# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_ZNS-HMP
_database_code_depnum_ccdc_archive 'CCDC 1816488'
_audit_update_record             
;
2018-01-12 deposited with the CCDC.
2018-04-17 downloaded from the CCDC.
;
_audit_creation_date             2018-01-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        Zonisamide-2-hydroxy-5-methylpyridine
_chemical_formula_moiety         'C8 H8 N2 O3 S, C6 H7 N O'
_chemical_formula_sum            'C14 H15 N3 O4 S'
_chemical_formula_weight         321.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H15 N3 O4 S1'
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      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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   14.1373(3)
_cell_length_b                   11.23707(18)
_cell_length_c                   9.45521(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.2761(19)
_cell_angle_gamma                90.00
_cell_volume                     1441.87(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14144
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.5830
_cell_measurement_theta_min      4.2470
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             672
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 -7 12 0.1659
-14 6 10 0.1175
8 5 -13 0.1398
14 -10 -6 0.0760
-8 -14 4 0.1911
1 -9 10 0.1949
8 -2 10 0.2068
11 5 8 0.2248
12 12 1 0.2181
7 14 -6 0.2256
0 10 -10 0.1919
-8 1 -10 0.2071
-11 -13 -1 0.1792

_exptl_crystal_size_max          0.465
_exptl_crystal_size_mid          0.402
_exptl_crystal_size_min          0.241
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.2374 -6.9288 11.9867 -0.3493 0.0442 0.9360
-14.1158 5.5324 10.4990 -0.9641 0.1258 0.2337
7.7181 4.6296 -12.6364 0.5200 -0.0667 -0.8515
14.0468 -10.4366 -6.0052 0.9640 -0.1266 0.2337
-8.0958 -14.0664 4.2803 -0.0181 -0.6592 0.7518
1.2562 -9.3026 10.0902 0.0013 0.1162 0.9932
7.5291 -2.1748 10.3051 0.0148 0.6316 0.7752
11.1362 4.7111 7.8188 0.0229 0.9245 0.3805
11.5074 12.2706 1.1480 0.0246 0.9464 -0.3222
6.5606 13.8610 -5.7739 0.0150 0.5312 -0.8471
-0.1977 10.1904 -9.7590 0.0010 -0.0289 -0.9996
-8.1890 1.1733 -10.0920 -0.0162 -0.6855 -0.7279
-11.3066 -12.5972 -0.6217 -0.0243 -0.9292 0.3688

_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23512
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.51
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2945
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  97.00   1.00    7.25    --   18.83  57.00 -30.00  107
  2  ω     37.00 108.00   1.00    7.25    --   18.83 178.00 150.00   71
  3  ω     -4.00  97.00   1.00    7.25    --   18.83  38.00 -60.00  101
  4  ω     -8.00 103.00   1.00    7.25    --   18.83  77.00 150.00  111
  5  ω    -15.00  70.00   1.00    7.25    --   18.83  57.00  90.00   85
  6  ω    -10.00  71.00   1.00    7.25    --   18.83-111.00 179.00   81
  7  ω    -65.00  10.00   1.00    7.25    --   18.83 -38.00-150.00   75
  8  ω    -61.00  54.00   1.00    7.25    --   18.83 -57.00 -60.00  115
  9  ω    -72.00 -46.00   1.00    7.25    --  -19.61 111.00 -86.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0349881000
_diffrn_orient_matrix_UB_12      -0.0279943000
_diffrn_orient_matrix_UB_13      -0.0300386000
_diffrn_orient_matrix_UB_21      0.0373353000
_diffrn_orient_matrix_UB_22      0.0381747000
_diffrn_orient_matrix_UB_23      0.0420653000
_diffrn_orient_matrix_UB_31      0.0106752000
_diffrn_orient_matrix_UB_32      -0.0417526000
_diffrn_orient_matrix_UB_33      0.0586121000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3083
_reflns_number_total             3301
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3305
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0301
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0350P)²+0.9500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0775
_refine_ls_wR_factor_ref         0.0790
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C11(H11), C10(H10), C4(H4), C3(H3), C2(H2), C13(H13)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.24834(2) 0.70733(3) 0.17526(3) 0.01162(9) Uani 1 d . . .
