data_global _audit_creation_date 'Wed Oct 17 04:30:53 2001' _audit_creation_method 'by teXsan' _audit_update_record ? _journal_coden_Cambridge 207 #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #------------------------------------------------------------------------------ # SUBMISSION DETAILS loop_ _publ_author_name 'Satou, Teizi' 'Shinmyozu, Teruo' _publ_contact_author_name 'Prof Teizi Satou' _publ_contact_author_address ; Venture Business Laboratory Kyushu University Hakozaki Fukuoka 812-8581 Japan ; _publ_contact_author_email ' usasatou@ms.ifoc.kyushu-u.ac.jp ' _publ_contact_author_fax ' +81-92-642-2735 ' _publ_contact_author_phone ' +81-92-642-2716 ' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal ' J. Chem. Soc., Perkin Trans. 1' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; Synthesis and structural analysis of 2,11-diaza[3.3](3,5)pyridinophane ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (2000). teXsan. Single Crystal Structure Analysis Software. Version 1.11. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; #------------------------------------------------------------------------------ data_33py _database_code_CSD 173247 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C14 H16 N4 ' _chemical_formula_moiety 'C14 H16 N4 ' _chemical_formula_weight 240.31 _chemical_melting_point '254.0 - 256.5' #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'Pnma' _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,1/2-z -x,1/2+y,-z 1/2-x,-y,1/2+z -x,-y,-z 1/2-x,1/2+y,1/2+z x,1/2-y,z 1/2+x,y,1/2-z _cell_length_a 8.1751(4) _cell_length_b 12.6839(9) _cell_length_c 11.4135(7) _cell_angle_alpha 89 _cell_angle_beta 89 _cell_angle_gamma 90 _cell_volume 1183.5(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 6569 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.4 _cell_measurement_temperature 93.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'platelet' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.050 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Higashi, 1995)' _exptl_absorpt_correction_T_min 0.822 _exptl_absorpt_correction_T_max 0.996 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 10318 _diffrn_reflns_av_R_equivalents 0.067 _diffrn_reflns_theta_max 27.47 _diffrn_measured_fraction_theta_max 0.9986 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.9986 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 0 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1421 _reflns_number_gt 637 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1313 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 1421 _refine_ls_number_parameters 91 _refine_ls_goodness_of_fit_ref 0.851 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0006 _refine_diff_density_max 0.62 _refine_diff_density_min -0.42 _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) ; #------------------------------------------------------------------------------ # 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 