#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/56/4025635.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_4025635
loop_
_publ_author_name
'Nobuko Watanabe'
'Yusuke Sano'
'Haruna Suzuki'
'Masatoshi Tanimura'
'Hisako K. Ijuin'
'Masakatsu Matsumoto'
_publ_contact_author_email       matsumo-chem@kanagawa-u.ac.jp
_publ_contact_author_fax         81(463)589684
_publ_contact_author_name        'Professor Masakatsu Matsumoto'
_publ_contact_author_phone       81(463)594111
_publ_section_title
;
 Synthesis of Thermally Stable Acylamino-Substituted Bicyclic Dioxetanes
 and Their Base-Induced Chemiluminescent Decomposition
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5920
_journal_page_last               5926
_journal_paper_doi               10.1021/jo101114b
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C28 H34 N2 O5 S,0.5(C6H6) '
_chemical_formula_sum            'C31 H37 N2 O5 S'
_chemical_formula_weight         549.70
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2010-03-04
_audit_creation_method           'by CrystalStructure 3.6.0'
_cell_angle_alpha                112.20(4)
_cell_angle_beta                 93.93(3)
_cell_angle_gamma                91.20(1)
_cell_formula_units_Z            2
_cell_length_a                   10.961(6)
_cell_length_b                   11.645(11)
_cell_length_c                   12.217(13)
_cell_measurement_reflns_used    6211
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     1439(2)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.9563
_diffrn_measured_fraction_theta_max 0.9563
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15595
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             586.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.26
_refine_ls_extinction_coef       63.5(57)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6330
_refine_ls_R_factor_gt           0.0660
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0039Fo² + 1.0000σ(Fo²)]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2130
_reflns_number_gt                4597
_reflns_number_total             6330
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo101114b_si_001.cif
_cod_data_source_block           '__4'
_cod_original_cell_volume        1438.5(22)
_cod_original_formula_sum        'C31 H37 N2 O5 S '
_cod_database_code               4025635
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
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
S(1) S 0.02898(8) 1.29972(8) 0.90084(8) 0.0368(2) Uani 0.70 1 d P . .
S(2) S 0.0169(2) 1.1834(2) 0.5905(2) 0.0398(6) Uani 0.30 1 d P . .
O(1) O 0.1539(2) 1.0190(2) 0.5510(2) 0.0408(7) Uani 0.70 1 d P . .
O(2) O 0.2003(5) 1.1915(5) 0.9519(4) 0.0321(13) Uani 0.30 1 d P . .
O(3) O 0.5039(1) 0.8635(2) 0.86565(13) 0.0329(4) Uani 1.00 1 d . . .
O(4) O 0.6334(1) 0.8472(2) 0.83245(13) 0.0328(4) Uani 1.00 1 d . . .
O(5) O 0.3240(2) 0.5511(1) 0.6279(2) 0.0389(4) Uani 1.00 1 d . . .
O(6) O 0.2495(1) 0.7344(1) 0.7444(1) 0.0334(4) Uani 1.00 1 d . . .
N(1) N 0.0252(3) 1.2012(3) 0.6721(3) 0.0320(7) Uani 0.70 1 d P . .
N(2) N 0.4302(2) 0.7349(2) 0.6656(2) 0.0294(5) Uani 1.00 1 d . . .
N(3) N 0.0355(6) 1.2669(6) 0.8192(7) 0.038(2) Uani 0.30 1 d P . .
C(1) C -0.0756(3) 1.3438(3) 0.8119(3) 0.0508(8) Uani 1.00 1 d . . .
C(2) C -0.1632(4) 1.4299(3) 0.8579(3) 0.0662(10) Uani 1.00 1 d . . .
C(3) C -0.2409(3) 1.4561(3) 0.7783(4) 0.0753(12) Uani 1.00 1 d . . .
C(4) C -0.2352(3) 1.3973(3) 0.6575(4) 0.0670(11) Uani 1.00 1 d . . .
C(5) C -0.1522(3) 1.3128(3) 0.6135(3) 0.0614(10) Uani 1.00 1 d . . .
C(6) C -0.0716(2) 1.2866(2) 0.6905(3) 0.0482(7) Uani 1.00 1 d . . .
C(7) C 0.0819(2) 1.1961(2) 0.7592(3) 0.0456(7) Uani 1.00 1 d . . .
C(8) C 0.1798(2) 1.1126(2) 0.7580(2) 0.0391(6) Uani 1.00 1 d . . .
C(9) C 0.2396(2) 1.1141(2) 0.8638(2) 0.0384(6) Uani 1.00 1 d . . .
C(10) C 0.3320(2) 1.0348(2) 0.8617(2) 0.0345(6) Uani 1.00 1 d . . .
C(11) C 0.3660(2) 0.9503(2) 0.7532(2) 0.0296(5) Uani 1.00 1 d . . .
