data_General _audit_creation_date 2011-06-16 _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 'ENTER NAME' _publ_contact_author_email 'ENTER EMAIL ADDRESS' _publ_contact_author_fax 'ENTER FAX NUMBER' _publ_contact_author_phone 'ENTER PHONE NUMBER' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'ENTER JOURNAL NAME HERE' _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_name _publ_author_footnote _publ_author_address ' FIRST AUTHORS NAME ' ; 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. M.C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G.L. Cascarano, L. De Caro, C. Giacovazzo, G. Polidori, D. Siliqi, R. Spagna (2007) SIR2008 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 ; #============================================================================== data_B822e #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C18 H13 N O3' _chemical_formula_moiety 'C18 H13 N O3' _chemical_formula_weight 291.31 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _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,1/2-Z' 3 '-X,-Y,-Z' 4 '1/2+X,1/2-Y,1/2+Z' #------------------------------------------------------------------------------ _cell_length_a 7.8127(6) _cell_length_b 11.0446(6) _cell_length_c 16.6137(10) _cell_angle_alpha 90.0000 _cell_angle_beta 99.9584(18) _cell_angle_gamma 90.0000 _cell_volume 1411.98(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10049 _cell_measurement_theta_min 3.10 _cell_measurement_theta_max 27.43 _cell_measurement_temperature 296 #------------------------------------------------------------------------------ _exptl_crystal_description chunk _exptl_crystal_colour yellow _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608.00 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.652 _exptl_absorpt_correction_T_max 0.991 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 296 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 13554 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_theta_max 27.43 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _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 3216 _reflns_number_gt 2345 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.1061 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 3216 _refine_ls_number_parameters 224 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0504P)^2^+0.2535P] 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 0.019 _refine_diff_density_max 0.190 _refine_diff_density_min -0.190 _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' 0.0033 0.0016 ; 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' 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'O' 'O' 0.0106 0.0060 ; 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 0.37162(15) 0.09296(9) 