#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/52/4025224.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4025224
loop_
_publ_author_name
'Sun Young Kim'
'Young Keun Chung'
_publ_section_title
;
 Rhodium(I)-Catalyzed Cycloisomerization of 1,6-Enynes to
 Bicyclo[4.1.0]heptenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1281
_journal_page_last               1284
_journal_paper_doi               10.1021/jo902273x
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C21 H23 N O2 S'
_chemical_formula_weight         353.46
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.0340(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   16.0988(3)
_cell_length_b                   22.0048(7)
_cell_length_c                   17.5308(5)
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     5715.2(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20109
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.37
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2256
_exptl_crystal_size_max          1
_exptl_crystal_size_mid          1
_exptl_crystal_size_min          0.5
_refine_diff_density_max         1.087
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.205
_refine_ls_extinction_coef       0.0181(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     677
_refine_ls_number_reflns         12641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.1297
_refine_ls_R_factor_gt           0.0882
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1445P)²+3.0007P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2330
_refine_ls_wR_factor_ref         0.2780
_reflns_number_gt                8255
_reflns_number_total             12641
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902273x_si_001.cif
_cod_data_source_block           17enyne
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4025224
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
S1 S 0.02971(5) 0.64656(4) 0.05154(4) 0.0552(2) Uani 1 1 d . . .
S3 S -0.68137(6) 0.68372(5) -0.04848(6) 0.0717(3) Uani 1 1 d . . .
O3 O 0.12571(14) 0.64963(12) 0.07906(14) 0.0711(7) Uani 1 1 d . . .
O4 O -0.01048(17) 0.63123(12) 0.10857(14) 0.0712(7) Uani 1 1 d . . .
N2 N -0.00895(16) 0.71351(12) 0.01490(16) 0.0568(6) Uani 1 1 d . . .
C001 C -0.01117(17) 0.59580(13) -0.03204(17) 0.0486(6) Uani 1 1 d . . .
C002 C -0.08585(19) 0.55981(15) -0.0434(2) 0.0565(7) Uani 1 1 d . . .
H002 H -0.1131 0.5612 -0.0055 0.068 Uiso 1 1 calc R . .
O2 O -0.77718(17) 0.67831(14) -0.08155(17) 0.0900(9) Uani 1 1 d . . .
C003 C -0.6484(2) 0.73730(15) 0.0318(2) 0.0622(8) Uani 1 1 d . . .
C004 C -0.1080(2) 0.72233(15) -0.0197(2) 0.0567(7) Uani 1 1 d . . .
H00A H -0.1296 0.7294 0.0240 0.068 Uiso 1 1 calc R . .
H00B H -0.1389 0.6873 -0.0519 0.068 Uiso 1 1 calc R . .
C005 C -0.1217(2) 0.77763(16) -0.0739(2) 0.0608(8) Uani 1 1 d . . .
C006 C -0.1194(2) 0.52205(16) -0.1113(2) 0.0648(8) Uani 1 1 d . . .
H006 H -0.1687 0.4975 -0.1181 0.078 Uiso 1 1 calc R . .
C007 C -0.0815(2) 0.51980(15) -0.1693(2) 0.0614(8) Uani 1 1 d . . .
C008 C -0.2925(2) 0.79157(16) -0.1297(2) 0.0587(8) Uani 1 1 d . . .
O1 O -0.6358(2) 0.69804(15) -0.10185(18) 0.0925(9) Uani 1 1 d . . .
C009 C 0.02891(19) 0.59340(16) -0.0893(2) 0.0579(8) Uani 1 1 d . . .
H009 H 0.0794 0.6170 -0.0819 0.069 Uiso 1 1 calc R . .
N1 N -0.64151(18) 0.61828(14) -0.0071(2) 0.0701(8) Uani 1 1 d . . .
C010 C -0.6947(2) 0.74126(17) 0.0841(3) 0.0715(10) Uani 1 1 d . . .
H010 H -0.7442 0.7164 0.0758 0.086 Uiso 1 1 calc R . .
C011 C -0.6838(2) 0.58389(17) 0.0393(2) 0.0701(9) Uani 1 1 d . . .
H01A H -0.7461 0.5743 0.0051 0.084 Uiso 1 1 calc R . .
H01B H -0.6813 0.6059 0.0881 0.084 Uiso 1 1 calc R . .
C012 C -0.5427(2) 0.61146(17) 0.0335(3) 0.0719(10) Uani 1 1 d . . .
