# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_SMR_SAL
_database_code_depnum_ccdc_archive 'CCDC 1916774'
loop_
_audit_author_name
_audit_author_address
'Matteo Lusi' 'University of Limerick'
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 N5 O4 S'
_chemical_formula_weight         401.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4833(2)
_cell_length_b                   8.1520(2)
_cell_length_c                   16.1344(4)
_cell_angle_alpha                98.0020(10)
_cell_angle_beta                 91.5320(10)
_cell_angle_gamma                102.4480(10)
_cell_volume                     950.12(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2675
_cell_measurement_theta_min      2
_cell_measurement_theta_max      20

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             420
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.206
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7193
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19187
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.792
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4345
_reflns_number_gt                3629
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+0.4991P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4345
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0864
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.58211(17) 0.30155(16) 0.38910(8) 0.0182(3) Uani 1 1 d . . . . .
C2A C 0.7418(2) 0.36528(18) 0.43194(9) 0.0175(3) Uani 1 1 d . . . . .
N3A N 0.77494(18) 0.38788(17) 0.51536(8) 0.0223(3) Uani 1 1 d . . . . .
C4A C 0.6285(2) 0.3361(2) 0.55893(10) 0.0282(4) Uani 1 1 d . . . . .
H4A H 0.6440 0.3479 0.6183 0.034 Uiso 1 1 calc R U . . .
C5A C 0.4566(2) 0.2665(2) 0.52111(11) 0.0279(4) Uani 1 1 d . . . . .
H5A H 0.3549 0.2296 0.5532 0.033 Uiso 1 1 calc R U . . .
C6A C 0.4371(2) 0.25213(19) 0.43440(10) 0.0214(3) Uani 1 1 d . . . . .
N7A N 0.89708(17) 0.41598(16) 0.38843(7) 0.0183(3) Uani 1 1 d . . . . .
H7A H 1.0035 0.4387 0.4171 0.022 Uiso 1 1 calc R U . . .
S8A S 0.90141(5) 0.43774(5) 0.28845(2) 0.01637(10) Uani 1 1 d . . . . .
C9A C 0.7829(2) 0.59343(18) 0.27394(9) 0.0165(3) Uani 1 1 d . . . . .
C10A C 0.6020(2) 0.54925(19) 0.24126(9) 0.0182(3) Uani 1 1 d . . . . .
H10A H 0.5428 0.4331 0.2257 0.022 Uiso 1 1 calc R U . . .
C11A C 0.5091(2) 0.67509(19) 0.23164(9) 0.0189(3) Uani 1 1 d . . . . .
H11A H 0.3861 0.6451 0.2089 0.023 Uiso 1 1 calc R U . . .
C12A C 0.5951(2) 0.84761(19) 0.25525(9) 0.0196(3) Uani 1 1 d . . . . .
C13A C 0.7788(2) 0.88920(19) 0.28765(10) 0.0212(3) Uani 1 1 d . . . . .
H13A H 0.8392 1.0050 0.3033 0.025 Uiso 1 1 calc R U . . .
C14A C 0.8711(2) 0.76391(19) 0.29684(9) 0.0198(3) Uani 1 1 d . . . . .
H14A H 0.9948 0.7931 0.3187 0.024 Uiso 1 1 calc R U . . .
N15A N 0.50389(19) 0.97156(17) 0.24717(9) 0.0274(3) Uani 1 1 d . . . . .
H15A H 0.3893 0.9448 0.2269 0.033 Uiso 1 1 calc R U . . .
H15B H 0.5592 1.0788 0.2622 0.033 Uiso 1 1 calc R U . . .
O16A O 0.80867(15) 0.28037(13) 0.23924(6) 0.0201(2) Uani 1 1 d . . . . .
O17A O 1.09300(14) 0.50027(14) 0.27865(7) 0.0214(2) Uani 1 1 d . . . . .
C18A C 0.2565(2) 0.1815(2) 0.38676(11) 0.0290(4) Uani 1 1 d . . . . .
H18A H 0.2381 0.2558 0.3460 0.043 Uiso 1 1 calc R U . . .
H18B H 0.1580 0.1748 0.4258 0.043 Uiso 1 1 calc R U . . .
H18C H 0.2551 0.0677 0.3572 0.043 Uiso 1 1 calc R U . . .
C1B C 0.1935(2) 1.0361(2) 0.10290(9) 0.0219(3) Uani 1 1 d . . . . .
