#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/02/4110257.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_4110257
loop_
_publ_author_name
'Jeremiah J. Gassensmith'
'Easwaran Arunkumar'
'Lorna Barr'
'Jeffrey M. Baumes'
'Kristy M. DiVittorio'
'James R. Johnson'
'Bruce C. Noll'
'Bradley D. Smith'
_publ_section_title
;
 Self-Assembly of Fluorescent Inclusion Complexes in Competitive Media
 Including the Interior of Living Cells
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15054
_journal_page_last               15059
_journal_paper_doi               10.1021/ja075567v
_journal_volume                  129
_journal_year                    2007
_chemical_compound_source        synthesized
_chemical_formula_moiety         'C46 H34 N6 O4, C20 H20 N2 O2, 6(C H Cl3)'
_chemical_formula_sum            'C72 H60 Cl18 N8 O6'
_chemical_formula_weight         1771.38
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.169(2)
_cell_angle_beta                 90.708(2)
_cell_angle_gamma                105.057(2)
_cell_formula_units_Z            1
_cell_length_a                   10.5116(3)
_cell_length_b                   13.4898(4)
_cell_length_c                   13.9436(4)
_cell_measurement_reflns_used    9041
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.250
_cell_measurement_theta_min      4.954
_cell_volume                     1845.13(10)
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004; Sheldrick, 2003)'
_computing_molecular_graphics    'XP (Sheldrick, 1998)'
_computing_publication_material  'enCIFer (CCDC, 2004)'
_computing_structure_refinement  'XL (Sheldrick, 2001)'
_computing_structure_solution    'XS (Sheldrick, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker d8-APEX II CCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53541
_diffrn_reflns_theta_full        31.51
_diffrn_reflns_theta_max         31.51
_diffrn_reflns_theta_min         1.51
_diffrn_source_type              'Siemens KFFMO2K-90'
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Blessing, R. H. (1995) Acta Cryst. A51, 33-38.

Sheldrick, G. M. (2004) SADABS University of Göttingen, Germany.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_description       plate
_exptl_crystal_F_000             902
_exptl_crystal_recrystallization_method
'Sample was dissolved in chloroform with slow diffusion of hexanes'
_exptl_crystal_size_max          0.582
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.138
_platon_squeeze_details
;
;
_refine_diff_density_max         0.797
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         12262
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0560
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1005P)²+0.0756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1618
_refine_ls_wR_factor_ref         0.1712
_reflns_number_gt                8864
_reflns_number_total             12262
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja075567vsi20070803_031222.cif
_cod_data_source_block           jjg02
_cod_original_cell_volume        1845.13(9)
_cod_original_sg_symbol_Hall     '-p 1'
_cod_database_code               4110257
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1W C 0.10132(12) 0.21068(10) 0.22874(8) 0.0190(2) Uani 1 1 d .
C2W C 0.19255(12) 0.15416(10) 0.17103(9) 0.0199(2) Uani 1 1 d .
C3W C 0.13757(13) 0.06276(11) 0.09523(10) 0.0266(3) Uani 1 1 d .
H3W H 0.0444 0.0354 0.0825 0.032 Uiso 1 1 calc R
C4W C 0.22118(15) 0.01305(12) 0.03931(11) 0.0328(3) Uani 1 1 d .
H4W H 0.1870 -0.0490 -0.0132 0.039 Uiso 1 1 calc R
C5W C 0.35633(14) 0.05552(12) 0.06130(11) 0.0314(3) Uani 1 1 d .
H5W H 0.4165 0.0236 0.0235 0.038 Uiso 1 1 calc R
C6W C 0.40267(12) 0.14573(10) 0.13970(9) 0.0219(2) Uani 1 1 d .
C7W C 0.54945(12) 0.19074(10) 0.16489(9) 0.0214(2) Uani 1 1 d .
C8W C 0.72989(13) 0.30911(11) 0.27990(10) 0.0261(3) Uani 1 1 d .
