# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_d1550_a
_database_code_depnum_ccdc_archive 'CCDC 1421895'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 N2 O2 S2'
_chemical_formula_sum            'C38 H54 N2 O2 S2'
_chemical_formula_weight         634.95

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   4.6497(2)
_cell_length_b                   6.8344(3)
_cell_length_c                   27.9597(12)
_cell_angle_alpha                87.196(2)
_cell_angle_beta                 85.342(2)
_cell_angle_gamma                74.748(2)
_cell_volume                     854.02(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    8611
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      66.51

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.680
_shelx_estimated_absorpt_T_min   0.560
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6132
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with multi-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25447
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.173
_diffrn_reflns_theta_max         67.522
_diffrn_reflns_theta_full        67.522
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             3022
_reflns_number_gt                2487
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+(0.0451P)²+0.5785P] 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_number_reflns         3022
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1168
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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
S1 S 0.9030(6) 0.8895(4) 0.58856(10) 0.0280(4) Uani 0.5 1 d . . P A 1
S2 S 0.4646(7) 0.3492(3) 0.65443(8) 0.0290(5) Uani 0.5 1 d . . P B 1
O1 O 0.881(2) 0.8823(13) 0.5737(2) 0.043(2) Uani 0.5 1 d . . P A 2
O2 O 0.438(3) 0.3589(15) 0.6534(4) 0.075(3) Uani 0.5 1 d . . P B 2
N1 N 0.6665(4) 0.6154(3) 0.61459(7) 0.0417(5) Uani 1 1 d . . . . .
C1 C 0.5511(4) 0.5834(3) 0.43605(8) 0.0368(6) Uani 1 1 d . . . . .
C2 C 0.6977(5) 0.7327(3) 0.44127(9) 0.0419(6) Uani 1 1 d . . . . .
H2A H 0.7562 0.8041 0.4138 0.050 Uiso 1 1 calc R U . . .
C3 C 0.7598(5) 0.7784(3) 0.48690(9) 0.0416(6) Uani 1 1 d . . . . .
H3A H 0.8595 0.8814 0.4899 0.050 Uiso 1 1 calc R U . . .
C4 C 0.6798(4) 0.6777(3) 0.52748(9) 0.0385(6) Uani 1 1 d . . . . .
C5 C 0.5321(4) 0.5235(3) 0.52302(8) 0.0350(5) Uani 1 1 d . . . . .
C6 C 0.7488(5) 0.7277(4) 0.57541(10) 0.0442(7) Uani 1 1 d . . . . .
C7 C 0.5196(5) 0.4628(3) 0.61184(9) 0.0415(6) Uani 1 1 d . . . . .
C8 C 0.7335(5) 0.6655(5) 0.66288(10) 0.0612(9) Uani 1 1 d . . . . .
H8A H 0.9095 0.7223 0.6597 0.073 Uiso 1 1 calc R U . . .
H8B H 0.7846 0.5396 0.6830 0.073 Uiso 1 1 calc R U . . .
C9 C 0.4704(5) 0.8179(4) 0.68781(9) 0.0412(6) Uani 1 1 d . . . . .
H9A H 0.3703 0.9191 0.6638 0.049 Uiso 1 1 calc R U . . .
H9B H 0.3235 0.7463 0.7022 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5735(4) 0.9266(3) 0.72691(8) 0.0332(5) Uani 1 1 d . . . . .
H10A H 0.6736 0.8247 0.7507 0.040 Uiso 1 1 calc R U . . .
H10B H 0.7218 0.9967 0.7123 0.040 Uiso 1 1 calc R U . . .
C11 C 0.3172(4) 1.0809(3) 0.75254(7) 0.0294(5) Uani 1 1 d . . . . .
H11A H 0.1948 1.0079 0.7734 0.035 Uiso 1 1 calc R U . . .
H11B H 0.1882 1.1622 0.7283 0.035 Uiso 1 1 calc R U . . .
C12 C 0.4239(4) 1.2235(3) 0.78302(7) 0.0286(5) Uani 1 1 d . . . . .
H12A H 0.5437 1.1424 0.8083 0.034 Uiso 1 1 calc R U . . .
H12B H 0.5563 1.2900 0.7625 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1713(4) 1.3866(3) 0.80673(7) 0.0292(5) Uani 1 1 d . . . . .
H13A H 0.0454 1.4635 0.7816 0.035 Uiso 1 1 calc R U . . .
H13B H 0.0447 1.3204 0.8286 0.035 Uiso 1 1 calc R U . . .
C14 C 0.2810(4) 1.5341(3) 0.83501(7) 0.0283(5) Uani 1 1 d . . . . .
H14A H 0.3986 1.6053 0.8127 0.034 Uiso 1 1 calc R U . . .
H14B H 0.4164 1.4560 0.8588 0.034 Uiso 1 1 calc R U . . .
C15 C 0.0322(5) 1.6916(3) 0.86124(7) 0.0303(5) Uani 1 1 d . . . . .
H15A H -0.1066 1.7674 0.8376 0.036 Uiso 1 1 calc R U . . .
H15B H -0.0818 1.6208 0.8843 0.036 Uiso 1 1 calc R U . . .
C16 C 0.1441(4) 1.8417(3) 0.88817(7) 0.0290(5) Uani 1 1 d . . . . .
H16A H 0.2555 1.9139 0.8650 0.035 Uiso 1 1 calc R U . . .
H16B H 0.2854 1.7657 0.9114 0.035 Uiso 1 1 calc R U . . .
C17 C -0.1038(5) 1.9978(3) 0.91511(7) 0.0302(5) Uani 1 1 d . . . . .
