# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2001 data_general loop_ _publ_author_name 'Kawai, Hidetoshi' 'Ono, Kazunori' 'Suzuki, Takanori' 'Tsuji, Takashi' _journal_coden_Cambridge 188 #------------------------------------------------------------------------------ # PROCESSING SUMMARY (IUCr Office Use Only) #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name 'Takanori Suzuki' _publ_contact_author_address ; Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810 JAPAN ; _publ_contact_author_email tak@sci.hokudai.ac.jp _publ_contact_author_fax +81-11-746-2557 _publ_contact_author_phone +81-11-706-2612 _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'Perkin Transactions 2' _publ_requested_category ' CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; Low-temperature X-ray structural analysis propanedinitrile derivatives substituted with a bis (4-dimethylaminophenyl)methyl group: the origin of elongation of the donor-acceptor substituted C-C bond ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; _publ_section_synopsis ; ENTER SYNOPSIS ; #------------------------------------------------------------------------------ # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _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. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #data_COMPOUND-4 #------------------------------------------------------------------------------ data_crystal2_-150deg _database_code_CSD 156710 _audit_creation_date 'Wed Oct 4 15:10:37 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C26 H26 N4 ' _chemical_formula_moiety '?' _chemical_formula_weight 394.52 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21 ' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,1/2+z 1/2-x,y,1/2+z 1/2+x,-y,z _cell_length_a 21.812(1) _cell_length_b 9.8235(4) _cell_length_c 19.7739(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4237.0(3) _cell_formula_units_Z 8 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 123.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'rod' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.150 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.237 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_reflns_number 23752 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.9862 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.9862 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 25 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4948 _reflns_number_gt 3800 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.0623 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3800 _refine_ls_number_parameters 541 _refine_ls_goodness_of_fit_ref 1.499 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.0044 _refine_diff_density_max 0.20 _refine_diff_density_min -0.14 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack 9(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;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' 0.006 0.003 ;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 N(1) N 0.8776(1) 0.2226(3) 0.5202 0.0347(6) Uani 1.00 d . . . N(2) N 0.5336(1) -0.2120(3) 0.6920(2) 0.0378(7) Uani 1.00 d . . . N(3) N 0.8685(1) 0.2341(3) 0.8384(2) 0.0371(7) Uani 1.00 d . . . N(4) N 0.7755(1) -0.1486(3) 0.8281(2) 0.0435(7) Uani 1.00 d . . . N(5) N 0.7576(1) 0.7141(3) 0.5734(2) 0.0412(7) Uani 1.00 d . . . N(6) N 0.4093(1) 0.2904(3) 0.7487(2) 0.0360(7) Uani 1.00 d . . . N(7) N 0.5103(1) 0.6323(3) 0.4365(2) 0.0421(7) Uani 1.00 d . . . N(8) N 0.4267(1) 0.2451(3) 0.4297(2) 0.0399(7) Uani 1.00 d . . . C(1) C 0.7261(1) 0.1693(3) 0.7583(2) 0.0256(6) Uani 1.00 d . . . C(2) C 0.7618(1) 0.1164(3) 0.8236(2) 0.0274(6) Uani 1.00 d . . . C(3) C 0.6948(1) 0.3059(3) 0.7771(2) 0.0285(6) Uani 1.00 d . . . C(4) C 0.7291(2) 0.4132(3) 0.8038(2) 0.0362(8) Uani 1.00 d . . . C(5) C 0.7026(2) 0.5391(3) 0.8173(2) 0.0430(8) Uani 1.00 d . . . C(6) C 0.6409(2) 0.5597(3) 0.8046(2) 0.0413(8) Uani 1.00 d . . . C(7) C 0.6058(2) 0.4546(4) 0.7785(2) 0.0422(9) Uani 1.00 d . . . C(8) C 0.6328(2) 0.3287(3) 0.7640(2) 0.0347(7) Uani 1.00 d . . . C(9) C 0.7703(1) 0.1893(3) 0.6991(2) 0.0256(6) Uani 1.00 d . . . C(10) C 0.8145(1) 0.0918(3) 0.6823(2) 0.0292(7) Uani 1.00 d . . . C(11) C 0.8495(1) 0.1014(3) 0.6240(2) 0.0293(7) Uani 1.00 d . . . C(12) C 0.8429(1) 0.2113(3) 0.5791(2) 0.0291(7) Uani 1.00 d . . . C(13) C 0.8001(1) 0.3116(3) 0.5967(2) 0.0312(7) Uani 1.00 d . . . C(14) C 0.7648(1) 0.2993(3) 0.6557(2) 0.0293(7) Uani 1.00 d . . . C(15) C 0.9044(2) 0.0999(4) 0.4915(2) 0.0418(9) Uani 1.00 d . . . C(16) C 0.8581(2) 0.3231(4) 0.4701(2) 0.0445(9) Uani 1.00 d . . . C(17) C 0.6772(1) 0.0620(3) 0.7409(2) 0.0253(6) Uani 1.00 d . . . C(18) C 0.6697(1) 0.0116(3) 0.6761(2) 0.0265(6) Uani 1.00 d . . . C(19) C 0.6229(1) -0.0787(3) 0.6598(2) 0.0282(7) Uani 1.00 d . . . C(20) C 0.5811(1) -0.1227(3) 0.7082(2) 0.0296(7) Uani 1.00 d . . . C(21) C 0.5892(1) -0.0751(3) 0.7745(2) 0.0325(7) Uani 1.00 d . . . C(22) C 0.6364(1) 0.0154(3) 0.7904(2) 0.0317(7) Uani 1.00 d . . . C(23) C 0.5170(2) -0.2233(3) 0.6207(2) 0.0380(8) Uani 1.00 d . . . C(24) C 0.4858(2) -0.2348(4) 0.7409(2) 0.0455(9) Uani 1.00 d . . . C(25) C 0.8229(1) 0.1819(3) 0.8317(2) 0.0308(7) Uani 1.00 d . . . C(26) C 0.7696(1) -0.0331(3) 0.8249(2) 0.0328(7) Uani 1.00 d . . . C(27) C 0.5663(1) 0.3269(3) 0.5146(2) 0.0244(6) Uani 1.00 d . . . C(28) C 0.5311(1) 0.3706(3) 0.4473(2) 0.0278(6) Uani 1.00 d . . . C(29) C 0.5979(1) 0.1891(3) 0.5003(2) 0.0263(6) Uani 1.00 d . . . C(30) C 0.5631(1) 0.0768(3) 0.4791(2) 0.0321(7) Uani 1.00 d . . . C(31) C 0.5907(2) -0.0486(3) 0.4666(2) 0.0383(8) Uani 1.00 d . . . C(32) C 0.6528(2) -0.0649(3) 0.4753(2) 0.0374(7) Uani 1.00 d . . . C(33) C 0.6873(2) 0.0439(4) 0.4970(2) 0.0368(8) Uani 1.00 d . . . C(34) C 0.6603(1) 0.1705(3) 0.5093(2) 0.0307(7) Uani 1.00 d . . . C(35) C 0.6142(1) 0.4379(3) 0.5290(2) 0.0279(7) Uani 1.00 d . . . C(36) C 0.6226(1) 0.4898(3) 0.5944(2) 0.0284(7) Uani 1.00 d . . . C(37) C 0.6689(1) 0.5825(3) 0.6084(2) 0.0317(7) Uani 1.00 d . . . C(38) C 0.7102(1) 0.6245(3) 0.5584(2) 0.0319(7) Uani 1.00 d . . . C(39) C 0.7011(1) 0.5728(3) 0.4926(2) 0.0342(7) Uani 1.00 d . . . C(40) C 0.6546(1) 0.4819(3) 0.4790(2) 0.0306(7) Uani 1.00 d . . . C(41) C 0.7754(2) 0.7288(4) 0.6439(2) 0.0448(9) Uani 1.00 d . . . C(42) C 0.8050(2) 0.7377(4) 0.5230(3) 0.049(1) Uani 1.00 d . . . C(43) C 0.5208(1) 0.3128(3) 0.5735(2) 0.0253(6) Uani 1.00 d . . . C(44) C 0.4762(1) 0.4109(3) 0.5870(2) 0.0280(7) Uani 1.00 d . . . C(45) C 0.4392(1) 0.4041(3) 0.6439(2) 0.0312(7) Uani 1.00 d . . . C(46) C 0.4453(1) 0.2978(3) 0.6909(2) 0.0288(7) Uani 1.00 d . . . C(47) C 0.4897(1) 0.1985(3) 0.6768(2) 0.0312(7) Uani 1.00 d . . . C(48) C 0.5263(1) 0.2071(3) 0.6196(2) 0.0295(7) Uani 1.00 d . . . C(49) C 0.3827(2) 0.4146(4) 0.7754(2) 0.0433(9) Uani 1.00 d . . . C(50) C 0.4261(2) 0.1899(4) 0.7995(2) 0.0412(9) Uani 1.00 d . . . C(51) C 0.5198(1) 0.5182(3) 0.4425(2) 0.0307(7) Uani 1.00 d . . . C(52) C 0.4725(1) 0.2998(3) 0.4373(2) 0.0309(7) Uani 1.00 d . . . H(1) H 0.7381 0.1407 0.8629 0.0353 Uiso 1.00 calc . . . H(2) H 0.7711 0.3989 0.8131 0.0436 Uiso 1.00 calc . . . H(3) H 0.7268 0.6138 0.8342 0.0487 Uiso 1.00 calc . . . H(4) H 0.6220 0.6455 0.8149 0.0488 Uiso 1.00 calc . . . H(5) H 0.5624 0.4679 0.7709 0.0529 Uiso 1.00 calc . . . H(6) H 0.6077 0.2563 0.7454 0.0423 Uiso 1.00 calc . . . H(7) H 0.8217 0.0177 0.7130 0.0366 Uiso 1.00 calc . . . H(8) H 0.8779 0.0302 0.6129 0.0361 Uiso 1.00 calc . . . H(9) H 0.7959 0.3893 0.5676 0.0398 Uiso 1.00 calc . . . H(10) H 0.7362 0.3701 0.6665 0.0358 Uiso 1.00 calc . . . H(11) H 0.8741 0.0352 0.4799 0.0526 Uiso 1.00 calc . . . H(12) H 0.9279 0.1214 0.4516 0.0526 Uiso 1.00 calc . . . H(13) H 0.9323 0.0583 0.5234 0.0526 Uiso 1.00 calc . . . H(14) H 0.8590 0.4126 0.4904 0.0579 Uiso 1.00 calc . . . H(15) H 0.8854 0.3232 0.4326 0.0579 Uiso 1.00 calc . . . H(16) H 0.8178 0.3050 0.4554 0.0579 Uiso 1.00 calc . . . H(17) H 0.6976 0.0386 0.6419 0.0333 Uiso 1.00 calc . . . H(18) H 0.6188 -0.1097 0.6140 0.0354 Uiso 1.00 calc . . . H(19) H 0.5627 -0.1062 0.8098 0.0405 Uiso 1.00 calc . . . H(20) H 0.6395 0.0487 0.8355 0.0374 Uiso 1.00 calc . . . H(21) H 0.5043 -0.1355 0.6041 0.0469 Uiso 1.00 calc . . . H(22) H 0.5516 -0.2521 0.5950 0.0469 Uiso 1.00 calc . . . H(23) H 0.4845 -0.2856 0.6150 0.0469 Uiso 1.00 calc . . . H(24) H 0.4664 -0.1515 0.7524 0.0578 Uiso 1.00 calc . . . H(25) H 0.4568 -0.2977 0.7247 0.0578 Uiso 1.00 calc . . . H(26) H 0.5041 -0.2716 0.7819 0.0578 Uiso 1.00 calc . . . H(27) H 0.5567 0.3452 0.4104 0.0365 Uiso 1.00 calc . . . H(28) H 0.5196 0.0874 0.4732 0.0399 Uiso 1.00 calc . . . H(29) H 0.5650 -0.1245 0.4531 0.0479 Uiso 1.00 calc . . . H(30) H 0.6720 -0.1512 0.4670 0.0465 Uiso 1.00 calc . . . H(31) H 0.7301 0.0321 0.5032 0.0468 Uiso 1.00 calc . . . H(32) H 0.6847 0.2453 0.5250 0.0377 Uiso 1.00 calc . . . H(33) H 0.5948 0.4603 0.6299 0.0353 Uiso 1.00 calc . . . H(34) H 0.6729 0.6197 0.6539 0.0408 Uiso 1.00 calc . . . H(35) H 0.7281 0.6053 0.4581 0.0420 Uiso 1.00 calc . . . H(36) H 0.6490 0.4469 0.4332 0.0400 Uiso 1.00 calc . . . H(37) H 0.7893 0.6443 0.6616 0.0560 Uiso 1.00 calc . . . H(38) H 0.8083 0.7939 0.6478 0.0560 Uiso 1.00 calc . . . H(39) H 0.7419 0.7606 0.6705 0.0560 Uiso 1.00 calc . . . H(40) H 0.8260 0.6542 0.5135 0.0626 Uiso 1.00 calc . . . H(41) H 0.7877 0.7714 0.4822 0.0626 Uiso 1.00 calc . . . H(42) H 0.8342 0.8020 0.5396 0.0626 Uiso 1.00 calc . . . H(43) H 0.4708 0.4843 0.5551 0.0355 Uiso 1.00 calc . . . H(44) H 0.4094 0.4743 0.6531 0.0371 Uiso 1.00 calc . . . H(45) H 0.4946 0.1244 0.7079 0.0373 Uiso 1.00 calc . . . H(46) H 0.5563 0.1369 0.6110 0.0377 Uiso 1.00 calc . . . H(47) H 0.4140 0.4786 0.7858 0.0589 Uiso 1.00 calc . . . H(48) H 0.3562 0.4541 0.7417 0.0589 Uiso 1.00 calc . . . H(49) H 0.3594 0.3955 0.8144 0.0589 Uiso 1.00 calc . . . H(50) H 0.3988 0.1945 0.8367 0.0534 Uiso 1.00 calc . . . H(51) H 0.4250 0.1011 0.7804 0.0534 Uiso 1.00 calc . . . H(52) H 0.4670 0.2073 0.8154 0.0534 Uiso 1.00 calc . . . 