#------------------------------------------------------------------------------
#$Date: 2017-03-04 06:28:15 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193031 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/56/4125634.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_4125634
loop_
_publ_author_name
'Bai, Linyi'
'Bose, Purnandhu'
'Gao, Qiang'
'Li, Yongxin'
'Ganguly, Rakesh'
'Zhao, Yanli'
_publ_section_title
;
 Halogen-Assisted Piezochromic Supramolecular Assemblies for Versatile
 Haptic Memory.
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              436
_journal_page_last               441
_journal_paper_doi               10.1021/jacs.6b11057
_journal_volume                  139
_journal_year                    2017
_chemical_formula_sum            'C34 H20 F4 I2 N2'
_chemical_formula_weight         786.32
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                116.789(5)
_cell_angle_beta                 105.997(5)
_cell_angle_gamma                92.452(6)
_cell_formula_units_Z            1
_cell_length_a                   8.111(4)
_cell_length_b                   10.142(5)
_cell_length_c                   10.582(5)
_cell_measurement_reflns_used    3616
_cell_measurement_temperature    103.(2)
_cell_measurement_theta_max      23.5728
_cell_measurement_theta_min      2.2846
_cell_volume                     732.7(6)
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT, VERSION 2014/4'
_diffrn_ambient_temperature      103.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3348
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.29
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'
_exptl_absorpt_coefficient_mu    2.199
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_correction_T_min  0.58
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.413
_refine_diff_density_min         -1.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         3348
_refine_ls_number_restraints     814
_refine_ls_restrained_S_all      0.934
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0373
_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)+(0.0435P)²+0.6895P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0911
_reflns_number_gt                2917
_reflns_number_total             3348
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja6b11057_si_003.cif
_cod_data_source_block           zhao53s_0m_5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               4125634
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.9499(13) 0.7852(14) -0.0558(13) 0.0197(16) Uani d U P D 0.5 A 1
H H1 0.919 0.8071 -0.1367 0.024 Uiso calc U P R 0.5 A 1
C C2 0.8498(13) 0.8254(15) 0.0372(12) 0.0183(16) Uani d U P D 0.5 A 1
H H2 0.7514 0.8697 0.0185 0.022 Uiso calc U P R 0.5 A 1
C C3 0.8985(15) 0.7987(16) 0.1614(13) 0.0181(17) Uani d U P D 0.5 A 1
C C4 1.0438(13) 0.7351(13) 0.1820(12) 0.0200(17) Uani d U P D 0.5 A 1
H H4 1.0821 0.7175 0.2654 0.024 Uiso calc U P R 0.5 A 1
C C5 1.1341(13) 0.6970(14) 0.0797(12) 0.0211(17) Uani d U P D 0.5 A 1
H H5 1.2343 0.6538 0.0956 0.025 Uiso calc U P R 0.5 A 1
C C6 0.7967(13) 0.8326(13) 0.2659(12) 0.0193(17) Uani d U P D 0.5 A 1
H H6 0.8511 0.8149 0.3471 0.023 Uiso calc U P R 0.5 A 1
