#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/10/4021053.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_4021053
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 . 1.5(C4 H10 O)'
_chemical_formula_moiety         'C52 H56 N6, 1.5(C4 H10 O)'
_chemical_formula_structural     '(C52 H56 N6) 1.5(C4 H10 O)'
_chemical_formula_sum            'C58 H71 N6 O1.5'
_chemical_formula_weight         876.21
_space_group_IT_number           20
_space_group_name_Hall           'C 2c 2'
_space_group_name_H-M_alt        'C 2 2 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      20
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6924(2)
_cell_length_b                   33.0953(7)
_cell_length_c                   14.2824(3)
_cell_measurement_temperature    200(2)
_cell_volume                     5054.1(2)
_diffrn_ambient_temperature      200(2)
_exptl_crystal_density_diffrn    1.152
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_formula_sum        'C58 H71 N6 O1.50'
_cod_database_code               4021053
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
N1 N 0.3948(2) 0.11387(5) 0.69315(14) 0.0414(5) Uani 1 d . .
C1 C 0.4440(2) 0.14882(7) 0.7249(2) 0.0384(5) Uani 1 d . .
C2 C 0.4507(2) 0.07923(7) 0.7184(2) 0.0397(5) Uani 1 d . .
C1A C 0.1357(2) 0.28656(7) 0.6509(2) 0.0474(6) Uani 1 d . .
H1A H 0.1294 0.30772 0.7007 0.044(6) Uiso 1 calc R .
C2A C 0.2203(2) 0.25136(7) 0.6716(2) 0.0395(6) Uani 1 d . .
C3A C 0.2910(2) 0.24637(7) 0.7517(2) 0.0436(6) Uani 1 d . .
H3A H 0.2882 0.26726 0.7973 0.052(7) Uiso 1 calc R .
N4A N 0.3634(2) 0.21417(5) 0.76992(15) 0.0434(5) Uani 1 d . .
C5A C 0.3668(2) 0.18526(6) 0.7042(2) 0.0370(5) Uani 1 d . .
C6A C 0.2998(2) 0.18753(6) 0.6216(2) 0.0379(5) Uani 1 d . .
H6A H 0.3053 0.16632 0.5770 0.063(8) Uiso 1 calc R .
C7A C 0.2247(2) 0.22073(7) 0.6041(2) 0.0385(5) Uani 1 d . .
C8A C 0.1493(2) 0.22647(7) 0.5152(2) 0.0454(6) Uani 1 d . .
H8A H 0.0908 0.20353 0.5075 0.069(8) Uiso 1 calc R .
H8B H 0.2064 0.22678 0.4606 0.037(6) Uiso 1 calc R .
C9A C 0.0754(2) 0.26599(7) 0.5184(2) 0.0450(6) Uani 1 d . .
H9A H 0.0202 0.27123 0.4632 0.061(8) Uiso 1 calc R .
C10A C 0.1597(2) 0.30203(7) 0.5490(2) 0.0467(6) Uani 1 d . .
C11A C 0.0113(2) 0.26914(8) 0.6148(2) 0.0524(7) Uani 1 d . .
H11A H -0.0595 0.28838 0.6169 0.058(7) Uiso 1 calc R .
H11B H -0.0117 0.24278 0.6427 0.047(7) Uiso 1 calc R .
C12A C 0.2939(2) 0.30413(9) 0.5134(2) 0.0566(7) Uani 1 d . .
H12A H 0.3389 0.3256 0.5466 0.056(8) Uiso 1 calc R .
H12B H 0.2937 0.3100 0.4461 0.087(11) Uiso 1 calc R .
H12C H 0.3355 0.2782 0.5245 0.058(8) Uiso 1 calc R .
C13A C 0.0955(3) 0.34260(8) 0.5296(2) 0.0594(8) Uani 1 d . .
H13A H 0.1439 0.36443 0.5586 0.068(9) Uiso 1 calc R .
H13B H 0.0109 0.3422 0.5560 0.072(9) Uiso 1 calc R .
H13C H 0.0907 0.3471 0.4619 0.105(12) Uiso 1 calc R .
C1B C 0.2990(3) -0.07478(8) 0.5805(2) 0.0522(7) Uani 1 d . .
H1B H 0.3639 -0.09186 0.5492 0.082(9) Uiso 1 calc R .
C2B C 0.3392(2) -0.03315(7) 0.6119(2) 0.0416(6) Uani 1 d . .
