#------------------------------------------------------------------------------ #$Date: 2026-06-02 23:54:38 +0100 (Tue, 02 Jun 2026) $ #$Revision: 306171 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/10/7721072.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_7721072 loop_ _publ_author_name 'Shinziya, Hazeena' 'Das, Avijit Kumar' 'Suresh, Sahana' 'Brand\~ao, Paula' 'Saha, Urmila' 'Karan, Gouri' 'Choudhury, Sujata Maiti' 'Dolai, Malay' _publ_section_title ; Crystallographic and Theoretical Insights into a Fluorogenic Turn-On Probe for Selective Fe³⁺ Detection with Biomolecular Binding and In Vitro Anticancer Studies ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D6DT01146B _journal_year 2026 _chemical_formula_sum 'C16 H14 N2 O4' _chemical_formula_weight 298.29 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2025-12-22 deposited with the CCDC. 2026-06-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.512(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.4771(2) _cell_length_b 23.9266(13) _cell_length_c 13.2809(7) _cell_measurement_reflns_used 240 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 2.981 _cell_measurement_theta_min 2.981 _cell_volume 1420.00(12) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _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 0.0416 _diffrn_reflns_av_unetI/netI 0.0175 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.988 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 32883 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.988 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.407 _diffrn_reflns_theta_min 2.981 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_T_max 0.997 _exptl_absorpt_correction_T_min 0.988 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details SADABS _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.395 _exptl_crystal_description 'Block shape' _exptl_crystal_F_000 624 _exptl_crystal_size_max 0.220 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.030 _refine_diff_density_max 0.246 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 215 _refine_ls_number_reflns 2620 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.158 _refine_ls_R_factor_all 0.0710 _refine_ls_R_factor_gt 0.0619 _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^)+(0.0592P)^2^+2.0430P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1610 _refine_ls_wR_factor_ref 0.1678 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2255 _reflns_number_total 2620 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt01146b2.cif _cod_data_source_block MKL7 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Empirical' was changed to 'empirical' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7721072 _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_res_file ; TITL f_a.res in P2(1)/n f.res created by SHELXL-2018/3 at 19:21:51 on 15-Dec-2025 CELL 0.71073 4.4771 23.9266 13.2809 90.000 93.512 90.000 ZERR 4.000 0.0002 0.0013 0.0007 0.000 0.002 0.000 LATT 1 SYMM 1/2-X, 1/2+Y, 1/2-Z SFAC C H N O UNIT 64 56 8 16 TEMP -123.150 SIZE 0.03 0.10 0.22 L.S. 10 ACTA BOND $H BOND HTAB FMAP 2 PLAN 20 WGHT 0.059200 2.043000 FVAR 1.15616 O1 4 -0.080849 0.199135 0.240216 11.00000 0.02964 0.04073 = 0.02192 -0.00263 -0.00218 -0.00327 O2 4 0.278053 0.234535 0.478460 11.00000 0.02570 0.05520 = 0.01823 -0.00146 0.00177 -0.00418 O3 4 0.825661 0.359969 0.503458 11.00000 0.05138 0.04351 = 0.02727 0.00519 -0.01125 -0.01326 H3A 2 0.700300 0.332011 0.470893 11.00000 0.08278 N1 3 0.352729 0.266882 0.320300 11.00000 0.02248 0.03195 = 0.01980 -0.00282 0.00032 -0.00261 H2A 2 0.313994 0.263423 0.252590 11.00000 0.03150 N2 3 0.556937 0.305708 0.357742 11.00000 0.02190 0.03000 = 0.02407 -0.00365 -0.00205 -0.00088 C1 1 -0.282712 0.157463 0.218760 11.00000 0.02939 0.03935 = 0.03827 -0.01442 -0.00439 -0.00012 AFIX 43 H1 2 -0.379391 0.150958 0.154144 11.00000 -1.20000 AFIX 0 C2 1 -0.326218 0.126895 0.301335 11.00000 0.02975 0.03245 = 0.04500 -0.00809 0.00433 -0.00499 AFIX 43 H2 2 -0.454772 0.095511 0.305672 11.00000 -1.20000 AFIX 0 C3 1 -0.142846 0.150652 0.380572 11.00000 0.02767 0.03628 = 0.03109 0.00187 0.00539 -0.00034 AFIX 43 H3 2 -0.124922 0.138365 0.448694 11.00000 -1.20000 AFIX 0 C4 1 0.001479 0.194014 0.341002 11.00000 0.01968 0.03467 = 0.02099 -0.00184 0.00303 0.00365 C5 1 0.220805 0.233442 0.385850 11.00000 0.01783 0.03452 = 0.02177 -0.00225 0.00230 0.00393 C6 1 0.673593 0.338087 0.294012 11.00000 0.02197 0.03116 = 0.02323 -0.00069 -0.00037 0.00391 AFIX 43 H6 2 0.621980 0.333748 0.223997 11.00000 -1.20000 AFIX 0 C7 1 0.883656 0.381278 0.327876 11.00000 0.02175 0.02891 = 0.02800 0.00084 -0.00199 0.00402 C8 1 0.945864 0.390521 0.430517 11.00000 0.03425 0.03250 = 0.03278 0.00629 -0.00951 -0.00240 C9 1 1.138552 0.434062 0.464518 11.00000 0.06022 0.04464 = 0.04367 0.00758 -0.02621 -0.01750 AFIX 43 H9 2 1.181102 0.439380 0.534822 11.00000 -1.20000 AFIX 0 C10 1 1.263133 0.468268 0.398023 11.00000 0.04873 0.04169 = 0.05846 0.00777 -0.02080 -0.01769 AFIX 43 H10 2 1.388335 0.497953 0.422564 11.00000 -1.20000 AFIX 0 C11 1 1.211890 0.461010 0.292736 11.00000 0.02610 0.03277 = 0.05442 0.01030 -0.00252 0.00066 C12 1 1.346004 0.497092 0.223690 11.00000 0.03396 0.03438 = 0.07922 0.01203 0.01150 0.00228 AFIX 43 H12 2 1.470540 0.526799 0.248542 11.00000 -1.20000 AFIX 0 C13 1 1.298733 0.489730 0.122569 11.00000 0.05483 0.03934 = 0.06755 0.01075 0.03239 0.00710 AFIX 43 H13 2 1.386825 0.514479 0.076953 11.00000 -1.20000 AFIX 0 C14 1 1.119022 0.445345 0.086089 