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#$Date: 2022-09-19 02:10:52 +0300 (Mon, 19 Sep 2022) $
#$Revision: 277973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/12/7711294.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_7711294
loop_
_publ_author_name
'Liu, Jia'
'Han, Li-Jun'
'Shao, Ting'
'Su, Chang-Yuan'
'Chen, Ming'
'Huang, Pei-Zhi'
'Jia, Qiang-Qiang'
'Fu, Da-Wei'
'Lu, Hai-Feng'
_publ_section_title
;
 Metal ion induced dual switchable dielectric and luminescent properties
 in hybrid halides
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02148J
_journal_year                    2022
_chemical_formula_sum            'C16 H22 Cl6 Mn N2'
_chemical_formula_weight         509.99
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-06-09 deposited with the CCDC.	2022-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                91.818(10)
_cell_angle_beta                 95.451(9)
_cell_angle_gamma                114.951(7)
_cell_formula_units_Z            2
_cell_length_a                   7.568(4)
_cell_length_b                   8.088(5)
_cell_length_c                   20.838(13)
_cell_measurement_reflns_used    718
_cell_measurement_temperature    358(2)
_cell_measurement_theta_max      16.85
_cell_measurement_theta_min      358.00
_cell_volume                     1147.6(12)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      358(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2221
_diffrn_reflns_av_unetI/netI     0.2347
_diffrn_reflns_Laue_measured_fraction_full 0.944
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13388
_diffrn_reflns_point_group_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.022
_diffrn_reflns_theta_max         25.022
_diffrn_reflns_theta_min         1.970
_exptl_absorpt_coefficient_mu    1.277
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       prism
_exptl_crystal_F_000             518
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3820
_refine_ls_number_restraints     91
_refine_ls_restrained_S_all      0.974
_refine_ls_R_factor_all          0.1974
_refine_ls_R_factor_gt           0.0889
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2007
_refine_ls_wR_factor_ref         0.2471
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1685
_reflns_number_total             3820
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt02148j2.cif
_cod_data_source_block           mo_lj_20210729_9_358k_2_0m_a
_cod_original_cell_volume        1147.4(12)
_cod_database_code               7711294
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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
Mn1 Mn 0.40144(18) 0.89413(17) 0.25800(6) 0.0633(5) Uani 1 1 d . . . . .
Cl2 Cl 0.2890(3) 0.6556(4) 0.17040(12) 0.0889(8) Uani 1 1 d . . . . .
Cl3 Cl 0.1420(4) 0.8407(4) 0.31990(13) 0.0914(8) Uani 1 1 d . . . . .
Cl4 Cl 0.6318(4) 0.8381(4) 0.32641(12) 0.0935(9) Uani 1 1 d . . . . .
Cl5 Cl 1.0976(4) 0.7138(4) -0.04650(14) 0.0957(9) Uani 1 1 d . U . . .
Cl1 Cl 0.5244(4) 1.1626(4) 0.20504(15) 0.1104(10) Uani 1 1 d . . . . .
Cl6 Cl 0.3661(6) 0.7875(5) 0.56355(16) 0.1307(12) Uani 1 1 d . U . . .
N1 N 0.7359(11) 0.7694(10) 0.1444(4) 0.069(2) Uani 1 1 d D . . . .
N2 N 0.1912(13) 0.4374(12) 0.3415(4) 0.086(2) Uani 1 1 d . U . . .
C2 C 0.7463(14) 0.7603(11) 0.0735(4) 0.069(2) Uani 1 1 d . . . . .
C3 C 0.9013(13) 0.7412(12) 0.0500(5) 0.073(2) Uani 1 1 d . U . . .
H3 H 1.0001 0.7327 0.0779 0.088 Uiso 1 1 calc R U . . .
C4 C 0.9059(13) 0.7352(12) -0.0149(5) 0.074(2) Uani 1 1 d . U . . .
