# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 16:05:14 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: 2,2'-(propane-1,3-diyl)dipyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C(Cc1ccccn1)Cc2ccccn2
#
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
 F44  F44  2,2'-(propane-1,3-diyl)dipyridine  ligand  29  15  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F44
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
 F44  C1   C  CR16  0  -0.348  -3.2808   0.3425   1.0495
 F44  C3   C  CR16  0  -0.331  -4.6940  -1.0722  -0.2528
 F44  C13  C  CR16  0  -0.331   4.7079  -1.0568   0.2938
 F44  C15  C  CR16  0  -0.348   3.2866   0.3247  -1.0349
 F44  C14  C  CR16  0  -0.151   4.4010  -0.4929  -0.9353
 F44  C2   C  CR16  0  -0.151  -4.3933  -0.4794   0.9641
 F44  C8   C  CH2   0  -0.423   0.0052   0.5443   0.0058
 F44  C9   C  CH2   0  -0.493   1.2713   1.4016   0.0328
 F44  C10  C  CR6   0   0.255   2.5100   0.5566   0.0978
 F44  C12  C  CR16  0  -0.082   3.8764  -0.7697   1.3657
 F44  C6   C  CR6   0   0.255  -2.4995   0.5491  -0.0851
 F44  C4   C  CR16  0  -0.082  -3.8581  -0.8092  -1.3275
 F44  N11  N  N     0  -0.422   2.8080   0.0128   1.2771
 F44  N5   N  N     0  -0.422  -2.7913  -0.0231  -1.2526
 F44  H1   H  HCR6  0   0.262  -3.0174   0.8220   1.9834
 F44  H2   H  HCR6  0   0.267  -5.5520  -1.7194  -0.3710
 F44  H4   H  HCR6  0   0.262   3.0180   0.7812  -1.9788
 F44  H5   H  HCR6  0   0.271   5.0204  -0.6844  -1.8020
 F44  H6   H  HCR6  0   0.271  -5.0160  -0.6519   1.8324
 F44  H7   H  HCH2  0   0.235  -0.0135  -0.1015   0.8883
 F44  H8   H  HCH2  0   0.235   0.0262  -0.1152  -0.8664
 F44  H11  H  HCH2  0   0.243   1.3004   2.0383  -0.8548
 F44  H12  H  HCH2  0   0.245   1.2408   2.0637   0.9023
 F44  H13  H  HCR6  0   0.259   4.0852  -1.1899   2.3438
 F44  H14  H  HCR6  0   0.259  -4.0615  -1.2529  -2.2963
 F44  C7   C  CH2   0  -0.493  -1.2628   1.3979  -0.0348
 F44  H3   H  HCR6  0   0.267   5.5674  -1.6998   0.4235
 F44  H9   H  HCH2  0   0.243  -1.2935   2.0492   0.8419
 F44  H10  H  HCH2  0   0.245  -1.2341   2.0458  -0.9151

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
 F44  C8   C9   single    1.529  0.020  1.529
 F44  C8   C7   single    1.529  0.020  1.529
 F44  C9   C10  single    1.501  0.020  1.501
 F44  C7   C6   single    1.501  0.020  1.501
 F44  C15  C10  aromatic  1.393  0.020  1.393
 F44  C15  C14  aromatic  1.386  0.020  1.386
 F44  C10  N11  aromatic  1.332  0.020  1.332
 F44  C6   C1   aromatic  1.393  0.020  1.393
 F44  C6   N5   aromatic  1.332  0.020  1.332
 F44  C1   C2   aromatic  1.386  0.020  1.386
 F44  N11  C12  aromatic  1.327  0.020  1.327
 F44  C14  C13  aromatic  1.387  0.020  1.387
 F44  N5   C4   aromatic  1.327  0.020  1.327
 F44  C2   C3   aromatic  1.387  0.020  1.387
 F44  C12  C13  aromatic  1.387  0.020  1.387
 F44  C4   C3   aromatic  1.387  0.020  1.387
 F44  C1   H1   single    0.930  0.020  1.080
 F44  C3   H2   single    0.930  0.020  1.080
 F44  C13  H3   single    0.930  0.020  1.080
 F44  C15  H4   single    0.930  0.020  1.080
 F44  C14  H5   single    0.930  0.020  1.080
 F44  C2   H6   single    0.930  0.020  1.080
 F44  C8   H7   single    0.970  0.020  1.090
 F44  C8   H8   single    0.970  0.020  1.090
 F44  C7   H9   single    0.970  0.020  1.090
 F44  C7   H10  single    0.970  0.020  1.090
 F44  C9   H11  single    0.970  0.020  1.090
 F44  C9   H12  single    0.970  0.020  1.090
 F44  C12  H13  single    0.930  0.020  1.080
 F44  C4   H14  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
 F44  H1   C1   C6   120.04  3.000
 F44  H1   C1   C2   120.74  3.000
 F44  C6   C1   C2   119.22  3.000
 F44  H2   C3   C4   120.48  3.000
