#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/25/2202593.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2202593 loop_ _publ_author_name 'Savarimuthu Francis' 'Packianathan Thomas Muthiah' 'Gabriele Bocelli' 'Andrea Cantoni' _publ_section_title ; Hydrogen-bonded supramolecular motifs in aqua(8-hydroxyquinoline-5-sulfonato-\k^2^N,O)potassium(I) ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m1154 _journal_page_last m1156 _journal_paper_doi 10.1107/S1600536803024309 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac '[K (C9 H6 N O4 S) (H2 O)]' _chemical_formula_moiety 'C9 H8 K N O5 S' _chemical_formula_structural 'K +, C9 H6 N O4 S -, H2 0' _chemical_formula_sum 'C9 H8 K N O5 S' _chemical_formula_weight 281.33 _chemical_name_common 'Potassium HQS monohydrate' _chemical_name_systematic ; aqua(8-hydroxyquinoline-5-sulfonato-\k^2^N,O)potassium(I) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 101.14(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.885(2) _cell_length_b 10.083(2) _cell_length_c 11.269(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 30.0 _cell_measurement_theta_min 3.2 _cell_volume 1102.0(4) _computing_cell_refinement 'MolEN (Fair, 1990)' _computing_data_collection 'FEBO (Belletti, 1996)' _computing_data_reduction MolEN _computing_molecular_graphics 'PLATON97 (Spek, 1997)' _computing_publication_material 'PLATON97 (Spek, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.873 _diffrn_measured_fraction_theta_max 0.873 _diffrn_measurement_device_type 'Philips PW 1100' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 3023 _diffrn_reflns_reduction_process ; ? ; _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 3.22 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time 60 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu 0.680 _exptl_absorpt_correction_T_max 0.8704 _exptl_absorpt_correction_T_min 0.7871 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.696 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'Plate like' _exptl_crystal_F_000 576 _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.653 _refine_diff_density_min -0.684 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 154 _refine_ls_number_reflns 2802 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.128 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0459 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0924P)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1464 _refine_ls_wR_factor_ref 0.1565 _reflns_number_gt 2038 _reflns_number_total 2802 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cv6244.