# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 07:48:36 2022
#   Inital geometry file: a 108 line input string
#   Ligand name: ~{N}-[(3~{Z},6~{S},7~{R},8~{R},8~{a}~{S})-7,8-bis(oxidanyl)-3-(phenylmethyl)imino-1,5,6,7,8,8~{a}-hexahydro-[1,3]thiazolo[3,4-a]pyridin-6-yl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@H]1CN2[C@H](CSC2=NCc3ccccc3)[C@@H](O)[C@@H]1O
#
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
 1XI  1XI  "~{N}-[(3~{Z},6~{S},7~{R},8~{R},8~{a}~{S})-7,8-bis(oxidanyl)-3-(phenylmethyl)imino-1,5,6,7,8,8~{a}-hexahydro-[1,3]thiazolo[3,4-a]pyridin-6-yl]ethanamide"  ligand  44  23  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1XI
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
 1XI  C5    C  CR15  0  -0.152  -1.3770  30.3475  25.4470
 1XI  C6    C  CH1   0   0.043  -2.7941  30.8513  25.1458
 1XI  C7    C  CH1   0   0.047  -3.2856  30.2713  23.8185
 1XI  N1    N  NH1   0  -0.637  -3.7458  28.1114  22.6646
 1XI  N2    N  NR5   0  -0.441  -1.3598  28.8971  25.4283
 1XI  C3    C  CH2   0  -0.333  -1.7949  28.2861  24.1910
 1XI  C33   C  CH3   0  -0.777  -4.0795  27.5421  20.3547
 1XI  C32   C  C     0   0.509  -3.2734  28.2621  21.4112
 1XI  O34   O  O     0  -0.490  -2.2843  28.9282  21.1419
 1XI  C2    C  CH1   0  -0.090  -3.2188  28.7430  23.8551
 1XI  C22   C  CR5   0   0.335  -1.6850  28.3116  26.6262
 1XI  N23   N  N     0  -0.444  -2.0634  27.1125  26.7465
 1XI  C24   C  CH2   0  -0.331  -2.3136  26.5833  28.0572
 1XI  C26   C  CR6   0   0.068  -2.6843  25.1203  28.0284
 1XI  C27   C  CR16  0  -0.290  -3.0476  24.4925  29.2197
 1XI  C28   C  CR16  0  -0.242  -3.3850  23.1481  29.2431
 1XI  C29   C  CR16  0  -0.270  -3.3659  22.4043  28.0684
 1XI  C30   C  CR16  0  -0.237  -3.0070  23.0208  26.8791
 1XI  C31   C  CR16  0  -0.312  -2.6686  24.3699  26.8586
 1XI  S21   S  S2    0   0.013  -1.4853  29.4813  27.9507
 1XI  C20   C  CH2   0  -0.565  -0.8481  30.7474  26.8159
 1XI  O9    O  OH1   0  -0.670  -2.8181  32.2558  25.0267
 1XI  O8    O  OH1   0  -0.666  -4.6149  30.6439  23.5617
 1XI  H5    H  HCR5  0   0.282  -0.6983  30.7219  24.6740
 1XI  H6    H  HCH1  0   0.223  -3.4698  30.5117  25.9447
 1XI  H7    H  HCH1  0   0.213  -2.6150  30.6374  23.0271
 1XI  HN1   H  HNH1  0   0.404  -4.5749  27.5535  22.7846
 1XI  H3    H  HCH2  0   0.274  -1.7598  27.2037  24.2934
 1XI  H31   H  HCH2  0   0.265  -1.0991  28.5756  23.4033
 1XI  H33   H  HCH3  0   0.259  -3.5744  27.5940  19.3940
 1XI  H331  H  HCH3  0   0.259  -4.2325  26.4950  20.6180
 1XI  H332  H  HCH3  0   0.265  -5.0658  27.9981  20.2540
 1XI  H2    H  HCH1  0   0.266  -3.8678  28.4033  24.6680
 1XI  H241  H  HCH2  0   0.240  -1.4374  26.6999  28.7115
 1XI  H24   H  HCH2  0   0.240  -3.1250  27.1300  28.5586
 1XI  H27   H  HCR6  0   0.243  -3.0662  25.0649  30.1408
 1XI  H28   H  HCR6  0   0.250  -3.6646  22.6796  30.1784
 1XI  H29   H  HCR6  0   0.249  -3.6291  21.3544  28.0824
 1XI  H30   H  HCR6  0   0.248  -2.9903  22.4514  25.9582
 1XI  H311  H  HCR6  0   0.249  -2.3912  24.8427  25.9262
