# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_zgk27039
_database_code_depnum_ccdc_archive 'CCDC 2080352'
loop_
_audit_author_name
_audit_author_address
'Zhiyong Jiang'
;Henan Normal University
China
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2022-03-03 downloaded from the CCDC.
;
_audit_creation_date             2019-04-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H21 F3 N2 O3 S'
_chemical_formula_sum            'C25 H21 F3 N2 O3 S'
_chemical_formula_weight         486.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4F3S1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.2479(2)
_cell_length_b                   19.58181(19)
_cell_length_c                   16.7407(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.0951(19)
_cell_angle_gamma                90
_cell_volume                     4488.94(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12733
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.7330
_cell_measurement_theta_min      3.9340
_shelx_estimated_absorpt_T_max   0.842
_shelx_estimated_absorpt_T_min   0.776
_exptl_absorpt_coefficient_mu    1.779
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            36582
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.707
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -47.00  -18.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
  2 omega  -63.00  -15.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000    0.0000 96

#__ type_ start__ end____ width___ exp.time_
  3 omega  -41.00  -15.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  -30.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega -104.00  -54.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000  -30.0000 100

#__ type_ start__ end____ width___ exp.time_
  5 omega    3.00   29.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  150.0000 52

#__ type_ start__ end____ width___ exp.time_
  6 omega  -26.00    0.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000  -30.0000 52

#__ type_ start__ end____ width___ exp.time_
  7 omega -101.00  -75.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
  8 omega   -1.00   29.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   60.0000 60

#__ type_ start__ end____ width___ exp.time_
  9 omega  -34.00   18.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -37.0000  -60.0000 104

#__ type_ start__ end____ width___ exp.time_
 10 omega   57.00   82.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000    0.0000 50

#__ type_ start__ end____ width___ exp.time_
 11 omega   11.00   86.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000   60.0000 150

#__ type_ start__ end____ width___ exp.time_
 12 omega   63.00  101.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -90.0000 76

#__ type_ start__ end____ width___ exp.time_
 13 omega   41.00   66.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   60.0000 50

#__ type_ start__ end____ width___ exp.time_
 14 omega   26.00   57.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -37.0000  -60.0000 62

#__ type_ start__ end____ width___ exp.time_
 15 omega   10.00   64.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000  -90.0000 108

#__ type_ start__ end____ width___ exp.time_
 16 omega   78.00  104.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000  -90.0000 52

#__ type_ start__ end____ width___ exp.time_
 17 omega    3.00   76.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   30.0000 146

#__ type_ start__ end____ width___ exp.time_
 18 omega   -4.00   29.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  120.0000 66

#__ type_ start__ end____ width___ exp.time_
 19 omega   59.00   85.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
 20 omega   41.00  107.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000  150.0000 132

#__ type_ start__ end____ width___ exp.time_
 21 omega   -1.00   24.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
 22 omega   44.00   75.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
 23 omega  -27.00   54.00   0.5000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -57.0000 -150.0000 162

#__ type_ start__ end____ width___ exp.time_
 24 omega   90.00  115.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 50

#__ type_ start__ end____ width___ exp.time_
 25 omega   40.00   91.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 102

#__ type_ start__ end____ width___ exp.time_
 26 omega   63.00  178.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -60.0000 230

#__ type_ start__ end____ width___ exp.time_
 27 omega   38.00   99.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 122

#__ type_ start__ end____ width___ exp.time_
 28 omega   38.00   63.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 50

#__ type_ start__ end____ width___ exp.time_
 29 omega   45.00  102.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 114

#__ type_ start__ end____ width___ exp.time_
 30 omega   88.00  128.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   60.0000 80

#__ type_ start__ end____ width___ exp.time_
 31 omega   38.00  108.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 140

#__ type_ start__ end____ width___ exp.time_
 32 omega  116.00  173.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -30.0000 114

#__ type_ start__ end____ width___ exp.time_
 33 omega   76.00  113.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   30.0000 74

#__ type_ start__ end____ width___ exp.time_
 34 omega  137.00  166.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 35 omega   37.00   67.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
 36 omega   38.00   89.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 102

#__ type_ start__ end____ width___ exp.time_
 37 omega   55.00   99.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 88

#__ type_ start__ end____ width___ exp.time_
 38 omega   84.00  141.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  120.0000 114

#__ type_ start__ end____ width___ exp.time_
 39 omega   89.00  167.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 156

#__ type_ start__ end____ width___ exp.time_
 40 omega   42.00   87.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 90

#__ type_ start__ end____ width___ exp.time_
 41 omega   50.00  107.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 114

#__ type_ start__ end____ width___ exp.time_
 42 omega   50.00   76.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
 43 omega   89.00  115.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 52

#__ type_ start__ end____ width___ exp.time_
 44 omega  137.00  174.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   60.0000 74

#__ type_ start__ end____ width___ exp.time_
 45 omega  152.00  178.00   0.5000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   94.0000  -52.0000 52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0299069000
_diffrn_orient_matrix_UB_12      0.0224622000
_diffrn_orient_matrix_UB_13      -0.0967049000
_diffrn_orient_matrix_UB_21      -0.0357767000
_diffrn_orient_matrix_UB_22      0.0688791000
_diffrn_orient_matrix_UB_23      0.0191190000
_diffrn_orient_matrix_UB_31      0.1024031000
_diffrn_orient_matrix_UB_32      0.0306482000
_diffrn_orient_matrix_UB_33      0.0279666000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6721
_reflns_number_total             8004
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         8004
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.039
_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)+(0.0783P)²+1.2056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1377
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C12'(H12')
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C9'(H9'A,H9'B), C10'(H10C,H10D),
 C11'(H11C,H11D)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), N2(H2), C3'(H3'), C4'(H4'),
 C5'(H5'), C6'(H6'), C14'(H14'), C15'(H15'), C16'(H16'), C17'(H17'), C18'(H18'),
  C20'(H20'), C21'(H21'), C23'(H23'), C24'(H24'), N2'(H2')
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.04917(15) 0.69554(10) 0.27394(14) 0.0449(4) Uani 1 1 d . . . . .
C2 C 0.07503(15) 0.71427(10) 0.36653(14) 0.0449(4) Uani 1 1 d . . . . .
C3 C 0.15050(18) 0.75597(11) 0.42232(17) 0.0562(5) Uani 1 1 d . . . . .
H3 H 0.1948 0.7744 0.4039 0.067 Uiso 1 1 calc R . . . .
C4 C 0.1580(2) 0.76925(12) 0.50573(18) 0.0656(6) Uani 1 1 d . . . . .
H4 H 0.2080 0.7970 0.5446 0.079 Uiso 1 1 calc R . . . .
C5 C 0.0914(2) 0.74141(13) 0.53196(18) 0.0685(7) Uani 1 1 d . . . . .
H5 H 0.0975 0.7508 0.5886 0.082 Uiso 1 1 calc R . . . .
C6 C 0.0161(2) 0.70001(12) 0.47611(17) 0.0615(6) Uani 1 1 d . . . . .
H6 H -0.0285 0.6821 0.4945 0.074 Uiso 1 1 calc R . . . .
C7 C 0.00832(16) 0.68567(10) 0.39208(15) 0.0472(5) Uani 1 1 d . . . . .
C8 C -0.06591(15) 0.64237(10) 0.31890(14) 0.0461(4) Uani 1 1 d . . . . .
C9 C -0.17148(17) 0.65902(13) 0.30173(18) 0.0617(6) Uani 1 1 d . . . . .
H9A H -0.1753 0.7045 0.3230 0.074 Uiso 1 1 calc R . . . .
H9B H -0.2151 0.6566 0.2387 0.074 Uiso 1 1 calc R . . . .
C10 C -0.1982(2) 0.60497(17) 0.3532(2) 0.0804(8) Uani 1 1 d . . . . .
H10A H -0.2128 0.6266 0.3981 0.097 Uiso 1 1 calc R . . . .
H10B H -0.2554 0.5797 0.3131 0.097 Uiso 1 1 calc R . . . .
C11 C -0.1121(2) 0.55716(13) 0.39673(18) 0.0645(6) Uani 1 1 d . . . . .
H11A H -0.1339 0.5104 0.3949 0.077 Uiso 1 1 calc R . . . .
H11B H -0.0723 0.5700 0.4582 0.077 Uiso 1 1 calc R . . . .
C12 C -0.05476(15) 0.56520(10) 0.34166(15) 0.0482(5) Uani 1 1 d . . . . .
H12 H -0.0898 0.5399 0.2860 0.058 Uiso 1 1 calc R . . . .
C13 C 0.07644(17) 0.47773(11) 0.37675(14) 0.0499(5) Uani 1 1 d . . . . .
C14 C 0.17469(19) 0.46612(13) 0.40053(17) 0.0634(6) Uani 1 1 d . . . . .
H14 H 0.2179 0.5028 0.4169 0.076 Uiso 1 1 calc R . . . .
C15 C 0.2091(3) 0.40105(16) 0.4002(2) 0.0866(9) Uani 1 1 d . . . . .
H15 H 0.2753 0.3942 0.4173 0.104 Uiso 1 1 calc R . . . .
C16 C 0.1467(3) 0.34652(15) 0.3749(2) 0.0919(10) Uani 1 1 d . . . . .
H16 H 0.1700 0.3027 0.3745 0.110 Uiso 1 1 calc R . . . .
C17 C 0.0494(3) 0.35724(13) 0.3502(2) 0.0790(8) Uani 1 1 d . . . . .
H17 H 0.0067 0.3203 0.3323 0.095 Uiso 1 1 calc R . . . .
C18 C 0.0136(2) 0.42195(12) 0.35120(16) 0.0619(6) Uani 1 1 d . . . . .
H18 H -0.0526 0.4282 0.3348 0.074 Uiso 1 1 calc R . . . .
C19 C -0.01781(15) 0.56201(11) 0.13491(13) 0.0467(4) Uani 1 1 d . . . . .
C20 C 0.05890(19) 0.57767(13) 0.1156(2) 0.0663(7) Uani 1 1 d . . . . .
H20 H 0.0700 0.6225 0.1042 0.080 Uiso 1 1 calc R . . . .
C21 C 0.11873(19) 0.52601(14) 0.1134(2) 0.0748(8) Uani 1 1 d . . . . .
H21 H 0.1707 0.5359 0.1004 0.090 Uiso 1 1 calc R . . . .
C22 C 0.10206(18) 0.45936(13) 0.13037(16) 0.0603(6) Uani 1 1 d . . . . .
C23 C 0.0233(2) 0.44398(13) 0.14594(18) 0.0666(6) Uani 1 1 d . . . . .
H23 H 0.0111 0.3989 0.1555 0.080 Uiso 1 1 calc R . . . .
C24 C -0.03782(19) 0.49528(12) 0.14742(16) 0.0596(6) Uani 1 1 d . . . . .
H24 H -0.0921 0.4850 0.1568 0.072 Uiso 1 1 calc R . . . .
C25 C 0.1724(2) 0.40455(18) 0.1345(2) 0.0843(9) Uani 1 1 d . . . . .
F1 F 0.20897(17) 0.41506(12) 0.07602(16) 0.1157(7) Uani 1 1 d . . . . .
F2 F 0.13415(18) 0.34402(10) 0.11614(18) 0.1242(8) Uani 1 1 d . . . . .
F3 F 0.24883(17) 0.40296(16) 0.21210(16) 0.1564(13) Uani 1 1 d . . . . .
N1 N -0.03857(12) 0.65843(9) 0.24474(11) 0.0456(4) Uani 1 1 d . . . . .
N2 N 0.04547(14) 0.54416(9) 0.37943(14) 0.0585(5) Uani 1 1 d . . . . .
H2 H 0.0894 0.5747 0.4055 0.070 Uiso 1 1 calc R . . . .
O1 O 0.09233(11) 0.70840(8) 0.23023(10) 0.0554(4) Uani 1 1 d . . . . .
O2 O -0.09424(13) 0.68236(9) 0.08400(11) 0.0640(4) Uani 1 1 d . . . . .
O3 O -0.18286(11) 0.59857(9) 0.13120(12) 0.0643(4) Uani 1 1 d . . . . .
S1 S -0.09364(4) 0.62834(3) 0.14069(3) 0.04865(15) Uani 1 1 d . . . . .
C1' C 0.54461(15) 0.68566(10) 0.23574(15) 0.0467(5) Uani 1 1 d . . . . .
C2' C 0.56851(15) 0.71357(10) 0.32417(15) 0.0484(5) Uani 1 1 d . . . . .
C3' C 0.64274(18) 0.75887(12) 0.37310(18) 0.0627(6) Uani 1 1 d . . . . .
H3' H 0.6862 0.7743 0.3518 0.075 Uiso 1 1 calc R . . . .
C4' C 0.6502(2) 0.78036(14) 0.45418(19) 0.0721(7) Uani 1 1 d . . . . .
H4' H 0.6996 0.8105 0.4887 0.087 Uiso 1 1 calc R . . . .
C5' C 0.5843(2) 0.75712(13) 0.48430(18) 0.0685(7) Uani 1 1 d . . . . .
H5' H 0.5899 0.7723 0.5390 0.082 Uiso 1 1 calc R . . . .
C6' C 0.51041(19) 0.71198(12) 0.43523(16) 0.0594(6) Uani 1 1 d . . . . .
H6' H 0.4664 0.6972 0.4562 0.071 Uiso 1 1 calc R . . . .
C7' C 0.50324(15) 0.68926(10) 0.35416(14) 0.0453(4) Uani 1 1 d . . . . .
C8' C 0.42990(14) 0.64097(10) 0.28702(13) 0.0427(4) Uani 1 1 d . . . . .
C9' C 0.32355(15) 0.66050(11) 0.26430(16) 0.0529(5) Uani 1 1 d . . . . .
H9'A H 0.3172 0.7095 0.2684 0.063 Uiso 1 1 calc R . . . .
H9'B H 0.2796 0.6457 0.2047 0.063 Uiso 1 1 calc R . . . .
C10' C 0.30115(19) 0.62315(15) 0.33392(18) 0.0679(7) Uani 1 1 d . . . . .
H10C H 0.2988 0.6554 0.3769 0.081 Uiso 1 1 calc R . . . .
H10D H 0.2385 0.6002 0.3054 0.081 Uiso 1 1 calc R . . . .
C11' C 0.38298(17) 0.57092(13) 0.38029(16) 0.0578(5) Uani 1 1 d . . . . .
H11C H 0.3561 0.5267 0.3838 0.069 Uiso 1 1 calc R . . . .
H11D H 0.4264 0.5859 0.4400 0.069 Uiso 1 1 calc R . . . .
C12' C 0.43739(14) 0.56705(10) 0.32197(14) 0.0448(4) Uani 1 1 d . . . . .
H12' H 0.3992 0.5377 0.2710 0.054 Uiso 1 1 calc R . . . .
C13' C 0.55794(16) 0.47255(10) 0.37434(13) 0.0470(5) Uani 1 1 d . . . . .
C14' C 0.48646(18) 0.42267(11) 0.35537(16) 0.0567(5) Uani 1 1 d . . . . .
H14' H 0.4213 0.4352 0.3350 0.068 Uiso 1 1 calc R . . . .
C15' C 0.5125(2) 0.35430(12) 0.36686(18) 0.0706(7) Uani 1 1 d . . . . .
H15' H 0.4641 0.3213 0.3530 0.085 Uiso 1 1 calc R . . . .
C16' C 0.6073(3) 0.33458(13) 0.3980(2) 0.0823(9) Uani 1 1 d . . . . .
H16' H 0.6238 0.2885 0.4065 0.099 Uiso 1 1 calc R . . . .
C17' C 0.6785(2) 0.38329(14) 0.4167(2) 0.0768(8) Uani 1 1 d . . . . .
H17' H 0.7434 0.3700 0.4377 0.092 Uiso 1 1 calc R . . . .
C18' C 0.65442(18) 0.45207(12) 0.40460(16) 0.0595(6) Uani 1 1 d . . . . .
H18' H 0.7031 0.4846 0.4168 0.071 Uiso 1 1 calc R . . . .
C19' C 0.49293(16) 0.53943(11) 0.12490(14) 0.0483(5) Uani 1 1 d . . . . .
C20' C 0.57120(19) 0.55321(12) 0.10645(19) 0.0632(6) Uani 1 1 d . . . . .
H20' H 0.5780 0.5959 0.0856 0.076 Uiso 1 1 calc R . . . .
C21' C 0.63869(19) 0.50250(13) 0.1196(2) 0.0673(7) Uani 1 1 d . . . . .
H21' H 0.6916 0.5109 0.1073 0.081 Uiso 1 1 calc R . . . .
C22' C 0.62817(16) 0.43922(12) 0.15089(16) 0.0557(5) Uani 1 1 d . . . . .
C23' C 0.54727(18) 0.42527(12) 0.16522(17) 0.0585(6) Uani 1 1 d . . . . .
H23' H 0.5389 0.3820 0.1838 0.070 Uiso 1 1 calc R . . . .
C24' C 0.47942(17) 0.47538(11) 0.15203(15) 0.0537(5) Uani 1 1 d . . . . .
H24' H 0.4247 0.4663 0.1613 0.064 Uiso 1 1 calc R . . . .
C25' C 0.7064(2) 0.38620(15) 0.1737(2) 0.0711(7) Uani 1 1 d . . . . .
F1' F 0.76399(16) 0.38542(16) 0.26043(15) 0.1394(10) Uani 1 1 d . . . . .
F2' F 0.76481(14) 0.39752(9) 0.13511(17) 0.1057(7) Uani 1 1 d . . . . .
F3' F 0.67250(13) 0.32411(8) 0.15020(14) 0.0891(5) Uani 1 1 d . . . . .
N1' N 0.45889(12) 0.64707(8) 0.21215(11) 0.0442(4) Uani 1 1 d . . . . .
N2' N 0.53579(13) 0.54186(9) 0.36175(13) 0.0517(4) Uani 1 1 d . . . . .
H2' H 0.5830 0.5708 0.3785 0.062 Uiso 1 1 calc R . . . .
O1' O 0.58784(12) 0.69352(8) 0.19081(12) 0.0592(4) Uani 1 1 d . . . . .
O2' O 0.40579(14) 0.65229(9) 0.04864(11) 0.0677(5) Uani 1 1 d . . . . .
O3' O 0.32234(11) 0.57475(9) 0.10933(11) 0.0611(4) Uani 1 1 d . . . . .
S1' S 0.40938(4) 0.60557(3) 0.11497(3) 0.04946(15) Uani 1 1 d . . . . .


