# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 19:46:24 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 2,2',2''-{10-[(2R)-2-hydroxypropyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triyl}triacetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O
#
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
 DO3  DO3  '2,2',2''-{10-[(2R)-2-hydroxypropyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triyl}triacetic acid'  ligand  60  28  .  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_DO3
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
 DO3  N1    N  NT    0  -0.402  -0.6225  -0.6268   2.2251
 DO3  N2    N  NT    0  -0.413  -1.1062   1.8178   0.1452
 DO3  N3    N  NT    0  -0.416   0.0810  -0.5233  -2.5540
 DO3  N4    N  NT    0  -0.456   1.8058  -1.6729   0.4263
 DO3  O1    O  OH1   0  -0.594  -3.8600  -2.1970   2.4692
 DO3  O3    O  OH1   0  -0.596   0.0576   5.1892   0.6810
 DO3  O5    O  OH1   0  -0.597  -1.1889  -0.1437  -5.8997
 DO3  O7    O  OH1   0  -0.689   3.6087   0.3353   0.8481
 DO3  C1    C  CH2   0  -0.309  -0.8965   0.7843   2.4717
 DO3  C2    C  CH2   0  -0.333  -1.7529   1.4920   1.4126
 DO3  C3    C  CH2   0  -0.328  -0.5369   0.6355  -0.4799
 DO3  C4    C  CH2   0  -0.275  -0.3288   0.7527  -1.9797
 DO3  C5    C  CH2   0  -0.310   1.2893  -1.0716  -1.9472
 DO3  C6    C  CH2   0  -0.308   1.0030  -1.9983  -0.7426
 DO3  C7    C  CH2   0  -0.287   1.2769  -2.1680   1.6966
 DO3  C8    C  CH2   0  -0.291   0.7139  -1.0714   2.6007
 DO3  C9    C  C     0   0.539  -2.7712  -1.8374   1.7949
 DO3  C10   C  CH2   0  -0.417  -1.6428  -1.4982   2.7452
 DO3  C11   C  C     0   0.529  -0.8241   4.2507   0.3504
 DO3  C12   C  CH2   0  -0.422  -0.1602   2.8964   0.2565
 DO3  C13   C  C     0   0.525  -1.2393  -0.5048  -4.6205
 DO3  C14   C  CH2   0  -0.404   0.1346  -0.4416  -3.9879
 DO3  C15   C  CH1   0   0.037   4.0611  -0.9834   1.0822
 DO3  C16   C  CH2   0  -0.321   3.2216  -1.9523   0.2497
 DO3  C17   C  CH3   0  -0.675   5.5334  -1.0854   0.7414
 DO3  O2    O  O     0  -0.427  -2.7087  -1.8513   0.5927
 DO3  O4    O  O     0  -0.437  -1.9851   4.4798   0.1303
 DO3  O6    O  O     0  -0.434  -2.2483  -0.8633  -4.0723
 DO3  HO1   H  HOH1  0   0.480  -4.5507  -2.4824   1.8526
 DO3  HO3   H  HOH1  0   0.481  -0.3714   6.0578   0.6897
 DO3  HO5   H  HOH1  0   0.480  -2.0642  -0.2394  -6.3035
 DO3  HO7   H  HOH1  0   0.436   2.6557   0.2314   0.6960
 DO3  HC11  H  HCH2  0   0.237   0.0554   1.3135   2.5550
 DO3  HC12  H  HCH2  0   0.218  -1.3891   0.9250   3.4467
 DO3  HC21  H  HCH2  0   0.239  -2.1167   2.4197   1.8604
 DO3  HC22  H  HCH2  0   0.239  -2.6465   0.9037   1.1926
 DO3  HC31  H  HCH2  0   0.274  -1.2268  -0.1854  -0.3032
 DO3  HC32  H  HCH2  0   0.211   0.4034   0.3511   0.0067
 DO3  HC41  H  HCH2  0   0.191   0.4129   1.5349  -2.2205
 DO3  HC42  H  HCH2  0   0.232  -1.2713   1.0609  -2.4372
 DO3  HC51  H  HCH2  0   0.209   1.9750  -0.2683  -1.6369
 DO3  HC52  H  HCH2  0   0.245   1.8278  -1.6378  -2.7083
 DO3  HC61  H  HCH2  0   0.219   1.1515  -3.0450  -1.0492
 DO3  HC62  H  HCH2  0   0.265  -0.0456  -1.9135  -0.4665
