# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 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_amt_120k
_database_code_depnum_ccdc_archive 'CCDC 1835358'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record             
;
2019-07-05 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT413_amt_120k            
;
PROBLEM: Short Inter XH3 .. XHn     H8AA     ..H1B      .       1.18 Ang.
RESPONSE: the extraordinarily close H...H contact (reported as Alert A in the validation), is the point of the paper.  The molecule is packed forming hydrophobic regions along the structure.'
;
# Added during the CSD deposition process: Friday 05 July 2019 02:59 PM
# end Validation Reply Form

_audit_creation_date             2019-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C9 H17 N5 S)'
_chemical_formula_sum            'C18 H34 N10 S2'
_chemical_formula_weight         454.67
_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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.018(4)
_cell_length_b                   22.054(6)
_cell_length_c                   9.300(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.617(5)
_cell_angle_gamma                90
_cell_volume                     2414.5(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5225
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.61
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.940
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1395 before and 0.0680 after correction. The Ratio of minimum to maximum transmission is 0.7967. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            50224
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.900
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3360
_reflns_number_total             4917
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.632
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4917
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.025
_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)+(0.0697P)²+2.7924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1604
_refine_special_details          
;
'the extraordinarily close H...H contact (reported as Alert A in the validation), is the point of the paper.
 The molecule is packed forming hydrophobic regions along the structure.'
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C4B-C1 \\sim C5B-C4B
 with sigma of 0.02
3. Rigid bond restraints
 C6A, C8A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(C5AB) = Uanis(C5AA)
5. Rigid body (RIGU) restrains
 C4A, C5AB
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1, C4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8A, C6A, C7A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: H4BA(0.7) H4BB(0.7) H4BC(0.3) H4BD(0.3) H4AC(0.3) H4AD(0.3)
 H4AA(0.7) H4AB(0.7) C5B(0.7) H5BA(0.7) H5BB(0.7) H5BC(0.7) C5AB(0.3) H5AA(0.3)
 H5AB(0.3) H5AC(0.3) C1(0.3) H1A(0.3) H1B(0.3) H1C(0.3) C5AA(0.7) H5AD(0.7)
 H5AE(0.7) H5AF(0.7)
7.a Ternary CH refined with riding coordinates:
 C6B(H6B), C6A(H6A)
7.b Secondary CH2 refined with riding coordinates:
 C4B(H4BA,H4BB), C4B(H4BC,H4BD), C4A(H4AC,H4AD), C4A(H4AA,H4AB)
7.c Aromatic/amide H refined with riding coordinates:
 N4A(H4A), N4B(H4B), N2B(H2B), N2A(H2A)
7.d Idealised Me refined as rotating group:
 C9B(H9BA,H9BB,H9BC), C7A(H7AA,H7AB,H7AC), C7B(H7BA,H7BB,H7BC), C8B(H8BA,H8BB,
 H8BC), C9A(H9AA,H9AB,H9AC), C5B(H5BA,H5BB,H5BC), C8A(H8AA,H8AB,H8AC),
 C5AB(H5AA,H5AB,H5AC), C1(H1A,H1B,H1C), C5AA(H5AD,H5AE,H5AF)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1B S 0.70806(6) 0.32021(4) 0.73099(8) 0.0346(2) Uani 1 1 d . . . . .
S1A S 0.12603(7) 0.26477(4) 0.26777(12) 0.0487(3) Uani 1 1 d . . . . .
N5A N 0.17239(19) 0.40777(11) 0.6078(3) 0.0263(5) Uani 1 1 d . . . . .
N3A N 0.04746(19) 0.34248(10) 0.4434(3) 0.0250(5) Uani 1 1 d . . . . .
N3B N 0.55582(19) 0.33961(11) 0.4834(3) 0.0265(5) Uani 1 1 d . . . . .
N4A N -0.0206(2) 0.40800(11) 0.5950(3) 0.0273(5) Uani 1 1 d . . . . .
H4A H -0.0865 0.3943 0.5550 0.033 Uiso 1 1 calc R . . . .
N1B N 0.75267(19) 0.34713(12) 0.4801(3) 0.0288(6) Uani 1 1 d . . . . .
N5B N 0.6160(2) 0.35885(12) 0.2558(3) 0.0293(6) Uani 1 1 d . . . . .
N4B N 0.42737(19) 0.35078(12) 0.2676(3) 0.0302(6) Uani 1 1 d . . . . .
H4B H 0.3769 0.3436 0.3191 0.036 Uiso 1 1 calc R . . . .
N1A N 0.24558(19) 0.34100(11) 0.4462(3) 0.0306(6) Uani 1 1 d . . . . .
N2B N 0.8078(2) 0.36824(13) 0.2643(3) 0.0355(6) Uani 1 1 d . . . . .
H2B H 0.8757 0.3702 0.3156 0.043 Uiso 1 1 calc R . . . .
N2A N 0.3613(2) 0.40624(12) 0.5985(3) 0.0363(7) Uani 1 1 d . . . . .
H2A H 0.4162 0.3902 0.5650 0.044 Uiso 1 1 calc R . . . .
C3A C 0.2566(2) 0.38469(13) 0.5503(3) 0.0263(6) Uani 1 1 d . . . . .
C2A C 0.0697(2) 0.38584(12) 0.5487(3) 0.0227(6) Uani 1 1 d . . . . .
C3B C 0.7220(2) 0.35803(14) 0.3342(3) 0.0297(7) Uani 1 1 d . . . . .
C1B C 0.6653(2) 0.33773(13) 0.5445(3) 0.0259(6) Uani 1 1 d . . . . .
C2B C 0.5364(2) 0.34984(13) 0.3354(3) 0.0269(6) Uani 1 1 d . . . . .
C1A C 0.1390(2) 0.32196(13) 0.4009(3) 0.0277(6) Uani 1 1 d . . . . .
C6B C 0.3887(3) 0.36322(15) 0.1119(3) 0.0343(7) Uani 1 1 d . . . . .
H6B H 0.4459 0.3885 0.0791 0.041 Uiso 1 1 calc R . . . .
C4B C 0.7916(3) 0.37613(17) 0.1067(3) 0.0390(8) Uani 1 1 d D U . . .
H4BA H 0.7370 0.3465 0.0585 0.047 Uiso 0.7 1 calc R . P A 1
H4BB H 0.8631 0.3685 0.0765 0.047 Uiso 0.7 1 calc R . P A 1
H4BC H 0.7367 0.4081 0.0747 0.047 Uiso 0.3 1 calc R . P B 2
H4BD H 0.7630 0.3389 0.0571 0.047 Uiso 0.3 1 calc R . P B 2
C6A C -0.0139(3) 0.45398(17) 0.7088(4) 0.0468(8) Uani 1 1 d . U . . .
H6A H 0.0478 0.4826 0.7053 0.056 Uiso 1 1 calc R . . . .
C4A C 0.3877(3) 0.45466(18) 0.7028(5) 0.0510(10) Uani 1 1 d . U . . .
H4AC H 0.3336 0.4535 0.7674 0.061 Uiso 0.3 1 calc R . P C 2
H4AD H 0.3772 0.4928 0.6501 0.061 Uiso 0.3 1 calc R . P C 2
H4AA H 0.3814 0.4396 0.7988 0.061 Uiso 0.7 1 calc R . P D 1
H4AB H 0.3316 0.4865 0.6764 0.061 Uiso 0.7 1 calc R . P D 1
C9B C 0.5774(3) 0.30498(17) 0.7877(4) 0.0417(8) Uani 1 1 d . . . . .
H9BA H 0.5308 0.2793 0.7167 0.063 Uiso 1 1 calc GR . . . .
H9BB H 0.5383 0.3424 0.7955 0.063 Uiso 1 1 calc GR . . . .
H9BC H 0.5928 0.2851 0.8814 0.063 Uiso 1 1 calc GR . . . .
C7A C -0.1254(3) 0.48636(16) 0.6918(4) 0.0507(10) Uani 1 1 d . U . . .
H7AA H -0.1441 0.5045 0.5962 0.076 Uiso 1 1 calc GR . . . .
H7AB H -0.1200 0.5174 0.7654 0.076 Uiso 1 1 calc GR . . . .
H7AC H -0.1836 0.4580 0.7031 0.076 Uiso 1 1 calc GR . . . .
C7B C 0.3743(3) 0.30607(17) 0.0221(4) 0.0470(9) Uani 1 1 d . . . . .
H7BA H 0.4450 0.2843 0.0380 0.070 Uiso 1 1 calc GR . . . .
H7BB H 0.3518 0.3162 -0.0801 0.070 Uiso 1 1 calc GR . . . .
H7BC H 0.3170 0.2812 0.0508 0.070 Uiso 1 1 calc GR . . . .
C8B C 0.2791(3) 0.3985(2) 0.0900(5) 0.0589(11) Uani 1 1 d . . . . .
H8BA H 0.2217 0.3742 0.1204 0.088 Uiso 1 1 calc GR . . . .
H8BB H 0.2553 0.4087 -0.0118 0.088 Uiso 1 1 calc GR . . . .
H8BC H 0.2905 0.4349 0.1476 0.088 Uiso 1 1 calc GR . . . .
C9A C -0.0190(3) 0.24258(19) 0.2485(6) 0.0693(14) Uani 1 1 d . . . . .
H9AA H -0.0311 0.2049 0.1959 0.104 Uiso 1 1 calc GR . . . .
H9AB H -0.0671 0.2733 0.1953 0.104 Uiso 1 1 calc GR . . . .
H9AC H -0.0368 0.2376 0.3439 0.104 Uiso 1 1 calc GR . . . .
C5B C 0.7502(4) 0.4390(2) 0.0570(5) 0.0366(11) Uani 0.7 1 d D . P E 1
H5BA H 0.6771 0.4459 0.0808 0.055 Uiso 0.7 1 calc GR . P E 1
H5BB H 0.7441 0.4424 -0.0472 0.055 Uiso 0.7 1 calc GR . P E 1
H5BC H 0.8031 0.4687 0.1059 0.055 Uiso 0.7 1 calc GR . P E 1
C8A C 0.0059(5) 0.4205(3) 0.8585(5) 0.0885(16) Uani 1 1 d . U . . .
H8AA H -0.0572 0.3941 0.8613 0.133 Uiso 1 1 calc GR . . . .
H8AB H 0.0128 0.4496 0.9365 0.133 Uiso 1 1 calc GR . . . .
H8AC H 0.0744 0.3969 0.8704 0.133 Uiso 1 1 calc GR . . . .
C5AB C 0.5049(13) 0.4536(7) 0.795(2) 0.068(2) Uani 0.3 1 d . U P F 2
H5AA H 0.5121 0.4199 0.8615 0.102 Uiso 0.3 1 calc GR . P F 2
H5AB H 0.5185 0.4907 0.8501 0.102 Uiso 0.3 1 calc GR . P F 2
H5AC H 0.5593 0.4497 0.7330 0.102 Uiso 0.3 1 calc GR . P F 2
C1 C 0.9075(10) 0.3930(8) 0.0680(13) 0.065(4) Uani 0.3 1 d D U P E 2
H1A H 0.9338 0.4307 0.1141 0.098 Uiso 0.3 1 calc GR . P E 2
H1B H 0.8985 0.3970 -0.0365 0.098 Uiso 0.3 1 calc GR . P E 2
H1C H 0.9620 0.3617 0.1024 0.098 Uiso 0.3 1 calc GR . P E 2
C5AA C 0.5006(5) 0.4809(3) 0.7132(9) 0.068(2) Uani 0.7 1 d . . P F 1
H5AD H 0.5563 0.4491 0.7259 0.102 Uiso 0.7 1 calc GR . P F 1
H5AE H 0.5166 0.5080 0.7956 0.102 Uiso 0.7 1 calc GR . P F 1
H5AF H 0.5032 0.5029 0.6248 0.102 Uiso 0.7 1 calc GR . P F 1


_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
S1B C1B 1.750(3) . ?
S1B C9B 1.786(3) . ?
S1A C1A 1.752(3) . ?
S1A C9A 1.784(4) . ?
N5A C3A 1.337(4) . ?
N5A C2A 1.337(3) . ?
N3A C2A 1.356(4) . ?
N3A C1A 1.322(3) . ?
N3B C1B 1.325(4) . ?
N3B C2B 1.368(4) . ?
N4A H4A 0.8600 . ?
N4A C2A 1.337(3) . ?
N4A C6A 1.457(4) . ?
N1B C3B 1.354(4) . ?
N1B C1B 1.326(4) . ?