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 N(1) 0.034(1) 0.041(1) 0.029(1) 0.000(1) 0.0049(10) 0.000(1) N(2) 0.035(1) 0.036(1) 0.042(1) -0.010(1) -0.004(1) 0.001(1) N(3) 0.040(1) 0.043(1) 0.029(1) -0.007(1) -0.005(1) -0.001(1) N(4) 0.051(2) 0.033(1) 0.047(2) 0.001(1) -0.011(1) 0.002(1) N(5) 0.032(1) 0.036(1) 0.056(2) -0.008(1) -0.004(1) -0.001(1) N(6) 0.037(1) 0.044(1) 0.027(1) -0.004(1) 0.007(1) 0.001(1) N(7) 0.046(2) 0.036(1) 0.045(2) 0.003(1) 0.005(1) 0.008(1) N(8) 0.036(1) 0.047(2) 0.036(1) -0.003(1) -0.006(1) -0.001(1) C(1) 0.029(1) 0.026(1) 0.023(1) -0.0015(10) -0.0029(9) 0.0001(10) C(2) 0.032(1) 0.029(1) 0.021(1) -0.002(1) -0.004(1) -0.001(1) C(3) 0.036(1) 0.026(1) 0.024(1) -0.0001(10) 0.004(1) 0.000(1) C(4) 0.044(2) 0.027(1) 0.038(2) -0.004(1) -0.003(1) -0.001(1) C(5) 0.061(2) 0.029(1) 0.040(2) -0.001(1) -0.001(2) -0.004(1) C(6) 0.058(2) 0.031(2) 0.035(2) 0.011(1) 0.013(2) -0.004(1) C(7) 0.046(2) 0.034(1) 0.046(2) 0.009(1) 0.010(2) 0.000(1) C(8) 0.038(1) 0.030(1) 0.036(2) 0.003(1) 0.002(1) -0.002(1) C(9) 0.028(1) 0.026(1) 0.023(1) -0.0027(10) -0.0017(10) -0.0036(9) C(10) 0.032(1) 0.027(1) 0.029(1) 0.001(1) -0.001(1) -0.001(1) C(11) 0.027(1) 0.031(1) 0.030(1) 0.004(1) -0.002(1) -0.002(1) C(12) 0.024(1) 0.036(1) 0.027(1) -0.005(1) -0.0012(10) 0.000(1) C(13) 0.032(1) 0.033(1) 0.029(1) 0.001(1) 0.002(1) 0.004(1) C(14) 0.029(1) 0.031(1) 0.027(1) 0.001(1) 0.000(1) 0.003(1) C(15) 0.044(2) 0.045(2) 0.037(2) 0.001(1) 0.007(1) -0.004(1) C(16) 0.049(2) 0.054(2) 0.030(2) 0.001(2) 0.007(1) 0.012(1) C(17) 0.028(1) 0.022(1) 0.026(1) -0.0006(10) 0.000(1) 0.001(1) C(18) 0.026(1) 0.026(1) 0.027(1) 0.001(1) -0.001(1) 0.001(1) C(19) 0.031(1) 0.024(1) 0.029(1) -0.001(1) -0.002(1) 0.000(1) C(20) 0.027(1) 0.027(1) 0.034(1) 0.000(1) -0.003(1) 0.004(1) C(21) 0.031(1) 0.033(1) 0.033(1) -0.004(1) 0.002(1) 0.004(1) C(22) 0.037(2) 0.033(1) 0.025(1) -0.004(1) 0.001(1) 0.001(1) C(23) 0.034(2) 0.033(2) 0.046(2) -0.004(1) -0.010(1) -0.001(1) C(24) 0.036(2) 0.046(2) 0.054(2) -0.014(1) 0.005(1) 0.006(2) C(25) 0.037(1) 0.032(1) 0.023(1) 0.000(1) -0.003(1) -0.004(1) C(26) 0.036(2) 0.032(1) 0.031(1) 0.000(1) -0.008(1) 0.003(1) C(27) 0.028(1) 0.023(1) 0.022(1) 0.0000(9) 0.0034(9) -0.0001(10) C(28) 0.031(1) 0.029(1) 0.024(1) 0.002(1) 0.002(1) 0.001(1) C(29) 0.032(1) 0.027(1) 0.020(1) 0.001(1) 0.002(1) 0.0005(10) C(30) 0.032(1) 0.030(1) 0.035(2) 0.000(1) 0.002(1) -0.002(1) C(31) 0.051(2) 0.028(1) 0.036(2) 0.001(1) 0.005(1) -0.004(1) C(32) 0.052(2) 0.028(1) 0.032(1) 0.013(1) 0.008(1) 0.001(1) C(33) 0.039(2) 0.039(1) 0.032(1) 0.011(1) 0.002(1) 0.002(1) C(34) 0.032(1) 0.033(1) 0.027(1) 0.002(1) 0.001(1) 0.002(1) C(35) 0.027(1) 0.026(1) 0.031(1) -0.001(1) 0.002(1) -0.001(1) C(36) 0.028(1) 0.027(1) 0.030(1) 0.001(1) 0.002(1) 0.002(1) C(37) 0.029(1) 0.031(1) 0.036(2) 0.003(1) -0.005(1) -0.003(1) C(38) 0.030(1) 0.023(1) 0.043(1) 0.000(1) -0.001(1) 0.000(1) C(39) 0.032(1) 0.030(1) 0.040(1) -0.001(1) 0.004(1) 0.007(1) C(40) 0.032(1) 0.030(1) 0.030(1) 0.000(1) 0.000(1) 0.003(1) C(41) 0.035(2) 0.040(2) 0.059(2) -0.001(1) -0.010(2) -0.012(2) C(42) 0.034(2) 0.042(2) 0.072(3) -0.011(2) 0.005(2) -0.002(2) C(43) 0.025(1) 0.028(1) 0.023(1) -0.0036(10) 0.0025(10) -0.0053(10) C(44) 0.030(1) 0.027(1) 0.027(1) 0.001(1) 0.001(1) 0.002(1) C(45) 0.032(1) 0.029(1) 0.033(1) 0.001(1) 0.005(1) -0.002(1) C(46) 0.028(1) 0.034(1) 0.025(1) -0.006(1) 0.002(1) -0.002(1) C(47) 0.033(1) 0.032(1) 0.029(1) -0.001(1) 0.001(1) 0.003(1) C(48) 0.030(1) 0.028(1) 0.030(1) 0.002(1) 0.001(1) -0.002(1) C(49) 0.051(2) 0.047(2) 0.031(2) 0.000(2) 0.014(1) -0.004(1) C(50) 0.043(2) 0.050(2) 0.031(2) -0.003(1) 0.006(1) 0.005(1) C(51) 0.028(1) 0.035(1) 0.029(1) 0.001(1) 0.002(1) 0.004(1) C(52) 0.032(1) 0.037(1) 0.024(1) 0.005(1) -0.001(1) 0.003(1) #------------------------------------------------------------------------------ _computing_data_collection '.' _computing_cell_refinement '.' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _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 N(1) C(12) 1.394(4) . . yes N(1) C(15) 1.455(4) . . yes N(1) C(16) 1.461(5) . . yes N(2) C(20) 1.393(4) . . yes N(2) C(23) 1.459(6) . . yes N(2) C(24) 1.440(5) . . yes N(3) C(25) 1.127(4) . . yes N(4) C(26) 1.144(4) . . yes N(5) C(38) 1.390(4) . . yes N(5) C(41) 1.455(6) . . yes N(5) C(42) 1.455(6) . . yes N(6) C(46) 1.389(5) . . yes N(6) C(49) 1.450(5) . . yes N(6) C(50) 1.455(5) . . yes N(7) C(51) 1.146(4) . . yes N(8) C(52) 1.145(4) . . yes C(1) C(2) 1.596(5) . . yes C(1) C(3) 1.550(4) . . yes C(1) C(9) 1.528(5) . . yes C(1) C(17) 1.539(4) . . yes C(2) C(25) 1.488(4) . . yes C(2) C(26) 1.478(4) . . yes C(3) C(4) 1.395(4) . . yes C(3) C(8) 1.396(4) . . yes C(4) C(5) 1.391(5) . . yes C(5) C(6) 1.385(6) . . yes C(6) C(7) 1.386(5) . . yes C(7) C(8) 1.399(5) . . yes C(9) C(10) 1.399(4) . . yes C(9) C(14) 1.385(5) . . yes C(10) C(11) 1.386(5) . . yes C(11) C(12) 1.406(5) . . yes C(12) C(13) 1.402(4) . . yes C(13) C(14) 1.401(5) . . yes C(17) C(18) 1.383(5) . . yes C(17) C(22) 1.399(5) . . yes C(18) C(19) 1.389(4) . . yes C(19) C(20) 1.392(5) . . yes C(20) C(21) 1.403(6) . . yes C(21) C(22) 1.396(4) . . yes C(27) C(28) 1.595(5) . . yes C(27) C(29) 1.545(4) . . yes C(27) C(35) 1.536(4) . . yes C(27) C(43) 1.535(5) . . yes C(28) C(51) 1.474(4) . . yes C(28) C(52) 1.468(4) . . yes C(29) C(30) 1.402(4) . . yes C(29) C(34) 1.385(4) . . yes C(30) C(31) 1.393(5) . . yes C(31) C(32) 1.374(5) . . yes C(32) C(33) 1.377(5) . . yes C(33) C(34) 1.397(5) . . yes C(35) C(36) 1.402(6) . . yes C(35) C(40) 1.395(5) . . yes C(36) C(37) 1.388(4) . . yes C(37) C(38) 1.399(5) . . yes C(38) C(39) 1.411(6) . . yes C(39) C(40) 1.378(4) . . yes C(43) C(44) 1.395(4) . . yes C(43) C(48) 1.387(5) . . yes C(44) C(45) 1.387(5) . . yes C(45) C(46) 1.404(5) . . yes C(46) C(47) 1.402(4) . . yes C(47) C(48) 1.387(5) . . yes #------------------------------------------------------------------------------ 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(12) N(1) C(15) 118.5(3) . 1_555 1_555 yes C(12) N(1) C(16) 117.5(3) . 1_555 1_555 yes C(15) N(1) C(16) 114.4(2) . 1_555 1_555 yes C(20) N(2) C(23) 117.1(3) . 1_555 1_555 yes C(20) N(2) C(24) 118.7(3) . 1_555 1_555 yes C(23) N(2) C(24) 117.2(3) . 1_555 1_555 yes C(38) N(5) C(41) 117.8(3) . 1_555 1_555 yes C(38) N(5) C(42) 118.9(4) . 1_555 1_555 yes C(41) N(5) C(42) 116.8(3) . 1_555 1_555 yes C(46) N(6) C(49) 118.8(3) . 1_555 1_555 yes C(46) N(6) C(50) 117.4(3) . 1_555 1_555 yes C(49) N(6) C(50) 114.8(3) . 1_555 1_555 yes C(2) C(1) C(3) 107.6(3) . 1_555 1_555 yes C(2) C(1) C(9) 110.7(2) . 1_555 1_555 yes C(2) C(1) C(17) 107.2(2) . 1_555 1_555 yes C(3) C(1) C(9) 110.5(2) . 1_555 1_555 yes C(3) C(1) C(17) 110.0(2) . 1_555 1_555 yes C(9) C(1) C(17) 110.7(3) . 1_555 1_555 yes C(1) C(2) C(25) 112.5(3) . 1_555 1_555 yes C(1) C(2) C(26) 113.2(3) . 1_555 1_555 yes C(25) C(2) C(26) 109.0(2) . 1_555 1_555 yes C(1) C(3) C(4) 120.6(3) . 1_555 1_555 yes C(1) C(3) C(8) 121.4(3) . 1_555 1_555 yes C(4) C(3) C(8) 117.9(3) . 1_555 1_555 yes C(3) C(4) C(5) 121.5(3) . 1_555 1_555 yes C(4) C(5) C(6) 119.9(3) . 1_555 1_555 yes C(5) C(6) C(7) 119.8(3) . 1_555 1_555 yes C(6) C(7) C(8) 120.1(3) . 1_555 1_555 yes C(3) C(8) C(7) 120.8(3) . 1_555 1_555 yes C(1) C(9) C(10) 121.9(3) . 1_555 1_555 yes C(1) C(9) C(14) 121.4(3) . 1_555 1_555 yes C(10) C(9) C(14) 116.4(3) . 1_555 1_555 yes C(9) C(10) C(11) 122.1(3) . 1_555 1_555 yes C(10) C(11) C(12) 121.4(3) . 1_555 1_555 yes N(1) C(12) C(11) 122.3(3) . 1_555 1_555 yes N(1) C(12) C(13) 120.9(3) . 1_555 1_555 yes C(11) C(12) C(13) 116.8(3) . 1_555 1_555 yes C(12) C(13) C(14) 120.8(3) . 1_555 1_555 yes C(9) C(14) C(13) 122.4(3) . 1_555 1_555 yes C(1) C(17) C(18) 122.3(3) . 1_555 1_555 yes C(1) C(17) C(22) 120.5(3) . 1_555 1_555 yes C(18) C(17) C(22) 117.1(3) . 1_555 1_555 yes C(17) C(18) C(19) 122.0(3) . 1_555 1_555 yes C(18) C(19) C(20) 121.4(3) . 1_555 1_555 yes N(2) C(20) C(19) 121.6(4) . 1_555 1_555 yes N(2) C(20) C(21) 121.3(3) . 1_555 1_555 yes C(19) C(20) C(21) 117.1(3) . 1_555 1_555 yes C(20) C(21) C(22) 121.0(3) . 1_555 1_555 yes C(17) C(22) C(21) 121.3(3) . 1_555 1_555 yes N(3) C(25) C(2) 178.5(3) . 1_555 1_555 yes N(4) C(26) C(2) 177.8(4) . 1_555 1_555 yes C(28) C(27) C(29) 107.3(3) . 1_555 1_555 yes C(28) C(27) C(35) 106.9(3) . 1_555 1_555 yes C(28) C(27) C(43) 110.2(2) . 1_555 1_555 yes C(29) C(27) C(35) 110.7(2) . 1_555 1_555 yes C(29) C(27) C(43) 110.4(2) . 1_555 1_555 yes C(35) C(27) C(43) 111.3(3) . 1_555 1_555 yes C(27) C(28) C(51) 113.5(3) . 1_555 1_555 yes C(27) C(28) C(52) 113.8(3) . 1_555 1_555 yes C(51) C(28) C(52) 108.2(2) . 1_555 1_555 yes C(27) C(29) C(30) 120.2(3) . 1_555 1_555 yes C(27) C(29) C(34) 122.0(3) . 1_555 1_555 yes C(30) C(29) C(34) 117.8(3) . 1_555 1_555 yes C(29) C(30) C(31) 121.0(3) . 1_555 1_555 yes C(30) C(31) C(32) 120.4(3) . 1_555 1_555 yes C(31) C(32) C(33) 119.2(3) . 1_555 1_555 yes C(32) C(33) C(34) 121.0(3) . 1_555 1_555 yes C(29) C(34) C(33) 120.6(3) . 1_555 1_555 yes C(27) C(35) C(36) 121.2(3) . 1_555 1_555 yes C(27) C(35) C(40) 121.2(3) . 1_555 1_555 yes C(36) C(35) C(40) 117.3(3) . 1_555 1_555 yes C(35) C(36) C(37) 121.2(3) . 1_555 1_555 yes C(36) C(37) C(38) 121.3(4) . 1_555 1_555 yes N(5) C(38) C(37) 121.0(4) . 1_555 1_555 yes N(5) C(38) C(39) 121.9(3) . 1_555 1_555 yes C(37) C(38) C(39) 117.2(3) . 1_555 1_555 yes C(38) C(39) C(40) 121.0(3) . 1_555 1_555 yes C(35) C(40) C(39) 121.9(4) . 1_555 1_555 yes C(27) C(43) C(44) 122.2(3) . 