# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 10:40:27 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: ~{N}-(1-propyl-1,2,3,4-tetrazol-5-yl)furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCn1nnnc1NC(=O)c2occc2
#
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
 GUY  GUY  ~{N}-(1-propyl-1,2,3,4-tetrazol-5-yl)furan-2-carboxamide  ligand  27  16  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GUY
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
 GUY  N1   N  NR5   0  -0.371  -2.2763  -0.2670  -0.3779
 GUY  N3   N  N     0  -0.133  -2.7928  -2.2570  -0.0042
 GUY  C4   C  CR5   0   0.797  -1.1523  -0.9420  -0.1060
 GUY  C5   C  C     0   0.511   1.2696  -1.0032   0.1109
 GUY  C6   C  CR5   0   0.215   2.4516  -0.1469   0.0552
 GUY  C7   C  CR15  0  -0.307   3.7667  -0.4604   0.2008
 GUY  C8   C  CR15  0  -0.330   4.4792   0.7573   0.0424
 GUY  C1   C  CH3   0  -0.669  -2.9701   3.4062   0.3389
 GUY  C2   C  CH2   0  -0.436  -2.7186   1.9376   0.6457
 GUY  C3   C  CH2   0  -0.333  -2.4968   1.1447  -0.6345
 GUY  N2   N  N     0  -0.364  -1.4651  -2.1959   0.1231
 GUY  N4   N  N     0  -0.084  -3.2894  -1.1268  -0.2956
 GUY  N5   N  NH1   0  -0.754   0.0770  -0.3470  -0.0925
 GUY  O1   O  O     0  -0.417   1.3572  -2.1929   0.3176
 GUY  C9   C  CR15  0   0.031   3.5430   1.7135  -0.1856
 GUY  O2   O  O     0  -0.413   2.3135   1.1772  -0.1798
 GUY  H1   H  HCR5  0   0.283   4.1746  -1.4386   0.3955
 GUY  H2   H  HCR5  0   0.280   5.5451   0.9050   0.0923
 GUY  H3   H  HCH3  0   0.243  -3.1634   3.9632   1.2548
 GUY  H4   H  HCH3  0   0.229  -2.1110   3.8637  -0.1533
 GUY  H5   H  HCH3  0   0.229  -3.8354   3.5311  -0.3139
 GUY  H6   H  HCH2  0   0.238  -1.8495   1.8358   1.3003
 GUY  H7   H  HCH2  0   0.246  -3.5702   1.5130   1.1812
 GUY  H8   H  HCH2  0   0.274  -1.6450   1.5284  -1.1990
 GUY  H9   H  HCH2  0   0.297  -3.3622   1.2134  -1.2913
 GUY  H10  H  HNH1  0   0.439   0.1093   0.6465  -0.2712
 GUY  H11  H  HCR5  0   0.296   3.6079   2.7747  -0.3634

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
 GUY  C8  C9   aromatic  1.358  0.020  1.358
 GUY  C8  C7   aromatic  1.420  0.020  1.420
 GUY  C9  O2   aromatic  1.341  0.020  1.341
 GUY  C7  C6   aromatic  1.360  0.020  1.360
 GUY  O2  C6   aromatic  1.352  0.020  1.352
 GUY  C6  C5   single    1.461  0.020  1.461
 GUY  C5  N5   single    1.376  0.020  1.376
 GUY  C5  O1   double    1.211  0.020  1.211
 GUY  N5  C4   single    1.366  0.020  1.366
 GUY  C1  C2   single    1.521  0.020  1.521
 GUY  C4  N1   aromatic  1.339  0.020  1.339
 GUY  C4  N2   aromatic  1.313  0.020  1.313
 GUY  C3  C2   single    1.522  0.020  1.522
 GUY  C3  N1   single    1.452  0.020  1.452
 GUY  N1  N4   aromatic  1.331  0.020  1.331
 GUY  N2  N3   aromatic  1.335  0.020  1.335
 GUY  N4  N3   aromatic  1.268  0.020  1.268
 GUY  C7  H1   single    0.930  0.020  1.080
 GUY  C8  H2   single    0.930  0.020  1.080
 GUY  C1  H3   single    0.970  0.020  1.090
 GUY  C1  H4   single    0.970  0.020  1.090
 GUY  C1  H5   single    0.970  0.020  1.090
 GUY  C2  H6   single    0.970  0.020  1.090
 GUY  C2  H7   single    0.970  0.020  1.090
 GUY  C3  H8   single    0.970  0.020  1.090
 GUY  C3  H9   single    0.970  0.020  1.090
 GUY  N5  H10  single    0.860  0.020  1.020
 GUY  C9  H11  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
 GUY  N4   N1  C3  121.56  3.000
 GUY  N4   N1  C4  107.50  3.000
 GUY  C3   N1  C4  130.81  3.000
