#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/07/4020757.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_4020757
loop_
_publ_author_name
'Katherine S. Dunne'
'Fabrice Bisaro'
'Barbara Odell'
'Jean-Marc Paris'
'Véronique Gouverneur'
_publ_section_title
;
 Diastereoselective Ring-Closing Metathesis:
 Synthesis of P-Stereogenic Phosphinates from
 Prochiral Phosphinic Acid Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10803
_journal_page_last               10809
_journal_paper_doi               10.1021/jo0518708
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         ' C18 H17 O2 P1 '
_chemical_formula_sum            'C18 H17 O2 P'
_chemical_formula_weight         296.31
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 98.2735(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.4897(5)
_cell_length_b                   5.6348(2)
_cell_length_c                   18.6928(3)
_cell_measurement_temperature    150
_cell_volume                     3073.83(13)
_diffrn_ambient_temperature      150
_exptl_crystal_density_diffrn    1.280
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        ' C18 H17 O2 P1 '
_cod_database_code               4020757
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2
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_occupancy
_atom_site_adp_type
P1 P 0.487533(17) 0.38689(9) 0.61407(2) 0.0292 1.0000 Uani
O1 O 0.47780(5) 0.6410(2) 0.59965(7) 0.0376 1.0000 Uani
O2 O 0.49542(4) 0.3124(2) 0.69736(7) 0.0309 1.0000 Uani
C1 C 0.54191(7) 0.3287(3) 0.73568(9) 0.0303 1.0000 Uani
C2 C 0.57227(7) 0.1435(3) 0.70631(10) 0.0305 1.0000 Uani
C3 C 0.57167(7) 0.1769(4) 0.62587(10) 0.0346 1.0000 Uani
C4 C 0.53778(7) 0.2797(4) 0.58216(10) 0.0344 1.0000 Uani
C5 C 0.62024(7) 0.1511(4) 0.74826(10) 0.0328 1.0000 Uani
C6 C 0.64942(8) 0.3407(4) 0.74178(12) 0.0419 1.0000 Uani
C7 C 0.69353(8) 0.3447(5) 0.78048(14) 0.0497 1.0000 Uani
C8 C 0.70878(8) 0.1594(5) 0.82591(13) 0.0490 1.0000 Uani
C9 C 0.67983(8) -0.0289(4) 0.83344(12) 0.0452 1.0000 Uani
C10 C 0.63587(7) -0.0328(4) 0.79542(11) 0.0379 1.0000 Uani
C11 C 0.44159(7) 0.1978(3) 0.57836(10) 0.0315 1.0000 Uani
C12 C 0.40541(7) 0.2887(3) 0.53591(10) 0.0332 1.0000 Uani
C13 C 0.36659(7) 0.1500(3) 0.49891(10) 0.0324 1.0000 Uani
C14 C 0.35271(7) -0.0635(4) 0.52649(11) 0.0367 1.0000 Uani
C15 C 0.31818(8) -0.1958(4) 0.48717(13) 0.0422 1.0000 Uani
C16 C 0.29786(7) -0.1199(4) 0.41944(13) 0.0451 1.0000 Uani
