data_General _audit_creation_date 2012-09-23 _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. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. SHELX97 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_User-defined #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C22 H17 Cl2 N5 O5' _chemical_formula_moiety 'C22 H17 Cl2 N5 O5' _chemical_formula_weight 502.31 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 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,1/2+Z' 4 '1/2-X,1/2-Y,1/2+Z' 5 '-X,-Y,-Z' 6 '1/2+X,1/2-Y,-Z' 7 '-X,+Y,1/2-Z' 8 '1/2+X,1/2+Y,1/2-Z' #------------------------------------------------------------------------------ _cell_length_a 26.252(2) _cell_length_b 7.3051(5) _cell_length_c 24.0223(18) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 4606.8(6) _cell_formula_units_Z 8 _cell_measurement_reflns_used 9967 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 24.98 _cell_measurement_temperature 293 #------------------------------------------------------------------------------ _exptl_crystal_description Needle _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.040 _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2064.00 _exptl_absorpt_coefficient_mu 0.326 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.688 _exptl_absorpt_correction_T_max 0.987 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 293 _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 30954 _diffrn_reflns_av_R_equivalents 0.1200 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_max 0.986 _diffrn_measured_fraction_theta_full 0.986 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _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 4017 _reflns_number_gt 1904 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1531 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4017 _refine_ls_number_parameters 307 _refine_ls_goodness_of_fit_ref 0.961 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0729P)^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 0.280 _refine_diff_density_min -0.320 _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) ; 'Cl' 'Cl' 0.1484 0.1585 ; 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 Cl1 Cl 0.18650(4) 0.80424(19) 0.54426(5) 0.0819(5) Uani 1.0 8 d . . . Cl2 Cl 0.27036(4) 0.39787(16) 0.14137(5) 0.0750(4) Uani 1.0 8 d . . . O1 O 0.04403(14) 0.5653(6) 0.33096(17) 0.1287(16) Uani 1.0 8 d . . . O2 O 0.11777(13) 0.5372(5) 0.29369(15) 0.0960(12) Uani 1.0 8 d . . . O3 O 0.46984(12) 0.7555(6) 0.52498(13) 0.0979(12) Uani 1.0 8 d . . . O4 O 0.39212(11) 0.8150(4) 0.55691(12) 0.0719(9) Uani 1.0 8 d . . . O5 O 0.55988(12) 0.6217(5) 0.39587(14) 0.0954(12) Uani 1.0 8 d . . . N1 N 0.09030(16) 0.5732(6) 0.33305(17) 