#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:42:00 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178749 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/03/4100389.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_4100389
loop_
_publ_author_name
' Michael S. Sherburn '
'Alan Payne '
' Anthony C. Willis '
_publ_section_title
;
Practical Synthesis and Diels-Alder Chemistry of [4]Dendralene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_year                    2005
_chemical_formula_moiety         'C23 H22 N2 O4 , 2(C H Cl3)'
_chemical_formula_sum            'C25 H24 Cl6 N2 O4'
_chemical_formula_weight         629.19
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90
_cell_angle_beta                 95.4998(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.05780(10)
_cell_length_b                   14.7735(2)
_cell_length_c                   24.2902(3)
_cell_measurement_temperature    200
_cell_volume                     2878.24(6)
_diffrn_ambient_temperature      200
_exptl_crystal_density_diffrn    1.452
_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/a'
_cod_database_code               4100389
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z
x+1/2,-y+1/2,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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cl1 Cl 1.02370(16) 0.62106(8) 0.49659(5) 0.0689 1.0000 Uani . . . . . .
Cl2 Cl 0.9011(2) 0.68811(10) 0.59650(6) 0.0901 1.0000 Uani . . . . . .
Cl3 Cl 0.67597(17) 0.60759(14) 0.51113(6) 0.0988 1.0000 Uani . . . . . .
Cl4 Cl 0.1733(7) 0.4176(4) 0.95248(15) 0.2338 0.826(4) Uani . U P . . .
Cl5 Cl 0.0646(5) 0.3174(2) 0.85306(19) 0.1842 0.826(4) Uani . U P . . .
Cl6 Cl -0.1665(5) 0.4123(3) 0.91021(15) 0.1847 0.826(4) Uani . U P . . .
Cl7 Cl 0.257(2) 0.3419(14) 0.8948(9) 0.2000 0.174(4) Uiso D . P . . .
Cl8 Cl -0.067(3) 0.3121(15) 0.8816(9) 0.2000 0.174(4) Uiso D . P . . .
Cl9 Cl 0.049(3) 0.4460(16) 0.9504(11) 0.2000 0.174(4) Uiso D . P . . .
O19 O 0.4838(4) 0.7564(2) 0.75075(15) 0.0701 1.0000 Uani . . . . . .
O26 O 0.1227(4) 0.5457(2) 0.80865(13) 0.0629 1.0000 Uani . . . . . .
O27 O 0.5423(4) 0.22930(18) 0.70251(14) 0.0617 1.0000 Uani . . . . . .
O29 O 0.8440(4) 0.4489(2) 0.62826(13) 0.0601 1.0000 Uani . . . . . .
N2 N 0.3182(4) 0.6556(2) 0.79362(14) 0.0484 1.0000 Uani . . . . . .
N10 N 0.6891(4) 0.3298(2) 0.65471(13) 0.0418 1.0000 Uani . . . . . .
C1 C 0.3843(5) 0.6947(2) 0.74878(18) 0.0471 1.0000 Uani . . . . . .
C3 C 0.2022(5) 0.5880(2) 0.77733(17) 0.0452 1.0000 Uani . . . . . .
C4 C 0.1983(4) 0.5743(2) 0.71657(16) 0.0394 1.0000 Uani . . . . . .
C5 C 0.2639(4) 0.4784(2) 0.70332(17) 0.0432 1.0000 Uani . . . . . .
C6 C 0.4420(4) 0.4715(2) 0.72856(15) 0.0374 1.0000 Uani . . . . . .
C7 C 0.5116(5) 0.4005(2) 0.76834(17) 0.0449 1.0000 Uani . . . . . .
C8 C 0.6732(4) 0.3610(2) 0.74868(16) 0.0411 1.0000 Uani . . . . . .
C9 C 0.6261(4) 0.2968(2) 0.70139(17) 0.0427 1.0000 Uani . . . . . .
C11 C 0.7813(4) 0.4077(2) 0.66414(17) 0.0421 1.0000 Uani . . . . . .
C12 C 0.7858(4) 0.4321(2) 0.72427(16) 0.0412 1.0000 Uani . . . . . .
