#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:22:21 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292951 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/88/7248868.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_7248868
loop_
_publ_author_name
'Ohishi, Yuki'
'Sambe, Kohei'
'Dekura, Shun'
'Akutagawa, Tomoyuki'
'Masuya-Suzuki, Atsuko'
'Tsunashima, Ryo'
_publ_section_title
;
 Effect of halide solid solution on the structure, phase transition
 behaviour and dielectric properties of dabcoH+ chains
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              3468
_journal_page_last               3474
_journal_paper_doi               10.1039/D4CE00310A
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C6 H13 N2, 0.27(Br), 0.73(I)'
_chemical_formula_sum            'C6 H13 Br0.27 I0.73 N2'
_chemical_formula_weight         227.40
_chemical_name_systematic        dabcoHBr0.27I0.73
_space_group_crystal_system      hexagonal
_space_group_IT_number           187
_space_group_name_Hall           'P -6 2'
_space_group_name_H-M_alt        'P -6 m 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-31
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-03-15 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            1
_cell_length_a                   6.9445(9)
_cell_length_b                   6.9445(9)
_cell_length_c                   5.3334(5)
_cell_measurement_reflns_used    868
_cell_measurement_temperature    298
_cell_measurement_theta_max      36.6490
_cell_measurement_theta_min      3.3810
_cell_volume                     222.75(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  26.00   0.25    0.80    --  -32.68  12.00 176.00  244
  2  ω     15.00  78.00   0.25    0.80    --   33.31-117.00-119.00  252
  3  ω     70.00 112.00   0.25    0.80    --   33.31 178.00 -90.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0832801000
_diffrn_orient_matrix_UB_12      -0.1138103000
_diffrn_orient_matrix_UB_13      -0.0036840000
_diffrn_orient_matrix_UB_21      -0.0831081000
_diffrn_orient_matrix_UB_22      0.0298443000
_diffrn_orient_matrix_UB_23      0.0168435000
_diffrn_orient_matrix_UB_31      -0.0082315000
_diffrn_orient_matrix_UB_32      0.0068942000
_diffrn_orient_matrix_UB_33      -0.1318982000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0135
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            809
_diffrn_reflns_point_group_measured_fraction_full 0.840
_diffrn_reflns_point_group_measured_fraction_max 0.848
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.275
_diffrn_reflns_theta_min         3.387
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.798
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.498
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_description       needle
_exptl_crystal_F_000             111
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.875
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
;
 Flack x determined using 73 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     11
_refine_ls_number_reflns         218
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0263
_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+0.1096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0667
_reflns_Friedel_coverage         0.514
_reflns_Friedel_fraction_full    0.631
_reflns_Friedel_fraction_max     0.655
_reflns_number_gt                218
_reflns_number_total             218
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00310a2.cif
_cod_data_source_block           yo_end_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7248867--7248875.cif.'
_cod_original_cell_volume        222.75(6)
_cod_database_code               7248868
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C6H13N2Br0.27I0.73
_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_max   0.833
_shelx_estimated_absorpt_t_min   0.416
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2. Shared sites
{Br1, I1}
3. Uiso/Uaniso restraints and constraints
Uiso(Br1) = Uiso(I1)
4. Others
 Fixed Sof: H1(0.083333) H1A(0.5) H1B(0.5) Br1(0.0225) I1(0.06083)
5.a Ternary CH refined with riding coordinates:
 N1(H1)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_shelx_res_file
;
TITL yo_end_a.res in P-6m2
    yo_end.res
    created by SHELXL-2018/3 at 17:55:19 on 31-Jul-2023
REM Old TITL YO_end in P-6m2
REM SHELXT solution in P-6m2: R1 0.042, Rweak 0.414, Alpha 0.002
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Flack x = -0.171 ( 0.048 ) from 59 Parsons' quotients
REM Formula found by SHELXT: C8 N2 I
CELL 0.71073 6.9445 6.9445 5.3334 90 90 120
ZERR 1 0.0009 0.0009 0.0005 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,-Z
SYMM -Y,+X-Y,-Z
SYMM +Y-X,-X,-Z
SYMM -Y,-X,+Z
SYMM +Y-X,+Y,+Z
SYMM +X,+X-Y,+Z
SYMM -Y,-X,-Z
SYMM +Y-X,+Y,-Z
SYMM +X,+X-Y,-Z
SFAC C H Br I N
UNIT 6 13 0.27 0.73 2
EADP Br1 I1
EXYZ Br1 I1

L.S. 4
PLAN  5
SIZE 0.05 0.07 0.28
TEMP 27
CONF
BOND
list 4
fmap 2
ACTA
MORE -1
BOND $H
REM <olex2.extras>
REM <HklSrc "%.\\YO_end.hkl">
REM </olex2.extras>

