# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_dcm140003p21c
_database_code_depnum_ccdc_archive 'CCDC 1432856'
_audit_update_record             
;
2015-10-23 deposited with the CCDC.
2015-12-17 downloaded from the CCDC.
;
_audit_creation_date             2015-10-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
'potassium amino(ethanesulfonate)anthracene dihydrate'
_chemical_formula_moiety         'C18 H20 K N O4 S, H2 O'
_chemical_formula_sum            'C18 H22 K N O5 S'
_chemical_formula_weight         403.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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'
K K 0.2030 0.2500 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1180 0.1170 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   23.671(5)
_cell_length_b                   8.6038(19)
_cell_length_c                   9.530(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.236(2)
_cell_angle_gamma                90
_cell_volume                     1915.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5820
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.488
_cell_measurement_theta_min      2.445
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0998 before and 0.0492 after correction.
The Ratio of minimum to maximum transmission is 0.7854.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16779
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.536
_diffrn_reflns_theta_min         1.690
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3514
_reflns_number_total             4615
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         4615
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0594P)²+1.4128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1194
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K -0.01534(2) 0.90765(6) 0.28753(5) 0.02047(13) Uani 1 1 d . . . . .
S19 S 0.07358(2) 0.79859(6) 0.04183(5) 0.01848(13) Uani 1 1 d . . . . .
O22 O 0.08291(6) 0.89971(18) 0.16745(16) 0.0226(3) Uani 1 1 d . . . . .
O100 O -0.10607(7) 0.7129(2) 0.2856(2) 0.0267(4) Uani 1 1 d . . . . .
O20 O 0.05393(7) 0.88088(19) -0.09021(16) 0.0265(4) Uani 1 1 d . . . . .
O21 O 0.03712(6) 0.66542(19) 0.06154(16) 0.0239(3) Uani 1 1 d . . . . .
N15 N 0.22311(7) 0.5549(2) 0.1434(2) 0.0214(4) Uani 1 1 d . . . . .
O101 O 0.16340(8) 0.2011(2) 0.48815(19) 0.0325(4) Uani 1 1 d . . . . .
C16 C 0.24462(10) 0.4784(3) 0.2799(3) 0.0244(5) Uani 1 1 d . . . . .
C18 C 0.14238(9) 0.7216(3) 0.0246(2) 0.0218(5) Uani 1 1 d . . . . .
C17 C 0.17172(9) 0.6464(3) 0.1619(2) 0.0218(4) Uani 1 1 d . . . . .
C1 C 0.31984(10) 0.5712(3) 0.0661(3) 0.0293(5) Uani 1 1 d . . . . .
C14 C 0.26795(10) 0.6586(3) 0.1021(3) 0.0258(5) Uani 1 1 d . . . . .
C8 C 0.41620(12) 0.4186(3) -0.0106(4) 0.0427(7) Uani 1 1 d . . . . .
C13 C 0.31500(11) 0.4955(3) -0.0669(3) 0.0318(6) Uani 1 1 d . . . . .
C2 C 0.37277(10) 0.5729(3) 0.1604(3) 0.0321(6) Uani 1 1 d . . . . .
C12 C 0.26131(15) 0.4270(3) -0.2988(3) 0.0423(7) Uani 1 1 d . . . . .
C3 C 0.38177(10) 0.6512(3) 0.2948(3) 0.0369(6) Uani 1 1 d . . . . .
C4 C 0.26337(13) 0.4915(3) -0.1668(3) 0.0353(6) Uani 1 1 d . . . . .
C10 C 0.36116(16) 0.3543(3) -0.2449(4) 0.0497(8) Uani 1 1 d . . . . .
C9 C 0.36507(13) 0.4203(3) -0.1066(3) 0.0398(7) Uani 1 1 d . . . . .
C5 C 0.48172(12) 0.5744(4) 0.3390(4) 0.0487(8) Uani 1 1 d . . . . .
C7 C 0.42185(11) 0.4929(3) 0.1199(3) 0.0379(7) Uani 1 1 d . . . . .
