#\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2016-09-30 at 00:33:24 # Using CIFtbx version 3.0.4 1 Sep 2006 # Dictionary name : cif_core.dic # Dictionary vers : 2.4.3 # Request file : c:\nauka\wingx\files\archive.reqdat # CIF files read : yz124_a yz124_a_od #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_global #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2016-09-30 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #============================================================================== # # SUBMISSION DETAILS # Name and address of author for correspondence _publ_contact_author_name 'Justyna Kalinowska-T\/lu\'scik' _publ_contact_author_address ; Faculty of Chemistry, Jagiellonian University, R. Ingardena 3, 30-060 Krak\'ow, Poland ; _publ_contact_author_email 'kalinows@chemia.uj.edu.pl' _publ_contact_author_fax '48126340515' _publ_contact_author_phone '48126632268' _publ_contact_letter ; Submission dated :2016-09-30 Please consider this CIF for submission to the Cambridge Crystallographic Data Centre. I certify that all authors have seen and approved of this submission, that all have made significant scientific contributions to the work reported, and that all share responsibility and accountability for the results. This CIF is submitted as part of a journal submission Justyna Kalinowska-Tluscik ; #============================================================================== # # TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_section_title_footnote ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_footnote _publ_author_address ? ? ;? ; #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_yz124_a _audit_creation_date 2016-09-30T00:33:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_moiety 'C15 H18 N6 O' _chemical_formula_sum 'C15 H18 N6 O' _chemical_formula_weight 298.35 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.5427(4) _cell_length_b 8.6359(3) _cell_length_c 14.6147(5) _cell_angle_alpha 90 _cell_angle_beta 93.932(3) _cell_angle_gamma 90 _cell_volume 1453.39(9) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 7418 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 29.676 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.364 _exptl_crystal_F_000 632 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.53841 _exptl_absorpt_correction_T_max 1 _shelx_estimated_absorpt_T_min 0.956 _shelx_estimated_absorpt_T_max 0.973 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _diffrn_ambient_temperature 130(2) _diffrn_ambient_environment N~2~ _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_type Atlas _diffrn_detector_area_resol_mean 10.3756 _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_ub_11 0.0432065 _diffrn_orient_matrix_ub_12 0.0525635 _diffrn_orient_matrix_ub_13 0.0175877 _diffrn_orient_matrix_ub_21 0.0424723 _diffrn_orient_matrix_ub_22 -0.0411376 _diffrn_orient_matrix_ub_23 -0.0230443 _diffrn_orient_matrix_ub_31 -0.01089 _diffrn_orient_matrix_ub_32 0.0478863 _diffrn_orient_matrix_ub_33 -0.039096 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0696 _diffrn_reflns_av_unetI/netI 0.0779 _diffrn_reflns_number 22705 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.948 _diffrn_reflns_theta_max 30.321 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.941 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.941 _reflns_Friedel_coverage 0 _reflns_number_total 4117 _reflns_number_gt 3103 _reflns_threshold_expression 'I > 2\s(I)' #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)' _computing_cell_refinement 'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)' _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION # #----------------------------------------------------------------------------# _atom_sites_solution_hydrogens mixed #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.7887P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4117 _refine_ls_number_parameters 226 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1346 _refine_ls_wR_factor_gt 0.1189 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.332 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.056 #----------------------------------------------------------------------------# # CONSTRAINTS AND RESTRAINTS # #----------------------------------------------------------------------------# #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N11 N 0.36110(11) 0.21813(14) 0.83632(8) 0.0192(3) Uani 1 1 d . . . . . N1 N 0.37390(10) -0.04106(14) 0.94171(8) 0.0193(3) Uani 1 1 d . . . . . N12 N 0.35266(12) 0.35864(16) 0.78528(9) 0.0237(3) Uani 1 1 d . . . . . O13 O 0.43358(10) 0.08893(13) 0.71787(7) 0.0260(3) Uani 1 1 d . . . . . N2 N 0.38428(11) -0.15366(16) 1.00666(8) 0.0240(3) Uani 1 1 d . . . . . N4 N 0.32143(11) 0.06159(16) 1.06737(8) 0.0234(3) Uani 1 1 d . . . . . C14 C 0.39486(12) -0.06616(17) 0.84568(9) 0.0196(3) Uani 1 1 d . . . . . H14 H 0.4726 -0.1165 0.8432 0.024 Uiso 1 1 calc R U . . . C5 C 0.33562(12) 0.08796(17) 0.97941(9) 0.0189(3) Uani 1 1 d . . . . . N3 N 0.35220(12) -0.09020(16) 1.08143(9) 0.0258(3) Uani 1 1 d . . . . . C13 C 0.39880(12) 0.08913(17) 0.79577(9) 0.0194(3) Uani 1 1 d . . . . . C15 C 0.30298(13) -0.17605(18) 0.79960(10) 0.0233(3) Uani 1 1 d . . . . . H15A H 0.3189 -0.1893 0.7344 0.028 Uiso 1 1 calc R U . . . H15B H 0.3102 -0.2788 0.8294 0.028 Uiso 1 1 calc R U . . . C6 C 0.31347(12) 0.23464(17) 0.92708(9) 0.0185(3) Uani 1 1 d . . . . . C21 C 0.11802(15) -0.1461(2) 0.88166(11) 0.0280(3) Uani 1 1 d . . . . . H21 H 0.153 -0.2032 0.9318 0.034 Uiso 1 1 calc R U . . . C17 C 0.12661(15) -0.0333(2) 0.73296(11) 0.0306(4) Uani 1 1 d . . . . . H17 H 0.1676 -0.0125 0.6801 0.037 Uiso 1 1 calc R U . . . C16 C 0.18026(13) -0.11846(18) 0.80488(10) 0.0221(3) Uani 1 1 d . . . . . C10 C 0.18154(13) 0.27068(19) 0.91777(10) 0.0236(3) Uani 1 1 d . . . . . H10A H 0.159 0.3182 0.8575 0.028 Uiso 1 1 calc DR U . A 1 H10B H 0.1353 0.1754 