# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 18:25:29 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: (1~{S},2~{S})-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)[C@]2(O)CCCC[C@H]2CN(C)C
#
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
 F1U  F1U  (1~{S},2~{S})-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol  ligand  44  19  .  2022-03-18  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F1U
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
 F1U  C10  C  CR6   0   0.126  203.7714  283.4400  28.0298
 F1U  C11  C  CR16  0  -0.424  204.9851  283.7973  28.5955
 F1U  C12  C  CR6   0   0.409  205.5619  285.0469  28.3480
 F1U  C13  C  CR16  0  -0.399  204.9226  285.9519  27.5093
 F1U  C1   C  CH3   0  -0.515  200.3327  284.9000  29.4548
 F1U  C3   C  CH2   0  -0.315  201.5834  282.9221  30.0962
 F1U  C4   C  CH1   0  -0.257  201.6971  282.1569  28.7566
 F1U  C5   C  CH2   0  -0.425  201.0738  280.7589  28.8371
 F1U  C6   C  CH2   0  -0.430  201.1571  280.0078  27.5147
 F1U  C7   C  CH2   0  -0.432  202.5978  279.8979  27.0374
 F1U  C8   C  CH2   0  -0.423  203.2410  281.2756  26.9534
 F1U  C9   C  CT    0   0.175  203.1674  282.0591  28.2723
 F1U  C14  C  CR16  0  -0.227  203.7073  285.5882  26.9368
 F1U  C15  C  CR16  0  -0.326  203.1331  284.3561  27.1870
 F1U  C17  C  CH3   0  -0.433  207.4043  286.4980  28.7116
 F1U  C19  C  CH3   0  -0.522  199.1531  283.0322  30.3730
 F1U  O16  O  O2    0  -0.471  206.7375  285.2798  28.9653
 F1U  O18  O  OH1   0  -0.673  203.9392  281.3208  29.1987
 F1U  H1   H  HCR6  0   0.245  205.5184  283.1098  29.2397
 F1U  H2   H  HCR6  0   0.273  205.3424  286.9243  27.2911
 F1U  H3   H  HCH3  0   0.227  201.2661  285.4637  29.4977
 F1U  H4   H  HCH3  0   0.191  200.1354  284.6683  28.3968
 F1U  H5   H  HCH3  0   0.229  199.5303  285.5576  29.7954
 F1U  H6   H  HCH2  0   0.231  201.6432  282.2048  30.9231
 F1U  H7   H  HCH2  0   0.233  202.4416  283.5936  30.2133
 F1U  H8   H  HCH1  0   0.233  201.1482  282.7171  27.9909
 F1U  H9   H  HCH2  0   0.237  200.0309  280.8422  29.1455
 F1U  H10  H  HCH2  0   0.211  201.5748  280.1810  29.6203
 F1U  H11  H  HCH2  0   0.208  200.5642  280.5379  26.7610
 F1U  H12  H  HCH2  0   0.226  200.7108  279.0157  27.6181
 F1U  H13  H  HCH2  0   0.226  202.6390  279.4204  26.0555
 F1U  H14  H  HCH2  0   0.216  203.1644  279.2566  27.7174
 F1U  H15  H  HCH2  0   0.235  204.2881  281.1974  26.6467
 F1U  H16  H  HCH2  0   0.228  202.7359  281.8582  26.1782
 F1U  H17  H  HCR6  0   0.252  203.2060  286.2892  26.2816
 F1U  H18  H  HCR6  0   0.244  202.1872  284.1099  26.7218
 F1U  H19  H  HCH3  0   0.256  208.3299  286.4691  29.2816
 F1U  H20  H  HCH3  0   0.225  207.6486  286.6187  27.6526
 F1U  H21  H  HCH3  0   0.225  206.8196  287.3627  29.0372
 F1U  H22  H  HCH3  0   0.231  198.3782  283.6908  30.7723
 F1U  H23  H  HCH3  0   0.192  198.7942  282.6640  29.4004
 F1U  H24  H  HCH3  0   0.228  199.2371  282.1749  31.0429
 F1U  H26  H  HOH1  0   0.451  203.8702  281.7213  30.0724
 F1U  N02  N  NT    0  -0.392  200.4081  283.7427  30.3136

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
 F1U  C14  C15  aromatic  1.382  0.020  1.382
 F1U  C14  C13  aromatic  1.392  0.020  1.392
 F1U  C8   C7   single    1.523  0.020  1.523