N(1) N 0.7877(2) 0.0923(2) 0.6599(2) 0.0378(7) Uani 1.00 d . . . N(2) N 0.3112(4) 0.2500 0.5812(3) 0.041(1) Uani 1.00 d S . . N(3) N 1.0346(5) 0.2500 0.3626(4) 0.027(1) Uani 0.67 d SP . . N(4) N 0.897(1) 0.2500 0.2888(7) 0.024(3) Uani 0.33 d SP . . C(1) C 0.8807(3) 0.1061(2) 0.5646(2) 0.0302(8) Uani 1.00 d . . . C(2) C 0.8219(3) 0.1277(2) 0.4542(2) 0.0239(7) Uani 1.00 d . . . C(3) C 0.6524(3) 0.1347(2) 0.4421(2) 0.0245(7) Uani 1.00 d . . . C(4) C 0.5518(3) 0.1278(2) 0.5388(2) 0.0247(7) Uani 1.00 d . . . C(5) C 0.6251(3) 0.1048(2) 0.6451(2) 0.0323(8) Uani 1.00 d . . . C(6) C 0.9367(3) 0.1510(2) 0.3520(2) 0.0301(7) Uani 1.00 d . . . C(7) C 0.3695(3) 0.1508(2) 0.5305(2) 0.0314(8) Uani 1.00 d . . . H(1) H 0.9961 0.1005 0.5739 0.0370 Uiso 1.00 calc . . . H(2) H 0.6056 0.1442 0.3667 0.0294 Uiso 1.00 calc . . . H(3) H 0.5561 0.0969 0.7116 0.0387 Uiso 1.00 calc . . . H(4) H 1.0431 0.1010 0.3608 0.0501 Uiso 1.00 calc . . . H(5) H 0.8592 0.1475 0.2738 0.0501 Uiso 1.00 calc . . . H(6) H 0.3420 0.1512 0.4494 0.0388 Uiso 1.00 calc . . . H(7) H 0.3137 0.0948 0.5683 0.0388 Uiso 1.00 calc . . . H(8) H 1.1034 0.2500 0.4437 0.0501 Uiso 0.67 calc SP . . H(9) H 0.7873 0.2500 0.2472 0.0501 Uiso 0.33 calc SP . . H(10) H 0.3215 0.2500 0.6743 0.0501 Uiso 1.00 calc S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N(1) 0.023(1) 0.061(2) 0.029(1) 0.008(1) 0.001(1) 0.014(1) N(2) 0.027(2) 0.042(2) 0.055(2) 0.0000 0.003(2) 0.0000 N(3) 0.019(2) 0.024(3) 0.038(3) 0.0000 0.003(2) 0.0000 N(4) 0.035(6) 0.020(5) 0.017(5) 0.0000 0.000(4) 0.0000 C(1) 0.016(1) 0.043(2) 0.032(2) 0.002(1) -0.001(1) 0.005(2) C(2) 0.018(1) 0.026(2) 0.028(1) 0.000(1) 0.000(1) 0.002(1) C(3) 0.023(1) 0.021(1) 0.029(1) -0.003(1) -0.006(1) 0.003(1) C(4) 0.017(1) 0.019(1) 0.038(2) -0.003(1) -0.001(1) 0.005(1) C(5) 0.024(1) 0.041(2) 0.032(2) 0.002(1) 0.004(1) 0.011(1) C(6) 0.027(1) 0.033(2) 0.031(2) 0.002(1) 0.007(1) 0.005(1) C(7) 0.019(1) 0.022(1) 0.053(2) 0.000(1) -0.001(1) 0.005(1) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS' _computing_cell_refinement 'PROCESS' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _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 N(1) C(1) 1.339(3) . . yes N(1) C(5) 1.350(3) . . yes N(2) C(7) 1.465(3) . . yes N(2) C(7) 1.465(3) . 7_555 yes N(3) N(4) 1.406(9) . . yes N(3) C(6) 1.494(3) . . yes N(3) C(6) 1.494(3) . 7_555 yes N(4) C(6) 1.485(5) . . yes N(4) C(6) 1.485(5) . 7_555 yes C(1) C(2) 1.376(3) . . yes C(2) C(3) 1.395(3) . . yes C(2) C(6) 1.527(3) . . yes C(3) C(4) 1.379(3) . . yes C(4) C(5) 1.384(3) . . yes C(4) C(7) 1.522(3) . . 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) N(1) C(5) 116.2(2) . . . yes C(7) N(2) C(7) 118.4(3) . . 7_555 yes N(4) N(3) C(6) 61.5(2) . . . yes N(4) N(3) C(6) 61.5(2) . . 7_555 yes C(6) N(3) C(6) 114.4(3) . . 7_555 yes N(3) N(4) C(6) 62.2(3) . . . yes N(3) N(4) C(6) 62.2(3) . . 7_555 yes C(6) N(4) C(6) 115.5(6) . . 