# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 07:10:32 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: N-(2-hydroxy-4-methylphenyl)-2-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(NC(=O)c2ccccc2C)c(O)c1
#
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
 O2P  O2P  N-(2-hydroxy-4-methylphenyl)-2-methylbenzamide  ligand  33  18  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O2P
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
 O2P  N1   N  NH1   0  -0.727  -0.1129   0.2089   0.1627
 O2P  C4   C  CR16  0  -0.298  -2.1220  -1.0150   0.9099
 O2P  C5   C  CR6   0   0.281  -1.4947  -0.0115   0.1742
 O2P  C6   C  C     0   0.492   0.8751  -0.6939   0.3859
 O2P  C7   C  CR6   0  -0.093   2.2508  -0.1123   0.3056
 O2P  C8   C  CR16  0  -0.268   2.5254   1.0690   0.9924
 O2P  C10  C  CR16  0  -0.236   4.8056   0.9803   0.2745
 O2P  C15  C  CR16  0  -0.368  -3.6717   0.7396  -0.5669
 O2P  C2   C  CR6   0   0.091  -4.3030  -0.2665   0.1576
 O2P  C3   C  CR16  0  -0.304  -3.5030  -1.1365   0.8922
 O2P  O1   O  O     0  -0.458   0.6785  -1.8698   0.6368
 O2P  C9   C  CR16  0  -0.263   3.7998   1.6147   0.9866
 O2P  C11  C  CR16  0  -0.298   4.5308  -0.1906  -0.4179
 O2P  C12  C  CR6   0   0.099   3.2630  -0.7670  -0.4106
 O2P  C14  C  CR6   0   0.272  -2.2923   0.8690  -0.5679
 O2P  O2   O  OH1   0  -0.662  -1.7114   1.9020  -1.2514
 O2P  H1   H  HNH1  0   0.412   0.1733   1.1223  -0.1570
 O2P  H2   H  HCR6  0   0.273  -1.5403  -1.7001   1.5059
 O2P  H3   H  HCR6  0   0.267   1.7429   1.5602   1.5572
 O2P  H4   H  HCR6  0   0.261   5.8048   1.3954   0.2535
 O2P  H5   H  HCH3  0   0.253   2.9425  -2.8958  -0.5194
 O2P  H6   H  HCH3  0   0.243   2.1202  -1.9949  -1.7806
 O2P  H7   H  HCH3  0   0.244   3.8626  -2.2212  -1.8585
 O2P  H8   H  HCR6  0   0.258  -4.2565   1.4453  -1.1459
 O2P  H9   H  HCH3  0   0.248  -6.0891  -1.2174  -0.5675
 O2P  H10  H  HCH3  0   0.244  -6.1901  -0.6929   1.1044
 O2P  H11  H  HCH3  0   0.244  -6.2891   0.4896  -0.2001
 O2P  H12  H  HCR6  0   0.249  -3.9639  -1.9259   1.4741
 O2P  H13  H  HCR6  0   0.262   4.0010   2.5269   1.5320
 O2P  H14  H  HCR6  0   0.255   5.3199  -0.6703  -0.9845
 O2P  H15  H  HOH1  0   0.477  -1.3001   1.5766  -2.0620
 O2P  C13  C  CH3   0  -0.729   3.0299  -2.0350  -1.1818
 O2P  C1   C  CH3   0  -0.723  -5.7949  -0.4254   0.1243

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
 O2P  C10  C11  aromatic  1.388  0.020  1.388
 O2P  C10  C9   aromatic  1.386  0.020  1.386
 O2P  C11  C12  aromatic  1.393  0.020  1.393
 O2P  C9   C8   aromatic  1.386  0.020  1.386
 O2P  C12  C13  single    1.502  0.020  1.502
 O2P  C12  C7   aromatic  1.402  0.020  1.402
 O2P  C8   C7   aromatic  1.394  0.020  1.394
 O2P  C7   C6   single    1.496  0.020  1.496
 O2P  C6   O1   double    1.218  0.020  1.218
 O2P  C6   N1   single    1.357  0.020  1.357
