# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 08:36:28 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-[(1R,2S)-1-ethyl-2-(4-hydroxyphenyl)butyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]([C@H](CC)c1ccc(O)cc1)c2ccc(O)cc2
#
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
 HXS  HXS  4-[(1R,2S)-1-ethyl-2-(4-hydroxyphenyl)butyl]phenol  ligand  42  20  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HXS
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
 HXS  C1    C  CR16  0  -0.325  -3.8364  -0.2536  -1.2702
 HXS  C2    C  CR6   0   0.333  -4.6559  -0.2689  -0.1430
 HXS  C3    C  CR16  0  -0.371  -4.0993  -0.0069   1.1036
 HXS  C4    C  CR16  0  -0.310  -2.7408   0.2643   1.2121
 HXS  C5    C  CR6   0   0.152  -1.9067   0.2829   0.1014
 HXS  O16   O  OH1   0  -0.637  -5.9675  -0.5409  -0.3195
 HXS  C     C  CR16  0  -0.294  -2.4855   0.0203  -1.1402
 HXS  C7    C  CH1   0  -0.301  -0.4326   0.5823   0.2301
 HXS  C17   C  CH2   0  -0.403  -0.0672   1.8852  -0.4928
 HXS  C18   C  CH3   0  -0.661  -0.8474   3.0925   0.0069
 HXS  C8    C  CH1   0  -0.301   0.4318  -0.6064  -0.2537
 HXS  C19   C  CH2   0  -0.404   0.0666  -1.9089   0.4699
 HXS  C20   C  CH3   0  -0.660   0.8455  -3.1167  -0.0307
 HXS  C9    C  CR6   0   0.151   1.9059  -0.3073  -0.1262
 HXS  C14   C  CR16  0  -0.309   2.7388  -0.2890  -1.2379
 HXS  C13   C  CR16  0  -0.371   4.0977  -0.0188  -1.1309
 HXS  C12   C  CR6   0   0.333   4.6559   0.2429   0.1151
 HXS  O15   O  OH1   0  -0.637   5.9679   0.5138   0.2898
 HXS  C11   C  CR16  0  -0.325   3.8376   0.2284   1.2432
 HXS  C10   C  CR16  0  -0.295   2.4863  -0.0448   1.1148
 HXS  H1    H  HCR6  0   0.257  -4.2611  -0.4588  -2.2453
 HXS  H3    H  HCR6  0   0.265  -4.7201  -0.0144   1.9929
 HXS  H4    H  HCR6  0   0.245  -2.3281   0.4675   2.1936
 HXS  HO16  H  HOH1  0   0.471  -6.4273  -0.5307   0.5270
 HXS  H     H  HCR6  0   0.245  -1.8726   0.0229  -2.0348
 HXS  H7    H  HCH1  0   0.228  -0.2217   0.7327   1.2968
 HXS  H17   H  HCH2  0   0.232   1.0016   2.0697  -0.3632
 HXS  H17A  H  HCH2  0   0.210  -0.2225   1.7613  -1.5696
 HXS  H18   H  HCH3  0   0.222  -1.9145   2.9983  -0.1959
 HXS  H18A  H  HCH3  0   0.215  -0.7289   3.2167   1.0854
 HXS  H18B  H  HCH3  0   0.227  -0.4985   4.0083  -0.4717
 HXS  H8    H  HCH1  0   0.229   0.2205  -0.7570  -1.3202
 HXS  H19   H  HCH2  0   0.210   0.2237  -1.7848   1.5465
 HXS  H19A  H  HCH2  0   0.232  -1.0024  -2.0928   0.3417
 HXS  H20   H  HCH3  0   0.227   0.4974  -4.0322   0.4490
 HXS  H20A  H  HCH3  0   0.214   0.7249  -3.2414  -1.1090
 HXS  H20B  H  HCH3  0   0.222   1.9131  -3.0226   0.1696
 HXS  H14   H  HCR6  0   0.246   2.3246  -0.4920  -2.2188
 HXS  H13   H  HCR6  0   0.265   4.7172  -0.0117  -2.0210
 HXS  HO15  H  HOH1  0   0.471   6.4262   0.5054  -0.5576
 HXS  H11   H  HCR6  0   0.257   4.2635   0.4336   2.2178
 HXS  H10   H  HCR6  0   0.245   1.8744  -0.0471   2.0101

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
 HXS  C1   C2    aromatic  1.394  0.020  1.394
 HXS  C1   C     aromatic  1.385  0.020  1.385
 HXS  C2   C3    aromatic  1.390  0.020  1.390
 HXS  C2   O16   single    1.351  0.020  1.351
 HXS  C3   C4    aromatic  1.390  0.020  1.390
 HXS  C4   C5    aromatic  1.389  0.020  1.389
 HXS  C5   C     aromatic  1.395  0.020  1.395
 HXS  C5   C7    single    1.510  0.020  1.510
 HXS  C7   C17   single    1.534  0.020  1.534