N5B C3B 1.334(4) . ?
N5B C2B 1.337(4) . ?
N4B H4B 0.8600 . ?
N4B C2B 1.335(4) . ?
N4B C6B 1.455(4) . ?
N1A C3A 1.353(4) . ?
N1A C1A 1.333(4) . ?
N2B H2B 0.8600 . ?
N2B C3B 1.344(4) . ?
N2B C4B 1.450(4) . ?
N2A H2A 0.8600 . ?
N2A C3A 1.335(4) . ?
N2A C4A 1.435(4) . ?
C6B H6B 0.9800 . ?
C6B C7B 1.503(5) . ?
C6B C8B 1.508(5) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C4B H4BC 0.9700 . ?
C4B H4BD 0.9700 . ?
C4B C5B 1.514(6) . ?
C4B C1 1.553(11) . ?
C6A H6A 0.9800 . ?
C6A C7A 1.499(5) . ?
C6A C8A 1.552(6) . ?
C4A H4AC 0.9700 . ?
C4A H4AD 0.9700 . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4A C5AB 1.494(15) . ?
C4A C5AA 1.460(7) . ?
C9B H9BA 0.9600 . ?
C9B H9BB 0.9600 . ?
C9B H9BC 0.9600 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?
C7B H7BA 0.9600 . ?
C7B H7BB 0.9600 . ?
C7B H7BC 0.9600 . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
C5B H5BA 0.9600 . ?
C5B H5BB 0.9600 . ?
C5B H5BC 0.9600 . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C5AB H5AA 0.9600 . ?
C5AB H5AB 0.9600 . ?
C5AB H5AC 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C5AA H5AD 0.9600 . ?
C5AA H5AE 0.9600 . ?
C5AA H5AF 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
C1B S1B C9B 103.54(15) . . ?
C1A S1A C9A 102.39(16) . . ?
C2A N5A C3A 114.1(2) . . ?
C1A N3A C2A 113.8(2) . . ?
C1B N3B C2B 112.9(2) . . ?
C2A N4A H4A 118.0 . . ?
C2A N4A C6A 124.0(2) . . ?
C6A N4A H4A 118.0 . . ?
C1B N1B C3B 113.6(2) . . ?
C3B N5B C2B 114.0(2) . . ?
C2B N4B H4B 118.0 . . ?
C2B N4B C6B 124.0(3) . . ?
C6B N4B H4B 118.0 . . ?
C1A N1A C3A 113.6(2) . . ?
C3B N2B H2B 118.3 . . ?
C3B N2B C4B 123.4(3) . . ?
C4B N2B H2B 118.3 . . ?
C3A N2A H2A 118.1 . . ?
C3A N2A C4A 123.8(3) . . ?
C4A N2A H2A 118.1 . . ?
N5A C3A N1A 125.7(2) . . ?
N2A C3A N5A 117.9(3) . . ?
N2A C3A N1A 116.3(3) . . ?
N5A C2A N3A 125.7(2) . . ?
N4A C2A N5A 118.5(2) . . ?
N4A C2A N3A 115.8(2) . . ?
N5B C3B N1B 125.9(3) . . ?
N5B C3B N2B 118.3(3) . . ?
N2B C3B N1B 115.7(3) . . ?
N3B C1B S1B 120.0(2) . . ?
N3B C1B N1B 127.6(3) . . ?
N1B C1B S1B 112.4(2) . . ?
N5B C2B N3B 125.8(3) . . ?
N4B C2B N3B 115.5(3) . . ?
N4B C2B N5B 118.7(3) . . ?
N3A C1A S1A 119.8(2) . . ?
N3A C1A N1A 127.0(3) . . ?
N1A C1A S1A 113.2(2) . . ?
N4B C6B H6B 108.3 . . ?
N4B C6B C7B 111.9(3) . . ?
N4B C6B C8B 109.1(3) . . ?
C7B C6B H6B 108.3 . . ?
C7B C6B C8B 111.0(3) . . ?
C8B C6B H6B 108.3 . . ?
N2B C4B H4BA 109.0 . . ?
N2B C4B H4BB 109.0 . . ?
N2B C4B H4BC 110.0 . . ?
N2B C4B H4BD 110.0 . . ?
N2B C4B C5B 112.8(3) . . ?
N2B C4B C1 108.7(5) . . ?
H4BA C4B H4BB 107.8 . . ?
H4BC C4B H4BD 108.3 . . ?
C5B C4B H4BA 109.0 . . ?
C5B C4B H4BB 109.0 . . ?
C1 C4B H4BC 110.0 . . ?
C1 C4B H4BD 110.0 . . ?
N4A C6A H6A 110.9 . . ?
N4A C6A C7A 109.8(3) . . ?
N4A C6A C8A 107.3(3) . . ?
C7A C6A H6A 110.9 . . ?
C7A C6A C8A 107.1(3) . . ?
C8A C6A H6A 110.9 . . ?
N2A C4A H4AC 108.4 . . ?
N2A C4A H4AD 108.4 . . ?
N2A C4A H4AA 108.6 . . ?
N2A C4A H4AB 108.6 . . ?
N2A C4A C5AB 115.6(7) . . ?
N2A C4A C5AA 114.5(4) . . ?
H4AC C4A H4AD 107.4 . . ?
H4AA C4A H4AB 107.6 . . ?
C5AB C4A H4AC 108.4 . . ?
C5AB C4A H4AD 108.4 . . ?
C5AA C4A H4AA 108.6 . . ?
C5AA C4A H4AB 108.6 . . ?
S1B C9B H9BA 109.5 . . ?
S1B C9B H9BB 109.5 . . ?
S1B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
C6A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
C6B C7B H7BA 109.5 . . ?
C6B C7B H7BB 109.5 . . ?
C6B C7B H7BC 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
C6B C8B H8BA 109.5 . . ?
C6B C8B H8BB 109.5 . . ?
C6B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
S1A C9A H9AA 109.5 . . ?
S1A C9A H9AB 109.5 . . ?
S1A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C6A C8A H8AA 109.5 . . ?
C6A C8A H8AB 109.5 . . ?
C6A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C4A C5AB H5AA 109.5 . . ?
C4A C5AB H5AB 109.5 . . ?
C4A C5AB H5AC 109.5 . . ?
H5AA C5AB H5AB 109.5 . . ?
H5AA C5AB H5AC 109.5 . . ?
H5AB C5AB H5AC 109.5 . . ?
C4B C1 H1A 109.5 . . ?
C4B C1 H1B 109.5 . . ?
C4B C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4A C5AA H5AD 109.5 . . ?
C4A C5AA H5AE 109.5 . . ?
C4A C5AA H5AF 109.5 . . ?
H5AD C5AA H5AE 109.5 . . ?
H5AD C5AA H5AF 109.5 . . ?
H5AE C5AA H5AF 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_amt_fum_120k
_database_code_depnum_ccdc_archive 'CCDC 1835856'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record             
;
2019-07-05 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_audit_creation_date             2019-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C9 H18 N5 S), 2(C4 H3 O4)'
_chemical_formula_sum            'C26 H42 N10 O8 S2'
_chemical_formula_weight         686.81
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.132(3)
_cell_length_b                   11.105(2)
_cell_length_c                   16.920(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.693(3)
_cell_angle_gamma                90
_cell_volume                     3390.1(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9904
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      31.58
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.218
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.277
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.121
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            67624
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         2.258
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6114
_reflns_number_total             6669
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.511
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         6669
_refine_ls_number_restraints     130
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0950
_refine_ls_restrained_S_all      1.085
_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)+(0.0770P)²+15.1380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2327
_refine_ls_wR_factor_ref         0.2364
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O3B'-H3B'
 0.95 with sigma of 0.02
 O3B-C0 \\sim O3B-C13B
 with sigma of 0.002
 N2B'-C3B \\sim N2B-C3B
 with sigma of 0.002
 C5B'-C4B' \\sim C5B-C4B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(C10B)
Uanis(O2B') = Uanis(O2B)
Uanis(O1B') = Uanis(O1B)
Uanis(C13B) = Uanis(C0)
Uanis(C5B') = Uanis(C5B)
Uanis(N2B') = Uanis(N2B)
Uanis(C013) = Uanis(C12B)
Uanis(O3B') = Uanis(O4B)
Uanis(C4) = Uanis(C11B)
4. Rigid body (RIGU) restrains
 N2B', C4B', C5B'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O3B', C0, C013, C4, C3, O2B', O1B'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N1B, C1B, N3B, C2B, N5B, C3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1B, C10B, O2B, C11B, C12B, C13B, O4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N2B, C4B, C5B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: O1B(0.7) O2B(0.7) C0(0.3) C013(0.3) H013(0.3) O4B(0.7) H4BE(0.7)
 C10B(0.7) C12B(0.7) H12B(0.7) C4(0.3) H4(0.3) C11B(0.7) H11B(0.7) C3(0.3)
 O2B'(0.3) O1B'(0.3) C13B(0.7) O3B'(0.3) H3B'(0.3) H4AA(0.7) H4AB(0.7)
 H4AC(0.3) H4AD(0.3) C5A(0.7) H5AA(0.7) H5AB(0.7) H5AC(0.7) N2B'(0.3) H2B'(0.3)
 C1(0.3) H1A(0.3) H1B(0.3) H1C(0.3) C4B'(0.3) H4BA(0.3) H4BB(0.3) C5B(0.7)
 H5BA(0.7) H5BB(0.7) H5BC(0.7) C5B'(0.3) H5BD(0.3) H5BE(0.3) H5BF(0.3) C4B(0.7)
 H4BC(0.7) H4BD(0.7) N2B(0.7) H2B(0.7)
6.a Ternary CH refined with riding coordinates:
 C6A(H6A), C6B(H6B)
6.b Secondary CH2 refined with riding coordinates:
 C4A(H4AA,H4AB), C4A(H4AC,H4AD), C4B'(H4BA,H4BB), C4B(H4BC,H4BD)
6.c Aromatic/amide H refined with riding coordinates:
 N5A(H5A), N4A(H4A), N2A(H2A), N5B(H5B), N4B(H4B), C11A(H11A), C12A(H12A),
 C013(H013), C12B(H12B), C4(H4), C11B(H11B), N2B'(H2B'), N2B(H2B)
6.d Idealised Me refined as rotating group:
 C9B(H9BA,H9BB,H9BC), C8B(H8BA,H8BB,H8BC), C7A(H7AA,H7AB,H7AC), C9A(H9AA,H9AB,
 H9AC), C7B(H7BA,H7BB,H7BC), C8A(H8AA,H8AB,H8AC), C5A(H5AA,H5AB,H5AC), C1(H1A,
 H1B,H1C), C5B(H5BA,H5BB,H5BC), C5B'(H5BD,H5BE,H5BF)
6.e Idealised tetrahedral OH refined as rotating group:
 O4A(H4AE), O4B(H4BE), O3B'(H3B')
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1B S 0.75333(6) 0.45172(10) 0.68431(6) 0.0338(3) Uani 1 1 d . . . . .
S1A S 0.74495(8) 0.60480(10) 0.30587(8) 0.0444(4) Uani 1 1 d . . . . .
O1A O 0.54819(16) 0.3351(2) 0.59412(16) 0.0284(6) Uani 1 1 d . . . . .
O2A O 0.60527(16) 0.1604(2) 0.57853(17) 0.0300(7) Uani 1 1 d . . . . .
O4A O 0.53982(16) -0.0639(3) 0.81919(18) 0.0322(7) Uani 1 1 d . . . . .
H4AE H 0.5097 -0.0944 0.8481 0.048 Uiso 1 1 calc GR . . . .
N3A N 0.69378(18) 0.4257(3) 0.37843(18) 0.0241(7) Uani 1 1 d . . . . .
N5A N 0.63217(18) 0.4446(3) 0.49336(18) 0.0221(7) Uani 1 1 d . . . . .
H5A H 0.6069 0.4109 0.5293 0.027 Uiso 1 1 calc R . . . .
N3B N 0.82286(18) 0.4482(3) 0.55412(19) 0.0249(7) Uani 1 1 d . U . . .
N4A N 0.65060(19) 0.2582(3) 0.44065(18) 0.0247(7) Uani 1 1 d . . . . .
H4A H 0.6299 0.2294 0.4816 0.030 Uiso 1 1 calc R . . . .
O3A O 0.4631(2) 0.0924(3) 0.8168(2) 0.0523(10) Uani 1 1 d . . . . .
N1A N 0.68108(19) 0.6185(3) 0.4395(2) 0.0268(7) Uani 1 1 d . . . . .
