#------------------------------------------------------------------------------
#$Date: 2024-07-05 17:22:21 +0200 (Fri 05 de Jul de 2024) $
#$Revision: 292951 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/88/7248873.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_7248873
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         '0.2(I1), C6 H13 N2, 0.8(Br)'
_chemical_formula_sum            'C6 H13 Br0.8 I0.2 N2'
_chemical_formula_weight         202.49
_chemical_name_systematic        dabcoHBr0.80I0.20
_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             2023-07-24
_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                   6.7541(6)
_cell_length_b                   6.7541(6)
_cell_length_c                   5.3383(4)
_cell_measurement_reflns_used    941
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.5370
_cell_measurement_theta_min      3.4680
_cell_volume                     210.90(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 0.970
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  43.00   0.25    0.11    --  -15.47  77.00 120.00  388
  2  ω    -91.00  19.00   0.25    0.11    --  -15.47 -67.00 162.00  440
  3  ω   -105.00 -41.00   0.25    0.11    --  -15.47-178.00-180.00  256
;
_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      0.0742373000
_diffrn_orient_matrix_UB_12      0.0609597000
_diffrn_orient_matrix_UB_13      0.1006019000
_diffrn_orient_matrix_UB_21      0.0861316000
_diffrn_orient_matrix_UB_22      0.0703935000
_diffrn_orient_matrix_UB_23      -0.0869027000
_diffrn_orient_matrix_UB_31      -0.0420159000
_diffrn_orient_matrix_UB_32      0.0775291000
_diffrn_orient_matrix_UB_33      -0.0001575000
_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  0.0392
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            1246
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.024
_diffrn_reflns_theta_min         3.483
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.582
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.494
_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    1.594
_exptl_crystal_description       needle
_exptl_crystal_F_000             102
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.938
_refine_diff_density_min         -1.303
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.41(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     12
_refine_ls_number_reflns         231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0389
_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)+(0.0460P)²+0.3092P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0933
_reflns_Friedel_coverage         0.777
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                229
_reflns_number_total             231
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00310a2.cif
_cod_data_source_block           yo_end_CCDC6
_cod_depositor_comments
'Adding full bibliography for 7248867--7248875.cif.'
_cod_original_cell_volume        210.90(4)
_cod_original_formula_sum        'C6 H13 Br0.80 I0.20 N2'
_cod_database_code               7248873
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C6H13N2Br0.8I0.2
_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   0.803
_shelx_estimated_absorpt_t_min   0.305
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.59(10)
 0.41(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
3. Shared sites
{Br1, I1}
4. Uiso/Uaniso restraints and constraints
Uiso(Br1) = Uiso(I1)
5. Others
 Fixed Sof: I1(0.01667) H1(0.083333) H1A(0.5) H1B(0.5) Br1(0.06667)
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 17:53:36 on 24-Jul-2023
REM Old TITL YO_end in P-6m2
REM SHELXT solution in P-6m2: R1 0.080, Rweak 0.361, Alpha 0.031
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Flack x = 0.362 ( 0.062 ) from 86 Parsons' quotients
REM Formula found by SHELXT: C2 N6 I
CELL 0.71073 6.7541 6.7541 5.3383 90 90 120
ZERR 1 0.0006 0.0006 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 I N
UNIT 6 13 0.8 0.2 2
EADP Br1 I1
EXYZ Br1 I1

L.S. 10
PLAN  5
SIZE 0.05 0.07 0.34
TEMP 24.85
CONF
BOND
LIST 6
fmap 2
ACTA
MORE -1
BOND $H
TWIN -1 0 0 0 -1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\YO_end.hkl">
REM </olex2.extras>

WGHT    0.046000    0.309200
BASF   0.40707
FVAR       2.28800
PART 4
I1    4    0.666667    0.333333    0.500000    10.01667    0.04788

PART 0
N1    5    0.333333    0.666667    0.763113    10.16667    0.05706    0.05706 =
         0.02323    0.00000    0.00000    0.02853
AFIX  13
H1    2    0.333333    0.666666    0.579534    10.08333   -1.20000
AFIX   0
C1    1    0.570969    0.785484    0.854946    10.50000    0.04744    0.06131 =
         0.03863    0.00246    0.00491    0.02372
AFIX  23
H1A   2    0.650304    0.941518    0.793431    10.50000   -1.20000
H1B   2    0.650305    0.708787    0.793427    10.50000   -1.20000
AFIX   0

