#------------------------------------------------------------------------------ #$Date: 2021-11-05 00:59:22 +0200 (Fri, 05 Nov 2021) $ #$Revision: 270308 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/92/7129204.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_7129204 loop_ _publ_author_name 'Baire, Beeraiah' 'Yadav, Bhavna' _publ_section_title ; TfOH catalysed domino-double annulation of arenes with propargylic alcohols: A unified approach to indene polycyclic systems ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/D1CC05253E _journal_year 2021 _chemical_formula_moiety 'C17 H16' _chemical_formula_sum 'C17 H16' _chemical_formula_weight 220.30 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2021-04-24 deposited with the CCDC. 2021-11-04 downloaded from the CCDC. ; _cell_angle_alpha 81.5606(18) _cell_angle_beta 72.1189(19) _cell_angle_gamma 67.1244(18) _cell_formula_units_Z 2 _cell_length_a 7.5288(3) _cell_length_b 8.6068(3) _cell_length_c 10.6262(4) _cell_measurement_reflns_used 2073 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 24.03 _cell_measurement_theta_min 3.05 _cell_volume 603.47(4) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0284 _diffrn_reflns_av_unetI/netI 0.0268 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 9624 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 24.987 _diffrn_reflns_theta_max 24.987 _diffrn_reflns_theta_min 2.015 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_correction_T_min 0.983 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2014/5(Bruker AXS.Inc)' _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.212 _exptl_crystal_description Rectangular _exptl_crystal_F_000 236 _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.100 _refine_diff_density_max 0.161 _refine_diff_density_min -0.113 _refine_diff_density_rms 0.031 _refine_ls_extinction_coef 0.026(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 155 _refine_ls_number_reflns 2121 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.038 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0413 _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^)+(0.0568P)^2^+0.0539P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1029 _refine_ls_wR_factor_ref 0.1173 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1469 _reflns_number_total 2121 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1cc05253e2.cif _cod_data_source_block 674 _cod_database_code 7129204 _shelx_shelxl_version_number 2014/7 _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 0.983 _shelx_estimated_absorpt_t_max 0.993 _shelx_res_file ; 674.res created by SHELXL-2014/7 TITL 674 in P-1 CELL 0.71073 7.52880 8.60680 10.62620 