#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/51/2105171.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_2105171 loop_ _publ_author_name 'Tutughamiarso, Maya' 'Egert, Ernst' _publ_section_title ; Cocrystals of 5-fluorocytosine. II. Coformers with variable hydrogen-bonding sites ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 444 _journal_page_last 452 _journal_paper_doi 10.1107/S0108768112029977 _journal_volume 68 _journal_year 2012 _chemical_formula_moiety 'C5 H7 N3 O, C4 H6 N4 O, 2(C4 H9 N O)' _chemical_formula_sum 'C17 H31 N9 O4' _chemical_formula_weight 425.51 _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 88.329(12) _cell_angle_beta 89.875(12) _cell_angle_gamma 75.513(12) _cell_formula_units_Z 2 _cell_length_a 6.9824(11) _cell_length_b 9.1224(14) _cell_length_c 17.651(3) _cell_measurement_reflns_used 4489 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.8 _cell_measurement_theta_min 3.24 _cell_volume 1088.1(3) _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 0.992 _diffrn_measured_fraction_theta_max 0.992 _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 0.0848 _diffrn_reflns_av_sigmaI/netI 0.0874 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 8046 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_min 3.23 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 456 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.291 _refine_diff_density_min -0.289 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 308 _refine_ls_number_reflns 3820 _refine_ls_number_restraints 25 _refine_ls_restrained_S_all 1.080 _refine_ls_R_factor_all 0.1191 _refine_ls_R_factor_gt 0.0755 _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^)+(0.1242P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2138 _refine_ls_wR_factor_ref 0.2335 _reflns_number_gt 2241 _reflns_number_total 3820 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL du1-30trans in P-1 CELL 0.71073 6.9824 9.1224 17.651 88.329 89.875 75.513 ZERR 2.00 0.0011 0.0014 0.003 0.012 0.012 0.012 LATT 1 SFAC C H N O UNIT 34 62 18 8 REM farbloser Block SIZE 0.2 0.2 0.4 ACTA 50 L.S. 20 BOND $H CONF FMAP 2 PLAN 10 SHEL 999 .84 DFIX 1.26 0.01 O1A C2A O1A C2A' DFIX 1.52 0.01 C2A C3A C2A' C6A DFIX 1.29 0.01 C2A N4A C2A' N4A' DFIX 1.49 0.01 N4A C5A N4A C6A N4A' C3A N4A' C5A DFIX 2.43 0.02 O1A C3A O1A C6A DFIX 2.22 0.02 O1A N4A O1A N4A' DFIX 2.42 0.02 C2A C5A C2A C6A C2A' C3A C2A' C5A DFIX 2.40 0.02 N4A C3A N4A' C6A DFIX 2.54 0.02 C5A C6A C3A C5A DFIX 0.88 0.02 N3' H3' DFIX 0.88 0.02 N61' H61A N61' H61B TEMP -100 EQIV_$1 -x+1, -y+1, -z+2 HTAB N21' O1B HTAB N21' O41 HTAB N3' N3 HTAB N61' N1'_$1 