# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_rjp18pt2_s1634
_database_code_depnum_ccdc_archive 'CCDC 2087457'
loop_
_audit_author_name
_audit_author_address
'Peter Turner'
;The University of Sydney
Australia
;
_audit_update_record             
;
2021-06-02 deposited with the CCDC.	2021-06-25 downloaded from the CCDC.
;
_sydney_internal_submission_code rjp18_s1634
_sydney_internal_submission_date 2018-04-24
_sydney_internal_submission_number s1634
_sydney_internal_client_code     PMH
_sydney_internal_client_email    phaw1541@chem.usyd.edu.au
_sydney_internal_client_name     'Paige Hawkins'
_sydney_internal_supervisor_code rjp
_sydney_internal_supervisor_name 'Richard Payne'
_sydney_internal_collection_date 2018-05-24
_sydney_internal_collection_user petert
_sydney_internal_process_date    2020-01-07
_sydney_internal_process_user    wlew0588
_sydney_internal_solution_date   2020-01-07
_sydney_internal_solution_user   wlew0588
_sydney_internal_refine_date     2020-01-07
_sydney_internal_refine_user     wlew0588
_sydney_internal_check_and_archive_date 2020-01-07
_sydney_internal_check_user      wlew0588
_refine_special_details          ?
_vrf_PLAT430_rjp18pt2_s1634      
;
PROBLEM: Short Inter D...A Contact  O3       ..O3       .       2.58 Ang.  
RESPONSE: The molecule forms a hydrogen bonded dimer, via the OH group, which 
forms a hydrogen bond to both O3 and its symmetry equivalent. The two O3 atoms 
draw close together to allow the hydrogen bond to form to both oxygem atoms.
;
_audit_creation_date             2020-01-07
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H11 N O7 S'
_chemical_formula_sum            'C14 H11 N O7 S'
_chemical_formula_weight         337.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H11NO7S
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.61747(19)
_cell_length_b                   13.02984(15)
_cell_length_c                   10.52228(16)
_cell_angle_alpha                90
_cell_angle_beta                 101.8819(16)
_cell_angle_gamma                90
_cell_volume                     1424.50(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16594
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.5790
_cell_measurement_theta_min      5.4040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.397
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             696
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0786
6 -1 -4 0.0824
0 0 -1 0.0542
0 1 0 0.0756
0 -1 0 0.0756
-1 0 0 0.0741
0 0 1 0.0242
1 -2 1 0.0721
-4 -5 -1 0.0698
1 1 0 0.0698
2 -1 -7 0.0434
6 -4 -2 0.0726

_exptl_crystal_recrystallization_method 
'crystallised from a mixture of ethyl acetate and petroleum benzine'
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.078
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9992 0.9994 -0.0006 0.0086 -0.1748 -0.0728
5.9966 -0.9948 -3.9965 -0.6892 0.4999 0.4671
0.0004 0.0006 -0.9997 -0.1367 -0.0079 -0.0602
-0.0001 0.9998 -0.0002 -0.0181 -0.1034 0.0543
0.0001 -0.9998 0.0002 0.0181 0.1034 -0.0543
-0.9991 -0.0005 -0.0003 0.0268 -0.0714 -0.1271
-0.0004 -0.0006 0.9997 0.1367 0.0079 0.0602
1.4987 -1.9993 0.5008 0.0644 0.3178 0.1121
-4.4951 -5.0004 -1.4997 0.0063 0.1840 -0.9337
0.9991 1.0003 0.0001 -0.0449 -0.0320 0.1814
2.0006 -0.9945 -6.9980 -0.9922 0.1906 -0.2220
5.9986 -3.9955 -2.0012 -0.3622 0.8261 0.4247

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0110
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            29696
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.467
_diffrn_reflns_theta_min         4.255
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.5861
