# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 09:59:43 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 2-[4-(dimethylamino)phenyl]-6-hydroxy-3-methyl-1,3-benzothiazol-3-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc(cc1)c2sc3cc(O)ccc3[n+]2C
#
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
 TFL  TFL  2-[4-(dimethylamino)phenyl]-6-hydroxy-3-methyl-1,3-benzothiazol-3-ium  ligand  37  20  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TFL
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
 TFL  C2    C  CR6   0   0.422  -5.5088  -0.2201   8.4072
 TFL  C3    C  CR16  0  -0.338  -6.0400  -0.2609   7.0946
 TFL  C4    C  CR16  0  -0.265  -5.2268  -0.1327   5.9974
 TFL  C5    C  CR6   0   0.000  -3.8424   0.0615   6.1286
 TFL  C6    C  CR16  0  -0.253  -3.3069   0.0818   7.4265
 TFL  C7    C  CR16  0  -0.340  -4.1073  -0.0574   8.5320
 TFL  C8    C  CR5   0   0.161  -3.0173   0.1598   4.9577
 TFL  N1    N  NR5   1  -0.504  -1.9376   0.9102   4.7980
 TFL  C9    C  CR56  0   0.532  -1.3096   0.7567   3.5671
 TFL  S1    S  S2    0   0.345  -3.3601  -0.7804   3.5600
 TFL  C10   C  CR56  0  -0.268  -1.9871  -0.1251   2.7344
 TFL  C11   C  CR16  0  -0.403  -1.5526  -0.4082   1.4491
 TFL  C12   C  CR6   0   0.375  -0.3948   0.2191   1.0094
 TFL  C13   C  CR16  0  -0.328   0.3000   1.1035   1.8518
 TFL  C14   C  CR16  0  -0.294  -0.1458   1.3782   3.1254
 TFL  O3    O  OH1   0  -0.618   0.1181   0.0179  -0.2116
 TFL  N2    N  NT    0  -0.491  -6.3011  -0.3358   9.4897
 TFL  C15   C  CH3   0  -0.545  -7.7322  -0.4957   9.3349
 TFL  C16   C  CH3   0  -0.544  -5.7284  -0.2963  10.8191
 TFL  C17   C  CH3   0  -0.573  -1.4713   1.9117   5.7494
 TFL  H3    H  HCR6  0   0.287  -7.1004  -0.3853   6.9332
 TFL  H4    H  HCR6  0   0.272  -5.6841  -0.1524   5.0155
 TFL  H6    H  HCR6  0   0.287  -2.2393   0.1632   7.5788
 TFL  H7    H  HCR6  0   0.286  -3.6374  -0.0488   9.5044
 TFL  H11   H  HCR6  0   0.305  -2.0972  -1.0982   0.8174
 TFL  H13   H  HCR6  0   0.290   1.2047   1.5734   1.4896
 TFL  H14   H  HCR6  0   0.301   0.4110   2.0558   3.7571
 TFL  HA    H  HOH1  0   0.484  -0.4161  -0.6083  -0.7139
 TFL  H151  H  HCH3  0   0.267  -8.1967  -0.5350  10.3151
 TFL  H152  H  HCH3  0   0.248  -7.9854  -1.4194   8.8091
 TFL  H153  H  HCH3  0   0.248  -8.1744   0.3405   8.7891
 TFL  H161  H  HCH3  0   0.267  -6.5183  -0.4169  11.5534
 TFL  H162  H  HCH3  0   0.248  -5.2294   0.6549  11.0175
 TFL  H163  H  HCH3  0   0.247  -5.0047  -1.0996  10.9729
 TFL  H171  H  HCH3  0   0.296  -1.1481   2.7897   5.1974
 TFL  H172  H  HCH3  0   0.301  -2.2855   2.1985   6.4059
 TFL  H173  H  HCH3  0   0.295  -0.6397   1.5235   6.3335

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
 TFL  C2   C3    aromatic  1.417  0.020  1.417
 TFL  C2   C7    aromatic  1.416  0.020  1.416
 TFL  C2   N2    single    1.346  0.020  1.346
 TFL  C3   C4    aromatic  1.372  0.020  1.372
 TFL  C3   H3    single    0.930  0.020  1.080
 TFL  C4   C5    aromatic  1.404  0.020  1.404
 TFL  C4   H4    single    0.930  0.020  1.080
 TFL  C5   C6    aromatic  1.404  0.020  1.404
 TFL  C5   C8    single    1.436  0.020  1.436
 TFL  C6   C7    aromatic  1.372  0.020  1.372
 TFL  C6   H6    single    0.930  0.020  1.080
 TFL  C7   H7    single    0.930  0.020  1.080
 TFL  C8   N1    aromatic  1.325  0.020  1.325
 TFL  C8   S1    aromatic  1.719  0.020  1.719
 TFL  N1   C9    aromatic  1.390  0.020  1.390
 TFL  N1   C17   single    1.458  0.020  1.458
 TFL  C9   C10   aromatic  1.389  0.020  1.389
