data_psic _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_absolute_configuration syn _chemical_melting_point ? _chemical_formula_moiety '2(C12 H24 N), C14 H8 N2 O4' _chemical_formula_sum 'C38 H56 N4 O4' _chemical_formula_weight 632.87 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 'P2/c' _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 22.153(3) _cell_length_b 9.7615(12) _cell_length_c 17.488(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.224(3) _cell_angle_gamma 90.00 _cell_volume 3742.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'BLOCK' _exptl_crystal_colour 'BROWN' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.123 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type 'MULTI-SCAN' _exptl_absorpt_correction_T_min 0.9799 _exptl_absorpt_correction_T_max 0.9806 _exptl_absorpt_process_details 'SADABS' _exptl_special_details ; ? ; _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 'BRUKER CCD AREA DETECTOR' _diffrn_measurement_method 'PHI-OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22125 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 0.93 _diffrn_reflns_theta_max 20.49 _reflns_number_total 3750 _reflns_number_gt 2761 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER APEX II' _computing_cell_refinement 'BRUKER APEX II' _computing_data_reduction 'BRUKER APEX II' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97, PLATON, MERCURY 2.2' _computing_publication_material 'SHELXL-97, PLATON, MERCURY 2.2' _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^)+(0.0689P)^2^+0.7624P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3750 _refine_ls_number_parameters 447 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1256 _refine_ls_wR_factor_gt 0.1133 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.000 _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 O1 O 0.38409(11) 0.5858(3) 0.50873(15) 0.1071(9) Uani 1 1 d . . . O2 O 0.45406(10) 0.6388(2) 0.60560(13) 0.0888(7) Uani 1 1 d . . . C3 C 0.40209(15) 0.6447(3) 0.57000(19) 0.0583(8) Uani 1 1 d . . . C4 C 0.35547(12) 0.7299(3) 0.60394(15) 0.0449(7) Uani 1 1 d . . . C5 C 0.37372(14) 0.8186(3) 0.66400(17) 0.0564(8) Uani 1 1 d . . . C6 C 0.33201(13) 0.8998(3) 0.69487(17) 0.0552(8) Uani 1 1 d . . . C7 C 0.27093(12) 0.8892(3) 0.66584(15) 0.0473(7) Uani 1 1 d . . . C8 C 0.25230(14) 0.8032(3) 0.60474(17) 0.0577(8) Uani 1 1 d . . . C9 C 0.29458(13) 0.7244(3) 0.57426(18) 0.0565(8) Uani 1 1 d . . . N10 N 0.22369(9) 0.9650(2) 0.69541(14) 0.0547(6) Uani 1 1 d . . . N11 N 0.24139(9) 1.0268(2) 0.75663(14) 0.0539(6) Uani 1 1 d . . . C15 C 0.11039(11) 1.2512(2) 0.85662(14) 0.0412(6) Uani 1 1 d . . . C12 C 