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -112.00 -12.00   1.00    1.00    --  -40.33 -57.00   0.00  100
  2  ω    -92.00 -14.00   1.00    1.00    --  -40.33 -38.00-180.00   78
  3  ω   -102.00 -24.00   1.00    1.00    --  -40.33 -57.00 -60.00   78
  4  ω   -112.00 -12.00   1.00    1.00    --  -40.33 -57.00  90.00  100
  5  ω   -101.00 -11.00   1.00    1.00    --  -40.33 -57.00 150.00   90
  6  ω    -32.00  71.00   1.00    1.00    --   40.33 -62.00  96.80  103
  7  ω      9.00  43.00   1.00    1.00    --   40.33  65.00  50.36   34
  8  ω    -30.00  71.00   1.00    1.00    --   40.33 -64.00-141.50  101
  9  ω     75.00 102.00   1.00    1.00    --   40.33  65.00-116.78   27
 10  ω    -33.00   4.00   1.00    1.00    --   40.33 -63.00  -3.91   37
 11  ω      8.00  71.00   1.00    1.00    --   40.33 -63.00  -3.91   63
 12  ω     86.00 111.00   1.00    1.00    --   40.33  65.00 -40.58   25
 13  ω     10.00  42.00   1.00    1.00    --   40.33  63.00 135.40   32
 14  ω      9.00  49.00   1.00    1.00    --   40.33  65.00 -40.58   40
 15  ω    -25.00  70.00   1.00    1.00    --   40.33 -62.00 -60.79   95
 16  ω     10.00  45.00   1.00    1.00    --   40.33  65.00-116.78   35
 17  ω     82.00 108.00   1.00    4.00    --  113.00  63.00-110.63   26
 18  ω     83.00 116.00   1.00    4.00    --  113.00  59.00 115.10   33
 19  ω     83.00 144.00   1.00    4.00    --  113.00  61.00  98.47   61
 20  ω    133.00 173.00   1.00    4.00    --  113.00  64.00 -43.80   40
 21  ω    129.00 177.00   1.00    4.00    --  113.00  61.00 -30.00   48
 22  ω     39.00 107.00   1.00    4.00    --  113.00 -65.00 -85.51   68
 23  ω     82.00 108.00   1.00    4.00    --  113.00  64.00 -43.80   26
 24  ω    113.00 141.00   1.00    4.00    --  113.00 -65.00 -85.51   28
 25  ω     83.00 151.00   1.00    4.00    --  113.00  61.00-180.00   68
 26  ω     83.00 109.00   1.00    4.00    --  113.00  61.00   0.00   26
 27  ω    122.00 178.00   1.00    4.00    --  113.00  61.00   0.00   56
 28  ω     83.00 109.00   1.00    4.00    --  113.00  61.00-150.00   26
 29  ω    126.00 164.00   1.00    4.00    --  113.00  61.00-150.00   38
 30  ω     83.00 109.00   1.00    4.00    --  113.00  61.00 150.00   26
 31  ω    128.00 170.00   1.00    4.00    --  113.00  51.00  67.68   42
 32  ω     77.00 109.00   1.00    4.00    --  113.00 -35.00-119.15   32
 33  ω     36.00  74.00   1.00    4.00    --  113.00 -35.00-119.15   38
 34  ω    128.00 169.00   1.00    4.00    --  113.00  43.00 -76.80   41
 35  ω    105.00 142.00   1.00    4.00    --  113.00 -31.00 -49.64   37
 36  ω     85.00 111.00   1.00    4.00    --  113.00  45.00  30.00   26
 37  ω     35.00  98.00   1.00    4.00    --  113.00 -31.00 -49.64   63
 38  ω     87.00 115.00   1.00    4.00    --  113.00  43.00 -76.80   28
 39  ω     84.00 122.00   1.00    4.00    --  113.00  51.00  67.68   38
 40  ω    116.00 148.00   1.00    4.00    --  113.00  45.00  30.00   32
 41  ω     86.00 152.00   1.00    4.00    --  113.00  45.00  90.00   66
 42  ω     87.00 119.00   1.00    4.00    --  113.00  45.00 -60.00   32
 43  ω    133.00 177.00   1.00    4.00    --  113.00  45.00 -60.00   44
 44  ω     85.00 123.00   1.00    4.00    --  113.00  45.00-180.00   38
 45  ω    131.00 178.00   1.00    4.00    --  113.00  45.00-180.00   47
 46  ω     84.00 115.00   1.00    4.00    --  113.00  61.00 -30.00   31
 47  ω     86.00 160.00   1.00    4.00    --  113.00  45.00   0.00   74
 48  ω     40.00  69.00   1.00    4.00    --  113.00 -65.00-140.56   29
 49  ω     72.00 110.00   1.00    4.00    --  113.00 -65.00-140.56   38
