# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 09:02:16 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 3,3'-(benzo[1,2-d:5,4-d']bis[1,3]thiazole-2,6-diyl)dipropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCc1sc2cc3sc(CCC(O)=O)nc3cc2n1
#
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
 EYP  EYP  '3,3'-(benzo[1,2-d:5,4-d']bis[1,3]thiazole-2,6-diyl)dipropanoic acid'  ligand  32  22  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EYP
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
 EYP  O1   O  OC    -1  -0.623  -7.7793   0.3075  -1.3169
 EYP  C1   C  CH2    0  -0.589  -5.5877   0.2045  -0.4389
 EYP  C2   C  CH2    0  -0.515  -4.7574   0.5159   0.8057
 EYP  C3   C  CR5    0   0.071  -3.3119   0.2318   0.5912
 EYP  C4   C  CR56   0   0.362  -1.1647   0.5544   0.2010
 EYP  C5   C  CR16   0  -0.401   0.0075   1.2660  -0.0129
 EYP  C6   C  CR56   0   0.362   1.1778   0.5482  -0.2162
 EYP  C7   C  CR5    0   0.070   3.3264   0.2147  -0.5891
 EYP  C8   C  CH2    0  -0.514   4.7757   0.4921  -0.7856
 EYP  C9   C  CH2    0  -0.588   5.5772   0.2134   0.4853
 EYP  C10  C  C      0   0.423   7.0844   0.5154   0.3727
 EYP  O2   O  OC    -1  -0.623   7.7484   0.3246   1.4108
 EYP  O3   O  O      0  -0.602   7.5141   0.9155  -0.7258
 EYP  N1   N  N      0  -0.404   2.4163   1.1080  -0.4366
 EYP  S    S  S2     0   0.203   2.7672  -1.4479  -0.4837
 EYP  C11  C  CR56   0  -0.249   1.1612  -0.8656  -0.2042
 EYP  C12  C  CR16   0  -0.299   0.0032  -1.5954   0.0055
 EYP  C13  C  CR56   0  -0.249  -1.1525  -0.8595   0.2069
 EYP  N    N  N      0  -0.405  -2.4004   1.1206   0.4210
 EYP  S1   S  S2     0   0.203  -2.7587  -1.4333   0.5014
 EYP  C    C  C      0   0.424  -7.0922   0.5093  -0.2958
 EYP  O    O  O      0  -0.602  -7.4970   0.9228   0.8069
 EYP  H2   H  HCH2   0   0.242  -5.1935   0.7653  -1.2921
 EYP  H3   H  HCH2   0   0.236  -5.4764  -0.8505  -0.7095
 EYP  H4   H  HCH2   0   0.259  -4.8526   1.5686   1.0712
 EYP  H5   H  HCH2   0   0.256  -5.1237  -0.0653   1.6544
 EYP  H6   H  HCR6   0   0.270   0.0092   2.3480  -0.0196
 EYP  H7   H  HCH2   0   0.256   5.1586  -0.1122  -1.6104
 EYP  H8   H  HCH2   0   0.259   4.8770   1.5375  -1.0765
 EYP  H9   H  HCH2   0   0.243   5.1628   0.7957   1.3143
 EYP  H10  H  HCH2   0   0.236   5.4584  -0.8339   0.7812
 EYP  H12  H  HCR6   0   0.288   0.0017  -2.6768   0.0130

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
 EYP  C2   C1   single    1.528  0.020  1.528
 EYP  C2   C3   single    1.489  0.020  1.489
 EYP  O    C    deloc     1.245  0.020  1.245
 EYP  C1   C    single    1.542  0.020  1.542
 EYP  N    C3   aromatic  1.284  0.020  1.284
 EYP  N    C4   aromatic  1.377  0.020  1.377
 EYP  C3   S1   aromatic  1.757  0.020  1.757
 EYP  C5   C4   aromatic  1.388  0.020  1.388
 EYP  C5   C6   aromatic  1.388  0.020  1.388
 EYP  C    O1   deloc     1.247  0.020  1.247
 EYP  C4   C13  aromatic  1.414  0.020  1.414
 EYP  N1   C6   aromatic  1.377  0.020  1.377
