# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_yxq-lq-l-2-38
_database_code_depnum_ccdc_archive 'CCDC 1448325'
_audit_update_record             
;
2016-01-19 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_audit_creation_date             2016-01-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H27 I N2 O2 S'
_chemical_formula_sum            'C31 H27 I N2 O2 S'
_chemical_formula_weight         618.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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                   9.6062(2)
_cell_length_b                   11.1759(2)
_cell_length_c                   25.6122(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.1354(18)
_cell_angle_gamma                90
_cell_volume                     2747.75(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6037
_cell_measurement_temperature    217.05(10)
_cell_measurement_theta_max      72.4550
_cell_measurement_theta_min      4.3170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.107
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16185
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            14887
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.606
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      217.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -33.00   55.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -38.0000 -180.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega   10.00  104.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421   77.0000 -120.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega  -31.00   63.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -77.0000 -180.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega   10.00  104.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421   77.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00  104.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421   57.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   20.00  104.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421   57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  7 omega   41.00  126.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -120.0000 85

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00   98.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00   91.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 10 omega   40.00   98.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   39.00  109.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 70

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   91.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 14 omega   41.00  126.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   60.0000 85

#__ type_ start__ end____ width___ exp.time_
 15 omega   39.00  177.00   1.0000   14.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  -60.0000 138

