# Electronic Supplementary Material (ESI) for ChemComm.
# 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 
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data_21srv209_WOCPEM_New
_database_code_depnum_ccdc_archive 'CCDC 2115849'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2021-10-15 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_audit_creation_date             2021-04-23
_audit_creation_method           
;
Olex2 1.3-beta
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
d.s.yufit@durham.ac.uk
_chemical_name_common            Indapamide
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Cl N3 O3 S, 0.5(H2 O)'
_chemical_formula_sum            'C16 H17 Cl N3 O3.50 S'
_chemical_formula_weight         374.83
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'

_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                   30.1401(10)
_cell_length_b                   9.6025(4)
_cell_length_c                   23.4611(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.5930(10)
_cell_angle_gamma                90
_cell_volume                     6783.2(4)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9800
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      31.49
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.372
_exptl_absorpt_correction_T_max  0.4942
_exptl_absorpt_correction_T_min  0.3491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1486 before and 0.0925 after correction.
The Ratio of minimum to maximum transmission is 0.7064.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3120
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0994
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            143804
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_min         1.893
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker PHOTON III C14 MM CPAD'
_diffrn_detector_area_resol_mean 54.4
_diffrn_detector_type            'CPA sensor'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω- and φ-scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0 microsource'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                12598
_reflns_number_total             18001
_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_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_refine_diff_density_max         0.878
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     979
_refine_ls_number_reflns         18001
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.1170
_refine_ls_R_factor_gt           0.0842
_refine_ls_restrained_S_all      1.210
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0456P)²+24.9465P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1927
_refine_ls_wR_factor_ref         0.2080
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O1W-H1WA = O1W-H1WB = O2W-H2WA = O2W-H2WB
 0.95 with sigma of 0.02
 H1WB-H1WA
 1.6 with sigma of 0.04
 H2WB-H2WA
 1.6 with sigma of 0.04
 N2C-H2C \\sim N2B-H2BA \\sim N2A-H2AA \\sim N2-H2
 with sigma of 0.005
 N3B-H3BB \\sim N3B-H3BA \\sim N3C-H3CB \\sim N3C-H3CA \\sim N3A-H3AB \\sim
N3-H3A
 with sigma of 0.002
 N3-H3B \\sim N3-H3A \\sim N3A-H3AA \\sim N3A-H3AB \\sim N3C-H3CA \\sim
N3C-H3CB \\sim N3B-H3BA \\sim N3B-
 H3BB
 with sigma of 0.005
 O1W-H1WA \\sim O1W-H1WB \\sim O2W-H2WA \\sim O2W-H2WB
 with sigma of 0.005
3. Others
 Fixed Uiso: H3A(0.05) H3B(0.05) H3AA(0.05) H3AB(0.05) H3BA(0.05) H3BB(0.05)
 H1WA(0.08) H1WB(0.08) H2WA(0.08) H2WB(0.08)
4.a Riding coordinates:
 N3A(H3AA,H3AB)
4.b Ternary CH refined with riding coordinates:
 C1(H1), C1A(H1A), C1B(H1B), C1C(H1C)
4.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C2A(H2AB,H2AC), C2B(H2BB,H2BC), C2C(H2CA,H2CB)
4.d Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C14(H14), C15(H15), C5A(H5A),
 C6A(H6A), C7A(H7A), C8A(H8A), C11A(H11A), C14A(H14A), C15A(H15A), C5B(H5B),
 C6B(H6B), C7B(H7B), C8B(H8B), C11B(H11B), C14B(H14B), C15B(H15B), C5C(H5C),
 C6C(H6C), C7C(H7C), C8C(H8C), C11C(H11C), C14C(H14C), C15C(H15C)
;
_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
Cl1 Cl 0.68407(3) 0.36214(11) 0.48357(4) 0.0282(2) Uani 1 1 d . . . . .
S1 S 0.63935(3) 0.21902(9) 0.36982(4) 0.02117(19) Uani 1 1 d . . . . .
O1 O 0.77776(10) 0.5909(3) 0.24890(12) 0.0292(6) Uani 1 1 d . . . . .
O2 O 0.60133(9) 0.3051(3) 0.37433(15) 0.0358(7) Uani 1 1 d . . . . .
O3 O 0.64854(11) 0.1173(3) 0.41333(15) 0.0385(8) Uani 1 1 d . . . . .
N1 N 0.77625(11) 0.3944(3) 0.16413(13) 0.0231(7) Uani 1 1 d . . . . .
N2 N 0.76031(11) 0.3727(3) 0.21835(13) 0.0215(6) Uani 1 1 d D . . . .
N3 N 0.63636(13) 0.1358(4) 0.31103(17) 0.0387(9) Uani 1 1 d D . . . .
C1 C 0.74110(14) 0.4073(5) 0.11733(18) 0.0304(9) Uani 1 1 d . . . . .
H1 H 0.718569 0.332008 0.121563 0.036 Uiso 1 1 calc R U . . .
C2 C 0.76756(15) 0.3781(5) 0.06438(18) 0.0368(10) Uani 1 1 d . . . . .
H2A H 0.748944 0.330797 0.034410 0.044 Uiso 1 1 calc R U . . .
H2B H 0.779535 0.465304 0.048590 0.044 Uiso 1 1 calc R U . . .
C3 C 0.80429(15) 0.2848(4) 0.08687(17) 0.0301(9) Uani 1 1 d . . . . .
C4 C 0.80716(13) 0.2952(4) 0.14610(16) 0.0228(7) Uani 1 1 d . . . . .
C5 C 0.83890(14) 0.2239(4) 0.17868(19) 0.0299(9) Uani 1 1 d . . . . .
H5 H 0.840315 0.231137 0.219106 0.036 Uiso 1 1 calc R U . . .
C6 C 0.86894(16) 0.1407(5) 0.1503(2) 0.0422(12) Uani 1 1 d . . . . .