0.0746(11) Uani 1.0 8 d . . . N2 N 0.24360(12) 0.6702(5) 0.44814(14) 0.0527(9) Uani 1.0 8 d . . . N3 N 0.26844(11) 0.6626(4) 0.40405(14) 0.0487(8) Uani 1.0 8 d . . . N4 N 0.40360(11) 0.6147(4) 0.36852(13) 0.0514(9) Uani 1.0 8 d . . . N5 N 0.47894(12) 0.6560(5) 0.41915(15) 0.0672(11) Uani 1.0 8 d . . . C1 C 0.10633(15) 0.7267(6) 0.47869(19) 0.0620(12) Uani 1.0 8 d . . . C2 C 0.08404(16) 0.6756(6) 0.43005(19) 0.0621(12) Uani 1.0 8 d . . . C3 C 0.11453(15) 0.6244(5) 0.38597(17) 0.0534(11) Uani 1.0 8 d . . . C4 C 0.16675(14) 0.6219(5) 0.38973(16) 0.0484(10) Uani 1.0 8 d . . . C5 C 0.18958(14) 0.6745(5) 0.43899(16) 0.0472(10) Uani 1.0 8 d . . . C6 C 0.15872(15) 0.7274(5) 0.48353(16) 0.0516(11) Uani 1.0 8 d . . . C7 C 0.32201(13) 0.6576(5) 0.41176(16) 0.0450(10) Uani 1.0 8 d . . . C8 C 0.35241(13) 0.6119(5) 0.36509(15) 0.0450(10) Uani 1.0 8 d . . . C9 C 0.33172(13) 0.5558(5) 0.31041(15) 0.0450(10) Uani 1.0 8 d . . . C10 C 0.28735(13) 0.4525(5) 0.30506(16) 0.0497(10) Uani 1.0 8 d . . . C11 C 0.26903(14) 0.4024(5) 0.25341(17) 0.0505(10) Uani 1.0 8 d . . . C12 C 0.29464(15) 0.4573(6) 0.20643(16) 0.0515(11) Uani 1.0 8 d . . . C13 C 0.33912(15) 0.5568(6) 0.20978(16) 0.0565(11) Uani 1.0 8 d . . . C14 C 0.35731(14) 0.6046(6) 0.26188(16) 0.0533(11) Uani 1.0 8 d . . . C15 C 0.42625(14) 0.6591(5) 0.41657(17) 0.0506(11) Uani 1.0 8 d . . . C16 C 0.39859(13) 0.7077(5) 0.46525(15) 0.0461(10) Uani 1.0 8 d . . . C17 C 0.34583(13) 0.7046(5) 0.46151(15) 0.0462(10) Uani 1.0 8 d . . . C18 C 0.42388(17) 0.7602(6) 0.51793(18) 0.0623(12) Uani 1.0 8 d . . . C19 C 0.41614(18) 0.8649(9) 0.6090(2) 0.113(2) Uani 1.0 8 d . . . C20 C 0.37670(19) 0.9586(8) 0.6459(3) 0.120(2) Uani 1.0 8 d . . . C21 C 0.51585(17) 0.6162(7) 0.38025(19) 0.0721(13) Uani 1.0 8 d . . . C22 C 0.50309(17) 0.5686(9) 0.3225(2) 0.109(2) Uani 1.0 8 d . . . H1 H 0.0862 0.7612 0.5088 0.0743 Uiso 1.0 8 calc R . . H2 H 0.0488 0.6752 0.4265 0.0745 Uiso 1.0 8 calc R . . H4 H 0.1864 0.5852 0.3595 0.0581 Uiso 1.0 8 calc R . . H5 H 0.4910 0.6845 0.4513 0.0806 Uiso 1.0 8 calc R . . H10 H 0.2698 0.4167 0.3369 0.0596 Uiso 1.0 8 calc R . . H11 H 0.2396 0.3321 0.2504 0.0606 Uiso 1.0 8 calc R . . H13 H 0.3565 0.5911 0.1777 0.0678 Uiso 1.0 8 calc R . . H14 H 0.3874 0.6711 0.2645 0.0640 Uiso 1.0 8 calc R . . H17 H 0.3262 0.7341 0.4925 0.0554 Uiso 1.0 8 calc R . . H19A H 0.4445 0.9471 0.6021 0.1359 Uiso 1.0 8 calc R . . H19B H 0.4291 0.7563 0.6274 0.1359 Uiso 1.0 8 calc R . . H20A H 0.3900 0.9710 0.6830 0.1439 Uiso 1.0 8 calc R . . H20B H 0.3462 0.8863 0.6469 0.1439 Uiso 1.0 8 calc R . . H20C H 0.3691 1.0776 0.6312 0.1439 Uiso 1.0 8 calc R . . H22A H 0.5335 0.5346 0.3030 0.1306 Uiso 1.0 8 calc R . . H22B H 0.4878 0.6723 0.3045 0.1306 Uiso 1.0 8 calc R . . H22C H 