# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email GRECI@UNIVPM.IT _publ_contact_author_name 'Prof Lucedio Greci' _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _audit_creation_date 02/09/2003 _audit_creation_method 'ModiCIF v1.12' _audit_update_record ? _publ_contact_author_address ; Dipartimento di Scienze dei Materiali e della Terra Universitą Politecnica delle Marche Via Monte Vettore 8 Ancona 60131 ITALY ; _publ_section_title ; ; _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano G., Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G., Polidori G. & Spagna, R. (1999) J. Appl. Cryst., 32, 115-119 Belletti, D., Cantoni, A. & Pasquinelli, G. (1993) Gestione on-line di diffrattometro a cristallo singolo Siemens AED con personal computer. Centro di Studio per la Strutturistica Diffrattometrica del C.N.R.,Parma. Internal report 1/93. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. Nardelli, M. (1983). PARST. A system of computer routines for calculating molecular parameters from the results of crystal structure analysis. Univ. of Parma, Italy Sheldrick, G.M. (1993). SHELXL93, Program for the crystal structure refinement. Univ. of Gottingen, Germany Ugozzoli F. (1987). Comput. Chem., 11, 109-120 ; loop_ _publ_author_name _publ_author_address 'Lucedio Greci' ; Dipartimento di Scienze dei Materiali e della Terra, Universita Politecnica delle Marche via Breccie Bianche I-60131 Ancona Italy ; 'Riccardo Castagna' ; Dipartimento di Scienze dei Materiali e della Terra, Universita Politecnica delle Marche via Breccie Bianche I-60131 Ancona Italy ; 'Patricia Carloni' ; Dipartimento di Scienze dei Materiali e della Terra, Universita Politecnica delle Marche via Breccie Bianche I-60131 Ancona Italy ; 'Pierluigi Stipa' ; Dipartimento di Scienze dei Materiali e della Terra, Universita Politecnica delle Marche via Breccie Bianche I-60131 Ancona Italy ; 'Corrado Rizzoli' ; Dipartimento di Chimica Generale ed Inorganica, Chimica Analitica, Chimica Fisica Universita di Parma Viale delle Scienze 17/A I-43100 Parma Italy ; 'Lara Righi' ; Dipartimento di Chimica Generale ed Inorganica, Chimica Analitica, Chimica Fisica Universita di Parma Viale delle Scienze 17/A I-43100 Parma Italy ; ; P.Sgarabotto ; ; Dipartimento di Chimica Generale ed Inorganica, Chimica Analitica, Chimica Fisica Universita di Parma Viale delle Scienze 17/A I-43100 Parma Italy ; data_Compound_11 _database_code_CSD 213658 ##################################################################### # CHEMICAL INFORMATION # ##################################################################### _chemical_name_common ? _chemical_formula_moiety 'C16 H19 