# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Desiraju, Gautam R.' 'Carrell, H. L.' 'Katz, Amy K.' 'Thallapally, Praveen K.' _publ_contact_author_name 'Prof Gautam R. Desiraju' _publ_contact_author_address ; School of Chemistry University of Hyderabad School of Chemistry, University of Hyderabad 500 046 INDIA ; _publ_contact_author_email 'DESIRAJU@UOHYD.ERNET.IN' _publ_section_title ; Unusually long cooperative chain of seven hydrogen bonds. An alternative packing type for symmetrical phenols ; data_tris-phenol _database_code_CSD 173734 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3,5-tris(4-hydroxyphenyl)benzene ; _chemical_name_common 1,3,5-tris(4-hydroxyphenyl)benzene _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 O3' _chemical_formula_weight 354.38 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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' _cell_length_a 28.922(2) _cell_length_b 7.535(3) _cell_length_c 33.815(7) _cell_angle_alpha 90.00(3) _cell_angle_beta 105.65(3) _cell_angle_gamma 90.00(3) _cell_volume 7096(3) _cell_formula_units_Z 16 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 250 _cell_measurement_theta_min 10.0 _cell_measurement_theta_max 18.1 _exptl_crystal_description needles _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius FAST area detector' _diffrn_measurement_method 'box integration' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16481 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0424 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 28.74 _reflns_number_total 8885 _reflns_number_gt 6596 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MADNES-Messerschmidt & Pflugrath' _computing_cell_refinement 'MADNES-Messerschmidt & Pflugrath' _computing_data_reduction 'MADNES-Messerschmidt & Pflugrath' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXL-97 UNIX VERSION Release 97-1' _computing_publication_material 'Siemens SHELXL-97 UNIX VERSION Release 97-1' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+6.9029P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens refall _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8885 _refine_ls_number_parameters 601 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0787 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1456 _refine_ls_wR_factor_gt 0.1258 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 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_multiplicit _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.38737(6) 1.1658(2) 0.29107(5) 0.0160(3) Uani 1 1 d . . . H1A H 0.4049(7) 1.184(3) 0.2691(6) 0.019 Uiso 1 1 d . . . C2 C 0.41286(6) 1.1771(2) 0.33245(5) 0.0142(3) Uani 1 1 d . . . C3 C 0.38804(6) 1.1509(2) 0.36218(5) 0.0152(3) Uani 1 1 d . . . H3A H 0.4054(7) 1.150(3) 0.3913(6) 0.018 Uiso 1 1 d . . . C4 C 0.33862(6) 1.1206(2) 0.35118(5) 0.0143(3) Uani 1 1 d . . . C5 C 0.31416(6) 1.1105(2) 0.30947(5) 0.0151(3) Uani 1 1 d . . . H5A H 0.2794(7) 1.089(3) 0.3018(6) 0.018 Uiso 1 1 d . . . C6 C 0.33805(6) 1.1300(2) 0.27883(5) 0.0149(3) Uani 1 1 d . . . C7 C 0.46520(5) 1.2181(2) 0.34503(5) 0.0138(3) Uani 1 1 d . . . C8 C 0.49556(6) 1.1754(2) 0.32044(5) 0.0173(3) Uani 1 1 d . . . H8A H 0.4818(7) 1.108(3) 0.2936(6) 0.021 Uiso 1 1 d . . . C9 C 0.54439(6) 1.2178(2) 0.33263(5) 0.0179(3) Uani 1 1 d . . . H9A H 0.5653(7) 1.179(3) 0.3144(6) 0.022 Uiso 1 1 d . . . C10 C 0.56309(6) 1.3060(2) 0.36949(5) 0.0156(3) Uani 1 1 d . . . C11 C 0.53376(6) 1.3483(2) 0.39438(5) 0.0166(3) Uani 1 1 d . . . H11A H 0.5479(7) 1.410(3) 0.4207(6) 0.020 Uiso 1 1 d . . . C12 C 0.48551(6) 1.3041(2) 0.38228(5) 0.0158(3) Uani 1 1 d . . . H12A H 0.4647(7) 1.342(3) 0.4009(6) 0.019 Uiso 1 1 