# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_2a-3a
_database_code_depnum_ccdc_archive 'CCDC 2011985'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2020-06-24 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H17 Cl2 N O2 S'
_chemical_formula_sum            'C14 H17 Cl2 N O2 S'
_chemical_formula_weight         334.24

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.9152(7)
_cell_length_b                   7.6328(5)
_cell_length_c                   16.9893(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.025(6)
_cell_angle_gamma                90
_cell_volume                     1542.96(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1745
_cell_measurement_theta_min      3.4090
_cell_measurement_theta_max      27.4900

_exptl_crystal_description       tablets
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.552
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.156
_exptl_absorpt_coefficient_mu    0.556
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            5498
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.875
_diffrn_reflns_theta_max         28.289
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.809
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.809
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.579
_diffrn_reflns_point_group_measured_fraction_full 0.725
_reflns_number_total             4430
_reflns_number_gt                3437
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.334
_reflns_Friedel_fraction_max     0.313
_reflns_Friedel_fraction_full    0.419

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+0.5061P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0068(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 745 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.06(9)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4430
_refine_ls_number_parameters     412
_refine_ls_number_restraints     81
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1485
_refine_ls_wR_factor_gt          0.1388
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.0497(4) 0.5883(8) 0.7724(3) 0.0313(14) Uani 1 1 d . . . . .
C2A C 0.0284(6) 0.3988(11) 0.7788(4) 0.0399(18) Uani 1 1 d . . . . .
H2A H -0.050380 0.376362 0.757959 0.048 Uiso 1 1 calc R U . . .
C3A C 0.0346(6) 0.3549(10) 0.8672(4) 0.052(2) Uani 1 1 d . . . . .
H3A H 0.015523 0.229858 0.874356 0.062 Uiso 1 1 calc R U . . .
H3B H -0.021293 0.426195 0.894003 0.062 Uiso 1 1 calc R U . . .
C4A C 0.1540(6) 0.3913(12) 0.9055(4) 0.051(2) Uani 1 1 d . . . . .
H4A H 0.148971 0.399633 0.963399 0.061 Uiso 1 1 calc R U . . .
H4B H 0.203660 0.291174 0.894561 0.061 Uiso 1 1 calc R U . . .
C5A C 0.2063(6) 0.5579(11) 0.8758(4) 0.0407(18) Uani 1 1 d . . . . .
H5A H 0.290276 0.554167 0.877114 0.049 Uiso 1 1 calc R U . . .
C6A C 0.1545(5) 0.6587(9) 0.8060(4) 0.0321(16) Uani 1 1 d . . . . .
H6A H 0.207863 0.706479 0.767850 0.038 Uiso 1 1 calc R U . . .
S7A S -0.02106(13) 0.7132(2) 0.71040(10) 0.0346(4) Uani 1 1 d . . . . .
O8A O -0.0158(4) 0.8893(7) 0.7415(3) 0.0496(14) Uani 1 1 d . . . . .
O9A O -0.1279(3) 0.6315(8) 0.6950(3) 0.0482(14) Uani 1 1 d . . . . .
C10A C 0.0500(5) 0.7178(9) 0.6214(4) 0.0294(15) Uani 1 1 d . . . . .
C11A C 0.1431(5) 0.8231(10) 0.6142(4) 0.0351(17) Uani 1 1 d . . . . .
H11A H 0.170902 0.892920 0.657242 0.042 Uiso 1 1 calc R U . . .
C12A C 0.1955(5) 0.8255(10) 0.5432(4) 0.0370(18) Uani 1 1 d . . . . .
H12A H 0.259952 0.897310 0.538517 0.044 Uiso 1 1 calc R U . . .
C13A C 0.1578(6) 0.7281(11) 0.4796(4) 0.0432(19) Uani 1 1 d . . . . .
C14A C 0.0629(6) 0.6222(11) 0.4882(4) 0.044(2) Uani 1 1 d . . . . .
H14A H 0.034375 0.554870 0.444635 0.053 Uiso 1 1 calc R U . . .
C15A C 0.0111(6) 0.6136(10) 0.5572(4) 0.0385(18) Uani 1 1 d . . . . .
H15A H -0.051204 0.537589 0.562213 0.046 Uiso 1 1 calc R U . . .
C16A C 0.2147(6) 0.7335(13) 0.4013(4) 0.056(2) Uani 1 1 d . . . . .
H16A H 0.186143 0.637612 0.367490 0.084 Uiso 1 1 calc R U . . .
H16B H 0.296143 0.720576 0.410913 0.084 Uiso 1 1 calc R U . . .
H16C H 0.198551 0.845777 0.375092 0.084 Uiso 1 1 calc R U . . .
C17A C 0.1061(7) 0.2898(11) 0.7307(5) 0.059(2) Uani 1 1 d . . . . .
H17A H 0.089834 0.312521 0.674488 0.089 Uiso 1 1 calc R U . . .
H17B H 0.094418 0.165283 0.741643 0.089 Uiso 1 1 calc R U . . .
H17C H 0.184307 0.321246 0.744917 0.089 Uiso 1 1 calc R U . . .
C18A C 0.1601(5) 0.7383(11) 0.8864(4) 0.0392(19) Uani 1 1 d . . . . .
Cl1A Cl 0.25127(18) 0.9128(3) 0.90282(14) 0.0677(7) Uani 1 1 d . . . . .
Cl2A Cl 0.03637(16) 0.7641(4) 0.93642(12) 0.0667(8) Uani 1 1 d . . . . .
N1B N 0.4463(5) 0.4952(8) 0.2171(3) 0.0382(15) Uani 1 1 d . . . . .
C2B C 0.4445(13) 0.687(2) 0.2244(10) 0.036(4) Uani 0.538(4) 1 d D U P A 1
H2BA H 0.451896 0.718676 0.281581 0.043 Uiso 0.538(4) 1 calc R U P A 1
C3B C 0.3240(13) 0.731(3) 0.1930(10) 0.071(4) Uani 0.538(4) 1 d D U P A 1
H3BA H 0.312916 0.859412 0.195246 0.086 Uiso 0.538(4) 1 calc R U P A 1
H3BB H 0.270053 0.675891 0.227747 0.086 Uiso 0.538(4) 1 calc R U P A 1
C4B C 0.298(2) 0.667(2) 0.1067(12) 0.071(7) Uani 0.538(4) 1 d D U P A 1
H4BA H 0.217868 0.631914 0.101918 0.085 Uiso 0.538(4) 1 calc R U P A 1
H4BB H 0.306504 0.768869 0.071234 0.085 Uiso 0.538(4) 1 calc R U P A 1
C5B C 0.3648(10) 0.5229(19) 0.0772(7) 0.045(4) Uani 0.538(4) 1 d D U P A 1
H5BA H 0.391475 0.544971 0.023304 0.054 Uiso 0.538(4) 1 calc R U P A 1
C6B C 0.4570(9) 0.4354(18) 0.1344(7) 0.037(3) Uani 0.538(4) 1 d D U P A 1
H6BA H 0.533677 0.414975 0.115038 0.045 Uiso 0.538(4) 1 calc R U P A 1
C17B C 0.5366(12) 0.771(2) 0.1842(10) 0.054(4) Uani 0.538(4) 1 d D U P A 1
H17D H 0.531986 0.898742 0.190598 0.082 Uiso 0.538(4) 1 calc R U P A 1
H17E H 0.608805 0.729401 0.207237 0.082 Uiso 0.538(4) 1 calc R U P A 1
H17F H 0.530434 0.741990 0.127993 0.082 Uiso 0.538(4) 1 calc R U P A 1
C18B C 0.3610(11) 0.3403(19) 0.0968(8) 0.041(4) Uani 0.538(4) 1 d D U P A 1
Cl1B Cl 0.3951(4) 0.1767(6) 0.0304(2) 0.0688(14) Uani 0.538(4) 1 d D U P A 1
Cl2B Cl 0.2539(3) 0.2612(7) 0.1583(2) 0.0740(17) Uani 0.538(4) 1 d D U P A 1
C2" C 0.4156(16) 0.692(3) 0.2299(14) 0.035(6) Uiso 0.462(4) 1 d D U P A 2
H2"A H 0.422580 0.713396 0.287993 0.042 Uiso 0.462(4) 1 calc R U P A 2
C3" C 0.2974(17) 0.758(4) 0.2013(16) 0.076(5) Uiso 0.462(4) 1 d D U P A 2
H3"A H 0.294380 0.887169 0.202319 0.091 Uiso 0.462(4) 1 calc R U P A 2
H3"B H 0.239634 0.711244 0.235559 0.091 Uiso 0.462(4) 1 calc R U P A 2
C4" C 0.276(2) 0.688(2) 0.1144(14) 0.053(6) Uiso 0.462(4) 1 d D U P A 2
H4"A H 0.209074 0.743291 0.087928 0.064 Uiso 0.462(4) 1 calc R U P A 2
H4"B H 0.342170 0.707650 0.082545 0.064 Uiso 0.462(4) 1 calc R U P A 2
C5" C 0.2580(12) 0.501(2) 0.1294(9) 0.042(4) Uiso 0.462(4) 1 d D U P A 2
H5"A H 0.176800 0.471135 0.133033 0.050 Uiso 0.462(4) 1 calc R U P A 2
C6" C 0.3359(11) 0.403(2) 0.1919(8) 0.038(4) Uiso 0.462(4) 1 d D U P A 2
H6"A H 0.300096 0.325553 0.230997 0.046 Uiso 0.462(4) 1 calc R U P A 2
C17" C 0.4930(16) 0.814(3) 0.1942(15) 0.066(7) Uiso 0.462(4) 1 d D U P A 2
H17G H 0.570596 0.781884 0.209586 0.098 Uiso 0.462(4) 1 calc R U P A 2
H17H H 0.481769 0.809748 0.136684 0.098 Uiso 0.462(4) 1 calc R U P A 2
H17I H 0.478241 0.933652 0.212501 0.098 Uiso 0.462(4) 1 calc R U P A 2
C18" C 0.3259(13) 0.352(2) 0.1068(11) 0.038(6) Uiso 0.462(4) 1 d D U P A 2
Cl1" Cl 0.2579(5) 0.1526(7) 0.0818(4) 0.087(2) Uani 0.462(4) 1 d D U P A 2
Cl2" Cl 0.4368(4) 0.3925(9) 0.0447(3) 0.0742(19) Uani 0.462(4) 1 d D U P A 2
S7B S 0.53061(17) 0.3948(3) 0.28038(11) 0.0488(6) Uani 1 1 d . . . . .
O8B O 0.5412(6) 0.2215(9) 0.2506(3) 0.085(2) Uani 1 1 d . . . . .
O9B O 0.6310(4) 0.4953(9) 0.2966(3) 0.0594(18) Uani 1 1 d . . . . .
C10B C 0.4588(5) 0.3917(10) 0.3684(4) 0.0368(17) Uani 1 1 d . . . . .
C11B C 0.3666(6) 0.2936(13) 0.3758(5) 0.056(2) Uani 1 1 d . . . . .
H11B H 0.336582 0.227719 0.332162 0.067 Uiso 1 1 calc R U . . .
C12B C 0.3134(6) 0.2876(13) 0.4489(7) 0.065(3) Uani 1 1 d . . . . .
H12B H 0.249055 0.215475 0.453502 0.078 Uiso 1 1 calc R U . . .
C13B C 0.3522(6) 0.3824(12) 0.5121(5) 0.048(2) Uani 1 1 d . . . . .
C14B C 0.4455(6) 0.4877(11) 0.5033(4) 0.0440(19) Uani 1 1 d . . . . .
H14B H 0.473130 0.558916 0.545921 0.053 Uiso 1 1 calc R U . . .
C15B C 0.4988(6) 0.4897(10) 0.4324(4) 0.0350(17) Uani 1 1 d . . . . .
H15B H 0.564095 0.559740 0.427876 0.042 Uiso 1 1 calc R U . . .
C16B C 0.2946(7) 0.3755(14) 0.5873(6) 0.080(3) Uani 1 1 d . . . . .
H16D H 0.350700 0.369715 0.631520 0.120 Uiso 1 1 calc R U . . .
H16E H 0.246481 0.271357 0.587754 0.120 Uiso 1 1 calc R U . . .
H16F H 0.248427 0.480761 0.592329 0.120 Uiso 1 1 calc R 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
N1A C6A 1.448(8) . ?
N1A C2A 1.474(10) . ?
N1A S7A 1.624(6) . ?
C2A C17A 1.515(11) . ?
C2A C3A 1.537(9) . ?
C3A C4A 1.558(10) . ?
C4A C5A 1.515(11) . ?
C5A C18A 1.497(11) . ?
C5A C6A 1.518(10) . ?
C6A C18A 1.493(9) . ?
S7A O9A 1.429(5) . ?
S7A O8A 1.445(6) . ?
S7A C10A 1.773(6) . ?
C10A C11A 1.381(9) . ?
C10A C15A 1.408(9) . ?
C11A C12A 1.388(9) . ?
C12A C13A 1.367(10) . ?
C13A C14A 1.403(10) . ?
C13A C16A 1.526(9) . ?
C14A C15A 1.354(10) . ?
C18A Cl1A 1.732(8) . ?
C18A Cl2A 1.752(7) . ?
N1B C2B 1.473(19) . ?
N1B C6B 1.490(12) . ?
N1B C6" 1.534(15) . ?
N1B C2" 1.57(2) . ?
N1B S7B 1.624(6) . ?
C2B C17B 1.470(16) . ?
C2B C3B 1.541(16) . ?
C3B C4B 1.560(16) . ?
C4B C5B 1.46(2) . ?
C5B C18B 1.434(17) . ?
C5B C6B 1.575(15) . ?
C6B C18B 1.472(15) . ?
C18B Cl1B 1.745(13) . ?
C18B Cl2B 1.797(14) . ?
C2" C17" 1.465(19) . ?
C2" C3" 1.549(19) . ?
C3" C4" 1.575(19) . ?
C4" C5" 1.47(2) . ?
C5" C18" 1.458(18) . ?
C5" C6" 1.566(17) . ?
C6" C18" 1.494(18) . ?
C18" Cl2" 1.761(16) . ?
C18" Cl1" 1.768(15) . ?
S7B O8B 1.424(6) . ?
S7B O9B 1.436(6) . ?
S7B C10B 1.761(7) . ?
C10B C11B 1.342(10) . ?
C10B C15B 1.384(9) . ?
C11B C12B 1.424(12) . ?
C12B C13B 1.356(13) . ?
C13B C14B 1.386(10) . ?
C13B C16B 1.483(11) . ?
C14B C15B 1.391(9) . ?

