#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/58/2005824.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_2005824
loop_
_publ_author_name
'Hempel, A.'
'Camerman, N.'
'Grierson, J.'
'Mastropaolo, D.'
'Camerman, A.'
_publ_section_title
;
 Stereochemistry of Chiral Sulfoxides used for the Synthesis of
 Antitumor Antibiotic Analogues of Sparsomycin
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              3207
_journal_page_last               3210
_journal_paper_doi               10.1107/S0108270196009948
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C18 H27 N O2 S'
_chemical_formula_sum            'C18 H27 N O2 S'
_chemical_formula_weight         321.47
_chemical_melting_point          370
_chemical_name_systematic
;
[(S)-(4,5-dihydro-2-phenyl-4-oxazolyl)methyl]-(S)-sulfinyloctane
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 96.320(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.1880(10)
_cell_length_b                   38.076(7)
_cell_length_c                   9.0490(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      20
_cell_volume                     1776.7(5)
_computing_cell_refinement       'Siemens P3 software'
_computing_data_collection       'Siemens P3 software'
_computing_data_reduction        'Siemens P3 software'
_computing_molecular_graphics    'ZORTEP (Zsolnai, 1995)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measurement_device       'Siemens R3m/V 4-circle-diffractometer'
_diffrn_measurement_method       2θ/θ
_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  0.0774
_diffrn_reflns_av_sigmaI/netI    0.2043
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3543
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.50
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.306
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.947
_refine_ls_goodness_of_fit_obs   1.007
_refine_ls_hydrogen_treatment    'hydrogen atoms riding on parent atoms'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         3180
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.949
_refine_ls_restrained_S_obs      1.007
_refine_ls_R_factor_all          0.1846
_refine_ls_R_factor_obs          0.0781
_refine_ls_shift/esd_max         -0.118
_refine_ls_shift/esd_mean        0.025
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[s²(Fo²)+( 0.1097P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2351
