#------------------------------------------------------------------------------
#$Date: 2019-11-24 06:53:20 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/42/1554208.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_1554208
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_moiety         'C40 H38 N2 O4'
_chemical_formula_sum            'C40 H38 N2 O4'
_chemical_formula_weight         610.72
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-05-17
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_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                 96.79(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.6456(11)
_cell_length_b                   12.856(3)
_cell_length_c                   22.586(5)
_cell_measurement_reflns_used    4877
_cell_measurement_temperature    153.1500
_cell_measurement_theta_max      27.4739
_cell_measurement_theta_min      1.8160
_cell_volume                     1627.8(6)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution
;
????
;
_diffrn_ambient_temperature      153.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 2.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 270.0000
	             XTD: 44.7665
	          2theta: -20.1728
;
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0200
_diffrn_orient_matrix_UB_12      0.1405
_diffrn_orient_matrix_UB_13      0.1081
_diffrn_orient_matrix_UB_21      0.0718
_diffrn_orient_matrix_UB_22      -0.0240
_diffrn_orient_matrix_UB_23      0.0179
_diffrn_orient_matrix_UB_31      0.0169
_diffrn_orient_matrix_UB_32      0.0278
_diffrn_orient_matrix_UB_33      -0.0305
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0937
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5486
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.41
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           90.0000
_diffrn_source_power             4.5000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2789
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.174
_refine_ls_R_factor_all          0.1345
_refine_ls_R_factor_gt           0.1004
_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)+(0.0110P)²+3.0320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1438
_refine_ls_wR_factor_ref         0.1586
_reflns_number_gt                2088
_reflns_number_total             2789
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8qm00096d2.cif
_cod_data_source_block           bwn16151a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               1554208
_diffrn_number_total             3702
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C7(H7), C8(H8), C14(H14), C15(H15), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C20(H20A,H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_calc_flag
_atom_site_refinement_flags_posn
O1 O 0.8517(5) 0.6106(2) 0.24713(12) 0.0287(7) Uani 1 d .
O2 O 0.5445(5) 0.6249(3) 0.30095(13) 0.0392(9) Uani 1 d .
N1 N 0.2008(5) 0.8974(2) 0.00837(13) 0.0188(8) Uani 1 d .
C1 C -0.0031(7) 1.0185(3) -0.07746(16) 0.0177(9) Uani 1 d .
H1 H 0.0538 0.9984 -0.1137 0.021 Uiso 1 calc R
C2 C 0.0587(7) 0.9750(3) -0.02076(16) 0.0183(9) Uani 1 d .
C3 C 0.3272(7) 0.8220(3) -0.02224(16) 0.0178(9) Uani 1 d .
C4 C 0.2618(7) 0.7179(3) -0.02189(18) 0.0248(10) Uani 1 d .
H4 H 0.1355 0.6960 -0.0005 0.030 Uiso 1 calc R
C5 C 0.3828(7) 0.6462(3) -0.05306(18) 0.0283(10) Uani 1 d .
H5 H 0.3386 0.5749 -0.0527 0.034 Uiso 1 calc R
C6 C 0.5681(7) 0.6768(3) -0.08491(17) 0.0217(9) Uani 1 d .
C7 C 0.6285(7) 0.7824(3) -0.08458(18) 0.0258(10) Uani 1 d .
H7 H 0.7525 0.8051 -0.1065 0.031 Uiso 1 calc R
C8 C 0.5108(7) 0.8542(3) -0.05294(17) 0.0232(10) Uani 1 d .
H8 H 0.5565 0.9253 -0.0524 0.028 Uiso 1 calc R
C9 C 0.6895(8) 0.6012(3) -0.12357(19) 0.0304(11) Uani 1 d .
H9 H 0.8319 0.6368 -0.1367 0.037 Uiso 1 calc R
C10 C 0.5174(9) 0.5746(4) -0.17941(19) 0.0421(13) Uani 1 d .
H10A H 0.3778 0.5383 -0.1676 0.063 Uiso 1 calc GR
H10B H 0.5986 0.5298 -0.2057 0.063 Uiso 1 calc GR
H10C H 0.4661 0.6389 -0.2005 0.063 Uiso 1 calc GR
C11 C 0.7749(9) 0.5013(4) -0.0903(2) 0.0442(13) Uani 1 d .
H11A H 0.8807 0.5194 -0.0542 0.066 Uiso 1 calc GR
H11B H 0.8615 0.4579 -0.1162 0.066 Uiso 1 calc GR
H11C H 0.6368 0.4628 -0.0793 0.066 Uiso 1 calc GR
C12 C 0.1661(7) 0.9023(3) 0.06927(16) 0.0188(9) Uani 1 d .
C13 C 0.2961(7) 0.8369(3) 0.11563(17) 0.0192(9) Uani 1 d .
C14 C 0.5172(7) 0.7904(3) 0.11041(17) 0.0221(9) Uani 1 d .
H14 H 0.5912 0.8009 0.0752 0.027 Uiso 1 calc R
C15 C 0.6287(7) 0.7294(3) 0.15580(17) 0.0217(9) Uani 1 d .
H15 H 0.7770 0.6974 0.1510 0.026 Uiso 1 calc R
C16 C 0.5274(7) 0.7141(3) 0.20832(17) 0.0209(9) Uani 1 d .
C17 C 0.3105(7) 0.7624(3) 0.21452(17) 0.0247(10) Uani 1 d .
H17 H 0.2407 0.7539 0.2505 0.030 Uiso 1 calc R
C18 C 0.1960(7) 0.8224(3) 0.16916(17) 0.0225(9) Uani 1 d .
H18 H 0.0478 0.8542 0.1742 0.027 Uiso 1 calc R
C19 C 0.6382(7) 0.6465(3) 0.25725(18) 0.0253(10) Uani 1 d .
C20 C 0.9620(8) 0.5354(3) 0.28981(19) 0.0350(12) Uani 1 d .
H20A H 0.8877 0.4671 0.2818 0.052 Uiso 1 calc GR
H20B H 0.9399 0.5576 0.3303 0.052 Uiso 1 calc GR
H20C H 1.1329 0.5307 0.2861 0.052 Uiso 1 calc GR
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
C19 O1 C20 116.2(3) .
C2 N1 C3 123.3(3) .
C2 N1 C12 106.8(3) .
C12 N1 C3 129.5(3) .
C2 C1 H1 127.3 .
C12 C1 H1 127.3 3_575
C12 C1 C2 105.4(3) 3_575
N1 C2 C1 141.4(3) .
C2 C2 N1 108.1(4) 3_575
C2 C2 C1 110.5(4) 3_575
C4 C3 N1 120.2(4) .
C8 C3 N1 119.2(3) .
C8 C3 C4 120.6(4) .
C3 C4 H4 120.3 .
C5 C4 C3 119.4(4) .
C5 C4 H4 120.3 .
C4 C5 H5 119.4 .
C4 C5 C6 121.2(4) .
C6 C5 H5 119.4 .
C5 C6 C7 118.0(4) .
C5 C6 C9 122.1(4) .
C7 C6 C9 119.7(4) .
C6 C7 H7 119.4 .
C8 C7 C6 121.2(4) .
C8 C7 H7 119.4 .
C3 C8 C7 119.7(4) .
C3 C8 H8 120.2 .
C7 C8 H8 120.2 .
C6 C9 H9 108.1 .
C6 C9 C10 109.2(4) .
C6 C9 C11 112.9(4) .
C10 C9 H9 108.1 .
C10 C9 C11 110.3(4) .
C11 C9 H9 108.1 .
C9 C10 H10A 109.5 .
C9 C10 H10B 109.5 .
C9 C10 H10C 109.5 .
H10A C10 H10B 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
C9 C11 H11A 109.5 .
C9 C11 H11B 109.5 .
C9 C11 H11C 109.5 .
H11A C11 H11B 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
N1 C12 C13 123.5(3) .
C1 C12 N1 109.3(3) 3_575
C1 C12 C13 127.1(3) 3_575
C14 C13 C12 124.0(4) .
C14 C13 C18 117.9(4) .
C18 C13 C12 118.1(4) .
C13 C14 H14 119.6 .
C15 C14 C13 120.8(4) .
C15 C14 H14 119.6 .
C14 C15 H15 119.5 .
C14 C15 C16 121.1(4) .
C16 C15 H15 119.5 .
C15 C16 C17 118.5(4) .
C15 C16 C19 122.6(4) .
C17 C16 C19 118.9(4) .
C16 C17 H17 119.5 .
C18 C17 C16 120.9(4) .
C18 C17 H17 119.5 .
