Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 #==================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name 'Richard J. Bushby' _publ_contact_author_address ; SOMS Centre, School of Chemistry, University of Leeds, Leeds. LS2 9JT. UK. ; _publ_contact_author_phone '+44 (0)113 3436509' _publ_contact_author_fax '+44 (0)113 3436565' _publ_contact_author_email richardb@chem.leeds.ac.uk _publ_contact_letter ; The following set of data is supplementary data for the the crystal structure included in the paper, details of which are given below ; #======================================================================= # 2. TITLE AND AUTHOR LIST _publ_section_title ; Helical Geometry and Liquid Crystal Properties of 2,3,6,7,10,11-Hexaalkoxy-1-nitrotriphenylenes ; loop_ _publ_author_name _publ_author_address 'Richard J. Bushby' ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Neville Boden' ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Colin A. Kilner' ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Owen R. Lozman' ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Zhibao Lu' ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Quanying Liu' ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; ; M.Thornton-Pett ; ; SOMS Centre and School of Chemistry University of Leeds Leeds LS2 9JT UK ; #================================================================= data_rb2 _database_code_CSD 185127 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H17.50 N0.50 O4' _chemical_formula_weight 537.59 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4054(2) _cell_length_b 10.8386(2) _cell_length_c 14.5913(4) _cell_angle_alpha 70.1430(10) _cell_angle_beta 73.7890(10) _cell_angle_gamma 89.6730(10) _cell_volume 1336.84(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9706 _exptl_absorpt_correction_T_max 0.9847 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; PLEASE NOTE cell_measurement_ fields are not relevant to area detector data, the entire data set is used to refine the cell, which is indexed from all observed reflections in a 15 degree phi range. ; _diffrn_ambient_temperature 100(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 KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24207 _diffrn_reflns_av_R_equivalents 0.0868 _diffrn_reflns_av_sigmaI/netI 0.0556 _diffrn_reflns_limit_h_min -11 _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 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5217 _reflns_number_gt 4526 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WC (Thornton-Pett, 