H6 H 0.891147 0.090657 0.171830 0.051 Uiso 1 1 calc R U . . .
C7 C 0.86686(18) 0.1302(5) 0.0921(2) 0.0458(13) Uani 1 1 d . . . . .
H7 H 0.887748 0.073732 0.073664 0.055 Uiso 1 1 calc R U . . .
C8 C 0.83414(18) 0.2021(5) 0.0595(2) 0.0429(12) Uani 1 1 d . . . . .
H8 H 0.832534 0.193919 0.019102 0.051 Uiso 1 1 calc R U . . .
C9 C 0.76158(12) 0.4772(4) 0.25711(16) 0.0207(7) Uani 1 1 d . . . . .
C10 C 0.74176(11) 0.4417(3) 0.31257(15) 0.0170(7) Uani 1 1 d . . . . .
C11 C 0.70469(11) 0.3561(3) 0.31582(15) 0.0164(7) Uani 1 1 d . . . . .
H11 H 0.691517 0.316758 0.281974 0.020 Uiso 1 1 calc R U . . .
C12 C 0.68683(11) 0.3277(4) 0.36789(15) 0.0178(7) Uani 1 1 d . . . . .
C13 C 0.70622(12) 0.3874(4) 0.41753(15) 0.0201(7) Uani 1 1 d . . . . .
C14 C 0.74324(13) 0.4719(4) 0.41426(16) 0.0252(8) Uani 1 1 d . . . . .
H14 H 0.756579 0.510927 0.448061 0.030 Uiso 1 1 calc R U . . .
C15 C 0.76089(12) 0.4998(4) 0.36214(16) 0.0232(8) Uani 1 1 d . . . . .
H15 H 0.786115 0.558631 0.360156 0.028 Uiso 1 1 calc R U . . .
C16 C 0.71833(17) 0.5469(5) 0.1186(3) 0.0411(12) Uani 1 1 d . . . . .
H3A H 0.6252(16) 0.218(3) 0.2881(17) 0.050 Uiso 1 1 d D U . . .
H2 H 0.7501(16) 0.297(4) 0.225(2) 0.040(14) Uiso 1 1 d D . . . .
H3B H 0.6613(11) 0.071(4) 0.305(2) 0.050 Uiso 1 1 d D U . . .
H16A H 0.741(2) 0.628(7) 0.119(3) 0.08(2) Uiso 1 1 d . . . . .
H16B H 0.7029(19) 0.561(6) 0.153(2) 0.048(16) Uiso 1 1 d . . . . .
H16C H 0.697(2) 0.546(6) 0.085(2) 0.058(17) Uiso 1 1 d . . . . .
Cl1A Cl 0.43257(3) 0.66654(11) 0.48018(4) 0.0301(2) Uani 1 1 d . . . . .
S1A S 0.38183(3) 0.75576(10) 0.35875(4) 0.0243(2) Uani 1 1 d . . . . .
O1A O 0.52825(10) 0.3985(3) 0.25213(14) 0.0336(7) Uani 1 1 d . . . . .
O2A O 0.37056(10) 0.7657(4) 0.29834(14) 0.0455(9) Uani 1 1 d . . . . .
O3A O 0.35117(8) 0.6875(3) 0.39357(12) 0.0266(6) Uani 1 1 d . . . . .
N1A N 0.52537(11) 0.5896(3) 0.16460(14) 0.0239(7) Uani 1 1 d . . . . .
N2A N 0.51029(11) 0.6147(3) 0.21876(14) 0.0227(7) Uani 1 1 d D . . . .
N3A N 0.39093(14) 0.9063(4) 0.3822(2) 0.0504(12) Uani 1 1 d D . . . .
H3AA H 0.412046 0.952655 0.363347 0.050 Uiso 1 1 d DR U . . .
H3AB H 0.363715 0.961365 0.368517 0.050 Uiso 1 1 d DR U . . .
C1A C 0.48935(15) 0.5789(5) 0.11880(19) 0.0358(10) Uani 1 1 d . . . . .
H1A H 0.467733 0.656706 0.123239 0.043 Uiso 1 1 calc R U . . .
C2A C 0.51535(17) 0.6039(5) 0.06533(19) 0.0428(12) Uani 1 1 d . . . . .
H2AB H 0.526738 0.515261 0.050123 0.051 Uiso 1 1 calc R U . . .
H2AC H 0.496651 0.650420 0.035231 0.051 Uiso 1 1 calc R U . . .
C3A C 0.55287(17) 0.6969(5) 0.08628(18) 0.0369(11) Uani 1 1 d . . . . .
C4A C 0.55632(13) 0.6868(4) 0.14541(16) 0.0255(8) Uani 1 1 d . . . . .
C5A C 0.58862(14) 0.7583(5) 0.17720(19) 0.0324(9) Uani 1 1 d . . . . .
H5A H 0.590632 0.750907 0.217618 0.039 Uiso 1 1 calc R U . . .
C6A C 0.61823(18) 0.8418(5) 0.1484(2) 0.0471(13) Uani 1 1 d . . . . .
H6A H 0.640596 0.892068 0.169487 0.057 Uiso 1 1 calc R U . . .
C7A C 0.6154(2) 0.8520(5) 0.0896(2) 0.0523(15) Uani 1 1 d . . . . .
H7A H 0.635957 0.908307 0.070485 0.063 Uiso 1 1 calc R U . . .
C8A C 0.5823(2) 0.7798(5) 0.0581(2) 0.0497(14) Uani 1 1 d . . . . .
H8A H 0.580051 0.787694 0.017740 0.060 Uiso 1 1 calc R U . . .
C9A C 0.51179(13) 0.5131(4) 0.25902(17) 0.0240(8) Uani 1 1 d . . . . .