O2 O 0.18478(7) 0.64219(8) 0.05509(10) 0.0167(2) Uani 1 d . . .
O4 O 0.45534(7) 0.87814(8) 0.37452(10) 0.0171(2) Uani 1 d . . .
O1 O 0.15800(7) 1.04940(8) -0.09377(10) 0.01621(19) Uani 1 d . . .
O3 O 0.28244(7) 0.65146(8) 0.31776(9) 0.01581(19) Uani 1 d . . .
N3 N 0.56933(8) 0.87790(10) 0.59880(12) 0.0140(2) Uani 1 d . . .
C9 C 0.51372(9) 0.81949(11) 0.47717(13) 0.0137(2) Uani 1 d . . .
N1 N 0.20432(8) 1.00002(10) 0.04648(12) 0.0166(2) Uani 1 d . . .
N2 N 0.34332(8) 0.74934(10) 0.12722(12) 0.0151(2) Uani 1 d . . .
C1 C 0.07625(9) 0.98312(11) -0.15545(13) 0.0132(2) Uani 1 d . . .
C8 C 0.18315(10) 0.83805(11) 0.20304(13) 0.0158(2) Uani 1 d . . .
H8A H 0.1260 0.8150 0.2342 0.019 Uiso 1 calc . . R
H8B H 0.2255 0.8861 0.2806 0.019 Uiso 1 calc . . R
C12 C 0.64869(9) 0.70306(11) 0.71680(14) 0.0150(3) Uani 1 d . . .
C5 C -0.01353(9) 0.81508(11) -0.09895(14) 0.0158(2) Uani 1 d . . .
H5 H -0.0212 0.7547 -0.0358 0.019 Uiso 1 calc . . R
C11 C 0.59314(9) 0.63819(11) 0.59235(14) 0.0160(3) Uani 1 d . . .
H11 H 0.6014 0.5562 0.5894 0.019 Uiso 1 calc . . R
C10 C 0.52779(9) 0.69353(11) 0.47672(14) 0.0150(2) Uani 1 d . . .
H10 H 0.4921 0.6487 0.3969 0.018 Uiso 1 calc . . R
C4 C -0.08118(9) 0.83125(12) -0.23517(15) 0.0182(3) Uani 1 d . . .
H4 H -0.1351 0.7805 -0.2645 0.022 Uiso 1 calc . . R
C7 C 0.15079(9) 0.90991(11) 0.06504(13) 0.0137(2) Uani 1 d . . .
C3 C -0.06971(10) 0.92323(12) -0.33000(14) 0.0179(3) Uani 1 d . . .
H3 H -0.1166 0.9319 -0.4207 0.021 Uiso 1 calc . . R
C2 C 0.00908(10) 1.00114(11) -0.29262(14) 0.0162(3) Uani 1 d . . .
H2 H 0.0167 1.0619 -0.3553 0.019 Uiso 1 calc . . R
C6 C 0.06688(9) 0.89305(11) -0.05986(13) 0.0127(2) Uani 1 d . . .
C14 C 0.71837(10) 0.64223(12) 0.84645(14) 0.0197(3) Uani 1 d . . .
H14A H 0.6827 0.5857 0.8878 0.030 Uiso 1 calc . . GR
H14B H 0.7483 0.7004 0.9196 0.030 Uiso 1 calc . . GR
H14C H 0.7686 0.6017 0.8147 0.030 Uiso 1 calc . . GR
C13 C 0.63454(9) 0.82304(12) 0.71456(13) 0.0148(2) Uani 1 d . . .
H13 H 0.6701 0.8686 0.7937 0.018 Uiso 1 calc . . R
H3A H 0.5612(14) 0.9585(19) 0.601(2) 0.033(5) Uiso 1 d . . .
H2A H 0.3280(13) 0.7783(16) 0.036(2) 0.028(5) Uiso 1 d . . .
H2B H 0.3814(14) 0.7894(18) 0.194(2) 0.032(5) Uiso 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 O2 1.4360(9) . ?
