Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry 2002 data_1 data_global #============================================================= _audit_creation_date 'May 14, 2001' _audit_creation_method 'from SHELXL-97 with Word-Perfect Macro PRPKAPPA' _audit_update_record ; May 14, 2001 Assembled, pass-1 May 31, 2001 inserted comments and experimental JCD ; _journal_coden_Cambridge 207 loop_ _publ_author_name _publ_author_address 'Low, John Nicolson' ; Department of Chemistry, University of Aberdeen, Meston Walk, Old Aberdeen, AB24 3UE, Scotland. ; 'Cobo, Justo' ; Departamento de Quimica Inorganica y Organica Universidad de Jaen 23071 - Jaen Spain ; 'Nogueras, Manuel' ; Departamento de Quimica Inorganica y Organica Universidad de Jaen 23071 - Jaen Spain ; 'Sanchez, Adolfo' ; Departamento de Quimica Inorganica y Organica Universidad de Jaen 23071 - Jaen Spain ; 'Quiroga, Jairo' ; Grupo de Investigacion de Compuestos Heterociclicos Departamento de Quimica Universidad del Valle AA25360 - Cali Colombia ; 'Hernandez, Pedro' ; Grupo de Investigacion de Compuestos Heterociclicos Departamento de Quimica Universidad del Valle AA25360 - Cali Colombia ; #===================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name ; Dr John Nicolson Low ; _publ_contact_author_address ; Department of Electronic Engineering & Physics, University of Dundee, Dundee, DD1 4HN, Scotland, ; _publ_contact_author_phone '+44 (0)1382 344562' _publ_contact_author_fax '+44 (0)1382 345415' _publ_contact_author_email 'jnlow111@hotmail.com' _publ_requested_journal 'Journal of the Chemical Society, Perkin 1.' _journal_name_full ; Journal of the Chemical Society, Perkin 1. ; #===================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; 2,4-Dibenzoyl-7-chloro-2,3-dihydro-1H-pyrido[2,1-b]benzothiazole ; _database_code_CSD 171803 #===================================================================== # 5. Chemical Data _chemical_name_systematic ; 2,4-Dibenzoyl-7-chloro-2,3-dihydro-1H-pyrido[2,1-b]benzothiazole ; _chemical_name_common ? _chemical_melting_point 560K _chemical_formula_moiety 'C25 H18 Cl N O2 S' _chemical_formula_sum 'C25 H18 Cl N O2 S' _chemical_formula_weight 431.91 _chemical_compound_source 'Synthesised by authors, see text' 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' 'O' 'O' 0.0106 0.0060 '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.681(2) _cell_length_b 14.080(3) _cell_length_c 14.690(3) _cell_angle_alpha 108.97(3) _cell_angle_beta 103.67(3) _cell_angle_gamma 90.03(3) _cell_volume 2022.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 8480 _cell_measurement_theta_min 1.97 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.315 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.9397 _exptl_absorpt_correction_T_max 0.9844 _exptl_special_details ; The program Denzo-SMN (Otwinowski & Minor, 1997) uses a scaling algorithm (Fox & Holmes, 1966) which effectively corrects for absorption effects. High redundancy data were used in the scaling program hence the 'multi-scan' code word was used. No transmission coefficients are available from the program (only scale factors for each frame). The scale factors in the experimental table are calculated from the 'size' command in the SHELXL-97 input file. ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Kappa-CCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_standards_decay_% negligible _diffrn_reflns_number 24712 _diffrn_reflns_av_R_equivalents 0.118 _diffrn_reflns_av_sigmaI/netI 0.1496 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.913 _diffrn_measured_fraction_theta_full 0.913 _reflns_number_total 8480 _reflns_number_gt 4638 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Kappa-CCD server software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'NRCVAX-96 and SHELXL-97 (Sheldrick, 1997b)' _computing_molecular_graphics 'NRCVAX-96, ORTEP (Johnson, 1976), PLATON (Spek, 2000)' _computing_publication_material 'NRCVAX-96, SHELXL-97 and WordPerfect macro PRPKAPPA (Ferguson, 1999)' #========================================================================= _refine_special_details ; 1. At the conclusion of the first refinement, there were six peaks of size 1.8 to 1.3 e/A^3^ in the difference map. 2. The two independent molecules have essentially identical conformations and the six diff-map peaks were distributed in identical locations (three to each molecule) - but these locations made no chemical sense. 3. It was then noted that the separation of pairs of these peaks was essentially identical to the intramoleculer CL...S separations in the two independent molecules (5.5 to 5.6 Angstroms). 4. Hence the only reasonable conclusion that can be drawn is that in the crystal there is some minor (between 5 and 10 percent) disorder. Such disorder would allow the minor CL and S atoms to be seen (as peaks between 1 and 2 e/A^3^ in the difference map), but not the lighter atoms. 5. Such an explanation is also consistent with the relatively high R-factor (11%) and the general "noise" [many low level, small peaks in the final difference map]. 6. There is full confidence in the structure of the two independent molecules. Full anisotropic refinement of all non-H atoms led to perfectly satisfactory anisotropic displacement parameters. ; # 8. Refinement Data _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^)+(0.1794P)^2^+5.3128P] 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 8480 _refine_ls_number_parameters 541 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1913 _refine_ls_R_factor_gt 0.1190 _refine_ls_wR_factor_ref 0.3514 _refine_ls_wR_factor_gt 0.3024 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.828 _refine_diff_density_min -0.591 _refine_special_details ; The high residuals and the high Rint suggest that the crystal specimen was poor. There is the possibility of disorder but the authors were unable to obtain a convincing model for