#------------------------------------------------------------------------------
#$Date: 2019-11-24 03:31:32 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236507 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/67/7236776.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_7236776
loop_
_publ_author_name
'Chen, Ya-Wen'
'Lin, Yen-Chun'
'Kuo, Hsiu-Ming'
'Lai, Chung K.'
_publ_section_title
;
 Fluorescent columnar bis(boron difluoride) complexes derived from
 tetraketonates
;
_journal_issue                   22
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5465
_journal_paper_doi               10.1039/C7TC01425B
_journal_volume                  5
_journal_year                    2017
_chemical_formula_sum            'C46 H68 B2 F4 O6'
_chemical_formula_weight         814.62
_chemical_melting_point          508
_chemical_name_systematic
'bis(borondifluoride) complex of (2Z,4Z)- 3,4-dihydroxy-1,6-bis(4-(tetradecyloxy)phenyl)hexa-2,4-diene-1,6-dione'
_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
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-03-31 deposited with the CCDC.
2017-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                94.3001(6)
_cell_angle_beta                 98.6972(6)
_cell_angle_gamma                102.6741(6)
_cell_formula_units_Z            1
_cell_length_a                   7.1844(2)
_cell_length_b                   8.0944(2)
_cell_length_c                   20.2275(4)
_cell_measurement_reflns_used    9467
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      70.11
_cell_measurement_theta_min      2.22
_cell_volume                     1127.28(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            6896
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.991
_diffrn_reflns_theta_min         2.224
_exptl_absorpt_coefficient_mu    0.717
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.6078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_description       rod
_exptl_crystal_F_000             438
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0081(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4266
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0388
_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)+(0.0694P)²+0.1409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1184
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3778
_reflns_number_total             4266
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7tc01425b2.cif
_cod_data_source_block           ic18186
_cod_database_code               7236776
_shelx_shelxl_version_number     2014/7
_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. 
;
_shelx_estimated_absorpt_t_min   0.746
_shelx_estimated_absorpt_t_max   0.929
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
B1 B 0.09077(15) 0.77305(15) 0.46312(6) 0.0312(3) Uani 1 1 d . .
F1 F -0.05175(10) 0.81326(9) 0.41962(4) 0.0487(2) Uani 1 1 d . .
F2 F 0.02309(12) 0.71209(9) 0.51765(4) 0.0546(2) Uani 1 1 d . .
O1 O 0.24868(10) 0.92600(9) 0.48463(5) 0.0422(2) Uani 1 1 d . .
O2 O 0.16173(10) 0.63584(9) 0.42727(4) 0.0375(2) Uani 1 1 d . .
O3 O 0.48098(11) 0.03247(9) 0.31646(4) 0.0391(2) Uani 1 1 d . .
C1 C 0.42882(13) 0.91984(12) 0.48528(5) 0.0275(2) Uani 1 1 d . .
C2 C 0.48548(13) 0.78124(12) 0.46070(5) 0.0292(2) Uani 1 1 d . .
H2 H 0.6191 0.7825 0.4640 0.035 Uiso 1 1 calc R U
C3 C 0.34277(14) 0.63572(12) 0.43032(5) 0.0276(2) Uani 1 1 d . .
C4 C 0.38554(14) 0.48253(12) 0.40046(5) 0.0281(2) Uani 1 1 d . .
C5 C 0.57526(14) 0.47028(13) 0.39731(5) 0.0323(2) Uani 1 1 d . .
H5 H 0.6797 0.5650 0.4147 0.039 Uiso 1 1 calc R U
C6 C 0.61359(14) 0.32302(13) 0.36933(5) 0.0333(2) Uani 1 1 d . .
H6 H 0.7432 0.3172 0.3672 0.040 Uiso 1 1 calc R U
C7 C 0.46130(15) 0.18310(13) 0.34431(5) 0.0307(2) Uani 1 1 d . .
