#------------------------------------------------------------------------------
#$Date: 2015-08-08 04:10:32 +0300 (Sat, 08 Aug 2015) $
#$Revision: 153099 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/09/7220956.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_7220956
loop_
_publ_author_name
'Akune, Yoko'
'Gontani, Haruyuki'
'Hirosawa, Risa'
'Koseki, Atsushi'
'Matsumoto, Shinya'
_publ_section_title
;
 The effects of molecular flexibility and substituents on conformational
 polymorphism in a series of 2,5-diamino-3,6-dicyanopyrazine dyes with
 highly flexible groups
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              5789
_journal_paper_doi               10.1039/C5CE01004G
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C38 H36 N6'
_chemical_formula_sum            'C38 H36 N6'
_chemical_formula_weight         576.74
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2015-05-22 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 102.411(8)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   23.613(5)
_cell_length_b                   5.9425(10)
_cell_length_c                   22.998(5)
_cell_measurement_reflns_used    2757
_cell_measurement_temperature    296
_cell_measurement_theta_max      65.08
_cell_measurement_theta_min      7.85
_cell_volume                     3151.7(11)
_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    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_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  0.0446
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12678
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1224.00
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.240
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2829
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0817P)²+0.5933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1392
_reflns_number_gt                2184
_reflns_number_total             2829
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c5ce01004g2.cif
_cod_data_source_block           p-methyl_yo_2_____________
_cod_depositor_comments
'Adding full bibliography for 7220955--7220959.cif.'
_cod_original_cell_volume        3151.6(11)
_cod_database_code               7220956
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,1/2-Z
7 1/2-X,1/2-Y,-Z
8 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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N19 N 0.31922(5) 0.8634(3) 0.92237(6) 0.0509(4) Uani 1.0 8 d .
N22 N 0.30008(6) 0.6258(3) 0.99804(6) 0.0514(4) Uani 1.0 8 d .
N23 N 0.28699(8) 0.2068(3) 1.09479(8) 0.0834(6) Uani 1.0 8 d .
C1 C 0.36857(8) 1.2714(4) 0.74459(8) 0.0602(5) Uani 1.0 8 d .
C2 C 0.36732(8) 1.3368(3) 0.80198(8) 0.0609(5) Uani 1.0 8 d .
C3 C 0.34261(8) 1.2021(3) 0.83875(7) 0.0578(5) Uani 1.0 8 d .
C4 C 0.31846(7) 0.9957(3) 0.81956(7) 0.0494(4) Uani 1.0 8 d .
C5 C 0.31876(8) 0.9322(4) 0.76165(7) 0.0611(5) Uani 1.0 8 d .
C6 C 0.34322(8) 1.0681(4) 0.72500(8) 0.0658(6) Uani 1.0 8 d .
C7 C 0.39761(10) 1.4154(4) 0.70523(10) 0.0882(7) Uani 1.0 8 d .
C8 C 0.29200(8) 0.8428(3) 0.85863(7) 0.0558(5) Uani 1.0 8 d .
C10 C 0.37962(7) 0.7834(3) 0.93802(7) 0.0546(5) Uani 1.0 8 d .
C11 C 0.41198(6) 0.8735(3) 0.99706(7) 0.0488(4) Uani 1.0 8 d .
C12 C 0.40044(8) 1.0820(3) 1.01835(8) 0.0614(5) Uani 1.0 8 d .
C13 C 0.43071(8) 1.1590(4) 1.07259(8) 0.0661(5) Uani 1.0 8 d .
C14 C 0.47406(7) 1.0326(4) 1.10744(8) 0.0635(5) Uani 1.0 8 d .
C15 C 0.48604(8) 0.8264(4) 1.08578(9) 0.0751(6) Uani 1.0 8 d .
C16 C 0.45514(8) 0.7473(4) 1.03183(8) 0.0629(5) Uani 1.0 8 d .
C17 C 0.50625(10) 1.1162(5) 1.16774(10) 0.0926(8) Uani 1.0 8 d .
C18 C 0.28480(7) 0.8008(3) 0.96178(7) 0.0474(4) Uani 1.0 8 d .
C20 C 0.26526(7) 0.5756(3) 1.03501(7) 0.0495(4) Uani 1.0 8 d .
C21 C 0.27888(7) 0.3719(4) 1.06931(8) 0.0589(5) Uani 1.0 8 d .