2000)' _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^)+(0.0703P)^2^+0.6003P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.028(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5217 _refine_ls_number_parameters 359 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0536 _refine_ls_wR_factor_ref 0.1497 _refine_ls_wR_factor_gt 0.1427 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.002 _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_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.31348(19) 0.11636(16) 0.71265(12) 0.0260(4) Uani 1 1 d . . . C2 C 0.20821(19) 0.01168(17) 0.74304(12) 0.0263(4) Uani 1 1 d . . . C3 C 0.19151(19) -0.04062(16) 0.66952(13) 0.0262(4) Uani 1 1 d . . . C4 C 0.27622(19) 0.01966(16) 0.56984(13) 0.0259(4) Uani 1 1 d . . . H4 H 0.2637 -0.0139 0.5200 0.031 Uiso 1 1 calc R . . C5 C 0.38113(18) 0.12962(16) 0.53875(12) 0.0243(4) Uani 1 1 d . . . C6 C 0.45838(19) 0.19750(16) 0.43077(12) 0.0242(4) Uani 1 1 d . . . C7 C 0.42638(19) 0.15792(16) 0.35493(13) 0.0257(4) Uani 1 1 d . . . H7 H 0.3578 0.0828 0.3754 0.031 Uiso 1 1 calc R . . C8 C 0.49143(19) 0.22481(16) 0.25286(13) 0.0256(4) Uani 1 1 d . . . C9 C 0.59536(19) 0.33584(16) 0.22212(12) 0.0257(4) Uani 1 1 d . . . C10 C 0.62991(19) 0.37492(16) 0.29418(12) 0.0252(4) Uani 1 1 d . . . H10 H 0.7011 0.4486 0.2726 0.030 Uiso 1 1 calc R . . C11 C 0.56197(19) 0.30807(16) 0.40010(12) 0.0243(4) Uani 1 1 d . . . C12 C 0.59880(19) 0.35023(16) 0.47642(12) 0.0245(4) Uani 1 1 d . . . C13 C 0.71003(19) 0.45553(16) 0.44795(13) 0.0262(4) Uani 1 1 d . . . H13 H 0.7608 0.4991 0.3777 0.031 Uiso 1 1 calc R . . C14 C 0.74665(19) 0.49651(16) 0.51860(13) 0.0256(4) Uani 1 1 d . . . C15 C 0.67293(19) 0.43003(17) 0.62351(13) 0.0270(4) Uani 1 1 d . . . C16 C 0.56875(19) 0.32589(17) 0.65233(13) 0.0269(4) Uani 1 1 d . . . H16 H 0.5244 0.2790 0.7230 0.032 Uiso 1 1 calc R . . C17 C 0.52432(19) 0.28510(16) 0.58104(13) 0.0250(4) Uani 1 1 d . . . C18 C 0.40781(19) 0.17830(16) 0.61192(12) 0.0244(4) Uani 1 1 d . . . C22 C 0.1359(2) -0.15712(17) 0.90587(13) 0.0313(4) Uani 1 1 d . . . H22A H 0.2385 -0.1559 0.9112 0.038 Uiso 1 1 calc R . . H22B H 0.1211 -0.2263 0.8783 0.038 Uiso 1 1 calc R . . C23 C 0.0241(2) -0.18408(18) 1.00925(13) 0.0339(4) Uani 1 1 d . . . H23A H 0.0459 -0.1198 1.0384 0.051 Uiso 1 1 calc R . . H23B H 0.0302 -0.2732 1.0545 0.051 Uiso 1 1 calc R . . H23C H -0.0763 -0.1767 1.0018 0.051 Uiso 1 1 calc R . . C32 C 0.0570(2) -0.19302(17) 0.63039(13) 0.0293(4) Uani 1 1 d . . . H32A H 0.1506 -0.2158 0.5908 0.035 Uiso 1 1 calc R . . H32B H 0.0155 -0.1253 0.5825 0.035 Uiso 1 1 calc R . . C33 C -0.0524(2) -0.31354(18) 