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_diffrn_ambient_temperature' value '293(2)K' was changed to '293(2)' - the value should be numeric and without a unit designator. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_diffrn_ambient_temperature' value '293(2)K' was changed to '293(2)' - the value should be numeric and without a unit designator. '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2202593 _cod_database_fobs_code 2202593 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 K 0.0258(3) 0.0299(3) 0.0306(3) -0.0036(3) 0.0073(3) 0.0010(3) S1 0.0196(3) 0.0214(3) 0.0265(3) -0.0016(3) 0.0065(3) -0.0028(3) O1 0.0331(12) 0.0366(12) 0.0300(11) -0.0010(11) 0.0023(10) -0.0077(10) O1W 0.0311(12) 0.0378(12) 0.0356(12) -0.0032(10) 0.0053(10) -0.0024(10) O2 0.0272(11) 0.0277(11) 0.0424(12) 0.0034(10) 0.0138(10) -0.0086(9) O3 0.0305(12) 0.0310(12) 0.0452(13) -0.0071(10) 0.0137(10) 0.0077(10) O4 0.0199(9) 0.0311(11) 0.0308(10) 0.0017(9) 0.0020(8) 0.0089(9) N1 0.0276(12) 0.0201(11) 0.0265(12) -0.0024(10) 0.0117(10) 0.0027(9) C2 0.0362(16) 0.0233(13) 0.0256(14) -0.0038(13) 0.0080(12) 0.0055(11) C3 0.0355(16) 0.0238(13) 0.0244(14) 0.0065(13) 0.0053(12) 0.0071(11) C4 0.0245(13) 0.0242(13) 0.0255(13) 0.0031(12) 0.0055(11) 0.0033(11) C5 0.0188(11) 0.0190(12) 0.0196(12) -0.0003(10) 0.0043(10) 0.0001(9) C6 0.0258(14) 0.0206(12) 0.0233(12) -0.0006(11) 0.0062(11) 0.0069(10) C7 0.0258(13) 0.0234(13) 0.0253(13) 0.0022(12) 0.0043(11) 0.0075(11) C8 0.0184(12) 0.0212(12) 0.0189(12) -0.0002(11) 0.0031(10) -0.0018(10) C9 0.0209(12) 0.0169(11) 0.0158(11) 0.0003(10) 0.0031(9) -0.0015(9) C10 0.0232(12) 0.0153(11) 0.0150(10) -0.0005(10) 0.0059(9) -0.0004(9) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol K 0.84921(7) -0.00150(7) -0.14905(6) 0.0285(2) Uani . . 1.000 K S1 0.87498(7) 0.27622(7) 0.08417(6) 0.0222(2) Uani . . 1.000 S O1 0.9203(2) 0.3012(2) 0.2136(2) 0.0337(7) Uani . . 1.000 O O1W 0.8808(2) -0.1431(2) -0.3638(2) 0.0350(7) Uani . . 1.000 O O2 0.9375(2) 0.1562(2) 0.0463(2) 0.0315(7) Uani . . 1.000 O O3 0.8904(2) 0.3908(2) 0.0102(2) 0.0347(7) Uani . . 1.000 O O4 0.2698(2) 0.1895(2) 0.0202(2) 0.0277(6) Uani . . 1.000 O N1 0.4368(3) 0.0206(2) 0.1621(2) 0.0239(7) Uani . . 1.000 N C2 0.5189(4) -0.0639(3) 0.2293(3) 0.0281(8) Uani . . 1.000 C C3 0.6642(4) -0.0572(3) 0.2513(3) 0.0280(8) Uani . . 1.000 C C4 0.7258(3) 0.0438(3) 0.2005(3) 0.0246(8) Uani . . 1.000 C C5 0.6953(3) 0.2449(3) 0.0638(2) 0.0191(7) Uani . . 1.000 C C6 0.6056(3) 0.3268(3) -0.0105(3) 0.0230(7) Uani . . 1.000 C C7 0.4618(3) 0.3097(3) -0.0287(3) 0.0249(8) Uani . . 