0.19453(11) 1.1016(3) 0.78734(15) 0.0447(7) Uani 1 1 d . . . C13 C 0.13349(13) 1.0967(3) 0.75747(17) 0.0523(8) Uani 1 1 d . . . C14 C 0.09203(14) 1.1703(3) 0.79297(17) 0.0527(8) Uani 1 1 d . . . C16 C 0.17145(13) 1.2558(3) 0.88479(17) 0.0536(8) Uani 1 1 d . . . C17 C 0.21369(14) 1.1806(3) 0.85179(17) 0.0586(8) Uani 1 1 d . . . C18 C 0.06504(14) 1.3346(3) 0.89347(16) 0.0507(7) Uani 1 1 d . . . O19 O 0.08473(9) 1.4272(2) 0.93789(12) 0.0813(7) Uani 1 1 d . . . O20 O 0.01024(10) 1.3049(2) 0.87571(13) 0.0820(7) Uani 1 1 d . . . N21 N 0.42695(9) 0.4134(2) 0.41236(11) 0.0521(6) Uani 1 1 d . . . H21A H 0.4684 0.4028 0.4138 0.063 Uiso 1 1 calc R . . H21B H 0.4213 0.4776 0.4492 0.063 Uiso 1 1 calc R . . C29 C 0.33397(12) 0.4923(3) 0.32593(18) 0.0727(9) Uani 1 1 d . . . H29A H 0.3237 0.5514 0.3682 0.087 Uiso 1 1 calc R . . H29B H 0.3137 0.4026 0.3297 0.087 Uiso 1 1 calc R . . C28 C 0.40202(12) 0.4719(3) 0.33486(15) 0.0539(7) Uani 1 1 d . . . H28 H 0.4112 0.4062 0.2942 0.065 Uiso 1 1 calc R . . C22 C 0.40198(13) 0.2812(3) 0.43586(17) 0.0635(8) Uani 1 1 d . . . H22 H 0.3571 0.2927 0.4360 0.076 Uiso 1 1 calc R . . C33 C 0.43426(13) 0.6047(3) 0.32374(18) 0.0723(9) Uani 1 1 d . . . H33A H 0.4787 0.5878 0.3278 0.087 Uiso 1 1 calc R . . H33B H 0.4274 0.6696 0.3652 0.087 Uiso 1 1 calc R . . C32 C 0.41154(15) 0.6682(4) 0.2457(2) 0.0936(11) Uani 1 1 d . . . H32A H 0.4325 0.7568 0.2409 0.112 Uiso 1 1 calc R . . H32B H 0.4214 0.6069 0.2041 0.112 Uiso 1 1 calc R . . C30 C 0.31073(15) 0.5583(4) 0.24834(19) 0.0891(11) Uani 1 1 d . . . H30A H 0.3164 0.4938 0.2063 0.107 Uiso 1 1 calc R . . H30B H 0.2665 0.5768 0.2454 0.107 Uiso 1 1 calc R . . C23 C 0.43070(17) 0.2455(4) 0.51623(18) 0.0896(11) Uani 1 1 d . . . H23A H 0.4233 0.3202 0.5520 0.107 Uiso 1 1 calc R . . H23B H 0.4753 0.2355 0.5177 0.107 Uiso 1 1 calc R . . C27 C 0.4112(2) 0.1689(3) 0.38156(19) 0.1099(14) Uani 1 1 d . . . H27A H 0.4554 0.1557 0.3806 0.132 Uiso 1 1 calc R . . H27B H 0.3920 0.1938 0.3288 0.132 Uiso 1 1 calc R . . C31 C 0.34371(15) 0.6911(4) 0.2366(2) 0.0859(10) Uani 1 1 d . . . H31A H 0.3294 0.7275 0.1843 0.103 Uiso 1 1 calc R . . H31B H 0.3342 0.7598 0.2749 0.103 Uiso 1 1 calc R . . C25 C 0.40912(19) -0.0037(4) 0.4858(2) 0.1078(13) Uani 1 1 d . . . H25A H 0.4525 -0.0291 0.4871 0.129 Uiso 1 1 calc R . . H25B H 0.3871 -0.0848 0.5017 0.129 Uiso 1 1 calc R . . C24 C 0.4042(2) 0.1126(5) 0.5421(2) 0.1249(15) Uani 1 1 d . . . H24A H 0.4260 0.0869 0.5935 0.150 Uiso 1 1 calc R . . H24B H 0.3608 0.1271 0.5473 0.150 Uiso 1 1 calc R . . C26 C 0.3833(2) 0.0355(4) 0.4063(3) 0.1458(19) Uani 1 1 d . . . H26A H 0.3386 0.0470 0.4033 0.175 Uiso 1 1 calc R . . H26B H 0.3909 -0.0387 0.3703 0.175 