#\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2016-06-03 at 15:36:49 # 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 : php650 php650_od #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_global #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2016-06-03 _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 :2016-06-12 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_php650 _audit_creation_date 2016-06-03T15:36:49-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C15 H16 N6 O' _chemical_formula_moiety 'C15 H16 N6 O' _chemical_formula_weight 296.34 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 14.6004(4) _cell_length_b 12.6936(3) _cell_length_c 15.8003(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2928.30(14) _cell_formula_units_Z 8 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 9473 _cell_measurement_theta_min 3.0241 _cell_measurement_theta_max 70.9621 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.344 _exptl_crystal_F_000 1248 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.738 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.85249 _exptl_absorpt_correction_T_max 1 _shelx_estimated_absorpt_T_min 0.866 _shelx_estimated_absorpt_T_max 0.866 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator mirror _diffrn_detector_area_resol_mean 10.3756 _diffrn_orient_matrix_ub_11 0.0502171 _diffrn_orient_matrix_ub_12 -0.0332955 _diffrn_orient_matrix_ub_13 0.0814503 _diffrn_orient_matrix_ub_21 0.0596159 _diffrn_orient_matrix_ub_22 -0.0767191 _diffrn_orient_matrix_ub_23 -0.0516326 _diffrn_orient_matrix_ub_31 0.0711199 _diffrn_orient_matrix_ub_32 0.0879711 _diffrn_orient_matrix_ub_33 -0.0142767 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_unetI/netI 0.0475 _diffrn_reflns_number 19784 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 5.4 _diffrn_reflns_theta_max 71.104 _diffrn_reflns_theta_full 67.684 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.996 _reflns_Friedel_coverage 0 _reflns_number_total 2822 _reflns_number_gt 2482 _reflns_threshold_expression 'I > 2\s(I)' #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _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^)+(0.0449P)^2^+0.9750P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2822 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0866 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.223 _refine_diff_density_min -0.258 _refine_diff_density_rms 0.046 #----------------------------------------------------------------------------# # 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 0.0181 0.0091 '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 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 O8 O 0.01848(6) 0.15019(7) 0.15422(6) 0.0256(2) Uani 1 1 d . . . . . N1 N 0.23050(6) 0.03367(8) 0.21886(7) 0.0176(2) Uani 1 1 d . . . . . N2 N 0.32229(7) 0.04085(9) 0.22788(7) 0.0226(2) Uani 1 1 d . . . . . N4 N 0.27616(7) -0.11703(8) 