# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_201712290
_audit_block_doi                 10.5517/ccdc.csd.cc1z5106
_database_code_depnum_ccdc_archive 'CCDC 1822087'
_audit_update_record             
;
2018-02-05 deposited with the CCDC.
2018-09-04 downloaded from the CCDC.
;
_audit_creation_date             2017-12-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 Cl N2 O4'
_chemical_formula_sum            'C23 H23 Cl N2 O4'
_chemical_formula_weight         426.88
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C33H37O4N2Cl1
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                   8.8442(2)
_cell_length_b                   10.8918(2)
_cell_length_c                   11.5077(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.266(3)
_cell_angle_gamma                90
_cell_volume                     1108.51(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2991
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.7590
_cell_measurement_theta_min      4.9940
_shelx_estimated_absorpt_T_max   0.814
_shelx_estimated_absorpt_T_min   0.717
_exptl_absorpt_coefficient_mu    1.783
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77227
_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    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7923
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.028
_diffrn_reflns_theta_max         67.028
_diffrn_reflns_theta_min         3.841
_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  -62.00   36.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000  -90.0000 196

#__ type_ start__ end____ width___ exp.time_
  2 omega -103.00   -5.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000  120.0000 196

#__ type_ start__ end____ width___ exp.time_
  3 omega   57.00  110.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   30.0000 106

#__ type_ start__ end____ width___ exp.time_
  4 omega   82.00  109.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -90.0000 54

#__ type_ start__ end____ width___ exp.time_
  5 omega   45.00   76.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000 -120.0000 62

#__ type_ start__ end____ width___ exp.time_
  6 omega  -26.00   34.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -37.0000  120.0000 120

#__ type_ start__ end____ width___ exp.time_
  7 omega   -3.00   40.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000 -120.0000 86

#__ type_ start__ end____ width___ exp.time_
  8 omega   94.00  176.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 164

#__ type_ start__ end____ width___ exp.time_
  9 omega   47.00   99.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 104

#__ type_ start__ end____ width___ exp.time_
 10 omega  104.00  176.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 144

#__ type_ start__ end____ width___ exp.time_
 11 omega   58.00   90.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 64

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00   98.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 116

#__ type_ start__ end____ width___ exp.time_
 13 omega   43.00   80.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 74

#__ type_ start__ end____ width___ exp.time_
 14 omega   45.00  151.00   0.5000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000    0.0000 212

#__ type_ start__ end____ width___ exp.time_
 15 omega  -14.00   36.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000   90.0000 100

#__ type_ start__ end____ width___ exp.time_
 16 omega  -75.00  -33.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  178.0000 -120.0000 84

#__ type_ start__ end____ width___ exp.time_
 17 omega  -48.00  -17.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000   90.0000 62

#__ type_ start__ end____ width___ exp.time_
 18 omega   23.00   71.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   30.0000 96

#__ type_ start__ end____ width___ exp.time_
 19 omega   16.00   87.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000  -30.0000 142

#__ type_ start__ end____ width___ exp.time_
 20 omega   82.00  110.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -150.0000 56

#__ type_ start__ end____ width___ exp.time_
 21 omega   45.00  102.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000 -150.0000 114

#__ type_ start__ end____ width___ exp.time_
 22 omega   38.00  100.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 124

#__ type_ start__ end____ width___ exp.time_
 23 omega   52.00  150.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000 -120.0000 196

#__ type_ start__ end____ width___ exp.time_
 24 omega   74.00  107.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 66

#__ type_ start__ end____ width___ exp.time_
 25 omega   88.00  127.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -120.0000 78

#__ type_ start__ end____ width___ exp.time_
 26 omega   71.00  127.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  150.0000 112

#__ type_ start__ end____ width___ exp.time_
 27 omega   77.00  103.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
 28 omega   68.00  115.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -180.0000 94

#__ type_ start__ end____ width___ exp.time_
 29 omega  100.00  127.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 54

#__ type_ start__ end____ width___ exp.time_
 30 omega   44.00   95.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 102

#__ type_ start__ end____ width___ exp.time_
 31 omega   42.00   69.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 54