#__ type_ start__ end____ width___ exp.time_
 16 omega    1.00   75.00   1.0000    3.5800
omega____ theta____ kappa____ phi______ frames
    -       36.5421  -99.0000    0.0000 74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1144116000
_diffrn_orient_matrix_UB_12      -0.0369066000
_diffrn_orient_matrix_UB_13      -0.0406068000
_diffrn_orient_matrix_UB_21      -0.1118193000
_diffrn_orient_matrix_UB_22      0.0231687000
_diffrn_orient_matrix_UB_23      0.0403710000
_diffrn_orient_matrix_UB_31      -0.0124142000
_diffrn_orient_matrix_UB_32      0.1307816000
_diffrn_orient_matrix_UB_33      -0.0185788000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4350
_reflns_number_total             4919
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.541
_refine_diff_density_min         -0.955
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4919
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.048
_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)+(0.1074P)²+0.6608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1584
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00B), C00R(H00C,H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J), C00K(H00K),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00S(H00S),
 C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C011(H011)
2.c Idealised Me refined as rotating group:
 C010(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
I001 I 0.66913(4) 0.46472(3) 0.57617(2) 0.06284(17) Uani 1 1 d . . . . .
S002 S 0.57012(12) 0.50931(12) 0.75653(4) 0.0546(3) Uani 1 1 d . . . . .
O003 O 0.6124(5) 0.6276(4) 0.76838(15) 0.0758(11) Uani 1 1 d . . . . .
N004 N 0.6563(4) 0.4663(3) 0.70458(14) 0.0481(8) Uani 1 1 d . . . . .
N005 N 0.3687(4) 0.1987(4) 0.48086(14) 0.0561(9) Uani 1 1 d . . . . .
O006 O 0.4276(4) 0.4827(5) 0.74394(17) 0.0778(12) Uani 1 1 d . . . . .
C007 C 0.6055(4) 0.3361(4) 0.62996(15) 0.0437(8) Uani 1 1 d . . . . .
C008 C 0.2731(4) 0.2636(4) 0.50835(16) 0.0493(9) Uani 1 1 d . . . . .
C009 C 0.6261(4) 0.4160(4) 0.80895(16) 0.0486(9) Uani 1 1 d . . . . .
C00A C 0.3290(4) 0.2784(4) 0.55981(17) 0.0487(9) Uani 1 1 d . . . . .
C00B C 0.2431(5) 0.0685(4) 0.41553(17) 0.0495(9) Uani 1 1 d . . . . .
C00C C 0.4619(4) 0.2218(4) 0.56160(17) 0.0503(9) Uani 1 1 d . . . . .
C00D C 0.6081(4) 0.3586(4) 0.68041(16) 0.0490(9) Uani 1 1 d . . . . .
H00D H 0.5756 0.2989 0.7021 0.059 Uiso 1 1 calc R . . . .
C00E C 0.8043(5) 0.4914(5) 0.70574(17) 0.0522(10) Uani 1 1 d . . . . .
C00F C 0.5720(4) 0.3021(5) 0.81300(16) 0.0536(10) Uani 1 1 d . . . . .
H00F H 0.5039 0.2750 0.7891 0.064 Uiso 1 1 calc R . . . .
C00G C 0.1444(5) 0.3077(4) 0.49195(19) 0.0571(11) Uani 1 1 d . . . . .
H00G H 0.1097 0.2970 0.4579 0.069 Uiso 1 1 calc R . . . .
C00H C 0.5642(5) 0.2160(4) 0.60752(18) 0.0543(10) Uani 1 1 d . . . . .
H00A H 0.6474 0.1751 0.5968 0.065 Uiso 1 1 calc R . . . .
H00B H 0.5238 0.1685 0.6348 0.065 Uiso 1 1 calc R . . . .
C00I C 0.4814(5) 0.1741(4) 0.51352(19) 0.0554(10) Uani 1 1 d . . . . .
H00I H 0.5596 0.1312 0.5042 0.066 Uiso 1 1 calc R . . . .
C00J C 0.7270(6) 0.4574(4) 0.8444(2) 0.0612(12) Uani 1 1 d . . . . .
H00J H 0.7649 0.5335 0.8411 0.073 Uiso 1 1 calc R . . . .
C00K C 0.2506(5) 0.3400(5) 0.59574(19) 0.0589(11) Uani 1 1 d . . . . .
H00K H 0.2840 0.3508 0.6300 0.071 Uiso 1 1 calc R . . . .
C00L C 0.7181(5) 0.2691(5) 0.88982(18) 0.0584(11) Uani 1 1 d . . . . .
C00M C 0.6204(5) 0.2300(5) 0.85286(18) 0.0596(11) Uani 1 1 d . . . . .
H00M H 0.5865 0.1523 0.8551 0.072 Uiso 1 1 calc R . . . .
C00N C 0.1814(5) 0.0047(5) 0.45473(19) 0.0567(10) Uani 1 1 d . . . . .
H00N H 0.2038 0.0223 0.4895 0.068 Uiso 1 1 calc R . . . .
C00O C 0.7698(6) 0.3824(6) 0.8849(2) 0.0682(13) Uani 1 1 d . . . . .
H00O H 0.8359 0.4099 0.9095 0.082 Uiso 1 1 calc R . . . .
C00P C 0.0701(5) 0.3684(5) 0.5285(2) 0.0620(11) Uani 1 1 d . . . . .
H00P H -0.0170 0.3992 0.5189 0.074 Uiso 1 1 calc R . . . .
C00Q C 0.2071(7) 0.0419(5) 0.3637(2) 0.0647(13) Uani 1 1 d . . . . .
H00Q H 0.2469 0.0844 0.3368 0.078 Uiso 1 1 calc R . . . .
C00R C 0.3525(5) 0.1635(5) 0.42655(17) 0.0610(12) Uani 1 1 d . . . . .
H00C H 0.4413 0.1340 0.4151 0.073 Uiso 1 1 calc R . . . .
H00E H 0.3288 0.2338 0.4059 0.073 Uiso 1 1 calc R . . . .
C00S C 0.1222(6) 0.3846(5) 0.5794(2) 0.0641(12) Uani 1 1 d . . . . .
H00S H 0.0693 0.4265 0.6030 0.077 Uiso 1 1 calc R . . . .
C00T C 0.8999(5) 0.4005(6) 0.71650(19) 0.0645(12) Uani 1 1 d . . . . .
H00T H 0.8687 0.3239 0.7240 0.077 Uiso 1 1 calc R . . . .
C00U C 0.8518(6) 0.6044(5) 0.6950(2) 0.0690(14) Uani 1 1 d . . . . .
H00U H 0.7885 0.6654 0.6872 0.083 Uiso 1 1 calc R . . . .
C00V C 0.0868(6) -0.0847(5) 0.4425(3) 0.0692(13) Uani 1 1 d . . . . .
H00V H 0.0459 -0.1272 0.4691 0.083 Uiso 1 1 calc R . . . .
C00W C 0.1119(8) -0.0483(6) 0.3523(3) 0.0790(18) Uani 1 1 d . . . . .
H00W H 0.0879 -0.0662 0.3177 0.095 Uiso 1 1 calc R . . . .
C00X C 0.0527(6) -0.1114(5) 0.3915(3) 0.0776(16) Uani 1 1 d . . . . .
H00X H -0.0106 -0.1722 0.3835 0.093 Uiso 1 1 calc R . . . .
C00Y C 1.0410(7) 0.4237(8) 0.7162(2) 0.087(2) Uani 1 1 d . . . . .
H00Y H 1.1045 0.3620 0.7224 0.104 Uiso 1 1 calc R . . . .
C00Z C 0.9942(8) 0.6283(7) 0.6957(2) 0.087(2) Uani 1 1 d . . . . .
H00Z H 1.0256 0.7051 0.6888 0.104 Uiso 1 1 calc R . . . .
C010 C 0.7674(8) 0.1885(7) 0.9339(3) 0.0894(19) Uani 1 1 d . . . . .
H01A H 0.6909 0.1411 0.9452 0.134 Uiso 1 1 calc GR . . . .
H01B H 0.8034 0.2362 0.9625 0.134 Uiso 1 1 calc GR . . . .
H01C H 0.8395 0.1368 0.9220 0.134 Uiso 1 1 calc GR . . . .
C011 C 1.0882(7) 0.5382(8) 0.7066(3) 0.091(2) Uani 1 1 d . . . . .
H011 H 1.1832 0.5542 0.7076 0.109 Uiso 1 1 calc R . . . .


