# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 01:20:32 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  51  28  .  2021-08-08  2021-08-08  
;
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   6.1415   1.5628  -1.2392
 C2Q  C02   C  CR6   0   0.060   4.8951   0.7502  -1.0526
 C2Q  C03   C  CR16  0  -0.312   4.4064  -0.0183  -2.0753
 C2Q  C04   C  CR16  0  -0.313   3.2441  -0.7979  -1.9204
 C2Q  C05   C  CR6   0   0.095   2.5497  -0.8179  -0.7423
 C2Q  C06   C  CH2   0  -0.655   1.3199  -1.6728  -0.6166
 C2Q  C07   C  CR6   0   0.337   0.0115  -0.9118  -0.6043
 C2Q  C08   C  CR16  0  -0.544  -0.0271   0.3644  -1.0736
 C2Q  C09   C  CR6   0   0.605  -1.2148   1.1689  -1.1072
 C2Q  O10   O  O     0  -0.479  -1.2900   2.3233  -1.4952
 C2Q  N11   N  NR6   0  -0.559  -2.3506   0.5190  -0.6355
 C2Q  C12   C  CR6   0   0.239  -2.3398  -0.7343  -0.1300
 C2Q  S13   S  S2    0   0.129  -3.8987  -1.1931   0.5080
 C2Q  C14   C  CH2   0  -0.569  -4.6814   0.1493  -0.4394
 C2Q  C15   C  CH1   0  -0.249  -3.6077   1.2289  -0.5037
 C2Q  C16   C  C     0   0.582  -3.5612   2.0909   0.7536
 C2Q  O17   O  OH1   0  -0.580  -4.6405   2.8430   0.8372
 C2Q  O18   O  O     0  -0.407  -2.6633   2.0646   1.5489
 C2Q  C19   C  CR6   0   0.089  -1.2076  -1.4925  -0.1341
 C2Q  N20   N  NT1   1  -0.638  -1.3324  -2.8596   0.3739
 C2Q  C21   C  CH3   0  -0.566  -0.7806  -3.9369  -0.5083
 C2Q  C22   C  CH3   0  -0.558  -0.8802  -3.0046   1.7906
 C2Q  C23   C  CR66  0   0.116   3.0203  -0.0325   0.3495
 C2Q  C24   C  CR16  0  -0.327   2.3520  -0.0062   1.5962
 C2Q  C25   C  CR16  0  -0.251   2.8173   0.7498   2.6380
 C2Q  C26   C  CR16  0  -0.251   3.9793   1.5262   2.4818
 C2Q  C27   C  CR16  0  -0.326   4.6498   1.5234   1.2884
 C2Q  C28   C  CR66  0   0.084   4.1969   0.7520   0.1917
 C2Q  H013  H  HCH3  0   0.247   5.9702   2.6234  -1.0471
 C2Q  H012  H  HCH3  0   0.249   6.9372   1.2397  -0.5649
 C2Q  H011  H  HCH3  0   0.257   6.5133   1.4671  -2.2579
 C2Q  H031  H  HCR6  0   0.253   4.9210  -0.0320  -3.0284
 C2Q  H041  H  HCR6  0   0.256   2.8977  -1.3939  -2.7567
 C2Q  H061  H  HCH2  0   0.324   1.2973  -2.3619  -1.4643
 C2Q  H062  H  HCH2  0   0.274   1.4088  -2.2982   0.2743
 C2Q  H081  H  HCR6  0   0.287   0.8746   0.8379  -1.4352
 C2Q  H141  H  HCH2  0   0.344  -4.9326  -0.2112  -1.4345
 C2Q  H142  H  HCH2  0   0.340  -5.5862   0.4659   0.0723
 C2Q  H151  H  HCH1  0   0.360  -3.7720   1.8642  -1.3755
 C2Q  H1    H  HOH1  0   0.495  -4.6293   3.3738   1.6489
 C2Q  H212  H  HCH3  0   0.300   0.2897  -4.0256  -0.3737
 C2Q  H211  H  HCH3  0   0.317  -1.2541  -4.8676  -0.2115
 C2Q  H213  H  HCH3  0   0.310  -1.0258  -3.7063  -1.5395
 C2Q  H223  H  HCH3  0   0.303  -1.4005  -2.2735   2.4016
