# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_[H2L1][SO4]
_database_code_depnum_ccdc_archive 'CCDC 1508723'
_audit_update_record             
;
2016-10-07 deposited with the CCDC.
2017-01-30 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         ?
_chemical_formula_sum            'C21 H36 N6 O5 S'
_chemical_formula_weight         484.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.666(7)
_cell_length_b                   9.761(6)
_cell_length_c                   14.448(11)
_cell_angle_alpha                104.97(5)
_cell_angle_beta                 108.43(5)
_cell_angle_gamma                91.04(6)
_cell_volume                     1242.0(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    586
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      17.88

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             522
_exptl_transmission_factor_min   0.974
_exptl_transmission_factor_max   0.986
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.173
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10403
_diffrn_reflns_av_unetI/netI     0.1632
_diffrn_reflns_av_R_equivalents  0.1288
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.173
_diffrn_reflns_theta_max         24.250
_diffrn_reflns_theta_full        24.250
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4017
_reflns_number_gt                1594
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0910P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4017
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1682
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.2251
_refine_ls_wR_factor_gt          0.1818
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_restrained_S_all      0.957
_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 0.21274(18) 0.76323(16) 0.41542(13) 0.0499(5) Uani 1 1 d . . . . .
O1 O 0.2307(5) 0.6869(4) 0.4927(3) 0.0631(13) Uani 1 1 d . . . . .
O2 O 0.3429(4) 0.8652(4) 0.4423(3) 0.0532(12) Uani 1 1 d . . . . .
O3 O 0.0833(4) 0.8433(4) 0.4091(3) 0.0607(13) Uani 1 1 d . . . . .
O4 O 0.1928(5) 0.6605(4) 0.3153(3) 0.0594(13) Uani 1 1 d . . . . .
O5 O 0.4435(7) 0.6631(8) 0.2660(5) 0.118(2) Uani 1 1 d . . . . .
N1 N -0.0317(6) 0.2917(6) 0.3800(4) 0.0535(16) Uani 1 1 d . . . . .
H1 H -0.067(7) 0.285(6) 0.424(5) 0.064 Uiso 1 1 d . U . . .
N2 N 0.3365(5) 0.1141(5) 0.5890(4) 0.0493(14) Uani 1 1 d . . . . .
H2 H 0.4208 0.1705 0.6181 0.059 Uiso 1 1 calc R U . . .
H3 H 0.3471 0.0416 0.5406 0.059 Uiso 1 1 calc R U . . .
N3 N 0.4208(6) -0.1624(6) 0.6819(4) 0.0643(16) Uani 1 1 d . . . . .
H4 H 0.3677 -0.2135 0.6225 0.077 Uiso 1 1 calc R U . . .
N4 N -0.0641(6) -0.2726(5) 0.1677(4) 0.0688(17) Uani 1 1 d . . . . .
H5 H 0.0105 -0.3038 0.2040 0.083 Uiso 1 1 calc R U . . .
N5 N 0.0870(5) 0.0471(5) 0.3116(4) 0.0487(14) Uani 1 1 d . . . . .
H6 H 0.0838 -0.0152 0.3465 0.058 Uiso 1 1 calc R U . . .
H7 H 0.0136 0.1004 0.3130 0.058 Uiso 1 1 calc R U . . .
N6 N 0.0139(7) 0.3855(6) 0.1909(5) 0.0628(17) Uani 1 1 d . . . . .
C1 C -0.1340(11) 0.2421(8) 0.0471(6) 0.089(3) Uani 1 1 d . . . . .
H8 H -0.1732 0.1896 -0.0207 0.107 Uiso 1 1 calc R U . . .
C2 C -0.1970(9) 0.2467(7) 0.1220(6) 0.074(2) Uani 1 1 d . . . . .
H9 H -0.2862 0.1984 0.1131 0.089 Uiso 1 1 calc R U . . .
C3 C -0.1043(8) 0.3348(6) 0.2109(6) 0.0576(19) Uani 1 1 d . . . . .
C4 C -0.1176(7) 0.3756(6) 0.3132(5) 0.0596(19) Uani 1 1 d . . . . .
H10 H -0.2201 0.3616 0.3069 0.072 Uiso 1 1 calc R U . . .
H11 H -0.0839 0.4761 0.3447 0.072 Uiso 1 1 calc R U . . .
C5 C 0.1230(6) 0.3574(6) 0.4334(5) 0.0524(17) Uani 1 1 d . . . . .
H12 H 0.1270 0.4271 0.4959 0.063 Uiso 1 1 calc R U . . .
H13 H 0.1501 0.4085 0.3913 0.063 Uiso 1 1 calc R U . . .
C6 C 0.2383(6) 0.2554(6) 0.4595(5) 0.0444(16) Uani 1 1 d . . . . .
C7 C 0.2165(6) 0.1963(6) 0.5430(5) 0.0504(17) Uani 1 1 d . . . . .
H14 H 0.2074 0.2754 0.5967 0.061 Uiso 1 1 calc R U . . .
H15 H 0.1247 0.1346 0.5149 0.061 Uiso 1 1 calc R U . . .
C8 C 0.2989(7) 0.0580(7) 0.6672(5) 0.0602(19) Uani 1 1 d . . . . .
H16 H 0.2815 0.1376 0.7169 0.072 Uiso 1 1 calc R U . . .
H17 H 0.2084 -0.0055 0.6338 0.072 Uiso 1 1 calc R U . . .
C9 C 0.4144(8) -0.0202(7) 0.7213(6) 0.0613(19) Uani 1 1 d . . . . .
C10 C 0.5250(9) -0.2108(9) 0.7518(7) 0.072(2) Uani 1 1 d . . . . .
H18 H 0.5499 -0.3038 0.7435 0.087 Uiso 1 1 calc R U . . .
C11 C -0.1977(8) -0.3490(7) 0.1130(6) 0.073(2) Uani 1 1 d . . . . .
H19 H -0.2233 -0.4434 0.1085 0.088 Uiso 1 1 calc R U . . .
C12 C -0.2846(8) -0.2656(8) 0.0675(5) 0.076(2) Uani 1 1 d . . . . .
H20 H -0.3817 -0.2912 0.0256 0.091 Uiso 1 1 calc R U . . .
C13 C -0.2043(9) -0.1313(7) 0.0935(5) 0.070(2) Uani 1 1 d . . . . .
H21 H -0.2385 -0.0524 0.0722 0.084 Uiso 1 1 calc R U . . .
C14 C -0.0680(8) -0.1388(6) 0.1554(5) 0.0602(19) Uani 1 1 d . . . . .
C15 C 0.0658(8) -0.0329(7) 0.2034(5) 0.068(2) Uani 1 1 d . . . . .
