# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 16:29:46 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (2Z)-4-{[5-(methoxycarbonyl)-2,2'-bithiophen-4-yl]amino}-4-oxobut-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1sc(cc1NC(=O)\C=C/C(O)=O)c2sccc2
#
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
 B64  B64  '(2Z)-4-{[5-(methoxycarbonyl)-2,2'-bithiophen-4-yl]amino}-4-oxobut-2-enoic acid'  ligand  32  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B64
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
 B64  C1    C  C      0   0.386   5.1646   1.6133  -0.2768
 B64  C2    C  C1     0  -0.298   5.0226   0.1145  -0.1336
 B64  C3    C  C1     0  -0.393   3.9052  -0.6104  -0.0325
 B64  O1    O  OC    -1  -0.597   5.1741   2.0410  -1.4421
 B64  O2    O  O      0  -0.598   5.3424   2.2388   0.7807
 B64  O7    O  O      0  -0.461   2.3492   1.1878  -0.0628
 B64  N8    N  NH1    0  -0.777   1.5598  -0.9488  -0.0163
 B64  C9    C  CR5    0   0.497   0.2025  -0.7329  -0.0300
 B64  C10   C  CR5    0  -0.476  -0.6998  -1.7854  -0.0472
 B64  S11   S  S2     0   0.281  -2.3313  -1.2272  -0.0667
 B64  C12   C  CR5    0  -0.133  -1.8181   0.4105  -0.0304
 B64  C13   C  CR15   0  -0.283  -0.4522   0.5268  -0.0179
 B64  C14   C  C      0   0.629  -0.3889  -3.1992  -0.0585
 B64  O15   O  O2     0  -0.464  -1.4828  -3.9448  -0.0800
 B64  C16   C  CH3    0  -0.421  -1.3237  -5.3643  -0.0955
 B64  O17   O  O      0  -0.472   0.7399  -3.6523  -0.0505
 B64  C18   C  CR5    0  -0.189  -2.7901   1.4790  -0.0202
 B64  C19   C  CR15   0  -0.238  -4.1259   1.4142   0.2797
 B64  C20   C  CR15   0  -0.167  -4.7725   2.6704   0.1876
 B64  C21   C  CR15   0  -0.460  -3.9227   3.6706  -0.1785
 B64  S22   S  S2     0   0.238  -2.3313   3.0949  -0.4224
 B64  CS1   C  C      0   0.547   2.5618  -0.0112  -0.0388
 B64  H2    H  H      0   0.275   5.9610  -0.4346  -0.1180
 B64  H3    H  H      0   0.262   3.9773  -1.6895   0.0491
 B64  HN8   H  HNH1   0   0.423   1.8296  -1.9246  -0.0122
 B64  H13   H  HCR5   0   0.292   0.0622   1.4729   0.0180
 B64  H16   H  HCH3   0   0.256  -2.3290  -5.7736  -0.1199
 B64  H16A  H  HCH3   0   0.243  -0.7775  -5.6927  -0.9792
 B64  H16B  H  HCH3   0   0.243  -0.8111  -5.7148   0.7997
 B64  H19   H  HCR5   0   0.273  -4.6292   0.5023   0.5721
 B64  H20   H  HCR5   0   0.276  -5.8223   2.8246   0.3892
 B64  H21   H  HCR5   0   0.305  -4.1473   4.7163  -0.3202

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
 B64  C1   C2    single    1.512  0.020  1.512
 B64  C1   O1    deloc     1.241  0.020  1.241
 B64  C2   H2    single    0.930  0.020  1.080
 B64  C3   C2    double    1.336  0.020  1.336
 B64  C3   H3    single    0.930  0.020  1.080
 B64  O2   C1    deloc     1.241  0.020  1.241
 B64  O7   CS1   double    1.218  0.020  1.218
 B64  N8   CS1   single    1.372  0.020  1.372
 B64  N8   HN8   single    0.860  0.020  1.020