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
C6A N1A C2A 118.9(5) . . ?
C6A N1A S7A 116.4(5) . . ?
C2A N1A S7A 122.5(5) . . ?
N1A C2A C17A 112.7(6) . . ?
N1A C2A C3A 106.6(6) . . ?
C17A C2A C3A 114.1(7) . . ?
C2A C3A C4A 111.5(6) . . ?
C5A C4A C3A 113.1(6) . . ?
C18A C5A C4A 124.9(6) . . ?
C18A C5A C6A 59.4(5) . . ?
C4A C5A C6A 121.9(6) . . ?
N1A C6A C18A 120.5(5) . . ?
N1A C6A C5A 115.2(6) . . ?
C18A C6A C5A 59.6(5) . . ?
O9A S7A O8A 119.6(3) . . ?
O9A S7A N1A 106.9(3) . . ?
O8A S7A N1A 107.3(3) . . ?
O9A S7A C10A 108.3(3) . . ?
O8A S7A C10A 106.3(3) . . ?
N1A S7A C10A 108.1(3) . . ?
C11A C10A C15A 119.6(6) . . ?
C11A C10A S7A 120.6(5) . . ?
C15A C10A S7A 119.8(5) . . ?
C10A C11A C12A 119.0(6) . . ?
C13A C12A C11A 122.4(7) . . ?
C12A C13A C14A 117.6(7) . . ?
C12A C13A C16A 122.1(8) . . ?
C14A C13A C16A 120.3(7) . . ?
C15A C14A C13A 121.7(7) . . ?
C14A C15A C10A 119.7(7) . . ?
C6A C18A C5A 61.0(5) . . ?
C6A C18A Cl1A 117.3(5) . . ?
C5A C18A Cl1A 119.7(5) . . ?
C6A C18A Cl2A 119.4(4) . . ?
C5A C18A Cl2A 119.1(6) . . ?
Cl1A C18A Cl2A 111.8(4) . . ?
C2B N1B C6B 112.7(9) . . ?
C6" N1B C2" 106.1(10) . . ?
C2B N1B S7B 115.2(8) . . ?
C6B N1B S7B 113.5(6) . . ?
C6" N1B S7B 117.4(7) . . ?
C2" N1B S7B 120.2(9) . . ?
C17B C2B N1B 112.4(13) . . ?
C17B C2B C3B 116.7(13) . . ?
N1B C2B C3B 101.7(12) . . ?
C2B C3B C4B 113.2(12) . . ?
C5B C4B C3B 118.0(12) . . ?
C18B C5B C4B 128.9(15) . . ?
C18B C5B C6B 58.3(8) . . ?
C4B C5B C6B 118.9(11) . . ?
C18B C6B N1B 117.3(9) . . ?
C18B C6B C5B 56.0(7) . . ?
N1B C6B C5B 111.1(9) . . ?
C5B C18B C6B 65.7(9) . . ?
C5B C18B Cl1B 122.3(11) . . ?
C6B C18B Cl1B 115.6(10) . . ?
C5B C18B Cl2B 119.6(10) . . ?
C6B C18B Cl2B 118.2(9) . . ?
Cl1B C18B Cl2B 109.4(8) . . ?
C17" C2" C3" 104.3(16) . . ?
C17" C2" N1B 113.5(18) . . ?
C3" C2" N1B 118.8(16) . . ?
C2" C3" C4" 106.5(17) . . ?
C5" C4" C3" 100.5(17) . . ?
C18" C5" C4" 128.6(17) . . ?
C18" C5" C6" 59.1(9) . . ?
C4" C5" C6" 119.8(14) . . ?
C18" C6" N1B 114.3(11) . . ?
C18" C6" C5" 56.9(8) . . ?
N1B C6" C5" 115.9(11) . . ?
C5" C18" C6" 64.1(9) . . ?
C5" C18" Cl2" 117.8(12) . . ?
C6" C18" Cl2" 120.7(11) . . ?
C5" C18" Cl1" 118.9(11) . . ?
C6" C18" Cl1" 117.8(13) . . ?
Cl2" C18" Cl1" 110.7(9) . . ?
O8B S7B O9B 118.4(4) . . ?
O8B S7B N1B 105.5(3) . . ?
O9B S7B N1B 110.8(3) . . ?
O8B S7B C10B 110.2(4) . . ?
O9B S7B C10B 106.4(3) . . ?
N1B S7B C10B 104.9(3) . . ?
C11B C10B C15B 118.5(7) . . ?
C11B C10B S7B 121.6(6) . . ?
C15B C10B S7B 119.8(6) . . ?
C10B C11B C12B 120.3(8) . . ?
C13B C12B C11B 121.6(8) . . ?
C12B C13B C14B 117.8(8) . . ?
C12B C13B C16B 120.6(9) . . ?
C14B C13B C16B 121.6(8) . . ?
C13B C14B C15B 120.3(7) . . ?
C10B C15B C14B 121.4(7) . . ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.061


####################################################################### 
# 
# 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_23
_database_code_depnum_ccdc_archive 'CCDC 2011987'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2020-06-24 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H29 Br N2 O6 S'
_chemical_formula_sum            'C29 H29 Br N2 O6 S'
_chemical_formula_weight         613.51

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.2726(2)
_cell_length_b                   8.1657(2)
_cell_length_c                   20.9582(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.621(3)
_cell_angle_gamma                90
_cell_volume                     1411.17(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3706
_cell_measurement_theta_min      2.5780
_cell_measurement_theta_max      27.6440

_exptl_crystal_description       'blocky needles'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.599
_exptl_crystal_size_mid          0.488
_exptl_crystal_size_min          0.118
_exptl_absorpt_coefficient_mu    1.576
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.500
_exptl_absorpt_correction_T_max  0.835
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            10604
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.581
_diffrn_reflns_theta_max         28.219
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.817
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5686
_reflns_number_gt                4934
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_max     0.762
_reflns_Friedel_fraction_full    0.992

