#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2201431.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_2201431 loop_ _publ_author_name 'Francis, Savarimuthu' 'Muthiah, Packianathan Thomas' 'Bocelli, Gabriele' 'Righi, Lara' _publ_section_title ; Hydrogen-bonding patterns in trimethoprim trifluoroacetate ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o717 _journal_page_last o719 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C14 H19 N4 O3 1+, C2 F3 O2 1-' _chemical_formula_moiety 'C14 H19 N4 O3 1+, C2 F3 O2 1-' _chemical_formula_structural '[(C14 H19 N4 O3 +) (CF3COO -)]' _chemical_formula_sum 'C16 H19 F3 N4 O5' _chemical_formula_weight 404.35 _chemical_name_common 'Trimethoprim trifluoroacetate' _chemical_name_systematic ; 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidinium trifluoroacetate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 112.17(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.380(2) _cell_length_b 19.091(3) _cell_length_c 9.947(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 30.15 _cell_measurement_theta_min 2.13 _cell_volume 1825.4(6) _computing_cell_refinement MolEN _computing_data_collection 'MolEN (Fair, 1990)' _computing_data_reduction MolEN _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_max 0.848 _diffrn_measurement_device_type 'Bruker AXS SMART with CCD' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0504 _diffrn_reflns_av_sigmaI/netI 0.0567 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 26370 _diffrn_reflns_reduction_process ; ? ; _diffrn_reflns_theta_full 31.69 _diffrn_reflns_theta_max 31.69 _diffrn_reflns_theta_min 2.13 _diffrn_standards_decay_% negligible _diffrn_standards_interval_count 100 _diffrn_standards_interval_time 60 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu 0.130 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_description Needle _exptl_crystal_F_000 840 _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.885 _refine_diff_density_min -0.578 _refine_ls_extinction_coef 0.0029(15) _refine_ls_extinction_expression 'Fc^*^ = kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 330 _refine_ls_number_reflns 5238 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.972 _refine_ls_R_factor_all 0.1198 _refine_ls_R_factor_gt 0.0590 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1018P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1645 _refine_ls_wR_factor_ref 0.1879 _reflns_number_gt 2610 _reflns_number_total 5238 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file cv6116.