#------------------------------------------------------------------------------ #$Date: 2023-11-16 01:37:55 +0200 (Thu, 16 Nov 2023) $ #$Revision: 287627 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247738.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_7247738 loop_ _publ_author_name 'Baraboshkin, Nikita' 'Zelenov, Victor Petrovich' 'Fedyanin, Ivan V.' _publ_section_title ; What are the prospects of [1,2,5]oxadiazolo[3,4-c]cinnoline 5-oxides, 1,5-dioxides and their nitro derivatives as high-energy-density materials? Synthesis, experimental and predicted crystal structures, and calculated explosive properties ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE00964E _journal_year 2023 _chemical_formula_moiety 'C8 H4 N4 O3' _chemical_formula_sum 'C8 H4 N4 O3' _chemical_formula_weight 204.15 _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 direct _atom_sites_solution_secondary difmap _audit_creation_date 2023-01-30 _audit_creation_method ; Olex2 1.5 (compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429) ; _audit_update_record ; 2023-08-15 deposited with the CCDC. 2023-11-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 95.2870(10) _cell_angle_gamma 90 _cell_formula_units_Z 12 _cell_length_a 8.09790(10) _cell_length_b 15.91000(10) _cell_length_c 18.71190(10) _cell_measurement_reflns_used 24861 _cell_measurement_temperature 99.97(13) _cell_measurement_theta_max 77.2940 _cell_measurement_theta_min 3.6320 _cell_volume 2400.54(4) _computing_cell_refinement 'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)' _computing_data_collection 'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)' _computing_data_reduction 'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 99.97(13) _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -118.00 -73.00 0.50 0.15 -- -48.70-125.00 -90.00 90 2 \w -116.00 -78.00 0.50 0.15 -- -48.70-125.00 0.00 76 3 \w -158.00 -79.00 0.50 0.45 -- -86.25 -78.00 117.00 158 4 \w -121.00 -39.00 0.50 0.15 -- -48.70 -38.00 -60.00 164 5 \w -108.00 -14.00 0.50 0.45 -- -86.25 78.00-118.00 188 6 \w -71.00 24.00 0.50 0.15 -- -48.70 78.00-118.00 190 7 \w 68.00 101.00 0.50 0.45 -- 107.75 -95.00-150.00 66 8 \w 74.00 107.00 0.50 0.45 -- 107.75-110.00-172.60 66 9 \w 63.00 127.00 0.50 0.45 -- 107.75-147.00-163.59 128 10 \w 76.00 103.00 0.50 0.45 -- 107.75 -95.00 -90.00 54 11 \w 40.00 65.00 0.50 0.45 -- 107.75-125.00 -30.00 50 12 \w 39.00 74.00 0.50 0.45 -- 107.75-103.00 -55.62 70 13 \w 56.00 82.00 0.50 0.45 -- 107.75 -95.00 0.00 52 14 \w 40.00 110.00 0.50 0.45 -- 107.75-125.00 30.00 140 15 \w 40.00 111.00 0.50 0.45 -- 107.75-125.00 90.00 142 16 \w 41.00 101.00 0.50 0.45 -- 107.75 -95.00 120.00 120 17 \w 36.00 66.00 0.50 0.45 -- 107.75 -61.00 60.00 60 18 \w 36.00 100.00 0.50 0.45 -- 107.75 -78.00 117.00 128 19 \w -21.00 71.00 0.50 0.15 -- 48.70 -78.00 117.00 184 20 \w 36.00 64.00 0.50 0.45 -- 107.75 -61.00 150.00 56 21 \w 45.00 70.00 0.50 0.45 -- 107.75 -61.00 -60.00 50 22 \w 51.00 77.00 0.50 0.45 -- 107.75 -77.00-120.00 52 23 \w 37.00 71.00 0.50 0.45 -- 107.75 -61.00-150.00 68 24 \w 37.00 65.00 0.50 0.45 -- 107.75 -77.00-180.00 56 25 \w 56.00 82.00 0.50 0.45 -- 107.75 -76.00-178.96 52 26 \w 45.00 71.00 0.50 0.45 -- 107.75 -61.00-180.00 52 27 \w 101.00 174.00 0.50 0.45 -- 107.75 78.00-118.00 146 28 \w 86.00 154.00 0.50 0.45 -- 107.75 77.00 -90.00 136 29 \w 130.00 171.00 0.50 0.45 -- 107.75 72.00 -19.10 82 30 \w 109.00 172.00 0.50 0.45 -- 107.75 