 TFL  C9   C14   aromatic  1.391  0.020  1.391
 TFL  S1   C10   aromatic  1.731  0.020  1.731
 TFL  C10  C11   aromatic  1.386  0.020  1.386
 TFL  C11  C12   aromatic  1.388  0.020  1.388
 TFL  C11  H11   single    0.930  0.020  1.080
 TFL  C12  C13   aromatic  1.405  0.020  1.405
 TFL  C12  O3    single    1.340  0.020  1.340
 TFL  C13  C14   aromatic  1.377  0.020  1.377
 TFL  C13  H13   single    0.930  0.020  1.080
 TFL  C14  H14   single    0.930  0.020  1.080
 TFL  O3   HA    single    0.850  0.020  0.980
 TFL  N2   C15   single    1.448  0.020  1.448
 TFL  N2   C16   single    1.448  0.020  1.448
 TFL  C15  H151  single    0.970  0.020  1.090
 TFL  C15  H152  single    0.970  0.020  1.090
 TFL  C15  H153  single    0.970  0.020  1.090
 TFL  C16  H161  single    0.970  0.020  1.090
 TFL  C16  H162  single    0.970  0.020  1.090
 TFL  C16  H163  single    0.970  0.020  1.090
 TFL  C17  H171  single    0.970  0.020  1.090
 TFL  C17  H172  single    0.970  0.020  1.090
 TFL  C17  H173  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
 TFL  N2    C2   C7    121.41  3.000
 TFL  N2    C2   C3    121.45  3.000
 TFL  C7    C2   C3    117.13  3.000
 TFL  H3    C3   C4    118.26  3.000
 TFL  H3    C3   C2    120.67  3.000
 TFL  C4    C3   C2    121.07  3.000
 TFL  H4    C4   C5    120.23  3.000
 TFL  H4    C4   C3    118.23  3.000
 TFL  C5    C4   C3    121.52  3.000
 TFL  C8    C5   C6    122.26  3.000
 TFL  C8    C5   C4    119.99  3.000
 TFL  C6    C5   C4    117.67  3.000
 TFL  H6    C6   C7    118.04  3.000
 TFL  H6    C6   C5    120.51  3.000
 TFL  C7    C6   C5    121.39  3.000
 TFL  H7    C7   C6    118.09  3.000
 TFL  H7    C7   C2    120.72  3.000
 TFL  C6    C7   C2    121.19  3.000
 TFL  S1    C8   N1    111.99  3.000
 TFL  S1    C8   C5    120.74  3.000
 TFL  N1    C8   C5    127.27  3.000
 TFL  C17   N1   C9    120.60  3.000
 TFL  C17   N1   C8    124.84  3.000
 TFL  C9    N1   C8    114.35  3.000
 TFL  C14   C9   C10   120.08  3.000
 TFL  C14   C9   N1    127.56  3.000
 TFL  C10   C9   N1    112.36  3.000
 TFL  C10   S1   C8     91.30  3.000
 TFL  C11   C10  S1    127.86  3.000
 TFL  C11   C10  C9    122.18  3.000
 TFL  S1    C10  C9    109.95  3.000
 TFL  H11   C11  C12   121.52  3.000
 TFL  H11   C11  C10   120.91  3.000
 TFL  C12   C11  C10   117.57  3.000
 TFL  O3    C12  C13   116.85  3.000
 TFL  O3    C12  C11   122.69  3.000
 TFL  C13   C12  C11   120.45  3.000
 TFL  H13   C13  C14   119.58  3.000
 TFL  H13   C13  C12   119.08  3.000
 TFL  C14   C13  C12   121.33  3.000
 TFL  H14   C14  C13   119.92  3.000
 TFL  H14   C14  C9    121.70  3.000
 TFL  C13   C14  C9    118.38  3.000
 TFL  HA    O3   C12   111.11  3.000
 TFL  C16   N2   C15   119.47  3.000
 TFL  C16   N2   C2    120.20  3.000
 TFL  C15   N2   C2    120.33  3.000
 TFL  H153  C15  H152  108.23  3.000
 TFL  H153  C15  H151  107.80  3.000
 TFL  H152  C15  H151  107.75  3.000
 TFL  H153  C15  N2    111.65  3.000
 TFL  H152  C15  N2    111.95  3.000
 TFL  H151  C15  N2    109.29  3.000
 TFL  H163  C16  H162  108.20  3.000
 TFL  H163  C16  H161  107.78  3.000
 TFL  H162  C16  H161  107.84  3.000
 TFL  H163  C16  N2    111.80  3.000
 TFL  H162  C16  N2    111.79  3.000
 TFL  H161  C16  N2    109.28  3.000
 TFL  H173  C17  H172  110.07  3.000
 TFL  H173  C17  H171  109.50  3.000
 TFL  H172  C17  H171  108.50  3.000
 TFL  H173  C17  N1    110.47  3.000
 TFL  H172  C17  N1    109.66  3.000
 TFL  H171  C17  N1    108.59  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