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/a' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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 2201431 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z 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 F1 0.0902(15) 0.1141(17) 0.0756(13) -0.0402(12) 0.0304(12) -0.0292(12) F2 0.0738(15) 0.126(2) 0.224(3) -0.0138(13) 0.0744(18) -0.096(2) F3 0.0837(16) 0.161(2) 0.142(2) -0.0300(15) 0.0291(15) 0.0857(19) O4 0.0668(14) 0.1024(18) 0.0597(12) -0.0248(12) 0.0203(10) 0.0280(12) O5 0.0596(12) 0.0801(15) 0.0501(11) -0.0080(10) 0.0143(10) 0.0126(10) C11 0.0501(15) 0.0404(13) 0.0507(15) 0.0002(11) 0.0225(12) 0.0060(11) C12 0.0512(15) 0.0575(16) 0.0455(14) 0.0006(12) 0.0224(12) 0.0062(12) O1 0.0716(12) 0.0382(9) 0.0442(9) 0.0045(8) 0.0339(9) -0.0055(7) O2 0.0645(11) 0.0282(8) 0.0411(9) -0.0003(7) 0.0128(8) -0.0026(7) O3 0.0755(12) 0.0383(9) 0.0450(9) -0.0073(8) 0.0330(9) 0.0030(7) N1 0.0397(11) 0.0446(11) 0.0386(10) -0.0045(9) 0.0144(9) 0.0058(8) N2 0.0470(14) 0.0664(15) 0.0488(13) -0.0054(11) 0.0141(11) 0.0242(11) N3 0.0413(11) 0.0376(10) 0.0398(10) -0.0009(8) 0.0149(8) 0.0063(8) N4 0.0463(13) 0.0465(13) 0.0506(13) -0.0060(10) 0.0181(11) 0.0128(10) C1' 0.0413(12) 0.0311(11) 0.0314(10) 0.0032(9) 0.0143(9) 0.0017(8) C2 0.0443(13) 0.0337(11) 0.0381(12) -0.0018(10) 0.0155(10) 0.0032(9) C2' 0.0458(13) 0.0335(12) 0.0351(11) -0.0006(10) 0.0199(10) 0.0002(9) C3' 0.0421(12) 0.0350(12) 0.0308(10) 0.0029(9) 0.0151(9) -0.0018(8) C4 0.0440(13) 0.0287(10) 0.0395(11) -0.0010(9) 0.0184(10) -0.0012(9) C4' 0.0456(13) 0.0270(10) 0.0346(11) 0.0012(9) 0.0125(10) -0.0011(8) C5 0.0493(13) 0.0268(10) 0.0333(10) -0.0010(9) 0.0184(10) -0.0016(8) C5' 0.0460(13) 0.0338(11) 0.0343(11) 0.0016(10) 0.0170(10) 0.0053(9) C6 0.0439(13) 0.0393(12) 0.0350(11) 0.0026(10) 0.0129(10) 0.0036(9) C6' 0.0490(14) 0.0341(12) 0.0346(11) 0.0030(10) 0.0207(10) 0.0009(9) C7 0.0540(15) 0.0338(12) 0.0355(12) -0.0005(10) 0.0222(11) -0.0006(9) C8 0.094(3) 0.0520(17) 0.0555(17) 0.0138(17) 0.0500(18) 0.0032(14) C9 0.074(2) 0.0368(14) 0.0559(17) 0.0122(14) 0.0162(15) 0.0035(13) C10 0.092(3) 0.0614(19) 0.0478(16) -0.0151(19) 0.0410(17) -0.0003(14) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_type_symbol F1 0.4475(2) 0.16233(12) 0.3157(2) 0.0936(9) Uani 1.000 F F2 0.4714(2) 0.09689(14) 0.1676(4) 0.1359(13) Uani 1.000 F F3 0.3817(3) 0.19790(16) 0.1150(3) 0.1329(11) Uani 1.000 F O4 0.2165(2) 0.08095(13) 0.2557(2) 0.0773(9) Uani 1.000 O O5 0.1433(2) 0.11576(12) 0.0341(2) 0.0651(7) Uani 1.000 O C11 0.2315(3) 0.10962(13) 0.1552(3) 0.0460(8) Uani 1.000 C C12 0.3828(3) 0.14051(15) 0.1863(3) 0.0502(9) Uani 1.000 C O1 0.11771(19) 0.31918(8) 0.82547(18) 0.0478(6) Uani 