S1 O3 1.4415(9) . ?
S1 N2 1.6043(11) . ?
S1 C8 1.7921(13) . ?
O4 C9 1.2683(15) . ?
O1 N1 1.4172(13) . ?
O1 C1 1.3611(15) . ?
N3 C9 1.3655(16) . ?
N3 C13 1.3647(16) . ?
C9 C10 1.4295(18) . ?
N1 C7 1.3051(17) . ?
C1 C2 1.3909(17) . ?
C1 C6 1.3878(17) . ?
C8 C7 1.4931(17) . ?
C12 C11 1.4194(18) . ?
C12 C14 1.5045(17) . ?
C12 C13 1.3622(18) . ?
C5 C4 1.3842(18) . ?
C5 C6 1.4004(17) . ?
C11 C10 1.3672(18) . ?
C4 C3 1.4072(19) . ?
C7 C6 1.4327(17) . ?
C3 C2 1.3825(19) . ?

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
O2 S1 O3 119.26(6) . . ?
O2 S1 N2 108.28(6) . . ?
O2 S1 C8 107.48(6) . . ?
O3 S1 N2 107.79(6) . . ?
O3 S1 C8 105.72(6) . . ?
N2 S1 C8 107.81(6) . . ?
C1 O1 N1 107.51(9) . . ?
C13 N3 C9 123.94(11) . . ?
O4 C9 N3 119.49(11) . . ?
O4 C9 C10 125.00(12) . . ?
N3 C9 C10 115.51(11) . . ?
C7 N1 O1 107.24(10) . . ?
O1 C1 C2 126.56(11) . . ?
O1 C1 C6 110.16(11) . . ?
C6 C1 C2 123.27(12) . . ?
C7 C8 S1 111.06(8) . . ?
C11 C12 C14 121.73(12) . . ?
C13 C12 C11 116.78(11) . . ?
C13 C12 C14 121.47(12) . . ?
C4 C5 C6 117.49(12) . . ?
C10 C11 C12 121.48(12) . . ?
C11 C10 C9 120.76(12) . . ?
C5 C4 C3 121.09(12) . . ?
N1 C7 C8 119.34(11) . . ?
N1 C7 C6 111.66(11) . . ?
C6 C7 C8 128.97(12) . . ?
C2 C3 C4 122.05(12) . . ?
C3 C2 C1 115.90(12) . . ?
C1 C6 C5 120.20(11) . . ?
C1 C6 C7 103.43(11) . . ?
C5 C6 C7 136.36(12) . . ?
C12 C13 N3 121.52(12) . . ?

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
S1 C8 C7 N1 -96.97(12) . . . . ?
S1 C8 C7 C6 80.94(15) . . . . ?
O2 S1 C8 C7 -56.27(11) . . . . ?
O4 C9 C10 C11 179.50(12) . . . . ?
O1 N1 C7 C8 178.57(10) . . . . ?
O1 N1 C7 C6 0.32(14) . . . . ?
O1 C1 C2 C3 -178.62(12) . . . . ?
O1 C1 C6 C5 178.52(11) . . . . ?
O1 C1 C6 C7 -0.47(13) . . . . ?
O3 S1 C8 C7 175.34(9) . . . . ?
N3 C9 C10 C11 0.07(18) . . . . ?
C9 N3 C13 C12 -0.21(19) . . . . ?
N1 O1 C1 C2 179.63(12) . . . . ?
N1 O1 C1 C6 0.67(13) . . . . ?
N1 C7 C6 C1 0.08(14) . . . . ?
N1 C7 C6 C5 -178.66(14) . . . . ?
N2 S1 C8 C7 60.26(11) . . . . ?
C1 O1 N1 C7 -0.61(13) . . . . ?
C8 C7 C6 C1 -177.96(12) . . . . ?
C8 C7 C6 C5 3.3(2) . . . . ?
C12 C11 C10 C9 0.38(19) . . . . ?
C5 C4 C3 C2 0.2(2) . . . . ?