H01C H -0.5157 0.6457 0.0696 0.086 Uiso 1 1 calc R . .
H01D H -0.5159 0.6080 -0.0071 0.086 Uiso 1 1 calc R . .
C013 C -0.1991(2) 0.80484(17) -0.1191(2) 0.0656(9) Uani 1 1 d . . .
H013 H -0.1932 0.8381 -0.1494 0.079 Uiso 1 1 calc R . .
C014 C -0.3611(2) 0.54060(18) 0.1376(2) 0.0663(9) Uani 1 1 d . . .
C015 C -0.6272(2) 0.52831(19) 0.0623(3) 0.0766(10) Uani 1 1 d . . .
H015 H -0.6439 0.5021 0.0133 0.092 Uiso 1 1 calc R . .
C016 C -0.6329(2) 0.49142(19) 0.1333(2) 0.0694(10) Uani 1 1 d . . .
C017 C -0.4098(2) 0.73440(19) -0.1076(3) 0.0758(10) Uani 1 1 d . . .
H017 H -0.4271 0.7006 -0.0854 0.091 Uiso 1 1 calc R . .
C018 C -0.0284(2) 0.80137(17) -0.0647(2) 0.0658(8) Uani 1 1 d . . .
H018 H -0.0082 0.8309 -0.0192 0.079 Uiso 1 1 calc R . .
C019 C 0.0295(2) 0.74606(17) -0.0370(2) 0.0698(9) Uani 1 1 d . . .
H01E H 0.0262 0.7215 -0.0840 0.084 Uiso 1 1 calc R . .
H01F H 0.0919 0.7570 -0.0052 0.084 Uiso 1 1 calc R . .
C020 C -0.3203(2) 0.74129(16) -0.0971(2) 0.0667(9) Uani 1 1 d . . .
H020 H -0.2782 0.7120 -0.0679 0.080 Uiso 1 1 calc R . .
C021 C -0.0284(2) 0.8324(2) -0.1412(2) 0.0721(10) Uani 1 1 d . . .
C022 C -0.5745(2) 0.77499(19) 0.0455(3) 0.0740(10) Uani 1 1 d . . .
H022 H -0.5426 0.7728 0.0113 0.089 Uiso 1 1 calc R . .
C023 C -0.5312(2) 0.55478(19) 0.0816(3) 0.0796(11) Uani 1 1 d . . .
C024 C -0.4548(2) 0.5261(2) 0.1253(3) 0.0884(13) Uani 1 1 d . . .
H024 H -0.4615 0.4913 0.1525 0.106 Uiso 1 1 calc R . .
C025 C -0.6664(3) 0.78244(19) 0.1482(3) 0.0788(11) Uani 1 1 d . . .
H025 H -0.6975 0.7847 0.1830 0.095 Uiso 1 1 calc R . .
C026 C -0.5492(3) 0.81550(19) 0.1103(3) 0.0822(11) Uani 1 1 d . . .
H026 H -0.4999 0.8407 0.1191 0.099 Uiso 1 1 calc R . .
C027 C -0.0070(2) 0.55576(17) -0.1570(2) 0.0643(9) Uani 1 1 d . . .
H027 H 0.0195 0.5545 -0.1955 0.077 Uiso 1 1 calc R . .
C028 C -0.5942(3) 0.82034(18) 0.1630(3) 0.0755(10) Uani 1 1 d . . .
C029 C -0.2125(3) 0.5006(3) 0.1680(3) 0.0969(15) Uani 1 1 d . . .
H029 H -0.1724 0.4680 0.1842 0.116 Uiso 1 1 calc R . .
C030 C -0.2433(3) 0.6024(2) 0.1273(3) 0.0865(12) Uani 1 1 d . . .
H030 H -0.2241 0.6400 0.1161 0.104 Uiso 1 1 calc R . .
C031 C -0.3581(3) 0.8332(2) -0.1739(3) 0.0797(11) Uani 1 1 d . . .
H031 H -0.3423 0.8666 -0.1979 0.096 Uiso 1 1 calc R . .
C032 C -0.2995(2) 0.4936(2) 0.1634(3) 0.0854(12) Uani 1 1 d . . .
H032 H -0.3170 0.4565 0.1779 0.103 Uiso 1 1 calc R . .
C033 C -0.4465(3) 0.8258(3) -0.1829(3) 0.1017(15) Uani 1 1 d . . .
