# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

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

data_pbda03_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1570744'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;
_audit_creation_date             2017-08-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelxl_version_number           2013-3
_chemical_name_common            SMT-DMSO
_chemical_name_systematic        'Sulfamethazine-DMSO Solvate'
_chemical_formula_moiety         'C12 H14 N4 O2 S, C2 H6 O S'
_chemical_formula_sum            'C14 H20 N4 O3 S2'
_chemical_formula_weight         356.46
_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 0.0033 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'

_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                   9.3368(4)
_cell_length_b                   13.3286(6)
_cell_length_c                   14.8884(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.3840(10)
_cell_angle_gamma                90
_cell_volume                     1768.18(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9482
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.75
_shelx_estimated_absorpt_T_max   0.856
_shelx_estimated_absorpt_T_min   0.567
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0680 before and 0.0286 after correction.
The Ratio of minimum to maximum transmission is 0.9486.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             752
_exptl_crystal_size_max          2
_exptl_crystal_size_mid          1
_exptl_crystal_size_min          0.5
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0136
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13208
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_min         3.377
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3492
_reflns_number_total             3961
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.079
_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)+(0.0653P)²+0.9281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1341
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C5(H5), C6(H6), C9(H9)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C1D(H1DA,H1DB,H1DC), C2D(H2DA,H2DB,
 H2DC)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.58342(5) 0.28239(3) 0.01193(3) 0.03523(15) Uani 1 1 d . . . . .
C4 C 0.67987(19) 0.34321(12) 0.11588(12) 0.0336(3) Uani 1 1 d . . . . .
N4 N 0.75735(19) 0.42480(11) -0.06944(11) 0.0399(3) Uani 1 1 d . . . . .
N3 N 0.8803(2) 0.28740(12) -0.11974(12) 0.0435(4) Uani 1 1 d . . . . .
N2 N 0.70420(18) 0.25807(11) -0.04471(11) 0.0384(3) Uani 1 1 d . . . . .
H2 H 0.7200 0.1959 -0.0539 0.046 Uiso 1 1 calc R . . . .
O2 O 0.54370(17) 0.18345(10) 0.03526(11) 0.0483(4) Uani 1 1 d . . . . .
C1 C 0.8187(2) 0.42870(14) 0.29098(13) 0.0409(4) Uani 1 1 d . . . . .
O1 O 0.46704(16) 0.34566(11) -0.04252(10) 0.0500(4) Uani 1 1 d . . . . .
C2 C 0.7013(2) 0.47757(14) 0.22534(14) 0.0418(4) Uani 1 1 d . . . . .
H2A H 0.6690 0.5396 0.2403 0.050 Uiso 1 1 calc R . . . .
C3 C 0.6322(2) 0.43567(13) 0.13867(13) 0.0387(4) Uani 1 1 d . . . . .
H3 H 0.5539 0.4692 0.0956 0.046 Uiso 1 1 calc R . . . .
C8 C 0.8413(2) 0.48924(14) -0.10232(14) 0.0446(4) Uani 1 1 d . . . . .
C5 C 0.8002(2) 0.29468(13) 0.17933(13) 0.0404(4) Uani 1 1 d . . . . .
H5 H 0.8339 0.2335 0.1633 0.048 Uiso 1 1 calc R . . . .
C6 C 0.8692(2) 0.33676(14) 0.26531(14) 0.0443(4) Uani 1 1 d . . . . .
H6 H 0.9501 0.3043 0.3071 0.053 Uiso 1 1 calc R . . . .
C7 C 0.7841(2) 0.32839(13) -0.07956(12) 0.0346(4) Uani 1 1 d . . . . .
C9 C 0.9459(3) 0.45561(17) -0.14285(17) 0.0550(5) Uani 1 1 d . . . . .
H9 H 1.0047 0.5006 -0.1641 0.066 Uiso 1 1 calc R . . . .
N1 N 0.8851(3) 0.46818(16) 0.37839(13) 0.0626(5) Uani 1 1 d . . . . .
H1A H 0.9811 0.4651 0.3903 0.075 Uiso 1 1 d GR . . . .
H1B H 0.8582 0.5300 0.3790 0.075 Uiso 1 1 d GR . . . .
C10 C 0.9626(3) 0.35274(17) -0.15167(16) 0.0525(5) Uani 1 1 d . . . . .
C12 C 0.8118(3) 0.59857(16) -0.0929(2) 0.0629(6) Uani 1 1 d . . . . .
H12A H 0.7422 0.6224 -0.1503 0.094 Uiso 1 1 calc GR . . . .
H12B H 0.9042 0.6352 -0.0805 0.094 Uiso 1 1 calc GR . . . .
H12C H 0.7701 0.6082 -0.0419 0.094 Uiso 1 1 calc GR . . . .