_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 C2 1.468(3) . ?
C1 N1 1.408(3) . ?
C1 O1 1.206(2) . ?
C2 C3 1.385(3) . ?
C2 C7 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.380(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.387(3) . ?
C7 C8 1.510(3) . ?
C8 C9 1.540(3) . ?
C8 C12 1.549(3) . ?
C8 N1 1.506(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.529(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.513(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.532(3) . ?
C12 H12 0.9800 . ?
C12 N2 1.434(3) . ?
C13 C14 1.389(3) . ?
C13 C18 1.391(3) . ?
C13 N2 1.391(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.379(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.368(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.369(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.378(3) . ?
C19 C24 1.379(3) . ?
C19 S1 1.770(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.373(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(4) . ?
C22 C23 1.369(4) . ?
C22 C25 1.497(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(4) . ?
C24 H24 0.9300 . ?
C25 F1 1.339(4) . ?
C25 F2 1.297(4) . ?
C25 F3 1.309(4) . ?
N1 S1 1.6733(18) . ?
N2 H2 0.8600 . ?
O2 S1 1.4184(17) . ?
O3 S1 1.4233(17) . ?
C1' C2' 1.466(3) . ?
C1' N1' 1.408(3) . ?
C1' O1' 1.208(3) . ?
C2' C3' 1.387(3) . ?
C2' C7' 1.381(3) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.377(4) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.385(4) . ?
C5' H5' 0.9300 . ?
C5' C6' 1.383(4) . ?
C6' H6' 0.9300 . ?
C6' C7' 1.386(3) . ?
C7' C8' 1.517(3) . ?
C8' C9' 1.542(3) . ?
C8' C12' 1.547(3) . ?
C8' N1' 1.506(2) . ?
C9' H9'A 0.9700 . ?
C9' H9'B 0.9700 . ?
C9' C10' 1.536(3) . ?
C10' H10C 0.9700 . ?
C10' H10D 0.9700 . ?
C10' C11' 1.534(4) . ?
C11' H11C 0.9700 . ?
C11' H11D 0.9700 . ?
C11' C12' 1.536(3) . ?
C12' H12' 0.9800 . ?
C12' N2' 1.435(3) . ?
C13' C14' 1.392(3) . ?
C13' C18' 1.388(3) . ?
C13' N2' 1.392(3) . ?
C14' H14' 0.9300 . ?
C14' C15' 1.385(3) . ?
C15' H15' 0.9300 . ?
C15' C16' 1.359(4) . ?
C16' H16' 0.9300 . ?
C16' C17' 1.374(4) . ?
C17' H17' 0.9300 . ?
C17' C18' 1.387(3) . ?
C18' H18' 0.9300 . ?
C19' C20' 1.385(3) . ?
C19' C24' 1.380(3) . ?
C19' S1' 1.772(2) . ?
C20' H20' 0.9300 . ?
C20' C21' 1.376(4) . ?
C21' H21' 0.9300 . ?
C21' C22' 1.382(4) . ?
C22' C23' 1.383(3) . ?
C22' C25' 1.499(4) . ?
C23' H23' 0.9300 . ?
C23' C24' 1.372(3) . ?
C24' H24' 0.9300 . ?
C25' F1' 1.325(4) . ?
C25' F2' 1.329(3) . ?
C25' F3' 1.312(3) . ?
N1' S1' 1.6723(17) . ?
N2' H2' 0.8600 . ?
O2' S1' 1.4211(17) . ?
O3' S1' 1.4229(17) . ?

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
N1 C1 C2 105.57(16) . . ?
O1 C1 C2 128.6(2) . . ?
O1 C1 N1 125.9(2) . . ?
C3 C2 C1 128.09(19) . . ?
C7 C2 C1 109.44(18) . . ?
C7 C2 C3 122.4(2) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 C2 118.0(2) . . ?
C4 C3 H3 121.0 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.7(2) . . ?
C7 C6 H6 120.6 . . ?
C2 C7 C6 119.0(2) . . ?
C2 C7 C8 111.54(18) . . ?
C6 C7 C8 129.5(2) . . ?
C7 C8 C9 112.41(18) . . ?
C7 C8 C12 112.71(17) . . ?
C9 C8 C12 104.19(17) . . ?
N1 C8 C7 99.84(16) . . ?
N1 C8 C9 116.57(18) . . ?
N1 C8 C12 111.48(16) . . ?
C8 C9 H9A 110.7 . . ?
C8 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
C10 C9 C8 105.3(2) . . ?
C10 C9 H9A 110.7 . . ?
C10 C9 H9B 110.7 . . ?
C9 C10 H10A 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 C9 108.0(2) . . ?
C11 C10 H10A 110.1 . . ?
C11 C10 H10B 110.1 . . ?
C10 C11 H11A 110.8 . . ?
C10 C11 H11B 110.8 . . ?
C10 C11 C12 104.5(2) . . ?
H11A C11 H11B 108.9 . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
C8 C12 H12 107.7 . . ?
C11 C12 C8 102.61(17) . . ?
C11 C12 H12 107.7 . . ?
N2 C12 C8 111.67(16) . . ?
N2 C12 C11 119.0(2) . . ?
N2 C12 H12 107.7 . . ?
C14 C13 C18 118.0(2) . . ?
C14 C13 N2 118.8(2) . . ?
C18 C13 N2 123.1(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.2(3) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 120.1(3) . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C24 120.9(2) . . ?
C20 C19 S1 119.47(17) . . ?
C24 C19 S1 119.58(17) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 119.0(2) . . ?
C21 C20 H20 120.5 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.4(2) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C25 119.6(3) . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 C25 120.2(3) . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(2) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 120.3 . . ?
C23 C24 C19 119.4(2) . . ?
C23 C24 H24 120.3 . . ?
F1 C25 C22 112.1(3) . . ?
F2 C25 C22 113.9(3) . . ?
F2 C25 F1 104.8(2) . . ?
F2 C25 F3 109.0(3) . . ?
F3 C25 C22 111.7(2) . . ?
F3 C25 F1 104.7(3) . . ?
C1 N1 C8 112.77(16) . . ?
C1 N1 S1 120.55(14) . . ?
C8 N1 S1 126.18(14) . . ?
C12 N2 H2 117.8 . . ?
C13 N2 C12 124.45(19) . . ?
C13 N2 H2 117.8 . . ?
N1 S1 C19 105.94(9) . . ?
O2 S1 C19 108.83(10) . . ?
O2 S1 N1 106.65(10) . . ?
O2 S1 O3 120.41(11) . . ?
O3 S1 C19 107.99(10) . . ?
O3 S1 N1 106.12(9) . . ?
N1' C1' C2' 105.73(17) . . ?
O1' C1' C2' 128.3(2) . . ?
O1' C1' N1' 126.0(2) . . ?
C3' C2' C1' 127.6(2) . . ?
C7' C2' C1' 109.87(18) . . ?
C7' C2' C3' 122.5(2) . . ?
C2' C3' H3' 121.0 . . ?
C4' C3' C2' 118.0(2) . . ?
C4' C3' H3' 121.0 . . ?
C3' C4' H4' 120.0 . . ?
C3' C4' C5' 120.0(2) . . ?
C5' C4' H4' 120.0 . . ?
C4' C5' H5' 119.1 . . ?
C6' C5' C4' 121.7(2) . . ?
C6' C5' H5' 119.1 . . ?
C5' C6' H6' 120.7 . . ?
C5' C6' C7' 118.7(2) . . ?
C7' C6' H6' 120.7 . . ?
C2' C7' C6' 119.1(2) . . ?
C2' C7' C8' 111.07(18) . . ?
C6' C7' C8' 129.8(2) . . ?
C7' C8' C9' 112.38(17) . . ?
C7' C8' C12' 113.29(16) . . ?
C9' C8' C12' 102.71(16) . . ?
N1' C8' C7' 100.17(15) . . ?
N1' C8' C9' 115.90(17) . . ?
N1' C8' C12' 112.90(15) . . ?
C8' C9' H9'A 110.8 . . ?
C8' C9' H9'B 110.8 . . ?
H9'A C9' H9'B 108.9 . . ?
C10' C9' C8' 104.80(18) . . ?
C10' C9' H9'A 110.8 . . ?
C10' C9' H9'B 110.8 . . ?
C9' C10' H10C 110.2 . . ?
C9' C10' H10D 110.2 . . ?
H10C C10' H10D 108.5 . . ?
C11' C10' C9' 107.37(18) . . ?
C11' C10' H10C 110.2 . . ?
C11' C10' H10D 110.2 . . ?
C10' C11' H11C 110.8 . . ?
C10' C11' H11D 110.8 . . ?
C10' C11' C12' 104.93(18) . . ?
H11C C11' H11D 108.8 . . ?
C12' C11' H11C 110.8 . . ?
C12' C11' H11D 110.8 . . ?
C8' C12' H12' 107.6 . . ?
C11' C12' C8' 102.92(16) . . ?
C11' C12' H12' 107.6 . . ?
N2' C12' C8' 112.67(16) . . ?
N2' C12' C11' 117.96(18) . . ?
N2' C12' H12' 107.6 . . ?
C18' C13' C14' 118.6(2) . . ?
C18' C13' N2' 119.0(2) . . ?
N2' C13' C14' 122.4(2) . . ?
C13' C14' H14' 120.0 . . ?
C15' C14' C13' 119.9(2) . . ?
C15' C14' H14' 120.0 . . ?
C14' C15' H15' 119.4 . . ?
C16' C15' C14' 121.3(3) . . ?
C16' C15' H15' 119.4 . . ?
C15' C16' H16' 120.3 . . ?
C15' C16' C17' 119.4(2) . . ?
C17' C16' H16' 120.3 . . ?
C16' C17' H17' 119.7 . . ?
C16' C17' C18' 120.6(3) . . ?
C18' C17' H17' 119.7 . . ?
C13' C18' H18' 119.9 . . ?
C17' C18' C13' 120.2(2) . . ?
C17' C18' H18' 119.9 . . ?
C20' C19' S1' 119.42(17) . . ?
C24' C19' C20' 121.2(2) . . ?
C24' C19' S1' 119.33(17) . . ?
C19' C20' H20' 120.6 . . ?
C21' C20' C19' 118.8(2) . . ?
C21' C20' H20' 120.6 . . ?
C20' C21' H21' 119.9 . . ?
C20' C21' C22' 120.3(2) . . ?
C22' C21' H21' 119.9 . . ?
C21' C22' C23' 120.3(2) . . ?
C21' C22' C25' 120.4(2) . . ?
C23' C22' C25' 119.3(2) . . ?
C22' C23' H23' 120.1 . . ?
C24' C23' C22' 119.9(2) . . ?
C24' C23' H23' 120.1 . . ?
C19' C24' H24' 120.3 . . ?
C23' C24' C19' 119.5(2) . . ?
C23' C24' H24' 120.3 . . ?
F1' C25' C22' 110.9(2) . . ?
F1' C25' F2' 105.8(3) . . ?
F2' C25' C22' 112.9(3) . . ?
F3' C25' C22' 113.7(2) . . ?
F3' C25' F1' 107.6(3) . . ?
F3' C25' F2' 105.5(2) . . ?
C1' N1' C8' 112.67(16) . . ?
C1' N1' S1' 119.99(14) . . ?
C8' N1' S1' 126.80(13) . . ?
C12' N2' H2' 118.7 . . ?
C13' N2' C12' 122.68(17) . . ?
C13' N2' H2' 118.7 . . ?
N1' S1' C19' 105.40(9) . . ?
O2' S1' C19' 108.83(11) . . ?
O2' S1' N1' 107.05(10) . . ?
O2' S1' O3' 120.46(11) . . ?
O3' S1' C19' 107.90(10) . . ?
O3' S1' N1' 106.22(9) . . ?