H8W H 0.7751 0.3326 0.2242 0.031 Uiso 1 1 calc R
H8W' H 0.7648 0.2515 0.2921 0.031 Uiso 1 1 calc R
C9W C 0.76370(12) 0.40106(10) 0.37136(9) 0.0211(2) Uani 1 1 d .
C10W C 0.77638(12) 0.38236(10) 0.46553(9) 0.0211(2) Uani 1 1 d .
C11W C 0.74046(15) 0.27723(12) 0.47955(12) 0.0313(3) Uani 1 1 d .
H11W H 0.7022 0.2189 0.4245 0.038 Uiso 1 1 calc R
C12W C 0.75953(18) 0.25866(14) 0.56926(14) 0.0391(4) Uani 1 1 d .
H12W H 0.7363 0.1880 0.5761 0.047 Uiso 1 1 calc R
C13W C 0.81407(17) 0.34471(16) 0.65273(13) 0.0385(4) Uani 1 1 d .
H13W H 0.8282 0.3313 0.7153 0.046 Uiso 1 1 calc R
C14W C 0.84619(14) 0.44599(13) 0.64403(10) 0.0290(3) Uani 1 1 d .
H14W H 0.8807 0.5027 0.7012 0.035 Uiso 1 1 calc R
C15W C 0.82946(12) 0.46960(11) 0.55079(9) 0.0203(2) Uani 1 1 d .
C16W C 0.86538(12) 0.57395(10) 0.53984(9) 0.0204(2) Uani 1 1 d .
C17W C 0.84487(12) 0.59316(10) 0.44706(9) 0.0214(2) Uani 1 1 d .
C18W C 0.87539(15) 0.69857(12) 0.43383(12) 0.0321(3) Uani 1 1 d .
H18W H 0.9079 0.7573 0.4897 0.039 Uiso 1 1 calc R
C19W C 0.85906(18) 0.71689(15) 0.34333(14) 0.0412(4) Uani 1 1 d .
H19W H 0.8810 0.7876 0.3366 0.049 Uiso 1 1 calc R
C20W C 0.80942(17) 0.63063(17) 0.25942(13) 0.0413(4) Uani 1 1 d .
H20W H 0.7986 0.6438 0.1964 0.050 Uiso 1 1 calc R
C21W C 0.77715(15) 0.52944(14) 0.26799(10) 0.0306(3) Uani 1 1 d .
H21W H 0.7428 0.4728 0.2107 0.037 Uiso 1 1 calc R
C22W C 0.79352(12) 0.50558(11) 0.36155(9) 0.0216(2) Uani 1 1 d .
C23W C 0.93669(13) 0.66433(11) 0.62581(10) 0.0254(3) Uani 1 1 d .
H23A H 0.9862 0.6366 0.6691 0.031 Uiso 1 1 calc R
H23B H 1.0017 0.7169 0.5999 0.031 Uiso 1 1 calc R
N1W N 0.58815(10) 0.26631(9) 0.25020(8) 0.0213(2) Uani 1 1 d .
H1NW H 0.5297 0.2896 0.2875 0.026 Uiso 1 1 calc R
N2W N 0.32271(10) 0.19474(8) 0.19443(7) 0.01839(19) Uani 1 1 d .
N3W N 0.84852(10) 0.71822(9) 0.68560(7) 0.0202(2) Uani 1 1 d .
HN2W H 0.7645 0.7040 0.6655 0.024 Uiso 1 1 calc R
O1W O -0.01555(9) 0.19074(8) 0.19634(7) 0.0247(2) Uani 1 1 d .
O2W O 0.62778(10) 0.15887(9) 0.10827(7) 0.0300(2) Uani 1 1 d .
C1A C 0.53775(12) 0.57787(11) 0.53972(8) 0.0201(2) Uani 1 1 d .