HTAB N61' O1B_$1 HTAB N1 O1A HTAB N21 O41' HTAB N21 O1A WGHT 0.124200 FVAR 0.42519 0.75028 N1' 3 0.587031 0.505962 0.899018 11.00000 0.03916 0.03476 = 0.02759 -0.00426 0.00597 -0.00948 C2' 1 0.576490 0.557895 0.828063 11.00000 0.03060 0.03511 = 0.03174 -0.00932 0.00215 -0.01056 N21' 3 0.495265 0.702949 0.811300 11.00000 0.05129 0.02975 = 0.03039 -0.00387 0.00601 -0.00124 H21A 2 0.484897 0.741247 0.763683 11.00000 -1.20000 H21B 2 0.436884 0.770876 0.843964 11.00000 -1.20000 N3' 3 0.648283 0.467656 0.769003 11.00000 0.03874 0.03405 = 0.02584 -0.00264 0.00273 -0.00675 H3' 2 0.653603 0.512108 0.724049 11.00000 -1.20000 C4' 1 0.740763 0.315293 0.778721 11.00000 0.03206 0.03417 = 0.03523 -0.00395 0.00021 -0.00418 O41' 4 0.807862 0.242588 0.720921 11.00000 0.06185 0.03778 = 0.02970 -0.00943 0.00135 0.00180 C5' 1 0.747998 0.257458 0.853360 11.00000 0.03900 0.03260 = 0.03532 -0.00326 0.00043 -0.00617 AFIX 43 H5' 2 0.804579 0.153052 0.864409 11.00000 -1.20000 AFIX 0 C6' 1 0.670483 0.356075 0.911342 11.00000 0.03425 0.03454 = 0.03511 -0.00452 -0.00108 -0.00968 N61' 3 0.676027 0.306933 0.984803 11.00000 0.05750 0.03704 = 0.03076 0.00044 0.00453 -0.00313 H61A 2 0.704372 0.208416 0.998155 11.00000 -1.20000 H61B 2 0.580271 0.362066 1.012887 11.00000 -1.20000 N1 3 0.713934 0.572182 0.489624 11.00000 0.03940 0.03988 = 0.02798 -0.00727 0.00503 -0.01464 H1 2 0.770501 0.512215 0.454633 11.00000 -1.20000 C2 1 0.721734 0.512349 0.561529 11.00000 0.03082 0.03783 = 0.02906 -0.00283 -0.00001 -0.01066 N21 3 0.825639 0.371649 0.574018 11.00000 0.05087 0.03649 = 0.03167 -0.00829 0.00629 -0.00985 H21C 2 0.862725 0.313353 0.534589 11.00000 -1.20000 H21D 2 0.844970 0.324464 0.618587 11.00000 -1.20000 N3 3 0.629637 0.592735 0.619213 11.00000 0.03529 0.03532 = 0.03174 -0.00724 0.00234 -0.00817 C4 1 0.525278 0.740506 0.605579 11.00000 0.03683 0.03710 = 0.03573 -0.00771 0.00179 -0.01276 O41 4 0.446740 0.818147 0.659667 11.00000 0.05247 0.04035 = 0.03425 -0.00746 0.00426 -0.00294 C5 1 0.514270 0.800693 0.528653 11.00000 0.04074 0.03983 = 0.03561 0.00031 -0.00035 -0.00796 AFIX 43 H5 2 0.438341 0.900913 0.517606 11.00000 -1.20000 AFIX 0 C6 1 0.610278 0.716403 0.472619 11.00000 0.03808 0.04426 = 0.03199 -0.00090 -0.00136 -0.01653 C61 1 0.615246 0.767637 0.390837 11.00000 0.04967 0.05453 = 0.03339 0.00343 0.00168 -0.01567 AFIX 137 H611 2 0.558298 0.877203 0.386175 11.00000 -1.50000 H612 2 0.538201 0.715237 0.359943 11.00000 -1.50000 H613 2 0.752468 0.743782 0.373222 11.00000 -1.50000 AFIX 0 O1A 4 0.927964 0.318269 0.417031 11.00000 0.05867 0.06510 = 0.04088 -0.02522 0.01519 -0.02099 C3A 1 1.058365 0.051009 0.389038 11.00000 