C(12) C 0.3059(2) 0.9460(2) 0.6478(2) 0.0326(6) Uani 1.00 1 d . . .
C(13) C 0.2133(2) 1.0262(2) 0.6492(2) 0.0361(6) Uani 1.00 1 d . . .
C(14) C 0.4650(2) 0.8607(2) 0.7480(2) 0.0283(5) Uani 1.00 1 d . . .
C(15) C 0.6026(2) 0.8804(2) 0.7276(2) 0.0295(5) Uani 1.00 1 d . . .
C(16) C 0.6311(2) 0.7660(2) 0.6155(2) 0.0300(5) Uani 1.00 1 d . . .
C(17) C 0.5374(2) 0.6657(2) 0.6188(2) 0.0341(6) Uani 1.00 1 d . . .
C(18) C 0.7592(2) 0.7174(2) 0.6224(2) 0.0396(6) Uani 1.00 1 d . . .
C(19) C 0.6081(2) 0.7838(2) 0.4979(2) 0.0394(6) Uani 1.00 1 d . . .
C(20) C 0.6607(2) 1.0139(2) 0.7533(2) 0.0319(6) Uani 1.00 1 d . . .
C(21) C 0.6454(2) 1.1009(2) 0.8822(2) 0.0378(6) Uani 1.00 1 d . . .
C(22) C 0.6046(2) 1.0746(2) 0.6706(2) 0.0385(6) Uani 1.00 1 d . . .
C(23) C 0.7989(2) 1.0073(2) 0.7409(2) 0.0407(6) Uani 1.00 1 d . . .
C(24) C 0.3317(2) 0.6642(2) 0.6772(2) 0.0296(5) Uani 1.00 1 d . . .
C(25) C 0.1339(2) 0.6778(2) 0.7637(2) 0.0353(6) Uani 1.00 1 d . . .
C(26) C 0.0709(2) 0.7925(3) 0.8381(2) 0.0457(7) Uani 1.00 1 d . . .
C(27) C 0.0606(2) 0.6083(3) 0.6469(2) 0.0468(7) Uani 1.00 1 d . . .
C(28) C 0.1621(3) 0.5948(3) 0.8320(3) 0.0506(8) Uani 1.00 1 d . . .
C(29) C 0.5039(3) 1.6028(3) 0.9685(3) 0.0579(9) Uani 1.00 1 d . . .
C(30) C 0.4596(3) 1.4887(3) 0.8869(3) 0.0566(9) Uani 1.00 1 d . . .
C(31) C 0.4564(3) 1.3857(3) 0.9190(3) 0.0581(9) Uani 1.00 1 d . . .
H(1) H -0.1621 1.4584 0.9276 0.078 Uiso 1.00 1 c R . .
H(2) H -0.2997 1.5176 0.8053 0.095 Uiso 1.00 1 c R . .
H(3) H -0.2901 1.4208 0.6030 0.088 Uiso 1.00 1 c R . .
H(4) H -0.1411 1.2844 0.5284 0.075 Uiso 1.00 1 c R . .
H(5) H 0.3700 1.0342 0.9354 0.042 Uiso 1.00 1 c R . .
H(6) H 0.3291 0.8900 0.5762 0.038 Uiso 1.00 1 c R . .
H(7) H 0.5734 0.6317 0.6792 0.041 Uiso 1.00 1 c R . .
H(8) H 0.5172 0.6020 0.5322 0.041 Uiso 1.00 1 c R . .
H(9) H 0.6714 0.8462 0.4886 0.047 Uiso 1.00 1 c R . .
H(10) H 0.5228 0.8073 0.4882 0.047 Uiso 1.00 1 c R . .
H(11) H 0.6141 0.6991 0.4275 0.047 Uiso 1.00 1 c R . .
H(12) H 0.7791 0.7146 0.7030 0.047 Uiso 1.00 1 c R . .
H(13) H 0.7482 0.6317 0.5641 0.047 Uiso 1.00 1 c R . .
H(14) H 0.8258 0.7784 0.6004 0.047 Uiso 1.00 1 c R . .
H(15) H 0.8322 1.0890 0.7725 0.048 Uiso 1.00 1 c R . .
H(16) H 0.8299 0.9598 0.7843 0.048 Uiso 1.00 1 c R . .
H(17) H 0.8282 0.9699 0.6597 0.048 Uiso 1.00 1 c R . .
H(18) H 0.5550 1.1085 0.9014 0.044 Uiso 1.00 1 c R . .
H(19) H 0.6848 1.1754 0.8778 0.044 Uiso 1.00 1 c R . .
H(20) H 0.6852 1.0710 0.9420 0.044 Uiso 1.00 1 c R . .
H(21) H 0.5232 1.0840 0.6802 0.048 Uiso 1.00 1 c R . .
H(22) H 0.6096 1.0220 0.5870 0.048 Uiso 1.00 1 c R . .
H(23) H 0.6500 1.1589 0.6919 0.048 Uiso 1.00 1 c R . .
