#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010162.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_2010162
loop_
_publ_author_name
'Brock, Carolyn Pratt'
'Watt, David S.'
'Hiroyuki Morita'
_publ_section_title
;
Product of a Paterno-B\"uchi Reaction of Pentafluorobenzaldehyde
and 1-Acetoxycyclododecene
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1805
_journal_page_last               1807
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C21 H25 F5 O3'
_chemical_formula_sum            'C21 H25 F5 O3'
_chemical_formula_weight         420.42
_chemical_melting_point          349.6(5)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.
_cell_angle_beta                 94.338(5)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.6548(4)
_cell_length_b                   15.8640(7)
_cell_length_c                   14.9305(12)
_cell_measurement_temperature    296.0(10)
_cell_volume                     2044.1(2)
_exptl_crystal_density_diffrn    1.366
_refine_ls_R_factor_obs          0.0432
_refine_ls_wR_factor_obs         0.1321
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '76-77_C' was changed to '349.6(5)' -
it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2010162
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
F1 0.1314(13) 0.1160(12) 0.0874(11) 0.0076(9) 0.0177(9) 0.0176(9)
F2 0.141(2) 0.1065(13) 0.183(2) 0.0103(12) 0.0103(14) -0.0114(14)
F3 0.1331(15) 0.188(2) 0.179(2) -0.0081(14) 0.0194(14) -0.101(2)
F4 0.144(2) 0.264(3) 0.0776(12) -0.028(2) 0.0093(10) -0.0487(13)
F5 0.1250(13) 0.179(2) 0.0726(10) -0.0107(12) -0.0077(9) 0.0209(11)
O1 0.0601(9) 0.1298(14) 0.0996(12) -0.0055(9) 0.0192(9) -0.0001(11)
O2 0.0580(7) 0.0842(9) 0.0582(8) 0.0137(7) 0.0110(6) 0.0018(7)
O3 0.0780(10) 0.1208(13) 0.0636(10) -0.0037(9) 0.0223(8) -0.0095(10)
C1 0.0569(11) 0.0832(15) 0.0601(12) 0.0118(11) 0.0099(10) 0.0109(11)
C2 0.0751(14) 0.090(2) 0.0711(15) 0.0164(12) 0.0198(11) 0.0231(13)
C3 0.0707(13) 0.088(2) 0.0750(15) 0.0079(12) 0.0126(11) 0.0113(13)
C4 0.102(2) 0.090(2) 0.097(2) 0.0083(14) 0.0367(15) 0.026(2)
C5 0.106(2) 0.090(2) 0.114(2) -0.006(2) 0.028(2) 0.000(2)
C6 0.093(2) 0.085(2) 0.095(2) 0.0077(13) 0.0141(15) -0.0012(15)
C7 0.085(2) 0.104(2) 0.084(2) 0.0106(15) -0.0001(13) -0.004(2)
C8 0.103(2) 0.113(2) 0.074(2) 0.017(2) 0.0144(14) 0.005(2)
C9 0.0772(15) 0.095(2) 0.080(2) 0.0162(13) 0.0305(13) 0.0206(14)
C10 0.0858(15) 0.089(2) 0.0698(14) 0.0171(13) 0.0223(12) 0.0253(14)