N2A N 0.61909(19) 0.6304(3) 0.5515(2) 0.0293(8) Uani 1 1 d . . . . .
H2A H 0.5928 0.5940 0.5854 0.035 Uiso 1 1 calc R . . . .
O3B O 0.98887(19) 0.9888(4) 0.1437(2) 0.0510(9) Uani 1 1 d D . . . .
N5B N 0.86867(19) 0.6273(3) 0.5031(2) 0.0302(8) Uani 1 1 d . U . . .
H5B H 0.8907 0.6645 0.4660 0.036 Uiso 1 1 calc R . . . .
N4B N 0.8882(2) 0.4457(3) 0.4445(2) 0.0342(8) Uani 1 1 d . . . . .
H4B H 0.9156 0.4844 0.4126 0.041 Uiso 1 1 calc R . . . .
N1B N 0.8084(2) 0.6362(3) 0.6204(2) 0.0339(8) Uani 1 1 d . U . . .
C2A C 0.6596(2) 0.3755(3) 0.4363(2) 0.0204(7) Uani 1 1 d . . . . .
C2B C 0.8603(2) 0.5064(4) 0.5011(2) 0.0260(8) Uani 1 1 d . U . . .
C10A C 0.5638(2) 0.2250(3) 0.6131(2) 0.0248(8) Uani 1 1 d . . . . .
C1B C 0.8003(2) 0.5181(4) 0.6106(2) 0.0258(8) Uani 1 1 d . U . . .
C3A C 0.6440(2) 0.5656(3) 0.4945(2) 0.0231(8) Uani 1 1 d . . . . .
C11A C 0.5274(2) 0.1770(3) 0.6825(2) 0.0278(9) Uani 1 1 d . . . . .
H11A H 0.4840 0.2158 0.6969 0.033 Uiso 1 1 calc R . . . .
C12A C 0.5532(2) 0.0834(3) 0.7242(2) 0.0253(8) Uani 1 1 d . . . . .
H12A H 0.5969 0.0440 0.7112 0.030 Uiso 1 1 calc R . . . .
C13A C 0.5142(2) 0.0391(3) 0.7915(2) 0.0283(9) Uani 1 1 d . . . . .
C6A C 0.6728(2) 0.1722(4) 0.3815(2) 0.0298(9) Uani 1 1 d . . . . .
H6A H 0.6974 0.2157 0.3395 0.036 Uiso 1 1 calc R . . . .
C1A C 0.7013(2) 0.5446(3) 0.3839(2) 0.0266(8) Uani 1 1 d . . . . .
O1B O 0.9256(5) 0.7361(7) 0.3742(5) 0.0561(17) Uani 0.7 1 d . U P A 1
C9B C 0.7599(3) 0.2946(4) 0.6604(3) 0.0362(10) Uani 1 1 d . . . . .
H9BA H 0.7363 0.2803 0.6066 0.054 Uiso 1 1 calc GR . . . .
H9BB H 0.7348 0.2467 0.6985 0.054 Uiso 1 1 calc GR . . . .
H9BC H 0.8122 0.2710 0.6632 0.054 Uiso 1 1 calc GR . . . .
C3B C 0.8425(2) 0.6908(4) 0.5632(3) 0.0373(10) Uani 1 1 d D U . . .
C6B C 0.8758(3) 0.3156(4) 0.4321(3) 0.0366(10) Uani 1 1 d . . . . .
H6B H 0.8287 0.2934 0.4546 0.044 Uiso 1 1 calc R . . . .
O2B O 0.8993(4) 0.9074(5) 0.4150(4) 0.0561(14) Uani 0.7 1 d . U P A 1
C8B C 0.8662(3) 0.2905(5) 0.3441(3) 0.0475(12) Uani 1 1 d . . . . .
H8BA H 0.8237 0.3360 0.3195 0.071 Uiso 1 1 calc GR . . . .
H8BB H 0.8577 0.2042 0.3353 0.071 Uiso 1 1 calc GR . . . .
H8BC H 0.9111 0.3149 0.3205 0.071 Uiso 1 1 calc GR . . . .
C7A C 0.6069(3) 0.1053(5) 0.3451(3) 0.0530(14) Uani 1 1 d . . . . .
H7AA H 0.5855 0.0581 0.3860 0.079 Uiso 1 1 calc GR . . . .
H7AB H 0.6219 0.0513 0.3038 0.079 Uiso 1 1 calc GR . . . .
H7AC H 0.5700 0.1626 0.3214 0.079 Uiso 1 1 calc GR . . . .
C9A C 0.7381(3) 0.7641(4) 0.3220(4) 0.0554(15) Uani 1 1 d . . . . .
H9AA H 0.7578 0.8075 0.2783 0.083 Uiso 1 1 calc GR . . . .
H9AB H 0.7667 0.7857 0.3722 0.083 Uiso 1 1 calc GR . . . .
H9AC H 0.6860 0.7862 0.3244 0.083 Uiso 1 1 calc GR . . . .
C7B C 0.9367(3) 0.2450(5) 0.4739(4) 0.0563(14) Uani 1 1 d . . . . .
H7BA H 0.9832 0.2634 0.4514 0.084 Uiso 1 1 calc GR . . . .
H7BB H 0.9258 0.1589 0.4677 0.084 Uiso 1 1 calc GR . . . .
H7BC H 0.9416 0.2658 0.5305 0.084 Uiso 1 1 calc GR . . . .
C0 C 0.978(2) 1.008(2) 0.2121(8) 0.057(2) Uani 0.3 1 d D U P B 2
C013 C 0.9483(15) 0.933(3) 0.2575(13) 0.0596(19) Uani 0.3 1 d . U P B 2
H013 H 0.9223 0.8638 0.2366 0.071 Uiso 0.3 1 calc R . P B 2
O4B O 0.9983(8) 1.1622(8) 0.2158(7) 0.105(4) Uani 0.7 1 d . U P A 1
H4BE H 1.0217 1.1886 0.1791 0.157 Uiso 0.7 1 calc GR . P A 1
C8A C 0.7269(4) 0.0785(6) 0.4232(4) 0.0688(17) Uani 1 1 d . . . . .
H8AA H 0.7706 0.1201 0.4489 0.103 Uiso 1 1 calc GR . . . .
H8AB H 0.7423 0.0215 0.3838 0.103 Uiso 1 1 calc GR . . . .
H8AC H 0.7020 0.0349 0.4634 0.103 Uiso 1 1 calc GR . . . .
C10B C 0.9205(4) 0.8437(8) 0.3645(5) 0.0508(16) Uani 0.7 1 d . U P A 1
C12B C 0.9506(5) 1.0041(9) 0.2763(5) 0.0596(19) Uani 0.7 1 d . U P A 1
H12B H 0.9363 1.0592 0.3150 0.071 Uiso 0.7 1 calc R . P A 1
C4 C 0.9560(8) 0.9587(16) 0.3420(9) 0.0397(14) Uani 0.3 1 d . U P B 2
H4 H 0.9792 1.0328 0.3576 0.048 Uiso 0.3 1 calc R . P B 2
C11B C 0.9448(4) 0.9011(7) 0.2850(5) 0.0397(14) Uani 0.7 1 d . U P A 1
H11B H 0.9550 0.8489 0.2429 0.048 Uiso 0.7 1 calc R . P A 1
C3 C 0.9321(12) 0.883(2) 0.4063(16) 0.0508(16) Uani 0.3 1 d . U P B 2
O2B' O 0.9063(8) 0.9334(12) 0.4640(9) 0.0561(14) Uani 0.3 1 d . U P B 2
O1B' O 0.9250(14) 0.7707(18) 0.3965(13) 0.0561(17) Uani 0.3 1 d . U P B 2
C13B C 0.9815(8) 1.0480(9) 0.2025(4) 0.057(2) Uani 0.7 1 d D U P A 1
O3B' O 1.008(2) 1.105(2) 0.2349(18) 0.105(4) Uani 0.3 1 d D U P B 2
H3B' H 1.0344 1.1303 0.2004 0.09(9) Uiso 0.3 1 calc DGR . P B 2
C4A C 0.6329(3) 0.7604(4) 0.5615(4) 0.0483(13) Uani 1 1 d . . . . .
H4AA H 0.6393 0.7792 0.6190 0.058 Uiso 0.7 1 calc R . P C 1
H4AB H 0.6799 0.7806 0.5394 0.058 Uiso 0.7 1 calc R . P C 1
H4AC H 0.6802 0.7809 0.5402 0.058 Uiso 0.3 1 calc R . P D 2
H4AD H 0.5928 0.8055 0.5304 0.058 Uiso 0.3 1 calc R . P D 2
C5A C 0.5754(4) 0.8347(6) 0.5243(5) 0.0486(19) Uani 0.7 1 d . . P E 1
H5AA H 0.5727 0.8241 0.4665 0.073 Uiso 0.7 1 calc GR . P E 1
H5AB H 0.5861 0.9192 0.5376 0.073 Uiso 0.7 1 calc GR . P E 1
H5AC H 0.5280 0.8119 0.5431 0.073 Uiso 0.7 1 calc GR . P E 1
N2B' N 0.842(2) 0.8075(6) 0.5470(16) 0.043(2) Uani 0.3 1 d D U P F 2
H2B' H 0.8597 0.8303 0.5027 0.052 Uiso 0.3 1 calc R . P F 2
C1 C 0.6365(8) 0.7982(12) 0.6451(8) 0.031(3) Uani 0.3 1 d . . P E 2
H1A H 0.5922 0.7699 0.6683 0.046 Uiso 0.3 1 calc GR . P E 2
H1B H 0.6390 0.8863 0.6482 0.046 Uiso 0.3 1 calc GR . P E 2
H1C H 0.6808 0.7636 0.6746 0.046 Uiso 0.3 1 calc GR . P E 2
C4B' C 0.8141(13) 0.9032(17) 0.5981(11) 0.058(4) Uani 0.3 1 d D U P F 2
H4BA H 0.7921 0.9700 0.5649 0.069 Uiso 0.3 1 calc R . P F 2
H4BB H 0.7756 0.8701 0.6296 0.069 Uiso 0.3 1 calc R . P F 2
C5B C 0.8432(8) 1.0078(8) 0.6247(8) 0.099(4) Uani 0.7 1 d D U P F 1
H5BA H 0.8033 1.0385 0.5868 0.149 Uiso 0.7 1 calc GR . P F 1
H5BB H 0.8911 1.0212 0.6039 0.149 Uiso 0.7 1 calc GR . P F 1
H5BC H 0.8424 1.0501 0.6755 0.149 Uiso 0.7 1 calc GR . P F 1
C5B' C 0.8778(17) 0.947(2) 0.6512(17) 0.099(4) Uani 0.3 1 d D U P F 2
H5BD H 0.9114 0.9920 0.6202 0.149 Uiso 0.3 1 calc GR . P F 2
H5BE H 0.9042 0.8782 0.6769 0.149 Uiso 0.3 1 calc GR . P F 2
H5BF H 0.8601 0.9998 0.6917 0.149 Uiso 0.3 1 calc GR . P F 2
C4B C 0.8325(5) 0.8773(6) 0.6370(6) 0.051(2) Uani 0.7 1 d D U P F 1
H4BC H 0.8618 0.8517 0.6866 0.061 Uiso 0.7 1 calc R . P F 1
H4BD H 0.7796 0.8613 0.6427 0.061 Uiso 0.7 1 calc R . P F 1
N2B N 0.8554(7) 0.8079(4) 0.5703(5) 0.043(2) Uani 0.7 1 d D U P F 1
H2B H 0.8783 0.8449 0.5339 0.052 Uiso 0.7 1 calc R . P F 1


_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
S1B C1B 1.742(4) . ?
S1B C9B 1.798(5) . ?
S1A C1A 1.739(4) . ?
S1A C9A 1.797(5) . ?
O1A C10A 1.288(5) . ?
O2A C10A 1.228(5) . ?
O4A H4AE 0.8400 . ?
O4A C13A 1.303(5) . ?
N3A C2A 1.332(5) . ?
N3A C1A 1.330(5) . ?
N5A H5A 0.8800 . ?
N5A C2A 1.365(5) . ?
N5A C3A 1.360(5) . ?
N3B C2B 1.342(5) . ?
N3B C1B 1.327(5) . ?
N4A H4A 0.8800 . ?
N4A C2A 1.316(5) . ?
N4A C6A 1.468(5) . ?
O3A C13A 1.212(5) . ?