 DO3  HC71  H  HCH2  0   0.232   0.5180  -2.9406   1.5267
 DO3  HC72  H  HCH2  0   0.231   2.0788  -2.6667   2.2490
 DO3  HC81  H  HCH2  0   0.226   1.3923  -0.2183   2.5548
 DO3  HC82  H  HCH2  0   0.212   0.7441  -1.4248   3.6431
 DO3  H101  H  HCH2  0   0.290  -1.2048  -2.4708   2.9980
 DO3  H102  H  HCH2  0   0.250  -2.0699  -1.1251   3.6873
 DO3  H121  H  HCH2  0   0.246   0.5524   2.7901   1.0891
 DO3  H122  H  HCH2  0   0.294   0.4637   2.9319  -0.6421
 DO3  H141  H  HCH2  0   0.239   0.6576   0.4519  -4.3651
 DO3  H142  H  HCH2  0   0.292   0.6862  -1.2980  -4.3880
 DO3  HA    H  HCH1  0   0.191   3.9359  -1.2401   2.1465
 DO3  H161  H  HCH2  0   0.243   3.4822  -1.8099  -0.8030
 DO3  H162  H  HCH2  0   0.220   3.4856  -2.9900   0.5009
 DO3  H171  H  HCH3  0   0.237   6.1293  -0.3990   1.3437
 DO3  H172  H  HCH3  0   0.226   5.8965  -2.0956   0.9346
 DO3  H173  H  HCH3  0   0.222   5.7090  -0.8583  -0.3119

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
 DO3  N1   C1    single  1.458  0.020  1.458
 DO3  N1   C8    single  1.458  0.020  1.458
 DO3  N1   C10   single  1.439  0.020  1.439
 DO3  N2   C2    single  1.460  0.020  1.460
 DO3  N2   C3    single  1.453  0.020  1.453
 DO3  N2   C12   single  1.439  0.020  1.439
 DO3  N3   C4    single  1.458  0.020  1.458
 DO3  N3   C5    single  1.459  0.020  1.459
 DO3  N3   C14   single  1.437  0.020  1.437
 DO3  N4   C6    single  1.455  0.020  1.455
 DO3  N4   C7    single  1.462  0.020  1.462
 DO3  N4   C16   single  1.454  0.020  1.454
 DO3  O1   C9    single  1.330  0.020  1.330
 DO3  O1   HO1   single  0.850  0.020  0.980
 DO3  O3   C11   single  1.329  0.020  1.329
 DO3  O3   HO3   single  0.850  0.020  0.980
 DO3  O5   C13   single  1.330  0.020  1.330
 DO3  O5   HO5   single  0.850  0.020  0.980
 DO3  O7   C15   single  1.414  0.020  1.414
 DO3  O7   HO7   single  0.850  0.020  0.980
 DO3  C1   C2    single  1.535  0.020  1.535
 DO3  C1   HC11  single  0.970  0.020  1.090
 DO3  C1   HC12  single  0.970  0.020  1.090
 DO3  C2   HC21  single  0.970  0.020  1.090
 DO3  C2   HC22  single  0.970  0.020  1.090
 DO3  C3   C4    single  1.519  0.020  1.519
 DO3  C3   HC31  single  0.970  0.020  1.090
 DO3  C3   HC32  single  0.970  0.020  1.090
 DO3  C4   HC41  single  0.970  0.020  1.090
 DO3  C4   HC42  single  0.970  0.020  1.090
 DO3  C5   C6    single  1.547  0.020  1.547
 DO3  C5   HC51  single  0.970  0.020  1.090
 DO3  C5   HC52  single  0.970  0.020  1.090
 DO3  C6   HC61  single  0.970  0.020  1.090
 DO3  C6   HC62  single  0.970  0.020  1.090
 DO3  C7   C8    single  1.529  0.020  1.529
 DO3  C7   HC71  single  0.970  0.020  1.090
 DO3  C7   HC72  single  0.970  0.020  1.090
 DO3  C8   HC81  single  0.970  0.020  1.090
 DO3  C8   HC82  single  0.970  0.020  1.090
 DO3  C9   C10   single  1.514  0.020  1.514
 DO3  C9   O2    double  1.204  0.020  1.204
 DO3  C10  H101  single  0.970  0.020  1.090
 DO3  C10  H102  single  0.970  0.020  1.090
 DO3  C11  C12   single  1.511  0.020  1.511
 DO3  C11  O4    double  1.204  0.020  1.204
 DO3  C12  H121  single  0.970  0.020  1.090
 DO3  C12  H122  single  0.970  0.020  1.090
