# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1891649'
loop_
_audit_author_name
_audit_author_address
'Antonio C. Doriguetto'
;Federal University of Alfenas, Institute of Chemistry, Alfenas-MG
Brazil
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;
_audit_creation_date             2019-01-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
doriguetto@unifal-mg.edu.br
crisbrizoti@yahoo.com.br
_chemical_name_common            ?
_chemical_name_systematic        'Sulfamethoxazole bromide'
_chemical_formula_moiety         'C10 H12 N3 O3 S, Br'
_chemical_formula_sum            'C10 H12 Br N3 O3 S'
_chemical_formula_weight         334.19
_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'
Br Br -0.2901 2.4595 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.2076(8)
_cell_length_b                   12.7070(6)
_cell_length_c                   15.2817(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.703(5)
_cell_angle_gamma                90
_cell_volume                     2755.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11830
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.9350
_cell_measurement_theta_min      3.8030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.138
_exptl_absorpt_correction_T_max  0.534
_exptl_absorpt_correction_T_min  0.242
_exptl_absorpt_correction_type   multi-scan
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.552
_oxdiff_exptl_absorpt_empirical_full_max 4.187
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23577
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.612
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_temperature      294.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  SuperNova
_diffrn_measurement_method       ?
_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                2907
_reflns_number_total             3886
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.779
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         3596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.029
_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)+(0.0395P)²+4.5754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0908
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C5(H5), C8(H8), C6(H6), C2(H2)
2.b Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), C10(H10A,H10B,H10C)
;
_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
Br1 Br 0.53562(2) 0.65491(2) 0.59396(2) 0.04136(10) Uani 1 1 d . . . . .
S1 S 0.74915(4) 0.27942(4) 0.62708(4) 0.02939(14) Uani 1 1 d . . . . .
O2 O 0.68657(13) 0.31959(13) 0.55980(10) 0.0340(4) Uani 1 1 d . . . . .
O1 O 0.75912(15) 0.16873(13) 0.63932(12) 0.0414(4) Uani 1 1 d . . . . .
O3 O 0.86551(15) 0.59176(16) 0.57693(16) 0.0575(6) Uani 1 1 d . . . . .
N2 N 0.64960(15) 0.48931(16) 0.95812(13) 0.0336(5) Uani 1 1 d . . . . .
H2A H 0.614507 0.545755 0.945294 0.040 Uiso 1 1 calc GR . . . .
H2B H 0.702575 0.509084 0.986918 0.040 Uiso 1 1 calc GR . . . .
H2C H 0.617786 0.445711 0.991431 0.040 Uiso 1 1 calc GR . . . .
N1 N 0.85513(16) 0.32089(17) 0.61316(15) 0.0378(5) Uani 1 1 d . . . . .
H1 H 0.899439 0.274881 0.611954 0.045 Uiso 1 1 calc R . . . .
N3 N 0.81807(18) 0.49491(18) 0.57282(18) 0.0496(6) Uani 1 1 d . . . . .
C4 C 0.67249(18) 0.43568(17) 0.87706(15) 0.0296(5) Uani 1 1 d . . . . .
C3 C 0.7365(2) 0.3548(2) 0.88100(17) 0.0432(7) Uani 1 1 d . . . . .
H3 H 0.764157 0.333626 0.934500 0.052 Uiso 1 1 calc R . . . .
C1 C 0.71764(18) 0.33867(17) 0.72582(15) 0.0292(5) Uani 1 1 d . . . . .
C5 C 0.63008(19) 0.4687(2) 0.79959(16) 0.0370(6) Uani 1 1 d . . . . .
H5 H 0.586304 0.523139 0.798770 0.044 Uiso 1 1 calc R . . . .
C7 C 0.87910(18) 0.4261(2) 0.60302(16) 0.0341(5) Uani 1 1 d . . . . .
C8 C 0.9656(2) 0.4723(3) 0.6252(2) 0.0554(8) Uani 1 1 d . . . . .