7_555 yes N(1) C(1) C(2) 124.9(2) . . . yes C(1) C(2) C(3) 116.8(2) . . . yes C(1) C(2) C(6) 121.6(2) . . . yes C(3) C(2) C(6) 121.5(2) . . . yes C(2) C(3) C(4) 120.6(2) . . . yes C(3) C(4) C(5) 117.2(2) . . . yes C(3) C(4) C(7) 121.5(2) . . . yes C(5) C(4) C(7) 121.3(2) . . . yes N(1) C(5) C(4) 124.1(2) . . . yes N(3) C(6) N(4) 56.3(3) . . . yes N(3) C(6) C(2) 115.5(3) . . . yes N(4) C(6) C(2) 113.6(4) . . . yes N(2) C(7) C(4) 117.3(2) . . . yes #------------------------------------------------------------------------------ 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 N(1) C(1) C(2) C(3) -0.4(4) . . . . yes N(1) C(1) C(2) C(6) 175.1(3) . . . . yes N(1) C(5) C(4) C(3) 2.1(4) . . . . yes N(1) C(5) C(4) C(7) -174.3(3) . . . . yes N(2) C(7) C(4) C(3) -106.5(3) . . . . yes N(2) C(7) C(4) C(5) 69.8(3) . . . . yes N(2) C(7) C(4) C(3) 106.5(3) . 7_555 7_555 7_555 yes N(2) C(7) C(4) C(5) -69.8(3) . 7_555 7_555 7_555 yes N(3) N(4) C(6) C(2) 105.9(4) . . . . yes N(3) N(4) C(6) C(2) -105.9(4) . . 7_555 7_555 yes N(3) C(6) N(4) C(6) -33.2(5) . . . 7_555 yes N(3) C(6) C(2) C(1) -65.4(3) . . . . yes N(3) C(6) C(2) C(3) 109.8(3) . . . . yes N(3) C(6) N(4) C(6) 33.2(5) . 7_555 . . yes N(3) C(6) C(2) C(1) 65.4(3) . 7_555 7_555 7_555 yes N(3) C(6) C(2) C(3) -109.8(3) . 7_555 7_555 7_555 yes N(4) N(3) C(6) C(2) -102.5(4) . . . . yes N(4) N(3) C(6) C(2) 102.5(4) . . 7_555 7_555 yes N(4) C(6) N(3) C(6) 32.6(5) . . . 7_555 yes N(4) C(6) C(2) C(1) -127.9(4) . . . . yes N(4) C(6) C(2) C(3) 47.3(4) . . . . yes N(4) C(6) N(3) C(6) -32.6(5) . 7_555 . . yes N(4) C(6) C(2) C(1) 127.9(4) . 7_555 7_555 7_555 yes N(4) C(6) C(2) C(3) -47.3(4) . 7_555 7_555 7_555 yes C(1) N(1) C(5) C(4) 1.8(4) . . . . yes C(1) C(2) C(3) C(4) 4.5(4) . . . . yes C(2) C(1) N(1) C(5) -2.7(4) . . . . yes C(2) C(3) C(4) C(5) -5.3(4) . . . . yes C(2) C(3) C(4) C(7) 171.1(3) . . . . yes C(2) C(6) N(3) C(6) -69.9(4) . . . 7_555 yes C(2) C(6) N(4) C(6) 72.7(6) . . . 7_555 yes C(4) C(3) C(2) C(6) -171.0(2) . . . . yes C(4) C(7) N(2) C(7) 63.6(4) . . . 7_555 yes C(4) C(7) N(2) C(7) 63.6(4) . . . 7_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 ? ? ? ? ? ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(3) H(8) N(2) . . 1_655 1.085 2.317 3.373 164.009 no N(3) H(8) N(2) . . 7_655 1.085 2.317 3.373 164.009 no N(4) H(9) N(3) . . 2_455 1.019 2.417 3.435 176.774 no N(4) H(9) N(3) . . 8_455 1.019 2.417 3.435 176.774 no #------------------------------------------------------------------------------ #===END #------------------------------------------------------------------------------ data_SATOU2 _database_code_CSD 173248 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C28 H28 N4 O4 S2 ' _chemical_formula_moiety 'C28 H28 N4 O4 S2 ' _chemical_formula_weight 548.67 _chemical_melting_point '277.8 - 279.5' #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_Int_Tables_number 19 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 20.487(1) _cell_length_b 20.6726(8) _cell_length_c 6.1558(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2607.1(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9175 