H033 H -0.4894 0.8546 -0.2119 0.122 Uiso 1 1 calc R . .
C034 C -0.1205(3) 0.4790(2) -0.2455(3) 0.0915(13) Uani 1 1 d . . .
H03A H -0.1713 0.4571 -0.2438 0.137 Uiso 1 1 calc R . .
H03B H -0.0752 0.4508 -0.2458 0.137 Uiso 1 1 calc R . .
H03C H -0.1395 0.5035 -0.2947 0.137 Uiso 1 1 calc R . .
C035 C -0.3312(2) 0.59564(19) 0.1214(3) 0.0801(11) Uani 1 1 d . . .
H035 H -0.3703 0.6287 0.1063 0.096 Uiso 1 1 calc R . .
C036 C -0.1850(2) 0.5552(2) 0.1490(3) 0.0855(13) Uani 1 1 d . . .
H036 H -0.1268 0.5598 0.1511 0.103 Uiso 1 1 calc R . .
C037 C -0.6158(3) 0.5151(3) 0.2137(3) 0.1101(17) Uani 1 1 d . . .
H03D H -0.6012 0.5575 0.2153 0.165 Uiso 1 1 calc R . .
H03E H -0.5661 0.4936 0.2542 0.165 Uiso 1 1 calc R . .
H03F H -0.6686 0.5101 0.2259 0.165 Uiso 1 1 calc R . .
C038 C -0.0152(3) 0.8923(2) -0.1356(4) 0.1044(15) Uani 1 1 d . . .
H03G H -0.0161 0.9142 -0.1814 0.125 Uiso 1 1 calc R . .
H03H H -0.0051 0.9123 -0.0860 0.125 Uiso 1 1 calc R . .
C039 C -0.0444(4) 0.8001(3) -0.2177(3) 0.1084(16) Uani 1 1 d . . .
H03I H -0.0508 0.7575 -0.2097 0.163 Uiso 1 1 calc R . .
H03J H 0.0057 0.8063 -0.2336 0.163 Uiso 1 1 calc R . .
H03K H -0.0986 0.8151 -0.2606 0.163 Uiso 1 1 calc R . .
C040 C -0.6561(3) 0.4343(2) 0.1128(3) 0.0994(14) Uani 1 1 d . . .
H04A H -0.6619 0.4077 0.1515 0.119 Uiso 1 1 calc R . .
H04B H -0.6666 0.4208 0.0595 0.119 Uiso 1 1 calc R . .
C041 C -0.4716(3) 0.7763(2) -0.1495(3) 0.0919(13) Uani 1 1 d . . .
H041 H -0.5314 0.7717 -0.1558 0.110 Uiso 1 1 calc R . .
C042 C -0.5660(4) 0.8654(2) 0.2342(3) 0.1063(15) Uani 1 1 d . . .
H04C H -0.5149 0.8883 0.2349 0.159 Uiso 1 1 calc R . .
H04D H -0.5500 0.8438 0.2856 0.159 Uiso 1 1 calc R . .
H04E H -0.6151 0.8925 0.2271 0.159 Uiso 1 1 calc R . .
S2 S 0.35701(5) 0.50327(5) 0.56154(5) 0.0665(3) Uani 1 1 d . . .
C043 C 0.32555(19) 0.55988(15) 0.48599(19) 0.0568(8) Uani 1 1 d . . .
N3 N 0.31207(17) 0.44033(13) 0.51402(16) 0.0613(7) Uani 1 1 d . . .
C044 C 0.2134(2) 0.43583(15) 0.4793(2) 0.0563(7) Uani 1 1 d . . .
H04F H 0.1859 0.4722 0.4483 0.068 Uiso 1 1 calc R . .
H04G H 0.1909 0.4296 0.5226 0.068 Uiso 1 1 calc R . .
O5 O 0.31470(18) 0.51517(13) 0.61769(15) 0.0797(7) Uani 1 1 d . . .
C045 C 0.2501(2) 0.59553(16) 0.4726(2) 0.0625(8) Uani 1 1 d . . .
H045 H 0.2181 0.5910 0.5065 0.075 Uiso 1 1 calc R . .
C046 C 0.2225(2) 0.63748(18) 0.4095(2) 0.0745(10) Uani 1 1 d . . .
H046 H 0.1723 0.6616 0.4015 0.089 Uiso 1 1 calc R . .