11.00000 0.06584 0.04350 = 0.05010 0.00478 0.02975 0.01286 AFIX 43 H14 2 1.088461 0.440062 0.015312 11.00000 -1.20000 AFIX 0 C15 1 0.986133 0.409333 0.150085 11.00000 0.04695 0.03451 = 0.03889 -0.00009 0.01452 0.00776 AFIX 43 H15 2 0.867203 0.379335 0.123243 11.00000 -1.20000 AFIX 0 C16 1 1.025171 0.416592 0.256420 11.00000 0.02259 0.02900 = 0.04011 0.00464 0.00232 0.00821 mole 2 O100 4 -0.194300 0.226077 0.607923 11.00000 0.02580 0.05984 = 0.01901 0.00089 0.00140 0.00243 H10A 2 -0.057749 0.230975 0.569722 11.00000 0.04066 H10B 2 -0.346148 0.229876 0.576374 11.00000 0.04962 HKLF 4 REM f_a.res in P2(1)/n REM wR2 = 0.1678, GooF = S = 1.158, Restrained GooF = 1.158 for all data REM R1 = 0.0619 for 2255 Fo > 4sig(Fo) and 0.0710 for all 2589 data REM 215 parameters refined using 0 restraints END WGHT 0.0505 2.1961 REM Instructions for potential hydrogen bonds HTAB O3 N2 EQIV $1 x+1/2, -y+1/2, z-1/2 HTAB N1 O100_$1 EQIV $2 x-3/2, -y+1/2, z-1/2 HTAB C1 O3_$2 HTAB C6 O100_$1 HTAB O100 O2 EQIV $3 x-1, y, z HTAB O100 O2_$3 REM Highest difference peak 0.246, deepest hole -0.248, 1-sigma level 0.055 Q1 1 0.6850 0.2983 0.3050 11.00000 0.05 0.25 Q2 1 -0.0815 0.1557 0.2390 11.00000 0.05 0.24 Q3 1 0.7208 0.3736 0.3175 11.00000 0.05 0.24 Q4 1 0.0058 0.1577 0.3535 11.00000 0.05 0.24 Q5 1 -0.1443 0.1907 0.3806 11.00000 0.05 0.23 Q6 1 -0.2318 0.1754 0.5987 11.00000 0.05 0.23 Q7 1 0.1258 0.2199 0.5015 11.00000 0.05 0.21 Q8 1 0.0327 0.2253 0.2012 11.00000 0.05 0.21 Q9 1 1.2687 0.4340 0.4268 11.00000 0.05 0.21 Q10 1 0.8362 0.3500 0.3185 11.00000 0.05 0.20 Q11 1 0.3693 0.2308 0.3387 11.00000 0.05 0.20 Q12 1 1.3283 0.4511 0.1023 11.00000 0.05 0.19 Q13 1 0.0382 0.2278 0.3625 11.00000 0.05 0.19 Q14 1 0.1910 0.1980 0.3515 11.00000 0.05 0.19 Q15 1 0.1181 0.1680 0.2613 11.00000 0.05 0.19 Q16 1 -0.3071 0.2738 0.6288 11.00000 0.05 0.19 Q17 1 1.0326 0.4471 0.5435 11.00000 0.05 0.19 Q18 1 1.5190 0.4997 0.4011 11.00000 0.05 0.18 Q19 1 0.2281 0.2813 0.4598 11.00000 0.05 0.18 Q20 1 1.0612 0.4645 0.4515 11.00000 0.05 0.18 ; _shelx_res_checksum 79143 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 O1 O -0.0808(4) 0.19914(8) 0.24022(14) 0.0309(5) Uani 1 1 d . . . . . O2 O 0.2781(4) 0.23454(9) 0.47846(13) 0.0330(5) Uani 1 1 d . . . . . O3 O 0.8257(5) 0.35997(9) 0.50346(15) 0.0413(6) Uani 1 1 d . . . . . H3A H 0.700(10) 0.332(2) 0.471(4) 0.083(14) Uiso 1 1 d . . . . . N1 N 0.3527(5) 0.26688(9) 0.32030(17) 0.0248(5) Uani 1 1 d . . . . . H2A H 0.314(7) 0.2634(12) 0.253(3) 0.032(8) Uiso 1 1 d . . . . . N2 N 0.5569(5) 0.30571(9) 0.35774(16) 0.0255(5) Uani 1 1 d . . . . . C1 C -0.2827(6) 0.15746(13) 0.2188(2) 0.0359(7) Uani 1 1 d . . . . . H1 H -0.379391 0.150958 0.154144 0.043 Uiso 1 1 calc R U . . . C2 C -0.3262(6) 0.12689(12) 0.3013(2) 0.0356(7) Uani 