S1D S 0.23780(8) -0.00023(6) 0.11894(6) 0.0718(2) Uani 1 1 d . . . . .
O1D O 0.2046(2) -0.05887(12) 0.02891(13) 0.0683(5) Uani 1 1 d . . . . .
C11 C 1.0727(4) 0.3089(2) -0.1962(3) 0.0830(9) Uani 1 1 d . . . . .
H11A H 1.1698 0.3050 -0.1503 0.124 Uiso 1 1 calc GR . . . .
H11B H 1.0783 0.3507 -0.2475 0.124 Uiso 1 1 calc GR . . . .
H11C H 1.0405 0.2428 -0.2193 0.124 Uiso 1 1 calc GR . . . .
C1D C 0.0800(4) -0.0134(3) 0.1591(2) 0.0833(9) Uani 1 1 d . . . . .
H1DA H -0.0076 0.0098 0.1115 0.125 Uiso 1 1 calc GR . . . .
H1DB H 0.0940 0.0256 0.2153 0.125 Uiso 1 1 calc GR . . . .
H1DC H 0.0675 -0.0827 0.1725 0.125 Uiso 1 1 calc GR . . . .
C2D C 0.2098(5) 0.1276(2) 0.0825(4) 0.1143(15) Uani 1 1 d . . . . .
H2DA H 0.2794 0.1454 0.0490 0.171 Uiso 1 1 calc GR . . . .
H2DB H 0.2258 0.1699 0.1368 0.171 Uiso 1 1 calc GR . . . .
H2DC H 0.1091 0.1363 0.0421 0.171 Uiso 1 1 calc GR . . . .


_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 C4 1.7409(18) . ?
S1 N2 1.6297(15) . ?
S1 O2 1.4402(14) . ?
S1 O1 1.4222(14) . ?
C4 C3 1.387(2) . ?
C4 C5 1.393(2) . ?
N4 C8 1.349(2) . ?
N4 C7 1.326(2) . ?
N3 C7 1.335(2) . ?
N3 C10 1.339(3) . ?
N2 C7 1.391(2) . ?
C1 C2 1.393(3) . ?
C1 C6 1.406(3) . ?
C1 N1 1.368(3) . ?
C2 C3 1.377(3) . ?
C8 C9 1.368(3) . ?
C8 C12 1.497(3) . ?
C5 C6 1.369(3) . ?
C9 C10 1.391(3) . ?
C10 C11 1.499(3) . ?
S1D O1D 1.5018(19) . ?
S1D C1D 1.756(3) . ?
S1D C2D 1.783(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
N2 S1 C4 107.37(8) . . ?
O2 S1 C4 108.30(8) . . ?
O2 S1 N2 102.15(8) . . ?
O1 S1 C4 109.56(8) . . ?
O1 S1 N2 110.61(9) . . ?
O1 S1 O2 118.19(9) . . ?
C3 C4 S1 120.85(14) . . ?
C3 C4 C5 120.00(16) . . ?
C5 C4 S1 119.01(13) . . ?
C7 N4 C8 115.21(17) . . ?
C7 N3 C10 115.27(17) . . ?
C7 N2 S1 126.17(12) . . ?
C2 C1 C6 118.31(17) . . ?
N1 C1 C2 121.68(18) . . ?
N1 C1 C6 120.00(19) . . ?
C3 C2 C1 121.20(17) . . ?
C2 C3 C4 119.67(17) . . ?
N4 C8 C9 121.33(18) . . ?
N4 C8 C12 116.28(19) . . ?
C9 C8 C12 122.4(2) . . ?
C6 C5 C4 120.17(17) . . ?
C5 C6 C1 120.58(18) . . ?
N4 C7 N3 128.47(16) . . ?
N4 C7 N2 118.03(16) . . ?
N3 C7 N2 113.50(15) . . ?
C8 C9 C10 118.66(19) . . ?
N3 C10 C9 121.0(2) . . ?
N3 C10 C11 116.5(2) . . ?
C9 C10 C11 122.5(2) . . ?
O1D S1D C1D 106.35(14) . . ?
O1D S1D C2D 104.68(18) . . ?
