# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 23:03:56 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (2S)-7-tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)c1cc2O[C@@H](C(=Cc2cc1Cl)C(O)=O)C(F)(F)F
#
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
 416  416  '(2S)-7-tert-butyl-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid'  ligand  35  22  .  2022-07-23  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_416
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
 416  C1    C   CR16   0  -0.257   0.9709  -1.6892   0.3259
 416  F1    F   F      0  -0.307  -2.4606   2.7723   0.4591
 416  O1    O   O      0  -0.486  -1.0064   1.0046  -1.0847
 416  CL1   CL  CL     0  -0.136   3.5167  -2.1303   0.8756
 416  C2    C   CR16   0  -0.457   1.2985   0.8466  -0.6724
 416  F2    F   F      0  -0.303  -1.7142   1.1209   1.6159
 416  O2    O   O      0  -0.587  -4.1209  -2.5324  -0.2719
 416  C3    C   CR66   0   0.016  -0.1507  -0.9993  -0.1094
 416  F3    F   F      0  -0.296  -3.8054   1.2189   1.1133
 416  O3    O   OC    -1  -0.589  -4.7623  -0.5831  -1.1532
 416  C4    C   CR6    0  -0.147   2.2322  -1.1161   0.2713
 416  C5    C   CR6    0   0.261   2.4453   0.1721  -0.2434
 416  C6    C   CR66   0   0.416   0.0357   0.2886  -0.6001
 416  C7    C   CR16   0  -0.244  -1.4845  -1.5649  -0.1541
 416  C8    C   CT     0  -0.171   3.8133   0.8542  -0.3626
 416  C9    C   CH3    0  -0.676   3.6951   2.2538  -0.9785
 416  C10   C   CH3    0  -0.635   4.4502   1.0356   1.0238
 416  C11   C   CH3    0  -0.637   4.7321   0.0448  -1.2908
 416  C12   C   CR6    0  -0.158  -2.5377  -0.7977  -0.4445
 416  C13   C   C      0   0.414  -3.9361  -1.3572  -0.6339
 416  C14   C   CR16   0  -0.234  -2.3116   0.6746  -0.6423
 416  C15   C   CT     0   0.988  -2.5773   1.4526   0.6462
 416  H1    H   HCR6   0   0.279   0.8541  -2.6953   0.7088
 416  H2    H   HCR6   0   0.276   1.3765   1.8442  -1.0793
 416  H7    H   HCR6   0   0.262  -1.6073  -2.6299   0.0016
 416  H9    H   HCH3   0   0.236   3.0932   2.9301  -0.3693
 416  H9A   H   HCH3   0   0.245   4.6925   2.6884  -1.0554
 416  H9B   H   HCH3   0   0.235   3.2754   2.2301  -1.9855
 416  H10   H   HCH3   0   0.232   4.6736   0.0952   1.5210
 416  H10A  H   HCH3   0   0.229   5.3906   1.5824   0.9264
 416  H10B  H   HCH3   0   0.229   3.7954   1.6160   1.6761
 416  H11   H   HCH3   0   0.229   4.2678  -0.0923  -2.2688
 416  H11A  H   HCH3   0   0.230   5.6674   0.5873  -1.4421
 416  H11B  H   HCH3   0   0.233   4.9840  -0.9363  -0.8971
 416  H14   H   HCR6   0   0.308  -2.9966   1.0563  -1.4016

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
 416  C1   C3    aromatic  1.387  0.020  1.387
 416  C1   C4    aromatic  1.386  0.020  1.386
 416  C1   H1    single    0.930  0.020  1.080
 416  F1   C15   single    1.338  0.020  1.338
 416  O1   C6    single    1.354  0.020  1.354
 416  O1   C14   single    1.417  0.020  1.417
 416  CL1  C4    single    1.745  0.020  1.745
 416  C2   C5    aromatic  1.398  0.020  1.398
 416  C2   C6    aromatic  1.382  0.020  1.382
 416  C2   H2    single    0.930  0.020  1.080
 416  F2   C15   single    1.340  0.020  1.340
 416  O2   C13   deloc     1.244  0.020  1.244
 416  C3   C6    aromatic  1.391  0.020  1.391
 416  C3   C7    single    1.449  0.020  1.449
 416  F3   C15   single    1.335  0.020  1.335
 416  O3   C13   deloc     1.246  0.020  1.246
 416  C4   C5    aromatic  1.404  0.020  1.404
 416  C5   C8    single    1.533  0.020  1.533
 416  C7   C12   double    1.335  0.020  1.335
 416  C7   H7    single    0.930  0.020  1.080
 416  C8   C9    single    1.534  0.020  1.534
 416  C8   C10   single    1.536  0.020  1.536
 416  C8   C11   single    1.536  0.020  1.536
 416  C9   H9    single    0.970  0.020  1.090
 416  C9   H9A   single    0.970  0.020  1.090
 416  C9   H9B   single    0.970  0.020  1.090
 416  C10  H10   single    0.970  0.020  1.090
 416  C10  H10A  single    0.970  0.020  1.090
 416  C10  H10B  single    0.970  0.020  1.090
 416  C11  H11   single    0.970  0.020  1.090
 416  C11  H11A  single    0.970  0.020  1.090
 416  C11  H11B  single    0.970  0.020  1.090