_refine_ls_wR_factor_obs         0.1656
_reflns_number_observed          1577
_reflns_number_total             3181
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            sx1014.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[s^2^(Fo^2^)+(
0.1097P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[s^2^(Fo^2^)+( 0.1097P)^2^] where
P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2005824
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_occupancy
_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_type_symbol
C1 1 0.365(4) 0.2898(4) 0.194(2) 0.070(6) Uani d . C
H1 1 0.436(4) 0.2713(4) 0.252(2) 0.050(6) Uiso calc R H
C2 1 0.479(4) 0.3217(4) 0.207(2) 0.082(7) Uani d . C
H2 1 0.633(4) 0.3246(4) 0.269(2) 0.050(6) Uiso calc R H
C3 1 0.369(3) 0.3500(4) 0.128(2) 0.041(4) Uani d . C
H3 1 0.441(3) 0.3723(4) 0.140(2) 0.050(6) Uiso calc R H
C4 1 0.161(3) 0.3444(4) 0.035(2) 0.060(5) Uani d . C
H4 1 0.092(3) 0.3627(4) -0.024(2) 0.050(6) Uiso calc R H
C5 1 0.040(3) 0.3118(4) 0.023(2) 0.075(6) Uani d . C
H5 1 -0.116(3) 0.3089(4) -0.037(2) 0.050(6) Uiso calc R H
C6 1 0.150(3) 0.2843(3) 0.099(1) 0.033(3) Uani d . C
C7 1 0.032(3) 0.2491(4) 0.089(1) 0.031(3) Uani d . C
O8 1 -0.202(2) 0.2473(3) 0.003(1) 0.061(3) Uani d . O
C9 1 -0.287(3) 0.2112(3) 0.003(2) 0.036(3) Uani d . C
H9A 1 -0.308(3) 0.2017(3) -0.097(2) 0.050(6) Uiso calc R H
H9B 1 -0.450(3) 0.2091(3) 0.046(2) 0.050(6) Uiso calc R H
C10 1 -0.064(2) 0.1925(3) 0.101(2) 0.028(3) Uani d . C
H10 1 -0.131(2) 0.1833(3) 0.191(2) 0.050(6) Uiso calc R H
N11 1 0.118(2) 0.2206(3) 0.144(1) 0.028(3) Uani d . N
C12 1 0.058(3) 0.1623(3) 0.019(1) 0.029(3) Uani d . C
H12A 1 0.127(3) 0.1713(3) -0.069(1) 0.050(6) Uiso calc R H
H12B 1 -0.073(3) 0.1448(3) -0.012(1) 0.050(6) Uiso calc R H
S13 1 0.3131(6) 0.1425(1) 0.1406(3) 0.024(1) Uani d . S
O14 1 0.187(2) 0.1295(2) 0.2722(9) 0.041(2) Uani d . O
C15 1 0.377(2) 0.1051(3) 0.030(1) 0.021(3) Uani d . C
H15A 1 0.217(2) 0.0924(3) 0.000(1) 0.050(6) Uiso calc R H
H15B 1 0.450(2) 0.1125(3) -0.059(1) 0.050(6) Uiso calc R H
C16 1 0.567(3) 0.0818(3) 0.124(1) 0.026(3) Uani d . C
H16A 1 0.487(3) 0.0738(3) 0.210(1) 0.050(6) Uiso calc R H
H16B 1 0.719(3) 0.0954(3) 0.159(1) 0.050(6) Uiso calc R H
C17 1 0.650(3) 0.0497(3) 0.038(2) 0.030(3) Uani d . C
H17A 1 0.726(3) 0.0575(3) -0.050(2) 0.050(6) Uiso calc R H
H17B 1 0.499(3) 0.0356(3) 0.005(2) 0.050(6) Uiso calc R H