Uiso 1 1 calc R . . N34 N 0.08347(9) 0.5698(2) 0.07003(11) 0.0478(6) Uani 1 1 d . . . H34A H 0.0484 0.6063 0.0840 0.057 Uiso 1 1 calc R . . H34B H 0.0732 0.5313 0.0219 0.057 Uiso 1 1 calc R . . C41 C 0.12672(12) 0.6859(3) 0.06255(16) 0.0546(7) Uani 1 1 d . . . H41 H 0.1341 0.7357 0.1130 0.066 Uiso 1 1 calc R . . C40 C 0.12151(13) 0.5080(3) 0.20701(16) 0.0641(8) Uani 1 1 d . . . H40A H 0.0861 0.5545 0.2243 0.077 Uiso 1 1 calc R . . H40B H 0.1551 0.5753 0.2086 0.077 Uiso 1 1 calc R . . C36 C 0.05401(12) 0.3512(3) 0.12134(17) 0.0613(8) Uani 1 1 d . . . H36A H 0.0448 0.3161 0.0678 0.074 Uiso 1 1 calc R . . H36B H 0.0166 0.3945 0.1351 0.074 Uiso 1 1 calc R . . C42 C 0.18734(12) 0.6356(3) 0.04328(18) 0.0729(9) Uani 1 1 d . . . H42A H 0.1807 0.5807 -0.0048 0.087 Uiso 1 1 calc R . . H42B H 0.2071 0.5762 0.0855 0.087 Uiso 1 1 calc R . . C35 C 0.10420(11) 0.4567(3) 0.12559(15) 0.0502(7) Uani 1 1 d . . . H35 H 0.1408 0.4125 0.1088 0.060 Uiso 1 1 calc R . . C46 C 0.09618(14) 0.7831(3) 0.00162(19) 0.0785(9) Uani 1 1 d . . . H46A H 0.0577 0.8174 0.0171 0.094 Uiso 1 1 calc R . . H46B H 0.0862 0.7339 -0.0481 0.094 Uiso 1 1 calc R . . C37 C 0.07264(14) 0.2332(3) 0.17598(19) 0.0749(9) Uani 1 1 d . . . H37A H 0.0379 0.1690 0.1750 0.090 Uiso 1 1 calc R . . H37B H 0.1068 0.1828 0.1580 0.090 Uiso 1 1 calc R . . C44 C 0.1993(2) 0.8549(5) -0.0284(2) 0.1192(15) Uani 1 1 d . . . H44A H 0.1930 0.8083 -0.0792 0.143 Uiso 1 1 calc R . . H44B H 0.2264 0.9345 -0.0321 0.143 Uiso 1 1 calc R . . C43 C 0.22889(15) 0.7571(4) 0.0327(2) 0.0966(11) Uani 1 1 d . . . H43A H 0.2386 0.8065 0.0824 0.116 Uiso 1 1 calc R . . H43B H 0.2676 0.7230 0.0177 0.116 Uiso 1 1 calc R . . C45 C 0.1383(2) 0.9040(4) -0.0086(2) 0.1093(13) Uani 1 1 d . . . H45A H 0.1185 0.9643 -0.0504 0.131 Uiso 1 1 calc R . . H45B H 0.1450 0.9582 0.0397 0.131 Uiso 1 1 calc R . . C38 C 0.09207(15) 0.2816(3) 0.25799(19) 0.0844(10) Uani 1 1 d . . . H38A H 0.1073 0.2026 0.2908 0.101 Uiso 1 1 calc R . . H38B H 0.0564 0.3204 0.2787 0.101 Uiso 1 1 calc R . . C39 C 0.14174(15) 0.3893(3) 0.26120(18) 0.0808(10) Uani 1 1 d . . . H39A H 0.1791 0.3475 0.2464 0.097 Uiso 1 1 calc R . . H39B H 0.1516 0.4241 0.3147 0.097 Uiso 1 1 calc R . . H8 H 0.2109(13) 0.796(3) 0.5841(15) 0.074(9) Uiso 1 1 d . . . H9 H 0.2814(11) 0.666(3) 0.5317(15) 0.060(8) Uiso 1 1 d . . . H6 H 0.3451(11) 0.964(3) 0.7369(15) 0.060(8) Uiso 1 1 d . . . H5 H 0.4134(12) 0.823(2) 0.6853(13) 0.051(8) Uiso 1 1 d . . . H15 H 0.1841(10) 1.309(2) 0.9263(14) 0.042(7) Uiso 1 1 d . . . H16 H 0.2567(12) 1.184(2) 0.8744(14) 0.065(8) Uiso 1 1 d . . . H13 H 0.1209(10) 1.039(3) 0.7123(15) 0.058(8) Uiso 1 1 d . . . H14 H 0.0525(13) 1.165(3) 0.7713(15) 0.062(9) 