72.00 -36.27 126 31 \w 99.00 125.00 0.50 0.45 -- 107.75 72.00 -19.10 52 32 \w 114.00 151.00 0.50 0.45 -- 107.75 77.00 0.00 74 33 \w 103.00 136.00 0.50 0.45 -- 107.75 45.00 150.00 66 34 \w 151.00 177.00 0.50 0.45 -- 107.75 15.00 120.00 52 35 \w 120.00 147.00 0.50 0.45 -- 107.75 30.00 60.00 54 36 \w 122.00 148.00 0.50 0.45 -- 107.75 15.00 120.00 52 37 \w 108.00 155.00 0.50 0.45 -- 107.75 45.00 0.00 94 38 \w 146.00 176.00 0.50 0.45 -- 107.75 15.00-150.00 60 39 \w 150.00 176.00 0.50 0.45 -- 107.75 45.00-180.00 52 40 \w 99.00 125.00 0.50 0.45 -- 107.75 45.00-180.00 52 41 \w 119.00 176.00 0.50 0.45 -- 107.75 125.00-180.00 114 42 \w 111.00 170.00 0.50 0.45 -- 107.75 125.00 60.00 118 43 \w 122.00 154.00 0.50 0.45 -- 107.75 125.00 120.00 64 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0773423000 _diffrn_orient_matrix_UB_12 -0.0820853000 _diffrn_orient_matrix_UB_13 -0.0313091000 _diffrn_orient_matrix_UB_21 0.1220750000 _diffrn_orient_matrix_UB_22 0.0006123000 _diffrn_orient_matrix_UB_23 -0.0584484000 _diffrn_orient_matrix_UB_31 0.1250306000 _diffrn_orient_matrix_UB_32 -0.0513564000 _diffrn_orient_matrix_UB_33 0.0493710000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_unetI/netI 0.0181 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 32530 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 77.866 _diffrn_reflns_theta_min 3.653 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.163 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.49354 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1248 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.266 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.061 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 406 _refine_ls_number_reflns 5114 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.0371 _refine_ls_R_factor_gt 0.0357 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0553P)^2^+0.8672P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0971 _refine_ls_wR_factor_ref 0.0983 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4842 _reflns_number_total 5114 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00964e2.cif _cod_data_source_block z0231 _cod_database_code 7247738 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula C8H4N4O3 _chemical_oxdiff_usercomment Z0231 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Aromatic/amide H refined with riding coordinates: C2A(H2A), C2B(H2B), C2C(H2C), C3A(H3A), C3B(H3B), C3C(H3C), C4A(H4A), C4B(H4B), C4C(H4C), C5A(H5A), C5B(H5B), C5C(H5C) ; _shelx_res_file ; TITL Z0231.res in P2(1)/c z0231.res created by SHELXL-2018/3 at 22:32:29 on 30-Jan-2023 REM SHELXT solution in P2(1)/c REM R1 0.102, Rweak 0.007, Alpha 0.019, Orientation as input REM Formula found by SHELXT: C36 N3 O6 CELL 1.54184 8.0979 15.91 18.7119 90 95.287 90 ZERR 12 0.0001 0.0001 0.0001 0 0.001 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O UNIT 96 48 48 36 L.S. 4 PLAN 5 TEMP -173 CONF BOND $H list 4 HTAB fmap 2 53 acta MORE -1 REM REM REM WGHT 0.055300 0.867200 FVAR 0.22638 O1A 4 0.760140 0.401959 0.270110 11.00000 0.03319 0.02573 = 0.02976 -0.00429 0.00408 0.00482 O1B 4 0.786868 0.069549 0.231716 11.00000 0.02573 0.02408 = 0.02376 -0.00422 0.00382 0.00120 O1C 4 0.258407 0.237854 0.264967 11.00000 0.02665 0.02626 = 0.02516 0.00499 0.00394 -0.00204 O2A 4 0.210698 0.463351 0.418777 11.00000 0.02277 0.02744 = 0.03065 0.00200 0.00022 -0.00619 O2B 4 0.255100 0.101218 0.396575 11.00000 0.02043 