C1D S1D C2D 97.88(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_da1
_database_code_depnum_ccdc_archive 'CCDC 1570746'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;
_audit_creation_date             2017-08-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelxl_version_number           2013-3
_chemical_name_common            SMT-DMF
_chemical_name_systematic        'Sulfamethazine-DMF Solvate'
_chemical_formula_moiety         'C12 H14 N4 O2 S, C3 H7 N O'
_chemical_formula_sum            'C15 H21 N5 O3 S'
_chemical_formula_weight         351.43
_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 0.0033 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'

_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                   9.3986(6)
_cell_length_b                   13.8030(9)
_cell_length_c                   14.5682(10)
_cell_angle_alpha                90
_cell_angle_beta                 71.354(2)
_cell_angle_gamma                90
_cell_volume                     1790.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      2.95
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0107
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            58196
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.929
_diffrn_reflns_theta_min         2.722
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3616
_reflns_number_total             4276
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+0.7662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1453
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C2(H2A), C5(H5), C6(H6), C9(H9), C1A(H1AA)
2.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C2A(H2AA,H2AB,H2AC), C3A(H3AA,H3AB,
 H3AC)
;
_atom_sites_solution_hydrogens   geom
_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
S1 S 0.92502(4) 0.78705(3) 0.51458(3) 0.03595(14) Uani 1 1 d . . . . .
O2 O 1.04379(15) 0.84649(10) 0.45669(10) 0.0509(3) Uani 1 1 d . . . . .
O1 O 0.96178(16) 0.69252(9) 0.54117(10) 0.0492(3) Uani 1 1 d . . . . .
N2 N 0.80553(17) 0.76238(10) 0.45750(11) 0.0406(3) Uani 1 1 d . . . . .
H2 H 0.7903 0.7021 0.4491 0.049 Uiso 1 1 calc R . . . .
N3 N 0.63094(18) 0.78636(11) 0.38184(11) 0.0447(4) Uani 1 1 d . . . . .
N4 N 0.75178(18) 0.92198(11) 0.42852(11) 0.0434(3) Uani 1 1 d . . . . .
O1A O 0.7463(2) 0.56624(12) 0.45581(16) 0.0785(5) Uani 1 1 d . . . . .
C4 C 0.82577(17) 0.85002(11) 0.61887(11) 0.0336(3) Uani 1 1 d . . . . .
C3 C 0.86832(19) 0.94202(12) 0.63672(13) 0.0397(4) Uani 1 1 d . . . . .
H3 H 0.9488 0.9726 0.5916 0.048 Uiso 1 1 calc R . . . .
N1 N 0.5901(2) 0.98932(15) 0.87408(13) 0.0669(5) Uani 1 1 d . . . . .
H1A H 0.6153 1.0467 0.8861 0.080 Uiso 1 1 calc R . . . .
H1B H 0.5152 0.9606 0.9151 0.080 Uiso 1 1 calc R . . . .
C2 C 0.7904(2) 0.98824(13) 0.72206(13) 0.0441(4) Uani 1 1 d . . . . .
H2A H 0.8198 1.0500 0.7342 0.053 Uiso 1 1 calc R . . . .
C1 C 0.6683(2) 0.94417(13) 0.79049(12) 0.0425(4) Uani 1 1 d . . . . .
C5 C 0.7043(2) 0.80481(13) 0.68619(13) 0.0433(4) Uani 1 1 d . . . . .
H5 H 0.6759 0.7428 0.6740 0.052 Uiso 1 1 calc R . . . .
C7 C 0.72633(19) 0.82810(12) 0.42129(11) 0.0371(3) Uani 1 1 d . . . . .
C6 C 0.6267(2) 0.85133(14) 0.77002(13) 0.0484(4) Uani 1 1 d . . . . .
H6 H 0.5450 0.8208 0.8142 0.058 Uiso 1 1 calc R . . . .
N1A N 0.6468(2) 0.43887(16) 0.40211(16) 0.0667(5) Uani 1 1 d . . . . .
C10 C 0.6700(2) 0.98172(14) 0.39237(15) 0.0506(4) Uani 1 1 d . . . . .
C8 C 0.5507(2) 0.84712(16) 0.34615(16) 0.0545(5) Uani 1 1 d . . . . .
C9 C 0.5679(3) 0.94643(17) 0.35069(18) 0.0616(6) Uani 1 1 d . . . . .
H9 H 0.5117 0.9885 0.3261 0.074 Uiso 1 1 calc R . . . .
C12 C 0.6972(3) 1.08804(16) 0.3995(2) 0.0716(7) Uani 1 1 d . . . . .
H12A H 0.7023 1.1026 0.4628 0.107 Uiso 1 1 calc GR . . . .
H12B H 0.6164 1.1239 0.3888 0.107 Uiso 1 1 calc GR . . . .
H12C H 0.7901 1.1057 0.3515 0.107 Uiso 1 1 calc GR . . . .
C11 C 0.4418(3) 0.8018(2) 0.3031(2) 0.0806(8) Uani 1 1 d . . . . .
H11A H 0.4596 0.7333 0.2964 0.121 Uiso 1 1 calc GR . . . .
H11B H 0.4549 0.8297 0.2405 0.121 Uiso 1 1 calc GR . . . .
H11C H 0.3411 0.8134 0.3446 0.121 Uiso 1 1 calc GR . . . .
