# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 21:36:18 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 4-[3-(4-butoxyphenoxy)propyl]morpholine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOc1ccc(OCCCN2CCOCC2)cc1
#
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
 PX9  PX9  4-[3-(4-butoxyphenoxy)propyl]morpholine  ligand  48  21  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_PX9
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
 PX9  C1   C  CH3   0  -0.661   9.7390   0.0472  -0.2559
 PX9  C2   C  CH2   0  -0.430   8.3722   0.6766  -0.0258
 PX9  C3   C  CH2   0  -0.450   7.2434  -0.3457  -0.0958
 PX9  C4   C  CH2   0  -0.167   5.8903   0.2969   0.1273
 PX9  O5   O  O2    0  -0.482   4.8971  -0.7099   0.0356
 PX9  C6   C  CR6   0   0.363   3.5962  -0.3505   0.1160
 PX9  C9   C  CR16  0  -0.363   3.1483   0.9373   0.4048
 PX9  C10  C  CR16  0  -0.336   1.7889   1.2047   0.4692
 PX9  C11  C  CR6   0   0.363   0.8480   0.2034   0.2497
 PX9  C8   C  CR16  0  -0.364   1.2955  -1.0845  -0.0383
 PX9  C7   C  CR16  0  -0.336   2.6549  -1.3516  -0.1034
 PX9  O12  O  O2    0  -0.482  -0.4524   0.5647   0.3351
 PX9  C13  C  CH2   0  -0.166  -1.4487  -0.4095   0.0815
 PX9  C14  C  CH2   0  -0.485  -2.8008   0.2590   0.2255
 PX9  C15  C  CH2   0  -0.256  -3.9244  -0.7209  -0.0845
 PX9  N16  N  NT    0  -0.427  -5.2430  -0.1779   0.1792
 PX9  C18  C  CH2   0  -0.303  -6.2571  -1.2155   0.1251
 PX9  C19  C  CH2   0  -0.189  -7.6191  -0.6373   0.4576
 PX9  O20  O  O2    0  -0.485  -7.9615   0.4175  -0.4138
 PX9  C21  C  CH2   0  -0.186  -6.9833   1.4324  -0.3724
 PX9  C17  C  CH2   0  -0.310  -5.6056   0.9018  -0.7219
 PX9  H1   H  HCH3  0   0.229  10.5340   0.7907  -0.1950
 PX9  H2   H  HCH3  0   0.219   9.9493  -0.7240   0.4871
 PX9  H3   H  HCH3  0   0.219   9.7958  -0.4205  -1.2404
 PX9  H4   H  HCH2  0   0.219   8.3566   1.1737   0.9487
 PX9  H5   H  HCH2  0   0.219   8.2018   1.4590  -0.7708
 PX9  H6   H  HCH2  0   0.226   7.2553  -0.8390  -1.0724
 PX9  H7   H  HCH2  0   0.227   7.4065  -1.1227   0.6567
 PX9  H8   H  HCH2  0   0.215   5.8603   0.7783   1.1128
 PX9  H9   H  HCH2  0   0.215   5.7138   1.0768  -0.6238
 PX9  H10  H  HCR6  0   0.277   3.8395   1.7497   0.5835
 PX9  H11  H  HCR6  0   0.263   1.4548   2.2099   0.6950
 PX9  H12  H  HCR6  0   0.278   0.6041  -1.8967  -0.2172
 PX9  H13  H  HCR6  0   0.262   2.9891  -2.3563  -0.3314
 PX9  H14  H  HCH2  0   0.218  -1.3334  -0.8200  -0.9291
 PX9  H15  H  HCH2  0   0.219  -1.3567  -1.2445   0.7863
 PX9  H16  H  HCH2  0   0.235  -2.9226   0.6344   1.2446
 PX9  H17  H  HCH2  0   0.239  -2.8371   1.1184  -0.4485