Cl1 N4 O1' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16 H19 Cl1 N4 O1' _chemical_formula_weight 318.80 _chemical_melting_point ? _chemical_compound_source ? ##################################################################### # UNIT CELL INFORMATION # ##################################################################### _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/N _symmetry_space_group_name_Hall '-P 2yn' 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 25.207(4) _cell_length_b 7.631(2) _cell_length_c 17.000(3) _cell_angle_alpha 90.00(0) _cell_angle_beta 95.50(10) _cell_angle_gamma 90.00(0) _cell_volume 3255.0(13) _cell_formula_units_Z 8.00 _cell_measurement_temperature 296 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.9 _cell_measurement_theta_max 27.8 ##################################################################### # CRYSTAL INFORMATION # ##################################################################### _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.3011 _exptl_crystal_density_method not_measured _exptl_crystal_F_000 1344.0 _exptl_special_details ; ? ; ##################################################################### # ABSORPTION CORRECTION # ##################################################################### _exptl_absorpt_coefficient_mu 2.1350 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details '(Ugozzoli, 1997)' _exptl_absorpt_correction_T_min 0.469 _exptl_absorpt_correction_T_max 0.505 ##################################################################### # DATA COLLECTION # ##################################################################### _diffrn_ambient_temperature 296 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source fine-focussealedtube _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method \w-2\t _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.2 _diffrn_reflns_number 6415 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.1157 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 70.14 _diffrn_reflns_theta_full 70.14 _diffrn_measured_fraction_theta_full 1.0 _diffrn_measured_fraction_theta_max 1.0 _reflns_number_total 6196 _reflns_number_gt 2468 _reflns_threshold_expression 'I>2 \s(I)' ##################################################################### # COMPUTING PROGRAMS # ##################################################################### _computing_data_collection 'Belletti, Cantoni & Pasquinelli,1993' _computing_cell_refinement 'Belletti et al., 1993' _computing_data_reduction 'DIFAU (Belletti et al.)' _computing_structure_solution 'SIR97 (Altomare et al., 1998)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'PARST (Nardelli, 1983)' ##################################################################### # REFINEMENT INFORMATION # ##################################################################### _refine_special_details ; Refinement on F^2^ for ALL reflections except for 953 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R factor obs 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 w=1/[\s^2^(Fo^2^)] _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5243 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1326 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_all 0.0943 _refine_ls_wR_factor_ref 0.0677 _refine_ls_goodness_of_fit_all 0.870 _refine_ls_goodness_of_fit_ref 1.235 _refine_ls_restrained_S_all 1.428 _refine_ls_restrained_S_obs 1.235 _refine_ls_shift/su_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.166 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.037 ##################################################################### # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # ##################################################################### loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Cl Cl 0.3639 0.7018 '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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_aniso_ratio _atom_site_occupancy # # R=Rmax./Rmin.=ratio of the maximum and minimum # principal axes of atomic displacement ellipsoids # # Table of coordinates # -------------------- # # atom x/a y/b z/c Ueq tmf calc att R SOF Cl1A 0.03096(3) 0.3203(1) 0.73332(5) 0.0699(4) aniso . . 2.62 1.0000 O1A 0.2790(1) 0.0048(4) 0.7290(2) 0.1072(14) aniso . . 5.19 1.0000 N1A 0.0561(1) 0.1065(4) 0.8787(2) 0.0589(11) aniso . . 1.49 1.0000 N2A 0.2111(1) 0.1507(3) 0.6616(2) 0.0533(11) aniso . . 1.50 1.0000 N3A 0.2580(1) 0.0873(4) 0.6703(2) 0.0573(12) aniso . . 1.46 1.0000 N4A 0.3860(1) 0.1449(4) 0.4190(2) 0.0657(13) aniso . . 1.70 1.0000 C1A 0.0964(1) 0.1091(4) 0.8273(2) 0.0522(14) aniso . . 1.14 1.0000 C2A 0.0891(1) 0.2028(4) 0.7563(2) 0.0478(12) aniso . . 1.57 1.0000 C3A 0.1284(1) 0.2126(4) 0.7058(2) 0.0488(14) aniso . . 1.67 1.0000 C4A 0.1770(1) 0.1283(4) 0.7228(2) 0.0489(14) aniso . . 1.45 1.0000 C5A 0.1852(1) 0.0361(4) 0.7941(2) 0.0589(14) aniso . . 1.63 1.0000 C6A 0.1454(1) 0.0297(4) 0.8430(2) 0.0606(15) aniso . . 1.88 1.0000 C7A 0.2903(1) 0.1092(4) 0.6044(2) 0.0480(13) aniso . . 1.37 1.0000 C8A 0.2722(1) 0.1966(4) 0.5371(2) 0.0533(13) aniso . . 1.37 1.0000 C9A 0.3038(1) 0.2101(4) 0.4751(2) 0.0563(14) aniso . . 1.59 1.0000 C10A 0.3547(1) 0.1352(5) 0.4802(2) 0.0529(13) aniso . . 1.28 1.0000 C11A 0.3724(1) 0.0498(4) 0.5509(2) 0.0615(15) aniso . . 