#\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2006-10-27 at 14:20:03 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\xraysoft\wingx\files\archive.dat # CIF files read : mb215a_noabs geminiu struct # # CCDC ELECTRONIC DATA DEPOSITION FORM (CIF) # # This electronic data deposition form can be used: # # (a) WHEN SUBMITTING A PAPER TO A JOURNAL FOR PUBLICATION or # (b) WHEN SUBMITTING A PRIVATE COMMUNICATION TO THE CCDC # # A comprehensive archive of CIF resources is maintained by the IUCr # at its Chester office. This can be accessed # by anonymous ftp to ftp.iucr.org # or via the WWW at http://www.iucr.org/cif/home.html # If data items in this form are not available or not applicable # then ignore these items # A few items specific to CCDC input are indicated by _ccdc_ # # Submission and help information is provided at the end of this form #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_global # #------------------------------------------------------------------------- #2 Person making the deposition # _publ_contact_author 'Berg, Michael A. G.' _publ_contact_author_email bergm@vt.edu #------------------------------------------------------------------------- #3 Publication details # # Provide these details if the structure has been published, # accepted or submitted for publication # # The CCDC journal deposition number, eg. 182/357, # should be included only if it has been assigned by the journal # loop_ _publ_author_name 'Berg, Michael A. G.' _journal_name_full 'private communication' _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year ? _ccdc_journal_depnumber ? # #------------------------------------------------------------------------- #4 Chemical and physical data # # Note that the units for melting point are Kelvin # The compound_id is the identifier for the compound in the published # paper, eg. 4a, II, etc. # Provide a brief description of any significant biological activity, # eg. antimalarial activity # If the compound exhibits polymorphism provide brief details, # eg. monoclinic form, low-temperature phase, etc. # For chemdiag leave blank - no longer necessary _ccdc_compound_id ? _ccdc_biological_activity ? _ccdc_polymorph ? _ccdc_chemdiag_type ? _ccdc_chemdiag_records ; ? ; # #------------------------------------------------------------------------- #5 Other data relating to the structure determination and refinement # # Record the radiation type if not X-rays, eg. neutron # Record the temperature of the data collection (Kelvin) # if not room-temperature # Record R_squared if this is the only reliability factor given by # your refinement program # Describe briefly any disorder, eg. t-Butyl C31-33 disordered over # two sites with occupancies 0.6 and 0.4 # Under ccdc_comments record any other important information _ccdc_temp_data_collection ? _ccdc_ls_R_squared ? _ccdc_disorder ? _ccdc_comments ; ? ; #------------------------------------------------------------------------- #6 Include your "standard" CIF file here # It should contain the following data items: # unit cell parameters and volume, z value, space group symbol, # R-factor(s), atomic coordinates with standard deviations, # occupancy factors, bond lengths and bond angles # Other data items may be present but will not necessarily be # included in the Cambridge Structural Database # # Do NOT include structure factors # # #------------------------------------------------------------------------- #SUBMISSION INFORMATION # # For a journal send the form to the address specified by the journal # # For a private communication to the CCDC send the form to the address # deposit@ccdc.cam.ac.uk # # For up-to-date information on deposition procedures, check the website # http://www.ccdc.cam.ac.uk/ data_mb215a_noabs _audit_creation_date 2006-10-27T14:20:03-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C17 H22 N2 O3' _chemical_formula_sum 'C17 H22 N2 O3' _chemical_formula_weight 302.37 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration rm #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.6078(3) _cell_length_b 11.6253(3) _cell_length_c 13.1419(3) _cell_angle_alpha 90 _cell_angle_beta 92.734(2) _cell_angle_gamma 90 _cell_volume 1618.80(7) _cell_formula_units_Z 4 _cell_measurement_temperature 95(2) _cell_measurement_reflns_used 1837 _cell_measurement_theta_min 1.996 _cell_measurement_theta_max 21.708 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type none _exptl_absorpt_process_details 'CrysAlis (Oxford Diffraction)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'fine-focus sealed tube' _diffrn_ambient_temperature 95(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector CCD _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Oxford Diffraction Gemini Ultra' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_decay_% <2% _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_unetI/netI 0.0534 _diffrn_reflns_number 13067 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.96 _diffrn_reflns_theta_max 29.38 _diffrn_reflns_theta_full 29.13 _diffrn_measured_fraction_theta_full 0.977 _diffrn_measured_fraction_theta_max 0.964 _reflns_number_total 4507 _reflns_number_gt 3508 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis (Oxford Diffraction)' _computing_cell_refinement 'CrysAlis (Oxford Diffraction)' _computing_data_reduction 'CrysAlis (Oxford Diffraction)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep 3 (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4507 _refine_ls_number_parameters 405 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 #refine_ls_abs_structure_details # 'Flack H D (1983), Acta Cryst. A39, 876-881' #refine_ls_abs_structure_Flack 