H22 H 0.0589 0.0349 0.1640 0.081 Uiso 1 1 calc R U . . .
H23 H 0.1513 -0.0825 0.2013 0.081 Uiso 1 1 calc R U . . .
C16 C 0.2303(6) 0.1417(6) 0.3624(5) 0.0490(17) Uani 1 1 d . . . . .
H24 H 0.2469 0.1887 0.3147 0.059 Uiso 1 1 calc R U . . .
H25 H 0.3090 0.0824 0.3784 0.059 Uiso 1 1 calc R U . . .
C17 C 0.3869(7) 0.3454(6) 0.4979(5) 0.0591(19) Uani 1 1 d . . . . .
H26 H 0.4641 0.2857 0.5128 0.089 Uiso 1 1 calc R U . . .
H27 H 0.3943 0.4193 0.5583 0.089 Uiso 1 1 calc R U . . .
H28 H 0.3955 0.3876 0.4466 0.089 Uiso 1 1 calc R U . . .
C18 C -0.0048(10) 0.3279(8) 0.0906(7) 0.080(2) Uani 1 1 d . . . . .
H29 H 0.0597 0.3444 0.0576 0.096 Uiso 1 1 calc R U . . .
C19 C 0.5846(9) -0.1002(10) 0.8343(7) 0.086(3) Uani 1 1 d . . . . .
H30 H 0.6593 -0.1028 0.8929 0.103 Uiso 1 1 calc R U . . .
C20 C 0.5152(9) 0.0198(9) 0.8170(6) 0.081(2) Uani 1 1 d . . . . .
H31 H 0.5342 0.1104 0.8624 0.097 Uiso 1 1 calc R U . . .
C21 C 0.4133(11) 0.5772(9) 0.1702(7) 0.114(3) Uani 1 1 d . . . . .
H32 H 0.3460 0.6187 0.1231 0.172 Uiso 1 1 calc R U . . .
H33 H 0.3701 0.4852 0.1654 0.172 Uiso 1 1 calc R U . . .
H34 H 0.5024 0.5669 0.1542 0.172 Uiso 1 1 calc R U . . .
H35 H 0.085(7) 0.452(6) 0.234(5) 0.07(2) Uiso 1 1 d . . . . .
H36 H 0.352(13) 0.694(12) 0.276(9) 0.20(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.463(4) . ?
S1 O2 1.473(4) . ?
S1 O3 1.478(4) . ?
S1 O4 1.484(4) . ?
O5 C21 1.356(9) . ?
O5 H36 0.98(12) . ?
N1 C4 1.490(7) . ?
N1 C5 1.491(7) . ?
N1 H1 0.83(6) . ?
N2 C7 1.501(7) . ?
N2 C8 1.510(7) . ?
N2 H2 0.8900 . ?
N2 H3 0.8900 . ?
N3 C9 1.369(8) . ?
N3 C10 1.370(8) . ?
N3 H4 0.8600 . ?
N4 C14 1.362(7) . ?
N4 C11 1.366(8) . ?
N4 H5 0.8600 . ?
N5 C15 1.502(8) . ?
N5 C16 1.507(7) . ?
N5 H6 0.8900 . ?
N5 H7 0.8900 . ?
N6 C18 1.363(9) . ?
N6 C3 1.378(8) . ?
N6 H35 0.89(6) . ?
C1 C18 1.360(10) . ?
C1 C2 1.391(11) . ?
C1 H8 0.9300 . ?
C2 C3 1.366(9) . ?
C2 H9 0.9300 . ?
C3 C4 1.476(9) . ?
C4 H10 0.9700 . ?
C4 H11 0.9700 . ?
C5 C6 1.531(7) . ?
C5 H12 0.9700 . ?
C5 H13 0.9700 . ?
C6 C16 1.527(8) . ?
C6 C17 1.530(8) . ?
C6 C7 1.533(8) . ?
C7 H14 0.9700 . ?
C7 H15 0.9700 . ?
C8 C9 1.492(9) . ?
C8 H16 0.9700 . ?
C8 H17 0.9700 . ?
C9 C20 1.367(9) . ?
C10 C19 1.340(10) . ?
C10 H18 0.9300 . ?
C11 C12 1.323(9) . ?
C11 H19 0.9300 . ?
C12 C13 1.410(9) . ?
C12 H20 0.9300 . ?
C13 C14 1.354(9) . ?
C13 H21 0.9300 . ?
C14 C15 1.495(9) . ?
C15 H22 0.9700 . ?
C15 H23 0.9700 . ?
C16 H24 0.9700 . ?
C16 H25 0.9700 . ?
C17 H26 0.9600 . ?
C17 H27 0.9600 . ?
C17 H28 0.9600 . ?
C18 H29 0.9300 . ?
C19 C20 1.399(10) . ?
C19 H30 0.9300 . ?
C20 H31 0.9300 . ?
C21 H32 0.9600 . ?
C21 H33 0.9600 . ?
C21 H34 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 110.4(3) . . ?
O1 S1 O3 109.4(3) . . ?
O2 S1 O3 108.5(2) . . ?
O1 S1 O4 110.0(2) . . ?
O2 S1 O4 108.8(3) . . ?
O3 S1 O4 109.7(3) . . ?
C21 O5 H36 109(7) . . ?
C4 N1 C5 111.6(5) . . ?
C4 N1 H1 113(5) . . ?
C5 N1 H1 107(5) . . ?
C7 N2 C8 109.7(5) . . ?
C7 N2 H2 109.7 . . ?
C8 N2 H2 109.7 . . ?
C7 N2 H3 109.7 . . ?
C8 N2 H3 109.7 . . ?
H2 N2 H3 108.2 . . ?
C9 N3 C10 109.4(6) . . ?
C9 N3 H4 125.3 . . ?
C10 N3 H4 125.3 . . ?
C14 N4 C11 109.0(6) . . ?
C14 N4 H5 125.5 . . ?
C11 N4 H5 125.5 . . ?
C15 N5 C16 112.8(5) . . ?
C15 N5 H6 109.0 . . ?
C16 N5 H6 109.0 . . ?
C15 N5 H7 109.0 . . ?
C16 N5 H7 109.0 . . ?
H6 N5 H7 107.8 . . ?
C18 N6 C3 108.5(7) . . ?
C18 N6 H35 125(4) . . ?
C3 N6 H35 126(4) . . ?
C18 C1 C2 108.0(7) . . ?
C18 C1 H8 126.0 . . ?
C2 C1 H8 126.0 . . ?
C3 C2 C1 107.7(7) . . ?
C3 C2 H9 126.2 . . ?
C1 C2 H9 126.2 . . ?
C2 C3 N6 107.7(7) . . ?
