# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 14:21:06 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: [(3~{R})-3-carboxy-7-[(4-methylnaphthalen-1-yl)methyl]-5-oxidanylidene-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-8-yl]-dimethyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[NH+](C)C1=C2SC[C@H](N2C(=O)C=C1Cc3ccc(C)c4ccccc34)C(O)=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
 C2Q  C2Q  '[(3~{R})-3-carboxy-7-[(4-methylnaphthalen-1-yl)methyl]-5-oxidanylidene-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-8-yl]-dimethyl-azanium'  ligand  50  28  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C2Q
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
 C2Q  C01   C  CH3    0  -0.751   6.1048   1.5958  -1.2187
 C2Q  C02   C  CR6    0   0.060   4.8658   0.7695  -1.0430
 C2Q  C03   C  CR16   0  -0.312   4.3868   0.0060  -2.0740
 C2Q  C04   C  CR16   0  -0.314   3.2313  -0.7856  -1.9297
 C2Q  C05   C  CR6    0   0.097   2.5328  -0.8226  -0.7543
 C2Q  C06   C  CH2    0  -0.654   1.3075  -1.6859  -0.6414
 C2Q  C07   C  CR6    0   0.336  -0.0045  -0.9296  -0.6290
 C2Q  C08   C  CR16   0  -0.553  -0.0498   0.3471  -1.0994
 C2Q  C09   C  CR6    0   0.598  -1.2416   1.1461  -1.1373
 C2Q  O10   O  O      0  -0.496  -1.3097   2.2936  -1.5542
 C2Q  N11   N  N      0  -0.539  -2.3737   0.5024  -0.6598
 C2Q  C12   C  CR56   0   0.238  -2.3543  -0.7458  -0.1584
 C2Q  S13   S  S2     0   0.095  -3.9140  -1.2209   0.4694
 C2Q  C14   C  CH2    0  -0.563  -4.6965   0.1595  -0.4297
 C2Q  C15   C  CR15   0  -0.258  -3.6186   1.2286  -0.4444
 C2Q  C16   C  C      0   0.449  -3.5645   2.0351   0.8903
 C2Q  O17   O  OC    -1  -0.594  -4.6190   2.6355   1.1534
 C2Q  O18   O  O      0  -0.567  -2.5064   1.9922   1.5291
 C2Q  C19   C  CR6    0   0.076  -1.2209  -1.5087  -0.1618
 C2Q  N20   N  NT1    1  -0.635  -1.3508  -2.8781   0.3399
 C2Q  C21   C  CH3    0  -0.564  -0.8071  -3.9520  -0.5493
 C2Q  C22   C  CH3    0  -0.557  -0.8960  -3.0335   1.7538
 C2Q  C23   C  CR66   0   0.115   2.9938  -0.0432   0.3459
 C2Q  C24   C  CR16   0  -0.326   2.3212  -0.0341   1.5904
 C2Q  C25   C  CR16   0  -0.251   2.7768   0.7152   2.6412
 C2Q  C26   C  CR16   0  -0.252   3.9325   1.5027   2.4963
 C2Q  C27   C  CR16   0  -0.326   4.6069   1.5174   1.3050
 C2Q  C28   C  CR66   0   0.084   4.1642   0.7528   0.1994
 C2Q  H013  H  HCH3   0   0.247   5.9229   2.6526  -1.0155
 C2Q  H012  H  HCH3   0   0.248   6.9025   1.2736  -0.5464
 C2Q  H011  H  HCH3   0   0.257   6.4795   1.5148  -2.2377
 C2Q  H031  H  HCR6   0   0.252   4.9042   0.0059  -3.0257
