# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 188/278 data_General #============================================================================== _audit_creation_date '1999-08-26' _audit_creation_method 'by teXsan for Windows v1.0' _audit_update_record ; ? ; #============================================================================== # SUBMISSION DETAILS _publ_requested_journal 'J. Chem. Soc., Perkin Trans. 2' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_contact_author_name 'Donald R. Arnold' _publ_contact_author_address ; Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, B3H 4J3, Canada ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 902-494-3714 ' _publ_contact_author_fax ' 902-494-1310 ' _publ_contact_author_email ' arnold@ac.dal.ca ' #============================================================================== data_C20_H22_N2_O1 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows (MSC, 1997)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1993) ; _computing_structure_refinement 'teXsan for Windows (MSC, 1997)' _computing_publication_material 'teXsan for Windows (MSC, 1997)' #------------------------------------------------------------------------------ _cell_length_a 9.927(1) _cell_length_b 11.116(1) _cell_length_c 15.3609(7) _cell_angle_alpha 90 _cell_angle_beta 103.868(6) _cell_angle_gamma 90 _cell_volume 1645.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 27.7 _cell_measurement_theta_max 39.8 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'plates' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_diffrn 1.237 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 306.41 _chemical_formula_analytical ? _chemical_formula_sum 'C20 H22 N2 O ' _chemical_formula_moiety 'C20 H22 N2 O ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 656.00 _exptl_absorpt_coefficient_mu 0.599 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.916 _exptl_special_details ; The scan width was (1.15+0.35tan\q)\% with an \w scan speed of 16\% per minute (up to 7 scans to achieve I/\s(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.47 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 3010 _reflns_number_total 2831 _reflns_number_gt 1432 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.03086 _diffrn_reflns_av_sigmaI/netI 0.102 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 63.55 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00144 _diffrn_orient_matrix_UB_12 0.08967 _diffrn_orient_matrix_UB_13 0.00541 _diffrn_orient_matrix_UB_21 0.05248 _diffrn_orient_matrix_UB_22 -0.00681 _diffrn_orient_matrix_UB_23 0.06407 _diffrn_orient_matrix_UB_31 0.08950 _diffrn_orient_matrix_UB_32 0.00256 _diffrn_orient_matrix_UB_33 -0.01902 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 80 0.017 0.009 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 88 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 4 0.047 0.032 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 8 0.029 0.018 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.3795(2) 0.3322(1) 0.1980(1) 0.0443(5) 1.000 . Uani d ? N(1) 0.7077(3) -0.0391(2) 0.4020(2) 0.0815(9) 1.000 . Uani d ? N(2) -0.0329(2) 0.0242(2) 0.1141(2) 0.0633(8) 1.000 . Uani d ? C(1) 0.5230(2) -0.1716(2) 0.2040(2) 0.0437(8) 1.000 . Uani d ? C(2) 0.4745(3) -0.2593(2) 0.1413(2) 0.0497(8) 1.000 . Uani d ? C(3) 0.3463(3) -0.2473(2) 0.0826(2) 0.0485(8) 1.000 . Uani d ? C(4) 0.2661(2) -0.1468(2) 0.0884(2) 0.0405(7) 1.000 . Uani d ? C(5) 0.3145(2) -0.0575(2) 0.1512(1) 0.0320(7) 1.000 . Uani d ? C(6) 0.4453(2) -0.0691(2) 0.2093(1) 0.0331(7) 1.000 . Uani d ? C(7) 0.4957(2) 0.0321(2) 0.2757(1) 0.0349(7) 1.000 . Uani d ? C(8) 0.3738(2) 0.0709(2) 0.3156(1) 0.0400(7) 1.000 . Uani d ? C(9) 0.2869(2) 0.1381(2) 0.2364(1) 0.0338(7) 1.000 . Uani d ? C(10) 0.2349(2) 0.0584(2) 0.1513(1) 0.0314(6) 1.000 . Uani d ? C(11) 0.2868(2) 0.1610(2) 0.0948(2) 0.0348(7) 1.000 . Uani d ? C(12) 0.3829(2) 0.2054(2) 0.1867(1) 0.0326(7) 1.000 . Uani d ? C(13) 0.5327(2) 0.1513(2) 0.2294(1) 0.0362(7) 1.000 . Uani d ? C(14) 0.6160(3) -0.0094(2) 0.3472(2) 0.0490(8) 1.000 . Uani d ? C(15) 0.0841(2) 0.0371(2) 0.1290(2) 0.0397(7) 1.000 . Uani d ? C(16) 0.3425(2) 0.1202(2) 0.0157(1) 0.0436(7) 1.000 . Uani d ? C(17) 0.1683(2) 0.2508(2) 0.0612(2) 0.0492(8) 1.000 . Uani d ? C(18) 0.6302(2) 0.1245(2) 0.1682(2) 0.0490(8) 1.000 . Uani d ? C(19) 0.6077(2) 0.2381(2) 0.3032(2) 0.0522(8) 1.000 . Uani d ? C(20) 0.4470(3) 0.4005(2) 0.1421(2) 0.065(1) 1.000 . Uani d ? H(1) 0.6113 -0.1811 0.2443 0.052 1.000 . Uiso c ? H(2) 0.5294 -0.3284 0.1385 0.060 1.000 . Uiso c ? H(3) 0.3131 -0.3073 0.0387 0.058 1.000 . Uiso c ? H(4) 0.1770 -0.1390 0.0489 0.049 1.000 . Uiso c ? H(5) 0.3258 0.0036 0.3315 0.048 1.000 . Uiso c ? H(6) 0.4036 0.1217 0.3663 0.048 1.000 . Uiso c ? H(7) 0.2169 0.1872 0.2507 0.041 1.000 . Uiso c ? H(8) 0.4160 0.0645 0.0358 0.052 1.000 . Uiso c ? H(9) 0.2703 0.0827 -0.0276 0.052 1.000 . Uiso c ? H(10) 0.3761 0.1878 -0.0104 0.052 1.000 . Uiso c ? H(11) 0.1342 0.2784 0.1104 0.059 1.000 . Uiso c ? H(12) 0.2017 0.3172 0.0336 0.059 1.000 . Uiso c ? H(13) 0.0955 0.2123 0.0189 0.059 1.000 . Uiso c ? H(14) 0.7177 0.0991 0.2035 0.059 1.000 . Uiso c ? H(15) 0.5914 0.0627 0.1271 0.059 1.000 . Uiso c ? H(16) 0.6420 0.1952 0.1361 0.059 1.000 . Uiso c ? H(17) 0.6443 0.3038 0.2767 0.062 1.000 . Uiso c ? H(18) 0.5439 0.2672 0.3355 0.062 1.000 . Uiso c ? H(19) 0.6812 0.1969 0.3430 0.062 1.000 . Uiso c ? H(20) 0.4855 0.3473 0.1060 0.078 1.000 . Uiso c ? H(21) 0.5189 0.4474 0.1784 0.078 1.000 . Uiso c ? H(22) 0.3815 0.4520 0.1046 0.078 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.050(1) 0.0288(9) 0.056(1) -0.0038(8) 0.0168(9) -0.0035(8) N(1) 0.065(2) 0.093(2) 0.069(2) 0.020(2) -0.017(1) 0.006(2) N(2) 0.036(1) 0.074(2) 0.075(2) -0.009(1) 0.005(1) 0.010(1) C(1) 0.039(1) 0.038(2) 0.055(2) 0.003(1) 0.015(1) 0.003(1) C(2) 0.056(2) 0.034(2) 0.068(2) 0.002(1) 0.033(1) -0.000(1) C(3) 0.070(2) 0.036(1) 0.047(2) -0.017(1) 0.027(1) -0.008(1) C(4) 0.042(1) 0.040(2) 0.039(1) -0.007(1) 0.010(1) 0.000(1) C(5) 0.035(1) 0.030(1) 0.034(1) -0.005(1) 0.013(1) 0.001(1) C(6) 0.034(1) 0.031(1) 0.036(1) -0.000(1) 0.012(1) 0.002(1) C(7) 0.030(1) 0.041(1) 0.032(1) 0.006(1) 0.003(1) -0.001(1) C(8) 0.042(1) 0.046(2) 0.034(1) 0.001(1) 0.012(1) -0.004(1) C(9) 0.032(1) 0.038(1) 0.033(1) 0.004(1) 0.010(1) -0.002(1) C(10) 0.029(1) 0.034(1) 0.030(1) -0.002(1) 0.006(1) 0.001(1) C(11) 0.037(1) 0.032(1) 0.035(1) -0.002(1) 0.008(1) 0.002(1) C(12) 0.034(1) 0.030(1) 0.036(1) -0.001(1) 0.012(1) -0.004(1) C(13) 0.032(1) 0.038(1) 0.039(1) -0.004(1) 0.008(1) -0.008(1) C(14) 0.044(2) 0.054(2) 0.046(2) 0.007(1) 0.004(1) -0.000(1) C(15) 0.037(1) 0.042(2) 0.039(1) -0.003(1) 0.007(1) 0.004(1) C(16) 0.048(1) 0.050(2) 0.034(1) -0.006(1) 0.011(1) 0.001(1) C(17) 0.048(1) 0.047(2) 0.050(2) 0.003(1) 0.006(1) 0.008(1) C(18) 0.034(1) 0.057(2) 0.059(2) -0.003(1) 0.017(1) -0.006(1) C(19) 0.044(1) 0.055(2) 0.053(2) -0.009(1) 0.004(1) -0.014(1) C(20) 0.068(2) 0.037(2) 0.096(2) -0.007(1) 0.030(2) 0.006(2) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00001|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.0000057(2) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1432 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0410 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_all 0.0390 _refine_ls_wR_factor_ref 0.0390 _refine_ls_goodness_of_fit_all 2.031 _refine_ls_goodness_of_fit_ref 2.030 _refine_ls_shift/su_max 0.0400 _refine_ls_shift/su_mean 0.0017 _refine_diff_density_min -0.16 _refine_diff_density_max 0.15 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(12) 1.422(3) . . ? O(1) C(20) 1.428(4) . . ? N(1) C(14) 1.132(4) . . ? N(2) C(15) 1.137(4) . . ? C(1) C(2) 1.373(5) . . ? C(1) C(6) 1.389(4) . . ? C(1) H(1) 0.95 . . no C(2) C(3) 1.379(5) . . ? C(2) H(2) 0.95 . . no C(3) C(4) 1.387(5) . . ? C(3) H(3) 0.95 . . no C(4) C(5) 1.387(4) . . ? C(4) H(4) 0.95 . . no C(5) C(6) 1.394(4) . . ? C(5) C(10) 1.512(4) . . ? C(6) C(7) 1.520(4) . . ? C(7) C(8) 1.544(4) . . ? C(7) C(13) 1.588(4) . . ? C(7) C(14) 1.488(4) . . ? C(8) C(9) 1.509(4) . . ? C(8) H(5) 0.95 . . no C(8) H(6) 0.95 . . no C(9) C(10) 1.561(4) . . ? C(9) C(12) 1.549(4) . . ? C(9) H(7) 0.95 . . no C(10) C(11) 1.592(4) . . ? C(10) C(15) 1.472(4) . . ? C(11) C(12) 1.581(4) . . ? C(11) C(16) 1.519(4) . . ? C(11) C(17) 1.535(4) . . ? C(12) C(13) 1.593(4) . . ? C(13) C(18) 1.531(4) . . ? C(13) C(19) 1.539(4) . . ? C(16) H(8) 0.95 . . no C(16) H(9) 0.95 . . no C(16) H(10) 0.95 . . no C(17) H(11) 0.95 . . no C(17) H(12) 0.95 . . no C(17) H(13) 0.95 . . no C(18) H(14) 0.95 . . no C(18) H(15) 0.95 . . no C(18) H(16) 0.95 . . no C(19) H(17) 0.95 . . no C(19) H(18) 0.95 . . no C(19) H(19) 0.95 . . no C(20) H(20) 0.95 . . no C(20) H(21) 0.95 . . no C(20) H(22) 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(12) O(1) C(20) 115.1(3) . . . ? C(2) C(1) C(6) 121.1(3) . . . ? C(2) C(1) H(1) 119.5 . . . no C(6) C(1) H(1) 119.4 . . . no C(1) C(2) C(3) 120.3(3) . . . ? C(1) C(2) H(2) 119.9 . . . no C(3) C(2) H(2) 119.9 . . . no C(2) C(3) C(4) 119.3(3) . . . ? C(2) C(3) H(3) 120.4 . . . no C(4) C(3) H(3) 120.3 . . . no C(3) C(4) C(5) 120.9(3) . . . ? C(3) C(4) H(4) 119.6 . . . no C(5) C(4) H(4) 119.6 . . . no C(4) C(5) C(6) 119.6(3) . . . ? C(4) C(5) C(10) 121.1(3) . . . ? C(6) C(5) C(10) 119.0(3) . . . ? C(1) C(6) C(5) 118.9(3) . . . ? C(1) C(6) C(7) 123.2(3) . . . ? C(5) C(6) C(7) 117.9(3) . . . ? C(6) C(7) C(8) 108.0(3) . . . ? C(6) C(7) C(13) 113.0(3) . . . ? C(6) C(7) C(14) 110.1(3) . . . ? C(8) C(7) C(13) 103.4(3) . . . ? C(8) C(7) C(14) 111.1(3) . . . ? C(13) C(7) C(14) 111.0(3) . . . ? C(7) C(8) C(9) 99.8(2) . . . ? C(7) C(8) H(5) 111.9 . . . no C(7) C(8) H(6) 111.8 . . . no C(9) C(8) H(5) 111.9 . . . no C(9) C(8) H(6) 111.8 . . . no H(5) C(8) H(6) 109.5 . . . no C(8) C(9) C(10) 113.9(3) . . . ? C(8) C(9) C(12) 109.6(3) . . . ? C(8) C(9) H(7) 114.0 . . . no C(10) C(9) C(12) 88.9(2) . . . ? C(10) C(9) H(7) 114.0 . . . no C(12) C(9) H(7) 114.0 . . . no C(5) C(10) C(9) 114.6(2) . . . ? C(5) C(10) C(11) 111.9(2) . . . ? C(5) C(10) C(15) 111.4(3) . . . ? C(9) C(10) C(11) 88.0(2) . . . ? C(9) C(10) C(15) 113.6(3) . . . ? C(11) C(10) C(15) 115.7(3) . . . ? C(10) C(11) C(12) 86.7(2) . . . ? C(10) C(11) C(16) 116.7(3) . . . ? C(10) C(11) C(17) 109.0(3) . . . ? C(12) C(11) C(16) 123.3(3) . . . ? C(12) C(11) C(17) 110.3(3) . . . ? C(16) C(11) C(17) 108.8(3) . . . ? O(1) C(12) C(9) 112.5(3) . . . ? O(1) C(12) C(11) 113.1(3) . . . ? O(1) C(12) C(13) 111.8(3) . . . ? C(9) C(12) C(11) 88.8(2) . . . ? C(9) C(12) C(13) 103.8(2) . . . ? C(11) C(12) C(13) 123.6(2) . . . ? C(7) C(13) C(12) 101.9(2) . . . ? C(7) C(13) C(18) 111.2(3) . . . ? C(7) C(13) C(19) 108.4(3) . . . ? C(12) C(13) C(18) 119.1(3) . . . ? C(12) C(13) C(19) 107.8(3) . . . ? C(18) C(13) C(19) 108.0(3) . . . ? N(1) C(14) C(7) 178.9(4) . . . ? N(2) C(15) C(10) 177.3(4) . . . ? C(11) C(16) H(8) 109.4 . . . no C(11) C(16) H(9) 109.4 . . . no C(11) C(16) H(10) 109.4 . . . no H(8) C(16) H(9) 109.5 . . . no H(8) C(16) H(10) 109.5 . . . no H(9) C(16) H(10) 109.5 . . . no C(11) C(17) H(11) 109.5 . . . no C(11) C(17) H(12) 109.5 . . . no C(11) C(17) H(13) 109.5 . . . no H(11) C(17) H(12) 109.5 . . . no H(11) C(17) H(13) 109.5 . . . no H(12) C(17) H(13) 109.5 . . . no C(13) C(18) H(14) 109.4 . . . no C(13) C(18) H(15) 109.4 . . . no C(13) C(18) H(16) 109.4 . . . no H(14) C(18) H(15) 109.5 . . . no H(14) C(18) H(16) 109.5 . . . no H(15) C(18) H(16) 109.5 . . . no C(13) C(19) H(17) 109.4 . . . no C(13) C(19) H(18) 109.4 . . . no C(13) C(19) H(19) 109.4 . . . no H(17) C(19) H(18) 109.5 . . . no H(17) C(19) H(19) 109.5 . . . no H(18) C(19) H(19) 109.5 . . . no O(1) C(20) H(20) 109.4 . . . no O(1) C(20) H(21) 109.5 . . . no O(1) C(20) H(22) 109.5 . . . no H(20) C(20) H(21) 109.5 . . . no H(20) C(20) H(22) 109.5 . . . no H(21) C(20) H(22) 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(1) H(5) 2.7467 . 2 no O(1) C(15) 3.451(4) . 2 no O(1) C(5) 3.566(4) . 2 no N(1) H(3) 2.7128 . 4_545 no N(2) H(9) 2.6889 . 3 no N(2) H(4) 2.8677 . 3 no N(2) H(18) 2.9687 . 2_545 no N(2) C(19) 3.568(5) . 2_545 no C(2) H(7) 2.8678 . 2_545 no C(2) H(10) 2.8819 . 3_655 no C(3) H(7) 2.8719 . 2_545 no C(3) C(9) 3.586(4) . 2_545 no C(3) C(8) 3.597(5) . 2_545 no C(4) H(7) 3.0562 . 2_545 no C(20) H(5) 3.0557 . 2 no H(1) H(17) 2.5290 . 2_645 no H(2) H(21) 2.5742 . 1_545 no H(5) H(22) 2.5482 . 2_545 no H(5) H(11) 2.6551 . 2_545 no H(8) H(8) 2.6327 . 3_655 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O(1) C(12) C(9) C(8) . . . . -109.4(3) no O(1) C(12) C(9) C(10) . . . . 135.6(3) no O(1) C(12) C(11) C(10) . . . . -134.7(3) no O(1) C(12) C(11) C(16) . . . . 105.3(3) no O(1) C(12) C(11) C(17) . . . . -25.6(4) no O(1) C(12) C(13) C(7) . . . . 138.5(2) no O(1) C(12) C(13) C(18) . . . . -98.8(3) no O(1) C(12) C(13) C(19) . . . . 24.5(4) no N(1) C(14) C(7) C(6) . . . . 173(24) no N(1) C(14) C(7) C(8) . . . . -67(24) no N(1) C(14) C(7) C(13) . . . . 47(24) no N(2) C(15) C(10) C(5) . . . . 147(8) no N(2) C(15) C(10) C(9) . . . . 15(8) no N(2) C(15) C(10) C(11) . . . . -84(8) no C(1) C(2) C(3) C(4) . . . . -1.0(5) no C(1) C(6) C(5) C(4) . . . . -1.3(5) no C(1) C(6) C(5) C(10) . . . . -174.8(3) no C(1) C(6) C(7) C(8) . . . . -137.1(3) no C(1) C(6) C(7) C(13) . . . . 109.1(3) no C(1) C(6) C(7) C(14) . . . . -15.6(4) no C(2) C(1) C(6) C(5) . . . . 