#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/10/4021054.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_4021054
loop_
_publ_author_name
'Angela L. Sauers'
'Douglas M. Ho'
'Stefan Bernhard'
_publ_section_title
;
 Synthesis and Characterization of Highly Conjugated,
 Chiral Bridging Ligands
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8910
_journal_page_last               8915
_journal_paper_doi               10.1021/jo048515m
_journal_volume                  69
_journal_year                    2004
_chemical_absolute_configuration rm
_chemical_formula_iupac          'C52 H56 N6'
_chemical_formula_moiety         'C52 H56 N6'
_chemical_formula_structural     'C52 H56 N6'
_chemical_formula_sum            'C52 H56 N6'
_chemical_formula_weight         765.03
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                102.452(1)
_cell_angle_beta                 96.396(1)
_cell_angle_gamma                105.312(1)
_cell_formula_units_Z            1
_cell_length_a                   7.6254(1)
_cell_length_b                   11.3678(3)
_cell_length_c                   13.1788(4)
_cell_measurement_temperature    200(2)
_cell_volume                     1058.59(4)
_diffrn_ambient_temperature      200(2)
_exptl_crystal_density_diffrn    1.200
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4021054
loop_
_symmetry_equiv_pos_as_xyz
'x, y, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
N1 N 0.2992(3) 0.3173(2) 0.4804(2) 0.0300(5) Uani 1 d . .
C2 C 0.2623(3) 0.3926(2) 0.4211(2) 0.0292(6) Uani 1 d . .
C3 C 0.3972(3) 0.5034(2) 0.4195(2) 0.0288(6) Uani 1 d . .
N4 N 0.5666(3) 0.5357(2) 0.4775(2) 0.0310(5) Uani 1 d . .
C5 C 0.6042(3) 0.4606(2) 0.5369(2) 0.0292(6) Uani 1 d . .
C6 C 0.4708(3) 0.3486(2) 0.5372(2) 0.0292(6) Uani 1 d . .
C1A C -0.4396(4) 0.2674(3) 0.1563(2) 0.0455(7) Uani 1 d . .
H1A H -0.5567 0.2471 0.1852 0.062(9) Uiso 1 calc R .
C2A C -0.2632(3) 0.2906(3) 0.2319(2) 0.0342(6) Uani 1 d . .
C3A C -0.2528(3) 0.2773(3) 0.3332(2) 0.0370(6) Uani 1 d . .
H3A H -0.3623 0.2483 0.3602 0.044(8) Uiso 1 calc R .
C4A C -0.0811(3) 0.3065(2) 0.3958(2) 0.0314(6) Uani 1 d . .
H4A H -0.0704 0.2966 0.4657 0.033(7) Uiso 1 calc R .
C5A C 0.0744(3) 0.3506(2) 0.3541(2) 0.0301(6) Uani 1 d . .
N6A N 0.0687(3) 0.3582(2) 0.2536(2) 0.0317(5) Uani 1 d . .
C7A C -0.0986(3) 0.3273(2) 0.1932(2) 0.0315(6) Uani 1 d . .
C8A C -0.1102(4) 0.3314(3) 0.0799(2) 0.0446(8) Uani 1 d . .
H8A H -0.0529 0.2701 0.0424 0.070(11) Uiso 1 calc R .
H8B H -0.0407 0.4166 0.0758 0.069(10) Uiso 1 calc R .
C9A C -0.3112(4) 0.2997(3) 0.0261(3) 0.0525(9) Uani 1 d . .
H9A H -0.3293 0.3042 -0.0491 0.044(8) Uiso 1 calc R .
C10A C -0.4363(4) 0.1774(3) 0.0485(2) 0.0504(8) Uani 1 d . .
C11A C -0.4096(5) 0.3759(4) 0.0994(3) 0.0611(10) Uani 1 d . .
H11A H -0.5251 0.3843 0.0634 0.057(9) Uiso 1 calc R .
H11B H -0.3281 0.4583 0.1437 0.058(9) Uiso 1 calc R .
C12A C -0.6269(5) 0.1292(5) -0.0238(3) 0.0770(13) Uani 1 d . .
H12A H -0.7098 0.0648 0.0019 0.073(11) Uiso 1 calc R .
H12B H -0.6138 0.0925 -0.0959 0.108(16) Uiso 1 calc R .
H12C H -0.6786 0.1996 -0.0234 0.097(17) Uiso 1 calc R .
C13A C -0.3604(5) 0.0674(3) 0.0509(3) 0.0633(10) Uani 1 d . .
H13A H -0.4390 0.0091 0.0840 0.103(15) Uiso 1 calc R .
