# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 18:50:30 2021
#   Inital geometry file: a 84 line input string
#   Ligand name: 2-[[3,5-bis(chloranyl)-4-(4~{H}-1,2,4-triazol-3-yl)phenyl]-(2-hydroxyethyl)amino]ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCN(CCO)c1cc(Cl)c(c(Cl)c1)c2[nH]cnn2
#
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
 N3Q  N3Q  2-[[3,5-bis(chloranyl)-4-(4~{H}-1,2,4-triazol-3-yl)phenyl]-(2-hydroxyethyl)amino]ethanol  ligand  34  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N3Q
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
 N3Q  OAP  O   OH1   0  -0.666  -2.4649  -12.3603  13.9234
 N3Q  CAO  C   CH2   0  -0.151  -1.9884  -13.0501  12.7916
 N3Q  CAM  C   CH2   0  -0.372  -0.4768  -13.1513  12.8855
 N3Q  NAL  N   NT    0  -0.498  -0.0132  -13.8734  14.0553
 N3Q  CAN  C   CH2   0  -0.372   0.4521  -13.0889  15.1835
 N3Q  CAQ  C   CH2   0  -0.152   1.9640  -12.9849  15.2723
 N3Q  OAR  O   OH1   0  -0.666   2.4428  -12.3622  14.1032
 N3Q  CAF  C   CR6   0   0.410  -0.0105  -15.2298  14.0907
 N3Q  CAA  C   CR16  0  -0.297  -0.4294  -15.9979  12.9832
 N3Q  CAB  C   CR6   0  -0.093  -0.4106  -17.3736  13.0411
 N3Q  CL2  CL  CL    0  -0.107  -0.9395  -18.2567  11.6496
 N3Q  CAE  C   CR16  0  -0.297   0.4095  -15.9373  15.2375
 N3Q  CAD  C   CR6   0  -0.094   0.4060  -17.3143  15.2479
 N3Q  CL1  CL  CL    0  -0.107   0.9283  -18.1215  16.6871
 N3Q  CAC  C   CR6   0   0.122   0.0039  -18.0883  14.1623
 N3Q  CAG  C   CR5   0   0.347   0.0359  -19.5518  14.1885
 N3Q  NAK  N   NR15  0  -0.570  -1.0026  -20.3275  14.5740
 N3Q  CAJ  C   CR15  0   0.068  -0.5672  -21.5957  14.4523
 N3Q  NAI  N   N     0  -0.324   0.6615  -21.6012  14.0194
 N3Q  NAH  N   N     0  -0.300   1.0421  -20.3117  13.8526
 N3Q  H1   H   HOH1  0   0.457  -3.4245  -12.4134  13.9260
 N3Q  H2   H   HCH2  0   0.206  -2.2313  -12.5267  11.8573
 N3Q  H3   H   HCH2  0   0.205  -2.4325  -14.0501  12.7172
 N3Q  H4   H   HCH2  0   0.258  -0.0857  -13.5999  11.9696
 N3Q  H5   H   HCH2  0   0.273  -0.0527  -12.1491  12.9232
 N3Q  H6   H   HCH2  0   0.273   0.0294  -12.0898  15.0902
 N3Q  H7   H   HCH2  0   0.258   0.0596  -13.4850  16.1227
 N3Q  H8   H   HCH2  0   0.206   2.4070  -13.9793  15.4047
 N3Q  H9   H   HCH2  0   0.205   2.2065  -12.4082  16.1748
 N3Q  H10  H   HOH1  0   0.457   3.4007  -12.4372  14.0929
 N3Q  H11  H   HCR6  0   0.292  -0.7709  -15.5324  12.0721
 N3Q  H12  H   HCR6  0   0.292   0.7420  -15.4223  16.1248
 N3Q  H13  H   HNR5  0   0.438  -1.9117  -20.0227  14.8881
 N3Q  H14  H   HCR5  0   0.301  -1.1670  -22.4603  14.6860

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
 N3Q  CL2  CAB  single    1.731  0.020  1.731
 N3Q  CAA  CAB  aromatic  1.377  0.020  1.377
 N3Q  CAA  CAF  aromatic  1.411  0.020  1.411
 N3Q  CAB  CAC  aromatic  1.393  0.020  1.393
 N3Q  CAM  CAO  single    1.518  0.020  1.518
 N3Q  CAM  NAL  single    1.451  0.020  1.451
