data_General _audit_creation_date 2014-01-20 _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 'C13 H15 Cl N2 O2' _chemical_formula_moiety 'C13 H15 Cl N2 O2' _chemical_formula_weight 266.73 _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 13.2310(9) _cell_length_b 9.4915(5) _cell_length_c 11.0814(8) _cell_angle_alpha 90.0000 _cell_angle_beta 103.477(7) _cell_angle_gamma 90.0000 _cell_volume 1353.31(16) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4700 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 26.35 _cell_measurement_temperature 293 #------------------------------------------------------------------------------ _exptl_crystal_description Platelet _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.040 _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560.00 _exptl_absorpt_coefficient_mu 0.278 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.618 _exptl_absorpt_correction_T_max 0.989 #============================================================================== # 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 8591 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_theta_max 26.35 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _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 2742 _reflns_number_gt 1762 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1241 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2742 _refine_ls_number_parameters 165 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0565P)^2^+0.1167P] 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 0.210 _refine_diff_density_min -0.350 _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 0.57525(5) 0.31960(9) 0.47034(7) 0.1073(4) Uani 1.0 4 d . . . O1 O 0.91653(11) 0.37930(14) 0.86602(12) 0.0630(4) Uani 1.0 4 d . . . O2 O 0.76773(10) 0.34363(12) 0.55636(11) 0.0504(4) Uani 1.0 4 d . . . N1 N 0.73229(14) 0.80585(16) 1.01595(15) 0.0587(5) Uani 1.0 4 d . . . N2 N 0.79174(11) 0.52038(14) 0.74969(13) 0.0460(4) Uani 1.0 4 d . . . C1 C 0.77502(13) 0.61470(17) 0.84148(15) 0.0429(5) Uani 1.0 4 d . . . C2 C 0.84418(14) 0.63376(18) 0.95485(16) 0.0494(5) Uani 1.0 4 d . . . C3 C 0.81859(16) 0.72866(19) 1.03680(18) 0.0566(6) Uani 1.0 4 d . . . C4 C 0.66787(17) 0.7874(3) 0.9053(2) 0.0633(6) Uani 1.0 4 d . . . C5 C 0.68535(15) 0.6951(2) 0.81631(18) 0.0572(6) Uani 1.0 4 d . . . C6 C 0.85881(13) 0.41012(18) 0.76705(16) 0.0446(5) Uani 1.0 4 d . . . C7 C 0.86343(14) 0.32624(18) 0.64999(17) 0.0465(5) Uani 1.0 4 d . . . C8 C 0.68760(15) 0.2580(2) 0.56856(18) 0.0556(5) Uani 1.0 4 d . . . C9 C 0.69117(16) 0.1470(2) 0.64126(18) 0.0576(5) Uani 1.0 4 d . . . C10 C 0.79360(16) 0.1036(2) 0.72150(19) 