0.68755(14) 0.0353(4) Uani 1 1 d . . . H33A H -0.0079 -0.3817 0.7318 0.053 Uiso 1 1 calc R . . H33B H -0.0780 -0.3467 0.6389 0.053 Uiso 1 1 calc R . . H33C H -0.1425 -0.2908 0.7292 0.053 Uiso 1 1 calc R . . C82 C 0.3551(2) 0.08575(17) 0.20222(13) 0.0292(4) Uani 1 1 d . . . H82A H 0.2579 0.0994 0.2442 0.035 Uiso 1 1 calc R . . H82B H 0.3884 0.0030 0.2416 0.035 Uiso 1 1 calc R . . C83 C 0.3416(2) 0.07839(18) 0.10354(14) 0.0347(4) Uani 1 1 d . . . H83A H 0.3171 0.1635 0.0627 0.052 Uiso 1 1 calc R . . H83B H 0.2626 0.0096 0.1184 0.052 Uiso 1 1 calc R . . H83C H 0.4361 0.0572 0.0655 0.052 Uiso 1 1 calc R . . C92 C 0.7619(2) 0.50741(17) 0.08177(13) 0.0304(4) Uani 1 1 d . . . H92A H 0.8517 0.4791 0.1029 0.036 Uiso 1 1 calc R . . H92B H 0.7230 0.5770 0.1090 0.036 Uiso 1 1 calc R . . C93 C 0.7987(2) 0.55809(18) -0.03313(13) 0.0353(4) Uani 1 1 d . . . H93A H 0.8340 0.4873 -0.0587 0.053 Uiso 1 1 calc R . . H93B H 0.8765 0.6320 -0.0624 0.053 Uiso 1 1 calc R . . H93C H 0.7094 0.5878 -0.0528 0.053 Uiso 1 1 calc R . . C142 C 0.9406(2) 0.65962(17) 0.39401(13) 0.0289(4) Uani 1 1 d . . . H142 H 0.8763 0.6934 0.3494 0.035 Uiso 1 1 calc R . . H142' H 1.0023 0.5960 0.3701 0.035 Uiso 1 1 calc R . . C143 C 1.0386(2) 0.77193(17) 0.39071(14) 0.0317(4) Uani 1 1 d . . . H14A H 0.9764 0.8314 0.4183 0.048 Uiso 1 1 calc R . . H14B H 1.0968 0.8205 0.3200 0.048 Uiso 1 1 calc R . . H14C H 1.1061 0.7367 0.4317 0.048 Uiso 1 1 calc R . . C152 C 0.6385(2) 0.42441(18) 0.79502(13) 0.0317(4) Uani 1 1 d . . . H152 H 0.5320 0.4044 0.8034 0.038 Uiso 1 1 calc R . . H152' H 0.6456 0.4924 0.8253 0.038 Uiso 1 1 calc R . . C153 C 0.6974(2) 0.3021(2) 0.85132(16) 0.0431(5) Uani 1 1 d . . . H15A H 0.6779 0.2306 0.8282 0.065 Uiso 1 1 calc R . . H15B H 0.6479 0.2766 0.9247 0.065 Uiso 1 1 calc R . . H15C H 0.8048 0.3190 0.8379 0.065 Uiso 1 1 calc R . . O1 O 0.24876(14) 0.27287(12) 0.78955(9) 0.0315(3) Uani 1 1 d . . . O2 O 0.35650(15) 0.10717(12) 0.86465(9) 0.0355(3) Uani 1 1 d . . . O21 O 0.11176(13) -0.02937(11) 0.83986(8) 0.0283(3) Uani 1 1 d . . . O31 O 0.08508(14) -0.14361(12) 0.70428(9) 0.0296(3) Uani 1 1 d . . . O81 O 0.46272(14) 0.19519(12) 0.17545(9) 0.0293(3) Uani 1 1 d . . . O91 O 0.65103(14) 0.39770(11) 0.11880(8) 0.0284(3) Uani 1 1 d . . . O141 O 0.85134(14) 0.59680(12) 0.49781(9) 0.0294(3) Uani 1 1 d . . . O151 O 0.71777(14) 0.47606(12) 0.68831(9) 0.0319(3) Uani 1 1 d . . . N1 N 0.30554(16) 0.16940(14) 0.79521(10) 0.0282(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 0.0301(9) 0.0307(8) 0.0212(8) -0.0105(7) -0.0121(7) 0.0021(7) C2 0.0288(9) 0.0314(9) 0.0191(8) -0.0077(7) -0.0093(7) 