C18 1 0.847(3) 0.0271(4) 0.132(2) 0.034(3) Uani d . C
H18A 1 0.993(3) 0.0416(4) 0.168(2) 0.050(6) Uiso calc R H
H18B 1 0.768(3) 0.0187(4) 0.218(2) 0.050(6) Uiso calc R H
C19 1 0.946(3) -0.0046(3) 0.051(2) 0.035(4) Uani d . C
H19A 1 0.798(3) -0.0191(3) 0.015(2) 0.050(6) Uiso calc R H
H19B 1 1.023(3) 0.0039(3) -0.035(2) 0.050(6) Uiso calc R H
C20 1 1.140(3) -0.0271(3) 0.143(2) 0.034(3) Uani d . C
H20A 1 1.068(3) -0.0334(3) 0.233(2) 0.050(6) Uiso calc R H
H20B 1 1.293(3) -0.0130(3) 0.171(2) 0.050(6) Uiso calc R H
C21 1 1.224(3) -0.0607(4) 0.070(2) 0.057(5) Uani d . C
H21A 1 1.071(3) -0.0742(4) 0.036(2) 0.050(6) Uiso calc R H
H21B 1 1.310(3) -0.0545(4) -0.016(2) 0.050(6) Uiso calc R H
C22 1 1.400(4) -0.0832(4) 0.169(2) 0.071(6) Uani d . C
H22A 1 1.468(13) -0.1015(14) 0.112(2) 0.05(2) Uiso calc R H
H22B 1 1.306(5) -0.0933(17) 0.244(6) 0.05(2) Uiso calc R H
H22C 1 1.541(9) -0.0693(6) 0.216(7) 0.05(2) Uiso calc R H
C1' 1 0.225(3) 0.2571(4) -0.288(2) 0.056(5) Uani d . C
H1' 1 0.248(3) 0.2373(4) -0.228(2) 0.050(6) Uiso calc R H
C2' 1 0.393(4) 0.2846(4) -0.265(2) 0.067(6) Uani d . C
H2' 1 0.535(4) 0.2829(4) -0.193(2) 0.050(6) Uiso calc R H
C3' 1 0.354(3) 0.3147(4) -0.348(2) 0.051(4) Uani d . C
H3' 1 0.463(3) 0.3340(4) -0.330(2) 0.050(6) Uiso calc R H
C4' 1 0.154(4) 0.3154(5) -0.455(3) 0.086(7) Uani d . C
H4' 1 0.124(4) 0.3357(5) -0.512(3) 0.050(6) Uiso calc R H
C5' 1 -0.007(3) 0.2870(4) -0.483(2) 0.074(6) Uani d . C
H5' 1 -0.140(3) 0.2878(4) -0.561(2) 0.050(6) Uiso calc R H
C6' 1 0.027(2) 0.2581(4) -0.397(1) 0.030(3) Uani d . C
C7' 1 -0.149(3) 0.2269(3) -0.425(1) 0.028(3) Uani d . C
O8' 1 -0.340(2) 0.2308(3) -0.538(1) 0.052(3) Uani d . O
C9' 1 -0.489(2) 0.1983(3) -0.5420(1) 0.031(3) Uani d . C
H9'1 1 -0.494(2) 0.1871(3) -0.639(1) 0.050(6) Uiso calc R H
H9'2 1 -0.6654(2) 0.2028(3) -0.521(1) 0.050(6) Uiso calc R H
C10' 1 -0.345(3) 0.1755(3) -0.421(1) 0.029(3) Uani d . C
H10' 1 -0.459(3) 0.1691(3) -0.346(1) 0.050(6) Uiso calc R H
N11' 1 -0.131(2) 0.1985(3) -0.355(1) 0.030(3) Uani d . N
C12' 1 -0.227(3) 0.1422(3) -0.484(1) 0.032(3) Uani d . C
H12C 1 -0.121(3) 0.1488(3) -0.562(1) 0.050(6) Uiso calc R H
H12D 1 -0.365(3) 0.1271(3) -0.528(1) 0.050(6) Uiso calc R H
S13' 1 -0.033(1) 0.1188(1) -0.3424(3) 0.027(1) Uani d . S
O14' 1 -0.212(2) 0.1068(2) -0.2334(9) 0.036(2) Uani d . O
C15' 1 0.037(3) 0.0818(3) -0.454(1) 0.031(3) Uani d . C