 1XI  H20   H  HCH2  0   0.303   0.2407  30.7342  26.8355
 1XI  H201  H  HCH2  0   0.293  -1.1879  31.7313  27.1326
 1XI  HO9   H  HOH1  0   0.462  -3.0621  32.6429  25.8718
 1XI  HO8   H  HOH1  0   0.446  -4.6538  31.6062  23.5623

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
 1XI  C33  C32   single    1.511  0.020  1.511
 1XI  C32  O34   double    1.223  0.020  1.223
 1XI  C32  N1    single    1.348  0.020  1.348
 1XI  N1   C2    single    1.447  0.020  1.447
 1XI  C2   C7    single    1.530  0.020  1.530
 1XI  C2   C3    single    1.533  0.020  1.533
 1XI  O8   C7    single    1.404  0.020  1.404
 1XI  C7   C6    single    1.530  0.020  1.530
 1XI  C3   N2    single    1.447  0.020  1.447
 1XI  C6   O9    single    1.410  0.020  1.410
 1XI  C6   C5    single    1.534  0.020  1.534
 1XI  C5   N2    single    1.451  0.020  1.451
 1XI  C5   C20   single    1.521  0.020  1.521
 1XI  N2   C22   single    1.372  0.020  1.372
 1XI  C22  N23   double    1.263  0.020  1.263
 1XI  C22  S21   single    1.778  0.020  1.778
 1XI  C20  S21   single    1.816  0.020  1.816
 1XI  N23  C24   single    1.435  0.020  1.435
 1XI  C31  C30   aromatic  1.391  0.020  1.391
 1XI  C31  C26   aromatic  1.390  0.020  1.390
 1XI  C30  C29   aromatic  1.387  0.020  1.387
 1XI  C24  C26   single    1.510  0.020  1.510
 1XI  C26  C27   aromatic  1.395  0.020  1.395
 1XI  C29  C28   aromatic  1.391  0.020  1.391
 1XI  C27  C28   aromatic  1.386  0.020  1.386
 1XI  C5   H5    single    0.970  0.020  1.090
 1XI  C6   H6    single    0.970  0.020  1.090
 1XI  C7   H7    single    0.970  0.020  1.090
 1XI  N1   HN1   single    0.860  0.020  1.020
 1XI  C3   H3    single    0.970  0.020  1.090
 1XI  C3   H31   single    0.970  0.020  1.090
 1XI  C33  H33   single    0.970  0.020  1.090
 1XI  C33  H331  single    0.970  0.020  1.090
 1XI  C33  H332  single    0.970  0.020  1.090
 1XI  C2   H2    single    0.970  0.020  1.090
 1XI  C24  H241  single    0.970  0.020  1.090
 1XI  C24  H24   single    0.970  0.020  1.090
 1XI  C27  H27   single    0.930  0.020  1.080
 1XI  C28  H28   single    0.930  0.020  1.080
 1XI  C29  H29   single    0.930  0.020  1.080
 1XI  C30  H30   single    0.930  0.020  1.080
 1XI  C31  H311  single    0.930  0.020  1.080
 1XI  C20  H20   single    0.970  0.020  1.090
 1XI  C20  H201  single    0.970  0.020  1.090
 1XI  O9   HO9   single    0.850  0.020  0.980
 1XI  O8   HO8   single    0.850  0.020  0.980

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
 1XI  H5    C5   C20   109.27  3.000
 1XI  H5    C5   N2    108.99  3.000
 1XI  C20   C5   N2    105.69  3.000
 1XI  H5    C5   C6    108.77  3.000
 1XI  C20   C5   C6    114.31  3.000
 1XI  N2    C5   C6    109.69  3.000
 1XI  H6    C6   O9    111.00  3.000
 1XI  H6    C6   C7    108.41  3.000
 1XI  O9    C6   C7    107.39  3.000
 1XI  H6    C6   C5    108.88  3.000
 1XI  O9    C6   C5    111.07  3.000
 1XI  C7    C6   C5    110.04  3.000
 1XI  H7    C7   O8    110.93  3.000
 1XI  H7    C7   C2    108.85  3.000
 1XI  O8    C7   C2    108.10  3.000