C1A C 0.6764(3) 0.53165(19) 0.4053(2) 0.0689(6) Uani 1 1 d . . . . .
H1AA H 0.6423 0.5737 0.3670 0.083 Uiso 1 1 calc R . . . .
C2A C 0.6943(5) 0.3698(2) 0.4591(4) 0.1246(16) Uani 1 1 d . . . . .
H2AA H 0.6104 0.3304 0.4943 0.187 Uiso 1 1 calc GR . . . .
H2AB H 0.7332 0.4031 0.5038 0.187 Uiso 1 1 calc GR . . . .
H2AC H 0.7713 0.3294 0.4174 0.187 Uiso 1 1 calc GR . . . .
C3A C 0.5622(5) 0.4038(4) 0.3424(3) 0.141(2) Uani 1 1 d . . . . .
H3AA H 0.5263 0.4578 0.3144 0.212 Uiso 1 1 calc GR . . . .
H3AB H 0.4784 0.3664 0.3811 0.212 Uiso 1 1 calc GR . . . .
H3AC H 0.6254 0.3639 0.2917 0.212 Uiso 1 1 calc GR . . . .


_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 1.4242(14) . ?
S1 O1 1.4343(13) . ?
S1 N2 1.6328(15) . ?
S1 C4 1.7401(16) . ?
N2 H2 0.8600 . ?
N2 C7 1.381(2) . ?
N3 C7 1.340(2) . ?
N3 C8 1.339(2) . ?
N4 C7 1.328(2) . ?
N4 C10 1.344(2) . ?
O1A C1A 1.229(3) . ?
C4 C3 1.381(2) . ?
C4 C5 1.392(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.381(2) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C1 1.356(2) . ?
C2 H2A 0.9300 . ?
C2 C1 1.396(3) . ?
C1 C6 1.399(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.366(3) . ?
C6 H6 0.9300 . ?
N1A C1A 1.314(3) . ?
N1A C2A 1.426(5) . ?
N1A C3A 1.437(4) . ?
C10 C9 1.379(3) . ?
C10 C12 1.499(3) . ?
C8 C9 1.384(3) . ?
C8 C11 1.498(3) . ?
C9 H9 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C1A H1AA 0.9300 . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9600 . ?
C3A H3AA 0.9600 . ?
C3A H3AB 0.9600 . ?
C3A H3AC 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 O1 118.24(9) . . ?
O2 S1 N2 110.79(8) . . ?
O2 S1 C4 109.22(8) . . ?
O1 S1 N2 102.25(8) . . ?
O1 S1 C4 109.07(8) . . ?
N2 S1 C4 106.55(8) . . ?
S1 N2 H2 116.6 . . ?
C7 N2 S1 126.89(12) . . ?
C7 N2 H2 116.6 . . ?
C8 N3 C7 115.76(17) . . ?
C7 N4 C10 115.31(16) . . ?
C3 C4 S1 121.14(13) . . ?
C3 C4 C5 120.08(15) . . ?
C5 C4 S1 118.75(12) . . ?
C4 C3 H3 120.3 . . ?
C4 C3 C2 119.48(15) . . ?
C2 C3 H3 120.3 . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C3 C2 H2A 119.3 . . ?
C3 C2 C1 121.33(16) . . ?
C1 C2 H2A 119.3 . . ?
N1 C1 C2 121.78(18) . . ?
N1 C1 C6 120.28(18) . . ?
C2 C1 C6 117.94(16) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.14(16) . . ?
C6 C5 H5 119.9 . . ?
N3 C7 N2 113.44(15) . . ?
N4 C7 N2 118.55(15) . . ?
N4 C7 N3 128.01(16) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.02(16) . . ?
C5 C6 H6 119.5 . . ?
C1A N1A C2A 121.4(3) . . ?
C1A N1A C3A 120.9(3) . . ?
C2A N1A C3A 117.7(3) . . ?
N4 C10 C9 121.45(19) . . ?
N4 C10 C12 116.25(19) . . ?
C9 C10 C12 122.31(19) . . ?
N3 C8 C9 120.84(19) . . ?
N3 C8 C11 116.5(2) . . ?
C9 C8 C11 122.6(2) . . ?
C10 C9 C8 118.64(19) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1A C1A N1A 124.0(3) . . ?
O1A C1A H1AA 118.0 . . ?
N1A C1A H1AA 118.0 . . ?
N1A C2A H2AA 109.5 . . ?
N1A C2A H2AB 109.5 . . ?
N1A C2A H2AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
N1A C3A H3AA 109.5 . . ?
N1A C3A H3AB 109.5 . . ?