C15 C 0.2059(14) 0.4274(13) 0.4122(5) 0.080(2) Uani 1 1 d . U . . .
C11 C 0.2828(14) 0.5847(14) 0.5165(5) 0.082(2) Uani 1 1 d . U . . .
C10 C 0.2734(13) 0.5926(13) 0.4498(5) 0.079(2) Uani 1 1 d . U . . .
H10 H 0.3107 0.7034 0.4310 0.094 Uiso 1 1 calc R U . . .
C5 C 0.7578(14) 0.7510(13) -0.0569(5) 0.082(3) Uani 1 1 d . U . . .
H5 H 0.7639 0.7478 -0.1013 0.098 Uiso 1 1 calc R U . . .
C7 C 0.7536(14) 0.6139(12) 0.1760(4) 0.080(3) Uani 1 1 d . . . . .
H7A H 0.6554 0.5006 0.1550 0.120 Uiso 1 1 calc R U . . .
H7B H 0.7353 0.6213 0.2208 0.120 Uiso 1 1 calc R U . . .
H7C H 0.8816 0.6193 0.1726 0.120 Uiso 1 1 calc R U . . .
C1 C 0.6001(14) 0.7767(13) 0.0331(5) 0.081(3) Uani 1 1 d . . . . .
H1A H 0.4976 0.7915 0.0498 0.097 Uiso 1 1 calc R U . . .
C6 C 0.6095(15) 0.7704(14) -0.0339(5) 0.087(3) Uani 1 1 d . . . . .
H6 H 0.5118 0.7797 -0.0621 0.105 Uiso 1 1 calc R U . . .
C14 C 0.1549(16) 0.2637(15) 0.4392(5) 0.100(3) Uani 1 1 d . U . . .
H14 H 0.1080 0.1549 0.4132 0.120 Uiso 1 1 calc R U . . .
C8 C 0.847(4) 0.933(6) 0.178(2) 0.058(9) Uani 0.5 1 d . . P A -1
H8AA H 0.9800 0.9483 0.1866 0.086 Uiso 0.5 1 calc R U P A -1
H8AB H 0.7958 0.9382 0.2180 0.086 Uiso 0.5 1 calc R U P A -1
H8AC H 0.8439 1.0299 0.1528 0.086 Uiso 0.5 1 calc R U P A -1
C16 C -0.0151(14) 0.3588(15) 0.3095(5) 0.110(4) Uani 1 1 d . U . . .
H16A H -0.0788 0.2310 0.3162 0.165 Uiso 1 1 calc R U . . .
H16B H -0.0152 0.3737 0.2640 0.165 Uiso 1 1 calc R U . . .
H16C H -0.0843 0.4211 0.3278 0.165 Uiso 1 1 calc R U . . .
C12 C 0.2355(15) 0.4226(15) 0.5442(6) 0.100(3) Uani 1 1 d . U . . .
H12 H 0.2444 0.4193 0.5889 0.120 Uiso 1 1 calc R U . . .
C13 C 0.1739(17) 0.2631(16) 0.5042(6) 0.110(3) Uani 1 1 d . U . . .
H13 H 0.1451 0.1528 0.5227 0.132 Uiso 1 1 calc R U . . .
C18 C 0.272(4) 0.320(4) 0.3040(18) 0.096(7) Uani 0.5 1 d . U P B -1
H18A H 0.3833 0.3183 0.3297 0.143 Uiso 0.5 1 calc R U P B -1
H18B H 0.3107 0.3717 0.2640 0.143 Uiso 0.5 1 calc R U P B -1
H18C H 0.1715 0.1972 0.2952 0.143 Uiso 0.5 1 calc R U P B -1
C9 C 0.921(4) 0.960(6) 0.179(2) 0.062(9) Uani 0.5 1 d . . P A .
H8BD H 1.0418 0.9463 0.1791 0.092 Uiso 0.5 1 calc R U P . .
H8BE H 0.8999 0.9817 0.2220 0.092 Uiso 0.5 1 calc R U P . .
