# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Stefano Cicchi' _publ_contact_author_address ; Dipartimento di Chimica Organica Universita di Firenze Via della lastruccia 13 Sesto Fiorentino 50019 ITALY ; _publ_contact_author_email STEFANO.CICCHI@UNIFI.IT _publ_section_title ; A new organogelator based on an enantiopure C2 symmetric pyrrolidine ; loop_ _publ_author_name S.Cicchi P.Baglioni D.Berti F.Berti A.Brandi S.Ferrati ; G.Ghini ; L.Lacialfari # Attachment 'x-rayB614311C.cif' data_xcalibur _database_code_depnum_ccdc_archive 'CCDC 627714' _audit_creation_date ; 'Thu Dec 21 16:32:07 2006' ; _audit_creation_method ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET) (compiled Jul 10 2006,00:11:42) ; _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET) (compiled Jul 10 2006,00:11:42) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET) (compiled Jul 10 2006,00:11:42) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET) (compiled Jul 10 2006,00:11:42) ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H49 N3 O4' _chemical_formula_weight 503.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.020(1) _cell_length_b 16.571(1) _cell_length_c 18.400(1) _cell_angle_alpha 90.000 _cell_angle_beta 93.370(2) _cell_angle_gamma 90.000 _cell_volume 1528.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.093 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 0.572 _exptl_absorpt_correction_T_min 0.8667 _exptl_absorpt_correction_T_max 0.9230 _exptl_absorpt_correction_type empirical _exptl_special_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET) (compiled Jul 10 2006,00:11:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_radiation_monochromator 'Oxford Diffraction, Enhance ULTRA assembly' _diffrn_measurement_device_type 'Oxford Diffraction Excalibur PX Ultra CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.1241 _diffrn_standards_number 3 _diffrn_standards_interval_count 50 _diffrn_reflns_number 5945 _diffrn_reflns_av_R_equivalents 0.0221 _diffrn_reflns_av_sigmaI/netI 0.0447 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.81 _diffrn_reflns_theta_max 58.91 _reflns_number_total 3680 _reflns_number_gt 1986 _reflns_threshold_expression >2sigma(I) _diffrn_orient_matrix_UB_11 -0.0394350898 _diffrn_orient_matrix_UB_12 -0.0300203709 _diffrn_orient_matrix_UB_13 0.0779206233 _diffrn_orient_matrix_UB_21 -0.0805445583 _diffrn_orient_matrix_UB_22 -0.0837682582 _diffrn_orient_matrix_UB_23 -0.0302973856 _diffrn_orient_matrix_UB_31 0.2943669172 _diffrn_orient_matrix_UB_32 -0.0269604488 _diffrn_orient_matrix_UB_33 0.0072876738 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -67.00 -21.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 1.5876 -45.0000 240.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 2 omega -21.00 24.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 1.5876 45.0000 240.0000 0.0000 0.0000 45 #__ type_ start__ end____ width___ exp.time_ 3 omega -22.00 24.