#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:15:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180496 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/65/7216592.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_7216592
loop_
_publ_author_name
'Scott, Janet L.'
'Downie, Andrew P.'
'Asami, Masaya'
'Tanaka, Koichi'
_publ_section_title
;
 Chromogenic guest-responsive host compounds which allow rapid guest
 screening
;
_journal_issue                   96
_journal_name_full               CrystEngComm
_journal_page_first              580
_journal_paper_doi               10.1039/b206162g
_journal_volume                  4
_journal_year                    2002
_chemical_formula_moiety         'C42 H30 N2 O2.C6 H16 N2.C1 H2 Cl2'
_chemical_formula_sum            'C49 H48 Cl2 N4 O2'
_chemical_formula_weight         795.81
_chemical_name_systematic
; 
3-{3-[3-(3-hydroxy-3,3-diphenyl-prop-1-ynyl)-phenylazo]-phenyl}-1,
1-diphenyl-prop-2-yn-1-ol N,N,N',N'-tetramethylethylenediamine 
dichloromethane solvate
;
_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                104.9470(10)
_cell_angle_beta                 94.2770(10)
_cell_angle_gamma                93.557(2)
_cell_formula_units_Z            1
_cell_length_a                   6.3341(2)
_cell_length_b                   10.9720(3)
_cell_length_c                   16.0192(5)
_cell_measurement_temperature    123(2)
_cell_volume                     1068.81(6)
_computing_cell_refinement       'Nonius collect'
_computing_data_collection       'Nonius collect'
_computing_data_reduction        'Nonius collect'
_computing_molecular_graphics    X-Seed
_computing_publication_material  ciftab
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Enraf Nonius Kappa CCD'
_diffrn_measurement_method       'phi and omega 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5186
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         3.24
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  0.9807
_exptl_absorpt_correction_T_min  0.9346
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'clear needles'
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         5186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0699
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1008P)²+0.5300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1870
_refine_ls_wR_factor_ref         0.2100
_reflns_number_gt                3291
_reflns_number_total             5186
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b206162g.txt
_cod_data_source_block           3.TMEDA.DCM
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7216592
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
O1 O 0.4921(2) 0.29445(16) 0.17543(10) 0.0304(4) Uani 1 1 d .
N2 N 1.5361(3) 0.04201(18) 0.48332(12) 0.0302(4) Uani 1 1 d .
C9 C 0.6994(3) 0.3575(2) 0.18903(14) 0.0263(5) Uani 1 1 d .
N1G N 0.4615(3) 0.03256(18) 0.11953(12) 0.0348(5) Uani 1 1 d .
C4 C 1.0954(4) 0.2020(2) 0.34204(14) 0.0295(5) Uani 1 1 d .
C7 C 0.9513(4) 0.2573(2) 0.29080(14) 0.0311(5) Uani 1 1 d .
C8 C 0.8396(4) 0.3023(2) 0.24591(14) 0.0298(5) Uani 1 1 d .
C10 C 0.7920(3) 0.34909(19) 0.10173(14) 0.0264(5) Uani 1 1 d .
C6 C 1.1657(4) 0.0435(2) 0.41859(15) 0.0330(5) Uani 1 1 d .
H6 H 1.1176 -0.0272 0.4382 0.040 Uiso 1 1 calc R
C20 C 0.6820(3) 0.4972(2) 0.23619(14) 0.0280(5) Uani 1 1 d .
C1 C 1.3777(3) 0.0919(2) 0.43662(13) 0.0277(5) Uani 1 1 d .
C11 C 0.6642(4) 0.3803(2) 0.03681(15) 0.0326(5) Uani 1 1 d .
H11 H 0.5271 0.4074 0.0480 0.039 Uiso 1 1 calc R
C5 C 1.0260(4) 0.0987(2) 0.37213(16) 0.0341(5) Uani 1 1 d .
H5 H 0.8812 0.0663 0.3604 0.041 Uiso 1 1 calc R
C15 C 0.9925(4) 0.3125(2) 0.08512(15) 0.0319(5) Uani 1 1 d .
H15 H 1.0820 0.2924 0.1291 0.038 Uiso 1 1 calc R
C3 C 1.3074(4) 0.2491(2) 0.36013(16) 0.0369(6) Uani 1 1 d .
H3 H 1.3566 0.3191 0.3402 0.044 Uiso 1 1 calc R
C2 C 1.4475(4) 0.1939(2) 0.40733(16) 0.0370(6) Uani 1 1 d .
H2 H 1.5922 0.2265 0.4196 0.044 Uiso 1 1 calc R
C12 C 0.7362(5) 0.3721(2) -0.04400(16) 0.0405(6) Uani 1 1 d .
H12 H 0.6476 0.3925 -0.0881 0.049 Uiso 1 1 calc R
C14 C 1.0639(4) 0.3051(2) 0.00381(17) 0.0409(6) Uani 1 1 d .
H14 H 1.2019 0.2797 -0.0075 0.049 Uiso 1 1 calc R
C23 C 0.6594(5) 0.7510(2) 0.32226(17) 0.0442(6) Uani 1 1 d .
H23 H 0.6513 0.8373 0.3519 0.053 Uiso 1 1 calc R
C13 C 0.9353(5) 0.3346(2) -0.06029(17) 0.0434(6) Uani 1 1 d .
H13 H 0.9844 0.3290 -0.1157 0.052 Uiso 1 1 calc R
C25 C 0.4910(4) 0.5413(2) 0.26164(18) 0.0403(6) Uani 1 1 d .