0.9247 0.028 Uiso 1 1 calc R U . A 1 C7 C 0.36975(14) 0.37463(18) 0.98170(10) 0.0253(3) Uani 1 1 d . . . . . H7A H 0.4041 0.3404 1.0423 0.03 Uiso 1 1 calc DR U . B 1 H7B H 0.4314 0.4227 0.9473 0.03 Uiso 1 1 calc R U . B 1 C19 C -0.04675(15) -0.0072(2) 0.81309(14) 0.0383(4) Uani 1 1 d . . . . . H19 H -0.1239 0.03 0.8156 0.046 Uiso 1 1 calc R U . . . C18 C 0.01428(16) 0.0216(2) 0.73728(13) 0.0399(4) Uani 1 1 d . . . . . H18 H -0.0208 0.0795 0.6875 0.048 Uiso 1 1 calc R U . . . C20 C 0.00507(16) -0.0908(2) 0.88566(13) 0.0359(4) Uani 1 1 d . . . . . H20 H -0.0365 -0.1106 0.9383 0.043 Uiso 1 1 calc R U . . . C9 C 0.1639(3) 0.3840(5) 0.9956(2) 0.0330(7) Uani 0.879(12) 1 d . . P C 1 H9A H 0.162 0.3297 1.0551 0.04 Uiso 0.879(12) 1 calc R U P C 1 H9B H 0.0913 0.4442 0.984 0.04 Uiso 0.879(12) 1 calc R U P C 1 C8 C 0.2716(3) 0.4881(3) 0.9930(3) 0.0345(7) Uani 0.879(12) 1 d . . P C 1 H8A H 0.2636 0.5611 0.9407 0.041 Uiso 0.879(12) 1 calc R U P C 1 H8B H 0.2846 0.5478 1.0506 0.041 Uiso 0.879(12) 1 calc R U P C 1 C8A C 0.2670(14) 0.450(4) 1.0268(19) 0.031(6) Uani 0.121(12) 1 d . . P C 2 H8A1 H 0.2543 0.3975 1.0857 0.037 Uiso 0.121(12) 1 calc DR U P C 2 H8A2 H 0.2829 0.5605 1.0392 0.037 Uiso 0.121(12) 1 calc R U P C 2 C9A C 0.174(3) 0.434(3) 0.969(3) 0.049(7) Uani 0.121(12) 1 d . . P C 2 H9A1 H 0.1713 0.519 0.9233 0.059 Uiso 0.121(12) 1 calc DR U P C 2 H9A2 H 0.1027 0.4385 1.0026 0.059 Uiso 0.121(12) 1 calc R U P C 2 H11 H 0.427(2) 0.410(3) 0.7889(15) 0.048(6) Uiso 1 1 d . . . . . H12 H 0.339(2) 0.334(3) 0.7241(17) 0.055(7) Uiso 1 1 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N11 0.0205(6) 0.0200(6) 0.0172(6) 0.0022(4) 0.0016(4) -0.0004(5) N1 0.0181(6) 0.0209(6) 0.0184(6) 0.0020(5) -0.0020(4) 0.0006(5) N12 0.0277(7) 0.0213(7) 0.0223(6) 0.0054(5) 0.0039(5) -0.0004(5) O13 0.0290(6) 0.0310(6) 0.0184(5) 0.0001(4) 0.0048(4) 0.0034(5) N2 0.0237(7) 0.0261(7) 0.0214(6) 0.0061(5) -0.0034(5) 0.0001(5) N4 0.0251(7) 0.0261(7) 0.0187(6) 0.0019(5) -0.0001(5) -0.0024(5) C14 0.0179(7) 0.0228(7) 0.0180(6) -0.0006(5) 0.0001(5) 0.0032(5) C5 0.0164(6) 0.0228(7) 0.0172(6) -0.0013(5) -0.0018(5) -0.0018(5) N3 0.0276(7) 0.0287(7) 0.0207(6) 0.0040(5) -0.0019(5) -0.0028(5) C13 0.0157(6) 0.0240(7) 0.0180(6) 0.0002(5) -0.0020(5) 0.0005(5) C15 0.0241(7) 0.0233(8) 0.0222(7) -0.0034(6) 0.0002(6) -0.0001(6) C6 0.0196(7) 0.0200(7) 0.0160(6) -0.0009(5) 0.0011(5) -0.0015(5) C21 0.0302(8) 0.0264(8) 0.0276(8) 0.0021(6) 0.0029(6) -0.0049(6) C17 0.0267(8) 0.0398(10) 0.0248(8) 0.0037(7) -0.0020(6) -0.0014(7) C16 0.0219(7) 0.0219(7) 0.0221(7) -0.0031(6) -0.0012(5) -0.0038(6) C10 0.0184(7) 0.0273(8) 0.0255(7) 0.0020(6) 0.0039(6) 0.0023(6) C7 0.0310(8) 0.0235(8) 0.0214(7) -0.0041(6) 0.0011(6) -0.0068(6) C19 0.0198(8) 0.0403(11) 0.0541(12) -0.0064(9) -0.0019(7) -0.0013(7) C18 0.0300(9) 0.0463(11) 0.0414(10) 0.0064(8) -0.0108(8) 0.0027(8) C20 0.0296(9) 0.0378(10) 0.0416(10) -0.0030(8) 0.0111(7) -0.0102(7) C9 0.0362(12) 0.0244(15) 0.0406(14) -0.0016(10) 