0.4796 0.4679 0.3223 0.1306 Uiso 1.0 8 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 Cl1 0.0733(9) 0.1232(11) 0.0493(8) 0.0015(8) 0.0014(6) -0.0122(7) Cl2 0.0851(9) 0.0862(9) 0.0536(7) -0.0144(7) -0.0155(6) -0.0055(6) O1 0.053(3) 0.212(5) 0.121(4) 0.006(3) -0.026(3) -0.039(3) O2 0.078(3) 0.141(4) 0.069(3) -0.001(3) -0.009(2) -0.023(3) O3 0.050(3) 0.174(4) 0.069(3) -0.002(2) -0.0148(17) -0.027(3) O4 0.060(2) 0.104(3) 0.052(2) 0.0066(17) -0.0140(16) -0.0158(17) O5 0.043(2) 0.159(4) 0.085(3) -0.003(2) -0.0015(17) -0.024(3) N1 0.056(3) 0.099(3) 0.069(3) 0.003(3) -0.008(3) -0.005(3) N2 0.039(2) 0.070(3) 0.050(3) -0.0051(16) 0.0051(17) 0.0033(17) N3 0.036(2) 0.057(2) 0.052(3) -0.0016(15) 0.0012(16) 0.0024(16) N4 0.0350(19) 0.066(3) 0.053(3) -0.0018(16) -0.0017(16) -0.0016(17) N5 0.037(2) 0.107(3) 0.058(3) -0.0036(19) -0.0060(18) -0.0132(19) C1 0.046(3) 0.078(4) 0.062(3) 0.006(3) 0.020(3) 0.005(3) C2 0.039(3) 0.078(4) 0.070(4) 0.006(3) 0.004(3) -0.001(3) C3 0.044(3) 0.061(3) 0.055(3) -0.001(2) -0.008(3) 0.003(2) C4 0.040(3) 0.057(3) 0.048(3) 0.0030(19) 0.002(2) 0.0051(19) C5 0.039(3) 0.052(3) 0.050(3) 0.0005(19) 0.001(2) 0.0025(19) C6 0.046(3) 0.066(3) 0.043(3) 0.003(2) 0.006(2) 0.0014(19) C7 0.035(3) 0.054(3) 0.047(3) -0.0001(18) -0.0012(19) 0.0056(18) C8 0.038(3) 0.047(3) 0.050(3) -0.0017(18) -0.0038(19) 0.0067(18) C9 0.035(3) 0.054(3) 0.047(3) 0.0014(18) 0.0008(18) -0.0033(19) C10 0.043(3) 0.061(3) 0.046(3) 0.002(2) 0.0036(19) 0.005(2) C11 0.043(3) 0.051(3) 0.057(3) -0.0064(19) -0.001(2) 0.001(2) C12 0.053(3) 0.055(3) 0.046(3) -0.001(2) -0.006(2) -0.002(2) C13 0.048(3) 0.071(3) 0.050(3) -0.001(3) 0.007(2) 0.001(2) C14 0.040(3) 0.067(3) 0.053(3) -0.007(2) 0.001(2) -0.000(2) C15 0.041(3) 0.062(3) 0.049(3) -0.0028(19) -0.002(2) -0.000(2) C16 0.036(3) 0.052(3) 0.050(3) -0.0024(19) -0.0064(19) -0.0004(19) C17 0.041(3) 0.054(3) 0.043(3) 0.0009(19) -0.0001(19) 0.0057(19) C18 0.051(3) 0.079(4) 0.057(3) -0.003(3) -0.007(3) -0.006(3) C19 0.088(4) 0.178(6) 0.074(4) 0.020(4) -0.030(4) -0.041(4) C20 0.124(5) 0.157(6) 0.079(4) -0.007(5) -0.002(4) -0.018(4) C21 0.044(3) 0.106(4) 0.066(4) -0.004(3) -0.001(3) -0.007(3) C22 0.052(3) 0.202(6) 0.072(4) 0.006(4) 0.005(3) -0.027(4) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _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 Cl1 C6 1.725(4) yes . . Cl2 C12 1.743(4) yes . . O1 N1 1.217(6) yes . . O2 N1 1.218(6) yes . . O3 C18 1.219(6) yes . . O4 C18 1.316(6) yes . . O4 C19 1.449(6) yes . . O5 C21 1.216(6) yes . . N1 C3 1.470(6) yes . . N2 N3 1.245(5) yes . . N2 C5 1.435(5) yes . . N3 C7 1.419(5) yes . . N4 C8 1.347(5) yes . . N4 C15 1.338(5) yes . . N5 C15 1.385(5) yes . . N5 C21 1.377(6) yes . . C1 C2 1.359(7) yes . . C1 C6 1.380(6) yes . . C2 C3 1.379(6) yes . . C3 C4 1.374(6) yes . . C4 C5 1.381(6) yes . . C5 C6 1.397(6) yes . . C7 C8 1.416(6) yes . . C7 C17 1.392(6) yes . . C8 C9 1.479(5) yes . . C9 C10 1.394(5) yes . . C9 C14 1.392(6) yes . . C10 C11 1.380(6) yes . . C11 C12 1.373(6) yes . . C12 C13 1.378(6) yes . . C13 C14 1.384(6) yes . . C15 C16 1.422(6) yes . . C16 C17 1.388(5) yes . . C16 C18 1.480(6) yes . . C19 C20 1.525(8) yes . . C21 C22 1.468(7) yes . . N5 H5 0.860 no . . C1 H1 0.930 no . . C2 H2 0.930 no . . C4 H4 0.930 no . . C10 H10 0.930 no . . C11 H11 0.930 no . . C13 H13 0.930 no . . C14 H14 0.930 no . . C17 H17 0.930 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 . . C22 H22A 0.960 no . . C22 H22B 0.960 no . . C22 H22C 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 C18 O4 C19 114.6(4) yes . . . O1 N1 O2 123.3(5) yes . . . O1 N1 C3 118.7(4) yes . . . O2 N1 C3 118.0(4) yes . . . N3 N2 C5 112.8(4) yes . . . N2 N3 C7 114.2(4) yes . . . C8 N4 C15 120.0(4) yes . . . C15 N5 C21 132.5(4) yes . . . C2 C1 C6 120.2(4) yes . . . C1 C2 C3 119.0(4) yes . . . N1 C3 C2 118.8(4) yes . . . N1 C3 C4 119.0(4) yes . . . C2 C3 C4 122.2(4) yes . . . C3 C4 C5 119.1(4) yes . . . N2 C5 C4 123.6(4) yes . . . N2 C5 C6 117.5(4) yes . . . C4 C5 C6 118.8(4) yes . . . Cl1 C6 C1 119.6(4) yes . . . Cl1 C6 C5 119.5(3) yes . . . C1 C6 C5 120.8(4) yes . . . N3 C7 C8 117.5(4) yes . . . N3 C7 C17 123.4(4) yes . . . C8 C7 C17 119.0(4) yes . . . N4 C8 C7 120.7(4) yes . . . N4 C8 C9 115.2(3) yes . . . C7 C8 C9 124.2(3) yes . . . C8 C9 C10 122.6(4) yes . . . C8 C9 C14 119.7(4) yes . . . C10 C9 C14 117.7(4) yes . . . C9 C10 C11 121.2(4) yes . . . C10 C11 C12 119.4(4) yes . . . Cl2 C12 C11 119.0(3) yes . . . Cl2 C12 C13 119.6(3) yes . . . C11 C12 C13 121.4(4) yes . . . C12 C13 C14 118.6(4) yes . . . C9 C14 C13 121.8(4) yes . . . N4 C15 N5 118.6(4) yes . . . N4 C15 C16 122.9(4) yes . . . N5 C15 C16 118.5(4) yes . . . C15 C16 C17 116.9(4) yes . . . C15 C16 C18 122.6(4) yes . . . C17 C16 C18 120.5(4) yes . . . C7 C17 C16 120.5(4) yes . . . O3 C18 O4 122.5(4) yes . . . O3 C18 C16 123.8(4) yes . . . O4 C18 C16 113.8(4) yes . . . O4 C19 C20 108.7(4) yes . . . O5 C21 N5 116.9(4) yes . . . O5 C21 C22 121.1(5) yes . . . N5 C21 C22 122.0(4) yes . . . C15 N5 H5 113.733 no . . . C21 N5 H5 113.747 no . . . C2 C1 H1 119.913 no . . . C6 C1 H1 119.921 no . . . C1 C2 H2 120.503 no . . . C3 C2 H2 120.499 no . . . C3 C4 H4 120.466 no . . . C5 C4 H4 120.482 no . . . C9 C10 H10 119.418 no . . . C11 C10 H10 119.403 no . . . C10 C11 H11 120.314 no . . . C12 C11 H11 120.299 no . . . C12 C13 H13 120.718 no . . . C14 C13 H13 120.714 no . . . C9 C14 H14 119.132 no . . . C13 C14 H14 119.117 no . . . C7 C17 H17 119.713 no . . . C16 C17 H17 119.757 