# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1655 #========= CIF File of endo-2a ============== data_BFOMe2_96-12-25_ #------------------------------------------------------------------------------ _audit_creation_date 'Fri Feb 28 11:01:04 1997' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'Rigaku/AFC Diffractometer Control' _computing_cell_refinement 'Rigaku/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution SHELXS86 _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 264.28 _chemical_formula_analytical ? _chemical_formula_sum 'C16 H14 N2 O2 ' _chemical_formula_moiety 'C16 H14 N2 O2 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 17.024(6) _cell_length_b 29.192(7) _cell_length_c 11.183(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5557(3) _cell_formula_units_Z 16 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 24.4 _cell_measurement_theta_max 25.7 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'F d d 2 ' _symmetry_Int_Tables_number 43 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' +x,1/2+y,1/2+z' '1/2+x, +y,1/2+z' '1/2+x,1/2+y, +z' ' -x, -y, +z' ' -x,1/2-y,1/2+z' '1/2-x, -y,1/2+z' '1/2-x,1/2-y, +z' '1/4-x,1/4+y,1/4+z' '1/4-x,3/4+y,3/4+z' '3/4-x,1/4+y,3/4+z' '3/4-x,3/4+y,1/4+z' '1/4+x,1/4-y,1/4+z' '1/4+x,3/4-y,3/4+z' '3/4+x,1/4-y,3/4+z' '3/4+x,3/4-y,1/4+z' #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.450 _exptl_crystal_size_min 0.400 _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 2208.00 _exptl_absorpt_coefficient_mu 0.692 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC7S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.32 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 0 6 0 2 6 -5 -5 -5 _diffrn_reflns_number 1410 _reflns_number_total 1410 _reflns_number_observed 1151 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI 0.038 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 67.62 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.04868 _diffrn_orient_matrix_UB_12 0.01912 _diffrn_orient_matrix_UB_13 -0.00380 _diffrn_orient_matrix_UB_21 -0.02392 _diffrn_orient_matrix_UB_22 -0.02237 _diffrn_orient_matrix_UB_23 -0.05710 _diffrn_orient_matrix_UB_31 -0.02257 _diffrn_orient_matrix_UB_32 -0.01753 _diffrn_orient_matrix_UB_33 0.06871 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 256 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 192 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 32 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 32 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags O1 0.0604(1) 0.45431(8) 0.5830(9) 0.0578(6) Uani d . 1.00 . O2 0.3212(1) 0.47791(8) 0.4651(9) 0.0648(6) Uani d . 1.00 . N1 0.2428(1) 0.44344(8) 0.3290(9) 0.0504(6) Uani d . 1.00 . N2 -0.0411(2) 0.4436(1) 0.2794(9) 0.0775(10) Uani d . 