H17A H -0.2498 2.0697 0.8921 0.036 Uiso 1 1 calc R U . . .
H17B H -0.2096 1.9260 0.9393 0.036 Uiso 1 1 calc R U . . .
C18 C 0.0071(5) 2.1533(3) 0.94029(8) 0.0337(5) Uani 1 1 d . . . . .
H18A H 0.1156 2.2241 0.9163 0.040 Uiso 1 1 calc R U . . .
H18B H 0.1499 2.0821 0.9638 0.040 Uiso 1 1 calc R U . . .
C19 C -0.2451(6) 2.3102(3) 0.96625(9) 0.0429(6) Uani 1 1 d . . . . .
H19A H -0.1619 2.4077 0.9813 0.064 Uiso 1 1 calc R U . . .
H19B H -0.3483 2.2417 0.9910 0.064 Uiso 1 1 calc R U . . .
H19C H -0.3869 2.3818 0.9432 0.064 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 C6 1.540(4) . ?
S2 C7 1.432(4) . ?
O1 C6 1.352(9) . ?
O2 C7 1.410(10) . ?
N1 C6 1.393(3) . ?
N1 C7 1.397(3) . ?
N1 C8 1.486(3) . ?
C1 C2 1.387(3) . ?
C1 C5 1.410(3) 2_666 ?
C1 C7 1.473(3) 2_666 ?
C2 C3 1.398(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.374(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.416(3) . ?
C4 C6 1.479(3) . ?
C5 C1 1.410(3) 2_666 ?
C5 C5 1.415(4) 2_666 ?
C7 C1 1.473(3) 2_666 ?
C8 C9 1.526(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.526(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.523(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.525(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.523(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.522(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.523(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.520(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.525(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.521(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.525(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C6 N1 C7 124.75(19) . . ?
C6 N1 C8 117.4(2) . . ?
C7 N1 C8 117.8(2) . . ?
C2 C1 C5 119.6(2) . 2_666 ?
C2 C1 C7 120.4(2) . 2_666 ?
C5 C1 C7 120.0(2) 2_666 2_666 ?
C1 C2 C3 120.2(3) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 H2A 119.9 . . ?
C4 C3 C2 121.5(2) . . ?
C4 C3 H3A 119.2 . . ?
C2 C3 H3A 119.2 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 C6 120.7(2) . . ?
C5 C4 C6 120.0(2) . . ?
C1 C5 C5 119.8(3) 2_666 2_666 ?
C1 C5 C4 120.7(2) 2_666 . ?
C5 C5 C4 119.5(3) 2_666 . ?
O1 C6 N1 130.1(3) . . ?
O1 C6 C4 112.8(4) . . ?
N1 C6 C4 117.1(2) . . ?
N1 C6 S1 114.2(2) . . ?
C4 C6 S1 128.7(3) . . ?
N1 C7 O2 121.4(5) . . ?
N1 C7 S2 119.3(2) . . ?
N1 C7 C1 117.5(2) . 2_666 ?
O2 C7 C1 121.1(5) . 2_666 ?
S2 C7 C1 123.0(2) . 2_666 ?
N1 C8 C9 112.19(18) . . ?
N1 C8 H8A 109.2 . . ?
C9 C8 H8A 109.2 . . ?
N1 C8 H8B 109.2 . . ?
C9 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 C8 111.19(17) . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C11 C10 C9 112.80(16) . . ?
C11 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C12 112.92(16) . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C11 113.79(16) . . ?
C13 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 113.27(16) . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 C15 114.12(16) . . ?
C13 C14 H14A 108.7 . . ?
C15 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C16 C15 C14 113.60(16) . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C17 113.79(16) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 113.75(17) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 C19 112.88(18) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
C5 C1 C2 C3 -0.7(3) 2_666 . . . ?
C7 C1 C2 C3 178.90(18) 2_666 . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C2 C3 C4 C6 179.70(18) . . . . ?
C3 C4 C5 C1 179.60(18) . . . 2_666 ?
C6 C4 C5 C1 0.2(3) . . . 2_666 ?
C3 C4 C5 C5 -0.4(3) . . . 2_666 ?
C6 C4 C5 C5 -179.8(2) . . . 2_666 ?
C7 N1 C6 O1 177.4(5) . . . . ?
C8 N1 C6 O1 -1.0(6) . . . . ?
C7 N1 C6 C4 -1.3(3) . . . . ?
C8 N1 C6 C4 -179.65(17) . . . . ?
C7 N1 C6 S1 178.91(19) . . . . ?
C8 N1 C6 S1 0.5(3) . . . . ?
C3 C4 C6 O1 2.6(5) . . . . ?
C5 C4 C6 O1 -178.0(4) . . . . ?
C3 C4 C6 N1 -178.52(18) . . . . ?
C5 C4 C6 N1 0.9(3) . . . . ?
C3 C4 C6 S1 1.3(3) . . . . ?
C5 C4 C6 S1 -179.3(2) . . . . ?
C6 N1 C7 O2 -178.5(5) . . . . ?
C8 N1 C7 O2 -0.2(6) . . . . ?
C6 N1 C7 S2 175.9(2) . . . . ?
C8 N1 C7 S2 -5.7(3) . . . . ?
C6 N1 C7 C1 0.5(3) . . . 2_666 ?
C8 N1 C7 C1 178.87(17) . . . 2_666 ?
C6 N1 C8 C9 93.4(3) . . . . ?
C7 N1 C8 C9 -85.1(3) . . . . ?
N1 C8 C9 C10 -158.6(2) . . . . ?
C8 C9 C10 C11 179.8(2) . . . . ?
C9 C10 C11 C12 -166.57(19) . . . . ?
C10 C11 C12 C13 176.75(18) . . . . ?