 O2P  N1   C5   single    1.399  0.020  1.399
 O2P  C5   C4   aromatic  1.393  0.020  1.393
 O2P  C5   C14  aromatic  1.401  0.020  1.401
 O2P  O2   C14  single    1.368  0.020  1.368
 O2P  C4   C3   aromatic  1.386  0.020  1.386
 O2P  C14  C15  aromatic  1.385  0.020  1.385
 O2P  C3   C2   aromatic  1.392  0.020  1.392
 O2P  C15  C2   aromatic  1.391  0.020  1.391
 O2P  C2   C1   single    1.501  0.020  1.501
 O2P  N1   H1   single    0.860  0.020  1.020
 O2P  C4   H2   single    0.930  0.020  1.080
 O2P  C8   H3   single    0.930  0.020  1.080
 O2P  C10  H4   single    0.930  0.020  1.080
 O2P  C13  H5   single    0.970  0.020  1.090
 O2P  C13  H6   single    0.970  0.020  1.090
 O2P  C13  H7   single    0.970  0.020  1.090
 O2P  C15  H8   single    0.930  0.020  1.080
 O2P  C1   H9   single    0.970  0.020  1.090
 O2P  C1   H10  single    0.970  0.020  1.090
 O2P  C1   H11  single    0.970  0.020  1.090
 O2P  C3   H12  single    0.930  0.020  1.080
 O2P  C9   H13  single    0.930  0.020  1.080
 O2P  C11  H14  single    0.930  0.020  1.080
 O2P  O2   H15  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
 O2P  H1   N1   C6   116.60  3.000
 O2P  H1   N1   C5   115.17  3.000
 O2P  C6   N1   C5   127.80  3.000
 O2P  H2   C4   C3   119.25  3.000
 O2P  H2   C4   C5   120.43  3.000
 O2P  C3   C4   C5   120.32  3.000
 O2P  C14  C5   C4   118.43  3.000
 O2P  C14  C5   N1   117.31  3.000
 O2P  C4   C5   N1   124.22  3.000
 O2P  O1   C6   C7   122.33  3.000
 O2P  O1   C6   N1   123.96  3.000
 O2P  C7   C6   N1   113.71  3.000
 O2P  C12  C7   C8   120.35  3.000
 O2P  C8   C7   C6   118.97  3.000
 O2P  C12  C7   C6   120.65  3.000
 O2P  H3   C8   C9   119.20  3.000
 O2P  H3   C8   C7   119.94  3.000
 O2P  C9   C8   C7   120.84  3.000
 O2P  H4   C10  C11  119.79  3.000
 O2P  H4   C10  C9   120.29  3.000
 O2P  C11  C10  C9   119.92  3.000
 O2P  H8   C15  C14  118.41  3.000
 O2P  H8   C15  C2   120.27  3.000
 O2P  C14  C15  C2   121.31  3.000
 O2P  C3   C2   C1   121.14  3.000
 O2P  C1   C2   C15  121.07  3.000
 O2P  C3   C2   C15  117.78  3.000
 O2P  H12  C3   C2   119.63  3.000
 O2P  H12  C3   C4   118.73  3.000
 O2P  C2   C3   C4   121.64  3.000
 O2P  H13  C9   C10  120.66  3.000
 O2P  H13  C9   C8   120.06  3.000
 O2P  C10  C9   C8   119.28  3.000
 O2P  H14  C11  C12  118.85  3.000
 O2P  H14  C11  C10  119.36  3.000
 O2P  C12  C11  C10  121.79  3.000
 O2P  C11  C12  C13  119.20  3.000
 O2P  C13  C12  C7   122.98  3.000
 O2P  C11  C12  C7   117.81  3.000
 O2P  O2   C14  C15  119.58  3.000
 O2P  C15  C14  C5   120.51  3.000
 O2P  O2   C14  C5   119.84  3.000
 O2P  H15  O2   C14  110.24  3.000
 O2P  H7   C13  H6   107.64  3.000
 O2P  H7   C13  H5   107.70  3.000
 O2P  H6   C13  H5   107.23  3.000
 O2P  H7   C13  C12  110.17  3.000
 O2P  H6   C13  C12  112.36  3.000
 O2P  H5   C13  C12  111.54  3.000
 O2P  H11  C1   H10  108.02  3.000
 O2P  H11  C1   H9   107.35  3.000
 O2P  H10  C1   H9   107.09  3.000
 O2P  H11  C1   C2   111.64  3.000
 O2P  H10  C1   C2   111.50  3.000
 O2P  H9   C1   C2   111.02  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
 O2P  CONST_01  C15  C14  C5   C4      0.00   0.0  0
 O2P  CONST_02  C15  C2   C3   C4      0.00   0.0  0
 O2P  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 O2P  CONST_04  C2   C15  C14  C5      0.00   0.0  0
 O2P  CONST_05  C10  C11  C12  C7      0.00   0.0  0
 O2P  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 O2P  CONST_07  C11  C10  C9   C8      0.00   0.0  0
 O2P  CONST_08  C11  C12  C7   C8      0.00   0.0  0
 O2P  CONST_09  C14  C5   C4   C3      0.00   0.0  0
 O2P  CONST_10  C14  C15  C2   C3      0.00   0.0  0
 O2P  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 O2P  CONST_12  C12  C7   C8   C9      0.00   0.0  0
 O2P  CONST_13  C3   C4   C5   N1    180.00   0.0  0
 O2P  CONST_14  C15  C14  C5   N1    180.00   0.0  0
 O2P  CONST_15  O2   C14  C5   C4    180.00   0.0  0
 O2P  CONST_16  C1   C2   C3   C4    180.00   0.0  0
 O2P  CONST_17  C11  C12  C7   C6    180.00   0.0  0
 O2P  CONST_18  C9   C8   C7   C6    180.00   0.0  0
 O2P  CONST_19  C13  C12  C7   C8    180.00   0.0  0
 O2P  CONST_20  C13  C12  C11  C10   180.00   0.0  0
 O2P  CONST_21  C14  C15  C2   C1    180.00   0.0  0
 O2P  CONST_22  O2   C14  C15  C2    180.00   0.0  0
 O2P  CONST_23  H12  C3   C4   C5    180.00   0.0  0
 O2P  CONST_24  H8   C15  C14  C5    180.00   0.0  0
 O2P  CONST_25  H14  C11  C12  C7    180.00   0.0  0
 O2P  CONST_26  H13  C9   C8   C7    180.00   0.0  0
 O2P  CONST_27  H4   C10  C9   C8    180.00   0.0  0
 O2P  CONST_28  H3   C8   C9   C10   180.00   0.0  0
 O2P  CONST_29  H2   C4   C3   C2    180.00   0.0  0
 O2P  CONST_30  C7   C6   N1   C5    180.00   0.0  0
 O2P  CONST_34  O1   C6   N1   C5      0.00   0.0  0
 O2P  Var_01    C12  C7   C6   N1   -134.02  30.0  2
 O2P  Var_02    H5   C13  C12  C7    -75.20  30.0  2
 O2P  Var_03    H9   C1   C2   C15    99.48  30.0  2

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
 O2P  plan-1  N1   0.020
 O2P  plan-1  C4   0.020
 O2P  plan-1  C5   0.020
 O2P  plan-1  C15  0.020
 O2P  plan-1  C2   0.020
 O2P  plan-1  C3   0.020
 O2P  plan-1  C14  0.020
 O2P  plan-1  O2   0.020
 O2P  plan-1  H2   0.020
 O2P  plan-1  H8   0.020
 O2P  plan-1  H12  0.020
 O2P  plan-1  C1   0.020
 O2P  plan-2  C6   0.020
 O2P  plan-2  C7   0.020
 O2P  plan-2  C8   0.020
 O2P  plan-2  C10  0.020
 O2P  plan-2  C9   0.020
 O2P  plan-2  C11  0.020
 O2P  plan-2  C12  0.020
 O2P  plan-2  H3   0.020
 O2P  plan-2  H4   0.020
 O2P  plan-2  H13  0.020
 O2P  plan-2  H14  0.020
 O2P  plan-2  C13  0.020
 O2P  plan-3  N1   0.020
 O2P  plan-3  C5   0.020
 O2P  plan-3  C6   0.020
 O2P  plan-3  C7   0.020
 O2P  plan-3  O1   0.020
 O2P  plan-3  H1   0.020

