#------------------------------------------------------------------------------
#$Date: 2021-07-06 04:26:30 +0300 (Tue, 06 Jul 2021) $
#$Revision: 267261 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/39/1563947.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_1563947
loop_
_publ_author_name
'Xiong, Zuping'
'Zhang, Xiaoxiao'
'Liu, Longxiang'
'Zhu, Qiaozhi'
'Wang, Zhenni'
'Feng, Hui'
'Qian, Zhaosheng'
_publ_section_title
;
 Achieving Highly Efficient Aggregation-Induced Emission, Reversible and
 Irreversible Photochromism by Heavy Halogen-Regulated Photophysics and
 D-A Molecular Pattern-Controlled Photochemistry of Through-Space
 Conjugated Lumingens
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC02168K
_journal_year                    2021
_chemical_formula_moiety         'C25 H24 I N3'
_chemical_formula_sum            'C25 H24 I N3'
_chemical_formula_weight         493.37
_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     dual
_audit_creation_date             2020-01-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-01-06 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                102.807(2)
_cell_angle_beta                 93.095(2)
_cell_angle_gamma                115.385(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9437(5)
_cell_length_b                   10.8454(5)
_cell_length_c                   11.7215(5)
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      26.30
_cell_measurement_theta_min      2.30
_cell_volume                     1097.58(9)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      153.35
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27220
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.447
_diffrn_reflns_theta_min         2.300
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.474
_exptl_absorpt_correction_T_max  0.0276
_exptl_absorpt_correction_T_min  0.0107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0768 before and 0.0577 after correction.
The Ratio of minimum to maximum transmission is 0.3877.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.824
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0296P)²+0.8819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0715
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3856
_reflns_number_total             4518
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc02168k2.cif
_cod_data_source_block           mo_0117_2_0m
_cod_database_code               1563947
_shelx_shelxl_version_number     2018/3
_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.
;
_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:
 C007(H007), C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00H(H00H),
 C00I(H00I), C00J(H00J), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P)
2.b Idealised Me refined as rotating group:
 C00Q(H00A,H00C,H00G), C00R(H00K,H00L,H00Q), C00S(H00R,H00S,H00T), C00T(H00U,
 H00V,H00W)
;
_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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.79811(2) 1.03154(2) 0.68281(2) 0.04861(8) Uani 1 1 d . . . . .
N002 N 0.1502(3) -0.1789(2) 0.9099(2) 0.0448(6) Uani 1 1 d . . . . .
N003 N 0.2762(3) 0.4544(3) 0.9465(2) 0.0448(6) Uani 1 1 d . . . . .
C004 C 0.5433(3) 0.5751(3) 0.7739(2) 0.0334(5) Uani 1 1 d . . . . .
N005 N 0.9731(3) 0.3396(3) 0.5312(2) 0.0592(8) Uani 1 1 d . . . . .
C006 C 0.6937(3) 0.8362(3) 0.7233(3) 0.0359(6) Uani 1 1 d . . . . .
C007 C 0.5824(3) 0.2343(3) 0.5873(2) 0.0360(6) Uani 1 1 d . . . . .
H007 H 0.482659 0.167456 0.548934 0.043 Uiso 1 1 calc R . . . .
C008 C 0.6041(3) 0.3233(3) 0.6993(2) 0.0336(5) Uani 1 1 d . . . . .
C009 C 0.2235(3) -0.0653(3) 0.8657(2) 0.0363(6) Uani 1 1 d . . . . .
C00A C 0.4766(3) 0.3175(3) 0.7622(2) 0.0335(5) Uani 1 1 d . . . . .
C00B C 0.5876(3) 0.7030(3) 0.8610(2) 0.0360(6) Uani 1 1 d . . . . .
H00B H 0.565421 0.700879 0.938550 0.043 Uiso 1 1 calc R . . . .
C00C C 0.3834(3) 0.1823(3) 0.7886(2) 0.0333(5) Uani 1 1 d . . . . .