0.66438(6) 0.0464(3) Uani 1.0 4 d . . . O2 O 0.58878(15) 0.23052(11) 0.57529(6) 0.0527(3) Uani 1.0 4 d . . . O3 O 0.77088(16) 0.49249(10) 1.00926(6) 0.0536(3) Uani 1.0 4 d . . . N1 N 0.26395(18) 0.18762(13) 0.94656(8) 0.0492(4) Uani 1.0 4 d . . . C1 C 0.59459(19) 0.35287(12) 0.77781(8) 0.0378(4) Uani 1.0 4 d . . . C2 C 0.5179(2) 0.46224(13) 0.81125(9) 0.0418(4) Uani 1.0 4 d . . . C3 C 0.5814(2) 0.51157(13) 0.88334(9) 0.0417(4) Uani 1.0 4 d . . . C4 C 0.7293(2) 0.45830(12) 0.93799(8) 0.0386(4) Uani 1.0 4 d . . . C5 C 0.76162(19) 0.31400(14) 0.83127(9) 0.0419(4) Uani 1.0 4 d . . . C6 C 0.8226(2) 0.36159(14) 0.90409(9) 0.0431(4) Uani 1.0 4 d . . . C7 C 0.46355(18) 0.19200(12) 0.69317(8) 0.0352(3) Uani 1.0 4 d . . . C8 C 0.47028(17) 0.24180(12) 0.76821(7) 0.0329(3) Uani 1.0 4 d . . . C9 C 0.56441(18) 0.26079(13) 0.64349(8) 0.0396(4) Uani 1.0 4 d . . . C10 C 0.6245(3) 0.37465(15) 0.68885(9) 0.0495(4) Uani 1.0 4 d . . . C11 C 0.3227(2) 0.26271(15) 0.89223(9) 0.0437(4) Uani 1.0 4 d . . . C12 C 0.29587(19) 0.06935(14) 0.92810(8) 0.0418(4) Uani 1.0 4 d . . . C13 C 0.39039(18) 0.19561(12) 0.83504(7) 0.0346(3) Uani 1.0 4 d . . . C14 C 0.37255(17) 0.07007(12) 0.85710(8) 0.0345(3) Uani 1.0 4 d . . . C15 C 0.42175(19) -0.04089(13) 0.82680(9) 0.0417(4) Uani 1.0 4 d . . . C16 C 0.3961(3) -0.14575(15) 0.86813(10) 0.0547(5) Uani 1.0 4 d . . . C17 C 0.2711(3) -0.03742(17) 0.96961(10) 0.0553(5) Uani 1.0 4 d . . . C18 C 0.3228(3) -0.14392(16) 0.93894(10) 0.0593(5) Uani 1.0 4 d . . . H1 H 0.3753 0.0846 0.6157 0.0557 Uiso 1.0 4 calc R . . H2 H 0.416(3) 0.4954(15) 0.7770(11) 0.053(5) Uiso 1.0 4 d . . . H3 H 0.527(3) 0.5806(16) 0.9045(11) 0.054(5) Uiso 1.0 4 d . . . H5 H 0.825(3) 0.2454(15) 0.8101(10) 0.054(5) Uiso 1.0 4 d . . . H6 H 0.926(3) 0.3334(15) 0.9368(10) 0.049(5) Uiso 1.0 4 d . . . H10A H 0.5577 0.4437 0.6649 0.0594 Uiso 1.0 4 calc R . . H10B H 0.7466 0.3892 0.6878 0.0594 Uiso 1.0 4 calc R . . H11 H 0.309(3) 0.3499(16) 0.8971(10) 0.055(5) Uiso 1.0 4 d . . . H15 H 0.4708 -0.0436 0.7797 0.0500 Uiso 1.0 4 calc R . . H16 H 0.4284 -0.2195 0.8483 0.0656 Uiso 1.0 4 calc R . . H17 H 0.2211 -0.0363 1.0165 0.0664 Uiso 1.0 4 calc R . . H18 H 0.3087 -0.2162 0.9658 0.0712 Uiso 1.0 4 calc R . . H19 H 0.217(3) 0.2132(18) 0.9895(12) 0.068(6) Uiso 1.0 4 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0649(7) 0.0496(6) 0.0265(5) -0.0154(5) 0.0130(5) -0.0071(4) O2 0.0587(7) 0.0743(8) 0.0296(6) -0.0094(6) 0.0201(5) -0.0046(5) O3 0.0756(9) 0.0550(7) 0.0275(6) 0.0034(6) 0.0016(5) -0.0044(5) N1 0.0529(8) 0.0683(9) 0.0316(7) -0.0035(7) 0.0221(6) -0.0062(6) C1 0.0400(8) 0.0460(8) 0.0269(7) -0.0067(6) 0.0041(6) -0.0020(6) C2 0.0435(8) 0.0408(8) 0.0382(8) -0.0003(6) -0.0012(7) 0.0043(6) C3 0.0507(9) 0.0345(7) 0.0392(8) 0.0011(7) 0.0062(7) -0.0006(6) C4 