# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_General _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef 'web_deposit_cif_file_0_Byung-SoonKim_1304053820.cif' _audit_creation_date 2011-04-28 _audit_creation_method 'by CrystalStructure 4.0' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Shinya Matsumoto' _publ_contact_author_email smatsu@edhs.ynu.ac.jp _publ_contact_author_fax 'ENTER FAX NUMBER' _publ_contact_author_phone 'ENTER PHONE NUMBER' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_footnote _publ_author_address ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Rigaku (2010). CrystalStructure. Version 4.0. Rigaku Corporation, Tokyo, Japan. Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M., Polidori, G., and Camalli, M. (1994) J. Appl. Cryst., 27, 435. SIR92 Sheldrick, G.M. (2008), Acta Cryst. A64, 112-122. Rigaku (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; loop_ _publ_author_name 'Byung-Soon Kim' T.Jindo R.Eto Y.Shinohara 'Young-A Son' 'Sung-Hoon Kim' S.Matsumoto #============================================================================== data__dye1 _database_code_depnum_ccdc_archive 'CCDC 811127' #TrackingRef 'web_deposit_cif_file_0_Byung-SoonKim_1296644454.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C40 H42 N6 O2 ' _chemical_formula_moiety 'C40 H42 N6 O2 ' _chemical_formula_weight 638.81 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 9.29748(17) _cell_length_b 17.0234(3) _cell_length_c 11.6312(2) _cell_angle_alpha 90.0000 _cell_angle_beta 96.4898(7) _cell_angle_gamma 90.0000 _cell_volume 1829.12(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 13362 _cell_measurement_theta_min 3.8 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 296.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680.00 _exptl_absorpt_coefficient_mu 0.577 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.847 _exptl_absorpt_correction_T_max 0.944 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 17033 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_theta_max 68.24 _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_full 0.957 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_ambient_temperature 296.1 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 3197 _reflns_number_gt 2081 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.0799 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 3197 _refine_ls_number_parameters 238 _refine_ls_goodness_of_fit_ref 1.342 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0010Fo^2^ + 1.0000\s(Fo^2^)]' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.28 _refine_diff_density_min -0.26 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; O O 0.049 0.032 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.48829(14) 0.08800(7) 0.16336(12) 0.0562(4) Uani 1.00 1 d . . . N(1) N 0.9585(2) 0.16806(12) 0.05674(19) 0.0798(7) Uani 1.00 1 d . . . N(2) N 0.83237(16) -0.02476(9) 0.05924(13) 0.0488(4) Uani 1.00 1 d . . . N(3) N 0.25840(19) -0.15484(10) 0.25170(17) 0.0656(5) Uani 1.00 1 d . . . C(1) C 0.9541(2) 0.10213(13) 0.03980(18) 0.0553(6) Uani 1.00 1 d . . . C(2) C 0.94488(19) 0.01794(11) 0.02412(16) 0.0470(5) Uani 1.00 1 d . . . C(3) C 0.7219(2) 0.01053(12) 0.09424(16) 0.0476(5) Uani 1.00 1 d . . . C(4) C 0.60257(19) -0.03150(11) 0.13118(16) 0.0461(5) Uani 1.00 1 d . . . C(5) C 0.5982(2) -0.11415(12) 0.13288(17) 0.0533(6) Uani 1.00 1 d . . . C(6) C 0.4862(2) -0.15516(12) 0.16953(18) 0.0561(6) Uani 1.00 1 d . . . C(7) C 0.3664(2) -0.11522(12) 0.20730(17) 0.0508(5) Uani 1.00 1 d . . . C(8) C 0.3660(2) -0.03262(11) 0.20206(16) 0.0490(5) Uani 1.00 1 d . . . C(9) C 0.48090(19) 0.00772(11) 0.16596(16) 0.0451(5) Uani 1.00 1 d . . . C(10) C 0.3631(2) 0.13236(12) 0.18308(18) 0.0557(6) Uani 1.00 1 d . . . C(11) C 0.3405(2) 0.13965(11) 0.30904(19) 0.0522(5) Uani 1.00 1 d . . . C(12) C 0.2179(2) 0.17777(15) 0.3381(2) 0.0733(7) Uani 1.00 1 d . . . C(13) C 0.1944(3) 0.18639(19) 0.4520(2) 0.0929(10) Uani 1.00 1 d . . . C(14) C 0.2909(3) 0.15631(18) 0.5390(2) 0.0892(10) Uani 1.00 1 d . . . C(15) C 0.4121(3) 0.11891(17) 0.5119(2) 0.0884(9) Uani 1.00 1 d . . . C(16) C 0.4373(2) 0.11089(14) 0.3971(2) 0.0695(7) Uani 1.00 1 d . . . C(17) C 0.1252(2) -0.11596(16) 0.2787(2) 0.0783(8) Uani 1.00 1 d . . . C(18) C 0.1383(3) -0.0811(2) 0.3987(2) 0.1167(13) Uani 1.00 1 d . . . C(19) C 0.2721(2) -0.23931(13) 0.2800(2) 0.0764(8) Uani 1.00 1 d . . . C(20) C 0.2156(3) -0.29078(18) 0.1818(2) 0.1017(10) Uani 1.00 1 d . . . H(1) H 0.7201 0.0663 0.0947 0.058 Uiso 1.00 1 c R . . H(2) H 0.6770 -0.1422 0.1074 0.065 Uiso 1.00 1 c R . . H(3) H 0.4871 -0.2110 0.1688 0.068 Uiso 1.00 1 c R . . H(4) H 0.2847 -0.0043 0.2228 0.059 Uiso 1.00 1 c R . . H(5) H 0.3728 0.1837 0.1528 0.068 Uiso 1.00 1 c R . . H(6) H 0.2802 0.1077 0.1434 0.067 Uiso 1.00 1 c R . . H(7) H 0.1506 0.1990 0.2786 0.088 Uiso 1.00 1 c R . . H(8) H 0.1101 0.2126 0.4710 0.113 Uiso 1.00 1 c R . . H(9) H 0.2731 0.1618 0.6174 0.108 Uiso 1.00 1 c R . . H(10) H 0.4786 0.0980 0.5722 0.105 Uiso 1.00 1 c R . . H(11) H 0.5235 0.0859 0.3795 0.083 Uiso 1.00 1 c R . . H(12) H 0.1041 -0.0742 0.2253 0.095 Uiso 1.00 1 c R . . H(13) H 0.0479 -0.1528 0.2709 0.096 Uiso 1.00 1 c R . . H(14) H 0.1095 -0.1197 0.4505 0.145 Uiso 1.00 1 c R . . H(15) H 0.0796 -0.0357 0.4020 0.145 Uiso 1.00 1 c R . . H(16) H 0.2368 -0.0676 0.4201 0.145 Uiso 1.00 1 c R . . H(17) H 0.3718 -0.2511 0.2994 0.093 Uiso 1.00 1 c R . . H(18) H 0.2210 -0.2501 0.3445 0.093 Uiso 1.00 1 c R . . H(19) H 0.1161 -0.3009 0.1869 0.122 Uiso 1.00 1 c R . . H(20) H 0.2673 -0.3390 0.1845 0.122 Uiso 1.00 1 c R . . H(21) H 0.2260 -0.2646 0.1111 0.122 Uiso 1.00 1 c R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0485(8) 0.0470(7) 0.0767(9) 0.0031(6) 0.0234(6) 0.0001(6) N(1) 0.0775(14) 0.0601(12) 0.1101(17) -0.0033(10) 0.0465(12) -0.0081(11) N(2) 0.0397(8) 0.0561(9) 0.0534(9) 0.0006(7) 0.0176(7) 0.0009(7) N(3) 0.0539(11) 0.0641(11) 0.0823(13) -0.0085(8) 0.0230(9) 0.0094(9) C(1) 0.0468(12) 0.0587(13) 0.0649(13) 0.0011(9) 0.0252(9) 0.0012(10) C(2) 0.0428(10) 0.0514(11) 0.0486(11) 0.0008(8) 0.0139(8) 0.0010(8) C(3) 0.0448(10) 0.0510(11) 0.0495(11) 0.0012(8) 0.0159(8) -0.0004(8) C(4) 0.0449(11) 0.0496(11) 0.0461(10) 0.0010(8) 0.0154(8) 0.0001(8) C(5) 0.0520(12) 0.0537(11) 0.0576(12) 0.0029(9) 0.0204(9) 0.0001(9) C(6) 0.0546(12) 0.0481(11) 0.0678(13) -0.0013(9) 0.0165(10) 0.0029(9) C(7) 0.0471(11) 0.0557(11) 0.0514(11) -0.0068(8) 0.0133(9) 0.0039(9) C(8) 0.0416(10) 0.0553(11) 0.0521(11) 0.0011(8) 0.0141(8) -0.0004(8) C(9) 0.0432(10) 0.0470(10) 0.0469(10) -0.0002(8) 0.0127(8) -0.0002(8) C(10) 0.0500(12) 0.0508(11) 0.0685(13) 0.0088(9) 0.0168(10) 0.0010(9) C(11) 0.0459(11) 0.0453(10) 0.0661(13) 0.0010(8) 0.0098(9) -0.0073(9) C(12) 0.0595(14) 0.0856(16) 0.0758(16) 0.0192(12) 0.0118(12) -0.0090(13) C(13) 0.0761(18) 0.118(2) 0.088(2) 0.0182(16) 0.0270(15) -0.0281(17) C(14) 0.091(2) 0.109(2) 0.0705(18) -0.0039(17) 0.0202(15) -0.0262(15) C(15) 0.100(2) 0.0973(19) 0.0649(16) 0.0090(16) -0.0062(14) -0.0122(14) C(16) 0.0594(14) 0.0763(15) 0.0718(15) 0.0147(11) 0.0027(11) -0.0139(12) C(17) 0.0534(14) 0.0888(17) 0.0970(19) -0.0101(12) 0.0273(13) 0.0124(14) C(18) 0.119(2) 0.141(2) 0.101(2) 0.018(2) 0.0602(19) 0.014(2) C(19) 0.0708(16) 0.0689(14) 0.0933(19) -0.0177(12) 0.0258(13) 0.0141(13) C(20) 0.094(2) 0.0780(17) 0.132(2) -0.0164(16) 0.0087(18) 0.0008(18) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) C(9) 1.369(2) yes . . O(1) C(10) 1.428(2) yes . . N(1) C(1) 1.139(3) yes . . N(2) C(2) 1.373(2) yes . . N(2) C(3) 1.295(2) yes . . N(3) C(7) 1.359(2) yes . . N(3) C(17) 1.469(3) yes . . N(3) C(19) 1.478(2) yes . . C(1) C(2) 1.446(2) yes . . C(2) C(2) 1.367(2) yes . 3_755 C(3) C(4) 1.427(2) yes . . C(4) C(5) 1.408(2) yes . . C(4) C(9) 1.412(2) yes . . C(5) C(6) 1.362(2) yes . . C(6) C(7) 1.417(2) yes . . C(7) C(8) 1.407(2) yes . . C(8) C(9) 1.375(2) yes . . C(10) C(11) 1.508(3) yes . . C(11) C(12) 1.386(3) yes . . C(11) C(16) 1.375(3) yes . . C(12) C(13) 1.374(3) yes . . C(13) C(14) 1.373(3) yes . . C(14) C(15) 1.361(4) yes . . C(15) C(16) 1.388(3) yes . . C(17) C(18) 1.509(4) yes . . C(19) C(20) 1.487(3) yes . . C(3) H(1) 0.950 no . . C(5) H(2) 0.950 no . . C(6) H(3) 0.950 no . . C(8) H(4) 0.950 no . . C(10) H(5) 0.950 no . . C(10) H(6) 0.950 no . . C(12) H(7) 0.950 no . . C(13) H(8) 0.950 no . . C(14) H(9) 0.950 no . . C(15) H(10) 0.950 no . . C(16) H(11) 0.950 no . . C(17) H(12) 0.950 no . . C(17) H(13) 0.950 no . . C(18) H(14) 0.950 no . . C(18) H(15) 0.950 no . . C(18) H(16) 0.950 no . . C(19) H(17) 0.950 no . . C(19) H(18) 0.950 no . . C(20) H(19) 0.950 no . . C(20) H(20) 0.950 no . . C(20) H(21) 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_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) O(1) C(10) 118.72(14) yes . . . C(2) N(2) C(3) 120.40(16) yes . . . C(7) N(3) C(17) 122.31(18) yes . . . C(7) N(3) C(19) 121.25(18) yes . . . C(17) N(3) C(19) 116.39(19) yes . . . N(1) C(1) C(2) 176.9(2) yes . . . N(2) C(2) C(1) 121.55(16) yes . . . N(2) C(2) C(2) 121.15(16) yes . . 3_755 C(1) C(2) C(2) 117.28(17) yes . . 3_755 N(2) C(3) C(4) 122.25(18) yes . . . C(3) C(4) C(5) 122.01(17) yes . . . C(3) C(4) C(9) 121.65(17) yes . . . C(5) C(4) C(9) 116.33(17) yes . . . C(4) C(5) C(6) 122.75(18) yes . . . C(5) C(6) C(7) 120.47(18) yes . . . N(3) C(7) C(6) 121.35(18) yes . . . N(3) C(7) C(8) 120.91(18) yes . . . C(6) C(7) C(8) 117.68(18) yes . . . C(7) C(8) C(9) 120.91(17) yes . . . O(1) C(9) C(4) 114.96(16) yes . . . O(1) C(9) C(8) 123.23(16) yes . . . C(4) C(9) C(8) 121.79(17) yes . . . O(1) C(10) C(11) 113.89(15) yes . . . C(10) C(11) C(12) 118.93(18) yes . . . C(10) C(11) C(16) 122.90(19) yes . . . C(12) C(11) C(16) 118.2(2) yes . . . C(11) C(12) C(13) 120.6(2) yes . . . C(12) C(13) C(14) 120.6(2) yes . . . C(13) C(14) C(15) 119.5(2) yes . . . C(14) C(15) C(16) 120.1(2) yes . . . C(11) C(16) C(15) 120.9(2) yes . . . N(3) C(17) C(18) 113.2(2) yes . . . N(3) C(19) C(20) 112.8(2) yes . . . N(2) C(3) H(1) 118.7 no . . . C(4) C(3) H(1) 119.0 no . . . C(4) C(5) H(2) 118.3 no . . . C(6) C(5) H(2) 118.9 no . . . C(5) C(6) H(3) 120.1 no . . . C(7) C(6) H(3) 119.4 no . . . C(7) C(8) H(4) 119.7 no . . . C(9) C(8) H(4) 119.4 no . . . O(1) C(10) H(5) 108.2 no . . . O(1) C(10) H(6) 108.6 no . . . C(11) C(10) H(5) 108.3 no . . . C(11) C(10) H(6) 108.3 no . . . H(5) C(10) H(6) 109.5 no . . . C(11) C(12) H(7) 119.5 no . . . C(13) C(12) H(7) 119.9 no . . . C(12) C(13) H(8) 120.0 no . . . C(14) C(13) H(8) 119.4 no . . . C(13) C(14) H(9) 120.0 no . . . C(15) C(14) H(9) 120.4 no . . . C(14) C(15) H(10) 119.4 no . . . C(16) C(15) H(10) 120.4 no . . . C(11) C(16) H(11) 119.7 no . . . C(15) C(16) H(11) 119.3 no . . . N(3) C(17) H(12) 108.3 no . . . N(3) C(17) H(13) 109.2 no . . . C(18) C(17) H(12) 107.4 no . . . C(18) C(17) H(13) 109.2 no . . . H(12) C(17) H(13) 109.5 no . . . C(17) C(18) H(14) 108.4 no . . . C(17) C(18) H(15) 111.8 no . . . C(17) C(18) H(16) 108.2 no . . . H(14) C(18) H(15) 109.5 no . . . H(14) C(18) H(16) 109.5 no . . . H(15) C(18) H(16) 109.5 no . . . N(3) C(19) H(17) 108.4 no . . . N(3) C(19) H(18) 109.1 no . . . C(20) C(19) H(17) 107.9 no . . . C(20) C(19) H(18) 109.1 no . . . H(17) C(19) H(18) 109.5 no . . . C(19) C(20) H(19) 108.8 no . . . C(19) C(20) H(20) 110.5 no . . . C(19) C(20) H(21) 109.1 no . . . H(19) C(20) H(20) 109.5 no . . . H(19) C(20) H(21) 109.5 no . . . H(20) C(20) H(21) 109.5 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) O(1) C(10) C(11) 79.4(2) ? . . . . C(10) O(1) C(9) C(4) 172.26(15) ? . . . . C(10) O(1) C(9) C(8) -9.2(2) ? . . . . C(2) N(2) C(3) C(4) 179.84(16) ? . . . . C(3) N(2) C(2) C(1) 8.7(2) ? . . . . C(3) N(2) C(2) C(2) -173.23(16) ? . . . 3_755 C(7) N(3) C(17) C(18) -87.1(2) ? . . . . C(17) N(3) C(7) C(6) -172.66(19) ? . . . . C(17) N(3) C(7) C(8) 10.2(2) ? . . . . C(7) N(3) C(19) C(20) -90.8(2) ? . . . . C(19) N(3) C(7) C(6) 10.0(2) ? . . . . C(19) N(3) C(7) C(8) -167.19(19) ? . . . . C(17) N(3) C(19) C(20) 91.7(2) ? . . . . C(19) N(3) C(17) C(18) 90.4(2) ? . . . . N(1) C(1) C(2) N(2) 34(3) ? . . . . N(1) C(1) C(2) C(2) -144(3) ? . . . 3_755 N(2) C(2) C(2) C(1) 1.9(2) ? . . 3_755 3_755 C(1) C(2) C(2) N(2) -1.9(2) ? . . 3_755 3_755 N(2) C(3) C(4) C(5) 0.6(2) ? . . . . N(2) C(3) C(4) C(9) -178.14(16) ? . . . . C(3) C(4) C(5) C(6) 178.98(18) ? . . . . C(3) C(4) C(9) O(1) -1.2(2) ? . . . . C(3) C(4) C(9) C(8) -179.73(17) ? . . . . C(5) C(4) C(9) O(1) -179.98(12) ? . . . . C(5) C(4) C(9) C(8) 1.5(2) ? . . . . C(9) C(4) C(5) C(6) -2.2(2) ? . . . . C(4) C(5) C(6) C(7) 0.6(2) ? . . . . C(5) C(6) C(7) N(3) -175.38(18) ? . . . . C(5) C(6) C(7) C(8) 1.9(2) ? . . . . N(3) C(7) C(8) C(9) 174.66(17) ? . . . . C(6) C(7) C(8) C(9) -2.6(2) ? . . . . C(7) C(8) C(9) O(1) -177.50(16) ? . . . . C(7) C(8) C(9) C(4) 0.9(2) ? . . . . O(1) C(10) C(11) C(12) -176.46(18) ? . . . . O(1) C(10) C(11) C(16) 4.3(2) ? . . . . C(10) C(11) C(12) C(13) -179.2(2) ? . . . . C(10) C(11) C(16) C(15) -179.99(18) ? . . . . C(12) C(11) C(16) C(15) 0.8(3) ? . . . . C(16) C(11) C(12) C(13) 0.0(2) ? . . . . C(11) C(12) C(13) C(14) -1.0(4) ? . . . . C(12) C(13) C(14) C(15) 1.2(4) ? . . . . C(13) C(14) C(15) C(16) -0.4(4) ? . . . . C(14) C(15) C(16) C(11) -0.6(4) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O(1) C(4) 3.567(2) ? . 3_655 O(1) C(5) 3.477(2) ? . 3_655 N(1) C(19) 3.407(3) ? . 2_655 N(2) C(8) 3.511(2) ? . 3_655 C(3) C(8) 3.471(2) ? . 3_655 C(3) C(9) 3.394(2) ? . 3_655 C(4) O(1) 3.567(2) ? . 3_655 C(4) C(4) 3.576(2) ? . 3_655 C(4) C(9) 3.479(2) ? . 3_655 C(5) O(1) 3.477(2) ? . 3_655 C(8) N(2) 3.511(2) ? . 3_655 C(8) C(3) 3.471(2) ? . 3_655 C(9) C(3) 3.394(2) ? . 3_655 C(9) C(4) 3.479(2) ? . 3_655 C(19) N(1) 3.407(3) ? . 2_645 O(1) H(2) 3.470 ? . 3_655 O(1) H(17) 3.042 ? . 2_655 O(1) H(20) 2.988 ? . 2_655 N(1) H(6) 3.216 ? . 1_655 N(1) H(7) 3.014 ? . 1_655 N(1) H(8) 2.725 ? . 4_654 N(1) H(18) 2.545 ? . 2_655 N(1) H(19) 3.181 ? . 2_655 N(1) H(21) 2.949 ? . 3_655 N(2) H(4) 3.374 ? . 3_655 N(2) H(6) 2.844 ? . 3_655 N(2) H(12) 3.118 ? . 1_655 N(3) H(10) 3.159 ? . 3_656 C(1) H(6) 3.135 ? . 1_655 C(1) H(7) 3.553 ? . 1_655 C(1) H(8) 3.599 ? . 4_654 C(1) H(12) 3.107 ? . 3_655 C(1) H(18) 3.359 ? . 2_655 C(1) H(21) 3.587 ? . 3_655 C(2) H(4) 3.387 ? . 3_655 C(2) H(6) 3.439 ? . 3_655 C(2) H(12) 3.057 ? . 1_655 C(2) H(12) 3.040 ? . 3_655 C(3) H(6) 3.418 ? . 3_655 C(5) H(5) 3.566 ? . 3_655 C(5) H(6) 3.527 ? . 3_655 C(5) H(9) 3.121 ? . 3_656 C(5) H(10) 3.592 ? . 3_656 C(6) H(5) 3.592 ? . 2_645 C(6) H(9) 3.148 ? . 3_656 C(6) H(10) 3.139 ? . 3_656 C(7) H(10) 2.812 ? . 3_656 C(8) H(1) 3.501 ? . 3_655 C(8) H(10) 3.060 ? . 3_656 C(9) H(10) 3.521 ? . 3_656 C(10) H(2) 3.361 ? . 3_655 C(10) H(3) 3.388 ? . 2_655 C(10) H(17) 3.153 ? . 2_655 C(11) H(3) 3.001 ? . 2_655 C(12) H(2) 3.256 ? . 2_655 C(12) H(3) 3.342 ? . 2_655 C(12) H(19) 3.107 ? . 2_555 C(13) H(2) 3.256 ? . 2_655 C(13) H(5) 3.496 ? . 4_555 C(13) H(14) 3.359 ? . 3_556 C(13) H(19) 3.152 ? . 2_555 C(14) H(5) 3.086 ? . 4_555 C(15) H(16) 3.385 ? . 3_656 C(15) H(17) 3.595 ? . 3_656 C(16) H(3) 3.225 ? . 2_655 C(16) H(16) 3.576 ? . 3_656 C(16) H(20) 3.124 ? . 2_655 C(18) H(10) 3.552 ? . 3_656 C(19) H(5) 3.556 ? . 2_645 C(20) H(1) 3.561 ? . 2_645 C(20) H(7) 3.492 ? . 2_545 C(20) H(8) 3.335 ? . 2_545 C(20) H(11) 3.345 ? . 2_645 C(20) H(14) 3.152 ? . 4_544 H(1) C(8) 3.501 ? . 3_655 H(1) C(20) 3.561 ? . 2_655 H(1) H(17) 3.485 ? . 2_655 H(1) H(18) 3.236 ? . 2_655 H(1) H(20) 3.023 ? . 2_655 H(2) O(1) 3.470 ? . 3_655 H(2) C(10) 3.361 ? . 3_655 H(2) C(12) 3.256 ? . 2_645 H(2) C(13) 3.256 ? . 2_645 H(2) H(5) 3.091 ? . 3_655 H(2) H(6) 3.046 ? . 3_655 H(2) H(7) 3.340 ? . 2_645 H(2) H(8) 3.356 ? . 2_645 H(2) H(9) 3.200 ? . 3_656 H(3) C(10) 3.388 ? . 2_645 H(3) C(11) 3.001 ? . 2_645 H(3) C(12) 3.342 ? . 2_645 H(3) C(16) 3.225 ? . 2_645 H(3) H(5) 2.933 ? . 2_645 H(3) H(9) 3.256 ? . 3_656 H(3) H(10) 3.558 ? . 3_656 H(3) H(11) 3.503 ? . 2_645 H(4) N(2) 3.374 ? . 3_655 H(4) C(2) 3.387 ? . 3_655 H(4) H(10) 3.448 ? . 3_656 H(5) C(5) 3.566 ? . 3_655 H(5) C(6) 3.592 ? . 2_655 H(5) C(13) 3.496 ? . 4_554 H(5) C(14) 3.086 ? . 4_554 H(5) C(19) 3.556 ? . 2_655 H(5) H(2) 3.091 ? . 3_655 H(5) H(3) 2.933 ? . 2_655 H(5) H(8) 3.520 ? . 4_554 H(5) H(9) 2.804 ? . 4_554 H(5) H(17) 2.623 ? . 2_655 H(6) N(1) 3.216 ? . 1_455 H(6) N(2) 2.844 ? . 3_655 H(6) C(1) 3.135 ? . 1_455 H(6) C(2) 3.439 ? . 3_655 H(6) C(3) 3.418 ? . 3_655 H(6) C(5) 3.527 ? . 3_655 H(6) H(2) 3.046 ? . 3_655 H(7) N(1) 3.014 ? . 1_455 H(7) C(1) 3.553 ? . 1_455 H(7) C(20) 3.492 ? . 2_555 H(7) H(2) 3.340 ? . 2_655 H(7) H(9) 3.304 ? . 4_554 H(7) H(13) 3.142 ? . 2_555 H(7) H(19) 2.556 ? . 2_555 H(8) N(1) 2.725 ? . 4_455 H(8) C(1) 3.599 ? . 4_455 H(8) C(20) 3.335 ? . 2_555 H(8) H(2) 3.356 ? . 2_655 H(8) H(5) 3.520 ? . 4_555 H(8) H(14) 2.815 ? . 3_556 H(8) H(19) 2.641 ? . 2_555 H(8) H(21) 3.186 ? . 2_555 H(9) C(5) 3.121 ? . 3_656 H(9) C(6) 3.148 ? . 3_656 H(9) H(2) 3.200 ? . 3_656 H(9) H(3) 3.256 ? . 3_656 H(9) H(5) 2.804 ? . 4_555 H(9) H(7) 3.304 ? . 4_555 H(9) H(13) 3.391 ? . 3_556 H(10) N(3) 3.159 ? . 3_656 H(10) C(5) 3.592 ? . 3_656 H(10) C(6) 3.139 ? . 3_656 H(10) C(7) 2.812 ? . 3_656 H(10) C(8) 3.060 ? . 3_656 H(10) C(9) 3.521 ? . 3_656 H(10) C(18) 3.552 ? . 3_656 H(10) H(3) 3.558 ? . 3_656 H(10) H(4) 3.448 ? . 3_656 H(10) H(11) 3.180 ? . 3_656 H(10) H(16) 2.688 ? . 3_656 H(10) H(17) 3.239 ? . 3_656 H(11) C(20) 3.345 ? . 2_655 H(11) H(3) 3.503 ? . 2_655 H(11) H(10) 3.180 ? . 3_656 H(11) H(16) 3.053 ? . 3_656 H(11) H(20) 2.510 ? . 2_655 H(11) H(21) 3.443 ? . 2_655 H(12) N(2) 3.118 ? . 1_455 H(12) C(1) 3.107 ? . 3_655 H(12) C(2) 3.057 ? . 1_455 H(12) C(2) 3.040 ? . 3_655 H(13) H(7) 3.142 ? . 2_545 H(13) H(9) 3.391 ? . 3_556 H(14) C(13) 3.359 ? . 3_556 H(14) C(20) 3.152 ? . 4_545 H(14) H(8) 2.815 ? . 3_556 H(14) H(19) 3.058 ? . 4_545 H(14) H(20) 3.026 ? . 4_545 H(14) H(21) 2.843 ? . 4_545 H(15) H(15) 3.103 ? . 3_556 H(16) C(15) 3.385 ? . 3_656 H(16) C(16) 3.576 ? . 3_656 H(16) H(10) 2.688 ? . 3_656 H(16) H(11) 3.053 ? . 3_656 H(16) H(20) 3.445 ? . 4_545 H(17) O(1) 3.042 ? . 2_645 H(17) C(10) 3.153 ? . 2_645 H(17) C(15) 3.595 ? . 3_656 H(17) H(1) 3.485 ? . 2_645 H(17) H(5) 2.623 ? . 2_645 H(17) H(10) 3.239 ? . 3_656 H(18) N(1) 2.545 ? . 2_645 H(18) C(1) 3.359 ? . 2_645 H(18) H(1) 3.236 ? . 2_645 H(18) H(21) 3.106 ? . 4_545 H(19) N(1) 3.181 ? . 2_645 H(19) C(12) 3.107 ? . 2_545 H(19) C(13) 3.152 ? . 2_545 H(19) H(7) 2.556 ? . 2_545 H(19) H(8) 2.641 ? . 2_545 H(19) H(14) 3.058 ? . 4_544 H(20) O(1) 2.988 ? . 2_645 H(20) C(16) 3.124 ? . 2_645 H(20) H(1) 3.023 ? . 2_645 H(20) H(11) 2.510 ? . 2_645 H(20) H(14) 3.026 ? . 4_544 H(20) H(16) 3.445 ? . 4_544 H(21) N(1) 2.949 ? . 3_655 H(21) C(1) 3.587 ? . 3_655 H(21) H(8) 3.186 ? . 2_545 H(21) H(11) 3.443 ? . 2_645 H(21) H(14) 2.843 ? . 4_544 H(21) H(18) 3.106 ? . 4_544 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'web_deposit_cif_file_1_Byung-SoonKim_1296644454.cif' #============================================================================== data__dye2 _database_code_depnum_ccdc_archive 'CCDC 811128' #TrackingRef 'web_deposit_cif_file_1_Byung-SoonKim_1296644454.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C38 H38 N6 O2 ' _chemical_formula_moiety 'C38 H38 N6 O2 ' _chemical_formula_weight 610.76 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 9.05098(16) _cell_length_b 18.4036(3) _cell_length_c 10.30599(19) _cell_angle_alpha 90.0000 _cell_angle_beta 95.8851(7) _cell_angle_gamma 90.0000 _cell_volume 1707.62(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 13040 _cell_measurement_theta_min 4.3 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 296.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.188 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648.00 _exptl_absorpt_coefficient_mu 0.596 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_T_max 0.942 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 15890 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_theta_max 68.24 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_ambient_temperature 296.1 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 3113 _reflns_number_gt 2399 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.0923 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 3113 _refine_ls_number_parameters 227 _refine_ls_goodness_of_fit_ref 1.783 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0010Fo^2^ + 1.0000\s(Fo^2^)]' _refine_ls_shift/su_max 0.0064 _refine_diff_density_max 0.52 _refine_diff_density_min -0.37 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.049 0.032 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.46612(15) 0.07864(7) 0.18561(15) 0.0634(4) Uani 1.00 1 d . . . N(1) N 0.8984(2) 0.15252(9) -0.0420(2) 0.0658(5) Uani 1.00 1 d . . . N(2) N 0.83329(16) -0.02079(8) 0.07767(15) 0.0473(4) Uani 1.00 1 d . . . N(3) N 0.2888(2) -0.14525(9) 0.35970(19) 0.0637(5) Uani 1.00 1 d . . . C(1) C 0.9175(2) 0.09281(10) -0.01880(19) 0.0488(5) Uani 1.00 1 d . . . C(2) C 0.93679(19) 0.01657(9) 0.01567(18) 0.0449(5) Uani 1.00 1 d . . . C(3) C 0.71294(19) 0.01051(10) 0.10647(18) 0.0457(4) Uani 1.00 1 d . . . C(4) C 0.60464(19) -0.02856(10) 0.17031(18) 0.0444(4) Uani 1.00 1 d . . . C(5) C 0.6182(2) -0.10344(10) 0.19500(19) 0.0513(5) Uani 1.00 1 d . . . C(6) C 0.5160(2) -0.14211(10) 0.2544(2) 0.0545(5) Uani 1.00 1 d . . . C(7) C 0.3894(2) -0.10762(11) 0.29611(19) 0.0504(5) Uani 1.00 1 d . . . C(8) C 0.3726(2) -0.03248(10) 0.27148(19) 0.0498(5) Uani 1.00 1 d . . . C(9) C 0.47743(19) 0.00516(10) 0.21174(18) 0.0452(4) Uani 1.00 1 d . . . C(10) C 0.3631(2) 0.12036(10) 0.2438(2) 0.0502(5) Uani 1.00 1 d . . . C(11) C 0.2582(2) 0.15669(12) 0.1628(2) 0.0615(6) Uani 1.00 1 d . . . C(12) C 0.1613(2) 0.20243(13) 0.2157(2) 0.0711(7) Uani 1.00 1 d . . . C(13) C 0.1684(2) 0.21236(12) 0.3489(2) 0.0691(7) Uani 1.00 1 d . . . C(14) C 0.2723(2) 0.17597(14) 0.4279(2) 0.0757(7) Uani 1.00 1 d . . . C(15) C 0.3719(2) 0.12969(13) 0.3764(2) 0.0694(7) Uani 1.00 1 d . . . C(16) C 0.1518(2) -0.11177(14) 0.3953(3) 0.0829(8) Uani 1.00 1 d . . . C(17) C 0.1713(4) -0.0744(2) 0.5253(3) 0.1236(14) Uani 1.00 1 d . . . C(18) C 0.3126(2) -0.22215(13) 0.3928(2) 0.0753(7) Uani 1.00 1 d . . . C(19) C 0.2710(3) -0.27174(14) 0.2826(2) 0.0814(8) Uani 1.00 1 d . . . H(1) H 0.6958 0.0600 0.0837 0.056 Uiso 1.00 1 c R . . H(2) H 0.7021 -0.1282 0.1684 0.063 Uiso 1.00 1 c R . . H(3) H 0.5298 -0.1927 0.2694 0.067 Uiso 1.00 1 c R . . H(4) H 0.2870 -0.0079 0.2951 0.061 Uiso 1.00 1 c R . . H(5) H 0.2528 0.1495 0.0712 0.075 Uiso 1.00 1 c R . . H(6) H 0.0883 0.2277 0.1602 0.086 Uiso 1.00 1 c R . . H(7) H 0.1000 0.2442 0.3838 0.084 Uiso 1.00 1 c R . . H(8) H 0.2758 0.1827 0.5196 0.091 Uiso 1.00 1 c R . . H(9) H 0.4465 0.1049 0.4311 0.083 Uiso 1.00 1 c R . . H(10) H 0.1201 -0.0761 0.3319 0.103 Uiso 1.00 1 c R . . H(11) H 0.0769 -0.1478 0.3975 0.103 Uiso 1.00 1 c R . . H(12) H 0.1524 -0.1084 0.5910 0.153 Uiso 1.00 1 c R . . H(13) H 0.1077 -0.0336 0.5296 0.153 Uiso 1.00 1 c R . . H(14) H 0.2719 -0.0590 0.5387 0.153 Uiso 1.00 1 c R . . H(15) H 0.4155 -0.2291 0.4181 0.092 Uiso 1.00 1 c R . . H(16) H 0.2577 -0.2345 0.4635 0.092 Uiso 1.00 1 c R . . H(17) H 0.1698 -0.2850 0.2847 0.100 Uiso 1.00 1 c R . . H(18) H 0.3308 -0.3143 0.2868 0.100 Uiso 1.00 1 c R . . H(19) H 0.2823 -0.2464 0.2039 0.100 Uiso 1.00 1 c R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0617(8) 0.0394(7) 0.0970(11) 0.0084(6) 0.0455(7) 0.0067(6) N(1) 0.0658(11) 0.0465(9) 0.0887(13) 0.0064(8) 0.0253(9) 0.0076(8) N(2) 0.0434(8) 0.0404(8) 0.0620(10) 0.0005(6) 0.0241(7) 0.0003(6) N(3) 0.0633(11) 0.0527(10) 0.0812(12) -0.0072(8) 0.0365(9) 0.0074(8) C(1) 0.0429(10) 0.0442(10) 0.0628(11) 0.0018(7) 0.0223(8) 0.0008(8) C(2) 0.0433(10) 0.0372(9) 0.0571(11) -0.0001(7) 0.0191(8) 0.0009(7) C(3) 0.0443(10) 0.0402(9) 0.0551(10) 0.0020(7) 0.0177(8) -0.0030(7) C(4) 0.0413(9) 0.0408(9) 0.0537(10) -0.0006(7) 0.0171(8) -0.0016(7) C(5) 0.0484(10) 0.0435(10) 0.0652(12) 0.0065(7) 0.0210(9) 0.0013(8) C(6) 0.0562(12) 0.0396(9) 0.0715(12) 0.0018(8) 0.0243(10) 0.0059(8) C(7) 0.0478(10) 0.0481(10) 0.0579(11) -0.0068(8) 0.0177(8) 0.0005(8) C(8) 0.0434(10) 0.0473(10) 0.0618(11) 0.0022(7) 0.0206(8) 0.0008(8) C(9) 0.0436(10) 0.0385(9) 0.0561(10) 0.0016(7) 0.0183(8) -0.0017(7) C(10) 0.0430(10) 0.0378(9) 0.0729(13) -0.0014(7) 0.0214(9) -0.0047(8) C(11) 0.0623(12) 0.0615(12) 0.0624(12) 0.0096(10) 0.0155(10) -0.0013(9) C(12) 0.0637(13) 0.0724(14) 0.0779(15) 0.0235(11) 0.0112(11) 0.0006(11) C(13) 0.0554(12) 0.0644(13) 0.0897(16) 0.0129(10) 0.0173(11) -0.0217(12) C(14) 0.0723(15) 0.0884(17) 0.0665(14) 0.0170(12) 0.0067(11) -0.0251(12) C(15) 0.0583(13) 0.0760(15) 0.0724(15) 0.0169(11) 0.0001(11) -0.0088(11) C(16) 0.0724(16) 0.0709(15) 0.115(2) -0.0075(12) 0.0534(15) 0.0099(14) C(17) 0.156(3) 0.118(2) 0.108(2) 0.039(2) 0.067(2) 0.006(2) C(18) 0.0835(17) 0.0642(13) 0.0833(15) -0.0177(11) 0.0339(13) 0.0105(12) C(19) 0.0852(18) 0.0679(15) 0.0935(18) -0.0067(13) 0.0216(14) 0.0082(13) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) C(9) 1.381(2) yes . . O(1) C(10) 1.390(2) yes . . N(1) C(1) 1.134(2) yes . . N(2) C(2) 1.372(2) yes . . N(2) C(3) 1.293(2) yes . . N(3) C(7) 1.364(2) yes . . N(3) C(16) 1.465(3) yes . . N(3) C(18) 1.467(2) yes . . C(1) C(2) 1.454(2) yes . . C(2) C(2) 1.364(2) yes . 