#------------------------------------------------------------------------------
#$Date: 2022-09-15 02:29:21 +0300 (Thu, 15 Sep 2022) $
#$Revision: 277856 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/06/4100669.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4100669
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja043691y
_journal_year                    2005
_chemical_formula_moiety         'C27 H52 N4 P, C F3 O3 S, C7 H8, 0.5(C4 H10 O)'
_chemical_formula_sum            'C37 H65 F3 N4 O3.5 P S'
_chemical_formula_weight         741.96
_chemical_melting_point          389
_chemical_name_common            '[Mes*NP-PMDETA]OTf'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                106.4874(8)
_cell_angle_beta                 100.8079(8)
_cell_angle_gamma                98.1714(8)
_cell_formula_units_Z            2
_cell_length_a                   10.0330(5)
_cell_length_b                   12.5898(6)
_cell_length_c                   18.1171(9)
_cell_measurement_temperature    193(2)
_cell_volume                     2108.54(18)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.169
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4100669
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P P 0.69367(7) 0.14178(5) 0.29880(4) 0.0342(2) Uani 1 1 d . . .
N1 N 0.5835(2) 0.03604(18) 0.26405(12) 0.0370(5) Uani 1 1 d . . .
N3 N 0.6812(2) 0.27128(18) 0.41173(14) 0.0417(5) Uani 1 1 d . . .
N2 N 0.8497(2) 0.09054(17) 0.40405(13) 0.0364(5) Uani 1 1 d . . .
N4 N 0.5901(3) 0.27881(19) 0.24847(16) 0.0492(6) Uani 1 1 d . . .
C25 C 0.5633(3) 0.2581(3) 0.4484(2) 0.0544(8) Uani 1 1 d . . .
H25A H 0.5770 0.3230 0.4963 0.065 Uiso 1 1 calc R . .
H25B H 0.5572 0.1883 0.4625 0.065 Uiso 1 1 calc R . .
H25C H 0.4773 0.2543 0.4108 0.065 Uiso 1 1 calc R . .
C20 C 0.8131(3) 0.2796(2) 0.46929(17) 0.0446(6) Uani 1 1 d . . .
H20A H 0.8138 0.3321 0.5218 0.053 Uiso 1 1 calc R . .
H20B H 0.8924 0.3116 0.4514 0.053 Uiso 1 1 calc R . .
C19 C 0.8308(3) 0.1665(2) 0.47749(16) 0.0425(6) Uani 1 1 d . . .
H19A H 0.9123 0.1775 0.5213 0.051 Uiso 1 1 calc R . .
H19B H 0.7479 0.1315 0.4911 0.051 Uiso 1 1 calc R . .
C21 C 0.6907(3) 0.3771(2) 0.3898(2) 0.0530(8) Uani 1 1 d . . .
H21A H 0.7816 0.3953 0.3775 0.064 Uiso 1 1 calc R . .
H21B H 0.6849 0.4405 0.4354 0.064 Uiso 1 1 calc R . .
C22 C 0.5760(3) 0.3649(2) 0.3189(2) 0.0548(8) Uani 1 1 d . . .
H22A H 0.4850 0.3431 0.3301 0.066 Uiso 1 1 calc R . .
H22B H 0.5798 0.4385 0.3088 0.066 Uiso 1 1 calc R . .
C23 C 0.9892(3) 0.1223(3) 0.39289(18) 0.0461(7) Uani 1 1 d . . .
H23A H 0.9989 0.0698 0.3436 0.055 Uiso 1 1 calc R . .
H23B H 1.0585 0.1189 0.4377 0.055 Uiso 1 1 calc R . .
H23C H 1.0035 0.1996 0.3900 0.055 Uiso 1 1 calc R . .
C24 C 0.8211(3) -0.0280(2) 0.4012(2) 0.0506(7) Uani 1 1 d . . .
H24A H 0.8359 -0.0761 0.3517 0.061 Uiso 1 1 calc R . .
H24B H 0.7247 -0.0499 0.4036 0.061 Uiso 1 1 calc R . .
H24C H 0.8836 -0.0375 0.4464 0.061 Uiso 1 1 calc R . .
C26 C 0.4575(4) 0.2337(3) 0.1888(2) 0.0635(9) Uani 1 1 d . . .
H26A H 0.4699 0.1758 0.1428 0.076 Uiso 1 1 calc R . .
H26B H 0.4259 0.2952 0.1721 0.076 Uiso 1 1 calc R . .
H26C H 0.3882 0.1999 0.2117 0.076 Uiso 1 1 calc R . .