C11 C12 C13 C14 -177.14(17) . . . . ?
C12 C13 C14 C15 -176.87(17) . . . . ?
C13 C14 C15 C16 -178.35(17) . . . . ?
C14 C15 C16 C17 -179.13(17) . . . . ?
C15 C16 C17 C18 -177.54(17) . . . . ?
C16 C17 C18 C19 178.98(18) . . . . ?

_refine_diff_density_max         0.212
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.040



####################################################################### 
# 
# 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_d1548_a
_database_code_depnum_ccdc_archive 'CCDC 1421896'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 N2 O4'
_chemical_formula_sum            'C38 H54 N2 O4'
_chemical_formula_weight         602.83

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   4.6352(2)
_cell_length_b                   6.6073(2)
_cell_length_c                   27.9285(9)
_cell_angle_alpha                92.995(2)
_cell_angle_beta                 94.603(2)
_cell_angle_gamma                104.495(2)
_cell_volume                     823.12(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      66.80

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_F_000             328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.609
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6574
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with multi-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29125
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.591
_diffrn_reflns_theta_max         67.391
_diffrn_reflns_theta_full        67.391
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             2915
_reflns_number_gt                2448
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+(0.0451P)²+0.4910P] 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_number_reflns         2915
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1251
_refine_ls_wR_factor_gt          0.1213
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_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
O1 O 0.9639(3) 0.12340(18) 0.57406(4) 0.0304(3) Uani 1 1 d . . . . .
O2 O 0.5711(3) 0.60182(18) 0.65035(4) 0.0306(3) Uani 1 1 d . . . . .
N1 N 0.7705(3) 0.3647(2) 0.61243(5) 0.0217(3) Uani 1 1 d . . . . .
C1 C 0.4989(4) 0.4243(2) 0.43482(6) 0.0195(4) Uani 1 1 d . . . . .
C2 C 0.6522(4) 0.2705(2) 0.43718(6) 0.0227(4) Uani 1 1 d . . . . .
H2A H 0.6870 0.2013 0.4083 0.027 Uiso 1 1 calc R U . . .
C3 C 0.7571(4) 0.2156(2) 0.48194(6) 0.0220(4) Uani 1 1 d . . . . .
H3A H 0.8624 0.1095 0.4832 0.026 Uiso 1 1 calc R U . . .
C4 C 0.7091(4) 0.3140(2) 0.52405(6) 0.0195(4) Uani 1 1 d . . . . .
C5 C 0.5524(3) 0.4719(2) 0.52249(5) 0.0182(3) Uani 1 1 d . . . . .
C6 C 0.8246(4) 0.2571(2) 0.57121(6) 0.0218(4) Uani 1 1 d . . . . .
C7 C 0.6122(4) 0.5191(2) 0.61256(6) 0.0221(4) Uani 1 1 d . . . . .
C8 C 0.8859(4) 0.3098(3) 0.65966(6) 0.0251(4) Uani 1 1 d . . . . .
H8A H 0.9656 0.4398 0.6810 0.030 Uiso 1 1 calc R U . . .
H8B H 1.0535 0.2451 0.6550 0.030 Uiso 1 1 calc R U . . .
C9 C 0.6482(4) 0.1593(3) 0.68429(6) 0.0249(4) Uani 1 1 d . . . . .
H9A H 0.5162 0.0567 0.6598 0.030 Uiso 1 1 calc R U . . .
H9B H 0.5235 0.2389 0.7003 0.030 Uiso 1 1 calc R U . . .
C10 C 0.7891(4) 0.0428(3) 0.72147(6) 0.0242(4) Uani 1 1 d . . . . .
H10A H 0.9138 -0.0361 0.7052 0.029 Uiso 1 1 calc R U . . .
H10B H 0.9224 0.1463 0.7457 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5586(4) -0.1090(3) 0.74713(6) 0.0238(4) Uani 1 1 d . . . . .
H11A H 0.4607 -0.0278 0.7685 0.029 Uiso 1 1 calc R U . . .
H11B H 0.4024 -0.1947 0.7229 0.029 Uiso 1 1 calc R U . . .
C12 C 0.6951(4) -0.2537(3) 0.77693(6) 0.0254(4) Uani 1 1 d . . . . .
H12A H 0.8480 -0.1676 0.8016 0.031 Uiso 1 1 calc R U . . .
H12B H 0.7980 -0.3314 0.7557 0.031 Uiso 1 1 calc R U . . .
C13 C 0.4681(4) -0.4108(3) 0.80195(6) 0.0266(4) Uani 1 1 d . . . . .
H13A H 0.3128 -0.4953 0.7774 0.032 Uiso 1 1 calc R U . . .
H13B H 0.3684 -0.3333 0.8238 0.032 Uiso 1 1 calc R U . . .
C14 C 0.6075(4) -0.5579(3) 0.83086(6) 0.0264(4) Uani 1 1 d . . . . .
H14A H 0.7012 -0.6386 0.8087 0.032 Uiso 1 1 calc R U . . .
H14B H 0.7681 -0.4728 0.8545 0.032 Uiso 1 1 calc R U . . .
C15 C 0.3857(4) -0.7109(3) 0.85752(6) 0.0273(4) Uani 1 1 d . . . . .
H15A H 0.2242 -0.7953 0.8339 0.033 Uiso 1 1 calc R U . . .
H15B H 0.2934 -0.6304 0.8799 0.033 Uiso 1 1 calc R U . . .
C16 C 0.5262(4) -0.8585(3) 0.88592(6) 0.0273(4) Uani 1 1 d . . . . .
H16A H 0.6163 -0.9402 0.8634 0.033 Uiso 1 1 calc R U . . .
