data_ban1450SN _audit_creation_date "14-10-15" _audit_creation_method CRYSTALS_ver_14.40 _audit_update_record ; 2014-10-16 - Report on C24 H19 N7 O5 S by Anthony C. Willis for Benoit Bolte and Martin Banwell 2014-10-16 - passes checkcif tests with minor warnings ; _oxford_structure_analysis_title 'Z:\ban1450SN\Tony_ban1450SN_data At 17:18 on' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 63.464(2) _cell_length_b 6.8824(1) _cell_length_c 30.4144(12) _cell_angle_alpha 90 _cell_angle_beta 129.298(6) _cell_angle_gamma 90 _cell_volume 10280.4(10) _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' 'x+1/2,y+1/2,z' '-x+1/2,-y+1/2,-z' 'x,-y,z+1/2' '-x,y,-z+1/2' 'x+1/2,-y+1/2,z+1/2' '-x+1/2,y+1/2,-z+1/2' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 16 # Given Formula = C24 H19 N7 O5 S1 # Dc = 1.34 Fooo = 4288.00 Mu = 15.36 M = 1035.05 # Found Formula = C24.00 H19 N7 O5 S1 # Dc = 1.34 FOOO = 4288.00 Mu = 15.36 M = 1035.05 _chemical_formula_sum 'C24 H19 N7 O5 S' _chemical_formula_moiety 'C24 H19 N7 O5 S' _chemical_compound_source local _chemical_formula_weight 517.52 _cell_measurement_reflns_used 16395 _cell_measurement_theta_min 4 _cell_measurement_theta_max 72 _cell_measurement_temperature 150 _exptl_crystal_description 'plate' _exptl_crystal_colour 'pale brown' _exptl_crystal_size_min 0.028 _exptl_crystal_size_mid 0.124 _exptl_crystal_size_max 0.208 _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 4288 _exptl_absorpt_coefficient_mu 1.536 # Sheldrick geometric approximatio 0.83 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET) (compiled Apr 23 2014,17:37:27) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.96 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, EosS2' #### _diffrn_radiation_source 'Supernova (Cu) X-ray Source' ################ _diffrn_measurement_device 'Area' _diffrn_radiation_monochromator 'mirror' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET) (compiled Apr 23 2014,17:37:27) ; _computing_cell_refinement 'CrysAlisPro (Agilent Technologies, 2014)' _computing_data_reduction 'CrysAlisPro (Agilent Technologies, 2014)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' ##??? _computing_structure_refinement ; CRYSTALS (Betteridge et al., 2003), PLATON (Spek, 2008) ; _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'PLATON (Spek, 2008)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 57418 ######################## _reflns_number_total 10061 _diffrn_reflns_av_R_equivalents 0.039 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 10061 # Theoretical number of reflections is about 20212 _diffrn_reflns_theta_min 3.152 _diffrn_reflns_theta_max 71.997 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 70.373 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -75 ################### _diffrn_reflns_limit_h_max 78 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _reflns_limit_h_min -78 _reflns_limit_h_max 60 _reflns_limit_k_min 0 _reflns_limit_k_max 8 _reflns_limit_l_min 0 _reflns_limit_l_max 37 _oxford_diffrn_Wilson_B_factor 2.25 _oxford_diffrn_Wilson_scale 0.44 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.45 _refine_diff_density_max 0.34 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 10055 _refine_ls_number_restraints 93 _refine_ls_number_parameters 731 _oxford_refine_ls_R_factor_ref 0.0472 _refine_ls_wR_factor_ref 0.1048 _refine_ls_goodness_of_fit_ref 0.9816 _refine_ls_shift/su_max 0.0773438 _refine_ls_shift/su_mean 0.0013081 # The values computed with all filters except I/sigma _oxford_reflns_number_all 10055 _refine_ls_R_factor_all 0.0472 _refine_ls_wR_factor_all 0.1048 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 8743 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_gt 0.1003 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration '.' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.05P)^2^ +14.80P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.227 0.694 0.052 9 0 ' ' 2 0.727 0.194 0.052 9 0 ' ' 3 0.500 0.369 0.250 335 53 ' ' 4 1.000 0.306 0.250 335 53 ' ' 5 0.273 0.194 0.448 9 0 ' ' 6 0.773 0.694 0.448 9 0 ' ' 7 0.227 0.306 0.552 9 0 ' ' 8 0.727 0.806 0.552 9 0 ' ' 9 0.500 0.188 0.750 335 53 ' ' 10 1.000 0.125 0.750 335 53 ' ' 11 0.273 0.805 0.948 9 0 ' ' 12 0.773 0.305 0.948 9 0 ' ' _platon_squeeze_details ; PLATON (Spek, 2008) ; # Insert your own references if required - in alphabetical order # 1. SUBMISSION DETAILS _publ_requested_journal ' test ' _publ_requested_category FO _publ_contact_author_name ' Anthony C. Willis ' _publ_contact_author_address ; Research School of Chemistry, Australian National University, Canberra, A. C. T. 0200, Australia ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' 61 2 6125 4109 ' _publ_contact_author_fax ' 61 2 6125 0750 ' _publ_contact_author_email ' willis@rsc.anu.edu.au ' #============================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; Crystal structure of C~24~H~19~N~7~O~5~S --- ban1450SN ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address ' Beno\^it Bolte ' ; Research School of Chemistry, The Australian National University, Canberra, A. C. T. 0200, Australia ; ' Martin G. Banwell ' ; Research School of Chemistry, The Australian National University, Canberra, A. C. T. 0200, Australia ; ' Anthony C. Willis ' ; Research School of Chemistry, The Australian National University, Canberra, A. C. T. 0200, Australia ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of C~24~H~19~N~7~O~5~S is reported. ; _publ_section_comment #Text of the paper ; The crystallographic asymmetric unit consists of two molecules of C~24~H~19~N~7~O~5~S. One of these molecules shows disorder in the packing of the C~5~H~4~N~5~ unit. There was also a region of disordered solvate molecules that could not be described adequately. ; _publ_section_acknowledgements # Acknowledgments ; ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_exptl_refinement ; ; _refine_special_details # see also _refine_ls_hydrogen for refinement keywords. ; One of the C~24~H~19~N~7~O~5~S molecules showed very elongated anisotropic displacement parameters for the atoms of the C~5~H~4~N~5~ unit. These atoms were therefore each split over two sites, corresponding to disorder of the packing of this group. Restraints were applied so corresponding distances, angles and displacement factors would tend towards similar values. The relative occupancies were refined appropriately. Besides the two C~24~H~19~N~7~O~5~S molecules, there is also a string of disordered solvate molecules running through the structure. No sensible disordered model could be formulated which would match the observed electron density, so the computer program SQUEEZE within PLATON was used to account for the electron density in this region of the unit cell. [Sluis, P. van der and Spek, A.L. (1990) Acta Crystallogr., Sect. A, 46, 194-201.] The program identified solvent accessible voids totalling 1414\%A^3^ and 215 electrons per unit cell were recovered. The formula weight, density etc. listed in the Tables do not include any correction for the missing solvate. The H atoms were included at calculated positions. H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98\%A, N---H = 0.85\%A) and with U~iso~(H) in the range 1.2-1.5 times U~eq~ of the parent atom and finally were refined with riding constraints. The next largest peaks in the final difference electron density map are located near nitro-O atoms, midway between bonded atoms or between H atoms of methyl groups.. ; _publ_section_exptl_prep ; The compound was prepared by BB and recrystallised from ethanol/dichloromethane. The sample ID is CR36Ts. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. CrysAlisPro, Agilent Technologies, Version 1.171.37.33d (release 23-04-2014 CrysAlis171 .NET) (compiled Apr 23 2014,17:37:27) Spek, A.L. (2008). PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens N1 N 0.67277(3) 0.3913(2) 0.89035(6) 0.0246 1.0000 Uani . . . . . . C2 C 0.65226(3) 0.4694(3) 0.89079(7) 0.0234 1.0000 Uani . . . . . . C3 C 0.64832(4) 0.3450(3) 0.91978(8) 0.0281 1.0000 Uani . . . . . . C4 C 0.66669(4) 0.1854(3) 0.93843(8) 0.0312 1.0000 Uani . . . . . . C5 C 0.68150(4) 0.2177(3) 0.92151(7) 0.0279 1.0000 Uani . . . . . . C6 C 0.63544(3) 0.6404(3) 0.85661(7) 0.0245 1.0000 Uani . . . . . . C7 C 0.62464(4) 0.6439(3) 0.79549(7) 0.0255 1.0000 Uani . . . . . . N8 N 0.61042(3) 0.8235(2) 0.76730(6) 0.0247 1.0000 Uani . . . . . . C9 C 0.62032(4) 1.0102(3) 0.78118(7) 0.0293 1.0000 Uani . . . . . . N10 N 0.60206(3) 1.1426(2) 0.74826(7) 0.0316 1.0000 Uani . . . . . . C11 C 0.57856(4) 1.0356(3) 0.70997(8) 0.0296 1.0000 Uani . . . . . . C12 C 0.58337(4) 0.8394(3) 0.72149(7) 0.0263 1.0000 Uani . . . . . . N13 N 0.56562(3) 0.6926(2) 0.69214(7) 0.0356 1.0000 Uani . . . . . . C14 C 0.54159(4) 0.7623(3) 0.64803(10) 0.0504 1.0000 Uani . . . . . . N15 N 0.53375(4) 0.9464(3) 0.63085(9) 0.0528 1.0000 Uani . . . . . . C16 C 0.55226(4) 1.0893(3) 0.66161(9) 0.0405 1.0000 Uani . . . . . . N17 N 0.54463(4) 1.2727(3) 0.64443(9) 0.0556 1.0000 Uani . . . . . . C18 C 0.62713(5) 0.3637(3) 0.92620(10) 0.0364 1.0000 Uani . . . . . . C19 C 0.63283(5) 0.3844(3) 0.97850(11) 0.0434 1.0000 Uani . . . . . . C20 C 0.61246(7) 0.3953(3) 0.98327(14) 0.0573 1.0000 Uani . . . . . . C21 C 0.58581(7) 0.3895(4) 0.93484(17) 0.0674 1.0000 Uani . . . . . . C22 C 0.57944(6) 0.3692(4) 0.88270(15) 0.0631 1.0000 Uani . . . . . . C23 C 0.59994(5) 0.3542(4) 0.87833(12) 0.0481 1.0000 Uani . . . . . . N24 N 0.66100(5) 0.4007(3) 1.03142(9) 0.0499 1.0000 Uani . . . . . . O25 O 0.66598(5) 0.3483(3) 1.07565(9) 0.0750 1.0000 Uani . . . . . . O26 O 0.67825(5) 0.4654(3) 1.02976(8) 0.0730 1.0000 Uani . . . . . . S27 S 0.697497(8) 0.53883(6) 0.902936(17) 0.0255 1.0000 Uani . . . . . . C28 C 0.71731(3) 0.5966(3) 0.97536(7) 0.0247 1.0000 Uani . . . . . . C29 C 0.74326(4) 0.5196(3) 1.01311(8) 0.0261 1.0000 Uani . . . . . . C30 C 0.75905(4) 0.5700(3) 1.06990(7) 0.0269 1.0000 Uani . . . . . . C31 C 0.74911(4) 0.6941(3) 1.08920(8) 0.0279 1.0000 Uani . . . . . . C32 C 0.72289(4) 0.7684(3) 1.05021(8) 0.0330 1.0000 Uani . . . . . . C33 C 0.70689(4) 0.7215(3) 0.99324(8) 0.0320 1.0000 Uani . . . . . . C34 C 0.76635(4) 0.7477(3) 1.15097(8) 0.0365 1.0000 Uani . . . . . . O35 O 0.71315(3) 0.4219(2) 0.89437(6) 0.0336 1.0000 Uani . . . . . . O36 O 0.68373(3) 0.7092(2) 0.86971(6) 0.0335 1.0000 Uani . . . . . . O37 O 0.62879(3) 0.7593(2) 0.87507(6) 0.0359 1.0000 Uani . . . . . . N101 N 0.65266(3) 0.1003(2) 0.70192(6) 0.0245 1.0000 Uani . . . . . . C102 C 0.63726(3) 0.1811(3) 0.64699(7) 0.0240 1.0000 Uani . . . . . . C103 C 0.63691(3) 0.0521(3) 0.61257(7) 0.0257 1.0000 Uani . . . . . . C104 C 0.65284(4) -0.1129(3) 0.64652(8) 0.0283 1.0000 Uani . . . . . . C105 C 0.66257(4) -0.0790(3) 0.70029(8) 0.0271 1.0000 Uani . . . . . . C106 C 0.62041(4) 0.3585(3) 0.62793(7) 0.0259 1.0000 Uani . . . . . . C107 C 0.60051(4) 0.3719(3) 0.64009(7) 0.0273 1.0000 Uani . . . . . . N108 N 0.58448(3) 0.5472(2) 0.61490(6) 0.0284 1.0000 Uani D . . . . . C109 C 0.59294(4) 0.7348(3) 0.63215(8) 0.0322 1.0000 Uani . . . . . . N110 N 0.57550(3) 0.8662(2) 0.59610(7) 0.0341 1.0000 Uani D . . . . . C111 C 0.55287(13) 0.7619(7) 0.5517(3) 0.0315 0.487(6) Uani D U P . . . C112 C 0.55802(19) 0.5649(17) 0.5647(4) 0.0302 0.487(6) Uani D U P . . . N113 N 0.54092(11) 0.4132(8) 0.5343(2) 0.0390 0.487(6) Uani D U P . . . C114 C 0.51720(11) 0.4829(7) 0.4890(2) 0.0508 0.487(6) Uani D U P . . . N115 N 0.50964(10) 0.6674(7) 0.4713(2) 0.0462 0.487(6) Uani D U P . . . C116 C 0.52728(18) 0.8118(15) 0.5021(4) 0.0340 0.487(6) Uani D U P . . . N117 N 0.5198(4) 0.994(2) 0.4842(8) 0.0423 0.487(6) Uani D U P . . . C118 C 0.62025(4) 0.0742(3) 0.55006(8) 0.0294 1.0000 Uani . . . . . . C119 C 0.63110(4) 0.0946(3) 0.52235(8) 0.0330 1.0000 Uani . . . . . . C120 C 0.61522(5) 0.1113(3) 0.46382(9) 0.0439 1.0000 Uani . . . . . . C121 C 0.58731(6) 0.1110(3) 0.43158(9) 0.0520 1.0000 Uani . . . . . . C122 C 0.57579(5) 0.0927(4) 0.45757(9) 0.0502 1.0000 Uani . . . . . . C123 C 0.59196(4) 0.0724(3) 0.51593(8) 0.0383 1.0000 Uani . . . . . . N124 N 0.66076(4) 0.1074(2) 0.55550(8) 0.0379 1.0000 Uani . . . . . . O125 O 0.67055(4) 0.0357(3) 0.53516(10) 0.0676 1.0000 Uani . . . . . . O126 O 0.67448(3) 0.1889(3) 0.60143(7) 0.0479 1.0000 Uani . . . . . . S127 S 0.672642(8) 0.23654(6) 0.761591(17) 0.0247 1.0000 Uani . . . . . . C128 C 0.70217(4) 0.2817(3) 0.76921(7) 0.0266 1.0000 Uani . . . . . . C129 C 0.72726(4) 0.2354(3) 0.82048(8) 0.0281 1.0000 Uani . . . . . . C130 C 0.75075(4) 0.2720(3) 0.82751(8) 0.0320 1.0000 Uani . . . . . . C131 C 0.74946(4) 0.3532(3) 0.78407(9) 0.0334 1.0000 Uani . . . . . . C132 C 0.72389(4) 0.3985(3) 0.73288(8) 0.0344 1.0000 Uani . . . . . . C133 C 0.70021(4) 0.3649(3) 0.72512(8) 0.0315 1.0000 Uani . . . . . . C134 C 0.77519(5) 0.3934(3) 0.79268(10) 0.0440 1.0000 Uani . . . . . . O135 O 0.67928(3) 0.1125(2) 0.80628(5) 0.0311 1.0000 Uani . . . . . . O136 O 0.65807(3) 0.4138(2) 0.74894(5) 0.0327 1.0000 Uani . . . . . . O137 O 0.62019(3) 0.4763(2) 0.59811(6) 0.0377 1.0000 Uani . . . . . . C211 C 0.55556(8) 0.75186(10) 0.55113(17) 0.0344 0.513(6) Uani D U P . . . C212 C 0.56123(18) 0.5556(15) 0.5596(4) 0.0307 0.513(6) Uani D U P . . . N213 N 0.54692(10) 0.4146(8) 0.5222(2) 0.0391 0.513(6) Uani D U P . . . C214 C 0.52537(10) 0.4825(7) 0.4728(2) 0.0530 0.513(6) Uani D U P . . . N215 N 0.51651(10) 0.6657(7) 0.4566(2) 0.0517 0.513(6) Uani D U P . . . C216 C 0.53193(18) 0.8090(14) 0.4963(4) 0.0397 0.513(6) Uani D U P . . . N217 N 0.5238(3) 0.993(2) 0.4806(8) 0.0434 0.513(6) Uani D U P . . . H41 H 0.6676 0.0796 0.9581 0.0372 1.0000 Uiso R . . . . . H51 H 0.6956 0.1431 0.9283 0.0332 1.0000 Uiso R . . . . . H71 H 0.6395 0.6252 0.7945 0.0304 1.0000 Uiso R . . . . . H72 H 0.6122 0.5382 0.7755 0.0304 1.0000 Uiso R . . . . . H91 H 0.6382 1.0372 0.8110 0.0347 1.0000 Uiso R . . . . . H141 H 0.5277 0.6681 0.6248 0.0610 1.0000 Uiso R . . . . . H201 H 0.6173 0.4110 1.0190 0.0684 1.0000 Uiso R . . . . . H211 H 0.5724 0.3976 0.9380 0.0807 1.0000 Uiso R . . . . . H221 H 0.5619 0.3589 0.8507 0.0758 1.0000 Uiso R . . . . . H231 H 0.5955 0.3332 0.8425 0.0563 1.0000 Uiso R . . . . . H291 H 0.7500 0.4372 0.9992 0.0302 1.0000 Uiso R . . . . . H301 H 0.7765 0.5205 1.0954 0.0323 1.0000 Uiso R . . . . . H321 H 0.7163 0.8525 1.0629 0.0395 1.0000 Uiso R . . . . . H331 H 0.6891 0.7726 0.9672 0.0383 1.0000 Uiso R . . . . . H341 H 0.7579 0.7069 1.1664 0.0557 1.0000 Uiso R . . . . . H342 H 0.7686 0.8838 1.1556 0.0555 1.0000 Uiso R . . . . . H343 H 0.7840 0.6870 1.1726 0.0560 1.0000 Uiso R . . . . . H1041 H 0.6558 -0.2233 0.6339 0.0342 1.0000 Uiso R . . . . . H1051 H 0.6742 -0.1557 0.7325 0.0323 1.0000 Uiso R . . . . . H1071 H 0.6104 0.3706 0.6803 0.0329 1.0000 Uiso R . . . . . H1072 H 0.5886 0.2592 0.6230 0.0325 1.0000 Uiso R . . . . . H1091 H 0.6099 0.7637 0.6670 0.0386 1.0000 Uiso R . . . . . H1201 H 0.6236 0.1246 0.4469 0.0525 1.0000 Uiso R . . . . . H1211 H 0.5766 0.1252 0.3924 0.0620 1.0000 Uiso R . . . . . H1221 H 0.5571 0.0945 0.4365 0.0597 1.0000 Uiso R . . . . . H1231 H 0.5837 0.0547 0.5327 0.0454 1.0000 Uiso R . . . . . H1291 H 0.7283 0.1818 0.8502 0.0325 1.0000 Uiso R . . . . . H1301 H 0.7680 0.2411 0.8624 0.0375 1.0000 Uiso R . . . . . H1321 H 0.7225 0.4523 0.7024 0.0413 1.0000 Uiso R . . . . . H1331 H 0.6833 0.3989 0.6910 0.0373 1.0000 Uiso R . . . . . H1341 H 0.7719 0.3987 0.7575 0.0674 1.0000 Uiso R . . . . . H1342 H 0.7821 0.5185 0.8104 0.0670 1.0000 Uiso R . . . . . H1343 H 0.7889 0.3005 0.8179 0.0670 1.0000 Uiso R . . . . . H171 H 0.5552 1.3688 0.6647 0.0666 1.0000 Uiso R . . . . . H172 H 0.5283 1.2982 0.6121 0.0674 1.0000 Uiso R . . . . . H1141 H 0.5037 0.3899 0.4662 0.0614 0.487 Uiso R . . . . . H2141 H 0.5148 0.3879 0.4452 0.0618 0.513 Uiso R . . . . . H1171 H 0.5297 1.0883 0.5070 0.0497 0.487 Uiso R . . . . . H1172 H 0.5036 1.0178 0.4537 0.0493 0.487 Uiso R . . . . . H2171 H 0.5333 1.0873 0.5031 0.0484 0.513 Uiso R . . . . . H2172 H 0.5086 1.0147 0.4475 0.0484 0.513 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0215(7) 0.0249(7) 0.0217(7) 0.0004(6) 0.0110(6) 0.0012(6) C2 0.0244(8) 0.0228(8) 0.0188(7) 0.0001(6) 0.0117(7) 0.0020(7) C3 0.0341(9) 0.0249(9) 0.0254(8) 0.0021(7) 0.0189(8) 0.0029(7) C4 0.0410(10) 0.0231(9) 0.0272(9) 0.0061(7) 0.0205(8) 0.0057(8) C5 0.0272(9) 0.0215(8) 0.0260(8) 0.0023(7) 0.0126(7) 0.0054(7) C6 0.0228(8) 0.0230(8) 0.0240(8) 0.0025(7) 0.0131(7) 0.0010(7) C7 0.0227(8) 0.0248(9) 0.0205(8) 0.0030(7) 0.0096(7) 0.0064(7) N8 0.0191(7) 0.0238(7) 0.0202(7) 0.0048(6) 0.0073(6) 0.0023(6) C9 0.0201(8) 0.0294(9) 0.0223(8) 0.0023(7) 0.0058(7) -0.0037(7) N10 0.0260(8) 0.0245(8) 0.0262(7) 0.0035(6) 0.0080(7) -0.0016(6) C11 0.0236(9) 0.0223(9) 0.0269(9) 0.0029(7) 0.0083(8) 0.0013(7) C12 0.0208(8) 0.0233(8) 0.0234(8) 0.0030(7) 0.0086(7) 0.0022(7) N13 0.0239(8) 0.0210(8) 0.0342(8) 0.0024(6) 0.0054(7) 0.0016(6) C14 0.0277(10) 0.0214(10) 0.0491(13) 0.0001(9) -0.0008(10) -0.0017(8) N15 0.0255(9) 0.0253(9) 0.0500(11) 0.0025(8) -0.0033(8) 0.0023(7) C16 0.0283(10) 0.0229(9) 0.0367(10) 0.0023(8) 0.0046(9) 0.0021(8) N17 0.0312(9) 0.0202(8) 0.0495(11) 0.0050(8) -0.0057(8) 0.0034(7) C18 0.0510(12) 0.0217(9) 0.0513(12) 0.0091(8) 0.0395(11) 0.0074(8) C19 0.0757(16) 0.0202(9) 0.0629(14) 0.0053(9) 0.0575(14) 0.0044(10) C20 0.106(2) 0.0270(11) 0.093(2) 0.0086(12) 0.089(2) 0.0103(12) C21 0.089(2) 0.0408(14) 0.125(3) 0.0195(16) 0.093(2) 0.0165(14) C22 0.0582(16) 0.0539(15) 0.096(2) 0.0198(15) 0.0578(17) 0.0110(13) C23 0.0485(13) 0.0441(13) 0.0631(15) 0.0149(11) 0.0407(13) 0.0089(10) N24 0.0922(16) 0.0304(9) 0.0556(12) -0.0036(8) 0.0603(13) -0.0053(10) O25 0.1158(18) 0.0767(14) 0.0628(12) 0.0164(11) 0.0710(14) 0.0053(13) O26 0.0977(16) 0.0856(15) 0.0484(10) -0.0212(10) 0.0522(11) -0.0483(13) S27 0.02114(19) 0.0282(2) 0.02117(19) -0.00014(16) 0.01052(16) -0.00070(16) C28 0.0222(8) 0.0224(8) 0.0230(8) -0.0014(6) 0.0112(7) -0.0014(7) C29 0.0261(9) 0.0231(8) 0.0279(9) 0.0007(7) 0.0166(8) 0.0020(7) C30 0.0222(8) 0.0265(9) 0.0243(8) 0.0033(7) 0.0111(7) 0.0026(7) C31 0.0291(9) 0.0250(9) 0.0259(9) -0.0016(7) 0.0156(8) -0.0033(7) C32 0.0321(10) 0.0299(10) 0.0345(10) -0.0069(8) 0.0199(8) 0.0009(8) C33 0.0242(9) 0.0302(9) 0.0319(9) -0.0029(8) 0.0133(8) 0.0044(7) C34 0.0430(11) 0.0323(10) 0.0278(9) -0.0033(8) 0.0195(9) -0.0010(9) O35 0.0283(6) 0.0426(8) 0.0301(6) -0.0071(6) 0.0186(6) -0.0025(6) O36 0.0273(6) 0.0332(7) 0.0278(6) 0.0066(5) 0.0117(6) -0.0025(5) O37 0.0500(8) 0.0291(7) 0.0364(7) 0.0068(6) 0.0311(7) 0.0123(6) N101 0.0212(7) 0.0250(7) 0.0212(7) -0.0002(6) 0.0105(6) 0.0006(6) C102 0.0216(8) 0.0246(8) 0.0226(8) 0.0002(7) 0.0124(7) 0.0002(7) C103 0.0237(8) 0.0257(9) 0.0264(8) -0.0009(7) 0.0153(7) -0.0005(7) C104 0.0261(9) 0.0246(9) 0.0314(9) -0.0031(7) 0.0170(8) 0.0013(7) C105 0.0222(8) 0.0236(9) 0.0278(8) 0.0011(7) 0.0123(7) 0.0025(7) C106 0.0257(8) 0.0248(9) 0.0198(8) -0.0016(7) 0.0108(7) 0.0016(7) C107 0.0228(8) 0.0275(9) 0.0233(8) 0.0060(7) 0.0106(7) 0.0076(7) N108 0.0212(7) 0.0255(8) 0.0264(7) 0.0033(6) 0.0093(6) 0.0059(6) C109 0.0242(9) 0.0308(10) 0.0270(9) -0.0016(7) 0.0092(8) 0.0011(7) N110 0.0253(8) 0.0262(8) 0.0327(8) -0.0018(7) 0.0099(7) 0.0011(6) C111 0.023(3) 0.016(3) 0.039(4) -0.002(3) 0.012(3) 0.005(2) C112 0.020(3) 0.027(3) 0.027(3) -0.005(2) 0.007(2) 0.006(2) N113 0.029(3) 0.0212(18) 0.035(3) 0.0017(17) 0.0050(17) 0.0047(17) C114 0.031(3) 0.024(2) 0.045(3) -0.002(2) 0.000(2) -0.0015(19) N115 0.026(2) 0.0236(19) 0.043(3) 0.0039(18) -0.0003(17) 0.0015(17) C116 0.014(3) 0.024(2) 0.039(3) 0.003(2) 0.005(2) 0.006(2) N117 0.020(4) 0.021(3) 0.049(3) 0.003(2) 0.005(3) 0.004(3) C118 0.0338(10) 0.0233(9) 0.0263(9) -0.0028(7) 0.0168(8) 0.0013(7) C119 0.0472(11) 0.0209(9) 0.0338(10) -0.0028(7) 0.0270(9) -0.0014(8) C120 0.0749(16) 0.0263(10) 0.0359(11) 0.0002(8) 0.0376(12) 0.0012(10) C121 0.0700(17) 0.0383(12) 0.0250(10) 0.0028(9) 0.0194(11) 0.0101(11) C122 0.0439(12) 0.0487(14) 0.0304(11) -0.0026(10) 0.0106(10) 0.0080(10) C123 0.0351(10) 0.0401(11) 0.0287(10) -0.0033(8) 0.0149(9) 0.0032(9) N124 0.0552(11) 0.0278(8) 0.0486(10) -0.0045(7) 0.0413(10) -0.0067(8) O125 0.0781(13) 0.0742(13) 0.0923(15) -0.0386(11) 0.0737(13) -0.0281(11) O126 0.0470(9) 0.0598(10) 0.0420(8) -0.0109(8) 0.0306(8) -0.0097(8) S127 0.02087(19) 0.0275(2) 0.02024(19) -0.00211(15) 0.01044(16) 0.00041(16) C128 0.0255(8) 0.0240(8) 0.0255(8) -0.0033(7) 0.0139(7) -0.0010(7) C129 0.0279(9) 0.0274(9) 0.0249(8) -0.0001(7) 0.0149(8) 0.0011(7) C130 0.0239(9) 0.0316(10) 0.0307(9) -0.0032(8) 0.0126(8) 0.0002(7) C131 0.0328(10) 0.0289(10) 0.0394(10) -0.0051(8) 0.0232(9) -0.0047(8) C132 0.0378(10) 0.0341(10) 0.0321(9) -0.0001(8) 0.0225(9) -0.0065(8) C133 0.0270(9) 0.0323(10) 0.0259(9) 0.0006(7) 0.0124(8) -0.0030(8) C134 0.0382(11) 0.0427(12) 0.0541(13) -0.0006(10) 0.0306(11) -0.0066(9) O135 0.0260(6) 0.0404(7) 0.0215(6) 0.0002(5) 0.0125(5) -0.0021(6) O136 0.0267(6) 0.0327(7) 0.0292(6) -0.0061(5) 0.0133(6) 0.0033(5) O137 0.0531(9) 0.0278(7) 0.0413(8) 0.0067(6) 0.0342(7) 0.0057(6) C211 0.017(3) 0.026(4) 0.033(3) 0.004(3) 0.003(2) 0.007(2) C212 0.020(2) 0.019(3) 0.038(3) 0.003(2) 0.011(2) 0.0087(19) N213 0.027(2) 0.0234(18) 0.035(2) 0.0008(17) 0.0049(16) 0.0028(16) C214 0.032(3) 0.022(2) 0.045(3) -0.0029(19) -0.004(2) -0.0013(19) N215 0.028(2) 0.0256(19) 0.042(3) 0.0013(18) -0.0062(17) 0.0028(17) C216 0.019(3) 0.025(2) 0.050(3) 0.001(2) 0.010(2) 0.003(2) N217 0.016(4) 0.022(3) 0.047(3) 0.004(2) -0.001(2) 0.006(2) _refine_ls_extinction_method 'None' _oxford_refine_ls_scale 1.555(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 . C2 . 