C2 C3 C4 130.0(7) . . ?
N6 C3 C4 122.4(6) . . ?
C3 C4 N1 112.8(5) . . ?
C3 C4 H10 109.0 . . ?
N1 C4 H10 109.0 . . ?
C3 C4 H11 109.0 . . ?
N1 C4 H11 109.0 . . ?
H10 C4 H11 107.8 . . ?
N1 C5 C6 116.5(4) . . ?
N1 C5 H12 108.2 . . ?
C6 C5 H12 108.2 . . ?
N1 C5 H13 108.2 . . ?
C6 C5 H13 108.2 . . ?
H12 C5 H13 107.3 . . ?
C16 C6 C17 107.6(5) . . ?
C16 C6 C5 109.0(5) . . ?
C17 C6 C5 105.7(4) . . ?
C16 C6 C7 114.5(5) . . ?
C17 C6 C7 110.6(5) . . ?
C5 C6 C7 109.1(5) . . ?
N2 C7 C6 115.2(5) . . ?
N2 C7 H14 108.5 . . ?
C6 C7 H14 108.5 . . ?
N2 C7 H15 108.5 . . ?
C6 C7 H15 108.5 . . ?
H14 C7 H15 107.5 . . ?
C9 C8 N2 114.3(5) . . ?
C9 C8 H16 108.7 . . ?
N2 C8 H16 108.7 . . ?
C9 C8 H17 108.7 . . ?
N2 C8 H17 108.7 . . ?
H16 C8 H17 107.6 . . ?
C20 C9 N3 106.9(6) . . ?
C20 C9 C8 131.1(7) . . ?
N3 C9 C8 121.5(6) . . ?
C19 C10 N3 107.7(7) . . ?
C19 C10 H18 126.1 . . ?
N3 C10 H18 126.1 . . ?
C12 C11 N4 108.3(6) . . ?
C12 C11 H19 125.9 . . ?
N4 C11 H19 125.9 . . ?
C11 C12 C13 108.2(7) . . ?
C11 C12 H20 125.9 . . ?
C13 C12 H20 125.9 . . ?
C14 C13 C12 107.1(6) . . ?
C14 C13 H21 126.5 . . ?
C12 C13 H21 126.5 . . ?
C13 C14 N4 107.5(6) . . ?
C13 C14 C15 131.7(6) . . ?
N4 C14 C15 120.8(6) . . ?
C14 C15 N5 113.5(6) . . ?
C14 C15 H22 108.9 . . ?
N5 C15 H22 108.9 . . ?
C14 C15 H23 108.9 . . ?
N5 C15 H23 108.9 . . ?
H22 C15 H23 107.7 . . ?
N5 C16 C6 114.5(5) . . ?
N5 C16 H24 108.6 . . ?
C6 C16 H24 108.6 . . ?
N5 C16 H25 108.6 . . ?
C6 C16 H25 108.6 . . ?
H24 C16 H25 107.6 . . ?
C6 C17 H26 109.5 . . ?
C6 C17 H27 109.5 . . ?
H26 C17 H27 109.5 . . ?
C6 C17 H28 109.5 . . ?
H26 C17 H28 109.5 . . ?
H27 C17 H28 109.5 . . ?
C1 C18 N6 108.2(8) . . ?
C1 C18 H29 125.9 . . ?
N6 C18 H29 125.9 . . ?
C10 C19 C20 108.3(7) . . ?
C10 C19 H30 125.8 . . ?
C20 C19 H30 125.8 . . ?
C9 C20 C19 107.7(7) . . ?
C9 C20 H31 126.2 . . ?
C19 C20 H31 126.2 . . ?
O5 C21 H32 109.5 . . ?
O5 C21 H33 109.5 . . ?
H32 C21 H33 109.5 . . ?
O5 C21 H34 109.5 . . ?
H32 C21 H34 109.5 . . ?
H33 C21 H34 109.5 . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_[HL2][AcO]
_database_code_depnum_ccdc_archive 'CCDC 1508724'
_audit_update_record             
;
2016-10-07 deposited with the CCDC.
2017-01-30 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         ?
_chemical_formula_sum            'C27 H37 N7 O2'
_chemical_formula_weight         491.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.605(3)
_cell_length_b                   16.671(4)
_cell_length_c                   13.147(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.243(13)
_cell_angle_gamma                90
_cell_volume                     2726.8(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4691
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      21.81

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   0.980
_exptl_transmission_factor_max   0.996
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29728
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.989
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5362
_reflns_number_gt                3296
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+0.2000P] 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         5362
_refine_ls_number_parameters     327
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1654
_refine_ls_wR_factor_gt          0.1331
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_restrained_S_all      0.941
_refine_ls_shift/su_max          0.002
_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 0.47835(12) 0.68936(9) 0.73326(12) 0.0643(5) Uani 1 1 d . . . . .
O2 O 0.48617(16) 0.56431(10) 0.78793(15) 0.0845(6) Uani 1 1 d . . . . .
C21 C 0.30306(15) 0.88164(12) 0.60498(14) 0.0435(5) Uani 1 1 d . . . . .
H21 H 0.2795 0.9361 0.5841 0.052 Uiso 1 1 calc R U . . .
C15 C 0.16276(16) 0.87377(13) 0.71298(15) 0.0483(5) Uani 1 1 d . . . . .
H15A H 0.1003 0.8436 0.7254 0.058 Uiso 1 1 calc R U . . .
H15B H 0.1393 0.9274 0.6913 0.058 Uiso 1 1 calc R U . . .
C2 C 0.24360(16) 0.87861(12) 0.81219(15) 0.0454(5) Uani 1 1 d . . . . .
C9 C 0.34266(17) 0.92144(13) 0.78599(15) 0.0493(5) Uani 1 1 d . . . . .
H9A H 0.3245 0.9770 0.7695 0.059 Uiso 1 1 calc R U . . .
H9B H 0.3985 0.9209 0.8460 0.059 Uiso 1 1 calc R U . . .
C22 C 0.35154(16) 0.84273(13) 0.52161(15) 0.0485(5) Uani 1 1 d . . . . .
C16 C 0.12667(16) 0.81937(13) 0.53950(15) 0.0502(5) Uani 1 1 d . . . . .
H16A H 0.1606 0.8084 0.4798 0.060 Uiso 1 1 calc R U . . .
H16B H 0.0824 0.8669 0.5250 0.060 Uiso 1 1 calc R U . . .
C17 C 0.05728(16) 0.74985(13) 0.55805(14) 0.0489(4) Uani 1 1 d . U . . .
C10 C 0.48047(16) 0.93021(13) 0.68181(17) 0.0540(6) Uani 1 1 d . . . . .