H13B H -0.2345 0.0987 0.0917 0.057(9) Uiso 1 calc R .
H13C H -0.3588 0.0231 -0.0214 0.094(13) Uiso 1 calc R .
C1B C 0.1798(4) 0.8288(3) 0.1909(2) 0.0417(7) Uani 1 d . .
H1B H 0.2487 0.8582 0.1363 0.060(9) Uiso 1 calc R .
C2B C 0.2582(3) 0.7497(2) 0.2495(2) 0.0342(6) Uani 1 d . .
C3B C 0.4173(4) 0.7161(3) 0.2362(2) 0.0433(7) Uani 1 d . .
H3B H 0.4920 0.7470 0.1889 0.049(8) Uiso 1 calc R .
C4B C 0.4661(4) 0.6368(3) 0.2927(2) 0.0393(7) Uani 1 d . .
H4B H 0.5751 0.6128 0.2846 0.049(8) Uiso 1 calc R .
C5B C 0.3570(3) 0.5926(2) 0.3607(2) 0.0293(6) Uani 1 d . .
N6B N 0.2058(3) 0.6275(2) 0.3772(2) 0.0347(5) Uani 1 d . .
C7B C 0.1591(3) 0.7039(2) 0.3222(2) 0.0338(6) Uani 1 d . .
C8B C -0.0117(4) 0.7428(3) 0.3402(3) 0.0559(10) Uani 1 d . .
H8C H 0.0056 0.7916 0.4145 0.080(13) Uiso 1 calc R .
H8D H -0.1189 0.6667 0.3279 0.076(11) Uiso 1 calc R .
C9B C -0.0509(4) 0.8238(3) 0.2658(3) 0.0508(8) Uani 1 d . .
H9B H -0.1658 0.8497 0.2708 0.059(9) Uiso 1 calc R .
C10B C 0.1250(4) 0.9307(3) 0.2692(3) 0.0453(7) Uani 1 d . .
C11B C -0.0311(4) 0.7607(3) 0.1539(3) 0.0565(9) Uani 1 d . .
H11C H -0.0905 0.7895 0.0971 0.060(9) Uiso 1 calc R .
H11D H -0.0647 0.6675 0.1372 0.062(10) Uiso 1 calc R .
C12B C 0.0788(5) 1.0301(3) 0.2172(3) 0.0638(10) Uani 1 d . .
H12D H 0.0101 1.0759 0.2610 0.096(14) Uiso 1 calc R .
H12E H 0.0033 0.9883 0.1470 0.067(11) Uiso 1 calc R .
H12F H 0.1935 1.0895 0.2105 0.084(12) Uiso 1 calc R .
C13B C 0.2553(6) 0.9977(3) 0.3730(3) 0.0719(12) Uani 1 d . .
H13D H 0.1975 1.0510 0.4183 0.083(12) Uiso 1 calc R .
H13E H 0.3704 1.0503 0.3598 0.107(16) Uiso 1 calc R .
H13F H 0.2824 0.9352 0.4083 0.095(14) Uiso 1 calc R .
C1C C 1.3007(3) 0.6733(3) 0.8147(2) 0.0359(6) Uani 1 d . .
H1C H 1.4081 0.7280 0.7929 0.061(9) Uiso 1 calc R .
C2C C 1.1288(3) 0.6143(2) 0.7327(2) 0.0321(6) Uani 1 d . .
C3C C 1.1095(3) 0.6258(3) 0.6304(2) 0.0369(6) Uani 1 d . .
H3C H 1.2129 0.6694 0.6050 0.032(7) Uiso 1 calc R .
C4C C 0.9401(3) 0.5738(2) 0.5651(2) 0.0346(6) Uani 1 d . .
H4C H 0.9244 0.5822 0.4947 0.023(6) Uiso 1 calc R .
C5C C 0.7916(3) 0.5086(2) 0.6038(2) 0.0291(6) Uani 1 d . .
N6C N 0.8071(3) 0.4923(2) 0.7024(2) 0.0297(5) Uani 1 d . .
C7C C 0.9740(3) 0.5441(2) 0.7647(2) 0.0305(6) Uani 1 d . .
C8C C 0.9976(3) 0.5249(3) 0.8749(2) 0.0358(6) Uani 1 d . .
H8E H 0.9771 0.4341 0.8704 0.049(8) Uiso 1 calc R .
H8F H 0.9042 0.5524 0.9125 0.038(7) Uiso 1 calc R .
C9C C 1.1915(3) 0.6001(3) 0.9370(2) 0.0365(6) Uani 1 d . .