1.416(2) yes N1 . C5 . 1.403(2) yes N1 . S27 . 1.6968(15) yes C2 . C3 . 1.361(3) yes C2 . C6 . 1.483(2) yes C3 . C4 . 1.432(3) yes C3 . C18 . 1.482(3) yes C4 . C5 . 1.346(3) yes C4 . H41 . 0.920 no C5 . H51 . 0.935 no C6 . C7 . 1.521(2) yes C6 . O37 . 1.209(2) yes C7 . N8 . 1.448(2) yes C7 . H71 . 0.969 no C7 . H72 . 0.956 no N8 . C9 . 1.374(2) yes N8 . C12 . 1.368(2) yes C9 . N10 . 1.306(2) yes C9 . H91 . 0.916 no N10 . C11 . 1.387(2) yes C11 . C12 . 1.380(3) yes C11 . C16 . 1.406(3) yes C12 . N13 . 1.346(2) yes N13 . C14 . 1.328(3) yes C14 . N15 . 1.340(3) yes C14 . H141 . 0.952 no N15 . C16 . 1.353(3) yes C16 . N17 . 1.335(3) yes N17 . H171 . 0.862 no N17 . H172 . 0.883 no C18 . C19 . 1.397(3) yes C18 . C23 . 1.386(3) yes C19 . C20 . 1.391(3) yes C19 . N24 . 1.468(3) yes C20 . C21 . 1.370(5) yes C20 . H201 . 0.928 no C21 . C22 . 1.373(5) yes C21 . H211 . 0.914 no C22 . C23 . 1.393(3) yes C22 . H221 . 0.907 no C23 . H231 . 0.949 no N24 . O25 . 1.225(3) yes N24 . O26 . 1.212(3) yes S27 . C28 . 1.7557(17) yes S27 . O35 . 1.4250(14) yes S27 . O36 . 1.4287(14) yes C28 . C29 . 1.384(2) yes C28 . C33 . 1.388(3) yes C29 . C30 . 1.384(2) yes C29 . H291 . 0.954 no C30 . C31 . 1.393(3) yes C30 . H301 . 0.927 no C31 . C32 . 1.392(3) yes C31 . C34 . 1.503(2) yes C32 . C33 . 1.382(3) yes C32 . H321 . 0.930 no C33 . H331 . 0.945 no C34 . H341 . 0.954 no C34 . H342 . 0.944 no C34 . H343 . 0.965 no N101 . C102 . 1.410(2) yes N101 . C105 . 1.400(2) yes N101 . S127 . 1.6928(15) yes C102 . C103 . 1.362(2) yes C102 . C106 . 1.478(2) yes C103 . C104 . 1.434(3) yes C103 . C118 . 1.487(2) yes C104 . C105 . 1.353(3) yes C104 . H1041 . 0.922 no C105 . H1051 . 0.932 no C106 . C107 . 1.527(2) yes C106 . O137 . 1.210(2) yes C107 . N108 . 1.446(2) yes C107 . H1071 . 0.958 no C107 . H1072 . 0.973 no N108 . C109 . 1.369(2) yes N108 . C112 . 1.385(9) yes N108 . C212 . 1.366(9) yes C109 . N110 . 1.307(3) yes C109 . H1091 . 0.936 no N110 . C111 . 1.395(6) yes N110 . C211 . 1.378(3) yes C111 . C112 . 1.392(12) yes C111 . C116 . 1.388(10) yes C112 . N113 . 1.361(11) yes N113 . C114 . 1.330(7) yes C114 . N115 . 1.343(7) yes C114 . H1141 . 0.934 no N115 . C116 . 1.338(10) yes C116 . N117 . 1.333(14) yes N117 . H1171 . 0.862 no N117 . H1172 . 0.855 no C118 . C119 . 1.393(3) yes C118 . C123 . 1.393(3) yes C119 . C120 . 1.388(3) yes C119 . N124 . 1.471(3) yes C120 . C121 . 1.378(4) yes C120 . H1201 . 0.952 no C121 . C122 . 1.381(4) yes C121 . H1211 . 0.931 no C122 . C123 . 1.384(3) yes C122 . H1221 . 0.924 no C123 . H1231 . 0.942 no N124 . O125 . 1.224(2) yes N124 . O126 . 1.218(2) yes S127 . C128 . 1.7639(19) yes S127 . O135 . 1.4242(14) yes S127 . O136 . 1.4286(14) yes C128 . C129 . 1.387(3) yes C128 . C133 . 1.389(3) yes C129 . C130 . 1.389(3) yes C129 . H1291 . 0.940 no C130 . C131 . 1.388(3) yes C130 . H1301 . 0.949 no C131 . C132 . 1.398(3) yes C131 . C134 . 1.507(3) yes C132 . C133 . 1.386(3) yes C132 . H1321 . 0.951 no C133 . H1331 . 0.933 no C134 . H1341 . 0.950 no C134 . H1342 . 0.961 no C134 . H1343 . 0.955 no C211 . C212 . 1.380(10) yes C211 . C216 . 1.421(10) yes C212 . N213 . 1.323(10) yes N213 . C214 . 1.321(7) yes C214 . N215 . 1.341(7) yes C214 . H2141 . 0.929 no N215 . C216 . 1.374(10) yes C216 . N217 . 1.336(13) yes N217 . H2171 . 0.856 no N217 . H2172 . 0.856 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . N1 . C5 . 106.80(14) yes C2 . N1 . S27 . 119.68(12) yes C5 . N1 . S27 . 116.37(12) yes N1 . C2 . C3 . 108.33(15) yes N1 . C2 . C6 . 123.53(15) yes C3 . C2 . C6 . 127.40(16) yes C2 . C3 . C4 . 107.57(16) yes C2 . C3 . C18 . 125.80(17) yes C4 . C3 . C18 . 126.43(17) yes C3 . C4 . C5 . 108.21(16) yes C3 . C4 . H41 . 124.5 no C5 . C4 . H41 . 127.3 no N1 . C5 . C4 . 109.05(16) yes N1 . C5 . H51 . 122.0 no C4 . C5 . H51 . 128.9 no C2 . C6 . C7 . 115.89(15) yes C2 . C6 . O37 . 121.28(16) yes C7 . C6 . O37 . 122.49(16) yes C6 . C7 . N8 . 111.51(14) yes C6 . C7 . H71 . 109.9 no N8 . C7 . H71 . 110.4 no C6 . C7 . H72 . 108.4 no N8 . C7 . H72 . 108.6 no H71 . C7 . H72 . 107.8 no C7 . N8 . C9 . 128.61(14) yes C7 . N8 . C12 . 125.51(15) yes C9 . N8 . C12 . 105.83(14) yes N8 . C9 . N10 . 113.95(15) yes N8 . C9 . H91 . 122.1 no N10 . C9 . H91 . 123.9 no C9 . N10 . C11 . 103.48(15) yes N10 . C11 . C12 . 111.05(16) yes N10 . C11 . C16 . 132.18(17) yes C12 . C11 . C16 . 116.64(17) yes C11 . C12 . N8 . 105.68(16) yes C11 . C12 . N13 . 127.44(16) yes N8 . C12 . N13 . 126.79(16) yes C12 . N13 . C14 . 110.02(16) yes N13 . C14 . N15 . 129.82(19) yes N13 . C14 . H141 . 115.7 no N15 . C14 . H141 . 114.4 no C14 . N15 . C16 . 118.17(17) yes C11 . C16 . N15 . 117.90(18) yes C11 . C16 . N17 . 123.68(18) yes N15 . C16 . N17 . 118.42(18) yes C16 . N17 . H171 . 121.4 no C16 . N17 . H172 . 120.2 no H171 . N17 . H172 . 118.5 no C3 . C18 . C19 . 123.8(2) yes C3 . C18 . C23 . 119.20(19) yes C19 . C18 . C23 . 117.0(2) yes C18 . C19 . C20 . 122.4(3) yes C18 . C19 . N24 . 120.9(2) yes C20 . C19 . N24 . 