1.6(5) no C(2) C(1) C(6) C(7) . . . . -178.4(3) no C(2) C(3) C(4) C(5) . . . . 1.3(5) no C(3) C(2) C(1) C(6) . . . . -0.4(5) no C(3) C(4) C(5) C(6) . . . . -0.1(5) no C(3) C(4) C(5) C(10) . . . . 173.2(3) no C(4) C(5) C(6) C(7) . . . . 178.7(3) no C(4) C(5) C(10) C(9) . . . . 168.6(3) no C(4) C(5) C(10) C(11) . . . . -93.2(3) no C(4) C(5) C(10) C(15) . . . . 38.0(4) no C(5) C(6) C(7) C(8) . . . . 43.0(4) no C(5) C(6) C(7) C(13) . . . . -70.8(4) no C(5) C(6) C(7) C(14) . . . . 164.4(3) no C(5) C(10) C(9) C(8) . . . . -18.8(4) no C(5) C(10) C(9) C(12) . . . . 92.3(3) no C(5) C(10) C(11) C(12) . . . . -95.3(3) no C(5) C(10) C(11) C(16) . . . . 30.7(4) no C(5) C(10) C(11) C(17) . . . . 154.4(3) no C(6) C(5) C(10) C(9) . . . . -18.0(4) no C(6) C(5) C(10) C(11) . . . . 80.1(4) no C(6) C(5) C(10) C(15) . . . . -148.7(3) no C(6) C(7) C(8) C(9) . . . . -73.9(3) no C(6) C(7) C(13) C(12) . . . . 77.0(3) no C(6) C(7) C(13) C(18) . . . . -50.9(3) no C(6) C(7) C(13) C(19) . . . . -169.5(3) no C(7) C(6) C(5) C(10) . . . . 5.2(4) no C(7) C(8) C(9) C(10) . . . . 61.8(3) no C(7) C(8) C(9) C(12) . . . . -36.0(3) no C(7) C(13) C(12) C(9) . . . . 17.0(3) no C(7) C(13) C(12) C(11) . . . . -80.9(3) no C(8) C(7) C(13) C(12) . . . . -39.5(3) no C(8) C(7) C(13) C(18) . . . . -167.4(3) no C(8) C(7) C(13) C(19) . . . . 74.0(3) no C(8) C(9) C(10) C(11) . . . . -131.9(3) no C(8) C(9) C(10) C(15) . . . . 110.8(3) no C(8) C(9) C(12) C(11) . . . . 136.1(3) no C(8) C(9) C(12) C(13) . . . . 11.7(3) no C(9) C(8) C(7) C(13) . . . . 46.1(3) no C(9) C(8) C(7) C(14) . . . . 165.3(3) no C(9) C(10) C(11) C(12) . . . . 20.5(2) no C(9) C(10) C(11) C(16) . . . . 146.4(3) no C(9) C(10) C(11) C(17) . . . . -89.8(3) no C(9) C(12) O(1) C(20) . . . . -169.9(3) no C(9) C(12) C(11) C(10) . . . . -20.7(2) no C(9) C(12) C(11) C(16) . . . . -140.6(3) no C(9) C(12) C(11) C(17) . . . . 88.4(3) no C(9) C(12) C(13) C(18) . . . . 139.7(3) no C(9) C(12) C(13) C(19) . . . . -97.0(3) no C(10) C(9) C(12) C(11) . . . . 21.0(2) no C(10) C(9) C(12) C(13) . . . . -103.4(2) no C(10) C(11) C(12) C(13) . . . . 85.2(3) no C(11) C(10) C(9) C(12) . . . . -20.9(2) no C(11) C(12) O(1) C(20) . . . . -71.2(4) no C(11) C(12) C(13) C(18) . . . . 41.8(4) no C(11) C(12) C(13) C(19) . . . . 165.1(3) no C(12) C(9) C(10) C(15) . . . . -138.1(3) no C(12) C(11) C(10) C(15) . . . . 135.8(3) no C(12) C(13) C(7) C(14) . . . . -158.8(3) no C(13) C(12) O(1) C(20) . . . . 73.7(4) no C(13) C(12) C(11) C(16) . . . . -34.8(5) no C(13) C(12) C(11) C(17) . . . . -165.8(3) no C(14) C(7) C(13) C(18) . . . . 73.3(3) no C(14) C(7) C(13) C(19) . . . . -45.3(4) no C(15) C(10) C(11) C(16) . . . . -98.3(3) no C(15) C(10) C(11) C(17) . . . . 25.4(4) no #------------------------------------------------------------------------------ #===END data_C19_H20_N2_O1 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_structure_solution ; SHELXS86 (Sheldrick, 1985) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'teXsan for Windows version 1.05 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 6.227(1) _cell_length_b 16.056(1) _cell_length_c 15.917(1) _cell_angle_alpha 90 _cell_angle_beta 92.21(1) _cell_angle_gamma 90 _cell_volume 1590.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 21.8 _cell_measurement_theta_max 27.7 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c ' _symmetry_Int_Tables_number 9 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' +x, -y,1/2+z' '1/2+x,1/2+y, +z' '1/2+x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'needle' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 292.38 _chemical_formula_analytical ? _chemical_formula_sum 'C19 H20 N2 O ' _chemical_formula_moiety 'C19 H20 N2 O ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 624.00 _exptl_absorpt_coefficient_mu 0.597 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.52+0.35tan\q)\% with an \w scan speed of 16\% per minute (up to 7 scans to achieve I/\s(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.26 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 1482 _reflns_number_total 1421 _reflns_number_gt 808 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.095 _diffrn_reflns_limit_h_min 100 _diffrn_reflns_limit_h_max -100 _diffrn_reflns_limit_k_min 100 _diffrn_reflns_limit_k_max -100 _diffrn_reflns_limit_l_min 100 _diffrn_reflns_limit_l_max -100 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 63.55 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.00532 _diffrn_orient_matrix_UB_12 0.05498 _diffrn_orient_matrix_UB_13 0.02937 _diffrn_orient_matrix_UB_21 0.00491 _diffrn_orient_matrix_UB_22 0.02925 _diffrn_orient_matrix_UB_23 -0.05536 _diffrn_orient_matrix_UB_31 -0.16053 _diffrn_orient_matrix_UB_32 -0.00093 _diffrn_orient_matrix_UB_33 -0.00509 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 76 0.017 0.009 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 80 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 4 0.047 0.032 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 8 0.029 0.018 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.1342 0.4233(2) 0.4610 0.055(1) 1.000 . Uiso d ? N(1) 0.693(1) 0.2356(3) 0.1689(4) 0.077(2) 1.000 . Uani d ? N(2) 0.715(1) 0.6178(3) 0.2664(4) 0.071(2) 1.000 . Uani d ? C(1) 0.351(1) 0.4569(4) 0.2476(4) 0.040(1) 1.000 . Uiso d ? C(2) 0.238(1) 0.5150(3) 0.2001(4) 0.048(2) 1.000 . Uani d ? C(3) 0.076(1) 0.4895(5) 0.1420(4) 0.061(2) 1.000 . Uani d ? C(4) 0.031(1) 0.4086(5) 0.1319(4) 0.058(2) 1.000 . Uani d ? C(5) 0.144(1) 0.3499(4) 0.1753(4) 0.054(2) 1.000 . Uani d ? C(6) 0.310(1) 0.3726(3) 0.2346(4) 0.036(1) 1.000 . Uiso d ? C(7) 0.442(1) 0.3039(3) 0.2769(4) 0.044(1) 1.000 . Uiso d ? C(8) 0.575(1) 0.3338(3) 0.3546(4) 0.041(1) 1.000 . Uiso d ? C(9) 0.6853(9) 0.4139(3) 0.3311(4) 0.040(1) 1.000 . Uiso d ? C(10) 0.520(1) 0.4827(3) 0.3171(4) 0.034(1) 1.000 . Uiso d ? C(11) 0.410(1) 0.5044(3) 0.4018(4) 0.041(1) 1.000 . Uiso d ? C(12) 0.314(1) 0.4229(3) 0.4331(4) 0.041(1) 1.000 . Uiso d ? C(13) 0.443(1) 0.3424(3) 0.4350(4) 0.040(1) 1.000 . Uiso d ? C(14) 0.583(1) 0.2659(4) 0.2159(4) 0.047(2) 1.000 . Uiso d ? C(15) 0.629(1) 0.5589(3) 0.2877(4) 0.044(1) 1.000 . Uiso d ? C(16) 0.228(1) 0.5684(4) 0.3897(4) 0.057(2) 1.000 . Uani d ? C(17) 0.568(1) 0.5406(3) 0.4684(4) 0.055(2) 1.000 . Uani d ? C(18) 0.289(1) 0.2679(4) 0.4446(4) 0.069(2) 1.000 . Uani d ? C(19) 0.599(1) 0.3411(4) 0.5113(4) 0.064(2) 1.000 . Uani d ? H(1) 0.2667 0.5726 0.2072 0.056 1.000 . Uiso c ? H(2) -0.0024 0.5294 0.1101 0.073 1.000 . Uiso c ? H(3) -0.0768 0.3916 0.0923 0.072 1.000 . Uiso c ? H(4) 0.1118 0.2920 0.1670 0.062 1.000 . Uiso c ? H(5) 0.3436 0.2620 0.2948 0.051 1.000 . Uiso c ? H(6) 0.6824 0.2925 0.3650 0.046 1.000 . Uiso c ? H(7) 0.7819 0.4295 0.3766 0.046 1.000 . Uiso c ? H(8) 0.7627 0.4062 0.2820 0.046 1.000 . Uiso c ? H(9) 0.1829 0.5874 0.4425 0.067 1.000 . Uiso c ? H(10) 0.2811 0.6160 0.3592 0.067 1.000 . Uiso c ? H(11) 0.1116 0.5452 0.3583 0.067 1.000 . Uiso c ? H(12) 0.5191 0.5285 0.5233 0.068 1.000 . Uiso c ? H(13) 0.7059 0.5164 0.4627 0.068 1.000 . Uiso c ? H(14) 0.5783 0.5994 0.4621 0.068 1.000 . Uiso c ? H(15) 0.2662 0.2579 0.5025 0.077 1.000 . Uiso c ? H(16) 0.1550 0.2790 0.4162 0.077 1.000 . Uiso c ? H(17) 0.3504 0.2190 0.4208 0.077 1.000 . Uiso c ? H(18) 0.5216 0.3407 0.5616 0.073 1.000 . Uiso c ? H(19) 0.6868 0.2924 0.5097 0.073 1.000 . Uiso c ? H(20) 0.6890 0.3891 0.5108 0.073 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.088(5) 0.063(4) 0.083(4) -0.005(4) 0.039(3) -0.023(3) N(2) 0.076(4) 0.042(3) 0.096(4) -0.025(3) 0.014(3) 0.008(3) C(2) 0.055(4) 0.044(4) 0.046(3) 0.007(3) 0.009(3) 0.006(3) C(3) 0.055(5) 0.092(6) 0.036(3) 0.010(4) -0.003(4) 0.010(4) C(4) 0.052(4) 0.088(6) 0.035(3) -0.015(4) 0.001(3) -0.002(4) C(5) 0.062(4) 0.058(4) 0.043(3) -0.018(4) 0.019(3) -0.010(3) C(16) 0.049(4) 0.058(4) 0.066(4) 0.005(4) 0.022(3) -0.001(3) C(17) 0.055(4) 0.056(4) 0.055(4) -0.019(4) 0.007(3) -0.018(3) C(18) 0.088(5) 0.059(4) 0.063(4) -0.019(4) 0.028(4) -0.000(4) C(19) 0.066(4) 0.074(4) 0.051(4) -0.001(4) 0.008(3) 0.009(3) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00001|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 808 _refine_ls_number_parameters 139 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_all 0.1160 _refine_ls_wR_factor_ref 0.1680 _refine_ls_goodness_of_fit_all 2.344 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_shift/su_max 0.0500 _refine_ls_shift/su_mean 0.0434 _refine_diff_density_min -0.20 _refine_diff_density_max 0.29 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C12 1.220(7) . . ? N1 C14 1.142(8) . . ? N2 C15 1.147(8) . . ? C1 C2 1.377(9) . . ? C1 C6 1.391(8) . . ? C1 C10 1.556(8) . . ? C2 C3 1.403(10) . . ? C2 H1 0.95 . . no C3 C4 1.336(11) . . ? C3 H2 0.94 . . no C4 C5 1.351(10) . . ? C4 H3 0.94 . . no C5 C6 1.421(9) . . ? C5 H4 0.96 . . no C6 C7 1.517(8) . . ? C7 C8 1.538(8) . . ? C7 C14 1.466(9) . . ? C7 H5 0.96 . . no C8 C9 1.513(8) . . ? C8 C13 1.551(8) . . ? C8 H6 0.95 . . no C9 C10 1.520(8) . . ? C9 H7 0.96 . . no C9 H8 0.94 . . no C10 C11 1.576(7) . . ? C10 C15 1.482(8) . . ? C11 C12 1.528(8) . . ? C11 C16 1.534(9) . . ? C11 C17 1.535(9) . . ? C12 C13 1.522(8) . . ? C13 C18 1.547(9) . . ? C13 C19 1.527(10) . . ? C16 H9 0.95 . . no C16 H10 0.97 . . no C16 H11 0.94 . . no C17 H12 0.96 . . no C17 H13 0.95 . . no C17 H14 0.95 . . no C18 H15 0.95 . . no C18 H16 0.95 . . no C18 H17 0.96 . . no C19 H18 0.95 . . no C19 H19 0.95 . . no C19 H20 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 119.5(6) . . . ? C2 C1 C10 121.8(5) . . . ? C6 C1 C10 118.6(5) . . . ? C1 C2 C3 120.2(6) . . . ? C1 C2 H1 120.3 . . . no C3 C2 H1 119.5 . . . no C2 C3 C4 120.3(7) . . . ? C2 C3 H2 120.0 . . . no C4 C3 H2 119.7 . . . no C3 C4 C5 121.0(7) . . . ? C3 C4 H3 120.1 . . . no C5 C4 H3 118.9 . . . no C4 C5 C6 120.8(6) . . . ? C4 C5 H4 120.2 . . . no C6 C5 H4 118.9 . . . no C1 C6 C5 118.1(5) . . . ? C1 C6 C7 123.4(5) . . . ? C5 C6 C7 118.4(5) . . . ? C6 C7 C8 113.2(5) . . . ? C6 C7 C14 109.6(5) . . . ? C6 C7 H5 107.4 . . . no C8 C7 C14 110.3(5) . . . ? C8 C7 H5 108.0 . . . no C14 C7 H5 108.1 . . . no C7 C8 C9 107.6(4) . . . ? C7 C8 C13 114.0(5) . . . ? C7 C8 H6 105.9 . . . no C9 C8 C13 112.8(5) . . . ? C9 C8 H6 108.2 . . . no C13 C8 H6 108.0 . . . no C8 C9 C10 110.1(5) . . . ? C8 C9 H7 108.3 . . . no C8 C9 H8 110.2 . . . no C10 C9 H7 108.9 . . . no C10 C9 H8 109.8 . . . no H7 C9 H8 109.6 . . . no C1 C10 C9 110.3(4) . . . ? C1 C10 C11 111.1(5) . . . ? C1 C10 C15 107.5(5) . . . ? C9 C10 C11 110.5(5) . . . ? C9 C10 C15 109.4(5) . . . ? C11 C10 C15 108.0(4) . . . ? C10 C11 C12 106.2(4) . . . ? C10 C11 C16 112.6(5) . . . ? C10 C11 C17 112.5(5) . . . ? C12 C11 C16 108.7(5) . . . ? C12 C11 C17 110.4(5) . . . ? C16 C11 C17 106.5(5) . . . ? O1 C12 C11 119.3(5) . . . ? O1 C12 C13 119.3(5) . . . ? C11 C12 C13 121.4(5) . . . ? C8 C13 C12 110.8(5) . . . ? C8 C13 C18 111.3(5) . . . ? C8 C13 C19 108.3(5) . . . ? C12 C13 C18 109.2(5) . . . ? C12 C13 C19 110.3(5) . . . ? C18 C13 C19 106.9(5) . . . ? N1 C14 C7 179.3(7) . . . ? N2 C15 C10 178.5(7) . . . ? C11 C16 H9 110.4 . . . no C11 C16 H10 109.2 . . . no C11 C16 H11 110.4 . . . no H9 C16 H10 108.1 . . . no H9 C16 H11 110.3 . . . no H10 C16 H11 108.4 . . . no C11 C17 H12 109.5 . . . no C11 C17 H13 109.8 . . . no C11 C17 H14 110.2 . . . no H12 C17 H13 109.1 . . . no H12 C17 H14 108.8 . . . no H13 C17 H14 109.5 . . . no C13 C18 H15 110.0 . . . no C13 C18 H16 110.2 . . . no C13 C18 H17 109.5 . . . no H15 C18 H16 109.6 . . . no H15 C18 H17 108.7 . . . no H16 C18 H17 108.9 . . . no C13 C19 H18 109.9 . . . no C13 C19 H19 109.6 . . . no C13 C19 H20 109.8 . . . no H18 C19 H19 109.1 . . . no H18 C19 H20 109.3 . . . no H19 C19 H20 109.1 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 C3 3.237(7) . 2_565 no O1 C9 3.415(6) . 1_455 no N1 C5 3.35(1) . 1_655 no N1 C4 3.55(1) . 1_655 no N1 C2 3.586(8) . 3_545 no N2 C7 3.305(8) . 3 no N2 C14 3.418(9) . 3 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C12 C11 C10 . . . . -137.1(5) no O1 C12 C11 C16 . . . . -15.7(7) no O1 C12 C11 C17 . . . . 100.7(6) no O1 C12 C13 C8 . . . . 142.6(5) no O1 C12 C13 C18 . . . . 19.7(8) no O1 C12 C13 C19 . . . . -97.4(6) no N1 C14 C7 C6 . . . . -162(58) no N1 C14 C7 C8 . . . . 73(58) no N2 C15 C10 C1 . . . . -179(26) no N2 C15 C10 C9 . . . . -59(27) no N2 C15 C10 C11 . . . . 61(27) no C1 C2 C3 C4 . . . . -1(1) no C1 C6 C5 C4 . . . . 1(1) no C1 C6 C7 C8 . . . . 18.1(9) no C1 C6 C7 C14 . . . . -105.5(7) no C1 C10 C9 C8 . . . . -57.5(6) no C1 C10 C11 C12 . . . . 66.3(6) no C1 C10 C11 C16 . . . . -52.5(6) no C1 C10 C11 C17 . . . . -172.8(4) no C2 C1 C6 C5 . . . . -3(1) no C2 C1 C6 C7 . . . . 173.2(6) no C2 C1 C10 C9 . . . . -154.4(6) no C2 C1 C10 C11 . . . . 82.7(7) no C2 C1 C10 C15 . . . . -35.2(8) no C2 C3 C4 C5 . . . . -2(1) no C3 C2 C1 C6 . . . . 3(1) no C3 C2 C1 C10 . . . . -175.6(6) no C3 C4 C5 C6 . . . . 2(1) no C4 C5 C6 C7 . . . . -175.8(6) no C5 C6 C1 C10 . . . . 175.4(6) no C5 C6 C7 C8 . . . . -165.3(6) no C5 C6 C7 C14 . . . . 71.2(8) no C6 C1 C10 C9 . . . . 26.8(8) no C6 C1 C10 C11 . . . . -96.1(6) no C6 C1 C10 C15 . . . . 146.0(6) no C6 C7 C8 C9 . . . . -46.4(7) no C6 C7 C8 C13 . . . . 79.5(6) no C7 C6 C1 C10 . . . . -7.9(9) no C7 C8 C9 C10 . . . . 68.1(6) no C7 C8 C13 C12 . . . . -79.1(6) no C7 C8 C13 C18 . . . . 