# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 11:19:24 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: [(4~{S})-4,5,6,7,8,9-hexahydro-1~{H}-cycloocta[d][1,2,3]triazol-4-yl] hydrogen carbonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)O[C@H]1CCCCCc2[nH]nnc12
#
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
 DB5  DB5  '[(4~{S})-4,5,6,7,8,9-hexahydro-1~{H}-cycloocta[d][1,2,3]triazol-4-yl] hydrogen carbonate'  ligand  27  15  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DB5
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
 DB5  N03  N  NR15   0  -0.474   1.5325   2.0941   0.4065
 DB5  N02  N  N      0  -0.112   0.7994   2.6292  -0.5515
 DB5  N01  N  N      0  -0.325  -0.0485   1.7318  -0.9319
 DB5  OH   O  O      0  -0.617  -2.4901   0.2756   1.1841
 DB5  OT   O  O2     0  -0.529  -1.9174  -0.4617  -0.8646
 DB5  CI   C  CH1    0   0.022  -0.6061  -0.6680  -0.3968
 DB5  CP   C  CR5    0   0.093   0.1321   0.6136  -0.2014
 DB5  CS   C  CR5    0   0.335   1.1649   0.8297   0.6776
 DB5  CK   C  CH2    0  -0.536   1.7971  -0.0572   1.6892
 DB5  CV   C  CH2    0  -0.429   2.7021  -1.1474   1.1039
 DB5  CM   C  CH2    0  -0.452   2.0185  -2.2021   0.2289
 DB5  CL   C  CH2    0  -0.458   1.5998  -1.7387  -1.1802
 DB5  CN   C  CH2    0  -0.451   0.1002  -1.5640  -1.4149
 DB5  H1   H  HNR5   0   0.425   2.2590   2.6400   0.8469
 DB5  H3   H  HCH1   0   0.215  -0.6206  -1.1895   0.5679
 DB5  H4   H  HCH2   0   0.267   2.3775   0.5479   2.3890
 DB5  H5   H  HCH2   0   0.256   1.0059  -0.5290   2.2795
 DB5  H6   H  HCH2   0   0.227   3.5146  -0.6818   0.5390
 DB5  H7   H  HCH2   0   0.238   3.1727  -1.6556   1.9491
 DB5  H8   H  HCH2   0   0.240   2.7233  -3.0296   0.1266
 DB5  H9   H  HCH2   0   0.224   1.1601  -2.6207   0.7653
 DB5  H10  H  HCH2   0   0.226   2.1196  -0.8102  -1.4314
 DB5  H11  H  HCH2   0   0.240   1.9505  -2.4691  -1.9126
 DB5  H12  H  HCH2   0   0.229  -0.3873  -2.5437  -1.4022
 DB5  H13  H  HCH2   0   0.226  -0.0499  -1.1514  -2.4173
 DB5  OXT  O  OC    -1  -0.625  -3.9487   0.2653  -0.5155
 DB5  CH   C  C      0   0.546  -2.8514   0.0733   0.0200

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
 DB5  CV   CM   single    1.531  0.020  1.531
 DB5  CV   CK   single    1.533  0.020  1.533
 DB5  CM   CL   single    1.541  0.020  1.541
 DB5  CK   CS   single    1.487  0.020  1.487
 DB5  CL   CN   single    1.528  0.020  1.528
 DB5  CS   N03  aromatic  1.344  0.020  1.344
 DB5  CS   CP   aromatic  1.373  0.020  1.373
 DB5  N03  N02  aromatic  1.320  0.020  1.320
 DB5  CN   CI   single    1.529  0.020  1.529
 DB5  OT   CI   single    1.407  0.020  1.407
 DB5  OT   CH   deloc     1.393  0.020  1.393
 DB5  CP   CI   single    1.492  0.020  1.492
 DB5  CP   N01  aromatic  1.348  0.020  1.348
 DB5  N02  N01  aromatic  1.292  0.020  1.292
 DB5  OH   CH   deloc     1.236  0.020  1.236
 DB5  N03  H1   single    0.860  0.020  1.020
 DB5  CI   H3   single    0.970  0.020  1.090
 DB5  CK   H4   single    0.970  0.020  1.090
 DB5  CK   H5   single    0.970  0.020  1.090
 DB5  CV   H6   single    0.970  0.020  1.090
 DB5  CV   H7   single    0.970  0.020  1.090
 DB5  CM   H8   single    0.970  0.020  1.090
 DB5  CM   H9   single    0.970  0.020  1.090
 DB5  CL   H10  single    0.970  0.020  1.090
 DB5  CL   H11  single    0.970  0.020  1.090
 DB5  CN   H12  single    0.970  0.020  1.090
 DB5  CN   H13  single    0.970  0.020  1.090
 DB5  CH   OXT  deloc     1.236  0.020  1.236

