# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 20:29:59 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 1-methyl-3-oxidanyl-5-[[3-(trifluoromethyl)phenoxy]methyl]pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(O)c(C(O)=O)c1COc2cccc(c2)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
 E2N  E2N  '1-methyl-3-oxidanyl-5-[[3-(trifluoromethyl)phenoxy]methyl]pyrazole-4-carboxylic acid'  ligand  32  22  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_E2N
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
 E2N  C1   C  CH3    0  -0.516  -2.0144   2.7757   0.5431
 E2N  C2   C  CR5    0   0.458  -4.4666   0.3238   0.6604
 E2N  C3   C  CR5    0  -0.526  -3.5859  -0.3797  -0.1900
 E2N  C4   C  C      0   0.440  -3.8840  -1.7394  -0.7044
 E2N  N1   N  NR5    0  -0.347  -2.8300   1.6054   0.3381
 E2N  C5   C  CR5    0   0.469  -2.5327   0.4994  -0.3635
 E2N  C6   C  CH2    0  -0.299  -1.2792   0.3492  -1.1449
 E2N  C7   C  CR6    0   0.419   1.0571   0.2592  -0.7022
 E2N  C8   C  CR16   0  -0.369   1.3816   0.1531  -2.0533
 E2N  C9   C  CR16   0  -0.224   2.7148   0.1125  -2.4354
 E2N  N2   N  N      0  -0.331  -4.0096   1.5107   0.9840
 E2N  C10  C  CR16   0  -0.309   3.7352   0.1742  -1.5001
 E2N  C11  C  CR6    0  -0.175   3.4007   0.2788  -0.1550
 E2N  C12  C  CT     0   1.050   4.4558   0.3476   0.9053
 E2N  O2   O  OC    -1  -0.561  -3.0914  -2.3092  -1.4661
 E2N  C13  C  CR16   0  -0.373   2.0745   0.3223   0.2470
 E2N  O3   O  O      0  -0.626  -4.9863  -2.2107  -0.2895
 E2N  O4   O  O2     0  -0.471  -0.1988   0.3053  -0.2212
 E2N  F1   F  F      0  -0.314   4.3668  -0.6819   1.7603
 E2N  F2   F  F      0  -0.301   5.6939   0.3332   0.4057
 E2N  F3   F  F      0  -0.314   4.3444   1.4626   1.6427
 E2N  H1   H  HCH3   0   0.254  -1.4452   2.7059   1.4700
 E2N  H2   H  HCH3   0   0.256  -1.3204   2.8990  -0.2843
 E2N  H3   H  HCH3   0   0.262  -2.6556   3.6521   0.5858
 E2N  H4   H  HCH2   0   0.272  -1.3406  -0.5726  -1.7261
 E2N  H5   H  HCH2   0   0.253  -1.1509   1.1850  -1.8428
 E2N  H6   H  HCR6   0   0.294   0.6186   0.0972  -2.8170
 E2N  H7   H  HCR6   0   0.273   2.9569   0.0300  -3.4864
 E2N  H9   H  HCR6   0   0.269   4.7643   0.1384  -1.8271
 E2N  H11  H  HCR6   0   0.281   1.8057   0.4068   1.2934
 E2N  H12  H  HOH1   0   0.457  -5.6629  -1.0514   0.6641
 E2N  O1   O  OH1    0  -0.648  -5.6326  -0.1430   1.0923

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
 E2N  C9   C10  aromatic  1.385  0.020  1.385
 E2N  C9   C8   aromatic  1.388  0.020  1.388
 E2N  C10  C11  aromatic  1.390  0.020  1.390
 E2N  C8   C7   aromatic  1.394  0.020  1.394
 E2N  F1   C12  single    1.341  0.020  1.341
 E2N  C11  C12  single    1.497  0.020  1.497
 E2N  C11  C13  aromatic  1.386  0.020  1.386
