# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 13:24:54 2022
#   Inital geometry file: a 133 line input string
#   Ligand name: 2-{4-[butyl(3-chloro-4,5-dimethoxybenzyl)amino]phenyl}-1,1,1,3,3,3-hexafluoropropan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCN(Cc1cc(Cl)c(OC)c(OC)c1)c2ccc(cc2)C(O)(C(F)(F)F)C(F)(F)F
#
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
 LO2  LO2  2-{4-[butyl(3-chloro-4,5-dimethoxybenzyl)amino]phenyl}-1,1,1,3,3,3-hexafluoropropan-2-ol  ligand  57  33  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LO2
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
 LO2  C1    C   CH3   0  -0.661  -1.2378   6.6466  -1.4777
 LO2  C2    C   CH2   0  -0.426  -1.5475   5.1822  -1.7543
 LO2  C3    C   CH2   0  -0.420  -1.1727   4.2740  -0.5897
 LO2  C4    C   CH2   0  -0.339  -1.4895   2.8108  -0.8811
 LO2  N5    N   NT    0  -0.516  -1.1050   1.9005   0.1806
 LO2  C6    C   CH2   0  -0.394  -2.0904   1.5764   1.1794
 LO2  C7    C   CR6   0   0.088  -2.6787   0.1854   1.0554
 LO2  C8    C   CR16  0  -0.303  -3.2543  -0.4077   2.1677
 LO2  C9    C   CR6   0  -0.127  -3.8256  -1.6659   2.0416
 LO2  CL10  CL  CL    0  -0.103  -4.5347  -2.4234   3.4261
 LO2  C11   C   CR6   0   0.317  -3.8210  -2.3598   0.8417
 LO2  O12   O   O2    0  -0.472  -4.3420  -3.6049   0.7493
 LO2  C13   C   CH3   0  -0.411  -5.7006  -3.6469   0.3210
 LO2  C14   C   CR6   0   0.364  -3.2353  -1.7493  -0.2792
 LO2  O15   O   O2    0  -0.461  -3.2674  -2.4688  -1.4104
 LO2  C16   C   CH3   0  -0.442  -2.6867  -1.9160  -2.5778
 LO2  C17   C   CR16  0  -0.423  -2.6660  -0.4865  -0.1620
 LO2  C18   C   CR6   0   0.403   0.1732   1.4264   0.2905
 LO2  C19   C   CR16  0  -0.323   0.5323   0.5079   1.2941
 LO2  C20   C   CR16  0  -0.275   1.8249   0.0340   1.4127
 LO2  C21   C   CR6   0  -0.012   2.8372   0.4463   0.5480
 LO2  C22   C   CR16  0  -0.274   2.4806   1.3341  -0.4644
 LO2  C23   C   CR16  0  -0.338   1.1938   1.8199  -0.5929
 LO2  C24   C   CT    0  -0.197   4.2722  -0.0545   0.6172
 LO2  O25   O   OH1   0  -0.651   5.1694   0.7630  -0.0612
 LO2  C26   C   CT    0   1.027   4.7818  -0.1785   2.0798
 LO2  F27   F   F     0  -0.292   6.0963  -0.3825   2.1239
 LO2  F28   F   F     0  -0.297   4.5359   0.9568   2.7353
 LO2  F29   F   F     0  -0.299   4.2117  -1.1737   2.7651
 LO2  C30   C   CT    0   1.028   4.3634  -1.4053  -0.1263
 LO2  F31   F   F     0  -0.293   4.0287  -1.2408  -1.4052
 LO2  F32   F   F     0  -0.298   5.5936  -1.9231  -0.1042
 LO2  F33   F   F     0  -0.292   3.5365  -2.3148   0.3894
 LO2  H1    H   HCH3  0   0.228  -1.5052   7.2793  -2.3249
 LO2  H1A   H   HCH3  0   0.218  -1.7896   7.0072  -0.6076
 LO2  H1B   H   HCH3  0   0.218  -0.1748   6.7917  -1.2762
 LO2  H2    H   HCH2  0   0.217  -2.6129   5.0673  -1.9774