H8BF H 0.9299 1.0610 0.1542 0.092 Uiso 0.5 1 calc R U P . .
C17 C 0.338(4) 0.383(3) 0.3129(16) 0.077(6) Uani 0.5 1 d . U P B .
H18D H 0.4680 0.4593 0.3336 0.115 Uiso 0.5 1 calc R U P . .
H18E H 0.3328 0.3982 0.2674 0.115 Uiso 0.5 1 calc R U P . .
H18F H 0.3071 0.2575 0.3198 0.115 Uiso 0.5 1 calc R U P . .
H2 H 0.255(11) 0.561(11) 0.330(4) 0.07(2) Uiso 1 1 d . . . . .
H1 H 0.605(3) 0.744(9) 0.153(3) 0.09(3) Uiso 1 1 d D . . . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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
Cl1 Mn1 Cl3 118.90(12) . . ?
Cl1 Mn1 Cl4 116.12(12) . . ?
Cl3 Mn1 Cl4 104.23(11) . . ?
Cl1 Mn1 Cl2 103.29(12) . . ?
Cl3 Mn1 Cl2 108.30(11) . . ?
Cl4 Mn1 Cl2 105.04(11) . . ?
C8 N1 C2 116.6(18) . . ?
C8 N1 C7 113(2) . . ?
C2 N1 C7 113.1(7) . . ?
C8 N1 C9 16(3) . . ?
C2 N1 C9 108.8(17) . . ?
C7 N1 C9 107.0(18) . . ?
C8 N1 H1 103(4) . . ?
C2 N1 H1 111(4) . . ?
C7 N1 H1 98(5) . . ?
C9 N1 H1 119(4) . . ?
C15 N2 C16 113.4(8) . . ?
C15 N2 C17 110.6(14) . . ?
C16 N2 C17 118.9(12) . . ?
C15 N2 C18 115.2(16) . . ?
C16 N2 C18 100.1(13) . . ?
C17 N2 C18 20.8(13) . . ?
C15 N2 H2 112(5) . . ?
C16 N2 H2 107(4) . . ?
C17 N2 H2 93(5) . . ?
C18 N2 H2 108(5) . . ?
C3 C2 C1 121.8(9) . . ?
C3 C2 N1 120.2(8) . . ?
C1 C2 N1 118.0(8) . . ?
C4 C3 C2 118.2(9) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C5 120.8(9) . . ?
C3 C4 Cl5 119.9(7) . . ?
C5 C4 Cl5 119.3(8) . . ?
C14 C15 C10 122.1(10) . . ?
C14 C15 N2 121.4(9) . . ?
C10 C15 N2 116.5(8) . . ?
C12 C11 C10 121.4(10) . . ?
C12 C11 Cl6 120.9(9) . . ?
C10 C11 Cl6 117.7(8) . . ?
C11 C10 C15 117.1(9) . . ?
C11 C10 H10 121.5 . . ?
C15 C10 H10 121.5 . . ?
C6 C5 C4 120.6(9) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C1 C6 118.5(9) . . ?
C2 C1 H1A 120.7 . . ?
C6 C1 H1A 120.7 . . ?
C5 C6 C1 120.0(9) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C13 C14 C15 118.9(11) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
N1 C8 H8AA 109.5 . . ?
N1 C8 H8AB 109.5 . . ?
H8AA C8 H8AB 109.5 . . ?
N1 C8 H8AC 109.5 . . ?
H8AA C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C12 C13 118.7(11) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C14 C13 C12 121.7(11) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C9 H8BD 109.5 . . ?
N1 C9 H8BE 109.5 . . ?
H8BD C9 H8BE 109.5 . . ?
N1 C9 H8BF 109.5 . . ?
H8BD C9 H8BF 109.5 . . ?
H8BE C9 H8BF 109.5 . . ?
N2 C17 H18D 109.5 . . ?
N2 C17 H18E 109.5 . . ?
