# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 19:47:26 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (2~{S})-2-azanyl-3-[4-[3,5-bis(chloranyl)-4-oxidanyl-phenoxy]-3,5-bis(chloranyl)phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cc(Cl)c(Oc2cc(Cl)c(O)c(Cl)c2)c(Cl)c1)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
 TLV  TLV  '(2~{S})-2-azanyl-3-[4-[3,5-bis(chloranyl)-4-oxidanyl-phenoxy]-3,5-bis(chloranyl)phenyl]propanoic acid'  ligand  35  24  .  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_TLV
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
 TLV  O9   O   O     0  -0.435   6.9205  -1.4717   0.5790
 TLV  C9   C   C     0   0.519   6.1558  -1.0615  -0.2570
 TLV  O10  O   OH1   0  -0.592   6.5226  -0.7366  -1.4904
 TLV  C8   C   CH1   0  -0.199   4.6646  -0.8410  -0.0279
 TLV  N8   N   NH2   0  -0.769   4.1552  -1.4847   1.1537
 TLV  C7   C   CH2   0  -0.543   4.3861   0.6741   0.0263
 TLV  C1   C   CR6   0   0.144   2.9134   0.9616   0.0446
 TLV  C2   C   CR16  0  -0.274   2.2215   1.0958  -1.1539
 TLV  C3   C   CR6   0  -0.101   0.8589   1.3392  -1.1474
 TLV  CL2  CL  CL    0  -0.084  -0.0054   1.5028  -2.6285
 TLV  C6   C   CR16  0  -0.268   2.2223   1.0716   1.2453
 TLV  C5   C   CR6   0  -0.105   0.8607   1.3193   1.2405
 TLV  CL4  CL  CL    0  -0.086  -0.0056   1.4540   2.7236
 TLV  C4   C   CR6   0   0.410   0.1629   1.4665   0.0478
 TLV  O4   O   O2    0  -0.486  -1.1600   1.7671   0.0518
 TLV  C15  C   CR6   0   0.361  -2.0688   0.7463   0.0334
 TLV  C13  C   CR16  0  -0.282  -3.4049   1.1207   0.0258
 TLV  C12  C   CR6   0  -0.137  -4.3797   0.1429   0.0074
 TLV  CL3  CL  CL    0  -0.083  -6.0421   0.5979  -0.0020
 TLV  C14  C   CR16  0  -0.289  -1.7131  -0.5906   0.0230
 TLV  C10  C   CR6   0  -0.159  -2.7163  -1.5474   0.0040
 TLV  CL1  CL  CL    0  -0.092  -2.2824  -3.2222  -0.0103
 TLV  C11  C   CR6   0   0.465  -4.0682  -1.2179  -0.0041
 TLV  O44  O   OH1   0  -0.594  -5.0665  -2.1055  -0.0216
 TLV  H1   H   HOH1  0   0.483   7.4776  -0.8607  -1.6013
 TLV  H2   H   HCH1  0   0.286   4.1385  -1.2481  -0.8974
 TLV  H3   H   HNH2  0   0.359   4.2530  -2.4890   1.0810
 TLV  H4   H   HNH2  0   0.346   4.6867  -1.2021   1.9682
 TLV  H6   H   HCH2  0   0.272   4.8609   1.0917   0.9184
 TLV  H7   H   HCH2  0   0.280   4.8390   1.1667  -0.8351
 TLV  H8   H   HCR6  0   0.283   2.7452   1.0108  -2.0975
 TLV  H9   H   HCR6  0   0.280   2.7443   0.9672   2.1864
 TLV  H10  H   HCR6  0   0.303  -3.6807   2.1669   0.0347
 TLV  H11  H   HCR6  0   0.309  -0.6789  -0.9083   0.0296
 TLV  H12  H   HOH1  0   0.477  -4.7277  -3.0103  -0.0251

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
 TLV  CL1  C10  single    1.730  0.020  1.730
 TLV  C10  C11  aromatic  1.391  0.020  1.391
 TLV  C10  C14  aromatic  1.386  0.020  1.386
 TLV  O44  C11  single    1.336  0.020  1.336
 TLV  C11  C12  aromatic  1.396  0.020  1.396
 TLV  C14  C15  aromatic  1.383  0.020  1.383
 TLV  CL2  C3   single    1.723  0.020  1.723
 TLV  C12  CL3  single    1.724  0.020  1.724
 TLV  C12  C13  aromatic  1.381  0.020  1.381
 TLV  C15  C13  aromatic  1.388  0.020  1.388
 TLV  C15  O4   single    1.367  0.020  1.367
 TLV  O4   C4   single    1.357  0.020  1.357
 TLV  C3   C4   aromatic  1.389  0.020  1.389
 TLV  C3   C2   aromatic  1.384  0.020  1.384
 TLV  C4   C5   aromatic  1.390  0.020  1.390
 TLV  C2   C1   aromatic  1.390  0.020  1.390
 TLV  C5   CL4  single    1.723  0.020  1.723
 TLV  C5   C6   aromatic  1.384  0.020  1.384
 TLV  C1   C6   aromatic  1.390  0.020  1.390
 TLV  C1   C7   single    1.501  0.020  1.501
 TLV  C7   C8   single    1.541  0.020  1.541
 TLV  C8   N8   single    1.439  0.020  1.439
 TLV  C8   C9   single    1.525  0.020  1.525
 TLV  O9   C9   double    1.205  0.020  1.205
 TLV  C9   O10  single    1.327  0.020  1.327
 TLV  O10  H1   single    0.850  0.020  0.980
 TLV  C8   H2   single    0.970  0.020  1.090
 TLV  N8   H3   single    0.890  0.020  1.040
 TLV  N8   H4   single    0.890  0.020  1.040
 TLV  C7   H6   single    0.970  0.020  1.090
 TLV  C7   H7   single    0.970  0.020  1.090
 TLV  C2   H8   single    0.930  0.020  1.080
 TLV  C6   H9   single    0.930  0.020  1.080
 TLV  C13  H10  single    0.930  0.020  1.080
 TLV  C14  H11  single    0.930  0.020  1.080
 TLV  O44  H12  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
 TLV  C8   C9   O10  112.00  3.000
 TLV  O10  C9   O9   123.55  3.000
 TLV  C8   C9   O9   124.45  3.000
 TLV  H1   O10  C9   110.32  3.000
 TLV  H2   C8   C7   107.85  3.000
 TLV  H2   C8   N8   108.41  3.000
 TLV  C7   C8   N8   110.30  3.000
 TLV  H2   C8   C9   107.27  3.000
 TLV  N8   C8   C9   113.89  3.000
 TLV  C7   C8   C9   108.91  3.000
 TLV  H4   N8   H3   106.50  3.000
 TLV  H4   N8   C8   110.48  3.000
 TLV  H3   N8   C8   110.54  3.000
 TLV  H7   C7   H6   106.95  3.000
 TLV  H7   C7   C1   109.30  3.000
 TLV  H6   C7   C1   110.06  3.000
 TLV  H7   C7   C8   109.94  3.000
 TLV  H6   C7   C8   109.00  3.000
 TLV  C1   C7   C8   111.48  3.000
 TLV  C6   C1   C2   119.31  3.000
 TLV  C6   C1   C7   120.91  3.000
 TLV  C2   C1   C7   119.76  3.000
 TLV  H8   C2   C3   119.61  3.000
 TLV  H8   C2   C1   120.20  3.000
 TLV  C3   C2   C1   120.19  3.000
 TLV  C4   C3   CL2  118.67  3.000
 TLV  C4   C3   C2   120.89  3.000
 TLV  CL2  C3   C2   120.44  3.000
 TLV  H9   C6   C5   119.69  3.000
 TLV  H9   C6   C1   120.28  3.000
 TLV  C5   C6   C1   120.03  3.000
 TLV  C4   C5   CL4  118.56  3.000
 TLV  CL4  C5   C6   120.38  3.000
 TLV  C4   C5   C6   121.06  3.000
 TLV  O4   C4   C5   120.71  3.000
 TLV  C5   C4   C3   118.51  3.000
 TLV  O4   C4   C3   120.76  3.000
 TLV  C15  O4   C4   118.87  3.000
 TLV  C14  C15  C13  120.55  3.000
 TLV  C13  C15  O4   116.03  3.000
 TLV  C14  C15  O4   123.43  3.000
 TLV  H10  C13  C12  120.32  3.000
 TLV  H10  C13  C15  120.42  3.000
 TLV  C12  C13  C15  119.26  3.000
 TLV  C11  C12  CL3  118.20  3.000
 TLV  CL3  C12  C13  119.61  3.000
 TLV  C11  C12  C13  122.19  3.000
 TLV  H11  C14  C10  119.28  3.000
 TLV  H11  C14  C15  121.97  3.000
 TLV  C10  C14  C15  118.75  3.000