no . . . O4 C19 H19A 109.962 no . . . O4 C19 H19B 109.960 no . . . C20 C19 H19A 109.961 no . . . C20 C19 H19B 109.957 no . . . H19A C19 H19B 108.342 no . . . C19 C20 H20A 109.461 no . . . C19 C20 H20B 109.476 no . . . C19 C20 H20C 109.475 no . . . H20A C20 H20B 109.475 no . . . H20A C20 H20C 109.472 no . . . H20B C20 H20C 109.467 no . . . C21 C22 H22A 109.470 no . . . C21 C22 H22B 109.471 no . . . C21 C22 H22C 109.481 no . . . H22A C22 H22B 109.464 no . . . H22A C22 H22C 109.464 no . . . H22B C22 H22C 109.477 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 C18 O4 C19 C20 169.4(4) no . . . . C19 O4 C18 O3 -1.3(6) no . . . . C19 O4 C18 C16 179.3(4) no . . . . O1 N1 C3 C2 -5.1(6) no . . . . O1 N1 C3 C4 175.8(4) no . . . . O2 N1 C3 C2 176.4(4) no . . . . O2 N1 C3 C4 -2.8(6) no . . . . N3 N2 C5 C4 18.2(5) no . . . . N3 N2 C5 C6 -164.7(3) no . . . . C5 N2 N3 C7 -179.8(3) no . . . . N2 N3 C7 C8 167.5(3) no . . . . N2 N3 C7 C17 -16.1(5) no . . . . C8 N4 C15 N5 178.3(3) no . . . . C8 N4 C15 C16 -1.1(6) no . . . . C15 N4 C8 C7 0.8(5) no . . . . C15 N4 C8 C9 -178.4(3) no . . . . C15 N5 C21 O5 -178.3(4) no . . . . C15 N5 C21 C22 1.4(7) no . . . . C21 N5 C15 N4 0.8(7) no . . . . C21 N5 C15 C16 -179.8(4) no . . . . C2 C1 C6 Cl1 176.5(4) no . . . . C2 C1 C6 C5 -0.5(6) no . . . . C6 C1 C2 C3 0.2(6) no . . . . C1 C2 C3 N1 -178.6(4) no . . . . C1 C2 C3 C4 0.5(6) no . . . . N1 C3 C4 C5 178.3(3) no . . . . C2 C3 C4 C5 -0.8(6) no . . . . C3 C4 C5 N2 177.4(3) no . . . . C3 C4 C5 C6 0.4(5) no . . . . N2 C5 C6 Cl1 5.9(5) no . . . . N2 C5 C6 C1 -177.0(3) no . . . . C4 C5 C6 Cl1 -176.9(3) no . . . . C4 C5 C6 C1 0.2(6) no . . . . N3 C7 C8 N4 176.2(3) no . . . . N3 C7 C8 C9 -4.8(5) no . . . . N3 C7 C17 C16 -175.9(3) no . . . . C8 C7 C17 C16 0.4(5) no . . . . C17 C7 C8 N4 -0.4(5) no . . . . C17 C7 C8 C9 178.6(3) no . . . . N4 C8 C9 C10 144.3(3) no . . . . N4 C8 C9 C14 -34.8(5) no . . . . C7 C8 C9 C10 -34.8(5) no . . . . C7 C8 C9 C14 146.1(4) no . . . . C8 C9 C10 C11 -180.0(3) no . . . . C8 C9 C14 C13 -179.3(3) no . . . . C10 C9 C14 C13 1.5(6) no . . . . C14 C9 C10 C11 -0.9(5) no . . . . C9 C10 C11 C12 -0.8(6) no . . . . C10 C11 C12 Cl2 -178.5(3) no . . . . C10 C11 C12 C13 2.0(6) no . . . . Cl2 C12 C13 C14 179.1(3) no . . . . C11 C12 C13 C14 -1.3(6) no . . . . C12 C13 C14 C9 -0.4(6) no . . . . N4 C15 C16 C17 1.1(6) no . . . . N4 C15 C16 C18 -178.8(3) no . . . . N5 C15 C16 C17 -178.3(3) no . . . . N5 C15 C16 C18 1.8(6) no . . . . C15 C16 C17 C7 -0.7(5) no . . . . C15 C16 C18 O3 -4.6(6) no . . . . C15 C16 C18 O4 174.7(4) no . . . . C17 C16 C18 O3 175.5(4) no . . . . C17 C16 C18 O4 -5.1(6) no . . . . C18 C16 C17 C7 179.1(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 Cl1 N2 2.922(4) no . . O1 C2 