#------------------------------------------------------------------------------ #$Date: 2012-02-28 14:14:52 +0200 (Tue, 28 Feb 2012) $ #$Revision: 35911 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/50/16/1501619.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_1501619 loop_ _publ_author_name 'Eric Gagnon' 'Thierry Maris' 'Kenneth E. Maly' 'James D. Wuest' _publ_section_title ; The potential of intermolecular N/O interactions of nitro groups in crystal engineering, as revealed by structures of hexakis(4-nitrophenyl)benzene ; _journal_name_full Tetrahedron _journal_page_first 6603 _journal_page_last 6613 _journal_volume 63 _journal_year 2007 _chemical_compound_source 'Synthesized by the authors. See text' _chemical_formula_moiety 'C42 H24 N6 O12, 2(C3 H6 O)' _chemical_formula_sum 'C48 H36 N6 O14' _chemical_formula_weight 920.83 _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 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 104.74(7) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.18(2) _cell_length_b 20.59(3) _cell_length_c 20.07(4) _cell_measurement_reflns_used 6757 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 39.16 _cell_measurement_theta_min 18.04 _cell_volume 4468(14) _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_collection 'SMART (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2004)' _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 100(2) _diffrn_detector_area_resol_mean 5.5 _diffrn_measured_fraction_theta_full 0.960 _diffrn_measured_fraction_theta_max 0.960 _diffrn_measurement_device_type 'Bruker Smart 6000' _diffrn_measurement_method \w _diffrn_radiation_monochromator 'Montel 200 optics' _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.066 _diffrn_reflns_av_sigmaI/netI 0.0529 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 28457 _diffrn_reflns_theta_full 67.48 _diffrn_reflns_theta_max 67.48 _diffrn_reflns_theta_min 4.29 _diffrn_standards_decay_% 6.78 _diffrn_standards_interval_time 1440 _diffrn_standards_number 35 _exptl_absorpt_coefficient_mu 0.862 _exptl_absorpt_correction_T_max 0.9300 _exptl_absorpt_correction_T_min 0.8500 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sadabs (Sheldrick,1996)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1912 _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _refine_diff_density_max 0.523 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.066 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 313 _refine_ls_number_reflns 3878 