# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 30 12:47:00 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 2-(2-carboxyethyl)-5-chloro-4-nitro-L-phenylalanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cc(Cl)c(cc1CCC(O)=O)[N+]([O-])=O)C(O)=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
 TZG  TZG  2-(2-carboxyethyl)-5-chloro-4-nitro-L-phenylalanine  ligand  34  21  .  2022-07-22  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TZG
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
 TZG  N1    N   N      1   0.321   3.7580   1.3199  -0.0544
 TZG  C4    C   CR16   0  -0.243   0.9985  -1.1954   0.1610
 TZG  C5    C   CR6    0  -0.065   2.2762  -0.6633   0.2166
 TZG  C6    C   CR6    0   0.312   2.4538   0.6843  -0.0694
 TZG  C7    C   CH2    0  -0.513  -1.4963  -0.9988  -0.2189
 TZG  C8    C   CH1    0  -0.239  -1.6115  -2.5138  -0.0264
 TZG  C10   C   CH2    0  -0.580  -1.6801   2.4512   0.4471
 TZG  C12   C   C      0   0.531  -3.0860  -2.8780   0.1323
 TZG  O5    O   OH1    0  -0.591  -3.5897  -2.4280   1.2746
 TZG  N2    N   NH2    0  -0.770  -0.9583  -3.2097  -1.1039
 TZG  C3    C   CR6    0   0.089  -0.1041  -0.4218  -0.1840
 TZG  CL1   CL  CL     0  -0.071   3.5574  -1.7017   0.7116
 TZG  O1    O   O     -1  -0.373   3.8138   2.4624   0.3370
 TZG  O2    O   O      0  -0.364   4.7048   0.6859  -0.4490
 TZG  C1    C   CR16   0  -0.324   1.3617   1.4715  -0.3976
 TZG  C2    C   CR6    0   0.111   0.0849   0.9399  -0.4717
 TZG  C9    C   CH2    0  -0.542  -1.0537   1.8620  -0.8140
 TZG  C11   C   C      0   0.557  -2.8342   3.3709   0.1564
 TZG  O7    O   O      0  -0.442  -3.2434   3.6420  -0.9446
 TZG  O6    O   OH1    0  -0.595  -3.3627   3.8614   1.2719
 TZG  H4    H   HCR6   0   0.290   0.8812  -2.2454   0.3816
 TZG  H7    H   HCH2   0   0.273  -1.9622  -0.7380  -1.1744
 TZG  H7A   H   HCH2   0   0.281  -2.0913  -0.4929   0.5451
 TZG  H8    H   HCH1   0   0.280  -1.1236  -2.7894   0.9149
 TZG  H10   H   HCH2   0   0.290  -2.0336   1.6642   1.1189
 TZG  H10A  H   HCH2   0   0.297  -0.9314   3.0070   1.0189
 TZG  HO5   H   HOH1   0   0.485  -4.5293  -2.6567   1.3425
 TZG  HN2   H   HNH2   0   0.359  -0.9881  -4.2095  -0.9531
 TZG  HN2A  H   HNH2   0   0.349  -1.4353  -3.0349  -1.9799
 TZG  H1    H   HCR6   0   0.293   1.5098   2.5202  -0.6209
 TZG  H9    H   HCH2   0   0.267  -1.8111   1.3437  -1.4029
 TZG  H9A   H   HCH2   0   0.276  -0.6786   2.6721  -1.4407
 TZG  HO6   H   HOH1   0   0.480  -4.1050   4.4467   1.0594
 TZG  O4    O   O      0  -0.431  -3.7231  -3.5008  -0.6780

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
 TZG  N1   C6    single    1.451  0.020  1.451
 TZG  N1   O1    single    1.209  0.020  1.209
 TZG  N1   O2    double    1.206  0.020  1.206
 TZG  C4   C5    aromatic  1.385  0.020  1.385
 TZG  C4   C3    aromatic  1.390  0.020  1.390
 TZG  C5   C6    aromatic  1.389  0.020  1.389
 TZG  C5   CL1   single    1.722  0.020  1.722
 TZG  C6   C1    aromatic  1.386  0.020  1.386
 TZG  C7   C8    single    1.531  0.020  1.531
 TZG  C7   C3    single    1.507  0.020  1.507
 TZG  C8   C12   single    1.527  0.020  1.527
 TZG  C8   N2    single    1.439  0.020  1.439
 TZG  C10  C9    single    1.526  0.020  1.526
 TZG  C10  C11   single    1.504  0.020  1.504
 TZG  O4   C12   double    1.204  0.020  1.204
 TZG  C12  O5    single    1.327  0.020  1.327
 TZG  C3   C2    aromatic  1.405  0.020  1.405
 TZG  C1   C2    aromatic  1.385  0.020  1.385
 TZG  C2   C9    single    1.505  0.020  1.505
 TZG  C11  O7    double    1.205  0.020  1.205
 TZG  C11  O6    single    1.328  0.020  1.328
 TZG  C4   H4    single    0.930  0.020  1.080
 TZG  C7   H7    single    0.970  0.020  1.090
 TZG  C7   H7A   single    0.970  0.020  1.090
 TZG  C8   H8    single    0.970  0.020  1.090
 TZG  C10  H10   single    0.970  0.020  1.090
 TZG  C10  H10A  single    0.970  0.020  1.090
 TZG  O5   HO5   single    0.850  0.020  0.980
 TZG  N2   HN2   single    0.890  0.020  1.040
 TZG  N2   HN2A  single    0.890  0.020  1.040
 TZG  C1   H1    single    0.930  0.020  1.080
 TZG  C9   H9    single    0.970  0.020  1.090
 TZG  C9   H9A   single    0.970  0.020  1.090
 TZG  O6   HO6   single    0.850  0.020  0.980