1_555 1_555 yes C(27) C(43) C(48) 120.7(3) . 1_555 1_555 yes C(44) C(43) C(48) 116.8(3) . 1_555 1_555 yes C(43) C(44) C(45) 121.9(3) . 1_555 1_555 yes C(44) C(45) C(46) 121.1(3) . 1_555 1_555 yes N(6) C(46) C(45) 121.9(3) . 1_555 1_555 yes N(6) C(46) C(47) 121.2(3) . 1_555 1_555 yes C(45) C(46) C(47) 116.8(3) . 1_555 1_555 yes C(46) C(47) C(48) 121.2(3) . 1_555 1_555 yes C(43) C(48) C(47) 122.2(3) . 1_555 1_555 yes N(7) C(51) C(28) 177.6(4) . 1_555 1_555 yes N(8) C(52) C(28) 179.7(3) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(12) C(11) C(10) -179.9(3) 1_555 1_555 1_555 1_555 yes N(1) C(12) C(11) H(8) -2.2(5) 1_555 1_555 1_555 1_555 no N(1) C(12) C(13) C(14) 179.4(3) 1_555 1_555 1_555 1_555 yes N(1) C(12) C(13) H(9) -1.4(5) 1_555 1_555 1_555 1_555 no N(2) C(20) C(19) C(18) 179.2(3) 1_555 1_555 1_555 1_555 yes N(2) C(20) C(19) H(18) 0.6(5) 1_555 1_555 1_555 1_555 no N(2) C(20) C(21) C(22) -179.3(3) 1_555 1_555 1_555 1_555 yes N(2) C(20) C(21) H(19) 2.0(5) 1_555 1_555 1_555 1_555 no N(3) C(25) C(2) C(1) 77(15) 1_555 1_555 1_555 1_555 yes N(3) C(25) C(2) C(26) -156(14) 1_555 1_555 1_555 1_555 yes N(3) C(25) C(2) H(1) -41(15) 1_555 1_555 1_555 1_555 no N(4) C(26) C(2) C(1) -144(8) 1_555 1_555 1_555 1_555 yes N(4) C(26) C(2) C(25) 89(8) 1_555 1_555 1_555 1_555 yes N(4) C(26) C(2) H(1) -26(8) 1_555 1_555 1_555 1_555 no N(5) C(38) C(37) C(36) -178.0(3) 1_555 1_555 1_555 1_555 yes N(5) C(38) C(37) H(34) 2.3(5) 1_555 1_555 1_555 1_555 no N(5) C(38) C(39) C(40) 178.7(3) 1_555 1_555 1_555 1_555 yes N(5) C(38) C(39) H(35) -2.6(5) 1_555 1_555 1_555 1_555 no N(6) C(46) C(45) C(44) 179.0(3) 1_555 1_555 1_555 1_555 yes N(6) C(46) C(45) H(44) 1.1(5) 1_555 1_555 1_555 1_555 no N(6) C(46) C(47) C(48) -179.1(3) 1_555 1_555 1_555 1_555 yes N(6) C(46) C(47) H(45) 0.4(5) 1_555 1_555 1_555 1_555 no N(7) C(51) C(28) C(27) 171(7) 1_555 1_555 1_555 1_555 yes N(7) C(51) C(28) C(52) -60(7) 1_555 1_555 1_555 1_555 yes N(7) C(51) C(28) H(27) 53(7) 1_555 1_555 1_555 1_555 no N(8) C(52) C(28) C(27) 100(75) 1_555 1_555 1_555 1_555 yes N(8) C(52) C(28) C(51) -26(75) 1_555 1_555 1_555 1_555 yes N(8) C(52) C(28) H(27) -142(75) 1_555 1_555 1_555 1_555 no C(1) C(3) C(4) C(5) 176.2(4) 1_555 1_555 1_555 1_555 yes C(1) C(3) C(4) H(2) -4.5(6) 1_555 1_555 1_555 1_555 no C(1) C(3) C(8) C(7) -177.0(4) 1_555 1_555 1_555 1_555 yes C(1) C(3) C(8) H(6) 4.0(6) 1_555 1_555 1_555 1_555 no C(1) C(9) C(10) C(11) 171.9(3) 1_555 1_555 1_555 1_555 yes C(1) C(9) C(10) H(7) -10.3(5) 1_555 1_555 1_555 1_555 no C(1) C(9) C(14) C(13) -172.4(3) 1_555 1_555 1_555 1_555 yes C(1) C(9) C(14) H(10) 8.2(5) 1_555 1_555 1_555 1_555 no C(1) C(17) C(18) C(19) -175.8(3) 1_555 1_555 1_555 1_555 yes C(1) C(17) C(18) H(17) 5.1(4) 1_555 1_555 1_555 1_555 no C(1) C(17) C(22) C(21) 175.7(3) 1_555 1_555 1_555 1_555 yes C(1) C(17) C(22) H(20) -1.6(5) 1_555 1_555 1_555 1_555 no C(2) C(1) C(3) C(4) 54.7(4) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(3) C(8) -129.6(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(9) C(10) 45.8(4) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(9) C(14) -140.3(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(17) C(18) -131.4(3) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(17) C(22) 51.4(3) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(2) C(25) -82.0(3) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(2) C(26) 153.9(3) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(2) H(1) 35.4(3) 1_555 1_555 1_555 1_555 no C(3) C(1) C(9) C(10) 164.9(3) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(9) C(14) -21.2(4) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(17) C(18) 112.0(3) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(17) C(22) -65.2(4) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) 0.2(6) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) H(3) -177.8(4) 1_555 1_555 1_555 1_555 no C(3) C(8) C(7) C(6) 1.5(6) 1_555 1_555 1_555 1_555 yes C(3) C(8) C(7) H(5) -177.4(4) 1_555 1_555 1_555 1_555 no C(4) C(3) C(1) C(9) -66.3(4) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(1) C(17) 171.1(3) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(8) C(7) -1.2(6) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(8) H(6) 179.9(4) 1_555 1_555 1_555 1_555 no C(4) C(5) C(6) C(7) 0.1(6) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) H(4) 178.3(4) 1_555 1_555 1_555 1_555 no C(5) C(4) C(3) C(8) 0.3(6) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) -1.0(7) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) H(5) 178.0(4) 1_555 1_555 1_555 1_555 no C(6) C(5) C(4) H(2) -179.0(4) 1_555 1_555 1_555 1_555 no C(6) C(7) C(8) H(6) -179.5(4) 1_555 1_555 1_555 1_555 no C(7) C(6) C(5) H(3) 178.1(4) 1_555 1_555 1_555 1_555 no C(8) C(3) C(1) C(9) 109.4(4) 1_555 1_555 1_555 1_555 yes C(8) C(3) C(1) C(17) -13.1(5) 1_555 1_555 1_555 1_555 yes C(8) C(3) C(4) H(2) 179.6(4) 1_555 1_555 1_555 1_555 no C(8) C(7) C(6) H(4) -179.2(4) 1_555 1_555 1_555 1_555 no C(9) C(1) C(2) C(25) 38.9(3) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(2) C(26) -85.2(3) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(2) H(1) 156.3(2) 1_555 1_555 1_555 1_555 no C(9) C(1) C(17) C(18) -10.5(4) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(17) C(22) 172.3(3) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(11) C(12) 0.8(5) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(11) H(8) -176.8(3) 1_555 1_555 1_555 1_555 no C(9) C(14) C(13) C(12) 0.1(5) 1_555 1_555 1_555 1_555 yes C(9) C(14) C(13) H(9) -179.1(3) 1_555 1_555 1_555 1_555 no C(10) C(9) C(1) C(17) -73.0(4) 1_555 1_555 1_555 1_555 yes C(10) C(9) C(14) C(13) 1.9(5) 1_555 1_555 1_555 1_555 yes C(10) C(9) C(14) H(10) -177.5(3) 1_555 1_555 1_555 1_555 no C(10) C(11) C(12) C(13) 1.2(5) 1_555 1_555 1_555 1_555 yes C(11) C(10) C(9) C(14) -2.3(5) 1_555 1_555 1_555 1_555 yes C(11) C(12) N(1) C(15) 22.5(4) 1_555 1_555 1_555 1_555 yes C(11) C(12) N(1) C(16) 166.9(3) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) -1.6(5) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) H(9) 177.6(3) 1_555 1_555 1_555 1_555 no C(12) N(1) C(15) H(11) 60.0(4) 1_555 1_555 1_555 1_555 no C(12) N(1) C(15) H(12) -178.8(3) 1_555 1_555 1_555 1_555 no C(12) N(1) C(15) H(13) -60.7(4) 1_555 1_555 1_555 1_555 no C(12) N(1) C(16) H(14) 60.4(4) 1_555 1_555 1_555 1_555 no C(12) N(1) C(16) H(15) 178.9(3) 1_555 1_555 1_555 1_555 no C(12) N(1) C(16) H(16) -59.1(4) 1_555 1_555 1_555 1_555 no C(12) C(11) C(10) H(7) -177.0(3) 1_555 1_555 1_555 1_555 no C(12) C(13) C(14) H(10) 179.5(3) 1_555 1_555 1_555 1_555 no C(13) C(12) N(1) C(15) -158.6(3) 1_555 1_555 1_555 1_555 yes C(13) C(12) N(1) C(16) -14.2(4) 1_555 1_555 1_555 1_555 yes C(13) C(12) C(11) H(8) 178.8(3) 1_555 1_555 1_555 1_555 no C(14) C(9) C(1) C(17) 101.0(3) 1_555 1_555 1_555 1_555 yes C(14) C(9) C(10) H(7) 175.5(3) 1_555 1_555 1_555 1_555 no C(15) N(1) C(16) H(14) -153.8(3) 1_555 1_555 1_555 1_555 no C(15) N(1) C(16) H(15) -35.2(4) 1_555 1_555 1_555 1_555 no C(15) N(1) C(16) H(16) 86.7(4) 1_555 1_555 1_555 1_555 no C(16) N(1) C(15) H(11) -85.5(4) 1_555 1_555 1_555 1_555 no C(16) N(1) C(15) H(12) 35.8(4) 1_555 1_555 1_555 1_555 no C(16) N(1) C(15) H(13) 153.8(3) 1_555 1_555 1_555 1_555 no C(17) C(1) C(2) C(25) 159.7(3) 1_555 1_555 1_555 1_555 yes C(17) C(1) C(2) C(26) 35.6(3) 1_555 1_555 1_555 1_555 yes C(17) C(1) C(2) H(1) -82.8(3) 1_555 1_555 1_555 1_555 no C(17) C(18) C(19) C(20) 0.2(4) 1_555 1_555 1_555 1_555 yes C(17) C(18) C(19) H(18) 178.8(3) 1_555 1_555 1_555 1_555 no C(17) C(22) C(21) C(20) 0.1(5) 1_555 1_555 1_555 1_555 yes C(17) C(22) C(21) H(19) 178.8(3) 1_555 1_555 1_555 1_555 no C(18) C(17) C(22) C(21) -1.6(4) 1_555 1_555 1_555 1_555 yes C(18) C(17) C(22) H(20) -178.9(3) 1_555 1_555 1_555 1_555 no C(18) C(19) C(20) C(21) -1.8(4) 1_555 1_555 1_555 1_555 yes C(19) C(18) C(17) C(22) 1.5(4) 1_555 1_555 1_555 1_555 yes C(19) C(20) N(2) C(23) -19.2(4) 1_555 1_555 1_555 1_555 yes C(19) C(20) N(2) C(24) -169.2(3) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(22) 1.6(5) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) H(19) -177.0(3) 1_555 1_555 1_555 1_555 no C(20) N(2) C(23) H(21) -59.8(4) 1_555 1_555 1_555 1_555 no C(20) N(2) C(23) H(22) 58.8(4) 1_555 1_555 1_555 1_555 no C(20) N(2) C(23) H(23) -179.7(3) 1_555 1_555 1_555 1_555 no C(20) N(2) C(24) H(24) 58.1(5) 1_555 1_555 1_555 1_555 no C(20) N(2) C(24) H(25) -179.1(3) 1_555 1_555 1_555 1_555 no C(20) N(2) C(24) H(26) -59.9(4) 1_555 1_555 1_555 1_555 no C(20) C(19) C(18) H(17) 179.3(3) 1_555 1_555 1_555 1_555 no C(20) C(21) C(22) H(20) 177.4(3) 1_555 1_555 1_555 1_555 no C(21) C(20) N(2) C(23) 161.8(3) 1_555 1_555 1_555 1_555 yes C(21) C(20) N(2) C(24) 11.8(5) 1_555 1_555 1_555 1_555 yes C(21) C(20) C(19) H(18) 179.7(3) 1_555 1_555 1_555 1_555 no C(22) C(17) C(18) H(17) -177.6(3) 1_555 1_555 1_555 1_555 no C(23) N(2) C(24) H(24) -91.8(4) 1_555 1_555 1_555 1_555 no C(23) N(2) C(24) H(25) 31.0(5) 1_555 1_555 1_555 1_555 no C(23) N(2) C(24) H(26) 150.2(3) 1_555 1_555 1_555 1_555 no C(24) N(2) C(23) H(21) 90.6(4) 1_555 1_555 1_555 1_555 no C(24) N(2) C(23) H(22) -150.8(3) 1_555 1_555 1_555 1_555 no C(24) N(2) C(23) H(23) -29.3(4) 1_555 1_555 1_555 1_555 no C(27) C(29) C(30) C(31) -179.3(4) 1_555 1_555 1_555 1_555 yes C(27) C(29) C(30) H(28) 0.8(6) 1_555 1_555 1_555 1_555 no C(27) C(29) C(34) C(33) 178.8(4) 1_555 1_555 1_555 1_555 yes C(27) C(29) C(34) H(32) 0.1(6) 1_555 1_555 1_555 1_555 no C(27) C(35) C(36) C(37) 175.1(3) 1_555 1_555 1_555 1_555 yes C(27) C(35) C(36) H(33) -5.8(5) 1_555 1_555 1_555 1_555 no C(27) C(35) C(40) C(39) -174.3(3) 1_555 1_555 1_555 1_555 yes C(27) C(35) C(40) H(36) 6.1(5) 1_555 1_555 1_555 1_555 no