0.07234 0.04054 = 0.04374 -0.00598 0.00027 -0.00722 AFIX 33 PART 1 H3A1 2 1.097392 -0.005543 0.342778 21.00000 -1.50000 H3A2 2 0.951253 0.016263 0.413830 21.00000 -1.50000 H3A3 2 1.172112 0.033984 0.423528 21.00000 -1.50000 PART 2 AFIX 33 H6A4 2 1.116691 -0.049985 0.369761 -21.00000 -1.50000 H6A5 2 0.929968 0.052803 0.412046 -21.00000 -1.50000 H6A6 2 1.146677 0.075055 0.427209 -21.00000 -1.50000 AFIX 0 PART 0 C5A 1 1.057540 0.141789 0.239008 11.00000 0.06999 0.06644 = 0.04837 -0.03248 0.01846 -0.02686 AFIX 33 PART 1 H5A1 2 1.049351 0.192438 0.188958 21.00000 -1.50000 H5A2 2 0.972793 0.070832 0.239891 21.00000 -1.50000 H5A3 2 1.194705 0.086282 0.249462 21.00000 -1.50000 PART 2 AFIX 33 H5A4 2 1.116272 0.034104 0.230841 -21.00000 -1.50000 H5A5 2 1.145203 0.201694 0.218400 -21.00000 -1.50000 H5A6 2 0.928802 0.172861 0.213343 -21.00000 -1.50000 AFIX 0 PART 0 C6A 1 0.914766 0.419981 0.277990 11.00000 0.05833 0.05290 = 0.04803 0.00414 -0.00360 -0.02010 AFIX 33 PART 1 H6A1 2 0.923727 0.436952 0.223159 21.00000 -1.50000 H6A2 2 0.993934 0.477580 0.304442 21.00000 -1.50000 H6A3 2 0.776394 0.453560 0.293747 21.00000 -1.50000 PART 2 AFIX 33 H3A4 2 0.951587 0.365457 0.231006 -21.00000 -1.50000 H3A5 2 0.994601 0.493358 0.283835 -21.00000 -1.50000 H3A6 2 0.774323 0.473382 0.275911 -21.00000 -1.50000 AFIX 0 PART 1 C2A 1 0.989385 0.214649 0.369368 21.00000 0.03585 0.03786 = 0.03614 -0.00471 -0.00011 -0.01070 N4A 3 0.991096 0.255688 0.297166 21.00000 0.04340 0.04030 = 0.03487 -0.00953 0.00525 -0.01082 PART 2 C2A' 1 0.951600 0.308106 0.344907 -21.00000 0.03625 N4A' 3 1.030008 0.167844 0.323898 -21.00000 0.04192 PART 0 O1B 4 0.293172 0.950478 0.912149 11.00000 0.06337 0.03067 = 0.05168 -0.00242 0.00243 -0.00383 C3B 1 0.287993 1.131113 0.808814 11.00000 0.04365 0.05771 = 0.04916 0.00406 -0.00002 -0.01698 AFIX 137 H3B1 2 0.337859 1.039836 0.779562 11.00000 -1.50000 H3B2 2 0.380340 1.196029 0.804529 11.00000 -1.50000 H3B3 2 0.158181 1.186342 0.788995 11.00000 -1.50000 AFIX 0 C5B 1 0.177735 1.356584 0.921996 11.00000 0.05420 0.03496 = 0.08410 -0.00943 -0.00325 -0.01148 AFIX 137 H5B1 2 0.227880 1.371691 0.871220 11.00000 -1.50000 H5B2 2 0.240181 1.408363 0.958926 11.00000 -1.50000 H5B3 2 0.034069 1.398251 0.922760 11.00000 -1.50000 AFIX 0 C6B 1 0.207069 1.150953 1.022465 11.00000 0.06142 0.05848 = 0.04215 -0.01351 -0.00191 -0.01222 AFIX 137 H6B1 2 0.086180 1.116198 1.029703 11.00000 -1.50000 H6B2 2 0.201570 1.238775 1.053840 11.00000 -1.50000 H6B3 2 0.322168 1.069190 1.037300 11.00000 -1.50000 AFIX 0 C2B 1 0.268920 1.086711 0.890878 11.00000 0.03453 0.04868 = 0.05347 -0.00921 -0.00576 -0.00849 N4B 3 0.224159 1.194403 