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 O1 0.0978(18) 0.132(2) 0.0929(18) -0.0484(17) 0.0192(15) 0.0497(15) O2 0.0598(15) 0.1073(18) 0.1024(18) -0.0165(14) 0.0227(13) 0.0338(13) C3 0.065(2) 0.0537(19) 0.060(2) 0.0064(17) 0.0239(18) 0.0195(17) C4 0.0475(18) 0.0460(17) 0.0447(17) 0.0030(14) 0.0181(14) 0.0125(14) C5 0.0412(19) 0.071(2) 0.059(2) -0.0029(17) 0.0117(17) 0.0128(17) C6 0.052(2) 0.0613(19) 0.0538(19) -0.0114(16) 0.0112(16) 0.0099(16) C7 0.0415(18) 0.0507(17) 0.0534(18) -0.0025(15) 0.0196(14) 0.0137(14) C8 0.0432(19) 0.069(2) 0.062(2) -0.0157(17) 0.0120(16) 0.0090(17) C9 0.057(2) 0.058(2) 0.0569(19) -0.0179(16) 0.0139(17) 0.0090(16) N10 0.0495(15) 0.0564(15) 0.0611(16) -0.0101(13) 0.0177(12) 0.0105(12) N11 0.0486(14) 0.0556(15) 0.0602(16) -0.0093(13) 0.0170(12) 0.0108(12) C15 0.0434(18) 0.0389(16) 0.0429(16) 0.0013(14) 0.0123(13) 0.0057(13) C12 0.0387(17) 0.0434(16) 0.0549(18) -0.0032(14) 0.0164(14) 0.0082(13) C13 0.051(2) 0.0504(18) 0.0564(19) -0.0185(15) 0.0123(16) 0.0052(15) C14 0.0388(19) 0.0546(18) 0.066(2) -0.0180(16) 0.0106(16) 0.0063(15) C16 0.056(2) 0.061(2) 0.0448(18) -0.0190(16) 0.0095(16) 0.0055(16) C17 0.0420(19) 0.073(2) 0.061(2) -0.0152(17) 0.0077(16) 0.0079(17) C18 0.054(2) 0.0499(19) 0.0507(18) -0.0031(15) 0.0168(15) 0.0112(16) O19 0.0755(15) 0.0895(16) 0.0816(15) -0.0458(14) 0.0203(12) 0.0094(12) O20 0.0537(14) 0.0871(16) 0.1097(18) -0.0361(13) 0.0277(12) 0.0139(12) N21 0.0464(13) 0.0571(15) 0.0542(15) -0.0123(12) 0.0117(11) 0.0111(11) C29 0.0524(19) 0.074(2) 0.088(2) 0.0084(18) -0.0038(16) -0.0002(16) C28 0.0558(19) 0.0548(18) 0.0513(18) -0.0058(14) 0.0082(14) 0.0126(15) C22 0.0510(18) 0.067(2) 0.073(2) 0.0129(18) 0.0103(15) 0.0025(15) C33 0.0499(18) 0.075(2) 0.093(2) 0.0064(19) 0.0163(17) 0.0045(17) C32 0.085(3) 0.099(3) 0.100(3) 0.034(2) 0.027(2) 0.019(2) C30 0.077(2) 0.098(3) 0.084(2) 0.006(2) -0.0158(19) 0.016(2) C23 0.124(3) 0.084(3) 0.064(2) 0.0065(19) 0.022(2) 0.029(2) C27 0.200(4) 0.063(2) 0.064(2) -0.004(2) 0.010(2) -0.035(3) C31 0.089(3) 0.086(3) 0.082(2) 0.021(2) 0.0106(19) 0.023(2) C25 0.125(3) 0.085(3) 0.113(3) 0.033(3) 0.015(3) -0.006(2) C24 0.162(4) 0.120(4) 0.103(3) 0.045(3) 0.054(3) 0.039(3) C26 0.219(5) 0.084(3) 0.119(4) 0.029(3) -0.028(3) -0.057(3) N34 0.0405(13) 0.0515(14) 0.0532(13) -0.0104(11) 0.0128(10) 0.0033(11) C41 0.0526(18) 0.0534(17) 0.0580(18) -0.0067(14) 0.0089(14) -0.0092(15) C40 0.067(2) 0.065(2) 0.061(2) -0.0061(16) 0.0107(15) 0.0010(16) C36 0.0595(19) 0.0564(19) 0.071(2) -0.0018(16) 0.0196(15) -0.0021(16) C42 0.0503(18) 0.089(2) 0.083(2) -0.0018(18) 0.0210(16) -0.0111(17) C35 0.0446(16) 0.0506(17) 0.0577(18) -0.0004(15) 0.0157(13) 0.0052(14) C46 