# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 30 23:39:51 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 6-{(E)-2-[3-(2-hydroxyethyl)phenyl]ethenyl}naphthalene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=N)c1ccc2cc(/C=C/c3cccc(CCO)c3)ccc2c1
#
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
 1U9  1U9  6-{(E)-2-[3-(2-hydroxyethyl)phenyl]ethenyl}naphthalene-2-carboximidamide  ligand  44  24  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1U9
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
 1U9  O    O  OH1   0  -0.671   8.2171  -2.2613   0.7104
 1U9  C16  C  CH2   0  -0.133   7.1838  -1.3159   0.8737
 1U9  C15  C  CH2   0  -0.539   6.7073  -0.8727  -0.5019
 1U9  C14  C  CR6   0   0.130   5.5999   0.1362  -0.3835
 1U9  C13  C  CR16  0  -0.320   5.8804   1.4928  -0.2507
 1U9  C12  C  CR16  0  -0.215   4.8479   2.4117  -0.1023
 1U9  C11  C  CR16  0  -0.352   3.5293   1.9928  -0.0836
 1U9  C17  C  CR16  0  -0.378   4.2705  -0.2719  -0.3606
 1U9  C10  C  CR6   0   0.196   3.2176   0.6349  -0.2138
 1U9  C9   C  C1    0  -0.313   1.8510   0.1174  -0.2089
 1U9  C8   C  C1    0  -0.310   0.7276   0.8422  -0.1098
 1U9  C7   C  CR6   0   0.184  -0.6348   0.3210  -0.1116
 1U9  C6   C  CR16  0  -0.398  -1.6867   1.2020   0.0134
 1U9  C18  C  CR16  0  -0.333  -0.9274  -1.0655  -0.2400
 1U9  C19  C  CR16  0  -0.283  -2.2126  -1.5179  -0.2444
 1U9  C20  C  CR66  0   0.117  -3.3029  -0.6210  -0.1210
 1U9  C5   C  CR66  0   0.142  -3.0278   0.7624   0.0156
 1U9  C4   C  CR16  0  -0.301  -4.1131   1.6585   0.1505
 1U9  C3   C  CR16  0  -0.281  -5.4020   1.2025   0.1536
 1U9  C21  C  CR16  0  -0.360  -4.6400  -1.0635  -0.1303
 1U9  C2   C  CR6   0   0.003  -5.6813  -0.1771   0.0045
 1U9  C1   C  C     0   0.331  -7.0859  -0.6733  -0.0234
 1U9  N2   N  NH2   0  -0.804  -7.9504   0.0104   0.7785
 1U9  N1   N  N     0  -0.640  -7.5017  -1.6334  -0.7578
 1U9  H16  H  HOH1  0   0.454   8.5255  -2.5221   1.5828
 1U9  H14  H  HCH2  0   0.197   6.3347  -1.7358   1.4290
 1U9  H15  H  HCH2  0   0.198   7.5255  -0.4368   1.4355
 1U9  H13  H  HCH2  0   0.248   7.5473  -0.4447  -1.0550
 1U9  H12  H  HCH2  0   0.247   6.3603  -1.7448  -1.0624
 1U9  H11  H  HCR6  0   0.251   6.9087   1.8356  -0.2670
 1U9  H10  H  HCR6  0   0.257   5.0750   3.4655  -0.0037
 1U9  H9   H  HCR6  0   0.254   2.7451   2.7299   0.0288
 1U9  H17  H  HCR6  0   0.246   4.0442  -1.3279  -0.4669
 1U9  H8   H  H     0   0.254   1.7802  -0.9622  -0.2975
 1U9  H7   H  H     0   0.254   0.7970   1.9222  -0.0225
 1U9  H6   H  HCR6  0   0.254  -1.4914   2.2640   0.1133
 1U9  H18  H  HCR6  0   0.259  -0.1230  -1.7820  -0.3359
 1U9  H19  H  HCR6  0   0.260  -2.4118  -2.5779  -0.3449
 1U9  H5   H  HCR6  0   0.259  -3.9147   2.7186   0.2488
 1U9  H4   H  HCR6  0   0.265  -6.2172   1.9076   0.2488
 1U9  H20  H  HCR6  0   0.263  -4.8323  -2.1262  -0.2260
 1U9  H3   H  HNH2  0   0.393  -7.5917   0.4311   1.6197
