Supplementary Material (ESI) for Chemical Communications This journal is (C) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Matsumoto, Akikazu' 'Miyata, Mikiji' 'Odani, Toru' 'Sada, Kazuki' _publ_contact_author_name 'Dr Akikazu Matsumoto' _publ_contact_author_address ; Department of Applied Chemistry Osaka City University and PRESTO Graduate School of Engineering Sugimoto Sumiyoshi-ku Osaka 558-8585 JAPAN ; _publ_contact_author_email 'MATSUMOTO@A-CHEM.ENG.OSAKA-CU.AC.JP' _publ_section_title ; One-way EZ-Isomerization of Di(n-butylammonium) (Z,Z)-Muconate under Photoirradiation in the Crystalline State ; #------------------------------------------------------------------------------ data_Di-n-butyl_cis_cis-Muconate _database_code_CSD 169916 _audit_creation_date 'Wed Jun 27 11:05:23 2001' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation, Rigaku Corporation. (1999). teXsan. Single Crystal Structure Analysis Software. Version 1.10. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C14 H28 N2 O4 ' _chemical_formula_moiety '?' _chemical_formula_weight 288.39 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 5.7715(4) _cell_length_b 20.005(1) _cell_length_c 14.749(1) _cell_angle_alpha 90 _cell_angle_beta 96.510(4) _cell_angle_gamma 90 _cell_volume 1691.9(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2421 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 65.8 _cell_measurement_temperature 200.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'needle' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.800 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.150 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.132 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.673 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details '(Higashi, 1999)' _exptl_absorpt_correction_T_min 0.762 _exptl_absorpt_correction_T_max 0.913 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 0.010000 _diffrn_reflns_number 10965 _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_theta_max 68.24 _diffrn_measured_fraction_theta_max 0.9272 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_full 0.9272 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 1.5 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2864 _reflns_number_gt 2306 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1715 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2391 _refine_ls_number_parameters 199 _refine_ls_goodness_of_fit_ref 1.925 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05900(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0028 _refine_diff_density_max 0.33 _refine_diff_density_min -0.31 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'N' 'N' 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'O' 'O' 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O(1) O 0.4681(3) 0.18309(8) 0.2337(1) 0.0454(5) Uani 1.00 d . . . O(2) O 0.7535(3) 0.25333(8) 0.2109(2) 0.0574(6) Uani 1.00 d . . . O(3) O 0.2267(3) 0.48957(8) 0.1094(2) 0.0526(5) Uani 1.00 d . . . O(4) O 0.5105(3) 0.56455(7) 0.1272(1) 0.0420(4) Uani 1.00 d . . . N(1) N 0.5424(3) 0.10523(9) 0.3974(2) 0.0439(6) Uani 1.00 d . . . N(2) N 1.0110(3) 0.14089(9) 0.2131(2) 0.0424(5) Uani 1.00 d . . . C(1) C 0.5462(4) 0.2415(1) 0.2214(2) 0.0383(6) Uani 1.00 d . . . C(2) C 0.3726(4) 0.2975(1) 0.2213(2) 0.0414(6) Uani 1.00 d . . . C(3) C 0.3998(4) 0.3609(1) 0.1947(2) 0.0384(6) Uani 1.00 d . . . C(4) C 0.6047(4) 0.3897(1) 0.1615(2) 0.0403(6) Uani 1.00 d . . . C(5) C 0.6198(4) 0.4517(1) 0.1276(2) 0.0413(6) Uani 1.00 d . . . C(6) C 0.4363(4) 0.5046(1) 0.1205(2) 0.0359(6) Uani 1.00 d . . . C(7) C 0.5027(4) 0.1450(1) 0.4791(2) 0.0478(7) Uani 1.00 d . . . C(8) C 0.5897(5) 0.2161(1) 0.4742(2) 0.0510(7) Uani 1.00 d . . . C(9) C 0.8432(5) 0.2234(1) 0.4612(2) 0.0532(8) Uani 1.00 