 1XI  H7    C7   C6    107.59  3.000
 1XI  O8    C7   C6    111.24  3.000
 1XI  C2    C7   C6    110.11  3.000
 1XI  HN1   N1   C2    116.34  3.000
 1XI  HN1   N1   C32   117.49  3.000
 1XI  C2    N1   C32   126.06  3.000
 1XI  C22   N2   C3    119.67  3.000
 1XI  C22   N2   C5    114.36  3.000
 1XI  C3    N2   C5    115.44  3.000
 1XI  H31   C3   H3    108.16  3.000
 1XI  H31   C3   C2    110.82  3.000
 1XI  H3    C3   C2    110.32  3.000
 1XI  H31   C3   N2    108.29  3.000
 1XI  H3    C3   N2    109.27  3.000
 1XI  C2    C3   N2    109.94  3.000
 1XI  H332  C33  H331  107.26  3.000
 1XI  H332  C33  H33   108.57  3.000
 1XI  H331  C33  H33   108.94  3.000
 1XI  H332  C33  C32   110.33  3.000
 1XI  H331  C33  C32   111.31  3.000
 1XI  H33   C33  C32   110.33  3.000
 1XI  O34   C32  C33   122.48  3.000
 1XI  O34   C32  N1    123.32  3.000
 1XI  C33   C32  N1    114.20  3.000
 1XI  H2    C2   C3    107.19  3.000
 1XI  H2    C2   N1    105.05  3.000
 1XI  C3    C2   N1    112.86  3.000
 1XI  H2    C2   C7    107.58  3.000
 1XI  C3    C2   C7    110.09  3.000
 1XI  N1    C2   C7    113.60  3.000
 1XI  S21   C22  N23   125.95  3.000
 1XI  S21   C22  N2    110.05  3.000
 1XI  N23   C22  N2    123.99  3.000
 1XI  C24   N23  C22   119.29  3.000
 1XI  H24   C24  H241  105.30  3.000
 1XI  H24   C24  C26   108.02  3.000
 1XI  H241  C24  C26   108.05  3.000
 1XI  H24   C24  N23   111.20  3.000
 1XI  H241  C24  N23   111.42  3.000
 1XI  C26   C24  N23   112.50  3.000
 1XI  C31   C26  C27   118.61  3.000
 1XI  C27   C26  C24   118.94  3.000
 1XI  C31   C26  C24   122.45  3.000
 1XI  H27   C27  C28   119.55  3.000
 1XI  H27   C27  C26   119.49  3.000
 1XI  C28   C27  C26   120.95  3.000
 1XI  H28   C28  C29   120.12  3.000
 1XI  H28   C28  C27   119.80  3.000
 1XI  C29   C28  C27   120.07  3.000
 1XI  H29   C29  C30   120.35  3.000
 1XI  H29   C29  C28   120.30  3.000
 1XI  C30   C29  C28   119.36  3.000
 1XI  H30   C30  C31   119.59  3.000
 1XI  H30   C30  C29   119.97  3.000
 1XI  C31   C30  C29   120.44  3.000
 1XI  H311  C31  C30   119.93  3.000
 1XI  H311  C31  C26   119.50  3.000
 1XI  C30   C31  C26   120.56  3.000
 1XI  C20   S21  C22    91.87  3.000
 1XI  H201  C20  H20   108.54  3.000
 1XI  H201  C20  S21   109.82  3.000
 1XI  H20   C20  S21   109.33  3.000
 1XI  H201  C20  C5    113.03  3.000
 1XI  H20   C20  C5    111.14  3.000
 1XI  S21   C20  C5    104.90  3.000
 1XI  HO9   O9   C6    109.35  3.000
 1XI  HO8   O8   C7    107.65  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
 1XI  CONST_01  C29   C30  C31  C26     0.00   0.0  0
 1XI  CONST_02  C29   C28  C27  C26     0.00   0.0  0
 1XI  CONST_03  C30   C31  C26  C27     0.00   0.0  0
 1XI  CONST_04  C30   C29  C28  C27     0.00   0.0  0
 1XI  CONST_05  C31   C30  C29  C28     0.00   0.0  0
 1XI  CONST_06  C31   C26  C27  C28     0.00   0.0  0
 1XI  CONST_09  C30   C31  C26  C24   180.00   0.0  0
 1XI  CONST_10  C28   C27  C26  C24   180.00   0.0  0
 1XI  CONST_13  H30   C30  C31  C26   180.00   0.0  0
 1XI  CONST_14  H28   C28  C27  C26   180.00   0.0  0
