# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 21:35:51 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(C)[nH]nc1C
#
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
 DEE  DEE  'ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate'  ligand  24  12  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DEE
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
 DEE  O7    O  O     0  -0.466  -1.8698   0.4108   1.2019
 DEE  C6    C  C     0   0.515  -0.7649   0.0827   0.8274
 DEE  O8    O  O2    0  -0.463   0.2188  -0.2454   1.6578
 DEE  C11   C  CH2   0  -0.177  -0.0378  -0.1944   3.0673
 DEE  C12   C  CH3   0  -0.685   1.2418  -0.5620   3.7787
 DEE  C1    C  CR5   0  -0.367  -0.3633   0.0045  -0.5668
 DEE  C4    C  CR5   0   0.297  -1.1751   0.3083  -1.6914
 DEE  C9    C  CH3   0  -0.729  -2.5925   0.7604  -1.7287
 DEE  C5    C  CR5   0   0.472   0.8688  -0.3696  -1.0972
 DEE  C10   C  CH3   0  -0.733   2.1501  -0.8103  -0.4881
 DEE  N2    N  NR15  0  -0.483   0.7184  -0.2694  -2.4182
 DEE  N3    N  N     0  -0.287  -0.4964   0.1351  -2.8038
 DEE  H111  H  HCH2  0   0.232  -0.8401  -0.8899   3.3230
 DEE  H112  H  HCH2  0   0.232  -0.3637   0.8093   3.3479
 DEE  H121  H  HCH3  0   0.237   1.0752  -0.5310   4.8551
 DEE  H122  H  HCH3  0   0.235   1.5712  -1.5684   3.5197
 DEE  H123  H  HCH3  0   0.234   2.0444   0.1375   3.5443
 DEE  H91   H  HCH3  0   0.247  -3.2582   0.0192  -1.2866
 DEE  H92   H  HCH3  0   0.246  -2.7312   1.6862  -1.1713
 DEE  H93   H  HCH3  0   0.242  -2.9036   0.9288  -2.7582
 DEE  H101  H  HCH3  0   0.263   2.0128  -1.7177   0.0979
 DEE  H102  H  HCH3  0   0.255   2.8923  -1.0132  -1.2589
 DEE  H103  H  HCH3  0   0.263   2.5523  -0.0490   0.1782
 DEE  HN2   H  HNR5  0   0.421   1.4182  -0.4703  -3.1160

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
 DEE  O7   C6    double    1.212  0.020  1.212
 DEE  C6   O8    single    1.329  0.020  1.329
 DEE  C6   C1    single    1.453  0.020  1.453
 DEE  O8   C11   single    1.434  0.020  1.434
 DEE  C11  C12   single    1.510  0.020  1.510
 DEE  C11  H111  single    0.970  0.020  1.090
 DEE  C11  H112  single    0.970  0.020  1.090
 DEE  C12  H121  single    0.970  0.020  1.090
 DEE  C12  H122  single    0.970  0.020  1.090
 DEE  C12  H123  single    0.970  0.020  1.090
 DEE  C1   C4    aromatic  1.420  0.020  1.420
 DEE  C1   C5    aromatic  1.393  0.020  1.393
 DEE  C4   C9    single    1.488  0.020  1.488
 DEE  C4   N3    aromatic  1.315  0.020  1.315
 DEE  C9   H91   single    0.970  0.020  1.090
 DEE  C9   H92   single    0.970  0.020  1.090
 DEE  C9   H93   single    0.970  0.020  1.090
 DEE  C5   C10   single    1.486  0.020  1.486
 DEE  C5   N2    aromatic  1.333  0.020  1.333
 DEE  C10  H101  single    0.970  0.020  1.090
 DEE  C10  H102  single    0.970  0.020  1.090
 DEE  C10  H103  single    0.970  0.020  1.090
 DEE  N2   N3    aromatic  1.337  0.020  1.337
 DEE  N2   HN2   single    0.860  0.020  1.020