0.076(2) 0.069(2) 0.087(2) 0.0139(19) 0.0000(18) -0.0070(18) C37 0.074(2) 0.061(2) 0.093(3) 0.008(2) 0.0233(18) -0.0017(17) C44 0.110(3) 0.136(4) 0.111(3) 0.031(3) 0.011(3) -0.056(3) C43 0.067(2) 0.117(3) 0.108(3) 0.009(3) 0.018(2) -0.030(2) C45 0.118(3) 0.084(3) 0.118(3) 0.037(2) -0.011(3) -0.030(3) C38 0.094(3) 0.082(2) 0.081(3) 0.019(2) 0.026(2) 0.011(2) C39 0.092(3) 0.084(2) 0.065(2) 0.0045(19) 0.0059(18) 0.005(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 O1 O1 0.0000 1 ? O1 C3 1.231(3) . ? O2 C3 1.229(3) . ? C3 O1 1.231(3) 1 ? C3 C4 1.512(4) . ? C4 C9 1.375(4) . ? C4 C5 1.376(4) . ? C5 C6 1.384(4) . ? C5 H5 0.90(2) . ? C6 C7 1.380(4) . ? C6 H6 0.98(3) . ? C7 C8 1.375(4) . ? C7 N10 1.437(3) . ? C8 C9 1.377(4) . ? C8 H8 0.94(3) . ? C9 H9 0.95(3) . ? N10 N11 1.243(3) . ? N11 C12 1.435(3) . ? C15 C16 1.373(3) . ? C15 C14 1.378(4) . ? C15 C18 1.507(3) . ? C12 C13 1.379(3) . ? C12 C17 1.381(4) . ? C13 C14 1.381(4) . ? C13 H13 0.98(3) . ? C14 H14 0.91(3) . ? C16 C17 1.379(4) . ? C16 H15 0.90(2) . ? C17 H16 0.98(3) . ? C18 O19 1.231(3) . ? C18 O20 1.243(3) . ? N21 C22 1.485(3) . ? N21 C28 1.501(3) . ? N21 H21A 0.9200 . ? N21 H21B 0.9200 . ? C29 C28 1.506(4) . ? C29 C30 1.524(4) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C28 C33 1.506(4) . ? C28 H28 1.0000 . ? C22 C27 1.483(4) . ? C22 C23 1.499(4) . ? C22 H22 1.0000 . ? C33 C32 1.518(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C32 C31 1.505(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C30 C31 1.516(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C23 C24 1.519(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C27 C26 1.531(5) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C25 C26 1.475(5) . ? C25 C24 1.517(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? N34 C35 1.499(3) . ? N34 C41 1.501(3) . ? N34 H34A 0.9200 . ? N34 H34B 0.9200 . ? C41 C42 1.512(4) . ? C41 C46 1.513(4) . ? C41 H41 1.0000 . ? C40 C35 1.506(4) . ? C40 C39 1.523(4) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C36 C35 1.510(3) . ? C36 C37 1.516(4) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C42 C43 1.528(4) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C35 H35 1.0000 . ? C46 C45 1.530(4) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C37 C38 1.513(4) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C44 C43 1.511(5) . ? C44 C45 1.520(5) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C38 C39 1.518(4) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? 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 O1 O1 C3 0(10) 1 . ? O2 C3 O1 125.6(3) . 