 C2Q  H041  H  HCR6   0   0.255   2.8921  -1.3759  -2.7730
 C2Q  H061  H  HCH2   0   0.319   1.2949  -2.3694  -1.4938
 C2Q  H062  H  HCH2   0   0.270   1.3962  -2.3175   0.2454
 C2Q  H081  H  HCR6   0   0.277   0.8504   0.8229  -1.4621
 C2Q  H141  H  HCH2   0   0.319  -4.9708  -0.1809  -1.4268
 C2Q  H142  H  HCH2   0   0.318  -5.5841   0.4781   0.1090
 C2Q  H151  H  HCR5   0   0.310  -3.7849   1.9108  -1.2783
 C2Q  H212  H  HCH3   0   0.298   0.2656  -4.0355  -0.4298
 C2Q  H211  H  HCH3   0   0.314  -1.2719  -4.8861  -0.2492
 C2Q  H213  H  HCH3   0   0.308  -1.0657  -3.7203  -1.5770
 C2Q  H223  H  HCH3   0   0.301  -1.4136  -2.3046   2.3698
 C2Q  H222  H  HCH3   0   0.307  -1.1336  -4.0403   2.0855
 C2Q  H221  H  HCH3   0   0.291   0.1753  -2.8730   1.8121
 C2Q  H241  H  HCR6   0   0.230   1.4290  -0.6304   1.7269
 C2Q  H251  H  HCR6   0   0.261   2.2461   0.7017   3.5841
 C2Q  H261  H  HCR6   0   0.260   4.2882   2.0973   3.3275
 C2Q  H271  H  HCR6   0   0.257   5.4942   2.1290   1.2103
 C2Q  H201  H  HNT1   0   0.466  -2.3555  -3.0773   0.3527

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
 C2Q  C26  C25   aromatic  1.406  0.020  1.406
 C2Q  C26  C27   aromatic  1.369  0.020  1.369
 C2Q  C25  C24   aromatic  1.369  0.020  1.369
 C2Q  C27  C28   aromatic  1.415  0.020  1.415
 C2Q  C24  C23   aromatic  1.415  0.020  1.415
 C2Q  C28  C23   aromatic  1.423  0.020  1.423
 C2Q  C28  C02   aromatic  1.427  0.020  1.427
 C2Q  C23  C05   aromatic  1.425  0.020  1.425
 C2Q  C01  C02   single    1.500  0.020  1.500
 C2Q  C02  C03   aromatic  1.369  0.020  1.369
 C2Q  C05  C06   single    1.503  0.020  1.503
 C2Q  C05  C04   aromatic  1.368  0.020  1.368
 C2Q  C03  C04   aromatic  1.408  0.020  1.408
 C2Q  C06  C07   single    1.514  0.020  1.514
 C2Q  C22  N20   single    1.493  0.020  1.493
 C2Q  C07  C08   double    1.361  0.020  1.361
 C2Q  C07  C19   single    1.426  0.020  1.426
 C2Q  O18  C16   deloc     1.237  0.020  1.237
 C2Q  N20  C19   single    1.464  0.020  1.464
 C2Q  N20  C21   single    1.497  0.020  1.497
 C2Q  C08  C09   single    1.435  0.020  1.435
 C2Q  C19  C12   double    1.366  0.020  1.366
 C2Q  C09  O10   double    1.223  0.020  1.223
 C2Q  C09  N11   single    1.387  0.020  1.387
 C2Q  C12  N11   single    1.345  0.020  1.345
 C2Q  C12  S13   single    1.747  0.020  1.747
 C2Q  C16  O17   deloc     1.242  0.020  1.242
 C2Q  C16  C15   single    1.560  0.020  1.560
 C2Q  N11  C15   single    1.457  0.020  1.457
 C2Q  S13  C14   single    1.824  0.020  1.824
 C2Q  C15  C14   single    1.518  0.020  1.518
 C2Q  C01  H013  single    0.970  0.020  1.090