C2B C 0.2091(2) 0.9379(2) 0.02538(9) 0.0207(3) Uani 1 1 d . . . . .
C3B C 0.2786(2) 1.0237(2) -0.04025(10) 0.0264(3) Uani 1 1 d . . . . .
H3B H 0.2899 0.9601 -0.0931 0.032 Uiso 1 1 calc R U . . .
C4B C 0.3308(3) 1.1980(2) -0.02978(11) 0.0314(4) Uani 1 1 d . . . . .
H4B H 0.3791 1.2538 -0.0749 0.038 Uiso 1 1 calc R U . . .
C5B C 0.3127(2) 1.2926(2) 0.04710(11) 0.0298(4) Uani 1 1 d . . . . .
H5B H 0.3473 1.4131 0.0542 0.036 Uiso 1 1 calc R U . . .
C6B C 0.2447(2) 1.2118(2) 0.11299(10) 0.0264(4) Uani 1 1 d . . . . .
H6B H 0.2329 1.2767 0.1654 0.032 Uiso 1 1 calc R U . . .
O7B O 0.12891(17) 0.96276(16) 0.17006(7) 0.0301(3) Uani 1 1 d . . . . .
H7B H 0.0922 0.8575 0.1555 0.036 Uiso 1 1 calc R U . . .
N8B N 0.15219(19) 0.65761(17) -0.05779(8) 0.0260(3) Uani 1 1 d . . . . .
H8B1 H 0.1144 0.5464 -0.0637 0.031 Uiso 1 1 calc R U . . .
H8B2 H 0.1940 0.7068 -0.1008 0.031 Uiso 1 1 calc R U . . .
C9B C 0.1461(2) 0.7511(2) 0.01586(10) 0.0232(3) Uani 1 1 d . . . . .
O10B O 0.08621(18) 0.68082(15) 0.07743(7) 0.0311(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
N1A C2A 1.3284(19) . ?
N1A C6A 1.3453(19) . ?
C2A N3A 1.3418(19) . ?
C2A N7A 1.3895(18) . ?
N3A C4A 1.340(2) . ?
C4A C5A 1.377(2) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.389(2) . ?
C5A H5A 0.9500 . ?
C6A C18A 1.495(2) . ?
N7A S8A 1.6477(12) . ?
N7A H7A 0.8800 . ?
S8A O17A 1.4352(11) . ?
S8A O16A 1.4356(11) . ?
S8A C9A 1.7345(15) . ?
C9A C10A 1.393(2) . ?
C9A C14A 1.397(2) . ?
C10A C11A 1.380(2) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.409(2) . ?
C11A H11A 0.9500 . ?
C12A N15A 1.354(2) . ?
C12A C13A 1.410(2) . ?
C13A C14A 1.372(2) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
N15A H15A 0.8800 . ?
N15A H15B 0.8800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C1B O7B 1.3599(18) . ?
C1B C6B 1.385(2) . ?
C1B C2B 1.410(2) . ?
C2B C3B 1.400(2) . ?
C2B C9B 1.479(2) . ?
C3B C4B 1.375(2) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.392(2) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.379(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
O7B H7B 0.8400 . ?
N8B C9B 1.327(2) . ?
N8B H8B1 0.8800 . ?
N8B H8B2 0.8800 . ?
C9B O10B 1.2598(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
C2A N1A C6A 116.34(13) . . ?
N1A C2A N3A 127.47(14) . . ?
N1A C2A N7A 118.95(13) . . ?
N3A C2A N7A 113.58(13) . . ?
C4A N3A C2A 114.95(14) . . ?
N3A C4A C5A 122.62(15) . . ?
N3A C4A H4A 118.7 . . ?
C5A C4A H4A 118.7 . . ?
C4A C5A C6A 117.60(15) . . ?
C4A C5A H5A 121.2 . . ?
C6A C5A H5A 121.2 . . ?
N1A C6A C5A 120.99(14) . . ?
N1A C6A C18A 116.71(14) . . ?
C5A C6A C18A 122.30(14) . . ?
C2A N7A S8A 126.35(11) . . ?
C2A N7A H7A 116.8 . . ?
S8A N7A H7A 116.8 . . ?
O17A S8A O16A 118.88(6) . . ?
O17A S8A N7A 102.55(6) . . ?
O16A S8A N7A 108.95(6) . . ?