0.26703(7) 0.0237(3) Uani 1 1 d . . . . . N3 N 0.34850(7) -0.05037(9) 0.25680(7) 0.0244(2) Uani 1 1 d . . . . . N13 N 0.13472(8) -0.06000(9) -0.06091(7) 0.0254(3) Uani 1 1 d . . . . . N7 N 0.04964(7) -0.00817(8) 0.21170(7) 0.0219(2) Uani 1 1 d . . . . . C14 C 0.22469(8) -0.09054(10) -0.05199(8) 0.0224(3) Uani 1 1 d . . . . . C19 C 0.26626(8) -0.02105(10) 0.00701(8) 0.0208(3) Uani 1 1 d . . . . . C5 C 0.20378(8) -0.06234(9) 0.24297(8) 0.0186(3) Uani 1 1 d . . . . . C10 C 0.20735(9) 0.14484(10) 0.09209(8) 0.0216(3) Uani 1 1 d . . . . . H10A H 0.1714 0.2054 0.0707 0.026 Uiso 1 1 calc R U . . . H10B H 0.2725 0.1665 0.0941 0.026 Uiso 1 1 calc R U . . . C6 C 0.10546(8) -0.09551(9) 0.24469(8) 0.0192(3) Uani 1 1 d . . . . . C15 C 0.27285(9) -0.17134(10) -0.09197(8) 0.0259(3) Uani 1 1 d . . . . . H15 H 0.2438 -0.2168 -0.1315 0.031 Uiso 1 1 calc R U . . . C12 C 0.11976(9) 0.02779(10) -0.01199(8) 0.0237(3) Uani 1 1 d . . . . . H12 H 0.0633 0.0648 -0.0087 0.028 Uiso 1 1 calc R U . . . C18 C 0.35934(9) -0.03609(10) 0.02688(9) 0.0242(3) Uani 1 1 d . . . . . H18 H 0.3889 0.0081 0.067 0.029 Uiso 1 1 calc R U . . . C8 C 0.07425(8) 0.08646(9) 0.18245(8) 0.0192(3) Uani 1 1 d . . . . . C9 C 0.17501(8) 0.11837(9) 0.18253(8) 0.0188(3) Uani 1 1 d . . . . . H9 H 0.1822 0.1826 0.2186 0.023 Uiso 1 1 calc R U . . . C6B C 0.09101(9) -0.19230(10) 0.18854(10) 0.0294(3) Uani 1 1 d . . . . . H6B1 H 0.026 -0.2113 0.1884 0.044 Uiso 1 1 calc R U . . . H6B2 H 0.1271 -0.2513 0.2106 0.044 Uiso 1 1 calc R U . . . H6B3 H 0.1107 -0.1762 0.1307 0.044 Uiso 1 1 calc R U . . . C16 C 0.36438(9) -0.18285(11) -0.07202(9) 0.0281(3) Uani 1 1 d . . . . . H16 H 0.3991 -0.2367 -0.0987 0.034 Uiso 1 1 calc R U . . . C11 C 0.19757(8) 0.05444(10) 0.03134(8) 0.0210(3) Uani 1 1 d . . . . . C17 C 0.40712(9) -0.11610(11) -0.01280(9) 0.0280(3) Uani 1 1 d . . . . . H17 H 0.47 -0.1262 0.0001 0.034 Uiso 1 1 calc R U . . . C6A C 0.07628(9) -0.11726(11) 0.33621(9) 0.0263(3) Uani 1 1 d . . . . . H6A1 H 0.0867 -0.0542 0.3706 0.039 Uiso 1 1 calc R U . . . H6A2 H 0.1124 -0.1759 0.359 0.039 Uiso 1 1 calc R U . . . H6A3 H 0.0111 -0.1357 0.3376 0.039 Uiso 1 1 calc R U . . . H7 H -0.0106(13) -0.0207(13) 0.2141(10) 0.035(4) Uiso 1 1 d . . . . . H13 H 0.0931(12) -0.0904(13) -0.0931(11) 0.037(5) 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 O8 0.0200(4) 0.0230(5) 0.0337(5) -0.0007(4) -0.0060(4) 0.0057(3) N1 0.0115(5) 0.0201(5) 0.0211(5) 0.0007(4) -0.0012(4) -0.0010(4) N2 0.0132(5) 0.0285(6) 0.0260(6) 0.0023(4) -0.0027(4) -0.0018(4) N4 0.0144(5) 0.0260(6) 0.0308(6) 0.0049(5) 0.0004(4) 0.0015(4) N3 0.0136(5) 0.0304(6) 0.0293(6) 0.0051(5) -0.0008(4) -0.0003(4) N13 0.0208(5) 0.0308(6) 0.0248(6) -0.0035(5) -0.0042(4) -0.0023(5) N7 0.0109(5) 0.0231(5) 0.0316(6) 0.0010(4) -0.0007(4) 0.0006(4) C14 0.0212(6) 0.0254(6) 0.0207(6) 0.0026(5) -0.0001(5) -0.0041(5) C19 0.0204(6) 0.0231(6) 0.0188(6) 0.0036(5) 0.0011(5) -0.0032(5) C5 0.0153(6) 0.0197(6) 0.0208(6) 