# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 20:44:43 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: ~{N}-(3-chloranyl-4-ethoxy-phenyl)ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1ccc(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
 EE8  EE8  ~{N}-(3-chloranyl-4-ethoxy-phenyl)ethanamide  ligand  26  14  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EE8
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
 EE8  C1   C   CR6   0   0.352   1.4756   0.0052   0.1137
 EE8  C2   C   CR16  0  -0.303   0.5802   1.0764   0.1583
 EE8  C3   C   CR16  0  -0.301   0.9607  -1.2855   0.0420
 EE8  C13  C   CH2   0  -0.191  -3.2218  -1.8499   0.0197
 EE8  C14  C   CH3   0  -0.680  -4.7235  -1.6998   0.0375
 EE8  N4   N   NH1   0  -0.739   2.8372   0.3269   0.1556
 EE8  C5   C   CR6   0  -0.145  -0.7804   0.8553   0.1368
 EE8  C6   C   CR16  0  -0.382  -0.4134  -1.4931   0.0201
 EE8  C7   C   C     0   0.514   3.9144  -0.4913   0.0578
 EE8  C8   C   CR6   0   0.449  -1.3134  -0.4350   0.0683
 EE8  CL9  CL  CL    0  -0.110  -1.8616   2.2029   0.1968
 EE8  C10  C   CH3   0  -0.782   5.2438   0.2096   0.1771
 EE8  O11  O   O     0  -0.477   3.8375  -1.6979  -0.1021
 EE8  O12  O   O2    0  -0.458  -2.6483  -0.5476   0.0554
 EE8  H1   H   HCR6  0   0.290   0.9495   2.0932   0.2115
 EE8  H2   H   HCR6  0   0.289   1.6130  -2.1416   0.0051
 EE8  H3   H   HCH2  0   0.228  -2.8831  -2.4311   0.8836
 EE8  H4   H   HCH2  0   0.228  -2.8979  -2.3772  -0.8835
 EE8  H5   H   HCH3  0   0.236  -5.0631  -1.1980   0.9435
 EE8  H6   H   HCH3  0   0.236  -5.0795  -1.1398  -0.8271
 EE8  H7   H   HCH3  0   0.239  -5.1827  -2.6874   0.0094
 EE8  H8   H   HNH1  0   0.417   3.0338   1.3080   0.2774
 EE8  H9   H   HCR6  0   0.291  -0.7691  -2.5130  -0.0348
 EE8  H10  H   HCH3  0   0.254   5.1717   1.2943   0.2239
 EE8  H11  H   HCH3  0   0.273   5.7491  -0.1386   1.0786
 EE8  H12  H   HCH3  0   0.271   5.8717  -0.0604  -0.6711

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
 EE8  CL9  C5   single    1.729  0.020  1.729
 EE8  C14  C13  single    1.509  0.020  1.509
 EE8  O12  C8   single    1.340  0.020  1.340
 EE8  O12  C13  single    1.424  0.020  1.424
 EE8  C5   C8   aromatic  1.398  0.020  1.398
 EE8  C5   C2   aromatic  1.379  0.020  1.379
 EE8  C8   C6   aromatic  1.390  0.020  1.390
 EE8  C2   C1   aromatic  1.397  0.020  1.397
 EE8  C6   C3   aromatic  1.390  0.020  1.390
 EE8  C1   C3   aromatic  1.391  0.020  1.391
 EE8  C1   N4   single    1.400  0.020  1.400
 EE8  N4   C7   single    1.356  0.020  1.356
 EE8  C7   O11  double    1.220  0.020  1.220
 EE8  C7   C10  single    1.508  0.020  1.508
 EE8  C2   H1   single    0.930  0.020  1.080
 EE8  C3   H2   single    0.930  0.020  1.080
 EE8  C13  H3   single    0.970  0.020  1.090
 EE8  C13  H4   single    0.970  0.020  1.090
 EE8  C14  H5   single    0.970  0.020  1.090
 EE8  C14  H6   single    0.970  0.020  1.090
 EE8  C14  H7   single    0.970  0.020  1.090
 EE8  N4   H8   single    0.860  0.020  1.020
 EE8  C6   H9   single    0.930  0.020  1.080
 EE8  C10  H10  single    0.970  0.020  1.090
 EE8  C10  H11  single    0.970  0.020  1.090
 EE8  C10  H12  single    0.970  0.020  1.090

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
 EE8  N4   C1   C3   125.08  3.000
 EE8  N4   C1   C2   116.51  3.000
 EE8  C3   C1   C2   118.41  3.000
 EE8  H1   C2   C5   119.20  3.000
 EE8  H1   C2   C1   120.19  3.000
 EE8  C5   C2   C1   120.61  3.000
 EE8  H2   C3   C6   118.66  3.000
 EE8  H2   C3   C1   121.00  3.000
 EE8  C6   C3   C1   120.35  3.000
 EE8  H4   C13  H3   107.69  3.000
 EE8  H4   C13  O12  110.01  3.000
 EE8  H3   C13  O12  109.95  3.000
 EE8  H4   C13  C14  110.61  3.000
 EE8  H3   C13  C14  110.56  3.000
 EE8  O12  C13  C14  108.03  3.000
 EE8  H7   C14  H6   107.91  3.000
 EE8  H7   C14  H5   107.91  3.000
 EE8  H6   C14  H5   108.73  3.000
 EE8  H7   C14  C13  109.20  3.000
 EE8  H6   C14  C13  111.51  3.000
 EE8  H5   C14  C13  111.45  3.000
 EE8  H8   N4   C7   116.16  3.000
 EE8  H8   N4   C1   114.65  3.000
 EE8  C7   N4   C1   129.18  3.000
 EE8  CL9  C5   C8   118.87  3.000
 EE8  C8   C5   C2   121.68  3.000
 EE8  CL9  C5   C2   119.45  3.000
 EE8  H9   C6   C8   120.44  3.000
 EE8  H9   C6   C3   117.83  3.000
 EE8  C8   C6   C3   121.73  3.000
 EE8  O11  C7   C10  121.74  3.000
 EE8  C10  C7   N4   114.47  3.000
 EE8  O11  C7   N4   123.79  3.000
 EE8  O12  C8   C6   125.51  3.000
 EE8  C6   C8   C5   117.23  3.000
 EE8  O12  C8   C5   117.26  3.000
 EE8  H12  C10  H11  107.31  3.000
 EE8  H12  C10  H10  108.59  3.000
 EE8  H11  C10  H10  108.27  3.000
 EE8  H12  C10  C7   109.35  3.000
 EE8  H11  C10  C7   109.00  3.000
 EE8  H10  C10  C7   114.11  3.000
 EE8  C8   O12  C13  118.59  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
 EE8  CONST_01  C8   C5   C2   C1      0.00   0.0  0
 EE8  CONST_02  C8   C6   C3   C1      0.00   0.0  0
 EE8  CONST_03  C6   C8   C5   C2      0.00   0.0  0
 EE8  CONST_04  C6   C3   C1   C2      0.00   0.0  0
 EE8  CONST_05  C5   C8   C6   C3      0.00   0.0  0
 EE8  CONST_06  C5   C2   C1   C3      0.00   0.0  0
 EE8  CONST_07  CL9  C5   C2   C1    180.00   0.0  0
 EE8  CONST_08  O12  C8   C5   C2    180.00   0.0  0
 EE8  CONST_09  O12  C8   C6   C3    180.00   0.0  0
 EE8  CONST_10  C5   C2   C1   N4    180.00   0.0  0
 EE8  CONST_11  C6   C3   C1   N4    180.00   0.0  0
 EE8  CONST_12  CL9  C5   C8   C6    180.00   0.0  0
 EE8  CONST_13  H9   C6   C3   C1    180.00   0.0  0
 EE8  CONST_14  H2   C3   C1   C2    180.00   0.0  0
 EE8  CONST_15  H1   C2   C1   C3    180.00   0.0  0
 EE8  CONST_16  C7   N4   C1   C2    180.00   0.0  0
 EE8  CONST_17  C7   N4   C1   C3      0.00   0.0  0
 EE8  CONST_18  H8   N4   C1   C2      0.00   0.0  0
 EE8  CONST_19  O11  C7   N4   C1      0.00   0.0  0
 EE8  CONST_20  C10  C7   N4   C1    180.00   0.0  0
 EE8  Var_01    C5   C8   O12  C13  -178.46  30.0  2
 EE8  Var_02    H3   C13  O12  C8     58.24  30.0  3
 EE8  Var_03    H10  C10  C7   N4     -5.97  30.0  3
 EE8  Var_04    H5   C14  C13  O12   -60.95  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
 EE8  plan-1  C1   0.020
 EE8  plan-1  C2   0.020
 EE8  plan-1  C3   0.020
 EE8  plan-1  N4   0.020
 EE8  plan-1  C5   0.020
 EE8  plan-1  C6   0.020
 EE8  plan-1  C8   0.020
 EE8  plan-1  CL9  0.020
 EE8  plan-1  O12  0.020
 EE8  plan-1  H1   0.020
 EE8  plan-1  H2   0.020
 EE8  plan-1  H9   0.020
 EE8  plan-2  C1   0.020
 EE8  plan-2  N4   0.020
 EE8  plan-2  C7   0.020
 EE8  plan-2  C10  0.020
 EE8  plan-2  O11  0.020
 EE8  plan-2  H8   0.020