 C2Q  C01  H012  single    0.970  0.020  1.090
 C2Q  C01  H011  single    0.970  0.020  1.090
 C2Q  C03  H031  single    0.930  0.020  1.080
 C2Q  C04  H041  single    0.930  0.020  1.080
 C2Q  C06  H061  single    0.970  0.020  1.090
 C2Q  C06  H062  single    0.970  0.020  1.090
 C2Q  C08  H081  single    0.930  0.020  1.080
 C2Q  C14  H141  single    0.970  0.020  1.090
 C2Q  C14  H142  single    0.970  0.020  1.090
 C2Q  C15  H151  single    0.970  0.020  1.090
 C2Q  C21  H212  single    0.970  0.020  1.090
 C2Q  C21  H211  single    0.970  0.020  1.090
 C2Q  C21  H213  single    0.970  0.020  1.090
 C2Q  C22  H223  single    0.970  0.020  1.090
 C2Q  C22  H222  single    0.970  0.020  1.090
 C2Q  C22  H221  single    0.970  0.020  1.090
 C2Q  C24  H241  single    0.930  0.020  1.080
 C2Q  C25  H251  single    0.930  0.020  1.080
 C2Q  C26  H261  single    0.930  0.020  1.080
 C2Q  C27  H271  single    0.930  0.020  1.080
 C2Q  N20  H201  single    0.890  0.020  1.040

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
 C2Q  H011  C01  H012  107.63  3.000
 C2Q  H011  C01  H013  107.67  3.000
 C2Q  H012  C01  H013  107.03  3.000
 C2Q  H011  C01  C02   110.67  3.000
 C2Q  H012  C01  C02   111.65  3.000
 C2Q  H013  C01  C02   111.96  3.000
 C2Q  C28   C02  C03   118.49  3.000
 C2Q  C03   C02  C01   120.53  3.000
 C2Q  C28   C02  C01   120.98  3.000
 C2Q  H031  C03  C04   118.81  3.000
 C2Q  H031  C03  C02   119.64  3.000
 C2Q  C04   C03  C02   121.55  3.000
 C2Q  H041  C04  C05   119.61  3.000
 C2Q  H041  C04  C03   118.90  3.000
 C2Q  C05   C04  C03   121.49  3.000
 C2Q  C23   C05  C06   121.32  3.000
 C2Q  C06   C05  C04   119.76  3.000
 C2Q  C23   C05  C04   118.91  3.000
 C2Q  H062  C06  H061  105.82  3.000
 C2Q  H062  C06  C07   110.64  3.000
 C2Q  H061  C06  C07   107.99  3.000
 C2Q  H062  C06  C05   109.08  3.000
 C2Q  H061  C06  C05   108.06  3.000
 C2Q  C07   C06  C05   114.83  3.000
 C2Q  C19   C07  C08   117.76  3.000
 C2Q  C19   C07  C06   122.61  3.000
 C2Q  C08   C07  C06   119.63  3.000
 C2Q  H081  C08  C09   115.95  3.000
 C2Q  H081  C08  C07   120.07  3.000
 C2Q  C09   C08  C07   123.97  3.000
 C2Q  N11   C09  O10   120.49  3.000
 C2Q  N11   C09  C08   114.22  3.000
 C2Q  O10   C09  C08   125.29  3.000
 C2Q  C15   N11  C12   114.81  3.000
 C2Q  C15   N11  C09   121.12  3.000
 C2Q  C12   N11  C09   123.17  3.000
 C2Q  C19   C12  S13   126.13  3.000
 C2Q  S13   C12  N11   111.92  3.000
 C2Q  C19   C12  N11   121.95  3.000
 C2Q  C14   S13  C12    90.00  3.000
 C2Q  H142  C14  H141  109.88  3.000
 C2Q  H142  C14  C15   112.24  3.000
 C2Q  H141  C14  C15   112.97  3.000