H9C H 1.2145 0.5974 1.0125 0.045(8) Uiso 1 calc R .
C10C C 1.3435(3) 0.5761(3) 0.8723(2) 0.0384(7) Uani 1 d . .
C11C C 1.2406(4) 0.7339(3) 0.9172(2) 0.0453(7) Uani 1 d . .
H11E H 1.1331 0.7656 0.9050 0.078(11) Uiso 1 calc R .
H11F H 1.3428 0.7976 0.9701 0.080(12) Uiso 1 calc R .
C12C C 1.5376(4) 0.6268(3) 0.9406(3) 0.0527(8) Uani 1 d . .
H12G H 1.6304 0.6242 0.8950 0.069(10) Uiso 1 calc R .
H12H H 1.5484 0.5744 0.9898 0.077(12) Uiso 1 calc R .
H12I H 1.5578 0.7140 0.9806 0.069(11) Uiso 1 calc R .
C13C C 1.3203(4) 0.4436(3) 0.8075(3) 0.0520(8) Uani 1 d . .
H13G H 1.4216 0.4447 0.7677 0.100(14) Uiso 1 calc R .
H13H H 1.2021 0.4126 0.7582 0.046(8) Uiso 1 calc R .
H13I H 1.3220 0.3879 0.8547 0.080(12) Uiso 1 calc R .
C1D C 0.6212(4) -0.0613(3) 0.6776(3) 0.0465(8) Uani 1 d . .
H1D H 0.5368 -0.1111 0.7163 0.064(10) Uiso 1 calc R .
C2D C 0.5706(3) 0.0485(2) 0.6505(2) 0.0360(6) Uani 1 d . .
C3D C 0.4189(3) 0.0858(3) 0.6735(2) 0.0384(7) Uani 1 d . .
H3D H 0.3378 0.0428 0.7123 0.032(7) Uiso 1 calc R .
C4D C 0.3846(3) 0.1862(3) 0.6398(2) 0.0353(6) Uani 1 d . .
H4D H 0.2787 0.2116 0.6536 0.040(8) Uiso 1 calc R .
C5D C 0.5082(3) 0.2489(2) 0.5855(2) 0.0289(6) Uani 1 d . .
N6D N 0.6585(3) 0.2152(2) 0.5628(2) 0.0317(5) Uani 1 d . .
C7D C 0.6857(3) 0.1159(2) 0.5938(2) 0.0328(6) Uani 1 d . .
C8D C 0.8512(4) 0.0741(3) 0.5653(3) 0.0493(8) Uani 1 d . .
H8G H 0.9661 0.1440 0.5967 0.063(10) Uiso 1 calc R .
H8H H 0.8424 0.0528 0.4876 0.096(14) Uiso 1 calc R .
C9D C 0.8585(4) -0.0403(3) 0.6059(3) 0.0503(8) Uani 1 d . .
H9D H 0.9621 -0.0751 0.5884 0.050(8) Uiso 1 calc R .
C10D C 0.8327(4) -0.0211(3) 0.7230(3) 0.0435(7) Uani 1 d . .
C11D C 0.6658(5) -0.1370(3) 0.5765(3) 0.0653(11) Uani 1 d . .
H11G H 0.6654 -0.2237 0.5780 0.082(12) Uiso 1 calc R .
H11H H 0.5920 -0.1362 0.5101 0.069(11) Uiso 1 calc R .
C12D C 0.8858(5) -0.1200(4) 0.7725(3) 0.0640(10) Uani 1 d . .
H12J H 1.0201 -0.1040 0.7820 0.084(13) Uiso 1 calc R .
H12K H 0.8246 -0.2044 0.7260 0.076(12) Uiso 1 calc R .
H12L H 0.8466 -0.1148 0.8413 0.054(9) Uiso 1 calc R .
C13D C 0.9230(4) 0.1079(3) 0.7978(3) 0.0536(9) Uani 1 d . .
H13J H 1.0576 0.1271 0.8059 0.066(10) Uiso 1 calc R .
H13K H 0.8860 0.1087 0.8667 0.098(14) Uiso 1 calc R .
H13L H 0.8838 0.1714 0.7691 0.054(9) Uiso 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
N1 C2 1.337(3) . yes
N1 C6 1.349(3) . yes
C2 C3 1.406(3) . yes
C2 C5A 1.496(3) . yes
C3 N4 1.340(3) . yes
C3 C5B 1.473(4) . yes
N4 C5 1.339(3) . yes
C5 C6 1.405(3) . yes
C5 C5C 1.489(3) . yes
C6 C5D 1.487(4) . yes
C1A C2A 1.507(4) . yes
C1A C11A 1.557(5) . yes
C1A C10A 1.568(5) . yes
C1A H1A 1.00 . ?