H16B H 0.6895 -0.7740 0.9093 0.033 Uiso 1 1 calc R U . . .
C17 C 0.3052(4) -1.0100(3) 0.91313(6) 0.0285(4) Uani 1 1 d . . . . .
H17A H 0.1356 -1.0884 0.8901 0.034 Uiso 1 1 calc R U . . .
H17B H 0.2245 -0.9284 0.9370 0.034 Uiso 1 1 calc R U . . .
C18 C 0.4421(4) -1.1659(3) 0.93906(7) 0.0324(4) Uani 1 1 d . . . . .
H18A H 0.6086 -1.0880 0.9627 0.039 Uiso 1 1 calc R U . . .
H18B H 0.5265 -1.2458 0.9153 0.039 Uiso 1 1 calc R U . . .
C19 C 0.2165(5) -1.3194(3) 0.96523(7) 0.0399(5) Uani 1 1 d . . . . .
H19A H 0.3152 -1.4171 0.9808 0.060 Uiso 1 1 calc R U . . .
H19B H 0.0515 -1.3979 0.9420 0.060 Uiso 1 1 calc R U . . .
H19C H 0.1377 -1.2417 0.9897 0.060 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
O1 C6 1.220(2) . ?
O2 C7 1.214(2) . ?
N1 C6 1.394(2) . ?
N1 C7 1.398(2) . ?
N1 C8 1.480(2) . ?
C1 C2 1.380(2) . ?
C1 C5 1.411(2) 2_666 ?
C1 C7 1.482(2) 2_666 ?
C2 C3 1.403(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.375(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.413(2) . ?
C4 C6 1.484(2) . ?
C5 C1 1.411(2) 2_666 ?
C5 C5 1.411(3) 2_666 ?
C7 C1 1.482(2) 2_666 ?
C8 C9 1.523(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.524(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.524(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.520(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.523(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.526(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.521(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.523(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.523(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.523(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.525(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C6 N1 C7 124.88(13) . . ?
C6 N1 C8 117.67(14) . . ?
C7 N1 C8 117.44(14) . . ?
C2 C1 C5 120.09(15) . 2_666 ?
C2 C1 C7 120.08(15) . 2_666 ?
C5 C1 C7 119.84(15) 2_666 2_666 ?
C1 C2 C3 120.34(15) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 H2A 119.8 . . ?
C4 C3 C2 120.68(15) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 119.94(15) . . ?
C3 C4 C6 120.30(15) . . ?
C5 C4 C6 119.76(14) . . ?
C1 C5 C5 119.40(19) 2_666 2_666 ?
C1 C5 C4 121.04(15) 2_666 . ?
C5 C5 C4 119.55(18) 2_666 . ?
O1 C6 N1 121.03(15) . . ?
O1 C6 C4 121.74(15) . . ?
N1 C6 C4 117.23(14) . . ?
O2 C7 N1 120.30(15) . . ?
O2 C7 C1 122.46(16) . 2_666 ?
N1 C7 C1 117.23(14) . 2_666 ?
N1 C8 C9 112.98(14) . . ?
N1 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
N1 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C8 C9 C10 111.40(14) . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
C10 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
C11 C10 C9 113.08(14) . . ?
C11 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C10 112.78(14) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C13 113.83(15) . . ?
C11 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 113.20(15) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.8 . . ?
C15 C14 C13 113.92(15) . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 113.58(15) . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 113.64(15) . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C15 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 113.53(15) . . ?
C16 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 C19 112.88(17) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
C5 C1 C2 C3 0.3(2) 2_666 . . . ?
C7 C1 C2 C3 -179.79(15) 2_666 . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C2 C3 C4 C6 -179.13(15) . . . . ?
C3 C4 C5 C1 -179.76(15) . . . 2_666 ?
C6 C4 C5 C1 -0.6(2) . . . 2_666 ?
C3 C4 C5 C5 -0.3(3) . . . 2_666 ?
C6 C4 C5 C5 178.86(17) . . . 2_666 ?
C7 N1 C6 O1 -179.67(15) . . . . ?
C8 N1 C6 O1 -0.5(2) . . . . ?
C7 N1 C6 C4 1.0(2) . . . . ?
C8 N1 C6 C4 -179.75(13) . . . . ?
C3 C4 C6 O1 0.0(2) . . . . ?
C5 C4 C6 O1 -179.14(15) . . . . ?
C3 C4 C6 N1 179.32(14) . . . . ?
C5 C4 C6 N1 0.1(2) . . . . ?
C6 N1 C7 O2 178.60(15) . . . . ?
C8 N1 C7 O2 -0.6(2) . . . . ?
C6 N1 C7 C1 -1.7(2) . . . 2_666 ?
C8 N1 C7 C1 179.10(14) . . . 2_666 ?
C6 N1 C8 C9 -98.63(18) . . . . ?
C7 N1 C8 C9 80.64(18) . . . . ?
N1 C8 C9 C10 158.37(14) . . . . ?
C8 C9 C10 C11 179.77(14) . . . . ?
C9 C10 C11 C12 169.09(14) . . . . ?
C10 C11 C12 C13 -178.54(14) . . . . ?
C11 C12 C13 C14 178.80(14) . . . . ?
C12 C13 C14 C15 177.98(14) . . . . ?
C13 C14 C15 C16 179.48(15) . . . . ?
C14 C15 C16 C17 179.30(14) . . . . ?
C15 C16 C17 C18 176.55(15) . . . . ?
C16 C17 C18 C19 -178.78(15) . . . . ?