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 1.5876 -39.0000 306.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 4 omega -150.00 -104.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -81.4385 -45.0000 0.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 5 omega -150.00 -104.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -81.4385 -45.0000 240.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 6 omega -58.00 -14.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -81.4385 45.0000 0.0000 0.0000 0.0000 44 #__ type_ start__ end____ width___ exp.time_ 7 omega 62.00 108.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 -45.0000 120.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 8 omega 16.00 62.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 -45.0000 0.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 9 omega 59.00 112.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 -102.0000 18.0000 0.0000 0.0000 53 #__ type_ start__ end____ width___ exp.time_ 10 omega 59.00 112.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 -102.0000 -122.0000 0.0000 0.0000 53 #__ type_ start__ end____ width___ exp.time_ 11 omega 16.00 62.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 -45.0000 120.0000 0.0000 0.0000 46 #__ type_ start__ end____ width___ exp.time_ 12 omega 106.00 156.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 78.0000 83.0000 0.0000 0.0000 50 #__ type_ start__ end____ width___ exp.time_ 13 omega 62.00 90.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 84.5485 -45.0000 0.0000 0.0000 0.0000 28 ; _computing_structure_solution 'SIR97 (Altomare, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Ciftab _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^)+(0.1559P)^2^+0.0000P] 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 0.0049(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.7(4) _refine_ls_number_reflns 3680 _refine_ls_number_parameters 339 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0975 _refine_ls_R_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.1739 _refine_ls_wR_factor_gt 0.1481 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.886 _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_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 1.1286(9) 0.8059(3) 0.7108(2) 0.1039(18) Uani 1 1 d . . . N2 N 1.0702(8) 0.9021(3) 0.4554(3) 0.1011(14) Uani 1 1 d . . . N3 N 0.5385(9) 0.6106(3) 0.3955(3) 0.1013(17) Uani 1 1 d . . . O1 O 0.6904(5) 0.7220(2) 0.45002(19) 0.0906(10) Uani 1 1 d . . . O2 O 1.0179(5) 0.8124(3) 0.59508(16) 0.1054(12) Uani 1 1 d . . . O3 O 0.9754(6) 0.6327(2) 0.4066(2) 0.1149(13) Uani 1 1 d . . . O4 O 0.7007(6) 0.8141(3) 0.67413(19) 0.1387(16) Uani 1 1 d . . . C1 C 0.7485(8) 0.6540(3) 0.4160(3) 0.0811(13) Uani 1 1 d . . . C2 C 0.9296(8) 0.8121(3) 0.6613(3) 0.0839(13) Uani 1 1 d . . . C3 C 0.8311(8) 0.8281(3) 0.5338(2) 0.0803(14) Uani 