1.00 . C1 0.1055(2) 0.46930(10) 0.4786(10) 0.0467(7) Uani d . 1.00 . C2 0.1898(2) 0.47564(9) 0.5189(9) 0.0454(7) Uani d . 1.00 . C3 0.1909(2) 0.44778(10) 0.6333(9) 0.0480(7) Uani d . 1.00 . C4 0.2520(2) 0.4356(1) 0.7075(10) 0.0641(10) Uani d . 1.00 . C5 0.2325(2) 0.4108(1) 0.8126(9) 0.078(1) Uani d . 1.00 . C6 0.1555(2) 0.4002(1) 0.8385(9) 0.079(1) Uani d . 1.00 . C7 0.0935(2) 0.4130(1) 0.7656(10) 0.070(1) Uani d . 1.00 . C8 0.1149(2) 0.4375(1) 0.6622(9) 0.0524(8) Uani d . 1.00 . C9 0.0951(2) 0.43231(9) 0.3807(9) 0.0420(6) Uani d . 1.00 . C10 0.1685(2) 0.42417(10) 0.2944(9) 0.0455(7) Uani d . 1.00 . C11 0.2504(2) 0.46383(9) 0.4284(9) 0.0483(7) Uani d . 1.00 . C12 0.0189(2) 0.4395(1) 0.3219(9) 0.0521(8) Uani d . 1.00 . C13 0.1057(2) 0.38199(10) 0.4121(9) 0.0474(7) Uani d . 1.00 . C14 0.1626(2) 0.37487(10) 0.3356(10) 0.0497(7) Uani d . 1.00 . C15 0.1532(2) 0.4334(1) 0.1611(10) 0.0637(10) Uani d . 1.00 . C16 0.3876(2) 0.4663(1) 0.3956(10) 0.079(1) Uani d . 1.00 . H1 0.3122 0.4371 0.6882 0.0670 Uiso calc . 1.00 . H2 0.2830 0.3995 0.8599 0.0848 Uiso calc . 1.00 . H3 0.1517 0.3781 0.9198 0.1021 Uiso calc . 1.00 . H4 0.0313 0.4014 0.7763 0.1189 Uiso calc . 1.00 . H25 0.0765 0.3651 0.4576 0.0307 Uiso calc . 1.00 . H26 0.1934 0.3501 0.3126 0.0511 Uiso calc . 1.00 . H27 0.1484 0.4572 0.1514 0.0686 Uiso calc . 1.00 . H28 0.2013 0.4034 0.1212 0.1577 Uiso calc . 1.00 . H29 0.0981 0.4163 0.1271 0.0989 Uiso calc . 1.00 . H30 0.3941 0.4251 0.3846 0.0906 Uiso calc . 1.00 . H31 0.3920 0.4782 0.3095 0.1342 Uiso calc . 1.00 . H32 0.4351 0.4701 0.4176 0.1555 Uiso calc . 1.00 . H33 0.0841 0.4972 0.4487 0.0577 Uiso calc . 1.00 . H34 0.1968 0.5071 0.5398 0.0574 Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.047(1) 0.087(1) 0.0392(10) 0.008(1) 0.0041(9) -0.003(1) O(2) 0.050(1) 0.086(1) 0.059(1) -0.013(1) -0.006(1) -0.012(1) N(1) 0.050(1) 0.059(1) 0.042(1) -0.010(1) 0.001(1) -0.001(1) N(2) 0.059(2) 0.095(2) 0.079(2) 0.014(2) -0.027(2) -0.022(2) C(1) 0.050(1) 0.050(2) 0.040(1) 0.008(1) -0.001(1) -0.004(1) C(2) 0.052(1) 0.043(1) 0.041(1) -0.002(1) -0.007(1) -0.003(1) C(3) 0.056(1) 0.052(2) 0.036(1) -0.001(1) -0.005(1) -0.006(1) C(4) 0.063(2) 0.079(2) 0.050(2) 0.011(2) -0.016(1) -0.011(1) C(5) 0.097(2) 0.089(3) 0.049(2) 0.016(2) -0.023(2) 0.002(2) C(6) 0.105(2) 0.090(3) 0.043(2) 0.004(2) -0.007(2) 0.002(2) C(7) 0.085(2) 0.088(3) 0.038(2) -0.013(2) 0.013(1) -0.003(1) C(8) 0.055(1) 0.066(2) 0.036(1) 0.005(1) 0.002(1) -0.011(1) C(9) 0.041(1) 0.049(1) 0.036(1) 0.000(1) 0.0011(10) -0.006(1) C(10) 0.047(1) 0.057(1) 0.033(1) -0.003(1) 0.002(1) -0.002(1) C(11) 0.047(1) 0.052(1) 0.046(1) -0.005(1) -0.003(1) 0.000(1) C(12) 0.050(1) 0.061(2) 0.045(2) 0.002(1) -0.003(1) -0.012(1) C(13) 0.045(1) 0.054(1) 0.044(1) -0.004(1) 0.004(1) 0.005(1) C(14) 0.048(1) 0.053(1) 0.048(2) 