H15C 1 -0.123(3) 0.0698(3) -0.489(1) 0.050(6) Uiso calc R H
H15D 1 0.117(3) 0.0897(3) -0.540(1) 0.050(6) Uiso calc R H
C16' 1 0.219(3) 0.0565(4) -0.362(2) 0.036(4) Uani d . C
H16C 1 0.368(3) 0.0696(4) -0.317(2) 0.050(6) Uiso calc R H
H16D 1 0.130(3) 0.0471(4) -0.282(2) 0.050(6) Uiso calc R H
C17' 1 0.314(3) 0.0262(3) -0.450(1) 0.031(3) Uani d . C
H17C 1 0.393(3) 0.0356(3) -0.534(1) 0.050(6) Uiso calc R H
H17D 1 0.166(3) 0.0122(3) -0.489(1) 0.050(6) Uiso calc R H
C18' 1 0.507(3) 0.0028(3) -0.362(1) 0.030(3) Uani d . C
H18C 1 0.424(3) -0.0078(3) -0.282(1) 0.050(6) Uiso calc R H
H18D 1 0.649(3) 0.0171(3) -0.317(1) 0.050(6) Uiso calc R H
C19' 1 0.617(3) -0.0263(3) -0.452(2) 0.037(3) Uani d . C
H19C 1 0.476(3) -0.0412(3) -0.494(2) 0.050(6) Uiso calc R H
H19D 1 0.695(3) -0.0158(3) -0.534(2) 0.050(6) Uiso calc R H
C20' 1 0.821(3) -0.0493(4) -0.362(2) 0.037(4) Uani d . C
H20C 1 0.964(3) -0.0345(4) -0.322(2) 0.050(6) Uiso calc R H
H20D 1 0.744(3) -0.0595(4) -0.279(2) 0.050(6) Uiso calc R H
C21' 1 0.927(3) -0.0783(4) -0.449(2) 0.044(4) Uani d . C
H21C 1 0.785(3) -0.0939(4) -0.485(2) 0.050(6) Uiso calc R H
H21D 1 0.994(3) -0.0682(4) -0.536(2) 0.050(6) Uiso calc R H
C22' 1 1.136(3) -0.0993(4) -0.365(2) 0.047(4) Uani d . C
H22D 1 1.215(10) -0.1143(15) -0.432(2) 0.05(2) Uiso calc R H
H22E 1 1.063(4) -0.1133(16) -0.291(6) 0.05(2) Uiso calc R H
H22F 1 1.265(8) -0.0837(4) -0.316(7) 0.05(2) Uiso calc R 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 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
C6 C1 C2 121.3(16)
C6 C1 H1 119.4(9)
C2 C1 H1 119.3(11)
C1 C2 C3 120.3(17)
C1 C2 H2 119.9(11)
C3 C2 H2 119.9(10)
C4 C3 C2 118.0(15)
C4 C3 H3 121.0(9)
C2 C3 H3 121.0(9)
C3 C4 C5 121.9(16)
C3 C4 H4 119.0(9)
C5 C4 H4 119.1(10)
C6 C5 C4 119.4(16)
C6 C5 H5 120.3(9)
C4 C5 H5 120.3(10)
C1 C6 C5 118.8(15)
C1 C6 C7 119.5(12)
C5 C6 C7 121.6(13)
N11 C7 O8 115.7(12)
N11 C7 C6 129.4(13)
O8 C7 C6 114.8(11)
C7 O8 C9 107.5(10)
O8 C9 C10 103.1(10)
O8 C9 H9A 111.1(8)
C10 C9 H9A 111.2(7)
O8 C9 H9B 111.1(7)
C10 C9 H9B 111.1(7)
H9A C9 H9B 109.1
N11 C10 C12 112.9(10)
N11 C10 C9 103.7(9)
C12 C10 C9 112.6(11)
N11 C10 H10 109.2(7)
C12 C10 H10 109.1(6)
C9 C10 H10 109.1(7)
C7 N11 C10 110.0(11)
C10 C12 S13 109.4(8)
C10 C12 H12A 109.8(6)
S13 C12 H12A 109.8(4)
C10 C12 H12B 109.8(6)
S13 C12 H12B 109.8(4)
H12A C12 H12B 108.2
O14 S13 C15 107.5(5)
O14 S13 C12 105.5(6)
C15 S13 C12 99.2(5)
C16 C15 S13 107.5(7)