O17A S8A C9A 109.53(7) . . ?
O16A S8A C9A 108.91(7) . . ?
N7A S8A C9A 107.34(7) . . ?
C10A C9A C14A 120.54(14) . . ?
C10A C9A S8A 120.58(11) . . ?
C14A C9A S8A 118.87(11) . . ?
C11A C10A C9A 119.64(14) . . ?
C11A C10A H10A 120.2 . . ?
C9A C10A H10A 120.2 . . ?
C10A C11A C12A 120.62(14) . . ?
C10A C11A H11A 119.7 . . ?
C12A C11A H11A 119.7 . . ?
N15A C12A C11A 120.91(14) . . ?
N15A C12A C13A 120.41(14) . . ?
C11A C12A C13A 118.68(14) . . ?
C14A C13A C12A 120.60(14) . . ?
C14A C13A H13A 119.7 . . ?
C12A C13A H13A 119.7 . . ?
C13A C14A C9A 119.91(14) . . ?
C13A C14A H14A 120.0 . . ?
C9A C14A H14A 120.0 . . ?
C12A N15A H15A 120.0 . . ?
C12A N15A H15B 120.0 . . ?
H15A N15A H15B 120.0 . . ?
C6A C18A H18A 109.5 . . ?
C6A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C6A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
O7B C1B C6B 117.78(14) . . ?
O7B C1B C2B 121.58(15) . . ?
C6B C1B C2B 120.64(14) . . ?
C3B C2B C1B 117.86(15) . . ?
C3B C2B C9B 122.96(14) . . ?
C1B C2B C9B 119.15(14) . . ?
C4B C3B C2B 121.35(15) . . ?
C4B C3B H3B 119.3 . . ?
C2B C3B H3B 119.3 . . ?
C3B C4B C5B 119.83(16) . . ?
C3B C4B H4B 120.1 . . ?
C5B C4B H4B 120.1 . . ?
C6B C5B C4B 120.19(16) . . ?
C6B C5B H5B 119.9 . . ?
C4B C5B H5B 119.9 . . ?
C5B C6B C1B 120.13(15) . . ?
C5B C6B H6B 119.9 . . ?
C1B C6B H6B 119.9 . . ?
C1B O7B H7B 109.5 . . ?
C9B N8B H8B1 120.0 . . ?
C9B N8B H8B2 120.0 . . ?
H8B1 N8B H8B2 120.0 . . ?
O10B C9B N8B 120.05(15) . . ?
O10B C9B C2B 120.12(14) . . ?
N8B C9B C2B 119.83(14) . . ?

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_SMR_AA
_database_code_depnum_ccdc_archive 'CCDC 1916776'
loop_
_audit_author_name
_audit_author_address
'Matteo Lusi'
;University of Limerick
Republic of Ireland
;
_audit_update_record             
;
2019-05-17 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 N5 O4 S'
_chemical_formula_weight         401.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9356(9)
_cell_length_b                   10.3848(12)
_cell_length_c                   13.1949(15)
_cell_angle_alpha                108.741(3)
_cell_angle_beta                 93.495(3)
_cell_angle_gamma                109.913(3)
_cell_volume                     950.27(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    342
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             420
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.206
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7096
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13189
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.954
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4251
_reflns_number_gt                3481
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0578P)²+0.3079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.053(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4251
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1090
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.39977(19) 0.53080(14) 0.36340(11) 0.0401(3) Uani 1 1 d . . . . .
C2A C 0.3810(2) 0.40580(17) 0.28300(13) 0.0375(3) Uani 1 1 d . . . . .
N3A N 0.4430(2) 0.39206(16) 0.19096(12) 0.0460(4) Uani 1 1 d . . . . .
C4A C 0.5361(3) 0.5196(2) 0.17955(16) 0.0533(5) Uani 1 1 d . . . . .
H4A H 0.5834 0.5167 0.1164 0.064 Uiso 1 1 calc R U . . .
C5A C 0.5646(3) 0.6535(2) 0.25657(17) 0.0541(5) Uani 1 1 d . . . . .
H5A H 0.6308 0.7401 0.2466 0.065 Uiso 1 1 calc R U . . .
C6A C 0.4929(2) 0.65693(18) 0.34924(15) 0.0463(4) Uani 1 1 d . . . . .
N7A N 0.2870(2) 0.27921(14) 0.30260(11) 0.0402(3) Uani 1 1 d . . . . .
