# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_section_title ;Cobalt-mediated regio- and stereoselective assembly of dienamides by hydroaminative alkyne coupling of alpha,omega-diynes ; _publ_contact_author_name 'Prof. K.P.C.Vollhardt' _publ_contact_author_email KPCV@BERKELEY.EDU loop_ _publ_author_name V.Gandon C.Aubert M.Malacria K.P.C.Vollhardt #------------------------------------------------------------------------------ # Attachment '4.cif' data_Vincent_Gandon_vgad25-bis_ _database_code_depnum_ccdc_archive 'CCDC 664315' _audit_creation_date 'Wed Sep 26 13:04:41 2007' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C19 H23 N O2 Si ' _chemical_formula_moiety 'C19 H23 N O2 Si ' _chemical_formula_weight 325.48 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? #------------------------------------------------------------------------------ loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 14.133(3) _cell_length_b 7.884(2) _cell_length_c 17.470(4) _cell_angle_alpha 90 _cell_angle_beta 113.466(3) _cell_angle_gamma 90 _cell_volume 1785.5(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1593 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 22.5 _cell_measurement_temperature 158.2 #------------------------------------------------------------------------------ _exptl_crystal_description blocklike _exptl_crystal_colour colorless _exptl_crystal_size_max 0.270 _exptl_crystal_size_mid 0.255 _exptl_crystal_size_min 0.090 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696.00 _exptl_absorpt_coefficient_mu 0.140 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_min 0.829 _exptl_absorpt_correction_T_max 0.987 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7504 _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_theta_max 25.33 _diffrn_measured_fraction_theta_max 0.9902 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 0.9902 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3243 _reflns_number_gt 1960 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.0536 _refine_ls_R_factor_all 0.0898 _refine_ls_wR_factor_all 0.0622 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 1960 _refine_ls_number_parameters 208 _refine_ls_goodness_of_fit_ref 1.633 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_shift/su_max 0.0001 _refine_diff_density_max 0.27 _refine_diff_density_min -0.21 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Si Si 0.082 0.070 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-AXS SMART v5.054' _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_structure_solution SIR97 _computing_structure_refinement teXsan _computing_publication_material teXsan _computing_molecular_graphics ? #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.18772(6) 0.3081(1) 0.11849(5) 0.0377(3) Uani 1.00 d . . . O1 O 0.3325(2) -0.1170(2) 0.0874(1) 0.0548(7) Uani 1.00 d . . . O2 O 0.1305(2) 0.2666(2) -0.1043(1) 0.0493(7) Uani 1.00 d . . . N1 N 0.2418(2) 0.1088(3) 0.0063(1) 0.0299(7) Uani 1.00 d . . . C1 C 0.4270(3) 0.2457(4) -0.0306(2) 0.050(1) Uani 1.00 d . . . C2 C 0.4456(2) 0.2414(3) 0.0501(2) 0.0364(9) Uani 1.00 d . . . C3 C 0.5458(2) 0.1804(4) 0.1156(2) 0.0463(10) Uani 1.00 d . . . C4 C 0.5953(2) 0.3187(4) 0.1809(2) 0.050(1) Uani 1.00 d . . . C5 C 0.5205(2) 0.3843(4) 0.2167(2) 0.0445(10) Uani 1.00 d . . . C6 C 0.4204(2) 0.4442(3) 0.1486(2) 0.0358(9) Uani 1.00 d . . . C7 C 0.3726(2) 0.3064(3) 0.0845(2) 0.0306(8) Uani 1.00 d . . . C8 C 0.2781(2) 0.2457(3) 0.0673(2) 0.0311(8) Uani 1.00 d . . . C9 C 0.1424(2) 0.5299(4) 0.0934(2) 0.054(1) Uani 1.00 d . . . C10 C 0.2541(3) 0.2757(4) 0.2333(2) 0.055(1) Uani 1.00 d . . . C11 C 0.0749(3) 0.1637(5) 0.0780(2) 0.066(1) Uani 1.00 d . . . C12 C 0.2727(2) -0.0615(3) 0.0218(2) 0.0335(9) Uani 1.00 d . . . C13 C 0.2172(2) -0.1524(3) -0.0589(2) 0.0296(8) Uani 1.00 d . . . C14 C 0.2192(2) -0.3203(4) -0.0794(2) 0.0375(9) Uani 1.00 d . . . C15 C 0.1611(2) -0.3670(3) -0.1614(2) 0.0398(9) Uani 1.00 d . . . C16 C 0.1037(2) -0.2495(4) -0.2198(2) 0.0394(9) Uani 1.00 d . . . C17 C 0.1015(2) -0.0807(3) -0.1989(2) 0.0350(9) Uani 1.00 d . . . C18 C 0.1590(2) -0.0356(3) -0.1172(2) 0.0275(8) Uani 1.00 d . . . C19 C 0.1716(2) 0.1321(4) -0.0756(2) 0.0332(9) Uani 1.00 d . . . H1 H 0.3642 0.2923 -0.0694 0.0602 Uiso 1.00 calc . . . H2 H 0.4765 0.2022 -0.0496 0.0602 Uiso 1.00 calc . . . H3 H 0.5332 0.0832 0.1423 0.0556 Uiso 1.00 calc . . . H4 H 0.5914 0.1514 0.0899 0.0556 Uiso 1.00 calc . . . H5 H 0.6542 0.2731 0.2248 0.0605 Uiso 1.00 calc . . . H6 H 0.6157 0.4102 0.1554 0.0605 Uiso 1.00 calc . . . H7 H 0.5058 0.2956 0.2472 0.0534 Uiso 1.00 calc . . . H8 H 0.5516 0.4764 0.2531 0.0534 Uiso 1.00 calc . . . H9 H 0.3735 0.4745 0.1730 0.0430 Uiso 1.00 calc . . . H10 H 0.4339 0.5405 0.1219 0.0430 Uiso 1.00 calc . . . H11 H 0.1997 0.6048 0.1145 0.0644 Uiso 1.00 calc . . . H12 H 0.1089 0.5428 0.0346 0.0644 Uiso 1.00 calc . . . H13 H 0.0953 0.5558 0.1182 0.0644 Uiso 1.00 calc . . . H14 H 0.2763 0.1612 0.2443 0.0666 Uiso 1.00 calc . . . H15 H 0.3121 0.3490 0.2551 0.0666 Uiso 1.00 calc . . . H16 H 0.2077 0.3004 0.2589 0.0666 Uiso 1.00 calc . . . H17 H 0.0278 0.1920 0.1024 0.0794 Uiso 1.00 calc . . . H18 H 0.0417 0.1751 0.0191 0.0794 Uiso 1.00 calc . . . H19 H 0.0974 0.0499 0.0916 0.0794 Uiso 1.00 calc . . . H20 H 0.2588 -0.4012 -0.0390 0.0450 Uiso 1.00 calc . . . H21 H 0.1608 -0.4821 -0.1775 0.0477 Uiso 1.00 calc . . . H22 H 0.0649 -0.2850 -0.2756 0.0473 Uiso 1.00 calc . . . H23 H 0.0621 0.0006 -0.2391 0.0420 Uiso 1.00 calc . . . 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 Si1 0.0390(5) 0.0395(5) 0.0353(5) 0.0001(4) 0.0157(4) -0.0015(4) O1 0.066(2) 0.040(1) 0.035(1) 0.007(1) -0.005(1) 0.003(1) O2 0.063(1) 0.031(1) 0.039(1) 0.005(1) 0.004(1) 0.000(1) N1 0.034(1) 0.025(1) 0.027(1) -0.001(1) 0.008(1) -0.002(1) C1 0.060(2) 0.050(2) 0.050(2) -0.008(2) 0.032(2) -0.009(2) C2 0.037(2) 0.030(2) 0.045(2) -0.006(1) 0.020(2) -0.002(1) C3 0.038(2) 0.045(2) 0.060(2) 0.001(2) 0.023(2) -0.004(2) C4 0.038(2) 0.051(2) 0.055(2) -0.003(2) 0.010(2) -0.001(2) C5 0.043(2) 0.042(2) 0.043(2) -0.008(2) 0.011(2) -0.004(2) C6 0.041(2) 0.031(2) 0.035(2) -0.004(1) 0.014(2) -0.003(1) C7 0.036(2) 0.028(2) 0.025(1) 0.000(1) 0.009(1) 0.002(1) C8 0.034(2) 0.029(2) 0.026(2) -0.003(1) 0.007(1) -0.002(1) C9 0.058(2) 0.057(2) 0.048(2) 0.016(2) 0.022(2) 0.002(2) C10 0.066(2) 0.064(2) 0.041(2) 0.016(2) 0.027(2) 0.008(2) C11 0.059(2) 0.078(3) 0.074(3) -0.019(2) 0.040(2) -0.017(2) C12 0.034(2) 0.033(2) 0.030(2) -0.002(1) 0.010(2) 0.002(1) C13 0.029(2) 0.030(2) 0.030(2) -0.002(1) 0.012(1) -0.001(1) C14 0.043(2) 0.030(2) 0.040(2) 0.003(1) 0.016(2) 0.003(1) C15 0.048(2) 0.029(2) 0.043(2) -0.007(1) 0.019(2) -0.009(1) C16 0.049(2) 0.036(2) 0.031(2) -0.011(1) 0.014(2) -0.009(1) C17 0.039(2) 0.034(2) 0.029(2) -0.004(1) 0.010(1) 0.001(1) C18 0.029(2) 0.025(2) 0.028(2) -0.005(1) 0.011(1) -0.001(1) C19 0.038(2) 0.030(2) 0.031(2) 0.000(1) 0.013(1) 0.002(1) #------------------------------------------------------------------------------ _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 SI1 C8 1.892(3) . . yes SI1 C9 1.853(3) . . yes SI1 C10 1.862(3) . . yes SI1 C11 1.855(3) . . yes O1 C12 1.202(3) . . yes O2 C19 1.217(3) . . yes N1 C8 1.459(3) . . yes N1 C12 1.405(3) . . yes N1 C19 1.391(3) . . yes C1 C2 1.328(4) . . yes C2 C3 1.502(4) . . yes C2 C7 1.476(4) . . yes C3 C4 1.531(4) . . yes C4 C5 1.517(4) . . yes C5 C6 1.517(4) . . yes C6 C7 1.513(4) . . yes C7 C8 1.336(4) . . yes C12 C13 1.495(4) . . yes C13 C14 1.375(4) . . yes C13 C18 1.377(4) . . yes C14 C15 1.387(4) . . yes C15 C16 1.378(4) . . yes C16 C17 1.383(4) . . yes C17 C18 1.378(4) . . yes C18 C19 1.485(4) . . yes C1 H1 0.950 . . no C1 H2 0.950 . . no C3 H3 0.950 . . no C3 H4 0.950 . . no C4 H5 0.950 . . no C4 H6 0.950 . . no C5 H7 0.950 . . no C5 H8 0.950 . . no C6 H9 0.950 . . no C6 H10 0.950 . . no C9 H11 0.950 . . no C9 H12 0.950 . . no C9 H13 0.950 . . no C10 H14 0.950 . . no C10 H15 0.950 . . no C10 H16 0.950 . . no C11 H17 0.950 . . no C11 H18 0.950 . . no C11 H19 0.950 . . no C14 H20 0.950 . . no C15 H21 0.950 . . no C16 H22 0.950 . . no C17 H23 0.950 . . 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 C8 SI1 C9 111.6(1) . . . ? C8 SI1 C10 109.1(1) . . . ? C8 SI1 C11 107.4(1) . . . ? C9 SI1 C10 111.3(1) . . . ? C9 SI1 C11 109.0(2) . . . ? C10 SI1 C11 108.3(2) . . . ? C8 N1 C12 125.0(2) . . . ? C8 N1 C19 123.6(2) . . . ? C12 N1 C19 111.4(2) . . . ? C1 C2 C3 123.0(3) . . . ? C1 C2 C7 123.3(3) . . . ? C3 C2 C7 113.6(3) . . . ? C2 C3 C4 110.6(2) . . . ? C3 C4 C5 111.3(2) . . . ? C4 C5 C6 111.6(3) . . . ? C5 C6 C7 111.0(2) . . . ? C2 C7 C6 111.9(2) . . . ? C2 C7 C8 125.6(3) . . . ? C6 C7 C8 122.3(3) . . . ? SI1 C8 N1 115.5(2) . . . ? SI1 C8 C7 127.1(2) . . . ? N1 C8 C7 117.2(2) . . . ? O1 C12 N1 125.3(3) . . . ? O1 C12 C13 129.0(3) . . . ? N1 C12 C13 105.7(2) . . . ? C12 C13 C14 130.5(3) . . . ? C12 C13 C18 108.2(2) . . . ? C14 C13 C18 121.3(3) . . . ? C13 C14 C15 117.3(3) . . . ? C14 C15 C16 121.2(3) . . . ? C15 C16 C17 121.3(3) . . . ? C16 C17 C18 117.1(3) . . . ? C13 C18 C17 121.8(2) . . . ? C13 C18 C19 108.2(2) . . . ? C17 C18 C19 130.0(3) . . . ? O2 C19 N1 124.5(3) . . . ? O2 C19 C18 129.0(3) . . . ? N1 C19 C18 106.5(2) . . . ? C2 C1 H1 119.999 . . . no C2 C1 H2 120.002 . . . no H1 C1 H2 119.999 . . . no C2 C3 H3 109.182 . . . no C2 C3 H4 109.183 . . . no C4 C3 H3 109.180 . . . no C4 C3 H4 109.184 . . . no H3 C3 H4 109.460 . . . no C3 C4 H5 109.033 . . . no C3 C4 H6 109.024 . . . no C5 C4 H5 109.029 . . . no C5 C4 H6 109.019 . . . no H5 C4 H6 109.460 . . . no C4 C5 H7 108.923 . . . no C4 C5 H8 108.932 . . . no C6 C5 H7 108.930 . . . no C6 C5 H8 108.941 . . . no H7 C5 H8 109.461 . . . no C5 C6 H9 109.080 . . . no C5 C6 H10 109.080 . . . no C7 C6 H9 109.093 . . . no C7 C6 H10 109.094 . . . no H9 C6 H10 109.455 . . . no SI1 C9 H11 109.479 . . . no SI1 C9 H12 109.480 . . . no SI1 C9 H13 109.485 . . . no H11 C9 H12 109.455 . . . no H11 C9 H13 109.463 . . . no H12 C9 H13 109.465 . . . no SI1 C10 H14 109.477 . . . no SI1 C10 H15 109.477 . . . no SI1 C10 H16 109.478 . . . no H14 C10 H15 109.464 . . . no H14 C10 H16 109.466 . . . no H15 C10 H16 109.465 . . . no SI1 C11 H17 109.475 . . . no SI1 C11 H18 109.468 . . . no SI1 C11 H19 109.475 . . . no H17 C11 H18 109.466 . . . no H17 C11 H19 109.477 . . . no H18 C11 H19 109.467 . . . no C13 C14 H20 121.335 . . . no C15 C14 H20 121.332 . . . no C14 C15 H21 119.380 . . . no C16 C15 H21 119.380 . . . no C15 C16 H22 119.357 . . . no C17 C16 H22 119.360 . . . no C16 C17 H23 121.447 . . . no C18 C17 H23 121.438 . . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag SI1 C8 N1 C12 -99.8(3) 1_555 1_555 1_555 1_555 yes SI1 C8 N1 C19 80.3(3) 1_555 1_555 1_555 1_555 yes SI1 C8 C7 C2 172.7(2) 1_555 1_555 1_555 1_555 yes SI1 C8 C7 C6 -2.1(4) 1_555 1_555 1_555 1_555 yes O1 C12 N1 C8 0.4(4) 1_555 1_555 1_555 1_555 yes O1 C12 N1 C19 -179.8(3) 1_555 1_555 1_555 1_555 yes O1 C12 C13 C14 0.4(5) 1_555 1_555 1_555 1_555 yes O1 C12 C13 C18 -178.4(3) 1_555 1_555 1_555 1_555 yes O2 C19 N1 C8 -2.5(4) 1_555 1_555 1_555 1_555 yes O2 C19 N1 C12 177.6(3) 1_555 1_555 1_555 1_555 yes O2 C19 C18 C13 -177.1(3) 1_555 1_555 1_555 1_555 yes O2 C19 C18 C17 2.9(5) 1_555 1_555 1_555 1_555 yes N1 C8 SI1 C9 -116.8(2) 1_555 1_555 1_555 1_555 yes N1 C8 SI1 C10 119.8(2) 1_555 1_555 1_555 1_555 yes N1 C8 SI1 C11 2.6(2) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C2 -3.2(4) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C6 -178.0(2) 1_555 1_555 1_555 1_555 yes N1 C12 C13 C14 179.7(3) 1_555 1_555 1_555 1_555 yes N1 C12 C13 C18 0.8(3) 1_555 1_555 1_555 1_555 yes N1 C19 C18 C13 2.7(3) 1_555 1_555 1_555 1_555 yes N1 C19 C18 C17 -177.3(3) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 122.3(3) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C6 -121.5(3) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C8 63.3(4) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 53.2(3) 1_555 1_555 1_555 1_555 yes C2 C7 C6 C5 -54.1(3) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C6 54.7(3) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C8 -120.5(3) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 -54.5(3) 1_555 1_555 1_555 1_555 yes C4 C3 C2 C7 -53.9(3) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 54.5(3) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C8 121.3(3) 1_555 1_555 1_555 1_555 yes C7 C8 SI1 C9 67.3(3) 1_555 1_555 1_555 1_555 yes C7 C8 SI1 C10 -56.1(3) 1_555 1_555 1_555 1_555 yes C7 C8 SI1 C11 -173.4(3) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C12 76.5(3) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C19 -103.3(3) 1_555 1_555 1_555 1_555 yes C8 N1 C12 C13 -178.9(2) 1_555 1_555 1_555 1_555 yes C8 N1 C19 C18 177.7(2) 1_555 1_555 1_555 1_555 yes C12 N1 C19 C18 -2.2(3) 1_555 1_555 1_555 1_555 yes C12 C13 C14 C15 -178.0(3) 1_555 1_555 1_555 1_555 yes C12 C13 C18 C17 177.9(2) 1_555 1_555 1_555 1_555 yes C12 C13 C18 C19 -2.2(3) 1_555 1_555 1_555 1_555 yes C13 C12 N1 C19 0.9(3) 1_555 1_555 1_555 1_555 yes C13 C14 C15 C16 -0.0(4) 1_555 1_555 1_555 1_555 yes C13 C18 C17 C16 0.7(4) 1_555 1_555 1_555 1_555 yes C14 C13 C18 C17 -1.1(4) 1_555 1_555 1_555 1_555 yes C14 C13 C18 C19 178.9(2) 1_555 1_555 1_555 1_555 yes C14 C15 C16 C17 -0.3(4) 1_555 1_555 1_555 1_555 yes C15 C14 C13 C18 0.7(4) 1_555 1_555 1_555 1_555 yes C15 C16 C17 C18 -0.1(4) 1_555 1_555 1_555 1_555 yes C16 C17 C18 C19 -179.2(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 C5 3.220(4) . 2_645 ? O2 C15 3.141(3) . 1_565 ? O2 C14 3.454(3) . 1_565 ? O2 C16 3.509(4) . 2_554 ? # Attachment '3.cif' data_Vincent_Gandon_vgad30_at_- _database_code_depnum_ccdc_archive 'CCDC 664316' _audit_creation_date 'Wed Sep 26 17:54:40 2007' _audit_creation_method 'by teXsan' _audit_update_record ? _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (1998). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. Blessing, R. H., (1995), Acta Crystallogr, A51, 33-38. ; #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C16 H15 N O2 ' _chemical_formula_moiety 'C16 H15 N O2 ' _chemical_formula_weight 253.30 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? #------------------------------------------------------------------------------ loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 7.848(1) _cell_length_b 8.298(1) _cell_length_c 10.572(2) _cell_angle_alpha 79.270(2) _cell_angle_beta 81.141(2) _cell_angle_gamma 82.075(2) _cell_volume 664.1(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 1275 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 23.5 _cell_measurement_temperature 177.2 #------------------------------------------------------------------------------ _exptl_crystal_description blocky _exptl_crystal_colour colorless _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.060 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 268.00 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_min 0.856 _exptl_absorpt_correction_T_max 0.995 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method \w-scans _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5917 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_theta_max 26.01 _diffrn_measured_fraction_theta_max 0.9853 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.9853 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2551 _reflns_number_gt 1727 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0472 _refine_ls_R_factor_all 0.0640 _refine_ls_wR_factor_all 0.0521 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 1727 _refine_ls_number_parameters 172 _refine_ls_goodness_of_fit_ref 1.651 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_shift/su_max 0.0002 _refine_diff_density_max 0.17 _refine_diff_density_min -0.17 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-AXS SMART v5.631' _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_structure_solution SIR97 _computing_structure_refinement teXsan _computing_publication_material teXsan _computing_molecular_graphics ? #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.2152(2) -0.3579(2) -0.5926(1) 0.0427(4) Uani 1.00 d . . . O2 O -0.2275(1) 0.0321(2) -0.7154(1) 0.0455(4) Uani 1.00 d . . . N1 N -0.0316(2) -0.1953(2) -0.6554(1) 0.0318(4) Uani 1.00 d . . . C1 C 0.0378(3) -0.2344(3) -0.9495(2) 0.0473(6) Uani 1.00 d . . . C2 C -0.1269(2) -0.2405(2) -0.9015(2) 0.0347(5) Uani 1.00 d . . . C3 C -0.2748(2) -0.1581(3) -0.9740(2) 0.0440(6) Uani 1.00 d . . . C4 C -0.3966(2) -0.2837(3) -0.9824(2) 0.0472(6) Uani 1.00 d . . . C5 C -0.4595(2) -0.3732(3) -0.8492(2) 0.0482(7) Uani 1.00 d . . . C6 C -0.3088(3) -0.4603(3) -0.7785(2) 0.0447(6) Uani 1.00 d . . . C7 C -0.1826(2) -0.3403(2) -0.7738(2) 0.0341(5) Uani 1.00 d . . . C8 C -0.1334(2) -0.3230(2) -0.6632(2) 0.0369(6) Uani 1.00 d . . . C9 C 0.1377(2) -0.2232(2) -0.6238(2) 0.0312(5) Uani 1.00 d . . . C10 C 0.1969(2) -0.0582(2) -0.6375(2) 0.0298(5) Uani 1.00 d . . . C11 C 0.3563(2) -0.0139(2) -0.6261(2) 0.0371(6) Uani 1.00 d . . . C12 C 0.3732(2) 0.1533(2) -0.6445(2) 0.0398(6) Uani 1.00 d . . . C13 C 0.2349(2) 0.2713(2) -0.6730(2) 0.0381(6) Uani 1.00 d . . . C14 C 0.0759(2) 0.2258(2) -0.6865(2) 0.0353(5) Uani 1.00 d . . . C15 C 0.0606(2) 0.0599(2) -0.6698(2) 0.0291(5) Uani 1.00 d . . . C16 C -0.0869(2) -0.0265(2) -0.6840(2) 0.0327(5) Uani 1.00 d . . . H1 H 0.1259 -0.2954 -0.9019 0.0568 Uiso 1.00 calc . . . H2 H 0.0685 -0.1691 -1.0316 0.0568 Uiso 1.00 calc . . . H3 H -0.3379 -0.0741 -0.9299 0.0528 Uiso 1.00 calc . . . H4 H -0.2298 -0.1103 -1.0593 0.0528 Uiso 1.00 calc . . . H5 H -0.4937 -0.2276 -1.0222 0.0566 Uiso 1.00 calc . . . H6 H -0.3362 -0.3617 -1.0335 0.0566 Uiso 1.00 calc . . . H7 H -0.5250 -0.2957 -0.7998 0.0578 Uiso 1.00 calc . . . H8 H -0.5312 -0.4528 -0.8580 0.0578 Uiso 1.00 calc . . . H9 H -0.3523 -0.5064 -0.6924 0.0536 Uiso 1.00 calc . . . H10 H -0.2503 -0.5459 -0.8228 0.0536 Uiso 1.00 calc . . . H11 H -0.1667 -0.3977 -0.5865 0.0443 Uiso 1.00 calc . . . H12 H 0.4508 -0.0948 -0.6063 0.0446 Uiso 1.00 calc . . . H13 H 0.4814 0.1877 -0.6375 0.0477 Uiso 1.00 calc . . . H14 H 0.2494 0.3850 -0.6835 0.0457 Uiso 1.00 calc . . . H15 H -0.0189 0.3062 -0.7065 0.0424 Uiso 1.00 calc . . . 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 O1 0.0477(8) 0.0290(8) 0.0507(9) -0.0008(6) -0.0120(6) -0.0029(6) O2 0.0318(7) 0.0474(9) 0.0575(10) -0.0010(6) -0.0101(6) -0.0084(7) N1 0.0354(8) 0.0285(9) 0.0327(9) -0.0072(7) -0.0066(7) -0.0036(7) C1 0.048(1) 0.052(1) 0.042(1) -0.013(1) -0.0023(10) -0.007(1) C2 0.039(1) 0.033(1) 0.034(1) -0.0106(8) -0.0025(8) -0.0080(9) C3 0.050(1) 0.044(1) 0.037(1) -0.0070(10) -0.0058(9) -0.0043(10) C4 0.047(1) 0.051(1) 0.046(1) -0.003(1) -0.0152(10) -0.010(1) C5 0.043(1) 0.055(1) 0.053(1) -0.018(1) -0.0069(10) -0.015(1) C6 0.052(1) 0.042(1) 0.043(1) -0.0188(10) -0.0077(9) -0.0053(10) C7 0.0349(9) 0.031(1) 0.037(1) -0.0073(8) -0.0053(8) -0.0056(9) C8 0.042(1) 0.032(1) 0.037(1) -0.0133(9) -0.0068(9) 0.0001(9) C9 0.0357(10) 0.031(1) 0.026(1) -0.0042(8) -0.0029(8) -0.0042(8) C10 0.0339(9) 0.030(1) 0.0253(10) -0.0035(8) -0.0022(8) -0.0055(8) C11 0.0342(10) 0.037(1) 0.042(1) -0.0011(8) -0.0083(9) -0.0083(9) C12 0.036(1) 0.041(1) 0.045(1) -0.0108(9) -0.0045(9) -0.0115(10) C13 0.048(1) 0.029(1) 0.038(1) -0.0112(9) -0.0008(9) -0.0074(9) C14 0.0379(10) 0.030(1) 0.036(1) -0.0001(8) -0.0016(8) -0.0056(8) C15 0.0317(9) 0.029(1) 0.0251(10) -0.0028(8) -0.0003(8) -0.0055(8) C16 0.0329(10) 0.036(1) 0.029(1) -0.0046(8) -0.0013(8) -0.0063(8) #------------------------------------------------------------------------------ _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 C9 1.210(2) . . yes O2 C16 1.212(2) . . yes N1 C8 1.433(2) . . yes N1 C9 1.398(2) . . yes N1 C16 1.399(2) . . yes C1 C2 1.318(3) . . yes C2 C3 1.505(3) . . yes C2 C7 1.484(3) . . yes C3 C4 1.530(3) . . yes C4 C5 1.509(3) . . yes C5 C6 1.522(3) . . yes C6 C7 1.510(3) . . yes C7 C8 1.324(2) . . yes C9 C10 1.480(3) . . yes C10 C11 1.380(2) . . yes C10 C15 1.386(2) . . yes C11 C12 1.386(3) . . yes C12 C13 1.387(2) . . yes C13 C14 1.388(2) . . yes C14 C15 1.374(3) . . yes C15 C16 1.482(2) . . yes C1 H1 0.950 . . no C1 H2 0.950 . . no C3 H3 0.950 . . no C3 H4 0.950 . . no C4 H5 0.950 . . no C4 H6 0.950 . . no C5 H7 0.950 . . no C5 H8 0.950 . . no C6 H9 0.950 . . no C6 H10 0.950 . . no C8 H11 0.950 . . no C11 H12 0.950 . . no C12 H13 0.950 . . no C13 H14 0.950 . . no C14 H15 0.950 . . 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 C8 N1 C9 124.4(1) . . . ? C8 N1 C16 124.1(1) . . . ? C9 N1 C16 111.5(1) . . . ? C1 C2 C3 123.6(2) . . . ? C1 C2 C7 122.4(2) . . . ? C3 C2 C7 113.9(1) . . . ? C2 C3 C4 110.5(2) . . . ? C3 C4 C5 111.1(2) . . . ? C4 C5 C6 111.5(2) . . . ? C5 C6 C7 110.6(2) . . . ? C2 C7 C6 114.2(1) . . . ? C2 C7 C8 123.9(2) . . . ? C6 C7 C8 121.8(2) . . . ? N1 C8 C7 122.1(2) . . . ? O1 C9 N1 124.9(2) . . . ? O1 C9 C10 129.0(2) . . . ? N1 C9 C10 106.1(1) . . . ? C9 C10 C11 130.6(2) . . . ? C9 C10 C15 108.2(1) . . . ? C11 C10 C15 121.2(2) . . . ? C10 C11 C12 117.4(2) . . . ? C11 C12 C13 121.2(2) . . . ? C12 C13 C14 121.0(2) . . . ? C13 C14 C15 117.5(2) . . . ? C10 C15 C14 121.6(2) . . . ? C10 C15 C16 108.1(2) . . . ? C14 C15 C16 130.3(2) . . . ? O2 C16 N1 125.2(2) . . . ? O2 C16 C15 128.7(2) . . . ? N1 C16 C15 106.0(1) . . . ? C2 C1 H1 120.000 . . . no C2 C1 H2 120.000 . . . no H1 C1 H2 120.000 . . . no C2 C3 H3 109.208 . . . no C2 C3 H4 109.207 . . . no C4 C3 H3 109.207 . . . no C4 C3 H4 109.207 . . . no H3 C3 H4 109.460 . . . no C3 C4 H5 109.077 . . . no C3 C4 H6 109.077 . . . no C5 C4 H5 109.077 . . . no C5 C4 H6 109.077 . . . no H5 C4 H6 109.460 . . . no C4 C5 H7 108.971 . . . no C4 C5 H8 108.971 . . . no C6 C5 H7 108.970 . . . no C6 C5 H8 108.971 . . . no H7 C5 H8 109.460 . . . no C5 C6 H9 109.194 . . . no C5 C6 H10 109.194 . . . no C7 C6 H9 109.195 . . . no C7 C6 H10 109.195 . . . no H9 C6 H10 109.460 . . . no N1 C8 H11 118.925 . . . no C7 C8 H11 118.925 . . . no C10 C11 H12 121.288 . . . no C12 C11 H12 121.288 . . . no C11 C12 H13 119.388 . . . no C13 C12 H13 119.388 . . . no C12 C13 H14 119.483 . . . no C14 C13 H14 119.484 . . . no C13 C14 H15 121.258 . . . no C15 C14 H15 121.259 . . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C9 N1 C8 -4.1(3) 1_555 1_555 1_555 1_555 yes O1 C9 N1 C16 178.4(2) 1_555 1_555 1_555 1_555 yes O1 C9 C10 C11 4.2(3) 1_555 1_555 1_555 1_555 yes O1 C9 C10 C15 -177.4(2) 1_555 1_555 1_555 1_555 yes O2 C16 N1 C8 1.8(3) 1_555 1_555 1_555 1_555 yes O2 C16 N1 C9 179.3(2) 1_555 1_555 1_555 1_555 yes O2 C16 C15 C10 -177.4(2) 1_555 1_555 1_555 1_555 yes O2 C16 C15 C14 1.0(3) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C2 5.2(3) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C6 -171.9(2) 1_555 1_555 1_555 1_555 yes N1 C9 C10 C11 -175.5(2) 1_555 1_555 1_555 1_555 yes N1 C9 C10 C15 2.9(2) 1_555 1_555 1_555 1_555 yes N1 C16 C15 C10 1.6(2) 1_555 1_555 1_555 1_555 yes N1 C16 C15 C14 180.0(2) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 124.4(2) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C6 -125.6(2) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C8 57.2(3) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 55.0(2) 1_555 1_555 1_555 1_555 yes C2 C7 C6 C5 -50.6(2) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C6 50.3(2) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C8 -127.0(2) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 -57.6(2) 1_555 1_555 1_555 1_555 yes C4 C3 C2 C7 -51.4(2) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 54.4(2) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C8 126.7(2) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C9 -114.9(2) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C16 62.3(2) 1_555 1_555 1_555 1_555 yes C8 N1 C9 C10 175.6(2) 1_555 1_555 1_555 1_555 yes C8 N1 C16 C15 -177.2(2) 1_555 1_555 1_555 1_555 yes C9 N1 C16 C15 0.3(2) 1_555 1_555 1_555 1_555 yes C9 C10 C11 C12 180.0(2) 1_555 1_555 1_555 1_555 yes C9 C10 C15 C14 178.7(2) 1_555 1_555 1_555 1_555 yes C9 C10 C15 C16 -2.8(2) 1_555 1_555 1_555 1_555 yes C10 C9 N1 C16 -1.9(2) 1_555 1_555 1_555 1_555 yes C10 C11 C12 C13 0.2(3) 1_555 1_555 1_555 1_555 yes C10 C15 C14 C13 1.6(3) 1_555 1_555 1_555 1_555 yes C11 C10 C15 C14 -2.7(3) 1_555 1_555 1_555 1_555 yes C11 C10 C15 C16 175.8(2) 1_555 1_555 1_555 1_555 yes C11 C12 C13 C14 -1.2(3) 1_555 1_555 1_555 1_555 yes C12 C11 C10 C15 1.8(3) 1_555 1_555 1_555 1_555 yes C12 C13 C14 C15 0.4(3) 1_555 1_555 1_555 1_555 yes C13 C14 C15 C16 -176.6(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 C13 3.319(2) . 1_545 ? O1 C5 3.435(2) . 1_655 ? O1 C8 3.465(2) . 2_544 ? O2 C12 3.175(2) . 1_455 ? O2 C11 3.312(2) . 1_455 ? O2 C11 3.577(2) . 2_554 ? N1 C14 3.543(2) . 2_554 ? N1 C13 3.572(2) . 2_554 ? C9 C14 3.444(3) . 2_554 ? C10 C15 3.551(3) . 2_554 ? C10 C16 3.551(2) . 2_554 ? C15 C15 3.558(3) . 2_554 ? #------------------------------------------------------------------------------ # Attachment '10a.cif' data_vgad43s_in_P2(1)2(1)2(1) _database_code_depnum_ccdc_archive 'CCDC 664317' _audit_creation_date 'Fri Sep 14 14:00:31 2007' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C18 H21 N O2 Si ' _chemical_formula_moiety 'C18 H21 N O2 Si ' _chemical_formula_weight 311.45 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _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 _cell_length_a 7.839(1) _cell_length_b 8.782(1) _cell_length_c 24.758(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1704.3(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4043 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 26.0 _cell_measurement_temperature 150.2 #------------------------------------------------------------------------------ _exptl_crystal_description columnar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.250 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.130 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664.00 _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_min 0.923 _exptl_absorpt_correction_T_max 0.981 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8108 _diffrn_reflns_av_R_equivalents 0.018 _diffrn_reflns_theta_max 25.67 _diffrn_measured_fraction_theta_max 0.9831 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.9831 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 30 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.5 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). The Flack parameter was not refined because no element had significant anomalous scattering. Data were averaged in Pmmm. ; _reflns_number_total 1857 _reflns_number_gt 1683 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0492 _refine_ls_R_factor_all 0.0418 _refine_ls_wR_factor_all 0.0511 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 1683 _refine_ls_number_parameters 199 _refine_ls_goodness_of_fit_ref 1.669 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.0044 _refine_diff_density_max 0.19 _refine_diff_density_min -0.18 _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_abs_structure_details . _refine_ls_abs_structure_Flack . loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Si Si 0.082 0.070 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-AXS SMART v5.054' _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_structure_solution ? _computing_structure_refinement teXsan _computing_publication_material teXsan _computing_molecular_graphics ? #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.6872(1) 0.39838(9) 0.39863(3) 0.0410(2) Uani 1.00 d . . . O1 O 0.6882(2) -0.0220(2) 0.42563(8) 0.0442(5) Uani 1.00 d . . . O2 O 0.2694(3) 0.2348(3) 0.33498(8) 0.0530(6) Uani 1.00 d . . . N1 N 0.5130(2) 0.1254(2) 0.37207(7) 0.0284(5) Uani 1.00 d . . . C1 C 0.6036(5) -0.0505(4) 0.27079(10) 0.0540(9) Uani 1.00 d . . . C2 C 0.6873(3) 0.0808(3) 0.26524(9) 0.0362(6) Uani 1.00 d . . . C3 C 0.7910(4) 0.1188(4) 0.2155(1) 0.0449(8) Uani 1.00 d . . . C4 C 0.9356(4) 0.2162(4) 0.23716(10) 0.0453(8) Uani 1.00 d . . . C5 C 0.8449(4) 0.3112(3) 0.28013(10) 0.0385(7) Uani 1.00 d . . . C6 C 0.7141(3) 0.2058(3) 0.30438(9) 0.0306(6) Uani 1.00 d . . . C7 C 0.6409(3) 0.2315(3) 0.35243(10) 0.0304(6) Uani 1.00 d . . . C8 C 0.5315(6) 0.3868(4) 0.4547(1) 0.088(1) Uani 1.00 d . . . C9 C 0.9066(6) 0.3809(4) 0.4266(1) 0.076(1) Uani 1.00 d . . . C10 C 0.6628(4) 0.5811(3) 0.3622(1) 0.0455(8) Uani 1.00 d . . . C11 C 0.5504(3) 0.0060(3) 0.40732(9) 0.0303(6) Uani 1.00 d . . . C12 C 0.3852(3) -0.0750(3) 0.41713(9) 0.0296(6) Uani 1.00 d . . . C13 C 0.3518(3) -0.2025(3) 0.4458(1) 0.0348(7) Uani 1.00 d . . . C14 C 0.1831(4) -0.2546(3) 0.4472(1) 0.0375(7) Uani 1.00 d . . . C15 C 0.0547(3) -0.1757(4) 0.4206(1) 0.0418(7) Uani 1.00 d . . . C16 C 0.0910(3) -0.0432(3) 0.3919(1) 0.0372(7) Uani 1.00 d . . . C17 C 0.2581(3) 0.0047(3) 0.38984(9) 0.0301(6) Uani 1.00 d . . . C18 C 0.3370(3) 0.1372(3) 0.36212(10) 0.0340(6) Uani 1.00 d . . . H1 H 0.5498 -0.0745 0.3041 0.0648 Uiso 1.00 calc . . . H2 H 0.5978 -0.1199 0.2414 0.0648 Uiso 1.00 calc . . . H3 H 0.8339 0.0289 0.1990 0.0539 Uiso 1.00 calc . . . H4 H 0.7245 0.1739 0.1901 0.0539 Uiso 1.00 calc . . . H5 H 1.0231 0.1554 0.2526 0.0544 Uiso 1.00 calc . . . H6 H 0.9826 0.2789 0.2097 0.0544 Uiso 1.00 calc . . . H7 H 0.9235 0.3443 0.3069 0.0461 Uiso 1.00 calc . . . H8 H 0.7912 0.3971 0.2642 0.0461 Uiso 1.00 calc . . . H9 H 0.5500 0.4688 0.4790 0.1056 Uiso 1.00 calc . . . H10 H 0.4190 0.3927 0.4405 0.1056 Uiso 1.00 calc . . . H11 H 0.5456 0.2930 0.4732 0.1056 Uiso 1.00 calc . . . H12 H 0.9180 0.2858 0.4445 0.0909 Uiso 1.00 calc . . . H13 H 0.9872 0.3870 0.3981 0.0909 Uiso 1.00 calc . . . H14 H 0.9265 0.4611 0.4516 0.0909 Uiso 1.00 calc . . . H15 H 0.6835 0.6631 0.3863 0.0546 Uiso 1.00 calc . . . H16 H 0.7421 0.5852 0.3332 0.0546 Uiso 1.00 calc . . . H17 H 0.5501 0.5887 0.3483 0.0546 Uiso 1.00 calc . . . H18 H 0.4399 -0.2549 0.4645 0.0417 Uiso 1.00 calc . . . H19 H 0.1563 -0.3450 0.4664 0.0450 Uiso 1.00 calc . . . H20 H -0.0592 -0.2124 0.4221 0.0501 Uiso 1.00 calc . . . H21 H 0.0032 0.0123 0.3743 0.0446 Uiso 1.00 calc . . . 