81.5606 72.1189 67.1244 ZERR 2.00 0.00030 0.00030 0.00040 0.0018 0.0019 0.0018 LATT 1 SFAC C H UNIT 34 32 OMIT -3 50 L.S. 8 ACTA BOND $H FMAP 2 PLAN 5 CONF SIZE 0.100 0.220 0.250 TEMP 23.000 WGHT 0.056800 0.053900 EXTI 0.025790 FVAR 0.35868 MOLE 1 C1 1 0.062929 0.787220 0.794829 11.00000 0.05394 0.03664 = 0.03790 0.00211 -0.01029 -0.02210 C2 1 0.219567 0.731317 0.855735 11.00000 0.05584 0.04342 = 0.04116 0.00335 -0.01168 -0.02686 C6 1 0.092286 0.794095 0.657442 11.00000 0.06584 0.04406 = 0.03900 0.00332 -0.01357 -0.02714 C10 1 -0.126633 0.834322 0.887916 11.00000 0.05468 0.03619 = 0.04155 0.00001 -0.01303 -0.01710 C9 1 -0.292233 0.888821 0.841674 11.00000 0.05515 0.05367 = 0.05472 -0.00437 -0.01284 -0.01403 AFIX 43 H9 2 -0.419842 0.918246 0.900305 11.00000 -1.20000 AFIX 0 C17 1 0.129253 0.743276 1.000049 11.00000 0.06107 0.04112 = 0.03931 0.00288 -0.01399 -0.02679 C11 1 -0.098936 0.811087 1.025819 11.00000 0.06036 0.03769 = 0.03851 -0.00277 -0.00924 -0.01743 AFIX 13 H11 2 -0.153427 0.922638 1.063977 11.00000 -1.20000 AFIX 0 C7 1 -0.083323 0.854746 0.613982 11.00000 0.08101 0.05314 = 0.04112 0.00413 -0.02215 -0.02964 AFIX 43 H7 2 -0.073337 0.863836 0.523980 11.00000 -1.20000 AFIX 0 C8 1 -0.267129 0.899870 0.703880 11.00000 0.06852 0.05520 = 0.05869 0.00400 -0.02944 -0.01932 AFIX 43 H8 2 -0.380625 0.939557 0.673171 11.00000 -1.20000 AFIX 0 C3 1 0.413077 0.678905 0.776711 11.00000 0.05524 0.07323 = 0.05217 0.00673 -0.01218 -0.03190 AFIX 43 H3 2 0.520468 0.640355 0.813566 11.00000 -1.20000 AFIX 0 C12 1 -0.204291 0.701162 1.119256 11.00000 0.05881 0.05410 = 0.04704 0.00140 -0.00501 -0.02223 AFIX 23 H12A 2 -0.341786 0.741983 1.114622 11.00000 -1.20000 H12B 2 -0.139538 0.586972 1.087552 11.00000 -1.20000 AFIX 0 C16 1 0.227605 0.705227 1.091754 11.00000 0.07366 0.06067 = 0.04653 0.00430 -0.02097 -0.03493 AFIX 43 H16 2 0.366724 0.668374 1.062634 11.00000 -1.20000 AFIX 0 C5 1 0.293571 0.739892 0.579836 11.00000 0.07481 0.07164 = 0.03648 0.00245 -0.00559 -0.03480 AFIX 43 H5 2 0.322581 0.741835 0.488133 11.00000 -1.20000 AFIX 0 C14 1 -0.004780 0.617565 1.293438 11.00000 0.09392 0.05546 = 0.04054 0.00505 -0.01531 -0.02630 AFIX 23 H14A 2 0.063094 0.505199 1.258241 11.00000 -1.20000 H14B 2 -0.027323 0.605751 1.388668 11.00000 -1.20000 AFIX 0 C4 1 0.445828 0.684650 0.638680 11.00000 0.05927 0.08697 = 0.04928 0.00171 -0.00005 -0.03277 AFIX 43 H4 2 0.577152 0.649196 0.585204 11.00000 -1.20000 AFIX 0 C15 1 0.133449 0.716669 1.237830 11.00000 0.09998 0.06410 = 0.04488 0.00240 -0.02787 -0.03595 AFIX 23 H15A 2 0.057276 0.834398 1.258710 11.00000 -1.20000 H15B 2 0.239095 0.676227 1.282053 11.00000 -1.20000 AFIX 0 C13 1 -0.206628 0.695157 1.263587 11.00000 0.07686 