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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ba31m
_database_code_depnum_ccdc_archive 'CCDC 1510871'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'Olanzapine-hydroquinone-toluene form II'
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H20 N4 S, C6 H6 O2, C7 H8'
_chemical_formula_sum            'C30 H34 N4 O2 S'
_chemical_formula_weight         514.67

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                   9.3202(10)
_cell_length_b                   10.5724(12)
_cell_length_c                   14.7777(16)
_cell_angle_alpha                88.561(2)
_cell_angle_beta                 85.685(2)
_cell_angle_gamma                81.729(2)
_cell_volume                     1436.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3903
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      25.16

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_F_000             548
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.145
_shelx_estimated_absorpt_T_min   0.943
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15380
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.947
_diffrn_reflns_theta_max         26.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5772
_reflns_number_gt                4141
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0723P)²+0.6075P] 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         5772
_refine_ls_number_parameters     337
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0611
_refine_ls_wR_factor_ref         0.1644
_refine_ls_wR_factor_gt          0.1497
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.079
_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
C1 C 0.7626(2) 0.2728(2) 0.68008(16) 0.0444(6) Uani 1 1 d . . . . .
C2 C 0.7852(3) 0.2073(3) 0.76124(18) 0.0584(7) Uani 1 1 d . . . . .
H2 H 0.7220 0.2289 0.8120 0.070 Uiso 1 1 calc R U . . .
C3 C 0.9002(3) 0.1104(3) 0.7679(2) 0.0657(8) Uani 1 1 d . . . . .
H3 H 0.9146 0.0673 0.8229 0.079 Uiso 1 1 calc R U . . .
C4 C 0.9938(3) 0.0777(3) 0.6926(2) 0.0612(7) Uani 1 1 d . . . . .
H4 H 1.0730 0.0140 0.6968 0.073 Uiso 1 1 calc R U . . .
C5 C 0.9691(3) 0.1401(2) 0.61130(18) 0.0501(6) Uani 1 1 d . . . . .
H5 H 1.0305 0.1153 0.5604 0.060 Uiso 1 1 calc R U . . .
C6 C 0.8552(2) 0.2391(2) 0.60290(15) 0.0415(5) Uani 1 1 d . . . . .
C7 C 0.8034(2) 0.4111(2) 0.49741(15) 0.0386(5) Uani 1 1 d . . . . .
C8 C 0.7707(2) 0.5108(2) 0.56658(14) 0.0385(5) Uani 1 1 d . . . . .
C9 C 0.6877(2) 0.4906(2) 0.64457(15) 0.0423(5) Uani 1 1 d . . . . .
C10 C 0.7497(3) 0.7120(2) 0.63130(17) 0.0494(6) Uani 1 1 d . . . . .
C11 C 0.8068(2) 0.6379(2) 0.56105(16) 0.0432(5) Uani 1 1 d . . . . .
H11 H 0.8647 0.6668 0.5131 0.052 Uiso 1 1 calc R U . . .
C12 C 0.7612(4) 0.8493(3) 0.6479(2) 0.0716(8) Uani 1 1 d . . . . .
H12A H 0.8268 0.8796 0.6019 0.107 Uiso 1 1 calc R U . . .
H12B H 0.7972 0.8568 0.7064 0.107 Uiso 1 1 calc R U . . .
H12C H 0.6670 0.8994 0.6460 0.107 Uiso 1 1 calc R U . . .
C13 C 0.8520(3) 0.3603(2) 0.33582(15) 0.0498(6) Uani 1 1 d . . . . .
H13A H 0.7674 0.3290 0.3152 0.060 Uiso 1 1 calc R U . . .
H13B H 0.9169 0.2880 0.3578 0.060 Uiso 1 1 calc R U . . .
C14 C 0.9284(3) 0.4256(3) 0.25805(17) 0.0547(7) Uani 1 1 d . . . . .
H14A H 1.0173 0.4499 0.2780 0.066 Uiso 1 1 calc R U . . .
H14B H 0.9548 0.3657 0.2089 0.066 Uiso 1 1 calc R U . . .