0.002(1) 0.006(1) -0.004(1) C(15) 0.080(2) 0.077(2) 0.034(1) -0.013(2) -0.002(2) 0.008(2) C(16) 0.046(2) 0.108(3) 0.083(3) -0.012(2) 0.006(2) -0.002(2) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00010|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1151 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0584 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0658 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 3.193 _refine_ls_shift/esd_max 0.0204 _refine_ls_shift/esd_mean 0.0034 _refine_diff_density_min 0.00 _refine_diff_density_max 0.00 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.471(7) 1_555 1_555 yes O(1) C(8) 1.375(7) 1_555 1_555 yes O(2) C(11) 1.333(6) 1_555 1_555 yes O(2) C(16) 1.432(8) 1_555 1_555 yes N(1) C(10) 1.434(7) 1_555 1_555 yes N(1) C(11) 1.270(7) 1_555 1_555 yes N(2) C(12) 1.137(7) 1_555 1_555 yes C(1) C(2) 1.533(7) 1_555 1_555 yes C(1) C(9) 1.543(8) 1_555 1_555 yes C(2) C(3) 1.526(7) 1_555 1_555 yes C(2) C(11) 1.495(7) 1_555 1_555 yes C(3) C(4) 1.380(8) 1_555 1_555 yes C(3) C(8) 1.363(7) 1_555 1_555 yes C(4) C(5) 1.430(10) 1_555 1_555 yes C(5) C(6) 1.380(10) 1_555 1_555 yes C(6) C(7) 1.376(9) 1_555 1_555 yes C(7) C(8) 1.409(9) 1_555 1_555 yes C(9) C(10) 1.595(7) 1_555 1_555 yes C(9) C(12) 1.469(7) 1_555 1_555 yes C(9) C(13) 1.506(7) 1_555 1_555 yes C(10) C(14) 1.508(7) 1_555 1_555 yes C(10) C(15) 1.543(8) 1_555 1_555 yes C(13) C(14) 1.312(7) 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) O(1) C(8) 106.3(4) 1_555 1_555 1_555 yes C(11) O(2) C(16) 118.1(5) 1_555 1_555 1_555 yes C(10) N(1) C(11) 120.7(5) 1_555 1_555 1_555 yes O(1) C(1) C(2) 106.3(4) 1_555 1_555 1_555 yes O(1) C(1) C(9) 107.0(4) 1_555 1_555 1_555 yes C(2) C(1) C(9) 113.9(4) 1_555 1_555 1_555 yes C(1) C(2) C(3) 101.0(5) 1_555 1_555 1_555 yes C(1) C(2) C(11) 114.6(5) 1_555 1_555 1_555 yes C(3) C(2) C(11) 115.5(5) 1_555 1_555 1_555 yes C(2) C(3) C(4) 130.6(6) 1_555 1_555 1_555 yes C(2) C(3) C(8) 108.3(5) 1_555 1_555 1_555 yes C(4) C(3) C(8) 120.9(6) 1_555 1_555 1_555 yes C(3) C(4) C(5) 116.9(6) 1_555 1_555 1_555 yes C(3) C(4) H(1) 127(1) 1_555 1_555 1_555 no C(5) C(4) H(1) 115(1) 1_555 1_555 1_555 no C(4) C(5) C(6) 120.3(6) 1_555 1_555 1_555 yes C(4) C(5) H(2) 111(1) 1_555 1_555 1_555 no C(6) C(5) H(2) 127(1) 1_555 1_555 1_555 no C(5) C(6) C(7) 123.1(7) 1_555 1_555 1_555 yes C(5) C(6) H(3) 109.9(7) 1_555 1_555 1_555 no C(7) C(6) H(3) 127.0(7) 1_555 1_555 1_555 no C(6) C(7) C(8) 115.1(6) 1_555 1_555 1_555 yes C(6) C(7) H(4) 125(1) 1_555 1_555 1_555 no C(8) C(7) H(4) 118(1) 1_555 1_555 1_555 no O(1) C(8) C(3) 113.8(5) 1_555 1_555 1_555 yes O(1) C(8) C(7) 122.6(6) 1_555 1_555 1_555 yes C(3) C(8) C(7) 123.6(6) 1_555 1_555 1_555 yes C(1) C(9) C(10) 116.1(4) 1_555 1_555 1_555 yes C(1) C(9) C(12) 108.0(4) 1_555 1_555 1_555 