 PX9  H18  H  HCH2  0   0.194  -3.8319  -1.0708  -1.1276
 PX9  H19  H  HCH2  0   0.232  -3.8051  -1.6051   0.5489
 PX9  H21  H  HCH2  0   0.195  -6.2950  -1.7008  -0.8661
 PX9  H22  H  HCH2  0   0.241  -6.0188  -1.9942   0.8542
 PX9  H23  H  HCH2  0   0.236  -8.3865  -1.4067   0.3604
 PX9  H24  H  HCH2  0   0.199  -7.6189  -0.2888   1.5000
 PX9  H25  H  HCH2  0   0.236  -7.2801   2.2032  -1.0853
 PX9  H26  H  HCH2  0   0.199  -6.9494   1.8908   0.6265
 PX9  H27  H  HCH2  0   0.245  -4.8935   1.7242  -0.6320
 PX9  H28  H  HCH2  0   0.196  -5.5897   0.5729  -1.7762

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
 PX9  C1   C2   single    1.522  0.020  1.522
 PX9  C2   C3   single    1.525  0.020  1.525
 PX9  C3   C4   single    1.514  0.020  1.514
 PX9  C4   O5   single    1.417  0.020  1.417
 PX9  C9   C10  aromatic  1.387  0.020  1.387
 PX9  C9   C6   aromatic  1.394  0.020  1.394
 PX9  O5   C6   single    1.352  0.020  1.352
 PX9  C10  C11  aromatic  1.391  0.020  1.391
 PX9  C6   C7   aromatic  1.391  0.020  1.391
 PX9  C17  C21  single    1.517  0.020  1.517
 PX9  C17  N16  single    1.452  0.020  1.452
 PX9  C21  O20  single    1.410  0.020  1.410
 PX9  C11  O12  single    1.352  0.020  1.352
 PX9  C11  C8   aromatic  1.394  0.020  1.394
 PX9  C15  N16  single    1.450  0.020  1.450
 PX9  C15  C14  single    1.523  0.020  1.523
 PX9  C7   C8   aromatic  1.387  0.020  1.387
 PX9  N16  C18  single    1.452  0.020  1.452
 PX9  O12  C13  single    1.416  0.020  1.416
 PX9  C13  C14  single    1.515  0.020  1.515
 PX9  O20  C19  single    1.410  0.020  1.410
 PX9  C18  C19  single    1.517  0.020  1.517
 PX9  C1   H1   single    0.970  0.020  1.090
 PX9  C1   H2   single    0.970  0.020  1.090
 PX9  C1   H3   single    0.970  0.020  1.090
 PX9  C2   H4   single    0.970  0.020  1.090
 PX9  C2   H5   single    0.970  0.020  1.090
 PX9  C3   H6   single    0.970  0.020  1.090
 PX9  C3   H7   single    0.970  0.020  1.090
 PX9  C4   H8   single    0.970  0.020  1.090
 PX9  C4   H9   single    0.970  0.020  1.090
 PX9  C9   H10  single    0.930  0.020  1.080
 PX9  C10  H11  single    0.930  0.020  1.080
 PX9  C8   H12  single    0.930  0.020  1.080
 PX9  C7   H13  single    0.930  0.020  1.080
 PX9  C13  H14  single    0.970  0.020  1.090
 PX9  C13  H15  single    0.970  0.020  1.090
 PX9  C14  H16  single    0.970  0.020  1.090
 PX9  C14  H17  single    0.970  0.020  1.090
 PX9  C15  H18  single    0.970  0.020  1.090
 PX9  C15  H19  single    0.970  0.020  1.090
 PX9  C18  H21  single    0.970  0.020  1.090
 PX9  C18  H22  single    0.970  0.020  1.090
