# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 05:20:52 2020
#   Inital geometry file: a 76 line input string
#   Ligand name: 4-(4-chloro-2-methylphenoxy)-N-hydroxybutanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(Cl)ccc1OCCCC(=O)NO
#
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
 XCH  XCH  4-(4-chloro-2-methylphenoxy)-N-hydroxybutanamide  ligand  30  16  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XCH
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
 XCH  CL1  CL  CL    0  -0.144  -5.7612   0.6472  -0.1958
 XCH  C8   C   CR6   0  -0.054  -4.0574   0.3226  -0.1001
 XCH  C9   C   CR16  0  -0.244  -3.6090  -0.9894  -0.1797
 XCH  C10  C   CR6   0  -0.003  -2.2564  -1.2832  -0.1079
 XCH  C11  C   CH3   0  -0.713  -1.7688  -2.6978  -0.1962
 XCH  C5   C   CR6   0   0.366  -1.3471  -0.2237   0.0486
 XCH  C6   C   CR16  0  -0.385  -1.8044   1.0872   0.1251
 XCH  C7   C   CR16  0  -0.218  -3.1649   1.3639   0.0511
 XCH  O3   O   O2    0  -0.467  -0.0496  -0.5741   0.1151
 XCH  C4   C   CH2   0  -0.171   0.9400   0.4385   0.1851
 XCH  C3   C   CH2   0  -0.460   2.2956  -0.2362   0.2068
 XCH  C2   C   CH2   0  -0.598   3.4061   0.8057   0.2497
 XCH  C1   C   C     0   0.536   4.7763   0.1758   0.3547
 XCH  O1   O   O     0  -0.477   5.0213  -0.7753   1.0751
 XCH  N1   N   NH1   0  -0.377   5.6952   0.7630  -0.4356
 XCH  O2   O   OH1   0  -0.544   7.0142   0.4548  -0.2898
 XCH  H1   H   HCR6  0   0.271  -4.3202  -1.7969  -0.2996
 XCH  H2   H   HCH3  0   0.247  -1.0597  -2.8286  -1.0150
 XCH  H3   H   HCH3  0   0.247  -1.2594  -3.0054   0.7186
 XCH  H4   H   HCH3  0   0.245  -2.5991  -3.3826  -0.3598
 XCH  H5   H   HCR6  0   0.286  -1.1216   1.9169   0.2429
 XCH  H6   H   HCR6  0   0.279  -3.5083   2.3877   0.1131
 XCH  H7   H   HCH2  0   0.225   0.8581   1.1101  -0.6777
 XCH  H8   H   HCH2  0   0.225   0.8080   1.0454   1.0889
 XCH  H9   H   HCH2  0   0.248   2.3650  -0.8900   1.0777
 XCH  H10  H   HCH2  0   0.247   2.4070  -0.8620  -0.6823
 XCH  H11  H   HCH2  0   0.262   3.3430   1.4618  -0.6217
 XCH  H12  H   HCH2  0   0.278   3.2810   1.4497   1.1264
 XCH  H13  H   HNH1  0   0.415   5.5159   1.6362  -0.9104
 XCH  H14  H   HOH1  0   0.478   7.2189  -0.1833  -0.9852

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
 XCH  C11  C10  single    1.499  0.020  1.499
 XCH  C9   C10  aromatic  1.386  0.020  1.386
 XCH  C9   C8   aromatic  1.389  0.020  1.389
 XCH  C10  C5   aromatic  1.405  0.020  1.405
 XCH  O1   C1   double    1.218  0.020  1.218
 XCH  CL1  C8   single    1.737  0.020  1.737
 XCH  C8   C7   aromatic  1.380  0.020  1.380
 XCH  C5   O3   single    1.346  0.020  1.346
 XCH  C5   C6   aromatic  1.390  0.020  1.390
 XCH  C3   C2   single    1.523  0.020  1.523
 XCH  C3   C4   single    1.514  0.020  1.514
 XCH  C1   C2   single    1.512  0.020  1.512
 XCH  C1   N1   single    1.347  0.020  1.347
 XCH  O3   C4   single    1.418  0.020  1.418
 XCH  C7   C6   aromatic  1.390  0.020  1.390
 XCH  O2   N1   single    1.362  0.020  1.362
 XCH  C9   H1   single    0.930  0.020  1.080
 XCH  C11  H2   single    0.970  0.020  1.090
 XCH  C11  H3   single    0.970  0.020  1.090
 XCH  C11  H4   single    0.970  0.020  1.090
 XCH  C6   H5   single    0.930  0.020  1.080
 XCH  C7   H6   single    0.930  0.020  1.080
 XCH  C4   H7   single    0.970  0.020  1.090
 XCH  C4   H8   single    0.970  0.020  1.090
 XCH  C3   H9   single    0.970  0.020  1.090
 XCH  C3   H10  single    0.970  0.020  1.090
 XCH  C2   H11  single    0.970  0.020  1.090
 XCH  C2   H12  single    0.970  0.020  1.090
 XCH  N1   H13  single    0.890  0.020  1.040
 XCH  O2   H14  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
 XCH  C7   C8   C9   120.70  3.000
 XCH  C7   C8   CL1  119.97  3.000
 XCH  C9   C8   CL1  119.34  3.000
 XCH  H1   C9   C10  119.26  3.000
 XCH  H1   C9   C8   119.93  3.000
 XCH  C10  C9   C8   120.82  3.000
 XCH  C5   C10  C11  120.51  3.000
 XCH  C5   C10  C9   118.53  3.000
 XCH  C11  C10  C9   120.96  3.000
 XCH  H4   C11  H3   107.74  3.000
 XCH  H4   C11  H2   107.91  3.000
 XCH  H3   C11  H2   106.98  3.000
 XCH  H4   C11  C10  110.76  3.000
 XCH  H3   C11  C10  111.61  3.000
 XCH  H2   C11  C10  111.64  3.000
 XCH  O3   C5   C6   124.05  3.000
 XCH  C6   C5   C10  120.28  3.000
 XCH  O3   C5   C10  115.67  3.000
 XCH  H5   C6   C7   118.10  3.000
 XCH  H5   C6   C5   121.46  3.000
 XCH  C7   C6   C5   120.43  3.000
 XCH  H6   C7   C6   119.74  3.000
 XCH  H6   C7   C8   121.02  3.000
 XCH  C6   C7   C8   119.25  3.000
 XCH  C4   O3   C5   119.31  3.000
 XCH  H8   C4   H7   107.49  3.000
 XCH  H8   C4   C3   110.03  3.000
 XCH  H7   C4   C3   110.55  3.000
 XCH  H8   C4   O3   110.61  3.000
 XCH  H7   C4   O3   110.27  3.000
 XCH  C3   C4   O3   107.90  3.000
 XCH  H10  C3   H9   107.44  3.000
 XCH  H10  C3   C2   109.89  3.000
 XCH  H9   C3   C2   109.94  3.000
 XCH  H10  C3   C4   109.56  3.000
 XCH  H9   C3   C4   109.59  3.000
 XCH  C2   C3   C4   110.38  3.000
 XCH  H12  C2   H11  106.19  3.000
 XCH  H12  C2   C1   107.03  3.000
 XCH  H11  C2   C1   110.97  3.000
 XCH  H12  C2   C3   109.97  3.000
 XCH  H11  C2   C3   110.26  3.000
 XCH  C1   C2   C3   112.19  3.000
 XCH  N1   C1   O1   123.39  3.000
 XCH  N1   C1   C2   113.33  3.000
 XCH  O1   C1   C2   123.28  3.000
 XCH  H13  N1   O2   114.69  3.000
 XCH  H13  N1   C1   122.13  3.000
 XCH  O2   N1   C1   119.94  3.000
 XCH  H14  O2   N1   106.12  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
 XCH  CONST_01  C5   C10  C9   C8      0.00   0.0  0
 XCH  CONST_02  C5   C6   C7   C8      0.00   0.0  0
 XCH  CONST_03  C6   C5   C10  C9      0.00   0.0  0
 XCH  CONST_04  C6   C7   C8   C9      0.00   0.0  0
 XCH  CONST_05  C7   C8   C9   C10     0.00   0.0  0
 XCH  CONST_06  C7   C6   C5   C10     0.00   0.0  0
 XCH  CONST_07  C10  C9   C8   CL1   180.00   0.0  0
 XCH  CONST_08  C6   C7   C8   CL1   180.00   0.0  0
 XCH  CONST_09  C11  C10  C9   C8    180.00   0.0  0
 XCH  CONST_10  O3   C5   C10  C9    180.00   0.0  0
 XCH  CONST_11  C6   C5   C10  C11   180.00   0.0  0
 XCH  CONST_12  O3   C5   C6   C7    180.00   0.0  0
 XCH  CONST_13  H5   C6   C7   C8    180.00   0.0  0
 XCH  CONST_14  H6   C7   C8   C9    180.00   0.0  0
 XCH  CONST_15  H1   C9   C10  C5    180.00   0.0  0
 XCH  CONST_16  O2   N1   C1   C2    180.00   0.0  0
 XCH  CONST_17  O2   N1   C1   O1      0.00   0.0  0
 XCH  CONST_18  H13  N1   C1   C2      0.00   0.0  0
 XCH  Var_01    H2   C11  C10  C9    122.74  30.0  2
 XCH  Var_02    C3   C4   O3   C5   -178.29  30.0  3
 XCH  Var_03    C2   C3   C4   O3    178.70  30.0  2
 XCH  Var_04    C1   C2   C3   C4    176.63  30.0  3
 XCH  Var_05    O1   C1   C2   C3    -41.68  30.0  1

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
 XCH  plan-1  CL1  0.020
 XCH  plan-1  C8   0.020
 XCH  plan-1  C9   0.020
 XCH  plan-1  C10  0.020
 XCH  plan-1  C11  0.020
 XCH  plan-1  C5   0.020
 XCH  plan-1  C6   0.020
 XCH  plan-1  C7   0.020
 XCH  plan-1  O3   0.020
 XCH  plan-1  H1   0.020
 XCH  plan-1  H5   0.020
 XCH  plan-1  H6   0.020
 XCH  plan-2  C2   0.020
 XCH  plan-2  C1   0.020
 XCH  plan-2  O1   0.020
 XCH  plan-2  N1   0.020
 XCH  plan-2  O2   0.020
 XCH  plan-2  H13  0.020