116.6(2) yes C19 . C20 . C21 . 118.9(3) yes C19 . C20 . H201 . 119.1 no C21 . C20 . H201 . 122.0 no C20 . C21 . C22 . 120.3(2) yes C20 . C21 . H211 . 118.8 no C22 . C21 . H211 . 120.9 no C21 . C22 . C23 . 120.6(3) yes C21 . C22 . H221 . 120.7 no C23 . C22 . H221 . 118.7 no C22 . C23 . C18 . 120.9(3) yes C22 . C23 . H231 . 120.4 no C18 . C23 . H231 . 118.7 no C19 . N24 . O25 . 118.0(2) yes C19 . N24 . O26 . 119.16(19) yes O25 . N24 . O26 . 122.8(3) yes N1 . S27 . C28 . 104.12(8) yes N1 . S27 . O35 . 105.87(8) yes C28 . S27 . O35 . 109.20(8) yes N1 . S27 . O36 . 105.51(8) yes C28 . S27 . O36 . 109.43(8) yes O35 . S27 . O36 . 121.27(9) yes S27 . C28 . C29 . 118.98(14) yes S27 . C28 . C33 . 119.41(14) yes C29 . C28 . C33 . 121.59(16) yes C28 . C29 . C30 . 118.68(16) yes C28 . C29 . H291 . 119.4 no C30 . C29 . H291 . 121.9 no C29 . C30 . C31 . 121.10(16) yes C29 . C30 . H301 . 119.3 no C31 . C30 . H301 . 119.6 no C30 . C31 . C32 . 118.84(17) yes C30 . C31 . C34 . 120.79(17) yes C32 . C31 . C34 . 120.38(17) yes C31 . C32 . C33 . 121.00(17) yes C31 . C32 . H321 . 119.0 no C33 . C32 . H321 . 120.0 no C28 . C33 . C32 . 118.80(17) yes C28 . C33 . H331 . 120.9 no C32 . C33 . H331 . 120.3 no C31 . C34 . H341 . 110.6 no C31 . C34 . H342 . 110.7 no H341 . C34 . H342 . 107.1 no C31 . C34 . H343 . 110.9 no H341 . C34 . H343 . 108.2 no H342 . C34 . H343 . 109.2 no C102 . N101 . C105 . 107.19(14) yes C102 . N101 . S127 . 122.59(12) yes C105 . N101 . S127 . 118.54(12) yes N101 . C102 . C103 . 108.38(15) yes N101 . C102 . C106 . 125.22(15) yes C103 . C102 . C106 . 125.56(16) yes C102 . C103 . C104 . 107.58(16) yes C102 . C103 . C118 . 124.64(16) yes C104 . C103 . C118 . 127.45(16) yes C103 . C104 . C105 . 107.91(16) yes C103 . C104 . H1041 . 126.1 no C105 . C104 . H1041 . 125.9 no N101 . C105 . C104 . 108.87(16) yes N101 . C105 . H1051 . 122.4 no C104 . C105 . H1051 . 128.7 no C102 . C106 . C107 . 117.31(15) yes C102 . C106 . O137 . 120.63(17) yes C107 . C106 . O137 . 121.49(16) yes C106 . C107 . N108 . 109.52(15) yes C106 . C107 . H1071 . 109.5 no N108 . C107 . H1071 . 110.9 no C106 . C107 . H1072 . 107.9 no N108 . C107 . H1072 . 109.4 no H1071 . C107 . H1072 . 109.5 no C107 . N108 . C109 . 127.64(15) yes C107 . N108 . C112 . 127.8(5) yes C109 . N108 . C112 . 104.3(5) yes C107 . N108 . C212 . 122.5(4) yes C109 . N108 . C212 . 106.7(4) yes N108 . C109 . N110 . 114.39(16) yes N108 . C109 . H1091 . 121.7 no N110 . C109 . H1091 . 123.9 no C109 . N110 . C111 . 105.2(3) yes C109 . N110 . C211 . 101.25(16) yes N110 . C111 . C112 . 108.3(6) yes N110 . C111 . C116 . 134.7(6) yes C112 . C111 . C116 . 116.9(6) yes C111 . C112 . N108 . 107.5(7) yes C111 . C112 . N113 . 127.7(7) yes N108 . C112 . N113 . 124.7(9) yes C112 . N113 . C114 . 108.6(6) yes N113 . C114 . N115 . 129.7(5) yes N113 . C114 . H1141 . 115.2 no N115 . C114 . H1141 . 115.1 no C114 . N115 . C116 . 119.5(5) yes C111 . C116 . N115 . 117.5(7) yes C111 . C116 . N117 . 123.2(9) yes N115 . C116 . N117 . 119.3(9) yes C116 . N117 . H1171 . 119.2 no C116 . N117 . H1172 . 119.6 no H1171 . N117 . H1172 . 119.6 no C103 . C118 . C119 . 124.09(18) yes C103 . C118 . C123 . 119.29(17) yes C119 . C118 . C123 . 116.62(18) yes C118 . C119 . C120 . 123.3(2) yes C118 . C119 . N124 . 119.99(17) yes C120 . C119 . N124 . 116.67(19) yes C119 . C120 . C121 . 118.3(2) yes C119 . C120 . H1201 . 120.1 no C121 . C120 . H1201 . 121.5 no C120 . C121 . C122 . 120.1(2) yes C120 . C121 . H1211 . 118.6 no C122 . C121 . H1211 . 121.3 no C121 . C122 . C123 . 120.8(2) yes C121 . C122 . H1221 . 120.8 no C123 . C122 . H1221 . 118.4 no C118 . C123 . C122 . 120.9(2) yes C118 . C123 . H1231 . 119.5 no C122 . C123 . H1231 . 119.6 no C119 . N124 . O125 . 117.91(18) yes C119 . N124 . O126 . 119.23(16) yes O125 . N124 . O126 . 122.9(2) yes N101 . S127 . C128 . 104.50(8) yes N101 . S127 . O135 . 105.02(8) yes C128 . S127 . O135 . 109.43(8) yes N101 . S127 . O136 . 105.46(7) yes C128 . S127 . O136 . 109.72(9) yes O135 . S127 . O136 . 121.26(8) yes S127 . C128 . C129 . 118.34(14) yes S127 . C128 . C133 . 120.51(14) yes C129 . C128 . C133 . 121.14(17) yes C128 . C129 . C130 . 119.18(18) yes C128 . C129 . H1291 . 120.2 no C130 . C129 . H1291 . 120.6 no C129 . C130 . C131 . 121.06(18) yes C129 . C130 . H1301 . 120.0 no C131 . C130 . H1301 . 119.0 no C130 . C131 . C132 . 118.50(18) yes C130 . C131 . C134 . 120.28(19) yes C132 . C131 . C134 . 121.20(19) yes C131 . C132 . C133 . 121.40(18) yes C131 . C132 . H1321 . 119.8 no C133 . C132 . H1321 . 118.8 no C128 . C133 . C132 . 118.71(18) yes C128 . C133 . H1331 . 120.9 no C132 . C133 . H1331 . 120.4 no C131 . C134 . H1341 . 111.6 no C131 . C134 . H1342 . 108.7 no H1341 . C134 . H1342 . 107.1 no C131 . C134 . H1343 . 110.8 no H1341 . C134 . H1343 . 111.6 no H1342 . C134 . H1343 . 106.8 no N110 . C211 . C112 . 113.0(5) yes N110 . C211 . C212 . 114.0(4) yes N110 . C211 . C216 . 129.1(4) yes C212 . C211 . C216 . 116.5(6) yes C211 . C212 . N108 . 102.8(7) yes C211 . C212 . N213 . 127.0(7) yes N108 . C212 . N213 . 130.2(8) yes C212 . N213 . C214 . 111.8(6) yes N213 . C214 . N215 . 129.9(5) yes N213 . C214 . H2141 . 114.5 no N215 . C214 . H2141 . 115.6 no C214 . N215 . C216 . 117.0(5) yes C211 . C216 . N215 . 117.9(7) yes C211 . C216 . N217 . 124.3(9) yes N215 . C216 . N217 . 