 C2Q  H222  H  HCH3  0   0.310  -1.1172  -4.0100   2.1263
 C2Q  H221  H  HCH3  0   0.293   0.1908  -2.8424   1.8508
 C2Q  H241  H  HCR6  0   0.230   1.4560  -0.5944   1.7428
 C2Q  H251  H  HCR6  0   0.261   2.2903   0.7495   3.5831
 C2Q  H261  H  HCR6  0   0.260   4.3425   2.1255   3.3063
 C2Q  H271  H  HCR6  0   0.258   5.5422   2.1259   1.1847
 C2Q  H201  H  HNT1  0   0.469  -2.3356  -3.0665   0.3845

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    1.494  0.020  1.494
 C2Q  C07  C08   double    1.360  0.020  1.360
 C2Q  C07  C19   single    1.430  0.020  1.430
 C2Q  O18  C16   double    1.200  0.020  1.200
 C2Q  N20  C19   single    1.464  0.020  1.464
 C2Q  N20  C21   single    1.498  0.020  1.498
 C2Q  C08  C09   single    1.435  0.020  1.435
 C2Q  C19  C12   double    1.363  0.020  1.363
 C2Q  C09  O10   double    1.220  0.020  1.220
 C2Q  C09  N11   single    1.391  0.020  1.391
 C2Q  C12  N11   single    1.351  0.020  1.351
 C2Q  C12  S13   single    1.746  0.020  1.746
 C2Q  C16  O17   single    1.318  0.020  1.318
 C2Q  C16  C15   single    1.525  0.020  1.525
 C2Q  N11  C15   single    1.450  0.020  1.450
 C2Q  S13  C14   single    1.820  0.020  1.820
 C2Q  C15  C14   single    1.524  0.020  1.524
 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  O17  H1    single    0.850  0.020  0.980
 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  107.64  3.000
 C2Q  H011  C01  H013  107.68  3.000
 C2Q  H012  C01  H013  107.05  3.000
 C2Q  H011  C01  C02   110.65  3.000
 C2Q  H012  C01  C02   111.63  3.000
 C2Q  H013  C01  C02   111.98  3.000
 C2Q  C28   C02  C03   118.51  3.000
 C2Q  C03   C02  C01   120.52  3.000
 C2Q  C28   C02  C01   120.97  3.000
 C2Q  H031  C03  C04   118.81  3.000
 C2Q  H031  C03  C02   119.65  3.000
 C2Q  C04   C03  C02   121.54  3.000
 C2Q  H041  C04  C05   119.63  3.000
 C2Q  H041  C04  C03   118.91  3.000
 C2Q  C05   C04  C03   121.46  3.000
 C2Q  C23   C05  C06   121.31  3.000
 C2Q  C06   C05  C04   119.72  3.000
 C2Q  C23   C05  C04   118.96  3.000
 C2Q  H062  C06  H061  105.87  3.000
 C2Q  H062  C06  C07   110.59  3.000
 C2Q  H061  C06  C07   107.79  3.000
 C2Q  H062  C06  C05   109.10  3.000
 C2Q  H061  C06  C05   108.11  3.000
 C2Q  C07   C06  C05   114.96  3.000
 C2Q  C19   C07  C08   118.05  3.000
 C2Q  C19   C07  C06   122.38  3.000
 C2Q  C08   C07  C06   119.57  3.000
 C2Q  H081  C08  C09   115.93  3.000
 C2Q  H081  C08  C07   120.18  3.000
 C2Q  C09   C08  C07   123.89  3.000
 C2Q  N11   C09  O10   119.97  3.000
 C2Q  N11   C09  C08   113.95  3.000
 C2Q  O10   C09  C08   126.08  3.000
 C2Q  C15   N11  C12   115.28  3.000
 C2Q  C15   N11  C09   120.67  3.000
 C2Q  C12   N11  C09   123.61  3.000
 C2Q  C19   C12  S13   126.64  3.000