N1A C3A H3AC 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_pbda02_1_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1570745'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;
_audit_creation_date             2017-08-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelxl_version_number           2013-3
_chemical_name_common            SMT-DMA
_chemical_name_systematic        'Sulfamethazine -DMA Solvate'
_chemical_formula_moiety         'C12 H14 N4 O2 S, C4 H9 N O'
_chemical_formula_sum            'C16 H23 N5 O3 S'
_chemical_formula_weight         365.45
_chemical_absolute_configuration ?
_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 0.0033 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'

_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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   31.336(4)
_cell_length_b                   8.0711(10)
_cell_length_c                   15.218(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3848.8(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2807
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.83
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0680 before and 0.0286 after correction.
The Ratio of minimum to maximum transmission is 0.9486.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13797
_diffrn_reflns_point_group_measured_fraction_full 0.827
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         2.600
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.607
_reflns_Friedel_fraction_full    0.646
_reflns_Friedel_fraction_max     0.651
_reflns_number_gt                3633
_reflns_number_total             7337
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 980 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.15(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         7337
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1661
_refine_ls_R_factor_gt           0.0683
_refine_ls_restrained_S_all      1.001
_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)+(0.0459P)²+1.7769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1419
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N2A(H2A)
2.b Rotating group:
 N1A(H1AA,H1AB), N1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C6A(H6A), C2A(H2AA), C5A(H5A), C9A(H9A), C5(H5), C2(H2), C3(H3),
 N2(H2B), C6(H6), C9(H9)
2.d Idealised Me refined as rotating group:
 C12A(H12A,H12B,H12C), C4B(H4BA,H4BB,H4BC), C4C(H4CA,H4CB,H4CC), C1C(H1CA,H1CB,
 H1CC), C11A(H11A,H11B,H11C), C12(H12D,H12E,H12F), C11(H11D,H11E,H11F),
 C1B(H1BA,H1BB,H1BC), C2B(H2BA,H2BB,H2BC), C2C(H2CA,H2CB,H2CC)
;
_atom_sites_solution_hydrogens   mixed
_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
S1A S 0.02279(5) 0.2746(2) 0.40828(12) 0.0449(4) Uani 1 1 d . . . . .
O2A O 0.02720(14) 0.2434(6) 0.3166(3) 0.0576(13) Uani 1 1 d . . . . .
C4A C 0.00978(19) 0.0910(8) 0.4621(4) 0.0416(16) Uani 1 1 d . . . . .
C3A C 0.02558(19) -0.0595(8) 0.4315(5) 0.0538(18) Uani 1 1 d . . . . .
H3A H 0.0419 -0.0635 0.3806 0.065 Uiso 1 1 calc R . . . .
N2A N 0.07119(15) 0.3214(7) 0.4399(3) 0.0483(14) Uani 1 1 d . . . . .
H2A H 0.0806 0.4012 0.4078 0.058 Uiso 1 1 d R . . . .
N4A N 0.12545(17) 0.3627(8) 0.5364(4) 0.0555(16) Uani 1 1 d . . . . .
C8A C 0.0679(2) 0.3726(9) 0.6719(5) 0.057(2) Uani 1 1 d . . . . .
N3A N 0.05317(17) 0.3569(7) 0.5885(4) 0.0489(15) Uani 1 1 d . . . . .
N1A N -0.0140(2) -0.3455(8) 0.5978(4) 0.072(2) Uani 1 1 d . . . . .
H1AA H -0.0176 -0.3243 0.6527 0.087 Uiso 1 1 d GR . . . .
H1AB H -0.0368 -0.3901 0.5769 0.087 Uiso 1 1 d GR . . . .
C6A C -0.0231(2) -0.0506(10) 0.5818(5) 0.0534(19) Uani 1 1 d . . . . .
H6A H -0.0400 -0.0477 0.6321 0.064 Uiso 1 1 calc R . . . .
C2A C 0.0168(3) -0.2020(9) 0.4772(5) 0.064(2) Uani 1 1 d . . . . .
H2AA H 0.0271 -0.3026 0.4563 0.077 Uiso 1 1 calc R . . . .
N1B N 0.1767(3) 0.1250(11) 0.2285(6) 0.098(3) Uani 1 1 d . . . . .
C7A C 0.0834(2) 0.3489(8) 0.5272(5) 0.0452(17) Uani 1 1 d . . . . .
C1A C -0.0071(2) -0.1993(9) 0.5537(5) 0.0518(19) Uani 1 1 d . . . . .
O1C O 0.21549(19) 0.6633(9) 0.2639(5) 0.111(2) Uani 1 1 d . . . . .
C5A C -0.01504(19) 0.0933(9) 0.5379(5) 0.0494(18) Uani 1 1 d . . . . .
H5A H -0.0261 0.1928 0.5586 0.059 Uiso 1 1 calc R . . . .
