#------------------------------------------------------------------------------ #$Date: 2020-08-25 04:37:17 +0300 (Tue, 25 Aug 2020) $ #$Revision: 255618 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705266.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_7705266 loop_ _publ_author_name 'Paul, Anup' 'Das, Kabita' 'Karmakar, Anirban' 'Guedes da Silva, M. F\'atima C.' 'Pombeiro, Armando J. L.' _publ_section_title ; A mechanistic insight into the rapid and selective removal of Congo Red by an amide functionalised Zn(II) Metal Organic Framework ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT02172E _journal_year 2020 _chemical_formula_sum 'C26 H22 Cd N4 O8' _chemical_formula_weight 630.87 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2014/6 _audit_update_record ; 2020-06-18 deposited with the CCDC. 2020-08-24 downloaded from the CCDC. ; _cell_angle_alpha 105.022(2) _cell_angle_beta 95.322(3) _cell_angle_gamma 116.297(2) _cell_formula_units_Z 1 _cell_length_a 7.7745(5) _cell_length_b 8.7385(6) _cell_length_c 10.6928(7) _cell_measurement_reflns_used 5840 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 25.39 _cell_measurement_theta_min 2.76 _cell_volume 610.66(7) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Mercury CSD 3.5.1, 2008' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' _computing_structure_solution 'SIR97 (Giacovazzo et al, 1999)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.978 _diffrn_measured_fraction_theta_max 0.978 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0106 _diffrn_reflns_av_unetI/netI 0.0121 _diffrn_reflns_Laue_measured_fraction_full 0.978 _diffrn_reflns_Laue_measured_fraction_max 0.978 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 6142 _diffrn_reflns_point_group_measured_fraction_full 0.978 _diffrn_reflns_point_group_measured_fraction_max 0.978 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.384 _diffrn_reflns_theta_min 2.761 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.955 _exptl_absorpt_correction_T_max 0.8 _exptl_absorpt_correction_T_min 0.7 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.716 _exptl_crystal_description Block _exptl_crystal_F_000 318 _exptl_crystal_size_max 0.280 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.190 _refine_diff_density_max 0.276 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.046 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 187 _refine_ls_number_reflns 2200 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.109 _refine_ls_R_factor_all 0.0167 _refine_ls_R_factor_gt 0.0166 _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^)+(0.0226P)^2^+0.3131P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0443 _refine_ls_wR_factor_ref 0.0444 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2187 _reflns_number_total 2200 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02172e2.cif _cod_data_source_block 2 _cod_database_code 7705266 _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 0.776 _shelx_estimated_absorpt_t_max 0.839 _shelxl_version_number 2014/6 _shelx_res_file ; TITL Anup_KA167_a.res in P-1 CELL 0.71073 7.7745 8.7385 10.6928 105.022 95.322 116.297 ZERR 1.00 0.0005 0.0006 0.0007 0.002 0.003 0.002 LATT 1 SFAC C H N O CD UNIT 26 22 4 8 1 MERG 2 EQIV $1 -x+2, -y+1, -z+1 HTAB O4 O2 EQIV $2 -x+2, -y, -z+1 HTAB O4 O3_$2 HTAB N1 O2_$1 FMAP 2 PLAN 20 SIZE 0.190 0.220 0.280 ACTA HTAB 2.00000 BOND $H L.S. 10 TEMP 23.00 WGHT 0.022600 0.313100 FVAR 1.55328 CD1 5 1.000000 0.000000 0.000000 10.50000 0.02470 0.02735 = 0.02078 0.01368 0.01416 0.01416 O1 4 0.978284 0.197338 0.178094 11.00000 0.04489 0.04166 = 0.02263 0.01421 0.01872 0.02866 O2 4 1.244766 0.286035 0.336219 11.00000 0.02912 0.04736 = 0.03885 0.01428 0.01851 0.01986 O4 4 1.292561 0.059955 0.135544 11.00000 0.03327 0.03432 = 0.04347 0.01675 0.00889 0.02139 O3 4 0.613249 0.168685 0.775403 11.00000 0.05737 0.05787 = 0.04161 0.03643 0.03439 0.04536 N2 3 0.177918 0.235464 0.924212 11.00000 0.02234 0.02839 = 0.02246 0.01363 0.01120 0.01327 N1 3 0.517425 0.345709 0.703141 11.00000 0.03143 0.03495 = 0.03274 0.02507 0.02351 0.02209 C10 1 0.383981 0.516231 0.832620 11.00000 0.02635 0.02711 = 0.03595 0.01857 0.01426 0.01418 AFIX 43 H10 2 0.453007 0.611010 0.801653 11.00000 -1.20000 AFIX 0 C11 1 0.266005 0.530655 0.918572 11.00000 0.03352 0.02726 = 0.03641 0.01157 0.01484 0.01911 AFIX 43 H11 2 0.253876 0.634741 0.945902 11.00000 -1.20000 AFIX 0 C9 1 0.398888 0.359857 0.792828 11.00000 0.01909 0.02741 = 0.02190 0.01257 0.00994 0.01287 C13 1 0.291737 0.220568 0.840438 11.00000 0.02357 0.02387 = 0.02507 0.01282 0.01345 0.01324 AFIX 43 H13 2 0.299428 0.114168 0.813289 11.00000 -1.20000 AFIX 0 C12 1 0.166368 0.388434 0.963333 11.00000 0.02801 0.03285 = 0.02557 0.01081 0.01453 0.01802 AFIX 43 H12 2 0.088651 0.398986 1.022573 11.00000 -1.20000 AFIX 0 C1 1 1.068132 0.245035 0.297555 11.00000 0.03020 0.02325 = 0.02647 0.01109 0.01567 0.01456 C8 1 0.615444 0.249399 0.697475 11.00000 0.02505 0.02768 = 0.02213 0.01226 0.01190 0.01484 C2 1 0.949164 0.248981 0.400969 11.00000 0.02389 0.02299 = 0.02029 0.00707 0.01019 0.01102 C5 1 0.728935 0.250765 0.591727 11.00000 0.02251 0.02593 = 0.02138 0.00986 0.01047 0.01239 C3 1 1.000539 0.223738 0.518987 11.00000 0.02727 0.05323 = 0.02618 0.01596 0.01105 0.02687 AFIX 43 H3 2 1.110601 0.208573 0.535288 11.00000 -1.20000 AFIX 0 C4 1 0.888483 0.221119 0.612155 11.00000 0.03504 0.05504 = 0.02190 0.01946 0.01279 