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 Si1 0.0606(5) 0.0285(4) 0.0339(4) -0.0061(4) 0.0028(4) -0.0033(3) O1 0.030(1) 0.041(1) 0.061(1) -0.0021(9) -0.0082(9) 0.0157(9) O2 0.039(1) 0.054(1) 0.066(1) 0.006(1) -0.0017(10) 0.029(1) N1 0.0281(10) 0.026(1) 0.0311(9) 0.0001(8) 0.0019(8) 0.0013(9) C1 0.075(2) 0.042(2) 0.045(2) -0.014(2) 0.011(2) -0.013(1) C2 0.038(1) 0.038(1) 0.032(1) -0.001(1) 0.003(1) -0.004(1) C3 0.044(2) 0.052(2) 0.039(1) 0.000(1) 0.008(1) -0.008(1) C4 0.040(2) 0.054(2) 0.042(1) -0.002(1) 0.011(1) 0.003(1) C5 0.038(1) 0.041(2) 0.036(1) -0.006(1) 0.007(1) 0.001(1) C6 0.031(1) 0.027(1) 0.034(1) 0.000(1) -0.002(1) 0.001(1) C7 0.031(1) 0.028(1) 0.032(1) -0.003(1) 0.0018(10) 0.003(1) C8 0.160(4) 0.044(2) 0.061(2) -0.029(2) 0.056(2) -0.016(2) C9 0.109(3) 0.050(2) 0.069(2) -0.005(2) -0.047(2) -0.004(2) C10 0.052(2) 0.034(1) 0.051(2) -0.002(1) -0.002(1) -0.001(1) C11 0.029(1) 0.028(1) 0.033(1) 0.000(1) 0.0012(10) 0.000(1) C12 0.027(1) 0.033(1) 0.029(1) 0.001(1) 0.0032(9) -0.002(1) C13 0.034(1) 0.029(1) 0.042(1) 0.002(1) 0.001(1) 0.005(1) C14 0.039(1) 0.028(1) 0.045(1) -0.006(1) 0.007(1) 0.007(1) C15 0.028(1) 0.046(2) 0.051(1) -0.007(1) 0.004(1) 0.001(1) C16 0.026(1) 0.043(2) 0.042(1) 0.004(1) 0.000(1) 0.005(1) C17 0.032(1) 0.029(1) 0.030(1) 0.0022(10) 0.0019(10) 0.000(1) C18 0.031(1) 0.037(1) 0.034(1) -0.001(1) 0.001(1) 0.006(1) #------------------------------------------------------------------------------ _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 SI1 C7 1.894(3) . . yes SI1 C8 1.851(4) . . yes SI1 C9 1.860(4) . . yes SI1 C10 1.850(3) . . yes O1 C11 1.197(3) . . yes O2 C18 1.211(3) . . yes N1 C7 1.452(3) . . yes N1 C11 1.396(3) . . yes N1 C18 1.405(3) . . yes C1 C2 1.334(4) . . yes C2 C3 1.513(3) . . yes C2 C6 1.479(3) . . yes C3 C4 1.518(4) . . yes C4 C5 1.527(4) . . yes C5 C6 1.506(4) . . yes C6 C7 1.340(3) . . yes C11 C12 1.498(4) . . yes C12 C13 1.351(3) . . yes C12 C17 1.393(4) . . yes C13 C14 1.400(4) . . yes C14 C15 1.387(4) . . yes C15 C16 1.393(4) . . yes C16 C17 1.376(4) . . yes C17 C18 1.486(4) . . yes C1 H1 0.950 . . no C1 H2 0.950 . . no C3 H3 0.950 . . no C3 H4 0.950 . . no C4 H5 0.950 . . no C4 H6 0.950 . . no C5 H7 0.950 . . no C5 H8 0.950 . . no C8 H9 0.950 . . no C8 H10 0.950 . . no C8 H11 0.950 . . no C9 H12 0.950 . . no C9 H13 0.950 . . no C9 H14 0.950 . . no C10 H15 0.950 . . no C10 H16 0.950 . . no C10 H17 0.950 . . no C13 H18 0.950 . . no C14 H19 0.950 . . no C15 H20 0.950 . . no C16 H21 0.950 . . 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 C7 SI1 C8 106.5(1) . . . ? C7 SI1 C9 109.8(1) . . . ? C7 SI1 C10 110.9(1) . . . ? C8 SI1 C9 109.0(2) . . . ? C8 SI1 C10 110.2(2) . . . ? C9 SI1 C10 110.4(2) . . . ? C7 N1 C11 123.1(2) . . . ? C7 N1 C18 124.9(2) . . . ? C11 N1 C18 111.8(2) . . . ? C1 C2 C3 122.6(2) . . . ? C1 C2 C6 130.1(2) . . . ? C3 C2 C6 107.1(2) . . . ? C2 C3 C4 103.8(2) . . . ? C3 C4 C5 101.9(2) . . . ? C4 C5 C6 105.0(2) . . . ? C2 C6 C5 106.9(2) . . . ? C2 C6 C7 130.2(2) . . . ? C5 C6 C7 122.8(2) . . . ? SI1 C7 N1 115.3(2) . . . ? SI1 C7 C6 125.7(2) . . . ? N1 C7 C6 119.0(2) . . . ? O1 C11 N1 125.5(2) . . . ? O1 C11 C12 128.4(2) . . . ? N1 C11 C12 106.1(2) . . . ? C11 C12 C13 130.2(2) . . . ? C11 C12 C17 107.5(2) . . . ? C13 C12 C17 122.2(2) . . . ? C12 C13 C14 117.8(2) . . . ? C13 C14 C15 120.7(2) . . . ? C14 C15 C16 120.7(2) . . . ? C15 C16 C17 118.0(2) . . . ? C12 C17 C16 120.6(2) . . . ? C12 C17 C18 108.7(2) . . . ? C16 C17 C18 130.8(2) . . . ? O2 C18 N1 125.4(2) . . . ? O2 C18 C17 128.9(3) . . . ? N1 C18 C17 105.7(2) . . . ? C2 C1 H1 120.003 . . . no C2 C1 H2 119.987 . . . no H1 C1 H2 120.010 . . . no C2 C3 H3 110.881 . . . no C2 C3 H4 110.880 . . . no C4 C3 H3 110.885 . . . no C4 C3 H4 110.887 . . . no H3 C3 H4 109.460 . . . no C3 C4 H5 111.326 . . . no C3 C4 H6 111.324 . . . no C5 C4 H5 111.325 . . . no C5 C4 H6 111.320 . . . no H5 C4 H6 109.465 . . . no C4 C5 H7 110.570 . . . no C4 C5 H8 110.580 . . . no C6 C5 H7 110.570 . . . no C6 C5 H8 110.581 . . . no H7 C5 H8 109.456 . . . no SI1 C8 H9 109.465 . . . no SI1 C8 H10 109.466 . . . no SI1 C8 H11 109.458 . . . no H9 C8 H10 109.487 . . . no H9 C8 H11 109.474 . . . no H10 C8 H11 109.476 . . . no SI1 C9 H12 109.469 . . . no SI1 C9 H13 109.461 . . . no SI1 C9 H14 109.474 . . . no H12 C9 H13 109.466 . . . no H12 C9 H14 109.485 . . . no H13 C9 H14 109.473 . . . no SI1 C10 H15 109.468 . . . no SI1 C10 H16 109.467 . . . no SI1 C10 H17 109.471 . . . no H15 C10 H16 109.470 . . . no H15 C10 H17 109.477 . . . no H16 C10 H17 109.474 . . . no C12 C13 H18 121.113 . . . no C14 C13 H18 121.116 . . . no C13 C14 H19 119.636 . . . no C15 C14 H19 119.626 . . . no C14 C15 H20 119.657 . . . no C16 C15 H20 119.655 . . . no C15 C16 H21 121.009 . . . no C17 C16 H21 121.012 . . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag SI1 C7 N1 C11 -84.7(2) 1_555 1_555 1_555 1_555 yes SI1 C7 N1 C18 89.5(2) 1_555 1_555 1_555 1_555 yes SI1 C7 C6 C2 -179.7(2) 1_555 1_555 1_555 1_555 yes SI1 C7 C6 C5 -0.8(4) 1_555 1_555 1_555 1_555 yes O1 C11 N1 C7 0.8(4) 1_555 1_555 1_555 1_555 yes O1 C11 N1 C18 -174.1(3) 1_555 1_555 1_555 1_555 yes O1 C11 C12 C13 -4.3(5) 1_555 1_555 1_555 1_555 yes O1 C11 C12 C17 176.2(3) 1_555 1_555 1_555 1_555 yes O2 C18 N1 C7 1.8(4) 1_555 1_555 1_555 1_555 yes O2 C18 N1 C11 176.6(2) 1_555 1_555 1_555 1_555 yes O2 C18 C17 C12 -178.9(2) 1_555 1_555 1_555 1_555 yes O2 C18 C17 C16 0.6(5) 1_555 1_555 1_555 1_555 yes N1 C7 SI1 C8 -6.1(2) 1_555 1_555 1_555 1_555 yes N1 C7 SI1 C9 111.8(2) 1_555 1_555 1_555 1_555 yes N1 C7 SI1 C10 -125.9(2) 1_555 1_555 1_555 1_555 yes N1 C7 C6 C2 -0.3(4) 1_555 1_555 1_555 1_555 yes N1 C7 C6 C5 178.6(2) 1_555 1_555 1_555 1_555 yes N1 C11 C12 C13 176.3(2) 1_555 1_555 1_555 1_555 yes N1 C11 C12 C17 -3.2(3) 1_555 1_555 1_555 1_555 yes N1 C18 C17 C12 3.1(3) 1_555 1_555 1_555 1_555 yes N1 C18 C17 C16 -177.4(3) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 -147.5(3) 1_555 1_555 1_555 1_555 yes C1 C2 C6 C5 169.4(3) 1_555 1_555 1_555 1_555 yes C1 C2 C6 C7 -11.5(5) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 -38.3(3) 1_555 1_555 1_555 1_555 yes C2 C6 C5 C4 -19.5(3) 1_555 1_555 1_555 1_555 yes C3 C2 C6 C5 -4.8(3) 1_555 1_555 1_555 1_555 yes C3 C2 C6 C7 174.2(3) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 35.7(3) 1_555 1_555 1_555 1_555 yes C4 C3 C2 C6 27.2(3) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 161.4(2) 1_555 1_555 1_555 1_555 yes C6 C7 SI1 C8 173.4(3) 1_555 1_555 1_555 1_555 yes C6 C7 SI1 C9 -68.7(3) 1_555 1_555 1_555 1_555 yes C6 C7 SI1 C10 53.5(3) 1_555 1_555 1_555 1_555 yes C6 C7 N1 C11 95.8(3) 1_555 1_555 1_555 1_555 yes C6 C7 N1 C18 -90.0(3) 1_555 1_555 1_555 1_555 yes C7 N1 C11 C12 -179.8(2) 1_555 1_555 1_555 1_555 yes C7 N1 C18 C17 179.9(2) 1_555 1_555 1_555 1_555 yes C11 N1 C18 C17 -5.3(3) 1_555 1_555 1_555 1_555 yes C11 C12 C13 C14 -178.7(3) 1_555 1_555 1_555 1_555 yes C11 C12 C17 C16 -179.5(2) 1_555 1_555 1_555 1_555 yes C11 C12 C17 C18 0.0(3) 1_555 1_555 1_555 1_555 yes C12 C11 N1 C18 5.3(3) 1_555 1_555 1_555 1_555 yes C12 C13 C14 C15 -1.2(4) 1_555 1_555 1_555 1_555 yes C12 C17 C16 C15 -1.9(4) 1_555 1_555 1_555 1_555 yes C13 C12 C17 C16 1.0(4) 1_555 1_555 1_555 1_555 yes C13 C12 C17 C18 -179.4(2) 1_555 1_555 1_555 1_555 yes C13 C14 C15 C16 0.3(4) 1_555 1_555 1_555 1_555 yes C14 C13 C12 C17 0.6(4) 1_555 1_555 1_555 1_555 yes C14 C15 C16 C17 1.3(4) 1_555 1_555 1_555 1_555 yes C15 C16 C17 C18 178.6(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 C15 3.177(4) . 1_655 ? O1 C16 3.272(3) . 1_655 ? O2 C1 3.377(3) . 4_655 ? O2 C4 3.569(3) . 1_455 ? #------------------------------------------------------------------------------ # Attachment '21a.cif' data_Vincent_Gandon_VGAD53F1_at _database_code_depnum_ccdc_archive 'CCDC 664318' _audit_creation_date 'Wed Sep 19 11:14:10 2007' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C25.50 H25 N O ' _chemical_formula_moiety ? _chemical_formula_weight 361.48 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? #------------------------------------------------------------------------------ loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 9.437(2) _cell_length_b 9.472(2) _cell_length_c 25.437(6) _cell_angle_alpha 81.578(3) _cell_angle_beta 84.642(3) _cell_angle_gamma 62.402(3) _cell_volume 1992.6(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2540 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 23.5 _cell_measurement_temperature 154.2 #------------------------------------------------------------------------------ _exptl_crystal_description blocklike _exptl_crystal_colour colorless _exptl_crystal_size_max 0.225 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.045 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772.00 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_min 0.917 _exptl_absorpt_correction_T_max 0.997 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13954 _diffrn_reflns_av_R_equivalents 0.021 _diffrn_reflns_theta_max 24.71 _diffrn_measured_fraction_theta_max 0.9728 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.9728 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.5 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6576 _reflns_number_gt 3647 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.0402 _refine_ls_R_factor_all 0.1014 _refine_ls_wR_factor_all 0.0488 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3647 _refine_ls_number_parameters 496 _refine_ls_goodness_of_fit_ref 1.507 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_shift/su_max 0.0003 _refine_diff_density_max 0.16 _refine_diff_density_min -0.19 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-AXS SMART v5.054' _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_structure_solution SIR97 _computing_structure_refinement teXsan _computing_publication_material teXsan _computing_molecular_graphics ? #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.3804(2) 0.3399(2) 0.32979(7) 0.0472(6) Uani 1.00 d . . . O2 O 0.1936(2) 0.0895(2) 0.17376(7) 0.0489(6) Uani 1.00 d . . . N1 N 0.2350(2) 0.2610(2) 0.39455(8) 0.0343(6) Uani 1.00 d . . . N2 N 0.2572(2) 0.2457(2) 0.10684(8) 0.0363(7) Uani 1.00 d . . . C1 C 0.2168(3) 0.4971(3) 0.4731(1) 0.0532(10) Uani 1.00 d . . . C2 C 0.1714(3) 0.5653(3) 0.4245(1) 0.0389(8) Uani 1.00 d . . . C3 C 0.2230(3) 0.6826(3) 0.3944(1) 0.0478(9) Uani 1.00 d . . . C4 C 0.0775(3) 0.8407(3) 0.3780(1) 0.0540(10) Uani 1.00 d . . . C5 C -0.0354(3) 0.8129(3) 0.3473(1) 0.0505(9) Uani 1.00 d . . . C6 C -0.0893(3) 0.6958(3) 0.3794(1) 0.0440(9) Uani 1.00 d . . . C7 C 0.0544(3) 0.5407(3) 0.39696(9) 0.0352(8) Uani 1.00 d . . . C8 C 0.0811(3) 0.3974(3) 0.38533(9) 0.0340(8) Uani 1.00 d . . . C9 C -0.0316(3) 0.3608(3) 0.3592(1) 0.0368(8) Uani 1.00 d . . . C10 C -0.1858(3) 0.4024(3) 0.3791(1) 0.0456(9) Uani 1.00 d . . . C11 C -0.2885(3) 0.3669(3) 0.3544(1) 0.0513(10) Uani 1.00 d . . . C12 C -0.2376(4) 0.2887(3) 0.3097(1) 0.054(1) Uani 1.00 d . . . C13 C -0.0844(3) 0.2467(3) 0.2894(1) 0.0532(10) Uani 1.00 d . . . C14 C 0.0177(3) 0.2818(3) 0.3139(1) 0.0440(9) Uani 1.00 d . . . C15 C 0.3719(3) 0.2423(3) 0.3650(1) 0.0366(9) Uani 1.00 d . . . C16 C 0.5051(3) 0.0793(3) 0.38446(10) 0.0399(8) Uani 1.00 d . . . C17 C 0.4242(3) 0.0113(3) 0.42636(10) 0.0343(8) Uani 1.00 d . . . C18 C 0.4803(3) -0.1310(3) 0.4590(1) 0.0421(8) Uani 1.00 d . . . C19 C 0.3763(3) -0.1596(3) 0.4963(1) 0.0447(9) Uani 1.00 d . . . C20 C 0.2200(3) -0.0455(3) 0.5012(1) 0.0452(9) Uani 1.00 d . . . C21 C 0.1609(3) 0.0997(3) 0.4686(1) 0.0427(9) Uani 1.00 d . . . C22 C 0.2650(3) 0.1245(3) 0.43138(10) 0.0339(8) Uani 1.00 d . . . C23 C 0.0089(3) 0.2508(3) 0.0324(1) 0.056(1) Uani 1.00 d . . . C24 C -0.0530(3) 0.2998(3) 0.0790(1) 0.0418(9) Uani 1.00 d . . . C25 C -0.1659(3) 0.2490(3) 0.1114(1) 0.0495(9) Uani 1.00 d . . . C26 C -0.3217(3) 0.3934(3) 0.1233(1) 0.056(1) Uani 1.00 d . . . C27 C -0.2905(3) 0.5104(3) 0.1492(1) 0.0517(9) Uani 1.00 d . . . C28 C -0.1787(3) 0.5641(3) 0.1146(1) 0.0444(9) Uani 1.00 d . . . C29 C -0.0256(3) 0.4208(3) 0.10165(10) 0.0368(8) Uani 1.00 d . . . C30 C 0.1198(3) 0.3974(3) 0.11280(10) 0.0370(8) Uani 1.00 d . . . C31 C 0.1580(3) 0.5112(3) 0.1361(1) 0.0358(8) Uani 1.00 d . . . C32 C 0.1165(3) 0.6655(3) 0.1116(1) 0.0433(9) Uani 1.00 d . . . C33 C 0.1547(3) 0.7670(3) 0.1340(1) 0.0476(9) Uani 1.00 d . . . C34 C 0.2336(3) 0.7180(3) 0.1812(1) 0.0486(10) Uani 1.00 d . . . C35 C 0.2756(3) 0.5651(3) 0.2060(1) 0.0482(9) Uani 1.00 d . . . C36 C 0.2392(3) 0.4629(3) 0.1832(1) 0.0421(9) Uani 1.00 d . . . C37 C 0.2834(3) 0.1037(3) 0.1382(1) 0.0379(9) Uani 1.00 d . . . C38 C 0.4428(3) -0.0249(3) 0.12023(10) 0.0395(8) Uani 1.00 d . . . C39 C 0.5005(3) 0.0627(3) 0.07678(10) 0.0340(8) Uani 1.00 d . . . C40 C 0.6354(3) 0.0129(3) 0.0445(1) 0.0434(9) Uani 1.00 d . . . C41 C 0.6549(3) 0.1224(3) 0.0058(1) 0.0471(9) Uani 1.00 d . . . C42 C 0.5390(3) 0.2793(3) -0.0006(1) 0.0468(9) Uani 1.00 d . . . C43 C 0.3999(3) 0.3330(3) 0.0316(1) 0.0440(9) Uani 1.00 d . . . C44 C 0.3852(3) 0.2218(3) 0.07019(10) 0.0350(8) Uani 1.00 d . . . C45 C 0.5516(4) -0.1424(4) 0.2652(1) 0.051(1) Uani 1.00 d . . . C46 C 0.7039(4) -0.2604(3) 0.2536(1) 0.054(1) Uani 1.00 d . . . C47 C 0.8160(4) -0.2195(4) 0.2282(1) 0.064(1) Uani 1.00 d . . . C48 C 0.7806(4) -0.0608(5) 0.2138(1) 0.072(1) Uani 1.00 d . . . C49 C 0.6327(5) 0.0554(4) 0.2246(1) 0.065(1) Uani 1.00 d . . . C50 C 0.5196(3) 0.0143(4) 0.2501(1) 0.0546(10) Uani 1.00 d . . . C51 C 0.4272(4) -0.1819(5) 0.2930(1) 0.092(1) Uani 1.00 d . . . H1 H 0.2921 0.5154 0.4896 0.0639 Uiso 1.00 calc . . . H2 H 0.1744 0.4297 0.4915 0.0639 Uiso 1.00 calc . . . H3 H 0.2874 0.7012 0.4164 0.0574 Uiso 1.00 calc . . . H4 H 0.2834 0.6396 0.3636 0.0574 Uiso 1.00 calc . . . H5 H 0.0231 0.8888 0.4089 0.0648 Uiso 1.00 calc . . . H6 H 0.1118 0.9102 0.3562 0.0648 Uiso 1.00 calc . . . H7 H -0.1269 0.9125 0.3388 0.0607 Uiso 1.00 calc . . . H8 H 0.0176 0.7703 0.3154 0.0607 Uiso 1.00 calc . . . H9 H -0.1505 0.7418 0.4098 0.0529 Uiso 1.00 calc . . . H10 H -0.1531 0.6749 0.3579 0.0529 Uiso 1.00 calc . . . H11 H -0.2218 0.4560 0.4101 0.0547 Uiso 1.00 calc . . . H12 H -0.3941 0.3968 0.3683 0.0616 Uiso 1.00 calc . . . H13 H -0.3075 0.2635 0.2929 0.0647 Uiso 1.00 calc . . . H14 H -0.0492 0.1934 0.2584 0.0638 Uiso 1.00 calc . . . H15 H 0.1231 0.2516 0.2996 0.0528 Uiso 1.00 calc . . . H16 H 0.5477 0.0136 0.3564 0.0479 Uiso 1.00 calc . . . H17 H 0.5883 0.0899 0.3990 0.0479 Uiso 1.00 calc . . . H18 H 0.5890 -0.2091 0.4562 0.0505 Uiso 1.00 calc . . . H19 H 0.4137 -0.2588 0.5186 0.0536 Uiso 1.00 calc . . . H20 H 0.1510 -0.0663 0.5272 0.0542 Uiso 1.00 calc . . . H21 H 0.0528 0.1787 0.4719 0.0512 Uiso 1.00 calc . . . H22 H 0.0734 0.2931 0.0122 0.0666 Uiso 1.00 calc . . . H23 H -0.0111 0.1732 0.0191 0.0666 Uiso 1.00 calc . . . H24 H -0.1877 0.1827 0.0922 0.0594 Uiso 1.00 calc . . . H25 H -0.1177 0.1902 0.1439 0.0594 Uiso 1.00 calc . . . H26 H -0.3755 0.4458 0.0910 0.0672 Uiso 1.00 calc . . . H27 H -0.3869 0.3586 0.1467 0.0672 Uiso 1.00 calc . . . H28 H -0.3894 0.6019 0.1546 0.0620 Uiso 1.00 calc . . . H29 H -0.2429 0.4598 0.1825 0.0620 Uiso 1.00 calc . . . H30 H -0.2300 0.6232 0.0825 0.0533 Uiso 1.00 calc . . . H31 H -0.1551 0.6302 0.1332 0.0533 Uiso 1.00 calc . . . H32 H 0.0613 0.7014 0.0792 0.0519 Uiso 1.00 calc . . . H33 H 0.1262 0.8721 0.1167 0.0571 Uiso 1.00 calc . . . H34 H 0.2589 0.7888 0.1965 0.0583 Uiso 1.00 calc . . . H35 H 0.3294 0.5302 0.2387 0.0578 Uiso 1.00 calc . . . H36 H 0.2704 0.3571 0.2002 0.0505 Uiso 1.00 calc . . . H37 H 0.5153 -0.0706 0.1486 0.0473 Uiso 1.00 calc . . . H38 H 0.4298 -0.1070 0.1071 0.0473 Uiso 1.00 calc . . . H39 H 0.7150 -0.0958 0.0487 0.0521 Uiso 1.00 calc . . . H40 H 0.7487 0.0888 -0.0164 0.0566 Uiso 1.00 calc . . . H41 H 0.5538 0.3528 -0.0274 0.0561 Uiso 1.00 calc . . . H42 H 0.3192 0.4412 0.0270 0.0528 Uiso 1.00 calc . . . H43 H 0.7302 -0.3703 0.2634 0.0645 Uiso 1.00 calc . . . H44 H 0.9195 -0.3014 0.2203 0.0773 Uiso 1.00 calc . . . H45 H 0.8597 -0.0333 0.1965 0.0861 Uiso 1.00 calc . . . H46 H 0.6069 0.1650 0.2145 0.0786 Uiso 1.00 calc . . . H47 H 0.4162 0.0971 0.2575 0.0655 Uiso 1.00 calc . . . H48 H 0.4556 -0.2912 0.2907 0.1105 Uiso 1.00 calc . . . H49 H 0.4188 -0.1648 0.3292 0.1105 Uiso 1.00 calc . . . H50 H 0.3274 -0.1153 0.2767 0.1105 Uiso 1.00 calc . . . 