#__ type_ start__ end____ width___ exp.time_
 32 omega   62.00   91.00   0.5000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0109168000
_diffrn_orient_matrix_UB_12      0.0801883000
_diffrn_orient_matrix_UB_13      0.1099980000
_diffrn_orient_matrix_UB_21      -0.0560943000
_diffrn_orient_matrix_UB_22      0.1117831000
_diffrn_orient_matrix_UB_23      -0.0699472000
_diffrn_orient_matrix_UB_31      -0.1645904000
_diffrn_orient_matrix_UB_32      -0.0327739000
_diffrn_orient_matrix_UB_33      0.0304624000
_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         0.890
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3233
_reflns_number_total             3966
_reflns_odcompleteness_completeness 100.00
_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         0.128
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 1213 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.019(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         3966
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0401
_refine_ls_restrained_S_all      1.024
_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)+(0.0462P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.0997
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C11(H11), C15(H15), C16(H16), C17(H17), C18(H18),
 N2(H2A)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2B)
;
_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 0.7559(4) 0.5197(4) 1.0203(4) 0.0713(10) Uani 1 1 d . . . . .
C2 C 0.8370(5) 0.4709(5) 1.1126(4) 0.0846(13) Uani 1 1 d . . . . .
H2 H 0.8751 0.5221 1.1704 0.102 Uiso 1 1 calc R . . . .
C3 C 0.8608(5) 0.3471(5) 1.1180(4) 0.0890(14) Uani 1 1 d . . . . .
H3 H 0.9154 0.3149 1.1802 0.107 Uiso 1 1 calc R . . . .
C4 C 0.8056(5) 0.2681(4) 1.0333(4) 0.0755(11) Uani 1 1 d . . . . .
H4 H 0.8227 0.1839 1.0374 0.091 Uiso 1 1 calc R . . . .
C5 C 0.7241(4) 0.3192(3) 0.9425(3) 0.0558(8) Uani 1 1 d . . . . .
C6 C 0.6989(4) 0.4442(3) 0.9343(3) 0.0566(8) Uani 1 1 d . . . . .
C7 C 0.6204(4) 0.4737(3) 0.8204(3) 0.0585(8) Uani 1 1 d . . . . .
C8 C 0.5863(4) 0.3461(3) 0.7720(3) 0.0543(8) Uani 1 1 d . . . . .
C9 C 0.4704(5) 0.5419(3) 0.8307(4) 0.0697(10) Uani 1 1 d . . . . .
H9A H 0.4863 0.6196 0.8701 0.084 Uiso 1 1 calc R . . . .
H9B H 0.4301 0.5588 0.7538 0.084 Uiso 1 1 calc R . . . .
C10 C 0.7287(4) 0.5380(3) 0.7333(3) 0.0663(9) Uani 1 1 d . . . . .
H10A H 0.6790 0.5433 0.6582 0.080 Uiso 1 1 calc R . . . .
H10B H 0.7477 0.6211 0.7600 0.080 Uiso 1 1 calc R . . . .
C11 C 1.0008(5) 0.4887(4) 0.7866(4) 0.0757(11) Uani 1 1 d . . . . .
H11 H 1.0088 0.5462 0.8461 0.091 Uiso 1 1 calc R . . . .
C12 C 0.8765(4) 0.4738(3) 0.7188(3) 0.0596(8) Uani 1 1 d . . . . .
C13 C 0.9142(4) 0.3780(3) 0.6392(3) 0.0619(8) Uani 1 1 d . . . . .
C14 C 1.0624(4) 0.3390(4) 0.6670(4) 0.0709(10) Uani 1 1 d . . . . .
C15 C 1.1359(6) 0.2443(5) 0.6086(5) 0.0961(14) Uani 1 1 d . . . . .
