#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:48:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/13/2011317.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2011317 loop_ _publ_author_name 'Ramos Silva, M.' 'Matos Beja, A.' 'Paixao, J. A.' 'Alte da Veiga, L.' 'Sobral, A. J. F. N. ' 'Rebanda, N. G. C. L. ' 'Rocha Gonsalves, A. M. dA.' _publ_section_title ; C---H···\p interactions in 9-(n-dodecylaminomethyl)anthracene ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1136 _journal_page_last 1138 _journal_paper_doi 10.1107/S0108270100008441 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C27 H37 N' _chemical_formula_sum 'C27 H37 N' _chemical_formula_weight 375.58 _chemical_name_systematic ; 9-(n-dodecylaminomethyl)anthracene ; _space_group_IT_number 56 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ab 2ac' _symmetry_space_group_name_H-M 'P c c n' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 17.760(9) _cell_length_b 32.336(11) _cell_length_c 7.9664(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 21.87 _cell_measurement_theta_min 11.52 _cell_volume 4575(3) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'HELENA (Spek, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .998 _diffrn_measured_fraction_theta_max .998 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4 diffractometer' _diffrn_measurement_method 'profile data from \w-\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'rotating anode generator' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54056 _diffrn_reflns_av_R_equivalents .0494 _diffrn_reflns_av_sigmaI/netI .0152 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -2 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4111 _diffrn_reflns_theta_full 67.26 _diffrn_reflns_theta_max 67.26 _diffrn_reflns_theta_min 4.80 _diffrn_standards_decay_% 2 _diffrn_standards_interval_time 180 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .459 _exptl_absorpt_correction_type none _exptl_crystal_colour 'translucent pale yellow' _exptl_crystal_density_diffrn 1.091 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1648 _exptl_crystal_size_max .51 _exptl_crystal_size_mid .34 _exptl_crystal_size_min .25 _refine_diff_density_max .324 _refine_diff_density_min -.187 _refine_ls_extinction_coef .00053(14) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 258 _refine_ls_number_reflns 4108 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.087 _refine_ls_R_factor_all .0792 _refine_ls_R_factor_gt .0556 _refine_ls_shift/su_max .000 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1039P)^2^+1.0675P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1872 _reflns_number_gt 3069 _reflns_number_total 4103 _reflns_threshold_expression I>2\s(I) _cod_data_source_file gd1095.cif _cod_data_source_block I _cod_original_sg_symbol_H-M Pccn _cod_database_code 2011317 _cod_database_fobs_code 2011317 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x-1/2, y, z-1/2' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N12 .11720(10) .15238(5) .4914(2) .0564(4) Uani d . 