d . . . C(10) C 0.9223(7) 0.2964(2) 0.4615(3) 0.076(1) Uani 1.00 d . . . C(11) C 0.9297(5) 0.1019(1) 0.1300(2) 0.0578(8) Uani 1.00 d . . . C(12) C 1.0373(7) 0.0316(2) 0.1325(2) 0.0499(10) Uani 0.80 d P . . C(12B) C 1.147(3) 0.0644(8) 0.0988(10) 0.064(5) Uani 0.20 d P . . C(13) C 1.2954(8) 0.0315(2) 0.1262(3) 0.060(1) Uani 0.80 d P . . C(13B) C 1.197(3) 0.0046(8) 0.155(1) 0.058(5) Uani 0.20 d P . . C(14) C 1.3956(6) -0.0382(2) 0.1198(2) 0.0667(10) Uani 1.00 d . . . H(1) H 0.2164 0.2830 0.2465 0.0690 Uiso 1.00 calc . . . H(2) H 0.2782 0.3911 0.2058 0.0380 Uiso 1.00 calc . . . H(3) H 0.7314 0.3607 0.1514 0.0380 Uiso 1.00 calc . . . H(4) H 0.7611 0.4667 0.1057 0.0380 Uiso 1.00 calc . . . H(5) H 0.6129 0.1187 0.5357 0.0690 Uiso 1.00 calc . . . H(6) H 0.3238 0.1415 0.4841 0.0690 Uiso 1.00 calc . . . H(7) H 0.5524 0.2369 0.5420 0.0690 Uiso 1.00 calc . . . H(8) H 0.4823 0.2417 0.4155 0.0690 Uiso 1.00 calc . . . H(9) H 0.9515 0.1918 0.5087 0.0690 Uiso 1.00 calc . . . H(10) H 0.8691 0.1998 0.3929 0.0690 Uiso 1.00 calc . . . H(11) H 1.1122 0.3015 0.4540 0.0690 Uiso 1.00 calc . . . H(12) H 0.8337 0.3187 0.4161 0.0690 Uiso 1.00 calc . . . H(13) H 0.9272 0.3182 0.5389 0.0690 Uiso 1.00 calc . . . H(14) H 0.4969 0.1316 0.3373 0.0690 Uiso 1.00 calc . . . H(15) H 0.7026 0.0919 0.3960 0.0690 Uiso 1.00 calc . . . H(16) H 0.4546 0.0692 0.3972 0.0690 Uiso 1.00 calc . . . H(17) H 0.9177 0.1786 0.2240 0.0380 Uiso 1.00 calc . . . H(18) H 1.1696 0.1538 0.2146 0.0380 Uiso 1.00 calc . . . H(19) H 0.9981 0.1149 0.2678 0.0690 Uiso 1.00 calc . . . H(20) H 0.9755 0.1299 0.0783 0.0690 Uiso 0.80 calc P . . H(20B) H 0.8624 0.1310 0.0834 0.0507 Uiso 0.20 calc P . . H(21) H 0.7572 0.0974 0.1228 0.0690 Uiso 0.80 calc P . . H(21B) H 0.8167 0.0699 0.1436 0.0507 Uiso 0.20 calc P . . H(22) H 0.9487 0.0128 0.0797 0.0380 Uiso 0.80 calc P . . H(22B) H 1.1102 0.0512 0.0362 0.0507 Uiso 0.20 calc P . . H(23) H 0.9990 0.0111 0.1917 0.0690 Uiso 0.80 calc P . . H(23B) H 1.2779 0.0945 0.1032 0.0507 Uiso 0.20 calc P . . H(24) H 1.3169 0.0606 0.0673 0.0690 Uiso 0.80 calc P . . H(24B) H 1.2528 0.0198 0.2151 0.0507 Uiso 0.20 calc P . . H(25) H 1.3841 0.0520 0.1762 0.0380 Uiso 0.80 calc P . . H(25B) H 1.0646 -0.0205 0.1545 0.0507 Uiso 0.20 calc P . . H(26) H 1.3412 -0.0556 0.0608 0.0380 Uiso 1.00 calc . . . H(27) H 1.3674 -0.0630 0.1730 0.0690 Uiso 0.80 calc P . . H(27B) H 1.4298 -0.0748 0.1610 0.0507 Uiso 0.20 calc P . . H(28) H 1.5683 -0.0357 0.1057 0.0690 Uiso 0.80 calc P . . H(28B) H 1.5323 -0.0123 0.1175 0.0507 Uiso 0.20 calc P . . 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 O(1) 0.0417(9) 0.0281(8) 0.066(1) -0.0007(6) 0.0055(8) 0.0074(7) O(2) 0.037(1) 0.0302(8) 0.107(2) 0.0046(7) 0.0158(10) 0.0144(9) O(3) 0.0354(10) 0.0290(8) 0.092(1) 0.0007(6) 0.0021(9) 0.0053(8) O(4) 0.0428(9) 0.0241(7) 0.060(1) -0.0011(6) 0.0108(7) -0.0026(7) N(1) 0.036(1) 0.0317(10) 0.065(1) -0.0022(7) 0.0061(9) -0.0008(9) N(2) 0.034(1) 0.0326(9) 0.062(1) 0.0039(7) 0.0085(9) 0.0023(9) C(1) 0.037(1) 0.030(1) 0.048(1) 0.0025(8) 0.0048(10) 0.0062(9) C(2) 0.040(1) 0.032(1) 0.054(1) 0.0049(9) 0.0112(10) 0.0068(9) C(3) 0.040(1) 0.029(1) 0.048(1) 0.0058(9) 0.0093(9) 0.0016(9) C(4) 0.038(1) 0.026(1) 0.058(1) 0.0045(8) 0.010(1) -0.0016(9) C(5) 0.037(1) 0.026(1) 0.063(1) 0.0015(8) 0.015(1) -0.0006(9) C(6) 0.037(1) 0.0225(10) 0.049(1) 0.0005(8) 0.0067(10) 0.0014(8) C(7) 0.045(1) 0.044(1) 0.056(1) -0.0025(10) 0.011(1) -0.002(1) C(8) 0.058(2) 0.038(1) 0.058(1) 0.003(1) 0.010(1) -0.002(1) C(9) 0.059(2) 0.038(1) 0.064(2) -0.004(1) 0.012(1) -0.004(1) C(10) 0.084(2) 0.045(2) 0.099(3) -0.020(1) 0.008(2) -0.005(2) C(11) 0.050(2) 0.057(2) 0.063(2) 0.008(1) -0.007(1) -0.003(1) C(12) 0.049(2) 0.045(2) 0.056(2) -0.007(2) 0.009(2) -0.009(1) C(12B) 0.09(1) 0.061(10) 0.044(7) -0.019(10) 0.016(8) 0.000(7) C(13) 0.056(2) 0.044(2) 