1.000 O O2 0.23186(19) 0.39773(8) 0.68314(18) 0.0467(5) Uani 1.000 O O3 0.3141(2) 0.34283(8) 0.48532(18) 0.0499(6) Uani 1.000 O N1 0.0385(2) -0.01329(10) 0.7924(2) 0.0411(6) Uani 1.000 N N2 0.1432(3) -0.07531(13) 0.9951(3) 0.0552(8) Uani 1.000 N N3 0.2908(2) -0.01012(10) 0.9143(2) 0.0397(6) Uani 1.000 N N4 0.4337(2) 0.05719(12) 0.8368(3) 0.0479(8) Uani 1.000 N C1' 0.2057(2) 0.18174(11) 0.6194(2) 0.0344(6) Uani 1.000 C C2 0.1592(2) -0.03257(12) 0.9011(2) 0.0387(7) Uani 1.000 C C2' 0.1586(3) 0.21118(12) 0.7175(2) 0.0368(7) Uani 1.000 C C3' 0.1646(2) 0.28386(11) 0.7345(2) 0.0356(7) Uani 1.000 C C4 0.3013(2) 0.03427(11) 0.8185(2) 0.0366(7) Uani 1.000 C C4' 0.2196(2) 0.32633(11) 0.6575(2) 0.0365(7) Uani 1.000 C C5 0.1775(2) 0.05658(11) 0.7008(2) 0.0356(6) Uani 1.000 C C5' 0.2649(2) 0.29652(11) 0.5579(2) 0.0375(7) Uani 1.000 C C6 0.0493(3) 0.03106(12) 0.6941(3) 0.0400(7) Uani 1.000 C C6' 0.2587(3) 0.22399(12) 0.5400(2) 0.0378(7) Uani 1.000 C C7 0.1888(3) 0.10367(12) 0.5876(3) 0.0395(8) Uani 1.000 C C8 0.0695(4) 0.27814(17) 0.9144(3) 0.0608(13) Uani 1.000 C C9 0.1219(4) 0.43876(16) 0.5805(4) 0.0580(10) Uani 1.000 C C10 0.3340(4) 0.31743(19) 0.3649(3) 0.0628(13) Uani 1.000 C H1 -0.045(3) -0.0308(16) 0.783(3) 0.067(9) Uiso 1.000 H H2' 0.127(3) 0.1823(13) 0.768(3) 0.045(7) Uiso 1.000 H H2A 0.052(4) -0.0875(18) 0.994(4) 0.086(11) Uiso 1.000 H H2B 0.219(3) -0.0876(15) 1.067(3) 0.056(8) Uiso 1.000 H H4A 0.512(4) 0.0447(17) 0.907(4) 0.074(10) Uiso 1.000 H H4B 0.446(3) 0.0886(15) 0.781(3) 0.052(8) Uiso 1.000 H H6 -0.039(3) 0.0435(12) 0.622(3) 0.038(6) Uiso 1.000 H H6' 0.291(3) 0.2014(13) 0.476(3) 0.047(7) Uiso 1.000 H H7A 0.278(3) 0.0904(13) 0.570(3) 0.050(7) Uiso 1.000 H H7B 0.098(3) 0.0954(14) 0.502(3) 0.051(7) Uiso 1.000 H H8A 0.059(4) 0.3162(19) 0.982(4) 0.097(11) Uiso 1.000 H H8B -0.030(4) 0.2518(19) 0.867(4) 0.085(11) Uiso 1.000 H H8C 0.152(4) 0.249(2) 0.969(4) 0.097(12) Uiso 1.000 H H9A 0.118(4) 0.483(2) 0.617(4) 0.098(12) Uiso 1.000 H H9B 0.140(5) 0.441(2) 0.497(5) 0.120(16) Uiso 1.000 H H9C 0.021(4) 0.4232(18) 0.558(4) 0.083(11) Uiso 1.000 H H10A 0.248(3) 0.2922(16) 0.303(3) 0.059(8) Uiso 1.000 H H10B 0.349(3) 0.3582(19) 0.312(4) 0.083(10) Uiso 1.000 H H10C 0.420(4) 0.2892(17) 0.388(3) 0.072(10) Uiso 1.000 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' F F 0.0171 0.0103 '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' C C 0.0033 0.0016 '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 C3' O1 C8 116.4(2) yes C4' O2 C9 114.3(2) yes C5' O3 C10 116.3(2) yes C2 N1 C6 116.7(2) yes C2 N3 C4 118.64(19) yes C2 N1 H1 122.9(18) no C6 N1 H1 120.3(18) no H2A N2 H2B 121(3) no C2 N2 H2B 