10(10) _refine_diff_density_max 0.21 _refine_diff_density_min -0.199 _refine_diff_density_rms 0.038 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.69931(18) 0.14501(16) 0.26558(14) 0.0201(4) Uani 1 1 d . . . H1 H 0.6144 0.1343 0.2941 0.024 Uiso 1 1 calc R . . C2 C 0.70684(19) 0.26511(17) 0.22653(14) 0.0220(4) Uani 1 1 d . . . C3 C 0.84111(19) 0.02883(18) 0.16189(15) 0.0254(4) Uani 1 1 d . . . H3A H 0.8913 0.0981 0.1469 0.031 Uiso 1 1 calc R . . H3B H 0.8407 -0.0225 0.1017 0.031 Uiso 1 1 calc R . . C4 C 0.9000(2) -0.03256(18) 0.25338(15) 0.0256(4) Uani 1 1 d . . . H4A H 0.856 -0.1065 0.2634 0.031 Uiso 1 1 calc R . . H4B H 0.9898 -0.0493 0.242 0.031 Uiso 1 1 calc R . . C5 C 0.97884(18) 0.02792(17) 0.42854(15) 0.0215(4) Uani 1 1 d . . . H5 H 1.0396 -0.032 0.4267 0.026 Uiso 1 1 calc R . . C6 C 0.97894(17) 0.10077(17) 0.51223(14) 0.0204(4) Uani 1 1 d . . . C7 C 0.8856(2) 0.18589(17) 0.51681(14) 0.0220(4) Uani 1 1 d . . . C8 C 0.79590(19) 0.19652(17) 0.43806(14) 0.0216(4) Uani 1 1 d . . . H8 H 0.7311 0.2524 0.4423 0.026 Uiso 1 1 calc R . . C9 C 0.79897(18) 0.12583(16) 0.35153(14) 0.0188(4) Uani 1 1 d . . . C10 C 0.89052(18) 0.04151(17) 0.34687(14) 0.0214(4) Uani 1 1 d . . . C11 C 1.1735(2) 0.0242(2) 0.57803(16) 0.0296(5) Uani 1 1 d . . . H11A H 1.1435 -0.0553 0.5705 0.044 Uiso 1 1 calc R . . H11B H 1.2319 0.0298 0.6379 0.044 Uiso 1 1 calc R . . H11C H 1.2171 0.0467 0.5171 0.044 Uiso 1 1 calc R . . C12 C 0.8725(2) 0.2230(2) 0.69466(15) 0.0314(5) Uani 1 1 d . . . H12A H 0.8194 0.154 0.6916 0.047 Uiso 1 1 calc R . . H12B H 0.8329 0.2818 0.736 0.047 Uiso 1 1 calc R . . H12C H 0.9557 0.2036 0.7254 0.047 Uiso 1 1 calc R . . C13 C 0.60723(18) 0.04821(17) 0.11827(14) 0.0215(4) Uani 1 1 d . . . C14 C 0.6078(2) -0.04247(18) 0.03489(16) 0.0269(5) Uani 1 1 d . . . H14 H 0.6858 -0.0904 0.0442 0.032 Uiso 1 1 calc R . . C15 C 0.6060(2) 0.0152(2) -0.06928(17) 0.0408(6) Uani 1 1 d . . . H15A H 0.603 -0.0452 -0.1224 0.049 Uiso 1 1 calc R . . H15B H 0.5278 0.0614 -0.0783 0.049 Uiso 1 1 calc R . . C16 C 0.7180(3) 0.0925(3) -0.0856(2) 0.0530(7) Uani 1 1 d . . . H16A H 0.7247 0.1503 -0.0314 0.08 Uiso 1 1 calc R . . H16B H 0.7067 0.131 -0.1518 0.08 Uiso 1 1 calc R . . H16C H 0.7953 0.0462 -0.0844 0.08 Uiso 1 1 calc R . . C17 C 0.4914(2) -0.1192(2) 0.0452(2) 0.0426(6) Uani 1 1 d . . . H17A H 0.4148 -0.0727 0.035 0.064 Uiso 1 1 calc R . . H17B H 0.4937 -0.1536 0.1134 0.064 Uiso 1 1 calc R . . H17C H 0.4915 -0.1803 -0.0062 0.064 Uiso 1 1 calc R . . C18 C 0.30270(18) 0.21707(16) 0.25821(14) 0.0196(4) Uani 1 1 d . . . H18 H 0.389 0.2314 0.2334 0.023 Uiso 1 1 calc R . . C19 C 0.29244(19) 0.09258(18) 0.28363(15) 0.0240(4) Uani 1 1 d . . . C20 C 0.15609(18) 0.29949(19) 0.37768(15) 0.0246(4) Uani 1 1 d . . . H20A H 0.1538 0.3412 0.4432 0.03 Uiso 1 1 calc R . . H20B H 0.119 0.2223 0.3868 0.03 Uiso 1 