H10A H 0.4661 0.9872 0.6856 0.065 Uiso 1 1 calc R U . . .
H10B H 0.4949 0.9187 0.6130 0.065 Uiso 1 1 calc R U . . .
C11 C 0.57659(16) 0.91012(13) 0.75759(15) 0.0490(5) Uani 1 1 d . . . . .
C4 C 0.22788(17) 0.65456(13) 0.80117(16) 0.0543(6) Uani 1 1 d . . . . .
H4A H 0.1510 0.6642 0.7882 0.065 Uiso 1 1 calc R U . . .
H4B H 0.2440 0.6155 0.7511 0.065 Uiso 1 1 calc R U . . .
C26 C 0.51774(18) 0.61988(14) 0.73929(17) 0.0555(6) Uani 1 1 d . . . . .
C5 C 0.25754(16) 0.62022(12) 0.90620(16) 0.0490(5) Uani 1 1 d . . . . .
C23 C 0.36024(18) 0.86840(16) 0.42414(16) 0.0631(6) Uani 1 1 d . . . . .
H23 H 0.3310 0.9152 0.3928 0.076 Uiso 1 1 calc R U . . .
C1 C 0.1964(2) 0.92927(15) 0.89198(18) 0.0658(7) Uani 1 1 d . . . . .
H1A H 0.1336 0.9032 0.9089 0.099 Uiso 1 1 calc R U . . .
H1B H 0.1773 0.9814 0.8637 0.099 Uiso 1 1 calc R U . . .
H1C H 0.2490 0.9348 0.9531 0.099 Uiso 1 1 calc R U . . .
C3 C 0.2687(2) 0.79556(13) 0.86008(15) 0.0575(6) Uani 1 1 d . . . . .
H3A H 0.3332 0.7996 0.9112 0.069 Uiso 1 1 calc R U . . .
H3B H 0.2103 0.7800 0.8957 0.069 Uiso 1 1 calc R U . . .
C18 C -0.03753(18) 0.74943(15) 0.59560(16) 0.0594(5) Uani 1 1 d . U . . .
H18 H -0.0749 0.7942 0.6128 0.071 Uiso 1 1 calc R U . . .
C8 C 0.35948(19) 0.55664(13) 1.03452(17) 0.0573(6) Uani 1 1 d . . . . .
H8 H 0.4166 0.5286 1.0720 0.069 Uiso 1 1 calc R U . . .
C14 C 0.70658(18) 0.83121(17) 0.83664(19) 0.0693(7) Uani 1 1 d . . . . .
H14 H 0.7458 0.7854 0.8585 0.083 Uiso 1 1 calc R U . . .
C7 C 0.2698(2) 0.57905(15) 1.06899(18) 0.0666(7) Uani 1 1 d . . . . .
H7 H 0.2536 0.5699 1.1346 0.080 Uiso 1 1 calc R U . . .
C24 C 0.4211(2) 0.81156(19) 0.38031(19) 0.0746(8) Uani 1 1 d . . . . .
H24 H 0.4393 0.8136 0.3146 0.090 Uiso 1 1 calc R U . . .
C25 C 0.44848(18) 0.75323(17) 0.45087(19) 0.0669(7) Uani 1 1 d . . . . .
H25 H 0.4893 0.7080 0.4422 0.080 Uiso 1 1 calc R U . . .
C12 C 0.65334(18) 0.95744(15) 0.81351(17) 0.0621(6) Uani 1 1 d . . . . .
H12 H 0.6514 1.0131 0.8179 0.075 Uiso 1 1 calc R U . . .
C6 C 0.20439(19) 0.61898(14) 0.98792(19) 0.0653(7) Uani 1 1 d . . . . .
H6 H 0.1368 0.6407 0.9900 0.078 Uiso 1 1 calc R U . . .
C13 C 0.73534(19) 0.90777(18) 0.86293(19) 0.0723(7) Uani 1 1 d . . . . .
H13 H 0.7976 0.9242 0.9056 0.087 Uiso 1 1 calc R U . . .
C20 C 0.0055(3) 0.62255(17) 0.5709(2) 0.0894(7) Uani 1 1 d . U . . .
H20 H 0.0043 0.5668 0.5680 0.107 Uiso 1 1 calc R U . . .
C19 C -0.0683(2) 0.66950(18) 0.60357(19) 0.0825(6) Uani 1 1 d . U . . .
H19 H -0.1298 0.6519 0.6275 0.099 Uiso 1 1 calc R U . . .
C27 C 0.6099(3) 0.6044(2) 0.6838(3) 0.1221(14) Uani 1 1 d . . . . .
H27A H 0.5833 0.5882 0.6143 0.183 Uiso 1 1 calc R U . . .
H27B H 0.6541 0.5625 0.7184 0.183 Uiso 1 1 calc R U . . .
H27C H 0.6518 0.6524 0.6831 0.183 Uiso 1 1 calc R U . . .
N5 N 0.21069(12) 0.83454(10) 0.63024(11) 0.0416(4) Uani 1 1 d . . . . .
N1 N 0.28483(12) 0.73101(9) 0.78575(11) 0.0433(4) Uani 1 1 d . . . . .
H1D H 0.3549 0.7210 0.7912 0.052 Uiso 1 1 calc R U . . .
H1E H 0.2621 0.7487 0.7221 0.052 Uiso 1 1 calc R U . . .
N3 N 0.38429(12) 0.88489(10) 0.69947(12) 0.0431(4) Uani 1 1 d . . . . .
N2 N 0.35299(14) 0.58187(10) 0.93505(13) 0.0513(4) Uani 1 1 d . . . . .
H2 H 0.4014 0.5747 0.8967 0.062 Uiso 1 1 calc R U . . .
N4 N 0.61019(14) 0.83311(11) 0.77259(14) 0.0558(5) Uani 1 1 d . . . . .
H4 H 0.5758 0.7917 0.7457 0.067 Uiso 1 1 calc R U . . .
N7 N 0.40603(13) 0.77196(11) 0.53720(13) 0.0535(5) Uani 1 1 d . . . . .
H7A H 0.4126 0.7436 0.5925 0.064 Uiso 1 1 calc R U . . .
N6 N 0.08449(19) 0.67211(13) 0.54227(16) 0.0760(5) Uani 1 1 d . U . . .
H6A H 0.1408 0.6564 0.5186 0.091 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 C26 1.258(2) . ?
O2 C26 1.228(3) . ?
C21 N3 1.479(2) . ?
C21 N5 1.485(2) . ?
C21 C22 1.487(3) . ?
C15 N5 1.479(2) . ?
C15 C2 1.523(3) . ?
C2 C9 1.525(3) . ?
C2 C3 1.533(3) . ?
C2 C1 1.539(3) . ?
C9 N3 1.460(2) . ?