C16 C15 H15A 110.2(6)
S13 C15 H15A 110.2(4)
C16 C15 H15B 110.2(6)
S13 C15 H15B 110.2(4)
H15A C15 H15B 108.5
C15 C16 C17 112.6(9)
C15 C16 H16A 109.1(6)
C17 C16 H16A 109.0(7)
C15 C16 H16B 109.1(6)
C17 C16 H16B 109.1(7)
H16A C16 H16B 107.8
C16 C17 C18 112.1(10)
C16 C17 H17A 109.2(7)
C18 C17 H17A 109.2(8)
C16 C17 H17B 109.2(7)
C18 C17 H17B 109.2(7)
H17A C17 H17B 107.9
C19 C18 C17 114.7(11)
C19 C18 H18A 108.6(8)
C17 C18 H18A 108.6(7)
C19 C18 H18B 108.6(7)
C17 C18 H18B 108.6(8)
H18A C18 H18B 107.6
C20 C19 C18 115.4(11)
C20 C19 H19A 108.5(8)
C18 C19 H19A 108.4(8)
C20 C19 H19B 108.4(8)
C18 C19 H19B 108.4(7)
H19A C19 H19B 107.5
C19 C20 C21 116.9(12)
C19 C20 H20A 108.1(8)
C21 C20 H20A 108.1(9)
C19 C20 H20B 108.1(8)
C21 C20 H20B 108.1(9)
H20A C20 H20B 107.3
C22 C21 C20 114.5(13)
C22 C21 H21A 108.7(10)
C20 C21 H21A 108.6(9)
C22 C21 H21B 108.6(10)
C20 C21 H21B 108.6(9)
H21A C21 H21B 107.6
C21 C22 H22A 109.5(9)
C21 C22 H22B 109.4(11)
H22A C22 H22B 109.5
C21 C22 H22C 109.5(10)
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C6' C1' C2' 120.9(15)
C6' C1' H1' 119.6(9)
C2' C1' H1' 119.6(10)
C3' C2' C1' 120.5(16)
C3' C2' H2' 119.8(10)
C1' C2' H2' 119.8(10)
C4' C3' C2' 117.9(15)
C4' C3' H3' 121.0(10)
C2' C3' H3' 121.1(10)
C3' C4' C5' 121.7(16)
C3' C4' H4' 119.2(10)
C5' C4' H4' 119.1(10)
C6' C5' C4' 119.8(16)
C6' C5' H5' 120.0(9)
C4' C5' H5' 120.1(10)
C5' C6' C1' 119.1(14)
C5' C6' C7' 120.9(12)
C1' C6' C7' 120.0(13)
N11' C7' O8' 119.1(12)
N11' C7' C6' 126.0(12)
O8' C7' C6' 114.8(11)
C7' O8' C9' 105.5(9)
O8' C9' C10' 104.4(9)
O8' C9' H9'1 110.8(7)
C10' C9' H9'1 110.8(7)
O8' C9' H9'2 110.9(7)
C10' C9' H9'2 110.9(7)
H9'1 C9' H9'2 108.9
N11' C10' C12' 108.9(10)
N11' C10' C9' 103.7(9)
C12' C10' C9' 112.7(10)
N11' C10' H10' 110.5(7)
C12' C10' H10' 110.5(7)
C9' C10' H10' 110.4(7)
C7' N11' C10' 107.1(10)
C10' C12' S13' 111.1(8)
C10' C12' H12C 109.4(7)
S13' C12' H12C 109.4(4)
C10' C12' H12D 109.4(7)
S13' C12' H12D 109.4(4)
H12C C12' H12D 108.0
O14' S13' C12' 106.6(6)
O14' S13' C15' 108.0(6)
C12' S13' C15' 96.9(6)
C16' C15' S13' 109.7(9)
C16' C15' H15C 109.7(7)
S13' C15' H15C 109.7(5)
C16' C15' H15D 109.7(7)
S13' C15' H15D 109.7(4)
H15C C15' H15D 108.2
C17' C16' C15' 114.1(11)
C17' C16' H16C 108.7(8)
C15' C16' H16C 108.7(7)
C17' C16' H16D 108.8(8)
C15' C16' H16D 108.7(7)
H16C C16' H16D 107.7
C16' C17' C18' 114.1(10)
C16' C17' H17C 108.7(8)
C18' C17' H17C 108.7(7)