1 calc R . . C21 C 0.0802(2) 0.3645(2) 0.29607(15) 0.0275(4) Uani 1 1 d . . . H21A H 0.1037 0.4469 0.2989 0.033 Uiso 1 1 calc R . . H21B H -0.0107 0.3583 0.309 0.033 Uiso 1 1 calc R . . C22 C 0.01787(19) 0.34504(17) 0.11003(15) 0.0231(4) Uani 1 1 d . . . H22 H -0.0537 0.3914 0.1221 0.028 Uiso 1 1 calc R . . C23 C 0.03661(18) 0.30550(16) 0.01285(14) 0.0208(4) Uani 1 1 d . . . C24 C 0.14198(19) 0.23633(16) -0.00594(14) 0.0210(4) Uani 1 1 d . . . C25 C 0.22612(18) 0.20839(17) 0.07430(14) 0.0201(4) Uani 1 1 d . . . H25 H 0.2974 0.1616 0.0625 0.024 Uiso 1 1 calc R . . C26 C 0.20636(18) 0.24911(16) 0.17315(14) 0.0191(4) Uani 1 1 d . . . C27 C 0.10324(18) 0.31759(17) 0.19120(14) 0.0216(4) Uani 1 1 d . . . C28 C -0.1432(2) 0.4056(2) -0.05543(18) 0.0353(5) Uani 1 1 d . . . H28A H -0.1975 0.3743 -0.0038 0.053 Uiso 1 1 calc R . . H28B H -0.1927 0.4158 -0.1197 0.053 Uiso 1 1 calc R . . H28C H -0.1092 0.48 -0.0324 0.053 Uiso 1 1 calc R . . C29 C 0.2642(2) 0.1444(2) -0.12950(16) 0.0303(5) Uani 1 1 d . . . H29A H 0.3388 0.1889 -0.1066 0.045 Uiso 1 1 calc R . . H29B H 0.2646 0.133 -0.2034 0.045 Uiso 1 1 calc R . . H29C H 0.2656 0.0695 -0.0953 0.045 Uiso 1 1 calc R . . C30 C 0.39275(19) 0.31969(17) 0.40526(14) 0.0220(4) Uani 1 1 d . . . C31 C 0.3796(2) 0.41188(18) 0.48612(15) 0.0248(4) Uani 1 1 d . . . H31 H 0.2951 0.4495 0.476 0.03 Uiso 1 1 calc R . . C32 C 0.4829(2) 0.50159(19) 0.47208(18) 0.0331(5) Uani 1 1 d . . . H32A H 0.475 0.5629 0.5237 0.04 Uiso 1 1 calc R . . H32B H 0.5663 0.4646 0.4843 0.04 Uiso 1 1 calc R . . C33 C 0.4771(3) 0.5556(2) 0.3669(2) 0.0473(7) Uani 1 1 d . . . H33A H 0.491 0.4963 0.3157 0.071 Uiso 1 1 calc R . . H33B H 0.5426 0.6148 0.3636 0.071 Uiso 1 1 calc R . . H33C H 0.3939 0.5908 0.3535 0.071 Uiso 1 1 calc R . . C34 C 0.3903(3) 0.3579(2) 0.59219(17) 0.0391(6) Uani 1 1 d . . . H34A H 0.3206 0.3038 0.5998 0.059 Uiso 1 1 calc R . . H34B H 0.3864 0.4185 0.6438 0.059 Uiso 1 1 calc R . . H34C H 0.4708 0.3169 0.601 0.059 Uiso 1 1 calc R . . N1 N 0.71416(18) 0.35671(17) 0.19619(14) 0.0320(4) Uani 1 1 d . . . N2 N 0.71096(15) 0.06262(14) 0.18216(12) 0.0211(4) Uani 1 1 d . . . N3 N 0.2820(2) -0.00233(17) 0.30349(14) 0.0351(4) Uani 1 1 d . . . N4 N 0.28695(15) 0.28814(14) 0.34819(12) 0.0221(4) Uani 1 1 d . . . O1 O 0.51161(13) 0.10577(13) 0.13035(10) 0.0279(3) Uani 1 1 d . . . O2 O 1.06856(13) 0.09880(12) 0.59059(10) 0.0257(3) Uani 1 1 d . . . O3 O 0.88621(14) 0.26627(12) 0.59377(10) 0.0277(3) Uani 1 1 d . . . O4 O 0.49571(13) 0.27825(13) 0.38756(11) 0.0275(3) Uani 1 1 d . . . O5 O -0.04149(13) 0.32771(12) -0.07062(10) 0.0266(3) Uani 1 1 d . . . O6 O 0.15350(14) 0.20506(13) -0.10516(10) 0.0294(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0212(9) 0.0201(9) 0.0190(9) -0.0038(7) 0.0015(7) 0.0024(8) C2 0.0221(10) 0.0247(10) 0.0193(9) -0.0028(8) 0.0014(7) 0.0028(8) C3 0.0212(10) 