 PX9  C19  H23  single    0.970  0.020  1.090
 PX9  C19  H24  single    0.970  0.020  1.090
 PX9  C21  H25  single    0.970  0.020  1.090
 PX9  C21  H26  single    0.970  0.020  1.090
 PX9  C17  H27  single    0.970  0.020  1.090
 PX9  C17  H28  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
 PX9  H3   C1   H2   107.53  3.000
 PX9  H3   C1   H1   107.73  3.000
 PX9  H2   C1   H1   107.66  3.000
 PX9  H3   C1   C2   111.11  3.000
 PX9  H2   C1   C2   111.24  3.000
 PX9  H1   C1   C2   111.37  3.000
 PX9  H5   C2   H4   106.23  3.000
 PX9  H5   C2   C3   109.46  3.000
 PX9  H4   C2   C3   109.57  3.000
 PX9  H5   C2   C1   109.43  3.000
 PX9  H4   C2   C1   109.59  3.000
 PX9  C3   C2   C1   112.37  3.000
 PX9  H7   C3   H6   106.99  3.000
 PX9  H7   C3   C4   109.47  3.000
 PX9  H6   C3   C4   109.41  3.000
 PX9  H7   C3   C2   109.54  3.000
 PX9  H6   C3   C2   109.59  3.000
 PX9  C4   C3   C2   111.73  3.000
 PX9  H9   C4   H8   107.38  3.000
 PX9  H9   C4   O5   110.36  3.000
 PX9  H8   C4   O5   110.52  3.000
 PX9  H9   C4   C3   110.16  3.000
 PX9  H8   C4   C3   110.05  3.000
 PX9  O5   C4   C3   108.37  3.000
 PX9  C6   O5   C4   118.79  3.000
 PX9  C7   C6   C9   118.69  3.000
 PX9  C7   C6   O5   116.76  3.000
 PX9  C9   C6   O5   124.55  3.000
 PX9  H10  C9   C10  118.29  3.000
 PX9  H10  C9   C6   121.53  3.000
 PX9  C10  C9   C6   120.18  3.000
 PX9  H11  C10  C11  119.48  3.000
 PX9  H11  C10  C9   119.41  3.000
 PX9  C11  C10  C9   121.11  3.000
 PX9  O12  C11  C8   124.66  3.000
 PX9  C8   C11  C10  118.72  3.000
 PX9  O12  C11  C10  116.62  3.000
 PX9  H12  C8   C7   118.31  3.000
 PX9  H12  C8   C11  121.53  3.000
 PX9  C7   C8   C11  120.16  3.000
 PX9  H13  C7   C8   119.40  3.000
 PX9  H13  C7   C6   119.46  3.000
 PX9  C8   C7   C6   121.14  3.000
 PX9  C13  O12  C11  118.77  3.000
 PX9  H15  C13  H14  107.36  3.000
 PX9  H15  C13  C14  110.48  3.000
 PX9  H14  C13  C14  110.27  3.000
 PX9  H15  C13  O12  110.47  3.000
 PX9  H14  C13  O12  110.39  3.000
 PX9  C14  C13  O12  107.89  3.000
 PX9  H17  C14  H16  107.53  3.000
 PX9  H17  C14  C15  110.85  3.000
 PX9  H16  C14  C15  109.18  3.000
 PX9  H17  C14  C13  108.55  3.000
 PX9  H16  C14  C13  109.86  3.000
 PX9  C15  C14  C13  110.81  3.000
 PX9  H19  C15  H18  106.36  3.000
 PX9  H19  C15  N16  107.24  3.000
 PX9  H18  C15  N16  111.51  3.000
 PX9  H19  C15  C14  108.77  3.000
 PX9  H18  C15  C14  109.53  3.000
 PX9  N16  C15  C14  113.14  3.000
 PX9  C17  N16  C18  109.50  3.000
 PX9  C18  N16  C15  111.14  3.000
 PX9  C17  N16  C15  113.11  3.000
 PX9  H22  C18  H21  107.05  3.000
 PX9  H22  C18  C19  108.73  3.000