C C7 0.6707(13) 0.8740(16) 0.2730(12) 0.019(2) Uani d U P D 0.5 A 1
H H7 0.6029 0.8674 0.1807 0.022 Uiso calc U P R 0.5 A 1
C C8 0.5815(19) 0.937(2) 0.3890(18) 0.017(2) Uani d U P D 0.5 A 1
C C9 0.4471(12) 1.0155(12) 0.3684(11) 0.0162(16) Uani d U P D 0.5 A 1
C C10 0.3904(13) 1.0342(13) 0.2362(11) 0.0178(18) Uani d U P D 0.5 A 1
H H10 0.4468 0.9948 0.1629 0.021 Uiso calc U P R 0.5 A 1
C C11 0.2567(13) 1.1079(13) 0.2157(13) 0.023(2) Uani d U P D 0.5 A 1
H H11 0.2186 1.1161 0.1267 0.027 Uiso calc U P R 0.5 A 1
C C12 0.1741(13) 1.1720(13) 0.3256(12) 0.022(2) Uani d U P D 0.5 A 1
H H12 0.0837 1.2256 0.3113 0.026 Uiso calc U P R 0.5 A 1
C C13 0.2238(13) 1.1573(14) 0.4513(13) 0.022(2) Uani d U P D 0.5 A 1
H H13 0.1664 1.1999 0.5235 0.027 Uiso calc U P R 0.5 A 1
C C14 0.3611(12) 1.0786(13) 0.4774(12) 0.0170(17) Uani d U P D 0.5 A 1
C C15 0.4651(12) 0.5345(14) 0.3868(12) 0.0183(16) Uani d U P D 0.5 B 1
C C16 0.592(3) 0.4456(14) 0.396(2) 0.017(2) Uani d U P D 0.5 B 1
C C17 0.6217(13) 0.4125(14) 0.5126(13) 0.0192(17) Uani d U P D 0.5 B 1
F F1 0.4267(8) 0.5704(8) 0.2731(8) 0.0230(15) Uani d U P D 0.5 B 1
F F2 0.7429(9) 0.3302(9) 0.5280(8) 0.0273(17) Uani d U P D 0.5 B 1
N N1 1.085(3) 0.7189(17) -0.042(3) 0.019(2) Uani d U P D 0.5 A 1
C C1A 1.1594(13) 0.8751(12) 0.0890(12) 0.0208(18) Uani d U P D 0.5 C 2
H H1A 1.2675 0.9307 0.1054 0.025 Uiso calc U P R 0.5 C 2
C C2A 1.0822(13) 0.9328(12) 0.1975(12) 0.022(2) Uani d U P D 0.5 C 2
H H2A 1.1373 1.0249 0.2869 0.027 Uiso calc U P R 0.5 C 2
C C3A 0.9203(15) 0.8543(17) 0.1755(12) 0.020(2) Uani d U P D 0.5 C 2
C C4A 0.8459(13) 0.7173(13) 0.0411(12) 0.0209(17) Uani d U P D 0.5 C 2
H H4A 0.7372 0.6597 0.0207 0.025 Uiso calc U P R 0.5 C 2
C C5A 0.9374(13) 0.6689(13) -0.0611(12) 0.0185(17) Uani d U P D 0.5 C 2
H H5A 0.8879 0.5767 -0.1517 0.022 Uiso calc U P R 0.5 C 2
C C6A 0.8341(12) 0.9134(14) 0.2906(10) 0.018(2) Uani d U P D 0.5 C 2
H H6A 0.9128 0.9397 0.3871 0.022 Uiso calc U P R 0.5 C 2
C C7A 0.7018(13) 0.9356(14) 0.2951(14) 0.0181(19) Uani d U P D 0.5 C 2
H H7A 0.6348 0.9358 0.2061 0.022 Uiso calc U P R 0.5 C 2
C C8A 0.5970(18) 0.9654(19) 0.3994(18) 0.015(2) Uani d U P D 0.5 C 2
C C9A 0.4620(12) 0.8560(11) 0.3747(11) 0.0162(16) Uani d U P D 0.5 C 2
C C10A 0.4139(13) 0.7084(12) 0.2448(12) 0.021(2) Uani d U P D 0.5 C 2
H H10A 0.4765 0.6838 0.1758 0.025 Uiso calc U P R 0.5 C 2
C C11A 0.2796(13) 0.6033(12) 0.2192(12) 0.022(2) Uani d U P D 0.5 C 2
H H11A 0.2494 0.507 0.1326 0.027 Uiso calc U P R 0.5 C 2
C C12A 0.1852(14) 0.6370(13) 0.3212(12) 0.023(2) Uani d U P D 0.5 C 2
H H12A 0.0928 0.5633 0.3031 0.027 Uiso calc U P R 0.5 C 2
C C13A 0.2272(12) 0.7754(11) 0.4454(12) 0.0184(19) Uani d U P D 0.5 C 2
H H13A 0.1635 0.7965 0.5132 0.022 Uiso calc U P R 0.5 C 2
C C14A 0.3650(12) 0.8893(12) 0.4756(11) 0.0170(18) Uani d U P D 0.5 C 2
C C15A 0.6333(13) 0.5959(13) 0.5105(12) 0.0177(17) Uani d U P D 0.5 B 2
C C16A 0.585(3) 0.4470(16) 0.390(2) 0.017(2) Uani d U P D 0.5 B 2
C C17A 0.4531(13) 0.3525(13) 0.3862(12) 0.0177(17) Uani d U P D 0.5 B 2
F F1A 0.7638(8) 0.6943(8) 0.5228(8) 0.0222(15) Uani d U P D 0.5 B 2
F F2A 0.4090(9) 0.2063(8) 0.2803(8) 0.0219(15) Uani d U P D 0.5 B 2
N N1A 1.092(3) 0.7460(16) -0.038(3) 0.017(2) Uani d U P D 0.5 C 2
I I1 0.72499(3) 0.36778(5) 0.23829(3) 0.01997(11) Uani d U . D 1 . .