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 O1 0.043(1) 0.051(1) 0.045(1) -0.0233(10) 0.0037(9) 0.003(1) O2 0.055(1) 0.039(1) 0.048(1) -0.022(1) 0.007(1) 0.0010(9) N1 0.027(1) 0.034(1) 0.039(1) -0.013(1) -0.001(1) -0.001(1) N2 0.040(1) 0.026(1) 0.040(1) -0.013(1) 0.000(1) -0.002(1) C1 0.053(2) 0.057(2) 0.053(2) -0.027(2) -0.009(2) -0.005(2) C2 0.037(2) 0.040(2) 0.038(2) -0.015(1) -0.001(1) -0.007(1) C3 0.051(2) 0.052(2) 0.050(2) -0.031(2) -0.001(1) -0.008(2) C4 0.059(2) 0.045(2) 0.063(2) -0.028(2) 0.009(2) -0.009(2) C5 0.047(2) 0.039(2) 0.058(2) -0.016(2) -0.001(2) 0.004(1) C6 0.039(2) 0.041(2) 0.049(2) -0.017(2) -0.001(1) -0.004(1) C7 0.032(2) 0.038(2) 0.033(2) -0.015(1) 0.002(1) -0.001(1) C8 0.029(2) 0.036(2) 0.035(2) -0.014(1) -0.001(1) 0.000(1) C9 0.034(2) 0.034(2) 0.041(2) -0.015(1) -0.005(1) 0.004(1) C10 0.038(2) 0.053(2) 0.048(2) -0.024(2) -0.001(1) -0.004(1) C11 0.040(2) 0.060(2) 0.061(2) -0.032(2) -0.007(2) 0.005(2) C12 0.057(2) 0.050(2) 0.063(2) -0.031(2) -0.019(2) -0.000(2) C13 0.058(2) 0.047(2) 0.055(2) -0.021(2) -0.013(2) -0.010(2) C14 0.036(2) 0.043(2) 0.051(2) -0.015(1) -0.003(1) -0.007(2) C15 0.034(2) 0.043(2) 0.037(2) -0.021(2) -0.001(1) -0.005(1) C16 0.030(1) 0.045(2) 0.043(2) -0.014(1) -0.004(1) -0.008(1) C17 0.035(2) 0.035(2) 0.032(2) -0.014(1) -0.005(1) -0.005(1) C18 0.036(2) 0.042(2) 0.042(2) -0.012(1) -0.006(1) -0.004(1) C19 0.052(2) 0.039(2) 0.042(2) -0.020(2) -0.009(2) 0.001(1) C20 0.048(2) 0.048(2) 0.042(2) -0.026(2) 0.002(1) -0.001(2) C21 0.035(2) 0.040(2) 0.050(2) -0.016(1) 0.000(1) -0.004(1) C22 0.034(2) 0.033(2) 0.038(2) -0.017(1) -0.005(1) -0.003(1) C23 0.064(2) 0.055(2) 0.056(2) -0.032(2) -0.007(2) -0.010(2) C24 0.045(2) 0.037(2) 0.042(2) -0.017(1) -0.010(1) 0.000(1) C25 0.059(2) 0.044(2) 0.053(2) -0.031(2) -0.013(2) 0.002(1) C26 0.052(2) 0.054(2) 0.064(2) -0.029(2) -0.005(2) 0.007(2) C27 0.045(2) 0.042(2) 0.061(2) -0.014(2) -0.004(2) -0.000(2) C28 0.045(2) 0.039(2) 0.048(2) -0.018(2) -0.009(1) 0.001(1) C29 0.043(2) 0.030(2) 0.036(2) -0.016(1) -0.004(1) 0.002(1) C30 0.041(2) 0.028(2) 0.036(2) -0.013(1) -0.003(1) 0.003(1) C31 0.034(1) 0.030(2) 0.041(2) -0.014(1) -0.002(1) -0.001(1) C32 0.051(2) 0.035(2) 0.045(2) -0.021(1) -0.006(1) 0.001(1) C33 0.057(2) 0.034(2) 0.055(2) -0.025(2) 0.001(2) 0.001(2) C34 0.052(2) 0.047(2) 0.056(2) -0.029(2) 0.000(2) -0.012(2) C35 0.052(2) 0.049(2) 0.048(2) -0.026(2) -0.009(1) -0.004(2) C36 0.043(2) 0.032(2) 0.049(2) -0.016(1) -0.005(1) 0.001(1) C37 0.046(2) 0.032(2) 0.039(2) -0.020(2) -0.005(1) -0.004(1) C38 0.048(2) 0.029(2) 0.039(2) -0.015(1) -0.006(1) -0.003(1) C39 0.040(2) 0.028(2) 0.033(2) -0.014(1) -0.006(1) -0.005(1) C40 0.046(2) 0.035(2) 0.045(2) -0.014(1) -0.004(1) -0.006(1) C41 0.046(2) 0.048(2) 0.046(2) -0.020(2) 0.000(1) -0.004(2) C42 0.049(2) 0.047(2) 0.045(2) -0.025(2) -0.003(2) 0.003(1) C43 0.046(2) 0.035(2) 0.049(2) -0.019(2) -0.007(1) 0.003(1) C44 0.042(2) 0.034(2) 0.033(2) -0.020(2) -0.003(1) -0.006(1) C45 0.062(2) 0.065(2) 0.032(2) -0.035(2) -0.001(2) -0.004(2) C46 0.068(2) 0.046(2) 0.042(2) -0.019(2) -0.008(2) -0.007(1) C47 0.058(2) 0.063(2) 0.058(2) -0.015(2) 0.005(2) -0.016(2) C48 0.076(3) 0.090(3) 0.061(2) -0.050(2) 0.005(2) -0.005(2) C49 0.094(3) 0.053(2) 0.050(2) -0.034(2) -0.008(2) -0.002(2) C50 0.058(2) 0.051(2) 0.038(2) -0.012(2) -0.002(2) -0.004(2) C51 0.100(3) 0.145(3) 0.063(2) -0.085(3) 0.001(2) -0.006(2) #------------------------------------------------------------------------------ _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 C15 1.216(3) . . yes O2 C37 1.218(3) . . yes N1 C8 1.439(3) . . yes N1 C15 1.382(3) . . yes N1 C22 1.409(3) . . yes N2 C30 1.439(3) . . yes N2 C37 1.385(3) . . yes N2 C44 1.407(3) . . yes C1 C2 1.317(3) . . yes C2 C3 1.497(3) . . yes C2 C7 1.481(3) . . yes C3 C4 1.524(4) . . yes C4 C5 1.513(3) . . yes C5 C6 1.528(3) . . yes C6 C7 1.508(3) . . yes C7 C8 1.334(3) . . yes C8 C9 1.495(3) . . yes C9 C10 1.386(3) . . yes C9 C14 1.391(3) . . yes C10 C11 1.388(3) . . yes C11 C12 1.372(4) . . yes C12 C13 1.380(4) . . yes C13 C14 1.376(3) . . yes C15 C16 1.518(3) . . yes C16 C17 1.495(3) . . yes C17 C18 1.371(3) . . yes C17 C22 1.391(3) . . yes C18 C19 1.391(3) . . yes C19 C20 1.374(3) . . yes C20 C21 1.390(3) . . yes C21 C22 1.375(3) . . yes C23 C24 1.319(3) . . yes C24 C25 1.497(3) . . yes C24 C29 1.487(3) . . yes C25 C26 1.517(4) . . yes C26 C27 1.516(4) . . yes C27 C28 1.530(3) . . yes C28 C29 1.504(3) . . yes C29 C30 1.336(3) . . yes C30 C31 1.493(3) . . yes C31 C32 1.387(3) . . yes C31 C36 1.387(3) . . yes C32 C33 1.378(3) . . yes C33 C34 1.376(3) . . yes C34 C35 1.379(3) . . yes C35 C36 1.378(3) . . yes C37 C38 1.514(3) . . yes C38 C39 1.498(3) . . yes C39 C40 1.370(3) . . yes C39 C44 1.387(3) . . yes C40 C41 1.387(3) . . yes C41 C42 1.374(3) . . yes C42 C43 1.398(3) . . yes C43 C44 1.379(3) . . yes C45 C46 1.390(4) . . yes C45 C50 1.372(4) . . yes C45 C51 1.480(4) . . yes C46 C47 1.366(4) . . yes C47 C48 1.379(4) . . yes C48 C49 1.352(4) . . yes C49 C50 1.377(4) . . yes C1 H1 0.950 . . no C1 H2 0.950 . . no C3 H3 0.950 . . no C3 H4 0.950 . . no C4 H5 0.950 . . no C4 H6 0.950 . . no C5 H7 0.950 . . no C5 H8 0.950 . . no C6 H9 0.950 . . no C6 H10 0.950 . . no C10 H11 0.950 . . no C11 H12 0.950 . . no C12 H13 0.950 . . no C13 H14 0.950 . . no C14 H15 0.950 . . no C16 H16 0.950 . . no C16 H17 0.950 . . no C18 H18 0.950 . . no C19 H19 0.950 . . no C20 H20 0.950 . . no C21 H21 0.950 . . no C23 H22 0.950 . . no C23 H23 0.950 . . no C25 H24 0.950 . . no C25 H25 0.950 . . no C26 H26 0.950 . . no C26 H27 0.950 . . no C27 H28 0.950 . . no C27 H29 0.950 . . no C28 H30 0.950 . . no C28 H31 0.950 . . no C32 H32 0.950 . . no C33 H33 0.950 . . no C34 H34 0.950 . . no C35 H35 0.950 . . no C36 H36 0.950 . . no C38 H37 0.950 . . no C38 H38 0.950 . . no C40 H39 0.950 . . no C41 H40 0.950 . . no C42 H41 0.950 . . no C43 H42 0.950 . . no C46 H43 0.950 . . no C47 H44 0.950 . . no C48 H45 0.950 . . no C49 H46 0.950 . . no C50 H47 0.950 . . no C51 H48 0.950 . . no C51 H49 0.950 . . no C51 H50 0.950 . . 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 C8 N1 C15 123.5(2) . . . ? C8 N1 C22 125.4(2) . . . ? C15 N1 C22 110.9(2) . . . ? C30 N2 C37 124.0(2) . . . ? C30 N2 C44 125.1(2) . . . ? C37 N2 C44 110.8(2) . . . ? C1 C2 C3 123.2(2) . . . ? C1 C2 C7 122.1(2) . . . ? C3 C2 C7 114.6(2) . . . ? C2 C3 C4 110.2(2) . . . ? C3 C4 C5 110.6(2) . . . ? C4 C5 C6 111.8(2) . . . ? C5 C6 C7 110.0(2) . . . ? C2 C7 C6 112.7(2) . . . ? C2 C7 C8 123.0(2) . . . ? C6 C7 C8 124.1(2) . . . ? N1 C8 C7 120.0(2) . . . ? N1 C8 C9 113.2(2) . . . ? C7 C8 C9 126.6(2) . . . ? C8 C9 C10 121.8(2) . . . ? C8 C9 C14 120.1(2) . . . ? C10 C9 C14 118.2(2) . . . ? C9 C10 C11 120.9(2) . . . ? C10 C11 C12 120.1(2) . . . ? C11 C12 C13 119.6(2) . . . ? C12 C13 C14 120.5(3) . . . ? C9 C14 C13 120.8(2) . . . ? O1 C15 N1 125.2(2) . . . ? O1 C15 C16 127.4(2) . . . ? N1 C15 C16 107.4(2) . . . ? C15 C16 C17 103.7(2) . . . ? C16 C17 C18 132.0(2) . . . ? C16 C17 C22 108.4(2) . . . ? C18 C17 C22 119.5(2) . . . ? C17 C18 C19 119.2(2) . . . ? C18 C19 C20 120.5(2) . . . ? C19 C20 C21 121.2(2) . . . ? C20 C21 C22 117.4(2) . . . ? N1 C22 C17 109.6(2) . . . ? N1 C22 C21 128.1(2) . . . ? C17 C22 C21 122.2(2) . . . ? C23 C24 C25 123.4(2) . . . ? C23 C24 C29 122.2(2) . . . ? C25 C24 C29 114.2(2) . . . ? C24 C25 C26 110.9(2) . . . ? C25 C26 C27 110.7(2) . . . ? C26 C27 C28 111.6(2) . . . ? C27 C28 C29 110.3(2) . . . ? C24 C29 C28 112.8(2) . . . ? C24 C29 C30 122.8(2) . . . ? C28 C29 C30 124.2(2) . . . ? N2 C30 C29 120.2(2) . . . ? N2 C30 C31 113.2(2) . . . ? C29 C30 C31 126.4(2) . . . ? C30 C31 C32 122.1(2) . . . ? C30 C31 C36 119.9(2) . . . ? C32 C31 C36 118.0(2) . . . ? C31 C32 C33 120.6(2) . . . ? C32 C33 C34 120.7(2) . . . ? C33 C34 C35 119.4(2) . . . ? C34 C35 C36 119.8(2) . . . ? C31 C36 C35 121.5(2) . . . ? O2 C37 N2 125.1(2) . . . ? O2 C37 C38 127.7(2) . . . ? N2 C37 C38 107.2(2) . . . ? C37 C38 C39 103.9(2) . . . ? C38 C39 C40 132.3(2) . . . ? C38 C39 C44 108.1(2) . . . ? C40 C39 C44 119.5(2) . . . ? C39 C40 C41 119.6(2) . . . ? C40 C41 C42 120.2(2) . . . ? C41 C42 C43 121.4(2) . . . ? C42 C43 C44 117.0(2) . . . ? N2 C44 C39 110.0(2) . . . ? N2 C44 C43 127.7(2) . . . ? C39 C44 C43 122.3(2) . . . ? C46 C45 C50 117.5(3) . . . ? C46 C45 C51 122.0(3) . . . ? C50 C45 C51 120.5(3) . . . ? C45 C46 C47 120.5(3) . . . ? C46 C47 C48 120.8(3) . . . ? C47 C48 C49 119.5(3) . . . ? C48 C49 C50 119.8(3) . . . ? C45 C50 C49 122.0(3) . . . ? C2 C1 H1 120.001 . . . no C2 C1 H2 119.999 . . . no H1 C1 H2 119.999 . . . no C2 C3 H3 109.287 . . . no C2 C3 H4 109.286 . . . no C4 C3 H3 109.286 . . . no C4 C3 H4 109.287 . . . no H3 C3 H4 109.459 . . . no C3 C4 H5 109.197 . . . no C3 C4 H6 109.195 . . . no C5 C4 H5 109.192 . . . no C5 C4 H6 109.189 . . . no H5 C4 H6 109.460 . . . no C4 C5 H7 108.900 . . . no C4 C5 H8 108.898 . . . no C6 C5 H7 108.895 . . . no C6 C5 H8 108.892 . . . no H7 C5 H8 109.462 . . . no C5 C6 H9 109.345 . . . no C5 C6 H10 109.346 . . . no C7 C6 H9 109.346 . . . no C7 C6 H10 109.346 . . . no H9 C6 H10 109.459 . . . no C9 C10 H11 119.556 . . . no C11 C10 H11 119.557 . . . no C10 C11 H12 119.934 . . . no C12 C11 H12 119.936 . . . no C11 C12 H13 120.206 . . . no C13 C12 H13 120.208 . . . no C12 C13 H14 119.773 . . . no C14 C13 H14 119.777 . . . no C9 C14 H15 119.604 . . . no C13 C14 H15 119.605 . . . no C15 C16 H16 110.904 . . . no C15 C16 H17 110.907 . . . no C17 C16 H16 110.901 . . . no C17 C16 H17 110.902 . . . no H16 C16 H17 109.461 . . . no C17 C18 H18 120.396 . . . no C19 C18 H18 120.395 . . . no C18 C19 H19 119.753 . . . no C20 C19 H19 119.753 . . . no C19 C20 H20 119.401 . . . no C21 C20 H20 119.405 . . . no C20 C21 H21 121.320 . . . no C22 C21 H21 121.319 . . . no C24 C23 H22 120.000 . . . no C24 C23 H23 119.998 . . . no H22 C23 H23 120.002 . . . no C24 C25 H24 109.112 . . . no C24 C25 H25 109.112 . . . no C26 C25 H24 109.113 . . . no C26 C25 H25 109.114 . . . no H24 C25 H25 109.463 . . . no C25 C26 H26 109.152 . . . no C25 C26 H27 109.151 . . . no C27 C26 H26 109.156 . . . no C27 C26 H27 109.158 . . . no H26 C26 H27 109.461 . . . no C26 C27 H28 108.951 . . . no C26 C27 H29 108.950 . . . no C28 C27 H28 108.953 . . . no C28 C27 H29 108.953 . . . no H28 C27 H29 109.460 . . . no C27 C28 H30 109.259 . . . no C27 C28 H31 109.258 . . . no C29 C28 H30 109.259 . . . no C29 C28 H31 109.258 . . . no H30 C28 H31 109.462 . . . no C31 C32 H32 119.698 . . . no C33 C32 H32 119.696 . . . no C32 C33 H33 119.641 . . . no C34 C33 H33 119.639 . . . no C33 C34 H34 120.310 . . . no C35 C34 H34 120.315 . . . no C34 C35 H35 120.076 . . . no C36 C35 H35 120.079 . . . no C31 C36 H36 119.275 . . . no C35 C36 H36 119.272 . . . no C37 C38 H37 110.844 . . . no C37 C38 H38 110.841 . . . no C39 C38 H37 110.840 . . . no C39 C38 H38 110.836 . . . no H37 C38 H38 109.460 . . . no C39 C40 H39 120.225 . . . no C41 C40 H39 120.222 . . . no C40 C41 H40 119.879 . . . no C42 C41 H40 119.878 . . . no C41 C42 H41 119.313 . . . no C43 C42 H41 119.314 . . . no C42 C43 H42 121.524 . . . no C44 C43 H42 121.522 . . . no C45 C46 H43 119.772 . . . no C47 C46 H43 119.773 . . . no C46 C47 H44 119.633 . . . no C48 C47 H44 119.617 . . . no C47 C48 H45 120.241 . . . no C49 C48 H45 120.236 . . . no C48 C49 H46 120.125 . . . no C50 C49 H46 120.121 . . . no C45 C50 H47 118.988 . . . no C49 C50 H47 118.969 . . . no C45 C51 H48 109.486 . . . no C45 C51 H49 109.489 . . . no C45 C51 H50 109.489 . . . no H48 C51 H49 109.454 . . . no H48 C51 H50 109.453 . . . no H49 C51 H50 109.456 . . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C15 N1 C8 3.2(4) 1_555 1_555 1_555 1_555 yes O1 C15 N1 C22 178.8(2) 1_555 1_555 1_555 1_555 yes O1 C15 C16 C17 -178.0(2) 1_555 1_555 1_555 1_555 yes O2 C37 N2 C30 0.9(4) 1_555 1_555 1_555 1_555 yes O2 C37 N2 C44 178.7(2) 1_555 1_555 1_555 1_555 yes O2 C37 C38 C39 -178.1(2) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C2 -6.5(4) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C6 167.7(2) 1_555 1_555 1_555 1_555 yes N1 C8 C9 C10 129.9(2) 1_555 1_555 1_555 1_555 yes N1 C8 C9 C14 -49.6(3) 1_555 1_555 1_555 1_555 yes N1 C15 C16 C17 1.4(2) 1_555 1_555 1_555 1_555 yes N1 C22 C17 C16 1.4(3) 1_555 1_555 1_555 1_555 yes N1 C22 C17 C18 179.2(2) 1_555 1_555 1_555 1_555 yes N1 C22 C21 C20 -179.1(2) 1_555 1_555 1_555 1_555 yes N2 C30 C29 C24 -4.8(4) 1_555 1_555 1_555 1_555 yes N2 C30 C29 C28 170.0(2) 1_555 1_555 1_555 1_555 yes N2 C30 C31 C32 126.7(2) 1_555 1_555 1_555 1_555 yes N2 C30 C31 C36 -52.5(3) 1_555 1_555 1_555 1_555 yes N2 C37 C38 C39 0.8(2) 1_555 1_555 1_555 1_555 yes N2 C44 C39 C38 1.1(3) 1_555 1_555 1_555 1_555 yes N2 C44 C39 C40 179.3(2) 1_555 1_555 1_555 1_555 yes N2 C44 C43 C42 -179.4(2) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 -122.6(3) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C6 122.9(3) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C8 -62.2(4) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 -54.5(3) 1_555 1_555 1_555 1_555 yes C2 C7 C6 C5 52.2(3) 1_555 1_555 1_555 1_555 yes C2 C7 C8 C9 178.0(2) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C6 -52.7(3) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C8 122.2(3) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 57.3(3) 1_555 1_555 1_555 1_555 yes C4 C3 C2 C7 52.9(3) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 -55.4(3) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C8 -122.6(3) 1_555 1_555 1_555 1_555 yes C6 C7 C8 C9 -7.8(4) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C15 -70.2(3) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C22 114.9(3) 1_555 1_555 1_555 1_555 yes C7 C8 C9 C10 -54.3(4) 1_555 1_555 1_555 1_555 yes C7 C8 C9 C14 126.2(3) 1_555 1_555 1_555 1_555 yes C8 N1 C15 C16 -176.2(2) 1_555 1_555 1_555 1_555 yes C8 N1 C22 C17 175.0(2) 1_555 1_555 1_555 1_555 yes C8 N1 C22 C21 -6.6(4) 1_555 1_555 1_555 1_555 yes C8 C9 C10 C11 -179.8(2) 1_555 1_555 1_555 1_555 yes C8 C9 C14 C13 179.8(2) 1_555 1_555 1_555 1_555 yes C9 C8 N1 C15 105.9(2) 1_555 1_555 1_555 1_555 yes C9 C8 N1 C22 -69.0(3) 1_555 1_555 1_555 1_555 yes C9 C10 C11 C12 0.4(4) 1_555 1_555 1_555 1_555 yes C9 C14 C13 C12 -0.4(4) 1_555 1_555 1_555 1_555 yes C10 C9 C14 C13 0.3(4) 1_555 1_555 1_555 1_555 yes C10 C11 C12 C13 -0.5(4) 1_555 1_555 1_555 1_555 yes C11 C10 C9 C14 -0.3(4) 1_555 1_555 1_555 1_555 yes C11 C12 C13 C14 0.5(4) 1_555 1_555 1_555 1_555 yes C15 N1 C22 C17 -0.5(3) 1_555 1_555 1_555 1_555 yes C15 N1 C22 C21 177.9(2) 1_555 1_555 1_555 1_555 yes C15 C16 C17 C18 -179.1(2) 1_555 1_555 1_555 1_555 yes C15 C16 C17 C22 -1.7(2) 1_555 1_555 1_555 1_555 yes C16 C15 N1 C22 -0.6(2) 1_555 1_555 1_555 1_555 yes C16 C17 C18 C19 177.6(2) 1_555 1_555 1_555 1_555 yes C16 C17 C22 C21 -177.1(2) 1_555 1_555 1_555 1_555 yes C17 C18 C19 C20 -1.3(4) 1_555 1_555 1_555 1_555 yes C17 C22 C21 C20 -0.9(4) 1_555 1_555 1_555 1_555 yes C18 C17 C22 C21 0.7(4) 1_555 1_555 1_555 1_555 yes C18 C19 C20 C21 1.1(4) 1_555 1_555 1_555 1_555 yes C19 C18 C17 C22 0.4(4) 1_555 1_555 1_555 1_555 yes C19 C20 C21 C22 0.0(4) 1_555 1_555 1_555 1_555 yes C23 C24 C25 C26 -123.1(3) 1_555 1_555 1_555 1_555 yes C23 C24 C29 C28 123.5(3) 1_555 1_555 1_555 1_555 yes C23 C24 C29 C30 -61.1(4) 1_555 1_555 1_555 1_555 yes