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#$Date: 2025-06-11 01:14:39 +0300 (Wed, 11 Jun 2025) $
#$Revision: 300038 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/48/1574858.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_1574858
loop_
_publ_author_name
'Santos, Carina'
'Bastien, Guillaume'
'Lončarić, Doroteja'
'Dracinsky, Martin'
'Cisarova, Ivana'
'Masson, Eric'
'Kaleta, Jiří'
_publ_section_title
;
 Surface Inclusion and Dynamics of Cucurbit[7]uril-Based Supramolecular
 Complexes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC03152D
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_compound_source        'crystallized by the authors'
_chemical_formula_moiety         'C11 H8 Br N'
_chemical_formula_sum            'C11 H8 Br N'
_chemical_formula_weight         234.09
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-01-12 deposited with the CCDC.	2025-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.1318(6)
_cell_length_b                   8.8789(3)
_cell_length_c                   12.0049(4)
_cell_measurement_reflns_used    6397
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.9969
_cell_measurement_theta_min      3.0915
_cell_volume                     1826.08(11)
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
<Phi   scan: start= 360.0; len= 179.9; end= 539.9 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   0.000 deg omega=   0.000 deg chi=  54.740 deg]
measure for 2.0 seconds; frame angle 0.70 degrees>
<Omega scan: start= 274.8; len=  95.2; end= 370.0 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   5.038 deg phi= 313.257 deg chi=  23.000 deg]
measure for 16.0 seconds; frame angle 0.70 degrees>
<Phi   scan: start=  78.0; len= 140.0; end= 218.0 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   5.011 deg omega= 274.234 deg chi=  24.000 deg]
measure for 16.0 seconds; frame angle 0.70 degrees>
<Omega scan: start=  10.3; len=  95.2; end= 105.5 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   5.038 deg phi= 228.762 deg chi= -23.000 deg]
measure for 16.0 seconds; frame angle 0.70 degrees>
;
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5773
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_reduction_process narrow-frame
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_min         3.091
_diffrn_source                   'I\mS  micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.447
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.458
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_description       irregular
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 587 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         1336
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0145
_refine_ls_R_factor_gt           0.0134
_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)+(0.0123P)²+2.1488P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0338
_refine_ls_wR_factor_ref         0.0341
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                1283
_reflns_number_total             1336
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc03152d3.cif
_cod_data_source_block           mo_dl1f2c_kaleta
_cod_database_code               1574858
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_min   0.458
_shelx_estimated_absorpt_t_max   0.746
_exptl_bruker_absorpt_correction_t_ratio 0.7558
_diffrn_measurement_bruker_total_exposure_time 8066.0
_shelx_res_file
;
TITL mo_dl1f2c_kaleta_0ma_b.res in Fdd2
    mo_dl1f2c_kaleta.res
    created by SHELXL-2019/3 at 15:05:36 on 12-Jan-2025
REM Old TITL mo_dl1f2c_kaleta_0ma in Fdd2
REM SHELXT solution in Fdd2
REM R1 0.062,  Rweak 0.002,  Alpha 0.030,  Orientation as input
REM Flack x =  0.294 ( 0.022 ) from Parsons' quotients
REM Formula found by SHELXT:  C10 Br N3
CELL  0.71073  17.1318   8.8789  12.0049   90.000   90.000   90.000
ZERR    8.000   0.0006   0.0003   0.0004    0.000    0.000    0.000
LATT -4
SYMM -X, -Y, Z
SYMM 1/4+X, 1/4-Y, 1/4+Z
SYMM 1/4-X, 1/4+Y, 1/4+Z
SFAC C H BR N
UNIT 88 64 8 8
TEMP -153.150
SIZE 0.07 0.128 0.208
L.S. 10
BOND $H
LIST 4
OMIT 13   7   7
ACTA
FMAP 2
PLAN -20