 C2Q  S13   C12  N11   111.92  3.000
 C2Q  C19   C12  N11   121.44  3.000
 C2Q  C14   S13  C12    90.00  3.000
 C2Q  H142  C14  H141  109.57  3.000
 C2Q  H142  C14  C15   113.59  3.000
 C2Q  H141  C14  C15   111.03  3.000
 C2Q  H142  C14  S13   109.14  3.000
 C2Q  H141  C14  S13   109.33  3.000
 C2Q  C15   C14  S13   103.97  3.000
 C2Q  H151  C15  C16   109.52  3.000
 C2Q  H151  C15  C14   109.89  3.000
 C2Q  C16   C15  C14   112.77  3.000
 C2Q  H151  C15  N11   110.06  3.000
 C2Q  C14   C15  N11   105.54  3.000
 C2Q  C16   C15  N11   108.98  3.000
 C2Q  O18   C16  O17   125.68  3.000
 C2Q  O17   C16  C15   110.47  3.000
 C2Q  O18   C16  C15   123.85  3.000
 C2Q  H1    O17  C16   110.84  3.000
 C2Q  N20   C19  C12   116.60  3.000
 C2Q  C12   C19  C07   118.91  3.000
 C2Q  N20   C19  C07   124.48  3.000
 C2Q  H201  N20  C22   105.48  3.000
 C2Q  H201  N20  C21   102.81  3.000
 C2Q  C22   N20  C21   112.16  3.000
 C2Q  H201  N20  C19   106.01  3.000
 C2Q  C21   N20  C19   115.85  3.000
 C2Q  C22   N20  C19   113.19  3.000
 C2Q  H213  C21  H211  110.09  3.000
 C2Q  H213  C21  H212  111.05  3.000
 C2Q  H211  C21  H212  109.09  3.000
 C2Q  H213  C21  N20   108.89  3.000
 C2Q  H211  C21  N20   107.16  3.000
 C2Q  H212  C21  N20   110.49  3.000
 C2Q  H221  C22  H222  109.67  3.000
 C2Q  H221  C22  H223  109.95  3.000
 C2Q  H222  C22  H223  110.17  3.000
 C2Q  H221  C22  N20   109.69  3.000
 C2Q  H222  C22  N20   108.47  3.000
 C2Q  H223  C22  N20   108.86  3.000
 C2Q  C28   C23  C24   118.56  3.000
 C2Q  C28   C23  C05   119.47  3.000
 C2Q  C24   C23  C05   121.97  3.000
 C2Q  H241  C24  C25   118.61  3.000
 C2Q  H241  C24  C23   120.03  3.000
 C2Q  C25   C24  C23   121.36  3.000
 C2Q  H251  C25  C26   119.97  3.000
 C2Q  H251  C25  C24   119.94  3.000
 C2Q  C26   C25  C24   120.09  3.000
 C2Q  H261  C26  C27   120.06  3.000
 C2Q  H261  C26  C25   119.91  3.000
 C2Q  C27   C26  C25   120.03  3.000
 C2Q  H271  C27  C28   119.56  3.000
 C2Q  H271  C27  C26   119.11  3.000
 C2Q  C28   C27  C26   121.33  3.000
 C2Q  C27   C28  C23   118.63  3.000
 C2Q  C23   C28  C02   120.04  3.000
 C2Q  C27   C28  C02   121.32  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  CONST_35  H1    O17  C16  C15   180.00   0.0  0
 C2Q  Var_01    C15   C14  S13  C12   -31.12  30.0  1
 C2Q  Var_02    C19   C12  S13  C14  -162.74  30.0  1
 C2Q  Var_03    C07   C06  C05  C04  -106.93  30.0  2
 C2Q  Var_04    C08   C07  C06  C05    18.59  30.0  3
 C2Q  Var_05    C22   N20  C19  C07    80.14  30.0  3
 C2Q  Var_06    H013  C01  C02  C03   122.63  30.0  2
 C2Q  Var_07    H223  C22  N20  C19    53.28  30.0  3
 C2Q  Var_08    H212  C21  N20  C19    82.00  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
 C2Q  plan-3  H1    0.020