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.036 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0542 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0924P)^2^+3.8710P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1575 _refine_ls_wR_factor_ref 0.1670 _reflns_number_gt 3217 _reflns_number_total 3878 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file deposit.cif _[local]_cod_data_source_block jw1127 _[local]_cod_cif_authors_sg_H-M C2/c _cod_database_code 1501619 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -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 C1 C 1.0000 0.08386(13) 0.2500 0.0249(6) Uani 1 2 d S C2 C 0.93354(17) 0.04986(10) 0.19084(10) 0.0249(4) Uani 1 1 d . C3 C 0.93287(17) -0.01885(9) 0.19078(10) 0.0244(4) Uani 1 1 d . C4 C 1.0000 -0.05330(13) 0.2500 0.0237(6) Uani 1 2 d S C5 C 1.0000 0.15729(14) 0.2500 0.0260(6) Uani 1 2 d S C6 C 0.88927(18) 0.19150(10) 0.24826(10) 0.0295(5) Uani 1 1 d . H6 H 0.8152 0.1682 0.2465 0.035 Uiso 1 1 calc R C7 C 0.88873(19) 0.25945(10) 0.24906(10) 0.0302(5) Uani 1 1 d . H7 H 0.8157 0.2831 0.2490 0.036 Uiso 1 1 calc R C8 C 1.0000 0.29139(14) 0.2500 0.0268(6) Uani 1 2 d S N1 N 1.0000 0.36320(12) 0.2500 0.0331(6) Uani 1 2 d S O1 O 1.09864(15) 0.39191(8) 0.25054(9) 0.0433(4) Uani 1 1 d . C9 C 0.86804(18) 0.08727(10) 0.12739(10) 0.0273(5) Uani 1 1 d . C10 C 0.9391(2) 0.12597(10) 0.09295(11) 0.0313(5) Uani 1 1 d . H10 H 1.0256 0.1302 0.1121 0.038 Uiso 1 1 calc R C11 C 0.8839(2) 0.15768(11) 0.03157(11) 0.0338(5) Uani 1 1 d . H11 H 0.9312 0.1827 0.0077 0.041 Uiso 1 1 calc R C12 C 0.7565(2) 0.15119(10) 0.00667(11) 0.0338(5) Uani 1 1 d . C13 C 0.6813(2) 0.11671(11) 0.04026(11) 0.0354(5) Uani 1 1 d . H13 H 0.5941 0.1155 0.0222 0.043 Uiso 1 1 calc R C14 C 0.73849(19) 0.08372(10) 0.10169(11) 0.0319(5) Uani 1 1 d . H14 H 0.6902 0.0594 0.1255 0.038 Uiso 1 1 calc R N2 N 0.69714(18) 0.18165(10) -0.06151(10) 0.0398(5) Uani 1 1 d . O2 O 0.76445(16) 0.21398(9) -0.08935(8) 0.0461(4) Uani 1 1 d . O3 O 0.58408(16) 0.17223(10) -0.08586(9) 0.0541(5) Uani 1 1 d . C15 C 0.86336(17) -0.05668(9) 0.12830(10) 0.0257(5) Uani 1 1 d . C16 C 0.89905(19) -0.05241(10) 0.06558(10) 0.0295(5) Uani 1 1 d . H16 H 0.9629 -0.0233 0.0618 0.035 Uiso 1 1 calc R C17 C 0.8407(2) -0.09082(11) 0.00935(11) 0.0337(5) Uani 1 1 d . H17 H 0.8640 -0.0881 -0.0329 0.040 Uiso 1 1 calc R C18 C 0.74684(19) -0.13352(11) 0.01661(11) 0.0343(5) Uani 1 1 d . C19 C 0.7067(2) -0.13814(11) 0.07710(12) 0.0359(5) Uani 1 1 d . H19 H 0.6418 -0.1668 0.0802 0.043 Uiso 1 1 calc R C20 C 