C2A C3A 1.372(4) . yes
C2A C7A 1.402(3) . yes
C3A C4A 1.384(3) . yes
C3A H3A 0.95 . ?
C4A C5A 1.382(4) . yes
C4A H4A 0.95 . ?
C5A N6A 1.343(3) . yes
N6A C7A 1.341(3) . yes
C7A C8A 1.498(4) . yes
C8A C9A 1.529(4) . yes
C8A H8A 0.99 . ?
C8A H8B 0.99 . ?
C9A C11A 1.546(5) . yes
C9A C10A 1.571(4) . yes
C9A H9A 1.00 . ?
C10A C13A 1.516(5) . yes
C10A C12A 1.538(4) . yes
C11A H11A 0.99 . ?
C11A H11B 0.99 . ?
C12A H12A 0.98 . ?
C12A H12B 0.98 . ?
C12A H12C 0.98 . ?
C13A H13A 0.98 . ?
C13A H13B 0.98 . ?
C13A H13C 0.98 . ?
C1B C2B 1.497(4) . yes
C1B C10B 1.555(4) . yes
C1B C11B 1.558(4) . yes
C1B H1B 1.00 . ?
C2B C3B 1.384(4) . yes
C2B C7B 1.389(4) . yes
C3B C4B 1.383(4) . yes
C3B H3B 0.95 . ?
C4B C5B 1.374(4) . yes
C4B H4B 0.95 . ?
C5B N6B 1.340(3) . yes
N6B C7B 1.336(3) . yes
C7B C8B 1.509(4) . yes
C8B C9B 1.538(4) . yes
C8B H8C 0.99 . ?
C8B H8D 0.99 . ?
C9B C11B 1.538(5) . yes
C9B C10B 1.543(4) . yes
C9B H9B 1.00 . ?
C10B C13B 1.512(5) . yes
C10B C12B 1.537(4) . yes
C11B H11C 0.99 . ?
C11B H11D 0.99 . ?
C12B H12D 0.98 . ?
C12B H12E 0.98 . ?
C12B H12F 0.98 . ?
C13B H13D 0.98 . ?
C13B H13E 0.98 . ?
C13B H13F 0.98 . ?
C1C C2C 1.498(4) . yes
C1C C10C 1.549(4) . yes
C1C C11C 1.554(4) . yes
C1C H1C 1.00 . ?
C2C C3C 1.378(4) . yes
C2C C7C 1.402(3) . yes
C3C C4C 1.374(4) . yes
C3C H3C 0.95 . ?
C4C C5C 1.393(4) . yes
C4C H4C 0.95 . ?
C5C N6C 1.349(3) . yes
N6C C7C 1.343(3) . yes
C7C C8C 1.513(4) . yes
C8C C9C 1.532(4) . yes
C8C H8E 0.99 . ?
C8C H8F 0.99 . ?
C9C C11C 1.554(4) . yes
C9C C10C 1.559(4) . yes
C9C H9C 1.00 . ?
C10C C13C 1.517(4) . yes
C10C C12C 1.537(4) . yes
C11C H11E 0.99 . ?
C11C H11F 0.99 . ?
C12C H12G 0.98 . ?
C12C H12H 0.98 . ?
C12C H12I 0.98 . ?
C13C H13G 0.98 . ?
C13C H13H 0.98 . ?
C13C H13I 0.98 . ?
C1D C2D 1.500(4) . yes
C1D C11D 1.546(5) . yes
C1D C10D 1.564(4) . yes
C1D H1D 1.00 . ?
C2D C3D 1.375(4) . yes
C2D C7D 1.397(4) . yes
C3D C4D 1.385(4) . yes
C3D H3D 0.95 . ?
C4D C5D 1.387(4) . yes
C4D H4D 0.95 . ?
C5D N6D 1.345(3) . yes
N6D C7D 1.337(3) . yes
C7D C8D 1.518(4) . yes
C8D C9D 1.521(4) . yes
C8D H8G 0.99 . ?
C8D H8H 0.99 . ?
C9D C11D 1.534(5) . yes
C9D C10D 1.554(4) . yes
C9D H9D 1.00 . ?
C10D C13D 1.512(4) . yes
C10D C12D 1.533(4) . yes
C11D H11G 0.99 . ?
C11D H11H 0.99 . ?
C12D H12J 0.98 . ?
C12D H12K 0.98 . ?
C12D H12L 0.98 . ?
C13D H13J 0.98 . ?
C13D H13K 0.98 . ?
C13D H13L 0.98 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658491