this. ; #========================================================================= # 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 C11 C 0.5757(6) 0.7387(5) 0.4365(5) 0.0334(16) Uani 1 1 d . . . C12 C 0.5578(7) 0.7725(5) 0.5418(5) 0.0324(15) Uani 1 1 d . . . C120 C 0.6725(6) 0.7519(5) 0.6145(5) 0.0323(15) Uani 1 1 d . . . O120 O 0.7764(5) 0.7380(4) 0.5924(4) 0.0398(12) Uani 1 1 d . . . C121 C 0.6587(7) 0.7508(5) 0.7124(5) 0.0336(16) Uani 1 1 d . . . C122 C 0.5419(8) 0.7630(6) 0.7390(6) 0.0409(18) Uani 1 1 d . . . C123 C 0.5346(8) 0.7635(7) 0.8344(7) 0.051(2) Uani 1 1 d . . . C124 C 0.6439(9) 0.7510(6) 0.8992(6) 0.048(2) Uani 1 1 d . . . C125 C 0.7597(9) 0.7373(6) 0.8708(6) 0.051(2) Uani 1 1 d . . . C126 C 0.7683(7) 0.7374(6) 0.7788(6) 0.0426(18) Uani 1 1 d . . . C13 C 0.5399(7) 0.8864(5) 0.5783(5) 0.0319(15) Uani 1 1 d . . . C14 C 0.6532(7) 0.9457(5) 0.5713(5) 0.0293(15) Uani 1 1 d . . . C140 C 0.7150(7) 1.0408(5) 0.6435(5) 0.0357(16) Uani 1 1 d . . . O140 O 0.8085(5) 1.0813(4) 0.6325(4) 0.0385(12) Uani 1 1 d . . . C141 C 0.6674(7) 1.0851(5) 0.7345(5) 0.0298(15) Uani 1 1 d . . . C142 C 0.5397(7) 1.0994(5) 0.7361(5) 0.0360(16) Uani 1 1 d . . . C143 C 0.5021(8) 1.1458(6) 0.8246(6) 0.046(2) Uani 1 1 d . . . C144 C 0.5934(8) 1.1763(6) 0.9114(6) 0.047(2) Uani 1 1 d . . . C145 C 0.7215(9) 1.1608(6) 0.9141(6) 0.053(2) Uani 1 1 d . . . C146 C 0.7611(7) 1.1169(6) 0.8266(6) 0.0407(18) Uani 1 1 d . . . C14A C 0.7083(6) 0.9030(5) 0.4924(5) 0.0309(15) Uani 1 1 d . . . S15 S 0.83176(17) 0.95917(12) 0.46336(13) 0.0333(4) Uani 1 1 d . . . C15A C 0.8213(6) 0.8533(5) 0.3554(5) 0.0312(15) Uani 1 1 d . . . C16 C 0.8887(7) 0.8410(5) 0.2817(5) 0.0359(17) Uani 1 1 d . . . C17 C 0.8640(6) 0.7510(5) 0.2036(5) 0.0327(15) Uani 1 1 d . . . Cl17 Cl 0.94402(19) 0.73032(15) 0.10949(14) 0.0421(5) Uani 1 1 d . . . C18 C 0.7761(7) 0.6743(5) 0.1971(5) 0.0367(16) Uani 1 1 d . . . C19 C 0.7099(7) 0.6862(5) 0.2698(5) 0.0366(17) Uani 1 1 d . . . C19A C 0.7318(7) 0.7791(5) 0.3484(5) 0.0340(16) Uani 1 1 d . . . N110 N 0.6701(5) 0.8069(4) 0.4256(4) 0.0302(13) Uani 1 1 d . . . C21 C 0.0823(7) 0.7265(6) 0.4445(5) 0.0363(17) Uani 1 1 d . . . C22 C 0.0615(6) 0.7598(5) 0.5476(5) 0.0322(15) Uani 1 1 d . . . C220 C 0.1760(7) 0.8298(5) 0.6245(5) 0.0312(15) Uani 1 1 d . . . O220 O 0.2801(4) 0.8305(4) 0.6044(4) 0.0374(12) Uani 1 1 d . . . C221 C 0.1605(7) 0.8909(5) 0.7250(5) 0.0326(15) Uani 1 1 d . . . C222 C 0.0405(7) 0.8966(5) 0.7487(6) 0.0371(17) Uani 1 1 d . . . C223 C 0.0330(9) 0.9548(6) 0.8461(7) 0.057(2) Uani 1 1 d . . . C224 C 0.1429(10) 1.0051(7) 0.9158(7) 0.057(2) Uani 1 1 d . . . C225 C 0.2607(9) 1.0006(7) 0.8923(7) 0.061(3) Uani 1 1 d . . . C226 C 0.2703(7) 0.9453(6) 0.7984(6) 0.0448(19) Uani 1 1 d . . . C23 C 0.0450(6) 0.6671(5) 0.5806(5) 0.0331(16) Uani 1 1 d . . . C24 C 0.1555(7) 0.6029(5) 0.5707(5) 0.0348(16) Uani 1 1 d . . . C240 C 0.2159(7) 0.5525(5) 0.6390(5) 0.0334(16) Uani 1 1 d . . . O240 O 0.3102(5) 0.5022(4) 0.6254(4) 0.0383(12) Uani 1 1 d . . . C241 C 