#------------------------------------------------------------------------------ #$Date: 2012-09-06 14:55:08 +0100 (Thu, 06 Sep 2012) $ #$Revision: 65855 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/51/2105158.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_2105158 loop_ _publ_author_name 'Tutughamiarso, Maya' 'Wagner, Guido' 'Egert, Ernst' _publ_section_title ; Cocrystals of 5-fluorocytosine. I. Coformers with fixed hydrogen-bonding sites ; _journal_coeditor_code GP5052 _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 431 _journal_page_last 443 _journal_volume 68 _journal_year 2012 _chemical_formula_moiety '2(C4 H4 F N3 O), C6 H9 N3 O2' _chemical_formula_sum 'C14 H17 F2 N9 O4' _chemical_formula_weight 413.37 _chemical_name_systematic ; ? ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 83.406(12) _cell_angle_beta 83.529(12) _cell_angle_gamma 81.420(12) _cell_formula_units_Z 2 _cell_length_a 7.6548(12) _cell_length_b 9.3233(14) _cell_length_c 12.848(2) _cell_measurement_reflns_used 4645 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.84 _cell_measurement_theta_min 3.41 _cell_volume 896.4(2) _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_molecular_graphics 'Mercury (Macrae et al., 2008) and XP (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.978 _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1217 _diffrn_reflns_av_sigmaI/netI 0.0991 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 7962 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.70 _diffrn_reflns_theta_min 3.41 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.130 _exptl_absorpt_correction_type none _exptl_absorpt_process_details none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 428 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.325 _refine_diff_density_min -0.309 _refine_ls_extinction_coef 0.021(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 286 _refine_ls_number_reflns 3344 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 0.949 _refine_ls_R_factor_all 0.0890 _refine_ls_R_factor_gt 0.0630 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0933P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1515 _refine_ls_wR_factor_ref 0.1653 _reflns_number_gt 2293 _reflns_number_total 3344 _reflns_threshold_expression I>2sigma(I) _iucr_refine_instructions_details ; TITL mt26-4 in P-1 CELL 0.71073 7.6548 9.3233 12.848 83.406 83.529 81.420 ZERR 2.00 0.0012 0.0014 0.002 0.012 0.012 0.012 LATT 1 SFAC C H F N O UNIT 28 34 4 18 8 REM gelber Block SIZE 0.2 0.3 0.3 ACTA 50 L.S. 15 BOND $H CONF FMAP 2 PLAN 10 EQIV_$1 x, y-1, z EQIV_$2 x, y+1, z EQIV_$3 