#------------------------------------------------------------------------------
#$Date: 2019-11-24 03:41:21 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236537 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/68/7236815.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_7236815
loop_
_publ_author_name
'Xu, Chang'
'Zhang, Wan-Ying'
'Chen, Cheng'
'Ye, Qiong'
'Fu, Da-Wei'
_publ_section_title
;
 Fast and slow integrated single-molecule dual dielectric switch based on
 a crystal/flexible thin film
;
_journal_issue                   28
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              6945
_journal_paper_doi               10.1039/C7TC02087B
_journal_volume                  5
_journal_year                    2017
_chemical_formula_sum            'C12 H30 Cl6 Mn N2 O2'
_chemical_formula_weight         502.02
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-04-10 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 112.971(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.394(16)
_cell_length_b                   9.763(9)
_cell_length_c                   15.901(15)
_cell_measurement_reflns_used    2864
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      3.20
_cell_volume                     2343(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku, SCXmini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10008
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max         1.500
_refine_diff_density_min         -0.981
_refine_diff_density_rms         0.170
_refine_ls_extinction_coef       0.013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.1220
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2050
_refine_ls_number_restraints     296
_refine_ls_restrained_S_all      1.1113
_refine_ls_R_factor_all          0.1319
_refine_ls_R_factor_gt           0.0919
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.6000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3246
_refine_ls_wR_factor_ref         0.3462
_reflns_number_gt                1610
_reflns_number_total             2050
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7tc02087b2.cif
_cod_data_source_block           xc1
_cod_original_sg_symbol_H-M      ' C 2 / C'
_cod_database_code               7236815
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.0000 0.22347(5) 0.2500 0.06833(19) Uani 1 2 d SU . .
Cl1 Cl 0.09887(7) 0.08340(11) 0.36599(8) 0.1118(4) Uani 1 1 d U . .
Cl2 Cl 0.08475(7) 0.36276(12) 0.19172(9) 0.1235(3) Uani 1 1 d U . .
Cl3 Cl -0.18310(15) 0.5871(3) 0.0228(4) 0.218(3) Uani 0.50 1 d PDU A 1
N1 N 0.1375(2) 0.8031(4) 0.1463(2) 0.0715(13) Uani 0.50 1 d PDU A 1
C1 C -0.10920(18) 0.7241(4) 0.0341(3) 0.103(2) Uani 0.50 1 d PDU A 1
H1A H -0.1149 0.7524 -0.0264 0.124 Uiso 0.50 1 calc PR A 1
H1B H -0.1267 0.8009 0.0619 0.124 Uiso 0.50 1 calc PR A 1
C4 C 0.1788(4) 0.7557(8) 0.2433(3) 0.0929(18) Uani 0.50 1 d PDU A 1
H4A H 0.2352 0.7995 0.2732 0.139 Uiso 0.50 1 calc PR A 1
H4B H 0.1868 0.6582 0.2447 0.139 Uiso 0.50 1 calc PR A 1
H4C H 0.1408 0.7790 0.2743 0.139 Uiso 0.50 1 calc PR A 1
C3 C 0.0411(2) 0.8138(4) 0.0889(3) 0.0867(16) Uani 0.50 1 d PDU A 1
H3A H 0.0339 0.8307 0.0263 0.104 Uiso 0.50 1 calc PR A 1
H3B H 0.0176 0.8926 0.1091 0.104 Uiso 0.50 1 calc PR A 1
C5 C 0.1738(5) 0.9304(6) 0.1217(4) 0.104(2) Uani 0.50 1 d PDU A 1
H5A H 0.1597 0.9313 0.0572 0.156 Uiso 0.50 1 calc PR A 1