C11 C12 C13 N3 0.64(18) . . . . ?
C4 C5 C6 C1 0.58(18) . . . . ?
C4 C5 C6 C7 179.17(13) . . . . ?
C4 C3 C2 C1 -0.07(19) . . . . ?
C2 C1 C6 C5 -0.47(19) . . . . ?
C2 C1 C6 C7 -179.46(12) . . . . ?
C6 C1 C2 C3 0.20(18) . . . . ?
C6 C5 C4 C3 -0.46(19) . . . . ?
C14 C12 C11 C10 178.06(12) . . . . ?
C14 C12 C13 N3 -178.16(11) . . . . ?
C13 N3 C9 O4 -179.63(11) . . . . ?
C13 N3 C9 C10 -0.17(18) . . . . ?
C13 C12 C11 C10 -0.73(18) . . . . ?

_olex2_date_sample_data_collection 2017-12-14
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.867
####################################################################### 
# 
# 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_ZNS-CAF
_database_code_depnum_ccdc_archive 'CCDC 1832355'
_audit_update_record             
;
2018-03-26 deposited with the CCDC.
2018-04-17 downloaded from the CCDC.
;
_audit_creation_date             2018-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        Zonisamide:Caffeine
_chemical_formula_moiety         'C8 H8 N2 O3 S, C8 H10 N4 O2'
_chemical_formula_sum            'C16 H18 N6 O5 S'
_chemical_formula_weight         406.42
_chemical_melting_point          452
_chemical_oxdiff_formula         'C16 H18 N6 O5 S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.59020(10)
_cell_length_b                   13.30840(10)
_cell_length_c                   14.24360(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.8550(10)
_cell_angle_gamma                90
_cell_volume                     1816.96(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22621
_cell_measurement_temperature    297.3(4)
_cell_measurement_theta_max      67.0200
_cell_measurement_theta_min      4.5800
_shelx_estimated_absorpt_T_max   0.738
_shelx_estimated_absorpt_T_min   0.462
_exptl_absorpt_coefficient_mu    1.977
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47088
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             848
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 9 0.1811
6 0 0 0.2477
0 -9 0 0.0779
-2 -2 9 0.1937
-5 0 -5 0.1592
2 0 -9 0.4037
2 0 9 0.1885
0 9 0 0.0780
0 0 -9 0.3926

_exptl_crystal_preparation       
'Prepared by dissolution of equimolar amounts of Zonisamide and Caffeine in methanol solvent'
_exptl_crystal_recrystallization_method 
'Crystallised by slow room temperature evaporation of methanol solvent from a solution containing equimolar amounts of zonisamide and caffeine'
_exptl_crystal_size_max          0.462
_exptl_crystal_size_mid          0.398
_exptl_crystal_size_min          0.164
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.7392 -0.3316 9.2073 0.1502 -0.1730 0.9734
6.2138 0.3399 0.2059 0.6212 -0.7270 -0.2926
0.2394 -8.6343 -0.2574 -0.7599 -0.6500 0.0091
-2.0937 -1.5149 8.6551 -0.0985 -0.0821 0.9917
-4.9761 -0.1097 -5.3174 -0.6226 0.7270 -0.2896
2.3193 0.4031 -8.6800 0.0193 -0.0252 -0.9995
1.8888 -0.1696 8.7155 0.3989 -0.4642 0.7908
-0.1345 8.6402 -0.1704 0.7587 0.6489 -0.0578
0.2473 0.4294 -8.6494 -0.1726 0.2248 -0.8926

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0081
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27367
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.048
_diffrn_reflns_theta_max         67.048
_diffrn_reflns_theta_min         5.647
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.3(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2945
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00   8.00   0.25    2.50    --   40.62 -22.00  54.00  136
  2  ω     50.00  76.00   0.25    2.50    --   40.62  57.00 -60.00  104
  3  ω     24.00 118.00   0.25    2.50    --   40.62  22.00-139.00  376
  4  ω     72.00 119.00   0.25    5.00    --  106.56  22.00-139.00  188
  5  ω    116.00 177.00   0.25    5.00    --  106.56  77.00-180.00  244
  6  ω    111.00 146.00   0.25    5.00    --  106.56  61.00 -60.00  140
  7  ω    102.00 170.00   0.25    5.00    --  106.56 125.00  60.00  272
  8  ω    118.00 144.00   0.25    5.00    --  106.56  77.00 150.00  104