C(27) C(43) C(44) C(45) -173.7(3) 1_555 1_555 1_555 1_555 yes C(27) C(43) C(44) H(43) 7.5(5) 1_555 1_555 1_555 1_555 no C(27) C(43) C(48) C(47) 173.8(3) 1_555 1_555 1_555 1_555 yes C(27) C(43) C(48) H(46) -7.0(5) 1_555 1_555 1_555 1_555 no C(28) C(27) C(29) C(30) -57.2(4) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(29) C(34) 124.5(4) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(35) C(36) 135.5(3) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(35) C(40) -50.4(4) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(43) C(44) -46.6(4) 1_555 1_555 1_555 1_555 yes C(28) C(27) C(43) C(48) 139.6(3) 1_555 1_555 1_555 1_555 yes C(29) C(27) C(28) C(51) -157.0(3) 1_555 1_555 1_555 1_555 yes C(29) C(27) C(28) C(52) 78.7(3) 1_555 1_555 1_555 1_555 yes C(29) C(27) C(28) H(27) -38.4(3) 1_555 1_555 1_555 1_555 no C(29) C(27) C(35) C(36) -108.0(3) 1_555 1_555 1_555 1_555 yes C(29) C(27) C(35) C(40) 66.1(4) 1_555 1_555 1_555 1_555 yes C(29) C(27) C(43) C(44) -164.9(3) 1_555 1_555 1_555 1_555 yes C(29) C(27) C(43) C(48) 21.3(4) 1_555 1_555 1_555 1_555 yes C(29) C(30) C(31) C(32) 0.5(6) 1_555 1_555 1_555 1_555 yes C(29) C(30) C(31) H(29) 178.5(4) 1_555 1_555 1_555 1_555 no C(29) C(34) C(33) C(32) 0.4(6) 1_555 1_555 1_555 1_555 yes C(29) C(34) C(33) H(31) 179.8(4) 1_555 1_555 1_555 1_555 no C(30) C(29) C(27) C(35) -173.5(3) 1_555 1_555 1_555 1_555 yes C(30) C(29) C(27) C(43) 62.9(4) 1_555 1_555 1_555 1_555 yes C(30) C(29) C(34) C(33) 0.5(6) 1_555 1_555 1_555 1_555 yes C(30) C(29) C(34) H(32) -178.1(4) 1_555 1_555 1_555 1_555 no C(30) C(31) C(32) C(33) 0.5(6) 1_555 1_555 1_555 1_555 yes C(30) C(31) C(32) H(30) 179.7(4) 1_555 1_555 1_555 1_555 no C(31) C(30) C(29) C(34) -1.0(6) 1_555 1_555 1_555 1_555 yes C(31) C(32) C(33) C(34) -1.0(6) 1_555 1_555 1_555 1_555 yes C(31) C(32) C(33) H(31) 179.7(4) 1_555 1_555 1_555 1_555 no C(32) C(31) C(30) H(28) -179.6(4) 1_555 1_555 1_555 1_555 no C(32) C(33) C(34) H(32) 179.1(4) 1_555 1_555 1_555 1_555 no C(33) C(32) C(31) H(29) -177.5(4) 1_555 1_555 1_555 1_555 no C(34) C(29) C(27) C(35) 8.2(5) 1_555 1_555 1_555 1_555 yes C(34) C(29) C(27) C(43) -115.4(4) 1_555 1_555 1_555 1_555 yes C(34) C(29) C(30) H(28) 179.1(4) 1_555 1_555 1_555 1_555 no C(34) C(33) C(32) H(30) 179.8(4) 1_555 1_555 1_555 1_555 no C(35) C(27) C(28) C(51) -38.2(3) 1_555 1_555 1_555 1_555 yes C(35) C(27) C(28) C(52) -162.6(3) 1_555 1_555 1_555 1_555 yes C(35) C(27) C(28) H(27) 80.3(3) 1_555 1_555 1_555 1_555 no C(35) C(27) C(43) C(44) 71.9(4) 1_555 1_555 1_555 1_555 yes C(35) C(27) C(43) C(48) -102.0(3) 1_555 1_555 1_555 1_555 yes C(35) C(36) C(37) C(38) -2.1(5) 1_555 1_555 1_555 1_555 yes C(35) C(36) C(37) H(34) 177.7(3) 1_555 1_555 1_555 1_555 no C(35) C(40) C(39) C(38) 0.6(5) 1_555 1_555 1_555 1_555 yes C(35) C(40) C(39) H(35) -178.0(3) 1_555 1_555 1_555 1_555 no C(36) C(35) C(27) C(43) 15.1(4) 1_555 1_555 1_555 1_555 yes C(36) C(35) C(40) C(39) 0.0(5) 1_555 1_555 1_555 1_555 yes C(36) C(35) C(40) H(36) -179.6(3) 1_555 1_555 1_555 1_555 no C(36) C(37) C(38) C(39) 2.5(5) 1_555 1_555 1_555 1_555 yes C(37) C(36) C(35) C(40) 0.8(4) 1_555 1_555 1_555 1_555 yes C(37) C(38) N(5) C(41) 19.3(4) 1_555 1_555 1_555 1_555 yes C(37) C(38) N(5) C(42) 170.2(3) 1_555 1_555 1_555 1_555 yes C(37) C(38) C(39) C(40) -1.7(5) 1_555 1_555 1_555 1_555 yes C(37) C(38) C(39) H(35) 176.9(3) 1_555 1_555 1_555 1_555 no C(38) N(5) C(41) H(37) 61.0(4) 1_555 1_555 1_555 1_555 no C(38) N(5) C(41) H(38) -179.5(3) 1_555 1_555 1_555 1_555 no C(38) N(5) C(41) H(39) -60.2(4) 1_555 1_555 1_555 1_555 no C(38) N(5) C(42) H(40) -61.6(5) 1_555 1_555 1_555 1_555 no C(38) N(5) C(42) H(41) 58.5(4) 1_555 1_555 1_555 1_555 no C(38) N(5) C(42) H(42) 179.2(3) 1_555 1_555 1_555 1_555 no C(38) C(37) C(36) H(33) 178.9(3) 1_555 1_555 1_555 1_555 no C(38) C(39) C(40) H(36) -179.9(3) 1_555 1_555 1_555 1_555 no C(39) C(38) N(5) C(41) -161.2(3) 1_555 1_555 1_555 1_555 yes C(39) C(38) N(5) C(42) -10.3(5) 1_555 1_555 1_555 1_555 yes C(39) C(38) C(37) H(34) -177.3(3) 1_555 1_555 1_555 1_555 no C(40) C(35) C(27) C(43) -170.8(3) 1_555 1_555 1_555 1_555 yes C(40) C(35) C(36) H(33) 179.9(3) 1_555 1_555 1_555 1_555 no C(41) N(5) C(42) H(40) 89.5(4) 1_555 1_555 1_555 1_555 no C(41) N(5) C(42) H(41) -150.4(3) 1_555 1_555 1_555 1_555 no C(41) N(5) C(42) H(42) -29.6(5) 1_555 1_555 1_555 1_555 no C(42) N(5) C(41) H(37) -90.4(4) 1_555 1_555 1_555 1_555 no C(42) N(5) C(41) H(38) 29.0(4) 1_555 1_555 1_555 1_555 no C(42) N(5) C(41) H(39) 148.4(3) 1_555 1_555 1_555 1_555 no C(43) C(27) C(28) C(51) 82.8(3) 1_555 1_555 1_555 1_555 yes C(43) C(27) C(28) C(52) -41.5(3) 1_555 1_555 1_555 1_555 yes C(43) C(27) C(28) H(27) -158.6(2) 1_555 1_555 1_555 1_555 no C(43) C(44) C(45) C(46) 0.4(5) 1_555 1_555 1_555 1_555 yes C(43) C(44) C(45) H(44) 178.2(3) 1_555 1_555 1_555 1_555 no C(43) C(48) C(47) C(46) -0.3(5) 1_555 1_555 1_555 1_555 yes C(43) C(48) C(47) H(45) -179.7(3) 1_555 1_555 1_555 1_555 no C(44) C(43) C(48) C(47) -0.4(5) 1_555 1_555 1_555 1_555 yes C(44) C(43) C(48) H(46) 178.9(3) 1_555 1_555 1_555 1_555 no C(44) C(45) C(46) C(47) -1.1(5) 1_555 1_555 1_555 1_555 yes C(45) C(44) C(43) C(48) 0.3(5) 1_555 1_555 1_555 1_555 yes C(45) C(46) N(6) C(49) -24.3(5) 1_555 1_555 1_555 1_555 yes C(45) C(46) N(6) C(50) -169.9(3) 1_555 1_555 1_555 1_555 yes C(45) C(46) C(47) C(48) 1.0(5) 1_555 1_555 1_555 1_555 yes C(45) C(46) C(47) H(45) -179.5(3) 1_555 1_555 1_555 1_555 no C(46) N(6) C(49) H(47) -58.3(5) 1_555 1_555 1_555 1_555 no C(46) N(6) C(49) H(48) 60.4(4) 1_555 1_555 1_555 1_555 no C(46) N(6) C(49) H(49) 180.0(3) 1_555 1_555 1_555 1_555 no C(46) N(6) C(50) H(50) 179.4(3) 1_555 1_555 1_555 1_555 no C(46) N(6) C(50) H(51) -59.5(4) 1_555 1_555 1_555 1_555 no C(46) N(6) C(50) H(52) 59.6(4) 1_555 1_555 1_555 1_555 no C(46) C(45) C(44) H(43) 179.2(3) 1_555 1_555 1_555 1_555 no C(46) C(47) C(48) H(46) -179.6(3) 1_555 1_555 1_555 1_555 no C(47) C(46) N(6) C(49) 155.8(3) 1_555 1_555 1_555 1_555 yes C(47) C(46) N(6) C(50) 10.2(5) 1_555 1_555 1_555 1_555 yes C(47) C(46) C(45) H(44) -179.0(3) 1_555 1_555 1_555 1_555 no C(48) C(43) C(44) H(43) -178.5(3) 1_555 1_555 1_555 1_555 no C(49) N(6) C(50) H(50) 32.4(4) 1_555 1_555 1_555 1_555 no C(49) N(6) C(50) H(51) 153.5(3) 1_555 1_555 1_555 1_555 no C(49) N(6) C(50) H(52) -87.4(4) 1_555 1_555 1_555 1_555 no C(50) N(6) C(49) H(47) 88.2(4) 1_555 1_555 1_555 1_555 no C(50) N(6) C(49) H(48) -153.1(3) 1_555 1_555 1_555 1_555 no C(50) N(6) C(49) H(49) -33.5(5) 1_555 1_555 1_555 1_555 no H(2) C(4) C(5) H(3) 3.0(7) 1_555 1_555 1_555 1_555 no H(3) C(5) C(6) H(4) -3.6(7) 1_555 1_555 1_555 1_555 no H(4) C(6) C(7) H(5) -0.3(7) 1_555 1_555 1_555 1_555 no H(5) C(7) C(8) H(6) 1.5(7) 1_555 1_555 1_555 1_555 no H(7) C(10) C(11) H(8) 5.5(5) 1_555 1_555 1_555 1_555 no H(9) C(13) C(14) H(10) 0.3(5) 1_555 1_555 1_555 1_555 no H(17) C(18) C(19) H(18) -2.1(5) 1_555 1_555 1_555 1_555 no H(19) C(21) C(22) H(20) -3.9(5) 1_555 1_555 1_555 1_555 no H(28) C(30) C(31) H(29) -1.6(7) 1_555 1_555 1_555 1_555 no H(29) C(31) C(32) H(30) 1.7(7) 1_555 1_555 1_555 1_555 no H(30) C(32) C(33) H(31) 0.5(7) 1_555 1_555 1_555 1_555 no H(31) C(33) C(34) H(32) -1.6(7) 1_555 1_555 1_555 1_555 no H(33) C(36) C(37) H(34) -1.4(5) 1_555 1_555 1_555 1_555 no H(35) C(39) C(40) H(36) 1.6(5) 1_555 1_555 1_555 1_555 no H(43) C(44) C(45) H(44) -3.0(5) 1_555 1_555 1_555 1_555 no H(45) C(47) C(48) H(46) 1.0(5) 1_555 1_555 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 N(3) C(24) 3.204(5) . 4_555 ? N(3) C(29) 3.313(5) . 3_655 ? N(3) C(28) 3.352(5) . 3_655 ? N(3) C(34) 3.494(5) . 3_655 ? N(3) C(30) 3.516(5) . 3_655 ? N(4) C(50) 3.358(5) . 4_555 ? N(4) C(32) 3.405(6) . 3_655 ? N(4) C(5) 3.462(4) . 1_545 ? N(4) N(6) 3.596(4) . 4_555 ? N(6) C(41) 3.586(5) . 4_465 ? N(7) C(16) 3.415(5) . 4_465 ? N(7) C(50) 3.509(6) . 2_664 ? N(8) C(42) 3.237(5) . 4_465 ? N(8) C(6) 3.459(5) . 2_664 ? N(8) C(21) 3.510(5) . 2_654 ? C(18) C(33) 3.576(6) . . ? C(19) C(48) 3.599(4) . . ? C(25) C(34) 3.532(6) . 3_655 ? C(25) C(33) 3.546(6) . 3_655 ? C(26) C(32) 3.435(6) . 3_655 ? #------------------------------------------------------------------------------ #data_COMPOUND-5 #------------------------------------------------------------------------------ data_indan_-150_degree _database_code_CSD 156711 #------------------------------------------------------------------------------ _audit_creation_date 'Thu Sep 7 19:50:41 2000' _audit_creation_method 'by teXsan' _audit_update_record ? # CHEMICAL DATA _chemical_formula_sum 'C27 H26 N4 ' _chemical_formula_moiety 'C27 H26 N4 ' _chemical_formula_weight 406.53 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 10.504(3) _cell_length_b 15.414(1) _cell_length_c 13.7027(6) _cell_angle_alpha 90 _cell_angle_beta 102.315(1) _cell_angle_gamma 90 _cell_volume 2167.4(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 123.