# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 13:09:52 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 5-methyl-1-phenyl-pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n(ncc1C(O)=O)c2ccccc2
#
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
 9FH  9FH  '5-methyl-1-phenyl-pyrazole-4-carboxylic acid'  ligand  24  15  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9FH
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
 9FH  C10  C  CR15   0  -0.056   1.5021  -1.5785  -0.2948
 9FH  C15  C  CH3    0  -0.746   0.5757   1.8945   0.4688
 9FH  C01  C  CR16   0  -0.254  -3.8212  -0.8329   0.6484
 9FH  C02  C  CR16   0  -0.255  -4.3684   0.2808   0.0231
 9FH  C03  C  CR16   0  -0.255  -3.5390   1.1650  -0.6522
 9FH  C04  C  CR16   0  -0.279  -2.1704   0.9409  -0.7079
 9FH  C05  C  CR6    0   0.322  -1.6273  -0.1644  -0.0638
 9FH  C06  C  CR16   0  -0.282  -2.4535  -1.0562   0.6125
 9FH  N07  N  NR5    0  -0.440  -0.2377  -0.4077  -0.1038
 9FH  C08  C  CR5    0   0.421   0.7822   0.4649   0.1144
 9FH  C09  C  CR5    0  -0.394   1.9466  -0.2719  -0.0129
 9FH  N11  N  N      0  -0.290   0.1928  -1.6562  -0.3466
 9FH  C12  C  C      0   0.353   3.3746   0.1640   0.1235
 9FH  O13  O  OC    -1  -0.604   4.2286  -0.7414   0.0314
 9FH  O14  O  O      0  -0.596   3.5943   1.3780   0.3125
 9FH  H1   H  HCR5   0   0.253   2.1045  -2.4579  -0.4681
 9FH  H2   H  HCH3   0   0.252   0.5200   2.5275  -0.4188
 9FH  H3   H  HCH3   0   0.248  -0.3411   2.0426   1.0381
 9FH  H4   H  HCH3   0   0.271   1.4186   2.2421   1.0574
 9FH  H7   H  HCR6   0   0.264  -3.9562   2.0293  -1.1515
 9FH  H8   H  HCR6   0   0.274  -1.5363   1.6180  -1.2641
 9FH  H9   H  HCR6   0   0.269  -2.0264  -1.9172   1.1084
 9FH  H5   H  HCR6   0   0.263  -4.4598  -1.5286   1.1764
 9FH  H6   H  HCR6   0   0.261  -5.4353   0.4570   0.0606

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
 9FH  C15  C08  single    1.487  0.020  1.487
 9FH  O14  C12  deloc     1.248  0.020  1.248
 9FH  C03  C04  aromatic  1.388  0.020  1.388
 9FH  C03  C02  aromatic  1.388  0.020  1.388
 9FH  C04  C05  aromatic  1.390  0.020  1.390
 9FH  C02  C01  aromatic  1.389  0.020  1.389
 9FH  C08  C09  aromatic  1.384  0.020  1.384
 9FH  C08  N07  aromatic  1.360  0.020  1.360
 9FH  C12  C09  single    1.499  0.020  1.499
 9FH  C12  O13  deloc     1.248  0.020  1.248
 9FH  C05  N07  single    1.411  0.020  1.411
 9FH  C05  C06  aromatic  1.391  0.020  1.391
 9FH  C09  C10  aromatic  1.409  0.020  1.409
 9FH  C01  C06  aromatic  1.386  0.020  1.386
 9FH  N07  N11  aromatic  1.343  0.020  1.343
 9FH  N11  C10  aromatic  1.313  0.020  1.313
 9FH  C10  H1   single    0.930  0.020  1.080
 9FH  C15  H2   single    0.970  0.020  1.090
 9FH  C15  H3   single    0.970  0.020  1.090
 9FH  C15  H4   single    0.970  0.020  1.090
 9FH  C01  H5   single    0.930  0.020  1.080
 9FH  C02  H6   single    0.930  0.020  1.080
 9FH  C03  H7   single    0.930  0.020  1.080
 9FH  C04  H8   single    0.930  0.020  1.080
 9FH  C06  H9   single    0.930  0.020  1.080

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
 9FH  H1   C10  N11  120.12  3.000
 9FH  H1   C10  C09  127.69  3.000
 9FH  N11  C10  C09  112.18  3.000
 9FH  H4   C15  H3   109.07  3.000
 9FH  H4   C15  H2   107.15  3.000
 9FH  H3   C15  H2   107.65  3.000
 9FH  H4   C15  C08  109.23  3.000