H8 H 1.020112 0.439183 0.647123 0.066 Uiso 1 1 calc R . . . .
C6 C 0.65309(19) 0.4202(2) 0.72274(16) 0.0364(6) Uani 1 1 d . . . . .
H6 H 0.625479 0.442023 0.669419 0.044 Uiso 1 1 calc R . . . .
C2 C 0.7593(2) 0.3049(2) 0.80418(17) 0.0430(7) Uani 1 1 d . . . . .
H2 H 0.802106 0.249509 0.805450 0.052 Uiso 1 1 calc R . . . .
C9 C 0.9535(2) 0.5747(3) 0.6082(2) 0.0577(8) Uani 1 1 d . . . . .
C10 C 1.0134(4) 0.6703(4) 0.6185(4) 0.1017(18) Uani 1 1 d . . . . .
H10A H 1.014584 0.706586 0.563493 0.153 Uiso 1 1 calc GR . . . .
H10B H 1.076268 0.650071 0.637147 0.153 Uiso 1 1 calc GR . . . .
H10C H 0.987937 0.715868 0.661580 0.153 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 1.4220(18) . ?
S1 O1 1.4251(18) . ?
S1 N1 1.619(2) . ?
S1 C1 1.763(2) . ?
O3 N3 1.403(3) . ?
O3 C9 1.334(4) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C4 1.464(3) . ?
N1 H1 0.8600 . ?
N1 C7 1.390(3) . ?
N3 C7 1.301(4) . ?
C4 C3 1.372(4) . ?
C4 C5 1.369(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.386(4) . ?
C1 C6 1.383(3) . ?
C1 C2 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(3) . ?
C7 C8 1.390(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.337(5) . ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C9 C10 1.487(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 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 120.26(12) . . ?
O2 S1 N1 110.00(11) . . ?
O2 S1 C1 106.87(11) . . ?
O1 S1 N1 104.56(12) . . ?
O1 S1 C1 109.68(11) . . ?
N1 S1 C1 104.41(12) . . ?
C9 O3 N3 108.3(2) . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C4 N2 H2A 109.5 . . ?
C4 N2 H2B 109.5 . . ?
C4 N2 H2C 109.5 . . ?
S1 N1 H1 117.9 . . ?
C7 N1 S1 124.20(18) . . ?
C7 N1 H1 117.9 . . ?
C7 N3 O3 105.2(2) . . ?
C3 C4 N2 119.0(2) . . ?
C5 C4 N2 118.9(2) . . ?
C5 C4 C3 122.1(2) . . ?
C4 C3 H3 120.4 . . ?
C4 C3 C2 119.1(2) . . ?
C2 C3 H3 120.4 . . ?
C6 C1 S1 119.05(18) . . ?
C2 C1 S1 119.64(18) . . ?
C2 C1 C6 121.3(2) . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.1(2) . . ?
C6 C5 H5 120.4 . . ?
N3 C7 N1 121.6(2) . . ?
N3 C7 C8 111.7(3) . . ?
C8 C7 N1 126.7(3) . . ?
C7 C8 H8 127.5 . . ?
C9 C8 C7 105.0(3) . . ?
C9 C8 H8 127.5 . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.3(2) . . ?
C5 C6 H6 120.3 . . ?
C3 C2 H2 120.5 . . ?
C1 C2 C3 119.1(2) . . ?
C1 C2 H2 120.5 . . ?
O3 C9 C8 109.7(3) . . ?
O3 C9 C10 115.3(3) . . ?
C8 C9 C10 134.9(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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 N1 C7 N3 -25.3(4) . . . . ?
S1 N1 C7 C8 152.3(3) . . . . ?
S1 C1 C6 C5 -178.3(2) . . . . ?
S1 C1 C2 C3 177.6(2) . . . . ?
O2 S1 N1 C7 52.8(2) . . . . ?
O2 S1 C1 C6 -9.3(2) . . . . ?