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 C2 C3 C4 176.7(2) . . . . ?
C1 C2 C7 C6 -176.6(2) . . . . ?
C1 C2 C7 C8 2.5(2) . . . . ?
C1 N1 S1 C19 69.81(17) . . . . ?
C1 N1 S1 O2 -46.02(18) . . . . ?
C1 N1 S1 O3 -175.55(15) . . . . ?
C2 C1 N1 C8 -8.4(2) . . . . ?
C2 C1 N1 S1 179.23(13) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C7 C8 C9 -131.22(19) . . . . ?
C2 C7 C8 C12 111.40(19) . . . . ?
C2 C7 C8 N1 -7.0(2) . . . . ?
C3 C2 C7 C6 1.0(3) . . . . ?
C3 C2 C7 C8 -179.83(19) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C4 C5 C6 C7 0.7(4) . . . . ?
C5 C6 C7 C2 -1.2(3) . . . . ?
C5 C6 C7 C8 179.9(2) . . . . ?
C6 C7 C8 C9 47.8(3) . . . . ?
C6 C7 C8 C12 -69.6(3) . . . . ?
C6 C7 C8 N1 172.0(2) . . . . ?
C7 C2 C3 C4 -0.4(3) . . . . ?
C7 C8 C9 C10 -97.8(2) . . . . ?
C7 C8 C12 C11 84.1(2) . . . . ?
C7 C8 C12 N2 -44.4(2) . . . . ?
C7 C8 N1 C1 9.4(2) . . . . ?
C7 C8 N1 S1 -178.74(14) . . . . ?
C8 C9 C10 C11 -1.6(3) . . . . ?
C8 C12 N2 C13 -155.5(2) . . . . ?
C8 N1 S1 C19 -101.45(17) . . . . ?
C8 N1 S1 O2 142.72(17) . . . . ?
C8 N1 S1 O3 13.19(19) . . . . ?
C9 C8 C12 C11 -38.0(2) . . . . ?
C9 C8 C12 N2 -166.59(19) . . . . ?
C9 C8 N1 C1 130.7(2) . . . . ?
C9 C8 N1 S1 -57.4(2) . . . . ?
C9 C10 C11 C12 -22.3(3) . . . . ?
C10 C11 C12 C8 37.0(3) . . . . ?
C10 C11 C12 N2 160.8(2) . . . . ?
C11 C12 N2 C13 85.3(3) . . . . ?
C12 C8 C9 C10 24.5(3) . . . . ?
C12 C8 N1 C1 -109.87(19) . . . . ?
C12 C8 N1 S1 62.0(2) . . . . ?
C13 C14 C15 C16 1.1(5) . . . . ?
C14 C13 C18 C17 0.1(4) . . . . ?
C14 C13 N2 C12 168.0(2) . . . . ?
C14 C15 C16 C17 -0.3(5) . . . . ?
C15 C16 C17 C18 -0.6(5) . . . . ?
C16 C17 C18 C13 0.7(4) . . . . ?
C18 C13 C14 C15 -1.0(4) . . . . ?
C18 C13 N2 C12 -11.9(4) . . . . ?
C19 C20 C21 C22 0.0(4) . . . . ?
C20 C19 C24 C23 4.0(4) . . . . ?
C20 C19 S1 N1 -86.0(2) . . . . ?
C20 C19 S1 O2 28.3(2) . . . . ?
C20 C19 S1 O3 160.6(2) . . . . ?
C20 C21 C22 C23 2.7(4) . . . . ?
C20 C21 C22 C25 -175.4(3) . . . . ?
C21 C22 C23 C24 -2.0(4) . . . . ?
C21 C22 C25 F1 -35.7(4) . . . . ?
C21 C22 C25 F2 -154.5(3) . . . . ?
C21 C22 C25 F3 81.5(4) . . . . ?
C22 C23 C24 C19 -1.3(4) . . . . ?
C23 C22 C25 F1 146.2(3) . . . . ?
C23 C22 C25 F2 27.4(4) . . . . ?
C23 C22 C25 F3 -96.6(4) . . . . ?
C24 C19 C20 C21 -3.3(4) . . . . ?
C24 C19 S1 N1 95.71(19) . . . . ?
C24 C19 S1 O2 -149.95(19) . . . . ?
C24 C19 S1 O3 -17.6(2) . . . . ?
C25 C22 C23 C24 176.0(2) . . . . ?
N1 C1 C2 C3 -173.9(2) . . . . ?
N1 C1 C2 C7 3.5(2) . . . . ?
N1 C8 C9 C10 147.8(2) . . . . ?
N1 C8 C12 C11 -164.56(18) . . . . ?
N1 C8 C12 N2 66.9(2) . . . . ?
N2 C13 C14 C15 179.0(3) . . . . ?
N2 C13 C18 C17 -179.9(2) . . . . ?
O1 C1 C2 C3 6.1(4) . . . . ?
O1 C1 C2 C7 -176.5(2) . . . . ?
O1 C1 N1 C8 171.59(19) . . . . ?
O1 C1 N1 S1 -0.8(3) . . . . ?
S1 C19 C20 C21 178.4(2) . . . . ?
S1 C19 C24 C23 -177.77(19) . . . . ?
C1' C2' C3' C4' 177.9(2) . . . . ?
C1' C2' C7' C6' -177.16(19) . . . . ?
C1' C2' C7' C8' 1.0(2) . . . . ?
C1' N1' S1' C19' 68.42(16) . . . . ?
C1' N1' S1' O2' -47.34(18) . . . . ?
C1' N1' S1' O3' -177.25(15) . . . . ?
C2' C1' N1' C8' -6.8(2) . . . . ?
C2' C1' N1' S1' -178.93(13) . . . . ?
C2' C3' C4' C5' -0.5(4) . . . . ?
C2' C7' C8' C9' -128.36(19) . . . . ?
C2' C7' C8' C12' 115.77(19) . . . . ?
C2' C7' C8' N1' -4.7(2) . . . . ?
C3' C2' C7' C6' 1.5(3) . . . . ?
C3' C2' C7' C8' 179.7(2) . . . . ?
C3' C4' C5' C6' 0.5(4) . . . . ?
C4' C5' C6' C7' 0.5(4) . . . . ?
C5' C6' C7' C2' -1.5(3) . . . . ?
C5' C6' C7' C8' -179.3(2) . . . . ?
C6' C7' C8' C9' 49.6(3) . . . . ?
C6' C7' C8' C12' -66.3(3) . . . . ?
C6' C7' C8' N1' 173.2(2) . . . . ?
C7' C2' C3' C4' -0.5(4) . . . . ?
C7' C8' C9' C10' -88.4(2) . . . . ?
C7' C8' C12' C11' 79.6(2) . . . . ?
C7' C8' C12' N2' -48.5(2) . . . . ?
C7' C8' N1' C1' 7.1(2) . . . . ?
C7' C8' N1' S1' 178.57(13) . . . . ?
C8' C9' C10' C11' -12.9(3) . . . . ?
C8' C12' N2' C13' -160.99(19) . . . . ?
C8' N1' S1' C19' -102.49(17) . . . . ?
C8' N1' S1' O2' 141.74(16) . . . . ?
C8' N1' S1' O3' 11.84(19) . . . . ?
C9' C8' C12' C11' -41.9(2) . . . . ?
C9' C8' C12' N2' -169.97(18) . . . . ?
C9' C8' N1' C1' 128.23(18) . . . . ?
C9' C8' N1' S1' -60.3(2) . . . . ?
C9' C10' C11' C12' -13.1(3) . . . . ?
C10' C11' C12' C8' 33.9(2) . . . . ?
C10' C11' C12' N2' 158.6(2) . . . . ?
C11' C12' N2' C13' 79.3(3) . . . . ?
C12' C8' C9' C10' 33.7(2) . . . . ?
C12' C8' N1' C1' -113.69(18) . . . . ?
C12' C8' N1' S1' 57.8(2) . . . . ?
C13' C14' C15' C16' 1.1(4) . . . . ?
C14' C13' C18' C17' -0.9(4) . . . . ?
C14' C13' N2' C12' -4.9(3) . . . . ?
C14' C15' C16' C17' -1.3(5) . . . . ?
C15' C16' C17' C18' 0.4(5) . . . . ?
C16' C17' C18' C13' 0.8(4) . . . . ?
C18' C13' C14' C15' 0.0(3) . . . . ?
C18' C13' N2' C12' 173.3(2) . . . . ?
C19' C20' C21' C22' -0.2(4) . . . . ?
C20' C19' C24' C23' 3.2(4) . . . . ?
C20' C19' S1' N1' -85.0(2) . . . . ?
C20' C19' S1' O2' 29.5(2) . . . . ?
C20' C19' S1' O3' 161.79(19) . . . . ?
C20' C21' C22' C23' 3.1(4) . . . . ?
C20' C21' C22' C25' -174.0(2) . . . . ?
C21' C22' C23' C24' -2.9(4) . . . . ?
C21' C22' C25' F1' 98.1(3) . . . . ?
C21' C22' C25' F2' -20.4(4) . . . . ?
C21' C22' C25' F3' -140.6(3) . . . . ?
C22' C23' C24' C19' -0.3(4) . . . . ?
C23' C22' C25' F1' -79.0(3) . . . . ?
C23' C22' C25' F2' 162.5(2) . . . . ?
C23' C22' C25' F3' 42.3(4) . . . . ?
C24' C19' C20' C21' -3.0(4) . . . . ?
C24' C19' S1' N1' 94.11(19) . . . . ?
C24' C19' S1' O2' -151.36(18) . . . . ?
C24' C19' S1' O3' -19.1(2) . . . . ?
C25' C22' C23' C24' 174.3(2) . . . . ?
N1' C1' C2' C3' -175.1(2) . . . . ?
N1' C1' C2' C7' 3.5(2) . . . . ?
N1' C8' C9' C10' 157.27(19) . . . . ?
N1' C8' C12' C11' -167.42(17) . . . . ?
N1' C8' C12' N2' 64.5(2) . . . . ?
N2' C13' C14' C15' 178.2(2) . . . . ?
N2' C13' C18' C17' -179.2(2) . . . . ?
O1' C1' C2' C3' 4.6(4) . . . . ?
O1' C1' C2' C7' -176.8(2) . . . . ?
O1' C1' N1' C8' 173.46(19) . . . . ?
O1' C1' N1' S1' 1.3(3) . . . . ?
S1' C19' C20' C21' 176.1(2) . . . . ?
S1' C19' C24' C23' -175.89(18) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lss2
_database_code_depnum_ccdc_archive 'CCDC 2080355'
loop_
_audit_author_name
_audit_author_address
'Zhiyong Jiang'
;Henan Normal University
China
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2022-03-03 downloaded from the CCDC.
;
_audit_creation_date             2021-01-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 F3 N O5 S'
_chemical_formula_sum            'C36 H32 F3 N O5 S'
_chemical_formula_weight         647.68
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O5N1S1F3
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   29.3277(9)
_cell_length_b                   7.49483(19)
_cell_length_c                   18.2663(6)
_cell_angle_alpha                90
_cell_angle_beta                 124.382(5)
_cell_angle_gamma                90
_cell_volume                     3313.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5890
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.5440
_cell_measurement_theta_min      4.8410
_shelx_estimated_absorpt_T_max   0.910
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    1.378
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15762
_diffrn_reflns_point_group_measured_fraction_full 0.899
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.872
_diffrn_reflns_theta_min         3.652
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00  15.00   0.60    3.00    --  -33.50   0.00 -60.00  200
  2  ω    -93.00 -67.80   0.60    3.00    --  -33.50 -57.00  90.00   42
  3  ω    -49.00  34.40   0.60    3.00    --  -33.50  57.00 -60.00  139
  4  ω     22.00  73.00   0.60    3.00    --   36.47  57.00   0.00   85
  5  ω     76.00 102.40   0.60    3.00    --   36.47  19.00 -30.00   44
  6  ω     79.80 105.00   0.60    3.00    --   36.47  57.00   0.00   42
  7  ω     56.00 106.40   0.60    3.00    --   36.47  37.00  60.00   84
  8  ω     22.00  53.20   0.60    3.00    --   36.47  19.00-150.00   52
  9  ω     19.00  52.00   0.60    3.00    --   36.47  57.00 -60.00   55
 10  ω     19.00  48.40   0.60    3.00    --   36.47  57.00 120.00   49
 11  ω     21.00  47.40   0.60    3.00    --   36.47  37.00  90.00   44
 12  ω     72.00 105.00   0.60    3.00    --   36.47 178.00 -60.00   55
 13  ω     45.00  73.20   0.60    3.00    --   36.47-167.00 -18.00   47
 14  ω      6.00  32.40   0.60    3.00    --   36.47  19.00 -30.00   44
 15  ω     85.00 111.40   0.60    3.00    --   36.47-167.00 -18.00   44
 16  ω     11.00  37.40   0.60    3.00    --   36.47  77.00   0.00   44
 17  ω      9.00  75.00   0.60    3.00    --   36.47  77.00-180.00  110
 18  ω     79.80 105.00   0.60    3.00    --   36.47  57.00 -90.00   42
 19  ω     16.00  67.60   0.60    3.00    --   36.47  77.00  90.00   86
 20  ω     19.00  73.00   0.60    3.00    --   36.47  37.00-120.00   90
 21  ω     42.00  75.00   0.60    3.00    --   36.47  37.00 120.00   55
 22  ω     18.00  47.40   0.60    3.00    --   36.47 -77.00 -60.00   49
 23  ω     76.00 101.20   0.60    3.00    --   36.47  57.00  60.00   42
 24  ω     29.00  62.00   0.60    3.00    --   36.47  57.00 -30.00   55
 25  ω      8.00  42.20   0.60    3.00    --   36.47  77.00 150.00   57
 26  ω     79.00 104.20   0.60   10.00    --  108.00  77.00-180.00   42
 27  ω     82.00 115.60   0.60   10.00    --  108.00  30.00-150.00   56
 28  ω     38.00  88.40   0.60   10.00    --  108.00 -94.00  30.00   84
 29  ω     84.00 113.40   0.60   10.00    --  108.00  30.00 -90.00   49
 30  ω     79.00 104.20   0.60   10.00    --  108.00  77.00 120.00   42
 31  ω    139.00 168.40   0.60   10.00    --  108.00  45.00 120.00   49
 32  ω     39.00 108.00   0.60   10.00    --  108.00 -94.00-180.00  115
 33  ω    121.00 162.40   0.60   10.00    --  108.00  77.00  90.00   69
 34  ω     88.00 119.20   0.60   10.00    --  108.00  45.00 120.00   52
 35  ω    141.00 168.00   0.60   10.00    --  108.00  77.00-150.00   45
 36  ω     88.00 113.20   0.60   10.00    --  108.00  61.00-180.00   42
 37  ω     79.00 104.20   0.60   10.00    --  108.00  77.00  90.00   42
 38  ω     88.00 113.20   0.60   10.00    --  108.00  61.00 150.00   42
 39  ω    129.00 156.00   0.60   10.00    --  108.00  77.00 150.00   45
 40  ω     83.00 108.20   0.60   10.00    --  108.00  30.00 120.00   42
 41  ω    116.80 177.40   0.60   10.00    --  108.00  30.00-120.00  101
 42  ω     79.00 110.20   0.60   10.00    --  108.00  77.00 150.00   52
 43  ω     79.00 104.20   0.60   10.00    --  108.00  77.00-150.00   42
 44  ω    150.00 174.60   0.60   10.00    --  108.00  61.00-120.00   41
 45  ω     83.00 108.20   0.60   10.00    --  108.00  30.00-120.00   42
 46  ω     88.00 114.40   0.60   10.00    --  108.00  45.00-180.00   44
 47  ω     88.00 114.40   0.60   10.00    --  108.00  61.00-120.00   44
 48  ω     63.00 137.40   0.60   10.00    --  108.00  15.00-150.00  124
 49  ω     63.00  89.40   0.60   10.00    --  108.00  15.00 -90.00   44
 50  ω     82.00 117.40   0.60   10.00    --  108.00  30.00 150.00   59
 51  ω     79.00 105.40   0.60   10.00    --  108.00  77.00-120.00   44
 52  ω     83.00 108.20   0.60   10.00    --  108.00  30.00-180.00   42
 53  ω     88.00 114.40   0.60   10.00    --  108.00  61.00 120.00   44
 54  ω     88.00 113.20   0.60   10.00    --  108.00  61.00-150.00   42
 55  ω    120.00 171.00   0.60   10.00    --  108.00  77.00-180.00   85
 56  ω     38.00 128.00   0.60   10.00    --  108.00 -45.00-120.00  150
 57  ω     40.00 127.00   0.60   10.00    --  108.00 -77.00  60.00  145
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0621462706
_diffrn_orient_matrix_UB_12      -0.0338762361
_diffrn_orient_matrix_UB_13      -0.0445805978
_diffrn_orient_matrix_UB_21      0.0091926044
_diffrn_orient_matrix_UB_22      -0.0033745991
_diffrn_orient_matrix_UB_23      0.0917715124
_diffrn_orient_matrix_UB_31      -0.0102386383
_diffrn_orient_matrix_UB_32      0.2027286219
_diffrn_orient_matrix_UB_33      -0.0059282301
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.651
_reflns_Friedel_fraction_full    0.781
_reflns_Friedel_fraction_max     0.758
_reflns_number_gt                5001
_reflns_number_total             5649
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 1724 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(15)
_refine_ls_extinction_coef       0.00100(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         5649
_refine_ls_number_restraints     89
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0877P)²+1.0127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1436
_refine_ls_wR_factor_ref         0.1521
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F3-S1
 2.2 with sigma of 0.02
 O5A-O4A
 2.5 with sigma of 0.02
 F3A-C22A
 1.35 with sigma of 0.02
 C22A-O5A
 2.5 with sigma of 0.02
 S1A-F3A
 2.5 with sigma of 0.02
 S1A-O5A
 1.5 with sigma of 0.02
 O4A-S1A
 1.5 with sigma of 0.02
 C22-O4A
 1.5 with sigma of 0.02
 C22A-F3A
 1.4 with sigma of 0.02
 F1A-F3A
 2.2 with sigma of 0.02
 F2A-F3A
 2.2 with sigma of 0.02
 C22-S1
 1.65 with sigma of 0.02
 S1-O5
 1.68 with sigma of 0.02
 C22A-S1A
 1.68 with sigma of 0.02
 S1A-O4A
 1.5 with sigma of 0.02
 S1-O4
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F2A) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F1A)
\\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(F3A) \\sim Ueq,
Uanis(F3) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O5A) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(S1) = Uanis(S1A)
Uanis(O5) = Uanis(O5A)
Uanis(O4) = Uanis(O4A)
Uanis(O3) = Uanis(O3A)
Uanis(C22) = Uanis(C22A)
Uanis(F1) = Uanis(F1A)
Uanis(F2) = Uanis(F2A)
Uanis(F3) = Uanis(F3A)
4. Others
 Sof(S1A)=Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(O3A)=Sof(O4A)=Sof(O5A)=Sof(C22A)=1-
 FVAR(1)
 Sof(S1)=Sof(F1)=Sof(F2)=Sof(F3)=Sof(O3)=Sof(O4)=Sof(O5)=Sof(C22)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C15(H15)
5.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C30(H30A,H30B)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C17(H17), C18(H18),
 C20(H20), C21(H21), C24(H24), C26(H26), C27(H27), C32(H32), C33(H33), C34(H34),
  C35(H35), C36(H36)
5.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
S1 S 0.85490(10) 0.3574(7) 1.01241(17) 0.1420(14) Uani 0.718(4) 1 d D . P A 1
S1A S 0.8448(3) 0.5103(17) 0.9846(5) 0.1420(14) Uani 0.282(4) 1 d D . P A 2
F1 F 0.8349(4) 0.5621(16) 1.1061(6) 0.186(4) Uani 0.718(4) 1 d . U P A 1
F2 F 0.7681(4) 0.505(2) 0.9798(8) 0.226(6) Uani 0.718(4) 1 d . U P A 1
F3 F 0.8222(7) 0.6623(18) 0.9815(10) 0.250(6) Uani 0.718(4) 1 d D U P A 1
F1A F 0.8428(12) 0.426(4) 1.1203(16) 0.186(4) Uani 0.282(4) 1 d D U P A 2
F2A F 0.7731(11) 0.358(6) 1.004(2) 0.226(6) Uani 0.282(4) 1 d D U P A 2
F3A F 0.8478(16) 0.211(3) 1.041(2) 0.250(6) Uani 0.282(4) 1 d D U P A 2
O1 O 0.57090(12) -0.2066(4) 0.26702(18) 0.0710(8) Uani 1 1 d . . . . .
O2 O 0.75022(9) -0.1740(4) 0.61508(17) 0.0612(7) Uani 1 1 d . . . . .
O3 O 0.8362(4) 0.3495(19) 0.9186(8) 0.110(4) Uani 0.718(4) 1 d . . P A 1
O4 O 0.8262(6) 0.200(2) 1.0308(9) 0.240(7) Uani 0.718(4) 1 d D U P A 1
O5 O 0.9115(3) 0.3777(19) 1.0679(6) 0.182(5) Uani 0.718(4) 1 d D U P A 1
O3A O 0.8253(12) 0.413(6) 0.902(2) 0.110(4) Uani 0.282(4) 1 d . . P A 2
O4A O 0.8483(13) 0.698(3) 1.026(2) 0.240(7) Uani 0.282(4) 1 d D U P A 2
O5A O 0.9072(8) 0.478(4) 1.0371(18) 0.182(5) Uani 0.282(4) 1 d D U P A 2
N1 N 0.66123(12) 0.0265(4) 0.5594(2) 0.0541(7) Uani 1 1 d . . . . .
H1 H 0.6923(18) 0.051(6) 0.608(3) 0.058(11) Uiso 1 1 d . . . . .
C1 C 0.52039(17) 0.1551(7) 0.7592(3) 0.0683(11) Uani 1 1 d . . . . .
H1A H 0.5003 0.0820 0.7724 0.082 Uiso 1 1 calc R . . . .
C2 C 0.5328(2) 0.3220(8) 0.7915(3) 0.0796(13) Uani 1 1 d . . . . .
H2 H 0.5205 0.3641 0.8253 0.095 Uiso 1 1 calc R . . . .
C3 C 0.5644(2) 0.4335(7) 0.7747(3) 0.0773(12) Uani 1 1 d . . . . .
H3 H 0.5734 0.5481 0.7983 0.093 Uiso 1 1 calc R . . . .
C4 C 0.58199(17) 0.3741(6) 0.7236(3) 0.0625(9) Uani 1 1 d . . . . .
H4 H 0.6036 0.4484 0.7141 0.075 Uiso 1 1 calc R . . . .
C5 C 0.56794(13) 0.2019(5) 0.6850(2) 0.0500(7) Uani 1 1 d . . . . .
C6 C 0.53720(13) 0.0879(5) 0.7055(2) 0.0543(8) Uani 1 1 d . . . . .
C7 C 0.52483(13) -0.0866(5) 0.6736(3) 0.0592(9) Uani 1 1 d . . . . .
H7 H 0.5056 -0.1605 0.6881 0.071 Uiso 1 1 calc R . . . .
C8 C 0.54059(15) -0.1493(6) 0.6218(3) 0.0621(9) Uani 1 1 d . . . . .
H8 H 0.5325 -0.2665 0.6016 0.074 Uiso 1 1 calc R . . . .
C9 C 0.56921(13) -0.0383(5) 0.5980(2) 0.0542(8) Uani 1 1 d . . . . .
H9 H 0.5787 -0.0834 0.5609 0.065 Uiso 1 1 calc R . . . .
C10 C 0.58346(12) 0.1335(5) 0.6280(2) 0.0469(7) Uani 1 1 d . . . . .
C11 C 0.61584(13) 0.2513(5) 0.6039(2) 0.0490(7) Uani 1 1 d . . . . .
C12 C 0.58348(17) 0.4267(6) 0.5559(3) 0.0630(9) Uani 1 1 d . . . . .
H12A H 0.5450 0.4141 0.5351 0.076 Uiso 1 1 calc R . . . .
H12B H 0.5991 0.5262 0.5970 0.076 Uiso 1 1 calc R . . . .
C13 C 0.5876(2) 0.4623(6) 0.4772(3) 0.0754(12) Uani 1 1 d . . . . .
H13A H 0.5519 0.4480 0.4216 0.090 Uiso 1 1 calc R . . . .
H13B H 0.6008 0.5825 0.4801 0.090 Uiso 1 1 calc R . . . .
C14 C 0.62839(17) 0.3259(6) 0.4851(3) 0.0650(10) Uani 1 1 d . . . . .
H14A H 0.6659 0.3707 0.5215 0.078 Uiso 1 1 calc R . . . .
H14B H 0.6199 0.2940 0.4272 0.078 Uiso 1 1 calc R . . . .
C15 C 0.62055(13) 0.1662(5) 0.5293(2) 0.0498(7) Uani 1 1 d . . . . .
H15 H 0.5846 0.1133 0.4851 0.060 Uiso 1 1 calc R . . . .
C16 C 0.67365(14) 0.2857(6) 0.6867(2) 0.0565(9) Uani 1 1 d . . . . .
C17 C 0.69943(15) 0.1561(6) 0.7519(3) 0.0619(9) Uani 1 1 d . . . . .
H17 H 0.6807 0.0500 0.7439 0.074 Uiso 1 1 calc R . . . .
C18 C 0.75191(17) 0.1777(8) 0.8284(3) 0.0795(13) Uani 1 1 d . . . . .
H18 H 0.7688 0.0882 0.8710 0.095 Uiso 1 1 calc R . . . .
C19 C 0.77809(18) 0.3389(10) 0.8386(3) 0.0948(19) Uani 1 1 d . . . . .
C20 C 0.7552(2) 0.4684(10) 0.7768(4) 0.0993(19) Uani 1 1 d . . . . .
H20 H 0.7744 0.5735 0.7853 0.119 Uiso 1 1 calc R . . . .
C21 C 0.7026(2) 0.4442(7) 0.7005(3) 0.0791(13) Uani 1 1 d . . . . .
H21 H 0.6866 0.5342 0.6581 0.095 Uiso 1 1 calc R . . . .
C22 C 0.8230(5) 0.530(2) 1.0302(9) 0.140(4) Uani 0.718(4) 1 d D U P A 1
C23 C 0.66178(12) -0.0818(5) 0.4978(2) 0.0482(7) Uani 1 1 d . . . . .
C24 C 0.61810(13) -0.0917(5) 0.4098(2) 0.0522(8) Uani 1 1 d . . . . .
H24 H 0.5876 -0.0182 0.3892 0.063 Uiso 1 1 calc R . . . .
C25 C 0.61858(15) -0.2090(5) 0.3512(2) 0.0575(8) Uani 1 1 d . . . . .
C26 C 0.66447(16) -0.3116(6) 0.3792(3) 0.0629(9) Uani 1 1 d . . . . .
H26 H 0.6656 -0.3870 0.3398 0.075 Uiso 1 1 calc R . . . .
C27 C 0.70909(15) -0.3010(6) 0.4669(3) 0.0608(9) Uani 1 1 d . . . . .
H27 H 0.7403 -0.3695 0.4858 0.073 Uiso 1 1 calc R . . . .
C28 C 0.70848(13) -0.1917(5) 0.5271(2) 0.0512(8) Uani 1 1 d . . . . .
C29 C 0.5691(3) -0.3137(9) 0.2014(3) 0.1024(19) Uani 1 1 d . . . . .
H29A H 0.5348 -0.2939 0.1452 0.154 Uiso 1 1 calc GR . . . .
H29B H 0.5720 -0.4372 0.2174 0.154 Uiso 1 1 calc GR . . . .
H29C H 0.5993 -0.2824 0.1972 0.154 Uiso 1 1 calc GR . . . .
C30 C 0.79828(14) -0.2768(6) 0.6468(3) 0.0616(10) Uani 1 1 d . . . . .
H30A H 0.8137 -0.2485 0.6132 0.074 Uiso 1 1 calc R . . . .
H30B H 0.7888 -0.4026 0.6387 0.074 Uiso 1 1 calc R . . . .
C31 C 0.84016(15) -0.2396(6) 0.7430(3) 0.0604(9) Uani 1 1 d . . . . .
C32 C 0.83181(17) -0.1221(7) 0.7922(3) 0.0762(12) Uani 1 1 d . . . . .
H32 H 0.7989 -0.0585 0.7652 0.091 Uiso 1 1 calc R . . . .
C33 C 0.8718(2) -0.0978(9) 0.8812(3) 0.0910(16) Uani 1 1 d . . . . .
H33 H 0.8653 -0.0187 0.9136 0.109 Uiso 1 1 calc R . . . .
C34 C 0.9205(2) -0.1874(10) 0.9224(3) 0.0985(17) Uani 1 1 d . . . . .
H34 H 0.9472 -0.1704 0.9826 0.118 Uiso 1 1 calc R . . . .
C35 C 0.9297(2) -0.3044(9) 0.8736(4) 0.0993(18) Uani 1 1 d . . . . .
H35 H 0.9629 -0.3662 0.9007 0.119 Uiso 1 1 calc R . . . .
C36 C 0.89010(18) -0.3290(8) 0.7861(3) 0.0819(13) Uani 1 1 d . . . . .
H36 H 0.8968 -0.4085 0.7540 0.098 Uiso 1 1 calc R . . . .
C22A C 0.8287(12) 0.377(3) 1.0457(19) 0.140(4) Uani 0.282(4) 1 d D 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
S1 O3 1.476(14) . ?
S1 O4 1.591(14) . ?
S1 O5 1.380(9) . ?
S1 C22 1.731(13) . ?
S1A O3A 1.47(4) . ?
S1A O4A 1.574(17) . ?
S1A O5A 1.534(18) . ?
S1A C22A 1.75(2) . ?
F1 C22 1.248(14) . ?
F2 C22 1.343(16) . ?
F3 C22 1.322(19) . ?
F1A C22A 1.24(3) . ?
F2A C22A 1.36(4) . ?
F3A C22A 1.389(18) . ?
O1 C25 1.376(5) . ?
O1 C29 1.418(6) . ?
O2 C28 1.370(4) . ?
O2 C30 1.412(4) . ?
O3 C19 1.496(10) . ?
O3A C19 1.33(4) . ?
N1 H1 0.86(4) . ?
N1 C15 1.443(4) . ?
N1 C23 1.395(4) . ?
C1 H1A 0.9300 . ?
C1 C2 1.343(7) . ?
C1 C6 1.415(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.404(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.416(6) . ?
C5 C6 1.437(5) . ?
C5 C10 1.446(5) . ?
C6 C7 1.394(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.350(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.413(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(5) . ?
C10 C11 1.532(4) . ?
C11 C12 1.568(5) . ?
C11 C15 1.580(4) . ?
C11 C16 1.527(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.533(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.517(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.532(5) . ?
C15 H15 0.9800 . ?
C16 C17 1.385(6) . ?
C16 C21 1.398(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(9) . ?
C19 C20 1.345(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(7) . ?
C21 H21 0.9300 . ?
C23 C24 1.380(5) . ?
C23 C28 1.419(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.390(5) . ?
C25 C26 1.374(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.379(5) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.495(6) . ?
C31 C32 1.376(6) . ?
C31 C36 1.383(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.378(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.358(8) . ?
C34 H34 0.9300 . ?
C34 C35 1.381(8) . ?
C35 H35 0.9300 . ?
C35 C36 1.358(7) . ?
C36 H36 0.9300 . ?

