# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:08:05 2021
#   Inital geometry file: a 110 line input string
#   Ligand name: 4-(2-{[(2-hydroxyphenyl)methyl]amino}ethyl)-2,5-dimethoxybenzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C#N)c(OC)cc1CCNCc2ccccc2O
#
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
 U0G  U0G  4-(2-{[(2-hydroxyphenyl)methyl]amino}ethyl)-2,5-dimethoxybenzonitrile  ligand  43  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U0G
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
 U0G  C10  C  CH3   0  -0.441  152.3150  162.6673  152.9117
 U0G  C13  C  CH2   0  -0.535  151.0087  158.9826  149.5699
 U0G  C17  C  CR6   0  -0.004  150.7502  161.4793  146.4601
 U0G  C20  C  CR16  0  -0.256  149.6756  161.2047  143.8865
 U0G  C21  C  CR16  0  -0.329  148.9302  160.8379  144.9931
 U0G  C22  C  CR6   0   0.304  149.4591  160.9734  146.2768
 U0G  C01  C  CH3   0  -0.441  153.4044  155.7441  150.6839
 U0G  C03  C  CR6   0   0.339  152.7542  157.9893  151.0994
 U0G  C04  C  CR16  0  -0.368  153.6416  158.1139  152.1540
 U0G  C05  C  CR6   0  -0.095  153.7351  159.3236  152.8487
 U0G  C06  C  CSP   0   0.058  154.6464  159.4458  153.9329
 U0G  C08  C  CR6   0   0.409  152.9433  160.4182  152.4959
 U0G  C11  C  CR16  0  -0.421  152.0560  160.2727  151.4336
 U0G  C12  C  CR6   0   0.104  151.9480  159.0808  150.7339
 U0G  C14  C  CH2   0  -0.304  151.7259  159.1803  148.2296
 U0G  C16  C  CH2   0  -0.418  151.4330  161.5832  147.8095
 U0G  C18  C  CR16  0  -0.292  151.4728  161.8479  145.3255
 U0G  C19  C  CR16  0  -0.270  150.9567  161.7190  144.0468
 U0G  N07  N  NS    0  -0.259  155.3835  159.5298  154.8158
 U0G  N15  N  NH1   0  -0.567  152.3365  160.4901  148.1244
 U0G  O09  O  O2    0  -0.460  153.1082  161.5339  153.2178
 U0G  O23  O  OH1   0  -0.632  148.6570  160.5836  147.2949
 U0G  H1   H  HCH3  0   0.267  152.6060  163.4422  153.6155
 U0G  H2   H  HCH3  0   0.233  152.4966  163.0273  151.8963
 U0G  H3   H  HCH3  0   0.236  151.2493  162.4600  153.0325
 U0G  H4   H  HCH2  0   0.236  150.2195  159.7287  149.6909
 U0G  H5   H  HCH2  0   0.264  150.5062  158.0143  149.5528
 U0G  H6   H  HCR6  0   0.256  149.2508  161.0922  142.8974
 U0G  H7   H  HCR6  0   0.261  147.9292  160.4417  144.8729
 U0G  H8   H  HCH3  0   0.263  153.1263  154.9605  149.9838
 U0G  H9   H  HCH3  0   0.230  154.4696  155.9609  150.5654
 U0G  H10  H  HCH3  0   0.230  153.2290  155.3840  151.7013
 U0G  H11  H  HCR6  0   0.301  154.2735  157.2936  152.4648
 U0G  H12  H  HCR6  0   0.278  151.4235  161.0966  151.1311
 U0G  H13  H  HCH2  0   0.220  151.0129  158.9646  147.4207