0.0028(7) C3 0.0269(9) 0.0274(8) 0.0253(9) -0.0085(7) -0.0102(7) 0.0010(7) C4 0.0311(9) 0.0292(8) 0.0216(8) -0.0115(7) -0.0115(7) 0.0053(7) C5 0.0256(9) 0.0272(8) 0.0232(8) -0.0100(7) -0.0105(7) 0.0049(7) C6 0.0284(9) 0.0276(8) 0.0207(8) -0.0102(7) -0.0115(7) 0.0067(7) C7 0.0289(9) 0.0272(8) 0.0233(8) -0.0101(7) -0.0098(7) 0.0007(7) C8 0.0315(9) 0.0290(8) 0.0221(8) -0.0118(7) -0.0132(7) 0.0045(7) C9 0.0284(9) 0.0293(8) 0.0197(8) -0.0080(7) -0.0085(7) 0.0037(7) C10 0.0266(9) 0.0294(8) 0.0225(8) -0.0102(7) -0.0103(7) 0.0018(7) C11 0.0254(8) 0.0284(8) 0.0224(8) -0.0107(7) -0.0102(7) 0.0052(7) C12 0.0270(9) 0.0285(8) 0.0222(8) -0.0111(7) -0.0112(7) 0.0057(7) C13 0.0287(9) 0.0292(8) 0.0234(8) -0.0104(7) -0.0107(7) 0.0042(7) C14 0.0276(9) 0.0278(8) 0.0253(9) -0.0104(7) -0.0125(7) 0.0040(7) C15 0.0296(9) 0.0312(9) 0.0263(9) -0.0132(7) -0.0139(7) 0.0051(7) C16 0.0306(9) 0.0321(9) 0.0198(8) -0.0091(7) -0.0103(7) 0.0026(7) C17 0.0272(9) 0.0284(8) 0.0233(8) -0.0107(7) -0.0114(7) 0.0049(7) C18 0.0264(9) 0.0297(8) 0.0197(8) -0.0091(7) -0.0104(7) 0.0051(7) C22 0.0332(10) 0.0296(9) 0.0279(9) -0.0057(7) -0.0098(7) 0.0016(7) C23 0.0395(10) 0.0333(9) 0.0247(9) -0.0050(7) -0.0093(8) 0.0014(8) C32 0.0344(10) 0.0316(9) 0.0251(8) -0.0120(7) -0.0111(7) -0.0011(7) C33 0.0385(11) 0.0371(10) 0.0304(10) -0.0127(8) -0.0092(8) -0.0046(8) C82 0.0355(10) 0.0299(9) 0.0260(9) -0.0114(7) -0.0129(7) -0.0013(7) C83 0.0474(11) 0.0333(9) 0.0313(10) -0.0145(8) -0.0198(9) 0.0007(8) C92 0.0332(10) 0.0332(9) 0.0241(9) -0.0102(7) -0.0069(7) -0.0042(7) C93 0.0429(11) 0.0352(9) 0.0260(9) -0.0117(8) -0.0059(8) -0.0049(8) C142 0.0313(9) 0.0325(9) 0.0235(8) -0.0089(7) -0.0101(7) 0.0007(7) C143 0.0326(10) 0.0310(9) 0.0323(9) -0.0107(8) -0.0113(8) 0.0009(7) C152 0.0359(10) 0.0370(9) 0.0235(9) -0.0118(7) -0.0094(7) -0.0041(8) C153 0.0498(12) 0.0461(11) 0.0386(11) -0.0130(9) -0.0236(10) 0.0032(9) O1 0.0380(7) 0.0307(6) 0.0285(7) -0.0143(5) -0.0092(5) 0.0031(5) O2 0.0436(8) 0.0406(7) 0.0241(6) -0.0079(5) -0.0168(6) -0.0014(6) O21 0.0328(7) 0.0299(6) 0.0206(6) -0.0065(5) -0.0081(5) -0.0004(5) O31 0.0346(7) 0.0331(6) 0.0222(6) -0.0107(5) -0.0086(5) -0.0043(5) O81 0.0380(7) 0.0328(6) 0.0204(6) -0.0107(5) -0.0119(5) -0.0036(5) O91 0.0368(7) 0.0312(6) 0.0177(6) -0.0086(5) -0.0088(5) -0.0030(5) O141 0.0323(7) 0.0322(6) 0.0265(6) -0.0118(5) -0.0110(5) -0.0029(5) O151 0.0368(7) 0.0395(7) 0.0225(6) -0.0130(5) -0.0106(5) -0.0062(5) N1 0.0302(8) 0.0329(8) 0.0217(7) -0.0092(6) -0.0082(6) -0.0030(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 C2 1.375(2) . ? C1 C18 1.416(2) . ? C1 N1 1.486(2) . ? C2 O21 1.371(2) . ? C2 