117.8(9) yes C216 . N217 . H2171 . 121.1 no C216 . N217 . H2172 . 118.7 no H2171 . N217 . H2172 . 120.2 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag N17 . H171 . N13 1_565 155 0.862 2.324 3.128(5) yes N17 . H172 . N115 2_676 172 0.883 2.134 3.011(5) yes N17 . H172 . N215 2_676 164 0.883 2.235 3.095(5) yes N117 . H1171 . N113 1_565 155 0.862 2.334 3.137(5) yes N117 . H1171 . N213 1_565 150 0.862 2.411 3.185(5) yes N217 . H1171 . N113 1_565 150 0.915 2.334 3.158(5) yes N217 . H1171 . N213 1_565 136 0.915 2.411 3.136(5) yes N117 . H1172 . N15 2_676 169 0.855 2.138 2.981(5) yes N217 . H1172 . N15 2_676 151 1.003 2.138 3.052(5) yes N117 . H2171 . N113 1_565 141 0.922 2.363 3.137(5) yes N117 . H2171 . N213 1_565 150 0.922 2.350 3.185(5) yes N217 . H2171 . N113 1_565 155 0.856 2.363 3.158(5) yes N217 . H2171 . N213 1_565 153 0.856 2.350 3.136(5) yes N117 . H2172 . N15 2_676 148 0.874 2.206 2.981(5) yes N217 . H2172 . N15 2_676 169 0.856 2.206 3.052(5) 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 O135 S127 N101 C102 166.7(2) . . . . no O136 S127 N101 C102 37.5(2) . . . . no C128 S127 N101 C102 -78.2(2) . . . . no O135 S127 N101 C105 -55.0(2) . . . . no O136 S127 N101 C105 175.82(19) . . . . no C128 S127 N101 C105 60.1(2) . . . . no N101 S127 C128 C133 54.70(19) . . . . no N101 S127 C128 C129 -126.45(16) . . . . no O135 S127 C128 C129 -14.42(19) . . . . no O136 S127 C128 C129 120.88(17) . . . . no O135 S127 C128 C133 166.73(16) . . . . no O136 S127 C128 C133 -57.97(19) . . . . no O35 S27 N1 C2 -174.77(13) . . . . no O36 S27 C28 C29 -138.00(19) . . . . no N1 S27 C28 C29 109.59(19) . . . . no O36 S27 N1 C2 -45.06(15) . . . . no C28 S27 N1 C2 70.14(15) . . . . no O35 S27 N1 C5 54.41(16) . . . . no O36 S27 N1 C5 -175.88(15) . . . . no O35 S27 C28 C29 -3.1(2) . . . . no N1 S27 C28 C33 -71.9(2) . . . . no O35 S27 C28 C33 175.44(18) . . . . no C28 S27 N1 C5 -60.68(17) . . . . no O36 S27 C28 C33 40.5(2) . . . . no S127 N101 C102 C103 144.59(18) . . . . no C102 N101 C105 C104 -2.7(3) . . . . no C105 N101 C102 C103 2.3(3) . . . . no C105 N101 C102 C106 172.3(2) . . . . no S127 N101 C102 C106 -45.4(3) . . . . no S127 N101 C105 C104 -146.76(19) . . . . no C212 N108 C107 C106 85.6(7) . . . . no C109 N108 C107 C106 -71.4(3) . . . . no C109 N108 C212 C211 -8.6(9) . . . . no C212 N108 C109 N110 9.0(7) . . . . no C107 N108 C109 N110 168.9(2) . . . . no C109 N108 C212 N213 172.0(12) . . . . no C107 N108 C212 N213 10.8(17) . . . . no C107 N108 C212 C211 -169.8(5) . . . . no C211 N110 C109 N108 -4.7(4) . . . . no C109 N110 C211 C212 -1.3(8) . . . . no C109 N110 C211 C216 -174.0(8) . . . . no O126 N124 C119 C120 143.3(2) . . . . no O125 N124 C119 C118 146.0(2) . . . . no O126 N124 C119 C118 -34.4(3) . . . . no O125 N124 C119 C120 -36.3(3) . . . . no S27 N1 C2 C3 -136.45(15) . . . . no S27 N1 C5 C4 138.87(16) . . . . no C5 N1 C2 C6 -172.29(17) . . . . no C2 N1 C5 C4 2.3(2) . . . . no C5 N1 C2 C3 -1.5(2) . . . . no S27 N1 C2 C6 52.8(2) . . . . no C7 N8 C12 N13 -4.8(4) . . . . no C12 N8 C7 C6 -116.4(2) . . . . no C12 N8 C9 N10 -0.3(3) . . . . no C7 N8 C12 C11 178.4(2) . . . . no C9 N8 C7 C6 60.9(3) . . . . no C9 N8 C12 N13 177.4(2) . . . . no C7 N8 C9 N10 -177.9(2) . . . . no C9 N8 C12 C11 0.6(3) . . . . no C9 N10 C11 C16 -175.2(3) . . . . no C9 N10 C11 C12 0.6(3) . . . . no C11 N10 C9 N8 -0.2(3) . . . . no C14 N13 C12 N8 -175.7(2) . . . . no C214 N213 C212 C211 0.2(16) . . . . no C14 N13 C12 C11 0.4(4) . . . . no C212 N213 C214 N215 -0.4(13) . . . . no C12 N13 C14 N15 0.3(4) . . . . no C214 N213 C212 N108 179.4(11) . . . . no C216 N215 C214 N213 0.9(13) . . . . no C214 N215 C216 N217 178.5(14) . . . . no C14 N15 C16 C11 -0.4(4) . . . . no C14 N15 C16 N17 179.5(3) . . . . no C214 N215 C216 C211 -1.0(14) . . . . no C16 N15 C14 N13 -0.3(5) . . . . no O25 N24 C19 C20 27.7(3) . . . . no O25 N24 C19 C18 -153.8(2) . . . . no O26 N24 C19 C18 26.5(3) . . . . no O26 N24 C19 C20 -152.0(2) . . . . no N101 C102 C106 O137 138.8(2) . . . . no C106 C102 C103 C118 2.9(4) . . . . no N101 C102 C103 C104 -1.1(3) . . . . no C103 C102 C106 O137 -52.9(3) . . . . no C106 C102 C103 C104 -171.0(2) . . . . no N101 C102 C103 C118 172.8(2) . . . . no N101 C102 C106 C107 -49.8(3) . . . . no C103 C102 C106 C107 118.5(2) . . . . no C102 C103 C104 C105 -0.6(3) . . . . no C102 C103 C118 C123 -64.1(3) . . . . no C118 C103 C104 C105 -174.3(3) . . . . no C102 C103 C118 C119 116.8(3) . . . . no C104 C103 C118 C123 108.6(3) . . . . no C104 C103 C118 C119 -70.6(3) . . . . no C103 C104 C105 N101 2.0(3) . . . . no O137 C106 C107 N108 -4.4(2) . . . . no C102 C106 C107 N108 -175.79(15) . . . . no C123 C118 C119 N124 177.03(18) . . . . no C119 C118 C123 C122 -0.9(3) . . . . no C103 C118 C119 C120 178.7(2) . . . . no C103 C118 C119 N124 -3.8(3) . . . . no C123 C118 C119 C120 -0.4(3) . . . . no C103 C118 C123 C122 180.0(2) . . . . no N124 C119 C120 C121 -176.41(18) . . . . no C118 C119 C120 C121 1.1(3) . . . . no C119 C120 C121 C122 -0.6(3) . . . . no C120 C121 C122 C123 -0.7(4) . . . . no C121 C122 C123 C118 1.4(4) . . . . no S127 C128 C133 C132 179.81(16) . . . . no C129 C128 C133 C132 1.0(3) . . . . no C133 C128 C129 C130 -0.4(3) . . . . no S127 C128 C129 C130 -179.25(16) . . . . no C128 C129 C130 C131 -0.2(3) . . . . no C129 C130 C131 C134 