C24 C25 C26 C27 -54.3(3) 1_555 1_555 1_555 1_555 yes C24 C29 C28 C27 52.1(3) 1_555 1_555 1_555 1_555 yes C24 C29 C30 C31 -179.4(2) 1_555 1_555 1_555 1_555 yes C25 C24 C29 C28 -52.0(3) 1_555 1_555 1_555 1_555 yes C25 C24 C29 C30 123.3(3) 1_555 1_555 1_555 1_555 yes C25 C26 C27 C28 56.8(3) 1_555 1_555 1_555 1_555 yes C26 C25 C24 C29 52.4(3) 1_555 1_555 1_555 1_555 yes C26 C27 C28 C29 -55.2(3) 1_555 1_555 1_555 1_555 yes C27 C28 C29 C30 -123.1(3) 1_555 1_555 1_555 1_555 yes C28 C29 C30 C31 -4.6(4) 1_555 1_555 1_555 1_555 yes C29 C30 N2 C37 -67.3(3) 1_555 1_555 1_555 1_555 yes C29 C30 N2 C44 115.2(3) 1_555 1_555 1_555 1_555 yes C29 C30 C31 C32 -58.4(4) 1_555 1_555 1_555 1_555 yes C29 C30 C31 C36 122.4(3) 1_555 1_555 1_555 1_555 yes C30 N2 C37 C38 -178.1(2) 1_555 1_555 1_555 1_555 yes C30 N2 C44 C39 177.3(2) 1_555 1_555 1_555 1_555 yes C30 N2 C44 C43 -4.3(4) 1_555 1_555 1_555 1_555 yes C30 C31 C32 C33 -179.5(2) 1_555 1_555 1_555 1_555 yes C30 C31 C36 C35 -179.6(2) 1_555 1_555 1_555 1_555 yes C31 C30 N2 C37 107.9(2) 1_555 1_555 1_555 1_555 yes C31 C30 N2 C44 -69.6(3) 1_555 1_555 1_555 1_555 yes C31 C32 C33 C34 -0.5(4) 1_555 1_555 1_555 1_555 yes C31 C36 C35 C34 -1.2(4) 1_555 1_555 1_555 1_555 yes C32 C31 C36 C35 1.1(4) 1_555 1_555 1_555 1_555 yes C32 C33 C34 C35 0.4(4) 1_555 1_555 1_555 1_555 yes C33 C32 C31 C36 -0.3(4) 1_555 1_555 1_555 1_555 yes C33 C34 C35 C36 0.4(4) 1_555 1_555 1_555 1_555 yes C37 N2 C44 C39 -0.5(3) 1_555 1_555 1_555 1_555 yes C37 N2 C44 C43 177.8(2) 1_555 1_555 1_555 1_555 yes C37 C38 C39 C40 -179.1(2) 1_555 1_555 1_555 1_555 yes C37 C38 C39 C44 -1.1(2) 1_555 1_555 1_555 1_555 yes C38 C37 N2 C44 -0.2(2) 1_555 1_555 1_555 1_555 yes C38 C39 C40 C41 177.9(2) 1_555 1_555 1_555 1_555 yes C38 C39 C44 C43 -177.4(2) 1_555 1_555 1_555 1_555 yes C39 C40 C41 C42 -0.7(4) 1_555 1_555 1_555 1_555 yes C39 C44 C43 C42 -1.2(4) 1_555 1_555 1_555 1_555 yes C40 C39 C44 C43 0.9(4) 1_555 1_555 1_555 1_555 yes C40 C41 C42 C43 0.3(4) 1_555 1_555 1_555 1_555 yes C41 C40 C39 C44 0.1(4) 1_555 1_555 1_555 1_555 yes C41 C42 C43 C44 0.6(4) 1_555 1_555 1_555 1_555 yes C45 C46 C47 C48 0.4(5) 1_555 1_555 1_555 1_555 yes C45 C50 C49 C48 -0.2(5) 1_555 1_555 1_555 1_555 yes C46 C45 C50 C49 -0.1(4) 1_555 1_555 1_555 1_555 yes C46 C47 C48 C49 -0.7(5) 1_555 1_555 1_555 1_555 yes C47 C46 C45 C50 0.1(4) 1_555 1_555 1_555 1_555 yes C47 C46 C45 C51 -179.6(3) 1_555 1_555 1_555 1_555 yes C47 C48 C49 C50 0.6(5) 1_555 1_555 1_555 1_555 yes C49 C50 C45 C51 179.6(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 C11 3.372(3) . 1_655 ? O1 C12 3.405(3) . 1_655 ? O1 C35 3.479(3) . . ? O1 C50 3.595(3) . . ? O2 C34 3.340(3) . 1_545 ? O2 C50 3.524(3) . . ? O2 C33 3.536(3) . 1_545 ? C3 C51 3.524(4) . 1_565 ? C5 C47 3.564(4) . 1_465 ? C16 C50 3.539(4) . . ? C37 C50 3.539(4) . . ? C38 C50 3.555(4) . . ? #------------------------------------------------------------------------------ # Attachment '14a.cif' data_Vincent_Gandon_vgad56_at_- _database_code_depnum_ccdc_archive 'CCDC 664319' _audit_creation_date 'Wed Sep 26 16:55:58 2007' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C25 H27 N O2 Si ' _chemical_formula_moiety 'C25 H27 N O2 Si ' _chemical_formula_weight 401.58 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? #------------------------------------------------------------------------------ loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 13.559(2) _cell_length_b 10.626(1) _cell_length_c 15.443(2) _cell_angle_alpha 90 _cell_angle_beta 101.663(2) _cell_angle_gamma 90 _cell_volume 2179.2(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3124 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 25.5 _cell_measurement_temperature 160.2 #------------------------------------------------------------------------------ _exptl_crystal_description polyhedral _exptl_crystal_colour colorless _exptl_crystal_size_max 0.420 _exptl_crystal_size_mid 0.280 _exptl_crystal_size_min 0.140 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856.00 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_min 0.904 _exptl_absorpt_correction_T_max 0.982 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9889 _diffrn_reflns_av_R_equivalents 0.021 _diffrn_reflns_theta_max 25.34 _diffrn_measured_fraction_theta_max 0.9935 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.9935 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3973 _reflns_number_gt 2825 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.0509 _refine_ls_R_factor_all 0.0608 _refine_ls_wR_factor_all 0.0565 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2825 _refine_ls_number_parameters 262 _refine_ls_goodness_of_fit_ref 1.540 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.0005 _refine_diff_density_max 0.24 _refine_diff_density_min -0.18 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Si Si 0.082 0.070 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-AXS SMART v5.054' _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_structure_solution SIR97 _computing_structure_refinement teXsan _computing_publication_material teXsan _computing_molecular_graphics ? #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.76910(4) -0.01301(6) 0.52571(4) 0.0285(2) Uani 1.00 d . . . O1 O 0.9113(1) 0.3472(1) 0.51652(10) 0.0376(4) Uani 1.00 d . . . O2 O 0.7701(1) 0.0594(1) 0.30697(9) 0.0336(4) Uani 1.00 d . . . N1 N 0.8241(1) 0.1929(2) 0.4254(1) 0.0253(4) Uani 1.00 d . . . C1 C 0.6524(1) 0.3843(2) 0.3707(1) 0.0287(6) Uani 1.00 d . . . C2 C 0.6751(1) 0.3683(2) 0.4584(1) 0.0269(6) Uani 1.00 d . . . C3 C 0.6823(2) 0.4703(2) 0.5276(1) 0.0332(6) Uani 1.00 d . . . C4 C 0.6164(2) 0.4418(2) 0.5949(1) 0.0408(7) Uani 1.00 d . . . C5 C 0.6314(2) 0.3094(2) 0.6314(1) 0.0370(6) Uani 1.00 d . . . C6 C 0.6156(1) 0.2122(2) 0.5574(1) 0.0313(6) Uani 1.00 d . . . C7 C 0.6863(1) 0.2380(2) 0.4955(1) 0.0254(5) Uani 1.00 d . . . C8 C 0.7536(1) 0.1528(2) 0.4795(1) 0.0250(5) Uani 1.00 d . . . C9 C 0.6502(2) -0.1024(2) 0.4893(2) 0.0404(7) Uani 1.00 d . . . C10 C 0.8068(2) -0.0084(2) 0.6482(2) 0.0438(7) Uani 1.00 d . . . C11 C 0.8704(2) -0.0961(2) 0.4834(2) 0.0454(7) Uani 1.00 d . . . C12 C 0.8966(1) 0.2877(2) 0.4480(1) 0.0271(5) Uani 1.00 d . . . C13 C 0.9491(1) 0.2964(2) 0.3728(1) 0.0274(5) Uani 1.00 d . . . C14 C 1.0284(2) 0.3726(2) 0.3616(1) 0.0345(6) Uani 1.00 d . . . C15 C 1.0646(2) 0.3566(2) 0.2844(2) 0.0398(7) Uani 1.00 d . . . C16 C 1.0215(2) 0.2709(2) 0.2208(1) 0.0393(7) Uani 1.00 d . . . C17 C 0.9412(2) 0.1963(2) 0.2317(1) 0.0341(6) Uani 1.00 d . . . C18 C 0.9070(1) 0.2098(2) 0.3093(1) 0.0267(5) Uani 1.00 d . . . C19 C 0.8258(1) 0.1420(2) 0.3423(1) 0.0256(5) Uani 1.00 d . . . C20 C 0.6337(2) 0.5018(2) 0.3191(1) 0.0291(6) Uani 1.00 d . . . C21 C 0.6925(2) 0.6092(2) 0.3378(1) 0.0385(7) Uani 1.00 d . . . C22 C 0.6729(2) 0.7156(2) 0.2845(2) 0.0459(7) Uani 1.00 d . . . C23 C 0.5939(2) 0.7160(2) 0.2121(2) 0.0447(7) Uani 1.00 d . . . C24 C 0.5352(2) 0.6104(2) 0.1927(2) 0.0416(7) Uani 1.00 d . . . C25 C 0.5551(2) 0.5042(2) 0.2447(1) 0.0332(6) Uani 1.00 d . . . H1 H 0.6475 0.3092 0.3368 0.0345 Uiso 1.00 calc . . . H2 H 0.7504 0.4774 0.5579 0.0401 Uiso 1.00 calc . . . H3 H 0.6611 0.5477 0.4990 0.0401 Uiso 1.00 calc . . . H4 H 0.6328 0.4997 0.6425 0.0492 Uiso 1.00 calc . . . H5 H 0.5478 0.4520 0.5668 0.0492 Uiso 1.00 calc . . . H6 H 0.6980 0.3016 0.6650 0.0443 Uiso 1.00 calc . . . H7 H 0.5846 0.2942 0.6683 0.0443 Uiso 1.00 calc . . . H8 H 0.6284 0.1306 0.5821 0.0377 Uiso 1.00 calc . . . H9 H 0.5480 0.2167 0.5254 0.0377 Uiso 1.00 calc . . . H10 H 0.5974 -0.0615 0.5102 0.0485 Uiso 1.00 calc . . . H11 H 0.6345 -0.1056 0.4265 0.0485 Uiso 1.00 calc . . . H12 H 0.6585 -0.1853 0.5123 0.0485 Uiso 1.00 calc . . . H13 H 0.8142 -0.0918 0.6706 0.0528 Uiso 1.00 calc . . . H14 H 0.8689 0.0352 0.6647 0.0528 Uiso 1.00 calc . . . H15 H 0.7564 0.0340 0.6718 0.0528 Uiso 1.00 calc . . . H16 H 0.8772 -0.1792 0.5066 0.0552 Uiso 1.00 calc . . . H17 H 0.8532 -0.0996 0.4207 0.0552 Uiso 1.00 calc . . . H18 H 0.9320 -0.0520 0.5012 0.0552 Uiso 1.00 calc . . . H19 H 1.0568 0.4329 0.4048 0.0415 Uiso 1.00 calc . . . H20 H 1.1202 0.4057 0.2752 0.0478 Uiso 1.00 calc . . . H21 H 1.0475 0.2629 0.1683 0.0471 Uiso 1.00 calc . . . H22 H 0.9108 0.1381 0.1874 0.0408 Uiso 1.00 calc . . . H23 H 0.7469 0.6098 0.3872 0.0463 Uiso 1.00 calc . . . H24 H 0.7137 0.7885 0.2979 0.0552 Uiso 1.00 calc . . . H25 H 0.5803 0.7889 0.1761 0.0540 Uiso 1.00 calc . . . H26 H 0.4808 0.6104 0.1432 0.0502 Uiso 1.00 calc . . . H27 H 0.5146 0.4313 0.2299 0.0398 Uiso 1.00 calc . . . 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 Si1 0.0292(3) 0.0270(3) 0.0300(3) -0.0023(3) 0.0073(2) 0.0040(3) O1 0.0444(9) 0.0406(9) 0.0293(8) -0.0114(7) 0.0110(7) -0.0086(7) O2 0.0393(9) 0.0314(8) 0.0306(8) -0.0071(7) 0.0077(7) -0.0046(7) N1 0.0302(9) 0.0242(9) 0.0227(8) -0.0016(7) 0.0079(7) 0.0022(7) C1 0.033(1) 0.025(1) 0.030(1) -0.0012(9) 0.0102(9) -0.0033(9) C2 0.025(1) 0.028(1) 0.029(1) -0.0009(9) 0.0085(9) -0.0008(9) C3 0.041(1) 0.030(1) 0.029(1) 0.0010(10) 0.0078(10) -0.0033(9) C4 0.053(1) 0.039(1) 0.033(1) 0.007(1) 0.015(1) -0.004(1) C5 0.047(1) 0.039(1) 0.028(1) 0.003(1) 0.015(1) -0.001(1) C6 0.029(1) 0.036(1) 0.031(1) -0.0010(9) 0.0110(9) 0.0024(10) C7 0.027(1) 0.027(1) 0.021(1) -0.0044(9) 0.0027(8) -0.0015(9) C8 0.028(1) 0.026(1) 0.021(1) -0.0055(9) 0.0070(8) 0.0009(9) C9 0.042(1) 0.033(1) 0.047(1) -0.005(1) 0.012(1) -0.002(1) C10 0.052(1) 0.044(1) 0.034(1) -0.004(1) 0.003(1) 0.009(1) C11 0.041(1) 0.036(1) 0.061(2) 0.008(1) 0.016(1) 0.011(1) C12 0.028(1) 0.028(1) 0.025(1) 0.0009(9) 0.0054(9) 0.0017(9) C13 0.029(1) 0.025(1) 0.029(1) 0.0013(9) 0.0076(9) 0.0045(9) C14 0.037(1) 0.030(1) 0.039(1) -0.0057(10) 0.0127(10) 0.0020(10) C15 0.040(1) 0.035(1) 0.050(1) -0.003(1) 0.023(1) 0.011(1) C16 0.049(1) 0.036(1) 0.040(1) 0.004(1) 0.025(1) 0.006(1) C17 0.045(1) 0.030(1) 0.030(1) 0.003(1) 0.0138(10) 0.0018(10) C18 0.030(1) 0.025(1) 0.026(1) 0.0040(9) 0.0092(9) 0.0043(9) C19 0.030(1) 0.024(1) 0.023(1) 0.0041(9) 0.0064(9) 0.0028(9) C20 0.038(1) 0.028(1) 0.025(1) 0.0024(10) 0.0143(9) 0.0003(9) C21 0.049(1) 0.035(1) 0.033(1) -0.005(1) 0.013(1) -0.002(1) C22 0.065(2) 0.031(1) 0.049(2) -0.006(1) 0.029(1) -0.004(1) C23 0.068(2) 0.032(1) 0.041(1) 0.009(1) 0.028(1) 0.008(1) C24 0.048(1) 0.043(1) 0.035(1) 0.012(1) 0.012(1) 0.008(1) C25 0.038(1) 0.033(1) 0.029(1) 0.002(1) 0.0099(9) 0.0002(10) #------------------------------------------------------------------------------ _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 SI1 C8 1.897(2) . . yes SI1 C9 1.857(2) . . yes SI1 C10 1.858(2) . . yes SI1 C11 1.859(2) . . yes O1 C12 1.214(2) . . yes O2 C19 1.213(2) . . yes N1 C8 1.454(2) . . yes N1 C12 1.401(3) . . yes N1 C19 1.397(3) . . yes C1 C2 1.338(3) . . yes C1 C20 1.475(3) . . yes C2 C3 1.511(3) . . yes C2 C7 1.494(3) . . yes C3 C4 1.531(3) . . yes C4 C5 1.514(3) . . yes C5 C6 1.523(3) . . yes C6 C7 1.510(3) . . yes C7 C8 1.343(3) . . yes C12 C13 1.482(3) . . yes C13 C14 1.384(3) . . yes C13 C18 1.382(3) . . yes C14 C15 1.388(3) . . yes C15 C16 1.380(3) . . yes C16 C17 1.385(3) . . yes C17 C18 1.377(3) . . yes C18 C19 1.490(3) . . yes C20 C21 1.388(3) . . yes C20 C25 1.401(3) . . yes C21 C22 1.393(3) . . yes C22 C23 1.382(3) . . yes C23 C24 1.374(3) . . yes C24 C25 1.380(3) . . yes C1 H1 0.950 . . no C3 H2 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C4 H5 0.949 . . no C5 H6 0.950 . . no C5 H7 0.949 . . no C6 H8 0.949 . . no C6 H9 0.950 . . no C9 H10 0.949 . . no C9 H11 0.951 . . no C9 H12 0.948 . . no C10 H13 0.949 . . no C10 H14 0.949 . . no C10 H15 0.951 . . no C11 H16 0.950 . . no C11 H17 0.950 . . no C11 H18 0.948 . . no C14 H19 0.949 . . no C15 H20 0.950 . . no C16 H21 0.951 . . no C17 H22 0.951 . . no C21 H23 0.948 . . no C22 H24 0.950 . . no C23 H25 0.950 . . no C24 H26 0.950 . . no C25 H27 0.949 . . 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 C8 SI1 C9 109.73(10) . . . ? C8 SI1 C10 110.21(10) . . . ? C8 SI1 C11 110.02(10) . . . ? C9 SI1 C10 111.4(1) . . . ? C9 SI1 C11 107.9(1) . . . ? C10 SI1 C11 107.4(1) . . . ? C8 N1 C12 125.2(2) . . . ? C8 N1 C19 123.3(2) . . . ? C12 N1 C19 111.5(2) . . . ? C2 C1 C20 129.3(2) . . . ? C1 C2 C3 126.3(2) . . . ? C1 C2 C7 119.4(2) . . . ? C3 C2 C7 114.0(2) . . . ? C2 C3 C4 112.0(2) . . . ? C3 C4 C5 112.6(2) . . . ? C4 C5 C6 111.2(2) . . . ? C5 C6 C7 109.9(2) . . . ? C2 C7 C6 112.5(2) . . . ? C2 C7 C8 125.0(2) . . . ? C6 C7 C8 122.5(2) . . . ? SI1 C8 N1 116.9(1) . . . ? SI1 C8 C7 125.7(1) . . . ? N1 C8 C7 117.3(2) . . . ? O1 C12 N1 125.1(2) . . . ? O1 C12 C13 129.0(2) . . . ? N1 C12 C13 105.9(2) . . . ? C12 C13 C14 130.0(2) . . . ? C12 C13 C18 108.6(2) . . . ? C14 C13 C18 121.3(2) . . . ? C13 C14 C15 117.1(2) . . . ? C14 C15 C16 121.3(2) . . . ? C15 C16 C17 121.4(2) . . . ? C16 C17 C18 117.2(2) . . . ? C13 C18 C17 121.6(2) . . . ? C13 C18 C19 107.9(2) . . . ? C17 C18 C19 130.5(2) . . . ? O2 C19 N1 124.7(2) . . . ? O2 C19 C18 129.2(2) . . . ? N1 C19 C18 106.1(2) . . . ? C1 C20 C21 123.7(2) . . . ? C1 C20 C25 118.5(2) . . . ? C21 C20 C25 117.7(2) . . . ? C20 C21 C22 120.8(2) . . . ? C21 C22 C23 120.3(2) . . . ? C22 C23 C24 119.6(2) . . . ? C23 C24 C25 120.3(2) . . . ? C20 C25 C24 121.2(2) . . . ? C2 C1 H1 115.253 . . . no C20 C1 H1 115.406 . . . no C2 C3 H2 108.824 . . . no C2 C3 H3 108.842 . . . no C4 C3 H2 108.870 . . . no C4 C3 H3 108.835 . . . no H2 C3 H3 109.448 . . . no C3 C4 H4 108.616 . . . no C3 C4 H5 108.666 . . . no C5 C4 H4 108.661 . . . no C5 C4 H5 108.742 . . . no H4 C4 H5 109.545 . . . no C4 C5 H6 109.044 . . . no C4 C5 H7 109.022 . . . no C6 C5 H6 108.976 . . . no C6 C5 H7 108.994 . . . no H6 C5 H7 109.548 . . . no C5 C6 H8 109.406 . . . no C5 C6 H9 109.355 . . . no C7 C6 H8 109.334 . . . no C7 C6 H9 109.285 . . . no H8 C6 H9 109.548 . . . no SI1 C9 H10 109.353 . . . no SI1 C9 H11 109.262 . . . no SI1 C9 H12 109.403 . . . no H10 C9 H11 109.513 . . . no H10 C9 H12 109.719 . . . no H11 C9 H12 109.575 . . . no SI1 C10 H13 109.446 . . . no SI1 C10 H14 109.449 . . . no SI1 C10 H15 109.362 . . . no H13 C10 H14 109.602 . . . no H13 C10 H15 109.484 . . . no H14 C10 H15 109.483 . . . no SI1 C11 H16 109.346 . . . no SI1 C11 H17 109.308 . . . no SI1 C11 H18 109.441 . . . no H16 C11 H17 109.464 . . . no H16 C11 H18 109.656 . . . no H17 C11 H18 109.611 . . . no C13 C14 H19 121.452 . . . no C15 C14 H19 121.463 . . . no C14 C15 H20 119.369 . . . no C16 C15 H20 119.350 . . . no C15 C16 H21 119.330 . . . no C17 C16 H21 119.225 . . . no C16 C17 H22 121.474 . . . no C18 C17 H22 121.315 . . . no C20 C21 H23 119.556 . . . no C22 C21 H23 119.661 . . . no C21 C22 H24 119.938 . . . no C23 C22 H24 119.763 . . . no C22 C23 H25 120.215 . . . no C24 C23 H25 120.178 . . . no C23 C24 H26 119.818 . . . no C25 C24 H26 119.857 . . . no C20 C25 H27 119.292 . . . no C24 C25 H27 119.465 . . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag SI1 C8 N1 C12 -113.9(2) 1_555 1_555 1_555 1_555 yes SI1 C8 N1 C19 67.7(2) 1_555 1_555 1_555 1_555 yes SI1 C8 C7 C2 -179.9(1) 1_555 1_555 1_555 1_555 yes SI1 C8 C7 C6 2.6(3) 1_555 1_555 1_555 1_555 yes O1 C12 N1 C8 1.6(3) 1_555 1_555 1_555 1_555 yes O1 C12 N1 C19 -179.9(2) 1_555 1_555 1_555 1_555 yes O1 C12 C13 C14 0.8(4) 1_555 1_555 1_555 1_555 yes O1 C12 C13 C18 179.7(2) 1_555 1_555 1_555 1_555 yes O2 C19 N1 C8 -0.7(3) 1_555 1_555 1_555 1_555 yes O2 C19 N1 C12 -179.3(2) 1_555 1_555 1_555 1_555 yes O2 C19 C18 C13 179.6(2) 1_555 1_555 1_555 1_555 yes O2 C19 C18 C17 -0.9(4) 1_555 1_555 1_555 1_555 yes N1 C8 SI1 C9 -122.7(1) 1_555 1_555 1_555 1_555 yes N1 C8 SI1 C10 114.2(2) 1_555 1_555 1_555 1_555 yes N1 C8 SI1 C11 -4.1(2) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C2 3.3(3) 1_555 1_555 1_555 1_555 yes N1 C8 C7 C6 -174.2(2) 1_555 1_555 1_555 1_555 yes N1 C12 C13 C14 -178.4(2) 1_555 1_555 1_555 1_555 yes N1 C12 C13 C18 0.5(2) 1_555 1_555 1_555 1_555 yes N1 C19 C18 C13 -0.1(2) 1_555 1_555 1_555 1_555 yes N1 C19 C18 C17 179.3(2) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 126.4(2) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C6 -122.3(2) 1_555 1_555 1_555 1_555 yes C1 C2 C7 C8 60.0(3) 1_555 1_555 1_555 1_555 yes C1 C20 C21 C22 177.7(2) 1_555 1_555 1_555 1_555 yes C1 C20 C25 C24 -178.6(2) 1_555 1_555 1_555 1_555 yes C2 C1 C20 C21 44.2(3) 1_555 1_555 1_555 1_555 yes C2 C1 C20 C25 -138.9(2) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 49.0(3) 1_555 1_555 1_555 1_555 yes C2 C7 C6 C5 -56.3(2) 1_555 1_555 1_555 1_555 yes C3 C2 C1 C20 3.3(3) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C6 52.5(2) 1_555 1_555 1_555 1_555 yes C3 C2 C7 C8 -125.3(2) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 -54.4(2) 1_555 1_555 1_555 1_555 yes C4 C3 C2 C7 -47.9(2) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 57.3(2) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C8 121.5(2) 1_555 1_555 1_555 1_555 yes C7 C2 C1 C20 177.3(2) 1_555 1_555 1_555 1_555 yes C7 C8 SI1 C9 60.5(2) 1_555 1_555 1_555 1_555 yes C7 C8 SI1 C10 -62.6(2) 1_555 1_555 1_555 1_555 yes C7 C8 SI1 C11 179.1(2) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C12 63.2(3) 1_555 1_555 1_555 1_555 yes C7 C8 N1 C19 -115.2(2) 1_555 1_555 1_555 1_555 yes C8 N1 C12 C13 -179.2(2) 1_555 1_555 1_555 1_555 yes C8 N1 C19 C18 179.1(2) 1_555 1_555 1_555 1_555 yes C12 N1 C19 C18 0.4(2) 1_555 1_555 1_555 1_555 yes C12 C13 C14 C15 177.8(2) 1_555 1_555 1_555 1_555 yes C12 C13 C18 C17 -179.8(2) 1_555 1_555 1_555 1_555 yes C12 C13 C18 C19 -0.2(2) 1_555 1_555 1_555 1_555 yes C13 C12 N1 C19 -0.6(2) 1_555 1_555 1_555 1_555 yes C13 C14 C15 C16 1.7(3) 1_555 1_555 1_555 1_555 yes C13 C18 C17 C16 1.7(3) 1_555 1_555 1_555 1_555 yes C14 C13 C18 C17 -0.7(3) 1_555 1_555 1_555 1_555 yes C14 C13 C18 C19 178.8(2) 1_555 1_555 1_555 1_555 yes C14 C15 C16 C17 -0.7(4) 1_555 1_555 1_555 1_555 yes C15 C14 C13 C18 -1.0(3) 1_555 1_555 1_555 1_555 yes C15 C16 C17 C18 -1.0(3) 1_555 1_555 1_555 1_555 yes C16 C17 C18 C19 -177.7(2) 1_555 1_555 1_555 1_555 yes C20 C21 C22 C23 0.2(3) 1_555 1_555 1_555 1_555 yes C20 C25 C24 C23 1.3(3) 1_555 1_555 1_555 1_555 yes C21 C20 C25 C24 -1.5(3) 1_555 1_555 1_555 1_555 yes C21 C22 C23 C24 -0.4(3) 1_555 1_555 1_555 1_555 yes C22 C21 C20 C25 0.7(3) 1_555 1_555 1_555 1_555 yes C22 C23 C24 C25 -0.4(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 C17 3.297(3) . 4_555 ? O1 C16 3.443(3) . 4_555 ? O1 C14 3.530(3) . 3_766 ? O2 C5 3.281(3) . 4_554 ? O2 C4 3.509(3) . 4_554 ? O2 C15 3.597(3) . 2_745 ? #------------------------------------------------------------------------------ # Attachment '23a.cif' data_Vincent_Gandon_vgad57_at_- _database_code_depnum_ccdc_archive 'CCDC 664320' _audit_creation_date 'Mon Sep 24 12:23:39 2007' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C28 H27 Co N2 ' _chemical_formula_moiety 'C28 H27 Co N2 ' _chemical_formula_weight 450.47 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? #------------------------------------------------------------------------------ loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 8.5711(9) _cell_length_b 11.404(1) _cell_length_c 11.822(1) _cell_angle_alpha 71.659(2) _cell_angle_beta 76.963(2) _cell_angle_gamma 84.780(2) _cell_volume 1068.4(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2066 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 24.5 _cell_measurement_temperature 156.2 #------------------------------------------------------------------------------ _exptl_crystal_description blocklike _exptl_crystal_colour red _exptl_crystal_size_max 0.210 _exptl_crystal_size_mid 0.160 _exptl_crystal_size_min 0.030 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.400 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472.00 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_absorpt_correction_T_min 0.878 _exptl_absorpt_correction_T_max 0.976 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8102 _diffrn_reflns_av_R_equivalents 0.020 _diffrn_reflns_theta_max 25.32 _diffrn_measured_fraction_theta_max 0.9669 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.9669 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3773 _reflns_number_gt 2731 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.0383 _refine_ls_R_factor_all 0.0631 _refine_ls_wR_factor_all 0.0423 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2731 _refine_ls_number_parameters 278 _refine_ls_goodness_of_fit_ref 1.533 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_shift/su_max 0.0004 _refine_diff_density_max 0.53 _refine_diff_density_min -0.24 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Co Co 0.349 0.972 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; #------------------------------------------------------------------------------ _computing_data_collection 'Bruker-AXS SMART v5.054' _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_structure_solution SIR97 _computing_structure_refinement teXsan _computing_publication_material teXsan _computing_molecular_graphics ? #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.74004(5) 0.28501(4) 0.20014(4) 0.0274(1) Uani 1.00 d . . . N1 N 0.8696(3) -0.0142(2) 0.3057(2) 0.0393(8) Uani 1.00 d . . . N2 N 0.8506(3) 0.6481(2) 0.1386(2) 0.0349(7) Uani 1.00 d . . . C1 C 0.9184(4) -0.1251(3) 0.2932(3) 0.044(1) Uani 1.00 d . . . C2 C 1.0720(5) -0.1555(3) 0.2466(3) 0.050(1) Uani 1.00 d . . . C3 C 1.1832(4) -0.0653(3) 0.2118(3) 0.048(1) Uani 1.00 d . . . C4 C 1.1386(4) 0.0491(3) 0.2253(3) 0.0332(9) Uani 1.00 d . . . C5 C 0.9799(3) 0.0747(3) 0.2708(2) 0.0276(8) Uani 1.00 d . . . C6 C 0.9263(3) 0.2005(2) 0.2793(3) 0.0270(8) Uani 1.00 d . . . C7 C 1.0590(3) 0.2912(2) 0.2491(3) 0.0284(8) Uani 1.00 d . . . C8 C 1.1396(3) 0.2715(3) 0.3566(3) 0.0362(9) Uani 1.00 d . . . C9 C 1.1306(4) 0.3787(3) 0.3865(3) 0.0398(10) Uani 1.00 d . . . C10 C 1.0538(4) 0.4781(3) 0.3090(3) 0.043(1) Uani 1.00 d . . . C11 C 0.9957(3) 0.4260(2) 0.2214(3) 0.0294(8) Uani 1.00 d . . . C12 C 0.8135(3) 0.4300(2) 0.2398(2) 0.0265(8) Uani 1.00 d . . . C13 C 0.7450(3) 0.5569(3) 0.1894(2) 0.0277(8) Uani 1.00 d . . . C14 C 0.5813(4) 0.5823(3) 0.1908(3) 0.0336(9) Uani 1.00 d . . . C15 C 0.5298(4) 0.7013(3) 0.1409(3) 0.0374(10) Uani 1.00 d . . . C16 C 0.6384(4) 0.7940(3) 0.0893(3) 0.043(1) Uani 1.00 d . . . C17 C 0.7968(4) 0.7628(3) 0.0891(3) 0.0426(10) Uani 1.00 d . . . C18 C 0.7850(3) 0.2171(3) 0.3678(2) 0.0276(8) Uani 1.00 d . . . C19 C 0.7054(4) 0.1154(3) 0.4785(3) 0.0376(9) Uani 1.00 d . . . C20 C 0.5454(6) 0.1512(4) 0.5434(4) 0.037(1) Uiso 0.70 d P . . C21 C 0.5562(6) 0.2794(4) 0.5570(4) 0.035(1) Uiso 0.70 d P . . C22 C 0.591(2) 0.168(1) 0.578(1) 0.048(3) Uiso 0.30 d P . . C23 C 0.490(2) 0.274(1) 0.526(1) 0.048(3) Uiso 0.30 d P . . C24 C 0.5824(4) 0.3749(3) 0.4329(3) 0.0380(9) Uani 1.00 d . . . C25 C 0.7256(3) 0.3418(3) 0.3455(3) 0.0273(8) Uani 1.00 d . . . C26 C 0.7245(4) 0.1744(3) 0.0953(3) 0.0362(10) Uani 1.00 d . . . C27 C 0.7733(4) 0.2936(3) 0.0197(3) 0.0329(9) Uani 1.00 d . . . C28 C 0.6513(4) 0.3764(3) 0.0480(3) 0.0325(9) Uani 1.00 d . . . C29 C 0.5266(4) 0.3101(3) 0.1382(3) 0.0379(10) Uani 1.00 d . . . C30 C 0.5726(4) 0.1841(3) 0.1676(3) 0.0396(10) Uani 1.00 d . . . C101 C 0.6497 0.2677 0.0938 0.0038 Uiso 0.00 d P . . H1 H 0.8405 -0.1874 0.3186 0.0524 Uiso 1.00 calc . . . H2 H 1.1002 -0.2354 0.2387 0.0598 Uiso 1.00 calc . . . H3 H 1.2915 -0.0818 0.1783 0.0571 Uiso 1.00 calc . . . H4 H 1.2167 0.1108 0.2034 0.0398 Uiso 1.00 calc . . . H5 H 1.1366 0.2822 0.1808 0.0341 Uiso 1.00 calc . . . H6 H 1.1880 0.1959 0.3969 0.0432 Uiso 0.50 calc P . . H7 H 1.1713 0.3864 0.4522 0.0477 Uiso 1.00 calc . . . H8 H 0.9654 0.5096 0.3564 0.0512 Uiso 0.50 calc P . . H9 H 1.1274 0.5422 0.2645 0.0512 Uiso 0.50 calc P . . H10 H 1.0412 0.4709 0.1397 0.0353 Uiso 1.00 calc . . . H11 H 0.5065 0.5175 0.2260 0.0403 Uiso 1.00 calc . . . H12 H 0.4191 0.7191 0.1422 0.0449 Uiso 1.00 calc . . . H13 H 0.6052 0.8770 0.0549 0.0511 Uiso 1.00 calc . . . H14 H 0.8730 0.8264 0.0516 0.0511 Uiso 1.00 calc . . . H15 H 0.6909 0.0470 0.4525 0.0451 Uiso 1.00 calc . . . H16 H 0.7748 0.0916 0.5346 0.0451 Uiso 1.00 calc . . . H17 H 0.4668 0.1533 0.4975 0.0446 Uiso 1.00 calc . . . H18 H 0.5166 0.0925 0.6217 0.0446 Uiso 1.00 calc . . . H19 H 0.4594 0.2984 0.6062 0.0424 Uiso 1.00 calc . . . H20 H 0.6433 0.2798 0.5944 0.0424 Uiso 1.00 calc . . . H21 H 0.4894 0.3806 0.4002 0.0456 Uiso 1.00 calc . . . H22 H 0.5999 0.4525 0.4414 0.0456 Uiso 1.00 calc . . . H23 H 0.7846 0.0999 0.0970 0.0434 Uiso 1.00 calc . . . H24 H 0.8704 0.3138 -0.0391 0.0395 Uiso 1.00 calc . . . H25 H 0.6526 0.4635 0.0120 0.0390 Uiso 1.00 calc . . . H26 H 0.4292 0.3440 0.1730 0.0455 Uiso 1.00 calc . . . H27 H 0.5117 0.1176 0.2259 0.0475 Uiso 1.00 calc . . . H28 H 1.0869 0.2081 0.4245 0.0435 Uiso 0.50 calc P . . H29 H 1.2488 0.2481 0.3349 0.0435 Uiso 0.50 calc P . . H30 H 1.0411 0.5610 0.3114 0.0513 Uiso 0.50 calc P . . 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 Co1 0.0245(2) 0.0273(2) 0.0297(2) -0.0006(2) -0.0068(2) -0.0068(2) N1 0.045(2) 0.027(1) 0.044(2) -0.001(1) -0.011(1) -0.007(1) N2 0.038(2) 0.025(1) 0.040(1) -0.002(1) -0.012(1) -0.003(1) C1 0.058(2) 0.029(2) 0.045(2) -0.007(2) -0.013(2) -0.009(2) C2 0.070(3) 0.026(2) 0.052(2) 0.007(2) -0.009(2) -0.014(2) C3 0.045(2) 0.039(2) 0.054(2) 0.010(2) -0.005(2) -0.016(2) C4 0.034(2) 0.025(2) 0.041(2) 0.004(1) -0.009(1) -0.012(1) C5 0.031(2) 0.026(2) 0.026(2) -0.002(1) -0.010(1) -0.005(1) C6 0.028(2) 0.022(2) 0.031(2) -0.002(1) -0.008(1) -0.006(1) C7 0.025(2) 0.026(2) 0.034(2) 0.003(1) -0.007(1) -0.010(1) C8 0.025(2) 0.040(2) 0.045(2) 0.000(1) -0.010(1) -0.012(2) C9 0.035(2) 0.043(2) 0.048(2) -0.002(2) -0.019(2) -0.016(2) C10 0.037(2) 0.038(2) 0.064(2) 0.002(2) -0.020(2) -0.026(2) C11 0.028(2) 0.024(2) 0.033(2) -0.001(1) -0.005(1) -0.006(1) C12 0.025(2) 0.028(2) 0.027(2) 0.001(1) -0.007(1) -0.009(1) C13 0.031(2) 0.026(2) 0.028(2) 0.001(1) -0.008(1) -0.010(1) C14 0.032(2) 0.029(2) 0.041(2) 0.002(1) -0.008(1) -0.012(1) C15 0.039(2) 0.037(2) 0.044(2) 0.011(2) -0.018(2) -0.019(2) C16 0.056(2) 0.030(2) 0.045(2) 0.012(2) -0.022(2) -0.011(2) C17 0.049(2) 0.028(2) 0.045(2) 0.002(2) -0.010(2) -0.003(1) C18 0.025(2) 0.034(2) 0.026(2) -0.004(1) -0.007(1) -0.010(1) C19 0.048(2) 0.029(2) 0.033(2) -0.005(2) -0.007(2) -0.006(1) C24 0.032(2) 0.039(2) 0.040(2) 0.002(1) -0.002(1) -0.014(1) C25 0.023(2) 0.029(2) 0.032(2) 0.001(1) -0.008(1) -0.010(1) C26 0.043(2) 0.033(2) 0.042(2) 0.006(2) -0.021(2) -0.019(1) C27 0.034(2) 0.037(2) 0.029(2) 0.001(2) -0.008(1) -0.012(1) C28 0.036(2) 0.031(2) 0.031(2) 0.002(1) -0.015(1) -0.005(1) C29 0.028(2) 0.052(2) 0.038(2) 0.005(2) -0.014(2) -0.017(2) C30 0.040(2) 0.041(2) 0.039(2) -0.019(2) -0.011(2) -0.006(1) #------------------------------------------------------------------------------ _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 CO1 C6 2.044(3) . . yes CO1 C12 2.040(3) . . yes CO1 C18 2.000(3) . . yes CO1 C25 1.995(3) . . yes CO1 C26 2.057(3) . . yes CO1 C27 2.059(3) . . yes CO1 C28 2.048(3) . . yes CO1 C29 2.083(3) . . yes CO1 C30 2.088(3) . . yes CO1 C101 1.6859(4) . . yes N1 C1 1.338(4) . . yes N1 C5 1.352(4) . . yes N2 C13 1.339(4) . . yes N2 C17 1.341(3) . . yes C1 C2 1.366(5) . . yes C2 C3 1.368(5) . . yes C3 C4 1.373(4) . . yes C4 C5 1.387(4) . . yes C5 C6 1.493(4) . . yes C6 C7 1.513(4) . . yes C6 C18 1.452(4) . . yes C7 C8 1.527(4) . . yes C7 C11 1.541(4) . . yes C8 C9 1.367(4) . . yes C9 C10 1.428(4) . . yes C10 C11 1.532(4) . . yes C11 C12 1.526(4) . . yes C12 C13 1.502(4) . . yes C12 C25 1.436(4) . . yes C13 C14 1.404(4) . . yes C14 C15 1.375(4) . . yes C15 C16 1.369(4) . . yes C16 C17 1.371(4) . . yes C18 C19 1.520(4) . . yes C18 C25 1.430(4) . . yes C19 C20 1.502(6) . . yes C19 C22 1.59(1) . . yes C20 C21 1.534(7) . . yes C20 C22 0.71(1) . . yes C20 C23 1.40(1) . . yes C21 C22 1.23(1) . . yes C21 C23 0.76(1) . . yes C21 C24 1.509(5) . . yes C22 C23 1.47(2) . . yes C23 C24 1.46(1) . . yes C24 C25 1.518(4) . . yes C26 C27 1.411(4) . . yes C26 C30 1.403(4) . . yes C27 C28 1.399(4) . . yes C28 C29 1.406(4) . . yes C29 C30 1.409(4) . . yes C1 H1 0.950 . . no C2 H2 0.950 . . no C3 H3 0.950 . . no C4 H4 0.950 . . no C7 H5 0.950 . . no C8 H6 0.952 . . no C8 H28 0.950 . . no C8 H29 0.950 . . no C9 H7 0.950 . . no C10 H8 0.950 . . no C10 H9 0.949 . . no C10 H30 0.950 . . no C11 H10 0.950 . . no C14 H11 0.950 . . no C15 H12 0.950 . . no C16 H13 0.950 . . no C17 H14 0.950 . . no C19 H15 0.950 . . no C19 H16 0.950 . . no C20 H17 0.950 . . no C20 H18 0.950 . . no C21 H19 0.950 . . no C21 H20 0.950 . . no C22 H18 1.047 . . no C23 H19 1.046 . . no C24 H21 0.950 . . no C24 H22 0.950 . . no C26 H23 0.950 . . no C27 H24 0.950 . . no C28 H25 0.950 . . no C29 H26 0.950 . . no C30 H27 0.950 . . 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 C6 CO1 C12 80.6(1) . . . ? C6 CO1 C101 135.93(8) . . . ? C12 CO1 C101 136.03(7) . . . ? C18 CO1 C101 148.07(9) . . . ? C25 CO1 C101 148.41(8) . . . ? C1 N1 C5 118.0(3) . . . ? C13 N2 C17 118.7(3) . . . ? N1 C1 C2 124.9(3) . . . ? C1 C2 C3 116.9(3) . . . ? C2 C3 C4 120.1(3) . . . ? C3 C4 C5 120.2(3) . . . ? N1 C5 C4 120.0(3) . . . ? N1 C5 C6 118.7(3) . . . ? C4 C5 C6 121.3(3) . . . ? CO1 C6 C5 118.2(2) . . . ? CO1 C6 C7 110.0(2) . . . ? CO1 C6 C18 67.4(1) . . . ? C5 C6 C7 115.3(2) . . . ? C5 C6 C18 120.8(2) . . . ? C7 C6 C18 116.0(2) . . . ? C6 C7 C8 111.6(2) . . . ? C6 C7 C11 112.1(2) . . . ? C8 C7 C11 104.7(2) . . . ? C7 C8 C9 109.5(2) . . . ? C8 C9 C10 113.2(3) . . . ? C9 C10 C11 107.2(3) . . . ? C7 C11 C10 105.2(2) . . . ? C7 C11 C12 110.2(2) . . . ? C10 C11 C12 112.4(2) . . . ? CO1 C12 C11 109.8(2) . . . ? CO1 C12 C13 119.3(2) . . . ? CO1 C12 C25 67.5(2) . . . ? C11 C12 C13 113.6(2) . . . ? C11 C12 C25 117.5(2) . . . ? C13 C12 C25 121.0(2) . . . ? N2 C13 C12 116.1(2) . . . ? N2 C13 C14 120.1(2) . . . ? C12 C13 C14 123.7(3) . . . ? C13 C14 C15 119.7(3) . . . ? C14 C15 C16 119.9(3) . . . ? C15 C16 C17 117.6(3) . . . ? N2 C17 C16 124.0(3) . . . ? CO1 C18 C6 70.6(2) . . . ? CO1 C18 C19 131.2(2) . . . ? CO1 C18 C25 68.8(2) . . . ? C6 C18 C19 125.1(2) . . . ? C6 C18 C25 114.1(2) . . . ? C19 C18 C25 120.7(2) . . . ? C18 C19 C20 114.6(3) . . . ? C18 C19 C22 112.4(5) . . . ? C20 C19 C22 26.3(5) . . . ? C19 C20 C21 109.1(4) . . . ? C20 C21 C24 109.5(4) . . . ? C19 C22 C23 113.2(9) . . . ? C22 C23 C24 112.7(10) . . . ? C21 C24 C25 111.9(3) . . . ? C23 C24 C25 117.9(5) . . . ? CO1 C25 C12 70.8(2) . . . ? CO1 C25 C18 69.2(2) . . . ? CO1 C25 C24 131.4(2) . . . ? C12 C25 C18 115.5(2) . . . ? C12 C25 C24 124.1(2) . . . ? C18 C25 C24 120.4(2) . . . ? C27 C26 C30 108.8(3) . . . ? C26 C27 C28 106.9(3) . . . ? C27 C28 C29 109.1(3) . . . ? C28 C29 C30 107.5(3) . . . ? C26 C30 C29 107.7(3) . . . ? N1 C1 H1 117.561 . . . no C2 C1 H1 117.560 . . . no C1 C2 H2 121.565 . . . no C3 C2 H2 121.565 . . . no C2 C3 H3 119.963 . . . no C4 C3 H3 119.963 . . . no C3 C4 H4 119.924 . . . no C5 C4 H4 119.924 . . . no C6 C7 H5 109.429 . . . no C8 C7 H5 109.428 . . . no C11 C7 H5 109.429 . . . no C7 C8 H6 125.198 . . . no C7 C8 H28 109.472 . . . no C7 C8 H29 109.472 . . . no C9 C8 H6 125.320 . . . no C9 C8 H28 109.471 . . . no C9 C8 H29 109.472 . . . no H28 C8 H29 109.460 . . . no C8 C9 H7 123.407 . . . no C10 C9 H7 123.407 . . . no C9 C10 H8 109.966 . . . no C9 C10 H9 110.087 . . . no C9 C10 H30 126.405 . . . no C11 C10 H8 110.023 . . . no C11 C10 H9 110.044 . . . no C11 C10 H30 126.405 . . . no H8 C10 H9 109.504 . . . no C7 C11 H10 109.602 . . . no C10 C11 H10 109.602 . . . no C12 C11 H10 109.603 . . . no C13 C14 H11 120.169 . . . no C15 C14 H11 120.170 . . . no C14 C15 H12 120.061 . . . no C16 C15 H12 120.061 . . . no C15 C16 H13 121.213 . . . no C17 C16 H13 121.213 . . . no N2 C17 H14 117.995 . . . no C16 C17 H14 117.995 . . . no C18 C19 H15 108.178 . . . no C18 C19 H16 108.177 . . . no C20 C19 H15 108.177 . . . no C20 C19 H16 108.177 . . . no C22 C19 H15 129.552 . . . no C22 C19 H16 85.057 . . . no H15 C19 H16 109.461 . . . no C19 C20 H17 109.563 . . . no C19 C20 H18 109.563 . . . no C21 C20 H17 109.563 . . . no C21 C20 H18 109.563 . . . no H17 C20 H18 109.460 . . . no C20 C21 H19 109.468 . . . no C20 C21 H20 109.470 . . . no C24 C21 H19 109.469 . . . no C24 C21 H20 109.470 . . . no H19 C21 H20 109.460 . . . no C21 C24 H21 108.857 . . . no C21 C24 H22 108.856 . . . no C23 C24 H21 79.785 . . . no C23 C24 H22 126.171 . . . no C25 C24 H21 108.855 . . . no C25 C24 H22 108.855 . . . no H21 C24 H22 109.460 . . . no CO1 C26 H23 124.574 . . . no C27 C26 H23 125.595 . . . no C30 C26 H23 125.596 . . . no CO1 C27 H24 125.483 . . . no C26 C27 H24 126.554 . . . no C28 C27 H24 126.554 . . . no CO1 C28 H25 124.183 . . . no C27 C28 H25 125.435 . . . no C29 C28 H25 125.434 . . . no CO1 C29 H26 126.120 . . . no C28 C29 H26 126.259 . . . no C30 C29 H26 126.259 . . . no CO1 C30 H27 126.306 . . . no C26 C30 H27 126.162 . . . no C29 C30 H27 126.162 . . . 