C15 C 0.7137(3) 0.5633(3) 0.37612(16) 0.0518(6) Uani 1 1 d . . . . .
H15A H 0.6851 0.6226 0.4254 0.062 Uiso 1 1 calc R U . . .
H15B H 0.6265 0.5375 0.3548 0.062 Uiso 1 1 calc R U . . .
C16 C 0.7936(3) 0.6274(3) 0.30011(17) 0.0580(7) Uani 1 1 d . . . . .
H16A H 0.7313 0.7021 0.2790 0.070 Uiso 1 1 calc R U . . .
H16B H 0.8789 0.6558 0.3223 0.070 Uiso 1 1 calc R U . . .
C17 C 0.9218(3) 0.6026(3) 0.1520(2) 0.0771(9) Uani 1 1 d . . . . .
H17A H 1.0057 0.6285 0.1762 0.116 Uiso 1 1 calc R U . . .
H17B H 0.8618 0.6764 0.1295 0.116 Uiso 1 1 calc R U . . .
H17C H 0.9523 0.5440 0.1034 0.116 Uiso 1 1 calc R U . . .
N1 N 0.6452(2) 0.3739(2) 0.67352(14) 0.0477(5) Uani 1 1 d . . . . .
H1N H 0.590(3) 0.382(2) 0.7210(18) 0.055(8) Uiso 1 1 d . . . . .
N2 N 0.8321(2) 0.28935(18) 0.51479(12) 0.0417(5) Uani 1 1 d . . . . .
N3 N 0.8077(2) 0.45100(19) 0.40870(12) 0.0436(5) Uani 1 1 d . . . . .
N4 N 0.8385(2) 0.5397(2) 0.22408(13) 0.0497(5) Uani 1 1 d . . . . .
S1 S 0.65037(7) 0.62721(7) 0.70902(4) 0.0544(2) Uani 1 1 d . . . . .
C18 C 0.6193(3) 0.0518(2) 0.46095(17) 0.0497(6) Uani 1 1 d . . . . .
C19 C 0.5890(3) -0.0650(2) 0.43361(18) 0.0541(6) Uani 1 1 d . . . . .
H19 H 0.6491 -0.1093 0.3883 0.065 Uiso 1 1 calc R U . . .
C20 C 0.5290(3) 0.1169(2) 0.52762(18) 0.0520(6) Uani 1 1 d . . . . .
H20 H 0.5475 0.1959 0.5465 0.062 Uiso 1 1 calc R U . . .
O1 O 0.7382(2) 0.0971(2) 0.41969(14) 0.0717(6) Uani 1 1 d . . . . .
H1O H 0.761(4) 0.165(3) 0.449(2) 0.095(11) Uiso 1 1 d . . . . .
C21 C 0.6060(3) 0.4662(3) -0.06633(18) 0.0693(9) Uani 1 1 d . . . . .
H21 H 0.6796 0.4441 -0.1116 0.083 Uiso 1 1 calc R U . . .
C22 C 0.5357(3) 0.5185(3) 0.08735(15) 0.0500(6) Uani 1 1 d . . . . .
C23 C 0.6416(3) 0.4830(3) 0.02126(17) 0.0620(8) Uani 1 1 d . . . . .
H23 H 0.7384 0.4699 0.0349 0.074 Uiso 1 1 calc R U . . .
O2 O 0.5647(2) 0.5400(3) 0.17469(12) 0.0767(7) Uani 1 1 d . . . . .
H2O H 0.660(4) 0.529(3) 0.182(2) 0.082(10) Uiso 1 1 d . . . . .
C24 C 0.7276(12) -0.1611(9) -0.0495(5) 0.265(4) Uani 1 1 d . U . . .
H24A H 0.6792 -0.2349 -0.0384 0.398 Uiso 1 1 calc R U . . .
H24B H 0.8301 -0.1878 -0.0608 0.398 Uiso 1 1 calc R U . . .
H24C H 0.6905 -0.1146 -0.1014 0.398 Uiso 1 1 calc R U . . .
C25 C 0.7027(6) -0.0824(5) 0.0265(3) 0.188(2) Uani 1 1 d G U . . .