 LO2  H2A   H   HCH2  0   0.217  -1.0132   4.8555  -2.6521
 LO2  H3    H   HCH2  0   0.224  -0.1072   4.3866  -0.3660
 LO2  H3A   H   HCH2  0   0.225  -1.7109   4.5866   0.3112
 LO2  H4    H   HCH2  0   0.262  -2.5631   2.6977  -1.0427
 LO2  H4A   H   HCH2  0   0.247  -1.0203   2.4998  -1.8182
 LO2  H6    H   HCH2  0   0.266  -1.6832   1.7071   2.1870
 LO2  H6A   H   HCH2  0   0.292  -2.8996   2.3054   1.0996
 LO2  H8    H   HCR6  0   0.272  -3.2581   0.0989   3.1247
 LO2  H13   H   HCH3  0   0.242  -5.9977  -4.6936   0.3100
 LO2  H13A  H   HCH3  0   0.223  -6.3533  -3.1032   1.0081
 LO2  H13B  H   HCH3  0   0.228  -5.8213  -3.2356  -0.6832
 LO2  H16   H   HCH3  0   0.266  -2.8414  -2.6433  -3.3705
 LO2  H16A  H   HCH3  0   0.232  -3.1634  -0.9750  -2.8624
 LO2  H16B  H   HCH3  0   0.232  -1.6136  -1.7483  -2.4567
 LO2  H17   H   HCR6  0   0.278  -2.2002  -0.0124  -1.0153
 LO2  H19   H   HCR6  0   0.267  -0.2017   0.1332   1.9930
 LO2  H20   H   HCR6  0   0.257   2.0078  -0.6764   2.2056
 LO2  H22   H   HCR6  0   0.261   3.2128   1.6760  -1.1833
 LO2  H23   H   HCR6  0   0.264   0.9994   2.5180  -1.3943
 LO2  HO25  H   HOH1  0   0.476   5.0090   1.6902   0.1579

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
 LO2  C1    C2    single    1.522  0.020  1.522
 LO2  C1    H1    single    0.970  0.020  1.090
 LO2  C1    H1A   single    0.970  0.020  1.090
 LO2  C1    H1B   single    0.970  0.020  1.090
 LO2  C3    C2    single    1.524  0.020  1.524
 LO2  C2    H2    single    0.970  0.020  1.090
 LO2  C2    H2A   single    0.970  0.020  1.090
 LO2  C4    C3    single    1.525  0.020  1.525
 LO2  C3    H3    single    0.970  0.020  1.090
 LO2  C3    H3A   single    0.970  0.020  1.090
 LO2  C4    N5    single    1.450  0.020  1.450
 LO2  C4    H4    single    0.970  0.020  1.090
 LO2  C4    H4A   single    0.970  0.020  1.090
 LO2  C18   N5    single    1.368  0.020  1.368
 LO2  N5    C6    single    1.440  0.020  1.440
 LO2  C7    C6    single    1.515  0.020  1.515
 LO2  C6    H6    single    0.970  0.020  1.090
 LO2  C6    H6A   single    0.970  0.020  1.090
 LO2  C8    C7    aromatic  1.386  0.020  1.386
 LO2  C7    C17   aromatic  1.391  0.020  1.391
 LO2  C9    C8    aromatic  1.388  0.020  1.388
 LO2  C8    H8    single    0.930  0.020  1.080
 LO2  CL10  C9    single    1.730  0.020  1.730
 LO2  C9    C11   aromatic  1.386  0.020  1.386
 LO2  O12   C11   single    1.353  0.020  1.353
 LO2  C11   C14   aromatic  1.404  0.020  1.404
 LO2  O12   C13   single    1.425  0.020  1.425
 LO2  C13   H13   single    0.970  0.020  1.090
 LO2  C13   H13A  single    0.970  0.020  1.090
 LO2  C13   H13B  single    0.970  0.020  1.090
 LO2  C14   C17   aromatic  1.390  0.020  1.390
 LO2  C14   O15   single    1.341  0.020  1.341
 LO2  O15   C16   single    1.416  0.020  1.416
