#------------------------------------------------------------------------------ #$Date: 2024-07-09 01:21:09 +0300 (Tue, 09 Jul 2024) $ #$Revision: 293308 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/21/1572108.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_1572108 loop_ _publ_author_name 'Jenek, Niko A.' 'Helbig, Andreas' 'Boyt, Stuart M.' 'Kaur, M.' 'Sanderson, Hugh J.' 'Reeksting, Shaun Bernard' 'Kociok-K\"ohn, Gabriele' 'Helten, Holger' 'Hintermair, Ulrich' _publ_section_title ; Understanding and tuning the electronic structure of pentalenides ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D3SC04622B _journal_year 2024 _chemical_formula_moiety 'C27 H22' _chemical_formula_sum 'C27 H22' _chemical_formula_weight 346.44 _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 geom _atom_sites_solution_primary dual _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-07-12 deposited with the CCDC. 2024-07-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.5730(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.01120(10) _cell_length_b 8.76260(10) _cell_length_c 19.1326(2) _cell_measurement_reflns_used 14894 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 72.6740 _cell_measurement_theta_min 4.6060 _cell_volume 1845.35(3) _computing_cell_refinement 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_data_collection 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_data_reduction 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _computing_structure_refinement ; SHELXL-2018/3 (Sheldrick, 2018) Sheldrick GM (2008) Acta Crystallogr A64:112--122 and C. B. H\"ubschle, G. M. Sheldrick and B. Dittrich ShelXle: a Qt graphical user interface for SHELXL J. Appl. Cryst., 44, (2011) 1281-1284. ; _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 150.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.1150 _diffrn_detector_type EosS2 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, EosS2' _diffrn_measurement_method '\w scans' _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 0.0293 _diffrn_reflns_av_unetI/netI 0.0139 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 31060 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.923 _diffrn_reflns_theta_min 4.580 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.529 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.81980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.247 _exptl_crystal_description plate _exptl_crystal_F_000 736 _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.320 _exptl_crystal_size_min 0.100 _refine_diff_density_max 0.182 _refine_diff_density_min -0.210 _refine_diff_density_rms 0.036 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 245 _refine_ls_number_reflns 