0.03008 AFIX 43 H4 2 0.920471 0.199246 0.689315 11.00000 -1.20000 AFIX 0 C6 1 0.676656 0.275530 0.473726 11.00000 0.03110 0.04703 = 0.02650 0.01803 0.01365 0.02795 AFIX 43 H6 2 0.569526 0.295175 0.458783 11.00000 -1.20000 AFIX 0 C7 1 0.785174 0.270789 0.378293 11.00000 0.03888 0.04750 = 0.02221 0.01888 0.01422 0.02928 AFIX 43 H7 2 0.746800 0.282487 0.297819 11.00000 -1.20000 AFIX 0 H4A 2 1.289171 0.132270 0.214715 11.00000 -1.50000 H4B 2 1.320040 -0.012133 0.153597 11.00000 -1.50000 H1N 2 0.554128 0.421725 0.665414 11.00000 -1.50000 HKLF 4 REM Anup_KA167_a.res in P-1 REM R1 = 0.0166 for 2187 Fo > 4sig(Fo) and 0.0167 for all 2200 data REM 187 parameters refined using 0 restraints END WGHT 0.0226 0.3114 REM Instructions for potential hydrogen bonds HTAB C10 O4_$1 EQIV $3 -x+1, -y, -z+1 HTAB C13 O1_$3 HTAB C13 O3 EQIV $4 x-1, y, z+1 HTAB C12 O1_$4 HTAB O4 O2 HTAB O4 O3_$2 HTAB N1 O2_$1 REM Highest difference peak 0.276, deepest hole -0.273, 1-sigma level 0.046 Q1 1 0.6820 0.2552 0.6437 11.00000 0.05 0.28 Q2 1 1.0125 0.2530 0.3560 11.00000 0.05 0.24 Q3 1 0.1123 0.1482 0.9350 11.00000 0.05 0.24 Q4 1 0.3200 0.2818 0.7946 11.00000 0.05 0.20 Q5 1 0.3621 0.4221 0.7999 11.00000 0.05 0.20 Q6 1 1.1962 0.1800 0.3348 11.00000 0.05 0.20 Q7 1 0.3888 0.3195 0.8404 11.00000 0.05 0.19 Q8 1 0.3722 0.5404 0.9101 11.00000 0.05 0.19 Q9 1 0.7148 0.2788 0.5436 11.00000 0.05 0.19 Q10 1 0.2585 0.4753 0.9635 11.00000 0.05 0.18 Q11 1 1.3147 0.0127 0.0499 11.00000 0.05 0.18 Q12 1 1.1937 0.0307 0.0604 11.00000 0.05 0.18 Q13 1 0.4453 0.3473 0.7570 11.00000 0.05 0.17 Q14 1 1.1606 0.0106 0.1011 11.00000 0.05 0.16 Q15 1 0.7652 0.1887 0.5774 11.00000 0.05 0.16 Q16 1 0.8880 0.2888 0.3999 11.00000 0.05 0.16 Q17 1 0.8323 0.2862 0.6164 11.00000 0.05 0.15 Q18 1 0.1950 0.4389 0.9153 11.00000 0.05 0.15 Q19 1 0.9472 0.2042 0.4445 11.00000 0.05 0.15 Q20 1 0.2475 0.2377 0.8900 11.00000 0.05 0.15 ; _shelx_res_checksum 1465 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 Cd1 Cd 1.0000 0.0000 0.0000 0.02179(7) Uani 1 2 d S . P . . O1 O 0.9783(2) 0.19734(18) 0.17809(12) 0.0318(3) Uani 1 1 d . . . . . O2 O 1.24477(19) 0.28603(19) 0.33622(13) 0.0372(3) Uani 1 1 d . . . . . O4 O 1.29256(19) 0.05995(19) 0.13554(14) 0.0342(3) Uani 1 1 d . . . . . O3 O 0.6132(2) 0.1687(2) 0.77540(14) 0.0393(3) Uani 1 1 d . . . . . N2 N 0.17792(19) 0.23546(19) 0.92421(13) 0.0225(3) Uani 1 1 d . . . . . N1 N 0.5174(2) 0.3457(2) 0.70314(15) 0.0265(3) Uani 1 1 d . . . . . C10 C 0.3840(2) 0.5162(2) 0.83262(18) 0.0271(3) Uani 1 1 d . . . . . H10 H 0.4530 0.6110 0.8017 0.032 Uiso 1 1 calc R U . . . C11 C 0.2660(3) 0.5307(2) 0.91857(18) 0.0300(4) Uani 1 1 d . . . . . H11 H 0.2539 0.6347 0.9459 0.036 Uiso 1 1 calc R U . . . C9 C 0.3989(2) 0.3599(2) 