REM #####
WGHT    0.012300    2.148800
FVAR       0.38294
BR1   3    0.250000    0.250000    1.107710    10.50000    0.02075    0.02538 =
         0.01454    0.00000    0.00000    0.00332
N1    4    0.250000    0.250000    0.358631    10.50000    0.03695    0.01779 =
         0.01752    0.00000    0.00000   -0.00103
C2    1    0.312235    0.293984    0.417615    11.00000    0.02749    0.01878 =
         0.02113    0.00330    0.00517   -0.00266
AFIX  43
H2    2    0.357743    0.323068    0.377841    11.00000   -1.20000
AFIX   0
C3    1    0.314653    0.299894    0.533081    11.00000    0.01821    0.01854 =
         0.01933    0.00306   -0.00018   -0.00163
AFIX  43
H3    2    0.359535    0.337249    0.570454    11.00000   -1.20000
AFIX   0
C4    1    0.250000    0.250000    0.593258    10.50000    0.01468    0.01393 =
         0.01667    0.00000    0.00000    0.00023
C5    1    0.250000    0.250000    0.717135    10.50000    0.01301    0.01755 =
         0.01716    0.00000    0.00000    0.00016
C6    1    0.287466    0.364727    0.776815    11.00000    0.01770    0.01684 =
         0.01809    0.00139   -0.00073   -0.00147
AFIX  43
H6    2    0.313251    0.443237    0.737616    11.00000   -1.20000
AFIX   0
C7    1    0.287423    0.365236    0.892643    11.00000    0.01829    0.01822 =
         0.01791   -0.00236   -0.00213   -0.00107
AFIX  43
H7    2    0.312771    0.443721    0.932446    11.00000   -1.20000
AFIX   0
C8    1    0.250000    0.250000    0.949465    10.50000    0.01681    0.01888 =
         0.01607    0.00000    0.00000    0.00378

HKLF 4




REM  mo_dl1f2c_kaleta_0ma_b.res in Fdd2
REM wR2 = 0.0341, GooF = S = 1.101, Restrained GooF = 1.101 for all data
REM R1 = 0.0134 for 1283 Fo > 4sig(Fo) and 0.0145 for all 1336 data
REM 62 parameters refined using 1 restraints