 416  C12  C13   single    1.518  0.020  1.518
 416  C12  C14   single    1.503  0.020  1.503
 416  C14  C15   single    1.528  0.020  1.528
 416  C14  H14   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
 416  H1    C1   C4    119.74  3.000
 416  H1    C1   C3    119.08  3.000
 416  C4    C1   C3    121.18  3.000
 416  C14   O1   C6    118.29  3.000
 416  H2    C2   C6    117.28  3.000
 416  H2    C2   C5    120.13  3.000
 416  C6    C2   C5    122.59  3.000
 416  C7    C3   C6    118.28  3.000
 416  C7    C3   C1    124.04  3.000
 416  C6    C3   C1    117.59  3.000
 416  C5    C4   CL1   123.28  3.000
 416  C5    C4   C1    122.14  3.000
 416  CL1   C4   C1    114.57  3.000
 416  C8    C5   C4    124.91  3.000
 416  C8    C5   C2    119.57  3.000
 416  C4    C5   C2    115.52  3.000
 416  C3    C6   C2    120.97  3.000
 416  C3    C6   O1    120.85  3.000
 416  C2    C6   O1    118.09  3.000
 416  H7    C7   C12   120.45  3.000
 416  H7    C7   C3    118.92  3.000
 416  C12   C7   C3    120.56  3.000
 416  C11   C8   C10   111.07  3.000
 416  C11   C8   C9    106.51  3.000
 416  C10   C8   C9    106.65  3.000
 416  C11   C8   C5    110.25  3.000
 416  C10   C8   C5    110.63  3.000
 416  C9    C8   C5    111.62  3.000
 416  H9B   C9   H9A   107.17  3.000
 416  H9B   C9   H9    108.45  3.000
 416  H9A   C9   H9    107.27  3.000
 416  H9B   C9   C8    112.36  3.000
 416  H9A   C9   C8    108.75  3.000
 416  H9    C9   C8    112.58  3.000
 416  H10B  C10  H10A  107.68  3.000
 416  H10B  C10  H10   108.06  3.000
 416  H10A  C10  H10   107.28  3.000
 416  H10B  C10  C8    110.69  3.000
 416  H10A  C10  C8    109.61  3.000
 416  H10   C10  C8    113.31  3.000
 416  H11B  C11  H11A  107.47  3.000
 416  H11B  C11  H11   108.05  3.000
 416  H11A  C11  H11   107.62  3.000
 416  H11B  C11  C8    113.29  3.000
 416  H11A  C11  C8    109.53  3.000
 416  H11   C11  C8    110.68  3.000
 416  C14   C12  C13   118.90  3.000
 416  C14   C12  C7    118.23  3.000
 416  C13   C12  C7    122.83  3.000
 416  C12   C13  O3    115.73  3.000
 416  C12   C13  O2    116.67  3.000
 416  O3    C13  O2    127.59  3.000
 416  H14   C14  C15   107.41  3.000
 416  H14   C14  C12   109.86  3.000
 416  C15   C14  C12   111.20  3.000
 416  H14   C14  O1    106.22  3.000
 416  C15   C14  O1    107.74  3.000
 416  C12   C14  O1    114.07  3.000
 416  C14   C15  F3    111.47  3.000
 416  C14   C15  F2    111.85  3.000
 416  F3    C15  F2    107.22  3.000
 416  C14   C15  F1    111.66  3.000
 416  F3    C15  F1    107.57  3.000
 416  F2    C15  F1    106.80  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
 416  CONST_01  C2   C6   C3   C1     0.00   0.0  0
 416  CONST_02  C2   C5   C4   C1     0.00   0.0  0
 416  CONST_03  C5   C4   C1   C3     0.00   0.0  0
 416  CONST_04  C5   C2   C6   C3     0.00   0.0  0
 416  CONST_05  C6   C3   C1   C4     0.00   0.0  0
 416  CONST_06  C6   C2   C5   C4     0.00   0.0  0
 416  CONST_07  C8   C5   C4   C1   180.00   0.0  0
 416  CONST_08  C3   C1   C4   CL1  180.00   0.0  0
 416  CONST_09  C2   C5   C4   CL1  180.00   0.0  0
 416  CONST_10  C8   C5   C2   C6   180.00   0.0  0
 416  CONST_11  H2   C2   C6   O1     0.00   0.0  0
 416  CONST_12  H1   C1   C4   C5   180.00   0.0  0
 416  Var_01    C12  C7   C3   C1   172.58  30.0  1
 416  Var_02    C14  C12  C7   C3    -3.53  30.0  1
 416  Var_03    C9   C8   C5   C2    -0.27  30.0  2
 416  Var_04    C7   C12  C13  O2    12.69  30.0  2
 416  Var_05    H9   C9   C8   C5    62.14  30.0  3
 416  Var_06    H10  C10  C8   C5    64.02  30.0  3
 416  Var_07    H11  C11  C8   C5    56.21  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
 416  chir_01  C14  O1  C12  C15  negativ

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
 416  plan-1  O2   0.020
 416  plan-1  O3   0.020
 416  plan-1  C12  0.020
 416  plan-1  C13  0.020
 416  plan-2  C1   0.020
 416  plan-2  O1   0.020
 416  plan-2  CL1  0.020
 416  plan-2  C2   0.020
 416  plan-2  C3   0.020
 416  plan-2  C4   0.020
 416  plan-2  C5   0.020
 416  plan-2  C6   0.020
 416  plan-2  C7   0.020
 416  plan-2  C8   0.020
 416  plan-2  H1   0.020
 416  plan-2  H2   0.020