C8 C 0.27119(15) 0.19311(14) 0.34780(6) 0.0384(3) Uani 1 1 d . .
H8 H 0.1672 0.0973 0.3313 0.046 Uiso 1 1 calc R U
C9 C 0.23400(15) 0.34036(14) 0.37496(6) 0.0356(2) Uani 1 1 d . .
H9 H 0.1041 0.3462 0.3765 0.043 Uiso 1 1 calc R U
C10 C 0.67225(16) 0.01371(13) 0.30943(6) 0.0355(2) Uani 1 1 d . .
H10A H 0.7565 0.0321 0.3541 0.043 Uiso 1 1 calc R U
H10B H 0.7309 0.0983 0.2811 0.043 Uiso 1 1 calc R U
C11 C 0.65202(16) -0.16487(13) 0.27683(6) 0.0362(3) Uani 1 1 d . .
H11A H 0.5561 -0.1860 0.2347 0.043 Uiso 1 1 calc R U
H11B H 0.6037 -0.2480 0.3074 0.043 Uiso 1 1 calc R U
C12 C 0.84526(16) -0.19066(13) 0.26114(6) 0.0363(3) Uani 1 1 d . .
H12A H 0.8855 -0.1156 0.2269 0.044 Uiso 1 1 calc R U
H12B H 0.9442 -0.1552 0.3024 0.044 Uiso 1 1 calc R U
C13 C 0.84071(16) -0.37338(14) 0.23550(6) 0.0383(3) Uani 1 1 d . .
H13A H 0.7945 -0.4497 0.2686 0.046 Uiso 1 1 calc R U
H13B H 0.7474 -0.4072 0.1928 0.046 Uiso 1 1 calc R U
C14 C 1.03794(17) -0.39666(14) 0.22375(6) 0.0405(3) Uani 1 1 d . .
H14A H 1.0845 -0.3189 0.1911 0.049 Uiso 1 1 calc R U
H14B H 1.1306 -0.3635 0.2666 0.049 Uiso 1 1 calc R U
C15 C 1.03701(17) -0.57778(15) 0.19735(6) 0.0414(3) Uani 1 1 d . .
H15A H 0.9920 -0.6554 0.2302 0.050 Uiso 1 1 calc R U
H15B H 0.9433 -0.6114 0.1547 0.050 Uiso 1 1 calc R U
C16 C 1.23387(17) -0.60010(15) 0.18488(6) 0.0426(3) Uani 1 1 d . .
H16A H 1.3267 -0.5700 0.2278 0.051 Uiso 1 1 calc R U
H16B H 1.2807 -0.5200 0.1531 0.051 Uiso 1 1 calc R U
C17 C 1.23079(18) -0.78050(16) 0.15645(6) 0.0437(3) Uani 1 1 d . .
H17A H 1.1864 -0.8603 0.1887 0.052 Uiso 1 1 calc R U
H17B H 1.1358 -0.8114 0.1140 0.052 Uiso 1 1 calc R U
C18 C 1.42636(18) -0.80273(16) 0.14255(6) 0.0441(3) Uani 1 1 d . .
H18A H 1.5206 -0.7742 0.1852 0.053 Uiso 1 1 calc R U
H18B H 1.4720 -0.7211 0.1111 0.053 Uiso 1 1 calc R U
C19 C 1.42300(18) -0.98186(16) 0.11272(6) 0.0446(3) Uani 1 1 d . .
H19A H 1.3789 -1.0635 0.1444 0.054 Uiso 1 1 calc R U
H19B H 1.3279 -1.0110 0.0703 0.054 Uiso 1 1 calc R U
C20 C 1.61875(18) -1.00220(16) 0.09835(6) 0.0454(3) Uani 1 1 d . .
H20A H 1.6616 -0.9215 0.0662 0.054 Uiso 1 1 calc R U
H20B H 1.7140 -0.9707 0.1407 0.054 Uiso 1 1 calc R U
C21 C 1.6196(2) -1.18078(17) 0.06964(6) 0.0496(3) Uani 1 1 d . .