END

WGHT      0.0123      2.1487

REM Highest difference peak  0.315,  deepest hole -0.151,  1-sigma level  0.044
Q1    1   0.2500  0.2500  1.2034  10.50000  0.05    0.31
Q2    1   0.2500  0.2500  1.0136  10.50000  0.05    0.30
Q3    1   0.2415  0.1912  0.9148  11.00000  0.05    0.26
Q4    1   0.1914  0.1936  0.4750  11.00000  0.05    0.23
Q5    1   0.2620  0.1938  1.2950  11.00000  0.05    0.20
Q6    1   0.2207  0.1326  0.8401  11.00000  0.05    0.19
Q7    1   0.2810  0.2592  0.5564  11.00000  0.05    0.19
Q8    1   0.2873  0.2456  0.6561  11.00000  0.05    0.16
Q9    1   0.3172  0.2297  0.7358  11.00000  0.05    0.16
Q10   1   0.2144  0.2187  0.7499  11.00000  0.05    0.15
Q11   1   0.2405  0.1741  0.7465  11.00000  0.05    0.13
Q12   1   0.3009  0.1485  0.3691  11.00000  0.05    0.13
Q13   1   0.2066  0.1914  1.0982  11.00000  0.05    0.12
Q14   1   0.2964  0.4975  0.7622  11.00000  0.05    0.11
Q15   1   0.2467  0.1427  1.1081  11.00000  0.05    0.11
Q16   1   0.2210  0.1775  0.3930  11.00000  0.05    0.11
Q17   1   0.1785  0.2445  1.2293  11.00000  0.05    0.11
Q18   1   0.2006  0.2503  0.8047  11.00000  0.05    0.11
Q19   1   0.3482  0.2848  0.5523  11.00000  0.05    0.11
Q20   1   0.3008  0.4976  0.9556  11.00000  0.05    0.10
;
_shelx_res_checksum              58248
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
Br1 Br 0.250000 0.250000 1.10771(2) 0.02022(7) Uani 1 2 d S T P . .
N1 N 0.250000 0.250000 0.3586(2) 0.0241(6) Uani 1 2 d S T P . .
C2 C 0.31224(13) 0.2940(2) 0.41761(17) 0.0225(4) Uani 1 1 d . . . . .
H2 H 0.357743 0.323068 0.377841 0.027 Uiso 1 1 calc R U . . .
C3 C 0.31465(11) 0.2999(2) 0.53308(17) 0.0187(3) Uani 1 1 d . . . . .
H3 H 0.359535 0.337249 0.570454 0.022 Uiso 1 1 calc R U . . .
C4 C 0.250000 0.250000 0.5933(4) 0.0151(8) Uani 1 2 d S T P . .
C5 C 0.250000 0.250000 0.7171(2) 0.0159(5) Uani 1 2 d S T P . .
C6 C 0.28747(11) 0.3647(2) 0.77682(16) 0.0175(3) Uani 1 1 d . . . . .
H6 H 0.313251 0.443237 0.737616 0.021 Uiso 1 1 calc R U . . .
C7 C 0.28742(11) 0.3652(2) 0.89264(16) 0.0181(3) Uani 1 1 d . . . . .
H7 H 0.312771 0.443721 0.932446 0.022 Uiso 1 1 calc R U . . .
C8 C 0.250000 0.250000 0.9495(2) 0.0173(5) Uani 1 2 d S T P . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.02075(11) 0.02538(12) 0.01454(10) 0.000 0.000 0.00332(15)
N1 0.0369(16) 0.0178(12) 0.0175(12) 0.000 0.000 -0.0010(8)
C2 0.0275(11) 0.0188(9) 0.0211(9) 0.0033(7) 0.0052(8) -0.0027(8)
C3 0.0182(9) 0.0185(8) 0.0193(8) 0.0031(7) -0.0002(7) -0.0016(7)
C4 0.0147(9) 0.0139(9) 0.017(3) 0.000 0.000 0.0002(12)
C5 0.0130(11) 0.0175(12) 0.0172(12) 0.000 0.000 0.0002(9)
C6 0.0177(9) 0.0168(8) 0.0181(8) 0.0014(7) -0.0007(7) -0.0015(7)
C7 0.0183(9) 0.0182(8) 0.0179(8) -0.0024(7) -0.0021(6) -0.0011(7)
C8 0.0168(12) 0.0189(12) 0.0161(11) 0.000 0.000 0.0038(9)
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'
Br Br -0.2901 2.4595 '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
C2 N1 C2 116.1(3) 14 . ?
N1 C2 C3 124.3(2) . . ?
N1 C2 H2 117.9 . . ?
C3 C2 H2 117.9 . . ?
C2 C3 C4 118.8(2) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C3 117.6(4) 14 . ?
C3 C4 C5 121.20(19) 14 . ?
C3 C4 C5 121.20(19) . . ?
C6 C5 C6 118.5(2) . 14 ?
C6 C5 C4 120.76(13) . . ?
C6 C5 C4 120.76(12) 14 . ?
C7 C6 C5 120.90(19) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 119.32(19) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C7 121.1(3) . 14 ?
C7 C8 Br1 119.46(13) . . ?
C7 C8 Br1 119.47(13) 14 . ?
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
Br1 C8 1.900(3) . ?
N1 C2 1.338(3) 14 ?
N1 C2 1.338(3) . ?
C2 C3 1.388(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.487(5) . ?
C5 C6 1.401(2) . ?
C5 C6 1.401(2) 14 ?
C6 C7 1.391(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(2) . ?
C7 H7 0.9500 . ?
