#\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-03-23 at 14:47:10 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : oxtb16_0m data_oxtb16_0m _audit_creation_date 2010-03-23T14:47:10-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _publ_requested_category FO #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C19 H26 Br N O4' _chemical_formula_weight 412.32 _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 7.453(3) _cell_length_b 11.220(4) _cell_length_c 22.790(7) _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 90.000(5) _cell_volume 1905.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.01 _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_special_details ; High-temperature phase (phase B) obtained by heating of the low-temperature phase (phase A). ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.179 _exptl_absorpt_correction_type 'sphere' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'multilayer confocal TXS mirror' _diffrn_measurement_device_type 'Bruker SMART APEX2 diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0594 _diffrn_reflns_av_unetI/netI 0.166 _diffrn_reflns_number 6864 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 24.54 _diffrn_reflns_theta_full 24.54 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 3113 _reflns_number_gt 1467 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 software (Bruker, 2007)' _computing_cell_refinement 'APEX2 software (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2005)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0104P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3113 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1695 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.0804 _refine_ls_wR_factor_gt 0.0616 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.004 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(13) _refine_diff_density_max 0.437 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.062 #----------------------------------------------------------------------------# # 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 C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Br1 Br 1.32159(12) -0.07439(7) 0.42048(3) 0.0785(3) Uani 1 1 d . . . O2 O 0.9127(5) 0.3795(4) 0.38010(17) 0.0397(13) Uani 1 1 d . . . O1 O 1.4123(7) 0.5084(5) 0.32603(18) 0.0692(18) Uani 1 1 d . . . N1 N 1.3562(8) 0.5268(4) 0.4417(2) 0.0416(16) Uani 1 1 d . . . O4 