# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 12:36:51 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: (1R)-1,4-anhydro-1-(4-carbamoyl-1,3-thiazol-2-yl)-5-deoxy-D-ribitol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1O[C@H]([C@H](O)[C@@H]1O)c2scc(n2)C(N)=O
#
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
 TIA  TIA  (1R)-1,4-anhydro-1-(4-carbamoyl-1,3-thiazol-2-yl)-5-deoxy-D-ribitol  ligand  28  16  .  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_TIA
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
 TIA  S1    S  S2    0   0.275   0.3309   1.7526  -0.8343
 TIA  C2    C  CR5   0   0.035   0.2146   0.0281  -0.8131
 TIA  N3    N  N     0  -0.400   1.2835  -0.5739  -0.4170
 TIA  C4    C  CR5   0   0.212   2.2654   0.3206  -0.0961
 TIA  C5    C  CR15  0  -0.511   1.9325   1.6298  -0.2590
 TIA  C6    C  C     0   0.465   3.5881  -0.1397   0.4016
 TIA  O6    O  O     0  -0.480   4.4639   0.6617   0.6976
 TIA  N6    N  NH2   0  -0.806   3.7161  -1.4675   0.4927
 TIA  C1'   C  CH1   0  -0.063  -1.0563  -0.6437  -1.2372
 TIA  C2'   C  CH1   0  -0.025  -1.6661  -1.4856  -0.1057
 TIA  O2'   O  OH1   0  -0.664  -2.5356  -2.4680  -0.5952
 TIA  C3'   C  CH1   0   0.013  -2.4965  -0.4178   0.5937
 TIA  O3'   O  OH1   0  -0.659  -3.4621  -0.9675   1.4391
 TIA  C4'   C  CH1   0   0.027  -3.0614   0.3673  -0.5957
 TIA  O4'   O  O2    0  -0.502  -2.0068   0.3501  -1.5627
 TIA  C5'   C  CH3   0  -0.685  -3.4593   1.7898  -0.2795
 TIA  H5    H  HCR5  0   0.316   2.5393   2.5009  -0.0701
 TIA  HN61  H  HNH2  0   0.412   2.9627  -2.0820   0.2331
 TIA  HN62  H  HNH2  0   0.407   4.5750  -1.8768   0.8210
 TIA  H1'   H  HCH1  0   0.292  -0.8437  -1.2636  -2.1159
 TIA  H2'   H  HCH1  0   0.257  -0.8880  -1.9105   0.5385
 TIA  HO2'  H  HOH1  0   0.460  -2.0144  -3.1529  -1.0259
 TIA  H3'   H  HCH1  0   0.229  -1.8046   0.2331   1.1487
 TIA  HO3'  H  HOH1  0   0.458  -3.7685  -0.2790   2.0363
 TIA  H4'   H  HCH1  0   0.228  -3.9281  -0.1732  -0.9964
 TIA  H5'1  H  HCH3  0   0.226  -2.6286   2.3502   0.1528
 TIA  H5'2  H  HCH3  0   0.247  -3.8059   2.3157  -1.1694
 TIA  H5'3  H  HCH3  0   0.234  -4.2816   1.7928   0.4380

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
 TIA  S1   C2    aromatic  1.729  0.020  1.729
 TIA  S1   C5    aromatic  1.706  0.020  1.706
 TIA  C2   N3    aromatic  1.289  0.020  1.289
 TIA  C2   C1'   single    1.499  0.020  1.499
 TIA  N3   C4    aromatic  1.366  0.020  1.366
 TIA  C4   C5    aromatic  1.361  0.020  1.361
 TIA  C4   C6    single    1.486  0.020  1.486
 TIA  C5   H5    single    0.930  0.020  1.080
 TIA  C6   O6    double    1.223  0.020  1.223
 TIA  C6   N6    single    1.337  0.020  1.337
 TIA  N6   HN61  single    0.860  0.020  1.020
 TIA  N6   HN62  single    0.860  0.020  1.020
 TIA  C1'  C2'   single    1.537  0.020  1.537
 TIA  C1'  O4'   single    1.413  0.020  1.413
 TIA  C1'  H1'   single    0.970  0.020  1.090
 TIA  C2'  O2'   single    1.400  0.020  1.400
 TIA  C2'  C3'   single    1.523  0.020  1.523
 TIA  C2'  H2'   single    0.970  0.020  1.090
 TIA  O2'  HO2'  single    0.850  0.020  0.980
 TIA  C3'  O3'   single    1.396  0.020  1.396
 TIA  C3'  C4'   single    1.533  0.020  1.533
 TIA  C3'  H3'   single    0.970  0.020  1.090
 TIA  O3'  HO3'  single    0.850  0.020  0.980
 TIA  C4'  O4'   single    1.431  0.020  1.431
 TIA  C4'  C5'   single    1.511  0.020  1.511
