# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 09:36:37 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 4-(diphenylmethoxy)-1-[3-(1H-tetrazol-5-yl)propyl]piperidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C(CN1CCC(CC1)OC(c2ccccc2)c3ccccc3)Cc4[nH]nnn4
#
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
 HQL  HQL  4-(diphenylmethoxy)-1-[3-(1H-tetrazol-5-yl)propyl]piperidine  ligand  55  28  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HQL
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
 HQL  C1    C  CR16  0  -0.269   5.8200   2.0567  -0.6467
 HQL  C2    C  CR16  0  -0.240   5.2518   1.7633  -1.8793
 HQL  C3    C  CR16  0  -0.300   4.2731   0.7840  -1.9778
 HQL  C4    C  CR6   0   0.109   3.8501   0.0846  -0.8515
 HQL  C5    C  CH1   0  -0.063   2.8232  -1.0140  -1.0042
 HQL  O1    O  O2    0  -0.499   2.0689  -1.0840   0.1761
 HQL  C6    C  CH1   0   0.067   0.9376  -1.9369   0.1253
 HQL  C7    C  CH2   0  -0.455   0.5246  -2.2462   1.5533
 HQL  C8    C  CH2   0  -0.293  -0.7319  -3.1045   1.5692
 HQL  N1    N  NT    0  -0.404  -1.8081  -2.4646   0.8422
 HQL  C9    C  CH2   0  -0.278  -3.0758  -3.1426   0.9929
 HQL  C10   C  CH2   0  -0.478  -3.6954  -2.9193   2.3698
 HQL  C11   C  CH2   0  -0.505  -3.6903  -1.4468   2.7878
 HQL  C12   C  CR5   0   0.492  -4.3336  -0.5591   1.7886
 HQL  N2    N  NR15  0  -0.466  -5.5954  -0.6572   1.3606
 HQL  N3    N  N     0  -0.081  -5.8324   0.2901   0.4687
 HQL  N4    N  N     0  -0.152  -4.7485   0.9492   0.3552
 HQL  N5    N  N     0  -0.336  -3.7982   0.4562   1.1511
 HQL  C13   C  CH2   0  -0.273  -1.4490  -2.2229  -0.5386
 HQL  C14   C  CH2   0  -0.465  -0.2327  -1.3123  -0.6241
 HQL  C15   C  CR6   0   0.104   3.5149  -2.3265  -1.3247
 HQL  C16   C  CR16  0  -0.315   3.5468  -2.7948  -2.6325
 HQL  C17   C  CR16  0  -0.240   4.2084  -3.9758  -2.9476
 HQL  C18   C  CR16  0  -0.268   4.8355  -4.7067  -1.9490
 HQL  C19   C  CR16  0  -0.239   4.7973  -4.2496  -0.6361
 HQL  C20   C  CR16  0  -0.289   4.1432  -3.0668  -0.3259
 HQL  C21   C  CR16  0  -0.319   4.4201   0.3857   0.3826
 HQL  C22   C  CR16  0  -0.236   5.3993   1.3657   0.4820
 HQL  H1    H  HCR6  0   0.255   6.5820   2.8209  -0.5665
 HQL  H2    H  HCR6  0   0.256   5.5641   2.3024  -2.7645
 HQL  H3    H  HCR6  0   0.248   3.8309   0.5655  -2.9434
 HQL  H5    H  HCH1  0   0.243   2.1859  -0.7595  -1.8631
 HQL  H6    H  HCH1  0   0.203   1.2036  -2.8835  -0.3689
 HQL  H71   H  HCH2  0   0.225   0.3297  -1.3117   2.0881
 HQL  H72   H  HCH2  0   0.237   1.3306  -2.7666   2.0761
 HQL  H81   H  HCH2  0   0.192  -0.5027  -4.1022   1.1515
 HQL  H82   H  HCH2  0   0.242  -1.0405  -3.2672   2.6037
 HQL  H91   H  HCH2  0   0.228  -3.7570  -2.7488   0.2336