 F1U  C8   C9   single    1.536  0.020  1.536
 F1U  C15  C10  aromatic  1.399  0.020  1.399
 F1U  C7   C6   single    1.522  0.020  1.522
 F1U  C13  C12  aromatic  1.390  0.020  1.390
 F1U  C6   C5   single    1.523  0.020  1.523
 F1U  C10  C9   single    1.527  0.020  1.527
 F1U  C10  C11  aromatic  1.386  0.020  1.386
 F1U  C9   C4   single    1.551  0.020  1.551
 F1U  C9   O18  single    1.414  0.020  1.414
 F1U  C12  C11  aromatic  1.398  0.020  1.398
 F1U  C12  O16  single    1.348  0.020  1.348
 F1U  C17  O16  single    1.412  0.020  1.412
 F1U  C4   C5   single    1.533  0.020  1.533
 F1U  C4   C3   single    1.547  0.020  1.547
 F1U  C19  N02  single    1.443  0.020  1.443
 F1U  C3   N02  single    1.450  0.020  1.450
 F1U  N02  C1   single    1.443  0.020  1.443
 F1U  C11  H1   single    0.930  0.020  1.080
 F1U  C13  H2   single    0.930  0.020  1.080
 F1U  C1   H3   single    0.970  0.020  1.090
 F1U  C1   H4   single    0.970  0.020  1.090
 F1U  C1   H5   single    0.970  0.020  1.090
 F1U  C3   H6   single    0.970  0.020  1.090
 F1U  C3   H7   single    0.970  0.020  1.090
 F1U  C4   H8   single    0.970  0.020  1.090
 F1U  C5   H9   single    0.970  0.020  1.090
 F1U  C5   H10  single    0.970  0.020  1.090
 F1U  C6   H11  single    0.970  0.020  1.090
 F1U  C6   H12  single    0.970  0.020  1.090
 F1U  C7   H13  single    0.970  0.020  1.090
 F1U  C7   H14  single    0.970  0.020  1.090
 F1U  C8   H15  single    0.970  0.020  1.090
 F1U  C8   H16  single    0.970  0.020  1.090
 F1U  C14  H17  single    0.930  0.020  1.080
 F1U  C15  H18  single    0.930  0.020  1.080
 F1U  C17  H19  single    0.970  0.020  1.090
 F1U  C17  H20  single    0.970  0.020  1.090
 F1U  C17  H21  single    0.970  0.020  1.090
 F1U  C19  H22  single    0.970  0.020  1.090
 F1U  C19  H23  single    0.970  0.020  1.090
 F1U  C19  H24  single    0.970  0.020  1.090
 F1U  O18  H26  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
 F1U  C15  C10  C9   120.50  3.000
 F1U  C9   C10  C11  120.99  3.000
 F1U  C15  C10  C11  118.47  3.000
 F1U  H1   C11  C12  118.01  3.000
 F1U  H1   C11  C10  120.70  3.000
 F1U  C12  C11  C10  121.29  3.000
 F1U  O16  C12  C13  124.40  3.000
 F1U  O16  C12  C11  115.66  3.000
 F1U  C13  C12  C11  119.94  3.000
 F1U  H2   C13  C14  119.41  3.000
 F1U  H2   C13  C12  121.92  3.000
 F1U  C14  C13  C12  118.67  3.000
 F1U  H5   C1   H4   107.15  3.000
 F1U  H5   C1   H3   107.77  3.000
 F1U  H4   C1   H3   107.44  3.000
 F1U  H5   C1   N02  109.62  3.000
 F1U  H4   C1   N02  114.36  3.000
 F1U  H3   C1   N02  110.26  3.000
 F1U  H7   C3   H6   106.11  3.000
 F1U  H7   C3   N02  105.79  3.000
 F1U  H6   C3   N02  107.54  3.000
 F1U  H7   C3   C4   109.76  3.000
 F1U  H6   C3   C4   108.99  3.000
 F1U  N02  C3   C4   118.00  3.000
 F1U  H8   C4   C9   106.78  3.000
 F1U  H8   C4   C5   107.41  3.000
 F1U  C9   C4   C5   110.15  3.000
 F1U  H8   C4   C3   108.38  3.000
 F1U  C5   C4   C3   112.08  3.000
 F1U  C9   C4   C3   111.79  3.000
 F1U  H10  C5   H9   106.00  3.000
 F1U  H10  C5   C6   109.62  3.000
 F1U  H9   C5   C6   109.61  3.000
 F1U  H10  C5   C4   109.45  3.000
 F1U  H9   C5   C4   109.51  3.000
 F1U  C6   C5   C4   112.45  3.000
 F1U  H12  C6   H11  106.46  3.000
