# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 1145/203 data_(TBA)2TNBP _publ_contact_author_name 'Kazukuni Nishimura' _publ_contact_author_address ; Devision of chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan ; _publ_requested_journal ; Journal of Materials Chemistry ; _publ_section_title ; Preparation of Metallic BEDT-TTF Charge Transfer Complex of 3,3',5,5'-Tetranitro-4,4'-biphenol Dianion (TNBP2-) Having Flexible Molecular Shape ; _publ_section_abstract ; We present the crystal and molecular structure of (TBA)2TNBP. ; _publ_section_comment ; The study of the titled structure was undertaken to establish its three dimensional structure. Geometries are tabulated below. All Diagrams and calculations were performed using SHELX-97 (Sheldrick, 1997). ; _publ_section_exptl_refinement '' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _chemical_formula_sum 'C44 H76 N6 O10' _chemical_formula_weight 849.12 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' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_cell_setting 'Monoclinic' _cell_length_a 42.770(3) _cell_length_b 12.4610(17) _cell_length_c 19.0250(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.861(5) _cell_angle_gamma 90.00 _cell_volume 9650.8(16) _cell_formula_units_Z 8 _exptl_crystal_density_diffrn 1.168 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _cell_measurement_reflns_used '17' _cell_measurement_theta_min '0' _cell_measurement_theta_max '27.5' _diffrn_ambient_temperature 'Room Temterature' _exptl_cryst_F_000 3696 _exptl_absorpt_coefficient_mu 0.083 _exptl_crystal_description 'Plate' _exptl_crystal_colour 'Red' _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.1 _diffrn_measurement_device_type 'Mac Science DIP-2020K' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_radiation_monochromator 'Graphite' _diffrn_reflns_number 8938 _reflns_number_total 5767 _reflns_threshold_expression >2sigma(I) _refine_ls_extinction_method 'None' _diffrn_reflns_theta_max 26.41 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 53 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1848 _refine_ls_wR_factor_gt 0.1848 _refine_ls_goodness_of_fit_ref 1.448 _refine_ls_restrained_S_all 1.448 _refine_ls_number_reflns 5767 _refine_ls_number_parameters 617 _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_diff_density_max 0.388 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.039 _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom 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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.11452(7) 0.6360(3) 0.16590(16) 0.0589(7) Uani 1 d . . . H1A H 0.1303 0.6851 0.1962 0.066(9) Uiso 1 calc R . . H1B H 0.1020 0.6744 0.1227 0.057(8) Uiso 1 calc R . . C2 C 0.09154(10) 0.6009(3) 0.2080(2) 0.0766(10) Uani 1 d . . . H2A H 0.1040 0.5706 0.2546 0.107(17) Uiso 1 calc R . . H2B H 0.0769 0.5467 0.1805 0.120(13) Uiso 1 calc R . . C3 C 0.07165(9) 0.6962(3) 0.22124(19) 0.0780(10) Uani 1 d . . . H3A H 0.0864 0.7506 0.2481 0.093(14) Uiso 1 calc R . . H3B H 0.0592 0.7260 0.1745 0.102(11) Uiso 1 calc R . . C4 C 0.04873(12) 0.6651(5) 0.2635(3) 0.1108(16) Uani 1 d . . . H4A H 0.0369 0.7272 0.2709 0.126(17) Uiso 1 calc R . . H4B H 0.0611 0.6359 0.3105 0.114(15) Uiso 1 calc R . . H4C H 0.0335 0.6121 0.2362 0.132(19) Uiso 1 calc R . . C5 C 0.15269(8) 0.5976(3) 0.09662(16) 0.0602(8) Uani 1 d . . . H5A H 0.1376 0.6328 0.0550 0.059(8) Uiso 1 calc R . . H5B H 0.1665 0.6519 0.1263 0.060(8) Uiso 1 calc R . . C6 C 0.17399(10) 0.5227(3) 0.0684(2) 0.0839(11) Uani 1 d . . . H6A H 0.1602 0.4747 0.0326 0.100(13) Uiso 1 calc R . . H6B H 0.1874 0.4805 0.1086 0.107(14) Uiso 1 calc R . . C7 C 0.19616(11) 0.5852(4) 0.0329(2) 0.0949(13) Uani 1 d . . . H7A H 0.2043 0.5366 0.0036 0.136(18) Uiso 1 calc R . . H7B H 0.1831 0.6383 0.0003 0.089(12) Uiso 1 calc R . . C8 C 0.22441(12) 0.6394(6) 0.0862(3) 0.1253(18) Uani 1 d . . . H8A H 0.2367 0.6781 0.0598 0.23(3) Uiso 1 calc R . . H8B H 0.2383 0.5867 0.1174 0.68(14) Uiso 1 calc R . . H8C H 0.2166 0.6884 0.1159 0.20(3) Uiso 1 calc R . . C9 C 0.10959(8) 0.4620(3) 0.09671(17) 0.0627(8) Uani 1 d . . . H9A H 0.1221 0.4099 0.0796 0.063(9) Uiso 1 calc R . . H9B H 0.0997 0.4254 0.1289 0.064(8) Uiso 1 calc R . . C10 C 0.08241(9) 0.5024(3) 0.03070(18) 0.0723(9) Uani 1 d . . . H10A H 0.0703 0.5576 0.0462 0.094(10) Uiso 1 calc R . . H10B H 0.0918 0.5331 -0.0045 0.081(13) Uiso 1 calc R . . C11 C 0.05948(10) 0.4131(3) -0.0052(2) 0.0913(12) Uani 1 d . . . H11A H 0.0522 0.3778 0.0318 0.09(2) Uiso 1 calc R . . H11B H 0.0714 0.3614 -0.0243 0.132(13) Uiso 1 calc R . . C12 C 0.02982(12) 0.4483(4) -0.0670(3) 0.1070(14) Uani 1 d . . . H12A H 0.0165 0.3870 -0.0870 0.15(2) Uiso 1 calc R . . H12B H 0.0368 0.4820 -0.1050 0.30(5) Uiso 1 calc R . . H12C H 0.0173 0.4984 -0.0483 0.18(3) Uiso 1 calc R . . C13 C 0.15513(8) 0.4865(3) 0.20851(17) 0.0653(8) Uani 1 d . . . H13A H 0.1416 0.4618 0.2372 0.072(9) Uiso 1 calc R . . H13B H 0.1636 0.4241 0.1910 0.073(10) Uiso 1 calc R . . C14 C 0.18358(10) 0.5460(3) 0.25914(19) 0.0809(10) Uani 1 d . . . H14A H 0.1760 0.6098 0.2770 0.084(11) Uiso 1 calc R . . H14B H 0.1986 0.5666 0.2330 0.135(17) Uiso 1 calc R . . C15 C 0.20100(13) 0.4733(6) 0.3240(3) 0.1226(18) Uani 1 d . . . H15A H 0.1869 0.4651 0.3544 0.16(2) Uiso 1 calc R . . H15B H 0.2035 0.4037 0.3047 0.27(5) Uiso 1 calc R . . C16 C 0.23250(13) 0.5074(5) 0.3700(3) 0.1220(18) Uani 1 d . . . H16A H 0.2406 0.4573 0.4098 0.22(3) Uiso 1 calc R . . H16B H 0.2306 0.5771 0.3899 0.9(2) Uiso 1 calc R . . H16C H 0.2475 0.5109 0.3414 0.27(4) Uiso 1 calc R . . N17 N 0.13316(6) 0.54539(19) 0.14183(12) 0.0556(6) Uani 1 d . . . C21 C 0.12936(7) -0.0455(2) 0.07939(14) 0.0504(7) Uani 1 d . . . H21A H 0.1435 -0.0824 0.1215 0.040(6) Uiso 1 calc R . . H21B H 0.1129 -0.0956 0.0528 0.052(7) Uiso 1 calc R . . C22 C 0.14958(8) -0.0121(3) 0.02981(16) 0.0614(8) Uani 1 d . . . H22A H 0.1354 0.0176 -0.0152 0.088(10) Uiso 1 calc R . . H22B H 0.1650 0.0424 0.0540 0.081(12) Uiso 1 calc R . . C23 C 0.16779(9) -0.1068(3) 0.01233(19) 0.0720(9) Uani 1 d . . . H23A H 0.1524 -0.1629 -0.0087 0.100(13) Uiso 1 calc R . . H23B H 0.1829 -0.1337 0.0573 0.092(12) Uiso 1 calc R . . C24 C 0.18666(11) -0.0788(4) -0.0409(2) 0.0975(13) Uani 1 d . . . H24A H 0.1978 -0.1414 -0.0502 0.114(14) Uiso 1 calc R . . H24B H 0.2024 -0.0237 -0.0197 0.17(3) Uiso 1 calc R . . H24C H 0.1717 -0.0535 -0.0865 0.116(15) Uiso 1 calc R . . C25 C 0.09402(7) -0.0047(2) 0.15549(14) 0.0510(7) Uani 1 d . . . H25A H 0.1098 -0.0371 0.1973 0.054(8) Uiso 1 calc R . . H25B H 0.0803 -0.0609 0.1281 0.048(7) Uiso 1 calc R . . C26 C 0.07279(7) 0.0720(3) 0.18350(15) 0.0589(8) Uani 1 d . . . H26A H 0.0527 0.0858 0.1448 0.061(8) Uiso 1 calc R . . H26B H 0.0841 0.1389 0.1971 0.053(8) Uiso 1 calc R . . C27 C 0.06487(8) 0.0247(3) 0.25030(16) 0.0685(9) Uani 1 d . . . H27A H 0.0476 0.0659 0.2594 0.083(10) Uiso 1 calc R . . H27B H 0.0570 -0.0473 0.2389 0.079(11) Uiso 1 calc R . . C28 C 0.09385(10) 0.0232(4) 0.31920(17) 0.0840(12) Uani 1 d . . . H28A H 0.0875 -0.0085 0.3588 0.120(15) Uiso 1 calc R . . H28B H 0.1013 0.0953 0.3322 0.123(17) Uiso 1 calc R . . H28C H 0.1113 -0.0182 0.3106 0.115(15) Uiso 1 calc R . . C29 C 0.08908(6) 0.1073(2) 0.04315(13) 0.0490(7) Uani 1 d . . . H29A H 0.0797 0.1650 0.0635 0.051(8) Uiso 1 calc R . . H29B H 0.1018 0.1390 0.0149 0.055(7) Uiso 1 calc R . . C30 C 0.06136(6) 0.0447(2) -0.00904(13) 0.0514(7) Uani 1 d . . . H30A H 0.0467 0.0193 0.0167 0.061(8) Uiso 1 calc R . . H30B H 0.0700 -0.0163 -0.0278 0.055(8) Uiso 1 calc R . . C31 C 0.04288(7) 0.1171(3) -0.07264(15) 0.0620(8) Uani 1 d . . . H31A H 0.0359 0.1806 -0.0530 0.081(10) Uiso 1 calc R . . H31B H 0.0575 0.1389 -0.0994 0.075(10) Uiso 1 calc R . . C32 C 0.01322(8) 0.0633(3) -0.12526(18) 0.0784(10) Uani 1 d . . . H32A H 0.0024 0.1125 -0.1639 0.123(15) Uiso 1 calc R . . H32B H -0.0017 0.0422 -0.0990 0.102(13) Uiso 1 calc R . . H32C H 0.0201 0.0011 -0.1463 0.103(14) Uiso 1 calc R . . C33 C 0.13734(6) 0.1267(2) 0.15034(14) 0.0522(7) Uani 1 d . . . H33A H 0.1472 0.1606 0.1171 0.053(8) Uiso 1 calc R . . H33B H 0.1259 0.1812 0.1684 0.058(7) Uiso 1 calc R . . C34 C 0.16449(8) 0.0821(3) 0.21526(17) 0.0718(9) Uani 1 d . . . H34A H 0.1763 0.0278 