# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 20:33:12 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 2-[(carboxycarbonyl)amino]-4,7-dihydro-5H-thieno[2,3-c]thiopyran-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=O)Nc1sc2CSCCc2c1C(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
 COL  COL  '2-[(carboxycarbonyl)amino]-4,7-dihydro-5H-thieno[2,3-c]thiopyran-3-carboxylic acid'  ligand  25  18  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_COL
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
 COL  S1    S  S2     0  -0.025   1.1564  -0.4669  -4.3647
 COL  C2    C  CH2    0  -0.618   1.9183   0.1787  -2.8544
 COL  C3    C  CR5    0  -0.271   0.9732   0.1100  -1.6985
 COL  C4    C  CR5    0   0.197  -0.3876   0.0479  -1.7081
 COL  C5    C  CH2    0  -0.452  -1.1902   0.0475  -2.9798
 COL  C6    C  CH2    0  -0.585  -0.3902   0.4632  -4.2030
 COL  S13   S  S2     0   0.211   1.6216   0.1290  -0.0917
 COL  C14   C  CR5    0   0.073   0.0355   0.0439   0.5811
 COL  C15   C  CR5    0  -0.171  -0.9471  -0.0078  -0.3810
 COL  C16   C  C      0   0.426  -2.4080  -0.1321  -0.0278
 COL  O17   O  OC    -1  -0.610  -2.7014  -0.0882   1.1954
 COL  O18   O  O      0  -0.569  -3.2203  -0.2822  -0.9552
 COL  N19   N  NH1    0  -0.687  -0.1833   0.0254   1.9353
 COL  C20   C  C      0   0.348   0.7743   0.0613   2.8826
 COL  C21   C  C      0   0.335   0.2315   0.0341   4.3379
 COL  O22   O  OC    -1  -0.575   1.0982   0.0529   5.2190
 COL  O23   O  O      0  -0.578  -1.0051  -0.0058   4.4509
 COL  O24   O  O      0  -0.475   1.9642   0.1103   2.6096
 COL  H21   H  HCH2   0   0.281   2.2577   1.2028  -3.0332
 COL  H22A  H  HCH2   0   0.286   2.8098  -0.4245  -2.6717
 COL  H51   H  HCH2   0   0.249  -2.0347   0.7293  -2.8776
 COL  H52   H  HCH2   0   0.239  -1.6234  -0.9420  -3.1430
 COL  H61   H  HCH2   0   0.266  -0.1492   1.5282  -4.1713
 COL  H62   H  HCH2   0   0.284  -0.9658   0.2854  -5.1114
 COL  H19   H  HNH1   0   0.419  -1.1813  -0.0136   2.1717

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
 COL  S1   C2    single    1.811  0.020  1.811
 COL  S1   C6    single    1.812  0.020  1.812
 COL  C2   C3    single    1.495  0.020  1.495
 COL  C2   H21   single    0.970  0.020  1.090
 COL  C2   H22A  single    0.970  0.020  1.090
 COL  C3   C4    aromatic  1.362  0.020  1.362
 COL  C3   S13   aromatic  1.733  0.020  1.733
 COL  C4   C5    single    1.504  0.020  1.504
 COL  C4   C15   aromatic  1.441  0.020  1.441
 COL  C5   C6    single    1.520  0.020  1.520
 COL  C5   H51   single    0.970  0.020  1.090
 COL  C5   H52   single    0.970  0.020  1.090
 COL  C6   H61   single    0.970  0.020  1.090
 COL  C6   H62   single    0.970  0.020  1.090
 COL  S13  C14   aromatic  1.725  0.020  1.725
 COL  C14  C15   aromatic  1.376  0.020  1.376
 COL  C14  N19   single    1.372  0.020  1.372
 COL  C15  C16   single    1.508  0.020  1.508
 COL  C16  O17   deloc     1.259  0.020  1.259
 COL  C16  O18   deloc     1.242  0.020  1.242
 COL  N19  C20   single    1.347  0.020  1.347
 COL  N19  H19   single    0.860  0.020  1.020
 COL  C20  C21   single    1.553  0.020  1.553
 COL  C20  O24   double    1.222  0.020  1.222
 COL  C21  O22   deloc     1.236  0.020  1.236
 COL  C21  O23   deloc     1.242  0.020  1.242

