# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 10:20:40 2020
#   Inital geometry file: a 50 line input string
#   Ligand name: 3,4-dichloro-1H-isochromen-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ClC1=C(Cl)c2ccccc2C(=O)O1
#
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
 DIC  DIC  3,4-dichloro-1H-isochromen-1-one  ligand  17  13  .  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_DIC
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
 DIC  C1   C   CR16  0  -0.220   0.7048  -2.0222   0.0984
 DIC  C2   C   CR16  0  -0.304   1.7917  -2.8750   0.0856
 DIC  C3   C   CR66  0   0.368   3.0806  -2.3635  -0.0760
 DIC  C4   C   CR66  0  -0.215   3.2447  -0.9768  -0.2231
 DIC  C5   C   CR16  0  -0.257   2.1391  -0.1261  -0.2072
 DIC  C6   C   CR16  0  -0.250   0.8718  -0.6463  -0.0477
 DIC  C7   C   CR6   0   0.578   4.5723  -0.4013  -0.3957
 DIC  O7   O   OC    0  -0.393   4.8446   0.7578  -0.5299
 DIC  C8   C   CR6   0  -0.196   4.2650  -3.1902  -0.0999
 DIC  C9   C   CR6   0   0.299   5.4595  -2.6080  -0.2625
 DIC  O1   O   O     0  -0.436   5.6148  -1.2877  -0.4054
 DIC  CL1  CL  CL    0  -0.073   4.1391  -4.8891   0.0782
 DIC  CL2  CL  CL    0  -0.013   6.9379  -3.4371  -0.3121
 DIC  H1   H   HCR6  0   0.281  -0.2880  -2.4329   0.2242
 DIC  H2   H   HCR6  0   0.272   1.6366  -3.9382   0.2008
 DIC  H5   H   HCR6  0   0.281   2.2813   0.9400  -0.3196
 DIC  H6   H   HCR6  0   0.278   0.0139   0.0113  -0.0356

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
 DIC  C1  C2   aromatic  1.382  0.020  1.382
 DIC  C1  C6   aromatic  1.394  0.020  1.394
 DIC  C1  H1   single    0.930  0.020  1.080
 DIC  C2  C3   aromatic  1.396  0.020  1.396
 DIC  C2  H2   single    0.930  0.020  1.080
 DIC  C3  C4   aromatic  1.404  0.020  1.404
 DIC  C3  C8   aromatic  1.444  0.020  1.444
 DIC  C4  C5   aromatic  1.395  0.020  1.395
 DIC  C4  C7   aromatic  1.457  0.020  1.457
 DIC  C5  C6   aromatic  1.379  0.020  1.379
 DIC  C5  H5   single    0.930  0.020  1.080
 DIC  C6  H6   single    0.930  0.020  1.080
 DIC  C7  O7   double    1.198  0.020  1.198
 DIC  C7  O1   aromatic  1.368  0.020  1.368
 DIC  C8  C9   aromatic  1.339  0.020  1.339
 DIC  C8  CL1  single    1.713  0.020  1.713
 DIC  C9  O1   aromatic  1.337  0.020  1.337
 DIC  C9  CL2  single    1.696  0.020  1.696