0.0002(5) 0.0008(5) 0.0006(4) C10 0.0218(6) 0.0200(6) 0.0231(7) 0.0025(5) -0.0014(5) -0.0024(5) C6 0.0131(6) 0.0182(5) 0.0264(7) 0.0003(5) 0.0001(5) 0.0000(4) C15 0.0293(7) 0.0258(6) 0.0226(7) -0.0003(5) 0.0018(5) -0.0033(5) C12 0.0200(6) 0.0274(6) 0.0236(7) 0.0001(5) -0.0007(5) 0.0015(5) C18 0.0204(6) 0.0294(7) 0.0228(7) 0.0026(5) -0.0011(5) -0.0043(5) C8 0.0164(6) 0.0205(6) 0.0208(6) -0.0042(5) -0.0019(5) 0.0021(5) C9 0.0172(6) 0.0164(5) 0.0227(6) -0.0007(5) -0.0033(5) 0.0004(4) C6B 0.0226(6) 0.0245(6) 0.0410(8) -0.0090(6) -0.0014(6) -0.0004(5) C16 0.0297(7) 0.0277(7) 0.0270(7) 0.0032(5) 0.0076(5) 0.0038(5) C11 0.0202(6) 0.0231(6) 0.0197(6) 0.0029(5) 0.0002(5) -0.0019(5) C17 0.0199(6) 0.0344(7) 0.0297(7) 0.0058(6) 0.0016(5) 0.0019(5) C6A 0.0195(6) 0.0298(7) 0.0295(7) 0.0041(5) 0.0036(5) -0.0021(5) #----------------------------------------------------------------------------# # 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 O8 C8 1.2314(15) . ? N1 C5 1.3352(16) . ? N1 N2 1.3508(14) . ? N1 C9 1.4634(15) . ? N2 N3 1.3024(15) . ? N4 C5 1.3202(16) . ? N4 N3 1.3630(15) . ? N13 C12 1.3736(17) . ? N13 C14 1.3768(16) . ? N13 H13 0.882(18) . ? N7 C8 1.3362(16) . ? N7 C6 1.4714(15) . ? N7 H7 0.895(18) . ? C14 C15 1.3948(19) . ? C14 C19 1.4197(18) . ? C19 C18 1.4077(17) . ? C19 C11 1.4395(18) . ? C5 C6 1.4963(16) . ? C10 C11 1.5029(17) . ? C10 C9 1.5421(17) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C6 C6B 1.5300(17) . ? C6 C6A 1.5326(18) . ? C15 C16 1.3808(19) . ? C15 H15 0.95 . ? C12 C11 1.3688(17) . ? C12 H12 0.95 . ? C18 C17 1.3824(19) . ? C18 H18 0.95 . ? C8 C9 1.5259(16) . ? C9 H9 1 . ? C6B H6B1 0.98 . ? C6B H6B2 0.98 . ? C6B H6B3 0.98 . ? C16 C17 1.408(2) . ? C16 H16 0.95 . ? C17 H17 0.95 . ? C6A H6A1 0.98 . ? C6A H6A2 0.98 . ? C6A H6A3 0.98 . ? 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 C5 N1 N2 108.75(10) . . ? C5 N1 C9 128.37(10) . . ? N2 N1 C9 122.76(10) . . ? N3 N2 N1 105.58(10) . . ? C5 N4 N3 105.05(10) . . ? N2 N3 N4 111.46(10) . . ? C12 N13 C14 108.82(11) . . ? C12 N13 H13 124.8(11) . . ? C14 N13 H13 126.4(11) . . ? C8 N7 C6 130.61(10) . . ? C8 N7 H7 116.1(10) . . ? C6 N7 H7 113.3(10) . . ? N13 C14 C15 129.92(12) . . ? N13 C14 C19 107.47(11) . . ? C15 C14 C19 122.60(12) . . ? C18 C19 C14 118.36(12) . . ? C18 C19 C11 134.70(12) . . ? C14 C19 C11 106.92(11) . . ? N4 C5 N1 109.16(11) . . ? N4 C5 C6 127.93(11) . . ? N1 C5 C6 122.85(11) . . ? C11 C10 C9 113.35(10) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N7 C6 C5 108.24(10) . . ? N7 C6 C6B 108.86(10) . . ? C5 C6 C6B 110.35(10) . . ? N7 C6 C6A 108.42(10) . . ? C5 C6 C6A 109.54(10) . . ? C6B C6 C6A 111.35(11) . . ? C16 C15 C14 117.54(13) . . ? C16 C15 H15 121.2 . . ? C14 C15 H15 121.2 . . ? C11 C12 N13 110.48(11) . . ? C11 C12 H12 124.8 . . ? N13 C12 H12 124.8 . . ? C17 C18 C19 119.06(12) . . ? C17 C18 H18 120.5 . . ? C19 C18 H18 120.5 . . ? O8 C8 N7 122.55(11) . . ? O8 C8 C9 117.61(11) . . ? N7 C8 C9 