 DO3  C13  C14   single  1.514  0.020  1.514
 DO3  C13  O6    double  1.203  0.020  1.203
 DO3  C14  H141  single  0.970  0.020  1.090
 DO3  C14  H142  single  0.970  0.020  1.090
 DO3  C15  C16   single  1.529  0.020  1.529
 DO3  C15  C17   single  1.515  0.020  1.515
 DO3  C15  HA    single  0.970  0.020  1.090
 DO3  C16  H161  single  0.970  0.020  1.090
 DO3  C16  H162  single  0.970  0.020  1.090
 DO3  C17  H171  single  0.970  0.020  1.090
 DO3  C17  H172  single  0.970  0.020  1.090
 DO3  C17  H173  single  0.970  0.020  1.090

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
 DO3  C10   N1   C8    111.85  3.000
 DO3  C10   N1   C1    113.06  3.000
 DO3  C8    N1   C1    115.07  3.000
 DO3  C12   N2   C3    112.68  3.000
 DO3  C12   N2   C2    113.04  3.000
 DO3  C3    N2   C2    111.43  3.000
 DO3  C14   N3   C5    113.92  3.000
 DO3  C14   N3   C4    110.72  3.000
 DO3  C5    N3   C4    113.44  3.000
 DO3  C16   N4   C7    113.12  3.000
 DO3  C16   N4   C6    113.38  3.000
 DO3  C7    N4   C6    115.00  3.000
 DO3  HO1   O1   C9    109.91  3.000
 DO3  HO3   O3   C11   109.97  3.000
 DO3  HO5   O5   C13   109.86  3.000
 DO3  HO7   O7   C15   103.90  3.000
 DO3  HC12  C1   HC11  105.09  3.000
 DO3  HC12  C1   C2    107.60  3.000
 DO3  HC11  C1   C2    108.39  3.000
 DO3  HC12  C1   N1    110.93  3.000
 DO3  HC11  C1   N1    108.54  3.000
 DO3  C2    C1   N1    115.74  3.000
 DO3  HC22  C2   HC21  105.52  3.000
 DO3  HC22  C2   C1    110.31  3.000
 DO3  HC21  C2   C1    107.13  3.000
 DO3  HC22  C2   N2    107.93  3.000
 DO3  HC21  C2   N2    108.30  3.000
 DO3  C1    C2   N2    117.05  3.000
 DO3  HC32  C3   HC31  106.04  3.000
 DO3  HC32  C3   C4    109.93  3.000
 DO3  HC31  C3   C4    107.81  3.000
 DO3  HC32  C3   N2    110.86  3.000
 DO3  HC31  C3   N2    107.21  3.000
 DO3  C4    C3   N2    114.56  3.000
 DO3  HC42  C4   HC41  106.76  3.000
 DO3  HC42  C4   C3    108.50  3.000
 DO3  HC41  C4   C3    111.22  3.000
 DO3  HC42  C4   N3    108.94  3.000
 DO3  HC41  C4   N3    110.19  3.000
 DO3  C3    C4   N3    111.10  3.000
 DO3  HC52  C5   HC51  105.55  3.000
 DO3  HC52  C5   C6    108.90  3.000
 DO3  HC51  C5   C6    109.46  3.000
 DO3  HC52  C5   N3    108.28  3.000
 DO3  HC51  C5   N3    111.02  3.000
 DO3  C6    C5   N3    113.32  3.000
 DO3  HC62  C6   HC61  105.96  3.000
 DO3  HC62  C6   C5    109.24  3.000
 DO3  HC61  C6   C5    109.13  3.000
 DO3  HC62  C6   N4    108.10  3.000
 DO3  HC61  C6   N4    111.23  3.000
 DO3  C5    C6   N4    112.93  3.000
 DO3  HC72  C7   HC71  105.33  3.000
 DO3  HC72  C7   C8    107.36  3.000
 DO3  HC71  C7   C8    110.02  3.000
 DO3  HC72  C7   N4    109.14  3.000
 DO3  HC71  C7   N4    110.75  3.000
 DO3  C8    C7   N4    113.84  3.000
 DO3  HC82  C8   HC81  105.89  3.000
 DO3  HC82  C8   C7    108.64  3.000
 DO3  HC81  C8   C7    107.88  3.000
 DO3  HC82  C8   N1    111.53  3.000
 DO3  HC81  C8   N1    108.71  3.000
 DO3  C7    C8   N1    113.83  3.000
 DO3  O2    C9   C10   126.21  3.000
 DO3  O2    C9   O1    123.06  3.000
 DO3  C10   C9   O1    110.64  3.000
 DO3  H102  C10  H101  104.99  3.000
 DO3  H102  C10  C9    108.92  3.000