42.6(6) no C7 C8 C13 C19 . . . . 159.8(5) no C8 C9 C10 C11 . . . . 65.7(6) no C8 C9 C10 C15 . . . . -175.6(5) no C8 C13 C12 C11 . . . . -41.0(7) no C9 C8 C7 C14 . . . . 76.8(6) no C9 C8 C13 C12 . . . . 44.0(7) no C9 C8 C13 C18 . . . . 165.7(5) no C9 C8 C13 C19 . . . . -77.1(6) no C9 C10 C11 C12 . . . . -56.4(6) no C9 C10 C11 C16 . . . . -175.3(5) no C9 C10 C11 C17 . . . . 64.4(6) no C10 C9 C8 C13 . . . . -58.5(6) no C10 C11 C12 C13 . . . . 46.6(7) no C11 C12 C13 C18 . . . . -164.0(5) no C11 C12 C13 C19 . . . . 78.9(7) no C12 C11 C10 C15 . . . . -176.0(5) no C13 C8 C7 C14 . . . . -157.3(5) no C13 C12 C11 C16 . . . . 168.0(5) no C13 C12 C11 C17 . . . . -75.6(7) no C15 C10 C11 C16 . . . . 65.1(6) no C15 C10 C11 C17 . . . . -55.2(6) no #------------------------------------------------------------------------------ #===END data_C18_H18_N2_O1 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1994) ; _computing_structure_refinement 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_publication_material 'teXsan for Windows version 1.05 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 14.294(5) _cell_length_b 16.505(6) _cell_length_c 25.334(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5977(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.1 _cell_measurement_theta_max 15.1 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21 ' _symmetry_Int_Tables_number 29 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y,1/2+z' '1/2-x, +y,1/2+z' '1/2+x, -y, +z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'plate' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 1.20 _exptl_crystal_size_mid 0.90 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.237 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 1113.41 _chemical_formula_analytical ? _chemical_formula_sum 'C72 H72 N8 O4 ' _chemical_formula_moiety '?' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 2368.00 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.674 _exptl_special_details ; The scan width was (0.63+0.35tan\q)\% with an \w scan speed of 16\% per minute (up to 7 scans to achieve I/\s(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -9.93 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 0 4 -1 -2 3 2 0 3 _diffrn_reflns_number 6310 _reflns_number_total 5781 _reflns_number_gt 1679 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.235 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 30.06 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.02862 _diffrn_orient_matrix_UB_12 -0.00722 _diffrn_orient_matrix_UB_13 0.03571 _diffrn_orient_matrix_UB_21 -0.06033 _diffrn_orient_matrix_UB_22 0.01660 _diffrn_orient_matrix_UB_23 0.01681 _diffrn_orient_matrix_UB_31 -0.02089 _diffrn_orient_matrix_UB_32 -0.05782 _diffrn_orient_matrix_UB_33 0.00036 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 288 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 288 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 16 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 32 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.593(1) 0.502(1) -0.0473 0.065(5) 1.000 . Uiso d ? O(2) 0.677(1) 0.6937(9) 0.3356(8) 0.059(5) 1.000 . Uiso d ? O(3) 0.484(1) 0.809(1) 0.4271(9) 0.065(5) 1.000 . Uiso d ? O(4) 0.3821(9) 0.9943(9) 0.8105(6) 0.050(4) 1.000 . Uiso d ? N(1) 0.886(2) 0.673(1) 0.057(1) 0.077(7) 1.000 . Uiso d ? N(2) 0.407(2) 0.772(1) -0.067(1) 0.083(7) 1.000 . Uiso d ? N(3) 0.498(2) 0.384(1) 0.329(1) 0.097(7) 1.000 . Uiso d ? N(4) 0.412(2) 0.815(1) 0.222(1) 0.087(7) 1.000 . Uiso d ? N(5) 0.308(2) 1.112(1) 0.418(1) 0.090(7) 1.000 . Uiso d ? N(6) 0.217(1) 0.689(1) 0.5394(9) 0.064(6) 1.000 . Uiso d ? N(7) 0.684(1) 0.834(1) 0.7037(9) 0.064(6) 1.000 . Uiso d ? N(8) 0.215(2) 0.719(1) 0.834(1) 0.076(7) 1.000 . Uiso d ? C(1) 0.679(2) 0.762(1) 0.099(1) 0.054(7) 1.000 . Uiso d ? C(2) 0.622(2) 0.812(2) 0.124(1) 0.064(7) 1.000 . Uiso d ? C(3) 0.536(2) 0.833(1) 0.104(1) 0.054(6) 1.000 . Uiso d ? C(4) 0.507(2) 0.791(1) 0.057(1) 0.069(7) 1.000 . Uiso d ? C(5) 0.565(1) 0.738(1) 0.0338(9) 0.038(5) 1.000 . Uiso d ? C(6) 0.652(1) 0.721(1) 0.053(1) 0.037(5) 1.000 . Uiso d ? C(7) 0.713(1) 0.662(1) 0.024(1) 0.035(5) 1.000 . Uiso d ? C(8) 0.704(2) 0.681(1) -0.036(1) 0.053(7) 1.000 . Uiso d ? C(9) 0.611(1) 0.651(1) -0.046(1) 0.036(5) 1.000 . Uiso d ? C(10) 0.530(1) 0.691(1) -0.0149(9) 0.039(5) 1.000 . Uiso d ? C(11) 0.501(2) 0.603(1) 0.001(1) 0.055(6) 1.000 . Uiso d ? C(12) 0.595(2) 0.572(1) -0.013(1) 0.040(6) 1.000 . Uiso d ? C(13) 0.677(2) 0.571(1) 0.025(1) 0.047(6) 1.000 . Uiso d ? C(14) 0.809(2) 0.670(1) 0.043(1) 0.046(6) 1.000 . Uiso d ? C(15) 0.466(2) 0.735(1) -0.046(1) 0.053(6) 1.000 . Uiso d ? C(16) 0.648(2) 0.549(1) 0.083(1) 0.051(6) 1.000 . Uiso d ? C(17) 0.755(2) 0.517(1) 0.007(1) 0.062(7) 1.000 . Uiso d ? C(18) 0.551(2) 0.436(1) -0.020(1) 0.065(7) 1.000 . Uiso d ? C(19) 0.459(2) 0.470(1) 0.209(1) 0.062(7) 1.000 . Uiso d ? C(20) 0.416(2) 0.482(1) 0.160(1) 0.069(7) 1.000 . Uiso d ? C(21) 0.397(2) 0.559(1) 0.140(1) 0.054(6) 1.000 . Uiso d ? C(22) 0.425(2) 0.622(1) 0.170(1) 0.057(6) 1.000 . Uiso d ? C(23) 0.468(1) 0.617(1) 0.218(1) 0.048(6) 1.000 . Uiso d ? C(24) 0.484(2) 0.537(1) 0.2380(9) 0.046(6) 1.000 . Uiso d ? C(25) 0.522(1) 0.529(1) 0.2933(9) 0.038(5) 1.000 . Uiso d ? C(26) 0.472(2) 0.594(1) 0.329(1) 0.060(7) 1.000 . Uiso d ? C(27) 0.514(2) 0.667(1) 0.310(1) 0.044(5) 1.000 . Uiso d ? C(28) 0.504(2) 0.688(1) 0.249(1) 0.057(7) 1.000 . Uiso d ? C(29) 0.608(2) 0.696(1) 0.247(1) 0.049(6) 1.000 . Uiso d ? C(30) 0.616(1) 0.654(1) 0.300(1) 0.045(6) 1.000 . Uiso d ? C(31) 0.626(2) 0.559(1) 0.300(1) 0.058(7) 1.000 . Uiso d ? C(32) 0.513(2) 0.449(1) 0.316(1) 0.048(6) 1.000 . Uiso d ? C(33) 0.448(2) 0.757(2) 0.236(1) 0.082(8) 1.000 . Uiso d ? C(34) 0.669(2) 0.529(2) 0.352(1) 0.072(7) 1.000 . Uiso d ? C(35) 0.691(2) 0.526(2) 0.256(1) 0.081(8) 1.000 . Uiso d ? C(36) 0.768(2) 0.707(1) 0.321(1) 0.074(7) 1.000 . Uiso d ? C(37) 0.257(2) 1.038(1) 0.543(1) 0.059(7) 1.000 . Uiso d ? C(38) 0.216(2) 1.028(1) 0.592(1) 0.072(7) 1.000 . Uiso d ? C(39) 0.200(2) 0.959(1) 0.614(1) 0.056(6) 1.000 . Uiso d ? C(40) 0.225(2) 0.887(1) 0.588(1) 0.064(7) 1.000 . Uiso d ? C(41) 0.272(1) 0.894(1) 0.5389(9) 0.044(6) 1.000 . Uiso d ? C(42) 0.281(1) 0.968(1) 0.5141(9) 0.039(6) 1.000 . Uiso d ? C(43) 0.328(2) 0.969(1) 0.459(1) 0.057(7) 1.000 . Uiso d ? C(44) 0.276(2) 0.904(1) 0.430(1) 0.042(5) 1.000 . Uiso d ? C(45) 0.323(1) 0.831(1) 0.451(1) 0.040(6) 1.000 . Uiso d ? C(46) 0.306(1) 0.818(1) 0.5112(9) 0.039(5) 1.000 . Uiso d ? C(47) 0.416(2) 0.812(1) 0.517(1) 0.052(6) 1.000 . Uiso d ? C(48) 0.426(2) 0.851(1) 0.460(1) 0.048(6) 1.000 . Uiso d ? C(49) 0.433(2) 0.942(1) 0.458(1) 0.052(6) 1.000 . Uiso d ? C(50) 0.314(2) 1.050(2) 0.438(1) 0.101(9) 1.000 . Uiso d ? C(51) 0.258(2) 0.745(1) 0.527(1) 0.046(6) 1.000 . Uiso d ? C(52) 0.489(2) 0.986(2) 0.503(1) 0.075(7) 1.000 . Uiso d ? C(53) 0.476(2) 0.968(2) 0.407(1) 0.082(8) 1.000 . Uiso d ? C(54) 0.576(2) 0.803(2) 0.443(1) 0.078(8) 1.000 . Uiso d ? C(55) 0.480(2) 0.742(1) 0.661(1) 0.049(6) 1.000 . Uiso d ? C(56) 0.421(2) 0.687(1) 0.637(1) 0.043(6) 1.000 . Uiso d ? C(57) 0.338(2) 0.665(1) 0.658(1) 0.058(7) 1.000 . Uiso d ? C(58) 0.310(1) 0.700(1) 0.705(1) 0.037(5) 1.000 . Uiso d ? C(59) 0.362(1) 0.757(1) 0.731(1) 0.035(5) 1.000 . Uiso d ? C(60) 0.448(2) 0.778(1) 0.709(1) 0.040(6) 1.000 . Uiso d ? C(61) 0.511(2) 0.842(1) 0.737(1) 0.042(6) 1.000 . Uiso d ? C(62) 0.506(1) 0.819(1) 0.7964(9) 0.040(5) 1.000 . Uiso d ? C(63) 0.411(2) 0.846(1) 0.810(1) 0.050(6) 1.000 . Uiso d ? C(64) 0.330(2) 0.804(1) 0.779(1) 0.047(6) 1.000 . Uiso d ? C(65) 0.296(2) 0.890(1) 0.761(1) 0.055(6) 1.000 . Uiso d ? C(66) 0.388(1) 0.924(1) 0.7772(9) 0.039(5) 1.000 . Uiso d ? C(67) 0.468(2) 0.927(1) 0.734(1) 0.047(6) 1.000 . Uiso d ? C(68) 0.607(2) 0.840(1) 0.717(1) 0.055(6) 1.000 . Uiso d ? C(69) 0.268(2) 0.757(1) 0.810(1) 0.053(6) 1.000 . Uiso d ? C(70) 0.437(2) 0.950(2) 0.680(1) 0.067(7) 1.000 . Uiso d ? C(71) 0.543(2) 0.988(1) 0.755(1) 0.064(7) 1.000 . Uiso d ? C(72) 0.331(2) 1.062(2) 0.789(1) 0.078(8) 1.000 . Uiso d ? H(1) 0.7399 0.7530 0.1125 0.065 1.000 . Uiso c ? H(2) 0.6409 0.8335 0.1572 0.076 1.000 . Uiso c ? H(3) 0.4974 0.8728 0.1206 0.065 1.000 . Uiso c ? H(4) 0.4471 0.8018 0.0419 0.083 1.000 . Uiso c ? H(5) 0.7496 0.6534 -0.0558 0.064 1.000 . Uiso c ? H(6) 0.7081 0.7377 -0.0423 0.064 1.000 . Uiso c ? H(7) 0.5976 0.6447 -0.0830 0.044 1.000 . Uiso c ? H(8) 0.4518 0.5817 -0.0201 0.066 1.000 . Uiso c ? H(9) 0.4859 0.5974 0.0372 0.066 1.000 . Uiso c ? H(10) 0.6003 0.5090 0.0819 0.061 1.000 . Uiso c ? H(11) 0.6252 0.5960 0.1002 0.061 1.000 . Uiso c ? H(12) 0.7007 0.5285 0.1013 0.061 1.000 . Uiso c ? H(13) 0.7560 0.5147 -0.0300 0.074 1.000 . Uiso c ? H(14) 0.7451 0.4637 0.0211 0.074 1.000 . Uiso c ? H(15) 0.8129 0.5370 0.0201 0.074 1.000 . Uiso c ? H(16) 0.5261 0.3989 -0.0455 0.078 1.000 . Uiso c ? H(17) 0.5020 0.4554 0.0015 0.078 1.000 . Uiso c ? H(18) 0.5966 0.4093 0.0006 0.078 1.000 . Uiso c ? H(19) 0.4704 0.4171 0.2215 0.074 1.000 . Uiso c ? H(20) 0.3988 0.4357 0.1394 0.083 1.000 . Uiso c ? H(21) 0.3670 0.5667 0.1075 0.065 1.000 . Uiso c ? H(22) 0.4128 0.6743 0.1568 0.068 1.000 . Uiso c ? H(23) 0.4858 0.5860 0.3656 0.073 1.000 . Uiso c ? H(24) 0.4063 0.5943 0.3243 0.073 1.000 . Uiso c ? H(25) 0.5019 0.7120 0.3322 0.052 1.000 . Uiso c ? H(26) 0.6302 0.7506 0.2466 0.059 1.000 . Uiso c ? H(27) 0.6365 0.6673 0.2184 0.059 1.000 . Uiso c ? H(28) 0.7191 0.4922 0.3441 0.086 1.000 . Uiso c ? H(29) 0.6229 0.5012 0.3718 0.086 1.000 . Uiso c ? H(30) 0.6926 0.5733 0.3713 0.086 1.000 . Uiso c ? H(31) 0.6662 0.5399 0.2226 0.097 1.000 . Uiso c ? H(32) 0.6962 0.4690 0.2591 0.097 1.000 . Uiso c ? H(33) 0.7516 0.5498 0.2598 0.097 1.000 . Uiso c ? H(34) 0.7724 0.7063 0.2832 0.089 1.000 . Uiso c ? H(35) 0.8066 0.6649 0.3348 0.089 1.000 . Uiso c ? H(36) 0.7886 0.7576 0.3337 0.089 1.000 . Uiso c ? H(37) 0.2682 1.0910 0.5293 0.071 1.000 . Uiso c ? H(38) 0.1970 1.0759 0.6102 0.086 1.000 . Uiso c ? H(39) 0.1723 0.9564 0.6484 0.068 1.000 . Uiso c ? H(40) 0.2104 0.8353 0.6026 0.076 1.000 . Uiso c ? H(41) 0.2836 0.9086 0.3930 0.050 1.000 . Uiso c ? H(42) 0.2114 0.9043 0.4386 0.050 1.000 . Uiso c ? H(43) 0.3136 0.7839 0.4302 0.048 1.000 . Uiso c ? H(44) 0.4389 0.7581 0.5190 0.062 1.000 . Uiso c ? H(45) 0.4410 0.8436 0.5443 0.062 1.000 . Uiso c ? H(46) 0.5330 1.0220 0.4871 0.090 1.000 . Uiso c ? H(47) 0.5208 0.9472 0.5235 0.090 1.000 . Uiso c ? H(48) 0.4470 1.0160 0.5242 0.090 1.000 . Uiso c ? H(49) 0.4454 0.9405 0.3789 0.099 1.000 . Uiso c ? H(50) 0.5403 0.9540 0.4072 0.099 1.000 . Uiso c ? H(51) 0.4689 1.0244 0.4030 0.099 1.000 . Uiso c ? H(52) 0.6151 0.7985 0.4124 0.094 1.000 . Uiso c ? H(53) 0.5841 0.7562 0.4642 0.094 1.000 . Uiso c ? H(54) 0.5932 0.8499 0.4622 0.094 1.000 . Uiso c ? H(55) 0.5390 0.7552 0.6469 0.059 1.000 . Uiso c ? H(56) 0.4400 0.6646 0.6041 0.052 1.000 . Uiso c ? H(57) 0.3006 0.6252 0.6411 0.070 1.000 . Uiso c ? H(58) 0.2518 0.6843 0.7192 0.045 1.000 . Uiso c ? H(59) 0.5513 0.8475 0.8166 0.048 1.000 . Uiso c ? H(60) 0.5132 0.7626 0.8015 0.048 1.000 . Uiso c ? H(61) 0.4000 0.8506 0.8464 0.060 1.000 . Uiso c ? H(62) 0.2438 0.9103 0.7801 0.066 1.000 . Uiso c ? H(63) 0.2831 0.8944 0.7240 0.066 1.000 . Uiso c ? H(64) 0.4782 0.9260 0.6549 0.081 1.000 . Uiso c ? H(65) 0.4386 1.0070 0.6764 0.081 1.000 . Uiso c ? H(66) 0.3754 0.9307 0.6743 0.081 1.000 . Uiso c ? H(67) 0.5740 1.0115 0.7255 0.077 1.000 . Uiso c ? H(68) 0.5871 0.9597 0.7760 0.077 1.000 . Uiso c ? H(69) 0.5133 1.0286 0.7750 0.077 1.000 . Uiso c ? H(70) 0.3344 1.0601 0.7512 0.094 1.000 . Uiso c ? H(71) 0.3565 1.1110 0.8011 0.094 1.000 . Uiso c ? H(72) 0.2669 1.0581 0.7991 0.094 1.000 . Uiso c ? #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details unit _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1679 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0822 _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_all 0.0800 _refine_ls_wR_factor_ref 0.0800 _refine_ls_goodness_of_fit_all 1.144 _refine_ls_goodness_of_fit_ref 1.140 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0001 _refine_diff_density_min -0.26 _refine_diff_density_max 0.34 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C12 1.44(4) . . ? O1 C18 1.42(4) . . ? O2 C30 1.41(3) . . ? O2 C36 1.38(3) . . ? O3 C48 1.36(3) . . ? O3 C54 1.38(3) . . ? O4 C66 1.44(4) . . ? O4 C72 1.44(4) . . ? N1 C14 1.14(3) . . ? N2 C15 1.17(3) . . ? N3 C32 1.15(3) . . ? N4 C33 1.15(3) . . ? N5 C50 1.16(4) . . ? N6 C51 1.15(3) . . ? N7 C68 1.14(3) . . ? N8 C69 1.16(3) . . ? C1 C2 1.33(4) . . ? C1 C6 1.40(4) . . ? C1 H1 0.95 . . no C2 C3 1.38(3) . . ? C2 H2 0.95 . . no C3 C4 1.44(4) . . ? C3 H3 0.95 . . no C4 C5 1.35(4) . . ? C4 H4 0.95 . . no C5 C6 1.36(3) . . ? C5 C10 1.53(4) . . ? C6 C7 1.49(4) . . ? C7 C8 1.55(3) . . ? C7 C13 1.59(3) . . ? C7 C14 1.46(3) . . ? C8 C9 1.45(3) . . ? C8 H5 0.95 . . no C8 H6 0.95 . . no C9 C10 1.55(3) . . ? C9 C12 1.56(4) . . ? C9 H7 0.95 . . no C10 C11 1.56(3) . . ? C10 C15 1.40(4) . . ? C11 C12 1.49(3) . . ? C11 H8 0.95 . . no C11 H9 0.95 . . no C12 C13 1.53(3) . . ? C13 C16 1.56(3) . . ? C13 C17 1.50(3) . . ? C16 H10 0.95 . . no C16 H11 0.95 . . no C16 H12 0.95 . . no C17 H13 0.95 . . no C17 H14 0.95 . . no C17 H15 0.95 . . no C18 H16 0.95 . . no C18 H17 0.95 . . no C18 H18 0.95 . . no C19 C20 1.39(3) . . ? C19 C24 1.39(4) . . ? C19 H19 0.95 . . no C20 