#------------------------------------------------------------------------------ #$Date: 2019-10-10 03:45:28 +0300 (Thu, 10 Oct 2019) $ #$Revision: 219230 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/45/7234509.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_7234509 loop_ _publ_author_name 'Yang, Pengpeng' 'Li, Xiaojie' 'Liu, Haodong' 'Li, Zihan' 'Liu, Jun' 'Zhuang, Wei' 'Wu, Jianglan' 'Ying, Hanjie' _publ_section_title ; Thermodynamics, Crystal structure, and Characterization of Bio-based Nylon 54 monomer. ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C9CE01204D _journal_year 2019 _chemical_formula_sum 'C9 H20 N2 O4' _chemical_formula_weight 220.27 _chemical_melting_point 185 _chemical_properties_physical Moisture-sensitive,Hygroscopic _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2019-08-30 deposited with the CCDC. 2019-09-26 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 107.384(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.6508(9) _cell_length_b 14.5943(13) _cell_length_c 7.9248(6) _cell_measurement_reflns_used 2094 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 28.414 _cell_measurement_theta_min 2.442 _cell_volume 1175.57(17) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0584 _diffrn_reflns_av_unetI/netI 0.0557 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 5715 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 24.993 _diffrn_reflns_theta_max 24.993 _diffrn_reflns_theta_min 2.442 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_T_max 0.9809 _exptl_absorpt_correction_T_min 0.9585 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour transparent _exptl_crystal_density_diffrn 1.245 _exptl_crystal_description block _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.440 _exptl_crystal_size_mid 0.370 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.373 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.056 _refine_ls_extinction_coef 0.197(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 143 _refine_ls_number_reflns 2068 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.089 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0547 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0793P)^2^+0.4744P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1493 _refine_ls_wR_factor_ref 0.1655 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1507 _reflns_number_total 2068 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9ce01204d4.cif _cod_data_source_block 180419h _cod_database_code 7234509 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.959 _shelx_estimated_absorpt_t_max 0.981 _shelx_res_file ; TITL 180419h in P2(1)/c 180419h.res created by SHELXL-2018/3 at 09:14:02 on 28-Aug-2019 CELL 0.71073 10.6508 14.5943 7.9248 90.000 107.384 