H15 H 1.2328 0.2194 0.6296 0.115 Uiso 1 1 calc R . . . .
C16 C 1.0599(8) 0.1903(6) 0.5203(6) 0.114(2) Uani 1 1 d . . . . .
H16 H 1.1056 0.1262 0.4801 0.137 Uiso 1 1 calc R . . . .
C17 C 0.9153(8) 0.2277(6) 0.4875(5) 0.113(2) Uani 1 1 d . . . . .
H17 H 0.8680 0.1896 0.4249 0.135 Uiso 1 1 calc R . . . .
C18 C 0.8402(5) 0.3202(5) 0.5459(4) 0.0840(12) Uani 1 1 d . . . . .
H18 H 0.7431 0.3436 0.5239 0.101 Uiso 1 1 calc R . . . .
C19 C 0.6677(4) 0.1325(3) 0.8231(3) 0.0609(8) Uani 1 1 d . . . . .
C20 C 0.6331(5) -0.0214(4) 0.6714(4) 0.0733(10) Uani 1 1 d . . . . .
C21 C 0.5225(8) -0.1005(5) 0.7362(6) 0.128(2) Uani 1 1 d . . . . .
H21A H 0.5110 -0.1776 0.6966 0.193 Uiso 1 1 calc GR . . . .
H21B H 0.4264 -0.0597 0.7398 0.193 Uiso 1 1 calc GR . . . .
H21C H 0.5595 -0.1148 0.8136 0.193 Uiso 1 1 calc GR . . . .
C22 C 0.7936(6) -0.0677(6) 0.6777(5) 0.1123(19) Uani 1 1 d . . . . .
H22A H 0.8232 -0.0768 0.7576 0.168 Uiso 1 1 calc GR . . . .
H22B H 0.8596 -0.0101 0.6403 0.168 Uiso 1 1 calc GR . . . .
H22C H 0.8003 -0.1457 0.6392 0.168 Uiso 1 1 calc GR . . . .
C23 C 0.5833(7) -0.0004(5) 0.5464(5) 0.1097(19) Uani 1 1 d . . . . .
H23A H 0.6503 0.0572 0.5100 0.165 Uiso 1 1 calc GR . . . .
H23B H 0.4821 0.0316 0.5452 0.165 Uiso 1 1 calc GR . . . .
H23C H 0.5859 -0.0769 0.5048 0.165 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.72673(17) 0.67801(10) 1.01526(13) 0.1087(5) Uani 1 1 d . . . . .
N1 N 0.6586(3) 0.2586(3) 0.8438(2) 0.0548(6) Uani 1 1 d . . . . .
N2 N 1.1118(4) 0.4096(4) 0.7569(3) 0.0844(11) Uani 1 1 d . . . . .
H2A H 1.1993 0.4047 0.7896 0.101 Uiso 1 1 calc R . . . .
O1 O 0.5098(3) 0.3249(2) 0.6892(2) 0.0702(7) Uani 1 1 d . . . . .
O2 O 0.3660(3) 0.4700(3) 0.8939(2) 0.0744(7) Uani 1 1 d . . . . .
H2B H 0.3588 0.4970 0.9601 0.112 Uiso 1 1 calc GR . . . .
O3 O 0.7115(4) 0.0615(2) 0.8960(2) 0.0903(10) Uani 1 1 d . . . . .
O4 O 0.6270(3) 0.1058(2) 0.7175(2) 0.0732(7) 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 1.385(6) . ?
C1 C6 1.380(5) . ?
C1 Cl1 1.745(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(5) . ?
C5 C6 1.383(5) . ?
C5 N1 1.433(4) . ?
C6 C7 1.515(4) . ?
C7 C8 1.526(5) . ?
C7 C9 1.526(5) . ?
C7 C10 1.556(5) . ?
C8 N1 1.412(4) . ?
C8 O1 1.189(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 O2 1.414(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C12 1.492(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.356(5) . ?
C11 N2 1.351(6) . ?
C12 C13 1.428(5) . ?
C13 C14 1.413(5) . ?
C13 C18 1.404(5) . ?
C14 C15 1.393(7) . ?
C14 N2 1.360(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.351(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.393(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(8) . ?
C18 H18 0.9300 . ?
C19 N1 1.396(4) . ?
C19 O3 1.205(4) . ?
C19 O4 1.299(4) . ?
C20 C21 1.504(7) . ?
C20 C22 1.509(7) . ?
C20 C23 1.520(6) . ?
C20 O4 1.484(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N2 H2A 0.8600 . ?
O2 H2B 0.8200 . ?

