#------------------------------------------------------------------------------
#$Date: 2019-11-24 13:36:12 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238028 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/46/1554654.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_1554654
loop_
_publ_author_name
'Zhang, Haoke'
'Liu, Junkai'
'Du, Lili'
'Ma, Chao'
'Leung, Nelson L. C.'
'Niu, Yingli'
'Qin, Anjun'
'Sun, Jingzhi'
'Peng, Qian'
'Sung, Herman H. Y.'
'Williams, Ian D.'
'Kwok, Ryan T. K.'
'Lam, Jacky W. Y.'
'Wong, Kam Sing'
'Phillips, David Lee'
'Tang, Ben Zhong'
_publ_section_title
;
 Drawing a clear mechanistic picture for the aggregation-induced emission
 process
;
_journal_issue                   6
_journal_name_full               'Materials Chemistry Frontiers'
_journal_page_first              1143
_journal_paper_doi               10.1039/C9QM00156E
_journal_volume                  3
_journal_year                    2019
_chemical_formula_moiety         'C20 H24'
_chemical_formula_sum            'C20 H24'
_chemical_formula_weight         264.39
_chemical_name_systematic        d-DPE
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-04-15
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-05-24 deposited with the CCDC.	2019-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                96.215(15)
_cell_angle_beta                 96.738(11)
_cell_angle_gamma                91.369(13)
_cell_formula_units_Z            1
_cell_length_a                   4.7535(5)
_cell_length_b                   6.1267(13)
_cell_length_c                   13.209(2)
_cell_measurement_reflns_used    926
_cell_measurement_temperature    100.01(1)
_cell_measurement_theta_max      28.9870
_cell_measurement_theta_min      4.3230
_cell_volume                     379.53(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      100.01(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    6.00   82.30   0.7000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574   57.0000 -120.0000 109

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00   48.00   0.7000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -57.0000  -30.0000 130

#__ type_ start__ end____ width___ exp.time_
  3 omega  -57.00   47.30   0.7000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -57.0000   90.0000 149
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0738826000
_diffrn_orient_matrix_UB_12      -0.0507969000
_diffrn_orient_matrix_UB_13      -0.0467002000
_diffrn_orient_matrix_UB_21      0.0004439000
_diffrn_orient_matrix_UB_22      -0.1022504000
_diffrn_orient_matrix_UB_23      0.0205744000
_diffrn_orient_matrix_UB_31      -0.1309511000
_diffrn_orient_matrix_UB_32      0.0233541000
_diffrn_orient_matrix_UB_33      0.0188798000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2089
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         3.532
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86527
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             144
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1410
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0581
_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)+(0.0680P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1305
_refine_ls_wR_factor_ref         0.1498
_reflns_Friedel_coverage         0.000
_reflns_number_gt                978
_reflns_number_total             1410
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9qm00156e2.cif
_cod_data_source_block           haoke5molt
_cod_original_cell_volume        379.54(11)
_cod_database_code               1554654
_chemical_oxdiff_formula         'ph2 Me6 C2 H2'
_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.
;
_reflns_odcompleteness_completeness 98.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_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 Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-12
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
C1 C 0.4957(3) 0.1129(3) 0.36856(13) 0.0161(4) Uani 1 1 d .
C2 C 0.3945(3) 0.3032(3) 0.32745(13) 0.0167(4) Uani 1 1 d .
C3 C 0.4786(3) 0.3495(3) 0.23395(13) 0.0170(4) Uani 1 1 d .
H3 H 0.4146 0.4796 0.2069 0.020 Uiso 1 1 calc R
C4 C 0.6511(3) 0.2151(3) 0.17856(13) 0.0179(4) Uani 1 1 d .
C5 C 0.7468(3) 0.0222(3) 0.21863(13) 0.0162(4) Uani 1 1 d .
C6 C 0.6662(3) -0.0238(3) 0.31190(13) 0.0171(4) Uani 1 1 d .
H6 H 0.7298 -0.1543 0.3386 0.020 Uiso 1 1 calc R
C7 C 0.2038(3) 0.4556(3) 0.38224(13) 0.0198(5) Uani 1 1 d .
H7A H 0.1877 0.5915 0.3494 0.030 Uiso 1 1 calc GR
H7B H 0.2840 0.4901 0.4542 0.030 Uiso 1 1 calc GR
H7C H 0.0155 0.3845 0.3788 0.030 Uiso 1 1 calc GR
C8 C 0.7360(3) 0.2738(3) 0.07889(13) 0.0226(5) Uani 1 1 d .
H8A H 0.6504 0.4119 0.0629 0.034 Uiso 1 1 calc GR
H8B H 0.6701 0.1567 0.0241 0.034 Uiso 1 1 calc GR
H8C H 0.9429 0.2913 0.0845 0.034 Uiso 1 1 calc GR
C9 C 0.9321(3) -0.1297(3) 0.16188(13) 0.0211(5) Uani 1 1 d .
H9A H 1.1169 -0.0562 0.1608 0.032 Uiso 1 1 calc GR
H9B H 0.8425 -0.1694 0.0914 0.032 Uiso 1 1 calc GR
H9C H 0.9581 -0.2629 0.1964 0.032 Uiso 1 1 calc GR
C10 C 0.4226(3) 0.0586(3) 0.46826(13) 0.0175(4) Uani 1 1 d .
H10 H 0.2499 0.1118 0.4892 0.021 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'
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
C2 C1 C10 120.86(15) .
C6 C1 C2 118.37(16) .
C6 C1 C10 120.77(16) .
C1 C2 C7 121.68(16) .
C3 C2 C1 118.16(15) .
C3 C2 C7 120.16(16) .
C4 C3 C2 123.30(16) .
C3 C4 C5 118.47(16) .
C3 C4 C8 120.96(16) .
C5 C4 C8 120.57(16) .
C4 C5 C9 120.78(16) .
C6 C5 C4 118.52(16) .
C6 C5 C9 120.70(16) .
C5 C6 C1 123.14(16) .
C10 C10 C1 125.63(18) 2_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.410(2) .
C1 C6 1.399(2) .
C1 C10 1.471(2) .
C2 C3 1.397(2) .
C2 C7 1.505(2) .
C3 C4 1.389(2) .
C4 C5 1.410(2) .
C4 C8 1.499(2) .
C5 C6 1.387(2) .
C5 C9 1.499(2) .
C10 C10 1.331(3) 2_656
