# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 20:02:35 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: (4-bromo-3-cyclopropyl-1H-pyrazol-1-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cn1cc(Br)c(n1)C2CC2
#
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
 4A5  4A5  '(4-bromo-3-cyclopropyl-1H-pyrazol-1-yl)acetic acid'  ligand  21  13  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4A5
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
 4A5  C5   C   CR15   0   0.077  -0.3145   1.3072   0.2229
 4A5  C4   C   CR5    0  -0.403   0.7808   0.4986   0.0222
 4A5  C1   C   CR5    0   0.367   0.3535  -0.8080   0.3190
 4A5  C10  C   C      0   0.413  -3.5494   0.7565  -0.4390
 4A5  C8   C   CH2    0  -0.471   0.6935  -3.1491  -0.7026
 4A5  C9   C   CH2    0  -0.473   0.5533  -3.3356   0.7722
 4A5  C6   C   CH1    0  -0.354   1.1282  -2.0575   0.2423
 4A5  N3   N   N      0  -0.314  -0.9190  -0.7776   0.6764
 4A5  N2   N   NR5    0  -0.235  -1.2985   0.4949   0.6229
 4A5  O12  O   O      0  -0.587  -2.9665   0.5691  -1.5156
 4A5  O13  O   OC    -1  -0.615  -4.7675   0.9079  -0.2320
 4A5  BR1  BR  BR     0  -0.065   2.4765   1.0409  -0.5272
 4A5  H1   H   HCR5   0   0.303  -0.4417   2.3723   0.1178
 4A5  H2   H   HCH2   0   0.253   1.4646  -3.7004  -1.2249
 4A5  H3   H   HCH2   0   0.250  -0.2055  -2.9729  -1.2798
 4A5  H4   H   HCH2   0   0.252  -0.4415  -3.2960   1.1968
 4A5  H5   H   HCH2   0   0.256   1.2284  -4.0181   1.2717
 4A5  H6   H   HCH1   0   0.264   2.1988  -1.9280   0.3508
 4A5  H7   H   HCH2   0   0.266  -2.7118   1.8708   1.2190
 4A5  H8   H   HCH2   0   0.267  -3.0770   0.2036   1.6196
 4A5  C7   C   CH2    0  -0.452  -2.6779   0.8488   0.8369