 LO2  C16   H16   single    0.970  0.020  1.090
 LO2  C16   H16A  single    0.970  0.020  1.090
 LO2  C16   H16B  single    0.970  0.020  1.090
 LO2  C17   H17   single    0.930  0.020  1.080
 LO2  C23   C18   aromatic  1.406  0.020  1.406
 LO2  C18   C19   aromatic  1.407  0.020  1.407
 LO2  C20   C19   aromatic  1.382  0.020  1.382
 LO2  C19   H19   single    0.930  0.020  1.080
 LO2  C21   C20   aromatic  1.394  0.020  1.394
 LO2  C20   H20   single    0.930  0.020  1.080
 LO2  C24   C21   single    1.521  0.020  1.521
 LO2  C22   C21   aromatic  1.393  0.020  1.393
 LO2  C22   C23   aromatic  1.381  0.020  1.381
 LO2  C22   H22   single    0.930  0.020  1.080
 LO2  C23   H23   single    0.930  0.020  1.080
 LO2  C30   C24   single    1.545  0.020  1.545
 LO2  C26   C24   single    1.554  0.020  1.554
 LO2  C24   O25   single    1.391  0.020  1.391
 LO2  O25   HO25  single    0.850  0.020  0.980
 LO2  F27   C26   single    1.331  0.020  1.331
 LO2  F28   C26   single    1.334  0.020  1.334
 LO2  C26   F29   single    1.336  0.020  1.336
 LO2  F32   C30   single    1.335  0.020  1.335
 LO2  F33   C30   single    1.333  0.020  1.333
 LO2  C30   F31   single    1.332  0.020  1.332

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
 LO2  H1B   C1   H1A   107.54  3.000
 LO2  H1B   C1   H1    107.76  3.000
 LO2  H1A   C1   H1    107.67  3.000
 LO2  H1B   C1   C2    111.07  3.000
 LO2  H1A   C1   C2    111.09  3.000
 LO2  H1    C1   C2    111.53  3.000
 LO2  H2A   C2   H2    106.06  3.000
 LO2  H2A   C2   C3    109.20  3.000
 LO2  H2    C2   C3    109.43  3.000
 LO2  H2A   C2   C1    109.68  3.000
 LO2  H2    C2   C1    109.64  3.000
 LO2  C3    C2   C1    112.61  3.000
 LO2  H3A   C3   H3    106.32  3.000
 LO2  H3A   C3   C4    109.21  3.000
 LO2  H3    C3   C4    109.88  3.000
 LO2  H3A   C3   C2    109.74  3.000
 LO2  H3    C3   C2    109.53  3.000
 LO2  C4    C3   C2    112.00  3.000
 LO2  H4A   C4   H4    105.41  3.000
 LO2  H4A   C4   N5    109.57  3.000
 LO2  H4    C4   N5    107.70  3.000
 LO2  H4A   C4   C3    110.34  3.000
 LO2  H4    C4   C3    109.40  3.000
 LO2  N5    C4   C3    114.03  3.000
 LO2  C18   N5   C6    120.38  3.000
 LO2  C6    N5   C4    117.88  3.000
 LO2  C18   N5   C4    121.61  3.000
 LO2  H6A   C6   H6    105.26  3.000
 LO2  H6A   C6   C7    108.61  3.000
 LO2  H6    C6   C7    109.23  3.000
 LO2  H6A   C6   N5    107.82  3.000
 LO2  H6    C6   N5    110.92  3.000
 LO2  C7    C6   N5    114.55  3.000
 LO2  C17   C7   C8    119.98  3.000
 LO2  C17   C7   C6    120.78  3.000
 LO2  C8    C7   C6    119.24  3.000
 LO2  H8    C8   C9    120.21  3.000
 LO2  H8    C8   C7    120.70  3.000
 LO2  C9    C8   C7    119.09  3.000
 LO2  C11   C9   CL10  118.36  3.000
 LO2  C11   C9   C8    122.09  3.000