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
 TZG  O2    N1   O1   124.51  3.000
 TZG  O2    N1   C6   118.17  3.000
 TZG  O1    N1   C6   117.31  3.000
 TZG  H4    C4   C3   120.38  3.000
 TZG  H4    C4   C5   117.76  3.000
 TZG  C3    C4   C5   121.85  3.000
 TZG  CL1   C5   C6   123.30  3.000
 TZG  CL1   C5   C4   117.79  3.000
 TZG  C6    C5   C4   118.84  3.000
 TZG  C1    C6   C5   119.94  3.000
 TZG  C1    C6   N1   117.52  3.000
 TZG  C5    C6   N1   122.54  3.000
 TZG  H7A   C7   H7   105.56  3.000
 TZG  H7A   C7   C3   108.03  3.000
 TZG  H7    C7   C3   108.79  3.000
 TZG  H7A   C7   C8   109.22  3.000
 TZG  H7    C7   C8   108.27  3.000
 TZG  C3    C7   C8   116.44  3.000
 TZG  H8    C8   N2   108.63  3.000
 TZG  H8    C8   C12  106.30  3.000
 TZG  N2    C8   C12  113.62  3.000
 TZG  H8    C8   C7   108.87  3.000
 TZG  N2    C8   C7   110.49  3.000
 TZG  C12   C8   C7   108.76  3.000
 TZG  H10A  C10  H10  105.42  3.000
 TZG  H10A  C10  C11  108.39  3.000
 TZG  H10   C10  C11  108.10  3.000
 TZG  H10A  C10  C9   110.31  3.000
 TZG  H10   C10  C9   111.25  3.000
 TZG  C11   C10  C9   113.03  3.000
 TZG  O5    C12  O4   123.62  3.000
 TZG  O5    C12  C8   112.03  3.000
 TZG  O4    C12  C8   124.34  3.000
 TZG  HO5   O5   C12  110.38  3.000
 TZG  HN2A  N2   HN2  106.60  3.000
 TZG  HN2A  N2   C8   110.50  3.000
 TZG  HN2   N2   C8   110.66  3.000
 TZG  C2    C3   C7   119.38  3.000
 TZG  C2    C3   C4   118.91  3.000
 TZG  C7    C3   C4   121.68  3.000
 TZG  H1    C1   C2   119.14  3.000
 TZG  H1    C1   C6   119.44  3.000
 TZG  C2    C1   C6   121.41  3.000
 TZG  C9    C2   C1   118.33  3.000
 TZG  C9    C2   C3   122.61  3.000
 TZG  C1    C2   C3   119.03  3.000
 TZG  H9A   C9   H9   106.35  3.000
 TZG  H9A   C9   C2   109.00  3.000
 TZG  H9    C9   C2   110.92  3.000
 TZG  H9A   C9   C10  109.22  3.000
 TZG  H9    C9   C10  110.16  3.000
 TZG  C2    C9   C10  111.05  3.000
 TZG  O6    C11  O7   123.30  3.000
 TZG  O6    C11  C10  111.64  3.000
 TZG  O7    C11  C10  125.06  3.000
 TZG  HO6   O6   C11  110.10  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
 TZG  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 TZG  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 TZG  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 TZG  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 TZG  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 TZG  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 TZG  CONST_07  C4   C5   C6   N1    180.00   0.0  0
 TZG  CONST_08  C2   C1   C6   N1    180.00   0.0  0
 TZG  CONST_09  C9   C2   C3   C4    180.00   0.0  0
 TZG  CONST_10  C7   C3   C4   C5    180.00   0.0  0
 TZG  CONST_11  C9   C2   C1   C6    180.00   0.0  0
 TZG  CONST_12  C1   C2   C3   C7    180.00   0.0  0
 TZG  CONST_13  CL1  C5   C4   C3    180.00   0.0  0
 TZG  CONST_14  C1   C6   C5   CL1   180.00   0.0  0
 TZG  CONST_15  H1   C1   C6   C5    180.00   0.0  0
 TZG  CONST_16  H4   C4   C5   C6    180.00   0.0  0
 TZG  CONST_21  HO5  O5   C12  C8    180.00   0.0  0
 TZG  CONST_22  HO6  O6   C11  C10   180.00   0.0  0
 TZG  Var_01    C8   C7   C3   C4     -7.36  30.0  1
 TZG  Var_02    C3   C2   C9   C10    86.80  30.0  1
 TZG  Var_03    C11  C10  C9   C2   -179.42  30.0  1
 TZG  Var_04    O7   C11  C10  C9     -0.37  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 TZG  chir_01  C8  C7  C12  N2  negativ

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
 TZG  plan-1  N1   0.020
 TZG  plan-1  C4   0.020
 TZG  plan-1  C5   0.020
 TZG  plan-1  C6   0.020
 TZG  plan-1  C7   0.020
 TZG  plan-1  C3   0.020
 TZG  plan-1  CL1  0.020
 TZG  plan-1  C1   0.020
 TZG  plan-1  C2   0.020
 TZG  plan-1  C9   0.020
 TZG  plan-1  H4   0.020
 TZG  plan-1  H1   0.020
 TZG  plan-2  N1   0.020
 TZG  plan-2  C6   0.020
 TZG  plan-2  O1   0.020
 TZG  plan-2  O2   0.020
 TZG  plan-3  C8   0.020
 TZG  plan-3  C12  0.020
 TZG  plan-3  O5   0.020
 TZG  plan-3  HO5  0.020
 TZG  plan-3  O4   0.020
 TZG  plan-4  C10  0.020
 TZG  plan-4  C11  0.020
 TZG  plan-4  O7   0.020
 TZG  plan-4  O6   0.020
 TZG  plan-4  HO6  0.020

