# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 12:03:38 2021
#   Inital geometry file: a 87 line input string
#   Ligand name: [(1~{R})-1-[1-(phenylmethyl)-1,2,3,4-tetrazol-5-yl]butyl]diazane
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@@H](NN)c1nnnn1Cc2ccccc2
#
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
 KHW  KHW  '[(1~{R})-1-[1-(phenylmethyl)-1,2,3,4-tetrazol-5-yl]butyl]diazane'  ligand  36  18  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KHW
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
 KHW  N1   N  NH2   0  -0.669   1.6489   4.5271   8.5209
 KHW  C2   C  CH2   0  -0.429   2.4229   7.9607   9.6820
 KHW  C3   C  CH1   0  -0.156   1.6190   6.8350   9.0395
 KHW  C4   C  CR5   0   0.516   0.2538   6.7248   9.6580
 KHW  C6   C  CR6   0   0.136  -1.9825   7.4046   7.0868
 KHW  C7   C  CR16  0  -0.283  -1.4374   8.6862   7.0733
 KHW  N    N  NH1   0  -0.474   2.3501   5.5850   9.1320
 KHW  C    C  CH3   0  -0.657   2.7005  10.4515  10.0144
 KHW  C1   C  CH2   0  -0.440   1.8668   9.3464   9.3826
 KHW  C10  C  CR16  0  -0.239  -4.0077   8.2817   6.1126
 KHW  C11  C  CR16  0  -0.303  -3.2706   7.2110   6.6040
 KHW  C8   C  CR16  0  -0.240  -2.1732   9.7573   6.5904
 KHW  C9   C  CR16  0  -0.262  -3.4618   9.5569   6.1086
 KHW  N2   N  N     0  -0.346  -0.0179   6.8208  10.9402
 KHW  N3   N  N     0  -0.138  -1.3197   6.5815  11.0708
 KHW  N4   N  N     0  -0.083  -1.8567   6.3450   9.9400
 KHW  N5   N  NR5   0  -0.326  -0.8909   6.4209   9.0354
 KHW  H1   H  HNH2  0   0.367   2.3271   3.8806   8.1420
 KHW  H2   H  HNH2  0   0.351   1.0931   4.0097   9.1929
 KHW  H3   H  HCH2  0   0.243   3.4434   7.8867   9.2985
 KHW  H4   H  HCH2  0   0.232   2.4807   7.8071  10.7633
 KHW  H5   H  HCH1  0   0.259   1.5054   7.0598   7.9754
 KHW  H6   H  HCH2  0   0.307  -1.7415   5.3096   7.5170
 KHW  H7   H  HCH2  0   0.300  -0.2443   6.1171   7.1049
 KHW  H8   H  HCR6  0   0.248  -0.4317   8.8586   7.4412
 KHW  H9   H  HNH1  0   0.350   2.5649   5.3828  10.1032
 KHW  H10  H  HCH3  0   0.232   2.3086  11.4369   9.7625
 KHW  H11  H  HCH3  0   0.221   2.7069  10.3649  11.1023
 KHW  H12  H  HCH3  0   0.221   3.7364  10.4094   9.6739
 KHW  H13  H  HCH2  0   0.224   0.8360   9.4265   9.7403
 KHW  H14  H  HCH2  0   0.221   1.8272   9.4883   8.2979
 KHW  H15  H  HCR6  0   0.261  -5.0097   8.1163   5.7386
 KHW  H16  H  HCR6  0   0.260  -3.7021   6.2174   6.6094
 KHW  H17  H  HCR6  0   0.261  -1.7410  10.7495   6.5881
 KHW  H18  H  HCR6  0   0.261  -4.0361  10.3937   5.7329
 KHW  C5   C  CH2   0  -0.424  -1.1918   6.2433   7.6250

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
 KHW  C10  C11  aromatic  1.390  0.020  1.390
 KHW  C10  C9   aromatic  1.387  0.020  1.387
 KHW  C11  C6   aromatic  1.389  0.020  1.389
 KHW  C9   C8   aromatic  1.390  0.020  1.390
 KHW  C6   C5   single    1.504  0.020  1.504