 1U9  H2   H  HNH2  0   0.385  -8.8719  -0.3856   0.8766
 1U9  H1   H  H     0   0.333  -6.7635  -1.9597  -1.3705

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
 1U9  O    C16  single    1.410  0.020  1.410
 1U9  C16  C15  single    1.522  0.020  1.522
 1U9  C15  C14  single    1.503  0.020  1.503
 1U9  C19  C18  aromatic  1.362  0.020  1.362
 1U9  C19  C20  aromatic  1.417  0.020  1.417
 1U9  C18  C7   aromatic  1.423  0.020  1.423
 1U9  N1   C1   double    1.278  0.020  1.278
 1U9  C21  C20  aromatic  1.409  0.020  1.409
 1U9  C21  C2   aromatic  1.374  0.020  1.374
 1U9  C17  C14  aromatic  1.391  0.020  1.391
 1U9  C17  C10  aromatic  1.397  0.020  1.397
 1U9  C20  C5   aromatic  1.417  0.020  1.417
 1U9  C1   N2   single    1.363  0.020  1.363
 1U9  C1   C2   single    1.490  0.020  1.490
 1U9  C14  C13  aromatic  1.392  0.020  1.392
 1U9  C2   C3   aromatic  1.415  0.020  1.415
 1U9  C9   C10  single    1.461  0.020  1.461
 1U9  C9   C8   double    1.341  0.020  1.341
 1U9  C7   C8   single    1.459  0.020  1.459
 1U9  C7   C6   aromatic  1.378  0.020  1.378
 1U9  C10  C11  aromatic  1.399  0.020  1.399
 1U9  C5   C6   aromatic  1.411  0.020  1.411
 1U9  C5   C4   aromatic  1.414  0.020  1.414
 1U9  C3   C4   aromatic  1.367  0.020  1.367
 1U9  C13  C12  aromatic  1.390  0.020  1.390
 1U9  C11  C12  aromatic  1.384  0.020  1.384
 1U9  O    H16  single    0.850  0.020  0.980
 1U9  C16  H14  single    0.970  0.020  1.090
 1U9  C16  H15  single    0.970  0.020  1.090
 1U9  C15  H13  single    0.970  0.020  1.090
 1U9  C15  H12  single    0.970  0.020  1.090
 1U9  C13  H11  single    0.930  0.020  1.080
 1U9  C12  H10  single    0.930  0.020  1.080
 1U9  C11  H9   single    0.930  0.020  1.080
 1U9  C17  H17  single    0.930  0.020  1.080
 1U9  C9   H8   single    0.930  0.020  1.080
 1U9  C8   H7   single    0.930  0.020  1.080
 1U9  C6   H6   single    0.930  0.020  1.080
 1U9  C18  H18  single    0.930  0.020  1.080
 1U9  C19  H19  single    0.930  0.020  1.080
 1U9  C4   H5   single    0.930  0.020  1.080
 1U9  C3   H4   single    0.930  0.020  1.080
 1U9  C21  H20  single    0.930  0.020  1.080
 1U9  N2   H3   single    0.890  0.020  1.040
 1U9  N2   H2   single    0.890  0.020  1.040
 1U9  N1   H1   single    0.890  0.020  1.040

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
 1U9  H16  O    C16  108.17  3.000
 1U9  H15  C16  H14  106.74  3.000
 1U9  H15  C16  C15  109.08  3.000
 1U9  H14  C16  C15  109.05  3.000
 1U9  H15  C16  O    111.59  3.000
 1U9  H14  C16  O    111.65  3.000
 1U9  C15  C16  O    108.66  3.000
 1U9  H12  C15  H13  107.27  3.000
 1U9  H12  C15  C14  110.01  3.000
 1U9  H13  C15  C14  110.08  3.000
 1U9  H12  C15  C16  109.30  3.000
 1U9  H13  C15  C16  109.32  3.000
 1U9  C14  C15  C16  110.80  3.000
 1U9  C17  C14  C13  118.50  3.000
 1U9  C13  C14  C15  120.89  3.000
 1U9  C17  C14  C15  120.58  3.000