O2 S1 C1 C2 172.3(2) . . . . ?
O1 S1 N1 C7 -176.8(2) . . . . ?
O1 S1 C1 C6 -141.2(2) . . . . ?
O1 S1 C1 C2 40.4(3) . . . . ?
O3 N3 C7 N1 176.5(2) . . . . ?
O3 N3 C7 C8 -1.3(3) . . . . ?
N2 C4 C3 C2 -179.0(3) . . . . ?
N2 C4 C5 C6 178.4(2) . . . . ?
N1 S1 C1 C6 107.2(2) . . . . ?
N1 S1 C1 C2 -71.2(2) . . . . ?
N1 C7 C8 C9 -176.6(3) . . . . ?
N3 O3 C9 C8 -0.4(4) . . . . ?
N3 O3 C9 C10 -178.8(3) . . . . ?
N3 C7 C8 C9 1.1(4) . . . . ?
C4 C3 C2 C1 0.5(5) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C3 C4 C5 C6 -0.9(4) . . . . ?
C1 S1 N1 C7 -61.5(2) . . . . ?
C5 C4 C3 C2 0.2(4) . . . . ?
C7 C8 C9 O3 -0.4(4) . . . . ?
C7 C8 C9 C10 177.6(5) . . . . ?
C6 C1 C2 C3 -0.7(4) . . . . ?
C2 C1 C6 C5 0.1(4) . . . . ?
C9 O3 N3 C7 1.1(3) . . . . ?

_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_smxno32med
_database_code_depnum_ccdc_archive 'CCDC 1891650'
loop_
_audit_author_name
_audit_author_address
'Antonio C. Doriguetto'
;Federal University of Alfenas, Institute of Chemistry, Alfenas-MG
Brazil
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-06-05 downloaded from the CCDC.
;
_audit_creation_date             2019-01-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
crisbrizoti@yahoo.com.br
doriguetto@unifal-mg.edu.br
_chemical_name_common            ?
_chemical_name_systematic        'Sulfamethoxazole nitrate'
_chemical_formula_moiety         'C10 H12 N3 O3 S, N O3'
_chemical_formula_sum            'C10 H12 N4 O6 S'
_chemical_formula_weight         316.30
_chemical_absolute_configuration unk
_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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.3927(4)
_cell_length_b                   31.353(2)
_cell_length_c                   7.8011(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.399(8)
_cell_angle_gamma                90
_cell_volume                     1301.28(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8978
_cell_measurement_temperature    292.44(11)
_cell_measurement_theta_max      29.3490
_cell_measurement_theta_min      3.8620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_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_primary    colourless
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             656
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            17077
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.758
_diffrn_reflns_theta_min         3.287
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.44(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5847
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  86.00   0.75    6.78    --   11.26  38.00  90.00  132
  2  ω    -17.00  82.75   0.75    6.78    --   11.26  57.00 -30.00  133
  3  ω    -21.00  87.00   0.75    6.78    --   11.26  77.00 -90.00  144
  4  ω    -65.00  43.00   0.75    6.78    --   11.26 -77.00 150.00  144
  5  ω    -20.00  45.25   0.75    6.78    --   11.26 -99.00 -30.00   87
;
_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      -0.0133548000
_diffrn_orient_matrix_UB_12      0.0069750000
_diffrn_orient_matrix_UB_13      -0.0870353000
_diffrn_orient_matrix_UB_21      0.0042819000
_diffrn_orient_matrix_UB_22      0.0214332000
_diffrn_orient_matrix_UB_23      0.0283458000
_diffrn_orient_matrix_UB_31      0.1319909000
_diffrn_orient_matrix_UB_32      0.0000193000
_diffrn_orient_matrix_UB_33      0.0051535000
_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'
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.775
_reflns_number_gt                5606
_reflns_number_total             7433
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Flack x determined using 2197 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         6269
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.075
_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)+(0.0734P)²+0.3669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1364
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
N4: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3.a Riding coordinates:
 N1(H1)
3.b Aromatic/amide H refined with riding coordinates:
 C2'(H2'), N1'(H1'), C5'(H5'), C6(H6), C5(H5), C2(H2), C6'(H6'), C8(H8),
 C3(H3), C3'(H3'), C8'(H8')
3.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), N2'(H2'A,H2'B,H2'C), C10(H10A,H10B,H10C), C10'(H10D,H10E,H10F)
;
_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 0.77351(19) 0.33156(3) 0.69408(13) 0.0320(2) Uani 1 1 d . . . . .