O6 O 0.45246(16) 0.49499(15) 0.59150(17) 0.0935(9) Uani 1 1 d . . .
C047 C 0.0238(2) 0.37532(16) 0.3680(2) 0.0605(8) Uani 1 1 d . . .
C048 C 0.2864(2) 0.35586(16) 0.4301(2) 0.0647(8) Uani 1 1 d . . .
H048 H 0.3058 0.3258 0.4749 0.078 Uiso 1 1 calc R . .
C049 C 0.1947(2) 0.38138(15) 0.4231(2) 0.0583(7) Uani 1 1 d . . .
C050 C 0.3734(2) 0.5676(2) 0.4356(3) 0.0749(11) Uani 1 1 d . . .
H050 H 0.4248 0.5445 0.4445 0.090 Uiso 1 1 calc R . .
C051 C 0.3478(2) 0.40991(17) 0.4588(2) 0.0692(9) Uani 1 1 d . . .
H05A H 0.4101 0.3976 0.4884 0.083 Uiso 1 1 calc R . .
H05B H 0.3437 0.4358 0.4127 0.083 Uiso 1 1 calc R . .
C052 C 0.2683(3) 0.6444(2) 0.3576(2) 0.0814(11) Uani 1 1 d . . .
C053 C 0.2855(2) 0.32467(17) 0.3523(2) 0.0657(9) Uani 1 1 d . . .
C054 C 0.1153(2) 0.35747(16) 0.3778(2) 0.0649(8) Uani 1 1 d . . .
H054 H 0.1178 0.3236 0.3470 0.078 Uiso 1 1 calc R . .
C055 C -0.0462(3) 0.3374(2) 0.3233(3) 0.0922(14) Uani 1 1 d . . .
H055 H -0.0340 0.3025 0.2998 0.111 Uiso 1 1 calc R . .
C056 C -0.0870(3) 0.4396(2) 0.3887(3) 0.0782(10) Uani 1 1 d . . .
H056 H -0.1006 0.4748 0.4109 0.094 Uiso 1 1 calc R . .
C057 C -0.1340(3) 0.3498(3) 0.3123(3) 0.1138(19) Uani 1 1 d . . .
H057 H -0.1798 0.3232 0.2817 0.137 Uiso 1 1 calc R . .
C058 C 0.2363(5) 0.6882(3) 0.2859(3) 0.132(2) Uani 1 1 d . . .
H05C H 0.1829 0.7086 0.2843 0.198 Uiso 1 1 calc R . .
H05D H 0.2230 0.6663 0.2351 0.198 Uiso 1 1 calc R . .
H05E H 0.2827 0.7176 0.2926 0.198 Uiso 1 1 calc R . .
C059 C 0.0010(2) 0.42734(18) 0.3996(3) 0.0728(10) Uani 1 1 d . . .
H059 H 0.0462 0.4548 0.4289 0.087 Uiso 1 1 calc R . .
C060 C 0.3442(3) 0.6094(2) 0.3729(3) 0.0879(13) Uani 1 1 d . . .
H060 H 0.3766 0.6143 0.3394 0.106 Uiso 1 1 calc R . .
C061 C 0.3130(3) 0.2680(2) 0.3600(3) 0.0959(14) Uani 1 1 d . . .
H06A H 0.3138 0.2471 0.3142 0.115 Uiso 1 1 calc R . .
H06B H 0.3316 0.2487 0.4112 0.115 Uiso 1 1 calc R . .
C062 C -0.1539(3) 0.4001(2) 0.3456(3) 0.0881(13) Uani 1 1 d . . .
H062 H -0.2131 0.4077 0.3391 0.106 Uiso 1 1 calc R . .
C063 C 0.2554(3) 0.3574(2) 0.2733(3) 0.0963(14) Uani 1 1 d . . .
H06C H 0.2375 0.3978 0.2806 0.144 Uiso 1 1 calc R . .
H06D H 0.2051 0.3364 0.2328 0.144 Uiso 1 1 calc R . .
H06E H 0.3040 0.3593 0.2545 0.144 Uiso 1 1 calc R . .
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 0.0016 '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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 S1 O3 120.09(15) . . ?
O4 S1 N2 106.36(15) . . ?
O3 S1 N2 106.62(14) . . ?
O4 S1 C001 108.05(14) . . ?
O3 S1 C001 108.36(14) . . ?
N2 S1 C001 106.61(13) . . ?
O2 S3 O1 120.15(18) . . ?