 N3Q  CAO  OAP  single    1.409  0.020  1.409
 N3Q  NAH  NAI  aromatic  1.355  0.020  1.355
 N3Q  NAH  CAG  aromatic  1.305  0.020  1.305
 N3Q  NAI  CAJ  aromatic  1.303  0.020  1.303
 N3Q  CAF  NAL  single    1.357  0.020  1.357
 N3Q  CAF  CAE  aromatic  1.411  0.020  1.411
 N3Q  NAL  CAN  single    1.451  0.020  1.451
 N3Q  CAC  CAG  single    1.464  0.020  1.464
 N3Q  CAC  CAD  aromatic  1.393  0.020  1.393
 N3Q  CAG  NAK  aromatic  1.352  0.020  1.352
 N3Q  OAR  CAQ  single    1.408  0.020  1.408
 N3Q  CAJ  NAK  aromatic  1.346  0.020  1.346
 N3Q  CAE  CAD  aromatic  1.377  0.020  1.377
 N3Q  CAD  CL1  single    1.731  0.020  1.731
 N3Q  CAN  CAQ  single    1.518  0.020  1.518
 N3Q  OAP  H1   single    0.850  0.020  0.980
 N3Q  CAO  H2   single    0.970  0.020  1.090
 N3Q  CAO  H3   single    0.970  0.020  1.090
 N3Q  CAM  H4   single    0.970  0.020  1.090
 N3Q  CAM  H5   single    0.970  0.020  1.090
 N3Q  CAN  H6   single    0.970  0.020  1.090
 N3Q  CAN  H7   single    0.970  0.020  1.090
 N3Q  CAQ  H8   single    0.970  0.020  1.090
 N3Q  CAQ  H9   single    0.970  0.020  1.090
 N3Q  OAR  H10  single    0.850  0.020  0.980
 N3Q  CAA  H11  single    0.930  0.020  1.080
 N3Q  CAE  H12  single    0.930  0.020  1.080
 N3Q  NAK  H13  single    0.860  0.020  1.020
 N3Q  CAJ  H14  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
 N3Q  H1   OAP  CAO  108.23  3.000
 N3Q  H3   CAO  H2   106.70  3.000
 N3Q  H3   CAO  CAM  110.28  3.000
 N3Q  H2   CAO  CAM  107.74  3.000
 N3Q  H3   CAO  OAP  111.35  3.000
 N3Q  H2   CAO  OAP  112.05  3.000
 N3Q  CAM  CAO  OAP  108.66  3.000
 N3Q  H5   CAM  H4   105.52  3.000
 N3Q  H5   CAM  NAL  107.80  3.000
 N3Q  H4   CAM  NAL  110.93  3.000
 N3Q  H5   CAM  CAO  109.19  3.000
 N3Q  H4   CAM  CAO  109.40  3.000
 N3Q  NAL  CAM  CAO  113.65  3.000
 N3Q  CAF  NAL  CAN  121.30  3.000
 N3Q  CAN  NAL  CAM  117.41  3.000
 N3Q  CAF  NAL  CAM  121.28  3.000
 N3Q  H7   CAN  H6   105.48  3.000
 N3Q  H7   CAN  CAQ  109.41  3.000
 N3Q  H6   CAN  CAQ  109.19  3.000
 N3Q  H7   CAN  NAL  110.94  3.000
 N3Q  H6   CAN  NAL  107.76  3.000
 N3Q  CAQ  CAN  NAL  113.70  3.000
 N3Q  H9   CAQ  H8   106.72  3.000
 N3Q  H9   CAQ  OAR  112.02  3.000
 N3Q  H8   CAQ  OAR  111.33  3.000
 N3Q  H9   CAQ  CAN  107.70  3.000
 N3Q  H8   CAQ  CAN  110.32  3.000
 N3Q  OAR  CAQ  CAN  108.68  3.000
 N3Q  H10  OAR  CAQ  108.26  3.000
 N3Q  CAE  CAF  CAA  116.94  3.000
 N3Q  CAE  CAF  NAL  121.53  3.000
 N3Q  CAA  CAF  NAL  121.53  3.000
 N3Q  H11  CAA  CAB  118.10  3.000
 N3Q  H11  CAA  CAF  121.46  3.000
 N3Q  CAB  CAA  CAF  120.44  3.000
 N3Q  CAC  CAB  CL2  118.45  3.000
 N3Q  CAC  CAB  CAA  123.41  3.000
 N3Q  CL2  CAB  CAA  118.15  3.000
 N3Q  H12  CAE  CAD  118.16  3.000
 N3Q  H12  CAE  CAF  121.39  3.000
 N3Q  CAD  CAE  CAF  120.44  3.000
 N3Q  CAC  CAD  CL1  118.44  3.000
 N3Q  CL1  CAD  CAE  118.16  3.000
 N3Q  CAC  CAD  CAE  123.41  3.000
 N3Q  CAG  CAC  CAD  122.36  3.000