H(24) H 0.2166 0.6333 0.8971 0.065 Uiso 1.00 1 c R . .
H(25) H 0.0869 0.5709 0.8515 0.065 Uiso 1.00 1 c R . .
H(26) H 0.1981 0.5144 0.7742 0.065 Uiso 1.00 1 c R . .
H(27) H -0.0141 0.5764 0.6674 0.054 Uiso 1.00 1 c R . .
H(28) H 0.0488 0.6647 0.6028 0.054 Uiso 1.00 1 c R . .
H(29) H 0.1056 0.5369 0.5928 0.054 Uiso 1.00 1 c R . .
H(30) H 0.1218 0.8403 0.9091 0.053 Uiso 1.00 1 c R . .
H(31) H -0.0067 0.7646 0.8573 0.053 Uiso 1.00 1 c R . .
H(32) H 0.0546 0.8496 0.7830 0.053 Uiso 1.00 1 c R . .
H(33) H 0.4293 1.3099 0.8554 0.067 Uiso 1.00 1 c R . .
H(34) H 0.4251 1.4697 0.8040 0.071 Uiso 1.00 1 c R . .
H(35) H 0.5011 1.6769 0.9387 0.074 Uiso 1.00 1 c R . .
H(36) H 0.0973 1.0844 0.5642 0.049 Uiso 0.70 1 c R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.125 0.123
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
S(1) N(3) N(1) 171.4(7) ? . . .
S(1) N(3) C(1) 85.6(5) ? . . .
C(1) S(1) N(3) 62.1(5) ? . . .
S(1) N(3) C(7) 136(1) ? . . .
C(7) S(1) N(3) 22.8(5) ? . . .
S(1) C(1) N(3) 32.2(3) ? . . .
S(1) C(1) C(2) 122.9(3) ? . . .
S(1) C(1) C(6) 117.3(2) ? . . .
C(7) S(1) C(1) 84.5(1) ? . . .
S(1) C(7) S(2) 126.5(2) ? . . .
S(1) C(7) N(1) 114.2(2) ? . . .
S(1) C(7) N(3) 20.3(5) ? . . .
S(1) C(7) C(8) 120.1(2) ? . . .
S(2) N(1) N(3) 166.4(4) ? . . .
S(2) N(1) C(6) 90.6(3) ? . . .
C(6) S(2) N(1) 56.5(2) ? . . .
S(2) N(1) C(7) 150.7(3) ? . . .
C(7) S(2) N(1) 16.6(2) ? . . .
S(2) C(6) N(1) 32.8(2) ? . . .
S(2) C(6) C(1) 138.7(3) ? . . .
C(7) S(2) C(6) 72.8(2) ? . . .
S(2) C(6) C(5) 99.8(2) ? . . .
S(2) C(7) N(1) 12.7(2) ? . . .
S(2) C(7) N(3) 106.4(5) ? . . .
S(2) C(7) C(8) 113.5(2) ? . . .
O(1) C(13) C(8) 119.5(2) ? . . .
O(1) C(13) C(12) 120.4(2) ? . . .
O(2) C(9) C(8) 112.4(3) ? . . .
O(2) C(9) C(10) 126.9(4) ? . . .
C(14) O(3) O(4) 89.9(1) ? . . .
O(3) O(4) C(15) 90.9(1) ? . . .
O(3) C(14) C(11) 111.6(2) ? . . .
O(3) C(14) N(2) 111.2(2) ? . . .
O(3) C(14) C(15) 89.4(2) ? . . .
O(4) C(15) C(14) 86.0(2) ? . . .
O(4) C(15) C(16) 106.7(2) ? . . .
O(4) C(15) C(20) 108.8(2) ? . . .
O(5) C(24) O(6) 125.9(2) ? . . .
O(5) C(24) N(2) 121.9(2) ? . . .
O(6) C(24) N(2) 112.2(2) ? . . .
C(25) O(6) C(24) 121.0(2) ? . . .
O(6) C(25) C(27) 110.5(2) ? . . .
O(6) C(25) C(28) 110.2(2) ? . . .
O(6) C(25) C(26) 101.0(2) ? . . .
N(1) N(3) C(1) 89.4(5) ? . . .
C(6) N(1) N(3) 79.2(3) ? . . .
N(1) N(3) C(7) 46.9(4) ? . . .
C(7) N(1) N(3) 38.8(3) ? . . .
N(1) C(6) C(1) 106.2(3) ? . . .
C(7) N(1) C(6) 117.9(3) ? . . .
N(1) C(6) C(5) 132.3(3) ? . . .
N(1) C(7) N(3) 94.3(5) ? . . .
N(1) C(7) C(8) 125.7(3) ? . . .
N(2) C(14) C(11) 112.7(2) ? . . .
N(2) C(14) C(15) 104.3(2) ? . . .