C13 C18 H18 119.6 .
C17 C18 C13 120.8(4) .
C17 C18 H18 119.6 .
O1 C19 C16 112.6(4) .
O2 C19 O1 123.6(4) .
O2 C19 C16 123.8(4) .
O1 C20 H20A 109.5 .
O1 C20 H20B 109.5 .
O1 C20 H20C 109.5 .
H20A C20 H20B 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C19 1.336(5) .
O1 C20 1.453(5) .
O2 C19 1.206(5) .
N1 C2 1.395(5) .
N1 C3 1.429(5) .
N1 C12 1.414(4) .
C1 H1 0.9500 .
C1 C2 1.403(5) .
C1 C12 1.400(5) 3_575
C2 C2 1.371(7) 3_575
C3 C4 1.389(5) .
C3 C8 1.377(5) .
C4 H4 0.9500 .
C4 C5 1.387(5) .
C5 H5 0.9500 .
C5 C6 1.394(5) .
C6 C7 1.398(5) .
C6 C9 1.523(5) .
C7 H7 0.9500 .
C7 C8 1.385(5) .
C8 H8 0.9500 .
C9 H9 1.0000 .
C9 C10 1.537(6) .
C9 C11 1.537(6) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C1 1.400(5) 3_575
C12 C13 1.470(5) .
C13 C14 1.401(5) .
C13 C18 1.406(5) .
C14 H14 0.9500 .
C14 C15 1.382(5) .
C15 H15 0.9500 .
C15 C16 1.391(5) .
C16 C17 1.395(6) .
C16 C19 1.484(5) .
C17 H17 0.9500 .
C17 C18 1.380(5) .
C18 H18 0.9500 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
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
N1 C3 C4 C5 178.5(3) . .
N1 C3 C8 C7 -177.6(4) . .
N1 C12 C13 C14 22.9(6) . .
N1 C12 C13 C18 -159.0(4) . .
C1 C12 C13 C14 -153.3(4) 3_575 .
C1 C12 C13 C18 24.9(6) 3_575 .
C2 N1 C3 C4 -112.6(4) . .
C2 N1 C3 C8 66.2(5) . .
C2 N1 C12 C1 0.4(4) . 3_575
C2 N1 C12 C13 -176.3(3) . .
C3 N1 C2 C1 -7.6(8) . .
C3 N1 C2 C2 172.5(4) . 3_575
C3 N1 C12 C1 -171.7(3) . 3_575
C3 N1 C12 C13 11.6(6) . .
C3 C4 C5 C6 -0.3(6) . .
C4 C3 C8 C7 1.1(6) . .
C4 C5 C6 C7 -0.1(6) . .
C4 C5 C6 C9 -174.8(4) . .
C5 C6 C7 C8 0.9(6) . .
C5 C6 C9 C10 71.5(5) . .
C5 C6 C9 C11 -51.6(5) . .
C6 C7 C8 C3 -1.5(6) . .
C7 C6 C9 C10 -103.2(4) . .
C7 C6 C9 C11 133.7(4) . .
C8 C3 C4 C5 -0.3(6) . .
C9 C6 C7 C8 175.8(4) . .
C12 N1 C2 C1 179.6(5) . .
C12 N1 C2 C2 -0.2(5) . 3_575
C12 N1 C3 C4 58.4(6) . .
C12 N1 C3 C8 -122.8(4) . .
C12 C1 C2 N1 179.8(5) 3_575 .
C12 C1 C2 C2 -0.4(5) 3_575 3_575
C12 C13 C14 C15 -179.7(4) . .
C12 C13 C18 C17 -179.5(4) . .
C13 C14 C15 C16 -1.3(6) . .
C14 C13 C18 C17 -1.2(6) . .
C14 C15 C16 C17 -0.5(6) . .
C14 C15 C16 C19 178.1(4) . .
C15 C16 C17 C18 1.4(6) . .
C15 C16 C19 O1 5.4(6) . .
C15 C16 C19 O2 -173.5(4) . .
C16 C17 C18 C13 -0.5(6) . .
C17 C16 C19 O1 -176.0(4) . .
C17 C16 C19 O2 5.0(6) . .
C18 C13 C14 C15 2.1(6) . .
C19 C16 C17 C18 -177.2(4) . .
C20 O1 C19 O2 5.0(6) . .
C20 O1 C19 C16 -173.9(3) . .