_refine_diff_density_max         0.187
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_d1555_a
_database_code_depnum_ccdc_archive 'CCDC 1421897'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 N2 O S3'
_chemical_formula_sum            'C38 H54 N2 O S3'
_chemical_formula_weight         651.01

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.2348(5)
_cell_length_b                   4.9094(3)
_cell_length_c                   48.847(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.174(4)
_cell_angle_gamma                90
_cell_volume                     1732.32(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    3672
_cell_measurement_theta_min      3.62
_cell_measurement_theta_max      64.82

_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.195
_shelx_estimated_absorpt_T_min   0.632
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6286
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with mutli-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25351
_diffrn_reflns_av_unetI/netI     0.0890
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_limit_l_max       57
_diffrn_reflns_theta_min         1.812
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_full        66.600
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3058
_reflns_number_gt                2185
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+3.3189P] 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_number_reflns         3058
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0694
_refine_ls_wR_factor_ref         0.1703
_refine_ls_wR_factor_gt          0.1554
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
S1 S 0.1020(4) 0.2064(6) 0.56615(5) 0.0408(5) Uani 0.69 1 d . . P A 1
O1 O 0.141(2) 0.152(3) 0.5640(3) 0.046(6) Uiso 0.31 1 d . . P A 2
S2 S 0.7475(4) 0.6629(5) 0.55708(5) 0.0438(6) Uani 0.81 1 d . . P B 1
O2 O 0.721(4) 0.616(6) 0.5523(5) 0.035(8) Uiso 0.19 1 d . . P B 2
N1 N 0.4280(4) 0.4019(6) 0.55842(6) 0.0321(7) Uani 1 1 d . . . . .
C1 C 0.3789(5) -0.2724(7) 0.47924(7) 0.0293(8) Uani 1 1 d . . . . .
C2 C 0.2199(5) -0.2978(8) 0.49339(7) 0.0360(9) Uani 1 1 d . . . . .
H2A H 0.1283 -0.4260 0.4873 0.043 Uiso 1 1 calc R U . . .
C3 C 0.1907(5) -0.1393(8) 0.51643(7) 0.0342(9) Uani 1 1 d . . . . .
H3A H 0.0802 -0.1616 0.5258 0.041 Uiso 1 1 calc R U . . .
C4 C 0.3205(5) 0.0495(7) 0.52573(7) 0.0297(8) Uani 1 1 d . . . . .
C5 C 0.4865(5) 0.0831(7) 0.51164(7) 0.0284(8) Uani 1 1 d . . . . .
C6 C 0.2898(5) 0.2179(8) 0.54990(7) 0.0318(9) Uani 1 1 d . . . . .
C7 C 0.5937(5) 0.4416(8) 0.54512(7) 0.0317(8) Uani 1 1 d . . . . .
C8 C 0.4002(6) 0.5633(8) 0.58352(7) 0.0400(10) Uani 1 1 d . . . . .
H8A H 0.2668 0.6031 0.5848 0.048 Uiso 1 1 calc R U . . .
H8B H 0.4668 0.7388 0.5825 0.048 Uiso 1 1 calc R U . . .
C9 C 0.4713(5) 0.4084(8) 0.60904(7) 0.0348(9) Uani 1 1 d . . . . .
H9A H 0.4195 0.2217 0.6085 0.042 Uiso 1 1 calc R U . . .
H9B H 0.6078 0.3938 0.6092 0.042 Uiso 1 1 calc R U . . .
C10 C 0.4170(5) 0.5511(8) 0.63506(7) 0.0321(9) Uani 1 1 d . . . . .
H10A H 0.2804 0.5505 0.6356 0.039 Uiso 1 1 calc R U . . .
H10B H 0.4581 0.7433 0.6345 0.039 Uiso 1 1 calc R U . . .
C11 C 0.5003(5) 0.4178(7) 0.66113(7) 0.0302(8) Uani 1 1 d . . . . .
H11A H 0.4672 0.2221 0.6609 0.036 Uiso 1 1 calc R U . . .
H11B H 0.6369 0.4308 0.6612 0.036 Uiso 1 1 calc R U . . .
C12 C 0.4356(5) 0.5459(7) 0.68723(7) 0.0289(8) Uani 1 1 d . . . . .
H12A H 0.2995 0.5268 0.6875 0.035 Uiso 1 1 calc R U . . .
H12B H 0.4647 0.7430 0.6871 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5241(5) 0.4195(8) 0.71331(7) 0.0306(8) Uani 1 1 d . . . . .
H13A H 0.4976 0.2216 0.7132 0.037 Uiso 1 1 calc R U . . .
H13B H 0.6600 0.4424 0.7133 0.037 Uiso 1 1 calc R U . . .
C14 C 0.4564(5) 0.5427(8) 0.73948(7) 0.0287(8) Uani 1 1 d . . . . .
H14A H 0.3206 0.5183 0.7396 0.034 Uiso 1 1 calc R U . . .
H14B H 0.4818 0.7409 0.7395 0.034 Uiso 1 1 calc R U . . .
C15 C 0.5456(5) 0.4190(7) 0.76549(7) 0.0280(8) Uani 1 1 d . . . . .
H15A H 0.6813 0.4447 0.7654 0.034 Uiso 1 1 calc R U . . .
H15B H 0.5211 0.2206 0.7654 0.034 Uiso 1 1 calc R U . . .
C16 C 0.4778(5) 0.5391(8) 0.79182(7) 0.0294(8) Uani 1 1 d . . . . .
H16A H 0.5020 0.7376 0.7919 0.035 Uiso 1 1 calc R U . . .
H16B H 0.3422 0.5130 0.7919 0.035 Uiso 1 1 calc R U . . .
C17 C 0.5670(5) 0.4165(8) 0.81779(7) 0.0303(8) Uani 1 1 d . . . . .
