# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 12:11:30 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: ~{N}-(3-chloranyl-4-methoxy-phenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(NC(C)=O)cc1Cl
#
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
 8NB  8NB  ~{N}-(3-chloranyl-4-methoxy-phenyl)ethanamide  ligand  23  13  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8NB
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
 8NB  C4   C   CR16  0  -0.275  -0.3477  -0.6041   0.0930
 8NB  C5   C   CR6   0  -0.136   1.0345  -0.6105   0.1490
 8NB  C6   C   CR6   0   0.438   1.7939   0.5583   0.0846
 8NB  C7   C   CH3   0  -0.439   3.9145   1.6046   0.0356
 8NB  C8   C   C     0   0.513  -3.3685  -0.2322  -0.0187
 8NB  C9   C   CH3   0  -0.782  -4.7810   0.2850  -0.1145
 8NB  C3   C   CR6   0   0.351  -1.0246   0.6095  -0.0315
 8NB  C1   C   CR16  0  -0.378   1.1056   1.7617  -0.0363
 8NB  C2   C   CR16  0  -0.329  -0.2776   1.7833  -0.0929
 8NB  O1   O   O2    0  -0.456   3.1275   0.4334   0.1440
 8NB  CL1  CL  CL    0  -0.109   1.8579  -2.1245   0.3024
 8NB  O2   O   O     0  -0.477  -3.1233  -1.4150   0.1497
 8NB  H1   H   HCR6  0   0.300  -0.8828  -1.5379   0.1447
 8NB  H2   H   HCH3  0   0.233   3.7226   2.3024   0.8546
 8NB  H3   H   HCH3  0   0.263   4.9513   1.2826   0.0846
 8NB  H4   H   HCH3  0   0.232   3.7487   2.1195  -0.9139
 8NB  H5   H   HCH3  0   0.255  -4.8500   1.2855  -0.5371
 8NB  H6   H   HCH3  0   0.269  -5.3781  -0.3940  -0.7201
 8NB  H7   H   HCH3  0   0.275  -5.2213   0.3096   0.8838
 8NB  H8   H   HNH1  0   0.417  -2.7487   1.6719  -0.2476
 8NB  H9   H   HCR6  0   0.293   1.6392   2.7011  -0.0898
 8NB  H10  H   HCR6  0   0.279  -0.7798   2.7384  -0.1889
 8NB  N1   N   NH1   0  -0.736  -2.4162   0.7296  -0.1109

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
 8NB  C7  O1   single    1.415  0.020  1.415
 8NB  O1  C6   single    1.341  0.020  1.341
 8NB  C1  C6   aromatic  1.392  0.020  1.392
 8NB  C1  C2   aromatic  1.385  0.020  1.385
 8NB  C6  C5   aromatic  1.395  0.020  1.395
 8NB  C2  C3   aromatic  1.393  0.020  1.393
 8NB  C5  CL1  single    1.730  0.020  1.730
 8NB  C5  C4   aromatic  1.383  0.020  1.383
 8NB  C3  C4   aromatic  1.395  0.020  1.395
 8NB  C3  N1   single    1.399  0.020  1.399
 8NB  O2  C8   double    1.220  0.020  1.220
 8NB  N1  C8   single    1.357  0.020  1.357
 8NB  C8  C9   single    1.507  0.020  1.507
 8NB  C4  H1   single    0.930  0.020  1.080
 8NB  C7  H2   single    0.970  0.020  1.090
 8NB  C7  H3   single    0.970  0.020  1.090
 8NB  C7  H4   single    0.970  0.020  1.090
 8NB  C9  H5   single    0.970  0.020  1.090
 8NB  C9  H6   single    0.970  0.020  1.090
 8NB  C9  H7   single    0.970  0.020  1.090
 8NB  N1  H8   single    0.860  0.020  1.020
 8NB  C1  H9   single    0.930  0.020  1.080
 8NB  C2  H10  single    0.930  0.020  1.080

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