0.0190(11) 0.0019(12) C8 0.0465(14) 0.0209(12) 0.0384(18) -0.0035(10) 0.0185(13) -0.0049(10) C8A 0.024(7) 0.037(13) 0.034(12) -0.015(9) 0.018(8) 0.002(7) C9A 0.046(13) 0.026(12) 0.077(19) -0.006(11) 0.017(13) 0.016(11) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N11 C13 1.3480(19) . ? N11 N12 1.4243(17) . ? N11 C6 1.4771(18) . ? N1 C5 1.3317(19) . ? N1 N2 1.3584(17) . ? N1 C14 1.4566(18) . ? N12 H11 0.96(2) . ? N12 H12 0.92(2) . ? O13 C13 1.2327(17) . ? N2 N3 1.2989(19) . ? N4 C5 1.3267(18) . ? N4 N3 1.3699(19) . ? C14 C13 1.529(2) . ? C14 C15 1.543(2) . ? C14 H14 1 . ? C5 C6 1.493(2) . ? C15 C16 1.508(2) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? C6 C10 1.551(2) . ? C6 C7 1.565(2) . ? C21 C20 1.393(2) . ? C21 C16 1.394(2) . ? C21 H21 0.95 . ? C17 C18 1.386(3) . ? C17 C16 1.393(2) . ? C17 H17 0.95 . ? C10 C9 1.524(3) . ? C10 C9A 1.600(16) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C7 C8 1.515(3) . ? C7 C8A 1.539(14) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C19 C18 1.376(3) . ? C19 C20 1.385(3) . ? C19 H19 0.95 . ? C18 H18 0.95 . ? C20 H20 0.95 . ? C9 C8 1.538(5) . ? C9 H9A 0.99 . ? C9 H9B 0.99 . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C8A C9A 1.33(4) . ? C8A H8A1 0.99 . ? C8A H8A2 0.99 . ? C9A H9A1 0.99 . ? C9A H9A2 0.99 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 N11 N12 119.10(12) . . ? C13 N11 C6 128.75(12) . . ? N12 N11 C6 111.83(11) . . ? C5 N1 N2 109.01(12) . . ? C5 N1 C14 127.22(12) . . ? N2 N1 C14 123.65(12) . . ? N11 N12 H11 109.5(14) . . ? N11 N12 H12 108.3(15) . . ? H11 N12 H12 105(2) . . ? N3 N2 N1 105.62(12) . . ? C5 N4 N3 105.17(12) . . ? N1 C14 C13 109.97(12) . . ? N1 C14 C15 110.94(12) . . ? C13 C14 C15 111.92(12) . . ? N1 C14 H14 108 . . ? C13 C14 H14 108 . . ? C15 C14 H14 108 . . ? N4 C5 N1 108.89(13) . . ? N4 C5 C6 127.87(13) . . ? N1 C5 C6 123.24(13) . . ? N2 N3 N4 111.31(12) . . ? O13 C13 N11 122.86(14) . . ? O13 C13 C14 117.49(13) . . ? N11 C13 C14 119.61(12) . . ? C16 C15 C14 113.25(12) . . ? C16 C15 H15A 108.9 . . ? C14 C15 H15A 108.9 . . ? C16 C15 H15B 108.9 . . ? C14 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? N11 C6 C5 108.48(12) . . ? N11 C6 C10 111.36(11) . . ? C5 C6 C10 110.35(12) . . ? N11 C6 C7 111.44(12) . . ? C5 C6 C7 110.10(11) . . ? C10 C6 C7 105.09(12) . . ? C20 C21 C16 120.70(16) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? C18 C17 C16 121.00(16) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C16 C21 118.10(15) . . ? C17 C16 C15 120.40(14) . . ? C21 C16 C15 121.50(14) . . ? C9 C10 C6 104.14(17) . . ? C6 C10 C9A 102.7(10) . . ? C9 C10 H10A 110.9 . . ? C6 C10 H10A 110.9 . . ? C9 C10 H10B 110.9 . . ? C6 C10 H10B 110.9 . . ? H10A C10 H10B 108.9 . . ? C8 C7 C6 105.54(17) . . ? C8A C7 C6 103.8(9) . . ? C8 C7 H7A 110.6 . . ? C6 C7 H7A 110.6 . . ? C8 C7 H7B 110.6 . . ? C6 C7 H7B 110.6 . . ? H7A C7 H7B 108.8 . . ? C18 C19 C20 119.54(17) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C19 C18 