C10A C 0.49158(12) 0.5543(4) 0.31325(17) 0.0234(8) Uani 1 1 d . . . . .
C11A C 0.45239(12) 0.6304(4) 0.31335(17) 0.0249(8) Uani 1 1 d . . . . .
H11A H 0.438571 0.659419 0.278129 0.030 Uiso 1 1 calc R U . . .
C12A C 0.43323(12) 0.6646(4) 0.36374(16) 0.0226(8) Uani 1 1 d . . . . .
C13A C 0.45432(12) 0.6251(4) 0.41520(17) 0.0245(8) Uani 1 1 d . . . . .
C14A C 0.49372(13) 0.5496(4) 0.41547(18) 0.0279(9) Uani 1 1 d . . . . .
H14A H 0.508258 0.524079 0.450700 0.033 Uiso 1 1 calc R U . . .
C15A C 0.51174(13) 0.5118(4) 0.36481(17) 0.0259(8) Uani 1 1 d . . . . .
H15A H 0.537941 0.456752 0.365107 0.031 Uiso 1 1 calc R U . . .
C16A C 0.46519(19) 0.4422(6) 0.1216(3) 0.0485(14) Uani 1 1 d . . . . .
H2AA H 0.5013(16) 0.692(3) 0.226(2) 0.039(14) Uiso 1 1 d D . . . .
H16D H 0.486(2) 0.356(7) 0.121(3) 0.08(2) Uiso 1 1 d . . . . .
H16E H 0.445(2) 0.447(7) 0.088(3) 0.07(2) Uiso 1 1 d . . . . .
H16F H 0.4503(17) 0.431(5) 0.157(2) 0.038(15) Uiso 1 1 d . . . . .
Cl1B Cl 0.18122(3) 0.31191(11) 0.47793(4) 0.0278(2) Uani 1 1 d . . . . .
S1B S 0.13114(3) 0.23018(9) 0.35527(4) 0.01723(18) Uani 1 1 d . . . . .
O1B O 0.28137(10) 0.5871(3) 0.25531(12) 0.0288(6) Uani 1 1 d . . . . .
O2B O 0.10023(8) 0.2942(3) 0.39153(11) 0.0226(5) Uani 1 1 d . . . . .
O3B O 0.11976(9) 0.2255(3) 0.29485(11) 0.0303(6) Uani 1 1 d . . . . .
N1B N 0.27699(10) 0.4104(3) 0.16424(13) 0.0204(6) Uani 1 1 d . . . . .
N2B N 0.26004(11) 0.3794(3) 0.21716(13) 0.0201(6) Uani 1 1 d D . . . .
N3B N 0.14006(12) 0.0753(4) 0.37520(16) 0.0309(8) Uani 1 1 d D . . . .
C1B C 0.24248(13) 0.4229(4) 0.11683(17) 0.0273(8) Uani 1 1 d . . . . .
H1B H 0.221124 0.343665 0.119318 0.033 Uiso 1 1 calc R U . . .
C2B C 0.27001(15) 0.4027(5) 0.06397(18) 0.0323(9) Uani 1 1 d . . . . .
H2BB H 0.252263 0.357650 0.032583 0.039 Uiso 1 1 calc R U . . .
H2BC H 0.281606 0.492676 0.050346 0.039 Uiso 1 1 calc R U . . .
C3B C 0.30711(14) 0.3094(4) 0.08600(16) 0.0265(8) Uani 1 1 d . . . . .
C4B C 0.30902(12) 0.3147(4) 0.14529(15) 0.0209(7) Uani 1 1 d . . . . .
C5B C 0.33946(13) 0.2384(4) 0.17764(18) 0.0270(8) Uani 1 1 d . . . . .
H5B H 0.340068 0.242200 0.218133 0.032 Uiso 1 1 calc R U . . .
C6B C 0.36947(15) 0.1553(4) 0.1493(2) 0.0353(10) Uani 1 1 d . . . . .
H6B H 0.390876 0.101914 0.170767 0.042 Uiso 1 1 calc R U . . .
C7B C 0.36833(16) 0.1500(5) 0.0907(2) 0.0387(11) Uani 1 1 d . . . . .
H7B H 0.389061 0.093487 0.071955 0.046 Uiso 1 1 calc R U . . .
C8B C 0.33685(16) 0.2273(4) 0.05832(19) 0.0359(10) Uani 1 1 d . . . . .
H8B H 0.336013 0.223128 0.017832 0.043 Uiso 1 1 calc R U . . .
C9B C 0.26284(12) 0.4750(4) 0.25946(16) 0.0205(7) Uani 1 1 d . . . . .
C10B C 0.24164(12) 0.4320(3) 0.31270(15) 0.0184(7) Uani 1 1 d . . . . .
C11B C 0.20235(11) 0.3569(3) 0.31135(15) 0.0171(7) Uani 1 1 d . . . . .
H11B H 0.188862 0.329798 0.275683 0.020 Uiso 1 1 calc R U . . .
C12B C 0.18242(11) 0.3208(3) 0.36157(15) 0.0164(6) Uani 1 1 d . . . . .
C13B C 0.20340(12) 0.3580(4) 0.41354(15) 0.0208(7) Uani 1 1 d . . . . .
C14B C 0.24243(12) 0.4325(4) 0.41500(16) 0.0247(8) Uani 1 1 d . . . . .
H14B H 0.256485 0.457000 0.450662 0.030 Uiso 1 1 calc R U . . .
C15B C 0.26133(13) 0.4721(4) 0.36475(16) 0.0240(8) Uani 1 1 d . . . . .
H15B H 0.287682 0.526554 0.365915 0.029 Uiso 1 1 calc R U . . .
C16B C 0.21716(16) 0.5580(5) 0.1194(2) 0.0371(11) Uani 1 1 d . . . . .
H2BA H 0.2533(18) 0.301(4) 0.226(2) 0.052(17) Uiso 1 1 d D . . . .