0.1982 0.109(15) Uiso 1 calc R . . H34B H 0.1551 0.0497 0.2498 0.105(13) Uiso 1 calc R . . C35 C 0.18807(8) 0.1707(3) 0.25359(18) 0.0761(10) Uani 1 d . . . H35A H 0.1756 0.2296 0.2635 0.077(10) Uiso 1 calc R . . H35B H 0.2019 0.1442 0.3001 0.091(11) Uiso 1 calc R . . C36 C 0.20904(12) 0.2103(5) 0.2102(3) 0.1108(15) Uani 1 d . . . H36A H 0.2227 0.2675 0.2365 0.17(2) Uiso 1 calc R . . H36B H 0.1954 0.2363 0.1633 0.18(3) Uiso 1 calc R . . H36C H 0.2226 0.1528 0.2025 0.24(4) Uiso 1 calc R . . N37 N 0.11236(5) 0.04542(18) 0.10694(11) 0.0464(5) Uani 1 d . . . C41 C 0.23474(6) 0.7628(2) 0.46971(12) 0.0465(6) Uani 1 d . . . C42 C 0.23550(6) 0.8032(2) 0.40172(13) 0.0502(7) Uani 1 d . . . H42 H 0.2563 0.8195 0.3950 0.052(7) Uiso 1 calc R . . C43 C 0.20742(7) 0.8202(2) 0.34449(13) 0.0494(7) Uani 1 d . . . C44 C 0.17431(7) 0.8057(2) 0.34700(13) 0.0517(7) Uani 1 d . . . C45 C 0.17522(6) 0.7656(2) 0.41930(14) 0.0525(7) Uani 1 d . . . C46 C 0.20383(6) 0.7462(2) 0.47641(13) 0.0507(7) Uani 1 d . . . H46 H 0.2021 0.7202 0.5226 0.055(8) Uiso 1 calc R . . N47 N 0.21214(7) 0.8560(2) 0.27540(12) 0.0615(7) Uani 1 d . . . N48 N 0.14497(6) 0.7455(3) 0.43573(14) 0.0724(8) Uani 1 d . . . O49 O 0.23424(6) 0.9193(2) 0.27804(12) 0.0884(8) Uani 1 d . . . O50 O 0.19386(6) 0.8212(2) 0.21704(10) 0.0805(7) Uani 1 d . . . O51 O 0.11944(7) 0.7493(5) 0.38866(16) 0.189(2) Uani 1 d . . . O52 O 0.14546(5) 0.7279(2) 0.49932(12) 0.0746(6) Uani 1 d . . . O53 O 0.14932(5) 0.82751(19) 0.29519(11) 0.0705(6) Uani 1 d . . . C61 C 0.01427(6) -0.2900(2) -0.21596(13) 0.0490(7) Uani 1 d . . . C62 C 0.01115(7) -0.2599(2) -0.14877(13) 0.0511(7) Uani 1 d . . . H62 H -0.0103 -0.2437 -0.1458 0.050(7) Uiso 1 calc R . . C63 C 0.03777(7) -0.2520(2) -0.08538(13) 0.0542(7) Uani 1 d . . . C64 C 0.07129(7) -0.2705(2) -0.08344(14) 0.0548(7) Uani 1 d . . . C65 C 0.07240(7) -0.3089(3) -0.15506(15) 0.0565(7) Uani 1 d . . . C66 C 0.04579(7) -0.3154(2) -0.21731(14) 0.0544(7) Uani 1 d . . . H66 H 0.0489 -0.3380 -0.2629 0.064(8) Uiso 1 calc R . . N67 N 0.03044(7) -0.2198(2) -0.01960(13) 0.0712(8) Uani 1 d . . . N68 N 0.10398(6) -0.3392(3) -0.16260(16) 0.0749(8) Uani 1 d . . . O69 O 0.00253(8) -0.1877(4) -0.02523(14) 0.1428(16) Uani 1 d . . . O70 O 0.05166(7) -0.2176(2) 0.03948(11) 0.0962(9) Uani 1 d . . . O71 O 0.12380(7) -0.3842(3) -0.11193(16) 0.1347(14) Uani 1 d . . . O72 O 0.10918(6) -0.3208(2) -0.22166(15) 0.0936(8) Uani 1 d . . . O73 O 0.09618(5) -0.2544(2) -0.02984(11) 0.0758(7) Uani 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 0.0660(19) 0.0513(19) 0.0596(16) -0.0043(14) 0.0195(14) 0.0018(15) C2 0.088(2) 0.071(3) 0.082(2) -0.0028(19) 0.043(2) 0.001(2) C3 0.072(2) 0.097(3) 0.0666(19) -0.0016(19) 0.0235(17) 0.012(2) C4 0.086(3) 0.154(5) 0.104(3) -0.018(3) 0.047(3) 0.004(3) C5 0.0642(19) 0.057(2) 0.0619(16) 0.0039(14) 0.0224(14) -0.0036(15) C6 0.093(3) 0.082(3) 0.091(3) -0.003(2) 0.049(2) 0.002(2) C7 0.088(3) 0.116(4) 0.091(3) 0.011(3) 0.042(2) 0.008(3) C8 0.079(3) 0.152(5) 0.144(4) 0.018(4) 0.034(3) -0.002(3) C9 0.074(2) 0.0471(19) 0.0692(18) -0.0043(14) 0.0252(15) -0.0081(16) C10 0.076(2) 0.060(2) 0.075(2) -0.0037(16) 0.0137(17) -0.0084(18) C11 0.093(3) 0.074(3) 0.092(2) -0.005(2) 0.007(2) -0.017(2) C12 0.090(3) 0.101(4) 0.111(3) -0.017(3) 0.002(3) -0.016(3) C13 0.072(2) 0.056(2) 0.0678(17) 0.0103(15) 0.0217(15) 0.0052(16) C14 0.085(3) 0.083(3) 0.0671(19) 0.0038(18) 0.0116(18) 0.000(2) C15 0.107(4) 0.148(6) 0.088(3) 0.033(3) -0.006(3) -0.022(3) C16 0.101(4) 0.156(5) 0.097(3) 0.015(3) 0.014(3) 0.011(3) N17 0.0605(15) 0.0484(15) 0.0593(13) -0.0011(11) 0.0206(11) -0.0016(12) C21 0.0496(16) 0.0479(17) 0.0503(14) -0.0017(12) 0.0102(11) 0.0030(13) C22 0.0614(19) 0.067(2) 0.0577(16) 0.0001(14) 0.0215(14) 0.0034(16) C23 0.067(2) 0.078(3) 0.077(2) -0.0032(18) 0.0304(17) 0.0100(19) C24 0.087(3) 0.127(4) 0.092(3) -0.002(3) 0.047(2) 0.022(3) C25 0.0497(16) 0.0552(19) 0.0476(14) 0.0017(12) 0.0141(12) -0.0062(13) C26 0.0579(18) 0.065(2) 0.0557(15) -0.0009(14) 0.0199(13) 0.0015(15) C27 0.064(2) 0.085(3) 0.0637(17) -0.0019(17) 0.0296(15) -0.0035(18) C28 0.092(3) 0.111(4) 0.0532(17) -0.0005(19) 0.0282(17) 0.009(2) C29 0.0470(15) 0.0506(18) 0.0466(13) 0.0050(12) 0.0102(11) 0.0042(12) C30 0.0486(16) 0.0594(19) 0.0462(13) 0.0015(12) 0.0144(11) -0.0009(13) C31 0.0541(17) 0.076(2) 0.0521(15) 0.0066(15) 0.0104(13) 0.0032(16) C32 0.062(2) 0.101(3) 0.0594(17) 0.0000(19) 0.0004(15) -0.004(2) C33 0.0476(15) 0.0504(18) 0.0540(14) -0.0029(12) 0.0088(12) -0.0050(13) C34 0.063(2) 0.071(2) 0.0634(18) 0.0045(16) -0.0074(15) -0.0128(18) C35 0.0590(19) 0.087(3) 0.073(2) -0.0115(18) 0.0060(16) -0.0121(19) C36 0.085(3) 0.128(4) 0.123(4) -0.015(3) 0.036(3) -0.032(3) N37 0.0463(12) 0.0462(14) 0.0437(10) 0.0011(9) 0.0091(9) -0.0002(10) C41 0.0456(15) 0.0514(17) 0.0406(12) -0.0006(11) 0.0106(10) 0.0069(12) C42 0.0445(15) 0.0574(19) 0.0482(13) 0.0027(12) 0.0135(11) 0.0034(13) C43 0.0532(16) 0.0538(18) 0.0403(12) 0.0065(11) 0.0130(11) 0.0064(13) C44 0.0483(16) 0.0542(18) 0.0461(13) -0.0046(12) 0.0048(11) 0.0061(13) C45 0.0402(14) 0.064(2) 0.0508(14) -0.0026(13) 0.0106(11) 0.0015(13) C46 0.0471(16) 0.0604(19) 0.0444(13) -0.0003(12) 0.0136(11) 0.0053(13) N47 0.0611(16) 0.0701(19) 0.0501(13) 0.0117(12) 0.0125(11) 0.0154(14) N48 0.0452(15) 0.104(2) 0.0645(15) 0.0064(15) 0.0113(12) -0.0004(14) O49 0.0799(17) 0.112(2) 0.0730(14) 0.0282(14) 0.0228(12) -0.0097(16) O50 0.0979(17) 0.0953(19) 0.0423(10) 0.0035(11) 0.0126(11) 0.0105(14) O51 0.0537(17) 0.411(8) 0.0888(19) 0.063(3) 0.0011(15) -0.034(3) O52 0.0634(14) 0.0902(18) 0.0783(14) 0.0098(12) 0.0339(11) 0.0052(12) O53 0.0504(12) 0.0904(18) 0.0580(11) 0.0063(11) -0.0020(9) 0.0076(11) C61 0.0470(15) 0.0533(18) 0.0436(13) 0.0001(11) 0.0093(11) -0.0014(13) C62 0.0462(15) 0.0568(19) 0.0499(14) 0.0001(12) 0.0141(11) -0.0001(13) C63 0.0617(18) 0.0572(19) 0.0423(13) -0.0026(12) 0.0137(11) -0.0010(14) C64 0.0541(17) 0.0545(19) 0.0482(14) 0.0024(12) 0.0045(12) -0.0013(13) C65 0.0459(16) 0.060(2) 0.0598(16) -0.0031(13) 0.0104(12) 0.0057(14) C66 0.0514(17) 0.061(2) 0.0481(14) -0.0033(12) 0.0116(12) 0.0044(14) N67 0.0755(19) 0.088(2) 0.0484(13) -0.0104(13) 0.0158(12) -0.0011(15) N68 0.0498(16) 0.089(2) 0.0814(18) -0.0103(16) 0.0131(14) 0.0105(15) O69 0.089(2) 0.271(5) 0.0720(16) -0.044(2) 0.0303(15) 0.020(3) O70 0.115(2) 0.120(2) 0.0424(11) -0.0076(12) 0.0078(12) 0.0185(17) O71 0.0726(18) 0.209(4) 0.109(2) 0.019(2) 0.0081(17) 0.064(2) O72 0.0780(17) 0.113(2) 0.1045(18) 0.0018(16) 0.0493(15) 0.0212(15) O73 0.0625(13) 0.0854(18) 0.0629(12) -0.0042(11) -0.0053(10) -0.0100(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 1.511(4) . ? C1 N17 1.531(4) . ? C2 C3 1.526(5) . ? C3 C4 1.497(5) . ? C5 C6 1.513(5) . ? C5 N17 1.517(3) . ? C6 C7 1.534(5) . ? C7 C8 1.480(6) . ? C9 C10 1.512(4) . ? C9 N17 1.517(4) . ? C10 C11 1.502(5) . ? C11 C12 1.506(6) . ? C13 C14 1.496(5) . ? C13 N17 1.516(4) . ? C14 C15 1.528(6) . ? C15 C16 1.428(6) . ? C21 C22 1.520(4) . ? C21 N37 1.524(3) . ? C22 C23 1.507(4) . ? C23 C24 1.517(5) . ? C25 N37 1.517(3) . ? C25 C26 1.522(4) . ? C26 C27 1.530(4) . ? C27 C28 1.503(5) . ? C29 C30 1.510(4) . ? C29 N37 1.522(3) . ? C30 C31 1.522(4) . ? C31 C32 1.511(4) . ? C33 C34 1.517(4) . ? C33 N37 1.519(3) . ? C34 C35 1.521(5) . ? C35 C36 1.478(5) . ? C41 C46 1.382(4) . ? C41 C42 1.398(3) . ? C41 C41 1.487(5) 7_566 ? C42 C43 1.368(3) . ? C43 C44 1.443(4) . ? C43 N47 1.459(3) . ? C44 O53 1.242(3) . ? C44 C45 1.452(4) . ? C45 C46 1.386(4) . ? C45 N48 1.443(4) . ? N47 O49 1.221(3) . ? N47 O50 1.224(3) . ? N48 O51 1.182(3) . ? N48 O52 1.223(3) . ? C61 C62 1.377(3) . ? C61 C66 1.393(4) . ? C61 C61 1.482(5) 2_554 ? C62 C63 1.385(4) . ? C63 N67 1.438(3) . ? C63 C64 1.441(4) . ? C64 O73 1.244(3) . ? C64 C65 1.458(4) . ? C65 C66 1.370(4) . ? C65 N68 1.451(4) . ? N67 O70 1.209(3) . ? N67 O69 1.232(4) . ? N68 O71 1.209(4) . ? N68 O72 1.232(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 N17 115.4(3) . . ? C1 C2 C3 110.4(3) . . ? C4 C3 C2 112.1(3) . . ? C6 C5 N17 115.7(3) . . ? C5 C6 C7 111.3(3) . . ? C8 C7 C6 114.5(4) . . ? C10 C9 N17 116.7(3) . . ? C11 C10 C9 111.1(3) . . ? C10 C11 C12 114.5(4) . . ? C14 C13 N17 118.2(3) . . ? C13 C14 C15 109.0(4) . . ? C16 C15 C14 117.0(5) . . ? C13 N17 C5 112.0(2) . . ? C13 N17 C9 106.0(2) . . ? C5 N17 C9 111.0(2) . . ? C13 N17 C1 110.6(2) . . ? C5 N17 C1 106.3(2) . . ? C9 N17 C1 111.0(2) . . ? C22 C21 N37 115.6(2) . . ? C23 C22 C21 110.7(3) . . ? C22 C23 C24 112.6(3) . . ? N37 C25 C26 115.5(2) . . ? C25 C26 C27 110.9(3) . . ? C28 C27 C26 113.3(3) . . ? C30 C29 N37 116.9(2) . . ? C29 C30 C31 109.1(2) . . ? C32 C31 C30 112.9(3) . . ? C34 C33 N37 115.7(2) . . ? C33 C34 C35 110.8(3) . . ? C36 C35 C34 113.6(3) . . ? C25 N37 C33 110.61(19) . . ? C25 N37 C29 111.10(19) . . ? C33 N37 C29 105.9(2) . . ? C25 N37 C21 107.1(2) . . ? C33 N37 C21 110.6(2) . . ? C29 N37 C21 111.53(18) . . ? C46 C41 C42 115.7(2) . . ? C46 C41 C41 122.3(3) . 