0.0602(6) Uani 1.0 4 d . . . C11 C 0.88343(16) 0.17124(19) 0.6801(2) 0.0578(6) Uani 1.0 4 d . . . C12 C 0.94627(16) 0.3911(3) 0.59357(19) 0.0623(6) Uani 1.0 4 d . . . C13 C 0.5985(2) 0.0599(3) 0.6482(3) 0.0914(9) Uani 1.0 4 d . . . H2 H 0.7558 0.5342 0.6753 0.0552 Uiso 1.0 4 calc R . . H2A H 0.9063 0.5838 0.9752 0.0593 Uiso 1.0 4 calc R . . H3 H 0.8655 0.7398 1.1130 0.0679 Uiso 1.0 4 calc R . . H4 H 0.6070 0.8403 0.8868 0.0760 Uiso 1.0 4 calc R . . H5 H 0.6376 0.6870 0.7404 0.0686 Uiso 1.0 4 calc R . . H10A H 0.8001 0.0019 0.7187 0.0723 Uiso 1.0 4 calc R . . H10B H 0.7964 0.1303 0.8067 0.0723 Uiso 1.0 4 calc R . . H11A H 0.8943 0.1226 0.6071 0.0693 Uiso 1.0 4 calc R . . H11B H 0.9462 0.1616 0.7453 0.0693 Uiso 1.0 4 calc R . . H12A H 0.9279 0.4868 0.5704 0.0747 Uiso 1.0 4 calc R . . H12B H 0.9516 0.3384 0.5214 0.0747 Uiso 1.0 4 calc R . . H12C H 1.0118 0.3892 0.6532 0.0747 Uiso 1.0 4 calc R . . H13A H 0.5374 0.0999 0.5951 0.1097 Uiso 1.0 4 calc R . . H13B H 0.5906 0.0584 0.7321 0.1097 Uiso 1.0 4 calc R . . H13C H 0.6079 -0.0345 0.6217 0.1097 Uiso 1.0 4 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 0.0701(5) 0.1341(7) 0.0977(6) -0.0147(4) -0.0210(4) 0.0447(5) O1 0.0762(10) 0.0610(8) 0.0429(8) 0.0187(7) -0.0040(7) -0.0037(7) O2 0.0582(8) 0.0516(8) 0.0383(8) -0.0038(6) 0.0051(6) 0.0012(6) N1 0.0794(12) 0.0528(9) 0.0439(10) 0.0054(9) 0.0139(9) -0.0047(8) N2 0.0546(9) 0.0479(8) 0.0321(8) 0.0070(7) 0.0032(7) -0.0010(6) C1 0.0512(11) 0.0395(9) 0.0375(10) -0.0014(8) 0.0095(8) 0.0016(7) C2 0.0559(11) 0.0448(10) 0.0435(11) 0.0011(9) 0.0032(9) -0.0003(8) C3 0.0736(14) 0.0497(11) 0.0411(12) -0.0018(10) 0.0024(10) -0.0043(9) C4 0.0696(14) 0.0639(13) 0.0549(14) 0.0171(11) 0.0113(11) -0.0055(10) C5 0.0588(12) 0.0667(12) 0.0409(12) 0.0110(10) 0.0013(9) -0.0051(9) C6 0.0490(11) 0.0435(10) 0.0398(11) 0.0003(8) 0.0074(8) 0.0017(8) C7 0.0499(11) 0.0474(10) 0.0408(11) 0.0016(8) 0.0075(8) -0.0029(8) C8 0.0573(12) 0.0630(12) 0.0413(12) -0.0069(10) 0.0013(9) -0.0016(9) C9 0.0676(13) 0.0558(11) 0.0476(12) -0.0115(10) 0.0097(10) -0.0028(9) C10 0.0734(14) 0.0471(11) 0.0564(13) -0.0007(10) 0.0074(11) 0.0032(9) C11 0.0659(13) 0.0469(11) 0.0577(13) 0.0066(10) 0.0087(10) -0.0068(9) C12 0.0642(13) 0.0662(13) 0.0612(14) -0.0067(11) 0.0243(11) -0.0094(11) C13 0.0882(18) 0.0980(19) 0.0823(19) -0.0293(15) 0.0081(15) 0.0169(15) #============================================================================== _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 C8 1.7270(19) yes . . O1 C6 1.217(2) yes . . O2 C7 1.447(2) yes . . O2 C8 1.368(3) yes . . N1 C3 1.331(3) yes . . N1 C4 1.332(3) yes . . N2 C1 1.411(3) yes . . N2 C6 1.357(3) yes . . C1 C2 