# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 03:06:09 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 1-(morpholin-4-yl)-4-phenylbutan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(CCCc1ccccc1)N2CCOCC2
#
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
 LRR  LRR  "1-(morpholin-4-yl)-4-phenylbutan-1-one"
  ligand  36  17  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LRR
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
 LRR  N1   N  NT    0  -0.457  67.1416   3.3304  83.6167
 LRR  C4   C  CH2   0  -0.506  67.9163  -0.9606  82.5679
 LRR  C5   C  CR6   0   0.107  69.0006  -0.8996  83.6083
 LRR  C6   C  CR16  0  -0.294  70.2361  -0.3303  83.2975
 LRR  C7   C  CR16  0  -0.241  71.2266  -0.2039  84.2603
 LRR  C8   C  CR16  0  -0.269  70.9986  -0.6467  85.5581
 LRR  C10  C  CR16  0  -0.304  68.7880  -1.3467  84.9097
 LRR  C13  C  CH2   0  -0.180  68.0201   5.3006  82.5007
 LRR  O1   O  O     0  -0.497  65.0768   2.7556  82.9145
 LRR  C1   C  C     0   0.535  66.1785   2.4220  83.3332
 LRR  C2   C  CH2   0  -0.586  66.5272   0.9602  83.5098
 LRR  C3   C  CH2   0  -0.447  67.3047   0.4181  82.3050
 LRR  C9   C  CR16  0  -0.241  69.7768  -1.2210  85.8788
 LRR  C11  C  CH2   0  -0.334  68.4726   3.0459  84.1217
 LRR  C12  C  CH2   0  -0.175  69.5153   3.6585  83.2002
 LRR  O2   O  O2    0  -0.477  69.3047   5.0394  83.0209
 LRR  C14  C  CH2   0  -0.325  66.9275   4.7500  83.4014
 LRR  H1   H  HCH2  0   0.243  67.1341  -1.6574  82.8795
 LRR  H2   H  HCH2  0   0.253  68.3251  -1.3434  81.6297
 LRR  H3   H  HCR6  0   0.247  70.4233   0.0204  82.2883
 LRR  H4   H  HCR6  0   0.251  72.1785   0.2404  83.9980
 LRR  H5   H  HCR6  0   0.252  71.7694  -0.5471  86.3115
 LRR  H6   H  HCR6  0   0.248  67.8363  -1.7955  85.1702
 LRR  H7   H  HCH2  0   0.206  67.9138   4.8662  81.4964
 LRR  H8   H  HCH2  0   0.240  67.9186   6.3833  82.4119
 LRR  H9   H  HCH2  0   0.267  65.5906   0.4106  83.6088
 LRR  H10  H  HCH2  0   0.260  67.0824   0.7899  84.4342
 LRR  H11  H  HCH2  0   0.242  68.1044   1.1070  82.0185
 LRR  H12  H  HCH2  0   0.249  66.6337   0.3604  81.4454
 LRR  H13  H  HCR6  0   0.251  69.5901  -1.5719  86.8858
 LRR  H14  H  HCH2  0   0.253  68.5721   3.4669  85.1281
 LRR  H15  H  HCH2  0   0.271  68.6559   1.9777  84.2006
 LRR  H16  H  HCH2  0   0.207  69.4941   3.1336  82.2340
 LRR  H17  H  HCH2  0   0.241  70.5096   3.5307  83.6309
 LRR  H18  H  HCH2  0   0.243  66.9410   5.2694  84.3660
 LRR  H19  H  HCH2  0   0.266  65.9535   4.9149  82.9487

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
 LRR  O1   C1   double    1.225  0.020  1.225
 LRR  C3   C4   single    1.531  0.020  1.531
 LRR  C3   C2   single    1.533  0.020  1.533
 LRR  C13  C14  single    1.519  0.020  1.519