_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
I001 C007 2.098(4) . ?
S002 O003 1.413(5) . ?
S002 N004 1.664(4) . ?
S002 O006 1.426(4) . ?
S002 C009 1.768(4) . ?
N004 C00D 1.423(6) . ?
N004 C00E 1.449(6) . ?
N005 C008 1.383(6) . ?
N005 C00I 1.371(6) . ?
N005 C00R 1.449(5) . ?
C007 C00D 1.315(6) . ?
C007 C00H 1.507(6) . ?
C008 C00A 1.414(6) . ?
C008 C00G 1.382(6) . ?
C009 C00F 1.380(7) . ?
C009 C00J 1.383(6) . ?
C00A C00C 1.424(6) . ?
C00A C00K 1.392(7) . ?
C00B C00N 1.382(7) . ?
C00B C00Q 1.391(7) . ?
C00B C00R 1.513(7) . ?
C00C C00H 1.506(6) . ?
C00C C00I 1.361(6) . ?
C00D H00D 0.9300 . ?
C00E C00T 1.390(8) . ?
C00E C00U 1.374(8) . ?
C00F H00F 0.9300 . ?
C00F C00M 1.369(7) . ?
C00G H00G 0.9300 . ?
C00G C00P 1.376(7) . ?
C00H H00A 0.9700 . ?
C00H H00B 0.9700 . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00O 1.383(7) . ?
C00K H00K 0.9300 . ?
C00K C00S 1.381(8) . ?
C00L C00M 1.379(7) . ?
C00L C00O 1.368(8) . ?
C00L C010 1.507(7) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00V 1.379(8) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00P C00S 1.392(8) . ?
C00Q H00Q 0.9300 . ?
C00Q C00W 1.385(8) . ?
C00R H00C 0.9700 . ?
C00R H00E 0.9700 . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C00Y 1.380(9) . ?
C00U H00U 0.9300 . ?
C00U C00Z 1.392(9) . ?
C00V H00V 0.9300 . ?
C00V C00X 1.367(9) . ?
C00W H00W 0.9300 . ?
C00W C00X 1.367(10) . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Y C011 1.382(12) . ?
C00Z H00Z 0.9300 . ?
C00Z C011 1.374(11) . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C011 H011 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O003 S002 N004 107.1(2) . . ?
O003 S002 O006 120.6(3) . . ?
O003 S002 C009 108.2(2) . . ?
N004 S002 C009 106.86(19) . . ?
O006 S002 N004 105.1(2) . . ?
O006 S002 C009 108.1(3) . . ?
C00D N004 S002 115.4(3) . . ?
C00D N004 C00E 118.5(4) . . ?
C00E N004 S002 116.4(3) . . ?
C008 N005 C00R 125.6(4) . . ?
C00I N005 C008 108.6(4) . . ?
C00I N005 C00R 125.8(4) . . ?
C00D C007 I001 121.3(3) . . ?
C00D C007 C00H 122.6(4) . . ?
C00H C007 I001 116.0(3) . . ?
N005 C008 C00A 107.5(4) . . ?
C00G C008 N005 129.5(4) . . ?
C00G C008 C00A 123.1(4) . . ?
C00F C009 S002 119.7(3) . . ?
C00F C009 C00J 121.1(4) . . ?
C00J C009 S002 119.1(4) . . ?
C008 C00A C00C 106.6(4) . . ?
C00K C00A C008 118.6(4) . . ?
C00K C00A C00C 134.8(4) . . ?
C00N C00B C00Q 119.0(5) . . ?
C00N C00B C00R 122.7(4) . . ?
C00Q C00B C00R 118.3(4) . . ?
C00A C00C C00H 127.0(4) . . ?
C00I C00C C00A 107.4(4) . . ?
C00I C00C C00H 125.6(4) . . ?
N004 C00D H00D 117.2 . . ?
C007 C00D N004 125.6(4) . . ?
C007 C00D H00D 117.2 . . ?
C00T C00E N004 120.2(5) . . ?
C00U C00E N004 120.5(5) . . ?
C00U C00E C00T 119.3(5) . . ?
C009 C00F H00F 120.6 . . ?
C00M C00F C009 118.7(4) . . ?
C00M C00F H00F 120.6 . . ?
C008 C00G H00G 121.6 . . ?
C00P C00G C008 116.7(4) . . ?
C00P C00G H00G 121.6 . . ?
C007 C00H H00A 108.6 . . ?
C007 C00H H00B 108.6 . . ?
C00C C00H C007 114.5(4) . . ?
C00C C00H H00A 108.6 . . ?
C00C C00H H00B 108.6 . . ?
H00A C00H H00B 107.6 . . ?
N005 C00I H00I 125.0 . . ?
C00C C00I N005 110.0(4) . . ?
C00C C00I H00I 125.0 . . ?
C009 C00J H00J 121.0 . . ?
C009 C00J C00O 118.0(5) . . ?
C00O C00J H00J 121.0 . . ?
C00A C00K H00K 120.7 . . ?
C00S C00K C00A 118.5(4) . . ?
C00S C00K H00K 120.7 . . ?
C00M C00L C010 120.8(6) . . ?
C00O C00L C00M 118.0(5) . . ?
C00O C00L C010 121.2(5) . . ?
C00F C00M C00L 121.9(5) . . ?
C00F C00M H00M 119.0 . . ?
C00L C00M H00M 119.0 . . ?
C00B C00N H00N 119.8 . . ?
C00V C00N C00B 120.4(5) . . ?
C00V C00N H00N 119.8 . . ?
C00J C00O H00O 118.9 . . ?
C00L C00O C00J 122.1(5) . . ?
C00L C00O H00O 118.9 . . ?
C00G C00P H00P 119.2 . . ?
C00G C00P C00S 121.6(5) . . ?
C00S C00P H00P 119.2 . . ?
C00B C00Q H00Q 120.2 . . ?
C00W C00Q C00B 119.6(6) . . ?
C00W C00Q H00Q 120.2 . . ?
N005 C00R C00B 114.7(4) . . ?
N005 C00R H00C 108.6 . . ?
N005 C00R H00E 108.6 . . ?
C00B C00R H00C 108.6 . . ?
C00B C00R H00E 108.6 . . ?
H00C C00R H00E 107.6 . . ?
C00K C00S C00P 121.5(5) . . ?
C00K C00S H00S 119.3 . . ?
C00P C00S H00S 119.3 . . ?
C00E C00T H00T 119.9 . . ?
C00Y C00T C00E 120.2(6) . . ?
C00Y C00T H00T 119.9 . . ?
C00E C00U H00U 119.8 . . ?
C00E C00U C00Z 120.5(6) . . ?
C00Z C00U H00U 119.8 . . ?
C00N C00V H00V 119.8 . . ?
C00X C00V C00N 120.5(5) . . ?
C00X C00V H00V 119.8 . . ?
C00Q C00W H00W 119.7 . . ?
C00X C00W C00Q 120.7(6) . . ?
C00X C00W H00W 119.7 . . ?
C00V C00X H00X 120.1 . . ?
C00W C00X C00V 119.8(5) . . ?
C00W C00X H00X 120.1 . . ?
C00T C00Y H00Y 119.9 . . ?
C00T C00Y C011 120.2(7) . . ?
C011 C00Y H00Y 119.9 . . ?
C00U C00Z H00Z 120.0 . . ?
C011 C00Z C00U 120.0(7) . . ?
C011 C00Z H00Z 120.0 . . ?
C00L C010 H01A 109.5 . . ?
C00L C010 H01B 109.5 . . ?
C00L C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00Y C011 H011 120.1 . . ?
C00Z C011 C00Y 119.8(6) . . ?
C00Z C011 H011 120.1 . . ?