N1C N 0.1467(3) 0.6272(10) 0.2370(6) 0.099(2) Uani 1 1 d . . . . .
C10A C 0.1401(2) 0.3810(10) 0.6198(6) 0.066(2) Uani 1 1 d . . . . .
C12A C 0.0343(3) 0.3750(12) 0.7425(5) 0.083(3) Uani 1 1 d . . . . .
H12A H 0.0214 0.4827 0.7448 0.125 Uiso 1 1 calc GR . . . .
H12B H 0.0472 0.3503 0.7982 0.125 Uiso 1 1 calc GR . . . .
H12C H 0.0129 0.2935 0.7295 0.125 Uiso 1 1 calc GR . . . .
O1B O 0.1265(2) 0.1870(10) 0.3238(4) 0.123(3) Uani 1 1 d . . . . .
C9A C 0.1111(3) 0.3844(10) 0.6880(5) 0.069(2) Uani 1 1 d . . . . .
H9A H 0.1208 0.3948 0.7456 0.082 Uiso 1 1 calc R . . . .
C4B C 0.2002(3) 0.2335(14) 0.3635(8) 0.123(4) Uani 1 1 d . . . . .
H4BA H 0.2230 0.1541 0.3610 0.184 Uiso 1 1 calc GR . . . .
H4BB H 0.1896 0.2404 0.4226 0.184 Uiso 1 1 calc GR . . . .
H4BC H 0.2107 0.3401 0.3455 0.184 Uiso 1 1 calc GR . . . .
C4C C 0.1972(3) 0.5771(15) 0.1182(6) 0.120(4) Uani 1 1 d . . . . .
H4CA H 0.1875 0.6620 0.0788 0.180 Uiso 1 1 calc GR . . . .
H4CB H 0.1832 0.4746 0.1045 0.180 Uiso 1 1 calc GR . . . .
H4CC H 0.2275 0.5635 0.1120 0.180 Uiso 1 1 calc GR . . . .
C1C C 0.1367(4) 0.6720(15) 0.3301(8) 0.127(4) Uani 1 1 d . . . . .
H1CA H 0.1620 0.6619 0.3653 0.191 Uiso 1 1 calc GR . . . .
H1CB H 0.1151 0.5987 0.3523 0.191 Uiso 1 1 calc GR . . . .
H1CC H 0.1265 0.7841 0.3324 0.191 Uiso 1 1 calc GR . . . .
C11A C 0.1877(2) 0.4008(14) 0.6321(7) 0.106(4) Uani 1 1 d . . . . .
H11A H 0.2012 0.2944 0.6278 0.159 Uiso 1 1 calc GR . . . .
H11B H 0.1933 0.4478 0.6889 0.159 Uiso 1 1 calc GR . . . .
H11C H 0.1988 0.4728 0.5874 0.159 Uiso 1 1 calc GR . . . .
S1 S 0.20191(5) 0.0508(2) 0.92091(13) 0.0503(4) Uani 1 1 d . . . . .
C5 C 0.19290(19) 0.3799(8) 0.8980(4) 0.0463(18) Uani 1 1 d . . . . .
H5 H 0.2217 0.3795 0.8831 0.056 Uiso 1 1 calc R . . . .
N3 N 0.13896(19) -0.0448(7) 0.7833(4) 0.0543(16) Uani 1 1 d . . . . .
C4 C 0.17235(18) 0.2342(7) 0.9197(4) 0.0436(15) Uani 1 1 d . . . . .
C1 C 0.12670(19) 0.5298(8) 0.9215(5) 0.0487(16) Uani 1 1 d . . . . .
O1 O 0.17698(15) -0.0757(6) 0.9610(3) 0.0589(13) Uani 1 1 d . . . . .
O2 O 0.24360(13) 0.0853(6) 0.9540(3) 0.0643(14) Uani 1 1 d . . . . .
C7 C 0.1800(2) -0.0356(8) 0.7565(5) 0.0489(18) Uani 1 1 d . . . . .
C2 C 0.10704(19) 0.3813(9) 0.9434(4) 0.0473(18) Uani 1 1 d . . . . .
H2 H 0.0783 0.3811 0.9590 0.057 Uiso 1 1 calc R . . . .
C3 C 0.1291(2) 0.2354(9) 0.9424(4) 0.0479(17) Uani 1 1 d . . . . .
H3 H 0.1154 0.1369 0.9568 0.057 Uiso 1 1 calc R . . . .
N4 N 0.1946(2) -0.0558(9) 0.6756(4) 0.0695(18) Uani 1 1 d . . . . .
C8 C 0.1099(3) -0.0789(10) 0.7218(6) 0.068(2) Uani 1 1 d . . . . .
