# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:06:21 2022
#   Inital geometry file: a 79 line input string
#   Ligand name: 6-chloranyl-2-methoxy-4-phenyl-quinazoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1nc2ccc(Cl)cc2c(n1)c3ccccc3
#
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
 TNZ  TNZ  6-chloranyl-2-methoxy-4-phenyl-quinazoline  ligand  30  19  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TNZ
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
 TNZ  C1   C   CR6   0   0.559  35.7698  41.3089  13.3816
 TNZ  C2   C   CR66  0   0.281  37.8032  40.8586  14.2456
 TNZ  C3   C   CR16  0  -0.309  39.0666  40.2402  14.1444
 TNZ  C7   C   CR66  0   0.012  37.5208  41.6615  15.3727
 TNZ  C8   C   CR6   0   0.245  36.2152  42.2412  15.4057
 TNZ  C9   C   CR6   0   0.034  35.7455  43.0643  16.5398
 TNZ  C10  C   CR16  0  -0.292  35.8277  42.5981  17.8507
 TNZ  C11  C   CR16  0  -0.240  35.3471  43.3707  18.8980
 TNZ  C12  C   CR16  0  -0.250  34.7922  44.6180  18.6463
 TNZ  C13  C   CR16  0  -0.242  34.7050  45.0856  17.3411
 TNZ  C14  C   CR16  0  -0.274  35.1676  44.3083  16.2909
 TNZ  C5   C   CR6   0  -0.046  39.7305  41.2692  16.2099
 TNZ  C4   C   CR16  0  -0.200  40.0139  40.4382  15.1109
 TNZ  C6   C   CR16  0  -0.277  38.5138  41.8767  16.3495
 TNZ  N    N   N     0  -0.494  36.9004  40.6823  13.2548
 TNZ  N1   N   N     0  -0.439  35.3784  42.0790  14.4168
 TNZ  O    O   O2    0  -0.441  34.8431  41.2205  12.4410
 TNZ  C    C   CH3   0  -0.417  35.1298  40.4367  11.2891
 TNZ  H1   H   HCR6  0   0.276  39.2774  39.6161  13.2861
 TNZ  H2   H   HCR6  0   0.275  36.2431  41.6196  18.0567
 TNZ  H3   H   HCR6  0   0.263  35.4049  42.9951  19.9110
 TNZ  H4   H   HCR6  0   0.263  34.4250  45.2233  19.4647
 TNZ  H5   H   HCR6  0   0.262  34.2721  46.0567  17.1398
 TNZ  H6   H   HCR6  0   0.259  35.0943  44.6724  15.2743
 TNZ  H7   H   HCR6  0   0.290  40.9843  39.9673  15.0279
 TNZ  H8   H   HCR6  0   0.297  38.3241  42.5287  17.1904
 TNZ  H9   H   HCH3  0   0.251  34.2486  40.5053  10.6574
 TNZ  H10  H   HCH3  0   0.234  35.9952  40.8207  10.7482
 TNZ  H11  H   HCH3  0   0.235  35.3111  39.3933  11.5482
 TNZ  CL   CL  CL    0  -0.115  40.9637  41.5289  17.3962

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
 TNZ  C    O    single    1.422  0.020  1.422
 TNZ  O    C1   single    1.323  0.020  1.323
 TNZ  N    C1   aromatic  1.299  0.020  1.299
 TNZ  N    C2   aromatic  1.352  0.020  1.352
 TNZ  C1   N1   aromatic  1.348  0.020  1.348
 TNZ  C3   C2   aromatic  1.410  0.020  1.410
 TNZ  C3   C4   aromatic  1.368  0.020  1.368
 TNZ  C2   C7   aromatic  1.412  0.020  1.412
 TNZ  N1   C8   aromatic  1.306  0.020  1.306
 TNZ  C4   C5   aromatic  1.407  0.020  1.407
 TNZ  C7   C8   aromatic  1.429  0.020  1.429
 TNZ  C7   C6   aromatic  1.409  0.020  1.409
 TNZ  C8   C9   single    1.478  0.020  1.478