C21 1.39(3) . . ? C20 H20 0.95 . . no C21 C22 1.34(4) . . ? C21 H21 0.95 . . no C22 C23 1.36(3) . . ? C22 H22 0.95 . . no C23 C24 1.42(4) . . ? C23 C28 1.51(4) . . ? C24 C25 1.51(3) . . ? C25 C26 1.58(4) . . ? C25 C31 1.58(3) . . ? C25 C32 1.44(4) . . ? C26 C27 1.42(4) . . ? C26 H23 0.95 . . no C26 H24 0.95 . . no C27 C28 1.58(4) . . ? C27 C30 1.50(3) . . ? C27 H25 0.95 . . no C28 C29 1.51(3) . . ? C28 C33 1.42(4) . . ? C29 C30 1.53(4) . . ? C29 H26 0.95 . . no C29 H27 0.95 . . no C30 C31 1.58(3) . . ? C31 C34 1.53(4) . . ? C31 C35 1.54(4) . . ? C34 H28 0.95 . . no C34 H29 0.95 . . no C34 H30 0.95 . . no C35 H31 0.95 . . no C35 H32 0.95 . . no C35 H33 0.95 . . no C36 H34 0.95 . . no C36 H35 0.95 . . no C36 H36 0.95 . . no C37 C38 1.37(3) . . ? C37 C42 1.42(4) . . ? C37 H37 0.95 . . no C38 C39 1.31(4) . . ? C38 H38 0.95 . . no C39 C40 1.40(4) . . ? C39 H39 0.95 . . no C40 C41 1.42(3) . . ? C40 H40 0.95 . . no C41 C42 1.38(4) . . ? C41 C46 1.52(4) . . ? C42 C43 1.55(3) . . ? C43 C44 1.49(4) . . ? C43 C49 1.56(3) . . ? C43 C50 1.45(5) . . ? C44 C45 1.48(4) . . ? C44 H41 0.95 . . no C44 H42 0.95 . . no C45 C46 1.56(3) . . ? C45 C48 1.52(3) . . ? C45 H43 0.95 . . no C46 C47 1.58(3) . . ? C46 C51 1.44(3) . . ? C47 C48 1.59(4) . . ? C47 H44 0.95 . . no C47 H45 0.95 . . no C48 C49 1.50(3) . . ? C49 C52 1.56(4) . . ? C49 C53 1.49(4) . . ? C52 H46 0.95 . . no C52 H47 0.95 . . no C52 H48 0.95 . . no C53 H49 0.95 . . no C53 H50 0.95 . . no C53 H51 0.95 . . no C54 H52 0.95 . . no C54 H53 0.95 . . no C54 H54 0.95 . . no C55 C56 1.38(4) . . ? C55 C60 1.41(4) . . ? C55 H55 0.95 . . no C56 C57 1.35(3) . . ? C56 H56 0.95 . . no C57 C58 1.38(4) . . ? C57 H57 0.95 . . no C58 C59 1.37(4) . . ? C58 H58 0.95 . . no C59 C60 1.40(3) . . ? C59 C64 1.51(4) . . ? C60 C61 1.56(4) . . ? C61 C62 1.55(3) . . ? C61 C67 1.53(3) . . ? C61 C68 1.47(3) . . ? C62 C63 1.46(3) . . ? C62 H59 0.95 . . no C62 H60 0.95 . . no C63 C64 1.56(3) . . ? C63 C66 1.57(4) . . ? C63 H61 0.95 . . no C64 C65 1.57(4) . . ? C64 C69 1.41(4) . . ? C65 C66 1.49(3) . . ? C65 H62 0.95 . . no C65 H63 0.95 . . no C66 C67 1.58(3) . . ? C67 C70 1.50(4) . . ? C67 C71 1.55(4) . . ? C70 H64 0.95 . . no C70 H65 0.95 . . no C70 H66 0.95 . . no C71 H67 0.95 . . no C71 H68 0.95 . . no C71 H69 0.95 . . no C72 H70 0.95 . . no C72 H71 0.95 . . no C72 H72 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 O1 C18 110(2) . . . ? C30 O2 C36 119(2) . . . ? C48 O3 C54 116(2) . . . ? C66 O4 C72 115(2) . . . ? C2 C1 C6 122(3) . . . ? C2 C1 H1 118.8 . . . no C6 C1 H1 118.8 . . . no C1 C2 C3 122(3) . . . ? C1 C2 H2 119.0 . . . no C3 C2 H2 119.0 . . . no C2 C3 C4 116(2) . . . ? C2 C3 H3 121.9 . . . no C4 C3 H3 121.9 . . . no C3 C4 C5 120(3) . . . ? C3 C4 H4 120.2 . . . no C5 C4 H4 120.2 . . . no C4 C5 C6 123(2) . . . ? C4 C5 C10 118(3) . . . ? C6 C5 C10 119(2) . . . ? C1 C6 C5 116(2) . . . ? C1 C6 C7 124(2) . . . ? C5 C6 C7 120(2) . . . ? C6 C7 C8 107(2) . . . ? C6 C7 C13 114(2) . . . ? C6 C7 C14 109(2) . . . ? C8 C7 C13 101(3) . . . ? C8 C7 C14 113(2) . . . ? C13 C7 C14 112(2) . . . ? C7 C8 C9 101(2) . . . ? C7 C8 H5 111.5 . . . no C7 C8 H6 111.5 . . . no C9 C8 H5 111.5 . . . no C9 C8 H6 111.5 . . . no H5 C8 H6 109.5 . . . no C8 C9 C10 116(2) . . . ? C8 C9 C12 108(2) . . . ? C8 C9 H7 113.8 . . . no C10 C9 C12 89(2) . . . ? C10 C9 H7 113.8 . . . no C12 C9 H7 113.8 . . . no C5 C10 C9 113(2) . . . ? C5 C10 C11 110(2) . . . ? C5 C10 C15 114(2) . . . ? C9 C10 C11 86(2) . . . ? C9 C10 C15 115(2) . . . ? C11 C10 C15 117(2) . . . ? C10 C11 C12 91(2) . . . ? C10 C11 H8 113.9 . . . no C10 C11 H9 113.9 . . . no C12 C11 H8 113.9 . . . no C12 C11 H9 113.9 . . . no H8 C11 H9 109.5 . . . no O1 C12 C9 111(2) . . . ? O1 C12 C11 114(2) . . . ? O1 C12 C13 113(2) . . . ? C9 C12 C11 88(2) . . . ? C9 C12 C13 104(2) . . . ? C11 C12 C13 123(2) . . . ? C7 C13 C12 103(2) . . . ? C7 C13 C16 109(3) . . . ? C7 C13 C17 109(2) . . . ? C12 C13 C16 113(2) . . . ? C12 C13 C17 112(2) . . . ? C16 C13 C17 110(2) . . . ? N1 C14 C7 176(3) . . . ? N2 C15 C10 173(3) . . . ? C13 C16 H10 109.5 . . . no C13 C16 H11 109.5 . . . no C13 C16 H12 109.5 . . . no H10 C16 H11 109.5 . . . no H10 C16 H12 109.5 . . . no H11 C16 H12 109.5 . . . no C13 C17 H13 109.5 . . . no C13 C17 H14 109.5 . . . no C13 C17 H15 109.5 . . . no H13 C17 H14 109.5 . . . no H13 C17 H15 109.5 . . . no H14 C17 H15 109.5 . . . no O1 C18 H16 109.5 . . . no O1 C18 H17 109.5 . . . no O1 C18 H18 109.5 . . . no H16 C18 H17 109.5 . . . no H16 C18 H18 109.5 . . . no H17 C18 H18 109.5 . . . no C20 C19 C24 119(3) . . . ? C20 C19 H19 120.5 . . . no C24 C19 H19 120.5 . . . no C19 C20 C21 121(3) . . . ? C19 C20 H20 119.3 . . . no C21 C20 H20 119.3 . . . no C20 C21 C22 117(2) . . . ? C20 C21 H21 121.5 . . . no C22 C21 H21 121.5 . . . no C21 C22 C23 126(3) . . . ? C21 C22 H22 117.0 . . . no C23 C22 H22 117.0 . . . no C22 C23 C24 117(3) . . . ? C22 C23 C28 125(3) . . . ? C24 C23 C28 118(2) . . . ? C19 C24 C23 120(2) . . . ? C19 C24 C25 121(3) . . . ? C23 C24 C25 119(3) . . . ? C24 C25 C26 108(2) . . . ? C24 C25 C31 114(2) . . . ? C24 C25 C32 115(3) . . . ? C26 C25 C31 99(2) . . . ? C26 C25 C32 111(2) . . . ? C31 C25 C32 109(2) . . . ? C25 C26 C27 101(2) . . . ? C25 C26 H23 111.6 . . . no C25 C26 H24 111.6 . . . no C27 C26 H23 111.6 . . . no C27 C26 H24 111.6 . . . no H23 C26 H24 109.5 . . . no C26 C27 C28 119(3) . . . ? C26 C27 C30 110(2) . . . ? C26 C27 H25 112.5 . . . no C28 C27 C30 88(2) . . . ? C28 C27 H25 112.5 . . . no C30 C27 H25 112.5 . . . no C23 C28 C27 112(3) . . . ? C23 C28 C29 113(2) . . . ? C23 C28 C33 108(2) . . . ? C27 C28 C29 88(2) . . . ? C27 C28 C33 118(3) . . . ? C29 C28 C33 118(2) . . . ? C28 C29 C30 90(2) . . . ? C28 C29 H26 114.2 . . . no C28 C29 H27 114.2 . . . no C30 C29 H26 114.2 . . . no C30 C29 H27 114.2 . . . no H26 C29 H27 109.5 . . . no O2 C30 C27 115(2) . . . ? O2 C30 C29 113(2) . . . ? O2 C30 C31 114(3) . . . ? C27 C30 C29 91(2) . . . ? C27 C30 C31 103(2) . . . ? C29 C30 C31 117(3) . . . ? C25 C31 C30 103(2) . . . ? C25 C31 C34 112(2) . . . ? C25 C31 C35 112(2) . . . ? C30 C31 C34 111(3) . . . ? C30 C31 C35 114(3) . . . ? C34 C31 C35 105(2) . . . ? N3 C32 C25 172(3) . . . ? N4 C33 C28 173(4) . . . ? C31 C34 H28 109.5 . . . no C31 C34 H29 109.5 . . . no C31 C34 H30 109.5 . . . no H28 C34 H29 109.5 . . . no H28 C34 H30 109.5 . . . no H29 C34 H30 109.5 . . . no C31 C35 H31 109.5 . . . no C31 C35 H32 109.5 . . . no C31 C35 H33 109.5 . . . no H31 C35 H32 109.5 . . . no H31 C35 H33 109.5 . . . no H32 C35 H33 109.5 . . . no O2 C36 H34 109.5 . . . no O2 C36 H35 109.5 . . . no O2 C36 H36 109.5 . . . no H34 C36 H35 109.5 . . . no H34 C36 H36 109.5 . . . no H35 C36 H36 109.5 . . . no C38 C37 C42 118(3) . . . ? C38 C37 H37 120.9 . . . no C42 C37 H37 120.9 . . . no C37 C38 C39 125(3) . . . ? C37 C38 H38 117.6 . . . no C39 C38 H38 117.6 . . . no C38 C39 C40 120(2) . . . ? C38 C39 H39 120.2 . . . no C40 C39 H39 120.2 . . . no C39 C40 C41 118(3) . . . ? C39 C40 H40 121.2 . . . no C41 C40 H40 121.2 . . . no C40 C41 C42 121(3) . . . ? C40 C41 C46 119(3) . . . ? C42 C41 C46 120(2) . . . ? C37 C42 C41 118(2) . . . ? C37 C42 C43 125(3) . . . ? C41 C42 C43 117(3) . . . ? C42 C43 C44 103(3) . . . ? C42 C43 C49 115(2) . . . ? C42 C43 C50 106(3) . . . ? C44 C43 C49 106(2) . . . ? C44 C43 C50 115(3) . . . ? C49 C43 C50 113(3) . . . ? C43 C44 C45 101(2) . . . ? C43 C44 H41 111.7 . . . no C43 C44 H42 111.7 . . . no C45 C44 H41 111.7 . . . no C45 C44 H42 111.7 . . . no H41 C44 H42 109.5 . . . no C44 C45 C46 113(3) . . . ? C44 C45 C48 108(2) . . . ? C44 C45 H43 113.7 . . . no C46 C45 C48 93(2) . . . ? C46 C45 H43 113.7 . . . no C48 C45 H43 113.7 . . . no C41 C46 C45 112(3) . . . ? C41 C46 C47 109(2) . . . ? C41 C46 C51 115(2) . . . ? C45 C46 C47 86(2) . . . ? C45 C46 C51 118(3) . . . ? C47 C46 C51 113(2) . . . ? C46 C47 C48 90(2) . . . ? C46 C47 H44 114.2 . . . no C46 C47 H45 114.2 . . . no C48 C47 H44 114.2 . . . no C48 C47 H45 114.2 . . . no H44 C47 H45 109.5 . . . no O3 C48 C45 112(2) . . . ? O3 C48 C47 113(2) . . . ? O3 C48 C49 118(3) . . . ? C45 C48 C47 87(2) . . . ? C45 C48 C49 106(2) . . . ? C47 C48 C49 116(3) . . . ? C43 C49 C48 103(2) . . . ? C43 C49 C52 111(2) . . . ? C43 C49 C53 109(2) . . . ? C48 C49 C52 119(3) . . . ? C48 C49 C53 109(3) . . . ? C52 C49 C53 106(2) . . . ? N5 C50 C43 173(4) . . . ? N6 C51 C46 177(3) . . . ? C49 C52 H46 109.5 . . . no C49 C52 H47 109.5 . . . no C49 C52 H48 109.5 . . . no H46 C52 H47 109.5 . . . no H46 C52 H48 109.5 . . . no H47 C52 H48 109.5 . . . no C49 C53 H49 109.5 . . . no C49 C53 H50 109.5 . . . no C49 C53 H51 109.5 . . . no H49 C53 H50 109.5 . . . no H49 C53 H51 109.5 . . . no H50 C53 H51 109.5 . . . no O3 C54 H52 109.5 . . . no O3 C54 H53 109.5 . . . no O3 C54 H54 109.5 . . . no H52 C54 H53 109.5 . . . no H52 C54 H54 109.5 . . . no H53 C54 H54 109.5 . . . no C56 C55 C60 118(3) . . . ? C56 C55 H55 121.0 . . . no C60 C55 H55 121.0 . . . no C55 C56 C57 122(2) . . . ? C55 C56 H56 118.9 . . . no C57 C56 H56 118.9 . . . no C56 C57 C58 119(2) . . . ? C56 C57 H57 120.7 . . . no C58 C57 H57 120.7 . . . no C57 C58 C59 123(3) . . . ? C57 C58 H58 118.4 . . . no C59 C58 H58 118.4 . . . no C58 C59 C60 117(2) . . . ? C58 C59 C64 125(2) . . . ? C60 C59 C64 118(2) . . . ? C55 C60 C59 121(2) . . . ? C55 C60 C61 120(2) . . . ? C59 C60 C61 119(2) . . . ? C60 C61 C62 105(2) . . . ? C60 C61 C67 111(2) . . . ? C60 C61 C68 111(2) . . . ? C62 C61 C67 104(3) . . . ? C62 C61 C68 112(2) . . . ? C67 C61 C68 113(2) . . . ? C61 C62 C63 101(2) . . . ? C61 C62 H59 111.5 . . . no C61 C62 H60 111.5 . . . no C63 C62 H59 111.5 . . . no C63 C62 H60 111.5 . . . no H59 C62 H60 109.5 . . . no C62 C63 C64 116(2) . . . ? C62 C63 C66 109(2) . . . ? C62 C63 H61 113.9 . . . no C64 C63 C66 87(2) . . . ? C64 C63 H61 113.9 . . . no C66 C63 H61 113.9 . . . no C59 C64 C63 113(2) . . . ? C59 C64 C65 109(2) . . . ? C59 C64 C69 111(2) . . . ? C63 C64 C65 89(2) . . . ? C63 C64 C69 115(2) . . . ? C65 C64 C69 117(2) . . . ? C64 C65 C66 89(2) . . . ? C64 C65 H62 114.3 . . . no C64 C65 H63 114.3 . . . no C66 C65 H62 114.3 . . . no C66 C65 H63 114.3 . . . no H62 C65 H63 109.5 . . . no O4 C66 C63 112(2) . . . ? O4 C66 C65 115(2) . . . ? O4 C66 C67 115(2) . . . ? C63 C66 C65 91(2) . . . ? C63 C66 C67 103(2) . . . ? C65 C66 C67 118(2) . . . ? C61 C67 C66 104(3) . . . ? C61 C67 C70 113(3) . . . ? C61 C67 C71 107(2) . . . ? C66 C67 C70 115(2) . . . ? C66 C67 C71 107(2) . . . ? C70 C67 C71 110(3) . . . ? N7 C68 C61 175(3) . . . ? N8 C69 C64 178(3) . . . ? C67 C70 H64 109.5 . . . no C67 C70 H65 109.5 . . . no C67 C70 H66 109.5 . . . no H64 C70 H65 109.5 . . . no H64 C70 H66 109.5 . . . no H65 C70 H66 109.5 . . . no C67 C71 H67 109.5 . . . no C67 C71 H68 109.5 . . . no C67 C71 H69 109.5 . . . no H67 C71 H68 109.5 . . . no H67 C71 H69 109.5 . . . no H68 C71 H69 109.5 . . . no O4 C72 H70 109.5 . . . no O4 C72 H71 109.5 . . . no O4 C72 H72 109.5 . . . no H70 C72 H71 109.5 . . . no H70 C72 H72 109.5 . . . no H71 C72 H72 109.5 . . . no #===END data_C18_H18_N2_O1 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1994) ; _computing_structure_refinement 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_publication_material 'teXsan for Windows version 1.05 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 12.214(2) _cell_length_b 13.305(3) _cell_length_c 9.083(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1476.