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
I001 C007 C00D N004 -2.1(6) . . . . ?
I001 C007 C00H C00C -49.9(5) . . . . ?
S002 N004 C00D C007 144.6(4) . . . . ?
S002 N004 C00E C00T 103.0(4) . . . . ?
S002 N004 C00E C00U -78.6(5) . . . . ?
S002 C009 C00F C00M 177.7(3) . . . . ?
S002 C009 C00J C00O -179.5(4) . . . . ?
O003 S002 N004 C00D -168.1(3) . . . . ?
O003 S002 N004 C00E 46.3(4) . . . . ?
O003 S002 C009 C00F 165.3(4) . . . . ?
O003 S002 C009 C00J -16.6(5) . . . . ?
N004 S002 C009 C00F -79.6(4) . . . . ?
N004 S002 C009 C00J 98.5(4) . . . . ?
N004 C00E C00T C00Y 178.2(5) . . . . ?
N004 C00E C00U C00Z -179.5(5) . . . . ?
N005 C008 C00A C00C 1.0(5) . . . . ?
N005 C008 C00A C00K -179.1(4) . . . . ?
N005 C008 C00G C00P 179.1(5) . . . . ?
O006 S002 N004 C00D -38.7(4) . . . . ?
O006 S002 N004 C00E 175.8(4) . . . . ?
O006 S002 C009 C00F 33.1(4) . . . . ?
O006 S002 C009 C00J -148.8(4) . . . . ?
C008 N005 C00I C00C -0.2(5) . . . . ?
C008 N005 C00R C00B -70.1(7) . . . . ?
C008 C00A C00C C00H 178.2(4) . . . . ?
C008 C00A C00C C00I -1.1(5) . . . . ?
C008 C00A C00K C00S -0.4(7) . . . . ?
C008 C00G C00P C00S 0.1(7) . . . . ?
C009 S002 N004 C00D 76.1(3) . . . . ?
C009 S002 N004 C00E -69.5(4) . . . . ?
C009 C00F C00M C00L 2.1(7) . . . . ?
C009 C00J C00O C00L 1.6(9) . . . . ?
C00A C008 C00G C00P 0.0(7) . . . . ?
C00A C00C C00H C007 -55.7(6) . . . . ?
C00A C00C C00I N005 0.8(5) . . . . ?
C00A C00K C00S C00P 0.6(8) . . . . ?
C00B C00N C00V C00X -0.1(9) . . . . ?
C00B C00Q C00W C00X 0.1(10) . . . . ?
C00C C00A C00K C00S 179.5(5) . . . . ?
C00D N004 C00E C00T -41.5(6) . . . . ?
C00D N004 C00E C00U 136.9(4) . . . . ?
C00D C007 C00H C00C 133.1(4) . . . . ?
C00E N004 C00D C007 -70.6(6) . . . . ?
C00E C00T C00Y C011 1.9(8) . . . . ?
C00E C00U C00Z C011 0.7(9) . . . . ?
C00F C009 C00J C00O -1.5(8) . . . . ?
C00G C008 C00A C00C -179.8(4) . . . . ?
C00G C008 C00A C00K 0.2(7) . . . . ?
C00G C00P C00S C00K -0.4(8) . . . . ?
C00H C007 C00D N004 174.7(4) . . . . ?
C00H C00C C00I N005 -178.5(4) . . . . ?
C00I N005 C008 C00A -0.5(5) . . . . ?
C00I N005 C008 C00G -179.7(5) . . . . ?
C00I N005 C00R C00B 110.3(5) . . . . ?
C00I C00C C00H C007 123.6(5) . . . . ?
C00J C009 C00F C00M -0.3(7) . . . . ?
C00K C00A C00C C00H -1.7(8) . . . . ?
C00K C00A C00C C00I 179.0(5) . . . . ?
C00M C00L C00O C00J 0.1(8) . . . . ?
C00N C00B C00Q C00W -0.7(8) . . . . ?
C00N C00B C00R N005 -11.3(8) . . . . ?
C00N C00V C00X C00W -0.5(9) . . . . ?
C00O C00L C00M C00F -2.0(7) . . . . ?
C00Q C00B C00N C00V 0.7(8) . . . . ?
C00Q C00B C00R N005 171.0(5) . . . . ?
C00Q C00W C00X C00V 0.5(10) . . . . ?
C00R N005 C008 C00A 179.9(4) . . . . ?
C00R N005 C008 C00G 0.7(8) . . . . ?
C00R N005 C00I C00C 179.4(4) . . . . ?
C00R C00B C00N C00V -177.0(5) . . . . ?
C00R C00B C00Q C00W 177.1(6) . . . . ?
C00T C00E C00U C00Z -1.0(8) . . . . ?
C00T C00Y C011 C00Z -2.2(9) . . . . ?
C00U C00E C00T C00Y -0.3(7) . . . . ?
C00U C00Z C011 C00Y 0.9(10) . . . . ?
C010 C00L C00M C00F 178.8(5) . . . . ?
C010 C00L C00O C00J 179.3(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-01-15
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_yxq-lq-lxx-120k
_database_code_depnum_ccdc_archive 'CCDC 1479962'
_audit_update_record             
;
2016-05-15 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_audit_creation_date             2016-03-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H18 I N3 O2 S'
_chemical_formula_sum            'C19 H18 I N3 O2 S'
_chemical_formula_weight         479.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4210(4)
_cell_length_b                   10.0000(5)
_cell_length_c                   11.8424(5)
_cell_angle_alpha                100.660(4)
_cell_angle_beta                 103.744(4)
_cell_angle_gamma                90.605(4)
_cell_volume                     950.43(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5266
_cell_measurement_temperature    293.67(10)
_cell_measurement_theta_max      72.5540
_cell_measurement_theta_min      5.3800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    14.418
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10071
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.072
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_min         4.507
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.67(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000 -150.0000 67