0.081(3) 0.003(2) 0.009(2) -0.011(2) C(13B) 0.055(10) 0.051(8) 0.072(10) -0.004(8) 0.021(8) 0.006(7) C(14) 0.075(2) 0.052(2) 0.075(2) 0.013(1) 0.019(2) -0.004(1) #------------------------------------------------------------------------------ _computing_data_collection 'PROCESS-AUTO' _computing_cell_refinement 'PROCESS-AUTO' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR88 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.10' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O(1) C(1) 1.273(3) . . yes O(2) C(1) 1.246(3) . . yes O(3) C(6) 1.240(3) . . yes O(4) C(6) 1.273(3) . . yes N(1) C(7) 1.483(3) . . yes N(1) H(14) 1.039 . . no N(1) H(15) 0.965 . . no N(1) H(16) 0.882 . . no N(2) C(11) 1.485(4) . . yes N(2) H(17) 0.951 . . no N(2) H(18) 0.949 . . no N(2) H(19) 0.969 . . no C(1) C(2) 1.503(3) . . yes C(2) C(3) 1.341(3) . . yes C(2) H(1) 1.054 . . no C(3) C(4) 1.450(3) . . yes C(3) H(2) 0.954 . . no C(4) C(5) 1.344(3) . . yes C(4) H(3) 0.959 . . no C(5) C(6) 1.493(3) . . yes C(5) H(4) 0.958 . . no C(7) C(8) 1.512(4) . . yes C(7) H(5) 1.123 . . no C(7) H(6) 1.046 . . no C(8) C(9) 1.504(4) . . yes C(8) H(7) 1.126 . . no C(8) H(8) 1.128 . . no C(9) C(10) 1.530(4) . . yes C(9) H(9) 1.088 . . no C(9) H(10) 1.138 . . no C(10) H(11) 1.119 . . no C(10) H(12) 0.910 . . no C(10) H(13) 1.220 . . no C(11) C(12) 1.536(4) . . yes C(11) C(12B) 1.58(2) . . yes C(11) H(20) 1.005 . . no C(11) H(20B) 0.950 . . no C(11) H(21) 0.993 . . no C(11) H(21B) 0.951 . . no C(12) C(12B) 1.07(2) . . yes C(12) C(13) 1.503(6) . . yes C(12) C(13B) 1.09(2) . . yes C(12) H(22) 0.959 . . no C(12) H(23) 1.012 . . no C(12) H(25B) 1.097 . . no C(12B) C(13) 1.12(2) . . yes C(12B) C(13B) 1.46(2) . . yes C(12B) H(22B) 0.961 . . no C(12B) H(23B) 0.961 . . no C(12B) H(24) 1.133 . . no C(13) C(13B) 0.92(2) . . yes C(13) C(14) 1.515(5) . . yes C(13) H(23B) 1.307 . . no C(13) H(24) 1.066 . . no C(13) H(25) 0.943 . . no C(13B) C(14) 1.56(2) . . yes C(13B) H(24B) 0.961 . . no C(13B) H(25B) 0.916 . . no C(14) H(26) 0.957 . . no C(14) H(27) 0.958 . . no C(14) H(27B) 0.958 . . no C(14) H(28) 1.042 . . no C(14) H(28B) 0.947 . . 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(7) N(1) H(14) 111.9 . 1_555 1_555 no C(7) N(1) H(15) 113.8 . 1_555 1_555 no C(7) N(1) H(16) 107.5 . 1_555 1_555 no H(14) N(1) H(15) 105.8 . 1_555 1_555 no H(14) N(1) H(16) 108.8 . 1_555 1_555 no H(15) N(1) H(16) 108.9 . 1_555 1_555 no C(11) N(2) H(17) 115.1 . 1_555 1_555 no C(11) N(2) H(18) 112.1 . 1_555 1_555 no C(11) N(2) H(19) 111.0 . 1_555 1_555 no H(17) N(2) H(18) 110.1 . 1_555 1_555 no H(17) N(2) H(19) 100.8 . 1_555 1_555 no H(18) N(2) H(19) 107.0 . 1_555 1_555 no O(1) C(1) O(2) 123.5(2) . 1_555 1_555 yes O(1) C(1) C(2) 115.9(2) . 1_555 1_555 yes O(2) C(1) C(2) 120.5(2) . 1_555 1_555 yes C(1) C(2) C(3) 127.2(2) . 1_555 1_555 yes C(1) C(2) H(1) 113.0 . 1_555 1_555 no C(3) C(2) H(1) 119.8 . 1_555 1_555 no C(2) C(3) C(4) 127.0(2) . 1_555 1_555 yes C(2) C(3) H(2) 115.8 . 1_555 1_555 no C(4) C(3) H(2) 116.7 . 1_555 1_555 no C(3) C(4) C(5) 125.6(2) . 1_555 1_555 yes C(3) C(4) H(3) 118.5 . 1_555 1_555 no C(5) C(4) H(3) 114.7 . 1_555 1_555 no C(4) C(5) C(6) 127.2(2) . 1_555 1_555 yes C(4) C(5) H(4) 120.5 . 1_555 1_555 no C(6) C(5) H(4) 112.2 . 1_555 1_555 no O(3) C(6) O(4) 123.6(2) . 1_555 1_555 yes O(3) C(6) C(5) 120.7(2) . 1_555 1_555 yes O(4) C(6) C(5) 115.7(2) . 1_555 1_555 yes N(1) C(7) C(8) 112.6(2) . 1_555 1_555 yes N(1) C(7) H(5) 103.0 . 1_555 1_555 no N(1) C(7) H(6) 105.4 . 1_555 1_555 no C(8) C(7) H(5) 108.3 . 1_555 1_555 no C(8) C(7) H(6) 113.8 . 1_555 1_555 no H(5) C(7) H(6) 113.3 . 1_555 1_555 no C(7) C(8) C(9) 115.5(2) . 1_555 1_555 yes C(7) C(8) H(7) 101.9 . 1_555 1_555 no C(7) C(8) H(8) 107.8 . 1_555 1_555 no C(9) C(8) H(7) 111.3 . 1_555 1_555 no C(9) C(8) H(8) 108.4 . 1_555 1_555 no H(7) C(8) H(8) 111.7 . 