0.02785 = 0.02850 -0.00130 0.00159 -0.00675 O2C 4 0.770202 0.298712 0.094362 11.00000 0.02185 0.03034 = 0.02677 0.00007 0.00330 0.00343 O3A 4 0.299940 0.585822 0.477130 11.00000 0.03047 0.02927 = 0.02677 -0.00402 0.00427 0.00091 O3B 4 0.351798 0.212667 0.468228 11.00000 0.02708 0.03004 = 0.02283 -0.00327 0.00418 -0.00051 O3C 4 0.655617 0.411368 0.029105 11.00000 0.03584 0.02898 = 0.02383 0.00521 0.00500 -0.00328 N1A 3 0.663521 0.433657 0.310731 11.00000 0.02496 0.01912 = 0.02226 -0.00009 -0.00168 0.00182 N1B 3 0.695595 0.092797 0.278216 11.00000 0.02126 0.01745 = 0.01981 0.00114 -0.00195 0.00061 N1C 3 0.344311 0.268739 0.219501 11.00000 0.02131 0.01819 = 0.01942 -0.00069 -0.00141 -0.00076 N2A 3 0.522817 0.395965 0.317332 11.00000 0.02637 0.01902 = 0.02674 0.00005 -0.00387 -0.00153 N2B 3 0.553453 0.055370 0.280677 11.00000 0.02115 0.01812 = 0.02294 -0.00012 -0.00248 -0.00221 N2C 3 0.487984 0.235068 0.212045 11.00000 0.02167 0.01907 = 0.02153 -0.00002 -0.00161 0.00264 N3A 3 0.274340 0.406963 0.372727 11.00000 0.02657 0.02239 = 0.03010 0.00208 -0.00281 -0.00450 N3B 3 0.312217 0.054118 0.341908 11.00000 0.02380 0.02420 = 0.02654 -0.00114 -0.00065 -0.00456 N3C 3 0.723390 0.246377 0.147699 11.00000 0.02430 0.02535 = 0.02417 0.00020 0.00068 0.00363 N4A 3 0.333706 0.529512 0.435446 11.00000 0.02154 0.02259 = 0.02349 0.00256 -0.00163 -0.00359 N4B 3 0.380175 0.164253 0.419226 11.00000 0.01954 0.02237 = 0.02176 0.00116 -0.00055 -0.00334 N4C 3 0.636676 0.359409 0.076504 11.00000 0.02338 0.02233 = 0.02122 -0.00091 0.00033 0.00030 C1A 1 0.718567 0.511090 0.348191 11.00000 0.02205 0.01883 = 0.02060 0.00210 -0.00362 -0.00048 C1B 1 0.758403 0.160378 0.326273 11.00000 0.02006 0.01640 = 0.01948 0.00131 -0.00290 -0.00118 C1C 1 0.272698 0.339726 0.177997 11.00000 0.02061 0.01766 = 0.02013 -0.00224 -0.00310 0.00106 C2A 1 0.872963 0.543354 0.336365 11.00000 0.02221 0.02643 = 0.02339 0.00319 -0.00042 0.00010 AFIX 43 H2A 2 0.940835 0.515944 0.304735 11.00000 -1.20000 AFIX 0 C2B 1 0.916412 0.191325 0.319440 11.00000 0.02044 0.02227 = 0.02288 0.00187 0.00080 -0.00044 AFIX 43 H2B 2 0.982648 0.168878 0.284683 11.00000 -1.20000 AFIX 0 C2C 1 0.116490 0.368064 0.191664 11.00000 0.02145 0.02483 = 0.02513 -0.00309 -0.00008 0.00139 AFIX 43 H2C 2 0.059174 0.343068 0.228312 11.00000 -1.20000 AFIX 0 C3A 1 0.925965 0.616447 0.371713 11.00000 0.02127 0.02845 = 0.02730 0.00462 -0.00289 -0.00577 AFIX 43 H3A 2 1.031117 0.639478 0.364038 11.00000 -1.20000 AFIX 0 C3B 1 0.975110 0.255937 0.364728 11.00000 0.01923 0.02407 = 0.02564 0.00213 -0.00091 -0.00505 AFIX 43 H3B 2 1.083348 0.277607 0.361135 11.00000 -1.20000 AFIX 0 C3C 1 0.046058 0.433593 0.150680 11.00000 0.02262 0.02560 = 0.02995 -0.00563 -0.00451 0.00657 AFIX 43 H3C 2 -0.060262 0.454099 0.159650 11.00000 -1.20000 AFIX 0 C4A 1 0.826594 0.656678 0.418510 11.00000 0.02713 0.02168 = 0.02243 0.00247 -0.00578 -0.00488 AFIX 43 H4A 2 0.865283 0.706424 0.442649 11.00000 -1.20000 AFIX 0 C4B 1 0.877719 0.289583 0.415451 11.00000 0.02482 0.02154 = 0.02147 -0.00004 -0.00412 -0.00482 AFIX 43 H4B 2 0.919713 0.334323 0.445463 11.00000 -1.20000 AFIX 0 C4C 1 0.129533 0.469848 0.096342 11.00000 0.03102 0.02088 = 0.02514 -0.00260 -0.00880 0.00652 AFIX 43 H4C 2 0.078466 0.514004 0.068158 11.00000 -1.20000 AFIX 0 C5A 1 0.672257 0.624651 0.429989 11.00000 0.02469 0.02114 = 0.01935 0.00116 -0.00335 -0.00053 AFIX 43 H5A 2 0.604895 0.652161 0.461767 11.00000 -1.20000 AFIX 0 C5B 1 0.720535 0.258364 