yes C(1) C(9) C(13) 120.5(5) 1_555 1_555 1_555 yes C(10) C(9) C(12) 116.1(5) 1_555 1_555 1_555 yes C(10) C(9) C(13) 84.7(4) 1_555 1_555 1_555 yes C(12) C(9) C(13) 110.1(5) 1_555 1_555 1_555 yes N(1) C(10) C(9) 118.2(4) 1_555 1_555 1_555 yes N(1) C(10) C(14) 109.9(5) 1_555 1_555 1_555 yes N(1) C(10) C(15) 109.8(5) 1_555 1_555 1_555 yes C(9) C(10) C(14) 84.4(4) 1_555 1_555 1_555 yes C(9) C(10) C(15) 116.0(5) 1_555 1_555 1_555 yes C(14) C(10) C(15) 116.5(5) 1_555 1_555 1_555 yes O(2) C(11) N(1) 120.9(5) 1_555 1_555 1_555 yes O(2) C(11) C(2) 109.6(5) 1_555 1_555 1_555 yes N(1) C(11) C(2) 129.4(5) 1_555 1_555 1_555 yes N(2) C(12) C(9) 177.1(7) 1_555 1_555 1_555 yes C(9) C(13) C(14) 95.2(4) 1_555 1_555 1_555 yes C(9) C(13) H(25) 127.7(6) 1_555 1_555 1_555 no C(14) C(13) H(25) 136.5(8) 1_555 1_555 1_555 no C(10) C(14) C(13) 95.4(4) 1_555 1_555 1_555 yes C(10) C(14) H(26) 128.7(10) 1_555 1_555 1_555 no C(13) C(14) H(26) 135(1) 1_555 1_555 1_555 no C(10) C(15) H(27) 108(1) 1_555 1_555 1_555 no C(10) C(15) H(28) 96(1) 1_555 1_555 1_555 no C(10) C(15) H(29) 112(1) 1_555 1_555 1_555 no H(27) C(15) H(28) 134(1) 1_555 1_555 1_555 no H(27) C(15) H(29) 106(1) 1_555 1_555 1_555 no H(28) C(15) H(29) 98.0(10) 1_555 1_555 1_555 no O(2) C(16) H(30) 111.3(8) 1_555 1_555 1_555 no O(2) C(16) H(31) 118.1(6) 1_555 1_555 1_555 no O(2) C(16) H(32) 123(1) 1_555 1_555 1_555 no H(30) C(16) H(31) 105(1) 1_555 1_555 1_555 no H(30) C(16) H(32) 95.9(7) 1_555 1_555 1_555 no H(31) C(16) H(32) 99(1) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ #========= CIF File of exo-3a ============== data_Kentax_Sakamoto_py-Fu1002_ #------------------------------------------------------------------------------ _audit_creation_date 'Wed Oct 30 09:12:52 1996' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 266.30 _chemical_formula_analytical ? _chemical_formula_sum 'C16 H14 N2 O2 ' _chemical_formula_moiety 'C16 H14 N2 O2 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 9.903(2) _cell_length_b 10.132(2) _cell_length_c 7.430(1) _cell_angle_alpha 91.75(1) _cell_angle_beta 105.73(2) _cell_angle_gamma 108.74(1) _cell_volume 673.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 22.3 _cell_measurement_theta_max 24.5 #------------------------------------------------------------------------------ _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' #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 280.00 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -0.08 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -3 -3 3 -4 -2 1 -4 -2 _diffrn_reflns_number 2777 _reflns_number_total 2616 _reflns_number_observed 2222 _reflns_observed_criterion >1.5sigma(I) _diffrn_reflns_av_R_equivalents 1.13 _diffrn_reflns_av_sigmaI/netI 0.045 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 