# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 13:27:38 2022
#   Inital geometry file: a 109 line input string
#   Ligand name: 5-hexyl-2-(2-methylphenoxy)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCc1ccc(Oc2ccccc2C)c(O)c1
#
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
 TCU  TCU  5-hexyl-2-(2-methylphenoxy)phenol  ligand  45  21  .  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_TCU
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
 TCU  O17   O  OH1   0  -0.617  -1.5036  -0.4904   1.8401
 TCU  C6    C  CR6   0   0.330  -0.7419  -0.1701   0.7794
 TCU  C1    C  CR16  0  -0.447   0.5457   0.3417   0.8856
 TCU  C2    C  CR6   0   0.147   1.2911   0.6662  -0.2451
 TCU  C16   C  CH2   0  -0.507   2.6922   1.1904  -0.1044
 TCU  C17   C  CH2   0  -0.409   3.7437   0.0802  -0.1012
 TCU  C18   C  CH2   0  -0.416   5.1594   0.6275   0.0278
 TCU  C19   C  CH2   0  -0.407   6.2315  -0.4539   0.0211
 TCU  C20   C  CH2   0  -0.418   7.6440   0.1061   0.1427
 TCU  C21   C  CH3   0  -0.662   8.7151  -0.9752   0.1335
 TCU  C3    C  CR16  0  -0.341   0.7278   0.4622  -1.5006
 TCU  C4    C  CR16  0  -0.298  -0.5600  -0.0439  -1.6195
 TCU  C5    C  CR6   0   0.225  -1.2919  -0.3603  -0.4904
 TCU  O7    O  O2    0  -0.504  -2.5460  -0.9000  -0.6064
 TCU  C8    C  CR6   0   0.339  -3.6293  -0.1181  -0.3265
 TCU  C9    C  CR16  0  -0.335  -3.5691   1.2681  -0.2838
 TCU  C10   C  CR16  0  -0.267  -4.7217   1.9977  -0.0191
 TCU  C11   C  CR16  0  -0.263  -5.9252   1.3473   0.1988
 TCU  C12   C  CR16  0  -0.294  -5.9669  -0.0413   0.1495
 TCU  C13   C  CR6   0   0.016  -4.8312  -0.7993  -0.1096
 TCU  C14   C  CH3   0  -0.713  -4.8813  -2.2977  -0.1451
 TCU  H17   H  HOH1  0   0.478  -1.0174  -0.3339   2.6575
 TCU  H1    H  HCR6  0   0.266   0.9739   0.4979   1.8710
 TCU  H161  H  HCH2  0   0.238   2.9052   1.8826  -0.9236
 TCU  H162  H  HCH2  0   0.238   2.7786   1.7690   0.8196
 TCU  H3    H  HCR6  0   0.247   1.2876   0.7088  -2.3941
 TCU  H171  H  HCH2  0   0.220   3.5405  -0.6130   0.7216
 TCU  H172  H  HCH2  0   0.220   3.6581  -0.5051  -1.0227
 TCU  H181  H  HCH2  0   0.210   5.3474   1.3309  -0.7909
 TCU  H182  H  HCH2  0   0.210   5.2379   1.2126   0.9510
 TCU  H191  H  HCH2  0   0.207   6.0495  -1.1559   0.8424
 TCU  H192  H  HCH2  0   0.207   6.1528  -1.0413  -0.9007
 TCU  H201  H  HCH2  0   0.210   7.8235   0.8089  -0.6769
 TCU  H202  H  HCH2  0   0.210   7.7208   0.6923   1.0639
 TCU  H211  H  HCH3  0   0.226   9.7161  -0.5491   0.2109
 TCU  H212  H  HCH3  0   0.216   8.5853  -1.6665   0.9681
 TCU  H213  H  HCH3  0   0.216   8.6764  -1.5607  -0.7871
 TCU  H4    H  HCR6  0   0.267  -1.0015  -0.1977  -2.5963
 TCU  H9    H  HCR6  0   0.271  -2.6357   1.7882  -0.4582