H17A H 0.7025 0.4447 0.8178 0.036 Uiso 1 1 calc R U . . .
H17B H 0.5442 0.2177 0.8176 0.036 Uiso 1 1 calc R U . . .
C18 C 0.4975(5) 0.5344(8) 0.84409(7) 0.0335(9) Uani 1 1 d . . . . .
H18A H 0.3621 0.5058 0.8442 0.040 Uiso 1 1 calc R U . . .
H18B H 0.5204 0.7332 0.8444 0.040 Uiso 1 1 calc R U . . .
C19 C 0.5887(6) 0.4092(9) 0.86992(8) 0.0462(11) Uani 1 1 d . . . . .
H19A H 0.5299 0.4809 0.8860 0.069 Uiso 1 1 calc R U . . .
H19B H 0.7207 0.4551 0.8711 0.069 Uiso 1 1 calc R U . . .
H19C H 0.5741 0.2108 0.8693 0.069 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 C6 1.611(4) . ?
O1 C6 1.348(16) . ?
S2 C7 1.640(4) . ?
O2 C7 1.29(2) . ?
N1 C6 1.394(5) . ?
N1 C7 1.408(5) . ?
N1 C8 1.483(4) . ?
C1 C2 1.381(5) . ?
C1 C5 1.401(5) 3_656 ?
C1 C7 1.473(5) 3_656 ?
C2 C3 1.394(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.378(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.427(5) . ?
C4 C6 1.468(5) . ?
C5 C1 1.401(5) 3_656 ?
C5 C5 1.422(7) 3_656 ?
C7 C1 1.474(5) 3_656 ?
C8 C9 1.525(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.522(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.526(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.519(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.526(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.520(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.520(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.521(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.516(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.520(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.521(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C6 N1 C7 124.5(3) . . ?
C6 N1 C8 117.7(3) . . ?
C7 N1 C8 117.7(3) . . ?
C2 C1 C5 119.0(3) . 3_656 ?
C2 C1 C7 120.4(3) . 3_656 ?
C5 C1 C7 120.6(3) 3_656 3_656 ?
C1 C2 C3 121.4(4) . . ?
C1 C2 H2A 119.3 . . ?
C3 C2 H2A 119.3 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3A 119.6 . . ?
C2 C3 H3A 119.6 . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 C6 120.9(3) . . ?
C5 C4 C6 119.5(3) . . ?
C1 C5 C5 120.8(4) 3_656 3_656 ?
C1 C5 C4 120.8(3) 3_656 . ?
C5 C5 C4 118.4(4) 3_656 . ?
O1 C6 N1 125.6(8) . . ?
O1 C6 C4 115.9(8) . . ?
N1 C6 C4 117.8(3) . . ?
N1 C6 S1 119.1(3) . . ?
C4 C6 S1 123.1(3) . . ?
O2 C7 N1 125.3(12) . . ?
O2 C7 C1 117.9(12) . 3_656 ?
N1 C7 C1 116.8(3) . 3_656 ?
N1 C7 S2 120.4(3) . . ?
C1 C7 S2 122.8(3) 3_656 . ?
N1 C8 C9 110.8(3) . . ?
N1 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C8 111.2(3) . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C11 113.0(3) . . ?
C9 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C10 113.4(3) . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C10 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C11 C12 C13 113.4(3) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 113.6(3) . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 C15 113.7(3) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 114.2(3) . . ?
C14 C15 H15A 108.7 . . ?
C16 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C17 C16 C15 114.3(3) . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C15 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 C18 114.3(3) . . ?
C16 C17 H17A 108.7 . . ?
C18 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 113.5(3) . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
C19 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
C5 C1 C2 C3 0.0(6) 3_656 . . . ?
C7 C1 C2 C3 -179.8(3) 3_656 . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C2 C3 C4 C6 179.6(3) . . . . ?
C3 C4 C5 C1 -179.6(3) . . . 3_656 ?
C6 C4 C5 C1 0.7(5) . . . 3_656 ?
C3 C4 C5 C5 -0.6(6) . . . 3_656 ?
C6 C4 C5 C5 179.8(4) . . . 3_656 ?
C7 N1 C6 O1 171.4(9) . . . . ?
C8 N1 C6 O1 -7.3(10) . . . . ?
C7 N1 C6 C4 1.3(5) . . . . ?
C8 N1 C6 C4 -177.4(3) . . . . ?
C7 N1 C6 S1 -176.6(3) . . . . ?
C8 N1 C6 S1 4.7(5) . . . . ?
C3 C4 C6 O1 8.0(9) . . . . ?
C5 C4 C6 O1 -172.3(8) . . . . ?
C3 C4 C6 N1 179.1(3) . . . . ?
C5 C4 C6 N1 -1.2(5) . . . . ?
C3 C4 C6 S1 -3.1(5) . . . . ?
C5 C4 C6 S1 176.5(3) . . . . ?
C6 N1 C7 O2 178.1(17) . . . . ?
C8 N1 C7 O2 -3.1(17) . . . . ?
C6 N1 C7 C1 -0.8(5) . . . 3_656 ?
C8 N1 C7 C1 178.0(3) . . . 3_656 ?
C6 N1 C7 S2 -179.6(3) . . . . ?
C8 N1 C7 S2 -0.9(5) . . . . ?
C6 N1 C8 C9 87.2(4) . . . . ?
C7 N1 C8 C9 -91.7(4) . . . . ?
N1 C8 C9 C10 -171.2(3) . . . . ?
C8 C9 C10 C11 -174.6(3) . . . . ?
C9 C10 C11 C12 -175.7(3) . . . . ?