H3BA H 0.1384(18) 0.081(6) 0.4177(3) 0.050 Uiso 1 1 d D U . . .
H3BB H 0.1611(12) 0.028(4) 0.3494(15) 0.050 Uiso 1 1 d D U . . .
H16G H 0.237(2) 0.642(6) 0.120(2) 0.060(17) Uiso 1 1 d . . . . .
H16H H 0.2046(18) 0.565(6) 0.154(2) 0.047(16) Uiso 1 1 d . . . . .
H16I H 0.196(2) 0.561(6) 0.084(3) 0.063(18) Uiso 1 1 d . . . . .
Cl1C Cl 0.06873(3) 0.16108(11) 0.01578(4) 0.0257(2) Uani 1 1 d . . . . .
S1C S 0.11233(3) 0.29804(9) 0.13270(4) 0.01804(18) Uani 1 1 d . . . . .
O1C O -0.02914(9) -0.0829(3) 0.24432(11) 0.0234(6) Uani 1 1 d . . . . .
O2C O 0.10543(10) 0.3985(3) 0.08805(12) 0.0318(7) Uani 1 1 d . . . . .
O3C O 0.15052(9) 0.2116(3) 0.13262(16) 0.0373(8) Uani 1 1 d . . . . .
N1C N -0.02744(10) 0.0996(3) 0.33318(12) 0.0187(6) Uani 1 1 d . . . . .
N2C N -0.00972(11) 0.1286(3) 0.28015(13) 0.0193(6) Uani 1 1 d D . . . .
N3C N 0.11216(11) 0.3851(4) 0.19119(14) 0.0255(7) Uani 1 1 d D . . . .
C1C C 0.00699(13) 0.0847(4) 0.38100(16) 0.0245(8) Uani 1 1 d . . . . .
H1C H 0.029193 0.161587 0.378470 0.029 Uiso 1 1 calc R U . . .
C2C C -0.02093(15) 0.1090(5) 0.43335(16) 0.0310(9) Uani 1 1 d . . . . .
H2CA H -0.033170 0.020293 0.447344 0.037 Uiso 1 1 calc R U . . .
H2CB H -0.003074 0.153896 0.464673 0.037 Uiso 1 1 calc R U . . .
C3C C -0.05738(14) 0.2039(4) 0.41085(16) 0.0253(8) Uani 1 1 d . . . . .
C4C C -0.05876(12) 0.1976(4) 0.35151(15) 0.0200(7) Uani 1 1 d . . . . .
C5C C -0.08868(13) 0.2747(4) 0.31840(18) 0.0273(8) Uani 1 1 d . . . . .
H5C H -0.088889 0.270520 0.277933 0.033 Uiso 1 1 calc R U . . .
C6C C -0.11875(16) 0.3595(5) 0.3462(2) 0.0373(10) Uani 1 1 d . . . . .
H6C H -0.139876 0.413213 0.324429 0.045 Uiso 1 1 calc R U . . .
C7C C -0.11784(17) 0.3653(5) 0.4051(2) 0.0405(12) Uani 1 1 d . . . . .
H7C H -0.138472 0.422889 0.423511 0.049 Uiso 1 1 calc R U . . .
C8C C -0.08688(16) 0.2875(4) 0.4380(2) 0.0372(11) Uani 1 1 d . . . . .
H8C H -0.086251 0.292310 0.478445 0.045 Uiso 1 1 calc R U . . .
C9C C -0.01135(12) 0.0304(4) 0.23890(15) 0.0173(7) Uani 1 1 d . . . . .
C10C C 0.00929(11) 0.0703(3) 0.18460(14) 0.0152(6) Uani 1 1 d . . . . .
C11C C 0.04618(11) 0.1561(3) 0.18305(14) 0.0138(6) Uani 1 1 d . . . . .
H11C H 0.058888 0.193459 0.217552 0.017 Uiso 1 1 calc R U . . .
C12C C 0.06475(10) 0.1881(3) 0.13155(14) 0.0141(6) Uani 1 1 d . . . . .
C13C C 0.04624(11) 0.1318(4) 0.08145(14) 0.0170(7) Uani 1 1 d . . . . .
C14C C 0.00892(13) 0.0472(4) 0.08274(15) 0.0226(8) Uani 1 1 d . . . . .
H14C H -0.004225 0.011331 0.048213 0.027 Uiso 1 1 calc R U . . .
C15C C -0.00909(12) 0.0151(4) 0.13427(15) 0.0201(7) Uani 1 1 d . . . . .
H15C H -0.034107 -0.044943 0.135207 0.024 Uiso 1 1 calc R U . . .
C16C C 0.03067(15) -0.0530(5) 0.3792(2) 0.0330(10) Uani 1 1 d . . . . .
H2C H -0.0003(15) 0.207(3) 0.276(2) 0.034(13) Uiso 1 1 d D . . . .
H3CA H 0.1206(15) 0.304(3) 0.2165(15) 0.040(14) Uiso 1 1 d D . . . .
H3CB H 0.0859(11) 0.449(4) 0.193(3) 0.08(2) Uiso 1 1 d D . . . .
H16J H 0.0434(16) -0.063(5) 0.343(2) 0.037(14) Uiso 1 1 d . . . . .
H16K H 0.009(2) -0.140(6) 0.380(2) 0.064(18) Uiso 1 1 d . . . . .
H16L H 0.0522(18) -0.056(5) 0.415(2) 0.046(15) Uiso 1 1 d . . . . .
O1W O 0.38656(18) 0.9925(5) 0.49348(19) 0.0710(13) Uani 1 1 d D . . . .
H1WA H 0.3881(19) 0.942(6) 0.4577(14) 0.080 Uiso 1 1 d D U . . .
H1WB H 0.3582(11) 0.984(7) 0.512(2) 0.080 Uiso 1 1 d D U . . .