H7A H 0.2865 0.2877 0.3696 0.048 Uiso 1 1 calc R U . . .
S8A S 0.17754(5) 0.11587(4) 0.21026(3) 0.03960(15) Uani 1 1 d . . . . .
C9A C 0.3392(2) 0.04088(16) 0.16918(13) 0.0358(3) Uani 1 1 d . . . . .
C10A C 0.2889(2) -0.07379(18) 0.06864(13) 0.0400(4) Uani 1 1 d . . . . .
H10A H 0.1780 -0.1015 0.0236 0.048 Uiso 1 1 calc R U . . .
C11A C 0.4041(2) -0.14598(18) 0.03613(13) 0.0415(4) Uani 1 1 d . . . . .
H11A H 0.3693 -0.2239 -0.0305 0.050 Uiso 1 1 calc R U . . .
C12A C 0.5722(2) -0.10397(17) 0.10160(13) 0.0388(4) Uani 1 1 d . . . . .
C13A C 0.6196(2) 0.01048(19) 0.20284(14) 0.0439(4) Uani 1 1 d . . . . .
H13A H 0.7305 0.0385 0.2481 0.053 Uiso 1 1 calc R U . . .
C14A C 0.5039(2) 0.08231(18) 0.23645(14) 0.0422(4) Uani 1 1 d . . . . .
H14A H 0.5364 0.1582 0.3040 0.051 Uiso 1 1 calc R U . . .
N15A N 0.6881(2) -0.17513(18) 0.06716(13) 0.0516(4) Uani 1 1 d . . . . .
H15A H 0.6567 -0.2459 0.0049 0.062 Uiso 1 1 calc R U . . .
H15B H 0.7918 -0.1488 0.1079 0.062 Uiso 1 1 calc R U . . .
O16A O 0.08363(18) 0.12214(14) 0.11756(10) 0.0539(3) Uani 1 1 d . . . . .
O17A O 0.06769(17) 0.03691(13) 0.26986(12) 0.0541(4) Uani 1 1 d . . . . .
C18A C 0.5138(4) 0.7971(2) 0.43734(18) 0.0669(6) Uani 1 1 d . . . . .
H18A H 0.3954 0.7971 0.4485 0.100 Uiso 1 1 calc R U . . .
H18B H 0.5779 0.8786 0.4166 0.100 Uiso 1 1 calc R U . . .
H18C H 0.5816 0.8059 0.5037 0.100 Uiso 1 1 calc R U . . .
O1B O 0.23335(19) 0.55323(13) 0.54712(11) 0.0531(3) Uani 1 1 d . . . . .
H1B H 0.2768 0.5408 0.4916 0.064 Uiso 1 1 calc R U . . .
O2B O 0.1414(2) 0.31067(14) 0.48644(11) 0.0639(4) Uani 1 1 d . . . . .
C3B C 0.1470(2) 0.42495(18) 0.55545(14) 0.0428(4) Uani 1 1 d . . . . .
C4B C 0.0633(2) 0.42887(18) 0.65145(13) 0.0408(4) Uani 1 1 d . . . . .
C5B C -0.0224(3) 0.29908(19) 0.67179(15) 0.0479(4) Uani 1 1 d . . . . .
C6B C -0.0923(3) 0.3106(2) 0.76826(17) 0.0587(5) Uani 1 1 d . . . . .
H6B H -0.1487 0.2262 0.7835 0.070 Uiso 1 1 calc R U . . .
C7B C -0.0789(3) 0.4434(3) 0.83981(16) 0.0592(5) Uani 1 1 d . . . . .
H7B H -0.1257 0.4483 0.9032 0.071 Uiso 1 1 calc R U . . .
C8B C 0.0036(3) 0.5716(2) 0.81970(15) 0.0546(5) Uani 1 1 d . . . . .
H8B H 0.0112 0.6617 0.8688 0.066 Uiso 1 1 calc R U . . .
C9B C 0.0734(3) 0.56364(19) 0.72651(15) 0.0464(4) Uani 1 1 d . . . . .
H9B H 0.1287 0.6493 0.7127 0.056 Uiso 1 1 calc R U . . .
N10B N -0.0428(3) 0.16278(18) 0.60249(16) 0.0729(6) Uani 1 1 d . . . . .
H10B H -0.0973 0.0867 0.6183 0.088 Uiso 1 1 calc R U . . .