 50  ω    119.00 144.00   1.00    4.00    --  113.00 -65.00-140.56   25
 51  ω     41.00 103.00   1.00    4.00    --  113.00 -65.00 179.63   62
 52  ω     83.00 109.00   1.00    4.00    --  113.00  61.00-120.00   26
 53  ω     85.00 134.00   1.00    4.00    --  113.00  45.00-150.00   49
 54  ω     83.00 110.00   1.00    4.00    --  113.00  61.00  30.00   27
 55  ω    135.00 178.00   1.00    4.00    --  113.00  61.00  30.00   43
 56  ω     54.00 113.00   1.00    4.00    --  113.00 -65.00 -24.15   59
 57  ω     46.00 107.00   1.00    4.00    --  113.00 -65.00 138.66   61
 58  ω    119.00 144.00   1.00    4.00    --  113.00 -65.00 138.66   25
 59  ω     83.00 109.00   1.00    4.00    --  113.00  61.00 -90.00   26
 60  ω    153.00 178.00   1.00    4.00    --  113.00  61.00 -90.00   25
 61  ω     85.00 174.00   1.00    4.00    --  113.00  45.00 150.00   89
 62  ω     83.00 109.00   1.00    4.00    --  113.00  61.00  90.00   26
 63  ω    108.00 140.00   1.00    4.00    --  113.00 -40.00  15.22   32
 64  ω    127.00 167.00   1.00    4.00    --  113.00  61.00 120.00   40
 65  ω     83.00 120.00   1.00    4.00    --  113.00  61.00 120.00   37
 66  ω     39.00  87.00   1.00    4.00    --  113.00 -40.00  15.22   48
 67  ω    135.00 177.00   1.00    4.00    --  113.00  60.00  39.31   42
 68  ω     85.00 135.00   1.00    4.00    --  113.00  45.00 -30.00   50
 69  ω     83.00 119.00   1.00    4.00    --  113.00  61.00 -60.00   36
 70  ω    111.00 136.00   1.00    4.00    --  113.00 -65.00  95.89   25
 71  ω     64.00 114.00   1.00    4.00    --  113.00 -65.00  24.29   50
 72  ω    125.00 150.00   1.00    4.00    --  113.00  61.00  60.00   25
 73  ω     84.00 109.00   1.00    4.00    --  113.00  61.00  60.00   25
 74  ω     38.00 107.00   1.00    4.00    --  113.00 -65.00  95.89   69
 75  ω     85.00 157.00   1.00    4.00    --  113.00  45.00-120.00   72
 76  ω    119.00 144.00   1.00    4.00    --  113.00 -65.00 179.63   25
 77  ω    140.00 175.00   1.00    4.00    --  113.00  61.00  90.00   35
 78  ω    134.00 160.00   1.00    4.00    --  113.00  61.00 150.00   26
 79  ω    129.00 174.00   1.00    4.00    --  113.00  63.00-110.63   45
 80  ω     83.00 124.00   1.00    4.00    --  113.00  60.00  39.31   41
 81  ω     86.00 112.00   1.00    4.00    --  113.00  43.00 105.64   26
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova-Duo, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0268449000
_diffrn_orient_matrix_UB_12      -0.0181175000
_diffrn_orient_matrix_UB_13      0.1366788000
_diffrn_orient_matrix_UB_21      0.0714710000
_diffrn_orient_matrix_UB_22      -0.1034045000
_diffrn_orient_matrix_UB_23      0.0078836000
_diffrn_orient_matrix_UB_31      0.1271336000
_diffrn_orient_matrix_UB_32      0.0543478000
_diffrn_orient_matrix_UB_33      0.0603438000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2843
_reflns_number_total             2981
_reflns_odcompleteness_completeness 98.21
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.17
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2981
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0585P)²+0.5851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.0992
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.87328(3) 0.70800(2) 0.92769(3) 0.02294(12) Uani 1 1 d . . . . .
O1 O 0.87431(10) 0.74716(7) 1.07397(9) 0.0267(2) Uani 1 1 d . . . . .
O2 O 0.67371(10) 0.87105(8) 1.03416(11) 0.0321(3) Uani 1 1 d . . . . .
H2 H 0.618(2) 0.9207(19) 1.025(2) 0.048 Uiso 1 1 d . U . . .
O3 O 0.59569(11) 1.06047(9) 1.04205(14) 0.0444(3) Uani 1 1 d . . . . .
O4 O 0.72592(12) 1.18230(9) 1.12226(13) 0.0410(3) Uani 1 1 d . . . . .