 TCU  H10   H  HCR6  0   0.257  -4.6681   3.0781   0.0137
 TCU  H11   H  HCR6  0   0.251  -6.8247   1.9109   0.4088
 TCU  H12   H  HCR6  0   0.249  -6.9050  -0.5547   0.3253
 TCU  H141  H  HCH3  0   0.244  -4.1970  -2.7397   0.5807
 TCU  H142  H  HCH3  0   0.243  -5.8845  -2.6524   0.0866
 TCU  H143  H  HCH3  0   0.244  -4.6078  -2.6936  -1.1247

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
 TCU  O17  C6    single    1.345  0.020  1.345
 TCU  C6   C1    aromatic  1.390  0.020  1.390
 TCU  C6   C5    aromatic  1.397  0.020  1.397
 TCU  C1   C2    aromatic  1.393  0.020  1.393
 TCU  C2   C16   single    1.503  0.020  1.503
 TCU  C2   C3    aromatic  1.391  0.020  1.391
 TCU  C16  C17   single    1.529  0.020  1.529
 TCU  C17  C18   single    1.523  0.020  1.523
 TCU  C18  C19   single    1.523  0.020  1.523
 TCU  C19  C20   single    1.524  0.020  1.524
 TCU  C20  C21   single    1.522  0.020  1.522
 TCU  C3   C4    aromatic  1.389  0.020  1.389
 TCU  C4   C5    aromatic  1.382  0.020  1.382
 TCU  C5   O7    single    1.370  0.020  1.370
 TCU  O7   C8    single    1.365  0.020  1.365
 TCU  C8   C9    aromatic  1.388  0.020  1.388
 TCU  C8   C13   aromatic  1.398  0.020  1.398
 TCU  C9   C10   aromatic  1.390  0.020  1.390
 TCU  C10  C11   aromatic  1.385  0.020  1.385
 TCU  C11  C12   aromatic  1.390  0.020  1.390
 TCU  C12  C13   aromatic  1.390  0.020  1.390
 TCU  C13  C14   single    1.500  0.020  1.500
 TCU  O17  H17   single    0.850  0.020  0.980
 TCU  C1   H1    single    0.930  0.020  1.080
 TCU  C16  H161  single    0.970  0.020  1.090
 TCU  C16  H162  single    0.970  0.020  1.090
 TCU  C3   H3    single    0.930  0.020  1.080
 TCU  C17  H171  single    0.970  0.020  1.090
 TCU  C17  H172  single    0.970  0.020  1.090
 TCU  C18  H181  single    0.970  0.020  1.090
 TCU  C18  H182  single    0.970  0.020  1.090
 TCU  C19  H191  single    0.970  0.020  1.090
 TCU  C19  H192  single    0.970  0.020  1.090
 TCU  C20  H201  single    0.970  0.020  1.090
 TCU  C20  H202  single    0.970  0.020  1.090
 TCU  C21  H211  single    0.970  0.020  1.090
 TCU  C21  H212  single    0.970  0.020  1.090
 TCU  C21  H213  single    0.970  0.020  1.090
 TCU  C4   H4    single    0.930  0.020  1.080
 TCU  C9   H9    single    0.930  0.020  1.080
 TCU  C10  H10   single    0.930  0.020  1.080
 TCU  C11  H11   single    0.930  0.020  1.080
 TCU  C12  H12   single    0.930  0.020  1.080
 TCU  C14  H141  single    0.970  0.020  1.090
 TCU  C14  H142  single    0.970  0.020  1.090
 TCU  C14  H143  single    0.970  0.020  1.090

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
 TCU  H17   O17  C6    110.15  3.000
 TCU  C5    C6   C1    118.98  3.000
 TCU  C5    C6   O17   117.49  3.000
 TCU  C1    C6   O17   123.53  3.000