0.422424 11.00000 0.02375 0.02131 = 0.01809 0.00028 -0.00038 -0.00095 AFIX 43 H5B 2 0.654561 0.281161 0.457124 11.00000 -1.20000 AFIX 0 C5C 1 0.286107 0.442111 0.083074 11.00000 0.02988 0.01987 = 0.02013 -0.00052 -0.00286 0.00114 AFIX 43 H5C 2 0.342694 0.467132 0.046210 11.00000 -1.20000 AFIX 0 C6A 1 0.616810 0.551388 0.394266 11.00000 0.02040 0.01941 = 0.01907 0.00334 -0.00329 -0.00097 C6B 1 0.660375 0.192874 0.377708 11.00000 0.01909 0.01862 = 0.01855 0.00337 -0.00229 -0.00111 C6C 1 0.359395 0.376963 0.124596 11.00000 0.02242 0.01786 = 0.01843 -0.00246 -0.00270 0.00070 C7A 1 0.460822 0.510703 0.399588 11.00000 0.02112 0.01888 = 0.02073 0.00257 -0.00257 -0.00050 C7B 1 0.503016 0.152552 0.378925 11.00000 0.01929 0.01992 = 0.01906 0.00216 -0.00081 -0.00050 C7C 1 0.519862 0.341434 0.118604 11.00000 0.02139 0.01988 = 0.01803 -0.00224 -0.00071 -0.00082 C8A 1 0.422023 0.435970 0.361687 11.00000 0.02297 0.01809 = 0.02298 0.00334 -0.00443 -0.00165 C8B 1 0.458500 0.085748 0.331971 11.00000 0.02032 0.01867 = 0.02160 0.00249 -0.00283 -0.00177 C8C 1 0.575779 0.272955 0.161582 11.00000 0.02051 0.01941 = 0.01925 -0.00293 -0.00192 0.00059 HKLF 4 REM Z0231.res in P2(1)/c REM wR2 = 0.098340, GooF = S = 1.03411, Restrained GooF = 1.03411 for all data REM R1 = 0.035664 for 4842 Fo > 4sig(Fo) and 0.037106 for all 5114 data REM 406 parameters refined using 0 restraints END WGHT 0.0553 0.8672 REM Instructions for potential hydrogen bonds EQIV $1 -x+2, y+1/2, -z+1/2 HTAB C2A O1B_$1 EQIV $2 x+1, y, z HTAB C2B O1C_$2 REM Highest difference peak 0.266, deepest hole -0.303, 1-sigma level 0.061 Q1 1 0.4559 0.4747 0.3839 11.00000 0.05 0.27 Q2 1 0.3255 0.3621 0.1562 11.00000 0.05 0.21 Q3 1 0.6537 0.5366 0.3623 11.00000 0.05 0.19 Q4 1 0.5851 0.1732 0.3795 11.00000 0.05 0.18 Q5 1 0.4949 0.1176 0.3599 11.00000 0.05 0.18 ; _shelx_res_checksum 82144 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.935 _oxdiff_exptl_absorpt_empirical_full_min 0.694 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 O1A O 0.76014(11) 0.40196(6) 0.27011(5) 0.0295(2) Uani 1 1 d . . . . . O1B O 0.78687(10) 0.06955(5) 0.23172(4) 0.02443(19) Uani 1 1 d . . . . . O1C O 0.25841(11) 0.23785(5) 0.26497(5) 0.02593(19) Uani 1 1 d . . . . . O2A O 0.21070(10) 0.46335(6) 0.41878(5) 0.0271(2) Uani 1 1 d . . . . . O2B O 0.25510(10) 0.10122(5) 0.39658(5) 0.02563(19) Uani 1 1 d . . . . . O2C O 0.77020(10) 0.29871(6) 0.09436(5) 0.02625(19) Uani 1 1 d . . . . . O3A O 0.29994(11) 0.58582(6) 0.47713(5) 0.0287(2) Uani 1 1 d . . . . . O3B O 0.35180(11) 0.21267(6) 0.46823(4) 0.02653(19) Uani 1 1 d . . . . . O3C O 0.65562(11) 0.41137(6) 0.02911(5) 0.0294(2) Uani 1 1 d . . . . . N1A N 0.66352(12) 0.43366(6) 0.31073(5) 0.0224(2) Uani 1 1 d . . . . . N1B N 0.69559(12) 0.09280(6) 0.27822(5) 0.0197(2) Uani 1 1 d . . . . . N1C N 0.34431(12) 0.26874(6) 0.21950(5) 0.0198(2) Uani 1 1 d . . . . . N2A N 0.52282(13) 0.39597(6) 0.31733(6) 0.0244(2) Uani 1 1 d . . . . . N2B N 0.55345(12) 0.05537(6) 0.28068(5) 0.0210(2) Uani 1 1 d . . . . . N2C N 0.48798(12) 0.23507(6) 0.21204(5) 0.0210(2) Uani 1 1 d . . . . . N3A N 0.27434(13) 0.40696(7) 0.37273(6) 0.0267(2) Uani 1 1 d . . . . . N3B N 0.31222(13) 0.05412(7) 0.34191(6) 0.0250(2) Uani 1 1 d . . . . . N3C N 0.72339(13) 0.24638(7) 0.14770(5) 0.0247(2) Uani 1 1 d . . . . . N4A N 0.33371(12) 0.52951(6) 0.43545(5) 0.0228(2) Uani 1 1 d . . . . . N4B N 0.38017(12) 0.16425(6) 0.41923(5) 0.0214(2) Uani 1 1 d . . . . . N4C N 