 KHW  C6   C7   aromatic  1.393  0.020  1.393
 KHW  C8   C7   aromatic  1.386  0.020  1.386
 KHW  C5   N5   single    1.453  0.020  1.453
 KHW  C1   C    single    1.522  0.020  1.522
 KHW  C1   C2   single    1.523  0.020  1.523
 KHW  N5   C4   aromatic  1.338  0.020  1.338
 KHW  N5   N4   aromatic  1.325  0.020  1.325
 KHW  N1   N    single    1.409  0.020  1.409
 KHW  C3   C2   single    1.525  0.020  1.525
 KHW  C3   C4   single    1.503  0.020  1.503
 KHW  C3   N    single    1.451  0.020  1.451
 KHW  C4   N2   aromatic  1.314  0.020  1.314
 KHW  N4   N3   aromatic  1.274  0.020  1.274
 KHW  N2   N3   aromatic  1.330  0.020  1.330
 KHW  N1   H1   single    0.890  0.020  1.040
 KHW  N1   H2   single    0.890  0.020  1.040
 KHW  C2   H3   single    0.970  0.020  1.090
 KHW  C2   H4   single    0.970  0.020  1.090
 KHW  C3   H5   single    0.970  0.020  1.090
 KHW  C5   H6   single    0.970  0.020  1.090
 KHW  C5   H7   single    0.970  0.020  1.090
 KHW  C7   H8   single    0.930  0.020  1.080
 KHW  N    H9   single    0.890  0.020  1.040
 KHW  C    H10  single    0.970  0.020  1.090
 KHW  C    H11  single    0.970  0.020  1.090
 KHW  C    H12  single    0.970  0.020  1.090
 KHW  C1   H13  single    0.970  0.020  1.090
 KHW  C1   H14  single    0.970  0.020  1.090
 KHW  C10  H15  single    0.930  0.020  1.080
 KHW  C11  H16  single    0.930  0.020  1.080
 KHW  C8   H17  single    0.930  0.020  1.080
 KHW  C9   H18  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
 KHW  H2   N1   H1   106.85  3.000
 KHW  H2   N1   N    111.62  3.000
 KHW  H1   N1   N    108.00  3.000
 KHW  H4   C2   H3   106.74  3.000
 KHW  H4   C2   C1   109.97  3.000
 KHW  H3   C2   C1   109.49  3.000
 KHW  H4   C2   C3   109.92  3.000
 KHW  H3   C2   C3   107.13  3.000
 KHW  C1   C2   C3   113.35  3.000
 KHW  H5   C3   N    106.95  3.000
 KHW  H5   C3   C4   108.73  3.000
 KHW  N    C3   C4   111.61  3.000
 KHW  H5   C3   C2   108.24  3.000
 KHW  N    C3   C2   110.09  3.000
 KHW  C4   C3   C2   111.07  3.000
 KHW  N5   C4   N2   107.08  3.000
 KHW  N2   C4   C3   125.73  3.000
 KHW  N5   C4   C3   127.04  3.000
 KHW  C11  C6   C7   119.20  3.000
 KHW  C7   C6   C5   120.53  3.000
 KHW  C11  C6   C5   120.27  3.000
 KHW  H8   C7   C8   119.17  3.000
 KHW  H8   C7   C6   120.39  3.000
 KHW  C8   C7   C6   120.44  3.000
 KHW  H9   N    C3   109.83  3.000
 KHW  H9   N    N1   111.77  3.000
 KHW  C3   N    N1   111.62  3.000
 KHW  H12  C    H11  107.61  3.000
 KHW  H12  C    H10  107.70  3.000
 KHW  H11  C    H10  107.71  3.000
 KHW  H12  C    C1   111.25  3.000
 KHW  H11  C    C1   111.07  3.000
 KHW  H10  C    C1   111.32  3.000
 KHW  H14  C1   H13  106.29  3.000
 KHW  H14  C1   C    109.70  3.000
 KHW  H13  C1   C    109.10  3.000
 KHW  H14  C1   C2   109.03  3.000
 KHW  H13  C1   C2   110.27  3.000
 KHW  C    C1   C2   112.28  3.000
 KHW  H15  C10  C9   120.25  3.000
 KHW  H15  C10  C11  119.71  3.000
 KHW  C9   C10  C11  120.03  3.000
 KHW  H16  C11  C10  119.81  3.000
 KHW  H16  C11  C6   119.70  3.000
 KHW  C10  C11  C6   120.49  3.000
 KHW  H17  C8   C9   120.10  3.000
 KHW  H17  C8   C7   119.81  3.000
 KHW  C9   C8   C7   120.08  3.000
 KHW  H18  C9   C8   120.05  3.000
 KHW  H18  C9   C10  120.20  3.000
 KHW  C8   C9   C10  119.76  3.000
 KHW  N3   N2   C4   106.56  3.000
 KHW  N4   N3   N2   111.03  3.000
 KHW  N5   N4   N3   106.74  3.000
 KHW  N4   N5   C5   120.30  3.000
 KHW  N4   N5   C4   108.59  3.000
 KHW  C5   N5   C4   131.04  3.000
 KHW  H7   C5   H6   107.02  3.000
 KHW  H7   C5   N5   107.32  3.000
 KHW  H6   C5   N5   107.79  3.000
 KHW  H7   C5   C6   112.10  3.000
 KHW  H6   C5   C6   111.17  3.000
 KHW  N5   C5   C6   111.20  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
 KHW  CONST_01  N3   N4   N5   C4      0.00   0.0  0
 KHW  CONST_02  N4   N3   N2   C4      0.00   0.0  0
 KHW  CONST_03  C9   C10  C11  C6      0.00   0.0  0
 KHW  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 KHW  CONST_05  C10  C11  C6   C7      0.00   0.0  0
 KHW  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 KHW  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 KHW  CONST_08  C8   C7   C6   C11     0.00   0.0  0
 KHW  CONST_09  N4   N5   C4   N2      0.00   0.0  0
 KHW  CONST_10  N5   N4   N3   N2      0.00   0.0  0
 KHW  CONST_11  N5   C4   N2   N3      0.00   0.0  0
 KHW  CONST_12  N4   N5   C4   C3    180.00   0.0  0
 KHW  CONST_13  N3   N2   C4   C3    180.00   0.0  0
 KHW  CONST_14  C10  C11  C6   C5    180.00   0.0  0
 KHW  CONST_15  C8   C7   C6   C5    180.00   0.0  0
 KHW  CONST_16  N2   C4   N5   C5    180.00   0.0  0
 KHW  CONST_17  N3   N4   N5   C5    180.00   0.0  0
 KHW  CONST_18  H15  C10  C11  C6    180.00   0.0  0
 KHW  CONST_19  H17  C8   C7   C6    180.00   0.0  0
 KHW  CONST_20  H16  C11  C6   C7    180.00   0.0  0
 KHW  CONST_21  H18  C9   C8   C7    180.00   0.0  0
 KHW  CONST_22  H8   C7   C6   C11   180.00   0.0  0
 KHW  Var_01    C6   C5   N5   C4   -106.81  30.0  2
 KHW  Var_02    N5   C5   C6   C7     62.74  30.0  2
 KHW  Var_03    C    C1   C2   C3   -178.99  30.0  2
 KHW  Var_04    H10  C    C1   C2    178.07  30.0  3
 KHW  Var_05    H1   N1   N    C3    148.20  30.0  2

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
 KHW  chir_01  C3  C2  C4  N  positiv

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
 KHW  plan-1  C3   0.020
 KHW  plan-1  C4   0.020
 KHW  plan-1  N2   0.020
 KHW  plan-1  N3   0.020
 KHW  plan-1  N4   0.020
 KHW  plan-1  N5   0.020
 KHW  plan-1  C5   0.020
 KHW  plan-2  C6   0.020
 KHW  plan-2  C7   0.020
 KHW  plan-2  C10  0.020
 KHW  plan-2  C11  0.020
 KHW  plan-2  C8   0.020
 KHW  plan-2  C9   0.020
 KHW  plan-2  H8   0.020
 KHW  plan-2  H15  0.020
 KHW  plan-2  H16  0.020
 KHW  plan-2  H17  0.020
 KHW  plan-2  H18  0.020
 KHW  plan-2  C5   0.020