N1A C3A 1.337(5) . ?
N1A C1A 1.327(5) . ?
N2A H2A 0.8800 . ?
N2A C3A 1.318(5) . ?
N2A C4A 1.472(5) . ?
O3B C0 1.210(8) . ?
O3B C13B 1.211(8) . ?
N5B H5B 0.8800 . ?
N5B C2B 1.352(5) . ?
N5B C3B 1.361(5) . ?
N4B H4B 0.8800 . ?
N4B C2B 1.313(5) . ?
N4B C6B 1.474(5) . ?
N1B C1B 1.328(5) . ?
N1B C3B 1.343(6) . ?
C10A C11A 1.501(5) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.316(6) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.483(5) . ?
C6A H6A 1.0000 . ?
C6A C7A 1.487(7) . ?
C6A C8A 1.550(8) . ?
O1B C10B 1.208(12) . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C3B N2B' 1.324(6) . ?
C3B N2B 1.324(6) . ?
C6B H6B 1.0000 . ?
C6B C8B 1.507(6) . ?
C6B C7B 1.478(8) . ?
O2B C10B 1.201(11) . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C7B H7BC 0.9800 . ?
C0 C013 1.29(3) . ?
C0 O3B' 1.25(3) . ?
C013 H013 0.9500 . ?
C013 C4 1.45(3) . ?
O4B H4BE 0.8400 . ?
O4B C13B 1.319(13) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C10B C11B 1.590(11) . ?
C12B H12B 0.9500 . ?
C12B C11B 1.159(13) . ?
C12B C13B 1.500(10) . ?
C4 H4 0.9500 . ?
C4 C3 1.47(3) . ?
C11B H11B 0.9500 . ?
C3 O2B' 1.25(3) . ?
C3 O1B' 1.27(3) . ?
O3B' H3B' 0.8400 . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A H4AC 0.9900 . ?
C4A H4AD 0.9900 . ?
C4A C5A 1.426(9) . ?
C4A C1 1.471(13) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
N2B' H2B' 0.8800 . ?
N2B' C4B' 1.49(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C4B' H4BA 0.9900 . ?
C4B' H4BB 0.9900 . ?
C4B' C5B' 1.473(19) . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B H5BC 0.9800 . ?
C5B C4B 1.479(11) . ?
C5B' H5BD 0.9800 . ?
C5B' H5BE 0.9800 . ?
C5B' H5BF 0.9800 . ?
C4B H4BC 0.9900 . ?
C4B H4BD 0.9900 . ?
C4B N2B 1.460(12) . ?
N2B H2B 0.8800 . ?

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
C1B S1B C9B 101.65(19) . . ?
C1A S1A C9A 102.7(2) . . ?
C13A O4A H4AE 109.5 . . ?
C1A N3A C2A 114.6(3) . . ?
C2A N5A H5A 120.1 . . ?
C3A N5A H5A 120.1 . . ?
C3A N5A C2A 119.8(3) . . ?
C1B N3B C2B 114.3(3) . . ?
C2A N4A H4A 117.9 . . ?
C2A N4A C6A 124.2(3) . . ?
C6A N4A H4A 117.9 . . ?
C1A N1A C3A 114.6(3) . . ?
C3A N2A H2A 118.2 . . ?
C3A N2A C4A 123.6(4) . . ?
C4A N2A H2A 118.2 . . ?
C2B N5B H5B 120.4 . . ?
C2B N5B C3B 119.1(4) . . ?
C3B N5B H5B 120.4 . . ?
C2B N4B H4B 118.6 . . ?
C2B N4B C6B 122.8(3) . . ?
C6B N4B H4B 118.6 . . ?
C1B N1B C3B 114.2(3) . . ?
N3A C2A N5A 120.9(3) . . ?
N4A C2A N3A 121.7(3) . . ?
N4A C2A N5A 117.4(3) . . ?
N3B C2B N5B 121.7(3) . . ?
N4B C2B N3B 119.8(4) . . ?
N4B C2B N5B 118.5(4) . . ?
O1A C10A C11A 115.4(3) . . ?
O2A C10A O1A 124.4(3) . . ?
O2A C10A C11A 120.1(3) . . ?
N3B C1B S1B 118.4(3) . . ?
N3B C1B N1B 129.0(4) . . ?
N1B C1B S1B 112.6(3) . . ?
N1A C3A N5A 120.9(3) . . ?
N2A C3A N5A 119.0(3) . . ?
N2A C3A N1A 120.1(3) . . ?
C10A C11A H11A 118.6 . . ?
C12A C11A C10A 122.7(4) . . ?
C12A C11A H11A 118.6 . . ?
C11A C12A H12A 119.9 . . ?
C11A C12A C13A 120.2(4) . . ?
C13A C12A H12A 119.9 . . ?
O4A C13A C12A 112.7(3) . . ?
O3A C13A O4A 124.0(4) . . ?
O3A C13A C12A 123.3(4) . . ?
N4A C6A H6A 110.0 . . ?
N4A C6A C7A 110.1(4) . . ?
N4A C6A C8A 109.2(4) . . ?
C7A C6A H6A 110.0 . . ?
C7A C6A C8A 107.5(4) . . ?
C8A C6A H6A 110.0 . . ?
N3A C1A S1A 112.3(3) . . ?
N1A C1A S1A 118.7(3) . . ?
N1A C1A N3A 129.0(3) . . ?
S1B C9B H9BA 109.5 . . ?
S1B C9B H9BB 109.5 . . ?
S1B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
N1B C3B N5B 121.5(4) . . ?
N2B' C3B N5B 110.3(15) . . ?
N2B' C3B N1B 126.7(16) . . ?
N2B C3B N5B 120.4(7) . . ?
N2B C3B N1B 117.9(7) . . ?
N4B C6B H6B 108.2 . . ?
N4B C6B C8B 108.9(4) . . ?
N4B C6B C7B 110.8(4) . . ?
C8B C6B H6B 108.2 . . ?
C7B C6B H6B 108.2 . . ?
C7B C6B C8B 112.4(4) . . ?
C6B C8B H8BA 109.5 . . ?
C6B C8B H8BB 109.5 . . ?
C6B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
C6A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
S1A C9A H9AA 109.5 . . ?
S1A C9A H9AB 109.5 . . ?
S1A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C6B C7B H7BA 109.5 . . ?
C6B C7B H7BB 109.5 . . ?
C6B C7B H7BC 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
O3B C0 C013 125(2) . . ?
O3B C0 O3B' 110(2) . . ?
O3B' C0 C013 124.5(18) . . ?
C0 C013 H013 121.5 . . ?
C0 C013 C4 117(2) . . ?
C4 C013 H013 121.5 . . ?
C13B O4B H4BE 109.5 . . ?
C6A C8A H8AA 109.5 . . ?
C6A C8A H8AB 109.5 . . ?
C6A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
O1B C10B C11B 119.2(8) . . ?
O2B C10B O1B 120.7(9) . . ?
O2B C10B C11B 120.1(8) . . ?
C11B C12B H12B 120.9 . . ?
C11B C12B C13B 118.1(9) . . ?
C13B C12B H12B 120.9 . . ?
C013 C4 H4 116.2 . . ?
C013 C4 C3 128(2) . . ?
C3 C4 H4 116.2 . . ?
C10B C11B H11B 118.7 . . ?
C12B C11B C10B 122.6(8) . . ?
C12B C11B H11B 118.7 . . ?
O2B' C3 C4 119(2) . . ?
O2B' C3 O1B' 120(2) . . ?
O1B' C3 C4 120(2) . . ?
O3B C13B O4B 128.3(8) . . ?
O3B C13B C12B 126.1(9) . . ?
O4B C13B C12B 105.6(8) . . ?
C0 O3B' H3B' 109.5 . . ?
N2A C4A H4AA 108.7 . . ?
N2A C4A H4AB 108.7 . . ?
N2A C4A H4AC 109.1 . . ?
N2A C4A H4AD 109.1 . . ?
H4AA C4A H4AB 107.6 . . ?
H4AC C4A H4AD 107.9 . . ?
C5A C4A N2A 114.1(5) . . ?
C5A C4A H4AA 108.7 . . ?
C5A C4A H4AB 108.7 . . ?
C1 C4A N2A 112.4(7) . . ?
C1 C4A H4AC 109.1 . . ?
C1 C4A H4AD 109.1 . . ?
C4A C5A H5AA 109.5 . . ?
C4A C5A H5AB 109.5 . . ?
C4A C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C3B N2B' H2B' 117.5 . . ?
C3B N2B' C4B' 125(2) . . ?
C4B' N2B' H2B' 117.5 . . ?
C4A C1 H1A 109.5 . . ?
C4A C1 H1B 109.5 . . ?
C4A C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2B' C4B' H4BA 110.3 . . ?
N2B' C4B' H4BB 110.3 . . ?
H4BA C4B' H4BB 108.5 . . ?
C5B' C4B' N2B' 107(2) . . ?
C5B' C4B' H4BA 110.3 . . ?
C5B' C4B' H4BB 110.3 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
C4B' C5B' H5BD 109.5 . . ?
C4B' C5B' H5BE 109.5 . . ?
C4B' C5B' H5BF 109.5 . . ?
H5BD C5B' H5BE 109.5 . . ?
H5BD C5B' H5BF 109.5 . . ?
H5BE C5B' H5BF 109.5 . . ?
C5B C4B H4BC 109.4 . . ?
C5B C4B H4BD 109.4 . . ?
H4BC C4B H4BD 108.0 . . ?
N2B C4B C5B 110.9(9) . . ?
N2B C4B H4BC 109.4 . . ?
N2B C4B H4BD 109.4 . . ?
C3B N2B C4B 121.9(9) . . ?
C3B N2B H2B 119.1 . . ?
C4B N2B H2B 119.1 . . ?

_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_amt_mal_formii
_database_code_depnum_ccdc_archive 'CCDC 1835359'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record             
;
2019-07-05 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_audit_creation_date             2017-09-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H18 N5 S, C4 H3 O4'
_chemical_formula_sum            'C13 H21 N5 O4 S'
_chemical_formula_weight         343.41
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.5300(3)
_cell_length_b                   9.8310(3)
_cell_length_c                   22.6570(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.5740(10)
_cell_angle_gamma                90
_cell_volume                     1766.87(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6249
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.393
_cell_measurement_theta_min      3.565
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            6249
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.393
_diffrn_reflns_theta_min         3.565
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  KappaCCD
_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                2390
_reflns_number_total             3227
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0590
_refine_ls_restrained_S_all      1.011
_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)+(0.1230P)²+0.4980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1761
_refine_ls_wR_factor_ref         0.1934
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00F(H00F)
2.b Secondary CH2 refined with riding coordinates:
 C00K(H00D,H00E)
2.c Aromatic/amide H refined with riding coordinates:
 N005(H005), N007(H007), N009(H009), C00G(H00P), C00J(H00Q)
2.d Idealised Me refined as rotating group:
 C00I(H00A,H00B,H00C), C00L(H00G,H00H,H00I), C00M(H00J,H00K,H00L), C00N(H00M,
 H00N,H00O)
2.e Idealised tetrahedral OH refined as rotating group:
 O008(H008)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.90506(10) 0.75757(7) 0.53447(3) 0.0686(3) Uani 1 1 d . . . . .
O002 O 0.8599(3) 0.6110(2) 0.39774(9) 0.0745(6) Uani 1 1 d . . . . .
O003 O 0.7596(3) 0.4198(2) 0.34720(10) 0.0849(7) Uani 1 1 d . . . . .
N004 N 0.6535(3) 0.3677(2) 0.54480(10) 0.0569(5) Uani 1 1 d . . . . .
N005 N 0.7715(3) 0.5219(2) 0.49372(9) 0.0523(5) Uani 1 1 d . . . . .
H005 H 0.7959 0.5431 0.4613 0.063 Uiso 1 1 calc R . . . .
N006 N 0.7823(3) 0.5780(2) 0.59492(10) 0.0585(6) Uani 1 1 d . . . . .
N007 N 0.6523(3) 0.3230(2) 0.44508(11) 0.0609(6) Uani 1 1 d . . . . .
H007 H 0.6767 0.3507 0.4135 0.073 Uiso 1 1 calc R . . . .
O008 O 0.8729(4) 0.8458(2) 0.36047(11) 0.1022(9) Uani 1 1 d . . . . .
H008 H 0.8768 0.7693 0.3754 0.153 Uiso 1 1 calc GR . . . .
N009 N 0.6770(3) 0.4232(2) 0.64557(11) 0.0721(7) Uani 1 1 d . . . . .
