#------------------------------------------------------------------------------
#$Date: 2019-11-24 06:53:20 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/42/1554203.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_1554203
loop_
_publ_author_name
'Peng, Zhe'
'Ji, Yingchun'
'Huang, Zihan'
'Tong, Bin'
'Shi, Jianbing'
'Dong, Yuping'
_publ_section_title
;
 A strategy for the molecular design of aggregation-induced emission units
 further modified by substituents
;
_journal_issue                   6
_journal_name_full               'Materials Chemistry Frontiers'
_journal_page_first              1175
_journal_paper_doi               10.1039/C8QM00096D
_journal_volume                  2
_journal_year                    2018
_chemical_formula_sum            'C34 H26 N2 O4'
_chemical_formula_weight         526.57
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-04-18 deposited with the CCDC.
2018-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.907(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.3284(6)
_cell_length_b                   6.1277(3)
_cell_length_c                   20.3379(11)
_cell_measurement_temperature    103(2)
_cell_volume                     1477.59(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0500
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5997
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9907
_exptl_absorpt_correction_T_min  0.9657
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2905
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0565
_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)+(0.0953P)²+0.1411P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1568
_refine_ls_wR_factor_ref         0.1720
_reflns_number_gt                2191
_reflns_number_total             2905
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8qm00096d2.cif
_cod_data_source_block           exp_3408
_cod_original_cell_volume        1477.59(12)
_cod_database_code               1554203
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O2 O 0.09488(11) 0.4234(2) 0.09294(7) 0.0237(4) Uani 1 1 d .
O1 O 0.14937(12) 0.7717(3) 0.08705(8) 0.0297(4) Uani 1 1 d .
N1 N -0.38665(13) 0.8556(3) 0.05054(8) 0.0196(4) Uani 1 1 d .
C10 C -0.27129(16) 0.7984(4) 0.06084(10) 0.0206(5) Uani 1 1 d .
C12 C -0.12247(16) 0.5323(4) 0.08240(10) 0.0216(5) Uani 1 1 d .
H12 H -0.0975 0.3863 0.0923 0.026 Uiso 1 1 calc R
C13 C -0.04481(16) 0.6925(3) 0.07709(10) 0.0197(5) Uani 1 1 d .
C16 C 0.07599(16) 0.6391(4) 0.08621(10) 0.0204(5) Uani 1 1 d .
C15 C -0.19404(16) 0.9586(3) 0.05539(11) 0.0226(5) Uani 1 1 d .
H15 H -0.2185 1.1052 0.0463 0.027 Uiso 1 1 calc R
C1 C -0.44372(16) 1.0090(3) 0.00254(10) 0.0203(5) Uani 1 1 d .
C11 C -0.23517(16) 0.5821(4) 0.07348(10) 0.0203(5) Uani 1 1 d .
H11 H -0.2874 0.4705 0.0759 0.024 Uiso 1 1 calc R
C9 C -0.49786(17) 0.3890(4) 0.12406(11) 0.0250(5) Uani 1 1 d .
H9 H -0.5535 0.3589 0.0825 0.030 Uiso 1 1 calc R
C2 C -0.46816(16) 0.7481(3) 0.07538(11) 0.0221(5) Uani 1 1 d .
C4 C -0.43948(16) 0.5864(4) 0.13195(10) 0.0215(5) Uani 1 1 d .
C14 C -0.08183(16) 0.9063(4) 0.06312(11) 0.0227(5) Uani 1 1 d .
H14 H -0.0301 1.0167 0.0589 0.027 Uiso 1 1 calc R
C17 C 0.21051(16) 0.3550(4) 0.10336(11) 0.0251(5) Uani 1 1 d .
H17A H 0.2416 0.4241 0.0690 0.038 Uiso 1 1 calc R
H17B H 0.2133 0.1960 0.0989 0.038 Uiso 1 1 calc R
H17C H 0.2550 0.3986 0.1492 0.038 Uiso 1 1 calc R
C3 C -0.57330(16) 0.8306(4) 0.04429(11) 0.0210(5) Uani 1 1 d .
H3 H -0.6428 0.7892 0.0523 0.025 Uiso 1 1 calc R
C5 C -0.35658(18) 0.6268(4) 0.19279(11) 0.0278(5) Uani 1 1 d .
H5 H -0.3158 0.7602 0.1989 0.033 Uiso 1 1 calc R
C7 C -0.3935(2) 0.2771(4) 0.23652(13) 0.0402(6) Uani 1 1 d .
H7 H -0.3784 0.1720 0.2722 0.048 Uiso 1 1 calc R
C6 C -0.3336(2) 0.4706(4) 0.24481(12) 0.0366(6) Uani 1 1 d .
H6 H -0.2765 0.4975 0.2861 0.044 Uiso 1 1 calc R
C8 C -0.4755(2) 0.2371(4) 0.17605(12) 0.0331(6) Uani 1 1 d .
H8 H -0.5167 0.1042 0.1703 0.040 Uiso 1 1 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 0.0033 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'
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
C16 O2 C17 115.92(16) . .
C1 N1 C2 107.06(16) . .
C1 N1 C10 124.02(17) . .
C2 N1 C10 127.99(18) . .
C15 C10 C11 119.46(18) . .
C15 C10 N1 119.48(19) . .