S1' S 0.64815(19) 0.03232(3) 1.21251(13) 0.0317(2) Uani 1 1 d . . . . .
O2 O 1.0143(6) 0.35137(11) 0.7176(4) 0.0414(8) Uani 1 1 d . . . . .
O2' O 0.8887(6) 0.01248(11) 1.2381(5) 0.0414(7) Uani 1 1 d . . . . .
O3 O 0.4317(6) 0.45893(13) 0.4127(5) 0.0489(9) Uani 1 1 d . . . . .
O1' O 0.5713(7) 0.05852(11) 1.3425(4) 0.0469(8) Uani 1 1 d . . . . .
C1 C 0.7415(8) 0.30233(13) 0.4996(5) 0.0288(8) Uani 1 1 d . . . . .
O3' O 0.3082(6) -0.09554(13) 0.9294(5) 0.0500(9) Uani 1 1 d . . . . .
N2 N 0.6729(8) 0.22882(13) 0.0487(5) 0.0404(9) Uani 1 1 d . . . . .
H2A H 0.516208 0.229892 -0.008602 0.049 Uiso 1 1 calc GR . . . .
H2B H 0.711579 0.202006 0.079746 0.049 Uiso 1 1 calc GR . . . .
H2C H 0.778254 0.238282 -0.019428 0.049 Uiso 1 1 calc GR . . . .
C2' C 0.4357(9) 0.09262(14) 0.9878(6) 0.0391(10) Uani 1 1 d . . . . .
H2' H 0.327075 0.097423 1.066914 0.047 Uiso 1 1 calc R . . . .
O1 O 0.7004(7) 0.30487(12) 0.8246(4) 0.0479(8) Uani 1 1 d . . . . .
C1' C 0.6208(8) 0.06198(12) 1.0191(5) 0.0278(8) Uani 1 1 d . . . . .
O5' O 0.7606(7) 0.15491(12) 0.2517(5) 0.0519(9) Uani 1 1 d . . . . .
N1 N 0.5625(7) 0.36855(12) 0.6671(5) 0.0371(9) Uani 1 1 d . . . . .
H1 H 0.416781 0.357013 0.640060 0.045 Uiso 1 1 d R . . . .
N2' N 0.5579(8) 0.13399(12) 0.5648(5) 0.0403(9) Uani 1 1 d . . . . .
H2'A H 0.399358 0.133894 0.510554 0.048 Uiso 1 1 calc GR . . . .
H2'B H 0.656814 0.123046 0.495143 0.048 Uiso 1 1 calc GR . . . .
H2'C H 0.605214 0.160642 0.592462 0.048 Uiso 1 1 calc GR . . . .
N4' N 0.9871(8) 0.14772(12) 0.2967(6) 0.0420(9) Uani 1 1 d . . . . .
C7 C 0.5729(7) 0.40524(14) 0.5640(5) 0.0314(9) Uani 1 1 d . . . . .
C9' C 0.5595(8) -0.09802(15) 0.9556(6) 0.0348(9) Uani 1 1 d . . . . .
C4 C 0.6939(8) 0.25554(13) 0.2039(5) 0.0319(9) Uani 1 1 d . . . . .
O6' O 1.1449(9) 0.16370(19) 0.2240(7) 0.0754(14) Uani 1 1 d . . . . .