1.000 C C8 0.4073(3) 0.2094(3) 0.0305(2) 0.0196(7) Uani . . 1.000 C C9 0.6423(3) 0.1368(3) 0.1242(2) 0.0179(7) Uani . . 1.000 C C10 0.4964(3) 0.1200(2) 0.1070(2) 0.0175(6) Uani . . 1.000 C H1W 0.89890 -0.08890 -0.41140 0.0300 Uiso . R 1.000 H H2 0.47860 -0.13290 0.26490 0.0340 Uiso . R 1.000 H H2W 0.94990 -0.18650 -0.33200 0.0300 Uiso . R 1.000 H H3 0.71710 -0.12040 0.29940 0.0340 Uiso . R 1.000 H H4 0.82130 0.05170 0.21560 0.0300 Uiso . R 1.000 H H5 0.22490 0.24100 -0.03360 0.0300 Uiso . R 1.000 H H6 0.64100 0.39570 -0.05010 0.0280 Uiso . R 1.000 H H7 0.40370 0.36600 -0.08060 0.0300 Uiso . R 1.000 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1W K O2 . . 154.26(7) yes O1W K O4 . 3_655 103.08(7) yes O1W K N1 . 3_655 101.16(7) yes O1W K O2 . 3_755 82.60(7) yes O1 K O1W 4_554 . 78.92(7) yes O2 K O4 . 3_655 94.46(7) yes O2 K N1 . 3_655 104.17(7) yes O2 K O2 . 3_755 83.61(7) yes O1 K O2 4_554 . 87.06(7) yes O4 K N1 3_655 3_655 57.18(6) yes O2 K O4 3_755 3_655 75.89(7) yes O1 K O4 4_554 3_655 170.06(7) yes O2 K N1 3_755 3_655 132.70(7) yes O1 K N1 4_554 3_655 112.92(7) yes O1 K O2 4_554 3_755 114.05(7) yes O1 S1 O2 . . 111.65(13) no O1 S1 O3 . . 112.97(13) no O1 S1 C5 . . 105.41(12) no O2 S1 O3 . . 113.27(13) no O2 S1 C5 . . 106.52(13) no O3 S1 C5 . . 106.33(13) no K O2 S1 . . 129.33(12) no K O2 K . 3_755 96.39(7) no K O2 S1 3_755 . 133.94(13) no K O4 C8 3_655 . 125.00(17) no H1W O1W H2W . . 111.86 no K O1W H1W . . 107.22 no K O1W H2W . . 96.44 no C8 O4 H5 . . 110.20 no K O4 H5 3_655 . 124.76 no C2 N1 C10 . . 117.7(3) no K N1 C10 3_655 . 122.87(18) no K N1 C2 3_655 . 119.3(2) no N1 C2 C3 . . 124.4(3) no C2 C3 C4 . . 118.8(3) no C3 C4 C9 . . 119.4(3) no S1 C5 C6 . . 119.0(2) no S1 C5 C9 . . 121.4(2) no C6 C5 C9 . . 119.6(3) no C5 C6 C7 . . 122.1(3) no C6 C7 C8 . . 119.9(3) no O4 C8 C10 . . 116.7(2) no O4 C8 C7 . . 123.1(3) no C7 C8 C10 . . 120.2(3) no C4 C9 C5 . . 124.3(3) no C4 C9 C10 . . 117.2(2) no C5 C9 C10 . . 118.5(2) no N1 C10 C9 . . 122.5(2) no C8 C10 C9 . . 119.8(2) no N1 C10 C8 . . 117.8(3) no N1 C2 H2 . . 117.78 no C3 C2 H2 . . 117.78 no C2 C3 H3 . . 120.56 no C4 C3 H3 . . 120.59 no C3 C4 H4 . . 120.37 no C9 C4 H4 . . 120.26 no C5 C6 H6 . . 118.94 no C7 C6 H6 . . 119.00 no C6 C7 H7 . . 120.05 no C8 C7 H7 . . 120.08 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag K O1W . . 2.878(2) yes K O2 . . 2.719(2) yes K O4 . 3_655 2.783(2) yes K N1 . 3_655 2.809(3) yes K O2 . 3_755 2.697(2) yes K O1 . 4_554 2.718(2) yes S1 O1 . . 1.463(2) no S1 O2 . . 1.460(2) no S1 O3 . . 1.450(2) no S1 C5 . . 1.775(3) no O4 C8 . . 1.357(4) no O1W H1W . . 0.8096 no O1W H2W . . 