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'prism' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.150 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.246 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_reflns_number 12824 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_theta_max 27.86 _diffrn_measured_fraction_theta_max 0.9213 _diffrn_reflns_theta_full 27.86 _diffrn_measured_fraction_theta_full 0.9213 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4755 _reflns_number_gt 3125 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.0646 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 3125 _refine_ls_number_parameters 280 _refine_ls_goodness_of_fit_ref 1.744 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.0002 _refine_diff_density_max 0.26 _refine_diff_density_min -0.25 _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' 0.003 0.002 ;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' 0.006 0.003 ;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 N(1) N 0.2590(2) 0.2752(1) 0.3097(1) 0.0351(5) Uani 1.00 d . . . N(2) N 0.6680(2) -0.0626(1) 0.8978(1) 0.0343(5) Uani 1.00 d . . . N(3) N 0.6899(2) 0.0276(1) 0.3611(2) 0.0454(6) Uani 1.00 d . . . N(4) N 0.9743(2) -0.0024(2) 0.6259(2) 0.0480(6) Uani 1.00 d . . . C(1) C 0.7330(2) 0.1633(1) 0.5769(1) 0.0221(4) Uani 1.00 d . . . C(2) C 0.8254(2) 0.1119(1) 0.5144(1) 0.0247(5) Uani 1.00 d . . . C(3) C 0.9194(2) 0.1802(1) 0.4847(1) 0.0291(5) Uani 1.00 d . . . C(4) C 0.9172(2) 0.2527(1) 0.5582(1) 0.0276(5) Uani 1.00 d . . . C(5) C 0.9998(2) 0.3252(2) 0.5753(2) 0.0351(6) Uani 1.00 d . . . C(6) C 0.9751(2) 0.3890(1) 0.6404(2) 0.0364(6) Uani 1.00 d . . . C(7) C 0.8689(2) 0.3824(1) 0.6859(1) 0.0331(6) Uani 1.00 d . . . C(8) C 0.7882(2) 0.3102(1) 0.6694(1) 0.0272(5) Uani 1.00 d . . . C(9) C 0.8147(2) 0.2443(1) 0.6066(1) 0.0239(5) Uani 1.00 d . . . C(10) C 0.6037(2) 0.1906(1) 0.5070(1) 0.0222(4) Uani 1.00 d . . . C(11) C 0.4807(2) 0.1673(1) 0.5213(1) 0.0251(5) Uani 1.00 d . . . C(12) C 0.3671(2) 0.1951(1) 0.4574(1) 0.0275(5) Uani 1.00 d . . . C(13) C 0.3712(2) 0.2488(1) 0.3749(1) 0.0256(5) Uani 1.00 d . . . C(14) C 0.4950(2) 0.2741(1) 0.3617(1) 0.0285(5) Uani 1.00 d . . . C(15) C 0.6068(2) 0.2456(1) 0.4264(1) 0.0266(5) Uani 1.00 d . . . C(16) C 0.1336(2) 0.2522(2) 0.3285(2) 0.0408(6) Uani 1.00 d . . . C(17) C 0.2654(3) 0.3381(2) 0.2333(2) 0.0488(7) Uani 1.00 d . . . C(18) C 0.7152(2) 0.1059(1) 0.6637(1) 0.0226(5) Uani 1.00 d . . . C(19) C 0.6469(2) 0.0276(1) 0.6451(1) 0.0255(5) Uani 1.00 d . . . C(20) C 0.6316(2) -0.0275(1) 0.7213(1) 0.0274(5) Uani 1.00 d . . . C(21) C 0.6864(2) -0.0074(1) 0.8215(1) 0.0259(5) Uani 1.00 d . . . C(22) C 0.7612(2) 0.0683(1) 0.8403(1) 0.0263(5) Uani 1.00 d . . . C(23) C 0.7747(2) 0.1232(1) 0.7630(1) 0.0243(5) Uani 1.00 d . . . C(24) C 0.5547(3) -0.1186(2) 0.8778(2) 0.0490(8) Uani 1.00 d . . . C(25) C 0.7117(3) -0.0331(2) 1.0001(2) 0.0455(7) Uani 1.00 d . . . C(26) C 0.7489(2) 0.0642(1) 0.4283(2) 0.0301(5) Uani 1.00 d . . . C(27) C 0.9071(2) 0.0471(2) 0.5794(2) 0.0314(5) Uani 1.00 d . . . H(1) H 0.8801 0.1970 0.4106 0.0323 Uiso 1.00 calc . . . H(2) H 1.0067 0.1483 0.4837 0.0323 Uiso 1.00 calc . . . H(3) H 1.0782 0.3284 0.5372 0.0323 Uiso 1.00 calc . . . H(4) H 1.0373 0.4367 0.6489 0.0323 Uiso 1.00 calc . . . H(5) H 0.8470 0.4314 0.7316 0.0323 Uiso 1.00 calc . . . H(6) H 0.7104 0.3076 0.7046 0.0323 Uiso 1.00 calc . . . H(7) H 0.4710 0.1295 0.5792 0.0323 Uiso 1.00 calc . . . H(8) H 0.2787 0.1703 0.4644 0.0323 Uiso 1.00 calc . . . H(9) H 0.5003 0.3140 0.3039 0.0323 Uiso 1.00 calc . . . H(10) H 0.6883 0.2655 0.4138 0.0323 Uiso 1.00 calc . . . H(11) H 0.1217 0.1842 0.3276 0.0323 Uiso 1.00 calc . . . H(12) H 0.0612 0.2720 0.2700 0.0323 Uiso 1.00 calc . . . H(13) H 0.1206 0.2724 0.3940 0.0323 Uiso 1.00 calc . . . H(14) H 0.3160 0.3166 0.1778 0.0323 Uiso 1.00 calc . . . H(15) H 0.3051 0.3983 0.2720 0.0323 Uiso 1.00 calc . . . H(16) H 0.1865 0.3558 0.1946 0.0323 Uiso 1.00 calc . . . H(17) H 0.6153 -0.0034 0.5771 0.0323 Uiso 1.00 calc . . . H(18) H 0.5753 -0.0790 0.7051 0.0323 Uiso 1.00 calc . . . H(19) H 0.8117 0.0818 0.9105 0.0323 Uiso 1.00 calc . . . H(20) H 0.8259 0.1782 0.7738 0.0323 Uiso 1.00 calc . . . H(21) H 0.5657 -0.1686 0.8240 0.0323 Uiso 1.00 calc . . . H(22) H 0.5301 -0.1382 0.9418 0.0323 Uiso 1.00 calc . . . H(23) H 0.4581 -0.0806 0.8567 0.0323 Uiso 1.00 calc . . . H(24) H 0.8166 -0.0211 1.0165 0.0323 Uiso 1.00 calc . . . H(25) H 0.6566 0.0229 1.0034 0.0323 Uiso 1.00 calc . . . H(26) H 0.6881 -0.0719 1.0466 0.0323 Uiso 1.00 calc . . . 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 N(1) 0.0264(10) 0.047(1) 0.0304(9) 0.0021(9) 0.0023(8) 0.0099(8) N(2) 0.046(1) 0.0319(10) 0.0248(8) -0.0071(9) 0.0072(8) 0.0044(7) N(3) 0.038(1) 0.053(1) 0.044(1) 0.001(1) 0.0066(9) -0.0187(10) N(4) 0.046(1) 0.058(1) 0.043(1) 0.020(1) 0.0153(10) 0.0168(10) C(1) 0.0223(10) 0.0234(9) 0.0206(8) -0.0009(8) 0.0048(7) -0.0010(7) C(2) 0.0249(10) 0.0254(9) 0.0233(8) 0.0006(8) 0.0044(7) 0.0004(7) C(3) 0.028(1) 0.033(1) 0.0280(9) -0.0033(9) 0.0102(8) 0.0009(8) C(4) 0.028(1) 0.030(1) 0.0240(9) -0.0030(9) 0.0035(8) 0.0030(8) C(5) 0.035(1) 0.039(1) 0.032(1) -0.011(1) 0.0083(9) 0.0024(9) C(6) 0.038(1) 0.032(1) 0.036(1) -0.014(1) 0.0014(10) -0.0002(9) C(7) 0.040(1) 0.027(1) 0.0288(10) -0.0041(9) 0.0004(9) 0.0001(8) C(8) 0.029(1) 0.0259(10) 0.0245(9) -0.0003(9) 0.0012(8) 0.0005(7) C(9) 0.025(1) 0.0234(9) 0.0219(8) -0.0022(8) 0.0015(7) 0.0015(7) C(10) 0.0225(10) 0.0222(9) 0.0219(8) -0.0001(8) 0.0046(7) -0.0020(7) C(11) 0.027(1) 0.0264(10) 0.0218(8) -0.0017(8) 0.0054(8) 0.0014(7) C(12) 0.025(1) 0.031(1) 0.0259(9) -0.0029(9) 0.0046(8) 0.0001(8) C(13) 0.026(1) 0.0270(9) 0.0232(9) 0.0015(8) 0.0026(8) -0.0009(7) C(14) 0.031(1) 0.029(1) 0.0250(9) 0.0001(9) 0.0058(8) 0.0036(7) C(15) 0.024(1) 0.0283(10) 0.0277(9) -0.0022(8) 0.0070(8) 0.0019(7) C(16) 0.025(1) 0.064(2) 0.032(1) -0.001(1) 0.0024(9) 0.006(1) C(17) 0.037(1) 0.068(2) 0.039(1) 0.011(1) 0.003(1) 0.027(1) C(18) 0.0239(10) 0.0219(9) 0.0224(8) 0.0003(8) 0.0058(7) 0.0003(7) C(19) 0.029(1) 0.0257(10) 0.0218(8) -0.0024(8) 0.0046(8) -0.0019(7) C(20) 0.030(1) 0.0253(10) 0.0263(9) -0.0029(8) 0.0052(8) -0.0006(7) C(21) 0.030(1) 0.0242(9) 0.0244(9) 0.0022(8) 0.0073(8) 0.0025(7) C(22) 0.030(1) 0.0271(10) 0.0210(8) 0.0019(9) 0.0026(8) -0.0008(7) C(23) 0.024(1) 0.0234(9) 0.0240(9) -0.0006(8) 0.0028(7) -0.0006(7) C(24) 0.068(2) 0.046(1) 0.034(1) -0.022(1) 0.012(1) 0.007(1) C(25) 0.069(2) 0.042(1) 0.0255(10) -0.010(1) 0.008(1) 0.0058(9) C(26) 0.030(1) 0.032(1) 0.0298(10) 0.0019(9) 0.0077(9) -0.0044(8) C(27) 0.028(1) 0.038(1) 0.0302(10) 0.0038(9) 0.0101(9) 0.0028(8) #------------------------------------------------------------------------------ _computing_data_collection '.' _computing_cell_refinement '.' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _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 N(1) C(13) 1.380(3) . . yes N(1) C(16) 1.439(3) . . yes N(1) C(17) 1.439(3) . . yes N(2) C(21) 1.393(3) . . yes N(2) C(24) 1.448(3) . . yes N(2) C(25) 1.452(3) . . yes N(3) C(26) 1.143(3) . . yes N(4) C(27) 1.138(3) . . yes C(1) C(2) 1.630(3) . . yes C(1) C(9) 1.521(3) . . yes C(1) C(10) 1.544(3) . . yes C(1) C(18) 1.525(3) . . yes C(2) C(3) 1.557(3) . . yes C(2) C(26) 1.474(3) . . yes C(2) C(27) 1.484(3) . . yes C(3) C(4) 1.508(3) . . yes C(4) C(5) 1.403(3) . . yes C(4) C(9) 1.387(3) . . yes C(5) C(6) 1.389(3) . . yes C(6) C(7) 1.393(4) . . yes C(7) C(8) 1.389(3) . . yes C(8) C(9) 1.396(3) . . yes C(10) C(11) 1.393(3) . . yes C(10) C(15) 1.399(3) . . yes C(11) C(12) 1.389(3) . . yes C(12) C(13) 1.409(3) . . yes C(13) C(14) 1.406(3) . . yes C(14) C(15) 1.384(3) . . yes C(18) C(19) 1.400(3) . . yes C(18) C(23) 1.397(3) . . yes C(19) C(20) 1.381(3) . . yes C(20) C(21) 1.406(3) . . yes C(21) C(22) 1.399(3) . . yes C(22) C(23) 1.387(3) . . yes #------------------------------------------------------------------------------ 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(13) N(1) C(16) 120.0(2) . 1_555 1_555 yes C(13) N(1) C(17) 120.3(2) . 1_555 1_555 yes C(16) N(1) C(17) 118.9(2) . 1_555 1_555 yes C(21) N(2) C(24) 117.5(2) . 1_555 1_555 yes C(21) N(2) C(25) 117.8(2) . 1_555 1_555 yes C(24) N(2) C(25) 116.6(2) . 1_555 1_555 yes C(2) C(1) C(9) 100.1(2) . 1_555 1_555 yes C(2) C(1) C(10) 110.5(1) . 1_555 1_555 yes C(2) C(1) C(18) 108.2(1) . 1_555 1_555 yes C(9) C(1) C(10) 108.3(2) . 1_555 1_555 yes C(9) C(1) C(18) 115.1(1) . 1_555 1_555 yes C(10) C(1) C(18) 113.8(2) . 1_555 1_555 yes C(1) C(2) C(3) 106.9(2) . 1_555 1_555 yes C(1) C(2) C(26) 112.3(2) . 1_555 1_555 yes C(1) C(2) C(27) 110.2(2) . 1_555 1_555 yes C(3) C(2) C(26) 113.3(2) . 1_555 1_555 yes C(3) C(2) C(27) 107.1(2) . 1_555 1_555 yes C(26) C(2) C(27) 107.0(2) . 1_555 1_555 yes C(2) C(3) C(4) 103.1(2) . 1_555 1_555 yes C(3) C(4) C(5) 127.2(2) . 1_555 1_555 yes C(3) C(4) C(9) 112.0(2) . 1_555 1_555 yes C(5) C(4) C(9) 120.6(2) . 1_555 1_555 yes C(4) C(5) C(6) 118.5(2) . 1_555 1_555 yes C(5) C(6) C(7) 120.9(2) . 1_555 1_555 yes C(6) C(7) C(8) 120.3(2) . 1_555 1_555 yes C(7) C(8) C(9) 119.2(2) . 1_555 1_555 yes C(1) C(9) C(4) 113.5(2) . 1_555 1_555 yes C(1) C(9) C(8) 125.9(2) . 1_555 1_555 yes C(4) C(9) C(8) 120.3(2) . 1_555 1_555 yes C(1) C(10) C(11) 124.2(2) . 1_555 1_555 yes C(1) C(10) C(15) 119.3(2) . 1_555 1_555 yes C(11) C(10) C(15) 116.4(2) . 1_555 1_555 yes C(10) C(11) C(12) 122.0(2) . 1_555 1_555 yes C(11) C(12) C(13) 121.2(2) . 1_555 1_555 yes N(1) C(13) C(12) 121.7(2) . 1_555 1_555 yes N(1) C(13) C(14) 121.4(2) . 1_555 1_555 yes C(12) C(13) C(14) 117.0(2) . 1_555 1_555 yes C(13) C(14) C(15) 120.7(2) . 1_555 1_555 yes C(10) C(15) C(14) 122.6(2) . 1_555 1_555 yes C(1) C(18) C(19) 120.1(2) . 1_555 1_555 yes C(1) C(18) C(23) 123.1(2) . 1_555 1_555 yes C(19) C(18) C(23) 116.5(2) . 1_555 1_555 yes C(18) C(19) C(20) 122.1(2) . 1_555 1_555 yes C(19) C(20) C(21) 120.9(2) . 1_555 1_555 yes N(2) C(21) C(20) 120.3(2) . 1_555 1_555 yes N(2) C(21) C(22) 122.2(2) . 1_555 1_555 yes C(20) C(21) C(22) 117.4(2) . 1_555 1_555 yes C(21) C(22) C(23) 120.9(2) . 1_555 1_555 yes C(18) C(23) C(22) 122.0(2) . 1_555 1_555 yes N(3) C(26) C(2) 179.5(2) . 