 LO2  CL10  C9   C8    119.54  3.000
 LO2  C14   C11  O12   120.41  3.000
 LO2  C14   C11  C9    118.34  3.000
 LO2  O12   C11  C9    121.23  3.000
 LO2  C13   O12  C11   114.50  3.000
 LO2  H13B  C13  H13A  108.97  3.000
 LO2  H13B  C13  H13   108.84  3.000
 LO2  H13A  C13  H13   108.78  3.000
 LO2  H13B  C13  O12   111.76  3.000
 LO2  H13A  C13  O12   111.46  3.000
 LO2  H13   C13  O12   106.95  3.000
 LO2  C17   C14  O15   124.63  3.000
 LO2  O15   C14  C11   115.47  3.000
 LO2  C17   C14  C11   119.89  3.000
 LO2  C16   O15  C14   118.43  3.000
 LO2  H16B  C16  H16A  108.97  3.000
 LO2  H16B  C16  H16   108.86  3.000
 LO2  H16A  C16  H16   108.92  3.000
 LO2  H16B  C16  O15   111.79  3.000
 LO2  H16A  C16  O15   111.84  3.000
 LO2  H16   C16  O15   106.36  3.000
 LO2  H17   C17  C14   120.53  3.000
 LO2  H17   C17  C7    118.87  3.000
 LO2  C14   C17  C7    120.60  3.000
 LO2  C23   C18  C19   116.46  3.000
 LO2  C19   C18  N5    121.47  3.000
 LO2  C23   C18  N5    122.07  3.000
 LO2  H19   C19  C20   117.44  3.000
 LO2  H19   C19  C18   120.95  3.000
 LO2  C20   C19  C18   121.59  3.000
 LO2  H20   C20  C21   121.80  3.000
 LO2  H20   C20  C19   116.55  3.000
 LO2  C21   C20  C19   121.65  3.000
 LO2  C24   C21  C22   118.97  3.000
 LO2  C22   C21  C20   116.97  3.000
 LO2  C24   C21  C20   124.02  3.000
 LO2  H22   C22  C23   117.23  3.000
 LO2  H22   C22  C21   120.74  3.000
 LO2  C23   C22  C21   122.02  3.000
 LO2  H23   C23  C22   117.63  3.000
 LO2  H23   C23  C18   121.09  3.000
 LO2  C22   C23  C18   121.28  3.000
 LO2  C30   C24  C26   111.34  3.000
 LO2  C26   C24  O25   107.13  3.000
 LO2  C30   C24  O25   103.96  3.000
 LO2  O25   C24  C21   113.13  3.000
 LO2  C26   C24  C21   112.24  3.000
 LO2  C30   C24  C21   108.76  3.000
 LO2  HO25  O25  C24   110.27  3.000
 LO2  F29   C26  F28   107.65  3.000
 LO2  F29   C26  F27   106.88  3.000
 LO2  F28   C26  F27   107.23  3.000
 LO2  F29   C26  C24   113.72  3.000
 LO2  F28   C26  C24   109.52  3.000
 LO2  F27   C26  C24   111.55  3.000
 LO2  F33   C30  F32   107.50  3.000
 LO2  F33   C30  F31   107.45  3.000
 LO2  F32   C30  F31   107.18  3.000
 LO2  F31   C30  C24   109.83  3.000
 LO2  F33   C30  C24   111.95  3.000
 LO2  F32   C30  C24   112.69  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
 LO2  CONST_01  C11   C9   C8   C7       0.00   0.0  0
 LO2  CONST_02  C11   C14  C17  C7       0.00   0.0  0
 LO2  CONST_03  C14   C17  C7   C8       0.00   0.0  0
 LO2  CONST_04  C14   C11  C9   C8       0.00   0.0  0
 LO2  CONST_05  C17   C7   C8   C9       0.00   0.0  0
 LO2  CONST_06  C17   C14  C11  C9       0.00   0.0  0
 LO2  CONST_07  C21   C22  C23  C18      0.00   0.0  0
 LO2  CONST_08  C21   C20  C19  C18      0.00   0.0  0
 LO2  CONST_09  C22   C23  C18  C19      0.00   0.0  0