C11 C 0.31181(18) 0.3586(4) -0.3382(4) 0.0526(9) Uani 1 1 d . . . . .
C6 C 0.47523(12) 0.4961(3) 0.2159(4) 0.0461(8) Uani 1 1 d . . . . .
C15 C 0.43388(11) 0.6523(4) 0.3804(4) 0.0433(7) Uani 1 1 d . . . . .
H3 H 0.3519(11) 0.702(3) 0.328(3) 0.029(7) Uiso 1 1 d . . . . .
H16A H 0.2532(11) 0.559(3) 0.358(3) 0.029(7) Uiso 1 1 d . . . . .
H17A H 0.1821(10) 0.724(3) 0.234(3) 0.025(6) Uiso 1 1 d . . . . .
H14A H 0.2514(11) 0.715(3) 0.018(3) 0.027(7) Uiso 1 1 d . . . . .
H16B H 0.2769(11) 0.424(3) 0.272(3) 0.021(6) Uiso 1 1 d . . . . .
H17B H 0.1447(9) 0.572(3) 0.200(2) 0.017(6) Uiso 1 1 d . . . . .
H14B H 0.2793(11) 0.738(3) 0.173(3) 0.029(7) Uiso 1 1 d . . . . .
H18A H 0.1614(11) 0.816(3) -0.004(3) 0.026(6) Uiso 1 1 d . . . . .
H6 H 0.5053(15) 0.440(4) 0.190(3) 0.055(10) Uiso 1 1 d . . . . .
H4 H 0.2296(12) 0.523(3) -0.145(3) 0.032(7) Uiso 1 1 d . . . . .
H16C H 0.2164(11) 0.405(3) 0.309(3) 0.030(7) Uiso 1 1 d . . . . .
H10 H 0.3939(14) 0.302(4) -0.275(3) 0.053(9) Uiso 1 1 d . . . . .
H8 H 0.4496(14) 0.365(4) -0.036(3) 0.058(10) Uiso 1 1 d . . . . .
H18B H 0.1364(11) 0.647(4) -0.056(3) 0.036(7) Uiso 1 1 d . . . . .
H15 H 0.4401(14) 0.705(4) 0.472(4) 0.060(10) Uiso 1 1 d . . . . .
H10A H -0.1240(13) 0.702(4) 0.205(4) 0.043(9) Uiso 1 1 d . . . . .
H11 H 0.3063(15) 0.320(5) -0.427(4) 0.068(11) Uiso 1 1 d . . . . .
H12 H 0.2269(11) 0.426(3) -0.357(3) 0.024(7) Uiso 1 1 d . . . . .
H5 H 0.5181(14) 0.584(4) 0.407(3) 0.045(9) Uiso 1 1 d . . . . .
H10C H 0.1884(15) 0.127(5) 0.529(4) 0.059(10) Uiso 1 1 d . . . . .
H10D H 0.1440(14) 0.223(4) 0.553(4) 0.052(10) Uiso 1 1 d . . . . .
H10B H -0.0978(15) 0.621(5) 0.307(4) 0.057(11) 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
K1 K1 4.4399(9) 2 ?
K1 K1 4.3023(12) 3_576 ?
K1 K1 4.4399(10) 2_545 ?
K1 S19 3.4373(8) 4_576 ?
K1 S19 3.5180(8) . ?
K1 O22 2.7528(16) . ?
K1 O100 2.7214(18) . ?
K1 O20 2.6702(17) 3_575 ?
K1 O20 3.0978(18) 4_576 ?
K1 O21 2.7777(16) 4_576 ?
K1 O21 3.3739(17) . ?
K1 O21 2.7370(17) 2 ?
S19 K1 3.4374(8) 4_575 ?
S19 O22 1.4677(16) . ?
S19 O20 1.4537(16) . ?
S19 O21 1.4645(16) . ?
S19 C18 1.790(2) . ?
O100 H10A 0.83(3) . ?
O100 H10B 0.83(4) . ?
O20 K1 2.6701(17) 3_575 ?