 HXS  C7   C8    single    1.547  0.020  1.547
 HXS  C17  C18   single    1.522  0.020  1.522
 HXS  C8   C19   single    1.534  0.020  1.534
 HXS  C8   C9    single    1.510  0.020  1.510
 HXS  C19  C20   single    1.522  0.020  1.522
 HXS  C9   C14   aromatic  1.389  0.020  1.389
 HXS  C9   C10   aromatic  1.395  0.020  1.395
 HXS  C14  C13   aromatic  1.390  0.020  1.390
 HXS  C13  C12   aromatic  1.390  0.020  1.390
 HXS  C12  O15   single    1.351  0.020  1.351
 HXS  C12  C11   aromatic  1.394  0.020  1.394
 HXS  C11  C10   aromatic  1.385  0.020  1.385
 HXS  C1   H1    single    0.930  0.020  1.080
 HXS  C3   H3    single    0.930  0.020  1.080
 HXS  C4   H4    single    0.930  0.020  1.080
 HXS  O16  HO16  single    0.850  0.020  0.980
 HXS  C    H     single    0.930  0.020  1.080
 HXS  C7   H7    single    0.970  0.020  1.090
 HXS  C17  H17   single    0.970  0.020  1.090
 HXS  C17  H17A  single    0.970  0.020  1.090
 HXS  C18  H18   single    0.970  0.020  1.090
 HXS  C18  H18A  single    0.970  0.020  1.090
 HXS  C18  H18B  single    0.970  0.020  1.090
 HXS  C8   H8    single    0.970  0.020  1.090
 HXS  C19  H19   single    0.970  0.020  1.090
 HXS  C19  H19A  single    0.970  0.020  1.090
 HXS  C20  H20   single    0.970  0.020  1.090
 HXS  C20  H20A  single    0.970  0.020  1.090
 HXS  C20  H20B  single    0.970  0.020  1.090
 HXS  C14  H14   single    0.930  0.020  1.080
 HXS  C13  H13   single    0.930  0.020  1.080
 HXS  O15  HO15  single    0.850  0.020  0.980
 HXS  C11  H11   single    0.930  0.020  1.080
 HXS  C10  H10   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
 HXS  H1    C1   C     120.30  3.000
 HXS  H1    C1   C2    119.70  3.000
 HXS  C     C1   C2    120.00  3.000
 HXS  O16   C2   C3    122.94  3.000
 HXS  O16   C2   C1    117.86  3.000
 HXS  C3    C2   C1    119.19  3.000
 HXS  H3    C3   C4    119.79  3.000
 HXS  H3    C3   C2    120.32  3.000
 HXS  C4    C3   C2    119.88  3.000
 HXS  H4    C4   C5    119.53  3.000
 HXS  H4    C4   C3    118.65  3.000
 HXS  C5    C4   C3    121.82  3.000
 HXS  C7    C5   C     121.22  3.000
 HXS  C7    C5   C4    121.39  3.000
 HXS  C     C5   C4    117.38  3.000
 HXS  HO16  O16  C2    110.27  3.000
 HXS  H     C    C5    119.95  3.000
 HXS  H     C    C1    118.33  3.000
 HXS  C5    C    C1    121.72  3.000
 HXS  H7    C7   C8    107.56  3.000
 HXS  H7    C7   C17   107.20  3.000
 HXS  C8    C7   C17   111.84  3.000
 HXS  H7    C7   C5    107.31  3.000
 HXS  C8    C7   C5    111.50  3.000
 HXS  C17   C7   C5    111.15  3.000
 HXS  H17A  C17  H17   105.94  3.000
 HXS  H17A  C17  C18   109.87  3.000
 HXS  H17   C17  C18   109.19  3.000
 HXS  H17A  C17  C7    109.48  3.000
 HXS  H17   C17  C7    108.70  3.000
 HXS  C18   C17  C7    113.38  3.000
 HXS  H18B  C18  H18A  107.65  3.000
 HXS  H18B  C18  H18   107.70  3.000
 HXS  H18A  C18  H18   107.44  3.000
 HXS  H18B  C18  C17   110.98  3.000
 HXS  H18A  C18  C17   111.03  3.000
 HXS  H18   C18  C17   111.85  3.000
 HXS  H8    C8   C9    107.29  3.000
 HXS  H8    C8   C19   107.21  3.000
 HXS  C9    C8   C19   111.15  3.000
 HXS  H8    C8   C7    107.56  3.000
 HXS  C9    C8   C7    111.53  3.000
 HXS  C19   C8   C7    111.83  3.000
 HXS  H19A  C19  H19   105.96  3.000
 HXS  H19A  C19  C20   109.19  3.000
 HXS  H19   C19  C20   109.87  3.000
 HXS  H19A  C19  C8    108.69  3.000
 HXS  H19   C19  C8    109.47  3.000