H21A H 1.5762 -1.2618 0.1016 0.060 Uiso 1 1 calc R U
H21B H 1.5254 -1.2122 0.0271 0.060 Uiso 1 1 calc R U
C22 C 1.8164(2) -1.1988(2) 0.05610(7) 0.0629(4) Uani 1 1 d . .
H22A H 1.8591 -1.1183 0.0239 0.075 Uiso 1 1 calc R U
H22B H 1.9107 -1.1662 0.0986 0.075 Uiso 1 1 calc R U
C23 C 1.8190(3) -1.3767(3) 0.02802(9) 0.0899(7) Uani 1 1 d . .
H23A H 1.7807 -1.4570 0.0602 0.135 Uiso 1 1 calc R U
H23B H 1.9499 -1.3791 0.0203 0.135 Uiso 1 1 calc R U
H23C H 1.7282 -1.4093 -0.0146 0.135 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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_3
F2 B1 F1 111.11(9) .
F2 B1 O1 109.69(9) .
F1 B1 O1 109.14(9) .
F2 B1 O2 108.21(9) .
F1 B1 O2 108.02(8) .
O1 B1 O2 110.66(8) .
C1 O1 B1 120.94(8) .
C3 O2 B1 123.75(8) .
C7 O3 C10 118.64(8) .
O1 C1 C2 124.12(9) .
O1 C1 C1 114.15(10) 2_676
C2 C1 C1 121.72(10) 2_676
C1 C2 C3 118.94(9) .
O2 C3 C2 119.53(9) .
O2 C3 C4 116.56(8) .
C2 C3 C4 123.90(9) .
C5 C4 C9 118.30(9) .
C5 C4 C3 121.96(9) .
C9 C4 C3 119.73(9) .
C6 C5 C4 121.23(9) .
C5 C6 C7 119.66(9) .
O3 C7 C6 124.99(9) .
O3 C7 C8 115.35(9) .
C6 C7 C8 119.66(9) .
C9 C8 C7 120.37(9) .
C8 C9 C4 120.77(9) .
O3 C10 C11 107.52(8) .
C10 C11 C12 111.13(9) .
C13 C12 C11 113.94(9) .
C14 C13 C12 112.63(9) .
C15 C14 C13 113.72(10) .
C16 C15 C14 113.56(10) .
C15 C16 C17 113.33(10) .
C18 C17 C16 113.57(10) .
C17 C18 C19 113.74(10) .
C20 C19 C18 113.31(11) .
C21 C20 C19 114.23(11) .
C22 C21 C20 113.45(12) .
C23 C22 C21 113.83(16) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 F2 1.3546(14) .
B1 F1 1.3584(13) .
B1 O1 1.4707(13) .
B1 O2 1.5029(12) .
O1 C1 1.3042(12) .
O2 C3 1.2930(12) .
O3 C7 1.3493(12) .
O3 C10 1.4419(12) .
C1 C2 1.3600(13) .
C1 C1 1.4840(19) 2_676
C2 C3 1.4097(14) .
C3 C4 1.4518(13) .
C4 C5 1.3987(14) .
C4 C9 1.4025(14) .
C5 C6 1.3809(14) .
C6 C7 1.3924(15) .
C7 C8 1.3978(14) .
C8 C9 1.3710(15) .
C10 C11 1.5104(14) .
C11 C12 1.5239(14) .
C12 C13 1.5219(14) .
C13 C14 1.5206(15) .
C14 C15 1.5204(15) .
C15 C16 1.5198(15) .
C16 C17 1.5230(15) .
C17 C18 1.5193(15) .
C18 C19 1.5219(16) .
C19 C20 1.5190(16) .
C20 C21 1.5185(16) .
C21 C22 1.5155(18) .
C22 C23 1.513(2) .