H18D C17 H18E 109.5 . . ?
N2 C17 H18F 109.5 . . ?
H18D C17 H18F 109.5 . . ?
H18E C17 H18F 109.5 . . ?
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
Mn1 Cl1 2.332(3) . ?
Mn1 Cl3 2.347(3) . ?
Mn1 Cl4 2.347(3) . ?
Mn1 Cl2 2.424(3) . ?
Cl5 C4 1.719(9) . ?
Cl6 C11 1.719(10) . ?
N1 C8 1.36(4) . ?
N1 C2 1.487(11) . ?
N1 C7 1.488(10) . ?
N1 C9 1.66(4) . ?
N1 H1 0.9600(12) . ?
N2 C15 1.476(12) . ?
N2 C16 1.491(12) . ?
N2 C17 1.52(3) . ?
N2 C18 1.56(4) . ?
N2 H2 0.96(8) . ?
C2 C3 1.377(12) . ?
C2 C1 1.380(12) . ?
C3 C4 1.356(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.408(12) . ?
C15 C14 1.369(13) . ?
C15 C10 1.393(12) . ?
C11 C12 1.367(13) . ?
C11 C10 1.391(13) . ?
C10 H10 0.9300 . ?
C5 C6 1.327(12) . ?
C5 H5 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C1 C6 1.405(13) . ?
C1 H1A 0.9300 . ?
C6 H6 0.9300 . ?
C14 C13 1.348(14) . ?
C14 H14 0.9300 . ?
C8 H8AA 0.9600 . ?
C8 H8AB 0.9600 . ?
C8 H8AC 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C12 C13 1.388(15) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C9 H8BD 0.9600 . ?
C9 H8BE 0.9600 . ?
C9 H8BF 0.9600 . ?
C17 H18D 0.9600 . ?
C17 H18E 0.9600 . ?
C17 H18F 0.9600 . ?
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
C8 N1 C2 C3 80(2) . . . . ?
C7 N1 C2 C3 -53.1(11) . . . . ?
C9 N1 C2 C3 65.6(18) . . . . ?
C8 N1 C2 C1 -98(2) . . . . ?
C7 N1 C2 C1 128.7(8) . . . . ?
C9 N1 C2 C1 -112.6(18) . . . . ?
C1 C2 C3 C4 -1.3(13) . . . . ?
N1 C2 C3 C4 -179.4(8) . . . . ?
C2 C3 C4 C5 1.0(13) . . . . ?
C2 C3 C4 Cl5 179.4(6) . . . . ?
C16 N2 C15 C14 69.5(13) . . . . ?
C17 N2 C15 C14 -66.9(14) . . . . ?
C18 N2 C15 C14 -44.9(16) . . . . ?
C16 N2 C15 C10 -110.2(10) . . . . ?
C17 N2 C15 C10 113.3(12) . . . . ?
C18 N2 C15 C10 135.3(13) . . . . ?
C12 C11 C10 C15 2.7(14) . . . . ?
Cl6 C11 C10 C15 179.9(7) . . . . ?
C14 C15 C10 C11 -1.5(14) . . . . ?
N2 C15 C10 C11 178.2(8) . . . . ?
C3 C4 C5 C6 -0.6(14) . . . . ?
Cl5 C4 C5 C6 -179.0(8) . . . . ?
C3 C2 C1 C6 1.1(14) . . . . ?
N1 C2 C1 C6 179.3(9) . . . . ?
C4 C5 C6 C1 0.5(15) . . . . ?
C2 C1 C6 C5 -0.7(15) . . . . ?
C10 C15 C14 C13 -1.2(16) . . . . ?
N2 C15 C14 C13 179.1(11) . . . . ?
C10 C11 C12 C13 -1.1(15) . . . . ?
Cl6 C11 C12 C13 -178.3(8) . . . . ?
C15 C14 C13 C12 2.9(18) . . . . ?
C11 C12 C13 C14 -1.8(18) . . . . ?
