#------------------------------------------------------------------------------
#$Date: 2024-09-06 01:07:40 +0200 (Fri 06 de Sep de 2024) $
#$Revision: 294408 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/34/7133476.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_7133476
loop_
_publ_author_name
'Cai, Zhuoer'
'Yinan, Zhang'
'Chen, Jian'
'He, Xiaofan'
'Zhang, Ziyue'
'Hua, Xiu-Ni'
'Sun, Baiwang'
_publ_section_title
;
 Symmetry breaking through molecular engineering to achieve "on-off-on"
 nonlinear optical switch in a [SnCl₆]²⁻ framework.
;
_journal_issue                   70
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9412
_journal_page_last               9415
_journal_paper_doi               10.1039/d4cc03006k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'Cl6 Sn, 2(C4 H12 N O)'
_chemical_formula_sum            'C8 H24 Cl6 N2 O2 Sn'
_chemical_formula_weight         511.68
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-C 2ac 2'
_space_group_name_H-M_alt        'C m c e'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-05-23
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-24 deposited with the CCDC.	2024-08-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3092(14)
_cell_length_b                   10.9809(14)
_cell_length_c                   13.6510(14)
_cell_measurement_reflns_used    2458
_cell_measurement_temperature    363.00
_cell_measurement_theta_max      23.459
_cell_measurement_theta_min      3.711
_cell_volume                     2145.0(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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_temperature      363.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7797
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.379
_diffrn_reflns_theta_min         3.711
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.937
_exptl_absorpt_correction_T_max  0.0195
_exptl_absorpt_correction_T_min  0.0049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1446 before and 0.0914 after correction.
The Ratio of minimum to maximum transmission is 0.2513.
The λ/2 correction factor is Not present.
;
_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    1.584
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1136
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0422
_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)+(0.0738P)²+1.6585P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1442
_reflns_Friedel_coverage         0.000
_reflns_number_gt                781
_reflns_number_total             1136
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03006k2.cif
_cod_data_source_block           tmhasncl363
_cod_depositor_comments
'Adding full bibliography for 7133473--7133477.cif.'
_cod_original_sg_symbol_Hall     '-C 2bc 2'
_cod_database_code               7133476
_shelx_shelxl_version_number     2018/3
_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   0.876
_shelx_estimated_absorpt_t_min   0.815
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C3 = N1-C1 = N1-C2
 1.486 with sigma of 0.001
 C2-C1 = C3-C1 = C3-C2
 2.448 with sigma of 0.01
 O1-C3
 2.41 with sigma of 0.01
 O1-C1
 2.41 with sigma of 0.01
 O1-C2
 2.41 with sigma of 0.01
 O1-N1
 1.442 with sigma of 0.01
 O1-C4
 1.447 with sigma of 0.01
 C4-N1
 2.425 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C1 \\sim N1 \\sim O1 \\sim C2 \\sim C3 \\sim C4: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002 within 2A
4. Rigid body (RIGU) restrains
 C1, N1, O1, C2, C3, C4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Fixed Sof: N1(0.5) C3(0.5) H3A(0.5) H3B(0.5) H3C(0.5) C1(0.5) H1A(0.5)
 H1B(0.5) H1C(0.5) O1(0.5) C4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C2(0.5) H2A(0.5)
 H2B(0.5) H2C(0.5)
6.a Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C1(H1A,H1B,H1C), C4(H4A,H4B,H4C), C2(H2A,H2B,H2C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, 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
Sn01 Sn 0.500000 0.500000 0.500000 0.0977(4) Uani 1 4 d S T P . .
Cl02 Cl 0.500000 0.2817(2) 0.52539(17) 0.1280(7) Uani 1 2 d S T P . .
Cl03 Cl 0.33069(15) 0.500000 0.500000 0.1252(7) Uani 1 2 d S T P . .
Cl04 Cl 0.500000 0.4679(2) 0.32409(16) 0.1254(7) Uani 1 2 d S T P . .