 U0G  H14  H  HCH2  0   0.250  152.5173  158.4353  148.1396
 U0G  H15  H  HCH2  0   0.269  152.0151  162.5067  147.8304
 U0G  H16  H  HCH2  0   0.228  150.7148  161.6972  148.6287
 U0G  H17  H  HCR6  0   0.253  152.4716  162.2500  145.4579
 U0G  H18  H  HCR6  0   0.250  151.5431  162.0145  143.1870
 U0G  H19  H  HNH1  0   0.355  153.0716  160.4608  147.4303
 U0G  H21  H  HOH1  0   0.469  149.0244  160.8349  148.1476
 U0G  O02  O  O2    0  -0.470  152.6012  156.8638  150.3730

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
 U0G  C20  C21  aromatic  1.384  0.020  1.384
 U0G  C20  C19  aromatic  1.390  0.020  1.390
 U0G  C21  C22  aromatic  1.395  0.020  1.395
 U0G  C19  C18  aromatic  1.385  0.020  1.385
 U0G  C22  O23  single    1.354  0.020  1.354
 U0G  C22  C17  aromatic  1.399  0.020  1.399
 U0G  C18  C17  aromatic  1.395  0.020  1.395
 U0G  C17  C16  single    1.516  0.020  1.516
 U0G  C16  N15  single    1.453  0.020  1.453
 U0G  N15  C14  single    1.449  0.020  1.449
 U0G  C14  C13  single    1.533  0.020  1.533
 U0G  C01  O02  single    1.413  0.020  1.413
 U0G  O02  C03  single    1.348  0.020  1.348
 U0G  C13  C12  single    1.499  0.020  1.499
 U0G  C03  C12  aromatic  1.405  0.020  1.405
 U0G  C03  C04  aromatic  1.384  0.020  1.384
 U0G  C12  C11  aromatic  1.386  0.020  1.386
 U0G  C04  C05  aromatic  1.398  0.020  1.398
 U0G  C11  C08  aromatic  1.392  0.020  1.392
 U0G  C05  C08  aromatic  1.396  0.020  1.396
 U0G  C05  C06  single    1.422  0.020  1.422
 U0G  C08  O09  single    1.339  0.020  1.339
 U0G  C10  O09  single    1.417  0.020  1.417
 U0G  C06  N07  triple    1.153  0.020  1.153
 U0G  C10  H1   single    0.970  0.020  1.090
 U0G  C10  H2   single    0.970  0.020  1.090
 U0G  C10  H3   single    0.970  0.020  1.090
 U0G  C13  H4   single    0.970  0.020  1.090
 U0G  C13  H5   single    0.970  0.020  1.090
 U0G  C20  H6   single    0.930  0.020  1.080
 U0G  C21  H7   single    0.930  0.020  1.080
 U0G  C01  H8   single    0.970  0.020  1.090
 U0G  C01  H9   single    0.970  0.020  1.090
 U0G  C01  H10  single    0.970  0.020  1.090
 U0G  C04  H11  single    0.930  0.020  1.080
 U0G  C11  H12  single    0.930  0.020  1.080
 U0G  C14  H13  single    0.970  0.020  1.090
 U0G  C14  H14  single    0.970  0.020  1.090
 U0G  C16  H15  single    0.970  0.020  1.090
 U0G  C16  H16  single    0.970  0.020  1.090
 U0G  C18  H17  single    0.930  0.020  1.080
 U0G  C19  H18  single    0.930  0.020  1.080
 U0G  N15  H19  single    0.890  0.020  1.040
 U0G  O23  H21  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
 U0G  H3   C10  H2   109.12  3.000
 U0G  H3   C10  H1   108.97  3.000
