# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 06:21:21 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 1H,3H-naphtho[1,8-cd]pyran-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1OCc2cccc3cccc1c23
#
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
 9CG  9CG  1H,3H-naphtho[1,8-cd]pyran-1-one  ligand  22  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9CG
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
 9CG  C10  C  CR16  0  -0.308   1.4406   2.1632   0.0194
 9CG  C11  C  CR16  0  -0.250   0.2100   2.7663   0.0274
 9CG  C02  C  CR6   0   0.556  -2.1125  -0.1849  -0.1779
 9CG  C04  C  C     0  -0.201  -0.8187  -2.1910   0.2392
 9CG  C05  C  CR66  0  -0.049   0.4518  -1.4255   0.0593
 9CG  C06  C  CR16  0  -0.304   1.6754  -2.0405   0.0333
 9CG  C07  C  CR16  0  -0.246   2.8585  -1.2755  -0.0023
 9CG  C08  C  CR16  0  -0.325   2.8054   0.0922  -0.0023
 9CG  C09  C  CR66  0   0.128   1.5574   0.7551   0.0094
 9CG  C12  C  CR16  0  -0.285  -0.9636   1.9936  -0.0053
 9CG  C13  C  CR66  0  -0.193  -0.8868   0.6222  -0.0147
 9CG  C14  C  C     0   0.201   0.3740  -0.0201   0.0192
 9CG  O01  O  O     0  -0.426  -3.2096   0.2909  -0.3331
 9CG  O03  O  O     0  -0.447  -1.9828  -1.5086  -0.2308
 9CG  H1   H  HCR6  0   0.270   2.3404   2.7658   0.0217
 9CG  H2   H  HCR6  0   0.271   0.1344   3.8450   0.0388
 9CG  H3   H  H     0   0.272  -0.7902  -3.1400  -0.2944
 9CG  H4   H  H     0   0.266  -0.9672  -2.4129   1.3003
 9CG  H5   H  HCR6  0   0.265   1.7419  -3.1214   0.0565
 9CG  H6   H  HCR6  0   0.266   3.8149  -1.7810  -0.0206
 9CG  H7   H  HCR6  0   0.264   3.7154   0.6794  -0.0133
 9CG  H8   H  HCR6  0   0.274  -1.9260   2.4862  -0.0413

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
 9CG  C04  O03  single    1.429  0.020  1.429
 9CG  C04  C05  single    1.494  0.020  1.494
 9CG  C06  C05  aromatic  1.370  0.020  1.370
 9CG  C06  C07  aromatic  1.409  0.020  1.409
 9CG  O03  C02  single    1.331  0.020  1.331
 9CG  C05  C14  aromatic  1.408  0.020  1.408
 9CG  C07  C08  aromatic  1.369  0.020  1.369
 9CG  C02  O01  double    1.206  0.020  1.206
 9CG  C02  C13  single    1.477  0.020  1.477
 9CG  C14  C13  aromatic  1.415  0.020  1.415
 9CG  C14  C09  aromatic  1.415  0.020  1.415
 9CG  C08  C09  aromatic  1.413  0.020  1.413
 9CG  C13  C12  aromatic  1.374  0.020  1.374
 9CG  C09  C10  aromatic  1.413  0.020  1.413
 9CG  C12  C11  aromatic  1.406  0.020  1.406
 9CG  C10  C11  aromatic  1.370  0.020  1.370
 9CG  C10  H1   single    0.930  0.020  1.080
 9CG  C11  H2   single    0.930  0.020  1.080
 9CG  C04  H3   single    0.970  0.020  1.090
 9CG  C04  H4   single    0.970  0.020  1.090
 9CG  C06  H5   single    0.930  0.020  1.080
 9CG  C07  H6   single    0.930  0.020  1.080
 9CG  C08  H7   single    0.930  0.020  1.080
 9CG  C12  H8   single    0.930  0.020  1.080