4.65 _diffrn_reflns_theta_max 72.63 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 -0.10556 _diffrn_orient_matrix_UB_12 -0.03880 _diffrn_orient_matrix_UB_13 -0.08316 _diffrn_orient_matrix_UB_21 0.01344 _diffrn_orient_matrix_UB_22 0.09000 _diffrn_orient_matrix_UB_23 -0.05634 _diffrn_orient_matrix_UB_31 0.03383 _diffrn_orient_matrix_UB_32 -0.03797 _diffrn_orient_matrix_UB_33 -0.09897 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 32 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 28 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 4 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 4 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags O1 0.2927(2) 0.1787(2) 0.7975(3) 0.0356(7) Uani d . 1.00 . O2 0.1044(2) 0.3711(2) 1.1143(3) 0.0382(7) Uani d . 1.00 . N1 0.3506(3) 0.3956(3) 1.2218(4) 0.0338(8) Uani d . 1.00 . N2 0.6443(4) 0.1820(4) 0.9813(5) 0.060(1) Uani d . 1.00 . C1 0.4345(3) 0.1909(3) 1.1243(4) 0.0307(9) Uani d . 1.00 . C2 0.4466(4) 0.1308(4) 1.3116(5) 0.042(1) Uani d . 1.00 . C3 0.4762(4) 0.2506(4) 1.4143(5) 0.043(1) Uani d . 1.00 . C4 0.4699(4) 0.3372(4) 1.2497(5) 0.0343(9) Uani d . 1.00 . C5 0.5520(4) 0.1864(4) 1.0411(5) 0.039(1) Uani d . 1.00 . C6 0.6139(4) 0.4529(4) 1.2556(5) 0.049(1) Uani d . 1.00 . C7 0.2189(4) 0.3229(3) 1.1283(4) 0.0299(9) Uani d . 1.00 . C8 0.1593(3) 0.1768(3) 1.0214(4) 0.0258(8) Uani d . 1.00 . C9 0.2819(3) 0.1309(3) 0.9779(4) 0.0288(8) Uani d . 1.00 . C10 0.1402(5) 0.5079(4) 1.2169(5) 0.055(1) Uani d . 1.00 . C11 0.0639(3) 0.1730(3) 0.8215(4) 0.0274(8) Uani d . 1.00 . C12 -0.0805(4) 0.1721(3) 0.7492(5) 0.0350(9) Uani d . 1.00 . C13 -0.1324(4) 0.1778(4) 0.5557(5) 0.044(1) Uani d . 1.00 . C14 -0.0414(4) 0.1865(4) 0.4412(5) 0.045(1) Uani d . 1.00 . C15 0.1035(4) 0.1870(4) 0.5131(5) 0.041(1) Uani d . 1.00 . C16 0.1518(3) 0.1787(3) 0.7036(4) 0.0306(8) Uani d . 1.00 . H1 0.4316 0.0258 1.3329 0.0625 Uiso calc . 1.00 . H2 0.4878 0.2738 1.5607 0.0770 Uiso calc . 1.00 . H3 0.7009 0.4149 1.2867 0.0543 Uiso calc . 1.00 . H4 0.6338 0.5296 1.3517 0.0613 Uiso calc . 1.00 . H5 0.6059 0.4869 1.1252 0.0713 Uiso calc . 1.00 . H6 0.1871 0.5062 1.3579 0.0766 Uiso calc . 1.00 . H7 0.2186 0.5910 1.1641 0.0963 Uiso calc . 1.00 . H8 0.0401 0.5134 1.2068 0.0790 Uiso calc . 1.00 . H9 0.1030 0.1046 1.1000 0.0366 Uiso calc . 1.00 . H10 -0.1482 0.1627 0.8344 0.0512 Uiso calc . 1.00 . H11 -0.2387 0.1811 0.5032 0.0725 Uiso calc . 1.00 . H12 -0.0793 0.1931 0.2993 0.0669 Uiso calc . 1.00 . H13 0.1735 0.1981 0.4378 0.0619 Uiso calc . 