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0267P)²+0.3553P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1880 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.002(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5686
_refine_ls_number_parameters     354
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2479(3) 0.5183(3) 0.20771(15) 0.0221(7) Uani 1 1 d . . . . .
C2 C 0.3899(5) 0.4801(5) 0.2499(2) 0.0234(9) Uani 1 1 d . . . . .
H2A H 0.470516 0.570199 0.246364 0.028 Uiso 1 1 calc R U . . .
O3 O 0.3523(3) 0.4701(3) 0.31553(14) 0.0320(7) Uani 1 1 d . . . . .
N4 N 0.2890(3) 0.3148(4) 0.33381(15) 0.0254(7) Uani 1 1 d . . . . .
C5 C 0.2483(4) 0.2032(4) 0.27999(18) 0.0246(8) Uani 1 1 d . . . . .
H5A H 0.221360 0.093585 0.297618 0.029 Uiso 1 1 calc R U . . .
C6 C 0.0994(4) 0.2662(4) 0.23880(19) 0.0243(8) Uani 1 1 d . . . . .
H6A H 0.042796 0.170440 0.218487 0.029 Uiso 1 1 calc R U . . .
H6B H 0.024675 0.316631 0.267764 0.029 Uiso 1 1 calc R U . . .
C7 C 0.1276(4) 0.3901(4) 0.18616(18) 0.0218(8) Uani 1 1 d . . . . .
H7A H 0.022147 0.449169 0.177654 0.026 Uiso 1 1 calc R U . . .
S8 S 0.18860(11) 0.70788(10) 0.19669(5) 0.0266(2) Uani 1 1 d . . . . .
O9 O 0.1298(3) 0.7253(3) 0.13101(14) 0.0366(7) Uani 1 1 d . . . . .
O10 O 0.3203(3) 0.8081(3) 0.22216(15) 0.0387(7) Uani 1 1 d . . . . .
C11 C 0.0214(4) 0.7351(4) 0.2424(2) 0.0264(9) Uani 1 1 d . . . . .
C12 C -0.1256(5) 0.7859(5) 0.2138(2) 0.0344(10) Uani 1 1 d . . . . .
H12A H -0.137549 0.804515 0.168891 0.041 Uiso 1 1 calc R U . . .
C13 C -0.2558(5) 0.8098(5) 0.2499(2) 0.0364(10) Uani 1 1 d . . . . .
H13A H -0.356311 0.845778 0.229592 0.044 Uiso 1 1 calc R U . . .
C14 C -0.2424(5) 0.7824(5) 0.3152(2) 0.0381(11) Uani 1 1 d . . . . .
C15 C -0.0942(6) 0.7316(7) 0.3431(2) 0.0566(14) Uani 1 1 d . . . . .
H15A H -0.082626 0.711432 0.387880 0.068 Uiso 1 1 calc R U . . .
C16 C 0.0370(5) 0.7094(7) 0.3079(2) 0.0533(13) Uani 1 1 d . . . . .
H16A H 0.138359 0.676483 0.328478 0.064 Uiso 1 1 calc R U . . .
C17 C -0.3837(5) 0.8059(6) 0.3556(2) 0.0504(13) Uani 1 1 d . . . . .
H17A H -0.351671 0.879176 0.391388 0.076 Uiso 1 1 calc R U . . .
H17B H -0.416189 0.699679 0.372154 0.076 Uiso 1 1 calc R U . . .
H17C H -0.475005 0.854052 0.329327 0.076 Uiso 1 1 calc R U . . .
C18 C 0.4657(4) 0.3234(5) 0.22973(17) 0.0244(8) Uani 1 1 d . . . . .
Br18 Br 0.64925(4) 0.33958(5) 0.18212(2) 0.04715(15) Uani 1 1 d . . . . .
C19 C 0.3976(4) 0.1852(4) 0.24334(19) 0.0224(9) Uani 1 1 d . . . . .
H19A H 0.438172 0.081878 0.231261 0.027 Uiso 1 1 calc R U . . .
C20 C 0.3776(4) 0.2502(5) 0.38749(19) 0.0276(9) Uani 1 1 d . . . . .
O20 O 0.3590(3) 0.1111(3) 0.40488(14) 0.0346(7) Uani 1 1 d . . . . .
O21 O 0.4702(3) 0.3630(3) 0.41803(12) 0.0331(6) Uani 1 1 d . . . . .
C22 C 0.5523(5) 0.3112(6) 0.47814(18) 0.0370(10) Uani 1 1 d . . . . .
H22A H 0.477996 0.242143 0.501336 0.044 Uiso 1 1 calc R U . . .
H22B H 0.580058 0.408831 0.504797 0.044 Uiso 1 1 calc R U . . .
C23 C 0.7035(4) 0.2169(5) 0.46926(19) 0.0303(9) Uani 1 1 d . . . . .
C24 C 0.7655(5) 0.1177(5) 0.5189(2) 0.0429(12) Uani 1 1 d . . . . .
H24A H 0.711312 0.109577 0.557005 0.052 Uiso 1 1 calc R U . . .
C25 C 0.9066(6) 0.0304(6) 0.5127(3) 0.0623(16) Uani 1 1 d . . . . .
H25A H 0.947207 -0.039717 0.546467 0.075 Uiso 1 1 calc R U . . .
C26 C 0.9883(6) 0.0433(7) 0.4589(3) 0.0659(17) Uani 1 1 d . . . . .
H26A H 1.087181 -0.014133 0.455747 0.079 Uiso 1 1 calc R U . . .
C27 C 0.9261(5) 0.1399(7) 0.4098(3) 0.0595(15) Uani 1 1 d . . . . .
H27A H 0.980446 0.146965 0.371641 0.071 Uiso 1 1 calc R U . . .
C28 C 0.7847(5) 0.2274(5) 0.4149(2) 0.0429(11) Uani 1 1 d . . . . .
H28A H 0.743520 0.295314 0.380546 0.051 Uiso 1 1 calc R U . . .
C29 C 0.1646(4) 0.3147(5) 0.12118(17) 0.0244(8) Uani 1 1 d . . . . .
H29A H 0.217284 0.398010 0.095505 0.029 Uiso 1 1 calc R U . . .
H29B H 0.240804 0.221991 0.128719 0.029 Uiso 1 1 calc R U . . .
C30 C 0.0122(4) 0.2553(4) 0.08455(18) 0.0224(8) Uani 1 1 d . . . . .
C31 C -0.0221(5) 0.0882(4) 0.07737(19) 0.0272(9) Uani 1 1 d . . . . .
H31A H 0.051827 0.009749 0.096311 0.033 Uiso 1 1 calc R U . . .
C32 C -0.1619(5) 0.0360(5) 0.0431(2) 0.0327(10) Uani 1 1 d . . . . .
H32A H -0.184011 -0.077887 0.039253 0.039 Uiso 1 1 calc R U . . .
C33 C -0.2701(4) 0.1474(5) 0.0145(2) 0.0291(9) Uani 1 1 d . . . . .
C34 C -0.2395(4) 0.3138(5) 0.02108(18) 0.0287(9) Uani 1 1 d . . . . .
H34A H -0.313373 0.391753 0.001795 0.034 Uiso 1 1 calc R U . . .
C35 C -0.0996(4) 0.3644(5) 0.05622(18) 0.0265(8) Uani 1 1 d . . . . .
H35A H -0.079634 0.478443 0.061081 0.032 Uiso 1 1 calc R U . . .
O36 O -0.4037(3) 0.0831(3) -0.01980(16) 0.0420(8) Uani 1 1 d . . . . .
C37 C -0.5131(5) 0.1949(6) -0.0519(3) 0.0542(14) Uani 1 1 d . . . . .
H37A H -0.455487 0.260780 -0.081893 0.081 Uiso 1 1 calc R U . . .
H37B H -0.558407 0.267099 -0.020475 0.081 Uiso 1 1 calc R U . . .
H37C H -0.601056 0.134324 -0.075431 0.081 Uiso 1 1 calc R 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
N1 C2 1.446(5) . ?
N1 C7 1.490(4) . ?
N1 S8 1.635(3) . ?
C2 O3 1.437(5) . ?
C2 C18 1.501(5) . ?
O3 N4 1.435(4) . ?
N4 C20 1.396(5) . ?
N4 C5 1.468(5) . ?
C5 C19 1.513(5) . ?
C5 C6 1.535(5) . ?
C6 C7 1.528(5) . ?
C7 C29 1.547(5) . ?
S8 O9 1.430(3) . ?
S8 O10 1.431(3) . ?
S8 C11 1.759(4) . ?
C11 C12 1.376(5) . ?
C11 C16 1.385(6) . ?
C12 C13 1.379(5) . ?
C13 C14 1.382(6) . ?
C14 C15 1.379(6) . ?
C14 C17 1.510(6) . ?
C15 C16 1.372(6) . ?
C18 C19 1.303(5) . ?
C18 Br18 1.887(3) . ?
C20 O20 1.207(5) . ?
C20 O21 1.329(4) . ?
O21 C22 1.446(4) . ?
C22 C23 1.493(5) . ?
C23 C28 1.371(6) . ?
C23 C24 1.384(6) . ?
C24 C25 1.382(7) . ?
C25 C26 1.365(8) . ?
C26 C27 1.365(8) . ?
C27 C28 1.382(6) . ?
C29 C30 1.503(5) . ?
C30 C35 1.383(5) . ?
C30 C31 1.400(5) . ?
C31 C32 1.378(5) . ?
C32 C33 1.379(5) . ?
C33 O36 1.373(4) . ?
C33 C34 1.387(5) . ?
C34 C35 1.384(5) . ?
O36 C37 1.417(5) . ?

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 N1 C7 121.6(3) . . ?
C2 N1 S8 120.7(2) . . ?
C7 N1 S8 115.9(2) . . ?
O3 C2 N1 111.7(3) . . ?
O3 C2 C18 110.4(3) . . ?
N1 C2 C18 110.5(3) . . ?
N4 O3 C2 114.7(3) . . ?
C20 N4 O3 111.7(3) . . ?
C20 N4 C5 117.2(3) . . ?
O3 N4 C5 114.2(3) . . ?
N4 C5 C19 107.7(3) . . ?
N4 C5 C6 110.4(3) . . ?
C19 C5 C6 113.4(3) . . ?
C7 C6 C5 117.8(3) . . ?
N1 C7 C6 112.5(3) . . ?
N1 C7 C29 111.8(3) . . ?
C6 C7 C29 115.1(3) . . ?
O9 S8 O10 119.48(17) . . ?
O9 S8 N1 107.77(16) . . ?
O10 S8 N1 106.14(15) . . ?
O9 S8 C11 106.89(17) . . ?
O10 S8 C11 109.45(18) . . ?
N1 S8 C11 106.43(17) . . ?
C12 C11 C16 119.1(4) . . ?
C12 C11 S8 120.4(3) . . ?
C16 C11 S8 120.4(3) . . ?
C11 C12 C13 120.3(4) . . ?
C12 C13 C14 121.1(4) . . ?
C15 C14 C13 117.8(4) . . ?
C15 C14 C17 120.2(4) . . ?
C13 C14 C17 122.0(4) . . ?
C16 C15 C14 121.7(5) . . ?
C15 C16 C11 119.9(4) . . ?
C19 C18 C2 118.6(3) . . ?
C19 C18 Br18 123.9(3) . . ?
C2 C18 Br18 117.5(3) . . ?
C18 C19 C5 114.4(3) . . ?
O20 C20 O21 126.1(4) . . ?
O20 C20 N4 121.9(4) . . ?
O21 C20 N4 111.8(3) . . ?
C20 O21 C22 115.4(3) . . ?
O21 C22 C23 112.5(3) . . ?
C28 C23 C24 119.0(4) . . ?
C28 C23 C22 122.9(4) . . ?
C24 C23 C22 118.2(4) . . ?
C25 C24 C23 119.8(5) . . ?
C26 C25 C24 121.0(5) . . ?
C25 C26 C27 119.1(5) . . ?
C26 C27 C28 120.7(5) . . ?
C23 C28 C27 120.4(4) . . ?
C30 C29 C7 111.1(3) . . ?
C35 C30 C31 117.3(3) . . ?
C35 C30 C29 121.1(3) . . ?
C31 C30 C29 121.6(3) . . ?
C32 C31 C30 120.8(4) . . ?
C31 C32 C33 120.7(3) . . ?
O36 C33 C32 116.2(3) . . ?
O36 C33 C34 124.0(4) . . ?
C32 C33 C34 119.7(4) . . ?
C35 C34 C33 118.9(4) . . ?
C30 C35 C34 122.5(3) . . ?
C33 O36 C37 117.3(3) . . ?