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
 9CG  H1   C10  C09  119.06  3.000
 9CG  H1   C10  C11  120.08  3.000
 9CG  C09  C10  C11  120.85  3.000
 9CG  H2   C11  C12  119.36  3.000
 9CG  H2   C11  C10  120.12  3.000
 9CG  C12  C11  C10  120.51  3.000
 9CG  O03  C02  O01  118.42  3.000
 9CG  O01  C02  C13  123.63  3.000
 9CG  O03  C02  C13  117.84  3.000
 9CG  H4   C04  H3   107.58  3.000
 9CG  H4   C04  O03  107.77  3.000
 9CG  H3   C04  O03  106.04  3.000
 9CG  H4   C04  C05  109.64  3.000
 9CG  H3   C04  C05  111.42  3.000
 9CG  O03  C04  C05  114.10  3.000
 9CG  C14  C05  C06  119.80  3.000
 9CG  C14  C05  C04  117.89  3.000
 9CG  C06  C05  C04  122.13  3.000
 9CG  H5   C06  C07  119.39  3.000
 9CG  H5   C06  C05  120.17  3.000
 9CG  C07  C06  C05  120.44  3.000
 9CG  H6   C07  C08  120.08  3.000
 9CG  H6   C07  C06  119.26  3.000
 9CG  C08  C07  C06  120.65  3.000
 9CG  H7   C08  C09  119.19  3.000
 9CG  H7   C08  C07  120.61  3.000
 9CG  C09  C08  C07  120.20  3.000
 9CG  C14  C09  C08  118.80  3.000
 9CG  C08  C09  C10  122.72  3.000
 9CG  C14  C09  C10  118.48  3.000
 9CG  H8   C12  C13  120.28  3.000
 9CG  H8   C12  C11  119.55  3.000
 9CG  C13  C12  C11  120.16  3.000
 9CG  C14  C13  C12  120.18  3.000
 9CG  C12  C13  C02  120.00  3.000
 9CG  C14  C13  C02  119.61  3.000
 9CG  C13  C14  C09  119.76  3.000
 9CG  C09  C14  C05  120.06  3.000
 9CG  C13  C14  C05  120.18  3.000
 9CG  C04  O03  C02  122.77  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
 9CG  CONST_01  C05  C14  C09  C10   180.00   0.0  0
 9CG  CONST_02  C13  C14  C09  C10     0.00   0.0  0
 9CG  CONST_03  C07  C08  C09  C10   180.00   0.0  0
 9CG  CONST_04  C13  C12  C11  C10     0.00   0.0  0
 9CG  CONST_05  C14  C13  C12  C11     0.00   0.0  0
 9CG  CONST_06  C14  C09  C10  C11     0.00   0.0  0
 9CG  CONST_07  C08  C09  C10  C11   180.00   0.0  0
 9CG  CONST_08  C08  C07  C06  C05     0.00   0.0  0
 9CG  CONST_09  C12  C13  C14  C05   180.00   0.0  0
 9CG  CONST_10  C08  C09  C14  C05     0.00   0.0  0
 9CG  CONST_11  C13  C14  C05  C06   180.00   0.0  0
 9CG  CONST_12  C09  C14  C05  C06     0.00   0.0  0
 9CG  CONST_13  C09  C08  C07  C06     0.00   0.0  0
 9CG  CONST_14  C14  C05  C06  C07     0.00   0.0  0
 9CG  CONST_15  C14  C09  C08  C07     0.00   0.0  0
 9CG  CONST_16  C13  C14  C09  C08   180.00   0.0  0
 9CG  CONST_17  C12  C13  C14  C09     0.00   0.0  0
 9CG  CONST_18  C12  C11  C10  C09     0.00   0.0  0
 9CG  CONST_19  H7   C08  C09  C10     0.00   0.0  0
 9CG  CONST_20  H8   C12  C11  C10   180.00   0.0  0
 9CG  CONST_21  H5   C06  C05  C04     0.00   0.0  0
 9CG  CONST_22  H6   C07  C06  C05   180.00   0.0  0
 9CG  CONST_23  H1   C10  C09  C08     0.00   0.0  0
 9CG  CONST_24  H2   C11  C10  C09   180.00   0.0  0
 9CG  Var_01    C05  C04  O03  C02   -33.11  30.0  1
 9CG  Var_02    C13  C02  O03  C04    18.68  30.0  1
 9CG  Var_03    O03  C04  C05  C06  -158.41  30.0  1
 9CG  Var_04    O03  C02  C13  C12   177.54  30.0  1

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
 9CG  plan-1  C02  0.020
 9CG  plan-1  C13  0.020
 9CG  plan-1  O01  0.020
 9CG  plan-1  O03  0.020
 9CG  plan-2  C10  0.020
 9CG  plan-2  C11  0.020
 9CG  plan-2  C02  0.020
 9CG  plan-2  C04  0.020
 9CG  plan-2  C05  0.020
 9CG  plan-2  C06  0.020
 9CG  plan-2  C07  0.020
 9CG  plan-2  C08  0.020
 9CG  plan-2  C09  0.020
 9CG  plan-2  C12  0.020
 9CG  plan-2  C13  0.020
 9CG  plan-2  C14  0.020
 9CG  plan-2  H1   0.020
 9CG  plan-2  H2   0.020
 9CG  plan-2  H5   0.020
 9CG  plan-2  H6   0.020
 9CG  plan-2  H7   0.020
 9CG  plan-2  H8   0.020