1_555 1_555 yes N(4) C(27) C(2) 176.3(2) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(13) C(12) C(11) 178.6(2) 1_555 1_555 1_555 1_555 yes N(1) C(13) C(14) C(15) -178.7(2) 1_555 1_555 1_555 1_555 yes N(2) C(21) C(20) C(19) 178.7(2) 1_555 1_555 1_555 1_555 yes N(2) C(21) C(22) C(23) -178.2(2) 1_555 1_555 1_555 1_555 yes N(3) C(26) C(2) C(1) 114(27) 1_555 1_555 1_555 1_555 yes N(3) C(26) C(2) C(3) -6(27) 1_555 1_555 1_555 1_555 yes N(3) C(26) C(2) C(27) -124(27) 1_555 1_555 1_555 1_555 yes N(4) C(27) C(2) C(1) -157(3) 1_555 1_555 1_555 1_555 yes N(4) C(27) C(2) C(3) -42(3) 1_555 1_555 1_555 1_555 yes N(4) C(27) C(2) C(26) 79(3) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) 20.6(2) 1_555 1_555 1_555 1_555 yes C(1) C(9) C(4) C(3) 2.0(2) 1_555 1_555 1_555 1_555 yes C(1) C(9) C(4) C(5) 178.3(2) 1_555 1_555 1_555 1_555 yes C(1) C(9) C(8) C(7) -177.0(2) 1_555 1_555 1_555 1_555 yes C(1) C(10) C(11) C(12) 178.6(2) 1_555 1_555 1_555 1_555 yes C(1) C(10) C(15) C(14) -178.8(2) 1_555 1_555 1_555 1_555 yes C(1) C(18) C(19) C(20) 178.2(2) 1_555 1_555 1_555 1_555 yes C(1) C(18) C(23) C(22) -177.5(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(9) C(4) 10.8(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(9) C(8) -174.4(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(10) C(11) 123.2(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(10) C(15) -60.1(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(18) C(19) -66.2(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(18) C(23) 107.7(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) 169.5(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(9) -14.6(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(9) -19.2(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(10) 94.8(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(18) -139.9(2) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) 174.5(2) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(9) C(8) -173.0(2) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(2) C(26) 144.8(2) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(2) C(27) -97.4(2) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) -1.6(3) 1_555 1_555 1_555 1_555 yes C(4) C(9) C(1) C(10) -104.9(2) 1_555 1_555 1_555 1_555 yes C(4) C(9) C(1) C(18) 126.5(2) 1_555 1_555 1_555 1_555 yes C(4) C(9) C(8) C(7) -2.6(3) 1_555 1_555 1_555 1_555 yes C(5) C(4) C(9) C(8) 3.2(3) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) 2.2(3) 1_555 1_555 1_555 1_555 yes C(6) C(5) C(4) C(9) -1.1(3) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) -0.1(3) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(1) C(10) 69.9(2) 1_555 1_555 1_555 1_555 yes C(8) C(9) C(1) C(18) -58.7(3) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(2) C(26) -144.0(2) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(2) C(27) 96.8(2) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(10) C(11) -128.1(2) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(10) C(15) 48.6(2) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(18) C(19) -177.1(2) 1_555 1_555 1_555 1_555 yes C(9) C(1) C(18) C(23) -3.3(3) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(2) C(26) -30.0(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(2) C(27) -149.2(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(18) C(19) 57.1(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(18) C(23) -129.1(2) 1_555 1_555 1_555 1_555 yes C(10) C(11) C(12) C(13) -0.3(3) 1_555 1_555 1_555 1_555 yes C(10) C(15) C(14) C(13) 0.3(3) 1_555 1_555 1_555 1_555 yes C(11) C(10) C(1) C(18) 1.2(3) 1_555 1_555 1_555 1_555 yes C(11) C(10) C(15) C(14) -1.9(3) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) -1.3(3) 1_555 1_555 1_555 1_555 yes C(12) C(11) C(10) C(15) 1.8(3) 1_555 1_555 1_555 1_555 yes C(12) C(13) N(1) C(16) 3.6(3) 1_555 1_555 1_555 1_555 yes C(12) C(13) N(1) C(17) 172.6(2) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) 1.3(3) 1_555 1_555 1_555 1_555 yes C(14) C(13) N(1) C(16) -176.5(2) 1_555 1_555 1_555 1_555 yes C(14) C(13) N(1) C(17) -7.5(3) 1_555 1_555 1_555 1_555 yes C(15) C(10) C(1) C(18) 177.9(2) 1_555 1_555 1_555 1_555 yes C(18) C(1) C(2) C(26) 95.2(2) 1_555 1_555 1_555 1_555 yes C(18) C(1) C(2) C(27) -23.9(2) 1_555 1_555 1_555 1_555 yes C(18) C(19) C(20) C(21) -1.0(3) 1_555 1_555 1_555 1_555 yes C(18) C(23) C(22) C(21) -0.1(3) 1_555 1_555 1_555 1_555 yes C(19) C(18) C(23) C(22) -3.4(3) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(22) -2.6(3) 1_555 1_555 1_555 1_555 yes C(20) C(19) C(18) C(23) 4.0(3) 1_555 1_555 1_555 1_555 yes C(20) C(21) N(2) C(24) -24.1(3) 1_555 1_555 1_555 1_555 yes C(20) C(21) N(2) C(25) -171.9(2) 1_555 1_555 1_555 1_555 yes C(20) C(21) C(22) C(23) 3.2(3) 1_555 1_555 1_555 1_555 yes C(22) C(21) N(2) C(24) 157.3(2) 1_555 1_555 1_555 1_555 yes C(22) C(21) N(2) C(25) 9.5(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(3) C(17) 3.269(4) . 2_645 ? N(3) C(20) 3.324(3) . 3_656 ? N(3) N(4) 3.514(4) . 3_756 ? N(4) C(7) 3.272(3) . 2_746 ? N(4) C(26) 3.291(3) . 3_756 ? N(4) C(27) 3.381(3) . 3_756 ? N(4) C(3) 3.431(3) . 3_756 ? N(4) C(6) 3.552(3) . 2_746 ? N(4) C(2) 3.562(3) . 3_756 ? C(3) C(16) 3.595(3) . 1_655 ? C(6) C(16) 3.510(4) . 4_655 ? C(7) C(25) 3.578(3) . 4_554 ? C(12) C(20) 3.561(3) . 3_656 ? C(27) C(27) 3.531(4) . 3_756 ? #------------------------------------------------------------------------------ #data_COMPOUND-6 #------------------------------------------------------------------------------ data_tetralin_(from_EtOH)_-150 _database_code_CSD 156712 _audit_creation_date 'Tue Sep 12 10:20:11 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C28 H28 N4 ' _chemical_formula_moiety 'C28 H28 N4 ' _chemical_formula_weight 420.56 _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 9.490(1) _cell_length_b 23.201(2) _cell_length_c 10.4463(3) _cell_angle_alpha 90 _cell_angle_beta 99.1048(6) _cell_angle_gamma 90 _cell_volume 2271.0(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 123.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'prism' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.150 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_reflns_number 11671 _diffrn_reflns_av_R_equivalents 0.014 _diffrn_reflns_theta_max 27.88 _diffrn_measured_fraction_theta_max 0.9254 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.9254 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5013 _reflns_number_gt 4169 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.0827 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 4169 _refine_ls_number_parameters 289 _refine_ls_goodness_of_fit_ref 2.543 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.0004 _refine_diff_density_max 0.28 _refine_diff_density_min -0.42 _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' 0.003 0.002 ;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' 0.006 0.003 ;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 N(1) N -0.6286(2) -0.01983(8) -1.1818(2) 0.0362(4) Uani 1.00 d . . . N(2) N -0.6313(2) -0.39205(7) -0.8874(2) 0.0301(4) Uani 1.00 d . . . N(3) N -0.5986(2) -0.10395(7) -0.6172(2) 0.0329(4) Uani 1.00 d . . . N(4) N -1.0219(2) -0.05508(7) -0.6628(1) 0.0305(4) Uani 1.00 d . . . C(1) C -0.8841(2) -0.16824(7) -0.8379(1) 0.0191(4) Uani 1.00 d . . . C(2) C -0.8573(2) -0.14357(7) -0.6930(1) 0.0207(4) Uani 1.00 d . . . C(3) C -0.8940(2) -0.19007(8) -0.5971(2) 0.0251(4) Uani 1.00 d . . . C(4) C -1.0393(2) -0.21870(8) -0.6456(2) 0.0275(4) Uani 1.00 d . . . C(5) C -1.1196(2) -0.19556(7) -0.7714(2) 0.0226(4) Uani 1.00 d . . . C(6) C -1.2687(2) -0.19871(8) -0.7954(2) 0.0270(4) Uani 1.00 d . . . C(7) C -1.3448(2) -0.18142(8) -0.9137(2) 0.0293(4) Uani 1.00 d . . . C(8) C -1.2730(2) -0.16004(8) -1.0090(2) 0.0283(4) Uani 1.00 d . . . C(9) C -1.1251(2) -0.15482(7) -0.9850(2) 0.0237(4) Uani 1.00 d . . . C(10) C -1.0476(2) -0.17248(7) -0.8675(1) 0.0199(4) Uani 1.00 d . . . C(11) C -0.8202(2) -0.12817(7) -0.9313(1) 0.0194(4) Uani 1.00 d . . . C(12) C -0.7456(2) -0.15044(7) -1.0248(2) 0.0236(4) Uani 1.00 d . . . C(13) C -0.6833(2) -0.11543(8) -1.1085(2) 0.0263(4) Uani 1.00 d . . . C(14) C -0.6926(2) -0.05509(8) -1.1024(2) 0.0246(4) Uani 1.00 d . . . C(15) C -0.7720(2) -0.03258(8) -1.0111(2) 0.0289(4) Uani 1.00 d . . . C(16) C -0.8339(2) -0.06818(8) -0.9293(2) 0.0279(4) Uani 1.00 d . . . C(17) C -0.5550(3) -0.0435(1) -1.2784(3) 0.0542(7) Uani 1.00 d . . . C(18) C -0.6275(2) 0.04209(9) -1.1623(2) 0.0330(5) Uani 1.00 d . . . C(19) C -0.8190(2) -0.22875(7) -0.8404(1) 0.0199(4) Uani 1.00 d . . . C(20) C -0.6758(2) -0.24016(7) -0.7904(1) 0.0222(4) Uani 1.00 d . . . C(21) C -0.6142(2) -0.29387(8) -0.8018(2) 0.0232(4) Uani 1.00 d . . . C(22) C -0.6929(2) -0.33951(7) -0.8670(2) 0.0232(4) Uani 1.00 d . . . C(23) C -0.8365(2) -0.32826(8) -0.9164(2) 0.0266(4) Uani 1.00 d . . . C(24) C -0.8967(2) -0.27447(8) -0.9035(2) 0.0250(4) Uani 1.00 d . . . C(25) C -0.4940(2) -0.40743(9) -0.8142(2) 0.0317(5) Uani 1.00 d . . . C(26) C -0.7215(2) -0.43949(8) -0.9416(2) 0.0339(5) Uani 1.00 d . . . C(27) C -0.7100(2) -0.12200(8) -0.6528(2) 0.0245(4) Uani 1.00 d . . . C(28) C -0.9512(2) -0.09335(7) -0.6803(1) 0.0226(4) Uani 1.00 d . . . H(1) H -0.8164 -0.2203 -0.5915 0.0162 Uiso 1.00 calc . . . H(2) H -0.8980 -0.1708 -0.5117 0.0162 Uiso 1.00 calc . . . H(3) H -1.0249 -0.2611 -0.6558 0.0162 Uiso 1.00 calc . . . H(4) H -1.0980 -0.2171 -0.5756 0.0162 Uiso 1.00 calc . . . H(5) H -1.3173 -0.2175 -0.7251 0.0162 Uiso 1.00 calc . . . H(6) H -1.4509 -0.1812 -0.9314 0.0162 Uiso 1.00 calc . . . H(7) H -1.3287 -0.1485 -1.1003 0.0162 Uiso 1.00 calc . . . H(8) H -1.0738 -0.1373 -1.0483 0.0162 Uiso 1.00 calc . . . H(9) H -0.7330 -0.1927 -1.0308 0.0162 Uiso 1.00 calc . . . H(10) H -0.6344 -0.1357 -1.1742 0.0162 Uiso 1.00 calc . . . H(11) H -0.7762 0.0103 -0.9989 0.0162 Uiso 1.00 calc . . . H(12) H -0.8995 -0.0515 -0.8682 0.0162 Uiso 1.00 calc . . . H(13) H -0.4486 -0.0627 -1.2123 0.0162 Uiso 1.00 calc . . . H(14) H -0.6298 -0.0691 -1.3437 0.0162 Uiso 1.00 calc . . . H(15) H -0.5295 -0.0126 -1.3332 0.0162 Uiso 1.00 calc . . . H(16) H -0.5607 0.0612 -1.2233 0.0162 Uiso 1.00 calc . . . H(17) H -0.5750 0.0527 -1.0641 0.0162 Uiso 1.00 calc . . . H(18) H -0.7316 0.0564 -1.1810 0.0162 Uiso 1.00 calc . . . H(19) H -0.6160 -0.2090 -0.7460 0.0162 Uiso 1.00 calc . . . H(20) H -0.5167 -0.2992 -0.7691 0.0162 Uiso 1.00 calc . . . H(21) H -0.8998 -0.3582 -0.9612 0.0162 Uiso 1.00 calc . . . H(22) H -0.9980 -0.2669 -0.9416 0.0162 Uiso 1.00 calc . . . H(23) H -0.4232 -0.3726 -0.8157 0.0162 Uiso 1.00 calc . . . H(24) H -0.4547 -0.4444 -0.8502 0.0162 Uiso 1.00 calc . . . H(25) H -0.4941 -0.4057 -0.7231 0.0162 Uiso 1.00 calc . . . H(26) H -0.6588 -0.4717 -0.9610 0.0162 Uiso 1.00 calc . . . H(27) H -0.7755 -0.4279 -1.0353 0.0162 Uiso 1.00 calc . . . H(28) H -0.7824 -0.4509 -0.8707 0.0162 Uiso 1.00 calc . . . 