# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 23:16:24 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: {2-[(3S)-3-methoxy-3-phenylpropyl]-1H-imidazol-4-yl}methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@@H](CCc1[nH]cc(CO)n1)c2ccccc2
#
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
 OH4  OH4  {2-[(3S)-3-methoxy-3-phenylpropyl]-1H-imidazol-4-yl}methanol  ligand  36  18  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_OH4
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
 OH4  N12  N  NR15  0  -0.602  -2.7684   0.3512   1.3963
 OH4  C13  C  CR6   0   0.094   2.7743  -0.0043   0.2031
 OH4  C15  C  CR16  0  -0.240   4.1217  -1.6770  -0.8989
 OH4  C17  C  CR16  0  -0.240   4.3557  -1.3262   1.4646
 OH4  O02  O  O2    0  -0.486   1.7682   1.8512  -0.9892
 OH4  C03  C  CH1   0   0.007   1.6821   1.0419   0.1578
 OH4  C04  C  CH2   0  -0.449   0.3090   0.3796   0.1641
 OH4  C05  C  CH2   0  -0.526  -0.8434   1.3883   0.1860
 OH4  C06  C  CR5   0   0.429  -2.1683   0.7116   0.2438
 OH4  N07  N  N     0  -0.474  -2.8823   0.3274  -0.7884
 OH4  C08  C  CR5   0   0.087  -3.9824  -0.3034  -0.2770
 OH4  C09  C  CH2   0  -0.223  -5.0282  -0.8792  -1.1689
 OH4  O10  O  OH1   0  -0.670  -6.0365  -1.4469  -0.3696
 OH4  C11  C  CR15  0  -0.129  -3.9327  -0.3002   1.0869
 OH4  C14  C  CR16  0  -0.295   3.1523  -0.6855  -0.9516
 OH4  C16  C  CR16  0  -0.269   4.7252  -2.0024   0.3101
 OH4  C18  C  CR16  0  -0.313   3.3873  -0.3313   1.4076
 OH4  H1   H  HNR5  0   0.413  -2.4251   0.5284   2.3266
 OH4  H3   H  HCR6  0   0.254   4.8260  -1.5663   2.4096
 OH4  H4   H  HCH3  0   0.236   2.7890   3.3681  -1.8605
 OH4  H5   H  HCH3  0   0.208   2.8152   3.4023  -0.0870
 OH4  H6   H  HCH3  0   0.208   3.8200   2.2383  -0.9686
 OH4  H7   H  HCH1  0   0.218   1.7665   1.6683   1.0617
 OH4  H8   H  HCH2  0   0.242   0.2118  -0.2750  -0.7074
 OH4  H9   H  HCH2  0   0.250   0.2500  -0.2655   1.0443
 OH4  H10  H  HCH2  0   0.252  -0.7287   2.0569   1.0436
 OH4  H11  H  HCH2  0   0.261  -0.8136   2.0094  -0.7087
 OH4  H13  H  HCH2  0   0.207  -5.4234  -0.0902  -1.8237
 OH4  H14  H  HCH2  0   0.209  -4.5669  -1.6230  -1.8334
 OH4  H15  H  HOH1  0   0.460  -6.6787  -1.8658  -0.9488
 OH4  H16  H  HCR5  0   0.277  -4.5972  -0.6780   1.8444
 OH4  H17  H  HCR6  0   0.249   2.6933  -0.4348  -1.9003
 OH4  H18  H  HCR6  0   0.255   5.4825  -2.7744   0.3493
 OH4  H19  H  HCR6  0   0.249   3.1096   0.2001   2.3111
 OH4  H2   H  HCR6  0   0.254   4.4063  -2.1987  -1.8040
 OH4  C01  C  CH3   0  -0.403   2.8513   2.7493  -0.9664

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
 OH4  C09  O10  single    1.406  0.020  1.406
 OH4  C09  C08  single    1.490  0.020  1.490
 OH4  N07  C08  aromatic  1.367  0.020  1.367
 OH4  N07  C06  aromatic  1.313  0.020  1.313
 OH4  C01  O02  single    1.407  0.020  1.407
 OH4  C08  C11  aromatic  1.365  0.020  1.365