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.056


####################################################################### 
# 
# 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_15
_database_code_depnum_ccdc_archive 'CCDC 2011986'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2020-06-24 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H21 Cl N4 O4 S'
_chemical_formula_sum            'C22 H21 Cl N4 O4 S'
_chemical_formula_weight         472.94

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.8791(3)
_cell_length_b                   12.8935(3)
_cell_length_c                   14.4464(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2212.67(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3604
_cell_measurement_theta_min      3.7040
_cell_measurement_theta_max      72.9760

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.408
_exptl_crystal_size_mid          0.334
_exptl_crystal_size_min          0.219
_exptl_absorpt_coefficient_mu    2.731
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.465
_exptl_absorpt_correction_T_max  0.644
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            6611
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.597
_diffrn_reflns_theta_max         73.634
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             4203
_reflns_number_gt                3846
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_max     0.915
_reflns_Friedel_fraction_full    0.969

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²+0.5501P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0040(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1493 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.023(10)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4203
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0826
_refine_ls_wR_factor_gt          0.0761
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5702(2) 0.3596(2) 0.34754(18) 0.0283(6) Uani 1 1 d . . . . .
C2 C 0.5260(3) 0.3088(2) 0.4294(2) 0.0262(6) Uani 1 1 d . . . . .
H2A H 0.583053 0.258332 0.453130 0.031 Uiso 1 1 calc R U . . .
N3 N 0.4982(2) 0.3829(2) 0.50336(18) 0.0285(6) Uani 1 1 d . . . . .
C4 C 0.5160(3) 0.3623(3) 0.5963(2) 0.0313(7) Uani 1 1 d . . . . .
O4 O 0.5939(2) 0.3146(2) 0.62872(17) 0.0477(7) Uani 1 1 d . . . . .
N5 N 0.4287(2) 0.4105(2) 0.64249(18) 0.0305(6) Uani 1 1 d . . . . .
C6 C 0.3466(3) 0.4463(3) 0.5812(2) 0.0317(7) Uani 1 1 d . . . . .
O6 O 0.2561(2) 0.4832(2) 0.60037(18) 0.0445(6) Uani 1 1 d . . . . .
N7 N 0.3949(2) 0.4365(2) 0.49501(19) 0.0318(6) Uani 1 1 d . . . . .
C8 C 0.3343(3) 0.4181(3) 0.4081(2) 0.0345(8) Uani 1 1 d . . . . .
H8A H 0.256714 0.447604 0.413502 0.041 Uiso 1 1 calc R U . . .
C9 C 0.3966(3) 0.4738(3) 0.3290(3) 0.0370(8) Uani 1 1 d . . . . .
H9A H 0.425622 0.540251 0.353634 0.044 Uiso 1 1 calc R U . . .
H9B H 0.340548 0.490953 0.280636 0.044 Uiso 1 1 calc R U . . .
C10 C 0.4957(3) 0.4167(3) 0.2816(2) 0.0324(7) Uani 1 1 d . . . . .
H10A H 0.543734 0.472343 0.253995 0.039 Uiso 1 1 calc R U . . .
S11 S 0.70709(6) 0.37662(7) 0.33844(6) 0.03000(19) Uani 1 1 d . . . . .
O12 O 0.7326(2) 0.3762(2) 0.24151(16) 0.0420(6) Uani 1 1 d . . . . .
O13 O 0.75834(18) 0.30143(19) 0.39814(18) 0.0368(6) Uani 1 1 d . . . . .
C14 C 0.7391(3) 0.5016(3) 0.3807(2) 0.0294(7) Uani 1 1 d . . . . .
C15 C 0.7698(3) 0.5795(3) 0.3197(3) 0.0359(8) Uani 1 1 d . . . . .
H15A H 0.767358 0.568066 0.254788 0.043 Uiso 1 1 calc R U . . .
C16 C 0.8039(3) 0.6743(3) 0.3547(3) 0.0399(9) Uani 1 1 d . . . . .
H16A H 0.824586 0.728341 0.313343 0.048 Uiso 1 1 calc R U . . .
C17 C 0.8083(3) 0.6915(3) 0.4495(3) 0.0388(8) Uani 1 1 d . . . . .
C18 C 0.7749(3) 0.6129(3) 0.5089(3) 0.0381(8) Uani 1 1 d . . . . .
H18A H 0.775514 0.624801 0.573839 0.046 Uiso 1 1 calc R U . . .
C19 C 0.7407(3) 0.5177(3) 0.4755(2) 0.0335(8) Uani 1 1 d . . . . .
H19A H 0.718558 0.464082 0.516858 0.040 Uiso 1 1 calc R U . . .
C20 C 0.8538(4) 0.7923(3) 0.4874(4) 0.0605(12) Uani 1 1 d . . . . .
H20A H 0.931470 0.801969 0.466298 0.091 Uiso 1 1 calc R U . . .
H20B H 0.852059 0.790476 0.555193 0.091 Uiso 1 1 calc R U . . .
H20C H 0.807266 0.850026 0.465247 0.091 Uiso 1 1 calc R U . . .
C21 C 0.4201(3) 0.2509(2) 0.4040(2) 0.0319(7) Uani 1 1 d . . . . .
Cl21 Cl 0.43450(10) 0.11954(7) 0.38655(7) 0.0523(3) Uani 1 1 d . . . . .
C22 C 0.3255(3) 0.3026(3) 0.3937(2) 0.0368(8) Uani 1 1 d . . . . .
H22A H 0.256535 0.269456 0.378363 0.044 Uiso 1 1 calc R U . . .
C23 C 0.4270(3) 0.4242(3) 0.7406(2) 0.0292(7) Uani 1 1 d . . . . .
C24 C 0.4606(3) 0.5183(3) 0.7771(2) 0.0360(8) Uani 1 1 d . . . . .
H24A H 0.480276 0.573771 0.737006 0.043 Uiso 1 1 calc R U . . .
C25 C 0.4656(3) 0.5318(3) 0.8720(3) 0.0435(9) Uani 1 1 d . . . . .
H25A H 0.488352 0.596565 0.897138 0.052 Uiso 1 1 calc R U . . .
C26 C 0.4374(3) 0.4511(3) 0.9296(3) 0.0440(9) Uani 1 1 d . . . . .
H26A H 0.441834 0.459716 0.994806 0.053 Uiso 1 1 calc R U . . .
C27 C 0.4027(3) 0.3575(3) 0.8930(3) 0.0458(9) Uani 1 1 d . . . . .
H27A H 0.382491 0.302287 0.933192 0.055 Uiso 1 1 calc R U . . .
C28 C 0.3972(3) 0.3435(3) 0.7973(3) 0.0374(8) Uani 1 1 d . . . . .
H28A H 0.373216 0.279165 0.771948 0.045 Uiso 1 1 calc R U . . .
C29 C 0.4608(3) 0.3477(3) 0.2010(2) 0.0406(9) Uani 1 1 d . . . . .
H29A H 0.528159 0.322270 0.169102 0.061 Uiso 1 1 calc R U . . .
H29B H 0.414521 0.387700 0.157712 0.061 Uiso 1 1 calc R U . . .
H29C H 0.417310 0.288671 0.224455 0.061 Uiso 1 1 calc R 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
N1 C2 1.451(4) . ?
N1 C10 1.495(4) . ?
N1 S11 1.646(2) . ?
C2 N3 1.471(4) . ?
C2 C21 1.508(4) . ?
N3 C4 1.385(4) . ?
N3 N7 1.413(3) . ?
C4 O4 1.206(4) . ?
C4 N5 1.381(4) . ?
N5 C6 1.396(4) . ?
N5 C23 1.428(4) . ?
C6 O6 1.208(4) . ?
C6 N7 1.377(4) . ?
N7 C8 1.467(4) . ?
C8 C22 1.507(5) . ?
C8 C9 1.539(5) . ?
C9 C10 1.548(5) . ?
C10 C29 1.523(5) . ?
S11 O12 1.433(2) . ?
S11 O13 1.433(3) . ?
S11 C14 1.765(3) . ?
C14 C15 1.385(5) . ?
C14 C19 1.385(5) . ?
C15 C16 1.383(5) . ?
C16 C17 1.389(5) . ?
C17 C18 1.386(5) . ?
C17 C20 1.511(5) . ?
C18 C19 1.380(5) . ?
C21 C22 1.315(5) . ?
C21 Cl21 1.721(3) . ?
C23 C28 1.371(5) . ?
C23 C24 1.382(5) . ?
C24 C25 1.382(5) . ?
C25 C26 1.374(6) . ?
C26 C27 1.380(6) . ?
C27 C28 1.395(5) . ?

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 N1 C10 121.8(2) . . ?
C2 N1 S11 118.9(2) . . ?
C10 N1 S11 118.0(2) . . ?
N1 C2 N3 112.4(3) . . ?
N1 C2 C21 109.0(3) . . ?
N3 C2 C21 108.1(3) . . ?
C4 N3 N7 108.0(2) . . ?
C4 N3 C2 123.0(3) . . ?
N7 N3 C2 116.8(2) . . ?
O4 C4 N5 128.2(3) . . ?
O4 C4 N3 126.3(3) . . ?
N5 C4 N3 105.5(3) . . ?
C4 N5 C6 111.5(3) . . ?
C4 N5 C23 123.1(3) . . ?
C6 N5 C23 125.4(3) . . ?
O6 C6 N7 127.9(3) . . ?
O6 C6 N5 127.3(3) . . ?
N7 C6 N5 104.6(3) . . ?
C6 N7 N3 109.2(3) . . ?
C6 N7 C8 125.8(3) . . ?
N3 N7 C8 114.8(2) . . ?
N7 C8 C22 108.2(3) . . ?
N7 C8 C9 108.9(3) . . ?
C22 C8 C9 113.1(3) . . ?
C8 C9 C10 118.2(3) . . ?
N1 C10 C29 111.1(3) . . ?
N1 C10 C9 113.8(3) . . ?
C29 C10 C9 114.1(3) . . ?
O12 S11 O13 119.74(16) . . ?
O12 S11 N1 106.63(14) . . ?
O13 S11 N1 106.33(14) . . ?
O12 S11 C14 107.21(16) . . ?
O13 S11 C14 108.52(15) . . ?
N1 S11 C14 107.90(14) . . ?
C15 C14 C19 121.1(3) . . ?
C15 C14 S11 119.9(3) . . ?
C19 C14 S11 118.8(3) . . ?
C16 C15 C14 119.0(3) . . ?
C15 C16 C17 120.8(3) . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 C20 120.5(4) . . ?
C16 C17 C20 120.5(4) . . ?
C19 C18 C17 121.2(3) . . ?
C18 C19 C14 118.8(3) . . ?
C22 C21 C2 119.3(3) . . ?
C22 C21 Cl21 124.5(3) . . ?
C2 C21 Cl21 116.1(3) . . ?
C21 C22 C8 115.2(3) . . ?
C28 C23 C24 120.9(3) . . ?
C28 C23 N5 120.2(3) . . ?
C24 C23 N5 118.9(3) . . ?
C25 C24 C23 120.1(3) . . ?
C26 C25 C24 119.6(4) . . ?
C25 C26 C27 120.2(3) . . ?
C26 C27 C28 120.5(4) . . ?
C23 C28 C27 118.7(4) . . ?