N1 N 0.10511(18) 0.6767(7) 0.9233(5) 0.0754(19) Uani 1 1 d . . . . .
H1A H 0.0789 0.6624 0.9064 0.091 Uiso 1 1 d GR . . . .
H1B H 0.1049 0.7142 0.9767 0.091 Uiso 1 1 d GR . . . .
N2 N 0.21079(17) 0.0003(7) 0.8180(4) 0.0552(16) Uani 1 1 d . . . . .
H2B H 0.2370 -0.0041 0.8010 0.066 Uiso 1 1 calc R . . . .
C6 C 0.17029(19) 0.5251(8) 0.8987(4) 0.0500(18) Uani 1 1 d . . . . .
H6 H 0.1840 0.6233 0.8838 0.060 Uiso 1 1 calc R . . . .
C9 C 0.1229(3) -0.1017(11) 0.6356(6) 0.089(3) Uani 1 1 d . . . . .
H9 H 0.1029 -0.1238 0.5921 0.107 Uiso 1 1 calc R . . . .
C10 C 0.1651(4) -0.0918(12) 0.6148(6) 0.088(3) Uani 1 1 d . . . . .
C12 C 0.0642(2) -0.0880(13) 0.7499(7) 0.108(4) Uani 1 1 d . . . . .
H12D H 0.0549 -0.2012 0.7486 0.162 Uiso 1 1 calc GR . . . .
H12E H 0.0470 -0.0231 0.7107 0.162 Uiso 1 1 calc GR . . . .
H12F H 0.0615 -0.0454 0.8086 0.162 Uiso 1 1 calc GR . . . .
O1A O -0.00639(12) 0.3990(5) 0.4366(3) 0.0521(13) Uani 1 1 d . . . . .
C11 C 0.1833(4) -0.1170(17) 0.5223(7) 0.159(5) Uani 1 1 d . . . . .
H11D H 0.1944 -0.0138 0.5008 0.239 Uiso 1 1 calc GR . . . .
H11E H 0.1611 -0.1551 0.4838 0.239 Uiso 1 1 calc GR . . . .
H11F H 0.2058 -0.1978 0.5243 0.239 Uiso 1 1 calc GR . . . .
C3B C 0.1648(3) 0.1802(12) 0.3031(7) 0.086(3) Uani 1 1 d . . . . .
C1B C 0.1413(4) 0.0663(16) 0.1686(7) 0.128(4) Uani 1 1 d . . . . .
H1BA H 0.1215 0.0005 0.2016 0.192 Uiso 1 1 calc GR . . . .
H1BB H 0.1532 0.0008 0.1220 0.192 Uiso 1 1 calc GR . . . .
H1BC H 0.1268 0.1604 0.1442 0.192 Uiso 1 1 calc GR . . . .
C2B C 0.2207(3) 0.1087(15) 0.1983(8) 0.139(5) Uani 1 1 d . . . . .
H2BA H 0.2388 0.1799 0.2324 0.208 Uiso 1 1 calc GR . . . .
H2BB H 0.2224 0.1396 0.1375 0.208 Uiso 1 1 calc GR . . . .
H2BC H 0.2298 -0.0041 0.2051 0.208 Uiso 1 1 calc GR . . . .
C3C C 0.1869(4) 0.6263(13) 0.2119(7) 0.090(3) Uani 1 1 d . . . . .
C2C C 0.1090(3) 0.5849(16) 0.1839(9) 0.156(6) Uani 1 1 d . . . . .
H2CA H 0.1064 0.4666 0.1799 0.234 Uiso 1 1 calc GR . . . .
H2CB H 0.1121 0.6307 0.1261 0.234 Uiso 1 1 calc GR . . . .
H2CC H 0.0839 0.6297 0.2112 0.234 Uiso 1 1 calc GR . . . .


_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
S1A O2A 1.424(5) . ?
S1A C4A 1.741(6) . ?
S1A N2A 1.636(5) . ?
S1A O1A 1.425(4) . ?
C4A C3A 1.392(8) . ?
C4A C5A 1.391(8) . ?
C3A C2A 1.372(10) . ?
N2A C7A 1.399(8) . ?
N4A C7A 1.331(8) . ?
N4A C10A 1.357(9) . ?
C8A N3A 1.357(8) . ?
C8A C12A 1.504(10) . ?
C8A C9A 1.379(10) . ?
N3A C7A 1.330(8) . ?
N1A C1A 1.375(8) . ?
C6A C1A 1.371(10) . ?
C6A C5A 1.364(9) . ?
C2A C1A 1.383(10) . ?
N1B C3B 1.275(11) . ?
N1B C1B 1.510(12) . ?
N1B C2B 1.459(10) . ?
O1C C3C 1.232(11) . ?
N1C C1C 1.495(12) . ?