1_555 1_555 no C(8) C(9) C(10) 112.7(2) . 1_555 1_555 yes C(8) C(9) H(9) 111.0 . 1_555 1_555 no C(8) C(9) H(10) 107.5 . 1_555 1_555 no C(10) C(9) H(9) 113.8 . 1_555 1_555 no C(10) C(9) H(10) 109.2 . 1_555 1_555 no H(9) C(9) H(10) 101.8 . 1_555 1_555 no C(9) C(10) H(11) 112.5 . 1_555 1_555 no C(9) C(10) H(12) 108.8 . 1_555 1_555 no C(9) C(10) H(13) 108.6 . 1_555 1_555 no H(11) C(10) H(12) 110.9 . 1_555 1_555 no H(11) C(10) H(13) 98.1 . 1_555 1_555 no H(12) C(10) H(13) 117.7 . 1_555 1_555 no N(2) C(11) C(12) 111.8(2) . 1_555 1_555 yes N(2) C(11) C(12B) 107.6(6) . 1_555 1_555 yes N(2) C(11) H(20) 104.3 . 1_555 1_555 no N(2) C(11) H(20B) 109.9 . 1_555 1_555 no N(2) C(11) H(21) 110.8 . 1_555 1_555 no N(2) C(11) H(21B) 109.8 . 1_555 1_555 no C(12) C(11) C(12B) 40.3(6) . 1_555 1_555 yes C(12) C(11) H(20) 112.9 . 1_555 1_555 no C(12) C(11) H(20B) 135.3 . 1_555 1_555 no C(12) C(11) H(21) 108.6 . 1_555 1_555 no C(12) C(11) H(21B) 70.4 . 1_555 1_555 no C(12B) C(11) H(20) 76.0 . 1_555 1_555 no C(12B) C(11) H(20B) 110.8 . 1_555 1_555 no C(12B) C(11) H(21) 138.5 . 1_555 1_555 no C(12B) C(11) H(21B) 109.3 . 1_555 1_555 no H(20) C(11) H(20B) 39.7 . 1_555 1_555 no H(20) C(11) H(21) 108.4 . 1_555 1_555 no H(20) C(11) H(21B) 141.4 . 1_555 1_555 no H(20B) C(11) H(21) 69.9 . 1_555 1_555 no H(20B) C(11) H(21B) 109.4 . 1_555 1_555 no H(21) C(11) H(21B) 42.2 . 1_555 1_555 no C(11) C(12) C(12B) 71(1) . 1_555 1_555 yes C(11) C(12) C(13) 113.6(3) . 1_555 1_555 yes C(11) C(12) C(13B) 142.1(10) . 1_555 1_555 yes C(11) C(12) H(22) 99.3 . 1_555 1_555 no C(11) C(12) H(23) 105.3 . 1_555 1_555 no C(11) C(12) H(25B) 157.0 . 1_555 1_555 no C(12B) C(12) C(13) 47(1) . 1_555 1_555 yes C(12B) C(12) C(13B) 85(1) . 1_555 1_555 yes C(12B) C(12) H(22) 98.8 . 1_555 1_555 no C(12B) C(12) H(23) 147.7 . 1_555 1_555 no C(12B) C(12) H(25B) 130.2 . 1_555 1_555 no C(13) C(12) C(13B) 37.3(9) . 1_555 1_555 yes C(13) C(12) H(22) 113.0 . 1_555 1_555 no C(13) C(12) H(23) 111.6 . 1_555 1_555 no C(13) C(12) H(25B) 84.7 . 1_555 1_555 no C(13B) C(12) H(22) 114.0 . 1_555 1_555 no C(13B) C(12) H(23) 78.5 . 1_555 1_555 no C(13B) C(12) H(25B) 49.6 . 1_555 1_555 no H(22) C(12) H(23) 113.2 . 1_555 1_555 no H(22) C(12) H(25B) 85.0 . 1_555 1_555 no H(23) C(12) H(25B) 53.0 . 1_555 1_555 no C(11) C(12B) C(12) 67(1) . 1_555 1_555 yes C(11) C(12B) C(13) 141(1) . 1_555 1_555 yes C(11) C(12B) C(13B) 109(1) . 1_555 1_555 yes C(11) C(12B) H(22B) 108.1 . 1_555 1_555 no C(11) C(12B) H(23B) 109.1 . 1_555 1_555 no C(11) C(12B) H(24) 154.9 . 1_555 1_555 no C(12) C(12B) C(13) 86(1) . 1_555 1_555 yes C(12) C(12B) C(13B) 47.8(9) . 1_555 1_555 yes C(12) C(12B) H(22B) 101.4 . 1_555 1_555 no C(12) C(12B) H(23B) 148.6 . 1_555 1_555 no C(12) C(12B) H(24) 137.2 . 1_555 1_555 no C(13) C(12B) C(13B) 38.8(9) . 1_555 1_555 yes C(13) C(12B) H(22B) 105.3 . 1_555 1_555 no C(13) C(12B) H(23B) 77.5 . 1_555 1_555 no C(13) C(12B) H(24) 56.6 . 1_555 1_555 no C(13B) C(12B) H(22B) 109.0 . 1_555 1_555 no C(13B) C(12B) H(23B) 111.9 . 1_555 1_555 no C(13B) C(12B) H(24) 93.1 . 1_555 1_555 no H(22B) C(12B) H(23B) 108.9 . 1_555 1_555 no H(22B) C(12B) H(24) 72.3 . 1_555 1_555 no H(23B) C(12B) H(24) 50.4 . 1_555 1_555 no C(12) C(13) C(12B) 45.5(8) . 1_555 1_555 yes C(12) C(13) C(13B) 45(1) . 1_555 1_555 yes C(12) C(13) C(14) 113.1(4) . 1_555 1_555 yes C(12) C(13) H(23B) 88.1 . 1_555 1_555 no C(12) C(13) H(24) 104.9 . 1_555 1_555 no C(12) C(13) H(25) 113.9 . 1_555 1_555 no C(12B) C(13) C(13B) 91(1) . 1_555 1_555 yes C(12B) C(13) C(14) 143.2(9) . 1_555 1_555 yes C(12B) C(13) H(23B) 45.9 . 1_555 1_555 no C(12B) C(13) H(24) 62.5 . 1_555 1_555 no C(12B) C(13) H(25) 110.5 . 1_555 1_555 no C(13B) C(13) C(14) 75(1) . 1_555 1_555 yes C(13B) C(13) H(23B) 130.7 . 1_555 1_555 no C(13B) C(13) H(24) 146.1 . 1_555 1_555 no C(13B) C(13) H(25) 101.9 . 