3662 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.053 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0360 _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^)+(0.0405P)^2^+0.5318P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0874 _refine_ls_wR_factor_ref 0.0897 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3400 _reflns_number_total 3662 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3sc04622b2.cif _cod_data_source_block s22uh14 _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 1572108 _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 0.836 _shelx_estimated_absorpt_t_max 0.949 _oxdiff_exptl_absorpt_empirical_full_min 0.698 _oxdiff_exptl_absorpt_empirical_full_max 1.322 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _shelx_res_file ; TITL shelxt_a.res in P2(1)/n s22uh14.res created by SHELXL-2018/3 at 14:45:04 on 01-Sep-2022 CELL 1.54184 11.0112 8.7626 19.1326 90.000 91.573 90.000 ZERR 4 0.0001 0.0001 0.0002 0.000 0.001 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H UNIT 108 88 ACTA FMAP 2 PLAN 5 BOND $H CONF LIST 4 L.S. 10 TEMP -123.00 SIZE 0.35 0.32 0.1 WGHT 0.040500 0.531800 FVAR 3.91276 C1 1 0.129247 0.329057 0.476151 11.00000 0.03588 0.02924 = 0.03094 -0.00086 -0.00140 -0.01026 AFIX 137 H1A 2 0.079845 0.415567 0.459684 11.00000 -1.50000 H1B 2 0.081735 0.265939 0.507662 11.00000 -1.50000 H1C 2 0.153466 0.267684 0.436044 11.00000 -1.50000 AFIX 0 C2 1 0.239580 0.386704 0.514189 11.00000 0.03045 0.02414 = 0.02003 -0.00199 0.00367 -0.00306 C3 1 0.319076 0.276888 0.554996 11.00000 0.03835 0.02010 = 0.02493 -0.00177 0.00030 -0.00337 AFIX 23 H3A 2 0.362109 0.208215 0.522884 11.00000 -1.20000 H3B 2 0.269514 0.213966 0.586369 11.00000 -1.20000 AFIX 0 C4 1 0.412081 0.375172 0.598526 11.00000 0.02759 0.01904 = 0.02527 -0.00041 0.00193 0.00079 AFIX 13 H4 2 0.496780 0.341988 0.588621 11.00000 -1.20000 AFIX 0 C5 1 0.388308 0.356692 0.676041 11.00000 0.02555 0.01711 = 0.02528 -0.00071 -0.00030 -0.00351 C6 1 0.464940 0.269127 0.718644 11.00000 0.02839 0.02458 = 0.03204 0.00135 -0.00150 0.00130 AFIX 43 H6 2 0.537363 0.228451 0.700233 11.00000 -1.20000 AFIX 0 C7 1 0.437302 0.240110 0.787775 11.00000 0.03940 0.03038 = 0.03118 0.00638 -0.00798 -0.00560 AFIX 43 H7 2 0.490753 0.179970 0.816210 11.00000 -1.20000 AFIX 0 C8 1 0.332518 0.298320 0.815270 11.00000 0.04288 0.03818 = 0.02408 0.00062 0.00207 -0.01567 AFIX 43 H8 2 0.313083 0.277534 0.862395 11.00000 -1.20000 AFIX 0 C9 1 0.255751 0.387403 0.773621 11.00000 0.03220 0.04373 = 0.03408 -0.00439 0.00804 -0.00252 AFIX 43 H9 2 0.183894 0.428784 0.792420 11.00000 -1.20000 AFIX 0 C10 1 0.283475 0.416281 0.704681 11.00000 0.02965 0.03212 = 0.03051 0.00014 0.00109 0.00417 AFIX 43 H10 2 0.230305 