 1U9  H11  C13  C12  119.81  3.000
 1U9  H11  C13  C14  119.87  3.000
 1U9  C12  C13  C14  120.32  3.000
 1U9  H10  C12  C11  119.57  3.000
 1U9  H10  C12  C13  119.83  3.000
 1U9  C11  C12  C13  120.60  3.000
 1U9  H9   C11  C10  120.62  3.000
 1U9  H9   C11  C12  119.06  3.000
 1U9  C10  C11  C12  120.32  3.000
 1U9  H17  C17  C10  118.99  3.000
 1U9  H17  C17  C14  118.90  3.000
 1U9  C10  C17  C14  122.11  3.000
 1U9  C9   C10  C17  118.38  3.000
 1U9  C9   C10  C11  123.48  3.000
 1U9  C17  C10  C11  118.14  3.000
 1U9  H8   C9   C8   119.28  3.000
 1U9  H8   C9   C10  114.38  3.000
 1U9  C8   C9   C10  126.34  3.000
 1U9  H7   C8   C7   114.53  3.000
 1U9  H7   C8   C9   119.35  3.000
 1U9  C7   C8   C9   126.12  3.000
 1U9  C18  C7   C6   118.31  3.000
 1U9  C6   C7   C8   118.98  3.000
 1U9  C18  C7   C8   122.71  3.000
 1U9  H6   C6   C5   118.43  3.000
 1U9  H6   C6   C7   119.80  3.000
 1U9  C5   C6   C7   121.77  3.000
 1U9  H18  C18  C19  118.78  3.000
 1U9  H18  C18  C7   120.04  3.000
 1U9  C19  C18  C7   121.19  3.000
 1U9  H19  C19  C20  119.07  3.000
 1U9  H19  C19  C18  119.91  3.000
 1U9  C20  C19  C18  121.02  3.000
 1U9  C21  C20  C5   119.45  3.000
 1U9  C5   C20  C19  118.48  3.000
 1U9  C21  C20  C19  122.07  3.000
 1U9  C4   C5   C20  118.61  3.000
 1U9  C4   C5   C6   122.15  3.000
 1U9  C20  C5   C6   119.23  3.000
 1U9  H5   C4   C3   119.93  3.000
 1U9  H5   C4   C5   119.24  3.000
 1U9  C3   C4   C5   120.83  3.000
 1U9  H4   C3   C2   119.71  3.000
 1U9  H4   C3   C4   119.55  3.000
 1U9  C2   C3   C4   120.73  3.000
 1U9  H20  C21  C2   120.44  3.000
 1U9  H20  C21  C20  118.48  3.000
 1U9  C2   C21  C20  121.07  3.000
 1U9  C1   C2   C21  119.85  3.000
 1U9  C1   C2   C3   120.84  3.000
 1U9  C21  C2   C3   119.31  3.000
 1U9  N1   C1   N2   120.56  3.000
 1U9  N2   C1   C2   114.82  3.000
 1U9  N1   C1   C2   124.58  3.000
 1U9  H2   N2   H3   114.13  3.000
 1U9  H2   N2   C1   116.11  3.000
 1U9  H3   N2   C1   118.38  3.000
 1U9  H1   N1   C1   110.63  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
 1U9  CONST_01  C11  C10  C17  C14    0.00   0.0  0
 1U9  CONST_02  C11  C12  C13  C14    0.00   0.0  0
 1U9  CONST_03  C10  C17  C14  C13    0.00   0.0  0
 1U9  CONST_04  C10  C11  C12  C13    0.00   0.0  0
 1U9  CONST_05  C17  C14  C13  C12    0.00   0.0  0
 1U9  CONST_06  C17  C10  C11  C12    0.00   0.0  0
 1U9  CONST_07  C20  C19  C18  C7     0.00   0.0  0
 1U9  CONST_08  C20  C5   C6   C7     0.00   0.0  0
 1U9  CONST_09  C4   C5   C6   C7   180.00   0.0  0
 1U9  CONST_10  C19  C18  C7   C6     0.00   0.0  0
 1U9  CONST_11  C19  C20  C5   C6     0.00   0.0  0
 1U9  CONST_12  C21  C20  C5   C6   180.00   0.0  0
 1U9  CONST_13  C3   C4   C5   C6   180.00   0.0  0
 1U9  CONST_14  C21  C20  C19  C18  180.00   0.0  0
 1U9  CONST_15  C5   C20  C19  C18    0.00   0.0  0
 1U9  CONST_16  C5   C6   C7   C18    0.00   0.0  0