119.84(10) . . ? N1 C9 C8 109.82(9) . . ? N1 C9 C10 110.73(10) . . ? C8 C9 C10 110.63(10) . . ? N1 C9 H9 108.5 . . ? C8 C9 H9 108.5 . . ? C10 C9 H9 108.5 . . ? C6 C6B H6B1 109.5 . . ? C6 C6B H6B2 109.5 . . ? H6B1 C6B H6B2 109.5 . . ? C6 C6B H6B3 109.5 . . ? H6B1 C6B H6B3 109.5 . . ? H6B2 C6B H6B3 109.5 . . ? C15 C16 C17 121.13(13) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C12 C11 C19 106.27(11) . . ? C12 C11 C10 125.95(11) . . ? C19 C11 C10 127.78(11) . . ? C18 C17 C16 121.31(12) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C6 C6A H6A1 109.5 . . ? C6 C6A H6A2 109.5 . . ? H6A1 C6A H6A2 109.5 . . ? C6 C6A H6A3 109.5 . . ? H6A1 C6A H6A3 109.5 . . ? H6A2 C6A H6A3 109.5 . . ? 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 0.14(13) . . . . ? C9 N1 N2 N3 -176.06(11) . . . . ? N1 N2 N3 N4 -0.07(14) . . . . ? C5 N4 N3 N2 -0.02(15) . . . . ? C12 N13 C14 C15 -176.43(13) . . . . ? C12 N13 C14 C19 2.02(14) . . . . ? N13 C14 C19 C18 -179.88(11) . . . . ? C15 C14 C19 C18 -1.29(19) . . . . ? N13 C14 C19 C11 -1.52(14) . . . . ? C15 C14 C19 C11 177.06(12) . . . . ? N3 N4 C5 N1 0.10(14) . . . . ? N3 N4 C5 C6 -177.10(12) . . . . ? N2 N1 C5 N4 -0.15(14) . . . . ? C9 N1 C5 N4 175.77(11) . . . . ? N2 N1 C5 C6 177.22(11) . . . . ? C9 N1 C5 C6 -6.9(2) . . . . ? C8 N7 C6 C5 0.99(18) . . . . ? C8 N7 C6 C6B -118.98(14) . . . . ? C8 N7 C6 C6A 119.74(14) . . . . ? N4 C5 C6 N7 179.98(12) . . . . ? N1 C5 C6 N7 3.13(17) . . . . ? N4 C5 C6 C6B -60.99(17) . . . . ? N1 C5 C6 C6B 122.16(13) . . . . ? N4 C5 C6 C6A 61.95(17) . . . . ? N1 C5 C6 C6A -114.91(13) . . . . ? N13 C14 C15 C16 178.54(13) . . . . ? C19 C14 C15 C16 0.30(19) . . . . ? C14 N13 C12 C11 -1.78(15) . . . . ? C14 C19 C18 C17 1.31(18) . . . . ? C11 C19 C18 C17 -176.47(13) . . . . ? C6 N7 C8 O8 177.57(12) . . . . ? C6 N7 C8 C9 -1.8(2) . . . . ? C5 N1 C9 C8 5.45(17) . . . . ? N2 N1 C9 C8 -179.14(10) . . . . ? C5 N1 C9 C10 -117.01(13) . . . . ? N2 N1 C9 C10 58.39(14) . . . . ? O8 C8 C9 N1 179.49(11) . . . . ? N7 C8 C9 N1 -1.09(16) . . . . ? O8 C8 C9 C10 -57.99(14) . . . . ? N7 C8 C9 C10 121.43(12) . . . . ? C11 C10 C9 N1 62.37(13) . . . . ? C11 C10 C9 C8 -59.62(13) . . . . ? C14 C15 C16 C17 0.7(2) . . . . ? N13 C12 C11 C19 0.78(15) . . . . ? N13 C12 C11 C10 -179.06(11) . . . . ? C18 C19 C11 C12 178.43(14) . . . . ? C14 C19 C11 C12 0.46(14) . . . . ? C18 C19 C11 C10 -1.7(2) . . . . ? C14 C19 C11 C10 -179.69(12) . . . . ? C9 C10 C11 C12 84.04(15) . . . . ? C9 C10 C11 C19 -95.77(15) . . . . ? C19 C18 C17 C16 -0.4(2) . . . . ? C15 C16 C17 C18 -0.6(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C15 H15 N4 0.95 2.69 3.4903(17) 142 8 N7 H7 N3 0.895(18) 2.141(19) 3.0263(15) 170.1(15) 6_556 N13 H13 O8 0.882(18) 2.040(18) 2.9134(14) 170.5(16) 5 C15 H15 N4 0.95 2.69 3.4903(17) 142 8 N7 H7 N3 0.895(18) 2.141(19) 3.0263(15) 170.1(15) 6_556 N13 H13 O8 0.882(18) 2.040(18) 2.9134(14) 170.5(16) 5 # 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