#------------------------------------------------------------------------------ #$Date: 2021-11-09 04:23:29 +0200 (Tue, 09 Nov 2021) $ #$Revision: 270539 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/38/7243877.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_7243877 loop_ _publ_author_name 'Goel, Narender' 'Gajbhiye, Rahul L.' 'Saha, Moumita' 'Nagendra, Chennuru' 'Reddy, Araveeti Madhusudhana' 'Ravichandiran, V.' 'Das Saha, Krishna' 'Jaisankar, Parasuraman' _publ_section_title ; A comparative assessment of in vitro cytotoxic activity and phytochemical profiling of Andrographis nallamalayana J.L.Ellis and Andrographis paniculata (Burm. f.) Nees using UPLC-QTOF-MS/MS approach ; _journal_issue 57 _journal_name_full 'RSC Advances' _journal_page_first 35918 _journal_page_last 35936 _journal_paper_doi 10.1039/D1RA07496B _journal_volume 11 _journal_year 2021 _chemical_formula_moiety 'C17 H14 O6' _chemical_formula_sum 'C17 H14 O6' _chemical_formula_weight 314.28 _chemical_name_systematic 'Skullcapflavone I' _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2021-02-09 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-03-22 deposited with the CCDC. 2021-10-18 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 96.263(11) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 4.9210(11) _cell_length_b 21.735(4) _cell_length_c 13.1847(11) _cell_measurement_reflns_used 9934 _cell_measurement_temperature 100.0 _cell_measurement_theta_max 66.93 _cell_measurement_theta_min 3.95 _cell_volume 1401.8(4) _computing_cell_refinement 'Bruker SAINT V8.38A (Bruker AXS)' _computing_data_collection 'Bruker APEX3 ver.2018.7-2(Bruker AXS)' _computing_data_reduction 'Bruker SAINT V8.38A (Bruker AXS)' _computing_molecular_graphics 'Bruker ShelXLe(Huebschle et all. 2011)' _computing_publication_material 'Bruker ShelXLe(Huebschle et all. 2011)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick 2018)' _computing_structure_solution 'SHELXT 2014/5(Sheldrick 2014)' _diffrn_ambient_temperature 100.0 _diffrn_detector 'CPAD area detector' _diffrn_detector_area_resol_mean 7.407 _diffrn_detector_type 'Bruker Photon III' _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker APEX3_IMuS Diamond_Photon III' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_collimation '0.5 mm double-pinhole' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_unetI/netI 0.0277 _diffrn_reflns_Laue_measured_fraction_full 0.991 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 29097 _diffrn_reflns_point_group_measured_fraction_full 0.991 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 66.212 _diffrn_reflns_theta_max 66.212 _diffrn_reflns_theta_min 3.939 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_target Mo _diffrn_source_type 'Incoatec I\ms Diamond' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.959 _exptl_absorpt_correction_T_max 0.7528 _exptl_absorpt_correction_T_min 0.6132 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1236 before and 0.0769 after correction. The Ratio of minimum to maximum transmission is 0.8146. The \l/2 correction factor is Not present.' _exptl_crystal_colour 'clear yellowish yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.489 _exptl_crystal_description needle _exptl_crystal_F_000 656 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: methanol' _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.11 _refine_diff_density_max 0.220 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.067 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 212 _refine_ls_number_reflns 2436 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.066 _refine_ls_R_factor_all 0.0460 _refine_ls_R_factor_gt 0.0442 _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^)+(0.0578P)^2^+0.8470P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1105 _refine_ls_wR_factor_ref 0.1120 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2323 _reflns_number_total 2436 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1ra07496b2.cif _cod_data_source_block pj_kuc_0m_a_a _cod_database_code 7243877 _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_max 0.902 _shelx_estimated_absorpt_t_min 0.824 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2.a Aromatic/amide H refined with riding coordinates: C3(H3A), C6(H6A), C2'(H2'), C3'(H3'), C4'(H4'), C5'(H5') 2.b Idealised Me refined as rotating group: C00I(H00A,H00B,H00C), C00M(H00D,H00E,H00F) 2.c Idealised tetrahedral OH refined as rotating group: O3(H3), O6(H6) ; _shelx_res_file ; TITL PJ_KUC_0m_a_a.res in P2(1)/c pj_kuc_0m_a_a.res created by SHELXL-2018/3 at 13:34:50 on 09-Feb-2021 REM Old TITL PJ_KUC_0m_a.hkl REM SHELXT solution in P2(1)/c: R1 0.094, Rweak 0.005, Alpha 0.026 REM 1.327 for 78 systematic absences, Orientation as input REM Formula found by SHELXT: C17 O6 CELL 1.54184 4.921 21.7345 13.1847 90 96.263 90 ZERR 4 0.0011 0.0043 0.0011 0 0.011 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H O UNIT 68 56 24 L.S. 10 PLAN 5 SIZE 0.11 0.21 0.19 CONF LIST 6 MORE -1 BOND $H fmap 2 acta REM REM REM WGHT 0.057800 0.847000 FVAR 0.89377 O1 3 0.183260 0.476437 0.759771 11.00000 0.02008 0.02115 = 0.01732 -0.00071 -0.00308 0.00355 O2 3 -0.039277 0.385500 0.491712 11.00000 0.02217 0.02353 = 0.01680 -0.00087 -0.00224 0.00050 O3 3 0.370221 0.309306 0.537151 11.00000 0.02652 0.02470 = 0.02039 -0.00442 -0.00483 0.00424 AFIX 147 H3 2 0.241973 0.325222 0.501669 11.00000 -1.50000 AFIX 0 O4 3 0.879846 0.337982 0.866154 11.00000 0.02229 0.02462 = 0.02131 -0.00049 -0.00593 0.00461 O5 3 0.590292 0.439628 0.898925 11.00000 0.02426 0.02570 = 0.01926 -0.00241 -0.00275 -0.00147 O6 3 -0.510574 0.560868 0.600518 11.00000 0.02218 0.02721 = 0.02383 -0.00333 -0.00800 0.00616 AFIX 147 H6 2 -0.639912 0.583123 