 
data_A24253O_002
 
_audit_creation_method            'SHELXL-2019/3'
_shelx_SHELXL_version_number      '2019/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C25 H34 N2 O5 S'
_chemical_formula_sum
 'C25 H34 N2 O5 S' 
_chemical_formula_weight          474.60

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'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    6.3005(3)
_cell_length_b                    9.6133(5)
_cell_length_c                    21.9526(12)
_cell_angle_alpha                 78.8922(17)
_cell_angle_beta                  86.2453(16)
_cell_angle_gamma                 72.9680(14)
_cell_volume                      1247.45(11)
_cell_formula_units_Z             2
_cell_measurement_temperature     203(2)
_cell_measurement_reflns_used     9938
_cell_measurement_theta_min       2.60
_cell_measurement_theta_max       25.45
 
_exptl_crystal_description        'plate'
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.264          
_exptl_crystal_F_000              508
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.097
_exptl_crystal_size_mid           0.072
_exptl_crystal_size_min           0.022
_exptl_absorpt_coefficient_mu     0.167
_shelx_estimated_absorpt_T_min    0.984
_shelx_estimated_absorpt_T_max    0.996
_exptl_absorpt_correction_type    MULTI-SCAN
_exptl_absorpt_correction_T_min   0.7043
_exptl_absorpt_correction_T_max   0.7452
_exptl_absorpt_process_details    SADABS
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       203(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'Ius 3.0 microfocus source'
_diffrn_measurement_device_type   'PHOTON II CPAD detector'
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             32789
_diffrn_reflns_av_unetI/netI      0.0462
_diffrn_reflns_av_R_equivalents   0.0848
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -26
_diffrn_reflns_limit_l_max        26
_diffrn_reflns_theta_min          2.598
_diffrn_reflns_theta_max          25.500
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.995
_diffrn_measured_fraction_theta_full  0.997
_diffrn_reflns_Laue_measured_fraction_max    0.995
_diffrn_reflns_Laue_measured_fraction_full   0.997
_diffrn_reflns_point_group_measured_fraction_max   0.995
_diffrn_reflns_point_group_measured_fraction_full  0.997
_reflns_number_total              4637
_reflns_number_gt                 3363
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'Bruker APEX5 software' 
_computing_cell_refinement        'Bruker APEX5 software' 
_computing_data_reduction         'Bruker APEX5 software' 
_computing_structure_solution     'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement   'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics     ORTEP
_computing_publication_material   CIFTAB
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0232P)²+0.4181P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          4637
_refine_ls_number_parameters      359
_refine_ls_number_restraints      174
_refine_ls_R_factor_all           0.0823
_refine_ls_R_factor_gt            0.0517
_refine_ls_wR_factor_ref          0.0997
_refine_ls_wR_factor_gt           0.0887
_refine_ls_goodness_of_fit_ref    1.133
_refine_ls_restrained_S_all       1.117
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C -0.2062(5) 0.9692(4) 0.14963(14) 0.0777(9) Uani 1 1 d . . . . .
H1A H -0.240083 0.996054 0.105228 0.116 Uiso 1 1 calc R U . . .
H1B H -0.253256 1.058265 0.168368 0.116 Uiso 1 1 calc R U . . .
H1C H -0.285529 0.898620 0.169800 0.116 Uiso 1 1 calc R U . . .
O2 O 0.0247(3) 0.9040(2) 0.15757(8) 0.0571(4) Uani 1 1 d . . . . .
C3 C 0.1009(4) 0.8627(2) 0.21759(10) 0.0428(5) Uani 1 1 d . . . . .
C4 C 0.3263(4) 0.7912(3) 0.22505(11) 0.0457(5) Uani 1 1 d . . . . .
H4 H 0.418006 0.775130 0.189479 0.055 Uiso 1 1 calc R U . . .
C5 C 0.4186(4) 0.7433(2) 0.28313(11) 0.0415(5) Uani 1 1 d . . . . .
H5 H 0.573245 0.695164 0.287203 0.050 Uiso 1 1 calc R U . . .
C6 C 0.2874(3) 0.7647(2) 0.33617(10) 0.0348(5) Uani 1 1 d . . . . .
C7 C 0.0628(3) 0.8401(2) 0.32815(10) 0.0388(5) Uani 1 1 d . . . . .
