#------------------------------------------------------------------------------
#$Date: 2021-11-01 23:55:03 +0100 (Mon 01 de Nov de 2021) $
#$Revision: 270185 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/91/7129178.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_7129178
loop_
_publ_author_name
'Cho, Jihee'
'Shin, Jinwoo'
'Kang, Minjung'
'Verwilst, Peter'
'Lim, Changhyun'
'Yoo, Hanbin'
'Kim, Jeung Gon'
'Zhang, Xingcai'
'Hong, Chang Seop'
'Kim, Jong Seung'
'Kim, Sanghee'
_publ_section_title
;
 Calix[n]triazolium based Turn-On Fluorescent Sensing Ensemble for
 Selective Adenosine Monophosphate (AMP) Detection
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC04950J
_journal_year                    2021
_chemical_formula_moiety         'C16 H24 N12, 4(B F4)'
_chemical_formula_sum            'C16 H24 B4 F16 N12'
_chemical_formula_weight         731.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-01-20 deposited with the CCDC.	2021-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.55(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.501(2)
_cell_length_b                   10.032(2)
_cell_length_c                   13.491(3)
_cell_measurement_reflns_used    15747
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.749
_cell_measurement_theta_min      0.401
_cell_volume                     1362.3(5)
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_collection       'PAL BL2D-SMDC Program (Shin et. al, 2016)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    WingX
_computing_publication_material  WingX
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.903
_diffrn_measured_fraction_theta_max 0.773
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.1026
_diffrn_reflns_av_unetI/netI     0.0680
_diffrn_reflns_Laue_measured_fraction_full 0.903
_diffrn_reflns_Laue_measured_fraction_max 0.773
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11442
_diffrn_reflns_point_group_measured_fraction_full 0.903
_diffrn_reflns_point_group_measured_fraction_max 0.773
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         33.512
_diffrn_reflns_theta_min         2.531
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.609
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4329
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0729
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1270P)²+0.7188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2099
_refine_ls_wR_factor_ref         0.2119
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4101
_reflns_number_total             4329
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04950j2.cif
_cod_data_source_block           Calix[4]triazolume_BF4
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7129178
_shelx_shelxl_version_number     2017/1
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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
F1 F 0.41339(11) 0.54702(10) 0.79204(8) 0.0231(2) Uani 1 1 d . . . . .
B1 B 0.46254(16) 0.47090(14) 0.72581(11) 0.0148(3) Uani 1 1 d . . . . .
N1 N 0.21965(12) 0.27891(11) 0.52169(9) 0.0128(2) Uani 1 1 d . . . . .
C1 C 0.31598(13) 0.26261(11) 0.47341(10) 0.0122(2) Uani 1 1 d . . . . .
F2 F 0.42514(10) 0.33782(8) 0.72700(7) 0.0194(2) Uani 1 1 d . . . . .
B2 B 0.91020(17) 1.01828(16) 0.67238(13) 0.0185(3) Uani 1 1 d . . . . .
N2 N 0.15180(12) 0.38996(11) 0.49411(9) 0.0141(2) Uani 1 1 d . . . . .
C2 C 0.30579(13) 0.37216(12) 0.41081(10) 0.0142(2) Uani 1 1 d . . . . .
H2 H 0.356934 0.391764 0.366621 0.017 Uiso 1 1 calc R U . . .
C3 C 0.18092(15) 0.18920(14) 0.59418(11) 0.0179(3) Uani 1 1 d . . . . .
H3A H 0.119555 0.123769 0.556078 0.027 Uiso 1 1 calc R U . . .
H3B H 0.139478 0.239881 0.636831 0.027 Uiso 1 1 calc R U . . .
H3C H 0.258409 0.145345 0.636997 0.027 Uiso 1 1 calc R U . . .
F3 F 0.41714(10) 0.51804(9) 0.62389(7) 0.0208(2) Uani 1 1 d . . . . .
N3 N 0.20574(11) 0.44551(10) 0.42696(9) 0.0131(2) Uani 1 1 d . . . . .
N4 N 0.28286(12) 0.73701(11) 0.53195(9) 0.0142(2) Uani 1 1 d . . . . .
F4 F 0.60278(9) 0.48004(9) 0.75631(7) 0.0175(2) Uani 1 1 d . . . . .
C4 C 0.16457(14) 0.58129(12) 0.38786(11) 0.0162(3) Uani 1 1 d . . . . .
H4A H 0.082262 0.605015 0.402576 0.019 Uiso 1 1 calc R U . . .
H4AB H 0.149682 0.584098 0.313554 0.019 Uiso 1 1 calc R U . . .
F5 F 0.87495(14) 0.94621(18) 0.74754(13) 0.0504(5) Uani 1 1 d . . . . .