C26 C 0.6041(5) -0.1180(4) 0.0943(4) 0.173(2) Uani 1 1 d G U . . .
H26 H 0.5578 -0.1888 0.0867 0.208 Uiso 1 1 calc R U . . .
C27 C 0.5748(5) -0.0476(6) 0.1734(3) 0.191(3) Uani 1 1 d G U . . .
H27 H 0.5088 -0.0714 0.2188 0.229 Uiso 1 1 calc R U . . .
C28 C 0.6441(6) 0.0583(5) 0.1847(3) 0.192(3) Uani 1 1 d G U . . .
H28 H 0.6244 0.1054 0.2376 0.231 Uiso 1 1 calc R U . . .
C29 C 0.7427(6) 0.0939(5) 0.1169(4) 0.214(3) Uani 1 1 d G U . . .
H29 H 0.7890 0.1647 0.1244 0.257 Uiso 1 1 calc R U . . .
C30 C 0.7720(5) 0.0235(6) 0.0378(3) 0.205(3) Uani 1 1 d G U . . .
H30 H 0.8380 0.0473 -0.0076 0.246 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
C1 C2 1.385(4) . ?
C1 C6 1.399(3) . ?
C1 N1 1.422(3) . ?
C2 C3 1.379(4) . ?
C3 C4 1.381(4) . ?
C4 C5 1.374(4) . ?
C5 C6 1.390(3) . ?
C6 N2 1.414(3) . ?
C7 N2 1.299(3) . ?
C7 N3 1.366(3) . ?
C7 C8 1.471(3) . ?
C8 C9 1.368(3) . ?
C8 C11 1.431(3) . ?
C9 N1 1.397(3) . ?
C9 S1 1.729(2) . ?
C10 C11 1.346(3) . ?
C10 C12 1.498(4) . ?
C10 S1 1.734(3) . ?
C13 N3 1.456(3) . ?
C13 C14 1.511(3) . ?
C14 N4 1.467(3) . ?
C15 N3 1.464(3) . ?
C15 C16 1.502(4) . ?
C16 N4 1.472(3) . ?
C17 N4 1.472(3) . ?
C18 O1 1.366(3) . ?
C18 C20 1.377(3) . ?
C18 C19 1.382(3) . ?
C19 C20 1.379(3) 2_656 ?
C20 C19 1.379(3) 2_656 ?
C21 C22 1.365(4) 2_665 ?
C21 C23 1.382(3) . ?
C22 C23 1.355(3) . ?
C22 C21 1.365(4) 2_665 ?
C22 O2 1.369(3) . ?
C24 C25 1.400(8) . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C26 C27 1.3900 . ?
C27 C28 1.3900 . ?
C28 C29 1.3900 . ?
C29 C30 1.3900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.9(2) . . ?
C2 C1 N1 120.9(2) . . ?
C6 C1 N1 119.1(2) . . ?
C3 C2 C1 120.9(3) . . ?
C2 C3 C4 119.6(3) . . ?
C5 C4 C3 119.5(3) . . ?
C4 C5 C6 122.0(2) . . ?
C5 C6 C1 117.9(2) . . ?
C5 C6 N2 117.4(2) . . ?
C1 C6 N2 124.4(2) . . ?
N2 C7 N3 118.3(2) . . ?
N2 C7 C8 124.8(2) . . ?
N3 C7 C8 116.9(2) . . ?
C9 C8 C11 111.8(2) . . ?
C9 C8 C7 120.4(2) . . ?
C11 C8 C7 127.6(2) . . ?
C8 C9 N1 125.7(2) . . ?
C8 C9 S1 111.30(18) . . ?
N1 C9 S1 122.87(17) . . ?
C11 C10 C12 129.3(3) . . ?
C11 C10 S1 110.79(19) . . ?
C12 C10 S1 119.9(2) . . ?
C10 C11 C8 114.1(2) . . ?
N3 C13 C14 109.3(2) . . ?
N4 C14 C13 112.7(2) . . ?
N3 C15 C16 109.7(2) . . ?
N4 C16 C15 111.1(2) . . ?
C9 N1 C1 114.08(19) . . ?
C7 N2 C6 123.01(19) . . ?
