cell_volume 1149.3(5) _computing_cell_refinement 'CAD-4 Operations Manual' _computing_data_collection 'CAD-4 Operations Manual (Enraf-Nonius,1977)' _computing_data_reduction 'MolEN (Fair,1990)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXTL (Sheldrick, 1995)' _diffrn_ambient_temperature 210(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0242 _diffrn_reflns_av_sigmaI/netI .0166 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 4469 _diffrn_reflns_theta_full 24.93 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% <2 _diffrn_standards_interval_time 120 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu .104 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 520 _exptl_crystal_size_max .36 _exptl_crystal_size_mid .24 _exptl_crystal_size_min .21 _refine_diff_density_max .165 _refine_diff_density_min -.102 _refine_ls_extinction_coef .031(3) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 166 _refine_ls_number_reflns 1193 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.107 _refine_ls_R_factor_all .025 _refine_ls_R_factor_gt .023 _refine_ls_shift/su_max .008 _refine_ls_shift/su_mean .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0349P)^2^+0.1889P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .064 _reflns_number_gt 1133 _reflns_number_total 1193 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file qa0334.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011251 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -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 N1 .58625(15) .93347(8) .7844(2) .0263(3) Uani d . 1 . . N C2 .51904(18) .86504(10) .8226(2) .0283(4) Uani d . 1 . . C H2 .4660 .8657 .9315 .034 Uiso calc R 1 . . H N3 .51725(15) .79598(8) .7266(2) .0270(3) Uani d . 1 . . N C4 .59144(16) .80265(9) .5669(2) .0216(3) Uani d . 1 . . C C5 .66519(17) .86903(9) .5073(2) .0217(4) Uani d . 1 . . C C6 .66393(18) .93680(10) .6265(2) .0236(4) Uani d . 1 . . C N6 .73670(17) 1.00338(9) .5930(2) .0294(3) Uani d . 1 . . N H6B .7335 1.0429 .6710 .035 Uiso calc R 1 . . H H6A .7867 1.0067 .4935 .035 Uiso calc R 1 . . H N7 .73282(15) .85309(8) .3395(2) .0252(3) Uani d . 1 . . N C8 .69869(17) .77840(10) .3012(2) .0262(4) Uani d . 1 . . C H8 .7293 .7512 .1947 .031 Uiso calc R 1 . . H N9 .61379(14) .74447(8) .43286(19) .0235(3) Uani d . 1 . . N O1' .70105(12) .57710(7) .25746(18) .0293(3) Uani d . 1 . . O C2' .57703(18) .57818(10) .1480(2) .0248(4) Uani d . 1 . . C H2' .5278 .5273 .1657 .030 Uiso calc R 1 . . H C3' .49360(17) .64604(10) .2329(2) .0232(4) Uani d . 1 . . C C4' .55393(18) .66314(9) .4263(2) .0243(4) Uani d . 