  9  ω     77.00 103.00   0.25    5.00    --  106.56  61.00 120.00  104
 10  ω     77.00 138.00   0.25    5.00    --  106.56  61.00  90.00  244
 11  ω     78.00 119.00   0.25    5.00    --  106.56  61.00  30.00  164
 12  ω     74.00 176.00   0.25    5.00    --  106.56  77.00 120.00  408
 13  ω     77.00 133.00   0.25    5.00    --  106.56  61.00  60.00  224
 14  ω     77.00 168.00   0.25    5.00    --  106.56  61.00 -30.00  364
 15  ω     77.00 103.00   0.25    5.00    --  106.56  61.00 -90.00  104
 16  ω     78.00 103.00   0.25    5.00    --  106.56  61.00-120.00  100
 17  ω     78.00 103.00   0.25    5.00    --  106.56  61.00-150.00  100
 18  ω     77.00 104.00   0.25    5.00    --  106.56  61.00-180.00  108
 19  ω     74.00 178.00   0.25    5.00    --  106.56  77.00-120.00  416
 20  ω     74.00 100.00   0.25    5.00    --  106.56  77.00-180.00  104
 21  ω     74.00 148.00   0.25    5.00    --  106.56  77.00-150.00  296
 22  ω     78.00 105.00   0.25    5.00    --  106.56  61.00 -60.00  108
 23  ω     77.00 104.00   0.25    5.00    --  106.56  61.00   0.00  108
 24  ω     74.00 100.00   0.25    5.00    --  106.56  77.00  30.00  104
 25  ω     75.00 169.00   0.25    5.00    --  106.56  77.00   0.00  376
 26  ω     74.00  99.00   0.25    5.00    --  106.56  77.00  90.00  100
 27  ω     74.00 157.00   0.25    5.00    --  106.56  77.00  60.00  332
 28  ω     74.00 100.00   0.25    5.00    --  106.56  77.00 150.00  104
 29  ω     52.00  86.00   0.25    5.00    --  106.56 -22.00  54.00  136
 30  ω     35.00 135.00   0.25    5.00    --  106.56 -61.00 120.00  400
 31  ω     60.00 121.00   0.25    5.00    --  106.56-125.00  30.00  244
 32  ω     31.00 109.00   0.25    5.00    --  106.56 -94.00  90.00  312
 33  ω     33.00 122.00   0.25    5.00    --  106.56-125.00 -60.00  356
 34  ω     23.00  71.00   0.25    2.50    --   40.62-125.00  30.00  192
 35  ω     23.00  92.00   0.25    2.50    --   40.62-125.00 -60.00  276
 36  ω     24.00  86.00   0.25    5.00    --  106.56 -94.00  30.00  248
 37  ω      2.00  81.00   0.25    2.50    --   40.62 -99.00  60.00  316
 38  ω     13.00  40.00   0.25    2.50    --   40.62  57.00 -60.00  108
 39  ω      8.00  60.00   0.25    2.50    --   40.62  77.00 -30.00  208
 40  ω     12.00 116.00   0.25    2.50    --   40.62  77.00  30.00  416
 41  ω     74.00 100.00   0.25    5.00    --  106.56  77.00 -90.00  104
 42  ω     74.00 148.00   0.25    5.00    --  106.56  77.00 -60.00  296
 43  ω     74.00 100.00   0.25    5.00    --  106.56  77.00 -30.00  104
 44  ω     10.00  71.00   0.25    2.50    --   40.62  77.00 120.00  244
 45  ω    -46.00  -6.00   0.25    2.50    --  -40.62 -22.00  54.00  160
 46  ω    -67.00  -9.00   0.25    2.50    --  -40.62 -77.00 150.00  232
 47  ω   -120.00 -65.00   0.25    2.50    --  -40.62 -22.00  54.00  220
 48  ω    -73.00  16.00   0.25    2.50    --  -40.62  22.00-139.00  356
 49  ω    -92.00  -9.00   0.25    2.50    --  -40.62 -77.00-120.00  332
 50  ω   -116.00 -88.00   0.25    2.50    --  -40.62 -77.00 150.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0941641000
_diffrn_orient_matrix_UB_12      0.0898088000
_diffrn_orient_matrix_UB_13      0.0271119000
_diffrn_orient_matrix_UB_21      -0.1201169000
_diffrn_orient_matrix_UB_22      0.0727216000
_diffrn_orient_matrix_UB_23      -0.0258157000
_diffrn_orient_matrix_UB_31      -0.0501458000
_diffrn_orient_matrix_UB_32      -0.0054720000
_diffrn_orient_matrix_UB_33      0.1014965000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3205
_reflns_number_total             3217
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.041
_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)+(0.0840P)²+1.2702P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1446
_refine_ls_wR_factor_ref         0.1446
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C4(H4), C3(H3), C13(H13)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
S1 S 0.96702(6) 0.43005(4) 0.63702(4) 0.0408(2) Uani 1 1 d . . . . .