7_566 ? C42 C41 C41 122.0(3) . 7_566 ? C43 C42 C41 121.9(2) . . ? C42 C43 C44 125.8(2) . . ? C42 C43 N47 115.7(2) . . ? C44 C43 N47 118.5(2) . . ? O53 C44 C43 124.1(2) . . ? O53 C44 C45 126.4(3) . . ? C43 C44 C45 109.5(2) . . ? C46 C45 N48 115.8(2) . . ? C46 C45 C44 124.3(2) . . ? N48 C45 C44 120.0(2) . . ? C41 C46 C45 122.8(2) . . ? O49 N47 O50 122.5(3) . . ? O49 N47 C43 118.7(2) . . ? O50 N47 C43 118.9(3) . . ? O51 N48 O52 119.2(3) . . ? O51 N48 C45 120.7(3) . . ? O52 N48 C45 120.1(2) . . ? C62 C61 C66 116.7(2) . . ? C62 C61 C61 121.5(3) . 2_554 ? C66 C61 C61 121.8(3) . 2_554 ? C61 C62 C63 122.7(3) . . ? C62 C63 N67 115.9(3) . . ? C62 C63 C64 123.8(2) . . ? N67 C63 C64 120.2(2) . . ? O73 C64 C63 126.1(3) . . ? O73 C64 C65 123.6(3) . . ? C63 C64 C65 110.2(2) . . ? C66 C65 N68 116.8(2) . . ? C66 C65 C64 124.8(3) . . ? N68 C65 C64 118.4(2) . . ? C65 C66 C61 121.5(2) . . ? O70 N67 O69 120.3(3) . . ? O70 N67 C63 120.9(3) . . ? O69 N67 C63 118.6(3) . . ? O71 N68 O72 122.3(3) . . ? O71 N68 C65 119.2(3) . . ? O72 N68 C65 118.4(3) . . ? #===END data_(Ph4P)2TNBP _publ_contact_author_name 'Kazukuni Nishimura' _publ_contact_author_address ; Devision of chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan ; _publ_requested_journal ; Journal of Materials Chemistry ; _publ_section_title ; Preparation of Metallic BEDT-TTF Charge Transfer Complex of 3,3',5,5'-Tetranitro-4,4'-biphenol Dianion (TNBP2-) Having Flexible Molecular Shape ; _publ_section_abstract ; We present the crystal and molecular structure of (Ph4P)2TNBP. ; _publ_section_comment ; The study of the titled structure was undertaken to establish its three dimensional structure. Geometries are tabulated below. All Diagrams and calculations were performed using Crystan (MacScience, Japan). ; _publ_section_exptl_refinement '' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SIR92' _computing_structure_refinement 'Crystan 6.3' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '' _chemical_formula_sum 'C60 H44 O10 N4 P2' _chemical_formula_weight 1042.98 loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z _symmetry_space_group_name_H-M 'P -1' _symmetry_cell_setting 'Triclinic' _cell_length_a 9.396(2) _cell_length_b 10.436(2) _cell_length_c 14.038(3) _cell_angle_alpha 113.226(9) _cell_angle_beta 96.24(1) _cell_angle_gamma 94.51(1) _cell_volume 1246.3(5) _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.390 _diffrn_radiation_type 'Mo K-alpha' _diffrn_radiation_wavelength 0.71073 _cell_measurement_reflns_used '??' _cell_measurement_theta_min '0' _cell_measurement_theta_max '27.5' _diffrn_ambient_temperature 'Room Temterature' _exptl_cryst_F_000 542 _exptl_absorpt_coefficient_mu 0.149 _exptl_crystal_description 'Plate' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _diffrn_measurement_device_type 'Mac Science DIP-2020K' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_radiation_monochromator 'Graphite' _diffrn_reflns_number 4627 _reflns_number_total 4056 _reflns_observed_criterion 'refl_observed_if_I_>_1.50_sigma(I)' _refine_ls_extinction_method 'None' _diffrn_reflns_theta_max 25.37 _diffrn_reflns_av_R_equivalents ?? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs 0.068 _refine_ls_wR_factor_obs 0.071 _refine_ls_goodness_of_fit_obs 1.299 _refine_ls_number_reflns 2697 _refine_ls_number_parameters 365 _refine_ls_weighting_scheme 'Unit' _refine_ls_hydrogen_treatment ; Positions are determined by calculation. Temperature factors are refined. ; _refine_ls_shift/esd_max 0.2296 _refine_ls_shift/esd_mean 0.0645 _refine_diff_density_min -0.29 _refine_diff_density_max 0.34 _atoms_sites_solution_primary 'direct method' _atoms_sites_solution_secondary 'Fourier difference' _atom_type_scat_source 'International Tables (1974)' _diffrn_orient_matrix_type 'standard' _diffrn_orient_matrix_UB_11 -0.05585 _diffrn_orient_matrix_UB_12 -0.03180 _diffrn_orient_matrix_UB_13 -0.07212 _diffrn_orient_matrix_UB_21 -0.08068 _diffrn_orient_matrix_UB_22 -0.04669 _diffrn_orient_matrix_UB_23 0.02090 _diffrn_orient_matrix_UB_31 -0.04544 _diffrn_orient_matrix_UB_32 0.08885 _diffrn_orient_matrix_UB_33 0.02327 #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type P1 0.90400(16) 0.48020(15) 0.19350(11) 0.0385(7) 1.000 Uij O32 0.1907(5) 0.2047(4) 0.3035(3) 0.058(3) 1.000 Uij O33 -0.0197(5) 0.0458(5) 0.3567(4) 0.070(3) 1.000 Uij O34 0.0422(5) 0.1534(5) 0.5253(3) 0.065(3) 1.000 Uij O35 0.4344(5) 0.2389(5) 0.2249(4) 0.083(3) 1.000 Uij O36 0.5866(6) 0.0993(6) 0.2262(4) 0.111(4) 1.000 Uij N37 0.0722(5) 0.0988(5) 0.4356(4) 0.050(3) 1.000 Uij N38 0.4844(6) 0.1586(5) 0.2596(4) 0.053(3) 1.000 Uij C2 0.8795(6) 0.3057(6) 0.0915(4) 0.041(3) 1.000 Uij C3 0.9783(7) 0.2605(6) 0.0234(5) 0.048(3) 1.000 Uij C4 0.9524(7) 0.1274(7) -0.0562(5) 0.061(4) 1.000 Uij C5 0.8275(8) 0.0390(7) -0.0684(5) 0.058(4) 1.000 Uij C6 0.7290(8) 0.0847(7) -0.0006(5) 0.062(4) 1.000 Uij C7 0.7550(7) 0.2169(7) 0.0804(5) 0.056(4) 1.000 Uij C8 1.0916(6) 0.5534(6) 0.2193(4) 0.042(3) 1.000 Uij C9 1.1968(6) 0.4809(6) 0.2463(5) 0.049(3) 1.000 Uij C10 1.3413(7) 0.5369(7) 0.2661(5) 0.057(4) 1.000 Uij C11 1.3805(7) 0.6636(7) 0.2604(5) 0.059(4) 1.000 Uij C12 1.2768(7) 0.7350(6) 0.2342(5) 0.058(4) 1.000 Uij C13 1.1334(6) 0.6805(6) 0.2142(5) 0.051(3) 1.000 Uij C14 0.7993(6) 0.5896(6) 0.1506(4) 0.040(3) 1.000 Uij C15 0.7996(7) 0.7317(6) 0.2181(5) 0.052(3) 1.000 Uij C16 0.7221(7) 0.8170(7) 0.1839(6) 0.060(4) 1.000 Uij C17 0.6456(7) 0.7624(8) 0.0846(6) 0.070(4) 1.000 Uij C18 0.6444(7) 0.6243(8) 0.0166(5) 0.064(4) 1.000 Uij C19 0.7218(6) 0.5386(6) 0.0507(4) 0.048(3) 1.000 Uij C20 0.8412(6) 0.4674(6) 0.3061(4) 0.045(3) 1.000 Uij C21 0.8954(7) 0.3754(8) 0.3448(5) 0.070(5) 1.000 Uij C22 0.8433(9) 0.3593(9) 0.4280(6) 0.086(5) 1.000 Uij C23 0.7374(8) 0.4343(8) 0.4734(5) 0.070(4) 1.000 Uij C24 0.6834(7) 0.5261(7) 0.4360(5) 0.062(4) 1.000 Uij C25 0.7348(7) 0.5432(7) 0.3527(5) 0.056(4) 1.000 Uij C26 0.4540(6) 0.0302(6) 0.4700(4) 0.041(3) 1.000 Uij C27 0.3076(6) 0.0431(6) 0.4809(4) 0.043(3) 1.000 Uij C28 0.2236(6) 0.0951(6) 0.4228(4) 0.040(3) 1.000 Uij C29 0.2709(6) 0.1487(6) 0.3485(4) 0.042(3) 1.000 Uij C30 0.4183(6) 0.1277(6) 0.3375(4) 0.042(3) 1.000 Uij C31 0.5029(6) 0.0714(6) 0.3952(4) 0.045(3) 1.000 Uij H3 1.065(6) 0.321(6) 0.031(4) 0.06(2) 1.000 Uiso H4 1.021(6) 0.096(5) -0.103(4) 0.09(2) 1.000 Uiso H5 0.810(6) -0.054(6) -0.124(4) 0.06(2) 1.000 Uiso H6 0.641(6) 0.024(6) -0.010(4) 0.05(2) 1.000 Uiso H7 0.687(6) 0.247(6) 0.129(4) 0.08(2) 1.000 Uiso H9 1.170(6) 0.393(5) 0.251(4) 0.05(2) 1.000 Uiso H10 1.414(6) 0.487(6) 0.283(4) 0.06(2) 1.000 Uiso H11 1.480(6) 0.703(6) 0.276(4) 0.07(2) 1.000 Uiso H12 1.305(6) 0.822(6) 0.229(4) 0.09(2) 1.000 Uiso H13 1.061(6) 0.731(6) 0.197(4) 0.04(2) 1.000 Uiso H15 0.854(6) 0.769(6) 0.287(4) 0.06(2) 1.000 Uiso H16 0.722(6) 0.914(6) 0.230(4) 0.07(2) 1.000 Uiso H17 0.592(6) 0.822(6) 0.062(4) 0.07(2) 1.000 Uiso H18 0.590(6) 0.588(6) -0.053(4) 0.08(2) 1.000 Uiso H19 0.7220(4) 0.4423(4) 0.0037(3) 0.03(1) 1.000 Uiso H21 0.9700(4) 0.3225(5) 0.3138(3) 0.06(2) 1.000 Uiso H22 0.8809(4) 0.2944(5) 0.4540(3) 0.11(3) 1.000 Uiso H23 0.7024(5) 0.4229(5) 0.5317(4) 0.09(2) 1.000 Uiso H24 0.6091(6) 0.5785(6) 0.4678(4) 0.07(2) 1.000 Uiso H25 0.6964(5) 0.6079(5) 0.3269(4) 0.06(2) 1.000 Uiso H27 0.2662(5) 0.0140(5) 0.5299(4) 0.05(2) 1.000 Uiso H31 0.60060(16) 0.06080(15) 0.38260(11) 0.03(1) 1.000 Uiso 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 P1 0.0370(8) 0.0337(8) 0.0374(8) 0.0049(6) 0.0051(6) 0.0155(7) O32 0.060(3) 0.057(3) 0.051(2) 0.027(2) 0.011(2) 0.030(2) O33 0.041(2) 0.087(4) 