O2W O 0.13122(16) -0.0091(4) 0.48798(16) 0.0595(12) Uani 1 1 d D . . . .
H2WA H 0.1081(13) 0.012(7) 0.514(2) 0.080 Uiso 1 1 d D U . . .
H2WB H 0.1575(11) 0.045(6) 0.499(3) 0.080 Uiso 1 1 d D U . . .


_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
Cl1 C13 1.732(4) . ?
S1 O2 1.421(3) . ?
S1 O3 1.431(3) . ?
S1 N3 1.593(4) . ?
S1 C12 1.774(4) . ?
O1 C9 1.214(4) . ?
N1 N2 1.396(4) . ?
N1 C1 1.496(5) . ?
N1 C4 1.411(5) . ?
N2 C9 1.354(5) . ?
N2 H2 0.81(3) . ?
N3 H3A 1.0034(19) . ?
N3 H3B 0.991(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.532(6) . ?
C1 C16 1.507(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.502(7) . ?
C3 C4 1.392(5) . ?
C3 C8 1.380(6) . ?
C4 C5 1.379(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.398(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.368(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.403(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.495(5) . ?
C10 C11 1.392(5) . ?
C10 C15 1.391(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(5) . ?
C12 C13 1.401(5) . ?
C13 C14 1.384(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(5) . ?
C15 H15 0.9500 . ?
C16 H16A 1.03(7) . ?
C16 H16B 0.95(6) . ?
C16 H16C 1.00(6) . ?
Cl1A C13A 1.733(4) . ?
S1A O2A 1.445(3) . ?
S1A O3A 1.421(3) . ?
S1A N3A 1.567(4) . ?
S1A C12A 1.778(4) . ?
O1A C9A 1.222(5) . ?
N1A N2A 1.390(4) . ?
N1A C1A 1.496(5) . ?
N1A C4A 1.408(5) . ?
N2A C9A 1.357(5) . ?
N2A H2AA 0.81(3) . ?
N3A H3AA 0.9076 . ?
N3A H3AB 1.0153 . ?
C1A H1A 1.0000 . ?
C1A C2A 1.528(7) . ?
C1A C16A 1.504(7) . ?
C2A H2AB 0.9900 . ?
C2A H2AC 0.9900 . ?
C2A C3A 1.506(7) . ?
C3A C4A 1.390(6) . ?
C3A C8A 1.382(7) . ?
C4A C5A 1.382(6) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.396(6) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.383(8) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.397(9) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.488(6) . ?
C10A C11A 1.389(5) . ?
C10A C15A 1.390(5) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.379(6) . ?
C12A C13A 1.392(5) . ?
C13A C14A 1.391(5) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.378(6) . ?
C15A H15A 0.9500 . ?
C16A H16D 1.03(7) . ?
C16A H16E 0.98(6) . ?
C16A H16F 0.96(5) . ?
Cl1B C13B 1.737(4) . ?
S1B O2B 1.429(3) . ?
S1B O3B 1.444(3) . ?
S1B N3B 1.578(3) . ?
S1B C12B 1.774(3) . ?
O1B C9B 1.219(4) . ?
N1B N2B 1.396(4) . ?
N1B C1B 1.493(5) . ?
N1B C4B 1.419(5) . ?
N2B C9B 1.351(5) . ?
N2B H2BA 0.81(3) . ?
N3B H3BA 1.0034(19) . ?
N3B H3BB 1.0035(19) . ?
C1B H1B 1.0000 . ?
C1B C2B 1.535(6) . ?
C1B C16B 1.508(6) . ?
C2B H2BB 0.9900 . ?
C2B H2BC 0.9900 . ?
C2B C3B 1.507(6) . ?
C3B C4B 1.390(5) . ?
C3B C8B 1.378(6) . ?
C4B C5B 1.375(5) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.397(5) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.376(7) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.400(7) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.487(5) . ?
C10B C11B 1.386(5) . ?
C10B C15B 1.388(5) . ?
C11B H11B 0.9500 . ?
C11B C12B 1.391(5) . ?
C12B C13B 1.394(5) . ?
C13B C14B 1.376(5) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.386(5) . ?
C15B H15B 0.9500 . ?
C16B H16G 1.01(6) . ?
C16B H16H 0.92(5) . ?
C16B H16I 1.02(6) . ?
Cl1C C13C 1.734(3) . ?
S1C O2C 1.432(3) . ?
S1C O3C 1.419(3) . ?
S1C N3C 1.607(3) . ?
S1C C12C 1.780(3) . ?
O1C C9C 1.222(4) . ?
N1C N2C 1.404(4) . ?
N1C C1C 1.500(5) . ?
N1C C4C 1.414(5) . ?
N2C C9C 1.351(4) . ?
N2C H2C 0.81(3) . ?
N3C H3CA 1.0034(19) . ?
N3C H3CB 1.0035(19) . ?
C1C H1C 1.0000 . ?
C1C C2C 1.537(5) . ?
C1C C16C 1.504(6) . ?
C2C H2CA 0.9900 . ?
C2C H2CB 0.9900 . ?
C2C C3C 1.505(6) . ?
C3C C4C 1.392(5) . ?
C3C C8C 1.375(6) . ?
C4C C5C 1.379(6) . ?
C5C H5C 0.9500 . ?
C5C C6C 1.401(6) . ?
C6C H6C 0.9500 . ?
C6C C7C 1.383(7) . ?
C7C H7C 0.9500 . ?
C7C C8C 1.400(7) . ?
C8C H8C 0.9500 . ?
C9C C10C 1.493(5) . ?
C10C C11C 1.386(4) . ?
C10C C15C 1.387(5) . ?
C11C H11C 0.9500 . ?
C11C C12C 1.389(4) . ?
C12C C13C 1.388(5) . ?