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.4 _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'unknown' _exptl_crystal_colour 'unknown' _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.247 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Higashi, 1995)' _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.976 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12704 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.9768 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.9768 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 7 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3324 _reflns_number_gt 1540 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1413 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3324 _refine_ls_number_parameters 344 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0193 _refine_diff_density_max 0.41 _refine_diff_density_min -0.36 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack 0.8(2) 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) ; 'S' 'S' 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # 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 S(1) S 0.0491(1) -0.09015(8) 0.8460(4) 0.0666(6) Uani 1.00 d . . . S(2) S 0.17026(9) 0.28842(7) 1.1304(3) 0.0435(4) Uani 1.00 d . . . O(1) O 0.0780(3) -0.0974(2) 0.6376(9) 0.100(2) Uani 1.00 d . . . O(2) O -0.0214(3) -0.0836(2) 0.869(1) 0.104(2) Uani 1.00 d . . . O(3) O 0.2356(2) 0.2749(2) 1.2008(7) 0.061(1) Uani 1.00 d . . . O(4) O 0.1180(3) 0.2811(2) 1.2843(7) 0.065(2) Uani 1.00 d . . . N(1) N 0.1875(3) 0.0709(3) 0.4326(9) 0.058(2) Uani 1.00 d . . . N(2) N -0.0057(3) 0.1164(2) 0.5583(10) 0.063(2) Uani 1.00 d . . . N(3) N 0.0801(3) -0.0271(2) 0.9631(9) 0.049(2) Uani 1.00 d . . . N(4) N 0.1552(3) 0.2403(2) 0.9271(8) 0.042(1) Uani 1.00 d . . . C(1) C 0.1740(4) 0.0256(3) 0.580(1) 0.050(2) Uani 1.00 d . . . C(2) C 0.1737(3) 0.0354(3) 0.800(1) 0.040(2) Uani 1.00 d . . . C(3) C 0.1897(3) 0.0966(3) 0.873(1) 0.042(2) Uani 1.00 d . . . C(4) C 0.1998(3) 0.1466(3) 0.726(1) 0.041(2) Uani 1.00 d . . . C(5) C 0.1980(4) 0.1308(3) 0.510(1) 0.048(2) Uani 1.00 d . . . C(6) C 0.2091(4) 0.2163(3) 0.791(1) 0.052(2) Uani 1.00 d . . . C(7) C 0.0909(3) 0.2497(3) 0.821(1) 0.050(2) Uani 1.00 d . . . C(8) C 0.0530(3) 0.1869(3) 0.795(1) 0.041(2) Uani 1.00 d . . . C(9) C 0.0230(3) 0.1730(3) 0.601(1) 0.049(2) Uani 1.00 d . . . C(10) C -0.0016(4) 0.0713(3) 0.711(1) 0.058(2) Uani 1.00 d . . . C(11) C 0.0272(3) 0.0795(3) 0.909(1) 0.045(2) Uani 1.00 d . . . C(12) C 0.0539(3) 0.1400(3) 0.956(1) 0.041(2) Uani 1.00 d . . . C(13) C 0.0386(4) 0.0234(3) 1.064(1) 0.055(2) Uani 1.00 d . . . C(14) C 0.1516(3) -0.0182(3) 0.956(1) 0.044(2) Uani 1.00 d . . . C(15) C 0.0747(4) -0.1588(3) 0.997(1) 0.048(2) Uani 1.00 d . . . C(16) C 0.0477(4) -0.1677(3) 1.202(1) 0.053(2) Uani 1.00 d . . . C(17) C 0.0655(4) -0.2216(3) 1.319(1) 0.054(2) Uani 1.00 d . . . C(18) C 0.1081(3) -0.2669(3) 1.241(1) 0.049(2) Uani 1.00 d . . . C(19) C 0.1350(4) -0.2565(3) 