C17 C 0.31086(7) 0.0925(5) 0.39234(12) 0.0459 1.0000 Uani
C18 C 0.34442(7) 0.2296(4) 0.43188(12) 0.0393 1.0000 Uani
P2 P -0.026885(17) 0.16457(9) 0.38010(2) 0.0293 1.0000 Uani
O3 O -0.03779(5) -0.0902(2) 0.38538(7) 0.0378 1.0000 Uani
O4 O -0.01505(4) 0.2497(2) 0.30333(6) 0.0297 1.0000 Uani
C19 C 0.03236(6) 0.2319(3) 0.29128(10) 0.0294 1.0000 Uani
C20 C 0.06201(6) 0.4057(3) 0.33941(10) 0.0314 1.0000 Uani
C21 C 0.05765(7) 0.3632(4) 0.41798(10) 0.0355 1.0000 Uani
C22 C 0.02198(7) 0.2593(4) 0.44099(10) 0.0342 1.0000 Uani
C23 C 0.11096(7) 0.3865(4) 0.32437(10) 0.0347 1.0000 Uani
C24 C 0.13733(8) 0.1888(4) 0.34731(13) 0.0457 1.0000 Uani
C25 C 0.18151(9) 0.1659(5) 0.33084(15) 0.0578 1.0000 Uani
C26 C 0.19946(8) 0.3406(6) 0.29093(15) 0.0609 1.0000 Uani
C27 C 0.17384(9) 0.5364(5) 0.26827(14) 0.0551 1.0000 Uani
C28 C 0.12965(8) 0.5604(4) 0.28428(12) 0.0428 1.0000 Uani
C29 C -0.07298(7) 0.3564(3) 0.39139(10) 0.0327 1.0000 Uani
C30 C -0.10960(7) 0.2771(4) 0.41845(10) 0.0351 1.0000 Uani
C31 C -0.14869(7) 0.4250(4) 0.43250(11) 0.0371 1.0000 Uani
C32 C -0.16043(7) 0.6337(4) 0.39441(12) 0.0424 1.0000 Uani
C33 C -0.19579(8) 0.7754(5) 0.41150(15) 0.0512 1.0000 Uani
C34 C -0.21948(8) 0.7128(5) 0.46754(16) 0.0570 1.0000 Uani
C35 C -0.20840(8) 0.5070(6) 0.50545(14) 0.0570 1.0000 Uani
C36 C -0.17375(8) 0.3608(5) 0.48777(12) 0.0473 1.0000 Uani
H11 H 0.5544 0.4908 0.7288 0.0366 1.0000 Uiso
H12 H 0.5416 0.2996 0.7884 0.0366 1.0000 Uiso
H21 H 0.5598 -0.0187 0.7132 0.0369 1.0000 Uiso
H31 H 0.5986 0.1176 0.6041 0.0422 1.0000 Uiso
H41 H 0.5406 0.2974 0.5297 0.0419 1.0000 Uiso
H61 H 0.6387 0.4759 0.7090 0.0503 1.0000 Uiso
H71 H 0.7142 0.4825 0.7753 0.0597 1.0000 Uiso
H81 H 0.7405 0.1613 0.8532 0.0584 1.0000 Uiso
H91 H 0.6907 -0.1632 0.8665 0.0536 1.0000 Uiso
H101 H 0.6151 -0.1691 0.8019 0.0454 1.0000 Uiso
H111 H 0.4428 0.0244 0.5899 0.0381 1.0000 Uiso
H121 H 0.4046 0.4646 0.5287 0.0404 1.0000 Uiso
H141 H 0.3677 -0.1212 0.5747 0.0441 1.0000 Uiso
H151 H 0.3078 -0.3470 0.5077 0.0509 1.0000 Uiso
H161 H 0.2738 -0.2194 0.3904 0.0535 1.0000 Uiso
H171 H 0.2960 0.1480 0.3438 0.0542 1.0000 Uiso
H181 H 0.3529 0.3864 0.4125 0.0471 1.0000 Uiso
H191 H 0.0344 0.2687 0.2395 0.0352 1.0000 Uiso
H192 H 0.0436 0.0668 0.3026 0.0352 1.0000 Uiso
H201 H 0.0514 0.5719 0.3283 0.0372 1.0000 Uiso
H211 H 0.0834 0.4170 0.4552 0.0417 1.0000 Uiso
H221 H 0.0225 0.2335 0.4940 0.0403 1.0000 Uiso
H241 H 0.1243 0.0622 0.3759 0.0539 1.0000 Uiso
