# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 14:20:28 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 2-[[3-(2-phenylethoxy)phenyl]amino]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1ccccc1Nc2cccc(OCCc3ccccc3)c2
#
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
 8NO  8NO  2-[[3-(2-phenylethoxy)phenyl]amino]benzamide  ligand  45  25  .  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_8NO
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
 8NO  O8   O  O     0  -0.471   3.0934  -1.8585  -1.4106
 8NO  C7   C  C     0   0.468   3.6435  -1.6547  -0.3391
 8NO  N9   N  NH2   0  -0.788   3.5335  -2.4675   0.7207
 8NO  C5   C  CR6   0  -0.036   4.5434  -0.4739  -0.1331
 8NO  C6   C  CR16  0  -0.280   5.8238  -0.6640   0.3758
 8NO  C1   C  CR16  0  -0.242   6.7036   0.4030   0.4983
 8NO  C4   C  CR6   0   0.231   4.1354   0.8110  -0.5107
 8NO  C3   C  CR16  0  -0.283   5.0159   1.8746  -0.3679
 8NO  C2   C  CR16  0  -0.259   6.2994   1.6745   0.1236
 8NO  N10  N  NH1   0  -0.761   2.8354   1.0712  -1.0103
 8NO  C11  C  CR6   0   0.359   1.7136   0.8216  -0.2402
 8NO  C16  C  CR16  0  -0.458   0.4819   0.6455  -0.8683
 8NO  C15  C  CR6   0   0.398  -0.6780   0.4516  -0.1239
 8NO  C14  C  CR16  0  -0.415  -0.6228   0.4194   1.2689
 8NO  C13  C  CR16  0  -0.234   0.6119   0.5950   1.8826
 8NO  C12  C  CR16  0  -0.330   1.7733   0.7955   1.1594
 8NO  O11  O  O2    0  -0.482  -1.8121   0.2980  -0.8388
 8NO  C17  C  CH2   0  -0.160  -3.0363   0.1119  -0.1507
 8NO  C18  C  CH2   0  -0.542  -4.1469   0.0398  -1.1857
 8NO  C24  C  CR6   0   0.107  -5.4789  -0.1468  -0.5123
 8NO  C23  C  CR16  0  -0.303  -5.9756  -1.4219  -0.2527
 8NO  C22  C  CR16  0  -0.240  -7.1900  -1.5925   0.3993
 8NO  C21  C  CR16  0  -0.270  -7.9256  -0.4866   0.8047
 8NO  C20  C  CR16  0  -0.240  -7.4390   0.7898   0.5527
 8NO  C19  C  CR16  0  -0.302  -6.2244   0.9552  -0.0990
 8NO  H1   H  HNH2  0   0.405   2.9493  -3.2870   0.6725
 8NO  H2   H  HNH2  0   0.412   3.9038  -2.2167   1.6212
 8NO  H3   H  HCR6  0   0.269   6.1499  -1.6571   0.6588
 8NO  H4   H  HCR6  0   0.265   7.7003   0.2369   0.8852
 8NO  H5   H  HCR6  0   0.266   4.6809   2.8668  -0.6410
 8NO  H6   H  HCR6  0   0.265   6.9757   2.5132   0.2211
 8NO  H7   H  HNH1  0   0.390   2.7190   0.8619  -1.9908
 8NO  H8   H  HCR6  0   0.257   0.4209   0.6595  -1.9510
 8NO  H9   H  HCR6  0   0.270  -1.5034   0.2641   1.8760
 8NO  H10  H  HCR6  0   0.254   0.6650   0.5759   2.9638
 8NO  H11  H  HCR6  0   0.256   2.7115   0.9397   1.6780
 8NO  H12  H  HCH2  0   0.227  -3.0106  -0.8110   0.4402
 8NO  H13  H  HCH2  0   0.226  -3.2213   0.9427   0.5397
 8NO  H14  H  HCH2  0   0.255  -4.1504   0.9593  -1.7757
 8NO  H15  H  HCH2  0   0.256  -3.9535  -0.7881  -1.8715
 8NO  H16  H  HCR6  0   0.249  -5.4117  -2.2920  -0.5689
 8NO  H17  H  HCR6  0   0.255  -7.5635  -2.5909   0.5873
 8NO  H18  H  HCR6  0   0.255  -8.8728  -0.6189   1.3113