d . . . C13 C 0.31295(6) 1.0983(2) 0.38354(5) 0.0142(3) Uani 1 1 d . . . C14 C 0.33078(6) 1.1748(2) 0.42255(5) 0.0159(3) Uani 1 1 d . . . H14A H 0.3591(7) 1.253(3) 0.4283(6) 0.019 Uiso 1 1 d . . . C15 C 0.30922(6) 1.1445(2) 0.45401(5) 0.0170(3) Uani 1 1 d . . . H15A H 0.3214(7) 1.199(3) 0.4812(6) 0.020 Uiso 1 1 d . . . C16 C 0.26889(6) 1.0359(2) 0.44682(5) 0.0170(3) Uani 1 1 d . . . C17 C 0.24910(6) 0.9656(2) 0.40791(5) 0.0186(3) Uani 1 1 d . . . H17A H 0.2211(8) 0.889(3) 0.4037(6) 0.022 Uiso 1 1 d . . . C18 C 0.27079(6) 0.9969(2) 0.37667(5) 0.0167(3) Uani 1 1 d . . . H18A H 0.2574(7) 0.940(3) 0.3501(6) 0.020 Uiso 1 1 d . . . C19 C 0.31233(6) 1.1075(2) 0.23451(5) 0.0144(3) Uani 1 1 d . . . C20 C 0.26681(6) 1.0294(2) 0.22156(5) 0.0176(3) Uani 1 1 d . . . H20A H 0.2503(8) 0.992(3) 0.2415(6) 0.021 Uiso 1 1 d . . . C21 C 0.24516(6) 0.9928(2) 0.18032(5) 0.0180(3) Uani 1 1 d . . . H21A H 0.2133(7) 0.935(3) 0.1717(6) 0.022 Uiso 1 1 d . . . C22 C 0.26951(6) 1.0310(2) 0.15123(5) 0.0151(3) Uani 1 1 d . . . C23 C 0.31365(6) 1.1156(2) 0.16274(5) 0.0176(3) Uani 1 1 d . . . H23A H 0.3298(7) 1.145(3) 0.1417(6) 0.021 Uiso 1 1 d . . . C24 C 0.33432(6) 1.1539(2) 0.20380(5) 0.0160(3) Uani 1 1 d . . . H24A H 0.3649(7) 1.214(3) 0.2112(6) 0.019 Uiso 1 1 d . . . C25 C 0.47764(6) 0.7565(2) 0.35001(5) 0.0151(3) Uani 1 1 d . . . H25A H 0.4949(7) 0.787(3) 0.3291(6) 0.018 Uiso 1 1 d . . . C26 C 0.50041(6) 0.7846(2) 0.39158(5) 0.0147(3) Uani 1 1 d . . . C27 C 0.47512(6) 0.7458(2) 0.42027(5) 0.0152(3) Uani 1 1 d . . . H27A H 0.4908(7) 0.760(3) 0.4509(6) 0.018 Uiso 1 1 d . . . C28 C 0.42813(6) 0.6798(2) 0.40814(5) 0.0145(3) Uani 1 1 d . . . C29 C 0.40590(6) 0.6556(2) 0.36618(5) 0.0153(3) Uani 1 1 d . . . H29A H 0.3735(7) 0.606(3) 0.3575(6) 0.018 Uiso 1 1 d . . . C30 C 0.43077(6) 0.6919(2) 0.33687(5) 0.0145(3) Uani 1 1 d . . . C31 C 0.55093(6) 0.8478(2) 0.40494(5) 0.0147(3) Uani 1 1 d . . . C32 C 0.58405(6) 0.7984(2) 0.38352(5) 0.0167(3) Uani 1 1 d . . . H32A H 0.5729(7) 0.722(3) 0.3590(6) 0.020 Uiso 1 1 d . . . C33 C 0.63190(6) 0.8505(2) 0.39631(5) 0.0170(3) Uani 1 1 d . . . H33A H 0.6542(7) 0.812(3) 0.3812(6) 0.020 Uiso 1 1 d . . . C34 C 0.64704(6) 0.9553(2) 0.43120(5) 0.0167(3) Uani 1 1 d . . . C35 C 0.61519(6) 1.0084(2) 0.45298(5) 0.0171(3) Uani 1 1 d . . . H35A H 0.6253(7) 1.082(3) 0.4781(6) 0.021 Uiso 1 1 d . . . C36 C 0.56747(6) 0.9539(2) 0.43993(5) 0.0158(3) Uani 1 1 d . . . H36A H 0.5444(7) 0.993(3) 0.4558(6) 0.019 Uiso 1 1 d . . . C37 C 0.40456(6) 0.6255(2) 0.44021(5) 0.0148(3) Uani 1 1 d . . . C38 C 0.42983(6) 0.5204(2) 0.47310(5) 0.0156(3) Uani 1 1 d . . . H38A H 0.4619(7) 0.476(3) 0.4736(6) 0.019 Uiso 1 1 d . . . C39 C 0.41033(6) 0.4740(2) 0.50485(5) 0.0170(3) Uani 1 1 d . . . H39A H 0.4266(7) 0.398(3) 0.5270(6) 0.020 Uiso 1 1 d . . . C40 C 0.36508(6) 0.5370(2) 0.50477(5) 0.0149(3) Uani 1 1 d . . . C41 C 0.33828(6) 0.6348(2) 0.47154(5) 0.0154(3) Uani 1 1 d . . . H41A H 0.3060(7) 0.678(3) 0.4717(6) 0.019 Uiso 1 1 d . . . C42 C 0.35799(6) 0.6775(2) 0.43945(5) 0.0156(3) Uani 1 1 d . . . H42A H 0.3385(7) 0.747(3) 0.4164(6) 0.019 Uiso 1 1 d . . . C43 C 0.40871(6) 0.6573(2) 0.29262(4) 0.0139(3) Uani 1 1 d . . . C44 C 0.35953(6) 0.6839(2) 0.27471(5) 0.0172(3) Uani 1 1 d . . . H44A H 0.3389(7) 0.731(3) 0.2925(6) 0.021 Uiso 1 1 d . . . C45 C 0.33921(6) 0.6519(2) 0.23327(5) 0.0180(3) Uani 1 1 d . . . H45A H 0.3042(7) 0.673(3) 0.2210(6) 0.022 Uiso 1 1 d . . . C46 C 0.36721(6) 0.5911(2) 0.20865(5) 0.0158(3) Uani 1 1 d . . . C47 C 0.41617(6) 0.5634(2) 0.22584(5) 0.0176(3) Uani 1 1 d . . . H47A H 0.4359(7) 0.518(3) 0.2081(6) 0.021 Uiso 1 1 d . . . C48 C 0.43641(6) 0.5962(2) 0.26733(5) 0.0179(3) Uani 1 1 d . . . H48A H 0.4702(7) 0.571(3) 0.2794(6) 