PART 3
BR1   3    0.666667    0.333333    0.500000    10.06667    0.04788
HKLF 4




REM  yo_end_c.res in P-6m2
REM wR2 = 0.0933, GooF = S = 1.114, Restrained GooF = 1.114 for all data
REM R1 = 0.0389 for 229 Fo > 4sig(Fo) and 0.0394 for all 231 data
REM 12 parameters refined using 0 restraints

END

WGHT      0.0460      0.3093

REM Highest difference peak  0.938,  deepest hole -1.303,  1-sigma level  0.082
Q1    1   0.7005  0.4011  0.3030  10.50000  0.05    0.31
Q2    1   0.6667  0.3333  0.1338  10.16667  0.05    0.24
Q3    1   0.2152  0.4304  0.5000  10.25000  0.05    0.19
Q4    1   1.0000  1.0000  0.8438  10.16667  0.05    0.18
Q5    1   0.6659  0.9511  0.5542  11.00000  0.05    0.18
;
_shelx_res_checksum              7728
_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 3.947
_oxdiff_exptl_absorpt_empirical_full_min 0.359
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
I1 I 0.666667 0.333333 0.500000 0.0479(6) Uiso 0.2 12 d S . P A 4
N1 N 0.333333 0.666667 0.763(2) 0.046(3) Uani 1 6 d S T P . .
H1 H 0.333333 0.666666 0.579534 0.055 Uiso 0.5 6 calc R U P . .
C1 C 0.5710(16) 0.7855(8) 0.8549(12) 0.051(2) Uani 1 2 d S T P . .
H1A H 0.650304 0.941518 0.793431 0.061 Uiso 0.5 1 calc R U P . .
H1B H 0.650305 0.708787 0.793427 0.061 Uiso 0.5 1 calc R U P . .
Br1 Br 0.666667 0.333333 0.500000 0.0479(6) Uiso 0.8 12 d S . P B 3
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 0.057(5) 0.057(5) 0.023(5) 0.000 0.000 0.029(2)
C1 0.047(4) 0.061(5) 0.039(4) 0.0025(18) 0.005(4) 0.024(2)
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
-7 9 0 0.0337
-2 -3 -7 0.1277
2 3 7 0.1606
7 -9 0 0.0112
-6 -2 3 0.0660
-7 9 0 0.0374
-8 2 3 0.0711
7 -9 0 0.0093
5 3 -3 0.1084
2 1 1 0.1084
-2 -1 -1 0.0486
6 4 1 0.0803
5 5 0 0.0550
-6 -3 0 0.0093
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 109.4 2_665 . ?
C1 N1 H1 109.4 3_565 . ?
C1 N1 H1 109.4 . . ?
C1 N1 C1 109.5(5) 2_665 3_565 ?
C1 N1 C1 109.5(5) 3_565 . ?
C1 N1 C1 109.5(5) 2_665 . ?
N1 C1 C1 109.4(5) . 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 108.2 . . ?
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 1.474(10) . ?
N1 C1 1.474(10) 2_665 ?
N1 C1 1.474(10) 3_565 ?
C1 C1 1.549(13) 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 60.1(6) 2_665 . . 4_557 ?
C1 N1 C1 C1 -60.1(6) 3_565 . . 4_557 ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.59(10)
2 0.41(10)
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
-7.4961 8.8080 -0.4369 -0.0635 0.0123 0.9979
-1.9587 -2.5136 -6.6385 -0.9665 0.2313 -0.1115
1.5828 2.9382 6.5936 0.9599 -0.2298 0.1603
7.2746 -8.9553 0.0649 0.0007 -0.0095 -1.0000
-6.4524 -1.5503 3.4127 -0.2302 -0.9615 0.1504
-7.0814 9.0496 -0.1383 0.0120 0.0391 0.9992
-8.3040 1.8397 3.0130 -0.2012 -0.8476 0.4911
7.3576 -8.9105 -0.0344 -0.0004 0.0095 -1.0000
5.4719 2.8534 -3.4570 0.2324 0.9726 -0.0081
2.0000 1.0000 1.0000 0.3100 0.1558 -0.0067
-2.0000 -1.0000 -1.0000 -0.3100 -0.1558 0.0067
5.7807 3.5531 1.1296 0.7594 0.6498 0.0324
4.6741 4.8399 -0.4329 0.5985 0.7809 0.1789
-6.1466 -3.2141 0.4406 -0.6079 -0.7940 0.0090