H7 H -0.028494 0.859250 0.363534 0.047 Uiso 1 1 calc R U . . .
C8 C -0.0298(4) 0.8877(2) 0.26975(10) 0.0430(5) Uani 1 1 d . . . . .
H8 H -0.183774 0.937762 0.265400 0.052 Uiso 1 1 calc R U . . .
N9 N 0.3774(3) 0.70556(19) 0.39528(8) 0.0377(4) Uani 1 1 d . . . . .
C10 C 0.6094(3) 0.6916(3) 0.40902(11) 0.0428(5) Uani 1 1 d . . . . .
H10A H 0.670011 0.766963 0.382493 0.051 Uiso 1 1 calc R U . . .
H10B H 0.711124 0.590869 0.409741 0.051 Uiso 1 1 calc R U . . .
C11 C 0.5345(3) 0.7264(3) 0.47344(11) 0.0449(5) Uani 1 1 d . . . . .
H11A H 0.580808 0.809004 0.483675 0.054 Uiso 1 1 calc R U . . .
H11B H 0.571856 0.638924 0.507275 0.054 Uiso 1 1 calc R U . . .
C12 C 0.2926(3) 0.7710(2) 0.45094(10) 0.0355(5) Uani 1 1 d . . . . .
H12 H 0.231969 0.880978 0.439728 0.043 Uiso 1 1 calc R U . . .
C13 C 0.1272(3) 0.7043(2) 0.48939(10) 0.0403(5) Uani 1 1 d . . . . .
H13A H 0.195757 0.596356 0.501312 0.048 Uiso 1 1 calc R U . . .
H13B H -0.003052 0.719539 0.463390 0.048 Uiso 1 1 calc R U . . .
C14 C 0.0479(3) 0.7672(3) 0.54762(10) 0.0466(6) Uani 1 1 d . . . . .
H14A H -0.009250 0.876308 0.536795 0.056 Uiso 1 1 calc R U . . .
H14B H -0.075034 0.728699 0.566892 0.056 Uiso 1 1 calc R U . . .
O15 O 0.2285(2) 0.72690(16) 0.59161(7) 0.0437(4) Uani 1 1 d . . . . .
O16 O 0.2590(3) 0.95930(18) 0.57231(8) 0.0536(4) Uani 1 1 d . . . . .
C17 C 0.3195(3) 0.8325(3) 0.59902(10) 0.0405(5) Uani 1 1 d . . . . .
C18 C 0.5048(3) 0.7734(2) 0.64424(10) 0.0369(5) Uani 1 1 d . . . . .
C19 C 0.5856(4) 0.8735(2) 0.66633(10) 0.0424(5) Uani 1 1 d . . . . .
H19 H 0.524838 0.976591 0.651771 0.051 Uiso 1 1 calc R U . . .
C20 C 0.7545(4) 0.8242(2) 0.70954(11) 0.0437(5) Uani 1 1 d . . . . .
H20 H 0.808584 0.892915 0.725059 0.052 Uiso 1 1 calc R U . . .
C21 C 0.8433(3) 0.6739(2) 0.72980(10) 0.0395(5) Uani 1 1 d . . . . .
C22 C 0.7691(4) 0.5731(2) 0.70645(11) 0.0449(5) Uani 1 1 d . . . . .
H22 H 0.835297 0.470026 0.719461 0.054 Uiso 1 1 calc R U . . .
C23 C 0.5984(4) 0.6228(2) 0.66410(11) 0.0440(5) Uani 1 1 d . . . . .
H23 H 0.545022 0.553751 0.648583 0.053 Uiso 1 1 calc R U . . .
S24 S 1.04400(9) 0.60948(7) 0.78951(3) 0.04633(17) Uani 1 1 d . . . . .
O25 O 1.1604(3) 0.7179(2) 0.78590(9) 0.0617(5) Uani 1 1 d . . . . .
O26 O 1.1616(3) 0.45940(19) 0.78595(8) 0.0574(5) Uani 1 1 d . . . . .
N27 N 0.9067(4) 0.6073(2) 0.85445(9) 0.0544(5) Uani 1 1 d . . . . .
