# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 04:17:19 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: (2R)-6,8-dichloro-7-(2-methylpropoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)COc1c(Cl)cc2C=C([C@@H](Oc2c1Cl)C(F)(F)F)C(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
 D72  D72  '(2R)-6,8-dichloro-7-(2-methylpropoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid'  ligand  36  24  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_D72
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
 D72  C1    C   CR16   0  -0.290   0.2166   2.1635   0.1876
 D72  C2    C   CR6    0  -0.295   0.9588  -0.4898  -0.1121
 D72  C3    C   CR6    0   0.023  -0.7361   1.2222  -0.1794
 D72  C4    C   CR6    0  -0.176   1.5269   1.7788   0.4066
 D72  C5    C   CR6    0   0.495   1.9205   0.4503   0.2636
 D72  C6    C   CR6    0   0.459  -0.3605  -0.1154  -0.3150
 D72  C7    C   C1     0  -0.244  -2.1104   1.5653  -0.4925
 D72  CL8   CL  CL     0  -0.095   2.7041   2.9465   0.8891
 D72  O9    O   O2     0  -0.472   3.1833   0.0679   0.5069
 D72  O10   O   O2     0  -0.469  -1.2409  -1.0532  -0.7067
 D72  C11   C   C      0  -0.152  -3.0300   0.6159  -0.6752
 D72  C12   C   C      0   0.417  -4.4513   0.9187  -1.1174
 D72  C13   C   CH1    0  -0.237  -2.6216  -0.8153  -0.4764
 D72  C14   C   CT     0   0.991  -2.9461  -1.2977   0.9373
 D72  O15   O   OC    -1  -0.589  -5.1307  -0.0673  -1.4603
 D72  O16   O   O      0  -0.583  -4.7943   2.1133  -1.1109
 D72  C17   C   CH2    0  -0.137   4.0680   0.1080  -0.6231
 D72  C18   C   CH1    0  -0.287   5.4012  -0.4945  -0.2242
 D72  C19   C   CH3    0  -0.649   5.2649  -1.9605   0.1728
 D72  C20   C   CH3    0  -0.661   6.3836  -0.3306  -1.3801
 D72  F21   F   F      0  -0.302  -2.2309  -0.6441   1.8624
 D72  F22   F   F      0  -0.295  -4.2344  -1.1122   1.2292
 D72  F23   F   F      0  -0.305  -2.6797  -2.5992   1.0875
 D72  CL24  CL  CL     0  -0.060   1.4130  -2.1380  -0.2901
 D72  H1    H   HCR6   0   0.289  -0.0699   3.2018   0.2932
 D72  H7    H   H      0   0.268  -2.3674   2.6095  -0.6201
 D72  H13   H   HCH1   0   0.314  -3.1579  -1.4586  -1.1760
 D72  H17   H   HCH2   0   0.219   3.6331  -0.4548  -1.4570
 D72  H17A  H   HCH2   0   0.231   4.1976   1.1458  -0.9469
 D72  H18   H   HCH1   0   0.232   5.7833   0.0735   0.6313
 D72  H19   H   HCH3   0   0.232   4.5850  -2.0981   1.0127
 D72  H19A  H   HCH3   0   0.214   4.8838  -2.5528  -0.6627
 D72  H19B  H   HCH3   0   0.227   6.2334  -2.3736   0.4576
 D72  H20   H   HCH3   0   0.231   6.5233   0.7178  -1.6483
 D72  H20A  H   HCH3   0   0.236   7.3596  -0.7372  -1.1142
 D72  H20B  H   HCH3   0   0.220   6.0379  -0.8603  -2.2709

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
 D72  C1   C3    aromatic  1.389  0.020  1.389
 D72  C1   C4    aromatic  1.383  0.020  1.383
 D72  C1   H1    single    0.930  0.020  1.080