H009 H 0.7077 0.4804 0.6764 0.086 Uiso 1 1 calc R . . . .
C00A C 0.6910(3) 0.4017(2) 0.49490(11) 0.0518(6) Uani 1 1 d . . . . .
C00B C 0.7043(3) 0.4555(3) 0.59338(12) 0.0567(6) Uani 1 1 d . . . . .
C00C C 0.8243(4) 0.5325(3) 0.35017(12) 0.0634(7) Uani 1 1 d . . . . .
O00D O 0.8573(5) 0.9383(3) 0.27073(13) 0.1249(11) Uani 1 1 d . . . . .
C00E C 0.8120(3) 0.6064(2) 0.54394(12) 0.0524(6) Uani 1 1 d . . . . .
C00F C 0.5699(4) 0.1906(3) 0.43984(16) 0.0720(8) Uani 1 1 d . . . . .
H00F H 0.4787 0.1988 0.4562 0.086 Uiso 1 1 calc R . . . .
C00G C 0.8690(4) 0.5777(3) 0.29561(14) 0.0759(9) Uani 1 1 d . . . . .
H00P H 0.8889 0.5082 0.2714 0.091 Uiso 1 1 calc R . . . .
C00H C 0.8687(5) 0.8367(3) 0.30244(15) 0.0829(10) Uani 1 1 d . . . . .
C00I C 0.9544(5) 0.8352(3) 0.61082(15) 0.0804(9) Uani 1 1 d . . . . .
H00A H 1.0037 0.9230 0.6110 0.121 Uiso 1 1 calc GR . . . .
H00B H 1.0326 0.7788 0.6428 0.121 Uiso 1 1 calc GR . . . .
H00C H 0.8530 0.8453 0.6196 0.121 Uiso 1 1 calc GR . . . .
C00J C 0.8845(5) 0.7023(4) 0.27656(15) 0.0829(10) Uani 1 1 d . . . . .
H00Q H 0.9101 0.7057 0.2401 0.099 Uiso 1 1 calc R . . . .
C00K C 0.5986(5) 0.2971(4) 0.65401(18) 0.0937(11) Uani 1 1 d . . . . .
H00D H 0.4861 0.2916 0.6218 0.112 Uiso 1 1 calc R . . . .
H00E H 0.6632 0.2210 0.6477 0.112 Uiso 1 1 calc R . . . .
C00L C 0.6910(5) 0.0819(4) 0.4773(2) 0.1095(13) Uani 1 1 d . . . . .
H00G H 0.7752 0.0668 0.4593 0.164 Uiso 1 1 calc GR . . . .
H00H H 0.6303 -0.0011 0.4759 0.164 Uiso 1 1 calc GR . . . .
H00I H 0.7443 0.1109 0.5206 0.164 Uiso 1 1 calc GR . . . .
C00M C 0.4939(7) 0.1536(5) 0.3700(2) 0.1251(16) Uani 1 1 d . . . . .
H00J H 0.4179 0.2240 0.3472 0.188 Uiso 1 1 calc GR . . . .
H00K H 0.4336 0.0693 0.3651 0.188 Uiso 1 1 calc GR . . . .
H00L H 0.5822 0.1440 0.3536 0.188 Uiso 1 1 calc GR . . . .
C00N C 0.5870(7) 0.2851(7) 0.7155(2) 0.139(2) Uani 1 1 d . . . . .
H00M H 0.5052 0.3487 0.7188 0.208 Uiso 1 1 calc GR . . . .
H00N H 0.6949 0.3044 0.7477 0.208 Uiso 1 1 calc GR . . . .
H00O H 0.5533 0.1944 0.7210 0.208 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
S001 C00E 1.735(3) . ?
S001 C00I 1.793(3) . ?
O002 C00C 1.268(3) . ?
O003 C00C 1.229(3) . ?
N004 C00A 1.325(3) . ?
N004 C00B 1.339(3) . ?
N005 C00A 1.372(3) . ?
N005 C00E 1.347(3) . ?
N006 C00B 1.370(3) . ?
N006 C00E 1.301(3) . ?
N007 C00A 1.307(3) . ?
N007 C00F 1.463(3) . ?
O008 C00H 1.305(4) . ?
N009 C00B 1.325(3) . ?
N009 C00K 1.454(4) . ?
C00C C00G 1.489(4) . ?
O00D C00H 1.213(4) . ?
C00F C00L 1.511(5) . ?
C00F C00M 1.516(5) . ?
C00G C00J 1.321(5) . ?
C00H C00J 1.472(5) . ?
C00K C00N 1.436(5) . ?

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
C00E S001 C00I 101.58(13) . . ?
C00A N004 C00B 115.6(2) . . ?
C00E N005 C00A 119.3(2) . . ?
C00E N006 C00B 114.7(2) . . ?
C00A N007 C00F 123.9(2) . . ?
C00B N009 C00K 124.2(3) . . ?
N004 C00A N005 120.8(2) . . ?
N007 C00A N004 121.6(2) . . ?
N007 C00A N005 117.5(2) . . ?
N004 C00B N006 126.5(2) . . ?
N009 C00B N004 118.0(2) . . ?
N009 C00B N006 115.5(2) . . ?
O002 C00C C00G 118.0(3) . . ?
O003 C00C O002 123.9(3) . . ?
O003 C00C C00G 118.1(3) . . ?
N005 C00E S001 114.25(18) . . ?
N006 C00E S001 122.8(2) . . ?
N006 C00E N005 123.0(2) . . ?
N007 C00F C00L 112.0(3) . . ?
N007 C00F C00M 107.8(3) . . ?
C00L C00F C00M 111.0(4) . . ?
C00J C00G C00C 129.4(3) . . ?
O008 C00H C00J 119.4(3) . . ?
O00D C00H O008 120.5(3) . . ?
O00D C00H C00J 120.1(3) . . ?
C00G C00J C00H 131.8(3) . . ?
C00N C00K N009 113.3(4) . . ?

_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_amtmal_form_iii
_database_code_depnum_ccdc_archive 'CCDC 1835364'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record             
;
2019-07-05 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_audit_creation_date             2019-07-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H18 N5 S, C4 H3 O4, 1.5(H2 O)'
_chemical_formula_sum            'C13 H24 N5 O5.50 S'
_chemical_formula_weight         370.43
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8250(4)
_cell_length_b                   9.7640(5)
_cell_length_c                   12.0800(6)
_cell_angle_alpha                107.075(4)
_cell_angle_beta                 100.749(3)
_cell_angle_gamma                96.427(3)
_cell_volume                     962.04(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6996
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.205
_cell_measurement_theta_min      2.956
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.202
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             394
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_unetI/netI     0.0876
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.205
_diffrn_reflns_theta_min         2.956
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  KappaCCD
_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                2191
_reflns_number_total             3806
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3806
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0670
_refine_ls_restrained_S_all      1.032
_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)+(0.1083P)²+0.0025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1827
_refine_ls_wR_factor_ref         0.2178
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O0(0.35) H0A(0.35) H0B(0.35) O2(0.15) H2A(0.15) H2B(0.15)
3.a Riding coordinates:
 O1(H1A,H1B)
3.b Free rotating group:
 O0(H0A,H0B), O2(H2A,H2B)
3.c Ternary CH refined with riding coordinates:
 C00D(H00D)
3.d Secondary CH2 refined with riding coordinates:
 C00N(H00L,H00M)
3.e Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N00A(H00A), C00G(H00Q), C00I(H00R)
3.f Idealised Me refined as rotating group:
 C00K(H00B,H00C,H00E), C00L(H00F,H00G,H00H), C00M(H00I,H00J,H00K), C00O(H00N,
 H00O,H00P)
3.g Idealised tetrahedral OH refined as rotating group:
 O007(H007)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.37111(9) 0.72824(9) 0.43969(7) 0.0792(3) Uani 1 1 d . . . . .
O002 O 0.4985(2) 0.5253(2) 0.79729(19) 0.0820(6) Uani 1 1 d . . . . .
O003 O 0.5468(2) 0.6643(2) 0.68738(17) 0.0787(6) Uani 1 1 d . . . . .
N004 N 0.1293(3) 0.5070(3) 0.3364(2) 0.0663(6) Uani 1 1 d . . . . .
N005 N 0.2823(3) 0.5215(3) 0.5207(2) 0.0633(6) Uani 1 1 d . . . . .
H005 H 0.3619 0.5661 0.5785 0.076 Uiso 1 1 calc R . . . .
N006 N 0.2279(3) 0.3577(3) 0.6164(2) 0.0662(6) Uani 1 1 d . . . . .
H006 H 0.3065 0.4093 0.6724 0.079 Uiso 1 1 calc R . . . .
O007 O 0.6971(3) 0.9095(3) 0.7256(2) 0.1001(8) Uani 1 1 d . . . . .
H007 H 0.6455 0.8284 0.7109 0.150 Uiso 1 1 calc GR . . . .
N008 N 0.0679(3) 0.3301(3) 0.4333(2) 0.0684(6) Uani 1 1 d . . . . .
O009 O 0.8785(3) 1.0646(3) 0.8707(2) 0.1032(8) Uani 1 1 d . . . . .
N00A N -0.0742(3) 0.3154(3) 0.2501(2) 0.0743(7) Uani 1 1 d . . . . .
H00A H -0.0914 0.3511 0.1927 0.089 Uiso 1 1 calc R . . . .
C00C C 0.1902(3) 0.4002(3) 0.5227(2) 0.0618(7) Uani 1 1 d . . . . .
C00D C 0.1449(3) 0.2287(3) 0.6316(3) 0.0737(8) Uani 1 1 d . . . . .
H00D H 0.0334 0.2167 0.5948 0.088 Uiso 1 1 calc R . . . .
C00E C 0.0425(3) 0.3840(3) 0.3424(3) 0.0639(7) Uani 1 1 d . . . . .
C00F C 0.2470(3) 0.5708(3) 0.4271(3) 0.0640(7) Uani 1 1 d . . . . .
C00G C 0.7184(4) 0.7115(3) 0.8769(3) 0.0757(8) Uani 1 1 d . . . . .
H00Q H 0.7506 0.6664 0.9330 0.091 Uiso 1 1 calc R . . . .
C00H C 0.5788(3) 0.6288(3) 0.7813(3) 0.0683(8) Uani 1 1 d . . . . .
C00I C 0.8035(4) 0.8387(4) 0.8946(3) 0.0758(8) Uani 1 1 d . . . . .
H00R H 0.8860 0.8675 0.9616 0.091 Uiso 1 1 calc R . . . .
C00J C 0.7946(4) 0.9459(4) 0.8292(3) 0.0780(9) Uani 1 1 d . . . . .
C00K C 0.2988(4) 0.7551(4) 0.3009(3) 0.0912(10) Uani 1 1 d . . . . .
H00B H 0.3169 0.6773 0.2373 0.137 Uiso 1 1 calc GR . . . .
H00C H 0.3521 0.8462 0.3007 0.137 Uiso 1 1 calc GR . . . .
H00E H 0.1884 0.7561 0.2899 0.137 Uiso 1 1 calc GR . . . .
C00L C 0.1625(5) 0.2526(4) 0.7638(3) 0.0996(12) Uani 1 1 d . . . . .
H00F H 0.2700 0.2562 0.7999 0.149 Uiso 1 1 calc GR . . . .
H00G H 0.0978 0.1739 0.7746 0.149 Uiso 1 1 calc GR . . . .
H00H H 0.1308 0.3428 0.8003 0.149 Uiso 1 1 calc GR . . . .
C00M C 0.2053(4) 0.0931(4) 0.5706(3) 0.0996(11) Uani 1 1 d . . . . .
H00I H 0.1912 0.0811 0.4873 0.149 Uiso 1 1 calc GR . . . .
H00J H 0.1481 0.0095 0.5803 0.149 Uiso 1 1 calc GR . . . .
H00K H 0.3146 0.1031 0.6055 0.149 Uiso 1 1 calc GR . . . .
C00N C -0.1763(4) 0.1812(4) 0.2404(3) 0.0912(10) Uani 1 1 d . . . . .
H00L H -0.2216 0.1975 0.3095 0.109 Uiso 1 1 calc R . . . .
H00M H -0.1144 0.1050 0.2397 0.109 Uiso 1 1 calc R . . . .
C00O C -0.3033(5) 0.1330(5) 0.1316(4) 0.1150(14) Uani 1 1 d . . . . .
H00N H -0.2590 0.1141 0.0630 0.173 Uiso 1 1 calc GR . . . .
