# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 00:13:45 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 4-[(4-carboxybutanoyl)amino]benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCCC(=O)Nc1ccc(C(O)=O)c(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
 K8V  K8V  '4-[(4-carboxybutanoyl)amino]benzene-1,2-dicarboxylic acid'  ligand  34  21  .  2021-08-12  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_K8V
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
 K8V  C10  C  CR6   0   0.408   0.7186  -0.9953   0.1783
 K8V  C13  C  CR6   0  -0.048   3.5146  -0.7495   0.1286
 K8V  C17  C  CR6   0  -0.004   2.6992   0.3832   0.0925
 K8V  C21  C  CR16  0  -0.328   1.3156   0.2665   0.1104
 K8V  C02  C  C     0   0.552  -6.7016   0.2421   0.0929
 K8V  C04  C  CH2   0  -0.583  -5.5174  -0.6839   0.0961
 K8V  C05  C  CH2   0  -0.420  -4.1817   0.0403   0.0630
 K8V  C06  C  CH2   0  -0.600  -3.0389  -0.9613   0.0677
 K8V  C07  C  C     0   0.568  -1.6717  -0.3173   0.0241
 K8V  C11  C  CR16  0  -0.334   1.5382  -2.1236   0.2431
 K8V  C12  C  CR16  0  -0.251   2.9126  -1.9985   0.2214
 K8V  C14  C  C     0   0.476   4.9953  -0.7061   0.0110
 K8V  C18  C  C     0   0.489   3.2961   1.7443   0.2106
 K8V  N09  N  NH1   0  -0.753  -0.6533  -1.2076   0.2111
 K8V  O01  O  O     0  -0.444  -6.6451   1.4449   0.0296
 K8V  O03  O  OH1   0  -0.597  -7.8490  -0.4261   0.1675
 K8V  O08  O  O     0  -0.455  -1.4982   0.8693  -0.1704
 K8V  O15  O  OH1   0  -0.587   5.4019   0.1307  -0.9309
 K8V  O16  O  O     0  -0.433   5.7351  -1.4084   0.6542
 K8V  O19  O  O     0  -0.428   4.2416   1.9869   0.9170
 K8V  O20  O  OH1   0  -0.582   2.6483   2.6495  -0.5028
 K8V  H1   H  HCR6  0   0.301   0.7038   1.1530   0.1033
 K8V  H2   H  HCH2  0   0.279  -5.5897  -1.3284   0.9779
 K8V  H3   H  HCH2  0   0.281  -5.6137  -1.3565  -0.7629
 K8V  H4   H  HCH2  0   0.243  -4.1221   0.6693  -0.8262
 K8V  H5   H  HCH2  0   0.242  -4.0972   0.7040   0.9254
 K8V  H6   H  HCH2  0   0.275  -3.0998  -1.6065   0.9496
 K8V  H7   H  HCH2  0   0.284  -3.1211  -1.6329  -0.7939
 K8V  H8   H  HCR6  0   0.286   1.0961  -3.1105   0.3062
 K8V  H9   H  HCR6  0   0.281   3.5225  -2.8913   0.2517
 K8V  H10  H  HNH1  0   0.423  -0.9296  -2.1682   0.3528
 K8V  H11  H  HOH1  0   0.479  -8.5935   0.1934   0.1587
 K8V  H12  H  HOH1  0   0.489   6.3704   0.1478  -0.9674
 K8V  H13  H  HOH1  0   0.492   3.0198   3.5306  -0.3428

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
 K8V  O01  C02  double    1.206  0.020  1.206
 K8V  O03  C02  single    1.330  0.020  1.330
 K8V  C02  C04  single    1.503  0.020  1.503
 K8V  C04  C05  single    1.520  0.020  1.520
 K8V  O19  C18  double    1.205  0.020  1.205
 K8V  C05  C06  single    1.520  0.020  1.520
 K8V  O16  C14  double    1.206  0.020  1.206
 K8V  O08  C07  double    1.215  0.020  1.215
 K8V  C18  C17  single    1.491  0.020  1.491
 K8V  C18  O20  single    1.322  0.020  1.322
 K8V  C17  C21  aromatic  1.389  0.020  1.389
 K8V  C17  C13  aromatic  1.396  0.020  1.396
 K8V  C14  C13  single    1.486  0.020  1.486
 K8V  C14  O15  single    1.324  0.020  1.324
 K8V  C07  C06  single    1.512  0.020  1.512
 K8V  C07  N09  single    1.365  0.020  1.365
 K8V  C21  C10  aromatic  1.398  0.020  1.398
 K8V  C13  C12  aromatic  1.390  0.020  1.390
 K8V  C10  N09  single    1.389  0.020  1.389
 K8V  C10  C11  aromatic  1.396  0.020  1.396
 K8V  C12  C11  aromatic  1.380  0.020  1.380
 K8V  C21  H1   single    0.930  0.020  1.080
 K8V  C04  H2   single    0.970  0.020  1.090
 K8V  C04  H3   single    0.970  0.020  1.090
 K8V  C05  H4   single    0.970  0.020  1.090
 K8V  C05  H5   single    0.970  0.020  1.090
 K8V  C06  H6   single    0.970  0.020  1.090
 K8V  C06  H7   single    0.970  0.020  1.090
 K8V  C11  H8   single    0.930  0.020  1.080
 K8V  C12  H9   single    0.930  0.020  1.080
 K8V  N09  H10  single    0.860  0.020  1.020
 K8V  O03  H11  single    0.850  0.020  0.980
 K8V  O15  H12  single    0.850  0.020  0.980
 K8V  O20  H13  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
 K8V  N09  C10  C11  117.09  3.000
 K8V  C11  C10  C21  118.76  3.000
 K8V  N09  C10  C21  124.14  3.000
 K8V  C14  C13  C12  117.60  3.000
 K8V  C12  C13  C17  118.55  3.000
 K8V  C14  C13  C17  123.79  3.000
 K8V  C18  C17  C21  118.33  3.000
 K8V  C21  C17  C13  120.89  3.000
 K8V  C18  C17  C13  120.32  3.000
 K8V  H1   C21  C17  119.79  3.000
 K8V  H1   C21  C10  120.04  3.000
 K8V  C17  C21  C10  120.14  3.000
 K8V  O03  C02  O01  122.99  3.000
 K8V  O03  C02  C04  111.72  3.000
 K8V  O01  C02  C04  125.29  3.000
 K8V  H3   C04  H2   105.34  3.000
 K8V  H3   C04  C05  110.66  3.000
 K8V  H2   C04  C05  110.86  3.000
 K8V  H3   C04  C02  107.90  3.000
 K8V  H2   C04  C02  108.20  3.000
 K8V  C05  C04  C02  113.50  3.000
 K8V  H5   C05  H4   106.81  3.000
 K8V  H5   C05  C06  109.88  3.000
 K8V  H4   C05  C06  109.97  3.000
 K8V  H5   C05  C04  109.91  3.000
 K8V  H4   C05  C04  109.90  3.000
 K8V  C06  C05  C04  110.29  3.000
 K8V  H7   C06  H6   105.56  3.000
 K8V  H7   C06  C07  107.84  3.000
 K8V  H6   C06  C07  108.95  3.000
 K8V  H7   C06  C05  110.19  3.000
 K8V  H6   C06  C05  110.44  3.000
 K8V  C07  C06  C05  113.53  3.000
 K8V  O08  C07  N09  123.52  3.000
 K8V  N09  C07  C06  113.13  3.000
 K8V  O08  C07  C06  123.35  3.000
 K8V  H8   C11  C12  119.34  3.000
 K8V  H8   C11  C10  119.96  3.000
 K8V  C12  C11  C10  120.70  3.000
 K8V  H9   C12  C11  119.09  3.000
 K8V  H9   C12  C13  119.96  3.000
 K8V  C11  C12  C13  120.93  3.000
 K8V  O16  C14  O15  124.00  3.000
 K8V  O15  C14  C13  112.38  3.000