0.06616 = 0.04414 0.00477 0.00090 -0.02230 AFIX 23 H13A 2 -0.270910 0.809535 1.294901 11.00000 -1.20000 H13B 2 -0.289326 0.632326 1.314339 11.00000 -1.20000 AFIX 0 HKLF 4 REM 674 in P-1 REM R1 = 0.0413 for 1469 Fo > 4sig(Fo) and 0.0646 for all 2121 data REM 155 parameters refined using 0 restraints END WGHT 0.0573 0.0527 REM Highest difference peak 0.161, deepest hole -0.113, 1-sigma level 0.031 Q1 1 0.1726 0.6466 1.0432 11.00000 0.05 0.16 Q2 1 -0.0358 0.8339 0.8322 11.00000 0.05 0.14 Q3 1 0.1871 0.7585 0.9340 11.00000 0.05 0.14 Q4 1 -0.2071 0.9170 0.8601 11.00000 0.05 0.14 Q5 1 0.2949 0.7642 0.8204 11.00000 0.05 0.13 ; _shelx_res_checksum 70973 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0629(2) 0.78722(16) 0.79483(14) 0.0420(4) Uani 1 1 d . . . . . C2 C 0.2196(2) 0.73132(17) 0.85573(15) 0.0449(4) Uani 1 1 d . . . . . C6 C 0.0923(3) 0.79410(17) 0.65744(15) 0.0481(4) Uani 1 1 d . . . . . C10 C -0.1266(2) 0.83432(17) 0.88792(14) 0.0442(4) Uani 1 1 d . . . . . C9 C -0.2922(3) 0.88882(19) 0.84167(17) 0.0566(5) Uani 1 1 d . . . . . H9 H -0.4198 0.9182 0.9003 0.068 Uiso 1 1 calc R U . . . C17 C 0.1293(2) 0.74328(17) 1.00005(15) 0.0450(4) Uani 1 1 d . . . . . C11 C -0.0989(2) 0.81109(17) 1.02582(14) 0.0465(4) Uani 1 1 d . . . . . H11 H -0.1534 0.9226 1.0640 0.056 Uiso 1 1 calc R U . . . C7 C -0.0833(3) 0.85475(19) 0.61398(16) 0.0561(5) Uani 1 1 d . . . . . H7 H -0.0733 0.8638 0.5240 0.067 Uiso 1 1 calc R U . . . C8 C -0.2671(3) 0.89987(19) 0.70388(17) 0.0596(5) Uani 1 1 d . . . . . H8 H -0.3806 0.9396 0.6732 0.071 Uiso 1 1 calc R U . . . C3 C 0.4131(3) 0.6789(2) 0.77671(17) 0.0591(5) Uani 1 1 d . . . . . H3 H 0.5205 0.6404 0.8136 0.071 Uiso 1 1 calc R U . . . C12 C -0.2043(3) 0.7012(2) 1.11926(15) 0.0554(5) Uani 1 1 d . . . . . H12A H -0.3418 0.7420 1.1146 0.067 Uiso 1 1 calc R U . . . H12B H -0.1395 0.5870 1.0876 0.067 Uiso 1 1 calc R U . . . C16 C 0.2276(3) 0.7052(2) 1.09175(16) 0.0566(5) Uani 1 1 d . . . . . H16 H 0.3667 0.6684 1.0626 0.068 Uiso 1 1 calc R U . . . C5 C 0.2936(3) 0.7399(2) 0.57984(16) 0.0612(5) Uani 1 1 d . . . . . H5 H 0.3226 0.7418 0.4881 0.073 Uiso 1 1 calc R U . . . C14 C -0.0048(3) 0.6176(2) 1.29344(16) 0.0651(5) Uani 1 1 d . . . . . H14A H 0.0631 0.5052 1.2582 0.078 Uiso 1 1 calc R U . . . H14B H -0.0273 0.6058 1.3887 0.078 Uiso 1 1 calc R U . . . C4 C 0.4458(3) 0.6847(2) 0.63868(17) 0.0673(5) Uani 1 1 d . . . . . H4 H 0.5772 0.6492 0.5852 0.081 Uiso 1 1 calc R U . . . C15 C 0.1334(3) 0.7167(2) 1.23783(16) 0.0663(5) Uani 1 1 d . . . . . H15A H 0.0573 0.8344 1.2587 0.080 Uiso 1 1 calc R U . . . H15B H 0.2391 0.6762 1.2821 0.080 Uiso 1 1 calc R U . . . C13 C -0.2066(3) 0.6952(2) 1.26359(16) 0.0686(5) Uani 1 1 d . . . . . H13A H -0.2709 0.8095 1.2949 0.082 Uiso 1 1 calc R U . . . H13B H -0.2893 0.6323 1.3143 0.082 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0539(10) 0.0366(7) 0.0379(9) 0.0021(6) -0.0103(7) -0.0221(7) C2 0.0558(10) 0.0434(8) 0.0412(9) 0.0034(6) -0.0117(8) -0.0269(7) C6 0.0658(11) 0.0441(8) 0.0390(9) 0.0033(7) -0.0136(8) -0.0271(8) C10 0.0547(10) 0.0362(7) 0.0415(9) 0.0000(6) -0.0130(8) -0.0171(7) C9 0.0551(11) 0.0537(9) 0.0547(11) -0.0044(8) -0.0128(9) -0.0140(8) C17 0.0611(11) 0.0411(8) 0.0393(9) 0.0029(6) -0.0140(8) -0.0268(7) C11 0.0604(11) 0.0377(8) 0.0385(9) -0.0028(6) -0.0092(7) -0.0174(7) C7 0.0810(13) 0.0531(9) 0.0411(10) 0.0041(7) -0.0221(9) -0.0296(9) C8 0.0685(13) 0.0552(10) 0.0587(12) 0.0040(8) -0.0294(10) -0.0193(9) C3 0.0552(11) 0.0732(11) 0.0522(11) 0.0067(9) -0.0122(9) -0.0319(9) C12 0.0588(11) 0.0541(9) 0.0470(10) 0.0014(7) -0.0050(8) -0.0222(8) C16 0.0737(12) 0.0607(10) 0.0465(10) 0.0043(8) -0.0210(9) -0.0349(9) C5 0.0748(13) 0.0716(11) 0.0365(9) 0.0025(8) -0.0056(9) -0.0348(10) C14 0.0939(15) 0.0555(10) 0.0405(10) 0.0051(8) -0.0153(9) -0.0263(10) C4 0.0593(12) 0.0870(13) 0.0493(12) 0.0017(9) 0.0000(9) -0.0328(10) C15 0.1000(15) 0.0641(10) 0.0449(10) 0.0024(8) -0.0279(10) -0.0359(10) C13 0.0769(13) 0.0662(11) 0.0441(10) 0.0048(8) 0.0009(9) -0.0223(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' 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 C6 C1 C2 123.97(14) . . ? C6 C1 C10 124.01(14) . . ? C2 C1 C10 112.02(13) . . ? C3 C2 C1 118.31(14) . . ? C3 C2 C17 133.80(15) . . ? C1 C2 C17 107.89(14) . . ? C1 C6 C5 115.86(15) . . ? C1 C6 C7 116.07(15) . . ? C5 C6 C7 128.07(15) . . ? C9 C10 C1 117.96(14) . . ? C9 C10 C11 133.06(15) . . ? C1 C10 C11 108.97(13) . . ? C10 C9 C8 119.19(16) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C16 C17 C2 126.26(16) . . ? C16 C17 C11 125.82(15) . . ? C2 C17 C11 107.90(12) . . ? C10 C11 C12 113.87(12) . . ? C10 C11 C17 103.21(12) . . ? C12 C11 C17 115.05(12) . . ? C10 C11 H11 108.1 . . ? C12 C11 H11 108.1 . . ? C17 C11 H11 108.1 . . ? C8 C7 C6 120.07(15) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C7 C8 C9 122.68(16) . . ? C7 C8 H8 118.7 . . ? C9 C8 H8 118.7 . . ? C2 C3 C4 118.63(16) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C13 C12 C11 115.71(14) . . ? C13 C12 H12A 108.4 . . ? C11 C12 H12A 108.4 . . ? C13 C12 H12B 108.4 . . ? C11 C12 H12B 108.4 . . ? H12A C12 H12B 107.4 . . ? C17 C16 C15 125.51(17) . . ? C17 C16 H16 117.2 . . ? C15 C16 H16 117.2 . . ? C4 C5 C6 120.30(16) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C13 C14 C15 115.11(14) . . ? C13 C14 H14A 108.5 . . ? C15 C14 H14A 108.5 . . ? C13 C14 H14B 108.5 . . ? C15 