1.71 1.0000 C12A 0.3406(1) 0.0366(4) 0.6105(2) 0.0580(14) aniso . . 1.65 1.0000 C13A 0.0735(1) 0.0706(5) 0.9619(2) 0.0829(18) aniso . . 1.79 1.0000 C14A 0.0100(1) 0.0024(5) 0.8519(2) 0.0895(20) aniso . . 2.21 1.0000 C15A 0.3680(1) 0.2269(5) 0.3459(2) 0.0906(17) aniso . . 2.58 1.0000 C16A 0.4389(1) 0.0693(5) 0.4260(2) 0.0841(19) aniso . . 2.20 1.0000 Cl1B 0.05306(3) 0.3543(1) 0.27928(5) 0.0755(4) aniso . . 2.62 1.0000 O1B 0.1778(1) 0.2289(4) 0.0864(1) 0.0945(13) aniso . . 4.45 1.0000 N1B 0.0847(1) 0.1306(4) 0.4202(2) 0.0539(11) aniso . . 1.36 1.0000 N2B 0.2295(1) 0.1105(4) 0.1884(2) 0.0546(12) aniso . . 1.75 1.0000 N3B 0.2200(1) 0.1601(4) 0.1163(2) 0.0520(11) aniso . . 1.42 1.0000 N4B 0.3870(1) 0.1026(4) -0.0779(2) 0.0592(12) aniso . . 1.72 1.0000 C1B 0.1206(1) 0.1298(4) 0.3622(2) 0.0493(13) aniso . . 1.33 1.0000 C2B 0.1089(1) 0.2227(4) 0.2920(2) 0.0486(13) aniso . . 1.81 1.0000 C3B 0.1427(1) 0.2220(4) 0.2318(2) 0.0509(13) aniso . . 1.64 1.0000 C4B 0.1900(1) 0.1288(4) 0.2409(2) 0.0493(13) aniso . . 1.28 1.0000 C5B 0.2033(1) 0.0427(4) 0.3132(2) 0.0620(16) aniso . . 1.87 1.0000 C6B 0.1692(1) 0.0435(4) 0.3707(2) 0.0623(14) aniso . . 2.20 1.0000 C7B 0.2631(1) 0.1393(4) 0.0667(2) 0.0470(12) aniso . . 1.51 1.0000 C8B 0.3107(1) 0.0639(4) 0.0935(2) 0.0528(15) aniso . . 1.50 1.0000 C9B 0.3512(1) 0.0504(4) 0.0468(2) 0.0588(15) aniso . . 1.77 1.0000 C10B 0.3456(1) 0.1138(4) -0.0321(2) 0.0504(14) aniso . . 1.31 1.0000 C11B 0.2965(1) 0.1846(4) -0.0592(2) 0.0577(14) aniso . . 1.44 1.0000 C12B 0.2557(1) 0.1964(4) -0.0108(2) 0.0553(14) aniso . . 1.69 1.0000 C13B 0.1063(1) 0.0827(5) 0.5007(2) 0.0769(18) aniso . . 2.56 1.0000 C14B 0.0350(1) 0.0398(5) 0.3989(2) 0.0817(18) aniso . . 1.69 1.0000 C15B 0.4397(1) 0.0566(4) -0.0448(2) 0.0625(16) aniso . . 1.81 1.0000 C16B 0.3831(1) 0.1918(4) -0.1541(2) 0.0735(16) aniso . . 1.60 1.0000 H3A 0.1223(1) 0.2769(4) 0.6594(2) 0.0586(0) iso . . 1.00 1.0000 H5A 0.2175(1) -0.0203(4) 0.8079(2) 0.0707(0) iso . . 1.00 1.0000 H6A 0.1518(1) -0.0322(4) 0.8901(2) 0.0727(0) iso . . 1.00 1.0000 H8A 0.2384(1) 0.2471(4) 0.5328(2) 0.0640(0) iso . . 1.00 1.0000 H9A 0.2911(1) 0.2698(4) 0.4294(2) 0.0675(0) iso . . 1.00 1.0000 H11A 0.4065(1) 0.0016(4) 0.5570(2) 0.0738(0) iso . . 1.00 1.0000 H12A 0.3529(1) -0.0226(4) 0.6565(2) 0.0696(0) iso . . 1.00 1.0000 H131 0.0432(1) 0.0717(5) 0.9920(2) 0.0994(0) iso . . 1.00 1.0000 H132 0.0984(1) 0.1590(5) 0.9818(2) 0.0994(0) iso . . 1.00 1.0000 H133 0.0903(1) -0.0422(5) 0.9664(2) 0.0994(0) iso . . 1.00 1.0000 H141 -0.0155(1) 0.0076(5) 0.8903(2) 0.1154(0) iso . . 1.00 1.0000 H142 0.0207(1) -0.1170(5) 0.8452(2) 0.1154(0) iso . . 1.00 1.0000 H143 -0.0058(1) 0.0474(5) 0.8023(2) 0.1154(0) iso . . 