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#$Date: 2019-11-24 13:37:44 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238031 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/46/1554660.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_1554660
loop_
_publ_author_name
'Peng, Zhe'
'Dai, Shuangxiong'
'Ji, Yingchun'
'Tong, Bin'
'Shi, Jianbing'
'Cai, Zhengxu'
'Zhi, Junge'
'Dong, Yuping'
_publ_section_title
;
 Ionic liquid crystals with aggregation-induced emission properties based
 on pyrrolo[3,2-b]pyrrole salt compounds
;
_journal_issue                   7
_journal_name_full               'Materials Chemistry Frontiers'
_journal_page_first              1385
_journal_paper_doi               10.1039/C9QM00208A
_journal_volume                  3
_journal_year                    2019
_chemical_formula_sum            'C40 H28 N4'
_chemical_formula_weight         564.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-03-30 deposited with the CCDC.	2019-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.932(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.013(6)
_cell_length_b                   12.858(2)
_cell_length_c                   10.6428(18)
_cell_measurement_reflns_used    360
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      16.01
_cell_measurement_theta_min      2.50
_cell_volume                     3439.5(11)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  CCD
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1270
_diffrn_reflns_av_unetI/netI     0.1466
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10908
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.620
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.090
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3022
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.943
_refine_ls_R_factor_all          0.1840
_refine_ls_R_factor_gt           0.0686
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0665P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.2045
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1136
_reflns_number_total             3022
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9qm00208a2.cif
_cod_data_source_block           1_sq
_cod_original_cell_volume        3439.6(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1554660
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.986
_shelx_estimated_absorpt_t_max   0.988
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.2486(2) 0.9581(4) 0.4893(6) 0.0926(19) Uani 1 1 d . .
H1 H 0.2771 0.9917 0.4689 0.111 Uiso 1 1 calc R U
C2 C 0.22483(19) 0.8774(4) 0.4085(5) 0.0760(15) Uani 1 1 d . .
H2 H 0.2374 0.8574 0.3378 0.091 Uiso 1 1 calc R U
C3 C 0.18224(19) 0.8280(3) 0.4360(4) 0.0632(14) Uani 1 1 d . .
C4 C 0.1658(2) 0.8632(4) 0.5434(5) 0.105(2) Uani 1 1 d . .
H4 H 0.1366 0.8328 0.5642 0.126 Uiso 1 1 calc R U
C5 C 0.1928(3) 0.9431(4) 0.6186(5) 0.123(3) Uani 1 1 d . .
H5 H 0.1815 0.9642 0.6906 0.147 Uiso 1 1 calc R U
C6 C 0.15243(17) 0.7424(3) 0.3529(4) 0.0579(12) Uani 1 1 d . .
C7 C 0.14921(17) 0.7370(3) 0.2216(4) 0.0698(14) Uani 1 1 d . .
H7 H 0.1671 0.7856 0.1838 0.084 Uiso 1 1 calc R U
C8 C 0.11943(17) 0.6596(3) 0.1458(4) 0.0635(13) Uani 1 1 d . .
H8 H 0.1176 0.6568 0.0574 0.076 Uiso 1 1 calc R U
C9 C 0.09257(16) 0.5871(3) 0.1990(4) 0.0501(11) Uani 1 1 d . .
C10 C 0.09598(16) 0.5901(3) 0.3305(4) 0.0571(12) Uani 1 1 d . .
H10 H 0.0783 0.5409 0.3681 0.069 Uiso 1 1 calc R U
C11 C 0.12608(17) 0.6676(3) 0.4060(4) 0.0645(13) Uani 1 1 d . .
H11 H 0.1286 0.6692 0.4948 0.077 Uiso 1 1 calc R U
C12 C -0.00785(15) 0.6297(3) -0.0542(4) 0.0539(11) Uani 1 1 d . .
H12 H 0.0050 0.6975 -0.0469 0.065 Uiso 1 1 calc R U
C13 C 0.01554(15) 0.5429(3) 0.0184(4) 0.0501(11) Uani 1 1 d . .
C14 C 0.05412(16) 0.4066(3) 0.1391(4) 0.0511(11) Uani 1 1 d . .
C15 C 0.09435(17) 0.3448(3) 0.2284(4) 0.0529(12) Uani 1 1 d . .
C16 C 0.08011(17) 0.2496(3) 0.2711(4) 0.0684(14) Uani 1 1 d . .
H16 H 0.0446 0.2296 0.2467 0.082 Uiso 1 1 calc R U
C17 C 0.1175(2) 0.1829(4) 0.3494(4) 0.0748(15) Uani 1 1 d . .
H17 H 0.1067 0.1193 0.3754 0.090 Uiso 1 1 calc R U
C18 C 0.1694(2) 0.2113(4) 0.3874(4) 0.0800(16) Uani 1 1 d . .
H18 H 0.1943 0.1674 0.4400 0.096 Uiso 1 1 calc R U
C19 C 0.18512(18) 0.3053(4) 0.3475(4) 0.0731(15) Uani 1 1 d . .
H19 H 0.2207 0.3248 0.3739 0.088 Uiso 1 1 calc R U
C20 C 0.14813(17) 0.3719(3) 0.2679(4) 0.0618(13) Uani 1 1 d . .
H20 H 0.1594 0.4347 0.2410 0.074 Uiso 1 1 calc R U
N1 N 0.05961(12) 0.5132(2) 0.1170(3) 0.0523(10) Uani 1 1 d . .
