#------------------------------------------------------------------------------ #$Date: 2011-11-01 19:48:06 +0000 (Tue, 01 Nov 2011) $ #$Revision: 28753 $ #$URL: svn://www.crystallography.net/cod/cif/1/1501638.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_1501638 loop_ _publ_author_name 'Ulrich Darbost' 'Janie Cabana' 'Eric Demers' 'Thierry Maris' 'James D. Wuest' _publ_section_title ; Molecular Tectonics. Use of Br...aryl Supramolecular Interactions for the construction of Organized Networks from 9,9'-spirobifluorene in the Crystalline State. ; _journal_name_full CheM _journal_page_first 52 _journal_page_last 12369 _journal_volume 1 _journal_year 2011 _chemical_compound_source 'Synthesized by the authors. See text' _chemical_formula_moiety 'C25 H16, C H2 Br2 ' _chemical_formula_sum 'C26 H18 Br2' _chemical_formula_weight 490.22 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.380(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.3840(4) _cell_length_b 17.9690(7) _cell_length_c 11.1880(3) _cell_measurement_reflns_used 16744 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.55 _cell_volume 2087.52(13) _computing_cell_refinement 'CAD4 Program (Nonius 1989)' _computing_data_collection 'CAD4 Program (Nonius 1989)' _computing_data_reduction 'Local Program' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'UdMX (local program)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 13403 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 2.67 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_time 60 _diffrn_standards_number 13403 _exptl_absorpt_coefficient_mu 3.892 _exptl_absorpt_correction_T_max 0.378 _exptl_absorpt_correction_T_min 0.208 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details Sortav _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 976 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.25 _refine_diff_density_max 0.383 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.076 _refine_ls_extinction_coef 0.0025(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 282 _refine_ls_number_reflns 4785 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0432 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+1.2348P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0942 _refine_ls_wR_factor_ref 0.1138 _reflns_number_gt 3190 _reflns_number_total 4785 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file deposit.cif _[local]_cod_data_source_block jw1074 _[local]_cod_cif_authors_sg_H-M P21/n _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to the built-in table from CIF Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_bond_publ_flag' value 'Y' changed to 'y' according to the built-in table