1 . . N H12 .0818(14) .1707(8) .442(3) .085 Uiso d . 1 . . H C1 .14969(11) .17500(6) .8852(2) .0548(5) Uani d . 1 . . C H1 .1754 .1578 .8113 .066 Uiso calc R 1 . . H C2 .18779(12) .19274(7) 1.0136(3) .0646(6) Uani d . 1 . . C H2 .2391 .1879 1.0258 .077 Uiso calc R 1 . . H C3 .14993(13) .21852(7) 1.1292(3) .0672(6) Uani d . 1 . . C H3 .1763 .2305 1.2176 .081 Uiso calc R 1 . . H C4 .07576(13) .22587(6) 1.1118(2) .0598(5) Uani d . 1 . . C H4 .0514 .2425 1.1901 .072 Uiso calc R 1 . . H C4A .03378(11) .20879(5) .9763(2) .0457(4) Uani d . 1 . . C C5 -.15867(11) .21353(6) .7887(3) .0588(5) Uani d . 1 . . C H5 -.1827 .2309 .8645 .071 Uiso calc R 1 . . H C6 -.19728(12) .19881(7) .6556(3) .0677(6) Uani d . 1 . . C H6 -.2477 .2057 .6414 .081 Uiso calc R 1 . . H C7 -.16124(13) .17312(7) .5387(3) .0678(6) Uani d . 1 . . C H7 -.1879 .1635 .4461 .081 Uiso calc R 1 . . H C8 -.08833(12) .16207(6) .5582(3) .0585(5) Uani d . 1 . . C H8 -.0659 .1450 .4785 .070 Uiso calc R 1 . . H C8A -.04489(10) .17590(5) .6984(2) .0453(4) Uani d . 1 . . C C9 .03062(10) .16442(5) .7260(2) .0460(4) Uani d . 1 . . C C9A .07136(10) .18191(5) .8600(2) .0442(4) Uani d . 1 . . C C10 -.04173(11) .21816(5) .9515(2) .0504(5) Uani d . 1 . . C H10 -.0662 .2351 1.0284 .060 Uiso calc R 1 . . H C10A -.08156(10) .20290(5) .8152(2) .0462(4) Uani d . 1 . . C C11 .06876(11) .13273(5) .6135(2) .0518(5) Uani d . 1 . . C H11A .0983 .1140 .6819 .062 Uiso calc R 1 . . H H11B .0307 .1166 .5556 .062 Uiso calc R 1 . . H C13 .15351(11) .12255(7) .3788(3) .0596(5) Uani d . 1 . . C H13A .1791 .1021 .4472 .072 Uiso calc R 1 . . H H13B .1917 .1371 .3148 .072 Uiso calc R 1 . . H C14 .10276(10) .09979(6) .2557(2) .0539(5) Uani d . 1 . . C H14A .0680 .0824 .3177 .065 Uiso calc R 1 . . H H14B .0734 .1198 .1928 .065 Uiso calc R 1 . . H C15 .14756(11) .07328(6) .1345(2) .0531(5) Uani d . 1 . . C H15A .1860 .0903 .0825 .064 Uiso calc R 1 . . H H15B .1728 .0517 .1974 .064 Uiso calc R 1 . . H C16 .10052(10) .05344(6) -.0022(2) .0504(4) Uani d . 1 . . C H16A .0712 .0747 -.0577 .061 Uiso calc R 1 . . H H16B .0656 .0341 .0490 .061 Uiso calc R 1 . . H C17 .14694(10) .03063(6) -.1329(2) .0539(5) Uani d . 1 . . C H17A .1832 .0497 -.1809 .065 Uiso calc R 1 . . H H17B .1749 .0088 -.0777 .065 Uiso calc R 1 . . H C18 .10071(10) .01187(6) -.2738(2) .0520(5) Uani d . 1 . . C H18A .0652 -.0077 -.2262 .062 Uiso calc R 1 . . H H18B .0720 .0336 -.3279 .062 Uiso calc R 1 . . H C19 .14785(11) -.01014(7) -.4051(3) .0577(5) Uani d . 1 . . C H19A .1845 .0092 -.4496 .069 Uiso calc R 1 . . H H19B .1754 -.0324 -.3511 .069 Uiso calc R 1 . . H C20 .10311(10) -.02803(6) -.5500(2) .0534(5) Uani d . 