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag CO1 C6 C5 N1 -52.1(3) 1_555 1_555 1_555 1_555 yes CO1 C6 C5 C4 126.3(3) 1_555 1_555 1_555 1_555 yes CO1 C6 C7 C8 142.9(2) 1_555 1_555 1_555 1_555 yes CO1 C6 C7 C11 25.8(3) 1_555 1_555 1_555 1_555 yes CO1 C6 C18 C19 127.3(3) 1_555 1_555 1_555 1_555 yes CO1 C6 C18 C25 -54.7(2) 1_555 1_555 1_555 1_555 yes CO1 C12 C11 C7 -31.2(3) 1_555 1_555 1_555 1_555 yes CO1 C12 C11 C10 -148.3(2) 1_555 1_555 1_555 1_555 yes CO1 C12 C13 N2 -133.2(2) 1_555 1_555 1_555 1_555 yes CO1 C12 C13 C14 45.1(4) 1_555 1_555 1_555 1_555 yes CO1 C12 C25 C18 54.4(2) 1_555 1_555 1_555 1_555 yes CO1 C12 C25 C24 -127.6(3) 1_555 1_555 1_555 1_555 yes CO1 C18 C6 C5 -110.3(3) 1_555 1_555 1_555 1_555 yes CO1 C18 C6 C7 102.1(2) 1_555 1_555 1_555 1_555 yes CO1 C18 C19 C20 -75.5(4) 1_555 1_555 1_555 1_555 yes CO1 C18 C19 C22 -104.1(6) 1_555 1_555 1_555 1_555 yes CO1 C18 C25 C12 -55.3(2) 1_555 1_555 1_555 1_555 yes CO1 C18 C25 C24 126.7(3) 1_555 1_555 1_555 1_555 yes CO1 C25 C12 C11 -101.4(2) 1_555 1_555 1_555 1_555 yes CO1 C25 C12 C13 111.6(3) 1_555 1_555 1_555 1_555 yes CO1 C25 C18 C6 55.7(2) 1_555 1_555 1_555 1_555 yes CO1 C25 C18 C19 -126.3(3) 1_555 1_555 1_555 1_555 yes CO1 C25 C24 C21 109.0(3) 1_555 1_555 1_555 1_555 yes CO1 C25 C24 C23 76.8(7) 1_555 1_555 1_555 1_555 yes CO1 C26 C27 C28 -60.1(2) 1_555 1_555 1_555 1_555 yes CO1 C26 C27 C101 -60.7(1) 1_555 1_555 1_555 1_555 yes CO1 C26 C30 C29 59.6(2) 1_555 1_555 1_555 1_555 yes CO1 C26 C30 C101 59.8(1) 1_555 1_555 1_555 1_555 yes CO1 C26 C101 C27 89.3(2) 1_555 1_555 1_555 1_555 yes CO1 C26 C101 C28 88.2(3) 1_555 1_555 1_555 1_555 yes CO1 C26 C101 C29 -91.0(3) 1_555 1_555 1_555 1_555 yes CO1 C26 C101 C30 -91.3(2) 1_555 1_555 1_555 1_555 yes CO1 C27 C26 C30 61.2(2) 1_555 1_555 1_555 1_555 yes CO1 C27 C26 C101 60.7(1) 1_555 1_555 1_555 1_555 yes CO1 C27 C28 C29 -61.3(2) 1_555 1_555 1_555 1_555 yes CO1 C27 C28 C101 -60.84(10) 1_555 1_555 1_555 1_555 yes CO1 C27 C101 C26 -89.9(2) 1_555 1_555 1_555 1_555 yes CO1 C27 C101 C28 89.4(2) 1_555 1_555 1_555 1_555 yes CO1 C27 C101 C29 90.3(3) 1_555 1_555 1_555 1_555 yes CO1 C27 C101 C30 -90.9(3) 1_555 1_555 1_555 1_555 yes CO1 C28 C27 C26 60.3(2) 1_555 1_555 1_555 1_555 yes CO1 C28 C27 C101 60.84(10) 1_555 1_555 1_555 1_555 yes CO1 C28 C29 C30 -60.1(2) 1_555 1_555 1_555 1_555 yes CO1 C28 C29 C101 -60.2(1) 1_555 1_555 1_555 1_555 yes CO1 C28 C101 C26 -88.4(3) 1_555 1_555 1_555 1_555 yes CO1 C28 C101 C27 -89.4(2) 1_555 1_555 1_555 1_555 yes CO1 C28 C101 C29 91.1(2) 1_555 1_555 1_555 1_555 yes CO1 C28 C101 C30 90.8(3) 1_555 1_555 1_555 1_555 yes CO1 C29 C28 C27 60.7(2) 1_555 1_555 1_555 1_555 yes CO1 C29 C28 C101 60.2(1) 1_555 1_555 1_555 1_555 yes CO1 C29 C30 C26 -59.0(2) 1_555 1_555 1_555 1_555 yes CO1 C29 C30 C101 -59.2(1) 1_555 1_555 1_555 1_555 yes CO1 C29 C101 C26 90.6(3) 1_555 1_555 1_555 1_555 yes CO1 C29 C101 C27 -89.8(3) 1_555 1_555 1_555 1_555 yes CO1 C29 C101 C28 -88.9(2) 1_555 1_555 1_555 1_555 yes CO1 C29 C101 C30 90.9(2) 1_555 1_555 1_555 1_555 yes CO1 C30 C26 C27 -60.3(2) 1_555 1_555 1_555 1_555 yes CO1 C30 C26 C101 -59.8(1) 1_555 1_555 1_555 1_555 yes CO1 C30 C29 C28 59.0(2) 1_555 1_555 1_555 1_555 yes CO1 C30 C29 C101 59.2(1) 1_555 1_555 1_555 1_555 yes CO1 C30 C101 C26 89.3(2) 1_555 1_555 1_555 1_555 yes CO1 C30 C101 C27 90.2(3) 1_555 1_555 1_555 1_555 yes CO1 C30 C101 C28 -90.2(3) 1_555 1_555 1_555 1_555 yes CO1 C30 C101 C29 -90.5(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C26 C27 -89.3(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C26 C30 91.3(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C27 C26 89.9(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C27 C28 -89.4(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C28 C27 89.4(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C28 C29 -91.1(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C29 C28 88.9(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C29 C30 -90.9(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C30 C26 -89.3(2) 1_555 1_555 1_555 1_555 yes CO1 C101 C30 C29 90.5(2) 1_555 1_555 1_555 1_555 yes N1 C1 C2 C3 0.8(5) 1_555 1_555 1_555 1_555 yes N1 C5 C4 C3 2.1(4) 1_555 1_555 1_555 1_555 yes N1 C5 C6 C7 174.8(2) 1_555 1_555 1_555 1_555 yes N1 C5 C6 C18 27.0(4) 1_555 1_555 1_555 1_555 yes N2 C13 C12 C11 -1.4(4) 1_555 1_555 1_555 1_555 yes N2 C13 C12 C25 146.9(3) 1_555 1_555 1_555 1_555 yes N2 C13 C14 C15 -0.8(4) 1_555 1_555 1_555 1_555 yes N2 C17 C16 C15 -1.6(5) 1_555 1_555 1_555 1_555 yes C1 N1 C5 C4 -0.9(4) 1_555 1_555 1_555 1_555 yes C1 N1 C5 C6 177.5(3) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 0.5(5) 1_555 1_555 1_555 1_555 yes C2 C1 N1 C5 -0.6(5) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 -1.9(5) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 -176.2(3) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 -6.8(4) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C18 -154.6(3) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C12 -170.0(2) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C18 113.9(3) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C25 147.8(2) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C26 -13.3(2) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C27 -53.4(2) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C28 -75.0(3) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C29 33.9(5) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C30 23.2(3) 1_555 1_555 1_555 1_555 yes C5 C6 CO1 C101 -18.6(3) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C8 -80.4(3) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C11 162.5(2) 1_555 1_555 1_555 1_555 yes C5 C6 C18 C19 17.0(4) 1_555 1_555 1_555 1_555 yes C5 C6 C18 C25 -165.1(3) 1_555 1_555 1_555 1_555 yes C6 CO1 C12 C11 36.7(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C12 C13 170.2(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C12 C25 -75.8(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C18 C19 -120.1(3) 1_555 1_555 1_555 1_555 yes C6 CO1 C18 C25 127.0(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C25 C12 94.3(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C25 C18 -33.9(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C25 C24 -146.7(3) 1_555 1_555 1_555 1_555 yes C6 CO1 C26 C27 -113.6(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C26 C30 127.4(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C26 C101 -173.6(1) 1_555 1_555 1_555 1_555 yes C6 CO1 C27 C26 78.8(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C27 C28 -163.5(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C27 C101 137.4(1) 1_555 1_555 1_555 1_555 yes C6 CO1 C28 C27 31.9(3) 1_555 1_555 1_555 1_555 yes C6 CO1 C28 C29 150.9(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C28 C101 92.0(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C29 C28 -133.1(3) 1_555 1_555 1_555 1_555 yes C6 CO1 C29 C30 -14.4(5) 1_555 1_555 1_555 1_555 yes C6 CO1 C29 C101 -73.5(4) 1_555 1_555 1_555 1_555 yes C6 CO1 C30 C26 -66.5(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C30 C29 174.5(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C30 C101 -126.1(1) 1_555 1_555 1_555 1_555 yes C6 CO1 C101 C26 9.1(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C101 C27 -63.2(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C101 C28 -134.8(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C101 C29 153.0(2) 1_555 1_555 1_555 1_555 yes C6 CO1 C101 C30 81.1(2) 1_555 1_555 1_555 1_555 yes C6 C7 C8 C9 -123.1(3) 1_555 1_555 1_555 1_555 yes C6 C7 C11 C10 124.9(3) 1_555 1_555 1_555 1_555 yes C6 C7 C11 C12 3.4(3) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C12 -94.0(2) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C25 -127.0(2) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C26 68.1(2) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C27 26.9(3) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C28 -160.8(5) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C29 154.4(2) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C30 112.0(2) 1_555 1_555 1_555 1_555 yes C6 C18 CO1 C101 104.4(2) 1_555 1_555 1_555 1_555 yes C6 C18 C19 C20 -169.8(3) 1_555 1_555 1_555 1_555 yes C6 C18 C19 C22 161.6(6) 1_555 1_555 1_555 1_555 yes C6 C18 C25 C12 0.4(4) 1_555 1_555 1_555 1_555 yes C6 C18 C25 C24 -177.6(3) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C12 -34.7(2) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C18 -110.7(3) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C25 -76.9(2) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C26 122.0(2) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C27 82.0(2) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C28 60.3(3) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C29 169.2(3) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C30 158.5(2) 1_555 1_555 1_555 1_555 yes C7 C6 CO1 C101 116.7(2) 1_555 1_555 1_555 1_555 yes C7 C6 C18 C19 -130.6(3) 1_555 1_555 1_555 1_555 yes C7 C6 C18 C25 47.3(3) 1_555 1_555 1_555 1_555 yes C7 C8 C9 C10 -1.5(4) 1_555 1_555 1_555 1_555 yes C7 C11 C10 C9 -4.6(3) 1_555 1_555 1_555 1_555 yes C7 C11 C12 C13 -167.5(2) 1_555 1_555 1_555 1_555 yes C7 C11 C12 C25 43.0(3) 1_555 1_555 1_555 1_555 yes C8 C7 C6 C18 69.0(3) 1_555 1_555 1_555 1_555 yes C8 C7 C11 C10 3.7(3) 1_555 1_555 1_555 1_555 yes C8 C7 C11 C12 -117.8(3) 1_555 1_555 1_555 1_555 yes C8 C9 C10 C11 3.9(4) 1_555 1_555 1_555 1_555 yes C9 C8 C7 C11 -1.6(3) 1_555 1_555 1_555 1_555 yes C9 C10 C11 C12 115.4(3) 1_555 1_555 1_555 1_555 yes C10 C11 C12 C13 75.4(3) 1_555 1_555 1_555 1_555 yes C10 C11 C12 C25 -74.1(3) 1_555 1_555 1_555 1_555 yes C11 C7 C6 C18 -48.1(3) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C18 79.4(2) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C25 112.5(2) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C26 -59.2(3) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C27 -75.0(2) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C28 -113.2(2) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C29 -151.9(2) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C30 -170.1(2) 1_555 1_555 1_555 1_555 yes C11 C12 CO1 C101 -114.6(2) 1_555 1_555 1_555 1_555 yes C11 C12 C13 C14 177.0(3) 1_555 1_555 1_555 1_555 yes C11 C12 C25 C18 -46.9(4) 1_555 1_555 1_555 1_555 yes C11 C12 C25 C24 131.0(3) 1_555 1_555 1_555 1_555 yes C12 CO1 C6 C18 76.1(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C18 C19 145.9(3) 1_555 1_555 1_555 1_555 yes C12 CO1 C18 C25 33.0(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C25 C18 -128.2(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C25 C24 119.0(3) 1_555 1_555 1_555 1_555 yes C12 CO1 C26 C27 -21.9(4) 1_555 1_555 1_555 1_555 yes C12 CO1 C26 C30 -140.9(3) 1_555 1_555 1_555 1_555 yes C12 CO1 C26 C101 -81.9(3) 1_555 1_555 1_555 1_555 yes C12 CO1 C27 C26 170.5(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C27 C28 -71.8(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C27 C101 -130.9(1) 1_555 1_555 1_555 1_555 yes C12 CO1 C28 C27 121.5(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C28 C29 -119.4(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C28 C101 -178.4(1) 1_555 1_555 1_555 1_555 yes C12 CO1 C29 C28 73.5(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C29 C30 -167.8(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C29 C101 133.1(1) 1_555 1_555 1_555 1_555 yes C12 CO1 C30 C26 145.1(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C30 C29 26.1(4) 1_555 1_555 1_555 1_555 yes C12 CO1 C30 C101 85.5(3) 1_555 1_555 1_555 1_555 yes C12 CO1 C101 C26 146.2(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C101 C27 73.9(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C101 C28 2.3(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C101 C29 -69.9(2) 1_555 1_555 1_555 1_555 yes C12 CO1 C101 C30 -141.9(2) 1_555 1_555 1_555 1_555 yes C12 C13 N2 C17 178.2(3) 1_555 1_555 1_555 1_555 yes C12 C13 C14 C15 -179.1(3) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C18 128.2(2) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C26 170.1(3) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C27 -18.7(4) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C28 -61.0(2) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C29 -104.8(2) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C30 -148.0(2) 1_555 1_555 1_555 1_555 yes C12 C25 CO1 C101 -103.9(2) 1_555 1_555 1_555 1_555 yes C12 C25 C18 C19 178.5(2) 1_555 1_555 1_555 1_555 yes C12 C25 C24 C21 -157.1(3) 1_555 1_555 1_555 1_555 yes C12 C25 C24 C23 170.8(6) 1_555 1_555 1_555 1_555 yes C13 N2 C17 C16 1.4(5) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C18 -147.1(2) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C25 -114.0(3) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C26 74.3(4) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C27 58.5(2) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C28 20.3(2) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C29 -18.4(3) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C30 -36.6(4) 1_555 1_555 1_555 1_555 yes C13 C12 CO1 C101 18.9(3) 1_555 1_555 1_555 1_555 yes C13 C12 C25 C18 166.1(3) 1_555 1_555 1_555 1_555 yes C13 C12 C25 C24 -16.0(4) 1_555 1_555 1_555 1_555 yes C13 C14 C15 C16 0.6(5) 1_555 1_555 1_555 1_555 yes C14 C13 N2 C17 -0.2(4) 1_555 1_555 1_555 1_555 yes C14 C13 