N5 N 0.39215(12) 0.80748(11) 0.56446(9) 0.0145(2) Uani 1 1 d . . . . .
C5 C 0.27115(13) 0.67779(12) 0.43924(10) 0.0127(2) Uani 1 1 d . . . . .
F6 F 0.80706(11) 1.01964(10) 0.58100(8) 0.0253(2) Uani 1 1 d . . . . .
N6 N 0.45160(12) 0.79378(10) 0.49095(9) 0.0127(2) Uani 1 1 d . . . . .
C6 C 0.38111(14) 0.71736(12) 0.41170(10) 0.0139(2) Uani 1 1 d . . . . .
H6 H 0.402721 0.696204 0.351345 0.017 Uiso 1 1 calc R U . . .
F7 F 0.93865(14) 1.14949(14) 0.70555(12) 0.0428(4) Uani 1 1 d . . . . .
C7 C 0.19239(16) 0.73027(17) 0.59725(13) 0.0226(3) Uani 1 1 d . . . . .
H7A H 0.107428 0.766126 0.560112 0.034 Uiso 1 1 calc R U . . .
H7B H 0.228590 0.781194 0.659129 0.034 Uiso 1 1 calc R U . . .
H7C H 0.182051 0.639103 0.615146 0.034 Uiso 1 1 calc R U . . .
C8 C 0.58571(13) 0.84926(12) 0.50751(11) 0.0147(2) Uani 1 1 d . . . . .
H8A H 0.606437 0.909046 0.566458 0.018 Uiso 1 1 calc R U . . .
H8AB H 0.589919 0.899532 0.447112 0.018 Uiso 1 1 calc R U . . .
F8 F 1.02252(11) 0.96170(11) 0.65303(9) 0.0278(3) Uani 1 1 d . . . . .
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'
B B 0.0014 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0174 0.0103 '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
F1 B1 F2 111.32(11) . . ?
F1 B1 F3 111.23(12) . . ?
F2 B1 F3 108.43(12) . . ?
F1 B1 F4 109.01(12) . . ?
F2 B1 F4 109.41(12) . . ?
F3 B1 F4 107.35(11) . . ?
N2 N1 C1 112.48(10) . . ?
N2 N1 C3 118.43(11) . . ?
C1 N1 C3 129.04(11) . . ?
N1 C1 C2 105.09(11) . . ?
N1 C1 C8 125.35(11) . 3_666 ?
C2 C1 C8 129.47(11) . 3_666 ?
F5 B2 F6 110.66(14) . . ?
F5 B2 F7 109.67(16) . . ?
F6 B2 F7 108.47(13) . . ?
F5 B2 F8 109.98(13) . . ?
F6 B2 F8 108.89(13) . . ?
F7 B2 F8 109.14(14) . . ?
N1 N2 N3 104.33(10) . . ?
N3 C2 C1 105.37(10) . . ?
N2 N3 C2 112.72(10) . . ?
N2 N3 C4 119.60(11) . . ?
C2 N3 C4 127.28(11) . . ?
N5 N4 C5 112.61(11) . . ?
N5 N4 C7 118.53(12) . . ?
C5 N4 C7 128.86(12) . . ?
N3 C4 C5 109.10(11) . . ?
N4 N5 N6 104.38(11) . . ?
N4 C5 C6 105.13(11) . . ?
N4 C5 C4 124.78(11) . . ?
C6 C5 C4 129.87(12) . . ?
N5 N6 C6 112.54(11) . . ?
N5 N6 C8 118.91(11) . . ?
C6 N6 C8 128.27(11) . . ?
N6 C6 C5 105.31(11) . . ?
N6 C8 C1 109.03(10) . 3_666 ?
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
F1 B1 1.3823(16) . ?
B1 F2 1.3931(16) . ?
B1 F3 1.4029(18) . ?
B1 F4 1.4146(19) . ?
N1 N2 1.3177(15) . ?
N1 C1 1.3601(15) . ?
N1 C3 1.4690(16) . ?
C1 C2 1.3716(17) . ?
C1 C8 1.4967(18) 3_666 ?
B2 F5 1.3792(18) . ?
B2 F6 1.390(2) . ?
B2 F7 1.395(2) . ?
B2 F8 1.3989(18) . ?
N2 N3 1.3208(14) . ?
C2 N3 1.3502(16) . ?
N3 C4 1.4800(17) . ?
N4 N5 1.3124(17) . ?
N4 C5 1.3584(16) . ?
N4 C7 1.4697(18) . ?
C4 C5 1.4927(19) . ?
N5 N6 1.3209(14) . ?
C5 C6 1.3687(18) . ?
N6 C6 1.3520(18) . ?
N6 C8 1.4709(17) . ?