H251 H 0.2004 0.0238 0.3477 0.0685 1.0000 Uiso
H261 H 0.2312 0.3236 0.2786 0.0733 1.0000 Uiso
H271 H 0.1871 0.6628 0.2400 0.0665 1.0000 Uiso
H281 H 0.1111 0.7031 0.2670 0.0512 1.0000 Uiso
H291 H -0.0715 0.5271 0.3772 0.0392 1.0000 Uiso
H301 H -0.1107 0.1041 0.4301 0.0419 1.0000 Uiso
H321 H -0.1432 0.6818 0.3544 0.0513 1.0000 Uiso
H331 H -0.2042 0.9235 0.3832 0.0615 1.0000 Uiso
H341 H -0.2445 0.8172 0.4803 0.0691 1.0000 Uiso
H351 H -0.2254 0.4622 0.5460 0.0695 1.0000 Uiso
H361 H -0.1666 0.2087 0.5146 0.0573 1.0000 Uiso
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 . O1 . 1.4774(14) yes
P1 . O2 . 1.5969(13) yes
P1 . C4 . 1.780(2) yes
P1 . C11 . 1.777(2) yes
O2 . C1 . 1.455(2) yes
C1 . C2 . 1.528(3) yes
C1 . H11 . 1.000 no
C1 . H12 . 1.000 no
C2 . C3 . 1.513(3) yes
C2 . C5 . 1.516(3) yes
C2 . H21 . 1.000 no
C3 . C4 . 1.329(3) yes
C3 . H31 . 1.000 no
C4 . H41 . 1.000 no
C5 . C6 . 1.388(3) yes
C5 . C10 . 1.395(3) yes
C6 . C7 . 1.394(3) yes
C6 . H61 . 1.000 no
C7 . C8 . 1.380(4) yes
C7 . H71 . 1.000 no
C8 . C9 . 1.382(3) yes
C8 . H81 . 1.000 no
C9 . C10 . 1.386(3) yes
C9 . H91 . 1.000 no
C10 . H101 . 1.000 no
C11 . C12 . 1.337(3) yes
C11 . H111 . 1.000 no
C12 . C13 . 1.474(3) yes
C12 . H121 . 1.000 no
C13 . C14 . 1.393(3) yes
C13 . C18 . 1.401(3) yes
C14 . C15 . 1.385(3) yes
C14 . H141 . 1.000 no
C15 . C16 . 1.388(3) yes
C15 . H151 . 1.000 no
C16 . C17 . 1.375(3) yes
C16 . H161 . 1.000 no
C17 . C18 . 1.383(3) yes
C17 . H171 . 1.000 no
C18 . H181 . 1.000 no
P2 . O3 . 1.4774(14) yes
P2 . O4 . 1.5985(13) yes
P2 . C22 . 1.785(2) yes
P2 . C29 . 1.773(2) yes
O4 . C19 . 1.451(2) yes
C19 . C20 . 1.519(3) yes
C19 . H191 . 1.000 no
C19 . H192 . 1.000 no
C20 . C21 . 1.512(3) yes
C20 . C23 . 1.514(3) yes
C20 . H201 . 1.000 no
C21 . C22 . 1.328(3) yes
C21 . H211 . 1.000 no
C22 . H221 . 1.000 no
C23 . C24 . 1.390(3) yes
C23 . C28 . 1.395(3) yes
C24 . C25 . 1.387(3) yes
C24 . H241 . 1.000 no
C25 . C26 . 1.385(4) yes
C25 . H251 . 1.000 no
C26 . C27 . 1.369(4) yes
C26 . H261 . 1.000 no
C27 . C28 . 1.385(3) yes
C27 . H271 . 1.000 no
C28 . H281 . 1.000 no
C29 . C30 . 1.334(3) yes
C29 . H291 . 1.000 no
C30 . C31 . 1.476(3) yes
C30 . H301 . 1.000 no
C31 . C32 . 1.392(3) yes
C31 . C36 . 1.402(3) yes
C32 . C33 . 1.387(3) yes
C32 . H321 . 1.000 no
C33 . C34 . 1.386(4) yes
C33 . H331 . 1.000 no
C34 . C35 . 1.374(4) yes
C34 . H341 . 1.000 no
C35 . C36 . 1.389(4) yes
C35 . H351 . 1.000 no
C36 . H361 . 1.000 no