0.76586(18) -0.09870(10) 0.13319(11) 0.0306(5) Uani 1 1 d . H20 H 0.7400 -0.1004 0.1747 0.037 Uiso 1 1 calc R N3 N 0.68883(19) -0.17691(10) -0.04216(11) 0.0434(5) Uani 1 1 d . O4 O 0.72677(19) -0.17279(10) -0.09545(9) 0.0558(5) Uani 1 1 d . O5 O 0.60756(18) -0.21561(10) -0.03412(11) 0.0609(6) Uani 1 1 d . C21 C 1.0000 -0.12662(13) 0.2500 0.0247(6) Uani 1 2 d S C22 C 1.05072(18) -0.16099(10) 0.20235(10) 0.0276(5) Uani 1 1 d . H22 H 1.0852 -0.1377 0.1708 0.033 Uiso 1 1 calc R C23 C 1.05025(18) -0.22880(10) 0.20148(10) 0.0288(5) Uani 1 1 d . H23 H 1.0827 -0.2523 0.1693 0.035 Uiso 1 1 calc R C24 C 1.0000 -0.26108(14) 0.2500 0.0292(6) Uani 1 2 d S N4 N 1.0000 -0.33299(13) 0.2500 0.0359(6) Uani 1 2 d S O6 O 1.04775(16) -0.36143(8) 0.20817(9) 0.0456(4) Uani 1 1 d . C30 C 0.7966(2) 0.48764(11) 0.13306(12) 0.0372(5) Uani 1 1 d . O30 O 0.71622(16) 0.44903(10) 0.10352(9) 0.0535(5) Uani 1 1 d . C31 C 0.9172(2) 0.49744(13) 0.11155(14) 0.0459(6) Uani 1 1 d . H31A H 0.9836 0.4728 0.1425 0.069 Uiso 1 1 calc R H31B H 0.9385 0.5437 0.1141 0.069 Uiso 1 1 calc R H31C H 0.9066 0.4821 0.0642 0.069 Uiso 1 1 calc R C32 C 0.7785(2) 0.52877(12) 0.19186(13) 0.0420(6) Uani 1 1 d . H32A H 0.7709 0.5745 0.1778 0.063 Uiso 1 1 calc R H32B H 0.8497 0.5235 0.2317 0.063 Uiso 1 1 calc R H32C H 0.7031 0.5150 0.2043 0.063 Uiso 1 1 calc R 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 0.0264(13) 0.0229(15) 0.0259(14) 0.000 0.0076(11) 0.000 C2 0.0275(10) 0.0259(11) 0.0225(10) 0.0013(8) 0.0086(8) 0.0018(8) C3 0.0263(10) 0.0240(11) 0.0235(10) -0.0004(8) 0.0073(8) -0.0006(7) C4 0.0268(13) 0.0241(15) 0.0215(14) 0.000 0.0086(11) 0.000 C5 0.0348(15) 0.0246(15) 0.0185(13) 0.000 0.0066(11) 0.000 C6 0.0308(11) 0.0294(11) 0.0281(11) -0.0003(8) 0.0070(9) -0.0015(8) C7 0.0326(11) 0.0296(12) 0.0284(11) 0.0018(8) 0.0078(9) 0.0048(8) C8 0.0354(15) 0.0261(15) 0.0184(13) 0.000 0.0057(11) 0.000 N1 0.0435(15) 0.0263(13) 0.0323(14) 0.000 0.0148(11) 0.000 O1 0.0480(9) 0.0295(9) 0.0567(11) -0.0022(7) 0.0214(8) -0.0087(7) C9 0.0379(11) 0.0226(10) 0.0206(10) -0.0022(8) 0.0056(8) 0.0051(8) C10 0.0399(11) 0.0274(11) 0.0267(11) -0.0011(8) 0.0088(9) 0.0030(9) C11 0.0450(13) 0.0295(12) 0.0275(11) 0.0010(9) 0.0102(9) 0.0017(9) C12 0.0457(13) 0.0284(12) 0.0284(11) 0.0005(9) 0.0112(10) 0.0058(9) C13 0.0337(11) 0.0393(13) 0.0300(11) -0.0056(9) 0.0023(9) 0.0033(9) C14 0.0364(11) 0.0293(12) 0.0282(11) -0.0007(8) 0.0049(9) 0.0020(9) N2 0.0415(11) 0.0437(12) 0.0317(10) 0.0025(8) 0.0047(9) 0.0075(9) O2 0.0546(10) 0.0476(11) 0.0366(9) 0.0134(8) 0.0125(8) 0.0014(8) O3 