C22 N7 1.364(3) . ?
C22 C23 1.372(3) . ?
C16 N5 1.484(2) . ?
C16 C17 1.495(3) . ?
C17 C18 1.364(3) . ?
C17 N6 1.365(3) . ?
C10 N3 1.478(2) . ?
C10 C11 1.478(3) . ?
C11 N4 1.356(3) . ?
C11 C12 1.368(3) . ?
C4 C5 1.486(3) . ?
C4 N1 1.492(2) . ?
C26 C27 1.490(3) . ?
C5 C6 1.355(3) . ?
C5 N2 1.361(3) . ?
C23 C24 1.400(3) . ?
C3 N1 1.489(2) . ?
C18 C19 1.397(3) . ?
C8 C7 1.337(3) . ?
C8 N2 1.364(3) . ?
C14 C13 1.356(3) . ?
C14 N4 1.363(3) . ?
C7 C6 1.406(3) . ?
C24 C25 1.350(4) . ?
C25 N7 1.366(3) . ?
C12 C13 1.400(3) . ?
C20 C19 1.339(4) . ?
C20 N6 1.391(4) . ?

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
N3 C21 N5 107.06(14) . . ?
N3 C21 C22 108.92(16) . . ?
N5 C21 C22 111.34(16) . . ?
N5 C15 C2 110.93(15) . . ?
C15 C2 C9 106.91(16) . . ?
C15 C2 C3 111.70(17) . . ?
C9 C2 C3 113.13(17) . . ?
C15 C2 C1 109.53(17) . . ?
C9 C2 C1 108.48(17) . . ?
C3 C2 C1 107.02(17) . . ?
N3 C9 C2 112.97(16) . . ?
N7 C22 C23 107.23(19) . . ?
N7 C22 C21 121.55(17) . . ?
C23 C22 C21 131.0(2) . . ?
N5 C16 C17 111.19(15) . . ?
C18 C17 N6 107.8(2) . . ?
C18 C17 C16 129.2(2) . . ?
N6 C17 C16 122.9(2) . . ?
N3 C10 C11 112.49(17) . . ?
N4 C11 C12 106.9(2) . . ?
N4 C11 C10 121.03(19) . . ?
C12 C11 C10 131.6(2) . . ?
C5 C4 N1 113.61(16) . . ?
O2 C26 O1 124.8(2) . . ?
O2 C26 C27 117.9(2) . . ?
O1 C26 C27 117.4(2) . . ?
C6 C5 N2 107.42(19) . . ?
C6 C5 C4 131.3(2) . . ?
N2 C5 C4 121.26(19) . . ?
C22 C23 C24 107.7(2) . . ?
N1 C3 C2 115.09(16) . . ?
C17 C18 C19 107.6(2) . . ?
C7 C8 N2 108.4(2) . . ?
C13 C14 N4 108.1(2) . . ?
C8 C7 C6 107.5(2) . . ?
C25 C24 C23 107.5(2) . . ?
C24 C25 N7 108.4(2) . . ?
C11 C12 C13 108.3(2) . . ?
C5 C6 C7 107.7(2) . . ?
C14 C13 C12 106.9(2) . . ?
C19 C20 N6 107.7(3) . . ?
C20 C19 C18 108.5(3) . . ?
C15 N5 C16 110.08(15) . . ?
C15 N5 C21 110.98(15) . . ?
C16 N5 C21 113.21(14) . . ?
C3 N1 C4 114.13(16) . . ?
C9 N3 C10 108.39(16) . . ?
C9 N3 C21 112.50(15) . . ?
C10 N3 C21 111.20(15) . . ?
C5 N2 C8 109.04(18) . . ?
C11 N4 C14 109.79(19) . . ?
C22 N7 C25 109.13(19) . . ?
C17 N6 C20 108.3(2) . . ?

_refine_diff_density_max         0.323
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_[HL2]2[SO4]
_database_code_depnum_ccdc_archive 'CCDC 1508725'
_audit_update_record             
;
2016-10-07 deposited with the CCDC.
2017-01-30 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         ?
_chemical_formula_sum            'C50 H72 N14 O6 S'
_chemical_formula_weight         997.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c :H'
_space_group_name_Hall           '-R 3 2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'-x, -x+y, -z+1/2'
'x-y, -y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'x, x-y, z-1/2'
'-x+y, y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'

_cell_length_a                   23.541(4)
_cell_length_b                   23.541(4)
_cell_length_c                   59.81(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     28705(17)
_cell_formula_units_Z            18
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6141
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      18.59

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.038
_exptl_crystal_F_000             9684
_exptl_transmission_factor_min   0.984
_exptl_transmission_factor_max   0.990
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.102
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70111
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_limit_l_max       67
_diffrn_reflns_theta_min         1.209
_diffrn_reflns_theta_max         24.497
_diffrn_reflns_theta_full        24.497
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5305
_reflns_number_gt                3408
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5305
_refine_ls_number_parameters     327
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.1019
_refine_ls_wR_factor_ref         0.2863
_refine_ls_wR_factor_gt          0.2621
_refine_ls_goodness_of_fit_ref   0.849
_refine_ls_restrained_S_all      0.851
_refine_ls_shift/su_max          0.019
_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
C1 C 0.2622(3) 0.3757(3) -0.03305(10) 0.089(3) Uani 1 1 d . . . . .
H1 H 0.3067 0.4051 -0.0375 0.133 Uiso 1 1 calc R U . . .
H2 H 0.2329 0.3791 -0.0434 0.133 Uiso 1 1 calc R U . . .
H3 H 0.2542 0.3315 -0.0330 0.133 Uiso 1 1 calc R U . . .
C2 C 0.2508(3) 0.3939(3) -0.00939(9) 0.069(3) Uani 1 1 d . . . . .
C3 C 0.1807(3) 0.3435(3) -0.00307(10) 0.074(3) Uani 1 1 d . . . . .
H4 H 0.1521 0.3389 -0.0154 0.088 Uiso 1 1 calc R U . . .
H5 H 0.1781 0.3014 -0.0009 0.088 Uiso 1 1 calc R U . . .
C4 C 0.0835(3) 0.3347(3) 0.01752(11) 0.080(3) Uani 1 1 d . . . . .
H6 H 0.0721 0.3499 0.0309 0.096 Uiso 1 1 calc R U . . .
H7 H 0.0725 0.3527 0.0048 0.096 Uiso 1 1 calc R U . . .
C5 C 0.0437(3) 0.2615(3) 0.01662(11) 0.077(3) Uani 1 1 d . . . . .
C6 C 0.0151(3) 0.2191(3) -0.00094(13) 0.089(3) Uani 1 1 d . . . . .