 TIA  C4'  H4'   single    0.970  0.020  1.090
 TIA  C5'  H5'1  single    0.970  0.020  1.090
 TIA  C5'  H5'2  single    0.970  0.020  1.090
 TIA  C5'  H5'3  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
 TIA  C5    S1   C2     89.27  3.000
 TIA  C1'   C2   N3    125.50  3.000
 TIA  C1'   C2   S1    120.05  3.000
 TIA  N3    C2   S1    114.45  3.000
 TIA  C4    N3   C2    111.24  3.000
 TIA  C6    C4   C5    123.77  3.000
 TIA  C6    C4   N3    121.03  3.000
 TIA  C5    C4   N3    115.21  3.000
 TIA  H5    C5   C4    128.22  3.000
 TIA  H5    C5   S1    121.95  3.000
 TIA  C4    C5   S1    109.83  3.000
 TIA  N6    C6   O6    124.44  3.000
 TIA  N6    C6   C4    114.55  3.000
 TIA  O6    C6   C4    121.01  3.000
 TIA  HN62  N6   HN61  118.35  3.000
 TIA  HN62  N6   C6    120.51  3.000
 TIA  HN61  N6   C6    121.15  3.000
 TIA  H1'   C1'  O4'   110.09  3.000
 TIA  H1'   C1'  C2'   110.94  3.000
 TIA  O4'   C1'  C2'   106.74  3.000
 TIA  H1'   C1'  C2    108.41  3.000
 TIA  O4'   C1'  C2    108.68  3.000
 TIA  C2'   C1'  C2    111.95  3.000
 TIA  H2'   C2'  C3'   112.89  3.000
 TIA  H2'   C2'  O2'   111.99  3.000
 TIA  C3'   C2'  O2'   108.29  3.000
 TIA  H2'   C2'  C1'   111.32  3.000
 TIA  C3'   C2'  C1'    99.81  3.000
 TIA  O2'   C2'  C1'   111.93  3.000
 TIA  HO2'  O2'  C2'   108.62  3.000
 TIA  H3'   C3'  C4'   108.67  3.000
 TIA  H3'   C3'  O3'   111.26  3.000
 TIA  C4'   C3'  O3'   114.62  3.000
 TIA  H3'   C3'  C2'   107.67  3.000
 TIA  C4'   C3'  C2'   101.75  3.000
 TIA  O3'   C3'  C2'   112.28  3.000
 TIA  HO3'  O3'  C3'   108.33  3.000
 TIA  H4'   C4'  C5'   109.41  3.000
 TIA  H4'   C4'  O4'   109.24  3.000
 TIA  C5'   C4'  O4'   110.30  3.000
 TIA  H4'   C4'  C3'   108.79  3.000
 TIA  C5'   C4'  C3'   114.64  3.000
 TIA  O4'   C4'  C3'   104.27  3.000
 TIA  C4'   O4'  C1'   110.40  3.000
 TIA  H5'3  C5'  H5'2  107.21  3.000
 TIA  H5'3  C5'  H5'1  108.16  3.000
 TIA  H5'2  C5'  H5'1  108.52  3.000
 TIA  H5'3  C5'  C4'   109.79  3.000
 TIA  H5'2  C5'  C4'   111.53  3.000
 TIA  H5'1  C5'  C4'   111.47  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
 TIA  CONST_01  C4    N3  C2  S1     0.00   0.0  0
 TIA  CONST_02  N3    C4  C5  S1     0.00   0.0  0
 TIA  CONST_03  C4    C5  S1  C2     0.00   0.0  0
 TIA  CONST_04  C5    C4  N3  C2     0.00   0.0  0
 TIA  CONST_05  C5    S1  C2  N3     0.00   0.0  0
 TIA  CONST_06  C1'   C2  N3  C4   180.00   0.0  0
 TIA  CONST_07  C1'   C2  S1  C5   180.00   0.0  0
 TIA  CONST_08  C6    C4  C5  S1   180.00   0.0  0
 TIA  CONST_09  C6    C4  N3  C2   180.00   0.0  0
 TIA  CONST_10  H5    C5  S1  C2   180.00   0.0  0
 TIA  CONST_11  HN61  N6  C6  C4     0.00   0.0  0
 TIA  CONST_12  HN62  N6  C6  C4   180.00   0.0  0
 TIA  Var_01    O6    C6  C4  N3  -179.49  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
 TIA  chir_01  C1'  C2   C2'  O4'  negativ
 TIA  chir_02  C2'  O2'  C3'  C1'  positiv
 TIA  chir_03  C3'  O3'  C2'  C4'  negativ
 TIA  chir_04  C4'  O4'  C3'  C5'  negativ

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
 TIA  plan-1  S1    0.020
 TIA  plan-1  C2    0.020
 TIA  plan-1  N3    0.020
 TIA  plan-1  C4    0.020
 TIA  plan-1  C5    0.020
 TIA  plan-1  C6    0.020
 TIA  plan-1  C1'   0.020
 TIA  plan-1  H5    0.020
 TIA  plan-2  C4    0.020
 TIA  plan-2  C6    0.020
 TIA  plan-2  O6    0.020
 TIA  plan-2  N6    0.020
 TIA  plan-2  HN61  0.020
 TIA  plan-2  HN62  0.020

