# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 01:18:11 2021
#   Inital geometry file: a 60 line input string
#   Ligand name: ~{N}-methyl-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1n[nH]c2CCCc12
#
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
 OW8  OW8  ~{N}-methyl-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboxamide  ligand  23  12  .  2022-07-22  2022-07-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_OW8
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
 OW8  C01  C  CH3   0  -0.512  21.7967  -29.0903  25.6754
 OW8  C03  C  C     0   0.496  22.7472  -26.8624  25.9600
 OW8  C04  C  CR5   0   0.035  22.4784  -25.4491  26.2948
 OW8  C05  C  CR55  0  -0.046  23.4040  -24.3963  26.3290
 OW8  C06  C  CH2   0  -0.504  24.8454  -24.0411  26.1698
 OW8  C07  C  CH2   0  -0.467  24.7892  -22.4877  26.1557
 OW8  C08  C  CH2   0  -0.490  23.4583  -22.0523  26.8303
 OW8  C09  C  CR55  0   0.363  22.6658  -23.3035  26.6868
 OW8  N02  N  NH1   0  -0.636  21.6924  -27.6862  25.9886
 OW8  N10  N  NR15  0  -0.492  21.3978  -23.7137  26.8453
 OW8  N11  N  N     0  -0.293  21.2608  -25.0113  26.6057
 OW8  O12  O  O     0  -0.493  23.8829  -27.2285  25.6781
 OW8  H1   H  HCH3  0   0.250  20.8235  -29.5486  25.8255
 OW8  H2   H  HCH3  0   0.236  22.0978  -29.2560  24.6398
 OW8  H3   H  HCH3  0   0.238  22.5150  -29.5933  26.3233
 OW8  H4   H  HCH2  0   0.240  25.4384  -24.4146  27.0091
 OW8  H5   H  HCH2  0   0.244  25.2990  -24.4389  25.2618
 OW8  H6   H  HCH2  0   0.242  25.6554  -22.0373  26.6384
 OW8  H7   H  HCH2  0   0.245  24.7836  -22.1442  25.1203
 OW8  H8   H  HCH2  0   0.257  23.5981  -21.7953  27.8836
 OW8  H9   H  HCH2  0   0.261  23.0135  -21.1849  26.3419
 OW8  H10  H  HNH1  0   0.405  20.7885  -27.3031  26.2119
 OW8  H11  H  HNR5  0   0.419  20.5898  -23.1670  27.0992

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
 OW8  O12  C03  double    1.226  0.020  1.226
 OW8  C03  C04  single    1.477  0.020  1.477
 OW8  C03  N02  single    1.339  0.020  1.339
 OW8  C01  N02  single    1.442  0.020  1.442
 OW8  C04  C05  aromatic  1.402  0.020  1.402
 OW8  C04  N11  aromatic  1.331  0.020  1.331
 OW8  C06  C05  single    1.493  0.020  1.493
 OW8  C06  C07  single    1.555  0.020  1.555
 OW8  C05  C09  aromatic  1.366  0.020  1.366
 OW8  C07  C08  single    1.554  0.020  1.554
 OW8  N11  N10  aromatic  1.327  0.020  1.327
 OW8  C09  N10  aromatic  1.342  0.020  1.342
 OW8  C09  C08  single    1.488  0.020  1.488
 OW8  C01  H1   single    0.970  0.020  1.090
 OW8  C01  H2   single    0.970  0.020  1.090
 OW8  C01  H3   single    0.970  0.020  1.090
 OW8  C06  H4   single    0.970  0.020  1.090
 OW8  C06  H5   single    0.970  0.020  1.090
 OW8  C07  H6   single    0.970  0.020  1.090
 OW8  C07  H7   single    0.970  0.020  1.090
 OW8  C08  H8   single    0.970  0.020  1.090
 OW8  C08  H9   single    0.970  0.020  1.090
 OW8  N02  H10  single    0.860  0.020  1.020
