# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_5a _database_code_depnum_ccdc_archive 'CCDC 921504' #TrackingRef '17153_web_deposit_cif_file_0_DavidM.Barber_1358976739.publish.cif' #============================================================================== _audit_creation_date 2012-11-07 _audit_creation_method CRYSTALS_ver_14.40 _oxford_structure_analysis_title 014djd12 _chemical_name_systematic . _chemical_melting_point 'not measured' _cell_length_a 7.4965(2) _cell_length_b 10.6303(2) _cell_length_c 11.6630(3) _cell_angle_alpha 100.5307(9) _cell_angle_beta 94.2654(9) _cell_angle_gamma 96.0409(10) _cell_volume 904.52(4) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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 0.0033 0.0016 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 0.0061 0.0033 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 0.0106 0.0060 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 0.1246 0.1234 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 2 # Given Formula = C19 H20 N2 O4 S1 # Dc = 1.37 Fooo = 392.00 Mu = 2.06 M = 372.44 # Found Formula = C19 H20 N2 O4 S1 # Dc = 1.37 FOOO = 392.00 Mu = 2.06 M = 372.44 _chemical_formula_sum 'C19 H20 N2 O4 S1' _chemical_formula_moiety 'C19 H20 N2 O4 S1' _chemical_compound_source . _chemical_formula_weight 372.44 _cell_measurement_reflns_used 3794 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.400 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_max 0.600 _exptl_crystal_density_diffrn 1.367 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 0.206 # Sheldrick geometric approximatio 0.92 0.92 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.71 _exptl_absorpt_correction_T_max 0.92 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% . _diffrn_ambient_temperature 150 _diffrn_reflns_number 14483 _reflns_number_total 4113 _diffrn_reflns_av_R_equivalents 0.020 # Number of reflections without Friedels Law is 7336 # Number of reflections with Friedels Law is 4113 # Theoretical number of reflections is about 4152 _diffrn_reflns_theta_min 5.342 _diffrn_reflns_theta_max 27.490 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.390 _diffrn_measured_fraction_theta_full 0.991 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _reflns_limit_h_min -9 _reflns_limit_h_max 9 _reflns_limit_k_min -13 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 15 _oxford_diffrn_Wilson_B_factor 2.27 _oxford_diffrn_Wilson_scale 0.85 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.45 _refine_diff_density_max 0.42 # 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>-3.0\s(I) _refine_ls_number_reflns 4112 _refine_ls_number_restraints 0 _refine_ls_number_parameters 235 _oxford_refine_ls_R_factor_ref 0.0535 _refine_ls_wR_factor_ref 0.1200 _refine_ls_goodness_of_fit_ref 0.9271 _refine_ls_shift/su_max 0.0002762 _refine_ls_shift/su_mean 0.0000199 # The values computed with all filters except I/sigma _oxford_reflns_number_all 4113 _refine_ls_R_factor_all 0.0535 _refine_ls_wR_factor_all 0.1200 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3495 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_gt 0.1096 # 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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 