1 . . C H20A .0657 -.0469 -.5057 .064 Uiso calc R 1 . . H H20B .0766 -.0058 -.6063 .064 Uiso calc R 1 . . H C21 .15080(10) -.05078(6) -.6776(3) .0565(5) Uani d . 1 . . C H21A .1760 -.0736 -.6215 .068 Uiso calc R 1 . . H H21B .1894 -.0321 -.7183 .068 Uiso calc R 1 . . H C22 .10797(10) -.06775(6) -.8270(2) .0513(5) Uani d . 1 . . C H22A .0672 -.0851 -.7866 .062 Uiso calc R 1 . . H H22B .0858 -.0449 -.8883 .062 Uiso calc R 1 . . H C23 .15623(13) -.09268(7) -.9454(3) .0687(6) Uani d . 1 . . C H23A .1783 -.1156 -.8839 .082 Uiso calc R 1 . . H H23B .1971 -.0754 -.9851 .082 Uiso calc R 1 . . H C24 .11417(17) -.10973(8) -1.0959(3) .0855(8) Uani d . 1 . . C H24A .0743 -.1275 -1.0581 .128 Uiso calc R 1 . . H H24B .1482 -.1252 -1.1651 .128 Uiso calc R 1 . . H H24C .0934 -.0873 -1.1597 .128 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N12 .0650(10) .0538(9) .0503(9) -.0041(8) .0100(8) -.0081(7) C1 .0561(11) .0589(11) .0493(11) .0090(9) .0012(9) -.0036(9) C2 .0600(12) .0734(13) .0603(12) .0033(10) -.0065(10) -.0007(11) C3 .0758(15) .0699(13) .0558(12) -.0027(11) -.0132(11) -.0100(11) C4 .0779(14) .0539(11) .0477(11) .0044(9) -.0034(10) -.0118(8) C4A .0606(10) .0369(8) .0395(9) .0024(7) .0034(8) -.0019(7) C5 .0575(11) .0582(11) .0607(12) .0106(9) .0069(10) .0051(10) C6 .0567(12) .0713(13) .0751(15) .0055(10) -.0048(11) .0101(12) C7 .0691(13) .0698(13) .0646(13) -.0034(11) -.0149(11) -.0016(11) C8 .0680(12) .0558(11) .0517(11) -.0003(9) -.0035(10) -.0073(9) C8A .0557(10) .0390(8) .0413(9) -.0002(7) .0031(8) .0000(7) C9 .0557(10) .0402(8) .0422(9) .0024(7) .0053(8) -.0035(7) C9A .0541(10) .0387(8) .0397(9) .0038(7) .0033(7) -.0003(7) C10 .0637(11) .0438(9) .0437(10) .0092(8) .0089(8) -.0055(8) C10A .0529(10) .0405(9) .0451(10) .0032(7) .0073(8) .0032(7) C11 .0633(11) .0452(9) .0469(10) -.0003(8) .0072(8) -.0029(8) C13 .0521(11) .0736(13) .0530(11) -.0006(9) .0048(9) -.0204(10) C14 .0485(9) .0645(12) .0487(10) .0018(8) .0035(8) -.0138(9) C15 .0519(10) .0603(11) .0472(10) .0047(8) .0018(8) -.0119(8) C16 .0523(10) .0536(10) .0454(10) .0026(8) .0018(8) -.0086(8) C17 .0518(10) .0612(11) .0488(11) .0035(9) .0019(8) -.0139(9) C18 .0504(10) .0549(10) .0507(10) .0027(8) .0005(8) -.0111(9) C19 .0506(10) .0683(12) .0541(11) .0004(9) -.0003(9) -.0178(10) C20 .0513(10) .0573(10) .0517(11) .0001(8) -.0011(8) -.0127(9) C21 .0504(10) .0628(11) .0564(12) -.0007(9) .0010(9) -.0166(10) C22 .0558(10) .0494(10) .0487(10) -.0029(8) .0007(8) -.0061(8) C23 .0711(14) .0751(14) .0598(13) .0001(11) .0066(10) -.0204(11) C24 .124(2) .0765(15) .0564(13) -.0018(14) .0002(14) -.0207(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0311 .0180 '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_publ_flag C11 N12 C13 112.59(16) yes C11 N12 H12 99.2(15) ? C13 N12 