# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 12:46:54 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: (4R)-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CN(c2ccc(Cl)cc2)c3ccccc3n4c(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
 3X0  3X0  (4R)-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine  ligand  40  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_3X0
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
 3X0  C1   C   CH1   0  -0.421  -2.0271  -1.1202   1.8542
 3X0  C2   C   CH2   0  -0.279  -0.5759  -0.6301   2.0016
 3X0  C3   C   CR6   0   0.351   1.3131   0.1904   0.6687
 3X0  C4   C   CR16  0  -0.306   1.8331   0.5810  -0.5733
 3X0  C5   C   CR16  0  -0.202   3.1957   0.6671  -0.7829
 3X0  C6   C   CR6   0  -0.068   4.0721   0.3490   0.2458
 3X0  C7   C   CR16  0  -0.200   3.5853  -0.0455   1.4778
 3X0  N1   N   NR5   0  -0.570  -2.2627  -0.7578  -0.6114
 3X0  N2   N   N     0  -0.342  -2.6707  -2.7796  -1.2835
 3X0  N3   N   N     0  -0.332  -2.5271  -2.8035   0.0695
 3X0  C8   C   CR16  0  -0.355   2.2152  -0.1160   1.6904
 3X0  C10  C   CR6   0   0.286  -1.9812   0.6213  -0.5532
 3X0  CL   CL  CL    0  -0.141   5.7844   0.4489  -0.0191
 3X0  N    N   NT    0  -0.600  -0.0657   0.0847   0.8402
 3X0  C9   C   CR6   0   0.257  -0.8846   1.0388   0.2035
 3X0  C14  C   CR16  0  -0.278  -0.6265   2.4034   0.3018
 3X0  C13  C   CR16  0  -0.246  -1.4277   3.3242  -0.3536
 3X0  C12  C   CR16  0  -0.261  -2.5178   2.8947  -1.0993
 3X0  C11  C   CR16  0  -0.280  -2.8045   1.5422  -1.1858
 3X0  C16  C   CR5   0   0.449  -2.2759  -1.5926   0.4643
 3X0  C    C   CH3   0  -0.651  -3.0845  -0.1260   2.3457
 3X0  C15  C   CR5   0   0.387  -2.5107  -1.5548  -1.6919
 3X0  C17  C   CH3   0  -0.756  -2.5625  -1.0890  -3.0977
 3X0  H1   H   HCH1  0   0.299  -2.1039  -2.0036   2.4907
 3X0  H2   H   HCH2  0   0.245  -0.4969  -0.0312   2.9177
 3X0  H3   H   HCH2  0   0.268   0.0534  -1.5101   2.1346
 3X0  H4   H   HCR6  0   0.274   1.1669   0.8117  -1.3943
 3X0  H5   H   HCR6  0   0.279   3.5699   0.9686  -1.7518
 3X0  H6   H   HCR6  0   0.279   4.2621  -0.2880   2.2861
 3X0  H7   H   HCR6  0   0.281   1.8696  -0.4008   2.6739
 3X0  H8   H   HCR6  0   0.275   0.2165   2.7431   0.8900
 3X0  H9   H   HCR6  0   0.268  -1.2080   4.3800  -0.2689
 3X0  H10  H   HCR6  0   0.270  -3.1556   3.6103  -1.5997
 3X0  H11  H   HCR6  0   0.280  -3.6741   1.2062  -1.7349
 3X0  H12  H   HCH3  0   0.237  -3.1141   0.7980   1.7707
 3X0  H13  H   HCH3  0   0.247  -4.0755  -0.5776   2.3064
 3X0  H14  H   HCH3  0   0.248  -2.8800   0.1363   3.3836
 3X0  H15  H   HCH3  0   0.268  -3.5139  -0.6091  -3.3296
 3X0  H16  H   HCH3  0   0.264  -1.7691  -0.3736  -3.3128
 3X0  H17  H   HCH3  0   0.278  -2.4496  -1.9422  -3.7623

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
 3X0  C17  C15  single    1.482  0.020  1.482
 3X0  C11  C12  aromatic  1.385  0.020  1.385
 3X0  C11  C10  aromatic  1.388  0.020  1.388
 3X0  C12  C13  aromatic  1.389  0.020  1.389
 3X0  C15  N2   aromatic  1.301  0.020  1.301
 3X0  C15  N1   aromatic  1.365  0.020  1.365
 3X0  N2   N3   aromatic  1.361  0.020  1.361
 3X0  N1   C10  aromatic  1.409  0.020  1.409
 3X0  N1   C16  aromatic  1.362  0.020  1.362
 3X0  C10  C9   aromatic  1.396  0.020  1.396
 3X0  C13  C14  aromatic  1.385  0.020  1.385
 3X0  N3   C16  aromatic  1.298  0.020  1.298
 3X0  C16  C1   single    1.489  0.020  1.489
 3X0  C1   C    single    1.532  0.020  1.532
 3X0  C1   C2   single    1.539  0.020  1.539
 3X0  C9   C14  aromatic  1.392  0.020  1.392
 3X0  C9   N    single    1.409  0.020  1.409
 3X0  N    C2   single    1.456  0.020  1.456
 3X0  N    C3   single    1.393  0.020  1.393
 3X0  C8   C3   aromatic  1.397  0.020  1.397
 3X0  C8   C7   aromatic  1.388  0.020  1.388
 3X0  C3   C4   aromatic  1.402  0.020  1.402
 3X0  C7   C6   aromatic  1.382  0.020  1.382
 3X0  C4   C5   aromatic  1.381  0.020  1.381
 3X0  C6   C5   aromatic  1.388  0.020  1.388
 3X0  C6   CL   single    1.736  0.020  1.736
 3X0  C1   H1   single    0.970  0.020  1.090
 3X0  C2   H2   single    0.970  0.020  1.090
 3X0  C2   H3   single    0.970  0.020  1.090
 3X0  C4   H4   single    0.930  0.020  1.080
 3X0  C5   H5   single    0.930  0.020  1.080
 3X0  C7   H6   single    0.930  0.020  1.080
 3X0  C8   H7   single    0.930  0.020  1.080
 3X0  C14  H8   single    0.930  0.020  1.080
 3X0  C13  H9   single    0.930  0.020  1.080
 3X0  C12  H10  single    0.930  0.020  1.080
 3X0  C11  H11  single    0.930  0.020  1.080
 3X0  C    H12  single    0.970  0.020  1.090
 3X0  C    H13  single    0.970  0.020  1.090
 3X0  C    H14  single    0.970  0.020  1.090
 3X0  C17  H15  single    0.970  0.020  1.090
 3X0  C17  H16  single    0.970  0.020  1.090
 3X0  C17  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
 3X0  H1   C1   C    106.82  3.000
 3X0  H1   C1   C16  106.01  3.000
 3X0  C    C1   C16  112.95  3.000
 3X0  H1   C1   C2   105.56  3.000
 3X0  C    C1   C2   114.42  3.000
 3X0  C16  C1   C2   110.37  3.000
 3X0  H3   C2   H2   107.29  3.000
 3X0  H3   C2   N    106.94  3.000
 3X0  H2   C2   N    111.89  3.000
 3X0  H3   C2   C1   107.40  3.000
 3X0  H2   C2   C1   108.77  3.000
 3X0  N    C2   C1   114.23  3.000
 3X0  N    C3   C8   122.16  3.000
 3X0  C8   C3   C4   118.00  3.000
 3X0  N    C3   C4   119.81  3.000
 3X0  H4   C4   C5   118.62  3.000
 3X0  H4   C4   C3   120.21  3.000
 3X0  C5   C4   C3   121.17  3.000
 3X0  H5   C5   C6   120.62  3.000
 3X0  H5   C5   C4   119.64  3.000
 3X0  C6   C5   C4   119.74  3.000
 3X0  CL   C6   C7   120.00  3.000
 3X0  CL   C6   C5   119.77  3.000
 3X0  C7   C6   C5   120.23  3.000
 3X0  H6   C7   C8   119.44  3.000
 3X0  H6   C7   C6   120.64  3.000
 3X0  C8   C7   C6   119.91  3.000
 3X0  C15  N1   C16  105.40  3.000
 3X0  C16  N1   C10  124.71  3.000
 3X0  C15  N1   C10  129.83  3.000
 3X0  C15  N2   N3   108.40  3.000
 3X0  C16  N3   N2   107.85  3.000
 3X0  H7   C8   C7   117.93  3.000
 3X0  H7   C8   C3   121.12  3.000
 3X0  C7   C8   C3   120.94  3.000
 3X0  C11  C10  C9   120.97  3.000
 3X0  C9   C10  N1   118.17  3.000
 3X0  C11  C10  N1   120.81  3.000
 3X0  C9   N    C3   117.90  3.000
 3X0  C3   N    C2   118.83  3.000
 3X0  C9   N    C2   119.28  3.000
 3X0  C14  C9   N    121.60  3.000
 3X0  N    C9   C10  119.92  3.000
 3X0  C14  C9   C10  118.48  3.000
 3X0  H8   C14  C13  119.92  3.000
 3X0  H8   C14  C9   119.36  3.000
 3X0  C13  C14  C9   120.72  3.000
 3X0  H9   C13  C12  120.22  3.000
 3X0  H9   C13  C14  119.62  3.000
 3X0  C12  C13  C14  120.16  3.000
 3X0  H10  C12  C11  119.68  3.000
 3X0  H10  C12  C13  120.44  3.000
 3X0  C11  C12  C13  119.86  3.000
 3X0  H11  C11  C12  120.09  3.000
 3X0  H11  C11  C10  120.13  3.000
 3X0  C12  C11  C10  119.77  3.000
 3X0  N3   C16  N1   109.48  3.000
 3X0  N3   C16  C1   127.75  3.000
 3X0  N1   C16  C1   122.77  3.000
 3X0  H14  C    H13  107.74  3.000
 3X0  H14  C    H12  107.68  3.000
 3X0  H13  C    H12  107.94  3.000
 3X0  H14  C    C1   109.40  3.000
 3X0  H13  C    C1   110.31  3.000
 3X0  H12  C    C1   113.58  3.000
 3X0  C17  C15  N2   126.11  3.000
 3X0  N2   C15  N1   108.87  3.000
 3X0  C17  C15  N1   125.00  3.000
 3X0  H17  C17  H16  108.60  3.000
 3X0  H17  C17  H15  107.81  3.000
 3X0  H16  C17  H15  107.72  3.000
 3X0  H17  C17  C15  109.24  3.000
 3X0  H16  C17  C15  111.60  3.000
 3X0  H15  C17  C15  111.75  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
 3X0  CONST_01  C6   C7   C8   C3     0.00   0.0  0
 3X0  CONST_02  C6   C5   C4   C3     0.00   0.0  0
 3X0  CONST_03  C7   C8   C3   C4     0.00   0.0  0
 3X0  CONST_04  C7   C6   C5   C4     0.00   0.0  0
 3X0  CONST_05  C8   C3   C4   C5     0.00   0.0  0
 3X0  CONST_06  C8   C7   C6   C5     0.00   0.0  0
 3X0  CONST_07  N3   N2   C15  N1     0.00   0.0  0
 3X0  CONST_08  C12  C11  C10  N1   180.00   0.0  0