 U0G  H2   C10  H1   108.81  3.000
 U0G  H3   C10  O09  111.74  3.000
 U0G  H2   C10  O09  111.80  3.000
 U0G  H1   C10  O09  106.30  3.000
 U0G  H5   C13  H4   105.97  3.000
 U0G  H5   C13  C14  108.44  3.000
 U0G  H4   C13  C14  110.28  3.000
 U0G  H5   C13  C12  111.04  3.000
 U0G  H4   C13  C12  108.77  3.000
 U0G  C14  C13  C12  112.17  3.000
 U0G  C18  C17  C16  118.21  3.000
 U0G  C16  C17  C22  123.87  3.000
 U0G  C18  C17  C22  117.85  3.000
 U0G  H6   C20  C19  120.38  3.000
 U0G  H6   C20  C21  119.46  3.000
 U0G  C19  C20  C21  120.16  3.000
 U0G  H7   C21  C22  119.22  3.000
 U0G  H7   C21  C20  120.39  3.000
 U0G  C22  C21  C20  120.39  3.000
 U0G  O23  C22  C21  116.07  3.000
 U0G  O23  C22  C17  123.55  3.000
 U0G  C21  C22  C17  120.38  3.000
 U0G  H10  C01  H9   108.81  3.000
 U0G  H10  C01  H8   108.71  3.000
 U0G  H9   C01  H8   108.81  3.000
 U0G  H10  C01  O02  112.00  3.000
 U0G  H9   C01  O02  111.89  3.000
 U0G  H8   C01  O02  106.51  3.000
 U0G  O02  C03  C12  116.30  3.000
 U0G  C12  C03  C04  119.74  3.000
 U0G  O02  C03  C04  123.95  3.000
 U0G  H11  C04  C05  118.33  3.000
 U0G  H11  C04  C03  121.71  3.000
 U0G  C05  C04  C03  119.96  3.000
 U0G  C08  C05  C06  119.26  3.000
 U0G  C06  C05  C04  119.75  3.000
 U0G  C08  C05  C04  120.99  3.000
 U0G  N07  C06  C05  180.00  3.000
 U0G  O09  C08  C11  125.25  3.000
 U0G  O09  C08  C05  116.56  3.000
 U0G  C11  C08  C05  118.19  3.000
 U0G  H12  C11  C12  117.92  3.000
 U0G  H12  C11  C08  120.43  3.000
 U0G  C12  C11  C08  121.65  3.000
 U0G  C11  C12  C03  119.46  3.000
 U0G  C11  C12  C13  119.81  3.000
 U0G  C03  C12  C13  120.70  3.000
 U0G  H14  C14  H13  106.01  3.000
 U0G  H14  C14  N15  107.80  3.000
 U0G  H13  C14  N15  113.41  3.000
 U0G  H14  C14  C13  108.87  3.000
 U0G  H13  C14  C13  108.33  3.000
 U0G  N15  C14  C13  112.16  3.000
 U0G  H16  C16  H15  104.32  3.000
 U0G  H16  C16  N15  108.90  3.000
 U0G  H15  C16  N15  107.50  3.000
 U0G  H16  C16  C17  112.17  3.000
 U0G  H15  C16  C17  108.37  3.000
 U0G  N15  C16  C17  114.93  3.000
 U0G  H17  C18  C19  119.36  3.000
 U0G  H17  C18  C17  118.40  3.000
 U0G  C19  C18  C17  122.24  3.000
 U0G  H18  C19  C18  120.42  3.000
 U0G  H18  C19  C20  120.60  3.000
 U0G  C18  C19  C20  118.98  3.000
 U0G  H19  N15  C16  108.96  3.000
 U0G  H19  N15  C14  109.27  3.000
 U0G  C16  N15  C14  115.71  3.000
 U0G  C08  O09  C10  118.76  3.000
 U0G  H21  O23  C22  111.42  3.000
 U0G  C03  O02  C01  118.59  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
 U0G  CONST_01  C20  C21  C22  C17     0.00   0.0  0
 U0G  CONST_02  C20  C19  C18  C17     0.00   0.0  0