116(2) no C2 N2 H2A 122(2) no H4A N4 H4B 113(3) no C4 N4 H4A 126(3) no C4 N4 H4B 121(2) no O5 C11 C12 118.4(3) yes O4 C11 O5 125.8(3) yes O4 C11 C12 115.8(3) yes F1 C12 F2 102.8(3) yes F3 C12 C11 113.6(3) yes F1 C12 F3 99.7(3) yes F1 C12 C11 114.9(3) yes F2 C12 F3 108.7(3) yes F2 C12 C11 115.6(2) yes C6' C1' C7 119.6(2) no C2' C1' C6' 119.7(2) no C2' C1' C7 120.5(2) no N1 C2 N3 124.68(19) yes N2 C2 N3 120.9(2) yes N1 C2 N2 114.4(2) yes C1' C2' C3' 118.9(2) no O1 C3' C4' 113.96(19) yes C2' C3' C4' 121.7(2) no O1 C3' C2' 124.3(2) yes N3 C4 N4 117.3(2) yes N3 C4 C5 119.3(2) yes N4 C4 C5 123.4(2) yes O2 C4' C3' 120.37(19) yes O2 C4' C5' 120.63(19) yes C3' C4' C5' 119.0(2) no C4 C5 C6 118.6(2) no C6 C5 C7 121.6(2) no C4 C5 C7 119.8(2) no O3 C5' C6' 126.0(2) yes C4' C5' C6' 119.5(2) no O3 C5' C4' 114.50(19) yes N1 C6 C5 122.1(2) yes C1' C6' C5' 121.1(2) no C1' C7 C5 118.3(2) no C1' C2' H2' 117.2(18) no C3' C2' H2' 123.9(18) no N1 C6 H6 112.7(18) no C5 C6 H6 125.2(18) no C1' C6' H6' 116.4(16) no C5' C6' H6' 122.5(17) no C1' C7 H7A 103.6(14) no C1' C7 H7B 108.9(15) no C5 C7 H7A 108.2(15) no C5 C7 H7B 103.2(17) no H7A C7 H7B 115(2) no O1 C8 H8A 100(2) no O1 C8 H8B 119(2) no O1 C8 H8C 103(2) no H8A C8 H8B 107(3) no H8A C8 H8C 109(3) no H8B C8 H8C 117(3) no O2 C9 H9A 111(2) no O2 C9 H9B 107(3) no O2 C9 H9C 118(2) no H9A C9 H9B 111(3) no H9A C9 H9C 99(3) no H9B C9 H9C 111(4) no O3 C10 H10A 108.3(18) no O3 C10 H10B 107(2) no O3 C10 H10C 114.0(16) no H10A C10 H10B 110(3) no H10A C10 H10C 113(3) no H10B C10 H10C 104(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag F1 C12 1.276(3) yes F2 C12 1.305(4) yes F3 C12 1.303(4) yes O4 C11 1.200(4) yes O5 C11 1.213(3) yes O1 C3' 1.357(3) yes O1 C8 1.407(4) yes O2 C4' 1.384(3) yes O2 C9 1.442(4) yes O3 C10 1.378(4) yes O3 C5' 1.357(3) yes N1 C2 1.361(3) yes N1 C6 1.330(3) yes N2 C2 1.298(3) yes N3 C2 1.390(3) yes N3 C4 1.310(3) yes N4 C4 1.387(3) yes N1 H1 0.90(3) no N2 H2A 0.97(4) no N2 H2B 0.87(3) no N4 H4B 0.86(3) no N4 H4A 0.88(4) no C11 C12 1.595(5) no C1' C6' 1.380(3) no C1' C7 1.520(3) no C1' C2' 1.366(3) no C2' C3' 1.396(3) no C3' C4' 1.378(3) no C4 C5 1.438(3) no C4' C5' 1.370(3) no C5 C7 1.480(3) no C5 C6 1.395(4) no C5' C6' 1.394(3) no C2' H2' 0.89(3) no C6 H6 0.96(3) no C6' H6' 0.93(3) no C7 H7A 1.04(3) no C7 H7B 1.02(3) no C8 H8A 1.02(4) no C8 H8B 1.08(4) no C8 H8C 0.99(4) no C9 H9A 0.93(4) no C9 H9B 0.92(5) no C9 H9C 1.03(4) no C10 H10A 1.00(3) no C10 H10B 0.98(4) no C10 H10C 0.99(4) no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag F1 O4 2.728(3) . no F1 C10 3.291(4) . no F1 C9 3.216(4) 4_555 no F1 C5' 3.359(3) 4_555 no F2 N4 3.108(4) 3_656 