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 118.7(3) . . ?
C6 C1 C2 120.5(4) . . ?
C6 C1 Cl1 120.8(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.5(4) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.8(4) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 121.3 . . ?
C5 C4 C3 117.5(4) . . ?
C5 C4 H4 121.3 . . ?
C4 C5 N1 128.3(3) . . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 N1 109.6(3) . . ?
C1 C6 C5 118.7(3) . . ?
C1 C6 C7 131.2(3) . . ?
C5 C6 C7 109.9(3) . . ?
C6 C7 C8 102.2(3) . . ?
C6 C7 C9 115.5(3) . . ?
C6 C7 C10 111.8(3) . . ?
C8 C7 C10 107.2(3) . . ?
C9 C7 C8 107.5(3) . . ?
C9 C7 C10 111.7(3) . . ?
N1 C8 C7 108.2(2) . . ?
O1 C8 C7 125.4(3) . . ?
O1 C8 N1 126.3(3) . . ?
C7 C9 H9A 109.7 . . ?
C7 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
O2 C9 C7 109.9(3) . . ?
O2 C9 H9A 109.7 . . ?
O2 C9 H9B 109.7 . . ?
C7 C10 H10A 108.8 . . ?
C7 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C12 C10 C7 113.8(3) . . ?
C12 C10 H10A 108.8 . . ?
C12 C10 H10B 108.8 . . ?
C12 C11 H11 124.3 . . ?
N2 C11 H11 124.3 . . ?
N2 C11 C12 111.5(4) . . ?
C11 C12 C10 126.0(4) . . ?
C11 C12 C13 105.4(4) . . ?
C13 C12 C10 128.4(3) . . ?
C14 C13 C12 107.1(3) . . ?
C18 C13 C12 135.1(4) . . ?
C18 C13 C14 117.8(4) . . ?
C15 C14 C13 123.2(4) . . ?
N2 C14 C13 107.2(4) . . ?
N2 C14 C15 129.5(4) . . ?
C14 C15 H15 121.5 . . ?
C16 C15 C14 117.0(5) . . ?
C16 C15 H15 121.5 . . ?
C15 C16 H16 119.0 . . ?
C15 C16 C17 121.9(5) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(5) . . ?
C18 C17 H17 119.2 . . ?
C13 C18 H18 120.8 . . ?
C17 C18 C13 118.4(5) . . ?
C17 C18 H18 120.8 . . ?
O3 C19 N1 122.1(3) . . ?
O3 C19 O4 126.5(3) . . ?
O4 C19 N1 111.4(3) . . ?
C21 C20 C22 113.5(5) . . ?
C21 C20 C23 111.7(4) . . ?
C22 C20 C23 111.4(5) . . ?
O4 C20 C21 109.5(4) . . ?
O4 C20 C22 109.3(4) . . ?
O4 C20 C23 100.8(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C5 109.4(3) . . ?
C19 N1 C5 124.4(3) . . ?
C19 N1 C8 126.2(3) . . ?
C11 N2 C14 108.8(3) . . ?
C11 N2 H2A 125.6 . . ?
C14 N2 H2A 125.6 . . ?
C9 O2 H2B 109.5 . . ?
C19 O4 C20 122.2(3) . . ?