1_555 1_555 no C(14) C(13) H(23B) 152.8 . 1_555 1_555 no C(14) C(13) H(24) 111.8 . 1_555 1_555 no C(14) C(13) H(25) 105.8 . 1_555 1_555 no H(23B) C(13) H(24) 43.3 . 1_555 1_555 no H(23B) C(13) H(25) 78.5 . 1_555 1_555 no H(24) C(13) H(25) 107.2 . 1_555 1_555 no C(12) C(13B) C(12B) 47.0(10) . 1_555 1_555 yes C(12) C(13B) C(13) 96(1) . 1_555 1_555 yes C(12) C(13B) C(14) 143(1) . 1_555 1_555 yes C(12) C(13B) H(24B) 107.7 . 1_555 1_555 no C(12) C(13B) H(25B) 65.8 . 1_555 1_555 no C(12B) C(13B) C(13) 49(1) . 1_555 1_555 yes C(12B) C(13B) C(14) 111(1) . 1_555 1_555 yes C(12B) C(13B) H(24B) 106.7 . 1_555 1_555 no C(12B) C(13B) H(25B) 109.6 . 1_555 1_555 no C(13) C(13B) C(14) 69(1) . 1_555 1_555 yes C(13) C(13B) H(24B) 94.7 . 1_555 1_555 no C(13) C(13B) H(25B) 151.6 . 1_555 1_555 no C(14) C(13B) H(24B) 107.4 . 1_555 1_555 no C(14) C(13B) H(25B) 110.0 . 1_555 1_555 no H(24B) C(13B) H(25B) 111.5 . 1_555 1_555 no C(13) C(14) C(13B) 34.6(6) . 1_555 1_555 yes C(13) C(14) H(26) 107.7 . 1_555 1_555 no C(13) C(14) H(27) 108.9 . 1_555 1_555 no C(13) C(14) H(27B) 135.7 . 1_555 1_555 no C(13) C(14) H(28) 110.4 . 1_555 1_555 no C(13) C(14) H(28B) 80.0 . 1_555 1_555 no C(13B) C(14) H(26) 108.8 . 1_555 1_555 no C(13B) C(14) H(27) 79.4 . 1_555 1_555 no C(13B) C(14) H(27B) 108.4 . 1_555 1_555 no C(13B) C(14) H(28) 142.4 . 1_555 1_555 no C(13B) C(14) H(28B) 110.9 . 1_555 1_555 no H(26) C(14) H(27) 119.1 . 1_555 1_555 no H(26) C(14) H(27B) 108.7 . 1_555 1_555 no H(26) C(14) H(28) 93.3 . 1_555 1_555 no H(26) C(14) H(28B) 110.8 . 1_555 1_555 no H(27) C(14) H(27B) 29.1 . 1_555 1_555 no H(27) C(14) H(28) 116.3 . 1_555 1_555 no H(27) C(14) H(28B) 122.1 . 1_555 1_555 no H(27B) C(14) H(28) 91.7 . 1_555 1_555 no H(27B) C(14) H(28B) 109.1 . 1_555 1_555 no H(28) C(14) H(28B) 31.5 . 1_555 1_555 no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag #------------------------------------------------------------------------------ data__Di-n-butyl_trans_trans-Muconate _database_code_CSD 169917 _audit_creation_date '2001-08-28' _audit_creation_method 'by CrystalStructure v2.00' _audit_update_record ? #============================================================================== _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation and Rigaku Corporation. (2001). CrystalStructure. Single Crystal Structure Analysis Software. Version 2.00. MSC, 9009 New Trails Drive, The Woodlands, TX, USA 77381-5209. Rigaku, 3-9-12 Akishima, Tokyo 196-8666, Japan. Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W., CRYSTALS Issue 10, Chemical Crystallography Laboratory, Oxford, UK. ; #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C7 H14 N O2 ' _chemical_formula_moiety 'C7 H14 N O2 ' _chemical_formula_weight 144.19 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' #------------------------------------------------------------------------------ _cell_length_a 5.5246(8) _cell_length_b 7.433(1) _cell_length_c 10.865(2) _cell_angle_alpha 98.88(1) _cell_angle_beta 100.86(1) _cell_angle_gamma 104.38(1) _cell_volume 414.8(1) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.6 _cell_measurement_theta_max 14.7 _cell_measurement_temperature 296.3 #------------------------------------------------------------------------------ _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 2103 _diffrn_reflns_av_R_equivalents 0.054 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.9984 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.9984 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 1.17 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 1.5 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1905 _reflns_number_gt 1119 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1370 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 1141 _refine_ls_number_parameters 105 