1 1 d . . . C4 C 0.8683(10) 0.9128(3) 0.5068(3) 0.0960(15) Uani 1 1 d . . . H4A H 0.7046 0.9339 0.4834 0.267(9) Uiso 1 1 calc R . . H4B H 0.9288 0.9486 0.5461 0.267(9) Uiso 1 1 calc R . . C5 C 0.7914(12) 1.0820(3) 0.4049(3) 0.1053(17) Uani 1 1 d . . . H5 H 0.8422 1.0974 0.4523 0.267(9) Uiso 1 1 calc R . . C6 C 0.9090(8) 0.7735(3) 0.4730(3) 0.0830(14) Uani 1 1 d . . . H6 H 1.0655 0.7412 0.4887 0.267(9) Uiso 1 1 calc R . . C7 C 0.9225(10) 1.0179(4) 0.3731(3) 0.0962(15) Uani 1 1 d . . . C8 C 1.1483(10) 0.9746(4) 0.4145(3) 0.1127(18) Uani 1 1 d . . . H8A H 1.2784 0.9587 0.3803 0.267(9) Uiso 1 1 calc R . . H8B H 1.2352 1.0123 0.4486 0.267(9) Uiso 1 1 calc R . . C9 C 1.3058(12) 0.7991(5) 0.8371(3) 0.137(2) Uani 1 1 d . . . H9A H 1.3885 0.8511 0.8295 0.267(9) Uiso 1 1 calc R . . H9B H 1.4340 0.7584 0.8246 0.267(9) Uiso 1 1 calc R . . C10 C 0.5858(14) 1.1230(4) 0.3666(5) 0.129(2) Uani 1 1 d . . . H10 H 0.4973 1.1650 0.3887 0.267(9) Uiso 1 1 calc R . . C11 C 1.0945(13) 0.7931(7) 0.7876(3) 0.183(4) Uani 1 1 d . . . H11A H 0.9606 0.8312 0.8020 0.267(9) Uiso 1 1 calc R . . H11B H 1.0194 0.7396 0.7927 0.267(9) Uiso 1 1 calc R . . C12 C 0.9793(10) 0.8330(4) 0.4136(3) 0.1150(19) Uani 1 1 d . . . H12A H 1.1189 0.8118 0.3847 0.267(9) Uiso 1 1 calc R . . H12B H 0.8243 0.8459 0.3818 0.267(9) Uiso 1 1 calc R . . C13 C 0.5527(10) 0.5331(4) 0.3611(4) 0.1107(17) Uani 1 1 d . . . H13A H 0.7278 0.5108 0.3739 0.267(9) Uiso 1 1 calc R . . H13B H 0.4232 0.4983 0.3824 0.267(9) Uiso 1 1 calc R . . C14 C 0.8494(13) 0.9983(4) 0.3028(4) 0.1216(19) Uani 1 1 d . . . H14 H 0.9399 0.9575 0.2799 0.267(9) Uiso 1 1 calc R . . C15 C 0.6452(16) 1.0376(6) 0.2658(4) 0.135(2) Uani 1 1 d . . . H15 H 0.5937 1.0208 0.2188 0.267(9) Uiso 1 1 calc R . . C16 C 1.2717(15) 0.7917(6) 0.9153(4) 0.169(3) Uani 1 1 d . . . H16A H 1.1370 0.8310 0.9266 0.267(9) Uiso 1 1 calc R . . H16B H 1.1930 0.7390 0.9222 0.267(9) Uiso 1 1 calc R . . C17 C 1.4728(17) 0.7994(7) 0.9686(4) 0.192(4) Uani 1 1 d . . . H17A H 1.5563 0.8510 0.9602 0.267(9) Uiso 1 1 calc R . . H17B H 1.6038 0.7585 0.9583 0.267(9) Uiso 1 1 calc R . . C18 C 0.3327(15) 0.5494(6) 0.2403(5) 0.162(3) Uani 1 1 d . . . H18A H 0.3196 0.6071 0.2482 0.267(9) Uiso 1 1 calc R . . H18B H 0.1719 0.5269 0.2589 0.267(9) Uiso 1 1 calc R . . C19 C 0.5135(15) 1.1008(6) 0.2950(5) 0.144(3) Uani 1 1 d . . . H19 H 0.3796 1.1282 0.2680 0.267(9) Uiso 1 1 calc R . . C20 C 1.440(2) 0.7950(7) 1.0479(4) 0.191(4) Uani 1 1 d . . . H20A H 1.3106 0.8368 1.0569 0.267(9) Uiso 1 1 calc R . . H20B H 1.3482 0.7443 1.0545 0.267(9) Uiso 1 1 calc R . . C21 C 0.077(2) 0.5469(7) 0.0320(5) 0.194(4) Uani 1 1 d . . . H21A H 0.2396 0.5721 0.0175 0.267(9) Uiso 1 1 calc R . . H21B H 0.1073 0.4896 0.0260 0.267(9) Uiso 1 1 calc R . . C22 C 0.285(3) 0.5412(7) 0.1589(5) 0.204(4) Uani 1 1 d . . . H22A H 0.4366 0.5701 0.1413 0.267(9) Uiso 1 1 calc R . . H22B H 0.3254 0.4847 0.1514 0.267(9) Uiso 1 1 calc R . . C23 C 0.511(4) 0.5281(8) 