1.037(1) 0.053(2) Uani 1.00 d . . . C(20) C 0.1198(3) -0.2025(3) 0.915(1) 0.054(2) Uani 1.00 d . . . C(21) C 0.1245(4) -0.3266(3) 1.368(1) 0.069(3) Uani 1.00 d . . . C(22) C 0.1674(3) 0.3691(3) 1.032(1) 0.040(2) Uani 1.00 d . . . C(23) C 0.1381(4) 0.4170(3) 1.156(1) 0.052(2) Uani 1.00 d . . . C(24) C 0.1392(4) 0.4804(3) 1.081(1) 0.059(2) Uani 1.00 d . . . C(25) C 0.1684(4) 0.4963(3) 0.889(1) 0.053(2) Uani 1.00 d . . . C(26) C 0.1967(4) 0.4481(3) 0.766(1) 0.055(2) Uani 1.00 d . . . C(27) C 0.1962(4) 0.3848(3) 0.836(1) 0.054(2) Uani 1.00 d . . . C(28) C 0.1707(4) 0.5651(3) 0.808(2) 0.080(3) Uani 1.00 d . . . H(1) H 0.1645 -0.0192 0.5295 0.0629 Uiso 1.00 calc . . . H(2) H 0.1939 0.1036 1.0261 0.0477 Uiso 1.00 calc . . . H(3) H 0.2082 0.1641 0.4013 0.0573 Uiso 1.00 calc . . . H(4) H 0.2503 0.2186 0.8772 0.0716 Uiso 1.00 calc . . . H(5) H 0.2158 0.2424 0.6676 0.0716 Uiso 1.00 calc . . . H(6) H 0.0662 0.2797 0.9032 0.0644 Uiso 1.00 calc . . . H(7) H 0.0985 0.2679 0.6788 0.0644 Uiso 1.00 calc . . . H(8) H 0.0210 0.2070 0.4914 0.0592 Uiso 1.00 calc . . . H(9) H -0.0195 0.0286 0.6738 0.0792 Uiso 1.00 calc . . . H(10) H 0.0719 0.1487 1.1006 0.0555 Uiso 1.00 calc . . . H(11) H 0.0606 0.0375 1.1970 0.0725 Uiso 1.00 calc . . . H(12) H -0.0017 0.0039 1.1088 0.0725 Uiso 1.00 calc . . . H(13) H 0.1668 -0.0087 1.0994 0.0527 Uiso 1.00 calc . . . H(14) H 0.1714 -0.0588 0.9124 0.0527 Uiso 1.00 calc . . . H(15) H 0.0135 -0.1358 1.2555 0.0719 Uiso 1.00 calc . . . H(16) H 0.0455 -0.2262 1.4616 0.0717 Uiso 1.00 calc . . . H(17) H 0.1664 -0.2861 0.9797 0.0714 Uiso 1.00 calc . . . H(18) H 0.1392 -0.1919 0.7742 0.0660 Uiso 1.00 calc . . . H(19) H 0.1704 -0.3289 1.3954 0.0903 Uiso 1.00 calc . . . H(20) H 0.1121 -0.3643 1.2875 0.0903 Uiso 1.00 calc . . . H(21) H 0.1020 -0.3269 1.5033 0.0903 Uiso 1.00 calc . . . H(22) H 0.1192 0.4061 1.2968 0.0680 Uiso 1.00 calc . . . H(23) H 0.1176 0.5135 1.1588 0.0709 Uiso 1.00 calc . . . H(24) H 0.2173 0.4563 0.6268 0.0671 Uiso 1.00 calc . . . H(25) H 0.2142 0.3496 0.7482 0.0623 Uiso 1.00 calc . . . H(26) H 0.1947 0.5671 0.6726 0.0998 Uiso 1.00 calc . . . H(27) H 0.1294 0.5830 0.7880 0.0998 Uiso 1.00 calc . . . H(28) H 0.1949 0.5918 0.9106 0.0998 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 S(1) 0.096(2) 0.0391(9) 0.065(1) -0.014(1) -0.033(1) 0.0073(10) S(2) 0.062(1) 0.0337(8) 0.0351(9) -0.0052(8) -0.0033(9) 0.0052(7) O(1) 0.197(7) 0.056(3) 0.048(3) -0.026(4) -0.027(3) 0.004(3) O(2) 0.083(2) 0.064(3) 0.166(6) -0.023(3) -0.079(4) 0.036(4) O(3) 0.065(2) 0.052(3) 0.065(3) -0.004(2) -0.030(3) 0.008(3) O(4) 0.096(4) 0.055(3) 0.043(3) -0.009(3) 0.032(2) 0.004(2) N(1) 0.087(5) 0.054(3) 0.034(3) -0.005(3) 0.003(3) -0.001(2) N(2) 0.063(5) 0.048(3) 0.078(4) -0.002(3) -0.039(4) 0.002(3) N(3) 0.056(3) 0.033(2) 0.057(4) -0.007(2) -0.009(3) 0.008(2) N(4) 0.048(3) 0.035(3) 0.043(3) -0.006(2) -0.002(2) -0.001(2) C(1) 0.068(5) 0.040(3) 0.043(3) 0.006(4) 0.000(4) -0.007(2) C(2) 0.038(4) 0.042(3) 0.041(3) 0.004(3) -0.003(4) 0.004(2) C(3) 0.048(4) 