H12 116.4(16) ? C2 C1 C9A 121.89(18) ? C2 C1 H1 119.1 ? C9A C1 H1 119.1 ? C1 C2 C3 120.30(19) ? C1 C2 H2 119.8 ? C3 C2 H2 119.8 ? C4 C3 C2 120.23(19) ? C4 C3 H3 119.9 ? C2 C3 H3 119.9 ? C3 C4 C4A 121.47(19) ? C3 C4 H4 119.3 ? C4A C4 H4 119.3 ? C10 C4A C4 121.90(17) ? C10 C4A C9A 119.33(16) ? C4 C4A C9A 118.75(17) ? C6 C5 C10A 121.3(2) ? C6 C5 H5 119.4 ? C10A C5 H5 119.4 ? C5 C6 C7 119.9(2) ? C5 C6 H6 120.0 ? C7 C6 H6 120.0 ? C8 C7 C6 121.1(2) ? C8 C7 H7 119.4 ? C6 C7 H7 119.4 ? C7 C8 C8A 121.6(2) ? C7 C8 H8 119.2 ? C8A C8 H8 119.2 ? C9 C8A C8 123.59(17) ? C9 C8A C10A 119.48(16) ? C8 C8A C10A 116.93(17) ? C9A C9 C8A 120.10(15) yes C9A C9 C11 119.25(16) yes C8A C9 C11 120.64(16) ? C9 C9A C1 123.09(16) ? C9 C9A C4A 119.58(16) ? C1 C9A C4A 117.32(16) ? C10A C10 C4A 121.73(16) ? C10A C10 H10 119.1 ? C4A C10 H10 119.1 ? C10 C10A C5 121.31(17) ? C10 C10A C8A 119.57(17) ? C5 C10A C8A 119.12(18) ? N12 C11 C9 111.44(14) ? N12 C11 H11A 109.3 ? C9 C11 H11A 109.3 ? N12 C11 H11B 109.3 ? C9 C11 H11B 109.3 ? H11A C11 H11B 108.0 ? N12 C13 C14 116.86(16) ? N12 C13 H13A 108.1 ? C14 C13 H13A 108.1 ? N12 C13 H13B 108.1 ? C14 C13 H13B 108.1 ? H13A C13 H13B 107.3 ? C15 C14 C13 111.89(15) ? C15 C14 H14A 109.2 ? C13 C14 H14A 109.2 ? C15 C14 H14B 109.2 ? C13 C14 H14B 109.2 ? H14A C14 H14B 107.9 ? C16 C15 C14 114.07(16) ? C16 C15 H15A 108.7 ? C14 C15 H15A 108.7 ? C16 C15 H15B 108.7 ? C14 C15 H15B 108.7 ? H15A C15 H15B 107.6 ? C15 C16 C17 113.52(15) ? C15 C16 H16A 108.9 ? C17 C16 H16A 108.9 ? C15 C16 H16B 108.9 ? C17 C16 H16B 108.9 ? H16A C16 H16B 107.7 ? C18 C17 C16 114.04(15) ? C18 C17 H17A 108.7 ? C16 C17 H17A 108.7 ? C18 C17 H17B 108.7 ? C16 C17 H17B 108.7 ? H17A C17 H17B 107.6 ? C19 C18 C17 113.52(16) ? C19 C18 H18A 108.9 ? C17 C18 H18A 108.9 ? C19 C18 H18B 108.9 ? C17 C18 H18B 108.9 ? H18A C18 H18B 107.7 ? C20 C19 C18 114.51(16) ? C20 C19 H19A 108.6 ? C18 C19 H19A 108.6 ? C20 C19 H19B 108.6 ? C18 C19 H19B 108.6 ? H19A C19 H19B 107.6 ? C21 C20 C19 113.79(16) ? C21 C20 H20A 108.8 ? C19 C20 H20A 108.8 ? C21 C20 H20B 108.8 ? C19 C20 H20B 108.8 ? H20A C20 H20B 107.7 ? C20 C21 C22 114.98(16) ? C20 C21 H21A 108.5 ? C22 C21 H21A 108.5 ? C20 C21 H21B 108.5 ? C22 C21 H21B 108.5 ? H21A C21 H21B 107.5 ? C23 C22 C21 113.55(17) ? C23 C22 H22A 108.9 ? C21 C22 H22A 108.9 ? C23 C22 H22B 108.9 ? C21 C22 H22B 108.9 ? H22A C22 H22B 107.7 ? C22 C23 C24 114.1(2) ? C22 C23 H23A 108.7 ? C24 C23 H23A 108.7 ? C22 C23 H23B 108.7 ? C24 C23 H23B 108.7 ? H23A C23 H23B 107.6 ? C23 C24 H24A 109.5 ? C23 C24 H24B 109.5 ? H24A C24 H24B 109.5 ? C23 C24 H24C 109.5 ? H24A C24 H24C 109.5 ? H24B C24 H24C 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N12 C11 . 1.446(2) ? N12 C13 . 1.467(2) ? N12 H12 . .95(3) ? C1 C2 . 1.354(3) ? C1 C9A . 1.423(3) ? C1 H1 . .9300 ? C2 C3 . 1.412(3) ? C2 H2 . .9300 ? C3 C4 . 1.346(3) ? C3 H3 . .9300 ? C4 C4A . 