C(17) N(2) C(14) 111.5(2) ? . . .
C(24) N(2) C(14) 124.0(2) ? . . .
N(2) C(17) C(16) 104.3(2) ? . . .
C(24) N(2) C(17) 115.4(2) ? . . .
N(3) C(1) C(2) 155.0(4) ? . . .
N(3) C(1) C(6) 85.2(4) ? . . .
C(7) N(3) C(1) 136.1(7) ? . . .
N(3) C(7) C(8) 140.0(6) ? . . .
C(6) C(1) C(2) 119.8(3) ? . . .
C(1) C(2) C(3) 117.3(3) ? . . .
C(1) C(6) C(5) 121.5(3) ? . . .
C(2) C(3) C(4) 121.8(3) ? . . .
C(3) C(4) C(5) 120.8(4) ? . . .
C(4) C(5) C(6) 118.9(3) ? . . .
C(7) C(8) C(9) 121.2(2) ? . . .
C(7) C(8) C(13) 119.9(3) ? . . .
C(13) C(8) C(9) 118.8(2) ? . . .
C(8) C(9) C(10) 120.8(2) ? . . .
C(8) C(13) C(12) 120.0(2) ? . . .
C(9) C(10) C(11) 120.1(2) ? . . .
C(10) C(11) C(12) 119.8(2) ? . . .
C(10) C(11) C(14) 121.3(2) ? . . .
C(11) C(12) C(13) 120.4(2) ? . . .
C(14) C(11) C(12) 118.8(2) ? . . .
C(11) C(14) C(15) 125.4(2) ? . . .
C(14) C(15) C(16) 106.2(2) ? . . .
C(14) C(15) C(20) 121.2(2) ? . . .
C(15) C(16) C(17) 101.4(2) ? . . .
C(20) C(15) C(16) 121.3(2) ? . . .
C(15) C(16) C(18) 114.6(2) ? . . .
C(15) C(16) C(19) 114.5(2) ? . . .
C(15) C(20) C(21) 110.3(2) ? . . .
C(15) C(20) C(23) 109.9(2) ? . . .
C(15) C(20) C(22) 113.5(2) ? . . .
C(18) C(16) C(17) 107.3(2) ? . . .
C(19) C(16) C(17) 109.1(2) ? . . .
C(19) C(16) C(18) 109.2(2) ? . . .
C(23) C(20) C(21) 106.4(2) ? . . .
C(22) C(20) C(21) 108.0(2) ? . . .
C(23) C(20) C(22) 108.4(2) ? . . .
C(27) C(25) C(26) 111.3(2) ? . . .
C(28) C(25) C(26) 111.3(2) ? . . .
C(28) C(25) C(27) 112.0(2) ? . . .
C(29) C(30) C(31) 119.9(3) ? . . .
H(36) S(2) N(1) 93.3911 ? . . .
H(36) S(2) C(6) 148.8745 ? . . .
H(36) S(2) C(7) 77.9303 ? . . .
S(2) H(36) O(1) 176.7519 ? . . .
H(36) O(1) C(13) 111.6291 ? . . .
N(2) C(17) H(7) 108.4124 ? . . .
N(2) C(17) H(8) 111.2534 ? . . .
C(1) C(2) H(1) 115.2898 ? . . .
H(1) C(2) C(3) 127.4471 ? . . .
C(2) C(3) H(2) 120.6104 ? . . .
H(2) C(3) C(4) 117.6135 ? . . .
C(3) C(4) H(3) 119.5895 ? . . .
C(4) C(5) H(4) 118.1422 ? . . .
H(3) C(4) C(5) 119.5363 ? . . .
H(4) C(5) C(6) 121.8656 ? . . .
C(9) C(10) H(5) 119.8350 ? . . .
H(5) C(10) C(11) 119.9846 ? . . .
C(11) C(12) H(6) 119.3525 ? . . .
H(6) C(12) C(13) 120.2143 ? . . .
C(16) C(17) H(7) 107.2183 ? . . .
C(16) C(17) H(8) 108.0136 ? . . .
C(16) C(18) H(12) 109.9167 ? . . .
C(16) C(18) H(14) 107.9242 ? . . .
C(16) C(18) H(13) 101.9085 ? . . .
C(16) C(19) H(10) 110.4714 ? . . .
C(16) C(19) H(11) 109.4690 ? . . .
C(16) C(19) H(9) 112.6157 ? . . .
H(8) C(17) H(7) 116.8310 ? . . .
H(14) C(18) H(12) 113.1989 ? . . .
H(13) C(18) H(12) 108.2470 ? . . .
H(14) C(18) H(13) 115.0046 ? . . .
H(10) C(19) H(9) 111.8433 ? . . .
H(11) C(19) H(9) 107.5394 ? . . .
H(11) C(19) H(10) 104.5201 ? . . .
C(20) C(21) H(18) 112.7321 ? . . .
C(20) C(21) H(20) 112.9673 ? . . .