C13C C14C 1.389(5) . ?
C14C H14C 0.9500 . ?
C14C C15C 1.382(5) . ?
C15C H15C 0.9500 . ?
C16C H16J 0.96(5) . ?
C16C H16K 1.06(6) . ?
C16C H16L 1.03(5) . ?
O1W H1WA 0.976(10) . ?
O1W H1WB 0.975(10) . ?
O2W H2WA 0.974(10) . ?
O2W H2WB 0.974(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 118.4(2) . . ?
O2 S1 N3 110.0(2) . . ?
O2 S1 C12 108.27(17) . . ?
O3 S1 N3 106.1(2) . . ?
O3 S1 C12 106.83(18) . . ?
N3 S1 C12 106.70(18) . . ?
N2 N1 C1 114.8(3) . . ?
N2 N1 C4 115.5(3) . . ?
C4 N1 C1 106.9(3) . . ?
N1 N2 H2 118(4) . . ?
C9 N2 N1 120.0(3) . . ?
C9 N2 H2 122(4) . . ?
S1 N3 H3A 94(3) . . ?
S1 N3 H3B 116(3) . . ?
H3A N3 H3B 130(4) . . ?
N1 C1 H1 109.2 . . ?
N1 C1 C2 101.7(3) . . ?
N1 C1 C16 111.5(4) . . ?
C2 C1 H1 109.2 . . ?
C16 C1 H1 109.2 . . ?
C16 C1 C2 115.7(4) . . ?
C1 C2 H2A 111.1 . . ?
C1 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
C3 C2 C1 103.1(3) . . ?
C3 C2 H2A 111.1 . . ?
C3 C2 H2B 111.1 . . ?
C4 C3 C2 108.6(4) . . ?
C8 C3 C2 131.7(4) . . ?
C8 C3 C4 119.6(4) . . ?
C3 C4 N1 109.6(4) . . ?
C5 C4 N1 128.3(4) . . ?
C5 C4 C3 121.9(4) . . ?
C4 C5 H5 121.1 . . ?
C4 C5 C6 117.9(4) . . ?
C6 C5 H5 121.1 . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.0(5) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.5(4) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 C7 119.1(4) . . ?
C3 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
O1 C9 N2 124.0(4) . . ?
O1 C9 C10 121.5(3) . . ?
N2 C9 C10 114.5(3) . . ?
C11 C10 C9 122.4(3) . . ?
C15 C10 C9 118.0(3) . . ?
C15 C10 C11 119.6(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 S1 119.0(3) . . ?
C11 C12 C13 119.3(3) . . ?
C13 C12 S1 121.7(3) . . ?
C12 C13 Cl1 121.5(3) . . ?
C14 C13 Cl1 118.4(3) . . ?
C14 C13 C12 120.0(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C1 C16 H16A 112(4) . . ?
C1 C16 H16B 113(3) . . ?
C1 C16 H16C 105(3) . . ?
H16A C16 H16B 104(5) . . ?
H16A C16 H16C 114(5) . . ?
H16B C16 H16C 110(5) . . ?
O2A S1A N3A 108.2(2) . . ?
O2A S1A C12A 105.21(19) . . ?
O3A S1A O2A 117.64(19) . . ?
O3A S1A N3A 109.4(2) . . ?
O3A S1A C12A 108.81(17) . . ?
N3A S1A C12A 107.0(2) . . ?
N2A N1A C1A 114.3(3) . . ?
N2A N1A C4A 115.2(3) . . ?
C4A N1A C1A 106.6(3) . . ?
N1A N2A H2AA 119(4) . . ?
C9A N2A N1A 120.6(3) . . ?
C9A N2A H2AA 120(4) . . ?
S1A N3A H3AA 113.4 . . ?
S1A N3A H3AB 104.1 . . ?
H3AA N3A H3AB 99.5 . . ?
N1A C1A H1A 109.2 . . ?
N1A C1A C2A 101.3(4) . . ?
N1A C1A C16A 111.5(4) . . ?
C2A C1A H1A 109.2 . . ?
C16A C1A H1A 109.2 . . ?
C16A C1A C2A 116.1(4) . . ?
C1A C2A H2AB 111.1 . . ?
C1A C2A H2AC 111.1 . . ?
H2AB C2A H2AC 109.1 . . ?
C3A C2A C1A 103.3(4) . . ?
C3A C2A H2AB 111.1 . . ?
C3A C2A H2AC 111.1 . . ?
C4A C3A C2A 107.8(4) . . ?
C8A C3A C2A 132.4(4) . . ?
C8A C3A C4A 119.8(5) . . ?
C3A C4A N1A 110.2(4) . . ?
C5A C4A N1A 128.1(4) . . ?
C5A C4A C3A 121.5(4) . . ?
C4A C5A H5A 120.9 . . ?
C4A C5A C6A 118.3(4) . . ?
C6A C5A H5A 120.9 . . ?
C5A C6A H6A 119.6 . . ?
C7A C6A C5A 120.8(5) . . ?
C7A C6A H6A 119.6 . . ?
C6A C7A H7A 119.9 . . ?
C6A C7A C8A 120.1(5) . . ?
C8A C7A H7A 119.9 . . ?
C3A C8A C7A 119.5(5) . . ?
C3A C8A H8A 120.3 . . ?
C7A C8A H8A 120.3 . . ?
O1A C9A N2A 123.8(4) . . ?
O1A C9A C10A 122.4(4) . . ?
N2A C9A C10A 113.7(3) . . ?
C11A C10A C9A 121.5(4) . . ?
C11A C10A C15A 119.4(4) . . ?
C15A C10A C9A 119.1(3) . . ?
C10A C11A H11A 119.5 . . ?
C12A C11A C10A 121.1(4) . . ?
C12A C11A H11A 119.5 . . ?
C11A C12A S1A 117.3(3) . . ?