3_755 C(3) C(4) 1.429(2) yes . . C(4) C(5) 1.404(2) yes . . C(4) C(9) 1.412(2) yes . . C(5) C(6) 1.361(2) yes . . C(6) C(7) 1.415(2) yes . . C(7) C(8) 1.411(2) yes . . C(8) C(9) 1.371(2) yes . . C(10) C(11) 1.372(2) yes . . C(10) C(15) 1.372(3) yes . . C(11) C(12) 1.369(3) yes . . C(12) C(13) 1.379(3) yes . . C(13) C(14) 1.356(3) yes . . C(14) C(15) 1.385(3) yes . . C(16) C(17) 1.500(4) yes . . C(18) C(19) 1.476(3) yes . . C(3) H(1) 0.950 no . . C(5) H(2) 0.950 no . . C(6) H(3) 0.950 no . . C(8) H(4) 0.950 no . . C(11) H(5) 0.950 no . . C(12) H(6) 0.950 no . . C(13) H(7) 0.950 no . . C(14) H(8) 0.950 no . . C(15) H(9) 0.950 no . . C(16) H(10) 0.950 no . . C(16) H(11) 0.950 no . . C(17) H(12) 0.950 no . . C(17) H(13) 0.950 no . . C(17) H(14) 0.950 no . . C(18) H(15) 0.950 no . . C(18) H(16) 0.950 no . . C(19) H(17) 0.950 no . . C(19) H(18) 0.950 no . . C(19) H(19) 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_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) O(1) C(10) 119.76(15) yes . . . C(2) N(2) C(3) 121.01(15) yes . . . C(7) N(3) C(16) 122.06(17) yes . . . C(7) N(3) C(18) 120.85(18) yes . . . C(16) N(3) C(18) 117.08(19) yes . . . N(1) C(1) C(2) 177.2(2) yes . . . N(2) C(2) C(1) 121.80(15) yes . . . N(2) C(2) C(2) 121.04(15) yes . . 3_755 C(1) C(2) C(2) 117.16(16) yes . . 3_755 N(2) C(3) C(4) 121.00(16) yes . . . C(3) C(4) C(5) 121.72(16) yes . . . C(3) C(4) C(9) 122.48(16) yes . . . C(5) C(4) C(9) 115.80(16) yes . . . C(4) C(5) C(6) 122.94(17) yes . . . C(5) C(6) C(7) 120.73(17) yes . . . N(3) C(7) C(6) 121.30(17) yes . . . N(3) C(7) C(8) 121.28(17) yes . . . C(6) C(7) C(8) 117.41(17) yes . . . C(7) C(8) C(9) 120.62(17) yes . . . O(1) C(9) C(4) 114.70(16) yes . . . O(1) C(9) C(8) 122.80(16) yes . . . C(4) C(9) C(8) 122.49(17) yes . . . O(1) C(10) C(11) 117.34(18) yes . . . O(1) C(10) C(15) 121.73(17) yes . . . C(11) C(10) C(15) 120.74(19) yes . . . C(10) C(11) C(12) 119.3(2) yes . . . C(11) C(12) C(13) 120.7(2) yes . . . C(12) C(13) C(14) 119.4(2) yes . . . C(13) C(14) C(15) 120.8(2) yes . . . C(10) C(15) C(14) 119.0(2) yes . . . N(3) C(16) C(17) 113.0(2) yes . . . N(3) C(18) C(19) 113.4(2) yes . . . N(2) C(3) H(1) 119.4 no . . . C(4) C(3) H(1) 119.6 no . . . C(4) C(5) H(2) 118.4 no . . . C(6) C(5) H(2) 118.6 no . . . C(5) C(6) H(3) 120.1 no . . . C(7) C(6) H(3) 119.2 no . . . C(7) C(8) H(4) 119.7 no . . . C(9) C(8) H(4) 119.6 no . . . C(10) C(11) H(5) 119.9 no . . . C(12) C(11) H(5) 120.8 no . . . C(11) C(12) H(6) 119.7 no . . . C(13) C(12) H(6) 119.6 no . . . C(12) C(13) H(7) 119.5 no . . . C(14) C(13) H(7) 121.1 no . . . C(13) C(14) H(8) 118.9 no . . . C(15) C(14) H(8) 120.3 no . . . C(10) C(15) H(9) 119.7 no . . . C(14) C(15) H(9) 121.2 no . . . N(3) C(16) H(10) 108.8 no . . . N(3) C(16) H(11) 109.7 no . . . C(17) C(16) H(10) 107.3 no . . . C(17) C(16) H(11) 108.5 no . . . H(10) C(16) H(11) 109.5 no . . . C(16) C(17) H(12) 108.7 no . . . C(16) C(17) H(13) 112.7 no . . . C(16) C(17) H(14) 106.9 no . . . H(12) C(17) H(13) 109.5 no . . . H(12) C(17) H(14) 109.5 no . . . H(13) C(17) H(14) 109.5 no . . . N(3) C(18) H(15) 108.0 no . . . N(3) C(18) H(16) 109.4 no . . . C(19) C(18) H(15) 107.1 no . . . C(19) C(18) H(16) 109.3 no . . . H(15) C(18) H(16) 109.5 no . . . C(18) C(19) H(17) 108.2 no . . . C(18) C(19) H(18) 112.0 no . . . C(18) C(19) H(19) 108.2 no . . . H(17) C(19) H(18) 109.5 no . . . H(17) C(19) H(19) 109.5 no . . . H(18) C(19) H(19) 109.5 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) O(1) C(10) C(11) -121.32(19) ? . . . . C(9) O(1) C(10) C(15) 63.6(2) ? . . . . C(10) O(1) C(9) C(4) -167.27(15) ? . . . . C(10) O(1) C(9) C(8) 13.6(2) ? . . . . C(2) N(2) C(3) C(4) 179.58(16) ? . . . . C(3) N(2) C(2) C(1) 0.9(2) ? . . . . C(3) N(2) C(2) C(2) -179.47(16) ? . . . 3_755 C(7) N(3) C(16) C(17) -87.5(2) ? . . . . C(16) N(3) C(7) C(6) -175.6(2) ? . . . . C(16) N(3) C(7) C(8) 5.6(3) ? . . . . C(7) N(3) C(18) C(19) -80.5(2) ? . . . . C(18) N(3) C(7) C(6) 3.1(2) ? . . . . C(18) N(3) C(7) C(8) -175.73(18) ? . . . . C(16) N(3) C(18) C(19) 98.2(2) ? . . . . C(18) N(3) C(16) C(17) 93.8(2) ? . . . . N(1) C(1) C(2) N(2) 21(4) ? . . . . N(1) C(1) C(2) C(2) -159(3) ? . . . 3_755 N(2) C(2) C(2) C(1) 0.3(2) ? . . 3_755 3_755 C(1) C(2) C(2) N(2) -0.3(2) ? . . 3_755 3_755 N(2) C(3) C(4) C(5) -5.2(2) ? . . . . N(2) C(3) C(4) C(9) 175.23(16) ? . . . . C(3) C(4) C(5) C(6) -179.32(18) ? . . . . C(3) C(4) C(9) O(1) 0.04(19) ? . . . . C(3) C(4) C(9) C(8) 179.15(17) ? . . . . C(5) C(4) C(9) O(1) -179.59(15) ? . . . . C(5) C(4) C(9) C(8) -0.5(2) ? . . . . C(9) C(4) C(5) C(6) 0.3(2) ? . . . . C(4) C(5) C(6) C(7) -0.7(3) ? . . . . C(5) C(6) C(7) N(3) -177.75(18) ? . . . . C(5) C(6) C(7) C(8) 1.1(2) ? . . . . N(3) C(7) C(8) C(9) 177.58(17) ? . . . . C(6) C(7) C(8) C(9) -1.3(2) ? . . . . C(7) C(8) C(9) O(1) -179.96(12) ? . . . . C(7) C(8) C(9) C(4) 1.0(2) ? . . . . O(1) C(10) C(11) C(12) -175.42(19) ? . . . . O(1) C(10) C(15) C(14) 175.50(19) ? . . . . C(11) C(10) C(15) C(14) 0.6(3) ? . . . . C(15) C(10) C(11) C(12) -0.3(3) ? . . . . C(10) C(11) C(12) C(13) 0.2(3) ? . . . . C(11) C(12) C(13) C(14) -0.4(3) ? . . . . C(12) C(13) C(14) C(15) 0.7(3) ? . . . . C(13) C(14) C(15) C(10) -0.8(3) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O(1) C(3) 2.757(2) ? . . O(1) C(4) 2.351(2) ? . . O(1) C(8) 2.416(2) ? . . O(1) C(11) 2.360(2) ? . . O(1) C(15) 2.413(2) ? . . N(1) N(2) 3.491(2) ? . . N(1) N(2) 3.477(2) ? . 3_755 N(1) N(3) 3.532(2) ? . 3_655 N(1) C(2) 2.587(2) ? . . N(1) C(2) 3.449(2) ? . 3_755 N(1) C(3) 3.538(2) ? . . N(1) C(7) 3.596(2) ? . 3_655 N(1) C(12) 3.502(2) ? . 1_655 N(1) C(18) 3.454(3) ? . 2_655 N(1) C(19) 3.505(3) ? . 2_655 N(1) C(19) 3.540(3) ? . 3_655 N(2) N(1) 3.491(2) ? . . N(2) N(1) 3.477(2) ? . 3_755 N(2) C(1) 2.469(2) ? . . N(2) C(1) 2.738(2) ? . 3_755 N(2) C(2) 2.382(2) ? . 3_755 N(2) C(4) 2.371(2) ? . . N(2) C(5) 2.837(2) ? . . N(2) C(11) 3.559(2) ? . 3_655 N(3) N(1) 3.532(2) ? . 3_655 N(3) C(6) 2.422(2) ? . . N(3) C(8) 2.419(2) ? . . N(3) C(17) 2.473(4) ? . . N(3) C(19) 2.460(3) ? . . C(1) N(2) 2.469(2) ? . . C(1) N(2) 2.738(2) ? . 3_755 C(1) C(2) 2.405(2) ? . 3_755 C(1) C(3) 2.807(2) ? . . C(2) N(1) 2.587(2) ? . . C(2) N(1) 3.449(2) ? . 3_755 C(2) N(2) 2.382(2) ? . 3_755 C(2) C(1) 2.405(2) ? . 3_755 C(2) C(3) 2.320(2) ? . . C(2) C(3) 3.564(2) ? . 3_755 C(3) O(1) 2.757(2) ? . . C(3) N(1) 3.538(2) ? . . C(3) C(1) 2.807(2) ? . . C(3) C(2) 2.320(2) ? . . C(3) C(2) 3.564(2) ? . 3_755 C(3) C(5) 2.475(2) ? . . C(3) C(9) 2.491(2) ? . . C(3) C(9) 3.556(2) ? . 3_655 C(4) O(1) 2.351(2) ? . . C(4) N(2) 2.371(2) ? . . C(4) C(6) 2.430(2) ? . . C(4) C(7) 2.848(2) ? . . C(4) C(8) 2.440(2) ? . . C(5) N(2) 2.837(2) ? . . C(5) C(3) 2.475(2) ? . . C(5) C(7) 2.413(2) ? . . C(5) C(8) 2.762(2) ? . . C(5) C(9) 2.386(2) ? . . C(6) N(3) 2.422(2) ? . . C(6) C(4) 2.430(2) ? . . C(6) C(8) 2.415(2) ? . . C(6) C(9) 2.762(2) ? . . C(6) C(18) 2.852(3) ? . . C(6) C(19) 3.290(3) ? . . C(7) N(1) 3.596(2) ? . 3_655 C(7) C(4) 2.848(2) ? . . C(7) C(5) 2.413(2) ? . . C(7) C(9) 2.417(2) ? . . C(7) C(16) 2.475(3) ? . . C(7) C(17) 3.287(4) ? . . C(7) C(18) 2.462(3) ? . . C(7) C(19) 3.203(3) ? . . C(8) O(1) 2.416(2) ? . . C(8) N(3) 2.419(2) ? . . C(8) C(4) 2.440(2) ? . . C(8) C(5) 2.762(2) ? . . C(8) C(6) 2.415(2) ? . . C(8) C(10) 2.828(2) ? . . C(8) C(15) 3.175(3) ? . . C(8) C(16) 2.877(3) ? . . C(8) C(17) 3.426(4) ? . . C(9) C(3) 2.491(2) ? . . C(9) C(3) 3.556(2) ? . 3_655 C(9) C(5) 2.386(2) ? . . C(9) C(6) 2.762(2) ? . . C(9) C(7) 2.417(2) ? . . C(9) C(10) 2.397(2) ? . . C(9) C(11) 3.430(2) ? . . C(9) C(15) 3.062(3) ? . . C(10) C(8) 2.828(2) ? . . C(10) C(9) 2.397(2) ? . . C(10) C(12) 2.365(2) ? . . C(10) C(13) 2.745(3) ? . . C(10) C(14) 2.376(3) ? . . C(11) O(1) 2.360(2) ? . . C(11) N(2) 3.559(2) ? . 3_655 C(11) C(9) 3.430(2) ? . . C(11) C(13) 2.389(3) ? . . C(11) C(14) 2.745(3) ? . . C(11) C(15) 2.385(3) ? . . C(12) N(1) 3.502(2) ? . 1_455 C(12) C(10) 2.365(2) ? . . C(12) C(14) 2.362(3) ? . . C(12) C(15) 2.743(3) ? . . C(13) C(10) 2.745(3) ? . . C(13) C(11) 2.389(3) ? . . C(13) C(15) 2.384(3) ? . . C(14) C(10) 2.376(3) ? . . C(14) C(11) 2.745(3) ? . . C(14) C(12) 2.362(3) ? . . C(15) O(1) 2.413(2) ? . . C(15) C(8) 3.175(3) ? . . C(15) C(9) 3.062(3) ? . . C(15) C(11) 2.385(3) ? . . C(15) C(12) 2.743(3) ? . . C(15) C(13) 2.384(3) ? . . C(16) C(7) 2.475(3) ? . . C(16) C(8) 2.877(3) ? . . C(16) C(18) 2.500(3) ? . . C(16) C(19) 3.382(3) ? . . C(17) N(3) 2.473(4) ? . . C(17) C(7) 3.287(4) ? . . C(17) C(8) 3.426(4) ? . . C(17) C(18) 3.354(4) ? . . C(18) N(1) 3.454(3) ? . 2_645 C(18) C(6) 2.852(3) ? . . C(18) C(7) 2.462(3) ? . . C(18) C(16) 2.500(3) ? . . C(18) C(17) 3.354(4) ? . . C(19) N(1) 3.505(3) ? . 2_645 C(19) N(1) 3.540(3) ? . 3_655 C(19) N(3) 2.460(3) ? . . C(19) C(6) 3.290(3) ? . . C(19) C(7) 3.203(3) ? . . C(19) C(16) 3.382(3) ? . . O(1) H(1) 2.448 ? . . O(1) H(4) 2.610 ? . . O(1) H(5) 2.520 ? . . O(1) H(9) 2.600 ? . . O(1) H(14) 3.527 ? . 3_656 O(1) H(18) 2.690 ? . 2_655 N(1) H(1) 2.903 ? . . N(1) H(5) 3.299 ? . 1_655 N(1) H(6) 2.910 ? . 1_655 N(1) H(7) 2.794 ? . 4_654 N(1) H(10) 3.291 ? . 3_655 N(1) H(16) 2.685 ? . 2_655 N(1) H(17) 3.012 ? . 2_655 N(1) H(17) 3.502 ? . 3_655 N(1) H(18) 3.566 ? . 2_655 N(1) H(19) 2.808 ? . 3_655 N(2) H(1) 1.944 ? . . N(2) H(2) 2.534 ? . . N(2) H(5) 2.885 ? . 3_655 N(3) H(3) 2.608 ? . . N(3) H(4) 2.614 ? . . N(3) H(9) 3.143 ? . 3_656 N(3) H(10) 1.986 ? . . N(3) H(11) 1.996 ? . . N(3) H(12) 2.876 ? . . N(3) H(13) 3.250 ? . . N(3) H(14) 2.451 ? . . N(3) H(15) 1.979 ? . . N(3) H(16) 1.995 ? . . N(3) H(17) 2.864 ? . . N(3) H(18) 3.232 ? . . N(3) H(19) 2.454 ? . . C(1) H(1) 2.437 ? . . C(1) H(4) 3.591 ? . 3_655 C(1) H(5) 3.253 ? . 1_655 C(1) H(6) 3.371 ? . 1_655 C(1) H(10) 3.224 ? . 3_655 C(1) H(17) 3.449 ? . 2_655 C(2) H(1) 2.490 ? . . C(2) H(5) 3.573 ? . 3_655 C(3) H(2) 2.636 ? . . C(3) H(5) 3.498 ? . 3_655 C(3) H(18) 3.443 ? . 2_655 C(4) H(1) 2.071 ? . . C(4) H(2) 2.036 ? . . C(4) H(3) 3.282 ? . . C(4) H(4) 3.290 ? . . C(4) H(14) 3.485 ? . 3_656 C(5) H(1) 3.321 ? . . C(5) H(3) 2.013 ? . . C(5) H(5) 3.204 ? . 3_655 C(5) H(8) 3.335 ? . 3_656 C(6) H(2) 1.998 ? . . C(6) H(4) 3.279 ? . . C(6) H(8) 2.938 ? . 3_656 C(6) H(9) 3.296 ? . 3_656 C(6) H(15) 2.559 ? . . C(6) H(19) 2.864 ? . . C(7) H(2) 3.264 ? . . C(7) H(3) 2.053 ? . . C(7) H(4) 2.055 ? . . C(7) H(9) 3.043 ? . 3_656 C(7) H(10) 2.568 ? . . C(7) H(11) 3.200 ? . . C(7) H(14) 2.955 ? . . C(7) H(15) 2.564 ? . . C(7) H(16) 3.204 ? . . C(7) H(19) 2.859 ? . . C(8) H(3) 3.275 ? . . C(8) H(9) 3.053 ? . . C(8) H(9) 3.581 ? . 3_656 C(8) H(10) 2.558 ? . . C(8) H(14) 3.028 ? . . C(9) H(1) 2.684 ? . . C(9) H(1) 3.492 ? . 3_655 C(9) H(2) 3.247 ? . . C(9) H(4) 2.017 ? . . C(9) H(5) 3.561 ? . . C(9) H(9) 2.948 ? . . C(9) H(14) 3.398 ? . 3_656 C(10) H(3) 3.581 ? . 2_655 C(10) H(4) 2.530 ? . . C(10) H(5) 2.021 ? . . C(10) H(6) 3.224 ? . . C(10) H(8) 3.237 ? . . C(10) H(9) 2.019 ? . . C(10) H(18) 3.066 ? . 2_655 C(11) H(2) 3.508 ? . 3_655 C(11) H(3) 3.402 ? . 2_655 C(11) H(4) 3.321 ? . . C(11) H(6) 2.016 ? . . C(11) H(7) 3.241 ? . . C(11) H(7) 3.578 ? . 4_554 C(11) H(8) 3.315 ? . 4_554 C(11) H(9) 3.239 ? . . C(12) H(2) 3.517 ? . 2_655 C(12) H(3) 3.388 ? . 2_655 C(12) H(5) 2.027 ? . . C(12) H(7) 2.024 ? . . C(12) H(7) 3.548 ? . 4_554 C(12) H(8) 3.217 ? . . C(12) H(8) 3.172 ? . 4_554 C(12) H(17) 3.005 ? . 2_555 C(13) H(2) 3.171 ? . 2_655 C(13) H(3) 3.562 ? . 2_655 C(13) H(5) 3.250 ? . . C(13) H(5) 3.455 ? . 4_555 C(13) H(6) 2.025 ? . . C(13) H(6) 3.537 ? . 4_555 C(13) H(8) 1.997 ? . . C(13) H(9) 3.244 ? . . C(13) H(12) 3.583 ? . 3_556 C(13) H(17) 3.225 ? . 2_555 C(14) H(3) 3.448 ? . 3_656 C(14) H(5) 3.547 ? . 4_555 C(14) H(6) 3.217 ? . . C(14) H(6) 3.531 ? . 4_555 C(14) H(7) 2.018 ? . . C(14) H(9) 2.046 ? . . C(14) H(15) 3.246 ? . 3_656 C(15) H(4) 2.752 ? . . C(15) H(5) 3.240 ? . . C(15) H(7) 3.248 ? . . C(15) H(8) 2.037 ? . . C(15) H(14) 3.503 ? . 3_656 C(15) H(15) 3.270 ? . 3_656 C(15) H(18) 3.473 ? . 2_655 C(16) H(4) 2.545 ? . . C(16) H(12) 2.017 ? . . C(16) H(13) 2.063 ? . . C(16) H(14) 1.995 ? . . C(16) H(15) 3.209 ? . . C(16) H(16) 2.524 ? . . C(16) H(17) 3.395 ? . . C(16) H(19) 3.450 ? . . C(17) H(4) 2.956 ? . . C(17) H(9) 3.488 ? . 3_656 C(17) H(10) 2.001 ? . . C(17) H(11) 2.015 ? . . C(17) H(13) 3.218 ? . 3_556 C(17) H(16) 3.130 ? . . C(17) H(18) 3.570 ? . 4_545 C(18) H(3) 2.508 ? . . C(18) H(9) 3.448 ? . 3_656 C(18) H(10) 3.229 ? . . C(18) H(11) 2.538 ? . . C(18) H(12) 3.356 ? . . C(18) H(14) 3.395 ? . . C(18) H(17) 1.989 ? . . C(18) H(18) 2.033 ? . . C(18) H(19) 1.989 ? . . C(18) H(19) 3.297 ? . 4_545 C(19) H(1) 3.389 ? . 2_645 C(19) H(3) 2.772 ? . . C(19) H(6) 3.364 ? . 2_545 C(19) H(11) 3.181 ? . . C(19) H(12) 3.079 ? . 4_544 C(19) H(15) 1.976 ? . . C(19) H(16) 2.002 ? . . C(19) H(16) 3.280 ? . 4_544 H(1) O(1) 2.448 ? . . H(1) N(1) 2.903 ? . . H(1) N(2) 1.944 ? . . H(1) C(1) 2.437 ? . . H(1) C(2) 2.490 ? . . H(1) C(4) 2.071 ? . . H(1) C(5) 3.321 ? . . H(1) C(9) 2.684 ? . . H(1) C(9) 3.492 ? . 3_655 H(1) C(19) 3.389 ? . 2_655 H(1) H(2) 3.572 ? . . H(1) H(17) 3.334 ? . 2_655 H(1) H(18) 2.694 ? . 2_655 H(2) N(2) 2.534 ? . . H(2) C(3) 2.636 ? . . H(2) C(4) 2.036 ? . . H(2) C(6) 1.998 ? . . H(2) C(7) 3.264 ? . . H(2) C(9) 3.247 ? . . H(2) C(11) 3.508 ? . 3_655 H(2) C(12) 3.517 ? . 2_645 H(2) C(13) 3.171 ? . 2_645 H(2) H(1) 3.572 ? . . H(2) H(3) 2.293 ? . . H(2) H(5) 2.574 ? . 3_655 H(2) H(7) 3.034 ? . 2_645 H(2) H(8) 3.355 ? . 3_656 H(3) N(3) 2.608 ? . . H(3) C(4) 3.282 ? . . H(3) C(5) 2.013 ? . . H(3) C(7) 2.053 ? . . H(3) C(8) 3.275 ? . . H(3) C(10) 3.581 ? . 2_645 H(3) C(11) 3.402 ? . 2_645 H(3) C(12) 3.388 ? . 2_645 H(3) C(13) 3.562 ? . 2_645 H(3) C(14) 3.448 ? . 3_656 H(3) C(18) 2.508 ? . . H(3) C(19) 2.772 ? . . H(3) H(2) 2.293 ? . . H(3) H(8) 2.660 ? . 3_656 H(3) H(9) 3.471 ? . 3_656 H(3) H(15) 2.048 ? . . H(3) H(16) 3.416 ? . . H(3) H(18) 2.889 ? . . H(3) H(19) 2.478 ? . . H(4) O(1) 2.610 ? . . H(4) N(3) 2.614 ? . . H(4) C(1) 3.591 ? . 3_655 H(4) C(4) 3.290 ? . . H(4) C(6) 3.279 ? . . H(4) C(7) 2.055 ? . . H(4) C(9) 2.017 ? . . H(4) C(10) 2.530 ? . . H(4) C(11) 3.321 ? . . H(4) C(15) 2.752 ? . . H(4) C(16) 2.545 ? . . H(4) C(17) 2.956 ? . . H(4) H(9) 2.819 ? . . H(4) H(10) 2.029 ? . . H(4) H(11) 3.431 ? . . H(4) H(13) 3.082 ? . . H(4) H(14) 2.698 ? . . H(5) O(1) 2.520 ? . . H(5) N(1) 3.299 ? . 1_455 H(5) N(2) 2.885 ? . 3_655 H(5) C(1) 3.253 ? . 1_455 H(5) C(2) 3.573 ? . 3_655 H(5) C(3) 3.498 ? . 3_655 H(5) C(5) 3.204 ? . 3_655 H(5) C(9) 3.561 ? . . H(5) C(10) 2.021 ? . . H(5) C(12) 2.027 ? . . H(5) C(13) 3.250 ? . . H(5) C(13) 3.455 ? . 4_554 H(5) C(14) 3.547 ? . 4_554 H(5) C(15) 3.240 ? . . H(5) H(2) 2.574 ? . 3_655 H(5) H(6) 2.325 ? . . H(5) H(7) 2.987 ? . 4_554 H(5) H(8) 3.144 ? . 4_554 H(6) N(1) 2.910 ? . 1_455 H(6) C(1) 3.371 ? . 1_455 H(6) C(10) 3.224 ? . . H(6) C(11) 2.016 ? . . H(6) C(13) 2.025 ? . . H(6) C(13) 3.537 ? . 4_554 H(6) C(14) 3.217 ? . . H(6) C(14) 3.531 ? . 4_554 H(6) C(19) 3.364 ? . 2_555 H(6) H(5) 2.325 ? . . H(6) H(7) 2.317 ? . . H(6) H(7) 2.907 ? . 4_554 H(6) H(8) 2.865 ? . 4_554 H(6) H(11) 2.767 ? . 2_555 H(6) H(16) 3.331 ? . 2_555 H(6) H(17) 2.471 ? . 2_555 H(7) N(1) 2.794 ? . 4_455 H(7) C(11) 3.241 ? . . H(7) C(11) 3.578 ? . 4_555 H(7) C(12) 2.024 ? . . H(7) C(12) 3.548 ? . 4_555 H(7) C(14) 2.018 ? . . H(7) C(15) 3.248 ? . . H(7) H(2) 3.034 ? . 2_655 H(7) H(5) 2.987 ? . 4_555 H(7) H(6) 2.317 ? . . H(7) H(6) 2.907 ? . 4_555 H(7) H(8) 2.306 ? . . H(7) H(11) 3.396 ? . 3_556 H(7) H(12) 3.414 ? . 3_556 H(7) H(17) 2.898 ? . 2_555 H(7) H(19) 3.489 ? . 2_555 H(8) C(5) 3.335 ? . 3_656 H(8) C(6) 2.938 ? . 3_656 H(8) C(10) 3.237 ? . . H(8) C(11) 3.315 ? . 4_555 H(8) C(12) 3.217 ? . . H(8) C(12) 3.172 ? . 4_555 H(8) C(13) 1.997 ? . . H(8) C(15) 2.037 ? . . H(8) H(2) 3.355 ? . 3_656 H(8) H(3) 2.660 ? . 3_656 H(8) H(5) 3.144 ? . 4_555 H(8) H(6) 2.865 ? . 4_555 H(8) H(7) 2.306 ? . . H(8) H(9) 2.357 ? . . H(8) H(11) 3.449 ? . 3_556 H(8) H(15) 2.929 ? . 3_656 H(9) O(1) 2.600 ? . . H(9) N(3) 3.143 ? . 3_656 H(9) C(6) 3.296 ? . 3_656 H(9) C(7) 3.043 ? . 3_656 H(9) C(8) 3.053 ? . . H(9) C(8) 3.581 ? . 3_656 H(9) C(9) 2.948 ? . . H(9) C(10) 2.019 ? . . H(9) C(11) 3.239 ? . . H(9) C(13) 3.244 ? . . H(9) C(14) 2.046 ? . . H(9) C(17) 3.488 ? . 3_656 H(9) C(18) 3.448 ? . 3_656 H(9) H(3) 3.471 ? . 3_656 H(9) H(4) 2.819 ? . . H(9) H(8) 2.357 ? . . H(9) H(14) 2.673 ? . 3_656 H(9) H(15) 2.966 ? . 3_656 H(9) H(18) 3.499 ? . 2_655 H(10) N(1) 3.291 ? . 3_655 H(10) N(3) 1.986 ? . . H(10) C(1) 3.224 ? . 3_655 H(10) C(7) 2.568 ? . . H(10) C(8) 2.558 ? . . H(10) C(17) 2.001 ? . . H(10) C(18) 3.229 ? . . H(10) H(4) 2.029 ? . . H(10) H(11) 1.551 ? . . H(10) H(12) 2.723 ? . . H(10) H(13) 2.196 ? . . H(10) H(13) 3.312 ? . 3_556 H(10) H(14) 2.436 ? . . H(10) H(16) 3.397 ? . . H(11) N(3) 1.996 ? . . H(11) C(7) 3.200 ? . . H(11) C(17) 2.015 ? . . H(11) C(18) 2.538 ? . . H(11) C(19) 3.181 ? . . H(11) H(4) 3.431 ? . . H(11) H(6) 2.767 ? . 2_545 H(11) H(7) 3.396 ? . 3_556 H(11) H(8) 3.449 ? . 3_556 H(11) H(10) 1.551 ? . . H(11) H(12) 2.166 ? . . H(11) H(13) 2.504 ? . . H(11) H(14) 2.716 ? . . H(11) H(15) 3.397 ? . . H(11) H(16) 2.335 ? . . H(11) H(17) 2.938 ? . . H(11) H(19) 3.389 ? . . H(12) N(3) 2.876 ? . . H(12) C(13) 3.583 ? . 3_556 H(12) C(16) 2.017 ? . . H(12) C(18) 3.356 ? . . H(12) C(19) 3.079 ? . 4_545 H(12) H(7) 3.414 ? . 3_556 H(12) H(10) 2.723 ? . . H(12) H(11) 2.166 ? . . H(12) H(13) 1.551 ? . . H(12) H(14) 1.551 ? . . H(12) H(16) 2.876 ? . . H(12) H(17) 2.791 ? . 4_545 H(12) H(18) 2.835 ? . 4_545 H(12) H(19) 3.098 ? . 4_545 H(13) N(3) 3.250 ? . . H(13) C(16) 2.063 ? . . H(13) C(17) 3.218 ? . 3_556 H(13) H(4) 3.082 ? . . H(13) H(10) 2.196 ? . . H(13) H(10) 3.312 ? . 3_556 H(13) H(11) 2.504 ? . . H(13) H(12) 1.551 ? . . H(13) H(13) 2.336 ? . 3_556 H(13) H(14) 1.551 ? . . H(14) O(1) 3.527 ? . 3_656 H(14) N(3) 2.451 ? . . H(14) C(4) 3.485 ? . 3_656 H(14) C(7) 2.955 ? . . H(14) C(8) 3.028 ? . . H(14) C(9) 3.398 ? . 3_656 H(14) C(15) 3.503 ? . 3_656 H(14) C(16) 1.995 ? . . H(14) C(18) 3.395 ? . . H(14) H(4) 2.698 ? . . H(14) H(9) 2.673 ? . 3_656 H(14) H(10) 2.436 ? . . H(14) H(11) 2.716 ? . . H(14) H(12) 1.551 ? . . H(14) H(13) 1.551 ? . . H(14) H(16) 3.321 ? . . H(14) H(18) 3.461 ? . 4_545 H(15) N(3) 1.979 ? . . H(15) C(6) 2.559 ? . . H(15) C(7) 2.564 ? . . H(15) C(14) 3.246 ? . 3_656 H(15) C(15) 3.270 ? . 3_656 H(15) C(16) 3.209 ? . . H(15) C(19) 1.976 ? . . H(15) H(3) 2.048 ? . . H(15) H(8) 2.929 ? . 3_656 H(15) H(9) 2.966 ? . 3_656 H(15) H(11) 3.397 ? . . H(15) H(16) 1.551 ? . . H(15) H(17) 2.696 ? . . H(15) H(18) 2.160 ? . . H(15) H(19) 2.425 ? . . H(15) H(19) 3.326 ? . 4_545 H(16) N(1) 2.685 ? . 2_645 H(16) N(3) 1.995 ? . . H(16) C(7) 3.204 ? . . H(16) C(16) 2.524 ? . . H(16) C(17) 3.130 ? . . H(16) C(19) 2.002 ? . . H(16) C(19) 3.280 ? . 4_545 H(16) H(3) 3.416 ? . . H(16) H(6) 3.331 ? . 2_545 H(16) H(10) 3.397 ? . . H(16) H(11) 2.335 ? . . H(16) H(12) 2.876 ? . . H(16) H(14) 3.321 ? . . H(16) H(15) 1.551 ? . . H(16) H(17) 2.143 ? . . H(16) H(17) 3.501 ? . 4_545 H(16) H(18) 2.482 ? . . H(16) H(18) 3.449 ? . 4_545 H(16) H(19) 2.716 ? . . H(16) H(19) 2.490 ? . 4_545 H(17) N(1) 3.012 ? . 2_645 H(17) N(1) 3.502 ? . 3_655 H(17) N(3) 2.864 ? . . H(17) C(1) 3.449 ? . 2_645 H(17) C(12) 3.005 ? . 2_545 H(17) C(13) 3.225 ? . 2_545 H(17) C(16) 3.395 ? . . H(17) C(18) 1.989 ? . . H(17) H(1) 3.334 ? . 2_645 H(17) H(6) 2.471 ? . 2_545 H(17) H(7) 2.898 ? . 2_545 H(17) H(11) 2.938 ? . . H(17) H(12) 2.791 ? . 4_544 H(17) H(15) 2.696 ? . . H(17) H(16) 2.143 ? . . H(17) H(16) 3.501 ? . 4_544 H(17) H(18) 1.551 ? . . H(17) H(19) 1.551 ? . . H(18) O(1) 2.690 ? . 2_645 H(18) N(1) 3.566 ? . 2_645 H(18) N(3) 3.232 ? . . H(18) C(3) 3.443 ? . 2_645 H(18) C(10) 3.066 ? . 2_645 H(18) C(15) 3.473 ? . 2_645 H(18) C(17) 3.570 ? . 4_544 H(18) C(18) 2.033 ? . . H(18) H(1) 2.694 ? . 2_645 H(18) H(3) 2.889 ? . . H(18) H(9) 3.499 ? . 2_645 H(18) H(12) 2.835 ? . 4_544 H(18) H(14) 3.461 ? . 4_544 H(18) H(15) 2.160 ? . . H(18) H(16) 2.482 ? . . H(18) H(16) 3.449 ? . 4_544 H(18) H(17) 1.551 ? . . H(18) H(19) 1.551 ? . . H(19) N(1) 2.808 ? . 3_655 H(19) N(3) 2.454 ? . . H(19) C(6) 2.864 ? . . H(19) C(7) 2.859 ? . . H(19) C(16) 3.450 ? . . H(19) C(18) 1.989 ? . . H(19) C(18) 3.297 ? . 4_544 H(19) H(3) 2.478 ? . . H(19) H(7) 3.489 ? . 2_545 H(19) H(11) 3.389 ? . . H(19) H(12) 3.098 ? . 4_544 H(19) H(15) 2.425 ? . . H(19) H(15) 3.326 ? . 4_544 H(19) H(16) 2.716 ? . . H(19) H(16) 2.490 ? . 4_544 H(19) H(17) 1.551 ? . . H(19) H(18) 1.551 ? . . #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'web_deposit_cif_file_2_Byung-SoonKim_1296644454.cif' #============================================================================== data__dye3 _database_code_depnum_ccdc_archive 'CCDC 811129' #TrackingRef 'web_deposit_cif_file_2_Byung-SoonKim_1296644454.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C30 H38 N6 O2 ' _chemical_formula_moiety 'C30 H38 N6 O2 ' _chemical_formula_weight 514.67 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 10.17467(18) _cell_length_b 10.78264(19) _cell_length_c 14.7446(3) _cell_angle_alpha 108.4307(7) _cell_angle_beta 93.4310(7) _cell_angle_gamma 105.4191(7) _cell_volume 1460.99(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 11455 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 296.