0.0302(11) 0.0249(10) -0.0079(9) 0.0014(8) 0.0041(9) C4 0.0225(10) 0.0274(10) 0.0269(10) -0.0074(9) 0.0001(8) 0.0069(8) C5 0.0186(9) 0.0208(9) 0.0253(9) 0.0023(8) 0.0036(7) 0.0020(8) C6 0.0193(9) 0.0213(9) 0.0206(9) 0.0031(8) 0.0017(7) -0.0013(8) C7 0.0256(10) 0.0214(10) 0.0194(9) -0.0016(8) 0.0040(8) -0.0021(8) C8 0.0225(10) 0.0191(9) 0.0236(9) -0.0006(8) 0.0044(8) 0.0034(8) C9 0.0176(9) 0.0187(9) 0.0200(9) -0.0013(7) 0.0012(7) -0.0023(7) C10 0.0210(10) 0.0221(10) 0.0212(9) 0.0007(8) 0.0031(7) -0.0016(8) C11 0.0259(11) 0.0376(12) 0.0251(10) 0.0002(9) -0.0012(8) 0.0051(9) C12 0.0390(13) 0.0311(11) 0.0243(10) -0.0024(9) 0.0040(9) -0.0020(10) C13 0.0202(9) 0.0225(10) 0.0218(9) -0.0010(8) 0.0008(7) 0.0007(8) C14 0.0217(10) 0.0295(11) 0.0290(10) -0.0073(9) -0.0051(8) 0.0062(8) C15 0.0473(15) 0.0507(15) 0.0242(11) -0.0066(11) -0.0004(10) 0.0202(13) C16 0.0591(18) 0.0681(19) 0.0335(13) 0.0164(13) 0.0193(12) 0.0180(15) C17 0.0324(13) 0.0368(13) 0.0579(16) -0.0171(12) -0.0044(12) -0.0039(11) C18 0.0175(9) 0.0218(9) 0.0195(9) -0.0047(8) 0.0018(7) -0.0004(8) C19 0.0245(10) 0.0273(11) 0.0198(9) -0.0033(8) -0.0024(8) 0.0013(8) C20 0.0201(9) 0.0316(11) 0.0225(9) -0.0067(8) 0.0046(8) -0.0034(8) C21 0.0227(10) 0.0327(11) 0.0275(10) -0.0077(9) 0.0044(8) 0.0046(9) C22 0.0201(10) 0.0222(10) 0.0272(10) 0.0013(8) 0.0047(8) 0.0036(8) C23 0.0206(9) 0.0202(9) 0.0216(9) 0.0049(8) 0.0007(7) -0.0012(8) C24 0.0248(10) 0.0190(9) 0.0194(8) 0.0004(7) 0.0045(8) -0.0015(8) C25 0.0188(9) 0.0184(9) 0.0233(9) -0.0005(8) 0.0039(7) 0.0019(8) C26 0.0196(9) 0.0184(9) 0.0194(9) 0.0012(7) 0.0015(7) -0.0028(7) C27 0.0195(9) 0.0218(9) 0.0240(10) -0.0021(8) 0.0049(8) -0.0018(8) C28 0.0300(12) 0.0461(14) 0.0300(11) 0.0068(10) 0.0034(9) 0.0157(10) C29 0.0337(12) 0.0332(11) 0.0243(10) -0.0046(9) 0.0048(9) 0.0096(10) C30 0.0239(10) 0.0208(9) 0.0213(9) -0.0013(8) 0.0009(8) 0.0001(8) C31 0.0246(11) 0.0229(10) 0.0265(10) -0.0065(8) -0.0020(8) 0.0034(8) C32 0.0260(11) 0.0276(11) 0.0450(13) -0.0133(10) -0.0052(10) -0.0018(9) C33 0.0433(14) 0.0323(13) 0.0662(18) 0.0118(13) 0.0006(13) -0.0058(11) C34 0.0514(15) 0.0377(13) 0.0282(11) -0.0056(10) 0.0025(11) 0.0117(12) N1 0.0359(11) 0.0283(10) 0.0317(9) 0.0030(8) 0.0008(8) 0.0019(8) N2 0.0186(8) 0.0236(9) 0.0211(8) -0.0057(7) 0.0018(6) 0.0022(7) N3 0.0455(12) 0.0277(10) 0.0318(10) 0.0015(8) -0.0021(9) 0.0016(9) N4 0.0198(8) 0.0249(9) 0.0217(8) -0.0079(7) 0.0020(6) -0.0004(7) O1 0.0229(7) 0.0328(8) 0.0279(7) -0.0046(7) 0.0004(6) 0.0073(6) O2 0.0240(7) 0.0297(8) 0.0233(7) -0.0013(6) -0.0010(6) 0.0032(6) O3 0.0387(8) 0.0226(7) 0.0220(7) -0.0025(6) 0.0028(6) 0.0009(6) O4 0.0215(7) 0.0306(8) 0.0302(7) -0.0077(6) 0.0001(6) 0.0046(6) O5 0.0242(7) 0.0319(8) 0.0238(7) 0.0056(6) 0.0019(6) 0.0079(6) O6 0.0313(8) 0.0359(8) 0.0209(7) -0.0032(6) 0.0007(6) 0.0115(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.465(2) . ? C1 