90.000 ZERR 4.00 0.0009 0.0013 0.0006 0.000 0.003 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H N O UNIT 36 80 8 16 OMIT -1.00 50.04 L.S. 8 ACTA BOND $h FMAP 2 PLAN 20 HTAB C9 O2_$7 EQIV $7 x, y, z-1 HTAB C4 O1_$6 HTAB N2 O1_$6 EQIV $6 x, -y+3/2, z-1/2 HTAB N2 O4 HTAB N2 O1 HTAB N1 O3_$5 EQIV $5 x+1, y, z+1 HTAB N1 O2_$4 EQIV $4 x+1, y, z HTAB N1 O3_$3 EQIV $3 x+1, -y+3/2, z+1/2 dfix 1.48 0.01 c8 c9 c8 c9' eadp c9 c9' size 0.44 0.37 0.20 conf TEMP 25 WGHT 0.079300 0.474400 EXTI 0.196858 FVAR 1.35762 0.66888 MOLE 1 N1 3 1.059196 0.657648 0.654179 11.00000 0.03276 0.03207 = 0.03638 0.00301 0.01039 0.00283 AFIX 137 H1A 2 1.073044 0.711504 0.610141 11.00000 -1.50000 H1B 2 1.118812 0.617454 0.642244 11.00000 -1.50000 H1C 2 1.065929 0.664029 0.768237 11.00000 -1.50000 AFIX 0 N2 3 0.334870 0.694204 0.493680 11.00000 0.03743 0.03471 = 0.04275 -0.00040 0.00907 -0.00448 AFIX 137 H2A 2 0.339810 0.685168 0.606549 11.00000 -1.50000 H2B 2 0.259044 0.671997 0.424738 11.00000 -1.50000 H2C 2 0.339197 0.753959 0.473699 11.00000 -1.50000 AFIX 0 O1 4 0.380836 0.643094 0.846921 11.00000 0.04741 0.03510 = 0.04369 0.00014 0.00605 0.00311 O2 4 0.256490 0.527117 0.717657 11.00000 0.04408 0.04234 = 0.05172 -0.00554 -0.00359 0.00677 O3 4 0.101181 0.672037 0.018954 11.00000 0.07616 0.02963 = 0.04328 -0.00289 0.02194 -0.00801 O4 4 0.118418 0.609064 0.277862 11.00000 0.07038 0.06265 = 0.03582 -0.00211 0.00390 -0.02801 C1 1 0.926390 0.624456 0.557988 11.00000 0.03328 0.04497 = 0.03914 -0.00129 0.00822 -0.00146 AFIX 23 H1D 2 0.917020 0.561535 0.591781 11.00000 -1.20000 H1E 2 0.915274 0.625504 0.431973 11.00000 -1.20000 AFIX 0 C2 1 0.820926 0.682366 0.596507 11.00000 0.03297 0.04963 = 0.04893 0.00195 0.01298 0.00107 AFIX 23 H2D 2 0.823677 0.743797 0.551021 11.00000 -1.20000 H2E 2 0.836756 0.686570 0.723320 11.00000 -1.20000 AFIX 0 C3 1 0.686707 0.640593 0.511364 11.00000 0.03958 0.06285 = 0.06773 -0.01441 0.01449 0.00269 AFIX 23 H3A 2 0.669310 0.641351 0.384037 11.00000 -1.20000 H3B 2 0.688449 0.577062 0.547958 11.00000 -1.20000 AFIX 0 C4 1 0.575527 0.688613 0.556140 11.00000 0.03604 0.04920 = 0.05730 -0.00505 0.01308 0.00118 AFIX 23 H4A 2 0.576330 0.753183 0.527464 11.00000 -1.20000 H4B 2 0.587492 0.683335 0.681989 11.00000 -1.20000 AFIX 0 C5 1 0.444572 0.647208 0.454211 11.00000 0.03942 0.05011 = 0.05569 -0.00548 0.01481 -0.00421 AFIX 23 H5A 2 0.433699 0.651409 0.328488 11.00000 -1.20000 H5B 2 0.443544 0.582873 0.484503 11.00000 -1.20000 AFIX 0 C6 1 0.348596 0.559212 0.836503 11.00000 0.03125 0.03420 = 0.03956 0.00328 0.00882 0.01063 C7 1 0.427768 0.495603 0.979541 11.00000 0.03956 0.05184 = 0.05870 0.02109 0.00339 0.00336 AFIX 23 H7A 2 0.404134 0.507086 1.086738 11.00000 -1.20000 H7B 2 0.403176 0.432949 0.943708 11.00000 -1.20000 AFIX 0 C8 1 0.092338 