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
 DB5  H1   N03  CS   128.11  3.000
 DB5  H1   N03  N02  119.80  3.000
 DB5  CS   N03  N02  112.08  3.000
 DB5  N01  N02  N03  107.26  3.000
 DB5  CP   N01  N02  109.19  3.000
 DB5  CI   OT   CH   118.02  3.000
 DB5  H3   CI   CN   108.25  3.000
 DB5  H3   CI   CP   107.44  3.000
 DB5  CN   CI   CP   111.23  3.000
 DB5  H3   CI   OT   110.47  3.000
 DB5  CP   CI   OT   112.25  3.000
 DB5  CN   CI   OT   107.15  3.000
 DB5  CS   CP   CI   126.24  3.000
 DB5  CI   CP   N01  125.13  3.000
 DB5  CS   CP   N01  108.49  3.000
 DB5  CK   CS   CP   131.42  3.000
 DB5  CP   CS   N03  102.98  3.000
 DB5  CK   CS   N03  125.60  3.000
 DB5  H5   CK   H4   106.12  3.000
 DB5  H5   CK   CV   109.04  3.000
 DB5  H4   CK   CV   108.97  3.000
 DB5  H5   CK   CS   108.47  3.000
 DB5  H4   CK   CS   109.36  3.000
 DB5  CV   CK   CS   114.55  3.000
 DB5  H7   CV   H6   106.11  3.000
 DB5  H7   CV   CM   108.30  3.000
 DB5  H6   CV   CM   109.25  3.000
 DB5  H7   CV   CK   106.84  3.000
 DB5  H6   CV   CK   109.45  3.000
 DB5  CM   CV   CK   116.39  3.000
 DB5  H9   CM   H8   105.20  3.000
 DB5  H9   CM   CL   110.47  3.000
 DB5  H8   CM   CL   108.51  3.000
 DB5  H9   CM   CV   109.46  3.000
 DB5  H8   CM   CV   106.70  3.000
 DB5  CL   CM   CV   115.89  3.000
 DB5  H11  CL   H10  105.14  3.000
 DB5  H11  CL   CN   106.78  3.000
 DB5  H10  CL   CN   109.53  3.000
 DB5  H11  CL   CM   108.95  3.000
 DB5  H10  CL   CM   109.64  3.000
 DB5  CN   CL   CM   116.20  3.000
 DB5  H13  CN   H12  106.68  3.000
 DB5  H13  CN   CL   108.57  3.000
 DB5  H12  CN   CL   109.45  3.000
 DB5  H13  CN   CI   109.00  3.000
 DB5  H12  CN   CI   108.13  3.000
 DB5  CL   CN   CI   114.72  3.000
 DB5  OXT  CH   OT   112.32  3.000
 DB5  OXT  CH   OH   129.96  3.000
 DB5  OT   CH   OH   117.72  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
 DB5  CONST_01  CP   N01  N02  N03    0.00  0.0  0
 DB5  CONST_02  CS   N03  N02  N01    0.00  0.0  0
 DB5  CONST_03  H1   N03  N02  N01  180.00  0.0  0
 DB5  CONST_04  CI   OT   CH   OH     0.00  0.0  0
 DB5  CONST_05  OXT  CH   OT   CI   180.00  0.0  0

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
 DB5  chir_01  CI  CN  OT  CP  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
 DB5  plan-1  OH   0.020
 DB5  plan-1  OT   0.020
 DB5  plan-1  CI   0.020
 DB5  plan-1  OXT  0.020
 DB5  plan-1  CH   0.020
 DB5  plan-2  N03  0.020
 DB5  plan-2  N02  0.020
 DB5  plan-2  N01  0.020
 DB5  plan-2  CI   0.020
 DB5  plan-2  CP   0.020
 DB5  plan-2  CS   0.020
 DB5  plan-2  CK   0.020
 DB5  plan-2  H1   0.020