0.021 Uiso 1 1 d . . . O1 O 0.61134(4) 1.35149(17) 0.38020(4) 0.0188(3) Uani 1 1 d . . . H1B H 0.6204(10) 1.404(4) 0.4072(9) 0.064(9) Uiso 1 1 d . . . O2 O 0.24761(4) 0.9938(2) 0.47741(4) 0.0255(3) Uani 1 1 d . . . H2B H 0.2670(10) 1.005(4) 0.5031(9) 0.052(8) Uiso 1 1 d . . . O3 O 0.25131(4) 0.98894(18) 0.11005(3) 0.0202(3) Uani 1 1 d . . . H3B H 0.2286(10) 0.916(4) 0.1082(8) 0.055(8) Uiso 1 1 d . . . O4 O 0.69446(4) 1.01013(18) 0.44542(4) 0.0218(3) Uani 1 1 d . . . H4B H 0.7108(10) 0.982(4) 0.4263(9) 0.053(8) Uiso 1 1 d . . . O5 O 0.34904(5) 0.50075(18) 0.53869(3) 0.0209(3) Uani 1 1 d . . . H5B H 0.3172(11) 0.518(4) 0.5320(8) 0.052(8) Uiso 1 1 d . . . O6 O 0.34488(4) 0.56105(17) 0.16820(3) 0.0200(3) Uani 1 1 d . . . H6B H 0.3626(10) 0.497(4) 0.1548(9) 0.057(8) Uiso 1 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 0.0144(8) 0.0200(7) 0.0149(7) 0.0005(6) 0.0063(6) -0.0024(6) C2 0.0112(7) 0.0165(7) 0.0156(7) -0.0005(6) 0.0046(6) -0.0002(6) C3 0.0149(8) 0.0193(7) 0.0119(7) -0.0001(6) 0.0044(6) -0.0004(6) C4 0.0129(7) 0.0175(7) 0.0140(7) 0.0014(6) 0.0059(6) 0.0004(6) C5 0.0123(7) 0.0203(7) 0.0139(7) -0.0009(6) 0.0054(6) -0.0010(6) C6 0.0148(7) 0.0175(7) 0.0128(7) 0.0000(6) 0.0041(6) -0.0001(6) C7 0.0102(7) 0.0170(7) 0.0149(7) 0.0012(6) 0.0047(6) -0.0008(6) C8 0.0162(8) 0.0228(8) 0.0143(7) -0.0011(6) 0.0065(6) -0.0018(6) C9 0.0148(8) 0.0246(8) 0.0165(7) 0.0001(6) 0.0077(6) -0.0010(6) C10 0.0108(7) 0.0187(7) 0.0178(7) 0.0037(6) 0.0047(6) 0.0000(6) C11 0.0145(8) 0.0209(7) 0.0142(7) -0.0015(6) 0.0037(6) -0.0003(6) C12 0.0144(8) 0.0195(7) 0.0154(7) -0.0001(6) 0.0074(6) 0.0017(6) C13 0.0114(7) 0.0198(7) 0.0118(7) 0.0021(6) 0.0041(5) 0.0011(6) C14 0.0125(7) 0.0209(7) 0.0150(7) 0.0001(6) 0.0047(6) -0.0025(6) C15 0.0147(8) 0.0239(8) 0.0129(7) -0.0010(6) 0.0043(6) -0.0017(6) C16 0.0120(7) 0.0288(8) 0.0116(7) 0.0030(6) 0.0053(6) 0.0000(6) C17 0.0104(7) 0.0308(9) 0.0138(7) -0.0003(6) 0.0019(6) -0.0052(7) C18 0.0128(7) 0.0257(8) 0.0114(7) -0.0006(6) 0.0028(6) -0.0013(6) C19 0.0132(7) 0.0175(7) 0.0129(7) -0.0008(6) 0.0044(6) -0.0002(6) C20 0.0142(8) 0.0266(8) 0.0139(7) -0.0007(6) 0.0071(6) -0.0034(6) C21 0.0116(7) 0.0256(8) 0.0168(7) -0.0018(6) 0.0041(6) -0.0027(6) C22 0.0142(7) 0.0200(7) 0.0111(7) -0.0008(6) 0.0034(6) 0.0005(6) C23 0.0149(8) 0.0240(8) 0.0153(7) 0.0002(6) 0.0066(6) -0.0021(6) C24 0.0119(7) 0.0219(7) 0.0153(7) -0.0004(6) 0.0055(6) -0.0033(6) C25 0.0139(8) 0.0190(7) 0.0132(7) 0.0010(6) 0.0048(6) -0.0014(6) C26 0.0137(7) 0.0160(7) 0.0148(7) 0.0001(6) 0.0043(6) -0.0006(6) C27 0.0148(8) 0.0190(7) 0.0122(7) 0.0002(6) 0.0043(6) 0.0006(6) C28 0.0127(7) 0.0184(7) 0.0135(7) 0.0010(6) 0.0053(6) 0.0003(6) C29 0.0122(7) 0.0188(7) 0.0147(7) 0.0001(6) 0.0033(6) -0.0011(6) C30 0.0137(7) 0.0172(7) 0.0127(7) 0.0005(5) 0.0037(6) 0.0012(6) C31 0.0135(7) 0.0168(7) 0.0136(7) 0.0022(6) 0.0035(6) -0.0023(6) C32 0.0173(8) 0.0203(7) 0.0130(7) -0.0007(6) 0.0046(6) -0.0025(6) C33 0.0153(8) 0.0227(8) 0.0140(7) -0.0002(6) 0.0057(6) -0.0011(6) C34 0.0138(7) 0.0220(8) 0.0135(7) 0.0024(6) 0.0023(6) -0.0046(6) C35 0.0183(8) 0.0208(7) 0.0121(7) -0.0019(6) 0.0039(6) -0.0037(6) C36 0.0165(8) 0.0187(7) 0.0132(7) -0.0001(6) 0.0059(6) -0.0007(6) C37 0.0137(7) 0.0183(7) 0.0126(7) -0.0007(6) 0.0041(6) -0.0017(6) C38 0.0111(7) 0.0216(7) 0.0138(7) 0.0000(6) 0.0029(6) 0.0003(6) C39 0.0138(7) 0.0213(8) 0.0140(7) 0.0020(6) 0.0007(6) -0.0009(6) C40 0.0141(7) 0.0208(7) 0.0110(6) -0.0002(6) 0.0052(6) -0.0036(6) C41 0.0113(7) 0.0207(7) 0.0148(7) -0.0003(6) 0.0042(6) -0.0010(6) C42 0.0119(7) 0.0203(7) 0.0141(7) 0.0015(6) 0.0026(6) 0.0011(6) C43 0.0138(7) 0.0168(7) 0.0116(7) 0.0000(6) 0.0043(6) -0.0023(6) C44 0.0142(8) 0.0220(8) 0.0158(7) -0.0019(6) 