#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/45/2014558.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2014558 loop_ _publ_author_name 'Nesterov, Vladimir N.' 'Nesterov, Volodymyr V.' _publ_section_title ; Polymorphism and solvolysis of 2-cyano-3-[4-(N,N-diethylamino)phenyl]prop-2-enethioamide ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o781 _journal_page_last o785 _journal_volume 60 _journal_year 2004 _chemical_formula_moiety 'C14 H17 N3 S, 0.25C2 H3 N' _chemical_formula_sum 'C14.5 H17.75 N3.25 S' _chemical_formula_weight 269.64 _chemical_name_systematic ; 2-cyano-3-[4-(N,N-diethylamino)phenyl]prop-2-enethioamide acetonitrile 0.25-solvate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 101.19(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 16 _cell_length_a 39.370(8) _cell_length_b 8.8800(18) _cell_length_c 17.056(3) _cell_measurement_reflns_used 24 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 11 _cell_measurement_theta_min 10 _cell_volume 5850(2) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf--Nonuis, 1989)' _computing_data_reduction 'SHELXTL-Plus (Sheldrick, 1994)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Enraf--Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0501 _diffrn_reflns_av_sigmaI/netI 0.0928 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 5506 _diffrn_reflns_theta_full 25.48 _diffrn_reflns_theta_max 25.48 _diffrn_reflns_theta_min 1.05 _diffrn_standards_decay_% 3 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.212 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 2296 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.378 _refine_diff_density_min -0.241 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.992 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 344 _refine_ls_number_reflns 5423 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.992 _refine_ls_R_factor_all 0.1504 _refine_ls_R_factor_gt 0.0503 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.075P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1184 _refine_ls_wR_factor_ref 0.1485 _reflns_number_gt 2754 _reflns_number_total 5423 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sq1169.cif _[local]_cod_data_source_block Ic _[local]_cod_cif_authors_sg_H-M 'C 2/c' _[local]_cod_chemical_formula_sum_orig 'C14.5 H17.75 N3.25 S1' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2014558 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1A 0.30718(2) 0.24174(11) 0.27209(5) 0.0478(3) Uani d . 1 . . S N1A 0.32656(7) 0.2712(4) -0.01178(18) 0.0536(8) Uani d . 1 . . N N2A 0.35114(7) 0.3122(3) 0.18127(16) 0.0512(8) Uani d . 