0.941539 11.00000 0.05111 0.04711 = 0.05814 -0.00830 -0.00647 -0.01120 HKLF 4 REM du1-30trans in P-1 REM R1 = 0.0755 for 2241 Fo > 4sig(Fo) and 0.1191 for all 3820 data REM 308 parameters refined using 25 restraints END ; _cod_data_source_file gp5053.cif _cod_data_source_block V _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 2105171 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 _atom_site_disorder_assembly _atom_site_disorder_group N N1' 0.5870(5) 0.5060(4) 0.89902(17) 0.0337(8) Uani d . 1 1 . . C C2' 0.5765(6) 0.5579(5) 0.8281(2) 0.0319(9) Uani d . 1 1 . . N N21' 0.4953(6) 0.7029(4) 0.8113(2) 0.0387(8) Uani d . 1 1 . . H H21A 0.485(7) 0.741(5) 0.764(3) 0.046 Uiso d . 1 1 . . H H21B 0.437(7) 0.771(6) 0.844(3) 0.046 Uiso d . 1 1 . . N N3' 0.6483(5) 0.4677(4) 0.76900(18) 0.0333(8) Uani d D 1 1 . . H H3' 0.654(6) 0.512(5) 0.7240(15) 0.040 Uiso d D 1 1 . . C C4' 0.7408(6) 0.3153(5) 0.7787(2) 0.0345(9) Uani d . 1 1 . . O O41' 0.8079(5) 0.2426(3) 0.72092(15) 0.0455(8) Uani d . 1 1 . . C C5' 0.7480(6) 0.2575(5) 0.8534(2) 0.0361(9) Uani d . 1 1 . . H H5' 0.8046 0.1531 0.8644 0.043 Uiso calc R 1 1 . . C C6' 0.6705(6) 0.3561(5) 0.9113(2) 0.0344(9) Uani d . 1 1 . . N N61' 0.6760(6) 0.3069(4) 0.98480(19) 0.0433(9) Uani d D 1 1 . . H H61A 0.704(7) 0.208(3) 0.998(3) 0.052 Uiso d D 1 1 . . H H61B 0.580(5) 0.362(5) 1.013(2) 0.052 Uiso d D 1 1 . . N N1 0.7139(5) 0.5722(4) 0.48962(18) 0.0348(8) Uani d . 1 1 . . H H1 0.771(7) 0.512(5) 0.455(3) 0.042 Uiso d . 1 1 . . C C2 0.7217(6) 0.5123(5) 0.5615(2) 0.0322(9) Uani d . 1 1 . . N N21 0.8256(6) 0.3716(4) 0.5740(2) 0.0397(9) Uani d . 1 1 . . H H21C 0.863(7) 0.313(6) 0.535(3) 0.048 Uiso d . 1 1 . . H H21D 0.845(7) 0.324(6) 0.619(3) 0.048 Uiso d . 1 1 . . N N3 0.6296(5) 0.5927(4) 0.61921(17) 0.0341(8) Uani d . 1 1 . . C C4 0.5253(6) 0.7405(5) 0.6056(2) 0.0358(9) Uani d . 1 1 . . O O41 0.4467(5) 0.8181(3) 0.65967(15) 0.0438(8) Uani d . 1 1 . . C C5 0.5143(6) 0.8007(5) 0.5287(2) 0.0391(10) Uani d . 1 1 . . H H5 0.4383 0.9009 0.5176 0.047 Uiso calc R 1 1 . . C C6 0.6103(6) 0.7164(5) 0.4726(2) 0.0370(10) Uani d . 1 1 . . C C61 0.6152(7) 0.7676(6) 0.3908(2) 0.0455(11) Uani d . 1 1 . . H H611 0.5583 0.8772 0.3862 0.068 Uiso calc R 1 1 . . H H612 0.5382 0.7152 0.3599 0.068 Uiso calc R 1 1 . . H H613 0.7525 0.7438 0.3732 0.068 Uiso calc R 1 1 . . O O1A 0.9280(5) 0.3183(4) 0.41703(17) 0.0535(9) Uani d D 1 1 . . C C3A 1.0584(8) 0.0510(5) 0.3890(3) 0.0533(12) Uani d D 1 1 . . H H3A1 1.0974 -0.0055 0.3428 0.080 Uiso calc PR 0.750(12) 1 A 1 H H3A2 0.9513 0.0163 0.4138 0.080 Uiso calc PR 0.750(12) 1 A 1 H H3A3 1.1721 0.0340 0.4235 0.080 Uiso calc PR 