0.477513 0.676577 11.00000 -1.20000 AFIX 0 C11 1 0.389466 0.532889 0.568994 11.00000 0.02448 0.02223 = 0.02063 0.00003 0.00187 0.00004 C12 1 0.431215 0.679083 0.575074 11.00000 0.02405 0.02115 = 0.02233 0.00061 0.00319 -0.00052 C13 1 0.534731 0.740001 0.616412 11.00000 0.02321 0.02325 = 0.02121 -0.00075 0.00401 -0.00119 C14 1 0.611567 0.643860 0.656000 11.00000 0.02848 0.02122 = 0.02914 0.00091 0.00099 -0.00266 AFIX 43 H14 2 0.594314 0.537746 0.657969 11.00000 -1.20000 AFIX 0 C15 1 0.712321 0.700940 0.692337 11.00000 0.02741 0.02924 = 0.02940 0.00118 -0.00192 0.00063 AFIX 43 H15 2 0.762832 0.633764 0.719106 11.00000 -1.20000 AFIX 0 C16 1 0.740049 0.855201 0.689969 11.00000 0.02436 0.03117 = 0.03057 -0.00559 0.00014 -0.00392 AFIX 43 H16 2 0.809833 0.893736 0.714357 11.00000 -1.20000 AFIX 0 C17 1 0.664736 0.952387 0.651603 11.00000 0.02917 0.02156 = 0.03409 -0.00406 0.00443 -0.00379 AFIX 43 H17 2 0.682784 1.058304 0.649763 11.00000 -1.20000 AFIX 0 C18 1 0.562989 0.895780 0.615819 11.00000 0.02760 0.02217 = 0.02906 0.00010 0.00133 0.00045 AFIX 43 H18 2 0.511465 0.964180 0.590399 11.00000 -1.20000 AFIX 0 C19 1 0.352851 0.772008 0.528182 11.00000 0.02575 0.01940 = 0.02514 0.00163 0.00218 -0.00116 AFIX 43 H19 2 0.361898 0.878870 0.521764 11.00000 -1.20000 AFIX 0 C20 1 0.265534 0.685497 0.495058 11.00000 0.02544 0.02216 = 0.02168 0.00083 0.00327 -0.00036 C21 1 0.174036 0.740584 0.443466 11.00000 0.02414 0.02429 = 0.02247 0.00320 0.00232 -0.00215 C22 1 0.121587 0.884486 0.450593 11.00000 0.02806 0.02339 = 0.02644 0.00153 0.00189 -0.00246 AFIX 43 H22 2 0.144481 0.946641 0.489447 11.00000 -1.20000 AFIX 0 C23 1 0.036449 0.938100 0.401726 11.00000 0.03024 0.02443 = 0.03287 0.00523 0.00198 0.00173 AFIX 43 H23 2 0.002226 1.036744 0.407247 11.00000 -1.20000 AFIX 0 C24 1 0.000946 0.848981 0.344959 11.00000 0.03100 0.03679 = 0.02910 0.00685 -0.00382 0.00206 AFIX 43 H24 2 -0.058453 0.885226 0.312049 11.00000 -1.20000 AFIX 0 C25 1 0.053081 0.706239 0.336701 11.00000 0.03627 0.03569 = 0.02464 -0.00174 -0.00320 -0.00020 AFIX 43 H25 2 0.029660 0.644537 0.297791 11.00000 -1.20000 AFIX 0 C26 1 0.139395 0.653190 0.385106 11.00000 0.03213 0.02617 = 0.02674 -0.00097 0.00098 0.00221 AFIX 43 H26 2 0.175480 0.555973 0.378463 11.00000 -1.20000 AFIX 0 C27 1 0.285905 0.529546 0.519943 11.00000 0.02513 0.02371 = 0.01979 -0.00061 0.00238 -0.00086 HKLF 4 REM shelxt_a.res in P2(1)/n REM wR2 = 0.0897, GooF = S = 1.053, Restrained GooF = 1.053 for all data REM R1 = 0.0360 for 3400 Fo > 4sig(Fo) and 0.0391 for all 3662 data REM 245 parameters refined using 0 restraints END WGHT 0.0405 0.5318 REM Highest difference peak 0.182, deepest hole -0.210, 1-sigma level 0.036 Q1 1 0.3405 0.5265 0.5437 11.00000 0.05 0.18 Q2 1 0.3976 0.3688 