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? C5 C4 C3 122.93(17) . . ? C5 C4 H4 118.5 . . ? C3 C4 H4 118.5 . . ? C16 C15 C14 114.78(14) . . ? C16 C15 H15A 108.6 . . ? C14 C15 H15A 108.6 . . ? C16 C15 H15B 108.6 . . ? C14 C15 H15B 108.6 . . ? H15A C15 H15B 107.5 . . ? C14 C13 C12 116.49(14) . . ? C14 C13 H13A 108.2 . . ? C12 C13 H13A 108.2 . . ? C14 C13 H13B 108.2 . . ? C12 C13 H13B 108.2 . . ? H13A C13 H13B 107.3 . . ? 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 C6 1.404(2) . ? C1 C2 1.406(2) . ? C1 C10 1.407(2) . ? C2 C3 1.371(2) . ? C2 C17 1.475(2) . ? C6 C5 1.411(2) . ? C6 C7 1.415(2) . ? C10 C9 1.367(2) . ? C10 C11 1.517(2) . ? C9 C8 1.411(2) . ? C9 H9 0.9300 . ? C17 C16 1.329(2) . ? C17 C11 1.532(2) . ? C11 C12 1.528(2) . ? C11 H11 0.9800 . ? C7 C8 1.363(2) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C3 C4 1.407(2) . ? C3 H3 0.9300 . ? C12 C13 1.522(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C16 C15 1.495(2) . ? C16 H16 0.9300 . ? C5 C4 1.364(2) . ? C5 H5 0.9300 . ? C14 C13 1.517(3) . ? C14 C15 1.525(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C4 H4 0.9300 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? 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 C6 C1 C2 C3 -0.5(2) . . . . ? C10 C1 C2 C3 179.04(13) . . . . ? C6 C1 C2 C17 179.77(12) . . . . ? C10 C1 C2 C17 -0.64(16) . . . . ? C2 C1 C6 C5 0.2(2) . . . . ? C10 C1 C6 C5 -179.33(13) . . . . ? C2 C1 C6 C7 -179.66(12) . . . . ? C10 C1 C6 C7 0.8(2) . . . . ? C6 C1 C10 C9 0.5(2) . . . . ? C2 C1 C10 C9 -179.04(12) . . . . ? C6 C1 C10 C11 -179.62(12) . . . . ? C2 C1 C10 C11 0.79(15) . . . . ? C1 C10 C9 C8 -1.7(2) . . . . ? C11 C10 C9 C8 178.56(13) . . . . ? C3 C2 C17 C16 1.8(3) . . . . ? C1 C2 C17 C16 -178.58(13) . . . . ? C3 C2 C17 C11 -179.38(16) . . . . ? C1 C2 C17 C11 0.23(14) . . . . ? C9 C10 C11 C12 53.8(2) . . . . ? C1 C10 C11 C12 -126.01(13) . . . . ? C9 C10 C11 C17 179.20(15) . . . . ? C1 C10 C11 C17 -0.59(14) . . . . ? C16 C17 C11 C10 179.03(13) . . . . ? C2 C17 C11 C10 0.21(13) . . . . ? C16 C17 C11 C12 -56.31(19) . . . . ? C2 C17 C11 C12 124.87(13) . . . . ? C1 C6 C7 C8 -1.0(2) . . . . ? C5 C6 C7 C8 179.13(15) . . . . ? C6 C7 C8 C9 -0.1(2) . . . . ? C10 C9 C8 C7 1.5(2) . . . . ? C1 C2 C3 C4 0.5(2) . . . . ? C17 C2 C3 C4 -179.96(15) . . . . ? C10 C11 C12 C13 -171.40(12) . . . . ? C17 C11 C12 C13 69.74(17) . . . . ? C2 C17 C16 C15 -179.41(13) . . . . ? C11 C17 C16 C15 2.0(2) . . . . ? C1 C6 C5 C4 0.2(2) . . . . ? C7 C6 C5 C4 -179.95(15) . . . . ? C6 C5 C4 C3 -0.3(3) . . . . ? C2 C3 C4 C5 -0.1(3) . . . . ? C17 C16 C15 C14 55.4(2) . . . . ? C13 C14 C15 C16 -74.4(2) . . . . ? C15 C14 C13 C12 66.7(2) . . . . ? C11 C12 C13 C14 -64.14(19) . . . . ?