C10 C11 C12 C13 -177.9(3) . . . . ?
C11 C12 C13 C14 -178.7(3) . . . . ?
C12 C13 C14 C15 -179.5(3) . . . . ?
C13 C14 C15 C16 -179.5(3) . . . . ?
C14 C15 C16 C17 -179.8(3) . . . . ?
C15 C16 C17 C18 -179.3(3) . . . . ?
C16 C17 C18 C19 -179.9(3) . . . . ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.065



####################################################################### 
# 
# 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_d1581_a
_database_code_depnum_ccdc_archive 'CCDC 1421898'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 N2 O2 S2'
_chemical_formula_sum            'C38 H54 N2 O2 S2'
_chemical_formula_weight         634.95

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   4.6420(2)
_cell_length_b                   46.2015(16)
_cell_length_c                   7.8037(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.678(3)
_cell_angle_gamma                90
_cell_volume                     1662.28(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    147(2)
_cell_measurement_reflns_used    4056
_cell_measurement_theta_min      3.83
_cell_measurement_theta_max      67.18

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.726
_shelx_estimated_absorpt_T_min   0.860
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6683
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      147(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker ImuS with multi-layer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33011
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_av_R_equivalents  0.1090
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       55
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.912
_diffrn_reflns_theta_max         67.326
_diffrn_reflns_theta_full        67.326
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2971
_reflns_number_gt                2441
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       APEX2
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+(0.0375P)²+0.8545P] 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_number_reflns         2971
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1188
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
S1 S 0.43110(11) 0.45082(2) 0.84576(7) 0.02785(19) Uani 1 1 d . . . . .
O1 O 0.5967(3) 0.42822(3) 0.24844(19) 0.0272(4) Uani 1 1 d . . . . .
N1 N 0.5216(3) 0.44115(3) 0.5211(2) 0.0191(4) Uani 1 1 d . . . . .
C1 C 1.2362(4) 0.51621(4) 0.3451(3) 0.0180(4) Uani 1 1 d . . . . .
C2 C 1.1857(4) 0.49664(4) 0.2106(3) 0.0209(4) Uani 1 1 d . . . . .
H2A H 1.2817 0.4991 0.1106 0.025 Uiso 1 1 calc R U . . .
C3 C 0.9968(4) 0.47334(4) 0.2189(3) 0.0208(4) Uani 1 1 d . . . . .
H3A H 0.9657 0.4602 0.1248 0.025 Uiso 1 1 calc R U . . .
C4 C 0.8546(4) 0.46917(4) 0.3629(3) 0.0185(4) Uani 1 1 d . . . . .
C5 C 0.9037(4) 0.48819(4) 0.5048(3) 0.0175(4) Uani 1 1 d . . . . .
C6 C 0.6520(4) 0.44492(4) 0.3686(3) 0.0198(4) Uani 1 1 d . . . . .
C7 C 0.5713(4) 0.45845(4) 0.6671(3) 0.0193(4) Uani 1 1 d . . . . .
C8 C 0.3332(4) 0.41521(4) 0.5210(3) 0.0220(4) Uani 1 1 d . . . . .
H8A H 0.2195 0.4131 0.4062 0.026 Uiso 1 1 calc R U . . .
H8B H 0.1952 0.4177 0.6075 0.026 Uiso 1 1 calc R U . . .
C9 C 0.5124(4) 0.38792(4) 0.5628(3) 0.0247(5) Uani 1 1 d . . . . .
H9A H 0.6132 0.3894 0.6815 0.030 Uiso 1 1 calc R U . . .
H9B H 0.6620 0.3864 0.4826 0.030 Uiso 1 1 calc R U . . .
C10 C 0.3270(4) 0.36056(4) 0.5488(3) 0.0240(5) Uani 1 1 d . . . . .
H10A H 0.1975 0.3607 0.6410 0.029 Uiso 1 1 calc R U . . .
H10B H 0.2036 0.3606 0.4364 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5077(4) 0.33314(4) 0.5638(3) 0.0266(5) Uani 1 1 d . . . . .
H11A H 0.6383 0.3337 0.6735 0.032 Uiso 1 1 calc R U . . .
H11B H 0.6304 0.3327 0.4682 0.032 Uiso 1 1 calc R U . . .
C12 C 0.3292(5) 0.30544(4) 0.5589(3) 0.0262(5) Uani 1 1 d . . . . .
H12A H 0.2165 0.3053 0.6591 0.031 Uiso 1 1 calc R U . . .
H12B H 0.1892 0.3055 0.4530 0.031 Uiso 1 1 calc R U . . .
C13 C 0.5104(5) 0.27800(4) 0.5621(3) 0.0275(5) Uani 1 1 d . . . . .
H13A H 0.6564 0.2784 0.6652 0.033 Uiso 1 1 calc R U . . .
H13B H 0.6163 0.2778 0.4590 0.033 Uiso 1 1 calc R U . . .
C14 C 0.3351(5) 0.25025(4) 0.5652(3) 0.0271(5) Uani 1 1 d . . . . .
H14A H 0.1820 0.2503 0.4656 0.033 Uiso 1 1 calc R U . . .
H14B H 0.2381 0.2499 0.6717 0.033 Uiso 1 1 calc R U . . .
C15 C 0.5159(5) 0.22292(4) 0.5586(3) 0.0279(5) Uani 1 1 d . . . . .
H15A H 0.6718 0.2231 0.6566 0.033 Uiso 1 1 calc R U . . .
H15B H 0.6093 0.2231 0.4508 0.033 Uiso 1 1 calc R U . . .
C16 C 0.3429(5) 0.19500(4) 0.5657(3) 0.0265(5) Uani 1 1 d . . . . .