1.424(3) ? C4 H4 . .9300 ? C4A C10 . 1.389(3) ? C4A C9A . 1.435(2) ? C5 C6 . 1.349(3) ? C5 C10A . 1.428(3) ? C5 H5 . .9300 ? C6 C7 . 1.403(3) ? C6 H6 . .9300 ? C7 C8 . 1.352(3) ? C7 H7 . .9300 ? C8 C8A . 1.429(3) ? C8 H8 . .9300 ? C8A C9 . 1.409(3) yes C8A C10A . 1.432(2) ? C9 C9A . 1.408(2) yes C9 C11 . 1.521(2) yes C10 C10A . 1.387(3) ? C10 H10 . .9300 ? C11 H11A . .9700 ? C11 H11B . .9700 ? C13 C14 . 1.521(3) ? C13 H13A . .9700 ? C13 H13B . .9700 ? C14 C15 . 1.517(2) ? C14 H14A . .9700 ? C14 H14B . .9700 ? C15 C16 . 1.515(2) ? C15 H15A . .9700 ? C15 H15B . .9700 ? C16 C17 . 1.519(2) ? C16 H16A . .9700 ? C16 H16B . .9700 ? C17 C18 . 1.517(3) ? C17 H17A . .9700 ? C17 H17B . .9700 ? C18 C19 . 1.517(3) ? C18 H18A . .9700 ? C18 H18B . .9700 ? C19 C20 . 1.516(3) ? C19 H19A . .9700 ? C19 H19B . .9700 ? C20 C21 . 1.514(2) ? C20 H20A . .9700 ? C20 H20B . .9700 ? C21 C22 . 1.515(3) ? C21 H21A . .9700 ? C21 H21B . .9700 ? C22 C23 . 1.508(3) ? C22 H22A . .9700 ? C22 H22B . .9700 ? C23 C24 . 1.516(3) ? C23 H23A . .9700 ? C23 H23B . .9700 ? C24 H24A . .9600 ? C24 H24B . .9600 ? C24 H24C . .9600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C3 H3 Cg(1) 8_566 .93 3.351 3.984(3) 127.2 C4 H4 Cg(2) 8_566 .93 2.625 3.518(3) 161.1 C10 H10 Cg(3) 8_566 .93 2.931 3.806(2) 157.5 C14 H14B Cg(1) 1_554 .97 3.117 3.860(2) 134.5 C23 H23A Cg(3) 5_555 .97 3.031 3.798(3) 136.9 C24 H24A Cg(2) 5_555 .96 2.988 3.877(3) 154.7 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_publ_flag C9A C1 C2 C3 .9(3) ? C1 C2 C3 C4 -.4(3) ? C2 C3 C4 C4A -1.2(3) ? C3 C4 C4A C10 -176.1(2) ? C3 C4 C4A C9A 2.4(3) ? C10A C5 C6 C7 -1.1(3) ? C5 C6 C7 C8 1.2(3) ? C6 C7 C8 C8A .1(3) ? C7 C8 C8A C9 178.48(19) ? C7 C8 C8A C10A -1.5(3) ? C8 C8A C9 C9A 175.05(16) ? C10A C8A C9 C9A -4.9(3) ? C8 C8A C9 C11 -5.7(3) yes C10A C8A C9 C11 174.30(15) ? C8A C9 C9A C1 -173.44(17) ? C11 C9 C9A C1 7.3(3) yes C8A C9 C9A C4A 5.2(3) ? C11 C9 C9A C4A -174.08(15) ? C2 C1 C9A C9 178.93(18) ? C2 C1 C9A C4A .3(3) ? C10 C4A C9A C9 -2.0(2) ? C4 C4A C9A C9 179.42(16) ? C10 C4A C9A C1 176.65(17) ? C4 C4A C9A C1 -1.9(2) ? C4 C4A C10 C10A 177.14(17) ? C9A C4A C10 C10A -1.4(3) ? C4A C10 C10A C5 -178.43(17) ? C4A C10 C10A C8A 1.6(3) ? C6 C5 C10A C10 179.71(18) ? C6 C5 C10A C8A -.3(3) ? C9 C8A C10A C10 1.6(3) ? C8 C8A C10A C10 -178.41(16) ? C9 C8A C10A C5 -178.41(16) ? C8 C8A C10A C5 1.6(2) ? C13 N12 C11 C9 -178.79(16) yes C9A C9 C11 N12 -79.3(2) yes C8A C9 C11 N12 101.5(2) yes C11 N12 C13 C14 68.2(2) ? N12 C13 C14 C15 174.07(17) ? C13 C14 C15 C16 -173.95(17) ? C14 C15 C16 C17 174.07(17) ? C15 C16 C17 C18 -178.00(16) ? C16 C17 C18 C19 178.94(17) ? C17 C18 C19 C20 -178.23(17) ? C18 C19 C20 C21 -178.56(17) ? C19 C20 C21 C22 -178.01(17) ? C20 C21 C22 C23 -176.08(18) ? C21 C22 C23 C24 -179.79(19) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21107276