0.064(3) -0.004(2) -0.014(2) 0.034(3) O34 0.051(3) 0.077(3) 0.055(3) 0.018(2) 0.015(2) 0.030(3) O35 0.077(3) 0.080(3) 0.090(4) 0.029(3) 0.031(3) 0.066(3) O36 0.101(4) 0.128(5) 0.109(4) 0.071(4) 0.072(4) 0.090(4) N37 0.042(3) 0.049(3) 0.050(3) 0.010(2) 0.005(3) 0.026(3) N38 0.053(3) 0.048(3) 0.053(3) 0.008(3) 0.011(3) 0.031(3) C2 0.038(3) 0.037(3) 0.041(3) 0.002(2) 0.003(3) 0.017(3) C3 0.051(4) 0.039(3) 0.044(3) 0.004(3) 0.014(3) 0.014(3) C4 0.065(4) 0.061(4) 0.047(4) 0.015(4) 0.018(3) 0.023(3) C5 0.074(5) 0.044(4) 0.046(4) 0.013(3) 0.006(3) 0.016(3) C6 0.062(4) 0.050(4) 0.060(4) -0.009(3) 0.005(3) 0.022(4) C7 0.052(4) 0.051(4) 0.051(4) 0.002(3) 0.014(3) 0.017(3) C8 0.037(3) 0.037(3) 0.043(3) 0.006(2) 0.003(2) 0.022(3) C9 0.047(3) 0.042(3) 0.050(4) 0.002(3) 0.005(3) 0.022(3) C10 0.045(4) 0.054(4) 0.063(4) 0.012(3) 0.008(3) 0.030(3) C11 0.038(3) 0.056(4) 0.066(4) -0.006(3) 0.003(3) 0.021(4) C12 0.046(4) 0.041(3) 0.076(5) 0.002(3) 0.008(3) 0.027(3) C13 0.042(3) 0.041(3) 0.062(4) 0.009(3) 0.005(3) 0.024(3) C14 0.035(3) 0.042(3) 0.035(3) 0.011(2) 0.008(2) 0.017(3) C15 0.048(4) 0.050(4) 0.046(4) 0.008(3) 0.004(3) 0.017(3) C16 0.052(4) 0.047(4) 0.072(5) 0.018(3) 0.012(3) 0.030(4) C17 0.050(4) 0.072(5) 0.083(5) 0.018(4) 0.012(4) 0.052(4) C18 0.048(4) 0.077(5) 0.057(4) 0.010(3) -0.001(3) 0.042(4) C19 0.043(3) 0.048(4) 0.042(3) 0.004(3) 0.008(3) 0.016(3) C20 0.037(3) 0.046(3) 0.045(3) 0.006(3) 0.011(3) 0.023(3) C21 0.065(4) 0.081(5) 0.060(4) 0.034(4) 0.030(4) 0.043(4) C22 0.079(5) 0.104(6) 0.073(5) 0.034(5) 0.027(4) 0.064(5) C23 0.066(5) 0.083(5) 0.049(4) 0.010(4) 0.018(3) 0.032(4) C24 0.053(4) 0.065(4) 0.053(4) 0.010(4) 0.021(3) 0.015(4) C25 0.051(4) 0.057(4) 0.051(4) 0.013(3) 0.011(3) 0.026(3) C26 0.041(3) 0.040(3) 0.037(3) 0.009(3) 0.002(2) 0.021(3) C27 0.041(3) 0.043(3) 0.035(3) 0.004(3) 0.003(2) 0.018(3) C28 0.039(3) 0.037(3) 0.036(3) 0.010(2) 0.005(2) 0.015(3) C29 0.048(3) 0.032(3) 0.038(3) 0.009(3) 0.006(3) 0.014(3) C30 0.047(3) 0.038(3) 0.035(3) 0.009(3) 0.010(2) 0.020(3) C31 0.041(3) 0.041(3) 0.044(3) 0.010(3) 0.007(3) 0.018(3) 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 C8 P1 C2 C3 -19.9(5) . . . . yes C8 P1 C2 C7 161.9(6) . . . . yes C2 P1 C8 C9 -56.2(5) . . . . yes C2 P1 C8 C13 124.6(6) . . . . yes C14 P1 C2 C3 98.3(6) . . . . yes C14 P1 C2 C7 -79.9(5) . . . . yes C2 P1 C14 C15 179.2(6) . . . . yes C2 P1 C14 C19 -3.1(5) . . . . yes C20 P1 C2 C3 -142.6(6) . . . . yes C20 P1 C2 C7 39.3(5) . . . . yes C2 P1 C20 C21 53.8(6) . . . . yes C2 P1 C20 C25 -123.4(6) . . . . yes C14 P1 C8 C9 -175.2(6) . . . . yes C14 P1 C8 C13 5.6(5) . . . . yes C8 P1 C14 C15 -61.8(5) . . . . yes C8 P1 C14 C19 115.9(6) . . . . yes C20 P1 C8 C9 63.2(5) . . . . yes C20 P1 C8 C13 -116.0(6) . . . . yes C8 P1 C20 C21 -66.8(6) . . . . yes C8 P1 C20 C25 116.1(6) . . . . yes C20 P1 C14 C15 61.6(5) . . . . yes C20 P1 C14 C19 -120.7(6) . . . . yes C14 P1 C20 C21 172.6(6) . . . . yes C14 P1 C20 C25 -4.6(5) . . . . yes O33 N37 C28 C27 -128.0(8) . . . . yes O33 N37 C28 C29 52.3(6) . . . . yes O34 N37 C28 C27 51.1(6) . . . . yes O34 N37 C28 C29 -128.6(7) . . . . yes O35 N38 C30 C29 21.5(6) . . . . yes O35 N38 C30 C31 -161.5(8) . . . . yes O36 N38 C30 C29 -155.6(8) . . . . yes O36 N38 C30 C31 21.4(6) . . . . yes P1 C2 C3 C4 -177.6(9) . . . . yes P1 C2 C7 C6 176.6(9) . . . . yes C7 C2 C3 C4 0.6(6) . . . . yes C3 C2 C7 C6 -1.6(6) . . . . yes C2 C3 C4 C5 0.2(6) . . . . yes C3 C4 C5 C6 0.0(7) . . . . yes C4 C5 C6 C7 -1.1(7) . . . . yes C5 C6 C7 C2 1.9(7) . . . . yes P1 C8 C9 C10 179.9(8) . . . . yes P1 C8 C13 C12 179.9(9) . . . . yes C13 C8 C9 C10 -0.9(6) . . . . yes C9 C8 C13 C12 0.7(6) . . . . yes C8 C9 C10 C11 0.8(6) . . . . yes C9 C10 C11 C12 -0.5(7) . . . . yes C10 C11 C12 C13 0.4(7) . . . . yes C11 C12 C13 C8 -0.5(6) . . . . yes P1 C14 C15 C16 178.2(8) . . . . yes P1 C14 C19 C18 -178.1(9) . . . . yes C19 C14 C15 C16 0.5(6) . . . . yes C15 C14 C19 C18 -0.4(6) . . . . yes C14 C15 C16 C17 0.0(7) . . . . yes C15 C16 C17 C18 -0.7(7) . . . . yes C16 C17 C18 C19 0.7(7) . . . . yes C17 C18 C19 C14 -0.2(7) . . . . yes P1 C20 C21 C22 -176.9(9) . . . . yes P1 C20 C25 C24 176.8(9) . . . . yes C25 C20 C21 C22 0.4(7) . . . . yes C21 C20 C25 C24 -0.4(7) . . . . yes C20 C21 C22 C23 -0.1(7) . . . . yes C21 C22 C23 C24 -0.2(7) . . . . yes C22 C23 C24 C25 0.2(7) . . . . yes C23 C24 C25 C20 0.1(7) . . . . yes C26 C26 C27 C28 -178.1(9) . . . . yes C26 C26 C31 C30 179.7(9) . . . . yes C31 C26 C27 C28 -1.2(6) . . . . yes C27 C26 C31 C30 2.9(6) . . . . yes C26 C27 C28 N37 177.3(8) . . . . yes C26 C27 C28 C29 -3.0(6) . . . . yes N37 C28 C29 O32 5.2(5) . . . . yes N37 C28 C29 C30 -175.2(7) . . . . yes C27 C28 C29 O32 -174.5(9) . . . . yes C27 C28 C29 C30 5.1(6) . . . . yes O32 C29 C30 N38 -7.1(6) . . . . yes O32 C29 C30 C31 176.2(10) . . . . yes C28 C29 C30 N38 173.3(7) . . . . yes C28 C29 C30 C31 -3.4(6) . . . . yes N38 C30 C31 C26 -177.2(9) . . . . yes C29 C30 C31 C26 -0.4(6) . . . . yes P1 C2 C3 H3 2.5(37) . . . . yes P1 C2 C7 H7 -3.5(38) . . . . yes C7 C2 C3 H3 -179.4(38) . . . . yes C3 C2 C7 H7 178.3(39) . . . . yes C2 C3 C4 H4 -179.6(38) . . . . yes H3 C3 C4 C5 -179.9(38) . . . . yes H3 C3 C4 H4 0.3(52) . . . . yes C3 C4 C5 H5 179.9(40) . . . . yes H4 C4 C5 C6 179.9(38) . . . . yes H4 C4 C5 H5 -0.3(53) . . . . yes C4 C5 C6 H6 178.7(39) . . . . yes H5 C5 C6 C7 179.1(40) . . . . yes H5 C5 C6 H6 -1.2(54) . . . . yes C5 C6 C7 H7 -178.0(39) . . . . yes H6 C6 C7 C2 -177.9(39) . . . . yes H6 C6 C7 H7 2.2(54) . . . . yes P1 C8 C9 H9 -0.2(38) . . . . yes P1 C8 C13 H13 -0.1(39) . . . . yes C13 C8 C9 H9 179.0(38) . . . . yes C9 C8 C13 H13 -179.3(40) . . . . yes C8 C9 C10 H10 -178.7(39) . . . . yes H9 C9 C10 C11 -179.1(38) . . . . yes H9 C9 C10 H10 1.5(53) . . . . yes C9 C10 C11 H11 178.5(39) . . . . yes H10 C10 C11 C12 178.9(40) . . . . yes H10 C10 C11 H11 -2.1(54) . . . . yes C10 C11 C12 H12 -179.1(40) . . . . yes H11 C11 C12 C13 -178.7(39) . . . . yes H11 C11 C12 H12 1.9(54) . . . . yes C11 C12 C13 H13 179.5(40) . . . . yes H12 C12 C13 C8 179.0(40) . . . . yes H12 C12 C13 H13 -1.0(55) . . . . yes P1 C14 C15 H15 -1.7(38) . . . . yes P1 C14 C19 H19 1.4(6) . . . . yes C19 C14 C15 H15 -179.4(39) . . . . yes C15 C14 C19 H19 179.1(10) . . . . yes C14 C15 C16 H16 179.8(39) . . . . yes H15 C15 C16 C17 180.0(40) . . . . yes H15 C15 C16 H16 -0.3(54) . . . . yes C15 C16 C17 H17 179.9(39) . . . . yes H16 C16 C17 C18 179.6(39) . . . . yes H16 C16 C17 H17 0.1(53) . . . . yes C16 C17 C18 H18 -179.9(39) . . . . yes H17 C17 C18 C19 -179.8(38) . . . . yes H17 C17 C18 H18 -0.4(53) . . . . yes C17 C18 C19 H19 -179.7(11) . . . . yes H18 C18 C19 C14 -179.5(39) . . . . yes H18 C18 C19 H19 1.0(38) . . . . yes P1 C20 C21 H21 3.3(6) . . . . yes P1 C20 C25 H25 -3.1(6) . . . . yes C25 C20 C21 H21 -179.4(11) . . . . yes C21 C20 C25 H25 179.7(11) . . . . yes C20 C21 C22 H22 179.4(13) . . . . yes H21 C21 C22 C23 179.7(13) . . . . yes H21 C21 C22 H22 -0.8(9) . . . . yes C21 C22 C23 H23 -179.5(13) . . . . yes H22 C22 C23 C24 -179.7(13) . . . . yes H22 C22 C23 H23 1.1(9) . . . . yes C22 C23 C24 H24 179.9(12) . . . . yes H23 C23 C24 C25 179.4(12) . . . . yes H23 C23 C24 H24 -0.8(9) . . . . yes C23 C24 C25 H25 -180.0(11) . . . . yes H24 C24 C25 C20 -179.6(11) . . . . yes H24 C24 C25 H25 0.3(9) . . . . yes C26 C26 C27 H27 1.5(7) . . . . yes C26 C26 C31 H31 -0.5(6) . . . . yes C31 C26 C27 H27 178.3(9) . . . . yes C27 C26 C31 H31 -177.3(9) . . . . yes H27 C27 C28 N37 -2.3(6) . . . . yes H27 C27 C28 C29 177.4(10) . . . . yes N38 C30 C31 H31 3.0(6) . . . . yes C29 C30 C31 H31 179.8(9) . . . . yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C2 1.796(6) . . yes P1 C8 1.804(6) . . yes P1 C14 1.796(6) . . yes P1 C20 1.795(6) . . yes O32 C29 1.251(7) . . yes O33 N37 1.230(7) . . yes O34 N37 1.235(7) . . yes O35 N38 1.222(8) . . yes O36 N38 1.220(8) . . yes N37 C28 1.455(8) . . yes N38 C30 1.442(8) . . yes C2 C3 1.380(9) . . yes C2 C7 1.388(9) . . yes C3 C4 1.379(9) . . yes C4 C5 1.385(10) . . yes C5 C6 1.376(10) . . yes C6 C7 1.380(10) . . yes C8 C9 1.398(9) . . yes C8 C13 1.385(8) . . yes C9 C10 1.388(9) . . yes C10 C11 1.380(10) . . yes C11 C12 1.376(10) . . yes C12 C13 1.374(9) . . yes C14 C15 1.410(9) . . yes C14 C19 1.382(8) . . yes C15 C16 1.384(10) . . yes C16 C17 1.370(11) . . yes C17 C18 1.378(11) . . yes C18 C19 1.386(10) . . yes C20 C21 1.380(10) . . yes C20 C25 1.383(9) . . yes C21 C22 1.378(11) . . yes C22 C23 1.370(12) . . yes C23 C24 1.366(11) . . yes C24 C25 1.381(10) . . yes C26 C26 1.483(8) . 