 U0G  CONST_03  C18  C19  C20  C21     0.00   0.0  0
 U0G  CONST_04  C18  C17  C22  C21     0.00   0.0  0
 U0G  CONST_05  C19  C20  C21  C22     0.00   0.0  0
 U0G  CONST_06  C19  C18  C17  C22     0.00   0.0  0
 U0G  CONST_07  C08  C11  C12  C03     0.00   0.0  0
 U0G  CONST_08  C08  C05  C04  C03     0.00   0.0  0
 U0G  CONST_09  C11  C12  C03  C04     0.00   0.0  0
 U0G  CONST_10  C11  C08  C05  C04     0.00   0.0  0
 U0G  CONST_11  C12  C03  C04  C05     0.00   0.0  0
 U0G  CONST_12  C12  C11  C08  C05     0.00   0.0  0
 U0G  CONST_13  C04  C03  C12  C13   180.00   0.0  0
 U0G  CONST_14  C08  C11  C12  C13   180.00   0.0  0
 U0G  CONST_15  O23  C22  C21  C20   180.00   0.0  0
 U0G  CONST_16  C16  C17  C22  C21   180.00   0.0  0
 U0G  CONST_17  C06  C05  C04  C03   180.00   0.0  0
 U0G  CONST_18  O09  C08  C05  C04   180.00   0.0  0
 U0G  CONST_19  O02  C03  C04  C05   180.00   0.0  0
 U0G  CONST_20  C11  C08  C05  C06   180.00   0.0  0
 U0G  CONST_21  O02  C03  C12  C11   180.00   0.0  0
 U0G  CONST_22  O09  C08  C11  C12   180.00   0.0  0
 U0G  CONST_23  C19  C18  C17  C16   180.00   0.0  0
 U0G  CONST_24  O23  C22  C17  C18   180.00   0.0  0
 U0G  CONST_25  H7   C21  C22  C17   180.00   0.0  0
 U0G  CONST_26  H18  C19  C18  C17   180.00   0.0  0
 U0G  CONST_27  H17  C18  C19  C20   180.00   0.0  0
 U0G  CONST_28  H6   C20  C21  C22   180.00   0.0  0
 U0G  CONST_29  H12  C11  C12  C03   180.00   0.0  0
 U0G  CONST_30  H11  C04  C05  C08   180.00   0.0  0
 U0G  Var_01    C11  C08  O09  C10     1.01  30.0  2
 U0G  Var_02    N15  C16  C17  C22    97.28  30.0  2
 U0G  Var_03    C12  C03  O02  C01   178.91  30.0  2
 U0G  Var_04    C14  C13  C12  C03   -80.35  30.0  2
 U0G  Var_05    C14  N15  C16  C17   -63.07  30.0  3
 U0G  Var_06    N15  C14  C13  C12   -61.49  30.0  1
 U0G  Var_07    H8   C01  O02  C03  -179.69  30.0  3
 U0G  Var_08    H1   C10  O09  C08   179.60  30.0  3
 U0G  Var_09    C16  N15  C14  C13   -78.38  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
 U0G  plan-1  C17  0.020
 U0G  plan-1  C20  0.020
 U0G  plan-1  C21  0.020
 U0G  plan-1  C22  0.020
 U0G  plan-1  C16  0.020
 U0G  plan-1  C18  0.020
 U0G  plan-1  C19  0.020
 U0G  plan-1  O23  0.020
 U0G  plan-1  H6   0.020
 U0G  plan-1  H7   0.020
 U0G  plan-1  H17  0.020
 U0G  plan-1  H18  0.020
 U0G  plan-2  C13  0.020
 U0G  plan-2  C03  0.020
 U0G  plan-2  C04  0.020
 U0G  plan-2  C05  0.020
 U0G  plan-2  C06  0.020
 U0G  plan-2  C08  0.020
 U0G  plan-2  C11  0.020
 U0G  plan-2  C12  0.020
 U0G  plan-2  N07  0.020
 U0G  plan-2  O09  0.020
 U0G  plan-2  H11  0.020
 U0G  plan-2  H12  0.020
 U0G  plan-2  O02  0.020