0.1682(7) 0.5644(5) 0.7287(5) 0.0326(15) Uani 1 1 d . . . C242 C 0.0395(7) 0.5502(5) 0.7281(6) 0.0373(17) Uani 1 1 d . . . C243 C 0.0018(7) 0.5552(6) 0.8136(6) 0.0425(18) Uani 1 1 d . . . C244 C 0.0892(7) 0.5834(5) 0.9032(5) 0.0348(16) Uani 1 1 d . . . C245 C 0.2224(7) 0.5939(6) 0.9051(6) 0.0434(19) Uani 1 1 d . . . C246 C 0.2611(8) 0.5850(5) 0.8198(5) 0.0387(17) Uani 1 1 d . . . C24A C 0.2113(6) 0.5955(4) 0.4923(5) 0.0282(14) Uani 1 1 d . . . S25 S 0.33192(17) 0.51651(13) 0.45919(13) 0.0328(4) Uani 1 1 d . . . C25A C 0.3218(6) 0.5527(5) 0.3548(5) 0.0315(15) Uani 1 1 d . . . C26 C 0.3854(6) 0.5151(5) 0.2785(5) 0.0310(15) Uani 1 1 d . . . C27 C 0.3602(6) 0.5562(5) 0.2018(5) 0.0341(16) Uani 1 1 d . . . Cl27 Cl 0.43313(19) 0.50730(15) 0.10328(14) 0.0420(5) Uani 1 1 d . . . C28 C 0.2805(7) 0.6334(5) 0.2023(5) 0.0356(16) Uani 1 1 d . . . C29 C 0.2173(7) 0.6708(6) 0.2777(5) 0.0362(16) Uani 1 1 d . . . C29A C 0.2366(6) 0.6272(5) 0.3520(5) 0.0298(15) Uani 1 1 d . . . N210 N 0.1767(5) 0.6496(4) 0.4302(4) 0.0318(13) Uani 1 1 d . . . H11A H 0.6051 0.6699 0.4199 0.040 Uiso 1 1 calc R . . H11B H 0.4917 0.7363 0.3891 0.040 Uiso 1 1 calc R . . H12 H 0.4785 0.7346 0.5418 0.039 Uiso 1 1 calc R . . H122 H 0.4667 0.7711 0.6933 0.049 Uiso 1 1 calc R . . H123 H 0.4550 0.7723 0.8531 0.061 Uiso 1 1 calc R . . H124 H 0.6404 0.7516 0.9634 0.057 Uiso 1 1 calc R . . H125 H 0.8345 0.7278 0.9158 0.061 Uiso 1 1 calc R . . H126 H 0.8483 0.7284 0.7608 0.051 Uiso 1 1 calc R . . H13A H 0.4589 0.9000 0.5371 0.038 Uiso 1 1 calc R . . H13B H 0.5332 0.9078 0.6480 0.038 Uiso 1 1 calc R . . H142 H 0.4751 1.0770 0.6751 0.043 Uiso 1 1 calc R . . H143 H 0.4138 1.1555 0.8232 0.055 Uiso 1 1 calc R . . H144 H 0.5691 1.2089 0.9715 0.056 Uiso 1 1 calc R . . H145 H 0.7838 1.1801 0.9764 0.064 Uiso 1 1 calc R . . H146 H 0.8499 1.1086 0.8289 0.049 Uiso 1 1 calc R . . H16 H 0.9491 0.8926 0.2854 0.043 Uiso 1 1 calc R . . H18 H 0.7616 0.6133 0.1422 0.044 Uiso 1 1 calc R . . H19 H 0.6516 0.6337 0.2669 0.044 Uiso 1 1 calc R . . H21A H -0.0013 0.6985 0.3957 0.044 Uiso 1 1 calc R . . H21B H 0.1133 0.7858 0.4312 0.044 Uiso 1 1 calc R . . H22 H -0.0186 0.7964 0.5477 0.039 Uiso 1 1 calc R . . H222 H -0.0351 0.8619 0.7000 0.044 Uiso 1 1 calc R . . H223 H -0.0478 0.9589 0.8630 0.069 Uiso 1 1 calc R . . H224 H 0.1376 1.0436 0.9811 0.069 Uiso 1 1 calc R . . H225 H 0.3357 1.0359 0.9413 0.073 Uiso 1 1 calc R . . H226 H 0.3519 0.9436 0.7828 0.054 Uiso 1 1 calc R . . H23A H 0.0395 0.6907 0.6507 0.040 Uiso 1 1 calc R . . H23B H -0.0367 0.6265 0.5393 0.040 Uiso 1 1 calc R . . H242 H -0.0248 0.5366 0.6674 0.045 Uiso 1 1 calc R . . H243 H -0.0861 0.5386 0.8093 0.051 Uiso 1 1 calc R . . H244 H 0.0623 0.5959 0.9630 0.042 Uiso 1 1 calc R . . H245 H 0.2858 0.6073 0.9662 0.052 Uiso 1 1 calc R . . H246 H 0.3504 0.5927 0.8226 0.046 Uiso 1 1 calc R . . H26 H 0.4431 0.4639 0.2789 0.037 Uiso 1 1 calc R . . H28 H 0.2687 0.6614 0.1504 0.043 Uiso 1 1 calc R . . H29 H 0.1629 0.7242 0.2784 0.043 Uiso 1 1 