44.2 71.4 41.9 17.3 4.09 ; # Insert your own references if required - in alphabetical order 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 S1 S 0.55334(5) 0.12705(4) 0.26737(4) 0.0261 1.0000 Uani . . . . . . O2 O 0.44650(16) 0.01585(12) 0.29030(11) 0.0332 1.0000 Uani . . . . . . O3 O 0.48276(17) 0.19987(14) 0.18587(11) 0.0352 1.0000 Uani . . . . . . N4 N 0.73437(17) 0.07592(13) 0.21554(11) 0.0232 1.0000 Uani . . . . . . C5 C 0.8258(2) -0.01530(15) 0.27387(13) 0.0235 1.0000 Uani . . . . . . C6 C 1.0281(2) 0.02994(16) 0.27095(14) 0.0254 1.0000 Uani . . . . . . N7 N 1.0959(2) 0.12085(16) 0.38478(13) 0.0318 1.0000 Uani . . . . . . O8 O 1.1594(2) 0.07306(17) 0.46296(12) 0.0483 1.0000 Uani . . . . . . O9 O 1.0835(3) 0.23438(16) 0.39365(16) 0.0750 1.0000 Uani . . . . . . C10 C 1.0334(2) 0.09702(18) 0.16698(14) 0.0281 1.0000 Uani . . . . . . C11 C 0.8593(2) 0.16147(17) 0.16200(14) 0.0263 1.0000 Uani . . . . . . C12 C 0.7924(2) 0.1680(2) 0.03847(16) 0.0350 1.0000 Uani . . . . . . C13 C 0.8470(3) 0.2623(3) -0.0141(2) 0.0534 1.0000 Uani . . . . . . C14 C 0.7812(2) -0.15481(16) 0.21057(14) 0.0256 1.0000 Uani . . . . . . C15 C 0.8396(3) -0.25086(18) 0.26582(17) 0.0339 1.0000 Uani . . . . . . C16 C 0.8040(3) -0.37917(19) 0.2100(2) 0.0420 1.0000 Uani . . . . . . C17 C 0.7120(3) -0.41260(19) 0.0986(2) 0.0440 1.0000 Uani . . . . . . C18 C 0.6545(3) -0.3175(2) 0.04399(19) 0.0419 1.0000 Uani . . . . . . C19 C 0.6880(2) -0.18887(18) 0.09974(16) 0.0325 1.0000 Uani . . . . . . C20 C 0.6147(2) 0.23403(16) 0.40182(15) 0.0269 1.0000 Uani . . . . . . C21 C 0.6072(3) 0.18978(18) 0.50645(16) 0.0336 1.0000 Uani . . . . . . C22 C 0.6499(3) 0.27649(19) 0.61211(17) 0.0382 1.0000 Uani . . . . . . C23 C 0.7021(3) 0.40646(19) 0.61478(18) 0.0379 1.0000 Uani . . . . . . C24 C 0.7120(3) 0.44856(18) 0.50867(19) 0.0425 1.0000 Uani . . . . . . C25 C 0.6664(3) 0.36374(18) 0.40225(18) 0.0372 1.0000 Uani . . . . . . C26 C 0.7405(4) 0.5001(2) 0.7306(2) 0.0528 1.0000 Uani . . . . . . H51 H 0.7955 -0.0083 0.3545 0.0284 1.0000 Uiso R . . . . . H61 H 1.1014 -0.0420 0.2665 0.0304 1.0000 Uiso R . . . . . H101 H 1.1411 0.1601 0.1720 0.0334 1.0000 Uiso R . . . . . H102 H 1.0285 0.0298 0.0953 0.0338 1.0000 Uiso R . . . . . H111 H 0.8797 0.2490 0.2103 0.0318 1.0000 Uiso R . . . . . H121 H 0.7070 0.0986 -0.0043 0.0440 1.0000 Uiso R . . . . . H131 H 0.9335 0.3335 0.0290 0.0686 1.0000 Uiso R . . . . . H132 H 0.8028 0.2606 -0.0915 0.0676 1.0000 Uiso R . . . . . H151 H 0.9039 -0.2271 0.3425 0.0421 1.0000 Uiso R . . . . . H161 H 0.8454 -0.4449 0.2498 0.0517 1.0000 Uiso R . . . . . H171 H 0.6885 -0.5013 0.0596 0.0529 1.0000 Uiso R . . . . . H181 H 0.5893 -0.3398 -0.0315 0.0504 1.0000 Uiso R . . . . . H191 H 0.6434 -0.1227 0.0619 0.0397 1.0000 Uiso R . . . . . H211 H 0.5733 0.0990 0.5042 0.0404 1.0000 Uiso R . . . . . H221 H 0.6435 0.2463 0.6852 0.0459 1.0000 Uiso R . . . . . H241 H 0.7499 0.5378 0.5085 0.0499 1.0000 Uiso R . . . . . H251 H 0.6665 0.3934 0.3284 0.0451 1.0000 Uiso R . . . . . H263 H 0.8326 0.5684 0.7229 0.0796 1.0000 Uiso R . . . . . H262 H 0.7848 0.4570 0.7904 0.0788 1.0000 Uiso R . . . . . H261 H 0.6320 0.5359 0.7507 0.0795 1.0000 