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
N2 H2A O2 0.86 2.03 2.818(4) 152.6 1_655
O2 H2B O3 0.82 1.91 2.706(4) 165.3 2_657

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 0.0(8) . . . . ?
C1 C6 C7 C8 -178.8(4) . . . . ?
C1 C6 C7 C9 -62.4(5) . . . . ?
C1 C6 C7 C10 66.8(5) . . . . ?
C2 C1 C6 C5 0.2(6) . . . . ?
C2 C1 C6 C7 -173.6(4) . . . . ?
C2 C3 C4 C5 -0.3(8) . . . . ?
C3 C4 C5 C6 0.7(7) . . . . ?
C3 C4 C5 N1 178.5(4) . . . . ?
C4 C5 C6 C1 -0.6(6) . . . . ?
C4 C5 C6 C7 174.4(4) . . . . ?
C4 C5 N1 C8 -179.6(4) . . . . ?
C4 C5 N1 C19 -0.1(6) . . . . ?
C5 C6 C7 C8 7.0(4) . . . . ?
C5 C6 C7 C9 123.4(4) . . . . ?
C5 C6 C7 C10 -107.4(3) . . . . ?
C6 C1 C2 C3 0.1(7) . . . . ?
C6 C5 N1 C8 -1.5(4) . . . . ?
C6 C5 N1 C19 177.9(4) . . . . ?
C6 C7 C8 N1 -7.8(4) . . . . ?
C6 C7 C8 O1 171.1(4) . . . . ?
C6 C7 C9 O2 -61.0(4) . . . . ?
C6 C7 C10 C12 49.6(4) . . . . ?
C7 C8 N1 C5 6.1(4) . . . . ?
C7 C8 N1 C19 -173.3(4) . . . . ?
C7 C10 C12 C11 -85.8(4) . . . . ?
C7 C10 C12 C13 88.4(4) . . . . ?
C8 C7 C9 O2 52.3(4) . . . . ?
C8 C7 C10 C12 -61.6(3) . . . . ?
C9 C7 C8 N1 -129.9(3) . . . . ?
C9 C7 C8 O1 49.1(5) . . . . ?
C9 C7 C10 C12 -179.2(3) . . . . ?
C10 C7 C8 N1 109.9(3) . . . . ?
C10 C7 C8 O1 -71.2(5) . . . . ?
C10 C7 C9 O2 169.7(3) . . . . ?
C10 C12 C13 C14 -174.0(3) . . . . ?
C10 C12 C13 C18 6.6(7) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C11 C12 C13 C18 -178.2(5) . . . . ?
C12 C11 N2 C14 0.0(5) . . . . ?
C12 C13 C14 C15 178.6(4) . . . . ?
C12 C13 C14 N2 -1.2(4) . . . . ?
C12 C13 C18 C17 -179.9(4) . . . . ?
C13 C14 C15 C16 1.2(7) . . . . ?
C13 C14 N2 C11 0.7(5) . . . . ?
C14 C13 C18 C17 0.8(6) . . . . ?
C14 C15 C16 C17 0.6(8) . . . . ?
C15 C14 N2 C11 -179.0(5) . . . . ?
C15 C16 C17 C18 -1.7(10) . . . . ?
C16 C17 C18 C13 0.9(8) . . . . ?
C18 C13 C14 C15 -2.0(6) . . . . ?
C18 C13 C14 N2 178.3(4) . . . . ?
C21 C20 O4 C19 65.1(5) . . . . ?
C22 C20 O4 C19 -59.7(6) . . . . ?
C23 C20 O4 C19 -177.1(4) . . . . ?
Cl1 C1 C2 C3 179.9(4) . . . . ?
Cl1 C1 C6 C5 -179.6(3) . . . . ?
Cl1 C1 C6 C7 6.6(6) . . . . ?
N1 C5 C6 C1 -178.8(3) . . . . ?
N1 C5 C6 C7 -3.8(4) . . . . ?
N1 C19 O4 C20 177.1(4) . . . . ?
N2 C11 C12 C10 174.6(3) . . . . ?
N2 C11 C12 C13 -0.7(5) . . . . ?
N2 C14 C15 C16 -179.1(5) . . . . ?
O1 C8 N1 C5 -172.8(4) . . . . ?
O1 C8 N1 C19 7.8(6) . . . . ?
O3 C19 N1 C5 11.9(6) . . . . ?
O3 C19 N1 C8 -168.8(4) . . . . ?
O3 C19 O4 C20 -1.3(7) . . . . ?
O4 C19 N1 C5 -166.7(3) . . . . ?
O4 C19 N1 C8 12.6(5) . . . . ?

_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_a
_audit_block_doi                 10.5517/ccdc.csd.cc1z5hyl
_database_code_depnum_ccdc_archive 'CCDC 1822550'
_audit_update_record             
;
2018-02-07 deposited with the CCDC.
2018-09-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 Cl N3 O8 S'
_chemical_formula_weight         569.96

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.6165(18)
_cell_length_b                   13.983(2)
_cell_length_c                   16.7686(17)
_cell_angle_alpha                65.52(3)
_cell_angle_beta                 88.60(3)
_cell_angle_gamma                86.77(3)
_cell_volume                     1196.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    314
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      16.05