 TCU  H1    C1   C2    119.49  3.000
 TCU  H1    C1   C6    119.20  3.000
 TCU  C2    C1   C6    121.31  3.000
 TCU  C3    C2   C16   120.89  3.000
 TCU  C3    C2   C1    118.80  3.000
 TCU  C16   C2   C1    120.29  3.000
 TCU  H162  C16  H161  106.43  3.000
 TCU  H162  C16  C17   109.15  3.000
 TCU  H161  C16  C17   109.10  3.000
 TCU  H162  C16  C2    109.72  3.000
 TCU  H161  C16  C2    109.40  3.000
 TCU  C17   C16  C2    112.84  3.000
 TCU  H172  C17  H171  106.23  3.000
 TCU  H172  C17  C18   109.63  3.000
 TCU  H171  C17  C18   109.65  3.000
 TCU  H172  C17  C16   109.43  3.000
 TCU  H171  C17  C16   109.49  3.000
 TCU  C18   C17  C16   112.23  3.000
 TCU  H182  C18  H181  105.93  3.000
 TCU  H182  C18  C19   109.42  3.000
 TCU  H181  C18  C19   109.38  3.000
 TCU  H182  C18  C17   109.25  3.000
 TCU  H181  C18  C17   109.08  3.000
 TCU  C19   C18  C17   113.50  3.000
 TCU  H192  C19  H191  105.97  3.000
 TCU  H192  C19  C20   109.30  3.000
 TCU  H191  C19  C20   109.24  3.000
 TCU  H192  C19  C18   109.50  3.000
 TCU  H191  C19  C18   109.56  3.000
 TCU  C20   C19  C18   113.03  3.000
 TCU  H202  C20  H201  105.94  3.000
 TCU  H202  C20  C21   109.64  3.000
 TCU  H201  C20  C21   109.65  3.000
 TCU  H202  C20  C19   109.20  3.000
 TCU  H201  C20  C19   109.16  3.000
 TCU  C21   C20  C19   113.00  3.000
 TCU  H213  C21  H212  107.51  3.000
 TCU  H213  C21  H211  107.57  3.000
 TCU  H212  C21  H211  107.60  3.000
 TCU  H213  C21  C20   111.17  3.000
 TCU  H212  C21  C20   111.20  3.000
 TCU  H211  C21  C20   111.59  3.000
 TCU  H3    C3   C4    119.46  3.000
 TCU  H3    C3   C2    120.13  3.000
 TCU  C4    C3   C2    120.41  3.000
 TCU  H4    C4   C5    119.23  3.000
 TCU  H4    C4   C3    120.47  3.000
 TCU  C5    C4   C3    120.30  3.000
 TCU  O7    C5   C4    120.38  3.000
 TCU  O7    C5   C6    119.40  3.000
 TCU  C4    C5   C6    120.19  3.000
 TCU  C8    O7   C5    118.90  3.000
 TCU  C13   C8   C9    121.26  3.000
 TCU  C13   C8   O7    115.78  3.000
 TCU  C9    C8   O7    122.95  3.000
 TCU  H9    C9   C10   119.58  3.000
 TCU  H9    C9   C8    120.81  3.000
 TCU  C10   C9   C8    119.61  3.000
 TCU  H10   C10  C11   120.46  3.000
 TCU  H10   C10  C9    119.27  3.000
 TCU  C11   C10  C9    120.27  3.000
 TCU  H11   C11  C12   120.15  3.000
 TCU  H11   C11  C10   120.55  3.000
 TCU  C12   C11  C10   119.30  3.000
 TCU  H12   C12  C13   118.63  3.000
 TCU  H12   C12  C11   119.57  3.000
 TCU  C13   C12  C11   121.80  3.000
 TCU  C14   C13  C12   121.47  3.000
 TCU  C14   C13  C8    120.78  3.000
 TCU  C12   C13  C8    117.74  3.000
 TCU  H143  C14  H142  107.68  3.000
 TCU  H143  C14  H141  107.03  3.000
 TCU  H142  C14  H141  107.71  3.000
 TCU  H143  C14  C13   112.04  3.000
 TCU  H142  C14  C13   110.56  3.000