C28 C 0.817(6) 0.758(3) 0.8742(11) 0.061(4) Uani 0.42(4) 1 d D U P A 1
H28A H 0.870839 0.831988 0.844275 0.073 Uiso 0.42(4) 1 calc R U P A 1
H28B H 0.653210 0.788853 0.872395 0.073 Uiso 0.42(4) 1 calc R U P A 1
C29 C 0.886(4) 0.759(3) 0.9386(12) 0.072(4) Uani 0.42(4) 1 d D U P A 1
H29A H 1.047110 0.748245 0.938535 0.086 Uiso 0.42(4) 1 calc R U P A 1
H29B H 0.858625 0.673144 0.967538 0.086 Uiso 0.42(4) 1 calc R U P A 1
C30 C 0.761(5) 0.899(3) 0.9613(13) 0.094(6) Uani 0.42(4) 1 d D U P A 1
H30A H 0.811737 0.896344 1.002871 0.141 Uiso 0.42(4) 1 calc R U P A 1
H30B H 0.601551 0.908587 0.962840 0.141 Uiso 0.42(4) 1 calc R U P A 1
H30C H 0.787784 0.984616 0.932807 0.141 Uiso 0.42(4) 1 calc R U P A 1
C31 C 0.8453(9) 0.4825(5) 0.8865(3) 0.0528(14) Uani 0.582(7) 1 d D U P A 1
H31A H 0.880664 0.466860 0.931033 0.063 Uiso 0.582(7) 1 calc R U P A 1
H31B H 0.933185 0.393778 0.870065 0.063 Uiso 0.582(7) 1 calc R U P A 1
C32 C 0.6011(9) 0.5001(6) 0.8801(3) 0.0664(15) Uani 0.582(7) 1 d D U P A 1
H32A H 0.514189 0.596605 0.890519 0.080 Uiso 0.582(7) 1 calc R U P A 1
H32B H 0.570472 0.501023 0.836350 0.080 Uiso 0.582(7) 1 calc R U P A 1
C33 C 0.5254(17) 0.3788(12) 0.9213(5) 0.073(2) Uani 0.582(7) 1 d D U P A 1
H33A H 0.374910 0.384705 0.909789 0.109 Uiso 0.582(7) 1 calc R U P A 1
H33B H 0.525601 0.390240 0.964691 0.109 Uiso 0.582(7) 1 calc R U P A 1
H33C H 0.626466 0.282476 0.916197 0.109 Uiso 0.582(7) 1 calc R U P A 1
C28B C 0.813(4) 0.738(2) 0.8805(8) 0.064(3) Uani 0.58(4) 1 d D U P A 2
H28C H 0.655676 0.746886 0.891613 0.077 Uiso 0.58(4) 1 calc R U P A 2
H28D H 0.819307 0.826067 0.849290 0.077 Uiso 0.58(4) 1 calc R U P A 2
C29B C 0.938(4) 0.733(2) 0.9378(9) 0.078(3) Uani 0.58(4) 1 d D U P A 2
H29C H 1.093318 0.731365 0.925766 0.093 Uiso 0.58(4) 1 calc R U P A 2
H29D H 0.943110 0.640259 0.967260 0.093 Uiso 0.58(4) 1 calc R U P A 2
C30B C 0.836(4) 0.863(2) 0.9703(8) 0.086(4) Uani 0.58(4) 1 d D U P A 2
H30D H 0.924027 0.854142 1.006755 0.129 Uiso 0.58(4) 1 calc R U P A 2
H30E H 0.683827 0.864231 0.983324 0.129 Uiso 0.58(4) 1 calc R U P A 2
H30F H 0.833632 0.955566 0.941668 0.129 Uiso 0.58(4) 1 calc R U P A 2
C31B C 0.7430(15) 0.5022(8) 0.8608(3) 0.0523(19) Uani 0.418(7) 1 d D U P A 2
H31C H 0.594760 0.560971 0.844135 0.063 Uiso 0.418(7) 1 calc R U P A 2
H31D H 0.804179 0.421879 0.836704 0.063 Uiso 0.418(7) 1 calc R U P A 2
C32B C 0.7235(14) 0.4381(8) 0.9279(3) 0.073(2) Uani 0.418(7) 1 d D U P A 2
H32C H 0.873975 0.384195 0.944152 0.088 Uiso 0.418(7) 1 calc R U P A 2
H32D H 0.660823 0.520067 0.951033 0.088 Uiso 0.418(7) 1 calc R U P A 2
C33B C 0.582(3) 0.3351(16) 0.9401(6) 0.078(4) Uani 0.418(7) 1 d D U P A 2
H33D H 0.570419 0.301673 0.984980 0.118 Uiso 0.418(7) 1 calc R U P A 2
H33E H 0.648799 0.249432 0.920128 0.118 Uiso 0.418(7) 1 calc R U P A 2
H33F H 0.433349 0.386629 0.923283 0.118 Uiso 0.418(7) 1 calc R U P A 2
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
C1 O2 1.413(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C3 1.376(3) . ?