no F2 O4 3.100(3) . no F2 O5 3.175(4) . no F3 C8 3.306(5) 4_554 no F3 O5 2.780(4) . no F1 H10C 2.57(3) . no F1 H6' 2.77(3) . no F1 H9C 2.77(4) 4_555 no F2 H4A 2.83(3) 3_656 no F3 H8C 2.48(4) 1_554 no F3 H8A 2.65(4) 4_554 no O1 N4 3.065(3) 4_455 no O1 C9 3.351(4) . no O1 N2 3.172(3) 2_557 no O1 O2 2.631(3) . no O2 O3 2.639(3) . no O2 O1 2.631(3) . no O2 N2 3.010(3) 2_557 no O3 C9 3.107(4) . no O3 O2 2.639(3) . no O4 C9 3.282(4) 2_546 no O4 N1 2.819(3) 3_556 no O4 F2 3.100(3) . no O4 F1 2.728(3) . no O5 F2 3.175(4) . no O5 N2 2.979(4) 3_556 no O5 C2 3.156(3) 1_554 no O5 F3 2.780(4) . no O5 C8 3.305(4) 1_554 no O1 H2B 2.41(3) 2_557 no O1 H4B 2.42(3) 4_455 no O2 H2B 2.36(3) 2_557 no O2 H6 2.89(3) 4_555 no O3 H6 2.71(3) 4_555 no O3 H9B 2.64(5) . no O4 H9A 2.53(4) 2_546 no O4 H1 1.93(3) 3_556 no O5 H2' 2.88(3) 1_554 no O5 H8C 2.63(4) 1_554 no O5 H1 2.90(3) 3_556 no O5 H2A 2.01(4) 3_556 no N1 O4 2.819(3) 3_556 no N2 O1 3.172(3) 2_547 no N2 O2 3.010(3) 2_547 no N2 O5 2.979(4) 3_556 no N3 N4 3.126(3) 3_657 no N4 F2 3.108(4) 3_656 no N4 N3 3.126(3) 3_657 no N4 C8 3.412(4) 4_555 no N4 O1 3.065(3) 4_555 no N3 H4A 2.24(4) 3_657 no N4 H7A 2.61(3) . no N4 H8A 2.86(4) 4_555 no C2 O5 3.156(3) 1_556 no C2 C11 3.590(3) 1_556 no C5' F1 3.359(3) 4_455 no C8 F3 3.306(5) 4_456 no C8 N4 3.412(4) 4_455 no C8 O5 3.305(4) 1_556 no C9 O1 3.351(4) . no C9 O3 3.107(4) . no C9 C9 3.373(5) 3_566 no C9 F1 3.216(4) 4_455 no C9 O4 3.282(4) 2_556 no C10 F1 3.291(4) . no C11 C2 3.590(3) 1_554 no C1' H10C 3.04(4) 4_455 no C1' H4B 2.99(3) . no C2 H10B 2.95(4) 2_546 no C2' H8C 2.63(4) . no C2' H8B 3.09(4) 4_555 no C2' H8B 2.97(4) . no C3' H8B 3.02(4) 4_555 no C3' H2B 3.10(3) 2_557 no C4 H4A 3.08(4) 3_657 no C4' H2B 3.05(3) 2_557 no C4' H8B 3.04(4) 4_555 no C5 H2' 2.60(3) . no C5' H9B 3.01(4) . no C6 H2' 3.01(3) . no C6' H10C 2.92(4) . no C6' H10A 2.66(3) . no C7 H4B 2.65(3) . no C8 H2' 2.55(3) . no C8 H4B 2.93(3) 4_455 no C9 H9A 2.93(4) 3_566 no C9 H9C 3.08(4) 3_566 no C10 H6' 2.59(3) . no C10 H7B 3.05(3) 4_555 no C11 H2A 2.78(4) 3_556 no C11 H1 2.70(3) 3_556 no H1 H2A 2.24(5) . no H1 O4 1.93(3) 3_556 no H1 O5 2.90(3) 3_556 no H1 C11 2.70(3) 3_556 no H2' O5 2.88(3) 1_556 no H2' C5 2.60(3) . no H2' C6 3.01(3) . no H2' C8 2.55(3) . no H2' H8B 2.57(5) . no H2' H8C 2.30(5) . no H2A H1 2.24(5) . no H2A O5 2.01(4) 3_556 no H2A C11 2.78(4) 3_556 no H2B O1 2.41(3) 2_547 no H2B O2 2.36(3) 2_547 no H2B C3' 3.10(3) 2_547 no H2B C4' 3.05(3) 2_547 no H4A F2 2.83(3) 3_656 no H4A N3 2.24(4) 3_657 no H4A C4 3.08(4) 3_657 no H4A H4A 2.60(5) 3_657 no H4B C1' 2.99(3) . no H4B C7 2.65(3) . no H4B H7A 2.16(4) . no H4B O1 2.42(3) 4_555 no H4B C8 