1 1 d . . . . . H2 H -0.454772 0.095511 0.305672 0.043 Uiso 1 1 calc R U . . . C3 C -0.1428(6) 0.15065(12) 0.3806(2) 0.0315(6) Uani 1 1 d . . . . . H3 H -0.124922 0.138365 0.448694 0.038 Uiso 1 1 calc R U . . . C4 C 0.0015(5) 0.19401(11) 0.34100(19) 0.0250(6) Uani 1 1 d . . . . . C5 C 0.2208(5) 0.23344(11) 0.38585(19) 0.0247(6) Uani 1 1 d . . . . . C6 C 0.6736(5) 0.33809(11) 0.29401(19) 0.0255(6) Uani 1 1 d . . . . . H6 H 0.621980 0.333748 0.223997 0.031 Uiso 1 1 calc R U . . . C7 C 0.8837(6) 0.38128(11) 0.3279(2) 0.0264(6) Uani 1 1 d . . . . . C8 C 0.9459(6) 0.39052(12) 0.4305(2) 0.0337(7) Uani 1 1 d . . . . . C9 C 1.1386(8) 0.43406(14) 0.4645(3) 0.0507(9) Uani 1 1 d . . . . . H9 H 1.181102 0.439380 0.534822 0.061 Uiso 1 1 calc R U . . . C10 C 1.2631(8) 0.46827(14) 0.3980(3) 0.0506(9) Uani 1 1 d . . . . . H10 H 1.388335 0.497953 0.422564 0.061 Uiso 1 1 calc R U . . . C11 C 1.2119(6) 0.46101(12) 0.2927(3) 0.0380(7) Uani 1 1 d . . . . . C12 C 1.3460(7) 0.49709(14) 0.2237(3) 0.0489(9) Uani 1 1 d . . . . . H12 H 1.470540 0.526799 0.248542 0.059 Uiso 1 1 calc R U . . . C13 C 1.2987(8) 0.48973(15) 0.1226(3) 0.0527(10) Uani 1 1 d . . . . . H13 H 1.386825 0.514479 0.076953 0.063 Uiso 1 1 calc R U . . . C14 C 1.1190(9) 0.44534(15) 0.0861(3) 0.0521(9) Uani 1 1 d . . . . . H14 H 1.088461 0.440062 0.015312 0.062 Uiso 1 1 calc R U . . . C15 C 0.9861(7) 0.40933(13) 0.1501(2) 0.0396(7) Uani 1 1 d . . . . . H15 H 0.867203 0.379335 0.123243 0.048 Uiso 1 1 calc R U . . . C16 C 1.0252(6) 0.41659(11) 0.2564(2) 0.0306(6) Uani 1 1 d . . . . . O100 O -0.1943(5) 0.22608(10) 0.60792(15) 0.0349(5) Uani 1 1 d . . . . . H10A H -0.058(9) 0.2310(14) 0.570(3) 0.041(10) Uiso 1 1 d . . . . . H10B H -0.346(10) 0.2299(15) 0.576(3) 0.050(11) Uiso 1 1 d . . . . . 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 O1 0.0296(10) 0.0407(11) 0.0219(9) -0.0026(8) -0.0022(7) -0.0033(8) O2 0.0257(10) 0.0552(13) 0.0182(9) -0.0015(8) 0.0018(7) -0.0042(9) O3 0.0514(13) 0.0435(13) 0.0273(11) 0.0052(9) -0.0112(9) -0.0133(10) N1 0.0225(11) 0.0320(12) 0.0198(11) -0.0028(9) 0.0003(8) -0.0026(9) N2 0.0219(10) 0.0300(12) 0.0241(11) -0.0036(9) -0.0021(9) -0.0009(9) C1 0.0294(14) 0.0394(17) 0.0383(16) -0.0144(13) -0.0044(12) -0.0001(12) C2 0.0298(14) 0.0324(15) 0.0450(17) -0.0081(13) 0.0043(13) -0.0050(12) C3 0.0277(13) 0.0363(15) 0.0311(14) 0.0019(12) 0.0054(11) -0.0003(11) C4 0.0197(12) 0.0347(14) 0.0210(12) -0.0018(11) 0.0030(10) 0.0037(10) C5 0.0178(12) 0.0345(14) 0.0218(13) -0.0022(11) 0.0023(10) 0.0039(10) C6 0.0220(12) 0.0312(14) 0.0232(13) -0.0007(11) -0.0004(10) 0.0039(10) C7 0.0217(12) 0.0289(14) 0.0280(14) 0.0008(11) -0.0020(10) 0.0040(10) C8 0.0343(15) 0.0325(15) 0.0328(15) 0.0063(12) -0.0095(12) -0.0024(12) C9 0.060(2) 0.0446(19) 0.0437(19) 