 N3Q  CAD  CAC  CAB  115.36  3.000
 N3Q  CAG  CAC  CAB  122.27  3.000
 N3Q  NAH  CAG  NAK  109.36  3.000
 N3Q  NAK  CAG  CAC  124.18  3.000
 N3Q  NAH  CAG  CAC  126.47  3.000
 N3Q  H13  NAK  CAJ  127.16  3.000
 N3Q  H13  NAK  CAG  127.40  3.000
 N3Q  CAJ  NAK  CAG  105.44  3.000
 N3Q  H14  CAJ  NAI  126.40  3.000
 N3Q  H14  CAJ  NAK  123.78  3.000
 N3Q  NAI  CAJ  NAK  109.82  3.000
 N3Q  NAH  NAI  CAJ  107.57  3.000
 N3Q  NAI  NAH  CAG  107.82  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
 N3Q  CONST_01  CAC  CAB  CAA  CAF    0.00   0.0  0
 N3Q  CONST_02  CAC  CAD  CAE  CAF    0.00   0.0  0
 N3Q  CONST_03  CAG  CAC  CAB  CAA  180.00   0.0  0
 N3Q  CONST_04  CAD  CAC  CAB  CAA    0.00   0.0  0
 N3Q  CONST_05  CAD  CAE  CAF  CAA    0.00   0.0  0
 N3Q  CONST_06  CAE  CAF  CAA  CAB    0.00   0.0  0
 N3Q  CONST_09  CAE  CAD  CAC  CAB    0.00   0.0  0
 N3Q  CONST_10  CAG  CAC  CAD  CAE  180.00   0.0  0
 N3Q  CONST_13  NAI  NAH  CAG  CAC  180.00   0.0  0
 N3Q  CONST_14  CAJ  NAK  CAG  CAC  180.00   0.0  0
 N3Q  CONST_15  CAJ  NAI  NAH  CAG    0.00   0.0  0
 N3Q  CONST_16  NAI  CAJ  NAK  CAG    0.00   0.0  0
 N3Q  CONST_17  NAI  NAH  CAG  NAK    0.00   0.0  0
 N3Q  CONST_18  NAH  NAI  CAJ  NAK    0.00   0.0  0
 N3Q  CONST_19  NAH  CAG  NAK  CAJ    0.00   0.0  0
 N3Q  CONST_20  CAB  CAA  CAF  NAL  180.00   0.0  0
 N3Q  CONST_21  CAD  CAE  CAF  NAL  180.00   0.0  0
 N3Q  CONST_22  CL2  CAB  CAA  CAF  180.00   0.0  0
 N3Q  CONST_23  CL1  CAD  CAE  CAF  180.00   0.0  0
 N3Q  CONST_24  CL1  CAD  CAC  CAB  180.00   0.0  0
 N3Q  CONST_25  CAG  CAC  CAB  CL2    0.00   0.0  0
 N3Q  CONST_26  CAD  CAC  CAB  CL2  180.00   0.0  0
 N3Q  CONST_27  CAG  CAC  CAD  CL1    0.00   0.0  0
 N3Q  CONST_28  H12  CAE  CAF  CAA  180.00   0.0  0
 N3Q  CONST_29  H11  CAA  CAF  CAE  180.00   0.0  0
 N3Q  CONST_30  H13  NAK  CAG  CAC    0.00   0.0  0
 N3Q  CONST_31  H14  CAJ  NAK  CAG  180.00   0.0  0
 N3Q  CONST_32  CAA  CAF  NAL  CAM    0.00   0.0  0
 N3Q  CONST_33  CAE  CAF  NAL  CAM  180.00   0.0  0
 N3Q  CONST_34  CAA  CAF  NAL  CAN  180.00   0.0  0
 N3Q  CONST_35  CAE  CAF  NAL  CAN    0.00   0.0  0
 N3Q  Var_01    CAF  NAL  CAM  CAO   79.84  30.0  3
 N3Q  Var_02    NAL  CAM  CAO  OAP   60.72  30.0  1
 N3Q  Var_03    OAR  CAQ  CAN  NAL   60.57  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
 N3Q  plan-1  CAC  0.020
 N3Q  plan-1  CAG  0.020
 N3Q  plan-1  NAK  0.020
 N3Q  plan-1  CAJ  0.020
 N3Q  plan-1  NAI  0.020
 N3Q  plan-1  NAH  0.020
 N3Q  plan-1  H13  0.020
 N3Q  plan-1  H14  0.020
 N3Q  plan-2  NAL  0.020
 N3Q  plan-2  CAF  0.020
 N3Q  plan-2  CAA  0.020
 N3Q  plan-2  CAB  0.020
 N3Q  plan-2  CL2  0.020
 N3Q  plan-2  CAE  0.020
 N3Q  plan-2  CAD  0.020
 N3Q  plan-2  CL1  0.020
 N3Q  plan-2  CAC  0.020
 N3Q  plan-2  CAG  0.020
 N3Q  plan-2  H11  0.020
 N3Q  plan-2  H12  0.020
 N3Q  plan-3  CAM  0.020
 N3Q  plan-3  NAL  0.020
 N3Q  plan-3  CAN  0.020
 N3Q  plan-3  CAF  0.020