C11A C12A C13A 119.1(3) . . ?
C13A C12A S1A 123.6(3) . . ?
C12A C13A Cl1A 121.6(3) . . ?
C14A C13A Cl1A 118.2(3) . . ?
C14A C13A C12A 120.2(4) . . ?
C13A C14A H14A 119.9 . . ?
C15A C14A C13A 120.2(4) . . ?
C15A C14A H14A 119.9 . . ?
C10A C15A H15A 120.0 . . ?
C14A C15A C10A 120.0(4) . . ?
C14A C15A H15A 120.0 . . ?
C1A C16A H16D 114(4) . . ?
C1A C16A H16E 102(4) . . ?
C1A C16A H16F 112(3) . . ?
H16D C16A H16E 112(5) . . ?
H16D C16A H16F 104(5) . . ?
H16E C16A H16F 114(5) . . ?
O2B S1B O3B 117.76(17) . . ?
O2B S1B N3B 109.63(19) . . ?
O2B S1B C12B 109.16(15) . . ?
O3B S1B N3B 106.91(19) . . ?
O3B S1B C12B 105.34(17) . . ?
N3B S1B C12B 107.54(18) . . ?
N2B N1B C1B 114.1(3) . . ?
N2B N1B C4B 115.0(3) . . ?
C4B N1B C1B 106.2(3) . . ?
N1B N2B H2BA 122(4) . . ?
C9B N2B N1B 119.7(3) . . ?
C9B N2B H2BA 117(4) . . ?
S1B N3B H3BA 103(3) . . ?
S1B N3B H3BB 111(3) . . ?
H3BA N3B H3BB 133(4) . . ?
N1B C1B H1B 108.9 . . ?
N1B C1B C2B 102.0(3) . . ?
N1B C1B C16B 112.1(4) . . ?
C2B C1B H1B 108.9 . . ?
C16B C1B H1B 108.9 . . ?
C16B C1B C2B 115.7(4) . . ?
C1B C2B H2BB 111.3 . . ?
C1B C2B H2BC 111.3 . . ?
H2BB C2B H2BC 109.2 . . ?
C3B C2B C1B 102.6(3) . . ?
C3B C2B H2BB 111.3 . . ?
C3B C2B H2BC 111.3 . . ?
C4B C3B C2B 108.5(4) . . ?
C8B C3B C2B 131.9(4) . . ?
C8B C3B C4B 119.6(4) . . ?
C3B C4B N1B 109.8(3) . . ?
C5B C4B N1B 128.2(3) . . ?
C5B C4B C3B 121.9(4) . . ?
C4B C5B H5B 120.9 . . ?
C4B C5B C6B 118.2(4) . . ?
C6B C5B H5B 120.9 . . ?
C5B C6B H6B 119.7 . . ?
C7B C6B C5B 120.6(4) . . ?
C7B C6B H6B 119.7 . . ?
C6B C7B H7B 119.7 . . ?
C6B C7B C8B 120.5(4) . . ?
C8B C7B H7B 119.7 . . ?
C3B C8B C7B 119.1(4) . . ?
C3B C8B H8B 120.4 . . ?
C7B C8B H8B 120.4 . . ?
O1B C9B N2B 123.7(4) . . ?
O1B C9B C10B 121.9(3) . . ?
N2B C9B C10B 114.4(3) . . ?
C11B C10B C9B 121.6(3) . . ?
C11B C10B C15B 119.7(3) . . ?
C15B C10B C9B 118.6(3) . . ?
C10B C11B H11B 119.6 . . ?
C10B C11B C12B 120.8(3) . . ?
C12B C11B H11B 119.6 . . ?
C11B C12B S1B 117.4(3) . . ?
C11B C12B C13B 118.7(3) . . ?
C13B C12B S1B 123.9(3) . . ?
C12B C13B Cl1B 121.2(3) . . ?
C14B C13B Cl1B 118.2(3) . . ?
C14B C13B C12B 120.6(3) . . ?
C13B C14B H14B 119.8 . . ?
C13B C14B C15B 120.4(3) . . ?
C15B C14B H14B 119.8 . . ?
C10B C15B H15B 120.1 . . ?
C14B C15B C10B 119.8(3) . . ?
C14B C15B H15B 120.1 . . ?
C1B C16B H16G 113(3) . . ?
C1B C16B H16H 109(3) . . ?
C1B C16B H16I 107(3) . . ?
H16G C16B H16H 102(5) . . ?
H16G C16B H16I 110(5) . . ?
H16H C16B H16I 117(5) . . ?
O2C S1C N3C 105.56(18) . . ?
O2C S1C C12C 107.35(17) . . ?
O3C S1C O2C 118.94(19) . . ?
O3C S1C N3C 109.8(2) . . ?
O3C S1C C12C 107.82(16) . . ?
N3C S1C C12C 106.73(16) . . ?
N2C N1C C1C 113.8(3) . . ?
N2C N1C C4C 115.0(3) . . ?
C4C N1C C1C 106.5(3) . . ?
N1C N2C H2C 117(3) . . ?
C9C N2C N1C 119.5(3) . . ?
C9C N2C H2C 124(3) . . ?
S1C N3C H3CA 95(2) . . ?
S1C N3C H3CB 112(4) . . ?
H3CA N3C H3CB 129(4) . . ?
N1C C1C H1C 109.1 . . ?
N1C C1C C2C 101.4(3) . . ?
N1C C1C C16C 112.1(3) . . ?
C2C C1C H1C 109.1 . . ?
C16C C1C H1C 109.1 . . ?
C16C C1C C2C 115.7(4) . . ?
C1C C2C H2CA 111.1 . . ?
C1C C2C H2CB 111.1 . . ?
H2CA C2C H2CB 109.1 . . ?
C3C C2C C1C 103.2(3) . . ?
C3C C2C H2CA 111.1 . . ?