 LRR  C13  O2   single    1.410  0.020  1.410
 LRR  C1   N1   single    1.354  0.020  1.354
 LRR  C1   C2   single    1.513  0.020  1.513
 LRR  C14  N1   single    1.452  0.020  1.452
 LRR  C4   C5   single    1.504  0.020  1.504
 LRR  N1   C11  single    1.452  0.020  1.452
 LRR  C6   C5   aromatic  1.395  0.020  1.395
 LRR  C6   C7   aromatic  1.387  0.020  1.387
 LRR  O2   C12  single    1.408  0.020  1.408
 LRR  C12  C11  single    1.520  0.020  1.520
 LRR  C5   C10  aromatic  1.392  0.020  1.392
 LRR  C7   C8   aromatic  1.390  0.020  1.390
 LRR  C10  C9   aromatic  1.390  0.020  1.390
 LRR  C8   C9   aromatic  1.388  0.020  1.388
 LRR  C4   H1   single    0.970  0.020  1.090
 LRR  C4   H2   single    0.970  0.020  1.090
 LRR  C6   H3   single    0.930  0.020  1.080
 LRR  C7   H4   single    0.930  0.020  1.080
 LRR  C8   H5   single    0.930  0.020  1.080
 LRR  C10  H6   single    0.930  0.020  1.080
 LRR  C13  H7   single    0.970  0.020  1.090
 LRR  C13  H8   single    0.970  0.020  1.090
 LRR  C2   H9   single    0.970  0.020  1.090
 LRR  C2   H10  single    0.970  0.020  1.090
 LRR  C3   H11  single    0.970  0.020  1.090
 LRR  C3   H12  single    0.970  0.020  1.090
 LRR  C9   H13  single    0.930  0.020  1.080
 LRR  C11  H14  single    0.970  0.020  1.090
 LRR  C11  H15  single    0.970  0.020  1.090
 LRR  C12  H16  single    0.970  0.020  1.090
 LRR  C12  H17  single    0.970  0.020  1.090
 LRR  C14  H18  single    0.970  0.020  1.090
 LRR  C14  H19  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
 LRR  C14  N1   C11  112.24  3.000
 LRR  C11  N1   C1   126.41  3.000
 LRR  C14  N1   C1   121.34  3.000
 LRR  H2   C4   H1   106.81  3.000
 LRR  H2   C4   C3   108.51  3.000
 LRR  H1   C4   C3   109.70  3.000
 LRR  H2   C4   C5   109.78  3.000
 LRR  H1   C4   C5   110.16  3.000
 LRR  C3   C4   C5   111.73  3.000
 LRR  C10  C5   C6   118.32  3.000
 LRR  C10  C5   C4   121.57  3.000
 LRR  C6   C5   C4   120.05  3.000
 LRR  H3   C6   C7   119.54  3.000
 LRR  H3   C6   C5   119.47  3.000
 LRR  C7   C6   C5   120.98  3.000
 LRR  H4   C7   C8   120.08  3.000
 LRR  H4   C7   C6   119.80  3.000
 LRR  C8   C7   C6   120.12  3.000
 LRR  H5   C8   C9   120.29  3.000
 LRR  H5   C8   C7   120.24  3.000
 LRR  C9   C8   C7   119.48  3.000
 LRR  H6   C10  C9   119.63  3.000
 LRR  H6   C10  C5   119.44  3.000
 LRR  C9   C10  C5   120.93  3.000
 LRR  H8   C13  H7   107.99  3.000
 LRR  H8   C13  C14  109.94  3.000
 LRR  H7   C13  C14  109.20  3.000
 LRR  H8   C13  O2   107.37  3.000
 LRR  H7   C13  O2   110.59  3.000
 LRR  C14  C13  O2   111.67  3.000
 LRR  C2   C1   O1   120.69  3.000
 LRR  C2   C1   N1   117.37  3.000
 LRR  O1   C1   N1   121.91  3.000
 LRR  H10  C2   H9   106.34  3.000
 LRR  H10  C2   C3   110.64  3.000