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 S1 0.01957(19) 0.0305(2) 0.0275(2) 0.00384(15) 0.00305(14) 0.00296(14) O2 0.0235(6) 0.0347(7) 0.0381(7) 0.0018(5) 0.0067(5) -0.0047(5) O3 0.0282(6) 0.0459(8) 0.0347(7) 0.0111(6) 0.0015(5) 0.0145(5) N4 0.0197(6) 0.0263(7) 0.0245(6) 0.0066(5) 0.0026(5) 0.0039(5) C5 0.0218(7) 0.0286(8) 0.0199(7) 0.0053(6) -0.0005(5) 0.0022(6) C6 0.0209(7) 0.0310(8) 0.0227(7) 0.0041(6) -0.0025(6) 0.0012(6) N7 0.0251(7) 0.0408(8) 0.0259(7) 0.0043(6) -0.0034(5) -0.0048(6) O8 0.0515(9) 0.0724(11) 0.0224(6) 0.0115(6) -0.0018(6) 0.0138(8) O9 0.1239(19) 0.0343(8) 0.0523(10) -0.0043(7) -0.0360(11) -0.0038(10) C10 0.0209(7) 0.0390(9) 0.0250(8) 0.0077(7) 0.0026(6) 0.0031(6) C11 0.0213(7) 0.0302(8) 0.0285(8) 0.0082(6) 0.0050(6) 0.0025(6) C12 0.0313(9) 0.0494(11) 0.0295(9) 0.0147(8) 0.0061(7) 0.0135(8) C13 0.0573(14) 0.0679(15) 0.0500(13) 0.0356(12) 0.0176(10) 0.0250(12) C14 0.0222(7) 0.0269(8) 0.0272(8) 0.0044(6) 0.0032(6) 0.0009(6) C15 0.0362(9) 0.0338(9) 0.0336(9) 0.0103(7) 0.0042(7) 0.0056(7) C16 0.0428(11) 0.0300(9) 0.0558(12) 0.0135(9) 0.0073(9) 0.0050(8) C17 0.0402(11) 0.0277(9) 0.0587(13) -0.0014(9) 0.0034(9) -0.0023(8) C18 0.0387(10) 0.0361(10) 0.0436(11) -0.0038(8) -0.0078(8) 0.0000(8) C19 0.0303(8) 0.0312(9) 0.0331(9) 0.0022(7) -0.0047(7) 0.0028(7) C20 0.0258(8) 0.0259(8) 0.0290(8) 0.0045(6) 0.0057(6) 0.0027(6) C21 0.0403(10) 0.0279(8) 0.0325(9) 0.0072(7) 0.0048(7) 0.0000(7) C22 0.0472(11) 0.0368(10) 0.0299(9) 0.0055(7) 0.0015(8) 0.0051(8) C23 0.0384(10) 0.0331(9) 0.0387(10) -0.0028(8) 0.0012(8) 0.0073(8) C24 0.0533(12) 0.0243(9) 0.0480(11) 0.0023(8) 0.0084(9) 0.0013(8) C25 0.0474(11) 0.0273(9) 0.0385(10) 0.0073(7) 0.0122(8) 0.0042(8) C26 0.0624(14) 0.0429(12) 0.0448(12) -0.0115(9) -0.0061(10) 0.0117(10) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.137(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 S1 . O2 . 1.4348(13) yes S1 . O3 . 1.4364(13) yes S1 . N4 . 1.6309(13) yes S1 . C20 . 1.7591(17) yes N4 . C5 . 1.4780(19) yes N4 . C11 . 1.486(2) yes C5 . C6 . 1.547(2) yes C5 . C14 . 1.521(2) yes C5 . H51 . 0.975 no C6 . N7 . 1.511(2) yes C6 . C10 . 1.516(2) yes C6 . H61 . 0.984 no N7 . O8 . 1.213(2) yes N7 . O9 . 1.206(2) yes C10 . C11 . 1.539(2) yes C10 . H101 . 0.985 no C10 . H102 . 0.991 no C11 . C12 . 1.506(2) yes C11 . H111 . 0.986 no C12 . C13 . 1.314(3) yes C12 . H121 . 0.959 no C13 . H131 . 0.977 no C13 . H132 . 0.935 no C14 . C15 . 1.394(2) yes C14 . C19 . 1.390(2) yes C15 . C16 . 1.389(3) yes C15 . H151 . 0.961 no C16 . C17 . 1.392(3) yes C16 . H161 . 0.971 no C17 . C18 . 1.378(3) yes C17 . H171 . 0.961 no C18 . C19 . 1.390(3) yes C18 . H181 . 0.951 no C19 . H191 . 0.971 no C20 . C21 . 1.388(2) yes C20 . C25 . 1.391(2) yes C21 . C22 . 1.391(3) yes C21 . H211 . 0.967 no C22 . C23 . 1.390(3) yes C22 . H221 . 0.968 no C23 . C24 . 1.395(3) yes C23 . C26 . 1.513(3) yes C24 . C25 . 1.391(3) yes C24 . H241 . 0.962 no C25 . H251 . 0.970 no C26 . H263 . 0.969 no C26 . H262 . 0.961 no C26 . H261 . 0.960 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 O2 . S1 . O3 . 120.16(8) yes O2 . S1 . N4 . 106.13(7) yes O3 . S1 . N4 . 105.90(7) yes O2 . S1 . C20 . 107.83(8) yes O3 . S1 . C20 . 107.45(8) yes N4 . S1 . C20 . 109.01(7) yes S1 . N4 . C5 . 