C2 1.491(3) . ? C1 C9 1.526(3) . ? C2 N1 1.141(3) . ? C3 N2 1.472(2) . ? C3 C4 1.508(3) . ? C4 C10 1.508(3) . ? C5 C6 1.388(3) . ? C5 C10 1.400(3) . ? C6 O2 1.368(2) . ? C6 C7 1.403(3) . ? C7 O3 1.377(2) . ? C7 C8 1.378(3) . ? C8 C9 1.405(3) . ? C9 C10 1.383(3) . ? C11 O2 1.427(3) . ? C12 O3 1.432(2) . ? C13 O1 1.232(2) . ? C13 N2 1.362(2) . ? C13 C14 1.521(3) . ? C14 C15 1.524(3) . ? C14 C17 1.534(3) . ? C15 C16 1.513(4) . ? C18 N4 1.459(2) . ? C18 C19 1.491(3) . ? C18 C26 1.524(3) . ? C19 N3 1.140(3) . ? C20 N4 1.465(3) . ? C20 C21 1.512(3) . ? C21 C27 1.513(3) . ? C22 C23 1.381(3) . ? C22 C27 1.403(3) . ? C23 O5 1.367(2) . ? C23 C24 1.408(3) . ? C24 O6 1.365(2) . ? C24 C25 1.387(3) . ? C25 C26 1.408(3) . ? C26 C27 1.383(3) . ? C28 O5 1.430(3) . ? C29 O6 1.419(2) . ? C30 O4 1.226(2) . ? C30 N4 1.370(2) . ? C30 C31 1.520(3) . ? C31 C34 1.528(3) . ? C31 C32 1.530(3) . ? C32 C33 1.517(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C2 110.28(15) . . ? N2 C1 C9 112.21(15) . . ? C2 C1 C9 110.18(16) . . ? N1 C2 C1 179.1(2) . . ? N2 C3 C4 109.79(16) . . ? C10 C4 C3 109.77(16) . . ? C6 C5 C10 120.93(18) . . ? O2 C6 C5 124.09(17) . . ? O2 C6 C7 116.48(17) . . ? C5 C6 C7 119.37(17) . . ? O3 C7 C8 118.02(17) . . ? O3 C7 C6 122.11(17) . . ? C8 C7 C6 119.64(17) . . ? C7 C8 C9 120.92(18) . . ? C10 C9 C8 119.59(17) . . ? C10 C9 C1 122.26(16) . . ? C8 C9 C1 118.15(16) . . ? C9 C10 C5 119.45(17) . . ? C9 C10 C4 121.00(17) . . ? C5 C10 C4 119.49(17) . . ? O1 C13 N2 119.98(17) . . ? O1 C13 C14 120.06(17) . . ? N2 C13 C14 119.91(17) . . ? C13 C14 C15 110.00(18) . . ? C13 C14 C17 107.97(18) . . ? C15 C14 C17 111.1(2) . . ? C16 C15 C14 114.4(2) . . ? N4 C18 C19 110.85(16) . . ? N4 C18 C26 110.94(15) . . ? C19 C18 C26 110.36(16) . . ? N3 C19 C18 178.6(2) . . ? N4 C20 C21 109.67(16) . . ? C20 C21 C27 111.25(17) . . ? C23 C22 C27 120.76(18) . . ? O5 C23 C22 124.81(17) . . ? O5 C23 C24 115.01(17) . . ? C22 C23 C24 120.19(17) . . ? O6 C24 C25 125.46(18) . . ? O6 C24 C23 115.32(17) . . ? C25 C24 C23 119.19(17) . . ? C24 C25 C26 120.27(17) . . ? C27 C26 C25 120.38(17) . . ? C27 C26 C18 121.54(16) . . ? C25 C26 C18 118.06(16) . . ? C26 C27 C22 119.21(17) . . ? C26 C27 C21 121.83(18) . . ? C22 C27 C21 118.96(18) . . ? O4 C30 N4 120.32(17) . . ? O4 C30 C31 121.47(18) . . ? N4 C30 C31 118.12(17) . . ? C30 C31 C34 110.06(17) . . ? C30 C31 C32 107.82(17) . . ? C34 C31 C32 111.55(19) . . ? C33 C32 C31 113.21(18) . . ? C13 N2 C1 116.55(16) . . ? C13 N2 C3 126.35(16) . . ? C1 N2 C3 115.03(15) . . ? C30 N4 C18 118.23(16) . . ? C30 N4 C20 126.37(16) . . ? C18 N4 C20 114.34(15) . . ? C6 O2 C11 116.17(15) . . ? C7 O3 C12 116.40(15) . . ? C23 O5 C28 116.10(16) . . ? C24 O6 C29 117.42(16) . . ? 