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
 COL  C6    S1   C2    95.84  3.000
 COL  H22A  C2   H21  106.94  3.000
 COL  H22A  C2   C3   111.19  3.000
 COL  H21   C2   C3   111.45  3.000
 COL  H22A  C2   S1   106.63  3.000
 COL  H21   C2   S1   109.16  3.000
 COL  C3    C2   S1   111.26  3.000
 COL  S13   C3   C4   112.39  3.000
 COL  S13   C3   C2   118.68  3.000
 COL  C4    C3   C2   128.92  3.000
 COL  C15   C4   C5   124.85  3.000
 COL  C15   C4   C3   112.52  3.000
 COL  C5    C4   C3   122.63  3.000
 COL  H52   C5   H51  105.86  3.000
 COL  H52   C5   C6   109.65  3.000
 COL  H51   C5   C6   108.19  3.000
 COL  H52   C5   C4   109.77  3.000
 COL  H51   C5   C4   109.51  3.000
 COL  C6    C5   C4   113.56  3.000
 COL  H62   C6   H61  107.44  3.000
 COL  H62   C6   C5   110.38  3.000
 COL  H61   C6   C5   111.07  3.000
 COL  H62   C6   S1   107.02  3.000
 COL  H61   C6   S1   108.34  3.000
 COL  C5    C6   S1   112.38  3.000
 COL  C14   S13  C3    90.98  3.000
 COL  N19   C14  C15  125.15  3.000
 COL  N19   C14  S13  122.16  3.000
 COL  C15   C14  S13  112.68  3.000
 COL  C16   C15  C14  122.07  3.000
 COL  C16   C15  C4   126.50  3.000
 COL  C14   C15  C4   111.42  3.000
 COL  O18   C16  O17  125.27  3.000
 COL  O18   C16  C15  117.95  3.000
 COL  O17   C16  C15  116.78  3.000
 COL  H19   N19  C20  122.02  3.000
 COL  H19   N19  C14  112.52  3.000
 COL  C20   N19  C14  125.46  3.000
 COL  O24   C20  C21  123.39  3.000
 COL  O24   C20  N19  122.42  3.000
 COL  C21   C20  N19  114.19  3.000
 COL  O23   C21  O22  129.31  3.000
 COL  O23   C21  C20  115.70  3.000
 COL  O22   C21  C20  114.99  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
 COL  CONST_01  C14  C15  C4   C3      0.00   0.0  0
 COL  CONST_02  C15  C14  S13  C3      0.00   0.0  0
 COL  CONST_03  C14  S13  C3   C4      0.00   0.0  0
 COL  CONST_04  S13  C14  C15  C4      0.00   0.0  0
 COL  CONST_05  C15  C4   C3   S13     0.00   0.0  0
 COL  CONST_06  C16  C15  C4   C3    180.00   0.0  0
 COL  CONST_07  N19  C14  S13  C3    180.00   0.0  0
 COL  CONST_08  N19  C14  C15  C4    180.00   0.0  0
 COL  CONST_09  C16  C15  C4   C5      0.00   0.0  0
 COL  CONST_10  C16  C15  C14  S13   180.00   0.0  0
 COL  CONST_11  C20  N19  C14  S13     0.00   0.0  0
 COL  CONST_12  C20  N19  C14  C15   180.00   0.0  0
 COL  CONST_13  H19  N19  C14  S13   180.00   0.0  0
 COL  CONST_14  C21  C20  N19  C14   180.00   0.0  0
 COL  CONST_15  O24  C20  N19  C14     0.00   0.0  0
 COL  Var_01    C4   C3   C2   S1    -22.41  30.0  1
 COL  Var_02    C4   C5   C6   S1     51.11  30.0  1
 COL  Var_03    C5   C6   S1   C2    -64.84  30.0  1
 COL  Var_04    C6   C5   C4   C3    -14.28  30.0  1
 COL  Var_05    O17  C16  C15  C4   -176.10  30.0  2
 COL  Var_06    O22  C21  C20  N19   179.30  30.0  2

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
 COL  plan-1  C14  0.020
 COL  plan-1  N19  0.020
 COL  plan-1  C20  0.020
 COL  plan-1  C21  0.020
 COL  plan-1  O24  0.020
 COL  plan-1  H19  0.020
 COL  plan-2  C2   0.020
 COL  plan-2  C3   0.020
 COL  plan-2  C4   0.020
 COL  plan-2  C5   0.020
 COL  plan-2  S13  0.020
 COL  plan-2  C14  0.020
 COL  plan-2  C15  0.020
 COL  plan-2  C16  0.020
 COL  plan-2  N19  0.020
 COL  plan-3  C15  0.020
 COL  plan-3  C16  0.020
 COL  plan-3  O17  0.020
 COL  plan-3  O18  0.020
 COL  plan-4  C20  0.020
 COL  plan-4  C21  0.020
 COL  plan-4  O22  0.020
 COL  plan-4  O23  0.020