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 17.5 _cell_measurement_theta_max 19.5 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x, -y,1/2+z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'blocks' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 278.35 _chemical_formula_analytical ? _chemical_formula_sum 'C18 H18 N2 O ' _chemical_formula_moiety 'C18 H18 N2 O ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 592.00 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.10+0.35tan\q)\% with an \w scan speed of 16\% per minute (up to 7 scans to achieve I/\s(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 1.48 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 1 1 0 2 1 -2 2 1 _diffrn_reflns_number 2481 _reflns_number_total 2481 _reflns_number_gt 1071 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.108 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 30.08 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.03785 _diffrn_orient_matrix_UB_12 0.06654 _diffrn_orient_matrix_UB_13 -0.00553 _diffrn_orient_matrix_UB_21 -0.07208 _diffrn_orient_matrix_UB_22 -0.03495 _diffrn_orient_matrix_UB_23 -0.01032 _diffrn_orient_matrix_UB_31 -0.00871 _diffrn_orient_matrix_UB_32 0.00007 _diffrn_orient_matrix_UB_33 0.10947 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 72 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 72 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 4 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 8 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 1.3016(2) 0.1232(2) 0.8688(3) 0.0648(7) 1.000 . Uani d ? N(1) 1.2178(2) 0.2533(2) 1.1916(3) 0.073(1) 1.000 . Uani d ? N(2) 0.9167(2) 0.0940(3) 0.4740(3) 0.085(1) 1.000 . Uani d ? C(1) 0.9767(2) 0.0988(2) 0.8462(3) 0.0385(7) 1.000 . Uani d ? C(2) 1.0320(2) 0.1241(2) 0.9728(3) 0.0374(7) 1.000 . Uani d ? C(3) 1.0013(2) 0.0834(2) 1.1071(3) 0.0444(8) 1.000 . Uani d ? C(4) 0.9132(3) 0.0171(2) 1.1119(3) 0.0514(9) 1.000 . Uani d ? C(5) 0.8571(2) -0.0066(2) 0.9858(3) 0.0527(9) 1.000 . Uani d ? C(6) 0.8882(2) 0.0337(2) 0.8527(3) 0.0469(9) 1.000 . Uani d ? C(7) 1.0231(2) 0.1481(2) 0.7092(3) 0.0421(8) 1.000 . Uani d ? C(8) 1.0142(2) 0.2634(2) 0.7335(3) 0.0490(8) 1.000 . Uani d ? C(9) 1.0958(2) 0.2935(2) 0.8516(3) 0.0479(8) 1.000 . Uani d ? C(10) 1.1225(2) 0.1982(2) 0.9489(3) 0.0404(7) 1.000 . Uani d ? C(11) 1.2086(2) 0.1748(2) 0.8206(3) 0.0440(8) 1.000 . Uani d ? C(12) 1.2142(2) 0.2887(2) 0.7929(3) 0.0512(9) 1.000 . Uani d ? C(13) 1.1484(2) 0.1177(2) 0.6950(3) 0.0431(8) 1.000 . Uani d ? C(14) 1.1774(2) 0.2281(2) 1.0845(3) 0.0501(9) 1.000 . Uani d ? C(15) 0.9623(3) 0.1183(3) 0.5758(3) 0.057(1) 1.000 . Uani d ? C(16) 1.1604(2) 0.0037(2) 0.7143(3) 0.0584(9) 1.000 . Uani d ? C(17) 1.1917(3) 0.1472(3) 0.5420(3) 0.065(1) 1.000 . Uani d ? C(18) 1.4016(3) 0.1531(3) 0.8207(5) 0.099(1) 1.000 . Uani d ? H(1) 1.0398 0.1005 1.1944 0.053 1.000 . Uiso c ? H(2) 0.8918 -0.0119 1.2031 0.062 1.000 . Uiso c ? H(3) 0.7964 -0.0511 0.9904 0.063 1.000 . Uiso c ? H(4) 0.8491 0.0170 0.7656 0.056 1.000 . Uiso c ? H(5) 1.0304 0.2977 0.6444 0.059 1.000 . Uiso c ? H(6) 0.9421 0.2801 0.7644 0.059 1.000 . Uiso c ? H(7) 1.0778 0.3527 0.9050 0.057 1.000 . Uiso c ? H(8) 1.2225 0.3074 0.6926 0.061 1.000 . Uiso c ? H(9) 1.2667 0.3235 0.8510 0.061 1.000 . Uiso c ? H(10) 1.1608 -0.0122 0.8163 0.070 1.000 . Uiso c ? H(11) 1.1007 -0.0293 0.6679 0.070 1.000 . Uiso c ? H(12) 1.2271 -0.0179 0.6709 0.070 1.000 . Uiso c ? H(13) 1.2670 0.1297 0.5348 0.078 1.000 . Uiso c ? H(14) 1.1836 0.2176 0.5284 0.078 1.000 . Uiso c ? H(15) 1.1514 0.1124 0.4685 0.078 1.000 . Uiso c ? H(16) 1.4478 0.1657 0.9029 0.119 1.000 . Uiso c ? H(17) 1.4329 0.1018 0.7614 0.119 1.000 . Uiso c ? H(18) 1.3942 0.2129 0.7643 0.119 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.037(1) 0.072(1) 0.085(2) 0.003(1) -0.008(1) 0.019(1) N(1) 0.079(2) 0.086(2) 0.055(2) -0.024(2) -0.009(2) -0.002(2) N(2) 0.070(2) 0.138(3) 0.047(2) -0.019(2) -0.010(2) -0.009(2) C(1) 0.039(1) 0.037(1) 0.040(1) 0.003(1) -0.002(1) -0.004(1) C(2) 0.039(1) 0.032(1) 0.041(2) 0.002(1) 0.003(1) 0.000(1) C(3) 0.046(2) 0.046(2) 0.041(2) 0.001(1) -0.002(1) -0.002(1) C(4) 0.057(2) 0.044(2) 0.053(2) -0.004(2) 0.018(2) 0.001(2) C(5) 0.049(2) 0.045(2) 0.065(2) -0.009(2) 0.012(2) -0.005(2) C(6) 0.042(2) 0.047(2) 0.052(2) -0.005(1) -0.005(2) -0.007(2) C(7) 0.041(2) 0.044(2) 0.041(2) 0.000(1) -0.009(1) 0.004(1) C(8) 0.049(2) 0.047(2) 0.051(2) 0.009(1) -0.001(2) 0.009(1) C(9) 0.053(2) 0.034(1) 0.057(2) -0.000(1) 0.001(2) -0.001(2) C(10) 0.043(2) 0.040(1) 0.038(1) -0.004(1) -0.004(1) -0.002(1) C(11) 0.040(2) 0.043(2) 0.049(2) 0.002(1) -0.003(1) 0.008(1) C(12) 0.053(2) 0.046(2) 0.054(2) -0.009(2) -0.000(2) 0.004(2) C(13) 0.046(2) 0.046(2) 0.038(2) -0.001(1) 0.001(1) -0.001(1) C(14) 0.051(2) 0.048(2) 0.052(2) -0.010(1) -0.001(2) 0.000(2) C(15) 0.048(2) 0.075(2) 0.048(2) -0.003(2) -0.001(2) 0.006(2) C(16) 0.063(2) 0.049(2) 0.063(2) 0.010(2) 0.005(2) -0.014(2) C(17) 0.060(2) 0.088(3) 0.047(2) -0.002(2) 0.010(2) -0.002(2) C(18) 0.044(2) 0.096(3) 0.157(4) 0.011(2) 0.007(3) 0.001(3) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00006|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.0000009(2) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1071 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_all 0.0430 _refine_ls_wR_factor_ref 0.0430 _refine_ls_goodness_of_fit_all 1.947 _refine_ls_goodness_of_fit_ref 1.950 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0006 _refine_diff_density_min -0.16 _refine_diff_density_max 0.15 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.398(4) . . ? O1 C18 1.357(5) . . ? N1 C14 1.141(5) . . ? N2 C15 1.127(5) . . ? C1 C2 1.375(5) . . ? C1 C6 1.387(5) . . ? C1 C7 1.517(5) . . ? C2 C3 1.386(5) . . ? C2 C10 1.497(5) . . ? C3 C4 1.393(5) . . ? C3 H1 0.95 . . no C4 C5 1.371(5) . . ? C4 H2 0.95 . . no C5 C6 1.376(5) . . ? C5 H3 0.95 . . no C6 H4 0.95 . . no C7 C8 1.553(5) . . ? C7 C13 1.588(5) . . ? C7 C15 1.475(6) . . ? C8 C9 1.519(6) . . ? C8 H5 0.95 . . no C8 H6 0.95 . . no C9 C10 1.580(5) . . ? C9 C12 1.543(5) . . ? C9 H7 0.95 . . no C10 C11 1.600(5) . . ? C10 C14 1.457(5) . . ? C11 C12 1.537(5) . . ? C11 C13 1.556(5) . . ? C12 H8 0.95 . . no C12 H9 0.95 . . no C13 C16 1.534(5) . . ? C13 C17 1.537(5) . . ? C16 H10 0.95 . . no C16 H11 0.95 . . no C16 H12 0.95 . . no C17 H13 0.95 . . no C17 H14 0.95 . . no C17 H15 0.95 . . no C18 H16 0.95 . . no C18 H17 0.95 . . no C18 H18 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 O1 C18 119.1(4) . . . ? C2 C1 C6 120.0(4) . . . ? C2 C1 C7 113.4(3) . . . ? C6 C1 C7 126.6(3) . . . ? C1 C2 C3 120.5(3) . . . ? C1 C2 C10 113.7(3) . . . ? C3 C2 C10 125.8(3) . . . ? C2 C3 C4 119.0(3) . . . ? C2 C3 H1 120.4 . . . no C4 C3 H1 120.6 . . . no C3 C4 C5 120.3(4) . . . ? C3 C4 H2 119.7 . . . no C5 C4 H2 119.9 . . . no C4 C5 C6 120.5(3) . . . ? C4 C5 H3 119.7 . . . no C6 C5 H3 119.8 . . . no C1 C6 C5 119.7(4) . . . ? C1 C6 H4 120.3 . . . no C5 C6 H4 120.0 . . . no C1 C7 C8 106.5(3) . . . ? C1 C7 C13 108.5(3) . . . ? C1 C7 C15 111.7(3) . . . ? C8 C7 C13 109.4(3) . . . ? C8 C7 C15 110.3(3) . . . ? C13 C7 C15 110.5(3) . . . ? C7 C8 C9 108.3(3) . . . ? C7 C8 H5 110.1 . . . no C7 C8 H6 109.8 . . . no C9 C8 H5 109.6 . . . no C9 C8 H6 109.5 . . . no H5 C8 H6 109.4 . . . no C8 C9 C10 108.6(3) . . . ? C8 C9 C12 111.1(3) . . . ? C8 C9 H7 115.3 . . . no C10 C9 C12 88.1(3) . . . ? C10 C9 H7 115.4 . . . no C12 C9 H7 115.2 . . . no C2 C10 C9 117.2(3) . . . ? C2 C10 C11 117.6(3) . . . ? C2 C10 C14 113.4(3) . . . ? C9 C10 C11 83.3(3) . . . ? C9 C10 C14 110.4(3) . . . ? C11 C10 C14 111.5(3) . . . ? O1 C11 C10 113.6(3) . . . ? O1 C11 C12 120.0(4) . . . ? O1 C11 C13 111.9(3) . . . ? C10 C11 C12 87.6(3) . . . ? C10 C11 C13 108.6(3) . . . ? C12 C11 C13 112.5(3) . . . ? C9 C12 C11 86.7(3) . . . ? C9 C12 H8 114.9 . . . no C9 C12 H9 114.8 . . . no C11 C12 H8 114.9 . . . no C11 C12 H9 114.8 . . . no H8 C12 H9 109.4 . . . no C7 C13 C11 105.7(3) . . . ? C7 C13 C16 109.5(3) . . . ? C7 C13 C17 109.9(3) . . . ? C11 C13 C16 110.7(3) . . . ? C11 C13 C17 112.1(3) . . . ? C16 C13 C17 108.9(4) . . . ? N1 C14 C10 178.0(5) . . . ? N2 C15 C7 178.8(5) . . . ? C13 C16 H10 109.7 . . . no C13 C16 H11 109.6 . . . no C13 C16 H12 109.9 . . . no H10 C16 H11 109.2 . . . no H10 C16 H12 109.4 . . . no H11 C16 H12 109.1 . . . no C13 C17 H13 110.0 . . . no C13 C17 H14 109.9 . . . no C13 C17 H15 109.9 . . . no H13 C17 H14 109.0 . . . no H13 C17 H15 109.1 . . . no H14 C17 H15 108.9 . . . no O1 C18 H16 109.5 . . . no O1 C18 H17 109.8 . . . no O1 C18 H18 109.8 . . . no H16 C18 H17 109.1 . . . no H16 C18 H18 109.2 . . . no H17 C18 H18 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 C16 3.594(5) . 2_254 no N1 C17 3.497(6) . 1_554 no N1 C6 3.538(6) . 3_443 no N2 C4 3.444(6) . 1_556 no N2 C3 3.492(5) . 1_556 no N2 C5 3.543(5) . 2_355 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C11 C10 C2 . . . . 93.2(4) no O1 C11 C10 C9 . . . . -149.5(3) no O1 C11 C10 C14 . . . . -40.2(5) no O1 C11 C12 C9 . . . . 144.3(4) no O1 C11 C13 C7 . . . . -151.1(3) no O1 C11 C13 C16 . . . . -32.5(4) no O1 C11 C13 C17 . . . . 89.2(4) no N1 C14 C10 C2 . . . . 78(13) no N1 C14 C10 C9 . . . . -56(13) no N1 C14 C10 C11 . . . . -146(13) no N2 C15 C7 C1 . . . . 75(24) no N2 C15 C7 C8 . . . . -167(23) no N2 C15 C7 C13 . . . . -46(24) no C1 C2 C3 C4 . . . . 0.4(6) no C1 C2 C10 C9 . . . . -46.8(5) no C1 C2 C10 C11 . . . . 50.2(4) no C1 C2 C10 C14 . . . . -177.3(4) no C1 C6 C5 C4 . . . . 0.1(6) no C1 C7 C8 C9 . . . . -70.1(4) no C1 C7 C13 C11 . . . . 70.8(4) no C1 C7 C13 C16 . . . . -48.5(4) no C1 C7 C13 C17 . . . . -168.1(3) no C2 C1 C6 C5 . . . . 1.0(6) no C2 C1 C7 C8 . . . . 60.2(4) no C2 C1 C7 C13 . . . . -57.4(4) no C2 C1 C7 C15 . . . . -179.4(4) no C2 C3 C4 C5 . . . . 0.7(6) no C2 C10 C9 C8 . . . . 33.6(4) no C2 C10 C9 C12 . . . . 145.3(3) no C2 C10 C11 C12 . . . . -145.0(3) no C2 C10 C11 C13 . . . . -32.1(4) no C3 C2 C1 C6 . . . . -1.2(6) no C3 C2 C1 C7 . . . . 178.5(3) no C3 C2 C10 C9 . . . . 131.9(4) no C3 C2 C10 C11 . . . . -131.1(4) no C3 C2 C10 C14 . . . . 1.5(6) no C3 C4 C5 C6 . . . . -0.9(6) no C4 C3 C2 C10 . . . . -178.3(4) no C5 C6 C1 C7 . . . . -178.7(4) no C6 C1 C2 C10 . . . . 177.6(3) no C6 C1 C7 C8 . . . . -120.1(4) no C6 C1 C7 C13 . . . . 122.3(4) no C6 C1 C7 C15 . . . . 0.3(5) no C7 C1 C2 C10 . . . . -2.7(4) no C7 C8 C9 C10 . . . . 23.0(4) no C7 C8 C9 C12 . . . . -72.3(4) no C7 C13 C11 C10 . . . . -24.8(4) no C7 C13 C11 C12 . . . . 70.4(4) no C8 C7 C13 C11 . . . . -44.9(4) no C8 C7 C13 C16 . . . . -164.3(3) no C8 C7 C13 C17 . . . . 76.2(4) no C8 C9 C10 C11 . . . . -84.1(3) no C8 C9 C10 C14 . . . . 165.4(3) no C8 C9 C12 C11 . . . . 80.5(3) no C9 C8 C7 C13 . . . . 46.9(4) no C9 C8 C7 C15 . . . . 168.5(3) no C9 C10 C11 C12 . . . . -27.7(3) no C9 C10 C11 C13 . . . . 85.2(3) no C9 C12 C11 C10 . . . . 28.3(3) no C9 C12 C11 C13 . . . . -80.8(3) no C10 C9 C12 C11 . . . . -28.7(3) no C10 C11 O1 C18 . . . . 135.8(4) no C10 C11 C13 C16 . . . . 93.7(4) no C10 C11 C13 C17 . . . . -144.5(3) no C11 C10 C9 C12 . . . . 27.6(3) no C11 C13 C7 C15 . . . . -166.5(3) no C12 C9 C10 C14 . . . . -82.9(4) no C12 C11 O1 C18 . . . . 34.3(6) no C12 C11 C10 C14 . . . . 81.6(4) no C12 C11 C13 C16 . . . . -171.1(3) no C12 C11 C13 C17 . . . . -49.3(5) no C13 C11 O1 C18 . . . . -100.8(5) no C13 C11 C10 C14 . . . . -165.5(3) no C15 C7 C13 C16 . . . . 74.2(4) no C15 C7 C13 C17 . . . . -45.4(5) no #------------------------------------------------------------------------------ #===END data_C19_H22_N2_O2 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_structure_solution ; SHELXS86 (Sheldrick, 1985) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'teXsan for Windows version 1.05 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 13.917(1) _cell_length_b 8.5864(6) _cell_length_c 14.304(1) _cell_angle_alpha 90 _cell_angle_beta 105.596(7) _cell_angle_gamma 90 _cell_volume 1646.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.0 _cell_measurement_theta_max 27.9 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y,1/2-z' ' -x, -y, -z' '1/2+x,1/2-y,1/2+z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 310.39 _chemical_formula_analytical ? _chemical_formula_sum 'C19 H22 N2 O2 ' _chemical_formula_moiety 'C19 H22 N2 O2 ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 664.00 _exptl_absorpt_coefficient_mu 0.651 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.31+0.35tan\q)\% with an \w scan speed of 16\% per minute (up to 7 scans to achieve I/\s(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 1 _diffrn_standards_decay_% 3.06 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? ? ? ? ? ? ? _diffrn_reflns_number 1165 _reflns_number_total 989 _reflns_number_gt 860 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.02410 _diffrn_reflns_av_sigmaI/netI 0.030 _diffrn_reflns_limit_h_min 100 _diffrn_reflns_limit_h_max -100 _diffrn_reflns_limit_k_min 100 _diffrn_reflns_limit_k_max -100 _diffrn_reflns_limit_l_min 100 _diffrn_reflns_limit_l_max -100 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 40.02 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.01801 _diffrn_orient_matrix_UB_12 -0.02200 _diffrn_orient_matrix_UB_13 0.06184 _diffrn_orient_matrix_UB_21 0.07187 _diffrn_orient_matrix_UB_22 -0.01918 _diffrn_orient_matrix_UB_23 0.03360 _diffrn_orient_matrix_UB_31 0.00871 _diffrn_orient_matrix_UB_32 0.11275 _diffrn_orient_matrix_UB_33 0.01774 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 76 0.017 0.009 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 88 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 8 0.047 0.032 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 8 0.029 0.018 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.8077(1) 0.1682(2) 0.9175(1) 0.0372(5) 1.000 . Uani d ? O(2) 0.9265(1) 0.3458(2) 0.8939(1) 0.0449(6) 1.000 . Uani d ? N(1) 0.5049(2) 0.3294(3) 1.0855(2) 0.0701(9) 1.000 . Uani d ? N(2) 0.9924(2) 0.3577(2) 1.2974(2) 0.0615(8) 1.000 . Uani d ? C(1) 0.7136(2) 0.1341(3) 1.0708(2) 0.0317(7) 1.000 . Uiso d ? C(2) 0.8095(2) 0.1530(2) 1.1288(2) 0.0313(7) 1.000 . Uiso d ? C(3) 0.8597(2) 0.0270(3) 1.1817(2) 0.0381(7) 1.000 . Uiso d ? C(4) 0.8144(2) -0.1173(3) 1.1744(2) 0.0469(8) 1.000 . Uiso d ? C(5) 0.7199(2) -0.1361(3) 1.1162(2) 0.0491(8) 1.000 . Uiso d ? C(6) 0.6697(2) -0.0114(3) 1.0648(2) 0.0444(8) 1.000 . Uiso d ? C(7) 0.6554(2) 0.2680(3) 1.0132(2) 0.0362(7) 1.000 . Uiso d ? C(8) 0.7143(2) 0.4187(3) 1.0119(2) 0.0327(7) 1.000 . Uiso d ? C(9) 0.7852(2) 0.4408(3) 1.1115(2) 0.0342(7) 1.000 . Uiso d ? C(10) 0.8622(2) 0.3092(3) 1.1290(2) 0.0324(7) 1.000 . Uiso d ? C(11) 0.9193(2) 0.3174(3) 1.0510(2) 0.0345(7) 1.000 . Uiso d ? C(12) 0.8545(2) 0.3140(3) 0.9468(2) 0.0339(7) 1.000 . Uiso d ? C(13) 0.7685(2) 0.4322(2) 0.9298(2) 0.0345(7) 1.000 . Uiso d ? C(14) 0.6889(2) 0.4116(3) 0.8314(2) 0.0490(8) 1.000 . Uiso d ? C(15) 0.8091(2) 0.5983(3) 0.9293(2) 0.0473(8) 1.000 . Uiso d ? C(16) 0.8984(2) 0.3241(3) 0.7912(2) 0.0589(9) 1.000 . Uiso d ? C(17) 0.8697(2) 0.0344(3) 0.9302(2) 0.0512(8) 1.000 . Uiso d ? C(18) 0.5686(2) 0.3020(3) 1.0527(2) 0.0433(8) 1.000 . Uiso d ? C(19) 0.9359(2) 0.3352(3) 1.2250(2) 0.0399(8) 1.000 . Uiso d ? H(1) 0.6035 -0.0260 1.0237 0.049 1.000 . Uiso c ? H(2) 0.6882 -0.2356 1.1115 0.055 1.000 . Uiso c ? H(3) 0.8488 -0.2031 