 D72  C2   C5    aromatic  1.396  0.020  1.396
 D72  C2   C6    aromatic  1.386  0.020  1.386
 D72  C2   CL24  single    1.719  0.020  1.719
 D72  C3   C6    aromatic  1.396  0.020  1.396
 D72  C3   C7    single    1.451  0.020  1.451
 D72  C4   C5    aromatic  1.393  0.020  1.393
 D72  C4   CL8   single    1.727  0.020  1.727
 D72  C5   O9    single    1.342  0.020  1.342
 D72  C6   O10   single    1.345  0.020  1.345
 D72  C7   C11   double    1.334  0.020  1.334
 D72  C7   H7    single    0.930  0.020  1.080
 D72  O9   C17   single    1.436  0.020  1.436
 D72  O10  C13   single    1.420  0.020  1.420
 D72  C11  C12   single    1.519  0.020  1.519
 D72  C11  C13   single    1.502  0.020  1.502
 D72  C12  O15   deloc     1.246  0.020  1.246
 D72  C12  O16   deloc     1.243  0.020  1.243
 D72  C13  C14   single    1.529  0.020  1.529
 D72  C13  H13   single    0.970  0.020  1.090
 D72  C14  F21   single    1.340  0.020  1.340
 D72  C14  F22   single    1.334  0.020  1.334
 D72  C14  F23   single    1.337  0.020  1.337
 D72  C17  C18   single    1.516  0.020  1.516
 D72  C17  H17   single    0.970  0.020  1.090
 D72  C17  H17A  single    0.970  0.020  1.090
 D72  C18  C19   single    1.525  0.020  1.525
 D72  C18  C20   single    1.526  0.020  1.526
 D72  C18  H18   single    0.970  0.020  1.090
 D72  C19  H19   single    0.970  0.020  1.090
 D72  C19  H19A  single    0.970  0.020  1.090
 D72  C19  H19B  single    0.970  0.020  1.090
 D72  C20  H20   single    0.970  0.020  1.090
 D72  C20  H20A  single    0.970  0.020  1.090
 D72  C20  H20B  single    0.970  0.020  1.090

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
 D72  H1    C1   C4    120.14  3.000
 D72  H1    C1   C3    119.64  3.000
 D72  C4    C1   C3    120.21  3.000
 D72  CL24  C2   C6    119.69  3.000
 D72  CL24  C2   C5    119.43  3.000
 D72  C6    C2   C5    120.86  3.000
 D72  C7    C3   C6    117.42  3.000
 D72  C7    C3   C1    123.14  3.000
 D72  C6    C3   C1    119.39  3.000
 D72  CL8   C4   C5    118.75  3.000
 D72  CL8   C4   C1    120.13  3.000
 D72  C5    C4   C1    121.11  3.000
 D72  O9    C5   C4    121.27  3.000
 D72  O9    C5   C2    120.34  3.000
 D72  C4    C5   C2    118.37  3.000
 D72  O10   C6   C3    121.36  3.000
 D72  O10   C6   C2    118.52  3.000
 D72  C3    C6   C2    120.04  3.000
 D72  H7    C7   C11   120.42  3.000
 D72  H7    C7   C3    118.58  3.000
 D72  C11   C7   C3    120.95  3.000
 D72  C17   O9   C5    115.42  3.000
 D72  C13   O10  C6    118.20  3.000
 D72  C13   C11  C12   118.89  3.000
 D72  C13   C11  C7    118.20  3.000
 D72  C12   C11  C7    122.88  3.000
 D72  O16   C12  O15   127.71  3.000
 D72  O16   C12  C11   116.64  3.000
 D72  O15   C12  C11   115.64  3.000
 D72  H13   C13  C14   107.61  3.000
 D72  H13   C13  C11   110.08  3.000
 D72  C14   C13  C11   111.44  3.000
 D72  H13   C13  O10   105.97  3.000
 D72  C14   C13  O10   107.67  3.000