C3C C2C H2CB 111.1 . . ?
C4C C3C C2C 108.2(3) . . ?
C8C C3C C2C 131.9(4) . . ?
C8C C3C C4C 119.8(4) . . ?
C3C C4C N1C 110.1(3) . . ?
C5C C4C N1C 127.9(3) . . ?
C5C C4C C3C 121.9(4) . . ?
C4C C5C H5C 121.0 . . ?
C4C C5C C6C 118.1(4) . . ?
C6C C5C H5C 121.0 . . ?
C5C C6C H6C 119.8 . . ?
C7C C6C C5C 120.3(5) . . ?
C7C C6C H6C 119.8 . . ?
C6C C7C H7C 119.6 . . ?
C6C C7C C8C 120.8(4) . . ?
C8C C7C H7C 119.6 . . ?
C3C C8C C7C 119.1(4) . . ?
C3C C8C H8C 120.5 . . ?
C7C C8C H8C 120.5 . . ?
O1C C9C N2C 123.3(3) . . ?
O1C C9C C10C 121.3(3) . . ?
N2C C9C C10C 115.4(3) . . ?
C11C C10C C9C 122.7(3) . . ?
C11C C10C C15C 119.7(3) . . ?
C15C C10C C9C 117.6(3) . . ?
C10C C11C H11C 119.7 . . ?
C10C C11C C12C 120.7(3) . . ?
C12C C11C H11C 119.7 . . ?
C11C C12C S1C 118.3(2) . . ?
C13C C12C S1C 122.5(3) . . ?
C13C C12C C11C 119.2(3) . . ?
C12C C13C Cl1C 122.1(3) . . ?
C12C C13C C14C 120.3(3) . . ?
C14C C13C Cl1C 117.6(3) . . ?
C13C C14C H14C 120.0 . . ?
C15C C14C C13C 120.0(3) . . ?
C15C C14C H14C 120.0 . . ?
C10C C15C H15C 119.9 . . ?
C14C C15C C10C 120.1(3) . . ?
C14C C15C H15C 119.9 . . ?
C1C C16C H16J 109(3) . . ?
C1C C16C H16K 114(3) . . ?
C1C C16C H16L 106(3) . . ?
H16J C16C H16K 102(4) . . ?
H16J C16C H16L 117(4) . . ?
H16K C16C H16L 109(4) . . ?
H1WA O1W H1WB 114(4) . . ?
H2WA O2W H2WB 108(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
_geom_hbond_publ_flag
N3 H3A O2A 1.0034(19) 2.09(4) 2.852(6) 131(4) 2_645 yes
N2 H2 O1B 0.81(3) 2.28(3) 3.090(4) 178(5) 2_645 yes
N3 H3B O1B 0.991(4) 2.28(4) 3.023(5) 131(4) 2_645 yes
N2A H2AA O1A 0.81(3) 2.24(3) 3.051(4) 176(5) 2_655 yes
N3B H3BA O2W 1.0034(19) 1.88(3) 2.791(5) 149(5) . yes
N2C H2C O1C 0.81(3) 2.27(3) 3.072(4) 174(5) 2 yes
N3C H3CA O3B 1.0034(19) 1.99(2) 2.875(4) 146(4) . yes
N3C H3CB O1C 1.0035(19) 2.33(5) 2.998(4) 123(4) 2 yes
O1W H1WA N3A 0.976(10) 1.81(2) 2.748(7) 161(6) . yes
O1W H1WB O3 0.975(10) 2.03(6) 2.687(5) 123(5) 3_666 yes
O2W H2WA O2C 0.974(10) 1.94(4) 2.722(4) 136(4) 4_566 yes
O2W H2WB Cl1B 0.974(10) 2.71(5) 3.444(4) 132(5) . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C12 S1 O2 -100.1(3) . . . . ?
C11 C12 S1 O3 131.4(3) . . . . ?
C11 C12 S1 N3 18.2(3) . . . . ?
C13 C12 S1 O2 78.8(3) . . . . ?
C13 C12 S1 O3 -49.7(3) . . . . ?
C13 C12 S1 N3 -162.9(3) . . . . ?
C11A C12A S1A O2A 3.4(4) . . . . ?
C11A C12A S1A O3A 130.3(3) . . . . ?
C11A C12A S1A N3A -111.6(4) . . . . ?
C13A C12A S1A O2A -175.6(3) . . . . ?
C13A C12A S1A O3A -48.7(4) . . . . ?
C13A C12A S1A N3A 69.4(4) . . . . ?
C11B C12B S1B O2B -132.3(3) . . . . ?
C11B C12B S1B O3B -5.0(3) . . . . ?
C11B C12B S1B N3B 108.8(3) . . . . ?
C13B C12B S1B O2B 47.3(3) . . . . ?
C13B C12B S1B O3B 174.7(3) . . . . ?
C13B C12B S1B N3B -71.6(3) . . . . ?
C11C C12C S1C O2C -134.9(3) . . . . ?
C11C C12C S1C O3C 95.8(3) . . . . ?
C11C C12C S1C N3C -22.1(3) . . . . ?
C13C C12C S1C O2C 46.3(3) . . . . ?
C13C C12C S1C O3C -83.0(3) . . . . ?
C13C C12C S1C N3C 159.1(3) . . . . ?

# start Validation Reply Form
_vrf_PLAT417_21srv209_WOCPEM_New 
;
PROBLEM: Short Inter D-H..H-D       H3BA     ..H2WB     .       2.00 Ang.  
RESPONSE: Orientation of not all hydrogen atoms, placed into calculated positions and
severely restrained, was optimised in order to create a coherent network of hydrogen 
bonds.  The strucuture was found to be identical to WOCPEM and such optimization 
deemed to be unnecessary.
;
# end Validation Reply Form

_olex2_submission_special_instructions 'No special instructions were received'