0.0049(6) 0.0010(6) C45 0.0128(8) 0.0239(8) 0.0167(7) -0.0012(6) 0.0031(6) 0.0016(6) C46 0.0151(8) 0.0195(7) 0.0122(7) -0.0005(6) 0.0026(6) -0.0023(6) C47 0.0147(8) 0.0254(8) 0.0143(7) -0.0022(6) 0.0064(6) 0.0007(6) C48 0.0114(7) 0.0252(8) 0.0165(7) -0.0004(6) 0.0029(6) 0.0003(6) O1 0.0103(5) 0.0289(6) 0.0175(6) 0.0006(5) 0.0045(4) -0.0022(5) O2 0.0138(6) 0.0532(8) 0.0105(5) 0.0010(5) 0.0051(4) -0.0103(6) O3 0.0158(6) 0.0324(7) 0.0124(5) -0.0036(5) 0.0037(4) -0.0057(5) O4 0.0126(6) 0.0395(7) 0.0133(5) -0.0030(5) 0.0037(4) -0.0079(5) O5 0.0152(6) 0.0357(7) 0.0133(5) 0.0045(5) 0.0061(4) -0.0021(5) O6 0.0176(6) 0.0304(6) 0.0110(5) -0.0022(5) 0.0020(4) 0.0005(5) _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 1.397(2) . ? C1 C6 1.400(2) . ? C2 C3 1.398(2) . ? C2 C7 1.490(2) . ? C3 C4 1.395(2) . ? C4 C5 1.399(2) . ? C4 C13 1.488(2) . ? C5 C6 1.399(2) . ? C6 C19 1.492(2) . ? C7 C12 1.397(2) . ? C7 C8 1.400(2) . ? C8 C9 1.397(2) . ? C9 C10 1.387(2) . ? C10 C11 1.384(2) . ? C10 O1 1.3870(19) . ? C11 C12 1.385(2) . ? C13 C14 1.404(2) . ? C13 C18 1.404(2) . ? C14 C15 1.390(2) . ? C15 C16 1.391(2) . ? C16 O2 1.376(2) . ? C16 C17 1.390(2) . ? C17 C18 1.387(2) . ? C19 C20 1.400(2) . ? C19 C24 1.400(2) . ? C20 C21 1.393(2) . ? C21 C22 1.386(2) . ? C22 C23 1.386(2) . ? C22 O3 1.3860(18) . ? C23 C24 1.386(2) . ? C25 C30 1.395(2) . ? C25 C26 1.398(2) . ? C26 C27 1.394(2) . ? C26 C31 1.486(2) . ? C27 C28 1.401(2) . ? C28 C29 1.403(2) . ? C28 C37 1.486(2) . ? C29 C30 1.400(2) . ? C30 C43 1.483(2) . ? C31 C32 1.398(2) . ? C31 C36 1.401(2) . ? C32 C33 1.391(2) . ? C33 C34 1.389(2) . ? C34 C35 1.385(2) . ? C34 O4 1.3881(19) . ? C35 C36 1.393(2) . ? C37 C42 1.396(2) . ? C37 C38 1.400(2) . ? C38 C39 1.385(2) . ? C39 C40 1.392(2) . ? C40 O5 1.3756(19) . ? C40 C41 1.392(2) . ? C41 C42 1.393(2) . ? C43 C48 1.398(2) . ? C43 C44 1.402(2) . ? C44 C45 1.387(2) . ? C45 C46 1.387(2) . ? C46 O6 1.3648(18) . ? C46 C47 1.394(2) . ? C47 C48 1.389(2) . ? 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 C6 121.87(15) . . ? C1 C2 C3 118.48(14) . . ? C1 C2 C7 121.29(14) . . ? C3 C2 C7 120.22(14) . . ? C4 C3 C2 121.29(14) . . ? C3 C4 C5 118.72(14) . . ? C3 C4 C13 120.05(14) . . ? C5 C4 C13 121.22(14) . . ? C4 C5 C6 121.63(15) . . ? C5 C6 C1 117.94(14) . . ? C5 C6 C19 121.31(14) . . ? C1 C6 C19 120.72(14) . . ? C12 C7 C8 117.62(14) . . ? C12 C7 C2 120.05(14) . . ? C8 C7 C2 122.32(14) . . ? C9 C8 C7 121.21(15) . . ? C10 C9 C8 119.51(16) . . ? C11 C10 O1 121.52(14) . . ? C11 C10 C9 120.18(15) . . ? O1 C10 C9 118.29(15) . . ? C10 C11 C12 119.93(15) . . ? C11 C12 C7 121.53(15) . . ? C14 C13 C18 117.48(15) . . ? C14 C13 C4 120.98(14) . . ? C18 C13 C4 121.52(14) . . ? C15 C14 C13 121.66(15) . . ? C14 C15 C16 119.41(15) . . ? O2 C16 C17 118.05(15) . . ? O2 C16 C15 121.87(14) . . ? C17 C16 C15 120.07(15) . . ? C18 C17 C16 120.05(15) . . ? C17 C18 C13 121.17(14) . . ? C20 C19 C24 116.74(14) . . ? C20 C19 C6 122.26(14) . . ? C24 C19 C6 120.88(14) . . ? C21 C20 C19 121.81(15) . . ? C22 C21 C20 119.47(15) . . ? C21 C22 C23 120.14(14) . . ? C21 C22 O3 122.54(14) . . ? C23 C22 O3 117.31(14) . . ? C24 C23 C22 119.55(15) . . ? C23 C24 C19 122.09(15) . . ? C30 C25 C26 121.79(15) . . ? C27 C26 C25 118.31(15) . . ? C27 C26 C31 120.85(14) . . ? C25 C26 C31 120.79(14) . . ? C26 C27 C28 121.36(14) . . ? C27 C28 C29 119.09(14) . . ? C27 C28 C37 118.95(13) . . ? C29 C28 C37 121.82(14) . . ? C30 C29 C28 120.53(14) . . ? C25 C30 C29 118.89(14) . . ? C25 C30 C43 119.95(14) . . ? C29 C30 C43 121.12(14) . . ? C32 C31 C36 117.62(15) . . ? C32 C31 C26 120.80(14) . . ? C36 C31 C26 121.55(15) . . ? C33 C32 C31 121.84(15) . . ? C34 C33 C32 118.94(16) . . ? C35 C34 O4 