0.6373 11.00000 0.05 0.18 Q3 1 0.4080 0.4610 0.5862 11.00000 0.05 0.17 Q4 1 0.2147 0.7120 0.4703 11.00000 0.05 0.16 Q5 1 0.2589 0.6019 0.5064 11.00000 0.05 0.16 ; _shelx_res_checksum 87878 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 C1 C 0.12925(11) 0.32906(14) 0.47615(6) 0.0321(3) Uani 1 1 d . . . . . H1A H 0.079845 0.415567 0.459684 0.048 Uiso 1 1 calc R U . . . H1B H 0.081735 0.265939 0.507662 0.048 Uiso 1 1 calc R U . . . H1C H 0.153466 0.267684 0.436044 0.048 Uiso 1 1 calc R U . . . C2 C 0.23958(10) 0.38670(12) 0.51419(5) 0.0248(2) Uani 1 1 d . . . . . C3 C 0.31908(10) 0.27689(13) 0.55500(6) 0.0278(2) Uani 1 1 d . . . . . H3A H 0.362109 0.208215 0.522884 0.033 Uiso 1 1 calc R U . . . H3B H 0.269514 0.213966 0.586369 0.033 Uiso 1 1 calc R U . . . C4 C 0.41208(10) 0.37517(12) 0.59853(5) 0.0239(2) Uani 1 1 d . . . . . H4 H 0.496780 0.341988 0.588621 0.029 Uiso 1 1 calc R U . . . C5 C 0.38831(9) 0.35669(12) 0.67604(5) 0.0227(2) Uani 1 1 d . . . . . C6 C 0.46494(10) 0.26913(13) 0.71864(6) 0.0284(2) Uani 1 1 d . . . . . H6 H 0.537363 0.228451 0.700233 0.034 Uiso 1 1 calc R U . . . C7 C 0.43730(11) 0.24011(14) 0.78778(6) 0.0338(3) Uani 1 1 d . . . . . H7 H 0.490753 0.179970 0.816210 0.041 Uiso 1 1 calc R U . . . C8 C 0.33252(11) 0.29832(15) 0.81527(6) 0.0350(3) Uani 1 1 d . . . . . H8 H 0.313083 0.277534 0.862395 0.042 Uiso 1 1 calc R U . . . C9 C 0.25575(11) 0.38740(15) 0.77362(6) 0.0365(3) Uani 1 1 d . . . . . H9 H 0.183894 0.428784 0.792420 0.044 Uiso 1 1 calc R U . . . C10 C 0.28348(10) 0.41628(14) 0.70468(6) 0.0308(3) Uani 1 1 d . . . . . H10 H 0.230305 0.477513 0.676577 0.037 Uiso 1 1 calc R U . . . C11 C 0.38947(9) 0.53289(12) 0.56899(5) 0.0224(2) Uani 1 1 d . . . . . C12 C 0.43122(9) 0.67908(12) 0.57507(5) 0.0225(2) Uani 1 1 d . . . . . C13 C 0.53473(9) 0.74000(12) 0.61641(5) 0.0225(2) Uani 1 1 d . . . . . C14 C 0.61157(10) 0.64386(13) 0.65600(6) 0.0263(2) Uani 1 1 d . . . . . H14 H 0.594314 0.537746 0.657969 0.032 Uiso 1 1 calc R U . . . C15 C 0.71232(10) 0.70094(13) 0.69234(6) 0.0287(2) Uani 1 1 d . . . . . H15 H 0.762832 0.633764 0.719106 0.034 Uiso 1 1 calc R U . . . C16 C 0.74005(10) 0.85520(13) 0.68997(6) 0.0287(2) Uani 1 1 d . . . . . H16 H 0.809833 0.893736 0.714357 0.034 Uiso 1 1 calc R U . . . C17 C 0.66474(10) 0.95239(13) 0.65160(6) 0.0282(2) Uani 1 1 d . . . . . H17 H 0.682784 1.058304 0.649763 0.034 Uiso 1 1 calc R U . . . C18 C 0.56299(10) 0.89578(12) 0.61582(6) 0.0263(2) Uani 1 1 d . . . . . H18 H 0.511465 0.964180 0.590399 0.032 Uiso 1 1 calc R U . . . C19 C 0.35285(9) 0.77201(12) 0.52818(5) 0.0234(2) Uani 1 1 d . . . . . H19 H 0.361898 0.878870 0.521764 0.028 Uiso 1 1 calc R U . . . C20 C 0.26553(9) 0.68550(12) 0.49506(5) 0.0230(2) Uani 1 1 d . . . . . C21 C 