0.580434 11.00000 -1.50000 AFIX 0 C2 1 -0.027379 0.498126 0.692654 11.00000 0.01638 0.02087 = 0.01746 0.00413 0.00000 -0.00145 C3 1 -0.107337 0.468252 0.603979 11.00000 0.01790 0.02287 = 0.01801 0.00322 -0.00153 0.00004 AFIX 43 H3A 2 -0.255521 0.483235 0.561302 11.00000 -1.20000 AFIX 0 C4 1 0.031584 0.414008 0.574472 11.00000 0.01821 0.02122 = 0.01558 0.00224 0.00051 -0.00388 C5 1 0.423530 0.341751 0.625239 11.00000 0.01988 0.02149 = 0.01736 -0.00117 0.00045 -0.00416 C6 1 0.635248 0.322567 0.696598 11.00000 0.01925 0.01779 = 0.02305 -0.00066 0.00230 0.00005 AFIX 43 H6A 2 0.742266 0.288907 0.683066 11.00000 -1.20000 AFIX 0 C7 1 0.686113 0.354465 0.789310 11.00000 0.01661 0.02195 = 0.02016 0.00403 -0.00173 -0.00274 C8 1 0.533839 0.406863 0.809772 11.00000 0.01943 0.02059 = 0.01694 -0.00075 -0.00011 -0.00272 C1' 1 -0.132207 0.556331 0.730754 11.00000 0.01940 0.02149 = 0.01699 0.00153 0.00219 -0.00018 C2' 1 0.009348 0.584328 0.817223 11.00000 0.02217 0.02671 = 0.02265 -0.00112 -0.00164 0.00339 AFIX 43 H2' 2 0.160582 0.564425 0.850779 11.00000 -1.20000 AFIX 0 C3' 1 -0.069222 0.640486 0.853896 11.00000 0.02848 0.02668 = 0.02183 -0.00496 -0.00041 -0.00041 AFIX 43 H3' 2 0.028514 0.658000 0.911045 11.00000 -1.20000 AFIX 0 C4' 1 -0.295846 0.670515 0.804468 11.00000 0.02916 0.02192 = 0.02398 -0.00142 0.00563 0.00164 AFIX 43 H4' 2 -0.350054 0.708299 0.828557 11.00000 -1.20000 AFIX 0 C5' 1 -0.440813 0.644208 0.719434 11.00000 0.02175 0.02442 = 0.02402 0.00233 0.00033 0.00379 AFIX 43 H5' 2 -0.591373 0.664730 0.686646 11.00000 -1.20000 AFIX 0 C6' 1 -0.364301 0.587241 0.682087 11.00000 0.02091 0.02358 = 0.01664 0.00135 0.00131 -0.00070 C4A 1 0.261830 0.393498 0.643998 11.00000 0.01806 0.02055 = 0.01737 0.00113 0.00139 -0.00194 C8A 1 0.326367 0.425409 0.736300 11.00000 0.01830 0.01856 = 0.01995 0.00085 0.00194 -0.00003 C00I 1 1.040389 0.284308 0.851846 11.00000 0.02335 0.02295 = 0.02861 0.00103 -0.00478 0.00332 AFIX 137 H00A 2 1.135240 0.289617 0.792568 11.00000 -1.50000 H00B 2 0.922833 0.249039 0.842679 11.00000 -1.50000 H00C 2 1.170654 0.278306 0.910703 11.00000 -1.50000 AFIX 0 C00M 1 0.418143 0.420779 0.975433 11.00000 0.03048 0.03507 = 0.02080 -0.00137 0.00075 -0.00193 AFIX 137 H00D 2 0.229823 0.423147 0.947647 11.00000 -1.50000 H00E 2 0.448773 0.447453 1.033591 11.00000 -1.50000 H00F 2 0.461505 0.379217 0.995871 11.00000 -1.50000 AFIX 0 HKLF 4 REM PJ_KUC_0m_a_a.res in P2(1)/c REM wR2 = 0.1120, GooF = S = 1.066, Restrained GooF = 1.066 for all data REM R1 = 0.0442 for 2323 Fo > 4sig(Fo) and 0.0460 for all 2436 data REM 212 parameters refined using 0 restraints END WGHT 0.0578 0.8470 REM Highest difference peak 0.220, deepest hole -0.278, 1-sigma level 0.067 Q1 1 0.3207 0.3658 0.6442 11.00000 0.05 0.22 Q2 1 0.7307 0.4828 0.8793 11.00000 0.05 0.21 Q3 1 0.1343 0.3605 0.7205 11.00000 0.05 0.20 Q4 1 1.2059 0.3514 0.8831 11.00000 0.05 0.20 Q5 1 -0.2367 0.5721 0.7034 11.00000 0.05 0.19 ; _shelx_res_checksum 9246 _olex2_submission_special_instructions 'No special instructions were received' 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 O1 O 0.1833(2) 0.47644(5) 0.75977(8) 0.0199(3) Uani 1 1 d . . . . . O2 O -0.0393(2) 0.38550(5) 0.49171(8) 0.0212(3) Uani 1 1 d . . . . . O3 O 0.3702(2) 0.30931(5) 0.53715(9) 0.0244(3) Uani 1 1 d . . . . . H3 H 0.241973 0.325222 0.501669 0.037 Uiso 1 1 calc GR . . . . O4 O 0.8798(2) 0.33798(5) 0.86615(9) 0.0234(3) Uani 1 1 d . . . . . O5 O 0.5903(2) 0.43963(5) 0.89893(9) 0.0235(3) Uani 1 1 d . . . . . O6 O -0.5106(2) 0.56087(6) 0.60052(9) 0.0252(3) Uani 1 1 d . . . . . H6 H -0.639912 0.583123 0.580434 0.038 Uiso 1 1 calc GR . . . . C2 C -0.0274(3) 0.49813(8) 0.69265(12) 0.0184(4) Uani 1 1 d . . . . . C3 C -0.1073(3) 0.46825(8) 0.60398(12) 0.0199(4) Uani 1 1 d . . . . . H3A H -0.255521 0.483235 0.561302 0.024 Uiso 1 1 calc R . . . . C4 C 0.0316(3) 0.41401(7) 0.57447(12) 0.0184(4) Uani 1 1 d . . . . . C5 C 0.4235(3) 0.34175(8) 0.62524(12) 0.0197(4) Uani 1 1 d . . . . . C6 C 0.6352(3) 0.32257(7) 0.69660(13) 0.0200(4) Uani 1 1 d . . . . . H6A H 0.742266 0.288907 0.683066 0.024 Uiso 1 1 calc R . . . . C7 C 0.6861(3) 0.35446(8) 0.78931(13) 0.0198(4) Uani 1 1 d . . . . . C8 C 0.5338(3) 0.40686(8) 0.80977(12) 0.0191(4) Uani 1 1 d . . . . . C1' C -0.1322(3) 0.55633(8) 0.73075(12) 0.0193(4) Uani 1 1 d . . . . . C2' C 0.0093(4) 0.58433(8) 0.81722(13) 0.0241(4) Uani 1 1 d . . . . . H2' H 0.160582 0.564425 0.850779 0.029 Uiso 1 1 calc R . . . . C3' C -0.0692(4) 0.64049(8) 0.85390(13) 0.0259(4) Uani 1 1 d . . . . . H3' H 0.028514 0.658000 0.911045 0.031 Uiso 1 1 calc R . . . . C4' C -0.2958(4) 0.67052(8) 0.80447(13) 0.0248(4) Uani 1 1 d . . . . . H4' H -0.350054 0.708299 0.828557 0.030 Uiso 1 1 calc R . . . . C5' C -0.4408(4) 0.64421(8) 0.71943(13) 0.0236(4) Uani 1 1 d . . . . . H5' H -0.591373 0.664730 0.686646 0.028 Uiso 1 1 calc R . . . . C6' C -0.3643(3) 0.58724(8) 0.68209(12) 0.0204(4) Uani 1 1 d . . . . . C4A C 0.2618(3) 0.39350(7) 0.64400(12) 0.0187(4) Uani 1 1 d . . . . . C8A C 0.3264(3) 0.42541(7) 0.73630(12) 0.0189(4) Uani 1 1 d . . . . . C00I C 1.0404(4) 0.28431(8) 0.85185(14) 0.0255(4) Uani 1 1 d . . . . . H00A H 1.135240 0.289617 0.792568 0.038 Uiso 1 1 calc GR . . . . H00B H 0.922833 0.249039 0.842679 0.038 Uiso 1 1 calc GR . . . . H00C H 1.170654 0.278306 0.910703 0.038 Uiso 1 1 calc GR . . . . C00M C 0.4181(4) 0.42078(9) 0.97543(14) 0.0289(4) Uani 1 1 d . . . . . H00D H 0.229823 0.423147 0.947647 0.043 Uiso 1 1 calc GR . . . . H00E H 0.448773 0.447453 1.033591 0.043 Uiso 1 1 calc GR . . . . H00F H 0.461505 0.379217 0.995871 0.043 Uiso 1 1 calc GR . . . . 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 0.0201(6) 0.0212(6) 0.0173(6) -0.0007(4) -0.0031(4) 0.0035(4) O2 0.0222(6) 0.0235(6) 0.0168(6) -0.0009(5) -0.0022(4) 0.0005(5) O3 0.0265(7) 0.0247(6) 0.0204(6) -0.0044(5) -0.0048(5) 0.0042(5) O4 0.0223(6) 0.0246(6) 0.0213(6) -0.0005(5) -0.0059(5) 0.0046(5) O5 0.0243(7) 0.0257(7) 0.0193(6) -0.0024(5) -0.0027(5) -0.0015(5) O6 0.0222(7) 0.0272(7) 0.0238(7) -0.0033(5) -0.0080(5) 0.0062(5) C2 0.0164(8) 0.0209(8) 0.0175(8) 0.0041(6) 0.0000(6) -0.0014(6) C3 0.0179(8) 0.0229(9) 0.0180(8) 0.0032(7) -0.0015(6) 0.0000(6) C4 0.0182(8) 0.0212(8) 0.0156(8) 0.0022(6) 0.0005(6) -0.0039(6) C5 0.0199(9) 0.0215(8) 0.0174(8) -0.0012(7) 0.0005(6) -0.0042(6) C6 0.0192(8) 0.0178(8) 0.0230(9) -0.0007(7) 0.0023(7) 0.0000(6) C7 0.0166(8) 0.0220(8) 0.0202(8) 0.0040(7) -0.0017(6) -0.0027(6) C8 0.0194(9) 0.0206(8) 0.0169(8) -0.0008(6) -0.0001(6) -0.0027(6) C1' 0.0194(9) 0.0215(8) 0.0170(8) 0.0015(6) 0.0022(6) -0.0002(6) C2' 0.0222(9) 0.0267(9) 0.0227(9) -0.0011(7) -0.0016(7) 0.0034(7) C3' 0.0285(10) 0.0267(9) 0.0218(9) -0.0050(7) -0.0004(7) -0.0004(7) C4' 0.0292(10) 0.0219(9) 0.0240(9) -0.0014(7) 0.0056(7) 0.0016(7) C5' 0.0218(9) 0.0244(9) 0.0240(9) 0.0023(7) 0.0003(7) 0.0038(7) C6' 0.0209(9) 0.0236(9) 0.0166(8) 0.0014(7) 0.0013(6) -0.0007(6) C4A 0.0181(8) 0.0206(8) 0.0174(8) 0.0011(6) 0.0014(6) -0.0019(6) C8A 0.0183(8) 0.0186(8) 0.0200(9) 0.0008(6) 0.0019(6) 0.0000(6) C00I 0.0234(9) 0.0229(9) 0.0286(10) 0.0010(7) -0.0048(7) 0.0033(7) C00M 0.0305(10) 0.0351(10) 0.0208(9) -0.0014(7) 0.0007(7) -0.0019(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' O O 0.0492 0.0322 '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 C8A O1 C2 120.31(13) . . ? C5 O3 H3 109.5 . . ? C7 O4 C00I 117.89(13) . . ? C8 O5 C00M 111.73(13) . . ? C6' O6 H6 109.5 . . ? O1 C2 C1' 110.06(14) . . ? C3 C2 O1 121.27(15) . . ? C3 C2 C1' 128.63(15) . . ? C2 C3 H3A 119.2 . . ? C2 C3 C4 121.57(15) . . ? C4 C3 H3A 119.2 . . ? O2 C4 C3 122.58(15) . . ? O2 C4 C4A 121.08(15) . . ? C3 C4 C4A 116.33(14) . . ? O3 C5 C6 118.90(15) . . ? O3 C5 C4A 120.12(14) . . ? C6 C5 C4A 120.97(15) . . ? C5 C6 H6A 120.3 . . ? C5 C6 C7 119.39(15) . . ? C7 C6 H6A 120.3 . . ? O4 C7 C6 124.19(15) . . ? O4 C7 C8 114.53(14) . . ? C6 C7 C8 121.28(15) . . ? O5 C8 C7 121.40(14) . . ? O5 C8 C8A 120.68(15) . . ? C8A C8 C7 117.92(15) . . ? C2' C1' C2 119.08(15) . . ? C2' C1' C6' 117.71(15) . . ? C6' C1' C2 123.16(15) . . ? C1' C2' H2' 118.9 . . ? C3' C2' C1' 122.14(16) . . ? C3' C2' H2' 118.9 . . ? C2' C3' H3' 120.3 . . ? C2' C3' C4' 119.37(16) . . ? C4' C3' H3' 120.3 . . ? C3' C4' H4' 120.0 . . ? C5' C4' C3' 120.08(16) . . ? C5' C4' H4' 120.0 . . ? C4' C5' H5' 119.5 . . ? C4' C5' C6' 121.04(16) . . ? C6' C5' H5' 119.5 . . ? O6 C6' C1' 119.42(15) . . ? O6 C6' C5' 120.92(15) . . ? C5' C6' C1' 119.65(15) . . ? C5 C4A C4 123.38(15) . . ? C8A C4A C4 118.89(15) . . ? C8A C4A C5 117.71(15) . . ? O1 C8A C8 115.81(14) . . ? O1 C8A C4A 121.50(14) . . ? C8 C8A C4A 122.68(15) . . ? O4 C00I H00A 109.5 . . ? O4 C00I H00B 109.5 . . ? O4 C00I H00C 109.5 . . ? H00A C00I H00B 109.5 . . ? H00A C00I H00C 109.5 . . ? H00B C00I H00C 109.5 . . ? O5 C00M H00D 109.5 . . ? O5 C00M H00E 109.5 . . ? O5 C00M H00F 109.5 . . ? H00D C00M H00E 109.5 . . ? H00D C00M H00F 109.5 . . ? H00E C00M H00F 109.5 . . ? 