O20 K1 3.0978(18) 4_575 ?
O21 K1 2.7370(17) 2_545 ?
O21 K1 2.7778(16) 4_575 ?
N15 C16 1.474(3) . ?
N15 C17 1.483(3) . ?
N15 C14 1.487(3) . ?
O101 H10C 0.91(4) . ?
O101 H10D 0.85(3) . ?
C16 H16A 1.01(3) . ?
C16 H16B 0.91(3) . ?
C16 H16C 0.99(3) . ?
C18 C17 1.523(3) . ?
C18 H18A 0.99(3) . ?
C18 H18B 0.99(3) . ?
C17 H17A 0.97(3) . ?
C17 H17B 1.01(2) . ?
C1 C14 1.526(3) . ?
C1 C13 1.414(4) . ?
C1 C2 1.420(4) . ?
C14 H14A 0.96(3) . ?
C14 H14B 0.96(3) . ?
C8 C9 1.396(5) . ?
C8 C7 1.385(4) . ?
C8 H8 0.98(3) . ?
C13 C4 1.424(4) . ?
C13 C9 1.453(3) . ?
C2 C3 1.433(4) . ?
C2 C7 1.455(3) . ?
C12 C4 1.369(4) . ?
C12 C11 1.435(5) . ?
C12 H12 0.91(3) . ?
C3 C15 1.365(4) . ?
C3 H3 0.93(3) . ?
C4 H4 0.90(3) . ?
C10 C9 1.424(4) . ?
C10 C11 1.350(5) . ?
C10 H10 0.98(3) . ?
C5 C6 1.340(5) . ?
C5 C15 1.425(4) . ?
C5 H5 1.00(3) . ?
C7 C6 1.437(4) . ?
C11 H11 0.90(4) . ?
C6 H6 0.93(3) . ?
C15 H15 0.97(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
K1 K1 K1 151.35(2) 2_545 2 ?
K1 K1 K1 120.15(2) 3_576 2_545 ?
K1 K1 K1 77.674(16) 3_576 2 ?
S19 K1 K1 91.164(19) . 2 ?
S19 K1 K1 121.08(2) 4_576 2 ?
S19 K1 K1 62.302(18) 4_576 3_576 ?
S19 K1 K1 134.14(2) . 3_576 ?
S19 K1 K1 60.228(14) . 2_545 ?
S19 K1 K1 61.046(16) 4_576 2_545 ?
S19 K1 S19 88.14(2) 4_576 . ?
O22 K1 K1 74.81(4) . 2_545 ?
O22 K1 K1 111.98(4) . 3_576 ?
O22 K1 K1 77.65(4) . 2 ?
O22 K1 S19 79.50(4) . 4_576 ?
O22 K1 S19 23.22(3) . . ?
O22 K1 O20 72.84(5) . 4_576 ?
O22 K1 O21 45.35(4) . . ?
O22 K1 O21 96.04(5) . 4_576 ?
O100 K1 K1 138.14(4) . 2 ?
O100 K1 K1 104.35(4) . 3_576 ?
O100 K1 K1 63.37(4) . 2_545 ?
O100 K1 S19 94.61(5) . 4_576 ?
O100 K1 S19 112.76(4) . . ?
O100 K1 O22 134.45(5) . . ?
O100 K1 O20 83.04(5) . 4_576 ?
O100 K1 O21 89.21(5) . . ?
O100 K1 O21 95.76(6) . 4_576 ?
O100 K1 O21 106.71(5) . 2 ?
O20 K1 K1 126.37(4) 3_575 2_545 ?
O20 K1 K1 138.30(4) 4_576 2 ?
O20 K1 K1 86.72(3) 4_576 3_576 ?
O20 K1 K1 113.47(4) 3_575 3_576 ?
O20 K1 K1 36.26(3) 4_576 2_545 ?
O20 K1 K1 43.33(4) 3_575 2 ?
O20 K1 S19 25.02(3) 4_576 4_576 ?
O20 K1 S19 161.78(4) 3_575 4_576 ?