 OW8  N10  H11  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
 OW8  H3   C01  H2   108.19  3.000
 OW8  H3   C01  H1   108.27  3.000
 OW8  H2   C01  H1   108.32  3.000
 OW8  H3   C01  N02  111.58  3.000
 OW8  H2   C01  N02  111.96  3.000
 OW8  H1   C01  N02  108.42  3.000
 OW8  O12  C03  N02  123.44  3.000
 OW8  N02  C03  C04  116.14  3.000
 OW8  O12  C03  C04  120.42  3.000
 OW8  N11  C04  C05  110.56  3.000
 OW8  N11  C04  C03  122.29  3.000
 OW8  C05  C04  C03  127.14  3.000
 OW8  C09  C05  C06  111.05  3.000
 OW8  C09  C05  C04  104.49  3.000
 OW8  C06  C05  C04  144.42  3.000
 OW8  H5   C06  H4   106.80  3.000
 OW8  H5   C06  C07  111.84  3.000
 OW8  H4   C06  C07  111.60  3.000
 OW8  H5   C06  C05  113.81  3.000
 OW8  H4   C06  C05  111.12  3.000
 OW8  C07  C06  C05  101.76  3.000
 OW8  H7   C07  H6   107.13  3.000
 OW8  H7   C07  C08  108.63  3.000
 OW8  H6   C07  C08  111.89  3.000
 OW8  H7   C07  C06  108.87  3.000
 OW8  H6   C07  C06  112.36  3.000
 OW8  C08  C07  C06  107.88  3.000
 OW8  H9   C08  H8   107.26  3.000
 OW8  H9   C08  C09  114.11  3.000
 OW8  H8   C08  C09  111.02  3.000
 OW8  H9   C08  C07  112.19  3.000
 OW8  H8   C08  C07  112.00  3.000
 OW8  C09  C08  C07  100.29  3.000
 OW8  N10  C09  C08  138.48  3.000
 OW8  C08  C09  C05  114.20  3.000
 OW8  N10  C09  C05  107.28  3.000
 OW8  H10  N02  C03  118.55  3.000
 OW8  H10  N02  C01  118.92  3.000
 OW8  C03  N02  C01  122.51  3.000
 OW8  H11  N10  N11  119.54  3.000
 OW8  H11  N10  C09  128.41  3.000
 OW8  N11  N10  C09  112.03  3.000
 OW8  N10  N11  C04  105.63  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
 OW8  CONST_01  N10  C09  C05  C04    0.00   0.0  0
 OW8  CONST_02  C09  N10  N11  C04    0.00   0.0  0
 OW8  CONST_03  N10  N11  C04  C05    0.00   0.0  0
 OW8  CONST_04  N11  N10  C09  C05    0.00   0.0  0
 OW8  CONST_05  N11  C04  C05  C09    0.00   0.0  0
 OW8  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 OW8  CONST_07  C09  C05  C04  C03  180.00   0.0  0
 OW8  CONST_08  N10  N11  C04  C03  180.00   0.0  0
 OW8  CONST_09  H11  N10  N11  C04  180.00   0.0  0
 OW8  CONST_10  C04  C03  N02  C01  180.00   0.0  0
 OW8  CONST_11  H10  N02  C03  C04    0.00   0.0  0
 OW8  CONST_12  O12  C03  N02  C01    0.00   0.0  0
 OW8  Var_01    C07  C06  C05  C04  169.67  30.0  1
 OW8  Var_02    C08  C07  C06  C05   21.18  30.0  1
 OW8  Var_03    C07  C08  C09  C05   13.27  30.0  1
 OW8  Var_04    C09  C08  C07  C06  -20.88  30.0  1
 OW8  Var_05    O12  C03  C04  C05    0.45  30.0  1
 OW8  Var_06    H1   C01  N02  C03  176.75  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
 OW8  plan-1  C01  0.020
 OW8  plan-1  C03  0.020
 OW8  plan-1  C04  0.020
 OW8  plan-1  N02  0.020
 OW8  plan-1  O12  0.020
 OW8  plan-1  H10  0.020
 OW8  plan-2  C03  0.020
 OW8  plan-2  C04  0.020
 OW8  plan-2  C05  0.020
 OW8  plan-2  C06  0.020
 OW8  plan-2  C08  0.020
 OW8  plan-2  C09  0.020
 OW8  plan-2  N10  0.020
 OW8  plan-2  N11  0.020
 OW8  plan-2  H11  0.020