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 N(1) 0.0434(9) 0.0314(9) 0.0391(9) -0.0019(7) 0.0227(7) 0.0062(7) N(2) 0.0287(7) 0.0235(8) 0.0364(8) 0.0057(6) 0.0003(6) -0.0045(6) N(3) 0.0305(8) 0.0325(9) 0.0333(8) -0.0035(6) -0.0021(6) 0.0009(6) N(4) 0.0322(8) 0.0266(8) 0.0347(8) -0.0018(6) 0.0117(6) -0.0042(6) C(1) 0.0181(7) 0.0194(8) 0.0195(7) -0.0006(5) 0.0027(5) -0.0002(6) C(2) 0.0210(7) 0.0206(8) 0.0201(7) -0.0020(6) 0.0022(6) 0.0001(6) C(3) 0.0292(8) 0.0251(8) 0.0212(7) -0.0030(6) 0.0046(6) 0.0029(6) C(4) 0.0289(8) 0.0274(9) 0.0270(8) -0.0053(7) 0.0070(6) 0.0045(7) C(5) 0.0225(7) 0.0195(8) 0.0267(8) -0.0021(6) 0.0064(6) -0.0019(6) C(6) 0.0230(8) 0.0251(9) 0.0346(9) -0.0033(6) 0.0098(7) -0.0033(7) C(7) 0.0185(7) 0.0302(9) 0.0388(10) -0.0012(6) 0.0030(7) -0.0059(7) C(8) 0.0218(8) 0.0305(9) 0.0311(9) 0.0008(7) -0.0007(6) -0.0024(7) C(9) 0.0216(8) 0.0238(8) 0.0258(8) -0.0010(6) 0.0045(6) -0.0016(6) C(10) 0.0175(7) 0.0186(7) 0.0236(7) -0.0004(5) 0.0034(6) -0.0027(6) C(11) 0.0176(7) 0.0216(8) 0.0185(7) -0.0001(6) 0.0017(6) 0.0001(6) C(12) 0.0239(7) 0.0226(8) 0.0250(8) 0.0041(6) 0.0062(6) 0.0020(6) C(13) 0.0248(8) 0.0298(9) 0.0260(8) 0.0069(6) 0.0091(6) 0.0040(7) C(14) 0.0213(7) 0.0294(9) 0.0235(8) -0.0016(6) 0.0045(6) 0.0043(6) C(15) 0.0378(9) 0.0222(8) 0.0290(8) -0.0023(7) 0.0120(7) 0.0001(7) C(16) 0.0358(9) 0.0215(8) 0.0296(9) -0.0008(7) 0.0150(7) -0.0010(6) C(17) 0.072(2) 0.044(1) 0.058(1) 0.015(1) 0.048(1) 0.017(1) C(18) 0.0328(9) 0.0301(10) 0.0375(10) -0.0034(7) 0.0096(7) 0.0090(8) C(19) 0.0203(7) 0.0191(8) 0.0205(7) 0.0002(6) 0.0039(6) 0.0014(6) C(20) 0.0200(7) 0.0218(8) 0.0241(7) -0.0014(6) 0.0017(6) 0.0003(6) C(21) 0.0201(7) 0.0248(8) 0.0239(8) 0.0027(6) 0.0017(6) 0.0011(6) C(22) 0.0254(8) 0.0213(8) 0.0234(7) 0.0029(6) 0.0058(6) 0.0003(6) C(23) 0.0232(8) 0.0240(9) 0.0316(9) -0.0014(6) 0.0017(6) -0.0049(7) C(24) 0.0192(7) 0.0244(9) 0.0300(8) 0.0000(6) 0.0000(6) -0.0026(6) C(25) 0.0327(9) 0.0297(9) 0.0311(9) 0.0097(7) 0.0000(7) -0.0018(7) C(26) 0.0313(9) 0.0249(9) 0.047(1) -0.0004(7) 0.0116(8) -0.0093(8) C(27) 0.0260(8) 0.0240(8) 0.0227(8) -0.0020(6) 0.0017(6) -0.0002(6) C(28) 0.0250(7) 0.0221(8) 0.0210(7) -0.0046(6) 0.0048(6) -0.0011(6) #------------------------------------------------------------------------------ _computing_data_collection '.' _computing_cell_refinement '.' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _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 N(1) C(14) 1.373(2) . . yes N(1) C(17) 1.425(3) . . yes N(1) C(18) 1.451(3) . . yes N(2) C(22) 1.383(2) . . yes N(2) C(25) 1.447(2) . . yes N(2) C(26) 1.453(2) . . yes N(3) C(27) 1.143(2) . . yes N(4) C(28) 1.145(2) . . yes C(1) C(2) 1.600(2) . . yes C(1) C(10) 1.537(2) . . yes C(1) C(11) 1.540(2) . . yes C(1) C(19) 1.536(2) . . yes C(2) C(3) 1.549(2) . . yes C(2) C(27) 1.482(2) . . yes C(2) C(28) 1.486(2) . . yes C(3) C(4) 1.542(2) . . yes C(4) C(5) 1.510(2) . . yes C(5) C(6) 1.399(2) . . yes C(5) C(10) 1.406(2) . . yes C(6) C(7) 1.388(3) . . yes C(7) C(8) 1.385(3) . . yes C(8) C(9) 1.391(2) . . yes C(9) C(10) 1.389(2) . . yes C(11) C(12) 1.393(2) . . yes C(11) C(16) 1.398(2) . . yes C(12) C(13) 1.392(2) . . yes C(13) C(14) 1.405(3) . . yes C(14) C(15) 1.406(2) . . yes C(15) C(16) 1.385(2) . . yes C(19) C(20) 1.402(2) . . yes C(19) C(24) 1.396(2) . . yes C(20) C(21) 1.389(2) . . yes C(21) C(22) 1.408(2) . . yes C(22) C(23) 1.403(2) . . yes C(23) C(24) 1.388(2) . . yes #------------------------------------------------------------------------------ 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(14) N(1) C(17) 120.8(2) . 1_555 1_555 yes C(14) N(1) C(18) 119.9(2) . 1_555 1_555 yes C(17) N(1) C(18) 119.2(2) . 1_555 1_555 yes C(22) N(2) C(25) 120.2(1) . 1_555 1_555 yes C(22) N(2) C(26) 119.4(1) . 1_555 1_555 yes C(25) N(2) C(26) 116.4(1) . 1_555 1_555 yes C(2) C(1) C(10) 102.6(1) . 1_555 1_555 yes C(2) C(1) C(11) 111.3(1) . 1_555 1_555 yes C(2) C(1) C(19) 109.8(1) . 1_555 1_555 yes C(10) C(1) C(11) 113.4(1) . 1_555 1_555 yes C(10) C(1) C(19) 109.5(1) . 1_555 1_555 yes C(11) C(1) C(19) 109.9(1) . 1_555 1_555 yes C(1) C(2) C(3) 110.1(1) . 1_555 1_555 yes C(1) C(2) C(27) 113.0(1) . 1_555 1_555 yes C(1) C(2) C(28) 110.9(1) . 1_555 1_555 yes C(3) C(2) C(27) 110.5(1) . 1_555 1_555 yes C(3) C(2) C(28) 106.8(1) . 1_555 1_555 yes C(27) C(2) C(28) 105.2(1) . 1_555 1_555 yes C(2) C(3) C(4) 111.6(1) . 1_555 1_555 yes C(3) C(4) C(5) 115.8(1) . 1_555 1_555 yes C(4) C(5) C(6) 119.6(1) . 1_555 1_555 yes C(4) C(5) C(10) 121.5(1) . 1_555 1_555 yes C(6) C(5) C(10) 118.9(2) . 1_555 1_555 yes C(5) C(6) C(7) 120.9(2) . 1_555 1_555 yes C(6) C(7) C(8) 119.8(1) . 1_555 1_555 yes C(7) C(8) C(9) 119.9(2) . 1_555 1_555 yes C(8) C(9) C(10) 120.7(1) . 1_555 1_555 yes C(1) C(10) C(5) 118.0(1) . 1_555 1_555 yes C(1) C(10) C(9) 122.4(1) . 1_555 1_555 yes C(5) C(10) C(9) 119.6(1) . 1_555 1_555 yes C(1) C(11) C(12) 121.0(1) . 1_555 1_555 yes C(1) C(11) C(16) 123.0(1) . 1_555 1_555 yes C(12) C(11) C(16) 116.0(1) . 1_555 1_555 yes C(11) C(12) C(13) 122.5(2) . 1_555 1_555 yes C(12) C(13) C(14) 121.1(2) . 1_555 1_555 yes N(1) C(14) C(13) 122.0(2) . 1_555 1_555 yes N(1) C(14) C(15) 121.6(2) . 1_555 1_555 yes C(13) C(14) C(15) 116.4(1) . 1_555 1_555 yes C(14) C(15) C(16) 121.5(2) . 1_555 1_555 yes C(11) C(16) C(15) 122.3(2) . 1_555 1_555 yes C(1) C(19) C(20) 122.3(1) . 1_555 1_555 yes C(1) C(19) C(24) 121.2(1) . 1_555 1_555 yes C(20) C(19) C(24) 116.2(1) . 1_555 1_555 yes C(19) C(20) C(21) 122.2(1) . 1_555 1_555 yes C(20) C(21) C(22) 121.2(1) . 1_555 1_555 yes N(2) C(22) C(21) 122.2(1) . 1_555 1_555 yes N(2) C(22) C(23) 121.1(2) . 1_555 1_555 yes C(21) C(22) C(23) 116.6(1) . 1_555 1_555 yes C(22) C(23) C(24) 121.5(2) . 1_555 1_555 yes C(19) C(24) C(23) 122.3(1) . 1_555 1_555 yes N(3) C(27) C(2) 176.8(2) . 1_555 1_555 yes N(4) C(28) C(2) 176.0(2) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(14) C(13) C(12) 178.2(2) 1_555 1_555 1_555 1_555 yes N(1) C(14) C(15) C(16) -178.7(2) 1_555 1_555 1_555 1_555 yes N(2) C(22) C(21) C(20) 175.4(2) 1_555 1_555 1_555 1_555 yes N(2) C(22) C(23) C(24) -175.9(2) 1_555 1_555 1_555 1_555 yes N(3) C(27) C(2) C(1) 161(3) 1_555 1_555 1_555 1_555 yes N(3) C(27) C(2) C(3) -74(3) 1_555 1_555 1_555 1_555 yes N(3) C(27) C(2) C(28) 40(3) 1_555 1_555 1_555 1_555 yes N(4) C(28) C(2) C(1) 163(2) 1_555 1_555 1_555 1_555 yes N(4) C(28) C(2) C(3) 43(2) 1_555 1_555 1_555 1_555 yes N(4) C(28) C(2) C(27) -74(2) 1_555 1_555 1_555 1_555 yes C(1) C(2) C(3) C(4) -47.4(2) 1_555 1_555 1_555 1_555 yes C(1) C(10) C(5) C(4) -3.4(2) 1_555 1_555 1_555 1_555 yes C(1) C(10) C(5) C(6) 178.7(1) 1_555 1_555 1_555 1_555 yes C(1) C(10) C(9) C(8) 179.1(2) 1_555 1_555 1_555 1_555 yes C(1) C(11) C(12) C(13) -178.3(1) 1_555 1_555 1_555 1_555 yes C(1) C(11) C(16) C(15) 177.9(2) 1_555 1_555 1_555 1_555 yes C(1) C(19) C(20) C(21) -174.9(1) 1_555 1_555 1_555 1_555 yes C(1) C(19) C(24) C(23) 174.5(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(10) C(5) -44.1(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(10) C(9) 136.3(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(11) C(12) 137.2(1) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(11) C(16) -43.5(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(19) C(20) -54.1(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(19) C(24) 131.7(2) 1_555 1_555 1_555 1_555 yes C(2) C(3) C(4) C(5) -2.0(2) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(10) 70.1(1) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(11) -168.3(1) 1_555 1_555 1_555 1_555 yes C(3) C(2) C(1) C(19) -46.3(2) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(6) -152.2(2) 1_555 1_555 1_555 1_555 yes C(3) C(4) C(5) C(10) 29.9(2) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(2) C(27) -172.9(1) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(2) C(28) 73.2(2) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) -175.6(2) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(10) C(9) 176.2(2) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) -0.8(3) 1_555 1_555 1_555 1_555 yes C(5) C(10) C(1) C(11) -164.3(1) 1_555 1_555 1_555 1_555 yes C(5) C(10) C(1) C(19) 72.5(2) 1_555 1_555 1_555 1_555 yes C(5) C(10) C(9) C(8) -0.4(2) 1_555 1_555 1_555 1_555 yes C(6) C(5) C(10) C(9) -1.7(2) 1_555 1_555 1_555 1_555 yes C(6) C(7) C(8) C(9) -1.4(3) 1_555 1_555 1_555 1_555 yes C(7) C(6) C(5) C(10) 2.4(3) 1_555 1_555 1_555 1_555 yes C(7) C(8) C(9) C(10) 2.0(3) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(1) C(11) 16.1(2) 1_555 1_555 1_555 1_555 yes C(9) C(10) C(1) C(19) -107.1(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(2) C(27) -165.8(1) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(2) C(28) -48.0(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(11) C(12) -107.7(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(11) C(16) 71.6(2) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(19) C(20) -166.0(1) 1_555 1_555 1_555 1_555 yes C(10) C(1) C(19) C(24) 19.7(2) 1_555 1_555 1_555 1_555 yes