# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 22:58:26 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: 5-(methyl{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}amino)pentanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCCCC(O)=O)c1ccc(\C=C\c2ccc(cc2)[N+]([O-])=O)cc1
#
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
 TNS  TNS  '5-(methyl{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}amino)pentanoic acid'  ligand  48  26  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_TNS
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
 TNS  O22   O  O      0  -0.446  -5.9342   8.3087   -5.4154
 TNS  C20   C  C      0   0.551  -4.8824   8.7812   -5.0616
 TNS  O21   O  OH1    0  -0.598  -4.6139  10.0821   -5.1354
 TNS  C19   C  CH2    0  -0.579  -3.7259   8.0034   -4.4978
 TNS  C18   C  CH2    0  -0.425  -4.0125   6.5219   -4.3209
 TNS  C17   C  CH2    0  -0.432  -2.8175   5.7851   -3.7288
 TNS  C16   C  CH2    0  -0.327  -3.0967   4.2920   -3.5798
 TNS  N15   N  NT     0  -0.500  -2.0187   3.5466   -2.9609
 TNS  C23   C  CH3    0  -0.546  -2.0239   3.4345   -1.5193
 TNS  C14   C  CR6    0   0.392  -0.9026   3.1955   -3.6580
 TNS  C13   C  CR16   0  -0.319  -0.7829   3.4208   -5.0492
 TNS  C12   C  CR16   0  -0.317   0.3502   3.0555   -5.7392
 TNS  C9    C  CR16   0  -0.354   0.1900   2.5713   -3.0213
 TNS  C10   C  CR16   0  -0.290   1.3138   2.2044   -3.7334
 TNS  C11   C  CR6    0   0.124   1.4399   2.4419   -5.1056
 TNS  C8    C  C1     0  -0.285   2.6636   2.0682   -5.7848
 TNS  C7    C  C1     0  -0.335   3.0041   2.3685   -7.0520
 TNS  C3    C  CR6    0   0.195   4.2454   1.9964   -7.7068
 TNS  C2    C  CR16   0  -0.336   5.2001   1.1397   -7.1362
 TNS  C4    C  CR16   0  -0.316   4.5158   2.5188   -8.9796
 TNS  C5    C  CR16   0  -0.255   5.6822   2.2200   -9.6534
 TNS  C6    C  CR6    0   0.227   6.6084   1.3760   -9.0538
 TNS  C1    C  CR16   0  -0.244   6.3701   0.8312   -7.7954
 TNS  N24   N  N      1   0.326   7.8346   1.0578   -9.7475
 TNS  O26   O  O      0  -0.390   8.0136   1.5367  -10.8455
 TNS  O25   O  O     -1  -0.390   8.6303   0.3268   -9.1998
 TNS  HO21  H  HOH1   0   0.478  -5.3742  10.5559   -5.5043
 TNS  H191  H  HCH2   0   0.276  -3.4404   8.4585   -3.5442
 TNS  H192  H  HCH2   0   0.279  -2.8673   8.1516   -5.1610
 TNS  H181  H  HCH2   0   0.231  -4.2749   6.0772   -5.2845
 TNS  H182  H  HCH2   0   0.231  -4.8803   6.3881   -3.6694
 TNS  H171  H  HCH2   0   0.232  -2.5708   6.2048   -2.7487
 TNS  H172  H  HCH2   0   0.229  -1.9386   5.9364   -4.3628
 TNS  H161  H  HCH2   0   0.247  -3.3403   3.8544   -4.5509
 TNS  H162  H  HCH2   0   0.258  -3.9870   4.1495   -2.9650
 TNS  H231  H  HCH3   0   0.260  -2.9805   3.7819   -1.1383
 TNS  H232  H  HCH3   0   0.235  -1.2381   4.0330   -1.0489
 TNS  H233  H  HCH3   0   0.242  -1.8986   2.3994   -1.1933
 TNS  H13   H  HCR6   0   0.263  -1.5823   3.8905   -5.6036
 TNS  H12   H  HCR6   0   0.252   0.3805   3.2547   -6.8035
 TNS  H9    H  HCR6   0   0.268   0.1670   2.3663   -1.9606
 TNS  H10   H  HCR6   0   0.252   2.1288   1.7256   -3.2025
 TNS  H8    H  H      0   0.256   3.3637   1.5066   -5.1730