 TCU  H141  C14  C13   111.60  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
 TCU  CONST_01  C3    C2   C1   C6      0.00   0.0  0
 TCU  CONST_02  C3    C4   C5   C6      0.00   0.0  0
 TCU  CONST_03  C4    C5   C6   C1      0.00   0.0  0
 TCU  CONST_04  C4    C3   C2   C1      0.00   0.0  0
 TCU  CONST_05  C5    C6   C1   C2      0.00   0.0  0
 TCU  CONST_06  C5    C4   C3   C2      0.00   0.0  0
 TCU  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 TCU  CONST_08  C11   C12  C13  C8      0.00   0.0  0
 TCU  CONST_09  C12   C13  C8   C9      0.00   0.0  0
 TCU  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 TCU  CONST_11  C13   C8   C9   C10     0.00   0.0  0
 TCU  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 TCU  CONST_13  C2    C1   C6   O17   180.00   0.0  0
 TCU  CONST_14  C4    C5   C6   O17   180.00   0.0  0
 TCU  CONST_15  C16   C2   C1   C6    180.00   0.0  0
 TCU  CONST_16  O7    C5   C6   C1    180.00   0.0  0
 TCU  CONST_17  C4    C3   C2   C16   180.00   0.0  0
 TCU  CONST_18  O7    C5   C4   C3    180.00   0.0  0
 TCU  CONST_19  C10   C9   C8   O7    180.00   0.0  0
 TCU  CONST_20  C12   C13  C8   O7    180.00   0.0  0
 TCU  CONST_21  C14   C13  C8   C9    180.00   0.0  0
 TCU  CONST_22  C14   C13  C12  C11   180.00   0.0  0
 TCU  CONST_23  H4    C4   C5   C6    180.00   0.0  0
 TCU  CONST_24  H3    C3   C2   C1    180.00   0.0  0
 TCU  CONST_25  H1    C1   C2   C3    180.00   0.0  0
 TCU  CONST_26  H10   C10  C9   C8    180.00   0.0  0
 TCU  CONST_27  H12   C12  C13  C8    180.00   0.0  0
 TCU  CONST_28  H11   C11  C10  C9    180.00   0.0  0
 TCU  CONST_29  H9    C9   C10  C11   180.00   0.0  0
 TCU  Var_01    C9    C8   O7   C5     18.02  30.0  2
 TCU  Var_02    C17   C16  C2   C1     90.10  30.0  2
 TCU  Var_03    H141  C14  C13  C8     57.70  30.0  2
 TCU  Var_04    C18   C17  C16  C2    179.42  30.0  3
 TCU  Var_05    C19   C18  C17  C16  -179.47  30.0  3
 TCU  Var_06    C20   C19  C18  C17   179.67  30.0  3
 TCU  Var_07    C21   C20  C19  C18  -179.90  30.0  3
 TCU  Var_08    H211  C21  C20  C19   179.39  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
 TCU  plan-1  O17  0.020
 TCU  plan-1  C6   0.020
 TCU  plan-1  C1   0.020
 TCU  plan-1  C2   0.020
 TCU  plan-1  C16  0.020
 TCU  plan-1  C3   0.020
 TCU  plan-1  C4   0.020
 TCU  plan-1  C5   0.020
 TCU  plan-1  O7   0.020
 TCU  plan-1  H1   0.020
 TCU  plan-1  H3   0.020
 TCU  plan-1  H4   0.020
 TCU  plan-2  O7   0.020
 TCU  plan-2  C8   0.020
 TCU  plan-2  C9   0.020
 TCU  plan-2  C10  0.020
 TCU  plan-2  C11  0.020
 TCU  plan-2  C12  0.020
 TCU  plan-2  C13  0.020
 TCU  plan-2  C14  0.020
 TCU  plan-2  H9   0.020
 TCU  plan-2  H10  0.020
 TCU  plan-2  H11  0.020
 TCU  plan-2  H12  0.020