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.003Fo^2^ + 1.000\s^2^(Fo)]/(4Fo^2^)' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.15 _refine_diff_density_min -0.17 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'H' 'H' 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; 'O' 'O' 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'N' 'N' 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL 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 O1 O 0.5491(3) 1.0371(2) 0.2037(2) 0.0537(5) Uani 1.00 1 d . . . O2 O 0.1752(3) 0.8390(2) 0.0921(1) 0.0442(4) Uani 1.00 1 d . . . N8 N 0.0361(3) 0.1736(2) 0.1683(2) 0.0407(5) Uani 1.00 1 d . . . C1 C 0.4158(4) 0.8818(3) 0.1325(2) 0.0361(5) Uani 1.00 1 d . . . C2 C 0.5508(4) 0.7387(3) 0.0946(2) 0.0391(5) Uani 1.00 1 d . . . C3 C 0.4344(4) 0.5693(3) 0.0191(2) 0.0352(5) Uani 1.00 1 d . . . C4 C 0.0930(4) 0.4922(3) 0.2974(2) 0.0416(5) Uani 1.00 1 d . . . C5 C 0.2588(5) 0.6499(3) 0.4098(2) 0.0566(7) Uani 1.00 1 d . . . C6 C 0.1425(7) 0.8130(4) 0.4365(3) 0.0725(9) Uani 1.00 1 d . . . C10 C 0.2110(4) 0.3320(3) 0.2717(2) 0.0418(5) Uani 1.00 1 d . . . H1 H 0.7524(4) 0.7761(3) 0.1209(2) 0.047(1) Uiso 1.00 1 c . . . H2 H 0.2444(4) 0.5259(3) -0.0034(2) 0.043(1) Uiso 1.00 1 c . . . H3 H -0.1285(3) 0.1214(2) 0.1933(2) 0.048(1) Uiso 1.00 1 c . . . H4 H -0.0085(3) 0.2094(2) 0.0883(2) 0.049(1) Uiso 1.00 1 c . . . H5 H 0.1105(3) 0.0744(2) 0.1533(2) 0.049(1) Uiso 1.00 1 c . . . H6 H 0.2569(4) 0.2733(3) 0.3540(2) 0.049(1) Uiso 1.00 1 c . . . H7 H 0.3869(4) 0.3764(3) 0.2390(2) 0.049(1) Uiso 1.00 1 c . . . H8 H 0.0589(4) 0.5471(3) 0.2147(2) 0.049(1) Uiso 1.00 1 c . . . H9 H -0.0691(4) 0.4491(3) 0.3237(2) 0.049(1) Uiso 1.00 1 c . . . H10 H 0.2920(5) 0.5945(3) 0.4970(2) 0.063(1) Uiso 1.00 1 c . . . H11 H 0.4350(5) 0.6845(3) 0.3900(2) 0.063(1) Uiso 1.00 1 c . . . H12 H 0.1265(7) 0.8744(4) 0.3502(3) 0.084(1) Uiso 1.00 1 c . . . H13 H -0.0495(7) 0.7504(4) 0.4412(3) 0.084(1) Uiso 1.00 1 c . . . H14 H 0.2385(7) 0.9034(4) 0.5182(3) 0.085(1) Uiso 1.00 1 c . . . 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 O1 0.0437(9) 0.0388(8) 0.070(1) 0.0121(7) 0.0111(8) -0.0107(7) O2 0.0324(7) 0.0438(8) 0.058(1) 0.0192(6) 0.0084(6) 0.0041(7) N8 0.0403(9) 0.0344(9) 0.045(1) 0.0165(8) 0.0062(8) -0.0018(7) C1 0.034(1) 0.035(1) 0.042(1) 0.0151(8) 0.0101(8) 0.0047(8) C2 0.0291(9) 0.036(1) 0.051(1) 0.0133(8) 0.0072(8) 0.0024(9) C3 0.0280(9) 0.034(1) 0.044(1) 0.0122(8) 0.0081(8) 0.0049(8) C4 0.041(1) 0.035(1) 0.045(1) 0.0127(9) 0.0069(9) -0.0001(9) C5 0.057(1) 0.047(1) 0.054(1) 0.012(1) 0.004(1) -0.008(1) C6 0.093(2) 0.048(1) 0.069(2) 0.022(1) 0.019(2) -0.011(1) C10 0.037(1) 0.038(1) 0.045(1) 0.0135(9) 0.0031(9) 0.0008(9) #============================================================================== _computing_data_collection 'PROCESS-AUTO' _computing_cell_refinement 'PROCESS-AUTO' _computing_data_reduction 'CrystalStructure' _computing_structure_solution 'SIR88' _computing_structure_refinement 'CRYSTALS' _computing_publication_material 'CrystalStructure Ver. 2.00' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 . C1 . 1.249(2) yes O2 . C1 . 1.260(2) yes N8 . C10 . 1.483(2) yes N8 . H3 . 1.00046(14) no N8 . H4 . 0.95437(16) no N8 . H5 . 0.93693(11) no C1 . C2 . 1.494(3) yes C2 . C3 . 1.324(3) yes C2 . H1 . 1.04932(17) no C3 . H2 . 0.98777(16) no C4 . C5 . 1.519(3) yes C4 . C10 . 1.508(3) yes C4 . H8 . 1.04749(16) no C4 . H9 . 0.98425(14) no C5 . C6 . 1.522(4) yes C5 . H10 . 1.09266(17) no C5 . H11 . 1.01571(14) no C6 . H12 . 1.10272(17) no C6 . H13 . 1.06172(16) no C6 . H14 . 0.99066(19) no C10 . H6 . 1.06851(16) no C10 . H7 . 1.08958(15) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C10 . N8 . H3 . 110.11(11) no C10 . N8 . H4 . 113.80(11) no H3 . N8 . H4 . 106.962(16) no C10 . N8 . H5 . 110.9(1) no H3 . N8 . H5 . 