C11 C10 N1 121.00(18) . .
C11 C12 C13 121.3(2) . .
C11 C12 H12 119.3 . .
C13 C12 H12 119.3 . .
C14 C13 C12 118.99(18) . .
C14 C13 C16 119.64(18) . .
C12 C13 C16 121.38(19) . .
O1 C16 O2 123.38(18) . .
O1 C16 C13 124.9(2) . .
O2 C16 C13 111.68(17) . .
C14 C15 C10 120.7(2) . .
C14 C15 H15 119.6 . .
C10 C15 H15 119.6 . .
C1 C1 N1 107.7(2) 3_475 .
C1 C1 C3 109.7(2) 3_475 3_475
N1 C1 C3 142.48(18) . 3_475
C12 C11 C10 119.34(19) . .
C12 C11 H11 120.3 . .
C10 C11 H11 120.3 . .
C8 C9 C4 120.6(2) . .
C8 C9 H9 119.7 . .
C4 C9 H9 119.7 . .
C3 C2 N1 109.85(18) . .
C3 C2 C4 126.60(19) . .
N1 C2 C4 123.28(17) . .
C9 C4 C5 119.1(2) . .
C9 C4 C2 118.92(18) . .
C5 C4 C2 121.99(19) . .
C15 C14 C13 120.15(19) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
O2 C17 H17A 109.5 . .
O2 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
O2 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C2 C3 C1 105.58(17) . 3_475
C2 C3 H3 127.2 . .
C1 C3 H3 127.2 3_475 .
C4 C5 C6 119.8(2) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C6 C7 C8 119.7(2) . .
C6 C7 H7 120.1 . .
C8 C7 H7 120.1 . .
C7 C6 C5 120.3(2) . .
C7 C6 H6 119.9 . .
C5 C6 H6 119.9 . .
C9 C8 C7 120.4(2) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C16 1.343(3) .
O2 C17 1.445(2) .
O1 C16 1.212(3) .
N1 C1 1.398(3) .
N1 C2 1.406(3) .
N1 C10 1.423(3) .
C10 C15 1.393(3) .
C10 C11 1.399(3) .
C12 C11 1.385(3) .
C12 C13 1.396(3) .
C12 H12 0.9500 .
C13 C14 1.391(3) .
C13 C16 1.486(3) .
C15 C14 1.386(3) .
C15 H15 0.9500 .
C1 C1 1.368(4) 3_475
C1 C3 1.424(3) 3_475
C11 H11 0.9500 .
C9 C8 1.379(3) .
C9 C4 1.394(3) .
C9 H9 0.9500 .
C2 C3 1.373(3) .
C2 C4 1.486(3) .
C4 C5 1.394(3) .
C14 H14 0.9500 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C3 C1 1.424(3) 3_475
C3 H3 0.9500 .
C5 C6 1.397(3) .
C5 H5 0.9500 .
C7 C6 1.383(4) .
C7 C8 1.383(4) .
C7 H7 0.9500 .
C6 H6 0.9500 .
C8 H8 0.9500 .
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_4
C1 N1 C10 C15 36.4(3) .
C2 N1 C10 C15 -156.1(2) .
C1 N1 C10 C11 -140.8(2) .
C2 N1 C10 C11 26.7(3) .
C11 C12 C13 C14 0.6(3) .
C11 C12 C13 C16 -179.61(18) .
C17 O2 C16 O1 1.6(3) .
C17 O2 C16 C13 -178.91(15) .
C14 C13 C16 O1 5.2(3) .
C12 C13 C16 O1 -174.6(2) .
C14 C13 C16 O2 -174.19(18) .
C12 C13 C16 O2 6.0(3) .
C11 C10 C15 C14 -0.7(3) .
N1 C10 C15 C14 -178.04(18) .
C2 N1 C1 C1 -1.3(3) 3_475
C10 N1 C1 C1 168.4(2) 3_475
C2 N1 C1 C3 -177.9(3) 3_475
C10 N1 C1 C3 -8.2(4) 3_475
C13 C12 C11 C10 -1.9(3) .
C15 C10 C11 C12 2.0(3) .
N1 C10 C11 C12 179.20(17) .
C1 N1 C2 C3 -0.1(2) .
C10 N1 C2 C3 -169.23(19) .
C1 N1 C2 C4 -174.41(19) .
C10 N1 C2 C4 16.4(3) .
C8 C9 C4 C5 1.1(3) .
C8 C9 C4 C2 -178.42(19) .
C3 C2 C4 C9 53.9(3) .
N1 C2 C4 C9 -132.8(2) .
C3 C2 C4 C5 -125.7(2) .
N1 C2 C4 C5 47.7(3) .
C10 C15 C14 C13 -0.6(3) .
C12 C13 C14 C15 0.7(3) .
C16 C13 C14 C15 -179.16(18) .
N1 C2 C3 C1 1.4(2) 3_475
C4 C2 C3 C1 175.5(2) 3_475
C9 C4 C5 C6 -0.3(3) .
C2 C4 C5 C6 179.2(2) .
C8 C7 C6 C5 0.8(4) .
C4 C5 C6 C7 -0.7(3) .
C4 C9 C8 C7 -1.0(3) .
C6 C7 C8 C9 0.0(4) .