 TNS  H7    H  H      0   0.253   2.3277   2.9625   -7.6579
 TNS  H2    H  HCR6   0   0.268   5.0286   0.6971   -6.1644
 TNS  H4    H  HCR6   0   0.269   3.7964   3.1791   -9.4468
 TNS  H5    H  HCR6   0   0.294   5.8608   2.6439  -10.6306
 TNS  H1    H  HCR6   0   0.295   7.0844   0.1682   -7.3296

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
 TNS  O22  C20   double    1.206  0.020  1.206
 TNS  C20  O21   single    1.330  0.020  1.330
 TNS  C20  C19   single    1.503  0.020  1.503
 TNS  O21  HO21  single    0.850  0.020  0.980
 TNS  C19  C18   single    1.519  0.020  1.519
 TNS  C19  H191  single    0.970  0.020  1.090
 TNS  C19  H192  single    0.970  0.020  1.090
 TNS  C18  C17   single    1.524  0.020  1.524
 TNS  C18  H181  single    0.970  0.020  1.090
 TNS  C18  H182  single    0.970  0.020  1.090
 TNS  C17  C16   single    1.526  0.020  1.526
 TNS  C17  H171  single    0.970  0.020  1.090
 TNS  C17  H172  single    0.970  0.020  1.090
 TNS  C16  N15   single    1.449  0.020  1.449
 TNS  C16  H161  single    0.970  0.020  1.090
 TNS  C16  H162  single    0.970  0.020  1.090
 TNS  N15  C23   single    1.446  0.020  1.446
 TNS  N15  C14   single    1.362  0.020  1.362
 TNS  C23  H231  single    0.970  0.020  1.090
 TNS  C23  H232  single    0.970  0.020  1.090
 TNS  C23  H233  single    0.970  0.020  1.090
 TNS  C14  C13   aromatic  1.414  0.020  1.414
 TNS  C14  C9    aromatic  1.410  0.020  1.410
 TNS  C13  C12   aromatic  1.376  0.020  1.376
 TNS  C13  H13   single    0.930  0.020  1.080
 TNS  C12  C11   aromatic  1.402  0.020  1.402
 TNS  C12  H12   single    0.930  0.020  1.080
 TNS  C9   C10   aromatic  1.380  0.020  1.380
 TNS  C9   H9    single    0.930  0.020  1.080
 TNS  C10  C11   aromatic  1.398  0.020  1.398
 TNS  C10  H10   single    0.930  0.020  1.080
 TNS  C11  C8    single    1.449  0.020  1.449
 TNS  C8   C7    double    1.346  0.020  1.346
 TNS  C8   H8    single    0.930  0.020  1.080
 TNS  C7   C3    single    1.452  0.020  1.452
 TNS  C7   H7    single    0.930  0.020  1.080
 TNS  C3   C2    aromatic  1.404  0.020  1.404
 TNS  C3   C4    aromatic  1.402  0.020  1.402
 TNS  C2   C1    aromatic  1.378  0.020  1.378
 TNS  C2   H2    single    0.930  0.020  1.080
 TNS  C4   C5    aromatic  1.380  0.020  1.380
 TNS  C4   H4    single    0.930  0.020  1.080
 TNS  C5   C6    aromatic  1.389  0.020  1.389
 TNS  C5   H5    single    0.930  0.020  1.080
 TNS  C6   C1    aromatic  1.392  0.020  1.392
 TNS  C6   N24   single    1.444  0.020  1.444
 TNS  C1   H1    single    0.930  0.020  1.080
 TNS  N24  O26   double    1.211  0.020  1.211
 TNS  N24  O25   single    1.211  0.020  1.211

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
 TNS  C19   C20  O21   111.80  3.000
 TNS  C19   C20  O22   125.32  3.000
 TNS  O21   C20  O22   122.88  3.000
 TNS  HO21  O21  C20   109.93  3.000
 TNS  H192  C19  H191  105.49  3.000
 TNS  H192  C19  C18   110.51  3.000
 TNS  H191  C19  C18   110.68  3.000
 TNS  H192  C19  C20   107.82  3.000
 TNS  H191  C19  C20   108.20  3.000
 TNS  C18   C19  C20   113.76  3.000
 TNS  H182  C18  H181  106.55  3.000
 TNS  H182  C18  C17   109.38  3.000
