# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 03:11:44 2022
#   Inital geometry file: a 53 line input string
#   Ligand name: (5P)-5-(5-methylfuran-2-yl)-1H-pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc(cc1)c2[nH]ncc2
#
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
 N2Q  N2Q  "(5P)-5-(5-methylfuran-2-yl)-1H-pyrazole"
  ligand  19  11  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_N2Q
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
 N2Q  O4   O  O     0  -0.433  17.5893   -9.7902  -22.7104
 N2Q  C11  C  CH3   0  -0.755  15.6573  -11.2511  -22.7590
 N2Q  C10  C  CR15  0  -0.494  19.8263   -8.1525  -23.7276
 N2Q  C9   C  CR15  0  -0.102  20.9625   -7.3339  -23.6461
 N2Q  C1   C  CR15  0  -0.352  17.8853   -9.2566  -20.5791
 N2Q  C2   C  CR15  0  -0.366  16.7585  -10.1213  -20.6885
 N2Q  C6   C  CR5   0   0.319  19.4488   -8.3464  -22.4115
 N2Q  C5   C  CR5   0   0.361  18.3536   -9.0892  -21.8444
 N2Q  C3   C  CR5   0   0.349  16.6201  -10.4162  -22.0061
 N2Q  N7   N  NR15  0  -0.518  20.3428   -7.6630  -21.6670
 N2Q  N8   N  N     0  -0.254  21.2656   -7.0443  -22.3942
 N2Q  H1   H  HCH3  0   0.256  16.1572  -12.0555  -23.3016
 N2Q  H2   H  HCH3  0   0.259  14.9473  -11.7019  -22.0690
 N2Q  H3   H  HCH3  0   0.256  15.0943  -10.6632  -23.4863
 N2Q  H5   H  HCR5  0   0.261  21.5639   -6.9488  -24.4555
 N2Q  H6   H  HCR5  0   0.265  18.2890   -8.8197  -19.6793
 N2Q  H7   H  HCR5  0   0.262  16.1300  -10.4786  -19.8887
 N2Q  H8   H  HNR5  0   0.420  20.3755   -7.5947  -20.6616
 N2Q  H4   H  HCR5  0   0.266  19.3495   -8.5402  -24.6119

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
 N2Q  C10  C9  aromatic  1.403  0.020  1.403
 N2Q  C10  C6  aromatic  1.383  0.020  1.383
 N2Q  C9   N8  aromatic  1.320  0.020  1.320
 N2Q  O4   C3  aromatic  1.352  0.020  1.352
 N2Q  O4   C5  aromatic  1.351  0.020  1.351
 N2Q  C11  C3  single    1.480  0.020  1.480
 N2Q  C6   C5  single    1.440  0.020  1.440
 N2Q  C6   N7  aromatic  1.349  0.020  1.349
 N2Q  N8   N7  aromatic  1.328  0.020  1.328
 N2Q  C3   C2  aromatic  1.357  0.020  1.357
 N2Q  C5   C1  aromatic  1.360  0.020  1.360
 N2Q  C2   C1  aromatic  1.425  0.020  1.425
 N2Q  C11  H1  single    0.970  0.020  1.090
 N2Q  C11  H2  single    0.970  0.020  1.090
 N2Q  C11  H3  single    0.970  0.020  1.090
 N2Q  C10  H4  single    0.930  0.020  1.080
 N2Q  C9   H5  single    0.930  0.020  1.080
 N2Q  C1   H6  single    0.930  0.020  1.080
 N2Q  C2   H7  single    0.930  0.020  1.080
 N2Q  N7   H8  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
 N2Q  C3   O4   C5   108.18  3.000
 N2Q  H3   C11  H2   108.01  3.000
 N2Q  H3   C11  H1   107.57  3.000
 N2Q  H2   C11  H1   107.99  3.000
 N2Q  H3   C11  C3   111.76  3.000
 N2Q  H2   C11  C3   109.61  3.000
 N2Q  H1   C11  C3   111.75  3.000
 N2Q  H4   C10  C6   127.61  3.000
 N2Q  H4   C10  C9   128.05  3.000
 N2Q  C6   C10  C9   104.34  3.000
 N2Q  H5   C9   N8   120.32  3.000
 N2Q  H5   C9   C10  128.02  3.000
 N2Q  N8   C9   C10  111.66  3.000
 N2Q  H6   C1   C5   126.69  3.000
 N2Q  H6   C1   C2   127.30  3.000
 N2Q  C5   C1   C2   106.01  3.000
 N2Q  H7   C2   C3   126.06  3.000