O2 O 1.09084(18) 0.40951(14) 0.58745(13) 0.0561(5) Uani 1 1 d . . . . .
O3 O 0.9419(2) 0.53010(13) 0.66810(14) 0.0584(5) Uani 1 1 d . . . . .
O1 O 0.48495(18) 0.37057(15) 0.65795(13) 0.0542(5) Uani 1 1 d . . . . .
O5 O 0.7548(2) 0.39188(15) 0.86480(14) 0.0622(5) Uani 1 1 d . . . . .
N2 N 0.9667(2) 0.35839(18) 0.72702(15) 0.0459(5) Uani 1 1 d . . . . .
N4 N 0.62139(19) 0.53277(14) 0.86791(13) 0.0409(4) Uani 1 1 d . . . . .
N3 N 0.5212(2) 0.37182(15) 0.88175(13) 0.0460(5) Uani 1 1 d . . . . .
N5 N 0.4634(2) 0.67186(15) 0.87437(15) 0.0506(5) Uani 1 1 d . . . . .
N1 N 0.6164(2) 0.33289(16) 0.62936(15) 0.0503(5) Uani 1 1 d . . . . .
O4 O 0.2860(2) 0.35113(17) 0.90563(18) 0.0820(7) Uani 1 1 d . . . . .
N6 N 0.2637(2) 0.5751(2) 0.89456(17) 0.0608(6) Uani 1 1 d . . . . .
C7 C 0.6857(2) 0.40881(17) 0.59863(15) 0.0404(5) Uani 1 1 d . . . . .
C6 C 0.6086(2) 0.50099(18) 0.60436(15) 0.0415(5) Uani 1 1 d . . . . .
C12 C 0.4917(2) 0.57456(17) 0.87750(15) 0.0401(5) Uani 1 1 d . . . . .
C9 C 0.3781(2) 0.51401(18) 0.89026(15) 0.0405(5) Uani 1 1 d . . . . .
C11 C 0.6389(3) 0.43012(18) 0.87090(16) 0.0439(5) Uani 1 1 d . . . . .
C8 C 0.8257(2) 0.39355(18) 0.55935(16) 0.0441(5) Uani 1 1 d . . . . .
H8A H 0.831157 0.431787 0.501603 0.053 Uiso 1 1 calc R . . . .
H8B H 0.836344 0.323092 0.543694 0.053 Uiso 1 1 calc R . . . .
C1 C 0.4838(2) 0.4713(2) 0.64171(15) 0.0450(5) Uani 1 1 d . . . . .
C10 C 0.3863(3) 0.40842(19) 0.89338(17) 0.0487(6) Uani 1 1 d . . . . .
C5 C 0.6312(3) 0.60175(19) 0.58105(18) 0.0524(6) Uani 1 1 d . . . . .
H5 H 0.714431 0.622916 0.555744 0.063 Uiso 1 1 calc R . . . .