0.0076(15) -0.0262(16) -0.0175(16) C10 0.0487(19) 0.0417(19) 0.058(2) 0.0078(16) -0.0208(17) -0.0177(15) C11 0.0261(14) 0.0328(15) 0.0544(19) 0.0103(14) -0.0025(13) 0.0007(12) C12 0.0340(16) 0.0344(17) 0.079(3) 0.0120(17) 0.0115(16) 0.0023(13) C13 0.055(2) 0.0393(18) 0.068(3) 0.0107(17) 0.0324(19) 0.0071(16) C14 0.066(2) 0.0435(19) 0.050(2) 0.0048(16) 0.0297(18) 0.0129(17) C15 0.0469(18) 0.0345(16) 0.0389(17) -0.0001(13) 0.0145(14) 0.0078(13) C16 0.0226(13) 0.0290(14) 0.0401(16) 0.0046(12) 0.0023(11) 0.0082(11) O100 0.0258(11) 0.0598(14) 0.0190(10) 0.0009(9) 0.0014(9) 0.0024(10) 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 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 C4 105.9(2) . . ? C8 O3 H3A 108(3) . . ? C5 N1 N2 118.4(2) . . ? C5 N1 H2A 121.4(19) . . ? N2 N1 H2A 120.1(19) . . ? C6 N2 N1 117.3(2) . . ? C2 C1 O1 110.8(2) . . ? C2 C1 H1 124.6 . . ? O1 C1 H1 124.6 . . ? C1 C2 C3 106.4(3) . . ? C1 C2 H2 126.8 . . ? C3 C2 H2 126.8 . . ? C4 C3 C2 106.9(3) . . ? C4 C3 H3 126.6 . . ? C2 C3 H3 126.6 . . ? C3 C4 O1 110.1(2) . . ? C3 C4 C5 131.7(2) . . ? O1 C4 C5 118.3(2) . . ? O2 C5 N1 123.8(2) . . ? O2 C5 C4 120.7(2) . . ? N1 C5 C4 115.5(2) . . ? N2 C6 C7 120.6(2) . . ? N2 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C16 118.7(2) . . ? C8 C7 C6 120.3(2) . . ? C16 C7 C6 121.0(2) . . ? O3 C8 C7 123.5(3) . . ? O3 C8 C9 115.7(3) . . ? C7 C8 C9 120.9(3) . . ? C10 C9 C8 120.5(3) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 121.6(3) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C16 119.0(3) . . ? C10 C11 C12 121.0(3) . . ? C16 C11 C12 120.0(3) . . ? C13 C12 C11 120.9(3) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C14 119.5(3) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C15 C14 C13 121.6(4) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C14 C15 C16 120.5(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C11 C16 C15 117.6(3) . . ? C11 C16 C7 119.2(3) . . ? C15 C16 C7 123.2(3) . . ? H10A O100 H10B 108(4) . . ? 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 O1 C1 1.364(3) . ? O1 C4 1.372(3) . ? O2 C5 1.241(3) . ? O3 C8 1.351(4) . ? O3 H3A 0.96(5) . ? N1 C5 1.345(3) . ? N1 N2 1.375(3) . ? N1 H2A 0.91(3) . ? N2 C6 1.282(3) . ? C1 C2 1.342(4) . ? C1 H1 0.9500 . ? C2 C3 1.414(4) . ? C2 H2 0.9500 . ? C3 C4 1.346(4) . ? C3 H3 0.9500 . ? C4 C5 1.462(4) . ? C6 C7 1.450(4) . ? C6 H6 0.9500 . ? C7 C8 1.392(4) . ? C7 C16 1.446(4) . ? C8 C9 1.409(4) . ? C9 C10 1.349(5) . ? C9 H9 0.9500 . ? C10 C11 1.414(5) . ? C10 H10 0.9500 . ? C11 C16 1.418(4) . ? C11 C12 1.419(4) . ? C12 C13 1.358(6) . ? C12 H12 0.9500 . ? C13 C14 1.401(5) . ? C13 H13 0.9500 . ? C14 C15 1.371(5) . ? C14 H14 0.9500 . ? C15 C16 1.423(4) . ? C15 H15 0.9500 . ? O100 H10A 0.83(4) . ? O100 H10B 0.78(4) . ?