1.00 . H14 0.2435 0.0174 0.9585 0.0343 Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.027(1) 0.057(2) 0.027(1) 0.018(1) 0.0099(10) 0.006(1) O(2) 0.038(1) 0.045(1) 0.035(1) 0.026(1) 0.004(1) -0.004(1) N(1) 0.034(2) 0.035(2) 0.032(2) 0.015(1) 0.005(1) 0.000(1) N(2) 0.047(2) 0.065(2) 0.079(3) 0.027(2) 0.028(2) 0.006(2) C(1) 0.026(2) 0.036(2) 0.030(2) 0.014(1) 0.006(1) 0.005(1) C(2) 0.032(2) 0.051(2) 0.042(2) 0.018(2) 0.006(2) 0.018(2) C(3) 0.035(2) 0.063(3) 0.035(2) 0.023(2) 0.007(2) 0.013(2) C(4) 0.030(2) 0.038(2) 0.032(2) 0.013(2) 0.004(1) 0.001(1) C(5) 0.032(2) 0.043(2) 0.045(2) 0.018(2) 0.009(2) 0.006(2) C(6) 0.035(2) 0.046(2) 0.053(2) 0.003(2) 0.006(2) -0.003(2) C(7) 0.035(2) 0.035(2) 0.025(2) 0.018(1) 0.011(1) 0.007(1) C(8) 0.025(2) 0.029(2) 0.025(2) 0.011(1) 0.009(1) 0.004(1) C(9) 0.027(2) 0.033(2) 0.028(2) 0.013(1) 0.007(1) 0.004(1) C(10) 0.063(3) 0.052(2) 0.051(2) 0.038(2) 0.003(2) -0.011(2) C(11) 0.026(2) 0.029(2) 0.026(2) 0.009(1) 0.007(1) 0.002(1) C(12) 0.028(2) 0.038(2) 0.037(2) 0.012(1) 0.007(1) 0.001(2) C(13) 0.032(2) 0.048(2) 0.045(2) 0.016(2) -0.003(2) 0.002(2) C(14) 0.045(2) 0.052(2) 0.031(2) 0.014(2) 0.001(2) 0.007(2) C(15) 0.039(2) 0.053(2) 0.025(2) 0.011(2) 0.009(2) 0.003(2) C(16) 0.026(2) 0.036(2) 0.027(2) 0.009(1) 0.006(1) 0.003(1) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00000|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2222 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0546 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0660 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 5.068 _refine_ls_shift/esd_max 0.0020 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -0.43 _refine_diff_density_max 0.22 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(9) 1.459(4) 1_555 1_555 yes O(1) C(16) 1.381(3) 1_555 1_555 yes O(2) C(7) 1.352(3) 1_555 1_555 yes O(2) C(10) 1.450(4) 1_555 1_555 yes N(1) C(4) 1.453(4) 1_555 1_555 yes N(1) C(7) 1.259(4) 1_555 1_555 yes N(2) C(5) 1.132(4) 1_555 1_555 yes C(1) C(2) 1.526(4) 1_555 1_555 yes C(1) C(4) 1.610(4) 1_555 1_555 yes C(1) C(5) 1.470(4) 1_555 1_555 yes C(1) C(9) 1.521(4) 1_555 1_555 yes C(2) C(3) 1.317(5) 1_555 1_555 yes C(3) C(4) 1.526(4) 1_555 1_555 yes C(4) C(6) 1.516(4) 1_555 1_555 yes C(7) C(8) 1.511(4) 1_555 1_555 yes C(8) C(9) 1.538(4) 1_555 1_555 yes C(8) C(11) 1.520(4) 1_555 1_555 yes C(11) C(12) 1.381(4) 1_555 1_555 yes C(11) C(16) 1.383(4) 1_555 1_555 yes C(12) C(13) 1.399(4) 1_555 1_555 yes C(13) C(14) 1.383(5) 1_555 1_555 yes C(14) C(15) 1.387(5) 1_555 1_555 yes C(15) C(16) 1.380(4) 1_555 1_555 yes #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(9) O(1) C(16) 105.2(2) 1_555 1_555 1_555 yes C(7) O(2) C(10) 116.8(3) 1_555 1_555 1_555 yes C(4) N(1) C(7) 120.5(3) 1_555 1_555 1_555 yes C(2) C(1) C(4) 84.4(2) 1_555 1_555 1_555 yes C(2) C(1) C(5) 113.4(3) 1_555 1_555 1_555 yes C(2) C(1) C(9) 115.1(3) 1_555 1_555 1_555 yes C(4) C(1) C(5) 114.8(3) 1_555 1_555 1_555 yes C(4) C(1) C(9) 116.8(3) 1_555 1_555 1_555 yes C(5) C(1) C(9) 110.3(3) 1_555 1_555 1_555 yes C(1) C(2) C(3) 95.6(3) 1_555 