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552.00 _exptl_absorpt_coefficient_mu 0.599 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.803 _exptl_absorpt_correction_T_max 0.942 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 13753 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_theta_max 68.23 _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 68.23 _diffrn_measured_fraction_theta_full 0.938 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_ambient_temperature 296.1 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 5016 _reflns_number_gt 3544 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.1067 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 5016 _refine_ls_number_parameters 381 _refine_ls_goodness_of_fit_ref 1.911 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0010Fo^2^ + 1.0000\s(Fo^2^)]' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.33 _refine_diff_density_min -0.42 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.049 0.032 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.18111(16) 0.95029(16) 0.57553(11) 0.0575(4) Uani 1.00 1 d . . . O(2) O 0.73346(18) 0.62574(17) -0.04558(11) 0.0640(5) Uani 1.00 1 d . . . N(1) N 0.3875(2) 0.6047(2) 0.38279(16) 0.0763(7) Uani 1.00 1 d . . . N(2) N 0.41342(18) 0.92183(19) 0.35977(12) 0.0517(5) Uani 1.00 1 d . . . N(3) N 0.1757(2) 1.4025(2) 0.59306(15) 0.0627(6) Uani 1.00 1 d . . . N(4) N 0.5836(2) 0.9976(2) 0.17789(19) 0.0886(9) Uani 1.00 1 d . . . N(5) N 0.56460(19) 0.6814(2) 0.20139(13) 0.0554(5) Uani 1.00 1 d . . . N(6) N 0.7579(2) 0.1813(2) -0.05683(16) 0.0746(7) Uani 1.00 1 d . . . C(1) C 0.4216(2) 0.6936(2) 0.35450(16) 0.0557(6) Uani 1.00 1 d . . . C(2) C 0.4558(2) 0.8079(2) 0.32072(15) 0.0500(6) Uani 1.00 1 d . . . C(3) C 0.3426(2) 0.9318(2) 0.43038(14) 0.0485(5) Uani 1.00 1 d . . . C(4) C 0.2942(2) 1.0482(2) 0.46884(15) 0.0479(5) Uani 1.00 1 d . . . C(5) C 0.3267(2) 1.1582(2) 0.43463(16) 0.0540(6) Uani 1.00 1 d . . . C(6) C 0.2884(2) 1.2739(2) 0.47269(16) 0.0559(6) Uani 1.00 1 d . . . C(7) C 0.2116(2) 1.2864(2) 0.55107(16) 0.0508(6) Uani 1.00 1 d . . . C(8) C 0.1737(2) 1.1746(2) 0.58390(16) 0.0511(6) Uani 1.00 1 d . . . C(9) C 0.2140(2) 1.0594(2) 0.54468(15) 0.0464(5) Uani 1.00 1 d . . . C(10) C 0.0926(2) 0.9509(2) 0.64695(16) 0.0564(6) Uani 1.00 1 d . . . C(11) C 0.0682(3) 0.8173(2) 0.6636(2) 0.0742(9) Uani 1.00 1 d . . . C(12) C 0.2135(2) 1.5200(2) 0.5616(2) 0.0689(8) Uani 1.00 1 d . . . C(13) C 0.3505(3) 1.6229(3) 0.6157(2) 0.0969(11) Uani 1.00 1 d . . . C(14) C 0.1092(2) 1.4221(2) 0.68023(18) 0.0646(7) Uani 1.00 1 d . . . C(15) C -0.0423(3) 1.3663(3) 0.6559(2) 0.0941(11) Uani 1.00 1 d . . . C(16) C 0.5565(2) 0.9104(2) 0.20842(17) 0.0604(7) Uani 1.00 1 d . . . C(17) C 0.5263(2) 0.7977(2) 0.24329(15) 0.0524(6) Uani 1.00 1 d . . . C(18) C 0.6188(2) 0.6647(2) 0.12249(15) 0.0543(6) Uani 1.00 1 d . . . C(19) C 0.6567(2) 0.5431(2) 0.07763(15) 0.0527(6) Uani 1.00 1 d . . . C(20) C 0.6335(2) 0.4369(2) 0.11511(16) 0.0611(7) Uani 1.00 1 d . . . C(21) C 0.6667(2) 0.3181(2) 0.07381(17) 0.0630(7) Uani 1.00 1 d . . . C(22) C 0.7281(2) 0.2997(2) -0.01138(17) 0.0602(7) Uani 1.00 1 d . . . C(23) C 0.7528(2) 0.4064(2) -0.04999(16) 0.0596(7) Uani 1.00 1 d . . . C(24) C 0.7158(2) 0.5232(2) -0.00784(16) 0.0534(6) Uani 1.00 1 d . . . C(25) C 0.7686(3) 0.6012(2) -0.13994(19) 0.0816(9) Uani 1.00 1 d . . . C(26) C 0.7543(4) 0.7127(3) -0.1738(2) 0.1044(12) Uani 1.00 1 d . . . C(27) C 0.8170(3) 0.1575(3) -0.1470(2) 0.0824(9) Uani 1.00 1 d . . . C(28) C 0.9675(3) 0.2163(4) -0.1293(3) 0.1283(17) Uani 1.00 1 d . . . C(29) C 0.7278(3) 0.0678(3) -0.0194(2) 0.0948(12) Uani 1.00 1 d . . . C(30) C 0.8408(4) 0.0785(5) 0.0536(3) 0.1354(19) Uani 1.00 1 d . . . H(1) H 0.3224 0.8604 0.4568 0.057 Uiso 1.00 1 c R . . H(2) H 0.3770 1.1513 0.3820 0.066 Uiso 1.00 1 c R . . H(3) H 0.3139 1.3467 0.4479 0.070 Uiso 1.00 1 c R . . H(4) H 0.1189 1.1789 0.6341 0.063 Uiso 1.00 1 c R . . H(5) H 0.1350 1.0246 0.7055 0.072 Uiso 1.00 1 c R . . H(6) H 0.0075 0.9600 0.6244 0.072 Uiso 1.00 1 c R . . H(7) H -0.0103 0.7515 0.6201 0.097 Uiso 1.00 1 c R . . H(8) H 0.0531 0.8283 0.7283 0.097 Uiso 1.00 1 c R . . H(9) H 0.1471 0.7867 0.6524 0.097 Uiso 1.00 1 c R . . H(10) H 0.2200 1.4891 0.4946 0.089 Uiso 1.00 1 c R . . H(11) H 0.1449 1.5657 0.5718 0.089 Uiso 1.00 1 c R . . H(12) H 0.3359 1.6880 0.6718 0.117 Uiso 1.00 1 c R . . H(13) H 0.3955 1.6690 0.5757 0.116 Uiso 1.00 1 c R . . H(14) H 0.4063 1.5744 0.6344 0.116 Uiso 1.00 1 c R . . H(15) H 0.1414 1.3765 0.7184 0.079 Uiso 1.00 1 c R . . H(16) H 0.1328 1.5172 0.7165 0.079 Uiso 1.00 1 c R . . H(17) H -0.0798 1.4352 0.6489 0.120 Uiso 1.00 1 c R . . H(18) H -0.0805 1.3350 0.7048 0.120 Uiso 1.00 1 c R . . H(19) H -0.0641 1.2918 0.5963 0.120 Uiso 1.00 1 c R . . H(20) H 0.6339 0.7344 0.0944 0.064 Uiso 1.00 1 c R . . H(21) H 0.5935 0.4480 0.1726 0.074 Uiso 1.00 1 c R . . H(22) H 0.6499 0.2485 0.1020 0.079 Uiso 1.00 1 c R . . H(23) H 0.7959 0.3974 -0.1061 0.070 Uiso 1.00 1 c R . . H(24) H 0.8615 0.5995 -0.1394 0.098 Uiso 1.00 1 c R . . H(25) H 0.7087 0.5158 -0.1824 0.097 Uiso 1.00 1 c R . . H(26) H 0.6622 0.6886 -0.2053 0.127 Uiso 1.00 1 c R . . H(27) H 0.8166 0.7283 -0.2173 0.127 Uiso 1.00 1 c R . . H(28) H 0.7724 0.7937 -0.1189 0.127 Uiso 1.00 1 c R . . H(29) H 0.7942 0.0619 -0.1815 0.099 Uiso 1.00 1 c R . . H(30) H 0.7790 0.1997 -0.1850 0.099 Uiso 1.00 1 c R . . H(31) H 0.9912 0.3089 -0.1266 0.177 Uiso 1.00 1 c R . . H(32) H 1.0084 0.1659 -0.1785 0.177 Uiso 1.00 1 c R . . H(33) H 1.0005 0.2131 -0.0686 0.177 Uiso 1.00 1 c R . . H(34) H 0.6471 0.0665 0.0101 0.124 Uiso 1.00 1 c R . . H(35) H 0.7120 -0.0161 -0.0715 0.124 Uiso 1.00 1 c R . . H(36) H 0.9030 0.0341 0.0220 0.190 Uiso 1.00 1 c R . . H(37) H 0.8059 0.0382 0.0994 0.190 Uiso 1.00 1 c R . . H(38) H 0.8878 0.1731 0.0860 0.190 Uiso 1.00 1 c R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0700(10) 0.0567(9) 0.0606(9) 0.0325(7) 0.0348(8) 0.0248(7) O(2) 0.0766(11) 0.0669(10) 0.0494(9) 0.0288(8) 0.0272(8) 0.0120(7) N(1) 0.0941(17) 0.0788(15) 0.0640(13) 0.0347(13) 0.0279(12) 0.0253(12) N(2) 0.0473(10) 0.0625(11) 0.0429(9) 0.0231(8) 0.0135(7) 0.0083(8) N(3) 0.0714(13) 0.0549(11) 0.0743(13) 0.0304(10) 0.0348(10) 0.0256(10) N(4) 0.0976(19) 0.0931(18) 0.0874(17) 0.0336(15) 0.0388(14) 0.0393(15) N(5) 0.0543(10) 0.0681(12) 0.0432(9) 0.0290(9) 0.0175(8) 0.0079(8) N(6) 0.0900(16) 0.0730(14) 0.0690(13) 0.0425(12) 0.0332(12) 0.0169(11) C(1) 0.0582(13) 0.0660(15) 0.0428(11) 0.0285(11) 0.0165(10) 0.0090(11) C(2) 0.0476(11) 0.0596(13) 0.0407(11) 0.0235(10) 0.0101(9) 0.0078(9) C(3) 0.0443(11) 0.0561(13) 0.0415(10) 0.0185(9) 0.0103(9) 0.0083(9) C(4) 0.0423(10) 0.0554(13) 0.0435(11) 0.0185(9) 0.0117(8) 0.0098(9) C(5) 0.0527(12) 0.0609(14) 0.0509(12) 0.0201(10) 0.0228(10) 0.0174(10) C(6) 0.0579(13) 0.0590(14) 0.0577(13) 0.0219(11) 0.0249(11) 0.0229(11) C(7) 0.0493(12) 0.0508(12) 0.0559(12) 0.0198(10) 0.0180(10) 0.0176(10) C(8) 0.0533(12) 0.0536(13) 0.0517(12) 0.0228(10) 0.0231(10) 0.0169(10) C(9) 0.0447(11) 0.0501(12) 0.0464(11) 0.0191(9) 0.0129(9) 0.0144(9) C(10) 0.0644(14) 0.0629(14) 0.0523(12) 0.0299(11) 0.0251(11) 0.0223(11) C(11) 0.0857(19) 0.0748(17) 0.0799(18) 0.0334(15) 0.0332(15) 0.0393(15) C(12) 0.0858(18) 0.0572(14) 0.0800(17) 0.0343(13) 0.0342(14) 0.0312(13) C(13) 0.095(2) 0.085(2) 0.109(2) 0.0174(17) 0.0380(19) 0.0368(18) C(14) 0.0710(16) 0.0592(14) 0.0663(15) 0.0280(12) 0.0219(12) 0.0163(12) C(15) 0.0782(19) 0.114(2) 0.107(2) 0.0450(18) 0.0361(17) 0.044(2) C(16) 0.0583(14) 0.0710(16) 0.0525(13) 0.0259(12) 0.0212(11) 0.0147(12) C(17) 0.0477(11) 0.0659(14) 0.0435(11) 0.0247(10) 0.0135(9) 0.0113(10) C(18) 0.0465(11) 0.0682(15) 0.0456(11) 0.0229(10) 0.0133(9) 0.0104(10) C(19) 0.0465(11) 0.0643(14) 0.0427(11) 0.0225(10) 0.0118(9) 0.0066(10) C(20) 0.0576(13) 0.0800(17) 0.0473(12) 0.0295(12) 0.0196(10) 0.0149(12) C(21) 0.0672(15) 0.0733(16) 0.0552(13) 0.0303(12) 0.0233(11) 0.0212(11) C(22) 0.0587(14) 0.0646(15) 0.0567(13) 0.0267(11) 0.0155(11) 0.0122(11) C(23) 0.0595(13) 0.0682(15) 0.0480(12) 0.0256(11) 0.0226(10) 0.0080(11) C(24) 0.0491(12) 0.0621(14) 0.0454(11) 0.0195(10) 0.0134(9) 0.0104(10) C(25) 0.112(2) 0.0690(17) 0.0622(15) 0.0248(16) 0.0423(16) 0.0176(13) C(26) 0.145(3) 0.085(2) 0.087(2) 0.027(2) 0.048(2) 0.0357(18) C(27) 0.091(2) 0.0832(19) 0.0732(17) 0.0464(16) 0.0182(15) 0.0101(14) C(28) 0.100(2) 0.193(4) 0.150(3) 0.085(2) 0.058(2) 0.095(3) C(29) 0.129(2) 0.085(2) 0.097(2) 0.062(2) 0.050(2) 0.0359(18) C(30) 0.130(3) 0.201(4) 0.144(3) 0.096(3) 0.060(2) 0.105(3) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) C(9) 1.360(3) yes . . O(1) C(10) 1.425(3) yes . . O(2) C(24) 1.364(3) yes . . O(2) C(25) 1.418(3) yes . . N(1) C(1) 1.143(4) yes . . N(2) C(2) 1.375(3) yes . . N(2) C(3) 1.294(2) yes . . N(3) C(7) 1.364(3) yes . . N(3) C(12) 1.450(3) yes . . N(3) C(14) 1.471(3) yes . . N(4) C(16) 1.143(4) yes . . N(5) C(17) 1.381(3) yes . . N(5) C(18) 1.299(2) yes . . N(6) C(22) 1.364(3) yes . . N(6) C(27) 1.468(4) yes . . N(6) C(29) 1.465(4) yes . . C(1) C(2) 1.438(4) yes . . C(2) C(17) 1.375(3) yes . . C(3) C(4) 1.432(3) yes . . C(4) C(5) 1.400(3) yes . . C(4) C(9) 1.417(3) yes . . C(5) C(6) 1.365(3) yes . . C(6) C(7) 1.425(3) yes . . C(7) C(8) 1.407(3) yes . . C(8) C(9) 1.375(3) yes . . C(10) C(11) 1.497(4) yes . . C(12) C(13) 1.514(3) yes . . C(14) C(15) 1.474(3) yes . . C(16) C(17) 1.432(4) yes . . C(18) C(19) 1.435(3) yes . . C(19) C(20) 1.394(4) yes . . C(19) C(24) 1.409(3) yes . . C(20) C(21) 1.374(3) yes . . C(21) C(22) 1.417(3) yes . . C(22) C(23) 1.410(4) yes . . C(23) C(24) 1.378(3) yes . . C(25) C(26) 1.477(5) yes . . C(27) C(28) 1.465(4) yes . . C(29) C(30) 1.483(6) yes . . C(3) H(1) 0.950 no . . C(5) H(2) 0.950 no . . C(6) H(3) 0.950 no . . C(8) H(4) 0.950 no . . C(10) H(5) 0.950 no . . C(10) H(6) 0.950 no . . C(11) H(7) 0.950 no . . C(11) H(8) 0.950 no . . C(11) H(9) 0.950 no . . C(12) H(10) 0.950 no . . C(12) H(11) 0.950 no . . C(13) H(12) 0.950 no . . C(13) H(13) 0.950 no . . C(13) H(14) 0.950 no . . C(14) H(15) 0.950 no . . C(14) H(16) 0.950 no . . C(15) H(17) 0.950 no . . C(15) H(18) 0.950 no . . C(15) H(19) 0.950 no . . C(18) H(20) 0.950 no . . C(20) H(21) 0.950 no . . C(21) H(22) 0.950 no . . C(23) H(23) 0.950 no . . C(25) H(24) 0.950 no . . C(25) H(25) 0.950 no . . C(26) H(26) 0.950 no . . C(26) H(27) 0.950 no . . C(26) H(28) 0.950 no . . C(27) H(29) 0.950 no . . C(27) H(30) 0.950 no . . C(28) H(31) 0.950 no . . C(28) H(32) 0.950 no . . C(28) H(33) 0.950 no . . C(29) H(34) 0.950 no . . C(29) H(35) 0.950 no . . C(30) H(36) 0.950 no . . C(30) H(37) 0.950 no . . C(30) H(38) 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_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) O(1) C(10) 118.58(19) yes . . . C(24) O(2) C(25) 118.4(2) yes . . . C(2) N(2) C(3) 121.0(2) yes . . . C(7) N(3) C(12) 122.5(2) yes . . . C(7) N(3) C(14) 121.8(2) yes . . . C(12) N(3) C(14) 115.4(2) yes . . . C(17) N(5) C(18) 120.6(2) yes . . . C(22) N(6) C(27) 122.7(2) yes . . . C(22) N(6) C(29) 121.2(2) yes . . . C(27) N(6) C(29) 116.0(2) yes . . . N(1) C(1) C(2) 176.0(2) yes . . . N(2) C(2) C(1) 122.1(2) yes . . . N(2) C(2) C(17) 119.8(2) yes . . . C(1) C(2) C(17) 118.1(2) yes . . . N(2) C(3) C(4) 121.1(2) yes . . . C(3) C(4) C(5) 121.5(2) yes . . . C(3) C(4) C(9) 121.8(2) yes . . . C(5) C(4) C(9) 116.7(2) yes . . . C(4) C(5) C(6) 123.2(2) yes . . . C(5) C(6) C(7) 119.9(2) yes . . . N(3) C(7) C(6) 121.4(2) yes . . . N(3) C(7) C(8) 120.9(2) yes . . . C(6) C(7) C(8) 117.6(2) yes . . . C(7) C(8) C(9) 121.4(2) yes . . . O(1) C(9) C(4) 115.8(2) yes . . . O(1) C(9) C(8) 123.0(2) yes . . . C(4) C(9) C(8) 121.2(2) yes . . . O(1) C(10) C(11) 107.4(2) yes . . . N(3) C(12) C(13) 112.9(2) yes . . . N(3) C(14) C(15) 111.8(2) yes . . . N(4) C(16) C(17) 177.1(2) yes . . . N(5) C(17) C(2) 120.1(2) yes . . . N(5) C(17) C(16) 122.2(2) yes . . . C(2) C(17) C(16) 117.7(2) yes . . . N(5) C(18) C(19) 120.9(2) yes . . . C(18) C(19) C(20) 121.6(2) yes . . . C(18) C(19) C(24) 121.7(2) yes . . . C(20) C(19) C(24) 116.6(2) yes . . . C(19) C(20) C(21) 123.5(2) yes . . . C(20) C(21) C(22) 119.6(2) yes . . . N(6) C(22) C(21) 121.5(2) yes . . . N(6) C(22) C(23) 120.8(2) yes . . . C(21) C(22) C(23) 117.6(2) yes . . . C(22) C(23) C(24) 121.3(2) yes . . . O(2) C(24) C(19) 116.0(2) yes . . . O(2) C(24) C(23) 122.7(2) yes . . . C(19) C(24) C(23) 121.3(2) yes . . . O(2) C(25) C(26) 109.1(2) yes . . . N(6) C(27) C(28) 112.2(2) yes . . . N(6) C(29) C(30) 113.4(2) yes . . . N(2) C(3) H(1) 119.2 no . . . C(4) C(3) H(1) 119.7 no . . . C(4) C(5) H(2) 118.2 no . . . C(6) C(5) H(2) 118.6 no . . . C(5) C(6) H(3) 120.4 no . . . C(7) C(6) H(3) 119.7 no . . . C(7) C(8) H(4) 119.2 no . . . C(9) C(8) H(4) 119.4 no . . . O(1) C(10) H(5) 110.3 no . . . O(1) C(10) H(6) 109.9 no . . . C(11) C(10) H(5) 109.9 no . . . C(11) C(10) H(6) 109.9 no . . . H(5) C(10) H(6) 109.5 no . . . C(10) C(11) H(7) 109.5 no . . . C(10) C(11) H(8) 110.3 no . . . C(10) C(11) H(9) 108.7 no . . . H(7) C(11) H(8) 109.5 no . . . H(7) C(11) H(9) 109.5 no . . . H(8) C(11) H(9) 109.5 no . . . N(3) C(12) H(10) 108.8 no . . . N(3) C(12) H(11) 109.5 no . . . C(13) C(12) H(10) 108.3 no . . . C(13) C(12) H(11) 107.8 no . . . H(10) C(12) H(11) 109.5 no . . . C(12) C(13) H(12) 109.8 no . . . C(12) C(13) H(13) 110.7 no . . . C(12) C(13) H(14) 107.9 no . . . H(12) C(13) H(13) 109.5 no . . . H(12) C(13) H(14) 109.5 no . . . H(13) C(13) H(14) 109.5 no . . . N(3) C(14) H(15) 108.8 no . . . N(3) C(14) H(16) 109.3 no . . . C(15) C(14) H(15) 108.8 no . . . C(15) C(14) H(16) 108.6 no . . . H(15) C(14) H(16) 109.5 no . . . C(14) C(15) H(17) 109.5 no . . . C(14) C(15) H(18) 110.9 no . . . C(14) C(15) H(19) 107.9 no . . . H(17) C(15) H(18) 109.5 no . . . H(17) C(15) H(19) 109.5 no . . . H(18) C(15) H(19) 109.5 no . . . N(5) C(18) H(20) 119.4 no . . . C(19) C(18) H(20) 119.7 no . . . C(19) C(20) H(21) 118.0 no . . . C(21) C(20) H(21) 118.5 no . . . C(20) C(21) H(22) 120.8 no . . . C(22) C(21) H(22) 119.6 no . . . C(22) C(23) H(23) 119.2 no . . . C(24) C(23) H(23) 119.5 no . . . O(2) C(25) H(24) 110.5 no . . . O(2) C(25) H(25) 109.4 no . . . C(26) C(25) H(24) 108.5 no . . . C(26) C(25) H(25) 109.9 no . . . H(24) C(25) H(25) 109.5 no . . . C(25) C(26) H(26) 108.6 no . . . C(25) C(26) H(27) 111.7 no . . . C(25) C(26) H(28) 108.1 no . . . H(26) C(26) H(27) 109.5 no . . . H(26) C(26) H(28) 109.5 no . . . H(27) C(26) H(28) 109.5 no . . . N(6) C(27) H(29) 110.0 no . . . N(6) C(27) H(30) 108.1 no . . . C(28) C(27) H(29) 108.7 no . . . C(28) C(27) H(30) 108.3 no . . . H(29) C(27) H(30) 109.5 no . . . C(27) C(28) H(31) 109.7 no . . . C(27) C(28) H(32) 111.2 no . . . C(27) C(28) H(33) 107.5 no . . . H(31) C(28) H(32) 109.5 no . . . H(31) C(28) H(33) 109.5 no . . . H(32) C(28) H(33) 109.5 no . . . N(6) C(29) H(34) 108.7 no . . . N(6) C(29) H(35) 109.2 no . . . C(30) C(29) H(34) 108.0 no . . . C(30) C(29) H(35) 108.0 no . . . H(34) C(29) H(35) 109.5 no . . . C(29) C(30) H(36) 109.5 no . . . C(29) C(30) H(37) 111.3 no . . . C(29) C(30) H(38) 107.6 no . . . H(36) C(30) H(37) 109.5 no . . . H(36) C(30) H(38) 109.5 no . . . H(37) C(30) H(38) 109.5 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) O(1) C(10) C(11) 177.24(17) ? . . . . C(10) O(1) C(9) C(4) -175.71(16) ? . . . . C(10) O(1) C(9) C(8) 4.6(2) ? . . . . C(24) O(2) C(25) C(26) 168.4(2) ? . . . . C(25) O(2) C(24) C(19) -168.7(2) ? . . . . C(25) O(2) C(24) C(23) 11.2(3) ? . . . . C(2) N(2) C(3) C(4) -177.74(17) ? . . . . C(3) N(2) C(2) C(1) 1.3(2) ? . . . . C(3) N(2) C(2) C(17) 177.51(18) ? . . . . C(7) N(3) C(12) C(13) -90.7(2) ? . . . . C(12) N(3) C(7) C(6) -0.4(3) ? . . . . C(12) N(3) C(7) C(8) 179.6(2) ? . . . . C(7) N(3) C(14) C(15) -88.5(3) ? . . . . C(14) N(3) C(7) C(6) -173.52(19) ? . . . . C(14) N(3) C(7) C(8) 6.5(3) ? . . . . C(12) N(3) C(14) C(15) 97.9(2) ? . . . . C(14) N(3) C(12) C(13) 82.9(2) ? . . . . C(17) N(5) C(18) C(19) -178.92(17) ? . . . . C(18) N(5) C(17) C(2) 173.07(18) ? . . . . C(18) N(5) C(17) C(16) -6.4(2) ? . . . . C(22) N(6) C(27) C(28) 83.9(4) ? . . . . C(27) N(6) C(22) C(21) 177.8(2) ? . . . . C(27) N(6) C(22) C(23) 0.2(3) ? . . . . C(22) N(6) C(29) C(30) -87.5(3) ? . . . . C(29) N(6) C(22) C(21) -0.0(3) ? . . . . C(29) N(6) C(22) C(23) -177.6(2) ? . . . . C(27) N(6) C(29) C(30) 94.5(3) ? . . . . C(29) N(6) C(27) C(28) -98.1(3) ? . . . . N(1) C(1) C(2) N(2) 29(3) ? . . . . N(1) C(1) C(2) C(17) -147(2) ? . . . . N(2) C(2) C(17) N(5) -177.56(17) ? . . . . N(2) C(2) C(17) C(16) 1.9(2) ? . . . . C(1) C(2) C(17) N(5) -1.2(2) ? . . . . C(1) C(2) C(17) C(16) 178.26(18) ? . . . . N(2) C(3) C(4) C(5) -2.9(2) ? . . . . N(2) C(3) C(4) C(9) 178.59(17) ? . . . . C(3) C(4) C(5) C(6) -176.60(19) ? . . . . C(3) C(4) C(9) O(1) -2.7(2) ? . . . . C(3) C(4) C(9) C(8) 176.96(18) ? . . . . C(5) C(4) C(9) O(1) 178.67(16) ? . . . . C(5) C(4) C(9) C(8) -1.6(2) ? . . . . C(9) C(4) C(5) C(6) 2.0(2) ? . . . . C(4) C(5) C(6) C(7) -0.0(2) ? . . . . C(5) C(6) C(7) N(3) 177.71(19) ? . . . . C(5) C(6) C(7) C(8) -2.3(2) ? . . . . N(3) C(7) C(8) C(9) -177.35(19) ? . . . . C(6) C(7) C(8) C(9) 2.7(2) ? . . . . C(7) C(8) C(9) O(1) 178.98(18) ? . . . . C(7) C(8) C(9) C(4) -0.7(3) ? . . . . N(4) C(16) C(17) N(5) -5(4) ? . . . . N(4) C(16) C(17) C(2) 175(4) ? . . . . N(5) C(18) C(19) C(20) 1.8(3) ? . . . . N(5) C(18) C(19) C(24) -179.90(19) ? . . . . C(18) C(19) C(20) C(21) 179.3(2) ? . . . . C(18) C(19) C(24) O(2) -0.6(2) ? . . . . C(18) C(19) C(24) C(23) 179.48(19) ? . . . . C(20) C(19) C(24) O(2) 177.79(18) ? . . . . C(20) C(19) C(24) C(23) -2.1(3) ? . . . . C(24) C(19) C(20) C(21) 0.9(3) ? . . . . C(19) C(20) C(21) C(22) 0.1(2) ? . . . . C(20) C(21) C(22) N(6) -177.5(2) ? . . . . C(20) C(21) C(22) C(23) 0.2(3) ? . . . . N(6) C(22) C(23) C(24) 176.2(2) ? . . . . C(21) C(22) C(23) C(24) -1.5(3) ? . . . . C(22) C(23) C(24) O(2) -177.41(19) ? . . . . C(22) C(23) C(24) C(19) 2.5(3) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O(2) C(28) 3.512(3) ? . 2_765 N(1) C(6) 3.497(3) ? . 2_676 N(1) C(12) 3.485(4) ? . 1_545 N(1) C(13) 3.427(4) ? . 1_545 N(1) C(25) 3.562(3) ? . 2_665 N(2) C(3) 3.484(2) ? . 2_676 N(2) C(27) 3.526(3) ? . 2_665 N(4) N(6) 3.535(3) ? . 2_665 N(4) C(29) 3.535(4) ? . 1_565 N(4) C(29) 3.589(4) ? . 2_665 N(4) C(30) 3.367(5) ? . 1_565 N(5) C(23) 3.533(2) ? . 2_665 N(5) C(24) 3.584(2) ? . 2_665 N(6) N(4) 3.535(3) ? . 2_665 N(6) C(16) 3.503(3) ? . 2_665 C(1) C(5) 3.537(2) ? . 2_676 C(2) C(4) 3.524(2) ? . 2_676 C(2) C(9) 3.482(2) ? . 2_676 C(3) N(2) 3.484(2) ? . 2_676 C(3) C(3) 3.381(2) ? . 2_676 C(4) C(2) 3.524(2) ? . 2_676 C(5) C(1) 3.537(2) ? . 2_676 C(6) N(1) 3.497(3) ? . 2_676 C(9) C(2) 3.482(2) ? . 2_676 C(9) C(17) 3.596(2) ? . 2_676 C(12) N(1) 3.485(4) ? . 1_565 C(13) N(1) 3.427(4) ? . 1_565 C(14) C(20) 3.508(3) ? . 2_676 C(16) N(6) 3.503(3) ? . 2_665 C(17) C(9) 3.596(2) ? . 2_676 C(17) C(23) 3.574(2) ? . 2_665 C(18) C(24) 3.469(2) ? . 2_665 C(19) C(19) 3.532(3) ? . 2_665 C(20) C(14) 3.508(3) ? . 2_676 C(23) N(5) 3.533(2) ? . 2_665 C(23) C(17) 3.574(2) ? . 2_665 C(24) N(5) 3.584(2) ? . 2_665 C(24) C(18) 3.469(2) ? . 2_665 C(25) N(1) 3.562(3) ? . 2_665 C(27) N(2) 3.526(3) ? . 2_665 C(28) O(2) 3.512(3) ? . 2_765 C(29) N(4) 3.535(4) ? . 1_545 C(29) N(4) 3.589(4) ? . 2_665 C(30) N(4) 3.367(5) ? . 1_545 O(1) H(19) 2.908 ? . 2_576 O(2) H(21) 3.480 ? . 2_665 O(2) H(31) 3.429 ? . 2_765 O(2) H(33) 2.879 ? . 2_765 N(1) H(3) 3.144 ? . 1_545 N(1) H(10) 2.772 ? . 1_545 N(1) H(13) 2.697 ? . 1_545 N(1) H(14) 3.178 ? . 2_676 N(1) H(17) 3.031 ? . 2_576 N(1) H(25) 2.816 ? . 2_665 N(1) H(26) 3.296 ? . 2_665 N(2) H(1) 3.436 ? . 2_676 N(2) H(29) 3.350 ? . 2_665 N(2) H(30) 2.843 ? . 2_665 N(3) H(7) 3.170 ? . 2_576 N(4) H(5) 3.354 ? . 2_676 N(4) H(9) 3.360 ? . 2_676 N(4) H(12) 3.260 ? . 2_686 N(4) H(22) 3.172 ? . 1_565 N(4) H(34) 2.861 ? . 1_565 N(4) H(34) 3.290 ? . 2_665 N(4) H(35) 3.391 ? . 2_665 N(4) H(37) 2.599 ? . 1_565 N(5) H(4) 3.564 ? . 2_676 N(5) H(5) 3.588 ? . 2_676 N(5) H(15) 3.431 ? . 2_676 N(5) H(25) 2.953 ? . 2_665 C(1) H(13) 3.375 ? . 1_545 C(1) H(17) 3.375 ? . 2_576 C(1) H(18) 3.435 ? . 2_576 C(1) H(25) 2.771 ? . 2_665 C(2) H(25) 3.335 ? . 2_665 C(2) H(30) 2.989 ? . 2_665 C(3) H(1) 3.508 ? . 2_676 C(3) H(18) 3.319 ? . 2_576 C(3) H(19) 3.104 ? . 2_576 C(3) H(30) 3.452 ? . 2_665 C(4) H(6) 3.255 ? . 2_576 C(4) H(19) 3.576 ? . 2_576 C(5) H(6) 3.253 ? . 2_576 C(5) H(13) 2.986 ? . 2_686 C(6) H(6) 3.262 ? . 2_576 C(6) H(7) 2.973 ? . 2_576 C(6) H(13) 3.275 ? . 2_686 C(7) H(6) 3.246 ? . 2_576 C(7) H(7) 3.002 ? . 2_576 C(8) H(6) 3.165 ? . 2_576 C(9) H(6) 3.175 ? . 2_576 C(9) H(19) 3.544 ? . 2_576 C(10) H(32) 3.206 ? . 1_466 C(11) H(11) 2.955 ? . 1_545 C(11) H(12) 3.385 ? . 1_545 C(11) H(27) 3.294 ? . 1_456 C(11) H(37) 3.352 ? . 2_666 C(12) H(7) 3.345 ? . 2_576 C(12) H(9) 3.037 ? . 1_565 C(12) H(17) 3.538 ? . 2_586 C(13) H(2) 3.156 ? . 2_686 C(13) H(3) 3.554 ? . 2_686 C(13) H(9) 3.028 ? . 1_565 C(13) H(21) 3.490 ? . 2_676 C(14) H(21) 3.296 ? . 2_676 C(14) H(31) 3.587 ? . 1_466 C(15) H(1) 3.166 ? . 2_576 C(15) H(31) 3.467 ? . 1_466 C(16) H(5) 3.123 ? . 2_676 C(16) H(30) 3.259 ? . 2_665 C(16) H(37) 3.309 ? . 1_565 C(17) H(5) 3.374 ? . 2_676 C(17) H(23) 3.480 ? . 2_665 C(17) H(25) 3.388 ? . 2_665 C(17) H(30) 3.182 ? . 2_665 C(18) H(15) 3.494 ? . 2_676 C(19) H(15) 3.269 ? . 2_676 C(19) H(31) 3.439 ? . 2_765 C(20) H(15) 3.012 ? . 2_676 C(20) H(16) 3.155 ? . 2_676 C(20) H(26) 3.479 ? . 2_665 C(21) H(16) 3.275 ? . 2_676 C(23) H(31) 3.588 ? . 2_765 C(24) H(31) 3.202 ? . 2_765 C(24) H(33) 3.303 ? . 2_765 C(25) H(21) 3.560 ? . 2_665 C(25) H(33) 3.424 ? . 2_765 C(25) H(38) 3.563 ? . 2_765 C(26) H(8) 3.540 ? . 1_654 C(26) H(21) 3.505 ? . 2_665 C(26) H(35) 2.995 ? . 1_565 C(26) H(38) 3.536 ? . 2_765 C(27) H(18) 3.374 ? . 1_644 C(28) H(5) 3.506 ? . 1_644 C(28) H(15) 3.531 ? . 1_644 C(28) H(18) 3.167 ? . 1_644 C(29) H(28) 3.024 ? . 1_545 C(30) H(8) 3.078 ? . 2_666 C(30) H(28) 3.177 ? . 1_545 C(30) H(36) 3.269 ? . 2_755 H(1) N(2) 3.436 ? . 2_676 H(1) C(3) 3.508 ? . 2_676 H(1) C(15) 3.166 ? . 2_576 H(1) H(13) 3.291 ? . 1_545 H(1) H(17) 3.302 ? . 2_576 H(1) H(18) 3.089 ? . 2_576 H(1) H(19) 2.620 ? . 2_576 H(2) C(13) 3.156 ? . 2_686 H(2) H(12) 3.259 ? . 2_686 H(2) H(13) 2.485 ? . 2_686 H(2) H(14) 3.272 ? . 2_686 H(2) H(29) 3.164 ? . 2_665 H(3) N(1) 3.144 ? . 1_565 H(3) C(13) 3.554 ? . 2_686 H(3) H(7) 2.981 ? . 2_576 H(3) H(13) 3.040 ? . 2_686 H(3) H(14) 3.174 ? . 2_686 H(3) H(26) 3.506 ? . 2_675 H(3) H(27) 3.336 ? . 2_675 H(4) N(5) 3.564 ? . 2_676 H(4) H(32) 3.074 ? . 1_466 H(5) N(4) 3.354 ? . 2_676 H(5) N(5) 3.588 ? . 2_676 H(5) C(16) 3.123 ? . 2_676 H(5) C(17) 3.374 ? . 2_676 H(5) C(28) 3.506 ? . 1_466 H(5) H(20) 3.473 ? . 2_676 H(5) H(32) 2.562 ? . 1_466 H(5) H(37) 3.215 ? . 2_666 H(6) C(4) 3.255 ? . 2_576 H(6) C(5) 3.253 ? . 2_576 H(6) C(6) 3.262 ? . 2_576 H(6) C(7) 3.246 ? . 2_576 H(6) C(8) 3.165 ? . 2_576 H(6) C(9) 3.175 ? . 2_576 H(6) H(32) 3.047 ? . 1_466 H(7) N(3) 3.170 ? . 2_576 H(7) C(6) 2.973 ? . 2_576 H(7) C(7) 3.002 ? . 2_576 H(7) C(12) 3.345 ? . 2_576 H(7) H(3) 2.981 ? . 2_576 H(7) H(10) 2.828 ? . 2_576 H(7) H(11) 2.816 ? . 1_545 H(7) H(11) 3.536 ? . 2_576 H(7) H(17) 3.462 ? . 1_545 H(7) H(19) 3.241 ? . 2_576 H(7) H(27) 3.092 ? . 1_456 H(8) C(26) 3.540 ? . 1_456 H(8) C(30) 3.078 ? . 2_666 H(8) H(11) 3.427 ? . 1_545 H(8) H(27) 2.644 ? . 1_456 H(8) H(36) 3.456 ? . 2_666 H(8) H(37) 2.595 ? . 2_666 H(8) H(38) 2.773 ? . 2_666 H(9) N(4) 3.360 ? . 2_676 H(9) C(12) 3.037 ? . 1_545 H(9) C(13) 3.028 ? . 1_545 H(9) H(11) 2.295 ? . 1_545 H(9) H(12) 2.474 ? . 1_545 H(9) H(13) 3.228 ? . 1_545 H(9) H(16) 3.299 ? . 1_545 H(9) H(19) 3.488 ? . 2_576 H(9) H(37) 3.482 ? . 2_666 H(10) N(1) 2.772 ? . 1_565 H(10) H(7) 2.828 ? . 2_576 H(10) H(17) 2.921 ? . 2_586 H(11) C(11) 2.955 ? . 1_565 H(11) H(7) 2.816 ? . 1_565 H(11) H(7) 3.536 ? . 2_576 H(11) H(8) 3.427 ? . 1_565 H(11) H(9) 2.295 ? . 1_565 H(11) H(11) 3.212 ? . 2_586 H(11) H(17) 3.278 ? . 2_586 H(11) H(19) 3.466 ? . 2_586 H(12) N(4) 3.260 ? . 2_686 H(12) C(11) 3.385 ? . 1_565 H(12) H(2) 3.259 ? . 2_686 H(12) H(9) 2.474 ? . 1_565 H(12) H(21) 3.228 ? . 2_676 H(12) H(22) 3.170 ? . 2_676 H(13) N(1) 2.697 ? . 1_565 H(13) C(1) 3.375 ? . 1_565 H(13) C(5) 2.986 ? . 2_686 H(13) C(6) 3.275 ? . 2_686 H(13) H(1) 3.291 ? . 1_565 H(13) H(2) 2.485 ? . 2_686 H(13) H(3) 3.040 ? . 2_686 H(13) H(9) 3.228 ? . 1_565 H(14) N(1) 3.178 ? . 2_676 H(14) H(2) 3.272 ? . 2_686 H(14) H(3) 3.174 ? . 2_686 H(14) H(21) 2.931 ? . 2_676 H(14) H(26) 3.098 ? . 1_566 H(15) N(5) 3.431 ? . 2_676 H(15) C(18) 3.494 ? . 2_676 H(15) C(19) 3.269 ? . 2_676 H(15) C(20) 3.012 ? . 2_676 H(15) C(28) 3.531 ? . 1_466 H(15) H(21) 2.878 ? . 2_676 H(15) H(31) 2.995 ? . 1_466 H(15) H(32) 3.178 ? . 1_466 H(16) C(20) 3.155 ? . 2_676 H(16) C(21) 3.275 ? . 2_676 H(16) H(9) 3.299 ? . 1_565 H(16) H(21) 3.014 ? . 2_676 H(16) H(22) 3.237 ? . 2_676 H(17) N(1) 3.031 ? . 2_576 H(17) C(1) 3.375 ? . 2_576 H(17) C(12) 3.538 ? . 2_586 H(17) H(1) 3.302 ? . 2_576 H(17) H(7) 3.462 ? . 1_565 H(17) H(10) 2.921 ? . 2_586 H(17) H(11) 3.278 ? . 2_586 H(17) H(24) 3.244 ? . 1_466 H(17) H(25) 3.441 ? . 1_466 H(18) C(1) 3.435 ? . 2_576 H(18) C(3) 3.319 ? . 2_576 H(18) C(27) 3.374 ? . 1_466 H(18) C(28) 3.167 ? . 1_466 H(18) H(1) 3.089 ? . 2_576 H(18) H(23) 3.080 ? . 1_466 H(18) H(24) 3.266 ? . 1_466 H(18) H(25) 3.429 ? . 1_466 H(18) H(30) 2.734 ? . 1_466 H(18) H(31) 2.669 ? . 1_466 H(18) H(32) 3.127 ? . 1_466 H(19) O(1) 2.908 ? . 2_576 H(19) C(3) 3.104 ? . 2_576 H(19) C(4) 3.576 ? . 2_576 H(19) C(9) 3.544 ? . 2_576 H(19) H(1) 2.620 ? . 2_576 H(19) H(7) 3.241 ? . 2_576 H(19) H(9) 3.488 ? . 2_576 H(19) H(11) 3.466 ? . 2_586 H(20) H(5) 3.473 ? . 2_676 H(20) H(32) 3.533 ? . 2_765 H(20) H(37) 3.253 ? . 1_565 H(21) O(2) 3.480 ? . 2_665 H(21) C(13) 3.490 ? . 2_676 H(21) C(14) 3.296 ? . 2_676 H(21) C(25) 3.560 ? . 2_665 H(21) C(26) 3.505 ? . 2_665 H(21) H(12) 3.228 ? . 2_676 H(21) H(14) 2.931 ? . 2_676 H(21) H(15) 2.878 ? . 2_676 H(21) H(16) 3.014 ? . 2_676 H(21) H(25) 3.207 ? . 2_665 H(21) H(26) 2.780 ? . 2_665 H(22) N(4) 3.172 ? . 1_545 H(22) H(12) 3.170 ? . 2_676 H(22) H(16) 3.237 ? . 2_676 H(23) C(17) 3.480 ? . 2_665 H(23) H(18) 3.080 ? . 1_644 H(24) H(17) 3.244 ? . 1_644 H(24) H(18) 3.266 ? . 1_644 H(24) H(33) 3.086 ? . 2_765 H(24) H(38) 2.890 ? . 2_765 H(25) N(1) 2.816 ? . 2_665 H(25) N(5) 2.953 ? . 2_665 H(25) C(1) 2.771 ? . 2_665 H(25) C(2) 3.335 ? . 2_665 H(25) C(17) 3.388 ? . 2_665 H(25) H(17) 3.441 ? . 1_644 H(25) H(18) 3.429 ? . 1_644 H(25) H(21) 3.207 ? . 2_665 H(26) N(1) 3.296 ? . 2_665 H(26) C(20) 3.479 ? . 2_665 H(26) H(3) 3.506 ? . 2_675 H(26) H(14) 3.098 ? . 1_544 H(26) H(21) 2.780 ? . 2_665 H(26) H(35) 3.056 ? . 1_565 H(27) C(11) 3.294 ? . 1_654 H(27) H(3) 3.336 ? . 2_675 H(27) H(7) 3.092 ? . 1_654 H(27) H(8) 2.644 ? . 1_654 H(27) H(29) 3.538 ? . 1_565 H(27) H(35) 3.382 ? . 1_565 H(27) H(38) 3.198 ? . 2_765 H(28) C(29) 3.024 ? . 1_565 H(28) C(30) 3.177 ? . 1_565 H(28) H(29) 3.261 ? . 1_565 H(28) H(33) 3.528 ? . 2_765 H(28) H(34) 3.555 ? . 1_565 H(28) H(35) 2.211 ? . 1_565 H(28) H(36) 2.689 ? . 1_565 H(28) H(36) 3.300 ? . 2_765 H(28) H(37) 3.384 ? . 1_565 H(28) H(38) 3.369 ? . 2_765 H(29) N(2) 3.350 ? . 2_665 H(29) H(2) 3.164 ? . 2_665 H(29) H(27) 3.538 ? . 1_545 H(29) H(28) 3.261 ? . 1_545 H(30) N(2) 2.843 ? . 2_665 H(30) C(2) 2.989 ? . 2_665 H(30) C(3) 3.452 ? . 2_665 H(30) C(16) 3.259 ? . 2_665 H(30) C(17) 3.182 ? . 2_665 H(30) H(18) 2.734 ? . 1_644 H(31) O(2) 3.429 ? . 2_765 H(31) C(14) 3.587 ? . 1_644 H(31) C(15) 3.467 ? . 1_644 H(31) C(19) 3.439 ? . 2_765 H(31) C(23) 3.588 ? . 2_765 H(31) C(24) 3.202 ? . 2_765 H(31) H(15) 2.995 ? . 1_644 H(31) H(18) 2.669 ? . 1_644 H(32) C(10) 3.206 ? . 1_644 H(32) H(4) 3.074 ? . 1_644 H(32) H(5) 2.562 ? . 1_644 H(32) H(6) 3.047 ? . 1_644 H(32) H(15) 3.178 ? . 1_644 H(32) H(18) 3.127 ? . 1_644 H(32) H(20) 3.533 ? . 2_765 H(33) O(2) 2.879 ? . 2_765 H(33) C(24) 3.303 ? . 2_765 H(33) C(25) 3.424 ? . 2_765 H(33) H(24) 3.086 ? . 2_765 H(33) H(28) 3.528 ? . 2_765 H(33) H(36) 3.319 ? . 2_755 H(34) N(4) 2.861 ? . 1_545 H(34) N(4) 3.290 ? . 2_665 H(34) H(28) 3.555 ? . 1_545 H(34) H(34) 2.907 ? . 2_655 H(35) N(4) 3.391 ? . 2_665 H(35) C(26) 2.995 ? . 1_545 H(35) H(26) 3.056 ? . 1_545 H(35) H(27) 3.382 ? . 1_545 H(35) H(28) 2.211 ? . 1_545 H(36) C(30) 3.269 ? . 2_755 H(36) H(8) 3.456 ? . 