 OH4  O02  C03  single    1.406  0.020  1.406
 OH4  C05  C06  single    1.489  0.020  1.489
 OH4  C05  C04  single    1.532  0.020  1.532
 OH4  C06  N12  aromatic  1.348  0.020  1.348
 OH4  C03  C04  single    1.525  0.020  1.525
 OH4  C03  C13  single    1.513  0.020  1.513
 OH4  C11  N12  aromatic  1.370  0.020  1.370
 OH4  C13  C18  aromatic  1.390  0.020  1.390
 OH4  C13  C14  aromatic  1.393  0.020  1.393
 OH4  C18  C17  aromatic  1.390  0.020  1.390
 OH4  C14  C15  aromatic  1.388  0.020  1.388
 OH4  C17  C16  aromatic  1.388  0.020  1.388
 OH4  C15  C16  aromatic  1.390  0.020  1.390
 OH4  N12  H1   single    0.860  0.020  1.020
 OH4  C15  H2   single    0.930  0.020  1.080
 OH4  C17  H3   single    0.930  0.020  1.080
 OH4  C01  H4   single    0.970  0.020  1.090
 OH4  C01  H5   single    0.970  0.020  1.090
 OH4  C01  H6   single    0.970  0.020  1.090
 OH4  C03  H7   single    0.970  0.020  1.090
 OH4  C04  H8   single    0.970  0.020  1.090
 OH4  C04  H9   single    0.970  0.020  1.090
 OH4  C05  H10  single    0.970  0.020  1.090
 OH4  C05  H11  single    0.970  0.020  1.090
 OH4  C09  H13  single    0.970  0.020  1.090
 OH4  C09  H14  single    0.970  0.020  1.090
 OH4  O10  H15  single    0.850  0.020  0.980
 OH4  C11  H16  single    0.930  0.020  1.080
 OH4  C14  H17  single    0.930  0.020  1.080
 OH4  C16  H18  single    0.930  0.020  1.080
 OH4  C18  H19  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
 OH4  H1   N12  C11  125.60  3.000
 OH4  H1   N12  C06  126.20  3.000
 OH4  C11  N12  C06  108.20  3.000
 OH4  C18  C13  C14  118.91  3.000
 OH4  C14  C13  C03  120.61  3.000
 OH4  C18  C13  C03  120.45  3.000
 OH4  H2   C15  C16  120.01  3.000
 OH4  H2   C15  C14  119.75  3.000
 OH4  C16  C15  C14  120.24  3.000
 OH4  H3   C17  C18  119.83  3.000
 OH4  H3   C17  C16  120.15  3.000
 OH4  C18  C17  C16  120.01  3.000
 OH4  C03  O02  C01  113.65  3.000
 OH4  H7   C03  C04  108.20  3.000
 OH4  H7   C03  O02  109.68  3.000
 OH4  C04  C03  O02  107.97  3.000
 OH4  H7   C03  C13  108.23  3.000
 OH4  C04  C03  C13  110.47  3.000
 OH4  O02  C03  C13  112.22  3.000
 OH4  H9   C04  H8   106.47  3.000
 OH4  H9   C04  C05  109.67  3.000
 OH4  H8   C04  C05  109.79  3.000
 OH4  H9   C04  C03  107.96  3.000
 OH4  H8   C04  C03  109.67  3.000
 OH4  C05  C04  C03  113.05  3.000
 OH4  H11  C05  H10  107.01  3.000
 OH4  H11  C05  C06  108.38  3.000
 OH4  H10  C05  C06  109.92  3.000
 OH4  H11  C05  C04  110.07  3.000
 OH4  H10  C05  C04  109.57  3.000
 OH4  C06  C05  C04  111.76  3.000
 OH4  N07  C06  C05  125.91  3.000
 OH4  C05  C06  N12  123.42  3.000
 OH4  N07  C06  N12  110.60  3.000
 OH4  C08  N07  C06  106.17  3.000
 OH4  C11  C08  C09  128.65  3.000
 OH4  C11  C08  N07  110.08  3.000
 OH4  C09  C08  N07  121.27  3.000
 OH4  H14  C09  H13  106.06  3.000
 OH4  H14  C09  O10  111.80  3.000
 OH4  H13  C09  O10  111.76  3.000
 OH4  H14  C09  C08  109.20  3.000
 OH4  H13  C09  C08  109.37  3.000
