# CIF-file generated for BCTU in C2/c #============================================================================== data_global #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 'Jan 23 10:00:13 2012' _audit_creation_method 'PLATON option' _audit_update_record ; ; #=============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name ; 'Prof.T.N.Guru Row' ; _publ_contact_author_address ; Solid State and Structural Chemistry Unit Indian Institute of Science Bangalore, 560 012 India ; _publ_contact_author_email 'ssctng@sscu.iisc.ernet.in' _publ_contact_author_fax '(91) 80 2360 1310' _publ_contact_author_phone '(91) 80 2293 2796' _publ_requested_journal 'Crystal Growth & Design' _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF submission for publication in Crystal Growth & Design as a new-style paper. All required files have been provided. The manuscript has passed the checkcif tests and generates an acceptable printcif output. Yours sincerely T. N. Guru Row. ; #=============================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ; _journal_techeditor_code ? _journal_techeditor_notes ; ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; ; _publ_section_title_footnote ; ; # The loop structure below should contain the names and adresses of all # authors, in the required order of publication. Repeat as necessary. # author related footnote loop_ _publ_author_name _publ_author_address 'Amol G. Dikundwar' ; Solid State and Structural Chemistry Unit Indian Institute of Science Bangalore 560 012, Karnataka India ; 'Umesh D. Pete' ; School of Chemical Sciences North Maharashtra University Jalgaon, 425001 India ; 'Chetan M. Zade' ; School of Chemical Sciences North Maharashtra University Jalgaon, 425001 India ; 'Ratnamala S. Bendre' ; School of Chemical Sciences North Maharashtra University Jalgaon, 425001 India ; 'T.N.Guru Row' ; Solid State and Structural Chemistry Unit Indian Institute of Science Bangalore, 560 012 India ; #=============================================================================== # 4. TEXT _publ_section_synopsis ; ? ; _publ_section_abstract ; ? ; # Insert blank lines between paragraphs _publ_section_comment ; ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ; _publ_section_references ; Farrugia, L. J. (1999). J. Appl. Cryst.32, 837--838. Sheldrick, G.M. (1997). SHELXL97. University of G\"ottingen, Germany. Spek, A.L. (2003). J. Appl. Cryst.36, 7--13. Watkin, D. M., Pearce, L. & Prout, C. K. (1993). CAMERON. Chemical Crystallography Laboratory, University of Oxford, England. ; _publ_section_acknowledgements ; We thank the Department of Science and Technology, India, for use of the CCD facility setup under the IRHPA-DST program at IISc. ; _publ_section_figure_captions ; Fig. 1. View of the molecular structure of (I) showing the atom labelling scheme. Displacement ellipsoids are showed at the 50% probability level. H atoms are shown as small spheres of arbitrary radii. ; #=============================================================================== data_BCTU #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; benzoylcarvacryl thiourea ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H20 N2 O2 S' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C18 H20 N2 O2 S' _chemical_formula_iupac ? _chemical_formula_weight 328.43 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,1/2+z _cell_length_a 23.4872(11) _cell_length_b 10.7385(5) _cell_length_c 13.6376(8) _cell_angle_alpha 90 _cell_angle_beta 98.421(5) _cell_angle_gamma 90 _cell_volume 3402.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 110(1) _cell_measurement_reflns_used 6316 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _cell_special_details ; ; _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.282 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.201 _exptl_crystal_density_meas_temp ? _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details 'CrysAlis RED (Oxford Diffraction,2009)' _exptl_absorpt_correction_T_min 0.9421 _exptl_absorpt_correction_T_max 0.9609 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 110(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe 'x-ray' _diffrn_radiation_type 'MoK\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Oxford Xcalibur,Eos(Nova) CCD detector' _diffrn_measurement_method 'f\w scans' _diffrn_reflns_number 6316 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0668 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measured_fraction_theta_full 0.985 _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 2963 # number of observed reflections (> n sig(I)) _reflns_number_gt 2212 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro CCD (Oxford Diffraction, 2009)' _computing_cell_refinement 'CrysAlisPro CCD (Oxford Diffraction, 2009)' _computing_data_reduction 'CrysAlisPro RED (Oxford Diffraction, 2009)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1993)' _computing_publication_material 'WinGX (Farrugia, 1999)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2963 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1031 _refine_ls_wR_factor_gt 0.0926 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.334 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.055 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT 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 S1 S 0.41793(2) 0.57367(5) 0.01563(5) 0.02278(18) Uani 1 1 d . . . O1 O 0.53451(7) 0.89980(13) -0.03302(12) 0.0220(4) Uani 1 1 d . . . O2 O 0.21757(7) 0.94384(14) 0.10121(12) 0.0236(4) Uani 1 1 d . . . H2O H 0.1921 0.9315 0.0543 0.035 Uiso 1 1 calc R . . N1 N 0.50567(8) 0.69644(15) -0.03847(14) 0.0164(4) Uani 1 1 d . . . N2 N 0.43386(8) 0.81944(15) 0.01007(14) 0.0160(4) Uani 1 1 d . . . C1 C 0.64471(10) 0.8149(2) -0.07696(19) 0.0239(6) Uani 1 1 d . . . H1 H 0.6487 0.8725 -0.0255 0.029 Uiso 1 1 calc R . . C2 C 0.69104(11) 0.7893(2) -0.1267(2) 0.0277(6) Uani 1 1 d . . . H2 H 0.7265 0.8272 -0.1069 0.033 Uiso 1 1 calc R . . C3 C 0.68416(11) 0.7077(2) -0.20530(19) 0.0275(6) Uani 1 1 d . . . H3 H 0.7147 0.6929 -0.2401 0.033 Uiso 1 1 calc R . . C4 C 0.63238(11) 0.6476(2) -0.23308(19) 0.0259(6) Uani 1 1 d . . . H4 H 0.6282 0.5924 -0.2862 0.031 Uiso 1 1 calc R . . C5 C 0.58685(10) 0.6693(2) -0.18192(17) 0.0220(5) Uani 1 1 d . . . H5 H 0.5523 0.6271 -0.1995 0.026 Uiso 1 1 calc R . . C6 C 0.59250(10) 0.75429(19) -0.10408(17) 0.0179(5) Uani 1 1 d . . . C7 C 0.54282(10) 0.7919(2) -0.05513(17) 0.0176(5) Uani 1 1 d . . . C8 C 0.45285(9) 0.70540(19) -0.00420(17) 0.0166(5) Uani 1 1 d . . . C9 C 0.37758(9) 0.84574(18) 0.03602(17) 0.0154(5) Uani 1 1 d . . . C10 C 0.37030(10) 0.86342(18) 0.13467(17) 0.0173(5) Uani 1 1 d . . . C11 C 0.31482(10) 0.89530(19) 0.15137(17) 0.0185(5) Uani 1 1 d . . . H11 H 0.3081 0.9073 0.2162 0.022 Uiso 1 1 calc R . . C12 C 0.26978(10) 0.90953(18) 0.07542(18) 0.0183(5) Uani 1 1 d . . . C13 C 0.27765(9) 0.89288(18) -0.02385(17) 0.0161(5) Uani 1 1 d . . . C14 C 0.33239(10) 0.86036(18) -0.04051(17) 0.0171(5) Uani 1 1 d . . . H14 H 0.3391 0.8479 -0.1053 0.021 Uiso 1 1 calc R . . C15 C 0.41846(10) 0.8485(2) 0.21993(18) 0.0223(6) Uani 1 1 d . . . H15 H 0.4542 0.8374 0.1919 0.027 Uiso 1 1 calc R . . C16 C 0.42575(11) 0.9633(2) 0.28602(19) 0.0328(6) Uani 1 1 d . . . H16A H 0.4308 1.0354 0.2466 0.049 Uiso 1 1 calc R . . H16B H 0.4589 0.9530 0.3356 0.049 Uiso 1 1 calc R . . H16C H 0.3921 0.9739 0.3176 0.049 Uiso 1 1 calc R . . C17 C 0.40979(13) 0.7320(2) 0.2806(2) 0.0396(7) Uani 1 1 d . . . H17A H 0.3764 0.7425 0.3128 0.059 Uiso 1 1 calc R . . H17B H 0.4430 0.7194 0.3297 0.059 Uiso 1 1 calc R . . H17C H 0.4046 0.6610 0.2375 0.059 Uiso 1 1 calc R . . C18 C 0.22942(10) 0.9145(2) -0.10683(18) 0.0236(6) Uani 1 1 d . . . H18A H 0.2430 0.9018 -0.1691 0.035 Uiso 1 1 calc R . . H18B H 0.2156 0.9983 -0.1035 0.035 Uiso 1 1 calc R . . H18C H 0.1987 0.8572 -0.1011 0.035 Uiso 1 1 calc R . . H1N H 0.5178 0.6217 -0.0392 0.028(7) Uiso 1 1 d R . . H2N H 0.4550 0.8845 0.0052 0.041(8) Uiso 1 1 d 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0134(3) 0.0149(3) 0.0414(4) 0.0035(3) 0.0087(3) 0.0006(2) O1 0.0187(9) 0.0140(8) 0.0347(10) -0.0032(7) 0.0094(8) 0.0000(6) O2 0.0106(9) 0.0291(9) 0.0322(10) -0.0019(8) 0.0065(8) 0.0020(7) N1 0.0129(10) 0.0109(10) 0.0266(11) -0.0003(8) 0.0067(9) 0.0018(8) N2 0.0110(10) 0.0130(10) 0.0243(11) -0.0004(8) 0.0038(9) -0.0005(8) C1 0.0203(14) 0.0163(12) 0.0369(16) -0.0003(10) 0.0106(12) -0.0003(10) C2 0.0178(14) 0.0183(13) 0.0498(18) 0.0028(12) 0.0137(13) -0.0007(10) C3 0.0251(15) 0.0227(13) 0.0397(16) 0.0089(12) 0.0213(13) 0.0079(11) C4 0.0314(16) 0.0233(13) 0.0246(14) 0.0011(11) 0.0096(12) 0.0057(11) C5 0.0175(13) 0.0245(13) 0.0237(14) 0.0024(10) 0.0025(11) 0.0006(10) C6 0.0174(13) 0.0121(11) 0.0257(14) 0.0058(10) 0.0074(11) 0.0030(9) C7 0.0116(12) 0.0189(13) 0.0222(13) 0.0007(10) 0.0017(10) 0.0001(9) C8 0.0118(12) 0.0192(12) 0.0185(12) 0.0004(10) 0.0014(10) 0.0020(9) C9 0.0122(12) 0.0095(11) 0.0255(14) -0.0005(9) 0.0066(10) 0.0006(9) C10 0.0149(13) 0.0127(11) 0.0240(13) -0.0006(9) 0.0023(11) -0.0014(9) C11 0.0163(13) 0.0179(11) 0.0229(13) -0.0011(10) 0.0079(11) -0.0028(9) C12 0.0120(12) 0.0116(11) 0.0329(14) 0.0002(10) 0.0085(11) -0.0016(9) C13 0.0093(12) 0.0116(11) 0.0267(14) 0.0028(9) 0.0003(10) -0.0017(9) C14 0.0189(13) 0.0116(11) 0.0209(13) 0.0003(9) 0.0030(11) -0.0024(9) C15 0.0139(13) 0.0269(13) 0.0260(14) 0.0006(11) 0.0028(11) 0.0020(10) C16 0.0265(16) 0.0377(15) 0.0310(15) -0.0055(12) -0.0059(12) 0.0031(12) C17 0.0405(18) 0.0364(16) 0.0363(17) 0.0027(13) -0.0130(14) 0.0023(13) C18 0.0167(13) 0.0225(13) 0.0310(15) 0.0023(11) 0.0017(11) 0.0012(10) _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 S1 C8 1.677(2) . ? O1 C7 1.221(2) . ? O2 C12 1.375(3) . ? O2 H2O 0.8200 . ? N1 C7 1.386(3) . ? N1 C8 1.392(3) . ? N1 H1N 0.8517 . ? N2 C8 1.327(3) . ? N2 C9 1.445(3) . ? N2 H2N 0.8659 . ? C1 C6 1.389(3) . ? C1 C2 1.391(3) . ? C1 H1 0.9300 . ? C2 C3 1.376(3) . ? C2 H2 0.9300 . ? C3 C4 1.380(4) . ? C3 H3 0.9300 . ? C4 C5 1.380(3) . ? C4 H4 0.9300 . ? C5 C6 1.391(3) . ? C5 H5 0.9300 . ? C6 C7 1.483(3) . ? C9 C14 1.384(3) . ? C9 C10 1.394(3) . ? C10 C11 1.398(3) . ? C10 C15 1.507(3) . ? C11 C12 1.376(3) . ? C11 H11 0.9300 . ? C12 C13 1.404(3) . ? C13 C14 1.383(3) . ? C13 C18 1.497(3) . ? C14 H14 0.9300 . ? C15 C16 1.522(3) . ? C15 C17 1.531(3) . ? C15 H15 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? 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 C12 O2 H2O 109.5 . . ? C7 N1 C8 128.13(17) . . ? C7 N1 H1N 118.3 . . ? C8 N1 H1N 112.7 . . ? C8 N2 C9 123.72(18) . . ? C8 N2 H2N 121.6 . . ? C9 N2 H2N 114.6 . . ? C6 C1 C2 120.0(2) . . ? C6 C1 H1 120.0 . . ? C2 C1 H1 120.0 . . ? C3 C2 C1 119.6(2) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 120.7(2) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.2(2) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C1 C6 C5 119.5(2) . . ? C1 C6 C7 118.3(2) . . ? C5 C6 C7 121.9(2) . . ? O1 C7 N1 122.3(2) . . ? O1 C7 C6 122.3(2) . . ? N1 C7 C6 115.37(18) . . ? N2 C8 N1 116.63(18) . . ? N2 C8 S1 124.88(17) . . ? N1 C8 S1 118.49(15) . . ? C14 C9 C10 121.6(2) . . ? C14 C9 N2 117.73(19) . . ? C10 C9 N2 120.6(2) . . ? C9 C10 C11 116.1(2) . . ? C9 C10 C15 123.1(2) . . ? C11 C10 C15 120.8(2) . . ? C12 C11 C10 122.5(2) . . ? C12 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? O2 C12 C11 117.0(2) . . ? O2 C12 C13 121.9(2) . . ? C11 C12 C13 121.1(2) . . ? C14 C13 C12 116.6(2) . . ? C14 C13 C18 122.2(2) . . ? C12 C13 C18 121.1(2) . . ? C13 C14 C9 122.2(2) . . ? C13 C14 H14 118.9 . . ? C9 C14 H14 118.9 . . ? C10 C15 C16 112.20(19) . . ? C10 C15 C17 111.1(2) . . ? C16 C15 C17 110.7(2) . . ? C10 C15 H15 107.5 . . ? C16 C15 H15 107.5 . . ? C17 C15 H15 107.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 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 C6 C1 C2 C3 2.7(3) . . . . ? C1 C2 C3 C4 -2.4(3) . . . . ? C2 C3 C4 C5 0.2(4) . . . . ? C3 C4 C5 C6 1.7(3) . . . . ? C2 C1 C6 C5 -0.8(3) . . . . ? C2 C1 C6 C7 -174.9(2) . . . . ? C4 C5 C6 C1 -1.4(3) . . . . ? C4 C5 C6 C7 172.5(2) . . . . ? C8 N1 C7 O1 6.0(4) . . . . ? C8 N1 C7 C6 -172.5(2) . . . . ? C1 C6 C7 O1 36.6(3) . . . . ? C5 C6 C7 O1 -137.4(2) . . . . ? C1 C6 C7 N1 -145.0(2) . . . . ? C5 C6 C7 N1 41.1(3) . . . . ? C9 N2 C8 N1 173.7(2) . . . . ? C9 N2 C8 S1 -6.0(3) . . . . ? C7 N1 C8 N2 3.6(3) . . . . ? C7 N1 C8 S1 -176.61(18) . . . . ? C8 N2 C9 C14 -87.9(3) . . . . ? C8 N2 C9 C10 96.1(3) . . . . ? C14 C9 C10 C11 0.6(3) . . . . ? N2 C9 C10 C11 176.50(17) . . . . ? C14 C9 C10 C15 -179.91(19) . . . . ? N2 C9 C10 C15 -4.0(3) . . . . ? C9 C10 C11 C12 -0.5(3) . . . . ? C15 C10 C11 C12 -179.92(19) . . . . ? C10 C11 C12 O2 -178.54(18) . . . . ? C10 C11 C12 C13 -0.2(3) . . . . ? O2 C12 C13 C14 178.94(17) . . . . ? C11 C12 C13 C14 0.7(3) . . . . ? O2 C12 C13 C18 1.3(3) . . . . ? C11 C12 C13 C18 -176.95(19) . . . . ? C12 C13 C14 C9 -0.5(3) . . . . ? C18 C13 C14 C9 177.10(19) . . . . ? C10 C9 C14 C13 -0.1(3) . . . . ? N2 C9 C14 C13 -176.13(18) . . . . ? C9 C10 C15 C16 126.1(2) . . . . ? C11 C10 C15 C16 -54.5(3) . . . . ? C9 C10 C15 C17 -109.4(2) . . . . ? C11 C10 C15 C17 70.1(3) . . . . ? #===END