0.79283(15) 0.0208(3) Uani 1 1 d . . . . . C13 C 0.2917(2) 0.2206(2) 0.84044(16) 0.0219(3) Uani 1 1 d . . . . . H13 H 0.2994 0.1142 0.8133 0.026 Uiso 1 1 calc R U . . . C12 C 0.1664(2) 0.3884(2) 0.96333(17) 0.0267(3) Uani 1 1 d . . . . . H12 H 0.0887 0.3990 1.0226 0.032 Uiso 1 1 calc R U . . . C1 C 1.0681(2) 0.2450(2) 0.29756(16) 0.0247(3) Uani 1 1 d . . . . . C8 C 0.6154(2) 0.2494(2) 0.69747(16) 0.0228(3) Uani 1 1 d . . . . . C2 C 0.9492(2) 0.2490(2) 0.40097(15) 0.0222(3) Uani 1 1 d . . . . . C5 C 0.7289(2) 0.2508(2) 0.59173(15) 0.0222(3) Uani 1 1 d . . . . . C3 C 1.0005(3) 0.2237(3) 0.51899(17) 0.0317(4) Uani 1 1 d . . . . . H3 H 1.1106 0.2086 0.5353 0.038 Uiso 1 1 calc R U . . . C4 C 0.8885(3) 0.2211(3) 0.61216(17) 0.0322(4) Uani 1 1 d . . . . . H4 H 0.9205 0.1992 0.6893 0.039 Uiso 1 1 calc R U . . . C6 C 0.6767(3) 0.2755(3) 0.47373(17) 0.0295(4) Uani 1 1 d . . . . . H6 H 0.5695 0.2952 0.4588 0.035 Uiso 1 1 calc R U . . . C7 C 0.7852(3) 0.2708(3) 0.37829(17) 0.0308(4) Uani 1 1 d . . . . . H7 H 0.7468 0.2825 0.2978 0.037 Uiso 1 1 calc R U . . . H4A H 1.289(4) 0.132(3) 0.215(3) 0.046 Uiso 1 1 d . U . . . H4B H 1.320(4) -0.012(3) 0.154(2) 0.046 Uiso 1 1 d . U . . . H1N H 0.554(4) 0.422(3) 0.665(2) 0.046 Uiso 1 1 d . U . . . 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 Cd1 0.02470(10) 0.02735(10) 0.02078(10) 0.01368(7) 0.01416(6) 0.01416(7) O1 0.0449(7) 0.0417(7) 0.0226(6) 0.0142(5) 0.0187(5) 0.0287(6) O2 0.0291(7) 0.0474(8) 0.0388(7) 0.0143(6) 0.0185(6) 0.0199(6) O4 0.0333(7) 0.0343(7) 0.0435(8) 0.0168(6) 0.0089(6) 0.0214(6) O3 0.0574(9) 0.0579(9) 0.0416(7) 0.0364(7) 0.0344(7) 0.0454(8) N2 0.0223(7) 0.0284(7) 0.0225(7) 0.0136(6) 0.0112(5) 0.0133(6) N1 0.0314(7) 0.0349(8) 0.0327(8) 0.0251(7) 0.0235(6) 0.0221(7) C10 0.0263(8) 0.0271(8) 0.0360(9) 0.0186(7) 0.0143(7) 0.0142(7) C11 0.0335(9) 0.0273(9) 0.0364(9) 0.0116(7) 0.0148(8) 0.0191(8) C9 0.0191(7) 0.0274(8) 0.0219(7) 0.0126(6) 0.0099(6) 0.0129(6) C13 0.0236(8) 0.0239(8) 0.0251(8) 0.0128(6) 0.0135(6) 0.0132(6) C12 0.0280(8) 0.0329(9) 0.0256(8) 0.0108(7) 0.0145(7) 0.0180(7) C1 0.0302(9) 0.0233(8) 0.0265(8) 0.0111(7) 0.0157(7) 0.0146(7) C8 0.0250(8) 0.0277(8) 0.0221(8) 0.0123(6) 0.0119(6) 0.0148(7) C2 0.0239(8) 0.0230(8) 0.0203(8) 0.0071(6) 0.0102(6) 0.0110(6) C5 0.0225(8) 0.0259(8) 0.0214(8) 0.0099(6) 0.0105(6) 0.0124(7) C3 0.0273(9) 0.0532(11) 0.0262(9) 0.0160(8) 0.0111(7) 0.0269(8) C4 0.0350(9) 0.0550(12) 0.0219(8) 0.0195(8) 0.0128(7) 0.0301(9) C6 0.0311(9) 0.0470(10) 0.0265(8) 0.0180(8) 0.0136(7) 0.0279(8) C7 0.0389(10) 0.0475(11) 0.0222(8) 0.0189(8) 0.0142(7) 0.0293(9) 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' Cd Cd -0.8075 1.2024 '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 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cd1 O1 180.0 2_755 . ? O1 Cd1 N2 90.45(5) 2_755 2_656 ? O1 Cd1 N2 89.55(5) . 2_656 ? O1 Cd1 N2 89.55(5) 2_755 1_654 ? O1 Cd1 N2 90.45(5) . 1_654 ? N2 Cd1 N2 180.00(8) 2_656 1_654 ? O1 Cd1 O4 86.84(5) 2_755 2_755 ? O1 Cd1 O4 93.16(5) . 2_755 ? N2 Cd1 O4 90.24(5) 2_656 2_755 ? N2 Cd1 O4 89.76(5) 1_654 2_755 ? O1 Cd1 O4 93.16(5) 2_755 . ? O1 Cd1 O4 86.84(5) . . ? N2 Cd1 O4 89.76(5) 2_656 . ? N2 Cd1 O4 90.24(5) 1_654 . ? O4 Cd1 O4 180.00(7) 2_755 . ? C1 O1 Cd1 124.82(11) . . ? Cd1 O4 H4A 99.0(15) . . ? Cd1 O4 H4B 127.8(17) . . ? H4A O4 H4B 107(2) . . ? C13 N2 C12 119.21(14) . . ? C13 N2 Cd1 120.83(11) . 1_456 ? C12 N2 Cd1 119.95(10) . 1_456 ? C8 N1 C9 125.50(14) . . ? C8 N1 H1N 115.6(17) . . ? C9 N1 H1N 116.8(17) . . ? C11 C10 C9 119.49(15) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C12 C11 C10 118.95(16) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C10 C9 C13 118.45(14) . . ? C10 C9 N1 118.89(14) . . ? C13 C9 N1 122.64(14) . . ? N2 C13 C9 121.83(15) . . ? N2 C13 H13 119.1 . . ? C9 C13 H13 119.1 . . ? N2 C12 C11 122.06(15) . . ? N2 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? O2 C1 O1 125.58(15) . . ? O2 C1 C2 117.99(15) . . ? O1 C1 C2 116.43(15) . . ? O3 C8 N1 121.83(14) . . ? O3 C8 C5 122.05(15) . . ? N1 C8 C5 116.11(14) . . ? C7 C2 C3 119.16(15) . . ? C7 C2 C1 121.02(14) . . ? C3 C2 C1 119.78(15) . . ? C4 C5 C6 119.44(15) . . ? C4 C5 C8 118.06(14) . . ? C6 C5 C8 122.48(15) . . ? C4 C3 C2 120.12(16) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 120.60(15) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C7 C6 C5 119.60(15) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C2 C7 C6 120.98(15) . . ? C2 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O1 2.2899(12) 2_755 ? Cd1 O1 2.2900(12) . ? Cd1 N2 2.3139(13) 2_656 ? Cd1 N2 2.3139(13) 1_654 ? Cd1 O4 2.3425(13) 2_755 ? Cd1 O4 2.3425(13) . ? O1 C1 1.262(2) . ? O2 C1 1.252(2) . ? O4 H4A 0.93(3) . ? O4 H4B 0.81(3) . ? O3 C8 1.220(2) . ? N2 C13 1.338(2) . ? N2 C12 1.339(2) . ? N2 Cd1 2.3139(13) 1_456 ? N1 C8 1.358(2) . ? N1 C9 1.410(2) . ? N1 H1N 0.82(3) . ? C10 C11 1.379(2) . ? C10 C9 1.382(2) . ? C10 H10 0.9300 . ? C11 C12 1.378(2) . ? C11 H11 0.9300 . ? C9 C13 1.391(2) . ? C13 H13 0.9300 . ? C12 H12 0.9300 . ? C1 C2 1.509(2) . ? C8 C5 1.497(2) . ? C2 C7 1.379(2) . ? C2 C3 1.389(2) . ? C5 C4 1.385(2) . ? C5 C6 1.389(2) . ? C3 C4 1.381(2) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C6 C7 1.387(2) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? 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 O4 H4A O2 0.93(3) 1.79(3) 2.6919(19) 164(2) . O4 H4B O3 0.81(3) 1.95(3) 2.7546(19) 171(2) 2_756 N1 H1N O2 0.82(3) 2.34(3) 3.086(2) 152(2) 2_766