x-1, y+1, z-1 EQIV_$4 -x+2, -y, -z+2 HTAB N1A N3B HTAB N41A O21B_$1 HTAB N41A O21 HTAB N1B N3A_$2 HTAB N41B O21A HTAB N41B O54_$3 HTAB N1 O21B_$4 TEMP -100 DFIX 0.88 0.02 N1A H1A N1B H1B DFIX 0.88 0.02 N41A H411 N41A H412 DFIX 0.88 0.02 N41B H413 N41B H414 WGHT 0.093300 EXTI 0.016937 FVAR 0.49485 N1A 4 0.877941 0.189463 0.680143 11.00000 0.03651 0.01447 = 0.03099 -0.00329 -0.00627 -0.00021 H1A 2 0.851428 0.274247 0.640679 11.00000 -1.20000 C2A 1 0.848653 0.070237 0.631644 11.00000 0.03214 0.01686 = 0.02956 -0.00264 -0.00349 -0.00312 N3A 4 0.900658 -0.066286 0.678784 11.00000 0.03730 0.01628 = 0.02865 -0.00124 -0.00717 -0.00187 C4A 1 0.978241 -0.085347 0.767861 11.00000 0.02758 0.01845 = 0.02639 -0.00055 -0.00091 -0.00042 C5A 1 1.012034 0.039086 0.814812 11.00000 0.02930 0.02828 = 0.02531 -0.00604 -0.00511 -0.00146 C6A 1 0.960806 0.173044 0.769966 11.00000 0.03141 0.02163 = 0.02843 -0.00810 -0.00198 -0.00268 AFIX 43 H6A 2 0.982034 0.256147 0.800512 11.00000 -1.20000 AFIX 0 O21A 5 0.775878 0.089398 0.548705 11.00000 0.05329 0.02040 = 0.03261 0.00136 -0.01519 -0.00579 N41A 4 1.027519 -0.220896 0.810912 11.00000 0.04233 0.02237 = 0.03041 0.00133 -0.01319 -0.00123 H411 2 1.068198 -0.240819 0.873874 11.00000 -1.20000 H412 2 0.985724 -0.287672 0.780456 11.00000 -1.20000 F51A 3 1.099068 0.015694 0.903188 11.00000 0.05082 0.03621 = 0.03392 -0.00590 -0.01923 -0.00110 N1B 4 0.827528 0.711996 0.567142 11.00000 0.03625 0.01335 = 0.02583 -0.00378 -0.00316 -0.00143 H1B 2 0.857834 0.776460 0.606244 11.00000 -1.20000 C2B 1 0.847579 0.573596 0.618652 11.00000 0.02967 0.01601 = 0.02252 -0.00499 0.00091 -0.00008 N3B 4 0.802584 0.462779 0.570935 11.00000 0.03180 0.01591 = 0.02411 -0.00642 -0.00158 -0.00144 C4B 1 0.734301 0.486964 0.478369 11.00000 0.02546 0.02135 = 0.02671 -0.00616 -0.00178 0.00072 C5B 1 0.710818 0.632951 0.427256 11.00000 0.03627 0.02312 = 0.02290 -0.00242 -0.00677 -0.00088 C6B 1 0.757810 0.742426 0.473367 11.00000 0.03568 0.01730 = 0.02389 0.00034 -0.00146 0.00170 AFIX 43 H6B 2 0.742279 0.839520 0.440597 11.00000 -1.20000 AFIX 0 O21B 5 0.908596 0.550182 0.706384 11.00000 0.03735 0.01928 = 0.02224 -0.00397 -0.00662 -0.00122 N41B 4 0.690991 0.374906 0.435975 11.00000 0.04080 0.02072 = 0.02905 -0.00327 -0.01164 -0.00374 H413 2 0.639569 0.385070 0.377537 11.00000 -1.20000 H414 2 0.703107 0.287299 0.471030 11.00000 -1.20000 F51B 3 0.641141 0.656908 0.333392 11.00000 0.06536 0.02994 = 0.03058 0.00037 -0.02102 -0.00328 N1 4 1.294650 -0.568500 1.097353 11.00000 0.03406 0.01885 = 0.02033 -0.00484 -0.00476 0.00239 H1 2 1.276276 -0.553611 1.161217 11.00000 -1.20000 C2 1 1.224319 -0.488871 