 8NO  H19  H  HCR6  0   0.254  -8.0072   1.6586   0.8595
 8NO  H20  H  HCR6  0   0.250  -5.8523   1.9540  -0.2955

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
 8NO  N9   C7   single    1.340  0.020  1.340
 8NO  O8   C7   double    1.222  0.020  1.222
 8NO  C7   C5   single    1.499  0.020  1.499
 8NO  C5   C6   aromatic  1.391  0.020  1.391
 8NO  C5   C4   aromatic  1.400  0.020  1.400
 8NO  C6   C1   aromatic  1.388  0.020  1.388
 8NO  N10  C4   single    1.417  0.020  1.417
 8NO  N10  C11  single    1.383  0.020  1.383
 8NO  C4   C3   aromatic  1.388  0.020  1.388
 8NO  C1   C2   aromatic  1.386  0.020  1.386
 8NO  C11  C16  aromatic  1.394  0.020  1.394
 8NO  C11  C12  aromatic  1.401  0.020  1.401
 8NO  C16  C15  aromatic  1.392  0.020  1.392
 8NO  C3   C2   aromatic  1.389  0.020  1.389
 8NO  C12  C13  aromatic  1.383  0.020  1.383
 8NO  C15  O11  single    1.349  0.020  1.349
 8NO  C15  C14  aromatic  1.394  0.020  1.394
 8NO  O11  C17  single    1.417  0.020  1.417
 8NO  C13  C14  aromatic  1.390  0.020  1.390
 8NO  C22  C23  aromatic  1.389  0.020  1.389
 8NO  C22  C21  aromatic  1.389  0.020  1.389
 8NO  C23  C24  aromatic  1.393  0.020  1.393
 8NO  C21  C20  aromatic  1.389  0.020  1.389
 8NO  C24  C18  single    1.504  0.020  1.504
 8NO  C24  C19  aromatic  1.393  0.020  1.393
 8NO  C20  C19  aromatic  1.388  0.020  1.388
 8NO  C17  C18  single    1.520  0.020  1.520
 8NO  N9   H1   single    0.860  0.020  1.020
 8NO  N9   H2   single    0.860  0.020  1.020
 8NO  C6   H3   single    0.930  0.020  1.080
 8NO  C1   H4   single    0.930  0.020  1.080
 8NO  C3   H5   single    0.930  0.020  1.080
 8NO  C2   H6   single    0.930  0.020  1.080
 8NO  N10  H7   single    0.890  0.020  1.040
 8NO  C16  H8   single    0.930  0.020  1.080
 8NO  C14  H9   single    0.930  0.020  1.080
 8NO  C13  H10  single    0.930  0.020  1.080
 8NO  C12  H11  single    0.930  0.020  1.080
 8NO  C17  H12  single    0.970  0.020  1.090
 8NO  C17  H13  single    0.970  0.020  1.090
 8NO  C18  H14  single    0.970  0.020  1.090
 8NO  C18  H15  single    0.970  0.020  1.090
 8NO  C23  H16  single    0.930  0.020  1.080
 8NO  C22  H17  single    0.930  0.020  1.080
 8NO  C21  H18  single    0.930  0.020  1.080
 8NO  C20  H19  single    0.930  0.020  1.080
 8NO  C19  H20  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
 8NO  C5   C7   N9   114.74  3.000
 8NO  C5   C7   O8   121.49  3.000
 8NO  N9   C7   O8   123.74  3.000
 8NO  H2   N9   H1   117.34  3.000
 8NO  H2   N9   C7   121.78  3.000
 8NO  H1   N9   C7   120.20  3.000
 8NO  C4   C5   C6   119.49  3.000
 8NO  C4   C5   C7   120.74  3.000
 8NO  C6   C5   C7   119.69  3.000
 8NO  H3   C6   C1   119.40  3.000
 8NO  H3   C6   C5   119.88  3.000
 8NO  C1   C6   C5   120.71  3.000
 8NO  H4   C1   C2   120.41  3.000
 8NO  H4   C1   C6   119.83  3.000
 8NO  C2   C1   C6   119.76  3.000
 8NO  N10  C4   C3   118.53  3.000
