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#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/10/7051096.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_7051096
loop_
_publ_author_name
' Yamato, Takehiko '
' Noda Kozo '
' Tsuzuki, Hirohisa'
_publ_section_title
;
Medium-sized cyclophanes. Part 56
5-tert-Butyl-8-substituted [2.2]metaparacyclophane-1,9-dienes.
Preparation, X-ray diffraction studies, and their treatment
with Lewis acid and protic acid
;
_journal_name_full               'New Journal of Chemistry'
_journal_year                    2001
_chemical_formula_sum            'C21 H19 N'
_chemical_formula_weight         285.39
_chemical_name_common
5-tert-butyl-8-cyanometaparacyclophane-1,9-diene
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.684(2)
_cell_length_b                   18.7370(10)
_cell_length_c                   11.044(3)
_cell_measurement_temperature    296(2)
_cell_volume                     3245.5(10)
_diffrn_ambient_temperature      296(2)
_exptl_crystal_density_diffrn    1.168
_cod_original_formula_sum        'C21 H19 N1'
_cod_database_code               7051096
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
C01 C 0.46830(18) 0.56838(18) 0.8071(2) 0.0702(7) Uani 1 1 d . . .
H01 H 0.4557 0.5716 0.8892 0.091 Uiso 1 1 calc R . .
C02 C 0.44039(16) 0.61776(16) 0.7305(2) 0.0639(7) Uani 1 1 d . . .
H02 H 0.4121 0.6574 0.7616 0.083 Uiso 1 1 calc R . .
C03 C 0.45253(14) 0.61243(13) 0.5957(2) 0.0498(5) Uani 1 1 d . . .
C04 C 0.38298(14) 0.60624(14) 0.5201(2) 0.0586(6) Uani 1 1 d . . .
H04 H 0.3289 0.6147 0.5515 0.076 Uiso 1 1 calc R . .
C05 C 0.39078(14) 0.58771(13) 0.3977(2) 0.0564(6) Uani 1 1 d . . .
C06 C 0.47066(15) 0.56748(13) 0.3580(2) 0.0522(5) Uani 1 1 d . . .
H06 H 0.4760 0.5500 0.2796 0.068 Uiso 1 1 calc R . .
C07 C 0.54283(13) 0.57191(12) 0.42882(19) 0.0450(5) Uani 1 1 d . . .
C08 C 0.53393(12) 0.60400(11) 0.54400(19) 0.0424(5) Uani 1 1 d . . .
C09 C 0.62370(14) 0.53652(14) 0.3920(2) 0.0514(6) Uani 1 1 d . . .
H09 H 0.6497 0.5512 0.3205 0.067 Uiso 1 1 calc R . .
C10 C 0.66048(15) 0.48518(15) 0.4556(2) 0.0583(6) Uani 1 1 d . . .
H10 H 0.7094 0.4627 0.4271 0.076 Uiso 1 1 calc R . .
C11 C 0.62233(15) 0.46413(13) 0.5732(2) 0.0537(6) Uani 1 1 d . . .
C12 C 0.53760(16) 0.44280(13) 0.5766(2) 0.0580(6) Uani 1 1 d . . .
H12 H 0.5160 0.4135 0.5159 0.075 Uiso 1 1 calc R . .
C13 C 0.48566(17) 0.46479(14) 0.6691(2) 0.0615(6) Uani 1 1 d . . .
H13 H 0.4288 0.4509 0.6713 0.080 Uiso 1 1 calc R . .
C14 C 0.51934(18) 0.50861(15) 0.7607(2) 0.0609(7) Uani 1 1 d . . .
C15 C 0.60701(19) 0.50916(17) 0.7750(2) 0.0672(7) Uani 1 1 d . . .
H15 H 0.6309 0.5245 0.8476 0.087 Uiso 1 1 calc R . .
C16 C 0.65915(17) 0.48683(16) 0.6813(2) 0.0639(7) Uani 1 1 d . . .
H16 H 0.7181 0.4870 0.6904 0.083 Uiso 1 1 calc R . .