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
O3 S1 O4 108.8(9) . . ?
O3 S1 C22 111.2(6) . . ?
O4 S1 C22 96.3(9) . . ?
O5 S1 O3 111.1(7) . . ?
O5 S1 O4 119.1(8) . . ?
O5 S1 C22 109.4(7) . . ?
O3A S1A O4A 145(2) . . ?
O3A S1A O5A 101.4(17) . . ?
O3A S1A C22A 106(2) . . ?
O4A S1A C22A 99.9(15) . . ?
O5A S1A O4A 96.3(13) . . ?
O5A S1A C22A 99.6(13) . . ?
C25 O1 C29 117.8(3) . . ?
C28 O2 C30 116.9(3) . . ?
S1 O3 C19 127.4(10) . . ?
C19 O3A S1A 136(3) . . ?
C15 N1 H1 114(3) . . ?
C23 N1 H1 118(3) . . ?
C23 N1 C15 119.8(3) . . ?
C2 C1 H1A 119.3 . . ?
C2 C1 C6 121.4(4) . . ?
C6 C1 H1A 119.3 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.5(4) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.3(4) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 117.4(3) . . ?
C4 C5 C10 124.1(3) . . ?
C6 C5 C10 118.4(3) . . ?
C1 C6 C5 119.0(4) . . ?
C7 C6 C1 120.9(4) . . ?
C7 C6 C5 120.1(3) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.5(3) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.6(4) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 119.0 . . ?
C10 C9 C8 122.1(3) . . ?
C10 C9 H9 119.0 . . ?
C5 C10 C11 120.1(3) . . ?
C9 C10 C5 118.2(3) . . ?
C9 C10 C11 121.7(3) . . ?
C10 C11 C12 111.5(3) . . ?
C10 C11 C15 112.7(3) . . ?
C12 C11 C15 100.2(3) . . ?
C16 C11 C10 109.6(3) . . ?
C16 C11 C12 113.2(3) . . ?
C16 C11 C15 109.5(2) . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
C13 C12 C11 109.1(3) . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C12 C13 H13A 110.6 . . ?
C12 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
C14 C13 C12 105.6(3) . . ?
C14 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
C13 C14 H14A 111.1 . . ?
C13 C14 H14B 111.1 . . ?
C13 C14 C15 103.4(3) . . ?
H14A C14 H14B 109.0 . . ?
C15 C14 H14A 111.1 . . ?
C15 C14 H14B 111.1 . . ?
N1 C15 C11 114.8(3) . . ?
N1 C15 C14 115.5(3) . . ?
N1 C15 H15 107.2 . . ?
C11 C15 H15 107.2 . . ?
C14 C15 C11 104.5(3) . . ?
C14 C15 H15 107.2 . . ?
C17 C16 C11 119.6(3) . . ?
C17 C16 C21 117.4(4) . . ?
C21 C16 C11 123.0(4) . . ?
C16 C17 H17 118.6 . . ?
C16 C17 C18 122.8(5) . . ?
C18 C17 H17 118.6 . . ?
C17 C18 H18 121.6 . . ?
C17 C18 C19 116.9(5) . . ?
C19 C18 H18 121.6 . . ?
O3A C19 C18 135(2) . . ?
O3A C19 C20 102.3(19) . . ?
C18 C19 O3 114.6(8) . . ?
C20 C19 O3 122.4(8) . . ?
C20 C19 C18 122.7(4) . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.6(5) . . ?
C21 C20 H20 120.2 . . ?
C16 C21 H21 119.7 . . ?
C20 C21 C16 120.6(5) . . ?
C20 C21 H21 119.7 . . ?
F1 C22 S1 120.7(12) . . ?
F1 C22 F2 105.2(11) . . ?
F1 C22 F3 119.3(15) . . ?
F2 C22 S1 109.6(10) . . ?
F3 C22 S1 104.0(10) . . ?
F3 C22 F2 94.8(13) . . ?
N1 C23 C28 118.8(3) . . ?
C24 C23 N1 123.0(3) . . ?
C24 C23 C28 118.1(3) . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.6(3) . . ?
C25 C24 H24 119.2 . . ?
O1 C25 C24 114.0(3) . . ?
C26 C25 O1 125.9(3) . . ?
C26 C25 C24 120.1(3) . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 119.0(3) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 119.1 . . ?
C28 C27 C26 121.9(3) . . ?
C28 C27 H27 119.1 . . ?
O2 C28 C23 114.8(3) . . ?
O2 C28 C27 126.0(3) . . ?
C27 C28 C23 119.2(3) . . ?
O1 C29 H29A 109.5 . . ?
O1 C29 H29B 109.5 . . ?
O1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O2 C30 H30A 109.6 . . ?
O2 C30 H30B 109.6 . . ?
O2 C30 C31 110.4(3) . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 H30A 109.6 . . ?
C31 C30 H30B 109.6 . . ?
C32 C31 C30 123.8(3) . . ?
C32 C31 C36 117.4(4) . . ?
C36 C31 C30 118.8(4) . . ?
C31 C32 H32 119.7 . . ?
C31 C32 C33 120.6(4) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 121.1(5) . . ?
C34 C33 H33 119.5 . . ?
C33 C34 H34 120.5 . . ?
C33 C34 C35 119.0(5) . . ?
C35 C34 H34 120.5 . . ?
C34 C35 H35 120.1 . . ?
C36 C35 C34 119.9(5) . . ?
C36 C35 H35 120.1 . . ?
C31 C36 H36 119.0 . . ?
C35 C36 C31 122.1(5) . . ?
C35 C36 H36 119.0 . . ?
F1A C22A S1A 119(2) . . ?
F1A C22A F2A 101(2) . . ?
F1A C22A F3A 116(3) . . ?
F2A C22A S1A 112(3) . . ?
F2A C22A F3A 106(3) . . ?
F3A C22A S1A 102.4(17) . . ?