0.045(3) 0.033(3) -0.003(3) -0.005(4) 0.001(2) C(4) 0.045(4) 0.040(3) 0.040(3) 0.001(3) 0.004(3) 0.001(2) C(5) 0.061(5) 0.046(3) 0.036(3) 0.009(3) 0.006(4) 0.010(3) C(6) 0.067(5) 0.038(3) 0.053(5) -0.002(3) 0.023(4) 0.003(3) C(7) 0.050(4) 0.041(3) 0.058(5) -0.005(3) -0.013(4) 0.002(4) C(8) 0.043(4) 0.032(3) 0.048(3) 0.005(2) 0.005(3) -0.001(2) C(9) 0.047(5) 0.046(3) 0.052(4) 0.003(3) -0.008(3) 0.005(3) C(10) 0.054(5) 0.043(4) 0.078(5) -0.001(3) -0.032(4) -0.003(3) C(11) 0.034(4) 0.040(3) 0.061(4) 0.003(3) 0.008(3) 0.001(3) C(12) 0.043(4) 0.044(3) 0.036(3) -0.002(3) 0.001(3) -0.001(2) C(13) 0.063(5) 0.043(3) 0.060(5) -0.004(3) 0.013(4) 0.006(3) C(14) 0.057(3) 0.036(3) 0.040(4) 0.004(3) -0.007(4) 0.000(3) C(15) 0.055(5) 0.037(3) 0.052(4) -0.013(3) -0.012(3) 0.001(2) C(16) 0.061(5) 0.043(3) 0.056(4) 0.001(4) 0.001(4) -0.005(3) C(17) 0.065(5) 0.045(3) 0.051(5) 0.000(3) 0.002(4) -0.002(3) C(18) 0.043(5) 0.043(3) 0.060(4) -0.005(3) -0.014(3) 0.001(3) C(19) 0.051(5) 0.040(4) 0.068(4) -0.001(3) 0.008(4) -0.004(3) C(20) 0.061(5) 0.045(4) 0.056(5) -0.011(3) 0.012(4) 0.000(3) C(21) 0.073(6) 0.051(4) 0.083(6) 0.005(4) -0.018(5) 0.022(4) C(22) 0.043(4) 0.031(2) 0.045(3) -0.008(3) -0.007(3) 0.007(2) C(23) 0.063(5) 0.045(3) 0.048(4) -0.006(3) 0.009(4) -0.002(3) C(24) 0.064(5) 0.041(3) 0.071(5) 0.004(3) 0.005(4) -0.006(3) C(25) 0.044(4) 0.041(3) 0.074(4) 0.000(3) -0.008(4) 0.013(3) C(26) 0.065(5) 0.043(3) 0.055(5) -0.009(3) 0.011(4) 0.020(3) C(27) 0.076(5) 0.039(3) 0.047(4) -0.002(3) 0.014(4) 0.005(3) C(28) 0.075(6) 0.040(3) 0.126(8) -0.002(4) -0.001(7) 0.032(4) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS' _computing_cell_refinement 'PROCESS' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _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 S(1) O(1) 1.421(6) . . yes S(1) O(2) 1.458(6) . . yes S(1) N(3) 1.620(5) . . yes S(1) C(15) 1.775(7) . . yes S(2) O(3) 1.435(5) . . yes S(2) O(4) 1.437(5) . . yes S(2) N(4) 1.628(5) . . yes S(2) C(22) 1.776(5) . . yes N(1) C(1) 1.334(7) . . yes N(1) C(5) 1.343(7) . . yes N(2) C(9) 1.335(8) . . yes N(2) C(10) 1.325(8) . . yes N(3) C(13) 1.483(8) . . yes N(3) C(14) 1.476(9) . . yes N(4) C(6) 1.471(8) . . yes N(4) C(7) 1.482(8) . . yes C(1) C(2) 1.372(9) . . yes C(2) C(3) 1.382(8) . . yes C(2) C(14) 1.533(8) . . yes C(3) C(4) 1.393(8) . . yes C(4) C(5) 1.372(9) . . yes C(4) C(6) 1.508(8) . . yes C(7) C(8) 1.521(8) . . yes C(8) C(9) 1.373(9) . . yes C(8) C(12) 1.385(8) . . yes C(10) C(11) 1.368(9) . . yes C(11) C(12) 1.396(8) . . yes C(11) C(13) 1.517(9) . . yes C(15) C(16) 1.389(9) . . yes C(15) C(20) 1.387(9) . . yes C(16) C(17) 1.376(8) . . yes C(17) C(18) 1.367(9) . . yes C(18) C(19) 1.390(9) . . yes C(18) C(21) 1.498(9) . . yes C(19) C(20) 1.378(9) . . yes C(22) C(23) 1.412(9) . . yes C(22) C(27) 1.382(8) . . yes C(23) C(24) 1.391(9) . . yes C(24) C(25) 1.37(1) . . yes C(25) C(26) 1.376(9) . . yes C(25) C(28) 1.507(8) . . yes C(26) C(27) 1.377(8) . . 