# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 13:10:11 2021
#   Inital geometry file: a 60 line input string
#   Ligand name: N-(4-chloro-2-methylphenyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc(Cl)cc1C
#
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
 XM4  XM4  N-(4-chloro-2-methylphenyl)acetamide  ligand  22  12  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_XM4
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
 XM4  N1   N   NH1   0  -0.730  17.0331   -8.0046  92.6915
 XM4  C4   C   CR16  0  -0.281  16.0407  -10.0870  93.4725
 XM4  C5   C   CR16  0  -0.235  15.9080  -11.4634  93.3845
 XM4  C6   C   CR6   0  -0.035  16.6366  -12.1474  92.4273
 XM4  C7   C   CR16  0  -0.266  17.4884  -11.4766  91.5656
 XM4  C8   C   CR6   0   0.062  17.6166  -10.0940  91.6354
 XM4  C2   C   C     0   0.496  16.0240   -7.1002  92.8247
 XM4  C3   C   CR6   0   0.308  16.8811   -9.3976  92.6036
 XM4  CL1  CL  CL    0  -0.134  16.4875  -13.8716  92.3056
 XM4  O1   O   O     0  -0.468  14.8570   -7.4205  92.9511
 XM4  H4   H   HNH1  0   0.415  17.9551   -7.6356  92.5127
 XM4  H5   H   HCR6  0   0.275  15.4967   -9.5583  94.2410
 XM4  H6   H   HCR6  0   0.279  15.2533  -11.9901  94.0652
 XM4  H7   H   HCR6  0   0.274  18.0498  -12.0271  90.8217
 XM4  H2   H   HCH3  0   0.267  15.6970   -5.0056  93.1266
 XM4  H3   H   HCH3  0   0.263  17.3821   -5.5038  93.3611
 XM4  H1   H   HCH3  0   0.274  16.7149   -5.3946  91.7366
 XM4  H9   H   HCH3  0   0.255  17.9811   -8.6043  90.1241
 XM4  H10  H   HCH3  0   0.253  19.3394   -8.8646  91.2080
 XM4  H8   H   HCH3  0   0.262  18.9713  -10.0542  89.9704
 XM4  C9   C   CH3   0  -0.743  18.5224   -9.3680  90.6858
 XM4  C1   C   CH3   0  -0.790  16.4823   -5.6657  92.7681

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
 XM4  C1  C2   single    1.507  0.020  1.507
 XM4  C2  N1   single    1.362  0.020  1.362
 XM4  N1  C3   single    1.404  0.020  1.404
 XM4  C3  C4   aromatic  1.392  0.020  1.392
 XM4  C4  C5   aromatic  1.386  0.020  1.386
 XM4  C5  C6   aromatic  1.384  0.020  1.384
 XM4  C6  C7   aromatic  1.385  0.020  1.385
 XM4  C7  C8   aromatic  1.390  0.020  1.390
 XM4  C8  C9   single    1.500  0.020  1.500
 XM4  C2  O1   double    1.217  0.020  1.217
 XM4  C3  C8   aromatic  1.401  0.020  1.401
 XM4  N1  H4   single    0.860  0.020  1.020
 XM4  C4  H5   single    0.930  0.020  1.080
 XM4  C5  H6   single    0.930  0.020  1.080
 XM4  C7  H7   single    0.930  0.020  1.080
 XM4  C1  H2   single    0.970  0.020  1.090
 XM4  C1  H3   single    0.970  0.020  1.090
 XM4  C1  H1   single    0.970  0.020  1.090
 XM4  C9  H9   single    0.970  0.020  1.090
 XM4  C9  H10  single    0.970  0.020  1.090
 XM4  C9  H8   single    0.970  0.020  1.090
 XM4  C6  CL1  single    1.735  0.020  1.735

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
 XM4  H4   N1  C3   116.78  3.000
 XM4  H4   N1  C2   116.85  3.000
 XM4  C3   N1  C2   125.80  3.000
 XM4  H5   C4  C3   120.41  3.000
 XM4  H5   C4  C5   118.90  3.000
 XM4  C3   C4  C5   120.68  3.000
 XM4  H6   C5  C6   120.90  3.000
 XM4  H6   C5  C4   120.12  3.000
 XM4  C6   C5  C4   118.98  3.000
 XM4  CL1  C6  C7   119.38  3.000
 XM4  CL1  C6  C5   119.64  3.000
 XM4  C7   C6  C5   120.99  3.000
 XM4  H7   C7  C8   119.50  3.000
 XM4  H7   C7  C6   120.02  3.000
 XM4  C8   C7  C6   120.47  3.000
 XM4  C9   C8  C3   120.93  3.000
 XM4  C3   C8  C7   118.72  3.000
 XM4  C9   C8  C7   120.35  3.000
 XM4  O1   C2  C1   123.10  3.000
 XM4  O1   C2  N1   123.10  3.000
 XM4  C1   C2  N1   113.78  3.000
 XM4  C8   C3  C4   120.15  3.000
 XM4  C8   C3  N1   118.65  3.000
 XM4  C4   C3  N1   121.18  3.000
 XM4  H8   C9  H10  107.24  3.000
 XM4  H8   C9  H9   107.91  3.000
 XM4  H10  C9  H9   107.12  3.000
 XM4  H8   C9  C8   111.11  3.000
 XM4  H10  C9  C8   111.84  3.000
 XM4  H9   C9  C8   111.40  3.000
 XM4  H1   C1  H3   107.54  3.000
 XM4  H1   C1  H2   108.35  3.000
 XM4  H3   C1  H2   109.08  3.000
 XM4  H1   C1  C2   109.68  3.000
 XM4  H3   C1  C2   111.85  3.000
 XM4  H2   C1  C2   110.25  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
 XM4  CONST_01  C7   C8  C3  C4     0.00   0.0  0
 XM4  CONST_02  C7   C6  C5  C4     0.00   0.0  0
 XM4  CONST_03  C8   C3  C4  C5     0.00   0.0  0
 XM4  CONST_04  C8   C7  C6  C5     0.00   0.0  0
 XM4  CONST_05  C3   C4  C5  C6     0.00   0.0  0
 XM4  CONST_06  C3   C8  C7  C6     0.00   0.0  0
 XM4  CONST_07  C5   C4  C3  N1   180.00   0.0  0
 XM4  CONST_08  C7   C8  C3  N1   180.00   0.0  0
 XM4  CONST_09  C9   C8  C3  C4   180.00   0.0  0
 XM4  CONST_10  CL1  C6  C5  C4   180.00   0.0  0
 XM4  CONST_11  C9   C8  C7  C6   180.00   0.0  0
 XM4  CONST_12  CL1  C6  C7  C8   180.00   0.0  0
 XM4  CONST_13  H7   C7  C6  C5   180.00   0.0  0
 XM4  CONST_14  H5   C4  C5  C6   180.00   0.0  0
 XM4  CONST_15  H6   C5  C6  C7   180.00   0.0  0
 XM4  CONST_19  C3   N1  C2  C1   180.00   0.0  0
 XM4  CONST_20  O1   C2  N1  C3     0.00   0.0  0
 XM4  Var_01    H9   C9  C8  C7   123.19  30.0  2
 XM4  Var_02    H2   C1  C2  N1  -165.64  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
 XM4  plan-1  N1   0.020
 XM4  plan-1  C4   0.020
 XM4  plan-1  C5   0.020
 XM4  plan-1  C6   0.020
 XM4  plan-1  C7   0.020
 XM4  plan-1  C8   0.020
 XM4  plan-1  C3   0.020
 XM4  plan-1  CL1  0.020
 XM4  plan-1  H5   0.020
 XM4  plan-1  H6   0.020
 XM4  plan-1  H7   0.020
 XM4  plan-1  C9   0.020
 XM4  plan-2  N1   0.020
 XM4  plan-2  C2   0.020
 XM4  plan-2  C3   0.020
 XM4  plan-2  O1   0.020
 XM4  plan-2  H4   0.020
 XM4  plan-2  C1   0.020

