# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 02:50:28 2022
#   Inital geometry file: a 86 line input string
#   Ligand name: (1-benzofuran-2-yl)(4-methylpiperidin-1-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1CCN(CC1)C(=O)c2oc3ccccc3c2
#
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
 LQI  LQI  "(1-benzofuran-2-yl)(4-methylpiperidin-1-yl)methanone"
  ligand  35  18  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LQI
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
 LQI  N1   N  NR6   0  -0.461  66.0741   1.9673  82.7053
 LQI  C4   C  C     0  -0.330  66.4171   2.7097  83.9077
 LQI  C5   C  C     0  -0.272  65.2386   2.7076  81.7645
 LQI  C6   C  C     0  -0.480  65.5296   4.2072  81.8686
 LQI  C7   C  C     0   0.488  66.3089   0.6658  82.4781
 LQI  C8   C  CR5   0   0.233  67.3459  -0.0254  83.2838
 LQI  C10  C  CR56  0   0.063  68.6324  -1.4975  84.3456
 LQI  C13  C  CR16  0  -0.266  71.1412  -1.0757  85.4397
 LQI  C15  C  CR56  0   0.367  69.2653  -0.2537  84.2853
 LQI  C1   C  CH3   0  -0.655  67.3714   5.9308  82.0797
 LQI  C2   C  CR16  0  -0.225  67.0024   4.4584  82.1790
 LQI  C3   C  C     0  -0.420  67.3291   3.8871  83.5696
 LQI  O1   O  O     0  -0.478  65.7253   0.0195  81.6158
 LQI  C9   C  CR15  0  -0.363  67.3815  -1.3199  83.6702
 LQI  C11  C  CR16  0  -0.333  69.2789  -2.5623  84.9774
 LQI  C12  C  CR16  0  -0.260  70.5303  -2.3358  85.5193
 LQI  C14  C  CR16  0  -0.339  70.5193  -0.0061  84.8178
 LQI  O2   O  O     0  -0.454  68.4819   0.6359  83.6394
 LQI  H1   H  H     0   0.258  65.4807   3.0717  84.3424
 LQI  H2   H  H     0   0.275  66.8562   2.0608  84.6599
 LQI  H3   H  H     0   0.243  64.1784   2.5054  81.9451
 LQI  H4   H  H     0   0.248  65.4675   2.3573  80.7580
 LQI  H5   H  H     0   0.251  65.2457   4.6775  80.9249
 LQI  H6   H  H     0   0.230  64.9098   4.6728  82.6412
 LQI  H7   H  HCR6  0   0.262  72.1216  -0.9353  85.8753
 LQI  H8   H  HCH3  0   0.227  68.4208   6.0909  82.3328
 LQI  H9   H  HCH3  0   0.226  67.2099   6.3141  81.0709
 LQI  H10  H  HCH3  0   0.216  66.7702   6.5307  82.7665
 LQI  H11  H  HCR6  0   0.226  67.5942   3.9113  81.4362
 LQI  H12  H  H     0   0.235  68.3766   3.5829  83.6102
 LQI  H13  H  H     0   0.225  67.1913   4.6570  84.3337
 LQI  H14  H  HCR5  0   0.272  66.6107  -2.0552  83.5046
 LQI  H15  H  HCR6  0   0.260  68.8134  -3.5371  85.0401
 LQI  H16  H  HCR6  0   0.259  71.0530  -3.1433  86.0147
 LQI  H17  H  HCR6  0   0.272  70.9873   0.9672  84.7540

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
 LQI  C5   C6   single    1.531  0.020  1.531
 LQI  C5   N1   single    1.460  0.020  1.460
 LQI  C6   C2   single    1.526  0.020  1.526
 LQI  O1   C7   double    1.226  0.020  1.226
 LQI  C2   C1   single    1.521  0.020  1.521
 LQI  C2   C3   single    1.538  0.020  1.538
 LQI  C7   N1   single    1.342  0.020  1.342
 LQI  C7   C8   single    1.484  0.020  1.484
 LQI  N1   C4   single    1.454  0.020  1.454
 LQI  O2   C8   aromatic  1.362  0.020  1.362
 LQI  O2   C15  aromatic  1.350  0.020  1.350
 LQI  C3   C4   single    1.527  0.020  1.527
 LQI  C8   C9   aromatic  1.351  0.020  1.351
 LQI  C15  C14  aromatic  1.385  0.020  1.385
 LQI  C15  C10  aromatic  1.397  0.020  1.397
 LQI  C9   C10  aromatic  1.433  0.020  1.433
 LQI  C14  C13  aromatic  1.385  0.020  1.385
 LQI  C10  C11  aromatic  1.397  0.020  1.397
 LQI  C13  C12  aromatic  1.403  0.020  1.403
 LQI  C11  C12  aromatic  1.382  0.020  1.382
 LQI  C4   H1   single    0.970  0.020  1.090