0.0411(10) 0.0773(14) 0.0389(10) 0.0144(9) 0.0009(8) 0.0088(9) C15 0.0288(10) 0.0222(10) 0.0239(10) -0.0004(7) 0.0025(8) 0.0049(8) C16 0.0335(10) 0.0273(11) 0.0269(11) -0.0006(8) 0.0063(8) 0.0025(8) C17 0.0389(12) 0.0362(12) 0.0242(10) -0.0022(9) 0.0045(9) 0.0080(9) C18 0.0341(11) 0.0323(12) 0.0306(12) -0.0065(9) -0.0025(9) 0.0071(9) C19 0.0326(11) 0.0300(12) 0.0412(13) -0.0013(9) 0.0023(10) -0.0013(9) C20 0.0311(10) 0.0306(11) 0.0287(11) 0.0008(8) 0.0048(8) 0.0004(9) N3 0.0466(12) 0.0389(12) 0.0394(12) -0.0083(9) 0.0011(9) 0.0021(9) O4 0.0762(13) 0.0558(12) 0.0316(10) -0.0116(8) 0.0068(9) -0.0025(10) O5 0.0533(11) 0.0596(13) 0.0638(13) -0.0218(10) 0.0041(9) -0.0170(10) C21 0.0256(13) 0.0241(15) 0.0219(14) 0.000 0.0015(11) 0.000 C22 0.0287(10) 0.0268(11) 0.0252(10) 0.0011(8) 0.0032(8) 0.0010(8) C23 0.0293(10) 0.0272(11) 0.0271(11) -0.0037(8) 0.0021(8) 0.0019(8) C24 0.0269(14) 0.0209(15) 0.0350(16) 0.000 -0.0010(12) 0.000 N4 0.0356(14) 0.0262(14) 0.0433(16) 0.000 0.0052(12) 0.000 O6 0.0550(10) 0.0281(9) 0.0559(11) -0.0050(7) 0.0185(8) 0.0062(7) C30 0.0392(12) 0.0363(13) 0.0349(12) -0.0015(9) 0.0072(10) 0.0037(10) O30 0.0452(10) 0.0640(13) 0.0500(11) -0.0192(9) 0.0099(8) -0.0108(9) C31 0.0423(13) 0.0496(15) 0.0478(14) -0.0110(11) 0.0154(11) -0.0040(11) C32 0.0430(13) 0.0380(13) 0.0478(14) -0.0069(10) 0.0164(11) -0.0002(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C2 . 2_755 120.7(3) y C2 C1 C5 . . 119.65(14) y C2 C1 C5 2_755 . 119.65(14) y C3 C2 C1 . . 119.80(19) y C3 C2 C9 . . 120.55(18) y C1 C2 C9 . . 119.6(2) y C2 C3 C4 . . 119.74(19) y C2 C3 C15 . . 121.16(17) y C4 C3 C15 . . 119.1(2) y C3 C4 C3 . 2_755 120.2(3) y C3 C4 C21 . . 119.90(13) y C3 C4 C21 2_755 . 119.90(13) y C6 C5 C6 2_755 . 120.4(3) y C6 C5 C1 2_755 . 119.81(15) y C6 C5 C1 . . 119.81(15) y C7 C6 C5 . . 120.2(2) y C7 C6 H6 . . 119.9 ? C5 C6 H6 . . 119.9 ? C6 C7 C8 . . 117.5(2) y C6 C7 H7 . . 121.2 ? C8 C7 H7 . . 121.2 ? C7 C8 C7 2_755 . 124.1(3) y C7 C8 N1 2_755 . 117.96(15) y C7 C8 N1 . . 117.96(15) y O1 N1 O1 . 2_755 123.5(3) y O1 N1 C8 . . 118.25(14) y O1 N1 C8 2_755 . 118.25(14) y C14 C9 C10 . . 120.0(2) y C14 C9 C2 . . 120.98(19) y C10 C9 C2 . . 119.0(2) y C11 C10 C9 . . 121.1(2) y C11 C10 H10 . . 119.5 ? C9 C10 H10 . . 119.5 ? C12 C11 C10 . . 117.1(2) y C12 C11 H11 . . 121.4 ? C10 C11 H11 . . 121.4 ? C11 C12 C13 . . 124.2(2) y C11 C12 N2 . . 117.6(2) y C13 C12 N2 . . 118.2(2) y C12 C13 C14 . . 118.2(2) y C12 C13 H13 . . 120.9 ? C14 C13 H13 . . 120.9 ? C13 C14 C9 . . 119.3(2) y C13 C14 H14 . . 