C7 N3 C13 120.8(2) . . ?
C7 N3 C15 123.05(19) . . ?
C13 N3 C15 110.72(18) . . ?
C14 N4 C16 108.57(18) . . ?
C14 N4 C17 110.0(2) . . ?
C16 N4 C17 110.2(2) . . ?
C9 S1 C10 91.95(12) . . ?
O1 C18 C20 123.2(2) . . ?
O1 C18 C19 117.8(2) . . ?
C20 C18 C19 119.0(2) . . ?
C20 C19 C18 121.1(2) 2_656 . ?
C18 C20 C19 120.0(2) . 2_656 ?
C22 C21 C23 120.9(2) 2_665 . ?
C23 C22 C21 118.9(2) . 2_665 ?
C23 C22 O2 122.8(2) . . ?
C21 C22 O2 118.4(2) 2_665 . ?
C22 C23 C21 120.2(2) . . ?
C26 C25 C30 120.0 . . ?
C26 C25 C24 115.7(6) . . ?
C30 C25 C24 124.3(6) . . ?
C27 C26 C25 120.0 . . ?
C26 C27 C28 120.0 . . ?
C29 C28 C27 120.0 . . ?
C30 C29 C28 120.0 . . ?
C29 C30 C25 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2O N4 0.90(3) 1.84(3) 2.706(3) 163(3) .
O1 H1O N2 0.91(4) 1.88(4) 2.777(3) 172(3) .
N1 H1N O2 0.84(3) 2.13(3) 2.936(3) 162(2) 2_666
C15 H15B N1 0.97 2.63 3.446(3) 141.8 2_666

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.048


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Toluene'
####################################################################### 
# 
# 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_ba30m
_database_code_depnum_ccdc_archive 'CCDC 1510872'
_audit_update_record             
;
2016-10-20 deposited with the CCDC.
2016-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'Olanzapine-hydroquinone-toluene form I'
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H20 N4 S, C6 H6 O2, C7 H8'
_chemical_formula_sum            'C30 H34 N4 O2 S'
_chemical_formula_weight         514.67

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                   10.6675(14)
_cell_length_b                   11.6121(15)
_cell_length_c                   13.0639(17)
_cell_angle_alpha                72.725(2)
_cell_angle_beta                 74.290(2)
_cell_angle_gamma                65.743(2)
_cell_volume                     1388.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    6709
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      27.72

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_F_000             548
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    0.150
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.939
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15885
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.657
_diffrn_reflns_theta_max         28.236
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6432
_reflns_number_gt                5247
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0933P)²+0.3147P] 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         6432
_refine_ls_number_parameters     349
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0656
_refine_ls_wR_factor_ref         0.1777
_refine_ls_wR_factor_gt          0.1671
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_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
C1 C 0.60045(18) -0.01694(18) 1.31165(15) 0.0368(4) Uani 1 1 d . . . . .
C2 C 0.6578(2) -0.0762(2) 1.40621(17) 0.0460(5) Uani 1 1 d . . . . .
H2 H 0.6745 -0.1637 1.4349 0.055 Uiso 1 1 calc R U . . .
C3 C 0.6902(2) -0.0072(2) 1.45807(18) 0.0511(5) Uani 1 1 d . . . . .
H3 H 0.7290 -0.0481 1.5211 0.061 Uiso 1 1 calc R U . . .
C4 C 0.6653(2) 0.1220(2) 1.41666(18) 0.0514(5) Uani 1 1 d . . . . .
H4 H 0.6850 0.1694 1.4523 0.062 Uiso 1 1 calc R U . . .
C5 C 0.6107(2) 0.1814(2) 1.32147(17) 0.0450(5) Uani 1 1 d . . . . .
H5 H 0.5956 0.2686 1.2930 0.054 Uiso 1 1 calc R U . . .
C6 C 0.57767(18) 0.11363(18) 1.26744(15) 0.0352(4) Uani 1 1 d . . . . .
C7 C 0.43575(18) 0.17374(17) 1.13334(14) 0.0331(4) Uani 1 1 d . . . . .