0.0485(9) 0.0396(7) 0.0272(7) -0.0058(6) 0.0053(6) 0.0008(6) C5 0.0368(8) 0.0510(9) 0.0386(8) 0.0018(7) 0.0084(6) -0.0062(7) C6 0.0390(8) 0.0547(9) 0.0337(8) 0.0033(7) 0.0008(6) -0.0000(6) C7 0.0382(7) 0.0425(7) 0.0256(7) -0.0031(6) 0.0072(6) -0.0011(6) C8 0.0333(7) 0.0396(7) 0.0262(7) 0.0006(6) 0.0068(5) -0.0008(5) C9 0.0376(8) 0.0561(9) 0.0257(7) -0.0032(7) 0.0075(6) 0.0013(6) C10 0.0542(10) 0.0628(10) 0.0319(8) -0.0209(8) 0.0089(7) 0.0006(7) C11 0.0482(9) 0.0511(9) 0.0348(8) -0.0009(7) 0.0156(7) -0.0085(7) C12 0.0396(8) 0.0582(9) 0.0281(7) -0.0068(7) 0.0071(6) 0.0010(6) C13 0.0368(7) 0.0435(8) 0.0246(7) -0.0007(6) 0.0080(6) -0.0022(5) C14 0.0314(7) 0.0462(8) 0.0256(7) -0.0025(6) 0.0037(5) 0.0013(6) C15 0.0408(8) 0.0464(8) 0.0369(8) 0.0041(6) 0.0040(6) 0.0022(6) C16 0.0561(10) 0.0467(9) 0.0573(10) -0.0002(8) -0.0015(8) 0.0073(8) C17 0.0513(10) 0.0805(12) 0.0339(8) -0.0180(9) 0.0068(7) 0.0132(8) C18 0.0609(11) 0.0589(11) 0.0533(10) -0.0141(9) -0.0037(9) 0.0204(9) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _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 C7 1.3499(17) yes . . O2 C9 1.2274(18) yes . . O3 C4 1.2317(17) yes . . N1 C11 1.362(3) yes . . N1 C12 1.374(3) yes . . C1 C2 1.497(2) yes . . C1 C5 1.508(2) yes . . C1 C8 1.5556(19) yes . . C1 C10 1.555(3) yes . . C2 C3 1.331(2) yes . . C3 C4 1.464(2) yes . . C4 C6 1.460(3) yes . . C5 C6 1.329(2) yes . . C7 C8 1.3553(18) yes . . C7 C9 1.451(2) yes . . C8 C13 1.4568(19) yes . . C9 C10 1.499(3) yes . . C11 C13 1.380(3) yes . . C12 C14 1.412(2) yes . . C12 C17 1.396(3) yes . . C13 C14 1.4470(19) yes . . C14 C15 1.404(2) yes . . C15 C16 1.379(3) yes . . C16 C18 1.395(3) yes . . C17 C18 1.370(3) yes . . O1 H1 0.820 no . . N1 H19 0.90(2) no . . C2 H2 0.965(17) no . . C3 H3 0.966(18) no . . C5 H5 1.003(18) no . . C6 H6 0.942(17) no . . C10 H10A 0.970 no . . C10 H10B 0.970 no . . C11 H11 0.974(18) no . . C15 H15 0.930 no . . C16 H16 0.930 no . . C17 H17 0.930 no . . C18 H18 0.930 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 C11 N1 C12 109.62(14) yes . . . C2 C1 C5 111.84(12) yes . . . C2 C1 C8 113.04(13) yes . . . C2 C1 C10 111.32(12) yes . . . C5 C1 C8 107.29(11) yes . . . C5 C1 C10 110.29(13) yes . . . C8 C1 C10 102.62(11) yes . . . C1 C2 C3 123.60(13) yes . . . C2 C3 C4 121.65(14) yes . . . O3 C4 C3 121.43(14) yes . . . O3 C4 C6 121.95(13) yes . . . C3 C4 C6 116.61(12) yes . . . C1 C5 C6 124.10(14) yes . . . C4 C6 C5 121.09(14) yes . . . O1 C7 C8 126.04(14) yes . . . O1 C7 C9 122.06(12) yes . . . C8 C7 C9 111.86(12) yes . . . C1 C8 C7 109.79(12) yes . . . C1 C8 C13 122.70(11) yes . . . C7 C8 C13 127.26(13) yes . . . O2 C9 C7 124.67(13) yes . . . O2 C9 C10 127.40(14) yes . . . C7 C9 C10 107.89(13) yes . . . C1 C10 C9 105.22(13) yes . . . N1 C11 C13 