#__ type_ start__ end____ width___ exp.time_
  2 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -99.0000  150.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000   60.0000 88

#__ type_ start__ end____ width___ exp.time_
  6 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000  150.0000 88

#__ type_ start__ end____ width___ exp.time_
  7 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000  120.0000 67

#__ type_ start__ end____ width___ exp.time_
  8 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -77.0000  -90.0000 94

#__ type_ start__ end____ width___ exp.time_
  9 omega   39.00  109.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
 10 omega   40.00  135.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  120.0000 95

#__ type_ start__ end____ width___ exp.time_
 11 omega   40.00   98.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
 12 omega   39.00  109.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 70

#__ type_ start__ end____ width___ exp.time_
 13 omega   37.00  146.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000   90.0000 109

#__ type_ start__ end____ width___ exp.time_
 14 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
 15 omega   40.00   98.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 58

#__ type_ start__ end____ width___ exp.time_
 16 omega   38.00  116.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 78

#__ type_ start__ end____ width___ exp.time_
 17 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

#__ type_ start__ end____ width___ exp.time_
 18 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
 19 omega   39.00  109.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 70

#__ type_ start__ end____ width___ exp.time_
 20 omega   91.00  176.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 85

#__ type_ start__ end____ width___ exp.time_
 21 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 22 omega   40.00   98.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
 23 omega   87.00  178.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  120.0000 91

#__ type_ start__ end____ width___ exp.time_
 24 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
 25 omega    1.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   92.0000  139.9402 27

#__ type_ start__ end____ width___ exp.time_
 26 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000 -150.0000 94

#__ type_ start__ end____ width___ exp.time_
 27 omega    7.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   19.0000  -30.0000 101

#__ type_ start__ end____ width___ exp.time_
 28 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000   60.0000 94

#__ type_ start__ end____ width___ exp.time_
 29 omega    1.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   92.0000  -75.9751 27

#__ type_ start__ end____ width___ exp.time_
 30 omega   70.00  178.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -90.0000 108

#__ type_ start__ end____ width___ exp.time_
 31 omega   87.00  130.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -30.0000 43