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 O(1) S(1) O(2) 120.6(4) . . . yes O(1) S(1) N(3) 108.8(3) . . . yes O(1) S(1) C(15) 105.4(4) . . . yes O(2) S(1) N(3) 105.8(3) . . . yes O(2) S(1) C(15) 108.5(3) . . . yes N(3) S(1) C(15) 107.1(3) . . . yes O(3) S(2) O(4) 118.4(3) . . . yes O(3) S(2) N(4) 106.9(3) . . . yes O(3) S(2) C(22) 108.5(3) . . . yes O(4) S(2) N(4) 107.6(3) . . . yes O(4) S(2) C(22) 107.4(3) . . . yes N(4) S(2) C(22) 107.8(3) . . . yes C(1) N(1) C(5) 116.1(5) . . . yes C(9) N(2) C(10) 116.6(6) . . . yes S(1) N(3) C(13) 121.8(5) . . . yes S(1) N(3) C(14) 118.5(4) . . . yes C(13) N(3) C(14) 119.6(5) . . . yes S(2) N(4) C(6) 120.1(4) . . . yes S(2) N(4) C(7) 115.2(4) . . . yes C(6) N(4) C(7) 117.5(5) . . . yes N(1) C(1) C(2) 124.8(6) . . . yes C(1) C(2) C(3) 117.1(6) . . . yes C(1) C(2) C(14) 120.8(6) . . . yes C(3) C(2) C(14) 121.9(5) . . . yes C(2) C(3) C(4) 120.2(6) . . . yes C(3) C(4) C(5) 116.9(6) . . . yes C(3) C(4) C(6) 123.6(6) . . . yes C(5) C(4) C(6) 119.4(6) . . . yes N(1) C(5) C(4) 124.6(6) . . . yes N(4) C(6) C(4) 112.3(5) . . . yes N(4) C(7) C(8) 112.9(5) . . . yes C(7) C(8) C(9) 120.1(6) . . . yes C(7) C(8) C(12) 120.9(6) . . . yes C(9) C(8) C(12) 118.7(5) . . . yes N(2) C(9) C(8) 123.6(6) . . . yes N(2) C(10) C(11) 125.0(6) . . . yes C(10) C(11) C(12) 117.5(6) . . . yes C(10) C(11) C(13) 122.2(6) . . . yes C(12) C(11) C(13) 119.8(6) . . . yes C(8) C(12) C(11) 118.5(6) . . . yes N(3) C(13) C(11) 111.3(5) . . . yes N(3) C(14) C(2) 113.6(5) . . . yes S(1) C(15) C(16) 117.6(6) . . . yes S(1) C(15) C(20) 121.8(6) . . . yes C(16) C(15) C(20) 120.5(7) . . . yes C(15) C(16) C(17) 118.4(7) . . . yes C(16) C(17) C(18) 122.8(7) . . . yes C(17) C(18) C(19) 117.6(7) . . . yes C(17) C(18) C(21) 121.8(7) . . . yes C(19) C(18) C(21) 120.6(7) . . . yes C(18) C(19) C(20) 121.8(7) . . . yes C(15) C(20) C(19) 118.8(6) . . . yes S(2) C(22) C(23) 119.4(5) . . . yes S(2) C(22) C(27) 120.2(5) . . . yes C(23) C(22) C(27) 120.4(5) . . . yes C(22) C(23) C(24) 117.0(6) . . . yes C(23) C(24) C(25) 122.6(7) . . . yes C(24) C(25) C(26) 119.0(6) . . . yes C(24) C(25) C(28) 121.7(7) . . . yes C(26) C(25) C(28) 119.3(7) . . . yes C(25) C(26) C(27) 121.0(6) . . . yes C(22) C(27) C(26) 119.8(6) . . . yes #------------------------------------------------------------------------------ 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 S(1) N(3) C(13) C(11) -96.1(6) . . . . yes S(1) N(3) C(14) C(2) 106.5(5) . . . . yes S(1) C(15) C(16) C(17) 178.2(5) . . . . yes S(1) C(15) C(20) C(19) -176.7(5) . . . . yes S(2) N(4) C(6) C(4) 141.1(5) . . . . yes S(2) N(4) C(7) C(8) -129.9(5) . . . . yes S(2) C(22) C(23) C(24) 174.5(6) . . . . yes S(2) C(22) C(27) C(26) -176.6(6) . . . . yes O(1) S(1) N(3) C(13) 130.4(5) . . . . yes O(1) S(1) N(3) C(14) -45.8(6) . . . . yes O(1) S(1) C(15) C(16) -173.3(5) . . . . yes O(1) S(1) C(15) C(20) 6.5(7) . . . . yes O(2) S(1) N(3) C(13) -0.5(6) . . . . yes O(2) S(1) N(3) C(14) -176.7(5) . . . . yes O(2) S(1) C(15) C(16) -42.9(6) . . . . yes O(2) S(1) C(15) C(20) 