C(20) C(21) H(19) 96.5276 ? . . .
C(20) C(22) H(21) 109.8247 ? . . .
C(20) C(22) H(22) 111.6777 ? . . .
C(20) C(22) H(23) 107.7505 ? . . .
C(20) C(23) H(16) 107.0014 ? . . .
C(20) C(23) H(15) 107.0700 ? . . .
C(20) C(23) H(17) 118.7132 ? . . .
H(20) C(21) H(18) 104.0961 ? . . .
H(19) C(21) H(18) 115.3482 ? . . .
H(20) C(21) H(19) 115.5443 ? . . .
H(22) C(22) H(21) 105.6367 ? . . .
H(23) C(22) H(21) 110.7723 ? . . .
H(23) C(22) H(22) 111.2033 ? . . .
H(16) C(23) H(15) 111.8923 ? . . .
H(17) C(23) H(15) 105.2874 ? . . .
H(17) C(23) H(16) 106.9642 ? . . .
C(25) C(26) H(30) 110.7207 ? . . .
C(25) C(26) H(31) 107.3383 ? . . .
C(25) C(26) H(32) 107.3325 ? . . .
C(25) C(27) H(28) 109.2651 ? . . .
C(25) C(27) H(29) 112.1473 ? . . .
C(25) C(27) H(27) 105.3469 ? . . .
C(25) C(28) H(24) 111.8864 ? . . .
C(25) C(28) H(26) 107.6148 ? . . .
C(25) C(28) H(25) 106.9170 ? . . .
H(31) C(26) H(30) 111.1356 ? . . .
H(32) C(26) H(30) 109.4462 ? . . .
H(32) C(26) H(31) 110.7840 ? . . .
H(28) C(27) H(27) 116.0398 ? . . .
H(29) C(27) H(27) 109.5014 ? . . .
H(29) C(27) H(28) 104.7094 ? . . .
H(26) C(28) H(24) 110.1295 ? . . .
H(25) C(28) H(24) 113.1886 ? . . .
H(26) C(28) H(25) 106.8102 ? . . .
C(29) C(30) H(34) 126.8925 ? . . .
H(35) C(29) C(30) 115.7172 ? . . .
C(30) C(31) H(33) 113.9272 ? . . .
H(34) C(30) C(31) 113.1455 ? . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S(1) N(3) 0.932(8) ? . .
S(1) C(1) 1.741(4) ? . .
S(1) C(7) 1.838(3) ? . .
S(2) N(1) 0.935(4) ? . .
S(2) C(6) 1.725(3) ? . .
S(2) C(7) 2.083(4) ? . .
O(1) C(13) 1.299(4) ? . .
O(2) C(9) 1.227(5) ? . .
O(3) O(4) 1.500(2) ? . .
O(3) C(14) 1.459(3) ? . .
O(4) C(15) 1.492(3) ? . .
O(5) C(24) 1.222(3) ? . .
O(6) C(24) 1.334(3) ? . .
O(6) C(25) 1.490(3) ? . .
N(1) N(3) 1.661(9) ? . .
N(1) C(6) 1.440(4) ? . .
N(1) C(7) 1.217(5) ? . .
N(2) C(14) 1.455(2) ? . .
N(2) C(17) 1.462(3) ? . .
N(2) C(24) 1.391(3) ? . .
N(3) C(1) 1.544(8) ? . .
N(3) C(7) 1.044(7) ? . .
C(1) C(2) 1.390(5) ? . .
C(1) C(6) 1.382(4) ? . .
C(2) C(3) 1.373(6) ? . .
C(3) C(4) 1.380(6) ? . .
C(4) C(5) 1.337(5) ? . .
C(5) C(6) 1.369(5) ? . .
C(7) C(8) 1.460(4) ? . .
C(8) C(9) 1.402(4) ? . .
C(8) C(13) 1.410(3) ? . .
C(9) C(10) 1.380(4) ? . .
C(10) C(11) 1.400(3) ? . .
C(11) C(12) 1.388(3) ? . .
C(11) C(14) 1.509(3) ? . .
C(12) C(13) 1.390(3) ? . .
C(14) C(15) 1.572(3) ? . .
C(15) C(16) 1.564(3) ? . .
C(15) C(20) 1.575(3) ? . .
C(16) C(17) 1.553(3) ? . .
C(16) C(18) 1.534(3) ? . .
C(16) C(19) 1.533(4) ? . .
C(20) C(21) 1.541(3) ? . .
C(20) C(22) 1.540(4) ? . .
C(20) C(23) 1.533(3) ? . .
C(25) C(26) 1.515(3) ? . .
C(25) C(27) 1.510(3) ? . .
C(25) C(28) 1.520(5) ? . .
C(29) C(30) 1.379(4) ? . .
C(30) C(31) 1.397(5) ? . .
S(2) H(36) 1.4182 ? . .
O(1) H(36) 0.9651 ? . .
C(2) H(1) 0.7875 ? . .
C(3) H(2) 0.9532 ? . .
C(4) H(3) 0.9846 ? . .
C(5) H(4) 0.9820 ? . .
C(10) H(5) 0.9681 ? . .
C(12) H(6) 0.9276 ? . .
C(17) H(7) 1.0222 ? . .
C(17) H(8) 1.0422 ? . .
C(18) H(12) 1.0059 ? . .
C(18) H(13) 0.9820 ? . .
C(18) H(14) 1.1224 ? . .
C(19) H(9) 1.0366 ? . .
C(19) H(10) 0.9920 ? . .
C(19) H(11) 1.0420 ? . .
C(21) H(18) 1.0315 ? . .
C(21) H(19) 0.9825 ? . .
C(21) H(20) 0.9996 ? . .
C(22) H(21) 0.9111 ? . .
C(22) H(22) 0.9787 ? . .
C(22) H(23) 1.0229 ? . .
C(23) H(15) 0.9353 ? . .
C(23) H(16) 0.9527 ? . .
C(23) H(17) 0.9998 ? . .
C(26) H(30) 0.9635 ? . .
C(26) H(31) 0.9781 ? . .
C(26) H(32) 1.1196 ? . .
C(27) H(27) 0.9783 ? . .
C(27) H(28) 0.9996 ? . .
C(27) H(29) 1.0093 ? . .
C(28) H(24) 0.9189 ? . .
C(28) H(25) 0.9384 ? . .
C(28) H(26) 1.0418 ? . .
C(29) H(35) 1.0566 ? . .
C(30) H(34) 0.9953 ? . .
C(31) H(33) 0.9540 ? . .
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C(1) S(1) N(3) C(7) -167(1) ? . . . .
C(7) S(1) N(3) C(1) 167(1) ? . . . .
N(3) S(1) C(1) C(2) -176.5(3) ? . . . .
N(3) S(1) C(1) C(6) 5.3(2) ? . . . .
C(7) S(1) C(1) N(3) -4.9(5) ? . . . .
C(7) S(1) C(1) C(2) 178.6(3) ? . . . .
C(7) S(1) C(1) C(6) 0.5(2) ? . . . .
N(3) S(1) C(7) S(2) -8.4(2) ? . . . .
N(3) S(1) C(7) N(1) -12.0(2) ? . . . .
N(3) S(1) C(7) C(8) 171.1(4) ? . . . .
C(1) S(1) C(7) S(2) 2.8(2) ? . . . .
C(1) S(1) C(7) N(1) -0.9(2) ? . . . .
C(1) S(1) C(7) N(3) 11(1) ? . . . .
C(1) S(1) C(7) C(8) -177.8(2) ? . . . .
C(6) S(2) N(1) N(3) -40(1) ? . . . .
C(6) S(2) N(1) C(7) -167.2(8) ? . . . .
C(7) S(2) N(1) N(3) 126(2) ? . . . .
C(7) S(2) N(1) C(6) 167.2(8) ? . . . .
N(1) S(2) C(6) C(1) 9.3(4) ? . . . .
N(1) S(2) C(6) C(5) -173.8(3) ? . . . .
C(7) S(2) C(6) N(1) -3.8(2) ? . . . .
C(7) S(2) C(6) C(1) 5.5(4) ? . . . .
C(7) S(2) C(6) C(5) -177.6(2) ? . . . .
N(1) S(2) C(7) S(1) -15.3(6) ? . . . .
N(1) S(2) C(7) N(3) -18.3(7) ? . . . .
N(1) S(2) C(7) C(8) 165.2(7) ? . . . .
C(6) S(2) C(7) S(1) -4.1(2) ? . . . .
C(6) S(2) C(7) N(1) 11.2(7) ? . . . .
C(6) S(2) C(7) N(3) -7.1(5) ? . . . .
C(6) S(2) C(7) C(8) 176.4(2) ? . . . .
C(14) O(3) O(4) C(15) 15.3(1) ? . . . .
O(4) O(3) C(14) N(2) 90.6(2) ? . . . .
O(4) O(3) C(14) C(11) -142.7(2) ? . . . .
O(4) O(3) C(14) C(15) -14.5(1) ? . . . .
O(3) O(4) C(15) C(14) -14.2(1) ? . . . .
O(3) O(4) C(15) C(16) -120.0(2) ? . . . .
O(3) O(4) C(15) C(20) 107.5(2) ? . . . .
C(25) O(6) C(24) O(5) -1.5(4) ? . . . .
C(25) O(6) C(24) N(2) 177.2(2) ? . . . .
C(24) O(6) C(25) C(26) -177.2(2) ? . . . .
C(24) O(6) C(25) C(27) -59.4(3) ? . . . .
C(24) O(6) C(25) C(28) 65.0(2) ? . . . .
S(2) N(1) N(3) C(1) 44(1) ? . . . .