_exptl_crystal_description       needle-like
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588
_exptl_absorpt_coefficient_mu    0.308
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9243
_exptl_absorpt_correction_T_max  0.9496
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6021
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_sigmaI/netI    0.2050
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4185
_reflns_number_gt                1358
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0010P)²+0.0005P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0039(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4185
_refine_ls_number_parameters     359
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.2192
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.1237
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_restrained_S_all      0.898
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.6026(3) 0.12505(15) 0.12453(11) 0.0674(6) Uani 1 1 d . . .
Cl1 Cl -0.2538(3) -0.00938(13) 0.41259(10) 0.0791(6) Uani 1 1 d . . .
C1 C 0.0210(13) 0.2452(6) -0.0710(4) 0.068(2) Uani 1 1 d . . .
C2 C 0.1256(13) 0.3142(5) -0.0478(4) 0.076(2) Uani 1 1 d . . .
H2A H 0.0747 0.3849 -0.0714 0.092 Uiso 1 1 calc R . .
C3 C 0.3119(12) 0.2770(6) 0.0123(4) 0.071(2) Uani 1 1 d . . .
H3A H 0.3896 0.3217 0.0302 0.085 Uiso 1 1 calc R . .
C4 C 0.3767(11) 0.1715(6) 0.0442(4) 0.0653(19) Uani 1 1 d . . .
C5 C 0.2753(12) 0.1041(5) 0.0161(4) 0.071(2) Uani 1 1 d . . .
H5A H 0.3307 0.0341 0.0360 0.085 Uiso 1 1 calc R . .
C6 C 0.0891(13) 0.1428(6) -0.0424(4) 0.075(2) Uani 1 1 d . . .
H6A H 0.0123 0.0991 -0.0617 0.090 Uiso 1 1 calc R . .
C7 C 0.3004(12) 0.0113(6) 0.2567(4) 0.0601(18) Uani 1 1 d . . .
C8 C 0.3301(12) -0.0859(6) 0.2551(4) 0.071(2) Uani 1 1 d . . .
H8A H 0.4538 -0.1032 0.2248 0.086 Uiso 1 1 calc R . .
C9 C 0.1613(14) -0.1562(5) 0.3022(4) 0.071(2) Uani 1 1 d . . .
H9A H 0.1706 -0.2228 0.3023 0.085 Uiso 1 1 calc R . .
C10 C -0.0183(12) -0.1325(5) 0.3485(4) 0.070(2) Uani 1 1 d . . .
H10A H -0.1284 -0.1823 0.3787 0.084 Uiso 1 1 calc R . .
C11 C -0.0362(10) -0.0346(5) 0.3504(4) 0.0584(18) Uani 1 1 d . . .
C12 C 0.1228(11) 0.0398(5) 0.3007(4) 0.0503(16) Uani 1 1 d . . .
C13 C 0.1458(10) 0.1481(5) 0.2860(3) 0.0449(15) Uani 1 1 d . . .
C14 C 0.3336(11) 0.1796(5) 0.2351(4) 0.0486(16) Uani 1 1 d . . .
C15 C 0.2593(10) 0.3543(4) 0.2076(3) 0.0563(17) Uani 1 1 d . . .
H15A H 0.1444 0.3710 0.1609 0.068 Uiso 1 1 calc R . .
H15B H 0.3415 0.4178 0.1968 0.068 Uiso 1 1 calc R . .
C16 C 0.1262(9) 0.3205(4) 0.2952(4) 0.0418(14) Uani 1 1 d . . .
C17 C -0.0023(9) 0.2195(4) 0.3146(3) 0.0559(17) Uani 1 1 d . . .
H17A H -0.0337 0.1844 0.3770 0.067 Uiso 1 1 calc R . .
H17B H -0.1540 0.2368 0.2841 0.067 Uiso 1 1 calc R . .
C18 C -0.0459(12) 0.4127(5) 0.2849(4) 0.0589(18) Uani 1 1 d . . .
C19 C 0.2844(10) 0.3139(5) 0.3687(4) 0.0513(16) Uani 1 1 d . . .
C20 C 0.2259(10) 0.3929(5) 0.3936(4) 0.0519(16) Uani 1 1 d . . .