0.750(12) 1 A 1 H H6A4 1.1167 -0.0500 0.3698 0.080 Uiso calc PR 0.250(12) 1 A 2 H H6A5 0.9300 0.0528 0.4120 0.080 Uiso calc PR 0.250(12) 1 A 2 H H6A6 1.1467 0.0751 0.4272 0.080 Uiso calc PR 0.250(12) 1 A 2 C C5A 1.0575(8) 0.1418(6) 0.2390(3) 0.0593(14) Uani d D 1 1 . . H H5A1 1.0494 0.1924 0.1890 0.089 Uiso calc PR 0.750(12) 1 A 1 H H5A2 0.9728 0.0708 0.2399 0.089 Uiso calc PR 0.750(12) 1 A 1 H H5A3 1.1947 0.0863 0.2495 0.089 Uiso calc PR 0.750(12) 1 A 1 H H5A4 1.1163 0.0341 0.2308 0.089 Uiso calc PR 0.250(12) 1 A 2 H H5A5 1.1452 0.2017 0.2184 0.089 Uiso calc PR 0.250(12) 1 A 2 H H5A6 0.9288 0.1729 0.2133 0.089 Uiso calc PR 0.250(12) 1 A 2 C C6A 0.9148(8) 0.4200(5) 0.2780(3) 0.0521(12) Uani d D 1 1 . . H H6A1 0.9237 0.4370 0.2232 0.078 Uiso calc PR 0.750(12) 1 A 1 H H6A2 0.9939 0.4776 0.3044 0.078 Uiso calc PR 0.750(12) 1 A 1 H H6A3 0.7764 0.4536 0.2937 0.078 Uiso calc PR 0.750(12) 1 A 1 H H3A4 0.9516 0.3655 0.2310 0.078 Uiso calc PR 0.250(12) 1 A 2 H H3A5 0.9946 0.4934 0.2838 0.078 Uiso calc PR 0.250(12) 1 A 2 H H3A6 0.7743 0.4734 0.2759 0.078 Uiso calc PR 0.250(12) 1 A 2 C C2A 0.9894(8) 0.2146(5) 0.3694(3) 0.0363(16) Uani d PD 0.750(12) 1 A 1 N N4A 0.9911(7) 0.2557(5) 0.2972(2) 0.0393(16) Uani d PD 0.750(12) 1 A 1 C C2A' 0.952(2) 0.3081(11) 0.3449(4) 0.036(5) Uiso d PD 0.250(12) 1 A 2 N N4A' 1.030(2) 0.1678(10) 0.3239(5) 0.042(5) Uiso d PD 0.250(12) 1 A 2 O O1B 0.2932(5) 0.9505(3) 0.91215(18) 0.0500(8) Uani d . 1 1 . . C C3B 0.2880(7) 1.1311(6) 0.8088(3) 0.0495(12) Uani d . 1 1 . . H H3B1 0.3379 1.0398 0.7796 0.074 Uiso calc R 1 1 . . H H3B2 0.3803 1.1960 0.8045 0.074 Uiso calc R 1 1 . . H H3B3 0.1582 1.1863 0.7890 0.074 Uiso calc R 1 1 . . C C5B 0.1777(8) 1.3566(5) 0.9220(3) 0.0575(13) Uani d . 1 1 . . H H5B1 0.2279 1.3717 0.8712 0.086 Uiso calc R 1 1 . . H H5B2 0.2402 1.4084 0.9589 0.086 Uiso calc R 1 1 . . H H5B3 0.0341 1.3983 0.9228 0.086 Uiso calc R 1 1 . . C C6B 0.2071(8) 1.1510(6) 1.0225(3) 0.0543(12) Uani d . 1 1 . . H H6B1 0.0862 1.1162 1.0297 0.081 Uiso calc R 1 1 . . H H6B2 0.2016 1.2388 1.0538 0.081 Uiso calc R 1 1 . . H H6B3 0.3222 1.0692 1.0373 0.081 Uiso calc R 1 1 . . C C2B 0.2689(6) 1.0867(6) 0.8909(3) 0.0457(11) Uani d . 1 1 . . N N4B 0.2242(6) 1.1944(5) 0.9415(2) 0.0522(10) 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 N1' 0.0392(18) 0.0348(19) 0.0276(16) -0.0095(15) 0.0060(14) -0.0043(14) C2' 0.031(2) 0.035(2) 0.032(2) -0.0106(17) 0.0021(16) -0.0093(16) N21' 0.051(2) 0.030(2) 0.0304(18) -0.0012(16) 0.0060(16) -0.0039(15) N3' 0.0387(18) 0.0341(19) 0.0258(16) -0.0067(15) 0.0027(14) -0.0026(14) C4' 0.032(2) 0.034(2) 0.035(2) -0.0042(18) 0.0002(16) -0.0040(17) O41' 