120.3 ? C9 C14 H14 . . 120.3 ? O2 N2 O3 . . 125.3(2) y O2 N2 C12 . . 117.3(2) y O3 N2 C12 . . 117.5(2) y C20 C15 C16 . . 119.72(19) y C20 C15 C3 . . 120.0(2) y C16 C15 C3 . . 120.2(2) y C17 C16 C15 . . 120.2(2) y C17 C16 H16 . . 119.9 ? C15 C16 H16 . . 119.9 ? C16 C17 C18 . . 118.6(2) y C16 C17 H17 . . 120.7 ? C18 C17 H17 . . 120.7 ? C19 C18 C17 . . 123.0(2) y C19 C18 N3 . . 118.3(2) y C17 C18 N3 . . 118.6(2) y C18 C19 C20 . . 117.7(2) y C18 C19 H19 . . 121.2 ? C20 C19 H19 . . 121.2 ? C19 C20 C15 . . 120.7(2) y C19 C20 H20 . . 119.6 ? C15 C20 H20 . . 119.6 ? O5 N3 O4 . . 124.8(2) y O5 N3 C18 . . 117.7(2) y O4 N3 C18 . . 117.5(2) y C22 C21 C22 . 2_755 120.2(3) y C22 C21 C4 . . 119.92(14) y C22 C21 C4 2_755 . 119.92(14) y C23 C22 C21 . . 120.4(2) y C23 C22 H22 . . 119.8 ? C21 C22 H22 . . 119.8 ? C22 C23 C24 . . 117.6(2) y C22 C23 H23 . . 121.2 ? C24 C23 H23 . . 121.2 ? C23 C24 C23 . 2_755 123.7(3) y C23 C24 N4 . . 118.16(14) y C23 C24 N4 2_755 . 118.15(14) y O6 N4 O6 . 2_755 124.1(3) y O6 N4 C24 . . 117.96(14) y O6 N4 C24 2_755 . 117.96(14) y O30 C30 C32 . . 120.8(2) y O30 C30 C31 . . 122.4(2) y C32 C30 C31 . . 116.8(2) y C30 C31 H31A . . 109.5 ? C30 C31 H31B . . 109.5 ? H31A C31 H31B . . 109.5 ? C30 C31 H31C . . 109.5 ? H31A C31 H31C . . 109.5 ? H31B C31 H31C . . 109.5 ? C30 C32 H32A . . 109.5 ? C30 C32 H32B . . 109.5 ? H32A C32 H32B . . 109.5 ? C30 C32 H32C . . 109.5 ? H32A C32 H32C . . 109.5 ? H32B C32 H32C . . 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 C1 C2 . 1.415(3) y C1 C2 2_755 1.416(3) y C1 C5 . 1.512(5) y C2 C3 . 1.415(4) y C2 C9 . 1.509(3) y C3 C4 . 1.423(3) y C3 C15 . 1.513(3) y C4 C3 2_755 1.423(3) y C4 C21 . 1.510(5) y C5 C6 2_755 1.417(3) y C5 C6 . 1.417(3) y C6 C7 . 1.399(4) y C6 H6 . 0.95 ? C7 C8 . 1.403(3) y C7 H7 . 0.95 ? C8 C7 2_755 1.403(3) y C8 N1 . 1.479(4) y N1 O1 . 1.249(3) y N1 O1 2_755 1.249(3) y C9 C14 . 1.411(4) y C9 C10 . 1.423(3) y C10 C11 . 1.392(4) y C10 H10 . 0.95 ? C11 C12 . 1.391(4) y C11 H11 . 0.95 ? C12 C13 . 1.398(4) y C12 N2 . 1.498(4) y C13 C14 . 1.411(4) y C13 H13 . 0.95 ? C14 H14 . 0.95 ? N2 O2 . 1.239(3) y N2 O3 . 1.249(4) y C15 C20 . 1.415(4) y C15 C16 . 1.417(4) y C16 C17 . 1.397(3) y C16 H16 . 0.95 ? C17 C18 . 1.405(4) y C17 H17 . 0.95 ? C18 C19 . 1.401(4) y C18 N3 . 1.491(3) y C19 C20 . 1.409(4) y C19 H19 . 0.95 ? C20 H20 . 0.95 ? N3 O5 . 1.250(3) y N3 O4 . 1.250(4) y C21 C22 . 1.419(3) y C21 C22 2_755 1.419(3) y C22 C23 . 1.397(4) y C22 H22 . 0.95 ? C23 C24 . 1.409(3) y C23 H23 . 0.95 ? C24 C23 2_755 1.409(3) y C24 N4 . 1.481(5) y N4 O6 . 1.250(3) y N4 O6 2_755 1.250(3) y C30 O30 . 1.233(3) y C30 C32 . 1.508(4) y C30 C31 . 1.530(4) y C31 H31a . 0.98 ? C31 H31b . 0.98 ? C31 H31c . 0.98 ? C32 H32a . 0.98 ? C32 H32b . 0.98 ? C32 H32c . 0.98 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C2 C1 C2 C3 2_755 . 0.29(12) y C5 C1 C2 C3 . . -179.71(12) y C2 C1 C2 C9 2_755 . -177.35(19) y C5 C1 C2 C9 . . 2.65(19) y C1 C2 C3 C4 . . -0.6(2) y C9 C2 C3 C4 . . 177.05(15) y C1 C2 C3 C15 . . -179.67(15) y C9 C2 C3 C15 . . -2.1(3) y C2 C3 C4 C3 . 2_755 0.29(12) y C15 C3 C4 C3 . 2_755 179.40(18) y C2 C3 C4 C21 . . -179.71(12) y C15 C3 C4 C21 . . -0.59(18) y C2 C1 C5 C6 . 2_755 -112.59(16) y C2 C1 C5 C6 2_755 2_755 67.41(16) y C2 C1 C5 C6 . . 67.41(16) y C2 C1 C5 C6 2_755 . -112.59(16) y C6 C5 C6 C7 2_755 . -0.75(13) y C1 C5 C6 C7 . . 179.25(13) y C5 C6 C7 C8 . . 1.4(3) y C6 C7 C8 C7 . 2_755 -0.72(13) y C6 C7 C8 N1 . . 179.27(13) y C7 C8 N1 O1 2_755 . 0.30(13) y C7 C8 N1 O1 . . -179.70(13) y C7 C8 N1 O1 2_755 2_755 -179.71(13) y C7 C8 N1 O1 . 2_755 0.30(13) y C3 C2 C9 C14 . . 64.4(3) y C1 C2 C9 C14 . . -117.9(2) y C3 C2 C9 C10 . . -114.9(2) y C1 C2 C9 C10 . . 62.8(2) y C14 C9 C10 C11 . . -3.9(3) y C2 C9 C10 C11 . . 175.45(18) y C9 C10 C11 C12 . . 1.6(3) y C10 C11 C12 C13 . . 1.9(3) y C10 C11 C12 N2 . . -176.30(18) y C11 C12 C13 C14 . . -3.2(3) y N2 C12 C13 C14 . . 175.05(18) y C12 C13 C14 C9 . . 0.8(3) y C10 C9 C14 C13 . . 2.6(3) y C2 C9 C14 C13 . . -176.74(18) y C11 C12 N2 O2 . . -4.2(3) y C13 C12 N2 O2 . . 177.5(2) y C11 C12 N2 O3 . . 175.5(2) y C13 C12 N2 O3 . . -2.8(3) y C2 C3 C15 C20 . . -118.8(2) y C4 C3 C15 C20 . . 62.1(2) y C2 C3 C15 C16 . . 64.0(3) y C4 C3 C15 C16 . . -115.1(2) y C20 C15 C16 C17 . . -1.8(3) y C3 C15 C16 C17 . . 175.43(18) y C15 C16 C17 C18 . . -0.2(3) y C16 C17 C18 C19 . . 1.8(3) y C16 C17 C18 N3 . . -176.99(18) y C17 C18 C19 C20 . . -1.3(3) y N3 C18 C19 C20 . . 177.47(19) y C18 C19 C20 C15 . . -0.8(3) y C16 C15 C20 C19 . . 2.3(3) y C3 C15 C20 C19 . . -174.95(18) y C19 C18 N3 O5 . . -0.5(3) y C17 C18 N3 O5 . . 178.4(2) y C19 C18 N3 O4 . . -179.1(2) y C17 C18 N3 O4 . . -0.3(3) y C3 C4 C21 C22 . . 62.5(2) y C3 C4 C21 C22 2_755 . -117.5(2) y C3 C4 C21 C22 . 2_755 -117.5(2) y C3 C4 C21 C22 2_755 2_755 62.5(2) y C22 C21 C22 C23 2_755 . 0.56(13) y C4 C21 C22 C23 . . -179.44(13) y C21 C22 C23 C24 . . -1.1(2) y C22 C23 C24 C23 . 2_755 0.54(12) y C22 C23 C24 N4 . . -179.46(12) y C23 C24 N4 O6 . . 1.95(13) y C23 C24 N4 O6 2_755 . -178.05(13) y C23 C24 N4 O6 . 2_755 -178.05(13) y C23 C24 N4 O6 2_755 2_755 1.95(13) y