1_555 1_555 yes C(1) C(2) H(1) 126.9(3) 1_555 1_555 1_555 no C(3) C(2) H(1) 137.5(4) 1_555 1_555 1_555 no C(2) C(3) C(4) 95.4(3) 1_555 1_555 1_555 yes C(2) C(3) H(2) 131.0(4) 1_555 1_555 1_555 no C(4) C(3) H(2) 133.3(4) 1_555 1_555 1_555 no N(1) C(4) C(1) 117.4(3) 1_555 1_555 1_555 yes N(1) C(4) C(3) 111.8(3) 1_555 1_555 1_555 yes N(1) C(4) C(6) 109.2(3) 1_555 1_555 1_555 yes C(1) C(4) C(3) 84.6(2) 1_555 1_555 1_555 yes C(1) C(4) C(6) 115.9(3) 1_555 1_555 1_555 yes C(3) C(4) C(6) 116.3(3) 1_555 1_555 1_555 yes N(2) C(5) C(1) 178.2(4) 1_555 1_555 1_555 yes C(4) C(6) H(3) 110.0(3) 1_555 1_555 1_555 no C(4) C(6) H(4) 109.4(3) 1_555 1_555 1_555 no C(4) C(6) H(5) 109.9(3) 1_555 1_555 1_555 no H(3) C(6) H(4) 109.4(3) 1_555 1_555 1_555 no H(3) C(6) H(5) 107.2(3) 1_555 1_555 1_555 no H(4) C(6) H(5) 111.0(4) 1_555 1_555 1_555 no O(2) C(7) N(1) 121.3(3) 1_555 1_555 1_555 yes O(2) C(7) C(8) 109.2(3) 1_555 1_555 1_555 yes N(1) C(7) C(8) 129.5(3) 1_555 1_555 1_555 yes C(7) C(8) C(9) 112.9(2) 1_555 1_555 1_555 yes C(7) C(8) C(11) 111.2(2) 1_555 1_555 1_555 yes C(7) C(8) H(9) 109.1(3) 1_555 1_555 1_555 no C(9) C(8) C(11) 99.6(2) 1_555 1_555 1_555 yes C(9) C(8) H(9) 110.2(3) 1_555 1_555 1_555 no C(11) C(8) H(9) 113.7(3) 1_555 1_555 1_555 no O(1) C(9) C(1) 109.3(2) 1_555 1_555 1_555 yes O(1) C(9) C(8) 105.5(2) 1_555 1_555 1_555 yes O(1) C(9) H(14) 107.9(3) 1_555 1_555 1_555 no C(1) C(9) C(8) 114.9(3) 1_555 1_555 1_555 yes C(1) C(9) H(14) 110.9(3) 1_555 1_555 1_555 no C(8) C(9) H(14) 108.0(3) 1_555 1_555 1_555 no O(2) C(10) H(6) 109.3(3) 1_555 1_555 1_555 no O(2) C(10) H(7) 111.0(3) 1_555 1_555 1_555 no O(2) C(10) H(8) 102.8(3) 1_555 1_555 1_555 no H(6) C(10) H(7) 109.7(3) 1_555 1_555 1_555 no H(6) C(10) H(8) 105.0(4) 1_555 1_555 1_555 no H(7) C(10) H(8) 118.5(4) 1_555 1_555 1_555 no C(8) C(11) C(12) 132.3(3) 1_555 1_555 1_555 yes C(8) C(11) C(16) 107.5(3) 1_555 1_555 1_555 yes C(12) C(11) C(16) 120.1(3) 1_555 1_555 1_555 yes C(11) C(12) C(13) 117.8(3) 1_555 1_555 1_555 yes C(11) C(12) H(10) 120.6(3) 1_555 1_555 1_555 no C(13) C(12) H(10) 121.6(3) 1_555 1_555 1_555 no C(12) C(13) C(14) 121.1(3) 1_555 1_555 1_555 yes C(12) C(13) H(11) 117.5(4) 1_555 1_555 1_555 no C(14) C(13) H(11) 121.2(4) 1_555 1_555 1_555 no C(13) C(14) C(15) 121.3(3) 1_555 1_555 1_555 yes C(13) C(14) H(12) 120.9(4) 1_555 1_555 1_555 no C(15) C(14) H(12) 117.9(4) 1_555 1_555 1_555 no C(14) C(15) C(16) 116.8(3) 1_555 1_555 1_555 yes C(14) C(15) H(13) 123.7(3) 1_555 1_555 1_555 no C(16) C(15) H(13) 119.4(3) 1_555 1_555 1_555 no O(1) C(16) C(11) 112.9(3) 1_555 1_555 1_555 yes O(1) C(16) C(15) 124.1(3) 1_555 1_555 1_555 yes C(11) C(16) C(15) 122.9(3) 1_555 1_555 1_555 yes #---------------------------------------------------------------------------- #========== #=============# ==========#