 B64  C9   N8    single    1.374  0.020  1.374
 B64  C10  C9    aromatic  1.386  0.020  1.386
 B64  C10  C14   single    1.448  0.020  1.448
 B64  S11  C10   aromatic  1.724  0.020  1.724
 B64  S11  C12   aromatic  1.717  0.020  1.717
 B64  C12  C13   aromatic  1.371  0.020  1.371
 B64  C13  C9    aromatic  1.420  0.020  1.420
 B64  C13  H13   single    0.930  0.020  1.080
 B64  C14  O17   double    1.216  0.020  1.216
 B64  O15  C14   single    1.324  0.020  1.324
 B64  O15  C16   single    1.428  0.020  1.428
 B64  C16  H16   single    0.970  0.020  1.090
 B64  C16  H16A  single    0.970  0.020  1.090
 B64  C16  H16B  single    0.970  0.020  1.090
 B64  C18  C12   single    1.444  0.020  1.444
 B64  C18  C19   aromatic  1.371  0.020  1.371
 B64  C19  H19   single    0.930  0.020  1.080
 B64  C20  C19   aromatic  1.416  0.020  1.416
 B64  C20  H20   single    0.930  0.020  1.080
 B64  C21  C20   aromatic  1.363  0.020  1.363
 B64  C21  S22   aromatic  1.710  0.020  1.710
 B64  C21  H21   single    0.930  0.020  1.080
 B64  S22  C18   aromatic  1.727  0.020  1.727
 B64  CS1  C3    single    1.471  0.020  1.471

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
 B64  O2    C1   O1    128.68  3.000
 B64  O2    C1   C2    115.60  3.000
 B64  O1    C1   C2    115.54  3.000
 B64  H2    C2   C3    116.54  3.000
 B64  C3    C2   C1    128.57  3.000
 B64  H2    C2   C1    114.89  3.000
 B64  H3    C3   CS1   117.79  3.000
 B64  CS1   C3   C2    122.86  3.000
 B64  H3    C3   C2    119.34  3.000
 B64  HN8   N8   CS1   117.65  3.000
 B64  HN8   N8   C9    114.49  3.000
 B64  CS1   N8   C9    127.84  3.000
 B64  C13   C9   C10   111.94  3.000
 B64  C13   C9   N8    126.48  3.000
 B64  C10   C9   N8    121.57  3.000
 B64  C14   C10  S11   121.28  3.000
 B64  S11   C10  C9    111.72  3.000
 B64  C14   C10  C9    126.99  3.000
 B64  C12   S11  C10    91.47  3.000
 B64  C18   C12  C13   127.41  3.000
 B64  C18   C12  S11   120.31  3.000
 B64  C13   C12  S11   112.27  3.000
 B64  H13   C13  C12   123.40  3.000
 B64  H13   C13  C9    124.00  3.000
 B64  C12   C13  C9    112.58  3.000
 B64  O17   C14  O15   123.85  3.000
 B64  O15   C14  C10   111.88  3.000
 B64  O17   C14  C10   124.27  3.000
 B64  C16   O15  C14   117.89  3.000
 B64  H16B  C16  H16A  109.49  3.000
 B64  H16B  C16  H16   109.43  3.000
 B64  H16A  C16  H16   109.42  3.000
 B64  H16B  C16  O15   111.29  3.000
 B64  H16A  C16  O15   111.36  3.000
 B64  H16   C16  O15   105.77  3.000
 B64  S22   C18  C19   110.74  3.000
 B64  S22   C18  C12   120.78  3.000
 B64  C19   C18  C12   128.49  3.000
 B64  H19   C19  C20   123.57  3.000
 B64  C20   C19  C18   112.88  3.000
 B64  H19   C19  C18   123.53  3.000
 B64  H20   C20  C21   123.48  3.000
 B64  C21   C20  C19   112.58  3.000
 B64  H20   C20  C19   123.94  3.000
 B64  H21   C21  S22   120.09  3.000
 B64  H21   C21  C20   128.09  3.000
 B64  S22   C21  C20   111.82  3.000
