# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 12 21:36:39 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 8-chloro-1,4-dimethyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,3,4]benzotriazepine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1N=C(c2ccccc2)c3cc(Cl)ccc3n4c(C)nnc14
#
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
 08K  08K  8-chloro-1,4-dimethyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,3,4]benzotriazepine  ligand  37  23  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_08K
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
 08K  CLA  CL  CL    0  -0.107  -2.4082   3.8201  -0.8193
 08K  CAP  C   CR6   0  -0.025  -1.0786   2.7675  -0.4913
 08K  CAJ  C   CR16  0  -0.251  -1.2736   1.3995  -0.5196
 08K  CAS  C   CR6   0   0.001  -0.2106   0.5352  -0.2657
 08K  CAO  C   C     0   0.213  -0.4540  -0.9222  -0.3787
 08K  CAQ  C   CR6   0   0.020  -1.7224  -1.4640   0.1579
 08K  CAG  C   CR16  0  -0.278  -2.3780  -2.5041  -0.5015
 08K  CAE  C   CR16  0  -0.242  -3.5514  -3.0287   0.0155
 08K  CAC  C   CR16  0  -0.255  -4.0766  -2.5313   1.2027
 08K  CAD  C   CR16  0  -0.238  -3.4252  -1.5016   1.8671
 08K  CAF  C   CR16  0  -0.281  -2.2566  -0.9652   1.3449
 08K  NAL  N   N     0  -0.229   0.3151  -1.7574  -0.9585
 08K  NAK  N   NT    0  -0.395   1.5250  -1.2955  -1.4869
 08K  C23  C   CH3   0  -0.523   2.0731  -2.2701  -2.4166
 08K  CAT  C   CR5   0   0.617   2.4027  -0.8793  -0.5025
 08K  NAV  N   NR5   0  -0.622   2.1215   0.2113   0.2623
 08K  CAR  C   CR5   0   0.403   3.1716   0.2980   1.1414
 08K  CAA  C   CH3   0  -0.746   3.2561   1.2325   2.2883
 08K  NAM  N   N     0  -0.330   4.0141  -0.6559   0.8842
 08K  NAN  N   N     0  -0.339   3.5306  -1.4051  -0.1481
 08K  CAU  C   CR6   0   0.349   1.0406   1.0775   0.0240
 08K  CAI  C   CR16  0  -0.293   1.2296   2.4526   0.0331
 08K  CAH  C   CR16  0  -0.212   0.1697   3.3047  -0.2175
 08K  H1   H   HCR6  0   0.298  -2.2501   0.9978  -0.7534
 08K  H2   H   HCR6  0   0.260  -1.9719  -2.8906  -1.4269
 08K  H3   H   HCR6  0   0.262  -4.0604  -3.8250  -0.5115
 08K  H4   H   HCR6  0   0.263  -4.9922  -2.9443   1.6055
 08K  H5   H   HCR6  0   0.263  -3.8245  -1.1137   2.7947
 08K  H6   H   HCR6  0   0.263  -1.7547  -0.1659   1.8758
 08K  H7   H   HCH3  0   0.255   1.3510  -2.4253  -3.2141
 08K  H8   H   HCH3  0   0.252   2.9838  -1.8690  -2.8548
 08K  H9   H   HCH3  0   0.234   2.2961  -3.2290  -1.9442
 08K  H10  H   HCH3  0   0.273   2.4601   1.0305   3.0065
 08K  H11  H   HCH3  0   0.277   4.2114   1.0893   2.7874
 08K  H12  H   HCH3  0   0.264   3.1833   2.2783   1.9983
 08K  H13  H   HCR6  0   0.302   2.2108   2.8715   0.2056
 08K  H14  H   HCR6  0   0.300   0.3283   4.3740  -0.2371

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
 08K  CAD  CAC  aromatic  1.388  0.020  1.388
 08K  CAD  CAF  aromatic  1.388  0.020  1.388
 08K  CAC  CAE  aromatic  1.390  0.020  1.390
 08K  CAF  CAQ  aromatic  1.394  0.020  1.394
 08K  CAE  CAG  aromatic  1.385  0.020  1.385
 08K  CAQ  CAG  aromatic  1.395  0.020  1.395