H8 H 0.0178 0.2307 -0.0159 0.107 Uiso 1 1 calc R U . . .
C7 C -0.0186(4) 0.1558(4) 0.00759(17) 0.108(3) Uani 1 1 d . . . . .
H9 H -0.0424 0.1174 -0.0006 0.129 Uiso 1 1 calc R U . . .
C8 C -0.0105(4) 0.1601(4) 0.03011(18) 0.114(4) Uani 1 1 d . . . . .
H10 H -0.0279 0.1251 0.0401 0.137 Uiso 1 1 calc R U . . .
C9 C 0.3013(3) 0.3942(3) 0.00619(9) 0.072(3) Uani 1 1 d . . . . .
H11 H 0.2937 0.3499 0.0077 0.087 Uiso 1 1 calc R U . . .
H12 H 0.3447 0.4211 -0.0001 0.087 Uiso 1 1 calc R U . . .
C10 C 0.2609(3) 0.4637(3) -0.01005(9) 0.072(3) Uani 1 1 d . . . . .
H13 H 0.3032 0.4934 -0.0167 0.087 Uiso 1 1 calc R U . . .
H14 H 0.2272 0.4641 -0.0193 0.087 Uiso 1 1 calc R U . . .
C11 C 0.3113(3) 0.4884(3) 0.02661(9) 0.070(3) Uani 1 1 d . . . . .
H15 H 0.3535 0.5157 0.0191 0.084 Uiso 1 1 calc R U . . .
C12 C 0.3461(3) 0.4146(3) 0.04330(11) 0.080(3) Uani 1 1 d . . . . .
H16 H 0.3491 0.4371 0.0572 0.096 Uiso 1 1 calc R U . . .
H17 H 0.3891 0.4362 0.0364 0.096 Uiso 1 1 calc R U . . .
C13 C 0.3265(3) 0.3452(3) 0.04819(9) 0.076(3) Uani 1 1 d . . . . .
C14 C 0.3602(4) 0.3124(4) 0.04678(11) 0.094(3) Uani 1 1 d . . . . .
H18 H 0.4024 0.3290 0.0412 0.112 Uiso 1 1 calc R U . . .
C15 C 0.3197(5) 0.2488(4) 0.05531(12) 0.108(3) Uani 1 1 d . . . . .
H19 H 0.3307 0.2161 0.0566 0.130 Uiso 1 1 calc R U . . .
C16 C 0.2622(4) 0.2438(4) 0.06134(11) 0.096(3) Uani 1 1 d . . . . .
H20 H 0.2263 0.2069 0.0674 0.115 Uiso 1 1 calc R U . . .
C17 C 0.2594(3) 0.5497(3) 0.01132(10) 0.075(3) Uani 1 1 d . . . . .
H21 H 0.2971 0.5801 0.0025 0.090 Uiso 1 1 calc R U . . .
H22 H 0.2647 0.5678 0.0262 0.090 Uiso 1 1 calc R U . . .
C18 C 0.1994(3) 0.5433(3) 0.00116(11) 0.078(3) Uani 1 1 d . . . . .
C19 C 0.1881(5) 0.5633(4) -0.01909(12) 0.100(3) Uani 1 1 d . . . . .
H23 H 0.2192 0.5870 -0.0300 0.120 Uiso 1 1 calc R U . . .
C20 C 0.1210(5) 0.5411(4) -0.02020(16) 0.116(4) Uani 1 1 d . . . . .
H24 H 0.0995 0.5479 -0.0321 0.139 Uiso 1 1 calc R U . . .
C21 C 0.0928(4) 0.5090(4) -0.00154(16) 0.104(3) Uani 1 1 d . . . . .
H25 H 0.0484 0.4892 0.0019 0.125 Uiso 1 1 calc R U . . .
C22 C 0.3132(3) 0.5158(3) 0.04904(10) 0.071(3) Uani 1 1 d . . . . .
C23 C 0.3589(3) 0.5727(3) 0.05885(12) 0.084(3) Uani 1 1 d . . . . .
H26 H 0.3982 0.6043 0.0525 0.101 Uiso 1 1 calc R U . . .
C24 C 0.3358(4) 0.5751(3) 0.08042(12) 0.091(3) Uani 1 1 d . . . . .
H27 H 0.3569 0.6087 0.0908 0.110 Uiso 1 1 calc R U . . .
C25 C 0.2782(4) 0.5203(3) 0.08327(11) 0.090(3) Uani 1 1 d . . . . .
H28 H 0.2522 0.5090 0.0960 0.108 Uiso 1 1 calc R U . . .
N1 N 0.1561(2) 0.3599(2) 0.01746(7) 0.066(3) Uani 1 1 d . . . . .
H31 H 0.1650 0.3417 0.0292 0.079 Uiso 1 1 d R U . . .
H32 H 0.1770 0.4036 0.0196 0.079 Uiso 1 1 d R U . . .
N2 N 0.0276(3) 0.2246(3) 0.03561(10) 0.093(3) Uani 1 1 d . . . . .
H33 H 0.0371 0.2385 0.0491 0.112 Uiso 1 1 d R U . . .
N3 N 0.2986(2) 0.4197(2) 0.02823(7) 0.066(3) Uani 1 1 d . . . . .
N4 N 0.2659(3) 0.3021(3) 0.05697(8) 0.084(3) Uani 1 1 d . . . . .
H34 H 0.2334 0.3086 0.0589 0.101 Uiso 1 1 d R U . . .
N5 N 0.2578(2) 0.4863(2) 0.01267(7) 0.065(3) Uani 1 1 d . . . . .
N6 N 0.1401(3) 0.5100(3) 0.01170(10) 0.084(3) Uani 1 1 d . . . . .
H35 H 0.1348 0.4925 0.0247 0.101 Uiso 1 1 d R U . . .
N7 N 0.2639(2) 0.4837(2) 0.06421(8) 0.076(3) Uani 1 1 d . . . . .
H36 H 0.2292 0.4461 0.0624 0.092 Uiso 1 1 d R U . . .
O1 O 0.1572(2) 0.3235(2) 0.10313(6) 0.080(3) Uani 1 1 d . . . . .
O2 O 0.0621(2) 0.2758(3) 0.07988(8) 0.107(3) Uani 1 1 d . . . . .
O3 O 0.0981(3) 0.4563(3) 0.05434(10) 0.133(3) Uani 1 1 d D . . . .
S1 S 0.12642(9) 0.3333 0.0833 0.071(2) Uani 1 2 d S T P . .
H30 H 0.0677(13) 0.4695(14) 0.0613(3) 0.086 Uiso 1 1 d D U . . .
H29 H 0.0992 0.4281 0.0666 0.086 Uiso 1 1 d DR 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
C1 C2 1.541(8) . ?