 TLV  C11  C10  CL1  118.22  3.000
 TLV  C11  C10  C14  122.66  3.000
 TLV  CL1  C10  C14  119.12  3.000
 TLV  O44  C11  C10  124.66  3.000
 TLV  O44  C11  C12  118.75  3.000
 TLV  C10  C11  C12  116.59  3.000
 TLV  H12  O44  C11  111.11  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
 TLV  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 TLV  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 TLV  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 TLV  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 TLV  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 TLV  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 TLV  CONST_07  C11  C10  C14  C15    0.00   0.0  0
 TLV  CONST_08  C11  C12  C13  C15    0.00   0.0  0
 TLV  CONST_09  C10  C11  C12  C13    0.00   0.0  0
 TLV  CONST_10  C10  C14  C15  C13    0.00   0.0  0
 TLV  CONST_11  C14  C10  C11  C12    0.00   0.0  0
 TLV  CONST_12  C14  C15  C13  C12    0.00   0.0  0
 TLV  CONST_13  C3   C2   C1   C7   180.00   0.0  0
 TLV  CONST_14  C5   C6   C1   C7   180.00   0.0  0
 TLV  CONST_15  CL2  C3   C2   C1   180.00   0.0  0
 TLV  CONST_16  CL4  C5   C6   C1   180.00   0.0  0
 TLV  CONST_17  O4   C4   C3   C2   180.00   0.0  0
 TLV  CONST_18  CL4  C5   C4   C3   180.00   0.0  0
 TLV  CONST_19  C5   C4   C3   CL2  180.00   0.0  0
 TLV  CONST_20  O4   C4   C5   C6   180.00   0.0  0
 TLV  CONST_21  C10  C14  C15  O4   180.00   0.0  0
 TLV  CONST_22  C12  C13  C15  O4   180.00   0.0  0
 TLV  CONST_23  CL1  C10  C14  C15  180.00   0.0  0
 TLV  CONST_24  CL3  C12  C13  C15  180.00   0.0  0
 TLV  CONST_25  O44  C11  C12  C13  180.00   0.0  0
 TLV  CONST_26  CL1  C10  C11  C12  180.00   0.0  0
 TLV  CONST_27  C10  C11  C12  CL3  180.00   0.0  0
 TLV  CONST_28  O44  C11  C10  C14  180.00   0.0  0
 TLV  CONST_29  H9   C6   C1   C2   180.00   0.0  0
 TLV  CONST_30  H8   C2   C1   C6   180.00   0.0  0
 TLV  CONST_31  H11  C14  C15  C13  180.00   0.0  0
 TLV  CONST_32  H10  C13  C15  C14  180.00   0.0  0
 TLV  CONST_33  H1   O10  C9   O9     0.00   0.0  0
 TLV  Var_01    C14  C15  O4   C4     0.61  30.0  2
 TLV  Var_02    C2   C1   C7   C8   -88.07  30.0  2

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
 TLV  chir_01  C8  C7  N8  C9  positiv

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
 TLV  plan-1  C7   0.020
 TLV  plan-1  C1   0.020
 TLV  plan-1  C2   0.020
 TLV  plan-1  C3   0.020
 TLV  plan-1  CL2  0.020
 TLV  plan-1  C6   0.020
 TLV  plan-1  C5   0.020
 TLV  plan-1  CL4  0.020
 TLV  plan-1  C4   0.020
 TLV  plan-1  O4   0.020
 TLV  plan-1  H8   0.020
 TLV  plan-1  H9   0.020
 TLV  plan-2  O4   0.020
 TLV  plan-2  C15  0.020
 TLV  plan-2  C13  0.020
 TLV  plan-2  C12  0.020
 TLV  plan-2  CL3  0.020
 TLV  plan-2  C14  0.020
 TLV  plan-2  C10  0.020
 TLV  plan-2  CL1  0.020
 TLV  plan-2  C11  0.020
 TLV  plan-2  O44  0.020
 TLV  plan-2  H10  0.020
 TLV  plan-2  H11  0.020
 TLV  plan-3  O9   0.020
 TLV  plan-3  C9   0.020
 TLV  plan-3  O10  0.020
 TLV  plan-3  C8   0.020
 TLV  plan-3  H1   0.020