1.2098 0.052 1.000 . Uiso c ? H(4) 0.9254 0.0395 1.2228 0.043 1.000 . Uiso c ? H(5) 0.6292 0.2335 0.9478 0.038 1.000 . Uiso c ? H(6) 0.6674 0.5026 1.0021 0.036 1.000 . Uiso c ? H(7) 0.7500 0.4386 1.1596 0.039 1.000 . Uiso c ? H(8) 0.8189 0.5385 1.1145 0.039 1.000 . Uiso c ? H(9) 0.9564 0.4114 1.0601 0.037 1.000 . Uiso c ? H(10) 0.9638 0.2311 1.0600 0.037 1.000 . Uiso c ? H(11) 0.8610 0.6147 0.9880 0.053 1.000 . Uiso c ? H(12) 0.7571 0.6716 0.9274 0.053 1.000 . Uiso c ? H(13) 0.8347 0.6125 0.8755 0.053 1.000 . Uiso c ? H(14) 0.7152 0.4509 0.7813 0.056 1.000 . Uiso c ? H(15) 0.6743 0.3041 0.8208 0.056 1.000 . Uiso c ? H(16) 0.6307 0.4670 0.8327 0.056 1.000 . Uiso c ? H(17) 0.8510 0.2423 0.7749 0.066 1.000 . Uiso c ? H(18) 0.8691 0.4179 0.7606 0.066 1.000 . Uiso c ? H(19) 0.9553 0.2994 0.7700 0.066 1.000 . Uiso c ? H(20) 0.8343 -0.0493 0.8929 0.059 1.000 . Uiso c ? H(21) 0.9277 0.0567 0.9098 0.059 1.000 . Uiso c ? H(22) 0.8886 0.0059 0.9970 0.059 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.036(1) 0.032(1) 0.042(1) -0.0033(8) 0.0079(8) -0.0026(8) O(2) 0.046(1) 0.060(1) 0.034(1) -0.0109(9) 0.0180(9) -0.0081(9) N(1) 0.049(2) 0.084(2) 0.087(2) 0.015(1) 0.033(2) 0.013(1) N(2) 0.055(1) 0.079(2) 0.041(2) 0.003(1) -0.003(1) -0.004(1) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00006|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 860 _refine_ls_number_parameters 113 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_all 0.0640 _refine_ls_wR_factor_ref 0.1840 _refine_ls_goodness_of_fit_all 4.593 _refine_ls_goodness_of_fit_ref 1.640 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0008 _refine_diff_density_min -0.34 _refine_diff_density_max 0.18 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(12) 1.421(4) . . ? O(1) C(17) 1.418(5) . . ? O(2) C(12) 1.435(5) . . ? O(2) C(16) 1.427(5) . . ? N(1) C(18) 1.135(5) . . ? N(2) C(19) 1.136(5) . . ? C(1) C(2) 1.378(5) . . ? C(1) C(6) 1.383(5) . . ? C(1) C(7) 1.516(5) . . ? C(2) C(3) 1.395(5) . . ? C(2) C(10) 1.528(5) . . ? C(3) C(4) 1.382(5) . . ? C(3) H(4) 0.95 . . no C(4) C(5) 1.363(6) . . ? C(4) H(3) 0.95 . . no C(5) C(6) 1.378(5) . . ? C(5) H(2) 0.96 . . no C(6) H(1) 0.96 . . no C(7) C(8) 1.535(5) . . ? C(7) C(18) 1.492(6) . . ? C(7) H(5) 0.96 . . no C(8) C(9) 1.511(5) . . ? C(8) C(13) 1.562(5) . . ? C(8) H(6) 0.96 . . no C(9) C(10) 1.531(5) . . ? C(9) H(7) 0.95 . . no C(9) H(8) 0.96 . . no C(10) C(11) 1.536(5) . . ? C(10) C(19) 1.493(6) . . ? C(11) C(12) 1.520(5) . . ? C(11) H(9) 0.95 . . no C(11) H(10) 0.95 . . no C(12) C(13) 1.539(5) . . ? C(13) C(14) 1.549(5) . . ? C(13) C(15) 1.535(5) . . ? C(14) H(14) 0.95 . . no C(14) H(15) 0.95 . . no C(14) H(16) 0.94 . . no C(15) H(11) 0.96 . . no C(15) H(12) 0.95 . . no C(15) H(13) 0.94 . . no C(16) H(17) 0.95 . . no C(16) H(18) 0.95 . . no C(16) H(19) 0.95 . . no C(17) H(20) 0.95 . . no C(17) H(21) 0.95 . . no C(17) H(22) 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(12) O(1) C(17) 117.4(3) . . . ? C(12) O(2) C(16) 118.8(3) . . . ? C(2) C(1) C(6) 119.0(3) . . . ? C(2) C(1) C(7) 121.8(3) . . . ? C(6) C(1) C(7) 119.2(3) . . . ? C(1) C(2) C(3) 119.9(3) . . . ? C(1) C(2) C(10) 119.4(3) . . . ? C(3) C(2) C(10) 120.6(3) . . . ? C(2) C(3) C(4) 120.1(3) . . . ? C(2) C(3) H(4) 120.5 . . . no C(4) C(3) H(4) 119.4 . . . no C(3) C(4) C(5) 119.9(4) . . . ? C(3) C(4) H(3) 120.1 . . . no C(5) C(4) H(3) 120.0 . . . no C(4) C(5) C(6) 120.0(4) . . . ? C(4) C(5) H(2) 120.0 . . . no C(6) C(5) H(2) 119.9 . . . no C(1) C(6) C(5) 121.1(3) . . . ? C(1) C(6) H(1) 119.5 . . . no C(5) C(6) H(1) 119.4 . . . no C(1) C(7) C(8) 115.9(3) . . . ? C(1) C(7) C(18) 108.1(3) . . . ? C(1) C(7) H(5) 107.7 . . . no C(8) C(7) C(18) 109.2(3) . . . ? C(8) C(7) H(5) 108.2 . . . no C(18) C(7) H(5) 107.3 . . . no C(7) C(8) C(9) 108.1(3) . . . ? C(7) C(8) C(13) 116.1(3) . . . ? C(7) C(8) H(6) 107.0 . . . no C(9) C(8) C(13) 112.0(3) . . . ? C(9) C(8) H(6) 106.9 . . . no C(13) C(8) H(6) 106.4 . . . no C(8) C(9) C(10) 108.2(3) . . . ? C(8) C(9) H(7) 110.4 . . . no C(8) C(9) H(8) 109.9 . . . no C(10) C(9) H(7) 110.1 . . . no C(10) C(9) H(8) 109.1 . . . no H(7) C(9) H(8) 109.2 . . . no C(2) C(10) C(9) 109.5(3) . . . ? C(2) C(10) C(11) 112.3(3) . . . ? C(2) C(10) C(19) 110.1(3) . . . ? C(9) C(10) C(11) 108.9(3) . . . ? C(9) C(10) C(19) 108.5(3) . . . ? C(11) C(10) C(19) 107.4(3) . . . ? C(10) C(11) C(12) 115.2(3) . . . ? C(10) C(11) H(9) 108.0 . . . no C(10) C(11) H(10) 108.2 . . . no C(12) C(11) H(9) 107.9 . . . no C(12) C(11) H(10) 108.1 . . . no H(9) C(11) H(10) 109.4 . . . no O(1) C(12) O(2) 110.0(3) . . . ? O(1) C(12) C(11) 114.2(3) . . . ? O(1) C(12) C(13) 105.0(3) . . . ? O(2) C(12) C(11) 101.5(3) . . . ? O(2) C(12) C(13) 114.5(3) . . . ? C(11) C(12) C(13) 111.9(3) . . . ? C(8) C(13) C(12) 110.2(3) . . . ? C(8) C(13) C(14) 107.6(3) . . . ? C(8) C(13) C(15) 109.0(3) . . . ? C(12) C(13) C(14) 113.8(3) . . . ? C(12) C(13) C(15) 110.0(3) . . . ? C(14) C(13) C(15) 106.0(3) . . . ? C(13) C(14) H(14) 108.6 . . . no C(13) C(14) H(15) 109.0 . . . no C(13) C(14) H(16) 109.4 . . . no H(14) C(14) H(15) 109.6 . . . no H(14) C(14) H(16) 110.0 . . . no H(15) C(14) H(16) 110.2 . . . no C(13) C(15) H(11) 108.9 . . . no C(13) C(15) H(12) 109.6 . . . no C(13) C(15) H(13) 110.2 . . . no H(11) C(15) H(12) 108.4 . . . no H(11) C(15) H(13) 109.7 . . . no H(12) C(15) H(13) 110.1 . . . no O(2) C(16) H(17) 109.3 . . . no O(2) C(16) H(18) 109.1 . . . no O(2) C(16) H(19) 109.8 . . . no H(17) C(16) H(18) 109.2 . . . no H(17) C(16) H(19) 110.0 . . . no H(18) C(16) H(19) 109.4 . . . no O(1) C(17) H(20) 109.6 . . . no O(1) C(17) H(21) 109.6 . . . no O(1) C(17) H(22) 109.3 . . . no H(20) C(17) H(21) 109.6 . . . no H(20) C(17) H(22) 109.3 . . . no H(21) C(17) H(22) 109.4 . . . no N(1) C(18) C(7) 177.7(4) . . . ? N(2) C(19) C(10) 178.6(4) . . . ? #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O(2) H(9) 2.6191 . 3_767 no O(2) H(11) 3.0051 . 3_767 no O(2) C(11) 3.561(3) . 3_767 no N(1) H(6) 2.7900 . 3_667 no N(1) H(16) 3.0286 . 3_667 no N(2) H(5) 2.5815 . 4 no N(2) H(15) 2.8269 . 4 no N(2) H(18) 2.9952 . 3_767 no N(2) C(7) 3.475(3) . 4 no N(2) C(5) 3.496(4) . 2_657 no N(2) C(14) 3.513(3) . 4 no N(2) C(16) 3.524(4) . 3_767 no N(2) C(6) 3.555(4) . 2_657 no C(4) H(7) 2.7959 . 2_647 no C(5) C(19) 3.544(4) . 2_647 no C(17) H(14) 3.0225 . 2_646 no H(2) H(8) 2.6519 . 1_545 no H(3) H(8) 2.5789 . 1_545 no H(14) H(20) 2.3993 . 2_656 no H(21) H(22) 2.6015 . 3_757 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O(1) C(12) O(2) C(16) . . . . 47.1(2) no O(1) C(12) C(11) C(10) . . . . -69.7(3) no O(1) C(12) C(13) C(8) . . . . 76.7(2) no O(1) C(12) C(13) C(14) . . . . -44.3(3) no O(1) C(12) C(13) C(15) . . . . -163.1(2) no O(2) C(12) O(1) C(17) . . . . 59.6(2) no O(2) C(12) C(11) C(10) . . . . 171.9(2) no O(2) C(12) C(13) C(8) . . . . -162.6(2) no O(2) C(12) C(13) C(14) . . . . 76.4(2) no O(2) C(12) C(13) C(15) . . . . -42.4(2) no N(1) C(18) C(7) C(1) . . . . 66(6) no N(1) C(18) C(7) C(8) . . . . -61(6) no N(2) C(19) C(10) C(2) . . . . 179(13) no N(2) C(19) C(10) C(9) . . . . -62(13) no N(2) C(19) C(10) C(11) . . . . 56(13) no C(1) C(2) C(3) C(4) . . . . 1.5(4) no C(1) C(2) C(10) C(9) . . . . 31.9(3) no C(1) C(2) C(10) C(11) . . . . -89.2(3) no C(1) C(2) C(10) C(19) . . . . 151.1(2) no C(1) C(6) C(5) C(4) . . . . 0.0(4) no C(1) C(7) C(8) C(9) . . . . -38.3(3) no C(1) C(7) C(8) C(13) . . . . 88.4(2) no C(2) C(1) C(6) C(5) . . . . 0.6(4) no C(2) C(1) C(7) C(8) . . . . 8.3(3) no C(2) C(1) C(7) C(18) . . . . -114.6(2) no C(2) C(3) C(4) C(5) . . . . -0.9(4) no C(2) C(10) C(9) C(8) . . . . -62.9(2) no C(2) C(10) C(11) C(12) . . . . 66.2(2) no C(3) C(2) C(1) C(6) . . . . -1.4(4) no C(3) C(2) C(1) C(7) . . . . 179.0(2) no C(3) C(2) C(10) C(9) . . . . -152.2(2) no C(3) C(2) C(10) C(11) . . . . 86.7(3) no C(3) C(2) C(10) C(19) . . . . -32.9(3) no C(3) C(4) C(5) C(6) . . . . 0.1(4) no C(4) C(3) C(2) C(10) . . . . -174.4(2) no C(5) C(6) C(1) C(7) . . . . -179.7(2) no C(6) C(1) C(2) C(10) . . . . 174.6(2) no C(6) C(1) C(7) C(8) . . . . -171.3(2) no C(6) C(1) C(7) C(18) . . . . 65.8(3) no C(7) C(1) C(2) C(10) . . . . -5.1(4) no C(7) C(8) C(9) C(10) . . . . 65.9(2) no C(7) C(8) C(13) C(12) . . . . -68.1(2) no C(7) C(8) C(13) C(14) . . . . 56.5(2) no C(7) C(8) C(13) C(15) . . . . 171.1(2) no C(8) C(9) C(10) C(11) . . . . 60.3(2) no C(8) C(9) C(10) C(19) . . . . 176.9(2) no C(8) C(13) C(12) C(11) . . . . -47.7(2) no C(9) C(8) C(7) C(18) . . . . 84.0(2) no C(9) C(8) C(13) C(12) . . . . 56.6(2) no C(9) C(8) C(13) C(14) . . . . -178.7(2) no C(9) C(8) C(13) C(15) . . . . -64.2(2) no C(9) C(10) C(11) C(12) . . . . -55.3(2) no C(10) C(9) C(8) C(13) . . . . -63.2(2) no C(10) C(11) C(12) C(13) . . . . 49.4(3) no C(11) C(12) O(1) C(17) . . . . -53.8(3) no C(11) C(12) O(2) C(16) . . . . 168.4(2) no C(11) C(12) C(13) C(14) . . . . -168.8(2) no C(11) C(12) C(13) C(15) . . . . 72.4(3) no C(12) C(11) C(10) C(19) . . . . -172.6(2) no C(13) C(8) C(7) C(18) . . . . -149.2(2) no C(13) C(12) O(1) C(17) . . . . -176.8(2) no C(13) C(12) O(2) C(16) . . . . -70.8(2) no #------------------------------------------------------------------------------ #===END data_C19H22N2O2 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_structure_solution ; SHELXS86 (Sheldrick, 1985) ; _computing_structure_refinement 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_publication_material 'teXsan for Windows version 1.05 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 16.452(3) _cell_length_b 9.016(2) _cell_length_c 23.003(2) _cell_angle_alpha 90 _cell_angle_beta 95.35(1) _cell_angle_gamma 90 _cell_volume 3397.3(9) _cell_formula_units_Z 8 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.8 _cell_measurement_theta_max 14.9 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2-x,1/2+y, -z' ' -x, -y, -z' '1/2+x,1/2-y, +z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'blocks' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 310.39 _chemical_formula_analytical ? _chemical_formula_sum 'C19 H22 N2 O2 ' _chemical_formula_moiety '?' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1328.00 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (1.00+0.00tan\q)\% with an \w scan speed of 16\% per minute (up to 7 scans to achieve I/\s(I) > 10). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 1 _diffrn_standards_decay_% -2.28 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 -2 0 0 -4 0 1 -2 _diffrn_reflns_number 2987 _reflns_number_total 2685 _reflns_number_gt 1622 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.11250 _diffrn_reflns_av_sigmaI/netI 0.074 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.04137 _diffrn_orient_matrix_UB_12 0.01420 _diffrn_orient_matrix_UB_13 -0.02872 _diffrn_orient_matrix_UB_21 -0.04488 _diffrn_orient_matrix_UB_22 0.01133 _diffrn_orient_matrix_UB_23 -0.03212 _diffrn_orient_matrix_UB_31 -0.00072 _diffrn_orient_matrix_UB_32 0.10941 _diffrn_orient_matrix_UB_33 0.00705 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 152 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 176 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0 16 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 16 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom O(1) 0.2658(2) 0.7208(5) 0.1751(2) 0.073(2) 1.000 . Uani d ? O(2) 0.4051(2) 0.6742(5) 0.1813(2) 0.064(2) 1.000 . Uani d ? O(3) 0.6700(3) 0.2892(6) 0.3276(2) 0.089(2) 1.000 . Uani d ? O(4) 0.5388(3) 0.2637(6) 0.2817(2) 0.094(2) 1.000 . Uani d ? N(1) 0.5215(4) 1.0056(9) 0.1030(4) 0.133(4) 1.000 . Uani d ? N(2) 0.3459(3) 0.2182(8) 0.0270(3) 0.075(3) 1.000 . Uani d ? N(3) 0.5511(4) 0.773(1) 0.4346(3) 0.120(3) 1.000 . Uani d ? N(4) 0.7728(5) 0.016(1) 0.4163(4) 0.129(4) 1.000 . Uani d ? C(1) 0.4702(3) 0.4911(7) 0.0898(2) 0.037(2) 1.000 . Uiso d ? C(2) 0.5111(3) 0.3668(7) 0.1134(2) 0.045(2) 1.000 . Uiso d ? C(3) 0.5922(3) 0.3750(8) 0.1350(2) 0.049(2) 1.000 . Uani d ? C(4) 0.6324(3) 0.5085(8) 0.1343(3) 0.053(2) 1.000 . Uani d ? C(5) 0.5933(3) 0.6310(7) 0.1098(2) 0.048(2) 1.000 . Uiso d ? C(6) 0.5116(3) 0.6227(7) 0.0869(2) 0.042(2) 1.000 . Uiso d ? C(7) 0.4734(3) 0.7566(8) 0.0552(3) 0.053(2) 1.000 . Uiso d ? C(8) 0.3794(3) 0.7476(7) 0.0432(2) 0.047(2) 1.000 . Uiso d ? C(9) 0.3590(3) 0.5940(7) 0.0211(2) 0.050(2) 1.000 . Uiso d ? C(10) 0.3775(3) 0.4826(7) 0.0701(2) 0.040(2) 1.000 . Uiso d ? C(11) 0.3307(3) 0.7839(7) 0.0943(2) 0.052(2) 1.000 . Uiso d ? C(12) 0.3324(4) 0.6729(7) 0.1438(3) 0.048(2) 1.000 . Uiso d ? C(13) 0.3223(3) 0.5099(7) 0.1220(2) 0.046(2) 1.000 . Uiso d ? C(14) 0.3603(3) 0.3319(9) 0.0457(3) 0.046(3) 1.000 . Uani d ? C(15) 0.4999(4) 0.897(1) 0.0824(4) 0.078(3) 1.000 . Uani d ? C(16) 0.2542(5) 0.660(1) 0.2306(3) 0.109(4) 1.000 . Uani d ? C(17) 0.4248(5) 0.810(1) 0.2112(3) 0.099(3) 1.000 . Uani d ? C(18) 0.2318(4) 0.4830(8) 0.0992(3) 0.063(2) 1.000 . Uiso d ? C(19) 0.3443(4) 0.3954(7) 0.1710(3) 0.063(2) 1.000 . Uiso d ? C(20) 0.7446(4) 0.3959(8) 0.4308(3) 0.055(2) 1.000 . Uiso d ? C(21) 0.8283(5) 0.405(1) 0.4326(3) 0.080(3) 1.000 . Uani d ? C(22) 0.8660(5) 0.530(1) 0.4145(4) 0.091(4) 1.000 . Uani d ? C(23) 0.8198(6) 0.649(1) 0.3956(3) 0.084(4) 1.000 . Uani d ? C(24) 0.7364(5) 0.6427(8) 0.3945(3) 0.066(3) 1.000 . Uani d ? C(25) 0.6979(4) 0.5163(8) 0.4108(3) 0.051(2) 1.000 . Uiso d ? C(26) 0.7057(4) 0.2591(9) 0.4528(3) 0.074(2) 1.000 . Uiso d ? C(27) 0.6118(4) 0.2504(9) 