from CIF Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (34 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to the built-in table from CIF Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (48 times). '_geom_torsion_publ_flag' value 'Y' changed to 'y' according to the built-in table from CIF Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (76 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 1501638 loop_ _symmetry_equiv_pos_as_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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1168(2) 0.23910(15) 0.5221(2) 0.0238(6) Uani 1 1 d . . . C2 C 0.1718(3) 0.18020(16) 0.6072(2) 0.0269(6) Uani 1 1 d . . . C3 C 0.2249(3) 0.18926(18) 0.7200(3) 0.0321(7) Uani 1 1 d . . . H3 H 0.2289 0.2360 0.7555 0.039 Uiso 1 1 calc R . . C4 C 0.2725(3) 0.1266(2) 0.7793(3) 0.0393(8) Uani 1 1 d . . . H4 H 0.3082 0.1317 0.8553 0.047 Uiso 1 1 calc R . . C5 C 0.2672(3) 0.0570(2) 0.7266(3) 0.0434(8) Uani 1 1 d . . . H5 H 0.3003 0.0160 0.7672 0.052 Uiso 1 1 calc R . . C6 C 0.2135(3) 0.04756(18) 0.6147(3) 0.0391(8) Uani 1 1 d . . . H6 H 0.2099 0.0006 0.5798 0.047 Uiso 1 1 calc R . . C7 C 0.1646(3) 0.10943(16) 0.5546(3) 0.0294(6) Uani 1 1 d . . . C8 C 0.0982(3) 0.11625(16) 0.4390(3) 0.0283(6) Uani 1 1 d . . . C9 C 0.0607(3) 0.06218(18) 0.3560(3) 0.0352(7) Uani 1 1 d . . . H9 H 0.0808 0.0123 0.3679 0.042 Uiso 1 1 calc R . . C10 C -0.0075(3) 0.08505(18) 0.2553(3) 0.0366(7) Uani 1 1 d . . . H10 H -0.0342 0.0497 0.1997 0.044 Uiso 1 1 calc R . . C11 C -0.0367(3) 0.15913(18) 0.2359(3) 0.0328(7) Uani 1 1 d . . . H11 H -0.0822 0.1731 0.1676 0.039 Uiso 1 1 calc R . . C12 C 0.0016(3) 0.21282(17) 0.3181(2) 0.0290(6) Uani 1 1 d . . . H12 H -0.0177 0.2627 0.3053 0.035 Uiso 1 1 calc R . . C13 C 0.0688(3) 0.19086(15) 0.4192(2) 0.0243(6) Uani 1 1 d . . . C14 C 0.2183(3) 0.29627(16) 0.4845(2) 0.0252(6) Uani 1 1 d . . . C15 C 0.3337(3) 0.28370(18) 0.4272(2) 0.0307(7) Uani 1 1 d . . . H15 H 0.3583 0.2357 0.4059 0.037 Uiso 1 1 calc R . . C16 C 0.4122(3) 0.34403(19) 0.4019(3) 0.0366(7) Uani 1 1 d . . . H16 H 0.4903 0.3365 0.3636 0.044 Uiso 1 1 calc R . . C17 C 0.3754(3) 0.41544(18) 0.4332(3) 0.0367(7) Uani 1 1 d . . . H17 H 0.4294 0.4553 0.4160 0.044 Uiso 1 1 calc R . . C18 C 0.2592(3) 0.42844(17) 0.4898(3) 0.0317(7) Uani 1 1 d . . . H18 H 0.2348 0.4765 0.5106 0.038 Uiso 1 1 calc R . . C19 C 0.1798(3) 0.36806(16) 0.5150(2) 0.0265(6) Uani 1 1 d . . . C20 C 0.0514(3) 0.36415(16) 0.5706(2) 0.0260(6) Uani 1 1 d . . . C21 C -0.0301(3) 0.41991(17) 0.6119(3) 0.0329(7) Uani 1 1 d . . . H21 H -0.0053 0.4696 0.6097 0.039 Uiso 1 1 calc R . . C22 C -0.1492(3) 0.39939(19) 0.6564(3) 0.0387(8) Uani 1 1 d . . . H22 H -0.2049 0.4358 0.6847 0.046 Uiso 