 K8V  O16  C14  C13  123.51  3.000
 K8V  O20  C18  O19  124.26  3.000
 K8V  O20  C18  C17  112.72  3.000
 K8V  O19  C18  C17  122.98  3.000
 K8V  H10  N09  C07  115.82  3.000
 K8V  H10  N09  C10  114.78  3.000
 K8V  C07  N09  C10  129.34  3.000
 K8V  H11  O03  C02  109.96  3.000
 K8V  H12  O15  C14  110.17  3.000
 K8V  H13  O20  C18  110.21  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
 K8V  CONST_01  C13  C17  C21  C10     0.00   0.0  0
 K8V  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 K8V  CONST_03  C11  C10  C21  C17     0.00   0.0  0
 K8V  CONST_04  C11  C12  C13  C17     0.00   0.0  0
 K8V  CONST_05  C12  C13  C17  C21     0.00   0.0  0
 K8V  CONST_06  C12  C11  C10  C21     0.00   0.0  0
 K8V  CONST_07  C18  C17  C21  C10   180.00   0.0  0
 K8V  CONST_08  N09  C10  C21  C17   180.00   0.0  0
 K8V  CONST_09  C14  C13  C17  C21   180.00   0.0  0
 K8V  CONST_10  C14  C13  C12  C11   180.00   0.0  0
 K8V  CONST_11  C18  C17  C13  C12   180.00   0.0  0
 K8V  CONST_12  N09  C10  C11  C12   180.00   0.0  0
 K8V  CONST_13  H9   C12  C11  C10   180.00   0.0  0
 K8V  CONST_14  H1   C21  C17  C13   180.00   0.0  0
 K8V  CONST_15  H8   C11  C12  C13   180.00   0.0  0
 K8V  CONST_16  C07  N09  C10  C21     0.00   0.0  0
 K8V  CONST_17  C11  C10  N09  C07   180.00   0.0  0
 K8V  CONST_18  H10  N09  C10  C21   180.00   0.0  0
 K8V  CONST_19  O08  C07  N09  C10     0.00   0.0  0
 K8V  CONST_20  C06  C07  N09  C10   180.00   0.0  0
 K8V  CONST_21  H12  O15  C14  C13   180.00   0.0  0
 K8V  CONST_22  H13  O20  C18  C17   180.00   0.0  0
 K8V  CONST_23  H11  O03  C02  C04   180.00   0.0  0
 K8V  Var_01    O19  C18  C17  C13   -36.12  30.0  3
 K8V  Var_02    O16  C14  C13  C17   140.87  30.0  2
 K8V  Var_03    C06  C05  C04  C02  -179.98  30.0  3
 K8V  Var_04    C07  C06  C05  C04   179.51  30.0  3
 K8V  Var_05    O01  C02  C04  C05     2.19  30.0  3
 K8V  Var_06    O08  C07  C06  C05    -9.03  30.0  1

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
 K8V  plan-1  C10  0.020
 K8V  plan-1  C13  0.020
 K8V  plan-1  C17  0.020
 K8V  plan-1  C21  0.020
 K8V  plan-1  C11  0.020
 K8V  plan-1  C12  0.020
 K8V  plan-1  C14  0.020
 K8V  plan-1  C18  0.020
 K8V  plan-1  N09  0.020
 K8V  plan-1  H1   0.020
 K8V  plan-1  H8   0.020
 K8V  plan-1  H9   0.020
 K8V  plan-2  C10  0.020
 K8V  plan-2  C06  0.020
 K8V  plan-2  C07  0.020
 K8V  plan-2  N09  0.020
 K8V  plan-2  O08  0.020
 K8V  plan-2  H10  0.020
 K8V  plan-3  C02  0.020
 K8V  plan-3  C04  0.020
 K8V  plan-3  O01  0.020
 K8V  plan-3  O03  0.020
 K8V  plan-3  H11  0.020
 K8V  plan-4  C13  0.020
 K8V  plan-4  C14  0.020
 K8V  plan-4  O15  0.020
 K8V  plan-4  O16  0.020
 K8V  plan-4  H12  0.020
 K8V  plan-5  C17  0.020
 K8V  plan-5  C18  0.020
 K8V  plan-5  O19  0.020
 K8V  plan-5  O20  0.020
 K8V  plan-5  H13  0.020