H10C H -0.0011 0.1529 0.5430 0.088 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C2A 1.340(2) . ?
N1A C6A 1.346(2) . ?
C2A N3A 1.322(2) . ?
C2A N7A 1.388(2) . ?
N3A C4A 1.340(2) . ?
C4A C5A 1.367(3) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.375(3) . ?
C5A H5A 0.9300 . ?
C6A C18A 1.491(3) . ?
N7A S8A 1.6296(14) . ?
N7A H7A 0.8600 . ?
S8A O16A 1.4243(13) . ?
S8A O17A 1.4360(13) . ?
S8A C9A 1.7433(15) . ?
C9A C14A 1.383(2) . ?
C9A C10A 1.391(2) . ?
C10A C11A 1.375(2) . ?
C10A H10A 0.9300 . ?
C11A C12A 1.391(2) . ?
C11A H11A 0.9300 . ?
C12A N15A 1.377(2) . ?
C12A C13A 1.397(2) . ?
C13A C14A 1.379(2) . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9300 . ?
N15A H15A 0.8600 . ?
N15A H15B 0.8600 . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
O1B C3B 1.318(2) . ?
O1B H1B 0.8200 . ?
O2B C3B 1.226(2) . ?
C3B C4B 1.461(2) . ?
C4B C9B 1.403(2) . ?
C4B C5B 1.408(2) . ?
C5B N10B 1.364(2) . ?
C5B C6B 1.406(3) . ?
C6B C7B 1.362(3) . ?
C6B H6B 0.9300 . ?
C7B C8B 1.388(3) . ?
C7B H7B 0.9300 . ?
C8B C9B 1.369(3) . ?
C8B H8B 0.9300 . ?
C9B H9B 0.9300 . ?
N10B H10B 0.8600 . ?
N10B H10C 0.8600 . ?

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
C2A N1A C6A 116.48(15) . . ?
N3A C2A N1A 127.41(15) . . ?
N3A C2A N7A 118.44(14) . . ?
N1A C2A N7A 114.14(14) . . ?
C2A N3A C4A 114.70(15) . . ?
N3A C4A C5A 122.90(17) . . ?
N3A C4A H4A 118.5 . . ?
C5A C4A H4A 118.5 . . ?
C4A C5A C6A 118.28(17) . . ?
C4A C5A H5A 120.9 . . ?
C6A C5A H5A 120.9 . . ?
N1A C6A C5A 120.21(16) . . ?
N1A C6A C18A 117.29(17) . . ?
C5A C6A C18A 122.50(17) . . ?
C2A N7A S8A 125.95(12) . . ?
C2A N7A H7A 117.0 . . ?
S8A N7A H7A 117.0 . . ?
O16A S8A O17A 116.81(9) . . ?
O16A S8A N7A 111.61(8) . . ?
O17A S8A N7A 103.04(8) . . ?
O16A S8A C9A 108.63(8) . . ?
O17A S8A C9A 109.00(8) . . ?
N7A S8A C9A 107.29(8) . . ?
C14A C9A C10A 120.37(14) . . ?
C14A C9A S8A 122.35(12) . . ?
C10A C9A S8A 117.01(12) . . ?
C11A C10A C9A 119.67(15) . . ?
C11A C10A H10A 120.2 . . ?
C9A C10A H10A 120.2 . . ?
C10A C11A C12A 120.86(15) . . ?
C10A C11A H11A 119.6 . . ?
C12A C11A H11A 119.6 . . ?
N15A C12A C11A 120.34(15) . . ?
N15A C12A C13A 120.98(16) . . ?
C11A C12A C13A 118.68(15) . . ?
C14A C13A C12A 120.73(16) . . ?
C14A C13A H13A 119.6 . . ?
C12A C13A H13A 119.6 . . ?
C13A C14A C9A 119.66(15) . . ?
C13A C14A H14A 120.2 . . ?
C9A C14A H14A 120.2 . . ?
C12A N15A H15A 120.0 . . ?
C12A N15A H15B 120.0 . . ?
H15A N15A H15B 120.0 . . ?
C6A C18A H18A 109.5 . . ?
C6A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C6A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C3B O1B H1B 109.5 . . ?
O2B C3B O1B 120.84(16) . . ?
O2B C3B C4B 123.10(16) . . ?
O1B C3B C4B 116.05(15) . . ?
C9B C4B C5B 119.29(16) . . ?
C9B C4B C3B 119.99(16) . . ?