0.2864(7) 0.281(7) Uani 1 1 d . . . H23A H 0.6706 0.5526 0.2689 0.267(9) Uiso 1 1 calc R . . H23B H 0.5296 0.4708 0.2770 0.267(9) Uiso 1 1 calc R . . C24 C -0.111(2) 0.5500(8) -0.0948(5) 0.218(4) Uani 1 1 d . . . H24A H -0.2763 0.5754 -0.1104 0.267(9) Uiso 1 1 calc R . . H24B H -0.1197 0.4935 -0.1063 0.267(9) Uiso 1 1 calc R . . H24C H 0.0322 0.5744 -0.1195 0.267(9) Uiso 1 1 calc R . . C25 C 0.112(3) 0.5539(9) 0.1099(6) 0.226(5) Uani 1 1 d . . . H25A H 0.0662 0.6100 0.1179 0.267(9) Uiso 1 1 calc R . . H25B H -0.0387 0.5235 0.1261 0.267(9) Uiso 1 1 calc R . . C26 C 1.613(3) 0.7994(11) 1.1037(6) 0.282(7) Uani 1 1 d . . . H26A H 1.7001 0.8510 1.0977 0.267(9) Uiso 1 1 calc R . . H26B H 1.7461 0.7591 1.0934 0.267(9) Uiso 1 1 calc R . . C27 C -0.064(3) 0.5599(13) -0.0190(9) 0.378(14) Uani 1 1 d . . . H27A H -0.0808 0.6180 -0.0152 0.267(9) Uiso 1 1 calc R . . H27B H -0.2312 0.5394 -0.0023 0.267(9) Uiso 1 1 calc R . . C28 C 1.500(5) 0.7960(13) 1.2195(10) 0.437(19) Uani 1 1 d . . . H28A H 1.6228 0.7854 1.2604 0.267(9) Uiso 1 1 calc R . . H28B H 1.3602 0.7564 1.2179 0.267(9) Uiso 1 1 calc R . . H28C H 1.4246 0.8488 1.2243 0.267(9) Uiso 1 1 calc R . . C29 C 1.591(5) 0.7934(15) 1.1765(7) 0.355(12) Uani 1 1 d . . . H29A H 1.6620 0.7393 1.1828 0.267(9) Uiso 1 1 calc R . . H29B H 1.7400 0.8279 1.1917 0.267(9) Uiso 1 1 calc R . . H3 H 0.659(7) 0.817(2) 0.5466(18) 0.061(9) Uiso 1 1 d . . . HN3 H 0.418(7) 0.624(2) 0.4089(18) 0.037(11) Uiso 1 1 d . . . HN1 H 1.249(6) 0.801(2) 0.6997(17) 0.031(10) 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 N1 0.063(2) 0.163(5) 0.087(3) 0.004(3) 0.024(2) 0.014(3) N2 0.075(2) 0.113(4) 0.116(3) 0.012(3) 0.013(3) 0.000(2) N3 0.053(2) 0.124(4) 0.127(4) -0.009(3) 0.013(3) 0.005(3) O1 0.0542(16) 0.097(2) 0.121(3) -0.014(2) 0.0089(15) 0.0069(17) O2 0.0665(17) 0.172(4) 0.079(2) 0.011(2) 0.0108(15) 0.018(2) O3 0.0533(17) 0.138(3) 0.153(3) -0.045(3) 0.0066(18) -0.0003(17) O4 0.0625(18) 0.250(5) 0.104(2) -0.009(3) 0.0152(15) -0.006(3) C1 0.049(3) 0.099(4) 0.095(3) 0.006(3) -0.001(2) 0.002(3) C2 0.058(2) 0.104(4) 0.090(3) -0.003(3) 0.004(2) 0.005(3) C3 0.049(2) 0.113(4) 0.079(3) 0.011(3) -0.003(2) 0.007(3) C4 0.085(3) 0.098(4) 0.106(4) 0.007(3) 0.018(3) 0.012(3) C5 0.111(4) 0.076(4) 0.129(5) 0.008(4) 0.008(4) -0.014(3) C6 0.054(2) 0.097(4) 0.098(3) -0.009(3) 0.011(2) -0.008(2) C7 0.081(3) 0.104(5) 0.104(4) 0.012(4) 0.002(3) -0.009(3) C8 0.084(3) 0.123(5) 0.131(4) 0.032(4) 0.011(3) 0.004(3) C9 0.124(4) 0.204(7) 0.082(4) 0.020(4) 0.007(3) 0.002(5) C10 0.127(5) 0.084(4) 0.176(7) 0.033(5) 0.020(5) 0.006(4) C11 0.116(4) 0.360(14) 0.072(4) 0.004(6) 0.007(3) -0.024(6) C12 0.114(4) 0.130(5) 0.104(4) -0.014(4) 0.028(3) -0.043(4) C13 0.090(3) 0.123(5) 0.118(5) -0.032(4) -0.007(3) -0.011(3) C14 0.117(4) 0.129(5) 0.117(5) 0.022(4) -0.008(4) -0.006(4) C15 0.132(6) 0.157(7) 0.114(5) -0.002(5) -0.014(4) -0.010(5) C16 0.156(6) 0.257(10) 0.094(4) -0.002(6) 0.012(4) -0.001(6) C17 