H5B H 0.2369 0.9325 0.1542 0.156 Uiso 0.50 1 calc PR A 1
H5C H 0.1480 1.0091 0.1380 0.156 Uiso 0.50 1 calc PR A 1
C2 C -0.0125(2) 0.6915(5) 0.0904(3) 0.1034(19) Uani 0.50 1 d PDU A 1
H2A H 0.0059 0.6132 0.0635 0.124 Uiso 0.50 1 calc PR A 1
C6 C 0.1823(4) 0.6775(6) 0.1305(6) 0.120(2) Uani 0.50 1 d PDU A 1
H6A H 0.1731 0.6720 0.0672 0.180 Uiso 0.50 1 calc PR A 1
H6B H 0.1579 0.5976 0.1472 0.180 Uiso 0.50 1 calc PR A 1
H6C H 0.2447 0.6824 0.1671 0.180 Uiso 0.50 1 calc PR A 1
O1 O -0.00147(11) 0.6571(2) 0.18612(12) 0.176(3) Uani 0.50 1 d PDU A 1
H1 H -0.0330 0.5844 0.1800 0.264 Uiso 0.50 1 d PR A 1
Cl3' Cl -0.17129(11) 0.5907(2) 0.03497(12) 0.1741(8) Uani 0.50 1 d PRDU A 2
N1' N 0.14348(11) 0.8013(2) 0.14952(12) 0.0900(17) Uani 0.50 1 d PRDU A 2
C1' C -0.10454(11) 0.7291(2) 0.03321(12) 0.094(2) Uani 0.50 1 d PRDU A 2
H1A' H -0.1085 0.7428 -0.0287 0.113 Uiso 0.50 1 calc PR A 2
H1B' H -0.1263 0.8114 0.0517 0.113 Uiso 0.50 1 calc PR A 2
C4' C 0.1605(5) 0.7872(10) 0.2484(3) 0.096(2) Uani 0.50 1 d PDU A 2
H4A' H 0.2132 0.8369 0.2843 0.144 Uiso 0.50 1 calc PR A 2
H4B' H 0.1682 0.6921 0.2653 0.144 Uiso 0.50 1 calc PR A 2
H4C' H 0.1111 0.8233 0.2594 0.144 Uiso 0.50 1 calc PR A 2
C3' C 0.0449(2) 0.8335(4) 0.1089(4) 0.109(2) Uani 0.50 1 d PDU A 2
H3A' H 0.0307 0.8956 0.1489 0.131 Uiso 0.50 1 calc PR A 2
H3B' H 0.0294 0.8780 0.0501 0.131 Uiso 0.50 1 calc PR A 2
C5' C 0.1786(6) 0.9436(5) 0.1532(7) 0.117(3) Uani 0.50 1 d PDU A 2
H5A' H 0.2211 0.9451 0.1255 0.175 Uiso 0.50 1 calc PR A 2
H5B' H 0.2065 0.9725 0.2157 0.175 Uiso 0.50 1 calc PR A 2
H5C' H 0.1307 1.0046 0.1208 0.175 Uiso 0.50 1 calc PR A 2
C2' C -0.0063(2) 0.7064(5) 0.0975(3) 0.0922(17) Uani 0.50 1 d PDU A 2
H2A' H 0.0194 0.6357 0.0714 0.111 Uiso 0.50 1 calc PR A 2
C6' C 0.1678(4) 0.6991(7) 0.0920(4) 0.116(2) Uani 0.50 1 d PDU A 2
H6A' H 0.1282 0.7088 0.0292 0.174 Uiso 0.50 1 calc PR A 2
H6B' H 0.1633 0.6080 0.1125 0.174 Uiso 0.50 1 calc PR A 2
H6C' H 0.2275 0.7155 0.0977 0.174 Uiso 0.50 1 calc PR A 2
O1' O -0.0067(3) 0.6565(4) 0.1856(2) 0.0952(16) Uani 0.50 1 d PDU A 2
H1' H -0.0383 0.5838 0.1795 0.143 Uiso 0.50 1 d PR A 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'
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'
O O 0.0106 0.0060 '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
Cl1 Mn1 Cl1 109.15(8) 2 .
Cl1 Mn1 Cl2 107.99(8) 2 2
Cl1 Mn1 Cl2 110.78(8) . 2
Cl1 Mn1 Cl2 110.78(8) 2 .
Cl1 Mn1 Cl2 107.99(8) . .
Cl2 Mn1 Cl2 110.16(9) 2 .
C3 N1 C5 102.6(4) . .
C3 N1 C4 126.8(4) . .
C5 N1 C4 117.4(4) . .
C3 N1 C6 115.3(4) . .
C5 N1 C6 111.4(5) . .
C4 N1 C6 82.2(5) . .
C2 C1 Cl3 114.7(3) . .
C2 C1 H1A 108.6 . .
Cl3 C1 H1A 108.6 . .
C2 C1 H1B 108.6 . .
Cl3 C1 H1B 108.6 . .
H1A C1 H1B 107.6 . .
N1 C4 C6 49.0(3) . .
N1 C4 H4A 109.5 . .
C6 C4 H4A 104.9 . .
N1 C4 H4B 109.5 . .
C6 C4 H4B 65.4 . .
H4A C4 H4B 109.5 . .
N1 C4 H4C 109.5 . .
C6 C4 H4C 144.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N1 C3 C2 115.2(3) . .
N1 C3 H3A 108.5 . .
C2 C3 H3A 108.5 . .
N1 C3 H3B 108.5 . .
C2 C3 H3B 108.5 . .
H3A C3 H3B 107.5 . .
N1 C5 H5A 109.5 . .
N1 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
N1 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C3 C2 O1 111.0(3) . .
C3 C2 C1 108.0(3) . .
O1 C2 C1 109.3(4) . .
C3 C2 H2A 109.5 . .
O1 C2 H2A 109.5 . .
C1 C2 H2A 109.5 . .
N1 C6 C4 48.8(3) . .
N1 C6 H6A 109.5 . .
C4 C6 H6A 158.1 . .