0.062(2) 0.0378(17) 0.0297(14) 0.0018(15) 0.0014(13) -0.0094(12) C5' 0.039(2) 0.033(2) 0.035(2) -0.0062(18) 0.0004(17) -0.0033(17) C6' 0.034(2) 0.035(2) 0.035(2) -0.0097(18) -0.0011(16) -0.0045(17) N61' 0.057(2) 0.037(2) 0.0308(18) -0.0031(19) 0.0045(16) 0.0004(15) N1 0.0394(19) 0.040(2) 0.0280(17) -0.0146(16) 0.0050(14) -0.0073(15) C2 0.031(2) 0.038(2) 0.0291(19) -0.0107(18) 0.0000(15) -0.0028(17) N21 0.051(2) 0.036(2) 0.0317(18) -0.0099(18) 0.0063(16) -0.0083(16) N3 0.0353(18) 0.035(2) 0.0317(17) -0.0082(16) 0.0023(14) -0.0072(14) C4 0.037(2) 0.037(2) 0.036(2) -0.0128(19) 0.0018(17) -0.0077(18) O41 0.0525(18) 0.0403(18) 0.0343(15) -0.0029(14) 0.0043(13) -0.0075(13) C5 0.041(2) 0.040(2) 0.036(2) -0.0080(19) -0.0003(17) 0.0003(18) C6 0.038(2) 0.044(3) 0.032(2) -0.017(2) -0.0014(17) -0.0009(18) C61 0.050(3) 0.055(3) 0.033(2) -0.016(2) 0.0017(19) 0.0034(19) O1A 0.059(2) 0.065(2) 0.0409(17) -0.0210(18) 0.0152(15) -0.0252(16) C3A 0.072(3) 0.041(3) 0.044(3) -0.007(2) 0.000(2) -0.006(2) C5A 0.070(3) 0.066(3) 0.048(3) -0.027(3) 0.018(2) -0.032(2) C6A 0.058(3) 0.053(3) 0.048(3) -0.020(2) -0.004(2) 0.004(2) C2A 0.036(3) 0.038(3) 0.036(3) -0.011(3) 0.000(2) -0.005(3) N4A 0.043(3) 0.040(3) 0.035(3) -0.011(2) 0.005(2) -0.010(2) O1B 0.063(2) 0.0307(17) 0.0517(19) -0.0038(15) 0.0024(15) -0.0024(14) C3B 0.044(3) 0.058(3) 0.049(3) -0.017(2) 0.000(2) 0.004(2) C5B 0.054(3) 0.035(3) 0.084(4) -0.011(2) -0.003(3) -0.009(2) C6B 0.061(3) 0.058(3) 0.042(2) -0.012(3) -0.002(2) -0.014(2) C2B 0.035(2) 0.049(3) 0.053(3) -0.008(2) -0.006(2) -0.009(2) N4B 0.051(2) 0.047(2) 0.058(2) -0.0112(19) -0.0065(19) -0.0083(19) 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' 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 C2' N1' C6' 117.1(3) N1' C2' N21' 120.7(3) N1' C2' N3' 122.5(4) N21' C2' N3' 116.8(4) C2' N21' H21A 123(3) C2' N21' H21B 125(3) H21A N21' H21B 112(4) C2' N3' C4' 122.7(3) C2' N3' H3' 118(3) C4' N3' H3' 119(3) O41' C4' N3' 118.0(4) O41' C4' C5' 126.5(4) N3' C4' C5' 115.5(3) C6' C5' C4' 118.9(4) C6' C5' H5' 120.6 C4' C5' H5' 120.6 N1' C6' N61' 115.3(3) N1' C6' C5' 123.2(4) N61' C6' C5' 121.5(4) C6' N61' H61A 122(3) C6' N61' H61B 114(3) H61A N61' H61B 112(5) C6 N1 C2 121.6(3) C6 N1 H1 121(3) C2 N1 H1 117(3) N21 C2 N3 119.7(4) N21 C2 N1 118.4(4) N3 C2 N1 121.9(4) C2 N21 H21C 119(3) C2 N21 H21D 125(3) H21C N21 H21D 115(5) C2 N3 C4 119.0(3) O41 C4 N3 119.3(4) O41 C4 C5 122.4(4) N3 C4 C5 118.3(4) C6 C5 C4 120.7(4) C6 C5 H5 119.7 C4 C5 H5 119.7 C5 C6 N1 118.5(4) C5 C6 C61 125.7(4) N1 C6 C61 115.8(4) C6 C61 H611 109.5 C6 C61 H612 109.5 H611 C61 H612 109.5 C6 C61 H613 109.5 H611 C61 H613 109.5 H612 C61 H613 