#__ type_ start__ end____ width___ exp.time_
 32 omega   87.00  178.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -180.0000 91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0419303000
_diffrn_orient_matrix_UB_12      0.1414645000
_diffrn_orient_matrix_UB_13      -0.0287402000
_diffrn_orient_matrix_UB_21      -0.0825304000
_diffrn_orient_matrix_UB_22      -0.0669252000
_diffrn_orient_matrix_UB_23      -0.1290406000
_diffrn_orient_matrix_UB_31      -0.1643682000
_diffrn_orient_matrix_UB_32      -0.0127750000
_diffrn_orient_matrix_UB_33      0.0339405000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3212
_reflns_number_total             3388
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.198
_refine_diff_density_min         -1.098
_refine_diff_density_rms         0.198
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3388
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      1.066
_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)+(0.1003P)²+0.0199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1383
_refine_ls_wR_factor_ref         0.1420
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N00K) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C00I(H00I)
3.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00A(H00A), C00B(H00B), C00F(H00F), C00H(H00H),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q)
3.c X=CH2 refined with riding coordinates:
 C00J(H00G,H00J)
3.d Idealised Me refined as rotating group:
 C00G(H00C,H00D,H00E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.88285(4) 0.46162(3) 0.82137(3) 0.02216(18) Uani 1 1 d . . . . .
S002 S 0.40938(14) 0.05849(11) 0.73240(10) 0.0135(3) Uani 1 1 d . . . . .
O003 O 0.5667(5) 0.0413(4) 0.8056(3) 0.0202(8) Uani 1 1 d . . . . .
O004 O 0.3360(5) -0.0432(3) 0.6307(3) 0.0181(7) Uani 1 1 d . . . . .
N005 N 0.4295(5) 0.1992(4) 0.6820(3) 0.0141(8) Uani 1 1 d . . . . .
N006 N 0.4765(6) 0.4390(4) 0.7692(4) 0.0209(9) Uani 1 1 d . . . . .
C007 C 0.3070(6) 0.2274(5) 0.5826(4) 0.0145(9) Uani 1 1 d . . . . .
C008 C 0.3286(6) 0.1477(5) 0.9428(4) 0.0159(10) Uani 1 1 d . . . . .
H008 H 0.4426 0.1647 0.9772 0.019 Uiso 1 1 calc R . . . .
C009 C -0.0051(7) 0.0929(5) 0.8428(4) 0.0185(10) Uani 1 1 d . . . . .
H009 H -0.1189 0.0728 0.8089 0.022 Uiso 1 1 calc R . . . .
C00A C 0.1711(7) 0.2975(5) 0.6007(4) 0.0193(10) Uani 1 1 d . . . . .
H00A H 0.1562 0.3249 0.6786 0.023 Uiso 1 1 calc R . . . .
C00B C 0.1043(6) 0.0612(5) 0.7730(4) 0.0156(10) Uani 1 1 d . . . . .
H00B H 0.0661 0.0204 0.6916 0.019 Uiso 1 1 calc R . . . .
C00C C 0.0480(7) 0.1539(5) 0.9624(4) 0.0177(10) Uani 1 1 d . . . . .
C00D C 0.7047(6) 0.3112(5) 0.7163(4) 0.0147(10) Uani 1 1 d . . . . .
C00E C 0.2704(6) 0.0894(5) 0.8227(4) 0.0141(10) Uani 1 1 d . . . . .
C00F C 0.2153(7) 0.1801(5) 1.0105(4) 0.0210(11) Uani 1 1 d . . . . .
H00F H 0.2531 0.2213 1.0917 0.025 Uiso 1 1 calc R . . . .
C00G C -0.0754(7) 0.1911(6) 1.0336(5) 0.0210(11) Uani 1 1 d . . . . .
H00C H -0.1139 0.2813 1.0237 0.032 Uiso 1 1 calc GR . . . .
H00D H -0.0249 0.1928 1.1175 0.032 Uiso 1 1 calc GR . . . .
H00E H -0.1683 0.1235 1.0063 0.032 Uiso 1 1 calc GR . . . .
C00H C 0.3287(7) 0.1847(6) 0.4690(5) 0.0198(11) Uani 1 1 d . . . . .
H00H H 0.4215 0.1363 0.4566 0.024 Uiso 1 1 calc R . . . .
C00I C 0.5488(7) 0.3081(5) 0.7589(4) 0.0173(10) Uani 1 1 d . . . . .
H00I H 0.5787 0.2856 0.8399 0.021 Uiso 1 1 calc R . . . .
C00J C 0.7397(7) 0.2219(6) 0.6313(5) 0.0221(11) Uani 1 1 d . . . . .
H00G H 0.6642 0.1475 0.5906 0.027 Uiso 1 1 calc R . . . .
H00J H 0.8407 0.2316 0.6102 0.027 Uiso 1 1 calc R . . . .
N00K N 0.3384(9) 0.6100(6) 0.8381(7) 0.0533(18) Uani 1 1 d . U . . .
C00L C 0.4719(7) 0.5346(5) 0.6967(6) 0.0314(14) Uani 1 1 d . . . . .
H00L H 0.5187 0.5285 0.6305 0.038 Uiso 1 1 calc R . . . .
C00M C 0.2109(8) 0.2148(7) 0.3738(5) 0.0273(13) Uani 1 1 d . . . . .
H00M H 0.2234 0.1856 0.2955 0.033 Uiso 1 1 calc R . . . .
C00N C 0.0770(7) 0.2859(6) 0.3911(5) 0.0266(13) Uani 1 1 d . . . . .
H00N H -0.0015 0.3065 0.3254 0.032 Uiso 1 1 calc R . . . .
C00O C 0.0575(7) 0.3271(6) 0.5045(5) 0.0253(12) Uani 1 1 d . . . . .
H00O H -0.0348 0.3763 0.5167 0.030 Uiso 1 1 calc R . . . .
C00P C 0.3951(9) 0.4919(7) 0.8510(7) 0.0404(17) Uani 1 1 d . . . . .
H00P H 0.3806 0.4471 0.9122 0.048 Uiso 1 1 calc R . . . .
C00Q C 0.3878(9) 0.6373(7) 0.7396(9) 0.051(2) Uani 1 1 d . . . . .
H00Q H 0.3652 0.7173 0.7074 0.061 Uiso 1 1 calc R . . . .