C00D C 0.3739(3) -0.0228(3) 0.8469(2) 0.0380(6) Uani 1 1 d . . . . .
H00D H 0.423624 -0.077283 0.860416 0.046 Uiso 1 1 calc R . . . .
C00E C 0.4497(3) 0.0971(3) 0.8092(2) 0.0363(6) Uani 1 1 d . . . . .
H00E H 0.550764 0.122651 0.796689 0.044 Uiso 1 1 calc R . . . .
C00F C 0.7526(3) 0.4166(3) 0.7545(2) 0.0380(6) Uani 1 1 d . . . . .
H00F H 0.770683 0.478481 0.831249 0.046 Uiso 1 1 calc R . . . .
C00G C 0.3546(3) 0.4414(3) 0.8821(2) 0.0358(6) Uani 1 1 d . . . . .
C00H C 0.1532(3) 0.0146(3) 0.8365(2) 0.0369(6) Uani 1 1 d . . . . .
H00H H 0.049603 -0.014921 0.842378 0.044 Uiso 1 1 calc R . . . .
C00I C 0.6631(3) 0.8328(3) 0.8364(3) 0.0387(6) Uani 1 1 d . . . . .
H00I H 0.693636 0.918518 0.896941 0.046 Uiso 1 1 calc R . . . .
C00J C 0.2304(3) 0.1341(3) 0.7999(2) 0.0365(6) Uani 1 1 d . . . . .
H00J H 0.179073 0.185528 0.781673 0.044 Uiso 1 1 calc R . . . .
C00K C 0.4582(3) 0.4373(3) 0.8013(2) 0.0340(5) Uani 1 1 d . . . . .
C00L C 0.8522(3) 0.3341(3) 0.5858(2) 0.0389(6) Uani 1 1 d . . . . .
C00M C 0.5763(3) 0.5822(3) 0.6608(2) 0.0381(6) Uani 1 1 d . . . . .
H00M H 0.547619 0.496949 0.600159 0.046 Uiso 1 1 calc R . . . .
C00N C 0.7024(3) 0.2408(3) 0.5303(2) 0.0386(6) Uani 1 1 d . . . . .
H00N H 0.683406 0.181165 0.452335 0.046 Uiso 1 1 calc R . . . .
C00O C 0.6502(3) 0.7117(3) 0.6351(3) 0.0394(6) Uani 1 1 d . . . . .
H00O H 0.670893 0.714690 0.557265 0.047 Uiso 1 1 calc R . . . .
C00P C 0.8736(3) 0.4210(3) 0.7003(2) 0.0400(6) Uani 1 1 d . . . . .
H00P H 0.973369 0.484089 0.741095 0.048 Uiso 1 1 calc R . . . .
C00Q C -0.0034(3) -0.2190(3) 0.9297(3) 0.0502(8) Uani 1 1 d . . . . .
H00A H -0.010012 -0.136044 0.977695 0.075 Uiso 1 1 calc GR . . . .
H00C H -0.033476 -0.293006 0.971588 0.075 Uiso 1 1 calc GR . . . .
H00G H -0.070731 -0.255029 0.853206 0.075 Uiso 1 1 calc GR . . . .
C00R C 0.2203(4) -0.2668(3) 0.9292(3) 0.0500(7) Uani 1 1 d . . . . .
H00K H 0.243660 -0.307226 0.854024 0.075 Uiso 1 1 calc GR . . . .
H00L H 0.150930 -0.343611 0.959474 0.075 Uiso 1 1 calc GR . . . .
H00Q H 0.313690 -0.209164 0.987090 0.075 Uiso 1 1 calc GR . . . .
C00S C 0.9507(4) 0.2398(4) 0.4193(3) 0.0627(10) Uani 1 1 d . . . . .
H00R H 0.908981 0.143748 0.429417 0.094 Uiso 1 1 calc GR . . . .
H00S H 1.047689 0.262943 0.391613 0.094 Uiso 1 1 calc GR . . . .
H00T H 0.880314 0.244733 0.360802 0.094 Uiso 1 1 calc GR . . . .