118.39(10) yes S1 . N4 . C11 . 120.26(11) yes C5 . N4 . C11 . 113.44(12) yes N4 . C5 . C6 . 103.38(12) yes N4 . C5 . C14 . 113.25(12) yes C6 . C5 . C14 . 109.97(13) yes N4 . C5 . H51 . 110.5 no C6 . C5 . H51 . 110.6 no C14 . C5 . H51 . 109.1 no C5 . C6 . N7 . 108.78(13) yes C5 . C6 . C10 . 104.25(12) yes N7 . C6 . C10 . 112.04(14) yes C5 . C6 . H61 . 112.0 no N7 . C6 . H61 . 105.6 no C10 . C6 . H61 . 114.2 no C6 . N7 . O8 . 116.62(16) yes C6 . N7 . O9 . 119.42(15) yes O8 . N7 . O9 . 123.96(17) yes C6 . C10 . C11 . 106.01(13) yes C6 . C10 . H101 . 113.3 no C11 . C10 . H101 . 111.5 no C6 . C10 . H102 . 107.7 no C11 . C10 . H102 . 108.1 no H101 . C10 . H102 . 110.1 no C10 . C11 . N4 . 101.98(13) yes C10 . C11 . C12 . 112.06(14) yes N4 . C11 . C12 . 112.53(14) yes C10 . C11 . H111 . 109.9 no N4 . C11 . H111 . 110.4 no C12 . C11 . H111 . 109.7 no C11 . C12 . C13 . 123.4(2) yes C11 . C12 . H121 . 118.0 no C13 . C12 . H121 . 118.6 no C12 . C13 . H131 . 119.0 no C12 . C13 . H132 . 119.8 no H131 . C13 . H132 . 121.2 no C5 . C14 . C15 . 118.18(15) yes C5 . C14 . C19 . 122.41(15) yes C15 . C14 . C19 . 119.39(16) yes C14 . C15 . C16 . 119.86(18) yes C14 . C15 . H151 . 119.3 no C16 . C15 . H151 . 120.9 no C15 . C16 . C17 . 120.48(19) yes C15 . C16 . H161 . 118.8 no C17 . C16 . H161 . 120.7 no C16 . C17 . C18 . 119.58(18) yes C16 . C17 . H171 . 120.5 no C18 . C17 . H171 . 119.9 no C17 . C18 . C19 . 120.31(19) yes C17 . C18 . H181 . 120.0 no C19 . C18 . H181 . 119.6 no C18 . C19 . C14 . 120.37(18) yes C18 . C19 . H191 . 119.8 no C14 . C19 . H191 . 119.8 no S1 . C20 . C21 . 120.19(13) yes S1 . C20 . C25 . 119.34(14) yes C21 . C20 . C25 . 120.45(17) yes C20 . C21 . C22 . 119.46(17) yes C20 . C21 . H211 . 119.1 no C22 . C21 . H211 . 121.4 no C21 . C22 . C23 . 121.14(18) yes C21 . C22 . H221 . 119.8 no C23 . C22 . H221 . 119.1 no C22 . C23 . C24 . 118.50(17) yes C22 . C23 . C26 . 120.3(2) yes C24 . C23 . C26 . 121.17(19) yes C23 . C24 . C25 . 121.14(18) yes C23 . C24 . H241 . 119.9 no C25 . C24 . H241 . 119.0 no C20 . C25 . C24 . 119.27(18) yes C20 . C25 . H251 . 119.2 no C24 . C25 . H251 . 121.5 no C23 . C26 . H263 . 108.9 no C23 . C26 . H262 . 110.1 no H263 . C26 . H262 . 108.2 no C23 . C26 . H261 . 109.1 no H263 . C26 . H261 . 109.7 no H262 . C26 . H261 . 110.7 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 C5 . H51 . O8 2_756 147.98(5) 0.975 2.367 3.235(3) yes C10 . H101 . O3 1_655 147.06(5) 0.985 2.539 3.408(3) yes C18 . H181 . O3 2_655 130.96(5) 0.951 2.598 3.301(3) yes _iucr_refine_instruction_details_constraints ; # # Punched on 07/11/12 at 18:40:10 # #LIST 12 BLOCK SCALE X'S, U'S RIDE C ( 5,X'S) H ( 51,X'S) RIDE C ( 6,X'S) H ( 61,X'S) RIDE C ( 10,X'S) H ( 101,X'S) H ( 102,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 12,X'S) H ( 121,X'S) RIDE C ( 13,X'S) H ( 131,X'S) H ( 132,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 18,X'S) H ( 181,X'S) RIDE C ( 19,X'S) H ( 191,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 24,X'S) H ( 241,X'S) RIDE C ( 25,X'S) H ( 251,X'S) RIDE C ( 26,X'S) H ( 263,X'S) H ( 262,X'S) H ( 261,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 07/11/12 at 18:40:10 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ;