#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:44:31 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178752 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/06/4100692.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_4100692
loop_
_publ_author_name
'Emmanuel Terazzi'
'Stephane Torelli'
'Jean-Pierre Rivera'
'Jean-Marc Benech'
'Gerald Bernardinelli'
'Cyril Bourgogne'
'Bertrand Donnio'
'Daniel Guillon'
'Daniel Imbert'
'Jean-Claude Bunzli'
'Andre Pinto'
'Damien Jeannerat'
'Claude Piguet'
_publ_section_title
;
Molecular Control of Macroscopic Cubic, Columnar and Lamellar
Organizations in Luminescent Lanthanide-containing Thermotropic
Liquid Crystals.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja0446101
_journal_year                    2005
_chemical_formula_sum            'C16 H18 F12 N2 O4 Zn'
_chemical_formula_weight         595.69
_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                90.00
_cell_angle_beta                 90.914(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.7229(11)
_cell_length_b                   17.7077(19)
_cell_length_c                   24.760(3)
_cell_measurement_temperature    153(2)
_cell_volume                     4700.8(9)
_diffrn_ambient_temperature      153(2)
_exptl_crystal_density_diffrn    1.683
_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_database_code               4100692
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
Zn1 Zn 0.06828(3) 0.54809(2) 0.403493(15) 0.03051(11) Uani 1 1 d . . .
Zn2 Zn 0.57935(3) 0.55218(2) 0.094272(15) 0.03028(11) Uani 1 1 d . B .
F1 F 0.4461(4) 0.7031(2) 0.42130(16) 0.1001(12) Uani 1 1 d . . .
F2 F 0.4046(3) 0.6795(2) 0.33980(14) 0.1008(13) Uani 1 1 d . . .
F3 F 0.5498(3) 0.6202(2) 0.3807(2) 0.1118(14) Uani 1 1 d . . .
F4A F 0.3390(7) 0.3857(5) 0.5135(4) 0.0845(11) Uani 0.513(7) 1 d P . .
F4B F 0.3110(8) 0.3547(5) 0.4976(5) 0.0845(11) Uani 0.487(7) 1 d P . .
F5A F 0.4791(12) 0.3904(5) 0.4609(6) 0.0845(11) Uani 0.513(7) 1 d P . .
F5B F 0.4694(13) 0.3736(6) 0.4480(6) 0.0845(11) Uani 0.487(7) 1 d P . .
F6A F 0.2841(7) 0.3322(4) 0.4391(4) 0.0845(11) Uani 0.513(7) 1 d P . .
F6B F 0.3214(8) 0.3397(5) 0.4150(4) 0.0845(11) Uani 0.487(7) 1 d P . .
F7 F 0.2838(4) 0.4090(2) 0.27487(19) 0.1118(14) Uani 1 1 d . . .
F8 F 0.1396(6) 0.3314(3) 0.2553(2) 0.175(3) Uani 1 1 d . . .
F9 F 0.1365(5) 0.4429(3) 0.22707(16) 0.1277(17) Uani 1 1 d . . .
F10 F -0.1843(3) 0.3308(2) 0.44193(12) 0.0948(13) Uani 1 1 d . . .
F11 F -0.2003(3) 0.29512(19) 0.36036(14) 0.0893(11) Uani 1 1 d . . .
F12 F -0.2957(3) 0.3928(2) 0.38571(15) 0.0855(10) Uani 1 1 d . . .
F13A F 0.7934(7) 0.3327(4) 0.0651(4) 0.0923(12) Uani 0.551(7) 1 d P . .
F13B F 0.8309(9) 0.3414(5) 0.0899(5) 0.0923(12) Uani 0.449(7) 1 d P . .
F14A F 0.8578(7) 0.3801(4) -0.0079(4) 0.0923(12) Uani 0.551(7) 1 d P . .
F14B F 0.8134(9) 0.3482(5) 0.0088(5) 0.0923(12) Uani 0.449(7) 1 d P . .
F15A F 0.9800(8) 0.3768(5) 0.0638(4) 0.0923(12) Uani 0.551(7) 1 d P . .
F15B F 0.9861(10) 0.3867(6) 0.0378(5) 0.0923(12) Uani 0.449(7) 1 d P . .
F16 F 1.0623(3) 0.6250(2) 0.1166(2) 0.1035(13) Uani 1 1 d . . .
F17 F 0.9558(3) 0.70739(18) 0.07501(14) 0.0798(9) Uani 1 1 d . . .
F18 F 0.9163(3) 0.6823(2) 0.15646(13) 0.0908(11) Uani 1 1 d . . .
F19 F 0.7050(6) 0.4439(3) 0.26958(17) 0.142(2) Uani 1 1 d . . .
F20A F 0.8415(5) 0.4436(4) 0.2194(3) 0.0942(13) Uani 0.696(8) 1 d P . .
F20B F 0.8470(13) 0.4013(8) 0.1991(6) 0.0942(13) Uani 0.304(8) 1 d P . .
F21A F 0.7409(6) 0.3418(5) 0.2331(4) 0.0942(13) Uani 0.696(8) 1 d P . .
F21B F 0.6978(14) 0.3390(12) 0.2367(9) 0.0942(13) Uani 0.304(8) 1 d P . .
F22 F 0.3422(3) 0.32517(18) 0.06997(11) 0.0756(9) Uani 1 1 d . . .
F23 F 0.3401(4) 0.2989(2) 0.15345(14) 0.0962(12) Uani 1 1 d . . .
F24 F 0.2355(3) 0.3902(2) 0.12361(16) 0.0881(10) Uani 1 1 d . . .
O1 O 0.2311(2) 0.61422(14) 0.40391(11) 0.0420(6) Uani 1 1 d . . .
O2 O 0.1865(2) 0.47168(14) 0.44957(11) 0.0398(5) Uani 1 1 d . . .
O3 O 0.1317(2) 0.48974(14) 0.33625(10) 0.0385(5) Uani 1 1 d . . .
O5 O -0.0704(2) 0.46372(14) 0.40829(10) 0.0380(5) Uani 1 1 d . . .
O6 O 0.6961(2) 0.47127(15) 0.05080(11) 0.0411(6) Uani 1 1 d . . .
O7 O 0.7438(2) 0.61768(14) 0.08889(10) 0.0397(6) Uani 1 1 d . . .
O8 O 0.6602(2) 0.50310(14) 0.16294(10) 0.0380(5) Uani 1 1 d . . .
O9 O 0.4459(2) 0.46678(14) 0.09760(10) 0.0369(5) Uani 1 1 d . . .
N1 N -0.0403(3) 0.63229(16) 0.35789(11) 0.0348(6) Uani 1 1 d . . .
N2 N -0.0007(3) 0.60184(17) 0.47116(11) 0.0371(6) Uani 1 1 d . . .
H2A H -0.0666 0.5752 0.4850 0.044 Uiso 1 1 calc R . .
H2B H 0.0604 0.6062 0.4975 0.044 Uiso 1 1 calc R . .
N3 N 0.5081(3) 0.59968(17) 0.02369(12) 0.0400(7) Uani 1 1 d . . .
H3A H 0.5623 0.5937 -0.0044 0.048 Uiso 1 1 calc R A 1
H3B H 0.4324 0.5786 0.0142 0.048 Uiso 1 1 calc R A 1
N4 N 0.4806(3) 0.64349(17) 0.13393(12) 0.0365(6) Uani 1 1 d . . .
C1 C 0.3393(4) 0.5901(2) 0.40444(15) 0.0435(8) Uani 1 1 d . . .
C2 C 0.3812(4) 0.5187(3) 0.42002(18) 0.0493(9) Uani 1 1 d . . .
H2 H 0.4666 0.5060 0.4159 0.059 Uiso 1 1 calc R . .
C3 C 0.3006(4) 0.4659(2) 0.44140(16) 0.0437(8) Uani 1 1 d . . .
C4 C 0.4364(4) 0.6479(3) 0.3860(2) 0.0584(11) Uani 1 1 d . . .
C5 C 0.3541(5) 0.3891(3) 0.4569(2) 0.0657(13) Uani 1 1 d . . .
C6 C 0.0942(4) 0.4279(2) 0.31916(15) 0.0418(8) Uani 1 1 d . . .
C7 C -0.0046(4) 0.3838(2) 0.33677(17) 0.0456(9) Uani 1 1 d . . .
H7 H -0.0213 0.3369 0.3194 0.055 Uiso 1 1 calc R . .
C8 C -0.0788(3) 0.4062(2) 0.37872(15) 0.0387(8) Uani 1 1 d . . .
C9 C 0.1645(6) 0.3998(3) 0.2697(3) 0.0752(16) Uani 1 1 d . . .
C10 C -0.1902(4) 0.3557(3) 0.39206(18) 0.0542(11) Uani 1 1 d . . .
C11 C -0.1153(4) 0.6680(2) 0.40062(16) 0.0466(9) Uani 1 1 d . . .
H11A H -0.1897 0.6365 0.4074 0.056 Uiso 1 1 calc R . .
H11B H -0.1444 0.7181 0.3880 0.056 Uiso 1 1 calc R . .
C12 C -0.0421(4) 0.6774(2) 0.45249(16) 0.0468(9) Uani 1 1 d . . .
H12A H 0.0312 0.7102 0.4465 0.056 Uiso 1 1 calc R . .
H12B H -0.0947 0.7013 0.4801 0.056 Uiso 1 1 calc R . .
C13 C -0.1230(4) 0.5917(2) 0.31837(16) 0.0439(8) Uani 1 1 d . . .
H13A H -0.1721 0.5539 0.3385 0.053 Uiso 1 1 calc R . .
H13B H -0.0694 0.5636 0.2931 0.053 Uiso 1 1 calc R . .
C14 C -0.2138(4) 0.6401(3) 0.28496(19) 0.0561(11) Uani 1 1 d . . .
H14A H -0.2694 0.6673 0.3092 0.084 Uiso 1 1 calc R . .
H14B H -0.2633 0.6075 0.2609 0.084 Uiso 1 1 calc R . .
H14C H -0.1668 0.6764 0.2634 0.084 Uiso 1 1 calc R . .
C15 C 0.0364(4) 0.6912(2) 0.33071(16) 0.0441(8) Uani 1 1 d . . .
H15A H 0.0928 0.7146 0.3580 0.053 Uiso 1 1 calc R . .
H15B H -0.0200 0.7312 0.3168 0.053 Uiso 1 1 calc R . .
C16 C 0.1139(4) 0.6621(3) 0.28454(17) 0.0560(11) Uani 1 1 d . . .
H16A H 0.1620 0.6180 0.2966 0.084 Uiso 1 1 calc R . .
H16B H 0.1711 0.7018 0.2728 0.084 Uiso 1 1 calc R . .
H16C H 0.0588 0.6477 0.2543 0.084 Uiso 1 1 calc R . .
C17 C 0.8105(4) 0.4656(2) 0.05949(17) 0.0459(9) Uani 1 1 d . . .
C18 C 0.8928(4) 0.5201(3) 0.07880(17) 0.0487(9) Uani 1 1 d . . .
H18 H 0.9785 0.5079 0.0835 0.058 Uiso 1 1 calc R . .
C19 C 0.8516(3) 0.5928(2) 0.09139(15) 0.0416(8) Uani 1 1 d . . .
C20 C 0.8638(5) 0.3875(3) 0.0481(3) 0.0683(14) Uani 1 1 d . . .
C21 C 0.9487(4) 0.6519(3) 0.1101(2) 0.0550(10) Uani 1 1 d . . .
C22 C 0.6387(4) 0.4384(2) 0.17973(15) 0.0400(8) Uani 1 1 d . . .
C23 C 0.5415(4) 0.3903(2) 0.16536(16) 0.0444(8) Uani 1 1 d . . .
H23 H 0.5365 0.3423 0.1824 0.053 Uiso 1 1 calc R . .
C24 C 0.4519(3) 0.4095(2) 0.12730(14) 0.0373(7) Uani 1 1 d . . .
C25 C 0.7320(5) 0.4127(3) 0.2236(2) 0.0606(12) Uani 1 1 d . . .
C26 C 0.3420(4) 0.3551(2) 0.11860(17) 0.0480(9) Uani 1 1 d . . .
C27A C 0.4944(10) 0.6785(5) 0.0378(4) 0.0468(12) Uani 0.505(7) 1 d P B 1
H27A H 0.5673 0.7052 0.0228 0.056 Uiso 0.505(7) 1 calc PR B 1
H27B H 0.4201 0.6973 0.0178 0.056 Uiso 0.505(7) 1 calc PR B 1
C28A C 0.4833(10) 0.7024(5) 0.0892(4) 0.0468(12) Uani 0.505(7) 1 d P B 1
H28A H 0.4057 0.7324 0.0912 0.056 Uiso 0.505(7) 1 calc PR B 1
H28B H 0.5536 0.7372 0.0971 0.056 Uiso 0.505(7) 1 calc PR B 1
C27B C 0.4324(10) 0.6712(5) 0.0380(4) 0.0468(12) Uani 0.495(7) 1 d P B 2
H27C H 0.4752 0.7155 0.0225 0.056 Uiso 0.495(7) 1 calc PR B 2
H27D H 0.3494 0.6674 0.0201 0.056 Uiso 0.495(7) 1 calc PR B 2
C28B C 0.4166(10) 0.6833(5) 0.0873(4) 0.0468(12) Uani 0.495(7) 1 d P B 2
H28C H 0.3261 0.6767 0.0931 0.056 Uiso 0.495(7) 1 calc PR B 2
H28D H 0.4339 0.7377 0.0927 0.056 Uiso 0.495(7) 1 calc PR B 2
C29 C 0.3656(4) 0.6192(3) 0.1598(3) 0.082(2) Uani 1 1 d . B .
H29A H 0.3190 0.5831 0.1366 0.099 Uiso 1 1 calc R C 3
H29B H 0.3112 0.6630 0.1675 0.099 Uiso 1 1 calc R C 3
C30A C 0.417(2) 0.5753(7) 0.2206(7) 0.057(4) Uani 0.46(3) 1 d P B 3
H30A H 0.4671 0.5305 0.2120 0.086 Uiso 0.46(3) 1 calc PR B 3
H30B H 0.3452 0.5601 0.2418 0.086 Uiso 0.46(3) 1 calc PR B 3
H30C H 0.4687 0.6108 0.2416 0.086 Uiso 0.46(3) 1 calc PR B 3
C30B C 0.352(2) 0.5740(6) 0.1976(9) 0.068(6) Uani 0.54(3) 1 d P B 4
H30D H 0.4093 0.5313 0.1931 0.102 Uiso 0.54(3) 1 calc PR B 4
H30E H 0.2661 0.5556 0.1975 0.102 Uiso 0.54(3) 1 calc PR B 4
H30F H 0.3709 0.5994 0.2319 0.102 Uiso 0.54(3) 1 calc PR B 4
C31 C 0.5633(4) 0.6837(3) 0.1718(2) 0.0629(13) Uani 1 1 d . B .
H31A H 0.6356 0.7027 0.1515 0.075 Uiso 1 1 calc R . .
H31B H 0.5956 0.6468 0.1986 0.075 Uiso 1 1 calc R . .
C32 C 0.5076(5) 0.7501(3) 0.2026(2) 0.0717(15) Uani 1 1 d . . .
H32A H 0.4745 0.7873 0.1769 0.108 Uiso 1 1 calc R B .
H32B H 0.5725 0.7736 0.2253 0.108 Uiso 1 1 calc R . .
H32C H 0.4401 0.7319 0.2254 0.108 Uiso 1 1 calc R . .
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
Zn1 N2 2.074(3) . ?
Zn1 O3 2.083(2) . ?
Zn1 O1 2.102(2) . ?
Zn1 O5 2.113(2) . ?
Zn1 O2 2.166(2) . ?
Zn1 N1 2.194(3) . ?
Zn2 N3 2.075(3) . ?
Zn2 O9 2.084(2) . ?
Zn2 O8 2.086(2) . ?
Zn2 O7 2.117(2) . ?
Zn2 N4 2.175(3) . ?
Zn2 O6 2.196(3) . ?
F1 C4 1.314(6) . ?
F2 C4 1.314(6) . ?
F3 C4 1.320(6) . ?
F4A F4B 0.737(11) . ?
F4A C5 1.415(11) . ?
F4B C5 1.271(11) . ?
F4B F6A 1.525(15) . ?
F5A C5 1.342(14) . ?
F5B C5 1.288(15) . ?
F6A F6B 0.735(9) . ?
F6A C5 1.327(11) . ?
F6B C5 1.396(12) . ?
F7 C9 1.294(7) . ?
F8 C9 1.290(6) . ?
F9 C9 1.332(8) . ?
F10 C10 1.312(5) . ?
F11 C10 1.333(5) . ?
F12 C10 1.315(6) . ?
F13A F13B 0.747(11) . ?
F13A C20 1.304(10) . ?
F13A F14B 1.439(14) . ?
F13B C20 1.370(13) . ?
F14A F14B 0.850(10) . ?
F14A C20 1.392(10) . ?
F14A F15B 1.770(13) . ?
F14B C20 1.306(11) . ?
F15A F15B 0.673(13) . ?
F15A C20 1.314(10) . ?
F15B C20 1.340(12) . ?
F16 C21 1.315(5) . ?
F17 C21 1.315(6) . ?
F18 C21 1.320(6) . ?
F19 C25 1.302(7) . ?
F20A F20B 0.905(16) . ?
F20A C25 1.301(7) . ?
F20B C25 1.397(18) . ?
F20B F21A 1.772(16) . ?
F21A C25 1.280(9) . ?
F21B C25 1.395(18) . ?
F22 C26 1.316(5) . ?
F23 C26 1.318(5) . ?
F24 C26 1.307(5) . ?
O1 C1 1.237(5) . ?
O2 C3 1.247(5) . ?
O3 C6 1.239(4) . ?
O5 C8 1.257(4) . ?
O6 C17 1.246(5) . ?
O7 C19 1.237(4) . ?
O8 C22 1.242(4) . ?
O9 C24 1.254(4) . ?
N1 C11 1.481(5) . ?
N1 C13 1.494(5) . ?
N1 C15 1.495(5) . ?
N2 C12 1.481(5) . ?
N2 H2A 0.9200 . ?
N2 H2B 0.9200 . ?
N3 C27A 1.447(9) . ?
N3 C27B 1.548(9) . ?
N3 H3A 0.9200 . ?
N3 H3B 0.9200 . ?
N4 C29 1.464(6) . ?
N4 C31 1.466(5) . ?
N4 C28B 1.508(9) . ?
N4 C28A 1.523(9) . ?
C1 C2 1.394(6) . ?
C1 C4 1.534(6) . ?
C2 C3 1.385(6) . ?
C2 H2 0.9500 . ?
C3 C5 1.522(6) . ?
C6 C7 1.392(6) . ?
C6 C9 1.532(6) . ?
C7 C8 1.377(6) . ?
C7 H7 0.9500 . ?
C8 C10 1.532(5) . ?
C11 C12 1.504(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.530(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.515(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.388(6) . ?
C17 C20 1.524(6) . ?
C18 C19 1.397(6) . ?
C18 H18 0.9500 . ?
C19 C21 1.542(6) . ?
C22 C23 1.388(5) . ?
C22 C25 1.534(6) . ?
C23 C24 1.377(5) . ?
C23 H23 0.9500 . ?
C24 C26 1.535(5) . ?
C27A C28A 1.347(12) . ?
C27A H27A 0.9900 . ?
C27A H27B 0.9900 . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
C27B C28B 1.253(12) . ?
C27B H27C 0.9900 . ?
C27B H27D 0.9900 . ?
C28B H28C 0.9900 . ?
C28B H28D 0.9900 . ?
C29 C30B 1.241(17) . ?
C29 C30A 1.78(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30A H30A 0.9800 . ?
C30A H30B 0.9800 . ?
C30A H30C 0.9800 . ?
C30B H30D 0.9800 . ?
C30B H30E 0.9800 . ?
C30B H30F 0.9800 . ?
C31 C32 1.527(6) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