C2 C 0.3748(3) 0.5376(2) 0.65778(18) 0.0582(7) Uani 1 1 d . . . . .
H2 H 0.290994 0.516636 0.682421 0.070 Uiso 1 1 calc R . . . .
C4 C 0.5249(3) 0.6678(2) 0.5973(2) 0.0642(8) Uani 1 1 d . . . . .
H4 H 0.536691 0.735364 0.582883 0.077 Uiso 1 1 calc R . . . .
C15 C 0.7419(3) 0.5980(2) 0.8525(2) 0.0592(7) Uani 1 1 d . . . . .
H15A H 0.711939 0.656756 0.818436 0.089 Uiso 1 1 calc GR . . . .
H15B H 0.809372 0.562218 0.817050 0.089 Uiso 1 1 calc GR . . . .
H15C H 0.783202 0.617553 0.912033 0.089 Uiso 1 1 calc GR . . . .
C3 C 0.3994(3) 0.6363(2) 0.6347(2) 0.0646(8) Uani 1 1 d . . . . .
H3 H 0.330088 0.683723 0.644480 0.078 Uiso 1 1 calc R . . . .
C14 C 0.5393(4) 0.2619(2) 0.8766(2) 0.0650(8) Uani 1 1 d . . . . .
H14A H 0.613185 0.246437 0.835068 0.098 Uiso 1 1 calc GR . . . .
H14B H 0.454192 0.231600 0.853368 0.098 Uiso 1 1 calc GR . . . .
H14C H 0.562413 0.236120 0.938140 0.098 Uiso 1 1 calc GR . . . .
C13 C 0.3211(3) 0.6711(2) 0.8840(2) 0.0654(7) Uani 1 1 d . . . . .
H13 H 0.267495 0.729389 0.883521 0.078 Uiso 1 1 calc R . . . .
C16 C 0.1197(3) 0.5568(4) 0.9057(3) 0.0938(12) Uani 1 1 d . . . . .
H16A H 0.096784 0.490772 0.882922 0.141 Uiso 1 1 calc GR . . . .
H16B H 0.066090 0.605815 0.870723 0.141 Uiso 1 1 calc GR . . . .
H16C H 0.098754 0.561458 0.970998 0.141 Uiso 1 1 calc GR . . . .
H2A H 0.980(3) 0.300(3) 0.714(2) 0.052(8) Uiso 1 1 d . . . . .
H2B H 0.907(4) 0.373(3) 0.758(2) 0.065(10) 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 O2 1.4274(18) . ?
S1 O3 1.4262(18) . ?
S1 N2 1.598(2) . ?
S1 C8 1.789(2) . ?
O1 N1 1.429(3) . ?
O1 C1 1.360(3) . ?
O5 C11 1.228(3) . ?
N2 H2A 0.80(3) . ?
N2 H2B 0.76(3) . ?
N4 C12 1.373(3) . ?
N4 C11 1.377(3) . ?
N4 C15 1.467(3) . ?
N3 C11 1.382(3) . ?
N3 C10 1.397(3) . ?
N3 C14 1.475(3) . ?
N5 C12 1.324(3) . ?
N5 C13 1.376(4) . ?
N1 C7 1.293(3) . ?
O4 C10 1.244(3) . ?
N6 C9 1.368(3) . ?
N6 C13 1.401(4) . ?
N6 C16 1.416(4) . ?
C7 C6 1.436(3) . ?
C7 C8 1.486(3) . ?
C6 C1 1.384(3) . ?
C6 C5 1.400(3) . ?
C12 C9 1.373(3) . ?
C9 C10 1.408(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C1 C2 1.393(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.371(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.397(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3 H3 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C13 H13 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
O2 S1 N2 107.82(12) . . ?
O2 S1 C8 105.53(11) . . ?
O3 S1 O2 118.95(12) . . ?
O3 S1 N2 107.66(12) . . ?
O3 S1 C8 108.25(11) . . ?
N2 S1 C8 108.24(12) . . ?
C1 O1 N1 107.46(17) . . ?