 B64  C21   S22  C18    91.98  3.000
 B64  N8    CS1  O7    123.06  3.000
 B64  N8    CS1  C3    112.85  3.000
 B64  O7    CS1  C3    124.09  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
 B64  CONST_01  C12  S11  C10  C9      0.00   0.0  0
 B64  CONST_02  S11  C12  C13  C9      0.00   0.0  0
 B64  CONST_03  C18  C12  C13  C9    180.00   0.0  0
 B64  CONST_04  C12  C13  C9   C10     0.00   0.0  0
 B64  CONST_05  C13  C12  S11  C10     0.00   0.0  0
 B64  CONST_06  C18  C12  S11  C10   180.00   0.0  0
 B64  CONST_07  C13  C9   C10  S11     0.00   0.0  0
 B64  CONST_10  C20  C19  C18  C12   180.00   0.0  0
 B64  CONST_11  C21  S22  C18  C12   180.00   0.0  0
 B64  CONST_14  C21  C20  C19  C18     0.00   0.0  0
 B64  CONST_15  C20  C21  S22  C18     0.00   0.0  0
 B64  CONST_16  C21  S22  C18  C19     0.00   0.0  0
 B64  CONST_17  S22  C21  C20  C19     0.00   0.0  0
 B64  CONST_18  S22  C18  C19  C20     0.00   0.0  0
 B64  CONST_19  S11  C10  C9   N8    180.00   0.0  0
 B64  CONST_20  C12  C13  C9   N8    180.00   0.0  0
 B64  CONST_21  C14  C10  S11  C12   180.00   0.0  0
 B64  CONST_22  C14  C10  C9   C13   180.00   0.0  0
 B64  CONST_23  H13  C13  C9   C10   180.00   0.0  0
 B64  CONST_24  H19  C19  C18  C12     0.00   0.0  0
 B64  CONST_25  H20  C20  C19  C18   180.00   0.0  0
 B64  CONST_26  H21  C21  S22  C18   180.00   0.0  0
 B64  CONST_27  CS1  N8   C9   C10   180.00   0.0  0
 B64  CONST_28  CS1  N8   C9   C13     0.00   0.0  0
 B64  CONST_29  HN8  N8   C9   C10     0.00   0.0  0
 B64  CONST_30  C9   N8   CS1  C3    180.00   0.0  0
 B64  CONST_31  C9   N8   CS1  O7      0.00   0.0  0
 B64  Var_01    O17  C14  C10  C9      0.20  30.0  2
 B64  Var_02    CS1  C3   C2   C1     -0.40   0.0  2
 B64  Var_03    O7   CS1  C3   C2     -4.12  30.0  2
 B64  Var_04    O1   C1   C2   C3    -89.64  30.0  2
 B64  Var_05    H16  C16  O15  C14  -179.56  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
 B64  plan-1  N8   0.020
 B64  plan-1  C9   0.020
 B64  plan-1  C10  0.020
 B64  plan-1  S11  0.020
 B64  plan-1  C12  0.020
 B64  plan-1  C13  0.020
 B64  plan-1  C14  0.020
 B64  plan-1  C18  0.020
 B64  plan-1  H13  0.020
 B64  plan-2  C10  0.020
 B64  plan-2  C14  0.020
 B64  plan-2  O15  0.020
 B64  plan-2  O17  0.020
 B64  plan-3  C12  0.020
 B64  plan-3  C18  0.020
 B64  plan-3  C19  0.020
 B64  plan-3  C20  0.020
 B64  plan-3  C21  0.020
 B64  plan-3  S22  0.020
 B64  plan-3  H19  0.020
 B64  plan-3  H20  0.020
 B64  plan-3  H21  0.020
 B64  plan-4  C3   0.020
 B64  plan-4  O7   0.020
 B64  plan-4  N8   0.020
 B64  plan-4  C9   0.020
 B64  plan-4  CS1  0.020
 B64  plan-4  HN8  0.020
 B64  plan-5  C1   0.020
 B64  plan-5  C2   0.020
 B64  plan-5  O1   0.020
 B64  plan-5  O2   0.020
 B64  plan-6  C1   0.020
 B64  plan-6  C2   0.020
 B64  plan-6  C3   0.020
 B64  plan-6  CS1  0.020
 B64  plan-6  H2   0.020
 B64  plan-6  H3   0.020