 9FH  H3   C15  C08  111.84  3.000
 9FH  H2   C15  C08  111.76  3.000
 9FH  H5   C01  C06  119.43  3.000
 9FH  H5   C01  C02  120.16  3.000
 9FH  C06  C01  C02  120.40  3.000
 9FH  H6   C02  C03  120.16  3.000
 9FH  H6   C02  C01  120.22  3.000
 9FH  C03  C02  C01  119.62  3.000
 9FH  H7   C03  C04  119.38  3.000
 9FH  H7   C03  C02  120.21  3.000
 9FH  C04  C03  C02  120.40  3.000
 9FH  H8   C04  C05  120.47  3.000
 9FH  H8   C04  C03  119.85  3.000
 9FH  C05  C04  C03  119.67  3.000
 9FH  N07  C05  C06  119.21  3.000
 9FH  C06  C05  C04  120.21  3.000
 9FH  N07  C05  C04  120.58  3.000
 9FH  H9   C06  C05  119.92  3.000
 9FH  H9   C06  C01  120.40  3.000
 9FH  C05  C06  C01  119.68  3.000
 9FH  N11  N07  C08  112.65  3.000
 9FH  N11  N07  C05  118.76  3.000
 9FH  C08  N07  C05  128.56  3.000
 9FH  C09  C08  N07  105.94  3.000
 9FH  N07  C08  C15  123.43  3.000
 9FH  C09  C08  C15  130.58  3.000
 9FH  C12  C09  C08  129.66  3.000
 9FH  C12  C09  C10  126.05  3.000
 9FH  C08  C09  C10  104.29  3.000
 9FH  N07  N11  C10  104.93  3.000
 9FH  O14  C12  O13  126.62  3.000
 9FH  O13  C12  C09  115.73  3.000
 9FH  O14  C12  C09  117.66  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
 9FH  CONST_01  N07  C08  C09  C10    0.00   0.0  0
 9FH  CONST_02  C08  N07  N11  C10    0.00   0.0  0
 9FH  CONST_03  C05  N07  N11  C10  180.00   0.0  0
 9FH  CONST_04  C04  C03  C02  C01    0.00   0.0  0
 9FH  CONST_05  C04  C05  C06  C01    0.00   0.0  0
 9FH  CONST_06  N07  C05  C06  C01  180.00   0.0  0
 9FH  CONST_07  C05  C04  C03  C02    0.00   0.0  0
 9FH  CONST_08  C05  C06  C01  C02    0.00   0.0  0
 9FH  CONST_09  N07  C05  C04  C03  180.00   0.0  0
 9FH  CONST_10  C06  C05  C04  C03    0.00   0.0  0
 9FH  CONST_11  C06  C01  C02  C03    0.00   0.0  0
 9FH  CONST_14  C09  C08  N07  C05  180.00   0.0  0
 9FH  CONST_17  C09  C10  N11  N07    0.00   0.0  0
 9FH  CONST_18  N11  C10  C09  C08    0.00   0.0  0
 9FH  CONST_19  N11  N07  C08  C09    0.00   0.0  0
 9FH  CONST_20  C15  C08  C09  C10  180.00   0.0  0
 9FH  CONST_21  C05  N07  C08  C15    0.00   0.0  0
 9FH  CONST_22  N11  N07  C08  C15  180.00   0.0  0
 9FH  CONST_23  C12  C09  C08  N07  180.00   0.0  0
 9FH  CONST_24  C12  C09  C10  N11  180.00   0.0  0
 9FH  CONST_25  H7   C03  C02  C01  180.00   0.0  0
 9FH  CONST_26  H8   C04  C03  C02  180.00   0.0  0
 9FH  CONST_27  H9   C06  C01  C02  180.00   0.0  0
 9FH  CONST_28  H5   C01  C02  C03  180.00   0.0  0
 9FH  CONST_29  H6   C02  C03  C04  180.00   0.0  0
 9FH  CONST_30  H1   C10  N11  N07  180.00   0.0  0
 9FH  Var_01    O14  C12  C09  C10  176.61  30.0  2
 9FH  Var_02    H2   C15  C08  N07  -89.94  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
 9FH  plan-1  C10  0.020
 9FH  plan-1  C15  0.020
 9FH  plan-1  C05  0.020
 9FH  plan-1  N07  0.020
 9FH  plan-1  C08  0.020
 9FH  plan-1  C09  0.020
 9FH  plan-1  N11  0.020
 9FH  plan-1  C12  0.020
 9FH  plan-1  H1   0.020
 9FH  plan-2  C01  0.020
 9FH  plan-2  C02  0.020
 9FH  plan-2  C03  0.020
 9FH  plan-2  C04  0.020
 9FH  plan-2  C05  0.020
 9FH  plan-2  C06  0.020
 9FH  plan-2  N07  0.020
 9FH  plan-2  H7   0.020
 9FH  plan-2  H8   0.020
 9FH  plan-2  H9   0.020
 9FH  plan-2  H5   0.020
 9FH  plan-2  H6   0.020
 9FH  plan-3  C09  0.020
 9FH  plan-3  C12  0.020
 9FH  plan-3  O13  0.020
 9FH  plan-3  O14  0.020