O20 K1 S19 72.51(3) 4_576 . ?
O20 K1 S19 83.48(4) 3_575 . ?
O20 K1 O22 86.59(5) 3_575 . ?
O20 K1 O100 103.55(6) 3_575 . ?
O20 K1 O20 155.72(3) 3_575 4_576 ?
O20 K1 O21 61.20(4) 4_576 . ?
O20 K1 O21 150.13(5) 3_575 4_576 ?
O20 K1 O21 95.20(5) 3_575 . ?
O20 K1 O21 75.29(5) 3_575 2 ?
O21 K1 K1 38.39(3) 4_576 3_576 ?
O21 K1 K1 108.11(4) 4_576 2 ?
O21 K1 K1 49.39(4) 2 2 ?
O21 K1 K1 114.15(3) . 2 ?
O21 K1 K1 156.82(4) 2 2_545 ?
O21 K1 K1 38.01(3) . 2_545 ?
O21 K1 K1 143.63(3) . 3_576 ?
O21 K1 K1 82.65(4) 4_576 2_545 ?
O21 K1 K1 39.07(3) 2 3_576 ?
O21 K1 S19 138.52(4) 2 . ?
O21 K1 S19 24.42(3) . . ?
O21 K1 S19 83.38(3) . 4_576 ?
O21 K1 S19 109.90(4) 4_576 . ?
O21 K1 S19 24.43(3) 4_576 4_576 ?
O21 K1 S19 101.15(4) 2 4_576 ?
O21 K1 O22 118.78(5) 2 . ?
O21 K1 O20 48.33(4) 4_576 4_576 ?
O21 K1 O20 125.78(5) 2 4_576 ?
O21 K1 O21 77.46(5) 2 4_576 ?
O21 K1 O21 107.79(4) 4_576 . ?
O21 K1 O21 162.88(4) 2 . ?
K1 S19 K1 104.06(2) 4_575 . ?
O22 S19 K1 151.18(6) . 4_575 ?
O22 S19 K1 47.68(6) . . ?
O22 S19 C18 105.91(10) . . ?
O20 S19 K1 64.31(7) . 4_575 ?
O20 S19 K1 107.69(7) . . ?
O20 S19 O22 113.75(10) . . ?
O20 S19 O21 112.26(9) . . ?
O20 S19 C18 105.69(10) . . ?
O21 S19 K1 51.67(6) . 4_575 ?
O21 S19 K1 72.27(7) . . ?
O21 S19 O22 111.95(9) . . ?
O21 S19 C18 106.59(10) . . ?
C18 S19 K1 144.10(8) . . ?
C18 S19 K1 101.98(8) . 4_575 ?
S19 O22 K1 109.10(8) . . ?
K1 O100 H10A 112(2) . . ?
K1 O100 H10B 115(2) . . ?
H10A O100 H10B 101(3) . . ?
K1 O20 K1 100.40(5) 3_575 4_575 ?
S19 O20 K1 90.68(8) . 4_575 ?
S19 O20 K1 165.30(10) . 3_575 ?
K1 O21 K1 92.60(4) 2_545 . ?
K1 O21 K1 125.81(5) 4_575 . ?
K1 O21 K1 102.54(5) 2_545 4_575 ?
S19 O21 K1 83.31(7) . . ?
S19 O21 K1 103.90(8) . 4_575 ?
S19 O21 K1 149.98(9) . 2_545 ?
C16 N15 C17 107.82(17) . . ?
C16 N15 C14 109.97(18) . . ?
C17 N15 C14 110.32(18) . . ?
H10C O101 H10D 104(3) . . ?
N15 C16 H16A 110.0(15) . . ?
N15 C16 H16B 109.3(15) . . ?
N15 C16 H16C 112.3(15) . . ?
H16A C16 H16B 110(2) . . ?
H16A C16 H16C 107(2) . . ?
H16B C16 H16C 108(2) . . ?
S19 C18 H18A 100.5(15) . . ?
S19 C18 H18B 106.9(16) . . ?
C17 C18 S19 112.01(14) . . ?
