# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:11:05 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: 5-carbamoyl-1,1':4',1''-terphenyl-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cc(cc(c1)c2ccc(cc2)c3ccccc3)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
 201  201  '5-carbamoyl-1,1':4',1''-terphenyl-3-carboxylic acid'  ligand  38  24  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_201
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
 201  C4    C  CR6    0  -0.064   3.3668  -1.2053  -0.1037
 201  C2    C  CR16   0  -0.363   1.9782  -1.1925  -0.0919
 201  C3    C  CR6    0   0.134   1.2613   0.0038  -0.0678
 201  C1    C  CR16   0  -0.355   1.9674   1.2034  -0.0543
 201  C7    C  CR6    0   0.004   3.3582   1.2131  -0.0472
 201  C6    C  CR16   0  -0.351   4.0494   0.0056  -0.0797
 201  C23   C  CR6    0   0.080  -0.2149   0.0009  -0.0528
 201  C8    C  CR16   0  -0.296  -0.9249  -0.9735   0.6499
 201  C12   C  CR16   0  -0.297  -2.3091  -0.9742   0.6700
 201  C16   C  CR6    0   0.080  -3.0414  -0.0018  -0.0131
 201  C13   C  CR16   0  -0.298  -2.3306   0.9709  -0.7180
 201  C9    C  CR16   0  -0.297  -0.9462   0.9724  -0.7372
 201  C17   C  CR6    0   0.093  -4.5174  -0.0020   0.0103
 201  C19   C  CR16   0  -0.313  -5.2329   1.1973   0.0198
 201  C22   C  CR16   0  -0.239  -6.6198   1.1975   0.0435
 201  C21   C  CR16   0  -0.267  -7.3192  -0.0022   0.0593
 201  C20   C  CR16   0  -0.239  -6.6195  -1.2018   0.0505
 201  C18   C  CR16   0  -0.313  -5.2327  -1.2013   0.0252
 201  C5    C  C      0   0.411   4.1335  -2.5241  -0.1502
 201  C11   C  C      0   0.493   4.0441   2.5435  -0.0114
 201  O3    O  O      0  -0.484   3.4461   3.5702  -0.3068
 201  N1    N  NH2    0  -0.817   5.3337   2.5421   0.3584
 201  O1    O  OC    -1  -0.589   5.3759  -2.4417  -0.1629
 201  O2    O  O      0  -0.588   3.4490  -3.5635  -0.1676
 201  H2    H  HCR6   0   0.249   1.4481  -2.1359  -0.1244
 201  H1    H  HCR6   0   0.257   1.4312   2.1430  -0.0196
 201  H6    H  HCR6   0   0.245   5.1311  -0.0250  -0.1075
 201  H8    H  HCR6   0   0.257  -0.3926  -1.7297   1.2132
 201  H12   H  HCR6   0   0.256  -2.8229  -1.7301   1.2506
 201  H13   H  HCR6   0   0.256  -2.8612   1.7267  -1.2834
 201  H9    H  HCR6   0   0.256  -0.4320   1.7289  -1.3168
 201  H19   H  HCR6   0   0.254  -4.7029   2.1415   0.0296
 201  H22   H  HCR6   0   0.258  -7.1551   2.1382   0.0574
 201  H21   H  HCR6   0   0.258  -8.4011  -0.0022   0.0787
 201  H20   H  HCR6   0   0.258  -7.1549  -2.1425   0.0560
 201  H18   H  HCR6   0   0.254  -4.7029  -2.1455  -0.0033
 201  HN11  H  HNH2   0   0.404   5.8242   3.4174   0.4433
 201  HN12  H  HNH2   0   0.413   5.7896   1.7301   0.7361

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
 201  C4   C2    aromatic  1.389  0.020  1.389
 201  C4   C6    aromatic  1.390  0.020  1.390
 201  C4   C5    single    1.526  0.020  1.526
 201  C2   C3    aromatic  1.395  0.020  1.395
 201  C2   H2    single    0.930  0.020  1.080
 201  C3   C1    aromatic  1.392  0.020  1.392
 201  C3   C23   single    1.476  0.020  1.476
 201  C1   C7    aromatic  1.391  0.020  1.391
 201  C1   H1    single    0.930  0.020  1.080
 201  C7   C6    aromatic  1.392  0.020  1.392
 201  C7   C11   single    1.497  0.020  1.497
 201  C6   H6    single    0.930  0.020  1.080
 201  C23  C8    aromatic  1.395  0.020  1.395
 201  C23  C9    aromatic  1.395  0.020  1.395
 201  C8   C12   aromatic  1.384  0.020  1.384
 201  C8   H8    single    0.930  0.020  1.080
 201  C12  C16   aromatic  1.396  0.020  1.396
 201  C12  H12   single    0.930  0.020  1.080
 201  C16  C13   aromatic  1.396  0.020  1.396
 201  C16  C17   single    1.476  0.020  1.476
 201  C13  C9    aromatic  1.385  0.020  1.385
 201  C13  H13   single    0.930  0.020  1.080
 201  C9   H9    single    0.930  0.020  1.080
 201  C17  C19   aromatic  1.397  0.020  1.397
 201  C17  C18   aromatic  1.397  0.020  1.397
 201  C19  C22   aromatic  1.387  0.020  1.387
 201  C19  H19   single    0.930  0.020  1.080
 201  C22  C21   aromatic  1.389  0.020  1.389
 201  C22  H22   single    0.930  0.020  1.080
 201  C21  C20   aromatic  1.389  0.020  1.389
 201  C21  H21   single    0.930  0.020  1.080
 201  C20  C18   aromatic  1.387  0.020  1.387
 201  C20  H20   single    0.930  0.020  1.080
 201  C18  H18   single    0.930  0.020  1.080
 201  C5   O1    deloc     1.245  0.020  1.245
 201  C5   O2    deloc     1.245  0.020  1.245
 201  C11  O3    double    1.224  0.020  1.224
 201  C11  N1    single    1.342  0.020  1.342
 201  N1   HN11  single    0.860  0.020  1.020
 201  N1   HN12  single    0.860  0.020  1.020

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
 201  C5    C4   C6    120.43  3.000
 201  C5    C4   C2    120.70  3.000
 201  C6    C4   C2    118.87  3.000
 201  H2    C2   C3    119.75  3.000
 201  H2    C2   C4    118.77  3.000
 201  C3    C2   C4    121.46  3.000
 201  C23   C3   C1    120.59  3.000
 201  C23   C3   C2    120.82  3.000
 201  C1    C3   C2    118.59  3.000
 201  H1    C1   C7    119.29  3.000
 201  H1    C1   C3    119.81  3.000
 201  C7    C1   C3    120.88  3.000
 201  C11   C7   C6    122.96  3.000
 201  C11   C7   C1    117.67  3.000
 201  C6    C7   C1    119.37  3.000
 201  H6    C6   C7    121.42  3.000
 201  H6    C6   C4    117.75  3.000
 201  C7    C6   C4    120.81  3.000
 201  C9    C23  C8    117.81  3.000
 201  C9    C23  C3    121.18  3.000
 201  C8    C23  C3    121.02  3.000
 201  H8    C8   C12   118.92  3.000
 201  H8    C8   C23   119.97  3.000
 201  C12   C8   C23   121.09  3.000
 201  H12   C12  C16   119.99  3.000
 201  H12   C12  C8    118.85  3.000
 201  C16   C12  C8    121.14  3.000
 201  C17   C16  C13   121.15  3.000
 201  C17   C16  C12   121.11  3.000
 201  C13   C16  C12   117.74  3.000
 201  H13   C13  C9    118.81  3.000
 201  H13   C13  C16   120.04  3.000
 201  C9    C13  C16   121.12  3.000
 201  H9    C9   C13   118.88  3.000
 201  H9    C9   C23   120.01  3.000
 201  C13   C9   C23   121.10  3.000
 201  C18   C17  C19   118.35  3.000
 201  C18   C17  C16   120.83  3.000
 201  C19   C17  C16   120.82  3.000
 201  H19   C19  C22   119.28  3.000
 201  H19   C19  C17   119.87  3.000
 201  C22   C19  C17   120.84  3.000
 201  H22   C22  C21   120.10  3.000
 201  H22   C22  C19   119.66  3.000
 201  C21   C22  C19   120.24  3.000
 201  H21   C21  C20   120.25  3.000
 201  H21   C21  C22   120.25  3.000
 201  C20   C21  C22   119.50  3.000
 201  H20   C20  C18   119.67  3.000
 201  H20   C20  C21   120.09  3.000
 201  C18   C20  C21   120.23  3.000
 201  H18   C18  C20   119.29  3.000
 201  H18   C18  C17   119.86  3.000
 201  C20   C18  C17   120.84  3.000
 201  O2    C5   O1    127.15  3.000
 201  O2    C5   C4    116.47  3.000
 201  O1    C5   C4    116.38  3.000
 201  N1    C11  O3    122.47  3.000
 201  N1    C11  C7    116.48  3.000
 201  O3    C11  C7    121.04  3.000
 201  HN12  N1   HN11  116.72  3.000
 201  HN12  N1   C11   122.73  3.000
 201  HN11  N1   C11   119.38  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
 201  CONST_01  C1    C3   C2   C4     0.00   0.0  0
 201  CONST_02  C23   C3   C2   C4   180.00   0.0  0