C2A C 0.49164(12) 0.52426(10) 0.43556(8) 0.0199(2) Uani 1 1 d .
C3A C 0.47956(12) 0.55869(11) 0.34913(9) 0.0215(2) Uani 1 1 d .
C4A C 0.51948(14) 0.66824(11) 0.35292(10) 0.0259(3) Uani 1 1 d .
H4A H 0.5579 0.7180 0.4136 0.031 Uiso 1 1 calc R
C5A C 0.50368(15) 0.70400(13) 0.27058(11) 0.0306(3) Uani 1 1 d .
H5A H 0.5326 0.7778 0.2746 0.037 Uiso 1 1 calc R
C6A C 0.44434(15) 0.63121(13) 0.17929(10) 0.0299(3) Uani 1 1 d .
C7A C 0.40779(14) 0.52127(13) 0.17480(9) 0.0287(3) Uani 1 1 d .
H7A H 0.3707 0.4711 0.1140 0.034 Uiso 1 1 calc R
C8A C 0.42549(13) 0.48647(12) 0.25743(9) 0.0238(2) Uani 1 1 d .
H8A H 0.4009 0.4124 0.2528 0.029 Uiso 1 1 calc R
C9A C 0.4562(2) 0.78023(18) 0.10568(16) 0.0556(6) Uani 1 1 d .
H9A H 0.4138 0.8158 0.1609 0.083 Uiso 1 1 calc R
H9B H 0.4254 0.7914 0.0435 0.083 Uiso 1 1 calc R
H9C H 0.5523 0.8097 0.1170 0.083 Uiso 1 1 calc R
C10A C 0.3577(2) 0.59346(18) 0.00640(11) 0.0458(4) Uani 1 1 d .
H10A H 0.4081 0.5416 -0.0169 0.069 Uiso 1 1 calc R
H10B H 0.3539 0.6328 -0.0436 0.069 Uiso 1 1 calc R
H10C H 0.2679 0.5564 0.0172 0.069 Uiso 1 1 calc R
N1A N 0.42234(16) 0.66729(13) 0.09921(10) 0.0413(3) Uani 1 1 d .
O1A O 0.58290(9) 0.67203(8) 0.58705(7) 0.02352(19) Uani 1 1 d .
C1S C 0.9934(2) 0.29874(14) 0.02298(12) 0.0410(4) Uani 1 1 d .
H1S H 0.9543 0.2445 0.0598 0.049 Uiso 1 1 calc R
Cl1 Cl 0.89975(6) 0.26686(5) -0.09095(3) 0.05698(15) Uani 1 1 d .
Cl2 Cl 0.99251(5) 0.42422(4) 0.09579(3) 0.04644(13) Uani 1 1 d .
Cl3 Cl 1.15813(6) 0.29471(4) 0.00105(4) 0.05528(14) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1W C1W N3W 122.73(11) . 2_666
O1W C1W C2W 119.98(10) . .
N3W C1W C2W 117.29(10) 2_666 .
N2W C2W C3W 123.46(11) . .
N2W C2W C1W 118.11(10) . .
C3W C2W C1W 118.42(11) . .
C4W C3W C2W 118.62(12) . .
C4W C3W H3W 120.7 . .
C2W C3W H3W 120.7 . .
C3W C4W C5W 118.54(12) . .
C3W C4W H4W 120.7 . .
C5W C4W H4W 120.7 . .
C4W C5W C6W 119.04(12) . .
C4W C5W H5W 120.5 . .
C6W C5W H5W 120.5 . .
N2W C6W C5W 123.02(12) . .
N2W C6W C7W 117.90(10) . .
C5W C6W C7W 119.08(11) . .
O2W C7W N1W 123.02(12) . .
O2W C7W C6W 120.43(11) . .
N1W C7W C6W 116.55(11) . .
N1W C8W C9W 114.29(10) . .
N1W C8W H8W 108.7 . .
C9W C8W H8W 108.7 . .
N1W C8W H8W' 108.7 . .