1.383(3) yes . . C1 C5 1.383(3) yes . . C2 C3 1.376(3) yes . . C4 C5 1.378(3) yes . . C6 C7 1.535(3) yes . . C7 C11 1.518(3) yes . . C7 C12 1.514(3) yes . . C8 C9 1.320(3) yes . . C9 C10 1.495(3) yes . . C9 C13 1.495(4) yes . . C10 C11 1.514(4) yes . . N2 H2 0.860 no . . C2 H2A 0.930 no . . C3 H3 0.930 no . . C4 H4 0.930 no . . C5 H5 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 0.960 no . . C13 H13B 0.960 no . . C13 H13C 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 C7 O2 C8 115.48(14) yes . . . C3 N1 C4 115.23(18) yes . . . C1 N2 C6 126.49(14) yes . . . N2 C1 C2 123.80(16) yes . . . N2 C1 C5 118.43(15) yes . . . C2 C1 C5 117.76(17) yes . . . C1 C2 C3 118.20(17) yes . . . N1 C3 C2 125.37(17) yes . . . N1 C4 C5 124.4(2) yes . . . C1 C5 C4 119.05(17) yes . . . O1 C6 N2 124.44(17) yes . . . O1 C6 C7 119.77(16) yes . . . N2 C6 C7 115.71(14) yes . . . O2 C7 C6 110.25(15) yes . . . O2 C7 C11 110.27(14) yes . . . O2 C7 C12 104.73(15) yes . . . C6 C7 C11 110.88(16) yes . . . C6 C7 C12 108.26(15) yes . . . C11 C7 C12 112.27(17) yes . . . Cl1 C8 O2 108.03(14) yes . . . Cl1 C8 C9 123.92(17) yes . . . O2 C8 C9 128.05(17) yes . . . C8 C9 C10 118.77(19) yes . . . C8 C9 C13 123.99(19) yes . . . C10 C9 C13 117.24(18) yes . . . C9 C10 C11 111.70(17) yes . . . C7 C11 C10 111.65(17) yes . . . C1 N2 H2 116.749 no . . . C6 N2 H2 116.760 no . . . C1 C2 H2A 120.898 no . . . C3 C2 H2A 120.899 no . . . N1 C3 H3 117.309 no . . . C2 C3 H3 117.320 no . . . N1 C4 H4 117.815 no . . . C5 C4 H4 117.820 no . . . C1 C5 H5 120.478 no . . . C4 C5 H5 120.475 no . . . C9 C10 H10A 109.283 no . . . C9 C10 H10B 109.279 no . . . C11 C10 H10A 109.280 no . . . C11 C10 H10B 109.278 no . . . H10A C10 H10B 107.947 no . . . C7 C11 H11A 109.291 no . . . C7 C11 H11B 109.294 no . . . C10 C11 H11A 109.288 no . . . C10 C11 H11B 109.293 no . . . H11A C11 H11B 107.954 no . . . C7 C12 H12A 109.463 no . . . C7 C12 H12B 109.470 no . . . C7 C12 H12C 109.467 no . . . H12A C12 H12B 109.478 no . . . H12A C12 H12C 109.477 no . . . H12B C12 H12C 109.474 no . . . C9 C13 H13A 109.472 no . . . C9 C13 H13B 109.475 no . . . C9 C13 H13C 109.477 no . . . H13A C13 H13B 109.468 no . . . H13A C13 H13C 109.464 no . . . H13B C13 H13C 109.471 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 C7 O2 C8 Cl1 167.49(13) no . . . . C7 O2 C8 C9 -12.3(3) no . . . . C8 O2 C7 C6 -82.64(17) no . . . . C8 O2 C7 C11 40.1(2) no . . . . C8 O2 C7 C12 161.11(14) no . . . . C3 N1 C4 C5 0.7(3) no . . . . C4 N1 C3 C2 -0.5(3) no . . . . C1 N2 C6 O1 -1.8(3) no . . . . C1 N2 C6 C7 -178.60(14) no . . . . C6 N2 C1 C2 19.1(3) no . . . . C6 N2 C1 C5 -162.19(15) no . . . . N2 C1 C2 C3 -179.72(15) no . . . . N2 C1 C5 C4 179.81(15) no . . . . C2 C1 C5 C4 -1.4(3) no . . . . C5 C1 C2 C3 1.6(3) no . . . . C1 C2 C3 N1 -0.6(3) no . . . . N1 C4 C5 C1 0.3(4) no . . . . O1 C6 C7 O2 159.34(16) no . . . . O1 C6 C7 C11 36.9(3) no . . . . O1 C6 C7 C12 -86.64(19) no . . . . N2 C6 C7 O2 -23.7(2) no . . . . N2 C6 C7 C11 -146.14(14) no . . . . N2 C6 C7 C12 90.30(17) no . . . . O2 C7 C11 C10 -56.6(2) no . . . . C6 C7 C11 C10 65.76(18) no . . . . C12 C7 C11 C10 -173.00(14) no . . . . Cl1 C8 C9 C10 179.56(13) no . . . . Cl1 C8 C9 C13 0.0(3) no . . . . O2 C8 C9 C10 -0.7(4) no . . . . O2 C8 C9 C13 179.81(17) no . . . . C8 C9 C10 C11 -16.0(3) no . . . . C13 C9 C10 C11 163.52(18) no . . . . C9 C10 C11 C7 44.0(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 C13 3.126(3) no . . O1 O2 3.5520(17) no . . O1 C1 2.887(3) no . . O1 C2 2.856(3) no . . O1 C10 3.293(3) no . . O1 C11 2.814(3) no . . O1 C12 3.136(3) no . . O2 N2 2.6810(19) no . . O2 C10 2.892(3) no . . N1 C1 2.803(3) no . . N2 C8 3.293(3) no . . N2 C12 3.214(3) no . . C2 C4 2.697(3) no . . C2 C6 3.010(3) no . . C3 C5 2.678(3) no . . C6 C8 3.120(3) no . . C6 C9 3.415(3) no . . C6 C10 3.043(3) no . . C7 C9 2.828(3) no . . C8 C11 2.725(3) no . . C8 C12 3.598(3) no . . O1 C2 3.324(3) no . 3_767 O1 C3 3.568(3) no . 3_767 O1 C12 3.555(3) no . 4_555 O2 N1 3.3751(19) no . 4_564 N1 O2 3.3751(19) no . 4_565 N1 N2 3.016(2) no . 4_565 N1 C1 3.599(3) no . 4_565 N1 C5 3.525(3) no . 4_565 N2 N1 3.016(2) no . 4_564 N2 C3 3.429(3) no . 4_564 C1 N1 3.599(3) no . 4_564 C2 O1 3.324(3) no . 3_767 C3 O1 3.568(3) no . 3_767 C3 N2 3.429(3) no . 4_565 C5 N1 3.525(3) no . 4_564 C12 O1 3.555(3) no . 4_554 C12 C12 3.460(4) no . 3_766 Cl1 H2 3.5335 no . . Cl1 H13A 2.6141 no . . O1 H2 3.0088 no . . O1 H2A 2.3075 no . . O1 H10B 2.8388 no . . O1 H11B 2.5417 no . . O1 H12A 3.4680 no . . O1 H12C 2.9236 no . . O2 H2 2.2648 no . . O2 H10B 3.3837 no . . O2 H11A 2.6612 no . . O2 H11B 3.2620 no . . O2 H12A 2.4920 no . . O2 H12B 2.5518 no . . O2 H12C 3.1863 no . . N1 H2A 3.2300 no . . N1 H5 3.2218 no . . N2 H2A 2.6716 no . . N2 H5 2.5645 no . . N2 H12A 2.9940 no . . N2 H12C 3.5530 no . . C1 H3 3.1964 no . . C1 H4 3.2086 no . . C2 H2 3.1887 no . . C2 H5 3.2167 no . . C3 H4 3.0905 no . . C4 H3 3.0877 no . . C5 H2 2.5148 no . . C5 H2A 3.2192 no . . C6 H2A 2.7848 no . . C6 H10B 2.8459 no . . C6 H11A 3.3460 no . . C6 H11B 2.6629 no . . C6 H12A 2.6542 no . . C6 H12B 3.3076 no . . C6 H12C 2.6307 no . . C7 H2 2.4872 no . . C7 H10A 3.3249 no . . C7 H10B 2.8249 no . . C8 H2 2.9307 no . . C8 H10A 3.1204 no . . C8 H10B 2.9552 no . . C8 H11A 2.9610 no . . C8 H13A 2.5610 no . . C8 H13B 3.0990 no . . C8 H13C 3.0747 no . . C9 