 HXS  C20   C19  C8    113.38  3.000
 HXS  H20B  C20  H20A  107.42  3.000
 HXS  H20B  C20  H20   107.71  3.000
 HXS  H20A  C20  H20   107.65  3.000
 HXS  H20B  C20  C19   111.85  3.000
 HXS  H20A  C20  C19   111.03  3.000
 HXS  H20   C20  C19   110.98  3.000
 HXS  C10   C9   C14   117.39  3.000
 HXS  C10   C9   C8    121.24  3.000
 HXS  C14   C9   C8    121.37  3.000
 HXS  H14   C14  C13   118.67  3.000
 HXS  H14   C14  C9    119.51  3.000
 HXS  C13   C14  C9    121.82  3.000
 HXS  H13   C13  C12   120.33  3.000
 HXS  H13   C13  C14   119.79  3.000
 HXS  C12   C13  C14   119.89  3.000
 HXS  C11   C12  O15   117.87  3.000
 HXS  C11   C12  C13   119.19  3.000
 HXS  O15   C12  C13   122.93  3.000
 HXS  HO15  O15  C12   110.27  3.000
 HXS  H11   C11  C10   120.30  3.000
 HXS  H11   C11  C12   119.70  3.000
 HXS  C10   C11  C12   120.00  3.000
 HXS  H10   C10  C11   118.33  3.000
 HXS  H10   C10  C9    119.96  3.000
 HXS  C11   C10  C9    121.71  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
 HXS  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 HXS  CONST_02  C4   C5   C    C1      0.00   0.0  0
 HXS  CONST_03  C5   C    C1   C2      0.00   0.0  0
 HXS  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 HXS  CONST_05  C    C1   C2   C3      0.00   0.0  0
 HXS  CONST_06  C    C5   C4   C3      0.00   0.0  0
 HXS  CONST_07  C12  C13  C14  C9      0.00   0.0  0
 HXS  CONST_08  C12  C11  C10  C9      0.00   0.0  0
 HXS  CONST_09  C11  C10  C9   C14     0.00   0.0  0
 HXS  CONST_10  C11  C12  C13  C14     0.00   0.0  0
 HXS  CONST_11  C10  C9   C14  C13     0.00   0.0  0
 HXS  CONST_12  C10  C11  C12  C13     0.00   0.0  0
 HXS  CONST_13  C7   C5   C    C1    180.00   0.0  0
 HXS  CONST_14  C7   C5   C4   C3    180.00   0.0  0
 HXS  CONST_15  O16  C2   C3   C4    180.00   0.0  0
 HXS  CONST_16  C    C1   C2   O16   180.00   0.0  0
 HXS  CONST_17  C13  C14  C9   C8    180.00   0.0  0
 HXS  CONST_18  C11  C10  C9   C8    180.00   0.0  0
 HXS  CONST_19  O15  C12  C13  C14   180.00   0.0  0
 HXS  CONST_20  C10  C11  C12  O15   180.00   0.0  0
 HXS  CONST_21  H3   C3   C2   C1    180.00   0.0  0
 HXS  CONST_22  H    C    C1   C2    180.00   0.0  0
 HXS  CONST_23  H4   C4   C3   C2    180.00   0.0  0
 HXS  CONST_24  H1   C1   C2   C3    180.00   0.0  0
 HXS  CONST_25  H13  C13  C14  C9    180.00   0.0  0
 HXS  CONST_26  H11  C11  C10  C9    180.00   0.0  0
 HXS  CONST_27  H10  C10  C9   C14   180.00   0.0  0
 HXS  CONST_28  H14  C14  C13  C12   180.00   0.0  0
 HXS  Var_01    H18  C18  C17  C7    -64.51  30.0  3
 HXS  Var_02    H20  C20  C19  C8   -175.23  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
 HXS  chir_01  C7  C5  C17  C8  positiv
 HXS  chir_02  C8  C7  C19  C9  positiv

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
 HXS  plan-1  C1   0.020
 HXS  plan-1  C2   0.020
 HXS  plan-1  C3   0.020
 HXS  plan-1  C4   0.020
 HXS  plan-1  C5   0.020
 HXS  plan-1  O16  0.020
 HXS  plan-1  C    0.020
 HXS  plan-1  C7   0.020
 HXS  plan-1  H1   0.020
 HXS  plan-1  H3   0.020
 HXS  plan-1  H4   0.020
 HXS  plan-1  H    0.020
 HXS  plan-2  C8   0.020
 HXS  plan-2  C9   0.020
 HXS  plan-2  C14  0.020
 HXS  plan-2  C13  0.020
 HXS  plan-2  C12  0.020
 HXS  plan-2  O15  0.020
 HXS  plan-2  C11  0.020
 HXS  plan-2  C10  0.020
 HXS  plan-2  H14  0.020
 HXS  plan-2  H13  0.020
 HXS  plan-2  H11  0.020
 HXS  plan-2  H10  0.020