 08K  CAQ  CAO  single    1.480  0.020  1.480
 08K  NAL  CAO  double    1.275  0.020  1.275
 08K  NAL  NAK  single    1.399  0.020  1.399
 08K  CAO  CAS  single    1.482  0.020  1.482
 08K  C23  NAK  single    1.454  0.020  1.454
 08K  NAK  CAT  single    1.383  0.020  1.383
 08K  CAS  CAJ  aromatic  1.393  0.020  1.393
 08K  CAS  CAU  aromatic  1.394  0.020  1.394
 08K  CAJ  CAP  aromatic  1.382  0.020  1.382
 08K  CAT  NAN  aromatic  1.294  0.020  1.294
 08K  CAT  NAV  aromatic  1.361  0.020  1.361
 08K  NAN  NAM  aromatic  1.364  0.020  1.364
 08K  NAV  CAU  aromatic  1.406  0.020  1.406
 08K  NAV  CAR  aromatic  1.372  0.020  1.372
 08K  CAU  CAI  aromatic  1.388  0.020  1.388
 08K  CAP  CLA  single    1.727  0.020  1.727
 08K  CAP  CAH  aromatic  1.386  0.020  1.386
 08K  NAM  CAR  aromatic  1.298  0.020  1.298
 08K  CAR  CAA  single    1.482  0.020  1.482
 08K  CAI  CAH  aromatic  1.383  0.020  1.383
 08K  CAJ  H1   single    0.930  0.020  1.080
 08K  CAG  H2   single    0.930  0.020  1.080
 08K  CAE  H3   single    0.930  0.020  1.080
 08K  CAC  H4   single    0.930  0.020  1.080
 08K  CAD  H5   single    0.930  0.020  1.080
 08K  CAF  H6   single    0.930  0.020  1.080
 08K  C23  H7   single    0.970  0.020  1.090
 08K  C23  H8   single    0.970  0.020  1.090
 08K  C23  H9   single    0.970  0.020  1.090
 08K  CAA  H10  single    0.970  0.020  1.090
 08K  CAA  H11  single    0.970  0.020  1.090
 08K  CAA  H12  single    0.970  0.020  1.090
 08K  CAI  H13  single    0.930  0.020  1.080
 08K  CAH  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
 08K  CAH  CAP  CAJ  120.97  3.000
 08K  CAH  CAP  CLA  119.64  3.000
 08K  CAJ  CAP  CLA  119.39  3.000
 08K  H1   CAJ  CAS  119.86  3.000
 08K  H1   CAJ  CAP  119.97  3.000
 08K  CAS  CAJ  CAP  120.17  3.000
 08K  CAU  CAS  CAO  123.09  3.000
 08K  CAU  CAS  CAJ  118.76  3.000
 08K  CAO  CAS  CAJ  118.09  3.000
 08K  NAL  CAO  CAQ  116.24  3.000
 08K  NAL  CAO  CAS  125.44  3.000
 08K  CAQ  CAO  CAS  118.24  3.000
 08K  CAF  CAQ  CAG  119.29  3.000
 08K  CAG  CAQ  CAO  120.28  3.000
 08K  CAF  CAQ  CAO  120.41  3.000
 08K  H2   CAG  CAE  120.12  3.000
 08K  H2   CAG  CAQ  119.62  3.000
 08K  CAE  CAG  CAQ  120.26  3.000
 08K  H3   CAE  CAC  120.10  3.000
 08K  H3   CAE  CAG  119.69  3.000
 08K  CAC  CAE  CAG  120.21  3.000
 08K  H4   CAC  CAD  120.14  3.000
 08K  H4   CAC  CAE  120.07  3.000
 08K  CAD  CAC  CAE  119.79  3.000
 08K  H5   CAD  CAF  119.66  3.000
 08K  H5   CAD  CAC  120.22  3.000
 08K  CAF  CAD  CAC  120.13  3.000
 08K  H6   CAF  CAD  119.41  3.000
 08K  H6   CAF  CAQ  120.26  3.000
 08K  CAD  CAF  CAQ  120.32  3.000
 08K  NAK  NAL  CAO  118.51  3.000
 08K  CAT  NAK  C23  114.68  3.000
 08K  CAT  NAK  NAL  112.30  3.000
 08K  C23  NAK  NAL  110.26  3.000
 08K  H9   C23  H8   109.10  3.000
 08K  H9   C23  H7   109.13  3.000
 08K  H8   C23  H7   108.26  3.000
 08K  H9   C23  NAK  112.89  3.000
 08K  H8   C23  NAK  109.03  3.000
 08K  H7   C23  NAK  108.32  3.000
 08K  NAN  CAT  NAV  110.59  3.000
 08K  NAV  CAT  NAK  120.65  3.000