_refine_diff_density_max         0.210
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.042


####################################################################### 
# 
# 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_37
_database_code_depnum_ccdc_archive 'CCDC 2011988'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2020-06-24 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H36 Cl N7 O6 S, C4 H8 O2'
_chemical_formula_sum            'C44 H44 Cl N7 O8 S'
_chemical_formula_weight         866.37

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.9352(4)
_cell_length_b                   23.7680(5)
_cell_length_c                   13.9594(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.163(3)
_cell_angle_gamma                90
_cell_volume                     4250.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3708
_cell_measurement_theta_min      3.7750
_cell_measurement_theta_max      72.6820

_exptl_crystal_description       needles
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             1816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.285
_exptl_crystal_size_mid          0.044
_exptl_crystal_size_min          0.024
_exptl_absorpt_coefficient_mu    1.773
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            13698
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.444
_diffrn_reflns_theta_max         73.456
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.642
_diffrn_reflns_point_group_measured_fraction_full 0.678
_reflns_number_total             10999
_reflns_number_gt                8610
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.325
_reflns_Friedel_fraction_max     0.323
_reflns_Friedel_fraction_full    0.355

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0389P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00048(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Classical Flack method preferred over Parsons because s.u. lower. 
;
_refine_ls_abs_structure_Flack   -0.019(16)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         10999
_refine_ls_number_parameters     1121
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.6192(3) 0.20617(17) 0.9493(3) 0.0309(9) Uani 1 1 d . . . . .
C2A C 0.5697(4) 0.2468(2) 0.9840(4) 0.0327(11) Uani 1 1 d . . . . .
O2A O 0.5216(3) 0.23943(16) 1.0388(3) 0.0438(9) Uani 1 1 d . . . . .
N3A N 0.5895(3) 0.29774(17) 0.9450(3) 0.0313(9) Uani 1 1 d . . . . .
C4A C 0.6342(4) 0.2883(2) 0.8721(4) 0.0307(10) Uani 1 1 d . . . . .
O4A O 0.6510(3) 0.32241(15) 0.8164(3) 0.0386(8) Uani 1 1 d . . . . .
N5A N 0.6588(3) 0.23221(17) 0.8805(3) 0.0292(9) Uani 1 1 d . . . . .
C6A C 0.6650(3) 0.1978(2) 0.7973(4) 0.0277(10) Uani 1 1 d . . . . .
H6A H 0.689121 0.222280 0.752906 0.033 Uiso 1 1 calc R U . . .
C7A C 0.5564(4) 0.1748(2) 0.7288(4) 0.0290(10) Uani 1 1 d . . . . .
H7A H 0.564141 0.142160 0.687177 0.035 Uiso 1 1 calc R U . . .
N8A N 0.4866(3) 0.21729(18) 0.6578(3) 0.0298(9) Uani 1 1 d . . . . .
C9A C 0.5133(4) 0.2422(2) 0.5800(4) 0.0315(11) Uani 1 1 d . . . . .
O9A O 0.5988(3) 0.26002(16) 0.5912(3) 0.0391(8) Uani 1 1 d . . . . .
N10A N 0.4230(3) 0.24341(18) 0.4912(3) 0.0346(9) Uani 1 1 d . . . . .
C11A C 0.3425(4) 0.2135(2) 0.5053(4) 0.0327(11) Uani 1 1 d . . . . .
O11A O 0.2538(3) 0.20711(17) 0.4423(3) 0.0429(9) Uani 1 1 d . . . . .
N12A N 0.3857(3) 0.19425(18) 0.6042(3) 0.0314(9) Uani 1 1 d . . . . .
C13A C 0.3243(4) 0.1769(2) 0.6644(4) 0.0309(10) Uani 1 1 d . . . . .
H13A H 0.279053 0.144508 0.627574 0.037 Uiso 1 1 calc R U . . .
C14A C 0.3994(4) 0.1568(2) 0.7692(4) 0.0304(10) Uani 1 1 d . . . . .
H14A H 0.371376 0.144114 0.817345 0.036 Uiso 1 1 calc R U . . .
C15A C 0.5024(4) 0.1555(2) 0.7989(4) 0.0285(10) Uani 1 1 d . . . . .
C16A C 0.5705(4) 0.14985(19) 0.9140(4) 0.0280(10) Uani 1 1 d . . . . .
H16A H 0.523484 0.141999 0.951178 0.034 Uiso 1 1 calc R U . . .
N17A N 0.6493(3) 0.10585(16) 0.9426(3) 0.0303(9) Uani 1 1 d . . . . .
C18A C 0.7108(4) 0.0956(2) 0.8789(4) 0.0343(11) Uani 1 1 d D . . . .
H18A H 0.777589 0.078721 0.928601 0.041 Uiso 0.83(2) 1 calc R U P A 1
H18C H 0.776885 0.077151 0.926515 0.041 Uiso 0.17(2) 1 calc R U P A 2
C19A C 0.7446(4) 0.1502(2) 0.8412(4) 0.0317(11) Uani 1 1 d . . . . .
H19A H 0.804842 0.165759 0.900443 0.038 Uiso 1 1 calc R U . . .
H19B H 0.770137 0.139772 0.786675 0.038 Uiso 1 1 calc R U . . .
C20A C 0.5584(4) 0.3526(2) 0.9638(4) 0.0319(11) Uani 1 1 d . . . . .
C21A C 0.6261(4) 0.3966(2) 0.9760(4) 0.0371(12) Uani 1 1 d . . . . .
H21A H 0.694250 0.390207 0.978372 0.045 Uiso 1 1 calc R U . . .
C22A C 0.5923(5) 0.4509(2) 0.9850(5) 0.0534(16) Uani 1 1 d . . . . .
H22A H 0.637703 0.481904 0.992733 0.064 Uiso 1 1 calc R U . . .
C23A C 0.4948(6) 0.4598(3) 0.9827(6) 0.0618(19) Uani 1 1 d . . . . .
H23A H 0.471909 0.497007 0.986896 0.074 Uiso 1 1 calc R U . . .
C24A C 0.4297(5) 0.4151(3) 0.9744(6) 0.0600(18) Uani 1 1 d . . . . .
H24A H 0.362912 0.421478 0.975659 0.072 Uiso 1 1 calc R U . . .
C25A C 0.4606(4) 0.3608(2) 0.9641(4) 0.0432(13) Uani 1 1 d . . . . .
H25A H 0.415301 0.329794 0.957477 0.052 Uiso 1 1 calc R U . . .
C26A C 0.4133(4) 0.2700(2) 0.3956(4) 0.0385(12) Uani 1 1 d . . . . .
C27A C 0.4832(4) 0.2566(3) 0.3507(4) 0.0442(13) Uani 1 1 d . . . . .
H27A H 0.537817 0.230270 0.382829 0.053 Uiso 1 1 calc R U . . .
C28A C 0.4713(5) 0.2828(3) 0.2570(5) 0.0593(18) Uani 1 1 d . . . . .
H28A H 0.517989 0.274233 0.224478 0.071 Uiso 1 1 calc R U . . .
C29A C 0.3915(6) 0.3211(4) 0.2116(5) 0.078(2) Uani 1 1 d . . . . .
H29A H 0.384330 0.339113 0.148477 0.093 Uiso 1 1 calc R U . . .
C30A C 0.3221(6) 0.3334(4) 0.2570(6) 0.079(2) Uani 1 1 d . . . . .
H30A H 0.266683 0.359149 0.224405 0.095 Uiso 1 1 calc R U . . .
C31A C 0.3332(6) 0.3084(3) 0.3490(5) 0.0602(18) Uani 1 1 d . . . . .
H31A H 0.286182 0.317280 0.381006 0.072 Uiso 1 1 calc R U . . .
C32A C 0.2548(4) 0.2235(2) 0.6737(4) 0.0310(10) Uani 1 1 d . . . . .
C33A C 0.1524(4) 0.2262(3) 0.6033(4) 0.0441(14) Uani 1 1 d . . . . .
H33A H 0.126346 0.197895 0.551320 0.053 Uiso 1 1 calc R U . . .
C34A C 0.0864(4) 0.2693(3) 0.6068(5) 0.0520(16) Uani 1 1 d . . . . .
H34A H 0.016117 0.270877 0.557532 0.062 Uiso 1 1 calc R U . . .
C35A C 0.1249(4) 0.3098(2) 0.6829(5) 0.0410(13) Uani 1 1 d . . . . .
Cl1A Cl 0.04221(11) 0.36227(6) 0.69277(14) 0.0565(4) Uani 1 1 d . . . . .
C36A C 0.2273(4) 0.3094(3) 0.7518(5) 0.0513(16) Uani 1 1 d . . . . .
H36A H 0.253482 0.338406 0.802301 0.062 Uiso 1 1 calc R U . . .
C37A C 0.2921(4) 0.2663(2) 0.7470(5) 0.0478(15) Uani 1 1 d . . . . .
H37A H 0.363053 0.265912 0.794534 0.057 Uiso 1 1 calc R U . . .
S38A S 0.70146(9) 0.08733(5) 1.06690(9) 0.0331(3) Uani 1 1 d . . . . .