C00T C 1.1262(4) 0.4268(4) 0.5939(3) 0.0590(9) Uani 1 1 d . . . . .
H00U H 1.143208 0.525128 0.622984 0.088 Uiso 1 1 calc GR . . . .
H00V H 1.196943 0.422285 0.540042 0.088 Uiso 1 1 calc GR . . . .
H00W H 1.142123 0.391979 0.661260 0.088 Uiso 1 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'
I I -0.4742 1.8119 '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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C009 N002 C00Q 120.1(2) . . ?
C009 N002 C00R 120.8(2) . . ?
C00Q N002 C00R 118.9(2) . . ?
C00B C004 C00K 120.5(2) . . ?
C00M C004 C00B 117.7(2) . . ?
C00M C004 C00K 121.7(2) . . ?
C00L N005 C00S 120.7(3) . . ?
C00L N005 C00T 120.8(3) . . ?
C00S N005 C00T 117.5(3) . . ?
C00I C006 I001 119.8(2) . . ?
C00I C006 C00O 120.5(3) . . ?
C00O C006 I001 119.6(2) . . ?
C00N C007 C008 121.6(3) . . ?
C007 C008 C00A 122.4(2) . . ?
C007 C008 C00F 117.5(2) . . ?
C00F C008 C00A 120.1(2) . . ?
N002 C009 C00D 121.3(3) . . ?
N002 C009 C00H 122.0(2) . . ?
C00H C009 C00D 116.7(2) . . ?
C00C C00A C008 116.4(2) . . ?
C00K C00A C008 120.1(2) . . ?
C00K C00A C00C 123.2(2) . . ?
C00I C00B C004 121.4(3) . . ?
C00E C00C C00A 119.3(2) . . ?
C00E C00C C00J 116.4(2) . . ?
C00J C00C C00A 124.2(2) . . ?
C00E C00D C009 120.7(3) . . ?
C00D C00E C00C 122.4(2) . . ?
C00P C00F C008 121.5(3) . . ?
N003 C00G C00K 175.2(3) . . ?
C00J C00H C009 121.7(2) . . ?
C006 C00I C00B 119.4(3) . . ?
C00H C00J C00C 121.7(3) . . ?
C00A C00K C004 126.2(2) . . ?
C00A C00K C00G 120.8(2) . . ?
C00G C00K C004 112.9(2) . . ?
N005 C00L C00N 121.8(3) . . ?
N005 C00L C00P 121.2(3) . . ?
C00P C00L C00N 117.1(3) . . ?
C00O C00M C004 121.2(3) . . ?
C007 C00N C00L 121.0(3) . . ?
C006 C00O C00M 119.7(3) . . ?
C00F C00P C00L 121.2(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I001 C006 2.098(3) . ?
N002 C009 1.368(4) . ?
N002 C00Q 1.445(4) . ?
N002 C00R 1.448(4) . ?
N003 C00G 1.144(4) . ?
C004 C00B 1.399(4) . ?
C004 C00K 1.487(4) . ?
C004 C00M 1.394(4) . ?
N005 C00L 1.377(4) . ?
N005 C00S 1.440(4) . ?
N005 C00T 1.445(4) . ?
C006 C00I 1.382(4) . ?
C006 C00O 1.383(4) . ?
C007 C008 1.389(4) . ?
C007 C00N 1.382(4) . ?
C008 C00A 1.486(4) . ?
C008 C00F 1.396(4) . ?
C009 C00D 1.409(4) . ?
C009 C00H 1.408(4) . ?
C00A C00C 1.474(4) . ?
C00A C00K 1.371(4) . ?
C00B C00I 1.387(4) . ?
C00C C00E 1.397(4) . ?
C00C C00J 1.406(4) . ?
C00D C00E 1.381(4) . ?
C00F C00P 1.379(4) . ?
C00G C00K 1.445(4) . ?
C00H C00J 1.371(4) . ?
C00L C00N 1.406(4) . ?
C00L C00P 1.404(4) . ?
C00M C00O 1.389(4) . ?