2.724(6) no . . O1 C4 3.542(6) no . . O2 C2 3.541(6) no . . O2 C4 2.713(6) no . . O3 N5 2.655(5) no . . O3 C15 2.930(6) no . . O3 C19 2.589(6) no . . O4 C17 2.716(5) no . . O5 C15 3.554(5) no . . N2 C8 3.510(5) no . . N2 C17 2.715(5) no . . N3 C4 2.708(5) no . . N3 C6 3.488(5) no . . N3 C9 2.903(5) no . . N3 C10 2.873(5) no . . N4 C14 2.836(5) no . . N4 C17 2.779(5) no . . N4 C21 2.960(6) no . . N4 C22 2.856(6) no . . N5 C8 3.581(5) no . . N5 C18 2.881(6) no . . C1 C4 2.769(6) no . . C2 C5 2.779(6) no . . C3 C6 2.721(6) no . . C5 C7 3.540(5) no . . C7 C10 3.105(6) no . . C7 C15 2.739(5) no . . C8 C16 2.784(5) no . . C9 C12 2.776(6) no . . C10 C13 2.769(6) no . . C11 C14 2.756(6) no . . C15 C22 3.100(7) no . . Cl1 Cl2 3.5311(17) no . 3_565 Cl1 Cl2 3.3853(18) no . 4_565 Cl2 Cl1 3.5311(17) no . 3_564 Cl2 Cl1 3.3853(18) no . 4_564 O2 C14 3.316(6) no . 2_545 O2 C20 3.552(7) no . 4_564 O3 O5 3.437(5) no . 5_666 O3 N5 3.557(5) no . 5_666 O3 C1 3.587(5) no . 6_566 O3 C2 3.226(6) no . 6_566 O3 C21 3.564(6) no . 5_666 O4 C1 3.547(6) no . 2_555 O5 O3 3.437(5) no . 5_666 O5 C1 3.434(6) no . 6_566 O5 C18 3.500(6) no . 5_666 N1 N4 3.459(5) no . 2_545 N3 C10 3.505(5) no . 2_555 N4 N1 3.459(5) no . 2_555 N4 C2 3.547(6) no . 2_545 N5 O3 3.557(5) no . 5_666 C1 O3 3.587(5) no . 6_466 C1 O4 3.547(6) no . 2_545 C1 O5 3.434(6) no . 6_466 C1 C15 3.597(6) no . 2_555 C1 C16 3.531(6) no . 2_555 C2 O3 3.226(6) no . 6_466 C2 N4 3.547(6) no . 2_555 C2 C15 3.557(6) no . 2_555 C2 C16 3.550(6) no . 2_545 C4 C7 3.445(5) no . 2_545 C4 C10 3.380(6) no . 2_555 C4 C17 3.518(5) no . 2_545 C5 C17 3.598(5) no . 2_545 C6 C17 3.528(6) no . 2_555 C7 C4 3.445(5) no . 2_555 C10 N3 3.505(5) no . 2_545 C10 C4 3.380(6) no . 2_545 C14 O2 3.316(6) no . 2_555 C15 C1 3.597(6) no . 2_545 C15 C2 3.557(6) no . 2_545 C16 C1 3.531(6) no . 2_545 C16 C2 3.550(6) no . 2_555 C17 C4 3.518(5) no . 2_555 C17 C5 3.598(5) no . 2_555 C17 C6 3.528(6) no . 2_545 C18 O5 3.500(6) no . 5_666 C20 O2 3.552(7) no . 4_565 C21 O3 3.564(6) no . 5_666 C22 C22 3.488(7) no . 7_655 Cl1 H1 2.7845 no . . Cl2 H11 2.7834 no . . Cl2 H13 2.8064 no . . O1 H2 2.4355 no . . O2 H4 2.4238 no . . O3 H5 1.9257 no . . O3 H19A 2.4164 no . . O3 H19B 2.6834 no . . O4 H17 2.3950 no . . O4 H20A 3.2360 no . . O4 H20B 2.5299 no . . O4 H20C 2.6886 no . . O5 H5 2.2932 no . . O5 H22A 2.4213 no . . O5 H22B 2.9211 no . . O5 H22C 2.9708 no . . N1 H2 2.6055 no . . N1 H4 2.6043 no . . N2 H4 2.6772 no . . N2 H10 3.3235 no . . N2 H17 2.4614 no . . N3 H4 2.4693 no . . N3 H10 2.4152 no . . N3 H17 2.6622 no . . N4 H5 3.0779 no . . N4 H14 2.5674 no . . N4 H22B 2.7241 no . . N4 H22C 2.5233 no . . N5 H22A 3.2606 no . . N5 H22B 2.7653 no . . N5 H22C 2.7026 no . . C2 H4 3.2453 no . . C3 H1 3.2026 