 8NO  C3   C4   C5   119.39  3.000
 8NO  N10  C4   C5   122.07  3.000
 8NO  H5   C3   C2   120.49  3.000
 8NO  H5   C3   C4   118.70  3.000
 8NO  C2   C3   C4   120.81  3.000
 8NO  H6   C2   C3   119.86  3.000
 8NO  H6   C2   C1   120.31  3.000
 8NO  C3   C2   C1   119.83  3.000
 8NO  H7   N10  C11  114.20  3.000
 8NO  H7   N10  C4   114.22  3.000
 8NO  C11  N10  C4   120.97  3.000
 8NO  C12  C11  C16  119.04  3.000
 8NO  C12  C11  N10  121.66  3.000
 8NO  C16  C11  N10  119.24  3.000
 8NO  H8   C16  C15  119.27  3.000
 8NO  H8   C16  C11  119.87  3.000
 8NO  C15  C16  C11  120.87  3.000
 8NO  O11  C15  C14  124.05  3.000
 8NO  C14  C15  C16  120.30  3.000
 8NO  O11  C15  C16  115.65  3.000
 8NO  H9   C14  C13  119.60  3.000
 8NO  H9   C14  C15  122.15  3.000
 8NO  C13  C14  C15  118.25  3.000
 8NO  H10  C13  C12  118.92  3.000
 8NO  H10  C13  C14  118.84  3.000
 8NO  C12  C13  C14  122.24  3.000
 8NO  H11  C12  C13  119.81  3.000
 8NO  H11  C12  C11  120.89  3.000
 8NO  C13  C12  C11  119.30  3.000
 8NO  C17  O11  C15  118.94  3.000
 8NO  H13  C17  H12  107.61  3.000
 8NO  H13  C17  C18  109.98  3.000
 8NO  H12  C17  C18  110.13  3.000
 8NO  H13  C17  O11  110.63  3.000
 8NO  H12  C17  O11  110.62  3.000
 8NO  C18  C17  O11  107.88  3.000
 8NO  H15  C18  H14  107.42  3.000
 8NO  H15  C18  C24  110.11  3.000
 8NO  H14  C18  C24  110.07  3.000
 8NO  H15  C18  C17  109.52  3.000
 8NO  H14  C18  C17  109.28  3.000
 8NO  C24  C18  C17  110.37  3.000
 8NO  C19  C24  C23  118.56  3.000
 8NO  C19  C24  C18  120.57  3.000
 8NO  C23  C24  C18  120.85  3.000
 8NO  H16  C23  C22  119.55  3.000
 8NO  H16  C23  C24  119.66  3.000
 8NO  C22  C23  C24  120.78  3.000
 8NO  H17  C22  C21  120.07  3.000
 8NO  H17  C22  C23  119.77  3.000
 8NO  C21  C22  C23  120.16  3.000
 8NO  H18  C21  C20  120.25  3.000
 8NO  H18  C21  C22  120.19  3.000
 8NO  C20  C21  C22  119.56  3.000
 8NO  H19  C20  C19  119.77  3.000
 8NO  H19  C20  C21  120.15  3.000
 8NO  C19  C20  C21  120.07  3.000
 8NO  H20  C19  C20  119.69  3.000
 8NO  H20  C19  C24  119.43  3.000
 8NO  C20  C19  C24  120.87  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
 8NO  CONST_01  C2   C1   C6   C5      0.00   0.0  0
 8NO  CONST_02  C2   C3   C4   C5      0.00   0.0  0
 8NO  CONST_03  C3   C4   C5   C6      0.00   0.0  0
 8NO  CONST_04  C3   C2   C1   C6      0.00   0.0  0
 8NO  CONST_05  C4   C5   C6   C1      0.00   0.0  0
 8NO  CONST_06  C4   C3   C2   C1      0.00   0.0  0
 8NO  CONST_07  C14  C15  C16  C11     0.00   0.0  0
 8NO  CONST_08  C14  C13  C12  C11     0.00   0.0  0
 8NO  CONST_09  C13  C12  C11  C16     0.00   0.0  0
 8NO  CONST_10  C13  C14  C15  C16     0.00   0.0  0
 8NO  CONST_11  C12  C11  C16  C15     0.00   0.0  0
 8NO  CONST_12  C12  C13  C14  C15     0.00   0.0  0
 8NO  CONST_13  C21  C22  C23  C24     0.00   0.0  0
 8NO  CONST_14  C21  C20  C19  C24     0.00   0.0  0
 8NO  CONST_15  C20  C21  C22  C23     0.00   0.0  0