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
S1 O3 C19 C18 -69.9(12) . . . . ?
S1 O3 C19 C20 116.7(12) . . . . ?
S1A O3A C19 C18 -82(4) . . . . ?
S1A O3A C19 C20 96(4) . . . . ?
O1 C25 C26 C27 -178.9(4) . . . . ?
O2 C30 C31 C32 0.5(6) . . . . ?
O2 C30 C31 C36 179.7(4) . . . . ?
O3 S1 C22 F1 -177.5(13) . . . . ?
O3 S1 C22 F2 60.2(15) . . . . ?
O3 S1 C22 F3 -40.2(14) . . . . ?
O3 C19 C20 C21 174.7(7) . . . . ?
O4 S1 O3 C19 50.8(15) . . . . ?
O4 S1 C22 F1 69.6(14) . . . . ?
O4 S1 C22 F2 -52.8(12) . . . . ?
O4 S1 C22 F3 -153.1(11) . . . . ?
O5 S1 O3 C19 -176.2(11) . . . . ?
O5 S1 C22 F1 -54.4(15) . . . . ?
O5 S1 C22 F2 -176.7(11) . . . . ?
O5 S1 C22 F3 83.0(12) . . . . ?
O3A S1A C22A F1A 177(2) . . . . ?
O3A S1A C22A F2A -65(2) . . . . ?
O3A S1A C22A F3A 48(3) . . . . ?
O3A C19 C20 C21 -176.3(18) . . . . ?
O4A S1A O3A C19 -84(6) . . . . ?
O4A S1A C22A F1A -26(3) . . . . ?
O4A S1A C22A F2A 92(2) . . . . ?
O4A S1A C22A F3A -155(2) . . . . ?
O5A S1A O3A C19 156(4) . . . . ?
O5A S1A C22A F1A 72(3) . . . . ?
O5A S1A C22A F2A -170(2) . . . . ?
O5A S1A C22A F3A -57(3) . . . . ?
N1 C23 C24 C25 -176.0(3) . . . . ?
N1 C23 C28 O2 -2.4(4) . . . . ?
N1 C23 C28 C27 179.1(3) . . . . ?
C1 C2 C3 C4 1.2(7) . . . . ?
C1 C6 C7 C8 179.4(4) . . . . ?
C2 C1 C6 C5 -0.4(6) . . . . ?
C2 C1 C6 C7 178.9(4) . . . . ?
C2 C3 C4 C5 1.5(7) . . . . ?
C3 C4 C5 C6 -3.5(5) . . . . ?
C3 C4 C5 C10 177.7(4) . . . . ?
C4 C5 C6 C1 2.9(5) . . . . ?
C4 C5 C6 C7 -176.4(3) . . . . ?
C4 C5 C10 C9 177.3(3) . . . . ?
C4 C5 C10 C11 -1.7(5) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C5 C10 C11 C12 -58.9(4) . . . . ?
C5 C10 C11 C15 -170.6(3) . . . . ?
C5 C10 C11 C16 67.2(4) . . . . ?
C6 C1 C2 C3 -1.7(7) . . . . ?
C6 C5 C10 C9 -1.5(4) . . . . ?
C6 C5 C10 C11 179.5(3) . . . . ?
C6 C7 C8 C9 -0.9(6) . . . . ?
C7 C8 C9 C10 1.9(6) . . . . ?
C8 C9 C10 C5 -0.6(5) . . . . ?
C8 C9 C10 C11 178.3(3) . . . . ?
C9 C10 C11 C12 122.2(3) . . . . ?
C9 C10 C11 C15 10.4(4) . . . . ?
C9 C10 C11 C16 -111.7(4) . . . . ?
C10 C5 C6 C1 -178.2(3) . . . . ?
C10 C5 C6 C7 2.5(5) . . . . ?
C10 C11 C12 C13 -136.7(4) . . . . ?
C10 C11 C15 N1 -77.8(4) . . . . ?
C10 C11 C15 C14 154.6(3) . . . . ?
C10 C11 C16 C17 32.4(4) . . . . ?
C10 C11 C16 C21 -147.7(3) . . . . ?
C11 C12 C13 C14 -7.6(5) . . . . ?
C11 C16 C17 C18 179.6(3) . . . . ?
C11 C16 C21 C20 -179.8(4) . . . . ?
C12 C11 C15 N1 163.6(3) . . . . ?
C12 C11 C15 C14 36.0(3) . . . . ?
C12 C11 C16 C17 157.6(3) . . . . ?
C12 C11 C16 C21 -22.5(4) . . . . ?
C12 C13 C14 C15 30.5(5) . . . . ?
C13 C14 C15 N1 -169.4(3) . . . . ?
C13 C14 C15 C11 -42.3(4) . . . . ?
C15 N1 C23 C24 -15.5(5) . . . . ?
C15 N1 C23 C28 166.7(3) . . . . ?
C15 C11 C12 C13 -17.3(4) . . . . ?
C15 C11 C16 C17 -91.6(4) . . . . ?
C15 C11 C16 C21 88.3(4) . . . . ?
C16 C11 C12 C13 99.2(4) . . . . ?
C16 C11 C15 N1 44.4(4) . . . . ?
C16 C11 C15 C14 -83.2(3) . . . . ?
C16 C17 C18 C19 1.1(6) . . . . ?
C17 C16 C21 C20 0.1(6) . . . . ?
C17 C18 C19 O3 -175.3(7) . . . . ?
C17 C18 C19 O3A 175(2) . . . . ?
C17 C18 C19 C20 -1.9(7) . . . . ?
C18 C19 C20 C21 1.8(8) . . . . ?
C19 C20 C21 C16 -0.8(8) . . . . ?
C21 C16 C17 C18 -0.3(6) . . . . ?
C22 S1 O3 C19 -54.0(15) . . . . ?
C23 N1 C15 C11 167.5(3) . . . . ?
C23 N1 C15 C14 -70.7(4) . . . . ?
C23 C24 C25 O1 177.6(3) . . . . ?
C23 C24 C25 C26 -3.6(6) . . . . ?
C24 C23 C28 O2 179.8(3) . . . . ?
C24 C23 C28 C27 1.2(5) . . . . ?
C24 C25 C26 C27 2.4(6) . . . . ?
C25 C26 C27 C28 0.6(6) . . . . ?
C26 C27 C28 O2 179.2(4) . . . . ?
C26 C27 C28 C23 -2.4(6) . . . . ?
C28 O2 C30 C31 178.7(3) . . . . ?
C28 C23 C24 C25 1.7(5) . . . . ?
C29 O1 C25 C24 176.1(4) . . . . ?
C29 O1 C25 C26 -2.7(7) . . . . ?
C30 O2 C28 C23 -178.2(3) . . . . ?
C30 O2 C28 C27 0.2(5) . . . . ?
C30 C31 C32 C33 178.3(5) . . . . ?
C30 C31 C36 C35 -178.8(5) . . . . ?
C31 C32 C33 C34 0.6(9) . . . . ?
C32 C31 C36 C35 0.5(8) . . . . ?
C32 C33 C34 C35 0.1(10) . . . . ?
C33 C34 C35 C36 -0.5(11) . . . . ?
C34 C35 C36 C31 0.3(10) . . . . ?
C36 C31 C32 C33 -0.9(7) . . . . ?
C22A S1A O3A C19 53(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.421
_oxdiff_exptl_absorpt_empirical_full_min 0.848
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20210476
_database_code_depnum_ccdc_archive 'CCDC 2080354'
loop_
_audit_author_name
_audit_author_address
'Zhiyong Jiang'
;Henan Normal University
China
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2022-03-03 downloaded from the CCDC.
;
_audit_creation_date             2021-04-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H34 Cl N O2'
_chemical_formula_sum            'C33 H34 Cl N O2'
_chemical_formula_weight         512.06
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O5N2
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.1324(7)
_cell_length_b                   7.5493(6)
_cell_length_c                   16.7445(13)
_cell_angle_alpha                90
_cell_angle_beta                 90.526(7)
_cell_angle_gamma                90
_cell_volume                     1407.18(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3626
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.3700
_cell_measurement_theta_min      3.9500
_shelx_estimated_absorpt_T_max   0.871
_shelx_estimated_absorpt_T_min   0.837
_exptl_absorpt_coefficient_mu    1.423
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12005
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.554
_diffrn_reflns_theta_min         3.971
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  32.00   1.00    2.00    --  -33.50  57.00  90.00   30
  2  ω    -65.00 -15.00   1.00    2.00    --  -33.50 -57.00 150.00   50
  3  ω   -108.00 -80.00   1.00    2.00    --  -33.50 178.00  90.00   28
  4  ω     17.00  43.00   1.00    2.00    --   36.47  19.00 -30.00   26
  5  ω     -3.00  75.00   1.00    2.00    --   36.47 -99.00  90.00   78
  6  ω     68.00 106.00   1.00    2.00    --   36.47  37.00-150.00   38
  7  ω     20.00 104.00   1.00    2.00    --   36.47  57.00 -90.00   84
  8  ω     25.00  50.00   1.00    2.00    --   36.47  77.00  30.00   25
  9  ω    -31.00  53.00   1.00    2.00    --   36.47 -57.00-180.00   84
 10  ω     38.00  64.00   1.00    2.00    --   36.47  19.00   0.00   26
 11  ω     -8.00  19.00   1.00    2.00    --   36.47 106.00 109.10   27
 12  ω     15.00  73.00   1.00    2.00    --   36.47  77.00 -60.00   58
 13  ω      9.00  63.00   1.00    2.00    --   36.47  77.00-180.00   54
 14  ω     83.00 109.00   1.00    2.00    --   36.47  19.00-120.00   26
 15  ω     55.00  80.00   1.00    2.00    --   36.47  19.00 -30.00   25
 16  ω     76.00 106.00   1.00    2.00    --   36.47 178.00  30.00   30
 17  ω     58.00 108.00   1.00    2.00    --   36.47 178.00-120.00   50
 18  ω     15.00  48.00   1.00    2.00    --   36.47  37.00-150.00   33
 19  ω    130.00 177.00   1.00    9.00    --  108.00  77.00 -30.00   47
 20  ω     37.00  77.00   1.00    9.00    --  108.00 -30.00-150.00   40
 21  ω     79.00 105.00   1.00    9.00    --  108.00  77.00 -30.00   26
 22  ω     39.00 108.00   1.00    9.00    --  108.00 -94.00 -30.00   69
 23  ω     82.00 114.00   1.00    9.00    --  108.00  30.00   0.00   32
 24  ω    139.00 175.00   1.00    9.00    --  108.00  61.00-150.00   36
 25  ω     82.00 112.00   1.00    9.00    --  108.00  30.00 -60.00   30
 26  ω     88.00 114.00   1.00    9.00    --  108.00  61.00 -60.00   26
 27  ω     57.00 128.00   1.00    9.00    --  108.00 -61.00 -60.00   71
 28  ω     90.00 125.00   1.00    9.00    --  108.00 -30.00-150.00   35
 29  ω     84.00 135.00   1.00    9.00    --  108.00  30.00-120.00   51
 30  ω     80.00 112.00   1.00    9.00    --  108.00-111.00 120.00   32
 31  ω     79.00 105.00   1.00    9.00    --  108.00  77.00-150.00   26
 32  ω     84.00 109.00   1.00    9.00    --  108.00 -94.00-120.00   25
 33  ω     89.00 116.00   1.00    9.00    --  108.00  61.00-150.00   27
 34  ω     79.00 105.00   1.00    9.00    --  108.00  77.00-120.00   26
 35  ω    124.00 170.00   1.00    9.00    --  108.00  77.00 -60.00   46
 36  ω    133.00 165.00   1.00    9.00    --  108.00  30.00 -90.00   32
 37  ω     98.00 178.00   1.00    9.00    --  108.00  45.00   0.00   80
 38  ω     89.00 116.00   1.00    9.00    --  108.00  61.00-120.00   27
 39  ω     38.00  71.00   1.00    9.00    --  108.00 -94.00 120.00   33
 40  ω     79.00 105.00   1.00    9.00    --  108.00  77.00 -60.00   26
 41  ω     88.00 117.00   1.00    9.00    --  108.00  61.00 -30.00   29
 42  ω     88.00 138.00   1.00    9.00    --  108.00  61.00 -90.00   50
 43  ω    109.00 176.00   1.00    9.00    --  108.00  77.00 -90.00   67
 44  ω     83.00 108.00   1.00    9.00    --  108.00  30.00 -30.00   25
 45  ω     89.00 114.00   1.00    9.00    --  108.00  45.00-120.00   25
 46  ω     94.00 120.00   1.00    9.00    --  108.00  45.00 -60.00   26
 47  ω     79.00 105.00   1.00    9.00    --  108.00  77.00 -90.00   26
 48  ω     85.00 112.00   1.00    9.00    --  108.00  30.00 -90.00   27
 49  ω     37.00  75.00   1.00    9.00    --  108.00-111.00 120.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1297477000
_diffrn_orient_matrix_UB_12      -0.0334456000
_diffrn_orient_matrix_UB_13      0.0288312000
_diffrn_orient_matrix_UB_21      -0.0321286000
_diffrn_orient_matrix_UB_22      0.0726778000
_diffrn_orient_matrix_UB_23      0.0831125000
_diffrn_orient_matrix_UB_31      -0.0355450000
_diffrn_orient_matrix_UB_32      -0.1877345000
_diffrn_orient_matrix_UB_33      0.0271264000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.714
_reflns_Friedel_fraction_full    0.861
_reflns_Friedel_fraction_max     0.807
_reflns_number_gt                4027
_reflns_number_total             4982
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 1304 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.018(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         4982
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0717P)²+0.0634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1415
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C15-C14
 1.53 with sigma of 0.02
 C14A-C15A
 1.53 with sigma of 0.02
 C16A-C15A
 1.53 with sigma of 0.02
 C13-C14
 1.53 with sigma of 0.02
 C13-C14A
 1.53 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C14) = Uanis(C14A)
Uanis(C16) = Uanis(C16A)
Uanis(C15) = Uanis(C15A)
4. Others
 Sof(H13A)=Sof(H17A)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C15A)=Sof(H15C)=
 Sof(H15D)=Sof(C16A)=Sof(H16C)=Sof(H16D)=1-FVAR(1)
 Sof(H13)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(H17)=FVAR(1)
5.a Riding coordinates:
 C31(H31A,H31B,H31C)
5.b Ternary CH refined with riding coordinates:
 C13(H13), C13(H13A), C17(H17), C17(H17A)
5.c Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C24(H24A,H24B), C14A(H14C,
 H14D), C15A(H15C,H15D), C16A(H16C,H16D)
5.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C19(H19),
 C21(H21), C22(H22), C27(H27), C28(H28), C29(H29)
5.e Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.6889(3) 0.3880(6) 0.2353(2) 0.0605(9) Uani 1 1 d . . . . .
C2 C 0.7668(4) 0.5291(6) 0.2234(3) 0.0665(10) Uani 1 1 d . . . . .
H2 H 0.8471 0.5096 0.2114 0.080 Uiso 1 1 calc R . . . .
C3 C 0.7226(4) 0.6970(6) 0.2297(3) 0.0730(12) Uani 1 1 d . . . . .
H3 H 0.7737 0.7929 0.2222 0.088 Uiso 1 1 calc R . . . .
C4 C 0.6047(5) 0.7266(7) 0.2467(3) 0.0814(13) Uani 1 1 d . . . . .
H4 H 0.5757 0.8418 0.2502 0.098 Uiso 1 1 calc R . . . .
C5 C 0.5287(4) 0.5852(6) 0.2586(3) 0.0741(12) Uani 1 1 d . . . . .
H5 H 0.4487 0.6067 0.2707 0.089 Uiso 1 1 calc R . . . .
C6 C 0.5687(3) 0.4106(6) 0.2531(2) 0.0562(8) Uani 1 1 d . . . . .
C7 C 0.4872(3) 0.2589(5) 0.2701(2) 0.0558(9) Uani 1 1 d . . . . .
C8 C 0.4710(4) 0.2060(7) 0.3486(3) 0.0736(12) Uani 1 1 d . . . . .
H8 H 0.5121 0.2653 0.3892 0.088 Uiso 1 1 calc R . . . .
C9 C 0.3956(4) 0.0680(8) 0.3683(3) 0.0815(14) Uani 1 1 d . . . . .
H9 H 0.3882 0.0325 0.4212 0.098 Uiso 1 1 calc R . . . .
C10 C 0.3327(4) -0.0151(7) 0.3101(3) 0.0788(13) Uani 1 1 d . . . . .
H10 H 0.2797 -0.1055 0.3231 0.095 Uiso 1 1 calc R . . . .
C11 C 0.3467(4) 0.0336(7) 0.2311(3) 0.0706(11) Uani 1 1 d . . . . .
H11 H 0.3036 -0.0262 0.1917 0.085 Uiso 1 1 calc R . . . .
C12 C 0.4241(3) 0.1702(6) 0.2092(2) 0.0545(8) Uani 1 1 d . . . . .
C13 C 0.4330(3) 0.2298(6) 0.1232(2) 0.0615(10) Uani 1 1 d D . . . .
H13 H 0.5043 0.3060 0.1231 0.074 Uiso 0.408(19) 1 calc R . P A 1
H13A H 0.5102 0.2896 0.1157 0.074 Uiso 0.592(19) 1 calc R . P A 2
C14 C 0.453(4) 0.106(4) 0.0527(17) 0.086(4) Uani 0.408(19) 1 d D . P A 1
H14A H 0.5320 0.1269 0.0312 0.103 Uiso 0.408(19) 1 calc R . P A 1
H14B H 0.4491 -0.0153 0.0710 0.103 Uiso 0.408(19) 1 calc R . P A 1
C15 C 0.361(4) 0.134(10) -0.012(3) 0.086(4) Uani 0.408(19) 1 d D . P A 1
H15A H 0.3106 0.0294 -0.0180 0.104 Uiso 0.408(19) 1 calc R . P A 1
H15B H 0.3990 0.1591 -0.0623 0.104 Uiso 0.408(19) 1 calc R . P A 1
C16 C 0.286(2) 0.292(3) 0.0162(14) 0.075(3) Uani 0.408(19) 1 d . . P A 1
H16A H 0.2922 0.3870 -0.0226 0.090 Uiso 0.408(19) 1 calc R . P A 1
H16B H 0.2028 0.2576 0.0200 0.090 Uiso 0.408(19) 1 calc R . P A 1
C17 C 0.3298(3) 0.3555(6) 0.0949(2) 0.0570(9) Uani 1 1 d . . . . .
H17 H 0.3719 0.4657 0.0820 0.068 Uiso 0.408(19) 1 calc R . P A 1
H17A H 0.3620 0.4597 0.0675 0.068 Uiso 0.592(19) 1 calc R . P A 2
C18 C 0.1816(3) 0.5561(5) 0.1587(2) 0.0513(8) Uani 1 1 d . . . . .
C19 C 0.1544(3) 0.6553(6) 0.0903(2) 0.0550(8) Uani 1 1 d . . . . .
H19 H 0.1875 0.6232 0.0416 0.066 Uiso 1 1 calc R . . . .
C20 C 0.0788(3) 0.8011(5) 0.0943(2) 0.0571(9) Uani 1 1 d . . . . .
C21 C 0.0310(4) 0.8530(6) 0.1661(3) 0.0644(10) Uani 1 1 d . . . . .
H21 H -0.0189 0.9516 0.1689 0.077 Uiso 1 1 calc R . . . .
C22 C 0.0585(4) 0.7554(6) 0.2347(2) 0.0624(10) Uani 1 1 d . . . . .
H22 H 0.0264 0.7897 0.2834 0.075 Uiso 1 1 calc R . . . .
C23 C 0.1316(3) 0.6105(6) 0.2316(2) 0.0555(9) Uani 1 1 d . . . . .
C24 C 0.1035(4) 0.5335(7) 0.3686(3) 0.0718(11) Uani 1 1 d . . . . .
H24A H 0.0178 0.5221 0.3591 0.086 Uiso 1 1 calc R . . . .
H24B H 0.1193 0.6515 0.3890 0.086 Uiso 1 1 calc R . . . .
C25 C 0.1440(4) 0.3981(7) 0.4284(2) 0.0699(11) Uani 1 1 d . . . . .
C26 C 0.2352(5) 0.4407(9) 0.4831(3) 0.0883(15) Uani 1 1 d . . . . .
C27 C 0.2666(7) 0.3190(11) 0.5408(3) 0.110(2) Uani 1 1 d . . . . .
H27 H 0.3268 0.3472 0.5775 0.132 Uiso 1 1 calc R . . . .
C28 C 0.2120(7) 0.1597(11) 0.5454(4) 0.108(2) Uani 1 1 d . . . . .
H28 H 0.2332 0.0817 0.5862 0.129 Uiso 1 1 calc R . . . .
C29 C 0.1254(6) 0.1113(9) 0.4905(4) 0.101(2) Uani 1 1 d . . . . .
H29 H 0.0904 -0.0005 0.4929 0.121 Uiso 1 1 calc R . . . .
C30 C 0.0900(5) 0.2318(8) 0.4308(3) 0.0814(14) Uani 1 1 d . . . . .
C31 C 0.2998(8) 0.6155(12) 0.4796(5) 0.136(3) Uani 1 1 d . . . . .
H31A H 0.3095 0.6500 0.4248 0.204 Uiso 1 1 d R . . . .
H31B H 0.3773 0.6043 0.5047 0.204 Uiso 1 1 d R . . . .
H31C H 0.2538 0.7038 0.5069 0.204 Uiso 1 1 d R . . . .
C32 C -0.0043(6) 0.1816(12) 0.3702(4) 0.115(2) Uani 1 1 d . . . . .
H32A H -0.0706 0.2625 0.3735 0.172 Uiso 1 1 calc GR . . . .
H32B H -0.0319 0.0634 0.3807 0.172 Uiso 1 1 calc GR . . . .
H32C H 0.0292 0.1867 0.3176 0.172 Uiso 1 1 calc GR . . . .
C33 C 0.0805(5) 0.8378(8) -0.0473(3) 0.0834(14) Uani 1 1 d . . . . .
H33A H 0.0460 0.9122 -0.0880 0.125 Uiso 1 1 calc GR . . . .
H33B H 0.0527 0.7185 -0.0545 0.125 Uiso 1 1 calc GR . . . .
H33C H 0.1665 0.8407 -0.0511 0.125 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.74530(11) 0.17434(19) 0.22456(12) 0.1031(5) Uani 1 1 d . . . . .
N1 N 0.2510(3) 0.4069(6) 0.1583(2) 0.0701(10) Uani 1 1 d . . . . .
H1 H 0.256(4) 0.364(6) 0.202(3) 0.053(11) Uiso 1 1 d . . . . .
O1 O 0.1662(3) 0.5074(5) 0.29636(16) 0.0723(8) Uani 1 1 d . . . . .
O2 O 0.0455(3) 0.9002(5) 0.02912(19) 0.0789(9) Uani 1 1 d . . . . .
C14A C 0.426(3) 0.068(2) 0.0661(12) 0.086(4) Uani 0.592(19) 1 d D . P A 2
H14C H 0.5044 0.0183 0.0558 0.103 Uiso 0.592(19) 1 calc R . P A 2
H14D H 0.3737 -0.0242 0.0869 0.103 Uiso 0.592(19) 1 calc R . P A 2
C15A C 0.373(3) 0.153(6) -0.007(2) 0.086(4) Uani 0.592(19) 1 d D . P A 2
H15C H 0.3524 0.0671 -0.0483 0.104 Uiso 0.592(19) 1 calc R . P A 2
H15D H 0.4240 0.2443 -0.0288 0.104 Uiso 0.592(19) 1 calc R . P A 2
C16A C 0.2607(13) 0.229(2) 0.0339(9) 0.075(3) Uani 0.592(19) 1 d D . P A 2
H16C H 0.2143 0.1384 0.0609 0.090 Uiso 0.592(19) 1 calc R . P A 2
H16D H 0.2094 0.2941 -0.0028 0.090 Uiso 0.592(19) 1 calc R . 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 C2 1.389(6) . ?
C1 C6 1.384(5) . ?
C1 Cl1 1.740(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(6) . ?
C6 C7 1.490(5) . ?
C7 C8 1.389(6) . ?
C7 C12 1.403(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.350(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(6) . ?
C12 C13 1.512(6) . ?
C13 H13 0.9800 . ?
C13 H13A 0.9800 . ?
C13 C14 1.52(2) . ?
C13 C17 1.561(5) . ?
C13 C14A 1.555(16) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.49(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.53(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.48(2) . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 N1 1.437(5) . ?
C17 C16A 1.592(15) . ?
C18 C19 1.400(5) . ?
C18 C23 1.407(5) . ?
C18 N1 1.366(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(6) . ?
C20 C21 1.377(6) . ?
C20 O2 1.371(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.396(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.365(6) . ?
C23 O1 1.386(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.497(7) . ?
C24 O1 1.416(5) . ?
C25 C26 1.398(7) . ?
C25 C30 1.393(8) . ?
C26 C27 1.376(9) . ?
C26 C31 1.504(10) . ?
C27 H27 0.9300 . ?
C27 C28 1.350(11) . ?
C28 H28 0.9300 . ?
C28 C29 1.375(10) . ?
C29 H29 0.9300 . ?
C29 C30 1.405(9) . ?
C30 C32 1.503(8) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9601 . ?
C31 H31C 0.9599 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C33 O2 1.422(6) . ?
N1 H1 0.80(4) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C14A C15A 1.50(2) . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.54(3) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?