109.5 C2A C3A H3A1 109.5 N4A' C3A H3A1 73.5 C2A C3A H3A2 109.5 N4A' C3A H3A2 124.7 H3A1 C3A H3A2 109.5 C2A C3A H3A3 109.5 N4A' C3A H3A3 121.6 H3A1 C3A H3A3 109.5 H3A2 C3A H3A3 109.5 C2A C3A H6A4 145.5 N4A' C3A H6A4 109.5 H3A2 C3A H6A4 91.7 H3A3 C3A H6A4 87.3 C2A C3A H6A5 90.1 N4A' C3A H6A5 109.5 H3A1 C3A H6A5 119.4 H3A3 C3A H6A5 116.7 H6A4 C3A H6A5 109.5 C2A C3A H6A6 89.0 N4A' C3A H6A6 109.5 H3A1 C3A H6A6 126.8 H3A2 C3A H6A6 110.1 H6A4 C3A H6A6 109.5 H6A5 C3A H6A6 109.5 N4A C5A H5A1 109.5 N4A' C5A H5A1 144.2 N4A C5A H5A2 109.5 N4A' C5A H5A2 91.9 H5A1 C5A H5A2 109.5 N4A C5A H5A3 109.5 N4A' C5A H5A3 88.6 H5A1 C5A H5A3 109.5 H5A2 C5A H5A3 109.5 N4A C5A H5A4 144.3 N4A' C5A H5A4 109.5 H5A1 C5A H5A4 106.1 H5A2 C5A H5A4 60.5 H5A3 C5A H5A4 53.4 N4A C5A H5A5 89.5 N4A' C5A H5A5 109.5 H5A1 C5A H5A5 52.7 H5A2 C5A H5A5 158.6 H5A3 C5A H5A5 71.6 H5A4 C5A H5A5 109.5 N4A C5A H5A6 91.1 N4A' C5A H5A6 109.5 H5A1 C5A H5A6 61.2 H5A2 C5A H5A6 61.8 H5A3 C5A H5A6 159.5 H5A4 C5A H5A6 109.5 H5A5 C5A H5A6 109.5 N4A C6A H6A1 109.5 C2A' C6A H6A1 147.7 N4A C6A H6A2 109.5 C2A' C6A H6A2 87.8 H6A1 C6A H6A2 109.5 N4A C6A H6A3 109.5 C2A' C6A H6A3 88.7 H6A1 C6A H6A3 109.5 H6A2 C6A H6A3 109.5 N4A C6A H3A4 71.2 C2A' C6A H3A4 109.5 H6A2 C6A H3A4 125.8 H6A3 C6A H3A4 121.4 N4A C6A H3A5 122.7 C2A' C6A H3A5 109.5 H6A1 C6A H3A5 86.9 H6A3 C6A H3A5 115.8 H3A4 C6A H3A5 109.5 N4A C6A H3A6 124.5 C2A' C6A H3A6 109.5 H6A1 C6A H3A6 89.6 H6A2 C6A H3A6 112.0 H3A4 C6A H3A6 109.5 H3A5 C6A H3A6 109.5 O1A C2A N4A 117.8(4) O1A C2A C3A 124.8(4) N4A C2A C3A 117.4(4) C2A N4A C5A 120.7(4) C2A N4A C6A 116.7(4) C5A N4A C6A 122.5(4) O1A C2A' N4A' 112.9(7) O1A C2A' C6A 135.0(7) N4A' C2A' C6A 112.1(6) C2A' N4A' C3A 113.6(7) C2A' N4A' C5A 117.3(7) C3A N4A' C5A 128.7(7) C2B C3B H3B1 109.5 C2B C3B H3B2 109.5 H3B1 C3B H3B2 109.5 C2B C3B H3B3 109.5 H3B1 C3B H3B3 109.5 H3B2 C3B H3B3 109.5 N4B C5B H5B1 109.5 N4B C5B H5B2 109.5 H5B1 C5B H5B2 109.5 N4B C5B H5B3 109.5 H5B1 C5B H5B3 109.5 H5B2 C5B H5B3 109.5 N4B C6B H6B1 109.5 N4B C6B H6B2 109.5 H6B1 C6B H6B2 109.5 N4B C6B H6B3 109.5 H6B1 C6B H6B3 109.5 H6B2 C6B H6B3 109.5 O1B C2B N4B 119.5(4) O1B C2B C3B 121.6(4) N4B C2B C3B 119.0(4) C2B N4B C5B 123.8(4) C2B N4B C6B 119.1(4) C5B N4B C6B 117.0(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1' C2' 1.322(5) N1' C6' 1.357(5) C2' N21' 1.328(5) C2' N3' 1.363(5) N21' H21A 0.90(5) N21' H21B 0.88(5) N3' C4' 1.384(5) N3' H3' 0.89(2) C4' O41' 1.258(5) C4' C5' 1.401(6) C5' C6' 1.399(6) C5' H5' 0.9500 C6' N61' 1.357(5) N61' H61A 0.90(2) N61' H61B 0.89(2) N1 C6 1.359(6) N1 C2 1.363(5) N1 H1 0.86(5) C2 N21 1.319(5) C2 N3 1.339(5) N21 H21C 0.89(5) N21 H21D 0.88(5) N3 C4 