1 . . N H2AA 0.3580 0.3148 0.1363 0.061 Uiso calc R 1 . . H H2AB 0.3637 0.3513 0.2232 0.061 Uiso calc R 1 . . H N3A 0.18347(7) -0.2138(3) -0.13861(16) 0.0453(7) Uani d . 1 . . N C1A 0.25282(7) 0.0149(3) 0.04174(17) 0.0338(7) Uani d . 1 . . C C2A 0.22709(8) -0.0820(4) 0.05954(19) 0.0419(8) Uani d . 1 . . C H2AC 0.2253 -0.0953 0.1127 0.050 Uiso calc R 1 . . H C3A 0.20450(8) -0.1576(4) 0.00131(19) 0.0419(8) Uani d . 1 . . C H3AA 0.1878 -0.2201 0.0159 0.050 Uiso calc R 1 . . H C4A 0.20615(8) -0.1424(3) -0.0792(2) 0.0394(8) Uani d . 1 . . C C5A 0.23241(8) -0.0470(4) -0.09762(18) 0.0425(8) Uani d . 1 . . C H5AA 0.2345 -0.0352 -0.1507 0.051 Uiso calc R 1 . . H C6A 0.25474(8) 0.0280(4) -0.03933(18) 0.0398(8) Uani d . 1 . . C H6AA 0.2717 0.0893 -0.0537 0.048 Uiso calc R 1 . . H C7A 0.27457(8) 0.0913(3) 0.10672(17) 0.0351(7) Uani d . 1 . . C H7AA 0.2687 0.0735 0.1562 0.042 Uiso calc R 1 . . H C8A 0.30202(7) 0.1846(3) 0.10968(17) 0.0318(7) Uani d . 1 . . C C9A 0.31473(7) 0.2292(4) 0.04067(19) 0.0366(8) Uani d . 1 . . C C10A 0.32134(8) 0.2480(3) 0.18593(17) 0.0351(7) Uani d . 1 . . C C11A 0.15694(9) -0.3130(4) -0.1196(2) 0.0538(10) Uani d . 1 . . C H11B 0.1664 -0.3695 -0.0717 0.065 Uiso calc R 1 . . H H11C 0.1503 -0.3844 -0.1629 0.065 Uiso calc R 1 . . H C12A 0.12486(9) -0.2282(5) -0.1065(3) 0.0697(12) Uani d . 1 . . C H12A 0.1078 -0.2988 -0.0959 0.105 Uiso calc R 1 . . H H12B 0.1155 -0.1710 -0.1535 0.105 Uiso calc R 1 . . H H12C 0.1310 -0.1613 -0.0617 0.105 Uiso calc R 1 . . H C13A 0.18095(9) -0.1790(4) -0.2231(2) 0.0517(9) Uani d . 1 . . C H13A 0.1881 -0.0756 -0.2281 0.062 Uiso calc R 1 . . H H13B 0.1569 -0.1871 -0.2498 0.062 Uiso calc R 1 . . H C14A 0.20243(10) -0.2797(5) -0.2647(2) 0.0678(12) Uani d . 1 . . C H14B 0.1995 -0.2507 -0.3198 0.102 Uiso calc R 1 . . H H14C 0.1951 -0.3822 -0.2613 0.102 Uiso calc R 1 . . H H14D 0.2264 -0.2705 -0.2396 0.102 Uiso calc R 1 . . H S1B 0.41456(2) 0.47668(11) 0.30624(5) 0.0500(3) Uani d . 1 . . S N1B 0.40596(8) 0.6653(4) 0.58260(19) 0.0717(11) Uani d . 1 . . N N2B 0.37145(7) 0.5157(3) 0.40298(16) 0.0463(7) Uani d . 1 . . N H2BA 0.3660 0.5484 0.4464 0.056 Uiso calc R 1 . . H H2BB 0.3564 0.4690 0.3683 0.056 Uiso calc R 1 . . H N3B 0.57131(7) 0.9542(3) 0.63859(16) 0.0446(7) Uani d . 1 . . N C1B 0.48736(8) 0.7335(3) 0.49443(18) 0.0364(7) Uani d . 1 . . C C2B 0.52112(8) 0.7223(4) 0.4801(2) 0.0445(8) Uani d . 1 . . C H2BC 0.5250 0.6643 0.4372 0.053 Uiso calc R 1 . . H C3B 0.54872(8) 0.7935(4) 0.5268(2) 0.0456(9) Uani d . 1 . . C H3BA 0.5708 0.7806 0.5159 0.055 Uiso calc R 1 . . H C4B 0.54420(8) 0.8859(4) 0.59123(18) 0.0383(8) Uani d . 1 . . C C5B 0.50987(8) 0.9042(4) 0.60238(18) 0.0407(8) Uani d . 1 . . C H5BA 0.5055 0.9691 0.6421 0.049 Uiso calc R 1 . . H C6B 0.48296(8) 0.8299(4) 0.55692(18) 0.0400(8) Uani d . 