 N2Q  H7   C2   C1   127.25  3.000
 N2Q  C3   C2   C1   106.68  3.000
 N2Q  N7   C6   C5   123.23  3.000
 N2Q  N7   C6   C10  105.86  3.000
 N2Q  C5   C6   C10  130.91  3.000
 N2Q  C6   C5   C1   133.80  3.000
 N2Q  C1   C5   O4   109.74  3.000
 N2Q  C6   C5   O4   116.46  3.000
 N2Q  C2   C3   C11  133.05  3.000
 N2Q  C2   C3   O4   109.39  3.000
 N2Q  C11  C3   O4   117.56  3.000
 N2Q  H8   N7   N8   119.47  3.000
 N2Q  H8   N7   C6   127.30  3.000
 N2Q  N8   N7   C6   113.22  3.000
 N2Q  N7   N8   C9   104.92  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
 N2Q  CONST_01  C1   C2   C3   O4      0.00   0.0  0
 N2Q  CONST_02  C10  C6   C5   O4      0.00   0.0  0
 N2Q  CONST_03  N7   C6   C5   O4    180.00   0.0  0
 N2Q  CONST_04  C2   C1   C5   O4      0.00   0.0  0
 N2Q  CONST_05  N7   N8   C9   C10     0.00   0.0  0
 N2Q  CONST_06  C1   C5   C6   C10   180.00   0.0  0
 N2Q  CONST_07  N8   N7   C6   C10     0.00   0.0  0
 N2Q  CONST_08  C5   C6   C10  C9    180.00   0.0  0
 N2Q  CONST_09  N7   C6   C10  C9      0.00   0.0  0
 N2Q  CONST_10  C6   N7   N8   C9      0.00   0.0  0
 N2Q  CONST_11  C3   O4   C5   C1      0.00   0.0  0
 N2Q  CONST_12  N7   C6   C5   C1      0.00   0.0  0
 N2Q  CONST_13  C5   O4   C3   C2      0.00   0.0  0
 N2Q  CONST_14  C6   C5   C1   C2    180.00   0.0  0
 N2Q  CONST_15  N8   C9   C10  C6      0.00   0.0  0
 N2Q  CONST_16  C3   O4   C5   C6    180.00   0.0  0
 N2Q  CONST_17  N8   N7   C6   C5    180.00   0.0  0
 N2Q  CONST_18  C3   C2   C1   C5      0.00   0.0  0
 N2Q  CONST_19  C5   O4   C3   C11   180.00   0.0  0
 N2Q  CONST_20  C1   C2   C3   C11   180.00   0.0  0
 N2Q  CONST_21  H7   C2   C3   O4    180.00   0.0  0
 N2Q  CONST_22  H6   C1   C5   O4    180.00   0.0  0
 N2Q  CONST_23  H8   N7   C6   C10   180.00   0.0  0
 N2Q  CONST_24  H8   N7   N8   C9    180.00   0.0  0
 N2Q  CONST_25  H5   C9   C10  C6    180.00   0.0  0
 N2Q  CONST_26  H6   C1   C5   C6      0.00   0.0  0
 N2Q  CONST_27  H4   C10  C6   C5      0.00   0.0  0
 N2Q  CONST_28  H8   N7   C6   C5      0.00   0.0  0
 N2Q  CONST_29  H7   C2   C1   C5    180.00   0.0  0
 N2Q  CONST_30  H6   C1   C2   C3    180.00   0.0  0
 N2Q  CONST_31  H4   C10  C6   N7    180.00   0.0  0
 N2Q  CONST_32  H5   C9   N8   N7    180.00   0.0  0
 N2Q  CONST_33  H4   C10  C9   N8    180.00   0.0  0
 N2Q  Var_01    H1   C11  C3   O4     59.53  30.0  2
 N2Q  Var_02    H2   C11  C3   O4    179.21  30.0  2
 N2Q  Var_03    H3   C11  C3   O4    -61.08  30.0  2
 N2Q  Var_04    H1   C11  C3   C2   -120.36  30.0  2
 N2Q  Var_05    H2   C11  C3   C2     -0.68  30.0  2
 N2Q  Var_06    H3   C11  C3   C2    119.03  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
 N2Q  plan-1  O4   0.020
 N2Q  plan-1  C11  0.020
 N2Q  plan-1  C1   0.020
 N2Q  plan-1  C2   0.020
 N2Q  plan-1  C6   0.020
 N2Q  plan-1  C5   0.020
 N2Q  plan-1  C3   0.020
 N2Q  plan-1  H6   0.020
 N2Q  plan-1  H7   0.020
 N2Q  plan-2  C10  0.020
 N2Q  plan-2  C9   0.020
 N2Q  plan-2  C6   0.020
 N2Q  plan-2  C5   0.020
 N2Q  plan-2  N7   0.020
 N2Q  plan-2  N8   0.020
 N2Q  plan-2  H5   0.020
 N2Q  plan-2  H8   0.020
 N2Q  plan-2  H4   0.020