0.17404(9) 0.74058(13) 0.44347(5) 0.0236(2) Uani 1 1 d . . . . . C22 C 0.12159(10) 0.88449(12) 0.45059(6) 0.0259(2) Uani 1 1 d . . . . . H22 H 0.144481 0.946641 0.489447 0.031 Uiso 1 1 calc R U . . . C23 C 0.03645(10) 0.93810(13) 0.40173(6) 0.0292(2) Uani 1 1 d . . . . . H23 H 0.002226 1.036744 0.407247 0.035 Uiso 1 1 calc R U . . . C24 C 0.00095(10) 0.84898(14) 0.34496(6) 0.0324(3) Uani 1 1 d . . . . . H24 H -0.058453 0.885226 0.312049 0.039 Uiso 1 1 calc R U . . . C25 C 0.05308(11) 0.70624(14) 0.33670(6) 0.0323(3) Uani 1 1 d . . . . . H25 H 0.029660 0.644537 0.297791 0.039 Uiso 1 1 calc R U . . . C26 C 0.13939(10) 0.65319(13) 0.38511(6) 0.0283(2) Uani 1 1 d . . . . . H26 H 0.175480 0.555973 0.378463 0.034 Uiso 1 1 calc R U . . . C27 C 0.28591(9) 0.52955(12) 0.51994(5) 0.0228(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 C1 0.0359(6) 0.0292(6) 0.0309(6) -0.0009(5) -0.0014(5) -0.0103(5) C2 0.0304(5) 0.0241(6) 0.0200(5) -0.0020(4) 0.0037(4) -0.0031(4) C3 0.0384(6) 0.0201(5) 0.0249(5) -0.0018(4) 0.0003(4) -0.0034(4) C4 0.0276(5) 0.0190(5) 0.0253(5) -0.0004(4) 0.0019(4) 0.0008(4) C5 0.0256(5) 0.0171(5) 0.0253(5) -0.0007(4) -0.0003(4) -0.0035(4) C6 0.0284(5) 0.0246(6) 0.0320(6) 0.0013(4) -0.0015(4) 0.0013(4) C7 0.0394(6) 0.0304(6) 0.0312(6) 0.0064(5) -0.0080(5) -0.0056(5) C8 0.0429(7) 0.0382(7) 0.0241(5) 0.0006(5) 0.0021(5) -0.0157(5) C9 0.0322(6) 0.0437(7) 0.0341(6) -0.0044(5) 0.0080(5) -0.0025(5) C10 0.0297(6) 0.0321(6) 0.0305(6) 0.0001(5) 0.0011(4) 0.0042(5) C11 0.0245(5) 0.0222(5) 0.0206(5) 0.0000(4) 0.0019(4) 0.0000(4) C12 0.0240(5) 0.0212(5) 0.0223(5) 0.0006(4) 0.0032(4) -0.0005(4) C13 0.0232(5) 0.0233(5) 0.0212(5) -0.0007(4) 0.0040(4) -0.0012(4) C14 0.0285(5) 0.0212(5) 0.0291(5) 0.0009(4) 0.0010(4) -0.0027(4) C15 0.0274(5) 0.0292(6) 0.0294(5) 0.0012(4) -0.0019(4) 0.0006(4) C16 0.0244(5) 0.0312(6) 0.0306(5) -0.0056(5) 0.0001(4) -0.0039(4) C17 0.0292(5) 0.0216(5) 0.0341(6) -0.0041(4) 0.0044(4) -0.0038(4) C18 0.0276(5) 0.0222(5) 0.0291(5) 0.0001(4) 0.0013(4) 0.0005(4) C19 0.0257(5) 0.0194(5) 0.0251(5) 0.0016(4) 0.0022(4) -0.0012(4) C20 0.0254(5) 0.0222(5) 0.0217(5) 0.0008(4) 0.0033(4) -0.0004(4) C21 0.0241(5) 0.0243(5) 0.0225(5) 0.0032(4) 0.0023(4) -0.0022(4) C22 0.0281(5) 0.0234(6) 0.0264(5) 0.0015(4) 0.0019(4) -0.0025(4) C23 0.0302(5) 0.0244(6) 0.0329(6) 0.0052(5) 0.0020(4) 0.0017(4) C24 0.0310(6) 0.0368(7) 0.0291(6) 0.0069(5) -0.0038(4) 0.0021(5) C25 0.0363(6) 0.0357(6) 0.0246(5) -0.0017(5) -0.0032(4) -0.0002(5) C26 0.0321(6) 0.0262(6) 0.0267(5) -0.0010(4) 0.0010(4) 0.0022(4) C27 0.0251(5) 0.0237(5) 0.0198(5) -0.0006(4) 0.0024(4) -0.0009(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' 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C27 C2 C1 130.85(10) . . ? C27 C2 C3 