1.00 1.0000 H151 0.3955(1) 0.2204(5) 0.3106(2) 0.1087(0) iso . . 1.00 1.0000 H152 0.3597(1) 0.3475(5) 0.3552(2) 0.1087(0) iso . . 1.00 1.0000 H153 0.3367(1) 0.1680(5) 0.3227(2) 0.1087(0) iso . . 1.00 1.0000 H161 0.4551(1) 0.0881(5) 0.3778(2) 0.1009(0) iso . . 1.00 1.0000 H162 0.4366(1) -0.0542(5) 0.4358(2) 0.1009(0) iso . . 1.00 1.0000 H163 0.4602(1) 0.1239(5) 0.4690(2) 0.1009(0) iso . . 1.00 1.0000 H3B 0.1335(1) 0.2842(4) 0.1855(2) 0.0611(0) iso . . 1.00 1.0000 H5B 0.2357(1) -0.0155(4) 0.3219(2) 0.0744(0) iso . . 1.00 1.0000 H6B 0.1789(1) -0.0163(4) 0.4175(2) 0.0748(0) iso . . 1.00 1.0000 H8B 0.3154(1) 0.0210(4) 0.1449(2) 0.0674(0) iso . . 1.00 1.0000 H9B 0.3832(1) -0.0011(4) 0.0668(2) 0.0706(0) iso . . 1.00 1.0000 H11B 0.2910(1) 0.2249(4) -0.1109(2) 0.0693(0) iso . . 1.00 1.0000 H12B 0.2230(1) 0.2429(4) -0.0305(2) 0.0663(0) iso . . 1.00 1.0000 H134 0.0784(1) 0.0876(5) 0.5353(2) 0.0922(0) iso . . 1.00 1.0000 H135 0.1341(1) 0.1632(5) 0.5188(2) 0.0922(0) iso . . 1.00 1.0000 H136 0.1205(1) -0.0340(5) 0.5005(2) 0.0922(0) iso . . 1.00 1.0000 H144 0.0129(1) 0.0468(5) 0.4418(2) 0.1100(0) iso . . 1.00 1.0000 H145 0.0421(1) -0.0809(5) 0.3880(2) 0.1100(0) iso . . 1.00 1.0000 H146 0.0169(1) 0.0933(5) 0.3527(2) 0.1100(0) iso . . 1.00 1.0000 H154 0.4633(1) 0.0553(4) -0.0859(2) 0.0830(0) iso . . 1.00 1.0000 H155 0.4390(1) -0.0574(4) -0.0211(2) 0.0830(0) iso . . 1.00 1.0000 H156 0.4520(1) 0.1412(4) -0.0054(2) 0.0830(0) iso . . 1.00 1.0000 H164 0.4151(1) 0.1717(4) -0.1792(2) 0.0882(0) iso . . 1.00 1.0000 H166 0.3787(1) 0.3153(4) -0.1462(2) 0.0882(0) iso . . 1.00 1.0000 H165 0.3531(1) 0.1472(4) -0.1870(2) 0.0882(0) iso . . 1.00 1.0000 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 # #label U11 U22 U33 U23 U13 U12 # Cl1A 0.0689(6) 0.0724(8) 0.0702(7) 0.0245(6) 0.0163(5) 0.0252(6) O1A 0.0741(19) 0.1675(31) 0.0808(20) 0.0628(20) 0.0106(15) 0.0418(19) N1A 0.0601(19) 0.0685(22) 0.0584(18) 0.0088(16) 0.0069(16) -0.0060(16) N2A 0.0578(18) 0.0482(20) 0.0526(18) 0.0012(16) -0.0013(15) 0.0069(16) N3A 0.0592(20) 0.0575(22) 0.0539(20) 0.0044(17) -0.0007(16) 0.0075(17) N4A 0.0611(20) 0.0769(25) 0.0602(20) 0.0041(19) 0.0114(17) 0.0146(18) C1A 0.0531(23) 0.0521(25) 0.0511(22) 0.0029(20) 0.0031(19) 0.0018(19) C2A 0.0454(20) 0.0500(23) 0.0472(21) -0.0006(19) -0.0004(17) 0.0092(18) C3A 0.0526(22) 0.0463(23) 0.0459(21) 0.0065(18) -0.0034(17) 0.0055(18) C4A 0.0578(22) 0.0459(23) 0.0423(20) 0.0025(19) 0.0015(18) -0.0014(19) C5A 0.0556(23) 0.0608(27) 0.0588(24) 0.0094(21) -0.0024(19) 0.0078(20) C6A 0.0668(25) 0.0602(27) 0.0551(23) 0.0172(21) 0.0083(20) 0.0023(21) C7A 0.0524(22) 0.0479(23) 0.0427(21) 0.0008(19) -0.0009(18) 0.0018(18) C8A 0.0494(21) 0.0526(24) 