#------------------------------------------------------------------------------
#$Date: 2015-12-09 14:57:02 +0200 (Wed, 09 Dec 2015) $
#$Revision: 171067 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/17/7221738.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_7221738
loop_
_publ_author_name
'Jindo, Takumi'
'Kim, Byung-Soon'
'Sasaki, Naho'
'Shinohara, Yohei'
'Son, Young-A'
'Kim, Sung-Hoon'
'Matsumoto, Shinya'
_publ_section_title
;
 The effect of terminal dimethyl and diethyl substituents on the
 J-aggregate-like molecular arrangement of bisazomethine dye molecules
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              7213
_journal_paper_doi               10.1039/C5CE00845J
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C32 H42 N6 O2'
_chemical_formula_sum            'C32 H42 N6 O2'
_chemical_formula_weight         542.72
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_update_record
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                95.1228(12)
_cell_angle_beta                 102.0454(13)
_cell_angle_gamma                108.3491(12)
_cell_formula_units_Z            1
_cell_length_a                   8.4017(2)
_cell_length_b                   10.0488(3)
_cell_length_c                   10.0892(3)
_cell_measurement_reflns_used    5387
_cell_measurement_temperature    296
_cell_measurement_theta_max      68.19
_cell_measurement_theta_min      4.54
_cell_volume                     779.59(4)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7416
_diffrn_reflns_theta_full        68.21
_diffrn_reflns_theta_max         68.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             292.00
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.230
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2671
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1053P)²+0.0360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1945
_reflns_number_gt                1838
_reflns_number_total             2671
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c5ce00845j2.cif
_cod_data_source_block           BSK13-01
_cod_depositor_comments
'Adding full bibliography for 7221734--7221739.cif.'
_cod_original_cell_volume        779.60(4)
_cod_database_code               7221738
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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 0.90589(17) 0.05264(16) 0.19660(13) 0.0698(5) Uani 1.0 2 d .
N1 N 1.3395(3) -0.1537(2) 0.21233(18) 0.0812(6) Uani 1.0 2 d .
N2 N 1.3280(2) 0.07654(16) 0.48435(15) 0.0546(5) Uani 1.0 2 d .
N3 N 0.7482(3) 0.36702(18) 0.49175(17) 0.0679(5) Uani 1.0 2 d .
C1 C 1.3821(3) -0.0896(2) 0.3197(2) 0.0590(5) Uani 1.0 2 d .
C2 C 1.4271(3) -0.00206(18) 0.45312(17) 0.0525(5) Uani 1.0 2 d .
C3 C 1.1891(3) 0.06830(19) 0.39436(18) 0.0527(5) Uani 1.0 2 d .
C4 C 1.0798(3) 0.14667(18) 0.41933(17) 0.0503(5) Uani 1.0 2 d .
C5 C 1.1077(3) 0.2303(2) 0.54686(18) 0.0568(5) Uani 1.0 2 d .
C6 C 1.0006(3) 0.3015(2) 0.57223(18) 0.0593(6) Uani 1.0 2 d .
C7 C 0.8546(3) 0.29494(19) 0.46857(19) 0.0542(5) Uani 1.0 2 d .
C8 C 0.8238(3) 0.21115(19) 0.34056(18) 0.0560(5) Uani 1.0 2 d .
C9 C 0.9318(3) 0.13750(19) 0.31722(17) 0.0519(5) Uani 1.0 2 d .
C10 C 0.7421(3) 0.0100(3) 0.0978(2) 0.0727(6) Uani 1.0 2 d .
C11 C 0.7378(3) -0.1084(3) -0.0070(2) 0.0796(7) Uani 1.0 2 d .
C12 C 0.7553(4) -0.2372(3) 0.0530(3) 0.0928(8) Uani 1.0 2 d .
C13 C 0.7530(5) -0.3570(3) -0.0487(3) 0.1081(10) Uani 1.0 2 d .
C14 C 0.7748(6) -0.4812(4) 0.0139(4) 0.1478(15) Uani 1.0 2 d .
C15 C 0.7742(4) 0.4509(3) 0.6245(3) 0.0804(7) Uani 1.0 2 d .
C16 C 0.6071(3) 0.3698(3) 0.3827(3) 0.0800(7) Uani 1.0 2 d .