 1XI  CONST_15  H311  C31  C26  C27   180.00   0.0  0
 1XI  CONST_16  H29   C29  C28  C27   180.00   0.0  0
 1XI  CONST_17  H30   C30  C29  C28   180.00   0.0  0
 1XI  CONST_18  H311  C31  C30  C29   180.00   0.0  0
 1XI  CONST_19  H27   C27  C28  C29   180.00   0.0  0
 1XI  CONST_20  H28   C28  C29  C30   180.00   0.0  0
 1XI  CONST_21  H29   C29  C30  C31   180.00   0.0  0
 1XI  CONST_22  H27   C27  C26  C31   180.00   0.0  0
 1XI  CONST_23  C24   N23  C22  N2    180.00   0.0  0
 1XI  CONST_24  S21   C22  N23  C24     0.00   0.0  0
 1XI  CONST_25  C2    N1   C32  C33   180.00   0.0  0
 1XI  CONST_26  C2    N1   C32  O34     0.00   0.0  0
 1XI  CONST_27  HN1   N1   C32  C33     0.00   0.0  0
 1XI  CONST_28  HN1   N1   C32  O34   180.00   0.0  0
 1XI  Var_01    C2    C3   N2   C5    -57.77  30.0  1
 1XI  Var_02    C22   S21  C20  C5     22.76  30.0  1
 1XI  Var_03    C20   S21  C22  N2     -3.30  30.0  1
 1XI  Var_04    C22   N2   C3   C2     85.05  30.0  1
 1XI  Var_05    C20   S21  C22  N23   176.42  30.0  1
 1XI  Var_06    H3    C3   N2   C5   -178.97  30.0  1
 1XI  Var_07    H31   C3   N2   C5     63.44  30.0  1
 1XI  Var_08    H3    C3   N2   C22   -36.15  30.0  1
 1XI  Var_09    H31   C3   N2   C22  -153.74  30.0  1
 1XI  Var_10    H20   C20  S21  C22   -96.51  30.0  1
 1XI  Var_11    H201  C20  S21  C22   144.50  30.0  1
 1XI  Var_12    C26   C24  N23  C22  -176.89  30.0  3
 1XI  Var_13    C31   C26  C24  N23     4.93  30.0  2
 1XI  Var_14    C27   C26  C24  N23  -175.53  30.0  2
 1XI  Var_15    H241  C24  C26  C27    61.04  30.0  2
 1XI  Var_16    H24   C24  C26  C27   -52.41  30.0  2
 1XI  Var_17    H241  C24  C26  C31  -118.49  30.0  2
 1XI  Var_18    H24   C24  C26  C31   128.06  30.0  2
 1XI  Var_19    H241  C24  N23  C22   -55.37  30.0  3
 1XI  Var_20    H24   C24  N23  C22    61.78  30.0  3
 1XI  Var_21    H33   C33  C32  N1   -172.49  30.0  3
 1XI  Var_22    H331  C33  C32  N1    -51.41  30.0  3
 1XI  Var_23    H332  C33  C32  N1     67.55  30.0  3
 1XI  Var_24    H33   C33  C32  O34     7.94  30.0  3
 1XI  Var_25    H331  C33  C32  O34   129.01  30.0  3
 1XI  Var_26    H332  C33  C32  O34  -112.02  30.0  3

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
 1XI  chir_01  C5  C6  N2  C20  positiv
 1XI  chir_02  C6  O9  C5  C7   positiv
 1XI  chir_03  C7  O8  C6  C2   negativ
 1XI  chir_04  C2  N1  C7  C3   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
 1XI  plan-1  C24   0.020
 1XI  plan-1  C26   0.020
 1XI  plan-1  C27   0.020
 1XI  plan-1  C28   0.020
 1XI  plan-1  C29   0.020
 1XI  plan-1  C30   0.020
 1XI  plan-1  C31   0.020
 1XI  plan-1  H27   0.020
 1XI  plan-1  H28   0.020
 1XI  plan-1  H29   0.020
 1XI  plan-1  H30   0.020
 1XI  plan-1  H311  0.020
 1XI  plan-2  N1    0.020
 1XI  plan-2  C33   0.020
 1XI  plan-2  C32   0.020
 1XI  plan-2  O34   0.020
 1XI  plan-2  C2    0.020
 1XI  plan-2  HN1   0.020
 1XI  plan-3  C5    0.020
 1XI  plan-3  N2    0.020
 1XI  plan-3  C3    0.020
 1XI  plan-3  C22   0.020
 1XI  plan-3  N23   0.020
 1XI  plan-3  C24   0.020
 1XI  plan-3  S21   0.020