 F44  H2   C3   C2   121.59  3.000
 F44  C4   C3   C2   117.93  3.000
 F44  H3   C13  C12  120.47  3.000
 F44  H3   C13  C14  121.60  3.000
 F44  C12  C13  C14  117.92  3.000
 F44  H4   C15  C10  120.04  3.000
 F44  H4   C15  C14  120.74  3.000
 F44  C10  C15  C14  119.22  3.000
 F44  H5   C14  C15  120.46  3.000
 F44  H5   C14  C13  120.75  3.000
 F44  C15  C14  C13  118.79  3.000
 F44  H6   C2   C3   120.74  3.000
 F44  H6   C2   C1   120.46  3.000
 F44  C3   C2   C1   118.79  3.000
 F44  H8   C8   H7   106.73  3.000
 F44  H8   C8   C9   109.65  3.000
 F44  H7   C8   C9   109.33  3.000
 F44  H8   C8   C7   109.35  3.000
 F44  H7   C8   C7   109.68  3.000
 F44  C9   C8   C7   111.97  3.000
 F44  H12  C9   H11  107.09  3.000
 F44  H12  C9   C10  109.24  3.000
 F44  H11  C9   C10  109.95  3.000
 F44  H12  C9   C8   109.29  3.000
 F44  H11  C9   C8   109.53  3.000
 F44  C10  C9   C8   111.62  3.000
 F44  N11  C10  C9   116.92  3.000
 F44  N11  C10  C15  121.81  3.000
 F44  C9   C10  C15  121.25  3.000
 F44  H13  C12  N11  116.33  3.000
 F44  H13  C12  C13  120.09  3.000
 F44  N11  C12  C13  123.58  3.000
 F44  N5   C6   C7   116.91  3.000
 F44  N5   C6   C1   121.81  3.000
 F44  C7   C6   C1   121.25  3.000
 F44  H14  C4   N5   116.32  3.000
 F44  H14  C4   C3   120.10  3.000
 F44  N5   C4   C3   123.58  3.000
 F44  C12  N11  C10  118.67  3.000
 F44  C4   N5   C6   118.67  3.000
 F44  H10  C7   H9   107.07  3.000
 F44  H10  C7   C6   109.25  3.000
 F44  H9   C7   C6   109.93  3.000
 F44  H10  C7   C8   109.30  3.000
 F44  H9   C7   C8   109.56  3.000
 F44  C6   C7   C8   111.63  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
 F44  CONST_01  C4   N5   C6   C1     0.00   0.0  0
 F44  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 F44  CONST_03  C6   C1   C2   C3     0.00   0.0  0
 F44  CONST_04  C6   N5   C4   C3     0.00   0.0  0
 F44  CONST_05  C10  C15  C14  C13    0.00   0.0  0
 F44  CONST_06  C10  N11  C12  C13    0.00   0.0  0
 F44  CONST_07  C12  N11  C10  C15    0.00   0.0  0
 F44  CONST_08  C12  C13  C14  C15    0.00   0.0  0
 F44  CONST_09  N11  C10  C15  C14    0.00   0.0  0
 F44  CONST_10  N11  C12  C13  C14    0.00   0.0  0
 F44  CONST_11  N5   C6   C1   C2     0.00   0.0  0
 F44  CONST_12  N5   C4   C3   C2     0.00   0.0  0
 F44  CONST_13  C9   C10  C15  C14  180.00   0.0  0
 F44  CONST_14  C7   C6   C1   C2   180.00   0.0  0
 F44  CONST_15  C4   N5   C6   C7   180.00   0.0  0
 F44  CONST_16  C12  N11  C10  C9   180.00   0.0  0
 F44  CONST_17  H2   C3   C2   C1   180.00   0.0  0
 F44  CONST_18  H1   C1   C2   C3   180.00   0.0  0
 F44  CONST_19  H4   C15  C14  C13  180.00   0.0  0
 F44  CONST_20  H3   C13  C14  C15  180.00   0.0  0
 F44  CONST_21  H13  C12  C13  C14  180.00   0.0  0
 F44  CONST_22  H14  C4   C3   C2   180.00   0.0  0
 F44  CONST_23  H5   C14  C15  C10  180.00   0.0  0
 F44  CONST_24  H6   C2   C1   C6   180.00   0.0  0
 F44  Var_01    C8   C7   C6   C1   102.31  30.0  1
 F44  Var_02    C8   C9   C10  C15  101.82  30.0  2
 F44  Var_03    C10  C9   C8   C7   178.97  30.0  3
 F44  Var_04    C6   C7   C8   C9   179.02  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
 F44  plan-1  C13  0.020
 F44  plan-1  C15  0.020
 F44  plan-1  C14  0.020
 F44  plan-1  C9   0.020
 F44  plan-1  C10  0.020
 F44  plan-1  C12  0.020
 F44  plan-1  N11  0.020
 F44  plan-1  H4   0.020
 F44  plan-1  H5   0.020
 F44  plan-1  H13  0.020
 F44  plan-1  H3   0.020
 F44  plan-2  C1   0.020
 F44  plan-2  C3   0.020
 F44  plan-2  C2   0.020
 F44  plan-2  C6   0.020
 F44  plan-2  C4   0.020
 F44  plan-2  N5   0.020
 F44  plan-2  H1   0.020
 F44  plan-2  H2   0.020
 F44  plan-2  H6   0.020
 F44  plan-2  H14  0.020
 F44  plan-2  C7   0.020