C5B C4B C3B 120.68(15) . . ?
N10B C5B C6B 118.29(17) . . ?
N10B C5B C4B 123.56(17) . . ?
C6B C5B C4B 118.15(17) . . ?
C7B C6B C5B 121.02(19) . . ?
C7B C6B H6B 119.5 . . ?
C5B C6B H6B 119.5 . . ?
C6B C7B C8B 121.15(18) . . ?
C6B C7B H7B 119.4 . . ?
C8B C7B H7B 119.4 . . ?
C9B C8B C7B 119.05(17) . . ?
C9B C8B H8B 120.5 . . ?
C7B C8B H8B 120.5 . . ?
C8B C9B C4B 121.34(18) . . ?
C8B C9B H9B 119.3 . . ?
C4B C9B H9B 119.3 . . ?
C5B N10B H10B 120.0 . . ?
C5B N10B H10C 120.0 . . ?
H10B N10B H10C 120.0 . . ?

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_SMT_NIC
_database_code_depnum_ccdc_archive 'CCDC 1916775'
loop_
_audit_author_name
_audit_author_address
'Matteo Lusi'
;University of Limerick
Republic of Ireland
;
_audit_update_record             
;
2019-05-17 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 N6 O3 S'
_chemical_formula_weight         400.46

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 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3517(16)
_cell_length_b                   8.3507(11)
_cell_length_c                   18.174(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.788(4)
_cell_angle_gamma                90
_cell_volume                     1852.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    423
_cell_measurement_theta_min      2
_cell_measurement_theta_max      20

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5975
_exptl_absorpt_correction_T_max  0.5975
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23853
_diffrn_reflns_av_unetI/netI     0.1056
_diffrn_reflns_av_R_equivalents  0.1289
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.602
_diffrn_reflns_theta_max         27.545
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4237
_reflns_number_gt                2516
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0841P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4237
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1406
_refine_ls_R_factor_gt           0.0750
_refine_ls_wR_factor_ref         0.1753
_refine_ls_wR_factor_gt          0.1519
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.2160(2) 0.4710(3) 0.52506(15) 0.0159(7) Uani 1 1 d . . . . .
C2A C 0.3138(3) 0.5447(4) 0.53778(18) 0.0157(8) Uani 1 1 d . . . . .
N3A N 0.3641(2) 0.5935(3) 0.48009(15) 0.0160(7) Uani 1 1 d . . . . .
H3A H 0.4285 0.6404 0.4900 0.019 Uiso 1 1 calc R U . . .
C4A C 0.3193(3) 0.5728(4) 0.40820(18) 0.0148(7) Uani 1 1 d . . . . .
C5A C 0.2221(3) 0.4941(4) 0.39442(19) 0.0194(8) Uani 1 1 d . . . . .
H5A H 0.1882 0.4743 0.3448 0.023 Uiso 1 1 calc R U . . .
C6A C 0.1731(3) 0.4428(4) 0.45456(19) 0.0165(8) Uani 1 1 d . . . . .
N7A N 0.3721(2) 0.5745(3) 0.60487(14) 0.0169(7) Uani 1 1 d . . . . .
S8A S 0.31897(7) 0.55995(10) 0.67954(4) 0.0145(2) Uani 1 1 d . . . . .
C9A C 0.2514(3) 0.3773(4) 0.68459(17) 0.0136(7) Uani 1 1 d . . . . .
C10A C 0.3085(3) 0.2345(4) 0.68647(17) 0.0150(8) Uani 1 1 d . . . . .
H10A H 0.3847 0.2349 0.6837 0.018 Uiso 1 1 calc R U . . .
C11A C 0.2548(3) 0.0916(4) 0.69238(18) 0.0153(8) Uani 1 1 d . . . . .
H11A H 0.2944 -0.0061 0.6937 0.018 Uiso 1 1 calc R U . . .
C12A C 0.1431(3) 0.0887(4) 0.69642(17) 0.0148(8) Uani 1 1 d . . . . .
C13A C 0.0863(3) 0.2344(4) 0.69518(17) 0.0148(8) Uani 1 1 d . . . . .
H13A H 0.0104 0.2350 0.6990 0.018 Uiso 1 1 calc R U . . .
C14A C 0.1401(3) 0.3758(4) 0.68848(17) 0.0145(7) Uani 1 1 d . . . . .