O39A O 0.6193(3) 0.09148(16) 1.1033(3) 0.0378(8) Uani 1 1 d . . . . .
O40A O 0.7521(3) 0.03475(15) 1.0705(3) 0.0423(9) Uani 1 1 d . . . . .
C41A C 0.7971(4) 0.1375(2) 1.1342(4) 0.0332(11) Uani 1 1 d . . . . .
C42A C 0.7696(4) 0.1840(2) 1.1785(4) 0.0413(13) Uani 1 1 d . . . . .
H42A H 0.700440 0.188140 1.174711 0.050 Uiso 1 1 calc R U . . .
C43A C 0.8448(4) 0.2240(2) 1.2281(4) 0.0465(14) Uani 1 1 d . . . . .
H43A H 0.826601 0.255357 1.259616 0.056 Uiso 1 1 calc R U . . .
C44A C 0.9466(5) 0.2196(3) 1.2333(5) 0.0522(15) Uani 1 1 d . . . . .
C45A C 0.9714(5) 0.1721(3) 1.1885(5) 0.0526(16) Uani 1 1 d . . . . .
H45A H 1.040472 0.167968 1.191800 0.063 Uiso 1 1 calc R U . . .
C46A C 0.8984(4) 0.1311(3) 1.1398(4) 0.0415(13) Uani 1 1 d . . . . .
H46A H 0.917051 0.098941 1.110415 0.050 Uiso 1 1 calc R U . . .
C47A C 1.0269(5) 0.2640(3) 1.2856(6) 0.075(2) Uani 1 1 d . . . . .
H47A H 0.991855 0.299336 1.288338 0.112 Uiso 1 1 calc R U . . .
H47B H 1.070731 0.269720 1.246101 0.112 Uiso 1 1 calc R U . . .
H47C H 1.070617 0.251903 1.356611 0.112 Uiso 1 1 calc R U . . .
C48A C 0.6651(8) 0.0504(4) 0.7912(7) 0.042(2) Uani 0.83(2) 1 d D U P A 1
H48A H 0.624854 0.069774 0.723703 0.050 Uiso 0.83(2) 1 calc R U P A 1
C49A C 0.5934(7) 0.0088(5) 0.8143(10) 0.056(3) Uani 0.83(2) 1 d D U P A 1
H49A H 0.534720 0.029252 0.819961 0.083 Uiso 0.83(2) 1 calc R U P A 1
H49B H 0.566767 -0.018706 0.757645 0.083 Uiso 0.83(2) 1 calc R U P A 1
H49C H 0.632516 -0.010666 0.879970 0.083 Uiso 0.83(2) 1 calc R U P A 1
C50A C 0.7574(8) 0.0187(3) 0.7822(8) 0.057(3) Uani 0.83(2) 1 d D U P A 1
H50A H 0.803143 0.045591 0.767371 0.085 Uiso 0.83(2) 1 calc R U P A 1
H50B H 0.796776 -0.000764 0.847812 0.085 Uiso 0.83(2) 1 calc R U P A 1
H50C H 0.731026 -0.008805 0.725487 0.085 Uiso 0.83(2) 1 calc R U P A 1
C48' C 0.650(4) 0.0495(18) 0.796(3) 0.050(10) Uiso 0.17(2) 1 d D U P A 2
H48C H 0.583448 0.067982 0.749962 0.060 Uiso 0.17(2) 1 calc R U P A 2
C49' C 0.617(4) -0.002(2) 0.842(4) 0.045(10) Uiso 0.17(2) 1 d D U P A 2
H49G H 0.584236 0.010357 0.888794 0.067 Uiso 0.17(2) 1 calc R U P A 2
H49H H 0.566537 -0.024365 0.784975 0.067 Uiso 0.17(2) 1 calc R U P A 2
H49I H 0.678142 -0.025142 0.880265 0.067 Uiso 0.17(2) 1 calc R U P A 2
C50' C 0.701(4) 0.030(2) 0.722(4) 0.070(10) Uiso 0.17(2) 1 d D U P A 2
H50G H 0.722451 0.062351 0.692880 0.106 Uiso 0.17(2) 1 calc R U P A 2
H50H H 0.762244 0.006486 0.761054 0.106 Uiso 0.17(2) 1 calc R U P A 2
H50I H 0.650638 0.007263 0.665764 0.106 Uiso 0.17(2) 1 calc R U P A 2
N1B N 0.6993(3) 0.51993(18) 0.5916(3) 0.0336(9) Uani 1 1 d . . . . .
C2B C 0.7703(4) 0.5406(2) 0.5525(4) 0.0351(11) Uani 1 1 d . . . . .
O2B O 0.7470(3) 0.56632(16) 0.4715(3) 0.0427(9) Uani 1 1 d . . . . .
N3B N 0.8684(3) 0.52682(19) 0.6263(3) 0.0364(10) Uani 1 1 d . . . . .
C4B C 0.8602(4) 0.4883(2) 0.6989(4) 0.0360(12) Uani 1 1 d . . . . .
O4B O 0.9298(3) 0.46432(19) 0.7671(3) 0.0500(10) Uani 1 1 d . . . . .
N5B N 0.7558(3) 0.48582(18) 0.6798(3) 0.0339(9) Uani 1 1 d . . . . .
C6B C 0.7015(4) 0.4352(2) 0.6926(4) 0.0334(11) Uani 1 1 d . . . . .
H6B H 0.751836 0.412505 0.751246 0.040 Uiso 1 1 calc R U . . .
C7B C 0.6659(4) 0.3993(2) 0.5936(4) 0.0310(10) Uani 1 1 d . . . . .
H7B H 0.609454 0.373257 0.593550 0.037 Uiso 1 1 calc R U . . .
N8B N 0.7502(3) 0.36552(18) 0.5827(3) 0.0327(9) Uani 1 1 d . . . . .
C9B C 0.7973(4) 0.3222(2) 0.6536(4) 0.0348(11) Uani 1 1 d . . . . .
O9B O 0.8258(3) 0.32530(17) 0.7477(3) 0.0405(9) Uani 1 1 d . . . . .
N10B N 0.8082(3) 0.27652(18) 0.5962(3) 0.0350(10) Uani 1 1 d . . . . .
C11B C 0.7577(4) 0.2875(2) 0.4887(4) 0.0354(11) Uani 1 1 d . . . . .
O11B O 0.7553(3) 0.25795(17) 0.4179(3) 0.0467(9) Uani 1 1 d . . . . .
N12B N 0.7132(3) 0.33931(18) 0.4821(3) 0.0358(10) Uani 1 1 d . . . . .
C13B C 0.6867(4) 0.3751(2) 0.3907(4) 0.0344(11) Uani 1 1 d . . . . .
H13B H 0.634772 0.354331 0.330120 0.041 Uiso 1 1 calc R U . . .
C14B C 0.6334(4) 0.4267(2) 0.4091(4) 0.0331(11) Uani 1 1 d . . . . .
H14B H 0.606228 0.453259 0.354098 0.040 Uiso 1 1 calc R U . . .
C15B C 0.6219(4) 0.4375(2) 0.4984(4) 0.0346(11) Uani 1 1 d . . . . .
C16B C 0.5986(4) 0.4975(2) 0.5185(4) 0.0355(11) Uani 1 1 d . . . . .
H16B H 0.578820 0.518728 0.451542 0.043 Uiso 1 1 calc R U . . .
N17B N 0.5163(3) 0.50644(18) 0.5568(3) 0.0350(10) Uani 1 1 d . . . . .
C18B C 0.5031(4) 0.4663(2) 0.6340(4) 0.0344(11) Uani 1 1 d . . . . .
H18B H 0.464775 0.487949 0.669287 0.041 Uiso 1 1 calc R U . . .
C19B C 0.6088(4) 0.4510(2) 0.7207(4) 0.0333(11) Uani 1 1 d . . . . .
H19C H 0.630876 0.483384 0.769171 0.040 Uiso 1 1 calc R U . . .
H19D H 0.596693 0.419091 0.760147 0.040 Uiso 1 1 calc R U . . .
C20B C 0.9645(4) 0.5466(2) 0.6218(4) 0.0363(12) Uani 1 1 d . . . . .
C21B C 1.0514(4) 0.5126(3) 0.6554(5) 0.0476(14) Uani 1 1 d . . . . .
H21B H 1.048172 0.475894 0.680945 0.057 Uiso 1 1 calc R U . . .
C22B C 1.1434(5) 0.5320(3) 0.6517(5) 0.0551(16) Uani 1 1 d . . . . .
H22B H 1.203824 0.508870 0.676293 0.066 Uiso 1 1 calc R U . . .
C23B C 1.1479(4) 0.5849(3) 0.6126(4) 0.0540(16) Uani 1 1 d . . . . .
H23B H 1.210653 0.597815 0.608510 0.065 Uiso 1 1 calc R U . . .
C24B C 1.0602(5) 0.6189(3) 0.5794(5) 0.0525(15) Uani 1 1 d . . . . .
H24B H 1.062927 0.655332 0.552604 0.063 Uiso 1 1 calc R U . . .
C25B C 0.9689(4) 0.6002(3) 0.5850(4) 0.0435(13) Uani 1 1 d . . . . .
H25B H 0.909278 0.623934 0.563817 0.052 Uiso 1 1 calc R U . . .
C26B C 0.8514(4) 0.2230(2) 0.6398(4) 0.0365(12) Uani 1 1 d . . . . .
C27B C 0.8043(4) 0.1743(2) 0.5900(4) 0.0406(13) Uani 1 1 d . . . . .
H27B H 0.742081 0.175945 0.528645 0.049 Uiso 1 1 calc R U . . .
C28B C 0.8491(5) 0.1226(3) 0.6309(5) 0.0481(14) Uani 1 1 d . . . . .
H28B H 0.817524 0.088726 0.596890 0.058 Uiso 1 1 calc R U . . .
C29B C 0.9380(5) 0.1204(3) 0.7193(5) 0.0506(15) Uani 1 1 d . . . . .
H29B H 0.968269 0.085007 0.746160 0.061 Uiso 1 1 calc R U . . .
C30B C 0.9845(5) 0.1693(3) 0.7703(5) 0.0555(17) Uani 1 1 d . . . . .
H30B H 1.046006 0.167285 0.832310 0.067 Uiso 1 1 calc R U . . .
C31B C 0.9413(4) 0.2217(3) 0.7309(5) 0.0453(14) Uani 1 1 d . . . . .
H31B H 0.972589 0.255517 0.765399 0.054 Uiso 1 1 calc R U . . .
C32B C 0.7782(4) 0.3906(2) 0.3629(4) 0.0343(11) Uani 1 1 d . . . . .
C33B C 0.7731(4) 0.3839(2) 0.2634(4) 0.0424(13) Uani 1 1 d . . . . .
H33B H 0.710955 0.369375 0.211316 0.051 Uiso 1 1 calc R U . . .
C34B C 0.8562(5) 0.3978(3) 0.2367(4) 0.0508(15) Uani 1 1 d . . . . .
H34B H 0.850385 0.393808 0.166923 0.061 Uiso 1 1 calc R U . . .
C35B C 0.9468(4) 0.4174(3) 0.3128(4) 0.0464(14) Uani 1 1 d . . . . .
Cl1B Cl 1.05220(12) 0.43414(9) 0.28113(14) 0.0690(5) Uani 1 1 d . . . . .
C36B C 0.9551(5) 0.4252(3) 0.4133(4) 0.0560(17) Uani 1 1 d . . . . .