C17 120.47(17) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C19 C20 C21 120.19(17) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C10 C9 C8 102.0(2) . . ? C10 C9 H9A 111.4 . . ? C8 C9 H9A 111.4 . . ? C10 C9 H9B 111.4 . . ? C8 C9 H9B 111.4 . . ? H9A C9 H9B 109.2 . . ? C7 C8 C9 103.7(2) . . ? C7 C8 H8A 111 . . ? C9 C8 H8A 111 . . ? C7 C8 H8B 111 . . ? C9 C8 H8B 111 . . ? H8A C8 H8B 109 . . ? C9A C8A C7 107(2) . . ? C9A C8A H8A1 110.3 . . ? C7 C8A H8A1 110.3 . . ? C9A C8A H8A2 110.3 . . ? C7 C8A H8A2 110.3 . . ? H8A1 C8A H8A2 108.5 . . ? C8A C9A C10 109(2) . . ? C8A C9A H9A1 109.9 . . ? C10 C9A H9A1 109.9 . . ? C8A C9A H9A2 109.9 . . ? C10 C9A H9A2 109.9 . . ? H9A1 C9A H9A2 108.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 N2 N3 0.01(16) . . . . ? C14 N1 N2 N3 -176.25(12) . . . . ? C5 N1 C14 C13 15.43(19) . . . . ? N2 N1 C14 C13 -169.01(12) . . . . ? C5 N1 C14 C15 -108.93(16) . . . . ? N2 N1 C14 C15 66.63(17) . . . . ? N3 N4 C5 N1 -0.39(16) . . . . ? N3 N4 C5 C6 179.34(14) . . . . ? N2 N1 C5 N4 0.25(16) . . . . ? C14 N1 C5 N4 176.34(13) . . . . ? N2 N1 C5 C6 -179.50(12) . . . . ? C14 N1 C5 C6 -3.4(2) . . . . ? N1 N2 N3 N4 -0.26(16) . . . . ? C5 N4 N3 N2 0.41(16) . . . . ? N12 N11 C13 O13 4.7(2) . . . . ? C6 N11 C13 O13 177.59(13) . . . . ? N12 N11 C13 C14 -172.87(12) . . . . ? C6 N11 C13 C14 0.0(2) . . . . ? N1 C14 C13 O13 168.99(12) . . . . ? C15 C14 C13 O13 -67.22(17) . . . . ? N1 C14 C13 N11 -13.27(18) . . . . ? C15 C14 C13 N11 110.52(15) . . . . ? N1 C14 C15 C16 57.74(16) . . . . ? C13 C14 C15 C16 -65.51(16) . . . . ? C13 N11 C6 C5 12.01(19) . . . . ? N12 N11 C6 C5 -174.72(11) . . . . ? C13 N11 C6 C10 -109.62(16) . . . . ? N12 N11 C6 C10 63.65(15) . . . . ? C13 N11 C6 C7 133.38(15) . . . . ? N12 N11 C6 C7 -53.36(15) . . . . ? N4 C5 C6 N11 169.96(14) . . . . ? N1 C5 C6 N11 -10.34(18) . . . . ? N4 C5 C6 C10 -67.79(18) . . . . ? N1 C5 C6 C10 111.91(15) . . . . ? N4 C5 C6 C7 47.78(19) . . . . ? N1 C5 C6 C7 -132.53(14) . . . . ? C18 C17 C16 C21 -0.4(3) . . . . ? C18 C17 C16 C15 -179.39(16) . . . . ? C20 C21 C16 C17 0.5(2) . . . . ? C20 C21 C16 C15 179.43(15) . . . . ? C14 C15 C16 C17 94.45(17) . . . . ? C14 C15 C16 C21 -84.48(18) . . . . ? N11 C6 C10 C9 -142.86(19) . . . . ? C5 C6 C10 C9 96.6(2) . . . . ? C7 C6 C10 C9 -22.1(2) . . . . ? N11 C6 C10 C9A -120.3(16) . . . . ? C5 C6 C10 C9A 119.1(16) . . . . ? C7 C6 C10 C9A 0.5(16) . . . . ? N11 C6 C7 C8 115.7(2) . . . . ? C5 C6 C7 C8 -123.9(2) . . . . ? C10 C6 C7 C8 -5.0(2) . . . . ? N11 C6 C7 C8A 139.1(14) . . . . ? C5 C6 C7 C8A -100.4(14) . . . . ? C10 C6 C7 C8A 18.4(14) . . . . ? C20 C19 C18 C17 0.4(3) . . . . ? C16 C17 C18 C19 0.0(3) . . . . ? C18 C19 C20 C21 -0.4(3) . . . . ? C16 C21 C20 C19 -0.1(3) . . . . ? C6 C10 C9 C8 40.4(3) . . . . ? C6 C7 C8 C9 30.0(3) . . . . ? C10 C9 C8 C7 -43.9(4) . . . . ? C6 C7 C8A C9A -35(4) . . . . ? C7 C8A C9A C10 36(5) . . . . ? C6 C10 C9A C8A -23(4) . . . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF