# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 21:41:45 2021
#   Inital geometry file: a 95 line input string
#   Ligand name: ~{N}-(4-aminocarbonylphenyl)-~{N}-methyl-2,4-bis(oxidanyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C(=O)c1ccc(O)cc1O)c2ccc(cc2)C(N)=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
 NL8  NL8  ~{N}-(4-aminocarbonylphenyl)-~{N}-methyl-2,4-bis(oxidanyl)benzamide  ligand  35  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NL8
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
 NL8  C14  C  CR16  0  -0.237  31.8191   7.6710  24.2848
 NL8  C12  C  CH3   0  -0.537  31.7375   8.1731  27.7284
 NL8  C13  C  CR6   0   0.247  32.5079   8.1258  25.4027
 NL8  C15  C  CR16  0  -0.277  32.4893   6.9772  23.2911
 NL8  C16  C  CR6   0  -0.040  33.8513   6.7109  23.4044
 NL8  C19  C  C     0   0.490  34.6297   5.9926  22.3478
 NL8  O21  O  O     0  -0.480  35.8412   6.1372  22.2555
 NL8  N20  N  NH2   0  -0.812  33.9269   5.2043  21.5206
 NL8  C17  C  CR16  0  -0.266  34.5315   7.1623  24.5330
 NL8  C18  C  CR16  0  -0.257  33.8672   7.8563  25.5279
 NL8  N11  N  NT    0  -0.544  31.8309   8.8315  26.4289
 NL8  C09  C  C     0   0.568  30.9870   9.8677  26.1872
 NL8  O10  O  O     0  -0.520  30.1004  10.1386  27.0056
 NL8  C04  C  CR6   0  -0.225  31.1353  10.6856  24.9678
 NL8  C05  C  CR16  0  -0.228  32.3446  10.8603  24.2887
 NL8  C06  C  CR16  0  -0.402  32.4449  11.6367  23.1564
 NL8  C01  C  CR6   0   0.379  31.2994  12.2687  22.6600
 NL8  O07  O  OH1   0  -0.620  31.3195  13.0191  21.5504
 NL8  C02  C  CR16  0  -0.435  30.0916  12.1508  23.3318
 NL8  C03  C  CR6   0   0.371  30.0075  11.3932  24.4954
 NL8  O08  O  OH1   0  -0.632  28.8300  11.3622  25.1219
 NL8  H15  H  HCR6  0   0.277  30.7595   7.8636  24.1803
 NL8  H12  H  HCH3  0   0.257  31.7255   8.9060  28.5308
 NL8  H13  H  HCH3  0   0.251  30.8405   7.5557  27.7988
 NL8  H14  H  HCH3  0   0.260  32.6050   7.5335  27.8620
 NL8  H16  H  HCR6  0   0.265  31.9274   6.6591  22.4227
 NL8  H21  H  HNH2  0   0.406  34.4085   4.6821  20.8065
 NL8  H20  H  HNH2  0   0.413  32.9656   4.9631  21.6863
 NL8  H17  H  HCR6  0   0.267  35.5912   6.9730  24.6363
 NL8  H18  H  HCR6  0   0.278  34.4121   8.2097  26.3943
 NL8  H05  H  HCR6  0   0.276  33.2458  10.3951  24.6615
 NL8  H06  H  HCR6  0   0.275  33.4016  11.7557  22.6629
 NL8  H07  H  HOH1  0   0.480  32.2066  13.0466  21.1737
 NL8  H02  H  HCR6  0   0.274  29.2135  12.6721  22.9706
 NL8  H08  H  HOH1  0   0.476  28.9769  10.9372  25.9954

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
 NL8  O07  C01  single    1.340  0.020  1.340
 NL8  N20  C19  single    1.341  0.020  1.341
 NL8  O21  C19  double    1.224  0.020  1.224
 NL8  C19  C16  single    1.496  0.020  1.496
 NL8  C01  C02  aromatic  1.387  0.020  1.387
 NL8  C01  C06  aromatic  1.399  0.020  1.399
 NL8  C02  C03  aromatic  1.391  0.020  1.391
 NL8  C06  C05  aromatic  1.377  0.020  1.377
 NL8  C16  C15  aromatic  1.392  0.020  1.392
 NL8  C16  C17  aromatic  1.393  0.020  1.393
 NL8  C15  C14  aromatic  1.385  0.020  1.385
 NL8  C03  O08  single    1.334  0.020  1.334
 NL8  C03  C04  aromatic  1.413  0.020  1.413
 NL8  C14  C13  aromatic  1.390  0.020  1.390
 NL8  C17  C18  aromatic  1.383  0.020  1.383
 NL8  C05  C04  aromatic  1.398  0.020  1.398
 NL8  C04  C09  single    1.476  0.020  1.476
 NL8  C13  C18  aromatic  1.391  0.020  1.391
 NL8  C13  N11  single    1.418  0.020  1.418
 NL8  C09  N11  single    1.358  0.020  1.358
 NL8  C09  O10  double    1.237  0.020  1.237
 NL8  N11  C12  single    1.460  0.020  1.460
 NL8  C14  H15  single    0.930  0.020  1.080
 NL8  C12  H12  single    0.970  0.020  1.090
 NL8  C12  H13  single    0.970  0.020  1.090
 NL8  C12  H14  single    0.970  0.020  1.090
 NL8  C15  H16  single    0.930  0.020  1.080
 NL8  N20  H21  single    0.860  0.020  1.020
 NL8  N20  H20  single    0.860  0.020  1.020
 NL8  C17  H17  single    0.930  0.020  1.080
 NL8  C18  H18  single    0.930  0.020  1.080
 NL8  C05  H05  single    0.930  0.020  1.080
 NL8  C06  H06  single    0.930  0.020  1.080
 NL8  O07  H07  single    0.850  0.020  0.980
 NL8  C02  H02  single    0.930  0.020  1.080
 NL8  O08  H08  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
 NL8  H15  C14  C15  119.59  3.000
 NL8  H15  C14  C13  120.32  3.000
 NL8  C15  C14  C13  120.09  3.000
 NL8  H14  C12  H13  108.40  3.000
 NL8  H14  C12  H12  108.37  3.000
 NL8  H13  C12  H12  108.96  3.000
 NL8  H14  C12  N11  108.91  3.000
 NL8  H13  C12  N11  111.42  3.000
 NL8  H12  C12  N11  110.71  3.000
 NL8  N11  C13  C18  119.86  3.000
 NL8  N11  C13  C14  120.57  3.000
 NL8  C18  C13  C14  119.55  3.000
 NL8  H16  C15  C16  121.12  3.000
 NL8  H16  C15  C14  118.16  3.000
 NL8  C16  C15  C14  120.72  3.000
 NL8  C17  C16  C19  118.28  3.000
 NL8  C17  C16  C15  118.79  3.000
 NL8  C19  C16  C15  122.91  3.000
 NL8  N20  C19  O21  122.80  3.000
 NL8  O21  C19  C16  120.77  3.000
 NL8  N20  C19  C16  116.43  3.000
 NL8  H20  N20  H21  116.73  3.000
 NL8  H20  N20  C19  122.72  3.000
 NL8  H21  N20  C19  119.43  3.000
 NL8  H17  C17  C18  119.33  3.000
 NL8  H17  C17  C16  119.94  3.000
 NL8  C18  C17  C16  120.73  3.000
 NL8  H18  C18  C17  119.85  3.000
 NL8  H18  C18  C13  120.03  3.000
 NL8  C17  C18  C13  120.11  3.000
 NL8  C09  N11  C13  123.21  3.000
 NL8  C09  N11  C12  117.57  3.000
 NL8  C13  N11  C12  116.77  3.000
 NL8  C04  C09  O10  119.83  3.000
 NL8  O10  C09  N11  119.66  3.000
 NL8  C04  C09  N11  120.50  3.000
 NL8  C03  C04  C05  117.75  3.000
 NL8  C05  C04  C09  123.89  3.000
 NL8  C03  C04  C09  118.27  3.000
 NL8  H05  C05  C06  117.76  3.000
 NL8  H05  C05  C04  120.01  3.000
 NL8  C06  C05  C04  122.22  3.000
 NL8  H06  C06  C01  120.79  3.000
 NL8  H06  C06  C05  120.08  3.000
 NL8  C01  C06  C05  119.14  3.000
 NL8  C02  C01  O07  117.51  3.000
 NL8  C02  C01  C06  120.17  3.000
 NL8  O07  C01  C06  122.31  3.000
 NL8  H07  O07  C01  110.70  3.000
 NL8  H02  C02  C03  119.48  3.000
 NL8  H02  C02  C01  120.23  3.000
 NL8  C03  C02  C01  120.27  3.000
 NL8  O08  C03  C02  117.31  3.000
 NL8  O08  C03  C04  122.41  3.000
 NL8  C02  C03  C04  120.28  3.000
 NL8  H08  O08  C03  107.19  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
 NL8  CONST_01  C17  C16  C15  C14    0.00   0.0  0
 NL8  CONST_02  C17  C18  C13  C14    0.00   0.0  0
 NL8  CONST_03  C16  C15  C14  C13    0.00   0.0  0
 NL8  CONST_04  C16  C17  C18  C13    0.00   0.0  0
 NL8  CONST_05  C18  C17  C16  C15    0.00   0.0  0
 NL8  CONST_06  C18  C13  C14  C15    0.00   0.0  0
 NL8  CONST_07  C01  C02  C03  C04    0.00   0.0  0
 NL8  CONST_08  C01  C06  C05  C04    0.00   0.0  0
 NL8  CONST_09  C02  C01  C06  C05    0.00   0.0  0
 NL8  CONST_10  C02  C03  C04  C05    0.00   0.0  0
 NL8  CONST_11  C03  C02  C01  C06    0.00   0.0  0
 NL8  CONST_12  C03  C04  C05  C06    0.00   0.0  0
 NL8  CONST_13  C19  C16  C15  C14  180.00   0.0  0
 NL8  CONST_14  N11  C13  C14  C15  180.00   0.0  0
 NL8  CONST_15  C18  C17  C16  C19  180.00   0.0  0
 NL8  CONST_16  N11  C13  C18  C17  180.00   0.0  0
 NL8  CONST_17  C02  C03  C04  C09  180.00   0.0  0
 NL8  CONST_18  C06  C05  C04  C09  180.00   0.0  0
 NL8  CONST_19  O07  C01  C06  C05  180.00   0.0  0
 NL8  CONST_20  O08  C03  C04  C05  180.00   0.0  0
 NL8  CONST_21  O08  C03  C02  C01  180.00   0.0  0
 NL8  CONST_22  C03  C02  C01  O07  180.00   0.0  0
 NL8  CONST_23  H18  C18  C13  C14  180.00   0.0  0
 NL8  CONST_24  H16  C15  C14  C13  180.00   0.0  0
 NL8  CONST_25  H17  C17  C18  C13  180.00   0.0  0
 NL8  CONST_26  H15  C14  C15  C16  180.00   0.0  0
 NL8  CONST_27  H02  C02  C03  C04  180.00   0.0  0
 NL8  CONST_28  H06  C06  C05  C04  180.00   0.0  0
 NL8  CONST_29  H05  C05  C06  C01  180.00   0.0  0
 NL8  CONST_35  C04  C09  N11  C12  180.00   0.0  0
 NL8  CONST_37  H21  N20  C19  C16  180.00   0.0  0
 NL8  CONST_38  H20  N20  C19  C16    0.00   0.0  0
 NL8  CONST_39  O10  C09  N11  C12    0.00   0.0  0
 NL8  Var_01    N20  C19  C16  C15  -23.00  30.0  2
 NL8  Var_02    C03  C04  C09  N11  156.78  30.0  2
 NL8  Var_03    H12  C12  N11  C13  149.05  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
 NL8  plan-1  C14  0.020
 NL8  plan-1  C13  0.020
 NL8  plan-1  C15  0.020
 NL8  plan-1  C16  0.020
 NL8  plan-1  C19  0.020
 NL8  plan-1  C17  0.020
 NL8  plan-1  C18  0.020
 NL8  plan-1  N11  0.020
 NL8  plan-1  H15  0.020
 NL8  plan-1  H16  0.020
 NL8  plan-1  H17  0.020
 NL8  plan-1  H18  0.020
 NL8  plan-2  C09  0.020
 NL8  plan-2  C04  0.020
 NL8  plan-2  C05  0.020
 NL8  plan-2  C06  0.020
 NL8  plan-2  C01  0.020
 NL8  plan-2  O07  0.020
 NL8  plan-2  C02  0.020
 NL8  plan-2  C03  0.020
 NL8  plan-2  O08  0.020
 NL8  plan-2  H05  0.020
 NL8  plan-2  H06  0.020
 NL8  plan-2  H02  0.020
 NL8  plan-3  C16  0.020
 NL8  plan-3  C19  0.020
 NL8  plan-3  O21  0.020
 NL8  plan-3  N20  0.020
 NL8  plan-3  H21  0.020
 NL8  plan-3  H20  0.020
 NL8  plan-4  C12  0.020
 NL8  plan-4  C13  0.020
 NL8  plan-4  N11  0.020
 NL8  plan-4  C09  0.020
 NL8  plan-4  O10  0.020
 NL8  plan-4  C04  0.020