S(2) N(1) N(3) C(7) -140(1) ? . . . .
C(6) N(1) N(3) C(1) 2.3(3) ? . . . .
C(6) N(1) N(3) C(7) 177.2(5) ? . . . .
C(7) N(1) N(3) C(1) -175.0(7) ? . . . .
S(2) N(1) C(6) C(1) -173.6(3) ? . . . .
S(2) N(1) C(6) C(5) 8.3(5) ? . . . .
N(3) N(1) C(6) S(2) 171.0(3) ? . . . .
N(3) N(1) C(6) C(1) -2.6(2) ? . . . .
N(3) N(1) C(6) C(5) 179.3(4) ? . . . .
C(7) N(1) C(6) S(2) 172.9(5) ? . . . .
C(7) N(1) C(6) C(1) -0.7(4) ? . . . .
C(7) N(1) C(6) C(5) -178.8(4) ? . . . .
S(2) N(1) C(7) S(1) 166.6(7) ? . . . .
S(2) N(1) C(7) N(3) 162.4(8) ? . . . .
S(2) N(1) C(7) C(8) -16.7(9) ? . . . .
N(3) N(1) C(7) S(1) 4.1(2) ? . . . .
N(3) N(1) C(7) S(2) -162.4(7) ? . . . .
N(3) N(1) C(7) C(8) -179.1(5) ? . . . .
C(6) N(1) C(7) S(1) 1.1(4) ? . . . .
C(6) N(1) C(7) S(2) -165.5(9) ? . . . .
C(6) N(1) C(7) N(3) -3.1(6) ? . . . .
C(6) N(1) C(7) C(8) 177.8(3) ? . . . .
C(17) N(2) C(14) O(3) -81.1(2) ? . . . .
C(17) N(2) C(14) C(11) 152.8(2) ? . . . .
C(17) N(2) C(14) C(15) 13.9(3) ? . . . .
C(24) N(2) C(14) O(3) 64.3(3) ? . . . .
C(24) N(2) C(14) C(11) -61.8(3) ? . . . .
C(24) N(2) C(14) C(15) 159.2(2) ? . . . .
C(14) N(2) C(17) C(16) -31.5(3) ? . . . .
C(24) N(2) C(17) C(16) 180.0(2) ? . . . .
C(14) N(2) C(24) O(5) -159.8(2) ? . . . .
C(14) N(2) C(24) O(6) 21.5(3) ? . . . .
C(17) N(2) C(24) O(5) -15.7(3) ? . . . .
C(17) N(2) C(24) O(6) 165.6(2) ? . . . .
S(1) N(3) C(1) C(2) 6(1) ? . . . .
S(1) N(3) C(1) C(6) -175.3(7) ? . . . .
N(1) N(3) C(1) S(1) 172.9(8) ? . . . .
N(1) N(3) C(1) C(2) 179.8(7) ? . . . .
N(1) N(3) C(1) C(6) -2.3(4) ? . . . .
C(7) N(3) C(1) S(1) 167(1) ? . . . .
C(7) N(3) C(1) C(2) 174.5(9) ? . . . .
C(7) N(3) C(1) C(6) -7(1) ? . . . .
S(1) N(3) C(7) S(2) 173(1) ? . . . .
S(1) N(3) C(7) N(1) 169(1) ? . . . .
S(1) N(3) C(7) C(8) -12(1) ? . . . .
N(1) N(3) C(7) S(1) -169(1) ? . . . .
N(1) N(3) C(7) S(2) 4.0(4) ? . . . .
N(1) N(3) C(7) C(8) 178.9(9) ? . . . .
C(1) N(3) C(7) S(1) -161(2) ? . . . .
C(1) N(3) C(7) S(2) 11(1) ? . . . .
C(1) N(3) C(7) N(1) 7(1) ? . . . .
C(1) N(3) C(7) C(8) -173.8(6) ? . . . .
S(1) C(1) C(2) C(3) -179.6(3) ? . . . .
N(3) C(1) C(2) C(3) 176.0(6) ? . . . .
C(6) C(1) C(2) C(3) -1.5(5) ? . . . .
S(1) C(1) C(6) S(2) -5.3(5) ? . . . .
S(1) C(1) C(6) N(1) -0.0(3) ? . . . .
S(1) C(1) C(6) C(5) 178.3(3) ? . . . .
N(3) C(1) C(6) S(2) -2.4(4) ? . . . .
N(3) C(1) C(6) N(1) 2.8(3) ? . . . .
N(3) C(1) C(6) C(5) -178.9(3) ? . . . .
C(2) C(1) C(6) S(2) 176.5(3) ? . . . .
C(2) C(1) C(6) N(1) -178.2(3) ? . . . .
C(2) C(1) C(6) C(5) 0.1(4) ? . . . .
C(1) C(2) C(3) C(4) 1.8(6) ? . . . .