2_666 H(36) H(28) 2.689 ? . 1_545 H(36) H(28) 3.300 ? . 2_765 H(36) H(33) 3.319 ? . 2_755 H(36) H(36) 2.341 ? . 2_755 H(36) H(38) 3.570 ? . 2_755 H(37) N(4) 2.599 ? . 1_545 H(37) C(11) 3.352 ? . 2_666 H(37) C(16) 3.309 ? . 1_545 H(37) H(5) 3.215 ? . 2_666 H(37) H(8) 2.595 ? . 2_666 H(37) H(9) 3.482 ? . 2_666 H(37) H(20) 3.253 ? . 1_545 H(37) H(28) 3.384 ? . 1_545 H(38) C(25) 3.563 ? . 2_765 H(38) C(26) 3.536 ? . 2_765 H(38) H(8) 2.773 ? . 2_666 H(38) H(24) 2.890 ? . 2_765 H(38) H(27) 3.198 ? . 2_765 H(38) H(28) 3.369 ? . 2_765 H(38) H(36) 3.570 ? . 2_755 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== data_dye4 _database_code_depnum_ccdc_archive 'CCDC 811130' #TrackingRef 'web_deposit_cif_file_0_Byung-SoonKim_1304053820.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C32 H42 N6 O2' _chemical_formula_moiety 'C32 H42 N6 O2' _chemical_formula_weight 542.72 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.2371(4) _cell_length_b 8.8466(4) _cell_length_c 11.2530(5) _cell_angle_alpha 89.726(3) _cell_angle_beta 70.2419(19) _cell_angle_gamma 83.791(3) _cell_volume 766.77(6) _cell_formula_units_Z 1 _cell_measurement_reflns_used 1249 _cell_measurement_theta_min 4.17 _cell_measurement_theta_max 67.67 _cell_measurement_temperature 296 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.080 _exptl_crystal_density_diffrn 1.175 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 292.00 _exptl_absorpt_coefficient_mu 0.594 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.776 _exptl_absorpt_correction_T_max 0.954 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 296 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 7142 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_theta_max 68.19 _diffrn_reflns_theta_full 68.20 _diffrn_measured_fraction_theta_max 0.937 _diffrn_measured_fraction_theta_full 0.937 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 2639 _reflns_number_gt 808 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0762 _refine_ls_wR_factor_ref 0.2816 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2639 _refine_ls_number_parameters 181 _refine_ls_goodness_of_fit_ref 1.201 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.360 _refine_diff_density_min -0.300 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.8417(4) 0.5122(4) -0.1259(3) 0.0718(11) Uani 1.0 2 d . . . N1 N 0.7179(8) 0.0429(6) -0.2683(6) 0.110(2) Uani 1.0 2 d . . . N2 N 0.5455(6) 0.1860(5) 0.0422(4) 0.0734(13) Uani 1.0 2 d . . . N3 N 0.7254(6) 0.7821(5) 0.2715(4) 0.0777(14) Uani 1.0 2 d . . . C1 C 0.6367(9) 0.0439(6) -0.1633(8) 0.0799(19) Uani 1.0 2 d . . . C2 C 0.5438(7) 0.0597(6) -0.0289(6) 0.0730(16) Uani 1.0 2 d . . . C3 C 0.6366(7) 0.2960(6) -0.0121(5) 0.0685(15) Uani 1.0 2 d . . . C4 C 0.6517(6) 0.4221(5) 0.0600(5) 0.0586(14) Uani 1.0 2 d . . . C5 C 0.5601(7) 0.4428(6) 0.1881(5) 0.0693(15) Uani 1.0 2 d . . . C6 C 0.5776(7) 0.5625(6) 0.2578(5) 0.0757(16) Uani 1.0 2 d . . . C7 C 0.6954(7) 0.6682(6) 0.2028(5) 0.0648(15) Uani 1.0 2 d . . . C8 C 0.7855(6) 0.6492(5) 0.0726(5) 0.0630(14) Uani 1.0 2 d . . . C9 C 0.7619(7) 0.5321(6) 0.0019(5) 0.0582(13) Uani 1.0 2 d . . . C10 C 0.9405(7) 0.6298(6) -0.1948(5) 0.0721(16) Uani 1.0 2 d . . . C11 C 0.9933(8) 0.5863(6) -0.3327(5) 0.0839(17) Uani 1.0 2 d . . . C12 C 1.1073(8) 0.6999(7) -0.4138(5) 0.115(3) Uani 1.0 2 d . . . C13 C 0.6068(8) 0.8265(6) 0.3981(5) 0.0886(18) Uani 1.0 2 d . . . C14 C 0.6552(9) 0.7532(7) 0.5034(6) 0.114(3) Uani 1.0 2 d . . . C15 C 0.8793(8) 0.8671(7) 0.2235(6) 0.0843(18) Uani 1.0 2 d . . . C16 C 0.8399(9) 1.0094(7) 0.1632(6) 0.117(3) Uani 1.0 2 d . . . H3 H 0.6923 0.2914 -0.0992 0.0822 Uiso 1.0 2 calc R . . H5 H 0.4842 0.3731 0.2281 0.0832 Uiso 1.0 2 calc R . . H6 H 0.5104 0.5743 0.3429 0.0909 Uiso 1.0 2 calc R . . H8 H 0.8635 0.7175 0.0328 0.0756 Uiso 1.0 2 calc R . . H10A H 1.0422 0.6364 -0.1709 0.0865 Uiso 1.0 2 calc R . . H10B H 0.8701 0.7277 -0.1768 0.0865 Uiso 1.0 2 calc R . . H11A H 0.8905 0.5838 -0.3560 0.1007 Uiso 1.0 2 calc R . . H11B H 1.0568 0.4853 -0.3483 0.1007 Uiso 1.0 2 calc R . . H12A H 1.2097 0.7015 -0.3913 0.1375 Uiso 1.0 2 calc R . . H12B H 1.0437 0.7995 -0.3995 0.1375 Uiso 1.0 2 calc R . . H12C H 1.1401 0.6700 -0.5014 0.1375 Uiso 1.0 2 calc R . . H13A H 0.4921 0.8021 0.4048 0.1063 Uiso 1.0 2 calc R . . H13B H 0.5996 0.9360 0.4091 0.1063 Uiso 1.0 2 calc R . . H14A H 0.7755 0.7131 0.4726 0.1363 Uiso 1.0 2 calc R . . H14B H 0.5853 0.6721 0.5350 0.1363 Uiso 1.0 2 calc R . . H14C H 0.6358 0.8275 0.5701 0.1363 Uiso 1.0 2 calc R . . H15A H 0.9174 0.8918 0.2930 0.1012 Uiso 1.0 2 calc R . . H15B H 0.9733 0.8032 0.1624 0.1012 Uiso 1.0 2 calc R . . H16A H 0.7393 1.0680 0.2206 0.1407 Uiso 1.0 2 calc R . . H16B H 0.8179 0.9846 0.0875 0.1407 Uiso 1.0 2 calc R . . H16C H 0.9371 1.0675 0.1426 0.1407 Uiso 1.0 2 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.086(3) 0.063(3) 0.068(3) -0.027(2) -0.021(2) -0.0013(18) N1 0.130(6) 0.100(5) 0.101(5) -0.036(4) -0.034(4) 0.003(4) N2 0.081(4) 0.057(3) 0.091(4) -0.016(3) -0.038(3) 0.002(3) N3 0.094(4) 0.068(3) 0.066(3) -0.026(3) -0.016(3) -0.010(3) C1 0.089(5) 0.055(4) 0.107(6) -0.027(4) -0.042(5) 0.008(4) C2 0.077(4) 0.063(4) 0.088(5) -0.022(3) -0.034(4) -0.004(4) C3 0.076(4) 0.059(4) 0.081(4) -0.022(3) -0.037(3) 0.010(3) C4 0.061(4) 0.053(4) 0.067(4) -0.019(3) -0.025(3) 0.002(3) C5 0.071(4) 0.063(4) 0.072(4) -0.025(3) -0.016(3) 0.005(3) C6 0.074(4) 0.076(4) 0.072(4) -0.025(4) -0.012(3) -0.001(3) C7 0.070(4) 0.063(4) 0.060(4) -0.020(3) -0.017(3) 0.001(3) C8 0.071(4) 0.055(4) 0.066(4) -0.019(3) -0.024(3) 0.001(3) C9 0.064(4) 0.050(3) 0.062(4) -0.015(3) -0.021(3) -0.001(3) C10 0.076(4) 0.066(4) 0.072(4) -0.019(3) -0.020(3) 0.002(3) C11 0.100(5) 0.082(4) 0.067(4) -0.020(4) -0.022(4) -0.003(3) C12 0.125(6) 0.133(6) 0.082(5) -0.050(5) -0.021(4) 0.008(4) C13 0.110(5) 0.075(4) 0.072(4) -0.015(4) -0.019(4) -0.009(4) C14 0.144(7) 0.115(6) 0.078(5) -0.009(5) -0.034(5) -0.001(4) C15 0.104(5) 0.075(4) 0.083(4) -0.035(4) -0.036(4) 0.001(4) C16 0.143(7) 0.092(5) 0.125(6) -0.038(5) -0.048(5) 0.014(5) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR92 (Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O1 C9 1.367(6) yes . . O1 C10 1.447(6) yes . . N1 C1 1.144(9) yes . . N2 C2 1.381(8) yes . . N2 C3 1.313(7) yes . . N3 C7 1.365(8) yes . . N3 C13 1.456(6) yes . . N3 C15 1.485(8) yes . . C1 C2 1.445(10) yes . . C2 C2 1.379(8) yes . 2_655 C3 C4 1.423(8) yes . . C4 C5 1.385(7) yes . . C4 C9 1.409(7) yes . . C5 C6 1.369(8) yes . . C6 C7 1.408(7) yes . . C7 C8 1.403(7) yes . . C8 C9 1.378(8) yes . . C10 C11 1.503(8) yes . . C11 C12 1.530(8) yes . . C13 C14 1.497(9) yes . . C15 C16 1.483(9) yes . . C3 H3 0.930 no . . C5 H5 0.930 no . . C6 H6 0.930 no . . C8 H8 0.930 no . . C10 H10A 0.970 no . . C10 H10B 0.970 no . . C11 H11A 0.970 no . . C11 H11B 0.970 no . . C12 H12A 0.960 no . . C12 H12B 0.960 no . . C12 H12C 0.960 no . . C13 H13A 0.970 no . . C13 H13B 0.970 no . . C14 H14A 0.960 no . . C14 H14B 0.960 no . . C14 H14C 0.960 no . . C15 H15A 0.970 no . . C15 H15B 0.970 no . . C16 H16A 0.960 no . . C16 H16B 0.960 no . . C16 H16C 0.960 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C9 O1 C10 118.7(4) yes . . . C2 N2 C3 119.8(5) yes . . . C7 N3 C13 121.2(5) yes . . . C7 N3 C15 122.8(4) yes . . . C13 N3 C15 115.9(5) yes . . . N1 C1 C2 173.5(7) yes . . . N2 C2 C1 122.5(5) yes . . . N2 C2 C2 120.0(5) yes . . .2_655 C1 C2 C2 117.5(6) yes . . .2_655 N2 C3 C4 121.2(5) yes . . . C3 C4 C5 122.3(5) yes . . . C3 C4 C9 120.3(5) yes . . . C5 C4 C9 117.3(5) yes . . . C4 C5 C6 122.2(5) yes . . . C5 C6 C7 121.2(5) yes . . . N3 C7 C6 122.7(5) yes . . . N3 C7 C8 120.7(5) yes . . . C6 C7 C8 116.6(5) yes . . . C7 C8 C9 121.9(5) yes . . . O1 C9 C4 115.4(5) yes . . . O1 C9 C8 124.0(5) yes . . . C4 C9 C8 120.6(5) yes . . . O1 C10 C11 106.7(5) yes . . . C10 C11 C12 110.7(5) yes . . . N3 C13 C14 115.2(5) yes . . . N3 C15 C16 111.6(6) yes . . . N2 C3 H3 119.411 no . . . C4 C3 H3 119.419 no . . . C4 C5 H5 118.898 no . . . C6 C5 H5 118.895 no . . . C5 C6 H6 119.411 no . . . C7 C6 H6 119.402 no . . . C7 C8 H8 119.070 no . . . C9 C8 H8 119.077 no . . . O1 C10 H10A 110.388 no . . . O1 C10 H10B 110.385 no . . . C11 C10 H10A 110.382 no . . . C11 C10 H10B 110.381 no . . . H10A C10 H10B 108.609 no . . . C10 C11 H11A 109.505 no . . . C10 C11 H11B 109.506 no . . . C12 C11 H11A 109.501 no . . . C12 C11 H11B 109.502 no . . . H11A C11 H11B 108.066 no . . . C11 C12 H12A 109.471 no . . . C11 C12 H12B 109.472 no . . . C11 C12 H12C 109.472 no . . . H12A C12 H12B 109.470 no . . . H12A C12 H12C 109.471 no . . . H12B C12 H12C 109.470 no . . . N3 C13 H13A 108.467 no . . . N3 C13 H13B 108.470 no . . . C14 C13 H13A 108.467 no . . . C14 C13 H13B 108.472 no . . . H13A C13 H13B 107.489 no . . . C13 C14 H14A 109.469 no . . . C13 C14 H14B 109.475 no . . . C13 C14 H14C 109.468 no . . . H14A C14 H14B 109.471 no . . . H14A C14 H14C 109.473 no . . . H14B C14 H14C 109.472 no . . . N3 C15 H15A 109.304 no . . . N3 C15 H15B 109.310 no . . . C16 C15 H15A 109.305 no . . . C16 C15 H15B 109.313 no . . . H15A C15 H15B 107.956 no . . . C15 C16 H16A 109.472 no . . . C15 C16 H16B 109.464 no . . . C15 C16 H16C 109.477 no . . . H16A C16 H16B 109.471 no . . . H16A C16 H16C 109.475 no . . . H16B C16 H16C 109.468 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C9 O1 C10 C11 -173.2(4) no . . . . C10 O1 C9 C4 172.8(4) no . . . . C10 O1 C9 C8 -7.9(7) no . . . . C2 N2 C3 C4 -175.2(5) no . . . . C3 N2 C2 C1 -1.3(8) no . . . . C3 N2 C2 C2 176.4(5) no . . . 2_655 C7 N3 C13 C14 95.1(7) no . . . . C13 N3 C7 C6 -16.2(8) no . . . . C13 N3 C7 C8 165.3(5) no . . . . C7 N3 C15 C16 94.3(6) no . . . . C15 N3 C7 C6 163.2(5) no . . . . C15 N3 C7 C8 -15.3(8) no . . . . C13 N3 C15 C16 -86.2(6) no . . . . C15 N3 C13 C14 -84.4(6) no . . . . N2 C2 C2 N2 180(444698) no . . .2_655 2_655 N2 C2 C2 C1 2.2(8) no . . .2_655 2_655 C1 C2 C2 N2 -2.2(9) no . . .2_655 2_655 C1 C2 C2 C1 180(431325) no . . .2_655 2_655 N2 C3 C4 C5 -5.8(8) no . . . . N2 C3 C4 C9 174.5(5) no . . . . C3 C4 C5 C6 178.6(5) no . . . . C3 C4 C9 O1 3.5(7) no . . . . C3 C4 C9 C8 -175.9(5) no . . . . C5 C4 C9 O1 -176.2(5) no . . . . C5 C4 C9 C8 4.4(8) no . . . . C9 C4 C5 C6 -1.7(8) no . . . . C4 C5 C6 C7 -2.4(9) no . . . . C5 C6 C7 N3 -175.0(5) no . . . . C5 C6 C7 C8 3.5(8) no . . . . N3 C7 C8 C9 177.9(5) no . . . . C6 C7 C8 C9 -0.7(8) no . . . . C7 C8 C9 O1 177.4(5) no . . . . C7 C8 C9 C4 -3.3(8) no . . . . O1 C10 C11 C12 -177.0(4) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 C3 2.714(6) no . . N1 N2 3.482(7) no . . N1 N2 3.529(7) no . .2_655 N1 C2 3.489(8) no . .2_655 N1 C3 3.494(8) no . . N2 C1 2.739(8) no . .2_655 N2 C5 2.846(7) no . . C1 C3 2.811(9) no . . C2 C3 3.586(8) no . .2_655 C4 C7 2.836(8) no . . C5 C8 2.748(7) no . . C6 C9 2.763(7) no . . C6 C13 2.901(8) no . . C6 C14 3.517(9) no . . C7 C14 3.366(9) no . . C7 C16 3.337(9) no . . C8 C10 2.841(7) no . . C8 C15 2.904(9) no . . C8 C16 3.470(9) no . . C13 C16 3.238(8) no . . C14 C15 3.284(8) no . . O1 C5 3.589(7) no . .2_665 O1 C8 3.481(7) no . .2_765 N1 C13 3.546(10) no . .2_665 N2 C8 3.568(8) no . .2_665 N2 C9 3.514(7) no . .2_665 N2 C16 3.402(9) no . .1_545 C3 C4 3.424(7) no . .2_665 C3 C9 3.430(8) no . .2_665 C4 C3 3.424(7) no . .2_665 C4 C4 3.390(8) no . .2_665 C5 O1 3.589(7) no . .2_665 C8 O1 3.481(7) no . .2_765 C8 N2 3.568(8) no . .2_665 C9 N2 3.514(7) no . .2_665 C9 C3 3.430(8) no . .2_665 C13 N1 3.546(10) no . .2_665 C16 N2 3.402(9) no . .1_565 O1 H3 2.3848 no . . O1 H8 2.6152 no . . O1 H11A 2.5694 no . . O1 H11B 2.5247 no . . N1 H3 2.8574 no . . N2 H5 2.5514 no . . N3 H6 2.6251 no . . N3 H8 2.5769 no . . N3 H14A 2.4959 no . . N3 H14B 2.9963 no . . N3 H14C 3.2052 no . . N3 H16A 2.5963 no . . N3 H16B 2.6957 no . . N3 H16C 3.2749 no . . C1 H3 2.4450 no . . C2 H3 2.4887 no . . C3 H5 2.6240 no . . C4 H6 3.2398 no . . C4 H8 3.2538 no . . C5 H3 3.2827 no . . C6 H8 3.2358 no . . C6 H13A 2.5783 no . . C6 H14B 3.2948 no . . C7 H5 3.2501 no . . C7 H13A 2.5289 no . . C7 H13B 3.1674 no . . C7 H14A 3.3510 no . . C7 H14B 3.5355 no . . C7 H15A 3.2165 no . . C7 H15B 2.5993 no . . C7 H16B 3.1985 no . . C8 H6 3.2364 no . . C8 H10A 2.8327 no . . C8 H10B 2.7585 no . . C8 H15B 2.6067 no . . C8 H16B 3.0184 no . . C9 H3 2.6242 no . . C9 H5 3.2279 no . . C9 H10A 2.7149 no . . C9 H10B 2.6307 no . . C10 H8 2.5257 no . . C10 H12A 2.6806 no . . C10 H12B 2.6839 no . . C10 H12C 3.3184 no . . C12 H10A 2.6706 no . . C12 H10B 2.7143 no . . C13 H6 2.5932 no . . C13 H15A 2.5588 no . . C13 H15B 3.2630 no . . C13 H16A 2.9553 no . . C14 H6 3.0137 no . . C14 H15A 2.9768 no . . C15 H8 2.5739 no . . C15 H13A 3.2640 no . . C15 H13B 2.5488 no . . C15 H14A 3.0064 no . . C16 H8 2.9312 no . . C16 H13B 2.9243 no . . H3 H5 3.5376 no . . H5 H6 2.2751 no . . H6 H13A 2.1085 no . . H6 H13B 3.4981 no . . H6 H14A 3.3405 no . . H6 H14B 2.6152 no . . H8 H10A 2.3330 no . . H8 H10B 2.3429 no . . H8 H15A 3.4954 no . . H8 H15B 2.1376 no . . H8 H16B 2.4018 no . . H8 H16C 3.5255 no . . H10A H11A 2.8303 no . . H10A H11B 2.3694 no . . H10A H12A 2.4963 no . . H10A H12B 2.9407 no . . H10A H12C 3.5471 no . . H10B H11A 2.3372 no . . H10B H11B 2.8297 no . . H10B H12A 3.0006 no . . H10B H12B 2.5468 no . . H10B H12C 3.5812 no . . H11A H12A 2.8347 no . . H11A H12B 2.3596 no . . H11A H12C 2.3532 no . . H11B H12A 2.3621 no . . H11B H12B 2.8346 no . . H11B H12C 2.3507 no . . H13A H14A 2.7303 no . . H13A H14B 2.1479 no . . H13A H14C 2.5427 no . . H13A H15A 3.4787 no . . H13A H16A 3.4804 no . . H13B H14A 2.5624 no . . H13B H14B 2.7177 no . . H13B H14C 2.1403 no . . H13B H15A 2.4867 no . . H13B H15B 3.4688 no . . H13B H16A 2.4092 no . . H13B H16B 3.5023 no . . H14A H15A 2.5924 no . . H14A H15B 3.4467 no . . H14C H15A 3.2874 no . . H15A H16A 2.3554 no . . H15A H16B 2.7946 no . . H15A H16C 2.2691 no . . H15B H16A 2.7959 no . . H15B H16B 2.2794 no . . H15B H16C 2.3440 no . . O1 H5 3.3234 no . 2_665 O1 H8 3.4289 no . 2_765 O1 H15B 2.9909 no . 2_765 N1 H10B 3.2399 no . 1_545 N1 H12B 3.1815 no . 1_545 N1 H13A 2.9144 no . 2_665 N1 H13B 3.4756 no . 2_665 N1 H14C 2.9227 no . 1_544 N1 H15A 3.0402 no . 2_765 N1 H15B 3.5435 no . 2_765 N2 H10B 3.2461 no . 2_665 N2 H16A 3.0747 no . 1_545 N2 H16B 2.8932 no . 1_545 N3 H11B 3.1101 no . 2_765 C1 H10B 3.1920 no . 1_545 C1 H13A 3.4593 no . 2_665 C1 H14C 3.5695 no . 1_544 C1 H15A 3.5725 no . 2_765 C1 H16B 3.5856 no . 2_665 C2 H16B 2.9867 no . 1_545 C2 H16B 3.3248 no . 2_665 C3 H15B 3.1122 no . 2_765 C3 H16A 3.5658 no . 1_545 C3 H16B 3.3596 no . 1_545 C4 H3 3.5013 no . 2_665 C4 H10A 3.1656 no . 2_765 C5 H3 3.3434 no . 2_665 C5 H10A 3.2151 no . 2_765 C5 H11A 3.5838 no . 2_665 C5 H12A 3.5826 no . 2_765 C5 H14B 3.1440 no . 2_666 C5 H16A 3.5498 no . 1_545 C6 H3 3.4400 no . 2_665 C6 H10A 3.2583 no . 2_765 C6 H11B 3.4758 no . 2_765 C6 H12A 3.4126 no . 2_765 C6 H14B 3.1599 no . 2_666 C7 H10A 3.2071 no . 2_765 C7 H11B 3.2132 no . 2_765 C8 H10A 3.1431 no . 2_765 C9 H8 3.5031 no . 2_765 C9 H10A 3.1578 no . 2_765 C9 H15B 3.5919 no . 2_765 C10 H16C 3.0876 no . 2_775 C11 H11A 3.5950 no . 2_764 C11 H12C 3.4352 no . 2_764 C11 H14A 3.3882 no . 1_554 C11 H14A 3.1683 no . 2_765 C12 H6 3.5834 no . 1_654 C12 H13A 3.3552 no . 1_654 C12 H14A 3.3780 no . 1_554 C12 H16C 3.5808 no . 2_775 C13 H11B 3.5932 no . 2_765 C13 H13B 2.9651 no . 2_676 C13 H14C 3.4201 no . 2_676 C14 H5 3.0975 no . 2_666 C14 H6 3.5295 no . 2_666 C14 H11A 3.1512 no . 1_556 C14 H11B 3.0459 no . 2_765 C14 H12A 3.5354 no . 1_456 C14 H13B 3.2118 no . 2_676 C15 H3 3.4624 no . 2_765 C15 H11B 3.4740 no . 2_765 C16 H10A 3.3896 no . 2_775 C16 H10B 3.5486 no . 2_775 C16 H12A 3.5249 no . 2_775 C16 H16B 3.2499 no . 2_775 C16 H16C 3.3405 no . 2_775 H3 C4 3.5013 no . 2_665 H3 C5 3.3434 no . 2_665 H3 C6 3.4400 no . 2_665 H3 C15 3.4624 no . 2_765 H3 H15A 3.4477 no . 2_765 H3 H15B 2.6415 no . 2_765 H5 O1 3.3234 no . 2_665 H5 C14 3.0975 no . 2_666 H5 H10B 3.3690 no . 2_665 H5 H11A 2.9135 no . 2_665 H5 H12A 3.5952 no . 2_765 H5 H14A 3.4582 no . 2_666 H5 H14B 2.5687 no . 2_666 H5 H14C 2.8464 no . 2_666 H5 H16A 3.2190 no . 1_545 H6 C12 3.5834 no . 1_456 H6 C14 3.5295 no . 2_666 H6 H11B 3.5678 no . 2_765 H6 H12A 3.2815 no . 1_456 H6 H12A 3.3443 no . 2_765 H6 H12C 2.9888 no . 1_456 H6 H14B 2.6210 no . 2_666 H8 O1 3.4289 no . 2_765 H8 C9 3.5031 no . 2_765 H8 H16C 2.9428 no . 2_775 H10A C4 3.1656 no . 2_765 H10A C5 3.2151 no . 2_765 H10A C6 3.2583 no . 2_765 H10A C7 3.2071 no . 2_765 H10A C8 3.1431 no . 2_765 H10A C9 3.1578 no . 2_765 H10A C16 3.3896 no . 2_775 H10A H16A 3.2735 no . 2_775 H10A H16C 2.6711 no . 2_775 H10B N1 3.2399 no . 1_565 H10B N2 3.2461 no . 2_665 H10B C1 3.1920 no . 1_565 H10B C16 3.5486 no . 2_775 H10B H5 3.3690 no . 2_665 H10B H16C 2.6450 no . 2_775 H11A C5 3.5838 no . 2_665 H11A C11 3.5950 no . 2_764 H11A C14 3.1512 no . 1_554 H11A H5 2.9135 no . 2_665 H11A H11A 3.3870 no . 2_764 H11A H11B 3.2592 no . 2_764 H11A H12C 2.8479 no . 2_764 H11A H14A 2.6282 no . 1_554 H11A H14A 3.4952 no . 2_765 H11A H14B 3.1758 no . 1_554 H11A H14C 3.1500 no . 1_554 H11B N3 3.1101 no . 2_765 H11B C6 3.4758 no . 2_765 H11B C7 3.2132 no . 2_765 H11B C13 3.5932 no . 2_765 H11B C14 3.0459 no . 2_765 H11B C15 3.4740 no . 2_765 H11B H6 3.5678 no . 2_765 H11B H11A 3.2592 no . 2_764 H11B H12C 3.1207 no . 2_764 H11B H14A 2.2661 no . 2_765 H11B H14B 3.1619 no . 2_765 H11B H15A 3.3876 no . 2_765 H11B H15B 3.2684 no . 2_765 H12A C5 3.5826 no . 2_765 H12A C6 3.4126 no . 2_765 H12A C14 3.5354 no . 1_654 H12A C16 3.5249 no . 2_775 H12A H5 3.5952 no . 2_765 H12A H6 3.2815 no . 1_654 H12A H6 3.3443 no . 2_765 H12A H13A 2.8787 no . 1_654 H12A H14B 2.9019 no . 1_654 H12A H16A 2.9657 no . 2_775 H12A H16C 3.2717 no . 2_775 H12B N1 3.1815 no . 1_565 H12B H14A 3.1719 no . 1_554 H12B H14C 3.4729 no . 1_554 H12B H15A 3.0783 no . 2_775 H12B H16A 3.3960 no . 2_775 H12B H16C 3.1857 no . 2_775 H12C C11 3.4352 no . 2_764 H12C H6 2.9888 no . 1_654 H12C H11A 2.8479 no . 2_764 H12C H11B 3.1207 no . 2_764 H12C H13A 3.0882 no . 1_654 H12C H14A 3.0976 no . 1_554 H12C H14A 3.4213 no . 2_765 H12C H14B 3.5172 no . 2_765 H13A N1 2.9144 no . 2_665 H13A C1 3.4593 no . 2_665 H13A C12 3.3552 no . 1_456 H13A H12A 2.8787 no . 1_456 H13A H12C 3.0882 no . 1_456 H13A H13B 2.9876 no . 2_676 H13A H14C 3.3155 no . 2_676 H13B N1 3.4756 no . 2_665 H13B C13 2.9651 no . 2_676 H13B C14 3.2118 no . 2_676 H13B H13A 2.9876 no . 2_676 H13B H13B 2.3479 no . 2_676 H13B H14C 2.6488 no . 2_676 H14A C11 3.3882 no . 1_556 H14A C11 3.1683 no . 2_765 H14A C12 3.3780 no . 1_556 H14A H5 3.4582 no . 2_666 H14A H11A 2.6282 no . 1_556 H14A H11A 3.4952 no . 2_765 H14A H11B 2.2661 no . 2_765 H14A H12B 3.1719 no . 1_556 H14A H12C 3.0976 no . 1_556 H14A H12C 3.4213 no . 2_765 H14B C5 3.1440 no . 2_666 H14B C6 3.1599 no . 2_666 H14B H5 2.5687 no . 2_666 H14B H6 2.6210 no . 2_666 H14B H11A 3.1758 no . 1_556 H14B H11B 3.1619 no . 2_765 H14B H12A 2.9019 no . 1_456 H14B H12C 3.5172 no . 2_765 H14C N1 2.9227 no . 1_566 H14C C1 3.5695 no . 1_566 H14C C13 3.4201 no . 2_676 H14C H5 2.8464 no . 2_666 H14C H11A 3.1500 no . 1_556 H14C H12B 3.4729 no . 1_556 H14C H13A 3.3155 no . 2_676 H14C H13B 2.6488 no . 2_676 H14C H16A 3.2299 no . 2_676 H15A N1 3.0402 no . 2_765 H15A C1 3.5725 no . 2_765 H15A H3 3.4477 no . 2_765 H15A H11B 3.3876 no . 2_765 H15A H12B 3.0783 no . 2_775 H15B O1 2.9909 no . 2_765 H15B N1 3.5435 no . 2_765 H15B C3 3.1122 no . 2_765 H15B C9 3.5919 no . 2_765 H15B H3 2.6415 no . 2_765 H15B H11B 3.2684 no . 2_765 H15B H16B 3.4305 no . 2_775 H15B H16C 3.4737 no . 2_775 H16A N2 3.0747 no . 1_565 H16A C3 3.5658 no . 1_565 H16A C5 3.5498 no . 1_565 H16A H5 3.2190 no . 1_565 H16A H10A 3.2735 no . 2_775 H16A H12A 2.9657 no . 2_775 H16A H12B 3.3960 no . 2_775 H16A H14C 3.2299 no . 2_676 H16B N2 2.8932 no . 1_565 H16B C1 3.5856 no . 2_665 H16B C2 2.9867 no . 1_565 H16B C2 3.3248 no . 2_665 H16B C3 3.3596 no . 1_565 H16B C16 3.2499 no . 2_775 H16B H15B 3.4305 no . 2_775 H16B H16B 3.0212 no . 2_775 H16B H16C 2.6958 no . 2_775 H16C C10 3.0876 no . 2_775 H16C C12 3.5808 no . 2_775 H16C C16 3.3405 no . 2_775 H16C H8 2.9428 no . 2_775 H16C H10A 2.6711 no . 2_775 H16C H10B 2.6450 no . 2_775 H16C H12A 3.2717 no . 2_775 H16C H12B 3.1857 no . 2_775 H16C H15B 3.4737 no . 2_775 H16C H16B 2.6958 no . 2_775 H16C H16C 3.2127 no . 2_775 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== #============================================================================== # Attachment 'web_deposit_cif_file_4_Byung-SoonKim_1296644454.cif' #============================================================================== data__dye5 _database_code_depnum_ccdc_archive 'CCDC 811131' #TrackingRef 'web_deposit_cif_file_4_Byung-SoonKim_1296644454.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C36 H50 N6 O2 ' _chemical_formula_moiety 'C36 H50 N6 O2 ' _chemical_formula_weight 598.83 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/a 1' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,+Z #------------------------------------------------------------------------------ _cell_length_a 8.2480(3) _cell_length_b 23.4817(7) _cell_length_c 9.0521(3) _cell_angle_alpha 90.0000 _cell_angle_beta 94.5510(16) _cell_angle_gamma 90.0000 _cell_volume 1747.66(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9104 _cell_measurement_theta_min 3.8 _cell_measurement_theta_max 68.2 _cell_measurement_temperature 296.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648.00 _exptl_absorpt_coefficient_mu 0.563 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.762 _exptl_absorpt_correction_T_max 0.956 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 16246 _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_theta_max 68.20 _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 68.20 _diffrn_measured_fraction_theta_full 0.956 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_ambient_temperature 296.1 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 3053 _reflns_number_gt 1934 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.0794 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 3053 _refine_ls_number_parameters 224 _refine_ls_goodness_of_fit_ref 1.214 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0010Fo^2^ + 1.0000\s(Fo^2^)]' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.25 _refine_diff_density_min -0.24 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.049 0.032 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.78590(17) -0.05213(6) -0.01237(14) 0.0600(4) Uani 1.00 1 d . . . N(1) N 0.6063(3) -0.11884(10) 0.4382(2) 0.0933(8) Uani 1.00 1 d . . . N(2) N 0.5641(2) 0.02099(7) 0.31924(18) 0.0579(5) Uani 1.00 1 d . . . N(3) N 0.8453(2) 0.12736(7) -0.2614(2) 0.0670(5) Uani 1.00 1 d . . . C(1) C 0.5698(2) -0.07219(11) 0.4441(2) 0.0662(7) Uani 1.00 1 d . . . C(2) C 0.5316(2) -0.01198(9) 0.4400(2) 0.0561(6) Uani 1.00 1 d . . . C(3) C 0.6295(2) -0.00215(9) 0.2082(2) 0.0535(5) Uani 1.00 1 d . . . C(4) C 0.6755(2) 0.03040(8) 0.0843(2) 0.0512(5) Uani 1.00 1 d . . . C(5) C 0.6398(2) 0.08825(9) 0.0678(2) 0.0614(6) Uani 1.00 1 d . . . C(6) C 0.6896(2) 0.12021(9) -0.0464(2) 0.0646(6) Uani 1.00 1 d . . . C(7) C 0.7847(2) 0.09535(9) -0.1518(2) 0.0554(6) Uani 1.00 1 d . . . C(8) C 0.8171(2) 0.03683(9) -0.1393(2) 0.0536(5) Uani 1.00 1 d . . . C(9) C 0.7615(2) 0.00481(8) -0.0263(2) 0.0501(5) Uani 1.00 1 d . . . C(10) C 0.8505(2) -0.08242(8) -0.1313(2) 0.0594(6) Uani 1.00 1 d . . . C(11) C 0.8478(2) -0.14475(9) -0.0977(2) 0.0651(6) Uani 1.00 1 d . . . C(12) C 0.9127(2) -0.17970(9) -0.2226(2) 0.0699(7) Uani 1.00 1 d . . . C(13) C 0.9076(3) -0.24303(10) -0.2008(2) 0.0799(8) Uani 1.00 1 d . . . C(14) C 0.9545(4) -0.27566(12) -0.3364(3) 0.1085(11) Uani 1.00 1 d . . . C(15) C 0.9736(2) 0.10546(11) -0.3504(2) 0.0753(8) Uani 1.00 1 d . . . C(16) C 0.9094(3) 0.07602(13) -0.4890(3) 0.1041(11) Uani 1.00 1 d . . . C(17) C 0.7829(3) 0.18367(10) -0.3004(2) 0.0780(8) Uani 1.00 1 d . . . C(18) C 0.8736(4) 0.23183(12) -0.2243(3) 0.1139(12) Uani 1.00 1 d . . . H(1) H 0.6485 -0.0420 0.2097 0.065 Uiso 1.00 1 c R . . H(2) H 0.5790 0.1061 0.1397 0.075 Uiso 1.00 1 c R . . H(3) H 0.6593 0.1591 -0.0561 0.078 Uiso 1.00 1 c R . . H(4) H 0.8788 0.0189 -0.2104 0.065 Uiso 1.00 1 c R . . H(5) H 0.7871 -0.0751 -0.2215 0.072 Uiso 1.00 1 c R . . H(6) H 0.9594 -0.0706 -0.1403 0.072 Uiso 1.00 1 c R . . H(7) H 0.9129 -0.1518 -0.0083 0.079 Uiso 1.00 1 c R . . H(8) H 0.7388 -0.1560 -0.0861 0.079 Uiso 1.00 1 c R . . H(9) H 0.8505 -0.1705 -0.3122 0.084 Uiso 1.00 1 c R . . H(10) H 1.0229 -0.1691 -0.2303 0.084 Uiso 1.00 1 c R . . H(11) H 0.9800 -0.2534 -0.1182 0.096 Uiso 1.00 1 c R . . H(12) H 0.7998 -0.2535 -0.1822 0.096 Uiso 1.00 1 c R . . H(13) H 0.8606 -0.2821 -0.4020 0.130 Uiso 1.00 1 c R . . H(14) H 1.0035 -0.3111 -0.3088 0.129 Uiso 1.00 1 c R . . H(15) H 1.0297 -0.2529 -0.3844 0.130 Uiso 1.00 1 c R . . H(16) H 1.0410 0.1361 -0.3761 0.091 Uiso 1.00 1 c R . . H(17) H 1.0367 0.0786 -0.2922 0.091 Uiso 1.00 1 c R . . H(18) H 0.8918 0.0368 -0.4698 0.127 Uiso 1.00 1 c R . . H(19) H 0.9822 0.0796 -0.5647 0.127 Uiso 1.00 1 c R . . H(20) H 0.8088 0.0936 -0.5202 0.127 Uiso 1.00 1 c R . . H(21) H 0.7860 0.1891 -0.4041 0.094 Uiso 1.00 1 c R . . H(22) H 0.6734 0.1854 -0.2751 0.093 Uiso 1.00 1 c R . . H(23) H 0.8286 0.2395 -0.1329 0.137 Uiso 1.00 1 c R . . H(24) H 0.8686 0.2652 -0.2837 0.136 Uiso 1.00 1 c R . . H(25) H 0.9837 0.2203 -0.2057 0.137 Uiso 1.00 1 c R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0751(9) 0.0555(8) 0.0525(8) 0.0048(6) 0.0239(6) 0.0024(6) N(1) 0.1202(18) 0.0778(15) 0.0870(15) 0.0058(13) 0.0392(13) 0.0083(12) N(2) 0.0589(9) 0.0669(11) 0.0502(9) -0.0066(8) 0.0186(7) -0.0025(8) N(3) 0.0766(12) 0.0638(11) 0.0632(11) 0.0024(9) 0.0207(9) 0.0168(9) C(1) 0.0735(14) 0.0748(16) 0.0534(13) -0.0064(12) 0.0236(10) 0.0012(11) C(2) 0.0550(11) 0.0644(13) 0.0507(12) -0.0077(9) 0.0156(9) -0.0019(9) C(3) 0.0505(11) 0.0608(12) 0.0505(11) -0.0064(8) 0.0124(9) -0.0035(9) C(4) 0.0508(10) 0.0576(12) 0.0464(11) -0.0055(8) 0.0123(8) -0.0041(9) C(5) 0.0638(12) 0.0646(14) 0.0586(13) 0.0004(10) 0.0225(9) -0.0049(10) C(6) 0.0717(13) 0.0566(13) 0.0677(14) 0.0067(10) 0.0185(11) 0.0006(10) C(7) 0.0560(11) 0.0611(12) 0.0498(11) -0.0032(9) 0.0086(8) 0.0045(9) C(8) 0.0586(11) 0.0587(12) 0.0453(11) 0.0006(9) 0.0151(9) 0.0015(9) C(9) 0.0512(10) 0.0550(11) 0.0449(11) -0.0019(8) 0.0078(8) 0.0003(8) C(10) 0.0674(13) 0.0593(13) 0.0534(12) -0.0001(10) 0.0168(9) -0.0036(9) C(11) 0.0713(14) 0.0618(13) 0.0634(13) 0.0011(10) 0.0134(11) 0.0003(10) C(12) 0.0762(15) 0.0637(14) 0.0706(15) 0.0010(11) 0.0107(12) -0.0060(11) C(13) 0.0861(17) 0.0665(15) 0.0868(17) 0.0062(12) 0.0055(13) -0.0072(13) C(14) 0.136(2) 0.086(2) 0.101(2) 0.0058(17) -0.0061(19) -0.0346(16) C(15) 0.0801(16) 0.0803(16) 0.0675(15) -0.0110(12) 0.0193(12) 0.0165(12) C(16) 0.125(2) 0.115(2) 0.0758(18) -0.0111(19) 0.0277(16) 0.0011(16) C(17) 0.0891(17) 0.0737(16) 0.0715(15) 0.0024(13) 0.0080(13) 0.0223(12) C(18) 0.123(2) 0.0748(19) 0.143(2) -0.0070(17) 0.004(2) 0.0183(18) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) C(9) 1.357(2) yes . . O(1) C(10) 1.428(2) yes . . N(1) C(1) 1.139(3) yes . . N(2) C(2) 1.383(2) yes . . N(2) C(3) 1.297(2) yes . . N(3) C(7) 1.371(2) yes . . N(3) C(15) 1.472(3) yes . . N(3) C(17) 1.452(2) yes . . C(1) C(2) 1.448(3) yes . . C(2) C(2) 1.363(2) yes . 