# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 04:22:00 2022
#   Inital geometry file: a 62 line input string
#   Ligand name: 3,8-dibromo-7-hydroxy-4-methyl-2H-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(Br)C(=O)Oc2c(Br)c(O)ccc12
#
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
 G12  G12  3,8-dibromo-7-hydroxy-4-methyl-2H-chromen-2-one  ligand  21  15  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G12
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
 G12  BR2   BR  BR    0   0.003  -3.8245  -0.5108   0.0478
 G12  C9    C   CR6   0  -0.456  -2.0012  -0.0769  -0.0083
 G12  C8    C   CR6   0   0.583  -1.1284  -1.2390  -0.0498
 G12  O15   O   O     0  -0.400  -1.4719  -2.3895  -0.0594
 G12  O7    O   O     0  -0.454   0.2034  -0.9855  -0.0794
 G12  C10   C   CR6   0   0.332  -1.5299   1.1940  -0.0106
 G12  C13   C   CH3   0  -0.754  -2.3850   2.4148   0.0297
 G12  C5    C   CR66  0  -0.051  -0.0949   1.3762  -0.0510
 G12  C6    C   CR66  0   0.487   0.7245   0.2518  -0.0816
 G12  C4    C   CR6   0  -0.380   2.1121   0.3538  -0.1158
 G12  BR1   BR  BR    0   0.025   3.1528  -1.2071  -0.1565
 G12  C1    C   CR16  0  -0.311   0.5288   2.6315  -0.0581
 G12  C2    C   CR16  0  -0.337   1.8948   2.7497  -0.0922
 G12  C3    C   CR6   0   0.419   2.7131   1.6118  -0.1209
 G12  O11   O   OH1   0  -0.597   4.0263   1.8180  -0.1513
 G12  H131  H   HCH3  0   0.278  -3.4473   2.1969   0.0469
 G12  H132  H   HCH3  0   0.278  -2.1495   3.0082   0.9145
 G12  H133  H   HCH3  0   0.278  -2.1854   3.0439  -0.8388
 G12  H1    H   HCR6  0   0.286  -0.0704   3.5304  -0.0348
 G12  H2    H   HCR6  0   0.291   2.3608   3.7260  -0.0971
 G12  HO11  H   HOH1  0   0.482   4.5373   0.9980  -0.1642

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
 G12  BR2  C9    single    1.875  0.020  1.875
 G12  C9   C10   double    1.356  0.020  1.356
 G12  C9   C8    single    1.454  0.020  1.454
 G12  C8   O7    single    1.356  0.020  1.356
 G12  C8   O15   double    1.201  0.020  1.201
 G12  O7   C6    single    1.343  0.020  1.343
 G12  C10  C5    single    1.447  0.020  1.447
 G12  C10  C13   single    1.491  0.020  1.491
 G12  C13  H131  single    0.970  0.020  1.090
 G12  C13  H132  single    0.970  0.020  1.090
 G12  C13  H133  single    0.970  0.020  1.090
 G12  C5   C1    aromatic  1.402  0.020  1.402
 G12  C5   C6    aromatic  1.392  0.020  1.392
 G12  C6   C4    aromatic  1.392  0.020  1.392
 G12  C4   C3    aromatic  1.394  0.020  1.394
 G12  C4   BR1   single    1.876  0.020  1.876
 G12  C1   C2    aromatic  1.372  0.020  1.372
 G12  C1   H1    single    0.930  0.020  1.080
 G12  C2   C3    aromatic  1.402  0.020  1.402
 G12  C2   H2    single    0.930  0.020  1.080
 G12  C3   O11   single    1.330  0.020  1.330
 G12  O11  HO11  single    0.850  0.020  0.980

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
 G12  C10   C9   C8    122.73  3.000
 G12  C8    C9   BR2   113.56  3.000
 G12  C10   C9   BR2   123.71  3.000
 G12  O7    C8   O15   117.38  3.000
 G12  O15   C8   C9    126.47  3.000
 G12  O7    C8   C9    116.15  3.000
 G12  C6    O7   C8    123.61  3.000
 G12  C5    C10  C13   117.80  3.000
 G12  C13   C10  C9    124.63  3.000
 G12  C5    C10  C9    117.57  3.000
 G12  H133  C13  H132  107.01  3.000
 G12  H133  C13  H131  107.93  3.000
 G12  H132  C13  H131  107.93  3.000
 G12  H133  C13  C10   110.23  3.000
 G12  H132  C13  C10   110.08  3.000
 G12  H131  C13  C10   113.43  3.000
 G12  C1    C5   C6    117.48  3.000
 G12  C6    C5   C10   118.87  3.000
 G12  C1    C5   C10   123.65  3.000
 G12  C4    C6   C5    121.90  3.000
 G12  C4    C6   O7    117.04  3.000
 G12  C5    C6   O7    121.07  3.000
 G12  C3    C4   BR1   120.76  3.000
 G12  BR1   C4   C6    119.51  3.000
 G12  C3    C4   C6    119.74  3.000
 G12  H1    C1   C2    118.76  3.000
 G12  H1    C1   C5    119.88  3.000
 G12  C2    C1   C5    121.36  3.000
 G12  H2    C2   C3    118.75  3.000
 G12  H2    C2   C1    120.46  3.000
 G12  C3    C2   C1    120.79  3.000
 G12  O11   C3   C2    116.81  3.000
 G12  O11   C3   C4    124.46  3.000
 G12  C2    C3   C4    118.73  3.000
 G12  HO11  O11  C3    113.02  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
 G12  CONST_01  C3    C2   C1   C5     0.00   0.0  0
 G12  CONST_02  C3    C4   C6   C5     0.00   0.0  0
 G12  CONST_03  C2    C1   C5   C6     0.00   0.0  0
 G12  CONST_04  C2    C3   C4   C6     0.00   0.0  0
 G12  CONST_05  C1    C5   C6   C4     0.00   0.0  0
 G12  CONST_06  C1    C2   C3   C4     0.00   0.0  0
 G12  CONST_07  BR1   C4   C6   O7     0.00   0.0  0
 G12  CONST_08  BR1   C4   C6   C5   180.00   0.0  0
 G12  CONST_09  O11   C3   C4   C6   180.00   0.0  0
 G12  CONST_10  C2    C3   C4   BR1  180.00   0.0  0
 G12  CONST_11  O11   C3   C2   C1   180.00   0.0  0
 G12  CONST_12  H1    C1   C5   C10    0.00   0.0  0
 G12  CONST_13  H2    C2   C1   C5   180.00   0.0  0
 G12  Var_01    C1    C5   C10  C9   179.99  30.0  1
 G12  Var_02    C5    C10  C9   C8    -0.25  30.0  1
 G12  Var_03    C5    C6   O7   C8     0.09  30.0  1
 G12  Var_04    C10   C9   C8   O7     0.57  30.0  1
 G12  Var_05    H131  C13  C10  C9    -0.86  30.0  3

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
 G12  plan-1  C9   0.020
 G12  plan-1  C8   0.020
 G12  plan-1  O15  0.020
 G12  plan-1  O7   0.020
 G12  plan-2  O7   0.020
 G12  plan-2  C10  0.020
 G12  plan-2  C5   0.020
 G12  plan-2  C6   0.020
 G12  plan-2  C4   0.020
 G12  plan-2  BR1  0.020
 G12  plan-2  C1   0.020
 G12  plan-2  C2   0.020
 G12  plan-2  C3   0.020
 G12  plan-2  O11  0.020
 G12  plan-2  H1   0.020
 G12  plan-2  H2   0.020