109.65(9) . . ? C1 C2 C3 119.50(10) . . ? C2 C3 C4 106.72(9) . . ? C2 C3 H3A 110.4 . . ? C4 C3 H3A 110.4 . . ? C2 C3 H3B 110.4 . . ? C4 C3 H3B 110.4 . . ? H3A C3 H3B 108.6 . . ? C11 C4 C5 115.52(9) . . ? C11 C4 C3 101.89(8) . . ? C5 C4 C3 109.47(8) . . ? C11 C4 H4 109.9 . . ? C5 C4 H4 109.9 . . ? C3 C4 H4 109.9 . . ? C6 C5 C10 118.24(10) . . ? C6 C5 C4 120.86(9) . . ? C10 C5 C4 120.67(9) . . ? C5 C6 C7 120.98(11) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 120.21(11) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 119.50(11) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 120.22(11) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C5 120.85(11) . . ? C9 C10 H10 119.6 . . ? C5 C10 H10 119.6 . . ? C12 C11 C27 109.24(9) . . ? C12 C11 C4 140.79(9) . . ? C27 C11 C4 109.90(9) . . ? C11 C12 C13 129.88(10) . . ? C11 C12 C19 106.06(9) . . ? C13 C12 C19 124.03(9) . . ? C18 C13 C14 117.35(10) . . ? C18 C13 C12 121.26(10) . . ? C14 C13 C12 121.35(10) . . ? C15 C14 C13 121.14(10) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C16 120.61(10) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C17 C16 C15 119.17(10) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C16 C17 C18 120.33(10) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 121.38(10) . . ? C17 C18 H18 119.3 . . ? C13 C18 H18 119.3 . . ? C20 C19 C12 111.64(9) . . ? C20 C19 H19 124.2 . . ? C12 C19 H19 124.2 . . ? C19 C20 C27 105.53(9) . . ? C19 C20 C21 126.08(10) . . ? C27 C20 C21 128.36(9) . . ? C22 C21 C26 117.93(10) . . ? C22 C21 C20 120.55(10) . . ? C26 C21 C20 121.50(10) . . ? C23 C22 C21 120.93(10) . . ? C23 C22 H22 119.5 . . ? C21 C22 H22 119.5 . . ? C24 C23 C22 120.55(11) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.27(10) . . ? C23 C24 H24 120.4 . . ? C25 C24 H24 120.4 . . ? C24 C25 C26 120.24(11) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 121.06(11) . . ? C25 C26 H26 119.5 . . ? C21 C26 H26 119.5 . . ? C2 C27 C11 110.92(9) . . ? C2 C27 C20 141.51(10) . . ? C11 C27 C20 107.53(9) . . ? 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 C1 C2 1.4874(15) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C27 1.3550(15) . ? C2 C3 1.5047(15) . ? C3 C4 1.5612(14) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C11 1.5111(14) . ? C4 C5 1.5217(14) . ? C4 H4 1.0000 . ? C5 C6 1.3883(15) . ? C5 C10 1.3929(15) . ? C6 C7 1.3888(16) . ? C6 H6 0.9500 . ? C7 C8 1.3789(18) . ? C7 H7 0.9500 . ? C8 C9 1.3863(18) . ? C8 H8 0.9500 . ? C9 C10 1.3853(16) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.3649(15) . ? C11 C27 1.4571(14) . ? C12 C13 1.4698(14) . ? C12 C19 1.4731(14) . ? C13 C18 1.4002(15) . ? C13 C14 1.4014(15) . ? C14 C15 1.3864(15) . ? C14 H14 0.9500 . ? C15 C16 1.3868(16) . ? C15 