C2 C9 1.507(8) . ?
C2 C3 1.522(8) . ?
C2 C10 1.541(8) . ?
C3 N1 1.488(7) . ?
C4 C5 1.495(8) . ?
C4 N1 1.504(7) . ?
C5 N2 1.363(8) . ?
C5 C6 1.371(9) . ?
C6 C7 1.389(10) . ?
C7 C8 1.357(11) . ?
C8 N2 1.362(9) . ?
C9 N3 1.463(7) . ?
C10 N5 1.474(7) . ?
C11 C22 1.480(8) . ?
C11 N5 1.490(7) . ?
C11 N3 1.494(7) . ?
C12 N3 1.487(7) . ?
C12 C13 1.487(9) . ?
C13 C14 1.359(8) . ?
C13 N4 1.376(8) . ?
C14 C15 1.408(11) . ?
C15 C16 1.348(10) . ?
C16 N4 1.358(8) . ?
C17 N5 1.475(7) . ?
C17 C18 1.477(8) . ?
C18 N6 1.365(8) . ?
C18 C19 1.372(9) . ?
C19 C20 1.396(11) . ?
C20 C21 1.325(11) . ?
C21 N6 1.358(9) . ?
C22 C23 1.363(8) . ?
C22 N7 1.365(7) . ?
C23 C24 1.412(9) . ?
C24 C25 1.335(9) . ?
C25 N7 1.365(8) . ?
O1 S1 1.466(4) . ?
O2 S1 1.455(4) . ?
O3 H30 1.002(2) . ?
S1 O2 1.455(4) 18_554 ?
S1 O1 1.466(4) 18_554 ?

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
C9 C2 C3 113.3(5) . . ?
C9 C2 C10 108.1(5) . . ?
C3 C2 C10 111.5(5) . . ?
C9 C2 C1 108.8(5) . . ?
C3 C2 C1 106.5(5) . . ?
C10 C2 C1 108.5(5) . . ?
N1 C3 C2 114.5(4) . . ?
C5 C4 N1 112.8(5) . . ?
N2 C5 C6 107.2(6) . . ?
N2 C5 C4 121.3(6) . . ?
C6 C5 C4 131.5(6) . . ?
C5 C6 C7 108.0(7) . . ?
C8 C7 C6 107.5(7) . . ?
C7 C8 N2 108.3(7) . . ?
N3 C9 C2 111.3(4) . . ?
N5 C10 C2 110.6(4) . . ?
C22 C11 N5 111.3(5) . . ?
C22 C11 N3 111.0(5) . . ?
N5 C11 N3 107.0(4) . . ?
N3 C12 C13 112.0(5) . . ?
C14 C13 N4 106.8(6) . . ?
C14 C13 C12 131.6(7) . . ?
N4 C13 C12 121.5(5) . . ?
C13 C14 C15 107.8(7) . . ?
C16 C15 C14 107.8(7) . . ?
C15 C16 N4 107.8(7) . . ?
N5 C17 C18 112.4(5) . . ?
N6 C18 C19 106.7(6) . . ?
N6 C18 C17 121.3(6) . . ?
C19 C18 C17 131.9(7) . . ?
C18 C19 C20 106.9(8) . . ?
C21 C20 C19 108.9(7) . . ?
C20 C21 N6 108.0(8) . . ?
C23 C22 N7 107.0(5) . . ?
C23 C22 C11 131.0(6) . . ?
N7 C22 C11 122.0(5) . . ?
C22 C23 C24 107.5(6) . . ?
C25 C24 C23 107.7(6) . . ?
C24 C25 N7 108.2(6) . . ?
C3 N1 C4 114.4(4) . . ?
C8 N2 C5 109.1(7) . . ?
C9 N3 C12 108.9(4) . . ?
C9 N3 C11 111.1(4) . . ?
C12 N3 C11 112.0(4) . . ?
C16 N4 C13 109.8(6) . . ?
C10 N5 C17 109.4(4) . . ?
C10 N5 C11 109.6(4) . . ?
C17 N5 C11 113.8(4) . . ?
C21 N6 C18 109.5(6) . . ?
C22 N7 C25 109.5(5) . . ?
O2 S1 O2 109.9(5) 18_554 . ?
O2 S1 O1 109.0(2) 18_554 . ?
O2 S1 O1 109.5(3) . . ?
O2 S1 O1 109.5(3) 18_554 18_554 ?
O2 S1 O1 108.9(2) . 18_554 ?
O1 S1 O1 110.0(4) . 18_554 ?

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
C9 C2 C3 N1 71.4(6) . . . . ?
C10 C2 C3 N1 -50.8(6) . . . . ?
C1 C2 C3 N1 -169.0(5) . . . . ?
N1 C4 C5 N2 86.5(7) . . . . ?
N1 C4 C5 C6 -96.3(8) . . . . ?
N2 C5 C6 C7 -0.1(7) . . . . ?
C4 C5 C6 C7 -177.6(6) . . . . ?
C5 C6 C7 C8 0.2(9) . . . . ?
C6 C7 C8 N2 -0.2(9) . . . . ?
C3 C2 C9 N3 -69.4(6) . . . . ?
C10 C2 C9 N3 54.7(6) . . . . ?
C1 C2 C9 N3 172.4(5) . . . . ?
C9 C2 C10 N5 -55.7(6) . . . . ?
C3 C2 C10 N5 69.4(6) . . . . ?
C1 C2 C10 N5 -173.6(5) . . . . ?
N3 C12 C13 C14 128.9(7) . . . . ?
N3 C12 C13 N4 -55.4(7) . . . . ?
N4 C13 C14 C15 -1.3(7) . . . . ?
C12 C13 C14 C15 174.9(6) . . . . ?
C13 C14 C15 C16 1.0(8) . . . . ?
C14 C15 C16 N4 -0.4(8) . . . . ?
N5 C17 C18 N6 67.2(7) . . . . ?
N5 C17 C18 C19 -109.3(7) . . . . ?
N6 C18 C19 C20 0.2(7) . . . . ?
C17 C18 C19 C20 177.1(6) . . . . ?
C18 C19 C20 C21 -0.3(9) . . . . ?
C19 C20 C21 N6 0.3(9) . . . . ?
N5 C11 C22 C23 -112.9(7) . . . . ?
N3 C11 C22 C23 128.1(7) . . . . ?
N5 C11 C22 N7 66.9(7) . . . . ?
N3 C11 C22 N7 -52.1(7) . . . . ?
N7 C22 C23 C24 -0.7(7) . . . . ?
C11 C22 C23 C24 179.1(6) . . . . ?
C22 C23 C24 C25 0.7(8) . . . . ?