H36B H 1.017649 0.439599 0.464997 0.067 Uiso 1 1 calc R U . . .
C37B C 0.8700(4) 0.4116(3) 0.4380(4) 0.0493(15) Uani 1 1 d . . . . .
H37B H 0.874957 0.416875 0.507262 0.059 Uiso 1 1 calc R U . . .
S38B S 0.47828(10) 0.57227(6) 0.55981(10) 0.0368(3) Uani 1 1 d . . . . .
O39B O 0.4973(3) 0.60093(17) 0.4782(3) 0.0483(10) Uani 1 1 d . . . . .
O40B O 0.3747(3) 0.56975(17) 0.5572(3) 0.0450(9) Uani 1 1 d . . . . .
C41B C 0.5568(4) 0.6038(2) 0.6787(4) 0.0373(12) Uani 1 1 d . . . . .
C42B C 0.6500(4) 0.6297(2) 0.6895(5) 0.0456(14) Uani 1 1 d . . . . .
H42B H 0.674902 0.627304 0.635310 0.055 Uiso 1 1 calc R U . . .
C43B C 0.7060(5) 0.6588(3) 0.7798(5) 0.0527(15) Uani 1 1 d . . . . .
H43B H 0.769316 0.676677 0.786571 0.063 Uiso 1 1 calc R U . . .
C44B C 0.6729(5) 0.6626(3) 0.8605(5) 0.0511(15) Uani 1 1 d . . . . .
C45B C 0.5806(5) 0.6348(3) 0.8496(5) 0.0488(14) Uani 1 1 d . . . . .
H45B H 0.557696 0.636049 0.905277 0.059 Uiso 1 1 calc R U . . .
C46B C 0.5224(4) 0.6059(2) 0.7605(4) 0.0405(12) Uani 1 1 d . . . . .
H46B H 0.459634 0.587603 0.754387 0.049 Uiso 1 1 calc R U . . .
C47B C 0.7323(6) 0.6966(4) 0.9580(6) 0.076(2) Uani 1 1 d . . . . .
H47D H 0.686100 0.725268 0.967239 0.114 Uiso 1 1 calc R U . . .
H47E H 0.792201 0.714947 0.951010 0.114 Uiso 1 1 calc R U . . .
H47F H 0.756938 0.671572 1.018657 0.114 Uiso 1 1 calc R U . . .
C48B C 0.4286(4) 0.4185(2) 0.5750(4) 0.0410(12) Uani 1 1 d . . . . .
H48B H 0.457523 0.399613 0.528003 0.049 Uiso 1 1 calc R U . . .
C49B C 0.3197(4) 0.4413(3) 0.5087(5) 0.0580(17) Uani 1 1 d . . . . .
H49D H 0.274920 0.410354 0.469448 0.087 Uiso 1 1 calc R U . . .
H49E H 0.325098 0.469587 0.459986 0.087 Uiso 1 1 calc R U . . .
H49F H 0.289366 0.458493 0.554170 0.087 Uiso 1 1 calc R U . . .
C50B C 0.4183(5) 0.3747(3) 0.6508(5) 0.0590(17) Uani 1 1 d . . . . .
H50D H 0.484051 0.354024 0.683122 0.089 Uiso 1 1 calc R U . . .
H50E H 0.361990 0.348367 0.612837 0.089 Uiso 1 1 calc R U . . .
H50F H 0.402066 0.393701 0.704939 0.089 Uiso 1 1 calc R U . . .
C51 C -0.0646(5) 0.3356(4) 0.9974(5) 0.067(2) Uani 1 1 d . . . . .
O51 O -0.1208(4) 0.3724(3) 1.0070(5) 0.098(2) Uani 1 1 d . . . . .
C52 C -0.0870(7) 0.2746(4) 0.9865(7) 0.096(3) Uani 1 1 d . . . . .
H52A H -0.131233 0.264620 1.023874 0.145 Uiso 1 1 calc R U . . .
H52B H -0.021330 0.253531 1.015922 0.145 Uiso 1 1 calc R U . . .
H52C H -0.123231 0.265123 0.912613 0.145 Uiso 1 1 calc R U . . .
O53 O 0.0285(3) 0.3473(2) 0.9925(4) 0.0630(12) Uani 1 1 d . . . . .
C54 C 0.0555(6) 0.4060(3) 0.9935(6) 0.074(2) Uani 1 1 d . . . . .
H54A H 0.064146 0.423438 1.060778 0.089 Uiso 1 1 calc R U . . .
H54B H 0.000055 0.426436 0.936700 0.089 Uiso 1 1 calc R U . . .
C55 C 0.1548(6) 0.4081(4) 0.9785(6) 0.081(3) Uani 1 1 d . . . . .
H55A H 0.147185 0.387268 0.915301 0.121 Uiso 1 1 calc R U . . .
H55B H 0.210552 0.391119 1.038759 0.121 Uiso 1 1 calc R U . . .
H55C H 0.172523 0.447374 0.971385 0.121 Uiso 1 1 calc R U . . .
C61 C 0.2109(5) 0.0585(3) 0.8464(5) 0.0546(15) Uani 1 1 d . . . . .
O61 O 0.2850(5) 0.0825(3) 0.9047(4) 0.108(2) Uani 1 1 d . . . . .
C62 C 0.1833(8) 0.0536(4) 0.7348(6) 0.094(3) Uani 1 1 d . . . . .
H62A H 0.235629 0.030629 0.722260 0.141 Uiso 1 1 calc R U . . .
H62B H 0.180894 0.091103 0.704910 0.141 Uiso 1 1 calc R U . . .
H62C H 0.114660 0.035655 0.702021 0.141 Uiso 1 1 calc R U . . .
O63 O 0.1445(4) 0.0326(3) 0.8788(4) 0.0763(15) Uani 1 1 d . . . . .
C64 C 0.1618(6) 0.0310(4) 0.9874(6) 0.077(2) Uani 1 1 d . . . . .
H64A H 0.225816 0.052515 1.027887 0.092 Uiso 1 1 calc R U . . .
H64B H 0.172890 -0.008422 1.011960 0.092 Uiso 1 1 calc R U . . .
C65 C 0.0754(7) 0.0543(5) 1.0062(7) 0.100(3) Uani 1 1 d . . . . .
H65A H 0.089514 0.051505 1.080600 0.149 Uiso 1 1 calc R U . . .
H65B H 0.011650 0.033319 0.965901 0.149 Uiso 1 1 calc R U . . .
H65C H 0.066098 0.093902 0.984977 0.149 Uiso 1 1 calc R 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
N1A C2A 1.381(6) . ?
N1A N5A 1.423(5) . ?
N1A C16A 1.494(6) . ?
C2A O2A 1.211(6) . ?
C2A N3A 1.398(6) . ?
N3A C4A 1.404(6) . ?
N3A C20A 1.431(6) . ?
C4A O4A 1.208(6) . ?
C4A N5A 1.370(6) . ?
N5A C6A 1.451(6) . ?
C6A C19A 1.533(6) . ?
C6A C7A 1.537(6) . ?
C7A N8A 1.479(6) . ?
C7A C15A 1.522(6) . ?
N8A C9A 1.410(6) . ?
N8A N12A 1.418(5) . ?
C9A O9A 1.215(6) . ?
C9A N10A 1.376(6) . ?
N10A C11A 1.407(6) . ?
N10A C26A 1.435(6) . ?
C11A O11A 1.212(6) . ?
C11A N12A 1.350(6) . ?
N12A C13A 1.474(6) . ?
C13A C14A 1.503(7) . ?
C13A C32A 1.511(7) . ?
C14A C15A 1.328(7) . ?
C15A C16A 1.517(6) . ?
C16A N17A 1.454(6) . ?
N17A C18A 1.479(6) . ?
N17A S38A 1.655(4) . ?
C18A C19A 1.542(7) . ?
C18A C48A 1.563(8) . ?
C18A C48' 1.58(2) . ?
C20A C21A 1.372(7) . ?
C20A C25A 1.379(7) . ?
C21A C22A 1.396(8) . ?
C22A C23A 1.363(9) . ?
C23A C24A 1.371(9) . ?
C24A C25A 1.387(8) . ?
C26A C27A 1.388(8) . ?
C26A C31A 1.389(8) . ?
C27A C28A 1.398(8) . ?
C28A C29A 1.383(11) . ?
C29A C30A 1.380(11) . ?
C30A C31A 1.367(9) . ?
C32A C33A 1.379(7) . ?
C32A C37A 1.390(7) . ?
C33A C34A 1.392(8) . ?
C34A C35A 1.376(8) . ?
C35A C36A 1.371(8) . ?
C35A Cl1A 1.740(5) . ?
C36A C37A 1.385(8) . ?
S38A O40A 1.426(4) . ?
S38A O39A 1.427(3) . ?
S38A C41A 1.759(5) . ?
C41A C42A 1.391(7) . ?
C41A C46A 1.392(7) . ?
C42A C43A 1.381(8) . ?
C43A C44A 1.396(9) . ?
C44A C45A 1.397(9) . ?
C44A C47A 1.503(9) . ?
C45A C46A 1.380(8) . ?
C48A C49A 1.527(10) . ?
C48A C50A 1.537(10) . ?
C48' C49' 1.54(2) . ?
C48' C50' 1.54(2) . ?
N1B C2B 1.393(6) . ?
N1B N5B 1.425(5) . ?
N1B C16B 1.473(6) . ?
C2B O2B 1.213(6) . ?
C2B N3B 1.389(6) . ?
N3B C4B 1.403(6) . ?
N3B C20B 1.445(6) . ?
C4B O4B 1.203(6) . ?
C4B N5B 1.374(6) . ?
N5B C6B 1.469(6) . ?
C6B C7B 1.531(7) . ?
C6B C19B 1.537(7) . ?
C7B N8B 1.480(6) . ?
C7B C15B 1.525(7) . ?
N8B C9B 1.400(6) . ?
N8B N12B 1.434(6) . ?
C9B O9B 1.216(6) . ?
C9B N10B 1.392(7) . ?
N10B C11B 1.409(6) . ?
N10B C26B 1.437(7) . ?
C11B O11B 1.203(6) . ?
C11B N12B 1.366(7) . ?
N12B C13B 1.454(6) . ?
C13B C14B 1.508(7) . ?
C13B C32B 1.519(7) . ?
C14B C15B 1.341(7) . ?
C15B C16B 1.515(8) . ?
C16B N17B 1.459(6) . ?
N17B C18B 1.504(6) . ?
N17B S38B 1.658(4) . ?
C18B C19B 1.538(7) . ?
C18B C48B 1.541(8) . ?
C20B C21B 1.376(8) . ?
C20B C25B 1.382(8) . ?
C21B C22B 1.381(8) . ?
C22B C23B 1.382(10) . ?
C23B C24B 1.384(9) . ?
C24B C25B 1.380(8) . ?
C26B C27B 1.376(8) . ?
C26B C31B 1.391(7) . ?
C27B C28B 1.396(8) . ?
C28B C29B 1.363(9) . ?
C29B C30B 1.384(9) . ?
C30B C31B 1.398(8) . ?
C32B C33B 1.371(7) . ?
C32B C37B 1.389(7) . ?
C33B C34B 1.388(8) . ?
C34B C35B 1.373(8) . ?
C35B C36B 1.373(8) . ?
C35B Cl1B 1.739(5) . ?
C36B C37B 1.397(8) . ?
S38B O40B 1.431(4) . ?
S38B O39B 1.438(4) . ?
S38B C41B 1.756(6) . ?
C41B C42B 1.391(8) . ?
C41B C46B 1.404(7) . ?
C42B C43B 1.379(9) . ?