H11A 2.8096 no . . C9 H11B 3.3048 no . . C10 H13A 3.3526 no . . C10 H13B 2.7493 no . . C10 H13C 2.7763 no . . C11 H12A 3.3361 no . . C11 H12B 2.6762 no . . C11 H12C 2.7369 no . . C12 H2 3.1744 no . . C12 H11A 2.6529 no . . C12 H11B 2.7519 no . . C13 H10A 2.6571 no . . C13 H10B 2.8712 no . . H2 H2A 3.4847 no . . H2 H5 2.3667 no . . H2 H12A 2.8234 no . . H2A H3 2.2809 no . . H4 H5 2.2833 no . . H10A H11A 2.2608 no . . H10A H11B 2.4194 no . . H10A H13A 3.5504 no . . H10A H13B 2.8615 no . . H10A H13C 2.5429 no . . H10B H11A 2.8127 no . . H10B H11B 2.2608 no . . H10B H13B 2.7408 no . . H10B H13C 3.2375 no . . H11A H12A 3.5212 no . . H11A H12B 2.4512 no . . H11A H12C 2.9515 no . . H11B H12B 3.0099 no . . H11B H12C 2.6224 no . . Cl1 H4 3.1846 no . 2_646 Cl1 H4 3.4116 no . 4_564 Cl1 H5 3.2128 no . 3_666 Cl1 H13B 2.9328 no . 4_554 O1 H2A 2.6061 no . 3_767 O1 H3 3.0560 no . 3_767 O1 H11A 3.3674 no . 2_756 O1 H11A 2.7552 no . 4_555 O1 H12B 2.6602 no . 4_555 O2 H10B 2.8892 no . 4_554 N1 H2 2.2946 no . 4_565 N1 H5 3.0360 no . 4_565 N1 H12A 3.1948 no . 4_565 N1 H13C 3.4076 no . 4_555 N2 H3 3.0193 no . 4_564 C1 H3 3.3408 no . 4_564 C2 H10A 3.3673 no . 4_555 C2 H11A 2.9474 no . 4_555 C2 H12B 3.2879 no . 2_756 C2 H12C 3.4650 no . 2_756 C3 H2 2.9508 no . 4_565 C3 H10A 3.0232 no . 4_555 C3 H11A 3.5162 no . 4_555 C3 H12A 3.0449 no . 4_565 C3 H12B 3.4144 no . 2_756 C4 H2 3.3995 no . 4_565 C4 H13A 3.2463 no . 2_656 C4 H13B 3.2296 no . 1_565 C4 H13C 3.4924 no . 1_565 C5 H10A 3.5667 no . 1_565 C5 H13A 3.4375 no . 2_656 C5 H13C 3.3547 no . 1_565 C6 H11B 3.5404 no . 2_756 C10 H12B 3.5327 no . 4_555 C10 H12C 3.3210 no . 2_746 C11 H2A 3.3804 no . 4_554 C11 H12C 3.3627 no . 2_746 C12 H10B 3.3379 no . 4_554 C12 H11B 3.2587 no . 2_756 C12 H12A 2.9705 no . 3_766 C12 H12B 3.2927 no . 3_766 C12 H12C 3.5829 no . 3_766 C13 H4 3.3483 no . 1_545 C13 H13A 3.2467 no . 3_656 C13 H13C 3.5575 no . 3_656 H2 N1 2.2946 no . 4_564 H2 C3 2.9508 no . 4_564 H2 C4 3.3995 no . 4_564 H2 H3 2.7661 no . 4_564 H2 H4 3.5475 no . 4_564 H2A O1 2.6061 no . 3_767 H2A C11 3.3804 no . 4_555 H2A H2A 2.8886 no . 3_767 H2A H10A 3.4182 no . 4_555 H2A H11A 3.0080 no . 2_756 H2A H11A 2.4719 no . 4_555 H2A H11B 3.5413 no . 2_756 H2A H12B 3.0563 no . 2_756 H2A H12C 3.5097 no . 2_756 H3 O1 3.0560 no . 3_767 H3 N2 3.0193 no . 4_565 H3 C1 3.3408 no . 4_565 H3 H2 2.7661 no . 4_565 H3 H10A 2.8020 no . 4_555 H3 H11A 3.4630 no . 4_555 H3 H11B 2.7799 no . 3_767 H3 H12A 2.7967 no . 4_565 H3 H12B 3.2608 no . 2_756 H3 H12C 2.9813 no . 3_767 H4 Cl1 3.1846 no . 2_656 H4 Cl1 3.4116 no . 4_565 H4 C13 3.3483 no . 1_565 H4 H2 3.5475 no . 4_565 H4 H13A 3.0127 no . 2_656 H4 H13B 2.6644 no . 