# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 18:18:51 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 5'-cytidylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O
#
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
 C5P  C5P  '5'-cytidylic acid        '  ligand  35  21  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_C5P
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
 C5P  O3P   O  OH1   0  -0.731  -4.0995   1.8112  -1.5515
 C5P  P     P  P     0   1.457  -3.8218   1.1794  -0.1154
 C5P  O1P   O  O     0  -0.710  -3.6860   2.0979   1.0301
 C5P  O2P   O  OH1   0  -0.742  -4.9768   0.1167   0.1875
 C5P  O5'   O  O2    0  -0.590  -2.5240   0.3459  -0.5259
 C5P  C5'   C  CH2   0  -0.186  -1.8160  -0.3926   0.4755
 C5P  C4'   C  CH1   0   0.021  -0.8303  -1.3048  -0.2054
 C5P  O4'   O  O2    0  -0.490   0.1575  -0.5402  -0.8662
 C5P  C3'   C  CH1   0  -0.037  -0.0927  -2.1955   0.7950
 C5P  O3'   O  OH1   0  -0.663  -0.7883  -3.4073   0.9493
 C5P  C2'   C  CH1   0  -0.045   1.2852  -2.3797   0.1322
 C5P  O2'   O  OH1   0  -0.676   1.2831  -3.5252  -0.6818
 C5P  C1'   C  CH1   0   0.202   1.4144  -1.1571  -0.7922
 C5P  N1    N  NR6   0  -0.556   2.4196  -0.1711  -0.4336
 C5P  C2    C  CR6   0   0.606   2.3989   0.4511   0.8254
 C5P  N3    N  N     0  -0.540   3.3178   1.4006   1.0862
 C5P  C4    C  CR6   0   0.516   4.2131   1.7500   0.1829
 C5P  C5    C  CR16  0  -0.476   4.2576   1.1493  -1.1129
 C5P  C6    C  CR16  0   0.102   3.3343   0.2023  -1.3634
 C5P  O2    O  O     0  -0.510   1.5560   0.1087   1.6434
 C5P  N4    N  NH2   0  -0.807   5.0970   2.6933   0.5001
 C5P  HOP3  H  HOH1  0   0.504  -4.7776   2.4999  -1.5546
 C5P  HOP2  H  HOH1  0   0.496  -5.1698  -0.5086  -0.5241
 C5P  H5'1  H  HCH2  0   0.245  -2.5039  -1.0045   1.0665
 C5P  H5'2  H  HCH2  0   0.249  -1.2931   0.2925   1.1468
 C5P  H4'   H  HCH1  0   0.243  -1.3593  -1.9440  -0.9268
 C5P  H3'   H  HCH1  0   0.266   0.0262  -1.6854   1.7508
 C5P  HO3'  H  HOH1  0   0.470  -0.6219  -3.7504   1.8327
 C5P  H2'1  H  HCH1  0   0.249   2.0945  -2.4253   0.8684
 C5P  HO2'  H  HOH1  0   0.448   0.6297  -4.1312  -0.3058
 C5P  H1'   H  HCH1  0   0.256   1.7133  -1.5204  -1.7800
 C5P  H5    H  HCR6  0   0.290   4.9828   1.4362  -1.8592
 C5P  H6    H  HCR6  0   0.321   3.2865  -0.3041  -2.3173
 C5P  HN41  H  HNH2  0   0.404   5.0715   3.1290   1.4063
 C5P  HN42  H  HNH2  0   0.415   5.7912   3.0054  -0.1557