 8NB  H1   C4  C3  121.14  3.000
 8NB  H1   C4  C5  119.35  3.000
 8NB  C3   C4  C5  119.50  3.000
 8NB  CL1  C5  C6  118.56  3.000
 8NB  CL1  C5  C4  118.89  3.000
 8NB  C6   C5  C4  122.55  3.000
 8NB  O1   C6  C1  125.19  3.000
 8NB  C1   C6  C5  117.34  3.000
 8NB  O1   C6  C5  117.47  3.000
 8NB  H4   C7  H3  108.88  3.000
 8NB  H4   C7  H2  108.88  3.000
 8NB  H3   C7  H2  108.84  3.000
 8NB  H4   C7  O1  111.84  3.000
 8NB  H3   C7  O1  106.37  3.000
 8NB  H2   C7  O1  111.92  3.000
 8NB  O2   C8  N1  123.76  3.000
 8NB  N1   C8  C9  114.22  3.000
 8NB  O2   C8  C9  122.01  3.000
 8NB  H7   C9  H6  107.56  3.000
 8NB  H7   C9  H5  107.99  3.000
 8NB  H6   C9  H5  108.83  3.000
 8NB  H7   C9  C8  109.12  3.000
 8NB  H6   C9  C8  109.60  3.000
 8NB  H5   C9  C8  113.55  3.000
 8NB  C2   C3  N1  117.30  3.000
 8NB  N1   C3  C4  124.22  3.000
 8NB  C2   C3  C4  118.48  3.000
 8NB  H9   C1  C2  118.51  3.000
 8NB  H9   C1  C6  120.76  3.000
 8NB  C2   C1  C6  120.74  3.000
 8NB  H10  C2  C1  118.71  3.000
 8NB  H10  C2  C3  119.89  3.000
 8NB  C1   C2  C3  121.40  3.000
 8NB  C7   O1  C6  118.20  3.000
 8NB  H8   N1  C3  114.57  3.000
 8NB  H8   N1  C8  116.12  3.000
 8NB  C3   N1  C8  129.31  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
 8NB  CONST_01  C1   C6  C5  C4    0.00   0.0  0
 8NB  CONST_02  C1   C2  C3  C4    0.00   0.0  0
 8NB  CONST_03  C2   C1  C6  C5    0.00   0.0  0
 8NB  CONST_04  C2   C3  C4  C5    0.00   0.0  0
 8NB  CONST_05  C3   C2  C1  C6    0.00   0.0  0
 8NB  CONST_06  C3   C4  C5  C6    0.00   0.0  0
 8NB  CONST_07  O1   C6  C5  C4  180.00   0.0  0
 8NB  CONST_08  N1   C3  C4  C5  180.00   0.0  0
 8NB  CONST_09  C1   C2  C3  N1  180.00   0.0  0
 8NB  CONST_10  CL1  C5  C4  C3  180.00   0.0  0
 8NB  CONST_11  CL1  C5  C6  C1  180.00   0.0  0
 8NB  CONST_12  O1   C6  C1  C2  180.00   0.0  0
 8NB  CONST_13  H10  C2  C3  C4  180.00   0.0  0
 8NB  CONST_14  H9   C1  C6  C5  180.00   0.0  0
 8NB  CONST_15  H1   C4  C5  C6  180.00   0.0  0
 8NB  CONST_16  C8   N1  C3  C4    0.00   0.0  0
 8NB  CONST_17  C2   C3  N1  C8  180.00   0.0  0
 8NB  CONST_18  H8   N1  C3  C4  180.00   0.0  0
 8NB  CONST_19  C3   N1  C8  C9  180.00   0.0  0
 8NB  CONST_20  O2   C8  N1  C3    0.00   0.0  0
 8NB  Var_01    C1   C6  O1  C7   -2.04  30.0  2
 8NB  Var_02    H2   C7  O1  C6   62.51  30.0  3
 8NB  Var_03    H5   C9  C8  N1   17.44  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
 8NB  plan-1  C4   0.020
 8NB  plan-1  C5   0.020
 8NB  plan-1  C6   0.020
 8NB  plan-1  C3   0.020
 8NB  plan-1  C1   0.020
 8NB  plan-1  C2   0.020
 8NB  plan-1  O1   0.020
 8NB  plan-1  CL1  0.020
 8NB  plan-1  H1   0.020
 8NB  plan-1  H9   0.020
 8NB  plan-1  H10  0.020
 8NB  plan-1  N1   0.020
 8NB  plan-2  C8   0.020
 8NB  plan-2  C9   0.020
 8NB  plan-2  C3   0.020
 8NB  plan-2  O2   0.020
 8NB  plan-2  H8   0.020
 8NB  plan-2  N1   0.020

