# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 09:37:37 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-aminothieno[3,2-c]pyridine-2,7-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1sc2c(cnc(N)c2c1)C(N)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 1X8  1X8  4-aminothieno[3,2-c]pyridine-2,7-dicarboxamide  ligand  24  16  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1X8
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 1X8  C1   C  CR15  0  -0.208   1.4603   1.1975   0.0107
 1X8  C2   C  CR56  0   0.069   0.0390   1.2475   0.0010
 1X8  C3   C  CR56  0  -0.104  -0.5452  -0.0195   0.0071
 1X8  C4   C  CR6   0  -0.191  -1.9416  -0.1776   0.0040
 1X8  C5   C  CR16  0  -0.082  -2.6645   1.0036  -0.0136
 1X8  N6   N  N     0  -0.466  -2.1487   2.2275  -0.0220
 1X8  C7   C  CR6   0   0.456  -0.8260   2.3771  -0.0129
 1X8  N8   N  NH2   0  -0.822  -0.3420   3.6225  -0.0263
 1X8  C9   C  C     0   0.508  -2.5055  -1.5407   0.0149
 1X8  O10  O  O     0  -0.490  -1.7415  -2.5036  -0.0053
 1X8  N11  N  NH2   0  -0.830  -3.8374  -1.6824   0.0417
 1X8  S12  S  S2    0   0.267   0.6489  -1.2573   0.0215
 1X8  C13  C  CR5   0  -0.316   1.9309  -0.0744   0.0230
 1X8  C14  C  C     0   0.508   3.3730  -0.4149   0.0369
 1X8  O15  O  O     0  -0.477   4.2149   0.4730   0.0565
 1X8  N16  N  NH2   0  -0.824   3.6873  -1.7183   0.0299
 1X8  H1   H  HCR5  0   0.275   2.1113   2.0604   0.0090
 1X8  H2   H  HCR6  0   0.259  -3.7493   0.9812  -0.0242
 1X8  H3   H  HNH2  0   0.406  -0.9755   4.4028   0.0055
 1X8  H4   H  HNH2  0   0.416   0.6413   3.8174   0.0311
 1X8  H5   H  HNH2  0   0.413  -4.4768  -0.9118   0.1146
 1X8  H6   H  HNH2  0   0.408  -4.2357  -2.6069   0.0700
 1X8  H7   H  HNH2  0   0.413   3.0098  -2.4603  -0.0085
 1X8  H8   H  HNH2  0   0.411   4.6564  -1.9935   0.0291

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 1X8  N11  C9   single    1.340  0.020  1.340
 1X8  C5   N6   aromatic  1.328  0.020  1.328
 1X8  C5   C4   aromatic  1.385  0.020  1.385
 1X8  N6   C7   aromatic  1.331  0.020  1.331
 1X8  C9   C4   single    1.475  0.020  1.475
 1X8  C9   O10  double    1.229  0.020  1.229
 1X8  C4   C3   aromatic  1.405  0.020  1.405
 1X8  C7   N8   single    1.336  0.020  1.336
 1X8  C7   C2   aromatic  1.423  0.020  1.423
 1X8  C3   C2   aromatic  1.395  0.020  1.395
 1X8  C3   S12  aromatic  1.720  0.020  1.720
 1X8  C2   C1   aromatic  1.422  0.020  1.422
 1X8  C1   C13  aromatic  1.356  0.020  1.356
 1X8  S12  C13  aromatic  1.744  0.020  1.744
 1X8  C13  C14  single    1.482  0.020  1.482
 1X8  C14  N16  single    1.341  0.020  1.341
 1X8  C14  O15  double    1.224  0.020  1.224
 1X8  C1   H1   single    0.930  0.020  1.080
 1X8  C5   H2   single    0.930  0.020  1.080
 1X8  N8   H3   single    0.860  0.020  1.020
 1X8  N8   H4   single    0.860  0.020  1.020
 1X8  N11  H5   single    0.860  0.020  1.020
 1X8  N11  H6   single    0.860  0.020  1.020
 1X8  N16  H7   single    0.860  0.020  1.020
 1X8  N16  H8   single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 1X8  H1   C1   C13  122.66  3.000
 1X8  H1   C1   C2   125.02  3.000
 1X8  C13  C1   C2   112.32  3.000
 1X8  C7   C2   C3   117.80  3.000
 1X8  C3   C2   C1   112.74  3.000
 1X8  C7   C2   C1   129.46  3.000
 1X8  S12  C3   C4   127.51  3.000
 1X8  S12  C3   C2   111.28  3.000
 1X8  C4   C3   C2   121.21  3.000
 1X8  C9   C4   C5   126.06  3.000
 1X8  C9   C4   C3   118.93  3.000
 1X8  C5   C4   C3   115.01  3.000
 1X8  H2   C5   N6   114.03  3.000
 1X8  H2   C5   C4   120.29  3.000