C27 C 0.6976(4) 0.3248(3) 0.2145(3) 0.0697(10) Uani 1 1 d . . .
H27A H 0.7064 0.2658 0.1680 0.084 Uiso 1 1 calc R . .
H27B H 0.7864 0.3506 0.2541 0.084 Uiso 1 1 calc R . .
H27C H 0.6719 0.3888 0.1986 0.084 Uiso 1 1 calc R . .
C1 C 0.5062(2) -0.0733(2) 0.21949(14) 0.0315(5) Uani 1 1 d . . .
C6 C 0.5506(3) -0.1371(2) 0.15344(14) 0.0351(5) Uani 1 1 d . . .
C5 C 0.4737(3) -0.2464(2) 0.11196(15) 0.0415(6) Uani 1 1 d . . .
H5 H 0.5033 -0.2898 0.0682 0.050 Uiso 1 1 calc R . .
C4 C 0.3574(3) -0.2958(2) 0.13027(17) 0.0438(6) Uani 1 1 d . . .
C3 C 0.3164(3) -0.2303(2) 0.19391(16) 0.0394(6) Uani 1 1 d . . .
H3 H 0.2361 -0.2619 0.2073 0.047 Uiso 1 1 calc R . .
C2 C 0.3863(2) -0.1210(2) 0.23935(14) 0.0315(5) Uani 1 1 d . . .
C15 C 0.6755(3) -0.0939(2) 0.12341(16) 0.0427(6) Uani 1 1 d . . .
C16 C 0.8123(3) -0.0674(3) 0.18533(19) 0.0511(7) Uani 1 1 d . . .
H16A H 0.8081 -0.0098 0.2338 0.061 Uiso 1 1 calc R . .
H16B H 0.8885 -0.0389 0.1646 0.061 Uiso 1 1 calc R . .
H16C H 0.8281 -0.1364 0.1973 0.061 Uiso 1 1 calc R . .
C17 C 0.6940(4) -0.1827(3) 0.0498(2) 0.0647(9) Uani 1 1 d . . .
H17A H 0.7744 -0.1520 0.0331 0.078 Uiso 1 1 calc R . .
H17B H 0.6106 -0.2013 0.0067 0.078 Uiso 1 1 calc R . .
H17C H 0.7089 -0.2512 0.0628 0.078 Uiso 1 1 calc R . .
C18 C 0.6529(4) 0.0097(3) 0.0985(2) 0.0608(9) Uani 1 1 d . . .
H18A H 0.6420 0.0695 0.1438 0.073 Uiso 1 1 calc R . .
H18B H 0.5692 -0.0112 0.0553 0.073 Uiso 1 1 calc R . .
H18C H 0.7331 0.0371 0.0803 0.073 Uiso 1 1 calc R . .
C11 C 0.2834(3) -0.4182(3) 0.0828(2) 0.0642(10) Uani 1 1 d . . .
C12 C 0.1445(4) -0.4493(3) 0.1030(3) 0.0839(13) Uani 1 1 d . . .
H12A H 0.1605 -0.4415 0.1596 0.101 Uiso 1 1 calc R . .
H12B H 0.0999 -0.5278 0.0715 0.101 Uiso 1 1 calc R . .
H12C H 0.0841 -0.3987 0.0910 0.101 Uiso 1 1 calc R . .
C13 C 0.3760(5) -0.4975(3) 0.0999(3) 0.0992(16) Uani 1 1 d . . .
H13A H 0.3951 -0.4892 0.1565 0.119 Uiso 1 1 calc R . .
H13B H 0.4635 -0.4790 0.0852 0.119 Uiso 1 1 calc R . .
H13C H 0.3295 -0.5758 0.0690 0.119 Uiso 1 1 calc R . .
C14 C 0.2528(5) -0.4341(4) -0.0060(2) 0.0991(17) Uani 1 1 d . . .
H14A H 0.2062 -0.5127 -0.0358 0.119 Uiso 1 1 calc R . .
H14B H 0.3400 -0.4166 -0.0213 0.119 Uiso 1 1 calc R . .
H14C H 0.1926 -0.3832 -0.0179 0.119 Uiso 1 1 calc R . .
C7 C 0.3296(3) -0.0581(2) 0.30938(15) 0.0355(6) Uani 1 1 d . . .
C8 C 0.4356(3) -0.0358(2) 0.38747(15) 0.0434(6) Uani 1 1 d . . .
H8A H 0.3993 0.0039 0.4318 0.052 Uiso 1 1 calc R . .