1.012353 11.00000 0.03012 0.02253 = 0.02287 -0.00270 -0.00589 -0.00543 C3 1 1.293257 -0.571369 0.918076 11.00000 0.03335 0.02911 = 0.02312 -0.00194 -0.00657 -0.00526 AFIX 23 H3A 2 1.194904 -0.600702 0.885168 11.00000 -1.20000 H3B 2 1.363557 -0.512426 0.864719 11.00000 -1.20000 AFIX 0 N4 4 1.404018 -0.697635 0.964284 11.00000 0.03754 0.02528 = 0.02373 -0.00617 -0.00389 0.00181 C5 1 1.401156 -0.696162 1.068827 11.00000 0.03394 0.02146 = 0.02238 -0.00515 -0.00348 -0.00576 O21 5 1.124358 -0.373351 1.014364 11.00000 0.04268 0.02618 = 0.03189 -0.00090 -0.01073 0.00449 C41 1 1.506312 -0.812230 0.905142 11.00000 0.05608 0.04187 = 0.03116 -0.01476 -0.00067 0.00781 AFIX 137 H41A 2 1.602554 -0.863027 0.945422 11.00000 -1.50000 H41B 2 1.556579 -0.768737 0.837380 11.00000 -1.50000 H41C 2 1.428416 -0.881790 0.892954 11.00000 -1.50000 AFIX 0 N51 4 1.481363 -0.802753 1.130864 11.00000 0.03997 0.01826 = 0.02731 -0.00571 -0.00697 0.00304 C52 1 1.512267 -0.777091 1.229449 11.00000 0.02380 0.02210 = 0.02967 -0.00717 -0.00107 0.00087 C53 1 1.563257 -0.911408 1.302092 11.00000 0.03730 0.02268 = 0.03124 -0.00058 -0.00645 0.00003 AFIX 137 H53A 2 1.653034 -0.892858 1.345688 11.00000 -1.50000 H53B 2 1.611808 -0.992532 1.260469 11.00000 -1.50000 H53C 2 1.458174 -0.936402 1.347480 11.00000 -1.50000 AFIX 0 O54 5 1.506582 -0.653160 1.259179 11.00000 0.03869 0.02173 = 0.03065 -0.00472 -0.01013 -0.00125 HKLF 4 REM mt26-4 in P-1 REM R1 = 0.0655 for 2292 Fo > 4sig(Fo) and 0.0916 for all 3344 data REM 286 parameters refined using 6 restraints END ; _[local]_cod_data_source_file gp5052.cif _[local]_cod_data_source_block III _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius ; _cod_database_code 2105158 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _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_symmetry_multiplicity N N1A 0.8779(3) 0.1895(2) 0.68014(19) 0.0283(5) Uani d D 1 1 H H1A 0.851(4) 0.275(2) 0.642(2) 0.034 Uiso d D 1 1 C C2A 0.8488(4) 0.0703(3) 0.6316(2) 0.0272(6) Uani d . 1 1 N N3A 0.9005(3) -0.0662(2) 0.67878(18) 0.0284(5) Uani d . 1 1 C C4A 0.9784(4) -0.0854(3) 0.7679(2) 0.0254(6) Uani d . 1 1 C C5A 1.0118(4) 0.0391(3) 0.8149(2) 0.0283(6) Uani d . 1 1 C C6A 0.9609(4) 0.1729(3) 0.7700(2) 0.0278(6) Uani d . 1 1 H H6A 0.9824 0.2560 0.8005 0.033 Uiso calc R 1 1 O O21A 0.7758(3) 0.0894(2) 0.54864(16) 0.0358(5) Uani d . 1 1 N N41A 1.0276(3) -0.2208(3) 0.8109(2) 0.0329(6) Uani d D 1 1 H H411 1.068(4) -0.238(4) 0.8742(18) 0.040 Uiso d D 1 1 H H412 0.985(4) -0.287(3) 0.781(2) 0.040 Uiso d D 1 1 F F51A 1.0990(2) 0.01573(19) 0.90320(14) 0.0404(5) Uani d . 