0.174(6) 0.306(12) 0.094(5) 0.021(7) -0.016(5) 0.003(7) C18 0.135(5) 0.203(8) 0.148(7) 0.063(7) -0.006(5) 0.008(5) C19 0.127(5) 0.160(8) 0.141(7) 0.071(6) -0.035(5) -0.020(5) C20 0.217(8) 0.240(11) 0.113(6) 0.009(7) -0.014(6) -0.011(7) C21 0.254(10) 0.210(9) 0.114(6) -0.014(6) -0.019(7) -0.023(8) C22 0.275(12) 0.212(10) 0.124(7) -0.021(7) -0.005(7) 0.001(9) C23 0.44(2) 0.204(11) 0.183(10) -0.041(9) -0.080(12) 0.060(13) C24 0.222(9) 0.289(13) 0.141(7) -0.042(8) 0.001(7) -0.045(9) C25 0.254(11) 0.267(13) 0.150(8) 0.056(9) -0.052(8) -0.045(10) C26 0.295(12) 0.41(2) 0.131(8) 0.040(12) -0.021(8) 0.012(15) C27 0.42(2) 0.45(3) 0.242(16) 0.120(18) -0.188(16) -0.15(2) C28 0.74(5) 0.38(3) 0.203(17) -0.105(18) 0.14(2) -0.28(3) C29 0.53(3) 0.43(3) 0.106(9) -0.073(14) 0.053(12) -0.08(2) _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 N1 C2 1.316(6) . ? N1 C11 1.451(7) . ? N2 C12 1.438(7) . ? N2 C4 1.438(6) . ? N2 C8 1.483(7) . ? N3 C1 1.313(6) . ? N3 C13 1.435(7) . ? O1 C1 1.330(6) . ? O1 C6 1.434(5) . ? O2 C2 1.320(5) . ? O2 C3 1.447(5) . ? O3 C1 1.214(5) . ? O4 C2 1.187(4) . ? C3 C4 1.504(7) . ? C3 C6 1.508(7) . ? C5 C10 1.392(8) . ? C5 C7 1.395(7) . ? C6 C12 1.527(7) . ? C7 C14 1.362(8) . ? C7 C8 1.510(7) . ? C9 C11 1.360(8) . ? C9 C16 1.463(8) . ? C10 C19 1.395(10) . ? C13 C23 1.379(12) . ? C14 C15 1.363(9) . ? C15 C19 1.366(11) . ? C16 C17 1.372(9) . ? C17 C20 1.479(10) . ? C18 C23 1.249(13) . ? C18 C22 1.508(12) . ? C20 C26 1.308(13) . ? C21 C27 1.161(12) . ? C21 C25 1.438(14) . ? C22 C25 1.234(11) . ? C24 C27 1.412(16) . ? C26 C29 1.354(15) . ? C28 C29 0.937(17) . ? 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 N1 C11 123.9(5) . . ? C12 N2 C4 103.7(4) . . ? C12 N2 C8 117.4(5) . . ? C4 N2 C8 116.8(4) . . ? C1 N3 C13 123.8(5) . . ? C1 O1 C6 117.3(3) . . ? C2 O2 C3 118.8(3) . . ? O3 C1 N3 123.0(6) . . ? O3 C1 O1 123.1(4) . . ? N3 C1 O1 113.9(4) . . ? O4 C2 N1 124.7(5) . . ? O4 C2 O2 124.4(4) . . ? N1 C2 O2 110.9(4) . . ? O2 C3 C4 109.8(4) . . ? O2 C3 C6 106.6(4) . . ? C4 C3 C6 105.8(4) . . ? N2 C4 C3 102.0(4) . . ? C10 C5 C7 120.9(6) . . ? O1 C6 C3 110.4(3) . . ? O1 C6 C12 112.2(4) . . ? C3 C6 C12 103.0(4) . . ? C14 C7 C5 118.2(5) . . ? C14 C7 C8 121.2(6) . . ? C5 C7 C8 120.6(6) . . ? N2 C8 C7 115.4(4) . . ? C11 C9 C16 121.4(6) . . ? C5 C10 C19 119.5(7) . . ? C9 C11 N1 120.7(5) . . ? N2 C12 C6 102.2(4) . . ? C23 C13 N3 119.1(8) . . ? C7 C14 C15 120.8(7) . . ? C14 C15 C19 122.5(7) . . ? C17 C16 C9 124.9(7) . . ? C16 C17 C20 125.6(8) . . ? C23 C18 C22 135.7(11) . . ? C15 C19 C10 118.0(7) . . ? C26 C20 C17 131.6(11) . . ? C27 C21 C25 145.4(16) . . ? C25 C22 C18 140.7(12) . . ? C18 C23 C13 136.1(14) . . ? C22 C25 C21 139.0(14) . . ? C20 C26 C29 133.0(16) . . ? C21 C27 C24 147(2) . . ? C28 C29 C26 155(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 58.91 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.157 _refine_diff_density_min -0.146 _refine_diff_density_rms 0.031