C17 C18 H18A 114.8(15) . . ?
C17 C18 H18B 112.0(17) . . ?
H18A C18 H18B 110(2) . . ?
N15 C17 C18 113.14(17) . . ?
N15 C17 H17A 109.4(14) . . ?
N15 C17 H17B 106.6(13) . . ?
C18 C17 H17A 110.4(15) . . ?
C18 C17 H17B 110.3(13) . . ?
H17A C17 H17B 107(2) . . ?
C13 C1 C14 118.5(2) . . ?
C13 C1 C2 120.6(2) . . ?
C2 C1 C14 120.9(2) . . ?
N15 C14 C1 113.46(19) . . ?
N15 C14 H14A 108.0(15) . . ?
N15 C14 H14B 111.6(16) . . ?
C1 C14 H14A 107.4(15) . . ?
C1 C14 H14B 111.2(15) . . ?
H14A C14 H14B 105(2) . . ?
C9 C8 H8 119(2) . . ?
C7 C8 C9 122.2(2) . . ?
C7 C8 H8 119(2) . . ?
C1 C13 C4 123.2(2) . . ?
C1 C13 C9 119.1(3) . . ?
C4 C13 C9 117.6(2) . . ?
C1 C2 C3 124.1(2) . . ?
C1 C2 C7 119.2(2) . . ?
C3 C2 C7 116.7(2) . . ?
C4 C12 C11 119.9(3) . . ?
C4 C12 H12 117.5(17) . . ?
C11 C12 H12 122.6(17) . . ?
C2 C3 H3 121.0(16) . . ?
C15 C3 C2 121.9(2) . . ?
C15 C3 H3 117.1(16) . . ?
C13 C4 H4 122.7(18) . . ?
C12 C4 C13 121.6(3) . . ?
C12 C4 H4 115.4(18) . . ?
C9 C10 H10 121.1(19) . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 117.6(19) . . ?
C8 C9 C13 119.4(3) . . ?
C8 C9 C10 121.6(3) . . ?
C10 C9 C13 119.0(3) . . ?
C6 C5 C15 119.6(3) . . ?
C6 C5 H5 125.5(18) . . ?
C15 C5 H5 114.9(18) . . ?
C8 C7 C2 119.4(3) . . ?
C8 C7 C6 121.9(2) . . ?
C6 C7 C2 118.7(3) . . ?
C12 C11 H11 113(2) . . ?
C10 C11 C12 120.5(3) . . ?
C10 C11 H11 126(2) . . ?
C5 C6 C7 122.2(3) . . ?
C5 C6 H6 121(2) . . ?
C7 C6 H6 117(2) . . ?
C3 C15 C5 120.9(3) . . ?
C3 C15 H15 122(2) . . ?
C5 C15 H15 117(2) . . ?

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
O100 H10A O101 0.83(3) 1.92(3) 2.742(3) 173(3) 2
O101 H10C N15 0.91(4) 2.01(4) 2.893(3) 163(3) 4_566
O101 H10D O100 0.85(3) 1.98(4) 2.825(3) 174(3) 3_566
O100 H10B O22 0.83(4) 1.95(4) 2.772(3) 172(4) 2_545

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
K1 S19 O22 K1 13.30(18) 4_575 . . . ?
K1 S19 O20 K1 139.2(4) 4_575 . . 3_575 ?
K1 S19 O20 K1 41.7(4) . . . 3_575 ?
K1 S19 O20 K1 -97.44(4) . . . 4_575 ?
K1 S19 O21 K1 -83.58(18) . . . 2_545 ?
K1 S19 O21 K1 -125.30(6) 4_575 . . . ?
K1 S19 O21 K1 125.30(6) . . . 4_575 ?
K1 S19 O21 K1 151.1(2) 4_575 . . 2_545 ?
K1 S19 C18 C17 15.9(3) . . . . ?
K1 S19 C18 C17 -119.87(16) 4_575 . . . ?
S19 C18 C17 N15 168.67(15) . . . . ?
O22 S19 O20 K1 -148.26(7) . . . 4_575 ?
