#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/06/2000637.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000637
loop_
_publ_author_name
'Soto, L.'
'Garcia-Lozano, J.'
'Martinez, M.'
'Dahan, F.'
'Legros, J.-P.'
_publ_section_title
;
 Structure of mepirizole.H(mepirizole) hexafluorophosphate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1705
_journal_page_last               1707
_journal_volume                  48
_journal_year                    1992
_chemical_formula_moiety         'C22 H29 N8 O4,F4 P1'
_chemical_formula_sum            'C22 H29 F6 N8 O4 P'
_chemical_formula_weight         614.5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 101.510(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4097(7)
_cell_length_b                   22.186(2)
_cell_length_c                   12.7420(10)
_cell_volume                     2883.6(4)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71073
_exptl_absorpt_coefficient_mu    0.17
_exptl_crystal_density_diffrn    1.42
_exptl_crystal_F_000             1272
_[local]_cod_data_source_file    pa0273.cif
_[local]_cod_data_source_block   pa0273a
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_[local]_cod_chemical_formula_sum_orig 'C22 H29 F6 N8 O4 P1'
_cod_original_cell_volume        2883.6(5)
_cod_database_code               2000637
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
P .37290(10) .34001(4) .49083(8) 5.4(2)
F(1) .4255(2) .40390(10) .4652(2) 9.3(5)
F(2) .2712(3) .37290(10) .5468(2) 11.4(6)
F(3) .2736(3) .34300(10) .3799(2) 10.3(6)
F(4) .3211(3) .27590(10) .5146(2) 11.0(6)
F(5) .4738(3) .30750(10) .4337(2) 12.1(7)
F(6) .4738(3) .33770(10) .6007(2) 10.8(6)
C(33) .4045(5) .7037(2) .8493(4) 9.0(10)
O(32) .3602(3) .65170(10) .8987(2) 6.9(5)
C(31) .3970(3) .6000(2) .8602(3) 5.0(6)
N(27) .3583(3) .54600(10) .8971(2) 4.9(5)
N(28) .4030(3) .49920(10) .8432(2) 5.0(5)
C(29) .4685(3) .5247(2) .7765(3) 4.8(6)
C(30) .4685(3) .5876(2) .7839(3) 5.3(7)
C(34) .5290(4) .4869(2) .7031(3) 7.0(8)
C(22) .2831(3) .5323(2) .9741(3) 5.3(7)
N(23) .2567(3) .5777(2) 1.0332(2) 6.9(7)
C(24) .1839(4) .5616(3) 1.1035(3) 9.0(10)
C(25) .1403(5) .5039(3) 1.1125(4) 10.0(10)
C(26) .1766(4) .4610(2) 1.0505(3) 8.0(10)
N(21) .2496(3) .4751(2) .9778(2) 6.6(6)
O(35) .1512(4) .6033(2) 1.1697(3) 12.4(9)
C(36) .2144(5) .6584(2) 1.1763(4) 11.0(10)
C(37) .1420(5) .3963(2) 1.0581(4) 12.0(10)
C(13) -.2715(3) .4366(2) .4949(3) 8.0(9)
O(12) -.1472(2) .41820(10) .5611(2) 6.1(5)
C(11) -.0744(3) .4640(2) .6060(3) 4.8(6)
N(7) .0468(2) .45200(10) .6721(2) 4.5(5)
N(8) .1077(3) .50490(10) .7115(2) 4.9(5)
C(9) .0259(3) .5475(2) .6693(3) 5.3(6)
C(10) -.0891(3) .5242(2) .6037(3) 5.4(7)
C(14) .0585(4) .6120(2) .6914(3) 7.6(9)
C(2) .1062(3) .39750(10) .7031(2) 4.1(5)
N(3) .0479(3) .34780(10) .6642(2) 5.0(5)
C(4) .1092(4) .2970(2) .6972(3) 5.7(7)
C(5) .2270(4) .2945(2) .7697(3) 6.3(7)
C(6) .2842(3) .3471(2) .8062(3) 5.3(6)
N(1) .2214(2) .39930(10) .7717(2) 4.4(5)
O(15) .0548(3) .24500(10) .6596(2) 8.3(6)
C(16) -.0606(5) .2479(2) .5773(4) 11.0(10)
C(17) .4124(4) .3522(2) .8824(3) 7.6(8)
HN1 .260 .438 .797 .069
HC331 .375 .740 .880 .130
HC332 .369 .703 .773 .130
HC333 .500 .703 .861 .130
HC30 .510 .616 .744 .069
HC341 .573 .513 .660 .130