O 0.4859(7) 0.1593(4) 0.3599(2) 0.0760(15) Uani 1 1 d . . . H4 H 0.4487 0.0997 0.3768 0.114 Uiso 1 1 calc R . . O3 O 0.8304(7) 0.2103(3) 0.42431(19) 0.0695(14) Uani 1 1 d . . . C6 C 1.0277(8) 0.5512(5) 0.4279(3) 0.0415(18) Uani 1 1 d . . . H00A H 1.0105 0.5874 0.4661 0.05 Uiso 1 1 calc R . . H00B H 0.9365 0.5827 0.4018 0.05 Uiso 1 1 calc R . . C9 C 0.7559(8) 0.2396(5) 0.3220(3) 0.044(2) Uani 1 1 d . . . H008 H 0.6792 0.3059 0.3095 0.053 Uiso 1 1 calc R . . C11 C 0.9073(10) 0.2287(7) 0.2783(3) 0.046(2) Uani 1 1 d . . . C4 C 1.2139(8) 0.5867(5) 0.4043(2) 0.0350(17) Uani 1 1 d . . . H010 H 1.2295 0.6733 0.4027 0.042 Uiso 1 1 calc R . . C7 C 1.0019(8) 0.4169(6) 0.4334(2) 0.0396(17) Uani 1 1 d . . . H011 H 0.9208 0.4019 0.4664 0.047 Uiso 1 1 calc R . . C1 C 1.3156(10) 0.4143(6) 0.3546(2) 0.0478(17) Uani 1 1 d . . . H012 H 1.2747 0.3463 0.3311 0.057 Uiso 1 1 calc R . . C3 C 1.3432(9) 0.3979(5) 0.4190(3) 0.0440(17) Uani 1 1 d . . . H013 H 1.4508 0.3511 0.4279 0.053 Uiso 1 1 calc R . . C5 C 1.1744(11) 0.3412(5) 0.4427(2) 0.0502(18) Uani 1 1 d . . . H01A H 1.1898 0.3271 0.4844 0.06 Uiso 1 1 calc R . . H01B H 1.1581 0.2644 0.4239 0.06 Uiso 1 1 calc R . . C19 C 1.5424(7) 0.5789(6) 0.4310(3) 0.060(2) Uani 1 1 d . . . H01C H 1.6285 0.5375 0.4547 0.09 Uiso 1 1 calc R . . H01D H 1.5424 0.6619 0.4411 0.09 Uiso 1 1 calc R . . H01E H 1.5733 0.5699 0.3903 0.09 Uiso 1 1 calc R . . C8 C 0.8340(10) 0.2708(7) 0.3811(3) 0.0421(17) Uani 1 1 d . . . C2 C 1.2318(10) 0.5302(6) 0.3454(3) 0.048(2) Uani 1 1 d . . . H017 H 1.1353 0.5386 0.3165 0.057 Uiso 1 1 calc R . . C18 C 1.3308(9) 0.6604(6) 0.5301(2) 0.0600(19) Uani 1 1 d . . . H01F H 1.3094 0.6597 0.5717 0.09 Uiso 1 1 calc R . . H01G H 1.2409 0.708 0.5111 0.09 Uiso 1 1 calc R . . H01H H 1.4472 0.6936 0.5225 0.09 Uiso 1 1 calc R . . C12 C 0.9141(11) 0.3009(7) 0.2312(3) 0.074(3) Uani 1 1 d . . . H019 H 0.821 0.3541 0.224 0.088 Uiso 1 1 calc R . . C17 C 1.3229(11) 0.5338(5) 0.5067(2) 0.0469(18) Uani 1 1 d . . . H02A H 1.4118 0.4858 0.5269 0.056 Uiso 1 1 calc R . . H02B H 1.2057 0.5004 0.5152 0.056 Uiso 1 1 calc R . . C16 C 1.0456(12) 0.1475(7) 0.2881(3) 0.060(2) Uani 1 1 d . . . H021 H 1.0417 0.0964 0.3202 0.072 Uiso 1 1 calc R . . C10 C 0.6399(9) 0.1297(6) 0.3269(3) 0.055(2) Uani 1 1 d . . . H02C H 0.6053 0.1023 0.2881 0.066 Uiso 1 1 calc R . . H02D H 0.7058 0.0663 0.3462 0.066 Uiso 1 1 calc R . . C15 C 1.1912(14) 0.1438(8) 0.2489(4) 0.085(3) Uani 1 1 d . . . H023 H 1.2845 0.0902 0.2551 0.102 Uiso 1 1 calc R . . C13 C 1.0606(18) 0.2962(8) 0.1932(4) 0.097(4) Uani 1 1 d . . . H024 H 1.0658 0.3473 0.1611 0.116 Uiso 1 1 calc R . . C14 C 1.1952(15) 0.2176(10) 0.2028(5) 0.099(4) Uani 1 1 d . . . H025 H 1.2917 0.2148 0.1769 0.119 Uiso 1 1 calc R . . 