C8 C 0.35807(19) 0.08796(18) 1.19402(14) 0.0350(4) Uani 1 1 d . . . . .
C9 C 0.4257(2) -0.03508(18) 1.24481(14) 0.0362(4) Uani 1 1 d . . . . .
C10 C 0.1735(2) 0.0125(2) 1.25671(17) 0.0491(5) Uani 1 1 d . . . . .
C11 C 0.2122(2) 0.1141(2) 1.20405(16) 0.0423(4) Uani 1 1 d . . . . .
H11 H 0.1498 0.1945 1.1764 0.051 Uiso 1 1 calc R U . . .
C12 C 0.0326(3) 0.0019(3) 1.2779(3) 0.0798(9) Uani 1 1 d . . . . .
H12A H -0.0342 0.0845 1.2514 0.120 Uiso 1 1 calc R U . . .
H12B H 0.0045 -0.0249 1.3547 0.120 Uiso 1 1 calc R U . . .
H12C H 0.0374 -0.0605 1.2412 0.120 Uiso 1 1 calc R U . . .
C13 C 0.4560(2) 0.3518(2) 0.97898(17) 0.0459(5) Uani 1 1 d . . . . .
H13A H 0.5291 0.3190 0.9206 0.055 Uiso 1 1 calc R U . . .
H13B H 0.4975 0.3700 1.0270 0.055 Uiso 1 1 calc R U . . .
C14 C 0.3454(2) 0.47373(19) 0.93262(17) 0.0442(5) Uani 1 1 d . . . . .
H14A H 0.2782 0.5107 0.9919 0.053 Uiso 1 1 calc R U . . .
H14B H 0.3884 0.5359 0.8893 0.053 Uiso 1 1 calc R U . . .
C15 C 0.3277(2) 0.22829(19) 0.96956(15) 0.0422(4) Uani 1 1 d . . . . .
H15A H 0.2878 0.1632 1.0107 0.051 Uiso 1 1 calc R U . . .
H15B H 0.3966 0.1953 0.9093 0.051 Uiso 1 1 calc R U . . .
C16 C 0.2147(2) 0.3507(2) 0.92678(16) 0.0442(5) Uani 1 1 d . . . . .
H16A H 0.1705 0.3328 0.8805 0.053 Uiso 1 1 calc R U . . .
H16B H 0.1442 0.3814 0.9872 0.053 Uiso 1 1 calc R U . . .
C17 C 0.1609(3) 0.5719(2) 0.8273(2) 0.0577(6) Uani 1 1 d . . . . .
H17A H 0.1096 0.5558 0.7865 0.087 Uiso 1 1 calc R U . . .
H17B H 0.2014 0.6340 0.7820 0.087 Uiso 1 1 calc R U . . .
H17C H 0.0991 0.6050 0.8891 0.087 Uiso 1 1 calc R U . . .
N1 N 0.56542(17) -0.08703(17) 1.25862(14) 0.0409(4) Uani 1 1 d . . . . .
H1N H 0.589(2) -0.165(2) 1.2906(18) 0.045(6) Uiso 1 1 d . . . . .
N2 N 0.53821(15) 0.17956(15) 1.16432(12) 0.0351(3) Uani 1 1 d . . . . .
N3 N 0.39375(17) 0.25536(15) 1.03908(13) 0.0405(4) Uani 1 1 d . . . . .
N4 N 0.27190(16) 0.45101(15) 0.86466(12) 0.0380(4) Uani 1 1 d . . . . .
S1 S 0.31485(6) -0.12095(5) 1.29979(4) 0.04849(18) Uani 1 1 d . . . . .
C18 C 0.88603(19) 0.10926(19) 1.02238(16) 0.0411(4) Uani 1 1 d . . . . .
C19 C 1.0165(2) 0.1167(2) 0.97654(19) 0.0472(5) Uani 1 1 d . . . . .
H19 H 1.0280 0.1957 0.9604 0.057 Uiso 1 1 calc R U . . .
C20 C 1.1294(2) 0.0082(2) 0.95469(18) 0.0452(5) Uani 1 1 d . . . . .
H20 H 1.2165 0.0145 0.9243 0.054 Uiso 1 1 calc R U . . .