 OH4  O10  C09  C08  108.60  3.000
 OH4  H15  O10  C09  108.21  3.000
 OH4  H16  C11  C08  132.85  3.000
 OH4  H16  C11  N12  122.20  3.000
 OH4  C08  C11  N12  104.94  3.000
 OH4  H17  C14  C15  119.64  3.000
 OH4  H17  C14  C13  119.86  3.000
 OH4  C15  C14  C13  120.50  3.000
 OH4  H18  C16  C17  120.24  3.000
 OH4  H18  C16  C15  120.16  3.000
 OH4  C17  C16  C15  119.60  3.000
 OH4  H19  C18  C17  119.68  3.000
 OH4  H19  C18  C13  119.58  3.000
 OH4  C17  C18  C13  120.74  3.000
 OH4  H6   C01  H5   107.98  3.000
 OH4  H6   C01  H4   108.31  3.000
 OH4  H5   C01  H4   108.56  3.000
 OH4  H6   C01  O02  112.52  3.000
 OH4  H5   C01  O02  111.59  3.000
 OH4  H4   C01  O02  107.77  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
 OH4  CONST_01  C08  N07  C06  N12     0.00   0.0  0
 OH4  CONST_02  N07  C08  C11  N12     0.00   0.0  0
 OH4  CONST_03  C16  C17  C18  C13     0.00   0.0  0
 OH4  CONST_04  C16  C15  C14  C13     0.00   0.0  0
 OH4  CONST_05  C18  C13  C14  C15     0.00   0.0  0
 OH4  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 OH4  CONST_07  C14  C13  C18  C17     0.00   0.0  0
 OH4  CONST_08  C14  C15  C16  C17     0.00   0.0  0
 OH4  CONST_09  C11  C08  N07  C06     0.00   0.0  0
 OH4  CONST_10  C08  C11  N12  C06     0.00   0.0  0
 OH4  CONST_11  C11  N12  C06  N07     0.00   0.0  0
 OH4  CONST_12  C09  C08  C11  N12   180.00   0.0  0
 OH4  CONST_13  C03  C13  C14  C15   180.00   0.0  0
 OH4  CONST_14  C03  C13  C18  C17   180.00   0.0  0
 OH4  CONST_15  C08  N07  C06  C05   180.00   0.0  0
 OH4  CONST_16  C11  N12  C06  C05   180.00   0.0  0
 OH4  CONST_17  C09  C08  N07  C06   180.00   0.0  0
 OH4  CONST_18  H3   C17  C18  C13   180.00   0.0  0
 OH4  CONST_19  H2   C15  C14  C13   180.00   0.0  0
 OH4  CONST_20  H16  C11  N12  C06   180.00   0.0  0
 OH4  CONST_21  H1   N12  C06  N07   180.00   0.0  0
 OH4  CONST_22  H19  C18  C13  C14   180.00   0.0  0
 OH4  CONST_23  H18  C16  C15  C14   180.00   0.0  0
 OH4  CONST_24  H17  C14  C15  C16   180.00   0.0  0
 OH4  Var_01    C04  C05  C06  N12    87.55  30.0  3
 OH4  Var_02    O10  C09  C08  N07  -179.39  30.0  3
 OH4  Var_03    C06  C05  C04  C03  -177.84  30.0  1
 OH4  Var_04    H4   C01  O02  C03  -176.32  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 OH4  chir_01  C03  O02  C04  C13  negativ

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
 OH4  plan-1  N12  0.020
 OH4  plan-1  C05  0.020
 OH4  plan-1  C06  0.020
 OH4  plan-1  N07  0.020
 OH4  plan-1  C08  0.020
 OH4  plan-1  C09  0.020
 OH4  plan-1  C11  0.020
 OH4  plan-1  H1   0.020
 OH4  plan-1  H16  0.020
 OH4  plan-2  C13  0.020
 OH4  plan-2  C15  0.020
 OH4  plan-2  C17  0.020
 OH4  plan-2  C03  0.020
 OH4  plan-2  C14  0.020
 OH4  plan-2  C16  0.020
 OH4  plan-2  C18  0.020
 OH4  plan-2  H3   0.020
 OH4  plan-2  H17  0.020
 OH4  plan-2  H18  0.020
 OH4  plan-2  H19  0.020
 OH4  plan-2  H2   0.020