C(2) C(3) C(4) C(5) -0.7(6) ? . . . .
C(3) C(4) C(5) C(6) -0.8(6) ? . . . .
C(4) C(5) C(6) S(2) -176.5(3) ? . . . .
C(4) C(5) C(6) N(1) 178.9(3) ? . . . .
C(4) C(5) C(6) C(1) 1.1(5) ? . . . .
S(1) C(7) C(8) C(9) -3.4(4) ? . . . .
S(1) C(7) C(8) C(13) 174.8(2) ? . . . .
S(2) C(7) C(8) C(9) 176.1(2) ? . . . .
S(2) C(7) C(8) C(13) -5.7(3) ? . . . .
N(1) C(7) C(8) C(9) -180.0(2) ? . . . .
N(1) C(7) C(8) C(13) -1.8(5) ? . . . .
N(3) C(7) C(8) C(9) 1.4(6) ? . . . .
N(3) C(7) C(8) C(13) 179.6(4) ? . . . .
C(7) C(8) C(9) O(2) -0.3(5) ? . . . .
C(7) C(8) C(9) C(10) -180.0(2) ? . . . .
C(13) C(8) C(9) O(2) -178.5(4) ? . . . .
C(13) C(8) C(9) C(10) 1.8(4) ? . . . .
C(7) C(8) C(13) O(1) -2.2(4) ? . . . .
C(7) C(8) C(13) C(12) -179.6(2) ? . . . .
C(9) C(8) C(13) O(1) 176.1(3) ? . . . .
C(9) C(8) C(13) C(12) -1.3(4) ? . . . .
O(2) C(9) C(10) C(11) 179.5(3) ? . . . .
C(8) C(9) C(10) C(11) -0.9(4) ? . . . .
C(9) C(10) C(11) C(12) -0.5(4) ? . . . .
C(9) C(10) C(11) C(14) -178.8(2) ? . . . .
C(10) C(11) C(12) C(13) 0.9(4) ? . . . .
C(14) C(11) C(12) C(13) 179.3(2) ? . . . .
C(10) C(11) C(14) O(3) 7.9(3) ? . . . .
C(10) C(11) C(14) N(2) 133.8(2) ? . . . .
C(10) C(11) C(14) C(15) -97.5(3) ? . . . .
C(12) C(11) C(14) O(3) -170.4(2) ? . . . .
C(12) C(11) C(14) N(2) -44.5(3) ? . . . .
C(12) C(11) C(14) C(15) 84.2(3) ? . . . .
C(11) C(12) C(13) O(1) -177.4(3) ? . . . .
C(11) C(12) C(13) C(8) -0.0(3) ? . . . .
O(3) C(14) C(15) O(4) 14.6(1) ? . . . .
O(3) C(14) C(15) C(16) 120.9(2) ? . . . .
O(3) C(14) C(15) C(20) -95.1(2) ? . . . .
N(2) C(14) C(15) O(4) -97.2(2) ? . . . .
N(2) C(14) C(15) C(16) 9.1(3) ? . . . .
N(2) C(14) C(15) C(20) 153.2(2) ? . . . .
C(11) C(14) C(15) O(4) 130.9(2) ? . . . .
C(11) C(14) C(15) C(16) -122.9(2) ? . . . .
C(11) C(14) C(15) C(20) 21.2(3) ? . . . .
O(4) C(15) C(16) C(17) 64.2(2) ? . . . .
O(4) C(15) C(16) C(18) -51.1(3) ? . . . .
O(4) C(15) C(16) C(19) -178.5(2) ? . . . .
C(14) C(15) C(16) C(17) -26.5(2) ? . . . .
C(14) C(15) C(16) C(18) -141.8(2) ? . . . .
C(14) C(15) C(16) C(19) 90.8(2) ? . . . .
C(20) C(15) C(16) C(17) -170.6(2) ? . . . .
C(20) C(15) C(16) C(18) 74.2(3) ? . . . .
C(20) C(15) C(16) C(19) -53.2(3) ? . . . .
O(4) C(15) C(20) C(21) -41.1(2) ? . . . .
O(4) C(15) C(20) C(22) -162.5(2) ? . . . .
O(4) C(15) C(20) C(23) 75.9(2) ? . . . .
C(14) C(15) C(20) C(21) 55.8(3) ? . . . .
C(14) C(15) C(20) C(22) -65.6(3) ? . . . .
C(14) C(15) C(20) C(23) 172.8(2) ? . . . .
C(16) C(15) C(20) C(21) -165.4(2) ? . . . .
C(16) C(15) C(20) C(22) 73.2(3) ? . . . .
C(16) C(15) C(20) C(23) -48.4(3) ? . . . .
C(15) C(16) C(17) N(2) 34.5(2) ? . . . .
C(18) C(16) C(17) N(2) 155.0(2) ? . . . .
C(19) C(16) C(17) N(2) -86.7(2) ? . . . .