1 ? O2 C3 O1 125.6(3) . . ? O1 C3 O1 0.0(4) 1 . ? O2 C3 C4 118.0(3) . . ? O1 C3 C4 116.4(3) 1 . ? O1 C3 C4 116.4(3) . . ? C9 C4 C5 118.5(3) . . ? C9 C4 C3 121.2(3) . . ? C5 C4 C3 120.2(3) . . ? C4 C5 C6 121.2(3) . . ? C4 C5 H5 120.5(16) . . ? C6 C5 H5 118.2(16) . . ? C7 C6 C5 119.2(3) . . ? C7 C6 H6 119.7(14) . . ? C5 C6 H6 121.1(14) . . ? C8 C7 C6 120.1(3) . . ? C8 C7 N10 116.2(2) . . ? C6 C7 N10 123.7(3) . . ? C7 C8 C9 119.8(3) . . ? C7 C8 H8 120.9(17) . . ? C9 C8 H8 119.3(17) . . ? C4 C9 C8 121.1(3) . . ? C4 C9 H9 119.7(15) . . ? C8 C9 H9 119.1(15) . . ? N11 N10 C7 113.8(2) . . ? N10 N11 C12 114.4(2) . . ? C16 C15 C14 118.1(2) . . ? C16 C15 C18 120.8(3) . . ? C14 C15 C18 121.1(3) . . ? C13 C12 C17 119.9(2) . . ? C13 C12 N11 124.3(2) . . ? C17 C12 N11 115.8(2) . . ? C12 C13 C14 119.4(3) . . ? C12 C13 H13 118.5(14) . . ? C14 C13 H13 122.1(14) . . ? C15 C14 C13 121.5(3) . . ? C15 C14 H14 121.9(17) . . ? C13 C14 H14 116.6(17) . . ? C15 C16 C17 121.7(3) . . ? C15 C16 H15 118.9(14) . . ? C17 C16 H15 119.4(14) . . ? C16 C17 C12 119.4(3) . . ? C16 C17 H16 119.6(15) . . ? C12 C17 H16 121.0(15) . . ? O19 C18 O20 125.0(3) . . ? O19 C18 C15 118.0(3) . . ? O20 C18 C15 117.0(3) . . ? C22 N21 C28 118.5(2) . . ? C22 N21 H21A 107.7 . . ? C28 N21 H21A 107.7 . . ? C22 N21 H21B 107.7 . . ? C28 N21 H21B 107.7 . . ? H21A N21 H21B 107.1 . . ? C28 C29 C30 110.7(3) . . ? C28 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? N21 C28 C33 108.9(2) . . ? N21 C28 C29 112.2(2) . . ? C33 C28 C29 111.0(2) . . ? N21 C28 H28 108.2 . . ? C33 C28 H28 108.2 . . ? C29 C28 H28 108.2 . . ? C27 C22 N21 112.0(2) . . ? C27 C22 C23 110.5(3) . . ? N21 C22 C23 109.7(3) . . ? C27 C22 H22 108.2 . . ? N21 C22 H22 108.2 . . ? C23 C22 H22 108.2 . . ? C28 C33 C32 111.4(3) . . ? C28 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? C28 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C31 C32 C33 110.7(3) . . ? C31 C32 H32A 109.5 . . ? C33 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? C33 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? C31 C30 C29 112.0(3) . . ? C31 C30 H30A 109.2 . . ? C29 C30 H30A 109.2 . . ? C31 C30 H30B 109.2 . . ? C29 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C22 C23 C24 110.3(3) . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C22 C27 C26 110.4(3) . . ? C22 C27 H27A 109.6 . . ? C26 C27 H27A 109.6 . . ? C22 C27 H27B 109.6 . . ? C26 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C32 C31 C30 110.6(3) . . ? C32 C31 H31A 109.5 . . ? C30 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? C26 C25 C24 111.2(3) . . ? C26 C25 H25A 109.4 . . ? C24 C25 H25A 109.4 . . ? C26 C25 H25B 109.4 . . ? C24 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C25 C24 C23 112.3(3) . . ? C25 