O2 S3 N1 106.43(16) . . ?
O1 S3 N1 105.83(17) . . ?
O2 S3 C003 108.83(17) . . ?
O1 S3 C003 107.78(18) . . ?
N1 S3 C003 107.13(16) . . ?
C019 N2 C004 109.2(2) . . ?
C019 N2 S1 119.7(2) . . ?
C004 N2 S1 117.6(2) . . ?
C002 C001 C009 119.7(3) . . ?
C002 C001 S1 120.3(2) . . ?
C009 C001 S1 119.9(2) . . ?
C006 C002 C001 119.6(3) . . ?
C022 C003 C010 119.4(4) . . ?
C022 C003 S3 120.6(3) . . ?
C010 C003 S3 119.9(3) . . ?
N2 C004 C005 103.5(2) . . ?
C013 C005 C004 127.7(3) . . ?
C013 C005 C018 124.0(3) . . ?
C004 C005 C018 108.2(3) . . ?
C007 C006 C002 121.6(3) . . ?
C006 C007 C027 118.2(3) . . ?
C006 C007 C034 121.3(3) . . ?
C027 C007 C034 120.5(3) . . ?
C031 C008 C020 117.3(3) . . ?
C031 C008 C013 117.2(3) . . ?
C020 C008 C013 125.5(3) . . ?
C027 C009 C001 119.3(3) . . ?
C011 N1 C012 109.2(3) . . ?
C011 N1 S3 121.3(2) . . ?
C012 N1 S3 117.9(2) . . ?
C025 C010 C003 119.2(3) . . ?
N1 C011 C015 102.0(3) . . ?
N1 C012 C023 103.5(3) . . ?
C005 C013 C008 131.2(3) . . ?
C035 C014 C032 117.6(3) . . ?
C035 C014 C024 125.7(3) . . ?
C032 C014 C024 116.6(4) . . ?
C011 C015 C016 115.8(3) . . ?
C011 C015 C023 101.7(3) . . ?
C016 C015 C023 113.2(3) . . ?
C040 C016 C037 122.8(4) . . ?
C040 C016 C015 112.7(4) . . ?
C037 C016 C015 124.5(4) . . ?
C041 C017 C020 120.3(4) . . ?
C019 C018 C021 116.2(3) . . ?
C019 C018 C005 102.5(3) . . ?
C021 C018 C005 113.7(3) . . ?
N2 C019 C018 103.8(3) . . ?
C017 C020 C008 121.0(3) . . ?
C038 C021 C039 121.3(4) . . ?
C038 C021 C018 116.0(4) . . ?
C039 C021 C018 122.7(4) . . ?
C026 C022 C003 119.1(4) . . ?
C024 C023 C012 127.9(3) . . ?
C024 C023 C015 124.2(4) . . ?
C012 C023 C015 107.4(3) . . ?
C023 C024 C014 130.2(4) . . ?
C028 C025 C010 122.8(4) . . ?
C022 C026 C028 122.6(4) . . ?
C009 C027 C007 121.7(3) . . ?
C025 C028 C026 117.0(4) . . ?
C025 C028 C042 120.8(4) . . ?
C026 C028 C042 122.2(4) . . ?
C036 C029 C032 120.1(4) . . ?
C036 C030 C035 120.9(4) . . ?
C033 C031 C008 120.8(4) . . ?
C029 C032 C014 121.2(4) . . ?
C041 C033 C031 120.7(4) . . ?
C014 C035 C030 120.7(4) . . ?
C030 C036 C029 119.4(4) . . ?
C017 C041 C033 120.0(4) . . ?
O5 S2 O6 120.42(16) . . ?
O5 S2 N3 105.82(16) . . ?
O6 S2 N3 106.13(15) . . ?
O5 S2 C043 108.58(16) . . ?
O6 S2 C043 108.76(18) . . ?
N3 S2 C043 106.24(14) . . ?
C045 C043 C050 119.4(4) . . ?
C045 C043 S2 120.5(3) . . ?
C050 C043 S2 120.1(3) . . ?
C044 N3 C051 109.6(2) . . ?
C044 N3 S2 117.5(2) . . ?
C051 N3 S2 121.0(2) . . ?
N3 C044 C049 103.4(2) . . ?
C046 C045 C043 120.1(3) . . ?
C045 C046 C052 121.1(4) . . ?
C055 C047 C059 116.3(3) . . ?