C3 C8 1.384(3) . ?
C3 C4 1.390(3) . ?
C4 C5 1.375(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.394(3) . ?
C6 N9 1.397(3) . ?
C7 C8 1.381(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
N9 C10 1.474(3) . ?
N9 C12 1.479(3) . ?
C10 C11 1.529(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.544(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.509(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.512(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 O15 1.456(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
O15 C17 1.343(3) . ?
O16 C17 1.207(3) . ?
C17 C18 1.489(3) . ?
C18 C19 1.386(3) . ?
C18 C23 1.387(3) . ?
C19 C20 1.386(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.382(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(3) . ?
C21 S24 1.774(2) . ?
C22 C23 1.381(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
S24 O25 1.4281(19) . ?
S24 O26 1.4305(17) . ?
S24 N27 1.618(2) . ?
N27 C31 1.413(5) . ?
N27 C28B 1.43(2) . ?
N27 C28 1.53(3) . ?
N27 C31B 1.625(8) . ?
C28 C29 1.507(13) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.509(12) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.510(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.506(9) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C28B C29B 1.513(11) . ?
C28B H28C 0.9900 . ?
C28B H28D 0.9900 . ?
C29B C30B 1.517(9) . ?
C29B H29C 0.9900 . ?
C29B H29D 0.9900 . ?
C30B H30D 0.9800 . ?
C30B H30E 0.9800 . ?
C30B H30F 0.9800 . ?
C31B C32B 1.496(9) . ?
C31B H31C 0.9900 . ?
C31B H31D 0.9900 . ?
C32B C33B 1.495(12) . ?
C32B H32C 0.9900 . ?
C32B H32D 0.9900 . ?
C33B H33D 0.9800 . ?
C33B H33E 0.9800 . ?
C33B H33F 0.9800 . ?
 
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
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 O2 C1 116.85(19) . . ?
O2 C3 C8 124.8(2) . . ?
O2 C3 C4 116.4(2) . . ?
C8 C3 C4 118.9(2) . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C5 117.9(2) . . ?
C7 C6 N9 121.36(18) . . ?
C5 C6 N9 120.65(18) . . ?
C8 C7 C6 121.3(2) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C3 120.2(2) . . ?
C7 C8 H8 119.9 . . ?
C3 C8 H8 119.9 . . ?
C6 N9 C10 122.27(17) . . ?
C6 N9 C12 123.55(16) . . ?
C10 N9 C12 92.51(15) . . ?
N9 C10 C11 89.03(15) . . ?
N9 C10 H10A 113.8 . . ?
C11 C10 H10A 113.8 . . ?
N9 C10 H10B 113.8 . . ?
C11 C10 H10B 113.8 . . ?
H10A C10 H10B 111.0 . . ?
C10 C11 C12 87.94(16) . . ?
C10 C11 H11A 114.0 . . ?
C12 C11 H11A 114.0 . . ?
C10 C11 H11B 114.0 . . ?
C12 C11 H11B 114.0 . . ?
H11A C11 H11B 111.2 . . ?
N9 C12 C13 114.69(16) . . ?
N9 C12 C11 88.26(14) . . ?
C13 C12 C11 119.05(19) . . ?
N9 C12 H12 111.0 . . ?
C13 C12 H12 111.0 . . ?
C11 C12 H12 111.0 . . ?
C12 C13 C14 114.56(18) . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13B 108.6 . . ?
C14 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
O15 C14 C13 110.47(17) . . ?
O15 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
O15 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C17 O15 C14 117.92(18) . . ?
O16 C17 O15 124.3(2) . . ?