 TNZ  C5   C6   aromatic  1.367  0.020  1.367
 TNZ  C5   CL   single    1.731  0.020  1.731
 TNZ  C14  C9   aromatic  1.394  0.020  1.394
 TNZ  C14  C13  aromatic  1.386  0.020  1.386
 TNZ  C9   C10  aromatic  1.394  0.020  1.394
 TNZ  C13  C12  aromatic  1.389  0.020  1.389
 TNZ  C10  C11  aromatic  1.387  0.020  1.387
 TNZ  C12  C11  aromatic  1.388  0.020  1.388
 TNZ  C3   H1   single    0.930  0.020  1.080
 TNZ  C10  H2   single    0.930  0.020  1.080
 TNZ  C11  H3   single    0.930  0.020  1.080
 TNZ  C12  H4   single    0.930  0.020  1.080
 TNZ  C13  H5   single    0.930  0.020  1.080
 TNZ  C14  H6   single    0.930  0.020  1.080
 TNZ  C4   H7   single    0.930  0.020  1.080
 TNZ  C6   H8   single    0.930  0.020  1.080
 TNZ  C    H9   single    0.970  0.020  1.090
 TNZ  C    H10  single    0.970  0.020  1.090
 TNZ  C    H11  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
 TNZ  O    C1   N1   112.37  3.000
 TNZ  N1   C1   N    127.10  3.000
 TNZ  O    C1   N    120.53  3.000
 TNZ  N    C2   C7   121.70  3.000
 TNZ  C7   C2   C3   119.05  3.000
 TNZ  N    C2   C3   119.24  3.000
 TNZ  H1   C3   C4   120.60  3.000
 TNZ  H1   C3   C2   118.97  3.000
 TNZ  C4   C3   C2   120.42  3.000
 TNZ  C6   C7   C8   124.46  3.000
 TNZ  C6   C7   C2   119.93  3.000
 TNZ  C8   C7   C2   115.58  3.000
 TNZ  N1   C8   C9   116.54  3.000
 TNZ  C9   C8   C7   122.28  3.000
 TNZ  N1   C8   C7   121.18  3.000
 TNZ  C14  C9   C10  119.40  3.000
 TNZ  C10  C9   C8   121.11  3.000
 TNZ  C14  C9   C8   119.46  3.000
 TNZ  H2   C10  C11  119.51  3.000
 TNZ  H2   C10  C9   120.25  3.000
 TNZ  C11  C10  C9   120.22  3.000
 TNZ  H3   C11  C12  120.20  3.000
 TNZ  H3   C11  C10  119.67  3.000
 TNZ  C12  C11  C10  120.13  3.000
 TNZ  H4   C12  C13  120.06  3.000
 TNZ  H4   C12  C11  120.08  3.000
 TNZ  C13  C12  C11  119.86  3.000
 TNZ  H5   C13  C14  119.72  3.000
 TNZ  H5   C13  C12  120.13  3.000
 TNZ  C14  C13  C12  120.14  3.000
 TNZ  H6   C14  C13  120.02  3.000
 TNZ  H6   C14  C9   119.74  3.000
 TNZ  C13  C14  C9   120.23  3.000
 TNZ  C6   C5   C4   121.44  3.000
 TNZ  C6   C5   CL   119.84  3.000
 TNZ  C4   C5   CL   118.72  3.000
 TNZ  H7   C4   C5   119.86  3.000
 TNZ  H7   C4   C3   120.27  3.000
 TNZ  C5   C4   C3   119.87  3.000
 TNZ  H8   C6   C5   120.24  3.000
 TNZ  H8   C6   C7   120.51  3.000
 TNZ  C5   C6   C7   119.24  3.000
 TNZ  C2   N    C1   116.54  3.000
 TNZ  C8   N1   C1   117.81  3.000
 TNZ  C    O    C1   118.12  3.000
 TNZ  H11  C    H10  108.84  3.000
 TNZ  H11  C    H9   109.48  3.000
 TNZ  H10  C    H9   109.46  3.000
 TNZ  H11  C    O    111.61  3.000
 TNZ  H10  C    O    111.57  3.000
 TNZ  H9   C    O    105.82  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
 TNZ  CONST_01  C3   C2   N    C1    180.00   0.0  0
 TNZ  CONST_02  C7   C2   N    C1      0.00   0.0  0