O1 O 0.77909(17) 0.22092(15) 1.04190(16) 0.0619(5) Uani 1 1 d . . . . .
H1O H 0.703(3) 0.201(3) 1.076(2) 0.071(8) Uiso 1 1 d . . . . .
C21 C 0.4217(3) 0.4376(2) 0.48748(17) 0.0514(5) Uani 1 1 d . . . . .
H21 H 0.3689 0.3956 0.4784 0.062 Uiso 1 1 calc R U . . .
C22 C 0.4367(2) 0.43196(17) 0.59045(15) 0.0385(4) Uani 1 1 d . . . . .
C23 C 0.5153(2) 0.4945(2) 0.60254(17) 0.0489(5) Uani 1 1 d . . . . .
H23 H 0.5261 0.4910 0.6718 0.059 Uiso 1 1 calc R U . . .
O2 O 0.37432(17) 0.36275(14) 0.67777(13) 0.0488(4) Uani 1 1 d . . . . .
H2O H 0.357(3) 0.393(3) 0.734(2) 0.067(8) Uiso 1 1 d . . . . .
C24 C 0.0133(5) 0.6824(4) 0.5551(3) 0.1042(12) Uani 1 1 d . . . . .
H24A H 0.1050 0.6379 0.5194 0.156 Uiso 1 1 calc R U . . .
H24B H 0.0194 0.7340 0.5977 0.156 Uiso 1 1 calc R U . . .
H24C H -0.0444 0.7373 0.5014 0.156 Uiso 1 1 calc R U . . .
C25 C -0.0486(3) 0.5868(3) 0.6271(2) 0.0698(7) Uani 1 1 d . . . . .
C26 C 0.0299(3) 0.4556(3) 0.6481(3) 0.0773(8) Uani 1 1 d . . . . .
H26 H 0.1227 0.4268 0.6144 0.093 Uiso 1 1 calc R U . . .
C27 C -0.0255(4) 0.3680(4) 0.7168(3) 0.0878(9) Uani 1 1 d . . . . .
H27 H 0.0298 0.2807 0.7302 0.105 Uiso 1 1 calc R U . . .
C28 C -0.1635(4) 0.4083(4) 0.7664(3) 0.0908(10) Uani 1 1 d . . . . .
H28 H -0.2020 0.3491 0.8137 0.109 Uiso 1 1 calc R U . . .
C29 C -0.2429(4) 0.5379(4) 0.7446(3) 0.0894(10) Uani 1 1 d . . . . .
H29 H -0.3364 0.5664 0.7766 0.107 Uiso 1 1 calc R U . . .
C30 C -0.1864(3) 0.6254(3) 0.6766(3) 0.0792(9) Uani 1 1 d . . . . .
H30 H -0.2419 0.7126 0.6634 0.095 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
C1 C2 1.390(3) . ?
C1 C6 1.394(3) . ?
C1 N1 1.417(3) . ?
C2 C3 1.378(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(3) . ?
C5 H5 0.9300 . ?
C6 N2 1.417(2) . ?
C7 N2 1.296(2) . ?
C7 N3 1.368(2) . ?
C7 C8 1.470(2) . ?
C8 C9 1.361(3) . ?
C8 C11 1.434(3) . ?
C9 N1 1.400(3) . ?
C9 S1 1.7297(19) . ?
C10 C11 1.342(3) . ?
C10 C12 1.502(3) . ?
C10 S1 1.736(2) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N3 1.455(2) . ?
C13 C14 1.507(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 N4 1.469(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N3 1.456(2) . ?
C15 C16 1.506(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N4 1.464(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N4 1.467(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
N1 H1N 0.83(2) . ?
C18 O1 1.368(2) . ?
C18 C20 1.376(3) 2_757 ?
C18 C19 1.386(3) . ?
C19 C20 1.378(3) . ?
C19 H19 0.9300 . ?
C20 C18 1.376(3) 2_757 ?
C20 H20 0.9300 . ?
O1 H1O 0.89(3) . ?
C21 C22 1.376(3) . ?
C21 C23 1.383(3) 2_666 ?