C12 C25 -34.8(4) 1_555 1_555 1_555 1_555 yes C14 C15 C16 C17 0.5(5) 1_555 1_555 1_555 1_555 yes C18 CO1 C12 C25 -33.1(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C25 C24 -112.8(3) 1_555 1_555 1_555 1_555 yes C18 CO1 C26 C27 -152.9(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C26 C30 88.1(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C26 C101 147.2(1) 1_555 1_555 1_555 1_555 yes C18 CO1 C27 C26 59.4(3) 1_555 1_555 1_555 1_555 yes C18 CO1 C27 C28 177.2(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C27 C101 118.1(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C28 C27 -174.6(5) 1_555 1_555 1_555 1_555 yes C18 CO1 C28 C29 -55.6(6) 1_555 1_555 1_555 1_555 yes C18 CO1 C28 C101 -114.5(5) 1_555 1_555 1_555 1_555 yes C18 CO1 C29 C28 165.1(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C29 C30 -76.2(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C29 C101 -135.3(1) 1_555 1_555 1_555 1_555 yes C18 CO1 C30 C26 -113.4(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C30 C29 127.6(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C30 C101 -173.0(1) 1_555 1_555 1_555 1_555 yes C18 CO1 C101 C26 -59.7(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C101 C27 -132.0(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C101 C28 156.4(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C101 C29 84.2(2) 1_555 1_555 1_555 1_555 yes C18 CO1 C101 C30 12.2(2) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C25 33.8(2) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C26 -127.2(2) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C27 -167.3(2) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C28 171.1(2) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C29 -80.0(4) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C30 -90.7(2) 1_555 1_555 1_555 1_555 yes C18 C6 CO1 C101 -132.6(1) 1_555 1_555 1_555 1_555 yes C18 C19 C20 C21 -44.8(5) 1_555 1_555 1_555 1_555 yes C18 C19 C20 C22 -91(1) 1_555 1_555 1_555 1_555 yes C18 C19 C20 C23 -15.7(9) 1_555 1_555 1_555 1_555 yes C18 C19 C22 C20 100(1) 1_555 1_555 1_555 1_555 yes C18 C19 C22 C21 9(1) 1_555 1_555 1_555 1_555 yes C18 C19 C22 C23 43(1) 1_555 1_555 1_555 1_555 yes C18 C25 CO1 C26 41.9(4) 1_555 1_555 1_555 1_555 yes C18 C25 CO1 C27 -146.9(3) 1_555 1_555 1_555 1_555 yes C18 C25 CO1 C28 170.7(2) 1_555 1_555 1_555 1_555 yes C18 C25 CO1 C29 127.0(2) 1_555 1_555 1_555 1_555 yes C18 C25 CO1 C30 83.8(2) 1_555 1_555 1_555 1_555 yes C18 C25 CO1 C101 127.9(2) 1_555 1_555 1_555 1_555 yes C18 C25 C24 C21 20.8(4) 1_555 1_555 1_555 1_555 yes C18 C25 C24 C23 -11.4(7) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C25 112.9(3) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C26 -52.0(3) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C27 -93.2(4) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C28 79.1(6) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C29 34.2(3) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C30 -8.1(3) 1_555 1_555 1_555 1_555 yes C19 C18 CO1 C101 -15.7(4) 1_555 1_555 1_555 1_555 yes C19 C18 C25 C24 0.5(4) 1_555 1_555 1_555 1_555 yes C19 C20 C21 C22 -65(1) 1_555 1_555 1_555 1_555 yes C19 C20 C21 C23 125(1) 1_555 1_555 1_555 1_555 yes C19 C20 C21 C24 66.8(5) 1_555 1_555 1_555 1_555 yes C19 C20 C22 C21 120.0(9) 1_555 1_555 1_555 1_555 yes C19 C20 C22 C23 125.4(6) 1_555 1_555 1_555 1_555 yes C19 C20 C23 C21 -68(1) 1_555 1_555 1_555 1_555 yes C19 C20 C23 C22 -76(1) 1_555 1_555 1_555 1_555 yes C19 C20 C23 C24 5(1) 1_555 1_555 1_555 1_555 yes C19 C22 C20 C21 -120.0(9) 1_555 1_555 1_555 1_555 yes C19 C22 C20 C23 -125.4(6) 1_555 1_555 1_555 1_555 yes C19 C22 C21 C20 72(1) 1_555 1_555 1_555 1_555 yes C19 C22 C21 C23 82(1) 1_555 1_555 1_555 1_555 yes C19 C22 C21 C24 13(1) 1_555 1_555 1_555 1_555 yes C19 C22 C23 C20 56(1) 1_555 1_555 1_555 1_555 yes C19 C22 C23 C21 -113(1) 1_555 1_555 1_555 1_555 yes C19 C22 C23 C24 -55(1) 1_555 1_555 1_555 1_555 yes C20 C19 C18 C25 12.4(5) 1_555 1_555 1_555 1_555 yes C20 C19 C22 C21 -90(1) 1_555 1_555 1_555 1_555 yes C20 C19 C22 C23 -56(1) 1_555 1_555 1_555 1_555 yes C20 C21 C22 C23 -9(1) 1_555 1_555 1_555 1_555 yes C20 C21 C23 C22 4.9(9) 1_555 1_555 1_555 1_555 yes C20 C21 C23 C24 -122.4(6) 1_555 1_555 1_555 1_555 yes C20 C21 C24 C23 54(1) 1_555 1_555 1_555 1_555 yes C20 C21 C24 C25 -53.7(5) 1_555 1_555 1_555 1_555 yes C20 C22 C21 C23 9(1) 1_555 1_555 1_555 1_555 yes C20 C22 C21 C24 -59(1) 1_555 1_555 1_555 1_555 yes C20 C22 C23 C21 -169(1) 1_555 1_555 1_555 1_555 yes C20 C22 C23 C24 -111(1) 1_555 1_555 1_555 1_555 yes C20 C23 C21 C22 -4.9(9) 1_555 1_555 1_555 1_555 yes C20 C23 C21 C24 122.4(6) 1_555 1_555 1_555 1_555 yes C20 C23 C22 C21 169(1) 1_555 1_555 1_555 1_555 yes C20 C23 C24 C21 -76(1) 1_555 1_555 1_555 1_555 yes C20 C23 C24 C25 8(1) 1_555 1_555 1_555 1_555 yes C21 C20 C19 C22 46(1) 1_555 1_555 1_555 1_555 yes C21 C20 C22 C23 5.4(9) 1_555 1_555 1_555 1_555 yes C21 C20 C23 C22 -8(1) 1_555 1_555 1_555 1_555 yes C21 C20 C23 C24 73(1) 1_555 1_555 1_555 1_555 yes C21 C22 C20 C23 -5.4(9) 1_555 1_555 1_555 1_555 yes C21 C22 C23 C24 57(1) 1_555 1_555 1_555 1_555 yes C21 C23 C20 C22 8(1) 1_555 1_555 1_555 1_555 yes C21 C23 C24 C25 85(1) 1_555 1_555 1_555 1_555 yes C21 C24 C23 C22 -46.3(10) 1_555 1_555 1_555 1_555 yes C22 C19 C18 C25 -16.2(7) 1_555 1_555 1_555 1_555 yes C22 C19 C20 C23 75(1) 1_555 1_555 1_555 1_555 yes C22 C20 C21 C23 -169(1) 1_555 1_555 1_555 1_555 yes C22 C20 C21 C24 132(1) 1_555 1_555 1_555 1_555 yes C22 C20 C23 C24 82(1) 1_555 1_555 1_555 1_555 yes C22 C21 C20 C23 169(1) 1_555 1_555 1_555 1_555 yes C22 C21 C23 C24 -127.3(7) 1_555 1_555 1_555 1_555 yes C22 C21 C24 C23 78(1) 1_555 1_555 1_555 1_555 yes C22 C21 C24 C25 -29(1) 1_555 1_555 1_555 1_555 yes C22 C23 C21 C24 127.3(7) 1_555 1_555 1_555 1_555 yes C22 C23 C24 C25 39(1) 1_555 1_555 1_555 1_555 yes C23 C20 C21 C24 -58(1) 1_555 1_555 1_555 1_555 yes C23 C21 C24 C25 -108(1) 1_555 1_555 1_555 1_555 yes C23 C22 C21 C24 -69(1) 1_555 1_555 1_555 1_555 yes C24 C25 CO1 C26 -70.9(4) 1_555 1_555 1_555 1_555 yes C24 C25 CO1 C27 100.3(4) 1_555 1_555 1_555 1_555 yes C24 C25 CO1 C28 58.0(3) 1_555 1_555 1_555 1_555 yes C24 C25 CO1 C29 14.2(3) 1_555 1_555 1_555 1_555 yes C24 C25 CO1 C30 -28.9(3) 1_555 1_555 1_555 1_555 yes C24 C25 CO1 C101 15.1(4) 1_555 1_555 1_555 1_555 yes C25 CO1 C26 C27 175.1(3) 1_555 1_555 1_555 1_555 yes C25 CO1 C26 C30 56.2(4) 1_555 1_555 1_555 1_555 yes C25 CO1 C26 C101 115.2(3) 1_555 1_555 1_555 1_555 yes C25 CO1 C27 C26 -175.5(3) 1_555 1_555 1_555 1_555 yes C25 CO1 C27 C28 -57.8(4) 1_555 1_555 1_555 1_555 yes C25 CO1 C27 C101 -116.9(3) 1_555 1_555 1_555 1_555 yes C25 CO1 C28 C27 157.8(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C28 C29 -83.1(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C28 C101 -142.1(1) 1_555 1_555 1_555 1_555 yes C25 CO1 C29 C28 119.6(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C29 C30 -121.7(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C29 C101 179.2(1) 1_555 1_555 1_555 1_555 yes C25 CO1 C30 C26 -159.8(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C30 C29 81.2(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C30 C101 140.6(1) 1_555 1_555 1_555 1_555 yes C25 CO1 C101 C26 -145.4(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C101 C27 142.3(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C101 C28 70.7(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C101 C29 -1.5(2) 1_555 1_555 1_555 1_555 yes C25 CO1 C101 C30 -73.4(2) 1_555 1_555 1_555 1_555 yes C25 C12 CO1 C26 -171.7(2) 1_555 1_555 1_555 1_555 yes C25 C12 CO1 C27 172.5(2) 1_555 1_555 1_555 1_555 yes C25 C12 CO1 C28 134.3(2) 1_555 1_555 1_555 1_555 yes C25 C12 CO1 C29 95.6(2) 1_555 1_555 1_555 1_555 yes C25 C12 CO1 C30 77.4(3) 1_555 1_555 1_555 1_555 yes C25 C12 CO1 C101 132.9(1) 1_555 1_555 1_555 1_555 yes C25 C18 CO1 C26 -164.9(2) 1_555 1_555 1_555 1_555 yes C25 C18 CO1 C27 153.9(2) 1_555 1_555 1_555 1_555 yes C25 C18 CO1 C28 -33.8(6) 1_555 1_555 1_555 1_555 yes C25 C18 CO1 C29 -78.7(2) 1_555 1_555 1_555 1_555 yes C25 C18 CO1 C30 -121.0(2) 1_555 1_555 1_555 1_555 yes C25 C18 CO1 C101 -128.6(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C27 C28 117.8(3) 1_555 1_555 1_555 1_555 yes C26 CO1 C27 C101 58.6(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C28 C27 -38.3(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C28 C29 80.7(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C28 C101 21.7(1) 1_555 1_555 1_555 1_555 yes C26 CO1 C29 C28 -81.3(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C29 C30 37.4(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C29 C101 -21.8(1) 1_555 1_555 1_555 1_555 yes C26 CO1 C30 C29 -119.0(3) 1_555 1_555 1_555 1_555 yes C26 CO1 C30 C101 -59.6(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C101 C27 -72.3(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C101 C28 -143.9(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C101 C29 143.9(2) 1_555 1_555 1_555 1_555 yes C26 CO1 C101 C30 72.0(2) 1_555 1_555 1_555 1_555 yes C26 C27 CO1 C28 -117.8(3) 1_555 1_555 1_555 1_555 yes C26 C27 CO1 C29 -80.3(2) 1_555 1_555 1_555 1_555 yes C26 C27 CO1 C30 -37.3(2) 1_555 1_555 1_555 1_555 yes C26 C27 CO1 C101 -58.6(2) 1_555 1_555 1_555 1_555 yes C26 C27 C28 C29 -1.1(3) 1_555 1_555 1_555 1_555 yes C26 C27 C28 C101 -0.6(2) 1_555 1_555 1_555 1_555 yes C26 C27 C101 C28 179.3(2) 1_555 1_555 1_555 1_555 yes C26 C27 C101 C29 -179.7(3) 1_555 1_555 1_555 1_555 yes C26 C27 C101 C30 -0.9(4) 1_555 1_555 1_555 1_555 yes C26 C30 CO1 C27 37.8(2) 1_555 1_555 1_555 1_555 yes C26 C30 CO1 C28 81.3(2) 1_555 1_555 1_555 1_555 yes C26 C30 CO1 C29 119.0(3) 1_555 1_555 1_555 1_555 yes C26 C30 CO1 C101 59.6(2) 1_555 1_555 1_555 1_555 yes C26 C30 C29 C28 -0.0(3) 1_555 1_555 1_555 1_555 yes C26 C30 C29 C101 0.2(2) 1_555 1_555 1_555 1_555 yes C26 C30 C101 C27 0.9(4) 1_555 1_555 1_555 1_555 yes C26 C30 C101 C28 -179.5(3) 1_555 1_555 1_555 1_555 yes C26 C30 C101 C29 -179.8(2) 1_555 1_555 1_555 1_555 yes C26 C101 CO1 C27 72.3(2) 1_555 1_555 1_555 1_555 yes C26 C101 CO1 C28 143.9(2) 1_555 1_555 1_555 1_555 yes C26 C101 CO1 C29 -143.9(2) 1_555 1_555 1_555 1_555 yes C26 C101 CO1 C30 -72.0(2) 1_555 1_555 1_555 1_555 yes C26 C101 C27 C28 -179.3(2) 1_555 1_555 1_555 1_555 yes C26 C101 C28 C27 1.1(4) 1_555 1_555 1_555 1_555 yes C26 C101 C28 C29 -179.5(3) 1_555 1_555 1_555 1_555 yes C26 C101 C29 C28 179.5(3) 1_555 1_555 1_555 1_555 yes C26 C101 C29 C30 -0.3(4) 1_555 1_555 1_555 1_555 yes C26 C101 C30 C29 179.8(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C26 C30 -119.0(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C26 C101 -59.9(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C28 C29 119.0(3) 1_555 1_555 1_555 1_555 yes C27 CO1 C28 C101 60.1(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C29 C28 -37.5(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C29 C30 81.2(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C29 C101 22.1(1) 1_555 1_555 1_555 1_555 yes C27 CO1 C30 C29 -81.2(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C30 C101 -21.8(1) 1_555 1_555 1_555 1_555 yes C27 CO1 C101 C28 -71.6(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C101 C29 -143.8(2) 1_555 1_555 1_555 1_555 yes C27 CO1 C101 C30 144.2(2) 1_555 1_555 1_555 1_555 yes C27 C26 CO1 C28 38.1(2) 1_555 1_555 1_555 1_555 yes C27 C26 CO1 C29 81.6(2) 1_555 1_555 1_555 1_555 yes C27 C26 CO1 C30 119.0(2) 1_555 1_555 1_555 1_555 yes C27 C26 CO1 C101 59.9(2) 1_555 1_555 1_555 1_555 yes C27 C26 C30 C29 -0.6(3) 1_555 1_555 1_555 1_555 yes C27 C26 C30 C101 -0.5(2) 1_555 1_555 1_555 1_555 yes C27 C26 C101 C28 -1.1(4) 1_555 1_555 1_555 1_555 yes C27 C26 C101 C29 179.7(3) 1_555 1_555 1_555 1_555 yes C27 C26 C101 C30 179.4(2) 1_555 1_555 1_555 1_555 yes C27 C28 CO1 C29 -119.0(3) 1_555 1_555 1_555 1_555 yes C27 C28 CO1 C30 -81.6(2) 1_555 1_555 1_555 1_555 yes C27 C28 CO1 C101 -60.1(2) 1_555 1_555 1_555 1_555 yes C27 C28 C29 C30 0.7(4) 1_555 1_555 1_555 1_555 yes C27 C28 C29 C101 0.5(2) 1_555 1_555 1_555 1_555 yes C27 C28 C101 C29 -179.4(2) 1_555 1_555 1_555 1_555 yes C27 C28 C101 C30 -179.7(3) 1_555 1_555 1_555 1_555 yes C27 C101 CO1 C28 71.6(2) 1_555 1_555 1_555 1_555 yes C27 C101 CO1 C29 143.8(2) 1_555 1_555 1_555 1_555 yes C27 C101 CO1 C30 -144.2(2) 1_555 1_555 1_555 1_555 yes C27 C101 C26 C30 -179.4(2) 1_555 1_555 1_555 1_555 yes C27 C101 C28 C29 179.4(2) 1_555 1_555 1_555 1_555 yes C27 C101 C29 C28 -0.9(4) 1_555 1_555 1_555 1_555 yes C27 C101 C29 C30 179.3(3) 1_555 1_555 1_555 1_555 yes C27 C101 C30 C29 -179.3(3) 1_555 1_555 1_555 1_555 yes C28 CO1 C26 C30 -80.9(2) 1_555 1_555 1_555 1_555 yes C28 CO1 C26 C101 -21.8(1) 1_555 1_555 1_555 1_555 yes C28 CO1 C27 C101 -59.1(2) 1_555 1_555 1_555 1_555 yes C28 CO1 C29 C30 118.7(3) 1_555 1_555 1_555 1_555 yes C28 CO1 C29 C101 59.5(2) 1_555 1_555 1_555 1_555 yes C28 CO1 C30 C29 -37.7(2) 1_555 1_555 1_555 1_555 yes C28 CO1 C30 C101 21.7(1) 1_555 1_555 1_555 1_555 yes C28 CO1 C101 C29 -72.2(2) 1_555 1_555 1_555 1_555 yes C28 CO1 C101 C30 -144.1(2) 1_555 1_555 1_555 1_555 yes C28 C27 CO1 C29 37.4(2) 1_555 1_555 1_555 1_555 yes C28 C27 CO1 C30 80.5(2) 1_555 1_555 1_555 1_555 yes C28 C27 CO1 C101 59.1(2) 1_555 1_555 1_555 1_555 yes C28 C27 C26 C30 1.0(3) 1_555 1_555 1_555 1_555 yes C28 C27 C26 C101 0.6(2) 1_555 1_555 1_555 1_555 yes C28 C27 C101 C29 0.9(4) 1_555 1_555 1_555 1_555 yes C28 C27 C101 C30 179.7(3) 1_555 1_555 1_555 1_555 yes C28 C29 CO1 C30 -118.7(3) 1_555 1_555 1_555 1_555 yes C28 C29 CO1 C101 -59.5(2) 1_555 1_555 1_555 1_555 yes C28 C29 C30 C101 -0.2(2) 1_555 1_555 1_555 1_555 yes C28 C29 C101 C30 179.8(2) 1_555 1_555 1_555 1_555 yes C28 C101 CO1 C29 72.2(2) 1_555 1_555 1_555 1_555 yes C28 C101 CO1 C30 144.1(2) 1_555 1_555 1_555 1_555 yes C28 C101 C26 C30 179.5(3) 1_555 1_555 1_555 1_555 yes C28 C101 C29 C30 -179.8(2) 1_555 1_555 1_555 1_555 yes C28 C101 C30 C29 0.3(4) 1_555 1_555 1_555 1_555 yes C29 CO1 C26 C30 -37.3(2) 1_555 1_555 1_555 1_555 yes C29 CO1 C26 C101 21.7(1) 1_555 1_555 1_555 1_555 yes C29 CO1 C27 C101 -21.7(1) 1_555 1_555 1_555 1_555 yes C29 CO1 C28 C101 -58.9(2) 1_555 1_555 1_555 1_555 yes C29 CO1 C30 C101 59.4(2) 1_555 1_555 1_555 1_555 yes C29 CO1 C101 C30 -72.0(2) 1_555 1_555 1_555 1_555 yes C29 C28 CO1 C30 37.4(2) 1_555 1_555 1_555 1_555 yes C29 C28 CO1 C101 58.9(2) 1_555 1_555 1_555 1_555 yes C29 C28 C27 C101 -0.5(2) 1_555 1_555 1_555 1_555 yes C29 C28 C101 C30 -0.3(4) 1_555 1_555 1_555 1_555 yes C29 C30 CO1 C101 -59.4(2) 1_555 1_555 1_555 1_555 yes C29 C30 C26 C101 -0.2(2) 1_555 1_555 1_555 1_555 yes C29 C101 CO1 C30 72.0(2) 1_555 1_555 1_555 1_555 yes C29 C101 C26 C30 0.3(4) 1_555 1_555 1_555 1_555 yes C30 CO1 C26 C101 59.0(2) 1_555 1_555 1_555 1_555 yes C30 CO1 C27 C101 21.4(1) 1_555 1_555 1_555 1_555 yes C30 CO1 C28 C101 -21.5(1) 1_555 1_555 1_555 1_555 yes C30 CO1 C29 C101 -59.2(2) 1_555 1_555 1_555 1_555 yes C30 C26 CO1 C101 -59.0(2) 1_555 1_555 1_555 1_555 yes C30 C26 C27 C101 0.5(2) 1_555 1_555 1_555 1_555 yes C30 C29 CO1 C101 59.2(2) 1_555 1_555 1_555 1_555 yes C30 C29 C28 C101 0.2(2) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N2 C27 3.350(4) . 2_765 ? C1 C17 3.444(5) . 1_545 ? C3 C22 3.34(1) . 2_756 ? C15 C28 3.353(4) . 2_665 ? C15 C29 3.484(4) . 2_665 ? C15 C27 3.534(4) . 2_665 ? C15 C21 3.553(6) . 2_666 ? #------------------------------------------------------------------------------