3_656 C(3) C(4) 1.433(2) yes . . C(4) C(5) 1.395(2) yes . . C(4) C(9) 1.406(2) yes . . C(5) C(6) 1.367(3) yes . . C(6) C(7) 1.409(3) yes . . C(7) C(8) 1.403(2) yes . . C(8) C(9) 1.377(2) yes . . C(10) C(11) 1.495(2) yes . . C(11) C(12) 1.528(3) yes . . C(12) C(13) 1.501(3) yes . . C(13) C(14) 1.523(3) yes . . C(15) C(16) 1.492(3) yes . . C(17) C(18) 1.494(3) yes . . C(3) H(1) 0.950 no . . C(5) H(2) 0.950 no . . C(6) H(3) 0.950 no . . C(8) H(4) 0.950 no . . C(10) H(5) 0.950 no . . C(10) H(6) 0.950 no . . C(11) H(7) 0.950 no . . C(11) H(8) 0.950 no . . C(12) H(9) 0.950 no . . C(12) H(10) 0.950 no . . C(13) H(11) 0.950 no . . C(13) H(12) 0.950 no . . C(14) H(13) 0.950 no . . C(14) H(14) 0.950 no . . C(14) H(15) 0.950 no . . C(15) H(16) 0.950 no . . C(15) H(17) 0.950 no . . C(16) H(18) 0.950 no . . C(16) H(19) 0.950 no . . C(16) H(20) 0.950 no . . C(17) H(21) 0.950 no . . C(17) H(22) 0.950 no . . C(18) H(23) 0.950 no . . C(18) H(24) 0.950 no . . C(18) H(25) 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_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) O(1) C(10) 118.86(14) yes . . . C(2) N(2) C(3) 119.77(17) yes . . . C(7) N(3) C(15) 121.60(17) yes . . . C(7) N(3) C(17) 122.18(18) yes . . . C(15) N(3) C(17) 116.18(18) yes . . . N(1) C(1) C(2) 174.8(2) yes . . . N(2) C(2) C(1) 120.77(17) yes . . . N(2) C(2) C(2) 120.62(18) yes . . 3_656 C(1) C(2) C(2) 118.57(18) yes . . 3_656 N(2) C(3) C(4) 122.36(18) yes . . . C(3) C(4) C(5) 122.41(17) yes . . . C(3) C(4) C(9) 120.59(17) yes . . . C(5) C(4) C(9) 117.00(17) yes . . . C(4) C(5) C(6) 122.81(19) yes . . . C(5) C(6) C(7) 120.10(19) yes . . . N(3) C(7) C(6) 121.19(18) yes . . . N(3) C(7) C(8) 121.16(18) yes . . . C(6) C(7) C(8) 117.64(18) yes . . . C(7) C(8) C(9) 121.47(18) yes . . . O(1) C(9) C(4) 115.77(16) yes . . . O(1) C(9) C(8) 123.45(17) yes . . . C(4) C(9) C(8) 120.78(17) yes . . . O(1) C(10) C(11) 108.79(16) yes . . . C(10) C(11) C(12) 111.34(17) yes . . . C(11) C(12) C(13) 114.81(19) yes . . . C(12) C(13) C(14) 112.4(2) yes . . . N(3) C(15) C(16) 113.5(2) yes . . . N(3) C(17) C(18) 115.0(2) yes . . . N(2) C(3) H(1) 118.8 no . . . C(4) C(3) H(1) 118.9 no . . . C(4) C(5) H(2) 118.4 no . . . C(6) C(5) H(2) 118.8 no . . . C(5) C(6) H(3) 120.4 no . . . C(7) C(6) H(3) 119.5 no . . . C(7) C(8) H(4) 119.2 no . . . C(9) C(8) H(4) 119.4 no . . . O(1) C(10) H(5) 110.2 no . . . O(1) C(10) H(6) 109.3 no . . . C(11) C(10) H(5) 109.6 no . . . C(11) C(10) H(6) 109.5 no . . . H(5) C(10) H(6) 109.5 no . . . C(10) C(11) H(7) 109.1 no . . . C(10) C(11) H(8) 108.9 no . . . C(12) C(11) H(7) 109.2 no . . . C(12) C(11) H(8) 108.9 no . . . H(7) C(11) H(8) 109.5 no . . . C(11) C(12) H(9) 108.1 no . . . C(11) C(12) H(10) 107.9 no . . . C(13) C(12) H(9) 108.6 no . . . C(13) C(12) H(10) 107.8 no . . . H(9) C(12) H(10) 109.5 no . . . C(12) C(13) H(11) 109.5 no . . . C(12) C(13) H(12) 108.4 no . . . C(14) C(13) H(11) 108.8 no . . . C(14) C(13) H(12) 108.3 no . . . H(11) C(13) H(12) 109.5 no . . . C(13) C(14) H(13) 109.8 no . . . C(13) C(14) H(14) 111.0 no . . . C(13) C(14) H(15) 107.6 no . . . H(13) C(14) H(14) 109.5 no . . . H(13) C(14) H(15) 109.5 no . . . H(14) C(14) H(15) 109.5 no . . . N(3) C(15) H(16) 109.2 no . . . N(3) C(15) H(17) 108.3 no . . . C(16) C(15) H(16) 108.7 no . . . C(16) C(15) H(17) 107.5 no . . . H(16) C(15) H(17) 109.5 no . . . C(15) C(16) H(18) 110.1 no . . . C(15) C(16) H(19) 111.3 no . . . C(15) C(16) H(20) 107.0 no . . . H(18) C(16) H(19) 109.5 no . . . H(18) C(16) H(20) 109.5 no . . . H(19) C(16) H(20) 109.5 no . . . N(3) C(17) H(21) 109.1 no . . . N(3) C(17) H(22) 107.8 no . . . C(18) C(17) H(21) 107.6 no . . . C(18) C(17) H(22) 107.9 no . . . H(21) C(17) H(22) 109.5 no . . . C(17) C(18) H(23) 109.3 no . . . C(17) C(18) H(24) 111.5 no . . . C(17) C(18) H(25) 107.6 no . . . H(23) C(18) H(24) 109.5 no . . . H(23) C(18) H(25) 109.5 no . . . H(24) C(18) H(25) 109.5 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) O(1) C(10) C(11) -173.38(16) ? . . . . C(10) O(1) C(9) C(4) 170.83(16) ? . . . . C(10) O(1) C(9) C(8) -9.8(2) ? . . . . C(2) N(2) C(3) C(4) -175.96(16) ? . . . . C(3) N(2) C(2) C(1) 0.1(2) ? . . . . C(3) N(2) C(2) C(2) 177.57(18) ? . . . 3_656 C(7) N(3) C(15) C(16) 91.4(2) ? . . . . C(15) N(3) C(7) C(6) 165.91(19) ? . . . . C(15) N(3) C(7) C(8) -13.2(2) ? . . . . C(7) N(3) C(17) C(18) 94.1(2) ? . . . . C(17) N(3) C(7) C(6) -16.6(2) ? . . . . C(17) N(3) C(7) C(8) 164.38(18) ? . . . . C(15) N(3) C(17) C(18) -88.3(2) ? . . . . C(17) N(3) C(15) C(16) -86.2(2) ? . . . . N(1) C(1) C(2) N(2) 11(2) ? . . . . N(1) C(1) C(2) C(2) -166(2) ? . . . 3_656 N(2) C(2) C(2) C(1) 2.4(2) ? . . 3_656 3_656 C(1) C(2) C(2) N(2) -2.4(2) ? . . 3_656 3_656 N(2) C(3) C(4) C(5) -6.0(2) ? . . . . N(2) C(3) C(4) C(9) 173.27(17) ? . . . . C(3) C(4) C(5) C(6) 176.94(18) ? . . . . C(3) C(4) C(9) O(1) 4.5(2) ? . . . . C(3) C(4) C(9) C(8) -174.84(17) ? . . . . C(5) C(4) C(9) O(1) -176.14(16) ? . . . . C(5) C(4) C(9) C(8) 4.5(2) ? . . . . C(9) C(4) C(5) C(6) -2.4(2) ? . . . . C(4) C(5) C(6) C(7) -1.7(3) ? . . . . C(5) C(6) C(7) N(3) -175.52(19) ? . . . . C(5) C(6) C(7) C(8) 3.6(2) ? . . . . N(3) C(7) C(8) C(9) 177.64(17) ? . . . . C(6) C(7) C(8) C(9) -1.5(2) ? . . . . C(7) C(8) C(9) O(1) 178.03(17) ? . . . . C(7) C(8) C(9) C(4) -2.6(2) ? . . . . O(1) C(10) C(11) C(12) 178.96(16) ? . . . . C(10) C(11) C(12) C(13) -177.53(19) ? . . . . C(11) C(12) C(13) C(14) 173.1(2) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O(1) C(3) 2.727(2) ? . . O(1) C(4) 2.340(2) ? . . O(1) C(8) 2.408(2) ? . . O(1) C(8) 3.467(2) ? . 3_755 O(1) C(11) 2.377(2) ? . . N(1) N(2) 3.464(2) ? . . N(1) N(2) 3.545(2) ? . 3_656 N(1) C(2) 2.584(3) ? . . N(1) C(2) 3.485(3) ? . 3_656 N(1) C(3) 3.456(3) ? . . N(1) C(14) 3.504(3) ? . 4_446 N(2) N(1) 3.464(2) ? . . N(2) N(1) 3.545(2) ? . 3_656 N(2) C(1) 2.462(2) ? . . N(2) C(1) 2.762(2) ? . 3_656 N(2) C(2) 2.386(2) ? . 3_656 N(2) C(4) 2.393(2) ? . . N(2) C(5) 2.879(2) ? . . N(2) C(16) 3.466(3) ? . 1_556 N(3) C(6) 2.422(2) ? . . N(3) C(8) 2.416(2) ? . . N(3) C(16) 2.480(3) ? . . N(3) C(18) 2.484(3) ? . . C(1) N(2) 2.462(2) ? . . C(1) N(2) 2.762(2) ? . 3_656 C(1) C(2) 2.418(3) ? . 3_656 C(1) C(3) 2.770(3) ? . . C(2) N(1) 2.584(3) ? . . C(2) N(1) 3.485(3) ? . 3_656 C(2) N(2) 2.386(2) ? . 3_656 C(2) C(1) 2.418(3) ? . 3_656 C(2) C(3) 2.318(2) ? . . C(2) C(3) 3.562(2) ? . 3_656 C(3) O(1) 2.727(2) ? . . C(3) N(1) 3.456(3) ? . . C(3) C(1) 2.770(3) ? . . C(3) C(2) 2.318(2) ? . . C(3) C(2) 3.562(2) ? . 3_656 C(3) C(4) 3.567(2) ? . 3_655 C(3) C(5) 2.479(2) ? . . C(3) C(9) 2.467(2) ? . . C(3) C(9) 3.503(2) ? . 3_655 C(4) O(1) 2.340(2) ? . . C(4) N(2) 2.393(2) ? . . C(4) C(3) 3.567(2) ? . 3_655 C(4) C(4) 3.471(2) ? . 3_655 C(4) C(6) 2.425(2) ? . . C(4) C(7) 2.830(2) ? . . C(4) C(8) 2.420(2) ? . . C(5) N(2) 2.879(2) ? . . C(5) C(3) 2.479(2) ? . . C(5) C(7) 2.405(2) ? . . C(5) C(8) 2.747(2) ? . . C(5) C(9) 2.389(2) ? . . C(6) N(3) 2.422(2) ? . . C(6) C(4) 2.425(2) ? . . C(6) C(8) 2.406(3) ? . . C(6) C(9) 2.777(2) ? . . C(6) C(17) 2.895(3) ? . . C(6) C(18) 3.486(3) ? . . C(7) C(4) 2.830(2) ? . . C(7) C(5) 2.405(2) ? . . C(7) C(9) 2.425(2) ? . . C(7) C(15) 2.482(3) ? . . C(7) C(16) 3.329(3) ? . . C(7) C(17) 2.472(3) ? . . C(7) C(18) 3.364(3) ? . . C(8) O(1) 2.408(2) ? . . C(8) O(1) 3.467(2) ? . 3_755 C(8) N(3) 2.416(2) ? . . C(8) C(4) 2.420(2) ? . . C(8) C(5) 2.747(2) ? . . C(8) C(6) 2.406(3) ? . . C(8) C(10) 2.814(2) ? . . C(8) C(15) 2.882(3) ? . . C(8) C(16) 3.439(3) ? . . C(9) C(3) 2.467(2) ? . . C(9) C(3) 3.503(2) ? . 3_655 C(9) C(5) 2.389(2) ? . . C(9) C(6) 2.777(2) ? . . C(9) C(7) 2.425(2) ? . . C(9) C(10) 2.398(2) ? . . C(10) C(8) 2.814(2) ? . . C(10) C(9) 2.398(2) ? . . C(10) C(12) 2.496(2) ? . . C(11) O(1) 2.377(2) ? . . C(11) C(13) 2.552(3) ? . . C(12) C(10) 2.496(2) ? . . C(12) C(14) 2.513(3) ? . . C(13) C(11) 2.552(3) ? . . C(14) N(1) 3.504(3) ? . 4_544 C(14) C(12) 2.513(3) ? . . C(15) C(7) 2.482(3) ? . . C(15) C(8) 2.882(3) ? . . C(15) C(17) 2.483(3) ? . . C(15) C(18) 3.307(3) ? . . C(16) N(2) 3.466(3) ? . 1_554 C(16) N(3) 2.480(3) ? . . C(16) C(7) 3.329(3) ? . . C(16) C(8) 3.439(3) ? . . C(16) C(17) 3.267(3) ? . . C(17) C(6) 2.895(3) ? . . C(17) C(7) 2.472(3) ? . . C(17) C(15) 2.483(3) ? . . C(17) C(16) 3.267(3) ? . . C(18) N(3) 2.484(3) ? . . C(18) C(6) 3.486(3) ? . . C(18) C(7) 3.364(3) ? . . C(18) C(15) 3.307(3) ? . . O(1) H(1) 2.396 ? . . O(1) H(2) 3.382 ? . 3_655 O(1) H(4) 2.609 ? . . O(1) H(4) 3.382 ? . 3_755 O(1) H(5) 1.969 ? . . O(1) H(6) 1.959 ? . . O(1) H(7) 2.563 ? . . O(1) H(8) 2.549 ? . . O(1) H(17) 3.080 ? . 3_755 N(1) H(1) 2.787 ? . . N(1) H(5) 3.469 ? . 1_556 N(1) H(9) 3.147 ? . 1_556 N(1) H(13) 3.474 ? . 4_446 N(1) H(14) 2.997 ? . 4_446 N(1) H(15) 3.494 ? . 4_446 N(1) H(16) 3.033 ? . 3_755 N(1) H(17) 3.453 ? . 3_755 N(1) H(22) 3.067 ? . 3_655 N(1) H(24) 3.075 ? . 2_645 N(2) H(1) 1.941 ? . . N(2) H(2) 2.586 ? . . N(2) H(5) 3.222 ? . 3_655 N(2) H(18) 3.205 ? . 1_556 N(2) H(20) 2.937 ? . 1_556 N(3) H(3) 2.611 ? . . N(3) H(4) 2.598 ? . . N(3) H(7) 3.081 ? . 3_755 N(3) H(16) 1.998 ? . . N(3) H(17) 1.987 ? . . N(3) H(18) 2.888 ? . . N(3) H(19) 3.249 ? . . N(3) H(20) 2.469 ? . . N(3) H(21) 1.978 ? . . N(3) H(22) 1.963 ? . . N(3) H(23) 2.887 ? . . N(3) H(24) 3.250 ? . . N(3) H(25) 2.496 ? . . C(1) H(1) 2.376 ? . . C(1) H(5) 3.393 ? . 1_556 C(1) H(20) 3.289 ? . 3_655 C(1) H(22) 3.598 ? . 3_655 C(2) H(1) 2.468 ? . . C(2) H(18) 3.228 ? . 1_556 C(2) H(18) 3.571 ? . 3_655 C(2) H(20) 3.373 ? . 1_556 C(2) H(20) 3.523 ? . 3_655 C(3) H(2) 2.642 ? . . C(3) H(17) 3.324 ? . 3_755 C(3) H(20) 3.565 ? . 1_556 C(4) H(1) 2.067 ? . . C(4) H(2) 2.027 ? . . C(4) H(3) 3.278 ? . . C(4) H(4) 3.273 ? . . C(4) H(6) 3.158 ? . 3_755 C(5) H(1) 3.317 ? . . C(5) H(1) 3.492 ? . 3_655 C(5) H(3) 2.021 ? . . C(5) H(6) 3.345 ? . 3_755 C(5) H(8) 3.520 ? . 3_655 C(5) H(10) 3.586 ? . 3_755 C(5) H(14) 3.485 ? . 2_655 C(6) H(1) 3.561 ? . 3_655 C(6) H(2) 2.005 ? . . C(6) H(4) 3.266 ? . . C(6) H(6) 3.438 ? . 3_755 C(6) H(7) 3.360 ? . 3_755 C(6) H(10) 3.503 ? . 3_755 C(6) H(22) 2.570 ? . . C(6) H(23) 3.150 ? . . C(7) H(2) 3.258 ? . . C(7) H(3) 2.051 ? . . C(7) H(4) 2.042 ? . . C(7) H(6) 3.301 ? . 3_755 C(7) H(7) 3.083 ? . 3_755 C(7) H(16) 3.192 ? . . C(7) H(17) 2.551 ? . . C(7) H(18) 3.370 ? . . C(7) H(20) 3.357 ? . . C(7) H(21) 3.174 ? . . C(7) H(22) 2.529 ? . . C(7) H(23) 3.408 ? . . C(7) H(25) 3.416 ? . . C(8) H(3) 3.266 ? . . C(8) H(5) 2.738 ? . . C(8) H(6) 2.782 ? . . C(8) H(6) 3.113 ? . 3_755 C(8) H(17) 2.561 ? . . C(8) H(18) 3.102 ? . . C(9) H(1) 2.638 ? . . C(9) H(2) 3.247 ? . . C(9) H(4) 2.020 ? . . C(9) H(4) 3.563 ? . 3_755 C(9) H(5) 2.598 ? . . C(9) H(6) 2.671 ? . . C(9) H(6) 3.067 ? . 3_755 C(10) H(2) 3.580 ? . 3_655 C(10) H(4) 2.502 ? . . C(10) H(7) 2.016 ? . . C(10) H(8) 2.014 ? . . C(10) H(9) 2.638 ? . . C(10) H(10) 2.678 ? . . C(10) H(19) 3.176 ? . 3_754 C(11) H(5) 2.022 ? . . C(11) H(6) 2.021 ? . . C(11) H(9) 2.035 ? . . C(11) H(10) 2.032 ? . . C(11) H(11) 2.785 ? . . C(11) H(12) 2.686 ? . . C(11) H(14) 3.453 ? . 4_445 C(11) H(25) 3.467 ? . 3_755 C(12) H(5) 2.666 ? . . C(12) H(6) 2.687 ? . . C(12) H(7) 2.048 ? . . C(12) H(8) 2.044 ? . . C(12) H(11) 2.027 ? . . C(12) H(12) 2.014 ? . . C(12) H(12) 3.550 ? . 4_545 C(12) H(13) 2.915 ? . . C(12) H(14) 3.284 ? . . C(12) H(14) 3.410 ? . 4_445 C(12) H(15) 2.501 ? . . C(12) H(19) 3.201 ? . 3_754 C(13) H(2) 3.585 ? . 2_645 C(13) H(3) 3.345 ? . 2_645 C(13) H(7) 2.760 ? . . C(13) H(8) 2.725 ? . . C(13) H(9) 2.017 ? . . C(13) H(10) 2.007 ? . . C(13) H(12) 3.227 ? . 4_545 C(13) H(13) 2.049 ? . . C(13) H(14) 2.064 ? . . C(13) H(15) 2.024 ? . . C(13) H(15) 3.415 ? . 4_445 C(13) H(23) 3.581 ? . 3_755 C(14) H(2) 3.321 ? . 2_645 C(14) H(8) 3.517 ? . 4_545 C(14) H(9) 2.630 ? . . C(14) H(9) 3.493 ? . 4_545 C(14) H(10) 2.723 ? . . C(14) H(11) 2.038 ? . . C(14) H(12) 2.032 ? . . C(14) H(12) 3.146 ? . 4_545 C(14) H(15) 3.560 ? . 4_445 C(14) H(21) 3.065 ? . 2_644 C(15) H(1) 3.595 ? . 3_755 C(15) H(4) 2.550 ? . . C(15) H(7) 3.481 ? . 3_755 C(15) H(18) 2.026 ? . . C(15) H(19) 2.039 ? . . C(15) H(20) 1.989 ? . . C(15) H(21) 2.524 ? . . C(15) H(22) 3.222 ? . . C(15) H(25) 2.996 ? . . C(16) H(4) 2.884 ? . . C(16) H(9) 3.556 ? . 3_754 C(16) H(10) 3.432 ? . 3_754 C(16) H(16) 2.010 ? . . C(16) H(17) 1.996 ? . . C(16) H(18) 3.154 ? . 3_754 C(16) H(21) 2.967 ? . . C(17) H(3) 2.573 ? . . C(17) H(13) 2.966 ? . 2_654 C(17) H(16) 2.545 ? . . C(17) H(17) 3.232 ? . . C(17) H(20) 2.923 ? . . C(17) H(23) 2.017 ? . . C(17) H(24) 2.043 ? . . C(17) H(25) 1.998 ? . . C(17) H(25) 3.500 ? . 4_455 C(18) H(3) 2.964 ? . . C(18) H(7) 3.237 ? . 3_755 C(18) H(11) 3.276 ? . 3_755 C(18) H(16) 3.024 ? . . C(18) H(21) 1.997 ? . . C(18) H(22) 2.001 ? . . C(18) H(22) 3.207 ? . 4_555 C(18) H(25) 3.423 ? . 4_455 H(1) O(1) 2.396 ? . . H(1) N(1) 2.787 ? . . H(1) N(2) 1.941 ? . . H(1) C(1) 2.376 ? . . H(1) C(2) 2.468 ? . . H(1) C(4) 2.067 ? . . H(1) C(5) 3.317 ? . . H(1) C(5) 3.492 ? . 3_655 H(1) C(6) 3.561 ? . 3_655 H(1) C(9) 2.638 ? . . H(1) C(15) 3.595 ? . 3_755 H(1) H(2) 3.575 ? . . H(1) H(17) 2.780 ? . 3_755 H(2) O(1) 3.382 ? . 3_655 H(2) N(2) 2.586 ? . . H(2) C(3) 2.642 ? . . H(2) C(4) 2.027 ? . . H(2) C(6) 2.005 ? . . H(2) C(7) 3.258 ? . . H(2) C(9) 3.247 ? . . H(2) C(10) 3.580 ? . 3_655 H(2) C(13) 3.585 ? . 2_655 H(2) C(14) 3.321 ? . 2_655 H(2) H(1) 3.575 ? . . H(2) H(3) 2.305 ? . . H(2) H(5) 3.248 ? . 3_655 H(2) H(8) 2.876 ? . 3_655 H(2) H(11) 3.339 ? . 2_655 H(2) H(12) 3.457 ? . 2_655 H(2) H(13) 3.548 ? . 2_655 H(2) H(14) 2.598 ? . 2_655 H(2) H(20) 3.497 ? . 1_556 H(3) N(3) 2.611 ? . . H(3) C(4) 3.278 ? . . H(3) C(5) 2.021 ? . . H(3) C(7) 2.051 ? . . H(3) C(8) 3.266 ? . . H(3) C(13) 3.345 ? . 2_655 H(3) C(17) 2.573 ? . . H(3) C(18) 2.964 ? . . H(3) H(2) 2.305 ? . . H(3) H(7) 3.535 ? . 3_755 H(3) H(10) 3.545 ? . 3_755 H(3) H(11) 2.884 ? . 2_655 H(3) H(12) 2.977 ? . 2_655 H(3) H(21) 3.470 ? . . H(3) H(22) 2.088 ? . . H(3) H(23) 2.480 ? . . H(3) H(24) 3.516 ? . 4_455 H(3) H(25) 3.411 ? . . H(3) H(25) 3.411 ? . 4_455 H(4) O(1) 2.609 ? . . H(4) O(1) 3.382 ? . 3_755 H(4) N(3) 2.598 ? . . H(4) C(4) 3.273 ? . . H(4) C(6) 3.266 ? . . H(4) C(7) 2.042 ? . . H(4) C(9) 2.020 ? . . H(4) C(9) 3.563 ? . 3_755 H(4) C(10) 2.502 ? . . H(4) C(15) 2.550 ? . . H(4) C(16) 2.884 ? . . H(4) H(5) 2.334 ? . . H(4) H(6) 2.280 ? . . H(4) H(6) 3.557 ? . 3_755 H(4) H(16) 3.454 ? . . H(4) H(17) 2.088 ? . . H(4) H(18) 2.396 ? . . H(4) H(19) 3.345 ? . 3_754 H(4) H(20) 3.319 ? . . H(5) O(1) 1.969 ? . . H(5) N(1) 3.469 ? . 1_554 H(5) N(2) 3.222 ? . 3_655 H(5) C(1) 3.393 ? . 1_554 H(5) C(8) 2.738 ? . . H(5) C(9) 2.598 ? . . H(5) C(11) 2.022 ? . . H(5) C(12) 2.666 ? . . H(5) H(2) 3.248 ? . 3_655 H(5) H(4) 2.334 ? . . H(5) H(6) 1.551 ? . . H(5) H(7) 2.779 ? . . H(5) H(8) 2.311 ? . . H(5) H(9) 2.455 ? . . H(5) H(10) 2.947 ? . . H(5) H(14) 3.597 ? . 4_445 H(5) H(19) 2.822 ? . 3_754 H(6) O(1) 1.959 ? . . H(6) C(4) 3.158 ? . 3_755 H(6) C(5) 3.345 ? . 3_755 H(6) C(6) 3.438 ? . 3_755 H(6) C(7) 3.301 ? . 3_755 H(6) C(8) 2.782 ? . . H(6) C(8) 3.113 ? . 3_755 H(6) C(9) 2.671 ? . . H(6) C(9) 3.067 ? . 3_755 H(6) C(11) 2.021 ? . . H(6) C(12) 2.687 ? . . H(6) H(4) 2.280 ? . . H(6) H(4) 3.557 ? . 3_755 H(6) H(5) 1.551 ? . . H(6) H(7) 2.298 ? . . H(6) H(8) 2.777 ? . . H(6) H(9) 2.917 ? . . H(6) H(10) 2.522 ? . . H(6) H(19) 2.760 ? . 3_754 H(7) O(1) 2.563 ? . . H(7) N(3) 3.081 ? . 3_755 H(7) C(6) 3.360 ? . 3_755 H(7) C(7) 3.083 ? . 3_755 H(7) C(10) 2.016 ? . . H(7) C(12) 2.048 ? . . H(7) C(13) 2.760 ? . . H(7) C(15) 3.481 ? . 3_755 H(7) C(18) 3.237 ? . 3_755 H(7) H(3) 3.535 ? . 3_755 H(7) H(5) 2.779 ? . . H(7) H(6) 2.298 ? . . H(7) H(8) 1.551 ? . . H(7) H(9) 2.793 ? . . H(7) H(10) 2.306 ? . . H(7) H(11) 2.659 ? . . H(7) H(12) 2.970 ? . . H(7) H(16) 3.489 ? . 3_755 H(7) H(17) 3.216 ? . 3_755 H(7) H(23) 3.539 ? . 2_645 H(7) H(23) 3.161 ? . 3_755 H(7) H(25) 2.609 ? . 3_755 H(8) O(1) 2.549 ? . . H(8) C(5) 3.520 ? . 3_655 H(8) C(10) 2.014 ? . . H(8) C(12) 2.044 ? . . H(8) C(13) 2.725 ? . . H(8) C(14) 3.517 ? . 4_445 H(8) H(2) 2.876 ? . 3_655 H(8) H(5) 2.311 ? . . H(8) H(6) 2.777 ? . . H(8) H(7) 1.551 ? . . H(8) H(9) 2.335 ? . . H(8) H(10) 2.788 ? . . H(8) H(11) 3.060 ? . . H(8) H(11) 3.013 ? . 4_445 H(8) H(12) 2.515 ? . . H(8) H(14) 2.794 ? . 4_445 H(8) H(23) 3.231 ? . 2_645 H(9) N(1) 3.147 ? . 1_554 H(9) C(10) 2.638 ? . . H(9) C(11) 2.035 ? . . H(9) C(13) 2.017 ? . . H(9) C(14) 2.630 ? . . H(9) C(14) 3.493 ? . 4_445 H(9) C(16) 3.556 ? . 3_754 H(9) H(5) 2.455 ? . . H(9) H(6) 2.917 ? . . H(9) H(7) 2.793 ? . . H(9) H(8) 2.335 ? . . H(9) H(10) 1.551 ? . . H(9) H(11) 2.778 ? . . H(9) H(12) 2.332 ? . . H(9) H(13) 2.749 ? . . H(9) H(14) 3.535 ? . . H(9) H(14) 2.897 ? . 4_445 H(9) H(15) 2.552 ? . . H(9) H(15) 3.223 ? . 4_445 H(9) H(16) 3.133 ? . 3_754 H(9) H(19) 2.818 ? . 3_754 H(10) C(5) 3.586 ? . 3_755 H(10) C(6) 3.503 ? . 3_755 H(10) C(10) 2.678 ? . . H(10) C(11) 2.032 ? . . H(10) C(13) 2.007 ? . . H(10) C(14) 2.723 ? . . H(10) C(16) 3.432 ? . 3_754 H(10) H(3) 3.545 ? . 3_755 H(10) H(5) 2.947 ? . . H(10) H(6) 2.522 ? . . H(10) H(7) 2.306 ? . . H(10) H(8) 2.788 ? . . H(10) H(9) 1.551 ? . . H(10) H(11) 2.263 ? . . H(10) H(12) 2.761 ? . . H(10) H(12) 2.924 ? . 4_545 H(10) H(13) 3.304 ? . . H(10) H(13) 3.489 ? . 4_545 H(10) H(14) 3.410 ? . . H(10) H(15) 2.415 ? . . H(10) H(19) 2.802 ? . 3_754 H(10) H(20) 3.266 ? . 3_754 H(11) C(11) 2.785 ? . . H(11) C(12) 2.027 ? . . H(11) C(14) 2.038 ? . . H(11) C(18) 3.276 ? . 3_755 H(11) H(2) 3.339 ? . 2_645 H(11) H(3) 2.884 ? . 2_645 H(11) H(7) 2.659 ? . . H(11) H(8) 3.060 ? . . H(11) H(8) 3.013 ? . 4_545 H(11) H(9) 2.778 ? . . H(11) H(10) 2.263 ? . . H(11) H(12) 1.551 ? . . H(11) H(12) 2.751 ? . 4_545 H(11) H(13) 2.761 ? . . H(11) H(14) 2.215 ? . . H(11) H(15) 2.476 ? . . H(11) H(23) 3.549 ? . 2_645 H(11) H(23) 2.683 ? . 3_755 H(11) H(25) 3.025 ? . 3_755 H(12) C(11) 2.686 ? . . H(12) C(12) 2.014 ? . . H(12) C(12) 3.550 ? . 4_445 H(12) C(13) 3.227 ? . 4_445 H(12) C(14) 2.032 ? . . H(12) C(14) 3.146 ? . 4_445 H(12) H(2) 3.457 ? . 2_645 H(12) H(3) 2.977 ? . 2_645 H(12) H(7) 2.970 ? . . H(12) H(8) 2.515 ? . . H(12) H(9) 2.332 ? . . H(12) H(10) 2.761 ? . . H(12) H(10) 2.924 ? . 4_445 H(12) H(11) 1.551 ? . . H(12) H(11) 2.751 ? . 4_445 H(12) H(13) 2.196 ? . . H(12) H(14) 2.504 ? . . H(12) H(14) 3.024 ? . 4_445 H(12) H(15) 2.738 ? . . H(12) H(15) 2.773 ? . 4_445 H(12) H(23) 3.125 ? . 2_645 H(13) N(1) 3.474 ? . 4_544 H(13) C(12) 2.915 ? . . H(13) C(13) 2.049 ? . . H(13) C(17) 2.966 ? . 2_644 H(13) H(2) 3.548 ? . 2_645 H(13) H(9) 2.749 ? . . H(13) H(10) 3.304 ? . . H(13) H(10) 3.489 ? . 4_445 H(13) H(11) 2.761 ? . . H(13) H(12) 2.196 ? . . H(13) H(14) 1.551 ? . . H(13) H(15) 1.551 ? . . H(13) H(15) 2.867 ? . 4_445 H(13) H(20) 3.287 ? . 2_644 H(13) H(21) 2.159 ? . 2_644 H(13) H(22) 3.012 ? . 2_644 H(13) H(24) 3.472 ? . 2_644 H(14) N(1) 2.997 ? . 4_544 H(14) C(5) 3.485 ? . 2_645 H(14) C(11) 3.453 ? . 4_545 H(14) C(12) 3.284 ? . . H(14) C(12) 3.410 ? . 4_545 H(14) C(13) 2.064 ? . . H(14) H(2) 2.598 ? . 2_645 H(14) H(5) 3.597 ? . 4_545 H(14) H(8) 2.794 ? . 4_545 H(14) H(9) 3.535 ? . . H(14) H(9) 2.897 ? . 4_545 H(14) H(10) 3.410 ? . . H(14) H(11) 2.215 ? . . H(14) H(12) 2.504 ? . . H(14) H(12) 3.024 ? . 4_545 H(14) H(13) 1.551 ? . . H(14) H(15) 1.551 ? . . H(14) H(21) 3.387 ? . 2_644 H(15) N(1) 3.494 ? . 4_544 H(15) C(12) 2.501 ? . . H(15) C(13) 2.024 ? . . H(15) C(13) 3.415 ? . 4_545 H(15) C(14) 3.560 ? . 4_545 H(15) H(9) 2.552 ? . . H(15) H(9) 3.223 ? . 4_545 H(15) H(10) 2.415 ? . . H(15) H(11) 2.476 ? . . H(15) H(12) 2.738 ? . . H(15) H(12) 2.773 ? . 4_545 H(15) H(13) 1.551 ? . . H(15) H(13) 2.867 ? . 4_545 H(15) H(14) 1.551 ? . . H(15) H(16) 3.516 ? . 3_754 H(15) H(21) 3.393 ? . 2_644 H(15) H(21) 2.946 ? . 3_754 H(15) H(24) 3.196 ? . 3_754 H(16) N(1) 3.033 ? . 3_755 H(16) N(3) 1.998 ? . . H(16) C(7) 3.192 ? . . H(16) C(16) 2.010 ? . . H(16) C(17) 2.545 ? . . H(16) C(18) 3.024 ? . . H(16) H(4) 3.454 ? . . H(16) H(7) 3.489 ? . 3_755 H(16) H(9) 3.133 ? . 3_754 H(16) H(15) 3.516 ? . 3_754 H(16) H(17) 1.551 ? . . H(16) H(18) 2.740 ? . . H(16) H(19) 2.186 ? . . H(16) H(20) 2.443 ? . . H(16) H(21) 2.440 ? . . H(16) H(22) 3.436 ? . . H(16) H(24) 3.479 ? . . H(16) H(25) 2.574 ? . . H(17) O(1) 3.080 ? . 3_755 H(17) N(1) 3.453 ? . 3_755 H(17) N(3) 1.987 ? . . H(17) C(3) 3.324 ? . 3_755 H(17) C(7) 2.551 ? . . H(17) C(8) 2.561 ? . . H(17) C(16) 1.996 ? . . H(17) C(17) 3.232 ? . . H(17) H(1) 2.780 ? . 3_755 H(17) H(4) 2.088 ? . . H(17) H(7) 3.216 ? . 3_755 H(17) H(16) 1.551 ? . . H(17) H(18) 2.161 ? . . H(17) H(18) 3.541 ? . 3_754 H(17) H(19) 2.472 ? . . H(17) H(20) 2.703 ? . . H(17) H(21) 3.421 ? . . H(17) H(25) 3.454 ? . . H(18) N(2) 3.205 ? . 1_554 H(18) N(3) 2.888 ? . . H(18) C(2) 3.228 ? . 1_554 H(18) C(2) 3.571 ? . 3_655 H(18) C(7) 3.370 ? . . H(18) C(8) 3.102 ? . . H(18) C(15) 2.026 ? . . H(18) C(16) 3.154 ? . 3_754 H(18) H(4) 2.396 ? . . H(18) H(16) 2.740 ? . . H(18) H(17) 2.161 ? . . H(18) H(17) 3.541 ? . 3_754 H(18) H(18) 2.575 ? . 3_754 H(18) H(19) 1.551 ? . . H(18) H(19) 2.933 ? . 3_754 H(18) H(20) 1.552 ? . . H(19) N(3) 3.249 ? . . H(19) C(10) 3.176 ? . 3_754 H(19) C(12) 3.201 ? . 3_754 H(19) C(15) 2.039 ? . . H(19) H(4) 3.345 ? . 3_754 H(19) H(5) 2.822 ? . 3_754 H(19) H(6) 2.760 ? . 3_754 H(19) H(9) 2.818 ? . 3_754 H(19) H(10) 2.802 ? . 3_754 H(19) H(16) 2.186 ? . . H(19) H(17) 2.472 ? . . H(19) H(18) 1.551 ? . . H(19) H(18) 2.933 ? . 3_754 H(19) H(20) 1.551 ? . . H(19) H(21) 3.423 ? . . H(20) N(2) 2.937 ? . 1_554 H(20) N(3) 2.469 ? . . H(20) C(1) 3.289 ? . 3_655 H(20) C(2) 3.373 ? . 1_554 H(20) C(2) 3.523 ? . 3_655 H(20) C(3) 3.565 ? . 1_554 H(20) C(7) 3.357 ? . . H(20) C(15) 1.989 ? . . H(20) C(17) 2.923 ? . . H(20) H(2) 3.497 ? . 1_554 H(20) H(4) 3.319 ? . . H(20) H(10) 3.266 ? . 3_754 H(20) H(13) 3.287 ? . 2_654 H(20) H(16) 2.443 ? . . H(20) H(17) 2.703 ? . . H(20) H(18) 1.552 ? . . H(20) H(19) 1.551 ? . . H(20) H(21) 2.490 ? . . H(20) H(22) 3.348 ? . . H(21) N(3) 1.978 ? . . H(21) C(7) 3.174 ? . . H(21) C(14) 3.065 ? . 2_654 H(21) C(15) 2.524 ? . . H(21) C(16) 2.967 ? . . H(21) C(18) 1.997 ? . . H(21) H(3) 3.470 ? . . H(21) H(13) 2.159 ? . 2_654 H(21) H(14) 3.387 ? . 2_654 H(21) H(15) 3.393 ? . 2_654 H(21) H(15) 2.946 ? . 3_754 H(21) H(16) 2.440 ? . . H(21) H(17) 3.421 ? . . H(21) H(19) 3.423 ? . . H(21) H(20) 2.490 ? . . H(21) H(22) 1.551 ? . . H(21) H(23) 2.723 ? . . H(21) H(24) 2.174 ? . . H(21) H(25) 2.440 ? . . H(22) N(1) 3.067 ? . 3_655 H(22) N(3) 1.963 ? . . H(22) C(1) 3.598 ? . 3_655 H(22) C(6) 2.570 ? . . H(22) C(7) 2.529 ? . . H(22) C(15) 3.222 ? . . H(22) C(18) 2.001 ? . . H(22) C(18) 3.207 ? . 4_455 H(22) H(3) 2.088 ? . . H(22) H(13) 3.012 ? . 