H25 H 0.3658 0.4850 0.2494 0.048 Uiso 1 1 calc R
C22 C 0.8497(4) 0.7086(2) 0.29626(19) 0.0478(7) Uani 1 1 d .
H22 H 0.9734 0.7660 0.3073 0.057 Uiso 1 1 calc R
C21 C 0.8616(4) 0.5823(2) 0.25398(17) 0.0412(6) Uani 1 1 d .
H21 H 0.9943 0.5536 0.2369 0.049 Uiso 1 1 calc R
C24 C 0.4818(5) 0.6678(3) 0.3052(2) 0.0511(7) Uani 1 1 d .
H24 H 0.3502 0.6969 0.3233 0.061 Uiso 1 1 calc R
C1G C 0.5346(5) -0.0291(2) 0.03556(17) 0.0449(6) Uani 1 1 d .
H1G1 H 0.4802 -0.1195 0.0189 0.054 Uiso 1 1 calc R
H1G2 H 0.6917 -0.0253 0.0418 0.054 Uiso 1 1 calc R
C3G C 0.2299(5) 0.0137(3) 0.1190(2) 0.0534(7) Uani 1 1 d .
H3G1 H 0.1614 0.0576 0.0796 0.080 Uiso 1 1 calc R
H3G2 H 0.1889 0.0479 0.1777 0.080 Uiso 1 1 calc R
H3G3 H 0.1848 -0.0770 0.0992 0.080 Uiso 1 1 calc R
C2G C 0.5641(6) -0.0210(3) 0.1857(2) 0.0611(8) Uani 1 1 d .
H2G1 H 0.5175 -0.1112 0.1732 0.092 Uiso 1 1 calc R
H2G2 H 0.5246 0.0232 0.2431 0.092 Uiso 1 1 calc R
H2G3 H 0.7187 -0.0106 0.1851 0.092 Uiso 1 1 calc R
H1O H 0.505(5) 0.213(3) 0.154(2) 0.055(9) Uiso 1 1 d .
C4G C 1.1352(12) 0.4677(7) 0.5343(4) 0.0688(19) Uani 0.50 1 d P
H4G1 H 1.2048 0.5125 0.5925 0.083 Uiso 0.50 1 calc PR
H4G2 H 1.2031 0.3882 0.5125 0.083 Uiso 0.50 1 calc PR
Cl1 Cl 0.8487(3) 0.43543(13) 0.53832(8) 0.1252(6) 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
N2 N2 C1 113.9(2) 2_856 .
O1 C9 C8 110.03(17) . .
O1 C9 C20 107.79(17) . .
C8 C9 C20 108.08(17) . .
O1 C9 C10 110.50(17) . .
C8 C9 C10 110.78(17) . .
C20 C9 C10 109.58(17) . .
C1G N1G C3G 111.9(2) . .
C1G N1G C2G 108.3(2) . .
C3G N1G C2G 109.4(2) . .
C3 C4 C5 119.0(2) . .
C3 C4 C7 120.0(2) . .
C5 C4 C7 120.9(2) . .
C8 C7 C4 177.0(2) . .
C7 C8 C9 179.4(2) . .
C15 C10 C11 119.2(2) . .
C15 C10 C9 123.40(19) . .
C11 C10 C9 117.44(19) . .
C5 C6 C1 119.7(2) . .
C25 C20 C21 118.4(2) . .
C25 C20 C9 121.7(2) . .
C21 C20 C9 119.84(19) . .
C2 C1 C6 120.0(2) . .
C2 C1 N2 115.5(2) . .
C6 C1 N2 124.5(2) . .
C12 C11 C10 120.4(2) . .
C6 C5 C4 120.8(2) . .
C10 C15 C14 120.0(2) . .
C2 C3 C4 120.2(2) . .
C1 C2 C3 120.4(2) . .
C13 C12 C11 120.1(2) . .
C13 C14 C15 120.3(2) . .
C24 C23 C22 119.5(2) . .
C12 C13 C14 119.9(2) . .
C20 C25 C24 120.2(2) . .
C23 C22 C21 120.1(2) . .
C22 C21 C20 120.8(2) . .
C23 C24 C25 120.9(2) . .
N1G C1G C1G 113.7(3) . 2_655
Cl1 C4G Cl1 104.2(4) 2_766 .
C4G Cl1 C4G 75.8(4) 2_766 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C9 1.420(2) .
N2 N2 1.258(4) 2_856
N2 C1 1.426(3) .
C9 C8 1.489(3) .
C9 C20 1.538(3) .
C9 C10 1.540(3) .
N1G C1G 1.464(3) .
N1G C3G 1.468(4) .
N1G C2G 1.469(3) .
C4 C3 1.390(3) .
C4 C5 1.400(3) .
C4 C7 1.445(3) .
C7 C8 1.188(3) .
C10 C15 1.380(3) .
C10 C11 1.395(3) .
C6 C5 1.380(3) .
C6 C1 1.394(3) .
C20 C25 1.381(3) .
C20 C21 1.390(3) .
C1 C2 1.382(3) .
C11 C12 1.387(3) .
C15 C14 1.395(4) .
C3 C2 1.389(3) .
C12 C13 1.373(4) .
C14 C13 1.379(4) .
C23 C24 1.368(4) .
C23 C22 1.373(4) .
C25 C24 1.391(4) .
C22 C21 1.386(4) .
C1G C1G 1.495(5) 2_655
C4G Cl1 1.771(7) 2_766
C4G Cl1 1.836(8) .
Cl1 C4G 1.771(7) 2_766