1_565 H4 H13C 3.1712 no . 1_565 H5 Cl1 3.2128 no . 3_666 H5 N1 3.0360 no . 4_564 H5 H13A 3.3662 no . 2_656 H5 H13B 3.5767 no . 1_565 H5 H13B 3.3353 no . 2_656 H5 H13C 2.9375 no . 1_565 H10A C2 3.3673 no . 4_554 H10A C3 3.0232 no . 4_554 H10A C5 3.5667 no . 1_545 H10A H2A 3.4182 no . 4_554 H10A H3 2.8020 no . 4_554 H10A H12C 2.7756 no . 2_746 H10B O2 2.8892 no . 4_555 H10B C12 3.3379 no . 4_555 H10B H12A 3.2299 no . 4_555 H10B H12B 2.7731 no . 4_555 H10B H12C 3.3687 no . 2_746 H11A O1 3.3674 no . 2_746 H11A O1 2.7552 no . 4_554 H11A C2 2.9474 no . 4_554 H11A C3 3.5162 no . 4_554 H11A H2A 3.0080 no . 2_746 H11A H2A 2.4719 no . 4_554 H11A H3 3.4630 no . 4_554 H11A H12C 3.4595 no . 2_746 H11B C6 3.5404 no . 2_746 H11B C12 3.2587 no . 2_746 H11B H2A 3.5413 no . 2_746 H11B H3 2.7799 no . 3_767 H11B H12A 2.8481 no . 2_746 H11B H12B 3.0439 no . 4_555 H11B H12C 2.8223 no . 2_746 H12A N1 3.1948 no . 4_564 H12A C3 3.0449 no . 4_564 H12A C12 2.9705 no . 3_766 H12A H3 2.7967 no . 4_564 H12A H10B 3.2299 no . 4_554 H12A H11B 2.8481 no . 2_756 H12A H12A 2.7425 no . 3_766 H12A H12B 2.6612 no . 3_766 H12A H12C 3.0129 no . 3_766 H12B O1 2.6602 no . 4_554 H12B C2 3.2879 no . 2_746 H12B C3 3.4144 no . 2_746 H12B C10 3.5327 no . 4_554 H12B C12 3.2927 no . 3_766 H12B H2A 3.0563 no . 2_746 H12B H3 3.2608 no . 2_746 H12B H10B 2.7731 no . 4_554 H12B H11B 3.0439 no . 4_554 H12B H12A 2.6612 no . 3_766 H12B H12B 3.3996 no . 3_766 H12B H12C 3.3310 no . 3_766 H12C C2 3.4650 no . 2_746 H12C C10 3.3210 no . 2_756 H12C C11 3.3627 no . 2_756 H12C C12 3.5829 no . 3_766 H12C H2A 3.5097 no . 2_746 H12C H3 2.9813 no . 3_767 H12C H10A 2.7756 no . 2_756 H12C H10B 3.3687 no . 2_756 H12C H11A 3.4595 no . 2_756 H12C H11B 2.8223 no . 2_756 H12C H12A 3.0129 no . 3_766 H12C H12B 3.3310 no . 3_766 H13A C4 3.2463 no . 2_646 H13A C5 3.4375 no . 2_646 H13A C13 3.2467 no . 3_656 H13A H4 3.0127 no . 2_646 H13A H5 3.3662 no . 2_646 H13A H13A 2.8364 no . 3_656 H13A H13C 2.7755 no . 3_656 H13B Cl1 2.9328 no . 4_555 H13B C4 3.2296 no . 1_545 H13B H4 2.6644 no . 1_545 H13B H5 3.5767 no . 1_545 H13B H5 3.3353 no . 2_646 H13C N1 3.4076 no . 4_554 H13C C4 3.4924 no . 1_545 H13C C5 3.3547 no . 1_545 H13C C13 3.5575 no . 3_656 H13C H4 3.1712 no . 1_545 H13C H5 2.9375 no . 1_545 H13C H13A 2.7755 no . 3_656 H13C H13C 3.5037 no . 3_656 #============================================================================== 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 N2 H2 O2 . . . 2.6810(19) 0.860 2.265 109.8 no N2 H2 N1 . . 4_564 3.016(2) 0.860 2.295 141.6 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 #==============================================================================