H14A H 0.1008 0.4739 0.6865 0.017 Uiso 1 1 calc R U . . .
N15A N 0.0889(2) -0.0513(3) 0.70481(15) 0.0194(7) Uani 1 1 d . . . . .
H15A H 0.1246 -0.1428 0.7078 0.023 Uiso 1 1 calc R U . . .
H15B H 0.0183 -0.0498 0.7072 0.023 Uiso 1 1 calc R U . . .
O16A O 0.2393(2) 0.6847(3) 0.68269(13) 0.0209(6) Uani 1 1 d . . . . .
O17A O 0.41197(19) 0.5602(3) 0.73902(12) 0.0188(6) Uani 1 1 d . . . . .
C18A C 0.3811(3) 0.6385(4) 0.35054(18) 0.0211(8) Uani 1 1 d . . . . .
H18A H 0.4282 0.7266 0.3719 0.032 Uiso 1 1 calc R U . . .
H18B H 0.3293 0.6783 0.3082 0.032 Uiso 1 1 calc R U . . .
H18C H 0.4264 0.5539 0.3336 0.032 Uiso 1 1 calc R U . . .
C19A C 0.0676(3) 0.3537(5) 0.4422(2) 0.0250(9) Uani 1 1 d . . . . .
H19A H 0.0680 0.2717 0.4808 0.038 Uiso 1 1 calc R U . . .
H19B H 0.0584 0.3024 0.3932 0.038 Uiso 1 1 calc R U . . .
H19C H 0.0070 0.4283 0.4445 0.038 Uiso 1 1 calc R U . . .
O1B O 0.5469(2) 0.7749(3) 0.50407(12) 0.0235(6) Uani 1 1 d . . . . .
N2B N 0.5465(2) 0.8374(4) 0.62502(15) 0.0212(7) Uani 1 1 d . . . . .
H2B1 H 0.4884 0.7778 0.6275 0.025 Uiso 1 1 calc R U . . .
H2B2 H 0.5775 0.8905 0.6645 0.025 Uiso 1 1 calc R U . . .
C3B C 0.5875(3) 0.8473(4) 0.56126(18) 0.0164(8) Uani 1 1 d . . . . .
C4B C 0.6870(3) 0.9456(4) 0.55986(17) 0.0145(7) Uani 1 1 d . . . . .
C5B C 0.7651(3) 0.9671(4) 0.62285(19) 0.0203(8) Uani 1 1 d . . . . .
H5B H 0.7505 0.9232 0.6686 0.024 Uiso 1 1 calc R U . . .
N6B N 0.8588(3) 1.0449(4) 0.62307(16) 0.0253(8) Uani 1 1 d . . . . .
C7B C 0.8763(3) 1.1073(4) 0.5577(2) 0.0225(9) Uani 1 1 d . . . . .
H7B H 0.9422 1.1653 0.5565 0.027 Uiso 1 1 calc R U . . .
C8B C 0.8045(3) 1.0920(4) 0.49244(19) 0.0199(8) Uani 1 1 d . . . . .
H8B H 0.8207 1.1384 0.4477 0.024 Uiso 1 1 calc R U . . .
C9B C 0.7091(3) 1.0087(4) 0.49304(19) 0.0193(8) Uani 1 1 d . . . . .
H9B H 0.6589 0.9943 0.4485 0.023 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A C6A 1.331(4) . ?
N1A C2A 1.344(4) . ?
C2A N7A 1.341(4) . ?
C2A N3A 1.360(4) . ?
N3A C4A 1.350(4) . ?
N3A H3A 0.8800 . ?
C4A C5A 1.357(5) . ?
C4A C18A 1.492(5) . ?
C5A C6A 1.395(5) . ?
C5A H5A 0.9500 . ?
C6A C19A 1.487(5) . ?
N7A S8A 1.600(3) . ?
S8A O16A 1.440(3) . ?
S8A O17A 1.452(2) . ?
S8A C9A 1.748(3) . ?
C9A C10A 1.383(5) . ?
C9A C14A 1.387(5) . ?
C10A C11A 1.377(5) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.393(5) . ?
C11A H11A 0.9500 . ?
C12A N15A 1.367(4) . ?
C12A C13A 1.403(5) . ?
C13A C14A 1.370(5) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
N15A H15A 0.8800 . ?
N15A H15B 0.8800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
O1B C3B 1.240(4) . ?
N2B C3B 1.337(4) . ?