O16 C17 C18 124.2(2) . . ?
O15 C17 C18 111.50(19) . . ?
C19 C18 C23 119.7(2) . . ?
C19 C18 C17 118.21(19) . . ?
C23 C18 C17 122.08(19) . . ?
C18 C19 C20 120.4(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 119.24(19) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C22 C21 C20 120.8(2) . . ?
C22 C21 S24 119.42(17) . . ?
C20 C21 S24 119.73(16) . . ?
C21 C22 C23 119.8(2) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C22 C23 C18 120.0(2) . . ?
C22 C23 H23 120.0 . . ?
C18 C23 H23 120.0 . . ?
O25 S24 O26 120.58(11) . . ?
O25 S24 N27 107.07(11) . . ?
O26 S24 N27 107.18(11) . . ?
O25 S24 C21 107.46(11) . . ?
O26 S24 C21 107.45(10) . . ?
N27 S24 C21 106.30(10) . . ?
C31 N27 C28 121.4(14) . . ?
C31 N27 S24 123.5(2) . . ?
C28B N27 S24 122.3(10) . . ?
C28 N27 S24 114.6(13) . . ?
C28B N27 C31B 113.0(12) . . ?
S24 N27 C31B 112.1(3) . . ?
C29 C28 N27 113.5(17) . . ?
C29 C28 H28A 108.9 . . ?
N27 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
N27 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C28 C29 C30 112.0(14) . . ?
C28 C29 H29A 109.2 . . ?
C30 C29 H29A 109.2 . . ?
C28 C29 H29B 109.2 . . ?
C30 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N27 C31 C32 112.1(4) . . ?
N27 C31 H31A 109.2 . . ?
C32 C31 H31A 109.2 . . ?
N27 C31 H31B 109.2 . . ?
C32 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C33 C32 C31 112.9(5) . . ?
C33 C32 H32A 109.0 . . ?
C31 C32 H32A 109.0 . . ?
C33 C32 H32B 109.0 . . ?
C31 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N27 C28B C29B 111.0(14) . . ?
N27 C28B H28C 109.4 . . ?
C29B C28B H28C 109.4 . . ?
N27 C28B H28D 109.4 . . ?
C29B C28B H28D 109.4 . . ?
H28C C28B H28D 108.0 . . ?
C28B C29B C30B 113.2(10) . . ?
C28B C29B H29C 108.9 . . ?
C30B C29B H29C 108.9 . . ?
C28B C29B H29D 108.9 . . ?
C30B C29B H29D 108.9 . . ?
H29C C29B H29D 107.7 . . ?
C29B C30B H30D 109.5 . . ?
C29B C30B H30E 109.5 . . ?
H30D C30B H30E 109.5 . . ?
C29B C30B H30F 109.5 . . ?
H30D C30B H30F 109.5 . . ?
H30E C30B H30F 109.5 . . ?
C32B C31B N27 108.5(6) . . ?
C32B C31B H31C 110.0 . . ?
N27 C31B H31C 110.0 . . ?
C32B C31B H31D 110.0 . . ?
N27 C31B H31D 110.0 . . ?
H31C C31B H31D 108.4 . . ?
C33B C32B C31B 114.0(7) . . ?
C33B C32B H32C 108.7 . . ?
C31B C32B H32C 108.7 . . ?
C33B C32B H32D 108.7 . . ?
C31B C32B H32D 108.7 . . ?
H32C C32B H32D 107.6 . . ?
C32B C33B H33D 109.5 . . ?
C32B C33B H33E 109.5 . . ?
H33D C33B H33E 109.5 . . ?
C32B C33B H33F 109.5 . . ?
H33D C33B H33F 109.5 . . ?
H33E C33B H33F 109.5 . . ?
 
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_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C1 O2 C3 C8 -3.7(3) . . . . ?
C1 O2 C3 C4 176.5(2) . . . . ?
O2 C3 C4 C5 -179.0(2) . . . . ?
C8 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C7 -2.1(3) . . . . ?
C4 C5 C6 N9 174.78(19) . . . . ?
C5 C6 C7 C8 2.4(3) . . . . ?
N9 C6 C7 C8 -174.51(19) . . . . ?
C6 C7 C8 C3 -0.9(3) . . . . ?
O2 C3 C8 C7 179.3(2) . . . . ?