 TFL  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 TFL  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 TFL  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 TFL  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 TFL  CONST_05  C8    C5   C4   C3    180.00   0.0  0
 TFL  CONST_06  C7    C2   C3   C4      0.00   0.0  0
 TFL  CONST_07  C7    C6   C5   C4      0.00   0.0  0
 TFL  CONST_10  C9    N1   C8   C5    180.00   0.0  0
 TFL  CONST_11  C10   S1   C8   C5    180.00   0.0  0
 TFL  CONST_14  C8    C5   C6   C7    180.00   0.0  0
 TFL  CONST_15  C10   C9   N1   C8      0.00   0.0  0
 TFL  CONST_16  C14   C9   N1   C8    180.00   0.0  0
 TFL  CONST_17  C9    C10  S1   C8      0.00   0.0  0
 TFL  CONST_18  C11   C10  S1   C8    180.00   0.0  0
 TFL  CONST_19  C10   S1   C8   N1      0.00   0.0  0
 TFL  CONST_20  S1    C10  C9   N1      0.00   0.0  0
 TFL  CONST_21  C11   C10  C9   N1    180.00   0.0  0
 TFL  CONST_22  C13   C14  C9   N1    180.00   0.0  0
 TFL  CONST_23  S1    C8   N1   C9      0.00   0.0  0
 TFL  CONST_24  C12   C11  C10  C9      0.00   0.0  0
 TFL  CONST_25  C12   C13  C14  C9      0.00   0.0  0
 TFL  CONST_26  C14   C9   C10  S1    180.00   0.0  0
 TFL  CONST_27  C12   C11  C10  S1    180.00   0.0  0
 TFL  CONST_28  C13   C14  C9   C10     0.00   0.0  0
 TFL  CONST_29  C13   C12  C11  C10     0.00   0.0  0
 TFL  CONST_30  C14   C9   C10  C11     0.00   0.0  0
 TFL  CONST_31  C14   C13  C12  C11     0.00   0.0  0
 TFL  CONST_32  N2    C2   C3   C4    180.00   0.0  0
 TFL  CONST_33  C17   N1   C8   C5      0.00   0.0  0
 TFL  CONST_34  N2    C2   C7   C6    180.00   0.0  0
 TFL  CONST_35  C17   N1   C8   S1    180.00   0.0  0
 TFL  CONST_36  C17   N1   C9   C10   180.00   0.0  0
 TFL  CONST_37  O3    C12  C11  C10   180.00   0.0  0
 TFL  CONST_38  C17   N1   C9   C14     0.00   0.0  0
 TFL  CONST_39  O3    C12  C13  C14   180.00   0.0  0
 TFL  CONST_40  H4    C4   C3   C2    180.00   0.0  0
 TFL  CONST_41  H6    C6   C7   C2    180.00   0.0  0
 TFL  CONST_42  H7    C7   C2   C3    180.00   0.0  0
 TFL  CONST_43  H3    C3   C4   C5    180.00   0.0  0
 TFL  CONST_44  H14   C14  C9   N1      0.00   0.0  0
 TFL  CONST_45  H11   C11  C10  C9    180.00   0.0  0
 TFL  CONST_46  H13   C13  C14  C9    180.00   0.0  0
 TFL  CONST_47  C15   N2   C2   C3      0.00   0.0  0
 TFL  CONST_48  C16   N2   C2   C3    180.00   0.0  0
 TFL  CONST_49  C15   N2   C2   C7    180.00   0.0  0
 TFL  CONST_50  C16   N2   C2   C7      0.00   0.0  0
 TFL  Var_01    H171  C17  N1   C8   -138.16  30.0  2
 TFL  Var_02    H151  C15  N2   C2   -177.97  30.0  3
 TFL  Var_03    H161  C16  N2   C2   -179.31  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
 TFL  plan-1  C2   0.020
 TFL  plan-1  C3   0.020
 TFL  plan-1  C4   0.020
 TFL  plan-1  C5   0.020
 TFL  plan-1  C6   0.020
 TFL  plan-1  C7   0.020
 TFL  plan-1  C8   0.020
 TFL  plan-1  N2   0.020
 TFL  plan-1  H3   0.020
 TFL  plan-1  H4   0.020
 TFL  plan-1  H6   0.020
 TFL  plan-1  H7   0.020
 TFL  plan-2  C5   0.020
 TFL  plan-2  C8   0.020
 TFL  plan-2  N1   0.020
 TFL  plan-2  C9   0.020
 TFL  plan-2  S1   0.020
 TFL  plan-2  C10  0.020
 TFL  plan-2  C11  0.020
 TFL  plan-2  C12  0.020
 TFL  plan-2  C13  0.020
 TFL  plan-2  C14  0.020
 TFL  plan-2  O3   0.020
 TFL  plan-2  C17  0.020
 TFL  plan-2  H11  0.020
 TFL  plan-2  H13  0.020
 TFL  plan-2  H14  0.020
 TFL  plan-3  C2   0.020
 TFL  plan-3  N2   0.020
 TFL  plan-3  C15  0.020
 TFL  plan-3  C16  0.020