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
C2 C1 Cl1 118.0(3) . . ?
C6 C1 C2 122.8(4) . . ?
C6 C1 Cl1 119.1(3) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(5) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.7(4) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 C5 116.2(4) . . ?
C1 C6 C7 122.5(4) . . ?
C5 C6 C7 121.2(4) . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 C12 118.8(4) . . ?
C12 C7 C6 122.0(3) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 C7 121.9(5) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(4) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.3(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.6(4) . . ?
C12 C11 H11 119.2 . . ?
C7 C12 C13 120.8(4) . . ?
C11 C12 C7 117.9(4) . . ?
C11 C12 C13 121.1(4) . . ?
C12 C13 H13 103.7 . . ?
C12 C13 H13A 109.0 . . ?
C12 C13 C14 124.6(14) . . ?
C12 C13 C17 114.6(3) . . ?
C12 C13 C14A 110.4(8) . . ?
C14 C13 H13 103.7 . . ?
C14 C13 C17 104.3(19) . . ?
C17 C13 H13 103.7 . . ?
C17 C13 H13A 109.0 . . ?
C14A C13 H13A 109.0 . . ?
C14A C13 C17 104.9(12) . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 C13 112(4) . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
C14 C15 H15A 110.8 . . ?
C14 C15 H15B 110.8 . . ?
C14 C15 C16 105(4) . . ?
H15A C15 H15B 108.9 . . ?
C16 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 C15 111(2) . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C13 C17 H17 103.3 . . ?
C13 C17 H17A 111.0 . . ?
C13 C17 C16A 100.3(6) . . ?
C16 C17 C13 107.8(10) . . ?
C16 C17 H17 103.3 . . ?
N1 C17 C13 113.1(3) . . ?
N1 C17 C16 123.4(10) . . ?
N1 C17 H17 103.3 . . ?
N1 C17 H17A 111.0 . . ?
N1 C17 C16A 110.0(6) . . ?
C16A C17 H17A 111.0 . . ?
C19 C18 C23 118.0(3) . . ?
N1 C18 C19 123.7(3) . . ?
N1 C18 C23 118.2(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C21 C20 C19 120.5(4) . . ?
O2 C20 C19 123.6(4) . . ?
O2 C20 C21 115.9(4) . . ?
C20 C21 H21 120.5 . . ?
C20 C21 C22 119.0(4) . . ?
C22 C21 H21 120.5 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(4) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C18 120.5(3) . . ?
C22 C23 O1 125.5(3) . . ?
O1 C23 C18 113.9(3) . . ?
H24A C24 H24B 108.3 . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
O1 C24 H24A 109.8 . . ?
O1 C24 H24B 109.8 . . ?
O1 C24 C25 109.2(4) . . ?
C26 C25 C24 119.5(5) . . ?
C30 C25 C24 120.5(4) . . ?
C30 C25 C26 120.0(5) . . ?
C25 C26 C31 121.4(6) . . ?
C27 C26 C25 118.9(6) . . ?
C27 C26 C31 119.7(6) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 C26 121.6(6) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.7(6) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.6(6) . . ?
C30 C29 H29 120.2 . . ?
C25 C30 C29 119.1(5) . . ?
C25 C30 C32 120.5(6) . . ?
C29 C30 C32 120.4(6) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O2 C33 H33A 109.5 . . ?
O2 C33 H33B 109.5 . . ?
O2 C33 H33C 109.5 . . ?
C17 N1 H1 122(3) . . ?
C18 N1 C17 125.1(4) . . ?
C18 N1 H1 111(3) . . ?
C23 O1 C24 117.1(3) . . ?
C20 O2 C33 117.5(4) . . ?
C13 C14A H14C 111.6 . . ?
C13 C14A H14D 111.6 . . ?
H14C C14A H14D 109.4 . . ?
C15A C14A C13 101(2) . . ?
C15A C14A H14C 111.6 . . ?
C15A C14A H14D 111.6 . . ?
C14A C15A H15C 112.5 . . ?
C14A C15A H15D 112.5 . . ?
C14A C15A C16A 96(2) . . ?
H15C C15A H15D 110.0 . . ?
C16A C15A H15C 112.5 . . ?
C16A C15A H15D 112.5 . . ?
C17 C16A H16C 112.4 . . ?
C17 C16A H16D 112.4 . . ?
C15A C16A C17 97.0(18) . . ?
C15A C16A H16C 112.4 . . ?
C15A C16A H16D 112.4 . . ?
H16C C16A H16D 109.9 . . ?

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 C2 C3 C4 -0.5(7) . . . . ?
C1 C6 C7 C8 93.2(5) . . . . ?
C1 C6 C7 C12 -88.3(5) . . . . ?
C2 C1 C6 C5 -0.1(6) . . . . ?
C2 C1 C6 C7 -176.6(4) . . . . ?
C2 C3 C4 C5 0.7(8) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C4 C5 C6 C1 0.3(7) . . . . ?
C4 C5 C6 C7 176.9(5) . . . . ?
C5 C6 C7 C8 -83.2(5) . . . . ?
C5 C6 C7 C12 95.3(5) . . . . ?
C6 C1 C2 C3 0.1(6) . . . . ?
C6 C7 C8 C9 179.2(4) . . . . ?
C6 C7 C12 C11 -177.9(4) . . . . ?
C6 C7 C12 C13 -2.2(5) . . . . ?
C7 C8 C9 C10 -2.1(8) . . . . ?
C7 C12 C13 C14 134(2) . . . . ?
C7 C12 C13 C17 -95.8(4) . . . . ?
C7 C12 C13 C14A 146.0(13) . . . . ?
C8 C7 C12 C11 0.7(6) . . . . ?
C8 C7 C12 C13 176.3(4) . . . . ?
C8 C9 C10 C11 2.2(8) . . . . ?
C9 C10 C11 C12 -0.9(8) . . . . ?
C10 C11 C12 C7 -0.5(6) . . . . ?
C10 C11 C12 C13 -176.2(4) . . . . ?
C11 C12 C13 C14 -51(2) . . . . ?
C11 C12 C13 C17 79.7(5) . . . . ?
C11 C12 C13 C14A -38.4(13) . . . . ?
C12 C7 C8 C9 0.6(7) . . . . ?
C12 C13 C14 C15 128(3) . . . . ?
C12 C13 C17 C16 -133.9(10) . . . . ?
C12 C13 C17 N1 6.0(5) . . . . ?
C12 C13 C17 C16A -111.1(7) . . . . ?
C12 C13 C14A C15A 151.9(14) . . . . ?
C13 C14 C15 C16 5(5) . . . . ?
C13 C17 N1 C18 156.4(4) . . . . ?
C13 C17 C16A C15A -43.3(17) . . . . ?
C13 C14A C15A C16A -56(3) . . . . ?
C14 C13 C17 C16 5.6(14) . . . . ?
C14 C13 C17 N1 145.5(13) . . . . ?
C14 C15 C16 C17 -1(5) . . . . ?
C15 C16 C17 C13 -3(3) . . . . ?
C15 C16 C17 N1 -138(3) . . . . ?
C16 C17 N1 C18 -70.8(13) . . . . ?
C17 C13 C14 C15 -7(3) . . . . ?
C17 C13 C14A C15A 28.0(17) . . . . ?
C18 C19 C20 C21 1.3(6) . . . . ?
C18 C19 C20 O2 -177.8(4) . . . . ?
C18 C23 O1 C24 -169.0(4) . . . . ?
C19 C18 C23 C22 0.3(6) . . . . ?
C19 C18 C23 O1 -178.3(3) . . . . ?
C19 C18 N1 C17 16.8(7) . . . . ?
C19 C20 C21 C22 -0.8(6) . . . . ?
C19 C20 O2 C33 6.9(6) . . . . ?
C20 C21 C22 C23 0.1(7) . . . . ?
C21 C20 O2 C33 -172.2(4) . . . . ?
C21 C22 C23 C18 0.2(6) . . . . ?
C21 C22 C23 O1 178.6(4) . . . . ?
C22 C23 O1 C24 12.5(6) . . . . ?
C23 C18 C19 C20 -1.0(6) . . . . ?
C23 C18 N1 C17 -165.1(4) . . . . ?
C24 C25 C26 C27 176.1(5) . . . . ?
C24 C25 C26 C31 -4.3(9) . . . . ?
C24 C25 C30 C29 -176.5(4) . . . . ?
C24 C25 C30 C32 3.8(7) . . . . ?
C25 C24 O1 C23 173.9(4) . . . . ?
C25 C26 C27 C28 0.5(11) . . . . ?
C26 C25 C30 C29 2.4(7) . . . . ?
C26 C25 C30 C32 -177.3(5) . . . . ?
C26 C27 C28 C29 2.2(11) . . . . ?
C27 C28 C29 C30 -2.5(10) . . . . ?
C28 C29 C30 C25 0.2(8) . . . . ?
C28 C29 C30 C32 179.9(6) . . . . ?
C30 C25 C26 C27 -2.8(9) . . . . ?
C30 C25 C26 C31 176.8(6) . . . . ?
C31 C26 C27 C28 -179.1(8) . . . . ?
Cl1 C1 C2 C3 178.4(4) . . . . ?
Cl1 C1 C6 C5 -178.3(3) . . . . ?
Cl1 C1 C6 C7 5.1(5) . . . . ?
N1 C17 C16A C15A -162.7(16) . . . . ?
N1 C18 C19 C20 177.0(4) . . . . ?
N1 C18 C23 C22 -177.9(4) . . . . ?
N1 C18 C23 O1 3.6(5) . . . . ?
O1 C24 C25 C26 94.7(6) . . . . ?
O1 C24 C25 C30 -86.3(5) . . . . ?
O2 C20 C21 C22 178.3(4) . . . . ?
C14A C13 C17 N1 127.2(8) . . . . ?
C14A C13 C17 C16A 10.1(8) . . . . ?
C14A C15A C16A C17 62(2) . . . . ?
C16A C17 N1 C18 -92.4(8) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.328
_oxdiff_exptl_absorpt_empirical_full_min 0.755
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20210360
_database_code_depnum_ccdc_archive 'CCDC 2080353'
loop_
_audit_author_name
_audit_author_address
'Zhiyong Jiang'
;Henan Normal University
China
;
_audit_update_record             
;
2021-04-27 deposited with the CCDC.	2022-03-03 downloaded from the CCDC.
;
_audit_creation_date             2021-04-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H29 Cl N2 O3'
_chemical_formula_sum            'C30 H29 Cl N2 O3'
_chemical_formula_weight         501.00
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O5N2Cl
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   12.3663(3)
_cell_length_b                   16.7129(3)
_cell_length_c                   25.3786(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5245.20(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4414
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      64.4760
_cell_measurement_theta_min      3.9670
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    1.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0626
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            19920
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.483
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 -32.00   0.50   10.00    --  -33.50 178.00  30.00   72
  2  ω    -15.00  16.00   0.50   10.00    --  -33.50  37.00-180.00   62
  3  ω   -108.00 -79.00   0.50   10.00    --  -33.50 178.00  30.00   58
  4  ω    -98.00 -19.00   0.50   10.00    --  -33.50 -57.00 -90.00  158
  5  ω     18.00 104.00   0.50   10.00    --   36.47  57.00-150.00  172
  6  ω     83.00 109.00   0.50   10.00    --   36.47  19.00  90.00   52
  7  ω      9.00  48.00   0.50   10.00    --   36.47  19.00  90.00   78
  8  ω     -3.00  65.00   0.50   10.00    --   36.47 -77.00 150.00  136
  9  ω     43.00  76.00   0.50   10.00    --   36.47 -99.00-120.00   66
 10  ω     15.00  43.00   0.50   10.00    --   36.47 -99.00  60.00   56
 11  ω     70.00 112.00   0.50   25.00    --  108.00-111.00-150.00   84
 12  ω     39.00  94.00   0.50   25.00    --  108.00 -94.00 120.00  110
 13  ω     37.00 130.00   0.50   25.00    --  108.00 -30.00-120.00  186
 14  ω    122.00 159.00   0.50   25.00    --  108.00  61.00   0.00   74
 15  ω    102.00 152.00   0.50   25.00    --  108.00 111.00 -90.00  100
 16  ω     42.00 131.00   0.50   25.00    --  108.00 -30.00 150.00  178
 17  ω     43.00 135.00   0.50   25.00    --  108.00 -77.00 -30.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0919447000
_diffrn_orient_matrix_UB_12      0.0017992000
_diffrn_orient_matrix_UB_13      0.0409761000
_diffrn_orient_matrix_UB_21      -0.0840883000
_diffrn_orient_matrix_UB_22      -0.0035866000
_diffrn_orient_matrix_UB_23      -0.0447061000
_diffrn_orient_matrix_UB_31      0.0015096000
_diffrn_orient_matrix_UB_32      -0.0920754000
_diffrn_orient_matrix_UB_33      0.0025695000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                6414
_reflns_number_total             9353
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1818 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     677
_refine_ls_number_reflns         9353
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0568P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1549
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-Cl1A
 1.76 with sigma of 0.02
 H2A-N2
 0.86 with sigma of 0.02
 N2'-H2'A
 0.86 with sigma of 0.02
 N1'-H1'A
 0.86 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl1') = Uanis(Cl)
Uanis(Cl1) = Uanis(Cl1A)
4. Others
 Sof(H18')=Sof(Cl)=1-FVAR(1)
 Sof(H22')=Sof(Cl1')=FVAR(1)
 Sof(H18)=Sof(Cl1A)=1-FVAR(2)
 Sof(H22)=Sof(Cl1)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C12'(H12')
5.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C13'(H13C,H13D), C14'(H14C,
 H14D), C15'(H15C,H15D)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C10(H10), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C28(H28), C1'(H1'), C2'(H2'),
  C3'(H3'), C4'(H4'), C7'(H7'), C9'(H9'), C10'(H10'), C18'(H18'), C19'(H19'),
 C20'(H20'), C21'(H21'), C22'(H22'), C25'(H25'), C26'(H26'), C28'(H28')
5.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C29'(H29D,H29E,H29F), C30'(H30D,
 H30E,H30F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.4282(6) 0.7083(5) 0.3517(4) 0.103(2) Uani 1 1 d . . . . .
H1 H 0.3911 0.6773 0.3272 0.123 Uiso 1 1 calc R . . . .
C2 C 0.3745(7) 0.7620(6) 0.3812(4) 0.122(3) Uani 1 1 d . . . . .
H2 H 0.3001 0.7673 0.3769 0.147 Uiso 1 1 calc R . . . .
C3 C 0.4268(7) 0.8098(6) 0.4178(4) 0.115(3) Uani 1 1 d . . . . .
H3 H 0.3880 0.8469 0.4375 0.138 Uiso 1 1 calc R . . . .
C4 C 0.5364(6) 0.8019(5) 0.4247(3) 0.096(2) Uani 1 1 d . . . . .
H4 H 0.5716 0.8337 0.4494 0.115 Uiso 1 1 calc R . . . .
C5 C 0.5959(5) 0.7467(4) 0.3953(2) 0.0689(15) Uani 1 1 d . . . . .
C6 C 0.5421(5) 0.6992(4) 0.3579(3) 0.0778(17) Uani 1 1 d . . . . .
C7 C 0.6018(5) 0.6430(4) 0.3283(3) 0.0810(18) Uani 1 1 d . . . . .
H7 H 0.5668 0.6109 0.3036 0.097 Uiso 1 1 calc R . . . .
C8 C 0.7106(5) 0.6354(3) 0.3356(2) 0.0683(15) Uani 1 1 d . . . . .
H8 H 0.7488 0.5982 0.3156 0.082 Uiso 1 1 calc R . . . .
C9 C 0.7666(4) 0.6829(3) 0.3730(2) 0.0548(12) Uani 1 1 d . . . . .
C10 C 0.7097(5) 0.7372(3) 0.4012(2) 0.0638(14) Uani 1 1 d . . . . .
H10 H 0.7462 0.7693 0.4253 0.077 Uiso 1 1 calc R . . . .
C11 C 0.8886(4) 0.6699(3) 0.37985(19) 0.0516(11) Uani 1 1 d . . . . .
C12 C 0.9150(4) 0.5910(3) 0.40978(19) 0.0539(12) Uani 1 1 d . . . . .
H12 H 0.9050 0.5447 0.3866 0.065 Uiso 1 1 calc R . . . .
C13 C 1.0355(5) 0.6006(3) 0.4247(2) 0.0666(14) Uani 1 1 d . . . . .
H13A H 1.0488 0.5794 0.4597 0.080 Uiso 1 1 calc R . . . .
H13B H 1.0811 0.5722 0.3998 0.080 Uiso 1 1 calc R . . . .
C14 C 1.0594(5) 0.6911(4) 0.4230(3) 0.0781(17) Uani 1 1 d . . . . .
H14A H 1.0896 0.7091 0.4562 0.094 Uiso 1 1 calc R . . . .
H14B H 1.1103 0.7034 0.3951 0.094 Uiso 1 1 calc R . . . .
C15 C 0.9502(5) 0.7316(3) 0.4126(2) 0.0628(13) Uani 1 1 d . . . . .
H15A H 0.9128 0.7429 0.4453 0.075 Uiso 1 1 calc R . . . .
H15B H 0.9596 0.7811 0.3931 0.075 Uiso 1 1 calc R . . . .
C16 C 0.9385(4) 0.7190(3) 0.2912(2) 0.0573(12) Uani 1 1 d . . . . .
C17 C 1.0074(5) 0.7036(3) 0.2435(2) 0.0665(15) Uani 1 1 d . . . . .
C18 C 0.9668(7) 0.6797(4) 0.1957(3) 0.0863(19) Uani 1 1 d . . . . .
H18 H 0.8932 0.6690 0.1928 0.104 Uiso 0.087(3) 1 calc R . P A 2
C19 C 1.0319(9) 0.6711(5) 0.1519(3) 0.110(3) Uani 1 1 d . . . . .
H19 H 1.0027 0.6540 0.1201 0.132 Uiso 1 1 calc R . . . .
C20 C 1.1404(10) 0.6883(6) 0.1559(4) 0.121(3) Uani 1 1 d . . . . .
H20 H 1.1841 0.6845 0.1262 0.145 Uiso 1 1 calc R . . . .
C21 C 1.1842(8) 0.7105(5) 0.2023(4) 0.112(3) Uani 1 1 d . . . . .
H21 H 1.2581 0.7199 0.2048 0.135 Uiso 1 1 calc R . . . .
C22 C 1.1188(6) 0.7195(4) 0.2462(3) 0.090(2) Uani 1 1 d D . . . .
H22 H 1.1491 0.7361 0.2779 0.108 Uiso 0.913(3) 1 calc R . P A 1
C23 C 0.8268(4) 0.5112(3) 0.47967(19) 0.0587(13) Uani 1 1 d . . . . .
C24 C 0.7419(5) 0.5076(4) 0.5167(2) 0.0681(15) Uani 1 1 d . . . . .
C25 C 0.7156(6) 0.4367(5) 0.5404(3) 0.089(2) Uani 1 1 d . . . . .
H25 H 0.6589 0.4352 0.5645 0.107 Uiso 1 1 calc R . . . .
C26 C 0.7718(6) 0.3675(5) 0.5292(3) 0.089(2) Uani 1 1 d . . . . .
H26 H 0.7521 0.3193 0.5449 0.107 Uiso 1 1 calc R . . . .
C27 C 0.8579(6) 0.3708(4) 0.4944(2) 0.0783(17) Uani 1 1 d . . . . .
C28 C 0.8854(5) 0.4427(3) 0.4699(2) 0.0660(14) Uani 1 1 d . . . . .
H28 H 0.9437 0.4444 0.4468 0.079 Uiso 1 1 calc R . . . .
C29 C 0.5822(7) 0.5861(6) 0.5131(4) 0.128(3) Uani 1 1 d . . . . .
H29A H 0.5765 0.5785 0.4757 0.192 Uiso 1 1 calc GR . . . .
H29B H 0.5555 0.6382 0.5222 0.192 Uiso 1 1 calc GR . . . .
H29C H 0.5404 0.5460 0.5310 0.192 Uiso 1 1 calc GR . . . .
C30 C 0.8933(8) 0.2300(4) 0.5003(3) 0.119(3) Uani 1 1 d . . . . .
H30A H 0.9378 0.1899 0.4840 0.179 Uiso 1 1 calc GR . . . .
H30B H 0.8188 0.2197 0.4922 0.179 Uiso 1 1 calc GR . . . .
H30C H 0.9035 0.2287 0.5377 0.179 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.83304(19) 0.65433(14) 0.19062(9) 0.1071(7) Uani 0.913(3) 1 d . . P A 1
Cl1A Cl 1.1831(19) 0.7248(15) 0.2965(8) 0.1071(7) Uani 0.087(3) 1 d D . P A 2
N1 N 0.9406(4) 0.6620(2) 0.32809(16) 0.0521(10) Uani 1 1 d . . . . .
H1A H 0.971(3) 0.621(2) 0.3195(16) 0.029(11) Uiso 1 1 d . . . . .
N2 N 0.8471(4) 0.5841(3) 0.45594(18) 0.0646(12) Uani 1 1 d D . . . .
H2A H 0.797(3) 0.618(2) 0.460(2) 0.052(15) Uiso 1 1 d D . . . .
O1 O 0.8873(3) 0.7817(2) 0.29650(15) 0.0730(11) Uani 1 1 d . . . . .
O2 O 0.6902(4) 0.5797(3) 0.52827(19) 0.0906(13) Uani 1 1 d . . . . .
O3 O 0.9228(4) 0.3068(3) 0.4807(2) 0.0987(15) Uani 1 1 d . . . . .
C1' C 0.3186(5) 0.5470(5) 0.4642(2) 0.088(2) Uani 1 1 d . . . . .
H1' H 0.3610 0.5879 0.4505 0.106 Uiso 1 1 calc R . . . .
C2' C 0.2966(7) 0.5449(6) 0.5172(3) 0.107(3) Uani 1 1 d . . . . .
H2' H 0.3237 0.5849 0.5390 0.129 Uiso 1 1 calc R . . . .
C3' C 0.2352(8) 0.4844(8) 0.5385(3) 0.120(3) Uani 1 1 d . . . . .
H3' H 0.2215 0.4840 0.5745 0.144 Uiso 1 1 calc R . . . .
C4' C 0.1940(7) 0.4252(6) 0.5075(3) 0.104(3) Uani 1 1 d . . . . .
H4' H 0.1528 0.3847 0.5225 0.124 Uiso 1 1 calc R . . . .
C5' C 0.2137(5) 0.4251(4) 0.4523(2) 0.0751(17) Uani 1 1 d . . . . .
C6' C 0.2770(5) 0.4869(4) 0.4302(2) 0.0677(15) Uani 1 1 d . . . . .
C7' C 0.2905(4) 0.4891(4) 0.3754(2) 0.0633(14) Uani 1 1 d . . . . .
H7' H 0.3314 0.5302 0.3607 0.076 Uiso 1 1 calc R . . . .
C8' C 0.2461(4) 0.4333(3) 0.3428(2) 0.0567(12) Uani 1 1 d . . . . .
C9' C 0.1862(5) 0.3707(3) 0.3660(2) 0.0692(15) Uani 1 1 d . . . . .
H9' H 0.1567 0.3313 0.3445 0.083 Uiso 1 1 calc R . . . .
C10' C 0.1707(6) 0.3665(4) 0.4181(3) 0.0841(18) Uani 1 1 d . . . . .
H10' H 0.1310 0.3243 0.4321 0.101 Uiso 1 1 calc R . . . .
C11' C 0.2513(4) 0.4388(3) 0.2826(2) 0.0568(12) Uani 1 1 d . . . . .
C12' C 0.3278(5) 0.3769(3) 0.2555(2) 0.0653(14) Uani 1 1 d . . . . .
H12' H 0.2944 0.3238 0.2553 0.078 Uiso 1 1 calc R . . . .
C13' C 0.3371(6) 0.4091(4) 0.1993(2) 0.0855(19) Uani 1 1 d . . . . .
H13C H 0.2843 0.3835 0.1765 0.103 Uiso 1 1 calc R . . . .
H13D H 0.4087 0.3989 0.1853 0.103 Uiso 1 1 calc R . . . .
C14' C 0.3157(7) 0.4996(4) 0.2023(3) 0.095(2) Uani 1 1 d . . . . .
H14C H 0.3779 0.5293 0.1897 0.114 Uiso 1 1 calc R . . . .
H14D H 0.2534 0.5139 0.1811 0.114 Uiso 1 1 calc R . . . .
C15' C 0.2949(5) 0.5176(3) 0.2601(2) 0.0691(15) Uani 1 1 d . . . . .
H15C H 0.2422 0.5601 0.2639 0.083 Uiso 1 1 calc R . . . .
H15D H 0.3612 0.5332 0.2778 0.083 Uiso 1 1 calc R . . . .
C16' C 0.0574(4) 0.4694(3) 0.2717(2) 0.0568(12) Uani 1 1 d . . . . .
C17' C -0.0488(5) 0.4454(3) 0.2473(2) 0.0657(14) Uani 1 1 d . . . . .
C18' C -0.0685(5) 0.4409(4) 0.1938(2) 0.0770(16) Uani 1 1 d . . . . .
H18' H -0.0121 0.4508 0.1705 0.092 Uiso 0.197(3) 1 calc R . P B 2
C19' C -0.1698(7) 0.4222(4) 0.1740(3) 0.097(2) Uani 1 1 d . . . . .
H19' H -0.1809 0.4187 0.1378 0.116 Uiso 1 1 calc R . . . .
C20' C -0.2534(6) 0.4088(5) 0.2084(4) 0.105(2) Uani 1 1 d . . . . .
H20' H -0.3219 0.3967 0.1956 0.127 Uiso 1 1 calc R . . . .
C21' C -0.2364(6) 0.4133(5) 0.2615(4) 0.101(2) Uani 1 1 d . . . . .
H21' H -0.2934 0.4044 0.2846 0.122 Uiso 1 1 calc R . . . .
C22' C -0.1348(6) 0.4312(4) 0.2811(3) 0.0893(19) Uani 1 1 d . . . . .
H22' H -0.1240 0.4336 0.3174 0.107 Uiso 0.803(3) 1 calc R . P B 1
C23' C 0.4646(4) 0.3124(4) 0.3142(2) 0.0670(14) Uani 1 1 d . . . . .
C24' C 0.5372(5) 0.3293(4) 0.3548(2) 0.0768(17) Uani 1 1 d . . . . .
C25' C 0.5733(7) 0.2704(5) 0.3876(3) 0.101(2) Uani 1 1 d . . . . .
H25' H 0.6212 0.2829 0.4146 0.121 Uiso 1 1 calc R . . . .
C26' C 0.5388(7) 0.1915(5) 0.3809(3) 0.101(2) Uani 1 1 d . . . . .
H26' H 0.5650 0.1514 0.4028 0.122 Uiso 1 1 calc R . . . .
C27' C 0.4673(6) 0.1740(4) 0.3425(3) 0.090(2) Uani 1 1 d . . . . .
C28' C 0.4318(5) 0.2336(4) 0.3084(3) 0.0796(18) Uani 1 1 d . . . . .
H28' H 0.3850 0.2202 0.2811 0.096 Uiso 1 1 calc R . . . .
C29' C 0.6163(10) 0.4356(6) 0.4032(3) 0.160(5) Uani 1 1 d . . . . .
H29D H 0.6168 0.4930 0.4038 0.241 Uiso 1 1 calc GR . . . .
H29E H 0.6893 0.4161 0.4041 0.241 Uiso 1 1 calc GR . . . .
H29F H 0.5776 0.4159 0.4333 0.241 Uiso 1 1 calc GR . . . .
C30' C 0.4400(8) 0.0399(5) 0.3723(4) 0.125(3) Uani 1 1 d . . . . .
H30D H 0.4115 -0.0102 0.3602 0.187 Uiso 1 1 calc GR . . . .
H30E H 0.4021 0.0562 0.4035 0.187 Uiso 1 1 calc GR . . . .
H30F H 0.5155 0.0338 0.3802 0.187 Uiso 1 1 calc GR . . . .
Cl Cl -0.1267(8) 0.3994(6) 0.3471(3) 0.0920(7) Uani 0.197(3) 1 d . . P B 2
Cl1' Cl 0.0338(2) 0.45884(14) 0.14703(8) 0.0920(7) Uani 0.803(3) 1 d . . P B 1
N1' N 0.1436(4) 0.4241(2) 0.26061(17) 0.0584(11) Uani 1 1 d D . . . .
H1'A H 0.140(6) 0.377(2) 0.247(2) 0.10(2) Uiso 1 1 d D . . . .
N2' N 0.4333(4) 0.3741(3) 0.2819(2) 0.0774(14) Uani 1 1 d D . . . .
H2'A H 0.456(6) 0.420(3) 0.292(3) 0.12(3) Uiso 1 1 d D . . . .
O1' O 0.0625(3) 0.5277(2) 0.30129(15) 0.0708(10) Uani 1 1 d . . . . .
O2' O 0.5663(4) 0.4094(3) 0.35782(18) 0.0975(15) Uani 1 1 d . . . . .
O3' O 0.4270(5) 0.0979(3) 0.3331(3) 0.128(2) Uani 1 1 d . . . . .


_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 H1 0.9300 . ?
C1 C2 1.345(12) . ?
C1 C6 1.426(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(10) . ?
C4 H4 0.9300 . ?
C4 C5 1.396(9) . ?
C5 C6 1.405(9) . ?
C5 C10 1.426(8) . ?
C6 C7 1.411(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.364(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.419(7) . ?
C9 C10 1.354(7) . ?
C9 C11 1.534(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.556(6) . ?
C11 C15 1.527(7) . ?
C11 N1 1.469(6) . ?
C12 H12 0.9800 . ?
C12 C13 1.546(7) . ?
C12 N2 1.446(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.543(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.533(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.504(8) . ?
C16 N1 1.336(6) . ?
C16 O1 1.232(6) . ?
C17 C18 1.371(9) . ?
C17 C22 1.404(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.381(10) . ?
C18 Cl1 1.712(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(12) . ?
C20 H20 0.9300 . ?
C20 C21 1.348(12) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(10) . ?
C22 H22 0.9300 . ?
C22 Cl1A 1.506(18) . ?
C23 C24 1.412(7) . ?
C23 C28 1.377(7) . ?
C23 N2 1.382(7) . ?
C24 C25 1.367(9) . ?
C24 O2 1.396(8) . ?
C25 H25 0.9300 . ?
C25 C26 1.379(10) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(9) . ?
C27 C28 1.394(7) . ?
C27 O3 1.382(8) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C29 O2 1.393(9) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C30 O3 1.423(7) . ?
N1 H1A 0.82(4) . ?
N2 H2A 0.84(3) . ?
C1' H1' 0.9300 . ?
C1' C2' 1.373(10) . ?
C1' C6' 1.419(8) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.375(12) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.363(12) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.422(8) . ?
C5' C6' 1.412(9) . ?
C5' C10' 1.411(9) . ?
C6' C7' 1.403(7) . ?
C7' H7' 0.9300 . ?
C7' C8' 1.362(7) . ?
C8' C9' 1.411(7) . ?
C8' C11' 1.532(7) . ?
C9' H9' 0.9300 . ?
C9' C10' 1.338(8) . ?
C10' H10' 0.9300 . ?
C11' C12' 1.560(7) . ?
C11' C15' 1.533(7) . ?
C11' N1' 1.464(7) . ?
C12' H12' 0.9800 . ?
C12' C13' 1.529(8) . ?
C12' N2' 1.468(7) . ?
C13' H13C 0.9700 . ?
C13' H13D 0.9700 . ?
C13' C14' 1.536(9) . ?
C14' H14C 0.9700 . ?
C14' H14D 0.9700 . ?
C14' C15' 1.519(8) . ?
C15' H15C 0.9700 . ?
C15' H15D 0.9700 . ?
C16' C17' 1.507(8) . ?
C16' N1' 1.338(6) . ?
C16' O1' 1.232(5) . ?
C17' C18' 1.379(8) . ?
C17' C22' 1.388(9) . ?
C18' H18' 0.9300 . ?
C18' C19' 1.386(9) . ?
C18' Cl1' 1.761(7) . ?
C19' H19' 0.9300 . ?
C19' C20' 1.373(11) . ?
C20' H20' 0.9300 . ?
C20' C21' 1.364(11) . ?
C21' H21' 0.9300 . ?
C21' C22' 1.384(10) . ?
C22' H22' 0.9300 . ?
C22' Cl 1.759(10) . ?
C23' C24' 1.395(8) . ?
C23' C28' 1.387(8) . ?
C23' N2' 1.374(8) . ?
C24' C25' 1.364(9) . ?
C24' O2' 1.388(7) . ?
C25' H25' 0.9300 . ?
C25' C26' 1.395(10) . ?
C26' H26' 0.9300 . ?
C26' C27' 1.349(10) . ?
C27' C28' 1.389(9) . ?
C27' O3' 1.386(8) . ?
C28' H28' 0.9300 . ?
C29' H29D 0.9600 . ?
C29' H29E 0.9600 . ?
C29' H29F 0.9600 . ?
C29' O2' 1.378(8) . ?
C30' H30D 0.9600 . ?
C30' H30E 0.9600 . ?
C30' H30F 0.9600 . ?
C30' O3' 1.400(10) . ?
N1' H1'A 0.85(3) . ?
N2' H2'A 0.86(3) . ?