H00O H -0.3654 0.2078 0.1324 0.173 Uiso 1 1 calc GR . . . .
H00P H -0.3683 0.0457 0.1286 0.173 Uiso 1 1 calc GR . . . .
O1 O 0.0995(3) 0.6178(3) -0.0191(2) 0.1054(8) Uani 1 1 d . . . . .
H1A H 0.0728 0.7005 0.0046 0.158 Uiso 1 1 d R . . . .
H1B H 0.1914 0.6285 0.0230 0.158 Uiso 1 1 d R . . . .
O0 O 0.3968(19) 0.571(2) 0.0135(16) 0.095(4) Uani 0.35 1 d . . P A 2
H0A H 0.4426 0.5293 0.0590 0.142 Uiso 0.35 1 d G . P A 2
H0B H 0.4636 0.5896 -0.0250 0.142 Uiso 0.35 1 d G . P A 2
O2 O 0.438(4) 0.612(4) 0.040(4) 0.074(8) Uani 0.15 1 d . . P B 1
H2A H 0.4967 0.6931 0.0531 0.112 Uiso 0.15 1 d G . P B 1
H2B H 0.4707 0.5518 -0.0129 0.112 Uiso 0.15 1 d G . P B 1


_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
S001 C00F 1.735(3) . ?
S001 C00K 1.784(3) . ?
O002 C00H 1.251(3) . ?
O003 C00H 1.273(4) . ?
N004 C00E 1.379(4) . ?
N004 C00F 1.302(3) . ?
N005 H005 0.8600 . ?
N005 C00C 1.369(4) . ?
N005 C00F 1.353(4) . ?
N006 H006 0.8600 . ?
N006 C00C 1.315(3) . ?
N006 C00D 1.462(4) . ?
O007 H007 0.8200 . ?
O007 C00J 1.304(4) . ?
N008 C00C 1.329(3) . ?
N008 C00E 1.344(4) . ?
O009 C00J 1.213(4) . ?
N00A H00A 0.8600 . ?
N00A C00E 1.316(3) . ?
N00A C00N 1.466(4) . ?
C00D H00D 0.9800 . ?
C00D C00L 1.519(4) . ?
C00D C00M 1.520(5) . ?
C00G H00Q 0.9300 . ?
C00G C00H 1.484(4) . ?
C00G C00I 1.315(4) . ?
C00I H00R 0.9300 . ?
C00I C00J 1.485(5) . ?
C00K H00B 0.9600 . ?
C00K H00C 0.9600 . ?
C00K H00E 0.9600 . ?
C00L H00F 0.9600 . ?
C00L H00G 0.9600 . ?
C00L H00H 0.9600 . ?
C00M H00I 0.9600 . ?
C00M H00J 0.9600 . ?
C00M H00K 0.9600 . ?
C00N H00L 0.9700 . ?
C00N H00M 0.9700 . ?
C00N C00O 1.475(5) . ?
C00O H00N 0.9600 . ?
C00O H00O 0.9600 . ?
C00O H00P 0.9600 . ?
O1 H1A 0.8498 . ?
O1 H1B 0.8501 . ?
O0 H0A 0.8499 . ?
O0 H0B 0.8500 . ?
O2 H2A 0.8499 . ?
O2 H2B 0.8498 . ?

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
C00F S001 C00K 101.77(16) . . ?
C00F N004 C00E 114.9(3) . . ?
C00C N005 H005 120.3 . . ?
C00F N005 H005 120.3 . . ?
C00F N005 C00C 119.4(2) . . ?
C00C N006 H006 117.8 . . ?
C00C N006 C00D 124.3(2) . . ?
C00D N006 H006 117.8 . . ?
C00J O007 H007 109.5 . . ?
C00C N008 C00E 116.4(3) . . ?
C00E N00A H00A 118.4 . . ?
C00E N00A C00N 123.2(3) . . ?
C00N N00A H00A 118.4 . . ?
N006 C00C N005 117.1(2) . . ?
N006 C00C N008 122.2(3) . . ?
N008 C00C N005 120.6(3) . . ?
N006 C00D H00D 108.4 . . ?
N006 C00D C00L 108.8(3) . . ?
N006 C00D C00M 110.8(3) . . ?
C00L C00D H00D 108.4 . . ?
C00L C00D C00M 111.9(3) . . ?
C00M C00D H00D 108.4 . . ?
N008 C00E N004 125.6(3) . . ?
N00A C00E N004 115.9(3) . . ?
N00A C00E N008 118.6(3) . . ?
N004 C00F S001 123.0(2) . . ?
N004 C00F N005 123.1(3) . . ?
N005 C00F S001 113.8(2) . . ?
C00H C00G H00Q 115.0 . . ?
C00I C00G H00Q 115.0 . . ?
C00I C00G C00H 130.0(3) . . ?
O002 C00H O003 123.1(3) . . ?
O002 C00H C00G 117.5(3) . . ?
O003 C00H C00G 119.4(3) . . ?
C00G C00I H00R 113.5 . . ?
C00G C00I C00J 133.0(3) . . ?
C00J C00I H00R 113.5 . . ?
O007 C00J C00I 119.0(3) . . ?
O009 C00J O007 120.5(3) . . ?
O009 C00J C00I 120.4(3) . . ?
S001 C00K H00B 109.5 . . ?
S001 C00K H00C 109.5 . . ?
S001 C00K H00E 109.5 . . ?
H00B C00K H00C 109.5 . . ?
H00B C00K H00E 109.5 . . ?
H00C C00K H00E 109.5 . . ?
C00D C00L H00F 109.5 . . ?
C00D C00L H00G 109.5 . . ?
C00D C00L H00H 109.5 . . ?
H00F C00L H00G 109.5 . . ?
H00F C00L H00H 109.5 . . ?
H00G C00L H00H 109.5 . . ?
C00D C00M H00I 109.5 . . ?
C00D C00M H00J 109.5 . . ?
C00D C00M H00K 109.5 . . ?
H00I C00M H00J 109.5 . . ?
H00I C00M H00K 109.5 . . ?
H00J C00M H00K 109.5 . . ?
N00A C00N H00L 109.3 . . ?
N00A C00N H00M 109.3 . . ?
N00A C00N C00O 111.8(3) . . ?
H00L C00N H00M 107.9 . . ?
C00O C00N H00L 109.3 . . ?
C00O C00N H00M 109.3 . . ?
C00N C00O H00N 109.5 . . ?
C00N C00O H00O 109.5 . . ?
C00N C00O H00P 109.5 . . ?
H00N C00O H00O 109.5 . . ?
H00N C00O H00P 109.5 . . ?
H00O C00O H00P 109.5 . . ?
H1A O1 H1B 104.6 . . ?
H0A O0 H0B 104.5 . . ?
H2A O2 H2B 104.5 . . ?

_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_amt-mal
_database_code_depnum_ccdc_archive 'CCDC 1835845'
loop_
_audit_author_name
_audit_author_address
'Paulo S. Carvalho Jr'
;Federal University of Mato Grosso do Sul
Brazil
;
_audit_update_record             
;
2019-07-05 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_audit_creation_date             2017-09-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C9 H18 N5 S), 3(C4 H3 O4)'
_chemical_formula_sum            'C39 H63 N15 O12 S3'
_chemical_formula_weight         1030.22
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.495(3)
_cell_length_b                   16.262(3)
_cell_length_c                   23.781(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.226(4)
_cell_angle_gamma                90
_cell_volume                     5151.4(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    101144
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.679
_cell_measurement_theta_min      2.490
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.955
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  0.99237
_exptl_absorpt_correction_T_min  0.96714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2184
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            101144
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.679
_diffrn_reflns_theta_min         2.490
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8031
_reflns_number_total             9760
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.384
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     651
_refine_ls_number_reflns         9760
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0545
_refine_ls_restrained_S_all      1.039
_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)+(0.0687P)²+9.4865P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1436
_refine_ls_wR_factor_ref         0.1531
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 C6A, C8A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C6C, C7C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C5A') = Uanis(C5A)
Uanis(C5C') = Uanis(C5C)
Uanis(C7B) = Uanis(C8B)
Uanis(C8B') = Uanis(C7B')
Uanis(C7C) = Uanis(C8C)
Uanis(C7A) = Uanis(C8A)
4. Rigid body (RIGU) restrains
 C5A, C4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C4A, C5A'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C4C, C5C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C4C, C5C'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C5C', C5C, C4C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C5B, C4B, C5B'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C6C, C8C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8A, C6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: H4CA(0.7) H4CB(0.7) H4CC(0.3) H4CD(0.3) H6BA(0.4) H6B(0.6)
 H4BA(0.55) H4BB(0.55) H4BC(0.45) H4BD(0.45) H4AC(0.45) H4AD(0.45) H4AA(0.55)
 H4AB(0.55) C8B'(0.4) H8BA(0.4) H8BB(0.4) H8BC(0.4) C5B(0.55) H5BA(0.55)
 H5BB(0.55) H5BC(0.55) C5A'(0.45) H5AA(0.45) H5AB(0.45) H5AC(0.45) C7B(0.6)
 H7BA(0.6) H7BB(0.6) H7BC(0.6) C5C(0.7) H5CA(0.7) H5CB(0.7) H5CC(0.7) C5A(0.55)
 H5AD(0.55) H5AE(0.55) H5AF(0.55) C5C'(0.3) H5CD(0.3) H5CE(0.3) H5CF(0.3)
 C5B'(0.45) H5BD(0.45) H5BE(0.45) H5BF(0.45) C7B'(0.4) H7BD(0.4) H7BE(0.4)
 H7BF(0.4) C8B(0.6) H8BD(0.6) H8BE(0.6) H8BF(0.6)
6.a Ternary CH refined with riding coordinates:
 C6C(H6C), C6A(H6A), C6B(H6BA), C6B(H6B)
6.b Secondary CH2 refined with riding coordinates:
 C4C(H4CA,H4CB), C4C(H4CC,H4CD), C4B(H4BA,H4BB), C4B(H4BC,H4BD), C4A(H4AC,
 H4AD), C4A(H4AA,H4AB)
6.c Aromatic/amide H refined with riding coordinates:
 N3C(H3C), N1B(H1B), N3A(H3A), C11B(H11B), C12A(H12A), C11C(H11C), N2C(H2C),
 N4B(H4B), N2A(H2A), N4C(H4C), C11A(H11A), N2B(H2B), N4A(H4A), C12C(H12C),
 C12B(H12B)
6.d Idealised Me refined as rotating group:
 C027(H02A,H02B,H02C), C9A(H9AA,H9AB,H9AC), C9B(H9BA,H9BB,H9BC), C8A(H8AA,H8AB,
 H8AC), C7C(H7CA,H7CB,H7CC), C7A(H7AA,H7AB,H7AC), C8C(H8CA,H8CB,H8CC),
 C8B'(H8BA,H8BB,H8BC), C5B(H5BA,H5BB,H5BC), C5A'(H5AA,H5AB,H5AC), C7B(H7BA,H7BB,
 H7BC), C5C(H5CA,H5CB,H5CC), C5A(H5AD,H5AE,H5AF), C5C'(H5CD,H5CE,H5CF),
 C5B'(H5BD,H5BE,H5BF), C7B'(H7BD,H7BE,H7BF), C8B(H8BD,H8BE,H8BF)
6.e Idealised tetrahedral OH refined as rotating group:
 O3C(H3CA), O3A(H3AA), O3B(H3B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1C S 0.43558(5) 0.54281(4) 0.44158(3) 0.02010(15) Uani 1 1 d . . . . .
S1A S 0.28052(5) -0.06535(4) 0.16581(3) 0.02034(15) Uani 1 1 d . . . . .
S1B S 0.84475(5) 0.34728(4) 0.44832(3) 0.02425(16) Uani 1 1 d . . . . .
O2C O 0.66943(13) 0.60571(11) 0.42007(7) 0.0209(4) Uani 1 1 d . . . . .
N3C N 0.48695(15) 0.65559(13) 0.37348(9) 0.0179(4) Uani 1 1 d . . . . .
H3C H 0.5468 0.6331 0.3820 0.022 Uiso 1 1 calc R . . . .
O1C O 0.74370(13) 0.67044(11) 0.35594(8) 0.0234(4) Uani 1 1 d . . . . .
N1C N 0.31695(15) 0.65463(13) 0.38308(9) 0.0182(4) Uani 1 1 d . . . . .
O4C O 1.06894(14) 0.65806(13) 0.38153(9) 0.0331(5) Uani 1 1 d . . . . .