 LQI  C4   H2   single    0.970  0.020  1.090
 LQI  C5   H3   single    0.970  0.020  1.090
 LQI  C5   H4   single    0.970  0.020  1.090
 LQI  C6   H5   single    0.970  0.020  1.090
 LQI  C6   H6   single    0.970  0.020  1.090
 LQI  C13  H7   single    0.930  0.020  1.080
 LQI  C1   H8   single    0.970  0.020  1.090
 LQI  C1   H9   single    0.970  0.020  1.090
 LQI  C1   H10  single    0.970  0.020  1.090
 LQI  C2   H11  single    0.970  0.020  1.090
 LQI  C3   H12  single    0.970  0.020  1.090
 LQI  C3   H13  single    0.970  0.020  1.090
 LQI  C9   H14  single    0.930  0.020  1.080
 LQI  C11  H15  single    0.930  0.020  1.080
 LQI  C12  H16  single    0.930  0.020  1.080
 LQI  C14  H17  single    0.930  0.020  1.080

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
 LQI  C7   N1   C5   118.87  3.000
 LQI  C7   N1   C4   126.43  3.000
 LQI  C5   N1   C4   114.14  3.000
 LQI  H2   C4   H1   105.58  3.000
 LQI  H2   C4   C3   111.87  3.000
 LQI  H1   C4   C3   110.12  3.000
 LQI  H2   C4   N1   111.28  3.000
 LQI  H1   C4   N1   107.19  3.000
 LQI  C3   C4   N1   110.57  3.000
 LQI  H4   C5   H3   107.24  3.000
 LQI  H4   C5   C6   109.73  3.000
 LQI  H3   C5   C6   110.72  3.000
 LQI  H4   C5   N1   108.18  3.000
 LQI  H3   C5   N1   110.76  3.000
 LQI  C6   C5   N1   110.13  3.000
 LQI  H6   C6   H5   106.24  3.000
 LQI  H6   C6   C2   109.45  3.000
 LQI  H5   C6   C2   110.84  3.000
 LQI  H6   C6   C5   110.92  3.000
 LQI  H5   C6   C5   108.28  3.000
 LQI  C2   C6   C5   111.01  3.000
 LQI  O1   C7   C8   117.98  3.000
 LQI  C8   C7   N1   118.82  3.000
 LQI  O1   C7   N1   123.18  3.000
 LQI  O2   C8   C9   111.62  3.000
 LQI  C9   C8   C7   128.31  3.000
 LQI  O2   C8   C7   119.90  3.000
 LQI  C11  C10  C9   135.39  3.000
 LQI  C11  C10  C15  119.25  3.000
 LQI  C9   C10  C15  105.36  3.000
 LQI  H7   C13  C14  119.18  3.000
 LQI  H7   C13  C12  119.24  3.000
 LQI  C14  C13  C12  121.59  3.000
 LQI  O2   C15  C14  126.28  3.000
 LQI  C14  C15  C10  123.57  3.000
 LQI  O2   C15  C10  110.15  3.000
 LQI  H10  C1   H9   107.87  3.000
 LQI  H10  C1   H8   107.63  3.000
 LQI  H9   C1   H8   107.77  3.000
 LQI  H10  C1   C2   110.92  3.000
 LQI  H9   C1   C2   111.38  3.000
 LQI  H8   C1   C2   111.11  3.000
 LQI  H11  C2   C3   108.21  3.000
 LQI  H11  C2   C1   107.94  3.000
 LQI  C3   C2   C1   111.53  3.000
 LQI  H11  C2   C6   107.52  3.000
 LQI  C3   C2   C6   109.13  3.000
 LQI  C1   C2   C6   112.35  3.000
 LQI  H13  C3   H12  106.93  3.000
 LQI  H13  C3   C2   110.08  3.000
 LQI  H12  C3   C2   109.93  3.000
 LQI  H13  C3   C4   108.23  3.000
 LQI  H12  C3   C4   110.49  3.000
 LQI  C2   C3   C4   111.08  3.000
 LQI  H14  C9   C10  127.74  3.000
 LQI  H14  C9   C8   126.20  3.000
 LQI  C10  C9   C8   106.06  3.000
 LQI  H15  C11  C12  120.95  3.000
 LQI  H15  C11  C10  120.92  3.000
 LQI  C12  C11  C10  118.13  3.000
 LQI  H16  C12  C11  119.64  3.000
 LQI  H16  C12  C13  119.08  3.000
 LQI  C11  C12  C13  121.28  3.000
 LQI  H17  C14  C15  122.00  3.000
 LQI  H17  C14  C13  121.81  3.000
 LQI  C15  C14  C13  116.19  3.000
 LQI  C15  O2   C8   106.80  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
 LQI  CONST_01  C14  C15  O2   C8    180.00   0.0  0
 LQI  CONST_02  C10  C15  O2   C8      0.00   0.0  0
 LQI  CONST_03  C15  C10  C9   C8      0.00   0.0  0
 LQI  CONST_04  C11  C10  C9   C8    180.00   0.0  0
 LQI  CONST_05  C13  C14  C15  C10     0.00   0.0  0
 LQI  CONST_06  O2   C8   C9   C10     0.00   0.0  0
 LQI  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 LQI  CONST_08  O2   C15  C14  C13   180.00   0.0  0
 LQI  CONST_09  C9   C8   O2   C15     0.00   0.0  0
 LQI  CONST_10  C12  C13  C14  C15     0.00   0.0  0
 LQI  CONST_11  C12  C11  C10  C15     0.00   0.0  0
 LQI  CONST_12  O2   C15  C10  C9      0.00   0.0  0
 LQI  CONST_13  C14  C15  C10  C9    180.00   0.0  0
 LQI  CONST_14  C12  C11  C10  C9    180.00   0.0  0
 LQI  CONST_15  O2   C15  C10  C11   180.00   0.0  0
 LQI  CONST_16  C14  C15  C10  C11     0.00   0.0  0
 LQI  CONST_17  C14  C13  C12  C11     0.00   0.0  0
 LQI  CONST_18  C15  O2   C8   C7    180.00   0.0  0
 LQI  CONST_19  C10  C9   C8   C7    180.00   0.0  0
 LQI  CONST_21  C8   C7   N1   C5    180.00   0.0  0
 LQI  CONST_22  H17  C14  C15  C10   180.00   0.0  0
 LQI  CONST_23  H16  C12  C11  C10   180.00   0.0  0
 LQI  CONST_24  H15  C11  C12  C13   180.00   0.0  0
 LQI  CONST_25  H7   C13  C14  C15   180.00   0.0  0
 LQI  CONST_26  H14  C9   C10  C15   180.00   0.0  0
 LQI  CONST_27  H15  C11  C10  C15   180.00   0.0  0
 LQI  CONST_28  H15  C11  C10  C9      0.00   0.0  0
 LQI  CONST_29  H14  C9   C10  C11     0.00   0.0  0
 LQI  CONST_30  H7   C13  C12  C11   180.00   0.0  0
 LQI  CONST_31  H17  C14  C13  C12   180.00   0.0  0
 LQI  CONST_32  H16  C12  C13  C14   180.00   0.0  0
 LQI  CONST_33  H14  C9   C8   O2    180.00   0.0  0
 LQI  CONST_34  H17  C14  C15  O2      0.00   0.0  0
 LQI  CONST_36  O1   C7   N1   C5      0.00   0.0  0
 LQI  Var_01    C2   C6   C5   N1     34.39  30.0  1
 LQI  Var_02    C2   C3   C4   N1     32.81  30.0  1
 LQI  Var_03    C6   C5   N1   C4     30.03  30.0  1
 LQI  Var_04    C3   C4   N1   C5    -66.87  30.0  1
 LQI  Var_05    O2   C8   C7   N1    -36.62  30.0  2
 LQI  Var_06    C9   C8   C7   N1    148.54  30.0  2
 LQI  Var_07    C7   N1   C5   C6   -157.94  30.0  1
 LQI  Var_08    C3   C4   N1   C7    121.81  30.0  1
 LQI  Var_09    H5   C6   C5   N1    156.28  30.0  1
 LQI  Var_10    H6   C6   C5   N1    -87.52  30.0  1
 LQI  Var_11    H12  C3   C4   N1    -89.47  30.0  1
 LQI  Var_12    H13  C3   C4   N1    153.76  30.0  1
 LQI  Var_13    H3   C5   N1   C4    -92.78  30.0  1
 LQI  Var_14    H4   C5   N1   C4    149.95  30.0  1
 LQI  Var_15    H1   C4   N1   C5     53.18  30.0  1
 LQI  Var_16    H2   C4   N1   C5    168.15  30.0  1
 LQI  Var_17    H3   C5   C6   C2    157.22  30.0  1
 LQI  Var_18    H4   C5   C6   C2    -84.59  30.0  1
 LQI  Var_19    H1   C4   C3   C2    -85.47  30.0  1
 LQI  Var_20    H2   C4   C3   C2    157.45  30.0  1
 LQI  Var_21    O2   C8   C7   O1    142.00  30.0  2
 LQI  Var_22    C9   C8   C7   O1    -32.84  30.0  2
 LQI  Var_23    H3   C5   N1   C7     79.24  30.0  1
 LQI  Var_24    H4   C5   N1   C7    -38.02  30.0  1
 LQI  Var_25    H1   C4   N1   C7   -118.14  30.0  1
 LQI  Var_26    H2   C4   N1   C7     -3.16  30.0  1

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
 LQI  chir_01  C2  C6  C1  C3  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
 LQI  plan-1  C7   0.020
 LQI  plan-1  C8   0.020
 LQI  plan-1  C10  0.020
 LQI  plan-1  C13  0.020
 LQI  plan-1  C15  0.020
 LQI  plan-1  C9   0.020
 LQI  plan-1  C11  0.020
 LQI  plan-1  C12  0.020
 LQI  plan-1  C14  0.020
 LQI  plan-1  O2   0.020
 LQI  plan-1  H7   0.020
 LQI  plan-1  H14  0.020
 LQI  plan-1  H15  0.020
 LQI  plan-1  H16  0.020
 LQI  plan-1  H17  0.020
 LQI  plan-2  N1   0.020
 LQI  plan-2  C4   0.020
 LQI  plan-2  C5   0.020
 LQI  plan-2  C7   0.020
 LQI  plan-2  C8   0.020
 LQI  plan-2  O1   0.020