 TNS  H181  C18  C17   109.52  3.000
 TNS  H182  C18  C19   109.78  3.000
 TNS  H181  C18  C19   109.83  3.000
 TNS  C17   C18  C19   111.65  3.000
 TNS  H172  C17  H171  106.55  3.000
 TNS  H172  C17  C16   109.80  3.000
 TNS  H171  C17  C16   109.21  3.000
 TNS  H172  C17  C18   109.75  3.000
 TNS  H171  C17  C18   109.84  3.000
 TNS  C16   C17  C18   111.56  3.000
 TNS  H162  C16  H161  105.46  3.000
 TNS  H162  C16  N15   107.40  3.000
 TNS  H161  C16  N15   109.84  3.000
 TNS  H162  C16  C17   109.39  3.000
 TNS  H161  C16  C17   110.23  3.000
 TNS  N15   C16  C17   114.12  3.000
 TNS  C14   N15  C23   119.55  3.000
 TNS  C14   N15  C16   121.57  3.000
 TNS  C23   N15  C16   117.58  3.000
 TNS  H233  C23  H232  107.92  3.000
 TNS  H233  C23  H231  107.41  3.000
 TNS  H232  C23  H231  107.86  3.000
 TNS  H233  C23  N15   111.75  3.000
 TNS  H232  C23  N15   112.56  3.000
 TNS  H231  C23  N15   109.14  3.000
 TNS  C9    C14  C13   116.68  3.000
 TNS  C9    C14  N15   121.19  3.000
 TNS  C13   C14  N15   122.12  3.000
 TNS  H13   C13  C12   117.87  3.000
 TNS  H13   C13  C14   120.76  3.000
 TNS  C12   C13  C14   121.38  3.000
 TNS  H12   C12  C11   120.18  3.000
 TNS  H12   C12  C13   117.84  3.000
 TNS  C11   C12  C13   121.98  3.000
 TNS  H9    C9   C10   118.25  3.000
 TNS  H9    C9   C14   120.71  3.000
 TNS  C10   C9   C14   121.04  3.000
 TNS  H10   C10  C11   119.20  3.000
 TNS  H10   C10  C9    118.48  3.000
 TNS  C11   C10  C9    122.32  3.000
 TNS  C8    C11  C10   119.51  3.000
 TNS  C8    C11  C12   123.89  3.000
 TNS  C10   C11  C12   116.60  3.000
 TNS  H8    C8   C7    118.85  3.000
 TNS  H8    C8   C11   114.44  3.000
 TNS  C7    C8   C11   126.69  3.000
 TNS  H7    C7   C3    114.92  3.000
 TNS  H7    C7   C8    119.35  3.000
 TNS  C3    C7   C8    125.71  3.000
 TNS  C4    C3   C2    117.72  3.000
 TNS  C4    C3   C7    118.61  3.000
 TNS  C2    C3   C7    123.67  3.000
 TNS  H2    C2   C1    118.22  3.000
 TNS  H2    C2   C3    120.47  3.000
 TNS  C1    C2   C3    121.30  3.000
 TNS  H4    C4   C5    118.89  3.000
 TNS  H4    C4   C3    119.40  3.000
 TNS  C5    C4   C3    121.71  3.000
 TNS  H5    C5   C6    121.25  3.000
 TNS  H5    C5   C4    119.78  3.000
 TNS  C6    C5   C4    118.98  3.000
 TNS  N24   C6   C1    119.56  3.000
 TNS  N24   C6   C5    119.52  3.000
 TNS  C1    C6   C5    120.93  3.000
 TNS  H1    C1   C6    121.13  3.000
 TNS  H1    C1   C2    119.51  3.000
 TNS  C6    C1   C2    119.36  3.000
 TNS  O25   N24  O26   123.46  3.000
 TNS  O25   N24  C6    118.26  3.000
 TNS  O26   N24  C6    118.28  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
 TNS  CONST_01  C11   C12  C13  C14     0.00   0.0  0
 TNS  CONST_02  C11   C10  C9   C14     0.00   0.0  0
 TNS  CONST_03  C10   C9   C14  C13     0.00   0.0  0
 TNS  CONST_04  C10   C11  C12  C13     0.00   0.0  0
 TNS  CONST_05  C9    C14  C13  C12     0.00   0.0  0
 TNS  CONST_06  C9    C10  C11  C12     0.00   0.0  0
 TNS  CONST_07  C6    C1   C2   C3      0.00   0.0  0
 TNS  CONST_08  C6    C5   C4   C3      0.00   0.0  0
 TNS  CONST_09  C5    C4   C3   C2      0.00   0.0  0