N1C C3C 1.315(11) . ?
N1C C2C 1.473(11) . ?
C10A C9A 1.382(10) . ?
C10A C11A 1.511(10) . ?
O1B C3B 1.241(10) . ?
C4B C3B 1.505(12) . ?
C4C C3C 1.515(13) . ?
S1 C4 1.746(6) . ?
S1 O1 1.423(5) . ?
S1 O2 1.428(4) . ?
S1 N2 1.643(6) . ?
C5 C4 1.381(8) . ?
C5 C6 1.370(8) . ?
N3 C7 1.350(8) . ?
N3 C8 1.336(9) . ?
C4 C3 1.398(8) . ?
C1 C2 1.388(9) . ?
C1 N1 1.365(8) . ?
C1 C6 1.410(8) . ?
C7 N4 1.324(9) . ?
C7 N2 1.376(8) . ?
C2 C3 1.366(9) . ?
N4 C10 1.340(10) . ?
C8 C9 1.386(12) . ?
C8 C12 1.494(11) . ?
C9 C10 1.361(12) . ?
C10 C11 1.532(12) . ?

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
O2A S1A C4A 109.5(3) . . ?
O2A S1A N2A 103.8(3) . . ?
O2A S1A O1A 118.9(3) . . ?
N2A S1A C4A 106.0(3) . . ?
O1A S1A C4A 107.9(3) . . ?
O1A S1A N2A 110.1(3) . . ?
C3A C4A S1A 120.1(5) . . ?
C5A C4A S1A 120.6(5) . . ?
C5A C4A C3A 119.2(6) . . ?
C2A C3A C4A 119.4(6) . . ?
C7A N2A S1A 124.7(4) . . ?
C7A N4A C10A 116.3(6) . . ?
N3A C8A C12A 115.6(6) . . ?
N3A C8A C9A 120.5(7) . . ?
C9A C8A C12A 123.9(7) . . ?
C7A N3A C8A 114.8(6) . . ?
C5A C6A C1A 121.7(7) . . ?
C3A C2A C1A 121.5(7) . . ?
C3B N1B C1B 115.6(8) . . ?
C3B N1B C2B 126.0(10) . . ?
C2B N1B C1B 118.3(9) . . ?
N4A C7A N2A 112.6(6) . . ?
N3A C7A N2A 118.6(6) . . ?
N3A C7A N4A 128.8(6) . . ?
N1A C1A C2A 118.9(7) . . ?
C6A C1A N1A 122.8(7) . . ?
C6A C1A C2A 118.3(7) . . ?
C6A C5A C4A 119.9(7) . . ?
C3C N1C C1C 118.6(9) . . ?
C3C N1C C2C 127.4(10) . . ?
C2C N1C C1C 114.0(10) . . ?
N4A C10A C9A 118.8(7) . . ?
N4A C10A C11A 117.5(8) . . ?
C9A C10A C11A 123.7(8) . . ?
C8A C9A C10A 120.7(8) . . ?
O1 S1 C4 108.8(3) . . ?
O1 S1 O2 119.4(3) . . ?
O1 S1 N2 108.9(3) . . ?
O2 S1 C4 108.9(3) . . ?
O2 S1 N2 103.3(3) . . ?
N2 S1 C4 106.9(3) . . ?
C6 C5 C4 119.1(5) . . ?
C8 N3 C7 116.7(6) . . ?
C5 C4 S1 118.5(4) . . ?
C5 C4 C3 120.3(6) . . ?
C3 C4 S1 121.1(5) . . ?
C2 C1 C6 117.8(6) . . ?
N1 C1 C2 121.7(6) . . ?
N1 C1 C6 120.5(6) . . ?
N3 C7 N2 118.3(6) . . ?
N4 C7 N3 127.2(7) . . ?
N4 C7 N2 114.5(7) . . ?
C3 C2 C1 121.1(6) . . ?
C2 C3 C4 120.0(6) . . ?
C7 N4 C10 115.5(7) . . ?
N3 C8 C9 119.3(8) . . ?
N3 C8 C12 117.5(8) . . ?
C9 C8 C12 123.2(8) . . ?
C7 N2 S1 125.6(5) . . ?
C5 C6 C1 121.7(6) . . ?
C10 C9 C8 120.0(8) . . ?
N4 C10 C9 121.4(8) . . ?
N4 C10 C11 114.0(10) . . ?
C9 C10 C11 124.6(10) . . ?
N1B C3B C4B 115.4(10) . . ?
O1B C3B N1B 121.6(10) . . ?
O1B C3B C4B 123.0(10) . . ?
O1C C3C N1C 120.5(10) . . ?
O1C C3C C4C 120.9(10) . . ?
N1C C3C C4C 118.6(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