C17 C 0.31240(17) 0.58485(17) 0.3143(3) 0.0761(9) Uani 1 1 d . . .
C18 C 0.3383(3) 0.5975(3) 0.1817(4) 0.144(2) Uani 1 1 d . . .
H18A H 0.3631 0.6441 0.1739 0.187 Uiso 1 1 calc R . .
H18B H 0.2888 0.5943 0.1309 0.187 Uiso 1 1 calc R . .
H18C H 0.3791 0.5621 0.1576 0.187 Uiso 1 1 calc R . .
C19 C 0.2752(4) 0.5141(3) 0.3234(9) 0.268(6) Uani 1 1 d . . .
H19A H 0.2261 0.5112 0.2718 0.349 Uiso 1 1 calc R . .
H19B H 0.2586 0.5052 0.4057 0.349 Uiso 1 1 calc R . .
H19C H 0.3164 0.4791 0.2988 0.349 Uiso 1 1 calc R . .
C20 C 0.2502(3) 0.6428(3) 0.3433(4) 0.143(2) Uani 1 1 d . . .
H20A H 0.2776 0.6884 0.3354 0.187 Uiso 1 1 calc R . .
H20B H 0.2300 0.6370 0.4247 0.187 Uiso 1 1 calc R . .
H20C H 0.2029 0.6403 0.2882 0.187 Uiso 1 1 calc R . .
C21 C 0.60715(15) 0.63225(13) 0.6040(2) 0.0514(5) Uani 1 1 d . . .
C31 C 0.55704(16) 0.76308(15) -0.0820(2) 0.0594(6) Uani 1 1 d . . .
H31 H 0.5393 0.7676 -0.1620 0.077 Uiso 1 1 calc R . .
C32 C 0.50211(14) 0.74214(15) 0.0033(2) 0.0558(6) Uani 1 1 d . . .
H32 H 0.4475 0.7282 -0.0194 0.073 Uiso 1 1 calc R . .
C33 C 0.52591(12) 0.74054(13) 0.1349(2) 0.0467(5) Uani 1 1 d . . .
C34 C 0.48736(13) 0.78648(14) 0.2153(2) 0.0540(6) Uani 1 1 d . . .
H34 H 0.4389 0.8112 0.1908 0.070 Uiso 1 1 calc R . .
C35 C 0.51815(14) 0.79730(13) 0.3318(2) 0.0527(6) Uani 1 1 d . . .
C36 C 0.59561(15) 0.76547(13) 0.3622(2) 0.0524(5) Uani 1 1 d . . .
H36 H 0.6201 0.7759 0.4368 0.068 Uiso 1 1 calc R . .
C37 C 0.63739(13) 0.71885(12) 0.28488(19) 0.0455(5) Uani 1 1 d . . .
C38 C 0.59567(12) 0.70012(12) 0.17595(19) 0.0421(5) Uani 1 1 d . . .
C39 C 0.72729(14) 0.69830(14) 0.3096(2) 0.0551(6) Uani 1 1 d . . .
H39 H 0.7396 0.6723 0.3792 0.072 Uiso 1 1 calc R . .
C40 C 0.79098(14) 0.71602(14) 0.2352(3) 0.0586(6) Uani 1 1 d . . .
H40 H 0.8471 0.7051 0.2552 0.076 Uiso 1 1 calc R . .
C41 C 0.77089(12) 0.75324(13) 0.1206(2) 0.0514(6) Uani 1 1 d . . .
C42 C 0.72534(13) 0.81762(12) 0.1245(2) 0.0518(6) Uani 1 1 d . . .
H42 H 0.7377 0.8516 0.1833 0.067 Uiso 1 1 calc R . .
C43 C 0.66249(14) 0.83003(13) 0.0408(2) 0.0538(6) Uani 1 1 d . . .
H43 H 0.6312 0.8722 0.0433 0.070 Uiso 1 1 calc R . .
C44 C 0.64585(15) 0.77888(14) -0.0483(2) 0.0538(6) Uani 1 1 d . . .
C45 C 0.70855(15) 0.72855(15) -0.0724(2) 0.0586(6) Uani 1 1 d . . .