 F1U  H12  C6   C7   110.54  3.000
 F1U  H11  C6   C7   109.36  3.000
 F1U  H12  C6   C5   110.07  3.000
 F1U  H11  C6   C5   109.21  3.000
 F1U  C7   C6   C5   111.09  3.000
 F1U  H14  C7   H13  106.45  3.000
 F1U  H14  C7   C8   110.25  3.000
 F1U  H13  C7   C8   109.26  3.000
 F1U  H14  C7   C6   109.76  3.000
 F1U  H13  C7   C6   110.44  3.000
 F1U  C8   C7   C6   110.61  3.000
 F1U  H16  C8   H15  106.34  3.000
 F1U  H16  C8   C9   108.35  3.000
 F1U  H15  C8   C9   108.85  3.000
 F1U  H16  C8   C7   109.03  3.000
 F1U  H15  C8   C7   110.81  3.000
 F1U  C9   C8   C7   113.20  3.000
 F1U  O18  C9   C8   105.67  3.000
 F1U  O18  C9   C4   110.23  3.000
 F1U  C8   C9   C4   110.22  3.000
 F1U  O18  C9   C10  111.13  3.000
 F1U  C4   C9   C10  111.57  3.000
 F1U  C8   C9   C10  107.83  3.000
 F1U  H17  C14  C15  119.63  3.000
 F1U  H17  C14  C13  118.95  3.000
 F1U  C15  C14  C13  121.42  3.000
 F1U  H18  C15  C14  119.21  3.000
 F1U  H18  C15  C10  120.57  3.000
 F1U  C14  C15  C10  120.21  3.000
 F1U  H21  C17  H20  108.69  3.000
 F1U  H21  C17  H19  108.66  3.000
 F1U  H20  C17  H19  108.69  3.000
 F1U  H21  C17  O16  112.11  3.000
 F1U  H20  C17  O16  112.02  3.000
 F1U  H19  C17  O16  106.55  3.000
 F1U  H24  C19  H23  107.75  3.000
 F1U  H24  C19  H22  107.69  3.000
 F1U  H23  C19  H22  107.07  3.000
 F1U  H24  C19  N02  110.19  3.000
 F1U  H23  C19  N02  114.33  3.000
 F1U  H22  C19  N02  109.57  3.000
 F1U  C17  O16  C12  118.60  3.000
 F1U  H26  O18  C9   109.75  3.000
 F1U  C19  N02  C3   115.62  3.000
 F1U  C3   N02  C1   114.01  3.000
 F1U  C19  N02  C1   111.95  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
 F1U  CONST_01  C13  C14  C15  C10     0.00   0.0  0
 F1U  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 F1U  CONST_03  C14  C15  C10  C11     0.00   0.0  0
 F1U  CONST_04  C14  C13  C12  C11     0.00   0.0  0
 F1U  CONST_05  C15  C14  C13  C12     0.00   0.0  0
 F1U  CONST_06  C15  C10  C11  C12     0.00   0.0  0
 F1U  CONST_07  C9   C10  C11  C12   180.00   0.0  0
 F1U  CONST_08  C14  C15  C10  C9    180.00   0.0  0
 F1U  CONST_09  O16  C12  C11  C10   180.00   0.0  0
 F1U  CONST_10  O16  C12  C13  C14   180.00   0.0  0
 F1U  CONST_11  H17  C14  C15  C10   180.00   0.0  0
 F1U  CONST_12  H18  C15  C10  C11   180.00   0.0  0
 F1U  CONST_13  H2   C13  C12  C11   180.00   0.0  0
 F1U  CONST_14  H1   C11  C12  C13   180.00   0.0  0
 F1U  Var_01    C7   C6   C5   C4     56.73  30.0  1
 F1U  Var_02    C8   C7   C6   C5    -54.93  30.0  1
 F1U  Var_03    C9   C8   C7   C6     55.26  30.0  1
 F1U  Var_04    C4   C3   N02  C1    -67.72  30.0  2
 F1U  Var_05    H19  C17  O16  C12  -178.57  30.0  3
 F1U  Var_06    H22  C19  N02  C1    -60.66  30.0  3
 F1U  Var_07    H3   C1   N02  C3    -51.28  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
 F1U  chir_01  C4  C9  C5   C3  negativ
 F1U  chir_02  C9  C8  C10  C4  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
 F1U  plan-1  C10  0.020
 F1U  plan-1  C11  0.020
 F1U  plan-1  C12  0.020
 F1U  plan-1  C13  0.020
 F1U  plan-1  C9   0.020
 F1U  plan-1  C14  0.020
 F1U  plan-1  C15  0.020
 F1U  plan-1  O16  0.020
 F1U  plan-1  H1   0.020
 F1U  plan-1  H2   0.020
 F1U  plan-1  H17  0.020
 F1U  plan-1  H18  0.020