H8B H 0.5224 0.0111 0.3874 0.052 Uiso 1 1 calc R . .
H8C H 0.4532 -0.1079 0.3932 0.052 Uiso 1 1 calc R . .
C9 C 0.2949(3) 0.0527(2) 0.29942(17) 0.0437(6) Uani 1 1 d . . .
H9A H 0.2595 0.0917 0.3443 0.052 Uiso 1 1 calc R . .
H9B H 0.2243 0.0357 0.2500 0.052 Uiso 1 1 calc R . .
H9C H 0.3788 0.1013 0.2976 0.052 Uiso 1 1 calc R . .
C10 C 0.1949(3) -0.1272(2) 0.31547(18) 0.0473(7) Uani 1 1 d . . .
H10A H 0.1640 -0.0839 0.3609 0.057 Uiso 1 1 calc R . .
H10B H 0.2121 -0.1988 0.3226 0.057 Uiso 1 1 calc R . .
H10C H 0.1229 -0.1429 0.2668 0.057 Uiso 1 1 calc R . .
S S 0.18269(9) 0.41016(7) 0.36358(6) 0.0621(3) Uani 1 1 d . . .
F1A F 0.2042(4) 0.3340(3) 0.2154(2) 0.0842(11) Uiso 0.60 1 d P A 1
F2A F 0.0347(5) 0.2354(4) 0.2423(3) 0.0926(12) Uiso 0.60 1 d P A 1
F3A F 0.0189(5) 0.3853(4) 0.2194(3) 0.0825(12) Uiso 0.60 1 d P A 1
F1B F 0.2913(7) 0.4588(6) 0.2594(4) 0.0925(17) Uiso 0.40 1 d P B 2
F2B F 0.0623(8) 0.4338(7) 0.2396(4) 0.091(2) Uiso 0.40 1 d P B 2
F3B F 0.1939(7) 0.5798(6) 0.3257(4) 0.0959(18) Uiso 0.40 1 d P B 2
O1 O 0.0602(3) 0.4145(2) 0.39212(16) 0.0710(7) Uani 1 1 d . C .
O2A O 0.2440(5) 0.5228(4) 0.3626(3) 0.0828(13) Uiso 0.60 1 d P C 1
O3A O 0.2646(5) 0.3420(4) 0.3829(3) 0.0746(11) Uiso 0.60 1 d P C 1
O2B O 0.3202(8) 0.4646(7) 0.4244(5) 0.091(2) Uiso 0.40 1 d P C 2
O3B O 0.2087(8) 0.2917(6) 0.3308(5) 0.0805(18) Uiso 0.40 1 d P C 2
C28A C 0.1066(6) 0.3417(5) 0.2556(3) 0.0541(12) Uiso 0.60 1 d P A 1
C28B C 0.1878(10) 0.4718(8) 0.2949(6) 0.064(2) Uiso 0.40 1 d P B 2
C29S C 0.8335(9) -0.3672(7) 0.2138(5) 0.0647(19) Uiso 0.50 1 d P D 1
H29A H 0.7547 -0.3724 0.1709 0.078 Uiso 0.50 1 calc PR D 1
H29B H 0.8695 -0.4369 0.2007 0.078 Uiso 0.50 1 calc PR D 1
H29C H 0.9067 -0.3025 0.2204 0.078 Uiso 0.50 1 calc PR D 1
C30S C 0.7875(6) -0.3520(4) 0.2889(3) 0.0390(11) Uiso 0.50 1 d P D 1
C31S C 0.6488(8) -0.3184(6) 0.3005(5) 0.0478(19) Uiso 0.50 1 d P D 1
H31S H 0.5904 -0.3043 0.2582 0.057 Uiso 0.50 1 calc PR D 1
C32S C 0.6109(7) -0.3092(5) 0.3623(4) 0.0543(15) Uiso 0.50 1 d P D 1
H32S H 0.5226 -0.2920 0.3657 0.065 Uiso 0.50 1 calc PR D 1
C33S C 0.6974(7) -0.3241(6) 0.4284(4) 0.0517(15) Uiso 0.50 1 d P D 1
H33S H 0.6691 -0.3132 0.4767 0.062 Uiso 0.50 1 calc PR D 1
C34S C 0.8165(6) -0.3528(5) 0.4226(4) 0.0407(12) Uiso 0.50 1 d P D 1
H34S H 0.8718 -0.3643 0.4672 0.049 Uiso 0.50 1 calc PR D 1
C35S C 0.8658(7) -0.3673(5) 0.3541(4) 0.0324(13) Uiso 0.50 1 d P D 1