N1 N 0.2659(5) 0.2375(5) 0.2563(5) 0.1286(15) Uani 0.5 1 d D U P A -1
C3 C 0.2058(7) 0.3316(7) 0.3028(8) 0.1297(18) Uani 0.5 1 d D U P A -1
H3A H 0.195195 0.396811 0.257353 0.195 Uiso 0.5 1 calc R U P A -1
H3B H 0.236398 0.362806 0.360186 0.195 Uiso 0.5 1 calc R U P A -1
H3C H 0.147084 0.295934 0.321072 0.195 Uiso 0.5 1 calc R U P A -1
C1 C 0.3166(7) 0.2878(8) 0.1703(7) 0.1292(18) Uani 0.5 1 d D U P A -1
H1A H 0.362068 0.229767 0.148101 0.194 Uiso 0.5 1 calc R U P A -1
H1B H 0.347515 0.361958 0.188699 0.194 Uiso 0.5 1 calc R U P A -1
H1C H 0.272958 0.304238 0.118523 0.194 Uiso 0.5 1 calc R U P A -1
O1 O 0.2135(5) 0.1344(5) 0.2211(5) 0.1293(15) Uani 0.5 1 d D U P A -1
C4 C 0.1435(8) 0.1547(11) 0.1520(9) 0.1316(18) Uani 0.5 1 d D U P A -1
H4A H 0.170670 0.188137 0.093561 0.197 Uiso 0.5 1 calc R U P A -1
H4B H 0.098574 0.210929 0.178065 0.197 Uiso 0.5 1 calc R U P A -1
H4C H 0.113195 0.079096 0.136745 0.197 Uiso 0.5 1 calc R U P A -1
C2 C 0.3357(7) 0.1917(9) 0.3280(7) 0.1307(18) Uani 0.5 1 d D U P A -1
H2A H 0.305420 0.138878 0.374167 0.196 Uiso 0.5 1 calc R U P A -1
H2B H 0.363150 0.259290 0.362140 0.196 Uiso 0.5 1 calc R U P A -1
H2C H 0.383627 0.147473 0.294042 0.196 Uiso 0.5 1 calc R U P A -1
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'
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'
Sn Sn -0.6537 1.4246 '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
Cl02 Sn01 Cl02 180.0 9_666 . ?
Cl02 Sn01 Cl03 90.0 . 9_666 ?
Cl02 Sn01 Cl03 90.0 . . ?
Cl02 Sn01 Cl03 90.0 9_666 9_666 ?
Cl02 Sn01 Cl03 90.0 9_666 . ?
Cl02 Sn01 Cl04 90.13(7) 9_666 . ?
Cl02 Sn01 Cl04 90.13(7) . 9_666 ?
Cl02 Sn01 Cl04 89.87(7) . . ?
Cl02 Sn01 Cl04 89.87(7) 9_666 9_666 ?
Cl03 Sn01 Cl03 180.0 9_666 . ?
Cl03 Sn01 Cl04 90.0 9_666 . ?
Cl03 Sn01 Cl04 90.0 . . ?
Cl03 Sn01 Cl04 90.0 9_666 9_666 ?
Cl03 Sn01 Cl04 90.0 . 9_666 ?
Cl04 Sn01 Cl04 180.0 . 9_666 ?
C3 N1 C1 111.2(5) . . ?
C3 N1 C2 110.0(6) . . ?
O1 N1 C3 112.9(6) . . ?
O1 N1 C1 106.4(5) . . ?
O1 N1 C2 107.6(5) . . ?
C2 N1 C1 108.5(6) . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 O1 N1 118.3(6) . . ?
O1 C4 H4A 109.5 . . ?
O1 C4 H4B 109.5 . . ?
O1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 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
Sn01 Cl02 2.422(2) 9_666 ?
Sn01 Cl02 2.422(2) . ?
Sn01 Cl03 2.423(2) . ?
Sn01 Cl03 2.423(2) 9_666 ?
Sn01 Cl04 2.427(2) . ?
Sn01 Cl04 2.427(2) 9_666 ?
N1 C3 1.4863(10) . ?
N1 C1 1.4868(10) . ?
N1 O1 1.440(6) . ?
N1 C2 1.4867(10) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
O1 C4 1.394(7) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 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
C3 N1 O1 C4 58.8(10) . . . . ?
C1 N1 O1 C4 -63.5(9) . . . . ?
C2 N1 O1 C4 -179.7(10) . . . . ?