 1U9  CONST_17  C2   C21  C20  C19  180.00   0.0  0
 1U9  CONST_18  C4   C5   C20  C19  180.00   0.0  0
 1U9  CONST_19  C3   C2   C21  C20    0.00   0.0  0
 1U9  CONST_20  C3   C4   C5   C20    0.00   0.0  0
 1U9  CONST_21  C2   C21  C20  C5     0.00   0.0  0
 1U9  CONST_22  C2   C3   C4   C5     0.00   0.0  0
 1U9  CONST_23  C21  C20  C5   C4     0.00   0.0  0
 1U9  CONST_24  C21  C2   C3   C4     0.00   0.0  0
 1U9  CONST_25  C10  C17  C14  C15  180.00   0.0  0
 1U9  CONST_26  C12  C13  C14  C15  180.00   0.0  0
 1U9  CONST_27  C9   C10  C17  C14  180.00   0.0  0
 1U9  CONST_28  C9   C10  C11  C12  180.00   0.0  0
 1U9  CONST_29  C19  C18  C7   C8   180.00   0.0  0
 1U9  CONST_30  C5   C6   C7   C8   180.00   0.0  0
 1U9  CONST_31  C1   C2   C21  C20  180.00   0.0  0
 1U9  CONST_32  C1   C2   C3   C4   180.00   0.0  0
 1U9  CONST_33  H10  C12  C13  C14  180.00   0.0  0
 1U9  CONST_34  H17  C17  C14  C13  180.00   0.0  0
 1U9  CONST_35  H9   C11  C12  C13  180.00   0.0  0
 1U9  CONST_36  H11  C13  C12  C11  180.00   0.0  0
 1U9  CONST_37  H19  C19  C18  C7   180.00   0.0  0
 1U9  CONST_38  H18  C18  C7   C6   180.00   0.0  0
 1U9  CONST_39  H5   C4   C5   C6     0.00   0.0  0
 1U9  CONST_40  H6   C6   C7   C18  180.00   0.0  0
 1U9  CONST_41  H20  C21  C20  C19    0.00   0.0  0
 1U9  CONST_42  H4   C3   C4   C5   180.00   0.0  0
 1U9  CONST_43  H1   N1   C1   C2     0.00   0.0  0
 1U9  CONST_45  H2   N2   C1   C2   180.00   0.0  0
 1U9  Var_01    C7   C8   C9   C10  179.70   0.0  2
 1U9  Var_02    C17  C14  C15  C16  -91.30  30.0  2
 1U9  Var_03    C8   C9   C10  C11    1.40  30.0  2
 1U9  Var_04    C18  C7   C8   C9    -0.82  30.0  2
 1U9  Var_05    N1   C1   C2   C3   143.16  30.0  2
 1U9  Var_06    C14  C15  C16  O    179.87  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
 1U9  plan-1  C15  0.020
 1U9  plan-1  C14  0.020
 1U9  plan-1  C13  0.020
 1U9  plan-1  C12  0.020
 1U9  plan-1  C11  0.020
 1U9  plan-1  C17  0.020
 1U9  plan-1  C10  0.020
 1U9  plan-1  C9   0.020
 1U9  plan-1  H11  0.020
 1U9  plan-1  H10  0.020
 1U9  plan-1  H9   0.020
 1U9  plan-1  H17  0.020
 1U9  plan-2  C8   0.020
 1U9  plan-2  C7   0.020
 1U9  plan-2  C6   0.020
 1U9  plan-2  C18  0.020
 1U9  plan-2  C19  0.020
 1U9  plan-2  C20  0.020
 1U9  plan-2  C5   0.020
 1U9  plan-2  C4   0.020
 1U9  plan-2  C3   0.020
 1U9  plan-2  C21  0.020
 1U9  plan-2  C2   0.020
 1U9  plan-2  C1   0.020
 1U9  plan-2  H6   0.020
 1U9  plan-2  H18  0.020
 1U9  plan-2  H19  0.020
 1U9  plan-2  H5   0.020
 1U9  plan-2  H4   0.020
 1U9  plan-2  H20  0.020
 1U9  plan-3  C2   0.020
 1U9  plan-3  C1   0.020
 1U9  plan-3  N2   0.020
 1U9  plan-3  N1   0.020
 1U9  plan-3  H3   0.020
 1U9  plan-3  H2   0.020
 1U9  plan-3  H1   0.020
 1U9  plan-4  C10  0.020
 1U9  plan-4  C9   0.020
 1U9  plan-4  C8   0.020
 1U9  plan-4  C7   0.020
 1U9  plan-4  H8   0.020
 1U9  plan-4  H7   0.020