107.831(12) no H4 . N8 . H5 . 106.928(15) no O1 . C1 . O2 . 123.83(17) yes O1 . C1 . C2 . 117.68(17) yes O2 . C1 . C2 . 118.48(17) yes C1 . C2 . C3 . 124.20(18) yes C1 . C2 . H1 . 119.47(11) no C3 . C2 . H1 . 116.06(11) no C2 . C3 . H2 . 118.42(11) no C5 . C4 . C10 . 112.73(18) yes C5 . C4 . H8 . 110.06(13) no C10 . C4 . H8 . 109.53(12) no C5 . C4 . H9 . 103.46(13) no C10 . C4 . H9 . 111.27(12) no H8 . C4 . H9 . 109.650(11) no C4 . C5 . C6 . 113.3(2) yes C4 . C5 . H10 . 110.59(13) no C6 . C5 . H10 . 108.11(16) no C4 . C5 . H11 . 104.73(13) no C6 . C5 . H11 . 116.05(17) no H10 . C5 . H11 . 103.583(12) no C5 . C6 . H12 . 106.72(16) no C5 . C6 . H13 . 106.25(16) no H12 . C6 . H13 . 105.550(13) no C5 . C6 . H14 . 111.85(15) no H12 . C6 . H14 . 115.785(14) no H13 . C6 . H14 . 110.075(14) no N8 . C10 . C4 . 111.51(16) yes N8 . C10 . H6 . 107.01(11) no C4 . C10 . H6 . 113.02(12) no N8 . C10 . H7 . 105.45(11) no C4 . C10 . H7 . 112.06(12) no H6 . C10 . H7 . 107.356(11) no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_site_symmetry_1 _geom_torsion_atom_site_label_2 _geom_torsion_site_symmetry_2 _geom_torsion_atom_site_label_3 _geom_torsion_site_symmetry_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 . C1 . C2 . C3 . -179.6(3) yes O2 . C1 . C2 . C3 . 1.1(4) yes C10 . C4 . C5 . C6 . 179.8(3) yes C5 . C4 . C10 . N8 . 175.6(3) yes loop_ _geom_contact_atom_site_label_1 _geom_contact_site_symmetry_1 _geom_contact_atom_site_label_2 _geom_contact_site_symmetry_2 _geom_contact_distance _geom_contact_publ_flag O1 . O2 . 2.213(2) yes O1 . N8 1_565 3.217(2) yes O1 . N8 1_665 2.751(2) yes O1 . C1 . 1.249(2) yes O1 . C2 . 2.351(2) yes O1 . C3 . 3.576(2) yes O1 . C10 1_565 3.301(3) yes O1 . H1 . 2.600(2) no O1 . H3 1_665 1.767(2) no O1 . H4 1_665 3.047(2) no O1 . H5 1_565 2.476(2) no O1 . H5 1_665 3.203(2) no O1 . H6 1_565 3.142(3) no O1 . H7 1_565 2.875(3) no O1 . H9 1_665 3.171(2) no O1 . H11 . 3.558(3) no O1 . H12 . 3.169(4) no O1 . H14 2_676 2.949(4) no O2 . N8 1_565 2.831(2) yes O2 . N8 2_565 2.827(2) yes O2 . C1 . 1.260(2) yes O2 . C2 1_455 3.350(2) yes O2 . C2 . 2.370(2) yes O2 . C3 . 2.839(2) yes O2 . H1 1_455 2.356(2) no O2 . H1 . 3.301(2) no O2 . H2 . 2.547(2) no O2 . H2 2_565 2.981(3) no O2 . H3 1_565 3.188(2) no O2 . H3 2_565 3.128(2) no O2 . H4 1_565 3.165(2) no O2 . H4 2_565 1.938(2) no O2 . H5 1_565 1.916(2) no O2 . H5 2_565 3.076(2) no O2 . H8 . 2.723(3) no O2 . H12 . 2.846(3) no N8 . C1 1_445 3.485(3) yes N8 . C1 1_545 3.400(2) yes N8 . C2 1_445 3.516(3) yes N8 . C4 . 2.473(2) yes N8 . C10 . 1.483(2) yes N8 . H1 1_445 2.894(3) no N8 . H1 2_665 3.592(3) no N8 . H2 . 3.533(3) no N8 . H2 2_565 3.537(3) no N8 . H3 . 1.00046(14) no N8 . H4 . 0.95437(16) no N8 . H5 . 0.93693(11) no N8 . H5 2_555 3.530(3) no N8 . H6 . 2.066(3) no N8 . H7 . 2.061(3) no N8 . H8 . 2.711(3) no N8 . H9 . 2.697(3) no N8 . H12 1_545 3.262(4) no C1 . C2 . 1.494(3) yes C1 . C3 . 2.492(3) yes C1 . H1 1_455 3.526(3) no C1 . H1 . 2.208(3) no C1 . H2 . 2.665(3) no C1 . H3 1_665 2.594(3) no C1 . H3 2_565 3.589(3) no C1 . H4 2_565 2.825(3) no C1 . H5 1_565 2.487(2) no C1 . H8 . 3.129(3) no C1 . H11 . 3.350(3) no C1 . H12 . 3.094(4) no C2 . C3 . 1.324(3) yes C2 . C3 2_665 2.456(3) yes C2 . H1 . 1.04932(17) no C2 . H2 . 1.993(3) no C2 . H2 2_665 2.656(3) no C2 . H3 1_665 2.867(3) no C2 . H4 2_565 3.412(3) no C2 . H4 2_665 3.483(3) no C2 . H5 1_665 3.336(3) no C2 . H7 . 3.341(3) no C2 . H8 . 3.332(3) no C2 . H8 1_655 3.576(3) no C2 . H11 . 3.452(3) no C3 . C3 2_665 1.453(4) yes C3 . H1 . 2.018(3) no C3 . H1 2_665 2.618(3) no C3 . H2 . 0.98777(16) no C3 . H2 2_665 2.092(4) no C3 . H4 . 3.430(3) no C3 . H4 2_565 3.329(3) no C3 . H7 . 2.989(3) no C3 . H7 2_665 3.193(3) no C3 . H8 . 3.231(3) no C3 . H8 2_565 3.189(3) no C4 . C5 . 1.519(3) yes C4 . C6 . 2.540(3) yes C4 . C10 . 