WGHT    0.043500    0.109600
FVAR       2.04858
N1    5    0.666667    0.333333    0.764076    10.16667    0.06209    0.06209 =
         0.02761    0.00000    0.00000    0.03104
AFIX  13
H1    2    0.666667    0.333333    0.580328    10.08333   -1.20000
AFIX   0
C1    1    0.782113    0.564226    0.854727    10.50000    0.06900    0.05439 =
         0.04244    0.00508    0.00254    0.02719
AFIX  23
H1A   2    0.707427    0.641248    0.793000    10.50000   -1.20000
H1B   2    0.933821    0.641248    0.793001    10.50000   -1.20000
AFIX   0

PART 3
BR1   3    0.333333    0.666667    0.500000    10.02250    0.05115
PART 4
I1    4    0.333333    0.666667    0.500000    10.06083    0.05115
HKLF 4




REM  yo_end_a.res in P-6m2
REM wR2 = 0.0667, GooF = S = 1.081, Restrained GooF = 1.081 for all data
REM R1 = 0.0263 for 218 Fo > 4sig(Fo) and 0.0263 for all 218 data
REM 11 parameters refined using 0 restraints

END

WGHT      0.0435      0.1106

REM Highest difference peak  0.725,  deepest hole -0.875,  1-sigma level  0.070
Q1    1   0.3811  0.7623  0.3392  10.50000  0.05    0.19
Q2    1   0.2884  0.5769  0.3396  10.50000  0.05    0.19
Q3    1   0.7216  0.4432  0.8128  10.50000  0.05    0.18
Q4    1   0.8335  0.6669  0.8450  10.50000  0.05    0.17
Q5    1   0.4506  0.9011  0.5000  10.25000  0.05    0.16
;
_shelx_res_checksum              80722
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.994
_oxdiff_exptl_absorpt_empirical_full_min 0.511
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x, y, -z'
'-y, x-y, -z'
'-x+y, -x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-y, -x, -z'
'-x+y, y, -z'
'x, 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
N1 N 0.666667 0.333333 0.7641(15) 0.051(2) Uani 1 6 d S T P . .
H1 H 0.666667 0.333333 0.580328 0.061 Uiso 0.5 6 calc R U P . .
C1 C 0.7821(7) 0.5642(14) 0.8547(9) 0.0569(18) Uani 1 2 d S T P . .
H1A H 0.707427 0.641248 0.793000 0.068 Uiso 0.5 1 calc R U P . .
H1B H 0.933821 0.641248 0.793001 0.068 Uiso 0.5 1 calc R U P . .
Br1 Br 0.333333 0.666667 0.500000 0.0512(3) Uiso 0.27 12 d S . P A 3
I1 I 0.333333 0.666667 0.500000 0.0512(3) Uiso 0.73 12 d S . P B 4
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
N1 0.062(4) 0.062(4) 0.028(3) 0.000 0.000 0.0310(19)
C1 0.069(4) 0.054(4) 0.042(3) 0.005(3) 0.0025(13) 0.0272(18)
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'
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
10 -4 0 0.0868
0 8 3 0.0367
-1 -7 -3 0.0095
1 -1 -7 0.0965
9 -7 1 0.0458
-9 7 -2 0.0059
0 0 1 0.1337
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
C1 N1 H1 109.2 3_665 . ?
C1 N1 H1 109.2 . . ?
C1 N1 H1 109.2 2_655 . ?
C1 N1 C1 109.7(4) 3_665 . ?
C1 N1 C1 109.7(4) . 2_655 ?
C1 N1 C1 109.7(4) 3_665 2_655 ?
N1 C1 C1 109.2(4) . 4_557 ?
N1 C1 H1A 109.8 . . ?
N1 C1 H1B 109.8 . . ?
C1 C1 H1A 109.8 4_557 . ?
C1 C1 H1B 109.8 4_557 . ?
H1A C1 H1B 108.3 . . ?
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
N1 H1 0.9800 . ?
N1 C1 1.470(8) 2_655 ?
N1 C1 1.470(8) 3_665 ?
N1 C1 1.470(9) . ?
C1 C1 1.550(10) 4_557 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C1 C1 -60.3(5) 3_665 . . 4_557 ?
C1 N1 C1 C1 60.3(5) 2_655 . . 4_557 ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
9.7754 -4.4886 -0.0080 -0.3032 -0.9465 -0.1104
0.2832 7.6840 2.8916 -0.9088 0.2545 -0.3308
-0.8684 -7.3678 -2.8736 0.9214 -0.1961 0.3354
1.3419 -0.7856 -7.4448 0.0051 -0.2604 0.9655
9.3878 -6.9701 0.6634 0.0090 -0.9770 -0.2128
-9.2218 6.8713 -1.5280 -0.0084 0.9457 0.3248
0.0000 -0.0000 1.0000 -0.0037 0.0168 -0.1319
