#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:22:21 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292951 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/88/7248869.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_7248869
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, 0.36(I), 0.64(Br)'
_chemical_formula_sum            'C6 H13 Br0.64 I0.36 N2'
_chemical_formula_weight         210.01
_chemical_name_systematic        dabcoHBr0.64I0.36
_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             2023-08-01
_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                   6.8337(5)
_cell_length_b                   6.8337(5)
_cell_length_c                   5.3349(3)
_cell_measurement_reflns_used    1051
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.4670
_cell_measurement_theta_min      3.4390
_cell_volume                     215.76(3)
_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 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -85.00 -60.00   0.25    2.16    --  -12.77 157.00 126.00  100
  2  ω    -39.00 -13.00   0.25    2.16    --  -12.77 119.00 -28.00  104
  3  ω     17.00  42.00   0.25    2.16    --   13.32-119.00-113.00  100
  4  ω     61.00  88.00   0.25    2.16    --   13.32-157.00  91.00  108
  5  ω    -88.00  12.00   0.25    2.16    --  -12.77 -57.00-180.00  400
  6  ω    -16.00  58.00   0.25    2.16    --   13.32 -99.00  90.00  296
  7  ω     12.00  40.00   0.25    2.16    --   13.32 -57.00 150.00  112
  8  ω    -62.00 -25.00   0.25    2.16    --   13.32 -57.00 150.00  148
;
_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      0.0897109000
_diffrn_orient_matrix_UB_12      0.1133015000
_diffrn_orient_matrix_UB_13      -0.0074417000
_diffrn_orient_matrix_UB_21      -0.0791490000
_diffrn_orient_matrix_UB_22      0.0368169000
_diffrn_orient_matrix_UB_23      -0.0203079000
_diffrn_orient_matrix_UB_31      -0.0068665000
_diffrn_orient_matrix_UB_32      0.0122971000
_diffrn_orient_matrix_UB_33      0.1312417000
_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  0.0353
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1547
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.274
_diffrn_reflns_theta_min         3.442
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.310
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.616
_exptl_crystal_description       needle
_exptl_crystal_F_000             104
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.805
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.151
_refine_ls_abs_structure_details
;
 Flack x determined using 94 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     12
_refine_ls_number_reflns         240
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0525
_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)+(0.1013P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1275
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                237
_reflns_number_total             240
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00310a2.cif
_cod_data_source_block           yo_end_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7248867--7248875.cif.'
_cod_database_code               7248869
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C6H13N2Br0.65I0.35
_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   0.724
_shelx_estimated_absorpt_t_min   0.400
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1(10)
 0(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
3. Shared sites
{I1, Br1}
4. Uiso/Uaniso restraints and constraints
Uiso(I1) = Uiso(Br1)
5. Others
 Fixed Sof: H1(0.083333) H1A(0.5) H1B(0.5) I1(0.03) Br1(0.05333)
6.a Ternary CH refined with riding coordinates:
 N1(H1)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_shelx_res_file
;
TITL yo_end_c.res in P-6m2
    yo_end.res
    created by SHELXL-2018/3 at 12:52:17 on 01-Aug-2023
REM Old TITL YO_end in P-6m2
REM SHELXT solution in P-6m2: R1 0.083, Rweak 0.410, Alpha 0.018
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Flack x = -0.262 ( 0.054 ) from 90 Parsons' quotients
REM Formula found by SHELXT: C10 I
CELL 0.71073 6.8337 6.8337 5.3349 90 90 120
ZERR 1 0.0005 0.0005 0.0003 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 0.64 0.36 2
EADP I1 Br1
EXYZ I1 Br1

L.S. 10
PLAN  5
SIZE 0.08 0.1 0.26
TEMP 24.85
CONF
BOND
LIST 6
fmap 2
ACTA
MORE -1
BOND $H
TWIN -1 0 0 1 1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\YO_end.hkl">
REM </olex2.extras>

WGHT    0.101300
BASF   0.11460
FVAR       2.17865
N1    5    0.666667    0.333333    0.762186    10.16667    0.06016    0.06016 =
         0.03161    0.00000    0.00000    0.03008
AFIX  13
H1    2    0.666667    0.333334    0.578490    10.08333   -1.20000
AFIX   0
C1    1    0.784011    0.568022    0.854982    10.50000    0.06964    0.05455 =
         0.04542    0.00605    0.00302    0.02727
AFIX  23
H1A   2    0.708282    0.646549    0.793550    10.50000   -1.20000
H1B   2    0.938266    0.646549    0.793550    10.50000   -1.20000
AFIX   0

PART 3
I1    4    0.333333    0.666667    0.500000    10.03000    0.05198

PART 4
BR1   3    0.333333    0.666667    0.500000    10.05333    0.05198
HKLF 4




REM  yo_end_c.res in P-6m2
REM wR2 = 0.1275, GooF = S = 1.077, Restrained GooF = 1.077 for all data
REM R1 = 0.0525 for 237 Fo > 4sig(Fo) and 0.0533 for all 240 data
REM 12 parameters refined using 0 restraints

END

WGHT      0.1010      0.0000

REM Highest difference peak  1.805,  deepest hole -1.055,  1-sigma level  0.151
Q1    1   0.3868  0.7735  0.5000  10.25000  0.05    1.80
Q2    1   0.2818  0.5635  0.5000  10.25000  0.05    1.77
Q3    1   0.7193  0.4387  0.8112  10.50000  0.05    0.32
Q4    1   0.4809  0.9618  0.5000  10.25000  0.05    0.25
Q5    1   0.8299  0.6597  0.8520  10.50000  0.05    0.23
;
_shelx_res_checksum              15658
_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 1.795
_oxdiff_exptl_absorpt_empirical_full_min 0.730
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 0.762(3) 0.051(4) Uani 1 6 d S T P . .
H1 H 0.666667 0.333334 0.578490 0.061 Uiso 0.5 6 calc R U P . .
C1 C 0.7840(12) 0.568(2) 0.8550(17) 0.058(3) Uani 1 2 d S T P . .
H1A H 0.708282 0.646549 0.793550 0.070 Uiso 0.5 1 calc R U P . .
H1B H 0.938266 0.646549 0.793550 0.070 Uiso 0.5 1 calc R U P . .
I1 I 0.333333 0.666667 0.500000 0.0520(7) Uiso 0.36 12 d S . P A 3
Br1 Br 0.333333 0.666667 0.500000 0.0520(7) Uiso 0.64 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 0.060(6) 0.060(6) 0.032(6) 0.000 0.000 0.030(3)
C1 0.070(6) 0.055(5) 0.045(5) 0.006(5) 0.003(2) 0.027(3)
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_
_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 109.6 3_665 . ?
C1 N1 H1 109.6 . . ?
C1 N1 H1 109.6 2_655 . ?
C1 N1 C1 109.3(7) 3_665 . ?
C1 N1 C1 109.3(7) . 2_655 ?
C1 N1 C1 109.3(7) 3_665 2_655 ?
N1 C1 C1 109.6(7) . 4_557 ?
N1 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
C1 C1 H1A 109.7 4_557 . ?
C1 C1 H1B 109.7 4_557 . ?
H1A C1 H1B 108.2 . . ?
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 1.475(14) 2_655 ?
N1 C1 1.475(14) 3_665 ?
N1 C1 1.475(14) . ?
C1 C1 1.547(18) 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 -59.8(8) 3_665 . . 4_557 ?
C1 N1 C1 C1 59.8(8) 2_655 . . 4_557 ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1(10)
2 0(10)