C23 C24 C25 N7 -0.4(8) . . . . ?
C2 C3 N1 C4 149.3(5) . . . . ?
C5 C4 N1 C3 62.5(7) . . . . ?
C7 C8 N2 C5 0.1(9) . . . . ?
C6 C5 N2 C8 0.0(8) . . . . ?
C4 C5 N2 C8 177.8(6) . . . . ?
C2 C9 N3 C12 176.2(5) . . . . ?
C2 C9 N3 C11 -60.1(6) . . . . ?
C13 C12 N3 C9 -67.1(6) . . . . ?
C13 C12 N3 C11 169.7(5) . . . . ?
C22 C11 N3 C9 -175.9(4) . . . . ?
N5 C11 N3 C9 62.5(5) . . . . ?
C22 C11 N3 C12 -53.9(6) . . . . ?
N5 C11 N3 C12 -175.5(4) . . . . ?
C15 C16 N4 C13 -0.4(8) . . . . ?
C14 C13 N4 C16 1.0(7) . . . . ?
C12 C13 N4 C16 -175.6(6) . . . . ?
C2 C10 N5 C17 -173.1(5) . . . . ?
C2 C10 N5 C11 61.5(6) . . . . ?
C18 C17 N5 C10 68.0(6) . . . . ?
C18 C17 N5 C11 -169.0(5) . . . . ?
C22 C11 N5 C10 175.5(4) . . . . ?
N3 C11 N5 C10 -63.0(5) . . . . ?
C22 C11 N5 C17 52.7(6) . . . . ?
N3 C11 N5 C17 174.1(4) . . . . ?
C20 C21 N6 C18 -0.2(8) . . . . ?
C19 C18 N6 C21 0.0(7) . . . . ?
C17 C18 N6 C21 -177.3(6) . . . . ?
C23 C22 N7 C25 0.4(7) . . . . ?
C11 C22 N7 C25 -179.4(5) . . . . ?
C24 C25 N7 C22 0.0(8) . . . . ?

_refine_diff_density_max         0.088
_refine_diff_density_min         -0.009
_refine_diff_density_rms         0.004

# SQUEEZE RESULTS (Version = 120716)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 177 16 ' '
2 -0.333 0.333 0.083 725 172 ' '
3 0.000 0.000 0.250 724 173 ' '
4 0.333 0.667 0.417 729 173 ' '
5 0.000 0.000 0.500 177 16 ' '
6 -0.333 0.333 0.583 725 172 ' '
7 0.000 0.000 0.750 724 174 ' '
8 0.333 0.667 0.917 729 173 ' '
9 0.089 0.523 0.099 15 1 ' '
10 0.089 0.566 0.599 15 1 ' '
11 0.077 0.858 0.037 7 0 ' '
12 0.077 0.219 0.537 8 0 ' '
13 0.100 0.244 0.433 14 1 ' '
14 0.100 0.857 0.933 14 1 ' '
15 0.117 0.525 0.203 7 0 ' '
16 0.143 0.899 0.433 14 1 ' '
17 0.117 0.592 0.703 7 0 ' '
18 0.143 0.244 0.933 14 1 ' '
19 0.142 0.219 0.037 7 0 ' '
20 0.142 0.923 0.537 7 0 ' '
21 0.190 0.767 0.234 14 1 ' '
22 0.190 0.423 0.734 15 1 ' '
23 0.334 0.667 0.167 176 16 ' '
24 0.192 0.744 0.130 7 0 ' '
25 0.334 0.667 0.667 176 16 ' '
26 0.192 0.448 0.630 7 0 ' '
27 0.244 0.101 0.067 14 1 ' '
28 0.219 0.142 0.463 7 0 ' '
29 0.244 0.143 0.567 14 1 ' '
30 0.219 0.077 0.963 8 0 ' '
31 0.233 0.423 0.234 14 1 ' '
32 0.233 0.810 0.734 14 1 ' '
33 0.256 0.448 0.130 7 0 ' '
34 0.256 0.808 0.630 7 0 ' '
35 0.423 0.233 0.266 14 1 ' '
36 0.423 0.190 0.766 15 1 ' '
37 0.410 0.885 0.203 6 0 ' '
38 0.410 0.525 0.703 7 0 ' '
39 0.434 0.910 0.099 15 1 ' '
40 0.434 0.523 0.599 15 1 ' '
41 0.477 0.566 0.099 15 1 ' '
42 0.450 0.258 0.370 7 0 ' '
43 0.477 0.911 0.599 15 1 ' '
44 0.450 0.192 0.870 8 0 ' '
45 0.475 0.590 0.203 7 0 ' '
46 0.475 0.885 0.703 6 0 ' '
47 0.523 0.089 0.401 15 1 ' '
48 0.523 0.434 0.901 15 1 ' '
49 0.667 0.333 0.333 176 16 ' '
50 0.525 0.115 0.297 6 0 ' '
51 0.667 0.334 0.833 175 16 ' '
52 0.525 0.410 0.797 7 0 ' '
53 0.552 0.808 0.130 7 0 ' '
54 0.577 0.810 0.234 15 1 ' '
55 0.552 0.744 0.630 7 0 ' '
56 0.577 0.767 0.734 14 1 ' '
57 0.566 0.477 0.401 15 1 ' '
58 0.566 0.089 0.901 15 1 ' '
59 0.590 0.475 0.297 7 0 ' '
60 0.590 0.115 0.797 7 0 ' '
61 0.756 0.857 0.433 14 1 ' '
62 0.756 0.899 0.933 14 1 ' '
63 0.744 0.192 0.370 7 0 ' '
64 0.744 0.552 0.870 7 0 ' '
65 0.767 0.190 0.266 14 1 ' '
66 0.767 0.577 0.766 14 1 ' '
67 0.781 0.923 0.037 7 0 ' '
68 0.810 0.577 0.266 15 1 ' '
69 0.781 0.858 0.537 7 0 ' '
70 0.810 0.233 0.766 15 1 ' '
71 0.808 0.552 0.370 7 0 ' '
72 0.808 0.256 0.870 7 0 ' '
73 0.857 0.756 0.067 14 1 ' '
74 0.857 0.101 0.567 14 1 ' '
75 0.858 0.077 0.463 7 0 ' '
76 0.858 0.781 0.963 7 0 ' '
77 0.885 0.410 0.297 6 0 ' '
78 0.911 0.434 0.401 15 1 ' '
79 0.885 0.475 0.797 6 0 ' '
80 0.911 0.477 0.901 15 1 ' '
81 0.899 0.143 0.067 14 1 ' '
82 0.899 0.756 0.567 14 1 ' '
83 0.923 0.781 0.463 7 0 ' '
84 0.923 0.142 0.963 7 0 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