H15 0.9500 . ? C16 C17 1.3850(16) . ? C16 H16 0.9500 . ? C17 C18 1.3885(15) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.3665(15) . ? C19 H19 0.9500 . ? C20 C27 1.4624(15) . ? C20 C21 1.4724(14) . ? C21 C22 1.3952(15) . ? C21 C26 1.3983(15) . ? C22 C23 1.3877(15) . ? C22 H22 0.9500 . ? C23 C24 1.3853(16) . ? C23 H23 0.9500 . ? C24 C25 1.3871(17) . ? C24 H24 0.9500 . ? C25 C26 1.3888(15) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? 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 C27 C2 C3 C4 9.46(12) . . . . ? C1 C2 C3 C4 -170.34(9) . . . . ? C2 C3 C4 C11 -8.96(10) . . . . ? C2 C3 C4 C5 113.82(9) . . . . ? C11 C4 C5 C6 -140.21(10) . . . . ? C3 C4 C5 C6 105.52(11) . . . . ? C11 C4 C5 C10 45.37(14) . . . . ? C3 C4 C5 C10 -68.90(13) . . . . ? C10 C5 C6 C7 0.72(16) . . . . ? C4 C5 C6 C7 -173.83(10) . . . . ? C5 C6 C7 C8 0.01(18) . . . . ? C6 C7 C8 C9 -0.73(18) . . . . ? C7 C8 C9 C10 0.71(18) . . . . ? C8 C9 C10 C5 0.03(18) . . . . ? C6 C5 C10 C9 -0.74(17) . . . . ? C4 C5 C10 C9 173.82(11) . . . . ? C5 C4 C11 C12 63.97(17) . . . . ? C3 C4 C11 C12 -177.48(13) . . . . ? C5 C4 C11 C27 -112.62(10) . . . . ? C3 C4 C11 C27 5.93(10) . . . . ? C27 C11 C12 C13 -178.32(10) . . . . ? C4 C11 C12 C13 5.1(2) . . . . ? C27 C11 C12 C19 -0.45(11) . . . . ? C4 C11 C12 C19 -177.05(12) . . . . ? C11 C12 C13 C18 -179.83(10) . . . . ? C19 C12 C13 C18 2.65(15) . . . . ? C11 C12 C13 C14 2.46(17) . . . . ? C19 C12 C13 C14 -175.07(9) . . . . ? C18 C13 C14 C15 -0.79(15) . . . . ? C12 C13 C14 C15 177.01(10) . . . . ? C13 C14 C15 C16 -0.44(17) . . . . ? C14 C15 C16 C17 0.95(17) . . . . ? C15 C16 C17 C18 -0.20(16) . . . . ? C16 C17 C18 C13 -1.08(16) . . . . ? C14 C13 C18 C17 1.55(15) . . . . ? C12 C13 C18 C17 -176.25(9) . . . . ? C11 C12 C19 C20 0.51(12) . . . . ? C13 C12 C19 C20 178.53(9) . . . . ? C12 C19 C20 C27 -0.34(11) . . . . ? C12 C19 C20 C21 -178.43(9) . . . . ? C19 C20 C21 C22 -36.69(15) . . . . ? C27 C20 C21 C22 145.65(11) . . . . ? C19 C20 C21 C26 141.53(11) . . . . ? C27 C20 C21 C26 -36.13(16) . . . . ? C26 C21 C22 C23 0.88(15) . . . . ? C20 C21 C22 C23 179.16(10) . . . . ? C21 C22 C23 C24 0.53(16) . . . . ? C22 C23 C24 C25 -1.16(17) . . . . ? C23 C24 C25 C26 0.36(17) . . . . ? C24 C25 C26 C21 1.07(17) . . . . ? C22 C21 C26 C25 -1.67(16) . . . . ? C20 C21 C26 C25 -179.94(10) . . . . ? C1 C2 C27 C11 174.00(11) . . . . ? C3 C2 C27 C11 -5.76(12) . . . . ? C1 C2 C27 C20 -3.5(2) . . . . ? C3 C2 C27 C20 176.73(13) . . . . ? C12 C11 C27 C2 -178.11(9) . . . . ? C4 C11 C27 C2 -0.40(12) . . . . ? C12 C11 C27 C20 0.26(11) . . . . ? C4 C11 C27 C20 177.98(8) . . . . ? C19 C20 C27 C2 177.62(13) . . . . ? C21 C20 C27 C2 -4.3(2) . . . . ? C19 C20 C27 C11 0.06(11) . . . . ? C21 C20 C27 C11 178.09(9) . . . . ?