H16A H 0.2604 0.1942 0.6771 0.032 Uiso 1 1 calc R U . . .
H16B H 0.1791 0.1953 0.4724 0.032 Uiso 1 1 calc R U . . .
C17 C 0.5208(4) 0.16781(4) 0.5473(3) 0.0267(5) Uani 1 1 d . . . . .
H17A H 0.6035 0.1687 0.4360 0.032 Uiso 1 1 calc R U . . .
H17B H 0.6846 0.1675 0.6406 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3512(5) 0.13982(4) 0.5540(3) 0.0280(5) Uani 1 1 d . . . . .
H18A H 0.1794 0.1406 0.4662 0.034 Uiso 1 1 calc R U . . .
H18B H 0.2810 0.1381 0.6686 0.034 Uiso 1 1 calc R U . . .
C19 C 0.5283(5) 0.11309(5) 0.5224(3) 0.0334(5) Uani 1 1 d . . . . .
H19A H 0.4070 0.0958 0.5267 0.050 Uiso 1 1 calc R U . . .
H19B H 0.6948 0.1117 0.6115 0.050 Uiso 1 1 calc R U . . .
H19C H 0.5971 0.1145 0.4087 0.050 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 C7 1.644(2) . ?
O1 C6 1.219(2) . ?
N1 C7 1.389(3) . ?
N1 C6 1.407(3) . ?
N1 C8 1.484(2) . ?
C1 C2 1.384(3) . ?
C1 C5 1.418(3) 3_766 ?
C1 C7 1.483(3) 3_766 ?
C2 C3 1.395(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.381(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.411(3) . ?
C4 C6 1.467(3) . ?
C5 C5 1.418(4) 3_766 ?
C5 C1 1.418(3) 3_766 ?
C7 C1 1.483(3) 3_766 ?
C8 C9 1.525(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.526(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.516(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.523(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.520(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.520(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.521(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.524(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.520(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.518(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.519(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C7 N1 C6 125.15(16) . . ?
C7 N1 C8 120.45(16) . . ?
C6 N1 C8 114.28(16) . . ?
C2 C1 C5 118.62(17) . 3_766 ?
C2 C1 C7 121.13(18) . 3_766 ?
C5 C1 C7 120.24(17) 3_766 3_766 ?
C1 C2 C3 121.38(19) . . ?
C1 C2 H2A 119.3 . . ?
C3 C2 H2A 119.3 . . ?
C4 C3 C2 120.53(18) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 120.17(17) . . ?
C3 C4 C6 120.02(18) . . ?
C5 C4 C6 119.82(17) . . ?
C4 C5 C5 118.9(2) . 3_766 ?
C4 C5 C1 120.74(17) . 3_766 ?
C5 C5 C1 120.4(2) 3_766 3_766 ?
O1 C6 N1 119.96(17) . . ?
O1 C6 C4 122.60(18) . . ?
N1 C6 C4 117.44(17) . . ?
N1 C7 C1 116.45(17) . 3_766 ?
N1 C7 S1 121.86(14) . . ?
C1 C7 S1 121.67(15) 3_766 . ?
N1 C8 C9 111.15(16) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C8 C9 C10 112.35(16) . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
C11 C10 C9 112.60(17) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C12 113.94(17) . . ?
C10 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C13 C12 C11 113.70(17) . . ?
C13 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 114.03(17) . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 113.65(18) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 113.98(17) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 113.69(17) . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C15 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 114.28(17) . . ?
C18 C17 H17A 108.7 . . ?
C16 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C16 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 113.22(18) . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
C19 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
C5 C1 C2 C3 1.4(3) 3_766 . . . ?
C7 C1 C2 C3 -177.69(18) 3_766 . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C2 C3 C4 C6 178.77(17) . . . . ?
C3 C4 C5 C5 1.2(3) . . . 3_766 ?
C6 C4 C5 C5 -178.8(2) . . . 3_766 ?
C3 C4 C5 C1 -178.64(17) . . . 3_766 ?
C6 C4 C5 C1 1.3(3) . . . 3_766 ?
C7 N1 C6 O1 178.90(18) . . . . ?
C8 N1 C6 O1 2.8(3) . . . . ?
C7 N1 C6 C4 -0.5(3) . . . . ?
C8 N1 C6 C4 -176.57(16) . . . . ?
C3 C4 C6 O1 -1.7(3) . . . . ?
C5 C4 C6 O1 178.36(18) . . . . ?
C3 C4 C6 N1 177.75(17) . . . . ?
C5 C4 C6 N1 -2.2(3) . . . . ?
C6 N1 C7 C1 3.9(3) . . . 3_766 ?
C8 N1 C7 C1 179.69(16) . . . 3_766 ?
C6 N1 C7 S1 -174.62(14) . . . . ?
C8 N1 C7 S1 1.2(2) . . . . ?
C7 N1 C8 C9 -95.9(2) . . . . ?
C6 N1 C8 C9 80.3(2) . . . . ?
N1 C8 C9 C10 -175.15(17) . . . . ?
C8 C9 C10 C11 171.43(18) . . . . ?
C9 C10 C11 C12 177.24(18) . . . . ?
C10 C11 C12 C13 176.19(19) . . . . ?
C11 C12 C13 C14 177.44(19) . . . . ?
C12 C13 C14 C15 176.85(19) . . . . ?
C13 C14 C15 C16 178.69(19) . . . . ?
C14 C15 C16 C17 176.23(19) . . . . ?
C15 C16 C17 C18 -179.96(19) . . . . ?
C16 C17 C18 C19 175.86(19) . . . . ?

_refine_diff_density_max         0.210
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.059