 TNS  CONST_10  C5    C6   C1   C2      0.00   0.0  0
 TNS  CONST_11  C1    C2   C3   C4      0.00   0.0  0
 TNS  CONST_12  C1    C6   C5   C4      0.00   0.0  0
 TNS  CONST_13  C12   C13  C14  N15   180.00   0.0  0
 TNS  CONST_14  C10   C9   C14  N15   180.00   0.0  0
 TNS  CONST_15  C8    C11  C12  C13   180.00   0.0  0
 TNS  CONST_16  C8    C11  C10  C9    180.00   0.0  0
 TNS  CONST_17  C1    C2   C3   C7    180.00   0.0  0
 TNS  CONST_18  C5    C4   C3   C7    180.00   0.0  0
 TNS  CONST_19  N24   C6   C1   C2    180.00   0.0  0
 TNS  CONST_20  N24   C6   C5   C4    180.00   0.0  0
 TNS  CONST_21  H12   C12  C13  C14   180.00   0.0  0
 TNS  CONST_22  H10   C10  C9   C14   180.00   0.0  0
 TNS  CONST_23  H9    C9   C14  C13   180.00   0.0  0
 TNS  CONST_24  H13   C13  C14  C9    180.00   0.0  0
 TNS  CONST_25  H1    C1   C2   C3    180.00   0.0  0
 TNS  CONST_26  H5    C5   C4   C3    180.00   0.0  0
 TNS  CONST_27  H4    C4   C3   C2    180.00   0.0  0
 TNS  CONST_28  H2    C2   C3   C4    180.00   0.0  0
 TNS  CONST_29  C13   C14  N15  C16     0.00   0.0  0
 TNS  CONST_30  C9    C14  N15  C16   180.00   0.0  0
 TNS  CONST_31  C13   C14  N15  C23   180.00   0.0  0
 TNS  CONST_32  C9    C14  N15  C23     0.00   0.0  0
 TNS  CONST_33  O26   N24  C6   C5      0.00   0.0  0
 TNS  CONST_34  O25   N24  C6   C5    180.00   0.0  0
 TNS  CONST_35  O26   N24  C6   C1    180.00   0.0  0
 TNS  CONST_36  O25   N24  C6   C1      0.00   0.0  0
 TNS  CONST_37  HO21  O21  C20  O22     0.00   0.0  0
 TNS  Var_01    C3    C7   C8   C11   179.18   0.0  2
 TNS  Var_02    C7    C8   C11  C12     7.66  30.0  2
 TNS  Var_03    C2    C3   C7   C8      7.24  30.0  2
 TNS  Var_04    C14   N15  C16  C17   -78.01  30.0  3
 TNS  Var_05    H231  C23  N15  C14   178.47  30.0  3
 TNS  Var_06    C18   C19  C20  O22    -3.46  30.0  3
 TNS  Var_07    C17   C18  C19  C20  -179.17  30.0  3
 TNS  Var_08    C16   C17  C18  C19  -178.77  30.0  3
 TNS  Var_09    N15   C16  C17  C18  -177.17  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
 TNS  plan-1  N15   0.020
 TNS  plan-1  C14   0.020
 TNS  plan-1  C13   0.020
 TNS  plan-1  C12   0.020
 TNS  plan-1  C9    0.020
 TNS  plan-1  C10   0.020
 TNS  plan-1  C11   0.020
 TNS  plan-1  C8    0.020
 TNS  plan-1  H13   0.020
 TNS  plan-1  H12   0.020
 TNS  plan-1  H9    0.020
 TNS  plan-1  H10   0.020
 TNS  plan-2  C7    0.020
 TNS  plan-2  C3    0.020
 TNS  plan-2  C2    0.020
 TNS  plan-2  C4    0.020
 TNS  plan-2  C5    0.020
 TNS  plan-2  C6    0.020
 TNS  plan-2  C1    0.020
 TNS  plan-2  N24   0.020
 TNS  plan-2  H2    0.020
 TNS  plan-2  H4    0.020
 TNS  plan-2  H5    0.020
 TNS  plan-2  H1    0.020
 TNS  plan-3  C16   0.020
 TNS  plan-3  N15   0.020
 TNS  plan-3  C23   0.020
 TNS  plan-3  C14   0.020
 TNS  plan-4  C6    0.020
 TNS  plan-4  N24   0.020
 TNS  plan-4  O26   0.020
 TNS  plan-4  O25   0.020
 TNS  plan-5  O22   0.020
 TNS  plan-5  C20   0.020
 TNS  plan-5  O21   0.020
 TNS  plan-5  C19   0.020
 TNS  plan-5  HO21  0.020
 TNS  plan-6  C11   0.020
 TNS  plan-6  C8    0.020
 TNS  plan-6  C7    0.020
 TNS  plan-6  C3    0.020
 TNS  plan-6  H8    0.020
 TNS  plan-6  H7    0.020