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
 4A5  C9   C8   single    1.493  0.020  1.493
 4A5  C9   C6   single    1.498  0.020  1.498
 4A5  C8   C6   single    1.508  0.020  1.508
 4A5  C6   C1   single    1.472  0.020  1.472
 4A5  BR1  C4   single    1.863  0.020  1.863
 4A5  C1   C4   aromatic  1.406  0.020  1.406
 4A5  C1   N3   aromatic  1.322  0.020  1.322
 4A5  C4   C5   aromatic  1.376  0.020  1.376
 4A5  N3   N2   aromatic  1.329  0.020  1.329
 4A5  C5   N2   aromatic  1.337  0.020  1.337
 4A5  N2   C7   single    1.440  0.020  1.440
 4A5  O12  C10  deloc     1.239  0.020  1.239
 4A5  C10  C7   single    1.548  0.020  1.548
 4A5  C10  O13  deloc     1.245  0.020  1.245
 4A5  C5   H1   single    0.930  0.020  1.080
 4A5  C8   H2   single    0.970  0.020  1.090
 4A5  C8   H3   single    0.970  0.020  1.090
 4A5  C9   H4   single    0.970  0.020  1.090
 4A5  C9   H5   single    0.970  0.020  1.090
 4A5  C6   H6   single    0.970  0.020  1.090
 4A5  C7   H7   single    0.970  0.020  1.090
 4A5  C7   H8   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
 4A5  H1   C5   N2   122.86  3.000
 4A5  H1   C5   C4   131.33  3.000
 4A5  N2   C5   C4   105.81  3.000
 4A5  BR1  C4   C1   127.53  3.000
 4A5  C1   C4   C5   105.86  3.000
 4A5  BR1  C4   C5   126.61  3.000
 4A5  N3   C1   C6   122.69  3.000
 4A5  N3   C1   C4   109.15  3.000
 4A5  C6   C1   C4   128.15  3.000
 4A5  O13  C10  O12  128.57  3.000
 4A5  O13  C10  C7   113.99  3.000
 4A5  O12  C10  C7   117.43  3.000
 4A5  H3   C8   H2   114.66  3.000
 4A5  H3   C8   C6   117.11  3.000
 4A5  H2   C8   C6   117.76  3.000
 4A5  H3   C8   C9   117.96  3.000
 4A5  H2   C8   C9   118.68  3.000
 4A5  C6   C8   C9    59.90  3.000
 4A5  H5   C9   H4   114.54  3.000
 4A5  H5   C9   C6   117.51  3.000
 4A5  H4   C9   C6   117.40  3.000
 4A5  H5   C9   C8   118.43  3.000
 4A5  H4   C9   C8   117.98  3.000
 4A5  C6   C9   C8    60.54  3.000
 4A5  H6   C6   C9   116.46  3.000
 4A5  H6   C6   C8   115.72  3.000
 4A5  C9   C6   C8    59.56  3.000
 4A5  H6   C6   C1   114.40  3.000
 4A5  C8   C6   C1   119.69  3.000
 4A5  C9   C6   C1   120.24  3.000
 4A5  N2   N3   C1   106.62  3.000
 4A5  N3   N2   C7   120.19  3.000
 4A5  C7   N2   C5   126.87  3.000
 4A5  N3   N2   C5   112.55  3.000
 4A5  H8   C7   H7   106.94  3.000
 4A5  H8   C7   N2   108.17  3.000
 4A5  H7   C7   N2   108.17  3.000
 4A5  H8   C7   C10  110.52  3.000
 4A5  H7   C7   C10  109.08  3.000
 4A5  N2   C7   C10  113.71  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
 4A5  CONST_01  N3   C1   C4  C5    0.00   0.0  0
 4A5  CONST_02  C1   N3   N2  C5    0.00   0.0  0
 4A5  CONST_03  N2   N3   C1  C4    0.00   0.0  0
 4A5  CONST_04  N3   N2   C5  C4    0.00   0.0  0
 4A5  CONST_05  N2   C5   C4  C1    0.00   0.0  0
 4A5  CONST_06  C6   C1   C4  C5  180.00   0.0  0
 4A5  CONST_07  N2   N3   C1  C6  180.00   0.0  0
 4A5  CONST_08  C7   N2   C5  C4  180.00   0.0  0
 4A5  CONST_09  C7   N2   N3  C1  180.00   0.0  0
 4A5  CONST_10  BR1  C4   C1  C6    0.00   0.0  0
 4A5  CONST_11  BR1  C4   C1  N3  180.00   0.0  0
 4A5  CONST_12  BR1  C4   C5  N2  180.00   0.0  0
 4A5  CONST_13  H1   C5   C4  C1  180.00   0.0  0
 4A5  Var_01    C9   C6   C1  C4  171.92  30.0  3
 4A5  Var_02    C8   C9   C6  C1  108.81  30.0  1
 4A5  Var_03    C10  C7   N2  C5   87.07  30.0  2
 4A5  Var_04    O12  C10  C7  N2   -9.13  30.0  2

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
 4A5  chir_01  C6  C9  C8  C1  both

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
 4A5  plan-1  C5   0.020
 4A5  plan-1  C4   0.020
 4A5  plan-1  C1   0.020
 4A5  plan-1  C6   0.020
 4A5  plan-1  N3   0.020
 4A5  plan-1  N2   0.020
 4A5  plan-1  BR1  0.020
 4A5  plan-1  H1   0.020
 4A5  plan-1  C7   0.020
 4A5  plan-2  C10  0.020
 4A5  plan-2  O12  0.020
 4A5  plan-2  O13  0.020
 4A5  plan-2  C7   0.020