S1 N2 H2A 112(2) . . ?
S1 N2 H2B 110(3) . . ?
H2A N2 H2B 120(3) . . ?
C12 N4 C11 120.57(19) . . ?
C12 N4 C15 119.7(2) . . ?
C11 N4 C15 119.7(2) . . ?
C11 N3 C10 125.4(2) . . ?
C11 N3 C14 117.0(2) . . ?
C10 N3 C14 117.5(2) . . ?
C12 N5 C13 101.1(2) . . ?
C7 N1 O1 106.85(19) . . ?
C9 N6 C13 102.7(2) . . ?
C9 N6 C16 133.5(3) . . ?
C13 N6 C16 123.8(3) . . ?
N1 C7 C6 112.2(2) . . ?
N1 C7 C8 120.1(2) . . ?
C6 C7 C8 127.7(2) . . ?
C1 C6 C7 103.4(2) . . ?
C1 C6 C5 120.5(2) . . ?
C5 C6 C7 136.1(2) . . ?
N5 C12 N4 125.4(2) . . ?
N5 C12 C9 114.6(2) . . ?
C9 C12 N4 120.1(2) . . ?
N6 C9 C12 107.4(2) . . ?
N6 C9 C10 129.5(2) . . ?
C12 C9 C10 123.1(2) . . ?
O5 C11 N4 121.2(2) . . ?
O5 C11 N3 121.3(2) . . ?
N4 C11 N3 117.5(2) . . ?
S1 C8 H8A 108.8 . . ?
S1 C8 H8B 108.8 . . ?
C7 C8 S1 113.96(16) . . ?
C7 C8 H8A 108.8 . . ?
C7 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
O1 C1 C6 110.1(2) . . ?
O1 C1 C2 126.8(2) . . ?
C6 C1 C2 123.1(3) . . ?
N3 C10 C9 113.3(2) . . ?
O4 C10 N3 121.7(2) . . ?
O4 C10 C9 125.0(3) . . ?
C6 C5 H5 121.5 . . ?
C4 C5 C6 116.9(3) . . ?
C4 C5 H5 121.5 . . ?
C1 C2 H2 122.3 . . ?
C3 C2 C1 115.5(3) . . ?
C3 C2 H2 122.3 . . ?
C5 C4 H4 119.1 . . ?
C5 C4 C3 121.8(3) . . ?
C3 C4 H4 119.1 . . ?
N4 C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
N4 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C3 C4 122.3(3) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N5 C13 N6 114.3(2) . . ?
N5 C13 H13 122.9 . . ?
N6 C13 H13 122.9 . . ?
N6 C16 H16A 109.5 . . ?
N6 C16 H16B 109.5 . . ?
N6 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

# start Validation Reply Form
_vrf_PLAT230_s17-70-a2           
;
PROBLEM: Hirshfeld Test Diff for   N6       --C13       .       11.5 s.u.  
RESPONSE: The alert was mainly due to the residual electron density which was 
located near C16 and N6 atoms. The fact that a larger than usual thermal 
ellipsoid of the C16 suggests that there possibly a partial disorder around 
these atoms. However, our attempts to model the disorder and omission of 
the non-fitting reflections did not suggest any plausible model for disorder. 
This, coupled with the geometry of the residual electron density suggests 
that this is not in fact disorder and so modelling of such was not 
incorporated in the final structure solution. Alternatively, the crystal
data were also processed using the PLATON/SQUEEZE program to incorporate the 
residual electron density in the model, however, absence of solvent-accessible 
voids did not allow us to proceed with further refinement. Given that the 
residual electron density is small and geometry of it does not justify it as 
disorder of any atom or group and the fact that the rest of the model is well 
defined, we believe that the residual electron density is merely an artefact 
and is chemically meaningless.
;
# end Validation Reply Form

_olex2_date_sample_data_collection 2018-03-14
_olex2_exptl_crystal_mounting_method 
'Mounted on a needle tip and secured in place with glue'
_olex2_submission_original_sample_id S17-70-A2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.831
_oxdiff_exptl_absorpt_empirical_full_min 0.520
