# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 06:33:47 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: N-(2-ethoxy-3,5-dimethylbenzyl)-1H-tetrazol-5-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1c(C)cc(C)cc1CNc2[nH]nnn2
#
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
 1Q9  1Q9  N-(2-ethoxy-3,5-dimethylbenzyl)-1H-tetrazol-5-amine  ligand  35  18  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1Q9
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
 1Q9  C1   C  CR5   0   0.730   2.7575   0.5426  -0.3266
 1Q9  C2   C  CH2   0  -0.356   0.6032   0.4279   0.8004
 1Q9  N1   N  NR15  0  -0.512   3.4885   0.6746   0.7864
 1Q9  C3   C  CH2   0  -0.174  -0.9884  -2.6758   0.7968
 1Q9  O1   O  O2    0  -0.490  -0.8699  -1.7326  -0.2697
 1Q9  C4   C  CH3   0  -0.688  -0.1809  -3.9010   0.4455
 1Q9  N3   N  N     0  -0.405   3.5986   0.4071  -1.3364
 1Q9  N4   N  N     0  -0.137   4.8203   0.4670  -0.8026
 1Q9  N5   N  N     0  -0.098   4.7839   0.6253   0.4536
 1Q9  N6   N  NH1   0  -0.648   1.4156   0.5852  -0.3977
 1Q9  CG   C  CR6   0   0.013  -0.8545   0.5339   0.4495
 1Q9  CD1  C  CR16  0  -0.367  -1.5222   1.7468   0.5939
 1Q9  CE1  C  CR6   0   0.117  -2.8549   1.8869   0.2327
 1Q9  CZ   C  CR16  0  -0.355  -3.5103   0.7762  -0.2948
 1Q9  CE2  C  CR6   0   0.044  -2.8789  -0.4503  -0.4611
 1Q9  CD2  C  CR6   0   0.274  -1.5381  -0.5580  -0.0796
 1Q9  CL1  C  CH3   0  -0.723  -3.5675   3.2013   0.3695
 1Q9  CL2  C  CH3   0  -0.721  -3.6034  -1.6137  -1.0737
 1Q9  H1   H  HCH2  0   0.259   0.8241  -0.5181   1.3041
 1Q9  H2   H  HCH2  0   0.268   0.8529   1.2269   1.5018
 1Q9  H3   H  HNR5  0   0.447   3.2068   0.7931   1.7480
 1Q9  H4   H  HCH2  0   0.219  -0.6266  -2.2326   1.7312
 1Q9  H5   H  HCH2  0   0.224  -2.0385  -2.9415   0.9525
 1Q9  H6   H  HCH3  0   0.237  -0.2568  -4.6296   1.2519
 1Q9  H7   H  HCH3  0   0.233  -0.5474  -4.3712  -0.4673
 1Q9  H8   H  HCH3  0   0.233   0.8733  -3.6572   0.3115
 1Q9  H9   H  HNH1  0   0.411   1.0337   0.2209  -1.2571
 1Q9  H10  H  HCR6  0   0.247  -0.9858   2.5965   1.0021
 1Q9  H11  H  HCR6  0   0.245  -4.5492   0.8711  -0.5936
 1Q9  H12  H  HCH3  0   0.247  -3.7117   3.6721  -0.6050
 1Q9  H13  H  HCH3  0   0.244  -4.5558   3.0761   0.8130
 1Q9  H14  H  HCH3  0   0.243  -3.0066   3.8985   0.9904
 1Q9  H15  H  HCH3  0   0.248  -3.0620  -2.0107  -1.9326
 1Q9  H16  H  HCH3  0   0.245  -3.7330  -2.4369  -0.3690
 1Q9  H17  H  HCH3  0   0.249  -4.5944  -1.3156  -1.4119

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
 1Q9  C1   N1   aromatic  1.338  0.020  1.338
 1Q9  C1   N3   aromatic  1.321  0.020  1.321
 1Q9  C1   N6   single    1.344  0.020  1.344
 1Q9  C2   N6   single    1.456  0.020  1.456
 1Q9  C2   CG   single    1.503  0.020  1.503
 1Q9  N1   N5   aromatic  1.338  0.020  1.338
 1Q9  C3   O1   single    1.429  0.020  1.429
 1Q9  C3   C4   single    1.509  0.020  1.509