O5 O 1.24251(11) 0.85446(10) 1.17028(13) 0.0416(3) Uani 1 1 d . . . . .
O6 O 0.99900(10) 0.66872(8) 0.92954(11) 0.0319(3) Uani 1 1 d . . . . .
O7 O 0.82534(11) 0.78873(7) 0.83948(10) 0.0292(2) Uani 1 1 d . . . . .
N1 N 0.70427(13) 1.09282(10) 1.09084(14) 0.0323(3) Uani 1 1 d . . . . .
C1 C 0.89607(14) 0.85194(10) 1.09851(13) 0.0237(3) Uani 1 1 d . . . . .
C2 C 0.78728(14) 0.91577(11) 1.07931(13) 0.0258(3) Uani 1 1 d . . . . .
C3 C 0.81051(14) 1.02003(11) 1.11045(14) 0.0273(3) Uani 1 1 d . . . . .
C4 C 0.93398(14) 1.05782(11) 1.15795(14) 0.0277(3) Uani 1 1 d . . . . .
H4 H 0.946100 1.128418 1.179562 0.033 Uiso 1 1 calc R U . . .
C5 C 1.03774(14) 0.99347(11) 1.17350(13) 0.0269(3) Uani 1 1 d . . . . .
H5 H 1.122003 1.019505 1.204786 0.032 Uiso 1 1 calc R U . . .
C6 C 1.01957(14) 0.88872(11) 1.14313(13) 0.0258(3) Uani 1 1 d . . . . .
C7 C 1.13471(15) 0.82068(13) 1.15794(15) 0.0316(3) Uani 1 1 d . . . . .
H7 H 1.122851 0.748409 1.157653 0.038 Uiso 1 1 calc R U . . .
C8 C 0.76198(13) 0.60800(10) 0.91475(13) 0.0242(3) Uani 1 1 d . . . . .
C9 C 0.80015(15) 0.51296(11) 0.96884(15) 0.0285(3) Uani 1 1 d . . . . .
H9 H 0.885101 0.502796 1.017411 0.034 Uiso 1 1 calc R U . . .
C10 C 0.71188(16) 0.43314(12) 0.95062(17) 0.0345(3) Uani 1 1 d . . . . .
H10 H 0.736663 0.367983 0.988052 0.041 Uiso 1 1 calc R U . . .
C11 C 0.58777(17) 0.44683(13) 0.87854(17) 0.0374(4) Uani 1 1 d . . . . .
C12 C 0.55190(17) 0.54309(15) 0.82692(18) 0.0423(4) Uani 1 1 d . . . . .
H12 H 0.466838 0.553404 0.778702 0.051 Uiso 1 1 calc R U . . .
C13 C 0.63804(16) 0.62453(13) 0.84446(17) 0.0357(4) Uani 1 1 d . . . . .
H13 H 0.612646 0.690218 0.809074 0.043 Uiso 1 1 calc R U . . .
C14 C 0.4953(2) 0.35749(17) 0.8544(2) 0.0564(6) Uani 1 1 d . . . . .
H14A H 0.500977 0.324245 0.772262 0.085 Uiso 1 1 calc R U . . .
H14B H 0.407403 0.382331 0.849880 0.085 Uiso 1 1 calc R U . . .
H14C H 0.517669 0.307917 0.925566 0.085 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
S1 O1 1.6194(10) . ?
S1 O6 1.4259(11) . ?
S1 O7 1.4256(11) . ?
S1 C8 1.7454(14) . ?
O1 C1 1.3998(16) . ?
O2 H2 0.87(2) . ?
O2 C2 1.3354(17) . ?
O3 N1 1.2355(18) . ?
O4 N1 1.2208(17) . ?
O5 C7 1.208(2) . ?
N1 C3 1.4556(19) . ?
C1 C2 1.404(2) . ?
C1 C6 1.384(2) . ?
C2 C3 1.407(2) . ?
C3 C4 1.393(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.367(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.406(2) . ?
C6 C7 1.492(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(2) . ?
C8 C13 1.387(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(2) . ?
C11 C12 1.388(3) . ?
C11 C14 1.510(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(2) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C8 100.45(6) . . ?
O6 S1 O1 106.08(6) . . ?
O6 S1 C8 110.48(7) . . ?
O7 S1 O1 108.54(6) . . ?
O7 S1 O6 118.78(7) . . ?
O7 S1 C8 110.78(7) . . ?
C1 O1 S1 116.82(8) . . ?