2_654 H(22) H(16) 3.436 ? . . H(22) H(20) 3.348 ? . . H(22) H(21) 1.551 ? . . H(22) H(23) 2.156 ? . . H(22) H(24) 2.476 ? . . H(22) H(24) 2.764 ? . 4_455 H(22) H(25) 2.713 ? . . H(22) H(25) 2.811 ? . 4_455 H(23) N(3) 2.887 ? . . H(23) C(6) 3.150 ? . . H(23) C(7) 3.408 ? . . H(23) C(13) 3.581 ? . 3_755 H(23) C(17) 2.017 ? . . H(23) H(3) 2.480 ? . . H(23) H(7) 3.539 ? . 2_655 H(23) H(7) 3.161 ? . 3_755 H(23) H(8) 3.231 ? . 2_655 H(23) H(11) 3.549 ? . 2_655 H(23) H(11) 2.683 ? . 3_755 H(23) H(12) 3.125 ? . 2_655 H(23) H(21) 2.723 ? . . H(23) H(22) 2.156 ? . . H(23) H(24) 1.551 ? . . H(23) H(25) 1.551 ? . . H(23) H(25) 3.020 ? . 4_455 H(24) N(1) 3.075 ? . 2_655 H(24) N(3) 3.250 ? . . H(24) C(17) 2.043 ? . . H(24) H(3) 3.516 ? . 4_555 H(24) H(13) 3.472 ? . 2_654 H(24) H(15) 3.196 ? . 3_754 H(24) H(16) 3.479 ? . . H(24) H(21) 2.174 ? . . H(24) H(22) 2.476 ? . . H(24) H(22) 2.764 ? . 4_555 H(24) H(23) 1.551 ? . . H(24) H(25) 1.551 ? . . H(24) H(25) 3.324 ? . 4_455 H(25) N(3) 2.496 ? . . H(25) C(7) 3.416 ? . . H(25) C(11) 3.467 ? . 3_755 H(25) C(15) 2.996 ? . . H(25) C(17) 1.998 ? . . H(25) C(17) 3.500 ? . 4_555 H(25) C(18) 3.423 ? . 4_555 H(25) H(3) 3.411 ? . . H(25) H(3) 3.411 ? . 4_555 H(25) H(7) 2.609 ? . 3_755 H(25) H(11) 3.025 ? . 3_755 H(25) H(16) 2.574 ? . . H(25) H(17) 3.454 ? . . H(25) H(21) 2.440 ? . . H(25) H(22) 2.713 ? . . H(25) H(22) 2.811 ? . 4_555 H(25) H(23) 1.551 ? . . H(25) H(23) 3.020 ? . 4_555 H(25) H(24) 1.551 ? . . H(25) H(24) 3.324 ? . 4_555 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== data_dye6 _database_code_depnum_ccdc_archive 'CCDC 811132' #TrackingRef 'web_deposit_cif_file_0_Byung-SoonKim_1304053949.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C40 H58 N6 O2' _chemical_formula_moiety 'C40 H58 N6 O2' _chemical_formula_weight 654.94 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.1103(5) _cell_length_b 9.1024(6) _cell_length_c 14.0291(10) _cell_angle_alpha 80.067(3) _cell_angle_beta 88.748(4) _cell_angle_gamma 78.422(3) _cell_volume 999.30(12) _cell_formula_units_Z 1 _cell_measurement_reflns_used 4109 _cell_measurement_theta_min 3.20 _cell_measurement_theta_max 67.69 _cell_measurement_temperature 296 #------------------------------------------------------------------------------ _exptl_crystal_description chip _exptl_crystal_colour purple _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.040 _exptl_crystal_density_diffrn 1.088 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356.00 _exptl_absorpt_coefficient_mu 0.529 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.592 _exptl_absorpt_correction_T_max 0.979 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 296 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 9085 _diffrn_reflns_av_R_equivalents 0.0719 _diffrn_reflns_theta_max 68.17 _diffrn_reflns_theta_full 68.17 _diffrn_measured_fraction_theta_max 0.939 _diffrn_measured_fraction_theta_full 0.939 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 3422 _reflns_number_gt 875 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0758 _refine_ls_wR_factor_ref 0.2376 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3422 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_ref 0.840 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.190 _refine_diff_density_min -0.170 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.0313(4) 0.2880(3) 0.4196(3) 0.1057(10) Uani 1.0 2 d . . . N1 N -0.4100(6) 0.1126(5) 0.2960(4) 0.1269(16) Uani 1.0 2 d . . . N2 N -0.3276(4) 0.0746(4) 0.5419(3) 0.0949(11) Uani 1.0 2 d . . . N3 N 0.2838(5) 0.2944(4) 0.7254(4) 0.1149(13) Uani 1.0 2 d . . . C1 C -0.4274(6) 0.0749(5) 0.3761(5) 0.0966(15) Uani 1.0 2 d . . . C2 C -0.4373(5) 0.0357(4) 0.4818(4) 0.0903(13) Uani 1.0 2 d . . . C3 C -0.2052(5) 0.1397(4) 0.5056(3) 0.0925(13) Uani 1.0 2 d . . . C4 C -0.0866(5) 0.1849(4) 0.5611(4) 0.0877(12) Uani 1.0 2 d . . . C5 C -0.0877(5) 0.1578(5) 0.6628(4) 0.1014(13) Uani 1.0 2 d . . . C6 C 0.0307(6) 0.1941(5) 0.7168(3) 0.1024(14) Uani 1.0 2 d . . . C7 C 0.1607(6) 0.2603(5) 0.6734(4) 0.0943(13) Uani 1.0 2 d . . . C8 C 0.1612(5) 0.2948(5) 0.5712(4) 0.0972(13) Uani 1.0 2 d . . . C9 C 0.0405(5) 0.2573(4) 0.5183(4) 0.0875(12) Uani 1.0 2 d . . . C10 C 0.1566(5) 0.3594(5) 0.3675(4) 0.1044(14) Uani 1.0 2 d . . . C11 C 0.1187(7) 0.3762(6) 0.2606(4) 0.1380(18) Uani 1.0 2 d . . . C12 C 0.1171(9) 0.2382(7) 0.2272(5) 0.180(3) Uani 1.0 2 d . . . C13 C 0.0734(12) 0.2463(9) 0.1197(6) 0.221(4) Uani 1.0 2 d . . . C14 C -0.1014(12) 0.2788(11) 0.0949(7) 0.249(4) Uani 1.0 2 d . . . C15 C -0.1496(14) 0.2714(12) -0.0031(8) 0.271(5) Uani 1.0 2 d . . . C16 C -0.3159(13) 0.3289(12) -0.0235(8) 0.328(6) Uani 1.0 2 d . . . C17 C 0.2823(6) 0.2723(6) 0.8314(4) 0.1269(16) Uani 1.0 2 d . . . C18 C 0.3707(7) 0.1160(7) 0.8792(4) 0.168(2) Uani 1.0 2 d . . . C19 C 0.4358(6) 0.3398(6) 0.6803(4) 0.1315(17) Uani 1.0 2 d . . . C20 C 0.4122(6) 0.5077(6) 0.6505(4) 0.162(2) Uani 1.0 2 d . . . H3 H -0.1954 0.1577 0.4386 0.1110 Uiso 1.0 2 calc R . . H5 H -0.1723 0.1134 0.6943 0.1217 Uiso 1.0 2 calc R . . H6 H 0.0248 0.1746 0.7840 0.1228 Uiso 1.0 2 calc R . . H8 H 0.2433 0.3428 0.5399 0.1167 Uiso 1.0 2 calc R . . H10A H 0.2678 0.2975 0.3829 0.1253 Uiso 1.0 2 calc R . . H10B H 0.1534 0.4585 0.3850 0.1253 Uiso 1.0 2 calc R . . H11A H 0.0098 0.4431 0.2464 0.1656 Uiso 1.0 2 calc R . . H11B H 0.2021 0.4252 0.2245 0.1656 Uiso 1.0 2 calc R . . H12A H 0.0373 0.1879 0.2659 0.2154 Uiso 1.0 2 calc R . . H12B H 0.2275 0.1733 0.2403 0.2154 Uiso 1.0 2 calc R . . H13A H 0.1252 0.3238 0.0815 0.2648 Uiso 1.0 2 calc R . . H13B H 0.1241 0.1497 0.1011 0.2648 Uiso 1.0 2 calc R . . H14A H -0.1485 0.3803 0.1073 0.2988 Uiso 1.0 2 calc R . . H14B H -0.1548 0.2086 0.1389 0.2988 Uiso 1.0 2 calc R . . H15A H -0.0829 0.3276 -0.0484 0.3253 Uiso 1.0 2 calc R . . H15B H -0.1236 0.1661 -0.0124 0.3253 Uiso 1.0 2 calc R . . H16A H -0.3402 0.4359 -0.0213 0.3936 Uiso 1.0 2 calc R . . H16B H -0.3829 0.2780 0.0233 0.3936 Uiso 1.0 2 calc R . . H16C H -0.3419 0.3133 -0.0870 0.3936 Uiso 1.0 2 calc R . . H17A H 0.1664 0.2897 0.8526 0.1523 Uiso 1.0 2 calc R . . H17B H 0.3358 0.3476 0.8526 0.1523 Uiso 1.0 2 calc R . . H18A H 0.4862 0.0984 0.8595 0.2018 Uiso 1.0 2 calc R . . H18B H 0.3164 0.0408 0.8602 0.2018 Uiso 1.0 2 calc R . . H18C H 0.3660 0.1090 0.9482 0.2018 Uiso 1.0 2 calc R . . H19A H 0.4636 0.2914 0.6240 0.1578 Uiso 1.0 2 calc R . . H19B H 0.5295 0.3047 0.7259 0.1578 Uiso 1.0 2 calc R . . H20A H 0.3907 0.5557 0.7065 0.1939 Uiso 1.0 2 calc R . . H20B H 0.3184 0.5431 0.6062 0.1939 Uiso 1.0 2 calc R . . H20C H 0.5121 0.5326 0.6194 0.1939 Uiso 1.0 2 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.093(2) 0.129(3) 0.104(3) -0.0519(17) -0.0044(18) -0.0111(18) N1 0.125(4) 0.137(4) 0.128(4) -0.048(3) 0.007(3) -0.025(3) N2 0.075(3) 0.092(3) 0.125(3) -0.028(2) -0.001(2) -0.026(2) N3 0.095(3) 0.136(4) 0.124(4) -0.049(3) -0.005(3) -0.022(3) C1 0.077(3) 0.100(4) 0.124(5) -0.033(3) -0.003(4) -0.031(4) C2 0.070(3) 0.080(3) 0.127(4) -0.019(2) -0.007(3) -0.028(3) C3 0.074(3) 0.079(3) 0.127(4) -0.019(3) -0.008(3) -0.019(3) C4 0.068(3) 0.088(3) 0.112(4) -0.032(3) -0.003(3) -0.012(3) C5 0.085(4) 0.101(4) 0.122(4) -0.034(3) 0.004(3) -0.013(3) C6 0.100(4) 0.101(3) 0.111(4) -0.037(3) 0.000(3) -0.013(3) C7 0.077(4) 0.083(3) 0.127(5) -0.027(3) -0.006(3) -0.015(3) C8 0.081(3) 0.102(4) 0.114(4) -0.036(3) 0.002(3) -0.012(3) C9 0.073(3) 0.089(3) 0.104(4) -0.030(3) -0.004(3) -0.010(3) C10 0.094(4) 0.108(4) 0.115(4) -0.038(3) 0.003(3) -0.009(3) C11 0.152(5) 0.144(5) 0.131(5) -0.064(4) 0.014(4) -0.020(4) C12 0.235(7) 0.176(6) 0.151(6) -0.092(5) 0.035(5) -0.038(5) C13 0.283(10) 0.270(9) 0.146(7) -0.122(8) 0.023(8) -0.061(6) C14 0.232(10) 0.341(11) 0.163(8) -0.058(9) -0.028(9) -0.010(7) C15 0.221(10) 0.403(13) 0.218(10) -0.123(10) 0.011(9) -0.064(10) C16 0.220(10) 0.385(14) 0.396(15) -0.125(11) -0.057(10) -0.030(10) C17 0.128(4) 0.131(5) 0.129(5) -0.039(4) -0.014(4) -0.026(4) C18 0.190(6) 0.148(5) 0.156(5) -0.016(5) -0.046(4) -0.014(4) C19 0.102(4) 0.146(5) 0.155(5) -0.026(4) -0.022(4) -0.045(4) C20 0.161(5) 0.131(5) 0.213(6) -0.071(4) -0.002(4) -0.036(4) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O1 C9 1.366(6) yes . . O1 C10 1.435(5) yes . . N1 C1 1.131(8) yes . . N2 C2 1.375(6) yes . . N2 C3 1.306(6) yes . . N3 C7 1.364(7) yes . . N3 C17 1.466(8) yes . . N3 C19 1.474(7) yes . . C1 C2 1.469(8) yes . . C2 C2 1.358(6) yes . .2_456 C3 C4 1.416(7) yes . . C4 C5 1.406(8) yes . . C4 C9 1.402(6) yes . . C5 C6 1.360(7) yes . . C6 C7 1.395(7) yes . . C7 C8 1.414(8) yes . . C8 C9 1.370(7) yes . . C10 C11 1.512(8) yes . . C11 C12 1.417(9) yes . . C12 C13 1.543(11) yes . . C13 C14 1.427(14) yes . . C14 C15 1.454(15) yes . . C15 C16 1.363(14) yes . . C17 C18 1.507(7) yes . . C19 C20 1.487(8) yes . . C3 H3 0.930 no . . C5 H5 0.930 no . . C6 H6 0.930 no . . C8 H8 0.930 no . . C10 H10A 0.970 no . . C10 H10B 0.970 no . . C11 H11A 0.970 no . . C11 H11B 0.970 no . . C12 H12A 0.970 no . . C12 H12B 0.970 no . . C13 H13A 0.970 no . . C13 H13B 0.970 no . . C14 H14A 0.970 no . . C14 H14B 0.970 no . . C15 H15A 0.970 no . . C15 H15B 0.970 no . . C16 H16A 0.960 no . . C16 H16B 0.960 no . . C16 H16C 0.960 no . . C17 H17A 0.970 no . . C17 H17B 0.970 no . . C18 H18A 0.960 no . . C18 H18B 0.960 no . . C18 H18C 0.960 no . . C19 H19A 0.970 no . . C19 H19B 0.970 no . . C20 H20A 0.960 no . . C20 H20B 0.960 no . . C20 H20C 0.960 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C9 O1 C10 118.8(4) yes . . . C2 N2 C3 120.2(4) yes . . . C7 N3 C17 121.9(5) yes . . . C7 N3 C19 122.6(5) yes . . . C17 N3 C19 115.3(4) yes . . . N1 C1 C2 174.0(6) yes . . . N2 C2 C1 121.3(4) yes . . . N2 C2 C2 121.1(5) yes . . .2_456 C1 C2 C2 117.5(5) yes . . .2_456 N2 C3 C4 124.5(4) yes . . . C3 C4 C5 121.9(4) yes . . . C3 C4 C9 122.2(5) yes . . . C5 C4 C9 115.9(5) yes . . . C4 C5 C6 122.3(4) yes . . . C5 C6 C7 121.3(5) yes . . . N3 C7 C6 122.8(5) yes . . . N3 C7 C8 119.5(5) yes . . . C6 C7 C8 117.8(5) yes . . . C7 C8 C9 119.9(4) yes . . . O1 C9 C4 113.7(4) yes . . . O1 C9 C8 123.5(4) yes . . . C4 C9 C8 122.8(5) yes . . . O1 C10 C11 107.6(4) yes . . . C10 C11 C12 115.1(5) yes . . . C11 C12 C13 118.2(6) yes . . . C12 C13 C14 116.3(7) yes . . . C13 C14 C15 118.5(8) yes . . . C14 C15 C16 113.4(10) yes . . . N3 C17 C18 113.5(5) yes . . . N3 C19 C20 111.9(4) yes . . . N2 C3 H3 117.739 no . . . C4 C3 H3 117.733 no . . . C4 C5 H5 118.880 no . . . C6 C5 H5 118.869 no . . . C5 C6 H6 119.352 no . . . C7 C6 H6 119.358 no . . . C7 C8 H8 120.073 no . . . C9 C8 H8 120.075 no . . . O1 C10 H10A 110.177 no . . . O1 C10 H10B 110.174 no . . . C11 C10 H10A 110.181 no . . . C11 C10 H10B 110.183 no . . . H10A C10 H10B 108.481 no . . . C10 C11 H11A 108.507 no . . . C10 C11 H11B 108.501 no . . . C12 C11 H11A 108.507 no . . . C12 C11 H11B 108.512 no . . . H11A C11 H11B 107.516 no . . . C11 C12 H12A 107.756 no . . . C11 C12 H12B 107.756 no . . . C13 C12 H12A 107.766 no . . . C13 C12 H12B 107.768 no . . . H12A C12 H12B 107.124 no . . . C12 C13 H13A 108.206 no . . . C12 C13 H13B 108.207 no . . . C14 C13 H13A 108.213 no . . . C14 C13 H13B 108.214 no . . . H13A C13 H13B 107.361 no . . . C13 C14 H14A 107.698 no . . . C13 C14 H14B 107.701 no . . . C15 C14 H14A 107.699 no . . . C15 C14 H14B 107.697 no . . . H14A C14 H14B 107.086 no . . . C14 C15 H15A 108.905 no . . . C14 C15 H15B 108.897 no . . . C16 C15 H15A 108.896 no . . . C16 C15 H15B 108.897 no . . . H15A C15 H15B 107.728 no . . . C15 C16 H16A 109.474 no . . . C15 C16 H16B 109.467 no . . . C15 C16 H16C 109.473 no . . . H16A C16 H16B 109.467 no . . . H16A C16 H16C 109.478 no . . . H16B C16 H16C 109.468 no . . . N3 C17 H17A 108.860 no . . . N3 C17 H17B 108.861 no . . . C18 C17 H17A 108.857 no . . . C18 C17 H17B 108.858 no . . . H17A C17 H17B 107.710 no . . . C17 C18 H18A 109.473 no . . . C17 C18 H18B 109.470 no . . . C17 C18 H18C 109.467 no . . . H18A C18 H18B 109.477 no . . . H18A C18 H18C 109.467 no . . . H18B C18 H18C 109.473 no . . . N3 C19 H19A 109.242 no . . . N3 C19 H19B 109.235 no . . . C20 C19 H19A 109.236 no . . . C20 C19 H19B 109.233 no . . . H19A C19 H19B 107.918 no . . . C19 C20 H20A 109.469 no . . . C19 C20 H20B 109.470 no . . . C19 C20 H20C 109.477 no . . . H20A C20 H20B 109.467 no . . . H20A C20 H20C 109.469 no . . . H20B C20 H20C 109.476 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C9 O1 C10 C11 178.6(3) no . . . . C10 O1 C9 C4 -178.8(3) no . . . . C10 O1 C9 C8 1.8(5) no . . . . C2 N2 C3 C4 179.6(3) no . . . . C3 N2 C2 C1 -4.1(5) no . . . . C3 N2 C2 C2 178.3(3) no . . . 2_456 C7 N3 C17 C18 89.0(5) no . . . . C17 N3 C7 C6 -3.8(6) no . . . . C17 N3 C7 C8 175.1(4) no . . . . C7 N3 C19 C20 90.8(5) no . . . . C19 N3 C7 C6 169.4(4) no . . . . C19 N3 C7 C8 -11.6(6) no . . . . C17 N3 C19 C20 -95.5(4) no . . . . C19 N3 C17 C18 -84.7(5) no . . . . N2 C2 C2 N2 180(290219) no . . .2_456 2_456 N2 C2 C2 C1 -2.4(5) no . . .2_456 2_456 C1 C2 C2 N2 2.4(5) no . . .2_456 2_456 C1 C2 C2 C1 -180(312226) no . . .2_456 2_456 N2 C3 C4 C5 2.3(5) no . . . . N2 C3 C4 C9 -178.7(3) no . . . . C3 C4 C5 C6 176.8(3) no . . . . C3 C4 C9 O1 4.0(5) no . . . . C3 C4 C9 C8 -176.6(3) no . . . . C5 C4 C9 O1 -176.9(3) no . . . . C5 C4 C9 C8 2.5(5) no . . . . C9 C4 C5 C6 -2.4(5) no . . . . C4 C5 C6 C7 -0.3(6) no . . . . C5 C6 C7 N3 -178.2(4) no . . . . C5 C6 C7 C8 2.9(6) no . . . . N3 C7 C8 C9 178.3(3) no . . . . C6 C7 C8 C9 -2.7(6) no . . . . C7 C8 C9 O1 179.3(3) no . . . . C7 C8 C9 C4 0.0(6) no . . . . O1 C10 C11 C12 -58.8(5) no . . . . C10 C11 C12 C13 177.9(4) no . . . . C11 C12 C13 C14 -83.1(8) no . . . . C12 C13 C14 C15 -173.5(6) no . . . . C13 C14 C15 C16 -169.6(8) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 C3 2.709(5) no . . O1 C5 3.592(6) no . . O1 C12 2.861(8) no . . N1 N2 3.474(6) no . . N1 N2 3.537(6) no . 2_456 N1 C2 3.482(7) no . 2_456 N1 C3 3.478(7) no . . N2 C1 2.751(6) no . 2_456 N2 C5 2.900(7) no . . C1 C3 2.800(8) no . . C2 C3 3.567(6) no . 2_456 C4 C7 2.835(7) no . . C5 C8 2.762(7) no . . C6 C9 2.747(7) no . . C6 C17 2.894(8) no . . C6 C18 3.497(7) no . . C7 C18 3.312(7) no . . C7 C20 3.301(8) no . . C8 C10 2.816(7) no . . C8 C19 2.864(7) no . . C8 C20 3.400(8) no . . C11 C14 3.302(12) no . . C17 C20 3.325(7) no . . C18 C19 3.259(7) no . . N1 C7 3.546(6) no . 2_556 N1 C18 3.454(8) no . 2_556 N2 C19 3.588(6) no . 1_455 C1 C7 3.533(6) no . 2_556 C1 C8 3.581(6) no . 2_556 C2 C8 3.551(6) no . 2_556 C7 N1 3.546(6) no . 2_556 C7 C1 3.533(6) no . 2_556 C8 C1 3.581(6) no . 2_556 C8 C2 3.551(6) no . 2_556 C18 N1 3.454(8) no . 2_556 C19 N2 3.588(6) no . 1_655 O1 H3 2.3673 no . . O1 H8 2.6110 no . . O1 H11A 2.5804 no . . O1 H11B 3.2120 no . . O1 H12A 2.4768 no . . O1 H12B 3.1643 no . . N1 H3 2.8150 no . . N1 H14B 3.1248 no . . N2 H5 2.6147 no . . N3 H6 2.6106 no . . N3 H8 2.5802 no . . N3 H18A 2.6865 no . . N3 H18B 2.6918 no . . N3 H18C 3.2987 no . . N3 H20A 2.6610 no . . N3 H20B 2.6324 no . . N3 H20C 3.2735 no . . C1 H3 2.3980 no . . C2 H3 2.4575 no . . C3 H5 2.6312 no . . C4 H6 3.2532 no . . C4 H8 3.2672 no . . C5 H3 3.2827 no . . C6 H8 3.2492 no . . C6 H17A 2.5781 no . . C6 H18B 3.0499 no . . C7 H5 3.2321 no . . C7 H17A 2.5763 no . . C7 H17B 3.2041 no . . C7 H18B 3.1270 no . . C7 H19A 2.5943 no . . C7 H19B 3.2148 no . . C7 H20B 3.0960 no . . C8 H6 3.2477 no . . C8 H10A 2.7586 no . . C8 H10B 2.7706 no . . C8 H19A 2.5698 no . . C8 H20B 2.9226 no . . C9 H3 2.6217 no . . C9 H5 3.2243 no . . C9 H10A 2.6494 no . . C9 H10B 2.6662 no . . C10 H8 2.5051 no . . C10 H12A 2.6148 no . . C10 H12B 2.6440 no . . C11 H13A 2.6347 no . . C11 H13B 3.2890 no . . C11 H14A 3.0775 no . . C11 H14B 3.5478 no . . C12 H10A 2.7103 no . . C12 H10B 3.2865 no . . C12 H14A 2.7269 no . . C12 H14B 2.6352 no . . C13 H11A 2.7062 no . . C13 H11B 2.7345 no . . C13 H15A 2.6213 no . . C13 H15B 2.7537 no . . C14 H11A 3.0480 no . . C14 H12A 2.6006 no . . C14 H12B 3.2751 no . . C14 H16A 2.5837 no . . C14 H16B 2.5161 no . . C14 H16C 3.1803 no . . C15 H13A 2.7091 no . . C15 H13B 2.6236 no . . C16 H14A 2.4675 no . . C16 H14B 2.6068 no . . C17 H6 2.5708 no . . C17 H19A 3.2245 no . . C17 H19B 2.5011 no . . C17 H20A 3.1277 no . . C18 H6 3.0429 no . . C18 H19B 2.9540 no . . C19 H8 2.5334 no . . C19 H17A 3.2581 no . . C19 H17B 2.5411 no . . C19 H18A 3.0158 no . . C20 H8 2.8729 no . . C20 H17B 3.0678 no . . H3 H5 3.5445 no . . H3 H12A 3.0476 no . . H5 H6 2.2653 no . . H6 H17A 2.0559 no . . H6 H17B 3.4634 no . . H6 H18B 2.5935 no . . H6 H18C 3.5309 no . . H8 H10A 2.3068 no . . H8 H10B 2.3102 no . . H8 H19A 2.0902 no . . H8 H19B 3.4559 no . . H8 H20B 2.3694 no . . H8 H20C 3.3559 no . . H10A H11A 2.8267 no . . H10A H11B 2.3427 no . . H10A H12A 2.9382 no . . H10A H12B 2.5194 no . . H10B H11A 2.3260 no . . H10B H11B 2.3375 no . . H10B H12A 3.4872 no . . H10B H12B 3.5154 no . . H11A H12A 2.2574 no . . H11A H12B 2.7353 no . . H11A H13A 2.7883 no . . H11A H13B 3.5997 no . . H11A H14A 2.5645 no . . H11A H14B 3.3101 no . . H11B H12A 2.7351 no . . H11B H12B 2.2330 no . . H11B H13A 2.4878 no . . H11B H13B 3.4459 no . . H11B H14A 3.4439 no . . H12A H13A 2.8107 no . . H12A H13B 2.4646 no . . H12A H14A 2.8345 no . . H12A H14B 2.3505 no . . H12B H13A 2.4691 no . . H12B H13B 2.2030 no . . H12B H14B 3.3724 no . . H13A H14A 2.2126 no . . H13A H14B 2.7373 no . . H13A H15A 2.5026 no . . H13A H15B 3.1300 no . . H13B H14A 2.7377 no . . H13B H14B 2.2904 no . . H13B H15A 2.7801 no . . H13B H15B 2.5545 no . . H14A H15A 2.3432 no . . H14A H15B 2.7593 no . . H14A H16A 2.3270 no . . H14A H16B 2.6557 no . . H14A H16C 3.3769 no . . H14B H15A 2.7612 no . . H14B H15B 2.2223 no . . H14B H16A 2.9810 no . . H14B H16B 2.3996 no . . H14B H16C 3.4417 no . . H15A H16A 2.1768 no . . H15A H16B 2.7037 no . . H15A H16C 2.2149 no . . H15B H16A 2.7025 no . . H15B H16B 2.2313 no . . H15B H16C 2.1615 no . . H17A H18A 2.8118 no . . H17A H18B 2.3323 no . . H17A H18C 2.3213 no . . H17A H19B 3.4205 no . . H17B H18A 2.3368 no . . H17B H18B 2.8117 no . . H17B H18C 2.3170 no . . H17B H19A 3.4391 no . . H17B H19B 2.3778 no . . H17B H20A 2.6362 no . . H17B H20B 3.5971 no . . H18A H19A 3.4537 no . . H18A H19B 2.4871 no . . H18B H19B 3.5029 no . . H19A H20A 2.7994 no . . H19A H20B 2.3305 no . . H19A H20C 2.2969 no . . H19B H20A 2.3084 no . . H19B H20B 2.7997 no . . H19B H20C 2.3186 no . . O1 H20B 2.9390 no . 2_566 N1 H10A 3.1543 no . 1_455 N1 H12B 2.9769 no . 1_455 N1 H18A 3.2879 no . 2_556 N1 H18B 2.8084 no . 2_556 N1 H20A 3.0483 no . 2_566 N1 H20C 3.5676 no . 2_566 N2 H10A 3.3089 no . 2_556 N2 H12B 3.4759 no . 2_556 N2 H19A 2.7290 no . 1_455 N3 H11A 3.0880 no . 2_566 C1 H10A 2.8758 no . 1_455 C1 H12B 3.3020 no . 1_455 C1 H19A 3.4051 no . 2_556 C1 H20A 3.4320 no . 2_566 C1 H20C 3.5117 no . 2_566 C2 H8 3.5501 no . 2_556 C2 H10A 3.1687 no . 1_455 C2 H10A 3.3376 no . 2_556 C2 H19A 3.2905 no . 1_455 C2 H19A 3.5926 no . 2_556 C3 H19A 3.3151 no . 1_455 C3 H20B 3.0121 no . 2_566 C4 H3 3.4766 no . 2_556 C4 H10B 3.3947 no . 2_566 C4 H20B 3.3900 no . 2_566 C5 H10B 3.3756 no . 2_566 C5 H12A 3.0794 no . 2_556 C5 H12B 3.4790 no . 2_556 C5 H19B 3.2911 no . 1_455 C6 H10B 3.3021 no . 2_566 C6 H11A 3.3794 no . 2_566 C6 H12A 3.5958 no . 2_556 C7 H10B 3.2346 no . 2_566 C7 H11A 3.1538 no . 2_566 C8 H10B 3.1685 no . 2_566 C9 H10B 3.2385 no . 2_566 C9 H20B 3.4391 no . 2_566 C10 H20C 3.0601 no . 2_666 C11 H17A 3.5762 no . 2_566 C12 H5 3.1439 no . 2_556 C13 H18C 3.5472 no . 1_554 C15 H6 3.4536 no . 1_554 C15 H17A 3.2437 no . 1_554 C16 H11B 3.5142 no . 2_565 C16 H16A 3.2781 no . 2_465 C16 H17B 3.3087 no . 1_454 C16 H18A 3.5110 no . 1_454 C17 H11A 3.1916 no . 2_566 C17 H14A 3.3815 no . 2_566 C17 H15A 3.3685 no . 1_556 C17 H16C 3.3902 no . 1_656 C18 H16B 3.5563 no . 1_656 C18 H16B 3.5931 no . 2_556 C18 H16C 3.3024 no . 1_656 C18 H18C 3.3732 no . 2_657 C19 H5 3.4128 no . 1_655 C20 H3 3.2503 no . 2_566 C20 H10A 3.4070 no . 2_666 H3 C4 3.4766 no . 2_556 H3 C20 3.2503 no . 2_566 H3 H20A 3.1799 no . 2_566 H3 H20B 2.6746 no . 2_566 H3 H20C 3.4060 no . 2_566 H5 C12 3.1439 no . 2_556 H5 C19 3.4128 no . 1_455 H5 H12A 2.7066 no . 2_556 H5 H12B 2.7345 no . 2_556 H5 H13B 3.3807 no . 2_556 H5 H18A 3.5812 no . 1_455 H5 H19A 3.1585 no . 1_455 H5 H19B 2.7582 no . 1_455 H6 C15 3.4536 no . 1_556 H6 H11A 3.3873 no . 2_566 H6 H13B 3.5314 no . 2_556 H6 H14B 3.4232 no . 2_556 H6 H15A 2.9643 no . 1_556 H6 H15B 3.0710 no . 1_556 H6 H16C 3.5727 no . 1_556 H8 C2 3.5501 no . 2_556 H8 H10B 3.5924 no . 2_566 H8 H20C 3.1708 no . 2_666 H10A N1 3.1543 no . 1_655 H10A N2 3.3089 no . 2_556 H10A C1 2.8758 no . 1_655 H10A C2 3.1687 no . 1_655 H10A C2 3.3376 no . 2_556 H10A C20 3.4070 no . 2_666 H10A H20A 3.4326 no . 2_666 H10A H20C 2.5823 no . 2_666 H10B C4 3.3947 no . 2_566 H10B C5 3.3756 no . 2_566 H10B C6 3.3021 no . 2_566 H10B C7 3.2346 no . 2_566 H10B C8 3.1685 no . 2_566 H10B C9 3.2385 no . 2_566 H10B H8 3.5924 no . 2_566 H10B H20C 2.7299 no . 2_666 H11A N3 3.0880 no . 2_566 H11A C6 3.3794 no . 2_566 H11A C7 3.1538 no . 2_566 H11A C17 3.1916 no . 2_566 H11A H6 3.3873 no . 2_566 H11A H15A 3.2943 no . 2_565 H11A H17A 2.7228 no . 2_566 H11A H17B 3.2447 no . 2_566 H11A H20A 3.2987 no . 2_566 H11A H20B 3.3299 no . 2_566 H11B C16 3.5142 no . 2_565 H11B H15A 3.0682 no . 2_565 H11B H16A 3.1886 no . 2_565 H11B H16C 3.1742 no . 2_565 H11B H17A 3.5911 no . 2_566 H11B H20A 3.5072 no . 2_666 H11B H20C 3.3445 no . 2_666 H12A C5 3.0794 no . 2_556 H12A C6 3.5958 no . 2_556 H12A H5 2.7066 no . 2_556 H12B N1 2.9769 no . 1_655 H12B N2 3.4759 no . 2_556 H12B C1 3.3020 no . 1_655 H12B C5 3.4790 no . 2_556 H12B H5 2.7345 no . 2_556 H12B H18A 3.4953 no . 2_656 H13A H14A 3.4678 no . 2_565 H13A H15A 3.0767 no . 2_565 H13A H16A 3.0605 no . 2_565 H13A H17A 3.2824 no . 1_554 H13A H17B 3.5976 no . 1_554 H13A H18C 3.2713 no . 1_554 H13B H5 3.3807 no . 2_556 H13B H6 3.5314 no . 2_556 H13B H15B 3.3239 no . 2_555 H13B H17A 3.5328 no . 1_554 H13B H18A 3.4897 no . 2_656 H13B H18C 2.8956 no . 1_554 H14A C17 3.3815 no . 2_566 H14A H13A 3.4678 no . 2_565 H14A H15A 3.5291 no . 2_565 H14A H17A 3.1248 no . 2_566 H14A H17B 2.7733 no . 2_566 H14A H20A 3.2962 no . 2_566 H14B H6 3.4232 no . 2_556 H14B H18B 2.8381 no . 2_556 H14B H20A 3.5693 no . 2_566 H15A C17 3.3685 no . 1_554 H15A H6 2.9643 no . 1_554 H15A H11A 3.2943 no . 2_565 H15A H11B 3.0682 no . 2_565 H15A H13A 3.0767 no . 2_565 H15A H14A 3.5291 no . 2_565 H15A H17A 2.4290 no . 1_554 H15B H6 3.0710 no . 1_554 H15B H13B 3.3239 no . 2_555 H15B H15B 3.2437 no . 2_555 H15B H17A 3.2433 no . 1_554 H15B H18B 3.1935 no . 2_556 H15B H18C 3.4743 no . 2_556 H16A C16 3.2781 no . 2_465 H16A H11B 3.1886 no . 2_565 H16A H13A 3.0605 no . 2_565 H16A H16A 2.7196 no . 2_465 H16A H16B 3.0753 no . 2_465 H16A H16C 3.5813 no . 2_465 H16A H17B 3.4966 no . 1_454 H16A H17B 3.3351 no . 2_566 H16B C18 3.5563 no . 1_454 H16B C18 3.5931 no . 2_556 H16B H16A 3.0753 no . 2_465 H16B H17B 3.2371 no . 1_454 H16B H18A 3.3440 no . 1_454 H16B H18B 3.0259 no . 2_556 H16B H18C 3.0877 no . 1_454 H16B H18C 3.4514 no . 2_556 H16C C17 3.3902 no . 1_454 H16C C18 3.3024 no . 1_454 H16C H6 3.5727 no . 1_554 H16C H11B 3.1742 no . 2_565 H16C H16A 3.5813 no . 2_465 H16C H17B 2.7065 no . 1_454 H16C H18A 2.8252 no . 1_454 H16C H18C 3.2728 no . 1_454 H16C H19B 2.8651 no . 1_454 H17A C11 3.5762 no . 2_566 H17A C15 3.2437 no . 1_556 H17A H11A 2.7228 no . 2_566 H17A H11B 3.5911 no . 2_566 H17A H13A 3.2824 no . 1_556 H17A H13B 3.5328 no . 1_556 H17A H14A 3.1248 no . 2_566 H17A H15A 2.4290 no . 1_556 H17A H15B 3.2433 no . 1_556 H17B C16 3.3087 no . 1_656 H17B H11A 3.2447 no . 2_566 H17B H13A 3.5976 no . 1_556 H17B H14A 2.7733 no . 2_566 H17B H16A 3.4966 no . 1_656 H17B H16A 3.3351 no . 2_566 H17B H16B 3.2371 no . 1_656 H17B H16C 2.7065 no . 1_656 H18A N1 3.2879 no . 2_556 H18A C16 3.5110 no . 1_656 H18A H5 3.5812 no . 1_655 H18A H12B 3.4953 no . 2_656 H18A H13B 3.4897 no . 2_656 H18A H16B 3.3440 no . 1_656 H18A H16C 2.8252 no . 1_656 H18A H18C 3.1236 no . 2_657 H18B N1 2.8084 no . 2_556 H18B H14B 2.8381 no . 2_556 H18B H15B 3.1935 no . 2_556 H18B H16B 3.0259 no . 2_556 H18C C13 3.5472 no . 1_556 H18C C18 3.3732 no . 2_657 H18C H13A 3.2713 no . 1_556 H18C H13B 2.8956 no . 1_556 H18C H15B 3.4743 no . 2_556 H18C H16B 3.0877 no . 1_656 H18C H16B 3.4514 no . 2_556 H18C H16C 3.2728 no . 1_656 H18C H18A 3.1236 no . 2_657 H18C H18C 2.8614 no . 2_657 H19A N2 2.7290 no . 1_655 H19A C1 3.4051 no . 2_556 H19A C2 3.2905 no . 1_655 H19A C2 3.5926 no . 2_556 H19A C3 3.3151 no . 1_655 H19A H5 3.1585 no . 1_655 H19A H20C 3.5330 no . 2_666 H19B C5 3.2911 no . 1_655 H19B H5 2.7582 no . 1_655 H19B H16C 2.8651 no . 1_656 H20A N1 3.0483 no . 2_566 H20A C1 3.4320 no . 2_566 H20A H3 3.1799 no . 2_566 H20A H10A 3.4326 no . 2_666 H20A H11A 3.2987 no . 2_566 H20A H11B 3.5072 no . 2_666 H20A H14A 3.2962 no . 2_566 H20A H14B 3.5693 no . 2_566 H20B O1 2.9390 no . 2_566 H20B C3 3.0121 no . 2_566 H20B C4 3.3900 no . 2_566 H20B C9 3.4391 no . 2_566 H20B H3 2.6746 no . 2_566 H20B H11A 3.3299 no . 