_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
I001 C00D 2.106(5) . ?
S002 O003 1.432(4) . ?
S002 O004 1.431(4) . ?
S002 N005 1.648(4) . ?
S002 C00E 1.757(5) . ?
N005 C007 1.443(6) . ?
N005 C00I 1.483(7) . ?
N006 C00I 1.447(7) . ?
N006 C00L 1.393(8) . ?
N006 C00P 1.350(8) . ?
C007 C00A 1.387(8) . ?
C007 C00H 1.390(7) . ?
C008 H008 0.9500 . ?
C008 C00E 1.400(7) . ?
C008 C00F 1.390(8) . ?
C009 H009 0.9500 . ?
C009 C00B 1.380(8) . ?
C009 C00C 1.397(7) . ?
C00A H00A 0.9500 . ?
C00A C00O 1.384(7) . ?
C00B H00B 0.9500 . ?
C00B C00E 1.386(7) . ?
C00C C00F 1.390(8) . ?
C00C C00G 1.496(8) . ?
C00D C00I 1.515(7) . ?
C00D C00J 1.309(8) . ?
C00F H00F 0.9500 . ?
C00G H00C 0.9800 . ?
C00G H00D 0.9800 . ?
C00G H00E 0.9800 . ?
C00H H00H 0.9500 . ?
C00H C00M 1.396(8) . ?
C00I H00I 1.0000 . ?
C00J H00G 0.9500 . ?
C00J H00J 0.9500 . ?
N00K C00P 1.299(10) . ?
N00K C00Q 1.399(12) . ?
C00L H00L 0.9500 . ?
C00L C00Q 1.344(10) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.376(9) . ?
C00N H00N 0.9500 . ?
C00N C00O 1.379(9) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?

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
O003 S002 N005 105.9(2) . . ?
O003 S002 C00E 108.4(2) . . ?
O004 S002 O003 120.6(2) . . ?
O004 S002 N005 105.8(2) . . ?
O004 S002 C00E 108.5(2) . . ?
N005 S002 C00E 106.8(2) . . ?
C007 N005 S002 119.7(3) . . ?
C007 N005 C00I 120.9(4) . . ?
C00I N005 S002 117.6(3) . . ?
C00L N006 C00I 128.0(5) . . ?
C00P N006 C00I 126.2(5) . . ?
C00P N006 C00L 105.7(6) . . ?
C00A C007 N005 120.3(4) . . ?
C00A C007 C00H 120.8(5) . . ?
C00H C007 N005 118.8(5) . . ?
C00E C008 H008 120.8 . . ?
C00F C008 H008 120.8 . . ?
C00F C008 C00E 118.3(5) . . ?
C00B C009 H009 119.3 . . ?
C00B C009 C00C 121.3(5) . . ?
C00C C009 H009 119.3 . . ?
C007 C00A H00A 120.3 . . ?
C00O C00A C007 119.5(5) . . ?
C00O C00A H00A 120.3 . . ?
C009 C00B H00B 120.3 . . ?
C009 C00B C00E 119.4(4) . . ?
C00E C00B H00B 120.3 . . ?
C009 C00C C00G 119.5(5) . . ?
C00F C00C C009 118.2(5) . . ?
C00F C00C C00G 122.3(5) . . ?
C00I C00D I001 113.9(3) . . ?
C00J C00D I001 120.2(4) . . ?
C00J C00D C00I 125.5(5) . . ?
C008 C00E S002 119.4(4) . . ?
C00B C00E S002 119.6(4) . . ?
C00B C00E C008 121.0(5) . . ?
C008 C00F H00F 119.1 . . ?
C00C C00F C008 121.8(5) . . ?
C00C C00F H00F 119.1 . . ?
C00C C00G H00C 109.5 . . ?
C00C C00G H00D 109.5 . . ?
C00C C00G H00E 109.5 . . ?
H00C C00G H00D 109.5 . . ?
H00C C00G H00E 109.5 . . ?
H00D C00G H00E 109.5 . . ?
C007 C00H H00H 120.8 . . ?
C007 C00H C00M 118.3(5) . . ?
C00M C00H H00H 120.8 . . ?
N005 C00I C00D 111.2(4) . . ?
N005 C00I H00I 107.3 . . ?
N006 C00I N005 111.2(4) . . ?
N006 C00I C00D 112.2(4) . . ?
N006 C00I H00I 107.3 . . ?
C00D C00I H00I 107.3 . . ?
C00D C00J H00G 120.0 . . ?
C00D C00J H00J 120.0 . . ?
H00G C00J H00J 120.0 . . ?
C00P N00K C00Q 104.1(6) . . ?
N006 C00L H00L 127.0 . . ?
C00Q C00L N006 106.0(7) . . ?
C00Q C00L H00L 127.0 . . ?
C00H C00M H00M 119.4 . . ?
C00N C00M C00H 121.2(5) . . ?
C00N C00M H00M 119.4 . . ?
C00M C00N H00N 120.2 . . ?
C00M C00N C00O 119.5(5) . . ?
C00O C00N H00N 120.2 . . ?
C00A C00O H00O 119.7 . . ?
C00N C00O C00A 120.6(5) . . ?
C00N C00O H00O 119.7 . . ?
N006 C00P H00P 123.2 . . ?
N00K C00P N006 113.7(7) . . ?
N00K C00P H00P 123.2 . . ?
N00K C00Q H00Q 124.7 . . ?
C00L C00Q N00K 110.5(6) . . ?
C00L C00Q H00Q 124.7 . . ?