 E2N  O3   C4   deloc     1.269  0.020  1.269
 E2N  C7   C13  aromatic  1.393  0.020  1.393
 E2N  C7   O4   single    1.346  0.020  1.346
 E2N  C6   O4   single    1.422  0.020  1.422
 E2N  C6   C5   single    1.485  0.020  1.485
 E2N  C12  F2   single    1.335  0.020  1.335
 E2N  C12  F3   single    1.341  0.020  1.341
 E2N  C4   O2   deloc     1.238  0.020  1.238
 E2N  C4   C3   single    1.484  0.020  1.484
 E2N  C5   C3   aromatic  1.383  0.020  1.383
 E2N  C5   N1   aromatic  1.343  0.020  1.343
 E2N  C3   C2   aromatic  1.412  0.020  1.412
 E2N  N1   C1   single    1.441  0.020  1.441
 E2N  N1   N2   aromatic  1.348  0.020  1.348
 E2N  C2   N2   aromatic  1.312  0.020  1.312
 E2N  C2   O1   single    1.328  0.020  1.328
 E2N  C1   H1   single    0.970  0.020  1.090
 E2N  C1   H2   single    0.970  0.020  1.090
 E2N  C1   H3   single    0.970  0.020  1.090
 E2N  C6   H4   single    0.970  0.020  1.090
 E2N  C6   H5   single    0.970  0.020  1.090
 E2N  C8   H6   single    0.930  0.020  1.080
 E2N  C9   H7   single    0.930  0.020  1.080
 E2N  C10  H9   single    0.930  0.020  1.080
 E2N  C13  H11  single    0.930  0.020  1.080
 E2N  O1   H12  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
 E2N  H3   C1   H2   108.37  3.000
 E2N  H3   C1   H1   109.04  3.000
 E2N  H2   C1   H1   108.74  3.000
 E2N  H3   C1   N1   109.06  3.000
 E2N  H2   C1   N1   110.20  3.000
 E2N  H1   C1   N1   111.38  3.000
 E2N  N2   C2   O1   122.92  3.000
 E2N  O1   C2   C3   124.63  3.000
 E2N  N2   C2   C3   112.45  3.000
 E2N  C5   C3   C4   133.78  3.000
 E2N  C5   C3   C2   103.53  3.000
 E2N  C4   C3   C2   122.68  3.000
 E2N  O3   C4   O2   125.91  3.000
 E2N  O2   C4   C3   120.42  3.000
 E2N  O3   C4   C3   113.67  3.000
 E2N  N2   N1   C5   112.72  3.000
 E2N  N2   N1   C1   118.95  3.000
 E2N  C5   N1   C1   128.15  3.000
 E2N  C6   C5   N1   123.03  3.000
 E2N  N1   C5   C3   106.82  3.000
 E2N  C6   C5   C3   130.15  3.000
 E2N  H5   C6   H4   108.15  3.000
 E2N  H5   C6   O4   110.37  3.000
 E2N  H4   C6   O4   111.26  3.000
 E2N  H5   C6   C5   110.90  3.000
 E2N  H4   C6   C5   108.56  3.000
 E2N  O4   C6   C5   107.62  3.000
 E2N  O4   C7   C13  115.88  3.000
 E2N  O4   C7   C8   124.51  3.000
 E2N  C13  C7   C8   119.61  3.000
 E2N  H6   C8   C9   118.82  3.000
 E2N  H6   C8   C7   121.64  3.000
 E2N  C9   C8   C7   119.53  3.000
 E2N  H7   C9   C10  119.64  3.000
 E2N  H7   C9   C8   119.00  3.000
 E2N  C10  C9   C8   121.36  3.000
 E2N  N1   N2   C2   104.48  3.000
 E2N  H9   C10  C11  121.64  3.000
 E2N  H9   C10  C9   119.71  3.000
 E2N  C11  C10  C9   118.65  3.000
 E2N  C13  C11  C12  117.85  3.000
 E2N  C13  C11  C10  120.87  3.000
 E2N  C12  C11  C10  121.27  3.000
 E2N  F3   C12  F2   106.96  3.000