117.81(14) . . ? C35 C34 C33 120.90(15) . . ? O4 C34 C33 121.29(15) . . ? C34 C35 C36 119.41(14) . . ? C35 C36 C31 121.28(15) . . ? C42 C37 C38 117.87(15) . . ? C42 C37 C28 122.67(14) . . ? C38 C37 C28 119.46(14) . . ? C39 C38 C37 121.60(15) . . ? C38 C39 C40 119.46(15) . . ? O5 C40 C41 122.61(15) . . ? O5 C40 C39 117.34(14) . . ? C41 C40 C39 120.04(15) . . ? C40 C41 C42 119.71(15) . . ? C41 C42 C37 121.11(15) . . ? C48 C43 C44 117.70(14) . . ? C48 C43 C30 120.91(14) . . ? C44 C43 C30 121.39(14) . . ? C45 C44 C43 121.04(15) . . ? C46 C45 C44 120.49(15) . . ? O6 C46 C45 117.49(14) . . ? O6 C46 C47 123.08(15) . . ? C45 C46 C47 119.43(14) . . ? C48 C47 C46 119.90(15) . . ? C47 C48 C43 121.44(15) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 28.74 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.353 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.074 #====END data_tris-phenol-tnb _database_code_CSD 173735 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1:1 molecular complex of 1,3,5-tris(4-hydroxyphenyl)benzene and 1,3,5-trinitrobenzene ; _chemical_name_common ; 1,3,5-tris(4-hydroxyphenyl)benzene : 1,3,5-trinitrobenzene ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H21 N3 O9' _chemical_formula_weight 567.50 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n 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' _cell_length_a 14.534(3) _cell_length_b 6.8663(14) _cell_length_c 24.375(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.77(3) _cell_angle_gamma 90.00 _cell_volume 2431.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 250 _cell_measurement_theta_min 10.0 _cell_measurement_theta_max 18.1 _exptl_crystal_description needles _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.117 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius FAST area detector' _diffrn_measurement_method 'box integration' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6040 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0244 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 28.69 _reflns_number_total 6040 _reflns_number_gt 4837 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MADNES-Messerschmidt & Pflugrath' _computing_cell_refinement 'MADNES-Messerschmidt & Pflugrath' _computing_data_reduction 'MADNES-Messerschmidt & Pflugrath' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXL-97 UNIX VERSION Release 97-1' _computing_publication_material 'Siemens SHELXL-97 UNIX VERSION Release 97-1' _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0709P)^2^+2.5417P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6040 _refine_ls_number_parameters 443 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1366 _refine_ls_wR_factor_gt 0.1210 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_multiplicit _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.88293(11) 0.8392(2) 0.19172(7) 0.0119(3) Uani 1 1 d . . . H1A H 0.8333(15) 0.862(3) 0.2155(9) 0.014 Uiso 1 1 d . . . C2 C 0.86550(10) 0.8235(2) 0.13480(6) 0.0114(3) Uani 1 1 d . . . C3 C 0.94034(11) 0.8011(2) 0.10032(6) 0.0117(3) Uani 1 1 d . . . H3A H 0.9287(14) 0.794(3) 0.0612(9) 0.014 Uiso 1 1 d . . . C4 C 1.03092(10) 0.7897(2) 0.12162(6) 0.0104(3) Uani 1 1 d . . . C5 C 1.04592(11) 0.8050(2) 0.17861(6) 0.0116(3) Uani 1 1 d . . . H5A H 1.1060(15) 0.793(3) 0.1945(8) 0.014 Uiso 1 1 d . . . C6 C 0.97273(11) 0.8295(2) 0.21407(6) 0.0110(3) Uani 1 1 d . . . C7 C 0.76923(10) 0.8264(2) 0.11178(6) 0.0112(3) Uani 1 1 d . . . C8 C 0.69636(11) 0.7574(3) 0.14265(7) 0.0137(3) Uani 1 1 d . . . H8A H 0.7079(15) 0.705(3) 0.1798(9) 0.016 Uiso 1 1 d . . . C9 C 0.60658(11) 0.7542(3) 0.12124(7) 0.0142(3) Uani 1 1 d . . . H9A H 0.5581(15) 0.699(3) 