O2B O 0.60448(13) 0.28926(12) 0.46818(8) 0.0243(4) Uani 1 1 d . . . . .
O2A O -0.04665(14) -0.51277(12) 0.30721(8) 0.0283(4) Uani 1 1 d . . . . .
N1B N 0.78694(16) 0.23056(13) 0.51148(9) 0.0202(5) Uani 1 1 d . . . . .
H1B H 0.7282 0.2550 0.5034 0.024 Uiso 1 1 calc R . . . .
N3A N 0.22936(16) 0.03291(13) 0.24284(9) 0.0193(4) Uani 1 1 d . . . . .
H3A H 0.1687 0.0140 0.2304 0.023 Uiso 1 1 calc R . . . .
O4A O 0.35254(14) -0.45152(13) 0.27022(9) 0.0313(5) Uani 1 1 d . . . . .
C1C C 0.40723(18) 0.62581(15) 0.39528(10) 0.0171(5) Uani 1 1 d . . . . .
O1A O 0.02733(14) -0.44997(13) 0.24236(9) 0.0315(5) Uani 1 1 d . . . . .
N3B N 0.95756(16) 0.22993(13) 0.50425(9) 0.0201(4) Uani 1 1 d . . . . .
O3C O 0.91748(15) 0.69258(13) 0.33827(9) 0.0316(5) Uani 1 1 d . . . . .
H3CA H 0.8584 0.6893 0.3450 0.047 Uiso 1 1 calc GR . . . .
O1B O 0.52874(14) 0.21027(12) 0.52432(8) 0.0291(4) Uani 1 1 d . . . . .
O3A O 0.20025(15) -0.42283(14) 0.22614(9) 0.0355(5) Uani 1 1 d . . . . .
H3AA H 0.1409 -0.4340 0.2299 0.053 Uiso 1 1 calc GR . . . .
C10C C 0.74568(19) 0.62492(15) 0.39950(10) 0.0186(5) Uani 1 1 d . . . . .
C11B C 0.4309(2) 0.30268(17) 0.45940(11) 0.0229(5) Uani 1 1 d . . . . .
H11B H 0.4367 0.3428 0.4311 0.027 Uiso 1 1 calc R . . . .
N1A N 0.39989(15) 0.03502(13) 0.23466(9) 0.0198(5) Uani 1 1 d . . . . .
C2C C 0.30603(19) 0.71840(16) 0.34442(10) 0.0197(5) Uani 1 1 d . . . . .
C12A C 0.2214(2) -0.50515(17) 0.31180(11) 0.0233(6) Uani 1 1 d . . . . .
H12A H 0.2714 -0.5300 0.3392 0.028 Uiso 1 1 calc R . . . .
C11C C 0.84254(19) 0.58984(16) 0.42915(11) 0.0220(5) Uani 1 1 d . . . . .
H11C H 0.8361 0.5530 0.4594 0.026 Uiso 1 1 calc R . . . .
N5C N 0.38073(16) 0.75465(14) 0.32252(9) 0.0218(5) Uani 1 1 d . . . . .
C027 C 0.31984(19) 0.53241(17) 0.46949(11) 0.0225(6) Uani 1 1 d . . . . .
H02A H 0.2640 0.5264 0.4379 0.034 Uiso 1 1 calc GR . . . .
H02B H 0.3092 0.5815 0.4917 0.034 Uiso 1 1 calc GR . . . .
H02C H 0.3234 0.4837 0.4940 0.034 Uiso 1 1 calc GR . . . .
N2C N 0.21261(16) 0.74376(14) 0.32937(9) 0.0232(5) Uani 1 1 d . . . . .
H2C H 0.1663 0.7198 0.3458 0.028 Uiso 1 1 calc R . . . .
O4B O 0.20529(14) 0.23241(13) 0.50768(9) 0.0325(5) Uani 1 1 d . . . . .
C1B C 0.86830(19) 0.26117(16) 0.49209(10) 0.0190(5) Uani 1 1 d . . . . .
C1A C 0.30930(19) 0.00831(15) 0.21890(10) 0.0179(5) Uani 1 1 d . . . . .
C13C C 0.9779(2) 0.65361(17) 0.37793(11) 0.0236(6) Uani 1 1 d . . . . .
C9A C 0.39915(19) -0.07492(17) 0.14151(11) 0.0225(5) Uani 1 1 d . . . . .
H9AA H 0.3949 -0.1182 0.1126 0.034 Uiso 1 1 calc GR . . . .
H9AB H 0.4512 -0.0892 0.1737 0.034 Uiso 1 1 calc GR . . . .
H9AC H 0.4162 -0.0226 0.1250 0.034 Uiso 1 1 calc GR . . . .
N4B N 1.05673(17) 0.13554(14) 0.55563(10) 0.0274(5) Uani 1 1 d . . . . .
H4B H 1.1045 0.1590 0.5401 0.033 Uiso 1 1 calc R . . . .
N2A N 0.50426(16) 0.11494(15) 0.29564(10) 0.0257(5) Uani 1 1 d . . . . .
H2A H 0.5486 0.1009 0.2740 0.031 Uiso 1 1 calc R . . . .
O3B O 0.35580(15) 0.18519(13) 0.54276(9) 0.0329(5) Uani 1 1 d . . . . .
H3B H 0.4155 0.1940 0.5385 0.049 Uiso 1 1 calc GR . . . .
N4C N 0.55077(17) 0.75197(14) 0.31896(9) 0.0238(5) Uani 1 1 d . . . . .
H4C H 0.6081 0.7253 0.3271 0.029 Uiso 1 1 calc R . . . .
N5B N 0.88744(17) 0.12622(14) 0.55971(10) 0.0258(5) Uani 1 1 d . . . . .
C10B C 0.52772(19) 0.26428(16) 0.48586(11) 0.0211(5) Uani 1 1 d . . . . .
N5A N 0.33736(16) 0.11643(14) 0.30677(9) 0.0234(5) Uani 1 1 d . . . . .
C13B C 0.2959(2) 0.23289(17) 0.50855(11) 0.0242(6) Uani 1 1 d . . . . .
C10A C 0.02971(19) -0.49160(16) 0.28733(11) 0.0226(5) Uani 1 1 d . . . . .
C11A C 0.1278(2) -0.51907(17) 0.32028(12) 0.0246(6) Uani 1 1 d . . . . .
H11A H 0.1224 -0.5519 0.3527 0.029 Uiso 1 1 calc R . . . .
N2B N 0.71535(17) 0.12948(14) 0.55841(10) 0.0270(5) Uani 1 1 d . . . . .
H2B H 0.6592 0.1573 0.5489 0.032 Uiso 1 1 calc R . . . .
C3C C 0.47103(19) 0.72201(16) 0.33766(10) 0.0190(5) Uani 1 1 d . . . . .
N4A N 0.16657(17) 0.10978(15) 0.30916(10) 0.0268(5) Uani 1 1 d . . . . .
H4A H 0.1086 0.0877 0.2946 0.032 Uiso 1 1 calc R . . . .
C2B C 0.79827(19) 0.16079(16) 0.54389(11) 0.0218(5) Uani 1 1 d . . . . .
C3B C 0.96454(19) 0.16343(16) 0.54020(11) 0.0217(5) Uani 1 1 d . . . . .
C12C C 0.9365(2) 0.60171(17) 0.42014(11) 0.0231(6) Uani 1 1 d . . . . .
H12C H 0.9856 0.5717 0.4451 0.028 Uiso 1 1 calc R . . . .
C9B C 0.9625(2) 0.35734(18) 0.42281(12) 0.0269(6) Uani 1 1 d . . . . .
H9BA H 0.9605 0.4059 0.3982 0.040 Uiso 1 1 calc GR . . . .
H9BB H 0.9745 0.3082 0.4011 0.040 Uiso 1 1 calc GR . . . .
H9BC H 1.0168 0.3635 0.4553 0.040 Uiso 1 1 calc GR . . . .
C2A C 0.41130(19) 0.08932(16) 0.27943(11) 0.0215(5) Uani 1 1 d . . . . .
C13A C 0.2617(2) -0.45738(17) 0.26690(11) 0.0237(6) Uani 1 1 d . . . . .
C3A C 0.24597(19) 0.08804(16) 0.28691(11) 0.0203(5) Uani 1 1 d . . . . .
C12B C 0.3375(2) 0.28959(17) 0.46927(11) 0.0240(6) Uani 1 1 d . . . . .
H12B H 0.2883 0.3229 0.4469 0.029 Uiso 1 1 calc R . . . .
C6C C 0.5478(2) 0.82777(18) 0.28521(13) 0.0315(6) Uani 1 1 d . U . . .
H6C H 0.4811 0.8307 0.2600 0.038 Uiso 1 1 calc R . . . .
C4C C 0.1796(2) 0.80819(18) 0.28775(13) 0.0322(7) Uani 1 1 d . U . . .
H4CA H 0.1414 0.8501 0.3056 0.039 Uiso 0.7 1 calc R . P A 1
H4CB H 0.2392 0.8354 0.2767 0.039 Uiso 0.7 1 calc R . P A 1
H4CC H 0.1696 0.7843 0.2489 0.039 Uiso 0.3 1 calc R . P B 2
H4CD H 0.2323 0.8509 0.2897 0.039 Uiso 0.3 1 calc R . P B 2
C6A C 0.1676(2) 0.1679(2) 0.35631(13) 0.0329(6) Uani 1 1 d . U . . .
H6A H 0.2332 0.1622 0.3823 0.039 Uiso 1 1 calc R . . . .
C6B C 1.0867(2) 0.06888(18) 0.59642(14) 0.0335(7) Uani 1 1 d . . . . .
H6BA H 1.0327 0.0577 0.6197 0.040 Uiso 0.4 1 calc R . P C 2
H6B H 1.0244 0.0389 0.6022 0.040 Uiso 0.6 1 calc R . P D 1
C8A C 0.1581(3) 0.2534(2) 0.33599(16) 0.0473(6) Uani 1 1 d . U . . .
H8AA H 0.2155 0.2672 0.3172 0.071 Uiso 1 1 calc GR . . . .
H8AB H 0.1567 0.2904 0.3684 0.071 Uiso 1 1 calc GR . . . .
H8AC H 0.0958 0.2595 0.3088 0.071 Uiso 1 1 calc GR . . . .
C7C C 0.6279(3) 0.8242(2) 0.24778(17) 0.0496(6) Uani 1 1 d . U . . .
H7CA H 0.6939 0.8183 0.2716 0.074 Uiso 1 1 calc GR . . . .
H7CB H 0.6265 0.8750 0.2255 0.074 Uiso 1 1 calc GR . . . .
H7CC H 0.6155 0.7771 0.2219 0.074 Uiso 1 1 calc GR . . . .
C7A C 0.0841(3) 0.1436(2) 0.38938(16) 0.0473(6) Uani 1 1 d . . . . .
H7AA H 0.0191 0.1469 0.3642 0.071 Uiso 1 1 calc GR . . . .
H7AB H 0.0842 0.1812 0.4216 0.071 Uiso 1 1 calc GR . . . .
H7AC H 0.0952 0.0873 0.4035 0.071 Uiso 1 1 calc GR . . . .
C4B C 0.7103(2) 0.05197(19) 0.58920(15) 0.0357(7) Uani 1 1 d . U . . .
H4BA H 0.6937 0.0636 0.6275 0.043 Uiso 0.55 1 calc R . P E 1
H4BB H 0.7768 0.0248 0.5942 0.043 Uiso 0.55 1 calc R . P E 1
H4BC H 0.6574 0.0553 0.6135 0.043 Uiso 0.45 1 calc R . P F 2
H4BD H 0.7753 0.0413 0.6140 0.043 Uiso 0.45 1 calc R . P F 2
C4A C 0.5406(2) 0.1643(2) 0.34595(13) 0.0350(7) Uani 1 1 d . U . . .
H4AC H 0.5466 0.1293 0.3804 0.042 Uiso 0.45 1 calc R . P G 2
H4AD H 0.4920 0.2087 0.3497 0.042 Uiso 0.45 1 calc R . P G 2
H4AA H 0.4832 0.1849 0.3630 0.042 Uiso 0.55 1 calc R . P H 1
H4AB H 0.5788 0.2122 0.3351 0.042 Uiso 0.55 1 calc R . P H 1
C8C C 0.5571(3) 0.9002(2) 0.32349(17) 0.0496(6) Uani 1 1 d . U . . .
H8CA H 0.5021 0.8999 0.3458 0.074 Uiso 1 1 calc GR . . . .