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'
F F 0.0171 0.0103 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 C1 C2 . . 125.4(13)
C1 C2 C3 . . 117.9(10)
C4 C3 C2 . . 117.8(8)
C4 C3 C6 . . 119.7(11)
C2 C3 C6 . . 122.5(10)
C3 C4 C5 . . 119.5(10)
N1 C5 C4 . . 122.8(11)
C7 C6 C3 . . 136.0(12)
C6 C7 C8 . . 137.2(11)
C9 C8 C14 . 2_676 120.7(10)
C9 C8 C7 . . 119.2(13)
C14 C8 C7 2_676 . 120.0(12)
C8 C9 C14 . . 120.8(9)
C8 C9 C10 . . 121.3(9)
C14 C9 C10 . . 118.0(8)
C11 C10 C9 . . 120.7(8)
C10 C11 C12 . . 120.8(9)
C13 C12 C11 . . 120.2(9)
C12 C13 C14 . . 121.4(9)
C9 C14 C13 . . 118.9(9)
C9 C14 C8 . 2_676 118.5(9)
C13 C14 C8 . 2_676 122.6(9)
C17 C15 F1 2_666 . 118.0(11)
C17 C15 C16 2_666 . 122.7(13)
F1 C15 C16 . . 119.4(10)
C17 C16 C15 . . 115.9(13)
C17 C16 I1 . . 122.9(12)
C15 C16 I1 . . 121.3(12)
F2 C17 C15 . 2_666 120.0(12)
F2 C17 C16 . . 118.5(10)
C15 C17 C16 2_666 . 121.5(13)
C1 N1 C5 . . 116.5(11)
N1A C1A C2A . . 123.9(11)
C1A C2A C3A . . 119.5(9)
C2A C3A C4A . . 117.6(8)
C2A C3A C6A . . 120.7(10)
C4A C3A C6A . . 121.7(11)
C5A C4A C3A . . 117.8(10)
N1A C5A C4A . . 123.6(12)
C7A C6A C3A . . 137.4(11)
C6A C7A C8A . . 139.4(13)
C9A C8A C14A . 2_676 119.5(9)
C9A C8A C7A . . 122.6(11)
C14A C8A C7A 2_676 . 117.9(11)
C8A C9A C14A . . 120.8(9)
C8A C9A C10A . . 121.2(8)
C14A C9A C10A . . 118.0(8)
C11A C10A C9A . . 121.1(8)
C10A C11A C12A . . 120.5(10)
C13A C12A C11A . . 120.1(9)
C12A C13A C14A . . 121.4(9)
C8A C14A C9A 2_676 . 119.7(9)
C8A C14A C13A 2_676 . 121.3(9)
C9A C14A C13A . . 119.0(8)
F1A C15A C17A . 2_666 118.2(10)
F1A C15A C16A . . 119.8(9)
C17A C15A C16A 2_666 . 121.9(12)
C17A C16A C15A . . 116.5(13)
C17A C16A I1 . . 121.9(11)
C15A C16A I1 . . 121.2(11)
F2A C17A C15A . 2_666 119.0(10)
F2A C17A C16A . . 119.6(10)
C15A C17A C16A 2_666 . 121.4(12)
C1A N1A C5A . . 117.5(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 N1 . 1.32(2)
C1 C2 . 1.379(12)
C2 C3 . 1.415(16)
C3 C4 . 1.379(15)
C3 C6 . 1.486(11)
C4 C5 . 1.393(12)
C5 N1 . 1.36(2)
C6 C7 . 1.130(12)
C7 C8 . 1.504(11)
C8 C9 . 1.404(17)
C8 C14 2_676 1.44(2)
C9 C14 . 1.428(11)
C9 C10 . 1.448(11)
C10 C11 . 1.366(12)
C11 C12 . 1.417(12)
C12 C13 . 1.358(12)
C13 C14 . 1.434(12)
C14 C8 2_676 1.44(2)
C15 C17 2_666 1.359(14)
C15 F1 . 1.369(12)
C15 C16 . 1.41(2)
C16 C17 . 1.38(2)
C16 I1 . 2.107(17)
C17 F2 . 1.340(12)
C17 C15 2_666 1.359(14)
C1A N1A . 1.33(2)
C1A C2A . 1.369(13)
C2A C3A . 1.410(15)
C3A C4A . 1.411(15)
C3A C6A . 1.476(11)
C4A C5A . 1.399(12)
C5A N1A . 1.35(2)
C6A C7A . 1.115(12)
C7A C8A . 1.507(11)
C8A C9A . 1.406(15)
C8A C14A 2_676 1.412(18)
C9A C14A . 1.426(11)
C9A C10A . 1.443(11)
C10A C11A . 1.370(12)
C11A C12A . 1.419(12)
C12A C13A . 1.365(12)
C13A C14A . 1.430(11)
C14A C8A 2_676 1.412(18)
C15A F1A . 1.360(11)
C15A C17A 2_666 1.378(13)
C15A C16A . 1.414(18)
C16A C17A . 1.384(18)
C16A I1 . 2.106(18)
C17A F2A . 1.348(12)
C17A C15A 2_666 1.378(13)