C21 C 0.3432(12) 0.4066(5) 0.4592(4) 0.072(2) Uani 1 1 d . . .
H21A H 0.3009 0.4612 0.4757 0.086 Uiso 1 1 calc R . .
C22 C 0.5268(12) 0.3341(5) 0.4986(4) 0.070(2) Uani 1 1 d . . .
H22A H 0.6138 0.3410 0.5422 0.084 Uiso 1 1 calc R . .
C23 C 0.5861(11) 0.2532(5) 0.4764(4) 0.072(2) Uani 1 1 d . . .
H23A H 0.7100 0.2053 0.5056 0.086 Uiso 1 1 calc R . .
C24 C 0.4640(10) 0.2410(4) 0.4105(4) 0.0518(16) Uani 1 1 d . . .
H24A H 0.5029 0.1852 0.3953 0.062 Uiso 1 1 calc R . .
C25 C -0.0635(13) 0.5530(5) 0.3422(4) 0.0648(19) Uani 1 1 d . . .
N1 N -0.1885(12) 0.2841(6) -0.1304(4) 0.082(2) Uani 1 1 d . . .
N2 N 0.4481(8) 0.0993(4) 0.2167(3) 0.0513(13) Uani 1 1 d . . .
N3 N 0.0254(8) 0.4555(4) 0.3418(3) 0.0547(14) Uani 1 1 d . . .
O1 O -0.3102(10) 0.2196(4) -0.1388(3) 0.109(2) Uani 1 1 d . . .
O1W O 0.7344(19) 0.4571(5) 0.0378(4) 0.190(3) Uani 1 1 d D . .
H1WA H 0.72(2) 0.3881(19) 0.062(5) 0.228 Uiso 1 1 d D . .
H1WB H 0.74(2) 0.470(7) 0.084(4) 0.228 Uiso 1 1 d D . .
O2 O -0.2319(9) 0.3789(5) -0.1648(3) 0.115(2) Uani 1 1 d . . .
O3 O 0.6962(7) 0.0264(3) 0.1298(2) 0.0787(14) Uani 1 1 d . . .
O4 O 0.7573(7) 0.2076(3) 0.1144(2) 0.0794(14) Uani 1 1 d . . .
O5 O 0.4291(6) 0.2751(3) 0.2053(2) 0.0526(11) Uani 1 1 d . . .
O6 O -0.2097(7) 0.4428(3) 0.2350(3) 0.0750(14) Uani 1 1 d . . .
C26 C -0.2882(10) 0.6015(4) 0.2949(4) 0.078(2) Uani 1 1 d . . .
H26A H -0.3268 0.6664 0.3002 0.118 Uiso 1 1 calc R . .
H26B H -0.4145 0.5543 0.3197 0.118 Uiso 1 1 calc R . .
H26C H -0.2691 0.6152 0.2342 0.118 Uiso 1 1 calc R . .
O7 O 0.0434(9) 0.5885(4) 0.3833(3) 0.0904(17) 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
S1 O3 1.417(4) . ?
S1 O4 1.435(4) . ?
S1 N2 1.667(4) . ?
S1 C4 1.765(6) . ?
Cl1 C11 1.703(6) . ?
C1 C6 1.344(7) . ?
C1 C2 1.347(8) . ?
C1 N1 1.486(8) . ?
C2 C3 1.392(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.375(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.369(8) . ?
C5 C6 1.377(7) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C12 1.364(7) . ?
C7 C8 1.371(8) . ?
C7 N2 1.434(7) . ?
C8 C9 1.383(8) . ?
C8 H8A 0.9300 . ?
C9 C10 1.366(7) . ?
C9 H9A 0.9300 . ?
C10 C11 1.380(7) . ?
C10 H10A 0.9300 . ?
C11 C12 1.387(7) . ?
C12 C13 1.444(7) . ?
C13 C14 1.316(7) . ?
C13 C17 1.484(6) . ?
C14 O5 1.355(6) . ?
C14 N2 1.401(6) . ?
C15 O5 1.432(5) . ?
C15 C16 1.533(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C19 1.505(7) . ?
C16 C18 1.520(7) . ?
C16 C17 1.531(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 O6 1.194(6) . ?
C18 N3 1.395(7) . ?
C19 C20 1.357(7) . ?
C19 C24 1.369(6) . ?
C20 C21 1.380(7) . ?
C20 N3 1.448(6) . ?
C21 C22 1.374(7) . ?
C21 H21A 0.9300 . ?
C22 C23 1.352(7) . ?
C22 H22A 0.9300 . ?
C23 C24 1.388(7) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9300 . ?
C25 O7 1.191(7) . ?
C25 N3 1.429(7) . ?
C25 C26 1.479(7) . ?
N1 O1 1.216(7) . ?
N1 O2 1.219(6) . ?
O1W H1WA 0.88(2) . ?
O1W H1WB 0.86(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