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
 DIC  H1   C1  C6  119.80  3.000
 DIC  H1   C1  C2  119.26  3.000
 DIC  C6   C1  C2  120.94  3.000
 DIC  H2   C2  C3  120.35  3.000
 DIC  H2   C2  C1  119.56  3.000
 DIC  C3   C2  C1  120.08  3.000
 DIC  C8   C3  C4  117.88  3.000
 DIC  C8   C3  C2  123.31  3.000
 DIC  C4   C3  C2  118.81  3.000
 DIC  C7   C4  C5  118.85  3.000
 DIC  C7   C4  C3  120.59  3.000
 DIC  C5   C4  C3  120.56  3.000
 DIC  H5   C5  C6  120.31  3.000
 DIC  H5   C5  C4  119.72  3.000
 DIC  C6   C5  C4  119.97  3.000
 DIC  H6   C6  C5  120.07  3.000
 DIC  H6   C6  C1  120.29  3.000
 DIC  C5   C6  C1  119.64  3.000
 DIC  O1   C7  O7  116.91  3.000
 DIC  O1   C7  C4  116.04  3.000
 DIC  O7   C7  C4  127.04  3.000
 DIC  CL1  C8  C9  120.63  3.000
 DIC  CL1  C8  C3  120.37  3.000
 DIC  C9   C8  C3  118.99  3.000
 DIC  CL2  C9  O1  112.24  3.000
 DIC  CL2  C9  C8  124.67  3.000
 DIC  O1   C9  C8  123.10  3.000
 DIC  C9   O1  C7  123.39  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
 DIC  CONST_01  C4   C3  C2  C1    0.00  0.0  0
 DIC  CONST_02  C8   C3  C2  C1  180.00  0.0  0
 DIC  CONST_03  C4   C5  C6  C1    0.00  0.0  0
 DIC  CONST_04  C5   C6  C1  C2    0.00  0.0  0
 DIC  CONST_05  C5   C4  C3  C2    0.00  0.0  0
 DIC  CONST_06  C7   C4  C3  C2  180.00  0.0  0
 DIC  CONST_07  C9   C8  C3  C2  180.00  0.0  0
 DIC  CONST_08  C6   C1  C2  C3    0.00  0.0  0
 DIC  CONST_09  C6   C5  C4  C3    0.00  0.0  0
 DIC  CONST_10  O1   C7  C4  C3    0.00  0.0  0
 DIC  CONST_11  O1   C9  C8  C3    0.00  0.0  0
 DIC  CONST_12  C9   C8  C3  C4    0.00  0.0  0
 DIC  CONST_13  C9   O1  C7  C4    0.00  0.0  0
 DIC  CONST_14  C8   C3  C4  C5  180.00  0.0  0
 DIC  CONST_15  O1   C7  C4  C5  180.00  0.0  0
 DIC  CONST_16  C7   C4  C5  C6  180.00  0.0  0
 DIC  CONST_17  C8   C3  C4  C7    0.00  0.0  0
 DIC  CONST_18  C8   C9  O1  C7    0.00  0.0  0
 DIC  CONST_19  CL1  C8  C3  C2    0.00  0.0  0
 DIC  CONST_20  O7   C7  C4  C3  180.00  0.0  0
 DIC  CONST_21  CL2  C9  C8  C3  180.00  0.0  0
 DIC  CONST_22  CL1  C8  C3  C4  180.00  0.0  0
 DIC  CONST_23  O7   C7  C4  C5    0.00  0.0  0
 DIC  CONST_24  CL2  C9  O1  C7  180.00  0.0  0
 DIC  CONST_25  C9   O1  C7  O7  180.00  0.0  0
 DIC  CONST_26  CL1  C8  C9  O1  180.00  0.0  0
 DIC  CONST_27  H5   C5  C6  C1  180.00  0.0  0
 DIC  CONST_28  H6   C6  C1  C2  180.00  0.0  0
 DIC  CONST_29  H1   C1  C2  C3  180.00  0.0  0
 DIC  CONST_30  H2   C2  C3  C4  180.00  0.0  0

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
 DIC  plan-1  C4  0.020
 DIC  plan-1  C7  0.020
 DIC  plan-1  O7  0.020
 DIC  plan-1  O1  0.020
 DIC  plan-2  C1  0.020
 DIC  plan-2  C2  0.020
 DIC  plan-2  C3  0.020
 DIC  plan-2  C4  0.020
 DIC  plan-2  C5  0.020
 DIC  plan-2  C6  0.020
 DIC  plan-2  C7  0.020
 DIC  plan-2  C8  0.020
 DIC  plan-2  H1  0.020
 DIC  plan-2  H2  0.020
 DIC  plan-2  H5  0.020
 DIC  plan-2  H6  0.020