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
C2 C1 H1 120.1 . . ?
C2 C1 C6 119.9(9) . . ?
C6 C1 H1 120.1 . . ?
C1 C2 H2 119.1 . . ?
C1 C2 C3 121.9(8) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(8) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 120.9(8) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 119.1(6) . . ?
C4 C5 C10 122.5(7) . . ?
C6 C5 C10 118.4(6) . . ?
C5 C6 C1 118.8(7) . . ?
C5 C6 C7 119.3(6) . . ?
C7 C6 C1 122.0(7) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.4(6) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.4(6) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 C11 118.5(5) . . ?
C10 C9 C8 118.5(5) . . ?
C10 C9 C11 123.1(5) . . ?
C5 C10 H10 118.9 . . ?
C9 C10 C5 122.1(6) . . ?
C9 C10 H10 118.9 . . ?
C9 C11 C12 112.4(4) . . ?
C15 C11 C9 117.2(4) . . ?
C15 C11 C12 101.6(4) . . ?
N1 C11 C9 110.0(4) . . ?
N1 C11 C12 105.5(4) . . ?
N1 C11 C15 109.2(4) . . ?
C11 C12 H12 110.5 . . ?
C13 C12 C11 103.6(4) . . ?
C13 C12 H12 110.5 . . ?
N2 C12 C11 110.0(4) . . ?
N2 C12 H12 110.5 . . ?
N2 C12 C13 111.7(4) . . ?
C12 C13 H13A 110.5 . . ?
C12 C13 H13B 110.5 . . ?
H13A C13 H13B 108.7 . . ?
C14 C13 C12 106.2(4) . . ?
C14 C13 H13A 110.5 . . ?
C14 C13 H13B 110.5 . . ?
C13 C14 H14A 110.6 . . ?
C13 C14 H14B 110.6 . . ?
H14A C14 H14B 108.8 . . ?
C15 C14 C13 105.6(5) . . ?
C15 C14 H14A 110.6 . . ?
C15 C14 H14B 110.6 . . ?
C11 C15 C14 103.6(4) . . ?
C11 C15 H15A 111.0 . . ?
C11 C15 H15B 111.0 . . ?
C14 C15 H15A 111.0 . . ?
C14 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
N1 C16 C17 115.5(4) . . ?
O1 C16 C17 121.6(5) . . ?
O1 C16 N1 122.8(5) . . ?
C18 C17 C16 123.6(6) . . ?
C18 C17 C22 117.3(6) . . ?
C22 C17 C16 118.9(6) . . ?
C17 C18 H18 119.1 . . ?
C17 C18 C19 121.9(8) . . ?
C17 C18 Cl1 119.6(6) . . ?
C19 C18 H18 119.1 . . ?
C19 C18 Cl1 118.4(7) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.2(8) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.9(9) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.9(9) . . ?
C22 C21 H21 120.1 . . ?
C17 C22 H22 119.6 . . ?
C17 C22 Cl1A 124.8(12) . . ?
C21 C22 C17 120.8(8) . . ?
C21 C22 H22 119.6 . . ?
C21 C22 Cl1A 112.4(12) . . ?
C28 C23 C24 118.4(5) . . ?
C28 C23 N2 124.0(5) . . ?
N2 C23 C24 117.6(5) . . ?
C25 C24 C23 120.5(6) . . ?
C25 C24 O2 123.1(6) . . ?
O2 C24 C23 116.3(5) . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(6) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 119.1(6) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 C28 120.4(6) . . ?
O3 C27 C26 125.2(6) . . ?
O3 C27 C28 114.5(6) . . ?
C23 C28 C27 120.6(5) . . ?
C23 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O2 C29 H29A 109.5 . . ?
O2 C29 H29B 109.5 . . ?
O2 C29 H29C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O3 C30 H30A 109.5 . . ?
O3 C30 H30B 109.5 . . ?
O3 C30 H30C 109.5 . . ?
C11 N1 H1A 121(3) . . ?
C16 N1 C11 123.6(4) . . ?
C16 N1 H1A 115(3) . . ?
C12 N2 H2A 118(4) . . ?
C23 N2 C12 122.0(5) . . ?
C23 N2 H2A 114(4) . . ?
C29 O2 C24 116.6(6) . . ?
C27 O3 C30 117.5(6) . . ?
C2' C1' H1' 119.8 . . ?
C2' C1' C6' 120.3(8) . . ?
C6' C1' H1' 119.8 . . ?
C1' C2' H2' 119.6 . . ?
C1' C2' C3' 120.9(8) . . ?
C3' C2' H2' 119.6 . . ?
C2' C3' H3' 119.5 . . ?
C4' C3' C2' 120.9(7) . . ?
C4' C3' H3' 119.5 . . ?
C3' C4' H4' 119.8 . . ?
C3' C4' C5' 120.4(8) . . ?
C5' C4' H4' 119.8 . . ?
C6' C5' C4' 119.0(7) . . ?
C10' C5' C4' 122.8(7) . . ?
C10' C5' C6' 118.2(5) . . ?
C5' C6' C1' 118.5(6) . . ?
C7' C6' C1' 122.8(6) . . ?
C7' C6' C5' 118.6(5) . . ?
C6' C7' H7' 118.8 . . ?
C8' C7' C6' 122.5(6) . . ?
C8' C7' H7' 118.8 . . ?
C7' C8' C9' 117.7(5) . . ?
C7' C8' C11' 123.2(5) . . ?
C9' C8' C11' 118.9(5) . . ?
C8' C9' H9' 119.1 . . ?
C10' C9' C8' 121.8(6) . . ?
C10' C9' H9' 119.1 . . ?
C5' C10' H10' 119.4 . . ?
C9' C10' C5' 121.1(6) . . ?
C9' C10' H10' 119.4 . . ?
C8' C11' C12' 115.2(4) . . ?
C8' C11' C15' 115.9(4) . . ?
C15' C11' C12' 101.1(4) . . ?
N1' C11' C8' 109.3(4) . . ?
N1' C11' C12' 105.8(4) . . ?
N1' C11' C15' 108.8(5) . . ?
C11' C12' H12' 110.3 . . ?
C13' C12' C11' 102.9(5) . . ?
C13' C12' H12' 110.3 . . ?
N2' C12' C11' 111.1(4) . . ?
N2' C12' H12' 110.3 . . ?
N2' C12' C13' 111.7(5) . . ?
C12' C13' H13C 110.4 . . ?
C12' C13' H13D 110.4 . . ?
C12' C13' C14' 106.6(5) . . ?
H13C C13' H13D 108.6 . . ?
C14' C13' H13C 110.4 . . ?
C14' C13' H13D 110.4 . . ?
C13' C14' H14C 110.6 . . ?
C13' C14' H14D 110.6 . . ?
H14C C14' H14D 108.7 . . ?
C15' C14' C13' 105.8(5) . . ?
C15' C14' H14C 110.6 . . ?
C15' C14' H14D 110.6 . . ?
C11' C15' H15C 110.9 . . ?
C11' C15' H15D 110.9 . . ?
C14' C15' C11' 104.4(5) . . ?
C14' C15' H15C 110.9 . . ?
C14' C15' H15D 110.9 . . ?
H15C C15' H15D 108.9 . . ?
N1' C16' C17' 117.2(4) . . ?
O1' C16' C17' 120.4(5) . . ?
O1' C16' N1' 122.4(5) . . ?
C18' C17' C16' 125.0(6) . . ?
C18' C17' C22' 117.7(6) . . ?
C22' C17' C16' 117.3(5) . . ?
C17' C18' H18' 119.0 . . ?
C17' C18' C19' 121.9(7) . . ?
C17' C18' Cl1' 121.8(5) . . ?
C19' C18' H18' 119.0 . . ?
C19' C18' Cl1' 116.3(5) . . ?
C18' C19' H19' 120.5 . . ?
C20' C19' C18' 119.1(7) . . ?
C20' C19' H19' 120.5 . . ?
C19' C20' H20' 119.9 . . ?
C21' C20' C19' 120.2(7) . . ?
C21' C20' H20' 119.9 . . ?
C20' C21' H21' 119.7 . . ?
C20' C21' C22' 120.5(8) . . ?
C22' C21' H21' 119.7 . . ?
C17' C22' H22' 119.7 . . ?
C17' C22' Cl 126.7(6) . . ?
C21' C22' C17' 120.6(7) . . ?
C21' C22' H22' 119.7 . . ?
C21' C22' Cl 109.2(7) . . ?
C28' C23' C24' 117.4(6) . . ?
N2' C23' C24' 118.1(6) . . ?
N2' C23' C28' 124.5(6) . . ?
C25' C24' C23' 120.9(6) . . ?
C25' C24' O2' 125.3(6) . . ?
O2' C24' C23' 113.8(6) . . ?
C24' C25' H25' 119.7 . . ?
C24' C25' C26' 120.6(7) . . ?
C26' C25' H25' 119.7 . . ?
C25' C26' H26' 120.2 . . ?
C27' C26' C25' 119.5(7) . . ?
C27' C26' H26' 120.2 . . ?
C26' C27' C28' 120.1(7) . . ?
C26' C27' O3' 124.0(7) . . ?
O3' C27' C28' 115.9(7) . . ?
C23' C28' C27' 121.5(6) . . ?
C23' C28' H28' 119.3 . . ?
C27' C28' H28' 119.3 . . ?
H29D C29' H29E 109.5 . . ?
H29D C29' H29F 109.5 . . ?
H29E C29' H29F 109.5 . . ?
O2' C29' H29D 109.5 . . ?
O2' C29' H29E 109.5 . . ?
O2' C29' H29F 109.5 . . ?
H30D C30' H30E 109.5 . . ?
H30D C30' H30F 109.5 . . ?
H30E C30' H30F 109.5 . . ?
O3' C30' H30D 109.5 . . ?
O3' C30' H30E 109.5 . . ?
O3' C30' H30F 109.5 . . ?
C11' N1' H1'A 111(5) . . ?
C16' N1' C11' 123.3(4) . . ?
C16' N1' H1'A 124(5) . . ?
C12' N2' H2'A 114(5) . . ?
C23' N2' C12' 123.2(5) . . ?
C23' N2' H2'A 113(5) . . ?
C29' O2' C24' 118.0(6) . . ?
C27' O3' C30' 118.2(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O1' 0.82(4) 1.98(4) 2.786(5) 173(4) 1_655
N2 H2A O2 0.84(3) 2.27(5) 2.673(6) 109(4) .
N1' H1'A O1 0.85(3) 1.97(3) 2.812(5) 167(6) 4_645

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 C2 C3 C4 -0.7(14) . . . . ?
C1 C6 C7 C8 -179.4(6) . . . . ?
C2 C1 C6 C5 0.3(11) . . . . ?
C2 C1 C6 C7 179.2(7) . . . . ?
C2 C3 C4 C5 0.3(12) . . . . ?
C3 C4 C5 C6 0.4(10) . . . . ?
C3 C4 C5 C10 179.7(6) . . . . ?
C4 C5 C6 C1 -0.6(9) . . . . ?
C4 C5 C6 C7 -179.6(6) . . . . ?
C4 C5 C10 C9 179.2(6) . . . . ?
C5 C6 C7 C8 -0.5(10) . . . . ?
C6 C1 C2 C3 0.4(13) . . . . ?
C6 C5 C10 C9 -1.5(8) . . . . ?
C6 C7 C8 C9 0.3(10) . . . . ?
C7 C8 C9 C10 -0.7(9) . . . . ?
C7 C8 C9 C11 178.8(5) . . . . ?
C8 C9 C10 C5 1.3(8) . . . . ?
C8 C9 C11 C12 -73.7(6) . . . . ?
C8 C9 C11 C15 169.0(5) . . . . ?
C8 C9 C11 N1 43.6(6) . . . . ?
C9 C11 C12 C13 -166.0(4) . . . . ?
C9 C11 C12 N2 -46.5(6) . . . . ?
C9 C11 C15 C14 166.5(4) . . . . ?
C9 C11 N1 C16 60.2(6) . . . . ?
C10 C5 C6 C1 180.0(6) . . . . ?
C10 C5 C6 C7 1.1(9) . . . . ?
C10 C9 C11 C12 105.7(6) . . . . ?
C10 C9 C11 C15 -11.5(7) . . . . ?
C10 C9 C11 N1 -137.0(5) . . . . ?
C11 C9 C10 C5 -178.2(5) . . . . ?
C11 C12 C13 C14 21.3(5) . . . . ?
C11 C12 N2 C23 158.2(5) . . . . ?
C12 C11 C15 C14 43.5(5) . . . . ?
C12 C11 N1 C16 -178.3(5) . . . . ?
C12 C13 C14 C15 5.4(6) . . . . ?
C13 C12 N2 C23 -87.3(6) . . . . ?
C13 C14 C15 C11 -30.6(6) . . . . ?
C15 C11 C12 C13 -39.9(5) . . . . ?
C15 C11 C12 N2 79.7(5) . . . . ?
C15 C11 N1 C16 -69.7(6) . . . . ?
C16 C17 C18 C19 175.8(6) . . . . ?
C16 C17 C18 Cl1 -7.9(8) . . . . ?
C16 C17 C22 C21 -176.2(6) . . . . ?
C16 C17 C22 Cl1A 21.2(15) . . . . ?
C17 C16 N1 C11 173.0(5) . . . . ?
C17 C18 C19 C20 -1.1(12) . . . . ?
C18 C17 C22 C21 -0.4(10) . . . . ?
C18 C17 C22 Cl1A -163.0(13) . . . . ?
C18 C19 C20 C21 2.3(14) . . . . ?
C19 C20 C21 C22 -2.6(14) . . . . ?
C20 C21 C22 C17 1.6(12) . . . . ?
C20 C21 C22 Cl1A 166.2(13) . . . . ?
C22 C17 C18 C19 0.2(10) . . . . ?
C22 C17 C18 Cl1 176.5(5) . . . . ?
C23 C24 C25 C26 0.7(10) . . . . ?
C23 C24 O2 C29 114.1(7) . . . . ?
C24 C23 C28 C27 2.9(9) . . . . ?
C24 C23 N2 C12 -166.3(5) . . . . ?
C24 C25 C26 C27 1.6(11) . . . . ?
C25 C24 O2 C29 -67.6(9) . . . . ?
C25 C26 C27 C28 -1.8(11) . . . . ?
C25 C26 C27 O3 178.2(7) . . . . ?
C26 C27 C28 C23 -0.5(10) . . . . ?
C26 C27 O3 C30 5.8(10) . . . . ?
C28 C23 C24 C25 -3.0(9) . . . . ?
C28 C23 C24 O2 175.4(5) . . . . ?
C28 C23 N2 C12 14.8(9) . . . . ?
C28 C27 O3 C30 -174.2(6) . . . . ?
Cl1 C18 C19 C20 -177.5(7) . . . . ?
N1 C11 C12 C13 74.1(5) . . . . ?
N1 C11 C12 N2 -166.4(4) . . . . ?
N1 C11 C15 C14 -67.7(5) . . . . ?
N1 C16 C17 C18 103.8(7) . . . . ?
N1 C16 C17 C22 -80.7(7) . . . . ?
N2 C12 C13 C14 -97.0(5) . . . . ?
N2 C23 C24 C25 178.0(6) . . . . ?
N2 C23 C24 O2 -3.7(8) . . . . ?
N2 C23 C28 C27 -178.2(6) . . . . ?
O1 C16 C17 C18 -79.0(8) . . . . ?
O1 C16 C17 C22 96.6(7) . . . . ?
O1 C16 N1 C11 -4.2(8) . . . . ?
O2 C24 C25 C26 -177.5(6) . . . . ?
O3 C27 C28 C23 179.5(5) . . . . ?
C1' C2' C3' C4' -0.3(13) . . . . ?
C1' C6' C7' C8' -176.9(6) . . . . ?
C2' C1' C6' C5' -0.6(10) . . . . ?
C2' C1' C6' C7' 175.5(6) . . . . ?
C2' C3' C4' C5' -0.2(13) . . . . ?
C3' C4' C5' C6' 0.3(10) . . . . ?
C3' C4' C5' C10' -178.2(7) . . . . ?
C4' C5' C6' C1' 0.1(9) . . . . ?
C4' C5' C6' C7' -176.2(6) . . . . ?
C4' C5' C10' C9' 176.4(6) . . . . ?
C5' C6' C7' C8' -0.8(9) . . . . ?
C6' C1' C2' C3' 0.7(12) . . . . ?
C6' C5' C10' C9' -2.2(10) . . . . ?
C6' C7' C8' C9' -1.2(9) . . . . ?
C6' C7' C8' C11' 174.3(5) . . . . ?
C7' C8' C9' C10' 1.6(9) . . . . ?
C7' C8' C11' C12' 108.7(6) . . . . ?
C7' C8' C11' C15' -9.0(8) . . . . ?
C7' C8' C11' N1' -132.3(5) . . . . ?
C8' C9' C10' C5' 0.2(10) . . . . ?
C8' C11' C12' C13' -167.0(5) . . . . ?
C8' C11' C12' N2' -47.3(6) . . . . ?
C8' C11' C15' C14' 167.2(5) . . . . ?
C8' C11' N1' C16' 60.2(6) . . . . ?
C9' C8' C11' C12' -75.8(6) . . . . ?
C9' C8' C11' C15' 166.6(5) . . . . ?
C9' C8' C11' N1' 43.2(6) . . . . ?
C10' C5' C6' C1' 178.7(6) . . . . ?
C10' C5' C6' C7' 2.5(9) . . . . ?
C11' C8' C9' C10' -174.2(6) . . . . ?
C11' C12' C13' C14' 25.6(7) . . . . ?
C11' C12' N2' C23' 105.4(6) . . . . ?
C12' C11' C15' C14' 42.0(6) . . . . ?
C12' C11' N1' C16' -175.2(5) . . . . ?
C12' C13' C14' C15' 0.1(8) . . . . ?
C13' C12' N2' C23' -140.3(6) . . . . ?
C13' C14' C15' C11' -26.5(8) . . . . ?
C15' C11' C12' C13' -41.3(5) . . . . ?
C15' C11' C12' N2' 78.4(6) . . . . ?
C15' C11' N1' C16' -67.3(6) . . . . ?
C16' C17' C18' C19' -176.8(6) . . . . ?
C16' C17' C18' Cl1' 3.2(8) . . . . ?
C16' C17' C22' C21' 176.3(6) . . . . ?
C16' C17' C22' Cl -27.0(10) . . . . ?
C17' C16' N1' C11' -178.4(5) . . . . ?
C17' C18' C19' C20' 1.0(11) . . . . ?
C18' C17' C22' C21' -0.2(10) . . . . ?
C18' C17' C22' Cl 156.6(6) . . . . ?
C18' C19' C20' C21' -0.6(12) . . . . ?
C19' C20' C21' C22' -0.2(13) . . . . ?
C20' C21' C22' C17' 0.6(12) . . . . ?
C20' C21' C22' Cl -159.8(8) . . . . ?
C22' C17' C18' C19' -0.6(10) . . . . ?
C22' C17' C18' Cl1' 179.3(5) . . . . ?
C23' C24' C25' C26' 0.5(12) . . . . ?
C23' C24' O2' C29' 164.9(7) . . . . ?
C24' C23' C28' C27' 1.7(9) . . . . ?
C24' C23' N2' C12' -150.8(5) . . . . ?
C24' C25' C26' C27' -1.5(13) . . . . ?
C25' C24' O2' C29' -14.7(11) . . . . ?
C25' C26' C27' C28' 2.6(13) . . . . ?
C25' C26' C27' O3' -179.1(8) . . . . ?
C26' C27' C28' C23' -2.8(11) . . . . ?
C26' C27' O3' C30' 15.7(12) . . . . ?
C28' C23' C24' C25' -0.6(10) . . . . ?
C28' C23' C24' O2' 179.8(5) . . . . ?
C28' C23' N2' C12' 31.4(9) . . . . ?
C28' C27' O3' C30' -166.0(7) . . . . ?
Cl1' C18' C19' C20' -179.0(6) . . . . ?
N1' C11' C12' C13' 72.1(5) . . . . ?
N1' C11' C12' N2' -168.2(5) . . . . ?
N1' C11' C15' C14' -69.1(6) . . . . ?
N1' C16' C17' C18' -60.5(8) . . . . ?
N1' C16' C17' C22' 123.3(6) . . . . ?
N2' C12' C13' C14' -93.6(6) . . . . ?
N2' C23' C24' C25' -178.5(6) . . . . ?
N2' C23' C24' O2' 1.9(8) . . . . ?
N2' C23' C28' C27' 179.5(6) . . . . ?
O1' C16' C17' C18' 120.7(6) . . . . ?
O1' C16' C17' C22' -55.5(8) . . . . ?
O1' C16' N1' C11' 0.4(8) . . . . ?
O2' C24' C25' C26' -179.9(7) . . . . ?
O3' C27' C28' C23' 178.8(6) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.136
_oxdiff_exptl_absorpt_empirical_full_min 0.870