 201  CONST_03  C1    C7   C6   C4     0.00   0.0  0
 201  CONST_04  C7    C6   C4   C2     0.00   0.0  0
 201  CONST_05  C7    C1   C3   C2     0.00   0.0  0
 201  CONST_08  C6    C4   C2   C3     0.00   0.0  0
 201  CONST_09  C6    C7   C1   C3     0.00   0.0  0
 201  CONST_10  C12   C8   C23  C3   180.00   0.0  0
 201  CONST_11  C13   C9   C23  C3   180.00   0.0  0
 201  CONST_14  C23   C3   C1   C7   180.00   0.0  0
 201  CONST_15  C16   C12  C8   C23    0.00   0.0  0
 201  CONST_16  C16   C13  C9   C23    0.00   0.0  0
 201  CONST_17  C13   C9   C23  C8     0.00   0.0  0
 201  CONST_18  C13   C16  C12  C8     0.00   0.0  0
 201  CONST_19  C17   C16  C12  C8   180.00   0.0  0
 201  CONST_20  C9    C23  C8   C12    0.00   0.0  0
 201  CONST_21  C9    C13  C16  C12    0.00   0.0  0
 201  CONST_24  C22   C19  C17  C16  180.00   0.0  0
 201  CONST_25  C20   C18  C17  C16  180.00   0.0  0
 201  CONST_28  C17   C16  C13  C9   180.00   0.0  0
 201  CONST_29  C21   C22  C19  C17    0.00   0.0  0
 201  CONST_30  C21   C20  C18  C17    0.00   0.0  0
 201  CONST_31  C20   C18  C17  C19    0.00   0.0  0
 201  CONST_32  C20   C21  C22  C19    0.00   0.0  0
 201  CONST_33  C18   C17  C19  C22    0.00   0.0  0
 201  CONST_34  C18   C20  C21  C22    0.00   0.0  0
 201  CONST_35  C11   C7   C6   C4   180.00   0.0  0
 201  CONST_36  C5    C4   C2   C3   180.00   0.0  0
 201  CONST_37  C11   C7   C1   C3   180.00   0.0  0
 201  CONST_38  C5    C4   C6   C7   180.00   0.0  0
 201  CONST_39  H6    C6   C4   C2   180.00   0.0  0
 201  CONST_40  H1    C1   C3   C2   180.00   0.0  0
 201  CONST_41  H8    C8   C23  C3     0.00   0.0  0
 201  CONST_42  H9    C9   C23  C3     0.00   0.0  0
 201  CONST_43  H2    C2   C3   C1   180.00   0.0  0
 201  CONST_44  H12   C12  C8   C23  180.00   0.0  0
 201  CONST_45  H13   C13  C9   C23  180.00   0.0  0
 201  CONST_46  H19   C19  C17  C16    0.00   0.0  0
 201  CONST_47  H18   C18  C17  C16    0.00   0.0  0
 201  CONST_48  H22   C22  C19  C17  180.00   0.0  0
 201  CONST_49  H20   C20  C18  C17  180.00   0.0  0
 201  CONST_50  H21   C21  C22  C19  180.00   0.0  0
 201  CONST_51  HN11  N1   C11  C7   180.00   0.0  0
 201  CONST_52  HN12  N1   C11  C7     0.00   0.0  0
 201  Var_01    O1    C5   C4   C2   179.74  30.0  2
 201  Var_02    O3    C11  C7   C1   -17.60  30.0  2

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
 201  plan-1  C4    0.020
 201  plan-1  C2    0.020
 201  plan-1  C3    0.020
 201  plan-1  C1    0.020
 201  plan-1  C7    0.020
 201  plan-1  C6    0.020
 201  plan-1  C23   0.020
 201  plan-1  C5    0.020
 201  plan-1  C11   0.020
 201  plan-1  H2    0.020
 201  plan-1  H1    0.020
 201  plan-1  H6    0.020
 201  plan-2  C3    0.020
 201  plan-2  C23   0.020
 201  plan-2  C8    0.020
 201  plan-2  C12   0.020
 201  plan-2  C16   0.020
 201  plan-2  C13   0.020
 201  plan-2  C9    0.020
 201  plan-2  C17   0.020
 201  plan-2  H8    0.020
 201  plan-2  H12   0.020
 201  plan-2  H13   0.020
 201  plan-2  H9    0.020
 201  plan-3  C16   0.020
 201  plan-3  C17   0.020
 201  plan-3  C19   0.020
 201  plan-3  C22   0.020
 201  plan-3  C21   0.020
 201  plan-3  C20   0.020
 201  plan-3  C18   0.020
 201  plan-3  H19   0.020
 201  plan-3  H22   0.020
 201  plan-3  H21   0.020
 201  plan-3  H20   0.020
 201  plan-3  H18   0.020
 201  plan-4  C7    0.020
 201  plan-4  C11   0.020
 201  plan-4  O3    0.020
 201  plan-4  N1    0.020
 201  plan-4  HN11  0.020
 201  plan-4  HN12  0.020
 201  plan-5  C4    0.020
 201  plan-5  C5    0.020
 201  plan-5  O1    0.020
 201  plan-5  O2    0.020