C13 C 0.7262(4) 0.5311(2) 0.72988(17) 0.0435 1.0000 Uani . . . . . .
C14 C 0.5434(4) 0.5346(2) 0.71076(15) 0.0367 1.0000 Uani . . . . . .
C15 C 0.4598(4) 0.5998(2) 0.66943(16) 0.0415 1.0000 Uani . . . . . .
C16 C 0.3161(4) 0.6461(2) 0.69719(16) 0.0410 1.0000 Uani . . . . . .
C17 C 0.3811(5) 0.5456(3) 0.61990(17) 0.0556 1.0000 Uani . . . . . .
C18 C 0.2654(5) 0.4718(3) 0.64024(18) 0.0541 1.0000 Uani . . . . . .
C20 C 0.3663(6) 0.6800(3) 0.8494(2) 0.0666 1.0000 Uani . . . . . .
C21 C 0.3713(11) 0.7696(4) 0.8647(3) 0.1176 1.0000 Uani . . . . . .
C22 C 0.4223(15) 0.7916(6) 0.9196(3) 0.1629 1.0000 Uani . . . . . .
C23 C 0.4677(15) 0.7259(6) 0.9571(3) 0.1616 1.0000 Uani . . . . . .
C24 C 0.4621(11) 0.6361(6) 0.9419(3) 0.1316 1.0000 Uani . . . . . .
C25 C 0.4135(8) 0.6131(4) 0.8874(2) 0.0940 1.0000 Uani . . . . . .
C28 C 0.6604(6) 0.2868(3) 0.6006(2) 0.0652 1.0000 Uani . . . . . .
C51 C 0.8770(5) 0.6061(3) 0.54490(16) 0.0505 1.0000 Uani . . . . . .
C52 C 0.0382(13) 0.4111(6) 0.8947(3) 0.1101 0.826(4) Uani . U P . . .
C53 C 0.074(3) 0.3941(19) 0.8894(12) 0.1100 0.174(4) Uiso D . P . . .
H41 H 0.0826(4) 0.5795(2) 0.69790(16) 0.0473 1.0000 Uiso R . . . . .
H51 H 0.1933(4) 0.4299(2) 0.71786(17) 0.0521 1.0000 Uiso R . . . . .
H71 H 0.5369(5) 0.4282(2) 0.80578(17) 0.0545 1.0000 Uiso R . . . . .
H72 H 0.4278(5) 0.3510(2) 0.77040(17) 0.0545 1.0000 Uiso R . . . . .
H81 H 0.7343(4) 0.3326(2) 0.78210(16) 0.0490 1.0000 Uiso R . . . . .
H121 H 0.8995(4) 0.4306(2) 0.74475(16) 0.0488 1.0000 Uiso R . . . . .
H131 H 0.7449(4) 0.5508(2) 0.76938(17) 0.0517 1.0000 Uiso R . . . . .
H132 H 0.7893(4) 0.5719(2) 0.70644(17) 0.0517 1.0000 Uiso R . . . . .
H151 H 0.5413(4) 0.6451(2) 0.65742(16) 0.0500 1.0000 Uiso R . . . . .
H161 H 0.2582(4) 0.6883(2) 0.66945(16) 0.0491 1.0000 Uiso R . . . . .
H171 H 0.3146(5) 0.5872(3) 0.59382(17) 0.0669 1.0000 Uiso R . . . . .
H172 H 0.4710(5) 0.5164(3) 0.60043(17) 0.0669 1.0000 Uiso R . . . . .
H181 H 0.1497(5) 0.4807(3) 0.62220(18) 0.0644 1.0000 Uiso R . . . . .
H182 H 0.3070(5) 0.4108(3) 0.63030(18) 0.0644 1.0000 Uiso R . . . . .
H211 H 0.3391(11) 0.8181(4) 0.8370(3) 0.1394 1.0000 Uiso R . . . . .
H221 H 0.4252(15) 0.8565(6) 0.9314(3) 0.1928 1.0000 Uiso R . . . . .
H231 H 0.5058(15) 0.7430(6) 0.9961(3) 0.1892 1.0000 Uiso R . . . . .
H241 H 0.4927(11) 0.5879(6) 0.9700(3) 0.1531 1.0000 Uiso R . . . . .
H251 H 0.4127(8) 0.5483(4) 0.8756(2) 0.1102 1.0000 Uiso R . . . . .
H281 H 0.7176(6) 0.3223(3) 0.5729(2) 0.0780 1.0000 Uiso R . . . . .
H282 H 0.7058(6) 0.2237(3) 0.6027(2) 0.0780 1.0000 Uiso R . . . . .
H283 H 0.5379(6) 0.2847(3) 0.5890(2) 0.0780 1.0000 Uiso R . . . . .
H511 H 0.8962(5) 0.5459(3) 0.56324(16) 0.0607 1.0000 Uiso R . . . . .
H521 H 0.0640(13) 0.4665(6) 0.8735(3) 0.1325 0.8263 Uiso R . . . . .
H531 H 0.064(3) 0.4393(19) 0.8586(12) 0.1320 0.1737 Uiso R . . . . .
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
Cl1 . C51 . 1.757(4) yes
Cl2 . C51 . 1.740(4) yes
Cl3 . C51 . 1.744(4) yes
Cl4 . C52 . 1.694(9) yes
Cl5 . C52 . 1.740(9) yes
Cl6 . C52 . 1.727(11) yes
Cl7 . C53 . 1.66(2) yes
Cl8 . C53 . 1.66(2) yes
Cl9 . C53 . 1.70(2) yes
O19 . C1 . 1.212(4) yes
O26 . C3 . 1.214(5) yes
O27 . C9 . 1.206(4) yes
O29 . C11 . 1.212(4) yes
N2 . C1 . 1.384(5) yes
N2 . C3 . 1.398(5) yes
N2 . C20 . 1.420(5) yes
N10 . C9 . 1.375(5) yes
N10 . C11 . 1.377(5) yes
N10 . C28 . 1.459(5) yes
C1 . C16 . 1.503(5) yes
C3 . C4 . 1.487(5) yes
C4 . C5 . 1.557(5) yes
C4 . C16 . 1.526(5) yes
C4 . H41 . 1.000 no
C5 . C6 . 1.509(5) yes
C5 . C18 . 1.537(6) yes
C5 . H51 . 1.000 no
C6 . C7 . 1.498(5) yes
C6 . C14 . 1.338(5) yes
C7 . C8 . 1.544(5) yes
C7 . H71 . 1.000 no
C7 . H72 . 1.000 no
C8 . C9 . 1.510(5) yes
C8 . C12 . 1.544(5) yes
C8 . H81 . 1.000 no
C11 . C12 . 1.502(5) yes
C12 . C13 . 1.549(5) yes
C12 . H121 . 1.000 no
C13 . C14 . 1.503(5) yes
C13 . H131 . 1.000 no
C13 . H132 . 1.000 no
C14 . C15 . 1.503(5) yes
C15 . C16 . 1.553(5) yes
C15 . C17 . 1.531(6) yes
C15 . H151 . 1.000 no
C16 . H161 . 1.000 no
C17 . C18 . 1.546(6) yes
C17 . H171 . 1.000 no
C17 . H172 . 1.000 no
C18 . H181 . 1.000 no
C18 . H182 . 1.000 no
C20 . C21 . 1.375(7) yes
C20 . C25 . 1.380(7) yes
C21 . C22 . 1.395(10) yes
C21 . H211 . 1.000 no
C22 . C23 . 1.358(11) yes
C22 . H221 . 1.000 no
C23 . C24 . 1.377(10) yes
C23 . H231 . 1.000 no
C24 . C25 . 1.388(8) yes
C24 . H241 . 1.000 no
C25 . H251 . 1.000 no
C28 . H281 . 1.000 no
C28 . H282 . 1.000 no
C28 . H283 . 1.000 no
C51 . H511 . 1.000 no
C52 . H521 . 1.000 no
C53 . H531 . 1.000 no
C53 . H531 . 1.000 no