O22 S19 O20 K1 -9.1(4) . . . 3_575 ?
O22 S19 O21 K1 152.32(8) . . . 4_575 ?
O22 S19 O21 K1 27.01(8) . . . . ?
O22 S19 O21 K1 -56.6(2) . . . 2_545 ?
O22 S19 C18 C17 52.75(19) . . . . ?
O20 S19 O22 K1 92.77(10) . . . . ?
O20 S19 O21 K1 174.07(17) . . . 2_545 ?
O20 S19 O21 K1 -102.35(8) . . . . ?
O20 S19 O21 K1 22.95(10) . . . 4_575 ?
O20 S19 C18 C17 173.76(16) . . . . ?
O21 S19 O22 K1 -35.81(11) . . . . ?
O21 S19 O20 K1 -19.85(9) . . . 4_575 ?
O21 S19 O20 K1 119.3(4) . . . 3_575 ?
O21 S19 C18 C17 -66.62(19) . . . . ?
C16 N15 C17 C18 -175.46(19) . . . . ?
C16 N15 C14 C1 67.2(3) . . . . ?
C18 S19 O22 K1 -151.59(9) . . . . ?
C18 S19 O20 K1 -124.9(4) . . . 3_575 ?
C18 S19 O20 K1 95.97(9) . . . 4_575 ?
C18 S19 O21 K1 58.8(2) . . . 2_545 ?
C18 S19 O21 K1 -92.32(9) . . . 4_575 ?
C18 S19 O21 K1 142.38(8) . . . . ?
C17 N15 C14 C1 -174.0(2) . . . . ?
C1 C13 C4 C12 175.1(2) . . . . ?
C1 C13 C9 C8 2.7(4) . . . . ?
C1 C13 C9 C10 -175.4(2) . . . . ?
C1 C2 C3 C15 -178.5(3) . . . . ?
C1 C2 C7 C8 0.9(4) . . . . ?
C1 C2 C7 C6 179.7(2) . . . . ?
C14 N15 C17 C18 64.4(3) . . . . ?
C14 C1 C13 C4 -2.6(3) . . . . ?
C14 C1 C13 C9 176.0(2) . . . . ?
C14 C1 C2 C3 1.4(4) . . . . ?
C14 C1 C2 C7 -177.7(2) . . . . ?
C8 C7 C6 C5 176.6(3) . . . . ?
C13 C1 C14 N15 76.6(3) . . . . ?
C13 C1 C2 C3 177.8(2) . . . . ?
C13 C1 C2 C7 -1.3(3) . . . . ?
C2 C1 C14 N15 -106.9(3) . . . . ?
C2 C1 C13 C4 -179.1(2) . . . . ?
C2 C1 C13 C9 -0.5(3) . . . . ?
C2 C3 C15 C5 -0.2(4) . . . . ?
C2 C7 C6 C5 -2.2(4) . . . . ?
C3 C2 C7 C8 -178.3(2) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C4 C13 C9 C8 -178.6(2) . . . . ?
C4 C13 C9 C10 3.3(3) . . . . ?
C4 C12 C11 C10 1.4(4) . . . . ?
C9 C8 C7 C2 1.4(4) . . . . ?
C9 C8 C7 C6 -177.4(2) . . . . ?
C9 C13 C4 C12 -3.5(4) . . . . ?
C9 C10 C11 C12 -1.5(4) . . . . ?
C7 C8 C9 C13 -3.2(4) . . . . ?
C7 C8 C9 C10 174.8(3) . . . . ?
C7 C2 C3 C15 0.6(4) . . . . ?
C11 C12 C4 C13 1.2(4) . . . . ?
C11 C10 C9 C8 -178.9(3) . . . . ?
C11 C10 C9 C13 -0.9(4) . . . . ?
C6 C5 C15 C3 -1.4(5) . . . . ?
C15 C5 C6 C7 2.6(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2014-02-28
_olex2_submission_original_sample_id dcm140003
_olex2_submission_special_instructions 'No special instructions were received'