2_566 H20B H20C 3.5451 no . 2_666 H20C N1 3.5676 no . 2_566 H20C C1 3.5117 no . 2_566 H20C C10 3.0601 no . 2_666 H20C H3 3.4060 no . 2_566 H20C H8 3.1708 no . 2_666 H20C H10A 2.5823 no . 2_666 H20C H10B 2.7299 no . 2_666 H20C H11B 3.3445 no . 2_666 H20C H19A 3.5330 no . 2_666 H20C H20B 3.5451 no . 2_666 H20C H20C 3.5190 no . 2_666 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== data_dye7 _database_code_depnum_ccdc_archive 'CCDC 811133' #TrackingRef 'web_deposit_cif_file_0_Byung-SoonKim_1304559047.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C42 H62 N6 O2' _chemical_formula_moiety 'C42 H62 N6 O2' _chemical_formula_weight 682.99 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.0410(9) _cell_length_b 9.1576(11) _cell_length_c 14.7496(18) _cell_angle_alpha 80.917(6) _cell_angle_beta 83.981(6) _cell_angle_gamma 78.266(5) _cell_volume 1047.1(2) _cell_formula_units_Z 1 _cell_measurement_reflns_used 2215 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 67.56 _cell_measurement_temperature 296 #------------------------------------------------------------------------------ _exptl_crystal_description chip _exptl_crystal_colour red _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.030 _exptl_crystal_density_diffrn 1.083 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372.00 _exptl_absorpt_coefficient_mu 0.522 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.687 _exptl_absorpt_correction_T_max 0.984 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 296 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 9603 _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_theta_max 68.21 _diffrn_reflns_theta_full 68.21 _diffrn_measured_fraction_theta_max 0.937 _diffrn_measured_fraction_theta_full 0.937 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 3581 _reflns_number_gt 1024 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.2802 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3581 _refine_ls_number_parameters 226 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.240 _refine_diff_density_min -0.220 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.0439(4) 0.2874(4) 0.4231(3) 0.0995(11) Uani 1.0 2 d . . . N1 N -0.3800(6) 0.1054(6) 0.3068(4) 0.1200(17) Uani 1.0 2 d . . . N2 N -0.3324(5) 0.0760(4) 0.5397(3) 0.0874(12) Uani 1.0 2 d . . . N3 N 0.2549(6) 0.3024(5) 0.7145(4) 0.1071(14) Uani 1.0 2 d . . . C1 C -0.4060(6) 0.0669(6) 0.3829(5) 0.0929(16) Uani 1.0 2 d . . . C2 C -0.4338(5) 0.0348(5) 0.4821(4) 0.0864(14) Uani 1.0 2 d . . . C3 C -0.2059(6) 0.1403(5) 0.5039(4) 0.0859(14) Uani 1.0 2 d . . . C4 C -0.0947(6) 0.1874(5) 0.5573(4) 0.0827(13) Uani 1.0 2 d . . . C5 C -0.1081(6) 0.1633(5) 0.6524(4) 0.0942(15) Uani 1.0 2 d . . . C6 C 0.0008(6) 0.2005(5) 0.7071(4) 0.1003(15) Uani 1.0 2 d . . . C7 C 0.1379(6) 0.2683(5) 0.6642(4) 0.0919(14) Uani 1.0 2 d . . . C8 C 0.1524(6) 0.2981(5) 0.5678(4) 0.0882(14) Uani 1.0 2 d . . . C9 C 0.0389(6) 0.2594(5) 0.5162(4) 0.0856(14) Uani 1.0 2 d . . . C10 C 0.1772(6) 0.3562(5) 0.3731(4) 0.1007(16) Uani 1.0 2 d . . . C11 C 0.1520(7) 0.3704(7) 0.2727(4) 0.1224(18) Uani 1.0 2 d . . . C12 C 0.1689(8) 0.2221(7) 0.2393(5) 0.143(2) Uani 1.0 2 d . . . C13 C 0.1388(13) 0.2290(10) 0.1387(6) 0.197(4) Uani 1.0 2 d . . . C14 C -0.0407(18) 0.2738(12) 0.1224(7) 0.257(6) Uani 1.0 2 d . . . C15 C -0.1072(15) 0.2567(12) 0.0433(10) 0.234(4) Uani 1.0 2 d . . . C16 C -0.282(2) 0.3151(13) 0.0288(8) 0.277(6) Uani 1.0 2 d . . . C17 C -0.3378(16) 0.2954(14) -0.0494(10) 0.334(7) Uani 1.0 2 d . . . C18 C 0.2390(7) 0.2838(7) 0.8144(5) 0.1268(19) Uani 1.0 2 d . . . C19 C 0.3201(9) 0.1303(8) 0.8585(5) 0.177(3) Uani 1.0 2 d . . . C20 C 0.4130(7) 0.3498(7) 0.6701(4) 0.1276(19) Uani 1.0 2 d . . . C21 C 0.3893(8) 0.5142(7) 0.6433(4) 0.158(3) Uani 1.0 2 d . . . H3 H -0.1873 0.1562 0.4401 0.1030 Uiso 1.0 2 calc R . . H5 H -0.1972 0.1186 0.6816 0.1130 Uiso 1.0 2 calc R . . H6 H -0.0152 0.1815 0.7709 0.1204 Uiso 1.0 2 calc R . . H8 H 0.2399 0.3446 0.5383 0.1059 Uiso 1.0 2 calc R . . H10A H 0.2874 0.2946 0.3863 0.1209 Uiso 1.0 2 calc R . . H10B H 0.1723 0.4548 0.3906 0.1209 Uiso 1.0 2 calc R . . H11A H 0.0396 0.4293 0.2613 0.1469 Uiso 1.0 2 calc R . . H11B H 0.2350 0.4246 0.2377 0.1469 Uiso 1.0 2 calc R . . H12A H 0.0890 0.1669 0.2764 0.1716 Uiso 1.0 2 calc R . . H12B H 0.2826 0.1651 0.2495 0.1716 Uiso 1.0 2 calc R . . H13A H 0.2012 0.3004 0.1016 0.2359 Uiso 1.0 2 calc R . . H13B H 0.1823 0.1308 0.1197 0.2359 Uiso 1.0 2 calc R . . H14A H -0.1018 0.2210 0.1732 0.3090 Uiso 1.0 2 calc R . . H14B H -0.0722 0.3800 0.1286 0.3090 Uiso 1.0 2 calc R . . H15A H -0.0873 0.1495 0.0399 0.2804 Uiso 1.0 2 calc R . . H15B H -0.0404 0.3014 -0.0083 0.2804 Uiso 1.0 2 calc R . . H16A H -0.3499 0.2698 0.0795 0.3330 Uiso 1.0 2 calc R . . H16B H -0.3031 0.4224 0.0319 0.3330 Uiso 1.0 2 calc R . . H17A H -0.3148 0.1900 -0.0549 0.4005 Uiso 1.0 2 calc R . . H17B H -0.2806 0.3488 -0.1006 0.4005 Uiso 1.0 2 calc R . . H17C H -0.4582 0.3333 -0.0491 0.4005 Uiso 1.0 2 calc R . . H18A H 0.1191 0.3029 0.8352 0.1522 Uiso 1.0 2 calc R . . H18B H 0.2909 0.3585 0.8349 0.1522 Uiso 1.0 2 calc R . . H19A H 0.4398 0.1121 0.8403 0.2122 Uiso 1.0 2 calc R . . H19B H 0.2688 0.0556 0.8391 0.2122 Uiso 1.0 2 calc R . . H19C H 0.3035 0.1250 0.9243 0.2122 Uiso 1.0 2 calc R . . H20A H 0.5023 0.3177 0.7124 0.1531 Uiso 1.0 2 calc R . . H20B H 0.4492 0.3005 0.6159 0.1531 Uiso 1.0 2 calc R . . H21A H 0.3147 0.5443 0.5942 0.1895 Uiso 1.0 2 calc R . . H21B H 0.4975 0.5417 0.6230 0.1895 Uiso 1.0 2 calc R . . H21C H 0.3402 0.5637 0.6952 0.1895 Uiso 1.0 2 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.088(3) 0.116(3) 0.110(3) -0.0553(19) -0.0026(19) -0.016(2) N1 0.120(4) 0.126(4) 0.126(4) -0.054(3) -0.006(4) -0.014(4) N2 0.073(3) 0.087(3) 0.113(3) -0.035(3) -0.002(2) -0.024(2) N3 0.100(4) 0.121(4) 0.118(4) -0.048(3) -0.015(3) -0.031(3) C1 0.080(4) 0.082(4) 0.130(5) -0.035(3) -0.017(4) -0.024(4) C2 0.074(4) 0.084(4) 0.115(4) -0.032(3) -0.009(3) -0.033(3) C3 0.080(3) 0.079(3) 0.110(4) -0.037(3) -0.008(3) -0.020(3) C4 0.077(4) 0.088(4) 0.093(4) -0.037(3) -0.007(3) -0.014(3) C5 0.083(4) 0.079(4) 0.132(5) -0.036(3) -0.010(3) -0.019(3) C6 0.098(4) 0.097(4) 0.113(4) -0.040(3) -0.006(3) -0.011(3) C7 0.083(4) 0.089(4) 0.114(4) -0.031(3) -0.014(4) -0.024(3) C8 0.073(3) 0.084(4) 0.118(4) -0.036(3) -0.005(3) -0.015(3) C9 0.066(3) 0.085(4) 0.114(4) -0.031(3) -0.003(3) -0.020(3) C10 0.086(4) 0.104(4) 0.118(5) -0.040(3) 0.000(3) -0.009(3) C11 0.134(5) 0.119(5) 0.122(5) -0.056(4) 0.001(4) -0.007(4) C12 0.171(6) 0.123(6) 0.144(6) -0.041(4) 0.000(5) -0.036(5) C13 0.217(10) 0.225(9) 0.167(8) -0.058(7) -0.018(7) -0.066(7) C14 0.281(15) 0.275(11) 0.203(10) 0.038(10) -0.116(11) -0.049(8) C15 0.173(10) 0.271(10) 0.265(13) -0.067(8) -0.047(9) -0.011(10) C16 0.302(17) 0.293(12) 0.254(13) -0.019(11) -0.157(12) -0.051(10) C17 0.273(13) 0.345(16) 0.41(2) -0.055(10) -0.114(13) -0.089(15) C18 0.136(5) 0.132(6) 0.127(5) -0.035(4) -0.028(4) -0.038(5) C19 0.230(8) 0.143(7) 0.164(6) -0.014(6) -0.077(5) -0.026(5) C20 0.099(5) 0.144(6) 0.159(5) -0.040(4) -0.025(4) -0.048(5) C21 0.158(6) 0.121(6) 0.216(7) -0.071(5) -0.013(5) -0.031(5) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O1 C9 1.354(7) yes . . O1 C10 1.433(6) yes . . N1 C1 1.134(9) yes . . N2 C2 1.380(7) yes . . N2 C3 1.301(6) yes . . N3 C7 1.369(8) yes . . N3 C18 1.451(8) yes . . N3 C20 1.481(7) yes . . C1 C2 1.448(9) yes . . C2 C2 1.367(7) yes . .2_456 C3 C4 1.421(8) yes . . C4 C5 1.381(8) yes . . C4 C9 1.408(7) yes . . C5 C6 1.374(8) yes . . C6 C7 1.418(7) yes . . C7 C8 1.401(8) yes . . C8 C9 1.379(8) yes . . C10 C11 1.497(8) yes . . C11 C12 1.492(10) yes . . C12 C13 1.517(12) yes . . C13 C14 1.453(17) yes . . C14 C15 1.377(19) yes . . C15 C16 1.423(19) yes . . C16 C17 1.33(2) yes . . C18 C19 1.501(9) yes . . C20 C21 1.473(9) yes . . C3 H3 0.930 no . . C5 H5 0.930 no . . C6 H6 0.930 no . . C8 H8 0.930 no . . C10 H10A 0.970 no . . C10 H10B 0.970 no . . C11 H11A 0.970 no . . C11 H11B 0.970 no . . C12 H12A 0.970 no . . C12 H12B 0.970 no . . C13 H13A 0.970 no . . C13 H13B 0.970 no . . C14 H14A 0.970 no . . C14 H14B 0.970 no . . C15 H15A 0.970 no . . C15 H15B 0.970 no . . C16 H16A 0.970 no . . C16 H16B 0.970 no . . C17 H17A 0.960 no . . C17 H17B 0.960 no . . C17 H17C 0.960 no . . C18 H18A 0.970 no . . C18 H18B 0.970 no . . C19 H19A 0.960 no . . C19 H19B 0.960 no . . C19 H19C 0.960 no . . C20 H20A 0.970 no . . C20 H20B 0.970 no . . C21 H21A 0.960 no . . C21 H21B 0.960 no . . C21 H21C 0.960 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C9 O1 C10 119.5(4) yes . . . C2 N2 C3 119.0(4) yes . . . C7 N3 C18 122.5(5) yes . . . C7 N3 C20 121.6(5) yes . . . C18 N3 C20 115.7(5) yes . . . N1 C1 C2 173.0(6) yes . . . N2 C2 C1 121.3(4) yes . . . N2 C2 C2 120.3(5) yes . . .2_456 C1 C2 C2 118.5(5) yes . . .2_456 N2 C3 C4 123.3(5) yes . . . C3 C4 C5 122.5(4) yes . . . C3 C4 C9 121.8(5) yes . . . C5 C4 C9 115.7(5) yes . . . C4 C5 C6 124.7(5) yes . . . C5 C6 C7 118.7(5) yes . . . N3 C7 C6 121.6(5) yes . . . N3 C7 C8 120.4(5) yes . . . C6 C7 C8 118.1(5) yes . . . C7 C8 C9 121.0(5) yes . . . O1 C9 C4 114.2(5) yes . . . O1 C9 C8 123.9(4) yes . . . C4 C9 C8 121.9(5) yes . . . O1 C10 C11 107.6(5) yes . . . C10 C11 C12 113.2(5) yes . . . C11 C12 C13 115.8(6) yes . . . C12 C13 C14 112.0(8) yes . . . C13 C14 C15 123.7(10) yes . . . C14 C15 C16 120.5(11) yes . . . C15 C16 C17 117.4(12) yes . . . N3 C18 C19 113.7(5) yes . . . N3 C20 C21 112.1(5) yes . . . N2 C3 H3 118.370 no . . . C4 C3 H3 118.362 no . . . C4 C5 H5 117.639 no . . . C6 C5 H5 117.626 no . . . C5 C6 H6 120.676 no . . . C7 C6 H6 120.671 no . . . C7 C8 H8 119.516 no . . . C9 C8 H8 119.527 no . . . O1 C10 H10A 110.197 no . . . O1 C10 H10B 110.200 no . . . C11 C10 H10A 110.198 no . . . C11 C10 H10B 110.195 no . . . H10A C10 H10B 108.490 no . . . C10 C11 H11A 108.931 no . . . C10 C11 H11B 108.926 no . . . C12 C11 H11A 108.922 no . . . C12 C11 H11B 108.926 no . . . H11A C11 H11B 107.748 no . . . C11 C12 H12A 108.331 no . . . C11 C12 H12B 108.332 no . . . C13 C12 H12A 108.337 no . . . C13 C12 H12B 108.325 no . . . H12A C12 H12B 107.425 no . . . C12 C13 H13A 109.213 no . . . C12 C13 H13B 109.213 no . . . C14 C13 H13A 109.212 no . . . C14 C13 H13B 109.216 no . . . H13A C13 H13B 107.909 no . . . C13 C14 H14A 106.406 no . . . C13 C14 H14B 106.407 no . . . C15 C14 H14A 106.399 no . . . C15 C14 H14B 106.395 no . . . H14A C14 H14B 106.464 no . . . C14 C15 H15A 107.207 no . . . C14 C15 H15B 107.207 no . . . C16 C15 H15A 107.205 no . . . C16 C15 H15B 107.210 no . . . H15A C15 H15B 106.842 no . . . C15 C16 H16A 107.941 no . . . C15 C16 H16B 107.938 no . . . C17 C16 H16A 107.951 no . . . C17 C16 H16B 107.941 no . . . H16A C16 H16B 107.217 no . . . C16 C17 H17A 109.466 no . . . C16 C17 H17B 109.477 no . . . C16 C17 H17C 109.471 no . . . H17A C17 H17B 109.475 no . . . H17A C17 H17C 109.467 no . . . H17B C17 H17C 109.472 no . . . N3 C18 H18A 108.830 no . . . N3 C18 H18B 108.830 no . . . C19 C18 H18A 108.827 no . . . C19 C18 H18B 108.823 no . . . H18A C18 H18B 107.681 no . . . C18 C19 H19A 109.472 no . . . C18 C19 H19B 109.468 no . . . C18 C19 H19C 109.473 no . . . H19A C19 H19B 109.471 no . . . H19A C19 H19C 109.470 no . . . H19B C19 H19C 109.473 no . . . N3 C20 H20A 109.183 no . . . N3 C20 H20B 109.192 no . . . C21 C20 H20A 109.188 no . . . C21 C20 H20B 109.196 no . . . H20A C20 H20B 107.899 no . . . C20 C21 H21A 109.472 no . . . C20 C21 H21B 109.470 no . . . C20 C21 H21C 109.473 no . . . H21A C21 H21B 109.472 no . . . H21A C21 H21C 109.473 no . . . H21B C21 H21C 109.468 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C9 O1 C10 C11 179.0(3) no . . . . C10 O1 C9 C4 -178.1(3) no . . . . C10 O1 C9 C8 2.4(6) no . . . . C2 N2 C3 C4 179.7(3) no . . . . C3 N2 C2 C1 -2.4(5) no . . . . C3 N2 C2 C2 179.1(3) no . . . 2_456 C7 N3 C18 C19 88.8(5) no . . . . C18 N3 C7 C6 -5.4(6) no . . . . C18 N3 C7 C8 175.5(4) no . . . . C7 N3 C20 C21 89.2(6) no . . . . C20 N3 C7 C6 169.9(4) no . . . . C20 N3 C7 C8 -9.3(6) no . . . . C18 N3 C20 C21 -95.2(5) no . . . . C20 N3 C18 C19 -86.7(6) no . . . . N2 C2 C2 N2 -180(324919) no . . .2_456 2_456 N2 C2 C2 C1 -1.5(6) no . . .2_456 2_456 C1 C2 C2 N2 1.5(6) no . . .2_456 2_456 C1 C2 C2 C1 180(389133) no . . .2_456 2_456 N2 C3 C4 C5 2.6(6) no . . . . N2 C3 C4 C9 -178.7(3) no . . . . C3 C4 C5 C6 176.9(4) no . . . . C3 C4 C9 O1 4.0(6) no . . . . C3 C4 C9 C8 -176.5(4) no . . . . C5 C4 C9 O1 -177.2(4) no . . . . C5 C4 C9 C8 2.3(6) no . . . . C9 C4 C5 C6 -1.9(6) no . . . . C4 C5 C6 C7 -0.2(6) no . . . . C5 C6 C7 N3 -177.3(4) no . . . . C5 C6 C7 C8 1.9(6) no . . . . N3 C7 C8 C9 177.7(4) no . . . . C6 C7 C8 C9 -1.5(6) no . . . . C7 C8 C9 O1 178.8(4) no . . . . C7 C8 C9 C4 -0.7(6) no . . . . O1 C10 C11 C12 -63.5(5) no . . . . C10 C11 C12 C13 178.0(4) no . . . . C11 C12 C13 C14 -74.4(8) no . . . . C12 C13 C14 C15 -164.8(8) no . . . . C13 C14 C15 C16 -174.5(9) no . . . . C14 C15 C16 C17 179.6(10) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 C3 2.713(6) no . . O1 C5 3.565(7) no . . O1 C12 2.902(8) no . . N1 N2 3.459(7) no . . N1 N2 3.538(6) no . 2_456 N1 C2 3.483(7) no . 2_456 N1 C3 3.441(8) no . . N2 C1 2.754(7) no . 2_456 N2 C5 2.879(7) no . . C1 C3 2.764(9) no . . C2 C3 3.558(7) no . 2_456 C4 C7 2.843(8) no . . C5 C8 2.736(7) no . . C6 C9 2.778(8) no . . C6 C18 2.893(9) no . . C6 C19 3.475(9) no . . C7 C19 3.308(9) no . . C7 C21 3.279(9) no . . C8 C10 2.831(8) no . . C8 C20 2.860(8) no . . C8 C21 3.385(9) no . . C11 C14 3.160(15) no . . C18 C21 3.316(9) no . . C19 C20 3.275(9) no . . N1 C7 3.562(6) no . 2_556 N1 C19 3.439(9) no . 2_556 N2 C20 3.576(7) no . 1_455 C1 C7 3.495(7) no . 2_556 C1 C8 3.554(6) no . 2_556 C2 C8 3.536(6) no . 2_556 C7 N1 3.562(6) no . 2_556 C7 C1 3.495(7) no . 2_556 C8 C1 3.554(6) no . 2_556 C8 C2 3.536(6) no . 2_556 C19 N1 3.439(9) no . 2_556 C20 N2 3.576(7) no . 1_655 O1 H3 2.3833 no . . O1 H8 2.6121 no . . O1 H11A 2.5317 no . . O1 H11B 3.2003 no . . O1 H12A 2.5412 no . . O1 H12B 3.2403 no . . N1 H3 2.7751 no . . N1 H14A 3.0637 no . . N1 H16A 3.4557 no . . N2 H5 2.5728 no . . N3 H6 2.6345 no . . N3 H8 2.5782 no . . N3 H19A 2.6823 no . . N3 H19B 2.6696 no . . N3 H19C 3.2817 no . . N3 H21A 2.7021 no . . N3 H21B 3.2684 no . . N3 H21C 2.5866 no . . C1 H3 2.3628 no . . C2 H3 2.4431 no . . C3 H5 2.6046 no . . C4 H6 3.2694 no . . C4 H8 3.2681 no . . C5 H3 3.2742 no . . C6 H8 3.2596 no . . C6 H18A 2.5803 no . . C6 H19B 3.0165 no . . C7 H5 3.2330 no . . C7 H18A 2.5773 no . . C7 H18B 3.2026 no . . C7 H19B 3.1158 no . . C7 H20A 3.2209 no . . C7 H20B 2.5919 no . . C7 H21A 3.1310 no . . C7 H21C 3.5372 no . . C8 H6 3.2638 no . . C8 H10A 2.7844 no . . C8 H10B 2.7820 no . . C8 H20B 2.5646 no . . C8 H21A 2.9181 no . . C9 H3 2.6322 no . . C9 H5 3.2016 no . . C9 H10A 2.6516 no . . C9 H10B 2.6644 no . . C10 H8 2.5220 no . . C10 H12A 2.6517 no . . C10 H12B 2.6799 no . . C11 H13A 2.6712 no . . C11 H13B 3.3457 no . . C11 H14A 3.2539 no . . C11 H14B 2.9072 no . . C12 H10A 2.6826 no . . C12 H10B 3.3258 no . . C12 H14A 2.4793 no . . C12 H14B 2.7003 no . . C13 H11A 2.7229 no . . C13 H11B 2.7502 no . . C13 H15A 2.7188 no . . C13 H15B 2.6516 no . . C14 H11A 2.8646 no . . C14 H11B 3.5339 no . . C14 H12A 2.5661 no . . C14 H12B 3.2620 no . . C14 H16A 2.6384 no . . C14 H16B 2.6336 no . . C15 H13A 2.8293 no . . C15 H13B 2.6580 no . . C15 H17A 2.5417 no . . C15 H17B 2.5955 no . . C15 H17C 3.1654 no . . C16 H14A 2.6325 no . . C16 H14B 2.5621 no . . C17 H15A 2.5458 no . . C17 H15B 2.5409 no . . C18 H6 2.5905 no . . C18 H20A 2.5087 no . . C18 H20B 3.2216 no . . C18 H21C 3.0734 no . . C19 H6 3.0301 no . . C19 H20A 2.9882 no . . C20 H8 2.5185 no . . C20 H18A 3.2517 no . . C20 H18B 2.5301 no . . C20 H19A 3.0468 no . . C21 H8 2.8566 no . . C21 H18B 3.0590 no . . H3 H5 3.5183 no . . H3 H12A 3.1081 no . . H5 H6 2.2795 no . . H6 H18A 2.0823 no . . H6 H18B 3.4883 no . . H6 H19B 2.5692 no . . H6 H19C 3.5010 no . . H8 H10A 2.3360 no . . H8 H10B 2.3216 no . . H8 H20A 3.4397 no . . H8 H20B 2.0703 no . . H8 H21A 2.3260 no . . H8 H21B 3.4477 no . . H8 H21C 3.5423 no . . H10A H11A 2.8193 no . . H10A H11B 2.3593 no . . H10A H12A 2.9050 no . . H10A H12B 2.5037 no . . H10B H11A 2.3459 no . . H10B H11B 2.3063 no . . H10B H12A 3.5485 no . . H10B H12B 3.5431 no . . H10B H21A 3.5884 no . . H11A H12A 2.3329 no . . H11A H12B 2.7998 no . . H11A H13A 2.8707 no . . H11A H14A 2.9314 no . . H11A H14B 2.3772 no . . H11B H12A 2.7997 no . . H11B H12B 2.3102 no . . H11B H13A 2.5222 no . . H11B H13B 3.5417 no . . H11B H14B 3.2109 no . . H12A H13A 2.8152 no . . H12A H13B 2.4071 no . . H12A H14A 2.2049 no . . H12A H14B 2.9091 no . . H12B H13A 2.4162 no . . H12B H13B 2.2428 no . . H12B H14A 3.3149 no . . H12B H14B 3.5869 no . . H13A H14A 2.7417 no . . H13A H14B 2.1861 no . . H13A H15A 3.2032 no . . H13A H15B 2.6545 no . . H13B H14A 2.3631 no . . H13B H14B 2.7481 no . . H13B H15A 2.5372 no . . H13B H15B 2.8019 no . . H14A H15A 2.1526 no . . H14A H15B 2.6826 no . . H14A H16A 2.4715 no . . H14A H16B 2.9399 no . . H14B H15A 2.6820 no . . H14B H15B 2.2217 no . . H14B H16A 2.8317 no . . H14B H16B 2.3916 no . . H15A H16A 2.2388 no . . H15A H16B 2.7305 no . . H15A H17A 2.3527 no . . H15A H17B 2.8922 no . . H15A H17C 3.3959 no . . H15B H16A 2.7305 no . . H15B H16B 2.2435 no . . H15B H17A 2.7996 no . . H15B H17B 2.4073 no . . H15B H17C 3.4216 no . . H16A H17A 2.1913 no . . H16A H17B 2.6715 no . . H16A H17C 2.1188 no . . H16B H17A 2.6731 no . . H16B H17B 2.1438 no . . H16B H17C 2.1648 no . . H18A H19A 2.8064 no . . H18A H19B 2.3335 no . . H18A H19C 2.3077 no . . H18A H20A 3.4231 no . . H18A H21C 3.5399 no . . H18B H19A 2.3233 no . . H18B H19B 2.8067 no . . H18B H19C 2.3176 no . . H18B H20A 2.3667 no . . H18B H20B 3.4262 no . . H18B H21C 2.6151 no . . H19A H20A 2.5344 no . . H19A H20B 3.4840 no . . H19B H20A 3.5303 no . . H20A H21A 2.7852 no . . H20A H21B 2.2517 no . . H20A H21C 2.3523 no . . H20B H21A 2.2631 no . . H20B H21B 2.3395 no . . H20B H21C 2.7868 no . . O1 H21A 2.9958 no . 2_566 N1 H10A 3.1031 no . 1_455 N1 H12B 2.8472 no . 1_455 N1 H19A 3.2982 no . 2_556 N1 H19B 2.7682 no . 2_556 N1 H21B 3.4668 no . 2_566 N1 H21C 3.1062 no . 2_566 N2 H10A 3.3544 no . 2_556 N2 H12B 3.5266 no . 2_556 N2 H20B 2.7239 no . 1_455 N3 H11A 3.0834 no . 2_566 C1 H10A 2.8884 no . 1_455 C1 H12B 3.2422 no . 1_455 C1 H20B 3.4488 no . 2_556 C1 H21B 3.4984 no . 2_566 C1 H21C 3.5243 no . 2_566 C2 H8 3.5896 no . 1_455 C2 H8 3.5526 no . 2_556 C2 H10A 3.1803 no . 1_455 C2 H10A 3.3816 no . 2_556 C2 H20B 3.3011 no . 1_455 C3 H20B 3.2746 no . 1_455 C3 H21A 3.0199 no . 2_566 C4 H3 3.4816 no . 2_556 C4 H10B 3.4029 no . 2_566 C4 H21A 3.3894 no . 2_566 C5 H10B 3.3968 no . 2_566 C5 H12A 3.0180 no . 2_556 C5 H20A 3.2575 no . 1_455 C5 H20B 3.5936 no . 1_455 C6 H10B 3.3433 no . 2_566 C6 H11A 3.4410 no . 2_566 C6 H12A 3.5482 no . 2_556 C7 H10B 3.2420 no . 2_566 C7 H11A 3.1532 no . 2_566 C8 H10B 3.1644 no . 2_566 C9 H10B 3.2344 no . 2_566 C9 H21A 3.4546 no . 2_566 C10 H21B 2.9602 no . 2_666 C11 H17B 3.5493 no . 2_565 C11 H18A 3.5790 no . 2_566 C12 H5 3.1253 no . 2_556 C13 H19C 3.4970 no . 1_554 C15 H18A 3.4121 no . 1_554 C15 H19B 3.5135 no . 2_556 C16 H17C 3.5018 no . 2_465 C17 H16B 3.4787 no . 2_465 C17 H18B 3.4953 no . 1_454 C17 H19A 3.3701 no . 1_454 C18 H11A 3.2203 no . 2_566 C18 H14B 3.2987 no . 2_566 C18 H15B 3.2663 no . 1_556 C18 H17C 3.4565 no . 1_656 C19 H15A 3.5307 no . 2_556 C19 H15B 3.5568 no . 1_556 C19 H16A 3.5980 no . 2_556 C19 H17A 3.4943 no . 1_656 C19 H17C 3.3386 no . 1_656 C20 H5 3.4112 no . 1_655 C21 H3 3.2426 no . 2_566 C21 H10A 3.3746 no . 2_666 C21 H10B 3.5710 no . 2_666 C21 H11A 3.5534 no . 2_566 H3 C4 3.4816 no . 2_556 H3 C21 3.2426 no . 2_566 H3 H21A 2.7123 no . 2_566 H3 H21B 3.4073 no . 2_566 H3 H21C 3.1125 no . 2_566 H5 C12 3.1253 no . 2_556 H5 C20 3.4112 no . 1_455 H5 H12A 2.5792 no . 2_556 H5 H12B 2.8289 no . 2_556 H5 H13B 3.4163 no . 2_556 H5 H19A 3.5493 no . 1_455 H5 H20A 2.7587 no . 1_455 H5 H20B 3.1530 no . 1_455 H6 H11A 3.4879 no . 2_566 H6 H12A 3.5471 no . 2_556 H6 H13B 3.4996 no . 2_556 H6 H14A 3.5983 no . 2_556 H6 H15B 3.5717 no . 1_556 H6 H17A 3.3319 no . 1_556 H6 H17B 3.0392 no . 1_556 H8 C2 3.5896 no . 1_655 H8 C2 3.5526 no . 2_556 H8 H10B 3.5861 no . 2_566 H8 H21B 3.2038 no . 2_666 H10A N1 3.1031 no . 1_655 H10A N2 3.3544 no . 2_556 H10A C1 2.8884 no . 1_655 H10A C2 3.1803 no . 1_655 H10A C2 3.3816 no . 2_556 H10A C21 3.3746 no . 2_666 H10A H21B 2.4892 no . 2_666 H10A H21C 3.5257 no . 2_666 H10B C4 3.4029 no . 2_566 H10B C5 3.3968 no . 2_566 H10B C6 3.3433 no . 2_566 H10B C7 3.2420 no . 2_566 H10B C8 3.1644 no . 2_566 H10B C9 3.2344 no . 2_566 H10B C21 3.5710 no . 2_666 H10B H8 3.5861 no . 2_566 H10B H21B 2.6476 no . 2_666 H11A N3 3.0834 no . 2_566 H11A C6 3.4410 no . 2_566 H11A C7 3.1532 no . 2_566 H11A C18 3.2203 no . 2_566 H11A C21 3.5534 no . 2_566 H11A H6 3.4879 no . 2_566 H11A H17B 3.5527 no . 2_565 H11A H18A 2.7706 no . 2_566 H11A H18B 3.2664 no . 2_566 H11A H21A 3.3657 no . 2_566 H11A H21C 3.0433 no . 2_566 H11B H17B 2.7127 no . 2_565 H11B H18A 3.5211 no . 2_566 H11B H21B 3.2147 no . 2_666 H12A C5 3.0180 no . 2_556 H12A C6 3.5482 no . 2_556 H12A H5 2.5792 no . 2_556 H12A H6 3.5471 no . 2_556 H12B N1 2.8472 no . 1_655 H12B N2 3.5266 no . 2_556 H12B C1 3.2422 no . 1_655 H12B H5 2.8289 no . 2_556 H12B H19A 3.3642 no . 2_656 H13A H16A 3.5474 no . 1_655 H13A H16B 3.1499 no . 2_565 H13A H17B 3.3979 no . 2_565 H13A H17C 3.3733 no . 1_655 H13A H19C 3.2303 no . 1_554 H13B H5 3.4163 no . 2_556 H13B H6 3.4996 no . 2_556 H13B H17A 3.1752 no . 2_555 H13B H19A 3.4263 no . 2_656 H13B H19C 2.9498 no . 1_554 H14A H6 3.5983 no . 2_556 H14A H19B 3.1351 no . 2_556 H14A H21C 3.1965 no . 2_566 H14B C18 3.2987 no . 2_566 H14B H15B 3.4033 no . 2_565 H14B H18A 2.9768 no . 2_566 H14B H18B 2.7589 no . 2_566 H14B H21C 3.2334 no . 2_566 H15A C19 3.5307 no . 2_556 H15A H15A 3.1565 no . 2_555 H15A H18A 3.5210 no . 1_554 H15A H19B 2.8901 no . 2_556 H15A H19C 3.3978 no . 1_554 H15A H19C 3.2844 no . 2_556 H15B C18 3.2663 no . 1_554 H15B C19 3.5568 no . 1_554 H15B H6 3.5717 no . 1_554 H15B H14B 3.4033 no . 2_565 H15B H18A 2.5199 no . 1_554 H15B H18B 3.4085 no . 1_554 H15B H19C 3.0595 no . 1_554 H16A C19 3.5980 no . 2_556 H16A H13A 3.5474 no . 1_455 H16A H19B 2.9977 no . 2_556 H16A H19C 3.5669 no . 2_556 H16B C17 3.4787 no . 2_465 H16B H13A 3.1499 no . 2_565 H16B H16B 3.3624 no . 2_465 H16B H17C 2.6616 no . 2_465 H16B H18B 3.0430 no . 2_566 H17A C19 3.4943 no . 1_454 H17A H6 3.3319 no . 1_554 H17A H13B 3.1752 no . 2_555 H17A H19A 2.8897 no . 1_454 H17A H19C 3.2968 no . 1_454 H17A H19C 3.1971 no . 2_556 H17B C11 3.5493 no . 2_565 H17B H6 3.0392 no . 1_554 H17B H11A 3.5527 no . 2_565 H17B H11B 2.7127 no . 2_565 H17B H13A 3.3979 no . 2_565 H17B H18A 3.2158 no . 1_554 H17B H20A 3.4929 no . 1_454 H17C C16 3.5018 no . 2_465 H17C C18 3.4565 no . 1_454 H17C C19 3.3386 no . 1_454 H17C H13A 3.3733 no . 1_455 H17C H16B 2.6616 no . 2_465 H17C H17C 3.4978 no . 2_465 H17C H18B 2.7311 no . 1_454 H17C H19A 3.0713 no . 1_454 H17C H19C 3.0565 no . 1_454 H17C H20A 3.5924 no . 1_454 H18A C11 3.5790 no . 2_566 H18A C15 3.4121 no . 1_556 H18A H11A 2.7706 no . 2_566 H18A H11B 3.5211 no . 2_566 H18A H14B 2.9768 no . 2_566 H18A H15A 3.5210 no . 1_556 H18A H15B 2.5199 no . 1_556 H18A H17B 3.2158 no . 1_556 H18B C17 3.4953 no . 1_656 H18B H11A 3.2664 no . 2_566 H18B H14B 2.7589 no . 2_566 H18B H15B 3.4085 no . 1_556 H18B H16B 3.0430 no . 2_566 H18B H17C 2.7311 no . 1_656 H19A N1 3.2982 no . 2_556 H19A C17 3.3701 no . 1_656 H19A H5 3.5493 no . 1_655 H19A H12B 3.3642 no . 2_656 H19A H13B 3.4263 no . 2_656 H19A H17A 2.8897 no . 1_656 H19A H17C 3.0713 no . 1_656 H19B N1 2.7682 no . 2_556 H19B C15 3.5135 no . 2_556 H19B H14A 3.1351 no . 2_556 H19B H15A 2.8901 no . 2_556 H19B H16A 2.9977 no . 2_556 H19C C13 3.4970 no . 1_556 H19C H13A 3.2303 no . 1_556 H19C H13B 2.9498 no . 1_556 H19C H15A 3.3978 no . 1_556 H19C H15A 3.2844 no . 2_556 H19C H15B 3.0595 no . 1_556 H19C H16A 3.5669 no . 2_556 H19C H17A 3.2968 no . 1_656 H19C H17A 3.1971 no . 2_556 H19C H17C 3.0565 no . 1_656 H20A C5 3.2575 no . 1_655 H20A H5 2.7587 no . 1_655 H20A H17B 3.4929 no . 1_656 H20A H17C 3.5924 no . 1_656 H20B N2 2.7239 no . 1_655 H20B C1 3.4488 no . 2_556 H20B C2 3.3011 no . 1_655 H20B C3 3.2746 no . 1_655 H20B C5 3.5936 no . 1_655 H20B H5 3.1530 no . 1_655 H21A O1 2.9958 no . 2_566 H21A C3 3.0199 no . 2_566 H21A C4 3.3894 no . 2_566 H21A C9 3.4546 no . 2_566 H21A H3 2.7123 no . 2_566 H21A H11A 3.3657 no . 2_566 H21A H21B 3.5303 no . 2_666 H21B N1 3.4668 no . 2_566 H21B C1 3.4984 no . 2_566 H21B C10 2.9602 no . 2_666 H21B H3 3.4073 no . 2_566 H21B H8 3.2038 no . 2_666 H21B H10A 2.4892 no . 2_666 H21B H10B 2.6476 no . 2_666 H21B H11B 3.2147 no . 2_666 H21B H21A 3.5303 no . 2_666 H21C N1 3.1062 no . 2_566 H21C C1 3.5243 no . 2_566 H21C H3 3.1125 no . 2_566 H21C H10A 3.5257 no . 2_666 H21C H11A 3.0433 no . 