179.5(2) . . . . no C129 C130 C131 C132 0.3(3) . . . . no C130 C131 C132 C133 0.3(3) . . . . no C134 C131 C132 C133 -178.9(2) . . . . no C131 C132 C133 C128 -0.9(3) . . . . no N1 C2 C6 O37 -142.8(2) . . . . no C6 C2 C3 C18 -4.4(3) . . . . no N1 C2 C3 C4 0.3(2) . . . . no N1 C2 C3 C18 -174.72(18) . . . . no C6 C2 C3 C4 170.60(18) . . . . no N1 C2 C6 C7 43.8(3) . . . . no C3 C2 C6 O37 48.3(3) . . . . no C3 C2 C6 C7 -125.1(2) . . . . no C2 C3 C18 C23 63.2(3) . . . . no C4 C3 C18 C19 66.9(3) . . . . no C2 C3 C18 C19 -119.0(2) . . . . no C2 C3 C4 C5 1.1(2) . . . . no C18 C3 C4 C5 176.1(2) . . . . no C4 C3 C18 C23 -110.9(3) . . . . no C3 C4 C5 N1 -2.1(2) . . . . no O37 C6 C7 N8 11.4(3) . . . . no C2 C6 C7 N8 -175.3(2) . . . . no N110 C211 C212 N108 6.5(10) . . . . no C212 C211 C216 N217 -178.6(16) . . . . no N10 C11 C12 N8 -0.8(3) . . . . no N10 C11 C12 N13 -177.6(2) . . . . no C16 C11 C12 N8 175.7(2) . . . . no C16 C11 C12 N13 -1.0(4) . . . . no N110 C211 C212 N213 -174.1(10) . . . . no C216 C211 C212 N108 -179.9(8) . . . . no C216 C211 C212 N213 -0.4(17) . . . . no N110 C211 C216 N215 173.4(7) . . . . no N110 C211 C216 N217 -6(2) . . . . no C212 C211 C216 N215 0.9(15) . . . . no N10 C11 C16 N17 -3.3(5) . . . . no C12 C11 C16 N15 1.0(4) . . . . no N10 C11 C16 N15 176.6(3) . . . . no C12 C11 C16 N17 -178.9(3) . . . . no C23 C18 C19 N24 -178.5(2) . . . . no C23 C18 C19 C20 0.0(3) . . . . no C3 C18 C19 N24 3.7(3) . . . . no C3 C18 C19 C20 -177.9(2) . . . . no C3 C18 C23 C22 179.4(2) . . . . no C19 C18 C23 C22 1.4(4) . . . . no N24 C19 C20 C21 177.1(2) . . . . no C18 C19 C20 C21 -1.4(3) . . . . no C19 C20 C21 C22 1.3(4) . . . . no C20 C21 C22 C23 0.0(4) . . . . no C21 C22 C23 C18 -1.4(4) . . . . no S27 C28 C29 C30 178.23(18) . . . . no C33 C28 C29 C30 -0.3(3) . . . . no S27 C28 C33 C32 -178.87(18) . . . . no C29 C28 C33 C32 -0.4(4) . . . . no C28 C29 C30 C31 0.6(4) . . . . no C29 C30 C31 C32 -0.4(4) . . . . no C29 C30 C31 C34 179.8(2) . . . . no C30 C31 C32 C33 -0.3(4) . . . . no C34 C31 C32 C33 179.5(2) . . . . no C31 C32 C33 C28 0.7(4) . . . . no _iucr_refine_instruction_details_constraints ; # # Punched on 15/10/14 at 15:08:15 # #LIST 12 BLOCK SCALE X'S, N(1,U'S) UNTIL N(110) CONT C(111,U'S,OCC) UNTIL N(117) CONT C(118,U'S) UNTIL O(137) CONT C(211,U'S,OCC) UNTIL N(217) EQUIV C(111,OCC) UNTIL N(117) C(211,OCC) UNTIL N(217) WEIGHT -1 C(211,OCC) UNTIL N(217) RIDE C ( 4,X'S) H ( 41,X'S) RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 7,X'S) H ( 71,X'S) H ( 72,X'S) RIDE C ( 9,X'S) H ( 91,X'S) RIDE C ( 14,X'S) H ( 141,X'S) RIDE C ( 20,X'S) H ( 201,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 29,X'S) H ( 291,X'S) RIDE C ( 30,X'S) H ( 301,X'S) RIDE C ( 32,X'S) H ( 321,X'S) RIDE C ( 33,X'S) H ( 331,X'S) RIDE C ( 34,X'S) H ( 341,X'S) H ( 342,X'S) H ( 343,X'S) RIDE C ( 104,X'S) H (1041,X'S) RIDE C ( 105,X'S) H (1051,X'S) RIDE C ( 107,X'S) H (1071,X'S) H (1072,X'S) RIDE C ( 109,X'S) H (1091,X'S) RIDE C ( 114,X'S) H (1141,X'S) RIDE C ( 120,X'S) H (1201,X'S) RIDE C ( 121,X'S) H (1211,X'S) RIDE C ( 122,X'S) H (1221,X'S) RIDE C ( 123,X'S) H (1231,X'S) RIDE C ( 129,X'S) H (1291,X'S) RIDE C ( 130,X'S) H (1301,X'S) RIDE C ( 132,X'S) H (1321,X'S) RIDE C ( 133,X'S) H (1331,X'S) RIDE C ( 134,X'S) H (1341,X'S) H (1342,X'S) H (1343,X'S) RIDE N(17,X'S) H(171,X'S) H(172,X'S) RIDE N(117,X'S) H(1171,X'S) H(1172,X'S) RIDE N(217,X'S) H(2171,X'S) H(2172,X'S) RIDE C ( 214,X'S) H (2141,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 15/10/14 at 15:08:15 # #LIST 16 PLANAR C(111) UNTIL N(117) PLANAR C(211) UNTIL N(217) DIST 0.0, .02 = MEAN N(110) TO C(111), N(110) TO C(211) DIST 0.0, .02 = MEAN N(108) TO C(112), N(108) TO C(212) DIST 0.0, .02 = MEAN C(111) TO C(112), C(211) TO C(212) DIST 0.0, .02 = MEAN C(112) TO N(113), C(212) TO N(213) DIST 0.0, .02 = MEAN N(113) TO C(114), N(213) TO C(214) DIST 0.0, .02 = MEAN C(114) TO N(115), C(214) TO N(215) DIST 0.0, .02 = MEAN N(115) TO C(116), N(215) TO C(216) DIST 0.0, .02 = MEAN C(111) TO C(116), C(211) TO C(216) DIST 0.0, .02 = MEAN C(116) TO N(117), C(216) TO N(217) REM ANGLE 0.0, 2 = MEAN C(116) TO C(111) TO C(112), C(216) TO C(211) TO C(212) ANGLE 0.0, 2 = MEAN C(111) TO C(112) TO N(113), C(211) TO C(212) TO N(213) ANGLE 0.0, 2 = MEAN C(112) TO N(113) TO C(114), C(212) TO N(213) TO C(214) ANGLE 0.0, 2 = MEAN N(113) TO C(114) TO N(115), N(213) TO C(214) TO N(215) ANGLE 0.0, 2 = MEAN C(114) TO N(115) TO C(116), C(214) TO N(215) TO C(216) ANGLE 0.0, 2 = MEAN N(115) TO C(116) TO C(111), N(215) TO C(216) TO C(211) ANGLE 0.0, 2 = MEAN N(115) TO C(116) TO N(117), N(215) TO C(216) TO N(217) ANGLE 0.0, 2 = MEAN C(111) TO C(116) TO N(117), C(211) TO C(216) TO N(217) REM U(IJ) 0.0, .01 = C(111) TO C(211) U(IJ) 0.0, .01 = C(112) TO C(212) U(IJ) 0.0, .01 = N(113) TO N(213) U(IJ) 0.0, .01 = C(114) TO C(214) U(IJ) 0.0, .01 = N(115) TO N(215) U(IJ) 0.0, .01 = C(116) TO C(216) U(IJ) 0.0, .01 = N(117) TO N(217) REM LIMIT .0002 C(211,Z) LIMIT .0001 C(211,Y) LIMIT .0001 C(211,X) NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; # Manually omitted reflections loop_ _oxford_refln_omitted_index_h _oxford_refln_omitted_index_k _oxford_refln_omitted_index_l _oxford_refln_omitted_flag _oxford_refln_omitted_details 0 0 2 x . -8 0 2 x . -4 0 2 x . 4 0 0 x . 6 0 0 x . 4 0 2 x . #===END