 D72  C11   C13  O10   113.75  3.000
 D72  F23   C14  F22   107.65  3.000
 D72  F23   C14  F21   106.92  3.000
 D72  F22   C14  F21   107.26  3.000
 D72  F23   C14  C13   111.64  3.000
 D72  F22   C14  C13   111.32  3.000
 D72  F21   C14  C13   111.80  3.000
 D72  H17A  C17  H17   107.98  3.000
 D72  H17A  C17  C18   110.51  3.000
 D72  H17   C17  C18   110.18  3.000
 D72  H17A  C17  O9    109.40  3.000
 D72  H17   C17  O9    109.88  3.000
 D72  C18   C17  O9    108.88  3.000
 D72  H18   C18  C20   108.14  3.000
 D72  H18   C18  C19   109.05  3.000
 D72  C20   C18  C19   110.98  3.000
 D72  H18   C18  C17   107.82  3.000
 D72  C20   C18  C17   108.91  3.000
 D72  C19   C18  C17   111.83  3.000
 D72  H19B  C19  H19A  107.70  3.000
 D72  H19B  C19  H19   107.76  3.000
 D72  H19A  C19  H19   107.66  3.000
 D72  H19B  C19  C18   110.65  3.000
 D72  H19A  C19  C18   110.68  3.000
 D72  H19   C19  C18   112.20  3.000
 D72  H20B  C20  H20A  107.54  3.000
 D72  H20B  C20  H20   107.82  3.000
 D72  H20A  C20  H20   107.68  3.000
 D72  H20B  C20  C18   111.22  3.000
 D72  H20A  C20  C18   110.58  3.000
 D72  H20   C20  C18   111.83  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
 D72  CONST_01  C2    C6   C3   C1      0.00   0.0  0
 D72  CONST_02  C2    C5   C4   C1      0.00   0.0  0
 D72  CONST_03  C5    C4   C1   C3      0.00   0.0  0
 D72  CONST_04  C5    C2   C6   C3      0.00   0.0  0
 D72  CONST_05  C6    C3   C1   C4      0.00   0.0  0
 D72  CONST_06  C6    C2   C5   C4      0.00   0.0  0
 D72  CONST_07  O9    C5   C4   C1    180.00   0.0  0
 D72  CONST_08  CL8   C4   C5   C2    180.00   0.0  0
 D72  CONST_09  CL8   C4   C1   C3    180.00   0.0  0
 D72  CONST_10  CL24  C2   C6   C3    180.00   0.0  0
 D72  CONST_11  CL24  C2   C5   C4    180.00   0.0  0
 D72  CONST_12  O9    C5   C2   C6    180.00   0.0  0
 D72  CONST_13  CL24  C2   C6   O10     0.00   0.0  0
 D72  CONST_14  H1    C1   C4   C5    180.00   0.0  0
 D72  Var_01    C11   C7   C3   C1   -171.47  30.0  1
 D72  Var_02    C13   C11  C7   C3      3.19  30.0  1
 D72  Var_03    O15   C12  C11  C7    168.53  30.0  2
 D72  Var_04    C18   C17  O9   C5   -173.76  30.0  3
 D72  Var_05    C19   C18  C17  O9     62.38  30.0  3
 D72  Var_06    H19   C19  C18  C17   -59.50  30.0  3
 D72  Var_07    H20   C20  C18  C17    58.84  30.0  3

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
 D72  chir_01  C13  O10  C11  C14  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
 D72  plan-1  C11   0.020
 D72  plan-1  C12   0.020
 D72  plan-1  O15   0.020
 D72  plan-1  O16   0.020
 D72  plan-2  C1    0.020
 D72  plan-2  C2    0.020
 D72  plan-2  C3    0.020
 D72  plan-2  C4    0.020
 D72  plan-2  C5    0.020
 D72  plan-2  C6    0.020
 D72  plan-2  C7    0.020
 D72  plan-2  CL8   0.020
 D72  plan-2  O9    0.020
 D72  plan-2  O10   0.020
 D72  plan-2  CL24  0.020
 D72  plan-2  H1    0.020