2_656 yes C26 C27 1.412(8) . . yes C26 C31 1.389(8) . . yes C27 C28 1.364(8) . . yes C28 C29 1.456(8) . . yes C29 C30 1.434(9) . . yes C30 C31 1.394(8) . . yes C3 H3 0.96(6) . . yes C4 H4 0.96(6) . . yes C5 H5 0.96(6) . . yes C6 H6 0.96(6) . . yes C7 H7 0.96(6) . . yes C9 H9 0.96(6) . . yes C10 H10 0.96(6) . . yes C11 H11 0.96(6) . . yes C12 H12 0.96(6) . . yes C13 H13 0.96(6) . . yes C15 H15 0.96(6) . . yes C16 H16 0.96(6) . . yes C17 H17 0.96(6) . . yes C18 H18 0.96(6) . . yes C19 H19 0.961(8) . . yes C21 H21 0.961(9) . . yes C22 H22 0.960(10) . . yes C23 H23 0.960(9) . . yes C24 H24 0.960(9) . . yes C25 H25 0.959(9) . . yes C27 H27 0.960(8) . . yes C31 H31 0.960(6) . . yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 C8 109.4(3) . . . yes C2 P1 C14 109.3(3) . . . yes C2 P1 C20 107.4(3) . . . yes C8 P1 C14 108.1(3) . . . yes C8 P1 C20 112.8(3) . . . yes C14 P1 C20 109.9(3) . . . yes O33 N37 O34 123.2(5) . . . yes O33 N37 C28 118.4(5) . . . yes O34 N37 C28 118.4(5) . . . yes O35 N38 O36 120.8(6) . . . yes O35 N38 C30 120.0(5) . . . yes O36 N38 C30 119.0(6) . . . yes P1 C2 C3 121.8(5) . . . yes P1 C2 C7 118.1(5) . . . yes C3 C2 C7 120.1(6) . . . yes C2 C3 C4 119.8(6) . . . yes C3 C4 C5 120.4(7) . . . yes C4 C5 C6 119.6(6) . . . yes C5 C6 C7 120.5(7) . . . yes C2 C7 C6 119.6(6) . . . yes P1 C8 C9 119.2(5) . . . yes P1 C8 C13 121.4(5) . . . yes C9 C8 C13 119.4(6) . . . yes C8 C9 C10 119.3(6) . . . yes C9 C10 C11 120.3(6) . . . yes C10 C11 C12 120.3(6) . . . yes C11 C12 C13 120.0(6) . . . yes C8 C13 C12 120.7(6) . . . yes P1 C14 C15 119.9(5) . . . yes P1 C14 C19 121.2(5) . . . yes C15 C14 C19 118.9(6) . . . yes C14 C15 C16 119.8(6) . . . yes C15 C16 C17 119.6(7) . . . yes C16 C17 C18 121.8(7) . . . yes C17 C18 C19 118.7(7) . . . yes C14 C19 C18 121.2(6) . . . yes P1 C20 C21 119.6(5) . . . yes P1 C20 C25 121.6(5) . . . yes C21 C20 C25 118.8(6) . . . yes C20 C21 C22 120.3(7) . . . yes C21 C22 C23 120.5(8) . . . yes C22 C23 C24 119.7(7) . . . yes C23 C24 C25 120.3(7) . . . yes C20 C25 C24 120.4(6) . . . yes C26 C26 C27 122.3(5) 2_656 . . yes C26 C26 C31 122.7(5) 2_656 . . yes C27 C26 C31 115.0(5) . . . yes C26 C27 C28 121.4(5) . . . yes N37 C28 C27 117.7(5) . . . yes N37 C28 C29 116.1(5) . . . yes C27 C28 C29 126.2(6) . . . yes O32 C29 C28 122.9(6) . . . yes O32 C29 C30 127.3(6) . . . yes C28 C29 C30 109.8(5) . . . yes N38 C30 C29 120.0(5) . . . yes N38 C30 C31 116.3(5) . . . yes C29 C30 C31 123.7(5) . . . yes C26 C31 C30 123.7(6) . . . yes C2 C3 H3 120.2(32) . . . yes C4 C3 H3 120.0(32) . . . yes C3 C4 H4 119.9(32) . . . yes C5 C4 H4 119.8(32) . . . yes C4 C5 H5 120.2(34) . . . yes C6 C5 H5 120.2(34) . . . yes C5 C6 H6 119.7(33) . . . yes C7 C6 H6 119.8(33) . . . yes C2 C7 H7 120.3(33) . . . yes C6 C7 H7 120.0(33) . . . yes C8 C9 H9 120.5(33) . . . yes C10 C9 H9 120.2(33) . . . yes C9 C10 H10 119.8(34) . . . yes C11 C10 H10 119.9(34) . . . yes C10 C11 H11 119.9(33) . . . yes C12 C11 H11 119.8(33) . . . yes C11 C12 H12 120.0(34) . . . yes C13 C12 H12 120.0(34) . . . yes C8 C13 H13 119.7(35) . . . yes C12 C13 H13 119.6(35) . . . yes C14 C15 H15 119.7(34) . . . yes C16 C15 H15 120.4(34) . . . yes C15 C16 H16 119.8(33) . . . yes C17 C16 H16 120.6(33) . . . yes C16 C17 H17 119.1(33) . . . yes C18 C17 H17 119.1(33) . . . yes C17 C18 H18 120.6(33) . . . yes C19 C18 H18 120.7(33) . . . yes C14 C19 H19 119.6(7) . . . yes C18 C19 H19 119.3(7) . . . yes C20 C21 H21 119.9(7) . . . yes C22 C21 H21 119.8(8) . . . yes C21 C22 H22 119.8(8) . . . yes C23 C22 H22 119.7(8) . . . yes C22 C23 H23 119.9(9) . . . yes C24 C23 H23 120.4(8) . . . yes C23 C24 H24 119.6(8) . . . yes C25 C24 H24 120.1(8) . . . yes C20 C25 H25 119.8(7) . . . yes C24 C25 H25 119.9(7) . . . yes C26 C27 H27 119.2(6) . . . yes C28 C27 H27 119.4(7) . . . yes C26 C31 H31 118.2(6) . . . yes C30 C31 H31 118.1(6) . . . yes loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O32 C5 3.252(7) 1_555 2_655 ? O32 C9 3.281(7) 1_555 1_455 ? O32 C21 3.394(8) 1_555 1_455 ? O32 H5 2.39(6) 1_555 2_655 ? O32 H9 2.37(5) 1_555 1_455 ? O32 H21 2.482(6) 1_555 1_455 ? O33 C15 3.285(8) 1_555 1_445 ? O33 C16 3.273(8) 1_555 1_445 ? O34 C25 3.354(8) 1_555 2_666 ? O34 H15 2.48(5) 1_555 2_666 ? O34 H22 2.578(6) 1_555 1_455 ? O35 C10 3.145(8) 1_555 1_455 ? O35 H10 2.42(6) 1_555 1_455 ? O36 C16 3.167(9) 1_555 1_545 ? O36 H16 2.41(6) 1_555 1_545 ? C3 C5 3.962(9) 1_555 2_755 ? C3 C13 3.683(8) 1_555 2_765 ? C3 C17 3.982(9) 1_555 2_765 ? C3 C18 3.824(9) 1_555 2_765 ? C3 C19 3.853(8) 1_555 2_765 ? C3 H13 3.11(6) 1_555 2_765 ? C4 C4 3.706(9) 1_555 2_755 ? C4 C5 3.539(9) 1_555 2_755 ? C4 C12 3.885(9) 1_555 2_765 ? C4 C13 3.600(9) 1_555 2_765 ? C4 C16 3.826(9) 1_555 2_765 ? C4 C17 3.969(9) 1_555 2_765 ? C4 H13 2.89(6) 1_555 2_765 ? C5 C5 3.893(9) 1_555 2_755 ? C5 C29 3.606(8) 1_555 2_655 ? C5 C30 3.863(8) 1_555 2_655 ? C9 C18 3.913(9) 1_555 2_765 ? C9 C23 3.645(9) 1_555 2_766 ? C9 H23 2.891(7) 1_555 2_766 ? C10 C18 3.672(9) 1_555 2_765 ? C10 C23 3.710(9) 1_555 2_766 ? C10 C24 3.826(9) 1_555 1_655 ? C10 C25 3.752(9) 1_555 1_655 ? C10 H18 2.93(5) 1_555 2_765 ? C10 H23 2.783(8) 1_555 2_766 ? C11 C16 3.913(9) 1_555 1_655 ? C11 C18 3.831(9) 1_555 2_765 ? C11 C19 3.994(9) 1_555 2_765 ? C11 C25 3.917(9) 1_555 1_655 ? C11 C26 3.746(8) 1_555 1_665 ? C11 C26 3.918(8) 1_555 2_766 ? C11 C31 3.927(8) 1_555 1_665 ? C11 H18 3.12(5) 1_555 2_765 ? C11 H25 3.181(8) 1_555 1_655 ? C12 C19 3.893(9) 1_555 2_765 ? C12 C26 3.629(8) 1_555 1_665 ? C12 C27 3.643(8) 1_555 1_665 ? C12 C28 3.757(8) 1_555 1_665 ? C12 C29 3.976(8) 1_555 1_665 ? C12 C30 3.834(8) 1_555 1_665 ? C12 C31 3.670(8) 1_555 1_665 ? C12 H19 3.117(8) 1_555 2_765 ? C13 C19 3.974(9) 1_555 2_765 ? C16 H4 3.00(5) 1_555 2_765 ? C16 H11 3.11(5) 1_555 1_455 ? C18 C18 3.461(9) 1_555 2_665 ? C18 C19 3.568(9) 1_555 2_665 ? C18 H3 2.95(5) 1_555 2_765 ? C19 H3 2.97(5) 1_555 2_765 ? C19 H18 3.13(5) 1_555 2_665 ? C21 C22 3.76(1) 1_555 2_766 ? C21 C23 3.921(9) 1_555 2_766 ? C22 C22 3.75(1) 1_555 2_766 ? C24 C28 3.636(9) 1_555 2_666 ? C24 C29 3.499(9) 1_555 2_666 ? C24 H10 3.02(5) 1_555 1_455 ? C25 C28 3.801(8) 1_555 2_666 ? C25 H10 3.00(5) 1_555 1_455 ? C26 C27 2.535(8) 1_555 2_656 ? C26 C28 3.786(8) 1_555 2_656 ? C26 C30 3.818(8) 1_555 2_656 ? C26 C31 2.520(8) 1_555 2_656 ? C26 H27 2.705(7) 1_555 2_656 ? C26 H31 2.674(5) 1_555 2_656 ? C27 C27 3.826(8) 1_555 2_656 ? C27 C31 2.987(8) 1_555 2_656 ? C27 H31 2.649(6) 1_555 2_656 ? C29 H5 2.90(6) 1_555 2_655 ? C29 H24 3.017(8) 1_555 2_666 ? C30 H12 2.98(5) 1_555 1_445 ? C31 C31 3.790(8) 1_555 2_656 ? C31 H12 3.03(5) 1_555 1_445 ? C31 H27 2.675(7) 1_555 2_656 ? H27 H31 2.064(5) 1_555 2_656 ? O32 C5 3.252(7) 1_555 2_655 ? O32 C9 3.281(7) 1_555 1_455 ? O32 C21 3.394(8) 1_555 1_455 ? O32 H5 2.39(6) 1_555 2_655 ? O32 H9 2.37(5) 1_555 1_455 ? O32 H21 2.482(6) 1_555 1_455 ? O33 C15 3.285(8) 1_555 1_445 ? O33 C16 3.273(8) 1_555 1_445 ? O34 C25 3.354(8) 1_555 2_666 ? O34 H15 2.48(5) 1_555 2_666 ? O34 H22 2.578(6) 1_555 1_455 ? O35 C10 3.145(8) 1_555 1_455 ? O35 H10 2.42(6) 1_555 1_455 ? O36 C16 3.167(9) 1_555 1_545 ? O36 H16 2.41(6) 1_555 1_545 ? C3 C5 3.962(9) 1_555 2_755 ? C3 C13 3.683(8) 1_555 2_765 ? C3 C17 3.982(9) 1_555 2_765 ? C3 C18 3.824(9) 1_555 2_765 ? C3 C19 3.853(8) 1_555 2_765 ? C3 H13 3.11(6) 1_555 2_765 ? C4 C4 3.706(9) 1_555 2_755 ? C4 C5 3.539(9) 1_555 2_755 ? C4 C12 3.885(9) 1_555 2_765 ? C4 C13 3.600(9) 1_555 2_765 ? C4 C16 3.826(9) 1_555 2_765 ? C4 C17 3.969(9) 1_555 2_765 ? C4 H13 2.89(6) 1_555 2_765 ? C5 C5 3.893(9) 1_555 2_755 ? C5 C29 3.606(8) 1_555 2_655 ? C5 C30 3.863(8) 1_555 2_655 ? C9 C18 3.913(9) 1_555 2_765 ? C9 C23 3.645(9) 1_555 2_766 ? C9 H23 2.891(7) 1_555 2_766 ? C10 C18 3.672(9) 1_555 2_765 ? C10 C23 3.710(9) 1_555 2_766 ? C10 C24 3.826(9) 1_555 1_655 ? C10 C25 3.752(9) 1_555 1_655 ? C10 H18 2.93(5) 1_555 2_765 ? C10 H23 2.783(8) 1_555 2_766 ? C11 C16 3.913(9) 1_555 1_655 ? C11 C18 3.831(9) 1_555 2_765 ? C11 C19 3.994(9) 1_555 2_765 ? C11 C25 