#------------------------------------------------------------------------------
#$Date: 2024-07-05 17:22:21 +0200 (Fri 05 de Jul de 2024) $
#$Revision: 292951 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/88/7248872.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_7248872
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         '0.03(Cl), 0.97(Br), C6 H13 N2'
_chemical_formula_sum            'C6 H13 Br0.97 Cl0.03 N2'
_chemical_formula_weight         191.76
_chemical_name_systematic        dabcoHCl0.03Br0.97
_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             2023-12-10
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_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                   6.6645(5)
_cell_length_b                   6.6645(5)
_cell_length_c                   5.3238(4)
_cell_measurement_reflns_used    914
_cell_measurement_temperature    298
_cell_measurement_theta_max      29.9500
_cell_measurement_theta_min      3.5140
_cell_volume                     204.78(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_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 0.902
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  95.00   0.25    0.06    --   13.59   1.00  16.00  360
  2  ω     52.00  78.00   0.25    0.06    --   13.59-136.00-163.00  104
  3  ω    -11.00  24.00   0.25    0.06    --  -12.66  19.00   0.00  140
  4  ω    -15.00  15.00   0.25    0.06    --  -12.66 -99.00-120.00  120
  5  ω    -14.00  32.00   0.25    0.06    --  -12.66 -99.00 -60.00  184
  6  ω    -73.00 -21.00   0.25    0.06    --  -12.66 134.00  82.00  208
;
_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      -0.0761673000
_diffrn_orient_matrix_UB_12      -0.1214633000
_diffrn_orient_matrix_UB_13      -0.0005204000
_diffrn_orient_matrix_UB_21      0.0964391000
_diffrn_orient_matrix_UB_22      -0.0179206000
_diffrn_orient_matrix_UB_23      0.0014933000
_diffrn_orient_matrix_UB_31      -0.0013631000
_diffrn_orient_matrix_UB_32      -0.0001411000
_diffrn_orient_matrix_UB_33      0.1332218000
_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  0.0367
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.902
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1438
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.109
_diffrn_reflns_theta_min         3.530
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.804
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.214
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
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    1.555
_exptl_crystal_description       needle
_exptl_crystal_F_000             97
_exptl_crystal_size_max          0.63
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.714
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 96 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     12
_refine_ls_number_reflns         236
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0333
_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)+(0.0556P)²+0.0213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0846
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.810
_reflns_number_gt                231
_reflns_number_total             236
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00310a2.cif
_cod_data_source_block           yo_end_CCDC5
_cod_depositor_comments
'Adding full bibliography for 7248867--7248875.cif.'
_cod_database_code               7248872
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C6H13N2Br0.97Cl0.03
_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   0.432
_shelx_estimated_absorpt_t_min   0.152
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2. Shared sites
{Cl1, Br1}
3. Uiso/Uaniso restraints and constraints
Uanis(Cl1) = Uanis(Br1)
4. Others
 Fixed Sof: Cl1(0.0025) Br1(0.08083) H1(0.083333) H1A(0.5) H1B(0.5)
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 15:36:10 on 10-Dec-2023
REM Old TITL YO_end in P-6m2
REM SHELXT solution in P-6m2: R1 0.074, Rweak 0.312, Alpha 0.026
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Flack x = 0.004 ( 0.027 ) from 85 Parsons' quotients
REM Formula found by SHELXT: C8 Br
CELL 0.71073 6.6645 6.6645 5.3238 90 90 120
ZERR 1 0.0005 0.0005 0.0004 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 Cl N
UNIT 6 13 0.97 0.03 2
EADP Cl1 Br1
EXYZ Cl1 Br1

L.S. 4 0 0
PLAN  5
SIZE 0.21 0.25 0.63
TEMP 24.85
CONF
list 4
fmap 2 53
acta
MORE -1
BOND $H
REM <olex2.extras>
REM <HklSrc "%.\\YO_end.hkl">
REM </olex2.extras>

WGHT    0.055600    0.021300
FVAR       2.53121
PART 3
CL1   4    0.333333    0.666667    0.500000    10.00250    0.04537    0.04537 =
         0.04066    0.00000    0.00000    0.02269

PART 4
BR1   3    0.333333    0.666667    0.500000    10.08083    0.04537    0.04537 =
         0.04066    0.00000    0.00000    0.02269