0.1428(9) 0.017 Uiso 1 1 d . . . C10 C 0.58811(11) 0.8181(3) 0.06771(7) 0.0132(3) Uani 1 1 d . . . C11 C 0.65979(11) 0.8878(3) 0.03619(7) 0.0144(3) Uani 1 1 d . . . H11A H 0.6478(14) 0.928(3) -0.0006(9) 0.017 Uiso 1 1 d . . . C12 C 0.74909(11) 0.8919(3) 0.05828(6) 0.0137(3) Uani 1 1 d . . . H12A H 0.7967(14) 0.947(3) 0.0340(9) 0.016 Uiso 1 1 d . . . C13 C 1.10907(10) 0.7503(2) 0.08503(6) 0.0102(3) Uani 1 1 d . . . C14 C 1.09504(11) 0.6584(3) 0.03413(7) 0.0126(3) Uani 1 1 d . . . H14A H 1.0311(15) 0.627(3) 0.0221(8) 0.015 Uiso 1 1 d . . . C15 C 1.16822(11) 0.6074(3) 0.00154(7) 0.0136(3) Uani 1 1 d . . . H15A H 1.1569(14) 0.533(3) -0.0328(9) 0.016 Uiso 1 1 d . . . C16 C 1.25766(11) 0.6507(3) 0.01948(7) 0.0136(3) Uani 1 1 d . . . C17 C 1.27360(11) 0.7514(3) 0.06836(7) 0.0133(3) Uani 1 1 d . . . H17A H 1.3358(15) 0.778(3) 0.0802(9) 0.016 Uiso 1 1 d . . . C18 C 1.20003(11) 0.7991(3) 0.10098(7) 0.0127(3) Uani 1 1 d . . . H18A H 1.2131(14) 0.868(3) 0.1356(9) 0.015 Uiso 1 1 d . . . C19 C 0.98994(11) 0.8353(2) 0.27466(6) 0.0116(3) Uani 1 1 d . . . C20 C 1.07252(11) 0.9097(3) 0.29764(7) 0.0132(3) Uani 1 1 d . . . H20A H 1.1180(14) 0.958(3) 0.2729(9) 0.016 Uiso 1 1 d . . . C21 C 1.08921(11) 0.9121(3) 0.35412(7) 0.0139(3) Uani 1 1 d . . . H21A H 1.1457(15) 0.967(3) 0.3711(9) 0.017 Uiso 1 1 d . . . C22 C 1.02285(11) 0.8404(3) 0.38898(7) 0.0141(3) Uani 1 1 d . . . C23 C 0.94100(11) 0.7634(3) 0.36720(7) 0.0141(3) Uani 1 1 d . . . H23A H 0.8979(15) 0.706(3) 0.3929(9) 0.017 Uiso 1 1 d . . . C24 C 0.92515(11) 0.7612(3) 0.31064(7) 0.0135(3) Uani 1 1 d . . . H24A H 0.8701(15) 0.701(3) 0.2952(9) 0.016 Uiso 1 1 d . . . C25 C -0.00495(11) 0.3590(3) 0.22817(7) 0.0142(3) Uani 1 1 d . . . H25A H -0.0347(15) 0.389(3) 0.2619(9) 0.017 Uiso 1 1 d . . . C26 C -0.05237(11) 0.3207(3) 0.17926(7) 0.0139(3) Uani 1 1 d . . . C27 C -0.00975(11) 0.2812(2) 0.13045(7) 0.0130(3) Uani 1 1 d . . . H27A H -0.0427(15) 0.258(3) 0.0970(9) 0.016 Uiso 1 1 d . . . C28 C 0.08573(11) 0.2831(2) 0.13210(7) 0.0134(3) Uani 1 1 d . . . C29 C 0.13796(11) 0.3261(3) 0.17887(7) 0.0137(3) Uani 1 1 d . . . H29A H 0.2048(15) 0.330(3) 0.1778(9) 0.016 Uiso 1 1 d . . . C30 C 0.09031(11) 0.3640(3) 0.22612(7) 0.0140(3) Uani 1 1 d . . . N1 N -0.15427(10) 0.3259(2) 0.17876(6) 0.0174(3) Uani 1 1 d . . . N2 N 0.13360(10) 0.2365(2) 0.08107(6) 0.0146(3) Uani 1 1 d . . . N3 N 0.14332(10) 0.4185(2) 0.27635(6) 0.0170(3) Uani 1 1 d . . . O1 O 0.49859(8) 0.8124(2) 0.04837(5) 0.0190(3) Uani 1 1 d . . . H1B H 0.4992(18) 0.803(4) 0.0130(11) 0.029 Uiso 1 1 d . . . O2 O 1.33379(8) 0.5943(2) -0.00869(5) 0.0194(3) Uani 1 1 d . . . H2A H 1.3189(18) 0.527(4) -0.0371(11) 0.036(7) Uiso 1 1 d . . . O3 O 1.03460(9) 0.8444(2) 0.44496(5) 0.0189(3) Uani 1 1 d . . . H3B H 1.0759(18) 0.920(4) 0.4543(10) 0.028 Uiso 1 1 d . . . O4 O -0.19084(9) 0.3523(3) 0.22279(6) 0.0300(4) Uani 1 1 d . . . O5 O -0.19524(9) 0.3060(2) 0.13453(5) 0.0232(3) Uani 1 1 d . . . O6 O 0.08599(9) 0.1844(2) 0.04123(5) 0.0192(3) Uani 1 1 d . . . O7 O 0.21773(9) 0.2515(2) 0.08194(5) 0.0199(3) Uani 1 1 d . . . O8 O 0.22287(9) 0.4760(2) 0.27062(6) 0.0274(3) Uani 1 1 d . . . O9 O 0.10538(9) 0.4062(2) 0.32020(5) 0.0222(3) Uani 1 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 0.0106(7) 0.0129(8) 0.0123(7) -0.0004(6) 0.0002(5) -0.0002(6) C2 0.0087(7) 0.0132(8) 0.0122(7) 0.0010(6) -0.0003(5) 0.0001(6) C3 0.0107(7) 0.0136(8) 0.0107(7) -0.0002(6) -0.0005(5) 0.0003(6) C4 0.0095(7) 0.0103(7) 0.0115(7) 0.0000(6) 0.0006(5) -0.0001(6) C5 0.0100(7) 0.0114(8) 0.0132(7) 0.0003(6) -0.0018(6) -0.0002(6) C6 0.0116(7) 0.0104(7) 0.0111(7) 0.0003(6) -0.0009(5) -0.0001(6) C7 0.0092(7) 0.0125(8) 0.0118(7) -0.0006(6) -0.0009(5) 0.0003(6) C8 0.0125(7) 0.0171(8) 