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 120.9(3) . . ?
O3 S1 N2 105.8(3) . . ?
O4 S1 N2 107.1(3) . . ?
O3 S1 C4 108.4(3) . . ?
O4 S1 C4 110.6(3) . . ?
N2 S1 C4 102.2(3) . . ?
C6 C1 C2 124.5(7) . . ?
C6 C1 N1 117.6(8) . . ?
C2 C1 N1 117.9(7) . . ?
C1 C2 C3 118.3(7) . . ?
C1 C2 H2A 120.9 . . ?
C3 C2 H2A 120.9 . . ?
C4 C3 C2 117.4(7) . . ?
C4 C3 H3A 121.3 . . ?
C2 C3 H3A 121.3 . . ?
C5 C4 C3 123.1(6) . . ?
C5 C4 S1 120.4(6) . . ?
C3 C4 S1 116.5(6) . . ?
C4 C5 C6 118.1(6) . . ?
C4 C5 H5A 120.9 . . ?
C6 C5 H5A 120.9 . . ?
C1 C6 C5 118.5(7) . . ?
C1 C6 H6A 120.8 . . ?
C5 C6 H6A 120.8 . . ?
C12 C7 C8 124.6(7) . . ?
C12 C7 N2 107.5(6) . . ?
C8 C7 N2 127.9(7) . . ?
C7 C8 C9 114.6(6) . . ?
C7 C8 H8A 122.7 . . ?
C9 C8 H8A 122.7 . . ?
C10 C9 C8 123.3(7) . . ?
C10 C9 H9A 118.4 . . ?
C8 C9 H9A 118.4 . . ?
C9 C10 C11 120.0(7) . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
C10 C11 C12 118.5(6) . . ?
C10 C11 Cl1 118.9(6) . . ?
C12 C11 Cl1 122.6(6) . . ?
C7 C12 C11 118.9(6) . . ?
C7 C12 C13 109.0(6) . . ?
C11 C12 C13 132.1(7) . . ?
C14 C13 C12 105.8(5) . . ?
C14 C13 C17 122.4(6) . . ?
C12 C13 C17 131.8(6) . . ?
C13 C14 O5 127.5(6) . . ?
C13 C14 N2 112.9(6) . . ?
O5 C14 N2 119.5(6) . . ?
O5 C15 C16 112.9(4) . . ?
O5 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
O5 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C19 C16 C18 102.3(5) . . ?
C19 C16 C17 113.6(5) . . ?
C18 C16 C17 112.3(5) . . ?
C19 C16 C15 112.4(4) . . ?
C18 C16 C15 105.4(5) . . ?
C17 C16 C15 110.2(5) . . ?
C13 C17 C16 110.3(5) . . ?
C13 C17 H17A 109.6 . . ?
C16 C17 H17A 109.6 . . ?
C13 C17 H17B 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
O6 C18 N3 127.2(6) . . ?
O6 C18 C16 124.7(6) . . ?
N3 C18 C16 108.1(6) . . ?
C20 C19 C24 120.1(6) . . ?
C20 C19 C16 110.8(5) . . ?
C24 C19 C16 129.0(6) . . ?
C19 C20 C21 123.3(6) . . ?
C19 C20 N3 108.9(6) . . ?
C21 C20 N3 127.8(6) . . ?
C22 C21 C20 115.4(6) . . ?
C22 C21 H21A 122.3 . . ?
C20 C21 H21A 122.3 . . ?
C23 C22 C21 122.7(6) . . ?
C23 C22 H22A 118.6 . . ?
C21 C22 H22A 118.6 . . ?
C22 C23 C24 120.6(6) . . ?
C22 C23 H23A 119.7 . . ?
C24 C23 H23A 119.7 . . ?
C19 C24 C23 117.8(6) . . ?
C19 C24 H24A 121.1 . . ?
C23 C24 H24A 121.1 . . ?
O7 C25 N3 117.9(7) . . ?
O7 C25 C26 123.9(7) . . ?
N3 C25 C26 118.1(6) . . ?
O1 N1 O2 124.4(8) . . ?
O1 N1 C1 118.2(7) . . ?
O2 N1 C1 117.4(7) . . ?
C14 N2 C7 104.7(5) . . ?
C14 N2 S1 121.8(4) . . ?
C7 N2 S1 124.2(4) . . ?
C18 N3 C25 125.8(6) . . ?
C18 N3 C20 109.7(5) . . ?
C25 N3 C20 124.1(5) . . ?
H1WA O1W H1WB 100(4) . . ?
C14 O5 C15 111.6(4) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.064