 TNZ  CONST_03  C7   C8   N1   C1      0.00   0.0  0
 TNZ  CONST_04  C9   C8   N1   C1    180.00   0.0  0
 TNZ  CONST_05  N1   C1   N    C2      0.00   0.0  0
 TNZ  CONST_06  C5   C4   C3   C2      0.00   0.0  0
 TNZ  CONST_07  N1   C8   C7   C2      0.00   0.0  0
 TNZ  CONST_08  C9   C8   C7   C2    180.00   0.0  0
 TNZ  CONST_09  C5   C6   C7   C2      0.00   0.0  0
 TNZ  CONST_10  C8   C7   C2   C3    180.00   0.0  0
 TNZ  CONST_11  C6   C7   C2   C3      0.00   0.0  0
 TNZ  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 TNZ  CONST_13  C4   C3   C2   C7      0.00   0.0  0
 TNZ  CONST_16  C4   C5   C6   C7      0.00   0.0  0
 TNZ  CONST_17  N    C1   N1   C8      0.00   0.0  0
 TNZ  CONST_18  N    C2   C7   C8      0.00   0.0  0
 TNZ  CONST_19  C5   C6   C7   C8    180.00   0.0  0
 TNZ  CONST_20  C13  C14  C9   C8    180.00   0.0  0
 TNZ  CONST_21  C11  C10  C9   C8    180.00   0.0  0
 TNZ  CONST_22  C6   C7   C8   C9      0.00   0.0  0
 TNZ  CONST_23  C12  C13  C14  C9      0.00   0.0  0
 TNZ  CONST_24  C12  C11  C10  C9      0.00   0.0  0
 TNZ  CONST_26  C13  C14  C9   C10     0.00   0.0  0
 TNZ  CONST_27  C13  C12  C11  C10     0.00   0.0  0
 TNZ  CONST_28  C14  C9   C10  C11     0.00   0.0  0
 TNZ  CONST_29  C14  C13  C12  C11     0.00   0.0  0
 TNZ  CONST_31  N    C2   C3   C4    180.00   0.0  0
 TNZ  CONST_32  N    C2   C7   C6    180.00   0.0  0
 TNZ  CONST_33  N1   C8   C7   C6    180.00   0.0  0
 TNZ  CONST_34  O    C1   N    C2    180.00   0.0  0
 TNZ  CONST_35  CL   C5   C4   C3    180.00   0.0  0
 TNZ  CONST_36  CL   C5   C6   C7    180.00   0.0  0
 TNZ  CONST_37  O    C1   N1   C8    180.00   0.0  0
 TNZ  CONST_38  H7   C4   C3   C2    180.00   0.0  0
 TNZ  CONST_39  H8   C6   C7   C2    180.00   0.0  0
 TNZ  CONST_40  H1   C3   C2   C7    180.00   0.0  0
 TNZ  CONST_41  H6   C14  C9   C8      0.00   0.0  0
 TNZ  CONST_42  H2   C10  C9   C8      0.00   0.0  0
 TNZ  CONST_43  H5   C13  C14  C9    180.00   0.0  0
 TNZ  CONST_44  H3   C11  C10  C9    180.00   0.0  0
 TNZ  CONST_45  H4   C12  C11  C10   180.00   0.0  0
 TNZ  Var_01    H9   C    O    C1   -179.78  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
 TNZ  plan-1  C8   0.020
 TNZ  plan-1  C9   0.020
 TNZ  plan-1  C10  0.020
 TNZ  plan-1  C11  0.020
 TNZ  plan-1  C12  0.020
 TNZ  plan-1  C13  0.020
 TNZ  plan-1  C14  0.020
 TNZ  plan-1  H2   0.020
 TNZ  plan-1  H3   0.020
 TNZ  plan-1  H4   0.020
 TNZ  plan-1  H5   0.020
 TNZ  plan-1  H6   0.020
 TNZ  plan-2  C1   0.020
 TNZ  plan-2  C2   0.020
 TNZ  plan-2  C3   0.020
 TNZ  plan-2  C7   0.020
 TNZ  plan-2  C8   0.020
 TNZ  plan-2  C9   0.020
 TNZ  plan-2  C5   0.020
 TNZ  plan-2  C4   0.020
 TNZ  plan-2  C6   0.020
 TNZ  plan-2  N    0.020
 TNZ  plan-2  N1   0.020
 TNZ  plan-2  O    0.020
 TNZ  plan-2  H1   0.020
 TNZ  plan-2  H7   0.020
 TNZ  plan-2  H8   0.020
 TNZ  plan-2  CL   0.020