1 1 calc R . . C23 C -0.1864(3) 0.3254(2) 0.6594(3) 0.0390(8) Uani 1 1 d . . . H23 H -0.2673 0.3129 0.6885 0.047 Uiso 1 1 calc R . . C24 C -0.1051(3) 0.26962(18) 0.6195(3) 0.0327(7) Uani 1 1 d . . . H24 H -0.1301 0.2200 0.6226 0.039 Uiso 1 1 calc R . . C25 C 0.0138(3) 0.28930(16) 0.5751(2) 0.0252(6) Uani 1 1 d . . . C30 C 0.5359(7) 0.1041(8) 0.5499(7) 0.065(3) Uani 0.505(8) 1 d PD A 1 H30A H 0.4658 0.1370 0.5716 0.078 Uiso 0.505(8) 1 calc PR A 1 H30B H 0.4987 0.0567 0.5266 0.078 Uiso 0.505(8) 1 calc PR A 1 Br1 Br 0.6433(6) 0.0896(4) 0.6841(4) 0.0600(14) Uani 0.505(8) 1 d PD A 1 Br2 Br 0.6249(3) 0.14547(14) 0.4165(3) 0.0564(6) Uani 0.505(8) 1 d PD A 1 C31 C 0.5495(8) 0.1519(5) 0.5659(5) 0.056(2) Uani 0.495(8) 1 d PD A 2 H31A H 0.5706 0.2044 0.5704 0.067 Uiso 0.495(8) 1 calc PR A 2 H31B H 0.4597 0.1467 0.5876 0.067 Uiso 0.495(8) 1 calc PR A 2 Br1A Br 0.6496(6) 0.1014(4) 0.6812(3) 0.0443(6) Uani 0.495(8) 1 d PD A 2 Br2A Br 0.5674(6) 0.1208(3) 0.40332(13) 0.0776(14) Uani 0.495(8) 1 d PD A 2 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 0.0222(14) 0.0250(14) 0.0241(13) 0.0010(11) 0.0006(10) -0.0001(11) C2 0.0198(14) 0.0327(16) 0.0281(14) 0.0051(12) -0.0002(11) -0.0006(12) C3 0.0232(15) 0.0430(18) 0.0302(15) 0.0023(13) -0.0008(11) -0.0037(13) C4 0.0285(17) 0.059(2) 0.0299(16) 0.0162(15) -0.0051(12) -0.0042(15) C5 0.0334(18) 0.044(2) 0.052(2) 0.0205(16) -0.0079(15) -0.0015(15) C6 0.0331(18) 0.0325(17) 0.052(2) 0.0099(15) -0.0075(14) 0.0017(14) C7 0.0226(15) 0.0312(16) 0.0344(16) 0.0039(12) 0.0005(12) -0.0005(12) C8 0.0201(15) 0.0308(16) 0.0338(16) -0.0018(12) -0.0003(11) 0.0009(12) C9 0.0300(17) 0.0298(16) 0.0459(19) -0.0042(14) -0.0011(13) 0.0010(13) C10 0.0294(16) 0.0432(19) 0.0373(17) -0.0130(14) -0.0020(13) -0.0025(14) C11 0.0247(16) 0.0444(19) 0.0292(16) -0.0017(13) -0.0033(12) -0.0010(13) C12 0.0225(15) 0.0341(16) 0.0305(15) 0.0010(12) -0.0015(11) 0.0012(12) C13 0.0178(14) 0.0286(15) 0.0264(14) -0.0014(11) 0.0004(10) -0.0014(11) C14 0.0234(14) 0.0330(15) 0.0191(13) 0.0023(11) -0.0037(10) -0.0011(12) C15 0.0239(15) 0.0402(17) 0.0280(15) -0.0022(13) -0.0010(11) 0.0032(13) C16 0.0232(16) 0.054(2) 0.0327(16) 0.0036(15) 0.0019(12) -0.0068(15) C17 0.0351(18) 0.0434(19) 0.0317(16) 0.0089(14) -0.0008(13) -0.0155(15) C18 0.0337(17) 0.0311(16) 0.0303(15) 0.0034(12) -0.0039(12) -0.0062(13) C19 0.0250(15) 0.0317(16) 0.0226(14) 0.0014(11) -0.0042(11) -0.0005(12) C20 0.0260(15) 0.0328(16) 0.0192(13) 0.0007(11) -0.0022(10) 0.0031(12) C21 0.0390(18) 0.0310(16) 0.0286(15) -0.0017(12) 0.0003(12) 0.0031(14) C22 0.0366(18) 0.047(2) 0.0324(17) 0.0004(14) 0.0071(13) 0.0131(15) C23 0.0258(16) 0.053(2) 0.0387(18) 0.0024(15) 0.0073(13) 0.0051(15) C24 0.0267(16) 0.0383(18) 