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 Br1 0.0870(6) 0.0756(5) 0.0728(5) 0.0135(5) 0.0004(6) -0.0227(6) O2 0.042(3) 0.037(3) 0.040(3) -0.002(2) -0.001(2) -0.012(2) O1 0.054(4) 0.098(5) 0.055(4) -0.004(3) 0.016(3) -0.013(3) N1 0.049(5) 0.037(4) 0.039(4) 0.001(3) -0.003(3) 0.000(3) O4 0.055(4) 0.056(4) 0.117(5) 0.005(3) 0.020(3) -0.008(3) O3 0.110(4) 0.063(3) 0.035(3) 0.009(3) 0.008(4) -0.034(3) C6 0.044(5) 0.031(5) 0.049(4) 0.002(4) 0.000(4) 0.000(4) C9 0.048(6) 0.035(5) 0.050(5) 0.002(4) -0.003(4) -0.011(4) C11 0.047(6) 0.062(6) 0.029(5) -0.014(4) -0.002(4) -0.019(5) C4 0.037(5) 0.031(4) 0.037(4) 0.010(3) -0.011(3) 0.007(4) C7 0.050(5) 0.037(5) 0.032(4) 0.001(4) -0.008(3) 0.000(5) C1 0.045(5) 0.060(6) 0.038(4) -0.008(4) -0.005(4) -0.007(6) C3 0.050(5) 0.026(5) 0.056(4) -0.005(4) -0.012(5) 0.004(4) C5 0.076(6) 0.030(4) 0.045(4) 0.010(3) -0.019(5) -0.001(5) C19 0.032(4) 0.083(5) 0.064(5) -0.004(5) -0.009(4) -0.020(5) C8 0.033(5) 0.066(6) 0.028(4) -0.009(4) 0.005(4) -0.006(5) C2 0.053(7) 0.058(6) 0.033(4) 0.010(4) 0.002(4) 0.001(5) C18 0.057(5) 0.070(5) 0.053(4) -0.009(4) -0.008(5) -0.002(6) C12 0.104(9) 0.074(7) 0.043(5) 0.010(5) 0.024(5) 0.005(5) C17 0.058(5) 0.047(5) 0.035(4) 0.001(3) -0.014(4) -0.001(5) C16 0.048(6) 0.073(6) 0.060(6) -0.004(5) -0.011(5) -0.008(5) C10 0.036(6) 0.060(6) 0.068(5) -0.009(4) 0.011(4) -0.012(5) C15 0.071(8) 0.099(8) 0.084(7) -0.042(6) -0.006(7) -0.007(7) C13 0.177(13) 0.054(8) 0.061(6) -0.007(5) 0.041(8) -0.037(7) C14 0.093(10) 0.105(10) 0.098(9) -0.052(7) 0.020(9) -0.014(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O2 C8 1.354(7) . ? O2 C7 1.447(6) . ? O1 C2 1.436(7) . ? O1 C1 1.434(7) . ? N1 C17 1.503(6) . ? N1 C4 1.517(6) . ? N1 C19 1.525(6) . ? N1 C3 1.539(6) . ? O4 C10 1.412(6) . ? O4 H4 0.82 . ? O3 C8 1.197(6) . ? C6 C7 1.524(7) . ? C6 C4 1.540(7) . ? C6 H00A 0.97 . ? C6 H00B 0.97 . ? C9 C8 1.508(7) . ? C9 C11 1.509(7) . ? C9 C10 1.510(7) . ? C9 H008 0.98 . ? C11 C12 1.346(8) . ? C11 C16 1.394(8) . ? C4 C2 1.492(7) . ? C4 H010 0.98 . ? C7 C5 1.555(8) . ? C7 H011 0.98 . ? C1 C2 1.457(8) . ? C1 C3 1.495(7) . ? C1 H012 0.98 . ? C3 C5 1.509(8) . ? C3 H013 0.98 . ? C5 