 EYP  N1   C7   aromatic  1.284  0.020  1.284
 EYP  C6   C11  aromatic  1.414  0.020  1.414
 EYP  O3   C10  deloc     1.246  0.020  1.246
 EYP  C8   C7   single    1.489  0.020  1.489
 EYP  C8   C9   single    1.528  0.020  1.528
 EYP  S1   C13  aromatic  1.731  0.020  1.731
 EYP  C7   S    aromatic  1.757  0.020  1.757
 EYP  C13  C12  aromatic  1.385  0.020  1.385
 EYP  C11  C12  aromatic  1.385  0.020  1.385
 EYP  C11  S    aromatic  1.731  0.020  1.731
 EYP  C10  C9   single    1.541  0.020  1.541
 EYP  C10  O2   deloc     1.247  0.020  1.247
 EYP  C1   H2   single    0.970  0.020  1.090
 EYP  C1   H3   single    0.970  0.020  1.090
 EYP  C2   H4   single    0.970  0.020  1.090
 EYP  C2   H5   single    0.970  0.020  1.090
 EYP  C5   H6   single    0.930  0.020  1.080
 EYP  C8   H7   single    0.970  0.020  1.090
 EYP  C8   H8   single    0.970  0.020  1.090
 EYP  C9   H9   single    0.970  0.020  1.090
 EYP  C9   H10  single    0.970  0.020  1.090
 EYP  C12  H12  single    0.930  0.020  1.080

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
 EYP  H3   C1   H2   105.34  3.000
 EYP  H3   C1   C    108.22  3.000
 EYP  H2   C1   C    108.82  3.000
 EYP  H3   C1   C2   110.02  3.000
 EYP  H2   C1   C2   109.56  3.000
 EYP  C    C1   C2   114.48  3.000
 EYP  H5   C2   H4   107.19  3.000
 EYP  H5   C2   C3   109.64  3.000
 EYP  H4   C2   C3   107.71  3.000
 EYP  H5   C2   C1   110.01  3.000
 EYP  H4   C2   C1   110.35  3.000
 EYP  C3   C2   C1   111.80  3.000
 EYP  S1   C3   N    115.19  3.000
 EYP  S1   C3   C2   119.60  3.000
 EYP  N    C3   C2   125.18  3.000
 EYP  N    C4   C13  114.73  3.000
 EYP  C13  C4   C5   120.40  3.000
 EYP  N    C4   C5   124.87  3.000
 EYP  H6   C5   C6   120.99  3.000
 EYP  H6   C5   C4   121.00  3.000
 EYP  C6   C5   C4   118.01  3.000
 EYP  C11  C6   N1   114.74  3.000
 EYP  C11  C6   C5   120.40  3.000
 EYP  N1   C6   C5   124.87  3.000
 EYP  S    C7   N1   115.18  3.000
 EYP  S    C7   C8   119.61  3.000
 EYP  N1   C7   C8   125.17  3.000
 EYP  H8   C8   H7   107.26  3.000
 EYP  H8   C8   C9   110.38  3.000
 EYP  H7   C8   C9   110.08  3.000
 EYP  H8   C8   C7   107.73  3.000
 EYP  H7   C8   C7   109.76  3.000
 EYP  C9   C8   C7   111.52  3.000
 EYP  H10  C9   H9   105.26  3.000
 EYP  H10  C9   C10  108.26  3.000
 EYP  H9   C9   C10  108.75  3.000
 EYP  H10  C9   C8   110.02  3.000
 EYP  H9   C9   C8   109.53  3.000
 EYP  C10  C9   C8   114.60  3.000
 EYP  O3   C10  O2   126.84  3.000
 EYP  O2   C10  C9   115.46  3.000
 EYP  O3   C10  C9   117.70  3.000
 EYP  C7   N1   C6   111.94  3.000
 EYP  C11  S    C7    89.24  3.000
 EYP  C12  C11  S    128.54  3.000
 EYP  S    C11  C6   108.91  3.000
 EYP  C12  C11  C6   122.55  3.000
 EYP  H12  C12  C13  121.95  3.000
 EYP  H12  C12  C11  121.95  3.000
 EYP  C13  C12  C11  116.09  3.000
 EYP  S1   C13  C12  128.54  3.000
 EYP  C12  C13  C4   122.55  3.000
 EYP  S1   C13  C4   108.92  3.000
 EYP  C4   N    C3   111.93  3.000