1.377(5) C4 O41 1.248(5) C4 C5 1.445(6) C5 C6 1.343(6) C5 H5 0.9500 C6 C61 1.507(6) C61 H611 0.9800 C61 H612 0.9800 C61 H613 0.9800 O1A C2A 1.276(5) O1A C2A' 1.286(8) C3A C2A 1.480(6) C3A N4A' 1.524(8) C3A H3A1 0.9800 C3A H3A2 0.9800 C3A H3A3 0.9800 C3A H6A4 0.9800 C3A H6A5 0.9800 C3A H6A6 0.9800 C5A N4A 1.472(5) C5A N4A' 1.528(8) C5A H5A1 0.9800 C5A H5A2 0.9800 C5A H5A3 0.9800 C5A H5A4 0.9800 C5A H5A5 0.9800 C5A H5A6 0.9800 C6A N4A 1.489(6) C6A C2A' 1.517(8) C6A H6A1 0.9800 C6A H6A2 0.9800 C6A H6A3 0.9800 C6A H3A4 0.9800 C6A H3A5 0.9800 C6A H3A6 0.9800 C2A N4A 1.319(6) C2A' N4A' 1.323(9) O1B C2B 1.258(6) C3B C2B 1.507(7) C3B H3B1 0.9800 C3B H3B2 0.9800 C3B H3B3 0.9800 C5B N4B 1.464(6) C5B H5B1 0.9800 C5B H5B2 0.9800 C5B H5B3 0.9800 C6B N4B 1.484(6) C6B H6B1 0.9800 C6B H6B2 0.9800 C6B H6B3 0.9800 C2B N4B 1.326(6) 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 N21' H21B O1B . 0.88(5) 2.10(5) 2.981(5) 174(4) N21' H21A O41 . 0.90(5) 1.94(5) 2.836(5) 176(4) N3' H3' N3 . 0.89(2) 1.96(2) 2.839(4) 170(4) N61' H61B N1' 2_667 0.89(2) 2.15(2) 3.019(5) 165(5) N61' H61A O1B 2_667 0.90(2) 2.11(3) 2.893(5) 145(4) N1 H1 O1A . 0.86(5) 1.97(5) 2.770(5) 154(4) N21 H21D O41' . 0.88(5) 1.98(5) 2.832(5) 164(5) N21 H21C O1A . 0.89(5) 2.13(5) 2.885(5) 143(4) 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' N21' 179.4(4) C6' N1' C2' N3' -1.1(5) N1' C2' N3' C4' -1.1(6) N21' C2' N3' C4' 178.4(4) C2' N3' C4' O41' -177.7(4) C2' N3' C4' C5' 2.8(5) O41' C4' C5' C6' 178.2(4) N3' C4' C5' C6' -2.4(5) C2' N1' C6' N61' -179.1(4) C2' N1' C6' C5' 1.5(6) C4' C5' C6' N1' 0.3(6) C4' C5' C6' N61' -179.0(4) C6 N1 C2 N21 -179.8(4) C6 N1 C2 N3 -0.7(5) N21 C2 N3 C4 178.6(4) N1 C2 N3 C4 -0.5(5) C2 N3 C4 O41 -176.7(4) C2 N3 C4 C5 2.1(5) O41 C4 C5 C6 176.1(4) N3 C4 C5 C6 -2.7(6) C4 C5 C6 N1 1.6(6) C4 C5 C6 C61 -178.1(4) C2 N1 C6 C5 0.1(6) C2 N1 C6 C61 179.8(3) C2A' O1A C2A N4A 0.8(11) C2A' O1A C2A C3A -178.9(14) N4A' C3A C2A O1A -177.4(13) N4A' C3A C2A N4A 2.9(10) O1A C2A N4A C5A -179.2(5) C3A C2A N4A C5A 0.6(7) O1A C2A N4A C6A -1.8(7) C3A C2A N4A C6A 177.9(4) N4A' C5A N4A C2A -3.4(11) N4A' C5A N4A C6A 179.4(12) C2A' C6A N4A C2A 0.6(11) C2A' C6A N4A C5A 177.9(12) C2A O1A C2A' N4A' -2.2(9) C2A O1A C2A' C6A 179(3) N4A C6A C2A' O1A 179(3) N4A C6A C2A' N4A' 0.9(8) O1A C2A' N4A' C3A 4.5(19) C6A C2A' N4A' C3A -176.7(10) O1A C2A' N4A' C5A 177.8(10) C6A C2A' N4A' C5A -3.5(18) C2A C3A N4A' C2A' -1.2(9) C2A C3A N4A' C5A -174(2) N4A C5A N4A' C2A' 1.8(9) N4A C5A N4A' C3A 174(2) O1B C2B N4B C5B -175.0(4) C3B C2B N4B C5B 4.5(7) O1B C2B N4B C6B 1.0(6) C3B C2B N4B C6B -179.5(4) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139064082