0.0577(23) 0.0022(20) 0.0041(18) 0.0074(19) C9A 0.0557(22) 0.0580(25) 0.0530(23) 0.0069(20) -0.0052(19) -0.0005(20) C10A 0.0508(22) 0.0522(25) 0.0558(23) -0.0036(21) 0.0059(19) 0.0042(19) C11A 0.0521(23) 0.0671(28) 0.0648(26) -0.0038(23) 0.0025(20) 0.0126(21) C12A 0.0616(24) 0.0566(26) 0.0552(24) 0.0071(21) 0.0023(20) 0.0118(21) C13A 0.0959(31) 0.0946(34) 0.0590(26) 0.0107(26) 0.0120(23) -0.0016(26) C14A 0.0985(32) 0.0967(39) 0.0740(29) 0.0032(28) 0.0125(25) -0.0344(30) C15A 0.0808(29) 0.1272(41) 0.0664(28) 0.0214(28) 0.0213(23) 0.0215(27) C16A 0.0770(29) 0.0975(35) 0.0816(29) -0.0014(26) 0.0268(23) 0.0207(26) Cl1B 0.0687(6) 0.0885(8) 0.0704(6) 0.0154(6) 0.0120(5) 0.0324(6) O1B 0.0649(16) 0.1607(29) 0.0579(16) 0.0274(18) 0.0050(13) 0.0444(18) N1B 0.0554(18) 0.0544(21) 0.0516(18) -0.0001(17) 0.0037(15) -0.0083(16) N2B 0.0532(18) 0.0539(21) 0.0570(19) 0.0041(17) 0.0068(15) 0.0143(15) N3B 0.0478(17) 0.0527(21) 0.0547(19) -0.0012(18) 0.0010(15) 0.0069(16) N4B 0.0494(18) 0.0740(24) 0.0540(19) 0.0065(18) 0.0044(16) 0.0094(17) C1B 0.0531(22) 0.0504(25) 0.0440(20) -0.0049(19) 0.0032(18) 0.0009(19) C2B 0.0396(19) 0.0558(25) 0.0491(21) -0.0016(19) -0.0025(16) 0.0088(18) C3B 0.0561(21) 0.0462(24) 0.0498(22) 0.0048(19) 0.0019(18) 0.0099(18) C4B 0.0468(21) 0.0487(24) 0.0515(21) -0.0019(20) 0.0002(17) 0.0030(19) C5B 0.0648(25) 0.0639(27) 0.0563(25) 0.0092(22) 0.0008(20) 0.0156(21) C6B 0.0721(26) 0.0699(29) 0.0454(23) 0.0119(21) 0.0079(20) 0.0164(22) C7B 0.0444(19) 0.0423(22) 0.0532(22) 0.0014(19) -0.0001(17) 0.0055(18) C8B 0.0551(25) 0.0524(24) 0.0508(23) 0.0083(20) 0.0045(20) 0.0069(20) C9B 0.0539(23) 0.0604(26) 0.0617(25) 0.0047(22) 0.0028(19) 0.0151(20) C10B 0.0513(22) 0.0445(23) 0.0549(22) -0.0019(19) 0.0022(18) 0.0018(18) C11B 0.0582(22) 0.0656(27) 0.0488(22) 0.0047(21) 0.0018(18) 0.0033(21) C12B 0.0490(21) 0.0600(26) 0.0553(23) 0.0049(21) -0.0032(18) 0.0098(20) C13B 0.0907(29) 0.0984(33) 0.0417(22) 0.0021(23) 0.0072(21) 0.0107(25) C14B 0.0824(32) 0.0862(37) 0.0771(30) -0.0043(28) 0.0116(25) -0.0212(29) C15B 0.0534(25) 0.0597(28) 0.0761(28) -0.0085(23) 0.0158(21) 0.0045(22) C16B 0.0730(26) 0.0880(31) 0.0611(25) 0.0026(25) 0.0149(21) 0.0039(24) ##################################################################### # MOLECULAR GEOMETRY # ##################################################################### loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cl1A C2A 1.730(3) yes O1A N3A 1.253(4) yes N1A C1A 1.402(4) yes N1A C13A 1.466(5) yes N1A C14A 1.445(4) yes N2A N3A 1.273(4) yes N2A C4A 1.422(5) yes N3A C7A 1.456(5) yes N4A C10A 1.367(5) yes N4A C15A 1.426(5) yes N4A C16A 1.447(4) yes C1A C2A 1.400(5) yes C1A C6A 