N1' N 0.4358(7) -0.00490(12) 1.1809(5) 0.0357(8) Uani 1 1 d . . . . .
H1' H 0.305588 -0.001918 1.230462 0.043 Uiso 1 1 calc R . . . .
N4 N 0.0835(9) 0.21483(13) 0.7653(6) 0.0483(11) Uani 1 1 d . U . . .
C5' C 0.7587(9) 0.07750(16) 0.7512(6) 0.0405(10) Uani 1 1 d . . . . .
H5' H 0.864763 0.072392 0.670625 0.049 Uiso 1 1 calc R . . . .
C6 C 0.9011(8) 0.31015(15) 0.3821(6) 0.0353(9) Uani 1 1 d . . . . .
H6 H 1.024002 0.331147 0.404063 0.042 Uiso 1 1 calc R . . . .
C7' C 0.4482(8) -0.04111(14) 1.0803(5) 0.0318(8) Uani 1 1 d . . . . .
C4' C 0.5781(8) 0.10852(13) 0.7217(6) 0.0329(9) Uani 1 1 d . . . . .
C5 C 0.8760(8) 0.28625(15) 0.2302(6) 0.0363(9) Uani 1 1 d . . . . .
H5 H 0.980532 0.291031 0.148456 0.044 Uiso 1 1 calc R . . . .
O5 O -0.1321(10) 0.20085(16) 0.7401(6) 0.0727(13) Uani 1 1 d . . . . .
C2 C 0.5568(9) 0.27174(14) 0.4697(6) 0.0355(10) Uani 1 1 d . . . . .
H2 H 0.450036 0.267106 0.550145 0.043 Uiso 1 1 calc R . . . .
C6' C 0.7808(9) 0.05386(16) 0.9028(6) 0.0398(10) Uani 1 1 d . . . . .
H6' H 0.902711 0.032722 0.925741 0.048 Uiso 1 1 calc R . . . .
N3' N 0.2376(7) -0.05829(14) 1.0089(6) 0.0465(10) Uani 1 1 d . . . . .
C8 C 0.7816(8) 0.42893(15) 0.5334(6) 0.0361(9) Uani 1 1 d . . . . .
H8 H 0.950804 0.423006 0.570747 0.043 Uiso 1 1 calc R . . . .
C9 C 0.6824(8) 0.46172(15) 0.4389(6) 0.0369(9) Uani 1 1 d . . . . .
O4 O 0.1483(8) 0.23626(15) 0.9012(6) 0.0664(11) Uani 1 1 d . . . . .
C3 C 0.5316(9) 0.24798(15) 0.3189(6) 0.0381(10) Uani 1 1 d . . . . .
H3 H 0.407180 0.227276 0.295731 0.046 Uiso 1 1 calc R . . . .
C3' C 0.4155(10) 0.11593(16) 0.8369(7) 0.0426(11) Uani 1 1 d . . . . .
H3' H 0.291723 0.136718 0.812807 0.051 Uiso 1 1 calc R . . . .
C10 C 0.7917(11) 0.49996(18) 0.3662(7) 0.0496(12) Uani 1 1 d . . . . .
H10A H 0.778141 0.524096 0.439826 0.074 Uiso 1 1 calc GR . . . .
H10B H 0.701829 0.505662 0.251807 0.074 Uiso 1 1 calc GR . . . .
H10C H 0.965429 0.494786 0.360012 0.074 Uiso 1 1 calc GR . . . .
O4' O 1.0478(8) 0.12338(15) 0.4241(7) 0.0706(13) Uani 1 1 d . . . . .
C8' C 0.6587(8) -0.06470(14) 1.0499(6) 0.0346(9) Uani 1 1 d . . . . .
H8' H 0.827689 -0.058543 1.086752 0.041 Uiso 1 1 calc R . . . .
C10' C 0.6695(11) -0.13587(17) 0.8849(7) 0.0469(12) Uani 1 1 d . . . . .
H10D H 0.596716 -0.139441 0.764976 0.070 Uiso 1 1 calc GR . . . .
H10E H 0.635436 -0.160676 0.949353 0.070 Uiso 1 1 calc GR . . . .
H10F H 0.847860 -0.132151 0.894264 0.070 Uiso 1 1 calc GR . . . .
N3 N 0.3629(8) 0.42195(15) 0.4952(6) 0.0494(11) Uani 1 1 d . . . . .
O6 O 0.2330(13) 0.20808(18) 0.6664(9) 0.109(3) Uani 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 1.424(4) . ?
S1 C1 1.756(4) . ?
S1 O1 1.422(3) . ?
S1 N1 1.614(4) . ?
S1' O2' 1.423(4) . ?
S1' O1' 1.419(3) . ?
S1' C1' 1.758(4) . ?
S1' N1' 1.625(4) . ?
O3 C9 1.337(6) . ?
O3 N3 1.405(6) . ?
C1 C6 1.378(6) . ?
C1 C2 1.375(6) . ?
O3' C9' 1.339(6) . ?
O3' N3' 1.404(6) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C4 1.461(5) . ?
C2' H2' 0.9300 . ?
C2' C1' 1.378(6) . ?
C2' C3' 1.375(7) . ?
C1' C6' 1.374(6) . ?
O5' N4' 1.235(6) . ?
N1 H1 0.8597 . ?
N1 C7 1.410(6) . ?
N2' H2'A 0.8900 . ?
N2' H2'B 0.8900 . ?
N2' H2'C 0.8900 . ?
N2' C4' 1.451(6) . ?
N4' O6' 1.206(6) . ?
N4' O4' 1.254(6) . ?
C7 C8 1.401(6) . ?
C7 N3 1.283(6) . ?
C9' C8' 1.338(6) . ?
C9' C10' 1.473(7) . ?
C4 C5 1.366(6) . ?
C4 C3 1.372(6) . ?
N1' H1' 0.8600 . ?
N1' C7' 1.388(6) . ?
N4 O5 1.228(6) . ?
N4 O4 1.256(6) . ?
N4 O6 1.221(6) . ?
C5' H5' 0.9300 . ?
C5' C4' 1.369(6) . ?
C5' C6' 1.385(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.389(6) . ?
C7' N3' 1.297(6) . ?
C7' C8' 1.407(6) . ?
C4' C3' 1.374(7) . ?
C5 H5 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.380(6) . ?
C6' H6' 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.326(6) . ?
C9 C10 1.489(7) . ?
C3 H3 0.9300 . ?
C3' H3' 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C8' H8' 0.9300 . ?
C10' H10D 0.9600 . ?
C10' H10E 0.9600 . ?
C10' H10F 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 C1 107.3(2) . . ?
O2 S1 N1 108.2(2) . . ?
O1 S1 O2 121.2(2) . . ?
O1 S1 C1 108.2(2) . . ?
O1 S1 N1 104.1(2) . . ?
N1 S1 C1 107.1(2) . . ?
O2' S1' C1' 107.3(2) . . ?
O2' S1' N1' 108.1(2) . . ?
O1' S1' O2' 121.3(2) . . ?
O1' S1' C1' 108.3(2) . . ?
O1' S1' N1' 104.1(2) . . ?
N1' S1' C1' 107.0(2) . . ?
C9 O3 N3 108.7(4) . . ?
C6 C1 S1 119.9(3) . . ?
C2 C1 S1 118.5(3) . . ?
C2 C1 C6 121.6(4) . . ?
C9' O3' N3' 108.8(4) . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C4 N2 H2A 109.5 . . ?
C4 N2 H2B 109.5 . . ?
C4 N2 H2C 109.5 . . ?
C1' C2' H2' 120.8 . . ?
C3' C2' H2' 120.8 . . ?
C3' C2' C1' 118.4(4) . . ?
C2' C1' S1' 118.5(3) . . ?
C6' C1' S1' 119.7(3) . . ?
C6' C1' C2' 121.8(4) . . ?
S1 N1 H1 109.0 . . ?
C7 N1 S1 124.6(3) . . ?
C7 N1 H1 108.9 . . ?
H2'A N2' H2'B 109.5 . . ?
H2'A N2' H2'C 109.5 . . ?
H2'B N2' H2'C 109.5 . . ?
C4' N2' H2'A 109.5 . . ?
C4' N2' H2'B 109.5 . . ?
C4' N2' H2'C 109.5 . . ?
O5' N4' O4' 117.0(4) . . ?
O6' N4' O5' 122.1(5) . . ?
O6' N4' O4' 120.8(5) . . ?
C8 C7 N1 129.6(4) . . ?
N3 C7 N1 117.2(4) . . ?
N3 C7 C8 113.0(4) . . ?
O3' C9' C10' 116.7(4) . . ?
C8' C9' O3' 110.0(4) . . ?
C8' C9' C10' 133.3(4) . . ?
C5 C4 N2 119.0(4) . . ?
C5 C4 C3 122.9(4) . . ?
C3 C4 N2 118.1(4) . . ?
S1' N1' H1' 117.4 . . ?
C7' N1' S1' 125.1(3) . . ?
C7' N1' H1' 117.4 . . ?
O5 N4 O4 116.8(5) . . ?
O6 N4 O5 122.9(6) . . ?
O6 N4 O4 120.3(6) . . ?
C4' C5' H5' 120.6 . . ?
C4' C5' C6' 118.9(4) . . ?
C6' C5' H5' 120.6 . . ?
C1 C6 H6 120.4 . . ?
C1 C6 C5 119.1(4) . . ?
C5 C6 H6 120.4 . . ?
N1' C7' C8' 129.8(4) . . ?
N3' C7' N1' 117.6(4) . . ?
N3' C7' C8' 112.5(4) . . ?
C5' C4' N2' 119.1(4) . . ?
C5' C4' C3' 121.5(4) . . ?
C3' C4' N2' 119.4(4) . . ?
C4 C5 C6 118.4(4) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.3(4) . . ?
C3 C2 H2 120.4 . . ?
C1' C6' C5' 119.3(4) . . ?
C1' C6' H6' 120.4 . . ?
C5' C6' H6' 120.4 . . ?
C7' N3' O3' 104.7(4) . . ?
C7 C8 H8 128.0 . . ?
C9 C8 C7 104.1(4) . . ?
C9 C8 H8 128.0 . . ?
O3 C9 C10 116.6(4) . . ?
C8 C9 O3 109.9(4) . . ?
C8 C9 C10 133.4(5) . . ?
C4 C3 C2 118.6(4) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C2' C3' H3' 120.0 . . ?
C4' C3' C2' 120.0(4) . . ?
C4' C3' H3' 120.0 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9' C8' C7' 104.0(4) . . ?
C9' C8' H8' 128.0 . . ?
C7' C8' H8' 128.0 . . ?
C9' C10' H10D 109.5 . . ?
C9' C10' H10E 109.5 . . ?
C9' C10' H10F 109.5 . . ?
H10D C10' H10E 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C7 N3 O3 104.3(4) . . ?

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
_geom_hbond_publ_flag
N2' H2'B O1' 0.89 2.35 2.941(5) 123.5 1_554 yes
N1' H1' O2' 0.86 2.30 3.103(5) 154.8 1_455 yes
C8 H8 O2 0.93 2.52 2.994(6) 112.0 . yes
C8' H8' O2' 0.93 2.52 2.992(6) 112.0 . yes
C8' H8' N3' 0.93 2.39 3.196(6) 145.5 1_655 yes
C10' H10F O3' 0.96 2.71 3.632(6) 161.8 1_655 yes

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 C1 C6 C5 178.9(3) . . . . ?
S1 C1 C2 C3 -178.9(4) . . . . ?
S1 N1 C7 C8 -33.7(7) . . . . ?
S1 N1 C7 N3 151.5(4) . . . . ?
S1' C1' C6' C5' -179.7(4) . . . . ?
S1' N1' C7' N3' -152.4(4) . . . . ?
S1' N1' C7' C8' 32.0(7) . . . . ?
O2 S1 C1 C6 -16.1(4) . . . . ?
O2 S1 C1 C2 163.4(4) . . . . ?
O2 S1 N1 C7 42.1(4) . . . . ?
O2' S1' C1' C2' -163.6(3) . . . . ?
O2' S1' C1' C6' 17.2(4) . . . . ?
O2' S1' N1' C7' -41.3(4) . . . . ?
O1' S1' C1' C2' -31.1(4) . . . . ?
O1' S1' C1' C6' 149.7(4) . . . . ?
O1' S1' N1' C7' -171.5(4) . . . . ?
C1 S1 N1 C7 -73.2(4) . . . . ?
C1 C6 C5 C4 -0.4(7) . . . . ?
C1 C2 C3 C4 0.5(7) . . . . ?
O3' C9' C8' C7' 0.0(5) . . . . ?
N2 C4 C5 C6 -177.2(4) . . . . ?
N2 C4 C3 C2 177.2(4) . . . . ?
C2' C1' C6' C5' 1.0(7) . . . . ?
O1 S1 C1 C6 -148.4(4) . . . . ?
O1 S1 C1 C2 31.1(4) . . . . ?
O1 S1 N1 C7 172.3(4) . . . . ?
C1' S1' N1' C7' 74.0(4) . . . . ?
C1' C2' C3' C4' -0.2(8) . . . . ?
N1 S1 C1 C6 99.9(4) . . . . ?
N1 S1 C1 C2 -80.6(4) . . . . ?
N1 C7 C8 C9 -175.2(4) . . . . ?
N1 C7 N3 O3 175.8(4) . . . . ?
N2' C4' C3' C2' -178.7(4) . . . . ?
C7 C8 C9 O3 0.2(5) . . . . ?
C7 C8 C9 C10 177.5(5) . . . . ?
C9' O3' N3' C7' -1.1(5) . . . . ?
N1' S1' C1' C2' 80.6(4) . . . . ?
N1' S1' C1' C6' -98.7(4) . . . . ?
N1' C7' N3' O3' -175.2(4) . . . . ?
N1' C7' C8' C9' 175.1(4) . . . . ?
C5' C4' C3' C2' 1.5(8) . . . . ?
C6 C1 C2 C3 0.5(7) . . . . ?
C4' C5' C6' C1' 0.3(7) . . . . ?
C5 C4 C3 C2 -1.5(8) . . . . ?
C2 C1 C6 C5 -0.6(7) . . . . ?
C6' C5' C4' N2' 178.7(4) . . . . ?
C6' C5' C4' C3' -1.6(7) . . . . ?
N3' O3' C9' C8' 0.7(6) . . . . ?
N3' O3' C9' C10' 178.5(4) . . . . ?
N3' C7' C8' C9' -0.7(5) . . . . ?
C8 C7 N3 O3 0.2(6) . . . . ?
C9 O3 N3 C7 -0.1(5) . . . . ?
C3 C4 C5 C6 1.5(7) . . . . ?
C3' C2' C1' S1' 179.7(4) . . . . ?
C3' C2' C1' C6' -1.1(7) . . . . ?
C8' C7' N3' O3' 1.1(5) . . . . ?
C10' C9' C8' C7' -177.3(5) . . . . ?
N3 O3 C9 C8 0.0(6) . . . . ?
N3 O3 C9 C10 -177.9(4) . . . . ?
N3 C7 C8 C9 -0.2(6) . . . . ?

_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 1.343
_oxdiff_exptl_absorpt_empirical_full_min 0.631