0.63668(12) 0.35941(6) 0.07650(5) 0.0224(2) Uani 1 1 d . . . . . C1A C 0.71857(14) 0.51109(7) 0.34819(6) 0.0208(2) Uani 1 1 d . . . . . C1B C 0.75840(14) 0.16038(7) 0.32627(6) 0.0189(2) Uani 1 1 d . . . . . C1C C 0.27270(14) 0.33973(7) 0.17800(6) 0.0198(2) Uani 1 1 d . . . . . C2A C 0.87296(15) 0.54335(8) 0.33636(6) 0.0242(2) Uani 1 1 d . . . . . H2A H 0.940835 0.515944 0.304735 0.029 Uiso 1 1 calc R U . . . C2B C 0.91641(14) 0.19132(7) 0.31944(6) 0.0219(2) Uani 1 1 d . . . . . H2B H 0.982648 0.168878 0.284683 0.026 Uiso 1 1 calc R U . . . C2C C 0.11649(14) 0.36806(8) 0.19166(6) 0.0239(2) Uani 1 1 d . . . . . H2C H 0.059174 0.343068 0.228312 0.029 Uiso 1 1 calc R U . . . C3A C 0.92597(15) 0.61645(8) 0.37171(7) 0.0260(3) Uani 1 1 d . . . . . H3A H 1.031117 0.639478 0.364038 0.031 Uiso 1 1 calc R U . . . C3B C 0.97511(14) 0.25594(7) 0.36473(6) 0.0232(2) Uani 1 1 d . . . . . H3B H 1.083348 0.277607 0.361135 0.028 Uiso 1 1 calc R U . . . C3C C 0.04606(15) 0.43359(8) 0.15068(7) 0.0265(3) Uani 1 1 d . . . . . H3C H -0.060262 0.454099 0.159650 0.032 Uiso 1 1 calc R U . . . C4A C 0.82659(15) 0.65668(7) 0.41851(6) 0.0242(2) Uani 1 1 d . . . . . H4A H 0.865283 0.706424 0.442649 0.029 Uiso 1 1 calc R U . . . C4B C 0.87772(14) 0.28958(7) 0.41545(6) 0.0230(2) Uani 1 1 d . . . . . H4B H 0.919713 0.334323 0.445463 0.028 Uiso 1 1 calc R U . . . C4C C 0.12953(16) 0.46985(8) 0.09634(7) 0.0264(3) Uani 1 1 d . . . . . H4C H 0.078466 0.514004 0.068158 0.032 Uiso 1 1 calc R U . . . C5A C 0.67226(14) 0.62465(7) 0.42999(6) 0.0221(2) Uani 1 1 d . . . . . H5A H 0.604895 0.652161 0.461767 0.026 Uiso 1 1 calc R U . . . C5B C 0.72054(14) 0.25836(7) 0.42242(6) 0.0212(2) Uani 1 1 d . . . . . H5B H 0.654561 0.281161 0.457124 0.025 Uiso 1 1 calc R U . . . C5C C 0.28611(15) 0.44211(7) 0.08307(6) 0.0236(2) Uani 1 1 d . . . . . H5C H 0.342694 0.467132 0.046210 0.028 Uiso 1 1 calc R U . . . C6A C 0.61681(14) 0.55139(7) 0.39427(6) 0.0199(2) Uani 1 1 d . . . . . C6B C 0.66038(13) 0.19287(7) 0.37771(6) 0.0190(2) Uani 1 1 d . . . . . C6C C 0.35940(14) 0.37696(7) 0.12460(6) 0.0199(2) Uani 1 1 d . . . . . C7A C 0.46082(14) 0.51070(7) 0.39959(6) 0.0205(2) Uani 1 1 d . . . . . C7B C 0.50302(14) 0.15255(7) 0.37893(6) 0.0196(2) Uani 1 1 d . . . . . C7C C 0.51986(14) 0.34143(7) 0.11860(6) 0.0199(2) Uani 1 1 d . . . . . C8A C 0.42202(14) 0.43597(7) 0.36169(6) 0.0217(2) Uani 1 1 d . . . . . C8B C 0.45850(14) 0.08575(7) 0.33197(6) 0.0205(2) Uani 1 1 d . . . . . C8C C 0.57578(14) 0.27296(7) 0.16158(6) 0.0200(2) Uani 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 O1A 0.0332(5) 0.0257(4) 0.0298(5) -0.0043(4) 0.0041(4) 0.0048(4) O1B 0.0257(4) 0.0241(4) 0.0238(4) -0.0042(3) 0.0038(3) 0.0012(3) O1C 0.0266(4) 0.0263(4) 0.0252(4) 0.0050(3) 0.0039(3) -0.0020(3) O2A 0.0228(4) 0.0274(4) 0.0307(5) 0.0020(3) 0.0002(3) -0.0062(3) O2B 0.0204(4) 0.0278(4) 0.0285(4) -0.0013(3) 0.0016(3) -0.0067(3) O2C 0.0218(4) 0.0303(5) 0.0268(4) 0.0001(3) 0.0033(3) 0.0034(3) O3A 0.0305(5) 0.0293(5) 0.0268(4) -0.0040(4) 0.0043(3) 0.0009(3) O3B 0.0271(4) 0.0300(5) 0.0228(4) -0.0033(3) 0.0042(3) -0.0005(3) O3C 0.0358(5) 0.0290(5) 0.0238(4) 0.0052(3) 0.0050(4) -0.0033(4) N1A 0.0250(5) 0.0191(5) 0.0223(5) -0.0001(4) -0.0017(4) 0.0018(4) N1B 0.0213(4) 0.0175(4) 0.0198(4) 0.0011(3) -0.0019(4) 0.0006(3) N1C 0.0213(5) 0.0182(4) 0.0194(4) -0.0007(4) -0.0014(4) -0.0008(4) N2A 0.0264(5) 0.0190(5) 0.0267(5) 0.0001(4) -0.0039(4) -0.0015(4) N2B 0.0211(5) 0.0181(4) 