0.0113(7) 0.0001(6) 0.0004(6) -0.0011(6) C9 0.0108(7) 0.0170(8) 0.0150(7) -0.0024(6) 0.0021(6) -0.0024(6) C10 0.0096(7) 0.0157(8) 0.0141(7) -0.0044(6) -0.0011(6) 0.0011(6) C11 0.0137(7) 0.0178(8) 0.0116(7) 0.0000(6) -0.0005(6) 0.0020(6) C12 0.0116(7) 0.0176(8) 0.0120(7) -0.0005(6) 0.0003(6) -0.0003(6) C13 0.0087(7) 0.0105(7) 0.0114(7) 0.0021(6) 0.0005(5) 0.0004(6) C14 0.0110(7) 0.0134(8) 0.0133(7) 0.0004(6) -0.0024(6) 0.0005(6) C15 0.0152(7) 0.0130(8) 0.0126(7) -0.0010(6) -0.0005(6) 0.0009(6) C16 0.0121(7) 0.0143(8) 0.0147(7) 0.0028(6) 0.0037(6) 0.0016(6) C17 0.0089(7) 0.0163(8) 0.0147(7) 0.0026(6) -0.0008(6) -0.0002(6) C18 0.0117(7) 0.0147(8) 0.0116(7) -0.0002(6) -0.0016(6) -0.0012(6) C19 0.0112(7) 0.0143(8) 0.0093(7) 0.0006(6) -0.0013(5) 0.0013(6) C20 0.0113(7) 0.0140(8) 0.0145(7) 0.0008(6) 0.0012(6) 0.0000(6) C21 0.0115(7) 0.0158(8) 0.0144(7) -0.0005(6) -0.0020(6) -0.0004(6) C22 0.0164(7) 0.0142(8) 0.0115(7) 0.0012(6) -0.0013(6) 0.0012(6) C23 0.0139(7) 0.0157(8) 0.0129(7) 0.0005(6) 0.0025(6) -0.0020(6) C24 0.0114(7) 0.0152(8) 0.0139(7) 0.0001(6) 0.0002(6) -0.0007(6) C25 0.0146(7) 0.0124(8) 0.0157(8) 0.0011(6) 0.0010(6) 0.0000(6) C26 0.0111(7) 0.0128(8) 0.0176(8) 0.0031(6) -0.0004(6) -0.0007(6) C27 0.0142(7) 0.0111(8) 0.0136(7) 0.0021(6) -0.0021(6) -0.0008(6) C28 0.0157(8) 0.0116(8) 0.0129(7) 0.0025(6) 0.0010(6) 0.0012(6) C29 0.0130(7) 0.0124(8) 0.0157(7) 0.0031(6) -0.0006(6) 0.0023(6) C30 0.0152(7) 0.0142(8) 0.0122(7) 0.0016(6) -0.0036(6) 0.0010(6) N1 0.0143(7) 0.0193(8) 0.0187(7) 0.0034(6) 0.0008(5) -0.0021(6) N2 0.0172(7) 0.0128(7) 0.0139(6) 0.0023(5) 0.0015(5) 0.0015(5) N3 0.0164(7) 0.0189(8) 0.0155(7) -0.0002(6) -0.0027(5) 0.0029(6) O1 0.0094(5) 0.0325(8) 0.0150(6) -0.0036(5) -0.0021(4) 0.0007(5) O2 0.0135(6) 0.0267(7) 0.0182(6) -0.0050(6) 0.0037(5) 0.0025(5) O3 0.0198(6) 0.0261(7) 0.0106(5) 0.0014(5) -0.0024(4) -0.0060(5) O4 0.0155(6) 0.0552(11) 0.0195(7) 0.0013(7) 0.0048(5) -0.0019(6) O5 0.0156(6) 0.0323(8) 0.0214(6) -0.0030(6) -0.0049(5) -0.0013(5) O6 0.0226(6) 0.0217(7) 0.0132(6) 0.0005(5) -0.0010(5) 0.0013(5) O7 0.0144(6) 0.0242(7) 0.0213(6) 0.0008(5) 0.0030(5) 0.0009(5) O8 0.0153(6) 0.0429(9) 0.0239(7) -0.0043(6) -0.0026(5) -0.0046(6) O9 0.0235(6) 0.0295(8) 0.0136(6) 0.0013(5) -0.0011(5) 0.0009(6) _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 C6 1.400(2) . ? C1 C2 1.407(2) . ? C1 H1A 0.95(2) . ? C2 C3 1.403(2) . ? C2 C7 1.491(2) . ? C3 C4 1.402(2) . ? C3 H3A 0.97(2) . ? C4 C5 1.403(2) . ? C4 C13 1.490(2) . ? C5 C6 1.401(2) . ? C5 H5A 0.95(2) . ? C6 C19 1.491(2) . ? C7 C8 1.401(2) . ? C7 C12 1.402(2) . ? C8 C9 1.391(2) . ? C8 H8A 0.98(2) . ? C9 C10 1.395(2) . ? C9 H9A 0.97(2) . ? C10 O1 1.3707(19) . ? C10 C11 1.398(2) . ? C11 C12 1.390(2) . ? C11 H11A 0.95(2) . ? C12 H12A 1.00(2) . ? C13 C14 1.401(2) . ? C13 C18 1.407(2) . ? C14 C15 1.392(2) . ? C14 H14A 0.99(2) . ? C15 C16 1.391(2) . ? C15 H15A 0.99(2) . ? C16 O2 1.376(2) . ? C16 C17 1.391(2) . ? C17 C18 1.391(2) . ? C17 H17A 0.96(2) . ? C18 H18A 0.98(2) . ? C19 C24 1.402(2) . ? C19 C20 1.405(2) . ? C20 C21 1.391(2) . ? C20 H20A 0.97(2) . ? C21 C22 1.395(2) . ? C21 H21A 0.98(2) . ? C22 O3 1.3702(19) . ? C22 C23 1.392(2) . ? C23 C24 1.391(2) . ? C23 H23A 0.98(2) . ? C24 H24A 0.97(2) . ? C25 C26 1.384(2) . ? C25 C30 1.387(2) . ? C25 H25A 0.96(2) . ? C26 C27 1.385(2) . ? C26 N1 1.481(2) . ? C27 C28 1.387(2) . ? C27 H27A 0.95(2) . ? C28 C29 1.382(2) . ? C28 N2 1.479(2) . ? C29 C30 1.387(2) . ? C29 H29A 0.97(2) . ? C30 N3 1.475(2) . ? N1 O5 1.223(2) . ? N1 O4 1.226(2) . ? N2 O7 1.2266(19) . ? N2 O6 1.228(2) . ? N3 O9 1.221(2) . ? N3 O8 1.234(2) . ? O1 H1B 0.87(3) . ? O2 H2A 0.85(3) . ? O3 H3B 0.82(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 