0.0332(16) 0.0055(13) 0.0011(12) -0.0035(13) C25 0.0232(15) 0.0298(15) 0.0225(13) 0.0016(11) -0.0004(10) 0.0008(12) C30 0.052(5) 0.095(8) 0.049(5) 0.016(5) -0.006(4) -0.015(6) Br1 0.0569(15) 0.062(3) 0.0609(15) 0.0224(11) -0.0089(9) 0.0064(14) Br2 0.0688(10) 0.0579(8) 0.0425(8) 0.0152(5) 0.0096(6) 0.0097(8) C31 0.057(5) 0.053(5) 0.058(4) -0.008(3) -0.006(3) 0.015(4) Br1A 0.0512(10) 0.0419(12) 0.0397(11) 0.0046(8) -0.0166(8) -0.0023(7) Br2A 0.119(3) 0.0776(17) 0.0362(5) -0.0124(6) -0.0136(8) 0.0597(18) 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' Br Br -0.2901 2.4595 '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 C13 C1 C25 113.9(2) y C13 C1 C2 101.3(2) y C25 C1 C2 115.3(2) y C13 C1 C14 113.4(2) y C25 C1 C14 101.3(2) y C2 C1 C14 112.3(2) y C3 C2 C7 120.6(3) y C3 C2 C1 129.1(3) y C7 C2 C1 110.3(2) y C2 C3 C4 118.5(3) y C2 C3 H3 120.8 ? C4 C3 H3 120.8 ? C5 C4 C3 120.9(3) y C5 C4 H4 119.5 ? C3 C4 H4 119.5 ? C6 C5 C4 120.9(3) y C6 C5 H5 119.6 ? C4 C5 H5 119.6 ? C5 C6 C7 118.9(3) y C5 C6 H6 120.5 ? C7 C6 H6 120.5 ? C6 C7 C2 120.2(3) y C6 C7 C8 131.3(3) y C2 C7 C8 108.5(2) y C13 C8 C9 120.3(3) y C13 C8 C7 108.8(2) y C9 C8 C7 130.9(3) y C10 C9 C8 118.1(3) y C10 C9 H9 120.9 ? C8 C9 H9 120.9 ? C11 C10 C9 121.5(3) y C11 C10 H10 119.2 ? C9 C10 H10 119.2 ? C10 C11 C12 120.2(3) y C10 C11 H11 119.9 ? C12 C11 H11 119.9 ? C13 C12 C11 118.9(3) y C13 C12 H12 120.5 ? C11 C12 H12 120.5 ? C12 C13 C8 120.9(3) y C12 C13 C1 128.1(3) y C8 C13 C1 111.0(2) y C15 C14 C19 121.1(3) y C15 C14 C1 128.2(3) y C19 C14 C1 110.7(2) y C14 C15 C16 118.7(3) y C14 C15 H15 120.7 ? C16 C15 H15 120.7 ? C17 C16 C15 120.6(3) y C17 C16 H16 119.7 ? C15 C16 H16 119.7 ? C16 C17 C18 120.9(3) y C16 C17 H17 119.5 ? C18 C17 H17 119.5 ? C17 C18 C19 118.6(3) y C17 C18 H18 120.7 ? C19 C18 H18 120.7 ? C18 C19 C14 120.0(3) y C18 C19 C20 131.3(3) y C14 C19 C20 108.7(2) y C21 C20 C25 120.6(3) y C21 C20 C19 131.2(3) y C25 C20 C19 108.3(2) y C22 C21 C20 118.3(3) y C22 C21 H21 120.9 ? C20 C21 H21 120.9 ? C23 C22 C21 120.9(3) y C23 C22 H22 119.6 ? C21 C22 H22 119.6 ? C22 C23 C24 121.0(3) y C22 C23 H23 119.5 ? C24 C23 H23 119.5 ? C25 C24 C23 118.6(3) y C25 C24 H24 120.7 ? C23 C24 H24 120.7 ? C24 C25 C20 120.6(3) y C24 C25 C1 128.4(3) y C20 C25 C1 111.0(2) y BR1 C30 BR2 112.9(4) y BR1 C30 H30A 109 ? BR2 C30 H30A 109 ? BR1 C30 H30B 109 ? BR2 C30 H30B 109 ? H30A C30 H30B 107.8 ? BR1A C31 BR2A 117.0(3) y BR1A C31 H31A 108 ? BR2A C31 H31A 108 ? BR1A C31 H31B 108 ? BR2A C31 H31B 108 ? H31A C31 H31B 107.3 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C13 1.522(4) y C1 C25 1.522(4) y C1 C2 1.532(4) y C1 C14 1.533(4) y C2 C3 1.384(4) y C2 C7 1.403(4) y C3 C4 1.395(4) y C3 H3 0.93 ? C4 C5 1.384(5) y