H45 H 0.7083 0.7036 -0.1452 0.076 Uiso 1 1 calc R . .
C46 C 0.77130(14) 0.71583(15) 0.0126(2) 0.0581(6) Uani 1 1 d . . .
H46 H 0.8136 0.6823 -0.0027 0.075 Uiso 1 1 calc R . .
C47 C 0.47380(18) 0.84900(15) 0.4203(3) 0.0681(7) Uani 1 1 d . . .
C48 C 0.3824(3) 0.8594(4) 0.3907(5) 0.190(3) Uani 1 1 d . . .
H48A H 0.3772 0.8768 0.3093 0.247 Uiso 1 1 calc R . .
H48B H 0.3580 0.8935 0.4457 0.247 Uiso 1 1 calc R . .
H48C H 0.3528 0.8148 0.3981 0.247 Uiso 1 1 calc R . .
C49 C 0.4819(4) 0.8222(2) 0.5491(3) 0.141(2) Uani 1 1 d . . .
H49A H 0.5410 0.8161 0.5687 0.183 Uiso 1 1 calc R . .
H49B H 0.4529 0.7773 0.5567 0.183 Uiso 1 1 calc R . .
H49C H 0.4569 0.8562 0.6035 0.183 Uiso 1 1 calc R . .
C50 C 0.5193(3) 0.9197(2) 0.4159(4) 0.1242(17) Uani 1 1 d . . .
H50A H 0.5784 0.9128 0.4352 0.161 Uiso 1 1 calc R . .
H50B H 0.4941 0.9517 0.4736 0.161 Uiso 1 1 calc R . .
H50C H 0.5144 0.9396 0.3361 0.161 Uiso 1 1 calc R . .
C51 C 0.62194(13) 0.63804(13) 0.11065(19) 0.0455(5) Uani 1 1 d . . .
N01 N 0.66365(15) 0.66290(15) 0.6437(2) 0.0752(7) Uani 1 1 d . . .
N02 N 0.63669(14) 0.58402(12) 0.06558(19) 0.0616(5) Uani 1 1 d . . .
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
C01 C02 1.328(4) . ?
C01 C14 1.469(4) . ?
C02 C03 1.505(4) . ?
C03 C04 1.378(3) . ?
C03 C08 1.407(3) . ?
C04 C05 1.401(4) . ?
C05 C06 1.380(3) . ?
C05 C17 1.537(3) . ?
C06 C07 1.378(3) . ?
C07 C08 1.414(3) . ?
C07 C09 1.488(3) . ?
C08 C21 1.428(3) . ?
C09 C10 1.324(3) . ?
C10 C11 1.484(3) . ?
C11 C12 1.388(4) . ?
C11 C16 1.392(4) . ?
C12 C13 1.370(4) . ?
C13 C14 1.406(4) . ?
C14 C15 1.384(4) . ?
C15 C16 1.384(4) . ?
C17 C19 1.451(5) . ?
C17 C20 1.495(5) . ?
C17 C18 1.538(6) . ?
C21 N01 1.143(3) . ?
C31 C32 1.336(4) . ?
C31 C44 1.472(3) . ?
C32 C33 1.501(3) . ?
C33 C34 1.377(3) . ?
C33 C38 1.406(3) . ?
C34 C35 1.388(3) . ?
C35 C36 1.394(3) . ?
C35 C47 1.542(3) . ?
C36 C37 1.386(3) . ?
C37 C38 1.414(3) . ?
C37 C39 1.487(3) . ?
C38 C51 1.429(3) . ?
C39 C40 1.336(4) . ?
C40 C41 1.479(4) . ?
C41 C46 1.384(4) . ?
C41 C42 1.403(3) . ?
C42 C43 1.371(3) . ?
C43 C44 1.398(4) . ?
C44 C45 1.388(4) . ?
C45 C46 1.381(4) . ?
C47 C48 1.483(5) . ?
C47 C50 1.505(5) . ?
C47 C49 1.514(5) . ?
C51 N02 1.152(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652861