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 O1 C2 1.3710(19) . ? O1 C8A 1.367(2) . ? O2 C4 1.270(2) . ? O3 H3 0.8200 . ? O3 C5 1.360(2) . ? O4 C7 1.361(2) . ? O4 C00I 1.433(2) . ? O5 C8 1.3765(19) . ? O5 C00M 1.445(2) . ? O6 H6 0.8200 . ? O6 C6' 1.354(2) . ? C2 C3 1.358(2) . ? C2 C1' 1.475(2) . ? C3 H3A 0.9300 . ? C3 C4 1.438(2) . ? C4 C4A 1.448(2) . ? C5 C6 1.389(2) . ? C5 C4A 1.415(2) . ? C6 H6A 0.9300 . ? C6 C7 1.404(2) . ? C7 C8 1.405(2) . ? C8 C8A 1.388(2) . ? C1' C2' 1.408(2) . ? C1' C6' 1.417(2) . ? C2' H2' 0.9300 . ? C2' C3' 1.383(2) . ? C3' H3' 0.9300 . ? C3' C4' 1.391(3) . ? C4' H4' 0.9300 . ? C4' C5' 1.385(2) . ? C5' H5' 0.9300 . ? C5' C6' 1.399(2) . ? C4A C8A 1.407(2) . ? C00I H00A 0.9600 . ? C00I H00B 0.9600 . ? C00I H00C 0.9600 . ? C00M H00D 0.9600 . ? C00M H00E 0.9600 . ? C00M H00F 0.9600 . ? 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_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 C4 -2.5(2) . . . . ? O1 C2 C1' C2' 7.9(2) . . . . ? O1 C2 C1' C6' -174.76(14) . . . . ? O2 C4 C4A C5 0.6(2) . . . . ? O2 C4 C4A C8A -177.86(14) . . . . ? O3 C5 C6 C7 -177.84(14) . . . . ? O3 C5 C4A C4 1.6(2) . . . . ? O3 C5 C4A C8A -179.90(14) . . . . ? O4 C7 C8 O5 3.1(2) . . . . ? O4 C7 C8 C8A -177.99(14) . . . . ? O5 C8 C8A O1 -1.3(2) . . . . ? O5 C8 C8A C4A 179.83(14) . . . . ? C2 O1 C8A C8 -179.39(14) . . . . ? C2 O1 C8A C4A -0.5(2) . . . . ? C2 C3 C4 O2 -179.75(15) . . . . ? C2 C3 C4 C4A -0.5(2) . . . . ? C2 C1' C2' C3' 176.58(16) . . . . ? C2 C1' C6' O6 4.5(2) . . . . ? C2 C1' C6' C5' -176.07(15) . . . . ? C3 C2 C1' C2' -169.86(17) . . . . ? C3 C2 C1' C6' 7.5(3) . . . . ? C3 C4 C4A C5 -178.65(15) . . . . ? C3 C4 C4A C8A 2.9(2) . . . . ? C4 C4A C8A O1 -2.5(2) . . . . ? C4 C4A C8A C8 176.34(15) . . . . ? C5 C6 C7 O4 176.97(15) . . . . ? C5 C6 C7 C8 -2.5(2) . . . . ? C5 C4A C8A O1 178.98(14) . . . . ? C5 C4A C8A C8 -2.2(2) . . . . ? C6 C5 C4A C4 -177.28(15) . . . . ? C6 C5 C4A C8A 1.2(2) . . . . ? C6 C7 C8 O5 -177.43(15) . . . . ? C6 C7 C8 C8A 1.5(2) . . . . ? C7 C8 C8A O1 179.75(14) . . . . ? C7 C8 C8A C4A 0.9(2) . . . . ? C1' C2 C3 C4 175.00(16) . . . . ? C1' C2' C3' C4' 0.3(3) . . . . ? C2' C1' C6' O6 -178.04(15) . . . . ? C2' C1' C6' C5' 1.3(2) . . . . ? C2' C3' C4' C5' 0.1(3) . . . . ? C3' C4' C5' C6' 0.4(3) . . . . ? C4' C5' C6' O6 178.28(16) . . . . ? C4' C5' C6' C1' -1.1(3) . . . . ? C6' C1' C2' C3' -0.9(3) . . . . ? C4A C5 C6 C7 1.1(2) . . . . ? C8A O1 C2 C3 3.1(2) . . . . ? C8A O1 C2 C1' -174.86(13) . . . . ? C00I O4 C7 C6 -0.6(2) . . . . ? C00I O4 C7 C8 178.87(14) . . . . ? C00M O5 C8 C7 -95.55(18) . . . . ? C00M O5 C8 C8A 85.55(19) . . . . ?