 1Q9  O1   CD2  single    1.365  0.020  1.365
 1Q9  N3   N4   aromatic  1.335  0.020  1.335
 1Q9  N4   N5   aromatic  1.267  0.020  1.267
 1Q9  CG   CD1  aromatic  1.392  0.020  1.392
 1Q9  CG   CD2  aromatic  1.393  0.020  1.393
 1Q9  CD1  CE1  aromatic  1.388  0.020  1.388
 1Q9  CE1  CZ   aromatic  1.393  0.020  1.393
 1Q9  CZ   CE2  aromatic  1.389  0.020  1.389
 1Q9  CE2  CD2  aromatic  1.398  0.020  1.398
 1Q9  CE1  CL1  single    1.501  0.020  1.501
 1Q9  CE2  CL2  single    1.501  0.020  1.501
 1Q9  C2   H1   single    0.970  0.020  1.090
 1Q9  C2   H2   single    0.970  0.020  1.090
 1Q9  N1   H3   single    0.860  0.020  1.020
 1Q9  C3   H4   single    0.970  0.020  1.090
 1Q9  C3   H5   single    0.970  0.020  1.090
 1Q9  C4   H6   single    0.970  0.020  1.090
 1Q9  C4   H7   single    0.970  0.020  1.090
 1Q9  C4   H8   single    0.970  0.020  1.090
 1Q9  N6   H9   single    0.890  0.020  1.040
 1Q9  CD1  H10  single    0.930  0.020  1.080
 1Q9  CZ   H11  single    0.930  0.020  1.080
 1Q9  CL1  H12  single    0.970  0.020  1.090
 1Q9  CL1  H13  single    0.970  0.020  1.090
 1Q9  CL1  H14  single    0.970  0.020  1.090
 1Q9  CL2  H15  single    0.970  0.020  1.090
 1Q9  CL2  H16  single    0.970  0.020  1.090
 1Q9  CL2  H17  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
 1Q9  N6   C1   N3   126.75  3.000
 1Q9  N6   C1   N1   125.88  3.000
 1Q9  N3   C1   N1   107.34  3.000
 1Q9  H2   C2   H1   106.90  3.000
 1Q9  H2   C2   CG   108.67  3.000
 1Q9  H1   C2   CG   111.36  3.000
 1Q9  H2   C2   N6   108.77  3.000
 1Q9  H1   C2   N6   111.06  3.000
 1Q9  CG   C2   N6   109.96  3.000
 1Q9  H3   N1   N5   120.76  3.000
 1Q9  H3   N1   C1   130.67  3.000
 1Q9  N5   N1   C1   108.56  3.000
 1Q9  H5   C3   H4   107.08  3.000
 1Q9  H5   C3   C4   110.46  3.000
 1Q9  H4   C3   C4   110.51  3.000
 1Q9  H5   C3   O1   110.24  3.000
 1Q9  H4   C3   O1   110.01  3.000
 1Q9  C4   C3   O1   108.54  3.000
 1Q9  CD2  O1   C3   115.07  3.000
 1Q9  H8   C4   H7   108.57  3.000
 1Q9  H8   C4   H6   107.94  3.000
 1Q9  H7   C4   H6   107.93  3.000
 1Q9  H8   C4   C3   111.38  3.000
 1Q9  H7   C4   C3   111.42  3.000
 1Q9  H6   C4   C3   109.48  3.000
 1Q9  N4   N3   C1   105.81  3.000
 1Q9  N5   N4   N3   112.09  3.000
 1Q9  N4   N5   N1   106.20  3.000
 1Q9  H9   N6   C2   116.80  3.000
 1Q9  H9   N6   C1   114.30  3.000
 1Q9  C2   N6   C1   120.66  3.000
 1Q9  CD2  CG   CD1  119.16  3.000
 1Q9  CD2  CG   C2   120.62  3.000
 1Q9  CD1  CG   C2   120.16  3.000
 1Q9  H10  CD1  CE1  119.59  3.000
 1Q9  H10  CD1  CG   118.98  3.000
 1Q9  CE1  CD1  CG   121.43  3.000
 1Q9  CL1  CE1  CZ   120.60  3.000
 1Q9  CL1  CE1  CD1  121.36  3.000
 1Q9  CZ   CE1  CD1  118.02  3.000
 1Q9  H11  CZ   CE2  118.64  3.000
 1Q9  H11  CZ   CE1  119.00  3.000
 1Q9  CE2  CZ   CE1  122.35  3.000
 1Q9  CL2  CE2  CD2  120.96  3.000
 1Q9  CL2  CE2  CZ   120.90  3.000