C4 C3 C8 C7 -0.9(3) . . . . ?
C7 C6 N9 C10 -149.68(19) . . . . ?
C5 C6 N9 C10 33.5(3) . . . . ?
C7 C6 N9 C12 -30.9(3) . . . . ?
C5 C6 N9 C12 152.27(19) . . . . ?
C6 N9 C10 C11 144.62(19) . . . . ?
C12 N9 C10 C11 11.62(17) . . . . ?
N9 C10 C11 C12 -11.12(16) . . . . ?
C6 N9 C12 C13 95.0(2) . . . . ?
C10 N9 C12 C13 -132.89(18) . . . . ?
C6 N9 C12 C11 -143.60(19) . . . . ?
C10 N9 C12 C11 -11.50(17) . . . . ?
C10 C11 C12 N9 11.09(16) . . . . ?
C10 C11 C12 C13 128.55(19) . . . . ?
N9 C12 C13 C14 177.66(17) . . . . ?
C11 C12 C13 C14 75.1(2) . . . . ?
C12 C13 C14 O15 -67.3(2) . . . . ?
C13 C14 O15 C17 106.1(2) . . . . ?
C14 O15 C17 O16 1.3(3) . . . . ?
C14 O15 C17 C18 -178.65(16) . . . . ?
O16 C17 C18 C19 12.9(3) . . . . ?
O15 C17 C18 C19 -167.15(18) . . . . ?
O16 C17 C18 C23 -166.5(2) . . . . ?
O15 C17 C18 C23 13.4(3) . . . . ?
C23 C18 C19 C20 -2.0(3) . . . . ?
C17 C18 C19 C20 178.5(2) . . . . ?
C18 C19 C20 C21 0.8(3) . . . . ?
C19 C20 C21 C22 1.5(3) . . . . ?
C19 C20 C21 S24 -175.04(17) . . . . ?
C20 C21 C22 C23 -2.5(3) . . . . ?
S24 C21 C22 C23 174.04(18) . . . . ?
C21 C22 C23 C18 1.2(3) . . . . ?
C19 C18 C23 C22 1.0(3) . . . . ?
C17 C18 C23 C22 -179.6(2) . . . . ?
C22 C21 S24 O25 154.77(18) . . . . ?
C20 C21 S24 O25 -28.7(2) . . . . ?
C22 C21 S24 O26 23.6(2) . . . . ?
C20 C21 S24 O26 -159.83(18) . . . . ?
C22 C21 S24 N27 -90.87(19) . . . . ?
C20 C21 S24 N27 85.7(2) . . . . ?
O25 S24 N27 C31 -153.9(3) . . . . ?
O26 S24 N27 C31 -23.2(3) . . . . ?
C21 S24 N27 C31 91.5(3) . . . . ?
O25 S24 N27 C28B 34.0(11) . . . . ?
O26 S24 N27 C28B 164.7(11) . . . . ?
C21 S24 N27 C28B -80.7(11) . . . . ?
O25 S24 N27 C28 34.8(13) . . . . ?
O26 S24 N27 C28 165.5(13) . . . . ?
C21 S24 N27 C28 -79.9(13) . . . . ?
O25 S24 N27 C31B 173.2(3) . . . . ?
O26 S24 N27 C31B -56.1(4) . . . . ?
C21 S24 N27 C31B 58.5(4) . . . . ?
C31 N27 C28 C29 63(3) . . . . ?
S24 N27 C28 C29 -126(2) . . . . ?
N27 C28 C29 C30 -169(2) . . . . ?
C28 N27 C31 C32 65.5(14) . . . . ?
S24 N27 C31 C32 -105.3(4) . . . . ?
N27 C31 C32 C33 -171.6(7) . . . . ?
S24 N27 C28B C29B -109.2(16) . . . . ?
C31B N27 C28B C29B 112.0(19) . . . . ?
N27 C28B C29B C30B -175.5(16) . . . . ?
C28B N27 C31B C32B -68.1(10) . . . . ?
S24 N27 C31B C32B 148.7(5) . . . . ?
N27 C31B C32B C33B -178.3(9) . . . . ?
 
_refine_diff_density_max    0.171
_refine_diff_density_min   -0.295
_refine_diff_density_rms    0.037