H01A 0.97 . ? C5 H01B 0.97 . ? C19 H01C 0.96 . ? C19 H01D 0.96 . ? C19 H01E 0.96 . ? C2 H017 0.98 . ? C18 C17 1.519(6) . ? C18 H01F 0.96 . ? C18 H01G 0.96 . ? C18 H01H 0.96 . ? C12 C13 1.395(10) . ? C12 H019 0.93 . ? C17 H02A 0.97 . ? C17 H02B 0.97 . ? C16 C15 1.406(10) . ? C16 H021 0.93 . ? C10 H02C 0.97 . ? C10 H02D 0.97 . ? C15 C14 1.339(10) . ? C15 H023 0.93 . ? C13 C14 1.353(11) . ? C13 H024 0.93 . ? C14 H025 0.93 . ? 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 C8 O2 C7 116.5(5) . . ? C2 O1 C1 61.0(4) . . ? C17 N1 C4 114.5(5) . . ? C17 N1 C19 106.7(5) . . ? C4 N1 C19 112.1(5) . . ? C17 N1 C3 111.7(4) . . ? C4 N1 C3 100.6(5) . . ? C19 N1 C3 111.3(5) . . ? C10 O4 H4 109.5 . . ? C7 C6 C4 113.5(5) . . ? C7 C6 H00A 108.9 . . ? C4 C6 H00A 108.9 . . ? C7 C6 H00B 108.9 . . ? C4 C6 H00B 108.9 . . ? H00A C6 H00B 107.7 . . ? C8 C9 C11 108.6(5) . . ? C8 C9 C10 110.1(6) . . ? C11 C9 C10 114.2(5) . . ? C8 C9 H008 107.9 . . ? C11 C9 H008 107.9 . . ? C10 C9 H008 107.9 . . ? C12 C11 C16 119.5(7) . . ? C12 C11 C9 120.3(8) . . ? C16 C11 C9 120.1(8) . . ? C2 C4 N1 104.8(5) . . ? C2 C4 C6 106.5(5) . . ? N1 C4 C6 108.6(4) . . ? C2 C4 H010 112.2 . . ? N1 C4 H010 112.2 . . ? C6 C4 H010 112.2 . . ? O2 C7 C6 106.0(5) . . ? O2 C7 C5 109.6(5) . . ? C6 C7 C5 116.5(5) . . ? O2 C7 H011 108.1 . . ? C6 C7 H011 108.1 . . ? C5 C7 H011 108.1 . . ? O1 C1 C2 59.6(4) . . ? O1 C1 C3 117.9(5) . . ? C2 C1 C3 108.1(5) . . ? O1 C1 H012 118.8 . . ? C2 C1 H012 118.8 . . ? C3 C1 H012 118.8 . . ? C1 C3 C5 106.8(5) . . ? C1 C3 N1 102.9(5) . . ? C5 C3 N1 109.2(5) . . ? C1 C3 H013 112.5 . . ? C5 C3 H013 112.5 . . ? N1 C3 H013 112.5 . . ? C3 C5 C7 114.2(5) . . ? C3 C5 H01A 108.7 . . ? C7 C5 H01A 108.7 . . ? C3 C5 H01B 108.7 . . ? C7 C5 H01B 108.7 . . ? H01A C5 H01B 107.6 . . ? N1 C19 H01C 109.5 . . ? N1 C19 H01D 109.5 . . ? H01C C19 H01D 109.5 . . ? N1 C19 H01E 109.5 . . ? H01C C19 H01E 109.5 . . ? H01D C19 H01E 109.5 . . ? O3 C8 O2 122.3(6) . . ? O3 C8 C9 126.5(7) . . ? O2 C8 C9 111.2(6) . . ? O1 C2 C1 59.4(4) . . ? O1 C2 C4 115.6(6) . . ? C1 C2 C4 106.7(5) . . ? O1 C2 H017 119.9 . . ? C1 C2 H017 119.9 . . ? C4 C2 H017 119.9 . . ? C17 C18 H01F 109.5 . . ? C17 C18 H01G 109.5 . . ? H01F C18 H01G 109.5 . . ? C17 C18 H01H 109.5 . . ? H01F C18 H01H 109.5 . . ? H01G C18 H01H 109.5 . . ? C11 C12 C13 120.1(8) . . ? C11 C12 H019 120 . . ? C13 C12 H019 119.9 . . ? N1 C17 C18 112.9(4) . . ? N1 C17 H02A 109 . . ? C18 C17 H02A 109 . . ? N1 C17 H02B 109 . . ? C18 C17 H02B 109 . . ? H02A C17 H02B 107.8 . . ? C11 C16 C15 119.3(8) . . ? C11 C16 H021 120.4 . . ? C15 C16 H021 120.4 . . ? O4 C10 C9 108.2(5) . . ? O4 C10 H02C 110.1 . . ? C9 C10 H02C 110.1 . . ? O4 C10 H02D 110.1 . . ? C9 C10 H02D 110.1 . . ? H02C C10 H02D 108.4 . . ? C14 C15 C16 119.9(11) . . ? C14 C15 H023 120.1 . . ? C16 C15 H023 120.1 . . ? C14 C13 C12 120.4(10) . . ? C14 C13 H024 119.8 . . ? C12 C13 H024 119.8 . . ? C15 C14 C13 120.8(12) . . ? C15 C14 H025 119.6 . . ? C13 C14 H025 119.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 C9 C11 C12 -119.0(7) . . . . ? C10 C9 C11 C12 117.7(7) . . . . ? C8 C9 C11 C16 57.8(8) . . . . ? C10 C9 C11 C16 -65.5(8) . . . . ? C17 N1 C4 C2 -158.4(5) . . . . ? C19 N1 C4 C2 79.8(6) . . . . ? C3 N1 C4 C2 -38.6(6) . . . . ? C17 N1 C4 C6 -44.9(6) . . . . ? C19 N1 C4 C6 -166.7(5) . . . . ? C3 N1 C4 C6 75.0(5) . . . . ? C7 C6 C4 C2 59.4(6) . . . . ? C7 C6 C4 N1 -53.0(6) . . . . ? C8 O2 C7 C6 -163.3(5) . . . . ? C8 O2 C7 C5 70.2(7) . . . . ? C4 C6 C7 O2 -95.6(6) . . . . ? C4 C6 C7 C5 26.6(7) . . . . ? C2 O1 C1 C3 -95.5(7) . . . . ? O1 C1 C3 C5 153.3(6) . . . . ? C2 C1 C3 C5 88.8(7) . . . . ? O1 C1 C3 N1 38.4(8) . . . . ? C2 C1 C3 N1 -26.1(8) . . . . ? C17 N1 C3 C1 161.0(5) . . . . ? C4 N1 C3 C1 39.1(6) . . . . ? C19 N1 C3 C1 -79.8(6) . . . . ? C17 N1 C3 C5 47.8(7) . . . . ? C4 N1 C3 C5 -74.0(5) . . . . ? C19 N1 C3 C5 167.0(5) . . . . ? C1 C3 C5 C7 -60.2(6) . . . . ? N1 C3 C5 C7 50.3(7) . . . . ? O2 C7 C5 C3 94.5(6) . . . . ? C6 C7 C5 C3 -25.8(7) . . . . ? C7 O2 C8 O3 3.3(10) . . . . ? C7 O2 C8 C9 -176.6(5) . . . . ? C11 C9 C8 O3 -115.1(8) . . . . ? C10 C9 C8 O3 10.6(10) . . . . ? C11 C9 C8 O2 64.8(7) . . . . ? C10 C9 C8 O2 -169.5(5) . . . . ? C1 O1 C2 C4 95.0(6) . . . . ? C3 C1 C2 O1 112.2(6) . . . . ? O1 C1 C2 C4 -110.3(6) . . . . ? C3 C1 C2 C4 2.0(8) . . . . ? N1 C4 C2 O1 -40.0(8) . . . . ? C6 C4 C2 O1 -155.0(6) . . . . ? N1 C4 C2 C1 23.6(7) . . . . ? C6 C4 C2 C1 -91.4(7) . . . . ? C16 C11 C12 C13 -1.3(11) . . . . ? C9 C11 C12 C13 175.5(6) . . . . ? C4 N1 C17 C18 -65.3(8) . . . . ? C19 N1 C17 C18 59.4(7) . . . . ? C3 N1 C17 C18 -178.8(6) . . . . ? C12 C11 C16 C15 0.9(10) . . . . ? C9 C11 C16 C15 -176.0(6) . . . . ? C8 C9 C10 O4 68.8(7) . . . . ? C11 C9 C10 O4 -168.8(6) . . . . ? C11 C16 C15 C14 -0.2(12) . . . . ? C11 C12 C13 C14 1.2(13) . . . . ? C16 C15 C14 C13 0.1(15) . . . . ? C12 C13 C14 C15 -0.5(15) . . . . ? # END of CIF