 1X8  N6   C5   C4   125.68  3.000
 1X8  C7   N6   C5   119.30  3.000
 1X8  N8   C7   N6   117.68  3.000
 1X8  N8   C7   C2   121.32  3.000
 1X8  N6   C7   C2   120.99  3.000
 1X8  H4   N8   H3   117.68  3.000
 1X8  H4   N8   C7   122.35  3.000
 1X8  H3   N8   C7   119.65  3.000
 1X8  N11  C9   O10  122.37  3.000
 1X8  O10  C9   C4   119.08  3.000
 1X8  N11  C9   C4   118.55  3.000
 1X8  H6   N11  H5   116.79  3.000
 1X8  H6   N11  C9   119.39  3.000
 1X8  H5   N11  C9   123.60  3.000
 1X8  C13  S12  C3    91.27  3.000
 1X8  C14  C13  S12  124.02  3.000
 1X8  C14  C13  C1   123.59  3.000
 1X8  S12  C13  C1   112.39  3.000
 1X8  N16  C14  O15  122.97  3.000
 1X8  O15  C14  C13  120.19  3.000
 1X8  N16  C14  C13  116.84  3.000
 1X8  H8   N16  H7   116.52  3.000
 1X8  H8   N16  C14  119.41  3.000
 1X8  H7   N16  C14  124.03  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 1X8  CONST_01  N6   C7   C2   C1    180.00   0.0  0
 1X8  CONST_02  C4   C3   C2   C1    180.00   0.0  0
 1X8  CONST_03  S12  C3   C2   C1      0.00   0.0  0
 1X8  CONST_04  C3   S12  C13  C1      0.00   0.0  0
 1X8  CONST_05  C5   N6   C7   C2      0.00   0.0  0
 1X8  CONST_06  C5   C4   C3   C2      0.00   0.0  0
 1X8  CONST_07  C13  S12  C3   C2      0.00   0.0  0
 1X8  CONST_08  S12  C13  C1   C2      0.00   0.0  0
 1X8  CONST_09  N6   C5   C4   C3      0.00   0.0  0
 1X8  CONST_10  N6   C7   C2   C3      0.00   0.0  0
 1X8  CONST_11  C13  C1   C2   C3      0.00   0.0  0
 1X8  CONST_12  C7   N6   C5   C4      0.00   0.0  0
 1X8  CONST_13  C7   C2   C3   C4      0.00   0.0  0
 1X8  CONST_14  C13  S12  C3   C4    180.00   0.0  0
 1X8  CONST_15  S12  C3   C4   C5    180.00   0.0  0
 1X8  CONST_16  S12  C3   C2   C7    180.00   0.0  0
 1X8  CONST_17  C13  C1   C2   C7    180.00   0.0  0
 1X8  CONST_18  N8   C7   C2   C1      0.00   0.0  0
 1X8  CONST_19  C9   C4   C3   C2    180.00   0.0  0
 1X8  CONST_20  C14  C13  C1   C2    180.00   0.0  0
 1X8  CONST_21  N8   C7   C2   C3    180.00   0.0  0
 1X8  CONST_22  C14  C13  S12  C3    180.00   0.0  0
 1X8  CONST_23  N8   C7   N6   C5    180.00   0.0  0
 1X8  CONST_24  C9   C4   C5   N6    180.00   0.0  0
 1X8  CONST_25  S12  C3   C4   C9      0.00   0.0  0
 1X8  CONST_26  H2   C5   C4   C3    180.00   0.0  0
 1X8  CONST_27  H1   C1   C2   C3    180.00   0.0  0
 1X8  CONST_28  H3   N8   C7   C2    180.00   0.0  0
 1X8  CONST_29  H4   N8   C7   C2      0.00   0.0  0
 1X8  CONST_30  H5   N11  C9   C4      0.00   0.0  0
 1X8  CONST_31  H6   N11  C9   C4    180.00   0.0  0
 1X8  CONST_32  H7   N16  C14  C13     0.00   0.0  0
 1X8  CONST_33  H8   N16  C14  C13   180.00   0.0  0
 1X8  Var_01    N16  C14  C13  C1   -179.13  30.0  2
 1X8  Var_02    N11  C9   C4   C3    178.55  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 1X8  plan-1  C1   0.020
 1X8  plan-1  C2   0.020
 1X8  plan-1  C3   0.020
 1X8  plan-1  C4   0.020
 1X8  plan-1  C5   0.020
 1X8  plan-1  N6   0.020
 1X8  plan-1  C7   0.020
 1X8  plan-1  N8   0.020
 1X8  plan-1  C9   0.020
 1X8  plan-1  S12  0.020
 1X8  plan-1  C13  0.020
 1X8  plan-1  C14  0.020
 1X8  plan-1  H1   0.020
 1X8  plan-1  H2   0.020
 1X8  plan-2  C4   0.020
 1X8  plan-2  C9   0.020
 1X8  plan-2  O10  0.020
 1X8  plan-2  N11  0.020
 1X8  plan-2  H5   0.020
 1X8  plan-2  H6   0.020
 1X8  plan-3  C13  0.020
 1X8  plan-3  C14  0.020
 1X8  plan-3  O15  0.020
 1X8  plan-3  N16  0.020
 1X8  plan-3  H7   0.020
 1X8  plan-3  H8   0.020
 1X8  plan-4  C7   0.020
 1X8  plan-4  N8   0.020
 1X8  plan-4  H3   0.020
 1X8  plan-4  H4   0.020