C9W C8W H8W' 108.7 . .
H8W C8W H8W' 107.6 . .
C22W C9W C10W 120.01(11) . .
C22W C9W C8W 119.77(12) . .
C10W C9W C8W 120.00(12) . .
C9W C10W C11W 121.80(12) . .
C9W C10W C15W 120.22(12) . .
C11W C10W C15W 117.96(12) . .
C12W C11W C10W 121.84(15) . .
C12W C11W H11W 119.1 . .
C10W C11W H11W 119.1 . .
C11W C12W C13W 120.00(15) . .
C11W C12W H12W 120.0 . .
C13W C12W H12W 120.0 . .
C14W C13W C12W 120.48(14) . .
C14W C13W H13W 119.8 . .
C12W C13W H13W 119.8 . .
C13W C14W C15W 121.63(14) . .
C13W C14W H14W 119.2 . .
C15W C14W H14W 119.2 . .
C16W C15W C14W 122.42(12) . .
C16W C15W C10W 119.51(11) . .
C14W C15W C10W 118.05(13) . .
C17W C16W C15W 120.26(11) . .
C17W C16W C23W 119.82(12) . .
C15W C16W C23W 119.71(11) . .
C16W C17W C18W 121.88(12) . .
C16W C17W C22W 120.04(12) . .
C18W C17W C22W 118.07(12) . .
C19W C18W C17W 121.79(15) . .
C19W C18W H18W 119.1 . .
C17W C18W H18W 119.1 . .
C18W C19W C20W 119.96(16) . .
C18W C19W H19W 120.0 . .
C20W C19W H19W 120.0 . .
C21W C20W C19W 120.70(15) . .
C21W C20W H20W 119.7 . .
C19W C20W H20W 119.7 . .
C20W C21W C22W 121.63(14) . .
C20W C21W H21W 119.2 . .
C22W C21W H21W 119.2 . .
C9W C22W C21W 122.40(12) . .
C9W C22W C17W 119.74(11) . .
C21W C22W C17W 117.84(13) . .
N3W C23W C16W 113.62(10) . .
N3W C23W H23A 108.8 . .
C16W C23W H23A 108.8 . .
N3W C23W H23B 108.8 . .
C16W C23W H23B 108.8 . .
H23A C23W H23B 107.7 . .
C7W N1W C8W 118.46(10) . .
C7W N1W H1NW 120.8 . .
C8W N1W H1NW 120.8 . .
C6W N2W C2W 117.28(10) . .
C1W N3W C23W 118.49(10) 2_666 .
C1W N3W HN2W 120.8 2_666 .
C23W N3W HN2W 120.8 . .
O1A C1A C2A 135.02(11) . 2_666
O1A C1A C2A 134.48(13) . .
C2A C1A C2A 90.49(10) 2_666 .
C3A C2A C1A 135.85(11) . 2_666
C3A C2A C1A 134.64(12) . .
C1A C2A C1A 89.50(10) 2_666 .
C2A C3A C8A 121.69(13) . .
C2A C3A C4A 120.24(11) . .
C8A C3A C4A 118.06(12) . .
C5A C4A C3A 121.28(12) . .
C5A C4A H4A 119.4 . .
C3A C4A H4A 119.4 . .
C4A C5A C6A 120.44(14) . .
C4A C5A H5A 119.8 . .
C6A C5A H5A 119.8 . .
N1A C6A C7A 121.44(14) . .
N1A C6A C5A 120.33(15) . .
C7A C6A C5A 118.23(12) . .
C8A C7A C6A 120.70(13) . .
C8A C7A H7A 119.7 . .
C6A C7A H7A 119.7 . .
C7A C8A C3A 121.22(14) . .
C7A C8A H8A 119.4 . .
C3A C8A H8A 119.4 . .
N1A C9A H9A 109.5 . .
N1A C9A H9B 109.5 . .
H9A C9A H9B 109.5 . .