C055 C047 C054 117.8(3) . . ?
C059 C047 C054 125.9(3) . . ?
C051 C048 C053 115.7(3) . . ?
C051 C048 C049 102.8(3) . . ?
C053 C048 C049 114.8(3) . . ?
C054 C049 C044 127.5(3) . . ?
C054 C049 C048 125.1(3) . . ?
C044 C049 C048 107.4(3) . . ?
C060 C050 C043 119.4(4) . . ?
N3 C051 C048 102.0(3) . . ?
C060 C052 C046 118.0(4) . . ?
C060 C052 C058 120.5(5) . . ?
C046 C052 C058 121.6(5) . . ?
C061 C053 C063 122.4(4) . . ?
C061 C053 C048 116.9(4) . . ?
C063 C053 C048 120.7(3) . . ?
C049 C054 C047 130.9(3) . . ?
C047 C055 C057 121.9(4) . . ?
C062 C056 C059 119.9(4) . . ?
C062 C057 C055 120.4(4) . . ?
C056 C059 C047 121.7(3) . . ?
C050 C060 C052 122.1(4) . . ?
C057 C062 C056 119.7(4) . . ?
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
S1 O4 1.428(2) . ?
S1 O3 1.429(2) . ?
S1 N2 1.630(3) . ?
S1 C001 1.753(3) . ?
S3 O2 1.425(3) . ?
S3 O1 1.432(3) . ?
S3 N1 1.627(3) . ?
S3 C003 1.752(4) . ?
N2 C019 1.471(4) . ?
N2 C004 1.480(4) . ?
C001 C002 1.387(4) . ?
C001 C009 1.391(4) . ?
C002 C006 1.377(5) . ?
C003 C022 1.392(5) . ?
C003 C010 1.392(5) . ?
C004 C005 1.506(4) . ?
C005 C013 1.330(5) . ?
C005 C018 1.538(4) . ?
C006 C007 1.375(5) . ?
C007 C027 1.382(5) . ?
C007 C034 1.525(5) . ?
C008 C031 1.384(5) . ?
C008 C020 1.396(5) . ?
C008 C013 1.470(4) . ?
C009 C027 1.375(5) . ?
N1 C011 1.460(4) . ?
N1 C012 1.474(4) . ?
C010 C025 1.375(6) . ?
C011 C015 1.484(5) . ?
C012 C023 1.475(5) . ?
C014 C035 1.374(5) . ?
C014 C032 1.382(5) . ?
C014 C024 1.473(5) . ?
C015 C016 1.520(5) . ?
C015 C023 1.560(5) . ?
C016 C040 1.320(6) . ?
C016 C037 1.425(6) . ?
C017 C041 1.345(6) . ?
C017 C020 1.388(5) . ?
C018 C019 1.494(5) . ?
C018 C021 1.506(5) . ?
C021 C038 1.332(6) . ?
C021 C039 1.449(6) . ?
C022 C026 1.375(6) . ?
C023 C024 1.328(5) . ?
C025 C028 1.370(6) . ?
C026 C028 1.382(6) . ?
C028 C042 1.518(6) . ?
C029 C036 1.366(7) . ?
C029 C032 1.380(5) . ?
C030 C036 1.351(6) . ?
C030 C035 1.386(5) . ?
C031 C033 1.379(5) . ?
C033 C041 1.370(7) . ?
S2 O5 1.423(2) . ?
S2 O6 1.428(2) . ?
S2 N3 1.632(3) . ?
S2 C043 1.743(4) . ?
C043 C045 1.387(4) . ?
C043 C050 1.391(5) . ?
N3 C044 1.465(4) . ?
N3 C051 1.466(4) . ?
C044 C049 1.505(4) . ?
C045 C046 1.375(5) . ?
C046 C052 1.386(6) . ?
C047 C055 1.374(5) . ?
C047 C059 1.382(5) . ?
C047 C054 1.468(4) . ?
C048 C051 1.501(5) . ?
C048 C053 1.520(5) . ?
C048 C049 1.539(4) . ?
C049 C054 1.322(5) . ?
C050 C060 1.368(6) . ?
C052 C060 1.381(7) . ?
C052 C058 1.505(6) . ?
C053 C061 1.312(5) . ?
C053 C063 1.466(6) . ?
C055 C057 1.376(6) . ?
C056 C062 1.359(6) . ?
C056 C059 1.381(5) . ?
C057 C062 1.347(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139091408