2_566 H21C H14A 3.1965 no . 2_566 H21C H14B 3.2334 no . 2_566 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== # Attachment 'web_deposit_cif_file_7_Byung-SoonKim_1296644454.cif' #============================================================================== data__dye8 _database_code_depnum_ccdc_archive 'CCDC 811134' #TrackingRef 'web_deposit_cif_file_7_Byung-SoonKim_1296644454.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C46 H70 N6 O2 ' _chemical_formula_moiety 'C46 H70 N6 O2 ' _chemical_formula_weight 739.10 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.1175(3) _cell_length_b 12.4218(4) _cell_length_c 13.0984(4) _cell_angle_alpha 62.6097(16) _cell_angle_beta 86.3048(19) _cell_angle_gamma 76.9618(18) _cell_volume 1141.29(6) _cell_formula_units_Z 1 _cell_measurement_reflns_used 4558 _cell_measurement_theta_min 3.8 _cell_measurement_theta_max 68.1 _cell_measurement_temperature 296.1 #------------------------------------------------------------------------------ _exptl_crystal_description needle _exptl_crystal_colour 'reddish purple' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.075 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404.00 _exptl_absorpt_coefficient_mu 0.511 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.747 _exptl_absorpt_correction_T_max 0.950 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 10398 _diffrn_reflns_av_R_equivalents 0.064 _diffrn_reflns_theta_max 68.16 _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 68.16 _diffrn_measured_fraction_theta_full 0.937 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_ambient_temperature 296.1 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. 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 3896 _reflns_number_gt 2709 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0693 _refine_ls_wR_factor_ref 0.0932 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 3896 _refine_ls_number_parameters 279 _refine_ls_goodness_of_fit_ref 1.383 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0010Fo^2^ + 1.0000\s(Fo^2^)]' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.34 _refine_diff_density_min -0.46 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.018 0.009 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.031 0.018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.049 0.032 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 1.08325(15) 0.98953(12) 0.20474(11) 0.0623(3) Uani 1.00 1 d . . . N(1) N 0.6663(2) 0.76913(17) 0.20500(16) 0.0787(6) Uani 1.00 1 d . . . N(2) N 0.66482(17) 1.07503(14) 0.00749(13) 0.0522(4) Uani 1.00 1 d . . . N(3) N 1.2185(2) 1.38796(16) -0.03428(15) 0.0675(5) Uani 1.00 1 d . . . C(1) C 0.6210(2) 0.86338(18) 0.12731(16) 0.0548(5) Uani 1.00 1 d . . . C(2) C 0.5724(2) 0.98624(16) 0.03202(15) 0.0498(4) Uani 1.00 1 d . . . C(3) C 0.8028(2) 1.04688(17) 0.06778(15) 0.0518(5) Uani 1.00 1 d . . . C(4) C 0.9047(2) 1.13523(17) 0.04438(15) 0.0511(5) Uani 1.00 1 d . . . C(5) C 0.8670(2) 1.25439(17) -0.04866(16) 0.0572(5) Uani 1.00 1 d . . . C(6) C 0.9664(2) 1.33887(18) -0.07566(17) 0.0598(5) Uani 1.00 1 d . . . C(7) C 1.1160(2) 1.30642(18) -0.00888(16) 0.0567(5) Uani 1.00 1 d . . . C(8) C 1.1558(2) 1.18739(17) 0.08607(16) 0.0559(5) Uani 1.00 1 d . . . C(9) C 1.0529(2) 1.10442(17) 0.11249(15) 0.0520(4) Uani 1.00 1 d . . . C(10) C 1.2324(2) 0.94908(19) 0.27699(17) 0.0622(5) Uani 1.00 1 d . . . C(11) C 1.2314(2) 0.82273(19) 0.37339(17) 0.0677(6) Uani 1.00 1 d . . . C(12) C 1.2314(2) 0.7240(2) 0.33528(18) 0.0708(6) Uani 1.00 1 d . . . C(13) C 1.2450(2) 0.5949(2) 0.43363(19) 0.0734(6) Uani 1.00 1 d . . . C(14) C 1.2393(3) 0.4965(2) 0.3989(2) 0.0821(7) Uani 1.00 1 d . . . C(15) C 1.2580(3) 0.3673(2) 0.4977(2) 0.0784(7) Uani 1.00 1 d . . . C(16) C 1.2483(3) 0.2671(2) 0.4643(2) 0.0870(8) Uani 1.00 1 d . . . C(17) C 1.2688(3) 0.1378(2) 0.5651(2) 0.0809(7) Uani 1.00 1 d . . . C(18) C 1.2487(3) 0.0396(2) 0.5342(2) 0.0991(10) Uani 1.00 1 d . . . C(19) C 1.2725(4) -0.0869(2) 0.6344(3) 0.1291(13) Uani 1.00 1 d . . . C(20) C 1.3885(2) 1.3482(2) 0.0199(2) 0.0790(7) Uani 1.00 1 d . . . C(21) C 1.3883(3) 1.3604(2) 0.1297(2) 0.1032(10) Uani 1.00 1 d . . . C(22) C 1.1707(3) 1.5176(2) -0.1236(2) 0.0778(7) Uani 1.00 1 d . . . C(23) C 1.2269(4) 1.5350(2) -0.2404(2) 0.1079(10) Uani 1.00 1 d . . . H(1) H 0.8372 0.9652 0.1290 0.063 Uiso 1.00 1 c R . . H(2) H 0.7675 1.2779 -0.0952 0.069 Uiso 1.00 1 c R . . H(3) H 0.9363 1.4189 -0.1398 0.070 Uiso 1.00 1 c R . . H(4) H 1.2553 1.1640 0.1325 0.068 Uiso 1.00 1 c R . . H(5) H 1.3299 0.9438 0.2339 0.074 Uiso 1.00 1 c R . . H(6) H 1.2338 1.0066 0.3056 0.074 Uiso 1.00 1 c R . . H(7) H 1.3277 0.7952 0.4238 0.077 Uiso 1.00 1 c R . . H(8) H 1.1315 0.8297 0.4139 0.077 Uiso 1.00 1 c R . . H(9) H 1.1295 0.7465 0.2914 0.082 Uiso 1.00 1 c R . . H(10) H 1.3253 0.7223 0.2885 0.082 Uiso 1.00 1 c R . . H(11) H 1.3490 0.5713 0.4758 0.083 Uiso 1.00 1 c R . . H(12) H 1.1534 0.5976 0.4820 0.083 Uiso 1.00 1 c R . . H(13) H 1.1340 0.5184 0.3588 0.094 Uiso 1.00 1 c R . . H(14) H 1.3289 0.4953 0.3488 0.094 Uiso 1.00 1 c R . . H(15) H 1.3645 0.3450 0.5367 0.090 Uiso 1.00 1 c R . . H(16) H 1.1699 0.3695 0.5486 0.090 Uiso 1.00 1 c R . . H(17) H 1.1416 0.2886 0.4259 0.103 Uiso 1.00 1 c R . . H(18) H 1.3359 0.2649 0.4132 0.102 Uiso 1.00 1 c R . . H(19) H 1.3782 0.1140 0.6007 0.098 Uiso 1.00 1 c R . . H(20) H 1.1854 0.1413 0.6185 0.098 Uiso 1.00 1 c R . . H(21) H 1.1384 0.0623 0.5000 0.125 Uiso 1.00 1 c R . . H(22) H 1.3307 0.0371 0.4797 0.125 Uiso 1.00 1 c R . . H(23) H 1.3886 -0.1279 0.6444 0.161 Uiso 1.00 1 c R . . H(24) H 1.2064 -0.1349 0.6231 0.161 Uiso 1.00 1 c R . . H(25) H 1.2378 -0.0772 0.7009 0.161 Uiso 1.00 1 c R . . H(26) H 1.4319 1.2633 0.0386 0.094 Uiso 1.00 1 c R . . H(27) H 1.4600 1.3973 -0.0325 0.094 Uiso 1.00 1 c R . . H(28) H 1.4028 1.4410 0.1113 0.129 Uiso 1.00 1 c R . . H(29) H 1.4756 1.2995 0.1835 0.129 Uiso 1.00 1 c R . . H(30) H 1.2814 1.3504 0.1623 0.129 Uiso 1.00 1 c R . . H(31) H 1.0508 1.5431 -0.1278 0.095 Uiso 1.00 1 c R . . H(32) H 1.2188 1.5680 -0.1026 0.095 Uiso 1.00 1 c R . . H(33) H 1.3366 1.5524 -0.2502 0.128 Uiso 1.00 1 c R . . H(34) H 1.1509 1.6015 -0.2992 0.128 Uiso 1.00 1 c R . . H(35) H 1.2314 1.4602 -0.2448 0.128 Uiso 1.00 1 c R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0515(7) 0.0607(8) 0.0650(8) -0.0160(5) -0.0143(5) -0.0171(6) N(1) 0.0885(13) 0.0651(11) 0.0689(11) -0.0108(9) -0.0134(9) -0.0200(9) N(2) 0.0450(7) 0.0545(8) 0.0602(9) -0.0113(6) -0.0046(6) -0.0279(7) N(3) 0.0640(10) 0.0619(10) 0.0760(11) -0.0247(8) -0.0024(8) -0.0254(9) C(1) 0.0497(9) 0.0591(11) 0.0589(11) -0.0130(8) -0.0043(8) -0.0284(9) C(2) 0.0450(8) 0.0513(9) 0.0550(10) -0.0086(7) -0.0024(7) -0.0263(8) C(3) 0.0454(8) 0.0558(10) 0.0558(10) -0.0087(7) -0.0037(7) -0.0272(9) C(4) 0.0450(9) 0.0584(10) 0.0546(10) -0.0124(7) -0.0010(7) -0.0290(8) C(5) 0.0511(10) 0.0620(11) 0.0585(11) -0.0100(8) -0.0071(8) -0.0276(9) C(6) 0.0596(10) 0.0572(11) 0.0590(11) -0.0136(8) -0.0038(8) -0.0225(9) C(7) 0.0544(10) 0.0593(11) 0.0632(11) -0.0165(8) 0.0040(8) -0.0320(9) C(8) 0.0461(9) 0.0629(11) 0.0622(11) -0.0138(8) -0.0050(8) -0.0299(9) C(9) 0.0473(9) 0.0555(10) 0.0538(10) -0.0123(7) -0.0018(7) -0.0247(8) C(10) 0.0503(10) 0.0706(12) 0.0649(12) -0.0140(8) -0.0102(8) -0.0285(10) C(11) 0.0578(11) 0.0763(13) 0.0582(11) -0.0090(9) -0.0112(8) -0.0227(10) C(12) 0.0698(12) 0.0736(13) 0.0607(12) -0.0157(10) -0.0005(9) -0.0234(11) C(13) 0.0662(12) 0.0716(13) 0.0679(13) -0.0106(10) -0.0120(10) -0.0200(11) C(14) 0.0908(16) 0.0753(14) 0.0695(14) -0.0143(12) -0.0032(12) -0.0251(12) C(15) 0.0736(13) 0.0731(14) 0.0771(14) -0.0131(10) -0.0116(11) -0.0242(12) C(16) 0.0940(17) 0.0819(16) 0.0803(16) -0.0143(13) -0.0034(13) -0.0346(13) C(17) 0.0765(14) 0.0823(15) 0.0854(16) -0.0170(11) -0.0032(11) -0.0389(13) C(18) 0.0987(19) 0.0988(19) 0.114(2) -0.0213(15) 0.0066(16) -0.0615(18) C(19) 0.174(3) 0.091(2) 0.137(2) -0.045(2) 0.033(2) -0.060(2) C(20) 0.0614(12) 0.0662(13) 0.1082(18) -0.0263(10) 0.0044(11) -0.0336(13) C(21) 0.0962(19) 0.0970(19) 0.127(2) -0.0285(15) -0.0315(16) -0.0526(17) C(22) 0.0839(15) 0.0644(13) 0.0887(16) -0.0267(11) 0.0020(12) -0.0334(12) C(23) 0.139(2) 0.0901(19) 0.0889(18) -0.0451(17) 0.0147(17) -0.0289(15) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution SHELXS97 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) C(9) 1.3603(18) yes . . O(1) C(10) 1.431(2) yes . . N(1) C(1) 1.140(2) yes . . N(2) C(2) 1.378(2) yes . . N(2) C(3) 1.298(2) yes . . N(3) C(7) 1.365(3) yes . . N(3) C(20) 1.465(2) yes . . N(3) C(22) 1.468(2) yes . . C(1) C(2) 1.443(2) yes . . C(2) C(2) 1.372(2) yes . 2_675 C(3) C(4) 1.432(2) yes . . C(4) C(5) 1.398(2) yes . . C(4) C(9) 1.416(2) yes . . C(5) C(6) 1.371(3) yes . . C(6) C(7) 1.413(2) yes . . C(7) C(8) 1.408(2) yes . . C(8) C(9) 1.379(2) yes . . C(10) C(11) 1.496(2) yes . . C(11) C(12) 1.522(4) yes . . C(12) C(13) 1.511(2) yes . . C(13) C(14) 1.497(4) yes . . C(14) C(15) 1.509(2) yes . . C(15) C(16) 1.517(4) yes . . C(16) C(17) 1.519(2) yes . . C(17) C(18) 1.493(5) yes . . C(18) C(19) 1.492(3) yes . . C(20) C(21) 1.514(4) yes . . C(22) C(23) 1.499(4) yes . . C(3) H(1) 0.950 no . . C(5) H(2) 0.950 no . . C(6) H(3) 0.950 no . . C(8) H(4) 0.950 no . . C(10) H(5) 0.950 no . . C(10) H(6) 0.950 no . . C(11) H(7) 0.950 no . . C(11) H(8) 0.950 no . . C(12) H(9) 0.950 no . . C(12) H(10) 0.950 no . . C(13) H(11) 0.950 no . . C(13) H(12) 0.950 no . . C(14) H(13) 0.950 no . . C(14) H(14) 0.950 no . . C(15) H(15) 0.950 no . . C(15) H(16) 0.950 no . . C(16) H(17) 0.950 no . . C(16) H(18) 0.950 no . . C(17) H(19) 0.950 no . . C(17) H(20) 0.950 no . . C(18) H(21) 0.950 no . . C(18) H(22) 0.950 no . . C(19) H(23) 0.950 no . . C(19) H(24) 0.950 no . . C(19) H(25) 0.950 no . . C(20) H(26) 0.950 no . . C(20) H(27) 0.950 no . . C(21) H(28) 0.950 no . . C(21) H(29) 0.950 no . . C(21) H(30) 0.950 no . . C(22) H(31) 0.950 no . . C(22) H(32) 0.950 no . . C(23) H(33) 0.950 no . . C(23) H(34) 0.950 no . . C(23) H(35) 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_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C(9) O(1) C(10) 119.19(15) yes . . . C(2) N(2) C(3) 119.78(13) yes . . . C(7) N(3) C(20) 121.61(15) yes . . . C(7) N(3) C(22) 122.12(17) yes . . . C(20) N(3) C(22) 116.10(19) yes . . . N(1) C(1) C(2) 175.6(2) yes . . . N(2) C(2) C(1) 121.45(16) yes . . . N(2) C(2) C(2) 120.58(13) yes . . 2_675 C(1) C(2) C(2) 117.94(17) yes . . 2_675 N(2) C(3) C(4) 121.86(14) yes . . . C(3) C(4) C(5) 122.06(16) yes . . . C(3) C(4) C(9) 121.39(14) yes . . . C(5) C(4) C(9) 116.52(18) yes . . . C(4) C(5) C(6) 123.17(17) yes . . . C(5) C(6) C(7) 119.97(15) yes . . . N(3) C(7) C(6) 121.36(15) yes . . . N(3) C(7) C(8) 120.71(17) yes . . . C(6) C(7) C(8) 117.92(19) yes . . . C(7) C(8) C(9) 121.12(17) yes . . . O(1) C(9) C(4) 115.23(17) yes . . . O(1) C(9) C(8) 123.49(16) yes . . . C(4) C(9) C(8) 121.28(14) yes . . . O(1) C(10) C(11) 108.21(17) yes . . . C(10) C(11) C(12) 114.51(19) yes . . . C(11) C(12) C(13) 113.9(2) yes . . . C(12) C(13) C(14) 115.1(2) yes . . . C(13) C(14) C(15) 114.6(2) yes . . . C(14) C(15) C(16) 115.3(2) yes . . . C(15) C(16) C(17) 114.3(2) yes . . . C(16) C(17) C(18) 114.8(2) yes . . . C(17) C(18) C(19) 113.7(3) yes . . . N(3) C(20) C(21) 112.3(2) yes . . . N(3) C(22) C(23) 113.0(2) yes . . . N(2) C(3) H(1) 118.9 no . . . C(4) C(3) H(1) 119.2 no . . . C(4) C(5) H(2) 118.3 no . . . C(6) C(5) H(2) 118.6 no . . . C(5) C(6) H(3) 120.5 no . . . C(7) C(6) H(3) 119.5 no . . . C(7) C(8) H(4) 119.3 no . . . C(9) C(8) H(4) 119.6 no . . . O(1) C(10) H(5) 109.6 no . . . O(1) C(10) H(6) 109.7 no . . . C(11) C(10) H(5) 109.0 no . . . C(11) C(10) H(6) 111.0 no . . . H(5) C(10) H(6) 109.5 no . . . C(10) C(11) H(7) 109.5 no . . . C(10) C(11) H(8) 107.5 no . . . C(12) C(11) H(7) 108.0 no . . . C(12) C(11) H(8) 107.7 no . . . H(7) C(11) H(8) 109.5 no . . . C(11) C(12) H(9) 108.6 no . . . C(11) C(12) H(10) 108.0 no . . . C(13) C(12) H(9) 108.6 no . . . C(13) C(12) H(10) 108.3 no . . . H(9) C(12) H(10) 109.5 no . . . C(12) C(13) H(11) 108.5 no . . . C(12) C(13) H(12) 108.1 no . . . C(14) C(13) H(11) 107.9 no . . . C(14) C(13) H(12) 107.7 no . . . H(11) C(13) H(12) 109.5 no . . . C(13) C(14) H(13) 108.2 no . . . C(13) C(14) H(14) 107.9 no . . . C(15) C(14) H(13) 108.4 no . . . C(15) C(14) H(14) 108.2 no . . . H(13) C(14) H(14) 109.5 no . . . C(14) C(15) H(15) 108.3 no . . . C(14) C(15) H(16) 108.0 no . . . C(16) C(15) H(15) 108.1 no . . . C(16) C(15) H(16) 107.7 no . . . H(15) C(15) H(16) 109.5 no . . . C(15) C(16) H(17) 108.4 no . . . C(15) C(16) H(18) 107.9 no . . . C(17) C(16) H(17) 108.5 no . . . C(17) C(16) H(18) 108.2 no . . . H(17) C(16) H(18) 109.5 no . . . C(16) C(17) H(19) 108.7 no . . . C(16) C(17) H(20) 108.1 no . . . C(18) C(17) H(19) 108.1 no . . . C(18) C(17) H(20) 107.7 no . . . H(19) C(17) H(20) 109.5 no . . . C(17) C(18) H(21) 108.3 no . . . C(17) C(18) H(22) 107.8 no . . . C(19) C(18) H(21) 109.0 no . . . C(19) C(18) H(22) 108.5 no . . . H(21) C(18) H(22) 109.5 no . . . C(18) C(19) H(23) 109.7 no . . . C(18) C(19) H(24) 110.8 no . . . C(18) C(19) H(25) 107.9 no . . . H(23) C(19) H(24) 109.5 no . . . H(23) C(19) H(25) 109.5 no . . . H(24) C(19) H(25) 109.5 no . . . N(3) C(20) H(26) 108.9 no . . . N(3) C(20) H(27) 109.2 no . . . C(21) C(20) H(26) 108.0 no . . . C(21) C(20) H(27) 108.9 no . . . H(26) C(20) H(27) 109.5 no . . . C(20) C(21) H(28) 108.9 no . . . C(20) C(21) H(29) 111.9 no . . . C(20) C(21) H(30) 107.5 no . . . H(28) C(21) H(29) 109.5 no . . . H(28) C(21) H(30) 109.5 no . . . H(29) C(21) H(30) 109.5 no . . . N(3) C(22) H(31) 108.1 no . . . N(3) C(22) H(32) 109.0 no . . . C(23) C(22) H(31) 108.0 no . . . C(23) C(22) H(32) 109.2 no . . . H(31) C(22) H(32) 109.5 no . . . C(22) C(23) H(33) 108.8 no . . . C(22) C(23) H(34) 111.0 no . . . C(22) C(23) H(35) 108.6 no . . . H(33) C(23) H(34) 109.5 no . . . H(33) C(23) H(35) 109.5 no . . . H(34) C(23) H(35) 109.5 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(9) O(1) C(10) C(11) 177.93(18) ? . . . . C(10) O(1) C(9) C(4) 178.51(18) ? . . . . C(10) O(1) C(9) C(8) -2.3(3) ? . . . . C(2) N(2) C(3) C(4) 178.92(19) ? . . . . C(3) N(2) C(2) C(1) 3.0(3) ? . . . . C(3) N(2) C(2) C(2) -178.94(19) ? . . . 2_675 C(7) N(3) C(20) C(21) -90.5(2) ? . . . . C(20) N(3) C(7) C(6) -168.2(2) ? . . . . C(20) N(3) C(7) C(8) 12.6(3) ? . . . . C(7) N(3) C(22) C(23) -89.6(2) ? . . . . C(22) N(3) C(7) C(6) 6.8(3) ? . . . . C(22) N(3) C(7) C(8) -172.4(2) ? . . . . C(20) N(3) C(22) C(23) 85.7(3) ? . . . . C(22) N(3) C(20) C(21) 94.1(2) ? . . . . N(1) C(1) C(2) N(2) 13(3) ? . . . . N(1) C(1) C(2) C(2) -166(2) ? . . . 2_675 N(2) C(2) C(2) C(1) 1.9(3) ? . . 2_675 2_675 C(1) C(2) C(2) N(2) -1.9(3) ? . . 2_675 2_675 N(2) C(3) C(4) C(5) -3.8(3) ? . . . . N(2) C(3) C(4) C(9) 178.4(2) ? . . . . C(3) C(4) C(5) C(6) -177.2(2) ? . . . . C(3) C(4) C(9) O(1) -4.3(2) ? . . . . C(3) C(4) C(9) C(8) 176.5(2) ? . . . . C(5) C(4) C(9) O(1) 177.79(18) ? . . . . C(5) C(4) C(9) C(8) -1.4(3) ? . . . . C(9) C(4) C(5) C(6) 0.6(3) ? . . . . C(4) C(5) C(6) C(7) 0.8(3) ? . . . . C(5) C(6) C(7) N(3) 179.3(2) ? . . . . C(5) C(6) C(7) C(8) -1.5(3) ? . . . . N(3) C(7) C(8) C(9) 179.9(2) ? . . . . C(6) C(7) C(8) C(9) 0.7(3) ? . . . . C(7) C(8) C(9) O(1) -178.4(2) ? . . . . C(7) C(8) C(9) C(4) 0.8(3) ? . . . . O(1) C(10) C(11) C(12) 60.4(2) ? . . . . C(10) C(11) C(12) C(13) 175.21(17) ? . . . . C(11) C(12) C(13) C(14) 178.00(18) ? . . . . C(12) C(13) C(14) C(15) 178.34(19) ? . . . . C(13) C(14) C(15) C(16) 178.6(2) ? . . . . C(14) C(15) C(16) C(17) 179.6(2) ? . . . . C(15) C(16) C(17) C(18) 176.4(2) ? . . . . C(16) C(17) C(18) C(19) 178.9(2) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N(1) N(3) 3.550(3) ? . 2_775 N(1) C(7) 3.389(3) ? . 2_775 N(1) C(15) 3.490(3) ? . 2_766 N(1) C(23) 3.493(4) ? . 2_775 N(3) N(1) 3.550(3) ? . 2_775 C(1) C(7) 3.459(3) ? . 2_775 C(1) C(8) 3.456(3) ? . 2_775 C(2) C(8) 3.521(2) ? . 2_775 C(7) N(1) 3.389(3) ? . 2_775 C(7) C(1) 3.459(3) ? . 2_775 C(8) C(1) 3.456(3) ? . 2_775 C(8) C(2) 3.521(2) ? . 2_775 C(15) N(1) 3.490(3) ? . 2_766 C(23) N(1) 3.493(4) ? . 2_775 O(1) H(20) 3.201 ? . 2_766 O(1) H(25) 3.008 ? . 2_766 N(1) H(5) 3.203 ? . 1_455 N(1) H(10) 2.991 ? . 1_455 N(1) H(15) 3.026 ? . 2_766 N(1) H(16) 3.092 ? . 2_766 N(1) H(19) 3.430 ? . 2_766 N(1) H(20) 3.372 ? . 2_766 N(1) H(26) 3.554 ? . 2_775 N(1) H(35) 2.588 ? . 2_775 N(2) H(5) 3.273 ? . 2_775 N(2) H(10) 3.527 ? . 2_775 N(2) H(26) 2.827 ? . 1_455 N(3) H(31) 3.202 ? . 2_785 C(1) H(5) 2.885 ? . 1_455 C(1) H(10) 3.336 ? . 1_455 C(1) H(26) 3.310 ? . 2_775 C(1) H(35) 3.512 ? . 2_775 C(2) H(4) 3.593 ? . 1_455 C(2) H(4) 3.496 ? . 2_775 C(2) H(5) 3.108 ? . 1_455 C(2) H(5) 3.269 ? . 2_775 C(2) H(26) 3.412 ? . 1_455 C(3) H(25) 3.209 ? . 2_766 C(3) H(26) 3.462 ? . 1_455 C(4) H(1) 3.452 ? . 2_775 C(4) H(25) 3.264 ? . 2_766 C(5) H(9) 3.182 ? . 2_775 C(5) H(10) 3.461 ? . 2_775 C(5) H(27) 3.424 ? . 1_455 C(5) H(32) 3.525 ? . 2_785 C(6) H(13) 3.354 ? . 2_775 C(6) H(28) 3.461 ? . 2_785 C(6) H(31) 3.568 ? . 2_785 C(6) H(32) 3.209 ? . 2_785 C(7) H(31) 3.187 ? . 2_785 C(7) H(32) 3.409 ? . 2_785 C(9) H(25) 3.243 ? . 2_766 C(10) H(19) 3.399 ? . 2_866 C(10) H(22) 3.496 ? . 1_565 C(11) H(15) 3.413 ? . 2_866 C(11) H(19) 3.505 ? . 2_866 C(11) H(20) 3.312 ? . 2_766 C(11) H(24) 3.530 ? . 1_565 C(12) H(2) 3.155 ? . 2_775 C(12) H(15) 3.525 ? . 2_866 C(12) H(20) 3.567 ? . 2_766 C(13) H(11) 3.422 ? . 2_866 C(13) H(15) 3.500 ? . 2_866 C(13) H(16) 3.304 ? . 2_766 C(13) H(34) 3.567 ? . 1_546 C(14) H(3) 3.364 ? . 2_775 C(14) H(11) 3.569 ? . 2_866 C(14) H(16) 3.542 ? . 2_766 C(15) H(7) 3.451 ? . 2_866 C(15) H(11) 3.516 ? . 2_866 C(15) H(12) 3.279 ? . 2_766 C(16) H(8) 3.573 ? . 2_766 C(16) H(12) 3.503 ? . 2_766 C(17) H(7) 3.584 ? . 2_866 C(17) H(8) 3.192 ? . 2_766 C(18) H(6) 3.216 ? . 1_545 C(18) H(8) 3.332 ? . 2_766 C(18) H(22) 3.348 ? . 2_856 C(19) H(22) 3.524 ? . 2_856 C(19) H(29) 3.040 ? . 2_866 C(20) H(2) 3.450 ? . 1_655 C(20) H(28) 3.189 ? . 2_885 C(21) H(3) 3.392 ? . 2_785 C(21) H(18) 3.368 ? . 1_565 C(21) H(23) 3.293 ? . 2_866 C(21) H(27) 3.185 ? . 2_885 C(21) H(28) 3.600 ? . 2_885 C(21) H(31) 3.493 ? . 2_785 C(21) H(32) 3.454 ? . 2_885 C(21) H(33) 3.430 ? . 2_885 C(22) H(31) 3.495 ? . 2_785 C(23) H(12) 3.414 ? . 1_564 C(23) H(17) 3.569 ? . 2_775 H(1) C(4) 3.452 ? . 2_775 H(1) H(20) 2.955 ? . 2_766 H(1) H(25) 3.093 ? . 2_766 H(2) C(12) 3.155 ? . 2_775 H(2) C(20) 3.450 ? . 1_455 H(2) H(9) 2.778 ? . 2_775 H(2) H(10) 2.689 ? . 2_775 H(2) H(13) 3.389 ? . 2_775 H(2) H(14) 3.212 ? . 2_775 H(2) H(26) 3.136 ? . 1_455 H(2) H(27) 2.879 ? . 1_455 H(2) H(28) 3.366 ? . 2_785 H(3) C(14) 3.364 ? . 2_775 H(3) C(21) 3.392 ? . 2_785 H(3) H(9) 3.582 ? . 2_775 H(3) H(13) 2.668 ? . 2_775 H(3) H(14) 3.209 ? . 2_775 H(3) H(28) 3.008 ? . 2_785 H(3) H(30) 2.903 ? . 2_785 H(3) H(32) 3.400 ? . 2_785 H(4) C(2) 3.593 ? . 1_655 H(4) C(2) 3.496 ? . 2_775 H(5) N(1) 3.203 ? . 1_655 H(5) N(2) 3.273 ? . 2_775 H(5) C(1) 2.885 ? . 1_655 H(5) C(2) 3.108 ? . 1_655 H(5) C(2) 3.269 ? . 2_775 H(5) H(19) 3.048 ? . 2_866 H(6) C(18) 3.216 ? . 1_565 H(6) H(19) 3.217 ? . 2_866 H(6) H(21) 2.947 ? . 1_565 H(6) H(22) 2.669 ? . 1_565 H(7) C(15) 3.451 ? . 2_866 H(7) C(17) 3.584 ? . 2_866 H(7) H(15) 2.630 ? . 2_866 H(7) H(18) 3.307 ? . 2_866 H(7) H(19) 2.803 ? . 2_866 H(7) H(22) 3.409 ? . 1_565 H(7) H(23) 3.528 ? . 1_565 H(7) H(24) 3.147 ? . 1_565 H(8) C(16) 3.573 ? . 2_766 H(8) C(17) 3.192 ? . 2_766 H(8) C(18) 3.332 ? . 2_766 H(8) H(17) 3.083 ? . 2_766 H(8) H(20) 2.551 ? . 2_766 H(8) H(21) 3.564 ? . 1_565 H(8) H(21) 2.760 ? . 2_766 H(8) H(24) 3.084 ? . 1_565 H(8) H(25) 3.587 ? . 2_766 H(8) H(34) 3.501 ? . 1_546 H(9) C(5) 3.182 ? . 2_775 H(9) H(2) 2.778 ? . 2_775 H(9) H(3) 3.582 ? . 2_775 H(9) H(16) 3.244 ? . 2_766 H(9) H(20) 3.064 ? . 2_766 H(10) N(1) 2.991 ? . 1_655 H(10) N(2) 3.527 ? . 2_775 H(10) C(1) 3.336 ? . 1_655 H(10) C(5) 3.461 ? . 2_775 H(10) H(2) 2.689 ? . 2_775 H(10) H(15) 3.211 ? . 2_866 H(11) C(13) 3.422 ? . 2_866 H(11) C(14) 3.569 ? . 2_866 H(11) C(15) 3.516 ? . 2_866 H(11) H(11) 2.600 ? . 2_866 H(11) H(14) 3.295 ? . 2_866 H(11) H(15) 2.721 ? . 2_866 H(11) H(33) 3.484 ? . 1_546 H(11) H(34) 3.398 ? . 1_546 H(11) H(35) 3.421 ? . 1_546 H(12) C(15) 3.279 ? . 2_766 H(12) C(16) 3.503 ? . 2_766 H(12) C(23) 3.414 ? . 1_546 H(12) H(13) 3.161 ? . 2_766 H(12) H(16) 2.592 ? . 2_766 H(12) H(17) 2.976 ? . 2_766 H(12) H(20) 3.512 ? . 2_766 H(12) H(34) 2.887 ? . 1_546 H(12) H(35) 3.210 ? . 1_546 H(13) C(6) 3.354 ? . 2_775 H(13) H(2) 3.389 ? . 2_775 H(13) H(3) 2.668 ? . 2_775 H(13) H(12) 3.161 ? . 2_766 H(13) H(16) 3.019 ? . 2_766 H(13) H(34) 3.321 ? . 2_775 H(13) H(35) 3.309 ? . 2_775 H(14) H(2) 3.212 ? . 2_775 H(14) H(3) 3.209 ? . 2_775 H(14) H(11) 3.295 ? . 2_866 H(14) H(28) 3.463 ? . 1_545 H(14) H(33) 2.986 ? . 2_875 H(15) N(1) 3.026 ? . 2_766 H(15) C(11) 3.413 ? . 2_866 H(15) C(12) 3.525 ? . 2_866 H(15) C(13) 3.500 ? . 2_866 H(15) H(7) 2.630 ? . 2_866 H(15) H(10) 3.211 ? . 2_866 H(15) H(11) 2.721 ? . 2_866 H(16) N(1) 3.092 ? . 2_766 H(16) C(13) 3.304 ? . 2_766 H(16) C(14) 3.542 ? . 2_766 H(16) H(9) 3.244 ? . 2_766 H(16) H(12) 2.592 ? . 2_766 H(16) H(13) 3.019 ? . 2_766 H(16) H(16) 3.517 ? . 2_766 H(16) H(35) 3.475 ? . 1_546 H(17) C(23) 3.569 ? . 2_775 H(17) H(8) 3.083 ? . 2_766 H(17) H(12) 2.976 ? . 2_766 H(17) H(30) 3.355 ? . 1_545 H(17) H(34) 2.686 ? . 2_775 H(18) C(21) 3.368 ? . 1_545 H(18) H(7) 3.307 ? . 2_866 H(18) H(23) 2.777 ? . 2_856 H(18) H(29) 3.018 ? . 1_545 H(18) H(30) 2.981 ? . 1_545 H(19) N(1) 3.430 ? . 2_766 H(19) C(10) 3.399 ? . 2_866 H(19) C(11) 3.505 ? . 2_866 H(19) H(5) 3.048 ? . 2_866 H(19) H(6) 3.217 ? . 2_866 H(19) H(7) 2.803 ? . 2_866 H(19) H(22) 3.116 ? . 2_856 H(19) H(23) 3.574 ? . 2_856 H(20) O(1) 3.201 ? . 2_766 H(20) N(1) 3.372 ? . 2_766 H(20) C(11) 3.312 ? . 2_766 H(20) C(12) 3.567 ? . 2_766 H(20) H(1) 2.955 ? . 2_766 H(20) H(8) 2.551 ? . 2_766 H(20) H(9) 3.064 ? . 2_766 H(20) H(12) 3.512 ? . 2_766 H(21) H(6) 2.947 ? . 1_545 H(21) H(8) 3.564 ? . 1_545 H(21) H(8) 2.760 ? . 2_766 H(21) H(21) 3.003 ? . 2_756 H(21) H(24) 3.059 ? . 2_756 H(22) C(10) 3.496 ? . 1_545 H(22) C(18) 3.348 ? . 2_856 H(22) C(19) 3.524 ? . 2_856 H(22) H(6) 2.669 ? . 1_545 H(22) H(7) 3.409 ? . 1_545 H(22) H(19) 3.116 ? . 2_856 H(22) H(22) 2.699 ? . 2_856 H(22) H(23) 2.847 ? . 2_856 H(23) C(21) 3.293 ? . 2_866 H(23) H(7) 3.528 ? . 1_545 H(23) H(18) 2.777 ? . 2_856 H(23) H(19) 3.574 ? . 2_856 H(23) H(22) 2.847 ? . 2_856 H(23) H(29) 2.383 ? . 2_866 H(23) H(30) 3.510 ? . 2_866 H(24) C(11) 3.530 ? . 1_545 H(24) H(7) 3.147 ? . 1_545 H(24) H(8) 3.084 ? . 1_545 H(24) H(21) 3.059 ? . 2_756 H(24) H(29) 3.310 ? . 2_866 H(24) H(33) 3.376 ? . 1_536 H(24) H(34) 3.082 ? . 1_536 H(25) O(1) 3.008 ? . 2_766 H(25) C(3) 3.209 ? . 2_766 H(25) C(4) 3.264 ? . 2_766 H(25) C(9) 3.243 ? . 2_766 H(25) H(1) 3.093 ? . 2_766 H(25) H(8) 3.587 ? . 2_766 H(25) H(29) 3.007 ? . 2_866 H(26) N(1) 3.554 ? . 2_775 H(26) N(2) 2.827 ? . 1_655 H(26) C(1) 3.310 ? . 2_775 H(26) C(2) 3.412 ? . 1_655 H(26) C(3) 3.462 ? . 1_655 H(26) H(2) 3.136 ? . 1_655 H(27) C(5) 3.424 ? . 1_655 H(27) C(21) 3.185 ? . 2_885 H(27) H(2) 2.879 ? . 1_655 H(27) H(27) 3.237 ? . 2_885 H(27) H(28) 2.301 ? . 2_885 H(27) H(29) 3.503 ? . 2_885 H(27) H(32) 3.453 ? . 2_885 H(28) C(6) 3.461 ? . 2_785 H(28) C(20) 3.189 ? . 2_885 H(28) C(21) 3.600 ? . 2_885 H(28) H(2) 3.366 ? . 2_785 H(28) H(3) 3.008 ? . 2_785 H(28) H(14) 3.463 ? . 1_565 H(28) H(27) 2.301 ? . 2_885 H(28) H(28) 3.108 ? . 2_885 H(28) H(32) 3.045 ? . 2_885 H(28) H(33) 2.915 ? . 2_885 H(29) C(19) 3.040 ? . 2_866 H(29) H(18) 3.018 ? . 1_565 H(29) H(23) 2.383 ? . 2_866 H(29) H(24) 3.310 ? . 2_866 H(29) H(25) 3.007 ? . 2_866 H(29) H(27) 3.503 ? . 2_885 H(29) H(32) 3.144 ? . 2_885 H(29) H(33) 3.063 ? . 2_885 H(30) H(3) 2.903 ? . 2_785 H(30) H(17) 3.355 ? . 1_565 H(30) H(18) 2.981 ? . 1_565 H(30) H(23) 3.510 ? . 2_866 H(30) H(31) 2.688 ? . 2_785 H(31) N(3) 3.202 ? . 2_785 H(31) C(6) 3.568 ? . 2_785 H(31) C(7) 3.187 ? . 2_785 H(31) C(21) 3.493 ? . 2_785 H(31) C(22) 3.495 ? . 2_785 H(31) H(30) 2.688 ? . 2_785 H(31) H(31) 3.128 ? . 2_785 H(31) H(32) 3.533 ? . 2_785 H(32) C(5) 3.525 ? . 2_785 H(32) C(6) 3.209 ? . 2_785 H(32) C(7) 3.409 ? . 2_785 H(32) C(21) 3.454 ? . 2_885 H(32) H(3) 3.400 ? . 2_785 H(32) H(27) 3.453 ? . 2_885 H(32) H(28) 3.045 ? . 2_885 H(32) H(29) 3.144 ? . 2_885 H(32) H(31) 3.533 ? . 2_785 H(33) C(21) 3.430 ? . 2_885 H(33) H(11) 3.484 ? . 1_564 H(33) H(14) 2.986 ? . 2_875 H(33) H(24) 3.376 ? . 1_574 H(33) H(28) 2.915 ? . 2_885 H(33) H(29) 3.063 ? . 2_885 H(34) C(13) 3.567 ? . 1_564 H(34) H(8) 3.501 ? . 1_564 H(34) H(11) 3.398 ? . 1_564 H(34) H(12) 2.887 ? . 1_564 H(34) H(13) 3.321 ? . 2_775 H(34) H(17) 2.686 ? . 2_775 H(34) H(24) 3.082 ? . 1_574 H(35) N(1) 2.588 ? . 2_775 H(35) C(1) 3.512 ? . 2_775 H(35) H(11) 3.421 ? . 1_564 H(35) H(12) 3.210 ? . 1_564 H(35) H(13) 3.309 ? . 2_775 H(35) H(16) 3.475 ? . 1_564 #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================