0.606075 0.114500 11.00000 0.06882 0.03890 = 0.03643 -0.00047 0.00145 -0.02108 PART 1 C9 1 0.072872 0.510367 0.024399 21.00000 0.03619 0.03170 = 0.04414 0.00148 0.00894 -0.00370 AFIX 23 H9A 2 0.101957 0.511218 -0.080488 21.00000 -1.20000 H9B 2 0.122907 0.464272 0.104966 21.00000 -1.20000 PART 2 AFIX 0 C9' 1 -0.029661 0.541491 0.032777 -21.00000 0.03619 0.03170 = 0.04414 0.00148 0.00894 -0.00370 AFIX 23 H9'1 2 -0.070971 0.523717 0.121560 -21.00000 -1.20000 H9'2 2 -0.094430 0.571544 -0.064066 -21.00000 -1.20000 PART 0 AFIX 0 HKLF 4 REM 180419h in P2(1)/c REM wR2 = 0.1655, GooF = S = 1.051, Restrained GooF = 1.089 for all data REM R1 = 0.0547 for 1507 Fo > 4sig(Fo) and 0.0763 for all 2068 data REM 143 parameters refined using 2 restraints END WGHT 0.0788 0.4730 REM Highest difference peak 0.373, deepest hole -0.245, 1-sigma level 0.056 Q1 1 0.6743 0.7130 0.4953 11.00000 0.05 0.37 Q2 1 0.5987 0.6188 0.5566 11.00000 0.05 0.34 Q3 1 0.8224 0.7402 0.6241 11.00000 0.05 0.27 Q4 1 0.1828 0.5943 0.2418 11.00000 0.05 0.20 Q5 1 0.3019 0.6690 0.7565 11.00000 0.05 0.18 Q6 1 0.3776 0.6113 0.8305 11.00000 0.05 0.18 Q7 1 0.0409 0.6188 0.1700 11.00000 0.05 0.15 Q8 1 0.0955 0.7387 0.0332 11.00000 0.05 0.15 Q9 1 0.4415 0.5844 0.4300 11.00000 0.05 0.14 Q10 1 0.7619 0.4734 0.5823 11.00000 0.05 0.14 Q11 1 0.0995 0.6999 0.0573 11.00000 0.05 0.14 Q12 1 0.4397 0.6771 0.9461 11.00000 0.05 0.14 Q13 1 0.3803 0.7122 0.8397 11.00000 0.05 0.14 Q14 1 0.9216 0.5494 0.6621 11.00000 0.05 0.13 Q15 1 0.3701 0.4449 1.0372 11.00000 0.05 0.13 Q16 1 0.1627 0.5215 0.2943 11.00000 0.05 0.13 Q17 1 0.4340 0.6608 0.8680 11.00000 0.05 0.13 Q18 1 0.4609 0.5624 1.1447 11.00000 0.05 0.13 Q19 1 0.1656 0.5784 0.3875 11.00000 0.05 0.13 Q20 1 0.4783 0.6468 0.9003 11.00000 0.05 0.13 ; _shelx_res_checksum 60913 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N1 N 1.05920(17) 0.65765(12) 0.6542(2) 0.0337(5) Uani 1 1 d . . . . . H1A H 1.073044 0.711504 0.610141 0.051 Uiso 1 1 calc R U . . . H1B H 1.118812 0.617454 0.642244 0.051 Uiso 1 1 calc R U . . . H1C H 1.065929 0.664029 0.768237 0.051 Uiso 1 1 calc R U . . . N2 N 0.33487(18) 0.69420(12) 0.4937(3) 0.0389(5) Uani 1 1 d . . . . . H2A H 0.339810 0.685168 0.606549 0.058 Uiso 1 1 calc R U . . . H2B H 0.259044 0.671997 0.424738 0.058 Uiso 1 1 calc R U . . . H2C H 0.339197 0.753959 0.473699 0.058 Uiso 1 1 calc R U . . . O1 O 0.38084(16) 0.64309(10) 0.8469(2) 0.0437(5) Uani 1 1 d . . . . . O2 O 0.25649(17) 0.52712(11) 0.7177(2) 0.0500(5) Uani 1 1 d . . . . . O3 O 0.10118(19) 0.67204(10) 0.0190(2) 0.0488(5) Uani 1 1 d . . . . . O4 O 0.1184(2) 0.60906(12) 0.2779(2) 0.0589(6) Uani 1 1 d . . . . . C1 C 0.9264(2) 0.62446(16) 0.5580(3) 0.0397(6) Uani 1 1 d . . . . . H1D H 0.917020 0.561535 0.591781 0.048 Uiso 1 1 calc R U . . . H1E H 0.915274 