 EYP  C13  S1   C3    89.24  3.000
 EYP  O    C    C1   117.71  3.000
 EYP  C1   C    O1   115.44  3.000
 EYP  O    C    O1   126.84  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
 EYP  CONST_01  C5   C4   N    C3    180.00   0.0  0
 EYP  CONST_02  C13  C4   N    C3      0.00   0.0  0
 EYP  CONST_03  C4   C13  S1   C3      0.00   0.0  0
 EYP  CONST_04  C12  C13  S1   C3    180.00   0.0  0
 EYP  CONST_05  S1   C3   N    C4      0.00   0.0  0
 EYP  CONST_06  N1   C6   C5   C4    180.00   0.0  0
 EYP  CONST_07  C11  C6   C5   C4      0.00   0.0  0
 EYP  CONST_08  C11  C12  C13  C4      0.00   0.0  0
 EYP  CONST_09  S1   C13  C4   C5    180.00   0.0  0
 EYP  CONST_10  C12  C13  C4   C5      0.00   0.0  0
 EYP  CONST_11  C7   N1   C6   C5    180.00   0.0  0
 EYP  CONST_12  C12  C11  C6   C5      0.00   0.0  0
 EYP  CONST_13  S    C11  C6   C5    180.00   0.0  0
 EYP  CONST_14  N    C4   C5   C6    180.00   0.0  0
 EYP  CONST_15  C13  C4   C5   C6      0.00   0.0  0
 EYP  CONST_16  S    C7   N1   C6      0.00   0.0  0
 EYP  CONST_17  C13  C12  C11  C6      0.00   0.0  0
 EYP  CONST_18  C7   S    C11  C6      0.00   0.0  0
 EYP  CONST_19  C11  C6   N1   C7      0.00   0.0  0
 EYP  CONST_20  C12  C11  S    C7    180.00   0.0  0
 EYP  CONST_21  C12  C11  C6   N1    180.00   0.0  0
 EYP  CONST_22  S    C11  C6   N1      0.00   0.0  0
 EYP  CONST_23  C11  S    C7   N1      0.00   0.0  0
 EYP  CONST_24  C13  C12  C11  S     180.00   0.0  0
 EYP  CONST_25  S1   C13  C12  C11   180.00   0.0  0
 EYP  CONST_26  N    C4   C13  C12   180.00   0.0  0
 EYP  CONST_27  N    C3   S1   C13     0.00   0.0  0
 EYP  CONST_28  S1   C13  C4   N       0.00   0.0  0
 EYP  CONST_29  C4   N    C3   C2    180.00   0.0  0
 EYP  CONST_30  C13  S1   C3   C2    180.00   0.0  0
 EYP  CONST_31  C8   C7   N1   C6    180.00   0.0  0
 EYP  CONST_32  C11  S    C7   C8    180.00   0.0  0
 EYP  CONST_33  H12  C12  C13  C4    180.00   0.0  0
 EYP  CONST_34  H6   C5   C6   N1      0.00   0.0  0
 EYP  Var_01    N    C3   C2   C1    105.65  30.0  2
 EYP  Var_02    N1   C7   C8   C9    104.35  30.0  2
 EYP  Var_03    C    C1   C2   C3   -178.59  30.0  3
 EYP  Var_04    C10  C9   C8   C7   -178.37  30.0  3
 EYP  Var_05    C2   C1   C    O1    177.51  30.0  3
 EYP  Var_06    O3   C10  C9   C8     -1.85  30.0  3

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
 EYP  plan-1  C2   0.020
 EYP  plan-1  C3   0.020
 EYP  plan-1  C4   0.020
 EYP  plan-1  C5   0.020
 EYP  plan-1  C6   0.020
 EYP  plan-1  C7   0.020
 EYP  plan-1  C8   0.020
 EYP  plan-1  N1   0.020
 EYP  plan-1  S    0.020
 EYP  plan-1  C11  0.020
 EYP  plan-1  C12  0.020
 EYP  plan-1  C13  0.020
 EYP  plan-1  N    0.020
 EYP  plan-1  S1   0.020
 EYP  plan-1  H6   0.020
 EYP  plan-1  H12  0.020
 EYP  plan-2  C9   0.020
 EYP  plan-2  C10  0.020
 EYP  plan-2  O2   0.020
 EYP  plan-2  O3   0.020
 EYP  plan-3  O1   0.020
 EYP  plan-3  C1   0.020
 EYP  plan-3  C    0.020
 EYP  plan-3  O    0.020