C11 0.0856(15) 0.084(2) 0.081(2) 0.0055(13) 0.0311(13) 0.0190(14)
C12 0.0604(12) 0.088(2) 0.0762(15) 0.0055(11) 0.0170(11) 0.0054(13)
C13 0.0673(13) 0.107(2) 0.0678(14) 0.0042(13) -0.0003(11) 0.0112(14)
C14 0.0583(12) 0.087(2) 0.070(2) 0.0001(11) 0.0113(11) -0.0198(13)
C15 0.0694(14) 0.147(3) 0.111(2) 0.032(2) 0.0025(14) -0.023(2)
C16 0.0586(12) 0.111(2) 0.0653(15) -0.0104(13) -0.0039(10) -0.0017(15)
C17 0.0706(15) 0.110(2) 0.075(2) -0.0041(14) 0.0063(12) 0.001(2)
C18 0.078(2) 0.098(2) 0.128(3) -0.003(2) 0.003(2) -0.015(2)
C19 0.077(2) 0.147(3) 0.109(3) -0.014(2) 0.006(2) -0.050(3)
C20 0.076(2) 0.174(3) 0.074(2) -0.029(2) 0.0000(15) -0.032(2)
C21 0.0707(15) 0.141(3) 0.071(2) -0.018(2) -0.0060(13) 0.000(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
F1 0.3749(2) 0.41062(10) 0.47800(10) 0.1111(5) Uani d . 1 . F
F2 0.2851(2) 0.54301(12) 0.5671(2) 0.1435(7) Uani d . 1 . F
F3 0.2577(2) 0.53413(15) 0.7466(2) 0.1662(9) Uani d . 1 . F
F4 0.3245(2) 0.3881(2) 0.83472(12) 0.1620(9) Uani d . 1 . F
F5 0.4161(2) 0.25315(14) 0.74559(10) 0.1264(6) Uani d . 1 . F
O1 0.5524(2) 0.26332(12) 0.49334(12) 0.0958(6) Uani d . 1 . O
O2 0.20181(15) 0.24463(8) 0.46420(9) 0.0665(4) Uani d . 1 . O
O3 0.0956(2) 0.23770(11) 0.59673(11) 0.0866(5) Uani d . 1 . O
C1 0.3368(2) 0.19814(14) 0.49725(13) 0.0665(6) Uani d . 1 . C
C2 0.2980(3) 0.10833(14) 0.5226(2) 0.0780(7) Uani d . 1 . C
H2A 0.2308(3) 0.10834(14) 0.5709(2) 0.094 Uiso d R 1 . H
H2B 0.3922(3) 0.07992(14) 0.5428(2) 0.094 Uiso d R 1 . H
C3 0.2229(3) 0.05893(14) 0.4446(2) 0.0774(6) Uani d . 1 . C
H3A 0.2745(3) 0.07297(14) 0.3919(2) 0.093 Uiso d R 1 . H
H3B 0.1171(3) 0.07716(14) 0.4352(2) 0.093 Uiso d R 1 . H
C4 0.2251(3) -0.0363(2) 0.4552(2) 0.0947(8) Uani d . 1 . C
H4A 0.1515(3) -0.0518(2) 0.4972(2) 0.114 Uiso d R 1 . H
H4B 0.3262(3) -0.0526(2) 0.4800(2) 0.114 Uiso d R 1 . H
C5 0.1878(3) -0.0850(2) 0.3691(2) 0.1022(9) Uani d . 1 . C
H5A 0.0831(3) -0.0724(2) 0.3475(2) 0.123 Uiso d R 1 . H
H5B 0.1942(3) -0.1445(2) 0.3804(2) 0.123 Uiso d R 1 . H
C6 0.2920(3) -0.0620(2) 0.2941(2) 0.0904(7) Uani d . 1 . C
H6A 0.3162(3) -0.1121(2) 0.2619(2) 0.109 Uiso d R 1 . H
H6B 0.3871(3) -0.0393(2) 0.3213(2) 0.109 Uiso d R 1 . H
C7 0.2221(3) 0.0029(2) 0.2296(2) 0.0911(8) Uani d . 1 . C
H7A 0.1610(3) 0.0410(2) 0.2621(2) 0.109 Uiso d R 1 . H
H7B 0.1536(3) -0.0260(2) 0.1863(2) 0.109 Uiso d R 1 . H
C8 0.3366(3) 0.0543(2) 0.1801(2) 0.0961(8) Uani d . 1 . C
H8A 0.2824(3) 0.0852(2) 0.1323(2) 0.115 Uiso d R 1 . H
H8B 0.4052(3) 0.0156(2) 0.1535(2) 0.115 Uiso d R 1 . H
C9 0.4315(3) 0.1169(2) 0.2381(2) 0.0829(7) Uani d . 1 . C
H9A 0.5168(3) 0.1363(2) 0.2061(2) 0.099 Uiso d R 1 . H
H9B 0.4734(3) 0.0878(2) 0.2908(2) 0.099 Uiso d R 1 . H
C10 0.3417(3) 0.1928(2) 0.2690(2) 0.0807(7) Uani d . 1 . C
H10A 0.2489(3) 0.1733(2) 0.2937(2) 0.097 Uiso d R 1 . H
H10B 0.3116(3) 0.2260(2) 0.2169(2) 0.097 Uiso d R 1 . H
C11 0.4309(3) 0.2477(2) 0.3398(2) 0.0823(7) Uani d . 1 . C
H11A 0.3728(3) 0.2983(2) 0.3484(2) 0.099 Uiso d R 1 . H
H11B 0.5274(3) 0.2637(2) 0.3170(2) 0.099 Uiso d R 1 . H
C12 0.4619(2) 0.2084(2) 0.4302(2) 0.0744(6) Uani d . 1 . C
H12A 0.5156(2) 0.1561(2) 0.4235(2) 0.089 Uiso d R 1 . H
C13 0.4502(3) 0.2483(2) 0.5626(2) 0.0810(7) Uani d . 1 . C
H13A 0.4991(3) 0.2108(2) 0.6065(2) 0.097 Uiso d R 1 . H
C14 0.0881(2) 0.25864(15) 0.5201(2) 0.0717(6) Uani d . 1 . C
C15 -0.0429(3) 0.3047(2) 0.4712(2) 0.1093(9) Uani d . 1 . C
H15A -0.0197(3) 0.3138(2) 0.4101(2) 0.164 Uiso d PR 0.50 . H
H15B -0.0573(3) 0.3580(2) 0.4998(2) 0.164 Uiso d PR 0.50 . H
H15C -0.1359(3) 0.2719(2) 0.4722(2) 0.164 Uiso d PR 0.50 . H
H15D -0.1222(3) 0.3154(2) 0.5113(2) 0.164 Uiso d PR 0.50 . H
H15E -0.0846(3) 0.2711(2) 0.4216(2) 0.164 Uiso d PR 0.50 . H
H15F -0.0060(3) 0.3573(2) 0.4491(2) 0.164 Uiso d PR 0.50 . H
C16 0.4012(2) 0.3267(2) 0.6089(2) 0.0787(6) Uani d . 1 . C
C17 0.3660(3) 0.4026(2) 0.5664(2) 0.0851(7) Uani d . 1 . C
C18 0.3191(3) 0.4710(2) 0.6125(3) 0.1016(8) Uani d . 1 . C
C19 0.3048(3) 0.4666(3) 0.7033(3) 0.1107(10) Uani d . 1 . C
C20 0.3393(3) 0.3934(3) 0.7464(2) 0.1087(10) Uani d . 1 . C
C21 0.3864(3) 0.3250(2) 0.6996(2) 0.0951(8) Uani d . 1 . C
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C17 . 1.334(3) yes
F2 C18 . 1.349(3) yes
F3 C19 . 1.331(4) yes
F4 C20 . 1.337(3) yes
F5 C21 . 1.345(3) yes
O1 C13 . 1.431(3) yes
O1 C12 . 1.466(3) yes
O2 C14 . 1.356(2) yes
O2 C1 . 1.437(2) yes
O3 C14 . 1.188(3) yes
C1 C2 . 1.518(3) yes
C1 C12 . 1.538(3) yes
C1 C13 . 1.550(3) yes
C2 C3 . 1.509(3) yes
C3 C4 . 1.519(3) yes
C4 C5 . 1.513(4) yes
C5 C6 . 1.534(4) yes
C6 C7 . 1.504(3) yes
C7 C8 . 1.518(3) yes
C8 C9 . 1.518(4) yes
C9 C10 . 1.523(3) yes
C10 C11 . 1.533(3) yes
C11 C12 . 1.492(3) yes
C13 C16 . 1.501(3) yes
C14 C15 . 1.492(3) yes
C16 C21 . 1.370(3) yes
C16 C17 . 1.384(3) yes
C17 C18 . 1.363(4) yes
C18 C19 . 1.372(4) yes
C19 C20 . 1.350(5) yes
C20 C21 . 1.369(4) yes