136.9(6) . . . . yes O(3) S(2) N(4) C(6) -26.8(5) . . . . yes O(3) S(2) N(4) C(7) -176.3(4) . . . . yes O(3) S(2) C(22) C(23) -107.9(6) . . . . yes O(3) S(2) C(22) C(27) 72.3(6) . . . . yes O(4) S(2) N(4) C(6) -154.9(4) . . . . yes O(4) S(2) N(4) C(7) 55.6(5) . . . . yes O(4) S(2) C(22) C(23) 21.2(6) . . . . yes O(4) S(2) C(22) C(27) -158.6(6) . . . . yes N(1) C(1) C(2) C(3) -1(1) . . . . yes N(1) C(1) C(2) C(14) 174.5(7) . . . . yes N(1) C(5) C(4) C(3) 0(1) . . . . yes N(1) C(5) C(4) C(6) -177.4(7) . . . . yes N(2) C(9) C(8) C(7) 173.3(7) . . . . yes N(2) C(9) C(8) C(12) 0(1) . . . . yes N(2) C(10) C(11) C(12) 0(1) . . . . yes N(2) C(10) C(11) C(13) -171.3(7) . . . . yes N(3) S(1) C(15) C(16) 70.8(6) . . . . yes N(3) S(1) C(15) C(20) -109.3(6) . . . . yes N(3) C(13) C(11) C(10) 59.0(9) . . . . yes N(3) C(13) C(11) C(12) -112.7(7) . . . . yes N(3) C(14) C(2) C(1) -76.0(8) . . . . yes N(3) C(14) C(2) C(3) 99.4(7) . . . . yes N(4) S(2) C(22) C(23) 136.8(6) . . . . yes N(4) S(2) C(22) C(27) -43.0(6) . . . . yes N(4) C(6) C(4) C(3) -54.9(9) . . . . yes N(4) C(6) C(4) C(5) 121.8(7) . . . . yes N(4) C(7) C(8) C(9) -134.3(7) . . . . yes N(4) C(7) C(8) C(12) 38.7(8) . . . . yes C(1) N(1) C(5) C(4) 4(1) . . . . yes C(1) C(2) C(3) C(4) 5(1) . . . . yes C(2) C(1) N(1) C(5) -3(1) . . . . yes C(2) C(3) C(4) C(5) -4(1) . . . . yes C(2) C(3) C(4) C(6) 172.1(6) . . . . yes C(2) C(14) N(3) C(13) -69.8(7) . . . . yes C(4) C(3) C(2) C(14) -170.2(6) . . . . yes C(4) C(6) N(4) C(7) -70.1(7) . . . . yes C(6) N(4) S(2) C(22) 89.6(5) . . . . yes C(6) N(4) C(7) C(8) 79.8(7) . . . . yes C(7) N(4) S(2) C(22) -59.9(5) . . . . yes C(7) C(8) C(12) C(11) -169.8(6) . . . . yes C(8) C(9) N(2) C(10) -3(1) . . . . yes C(8) C(12) C(11) C(10) -3.6(10) . . . . yes C(8) C(12) C(11) C(13) 168.5(6) . . . . yes C(9) N(2) C(10) C(11) 2(1) . . . . yes C(9) C(8) C(12) C(11) 3.3(10) . . . . yes C(11) C(13) N(3) C(14) 80.0(7) . . . . yes C(13) N(3) S(1) C(15) -116.1(5) . . . . yes C(14) N(3) S(1) C(15) 67.7(6) . . . . yes C(15) C(16) C(17) C(18) 0(1) . . . . yes C(15) C(20) C(19) C(18) -2(1) . . . . yes C(16) C(15) C(20) C(19) 3(1) . . . . yes C(16) C(17) C(18) C(19) 1(1) . . . . yes C(16) C(17) C(18) C(21) -177.3(7) . . . . yes C(17) C(16) C(15) C(20) -1(1) . . . . yes C(17) C(18) C(19) C(20) 0(1) . . . . yes C(20) C(19) C(18) C(21) 178.9(6) . . . . yes C(22) C(23) C(24) C(25) 4(1) . . . . yes C(22) C(27) C(26) C(25) 0(1) . . . . yes C(23) C(22) C(27) C(26) 3(1) . . . . yes C(23) C(24) C(25) C(26) -1(1) . . . . yes C(23) C(24) C(25) C(28) 178.3(7) . . . . yes C(24) C(23) C(22) C(27) -5(1) . . . . yes C(24) C(25) C(26) C(27) 0(1) . . . . yes C(27) C(26) C(25) C(28) 179.4(7) . . . . yes C(27) C(26) C(25) C(28) 179.4(7) . . . . 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 O(1) C(16) 3.113(9) . 1_554 ? O(1) C(17) 3.242(8) . 1_554 ? #------------------------------------------------------------------------------ #------------------------------------------------------------------------------