 LO2  CONST_10  C22   C21  C20  C19      0.00   0.0  0
 LO2  CONST_11  C23   C18  C19  C20      0.00   0.0  0
 LO2  CONST_12  C23   C22  C21  C20      0.00   0.0  0
 LO2  CONST_13  C22   C23  C18  N5     180.00   0.0  0
 LO2  CONST_14  C20   C19  C18  N5     180.00   0.0  0
 LO2  CONST_15  C9    C8   C7   C6     180.00   0.0  0
 LO2  CONST_16  C14   C17  C7   C6     180.00   0.0  0
 LO2  CONST_17  CL10  C9   C8   C7     180.00   0.0  0
 LO2  CONST_18  O15   C14  C17  C7     180.00   0.0  0
 LO2  CONST_19  O12   C11  C9   C8     180.00   0.0  0
 LO2  CONST_20  O15   C14  C11  C9     180.00   0.0  0
 LO2  CONST_21  C14   C11  C9   CL10   180.00   0.0  0
 LO2  CONST_22  C17   C14  C11  O12    180.00   0.0  0
 LO2  CONST_23  C24   C21  C20  C19    180.00   0.0  0
 LO2  CONST_24  C24   C21  C22  C23    180.00   0.0  0
 LO2  CONST_25  H17   C17  C7   C8     180.00   0.0  0
 LO2  CONST_26  H8    C8   C9   C11    180.00   0.0  0
 LO2  CONST_27  H22   C22  C23  C18    180.00   0.0  0
 LO2  CONST_28  H20   C20  C19  C18    180.00   0.0  0
 LO2  CONST_29  H23   C23  C18  C19    180.00   0.0  0
 LO2  CONST_30  H19   C19  C20  C21    180.00   0.0  0
 LO2  CONST_31  C23   C18  N5   C4       0.00   0.0  0
 LO2  CONST_32  C19   C18  N5   C4     180.00   0.0  0
 LO2  CONST_33  C23   C18  N5   C6     180.00   0.0  0
 LO2  CONST_34  C19   C18  N5   C6       0.00   0.0  0
 LO2  Var_01    C8    C7   C6   N5     157.70  30.0  2
 LO2  Var_02    C18   N5   C6   C7     -78.32  30.0  3
 LO2  Var_03    C14   C11  O12  C13    -87.12  30.0  2
 LO2  Var_04    C17   C14  O15  C16     -0.12  30.0  1
 LO2  Var_05    C30   C24  C21  C20     82.89  30.0  3
 LO2  Var_06    F32   C30  C24  C21   -179.49  30.0  3
 LO2  Var_07    F27   C26  C24  C21   -168.78  30.0  3
 LO2  Var_08    H13   C13  O12  C11   -178.85  30.0  3
 LO2  Var_09    H16   C16  O15  C14   -178.73  30.0  3
 LO2  Var_10    C4    C3   C2   C1     179.96  30.0  2
 LO2  Var_11    N5    C4   C3   C2     177.88  30.0  1
 LO2  Var_12    H1    C1   C2   C3     179.54  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
 LO2  plan-1  C6    0.020
 LO2  plan-1  C7    0.020
 LO2  plan-1  C8    0.020
 LO2  plan-1  C9    0.020
 LO2  plan-1  CL10  0.020
 LO2  plan-1  C11   0.020
 LO2  plan-1  O12   0.020
 LO2  plan-1  C14   0.020
 LO2  plan-1  O15   0.020
 LO2  plan-1  C17   0.020
 LO2  plan-1  H8    0.020
 LO2  plan-1  H17   0.020
 LO2  plan-2  N5    0.020
 LO2  plan-2  C18   0.020
 LO2  plan-2  C19   0.020
 LO2  plan-2  C20   0.020
 LO2  plan-2  C21   0.020
 LO2  plan-2  C22   0.020
 LO2  plan-2  C23   0.020
 LO2  plan-2  C24   0.020
 LO2  plan-2  H19   0.020
 LO2  plan-2  H20   0.020
 LO2  plan-2  H22   0.020
 LO2  plan-2  H23   0.020
 LO2  plan-3  C4    0.020
 LO2  plan-3  N5    0.020
 LO2  plan-3  C6    0.020
 LO2  plan-3  C18   0.020