1 1 N N1B 0.8276(3) 0.7119(2) 0.56716(18) 0.0263(5) Uani d D 1 1 H H1B 0.859(4) 0.776(3) 0.606(2) 0.032 Uiso d D 1 1 C C2B 0.8475(4) 0.5737(3) 0.6186(2) 0.0238(6) Uani d . 1 1 N N3B 0.8026(3) 0.4628(2) 0.57096(17) 0.0247(5) Uani d . 1 1 C C4B 0.7343(3) 0.4869(3) 0.4784(2) 0.0252(6) Uani d . 1 1 C C5B 0.7110(4) 0.6329(3) 0.4273(2) 0.0285(6) Uani d . 1 1 C C6B 0.7578(4) 0.7424(3) 0.4733(2) 0.0273(6) Uani d . 1 1 H H6B 0.7422 0.8395 0.4405 0.033 Uiso calc R 1 1 O O21B 0.9087(3) 0.5502(2) 0.70644(14) 0.0270(4) Uani d . 1 1 N N41B 0.6909(3) 0.3749(3) 0.4360(2) 0.0305(6) Uani d D 1 1 H H413 0.641(4) 0.385(4) 0.3775(18) 0.037 Uiso d D 1 1 H H414 0.704(4) 0.287(2) 0.471(2) 0.037 Uiso d D 1 1 F F51B 0.6411(3) 0.65692(19) 0.33332(13) 0.0422(5) Uani d . 1 1 N N1 1.2947(3) -0.5685(2) 1.09748(18) 0.0258(5) Uani d . 1 1 H H1 1.272(4) -0.551(3) 1.163(3) 0.031 Uiso d . 1 1 C C2 1.2242(4) -0.4888(3) 1.0123(2) 0.0261(6) Uani d . 1 1 C C3 1.2933(4) -0.5712(3) 0.9180(2) 0.0296(6) Uani d . 1 1 H H3A 1.1950 -0.6005 0.8849 0.035 Uiso calc R 1 1 H H3B 1.3638 -0.5123 0.8647 0.035 Uiso calc R 1 1 N N4 1.4041(3) -0.6978(3) 0.96428(18) 0.0302(6) Uani d . 1 1 C C5 1.4010(4) -0.6961(3) 1.0688(2) 0.0264(6) Uani d . 1 1 O O21 1.1245(3) -0.3734(2) 1.01437(16) 0.0352(5) Uani d . 1 1 C C41 1.5061(5) -0.8120(4) 0.9051(3) 0.0449(8) Uani d . 1 1 H H41A 1.6030 -0.8624 0.9451 0.067 Uiso calc R 1 1 H H41B 1.5556 -0.7684 0.8372 0.067 Uiso calc R 1 1 H H41C 1.4285 -0.8819 0.8933 0.067 Uiso calc R 1 1 N N51 1.4814(3) -0.8027(2) 1.13081(18) 0.0296(5) Uani d . 1 1 C C52 1.5123(3) -0.7770(3) 1.2295(2) 0.0264(6) Uani d . 1 1 C C53 1.5633(4) -0.9113(3) 1.3020(2) 0.0319(7) Uani d . 1 1 H H53A 1.6526 -0.8927 1.3459 0.048 Uiso calc R 1 1 H H53B 1.6123 -0.9923 1.2604 0.048 Uiso calc R 1 1 H H53C 1.4581 -0.9366 1.3472 0.048 Uiso calc R 1 1 O O54 1.5066(3) -0.6533(2) 1.25920(15) 0.0307(5) Uani d . 1 1 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 N1A 0.0368(13) 0.0159(11) 0.0324(13) -0.0018(10) -0.0070(10) -0.0029(9) C2A 0.0329(15) 0.0180(13) 0.0313(15) -0.0049(11) -0.0043(12) -0.0024(11) N3A 0.0375(13) 0.0177(11) 0.0304(12) -0.0030(10) -0.0076(10) -0.0013(9) C4A 0.0276(14) 0.0203(13) 0.0273(14) -0.0020(11) -0.0017(11) -0.0006(11) C5A 0.0294(14) 0.0297(15) 0.0269(14) -0.0034(12) -0.0058(11) -0.0058(12) C6A 0.0312(14) 0.0233(14) 0.0301(14) -0.0041(11) -0.0026(11) -0.0083(11) O21A 0.0536(13) 0.0215(10) 0.0347(11) -0.0070(9) -0.0159(10) 0.0013(8) N41A 0.0425(15) 0.0245(13) 0.0326(13) -0.0025(11) -0.0137(11) 0.0009(11) F51A 0.0510(11) 0.0377(10) 0.0355(10) -0.0024(8) -0.0198(8) -0.0058(8) N1B 0.0372(13) 0.0149(11) 0.0270(12) -0.0026(10) -0.0037(10) -0.0040(9) C2B 0.0297(14) 