110.01(14) yes . . . N1 C12 C14 107.49(13) yes . . . N1 C12 C17 130.27(15) yes . . . C14 C12 C17 122.17(15) yes . . . C8 C13 C11 127.03(13) yes . . . C8 C13 C14 126.96(13) yes . . . C11 C13 C14 105.96(13) yes . . . C12 C14 C13 106.87(12) yes . . . C12 C14 C15 118.47(13) yes . . . C13 C14 C15 134.54(14) yes . . . C14 C15 C16 118.84(15) yes . . . C15 C16 C18 121.62(16) yes . . . C12 C17 C18 117.79(17) yes . . . C16 C18 C17 121.10(17) yes . . . C7 O1 H1 109.457 no . . . C11 N1 H19 124.3(13) no . . . C12 N1 H19 126.0(13) no . . . C1 C2 H2 115.4(10) no . . . C3 C2 H2 121.0(11) no . . . C2 C3 H3 122.1(10) no . . . C4 C3 H3 116.1(10) no . . . C1 C5 H5 116.1(9) no . . . C6 C5 H5 119.7(9) no . . . C4 C6 H6 116.9(11) no . . . C5 C6 H6 122.0(11) no . . . C1 C10 H10A 110.699 no . . . C1 C10 H10B 110.697 no . . . C9 C10 H10A 110.703 no . . . C9 C10 H10B 110.701 no . . . H10A C10 H10B 108.804 no . . . N1 C11 H11 119.5(11) no . . . C13 C11 H11 130.4(11) no . . . C14 C15 H15 120.587 no . . . C16 C15 H15 120.573 no . . . C15 C16 H16 119.191 no . . . C18 C16 H16 119.189 no . . . C12 C17 H17 121.112 no . . . C18 C17 H17 121.100 no . . . C16 C18 H18 119.444 no . . . C17 C18 H18 119.454 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 C11 N1 C12 C14 -2.18(15) no . . . . C11 N1 C12 C17 174.63(13) no . . . . C12 N1 C11 C13 1.73(16) no . . . . C2 C1 C5 C6 7.6(2) no . . . . C5 C1 C2 C3 -6.0(2) no . . . . C2 C1 C8 C7 132.22(11) no . . . . C2 C1 C8 C13 -53.24(15) no . . . . C8 C1 C2 C3 115.27(14) no . . . . C2 C1 C10 C9 -136.97(12) no . . . . C10 C1 C2 C3 -129.83(14) no . . . . C5 C1 C8 C7 -104.01(12) no . . . . C5 C1 C8 C13 70.53(15) no . . . . C8 C1 C5 C6 -116.88(14) no . . . . C5 C1 C10 C9 98.27(13) no . . . . C10 C1 C5 C6 132.08(14) no . . . . C8 C1 C10 C9 -15.77(14) no . . . . C10 C1 C8 C7 12.21(14) no . . . . C10 C1 C8 C13 -173.26(11) no . . . . C1 C2 C3 C4 -2.8(3) no . . . . C2 C3 C4 O3 -168.62(15) no . . . . C2 C3 C4 C6 10.3(3) no . . . . O3 C4 C6 C5 170.26(14) no . . . . C3 C4 C6 C5 -8.7(2) no . . . . C1 C5 C6 C4 -0.4(3) no . . . . O1 C7 C8 C1 178.56(11) no . . . . O1 C7 C8 C13 4.3(3) no . . . . O1 C7 C9 O2 -7.0(2) no . . . . O1 C7 C9 C10 170.75(11) no . . . . C8 C7 C9 O2 174.97(12) no . . . . C8 C7 C9 C10 -7.29(15) no . . . . C9 C7 C8 C1 -3.49(15) no . . . . C9 C7 C8 C13 -177.72(11) no . . . . C1 C8 C13 C11 40.28(19) no . . . . C1 C8 C13 C14 -136.85(12) no . . . . C7 C8 C13 C11 -146.18(13) no . . . . C7 C8 C13 C14 36.7(2) no . . . . O2 C9 C10 C1 -167.70(13) no . . . . C7 C9 C10 C1 14.63(15) no . . . . N1 C11 C13 C8 -178.19(11) no . . . . N1 C11 C13 C14 -0.57(15) no . . . . N1 C12 C14 C13 1.78(14) no . . . . N1 C12 C14 C15 178.44(10) no . . . . N1 C12 C17 C18 -176.86(13) no . . . . C14 C12 C17 C18 -0.5(2) no . . . . C17 C12 C14 C13 -175.35(12) no . . . . C17 C12 C14 C15 1.32(19) no . . . . C8 C13 C14 C12 176.87(11) no . . . . C8 C13 C14 C15 1.0(3) no . . . . C11 C13 C14 C12 -0.75(14) no . . . . C11 C13 C14 C15 -176.64(13) no . . . . C12 C14 C15 C16 -1.06(18) no . . . . C13 C14 C15 C16 174.47(12) no . . . . C14 C15 C16 C18 -0.0(3) no . . . . C15 C16 C18 C17 0.9(3) no . . . . C12 C17 C18 C16 -0.7(3) 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 O2 2.8716(17) no . . O1 C13 3.0335(16) no . . O1 C14 3.2105(17) no . . O1 C15 3.0421(18) no . . O2 C8 3.4888(17) no . . O3 C2 3.5484(17) no . . O3 C5 3.5443(19) no . . N1 C15 3.563(2) no . . C1 C4 2.9287(19) no . . C1 C11 3.243(3) no . . C2 C6 2.830(2) no . . C2 C7 3.557(2) no . . C2 C11 3.115(3) no . . C2 C13 3.155(2) no . . C3 C5 2.813(3) no . . C3 C8 3.566(2) no . . C3 C11 3.430(3) no . . C5 C7 3.2642(19) no . . C5 C9 3.2847(19) no . . C5 C13 3.192(2) no . . C6 C8 3.5033(19) no . . C7 C14 3.226(2) no . . C7 C15 3.450(2) no . . C8 C15 3.312(2) no . . C12 C16 2.742(3) no . . C14 C18 2.787(3) no . . C15 C17 2.825(3) no . . O1 O3 2.7295(14) no . 4_454 O1 C2 3.455(2) no . 2_546 O1 C16 3.550(2) no . 2_556 O1 C18 3.577(2) no . 2_556 O2 O3 3.2587(17) no . 2_646 O2 O3 3.5350(17) no . 4_454 O2 N1 2.8769(19) no . 4_554 O2 C3 3.514(2) no . 2_646 O2 C4 3.3490(19) no . 2_646 O2 C6 3.3770(18) no . 4_454 O2 C18 3.472(3) no . 2_556 O3 O1 2.7295(14) no . 4_555 O3 O2 3.2587(17) no . 2_656 O3 O2 3.5350(17) no . 4_555 O3 C3 3.530(3) no . 3_667 O3 C11 3.307(2) no . 3_667 N1 O2 2.8769(19) no . 4_455 N1 C18 3.486(3) no . 3_657 C2 O1 3.455(2) no . 2_556 C3 O2 3.514(2) no . 2_656 C3 O3 3.530(3) no . 3_667 C4 O2 3.3490(19) no . 2_656 C6 O2 3.3770(18) no . 4_555 C7 C16 3.340(3) no . 2_556 C7 C18 3.377(2) no . 2_556 C8 C16 3.553(2) no . 2_556 C9 C18 3.271(3) no . 2_556 C11 O3 3.307(2) no . 3_667 C12 C17 3.532(3) no . 3_657 C12 C18 3.487(3) no . 3_657 C16 O1 3.550(2) no . 2_546 C16 C7 3.340(3) no . 2_546 C16 C8 3.553(2) no . 2_546 C17 C12 3.532(3) no . 3_657 C18 O1 3.577(2) no . 2_546 C18 O2 3.472(3) no . 2_546 C18 N1 3.486(3) no . 3_657 C18 C7 3.377(2) no . 2_546 C18 C9 3.271(3) no . 2_546 C18 C12 3.487(3) no . 3_657 O1 H15 2.4560 no . . O2 H1 2.4927 no . . O2 H10A 2.8182 no . . O2 H10B 2.6995 no . . O3 H3 2.540(16) no . . O3 H6 2.550(18) no . . N1 H17 2.7773 no . . C1 H3 3.378(18) no . . C1 H6 3.368(16) no . . C1 H11 3.230(19) no . . C2 H5 3.394(18) no . . C2 H10A 2.5130 no . . C2 H10B 3.0525 no . . C2 H11 2.653(19) no . . C3 H6 3.327(17) no . . C3 H11 2.817(18) no . . C4 H2 3.322(17) no . . C4 H5 3.340(18) no . . C4 H11 3.450(18) no . . C5 H2 3.356(18) no . . C5 H10A 3.2724 no . . C5 H10B 2.5084 no . . C6 H3 3.343(18) no . . C6 H10B 3.5531 no . . C7 H5 3.196(16) no . . C7 H10A 2.9344 no . . C7 H10B 3.1162 no . . C7 H15 2.9688 no . . C8 H1 3.0556 no . . C8 H2 2.840(17) no . . C8 H5 2.741(18) no . . C8 H10A 2.9653 no . . C8 H10B 3.1772 no . . C8 H11 2.921(18) no . . C8 H15 3.1583 no . . C9 H1 2.4382 no . . C9 H5 3.146(16) no . . C10 H2 2.719(19) no . . C10 H5 2.732(16) no . . C11 H2 3.360(18) no . . C12 H11 3.146(18) no . . C12 H15 3.2669 no . . C12 H18 3.2134 no . . C13 H2 3.464(17) no . . C13 H5 3.537(19) no . . C13 H15 2.9023 no . . C13 H19 3.11(2) no . . C14 H11 3.218(18) no . . C14 H16 3.2348 no . . C14 H17 3.2983 no . . C14 H19 3.12(2) no . . C15 H18 3.2503 no . . C16 H17 3.2517 no . . C17 H16 3.2364 no . . C17 H19 2.83(2) no . . C18 H15 3.2596 no . . H1 H15 3.0471 no . . H2 H3 2.34(3) no . . H2 H10A 2.3935 no . . H2 H10B 3.3986 no . . H2 H11 2.80(3) no . . H3 H11 3.06(3) no . . H5 H6 2.33(3) no . . H5 H10B 2.5698 no . . H11 H19 2.35(3) no . . H15 H16 2.3053 no . . H16 H18 2.3055 no . . H17 H18 2.3081 no . . H17 H19 2.7910 no . . O1 H2 2.82(2) no . 2_546 O1 H3 3.132(17) no . 2_546 O1 H11 3.121(18) no . 2_546 O1 H16 3.1077 no . 2_556 O1 H18 3.1703 no . 2_556 O2 H3 3.391(18) no . 2_646 O2 H6 2.531(16) no . 4_454 O2 H18 3.1184 no . 2_556 O2 H19 1.98(2) no . 4_554 O3 H1 2.0043 no . 4_555 O3 H3 3.048(19) no . 3_667 O3 H6 3.065(17) no . 3_767 O3 H11 2.485(18) no . 3_667 O3 H18 3.1560 no . 3_657 O3 H19 3.25(2) no . 3_667 N1 H6 3.076(18) no . 1_455 N1 H18 3.4182 no . 3_657 C3 H16 3.2167 no . 1_565 C4 H1 3.0124 no . 4_555 C4 H3 3.588(19) no . 3_667 C4 H11 3.517(18) no . 3_667 C4 H18 3.1558 no . 3_657 C5 H15 3.4017 no . 2_656 C6 H1 3.4661 no . 2_656 C6 H1 3.5180 no . 4_555 C6 H18 3.0120 no . 3_657 C6 H19 3.561(19) no . 1_655 C7 H16 3.1745 no . 2_556 C7 H18 3.2534 no . 2_556 C8 H16 3.3981 no . 2_556 C9 H6 3.573(16) no . 4_454 C9 H18 3.1668 no . 2_556 C9 H19 3.02(2) no . 4_554 C10 H15 3.2419 no . 2_656 C10 H17 3.5637 no . 4_554 C11 H6 3.403(19) no . 1_455 C11 H18 3.4310 no . 3_657 C12 H10A 3.2355 no . 2_546 C13 H2 3.543(17) no . 2_546 C14 H2 3.000(17) no . 2_546 C14 H10A 3.5998 no . 2_546 C14 H17 3.5102 no . 3_657 C15 H2 2.922(17) no . 2_546 C15 H10B 2.7544 no . 2_646 C15 H17 3.5744 no . 3_657 C16 H2 3.488(17) no . 2_546 C16 H3 3.215(17) no . 1_545 C16 H10B 3.1152 no . 2_646 C16 H19 3.580(19) no . 3_657 C17 H10A 3.1063 no . 2_546 C18 H1 3.4236 no . 2_546 C18 H3 3.529(18) no . 1_545 C18 H10A 3.3129 no . 2_546 H1 O3 2.0043 no . 4_454 H1 C4 3.0124 no . 4_454 H1 C6 3.4661 no . 2_646 H1 C6 3.5180 no . 4_454 H1 C18 3.4236 no . 2_556 H1 H2 3.2788 no . 2_546 H1 H3 3.1062 no . 2_546 H1 H6 3.3688 no . 2_646 H1 H6 3.1953 no . 4_454 H1 H11 2.9552 no . 2_546 H1 H16 3.3407 no . 2_556 H1 H18 2.8400 no . 2_556 H2 O1 2.82(2) no . 2_556 H2 C13 3.543(17) no . 2_556 H2 C14 3.000(17) no . 2_556 H2 C15 2.922(17) no . 2_556 H2 C16 3.488(17) no . 2_556 H2 H1 3.2788 no . 