 C2Q  H142  C14  S13   109.15  3.000
 C2Q  H141  C14  S13   108.84  3.000
 C2Q  C15   C14  S13   103.48  3.000
 C2Q  H151  C15  C16   109.65  3.000
 C2Q  H151  C15  C14   109.86  3.000
 C2Q  C16   C15  C14   112.35  3.000
 C2Q  H151  C15  N11   109.21  3.000
 C2Q  C14   C15  N11   104.89  3.000
 C2Q  C16   C15  N11   110.76  3.000
 C2Q  O18   C16  O17   129.33  3.000
 C2Q  O17   C16  C15   113.69  3.000
 C2Q  O18   C16  C15   116.98  3.000
 C2Q  N20   C19  C12   116.61  3.000
 C2Q  C12   C19  C07   118.80  3.000
 C2Q  N20   C19  C07   124.59  3.000
 C2Q  H201  N20  C22   105.47  3.000
 C2Q  H201  N20  C21   102.95  3.000
 C2Q  C22   N20  C21   112.16  3.000
 C2Q  H201  N20  C19   105.85  3.000
 C2Q  C21   N20  C19   115.81  3.000
 C2Q  C22   N20  C19   113.25  3.000
 C2Q  H213  C21  H211  110.10  3.000
 C2Q  H213  C21  H212  110.93  3.000
 C2Q  H211  C21  H212  109.11  3.000
 C2Q  H213  C21  N20   108.84  3.000
 C2Q  H211  C21  N20   107.31  3.000
 C2Q  H212  C21  N20   110.47  3.000
 C2Q  H221  C22  H222  109.67  3.000
 C2Q  H221  C22  H223  109.93  3.000
 C2Q  H222  C22  H223  110.16  3.000
 C2Q  H221  C22  N20   109.65  3.000
 C2Q  H222  C22  N20   108.60  3.000
 C2Q  H223  C22  N20   108.79  3.000
 C2Q  C28   C23  C24   118.56  3.000
 C2Q  C28   C23  C05   119.51  3.000
 C2Q  C24   C23  C05   121.93  3.000
 C2Q  H241  C24  C25   118.65  3.000
 C2Q  H241  C24  C23   119.98  3.000
 C2Q  C25   C24  C23   121.37  3.000
 C2Q  H251  C25  C26   120.00  3.000
 C2Q  H251  C25  C24   119.93  3.000
 C2Q  C26   C25  C24   120.08  3.000
 C2Q  H261  C26  C27   120.04  3.000
 C2Q  H261  C26  C25   119.92  3.000
 C2Q  C27   C26  C25   120.04  3.000
 C2Q  H271  C27  C28   119.58  3.000
 C2Q  H271  C27  C26   119.10  3.000
 C2Q  C28   C27  C26   121.32  3.000
 C2Q  C27   C28  C23   118.63  3.000
 C2Q  C23   C28  C02   120.04  3.000
 C2Q  C27   C28  C02   121.33  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
 C2Q  CONST_01  C26   C27  C28  C02   180.00   0.0  0
 C2Q  CONST_02  C24   C23  C28  C02   180.00   0.0  0
 C2Q  CONST_03  C05   C23  C28  C02     0.00   0.0  0
 C2Q  CONST_04  C05   C04  C03  C02     0.00   0.0  0
 C2Q  CONST_05  C27   C28  C02  C03   180.00   0.0  0
 C2Q  CONST_06  C23   C28  C02  C03     0.00   0.0  0
 C2Q  CONST_07  C23   C05  C04  C03     0.00   0.0  0
 C2Q  CONST_08  C24   C23  C05  C04   180.00   0.0  0
 C2Q  CONST_09  C28   C23  C05  C04     0.00   0.0  0
 C2Q  CONST_10  C28   C02  C03  C04     0.00   0.0  0
 C2Q  CONST_11  C25   C24  C23  C05   180.00   0.0  0
 C2Q  CONST_12  C27   C28  C23  C05   180.00   0.0  0
