#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/78/2007811.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_2007811
loop_
_publ_author_name
'Linden, Anthony'
'Mihova, Tonya R.'
'Heimgartner, Heinz'
_publ_section_title
;3-(Dimethylamino)-5,6,7,8,9,10-hexahydro-12,13-dimethoxy-4H-spiro[benzo-1-thia-2,5-diazacyclododecene-4,1'-cyclobutan]-6-one
 1,1-Dioxide Dichloromethane Solvate (1/1) at 173K
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1659
_journal_page_last               1662
_journal_paper_doi               10.1107/S0108270198008476
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C20 H29 N3 O5 S, C H2 Cl2'
_chemical_formula_sum            'C21 H31 Cl2 N3 O5 S'
_chemical_formula_weight         508.46
_chemical_melting_point          250(5)
_chemical_name_systematic
;3-(dimethylamino)-5,6,7,8,9,10-hexahydro-12,13-dimethoxy-4H-spiro[benzo-1-thia-2
,5-diazacyclododecene-4,1'-cyclobutan]-6-one
 1,1-dioxide dichloromethane
solvate (1/1)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.72(2)
_cell_angle_beta                 102.21(2)
_cell_angle_gamma                102.980(10)
_cell_formula_units_Z            2
_cell_length_a                   12.112(2)
_cell_length_b                   13.460(2)
_cell_length_c                   7.946(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173.0(10)
_cell_measurement_theta_max      20.0
_cell_measurement_theta_min      18.5
_cell_volume                     1211.1(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1991)
;
_computing_data_reduction
'TEXSAN PROCESS (Molecular Structure Corporation, 1989)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  SHELXL97
_computing_structure_solution    'SHELXS86 (direct methods) (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.0(10)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku AFC-5R diffractometer'
_diffrn_measurement_method       'ω--2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode generator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0569
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5827
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        insignificant
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.391
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.76
_refine_diff_density_min         -0.76
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment
'H atoms treated by a mixture of independent and constrained refinement'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5565
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1023
_refine_ls_R_factor_gt           0.0565
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0602P)²+1.4198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1608
_reflns_number_gt                3797
_reflns_number_total             5565
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            fg1482.cif
_cod_data_source_block           hg9816
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '244.7-255.1' was changed to '250(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '244.7-255.1' was changed to '250(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2007811
_cod_database_fobs_code          2007811
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cl1 0.12717(10) 0.01949(9) 0.28316(19) 0.0685(4) Uani d . 1 . . Cl
Cl2 0.37380(11) 0.04294(10) 0.43358(16) 0.0707(4) Uani d . 1 . . Cl
C1 0.2668(3) 0.0348(3) 0.2411(4) 0.0390(8) Uani d . 1 . . C
H11 0.2654 -0.0249 0.1524 0.047 Uiso calc R 1 . . H
H12 0.2868 0.0987 0.1928 0.047 Uiso calc R 1 . . H
S1 0.79046(7) 0.50554(6) 0.33109(9) 0.02686(18) Uani d . 1 . . S
O1 0.8555(2) 0.59135(16) 0.4722(3) 0.0327(5) Uani d . 1 . . O
O2 0.68344(19) 0.44420(16) 0.3601(3) 0.0333(5) Uani d . 1 . . O
O6 0.7219(2) 0.1230(2) 0.0889(3) 0.0470(6) Uani d . 1 . . O
O14 0.7678(2) 0.82280(16) 0.0436(3) 0.0393(6) Uani d . 1 . . O
O15 0.6582(2) 0.71356(16) -0.2629(3) 0.0336(5) Uani d . 1 . . O
N2 0.8771(2) 0.4433(2) 0.2718(4) 0.0331(6) Uani d . 1 . . N
N3 0.9599(2) 0.31812(18) 0.1902(3) 0.0258(5) Uani d . 1 . . N
N5 0.7042(2) 0.2421(2) 0.3053(3) 0.0306(6) Uani d D 1 . . N
H5 0.661(3) 0.283(3) 0.331(5) 0.045(11) Uiso d D 1 . . H
C3 0.8901(3) 0.3489(2) 0.2824(4) 0.0250(6) Uani d . 1 . . C
C4 0.8292(3) 0.2808(2) 0.3931(4) 0.0282(6) Uani d . 1 . . C
C6 0.6617(3) 0.1729(2) 0.1515(4) 0.0314(7) Uani d . 1 . . C
C7 0.5354(3) 0.1626(2) 0.0592(5) 0.0381(8) Uani d . 1 . . C
H71 0.4989 0.1979 0.1412 0.046 Uiso calc R 1 . . H
H72 0.4928 0.0881 0.0290 0.046 Uiso calc R 1 . . H
C8 0.5211(4) 0.2080(3) -0.1076(5) 0.0590(12) Uani d D 1 . . C
H81 0.4406 0.1774 -0.1818 0.071 Uiso calc PR 0.743(8) A 1 H
H82 0.5761 0.1892 -0.1744 0.071 Uiso calc PR 0.743(8) A 1 H
H83 0.4475 0.2302 -0.1249 0.071 Uiso calc PR 0.257(8) A 2 H
H84 0.5112 0.1516 -0.2076 0.071 Uiso calc PR 0.257(8) A 2 H
C9 0.5444(3) 0.3279(3) -0.0670(6) 0.0324(11) Uani d PD 0.743(8) A 1 C
H91 0.4895 0.3497 -0.1567 0.039 Uiso calc PR 0.743(8) A 1 H
H92 0.5300 0.3496 0.0487 0.039 Uiso calc PR 0.743(8) A 1 H
C10 0.6701(3) 0.3813(2) -0.0657(5) 0.0264(11) Uani d PD 0.743(8) A 1 C
H101 0.6842 0.3608 -0.1820 0.032 Uiso calc PR 0.743(8) A 1 H
H102 0.7252 0.3587 0.0226 0.032 Uiso calc PR 0.743(8) A 1 H
C9a 0.6195(7) 0.3001(5) -0.1165(14) 0.028(3) Uani d PD 0.257(8) A 2 C
H93 0.6960 0.2935 -0.0514 0.033 Uiso calc PR 0.257(8) A 2 H
H94 0.6218 0.3011 -0.2401 0.033 Uiso calc PR 0.257(8) A 2 H
C10a 0.5957(9) 0.4004(5) -0.0350(19) 0.068(7) Uani d PD 0.257(8) A 2 C
H103 0.5859 0.3948 0.0842 0.081 Uiso calc PR 0.257(8) A 2 H
H104 0.5210 0.4073 -0.1059 0.081 Uiso calc PR 0.257(8) A 2 H
C11 0.6922(4) 0.4993(2) -0.0222(5) 0.0467(9) Uani d D 1 . . C
C12 0.7483(3) 0.5597(2) 0.1419(4) 0.0291(6) Uani d . 1 . . C
C13 0.7764(2) 0.6679(2) 0.1688(4) 0.0253(6) Uani d . 1 . . C
H13 0.8173 0.7078 0.2818 0.030 Uiso calc R 1 . . H
C14 0.7448(3) 0.7174(2) 0.0315(4) 0.0267(6) Uani d . 1 . . C
C15 0.6849(3) 0.6576(2) -0.1356(4) 0.0289(6) Uani d . 1 . . C
C16 0.6604(3) 0.5514(3) -0.1598(4) 0.0430(9) Uani d . 1 . . C
H16 0.6207 0.5116 -0.2733 0.052 Uiso calc R 1 . . H
C17 1.0198(3) 0.3916(2) 0.0974(4) 0.0339(7) Uani d . 1 . . C
H171 0.9617 0.4098 0.0093 0.051 Uiso calc R 1 . . H
H172 1.0705 0.3596 0.0393 0.051 Uiso calc R 1 . . H
H173 1.0673 0.4545 0.1814 0.051 Uiso calc R 1 . . H
C18 0.9922(3) 0.2193(2) 0.1814(4) 0.0336(7) Uani d . 1 . . C
H181 1.0021 0.1973 0.0642 0.050 Uiso calc R 1 . . H
H182 0.9303 0.1665 0.2052 0.050 Uiso calc R 1 . . H
H183 1.0657 0.2281 0.2691 0.050 Uiso calc R 1 . . H
C19 0.8442(3) 0.3375(2) 0.5851(4) 0.0333(7) Uani d . 1 . . C
H191 0.9195 0.3909 0.6343 0.040 Uiso calc R 1 . . H
H192 0.7774 0.3654 0.6016 0.040 Uiso calc R 1 . . H
C20 0.8421(4) 0.2318(3) 0.6452(4) 0.0450(9) Uani d . 1 . . C
H201 0.9013 0.2369 0.7554 0.054 Uiso calc R 1 . . H
H202 0.7636 0.1922 0.6494 0.054 Uiso calc R 1 . . H
C21 0.8787(3) 0.1957(2) 0.4775(4) 0.0346(7) Uani d . 1 . . C
H211 0.8365 0.1237 0.4173 0.042 Uiso calc R 1 . . H
H212 0.9643 0.2069 0.4946 0.042 Uiso calc R 1 . . H
C22 0.8221(4) 0.8860(3) 0.2138(5) 0.0489(10) Uani d . 1 . . C
H221 0.8995 0.8748 0.2570 0.073 Uiso calc R 1 . . H
H222 0.7735 0.8673 0.2947 0.073 Uiso calc R 1 . . H
H223 0.8306 0.9593 0.2063 0.073 Uiso calc R 1 . . H
C23 0.5939(3) 0.6570(3) -0.4349(4) 0.0381(8) Uani d . 1 . . C
H231 0.6375 0.6106 -0.4790 0.057 Uiso calc R 1 . . H
H232 0.5827 0.7058 -0.5139 0.057 Uiso calc R 1 . . H
H233 0.5174 0.6159 -0.4291 0.057 Uiso calc R 1 . . H
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 for Crystallography (1992,
Vol.C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
; International Tables for Crystallography (1992,
Vol.C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
; International Tables for Crystallography (1992,
Vol.C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
; International Tables for Crystallography (1992,
Vol.C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
; International Tables for Crystallography (1992,
Vol.C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
; International Tables for Crystallography (1992,
Vol.C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 -3 1
1 -2 2
2 -4 0
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
Cl2 C1 Cl1 110.95(19) ?
Cl2 C1 H11 109.4 ?
Cl1 C1 H11 109.4 ?
Cl2 C1 H12 109.4 ?
Cl1 C1 H12 109.4 ?
H11 C1 H12 108.0 ?
O1 S1 O2 114.72(13) yes
O1 S1 N2 109.45(15) ?
O2 S1 N2 116.60(13) ?
O1 S1 C12 106.86(13) ?
O2 S1 C12 106.71(14) ?
N2 S1 C12 101.10(14) yes
C14 O14 C22 117.2(2) ?
C15 O15 C23 117.7(2) ?
S1 N2 C3 133.3(2) yes
C3 N3 C17 118.4(2) yes
C3 N3 C18 126.6(2) yes
C18 N3 C17 114.8(2) ?
C6 N5 C4 123.6(3) yes
C6 N5 H5 117(3) ?
C4 N5 H5 115(3) ?
N2 C3 N3 114.9(3) yes
N2 C3 C4 122.5(2) yes
N3 C3 C4 122.6(2) yes
N5 C4 C3 109.0(2) yes
N5 C4 C19 109.4(2) ?
C3 C4 C19 114.0(2) ?
N5 C4 C21 111.8(3) ?
C3 C4 C21 123.9(3) yes
O6 C6 N5 122.5(3) ?
O6 C6 C7 122.0(3) ?
N5 C6 C7 115.5(3) yes
C6 C7 C8 113.9(3) yes
C6 C7 H71 108.8 ?
C8 C7 H71 108.8 ?
C6 C7 H72 108.8 ?
C8 C7 H72 108.8 ?
H71 C7 H72 107.7 ?
C7 C8 C9a 117.6(5) ?
C7 C8 C9 112.0(3) ?
C7 C8 H81 109.2 ?
C9 C8 H81 109.2 ?
C7 C8 H82 109.2 ?
C9 C8 H82 109.2 ?
H81 C8 H82 107.9 ?
C7 C8 H83 107.9 ?
C9a C8 H83 107.9 ?
C7 C8 H84 107.9 ?
C9a C8 H84 107.9 ?
H83 C8 H84 107.2 ?
C10 C9 C8 111.3(3) ?
C10 C9 H91 109.4 ?
C8 C9 H91 109.4 ?
C10 C9 H92 109.4 ?
C8 C9 H92 109.4 ?
H91 C9 H92 108.0 ?
C9 C10 C11 110.5(3) ?
C9 C10 H101 109.5 ?
C11 C10 H101 109.5 ?
C9 C10 H102 109.5 ?
C11 C10 H102 109.5 ?
H101 C10 H102 108.1 ?
C10a C9a C8 108.3(4) ?
C10a C9a H93 110.0 ?
C8 C9a H93 110.0 ?
C10a C9a H94 110.0 ?
C8 C9a H94 110.0 ?
H93 C9a H94 108.4 ?
C9a C10a C11 114.3(5) ?
C9a C10a H103 108.7 ?
C11 C10a H103 108.7 ?
C9a C10a H104 108.7 ?
C11 C10a H104 108.7 ?
H103 C10a H104 107.6 ?
C12 C11 C16 117.3(3) ?
C12 C11 C10 124.3(3) ?
C16 C11 C10 118.3(3) ?
C12 C11 C10a 118.4(6) ?
C16 C11 C10a 110.8(7) ?
C11 C12 C13 121.5(3) ?
C11 C12 S1 122.8(2) ?
C13 C12 S1 115.7(2) ?
C14 C13 C12 120.2(3) ?
C14 C13 H13 119.9 ?
C12 C13 H13 119.9 ?
O14 C14 C13 125.0(3) ?
O14 C14 C15 115.6(3) ?
C13 C14 C15 119.4(3) ?
O15 C15 C16 125.6(3) ?
O15 C15 C14 115.0(3) ?
C16 C15 C14 119.4(3) ?
C15 C16 C11 122.2(3) ?
C15 C16 H16 118.9 ?
C11 C16 H16 118.9 ?
N3 C17 H171 109.5 ?
N3 C17 H172 109.5 ?
H171 C17 H172 109.5 ?
N3 C17 H173 109.5 ?
H171 C17 H173 109.5 ?
H172 C17 H173 109.5 ?
N3 C18 H181 109.5 ?
N3 C18 H182 109.5 ?
H181 C18 H182 109.5 ?
N3 C18 H183 109.5 ?
H181 C18 H183 109.5 ?
H182 C18 H183 109.5 ?
C19 C4 C21 86.6(2) yes
C4 C19 C20 88.4(2) yes
C20 C19 H191 113.9 ?
C4 C19 H191 113.9 ?
C20 C19 H192 113.9 ?
C4 C19 H192 113.9 ?
H191 C19 H192 111.1 ?
C19 C20 C21 87.8(2) yes
C21 C20 H201 114.0 ?
C19 C20 H201 114.0 ?
C21 C20 H202 114.0 ?
C19 C20 H202 114.0 ?
H201 C20 H202 111.2 ?
C4 C21 C20 88.7(2) yes
C20 C21 H211 113.9 ?
C4 C21 H211 113.9 ?
C20 C21 H212 113.9 ?
C4 C21 H212 113.9 ?
H211 C21 H212 111.1 ?
O14 C22 H221 109.5 ?
O14 C22 H222 109.5 ?
H221 C22 H222 109.5 ?
O14 C22 H223 109.5 ?
H221 C22 H223 109.5 ?
H222 C22 H223 109.5 ?
O15 C23 H231 109.5 ?
O15 C23 H232 109.5 ?
H231 C23 H232 109.5 ?
O15 C23 H233 109.5 ?
H231 C23 H233 109.5 ?
H232 C23 H233 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C1 . 1.765(4) ?
Cl2 C1 . 1.757(4) ?
C1 H11 . 0.99 ?
C1 H12 . 0.99 ?
S1 O1 . 1.443(2) ?
S1 O2 . 1.453(2) ?
S1 N2 . 1.588(3) yes
S1 C12 . 1.786(3) yes
O6 C6 . 1.230(4) ?
O14 C14 . 1.369(3) ?
O14 C22 . 1.432(4) ?
O15 C15 . 1.369(3) ?
O15 C23 . 1.434(4) ?
N2 C3 . 1.326(4) yes
N3 C3 . 1.327(4) yes
N3 C17 . 1.466(4) yes
N3 C18 . 1.465(3) yes
N5 C4 . 1.466(4) yes
N5 C6 . 1.356(4) yes
N5 H5 . 0.870(18) ?
C3 C4 . 1.531(4) yes
C6 C7 . 1.517(5) yes
C4 C19 . 1.565(4) yes
C4 C21 . 1.570(4) yes
C7 C8 . 1.526(5) ?
C7 H71 . 0.99 ?
C7 H72 . 0.99 ?
C8 C9a . 1.535(3) ?
C8 C9 . 1.550(3) ?
C8 H81 . 0.99 ?
C8 H82 . 0.99 ?
C8 H83 . 0.99 ?
C8 H84 . 0.99 ?
C9 C10 . 1.528(3) ?
C9 H91 . 0.99 ?
C9 H92 . 0.99 ?
C10 C11 . 1.529(3) ?
C10 H101 . 0.99 ?
C10 H102 . 0.99 ?
C9a C10a . 1.531(3) ?
C9a H93 . 0.99 ?
C9a H94 . 0.99 ?
C10a C11 . 1.537(3) ?
C10a H103 . 0.99 ?
C10a H104 . 0.99 ?
C11 C12 . 1.384(4) ?
C11 C16 . 1.409(5) ?
C12 C13 . 1.395(4) ?
C13 C14 . 1.383(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.407(4) ?
C15 C16 . 1.371(4) ?
C16 H16 . 0.95 ?
C17 H171 . 0.98 ?
C17 H172 . 0.98 ?
C17 H173 . 0.98 ?
C18 H181 . 0.98 ?
C18 H182 . 0.98 ?
C18 H183 . 0.98 ?
C19 C20 . 1.557(4) yes
C19 H191 . 0.99 ?
C19 H192 . 0.99 ?
C20 C21 . 1.544(4) yes
C20 H201 . 0.99 ?
C20 H202 . 0.99 ?
C21 H211 . 0.99 ?
C21 H212 . 0.99 ?
C22 H221 . 0.98 ?
C22 H222 . 0.98 ?
C22 H223 . 0.98 ?
C23 H231 . 0.98 ?
C23 H232 . 0.98 ?
C23 H233 . 0.98 ?
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
N5 H5 O2 . 0.870(18) 2.10(3) 2.773(3) 133(3) yes
C1 H11 O6 2_655 0.99 2.23 3.192(4) 163 yes
C1 H12 O14 2_665 0.99 2.33 3.177(4) 144 yes
C1 H12 O15 2_665 0.99 2.42 3.274(5) 144 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_publ_flag
O1 S1 N2 C3 112.4(3) ?
O2 S1 N2 C3 -19.8(4) ?
C12 S1 N2 C3 -135.0(3) yes
N2 S1 C12 C11 60.3(3) yes
S1 N2 C3 N3 168.8(3) yes
S1 N2 C3 C4 -11.3(5) yes
C18 N3 C3 N2 178.3(3) yes
C17 N3 C3 N2 3.6(4) yes
C18 N3 C3 C4 -1.6(5) ?
C17 N3 C3 C4 -176.2(3) ?
C6 N5 C4 C3 68.1(3) yes
C6 N5 C4 C19 -166.7(3) ?
C6 N5 C4 C21 -72.5(3) ?
N2 C3 C4 N5 73.1(3) yes
N3 C3 C4 N5 -107.0(3) yes
N2 C3 C4 C19 -49.4(4) ?
N3 C3 C4 C19 130.5(3) ?
N2 C3 C4 C21 -152.1(3) ?
N3 C3 C4 C21 27.8(4) yes
C4 N5 C6 O6 13.3(5) ?
C4 N5 C6 C7 -165.4(3) yes
O6 C6 C7 C8 -69.7(4) ?
N5 C6 C7 C8 109.0(3) yes
C6 C7 C8 C9a -29.9(6) ?
C6 C7 C8 C9 -79.2(4) ?
C7 C8 C9 C10 96.2(4) yes
C9a C8 C9 C10 -11.5(6) ?
C8 C9 C10 C11 -179.0(3) yes
C7 C8 C9a C10a -87.1(9) yes
C8 C9a C10a C11 175.7(8) yes
C9 C10 C11 C12 99.8(5) ?
C9 C10 C11 C16 -84.5(5) ?
C9a C10a C11 C12 -120.3(9) ?
C9a C10a C11 C16 100.0(10) ?
C16 C11 C12 C13 -2.4(6) ?
C10 C11 C12 C13 173.3(3) ?
C10a C11 C12 C13 -139.5(6) ?
C16 C11 C12 S1 178.1(3) ?
C10 C11 C12 S1 -6.1(5) ?
C10a C11 C12 S1 41.0(7) ?
O1 S1 C12 C11 174.8(3) ?
O2 S1 C12 C11 -62.1(3) ?
O1 S1 C12 C13 -4.7(3) ?
O2 S1 C12 C13 118.5(2) ?
N2 S1 C12 C13 -119.2(2) ?
C11 C12 C13 C14 2.1(5) ?
S1 C12 C13 C14 -178.4(2) ?
C22 O14 C14 C13 -4.1(5) ?
C22 O14 C14 C15 176.2(3) ?
C12 C13 C14 O14 179.9(3) ?
C12 C13 C14 C15 -0.4(4) ?
C23 O15 C15 C16 3.4(5) ?
C23 O15 C15 C14 -178.1(3) ?
O14 C14 C15 O15 0.2(4) ?
C13 C14 C15 O15 -179.6(3) ?
O14 C14 C15 C16 178.8(3) ?
C13 C14 C15 C16 -1.0(5) ?
O15 C15 C16 C11 179.1(3) ?
C14 C15 C16 C11 0.7(6) ?
C12 C11 C16 C15 1.0(6) ?
C10 C11 C16 C15 -175.0(3) ?
C10a C11 C16 C15 141.2(5) ?
N5 C4 C19 C20 90.3(3) ?
C3 C4 C19 C20 -147.4(3) ?
C21 C4 C19 C20 -21.6(3) ?
C4 C19 C20 C21 22.0(3) ?
C19 C20 C21 C4 -21.9(3) ?
N5 C4 C21 C20 -87.8(3) ?
C3 C4 C21 C20 138.5(3) ?
C19 C4 C21 C20 21.8(3) ?