no . . C4 H2 3.2447 no . . C4 H10 3.3425 no . . C5 H1 3.2518 no . . C6 H2 3.2175 no . . C6 H4 3.2375 no . . C7 H10 2.8660 no . . C8 H10 2.6830 no . . C8 H14 2.6208 no . . C8 H17 3.2612 no . . C9 H11 3.2546 no . . C9 H13 3.2635 no . . C10 H4 3.1096 no . . C10 H14 3.2247 no . . C11 H13 3.2380 no . . C12 H10 3.2142 no . . C12 H14 3.2123 no . . C13 H11 3.2360 no . . C14 H10 3.2263 no . . C15 H17 3.2435 no . . C15 H22B 3.1399 no . . C15 H22C 3.0074 no . . C16 H5 2.4535 no . . C18 H5 2.4428 no . . C18 H17 2.6422 no . . C18 H19A 2.4996 no . . C18 H19B 2.6347 no . . C22 H5 3.2234 no . . C22 H14 3.4237 no . . H1 H2 2.2949 no . . H4 H10 2.5685 no . . H4 H11 3.4980 no . . H5 H22B 3.5276 no . . H5 H22C 3.4928 no . . H10 H11 2.3062 no . . H13 H14 2.3118 no . . H14 H22B 2.8044 no . . H14 H22C 3.1604 no . . H19A H20A 2.4168 no . . H19A H20B 2.8300 no . . H19A H20C 2.3046 no . . H19B H20A 2.3006 no . . H19B H20B 2.4213 no . . H19B H20C 2.8292 no . . Cl1 H13 3.4845 no . 4_565 Cl1 H17 3.3937 no . 2_555 Cl1 H20C 3.0375 no . 2_545 Cl2 H20B 2.8790 no . 3_564 Cl2 H20B 3.4447 no . 4_564 O1 H19A 3.0700 no . 6_466 O1 H19B 3.4338 no . 6_466 O1 H22B 3.0566 no . 2_545 O1 H22C 3.0126 no . 2_555 O2 H14 2.7679 no . 2_545 O2 H20A 2.6685 no . 4_564 O3 H1 3.1637 no . 6_566 O3 H2 2.4299 no . 6_566 O3 H5 3.4231 no . 5_666 O4 H1 3.5055 no . 2_555 O5 H1 2.5408 no . 6_566 O5 H13 2.8264 no . 7_655 O5 H19A 3.1524 no . 5_676 O5 H19B 2.8321 no . 5_666 O5 H20C 2.9544 no . 5_676 N1 H14 3.4176 no . 2_545 N1 H22C 3.4277 no . 2_555 N2 H10 3.2425 no . 2_555 N3 H4 3.4753 no . 2_555 N3 H10 2.6565 no . 2_555 N5 H1 3.3607 no . 6_566 N5 H2 3.5913 no . 2_545 N5 H19A 3.5650 no . 5_676 C1 H5 3.5246 no . 6_466 C4 H10 3.0050 no . 2_555 C5 H10 3.2076 no . 2_555 C5 H17 3.4895 no . 2_545 C7 H4 3.3738 no . 2_555 C7 H10 3.5533 no . 2_555 C9 H11 3.1073 no . 2_555 C10 H4 3.0634 no . 2_545 C10 H11 3.1483 no . 2_555 C11 H11 3.1480 no . 2_555 C12 H11 3.0698 no . 2_555 C12 H20B 3.1895 no . 3_564 C13 H11 3.0448 no . 2_555 C13 H20B 3.5765 no . 3_564 C13 H20C 3.3641 no . 3_574 C13 H22A 3.3606 no . 7_655 C14 H11 3.0516 no . 2_555 C14 H22A 3.3011 no . 7_655 C16 H1 3.4484 no . 2_545 C18 H2 3.5706 no . 6_566 C19 H2 3.5969 no . 6_566 C20 H13 3.4177 no . 3_575 C21 H1 3.3645 no . 6_566 C21 H19A 3.3821 no . 5_676 C21 H19B 3.0864 no . 5_666 C22 H19B 3.2005 no . 5_666 C22 H22A 3.1740 no . 7_655 C22 H22B 3.1542 no . 7_655 C22 H22C 3.5846 no . 7_655 H1 O3 3.1637 no . 6_466 H1 O4 3.5055 no . 2_545 H1 O5 2.5408 no . 6_466 H1 N5 3.3607 no . 6_466 H1 C16 3.4484 no . 2_555 H1 C21 3.3645 no . 6_466 H1 H5 2.7078 no . 6_466 H1 H19A 3.3080 no . 2_545 H1 H20C 3.4379 no . 2_545 H2 O3 2.4299 no . 6_466 H2 N5 3.5913 no . 2_555 H2 C18 3.5706 no . 6_466 H2 C19 3.5969 no . 