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
 DEE  C1    C6   O8    112.45  3.000
 DEE  C1    C6   O7    124.27  3.000
 DEE  O8    C6   O7    123.28  3.000
 DEE  C11   O8   C6    118.25  3.000
 DEE  H112  C11  H111  107.81  3.000
 DEE  H112  C11  C12   110.84  3.000
 DEE  H111  C11  C12   110.94  3.000
 DEE  H112  C11  O8    109.81  3.000
 DEE  H111  C11  O8    109.82  3.000
 DEE  C12   C11  O8    107.63  3.000
 DEE  H123  C12  H122  108.59  3.000
 DEE  H123  C12  H121  107.86  3.000
 DEE  H122  C12  H121  107.88  3.000
 DEE  H123  C12  C11   111.50  3.000
 DEE  H122  C12  C11   111.65  3.000
 DEE  H121  C12  C11   109.21  3.000
 DEE  C5    C1   C4    105.17  3.000
 DEE  C5    C1   C6    128.64  3.000
 DEE  C4    C1   C6    126.19  3.000
 DEE  N3    C4   C9    120.70  3.000
 DEE  N3    C4   C1    110.30  3.000
 DEE  C9    C4   C1    129.00  3.000
 DEE  H93   C9   H92   108.42  3.000
 DEE  H93   C9   H91   108.32  3.000
 DEE  H92   C9   H91   107.01  3.000
 DEE  H93   C9   C4    110.05  3.000
 DEE  H92   C9   C4    111.50  3.000
 DEE  H91   C9   C4    111.40  3.000
 DEE  N2    C5   C10   121.72  3.000
 DEE  N2    C5   C1    104.91  3.000
 DEE  C10   C5   C1    133.36  3.000
 DEE  H103  C10  H102  108.16  3.000
 DEE  H103  C10  H101  107.45  3.000
 DEE  H102  C10  H101  108.16  3.000
 DEE  H103  C10  C5    111.23  3.000
 DEE  H102  C10  C5    110.66  3.000
 DEE  H101  C10  C5    111.05  3.000
 DEE  HN2   N2   N3    119.41  3.000
 DEE  HN2   N2   C5    126.32  3.000
 DEE  N3    N2   C5    114.26  3.000
 DEE  N2    N3   C4    105.36  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
 DEE  CONST_01  N2    N3   C4   C1      0.00   0.0  0
 DEE  CONST_02  N3    N2   C5   C1      0.00   0.0  0
 DEE  CONST_03  N2    C5   C1   C4      0.00   0.0  0
 DEE  CONST_04  C5    N2   N3   C4      0.00   0.0  0
 DEE  CONST_05  N3    C4   C1   C5      0.00   0.0  0
 DEE  CONST_06  N3    C4   C1   C6    180.00   0.0  0
 DEE  CONST_07  N2    C5   C1   C6    180.00   0.0  0
 DEE  CONST_08  C10   C5   C1   C4    180.00   0.0  0
 DEE  CONST_09  C5    C1   C4   C9    180.00   0.0  0
 DEE  CONST_10  N2    N3   C4   C9    180.00   0.0  0
 DEE  CONST_11  N3    N2   C5   C10   180.00   0.0  0
 DEE  CONST_12  HN2   N2   C5   C1    180.00   0.0  0
 DEE  Var_01    C4    C1   C6   O7      0.82  30.0  2
 DEE  Var_02    H91   C9   C4   C1    -61.31  30.0  2
 DEE  Var_03    H101  C10  C5   C1     59.99  30.0  2
 DEE  Var_04    C1    C6   O8   C11   179.23  30.0  1
 DEE  Var_05    C12   C11  O8   C6   -178.05  30.0  3
 DEE  Var_06    H121  C12  C11  O8    179.99  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
 DEE  plan-1  C6   0.020
 DEE  plan-1  C1   0.020
 DEE  plan-1  C4   0.020
 DEE  plan-1  C9   0.020
 DEE  plan-1  C5   0.020
 DEE  plan-1  C10  0.020
 DEE  plan-1  N2   0.020
 DEE  plan-1  N3   0.020
 DEE  plan-1  HN2  0.020
 DEE  plan-2  O7   0.020
 DEE  plan-2  C6   0.020
 DEE  plan-2  O8   0.020
 DEE  plan-2  C1   0.020