1 . . C H6BA 0.4609 0.8432 0.5675 0.048 Uiso calc R 1 . . H C7B 0.46041(8) 0.6522(3) 0.44399(18) 0.0368(8) Uani d . 1 . . C H7BA 0.4663 0.6158 0.3973 0.044 Uiso calc R 1 . . H C8B 0.42750(8) 0.6185(3) 0.45210(18) 0.0348(7) Uani d . 1 . . C C9B 0.41600(8) 0.6480(4) 0.5246(2) 0.0427(8) Uani d . 1 . . C C10B 0.40321(8) 0.5375(3) 0.38965(18) 0.0357(7) Uani d . 1 . . C C11B 0.60725(8) 0.9184(4) 0.6357(2) 0.0531(10) Uani d . 1 . . C H11A 0.6084 0.8152 0.6179 0.064 Uiso calc R 1 . . H H11D 0.6210 0.9252 0.6893 0.064 Uiso calc R 1 . . H C12B 0.62301(10) 1.0190(5) 0.5817(3) 0.0750(13) Uani d . 1 . . C H12D 0.6464 0.9877 0.5821 0.113 Uiso calc R 1 . . H H12E 0.6230 1.1211 0.6002 0.113 Uiso calc R 1 . . H H12F 0.6098 1.0126 0.5283 0.113 Uiso calc R 1 . . H C13B 0.56671(9) 1.0554(4) 0.7037(2) 0.0514(9) Uani d . 1 . . C H13C 0.5458 1.1141 0.6868 0.062 Uiso calc R 1 . . H H13D 0.5861 1.1249 0.7146 0.062 Uiso calc R 1 . . H C14B 0.56427(11) 0.9718(5) 0.7793(2) 0.0748(13) Uani d . 1 . . C H14A 0.5613 1.0425 0.8200 0.112 Uiso calc R 1 . . H H14E 0.5851 0.9151 0.7969 0.112 Uiso calc R 1 . . H H14F 0.5448 0.9045 0.7692 0.112 Uiso calc R 1 . . H N1S 0.5000 0.7142(8) 0.2500 0.110(2) Uani d S 1 . . N C1S 0.5000 0.5886(9) 0.2500 0.0738(18) Uani d S 1 . . C C2S 0.5000 0.4252(8) 0.2500 0.130(3) Uani d S 1 . . C H2SA 0.5178 0.3891 0.2925 0.195 Uiso calc PR 0.50 . . H H2SB 0.5043 0.3891 0.1998 0.195 Uiso calc PR 0.50 . . H H2SC 0.4779 0.3891 0.2577 0.195 Uiso calc PR 0.50 . . H 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 S1A 0.0487(5) 0.0586(6) 0.0382(5) -0.0023(5) 0.0134(4) -0.0077(4) N1A 0.0501(18) 0.062(2) 0.0504(18) -0.0092(16) 0.0147(15) -0.0046(16) N2A 0.0421(16) 0.072(2) 0.0395(16) -0.0167(16) 0.0074(13) -0.0171(15) N3A 0.0458(16) 0.0388(17) 0.0479(17) -0.0098(14) 0.0009(13) -0.0044(14) C1A 0.0325(17) 0.0321(18) 0.0349(18) 0.0000(15) 0.0016(13) 0.0021(15) C2A 0.045(2) 0.042(2) 0.0380(18) -0.0014(17) 0.0060(15) 0.0076(16) C3A 0.0388(19) 0.036(2) 0.049(2) -0.0070(16) 0.0047(16) 0.0044(16) C4A 0.0378(18) 0.0293(18) 0.048(2) 0.0005(15) -0.0003(15) -0.0012(15) C5A 0.046(2) 0.042(2) 0.0362(18) -0.0026(17) 0.0015(15) 0.0008(16) C6A 0.0393(18) 0.0347(19) 0.044(2) -0.0043(16) 0.0044(15) 0.0012(16) C7A 0.0363(18) 0.0352(19) 0.0335(17) 0.0080(15) 0.0058(14) 0.0022(15) C8A 0.0311(16) 0.0285(17) 0.0357(17) 0.0049(14) 0.0065(13) -0.0031(14) C9A 0.0307(17) 0.0345(19) 0.0425(19) 0.0004(15) 0.0020(15) -0.0100(16) C10A 0.0354(17) 0.0305(17) 0.0390(18) 0.0044(15) 0.0063(13) -0.0034(15) C11A 0.053(2) 0.045(2) 0.059(2) -0.0105(19) 0.0020(18) -0.0079(19) C12A 0.053(2) 0.077(3) 0.078(3) -0.005(2) 0.008(2) -0.012(2) C13A 0.052(2) 0.045(2) 0.052(2) -0.0050(18) -0.0037(18) -0.0031(18) C14A 0.083(3) 0.064(3) 0.054(2) 0.003(2) 0.007(2) -0.004(2) S1B 0.0437(5) 0.0612(6) 0.0456(5) -0.0129(5) 0.0098(4) -0.0153(5) N1B 0.056(2) 0.107(3) 0.056(2) -0.028(2) 0.0208(17) -0.022(2) N2B 0.0386(16) 0.0543(19) 0.0455(16) -0.0096(14) 0.0072(12) -0.0101(14) N3B 0.0406(16) 0.0371(16) 0.0520(17) -0.0047(14) -0.0012(13) -0.0032(14) C1B 0.0372(17) 0.0312(18) 0.0400(18) -0.0016(15) 0.0054(14) -0.0017(15) C2B 0.0408(19) 0.044(2) 0.049(2) -0.0027(17) 0.0105(16) -0.0077(17) C3B 0.0345(18) 0.042(2) 0.061(2) -0.0035(16) 0.0118(17) -0.0035(18) C4B 0.0382(18) 0.0311(18) 0.0439(19) -0.0045(15) 0.0033(15) 0.0037(16) C5B 0.0395(19) 0.039(2) 0.0432(19) -0.0051(16) 0.0071(15) -0.0074(16) C6B 0.0353(17) 0.040(2) 0.0444(19) -0.0032(16) 0.0072(15) -0.0022(16) C7B 0.0439(19) 0.0305(19) 0.0347(17) 0.0037(15) 0.0045(15) -0.0001(14) C8B 0.0345(17) 0.0324(18) 0.0378(18) -0.0013(15) 0.0074(14) -0.0017(15) C9B 0.0344(18) 0.048(2) 0.044(2) -0.0106(16) 0.0021(16) -0.0048(17) C10B 0.0342(17) 0.0295(18) 0.0422(18) 0.0005(14) 0.0042(14) 0.0086(15) C11B 0.041(2) 0.038(2) 0.075(3) -0.0047(17) -0.0037(18) 0.0073(19) C12B 0.058(3) 0.061(3) 0.111(4) -0.010(2) 0.029(2) 0.012(3) C13B 0.051(2) 0.042(2) 0.057(2) -0.0123(18) 0.0014(17) -0.0069(19) C14B 0.087(3) 0.078(3) 0.057(2) -0.015(3) 0.006(2) 0.003(2) N1S 0.142(6) 0.074(4) 0.134(6) 0.000 0.079(5) 0.000 C1S 0.073(4) 0.081(5) 0.080(4) 0.000 0.045(3) 0.000 C2S 0.149(8) 0.060(5) 0.212(10) 0.000 0.107(7) 0.000 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1A C10A . . 1.671(3) yes N1A C9A . . 1.148(4) yes N2A C10A . . 1.320(4) yes N2A H2AA . . 0.8600 no N2A H2AB . . 0.8600 no N3A C4A . . 1.369(4) yes N3A C11A . . 1.451(4) no N3A C13A . . 1.458(4) no C1A C6A . . 1.404(4) no C1A C2A . . 1.406(4) no C1A C7A . . 1.433(4) no C2A C3A . . 1.373(4) no C2A H2AC . . 0.9300 no C3A C4A . . 1.394(4) no C3A H3AA . . 0.9300 no C4A C5A . . 1.418(4) no C5A C6A . . 1.366(4) no C5A H5AA . . 0.9300 no C6A H6AA . . 0.9300 no C7A C8A . . 1.355(4) yes C7A H7AA . . 0.9300 no C8A C9A . . 1.422(4) yes C8A C10A . . 1.484(4) yes C11A C12A . . 1.524(5) no C11A H11B . . 0.9700 no C11A H11C . . 0.9700 no C12A H12A . . 0.9600 no C12A H12B . . 0.9600 no C12A H12C . . 0.9600 no C13A C14A . . 1.500(5) no C13A H13A . . 0.9700 no C13A H13B . . 0.9700 no C14A H14B . . 0.9600 no C14A H14C . . 0.9600 no C14A H14D . . 0.9600 no S1B C10B . . 1.662(3) yes N1B C9B . . 1.144(4) yes N2B C10B . . 1.328(4) yes N2B H2BA . . 0.8600 no N2B H2BB . . 0.8600 no N3B C4B . . 1.351(4) yes N3B C11B . . 1.460(4) no N3B C13B . . 1.467(4) no C1B C2B . . 1.401(4) no C1B C6B . . 1.404(4) no C1B C7B . . 1.426(4) no C2B C3B . . 1.371(4) no C2B H2BC . . 0.9300 no C3B C4B . . 1.410(4) no C3B H3BA . . 0.9300 no C4B C5B . . 1.410(4) no C5B C6B . . 1.356(4) no C5B H5BA . . 0.9300 no C6B H6BA . . 0.9300 no C7B C8B . . 1.363(4) yes C7B H7BA . . 0.9300 no C8B C9B . . 1.422(4) yes C8B C10B . . 1.473(4) yes C11B C12B . . 1.500(5) no C11B H11A . . 0.9700 no C11B H11D . . 0.9700 no C12B H12D . . 0.9600 no C12B H12E . . 0.9600 no C12B H12F . . 0.9600 no C13B C14B . . 1.508(5) no C13B H13C . . 0.9700 no C13B H13D . . 0.9700 no C14B H14A . . 0.9600 no C14B H14E . . 0.9600 no C14B H14F . . 0.9600 no N1S C1S . . 1.116(8) no C1S C2S . . 1.451(10) no C2S H2SA . . 0.9600 no C2S H2SB . . 0.9600 no C2S H2SC . . 0.9600 no 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 0.0000 0.0000 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C10A N2A H2AA 120.0 no C10A N2A H2AB 120.0 no H2AA N2A H2AB 120.0 no C4A N3A C11A 120.7(3) no C4A N3A C13A 122.9(3) no C11A N3A C13A 115.8(3) no C6A C1A C2A 116.2(3) no C6A C1A C7A 125.7(3) no C2A C1A C7A 118.0(3) no C3A C2A C1A 122.4(3) no C3A C2A H2AC 118.8 no C1A C2A H2AC 118.8 no C2A C3A C4A 121.2(3) no C2A C3A H3AA 119.4 no C4A C3A H3AA 119.4 no N3A C4A C3A 122.4(3) no N3A C4A C5A 120.8(3) no C3A C4A C5A 116.8(3) no C6A C5A C4A 121.6(3) no C6A C5A H5AA 119.2 no C4A C5A H5AA 119.2 no C5A C6A C1A 121.8(3) no C5A C6A H6AA 119.1 no C1A C6A H6AA 119.1 no C8A C7A C1A 132.1(3) yes C8A C7A H7AA 113.9 no C1A C7A H7AA 113.9 no C7A C8A C9A 123.1(3) no C7A C8A C10A 122.3(3) no C9A C8A C10A 114.6(3) no N1A C9A C8A 175.4(3) yes N2A C10A C8A 114.9(3) no N2A C10A S1A 121.3(2) no C8A C10A S1A 123.8(2) no N3A C11A C12A 112.7(3) no N3A C11A H11B 109.1 no C12A C11A H11B 109.1 no N3A C11A H11C 109.1 no C12A C11A H11C 109.1 no H11B C11A H11C 107.8 no C11A C12A H12A 109.5 no C11A C12A H12B 109.5 no H12A C12A H12B 109.5 no C11A C12A H12C 109.5 no H12A C12A H12C 109.5 no H12B C12A H12C 109.5 no N3A C13A C14A 113.9(3) no N3A C13A H13A 108.8 no C14A C13A H13A 108.8 no N3A C13A H13B 108.8 no C14A C13A H13B 108.8 no H13A C13A H13B 107.7 no C13A C14A H14B 109.5 no C13A C14A H14C 109.5 no H14B C14A H14C 109.5 no C13A C14A H14D 109.5 no H14B C14A H14D 109.5 no H14C C14A H14D 109.5 no C10B N2B H2BA 120.0 no C10B N2B H2BB 120.0 no H2BA N2B H2BB 120.0 no C4B N3B C11B 122.7(3) no C4B N3B C13B 121.9(3) no C11B N3B C13B 114.9(3) no C2B C1B C6B 115.9(3) no C2B C1B C7B 118.6(3) no C6B C1B C7B 125.4(3) no C3B C2B C1B 122.5(3) no C3B C2B H2BC 118.8 no C1B C2B H2BC 118.8 no C2B C3B C4B 121.1(3) no C2B C3B H3BA 119.5 no C4B C3B H3BA 119.5 no N3B C4B C3B 121.5(3) no N3B C4B C5B 122.3(3) no C3B C4B C5B 116.2(3) no C6B C5B C4B 122.0(3) no C6B C5B H5BA 119.0 no C4B C5B H5BA 119.0 no C5B C6B C1B 122.2(3) no C5B C6B H6BA 118.9 no C1B C6B H6BA 118.9 no C8B C7B C1B 