1.508(3) yes C4 . H2 . 3.553(3) no C4 . H2 2_565 3.346(3) no C4 . H3 . 2.686(3) no C4 . H4 . 2.712(3) no C4 . H5 . 3.288(2) no C4 . H6 . 2.162(3) no C4 . H7 . 2.167(3) no C4 . H8 . 1.04749(16) no C4 . H9 . 0.98425(14) no C4 . H10 . 2.161(3) no C4 . H10 2_566 3.389(3) no C4 . H11 . 2.031(3) no C4 . H12 . 2.762(3) no C4 . H13 . 2.652(3) no C4 . H14 . 3.396(3) no C5 . C6 . 1.522(4) yes C5 . C10 . 2.520(3) yes C5 . H6 . 2.768(3) no C5 . H6 2_666 3.206(3) no C5 . H7 . 2.850(3) no C5 . H8 . 2.120(3) no C5 . H9 . 1.993(3) no C5 . H9 2_566 3.383(3) no C5 . H10 . 1.09266(17) no C5 . H10 2_566 3.545(5) no C5 . H10 2_666 3.513(5) no C5 . H11 . 1.01571(14) no C5 . H12 . 2.121(4) no C5 . H13 . 2.085(4) no C5 . H14 . 2.102(3) no C6 . H6 2_566 3.479(4) no C6 . H8 . 2.754(3) no C6 . H9 . 2.656(3) no C6 . H9 2_566 3.511(4) no C6 . H10 . 2.132(4) no C6 . H11 . 2.169(4) no C6 . H12 . 1.10272(17) no C6 . H13 . 1.06172(16) no C6 . H13 2_576 3.509(5) no C6 . H14 . 0.99066(19) no C6 . H14 2_576 3.375(6) no C6 . H14 2_676 3.442(7) no C10 . H2 . 3.529(3) no C10 . H3 . 2.055(3) no C10 . H4 . 2.063(3) no C10 . H5 . 2.018(2) no C10 . H6 . 1.06851(16) no C10 . H7 . 1.08958(15) no C10 . H8 . 2.104(3) no C10 . H9 . 2.078(3) no C10 . H10 . 2.771(3) no C10 . H10 2_666 3.222(3) no C10 . H11 . 2.608(3) no C10 . H12 1_545 3.574(4) no C10 . H13 2_566 3.502(4) no H1 . H2 . 2.892(3) no H1 . H2 2_665 2.410(3) no H1 . H3 1_665 2.446(3) no H1 . H4 1_665 3.265(3) no H1 . H4 2_665 2.896(3) no H1 . H5 1_665 2.505(3) no H1 . H5 2_665 3.483(3) no H1 . H8 1_655 2.849(3) no H1 . H12 1_655 2.786(4) no H1 . H13 1_655 3.496(4) no H2 . H2 2_565 2.649(4) no H2 . H2 2_665 2.932(4) no H2 . H4 . 2.845(3) no H2 . H4 2_565 2.793(3) no H2 . H7 . 3.057(3) no H2 . H8 . 2.751(3) no H2 . H8 2_565 2.467(3) no H2 . H9 2_565 3.478(3) no H3 . H4 . 1.5712(2) no H3 . H5 . 1.5661(2) no H3 . H6 . 2.378(3) no H3 . H7 . 2.905(3) no H3 . H8 . 3.032(3) no H3 . H9 . 2.532(2) no H3 . H12 1_545 3.100(4) no H3 . H14 2_566 3.327(4) no H4 . H4 2_555 3.427(3) no H4 . H5 . 1.51967(18) no H4 . H5 2_555 2.966(3) no H4 . H6 . 2.889(3) no H4 . H7 . 2.381(3) no H4 . H8 . 2.570(2) no H4 . H9 . 3.007(3) no H5 . H5 2_555 3.235(3) no H5 . H6 . 2.311(2) no H5 . H7 . 2.314(3) no H5 . H8 . 3.566(3) no H5 . H9 . 3.556(3) no H5 . H12 1_545 2.788(4) no H6 . H7 . 1.7388(3) no H6 . H8 . 3.010(3) no H6 . H9 . 2.477(3) no H6 . H10 . 2.581(3) no H6 . H10 2_666 2.563(3) no H6 . H11 . 2.907(3) no H6 . H11 2_666 2.901(3) no H6 . H12 1_545 2.865(4) no H6 . H13 2_566 2.698(4) no H6 . H14 1_545 3.493(4) no H6 . H14 2_566 3.370(4) no H6 . H14 2_666 3.514(4) no H7 . H8 . 2.456(3) no H7 . H9 . 2.981(3) no H7 . H9 1_655 2.858(3) no H7 . H10 . 3.215(3) no H7 . H10 2_666 3.020(3) no H7 . H11 . 2.526(3) no H8 . H9 . 1.6611(2) no H8 . H10 . 3.024(3) no H8 . H11 . 2.417(3) no H8 . H12 . 2.542(3) no H8 . H13 . 2.925(3) no H9 . H10 . 2.362(3) no H9 . H10 2_566 2.514(3) no H9 . H11 . 2.788(3) no H9 . H12 . 3.024(3) no H9 . H13 . 2.367(3) no H9 . H13 2_566 3.190(4) no H9 . H14 . 3.514(3) no H9 . H14 2_566 3.387(4) no H10 . H10 2_566 3.201(5) no H10 . H10 2_666 2.972(5) no H10 . H11 . 1.6574(2) no H10 . H11 2_666 3.118(5) no H10 . H12 . 3.021(4) no H10 . H13 . 2.478(4) no H10 . H13 2_566 2.825(4) no H10 . H14 . 2.369(4) no H11 . H12 . 2.488(4) no H11 . H13 . 2.974(4) no H11 . H13 1_655 2.699(5) no H11 . H14 . 2.552(4) no H11 . H14 2_676 3.044(4) no H12 . H13 . 1.7236(2) no H12 . H13 2_576 3.478(5) no H12 . H14 . 1.7742(3) no H12 . H14 2_576 3.294(6) no H12 . H14 2_676 3.404(7) no H13 . H14 . 1.6825(3) no H13 . H14 2_576 3.011(5) no H14 . H14 2_576 3.290(6) no H14 . H14 2_676 3.019(7) no #============================================================================== #End of CIF #==============================================================================