H35S H 0.9531 -0.3877 0.3528 0.039 Uiso 0.50 1 calc PR D 1
C36S C 0.6289(9) -0.3069(7) 0.4158(5) 0.073(2) Uiso 0.50 1 d P E 2
H36A H 0.6284 -0.2259 0.4348 0.088 Uiso 0.50 1 calc PR E 2
H36B H 0.6671 -0.3312 0.4607 0.088 Uiso 0.50 1 calc PR E 2
H36C H 0.5338 -0.3499 0.3906 0.088 Uiso 0.50 1 calc PR E 2
C37S C 0.7095(8) -0.3262(6) 0.3614(4) 0.0614(17) Uiso 0.50 1 d P E 2
C38S C 0.6708(7) -0.3247(5) 0.2805(4) 0.0394(16) Uiso 0.50 1 d P E 2
H38S H 0.5829 -0.3079 0.2639 0.047 Uiso 0.50 1 calc PR E 2
C39S C 0.7431(9) -0.3436(7) 0.2302(5) 0.073(2) Uiso 0.50 1 d P E 2
H39S H 0.7090 -0.3388 0.1789 0.088 Uiso 0.50 1 calc PR E 2
C40S C 0.8730(9) -0.3717(7) 0.2484(6) 0.074(2) Uiso 0.50 1 d P E 2
H40S H 0.9277 -0.3868 0.2106 0.088 Uiso 0.50 1 calc PR E 2
C41S C 0.9167(9) -0.3761(7) 0.3231(5) 0.0691(19) Uiso 0.50 1 d P E 2
H41S H 1.0049 -0.3940 0.3372 0.083 Uiso 0.50 1 calc PR E 2
C42S C 0.8388(7) -0.3558(6) 0.3802(6) 0.0487(17) Uiso 0.50 1 d P E 2
H42S H 0.8726 -0.3620 0.4311 0.058 Uiso 0.50 1 calc PR E 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P N1 1.495(2) . ?
P N3 2.263(2) . ?
P N4 2.436(2) . ?
P N2 2.524(2) . ?
N1 C1 1.407(3) . ?
N3 C25 1.472(4) . ?
N3 C21 1.490(4) . ?
N3 C20 1.493(3) . ?
N2 C24 1.463(3) . ?
N2 C19 1.465(3) . ?
N2 C23 1.467(3) . ?
N4 C22 1.466(4) . ?
N4 C27 1.468(4) . ?
N4 C26 1.469(4) . ?
C20 C19 1.504(4) . ?
C21 C22 1.511(4) . ?
C1 C2 1.420(3) . ?
C1 C6 1.425(3) . ?
C6 C5 1.395(4) . ?
C6 C15 1.546(4) . ?
C5 C4 1.383(4) . ?
C4 C3 1.383(4) . ?
C4 C11 1.533(4) . ?
C3 C2 1.389(3) . ?
C2 C7 1.546(3) . ?
C15 C16 1.528(4) . ?
C15 C18 1.529(4) . ?
C15 C17 1.538(4) . ?
C11 C13 1.513(6) . ?
C11 C14 1.530(6) . ?
C11 C12 1.532(5) . ?
C7 C8 1.529(4) . ?
C7 C9 1.534(4) . ?
C7 C10 1.539(4) . ?
S O3A 1.341(5) . ?
S O1 1.422(2) . ?
S O2A 1.470(5) . ?
S O3B 1.521(7) . ?
S O2B 1.522(8) . ?
S C28B 1.647(9) . ?
S C28A 1.856(5) . ?
F1A C28A 1.324(6) . ?
F2A C28A 1.359(7) . ?
F3A C28A 1.277(6) . ?
F1B C28B 1.326(11) . ?
F2B C28B 1.380(11) . ?
F3B C28B 1.303(11) . ?
C29S C30S 1.487(9) . ?
C30S C35S 1.370(8) . ?
C30S C31S 1.546(9) . ?
C31S C32S 1.228(10) . ?
C32S C33S 1.416(10) . ?
C33S C34S 1.311(9) . ?
C34S C35S 1.394(8) . ?
C36S C37S 1.381(11) . ?
C37S C42S 1.407(10) . ?
C37S C38S 1.450(10) . ?
C38S C39S 1.260(11) . ?
C39S C40S 1.403(12) . ?
C40S C41S 1.362(12) . ?
C41S C42S 1.399(11) . ?