 1Q9  CD2  CE2  CZ   118.11  3.000
 1Q9  CE2  CD2  CG   120.93  3.000
 1Q9  CE2  CD2  O1   119.86  3.000
 1Q9  CG   CD2  O1   119.17  3.000
 1Q9  H14  CL1  H13  107.96  3.000
 1Q9  H14  CL1  H12  107.51  3.000
 1Q9  H13  CL1  H12  107.03  3.000
 1Q9  H14  CL1  CE1  111.58  3.000
 1Q9  H13  CL1  CE1  111.51  3.000
 1Q9  H12  CL1  CE1  111.03  3.000
 1Q9  H17  CL2  H16  107.40  3.000
 1Q9  H17  CL2  H15  107.88  3.000
 1Q9  H16  CL2  H15  107.04  3.000
 1Q9  H17  CL2  CE2  110.73  3.000
 1Q9  H16  CL2  CE2  112.23  3.000
 1Q9  H15  CL2  CE2  111.35  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
 1Q9  CONST_01  N4   N5   N1   C1     0.00   0.0  0
 1Q9  CONST_02  N5   N4   N3   C1     0.00   0.0  0
 1Q9  CONST_03  N4   N3   C1   N1     0.00   0.0  0
 1Q9  CONST_04  N3   N4   N5   N1     0.00   0.0  0
 1Q9  CONST_05  N5   N1   C1   N3     0.00   0.0  0
 1Q9  CONST_06  CZ   CE1  CD1  CG     0.00   0.0  0
 1Q9  CONST_07  CZ   CE2  CD2  CG     0.00   0.0  0
 1Q9  CONST_08  CE2  CD2  CG   CD1    0.00   0.0  0
 1Q9  CONST_09  CE2  CZ   CE1  CD1    0.00   0.0  0
 1Q9  CONST_10  CD2  CG   CD1  CE1    0.00   0.0  0
 1Q9  CONST_11  CD2  CE2  CZ   CE1    0.00   0.0  0
 1Q9  CONST_12  CE1  CD1  CG   C2   180.00   0.0  0
 1Q9  CONST_13  CE2  CD2  CG   C2   180.00   0.0  0
 1Q9  CONST_14  CD1  CG   CD2  O1   180.00   0.0  0
 1Q9  CONST_15  CZ   CE2  CD2  O1   180.00   0.0  0
 1Q9  CONST_16  N6   C1   N3   N4   180.00   0.0  0
 1Q9  CONST_17  N6   C1   N1   N5   180.00   0.0  0
 1Q9  CONST_18  CL1  CE1  CD1  CG   180.00   0.0  0
 1Q9  CONST_19  CL2  CE2  CD2  CG   180.00   0.0  0
 1Q9  CONST_20  CL2  CE2  CZ   CE1  180.00   0.0  0
 1Q9  CONST_21  CL1  CE1  CZ   CE2  180.00   0.0  0
 1Q9  CONST_22  H3   N1   C1   N3   180.00   0.0  0
 1Q9  CONST_23  H11  CZ   CE1  CD1  180.00   0.0  0
 1Q9  CONST_24  H10  CD1  CE1  CZ   180.00   0.0  0
 1Q9  CONST_26  N3   C1   N6   C2   180.00   0.0  0
 1Q9  Var_01    CG   C2   N6   C1   179.22  30.0  2
 1Q9  Var_02    CG   CD2  O1   C3    94.95  30.0  2
 1Q9  Var_03    CD1  CG   C2   N6   -96.17  30.0  2
 1Q9  Var_04    H12  CL1  CE1  CD1  105.71  30.0  2
 1Q9  Var_05    H15  CL2  CE2  CZ   124.66  30.0  2
 1Q9  Var_06    H4   C3   O1   CD2  -58.06  30.0  2
 1Q9  Var_07    H6   C4   C3   O1   179.73  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
 1Q9  plan-1  C1   0.020
 1Q9  plan-1  N1   0.020
 1Q9  plan-1  N3   0.020
 1Q9  plan-1  N4   0.020
 1Q9  plan-1  N5   0.020
 1Q9  plan-1  N6   0.020
 1Q9  plan-1  H3   0.020
 1Q9  plan-2  C2   0.020
 1Q9  plan-2  O1   0.020
 1Q9  plan-2  CG   0.020
 1Q9  plan-2  CD1  0.020
 1Q9  plan-2  CE1  0.020
 1Q9  plan-2  CZ   0.020
 1Q9  plan-2  CE2  0.020
 1Q9  plan-2  CD2  0.020
 1Q9  plan-2  CL1  0.020
 1Q9  plan-2  CL2  0.020
 1Q9  plan-2  H10  0.020
 1Q9  plan-2  H11  0.020
 1Q9  plan-3  C1   0.020
 1Q9  plan-3  C2   0.020
 1Q9  plan-3  N6   0.020
 1Q9  plan-3  H9   0.020