C3B C 0.4593(2) -0.01893(7) 0.6056(2) 0.0451(6) Uani 1 d . .
H3B H 0.5203 -0.03570 0.5769 0.058(8) Uiso 1 calc R .
N4B N 0.4958(2) 0.01737(5) 0.6379(2) 0.0456(5) Uani 1 d . .
C5B C 0.4058(2) 0.04056(7) 0.6750(2) 0.0420(6) Uani 1 d . .
C6B C 0.2822(2) 0.02970(7) 0.6804(2) 0.0451(6) Uani 1 d . .
H6B H 0.2214 0.04799 0.7039 0.037(6) Uiso 1 calc R .
C7B C 0.2483(2) -0.00878(7) 0.6506(2) 0.0435(6) Uani 1 d . .
C8B C 0.1198(2) -0.02587(7) 0.6651(2) 0.0580(7) Uani 1 d . .
H8C H 0.0577 -0.00880 0.6323 0.062(8) Uiso 1 calc R .
H8D H 0.0994 -0.02570 0.7327 0.058(8) Uiso 1 calc R .
C9B C 0.1125(3) -0.06892(7) 0.6279(2) 0.0556(7) Uani 1 d . .
H9B H 0.0285 -0.08198 0.6332 0.070(8) Uiso 1 calc R .
C10B C 0.2236(3) -0.09486(7) 0.6634(2) 0.0551(7) Uani 1 d . .
C11B C 0.1714(3) -0.07003(9) 0.5287(2) 0.0603(8) Uani 1 d . .
H11C H 0.1626 -0.04455 0.4929 0.050(7) Uiso 1 calc R .
H11D H 0.1468 -0.09373 0.4906 0.068(8) Uiso 1 calc R .
C12B C 0.2725(3) -0.08973(10) 0.7620(2) 0.0734(9) Uani 1 d . .
H12D H 0.2178 -0.1042 0.8058 0.116(13) Uiso 1 calc R .
H12E H 0.2740 -0.06095 0.7781 0.085(10) Uiso 1 calc R .
H12F H 0.3574 -0.1008 0.7661 0.143(17) Uiso 1 calc R .
C13B C 0.2010(4) -0.14024(8) 0.6436(3) 0.0886(12) Uani 1 d . .
H13D H 0.1459 -0.1515 0.6918 0.090(11) Uiso 1 calc R .
H13E H 0.2811 -0.1546 0.6444 0.110(14) Uiso 1 calc R .
H13F H 0.1618 -0.14337 0.5820 0.115(16) 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 1.342(3) . yes
N1 C1 1.349(3) . yes
C1 C1 1.395(5) 3_656 yes
C1 C5A 1.491(3) . yes
C2 C2 1.387(4) 3_656 yes
C2 C5B 1.501(3) . yes
C1A C2A 1.504(3) . yes
C1A C11A 1.538(4) . yes
C1A C10A 1.565(4) . yes
C1A H1A 1.00 . ?
C2A C3A 1.382(3) . yes
C2A C7A 1.400(3) . yes
C3A N4A 1.342(3) . yes
C3A H3A 0.95 . ?
N4A C5A 1.340(3) . yes
C5A C6A 1.383(3) . yes
C6A C7A 1.384(3) . yes
C6A H6A 0.95 . ?
C7A C8A 1.516(3) . yes
C8A C9A 1.529(3) . yes
C8A H8A 0.99 . ?
C8A H8B 0.99 . ?
C9A C11A 1.542(4) . yes
C9A C10A 1.557(3) . yes
C9A H9A 1.00 . ?
C10A C12A 1.524(4) . yes
C10A C13A 1.533(3) . 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 1.511(3) . yes
C1B C11B 1.561(4) . yes
C1B C10B 1.579(4) . yes
C1B H1B 1.00 . ?
C2B C3B 1.371(4) . yes
C2B C7B 1.379(3) . yes
C3B N4B 1.344(3) . yes
C3B H3B 0.95 . ?
N4B C5B 1.340(3) . yes
C5B C6B 1.371(3) . yes
C6B C7B 1.391(3) . yes
C6B H6B 0.95 . ?
C7B C8B 1.500(4) . yes
C8B C9B 1.523(4) . yes
C8B H8C 0.99 . ?
C8B H8D 0.99 . ?
C9B C10B 1.551(4) . yes
C9B C11B 1.551(4) . yes
C9B H9B 1.00 . ?
C10B C12B 1.512(5) . yes
C10B C13B 1.547(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 . ?