N2 N 0.2342(2) 0.9913(3) 0.5935(5) 0.1023(18) 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'
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
N2 C1 C2 125.5(6) .
C3 C2 C1 118.0(5) .
C2 C3 C4 117.3(4) .
C2 C3 C6 122.6(5) .
C4 C3 C6 120.1(5) .
C5 C4 C3 120.0(6) .
N2 C5 C4 123.4(6) .
C7 C6 C11 118.1(4) .
C7 C6 C3 121.5(4) .
C11 C6 C3 120.4(4) .
C8 C7 C6 120.3(4) .
C9 C8 C7 121.0(4) .
C8 C9 C10 119.6(4) .
C8 C9 N1 119.5(4) .
C10 C9 N1 120.9(4) .
C9 C10 C11 119.1(4) .
C10 C11 C6 121.8(4) .
C14 C12 C13 105.7(3) 5_565
C13 C13 N1 107.9(4) 5_565
C13 C13 C12 110.1(4) 5_565
N1 C13 C12 142.0(3) .
C12 C14 N1 109.2(3) 5_565
C12 C14 C15 126.8(4) 5_565
N1 C14 C15 123.7(3) .
C16 C15 C20 116.9(4) .
C16 C15 C14 119.2(4) .
C20 C15 C14 123.8(4) .
C15 C16 C17 122.1(4) .
C18 C17 C16 119.9(5) .
C17 C18 C19 119.7(4) .
C18 C19 C20 120.7(4) .
C15 C20 C19 120.6(4) .
C13 N1 C14 107.1(3) .
C13 N1 C9 122.0(3) .
C14 N1 C9 128.5(3) .
C5 N2 C1 115.8(5) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.330(7) .
C1 C2 1.387(6) .
C2 C3 1.373(6) .
C3 C4 1.395(7) .
C3 C6 1.497(5) .
C4 C5 1.378(6) .
C5 N2 1.327(7) .
C6 C7 1.380(5) .
C6 C11 1.384(5) .
C7 C8 1.385(5) .
C8 C9 1.373(5) .
C9 C10 1.380(5) .
C9 N1 1.419(4) .
C10 C11 1.388(5) .
C12 C14 1.387(5) 5_565
C12 C13 1.405(5) .
C13 C13 1.363(7) 5_565
C13 N1 1.393(4) .
C14 C12 1.387(5) 5_565
C14 N1 1.405(4) .
C14 C15 1.455(5) .
C15 C16 1.388(5) .
C15 C20 1.397(5) .
C16 C17 1.400(5) .
C17 C18 1.356(6) .
C18 C19 1.378(6) .
C19 C20 1.398(5) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N2 C1 C2 C3 1.0(8) . .
C1 C2 C3 C4 0.4(7) . .
C1 C2 C3 C6 177.9(4) . .
C2 C3 C4 C5 -1.4(8) . .
C6 C3 C4 C5 -179.0(5) . .
C3 C4 C5 N2 1.2(9) . .
C2 C3 C6 C7 -28.4(7) . .
C4 C3 C6 C7 149.0(5) . .
C2 C3 C6 C11 153.2(4) . .
C4 C3 C6 C11 -29.4(6) . .
C11 C6 C7 C8 1.2(7) . .
C3 C6 C7 C8 -177.2(4) . .
C6 C7 C8 C9 0.1(7) . .
C7 C8 C9 C10 -1.1(7) . .
C7 C8 C9 N1 175.8(4) . .
C8 C9 C10 C11 0.8(6) . .
N1 C9 C10 C11 -176.1(3) . .
C9 C10 C11 C6 0.5(6) . .
C7 C6 C11 C10 -1.6(7) . .
C3 C6 C11 C10 176.9(4) . .
C14 C12 C13 C13 -1.2(6) 5_565 5_565
C14 C12 C13 N1 179.8(5) 5_565 .
C12 C14 C15 C16 -24.6(7) 5_565 .
N1 C14 C15 C16 162.3(4) . .
C12 C14 C15 C20 150.7(5) 5_565 .
N1 C14 C15 C20 -22.4(7) . .
C20 C15 C16 C17 -0.3(7) . .
C14 C15 C16 C17 175.3(4) . .
C15 C16 C17 C18 0.8(7) . .
C16 C17 C18 C19 -0.5(8) . .
C17 C18 C19 C20 -0.2(7) . .
C16 C15 C20 C19 -0.5(6) . .
C14 C15 C20 C19 -175.9(4) . .
C18 C19 C20 C15 0.8(7) . .
C13 C13 N1 C14 -0.2(6) 5_565 .
C12 C13 N1 C14 178.9(6) . .
C13 C13 N1 C9 -163.7(4) 5_565 .
C12 C13 N1 C9 15.3(8) . .
C12 C14 N1 C13 0.9(5) 5_565 .
C15 C14 N1 C13 175.1(4) . .
C12 C14 N1 C9 163.0(4) 5_565 .
C15 C14 N1 C9 -22.8(7) . .
C8 C9 N1 C13 -61.7(6) . .
C10 C9 N1 C13 115.2(5) . .
C8 C9 N1 C14 138.6(4) . .
C10 C9 N1 C14 -44.6(6) . .
C4 C5 N2 C1 0.1(9) . .
C2 C1 N2 C5 -1.2(9) . .