C4 H4 0.93 ? C5 C6 1.378(5) y C5 H5 0.93 ? C6 C7 1.393(4) y C6 H6 0.93 ? C7 C8 1.467(4) y C8 C13 1.392(4) y C8 C9 1.398(4) y C9 C10 1.389(5) y C9 H9 0.93 ? C10 C11 1.382(4) y C10 H10 0.93 ? C11 C12 1.389(4) y C11 H11 0.93 ? C12 C13 1.384(4) y C12 H12 0.93 ? C14 C15 1.382(4) y C14 C19 1.394(4) y C15 C16 1.386(4) y C15 H15 0.93 ? C16 C17 1.385(5) y C16 H16 0.93 ? C17 C18 1.386(5) y C17 H17 0.93 ? C18 C19 1.392(4) y C18 H18 0.93 ? C19 C20 1.477(4) y C20 C21 1.393(4) y C20 C25 1.401(4) y C21 C22 1.386(5) y C21 H21 0.93 ? C22 C23 1.385(5) y C22 H22 0.93 ? C23 C24 1.386(4) y C23 H23 0.93 ? C24 C25 1.380(4) y C24 H24 0.93 ? C30 Br1 1.882(6) y C30 Br2 1.911(6) y C30 H30a 0.97 ? C30 H30b 0.97 ? C31 Br1a 1.884(5) y C31 Br2a 1.912(5) y C31 H31a 0.97 ? C31 H31b 0.97 ? 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 C13 C1 C2 C3 -176.9(3) y C25 C1 C2 C3 -53.5(4) y C14 C1 C2 C3 61.8(4) y C13 C1 C2 C7 4.1(3) y C25 C1 C2 C7 127.5(3) y C14 C1 C2 C7 -117.1(3) y C7 C2 C3 C4 0.8(4) y C1 C2 C3 C4 -178.1(3) y C2 C3 C4 C5 0.3(5) y C3 C4 C5 C6 -0.8(5) y C4 C5 C6 C7 0.2(5) y C5 C6 C7 C2 0.8(5) y C5 C6 C7 C8 -177.1(3) y C3 C2 C7 C6 -1.3(4) y C1 C2 C7 C6 177.7(3) y C3 C2 C7 C8 177.0(3) y C1 C2 C7 C8 -3.9(3) y C6 C7 C8 C13 -180.0(3) y C2 C7 C8 C13 1.9(3) y C6 C7 C8 C9 2.2(6) y C2 C7 C8 C9 -175.9(3) y C13 C8 C9 C10 -0.9(4) y C7 C8 C9 C10 176.8(3) y C8 C9 C10 C11 0.8(5) y C9 C10 C11 C12 -0.3(5) y C10 C11 C12 C13 -0.1(4) y C11 C12 C13 C8 0.1(4) y C11 C12 C13 C1 -178.2(3) y C9 C8 C13 C12 0.4(4) y C7 C8 C13 C12 -177.7(3) y C9 C8 C13 C1 179.0(3) y C7 C8 C13 C1 0.8(3) y C25 C1 C13 C12 51.1(4) y C2 C1 C13 C12 175.4(3) y C14 C1 C13 C12 -64.1(4) y C25 C1 C13 C8 -127.3(3) y C2 C1 C13 C8 -2.9(3) y C14 C1 C13 C8 117.6(3) y C13 C1 C14 C15 -55.5(4) y C25 C1 C14 C15 -177.9(3) y C2 C1 C14 C15 58.5(4) y C13 C1 C14 C19 123.9(2) y C25 C1 C14 C19 1.5(3) y C2 C1 C14 C19 -122.1(2) y C19 C14 C15 C16 1.0(4) y C1 C14 C15 C16 -179.6(3) y C14 C15 C16 C17 -0.2(4) y C15 C16 C17 C18 -0.4(5) y C16 C17 C18 C19 0.1(4) y C17 C18 C19 C14 0.7(4) y C17 C18 C19 C20 -178.3(3) y C15 C14 C19 C18 -1.3(4) y C1 C14 C19 C18 179.3(2) y C15 C14 C19 C20 177.9(2) y C1 C14 C19 C20 -1.5(3) y C18 C19 C20 C21 1.8(5) y C14 C19 C20 C21 -177.2(3) y C18 C19 C20 C25 180.0(3) y C14 C19 C20 C25 0.9(3) y C25 C20 C21 C22 -0.5(4) y C19 C20 C21 C22 177.4(3) y C20 C21 C22 C23 -0.2(5) y C21 C22 C23 C24 0.9(5) y C22 C23 C24 C25 -0.8(5) y C23 C24 C25 C20 0.1(4) y C23 C24 C25 C1 -177.4(3) y C21 C20 C25 C24 0.6(4) y C19 C20 C25 C24 -177.8(2) y C21 C20 C25 C1 178.4(2) y C19 C20 C25 C1 0.1(3) y C13 C1 C25 C24 54.7(4) y C2 C1 C25 C24 -61.8(4) y C14 C1 C25 C24 176.7(3) y C13 C1 C25 C20 -122.9(3) y C2 C1 C25 C20 120.6(3) y C14 C1 C25 C20 -0.9(3) y