 LRR  H9   C2   C3   109.20  3.000
 LRR  H10  C2   C1   111.51  3.000
 LRR  H9   C2   C1   107.43  3.000
 LRR  C3   C2   C1   111.52  3.000
 LRR  H12  C3   H11  106.04  3.000
 LRR  H12  C3   C2   109.01  3.000
 LRR  H11  C3   C2   110.73  3.000
 LRR  H12  C3   C4   109.46  3.000
 LRR  H11  C3   C4   108.67  3.000
 LRR  C2   C3   C4   112.71  3.000
 LRR  H13  C9   C10  119.77  3.000
 LRR  H13  C9   C8   120.06  3.000
 LRR  C10  C9   C8   120.17  3.000
 LRR  H15  C11  H14  107.21  3.000
 LRR  H15  C11  C12  108.93  3.000
 LRR  H14  C11  C12  109.86  3.000
 LRR  H15  C11  N1   111.87  3.000
 LRR  H14  C11  N1   109.12  3.000
 LRR  C12  C11  N1   109.81  3.000
 LRR  H17  C12  H16  107.97  3.000
 LRR  H17  C12  O2   107.54  3.000
 LRR  H16  C12  O2   110.68  3.000
 LRR  H17  C12  C11  109.78  3.000
 LRR  H16  C12  C11  109.08  3.000
 LRR  O2   C12  C11  111.70  3.000
 LRR  C12  O2   C13  111.39  3.000
 LRR  H19  C14  H18  107.81  3.000
 LRR  H19  C14  C13  110.03  3.000
 LRR  H18  C14  C13  109.96  3.000
 LRR  H19  C14  N1   110.02  3.000
 LRR  H18  C14  N1   109.34  3.000
 LRR  C13  C14  N1   109.65  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
 LRR  CONST_01  C8   C7   C6   C5      0.00   0.0  0
 LRR  CONST_02  C8   C9   C10  C5      0.00   0.0  0
 LRR  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 LRR  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 LRR  CONST_05  C10  C5   C6   C7      0.00   0.0  0
 LRR  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 LRR  CONST_07  C7   C6   C5   C4    180.00   0.0  0
 LRR  CONST_08  C9   C10  C5   C4    180.00   0.0  0
 LRR  CONST_09  H4   C7   C6   C5    180.00   0.0  0
 LRR  CONST_10  H13  C9   C10  C5    180.00   0.0  0
 LRR  CONST_11  H6   C10  C5   C6    180.00   0.0  0
 LRR  CONST_12  H5   C8   C7   C6    180.00   0.0  0
 LRR  CONST_13  H13  C9   C8   C7    180.00   0.0  0
 LRR  CONST_14  H3   C6   C7   C8    180.00   0.0  0
 LRR  CONST_15  H6   C10  C9   C8    180.00   0.0  0
 LRR  CONST_16  H3   C6   C5   C10   180.00   0.0  0
 LRR  CONST_17  H5   C8   C9   C10   180.00   0.0  0
 LRR  CONST_18  H4   C7   C8   C9    180.00   0.0  0
 LRR  CONST_19  C14  N1   C1   O1      0.00   0.0  0
 LRR  CONST_20  C11  N1   C1   O1    180.00   0.0  0
 LRR  CONST_21  C14  N1   C1   C2    180.00   0.0  0
 LRR  CONST_22  C11  N1   C1   C2      0.00   0.0  0
 LRR  Var_01    O2   C13  C14  N1    -55.61  30.0  1
 LRR  Var_02    O2   C12  C11  N1     55.20  30.0  1
 LRR  Var_03    C11  N1   C14  C13    54.25  30.0  1
 LRR  Var_04    C11  C12  O2   C13   -57.77  30.0  1
 LRR  Var_05    C14  C13  O2   C12    58.04  30.0  1
 LRR  Var_06    C14  N1   C11  C12   -54.07  30.0  1
 LRR  Var_07    C1   N1   C14  C13  -124.50  30.0  1