1.379(4) yes C2A C3A 1.374(4) yes C3A C4A 1.389(4) yes C3A H3A 0.929(5) yes C4A C5A 1.400(5) yes C5A C6A 1.364(4) yes C5A H5A 0.931(4) yes C6A H6A 0.930(5) yes C7A C8A 1.364(5) yes C7A C12A 1.378(4) yes C8A C9A 1.384(5) yes C8A H8A 0.932(4) yes C9A C10A 1.400(4) yes C9A H9A 0.931(4) yes C10A C11A 1.402(5) yes C11A C12A 1.355(5) yes C11A H11A 0.932(4) yes C12A H12A 0.930(4) yes C13A H131 0.959(4) yes C13A H132 0.961(5) yes C13A H133 0.959(5) yes C14A H141 0.960(4) yes C14A H142 0.960(5) yes C14A H143 0.961(5) yes C15A H151 0.961(4) yes C15A H152 0.960(5) yes C15A H153 0.959(4) yes C16A H161 0.961(5) yes C16A H162 0.960(5) yes C16A H163 0.960(4) yes Cl1B C2B 1.726(3) yes O1B N3B 1.250(4) yes N1B C1B 1.401(5) yes N1B C13B 1.470(5) yes N1B C14B 1.447(4) yes N2B N3B 1.283(5) yes N2B C4B 1.406(4) yes N3B C7B 1.446(4) yes N4B C10B 1.363(4) yes N4B C15B 1.436(4) yes N4B C16B 1.458(5) yes C1B C2B 1.395(5) yes C1B C6B 1.386(4) yes C2B C3B 1.393(5) yes C3B C4B 1.384(4) yes C3B H3B 0.929(5) yes C4B C5B 1.406(5) yes C5B C6B 1.362(5) yes C5B H5B 0.929(4) yes C6B H6B 0.929(5) yes C7B C8B 1.369(4) yes C7B C12B 1.383(5) yes C8B C9B 1.356(4) yes C8B H8B 0.930(5) yes C9B C10B 1.420(5) yes C9B H9B 0.932(4) yes C10B C11B 1.388(4) yes C11B C12B 1.380(4) yes C11B H11B 0.929(5) yes C12B H12B 0.930(4) yes C13B H134 0.960(4) yes C13B H135 0.960(4) yes C13B H136 0.960(5) yes C14B H144 0.961(5) yes C14B H145 0.960(5) yes C14B H146 0.961(5) yes C15B H154 0.960(5) yes C15B H155 0.960(4) yes C15B H156 0.960(4) yes C16B H164 0.960(4) yes C16B H166 0.960(4) yes C16B H165 0.959(4) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C1A N1A C13A 115.9(3) yes C1A N1A C14A 114.8(3) yes C13A N1A C14A 111.0(3) yes N3A N2A C4A 119.3(3) yes O1A N3A N2A 126.9(3) yes O1A N3A C7A 116.5(3) yes N2A N3A C7A 116.6(3) yes C10A N4A C15A 121.9(3) yes C10A N4A C16A 120.7(3) yes C15A N4A C16A 117.4(3) yes N1A C1A C2A 120.1(3) yes N1A C1A C6A 124.2(3) yes C2A C1A C6A 115.6(3) yes Cl1A C2A C1A 119.8(2) yes Cl1A C2A C3A 118.5(3) yes C1A C2A C3A 121.6(3) yes C2A C3A C4A 121.3(3) yes C2A C3A H3A 119.3(4) yes C4A C3A H3A 119.5(4) yes N2A C4A C3A 112.0(3) yes N2A C4A C5A 130.1(3) yes C3A C4A C5A 117.8(3) yes C4A C5A C6A 119.3(3) yes C4A C5A H5A 120.2(4) yes C6A C5A H5A 120.4(4) yes C1A C6A C5A 124.3(3) yes C1A C6A H6A 117.9(4) yes C5A C6A H6A 117.8(4) yes N3A C7A C8A 122.3(3) yes N3A C7A C12A 118.3(3) yes C8A C7A C12A 119.4(3) yes C7A C8A C9A 120.3(3) yes C7A C8A H8A 119.8(4) yes C9A C8A H8A 119.9(4) yes C8A C9A C10A 120.9(3) yes C8A C9A H9A 119.7(4) yes C10A C9A H9A 119.4(4) yes N4A C10A C9A 121.6(3) yes N4A C10A C11A 121.2(3) yes C9A C10A C11A 117.2(3) yes C10A C11A C12A 120.9(3) yes