 08K  NAN  CAT  NAK  128.75  3.000
 08K  CAU  NAV  CAR  131.17  3.000
 08K  CAR  NAV  CAT  104.62  3.000
 08K  CAU  NAV  CAT  123.87  3.000
 08K  NAM  CAR  CAA  125.42  3.000
 08K  CAA  CAR  NAV  125.40  3.000
 08K  NAM  CAR  NAV  108.86  3.000
 08K  H12  CAA  H11  107.93  3.000
 08K  H12  CAA  H10  107.74  3.000
 08K  H11  CAA  H10  108.33  3.000
 08K  H12  CAA  CAR  113.34  3.000
 08K  H11  CAA  CAR  108.80  3.000
 08K  H10  CAA  CAR  110.55  3.000
 08K  NAN  NAM  CAR  108.87  3.000
 08K  NAM  NAN  CAT  107.04  3.000
 08K  CAI  CAU  NAV  120.31  3.000
 08K  CAI  CAU  CAS  120.60  3.000
 08K  NAV  CAU  CAS  119.06  3.000
 08K  H13  CAI  CAH  119.08  3.000
 08K  H13  CAI  CAU  120.57  3.000
 08K  CAH  CAI  CAU  120.32  3.000
 08K  H14  CAH  CAI  120.02  3.000
 08K  H14  CAH  CAP  120.78  3.000
 08K  CAI  CAH  CAP  119.16  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
 08K  CONST_01  CAU  CAI  CAH  CAP    0.00   0.0  0
 08K  CONST_02  CAI  CAH  CAP  CAJ    0.00   0.0  0
 08K  CONST_03  CAH  CAP  CAJ  CAS    0.00   0.0  0
 08K  CONST_04  CAC  CAD  CAF  CAQ    0.00   0.0  0
 08K  CONST_05  CAC  CAE  CAG  CAQ    0.00   0.0  0
 08K  CONST_06  CAD  CAC  CAE  CAG    0.00   0.0  0
 08K  CONST_07  CAD  CAF  CAQ  CAG    0.00   0.0  0
 08K  CONST_08  CAF  CAD  CAC  CAE    0.00   0.0  0
 08K  CONST_09  CAF  CAQ  CAG  CAE    0.00   0.0  0
 08K  CONST_10  CAR  NAM  NAN  CAT    0.00   0.0  0
 08K  CONST_11  NAN  NAM  CAR  NAV    0.00   0.0  0
 08K  CONST_12  CAD  CAF  CAQ  CAO  180.00   0.0  0
 08K  CONST_13  CAE  CAG  CAQ  CAO  180.00   0.0  0
 08K  CONST_14  CAS  CAJ  CAP  CLA  180.00   0.0  0
 08K  CONST_15  CAI  CAH  CAP  CLA  180.00   0.0  0
 08K  CONST_16  NAN  NAM  CAR  CAA  180.00   0.0  0
 08K  CONST_17  H13  CAI  CAH  CAP  180.00   0.0  0
 08K  CONST_18  H14  CAH  CAP  CAJ  180.00   0.0  0
 08K  CONST_19  H6   CAF  CAQ  CAO    0.00   0.0  0
 08K  CONST_20  H2   CAG  CAQ  CAO    0.00   0.0  0
 08K  CONST_21  H5   CAD  CAF  CAQ  180.00   0.0  0
 08K  CONST_22  H3   CAE  CAG  CAQ  180.00   0.0  0
 08K  CONST_23  H4   CAC  CAE  CAG  180.00   0.0  0
 08K  CONST_24  H1   CAJ  CAP  CAH  180.00   0.0  0
 08K  Var_01    H10  CAA  CAR  NAV   62.56  30.0  2

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
 08K  plan-1  CAO  0.020
 08K  plan-1  CAQ  0.020
 08K  plan-1  CAG  0.020
 08K  plan-1  CAE  0.020
 08K  plan-1  CAC  0.020
 08K  plan-1  CAD  0.020
 08K  plan-1  CAF  0.020
 08K  plan-1  H2   0.020
 08K  plan-1  H3   0.020
 08K  plan-1  H4   0.020
 08K  plan-1  H5   0.020
 08K  plan-1  H6   0.020
 08K  plan-2  CLA  0.020
 08K  plan-2  CAP  0.020
 08K  plan-2  CAJ  0.020
 08K  plan-2  CAS  0.020
 08K  plan-2  CAO  0.020
 08K  plan-2  CAQ  0.020
 08K  plan-2  NAL  0.020
 08K  plan-2  NAK  0.020
 08K  plan-2  C23  0.020
 08K  plan-2  CAT  0.020
 08K  plan-2  NAV  0.020
 08K  plan-2  CAR  0.020
 08K  plan-2  CAA  0.020
 08K  plan-2  NAM  0.020
 08K  plan-2  NAN  0.020
 08K  plan-2  CAU  0.020
 08K  plan-2  CAI  0.020
 08K  plan-2  CAH  0.020
 08K  plan-2  H1   0.020
 08K  plan-2  H13  0.020
 08K  plan-2  H14  0.020