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
I001 C00D C00I N005 -179.4(3) . . . . ?
I001 C00D C00I N006 55.4(5) . . . . ?
S002 N005 C007 C00A 88.6(5) . . . . ?
S002 N005 C007 C00H -92.2(5) . . . . ?
S002 N005 C00I N006 -131.1(4) . . . . ?
S002 N005 C00I C00D 103.2(4) . . . . ?
O003 S002 N005 C007 164.2(4) . . . . ?
O003 S002 N005 C00I -31.2(4) . . . . ?
O003 S002 C00E C008 26.1(4) . . . . ?
O003 S002 C00E C00B -156.7(4) . . . . ?
O004 S002 N005 C007 35.1(4) . . . . ?
O004 S002 N005 C00I -160.3(4) . . . . ?
O004 S002 C00E C008 158.7(4) . . . . ?
O004 S002 C00E C00B -24.0(4) . . . . ?
N005 S002 C00E C008 -87.6(4) . . . . ?
N005 S002 C00E C00B 89.6(4) . . . . ?
N005 C007 C00A C00O 178.1(5) . . . . ?
N005 C007 C00H C00M -178.8(5) . . . . ?
N006 C00L C00Q N00K 0.1(8) . . . . ?
C007 N005 C00I N006 33.3(6) . . . . ?
C007 N005 C00I C00D -92.4(5) . . . . ?
C007 C00A C00O C00N 1.0(8) . . . . ?
C007 C00H C00M C00N 0.6(9) . . . . ?
C009 C00B C00E S002 -176.3(4) . . . . ?
C009 C00B C00E C008 0.9(7) . . . . ?
C009 C00C C00F C008 0.2(7) . . . . ?
C00A C007 C00H C00M 0.3(8) . . . . ?
C00B C009 C00C C00F -1.1(7) . . . . ?
C00B C009 C00C C00G 177.7(4) . . . . ?
C00C C009 C00B C00E 0.5(7) . . . . ?
C00E S002 N005 C007 -80.4(4) . . . . ?
C00E S002 N005 C00I 84.2(4) . . . . ?
C00E C008 C00F C00C 1.2(7) . . . . ?
C00F C008 C00E S002 175.5(4) . . . . ?
C00F C008 C00E C00B -1.7(7) . . . . ?
C00G C00C C00F C008 -178.6(5) . . . . ?
C00H C007 C00A C00O -1.1(7) . . . . ?
C00H C00M C00N C00O -0.7(9) . . . . ?
C00I N005 C007 C00A -75.4(6) . . . . ?
C00I N005 C007 C00H 103.7(5) . . . . ?
C00I N006 C00L C00Q 178.2(6) . . . . ?
C00I N006 C00P N00K -178.1(6) . . . . ?
C00J C00D C00I N005 -6.8(7) . . . . ?
C00J C00D C00I N006 -132.0(5) . . . . ?
C00L N006 C00I N005 -89.1(6) . . . . ?
C00L N006 C00I C00D 36.1(7) . . . . ?
C00L N006 C00P N00K 0.4(8) . . . . ?
C00M C00N C00O C00A -0.1(9) . . . . ?
C00P N006 C00I N005 89.1(7) . . . . ?
C00P N006 C00I C00D -145.7(6) . . . . ?
C00P N006 C00L C00Q -0.3(7) . . . . ?
C00P N00K C00Q C00L 0.2(9) . . . . ?
C00Q N00K C00P N006 -0.4(9) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-03-29
_olex2_submission_special_instructions 'No special instructions were received'