C10A C11A H11A 119.6(4) yes C12A C11A H11A 119.6(4) yes C7A C12A C11A 121.3(3) yes C7A C12A H12A 119.2(4) yes C11A C12A H12A 119.4(4) yes N1A C13A H131 109.5(4) yes N1A C13A H132 109.5(4) yes N1A C13A H133 109.5(4) yes H131 C13A H132 109.4(5) yes H131 C13A H133 109.5(5) yes H132 C13A H133 109.5(5) yes N1A C14A H141 109.5(4) yes N1A C14A H142 109.4(4) yes N1A C14A H143 109.5(4) yes H141 C14A H142 109.5(5) yes H141 C14A H143 109.5(4) yes H142 C14A H143 109.4(5) yes N4A C15A H151 109.5(4) yes N4A C15A H152 109.5(4) yes N4A C15A H153 109.5(4) yes H151 C15A H152 109.5(5) yes H151 C15A H153 109.5(4) yes H152 C15A H153 109.5(5) yes N4A C16A H161 109.5(4) yes N4A C16A H162 109.6(4) yes N4A C16A H163 109.5(4) yes H161 C16A H162 109.4(5) yes H161 C16A H163 109.4(4) yes H162 C16A H163 109.4(5) yes C1B N1B C13B 116.6(3) yes C1B N1B C14B 115.1(3) yes C13B N1B C14B 110.4(3) yes N3B N2B C4B 119.9(3) yes O1B N3B N2B 125.9(3) yes O1B N3B C7B 117.8(3) yes N2B N3B C7B 116.3(3) yes C10B N4B C15B 121.4(3) yes C10B N4B C16B 119.2(3) yes C15B N4B C16B 116.3(3) yes N1B C1B C2B 120.1(3) yes N1B C1B C6B 123.6(3) yes C2B C1B C6B 116.3(3) yes Cl1B C2B C1B 120.4(2) yes Cl1B C2B C3B 117.3(3) yes C1B C2B C3B 122.2(3) yes C2B C3B C4B 120.0(3) yes C2B C3B H3B 120.0(4) yes C4B C3B H3B 120.0(4) yes N2B C4B C3B 129.4(3) yes N2B C4B C5B 112.6(3) yes C3B C4B C5B 117.9(3) yes C4B C5B C6B 120.8(3) yes C4B C5B H5B 119.7(4) yes C6B C5B H5B 119.6(4) yes C1B C6B C5B 122.6(3) yes C1B C6B H6B 118.7(4) yes C5B C6B H6B 118.7(4) yes N3B C7B C8B 122.4(3) yes N3B C7B C12B 118.7(3) yes C8B C7B C12B 118.9(3) yes C7B C8B C9B 121.5(3) yes C7B C8B H8B 119.3(4) yes C9B C8B H8B 119.2(4) yes C8B C9B C10B 121.0(3) yes C8B C9B H9B 119.5(4) yes C10B C9B H9B 119.5(4) yes N4B C10B C9B 120.4(3) yes N4B C10B C11B 122.8(3) yes C9B C10B C11B 116.8(3) yes C10B C11B C12B 121.3(3) yes C10B C11B H11B 119.4(4) yes C12B C11B H11B 119.4(4) yes C7B C12B C11B 120.5(3) yes C7B C12B H12B 119.8(4) yes C11B C12B H12B 119.7(4) yes N1B C13B H134 109.5(4) yes N1B C13B H135 109.5(4) yes N1B C13B H136 109.4(4) yes H134 C13B H135 109.5(5) yes H134 C13B H136 109.5(5) yes H135 C13B H136 109.5(5) yes N1B C14B H144 109.5(4) yes N1B C14B H145 109.6(4) yes N1B C14B H146 109.4(4) yes H144 C14B H145 109.4(5) yes H144 C14B H146 109.4(4) yes H145 C14B H146 109.4(5) yes N4B C15B H154 109.4(4) yes N4B C15B H155 109.4(4) yes N4B C15B H156 109.5(4) yes H154 C15B H155 109.5(4) yes H154 C15B H156 109.5(4) yes H155 C15B H156 109.5(4) yes N4B C16B H164 109.4(4) yes N4B C16B H166 109.4(3) yes N4B C16B H165 109.6(4) yes H164 C16B H166 109.4(4) yes H164 C16B H165 109.5(4) yes H166 C16B H165 109.6(4) yes ### END OF FILE ###