C21 H21 0.9300 . ?
C22 O2 1.369(2) . ?
C22 C23 1.377(3) . ?
C23 C21 1.383(3) 2_666 ?
C23 H23 0.9300 . ?
O2 H2O 0.85(3) . ?
C24 C25 1.483(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C30 1.377(4) . ?
C25 C26 1.388(4) . ?
C26 C27 1.362(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.380(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.376(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.364(5) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.65(18) . . ?
C2 C1 N1 121.18(18) . . ?
C6 C1 N1 119.17(17) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 119.95(19) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 118.38(17) . . ?
C5 C6 N2 116.71(17) . . ?
C1 C6 N2 124.50(17) . . ?
N2 C7 N3 118.10(16) . . ?
N2 C7 C8 124.62(16) . . ?
N3 C7 C8 117.25(15) . . ?
C9 C8 C11 111.52(17) . . ?
C9 C8 C7 120.53(16) . . ?
C11 C8 C7 127.86(17) . . ?
C8 C9 N1 125.67(17) . . ?
C8 C9 S1 111.79(14) . . ?
N1 C9 S1 122.43(14) . . ?
C11 C10 C12 129.1(2) . . ?
C11 C10 S1 110.83(15) . . ?
C12 C10 S1 120.01(19) . . ?
C10 C11 C8 114.22(18) . . ?
C10 C11 H11 122.9 . . ?
C8 C11 H11 122.9 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C14 109.45(16) . . ?
N3 C13 H13A 109.8 . . ?
C14 C13 H13A 109.8 . . ?
N3 C13 H13B 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.2 . . ?
N4 C14 C13 112.52(16) . . ?
N4 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
N4 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
N3 C15 C16 109.32(16) . . ?
N3 C15 H15A 109.8 . . ?
C16 C15 H15A 109.8 . . ?
N3 C15 H15B 109.8 . . ?
C16 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
N4 C16 C15 111.02(16) . . ?
N4 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
N4 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 N1 C1 114.23(16) . . ?
C9 N1 H1N 112.0(16) . . ?
C1 N1 H1N 109.7(16) . . ?
C7 N2 C6 123.04(15) . . ?
C7 N3 C13 121.03(15) . . ?
C7 N3 C15 124.36(15) . . ?
C13 N3 C15 111.00(15) . . ?
C16 N4 C17 110.93(16) . . ?
C16 N4 C14 109.67(14) . . ?
C17 N4 C14 109.62(17) . . ?
C9 S1 C10 91.60(9) . . ?
O1 C18 C20 123.74(17) . 2_757 ?
O1 C18 C19 117.35(18) . . ?
C20 C18 C19 118.91(18) 2_757 . ?
C20 C19 C18 120.70(18) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C18 C20 C19 120.39(17) 2_757 . ?
C18 C20 H20 119.8 2_757 . ?
C19 C20 H20 119.8 . . ?
C18 O1 H1O 107.9(18) . . ?
C22 C21 C23 120.3(2) . 2_666 ?
C22 C21 H21 119.8 . . ?
C23 C21 H21 119.8 2_666 . ?
O2 C22 C21 118.87(19) . . ?
O2 C22 C23 121.97(19) . . ?
C21 C22 C23 119.15(18) . . ?
C22 C23 C21 120.5(2) . 2_666 ?
C22 C23 H23 119.7 . . ?
C21 C23 H23 119.7 2_666 . ?
C22 O2 H2O 110.1(19) . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C30 C25 C26 117.4(3) . . ?
C30 C25 C24 121.1(3) . . ?
C26 C25 C24 121.5(3) . . ?
C27 C26 C25 121.6(3) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C26 C27 C28 120.2(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C29 C28 C27 118.6(4) . . ?
C29 C28 H28 120.7 . . ?
C27 C28 H28 120.7 . . ?
C30 C29 C28 121.0(3) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C25 121.2(3) . . ?
C29 C30 H30 119.4 . . ?
C25 C30 H30 119.4 . . ?

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
C6 C1 C2 C3 1.2(3) . . . . ?