0.0229(5) -0.0001(4) -0.0025(4) -0.0022(4) N2C 0.0217(5) 0.0191(5) 0.0215(5) 0.0000(4) -0.0016(4) 0.0026(4) N3A 0.0266(5) 0.0224(5) 0.0301(5) 0.0021(4) -0.0028(4) -0.0045(4) N3B 0.0238(5) 0.0242(5) 0.0265(5) -0.0011(4) -0.0006(4) -0.0046(4) N3C 0.0243(5) 0.0253(5) 0.0242(5) 0.0002(4) 0.0007(4) 0.0036(4) N4A 0.0215(5) 0.0226(5) 0.0235(5) 0.0026(4) -0.0016(4) -0.0036(4) N4B 0.0195(4) 0.0224(5) 0.0218(5) 0.0012(4) -0.0005(4) -0.0033(4) N4C 0.0234(5) 0.0223(5) 0.0212(5) -0.0009(4) 0.0003(4) 0.0003(4) C1A 0.0221(5) 0.0188(5) 0.0206(5) 0.0021(4) -0.0036(4) -0.0005(4) C1B 0.0201(5) 0.0164(5) 0.0195(5) 0.0013(4) -0.0029(4) -0.0012(4) C1C 0.0206(5) 0.0177(5) 0.0201(5) -0.0022(4) -0.0031(4) 0.0011(4) C2A 0.0222(5) 0.0264(6) 0.0234(6) 0.0032(5) -0.0004(4) 0.0001(4) C2B 0.0204(5) 0.0223(5) 0.0229(5) 0.0019(4) 0.0008(4) -0.0004(4) C2C 0.0214(5) 0.0248(6) 0.0251(6) -0.0031(5) -0.0001(4) 0.0014(4) C3A 0.0213(5) 0.0285(6) 0.0273(6) 0.0046(5) -0.0029(5) -0.0058(5) C3B 0.0192(5) 0.0241(6) 0.0256(6) 0.0021(4) -0.0009(4) -0.0050(4) C3C 0.0226(6) 0.0256(6) 0.0299(6) -0.0056(5) -0.0045(5) 0.0066(5) C4A 0.0271(6) 0.0217(5) 0.0224(5) 0.0025(4) -0.0058(4) -0.0049(4) C4B 0.0248(6) 0.0215(5) 0.0215(5) 0.0000(4) -0.0041(4) -0.0048(4) C4C 0.0310(6) 0.0209(5) 0.0251(6) -0.0026(4) -0.0088(5) 0.0065(5) C5A 0.0247(6) 0.0211(5) 0.0193(5) 0.0012(4) -0.0033(4) -0.0005(4) C5B 0.0238(5) 0.0213(5) 0.0181(5) 0.0003(4) -0.0004(4) -0.0010(4) C5C 0.0299(6) 0.0199(5) 0.0201(5) -0.0005(4) -0.0029(4) 0.0011(4) C6A 0.0204(5) 0.0194(5) 0.0191(5) 0.0033(4) -0.0033(4) -0.0010(4) C6B 0.0191(5) 0.0186(5) 0.0185(5) 0.0034(4) -0.0023(4) -0.0011(4) C6C 0.0224(5) 0.0179(5) 0.0184(5) -0.0025(4) -0.0027(4) 0.0007(4) C7A 0.0211(5) 0.0189(5) 0.0207(5) 0.0026(4) -0.0026(4) -0.0005(4) C7B 0.0193(5) 0.0199(5) 0.0191(5) 0.0022(4) -0.0008(4) -0.0005(4) C7C 0.0214(5) 0.0199(5) 0.0180(5) -0.0022(4) -0.0007(4) -0.0008(4) C8A 0.0230(5) 0.0181(5) 0.0230(5) 0.0033(4) -0.0044(4) -0.0017(4) C8B 0.0203(5) 0.0187(5) 0.0216(5) 0.0025(4) -0.0028(4) -0.0018(4) C8C 0.0205(5) 0.0194(5) 0.0192(5) -0.0029(4) -0.0019(4) 0.0006(4) 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' N N 0.0311 0.0180 '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 N3A O2A N4A 108.39(8) . . ? N3B O2B N4B 108.47(8) . . ? N3C O2C N4C 108.46(8) . . ? O1A N1A N2A 118.35(10) . . ? O1A N1A C1A 116.82(10) . . ? N2A N1A C1A 124.83(10) . . ? O1B N1B N2B 118.15(9) . . ? O1B N1B C1B 116.85(9) . . ? N2B N1B C1B 125.00(9) . . ? O1C N1C N2C 118.13(9) . . ? O1C N1C C1C 116.62(9) . . ? N2C N1C C1C 125.25(9) . . ? N1A N2A C8A 114.68(10) . . ? N1B N2B C8B 114.73(9) . . ? N1C N2C C8C 114.73(9) . . ? C8A N3A O2A 105.53(9) . . ? C8B N3B O2B 105.33(9) . . ? C8C N3C O2C 105.31(9) . . ? O3A N4A O2A 118.07(9) . . ? O3A N4A C7A 135.82(10) . . ? C7A N4A O2A 106.10(9) . . ? O3B N4B O2B 118.18(9) . . ? O3B N4B C7B 135.72(10) . . ? C7B N4B O2B 106.10(9) . . ? O3C N4C O2C 117.91(9) . . ? O3C N4C C7C 136.06(11) . . ? C7C N4C O2C 106.03(9) . . ? C2A C1A N1A 118.24(10) . . ? C2A C1A C6A 121.21(11) . . ? C6A C1A N1A 120.55(10) . . ? C2B C1B N1B 118.39(10) . . ? C2B C1B C6B 121.18(10) . . ? C6B C1B N1B 120.43(10) . . ? C2C C1C N1C 118.49(10) . . ? C2C C1C C6C 121.18(10) . . ? C6C C1C N1C 120.31(10) . . ? C1A C2A H2A 120.7 . . ? C3A C2A C1A 118.55(11) . . ? C3A C2A H2A 120.7 . . ? C1B C2B H2B 120.9 . . ? C1B C2B C3B 118.25(11) . . ? C3B C2B H2B 120.9 . . ? C1C C2C H2C 120.7 . . ? C3C C2C C1C 118.55(11) . . ? C3C C2C H2C 120.7 . . ? C2A C3A H3A 119.6 . . ? C2A C3A C4A 120.81(11) . . ? C4A C3A H3A 119.6 . . ? C2B C3B H3B 119.5 . . ? C2B C3B C4B 121.07(11) . . ? C4B C3B H3B 119.5 . . ? C2C C3C H3C 119.6 . . ? C2C C3C C4C 120.77(11) . . ? C4C C3C H3C 119.6 . . ? C3A C4A H4A 119.7 . . ? C5A C4A C3A 120.57(11) . . ? C5A C4A H4A 119.7 . . ? C3B C4B H4B 119.7 . . ? C5B C4B C3B 120.59(11) . . ? C5B C4B H4B 119.7 . . ? C3C C4C H4C 119.6 . . ? C5C C4C C3C 120.73(11) . . ? C5C C4C H4C 119.6 . . ? C4A C5A H5A 120.4 . . ? C4A C5A C6A 119.19(11) . . ? C6A C5A H5A 120.4 . . ? C4B C5B H5B 120.5 . . ? C4B C5B C6B 119.00(11) . . ? C6B C5B H5B 120.5 . . ? C4C C5C H5C 120.5 . . ? C4C C5C C6C 119.08(11) . . ? C6C C5C H5C 120.5 . . ? C1A C6A C7A 114.12(10) . . ? C5A C6A C1A 119.65(10) . . ? C5A C6A C7A 126.23(11) . . ? C1B C6B C7B 114.06(10) . . ? C5B C6B C1B 119.90(10) . . ? C5B C6B C7B 126.03(11) . . ? C1C C6C C7C 113.97(10) . . ? C5C C6C C1C 119.67(11) . . ? C5C C6C C7C 126.36(11) . . ? N4A C7A C6A 132.11(11) . . ? N4A C7A C8A 107.53(10) . . ? C8A C7A C6A 120.36(11) . . ? N4B C7B C6B 131.92(11) . . ? N4B C7B C8B 107.55(10) . . ? C8B C7B C6B 120.51(10) . . ? N4C C7C C6C 131.96(11) . . ? N4C C7C C8C 107.43(10) . . ? C8C C7C C6C 120.59(10) . . ? N2A C8A C7A 125.43(11) . . ? N3A C8A N2A 122.13(11) . . ? N3A C8A C7A 112.44(11) . . ? N2B C8B C7B 125.18(10) . . ? N3B C8B N2B 122.28(10) . . ? N3B C8B C7B 112.55(11) . . ? N2C C8C C7C 125.07(10) . . ? N3C C8C N2C 122.15(10) . . ? N3C C8C C7C 112.77(10) . . ? 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 O1A N1A 1.2465(13) . ? O1B N1B 1.2485(13) . ? O1C N1C 1.2483(13) . ? O2A N3A 1.3765(14) . ? O2A N4A 1.4630(12) . ? O2B N3B 1.3817(13) . ? O2B N4B 1.4602(12) . ? O2C N3C 1.3794(13) . ? O2C N4C 1.4652(13) . ? O3A N4A 1.2349(14) . ? O3B N4B 1.2352(13) . ? O3C N4C 1.2323(13) . ? N1A N2A 1.3035(14) . ? N1A C1A 1.4663(14) . ? N1B N2B 1.3005(13) . ? N1B C1B 1.4626(14) . ? N1C N2C 1.3000(14) . ? N1C C1C 1.4601(14) . ? N2A C8A 1.3730(16) . ? N2B C8B 1.3719(15) . ? N2C C8C 1.3726(15) . ? N3A C8A 1.3158(16) . ? N3B C8B 1.3159(15) . ? N3C C8C 1.3162(15) . ? N4A C7A 1.3140(15) . ? N4B C7B 1.3157(15) . ? N4C C7C 1.3170(15) . ? C1A C2A 1.3881(16) . ? C1A C6A 1.4015(16) . ? C1B C2B 1.3879(15) . ? C1B C6B 1.4016(16) . ? C1C C2C 1.3887(16) . ? C1C C6C 1.4041(16) . ? C2A H2A 0.9500 . ? C2A C3A 1.3863(17) . ? C2B H2B 0.9500 . ? C2B C3B 1.3880(16) . ? C2C H2C 0.9500 . ? C2C C3C 1.3856(17) . ? C3A H3A 0.9500 . ? C3A C4A 1.3978(18) . ? C3B H3B 0.9500 . ? C3B C4B 1.3955(17) . ? C3C H3C 0.9500 . ? C3C C4C 1.3965(19) . ? C4A H4A 0.9500 . ? C4A C5A 1.3846(16) . ? C4B H4B 0.9500 . ? C4B C5B 1.3837(16) . ? C4C H4C 0.9500 . ? C4C C5C 1.3864(17) . ? C5A H5A 0.9500 . ? C5A C6A 1.3971(16) . ? C5B H5B 0.9500 . ? C5B C6B 1.3957(15) . ? C5C H5C 0.9500 . ? C5C C6C 1.3947(16) . ? C6A C7A 1.4310(15) . ? C6B C7B 1.4287(15) . ? C6C C7C 1.4309(15) . ? C7A C8A 1.4051(16) . ? C7B C8B 1.4047(16) . ? C7C C8C 1.4042(16) . ? 