C(11) C(1) C(2) C(27) -44.2(2) 1_555 1_555 1_555 1_555 yes C(11) C(1) C(2) C(28) 73.7(2) 1_555 1_555 1_555 1_555 yes C(11) C(1) C(19) C(20) 68.7(2) 1_555 1_555 1_555 1_555 yes C(11) C(1) C(19) C(24) -105.5(2) 1_555 1_555 1_555 1_555 yes C(11) C(12) C(13) C(14) 0.1(3) 1_555 1_555 1_555 1_555 yes C(11) C(16) C(15) C(14) 0.7(3) 1_555 1_555 1_555 1_555 yes C(12) C(11) C(1) C(19) 15.3(2) 1_555 1_555 1_555 1_555 yes C(12) C(11) C(16) C(15) -2.8(2) 1_555 1_555 1_555 1_555 yes C(12) C(13) C(14) C(15) -2.3(2) 1_555 1_555 1_555 1_555 yes C(13) C(12) C(11) C(16) 2.4(2) 1_555 1_555 1_555 1_555 yes C(13) C(14) N(1) C(17) 2.9(3) 1_555 1_555 1_555 1_555 yes C(13) C(14) N(1) C(18) -173.1(2) 1_555 1_555 1_555 1_555 yes C(13) C(14) C(15) C(16) 1.8(3) 1_555 1_555 1_555 1_555 yes C(15) C(14) N(1) C(17) -176.6(2) 1_555 1_555 1_555 1_555 yes C(15) C(14) N(1) C(18) 7.4(3) 1_555 1_555 1_555 1_555 yes C(16) C(11) C(1) C(19) -165.4(1) 1_555 1_555 1_555 1_555 yes C(19) C(1) C(2) C(27) 77.8(2) 1_555 1_555 1_555 1_555 yes C(19) C(1) C(2) C(28) -164.4(1) 1_555 1_555 1_555 1_555 yes C(19) C(20) C(21) C(22) 1.2(3) 1_555 1_555 1_555 1_555 yes C(19) C(24) C(23) C(22) -0.3(3) 1_555 1_555 1_555 1_555 yes C(20) C(19) C(24) C(23) -0.1(2) 1_555 1_555 1_555 1_555 yes C(20) C(21) C(22) C(23) -1.6(2) 1_555 1_555 1_555 1_555 yes C(21) C(20) C(19) C(24) -0.3(2) 1_555 1_555 1_555 1_555 yes C(21) C(22) N(2) C(25) 16.1(3) 1_555 1_555 1_555 1_555 yes C(21) C(22) N(2) C(26) 172.8(2) 1_555 1_555 1_555 1_555 yes C(21) C(22) C(23) C(24) 1.1(2) 1_555 1_555 1_555 1_555 yes C(23) C(22) N(2) C(25) -167.0(2) 1_555 1_555 1_555 1_555 yes C(23) C(22) N(2) C(26) -10.3(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(2) N(4) 3.436(2) . 4_544 ? N(3) C(23) 3.378(2) . 4_545 ? N(4) C(26) 3.214(2) . 4_445 ? N(4) C(25) 3.439(3) . 2_353 ? N(4) C(18) 3.546(3) . 3_353 ? N(4) C(26) 3.595(3) . 2_353 ? C(3) C(7) 3.535(3) . 4_545 ? C(7) C(18) 3.349(3) . 3_353 ? C(8) C(18) 3.481(3) . 3_353 ? C(9) C(21) 3.534(2) . 4_444 ? C(13) C(25) 3.404(2) . 4_444 ? C(14) C(25) 3.440(2) . 4_444 ? #------------------------------------------------------------------------------ #data_COMPOUND-7 #------------------------------------------------------------------------------ data_Ar2C_C(CN)2_-150_degree _database_code_CSD 156713 _audit_creation_date 'Thu Oct 5 17:10:12 2000' _audit_creation_method 'by teXsan' _audit_update_record ? #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C20 H20 N4 ' _chemical_formula_moiety 'C20 H20 N4 ' _chemical_formula_weight 316.40 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 11.804(3) _cell_length_b 9.299(2) _cell_length_c 15.358(1) _cell_angle_alpha 90 _cell_angle_beta 98.440(2) _cell_angle_gamma 90 _cell_volume 1667.5(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 123.2 #------------------------------------------------------------------------------ _exptl_crystal_description 'plate' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.150 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_reflns_number 4945 _diffrn_reflns_av_R_equivalents 0.016 _diffrn_reflns_theta_max 27.88 _diffrn_measured_fraction_theta_max 0.9426 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.9426 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 1873 _reflns_number_gt 1342 _reflns_threshold_expression F^2^>3.0\s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.0684 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 1342 _refine_ls_number_parameters 110 _refine_ls_goodness_of_fit_ref 1.947 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]' _refine_ls_shift/su_max 0.0002 _refine_diff_density_max 0.21 _refine_diff_density_min -0.19 _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' 0.003 0.002 ;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' 0.006 0.003 ;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 N(1) N 0.6627(1) 0.4349(2) 0.4791(1) 0.0310(4) Uani 1.00 d . . . N(2) N 0.6341(2) -0.1896(2) 0.6710(1) 0.0346(4) Uani 1.00 d . . . C(1) C 0.5000 0.1166(3) 0.7500 0.0248(6) Uani 1.00 d S . . C(2) C 0.5000 -0.0332(3) 0.7500 0.0262(6) Uani 1.00 d S . . C(3) C 0.5453(2) 0.1960(2) 0.6812(1) 0.0251(4) Uani 1.00 d . . . C(4) C 0.5311(2) 0.1466(2) 0.5935(1) 0.0277(4) Uani 1.00 d . . . C(5) C 0.5676(2) 0.2249(2) 0.5271(1) 0.0284(5) Uani 1.00 d . . . C(6) C 0.6238(1) 0.3585(2) 0.5444(1) 0.0255(4) Uani 1.00 d . . . C(7) C 0.6385(2) 0.4088(2) 0.6323(1) 0.0291(4) Uani 1.00 d . . . C(8) C 0.6000(2) 0.3299(2) 0.6977(1) 0.0279(5) Uani 1.00 d . . . C(9) C 0.6472(2) 0.3831(2) 0.3889(1) 0.0318(5) Uani 1.00 d . . . C(10) C 0.7102(2) 0.5779(2) 0.4956(2) 0.0386(6) Uani 1.00 d . . . C(11) C 0.5739(2) -0.1171(2) 0.7042(1) 0.0270(4) Uani 1.00 d . . . H(1) H 0.4934 0.0548 0.5806 0.0227 Uiso 1.00 calc . . . H(2) H 0.5505 0.1953 0.4625 0.0227 Uiso 1.00 calc . . . H(3) H 0.6726 0.4874 0.6449 0.0227 Uiso 1.00 calc . . . H(4) H 0.6139 0.3693 0.7565 0.0227 Uiso 1.00 calc . . . H(5) H 0.6658 0.2823 0.3902 0.0227 Uiso 1.00 calc . . . H(6) H 0.6984 0.4366 0.3522 0.0227 Uiso 1.00 calc . . . H(7) H 0.5671 0.3999 0.3577 0.0227 Uiso 1.00 calc . . . H(8) H 0.6616 0.6420 0.5246 0.0227 Uiso 1.00 calc . . . H(9) H 0.7767 0.5781 0.5476 0.0227 Uiso 1.00 calc . . . H(10) H 0.7531 0.6068 0.4490 0.0227 Uiso 1.00 calc . . . 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 N(1) 0.0369(9) 0.0225(8) 0.0355(9) -0.0032(7) 0.0110(7) 0.0004(6) N(2) 0.0431(9) 0.0300(9) 0.0309(9) -0.0002(7) 0.0060(7) -0.0017(7) C(1) 0.027(1) 0.023(1) 0.023(1) 0.0000 -0.0016(9) 0.0000 C(2) 0.035(1) 0.024(1) 0.019(1) 0.0000 0.0006(9) 0.0000 C(3) 0.0284(8) 0.0209(8) 0.0248(9) 0.0003(7) 0.0004(7) 0.0000(7) C(4) 0.0355(10) 0.0195(8) 0.0257(9) -0.0042(7) -0.0032(7) 0.0010(7) C(5) 0.0350(9) 0.0236(9) 0.0248(9) -0.0031(7) -0.0019(7) -0.0001(7) C(6) 0.0243(8) 0.0197(8) 0.0323(9) 0.0022(6) 0.0034(7) 0.0016(7) C(7) 0.0270(8) 0.0207(8) 0.040(1) -0.0043(7) 0.0059(7) -0.0071(7) C(8) 0.0280(9) 0.0241(9) 0.0315(9) -0.0006(7) 0.0040(7) -0.0058(7) C(9) 0.0333(10) 0.030(1) 0.033(1) 0.0005(8) 0.0049(8) 0.0069(8) C(10) 0.043(1) 0.0246(10) 0.053(1) -0.0083(8) 0.0230(10) -0.0046(9) C(11) 0.0356(10) 0.0224(9) 0.0216(8) -0.0033(7) -0.0001(7) 0.0005(6) #------------------------------------------------------------------------------ _computing_data_collection '.' _computing_cell_refinement '.' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _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 N(1) C(6) 1.362(2) . . yes N(1) C(9) 1.453(2) . . yes N(1) C(10) 1.451(3) . . yes N(2) C(11) 1.151(3) . . yes C(1) C(2) 1.392(4) . . yes C(1) C(3) 1.454(2) . . yes C(1) C(3) 1.454(2) . 2_656 yes C(2) C(11) 1.430(2) . . yes C(2) C(11) 1.430(2) . 2_656 yes C(3) C(4) 1.409(2) . . yes C(3) C(8) 1.408(3) . . yes C(4) C(5) 1.374(3) . . yes C(5) C(6) 1.415(3) . . yes C(6) C(7) 1.415(3) . . yes C(7) C(8) 1.374(3) . . yes #------------------------------------------------------------------------------ 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(6) N(1) C(9) 121.4(2) . 1_555 1_555 yes C(6) N(1) C(10) 120.8(2) . 1_555 1_555 yes C(9) N(1) C(10) 117.5(2) . 1_555 1_555 yes C(2) C(1) C(3) 120.5(1) . 1_555 1_555 yes C(2) C(1) C(3) 120.5(1) . 1_555 2_656 yes C(3) C(1) C(3) 118.9(2) . 1_555 2_656 yes C(1) C(2) C(11) 123.1(1) . 1_555 1_555 yes C(1) C(2) C(11) 123.1(1) . 1_555 2_656 yes C(11) C(2) C(11) 113.8(2) . 1_555 2_656 yes C(1) C(3) C(4) 121.6(2) . 1_555 1_555 yes C(1) C(3) C(8) 121.8(2) . 1_555 1_555 yes C(4) C(3) C(8) 116.6(2) . 1_555 1_555 yes C(3) C(4) C(5) 122.1(2) . 1_555 1_555 yes C(4) C(5) C(6) 121.0(2) . 1_555 1_555 yes N(1) C(6) C(5) 121.3(2) . 1_555 1_555 yes N(1) C(6) C(7) 121.5(2) . 1_555 1_555 yes C(5) C(6) C(7) 117.2(2) . 1_555 1_555 yes C(6) C(7) C(8) 120.9(2) . 1_555 1_555 yes C(3) C(8) C(7) 122.2(2) . 1_555 1_555 yes N(2) C(11) C(2) 176.5(2) . 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(6) C(5) C(4) 178.3(2) 1_555 1_555 1_555 1_555 yes N(1) C(6) C(7) C(8) -179.2(2) 1_555 1_555 1_555 1_555 yes N(2) C(11) C(2) C(1) 140(3) 1_555 1_555 1_555 1_555 yes N(2) C(11) C(2) C(11) -39(3) 1_555 1_555 1_555 2_656 yes C(1) C(3) C(4) C(5) 176.1(2) 1_555 1_555 1_555 1_555 yes C(1) C(3) C(8) C(7) -177.0(2) 1_555 1_555 1_555 1_555 yes C(1) C(3) C(8) C(7) -177.0(2) 1_555 2_656 2_656 2_656 yes C(2) C(1) C(3) C(4) 36.2(2) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(3) C(8) -147.4(1) 1_555 1_555 1_555 1_555 yes C(2) C(1) C(3) C(4) 36.2(2) 1_555 1_555 2_656 2_656 yes C(2) C(1) C(3) C(8) -147.4(1) 1_555 1_555 2_656 2_656 yes C(3) C(1) C(2) C(11) 21.1(1) 1_555 1_555 1_555 1_555 yes C(3) C(1) C(2) C(11) -158.9(1) 1_555 1_555 1_555 2_656 yes C(3) C(1) C(3) C(4) -143.8(2) 1_555 1_555 2_656 2_656 yes C(3) C(1) C(3) C(8) 32.6(1) 1_555 1_555 2_656 2_656 yes C(3) C(4) C(5) C(6) 1.3(3) 1_555 1_555 1_555 1_555 yes C(3) C(8) C(7) C(6) 0.5(3) 1_555 1_555 1_555 1_555 yes C(4) C(3) C(8) C(7) -0.4(3) 1_555 1_555 1_555 1_555 yes C(4) C(5) C(6) C(7) -1.2(3) 1_555 1_555 1_555 1_555 yes C(5) C(4) C(3) C(8) -0.5(3) 1_555 1_555 1_555 1_555 yes C(5) C(6) N(1) C(9) 0.6(3) 1_555 1_555 1_555 1_555 yes C(5) C(6) N(1) C(10) 173.9(2) 1_555 1_555 1_555 1_555 yes C(5) C(6) C(7) C(8) 0.3(3) 1_555 1_555 1_555 1_555 yes C(7) C(6) N(1) C(9) -179.9(2) 1_555 1_555 1_555 1_555 yes C(7) C(6) N(1) C(10) -6.5(3) 1_555 1_555 1_555 1_555 yes #------------------------------------------------------------------------------ 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 N(1) C(5) 3.527(3) . 7_656 ? N(2) C(8) 3.477(3) . 6_646 ? N(2) C(10) 3.519(3) . 7_656 ? N(2) C(5) 3.592(2) . 3_656 ? C(5) C(9) 3.568(3) . 7_656 ? C(6) C(9) 3.548(3) . 7_656 ? C(10) C(10) 3.332(4) . 7_666 ? #------------------------------------------------------------------------------