 C2Q  CONST_13  C26   C25  C24  C23     0.00   0.0  0
 C2Q  CONST_14  C26   C27  C28  C23     0.00   0.0  0
 C2Q  CONST_15  C27   C26  C25  C24     0.00   0.0  0
 C2Q  CONST_16  C27   C28  C23  C24     0.00   0.0  0
 C2Q  CONST_17  C28   C27  C26  C25     0.00   0.0  0
 C2Q  CONST_18  C28   C23  C24  C25     0.00   0.0  0
 C2Q  CONST_19  C12   N11  C09  C08     0.00   0.0  0
 C2Q  CONST_20  C15   N11  C09  C08   180.00   0.0  0
 C2Q  CONST_21  C27   C28  C02  C01     0.00   0.0  0
 C2Q  CONST_22  C23   C28  C02  C01   180.00   0.0  0
 C2Q  CONST_23  C04   C03  C02  C01   180.00   0.0  0
 C2Q  CONST_24  C06   C05  C04  C03   180.00   0.0  0
 C2Q  CONST_25  C24   C23  C05  C06     0.00   0.0  0
 C2Q  CONST_26  C28   C23  C05  C06   180.00   0.0  0
 C2Q  CONST_27  C12   N11  C09  O10   180.00   0.0  0
 C2Q  CONST_28  C15   N11  C09  O10     0.00   0.0  0
 C2Q  CONST_29  H271  C27  C28  C02     0.00   0.0  0
 C2Q  CONST_30  H041  C04  C03  C02   180.00   0.0  0
 C2Q  CONST_31  H241  C24  C23  C05     0.00   0.0  0
 C2Q  CONST_32  H031  C03  C04  C05   180.00   0.0  0
 C2Q  CONST_33  H251  C25  C24  C23   180.00   0.0  0
 C2Q  CONST_34  H261  C26  C25  C24   180.00   0.0  0
 C2Q  Var_01    C15   C14  S13  C12   -31.54  30.0  1
 C2Q  Var_02    C19   C12  S13  C14  -164.24  30.0  1
 C2Q  Var_03    C07   C06  C05  C04  -106.78  30.0  2
 C2Q  Var_04    C08   C07  C06  C05    19.18  30.0  3
 C2Q  Var_05    C22   N20  C19  C07    80.00  30.0  2
 C2Q  Var_06    H013  C01  C02  C03   122.71  30.0  2
 C2Q  Var_07    H223  C22  N20  C19    53.41  30.0  3
 C2Q  Var_08    H212  C21  N20  C19    81.12  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
 C2Q  chir_01  C15  C16  N11  C14  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
 C2Q  plan-1  C01   0.020
 C2Q  plan-1  C02   0.020
 C2Q  plan-1  C03   0.020
 C2Q  plan-1  C04   0.020
 C2Q  plan-1  C05   0.020
 C2Q  plan-1  C06   0.020
 C2Q  plan-1  C23   0.020
 C2Q  plan-1  C24   0.020
 C2Q  plan-1  C25   0.020
 C2Q  plan-1  C26   0.020
 C2Q  plan-1  C27   0.020
 C2Q  plan-1  C28   0.020
 C2Q  plan-1  H031  0.020
 C2Q  plan-1  H041  0.020
 C2Q  plan-1  H241  0.020
 C2Q  plan-1  H251  0.020
 C2Q  plan-1  H261  0.020
 C2Q  plan-1  H271  0.020
 C2Q  plan-2  C06   0.020
 C2Q  plan-2  C07   0.020
 C2Q  plan-2  C08   0.020
 C2Q  plan-2  C09   0.020
 C2Q  plan-2  O10   0.020
 C2Q  plan-2  N11   0.020
 C2Q  plan-2  C12   0.020
 C2Q  plan-2  S13   0.020
 C2Q  plan-2  C15   0.020
 C2Q  plan-2  C19   0.020
 C2Q  plan-2  N20   0.020
 C2Q  plan-2  H081  0.020
 C2Q  plan-3  C15   0.020
 C2Q  plan-3  C16   0.020
 C2Q  plan-3  O17   0.020
 C2Q  plan-3  O18   0.020