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 O1A N1A N2A C8A -178.52(9) . . . . ? O1A N1A C1A C2A -0.29(15) . . . . ? O1A N1A C1A C6A 179.29(10) . . . . ? O1B N1B N2B C8B -178.46(9) . . . . ? O1B N1B C1B C2B -2.89(14) . . . . ? O1B N1B C1B C6B 176.95(10) . . . . ? O1C N1C N2C C8C -179.39(9) . . . . ? O1C N1C C1C C2C 0.20(15) . . . . ? O1C N1C C1C C6C -178.53(10) . . . . ? O2A N3A C8A N2A -179.33(10) . . . . ? O2A N3A C8A C7A 0.35(13) . . . . ? O2A N4A C7A C6A 179.89(11) . . . . ? O2A N4A C7A C8A -0.09(12) . . . . ? O2B N3B C8B N2B -179.20(9) . . . . ? O2B N3B C8B C7B 0.60(13) . . . . ? O2B N4B C7B C6B -177.80(11) . . . . ? O2B N4B C7B C8B 0.61(12) . . . . ? O2C N3C C8C N2C 179.37(9) . . . . ? O2C N3C C8C C7C 0.65(13) . . . . ? O2C N4C C7C C6C -178.06(11) . . . . ? O2C N4C C7C C8C 0.28(12) . . . . ? O3A N4A C7A C6A -1.0(2) . . . . ? O3A N4A C7A C8A 179.06(12) . . . . ? O3B N4B C7B C6B 1.5(2) . . . . ? O3B N4B C7B C8B 179.93(12) . . . . ? O3C N4C C7C C6C 1.3(2) . . . . ? O3C N4C C7C C8C 179.67(12) . . . . ? N1A N2A C8A N3A 178.48(10) . . . . ? N1A N2A C8A C7A -1.16(17) . . . . ? N1A C1A C2A C3A -179.87(10) . . . . ? N1A C1A C6A C5A 179.38(10) . . . . ? N1A C1A C6A C7A -0.54(15) . . . . ? N1B N2B C8B N3B -179.26(10) . . . . ? N1B N2B C8B C7B 0.97(16) . . . . ? N1B C1B C2B C3B 179.47(10) . . . . ? N1B C1B C6B C5B -178.88(10) . . . . ? N1B C1B C6B C7B 1.76(14) . . . . ? N1C N2C C8C N3C 179.95(10) . . . . ? N1C N2C C8C C7C -1.49(16) . . . . ? N1C C1C C2C C3C -177.88(10) . . . . ? N1C C1C C6C C5C 176.97(10) . . . . ? N1C C1C C6C C7C -2.60(15) . . . . ? N2A N1A C1A C2A 179.22(10) . . . . ? N2A N1A C1A C6A -1.19(16) . . . . ? N2B N1B C1B C2B 176.76(10) . . . . ? N2B N1B C1B C6B -3.39(16) . . . . ? N2C N1C C1C C2C 179.24(10) . . . . ? N2C N1C C1C C6C 0.50(16) . . . . ? N3A O2A N4A O3A -179.02(9) . . . . ? N3A O2A N4A C7A 0.31(11) . . . . ? N3B O2B N4B O3B -179.74(9) . . . . ? N3B O2B N4B C7B -0.28(11) . . . . ? N3C O2C N4C O3C -179.42(9) . . . . ? N3C O2C N4C C7C 0.10(11) . . . . ? N4A O2A N3A C8A -0.40(11) . . . . ? N4A C7A C8A N2A 179.51(11) . . . . ? N4A C7A C8A N3A -0.16(14) . . . . ? N4B O2B N3B C8B -0.20(12) . . . . ? N4B C7B C8B N2B 178.99(10) . . . . ? N4B C7B C8B N3B -0.80(14) . . . . ? N4C O2C N3C C8C -0.45(11) . . . . ? N4C C7C C8C N2C -179.29(10) . . . . ? N4C C7C C8C N3C -0.61(13) . . . . ? C1A N1A N2A C8A 1.97(16) . . . . ? C1A C2A C3A C4A 0.28(17) . . . . ? C1A C6A C7A N4A -178.71(11) . . . . ? C1A C6A C7A C8A 1.27(15) . . . . ? C1B N1B N2B C8B 1.89(15) . . . . ? C1B C2B C3B C4B -0.55(17) . . . . ? C1B C6B C7B N4B 179.04(11) . . . . ? C1B C6B C7B C8B 0.80(15) . . . . ? C1C N1C N2C C8C 1.59(15) . . . . ? C1C C2C C3C C4C 0.61(18) . . . . ? C1C C6C C7C N4C -179.15(11) . . . . ? C1C C6C C7C C8C 2.70(15) . . . . ? C2A C1A C6A C5A -1.05(17) . . . . ? C2A C1A C6A C7A 179.04(10) . . . . ? C2A C3A C4A C5A -0.60(18) . . . . ? C2B C1B C6B C5B 0.96(16) . . . . ? C2B C1B C6B C7B -178.40(10) . . . . ? C2B C3B C4B C5B 0.88(18) . . . . ? C2C C1C C6C C5C -1.73(16) . . . . ? C2C C1C C6C C7C 178.70(10) . . . . ? C2C C3C C4C C5C -1.21(18) . . . . ? C3A C4A C5A C6A 0.09(17) . . . . ? C3B C4B C5B C6B -0.28(17) . . . . ? C3C C4C C5C C6C 0.31(18) . . . . ? C4A C5A C6A C1A 0.71(16) . . . . ? C4A C5A C6A C7A -179.39(10) . . . . ? C4B C5B C6B C1B -0.62(16) . . . . ? C4B C5B C6B C7B 178.66(10) . . . . ? C4C C5C C6C C1C 1.13(17) . . . . ? C4C C5C C6C C7C -179.36(11) . . . . ? C5A C6A C7A N4A 1.4(2) . . . . ? C5A C6A C7A C8A -178.64(11) . . . . ? C5B C6B C7B N4B -0.3(2) . . . . ? C5B C6B C7B C8B -178.51(11) . . . . ? C5C C6C C7C N4C 1.3(2) . . . . ? C5C C6C C7C C8C -176.84(11) . . . . ? C6A C1A C2A C3A 0.55(17) . . . . ? C6A C7A C8A N2A -0.48(17) . . . . ? C6A C7A C8A N3A 179.85(10) . . . . ? C6B C1B C2B C3B -0.37(17) . . . . ? C6B C7B C8B N2B -2.38(17) . . . . ? C6B C7B C8B N3B 177.83(10) . . . . ? C6C C1C C2C C3C 0.85(17) . . . . ? C6C C7C C8C N2C -0.72(17) . . . . ? C6C C7C C8C N3C 177.95(10) . . . . ?