H1 H 1.1593 0.0091 0.3102 0.0632 Uiso 1.0 2 calc R
H2 H 1.2031 0.2374 0.6168 0.0681 Uiso 1.0 2 calc R
H3 H 1.0237 0.3550 0.6585 0.0712 Uiso 1.0 2 calc R
H4 H 0.7291 0.2052 0.2704 0.0672 Uiso 1.0 2 calc R
H5A H 0.7295 0.0894 0.0539 0.0873 Uiso 1.0 2 calc R
H6B H 0.6484 -0.0228 0.1423 0.0873 Uiso 1.0 2 calc R
H7B H 0.8310 -0.0727 -0.0513 0.0955 Uiso 1.0 2 calc R
H8A H 0.6293 -0.1372 -0.0769 0.0955 Uiso 1.0 2 calc R
H9A H 0.8630 -0.2076 0.1237 0.1114 Uiso 1.0 2 calc R
H10B H 0.6615 -0.2727 0.0969 0.1114 Uiso 1.0 2 calc R
H11A H 0.6440 -0.3888 -0.1182 0.1297 Uiso 1.0 2 calc R
H12B H 0.8451 -0.3215 -0.0942 0.1297 Uiso 1.0 2 calc R
H13C H 0.8900 -0.4547 0.0715 0.1773 Uiso 1.0 2 calc R
H14A H 0.7558 -0.5584 -0.0575 0.1773 Uiso 1.0 2 calc R
H15B H 0.6924 -0.5103 0.0681 0.1773 Uiso 1.0 2 calc R
H16A H 0.7797 0.3928 0.6946 0.0965 Uiso 1.0 2 calc R
H17C H 0.6794 0.4853 0.6228 0.0965 Uiso 1.0 2 calc R
H18B H 0.8805 0.5300 0.6437 0.0965 Uiso 1.0 2 calc R
H19B H 0.6501 0.3972 0.3046 0.0960 Uiso 1.0 2 calc R
H20A H 0.5579 0.4371 0.4143 0.0960 Uiso 1.0 2 calc R
H21C H 0.5199 0.2770 0.3569 0.0960 Uiso 1.0 2 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_3
C9 O1 C10 119.68(18) yes .
C2 N2 C3 119.36(16) yes .
C7 N3 C15 122.17(18) yes .
C7 N3 C16 121.38(18) yes .
C15 N3 C16 116.4(3) yes .
N1 C1 C2 175.5(3) yes .
N2 C2 C1 121.11(16) yes .
N2 C2 C2 120.87(16) yes 2_856
C1 C2 C2 118.02(19) yes 2_856
N2 C3 C4 122.55(17) yes .
C3 C4 C5 122.57(17) yes .
C3 C4 C9 120.82(16) yes .
C5 C4 C9 116.5(2) yes .
C4 C5 C6 122.68(17) yes .
C5 C6 C7 120.67(17) yes .
N3 C7 C6 121.32(18) yes .
N3 C7 C8 121.14(18) yes .
C6 C7 C8 117.5(2) yes .
C7 C8 C9 121.09(17) yes .
O1 C9 C4 115.08(19) yes .
O1 C9 C8 123.47(16) yes .
C4 C9 C8 121.44(16) yes .
O1 C10 C11 107.2(2) yes .
C10 C11 C12 113.71(19) yes .
C11 C12 C13 115.1(2) yes .
C12 C13 C14 113.9(3) yes .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_2
O1 C9 1.357(3) yes .
O1 C10 1.432(3) yes .
N1 C1 1.133(3) yes .
N2 C2 1.377(3) yes .
N2 C3 1.295(3) yes .
N3 C7 1.358(4) yes .
N3 C15 1.453(3) yes .
N3 C16 1.448(3) yes .
C1 C2 1.448(3) yes .
C2 C2 1.369(3) yes 2_856
C3 C4 1.429(4) yes .
C4 C5 1.405(3) yes .
C4 C9 1.411(3) yes .
C5 C6 1.362(4) yes .
C6 C7 1.416(3) yes .
C7 C8 1.405(3) yes .
C8 C9 1.381(4) yes .
C10 C11 1.505(4) yes .
C11 C12 1.512(4) yes .
C12 C13 1.502(5) yes .
C13 C14 1.492(6) yes .