N2B H2B1 0.8800 . ?
N2B H2B2 0.8800 . ?
C3B C4B 1.481(5) . ?
C4B C9B 1.389(5) . ?
C4B C5B 1.392(5) . ?
C5B N6B 1.327(4) . ?
C5B H5B 0.9500 . ?
N6B C7B 1.345(5) . ?
C7B C8B 1.374(5) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.370(5) . ?
C8B H8B 0.9500 . ?
C9B H9B 0.9500 . ?

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
C6A N1A C2A 117.5(3) . . ?
N7A C2A N1A 125.8(3) . . ?
N7A C2A N3A 113.6(3) . . ?
N1A C2A N3A 120.6(3) . . ?
C4A N3A C2A 122.7(3) . . ?
C4A N3A H3A 118.7 . . ?
C2A N3A H3A 118.7 . . ?
N3A C4A C5A 117.4(3) . . ?
N3A C4A C18A 117.0(3) . . ?
C5A C4A C18A 125.5(3) . . ?
C4A C5A C6A 118.8(3) . . ?
C4A C5A H5A 120.6 . . ?
C6A C5A H5A 120.6 . . ?
N1A C6A C5A 122.9(3) . . ?
N1A C6A C19A 116.4(3) . . ?
C5A C6A C19A 120.7(3) . . ?
C2A N7A S8A 121.6(2) . . ?
O16A S8A O17A 115.91(15) . . ?
O16A S8A N7A 110.50(15) . . ?
O17A S8A N7A 104.53(15) . . ?
O16A S8A C9A 107.13(16) . . ?
O17A S8A C9A 106.97(15) . . ?
N7A S8A C9A 111.84(15) . . ?
C10A C9A C14A 119.7(3) . . ?
C10A C9A S8A 120.5(3) . . ?
C14A C9A S8A 119.7(3) . . ?
C11A C10A C9A 119.9(3) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C10A C11A C12A 120.8(3) . . ?
C10A C11A H11A 119.6 . . ?
C12A C11A H11A 119.6 . . ?
N15A C12A C11A 121.8(3) . . ?
N15A C12A C13A 119.4(3) . . ?
C11A C12A C13A 118.7(3) . . ?
C14A C13A C12A 120.0(3) . . ?
C14A C13A H13A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C13A C14A C9A 120.7(3) . . ?
C13A C14A H14A 119.6 . . ?
C9A C14A H14A 119.6 . . ?
C12A N15A H15A 120.0 . . ?
C12A N15A H15B 120.0 . . ?
H15A N15A H15B 120.0 . . ?
C4A C18A H18A 109.5 . . ?
C4A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C4A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C6A C19A H19A 109.5 . . ?
C6A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C6A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C3B N2B H2B1 120.0 . . ?
C3B N2B H2B2 120.0 . . ?
H2B1 N2B H2B2 120.0 . . ?
O1B C3B N2B 122.6(3) . . ?
O1B C3B C4B 119.1(3) . . ?
N2B C3B C4B 118.3(3) . . ?
C9B C4B C5B 117.8(3) . . ?
C9B C4B C3B 120.0(3) . . ?
C5B C4B C3B 122.0(3) . . ?
N6B C5B C4B 124.1(3) . . ?
N6B C5B H5B 118.0 . . ?
C4B C5B H5B 118.0 . . ?
C5B N6B C7B 116.4(3) . . ?
N6B C7B C8B 123.9(4) . . ?
N6B C7B H7B 118.1 . . ?
C8B C7B H7B 118.1 . . ?
C9B C8B C7B 118.9(3) . . ?
C9B C8B H8B 120.6 . . ?
C7B C8B H8B 120.6 . . ?
C8B C9B C4B 119.0(3) . . ?
C8B C9B H9B 120.5 . . ?
C4B C9B H9B 120.5 . . ?

_refine_diff_density_max         0.850
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.109


# start Validation Reply Form
_vrf_PLAT211_Nc1_0m_a            
;
PROBLEM: ADP of Atom C9A       is N.P.D. or (nearly) 2D .     Please Check 
RESPONSE: the large thermal motion is due to data collected at room temperature
;
_vrf_PLAT213_Nc1_0m_a            
;
PROBLEM: Atom C12A            has ADP max/min Ratio .....        4.2 oblate
RESPONSE: the large thermal motion is due to data collected at room temperature
;
# end Validation Reply Form