C2 O2 H2 105.1(15) . . ?
O3 N1 C3 117.79(13) . . ?
O4 N1 O3 123.09(14) . . ?
O4 N1 C3 119.12(13) . . ?
O1 C1 C2 116.85(12) . . ?
C6 C1 O1 120.60(13) . . ?
C6 C1 C2 122.53(13) . . ?
O2 C2 C1 116.65(13) . . ?
O2 C2 C3 127.32(14) . . ?
C1 C2 C3 116.03(13) . . ?
C2 C3 N1 120.16(13) . . ?
C4 C3 N1 117.72(13) . . ?
C4 C3 C2 122.11(14) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.12(13) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.91(13) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 119.29(14) . . ?
C1 C6 C7 121.89(13) . . ?
C5 C6 C7 118.81(13) . . ?
O5 C7 C6 122.18(15) . . ?
O5 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C9 C8 S1 119.88(11) . . ?
C13 C8 S1 118.57(11) . . ?
C13 C8 C9 121.47(14) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.72(14) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.13(15) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C14 120.20(17) . . ?
C12 C11 C10 118.83(14) . . ?
C12 C11 C14 120.95(18) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.22(15) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C12 118.61(15) . . ?
C8 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
O2 H2 O3 0.87(2) 1.85(2) 2.6103(16) 145(2) . yes
O2 H2 O3 0.87(2) 2.24(2) 2.9456(17) 138(2) 3_677 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
S1 O1 C1 C2 90.13(13) . . . . ?
S1 O1 C1 C6 -91.66(14) . . . . ?
S1 C8 C9 C10 -176.25(12) . . . . ?
S1 C8 C13 C12 175.83(14) . . . . ?
O1 S1 C8 C9 -80.33(13) . . . . ?
O1 S1 C8 C13 102.78(13) . . . . ?
O1 C1 C2 O2 -2.74(18) . . . . ?
O1 C1 C2 C3 177.04(12) . . . . ?
O1 C1 C6 C5 -176.63(12) . . . . ?
O1 C1 C6 C7 4.4(2) . . . . ?
O2 C2 C3 N1 -1.8(2) . . . . ?
O2 C2 C3 C4 179.55(14) . . . . ?
O3 N1 C3 C2 -2.6(2) . . . . ?
O3 N1 C3 C4 176.10(14) . . . . ?
O4 N1 C3 C2 177.73(14) . . . . ?
O4 N1 C3 C4 -3.5(2) . . . . ?
O6 S1 O1 C1 96.97(11) . . . . ?
O6 S1 C8 C9 31.36(14) . . . . ?
O6 S1 C8 C13 -145.53(12) . . . . ?
O7 S1 O1 C1 -31.72(12) . . . . ?
O7 S1 C8 C9 165.10(11) . . . . ?
O7 S1 C8 C13 -11.79(15) . . . . ?
N1 C3 C4 C5 -177.52(13) . . . . ?
C1 C2 C3 N1 178.48(12) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C1 C6 C7 O5 164.24(15) . . . . ?
C2 C1 C6 C5 1.5(2) . . . . ?
C2 C1 C6 C7 -177.47(13) . . . . ?
C2 C3 C4 C5 1.2(2) . . . . ?
C3 C4 C5 C6 -0.9(2) . . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C4 C5 C6 C7 178.53(13) . . . . ?
C5 C6 C7 O5 -14.7(2) . . . . ?
C6 C1 C2 O2 179.08(13) . . . . ?
C6 C1 C2 C3 -1.1(2) . . . . ?
C8 S1 O1 C1 -147.98(10) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C9 C8 C13 C12 -1.0(2) . . . . ?
C9 C10 C11 C12 -1.5(3) . . . . ?
C9 C10 C11 C14 176.99(17) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C8 0.2(3) . . . . ?
C13 C8 C9 C10 0.5(2) . . . . ?
C14 C11 C12 C13 -177.45(18) . . . . ?

loop_
_audit_author_email
phaw1541@chem.usyd.edu.au
p.turner@chem.usyd.edu.au
?
ichard.payne@sydney.edu.au
_olex2_date_sample_data_collection 2019-05-24
_olex2_date_sample_submission    2019-04-24
_olex2_exptl_crystal_mounting_method 'in paratone on a nylon loop'
_olex2_submission_original_sample_id PH-7-38
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.335
_oxdiff_exptl_absorpt_empirical_full_min 0.860