6_466 H2 H5 3.4588 no . 6_466 H2 H19A 2.9618 no . 6_466 H2 H19B 3.4339 no . 6_466 H2 H22C 3.3759 no . 2_555 H4 N3 3.4753 no . 2_545 H4 C7 3.3738 no . 2_545 H4 C10 3.0634 no . 2_555 H4 H10 2.7354 no . 2_555 H5 O3 3.4231 no . 5_666 H5 C1 3.5246 no . 6_566 H5 H1 2.7078 no . 6_566 H5 H2 3.4588 no . 6_566 H5 H19A 3.4300 no . 5_676 H10 N2 3.2425 no . 2_545 H10 N3 2.6565 no . 2_545 H10 C4 3.0050 no . 2_545 H10 C5 3.2076 no . 2_545 H10 C7 3.5533 no . 2_545 H10 H4 2.7354 no . 2_545 H11 C9 3.1073 no . 2_545 H11 C10 3.1483 no . 2_545 H11 C11 3.1480 no . 2_545 H11 C12 3.0698 no . 2_545 H11 C13 3.0448 no . 2_545 H11 C14 3.0516 no . 2_545 H11 H13 3.5388 no . 2_545 H11 H14 3.5525 no . 2_545 H13 Cl1 3.4845 no . 4_564 H13 O5 2.8264 no . 7_655 H13 C20 3.4177 no . 3_574 H13 H11 3.5388 no . 2_555 H13 H19B 3.3962 no . 3_564 H13 H20A 3.3194 no . 3_574 H13 H20B 3.5755 no . 3_564 H13 H20C 2.6862 no . 3_574 H13 H22A 2.9511 no . 7_655 H14 O2 2.7679 no . 2_555 H14 N1 3.4176 no . 2_555 H14 H11 3.5525 no . 2_555 H14 H20A 3.2679 no . 3_574 H14 H22A 2.8155 no . 7_655 H17 Cl1 3.3937 no . 2_545 H17 C5 3.4895 no . 2_555 H19A O1 3.0700 no . 6_566 H19A O5 3.1524 no . 5_676 H19A N5 3.5650 no . 5_676 H19A C21 3.3821 no . 5_676 H19A H1 3.3080 no . 2_555 H19A H2 2.9618 no . 6_566 H19A H5 3.4300 no . 5_676 H19B O1 3.4338 no . 6_566 H19B O5 2.8321 no . 5_666 H19B C21 3.0864 no . 5_666 H19B C22 3.2005 no . 5_666 H19B H2 3.4339 no . 6_566 H19B H13 3.3962 no . 3_565 H19B H22A 2.8756 no . 5_666 H19B H22C 3.1425 no . 5_666 H20A O2 2.6685 no . 4_565 H20A H13 3.3194 no . 3_575 H20A H14 3.2679 no . 3_575 H20B Cl2 2.8790 no . 3_565 H20B Cl2 3.4447 no . 4_565 H20B C12 3.1895 no . 3_565 H20B C13 3.5765 no . 3_565 H20B H13 3.5755 no . 3_565 H20C Cl1 3.0375 no . 2_555 H20C O5 2.9544 no . 5_676 H20C C13 3.3641 no . 3_575 H20C H1 3.4379 no . 2_555 H20C H13 2.6862 no . 3_575 H22A C13 3.3606 no . 7_655 H22A C14 3.3011 no . 7_655 H22A C22 3.1740 no . 7_655 H22A H13 2.9511 no . 7_655 H22A H14 2.8155 no . 7_655 H22A H19B 2.8756 no . 5_666 H22A H22A 3.0951 no . 7_655 H22A H22B 2.8278 no . 7_655 H22A H22C 3.0678 no . 7_655 H22B O1 3.0566 no . 2_555 H22B C22 3.1542 no . 7_655 H22B H22A 2.8278 no . 7_655 H22B H22B 2.6984 no . 7_655 H22B H22C 3.4996 no . 7_655 H22C O1 3.0126 no . 2_545 H22C N1 3.4277 no . 2_545 H22C C22 3.5846 no . 7_655 H22C H2 3.3759 no . 2_545 H22C H19B 3.1425 no . 5_666 H22C H22A 3.0678 no . 7_655 H22C H22B 3.4996 no . 7_655 #============================================================================== 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 N5 H5 O3 . . . 2.655(5) 0.860 1.926 141.7 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 #==============================================================================