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C11 0.028(3) 0.021(3) 0.057(5) 0.020(3) 0.009(3) -0.005(3) C12 0.028(3) 0.021(3) 0.052(4) 0.014(3) 0.011(3) -0.003(3) C120 0.023(3) 0.023(3) 0.054(4) 0.015(3) 0.011(3) -0.003(3) O120 0.033(3) 0.035(3) 0.058(3) 0.022(2) 0.016(2) 0.002(2) C121 0.040(4) 0.027(3) 0.038(4) 0.015(3) 0.012(3) 0.000(3) C122 0.045(4) 0.036(4) 0.047(5) 0.018(3) 0.017(3) 0.003(4) C123 0.048(5) 0.054(5) 0.077(6) 0.045(5) 0.030(4) 0.011(4) C124 0.063(6) 0.042(4) 0.042(5) 0.016(4) 0.017(4) 0.006(4) C125 0.055(5) 0.046(5) 0.050(5) 0.021(4) 0.006(4) 0.006(4) C126 0.036(4) 0.043(4) 0.049(5) 0.021(4) 0.004(3) 0.001(4) C13 0.031(4) 0.024(3) 0.048(4) 0.017(3) 0.016(3) 0.000(3) C14 0.033(4) 0.022(3) 0.034(4) 0.012(3) 0.007(3) -0.003(3) C140 0.033(4) 0.032(4) 0.041(4) 0.010(3) 0.010(3) -0.001(3) O140 0.030(3) 0.031(3) 0.056(3) 0.013(2) 0.016(2) 0.000(2) C141 0.033(4) 0.017(3) 0.042(4) 0.012(3) 0.011(3) 0.003(3) C142 0.036(4) 0.029(4) 0.040(4) 0.009(3) 0.005(3) 0.008(3) C143 0.045(5) 0.040(4) 0.056(5) 0.015(4) 0.019(4) 0.010(4) C144 0.052(5) 0.042(4) 0.048(5) 0.006(4) 0.028(4) 0.003(4) C145 0.060(5) 0.046(5) 0.041(5) 0.004(4) 0.004(4) -0.004(4) C146 0.031(4) 0.036(4) 0.058(5) 0.017(4) 0.016(3) 0.007(3) C14A 0.027(3) 0.021(3) 0.047(4) 0.015(3) 0.008(3) -0.002(3) S15 0.0322(9) 0.0234(8) 0.0462(11) 0.0130(7) 0.0114(7) -0.0028(7) C15A 0.030(4) 0.016(3) 0.050(4) 0.014(3) 0.010(3) 0.000(3) C16 0.027(3) 0.033(4) 0.055(5) 0.024(3) 0.011(3) 0.004(3) C17 0.024(3) 0.037(4) 0.041(4) 0.016(3) 0.010(3) -0.002(3) Cl17 0.0438(10) 0.0445(10) 0.0418(11) 0.0161(8) 0.0158(8) 0.0053(9) C18 0.036(4) 0.029(4) 0.047(4) 0.014(3) 0.010(3) 0.004(3) C19 0.035(4) 0.021(3) 0.052(5) 0.011(3) 0.011(3) -0.004(3) C19A 0.032(4) 0.035(4) 0.036(4) 0.015(3) 0.005(3) -0.005(3) N110 0.023(3) 0.021(3) 0.046(3) 0.011(2) 0.009(2) -0.008(2) C21 0.029(4) 0.037(4) 0.049(4) 0.022(3) 0.009(3) 0.011(3) C22 0.024(3) 0.026(3) 0.048(4) 0.014(3) 0.009(3) 0.002(3) C220 0.033(4) 0.019(3) 0.047(4) 0.020(3) 0.008(3) -0.001(3) O220 0.028(3) 0.033(3) 0.057(3) 0.018(2) 0.019(2) -0.004(2) C221 0.035(4) 0.024(3) 0.043(4) 0.014(3) 0.013(3) 0.007(3) C222 0.031(4) 0.030(4) 0.055(5) 0.016(3) 0.017(3) 0.002(3) C223 0.059(6) 0.039(5) 0.083(7) 0.018(5) 0.039(5) 0.011(4) C224 0.074(7) 0.047(5) 0.048(5) 0.007(4) 0.023(5) 0.007(5) C225 0.060(6) 0.047(5) 0.054(6) -0.006(4) 0.005(4) 0.002(5) C226 0.034(4) 0.035(4) 0.059(5) 0.010(4) 0.008(4) -0.001(3) C23 0.025(3) 0.028(3) 0.049(4) 0.019(3) 0.008(3) 0.002(3) C24 0.034(4) 0.030(4) 0.041(4) 0.011(3) 0.013(3) -0.006(3) C240 0.035(4) 0.019(3) 0.051(4) 0.018(3) 0.011(3) -0.004(3) O240 0.038(3) 0.028(2) 0.056(3) 0.020(2) 0.017(2) 0.005(2) C241 0.036(4) 0.022(3) 0.040(4) 0.010(3) 0.011(3) 0.004(3) C242 0.033(4) 0.033(4) 0.044(4) 0.014(3) 0.003(3) -0.004(3) C243 0.033(4) 0.045(4) 0.053(5) 0.021(4) 0.014(3) -0.002(4) C244 0.044(4) 0.028(3) 0.033(4) 0.004(3) 0.018(3) -0.015(3) C245 0.040(4) 0.048(5) 0.040(4) 0.017(4) 0.005(3) 0.012(4) C246 0.040(4) 0.033(4) 0.040(4) 0.013(3) 0.004(3) 0.001(3) C24A 0.026(3) 0.014(3) 0.044(4) 0.010(3) 0.007(3) 0.001(3) S25 0.0310(9) 0.0278(9) 0.0441(10) 0.0174(7) 0.0102(7) 0.0051(7) C25A 0.029(4) 0.030(4) 0.037(4) 0.017(3) 0.002(3) -0.001(3) C26 0.025(3) 0.027(3) 0.041(4) 0.012(3) 0.006(3) -0.003(3) C27 0.026(3) 0.033(4) 0.046(4) 0.012(3) 0.014(3) -0.002(3) Cl27 0.0443(10) 0.0434(10) 0.0439(11) 0.0180(8) 0.0170(8) 0.0108(9) C28 0.038(4) 0.030(4) 0.040(4) 0.018(3) 0.003(3) -0.005(3) C29 0.031(4) 0.035(4) 0.042(4) 0.014(3) 0.007(3) 0.005(3) C29A 0.031(4) 0.021(3) 0.037(4) 0.011(3) 0.006(3) -0.001(3) N210 0.030(3) 0.024(3) 0.046(3) 0.017(2) 0.010(3) 0.008(3) #========================================================================= # 10. Molecular Geometry 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 C11 N110 1.462(8) . no C11 C12 1.523(10) . no C11 H11A 0.9900 . no C11 H11B 0.9900 . no C12 C120 1.519(10) . no C12 C13 1.545(9) . no C12 H12 1.0000 . no C120 O120 1.227(8) . no C120 C121 1.484(10) . no C121 C122 1.388(10) . no C121 C126 1.392(10) . no C122 C123 1.419(11) . no C122 H122 0.9500 . no C123 C124 1.373(12) . no C123 H123 0.9500 . no C124 C125 1.390(12) . no C124 H124 0.9500 . no C125 C126 1.377(11) . no C125 H125 0.9500 . no C126 H126 0.9500 . no C13 C14 1.511(9) . no C13 H13A 0.9900 . no C13 H13B 0.9900 . no C14 C14A 1.387(10) . no C14 C140 1.449(10) . no C140 O140 1.218(8) . no C140 C141 1.488(10) . no C141 C142 1.383(10) . no C141 C146 1.413(10) . no C142 C143 1.404(10) . no C142 H142 0.9500 . no C143 C144 1.348(12) . no C143 H143 0.9500 . no C144 C145 1.380(12) . no C144 H144 0.9500 . no C145 C146 1.398(11) . no C145 H145 0.9500 . no C146 H146 0.9500 . no C14A N110 1.382(8) . no C14A S15 1.740(7) . no S15 C15A 1.768(7) . no C15A C19A 1.378(10) . no C15A C16 1.403(10) . no C16 C17 1.379(10) . no C16 H16 0.9500 . no C17 C18 1.396(10) . no C17 Cl17 1.739(7) . no C18 C19 1.381(10) . no C18 H18 0.9500 . no C19 C19A 1.410(10) . no C19 H19 0.9500 . no C19A N110 1.392(9) . no C21 N210 1.478(9) . no C21 C22 1.504(10) . no C21 H21A 0.9900 . no C21 H21B 0.9900 . no C22 C220 1.538(9) . no C22 C23 1.556(9) . no C22 H22 1.0000 . no C220 O220 1.216(8) . no C220 C221 1.496(10) . no C221 C222 1.401(10) . no C221 C226 1.410(10) . no C222 C223 1.420(12) . no C222 H222 0.9500 . no C223 C224 1.374(13) . no C223 H223 0.9500 . no C224 C225 1.377(13) . no C224 H224 0.9500 . no C225 C226 1.374(12) . no C225 H225 0.9500 . no C226 H226 0.9500 . no C23 C24 1.493(10) . no C23 H23A 0.9900 . no C23 H23B 0.9900 . no C24 C24A 1.393(10) . no C24 C240 1.444(10) . no C240 O240 1.249(9) . no C240 C241 1.483(10) . no C241 C242 1.386(10) . no C241 C246 1.407(10) . no C242 C243 1.388(11) . no C242 H242 0.9500 . no C243 C244 1.357(11) . no C243 H243 0.9500 . no C244 C245 1.424(10) . no C244 H244 0.9500 . no C245 C246 1.377(11) . no C245 H245 0.9500 . no C246 H246 0.9500 . no C24A N210 1.357(8) . no C24A S25 1.754(6) . no S25 C25A 1.747(7) . no C25A C29A 1.394(10) . no C25A C26 1.404(10) . no C26 C27 1.400(10) . no C26 H26 0.9500 . no C27 C28 1.379(10) . no C27 Cl27 1.749(7) . no C28 C29 1.390(10) . no C28 H28 0.9500 . no C29 C29A 1.393(10) . no C29 H29 0.9500 . no C29A N210 1.392(9) . no 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 N110 C11 C12 111.5(5) . . no N110 C11 H11A 109.3 . . no C12 C11 H11A 109.3 . . no N110 C11 H11B 109.3 . . no C12 C11 H11B 109.3 . . no H11A C11 H11B 108.0 . . no C120 C12 C11 111.8(6) . . no C120 C12 C13 108.4(6) . . no C11 C12 C13 110.7(6) . . no C120 C12 H12 108.6 . . no C11 C12 H12 108.6 . . no C13 C12 H12 108.6 . . no O120 C120 C121 120.5(6) . . no O120 C120 C12 119.7(7) . . no C121 C120 C12 119.8(6) . . no C122 C121 C126 119.9(7) . . no C122 C121 C120 122.4(6) . . no C126 C121 C120 117.8(6) . . no C121 C122 C123 120.1(7) . . no C121 C122 H122 120.0 . . no C123 C122 H122 120.0 . . no C124 C123 C122 119.2(8) . . no C124 C123 H123 120.4 . . no C122 C123 H123 120.4 . . no C123 C124 C125 120.0(8) . . no C123 C124 H124 120.0 . . no C125 C124 H124 120.0 . . no C126 C125 C124 121.4(8) . . no C126 C125 H125 119.3 . . no C124 C125 H125 119.3 . . no C125 C126 C121 119.5(7) . . no C125 C126 H126 120.3 . . no C121 C126 H126 120.3 . . no C14 C13 C12 110.1(5) . . no C14 C13 H13A 109.6 . . no C12 C13 H13A 109.6 . . no C14 C13 H13B 109.6 . . no C12 C13 H13B 109.6 . . no H13A C13 H13B 108.1 . . no C14A C14 C140 116.6(6) . . no C14A C14 C13 117.6(6) . . no C140 C14 C13 125.7(6) . . no O140 C140 C14 120.6(7) . . no O140 C140 C141 120.5(6) . . no C14 C140 C141 118.8(6) . . no C142 C141 C146 117.6(6) . . no C142 C141 C140 125.4(6) . . no C146 C141 C140 117.0(6) . . no C141 C142 C143 122.4(7) . . no C141 C142 H142 118.8 . . no C143 C142 H142 118.8 . . no C144 C143 C142 118.9(8) . . no C144 C143 H143 120.5 . . no C142 C143 H143 120.5 . . no C143 C144 C145 120.9(8) . . no C143 C144 H144 119.5 . . no C145 C144 H144 119.5 . . no C144 C145 C146 120.9(8) . . no C144 C145 H145 119.6 . . no C146 C145 H145 119.6 . . no C145 C146 C141 119.2(7) . . no C145 C146 H146 120.4 . . no C141 C146 H146 120.4 . . no N110 C14A C14 122.6(6) . . no N110 C14A S15 111.0(5) . . no C14 C14A S15 126.4(5) . . no C14A S15 C15A 90.7(3) . . no C19A C15A C16 121.0(6) . . no C19A C15A S15 111.1(5) . . no C16 C15A S15 127.9(5) . . no C17 C16 C15A 117.4(6) . . no C17 C16 H16 121.3 . . no C15A C16 H16 121.3 . . no C16 C17 C18 122.0(7) . . no C16 C17 Cl17 120.0(6) . . no C18 C17 Cl17 118.0(5) . . no C19 C18 C17 120.7(7) . . no C19 C18 H18 119.7 . . no C17 C18 H18 119.7 . . no C18 C19 C19A 117.7(7) . . no C18 C19 H19 121.2 . . no C19A C19 H19 121.2 . . no C15A C19A N110 112.8(6) . . no C15A C19A C19 121.2(7) . . no N110 C19A C19 126.1(6) . . no C14A N110 C19A 114.3(5) . . no C14A N110 C11 123.0(6) . . no C19A N110 C11 122.6(6) . . no N210 C21 C22 112.7(5) . . no N210 C21 H21A 109.1 . . no C22 C21 H21A 109.1 . . no N210 C21 H21B 109.1 . . no C22 C21 H21B 109.1 . . no H21A C21 H21B 107.8 . . no C21 C22 C220 112.0(6) . . no C21 C22 C23 110.5(6) . . no C220 C22 C23 107.6(5) . . no C21 C22 H22 108.9 . . no C220 C22 H22 108.9 . . no C23 C22 H22 108.9 . . no O220 C220 C221 120.8(6) . . no O220 C220 C22 119.3(6) . . no C221 C220 C22 119.8(6) . . no C222 C221 C226 118.8(7) . . no C222 C221 C220 122.3(6) . . no C226 C221 C220 118.9(6) . . no C221 C222 C223 119.4(7) . . no C221 C222 H222 120.3 . . no C223 C222 H222 120.3 . . no C224 C223 C222 119.9(8) . . no C224 C223 H223 120.1 . . no C222 C223 H223 120.1 . . no C223 C224 C225 120.8(8) . . no C223 C224 H224 119.6 . . no C225 C224 H224 119.6 . . no C226 C225 C224 120.5(8) . . no C226 C225 H225 119.8 . . no C224 C225 H225 119.8 . . no C225 C226 C221 120.7(8) . . no C225 C226 H226 119.7 . . no C221 C226 H226 119.7 . . no C24 C23 C22 111.2(6) . . no C24 C23 H23A 109.4 . . no C22 C23 H23A 109.4 . . no C24 C23 H23B 109.4 . . no C22 C23 H23B 109.4 . . no H23A C23 H23B 108.0 . . no C24A C24 C240 116.4(6) . . no C24A C24 C23 117.7(6) . . no C240 C24 C23 125.8(6) . . no O240 C240 C24 121.0(7) . . no O240 C240 C241 119.8(6) . . no C24 C240 C241 119.2(6) . . no C242 C241 C246 117.8(7) . . no C242 C241 C240 124.6(6) . . no C246 C241 C240 117.4(7) . . no C241 C242 C243 121.9(7) . . no C241 C242 H242 119.1 . . no C243 C242 H242 119.1 . . no C244 C243 C242 120.7(7) . . no C244 C243 H243 119.7 . . no C242 C243 H243 119.7 . . no C243 C244 C245 118.0(7) . . no C243 C244 H244 121.0 . . no C245 C244 H244 121.0 . . no C246 C245 C244 121.2(7) . . no C246 C245 H245 119.4 . . no C244 C245 H245 119.4 . . no C245 C246 C241 119.9(7) . . no C245 C246 H246 120.1 . . no C241 C246 H246 120.1 . . no N210 C24A C24 123.1(6) . . no N210 C24A S25 111.0(5) . . no C24 C24A S25 125.8(5) . . no C25A S25 C24A 90.4(3) . . no C29A C25A C26 120.3(6) . . no C29A C25A S25 111.5(5) . . no C26 C25A S25 128.2(5) . . no C27 C26 C25A 117.3(6) . . no C27 C26 H26 121.4 . . no C25A C26 H26 121.4 . . no C28 C27 C26 121.9(7) . . no C28 C27 Cl27 119.9(6) . . no C26 C27 Cl27 118.2(5) . . no C27 C28 C29 121.0(7) . . no C27 C28 H28 119.5 . . no C29 C28 H28 119.5 . . no C28 C29 C29A 117.7(7) . . no C28 C29 H29 121.1 . . no C29A C29 H29 121.1 . . no N210 C29A C29 126.5(6) . . no N210 C29A C25A 111.8(6) . . no C29 C29A C25A 121.7(7) . . no C24A N210 C29A 115.0(5) . . no C24A N210 C21 122.4(6) . . no C29A N210 C21 122.6(6) . . no 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 _geom_hbond_publ_flag # # Hydrogen bonding scheme # ======== ======= ====== # # Mol D H A D-H H...A D...A D-H...A symm publ # - - - - --- ---- ---- --- --- --- C11 H11A O240 0.99 2.52 3.513(9) 177 2_666 n C16 H16 O140 0.95 2.56 3.228(9) 128 2_776 n C21 H21B O140 0.99 2.57 3.546(10) 170 2_676 n C122 H122 O220 0.95 2.42 3.353(10) 167 . n C222 H222 O120 0.95 2.51 3.437(10) 166 1_455 n C125 H125 Cl17 0.95 2.80 3.625(9) 146 1_556 n #====================================================================== # 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