HC342 .461 .464 .657 .130
HC343 .592 .460 .745 .130
HC25 .084 .494 1.163 .069
HC361 .182 .684 1.227 .130
HC362 .198 .677 1.106 .130
HC363 .308 .652 1.201 .130
HC371 .090 .391 1.113 .130
HC372 .222 .373 1.077 .130
HC373 .092 .383 .990 .130
HC131 -.320 .401 .465 .130
HC132 -.255 .462 .438 .130
HC133 -.322 .458 .538 .130
HC10 -.163 .547 .565 .069
HC141 -.013 .637 .654 .130
HC142 .138 .622 .667 .130
HC143 .071 .619 .768 .130
HC5 .267 .256 .794 .069
HC161 -.091 .207 .557 .130
HC162 -.041 .269 .515 .130
HC163 -.129 .269 .604 .130
HC171 .447 .312 .901 .130
HC172 .400 .373 .947 .130
HC173 .473 .375 .849 .130
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P F(1) 1.578(3)
P F(2) 1.569(3)
P F(3) 1.578(3)
C(33) O(32) 1.433(5)
O(32) C(31) 1.333(4)
C(31) N(27) 1.377(5)
N(27) N(28) 1.376(4)
N(28) C(29) 1.319(5)
C(29) C(30) 1.400(5)
C(30) C(31) 1.365(5)
C(29) C(34) 1.485(5)
N(27) C(22) 1.405(5)
C(22) N(23) 1.319(5)
N(23) C(24) 1.332(6)
C(24) C(25) 1.371(8)
C(25) C(26) 1.338(8)
C(26) N(21) 1.346(6)
N(21) C(22) 1.320(5)
C(24) O(35) 1.341(7)
O(35) C(36) 1.383(7)
C(26) C(37) 1.488(7)
P F(4) 1.572(3)
P F(5) 1.568(3)
P F(6) 1.575(3)
C(13) O(12) 1.455(4)
O(12) C(11) 1.327(4)
C(11) N(7) 1.396(4)
N(7) N(8) 1.379(4)
N(8) C(9) 1.312(4)
C(9) C(10) 1.415(5)
C(10) C(11) 1.345(5)
C(9) C(14) 1.485(5)
N(7) C(2) 1.381(4)
C(2) N(3) 1.308(4)
N(3) C(4) 1.320(4)
C(4) C(5) 1.381(5)
C(5) C(6) 1.349(5)
C(6) N(1) 1.360(4)
N(1) C(2) 1.336(4)
C(4) O(15) 1.331(4)
O(15) C(16) 1.430(5)
C(6) C(17) 1.490(5)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
F(1) P F(2) 88.20(10)
F(1) P F(3) 88.30(10)
F(1) P F(4) 179.0(2)
F(1) P F(5) 91.5(2)
F(1) P F(6) 90.90(10)
F(2) P F(3) 90.40(10)
F(2) P F(4) 92.6(2)
F(2) P F(5) 179.4(2)
C(33) O(32) C(31) 112.9(3)
O(32) C(31) C(30) 132.3(3)
O(32) C(31) N(27) 119.9(3)
C(30) C(31) N(27) 107.8(3)
C(31) N(27) N(28) 109.6(3)
N(27) N(28) C(29) 105.6(3)
N(28) C(29) C(30) 112.1(3)
C(29) C(30) C(31) 104.9(3)
C(31) N(27) C(22) 132.0(3)
N(28) N(27) C(22) 118.4(3)
N(28) C(29) C(34) 120.2(3)
C(30) C(29) C(34) 127.7(3)
N(27) C(22) N(21) 114.9(3)
N(27) C(22) N(23) 116.3(3)
N(21) C(22) N(23) 128.8(4)
C(22) N(23) C(24) 113.1(4)
N(23) C(24) C(25) 123.2(5)
C(24) C(25) C(26) 118.5(5)
C(25) C(26) N(21) 120.4(5)
C(26) N(21) C(22) 115.9(4)
N(23) C(24) O(35) 119.2(5)
C(25) C(24) O(35) 117.5(5)
C(24) O(35) C(36) 118.1(4)
C(25) C(26) C(37) 123.1(5)
N(21) C(26) C(37) 116.5(4)
F(2) P F(6) 90.1(2)
F(3) P F(4) 91.20(10)
F(3) P F(5) 89.0(2)
F(3) P F(6) 179.0(2)
F(4) P F(5) 87.7(2)
F(4) P F(6) 89.60(10)
F(5) P F(6) 90.5(2)
C(13) O(12) C(11) 113.5(3)
O(12) C(11) C(10) 134.3(3)
O(12) C(11) N(7) 119.0(3)
C(10) C(11) N(7) 106.7(3)
C(11) N(7) N(8) 110.7(3)
N(7) N(8) C(9) 104.5(2)
N(8) C(9) C(10) 112.5(3)
C(9) C(10) C(11) 105.7(3)
C(11) N(7) C(2) 129.7(3)
N(8) N(7) C(2) 119.6(2)
N(8) C(9) C(14) 120.8(3)
C(10) C(9) C(14) 126.7(3)
N(7) C(2) N(1) 116.9(3)
N(7) C(2) N(3) 118.9(2)
N(1) C(2) N(3) 124.2(3)
C(2) N(3) C(4) 116.1(3)
N(3) C(4) C(5) 123.7(3)
C(4) C(5) C(6) 117.9(3)
C(5) C(6) N(1) 118.3(3)
C(6) N(1) C(2) 119.8(3)
N(3) C(4) O(15) 118.7(3)
C(5) C(4) O(15) 117.6(3)
C(4) O(15) C(16) 117.4(3)
C(5) C(6) C(17) 124.6(3)
N(1) C(6) C(17) 117.1(3)
_journal_paper_doi 10.1107/S0108270192001380