C16' C17' H17D 108.7(8)
C18' C17' H17D 108.7(7)
H17C C17' H17D 107.6
C17' C18' C19' 114.5(10)
C17' C18' H18C 108.6(7)
C19' C18' H18C 108.6(7)
C17' C18' H18D 108.6(7)
C19' C18' H18D 108.6(7)
H18C C18' H18D 107.6
C20' C19' C18' 114.1(11)
C20' C19' H19C 108.7(7)
C18' C19' H19C 108.7(7)
C20' C19' H19D 108.7(8)
C18' C19' H19D 108.7(7)
H19C C19' H19D 107.6
C21' C20' C19' 114.2(11)
C21' C20' H20C 108.7(8)
C19' C20' H20C 108.7(7)
C21' C20' H20D 108.7(7)
C19' C20' H20D 108.7(8)
H20C C20' H20D 107.6
C22' C21' C20' 114.3(13)
C22' C21' H21C 108.7(8)
C20' C21' H21C 108.7(8)
C22' C21' H21D 108.7(8)
C20' C21' H21D 108.7(7)
H21C C21' H21D 107.6
C21' C22' H22D 109.5(8)
C21' C22' H22E 109.5(8)
H22D C22' H22E 109.5
C21' C22' H22F 109.4(8)
H22D C22' H22F 109.5
H22E C22' H22F 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.34(2)
C1 C2 1.35(2)
C1 H1 0.93
C2 C3 1.38(2)
C2 H2 0.93
C3 C4 1.31(2)
C3 H3 0.93
C4 C5 1.39(2)
C4 H4 0.93
C5 C6 1.34(2)
C5 H5 0.93
C6 C7 1.47(2)
C7 N11 1.26(2)
C7 O8 1.369(15)
O8 C9 1.441(15)
C9 C10 1.55(2)
C9 H9A 0.97
C9 H9B 0.97
C10 N11 1.45(2)
C10 C12 1.54(2)
C10 H10 0.98
C12 S13 1.788(13)
C12 H12A 0.97
C12 H12B 0.97
S13 O14 1.505(9)
S13 C15 1.794(11)
C15 C16 1.52(2)
C15 H15A 0.97
C15 H15B 0.97
C16 C17 1.54(2)
C16 H16A 0.97
C16 H16B 0.97
C17 C18 1.52(2)
C17 H17A 0.97
C17 H17B 0.97
C18 C19 1.53(2)
C18 H18A 0.97
C18 H18B 0.97
C19 C20 1.50(2)
C19 H19A 0.97
C19 H19B 0.97
C20 C21 1.52(2)
C20 H20A 0.97
C20 H20B 0.97
C21 C22 1.48(2)
C21 H21A 0.97
C21 H21B 0.97
C22 H22A 0.96
C22 H22B 0.96
C22 H22C 0.96
C1' C6' 1.35(2)
C1' C2' 1.37(2)
C1' H1' 0.93
C2' C3' 1.37(2)
C2' H2' 0.93
C3' C4' 1.34(2)
C3' H3' 0.93
C4' C5' 1.37(2)
C4' H4' 0.93
C5' C6' 1.35(2)
C5' H5' 0.93
C6' C7' 1.50(2)
C7' N11' 1.250(15)
C7' O8' 1.354(15)
O8' C9' 1.455(15)
C9' C10' 1.53(2)
C9' H9'1 0.97
C9' H9'2 0.97
C10' N11' 1.49(2)
C10' C12' 1.54(2)
C10' H10' 0.98
C12' S13' 1.778(12)
C12' H12C 0.97
C12' H12D 0.97
S13' O14' 1.497(9)
S13' C15' 1.795(13)
C15' C16' 1.53(2)
C15' H15C 0.97
C15' H15D 0.97
C16' C17' 1.52(2)
C16' H16C 0.97
C16' H16D 0.97
C17' C18' 1.50(2)
C17' H17C 0.97
C17' H17D 0.97
C18' C19' 1.52(2)
C18' H18C 0.97
C18' H18D 0.97
C19' C20' 1.54(2)
C19' H19C 0.97
C19' H19D 0.97
C20' C21' 1.50(2)
C20' H20C 0.97
C20' H20D 0.97
C21' C22' 1.49(2)
C21' H21C 0.97
C21' H21D 0.97
C22' H22D 0.96
C22' H22E 0.96
C22' H22F 0.96
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186588