0.8318 no O4 H5 . . 0.8545 no N1 C2 . . 1.312(4) no N1 C10 . . 1.371(3) no C2 C3 . . 1.411(6) no C3 C4 . . 1.368(5) no C4 C9 . . 1.423(4) no C5 C9 . . 1.437(4) no C5 C6 . . 1.372(4) no C6 C7 . . 1.407(4) no C7 C8 . . 1.377(4) no C8 C10 . . 1.428(4) no C9 C10 . . 1.428(4) no C2 H2 . . 0.9303 no C3 H3 . . 0.9294 no C4 H4 . . 0.9297 no C6 H6 . . 0.9298 no C7 H7 . . 0.9297 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag K H4 3.5172 3_755 no S1 K 3.8156(14) 4_555 no S1 H4 2.8114 . no S1 H2W 3.1219 3_755 no S1 H1W 3.1613 4_555 no O1 C4 3.216(4) . no O1 K 2.718(2) 4_555 no O1 O1W 2.826(3) 3_755 no O1W O1 2.826(3) 3_755 no O1W C7 3.403(4) 2_644 no O1W O3 3.065(3) 2_744 no O1W O4 2.675(3) 2_644 no O1W O3 2.924(3) 4_554 no O2 C4 3.176(4) . no O3 O1W 3.065(3) 2_754 no O3 O3 3.129(3) 3_765 no O3 O1W 2.924(3) 4_555 no O4 O1W 2.675(3) 2_654 no O4 N1 2.676(3) . no O1 H4 2.7010 . no O1 H2W 2.0255 3_755 no O1W H5 1.8241 2_644 no O1W H7 2.7621 2_644 no O2 H4 2.6299 . no O3 H2W 2.8909 2_754 no O3 H1W 2.1792 4_555 no O3 H6 2.4279 . no O3 H1W 2.5525 2_754 no O4 H1W 2.9132 2_654 no O4 H3 2.7788 2_655 no N1 O4 2.676(3) . no C2 C7 3.577(5) 2_645 no C2 C8 3.510(4) 2_645 no C2 C7 3.385(5) 3_655 no C2 C8 3.476(4) 3_655 no C3 C8 3.572(4) 2_645 no C3 C8 3.474(4) 3_655 no C4 O1 3.216(4) . no C4 O2 3.176(4) . no C7 C2 3.577(5) 2_655 no C7 O1W 3.403(4) 2_654 no C7 C2 3.385(5) 3_655 no C8 C3 3.474(4) 3_655 no C8 C3 3.571(4) 2_655 no C8 C2 3.476(4) 3_655 no C8 C2 3.510(4) 2_655 no C10 C10 3.427(3) 3_655 no C2 H6 3.0584 4_555 no C3 H6 2.8127 4_555 no C5 H2 3.0792 2_655 no C6 H2 3.0672 2_655 no C7 H2 2.9737 2_655 no C8 H3 3.0071 2_655 no C8 H2 2.8481 2_655 no C9 H2 2.9932 2_655 no C10 H2 2.8661 2_655 no H1W O3 2.5525 2_744 no H1W O4 2.9132 2_644 no H1W H5 2.1284 2_644 no H1W S1 3.1613 4_554 no H1W O3 2.1792 4_554 no H2 C5 3.0792 2_645 no H2 C6 3.0672 2_645 no H2 C7 2.9737 2_645 no H2 C8 2.8481 2_645 no H2 C9 2.9932 2_645 no H2 C10 2.8661 2_645 no H2W O3 2.8909 2_744 no H2W H5 2.1915 2_644 no H2W S1 3.1219 3_755 no H2W O1 2.0255 3_755 no H3 O4 2.7788 2_645 no H3 C8 3.0071 2_645 no H4 S1 2.8114 . no H4 O1 2.7010 . no H4 O2 2.6299 . no H4 K 3.5172 3_755 no H5 H7 2.3140 . no H5 O1W 1.8241 2_654 no H5 H1W 2.1284 2_654 no H5 H2W 2.1915 2_654 no H6 O3 2.4279 . no H6 C2 3.0584 4_554 no H6 C3 2.8127 4_554 no H7 H5 2.3140 . no H7 O1W 2.7621 2_654 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1W H1W O3 2_744 0.81 2.55 3.065(3) 123 no O1W H1W O3 4_554 0.81 2.18 2.924(3) 153 yes O1W H2W O1 3_755 0.83 2.03 2.826(3) 161 yes O4 H5 O1W 2_654 0.85 1.82 2.675(3) 174 yes C6 H6 O3 . 