0.0172(12) 0.0238(13) -0.0012(11) 0.0001(11) -0.0047(10) N3B 0.0324(12) 0.0172(11) 0.0252(11) -0.0027(9) -0.0022(9) -0.0062(9) C4B 0.0253(14) 0.0226(13) 0.0275(14) 0.0000(11) -0.0023(11) -0.0057(11) C5B 0.0373(16) 0.0247(14) 0.0239(14) -0.0025(12) -0.0072(12) -0.0023(11) C6B 0.0362(15) 0.0183(13) 0.0253(14) 0.0003(11) -0.0020(11) 0.0004(10) O21B 0.0375(11) 0.0202(9) 0.0240(10) -0.0022(8) -0.0072(8) -0.0041(7) N41B 0.0408(14) 0.0222(12) 0.0307(13) -0.0050(11) -0.0118(11) -0.0032(10) F51B 0.0656(12) 0.0315(9) 0.0320(10) -0.0044(9) -0.0216(9) 0.0002(7) N1 0.0345(13) 0.0206(11) 0.0218(11) 0.0013(10) -0.0049(10) -0.0050(9) C2 0.0313(14) 0.0234(14) 0.0251(14) -0.0063(12) -0.0059(11) -0.0021(11) C3 0.0335(15) 0.0314(15) 0.0250(14) -0.0070(12) -0.0062(11) -0.0015(12) N4 0.0381(14) 0.0268(12) 0.0252(12) 0.0002(10) -0.0037(10) -0.0063(10) C5 0.0346(15) 0.0222(14) 0.0241(13) -0.0069(12) -0.0029(11) -0.0054(11) O21 0.0428(12) 0.0281(11) 0.0335(11) 0.0031(10) -0.0110(9) -0.0007(9) C41 0.055(2) 0.0449(19) 0.0326(16) 0.0058(16) -0.0009(15) -0.0157(15) N51 0.0402(14) 0.0198(12) 0.0286(12) 0.0019(10) -0.0067(10) -0.0057(9) C52 0.0250(14) 0.0240(14) 0.0300(14) -0.0011(11) -0.0008(11) -0.0069(11) C53 0.0373(16) 0.0249(15) 0.0327(15) -0.0015(12) -0.0068(12) -0.0003(12) O54 0.0385(11) 0.0229(10) 0.0322(11) -0.0023(9) -0.0105(9) -0.0043(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' F F 0.0171 0.0103 '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' O O 0.0106 0.0060 '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 C6A N1A C2A 121.8(2) C6A N1A H1A 124(2) C2A N1A H1A 113(2) O21A C2A N3A 121.8(2) O21A C2A N1A 120.1(2) N3A C2A N1A 118.1(2) C4A N3A C2A 121.3(2) N3A C4A N41A 119.2(2) N3A C4A C5A 119.7(2) N41A C4A C5A 121.1(3) C6A C5A F51A 122.1(2) C6A C5A C4A 119.6(3) F51A C5A C4A 118.3(2) C5A C6A N1A 119.5(2) C5A C6A H6A 120.2 N1A C6A H6A 120.2 C4A N41A H411 122(2) C4A N41A H412 113(2) H411 N41A H412 123(3) C6B N1B C2B 122.2(2) C6B N1B H1B 127(2) C2B N1B H1B 111(2) O21B C2B N3B 121.0(2) O21B C2B N1B 120.5(2) N3B C2B N1B 118.5(2) C4B N3B C2B 121.5(2) N41B C4B N3B 119.0(2) N41B C4B C5B 122.1(2) N3B C4B C5B 118.9(2) C6B C5B F51B 121.5(3) C6B C5B C4B 119.8(3) F51B C5B C4B 118.7(2) C5B C6B N1B 119.0(2) C5B C6B H6B 120.5 N1B C6B H6B 120.5 C4B N41B H413 123(2) C4B N41B H414 120(2) H413 N41B H414 117(3) C2 N1 C5 111.3(2) C2 N1 H1 127(2) C5 N1 H1 121(2) O21 C2 N1 125.4(3) O21 C2 C3 127.9(3) N1 C2 C3 106.7(2) N4 C3 C2 102.4(2) N4 C3 H3A 111.3 C2 C3 H3A 111.3 N4 C3 H3B 111.3 C2 C3 H3B 111.3 H3A C3 H3B 109.2 C5 N4 C3 111.4(2) C5 N4 C41 124.0(3) C3 N4 C41 124.6(2) N51 C5 N4 123.7(3) N51 C5 N1 128.1(2) N4 C5 N1 108.2(2) N4 C41 H41A 109.5 N4 C41 H41B 109.5 H41A C41 H41B 109.5 N4 C41 H41C 109.5 H41A C41 H41C 109.5 H41B C41 H41C 109.5 C5 N51 C52 119.5(2) O54 C52 N51 124.6(3) O54 C52 C53 120.4(2) N51 C52 C53 114.9(2) C52 C53 H53A 109.5 C52 C53 H53B 109.5 H53A C53 H53B 109.5 C52 C53 H53C 109.5 H53A C53 H53C 109.5 H53B C53 H53C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1A C6A 1.362(4) N1A C2A 1.392(3) N1A H1A 0.898(18) C2A O21A 1.242(3) C2A N3A 1.367(4) N3A C4A 1.332(4) C4A N41A 1.336(4) C4A C5A 1.436(4) C5A C6A 1.335(4) C5A F51A 1.361(3) C6A H6A 0.9500 N41A H411 0.891(18) N41A H412 0.886(18) N1B C6B 1.357(4) N1B C2B 1.374(3) N1B H1B 0.898(18) C2B O21B 1.255(3) C2B N3B 1.364(3) N3B C4B 1.336(4) C4B N41B 1.331(3) C4B C5B 1.436(4) C5B C6B 1.348(4) C5B F51B 1.357(3) C6B H6B 0.9500 N41B H413 0.870(18) N41B H414 0.885(18) N1 C2 1.367(4) N1 C5 1.398(4) N1 H1 0.86(3) C2 O21 1.224(4) C2 C3 1.512(4) C3 N4 1.456(4) C3 H3A 0.9900 C3 H3B 0.9900 N4 C5 1.343(4) N4 C41 1.458(4) C5 N51 1.322(4) C41 H41A 0.9800 C41 H41B 0.9800 C41 H41C 0.9800 N51 C52 1.369(4) C52 O54 1.249(3) C52 C53 1.502(4) C53 H53A 0.9800 C53 H53B 0.9800 C53 H53C 0.9800 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 N1A H1A N3B . 0.898(18) 1.883(19) 2.778(3) 175(3) N41A H412 O21B 1_545 0.886(18) 2.066(19) 2.950(3) 175(3) N41A H411 O21 . 0.891(18) 2.13(2) 2.946(3) 153(3) N1B H1B N3A 1_565 0.898(18) 1.911(19) 2.802(3) 171(3) N41B H414 O21A . 0.885(18) 2.02(2) 2.901(3) 171(3) N41B H413 O54 1_464 0.870(18) 2.02(2) 2.862(3) 162(3) N1 H1 O21B 2_757 0.86(3) 2.06(3) 2.817(3) 147(3) 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 C6A N1A C2A O21A -178.6(3) C6A N1A C2A N3A 2.3(4) O21A C2A N3A C4A -179.9(3) N1A C2A N3A C4A -0.8(4) C2A N3A C4A N41A -179.6(3) C2A N3A C4A C5A -1.0(4) N3A C4A C5A C6A 1.4(4) N41A C4A C5A C6A -180.0(3) N3A C4A C5A F51A -177.0(2) N41A C4A C5A F51A 1.6(4) F51A C5A C6A N1A 178.4(3) C4A C5A C6A N1A 0.0(4) C2A N1A C6A C5A -1.9(4) C6B N1B C2B O21B -178.3(3) C6B N1B C2B N3B 3.0(4) O21B C2B N3B C4B 178.7(2) N1B C2B N3B C4B -2.6(4) C2B N3B C4B N41B -179.2(2) C2B N3B C4B C5B 1.2(4) N41B C4B C5B C6B -179.7(3) N3B C4B C5B C6B -0.1(4) N41B C4B C5B F51B 0.6(4) N3B C4B C5B F51B -179.8(2) F51B C5B C6B N1B -179.8(3) C4B C5B C6B N1B 0.5(4) C2B N1B C6B C5B -1.9(4) C5 N1 C2 O21 179.0(3) C5 N1 C2 C3 -0.9(3) O21 C2 C3 N4 179.9(3) N1 C2 C3 N4 -0.2(3) C2 C3 N4 C5 1.2(3) C2 C3 N4 C41 -178.6(3) C3 N4 C5 N51 175.7(2) C41 N4 C5 N51 -4.5(5) C3 N4 C5 N1 -1.8(3) C41 N4 C5 N1 178.0(3) C2 N1 C5 N51 -175.7(3) C2 N1 C5 N4 1.7(3) N4 C5 N51 C52 162.6(3) N1 C5 N51 C52 -20.4(4) C5 N51 C52 O54 -16.6(4) C5 N51 C52 C53 166.0(2)