 HQL  H92   H  HCH2  0   0.212  -3.0026  -4.2253   0.7982
 HQL  H101  H  HCH2  0   0.246  -4.7160  -3.3099   2.3605
 HQL  H102  H  HCH2  0   0.250  -3.1670  -3.4875   3.1379
 HQL  H111  H  HCH2  0   0.279  -4.2014  -1.3360   3.7468
 HQL  H112  H  HCH2  0   0.273  -2.6676  -1.0982   2.9196
 HQL  H131  H  HCH2  0   0.235  -2.2929  -1.7453  -1.0406
 HQL  H132  H  HCH2  0   0.186  -1.2437  -3.1622  -1.0839
 HQL  H141  H  HCH2  0   0.236   0.0110  -1.1404  -1.6756
 HQL  H142  H  HCH2  0   0.225  -0.4785  -0.3451  -0.1762
 HQL  H16   H  HCR6  0   0.250   3.0436  -2.2363  -3.4138
 HQL  H17   H  HCR6  0   0.256   4.2251  -4.3270  -3.9713
 HQL  H18   H  HCR6  0   0.256   5.3461  -5.6303  -2.1889
 HQL  H19   H  HCR6  0   0.255   5.2795  -4.8183   0.1488
 HQL  H20   H  HCR6  0   0.253   4.1166  -2.7253   0.7015
 HQL  H21   H  HCR6  0   0.253   4.1032  -0.1384   1.2745
 HQL  H22   H  HCR6  0   0.255   5.8341   1.5900   1.4478
 HQL  HN1   H  HNR5  0   0.446  -6.3211  -1.3078   1.6272

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
 HQL  C1   C2    aromatic  1.389  0.020  1.389
 HQL  C1   C22   aromatic  1.389  0.020  1.389
 HQL  C1   H1    single    0.930  0.020  1.080
 HQL  C2   C3    aromatic  1.388  0.020  1.388
 HQL  C2   H2    single    0.930  0.020  1.080
 HQL  C3   C4    aromatic  1.392  0.020  1.392
 HQL  C3   H3    single    0.930  0.020  1.080
 HQL  C4   C5    single    1.512  0.020  1.512
 HQL  C4   C21   aromatic  1.392  0.020  1.392
 HQL  C5   O1    single    1.403  0.020  1.403
 HQL  C5   C15   single    1.518  0.020  1.518
 HQL  C5   H5    single    0.970  0.020  1.090
 HQL  O1   C6    single    1.418  0.020  1.418
 HQL  C6   C7    single    1.518  0.020  1.518
 HQL  C6   C14   single    1.524  0.020  1.524
 HQL  C6   H6    single    0.970  0.020  1.090
 HQL  C7   C8    single    1.522  0.020  1.522
 HQL  C7   H71   single    0.970  0.020  1.090
 HQL  C7   H72   single    0.970  0.020  1.090
 HQL  C8   N1    single    1.448  0.020  1.448
 HQL  C8   H81   single    0.970  0.020  1.090
 HQL  C8   H82   single    0.970  0.020  1.090
 HQL  N1   C9    single    1.446  0.020  1.446
 HQL  N1   C13   single    1.447  0.020  1.447
 HQL  C9   C10   single    1.526  0.020  1.526
 HQL  C9   H91   single    0.970  0.020  1.090
 HQL  C9   H92   single    0.970  0.020  1.090
 HQL  C10  C11   single    1.531  0.020  1.531
 HQL  C10  H101  single    0.970  0.020  1.090
 HQL  C10  H102  single    0.970  0.020  1.090
 HQL  C11  C12   single    1.483  0.020  1.483
 HQL  C11  H111  single    0.970  0.020  1.090
 HQL  C11  H112  single    0.970  0.020  1.090
 HQL  C12  N2    aromatic  1.336  0.020  1.336
 HQL  C12  N5    aromatic  1.313  0.020  1.313
 HQL  N2   N3    aromatic  1.323  0.020  1.323