N1 C6 H6B 109.5 . .
C4 C6 H6B 84.2 . .
H6A C6 H6B 109.5 . .
N1 C6 H6C 109.5 . .
C4 C6 H6C 80.3 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C2 O1 H1 104.0 . .
C2 O1 H1' 104.2 . .
H1 O1 H1' 4.1 . .
C4' N1' C5' 97.7(6) . .
C4' N1' C6' 126.3(5) . .
C5' N1' C6' 116.7(6) . .
C4' N1' C3' 101.4(4) . .
C5' N1' C3' 98.8(4) . .
C6' N1' C3' 111.6(3) . .
C2' C1' Cl3' 112.04(18) . .
C2' C1' H1A' 109.2 . .
Cl3' C1' H1A' 109.2 . .
C2' C1' H1B' 109.2 . .
Cl3' C1' H1B' 109.2 . .
H1A' C1' H1B' 107.9 . .
N1' C4' H4A' 109.5 . .
N1' C4' H4B' 109.5 . .
H4A' C4' H4B' 109.5 . .
N1' C4' H4C' 109.5 . .
H4A' C4' H4C' 109.5 . .
H4B' C4' H4C' 109.5 . .
C2' C3' N1' 109.8(3) . .
C2' C3' H3A' 109.7 . .
N1' C3' H3A' 109.7 . .
C2' C3' H3B' 109.7 . .
N1' C3' H3B' 109.7 . .
H3A' C3' H3B' 108.2 . .
N1' C5' H5A' 109.5 . .
N1' C5' H5B' 109.5 . .
H5A' C5' H5B' 109.5 . .
N1' C5' H5C' 109.5 . .
H5A' C5' H5C' 109.5 . .
H5B' C5' H5C' 109.5 . .
C3' C2' O1' 111.9(4) . .
C3' C2' C1' 110.9(3) . .
O1' C2' C1' 106.4(3) . .
C3' C2' H2A' 109.2 . .
O1' C2' H2A' 109.2 . .
C1' C2' H2A' 109.2 . .
N1' C6' H6A' 109.5 . .
N1' C6' H6B' 109.5 . .
H6A' C6' H6B' 109.5 . .
N1' C6' H6C' 109.5 . .
H6A' C6' H6C' 109.5 . .
H6B' C6' H6C' 109.5 . .
C2' O1' H1 112.2 . .
C2' O1' H1' 112.8 . .
H1 O1' H1' 4.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 Cl1 2.3591(17) 2
Mn1 Cl1 2.3591(17) .
Mn1 Cl2 2.3756(18) 2
Mn1 Cl2 2.3756(19) .
Cl3 C1 1.766(4) .
N1 C3 1.488(4) .
N1 C5 1.494(6) .
N1 C4 1.496(6) .
N1 C6 1.501(6) .
C1 C2 1.519(4) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C4 C6 1.971(11) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C3 C2 1.489(5) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C2 O1 1.499(5) .
C2 H2A 0.9800 .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
O1 H1 0.8605 .
O1 H1' 0.9149 .
Cl3' C1' 1.7458 .
N1' C4' 1.493(5) .
N1' C5' 1.496(6) .
N1' C6' 1.508(6) .
N1' C3' 1.521(4) .
C1' C2' 1.551(4) .
C1' H1A' 0.9700 .
C1' H1B' 0.9700 .
C4' H4A' 0.9600 .
C4' H4B' 0.9600 .
C4' H4C' 0.9600 .
C3' C2' 1.469(5) .
C3' H3A' 0.9700 .
C3' H3B' 0.9700 .
C5' H5A' 0.9600 .
C5' H5B' 0.9600 .
C5' H5C' 0.9600 .
C2' O1' 1.487(5) .
C2' H2A' 0.9800 .
C6' H6A' 0.9600 .
C6' H6B' 0.9600 .
C6' H6C' 0.9600 .
O1' H1 0.8111 .
O1' H1' 0.8605 .
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
C3 N1 C4 C6 115.9(5)
C5 N1 C4 C6 -110.1(6)
C5 N1 C3 C2 173.2(5)
C4 N1 C3 C2 -47.6(7)
C6 N1 C3 C2 52.0(7)
N1 C3 C2 O1 56.2(5)
N1 C3 C2 C1 176.0(4)
Cl3 C1 C2 C3 176.8(4)
Cl3 C1 C2 O1 -62.3(5)
C3 N1 C6 C4 -127.2(5)
C5 N1 C6 C4 116.5(4)
C4' N1' C3' C2' -80.5(6)
C5' N1' C3' C2' 179.8(6)
C6' N1' C3' C2' 56.4(6)
N1' C3' C2' O1' 76.8(5)
N1' C3' C2' C1' -164.6(4)
Cl3' C1' C2' C3' -168.8(3)
Cl3' C1' C2' O1' -46.8(3)