PART 0
N1    5    0.666667    0.333333    0.239021    10.16667    0.04706    0.04706 =
         0.03177    0.00000    0.00000    0.02353
AFIX  13
H1    2    0.666667    0.333334    0.423100    10.08333   -1.20000
AFIX   0
C1    1    0.425294    0.212647    0.145208    10.50000    0.04085    0.05051 =
         0.04509    0.00190    0.00379    0.02042
AFIX  23
H1A   2    0.344708    0.290257    0.206693    10.50000   -1.20000
H1B   2    0.344706    0.054453    0.206699    10.50000   -1.20000
AFIX   0
HKLF 4




REM  yo_end_a.res in P-6m2
REM wR2 = 0.0846, GooF = S = 1.161, Restrained GooF = 1.161 for all data
REM R1 = 0.0333 for 231 Fo > 4sig(Fo) and 0.0351 for all 236 data
REM 12 parameters refined using 0 restraints

END

WGHT      0.0556      0.0213

REM Highest difference peak  0.714,  deepest hole -0.331,  1-sigma level  0.080
Q1    1   0.4077  0.8154  0.5000  10.25000  0.05    0.71
Q2    1   0.2600  0.5201  0.5000  10.25000  0.05    0.69
Q3    1   0.7220  0.4440  0.1815  10.50000  0.05    0.28
Q4    1   0.4898  0.9797  0.5000  10.25000  0.05    0.23
Q5    1   0.1734  0.3468  0.5000  10.25000  0.05    0.21
;
_shelx_res_checksum              89048
_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 1.379
_oxdiff_exptl_absorpt_empirical_full_min 0.773
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
Cl1 Cl 0.333333 0.666667 0.500000 0.0438(5) Uani 0.03 12 d S T P A 3
Br1 Br 0.333333 0.666667 0.500000 0.0438(5) Uani 0.97 12 d S T P B 4
N1 N 0.666667 0.333333 0.2390(16) 0.0420(19) Uani 1 6 d S T P . .
H1 H 0.666667 0.333334 0.423100 0.050 Uiso 0.5 6 calc R U P . .
C1 C 0.4253(13) 0.2126(6) 0.1452(8) 0.0466(15) Uani 1 2 d S T P . .
H1A H 0.344708 0.290257 0.206693 0.056 Uiso 0.5 1 calc R U P . .
H1B H 0.344706 0.054453 0.206699 0.056 Uiso 0.5 1 calc R U 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
Cl1 0.0454(6) 0.0454(6) 0.0407(6) 0.000 0.000 0.0227(3)
Br1 0.0454(6) 0.0454(6) 0.0407(6) 0.000 0.000 0.0227(3)
N1 0.047(3) 0.047(3) 0.032(4) 0.000 0.000 0.0235(15)
C1 0.041(3) 0.051(3) 0.045(3) 0.0019(12) 0.004(2) 0.0204(14)
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'
Cl Cl 0.1484 0.1585 '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
4 -3 7 0.2056
9 -7 0 0.0953
-9 7 0 0.1158
0 0 7 0.2562
-3 -6 0 0.1121
0 0 -8 0.3625
3 6 0 0.1289
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 109.7 2_655 . ?
C1 N1 H1 109.7 3_665 . ?
C1 N1 H1 109.7 . . ?
C1 N1 C1 109.2(4) 2_655 3_665 ?
C1 N1 C1 109.2(4) 3_665 . ?
C1 N1 C1 109.2(4) 2_655 . ?
N1 C1 C1 109.7(4) . 4 ?
N1 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
C1 C1 H1A 109.7 4 . ?
C1 C1 H1B 109.7 4 . ?
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 1.480(8) . ?
N1 C1 1.480(8) 2_655 ?
N1 C1 1.480(8) 3_665 ?
C1 C1 1.546(9) 4 ?
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 -59.7(5) 2_655 . . 4 ?
C1 N1 C1 C1 59.7(5) 3_665 . . 4 ?
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
3.6233 -3.0945 6.8245 0.0963 0.4151 0.9047
8.7117 -7.3764 0.1606 0.2323 0.9726 0.0106
-8.7124 7.3768 -0.1345 -0.2323 -0.9726 -0.0071
-0.2682 -0.2913 7.4928 0.0519 -0.0095 0.9986
-3.4892 -5.8187 -0.1089 0.9726 -0.2324 -0.0089
0.0437 -0.0833 -7.5054 0.0107 -0.0055 -0.9999
3.4872 5.8176 0.2177 -0.9723 0.2324 0.0234