 GUY  N4   N3  N2  111.75  3.000
 GUY  N5   C4  N2  128.98  3.000
 GUY  N2   C4  N1  108.48  3.000
 GUY  N5   C4  N1  122.54  3.000
 GUY  O1   C5  N5  123.81  3.000
 GUY  O1   C5  C6  121.60  3.000
 GUY  N5   C5  C6  114.58  3.000
 GUY  O2   C6  C7  110.08  3.000
 GUY  O2   C6  C5  119.88  3.000
 GUY  C7   C6  C5  130.05  3.000
 GUY  H1   C7  C8  127.50  3.000
 GUY  H1   C7  C6  126.49  3.000
 GUY  C8   C7  C6  106.00  3.000
 GUY  H2   C8  C9  126.42  3.000
 GUY  H2   C8  C7  127.52  3.000
 GUY  C9   C8  C7  106.07  3.000
 GUY  H5   C1  H4  107.86  3.000
 GUY  H5   C1  H3  107.69  3.000
 GUY  H4   C1  H3  107.74  3.000
 GUY  H5   C1  C2  111.24  3.000
 GUY  H4   C1  C2  111.45  3.000
 GUY  H3   C1  C2  110.69  3.000
 GUY  H7   C2  H6  106.88  3.000
 GUY  H7   C2  C3  108.88  3.000
 GUY  H6   C2  C3  109.84  3.000
 GUY  H7   C2  C1  110.20  3.000
 GUY  H6   C2  C1  110.01  3.000
 GUY  C3   C2  C1  110.94  3.000
 GUY  H9   C3  H8  106.62  3.000
 GUY  H9   C3  C2  111.02  3.000
 GUY  H8   C3  C2  111.45  3.000
 GUY  H9   C3  N1  106.78  3.000
 GUY  H8   C3  N1  108.34  3.000
 GUY  C2   C3  N1  112.34  3.000
 GUY  C4   N2  N3  105.31  3.000
 GUY  N3   N4  N1  106.96  3.000
 GUY  H10  N5  C5  117.87  3.000
 GUY  H10  N5  C4  117.10  3.000
 GUY  C5   N5  C4  125.00  3.000
 GUY  H11  C9  O2  116.71  3.000
 GUY  H11  C9  C8  132.81  3.000
 GUY  O2   C9  C8  110.47  3.000
 GUY  C9   O2  C6  107.38  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
 GUY  CONST_01  N3   N2  C4  N1     0.00   0.0  0
 GUY  CONST_02  N2   N3  N4  N1     0.00   0.0  0
 GUY  CONST_03  C4   N1  N4  N3     0.00   0.0  0
 GUY  CONST_04  N4   N3  N2  C4     0.00   0.0  0
 GUY  CONST_05  C9   C8  C7  C6     0.00   0.0  0
 GUY  CONST_06  C8   C9  O2  C6     0.00   0.0  0
 GUY  CONST_07  O2   C9  C8  C7     0.00   0.0  0
 GUY  CONST_08  C9   O2  C6  C7     0.00   0.0  0
 GUY  CONST_09  O2   C6  C7  C8     0.00   0.0  0
 GUY  CONST_10  N4   N1  C4  N2     0.00   0.0  0
 GUY  CONST_11  N5   C4  N2  N3   180.00   0.0  0
 GUY  CONST_12  C3   N1  N4  N3   180.00   0.0  0
 GUY  CONST_13  C8   C7  C6  C5   180.00   0.0  0
 GUY  CONST_14  C9   O2  C6  C5   180.00   0.0  0
 GUY  CONST_15  N2   C4  N1  C3   180.00   0.0  0
 GUY  CONST_16  N5   C4  N1  N4   180.00   0.0  0
 GUY  CONST_17  H2   C8  C7  C6   180.00   0.0  0
 GUY  CONST_18  H11  C9  O2  C6   180.00   0.0  0
 GUY  CONST_19  H1   C7  C8  C9   180.00   0.0  0
 GUY  CONST_20  C6   C5  N5  C4   180.00   0.0  0
 GUY  CONST_21  C5   N5  C4  N1   180.00   0.0  0
 GUY  CONST_22  N2   C4  N5  C5     0.00   0.0  0
 GUY  CONST_23  H10  N5  C4  N1     0.00   0.0  0
 GUY  CONST_24  O1   C5  N5  C4     0.00   0.0  0
 GUY  Var_01    C2   C3  N1  C4   -87.19  30.0  1
 GUY  Var_02    N5   C5  C6  C7  -179.53  30.0  2
 GUY  Var_03    C1   C2  C3  N1  -179.01  30.0  3
 GUY  Var_04    H3   C1  C2  C3   177.98  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
 GUY  plan-1  N1   0.020
 GUY  plan-1  N3   0.020
 GUY  plan-1  C4   0.020
 GUY  plan-1  C3   0.020
 GUY  plan-1  N2   0.020
 GUY  plan-1  N4   0.020
 GUY  plan-1  N5   0.020
 GUY  plan-2  C5   0.020
 GUY  plan-2  C6   0.020
 GUY  plan-2  C7   0.020
 GUY  plan-2  C8   0.020
 GUY  plan-2  C9   0.020
 GUY  plan-2  O2   0.020
 GUY  plan-2  H1   0.020
 GUY  plan-2  H2   0.020
 GUY  plan-2  H11  0.020
 GUY  plan-3  C4   0.020
 GUY  plan-3  C5   0.020
 GUY  plan-3  C6   0.020
 GUY  plan-3  N5   0.020
 GUY  plan-3  O1   0.020
 GUY  plan-3  H10  0.020