0.4443(3) 0.072(2) 1.000 . Uiso d ? C(28) 0.5812(4) 0.4032(9) 0.4568(3) 0.076(3) 1.000 . Uani d ? C(29) 0.6038(4) 0.5110(8) 0.4089(3) 0.054(2) 1.000 . Uiso d ? C(30) 0.5750(4) 0.1980(9) 0.3851(3) 0.081(2) 1.000 . Uiso d ? C(31) 0.5840(4) 0.3004(8) 0.3344(3) 0.065(2) 1.000 . Uiso d ? C(32) 0.5626(4) 0.4625(7) 0.3476(3) 0.058(2) 1.000 . Uiso d ? C(33) 0.5747(4) 0.660(1) 0.4229(3) 0.077(3) 1.000 . Uani d ? C(34) 0.7106(9) 0.329(2) 0.2782(7) 0.085(5) 0.500 S Uiso d ? C(34) 0.698(1) 0.207(3) 0.286(1) 0.147(8) 0.500 S Uiso d ? C(35) 0.5246(9) 0.114(1) 0.2685(5) 0.231(7) 1.000 . Uani d ? C(36) 0.5847(4) 0.5655(9) 0.2994(3) 0.087(2) 1.000 . Uiso d ? C(37) 0.4684(4) 0.471(1) 0.3477(3) 0.099(3) 1.000 . Uiso d ? C(38) 0.7430(6) 0.122(1) 0.4321(4) 0.090(4) 1.000 . Uani d ? H(1) 0.4830 0.2749 0.1143 0.054 1.000 . Uiso c ? H(2) 0.6202 0.2892 0.1501 0.059 1.000 . Uiso c ? H(3) 0.6872 0.5170 0.1507 0.063 1.000 . Uiso c ? H(4) 0.6218 0.7222 0.1085 0.056 1.000 . Uiso c ? H(5) 0.4938 0.7567 0.0179 0.062 1.000 . Uiso c ? H(6) 0.3632 0.8160 0.0126 0.055 1.000 . Uiso c ? H(7) 0.3029 0.5885 0.0074 0.060 1.000 . Uiso c ? H(8) 0.3911 0.5710 -0.0102 0.060 1.000 . Uiso c ? H(9) 0.3505 0.8750 0.1102 0.062 1.000 . Uiso c ? H(10) 0.2753 0.7946 0.0789 0.062 1.000 . Uiso c ? H(11) 0.2658 0.7321 0.2607 0.127 1.000 . Uiso c ? H(12) 0.1990 0.6275 0.2316 0.127 1.000 . Uiso c ? H(13) 0.2895 0.5768 0.2386 0.127 1.000 . Uiso c ? H(14) 0.4249 0.7958 0.2520 0.117 1.000 . Uiso c ? H(15) 0.4777 0.8426 0.2026 0.117 1.000 . Uiso c ? H(16) 0.3858 0.8841 0.1986 0.117 1.000 . Uiso c ? H(17) 0.2222 0.5200 0.0606 0.076 1.000 . Uiso c ? H(18) 0.2205 0.3803 0.0998 0.076 1.000 . Uiso c ? H(19) 0.1974 0.5339 0.1238 0.076 1.000 . Uiso c ? H(20) 0.3006 0.3881 0.1952 0.074 1.000 . Uiso c ? H(21) 0.3530 0.3010 0.1541 0.074 1.000 . Uiso c ? H(22) 0.3924 0.4255 0.1939 0.074 1.000 . Uiso c ? H(23) 0.8596 0.3211 0.4470 0.093 1.000 . Uiso c ? H(24) 0.9241 0.5300 0.4163 0.111 1.000 . Uiso c ? H(25) 0.8464 0.7354 0.3827 0.101 1.000 . Uiso c ? H(26) 0.7049 0.7275 0.3817 0.082 1.000 . Uiso c ? H(27) 0.7189 0.2603 0.4938 0.089 1.000 . Uiso c ? H(28) 0.5944 0.1845 0.4729 0.085 1.000 . Uiso c ? H(29) 0.5237 0.4010 0.4578 0.091 1.000 . Uiso c ? H(30) 0.6059 0.4361 0.4937 0.091 1.000 . Uiso c ? H(31) 0.5994 0.1068 0.3774 0.097 1.000 . Uiso c ? H(32) 0.5181 0.1850 0.3881 0.097 1.000 . Uiso c ? H(33) 0.7265 0.1181 0.3015 0.155 0.500 S Uiso d ? H(34) 0.6550 0.1713 0.2577 0.155 0.500 S Uiso d ? H(35) 0.7365 0.2588 0.2640 0.155 1.000 . Uiso c ? H(36) 0.5201 0.0604 0.3053 0.282 1.000 . Uiso c ? H(37) 0.4771 0.1003 0.2444 0.282 1.000 . Uiso c ? H(38) 0.5705 0.0725 0.2518 0.282 1.000 . Uiso c ? H(39) 0.5676 0.5240 0.2628 0.103 1.000 . Uiso c ? H(40) 0.6421 0.5811 0.3029 0.103 1.000 . Uiso c ? H(41) 0.5582 0.6591 0.3035 0.103 1.000 . Uiso c ? H(42) 0.4502 0.3912 0.3709 0.116 1.000 . Uiso c ? H(43) 0.4541 0.5625 0.3653 0.116 1.000 . Uiso c ? H(44) 0.4437 0.4646 0.3096 0.116 1.000 . Uiso c ? H(45) 0.6726 0.3617 0.2461 0.091 0.500 S Uiso d ? H(46) 0.7495 0.4066 0.2864 0.091 0.500 S Uiso 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.073(3) 0.083(4) 0.067(4) 0.024(3) 0.025(3) -0.008(3) O(2) 0.067(3) 0.066(4) 0.057(3) 0.009(2) -0.014(2) -0.021(3) O(3) 0.099(4) 0.090(4) 0.082(4) 0.002(3) 0.027(3) -0.028(3) O(4) 0.111(4) 0.097(5) 0.069(4) -0.028(3) -0.017(3) -0.020(3) N(1) 0.073(5) 0.050(7) 0.27(1) -0.008(4) -0.004(5) -0.028(6) N(2) 0.074(4) 0.050(6) 0.099(5) -0.019(4) 0.002(3) -0.020(4) N(3) 0.091(6) 0.099(8) 0.169(7) 0.039(5) 0.005(5) -0.036(6) N(4) 0.145(7) 0.085(8) 0.159(8) 0.037(6) 0.026(6) 0.022(6) C(3) 0.042(4) 0.050(6) 0.055(5) 0.013(4) -0.002(3) 0.005(3) C(4) 0.032(4) 0.059(6) 0.066(5) -0.007(4) -0.005(3) -0.001(4) C(14) 0.034(4) 0.042(6) 0.062(5) -0.007(3) -0.000(3) -0.002(4) C(15) 0.037(5) 0.054(8) 0.140(8) 0.007(4) -0.000(4) 0.002(5) C(16) 0.139(7) 0.134(8) 0.063(6) 0.045(6) 0.058(5) 0.012(6) C(17) 0.111(7) 0.089(7) 0.088(6) 0.004(5) -0.031(5) -0.022(5) C(21) 0.064(7) 0.088(8) 0.088(6) 0.016(5) 0.002(4) -0.014(5) C(22) 0.043(6) 0.12(1) 0.108(7) -0.003(7) 0.009(5) -0.049(7) C(23) 0.074(7) 0.085(8) 0.096(7) -0.021(6) 0.030(5) -0.025(5) C(24) 0.059(6) 0.067(6) 0.073(5) 0.004(4) 0.010(4) -0.006(4) C(28) 0.055(5) 0.119(8) 0.058(5) -0.003(4) 0.015(3) -0.009(5) C(33) 0.059(5) 0.067(8) 0.107(7) 0.016(5) 0.007(4) -0.017(5) C(35) 0.40(2) 0.12(1) 0.15(1) -0.09(1) -0.08(1) -0.051(9) C(38) 0.103(7) 0.073(9) 0.096(7) 0.006(6) 0.009(5) 0.033(6) #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details unit _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen (1967)' _refine_ls_extinction_coef 0.00000025(3) _refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1622 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_all 0.0550 _refine_ls_wR_factor_ref 0.0550 _refine_ls_goodness_of_fit_all 1.394 _refine_ls_goodness_of_fit_ref 1.390 _refine_ls_shift/su_max 0.0100 _refine_ls_shift/su_mean 0.0006 _refine_diff_density_min -0.19 _refine_diff_density_max 0.19 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C12 1.432(7) . . ? O1 C16 1.420(9) . . ? O2 C12 1.408(7) . . ? O2 C17 1.43(1) . . ? O3 C31 1.442(8) . . ? O3 C34 1.42(2) . . ? O3 C34A 1.32(3) . . ? O4 C31 1.403(9) . . ? O4 C35 1.40(1) . . ? N1 C15 1.13(1) . . ? N2 C14 1.130(8) . . ? N3 C33 1.13(1) . . ? N4 C38 1.15(1) . . ? C1 C2 1.391(9) . . ? C1 C6 1.372(8) . . ? C1 C10 1.552(8) . . ? C2 C3 1.383(9) . . ? C2 H1 0.95 . . no C3 C4 1.375(9) . . ? C3 H2 0.95 . . no C4 C5 1.372(9) . . ? C4 H3 0.95 . . no C5 C6 1.400(8) . . ? C5 H4 0.95 . . no C6 C7 1.516(9) . . ? C7 C8 1.548(9) . . ? C7 C15 1.46(1) . . ? C7 H5 0.95 . . no C8 C9 1.503(9) . . ? C8 C11 1.518(9) . . ? C8 H6 0.96 . . no C9 C10 1.519(9) . . ? C9 H7 0.95 . . no C9 H8 0.95 . . no C10 C13 1.587(8) . . ? C10 C14 1.49(1) . . ? C11 C12 1.515(9) . . ? C11 H9 0.94 . . no C11 H10 0.95 . . no C12 C13 1.56(1) . . ? C13 C18 1.550(9) . . ? C13 C19 1.547(9) . . ? C16 H11 0.96 . . no C16 H12 0.95 . . no C16 H13 0.95 . . no C17 H14 0.95 . . no C17 H15 0.96 . . no C17 H16 0.95 . . no C18 H17 0.95 . . no C18 H18 0.94 . . no C18 H19 0.95 . . no C19 H20 0.95 . . no C19 H21 0.95 . . no C19 H22 0.95 . . no C20 C21 1.38(1) . . ? C20 C25 1.38(1) . . ? C20 C26 1.50(1) . . ? C21 C22 1.37(1) . . ? C21 H23 0.96 . . no C22 C23 1.36(1) . . ? C22 H24 0.95 . . no C23 C24 1.37(1) . . ? C23 H25 0.95 . . no C24 C25 1.37(1) . . ? C24 H26 0.95 . . no C25 C29 1.545(9) . . ? C26 C27 1.54(1) . . ? C26 C38 1.48(1) . . ? C26 H27 0.95 . . no C27 C28 1.50(1) . . ? C27 C30 1.51(1) . . ? C27 H28 0.95 . . no C28 C29 1.54(1) . . ? C28 H29 0.95 . . no C28 H30 0.95 . . no C29 C32 1.569(9) . . ? C29 C33 1.47(1) . . ? C30 C31 1.50(1) . . ? C30 H31 0.94 . . no C30 H32 0.95 . . no C31 C32 1.54(1) . . ? C32 C36 1.51(1) . . ? C32 C37 1.55(1) . . ? C34 C34A 1.14(3) . . ? C34 H35 0.85 . . no C34 H45 0.97 . . no C34 H46 0.95 . . no C34A H33 0.98 . . no C34A H34 0.97 . . no C34A H35 0.97 . . no C35 H36 0.98 . . no C35 H37 0.92 . . no C35 H38 0.96 . . no C36 H39 0.94 . . no C36 H40 0.95 . . no C36 H41 0.96 . . no C37 H42 0.96 . . no C37 H43 0.95 . . no C37 H44 0.93 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 O1 C16 120.6(6) . . . ? C12 O2 C17 116.4(6) . . . ? C31 O3 C34 127.5(9) . . . ? C31 O3 C34A 122(1) . . . ? C34 O3 C34A 49(1) . . . ? C31 O4 C35 118.6(8) . . . ? C2 C1 C6 119.4(6) . . . ? C2 C1 C10 120.0(6) . . . ? C6 C1 C10 120.5(6) . . . ? C1 C2 C3 120.8(7) . . . ? C1 C2 H1 119.6 . . . no C3 C2 H1 119.6 . . . no C2 C3 C4 119.5(7) . . . ? C2 C3 H2 120.5 . . . no C4 C3 H2 120.1 . . . no C3 C4 C5 120.2(6) . . . ? C3 C4 H3 120.4 . . . no C5 C4 H3 119.4 . . . no C4 C5 C6 120.6(7) . . . ? C4 C5 H4 119.8 . . . no C6 C5 H4 119.6 . . . no C1 C6 C5 119.4(6) . . . ? C1 C6 C7 121.8(6) . . . ? C5 C6 C7 118.6(7) . . . ? C6 C7 C8 113.9(6) . . . ? C6 C7 C15 112.9(6) . . . ? C6 C7 H5 105.7 . . . no C8 C7 C15 112.1(6) . . . ? C8 C7 H5 105.7 . . . no C15 C7 H5 105.7 . . . no C7 C8 C9 107.2(6) . . . ? C7 C8 C11 116.3(5) . . . ? C7 C8 H6 107.6 . . . no C9 C8 C11 110.1(6) . . . ? C9 C8 H6 107.9 . . . no C11 C8 H6 107.5 . . . no C8 C9 C10 109.6(6) . . . ? C8 C9 H7 109.8 . . . no C8 C9 H8 109.6 . . . no C10 C9 H7 109.4 . . . no C10 C9 H8 109.3 . . . no H7 C9 H8 109.2 . . . no C1 C10 C9 107.9(5) . . . ? C1 C10 C13 112.9(5) . . . ? C1 C10 C14 107.6(6) . . . ? C9 C10 C13 111.6(5) . . . ? C9 C10 C14 107.9(6) . . . ? C13 C10 C14 108.9(6) . . . ? C8 C11 C12 117.7(6) . . . ? C8 C11 H9 107.4 . . . no C8 C11 H10 107.0 . . . no C12 C11 H9 107.5 . . . no C12 C11 H10 107.2 . . . no H9 C11 H10 110.0 . . . no O1 C12 O2 109.6(5) . . . ? O1 C12 C11 102.6(6) . . . ? O1 C12 C13 112.5(6) . . . ? O2 C12 C11 114.2(6) . . . ? O2 C12 C13 105.3(6) . . . ? C11 C12 C13 112.8(6) . . . ? C10 C13 C12 109.7(6) . . . ? C10 C13 C18 108.7(5) . . . ? C10 C13 C19 109.5(5) . . . ? C12 C13 C18 109.1(6) . . . ? C12 C13 C19 112.7(6) . . . ? C18 C13 C19 107.1(6) . . . ? N2 C14 C10 178.8(8) . . . ? N1 C15 C7 179(1) . . . ? O1 C16 H11 110.5 . . . no O1 C16 H12 110.3 . . . no O1 C16 H13 110.2 . . . no H11 C16 H12 108.5 . . . no H11 C16 H13 108.6 . . . no H12 C16 H13 108.7 . . . no O2 C17 H14 110.2 . . . no O2 C17 H15 109.7 . . . no O2 C17 H16 109.8 . . . no H14 C17 H15 109.2 . . . no H14 C17 H16 109.4 . . . no H15 C17 H16 108.5 . . . no C13 C18 H17 109.4 . . . no C13 C18 H18 109.5 . . . no C13 C18 H19 109.2 . . . no H17 C18 H18 109.9 . . . no H17 C18 H19 109.2 . . . no H18 C18 H19 109.6 . . . no C13 C19 H20 109.5 . . . no C13 C19 H21 109.4 . . . no C13 C19 H22 109.8 . . . no H20 C19 H21 109.2 . . . no H20 C19 H22 109.5 . . . no H21 C19 H22 109.4 . . . no C21 C20 C25 119.1(8) . . . ? C21 C20 C26 119.8(9) . . . ? C25 C20 C26 121.1(8) . . . ? C20 C21 C22 121.3(9) . . . ? C20 C21 H23 117.9 . . . no C22 C21 H23 120.7 . . . no C21 C22 C23 119(1) . . . ? C21 C22 H24 117.9 . . . no C23 C22 H24 122.8 . . . no C22 C23 C24 120(1) . . . ? C22 C23 H25 118.9 . . . no C24 C23 H25 121.1 . . . no C23 C24 C25 121.1(8) . . . ? C23 C24 H26 119.1 . . . no C25 C24 H26 119.8 . . . no C20 C25 C24 119.1(7) . . . ? C20 C25 C29 120.6(8) . . . ? C24 C25 C29 120.3(8) . . . ? C20 C26 C27 117.0(8) . . . ? C20 C26 C38 112.1(7) . . . ? C20 C26 H27 105.1 . . . no C27 C26 C38 110.9(8) . . . ? C27 C26 H27 105.2 . . . no C38 C26 H27 105.4 . . . no C26 C27 C28 106.2(7) . . . ? C26 C27 C30 116.3(7) . . . ? C26 C27 H28 107.9 . . . no C28 C27 C30 110.1(7) . . . ? C28 C27 H28 108.2 . . . no C30 C27 H28 107.9 . . . no C27 C28 C29 109.5(6) . . . ? C27 C28 H29 109.7 . . . no C27 C28 H30 109.4 . . . no C29 C28 H29 109.8 . . . no C29 C28 H30 109.3 . . . no H29 C28 H30 109.0 . . . no C25 C29 C28 107.9(6) . . . ? C25 C29 C32 112.4(6) . . . ? C25 C29 C33 108.2(7) . . . ? C28 C29 C32 110.8(6) . . . ? C28 C29 C33 108.3(7) . . . ? C32 C29 C33 109.2(7) . . . ? C27 C30 C31 116.4(8) . . . ? C27 C30 H31 107.5 . . . no C27 C30 H32 106.7 . . . no C31 C30 H31 108.5 . . . no C31 C30 H32 107.5 . . . no H31 C30 H32 110.2 . . . no O3 C31 O4 109.7(6) . . . ? O3 C31 C30 102.1(6) . . . ? O3 C31 C32 109.4(6) . . . ? O4 C31 C30 116.2(7) . . . ? O4 C31 C32 106.4(7) . . . ? C30 C31 C32 112.9(7) . . . ? C29 C32 C31 110.7(6) . . . ? C29 C32 C36 111.9(6) . . . ? C29 C32 C37 109.3(6) . . . ? C31 C32 C36 111.3(6) . . . ? C31 C32 C37 107.2(7) . . . ? C36 C32 C37 106.1(7) . . . ? N3 C33 C29 178(1) . . . ? O3 C34 C34A 61(2) . . . ? O3 C34 H35 114.2 . . . no O3 C34 H45 111.7 . . . no O3 C34 H46 112.6 . . . no C34A C34 H35 56.6 . . . no C34A C34 H45 107.6 . . . no C34A C34 H46 143.6 . . . no H35 C34 H45 104.2 . . . no H35 C34 H46 105.7 . . . no H45 C34 H46 107.7 . . . no O3 C34A C34 70(2) . . . ? O3 C34A H33 113.1 . . . no O3 C34A H34 113.5 . . . no O3 C34A H35 113.7 . . . no C34 C34A H33 139.4 . . . no C34 C34A H34 110.1 . . . no C34 C34A H35 46.5 . . . no H33 C34A H34 105.1 . . . no H33 C34A H35 105.0 . . . no H34 C34A H35 105.6 . . . no O4 C35 H36 108.2 . . . no O4 C35 H37 111.8 . . . no O4 C35 H38 110.0 . . . no H36 C35 H37 108.9 . . . no H36 C35 H38 106.4 . . . no H37 C35 H38 111.2 . . . no C32 C36 H39 109.8 . . . no C32 C36 H40 109.5 . . . no C32 C36 H41 109.1 . . . no H39 C36 H40 110.2 . . . no H39 C36 H41 109.6 . . . no H40 C36 H41 108.7 . . . no C32 C37 H42 109.0 . . . no C32 C37 H43 109.2 . . . no C32 C37 H44 110.0 . . . no H42 C37 H43 108.2 . . . no H42 C37 H44 109.9 . . . no H43 C37 H44 110.5 . . . no N4 C38 C26 179(1) . . . ? #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 C4 3.357(9) . 4_465 no O1 C5 3.361(8) . 4_465 no N1 C2 3.27(1) . 1_565 no N1 C18 3.47(1) . 4_565 no N1 C3 3.58(1) . 1_565 no N3 C22 3.52(1) . 4_465 no N4 C23 3.44(2) . 1_545 no N4 C24 3.45(1) . 1_545 no C17 C35 3.40(2) . 1_565 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C12 O2 C17 . . . . -53.6(9) no O1 C12 C11 C8 . . . . -165.5(6) no O1 C12 C13 C10 . . . . 159.5(5) no O1 C12 C13 C18 . . . . 40.6(7) no O1 C12 C13 C19 . . . . -78.2(7) no O2 C12 O1 C16 . . . . -48.3(9) no O2 C12 C11 C8 . . . . 76.0(8) no O2 C12 C13 C10 . . . . -81.1(6) no O2 C12 C13 C18 . . . . 160.0(5) no O2 C12 C13 C19 . . . . 41.2(7) no O3 C31 O4 C35 . . . . 83(1) no O3 C31 C30 C27 . . . . 70.7(8) no O3 C31 C32 C29 . . . . -66.9(8) no O3 C31 C32 C36 . . . . 58.3(8) no O3 C31 C32 C37 . . . . 173.9(6) no O4 C31 O3 C34 . . . . 38(2) no O4 C31 O3 C34A . . . . -22(2) no O4 C31 C30 C27 . . . . -170.0(7) no O4 C31 C32 C29 . . . . 