3.917(9) 1_555 1_655 ? C11 C26 3.746(8) 1_555 1_665 ? C11 C26 3.918(8) 1_555 2_766 ? C11 C31 3.927(8) 1_555 1_665 ? C11 H18 3.12(5) 1_555 2_765 ? C11 H25 3.181(8) 1_555 1_655 ? C12 C19 3.893(9) 1_555 2_765 ? C12 C26 3.629(8) 1_555 1_665 ? C12 C27 3.643(8) 1_555 1_665 ? C12 C28 3.757(8) 1_555 1_665 ? C12 C29 3.976(8) 1_555 1_665 ? C12 C30 3.834(8) 1_555 1_665 ? C12 C31 3.670(8) 1_555 1_665 ? C12 H19 3.117(8) 1_555 2_765 ? C13 C19 3.974(9) 1_555 2_765 ? C16 H4 3.00(5) 1_555 2_765 ? C16 H11 3.11(5) 1_555 1_455 ? C18 C18 3.461(9) 1_555 2_665 ? C18 C19 3.568(9) 1_555 2_665 ? C18 H3 2.95(5) 1_555 2_765 ? C19 H3 2.97(5) 1_555 2_765 ? C19 H18 3.13(5) 1_555 2_665 ? C21 C22 3.76(1) 1_555 2_766 ? C21 C23 3.921(9) 1_555 2_766 ? C22 C22 3.75(1) 1_555 2_766 ? C24 C28 3.636(9) 1_555 2_666 ? C24 C29 3.499(9) 1_555 2_666 ? C24 H10 3.02(5) 1_555 1_455 ? C25 C28 3.801(8) 1_555 2_666 ? C25 H10 3.00(5) 1_555 1_455 ? C26 C27 2.535(8) 1_555 2_656 ? C26 C28 3.786(8) 1_555 2_656 ? C26 C30 3.818(8) 1_555 2_656 ? C26 C31 2.520(8) 1_555 2_656 ? C26 H27 2.705(7) 1_555 2_656 ? C26 H31 2.674(5) 1_555 2_656 ? C27 C27 3.826(8) 1_555 2_656 ? C27 C31 2.987(8) 1_555 2_656 ? C27 H31 2.649(6) 1_555 2_656 ? C29 H5 2.90(6) 1_555 2_655 ? C29 H24 3.017(8) 1_555 2_666 ? C30 H12 2.98(5) 1_555 1_445 ? C31 C31 3.790(8) 1_555 2_656 ? C31 H12 3.03(5) 1_555 1_445 ? C31 H27 2.675(7) 1_555 2_656 ? H27 H31 2.064(5) 1_555 2_656 ? #===END data_(ET)4TNBP _publ_contact_author_name 'Kazukuni Nishimura' _publ_contact_author_address ; Devision of chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan ; _publ_requested_journal ; Journal of Materials Chemistry ; _publ_section_title ; Preparation of Metallic BEDT-TTF Charge Transfer Complex of 3,3',5,5'-Tetranitro-4,4'-biphenol Dianion (TNBP2-) Having Flexible Molecular Shape ; _publ_section_abstract ; We present the crystal and molecular structure of (ET)4TNBP. ; _publ_section_comment ; The study of the titled structure was undertaken to establish its three dimensional structure. Geometries are tabulated below. All Diagrams and calculations were performed using Crystan (MacScience, Japan). ; _publ_section_exptl_refinement '' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SIR92' _computing_structure_refinement 'Crystan 6.3' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '' _chemical_formula_sum 'C52 H36 N4 O10 S32' _chemical_formula_weight 1902.99 loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z _symmetry_space_group_name_H-M 'P -1' _symmetry_cell_setting 'Triclinic' _cell_length_a 8.692(1) _cell_length_b 12.936(1) _cell_length_c 16.208(2) _cell_angle_alpha 97.376(9) _cell_angle_beta 96.234(9) _cell_angle_gamma 103.888(9) _cell_volume 1736.0(3) _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.820 _exptl_crystal_density_meas 1.81 _diffrn_radiation_type 'Mo K-alpha' _diffrn_radiation_wavelength 0.71073 _cell_measurement_reflns_used '22' _cell_measurement_theta_min '0' _cell_measurement_theta_max '27.5' _diffrn_ambient_temperature 'Room Temterature' _exptl_cryst_F_000 968 _exptl_absorpt_coefficient_mu 1.000 _exptl_crystal_description 'Plate' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.03 _diffrn_measurement_device_type 'Mac Science MXCchi' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_radiation_monochromator 'Graphite' _diffrn_reflns_number 8577 _reflns_number_total 6887 _reflns_observed_criterion 'refl_observed_if_I_>_2.00_sigma(I)' _refine_ls_extinction_method 'None' _diffrn_reflns_theta_max 26.47 _diffrn_reflns_av_R_equivalents 0.032 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs 0.065 _refine_ls_wR_factor_obs 0.063 _refine_ls_goodness_of_fit_obs 2.308 _refine_ls_number_reflns 4906 _refine_ls_number_parameters 496 _refine_ls_weighting_scheme 'Unit' _refine_ls_hydrogen_treatment ; Positions are determined by D-synthesis. Temperature factors fixed U=0.050 ; _refine_ls_shift/esd_max 0.8000 _refine_ls_shift/esd_mean 0.0181 _refine_diff_density_min -1.12 _refine_diff_density_max 2.13 _atoms_sites_solution_primary 'direct method' _atoms_sites_solution_secondary 'Fourier difference' _atom_type_scat_source 'International Tables (1974)' _diffrn_orient_matrix_type 'standard' _diffrn_orient_matrix_UB_11 -0.10004 _diffrn_orient_matrix_UB_12 0.01178 _diffrn_orient_matrix_UB_13 0.02027 _diffrn_orient_matrix_UB_21 0.05636 _diffrn_orient_matrix_UB_22 0.01802 _diffrn_orient_matrix_UB_23 0.05918 _diffrn_orient_matrix_UB_31 0.03411 _diffrn_orient_matrix_UB_32 0.07774 _diffrn_orient_matrix_UB_33 -0.00635 #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type C9 0.6931(12) 0.5339(8) 0.7876(6) 0.060(5) 1.000 Uij C10 0.6250(14) 0.4218(8) 0.8019(6) 0.060(5) 1.000 Uij C11 0.4670(8) 0.4779(5) 0.6452(4) 0.034(3) 1.000 Uij C12 0.4790(8) 0.3758(5) 0.6401(4) 0.031(3) 1.000 Uij C13 0.2740(8) 0.3749(5) 0.5126(4) 0.030(3) 1.000 Uij C14 0.1618(8) 0.3441(5) 0.4431(4) 0.031(3) 1.000 Uij C15 -0.0484(8) 0.3401(5) 0.3156(4) 0.031(3) 1.000 Uij C16 -0.0382(8) 0.2368(5) 0.3131(4) 0.030(3) 1.000 Uij C17 -0.2593(13) 0.2828(7) 0.1662(5) 0.054(5) 1.000 Uij C18 -0.1675(13) 0.1971(7) 0.1493(5) 0.054(5) 1.000 Uij C27 0.7218(9) 1.0480(6) 0.9004(4) 0.031(3) 1.000 Uij C28 0.8238(8) 0.9733(6) 0.8714(5) 0.033(3) 1.000 Uij C29 0.5788(8) 1.0108(5) 0.7371(4) 0.030(3) 1.000 Uij C30 0.5947(8) 0.9093(5) 0.7310(4) 0.030(3) 1.000 Uij C31 0.4008(8) 0.9101(5) 0.5987(4) 0.031(3) 1.000 Uij C32 0.2937(8) 0.8811(5) 0.5260(4) 0.030(3) 1.000 Uij C33 0.0888(8) 0.8796(6) 0.3979(4) 0.034(3) 1.000 Uij C34 0.0943(8) 0.7764(6) 0.3956(4) 0.035(3) 1.000 Uij C35 -0.1402(15) 0.8204(9) 0.2582(8) 0.079(7) 1.000 Uij C36 -0.0718(17) 0.7293(9) 0.2398(7) 0.082(7) 1.000 Uij C37 -0.4330(7) 0.5500(5) 0.0069(4) 0.026(3) 1.000 Uij C38 -0.2742(8) 0.5471(5) 0.0169(6) 0.040(3) 1.000 Uij C39 -0.1510(8) 0.6386(5) 0.0243(5) 0.038(3) 1.000 Uij C40 -0.1711(8) 0.7465(5) 0.0228(4) 0.029(3) 1.000 Uij C41 -0.3376(7) 0.7437(5) 0.0222(4) 0.026(3) 1.000 Uij C42 -0.4612(8) 0.6528(5) 0.0111(4) 0.025(3) 1.000 Uij N43 0.0091(8) 0.6268(6) 0.0396(8) 0.096(5) 1.000 Uij N44 -0.3802(7) 0.8473(4) 0.0320(4) 0.030(3) 1.000 Uij O45 0.0245(8) 0.5501(6) 0.0901(5) 0.079(5) 1.000 Uij O46 0.1249(6) 0.6853(4) 0.0314(4) 0.055(3) 1.000 Uij O47 -0.0632(6) 0.8288(4) 0.0216(4) 0.053(3) 1.000 Uij O48 -0.2909(7) 0.9235(4) 0.0791(4) 0.050(3) 1.000 Uij O49 -0.5057(6) 0.8519(4) -0.0089(4) 0.045(3) 1.000 Uij S1 0.5644(3) 0.5883(2) 0.7217(2) 0.061(1) 1.000 Uij S2 0.5917(3) 0.3218(2) 0.7104(1) 0.049(1) 1.000 Uij S3 0.3379(2) 0.5065(1) 0.5659(1) 0.0368(9) 1.000 Uij S4 0.3656(2) 0.2835(1) 0.5547(1) 0.0355(9) 1.000 Uij S5 0.0731(2) 0.4353(1) 0.3988(1) 0.0380(9) 1.000 Uij S6 0.0984(2) 0.2122(1) 0.3906(1) 0.0366(9) 1.000 Uij S7 -0.1614(3) 0.3936(2) 0.2466(1) 0.055(1) 1.000 Uij S8 -0.1419(2) 0.1276(1) 0.2366(1) 0.0373(9) 1.000 Uij S19 0.6606(2) 1.1187(1) 0.8189(1) 0.0356(8) 1.000 Uij S20 0.7087(2) 0.8540(1) 0.8007(1) 0.0379(9) 1.000 Uij S21 0.4590(2) 1.0398(1) 0.6539(1) 0.0360(9) 1.000 Uij S22 0.4899(2) 0.8187(1) 0.6420(1) 0.0363(9) 1.000 Uij S23 0.2116(2) 0.9735(1) 0.4799(1) 0.0383(9) 1.000 Uij S24 0.2284(2) 0.7493(1) 0.4735(1) 0.0385(9) 1.000 Uij S25 -0.0232(3) 0.9348(2) 0.3286(1) 0.054(1) 1.000 Uij S26 -0.0169(3) 0.6649(2) 0.3243(2) 0.055(1) 1.000 Uij H27A 0.770(10) 1.096(7) 0.945(5) 0.050 1.000 Uiso H28A 0.857(10) 0.940(7) 0.910(5) 0.050 1.000 Uiso H36A -0.145(10) 0.665(7) 0.200(5) 0.050 1.000 Uiso H28B 0.904(10) 1.005(6) 0.837(5) 0.050 1.000 Uiso H10A 0.695(10) 0.399(7) 0.829(5) 0.050 1.000 Uiso H18A -0.055(10) 0.228(7) 0.132(5) 0.050 1.000 Uiso H18B -0.198(10) 0.150(7) 0.097(5) 0.050 1.000 Uiso H36B -0.172(11) 0.716(8) 0.269(6) 0.050 1.000 Uiso H38 -0.249(10) 0.488(7) 0.022(5) 0.050 1.000 Uiso H9A 0.710(10) 0.590(7) 0.838(5) 0.050 1.000 Uiso H42 -0.562(10) 0.662(6) 0.004(5) 0.050 1.000 Uiso H35A -0.176(10) 0.850(7) 0.212(5) 0.050 1.000 Uiso H17A -0.216(10) 0.338(7) 0.123(5) 0.050 1.000 Uiso H27B 0.632(10) 1.009(7) 0.929(5) 0.050 1.000 Uiso H9B 0.792(10) 0.511(6) 0.750(5) 0.050 1.000 Uiso H10B 0.493(10) 0.395(6) 0.813(5) 0.050 1.000 Uiso H36C -0.045(11) 0.837(7) 0.233(6) 0.050 1.000 Uiso H17B -0.387(10) 0.239(6) 0.192(5) 0.050 1.000 Uiso 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 C10 C9 S1 C11 -38.0(8) . . . . yes S1 C9 C10 