 HQL  N3   N4    aromatic  1.274  0.020  1.274
 HQL  N4   N5    aromatic  1.334  0.020  1.334
 HQL  C13  C14   single    1.522  0.020  1.522
 HQL  C13  H131  single    0.970  0.020  1.090
 HQL  C13  H132  single    0.970  0.020  1.090
 HQL  C14  H141  single    0.970  0.020  1.090
 HQL  C14  H142  single    0.970  0.020  1.090
 HQL  C15  C16   aromatic  1.389  0.020  1.389
 HQL  C15  C20   aromatic  1.393  0.020  1.393
 HQL  C16  C17   aromatic  1.390  0.020  1.390
 HQL  C16  H16   single    0.930  0.020  1.080
 HQL  C17  C18   aromatic  1.387  0.020  1.387
 HQL  C17  H17   single    0.930  0.020  1.080
 HQL  C18  C19   aromatic  1.391  0.020  1.391
 HQL  C18  H18   single    0.930  0.020  1.080
 HQL  C19  C20   aromatic  1.387  0.020  1.387
 HQL  C19  H19   single    0.930  0.020  1.080
 HQL  C20  H20   single    0.930  0.020  1.080
 HQL  C21  C22   aromatic  1.389  0.020  1.389
 HQL  C21  H21   single    0.930  0.020  1.080
 HQL  C22  H22   single    0.930  0.020  1.080
 HQL  HN1  N2    single    0.860  0.020  1.020

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
 HQL  H1    C1   C22   120.29  3.000
 HQL  H1    C1   C2    120.21  3.000
 HQL  C22   C1   C2    119.50  3.000
 HQL  H2    C2   C3    119.78  3.000
 HQL  H2    C2   C1    120.17  3.000
 HQL  C3    C2   C1    120.04  3.000
 HQL  H3    C3   C4    119.71  3.000
 HQL  H3    C3   C2    119.53  3.000
 HQL  C4    C3   C2    120.76  3.000
 HQL  C21   C4   C5    121.66  3.000
 HQL  C21   C4   C3    118.96  3.000
 HQL  C5    C4   C3    119.34  3.000
 HQL  H5    C5   C15   107.42  3.000
 HQL  H5    C5   O1    110.93  3.000
 HQL  C15   C5   O1    112.31  3.000
 HQL  H5    C5   C4    107.73  3.000
 HQL  C15   C5   C4    109.89  3.000
 HQL  O1    C5   C4    108.46  3.000
 HQL  C6    O1   C5    115.41  3.000
 HQL  H6    C6   C14   108.51  3.000
 HQL  H6    C6   C7    108.23  3.000
 HQL  C14   C6   C7    109.71  3.000
 HQL  H6    C6   O1    109.92  3.000
 HQL  C14   C6   O1    112.58  3.000
 HQL  C7    C6   O1    107.81  3.000
 HQL  H72   C7   H71   107.72  3.000
 HQL  H72   C7   C8    109.60  3.000
 HQL  H71   C7   C8    109.24  3.000
 HQL  H72   C7   C6    110.27  3.000
 HQL  H71   C7   C6    109.52  3.000
 HQL  C8    C7   C6    110.44  3.000
 HQL  H82   C8   H81   106.38  3.000
 HQL  H82   C8   N1    109.36  3.000
 HQL  H81   C8   N1    111.30  3.000
 HQL  H82   C8   C7    109.10  3.000
 HQL  H81   C8   C7    109.51  3.000
 HQL  N1    C8   C7    111.05  3.000
 HQL  C13   N1   C9    113.29  3.000
 HQL  C13   N1   C8    111.62  3.000
 HQL  C9    N1   C8    113.09  3.000
 HQL  H92   C9   H91   105.80  3.000
 HQL  H92   C9   C10   109.26  3.000
 HQL  H91   C9   C10   108.72  3.000
 HQL  H92   C9   N1    112.58  3.000
 HQL  H91   C9   N1    107.76  3.000
 HQL  C10   C9   N1    112.43  3.000
 HQL  H102  C10  H101  105.78  3.000
 HQL  H102  C10  C11   107.87  3.000
 HQL  H101  C10  C11   110.45  3.000
 HQL  H102  C10  C9    111.22  3.000
 HQL  H101  C10  C9    108.61  3.000
 HQL  C11   C10  C9    112.69  3.000
 HQL  H112  C11  H111  107.51  3.000
 HQL  H112  C11  C12   107.30  3.000
 HQL  H111  C11  C12   109.14  3.000
 HQL  H112  C11  C10   110.14  3.000
 HQL  H111  C11  C10   109.62  3.000
 HQL  C12   C11  C10   112.97  3.000
 HQL  N5    C12  N2    106.64  3.000
 HQL  N5    C12  C11   127.80  3.000
 HQL  N2    C12  C11   125.55  3.000
 HQL  HN1   N2   N3    120.69  3.000
 HQL  HN1   N2   C12   129.87  3.000
 HQL  N3    N2   C12   109.44  3.000
 HQL  N4    N3   N2    106.15  3.000
 HQL  N5    N4   N3    111.21  3.000
 HQL  N4    N5   C12   106.56  3.000
 HQL  H132  C13  H131  106.77  3.000
 HQL  H132  C13  C14   109.41  3.000
 HQL  H131  C13  C14   109.28  3.000
 HQL  H132  C13  N1    112.02  3.000
 HQL  H131  C13  N1    108.66  3.000
 HQL  C14   C13  N1    110.60  3.000
 HQL  H142  C14  H141  107.76  3.000
 HQL  H142  C14  C13   109.06  3.000
 HQL  H141  C14  C13   109.05  3.000
 HQL  H142  C14  C6    109.49  3.000
 HQL  H141  C14  C6    111.50  3.000
 HQL  C13   C14  C6    109.94  3.000
 HQL  C20   C15  C16   119.04  3.000
 HQL  C20   C15  C5    120.91  3.000
 HQL  C16   C15  C5    120.04  3.000
 HQL  H16   C16  C17   119.68  3.000
 HQL  H16   C16  C15   119.60  3.000
 HQL  C17   C16  C15   120.71  3.000
 HQL  H17   C17  C18   120.19  3.000
 HQL  H17   C17  C16   119.84  3.000
 HQL  C18   C17  C16   119.97  3.000
 HQL  H18   C18  C19   120.18  3.000
 HQL  H18   C18  C17   120.22  3.000
 HQL  C19   C18  C17   119.60  3.000
 HQL  H19   C19  C20   119.74  3.000
 HQL  H19   C19  C18   119.97  3.000
 HQL  C20   C19  C18   120.30  3.000
 HQL  H20   C20  C19   119.52  3.000
 HQL  H20   C20  C15   120.11  3.000
 HQL  C19   C20  C15   120.37  3.000
 HQL  H21   C21  C22   119.29  3.000
 HQL  H21   C21  C4    120.40  3.000
 HQL  C22   C21  C4    120.31  3.000
 HQL  H22   C22  C21   119.55  3.000
 HQL  H22   C22  C1    120.02  3.000
 HQL  C21   C22  C1    120.43  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
 HQL  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 HQL  CONST_02  C4   C21  C22  C1      0.00   0.0  0
 HQL  CONST_03  C21  C22  C1   C2      0.00   0.0  0
 HQL  CONST_04  C21  C4   C3   C2      0.00   0.0  0
 HQL  CONST_05  C22  C1   C2   C3      0.00   0.0  0
 HQL  CONST_06  C22  C21  C4   C3      0.00   0.0  0
 HQL  CONST_07  N4   N3   N2   C12     0.00   0.0  0
 HQL  CONST_08  N3   N4   N5   C12     0.00   0.0  0
 HQL  CONST_09  N4   N5   C12  N2      0.00   0.0  0
 HQL  CONST_10  N5   N4   N3   N2      0.00   0.0  0
 HQL  CONST_11  N5   C12  N2   N3      0.00   0.0  0
 HQL  CONST_12  C18  C17  C16  C15     0.00   0.0  0
 HQL  CONST_13  C18  C19  C20  C15     0.00   0.0  0
 HQL  CONST_14  C19  C20  C15  C16     0.00   0.0  0
 HQL  CONST_15  C19  C18  C17  C16     0.00   0.0  0
 HQL  CONST_16  C20  C15  C16  C17     0.00   0.0  0
 HQL  CONST_17  C20  C19  C18  C17     0.00   0.0  0
 HQL  CONST_18  C5   C4   C3   C2    180.00   0.0  0
 HQL  CONST_19  C22  C21  C4   C5    180.00   0.0  0
 HQL  CONST_20  C17  C16  C15  C5    180.00   0.0  0
 HQL  CONST_21  C19  C20  C15  C5    180.00   0.0  0
 HQL  CONST_22  N3   N2   C12  C11   180.00   0.0  0
 HQL  CONST_23  N4   N5   C12  C11   180.00   0.0  0
 HQL  CONST_24  H3   C3   C2   C1    180.00   0.0  0
 HQL  CONST_25  H21  C21  C22  C1    180.00   0.0  0
 HQL  CONST_26  H22  C22  C1   C2    180.00   0.0  0
 HQL  CONST_27  H1   C1   C2   C3    180.00   0.0  0
 HQL  CONST_28  H2   C2   C3   C4    180.00   0.0  0
 HQL  CONST_29  HN1  N2   N3   N4    180.00   0.0  0
 HQL  CONST_30  H17  C17  C16  C15   180.00   0.0  0
 HQL  CONST_31  H19  C19  C20  C15   180.00   0.0  0
 HQL  CONST_32  H20  C20  C15  C16   180.00   0.0  0
 HQL  CONST_33  H18  C18  C17  C16   180.00   0.0  0
 HQL  CONST_34  H16  C16  C17  C18   180.00   0.0  0
 HQL  Var_01    N1   C8   C7   C6    -56.27  30.0  1
 HQL  Var_02    N1   C13  C14  C6     57.93  30.0  1
 HQL  Var_03    C13  N1   C8   C7     59.42  30.0  1
 HQL  Var_04    C14  C13  N1   C8    -60.31  30.0  1
 HQL  Var_05    C15  C5   C4   C3     87.10  30.0  2
 HQL  Var_06    C16  C15  C5   C4   -100.91  30.0  2
 HQL  Var_07    C10  C9   N1   C8     73.87  30.0  3
 HQL  Var_08    N2   C12  C11  C10    58.79  30.0  2
 HQL  Var_09    C11  C10  C9   N1     47.81  30.0  3
 HQL  Var_10    C12  C11  C10  C9     54.39  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
 HQL  chir_01  C6  O1  C7  C14  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
 HQL  plan-1  C11  0.020
 HQL  plan-1  C12  0.020
 HQL  plan-1  N2   0.020
 HQL  plan-1  N3   0.020
 HQL  plan-1  N4   0.020
 HQL  plan-1  N5   0.020
 HQL  plan-1  HN1  0.020
 HQL  plan-2  C1   0.020
 HQL  plan-2  C2   0.020
 HQL  plan-2  C3   0.020
 HQL  plan-2  C4   0.020
 HQL  plan-2  C5   0.020
 HQL  plan-2  C21  0.020
 HQL  plan-2  C22  0.020
 HQL  plan-2  H1   0.020
 HQL  plan-2  H2   0.020
 HQL  plan-2  H3   0.020
 HQL  plan-2  H21  0.020
 HQL  plan-2  H22  0.020
 HQL  plan-3  C5   0.020
 HQL  plan-3  C15  0.020
 HQL  plan-3  C16  0.020
 HQL  plan-3  C17  0.020
 HQL  plan-3  C18  0.020
 HQL  plan-3  C19  0.020
 HQL  plan-3  C20  0.020
 HQL  plan-3  H16  0.020
 HQL  plan-3  H17  0.020
 HQL  plan-3  H18  0.020
 HQL  plan-3  H19  0.020
 HQL  plan-3  H20  0.020