C43B C44B 1.379(9) . ?
C44B C45B 1.399(9) . ?
C44B C47B 1.518(9) . ?
C45B C46B 1.372(8) . ?
C48B C50B 1.531(8) . ?
C48B C49B 1.533(8) . ?
C51 O51 1.215(10) . ?
C51 O53 1.356(8) . ?
C51 C52 1.479(13) . ?
O53 C54 1.443(9) . ?
C54 C55 1.480(10) . ?
C61 O61 1.180(8) . ?
C61 O63 1.330(8) . ?
C61 C62 1.456(10) . ?
O63 C64 1.438(8) . ?
C64 C65 1.440(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
C2A N1A N5A 108.2(4) . . ?
C2A N1A C16A 121.2(4) . . ?
N5A N1A C16A 114.4(3) . . ?
O2A C2A N1A 126.6(5) . . ?
O2A C2A N3A 127.9(4) . . ?
N1A C2A N3A 105.5(4) . . ?
C2A N3A C4A 110.8(4) . . ?
C2A N3A C20A 126.7(4) . . ?
C4A N3A C20A 122.1(4) . . ?
O4A C4A N5A 127.1(4) . . ?
O4A C4A N3A 127.8(4) . . ?
N5A C4A N3A 105.1(4) . . ?
C4A N5A N1A 109.3(4) . . ?
C4A N5A C6A 124.8(4) . . ?
N1A N5A C6A 117.1(4) . . ?
N5A C6A C19A 111.0(4) . . ?
N5A C6A C7A 110.2(4) . . ?
C19A C6A C7A 111.5(4) . . ?
N8A C7A C15A 106.0(4) . . ?
N8A C7A C6A 113.6(4) . . ?
C15A C7A C6A 108.7(4) . . ?
C9A N8A N12A 105.3(4) . . ?
C9A N8A C7A 119.9(4) . . ?
N12A N8A C7A 110.2(4) . . ?
O9A C9A N10A 127.7(4) . . ?
O9A C9A N8A 126.2(4) . . ?
N10A C9A N8A 106.1(4) . . ?
C9A N10A C11A 111.1(4) . . ?
C9A N10A C26A 124.5(4) . . ?
C11A N10A C26A 124.4(4) . . ?
O11A C11A N12A 128.1(5) . . ?
O11A C11A N10A 127.1(5) . . ?
N12A C11A N10A 104.8(4) . . ?
C11A N12A N8A 111.1(4) . . ?
C11A N12A C13A 123.5(4) . . ?
N8A N12A C13A 119.0(4) . . ?
N12A C13A C14A 107.8(4) . . ?
N12A C13A C32A 112.3(4) . . ?
C14A C13A C32A 112.0(4) . . ?
C15A C14A C13A 124.4(4) . . ?
C14A C15A C16A 118.8(4) . . ?
C14A C15A C7A 122.6(4) . . ?
C16A C15A C7A 116.6(4) . . ?
N17A C16A N1A 111.0(4) . . ?
N17A C16A C15A 116.4(4) . . ?
N1A C16A C15A 106.4(4) . . ?
C16A N17A C18A 120.5(4) . . ?
C16A N17A S38A 116.9(3) . . ?
C18A N17A S38A 117.9(3) . . ?
N17A C18A C19A 113.1(4) . . ?
N17A C18A C48A 115.5(5) . . ?
C19A C18A C48A 113.4(5) . . ?
N17A C18A C48' 106.6(17) . . ?
C19A C18A C48' 118.9(19) . . ?
C6A C19A C18A 119.2(4) . . ?
C21A C20A C25A 121.7(5) . . ?
C21A C20A N3A 118.3(4) . . ?
C25A C20A N3A 119.9(5) . . ?
C20A C21A C22A 118.4(5) . . ?
C23A C22A C21A 120.6(6) . . ?
C22A C23A C24A 120.1(6) . . ?
C23A C24A C25A 120.5(5) . . ?
C20A C25A C24A 118.6(5) . . ?
C27A C26A C31A 121.2(5) . . ?
C27A C26A N10A 119.5(5) . . ?
C31A C26A N10A 119.3(5) . . ?
C26A C27A C28A 118.3(6) . . ?
C29A C28A C27A 120.0(6) . . ?
C30A C29A C28A 120.8(6) . . ?
C31A C30A C29A 119.9(7) . . ?
C30A C31A C26A 119.8(6) . . ?
C33A C32A C37A 118.3(5) . . ?
C33A C32A C13A 119.4(5) . . ?
C37A C32A C13A 122.2(4) . . ?
C32A C33A C34A 121.4(5) . . ?
C35A C34A C33A 118.6(5) . . ?
C36A C35A C34A 121.3(5) . . ?
C36A C35A Cl1A 119.2(5) . . ?
C34A C35A Cl1A 119.5(4) . . ?
C35A C36A C37A 119.3(5) . . ?
C36A C37A C32A 121.0(5) . . ?
O40A S38A O39A 120.2(2) . . ?
O40A S38A N17A 106.1(2) . . ?
O39A S38A N17A 105.8(2) . . ?
O40A S38A C41A 108.4(2) . . ?
O39A S38A C41A 108.0(2) . . ?
N17A S38A C41A 107.9(2) . . ?
C42A C41A C46A 120.8(5) . . ?
C42A C41A S38A 119.5(4) . . ?
C46A C41A S38A 119.6(4) . . ?
C43A C42A C41A 118.9(5) . . ?
C42A C43A C44A 121.9(6) . . ?
C43A C44A C45A 117.6(6) . . ?
C43A C44A C47A 121.4(6) . . ?
C45A C44A C47A 121.1(6) . . ?
C46A C45A C44A 121.8(5) . . ?
C45A C46A C41A 119.0(5) . . ?
C49A C48A C50A 109.8(6) . . ?
C49A C48A C18A 112.2(7) . . ?
C50A C48A C18A 107.7(7) . . ?
C49' C48' C50' 109(2) . . ?
C49' C48' C18A 114(4) . . ?
C50' C48' C18A 117(4) . . ?
C2B N1B N5B 107.7(4) . . ?
C2B N1B C16B 119.1(4) . . ?
N5B N1B C16B 116.4(4) . . ?
O2B C2B N3B 129.4(5) . . ?
O2B C2B N1B 124.9(5) . . ?
N3B C2B N1B 105.6(4) . . ?
C2B N3B C4B 110.7(4) . . ?
C2B N3B C20B 123.4(4) . . ?
C4B N3B C20B 125.7(4) . . ?
O4B C4B N5B 126.6(5) . . ?
O4B C4B N3B 127.8(5) . . ?
N5B C4B N3B 105.6(4) . . ?
C4B N5B N1B 109.0(4) . . ?
C4B N5B C6B 124.6(4) . . ?
N1B N5B C6B 115.9(4) . . ?
N5B C6B C7B 110.3(4) . . ?
N5B C6B C19B 110.8(4) . . ?
C7B C6B C19B 111.1(4) . . ?
N8B C7B C15B 107.2(4) . . ?
N8B C7B C6B 114.0(4) . . ?
C15B C7B C6B 109.4(4) . . ?
C9B N8B N12B 105.1(4) . . ?
C9B N8B C7B 119.7(4) . . ?
N12B N8B C7B 110.0(4) . . ?
O9B C9B N10B 127.3(5) . . ?
O9B C9B N8B 125.6(5) . . ?
N10B C9B N8B 107.0(4) . . ?
C9B N10B C11B 110.3(4) . . ?
C9B N10B C26B 124.7(4) . . ?
C11B N10B C26B 124.4(4) . . ?
O11B C11B N12B 127.3(5) . . ?
O11B C11B N10B 127.5(5) . . ?
N12B C11B N10B 105.2(4) . . ?
C11B N12B N8B 110.3(4) . . ?
C11B N12B C13B 122.6(4) . . ?
N8B N12B C13B 118.3(4) . . ?
N12B C13B C14B 107.4(4) . . ?
N12B C13B C32B 114.7(4) . . ?
C14B C13B C32B 111.4(4) . . ?
C15B C14B C13B 124.0(5) . . ?
C14B C15B C16B 117.7(5) . . ?
C14B C15B C7B 122.9(5) . . ?
C16B C15B C7B 116.2(4) . . ?
N17B C16B N1B 111.5(4) . . ?
N17B C16B C15B 117.5(4) . . ?
N1B C16B C15B 104.7(4) . . ?
C16B N17B C18B 120.4(4) . . ?
C16B N17B S38B 116.8(3) . . ?
C18B N17B S38B 116.8(3) . . ?
N17B C18B C19B 111.4(4) . . ?
N17B C18B C48B 109.3(4) . . ?
C19B C18B C48B 118.8(4) . . ?
C6B C19B C18B 119.9(4) . . ?
C21B C20B C25B 120.5(5) . . ?
C21B C20B N3B 120.0(5) . . ?
C25B C20B N3B 119.5(5) . . ?
C20B C21B C22B 119.7(6) . . ?
C21B C22B C23B 120.4(6) . . ?
C22B C23B C24B 119.5(5) . . ?
C25B C24B C23B 120.3(6) . . ?
C24B C25B C20B 119.6(6) . . ?
C27B C26B C31B 121.5(5) . . ?
C27B C26B N10B 119.5(5) . . ?
C31B C26B N10B 118.9(5) . . ?
C26B C27B C28B 119.1(5) . . ?
C29B C28B C27B 120.3(6) . . ?
C28B C29B C30B 120.6(6) . . ?
C29B C30B C31B 120.2(6) . . ?
C26B C31B C30B 118.2(6) . . ?
C33B C32B C37B 118.2(5) . . ?
C33B C32B C13B 121.1(5) . . ?
C37B C32B C13B 120.7(5) . . ?
C32B C33B C34B 121.8(5) . . ?
C35B C34B C33B 118.9(5) . . ?
C34B C35B C36B 121.3(5) . . ?
C34B C35B Cl1B 119.5(4) . . ?
C36B C35B Cl1B 119.2(5) . . ?
C35B C36B C37B 118.8(5) . . ?
C32B C37B C36B 121.0(5) . . ?
O40B S38B O39B 119.9(2) . . ?
O40B S38B N17B 106.8(2) . . ?
O39B S38B N17B 105.5(2) . . ?
O40B S38B C41B 106.8(2) . . ?
O39B S38B C41B 107.8(3) . . ?
N17B S38B C41B 109.9(2) . . ?
C42B C41B C46B 119.9(5) . . ?
C42B C41B S38B 120.0(4) . . ?
C46B C41B S38B 120.0(4) . . ?
C43B C42B C41B 119.3(5) . . ?
C44B C43B C42B 121.9(6) . . ?
C43B C44B C45B 117.9(6) . . ?
C43B C44B C47B 121.9(6) . . ?
C45B C44B C47B 120.2(6) . . ?
C46B C45B C44B 121.7(6) . . ?
C45B C46B C41B 119.1(5) . . ?
C50B C48B C49B 108.5(5) . . ?
C50B C48B C18B 111.0(5) . . ?
C49B C48B C18B 111.1(5) . . ?
O51 C51 O53 122.0(8) . . ?
O51 C51 C52 126.7(7) . . ?
O53 C51 C52 111.3(8) . . ?
C51 O53 C54 116.6(6) . . ?
O53 C54 C55 106.6(7) . . ?
O61 C61 O63 121.8(6) . . ?
O61 C61 C62 124.6(7) . . ?
O63 C61 C62 113.6(6) . . ?
C61 O63 C64 121.3(6) . . ?
O63 C64 C65 112.2(7) . . ?

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.045



#===END