S2 67.3(8) . . . . yes C9 C10 S2 C12 -52.5(8) . . . . yes C12 C11 S1 C9 3.5(8) . . . . yes S1 C11 C12 S2 2.1(5) . . . . yes S1 C11 C12 S4 -179.7(10) . . . . yes C12 C11 S3 C13 1.5(6) . . . . yes S3 C11 C12 S2 -177.9(10) . . . . yes S3 C11 C12 S4 0.4(4) . . . . yes S3 C11 S1 C9 -176.5(6) . . . . yes S1 C11 S3 C13 -178.4(5) . . . . yes C11 C12 S2 C10 18.9(8) . . . . yes C11 C12 S4 C13 -2.1(6) . . . . yes S4 C12 S2 C10 -159.4(6) . . . . yes S2 C12 S4 C13 176.4(5) . . . . yes C14 C13 S3 C11 177.4(7) . . . . yes S3 C13 C14 S5 1.4(4) . . . . yes S3 C13 C14 S6 -179.8(9) . . . . yes C14 C13 S4 C12 -177.2(7) . . . . yes S4 C13 C14 S5 -178.3(9) . . . . yes S4 C13 C14 S6 0.6(4) . . . . yes S4 C13 S3 C11 -2.9(4) . . . . yes S3 C13 S4 C12 3.1(4) . . . . yes C13 C14 S5 C15 179.2(7) . . . . yes C13 C14 S6 C16 -180.0(7) . . . . yes S6 C14 S5 C15 0.3(4) . . . . yes S5 C14 S6 C16 -1.0(4) . . . . yes C16 C15 S5 C14 1.0(6) . . . . yes S5 C15 C16 S6 -1.9(4) . . . . yes S5 C15 C16 S8 -178.6(9) . . . . yes C16 C15 S7 C17 -2.3(7) . . . . yes S7 C15 C16 S6 176.3(10) . . . . yes S7 C15 C16 S8 -0.4(5) . . . . yes S7 C15 S5 C14 -177.5(5) . . . . yes S5 C15 S7 C17 175.9(6) . . . . yes C15 C16 S6 C14 1.7(6) . . . . yes C15 C16 S8 C18 27.8(7) . . . . yes S8 C16 S6 C14 178.8(5) . . . . yes S6 C16 S8 C18 -148.9(6) . . . . yes C18 C17 S7 C15 -30.4(7) . . . . yes S7 C17 C18 S8 65.1(7) . . . . yes C17 C18 S8 C16 -59.0(7) . . . . yes C28 C27 S19 C29 51.6(6) . . . . yes S19 C27 C28 S20 -73.1(5) . . . . yes C27 C28 S20 C30 46.5(6) . . . . yes C30 C29 S19 C27 -14.6(7) . . . . yes S19 C29 C30 S20 -3.0(5) . . . . yes S19 C29 C30 S22 177.5(9) . . . . yes C30 C29 S21 C31 3.3(6) . . . . yes S21 C29 C30 S20 178.1(9) . . . . yes S21 C29 C30 S22 -1.4(4) . . . . yes S21 C29 S19 C27 164.3(5) . . . . yes S19 C29 S21 C31 -175.7(5) . . . . yes C29 C30 S20 C28 -9.5(7) . . . . yes C29 C30 S22 C31 -1.3(6) . . . . yes S22 C30 S20 C28 170.0(5) . . . . yes S20 C30 S22 C31 179.2(5) . . . . yes C32 C31 S21 C29 176.4(7) . . . . yes S21 C31 C32 S23 2.6(4) . . . . yes S21 C31 C32 S24 -176.8(9) . . . . yes C32 C31 S22 C30 -176.9(7) . . . . yes S22 C31 C32 S23 -176.9(9) . . . . yes S22 C31 C32 S24 3.6(4) . . . . yes S22 C31 S21 C29 -4.1(4) . . . . yes S21 C31 S22 C30 3.5(4) . . . . yes C31 C32 S23 C33 -177.8(7) . . . . yes C31 C32 S24 C34 177.0(7) . . . . yes S24 C32 S23 C33 1.7(4) . . . . yes S23 C32 S24 C34 -2.5(5) . . . . yes C34 C33 S23 C32 0.1(6) . . . . yes S23 C33 C34 S24 -1.8(4) . . . . yes S23 C33 C34 S26 178.0(10) . . . . yes C34 C33 S25 C35 4.2(8) . . . . yes S25 C33 C34 S24 177.1(10) . . . . yes S25 C33 C34 S26 -3.1(5) . . . . yes S25 C33 S23 C32 -179.1(5) . . . . yes S23 C33 S25 C35 -176.9(6) . . . . yes C33 C34 S24 C32 2.6(6) . . . . yes C33 C34 S26 C36 21.3(8) . . . . yes S26 C34 S24 C32 -177.2(5) . . . . yes S24 C34 S26 C36 -158.9(6) . . . . yes C36 C35 S25 C33 -32.4(10) . . . . yes S25 C35 C36 S26 60.5(9) . . . . yes C35 C36 S26 C34 -49.6(10) . . . . yes C37 C37 C38 C39 175.8(11) . . . . yes C37 C37 C42 C41 -178.7(10) . . . . yes C42 C37 C38 C39 -4.7(7) . . . . yes C38 C37 C42 C41 1.8(7) . . . . yes C37 C38 C39 C40 0.2(7) . . . . yes C37 C38 C39 N43 176.3(12) . . . . yes C38 C39 C40 C41 6.5(7) . . . . yes C38 C39 C40 O47 -173.0(12) . . . . yes C38 C39 N43 O45 -35.0(8) . . . . yes C38 C39 N43 O46 163.1(14) . . . . yes N43 C39 C40 C41 -169.5(10) . . . . yes C40 C39 N43 O45 141.4(11) . . . . yes C40 C39 N43 O46 -20.5(9) . . . . yes N43 C39 C40 O47 11.0(8) . . . . yes C39 C40 C41 C42 -9.7(7) . . . . yes C39 C40 C41 N44 172.1(8) . . . . yes O47 C40 C41 C42 169.8(11) . . . . yes O47 C40 C41 N44 -8.4(7) . . . . yes C40 C41 C42 C37 6.1(7) . . . . yes C40 C41 N44 O48 -37.0(7) . . . . yes C40 C41 N44 O49 142.7(9) . . . . yes N44 C41 C42 C37 -175.6(9) . . . . yes C42 C41 N44 O48 144.5(9) . . . . yes C42 C41 N44 O49 -35.7(7) . . . . yes S1 C9 C10 H10A 173.9(64) . . . . yes S1 C9 C10 H10B -41.1(48) . . . . yes H9A C9 C10 S2 178.7(55) . . . . yes H9A C9 C10 H10A -74.6(83) . . . . yes H9A C9 C10 H10B 70.4(72) . . . . yes H9B C9 C10 S2 -46.5(40) . . . . yes H9B C9 C10 H10A 60.1(75) . . . . yes H9B C9 C10 H10B -154.9(62) . . . . yes H9A C9 S1 C11 -160.0(49) . . . . yes H9B C9 S1 C11 66.8(43) . . . . yes H10A C10 S2 C12 -168.3(59) . . . . yes H10B C10 S2 C12 72.3(41) . . . . yes S7 C17 C18 H18A -58.4(50) . . . . yes S7 C17 C18 H18B -160.8(58) . . . . yes H17A C17 C18 S8 155.1(45) . . . . yes H17A C17 C18 H18A 31.6(67) . . . . yes H17A C17 C18 H18B -70.8(72) . . . . yes H17A C17 S7 C15 -130.8(43) . . . . yes H18A C18 S8 C16 66.9(49) . . . . yes H18B C18 S8 C16 164.9(55) . . . . yes S19 C27 C28 H28A 178.3(61) . . . . yes S19 C27 C28 H28B 41.9(52) . . . . yes H27A C27 C28 S20 163.4(59) . . . . yes H27A C27 C28 H28A 54.7(85) . . . . yes H27A C27 C28 H28B -81.6(79) . . . . yes H27B C27 C28 S20 58.0(50) . . . . yes H27B C27 C28 H28A -50.6(79) . . . . yes H27B C27 C28 H28B 173.1(73) . . . . yes H27A C27 S19 C29 177.4(57) . . . . yes H27B C27 S19 C29 -77.4(52) . . . . yes H28A C28 S20 C30 166.3(56) . . . . yes H28B C28 S20 C30 -75.4(49) . . . . yes S25 C35 C36 H36A 179.1(54) . . . . yes S25 C35 C36 H36B 117.1(59) . . . . yes H35A C35 C36 S26 -175.1(60) . . . . yes H35A C35 C36 H36A -56.6(78) . . . . yes H35A C35 C36 H36B -118.6(82) . . . . yes H36C C35 C36 S26 121.1(62) . . . . yes H36C C35 C36 H36A -120.4(81) . . . . yes H36C C35 C36 H36B 177.7(84) . . . . yes H35A C35 S25 C33 -163.1(54) . . . . yes H36C C35 S25 C33 -86.6(57) . . . . yes H36A C36 S26 C34 -175.2(49) . . . . yes H36B C36 S26 C34 -99.3(53) . . . . yes C37 C37 C38 H38 -8.1(65) . . . . yes C37 C37 C42 H42 -1.9(60) . . . . yes C42 C37 C38 H38 171.5(66) . . . . yes C38 C37 C42 H42 178.5(61) . . . . yes H38 C38 C39 C40 -176.1(64) . . . . yes H38 C38 C39 N43 0.0(63) . . . . yes C40 C41 C42 H42 -170.8(58) . . . . yes N44 C41 C42 H42 7.5(57) . . . . yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C9 C10 1.487(15) . . yes C9 S1 1.789(11) . . yes C10 S2 1.786(10) . . yes C11 C12 1.343(10) . . yes C11 S1 1.741(8) . . yes C11 S3 1.748(8) . . yes C12 S2 1.743(7) . . yes C12 S4 1.740(7) . . yes C13 C14 1.357(10) . . yes C13 S3 1.737(7) . . yes C13 S4 1.742(7) . . yes C14 S5 1.742(7) . . yes C14 S6 1.736(7) . . yes C15 C16 1.356(10) . . yes C15 S5 1.758(7) . . yes C15 S7 1.727(8) . . yes C16 S6 1.746(7) . . yes C16 S8 1.743(7) . . yes C17 C18 1.529(14) . . yes C17 S7 1.780(9) . . yes C18 S8 1.792(9) . . yes C27 C28 1.525(11) . . yes C27 S19 1.805(8) . . yes C28 S20 1.804(8) . . yes C29 C30 1.345(10) . . yes C29 S19 1.748(7) . . yes C29 S21 1.748(7) . . yes C30 S20 1.753(7) . . yes C30 S22 1.747(7) . . yes C31 C32 1.370(10) . . yes C31 S21 1.727(7) . . yes C31 S22 1.738(7) . . yes C32 S23 1.738(7) . . yes C32 S24 1.735(7) . . yes C33 C34 1.343(11) . . yes C33 S23 1.743(8) . . yes C33 S25 1.738(8) . . yes C34 S24 1.750(8) . . yes C34 S26 1.735(8) . . yes C35 C36 1.454(17) . . yes C35 S25 1.767(12) . . yes C36 S26 1.772(13) . . yes C37 C37 1.492(9) . 2_455 yes C37 C38 1.382(9) . . yes C37 C42 1.404(9) . . yes C38 C39 1.374(10) . . yes C39 C40 1.450(10) . . yes C39 N43 1.434(10) . . yes C40 C41 1.437(9) . . yes C40 O47 1.243(8) . . yes C41 C42 1.366(9) . . yes C41 N44 1.468(8) . . yes N43 O45 1.386(13) . . yes N43 O46 1.137(10) . . yes N44 O48 1.212(8) . . yes N44 O49 1.231(8) . . yes C9 H9A 0.99(9) . . yes C9 H9B 1.18(9) . . yes C10 H10A 0.85(9) . . yes C10 H10B 1.16(9) . . yes C17 H17A 1.09(9) . . yes C18 H18A 1.05(9) . . yes C18 H18B 0.95(9) . . yes C27 H27A 0.89(9) . . yes C27 H27B 1.01(9) . . yes C28 H28A 0.86(9) . . yes C28 H28B 0.99(9) . . yes C35 H35A 0.94(9) . . yes C35 H36C 0.95(10) . . yes C36 H36A 1.02(9) . . yes C36 H36B 1.03(10) . . yes C38 H38 0.85(9) . . yes C42 H42 0.92(9) . . yes 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 C9 S1 115.8(8) . . . yes C9 C10 S2 114.3(7) . . . yes C12 C11 S1 128.3(6) . . . yes C12 C11 S3 117.3(6) . . . yes S1 C11 S3 114.4(4) . . . yes C11 C12 S2 128.0(6) . . . yes C11 C12 S4 117.1(6) . . . yes S2 C12 S4 114.8(4) . . . yes C14 C13 S3 123.2(6) . . . yes C14 C13 S4 121.7(6) . . . yes S3 C13 S4 115.1(4) . . . yes C13 C14 S5 122.1(6) . . . yes C13 C14 S6 122.8(6) . . . yes S5 C14 S6 115.0(4) . . . yes C16 