N1 C1 C2 C3 -179.28(18) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C3 C4 C5 C6 1.2(3) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C4 C5 C6 N2 -172.69(18) . . . . ?
C2 C1 C6 C5 -1.4(3) . . . . ?
N1 C1 C6 C5 179.02(17) . . . . ?
C2 C1 C6 N2 170.91(17) . . . . ?
N1 C1 C6 N2 -8.7(3) . . . . ?
N2 C7 C8 C9 -39.5(3) . . . . ?
N3 C7 C8 C9 142.39(18) . . . . ?
N2 C7 C8 C11 144.2(2) . . . . ?
N3 C7 C8 C11 -34.0(3) . . . . ?
C11 C8 C9 N1 -173.78(18) . . . . ?
C7 C8 C9 N1 9.3(3) . . . . ?
C11 C8 C9 S1 2.4(2) . . . . ?
C7 C8 C9 S1 -174.49(13) . . . . ?
C12 C10 C11 C8 -177.0(3) . . . . ?
S1 C10 C11 C8 1.3(2) . . . . ?
C9 C8 C11 C10 -2.5(3) . . . . ?
C7 C8 C11 C10 174.15(19) . . . . ?
N3 C13 C14 N4 -55.6(2) . . . . ?
N3 C15 C16 N4 59.2(2) . . . . ?
C8 C9 N1 C1 55.7(3) . . . . ?
S1 C9 N1 C1 -120.09(17) . . . . ?
C2 C1 N1 C9 123.30(19) . . . . ?
C6 C1 N1 C9 -57.2(2) . . . . ?
N3 C7 N2 C6 170.74(16) . . . . ?
C8 C7 N2 C6 -7.4(3) . . . . ?
C5 C6 N2 C7 -137.91(19) . . . . ?
C1 C6 N2 C7 49.6(3) . . . . ?
N2 C7 N3 C13 -3.9(3) . . . . ?
C8 C7 N3 C13 174.33(18) . . . . ?
N2 C7 N3 C15 152.69(18) . . . . ?
C8 C7 N3 C15 -29.0(3) . . . . ?
C14 C13 N3 C7 -142.50(18) . . . . ?
C14 C13 N3 C15 58.0(2) . . . . ?
C16 C15 N3 C7 141.22(18) . . . . ?
C16 C15 N3 C13 -60.1(2) . . . . ?
C15 C16 N4 C17 -177.41(18) . . . . ?
C15 C16 N4 C14 -56.2(2) . . . . ?
C13 C14 N4 C16 54.9(2) . . . . ?
C13 C14 N4 C17 176.88(18) . . . . ?
C8 C9 S1 C10 -1.45(16) . . . . ?
N1 C9 S1 C10 174.88(17) . . . . ?
C11 C10 S1 C9 0.04(18) . . . . ?
C12 C10 S1 C9 178.5(2) . . . . ?
O1 C18 C19 C20 179.9(2) . . . . ?
C20 C18 C19 C20 -0.3(4) 2_757 . . . ?
C18 C19 C20 C18 0.3(4) . . . 2_757 ?
C23 C21 C22 O2 -179.3(2) 2_666 . . . ?
C23 C21 C22 C23 -0.1(4) 2_666 . . . ?
O2 C22 C23 C21 179.2(2) . . . 2_666 ?
C21 C22 C23 C21 0.1(4) . . . 2_666 ?
C30 C25 C26 C27 -1.5(4) . . . . ?
C24 C25 C26 C27 178.0(3) . . . . ?
C25 C26 C27 C28 0.9(5) . . . . ?
C26 C27 C28 C29 0.3(5) . . . . ?
C27 C28 C29 C30 -1.0(5) . . . . ?
C28 C29 C30 C25 0.4(5) . . . . ?
C26 C25 C30 C29 0.8(4) . . . . ?
C24 C25 C30 C29 -178.7(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O2 0.83(2) 2.10(2) 2.893(2) 159(2) 2_657
O1 H1O N2 0.89(3) 1.90(3) 2.779(2) 169(3) .
O2 H2O N4 0.85(3) 1.88(3) 2.707(2) 164(3) .

_refine_diff_density_max         0.440
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.068


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Toluene'