C24 H24A 109.1 . . ? C23 C24 H24A 109.1 . . ? C25 C24 H24B 109.1 . . ? C23 C24 H24B 109.1 . . ? H24A C24 H24B 107.9 . . ? C25 C26 C27 111.7(3) . . ? C25 C26 H26A 109.3 . . ? C27 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? C27 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? C35 N34 C41 118.17(19) . . ? C35 N34 H34A 107.8 . . ? C41 N34 H34A 107.8 . . ? C35 N34 H34B 107.8 . . ? C41 N34 H34B 107.8 . . ? H34A N34 H34B 107.1 . . ? N34 C41 C42 111.9(2) . . ? N34 C41 C46 108.0(2) . . ? C42 C41 C46 111.6(2) . . ? N34 C41 H41 108.4 . . ? C42 C41 H41 108.4 . . ? C46 C41 H41 108.4 . . ? C35 C40 C39 110.4(2) . . ? C35 C40 H40A 109.6 . . ? C39 C40 H40A 109.6 . . ? C35 C40 H40B 109.6 . . ? C39 C40 H40B 109.6 . . ? H40A C40 H40B 108.1 . . ? C35 C36 C37 110.8(2) . . ? C35 C36 H36A 109.5 . . ? C37 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? C37 C36 H36B 109.5 . . ? H36A C36 H36B 108.1 . . ? C41 C42 C43 110.2(3) . . ? C41 C42 H42A 109.6 . . ? C43 C42 H42A 109.6 . . ? C41 C42 H42B 109.6 . . ? C43 C42 H42B 109.6 . . ? H42A C42 H42B 108.1 . . ? N34 C35 C40 112.4(2) . . ? N34 C35 C36 108.4(2) . . ? C40 C35 C36 111.1(2) . . ? N34 C35 H35 108.3 . . ? C40 C35 H35 108.3 . . ? C36 C35 H35 108.3 . . ? C41 C46 C45 110.4(3) . . ? C41 C46 H46A 109.6 . . ? C45 C46 H46A 109.6 . . ? C41 C46 H46B 109.6 . . ? C45 C46 H46B 109.6 . . ? H46A C46 H46B 108.1 . . ? C38 C37 C36 112.0(3) . . ? C38 C37 H37A 109.2 . . ? C36 C37 H37A 109.2 . . ? C38 C37 H37B 109.2 . . ? C36 C37 H37B 109.2 . . ? H37A C37 H37B 107.9 . . ? C43 C44 C45 110.4(3) . . ? C43 C44 H44A 109.6 . . ? C45 C44 H44A 109.6 . . ? C43 C44 H44B 109.6 . . ? C45 C44 H44B 109.6 . . ? H44A C44 H44B 108.1 . . ? C44 C43 C42 111.6(3) . . ? C44 C43 H43A 109.3 . . ? C42 C43 H43A 109.3 . . ? C44 C43 H43B 109.3 . . ? C42 C43 H43B 109.3 . . ? H43A C43 H43B 108.0 . . ? C44 C45 C46 111.1(3) . . ? C44 C45 H45A 109.4 . . ? C46 C45 H45A 109.4 . . ? C44 C45 H45B 109.4 . . ? C46 C45 H45B 109.4 . . ? H45A C45 H45B 108.0 . . ? C37 C38 C39 111.0(3) . . ? C37 C38 H38A 109.4 . . ? C39 C38 H38A 109.4 . . ? C37 C38 H38B 109.4 . . ? C39 C38 H38B 109.4 . . ? H38A C38 H38B 108.0 . . ? C38 C39 C40 110.9(3) . . ? C38 C39 H39A 109.5 . . ? C40 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 108.0 . . ? 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 N21 H21A O2 0.92 1.84 2.747(3) 166.4 3_666 N21 H21B O1 0.92 1.77 2.651(3) 160.3 1 N34 H34A O20 0.92 1.79 2.696(3) 169.2 3_576 N34 H34B O19 0.92 1.83 2.701(3) 156.2 1_544 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 20.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.364 _refine_diff_density_min -0.114 _refine_diff_density_rms 0.030