1 . . C H4' .4831 .6573 .5235 .029 Uiso calc R 1 . . H C5' .6618(2) .59661(10) .4460(2) .0305(4) Uani d . 1 . . C H5'B .7404 .6155 .5175 .037 Uiso calc R 1 . . H H5'A .6232 .5500 .5089 .037 Uiso calc R 1 . . H C6' .6127(2) .58823(11) -.0591(2) .0293(4) Uani d . 1 . . C H6'B .6746 .5453 -.0963 .035 Uiso calc R 1 . . H H6'A .5294 .5830 -.1332 .035 Uiso calc R 1 . . H O6' .67537(14) .66326(8) -.10049(19) .0331(3) Uani d . 1 . . O H6' .6158 .6964 -.1260 .050(7) Uiso calc R 1 . . H C7' .39301(18) .68600(11) .1517(3) .0327(4) Uani d . 1 . . C H7'B .3667 .6734 .0294 .039 Uiso calc R 1 . . H H7'A .3482 .7269 .2167 .039 Uiso calc R 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 N1 .0311(7) .0245(7) .0234(7) -.0002(6) -.0004(7) -.0020(6) C2 .0309(8) .0285(9) .0254(9) -.0017(7) .0050(8) -.0022(8) N3 .0311(7) .0244(7) .0255(7) -.0029(6) .0051(6) -.0011(6) C4 .0230(8) .0202(8) .0216(8) .0016(6) -.0027(7) -.0002(6) C5 .0227(8) .0198(8) .0228(8) .0012(6) -.0027(7) .0015(7) C6 .0258(8) .0210(8) .0239(8) .0012(7) -.0045(7) .0018(7) N6 .0432(8) .0210(6) .0241(7) -.0063(6) .0034(7) -.0031(6) N7 .0298(7) .0214(6) .0246(7) -.0035(6) .0020(6) .0001(6) C8 .0289(9) .0258(8) .0240(8) -.0026(7) .0035(7) -.0012(7) N9 .0278(7) .0190(7) .0236(7) -.0019(6) .0022(6) -.0023(6) O1' .0329(7) .0295(6) .0254(6) .0080(5) -.0006(5) -.0001(5) C2' .0297(8) .0187(7) .0260(8) -.0019(7) -.0001(7) .0001(7) C3' .0239(8) .0194(7) .0262(8) -.0048(7) .0035(7) .0007(7) C4' .0296(9) .0197(8) .0234(8) -.0037(7) .0037(8) -.0005(7) C5' .0448(10) .0219(8) .0249(8) .0016(8) -.0034(8) .0008(7) C6' .0377(10) .0248(8) .0253(8) -.0002(8) .0012(8) -.0029(7) O6' .0363(7) .0302(7) .0329(7) -.0019(6) .0050(6) .0053(6) C7' .0297(9) .0324(9) .0360(10) .0018(8) -.0011(9) -.0013(8) 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 N1 C2 . 1.340(2) yes N1 C6 . 1.354(2) yes C2 N3 . 1.336(2) yes C2 H2 . .9300 ? N3 C4 . 1.349(2) yes C4 N9 . 1.375(2) yes C4 C5 . 1.383(2) yes C5 N7 . 1.387(2) yes C5 C6 . 1.410(2) yes C6 N6 . 1.336(2) yes N6 H6B . .8600 ? N6 H6A . .8600 ? N7 C8 . 1.314(2) yes C8 N9 . 1.370(2) yes C8 H8 . .9300 ? N9 C4' . 1.473(2) yes O1' C5' . 1.430(2) yes O1' C2' . 1.435(2) yes C2' C3' . 1.515(2) yes C2' C6' . 1.521(2) yes C2' H2' . .9800 ? C3' C7' . 1.316(2) yes C3' C4' . 1.521(2) yes C4' C5' . 1.532(2) yes C4' H4' . .9800 ? C5' H5'B . .9700 ? C5' H5'A . .9700 ? C6' O6' . 1.420(2) yes C6' H6'B . .9700 ? C6' H6'A . .9700 ? O6' H6' . .8200 ? C7' H7'B . .9300 ? C7' H7'A . .9300 ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .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_publ_flag C2 N1 C6 118.34(14) yes N3 C2 N1 129.29(16) yes N3 C2 H2 115.4 ? N1 C2 H2 115.4 ? C2 N3 C4 110.58(14) yes N3 C4 N9 127.52(15) yes N3 C4 C5 126.90(15) yes N9 C4 C5 105.54(14) yes C4 C5 N7 110.88(14) yes C4 C5 C6 116.73(15) yes N7 C5 C6 132.31(15) yes N6 C6 N1 118.50(15) yes N6 C6 C5 123.47(16) yes N1 C6 C5 118.02(15) yes C6 N6 H6B 120.0 ? C6 N6 H6A 120.0 ? H6B N6 H6A 120.0 ? C8 N7 C5 103.83(14) yes N7 C8 N9 113.59(15) yes N7 C8 H8 123.2 ? N9 C8 H8 123.2 ? C8 N9 C4 106.16(14) yes C8 N9 C4' 126.52(14) yes C4 N9 C4' 127.26(14) yes C5' O1' C2' 106.28(13) yes O1' C2' C3' 104.11(13) yes O1' C2' C6' 109.48(14) yes C3' C2' C6' 115.18(15) yes O1' C2' H2' 109.3 ? C3' C2' H2' 109.3 ? C6' C2' H2' 109.3 ? C7' C3' C2' 126.86(17) yes C7' C3' C4' 126.04(17) yes C2' C3' C4' 106.99(13) yes N9 C4' C3' 110.65(13) yes N9 C4' C5' 112.93(14) yes C3' C4' C5' 102.22(13) yes N9 C4' H4' 110.3 ? C3' C4' H4' 110.3 ? C5' C4' H4' 110.3 ? O1' C5' C4' 105.15(13) yes O1' C5' H5'B 110.7 ? C4' C5' H5'B 110.7 ? O1' C5' H5'A 110.7 ? C4' C5' H5'A 110.7 ? H5'B C5' H5'A 108.8 ? O6' C6' C2' 113.27(14) yes O6' C6' H6'B 108.9 ? C2' C6' H6'B 108.9 ? O6' C6' H6'A 108.9 ? C2' C6' H6'A 108.9 ? H6'B C6' H6'A 107.7 ? C6' O6' H6' 109.5 ? C3' C7' H7'B 120.0 ? C3' C7' H7'A 120.0 ? H7'B C7' H7'A 120.0 ? 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 _geom_hbond_publ_flag N6 H6A N1 2_674 .86 2.17 2.979(2) 156 yes N6 H6B N7 2_675 .86 2.13 2.975(2) 168 yes O6' H6' N3 1_554 .82 2.18 2.957(2) 158 yes C8 H8 O6' . .93 2.61 3.444(2) 150 yes 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 C6 N1 C2 N3 .8(3) N1 C2 N3 C4 -3.1(3) C2 N3 C4 N9 179.76(16) C2 N3 C4 C5 2.3(2) N3 C4 C5 N7 177.82(15) N9 C4 C5 N7 -.11(18) N3 C4 C5 C6 .6(2) N9 C4 C5 C6 -177.34(14) C2 N1 C6 N6 -176.57(15) C2 N1 C6 C5 2.5(2) C4 C5 C6 N6 175.94(15) N7 C5 C6 N6 -.6(3) C4 C5 C6 N1 -3.1(2) N7 C5 C6 N1 -179.57(16) C4 C5 N7 C8 .20(18) C6 C5 N7 C8 176.85(18) C5 N7 C8 N9 -.22(18) N7 C8 N9 C4 .16(19) N7 C8 N9 C4' 177.64(15) N3 C4 N9 C8 -177.94(16) C5 C4 N9 C8 -.02(17) N3 C4 N9 C4' 4.6(3) C5 C4 N9 C4' -177.47(15) C5' O1' C2' C3' 36.01(16) C5' O1' C2' C6' 159.67(14) O1' C2' C3' C7' 158.59(16) C6' C2' C3' C7' 38.7(2) O1' C2' C3' C4' -17.90(16) C6' C2' C3' C4' -137.78(16) C8 N9 C4' C3' -46.5(2) C4 N9 C4' C3' 130.41(16) C8 N9 C4' C5' 67.3(2) C4 N9 C4' C5' -115.70(18) C7' C3' C4' N9 -61.3(2) C2' C3' C4' N9 115.24(15) C7' C3' C4' C5' 178.21(17) C2' C3' C4' C5' -5.26(16) C2' O1' C5' C4' -40.20(17) N9 C4' C5' O1' -91.97(17) C3' C4' C5' O1' 26.93(17) O1' C2' C6' O6' -64.77(19) C3' C2' C6' O6' 52.1(2) _journal_paper_doi 10.1107/S0108270100008921