131.4(3) yes C8B C7B H7BA 114.3 no C1B C7B H7BA 114.3 no C7B C8B C9B 121.2(3) no C7B C8B C10B 122.0(3) no C9B C8B C10B 116.6(3) no N1B C9B C8B 176.8(4) yes N2B C10B C8B 116.6(3) no N2B C10B S1B 121.2(2) no C8B C10B S1B 122.2(2) no N3B C11B C12B 114.2(3) no N3B C11B H11A 108.7 no C12B C11B H11A 108.7 no N3B C11B H11D 108.7 no C12B C11B H11D 108.7 no H11A C11B H11D 107.6 no C11B C12B H12D 109.5 no C11B C12B H12E 109.5 no H12D C12B H12E 109.5 no C11B C12B H12F 109.5 no H12D C12B H12F 109.5 no H12E C12B H12F 109.5 no N3B C13B C14B 112.5(3) no N3B C13B H13C 109.1 no C14B C13B H13C 109.1 no N3B C13B H13D 109.1 no C14B C13B H13D 109.1 no H13C C13B H13D 107.8 no C13B C14B H14A 109.5 no C13B C14B H14E 109.5 no H14A C14B H14E 109.5 no C13B C14B H14F 109.5 no H14A C14B H14F 109.5 no H14E C14B H14F 109.5 no N1S C1S C2S 180.000(3) no C1S C2S H2SA 109.5 no C1S C2S H2SB 109.5 no H2SA C2S H2SB 109.5 no C1S C2S H2SC 109.5 no H2SA C2S H2SC 109.5 no H2SB C2S H2SC 109.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N2A H2AA N1B 6_565 0.86 2.26 2.990(4) 143 N2A H2AB S1B 1_555 0.86 2.48 3.293(4) 158 N2B H2BA N1A 6_566 0.86 2.43 3.133(4) 139 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 C6A C1A C2A C3A -1.4(5) no C7A C1A C2A C3A 178.5(3) no C1A C2A C3A C4A 0.4(5) no C11A N3A C4A C3A -1.7(5) no C13A N3A C4A C3A 169.0(3) no C11A N3A C4A C5A 179.1(3) no C13A N3A C4A C5A -10.2(5) no C2A C3A C4A N3A -178.5(3) no C2A C3A C4A C5A 0.7(5) no N3A C4A C5A C6A 178.4(3) no C3A C4A C5A C6A -0.8(5) no C4A C5A C6A C1A -0.2(5) no C2A C1A C6A C5A 1.3(5) no C7A C1A C6A C5A -178.6(3) no C6A C1A C7A C8A -3.4(5) no C2A C1A C7A C8A 176.7(3) yes C1A C7A C8A C9A 1.4(5) no C1A C7A C8A C10A -178.3(3) yes C7A C8A C10A N2A 167.4(3) no C9A C8A C10A N2A -12.4(4) yes C7A C8A C10A S1A -13.0(4) yes C9A C8A C10A S1A 167.3(2) no C4A N3A C11A C12A 83.2(4) no C13A N3A C11A C12A -88.2(4) no C4A N3A C13A C14A 94.4(4) no C11A N3A C13A C14A -94.5(4) no C6B C1B C2B C3B 3.7(5) no C7B C1B C2B C3B -178.3(3) no C1B C2B C3B C4B -1.7(5) no C11B N3B C4B C3B -10.5(5) no C13B N3B C4B C3B 177.4(3) no C11B N3B C4B C5B 170.3(3) no C13B N3B C4B C5B -1.7(5) no C2B C3B C4B N3B 178.7(3) no C2B C3B C4B C5B -2.1(5) no N3B C4B C5B C6B -176.9(3) no C3B C4B C5B C6B 3.9(5) no C4B C5B C6B C1B -1.9(5) no C2B C1B C6B C5B -1.9(5) no C7B C1B C6B C5B -179.8(3) no C2B C1B C7B C8B 165.7(3) yes C6B C1B C7B C8B -16.5(6) no C1B C7B C8B C9B -8.6(5) no C1B C7B C8B C10B 177.1(3) yes C7B C8B C10B N2B -177.6(3) no C9B C8B C10B N2B 7.9(4) yes C7B C8B C10B S1B 2.0(4) yes C9B C8B C10B S1B -172.5(2) no C4B N3B C11B C12B 93.8(4) no C13B N3B C11B C12B -93.7(4) no C4B N3B C13B C14B 83.7(4) no C11B N3B C13B C14B -88.9(4) no _cod_database_fobs_code 2014558