174.7(6) no O4 C31 C32 C36 . . . . -60.1(8) no O4 C31 C32 C37 . . . . 55.6(8) no N1 C15 C7 C6 . . . . 95(59) no N1 C15 C7 C8 . . . . -135(59) no N2 C14 C10 C1 . . . . -175(39) no N2 C14 C10 C9 . . . . -59(39) no N2 C14 C10 C13 . . . . 62(39) no N3 C33 C29 C25 . . . . -135(38) no N3 C33 C29 C28 . . . . -18(38) no N3 C33 C29 C32 . . . . 103(38) no N4 C38 C26 C20 . . . . 52(77) no N4 C38 C26 C27 . . . . -175(76) no C1 C2 C3 C4 . . . . 1(1) no C1 C6 C5 C4 . . . . 1(1) no C1 C6 C7 C8 . . . . 17.2(9) no C1 C6 C7 C15 . . . . 146.5(7) no C1 C10 C9 C8 . . . . -61.4(7) no C1 C10 C13 C12 . . . . 66.6(7) no C1 C10 C13 C18 . . . . -174.2(6) no C1 C10 C13 C19 . . . . -57.5(7) no C2 C1 C6 C5 . . . . -2.4(9) no C2 C1 C6 C7 . . . . 172.5(6) no C2 C1 C10 C9 . . . . -151.6(6) no C2 C1 C10 C13 . . . . 84.7(8) no C2 C1 C10 C14 . . . . -35.5(8) no C2 C3 C4 C5 . . . . -3(1) no C3 C2 C1 C6 . . . . 1(1) no C3 C2 C1 C10 . . . . -175.3(6) no C3 C4 C5 C6 . . . . 2(1) no C4 C5 C6 C7 . . . . -174.2(6) no C5 C6 C1 C10 . . . . 174.2(6) no C5 C6 C7 C8 . . . . -167.9(6) no C5 C6 C7 C15 . . . . -38.5(9) no C6 C1 C10 C9 . . . . 31.8(8) no C6 C1 C10 C13 . . . . -91.9(7) no C6 C1 C10 C14 . . . . 148.0(6) no C6 C7 C8 C9 . . . . -44.6(7) no C6 C7 C8 C11 . . . . 79.1(8) no C7 C6 C1 C10 . . . . -10.9(9) no C7 C8 C9 C10 . . . . 68.9(7) no C7 C8 C11 C12 . . . . -71.4(8) no C8 C9 C10 C13 . . . . 63.1(7) no C8 C9 C10 C14 . . . . -177.4(5) no C8 C11 C12 C13 . . . . -44.2(8) no C9 C8 C7 C15 . . . . -174.3(7) no C9 C8 C11 C12 . . . . 50.7(8) no C9 C10 C13 C12 . . . . -55.0(7) no C9 C10 C13 C18 . . . . 64.1(7) no C9 C10 C13 C19 . . . . -179.2(6) no C10 C9 C8 C11 . . . . -58.4(7) no C10 C13 C12 C11 . . . . 44.1(7) no C11 C8 C7 C15 . . . . -50.7(9) no C11 C12 O1 C16 . . . . -170.0(7) no C11 C12 O2 C17 . . . . 60.9(9) no C11 C12 C13 C18 . . . . -74.9(7) no C11 C12 C13 C19 . . . . 166.4(5) no C12 C13 C10 C14 . . . . -174.0(5) no C13 C12 O1 C16 . . . . 68.5(9) no C13 C12 O2 C17 . . . . -174.8(6) no C14 C10 C13 C18 . . . . -54.8(7) no C14 C10 C13 C19 . . . . 61.9(7) no C20 C21 C22 C23 . . . . 2(1) no C20 C25 C24 C23 . . . . 3(1) no C20 C25 C29 C28 . . . . 28(1) no C20 C25 C29 C32 . . . . -94.8(8) no C20 C25 C29 C33 . . . . 144.6(7) no C20 C26 C27 C28 . . . . -40.1(9) no C20 C26 C27 C30 . . . . 83(1) no C21 C20 C25 C24 . . . . -1(1) no C21 C20 C25 C29 . . . . -179.1(7) no C21 C20 C26 C27 . . . . -174.6(7) no C21 C20 C26 C38 . . . . -45(1) no C21 C22 C23 C24 . . . . -0(1) no C22 C21 C20 C25 . . . . -1(1) no C22 C21 C20 C26 . . . . -178.1(8) no C22 C23 C24 C25 . . . . -2(1) no C23 C24 C25 C29 . . . . -179.6(7) no C24 C25 C20 C26 . . . . 175.9(7) no C24 C25 C29 C28 . . . . -150.1(7) no C24 C25 C29 C32 . . . . 87.4(9) no C24 C25 C29 C33 . . . . -33(1) no C25 C20 C26 C27 . . . . 8(1) no C25 C20 C26 C38 . . . . 137.9(8) no C25 C29 C28 C27 . . . . -62.0(8) no C25 C29 C32 C31 . . . . 66.4(8) no C25 C29 C32 C36 . . . . -58.4(9) no C25 C29 C32 C37 . . . . -175.7(7) no C26 C20 C25 C29 . . . . -2(1) no C26 C27 C28 C29 . . . . 67.9(8) no C26 C27 C30 C31 . . . . -68(1) no C27 C28 C29 C32 . . . . 61.5(8) no C27 C28 C29 C33 . . . . -178.8(7) no C27 C30 C31 C32 . . . . -47(1) no C28 C27 C26 C38 . . . . -170.4(7) no C28 C27 C30 C31 . . . . 52.8(9) no C28 C29 C32 C31 . . . . -54.4(8) no C28 C29 C32 C36 . . . . -179.3(7) no C28 C29 C32 C37 . . . . 63.5(9) no C29 C28 C27 C30 . . . . -58.8(8) no C29 C32 C31 C30 . . . . 46.1(9) no C30 C27 C26 C38 . . . . -48(1) no C30 C31 O3 C34 . . . . 162(1) no C30 C31 O3 C34A . . . . 102(2) no C30 C31 O4 C35 . . . . -33(1) no C30 C31 C32 C36 . . . . 171.3(7) no C30 C31 C32 C37 . . . . -73.0(8) no C31 O3 C34 C34A . . . . -102(2) no C31 O3 C34A C34 . . . . 114(2) no C31 C32 C29 C33 . . . . -173.6(7) no C32 C31 O3 C34 . . . . -78(1) no C32 C31 O3 C34A . . . . -138(2) no C32 C31 O4 C35 . . . . -159(1) no C33 C29 C32 C36 . . . . 61.6(8) no C33 C29 C32 C37 . . . . -55.7(9) no #------------------------------------------------------------------------------ #===END data_C17H14N2 #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_structure_solution ; SIR92 (Altomare, et. al. 1994) ; _computing_structure_refinement 'teXsan for Windows version 1.05 (MSC, 1997-1999)' _computing_publication_material 'teXsan for Windows version 1.05 (MSC, 1997-1999)' #------------------------------------------------------------------------------ _cell_length_a 13.37(1) _cell_length_b 25.49(1) _cell_length_c 7.920(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2698(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 5.4 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_Int_Tables_number 61 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' '1/2+x,1/2-y, -z' ' -x,1/2+y,1/2-z' '1/2-x, -y,1/2+z' ' -x, -y, -z' '1/2-x,1/2+y, +z' ' +x,1/2-y,1/2+z' '1/2+x, +y,1/2-z' #------------------------------------------------------------------------------ _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 246.31 _chemical_formula_analytical ? _chemical_formula_sum 'C17 H14 N2 ' _chemical_formula_moiety 'C17 H14 N2 ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 1040.00 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type none _exptl_special_details ; The scan width was (0.84+0.35tan\q)\% with an \w scan speed of 8\% per minute (up to 7 scans to achieve I/\s(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. ; #============================================================================== # EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -2.86 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 2 -1 0 -2 -2 0 2 -2 _diffrn_reflns_number 2657 _reflns_number_total 2657 _reflns_number_gt 460 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.419 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.07 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.02801 _diffrn_orient_matrix_UB_12 0.01249 _diffrn_orient_matrix_UB_13 -0.10996 _diffrn_orient_matrix_UB_21 0.02990 _diffrn_orient_matrix_UB_22 -0.03542 _diffrn_orient_matrix_UB_23 -0.01997 _diffrn_orient_matrix_UB_31 -0.06260 _diffrn_orient_matrix_UB_32 -0.01133 _diffrn_orient_matrix_UB_33 -0.05875 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 136 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 112 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 16 0.004 0.003 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom N(1) 0.781(1) 0.0115(5) 0.504(2) 0.066(4) 1.000 . Uiso d ? N(2) 0.243(1) 0.1255(5) 0.341(2) 0.095(5) 1.000 . Uiso d ? C(1) 0.609(1) 0.0496(5) 0.451(2) 0.043(4) 1.000 . Uiso d ? C(2) 0.551(1) 0.0342(5) 0.309(2) 0.048(4) 1.000 . Uiso d ? C(3) 0.458(1) 0.0538(5) 0.284(2) 0.052(4) 1.000 . Uiso d ? C(4) 0.415(1) 0.0896(5) 0.399(2) 0.047(4) 1.000 . Uiso d ? C(5) 0.472(1) 0.1039(6) 0.541(2) 0.044(4) 1.000 . Uiso d ? C(6) 0.434(1) 0.1407(5) 0.677(2) 0.046(4) 1.000 . Uiso d ? C(7) 0.454(1) 0.1124(6) 0.844(2) 0.059(5) 1.000 . Uiso d ? C(8) 0.541(1) 0.0959(6) 0.865(2) 0.054(4) 1.000 . Uiso d ? C(9) 0.612(1) 0.1050(5) 0.722(2) 0.049(4) 1.000 . Uiso d ? C(10) 0.567(1) 0.0838(5) 0.566(2) 0.037(4) 1.000 . Uiso d ? C(11) 0.615(1) 0.1661(6) 0.703(2) 0.067(5) 1.000 . Uiso d ? C(12) 0.512(1) 0.1860(6) 0.677(2) 0.051(4) 1.000 . Uiso d ? C(13) 0.488(1) 0.2363(6) 0.666(2) 0.064(5) 1.000 . Uiso d ? C(14) 0.566(1) 0.2780(6) 0.682(2) 0.095(6) 1.000 . Uiso d ? C(15) 0.385(1) 0.2575(7) 0.642(2) 0.098(6) 1.000 . Uiso d ? C(16) 0.706(1) 0.0290(5) 0.478(2) 0.048(4) 1.000 . Uiso d ? C(17) 0.319(1) 0.1105(6) 0.371(2) 0.065(5) 1.000 . Uiso d ? H(1) 0.5783 0.0099 0.2302 0.058 1.000 . Uiso c ? H(2) 0.4211 0.0432 0.1878 0.063 1.000 . Uiso c ? H(3) 0.3669 0.1518 0.6618 0.055 1.000 . Uiso c ? H(4) 0.4031 0.1077 0.9264 0.071 1.000 . Uiso c ? H(5) 0.5612 0.0786 0.9653 0.065 1.000 . Uiso c ? H(6) 0.6768 0.0906 0.7437 0.059 1.000 . Uiso c ? H(7) 0.6422 0.1813 0.8025 0.080 1.000 . Uiso c ? H(8) 0.6553 0.1753 0.6089 0.080 1.000 . Uiso c ? H(9) 0.5795 0.2842 0.7981 0.114 1.000 . Uiso c ? H(10) 0.6259 0.2668 0.6274 0.114 1.000 . Uiso c ? H(11) 0.5430 0.3094 0.6308 0.114 1.000 . Uiso c ? H(12) 0.3560 0.2643 0.7486 0.117 1.000 . Uiso c ? H(13) 0.3887 0.2892 0.5787 0.117 1.000 . Uiso c ? H(14) 0.3459 0.2327 0.5821 0.117 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 #============================================================================== # REFINEMENT DATA _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details unit _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 460 _refine_ls_number_parameters 77 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0826 _refine_ls_R_factor_gt 0.0830 _refine_ls_wR_factor_all 0.0870 _refine_ls_wR_factor_ref 0.0870 _refine_ls_goodness_of_fit_all 1.348 _refine_ls_goodness_of_fit_ref 1.350 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_diff_density_min -0.25 _refine_diff_density_max 0.28 #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C16 1.11(2) . . ? N2 C17 1.11(2) . . ? C1 C2 1.42(2) . . ? C1 C10 1.37(2) . . ? C1 C16 1.42(2) . . ? C2 C3 1.35(2) . . ? C2 H1 0.95 . . no C3 C4 1.41(2) . . ? C3 H2 0.95 . . no C4 C5 1.41(2) . . ? C4 C17 1.41(2) . . ? C5 C6 1.51(2) . . ? C5 C10 1.39(2) . . ? C6 C7 1.53(2) . . ? C6 C12 1.56(2) . . ? C6 H3 0.95 . . no C7 C8 1.25(2) . . ? C7 H4 0.95 . . no C8 C9 1.49(2) . . ? C8 H5 0.95 . . no C9 C10 1.48(2) . . ? C9 C11 1.57(2) . . ? C9 H6 0.95 . . no C11 C12 1.48(2) . . ? C11 H7 0.95 . . no C11 H8 0.95 . . no C12 C13 1.33(2) . . ? C13 C14 1.50(2) . . ? C13 C15 1.49(2) . . ? C14 H9 0.95 . . no C14 H10 0.95 . . no C14 H11 0.95 . . no C15 H12 0.95 . . no C15 H13 0.95 . . no C15 H14 0.95 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C10 119(2) . . . ? C2 C1 C16 121(2) . . . ? C10 C1 C16 120(2) . . . ? C1 C2 C3 121(2) . . . ? C1 C2 H1 119.7 . . . no C3 C2 H1 119.7 . . . no C2 C3 C4 121(2) . . . ? C2 C3 H2 119.3 . . . no C4 C3 H2 119.3 . . . no C3 C4 C5 118(2) . . . ? C3 C4 C17 121(2) . . . ? C5 C4 C17 121(2) . . . ? C4 C5 C6 123(2) . . . ? C4 C5 C10 121(2) . . . ? C6 C5 C10 116(2) . . . ? C5 C6 C7 105(1) . . . ? C5 C6 C12 104(1) . . . ? C5 C6 H3 114.3 . . . no C7 C6 C12 104(1) . . . ? C7 C6 H3 114.3 . . . no C12 C6 H3 114.3 . . . no C6 C7 C8 116(2) . . . ? C6 C7 H4 122.2 . . . no C8 C7 H4 122.2 . . . no C7 C8 C9 116(2) . . . ? C7 C8 H5 121.9 . . . no C9 C8 H5 121.9 . . . no C8 C9 C10 108(1) . . . ? C8 C9 C11 104(1) . . . ? C8 C9 H6 112.3 . . . no C10 C9 C11 107(1) . . . ? C10 C9 H6 112.3 . . . no C11 C9 H6 112.3 . . . no C1 C10 C5 121(2) . . . ? C1 C10 C9 128(2) . . . ? C5 C10 C9 111(2) . . . ? C9 C11 C12 110(2) . . . ? C9 C11 H7 109.5 . . . no C9 C11 H8 109.5 . . . no C12 C11 H7 109.5 . . . no C12 C11 H8 109.5 . . . no H7 C11 H8 109.5 . . . no C6 C12 C11 112(1) . . . ? C6 C12 C13 124(2) . . . ? C11 C12 C13 124(2) . . . ? C12 C13 C14 121(2) . . . ? C12 C13 C15 126(2) . . . ? C14 C13 C15 113(2) . . . ? C13 C14 H9 109.5 . . . no C13 C14 H10 109.5 . . . no C13 C14 H11 109.5 . . . no H9 C14 H10 109.5 . . . no H9 C14 H11 109.5 . . . no H10 C14 H11 109.5 . . . no C13 C15 H12 109.5 . . . no C13 C15 H13 109.5 . . . no C13 C15 H14 109.5 . . . no H12 C15 H13 109.5 . . . no H12 C15 H14 109.5 . . . no H13 C15 H14 109.5 . . . no N1 C16 C1 177(2) . . . ? N2 C17 C4 176(3) . . . ? #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N1 C3 3.46(2) . 8 no N1 C2 3.50(2) . 4_655 no N1 C17 3.52(2) . 5_656 no N2 C14 3.41(3) . 2_456 no N2 C1 3.51(2) . 8_455 no N2 C16 3.56(2) . 8_455 no C1 C3 3.48(2) . 5_656 no C1 C2 3.57(2) . 5_656 no C2 C10 3.54(2) . 5_656 no C3 C16 3.58(2) . 5_656 no C4 C16 3.57(2) . 5_656 no #------------------------------------------------------------------------------ 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N1 C16 C1 C2 . . . . -98(42) no N1 C16 C1 C10 . . . . 81(42) no N2 C17 C4 C3 . . . . -3(36) no N2 C17 C4 C5 . . . . 177(35) no C1 C2 C3 C4 . . . . -0(3) no C1 C10 C5 C4 . . . . 0(2) no C1 C10 C5 C6 . . . . 179(1) no C1 C10 C9 C8 . . . . -128(2) no C1 C10 C9 C11 . . . . 120(2) no C2 C1 C10 C5 . . . . -1(2) no C2 C1 C10 C9 . . . . 180(2) no C2 C3 C4 C5 . . . . -1(2) no C2 C3 C4 C17 . . . . 179(2) no C3 C2 C1 C10 . . . . 1(2) no C3 C2 C1 C16 . . . . 180(2) no C3 C4 C5 C6 . . . . -178(2) no C3 C4 C5 C10 . . . . 1(2) no C4 C5 C6 C7 . . . . 130(2) no C4 C5 C6 C12 . . . . -121(2) no C4 C5 C10 C9 . . . . 179(1) no C5 C6 C7 C8 . . . . 52(2) no C5 C6 C12 C11 . . . . -56(2) no C5 C6 C12 C13 . . . . 128(2) no C5 C10 C1 C16 . . . . -180(2) no C5 C10 C9 C8 . . . . 53(2) no C5 C10 C9 C11 . . . . -59(2) no C6 C5 C4 C17 . . . . 2(2) no C6 C5 C10 C9 . . . . -2(2) no C6 C7 C8 C9 . . . . -2(3) no C6 C12 C11 C9 . . . . 0(2) no C6 C12 C13 C14 . . . . 174(2) no C6 C12 C13 C15 . . . . -4(3) no C7 C6 C5 C10 . . . . -49(2) no C7 C6 C12 C11 . . . . 54(2) no C7 C6 C12 C13 . . . . -122(2) no C7 C8 C9 C10 . . . . -53(2) no C7 C8 C9 C11 . . . . 60(2) no C8 C7 C6 C12 . . . . -57(2) no C8 C9 C11 C12 . . . . -56(2) no C9 C10 C1 C16 . . . . 1(3) no C9 C11 C12 C13 . . . . 176(2) no C10 C5 C4 C17 . . . . -179(2) no C10 C5 C6 C12 . . . . 59(2) no C10 C9 C11 C12 . . . . 59(2) no C11 C12 C13 C14 . . . . -1(3) no C11 C12 C13 C15 . . . . -179(2) no #------------------------------------------------------------------------------ #===END #============================================================================== # End of CIF #==============================================================================