 PX9  H21  C18  C19  109.48  3.000
 PX9  H22  C18  N16  109.39  3.000
 PX9  H21  C18  N16  111.81  3.000
 PX9  C19  C18  N16  110.28  3.000
 PX9  H24  C19  H23  107.95  3.000
 PX9  H24  C19  O20  110.42  3.000
 PX9  H23  C19  O20  107.55  3.000
 PX9  H24  C19  C18  109.19  3.000
 PX9  H23  C19  C18  110.08  3.000
 PX9  O20  C19  C18  111.58  3.000
 PX9  C21  O20  C19  110.59  3.000
 PX9  H26  C21  H25  107.91  3.000
 PX9  H26  C21  C17  109.09  3.000
 PX9  H25  C21  C17  110.10  3.000
 PX9  H26  C21  O20  110.37  3.000
 PX9  H25  C21  O20  107.49  3.000
 PX9  C17  C21  O20  111.80  3.000
 PX9  H28  C17  H27  107.07  3.000
 PX9  H28  C17  C21  109.70  3.000
 PX9  H27  C17  C21  108.05  3.000
 PX9  H28  C17  N16  111.55  3.000
 PX9  H27  C17  N16  110.25  3.000
 PX9  C21  C17  N16  110.11  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
 PX9  CONST_01  C11  C10  C9   C6      0.00   0.0  0
 PX9  CONST_02  C11  C8   C7   C6      0.00   0.0  0
 PX9  CONST_03  C8   C11  C10  C9      0.00   0.0  0
 PX9  CONST_04  C8   C7   C6   C9      0.00   0.0  0
 PX9  CONST_05  C7   C6   C9   C10     0.00   0.0  0
 PX9  CONST_06  C7   C8   C11  C10     0.00   0.0  0
 PX9  CONST_07  C10  C9   C6   O5    180.00   0.0  0
 PX9  CONST_08  C8   C7   C6   O5    180.00   0.0  0
 PX9  CONST_09  O12  C11  C10  C9    180.00   0.0  0
 PX9  CONST_10  O12  C11  C8   C7    180.00   0.0  0
 PX9  CONST_11  H11  C10  C9   C6    180.00   0.0  0
 PX9  CONST_12  H12  C8   C7   C6    180.00   0.0  0
 PX9  CONST_13  H13  C7   C6   C9    180.00   0.0  0
 PX9  CONST_14  H10  C9   C10  C11   180.00   0.0  0
 PX9  Var_01    O20  C21  C17  N16   -57.27  30.0  1
 PX9  Var_02    O20  C19  C18  N16    57.45  30.0  1
 PX9  Var_03    C21  C17  N16  C18    56.36  30.0  1
 PX9  Var_04    C17  C21  O20  C19    57.24  30.0  1
 PX9  Var_05    C17  N16  C18  C19   -56.55  30.0  1
 PX9  Var_06    C9   C6   O5   C4     -6.06  30.0  2
 PX9  Var_07    C14  C13  O12  C11  -179.25  30.0  3
 PX9  Var_08    N16  C15  C14  C13   173.63  30.0  1
 PX9  Var_09    H8   C4   O5   C6     63.58  30.0  1
 PX9  Var_10    C4   C3   C2   C1   -179.68  30.0  3
 PX9  Var_11    O5   C4   C3   C2    179.48  30.0  3
 PX9  Var_12    C15  C14  C13  O12   177.92  30.0  3
 PX9  Var_13    H1   C1   C2   C3   -179.58  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
 PX9  plan-1  O5   0.020
 PX9  plan-1  C6   0.020
 PX9  plan-1  C9   0.020
 PX9  plan-1  C10  0.020
 PX9  plan-1  C11  0.020
 PX9  plan-1  C8   0.020
 PX9  plan-1  C7   0.020
 PX9  plan-1  O12  0.020
 PX9  plan-1  H10  0.020
 PX9  plan-1  H11  0.020
 PX9  plan-1  H12  0.020
 PX9  plan-1  H13  0.020