 E2N  F3   C12  F1   106.39  3.000
 E2N  F2   C12  F1   106.96  3.000
 E2N  F3   C12  C11  111.65  3.000
 E2N  F2   C12  C11  112.83  3.000
 E2N  F1   C12  C11  111.67  3.000
 E2N  H11  C13  C11  121.31  3.000
 E2N  H11  C13  C7   118.71  3.000
 E2N  C11  C13  C7   119.98  3.000
 E2N  C7   O4   C6   118.55  3.000
 E2N  H12  O1   C2   101.87  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
 E2N  CONST_01  N1   C5   C3   C2      0.00   0.0  0
 E2N  CONST_02  C5   N1   N2   C2      0.00   0.0  0
 E2N  CONST_03  N2   N1   C5   C3      0.00   0.0  0
 E2N  CONST_04  N1   N2   C2   C3      0.00   0.0  0
 E2N  CONST_05  N2   C2   C3   C5      0.00   0.0  0
 E2N  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 E2N  CONST_07  C10  C11  C13  C7      0.00   0.0  0
 E2N  CONST_08  C11  C10  C9   C8      0.00   0.0  0
 E2N  CONST_09  C11  C13  C7   C8      0.00   0.0  0
 E2N  CONST_10  C13  C11  C10  C9      0.00   0.0  0
 E2N  CONST_11  C13  C7   C8   C9      0.00   0.0  0
 E2N  CONST_12  C3   C5   N1   C1    180.00   0.0  0
 E2N  CONST_13  C2   N2   N1   C1    180.00   0.0  0
 E2N  CONST_14  C6   C5   C3   C2    180.00   0.0  0
 E2N  CONST_15  N1   C5   C3   C4    180.00   0.0  0
 E2N  CONST_16  N2   C2   C3   C4    180.00   0.0  0
 E2N  CONST_17  O1   C2   N2   N1    180.00   0.0  0
 E2N  CONST_18  O1   C2   C3   C5    180.00   0.0  0
 E2N  CONST_19  N2   N1   C5   C6    180.00   0.0  0
 E2N  CONST_20  C12  C11  C13  C7    180.00   0.0  0
 E2N  CONST_21  C12  C11  C10  C9    180.00   0.0  0
 E2N  CONST_22  O4   C7   C8   C9    180.00   0.0  0
 E2N  CONST_23  O4   C7   C13  C11   180.00   0.0  0
 E2N  CONST_24  H7   C9   C8   C7    180.00   0.0  0
 E2N  CONST_25  H9   C10  C9   C8    180.00   0.0  0
 E2N  CONST_26  H11  C13  C7   C8    180.00   0.0  0
 E2N  CONST_27  H6   C8   C9   C10   180.00   0.0  0
 E2N  Var_01    O3   C4   C3   C2     -1.15  30.0  2
 E2N  Var_02    O4   C6   C5   C3   -112.81  30.0  2
 E2N  Var_03    C8   C7   O4   C6     -4.90  30.0  2
 E2N  Var_04    F1   C12  C11  C10  -118.86  30.0  2
 E2N  Var_05    H1   C1   N1   C5    -93.97  30.0  2

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
 E2N  plan-1  C1   0.020
 E2N  plan-1  C2   0.020
 E2N  plan-1  C3   0.020
 E2N  plan-1  C4   0.020
 E2N  plan-1  N1   0.020
 E2N  plan-1  C5   0.020
 E2N  plan-1  C6   0.020
 E2N  plan-1  N2   0.020
 E2N  plan-1  O1   0.020
 E2N  plan-2  C7   0.020
 E2N  plan-2  C8   0.020
 E2N  plan-2  C9   0.020
 E2N  plan-2  C10  0.020
 E2N  plan-2  C11  0.020
 E2N  plan-2  C12  0.020
 E2N  plan-2  C13  0.020
 E2N  plan-2  O4   0.020
 E2N  plan-2  H6   0.020
 E2N  plan-2  H7   0.020
 E2N  plan-2  H9   0.020
 E2N  plan-2  H11  0.020
 E2N  plan-3  C3   0.020
 E2N  plan-3  C4   0.020
 E2N  plan-3  O2   0.020
 E2N  plan-3  O3   0.020