121.14(15) . . ? C6 C1 H1A 119.1(13) . . ? C2 C1 H1A 119.8(13) . . ? C3 C2 C1 118.67(14) . . ? C3 C2 C7 120.78(14) . . ? C1 C2 C7 120.54(14) . . ? C4 C3 C2 121.37(14) . . ? C4 C3 H3A 119.8(12) . . ? C2 C3 H3A 118.8(12) . . ? C3 C4 C5 118.53(14) . . ? C3 C4 C13 120.83(14) . . ? C5 C4 C13 120.54(14) . . ? C6 C5 C4 121.46(14) . . ? C6 C5 H5A 117.7(12) . . ? C4 C5 H5A 120.8(13) . . ? C1 C6 C5 118.82(14) . . ? C1 C6 C19 120.66(14) . . ? C5 C6 C19 120.45(14) . . ? C8 C7 C12 117.95(14) . . ? C8 C7 C2 120.64(14) . . ? C12 C7 C2 121.39(14) . . ? C9 C8 C7 121.34(15) . . ? C9 C8 H8A 118.1(13) . . ? C7 C8 H8A 120.5(13) . . ? C8 C9 C10 119.83(15) . . ? C8 C9 H9A 119.4(13) . . ? C10 C9 H9A 120.6(13) . . ? O1 C10 C9 117.77(15) . . ? O1 C10 C11 122.44(15) . . ? C9 C10 C11 119.78(15) . . ? C12 C11 C10 119.78(15) . . ? C12 C11 H11A 120.2(13) . . ? C10 C11 H11A 120.0(13) . . ? C11 C12 C7 121.31(15) . . ? C11 C12 H12A 115.6(12) . . ? C7 C12 H12A 123.0(12) . . ? C14 C13 C18 117.50(14) . . ? C14 C13 C4 121.26(14) . . ? C18 C13 C4 121.21(14) . . ? C15 C14 C13 121.72(15) . . ? C15 C14 H14A 120.2(12) . . ? C13 C14 H14A 118.0(12) . . ? C16 C15 C14 119.35(15) . . ? C16 C15 H15A 120.3(12) . . ? C14 C15 H15A 120.2(12) . . ? O2 C16 C15 122.77(15) . . ? O2 C16 C17 116.89(15) . . ? C15 C16 C17 120.33(15) . . ? C18 C17 C16 119.74(15) . . ? C18 C17 H17A 121.1(13) . . ? C16 C17 H17A 119.0(13) . . ? C17 C18 C13 121.21(15) . . ? C17 C18 H18A 118.3(12) . . ? C13 C18 H18A 120.5(12) . . ? C24 C19 C20 117.68(14) . . ? C24 C19 C6 120.98(14) . . ? C20 C19 C6 121.32(14) . . ? C21 C20 C19 121.32(15) . . ? C21 C20 H20A 120.8(13) . . ? C19 C20 H20A 117.8(13) . . ? C20 C21 C22 119.74(15) . . ? C20 C21 H21A 122.6(13) . . ? C22 C21 H21A 117.6(12) . . ? O3 C22 C23 117.78(15) . . ? O3 C22 C21 122.17(15) . . ? C23 C22 C21 120.05(15) . . ? C24 C23 C22 119.70(15) . . ? C24 C23 H23A 122.6(13) . . ? C22 C23 H23A 117.6(13) . . ? C23 C24 C19 121.49(15) . . ? C23 C24 H24A 120.1(13) . . ? C19 C24 H24A 118.3(13) . . ? C26 C25 C30 116.41(15) . . ? C26 C25 H25A 123.4(13) . . ? C30 C25 H25A 120.1(13) . . ? C25 C26 C27 123.58(15) . . ? C25 C26 N1 118.29(15) . . ? C27 C26 N1 118.11(15) . . ? C26 C27 C28 116.54(15) . . ? C26 C27 H27A 123.1(13) . . ? C28 C27 H27A 120.4(13) . . ? C29 C28 C27 123.34(15) . . ? C29 C28 N2 118.64(14) . . ? C27 C28 N2 118.02(15) . . ? C28 C29 C30 116.71(15) . . ? C28 C29 H29A 120.5(13) . . ? C30 C29 H29A 122.8(13) . . ? C29 C30 C25 123.35(15) . . ? C29 C30 N3 118.41(15) . . ? C25 C30 N3 118.21(15) . . ? O5 N1 O4 125.15(15) . . ? O5 N1 C26 117.66(15) . . ? O4 N1 C26 117.19(15) . . ? O7 N2 O6 125.11(15) . . ? O7 N2 C28 117.51(14) . . ? O6 N2 C28 117.38(14) . . ? O9 N3 O8 124.85(15) . . ? O9 N3 C30 118.10(14) . . ? O8 N3 C30 117.04(14) . . ? C10 O1 H1B 107.8(17) . . ? C16 O2 H2A 111.7(18) . . ? C22 O3 H3B 110.8(18) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C3 H3A O6 0.97(2) 2.50(2) 3.461(2) 171.8(18) 3_665 C12 H12A O6 1.00(2) 2.70(2) 3.502(2) 137.5(17) 3_665 C14 H14A O6 0.99(2) 2.61(2) 3.341(2) 131.0(16) 3_665 C5 H5A O8 0.95(2) 2.89(2) 3.734(2) 149.1(17) 2_655 C18 H18A O8 0.98(2) 2.55(2) 3.508(2) 165.2(18) 2_655 C20 H20A O8 0.97(2) 2.58(2) 3.482(2) 155.9(17) 2_655 C8 H8A O4 0.98(2) 2.60(2) 3.347(2) 132.9(17) 2 C24 H24A O4 0.97(2) 2.83(2) 3.533(2) 130.8(17) 2 C1 H1A O4 0.95(2) 2.60(2) 3.536(2) 168.8(18) 2 C17 H17A O1 0.96(2) 2.52(2) 3.347(2) 144.1(17) 1_655 O1 H1B O3 0.87(3) 2.02(3) 2.8050(19) 150(2) 4_575 O3 H3B O2 0.82(3) 2.19(3) 2.972(2) 159(2) 2_755 _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.69 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.483 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.071 #=====EOF