N1A C9A H9C 109.5 . .
H9A C9A H9C 109.5 . .
H9B C9A H9C 109.5 . .
N1A C10A H10A 109.5 . .
N1A C10A H10B 109.5 . .
H10A C10A H10B 109.5 . .
N1A C10A H10C 109.5 . .
H10A C10A H10C 109.5 . .
H10B C10A H10C 109.5 . .
C6A N1A C9A 120.93(15) . .
C6A N1A C10A 120.66(15) . .
C9A N1A C10A 118.34(14) . .
Cl2 C1S Cl1 111.42(10) . .
Cl2 C1S Cl3 109.99(10) . .
Cl1 C1S Cl3 109.48(10) . .
Cl2 C1S H1S 108.6 . .
Cl1 C1S H1S 108.6 . .
Cl3 C1S H1S 108.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1W O1W 1.2413(15) .
C1W N3W 1.3362(14) 2_666
C1W C2W 1.4990(17) .
C2W N2W 1.3381(16) .
C2W C3W 1.3957(17) .
C3W C4W 1.3774(19) .
C3W H3W 0.9500 .
C4W C5W 1.386(2) .
C4W H4W 0.9500 .
C5W C6W 1.3931(17) .
C5W H5W 0.9500 .
C6W N2W 1.3355(16) .
C6W C7W 1.5060(18) .
C7W O2W 1.2328(16) .
C7W N1W 1.3412(15) .
C8W N1W 1.4647(16) .
C8W C9W 1.5087(17) .
C8W H8W 0.9900 .
C8W H8W' 0.9900 .
C9W C22W 1.4039(19) .
C9W C10W 1.4074(18) .
C10W C11W 1.432(2) .
C10W C15W 1.4378(17) .
C11W C12W 1.357(2) .
C11W H11W 0.9500 .
C12W C13W 1.417(3) .
C12W H12W 0.9500 .
C13W C14W 1.356(2) .
C13W H13W 0.9500 .
C14W C15W 1.4313(18) .
C14W H14W 0.9500 .
C15W C16W 1.4063(19) .
C16W C17W 1.4048(18) .
C16W C23W 1.5076(17) .
C17W C18W 1.432(2) .
C17W C22W 1.4394(17) .
C18W C19W 1.361(2) .
C18W H18W 0.9500 .
C19W C20W 1.414(3) .
C19W H19W 0.9500 .
C20W C21W 1.354(3) .
C20W H20W 0.9500 .
C21W C22W 1.4367(19) .
C21W H21W 0.9500 .
C23W N3W 1.4680(16) .
C23W H23A 0.9900 .
C23W H23B 0.9900 .
N1W H1NW 0.8800 .
N3W C1W 1.3362(14) 2_666
N3W HN2W 0.8800 .
C1A O1A 1.2421(16) .
C1A C2A 1.4583(19) 2_666
C1A C2A 1.4676(16) .
C2A C3A 1.4089(17) .
C2A C1A 1.4582(19) 2_666
C3A C8A 1.4112(17) .
C3A C4A 1.415(2) .
C4A C5A 1.3734(19) .
C4A H4A 0.9500 .
C5A C6A 1.423(2) .
C5A H5A 0.9500 .
C6A N1A 1.3622(18) .
C6A C7A 1.417(2) .
C7A C8A 1.3738(19) .
C7A H7A 0.9500 .
C8A H8A 0.9500 .
C9A N1A 1.451(3) .
C9A H9A 0.9800 .
C9A H9B 0.9800 .
C9A H9C 0.9800 .
C10A N1A 1.457(2) .
C10A H10A 0.9800 .
C10A H10B 0.9800 .
C10A H10C 0.9800 .
C1S Cl2 1.7502(18) .
C1S Cl1 1.7563(16) .
C1S Cl3 1.774(2) .
C1S H1S 1.0000 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.020 0.000 0.500 429.1 189.8