2_556 H2 H15 3.0394 no . 2_556 H2 H16 3.3597 no . 1_565 H3 O1 3.132(17) no . 2_556 H3 O2 3.391(18) no . 2_656 H3 O3 3.048(19) no . 3_667 H3 C4 3.588(19) no . 3_667 H3 C16 3.215(17) no . 1_565 H3 C18 3.529(18) no . 1_565 H3 H1 3.1062 no . 2_556 H3 H11 3.41(3) no . 3_667 H3 H16 2.4681 no . 1_565 H3 H18 3.0973 no . 1_565 H3 H19 3.33(3) no . 3_667 H5 H10A 3.4610 no . 2_646 H5 H15 3.3186 no . 2_656 H5 H16 3.5401 no . 2_656 H6 O2 2.531(16) no . 4_555 H6 O3 3.065(17) no . 3_767 H6 N1 3.076(18) no . 1_655 H6 C9 3.573(16) no . 4_555 H6 C11 3.403(19) no . 1_655 H6 H1 3.3688 no . 2_656 H6 H1 3.1953 no . 4_555 H6 H11 3.18(3) no . 1_655 H6 H18 2.9447 no . 3_657 H6 H19 2.65(3) no . 1_655 H10A C12 3.2355 no . 2_556 H10A C14 3.5998 no . 2_556 H10A C17 3.1063 no . 2_556 H10A C18 3.3129 no . 2_556 H10A H5 3.4610 no . 2_656 H10A H17 3.4067 no . 2_556 H10A H17 3.1363 no . 4_554 H10B C15 2.7544 no . 2_656 H10B C16 3.1152 no . 2_656 H10B H15 2.3032 no . 2_656 H10B H16 2.9626 no . 2_656 H10B H17 3.2520 no . 4_554 H10B H19 3.4530 no . 4_554 H11 O1 3.121(18) no . 2_556 H11 O3 2.485(18) no . 3_667 H11 C4 3.517(18) no . 3_667 H11 H1 2.9552 no . 2_556 H11 H3 3.41(3) no . 3_667 H11 H6 3.18(3) no . 1_455 H11 H15 3.5448 no . 2_556 H15 C5 3.4017 no . 2_646 H15 C10 3.2419 no . 2_646 H15 H2 3.0394 no . 2_546 H15 H5 3.3186 no . 2_646 H15 H10B 2.3032 no . 2_646 H15 H11 3.5448 no . 2_546 H16 O1 3.1077 no . 2_546 H16 C3 3.2167 no . 1_545 H16 C7 3.1745 no . 2_546 H16 C8 3.3981 no . 2_546 H16 H1 3.3407 no . 2_546 H16 H2 3.3597 no . 1_545 H16 H3 2.4681 no . 1_545 H16 H5 3.5401 no . 2_646 H16 H10B 2.9626 no . 2_646 H16 H19 3.5161 no . 3_657 H17 C10 3.5637 no . 4_455 H17 C14 3.5102 no . 3_657 H17 C15 3.5744 no . 3_657 H17 H10A 3.4067 no . 2_546 H17 H10A 3.1363 no . 4_455 H17 H10B 3.2520 no . 4_455 H17 H17 3.4961 no . 3_557 H18 O1 3.1703 no . 2_546 H18 O2 3.1184 no . 2_546 H18 O3 3.1560 no . 3_657 H18 N1 3.4182 no . 3_657 H18 C4 3.1558 no . 3_657 H18 C6 3.0120 no . 3_657 H18 C7 3.2534 no . 2_546 H18 C9 3.1668 no . 2_546 H18 C11 3.4310 no . 3_657 H18 H1 2.8400 no . 2_546 H18 H3 3.0973 no . 1_545 H18 H6 2.9447 no . 3_657 H19 O2 1.98(2) no . 4_455 H19 O3 3.25(2) no . 3_667 H19 C6 3.561(19) no . 1_455 H19 C9 3.02(2) no . 4_455 H19 C16 3.580(19) no . 3_657 H19 H3 3.33(3) no . 3_667 H19 H6 2.65(3) no . 1_455 H19 H10B 3.4530 no . 4_455 H19 H16 3.5161 no . 3_657 #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1 O2 . . . 2.8716(17) 0.820 2.493 109.4 no O1 H1 O3 . . 4_454 2.7295(14) 0.820 2.004 147.1 no N1 H19 O2 . . 4_455 2.8769(19) 0.902 1.98(2) 173.6(17) no #============================================================================== # 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 #==============================================================================