2.93(3) 4_555 no H6 H7B 2.39(4) . no H6 O2 2.89(3) 4_455 no H6 O3 2.71(3) 4_455 no H6' F1 2.77(3) . no H6' C10 2.59(3) . no H6' H7A 2.34(4) . no H6' H10A 2.36(4) . no H6' H10C 2.50(5) . no H7A N4 2.61(3) . no H7A H4B 2.16(4) . no H7A H6' 2.34(4) . no H7A H9C 2.58(6) 4_555 no H7B H6 2.39(4) . no H7B C10 3.05(3) 4_455 no H8A F3 2.65(4) 4_456 no H8A N4 2.86(4) 4_455 no H8B C2' 2.97(4) . no H8B H2' 2.57(5) . no H8B C2' 3.09(4) 4_455 no H8B C3' 3.02(4) 4_455 no H8B C4' 3.04(4) 4_455 no H8C F3 2.48(4) 1_556 no H8C O5 2.63(4) 1_556 no H8C C2' 2.63(4) . no H8C H2' 2.30(5) . no H9A O4 2.53(4) 2_556 no H9A C9 2.93(4) 3_566 no H9A H9C 2.53(5) 3_566 no H9B O3 2.64(5) . no H9B C5' 3.01(4) . no H9C C9 3.08(4) 3_566 no H9C H9A 2.53(5) 3_566 no H9C F1 2.77(4) 4_455 no H9C H7A 2.58(6) 4_455 no H10A C6' 2.66(3) . no H10A H6' 2.36(4) . no H10B C2 2.95(4) 2_556 no H10C F1 2.57(3) . no H10C C6' 2.92(4) . no H10C H6' 2.50(5) . no H10C C1' 3.04(4) 4_555 no 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 N1 H1 O4 3_556 0.90(3) 1.93(3) 2.819(3) 170(3) yes N2 H2A O5 3_556 0.97(4) 2.01(4) 2.979(4) 173(3) yes N2 H2B O1 2_547 0.87(3) 2.41(3) 3.172(3) 146(2) yes N2 H2B O2 2_547 0.87(3) 2.36(3) 3.010(3) 132(3) yes N4 H4A N3 3_657 0.88(4) 2.24(4) 3.126(3) 179(4) yes N4 H4B O1 4_555 0.86(3) 2.42(3) 3.065(3) 132(2) yes C8 H8C F3 1_556 0.99(4) 2.48(4) 3.457(5) 169(3) yes C9 H9A O4 2_556 0.93(4) 2.53(4) 3.282(4) 138(4) 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 _geom_torsion_publ_flag C8 O1 C3' C4' -175.6(2) no C8 O1 C3' C2' 4.6(3) no C9 O2 C4' C3' -98.9(3) no C9 O2 C4' C5' 82.7(3) no C10 O3 C5' C6' 13.4(4) no C10 O3 C5' C4' -167.2(2) no C6 N1 C2 N3 -1.1(3) no C2 N1 C6 C5 0.3(3) no C6 N1 C2 N2 179.3(2) no C4 N3 C2 N2 -178.5(2) no C4 N3 C2 N1 1.9(3) no C2 N3 C4 N4 178.3(2) no C2 N3 C4 C5 -1.9(3) no O5 C11 C12 F2 -91.7(3) no O5 C11 C12 F3 35.0(4) no O4 C11 C12 F1 -32.3(4) no O5 C11 C12 F1 148.8(3) no O4 C11 C12 F3 -146.2(3) no O4 C11 C12 F2 87.2(4) no C2' C1' C6' C5' -0.1(4) no C7 C1' C2' C3' -174.3(2) no C6' C1' C2' C3' 0.4(3) no C6' C1' C7 C5 160.0(2) no C7 C1' C6' C5' 174.6(2) no C2' C1' C7 C5 -25.3(4) no C1' C2' C3' O1 178.2(2) no C1' C2' C3' C4' -1.5(3) no O1 C3' C4' C5' -177.34(19) no O1 C3' C4' O2 4.2(3) no C2' C3' C4' C5' 2.4(3) no C2' C3' C4' O2 -176.1(2) no N3 C4 C5 C6 1.2(3) no N4 C4 C5 C7 3.1(3) no N3 C4 C5 C7 -176.7(2) no N4 C4 C5 C6 -179.0(2) no C3' C4' C5' O3 178.48(19) no O2 C4' C5' C6' 176.4(2) no O2 C4' C5' O3 -3.1(3) no C3' C4' C5' C6' -2.1(3) no C4 C5 C6 N1 -0.3(3) no C7 C5 C6 N1 177.5(2) no C4 C5 C7 C1' -81.6(3) no C6 C5 C7 C1' 100.6(3) no O3 C5' C6' C1' -179.6(2) no C4' C5' C6' C1' 1.0(3) no