 3X0  CONST_09  C14  C9   C10  N1   180.00   0.0  0
 3X0  CONST_10  N2   N3   C16  N1     0.00   0.0  0
 3X0  CONST_11  C10  N1   C15  N2   180.00   0.0  0
 3X0  CONST_12  C16  N1   C15  N2     0.00   0.0  0
 3X0  CONST_13  C15  N1   C16  N3     0.00   0.0  0
 3X0  CONST_14  C10  N1   C16  N3   180.00   0.0  0
 3X0  CONST_15  C13  C12  C11  C10    0.00   0.0  0
 3X0  CONST_16  C13  C14  C9   C10    0.00   0.0  0
 3X0  CONST_17  C12  C11  C10  C9     0.00   0.0  0
 3X0  CONST_20  C12  C13  C14  C9     0.00   0.0  0
 3X0  CONST_21  C11  C12  C13  C14    0.00   0.0  0
 3X0  CONST_22  C11  C10  C9   C14    0.00   0.0  0
 3X0  CONST_25  C15  N2   N3   C16    0.00   0.0  0
 3X0  CONST_26  N    C3   C4   C5   180.00   0.0  0
 3X0  CONST_27  N    C3   C8   C7   180.00   0.0  0
 3X0  CONST_28  CL   C6   C5   C4   180.00   0.0  0
 3X0  CONST_29  C17  C15  N2   N3   180.00   0.0  0
 3X0  CONST_30  CL   C6   C7   C8   180.00   0.0  0
 3X0  CONST_31  C17  C15  N1   C10    0.00   0.0  0
 3X0  CONST_32  C17  C15  N1   C16  180.00   0.0  0
 3X0  CONST_33  H6   C7   C8   C3   180.00   0.0  0
 3X0  CONST_34  H5   C5   C4   C3   180.00   0.0  0
 3X0  CONST_35  H7   C8   C3   C4   180.00   0.0  0
 3X0  CONST_36  H4   C4   C5   C6   180.00   0.0  0
 3X0  CONST_37  H11  C11  C10  N1     0.00   0.0  0
 3X0  CONST_38  H10  C12  C11  C10  180.00   0.0  0
 3X0  CONST_39  H8   C14  C9   C10  180.00   0.0  0
 3X0  CONST_40  H9   C13  C14  C9   180.00   0.0  0
 3X0  Var_01    C9   N    C2   C1    43.57  30.0  1
 3X0  Var_02    C10  C9   N    C2   -72.00  30.0  1
 3X0  Var_03    C8   C3   N    C2   -13.42  30.0  2
 3X0  Var_04    H15  C17  C15  N1   -79.19  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
 3X0  chir_01  C1  C16  C  C2  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
 3X0  plan-1  C3   0.020
 3X0  plan-1  C4   0.020
 3X0  plan-1  C5   0.020
 3X0  plan-1  C6   0.020
 3X0  plan-1  C7   0.020
 3X0  plan-1  C8   0.020
 3X0  plan-1  CL   0.020
 3X0  plan-1  N    0.020
 3X0  plan-1  H4   0.020
 3X0  plan-1  H5   0.020
 3X0  plan-1  H6   0.020
 3X0  plan-1  H7   0.020
 3X0  plan-2  C1   0.020
 3X0  plan-2  N1   0.020
 3X0  plan-2  N2   0.020
 3X0  plan-2  N3   0.020
 3X0  plan-2  C10  0.020
 3X0  plan-2  C16  0.020
 3X0  plan-2  C15  0.020
 3X0  plan-2  C17  0.020
 3X0  plan-3  N1   0.020
 3X0  plan-3  C10  0.020
 3X0  plan-3  N    0.020
 3X0  plan-3  C9   0.020
 3X0  plan-3  C14  0.020
 3X0  plan-3  C13  0.020
 3X0  plan-3  C12  0.020
 3X0  plan-3  C11  0.020
 3X0  plan-3  H8   0.020
 3X0  plan-3  H9   0.020
 3X0  plan-3  H10  0.020
 3X0  plan-3  H11  0.020