 LRR  Var_08    C12  C11  N1   C1    124.61  30.0  1
 LRR  Var_09    H7   C13  C14  N1     67.01  30.0  1
 LRR  Var_10    H8   C13  C14  N1   -174.68  30.0  1
 LRR  Var_11    H16  C12  C11  N1    -67.48  30.0  1
 LRR  Var_12    H17  C12  C11  N1    174.40  30.0  1
 LRR  Var_13    H16  C12  O2   C13    63.99  30.0  1
 LRR  Var_14    H17  C12  O2   C13  -178.29  30.0  1
 LRR  Var_15    H18  C14  N1   C11   -66.37  30.0  1
 LRR  Var_16    H19  C14  N1   C11   175.40  30.0  1
 LRR  Var_17    H7   C13  O2   C12   -63.79  30.0  1
 LRR  Var_18    H8   C13  O2   C12   178.62  30.0  1
 LRR  Var_19    H18  C14  C13  O2     64.64  30.0  1
 LRR  Var_20    H19  C14  C13  O2   -176.75  30.0  1
 LRR  Var_21    H14  C11  C12  O2    -64.81  30.0  1
 LRR  Var_22    H15  C11  C12  O2    178.03  30.0  1
 LRR  Var_23    H14  C11  N1   C14    66.39  30.0  1
 LRR  Var_24    H15  C11  N1   C14  -175.14  30.0  1
 LRR  Var_25    C3   C4   C5   C6    -72.83  30.0  3
 LRR  Var_26    C3   C4   C5   C10   104.25  30.0  3
 LRR  Var_27    H1   C4   C5   C6    164.96  30.0  3
 LRR  Var_28    H2   C4   C5   C6     47.61  30.0  3
 LRR  Var_29    H1   C4   C5   C10   -17.96  30.0  3
 LRR  Var_30    H2   C4   C5   C10  -135.31  30.0  3
 LRR  Var_31    H18  C14  N1   C1    114.87  30.0  1
 LRR  Var_32    H19  C14  N1   C1     -3.36  30.0  1
 LRR  Var_33    H14  C11  N1   C1   -114.93  30.0  1
 LRR  Var_34    H15  C11  N1   C1      3.54  30.0  1
 LRR  Var_35    C3   C2   C1   N1    -81.12  30.0  3
 LRR  Var_36    C2   C3   C4   C5    -66.96  30.0  1
 LRR  Var_37    H9   C2   C1   N1    159.27  30.0  3
 LRR  Var_38    H10  C2   C1   N1     43.12  30.0  3
 LRR  Var_39    H11  C3   C4   C5     56.17  30.0  1
 LRR  Var_40    H12  C3   C4   C5    171.55  30.0  1
 LRR  Var_41    C1   C2   C3   C4    168.33  30.0  3
 LRR  Var_42    C3   C2   C1   O1     96.94  30.0  3
 LRR  Var_43    H9   C2   C3   C4    -73.10  30.0  3
 LRR  Var_44    H10  C2   C3   C4     43.61  30.0  3
 LRR  Var_45    H9   C2   C1   O1    -22.68  30.0  3
 LRR  Var_46    H10  C2   C1   O1   -138.82  30.0  3
 LRR  Var_47    H11  C3   C2   C1     46.36  30.0  1
 LRR  Var_48    H12  C3   C2   C1    -69.92  30.0  1
 LRR  Var_49    H1   C4   C3   C2     55.51  30.0  3
 LRR  Var_50    H2   C4   C3   C2    171.86  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
 LRR  plan-1  C4   0.020
 LRR  plan-1  C5   0.020
 LRR  plan-1  C6   0.020
 LRR  plan-1  C7   0.020
 LRR  plan-1  C8   0.020
 LRR  plan-1  C10  0.020
 LRR  plan-1  C9   0.020
 LRR  plan-1  H3   0.020
 LRR  plan-1  H4   0.020
 LRR  plan-1  H5   0.020
 LRR  plan-1  H6   0.020
 LRR  plan-1  H13  0.020
 LRR  plan-2  N1   0.020
 LRR  plan-2  O1   0.020
 LRR  plan-2  C1   0.020
 LRR  plan-2  C2   0.020
 LRR  plan-2  C11  0.020
 LRR  plan-2  C14  0.020