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
 C5P  O3P  P     single  1.593  0.020  1.593
 C5P  O3P  HOP3  single  0.850  0.020  0.980
 C5P  P    O1P   double  1.475  0.020  1.475
 C5P  P    O2P   single  1.598  0.020  1.598
 C5P  P    O5'   single  1.596  0.020  1.596
 C5P  O2P  HOP2  single  0.850  0.020  0.980
 C5P  O5'  C5'   single  1.432  0.020  1.432
 C5P  C5'  C4'   single  1.506  0.020  1.506
 C5P  C5'  H5'1  single  0.970  0.020  1.090
 C5P  C5'  H5'2  single  0.970  0.020  1.090
 C5P  C4'  O4'   single  1.413  0.020  1.413
 C5P  C4'  C3'   single  1.529  0.020  1.529
 C5P  C4'  H4'   single  0.970  0.020  1.090
 C5P  O4'  C1'   single  1.402  0.020  1.402
 C5P  C3'  O3'   single  1.406  0.020  1.406
 C5P  C3'  C2'   single  1.540  0.020  1.540
 C5P  C3'  H3'   single  0.970  0.020  1.090
 C5P  O3'  HO3'  single  0.850  0.020  0.980
 C5P  C2'  O2'   single  1.405  0.020  1.405
 C5P  C2'  C1'   single  1.538  0.020  1.538
 C5P  C2'  H2'1  single  0.970  0.020  1.090
 C5P  O2'  HO2'  single  0.850  0.020  0.980
 C5P  C1'  N1    single  1.453  0.020  1.453
 C5P  C1'  H1'   single  0.970  0.020  1.090
 C5P  N1   C2    single  1.405  0.020  1.405
 C5P  N1   C6    single  1.357  0.020  1.357
 C5P  C2   N3    single  1.347  0.020  1.347
 C5P  C2   O2    double  1.224  0.020  1.224
 C5P  N3   C4    double  1.319  0.020  1.319
 C5P  C4   C5    single  1.429  0.020  1.429
 C5P  C4   N4    single  1.331  0.020  1.331
 C5P  C5   C6    double  1.346  0.020  1.346
 C5P  C5   H5    single  0.930  0.020  1.080
 C5P  C6   H6    single  0.930  0.020  1.080
 C5P  N4   HN41  single  0.860  0.020  1.020
 C5P  N4   HN42  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
 C5P  HOP3  O3P  P     114.07  3.000
 C5P  O5'   P    O2P   106.80  3.000
 C5P  O5'   P    O1P   116.76  3.000
 C5P  O2P   P    O1P   109.48  3.000
 C5P  O5'   P    O3P    96.72  3.000
 C5P  O2P   P    O3P   107.97  3.000
 C5P  O1P   P    O3P   117.98  3.000
 C5P  HOP2  O2P  P     115.77  3.000
 C5P  C5'   O5'  P     119.44  3.000
 C5P  H5'2  C5'  H5'1  108.65  3.000
 C5P  H5'2  C5'  C4'   110.14  3.000
 C5P  H5'1  C5'  C4'   108.48  3.000
 C5P  H5'2  C5'  O5'   110.06  3.000
 C5P  H5'1  C5'  O5'   110.82  3.000
 C5P  C4'   C5'  O5'   108.66  3.000
 C5P  H4'   C4'  C3'   108.83  3.000
 C5P  H4'   C4'  O4'   110.13  3.000
 C5P  C3'   C4'  O4'   106.50  3.000
 C5P  H4'   C4'  C5'   109.50  3.000
 C5P  C3'   C4'  C5'   111.89  3.000
 C5P  O4'   C4'  C5'   109.95  3.000
 C5P  C1'   O4'  C4'   111.34  3.000
 C5P  H3'   C3'  C2'   109.62  3.000
 C5P  H3'   C3'  O3'   111.17  3.000
 C5P  C2'   C3'  O3'   112.76  3.000
 C5P  H3'   C3'  C4'   110.72  3.000
 C5P  C2'   C3'  C4'   102.69  3.000
 C5P  O3'   C3'  C4'   109.59  3.000
 C5P  HO3'  O3'  C3'   108.82  3.000
 C5P  H2'1  C2'  C1'   112.03  3.000
 C5P  H2'1  C2'  O2'   110.89  3.000
 C5P  C1'   C2'  O2'   107.45  3.000
 C5P  H2'1  C2'  C3'   112.14  3.000
 C5P  C1'   C2'  C3'   103.81  3.000
 C5P  O2'   C2'  C3'   110.21  3.000
 C5P  HO2'  O2'  C2'   106.65  3.000
 C5P  H1'   C1'  N1    105.02  3.000
 C5P  H1'   C1'  C2'   107.55  3.000
 C5P  N1    C1'  C2'   116.69  3.000
 C5P  H1'   C1'  O4'   110.08  3.000
 C5P  N1    C1'  O4'   109.55  3.000
 C5P  C2'   C1'  O4'   107.83  3.000
 C5P  C6    N1   C2    120.15  3.000
 C5P  C6    N1   C1'   118.95  3.000
 C5P  C2    N1   C1'   120.78  3.000
 C5P  O2    C2   N3    122.54  3.000
 C5P  O2    C2   N1    119.04  3.000
 C5P  N3    C2   N1    118.42  3.000
 C5P  C4    N3   C2    121.15  3.000
 C5P  N4    C4   C5    119.56  3.000
 C5P  N4    C4   N3    118.38  3.000
 C5P  C5    C4   N3    122.06  3.000
 C5P  H5    C5   C6    121.27  3.000
 C5P  H5    C5   C4    122.42  3.000
 C5P  C6    C5   C4    116.30  3.000
 C5P  H6    C6   C5    121.60  3.000
 C5P  H6    C6   N1    116.49  3.000
 C5P  C5    C6   N1    121.91  3.000
 C5P  HN42  N4   HN41  118.10  3.000
 C5P  HN42  N4   C4    121.56  3.000
 C5P  HN41  N4   C4    120.32  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
 C5P  CONST_01  N3    C2   N1   C1'  180.00   0.0  0
 C5P  CONST_02  C4    N3   C2   N1     0.00   0.0  0
 C5P  CONST_03  C5    C4   N3   C2     0.00   0.0  0
 C5P  CONST_04  C6    N1   C2   N3     0.00   0.0  0
 C5P  CONST_05  O2    C2   N1   C1'    0.00   0.0  0
 C5P  CONST_06  N4    C4   N3   C2   180.00   0.0  0
 C5P  CONST_07  O2    C2   N3   C4   180.00   0.0  0
 C5P  CONST_08  O2    C2   N1   C6   180.00   0.0  0
 C5P  CONST_09  HN41  N4   C4   N3     0.00   0.0  0
 C5P  CONST_10  HN42  N4   C4   N3   180.00   0.0  0
 C5P  Var_01    C4'   C5'  O5'  P    168.21  30.0  3

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
 C5P  chir_01  C4'  C5'  O4'  C3'  negativ
 C5P  chir_02  C3'  O3'  C4'  C2'  positiv
 C5P  chir_03  C2'  O2'  C3'  C1'  positiv
 C5P  chir_04  C1'  O4'  N1   C2'  negativ

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
 C5P  plan-1  C1'   0.020
 C5P  plan-1  N1    0.020
 C5P  plan-1  C2    0.020
 C5P  plan-1  N3    0.020
 C5P  plan-1  C4    0.020
 C5P  plan-1  C5    0.020
 C5P  plan-1  C6    0.020
 C5P  plan-1  O2    0.020
 C5P  plan-1  N4    0.020
 C5P  plan-1  H5    0.020
 C5P  plan-1  H6    0.020
 C5P  plan-1  HN41  0.020
 C5P  plan-1  HN42  0.020