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 N2 C3 C4 C10 -54.5(2) . . . . ? C10 C5 C6 O2 -174.28(18) . . . . ? C10 C5 C6 C7 2.8(3) . . . . ? O2 C6 C7 O3 2.4(3) . . . . ? C5 C6 C7 O3 -174.92(17) . . . . ? O2 C6 C7 C8 176.87(17) . . . . ? C5 C6 C7 C8 -0.5(3) . . . . ? O3 C7 C8 C9 172.55(17) . . . . ? C6 C7 C8 C9 -2.1(3) . . . . ? C7 C8 C9 C10 2.4(3) . . . . ? C7 C8 C9 C1 -177.95(18) . . . . ? N2 C1 C9 C10 1.8(3) . . . . ? C2 C1 C9 C10 -121.52(19) . . . . ? N2 C1 C9 C8 -177.86(16) . . . . ? C2 C1 C9 C8 58.8(2) . . . . ? C8 C9 C10 C5 0.0(3) . . . . ? C1 C9 C10 C5 -179.66(17) . . . . ? C8 C9 C10 C4 -177.39(18) . . . . ? C1 C9 C10 C4 3.0(3) . . . . ? C6 C5 C10 C9 -2.6(3) . . . . ? C6 C5 C10 C4 174.83(18) . . . . ? C3 C4 C10 C9 23.5(3) . . . . ? C3 C4 C10 C5 -153.83(18) . . . . ? O1 C13 C14 C15 70.6(2) . . . . ? N2 C13 C14 C15 -111.9(2) . . . . ? O1 C13 C14 C17 -50.7(3) . . . . ? N2 C13 C14 C17 126.7(2) . . . . ? C13 C14 C15 C16 60.6(3) . . . . ? C17 C14 C15 C16 -179.9(2) . . . . ? N4 C20 C21 C27 47.6(2) . . . . ? C27 C22 C23 O5 179.90(18) . . . . ? C27 C22 C23 C24 0.3(3) . . . . ? O5 C23 C24 O6 2.3(2) . . . . ? C22 C23 C24 O6 -178.01(18) . . . . ? O5 C23 C24 C25 -179.50(17) . . . . ? C22 C23 C24 C25 0.2(3) . . . . ? O6 C24 C25 C26 177.78(18) . . . . ? C23 C24 C25 C26 -0.2(3) . . . . ? C24 C25 C26 C27 -0.2(3) . . . . ? C24 C25 C26 C18 -179.21(17) . . . . ? N4 C18 C26 C27 -13.4(2) . . . . ? C19 C18 C26 C27 109.9(2) . . . . ? N4 C18 C26 C25 165.62(16) . . . . ? C19 C18 C26 C25 -71.1(2) . . . . ? C25 C26 C27 C22 0.6(3) . . . . ? C18 C26 C27 C22 179.61(18) . . . . ? C25 C26 C27 C21 -178.99(19) . . . . ? C18 C26 C27 C21 0.0(3) . . . . ? C23 C22 C27 C26 -0.7(3) . . . . ? C23 C22 C27 C21 178.97(19) . . . . ? C20 C21 C27 C26 -17.3(3) . . . . ? C20 C21 C27 C22 163.06(18) . . . . ? O4 C30 C31 C34 -75.9(2) . . . . ? N4 C30 C31 C34 107.7(2) . . . . ? O4 C30 C31 C32 46.0(3) . . . . ? N4 C30 C31 C32 -130.46(19) . . . . ? C30 C31 C32 C33 57.9(2) . . . . ? C34 C31 C32 C33 178.90(19) . . . . ? O1 C13 N2 C1 2.3(3) . . . . ? C14 C13 N2 C1 -175.13(17) . . . . ? O1 C13 N2 C3 -160.45(19) . . . . ? C14 C13 N2 C3 22.1(3) . . . . ? C2 C1 N2 C13 -76.4(2) . . . . ? C9 C1 N2 C13 160.33(16) . . . . ? C2 C1 N2 C3 88.3(2) . . . . ? C9 C1 N2 C3 -34.9(2) . . . . ? C4 C3 N2 C13 -133.78(19) . . . . ? C4 C3 N2 C1 63.2(2) . . . . ? O4 C30 N4 C18 -8.2(3) . . . . ? C31 C30 N4 C18 168.27(17) . . . . ? O4 C30 N4 C20 159.29(19) . . . . ? C31 C30 N4 C20 -24.2(3) . . . . ? C19 C18 N4 C30 92.5(2) . . . . ? C26 C18 N4 C30 -144.54(17) . . . . ? C19 C18 N4 C20 -76.5(2) . . . . ? C26 C18 N4 C20 46.5(2) . . . . ? C21 C20 N4 C30 126.4(2) . . . . ? C21 C20 N4 C18 -65.7(2) . . . . ? C5 C6 O2 C11 6.4(3) . . . . ? C7 C6 O2 C11 -170.78(17) . . . . ? C8 C7 O3 C12 122.2(2) . . . . ? C6 C7 O3 C12 -63.3(2) . . . . ? C22 C23 O5 C28 5.5(3) . . . . ? C24 C23 O5 C28 -174.90(18) . . . . ? C25 C24 O6 C29 -3.7(3) . . . . ? C23 C24 O6 C29 174.30(18) . . . . ?