0.93 2.43 2.854(4) 108 no 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_site_symmetry_1 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1W K O2 S1 . . . 128.06(16) no O1W K O2 K . . 3_755 -57.95(17) no O4 K O2 S1 3_655 . . -98.75(15) no O4 K O2 K 3_655 . 3_755 75.24(7) no N1 K O2 S1 3_655 . . -41.50(16) no N1 K O2 K 3_655 . 3_755 132.49(7) no O2 K O2 S1 3_755 . . -173.99(16) no O2 K O2 K 3_755 . 3_755 0.02(11) no O1 K O2 S1 4_554 . . 71.40(15) no O1 K O2 K 4_554 . 3_755 -114.60(7) no O1W K O4 C8 . 3_655 3_655 -89.6(2) no O2 K O4 C8 . 3_655 3_655 109.4(2) no O1W K N1 C2 . 3_655 3_655 -83.1(2) no O1W K N1 C10 . 3_655 3_655 92.72(18) no O2 K N1 C2 . 3_655 3_655 92.3(2) no O2 K N1 C10 . 3_655 3_655 -91.88(18) no O1W K O2 K . 3_755 3_755 158.21(7) no O1W K O2 S1 . 3_755 3_755 -15.33(16) no O2 K O2 K . 3_755 3_755 0.02(9) no O2 K O2 S1 . 3_755 3_755 -173.54(17) no O1W K O1 S1 . 4_554 4_554 41.47(15) no O2 K O1 S1 . 4_554 4_554 -160.22(15) no N1 K O1W H2W 3_655 . . -135.82 no O2 K O1W H1W 3_755 . . -118.94 no O2 K O1W H2W 3_755 . . -3.65 no O1 K O1W H1W 4_554 . . -2.57 no O1 K O1W H2W 4_554 . . 112.72 no O1W K O4 H5 . 3_655 3_655 92.88 no O2 K O4 H5 . 3_655 3_655 -68.15 no N1 K O1W H1W 3_655 . . 108.88 no O2 K O1W H2W . . . 54.50 no O4 K O1W H1W 3_655 . . 167.46 no O2 K O1W H1W . . . -60.80 no O4 K O1W H2W 3_655 . . -77.24 no O2 S1 C5 C6 . . . -121.9(2) no O2 S1 C5 C9 . . . 58.7(2) no O1 S1 C5 C9 . . . -60.0(2) no O1 S1 O2 K . . . 157.21(13) no O1 S1 O2 K . . 3_755 -14.5(2) no O3 S1 O2 K . . . -73.91(17) no O3 S1 O2 K . . 3_755 114.39(17) no C5 S1 O2 K . . . 42.63(17) no C5 S1 O2 K . . 3_755 -129.07(15) no O1 S1 C5 C6 . . . 119.4(2) no O3 S1 C5 C6 . . . -0.8(3) no O3 S1 C5 C9 . . . 179.8(2) no K O4 C8 C10 3_655 . . 4.8(3) no K O4 C8 C7 3_655 . . -175.3(2) no K N1 C2 C3 3_655 . . -174.2(2) no C2 N1 C10 C8 . . . 177.9(2) no C10 N1 C2 C3 . . . 1.8(4) no K N1 C10 C8 3_655 . . -6.2(3) no K N1 C10 C9 3_655 . . 173.43(17) no C2 N1 C10 C9 . . . -2.5(4) no N1 C2 C3 C4 . . . 0.3(5) no C2 C3 C4 C9 . . . -1.9(5) no C3 C4 C9 C5 . . . -178.5(3) no C3 C4 C9 C10 . . . 1.2(4) no S1 C5 C6 C7 . . . -178.5(2) no S1 C5 C9 C4 . . . -2.4(4) no S1 C5 C9 C10 . . . 177.89(18) no C6 C5 C9 C4 . . . 178.2(3) no C6 C5 C9 C10 . . . -1.5(4) no C9 C5 C6 C7 . . . 0.9(4) no C5 C6 C7 C8 . . . 1.0(5) no C6 C7 C8 C10 . . . -2.1(4) no C6 C7 C8 O4 . . . 177.9(3) no O4 C8 C10 N1 . . . 1.0(3) no C7 C8 C10 N1 . . . -178.9(2) no C7 C8 C10 C9 . . . 1.5(4) no O4 C8 C10 C9 . . . -178.6(2) no C4 C9 C10 N1 . . . 1.0(4) no C5 C9 C10 N1 . . . -179.3(2) no C5 C9 C10 C8 . . . 0.4(3) no C4 C9 C10 C8 . . . -179.4(2) no