H8CB H 0.5540 0.9506 0.3007 0.074 Uiso 1 1 calc GR . . . .
H8CC H 0.6215 0.8979 0.3493 0.074 Uiso 1 1 calc GR . . . .
C8B' C 1.1089(11) -0.0078(8) 0.5639(6) 0.066(3) Uani 0.4 1 d . . P I 2
H8BA H 1.0464 -0.0289 0.5421 0.100 Uiso 0.4 1 calc GR . P I 2
H8BB H 1.1389 -0.0498 0.5909 0.100 Uiso 0.4 1 calc GR . P I 2
H8BC H 1.1558 0.0060 0.5379 0.100 Uiso 0.4 1 calc GR . P I 2
C5B C 0.6342(7) -0.0039(5) 0.5584(3) 0.0471(19) Uani 0.55 1 d . U P J 1
H5BA H 0.5683 0.0228 0.5535 0.071 Uiso 0.55 1 calc GR . P J 1
H5BB H 0.6320 -0.0547 0.5804 0.071 Uiso 0.55 1 calc GR . P J 1
H5BC H 0.6517 -0.0169 0.5210 0.071 Uiso 0.55 1 calc GR . P J 1
C5A' C 0.6406(6) 0.2009(5) 0.3413(3) 0.0576(15) Uani 0.45 1 d . U P K 2
H5AA H 0.6907 0.1570 0.3429 0.086 Uiso 0.45 1 calc GR . P K 2
H5AB H 0.6602 0.2393 0.3729 0.086 Uiso 0.45 1 calc GR . P K 2
H5AC H 0.6363 0.2303 0.3050 0.086 Uiso 0.45 1 calc GR . P K 2
C7B C 1.1299(8) 0.1085(5) 0.6523(4) 0.076(2) Uani 0.6 1 d . . P I 1
H7BA H 1.1874 0.1428 0.6470 0.114 Uiso 0.6 1 calc GR . P I 1
H7BB H 1.1520 0.0657 0.6805 0.114 Uiso 0.6 1 calc GR . P I 1
H7BC H 1.0785 0.1427 0.6656 0.114 Uiso 0.6 1 calc GR . P I 1
C5C C 0.1171(4) 0.7766(3) 0.2371(2) 0.0541(13) Uani 0.7 1 d . U P L 1
H5CA H 0.1581 0.7435 0.2152 0.081 Uiso 0.7 1 calc GR . P L 1
H5CB H 0.0872 0.8226 0.2136 0.081 Uiso 0.7 1 calc GR . P L 1
H5CC H 0.0637 0.7423 0.2481 0.081 Uiso 0.7 1 calc GR . P L 1
C5A C 0.6069(5) 0.1122(5) 0.3882(3) 0.0576(15) Uani 0.55 1 d . U P K 1
H5AD H 0.5667 0.0691 0.4025 0.086 Uiso 0.55 1 calc GR . P K 1
H5AE H 0.6382 0.1465 0.4200 0.086 Uiso 0.55 1 calc GR . P K 1
H5AF H 0.6592 0.0869 0.3697 0.086 Uiso 0.55 1 calc GR . P K 1
C5C' C 0.0856(10) 0.8462(7) 0.2983(5) 0.0541(13) Uani 0.3 1 d . U P L 2
H5CD H 0.0309 0.8061 0.2904 0.081 Uiso 0.3 1 calc GR . P L 2
H5CE H 0.0704 0.8939 0.2733 0.081 Uiso 0.3 1 calc GR . P L 2
H5CF H 0.0929 0.8638 0.3381 0.081 Uiso 0.3 1 calc GR . P L 2
C5B' C 0.6865(11) -0.0183(7) 0.5456(6) 0.072(4) Uani 0.45 1 d . U P J 2
H5BD H 0.6193 -0.0101 0.5237 0.108 Uiso 0.45 1 calc GR . P J 2
H5BE H 0.6889 -0.0710 0.5657 0.108 Uiso 0.45 1 calc GR . P J 2
H5BF H 0.7361 -0.0183 0.5197 0.108 Uiso 0.45 1 calc GR . P J 2
C7B' C 1.1826(10) 0.0946(7) 0.6342(6) 0.066(3) Uani 0.4 1 d . . P I 2
H7BD H 1.2359 0.1015 0.6110 0.100 Uiso 0.4 1 calc GR . P I 2
H7BE H 1.2024 0.0521 0.6631 0.100 Uiso 0.4 1 calc GR . P I 2
H7BF H 1.1717 0.1467 0.6530 0.100 Uiso 0.4 1 calc GR . P I 2
C8B C 1.1525(8) 0.0100(6) 0.5748(4) 0.076(2) Uani 0.6 1 d . . P I 1
H8BD H 1.1189 -0.0123 0.5384 0.114 Uiso 0.6 1 calc GR . P I 1
H8BE H 1.1682 -0.0349 0.6023 0.114 Uiso 0.6 1 calc GR . P I 1
H8BF H 1.2147 0.0376 0.5691 0.114 Uiso 0.6 1 calc GR . P I 1


_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
S1C C1C 1.745(2) . ?
S1C C027 1.800(3) . ?
S1A C1A 1.739(3) . ?
S1A C9A 1.794(3) . ?
S1B C1B 1.743(3) . ?
S1B C9B 1.797(3) . ?
O2C C10C 1.248(3) . ?
N3C C1C 1.356(3) . ?
N3C C3C 1.371(3) . ?
O1C C10C 1.270(3) . ?
N1C C1C 1.294(3) . ?
N1C C2C 1.378(3) . ?
O4C C13C 1.220(3) . ?
O2B C10B 1.247(3) . ?
O2A C10A 1.249(3) . ?
N1B C1B 1.352(3) . ?
N1B C2B 1.367(3) . ?
N3A C1A 1.358(3) . ?
N3A C3A 1.370(3) . ?
O4A C13A 1.219(3) . ?
O1A C10A 1.262(3) . ?
N3B C1B 1.297(3) . ?
N3B C3B 1.372(3) . ?
O3C C13C 1.307(3) . ?
O1B C10B 1.267(3) . ?
O3A C13A 1.298(3) . ?
C10C C11C 1.495(4) . ?
C11B C10B 1.493(4) . ?
C11B C12B 1.336(4) . ?
N1A C1A 1.295(3) . ?
N1A C2A 1.373(3) . ?
C2C N5C 1.343(3) . ?
C2C N2C 1.320(3) . ?
C12A C11A 1.330(4) . ?
C12A C13A 1.492(4) . ?
C11C C12C 1.333(4) . ?
N5C C3C 1.325(3) . ?
N2C C4C 1.461(3) . ?
O4B C13B 1.219(3) . ?
C13C C12C 1.487(4) . ?
N4B C3B 1.320(3) . ?
N4B C6B 1.467(4) . ?
N2A C2A 1.319(3) . ?
N2A C4A 1.459(3) . ?
O3B C13B 1.306(3) . ?
N4C C3C 1.322(3) . ?
N4C C6C 1.468(3) . ?
N5B C2B 1.327(3) . ?
N5B C3B 1.349(3) . ?
N5A C2A 1.349(3) . ?
N5A C3A 1.331(3) . ?
C13B C12B 1.486(4) . ?
C10A C11A 1.495(4) . ?
N2B C2B 1.325(3) . ?
N2B C4B 1.465(3) . ?
N4A C3A 1.317(3) . ?
N4A C6A 1.465(3) . ?
C6C C7C 1.508(5) . ?
C6C C8C 1.481(5) . ?
C4C C5C 1.450(5) . ?
C4C C5C' 1.467(15) . ?
C6A C8A 1.470(5) . ?
C6A C7A 1.526(5) . ?
C6B C8B' 1.522(15) . ?
C6B C7B 1.507(9) . ?
C6B C7B' 1.511(12) . ?
C6B C8B 1.455(11) . ?
C4B C5B 1.475(8) . ?
C4B C5B' 1.541(12) . ?
C4A C5A' 1.494(10) . ?
C4A C5A 1.495(7) . ?

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
C1C S1C C027 100.94(12) . . ?
C1A S1A C9A 100.76(12) . . ?
C1B S1B C9B 100.85(13) . . ?
C1C N3C C3C 117.6(2) . . ?
C1C N1C C2C 114.7(2) . . ?
C1B N1B C2B 118.3(2) . . ?
C1A N3A C3A 118.0(2) . . ?
N3C C1C S1C 114.22(18) . . ?
N1C C1C S1C 121.66(19) . . ?
N1C C1C N3C 124.1(2) . . ?
C1B N3B C3B 114.6(2) . . ?
O2C C10C O1C 123.7(2) . . ?
O2C C10C C11C 115.7(2) . . ?
O1C C10C C11C 120.6(2) . . ?
C12B C11B C10B 130.2(3) . . ?
C1A N1A C2A 115.1(2) . . ?
N5C C2C N1C 125.6(2) . . ?
N2C C2C N1C 114.3(2) . . ?
N2C C2C N5C 120.1(2) . . ?
C11A C12A C13A 131.4(3) . . ?
C12C C11C C10C 130.6(2) . . ?
C3C N5C C2C 115.7(2) . . ?
C2C N2C C4C 125.6(2) . . ?
N1B C1B S1B 114.78(19) . . ?
N3B C1B S1B 121.5(2) . . ?
N3B C1B N1B 123.8(2) . . ?
N3A C1A S1A 114.04(18) . . ?
N1A C1A S1A 122.13(19) . . ?
N1A C1A N3A 123.8(2) . . ?
O4C C13C O3C 121.8(3) . . ?
O4C C13C C12C 118.0(3) . . ?
O3C C13C C12C 120.2(2) . . ?
C3B N4B C6B 125.8(2) . . ?
C2A N2A C4A 126.3(2) . . ?
C3C N4C C6C 122.8(2) . . ?
C2B N5B C3B 115.3(2) . . ?
O2B C10B O1B 123.8(2) . . ?
O2B C10B C11B 116.1(2) . . ?
O1B C10B C11B 120.1(2) . . ?
C3A N5A C2A 115.5(2) . . ?
O4B C13B O3B 121.7(3) . . ?
O4B C13B C12B 118.2(3) . . ?
O3B C13B C12B 120.1(2) . . ?
O2A C10A O1A 123.9(2) . . ?
O2A C10A C11A 115.7(2) . . ?
O1A C10A C11A 120.3(2) . . ?
C12A C11A C10A 130.7(3) . . ?
C2B N2B C4B 124.7(2) . . ?
N5C C3C N3C 122.0(2) . . ?
N4C C3C N3C 116.4(2) . . ?
N4C C3C N5C 121.6(2) . . ?
C3A N4A C6A 124.9(2) . . ?
N5B C2B N1B 121.7(2) . . ?
N2B C2B N1B 116.3(2) . . ?
N2B C2B N5B 121.9(2) . . ?
N4B C3B N3B 114.3(2) . . ?
N4B C3B N5B 119.7(2) . . ?
N5B C3B N3B 126.0(2) . . ?
C11C C12C C13C 131.3(3) . . ?
N2A C2A N1A 114.4(2) . . ?
N2A C2A N5A 119.9(2) . . ?
N5A C2A N1A 125.7(2) . . ?
O4A C13A O3A 122.0(3) . . ?
O4A C13A C12A 118.2(3) . . ?
O3A C13A C12A 119.8(2) . . ?
N5A C3A N3A 121.8(2) . . ?
N4A C3A N3A 116.0(2) . . ?
N4A C3A N5A 122.1(2) . . ?
C11B C12B C13B 132.2(3) . . ?
N4C C6C C7C 109.4(3) . . ?
N4C C6C C8C 109.8(3) . . ?
C8C C6C C7C 113.3(3) . . ?
N2C C4C C5C' 111.4(5) . . ?
C5C C4C N2C 112.5(3) . . ?
N4A C6A C8A 111.6(3) . . ?
N4A C6A C7A 108.1(3) . . ?
C8A C6A C7A 112.4(3) . . ?
N4B C6B C8B' 109.0(6) . . ?
N4B C6B C7B 107.1(4) . . ?
N4B C6B C7B' 107.9(5) . . ?
C7B' C6B C8B' 107.9(7) . . ?
C8B C6B N4B 111.8(5) . . ?
C8B C6B C7B 114.9(5) . . ?
N2B C4B C5B 111.5(4) . . ?
N2B C4B C5B' 108.8(5) . . ?
N2A C4A C5A' 110.3(4) . . ?
N2A C4A C5A 109.0(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