 DO3  H101  C10  C9    104.11  3.000
 DO3  H102  C10  N1    112.30  3.000
 DO3  H101  C10  N1    109.72  3.000
 DO3  C9    C10  N1    115.93  3.000
 DO3  O4    C11  C12   125.66  3.000
 DO3  O4    C11  O3    123.42  3.000
 DO3  C12   C11  O3    110.90  3.000
 DO3  H122  C12  H121  104.78  3.000
 DO3  H122  C12  C11   105.81  3.000
 DO3  H121  C12  C11   108.90  3.000
 DO3  H122  C12  N2    109.61  3.000
 DO3  H121  C12  N2    114.30  3.000
 DO3  C11   C12  N2    112.81  3.000
 DO3  O6    C13  C14   125.68  3.000
 DO3  O6    C13  O5    123.43  3.000
 DO3  C14   C13  O5    110.86  3.000
 DO3  H142  C14  H141  105.68  3.000
 DO3  H142  C14  C13   105.78  3.000
 DO3  H141  C14  C13   108.76  3.000
 DO3  H142  C14  N3    109.82  3.000
 DO3  H141  C14  N3    113.91  3.000
 DO3  C13   C14  N3    112.37  3.000
 DO3  HA    C15  C17   108.18  3.000
 DO3  HA    C15  C16   108.43  3.000
 DO3  C17   C15  C16   111.63  3.000
 DO3  HA    C15  O7    109.93  3.000
 DO3  C17   C15  O7    109.67  3.000
 DO3  C16   C15  O7    108.99  3.000
 DO3  H162  C16  H161  106.59  3.000
 DO3  H162  C16  C15   109.98  3.000
 DO3  H161  C16  C15   108.11  3.000
 DO3  H162  C16  N4    112.79  3.000
 DO3  H161  C16  N4    108.90  3.000
 DO3  C15   C16  N4    110.29  3.000
 DO3  H173  C17  H172  108.06  3.000
 DO3  H173  C17  H171  108.30  3.000
 DO3  H172  C17  H171  107.65  3.000
 DO3  H173  C17  C15   111.07  3.000
 DO3  H172  C17  C15   110.25  3.000
 DO3  H171  C17  C15   111.38  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
 DO3  CONST_01  HO1  O1   C9   C10   180.00   0.0  0
 DO3  CONST_02  HO3  O3   C11  C12   180.00   0.0  0
 DO3  CONST_03  HO5  O5   C13  C14   180.00   0.0  0
 DO3  Var_01    N2   C2   C1   N1    -74.71  30.0  1
 DO3  Var_02    N4   C7   C8   N1     79.06  30.0  1
 DO3  Var_03    N3   C4   C3   N2   -172.71  30.0  1
 DO3  Var_04    N4   C6   C5   N3   -130.82  30.0  1
 DO3  Var_05    C7   C8   N1   C1   -146.64  30.0  1
 DO3  Var_06    C3   N2   C2   C1     56.05  30.0  1
 DO3  Var_07    C4   C3   N2   C2    157.74  30.0  1
 DO3  Var_08    C8   N1   C1   C2    142.35  30.0  1
 DO3  Var_09    C5   N3   C4   C3    -56.74  30.0  1
 DO3  Var_10    C6   C5   N3   C4     90.55  30.0  1
 DO3  Var_11    C8   C7   N4   C6   -108.39  30.0  1
 DO3  Var_12    C9   C10  N1   C1     90.80  30.0  3
 DO3  Var_13    C11  C12  N2   C2    -76.33  30.0  3
 DO3  Var_14    C13  C14  N3   C4    -77.41  30.0  3
 DO3  Var_15    C15  C16  N4   C6    149.89  30.0  3
 DO3  Var_16    O1   C9   C10  N1   -156.72  30.0  1
 DO3  Var_17    O3   C11  C12  N2    169.26  30.0  1
 DO3  Var_18    O5   C13  C14  N3    166.65  30.0  1

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
 DO3  chir_01  C15  O7  C16  C17  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
 DO3  plan-1  O1   0.020
 DO3  plan-1  C9   0.020
 DO3  plan-1  C10  0.020
 DO3  plan-1  O2   0.020
 DO3  plan-1  HO1  0.020
 DO3  plan-2  O3   0.020
 DO3  plan-2  C11  0.020
 DO3  plan-2  C12  0.020
 DO3  plan-2  O4   0.020
 DO3  plan-2  HO3  0.020
 DO3  plan-3  O5   0.020
 DO3  plan-3  C13  0.020
 DO3  plan-3  C14  0.020
 DO3  plan-3  O6   0.020
 DO3  plan-3  HO5  0.020