0.625504 0.431973 0.048 Uiso 1 1 calc R U . . . C2 C 0.8209(2) 0.68237(17) 0.5965(3) 0.0437(6) Uani 1 1 d . . . . . H2D H 0.823677 0.743797 0.551021 0.052 Uiso 1 1 calc R U . . . H2E H 0.836756 0.686570 0.723320 0.052 Uiso 1 1 calc R U . . . C3 C 0.6867(3) 0.6406(2) 0.5114(4) 0.0571(8) Uani 1 1 d . . . . . H3A H 0.669310 0.641351 0.384037 0.068 Uiso 1 1 calc R U . . . H3B H 0.688449 0.577062 0.547958 0.068 Uiso 1 1 calc R U . . . C4 C 0.5755(2) 0.68861(18) 0.5561(4) 0.0477(7) Uani 1 1 d . . . . . H4A H 0.576330 0.753183 0.527464 0.057 Uiso 1 1 calc R U . . . H4B H 0.587492 0.683335 0.681989 0.057 Uiso 1 1 calc R U . . . C5 C 0.4446(2) 0.64721(17) 0.4542(4) 0.0483(7) Uani 1 1 d . . . . . H5A H 0.433699 0.651409 0.328488 0.058 Uiso 1 1 calc R U . . . H5B H 0.443544 0.582873 0.484503 0.058 Uiso 1 1 calc R U . . . C6 C 0.3486(2) 0.55921(15) 0.8365(3) 0.0354(6) Uani 1 1 d . . . . . C7 C 0.4278(2) 0.49560(19) 0.9795(4) 0.0525(7) Uani 1 1 d . . . . . H7A H 0.404134 0.507086 1.086738 0.063 Uiso 1 1 calc R U . . . H7B H 0.403176 0.432949 0.943708 0.063 Uiso 1 1 calc R U . . . C8 C 0.0923(3) 0.60608(16) 0.1145(3) 0.0512(7) Uani 1 1 d D . . . . C9 C 0.0729(3) 0.5104(2) 0.0244(5) 0.0380(8) Uani 0.669(4) 1 d D . P A 1 H9A H 0.101957 0.511218 -0.080488 0.046 Uiso 0.669(4) 1 calc R U P A 1 H9B H 0.122907 0.464272 0.104966 0.046 Uiso 0.669(4) 1 calc R U P A 1 C9' C -0.0297(6) 0.5415(4) 0.0328(10) 0.0380(8) Uani 0.331(4) 1 d D . P A 2 H9'1 H -0.070971 0.523717 0.121560 0.046 Uiso 0.331(4) 1 calc R U P A 2 H9'2 H -0.094430 0.571544 -0.064066 0.046 Uiso 0.331(4) 1 calc R U P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0328(10) 0.0321(10) 0.0364(11) 0.0030(8) 0.0104(9) 0.0028(8) N2 0.0374(11) 0.0347(10) 0.0428(12) -0.0004(8) 0.0091(9) -0.0045(8) O1 0.0474(10) 0.0351(9) 0.0437(10) 0.0001(7) 0.0061(8) 0.0031(8) O2 0.0441(10) 0.0423(10) 0.0517(11) -0.0055(8) -0.0036(9) 0.0068(8) O3 0.0762(13) 0.0296(9) 0.0433(10) -0.0029(7) 0.0219(9) -0.0080(8) O4 0.0704(14) 0.0626(12) 0.0358(11) -0.0021(8) 0.0039(9) -0.0280(10) C1 0.0333(13) 0.0450(13) 0.0391(14) -0.0013(11) 0.0082(10) -0.0015(10) C2 0.0330(13) 0.0496(14) 0.0489(15) 0.0020(12) 0.0130(11) 0.0011(11) C3 0.0396(15) 0.0628(17) 0.068(2) -0.0144(15) 0.0145(14) 0.0027(13) C4 0.0360(14) 0.0492(15) 0.0573(17) -0.0051(13) 0.0131(12) 0.0012(11) C5 0.0394(14) 0.0501(15) 0.0557(17) -0.0055(12) 0.0148(12) -0.0042(12) C6 0.0313(12) 0.0342(12) 0.0396(13) 0.0033(10) 0.0088(10) 0.0106(10) C7 0.0396(14) 0.0518(15) 0.0587(18) 0.0211(13) 0.0034(12) 0.0034(12) C8 0.0688(19) 0.0389(14) 0.0364(15) -0.0005(11) 0.0015(13) -0.0211(12) C9 0.0362(19) 0.0317(19) 0.044(2) 0.0015(15) 0.0089(16) -0.0037(14) C9' 0.0362(19) 0.0317(19) 0.044(2) 0.0015(15) 0.0089(16) -0.0037(14) 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 _geom_angle_site_symmetry_1 C1 N1 H1A 109.5 . C1 N1 H1B 109.5 . H1A N1 H1B 109.5 . C1 N1 H1C 109.5 . H1A N1 H1C 109.5 . H1B N1 H1C 109.5 . C5 N2 H2A 109.5 . C5 N2 H2B 109.5 . H2A N2 H2B 109.5 . C5 N2 H2C 109.5 . H2A N2 H2C 109.5 . H2B N2 H2C 109.5 . N1 C1 C2 111.65(19) . N1 C1 H1D 109.3 . C2 C1 H1D 109.3 . N1 C1 H1E 109.3 . C2 C1 H1E 109.3 . H1D C1 H1E 108.0 . C1 C2 C3 110.2(2) . C1 C2 H2D 109.6 . C3 C2 H2D 109.6 . C1 C2 H2E 109.6 . C3 C2 H2E 109.6 . H2D C2 H2E 108.1 . C4 C3 C2 114.3(2) . C4 C3 H3A 108.7 . C2 C3 H3A 108.7 . C4 C3 H3B 108.7 . C2 C3 H3B 108.7 . H3A C3 H3B 107.6 . C3 C4 C5 110.6(2) . C3 C4 H4A 109.5 . C5 C4 H4A 109.5 . C3 C4 H4B 109.5 . C5 C4 H4B 109.5 . H4A C4 H4B 108.1 . N2 C5 C4 111.4(2) . N2 C5 H5A 109.3 . C4 C5 H5A 109.3 . N2 C5 H5B 109.3 . C4 C5 H5B 109.3 . H5A C5 H5B 108.0 . O2 C6 O1 123.8(2) . O2 C6 C7 118.6(2) . O1 C6 C7 117.7(2) . C7 C7 C6 114.9(3) 3_667 C7 C7 H7A 108.5 3_667 C6 C7 H7A 108.5 . C7 C7 H7B 108.5 3_667 C6 C7 H7B 108.5 . H7A C7 H7B 107.5 . O4 C8 O3 125.0(2) . O4 C8 C9 117.9(2) . O3 C8 C9 116.1(2) . O4 C8 C9' 110.4(3) . O3 C8 C9' 114.5(3) . C9 C9 C8 106.4(3) 3_565 C9 C9 H9A 110.4 3_565 C8 C9 H9A 110.4 . C9 C9 H9B 110.4 3_565 C8 C9 H9B 110.4 . H9A C9 H9B 108.6 . C9' C9' C8 103.9(6) 3_565 C9' C9' H9'1 111.0 3_565 C8 C9' H9'1 111.0 . C9' C9' H9'2 111.0 3_565 C8 C9' H9'2 111.0 . H9'1 C9' H9'2 109.0 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 N1 C1 1.474(3) . N1 H1A 0.8900 . N1 H1B 0.8900 . N1 H1C 0.8900 . N2 C5 1.467(3) . N2 H2A 0.8900 . N2 H2B 0.8900 . N2 H2C 0.8900 . O1 C6 1.267(3) . O2 C6 1.232(3) . O3 C8 1.246(3) . O4 C8 1.241(3) . C1 C2 1.508(3) . C1 H1D 0.9700 . C1 H1E 0.9700 . C2 C3 1.515(4) . C2 H2D 0.9700 . C2 H2E 0.9700 . C3 C4 1.507(4) . C3 H3A 0.9700 . C3 H3B 0.9700 . C4 C5 1.513(3) . C4 H4A 0.9700 . C4 H4B 0.9700 . C5 H5A 0.9700 . C5 H5B 0.9700 . C6 C7 1.512(3) . C7 C7 1.480(5) 3_667 C7 H7A 0.9700 . C7 H7B 0.9700 . C8 C9 1.554(4) . C8 C9' 1.579(6) . C9 C9 1.514(7) 3_565 C9 H9A 0.9700 . C9 H9B 0.9700 . C9' C9' 1.527(14) 3_565 C9' H9'1 0.9700 . C9' H9'2 0.9700 . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C9^a H9A^a O2 0.97 2.63 3.554(4) 160.4 1_554 yes C4 H4A O1 0.97 2.63 3.321(3) 128.8 4_575 yes N2 H2C O1 0.89 1.93 2.752(2) 152.5 4_575 yes N2 H2B O4 0.89 1.84 2.725(3) 170.4 . yes N2 H2A O1 0.89 1.92 2.795(3) 166.0 . yes N1 H1C O3 0.89 1.91 2.798(2) 173.2 1_656 yes N1 H1B O2 0.89 1.93 2.769(2) 156.6 1_655 yes N1 H1A O3 0.89 1.91 2.795(2) 178.9 4_676 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_site_symmetry_4 N1 C1 C2 C3 -174.0(2) . C1 C2 C3 C4 174.6(2) . C2 C3 C4 C5 175.4(2) . C3 C4 C5 N2 -179.0(2) . O2 C6 C7 C7 132.4(3) 3_667 O1 C6 C7 C7 -48.0(4) 3_667 O4 C8 C9 C9 92.3(4) 3_565 O3 C8 C9 C9 -98.9(4) 3_565 O4 C8 C9' C9' -110.1(7) 3_565 O3 C8 C9' C9' 102.6(6) 3_565