 8NO  CONST_16  C20  C19  C24  C23     0.00   0.0  0
 8NO  CONST_17  C19  C24  C23  C22     0.00   0.0  0
 8NO  CONST_18  C19  C20  C21  C22     0.00   0.0  0
 8NO  CONST_19  C1   C6   C5   C7    180.00   0.0  0
 8NO  CONST_20  C3   C4   C5   C7    180.00   0.0  0
 8NO  CONST_21  N10  C4   C5   C6    180.00   0.0  0
 8NO  CONST_22  N10  C4   C3   C2    180.00   0.0  0
 8NO  CONST_23  C15  C16  C11  N10   180.00   0.0  0
 8NO  CONST_24  C13  C12  C11  N10   180.00   0.0  0
 8NO  CONST_25  O11  C15  C16  C11   180.00   0.0  0
 8NO  CONST_26  O11  C15  C14  C13   180.00   0.0  0
 8NO  CONST_27  C22  C23  C24  C18   180.00   0.0  0
 8NO  CONST_28  C20  C19  C24  C18   180.00   0.0  0
 8NO  CONST_29  H4   C1   C6   C5    180.00   0.0  0
 8NO  CONST_30  H5   C3   C4   C5    180.00   0.0  0
 8NO  CONST_31  H6   C2   C1   C6    180.00   0.0  0
 8NO  CONST_32  H3   C6   C5   C4    180.00   0.0  0
 8NO  CONST_33  H10  C13  C12  C11   180.00   0.0  0
 8NO  CONST_34  H11  C12  C11  C16   180.00   0.0  0
 8NO  CONST_35  H9   C14  C15  C16   180.00   0.0  0
 8NO  CONST_36  H8   C16  C15  C14   180.00   0.0  0
 8NO  CONST_37  H17  C22  C23  C24   180.00   0.0  0
 8NO  CONST_38  H19  C20  C19  C24   180.00   0.0  0
 8NO  CONST_39  H18  C21  C22  C23   180.00   0.0  0
 8NO  CONST_40  H20  C19  C24  C23   180.00   0.0  0
 8NO  CONST_41  H16  C23  C22  C21   180.00   0.0  0
 8NO  CONST_42  H1   N9   C7   C5    180.00   0.0  0
 8NO  CONST_43  H2   N9   C7   C5      0.00   0.0  0
 8NO  Var_01    C11  N10  C4   C5     60.96  30.0  3
 8NO  Var_02    C16  C11  N10  C4   -158.32  30.0  2
 8NO  Var_03    C6   C5   C7   O8   -127.80  30.0  2
 8NO  Var_04    C23  C24  C18  C17   -89.90  30.0  3
 8NO  Var_05    C18  C17  O11  C15   177.11  30.0  3
 8NO  Var_06    C24  C18  C17  O11  -179.53  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
 8NO  plan-1  C7   0.020
 8NO  plan-1  C5   0.020
 8NO  plan-1  C6   0.020
 8NO  plan-1  C1   0.020
 8NO  plan-1  C4   0.020
 8NO  plan-1  C3   0.020
 8NO  plan-1  C2   0.020
 8NO  plan-1  N10  0.020
 8NO  plan-1  H3   0.020
 8NO  plan-1  H4   0.020
 8NO  plan-1  H5   0.020
 8NO  plan-1  H6   0.020
 8NO  plan-2  N10  0.020
 8NO  plan-2  C11  0.020
 8NO  plan-2  C16  0.020
 8NO  plan-2  C15  0.020
 8NO  plan-2  C14  0.020
 8NO  plan-2  C13  0.020
 8NO  plan-2  C12  0.020
 8NO  plan-2  O11  0.020
 8NO  plan-2  H8   0.020
 8NO  plan-2  H9   0.020
 8NO  plan-2  H10  0.020
 8NO  plan-2  H11  0.020
 8NO  plan-3  C18  0.020
 8NO  plan-3  C24  0.020
 8NO  plan-3  C23  0.020
 8NO  plan-3  C22  0.020
 8NO  plan-3  C21  0.020
 8NO  plan-3  C20  0.020
 8NO  plan-3  C19  0.020
 8NO  plan-3  H16  0.020
 8NO  plan-3  H17  0.020
 8NO  plan-3  H18  0.020
 8NO  plan-3  H19  0.020
 8NO  plan-3  H20  0.020
 8NO  plan-4  O8   0.020
 8NO  plan-4  C7   0.020
 8NO  plan-4  N9   0.020
 8NO  plan-4  C5   0.020
 8NO  plan-4  H1   0.020
 8NO  plan-4  H2   0.020