C15 S5 116.6(6) . . . yes C16 C15 S7 129.1(6) . . . yes S5 C15 S7 114.3(4) . . . yes C15 C16 S6 116.9(6) . . . yes C15 C16 S8 125.9(6) . . . yes S6 C16 S8 117.1(4) . . . yes C18 C17 S7 115.4(7) . . . yes C17 C18 S8 113.0(7) . . . yes C28 C27 S19 112.6(5) . . . yes C27 C28 S20 112.7(5) . . . yes C30 C29 S19 128.3(6) . . . yes C30 C29 S21 116.8(6) . . . yes S19 C29 S21 114.9(4) . . . yes C29 C30 S20 128.7(6) . . . yes C29 C30 S22 116.8(6) . . . yes S20 C30 S22 114.5(4) . . . yes C32 C31 S21 122.8(6) . . . yes C32 C31 S22 122.3(6) . . . yes S21 C31 S22 114.9(4) . . . yes C31 C32 S23 122.5(6) . . . yes C31 C32 S24 122.6(6) . . . yes S23 C32 S24 114.9(4) . . . yes C34 C33 S23 117.0(6) . . . yes C34 C33 S25 128.9(6) . . . yes S23 C33 S25 114.1(4) . . . yes C33 C34 S24 117.0(6) . . . yes C33 C34 S26 127.7(6) . . . yes S24 C34 S26 115.3(5) . . . yes C36 C35 S25 118.2(10) . . . yes C35 C36 S26 118.1(9) . . . yes C37 C37 C38 122.2(6) 2_455 . . yes C37 C37 C42 121.7(6) 2_455 . . yes C38 C37 C42 116.1(6) . . . yes C37 C38 C39 122.1(7) . . . yes C38 C39 C40 124.9(7) . . . yes C38 C39 N43 117.2(7) . . . yes C40 C39 N43 117.8(6) . . . yes C39 C40 C41 109.2(6) . . . yes C39 C40 O47 126.1(6) . . . yes C41 C40 O47 124.7(6) . . . yes C40 C41 C42 125.8(6) . . . yes C40 C41 N44 117.6(6) . . . yes C42 C41 N44 116.6(6) . . . yes C37 C42 C41 121.3(6) . . . yes C39 N43 O45 113.6(7) . . . yes C39 N43 O46 128.0(8) . . . yes O45 N43 O46 116.1(8) . . . yes C41 N44 O48 118.9(6) . . . yes C41 N44 O49 117.7(6) . . . yes O48 N44 O49 123.5(6) . . . yes C9 S1 C11 102.9(5) . . . yes C10 S2 C12 100.4(5) . . . yes C11 S3 C13 95.1(4) . . . yes C12 S4 C13 95.3(4) . . . yes C14 S5 C15 95.5(4) . . . yes C14 S6 C16 95.9(4) . . . yes C15 S7 C17 104.5(4) . . . yes C16 S8 C18 99.7(4) . . . yes C27 S19 C29 100.4(4) . . . yes C28 S20 C30 101.4(4) . . . yes C29 S21 C31 95.8(4) . . . yes C30 S22 C31 95.6(4) . . . yes C32 S23 C33 95.6(4) . . . yes C32 S24 C34 95.4(4) . . . yes C33 S25 C35 103.0(5) . . . yes C34 S26 C36 100.0(5) . . . yes C10 C9 H9A 115.2(49) . . . yes C10 C9 H9B 94.2(40) . . . yes S1 C9 H9A 96.5(49) . . . yes S1 C9 H9B 109.3(40) . . . yes H9A C9 H9B 127.1(63) . . . yes C9 C10 H10A 110.8(59) . . . yes C9 C10 H10B 120.1(41) . . . yes S2 C10 H10A 95.6(59) . . . yes S2 C10 H10B 92.4(40) . . . yes H10A C10 H10B 119.0(71) . . . yes C18 C17 H17A 101.5(43) . . . yes S7 C17 H17A 85.1(43) . . . yes C17 C18 H18A 112.9(46) . . . yes C17 C18 H18B 117.3(51) . . . yes S8 C18 H18A 108.4(46) . . . yes S8 C18 H18B 113.0(51) . . . yes H18A C18 H18B 89.9(68) . . . yes C28 C27 H27A 112.8(55) . . . yes C28 C27 H27B 111.1(47) . . . yes S19 C27 H27A 108.7(54) . . . yes S19 C27 H27B 115.3(47) . . . yes H27A C27 H27B 95.0(71) . . . yes C27 C28 H28A 114.4(56) . . . yes C27 C28 H28B 113.5(48) . . . yes S20 C28 H28A 96.2(55) . . . yes S20 C28 H28B 101.7(48) . . . yes H28A C28 H28B 116.1(73) . . . yes C36 C35 H35A 116.7(53) . . . yes C36 C35 H36C 65.8(57) . . . yes S25 C35 H35A 103.4(52) . . . yes S25 C35 H36C 78.4(56) . . . yes H35A C35 H36C 79.9(76) . . . yes C35 C36 H36A 114.7(49) . . . yes C35 C36 H36B 63.2(54) . . . yes S26 C36 H36A 100.7(48) . . . yes S26 C36 H36B 77.2(52) . . . yes H36A C36 H36B 78.9(71) . . . yes C37 C38 H38 120.8(56) . . . yes C39 C38 H38 117.0(56) . . . yes C37 C42 H42 122.0(51) . . . yes C41 C42 H42 116.6(51) . . . yes loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag C9 C15 3.80(1) 1_555 2_666 ? C9 C37 3.83(1) 1_555 1_656 ? C9 C38 3.68(1) 1_555 1_656 ? C9 C39 3.88(1) 1_555 1_656 ? C9 S5 3.83(1) 1_555 2_666 ? C10 C37 3.66(1) 1_555 1_656 ? C10 C37 3.69(1) 1_555 2_566 ? C10 C38 3.57(1) 1_555 1_656 ? C10 C42 3.63(1) 1_555 2_566 ? C10 O45 3.26(1) 1_555 2_666 ? C11 C13 3.959(9) 1_555 2_666 ? C12 S24 3.834(7) 1_555 2_666 ? C13 C34 3.881(9) 1_555 2_566 ? C13 S3 3.781(7) 1_555 2_666 ? C13 S26 3.650(7) 1_555 2_566 ? C14 C34 3.855(9) 1_555 2_566 ? C14 S1 3.813(7) 1_555 2_666 ? C14 S24 3.773(7) 1_555 2_566 ? C15 H9B 2.96(8) 1_555 2_666 ? C16 C31 3.793(9) 1_555 2_566 ? C16 C32 3.836(9) 1_555 2_566 ? C16 S20 3.896(7) 1_555 2_666 ? C17 C42 3.86(1) 1_555 2_465 ? C17 O49 3.12(1) 1_555 2_465 ? C18 O49 3.32(1) 1_555 2_465 ? C27 O46 3.376(9) 1_555 2_676 ? C27 O47 3.056(9) 1_555 2_676 ? C27 O49 3.098(9) 1_555 2_576 ? C28 O47 3.067(9) 1_555 2_676 ? C28 S8 3.821(8) 1_555 2_666 ? C29 C33 3.917(9) 1_555 2_676 ? C29 S8 3.885(7) 1_555 2_566 ? C30 H17B 2.81(8) 1_555 2_566 ? C31 S8 3.680(7) 1_555 2_566 ? C31 S23 3.771(7) 1_555 2_676 ? C32 S6 3.787(7) 1_555 2_566 ? C34 S2 3.760(7) 1_555 2_666 ? C37 C38 2.516(9) 1_555 2_465 ? C37 C39 3.785(9) 1_555 2_465 ? C37 C41 3.786(8) 1_555 2_465 ? C37 C42 2.529(8) 1_555 2_465 ? C37 H38 2.67(8) 1_555 2_465 ? C37 H9A 3.18(9) 1_555 1_454 ? C37 H42 2.72(8) 1_555 2_465 ? C37 H10B 3.04(8) 1_555 2_566 ? C38 C38 3.776(9) 1_555 2_465 ? C38 C42 2.966(9) 1_555 2_465 ? C38 O45 3.30(1) 1_555 2_565 ? C38 H9A 3.02(9) 1_555 1_454 ? C38 H42 2.70(8) 1_555 2_465 ? C39 O45 3.34(1) 1_555 2_565 ? C39 H9A 3.06(8) 1_555 1_454 ? C42 C42 3.810(8) 1_555 2_465 ? C42 H38 2.69(8) 1_555 2_465 ? C42 H10B 3.01(8) 1_555 2_566 ? N43 O45 2.84(1) 1_555 2_565 ? O45 H10A 2.53(9) 1_555 2_666 ? O47 H27A 2.47(8) 1_555 2_676 ? O47 H28A 2.59(8) 1_555 1_454 ? O49 H27B 2.49(8) 1_555 1_454 ? O49 H27B 2.60(8) 1_555 2_576 ? S1 S7 3.652(4) 1_555 2_566 ? S2 S19 3.473(3) 1_555 1_545 ? S2 S21 3.517(3) 1_555 1_545 ? S2 S24 3.629(3) 1_555 2_666 ? S2 S26 3.765(3) 1_555 2_666 ? S3 S3 3.737(3) 1_555 2_666 ? S3 S7 3.771(3) 1_555 2_566 ? S4 S22 3.751(3) 1_555 2_666 ? S4 S24 3.723(3) 1_555 2_666 ? S5 H9B 2.88(8) 1_555 2_666 ? S6 S20 3.780(3) 1_555 2_666 ? S6 S22 3.780(3) 1_555 2_666 ? S6 S25 3.467(3) 1_555 1_545 ? S8 S25 3.371(3) 1_555 1_545 ? S20 H17B 2.79(8) 1_555 2_566 ? S21 S23 3.797(3) 1_555 2_676 ? S22 H17B 3.05(8) 1_555 2_566 ? H38 H42 2.2(1) 1_555 2_465 ? C9 C15 3.80(1) 1_555 2_666 ? C9 C37 3.83(1) 1_555 1_656 ? C9 C38 3.68(1) 1_555 1_656 ? C9 C39 3.88(1) 1_555 1_656 ? C9 S5 3.83(1) 1_555 2_666 ? C10 C37 3.66(1) 1_555 1_656 ? C10 C37 3.69(1) 1_555 2_566 ? C10 C38 3.57(1) 1_555 1_656 ? C10 C42 3.63(1) 1_555 2_566 ? C10 O45 3.26(1) 1_555 2_666 ? C11 C13 3.959(9) 1_555 2_666 ? C12 S24 3.834(7) 1_555 2_666 ? C13 C34 3.881(9) 1_555 2_566 ? C13 S3 3.781(7) 1_555 2_666 ? C13 S26 3.650(7) 1_555 2_566 ? C14 C34 3.855(9) 1_555 2_566 ? C14 S1 3.813(7) 1_555 2_666 ? C14 S24 3.773(7) 1_555 2_566 ? C15 H9B 2.96(8) 1_555 2_666 ? C16 C31 3.793(9) 1_555 2_566 ? C16 C32 3.836(9) 1_555 2_566 ? C16 S20 3.896(7) 1_555 2_666 ? C17 C42 3.86(1) 1_555 2_465 ? C17 O49 3.12(1) 1_555 2_465 ? C18 O49 3.32(1) 1_555 2_465 ? C27 O46 3.376(9) 1_555 2_676 ? C27 O47 3.056(9) 1_555 2_676 ? C27 O49 3.098(9) 1_555 2_576 ? C28 O47 3.067(9) 1_555 2_676 ? C28 S8 3.821(8) 1_555 2_666 ? C29 C33 3.917(9) 1_555 2_676 ? C29 S8 3.885(7) 1_555 2_566 ? C30 H17B 2.81(8) 1_555 2_566 ? C31 S8 3.680(7) 1_555 2_566 ? C31 S23 3.771(7) 1_555 2_676 ? C32 S6 3.787(7) 1_555 2_566 ? C34 S2 3.760(7) 1_555 2_666 ? C37 C38 2.516(9) 1_555 2_465 ? C37 C39 3.785(9) 1_555 2_465 ? C37 C41 3.786(8) 1_555 2_465 ? C37 C42 2.529(8) 1_555 2_465 ? C37 H38 2.67(8) 1_555 2_465 ? C37 H9A 3.18(9) 1_555 1_454 ? C37 H42 2.72(8) 1_555 2_465 ? C37 H10B 3.04(8) 1_555 2_566 ? C38 C38 3.776(9) 1_555 2_465 ? C38 C42 2.966(9) 1_555 2_465 ? C38 O45 3.30(1) 1_555 2_565 ? C38 H9A 3.02(9) 1_555 1_454 ? C38 H42 2.70(8) 1_555 2_465 ? C39 O45 3.34(1) 1_555 2_565 ? C39 H9A 3.06(8) 1_555 1_454 ? C42 C42 3.810(8) 1_555 2_465 ? C42 H38 2.69(8) 1_555 2_465 ? C42 H10B 3.01(8) 1_555 2_566 ? N43 O45 2.84(1) 1_555 2_565 ? O45 H10A 2.53(9) 1_555 2_666 ? O47 H27A 2.47(8) 1_555 2_676 ? O47 H28A 2.59(8) 1_555 1_454 ? O49 H27B 2.49(8) 1_555 1_454 ? O49 H27B 2.60(8) 1_555 2_576 ? S1 S7 3.652(4) 1_555 2_566 ? S2 S19 3.473(3) 1_555 1_545 ? S2 S21 3.517(3) 1_555 1_545 ? S2 S24 3.629(3) 1_555 2_666 ? S2 S26 3.765(3) 1_555 2_666 ? S3 S3 3.737(3) 1_555 2_666 ? S3 S7 3.771(3) 1_555 2_566 ? S4 S22 3.751(3) 1_555 2_666 ? S4 S24 3.723(3) 1_555 2_666 ? S5 H9B 2.88(8) 1_555 2_666 ? S6 S20 3.780(3) 1_555 2_666 ? S6 S22 3.780(3) 1_555 2_666 ? S6 S25 3.467(3) 1_555 1_545 ? S8 S25 3.371(3) 1_555 1_545 ? S20 H17B 2.79(8) 1_555 2_566 ? S21 S23 3.797(3) 1_555 2_676 ? S22 H17B 3.05(8) 1_555 2_566 ? H38 H42 2.2(1) 1_555 2_465 ? #===END