C3 1.416(2) . ? C3 O31 1.360(2) . ? C3 C4 1.375(2) . ? C4 C5 1.413(2) . ? C5 C18 1.419(2) . ? C5 C6 1.460(2) . ? C6 C11 1.411(2) . ? C6 C7 1.417(2) . ? C7 C8 1.371(2) . ? C8 O81 1.3673(19) . ? C8 C9 1.417(2) . ? C9 O91 1.369(2) . ? C9 C10 1.373(2) . ? C10 C11 1.419(2) . ? C11 C12 1.460(2) . ? C12 C17 1.413(2) . ? C12 C13 1.421(2) . ? C13 C14 1.375(2) . ? C14 O141 1.366(2) . ? C14 C15 1.417(2) . ? C15 O151 1.366(2) . ? C15 C16 1.368(2) . ? C16 C17 1.417(2) . ? C17 C18 1.459(2) . ? C22 O21 1.452(2) . ? C22 C23 1.512(2) . ? C32 O31 1.440(2) . ? C32 C33 1.502(2) . ? C82 O81 1.436(2) . ? C82 C83 1.509(2) . ? C92 O91 1.434(2) . ? C92 C93 1.512(2) . ? C142 O141 1.435(2) . ? C142 C143 1.511(2) . ? C152 O151 1.435(2) . ? C152 C153 1.499(3) . ? O1 N1 1.2267(18) . ? O2 N1 1.2306(18) . ? 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 C18 125.03(15) . . ? C2 C1 N1 112.05(14) . . ? C18 C1 N1 122.53(15) . . ? O21 C2 C1 119.35(14) . . ? O21 C2 C3 121.62(15) . . ? C1 C2 C3 118.61(15) . . ? O31 C3 C4 125.65(15) . . ? O31 C3 C2 115.75(15) . . ? C4 C3 C2 118.50(15) . . ? C3 C4 C5 122.46(15) . . ? C4 C5 C18 120.24(15) . . ? C4 C5 C6 120.29(15) . . ? C18 C5 C6 119.42(15) . . ? C11 C6 C7 118.85(15) . . ? C11 C6 C5 120.04(14) . . ? C7 C6 C5 121.05(15) . . ? C8 C7 C6 122.02(16) . . ? O81 C8 C7 125.37(15) . . ? O81 C8 C9 115.52(14) . . ? C7 C8 C9 119.09(15) . . ? O91 C9 C10 125.42(15) . . ? O91 C9 C8 114.59(14) . . ? C10 C9 C8 119.98(15) . . ? C9 C10 C11 121.68(16) . . ? C6 C11 C10 118.37(15) . . ? C6 C11 C12 120.15(15) . . ? C10 C11 C12 121.47(15) . . ? C17 C12 C13 118.67(15) . . ? C17 C12 C11 120.00(15) . . ? C13 C12 C11 121.33(15) . . ? C14 C13 C12 122.24(16) . . ? O141 C14 C13 125.99(15) . . ? O141 C14 C15 115.07(14) . . ? C13 C14 C15 118.94(16) . . ? O151 C15 C16 125.49(15) . . ? O151 C15 C14 114.97(15) . . ? C16 C15 C14 119.52(15) . . ? C15 C16 C17 122.70(16) . . ? C12 C17 C16 117.80(15) . . ? C12 C17 C18 119.61(15) . . ? C16 C17 C18 122.58(15) . . ? C1 C18 C5 114.92(15) . . ? C1 C18 C17 124.81(15) . . ? C5 C18 C17 120.27(15) . . ? O21 C22 C23 106.79(14) . . ? O31 C32 C33 107.55(14) . . ? O81 C82 C83 106.77(14) . . ? O91 C92 C93 106.27(13) . . ? O141 C142 C143 107.35(13) . . ? O151 C152 C153 112.54(16) . . ? C2 O21 C22 114.11(13) . . ? C3 O31 C32 117.39(13) . . ? C8 O81 C82 117.91(13) . . ? C9 O91 C92 117.80(12) . . ? C14 O141 C142 117.96(12) . . ? C15 O151 C152 118.84(13) . . ? O1 N1 O2 124.18(14) . . ? O1 N1 C1 117.73(13) . . ? O2 N1 C1 118.09(14) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.426 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.058