H2 H 0.3834 1.4743 0.8161 0.0731 Uiso 1.0 8 calc R
H3 H 0.3422 1.2510 0.8771 0.0694 Uiso 1.0 8 calc R
H5 H 0.3022 0.7957 0.7472 0.0733 Uiso 1.0 8 calc R
H6 H 0.3426 1.0216 0.6863 0.0790 Uiso 1.0 8 calc R
H7A H 0.3923 1.3480 0.6665 0.1059 Uiso 1.0 8 calc R
H7B H 0.4383 1.4266 0.7225 0.1059 Uiso 1.0 8 calc R
H7C H 0.3807 1.5630 0.7017 0.1059 Uiso 1.0 8 calc R
H8A H 0.2510 0.8771 0.8530 0.0670 Uiso 1.0 8 calc R
H8B H 0.2955 0.6883 0.8462 0.0670 Uiso 1.0 8 calc R
H10A H 0.3996 0.8292 0.9072 0.0655 Uiso 1.0 8 calc R
H10B H 0.3798 0.6203 0.9395 0.0655 Uiso 1.0 8 calc R
H12 H 0.3717 1.1719 0.9957 0.0737 Uiso 1.0 8 calc R
H13 H 0.4218 1.2995 1.0861 0.0793 Uiso 1.0 8 calc R
H15 H 0.5155 0.7385 1.1079 0.0901 Uiso 1.0 8 calc R
H16 H 0.4637 0.6058 1.0187 0.0755 Uiso 1.0 8 calc R
H17A H 0.5455 1.0622 1.1754 0.1112 Uiso 1.0 8 calc R
H17B H 0.4874 1.0617 1.1980 0.1112 Uiso 1.0 8 calc R
H17C H 0.5063 1.2778 1.1680 0.1112 Uiso 1.0 8 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)
;
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_1
_geom_angle_site_symmetry_3
C8 N19 C10 114.13(14) yes . .
C8 N19 C18 115.76(13) yes . .
C10 N19 C18 115.15(13) yes . .
C18 N22 C20 116.80(15) yes . .
C2 C1 C6 117.45(19) yes . .
C2 C1 C7 121.18(18) yes . .
C6 C1 C7 121.35(18) yes . .
C1 C2 C3 121.34(17) yes . .
C2 C3 C4 121.17(16) yes . .
C3 C4 C5 117.43(17) yes . .
C3 C4 C8 122.68(15) yes . .
C5 C4 C8 119.88(15) yes . .
C4 C5 C6 121.12(17) yes . .
C1 C6 C5 121.45(18) yes . .
N19 C8 C4 113.30(14) yes . .
N19 C10 C11 112.50(14) yes . .
C10 C11 C12 122.55(14) yes . .
C10 C11 C16 119.98(16) yes . .
C12 C11 C16 117.47(15) yes . .
C11 C12 C13 121.08(16) yes . .
C12 C13 C14 121.45(19) yes . .
C13 C14 C15 117.37(17) yes . .
C13 C14 C17 121.1(2) yes . .
C15 C14 C17 121.48(18) yes . .
C14 C15 C16 121.28(18) yes . .
C11 C16 C15 121.33(18) yes . .
N19 C18 N22 119.90(15) yes . .
N19 C18 C20 120.62(15) yes . 7_567
N22 C18 C20 119.46(16) yes . 7_567
N22 C20 C18 123.72(15) yes . 7_567
N22 C20 C21 116.07(15) yes . .
C18 C20 C21 120.03(16) yes 7_567 .
N23 C21 C20 176.48(18) 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
N19 C8 1.474(2) yes .
N19 C10 1.473(2) yes .
N19 C18 1.392(3) yes .
N22 C18 1.333(2) yes .
N22 C20 1.337(3) yes .
N23 C21 1.138(3) yes .
C1 C2 1.382(3) yes .
C1 C6 1.380(3) yes .
C1 C7 1.513(4) yes .
C2 C3 1.381(3) yes .
C3 C4 1.385(3) yes .
C4 C5 1.386(3) yes .
C4 C8 1.505(3) yes .
C5 C6 1.380(3) yes .
C10 C11 1.506(3) yes .
C11 C12 1.381(3) yes .
C11 C16 1.375(3) yes .
C12 C13 1.376(3) yes .
C13 C14 1.379(3) yes .
C14 C15 1.375(3) yes .
C14 C17 1.515(3) yes .
C15 C16 1.380(3) yes .
C18 C20 1.407(3) yes 7_567
C20 C21 1.443(3) yes .
