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#$Date: 2020-03-05 01:28:54 +0200 (Thu, 05 Mar 2020) $
#$Revision: 248793 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/68/1556856.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_1556856
loop_
_publ_author_name
'Lee, Eunji'
'Ju, Huiyeong'
'Park, In-Hyeok'
'Park, Sunhong'
'Ikeda, Mari'
'Habata, Yoichi'
'Lee, Shim Sung'
_publ_section_title
;
 Mechanistic insights into heavy metal ion sensing by
 NOS₂-macrocyclic fluorosensors via the structure-function
 relationship: influences of fluorophores, solvents and anions.
;
_journal_issue                   5
_journal_name_full               'The Analyst'
_journal_page_first              1667
_journal_page_last               1676
_journal_paper_doi               10.1039/c9an02466b
_journal_volume                  145
_journal_year                    2020
_chemical_formula_moiety         'C21 H24 Hg I2 N2 O S3'
_chemical_formula_sum            'C21 H24 Hg I2 N2 O S3'
_chemical_formula_weight         870.99
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0374(15)
_cell_length_b                   31.171(6)
_cell_length_c                   8.3311(14)
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      2.61
_cell_volume                     2606.6(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.820
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.820
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7973
_diffrn_reflns_point_group_measured_fraction_full 0.760
_diffrn_reflns_point_group_measured_fraction_max 0.776
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.977
_diffrn_reflns_theta_min         1.307
_exptl_absorpt_coefficient_mu    8.530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.219
_exptl_crystal_description       Block
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.060
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.3781
_refine_diff_density_max         0.992
_refine_diff_density_min         -1.741
_refine_diff_density_rms         0.310
_refine_ls_abs_structure_details
; 
 Flack x determined using 835 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.037(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2112
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0345
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0800P)²+2.7229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1028
_reflns_Friedel_coverage         0.737
_reflns_Friedel_fraction_full    0.690
_reflns_Friedel_fraction_max     0.711
_reflns_number_gt                2074
_reflns_number_total             2112
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9an02466b1.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 1556851--1556856.cif.'
_cod_database_code               1556856
_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. 
;
_shelx_estimated_absorpt_t_min   0.483
_shelx_estimated_absorpt_t_max   0.629
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, 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
Hg1 Hg -0.5000 0.56678(2) 0.73377(7) 0.0335(2) Uani 1 2 d S T P
I1 I -0.5000 0.48184(3) 0.73012(17) 0.0281(2) Uani 1 2 d S T P
I2 I -0.5000 0.62987(5) 0.94812(17) 0.0441(3) Uani 1 2 d S T P
N1 N 0.0000 0.5172(4) 0.6734(16) 0.019(2) Uani 1 2 d S T P
O1 O 0.0000 0.6364(4) 0.5766(16) 0.030(2) Uani 1 2 d S T P
S1 S -0.3100(3) 0.59340(8) 0.5154(3) 0.0255(5) Uani 1 1 d . . .
N2 N 0.104(3) 0.3203(7) 0.463(4) 0.035(5) Uani 0.5 1 d . . P
S2 S 0.1492(9) 0.3110(2) 0.5085(11) 0.0395(16) Uani 0.5 1 d . . P
C1 C -0.1177(11) 0.6592(4) 0.5312(17) 0.032(2) Uani 1 1 d . . .
H1A H -0.1295 0.6577 0.4133 0.038 Uiso 1 1 calc R U .
H1B H -0.1095 0.6897 0.5624 0.038 Uiso 1 1 calc R U .
C2 C -0.2369(12) 0.6393(3) 0.6139(14) 0.029(2) Uani 1 1 d . . .
H2A H -0.3064 0.6616 0.6252 0.035 Uiso 1 1 calc R U .
H2B H -0.2097 0.6306 0.7234 0.035 Uiso 1 1 calc R U .
C3 C -0.1788(10) 0.5539(4) 0.5159(13) 0.0230(18) Uani 1 1 d . . .
H3A H -0.2125 0.5275 0.4637 0.028 Uiso 1 1 calc R U .
H3B H -0.1042 0.5649 0.4497 0.028 Uiso 1 1 calc R U .
C4 C -0.1237(10) 0.5418(4) 0.6825(12) 0.024(2) Uani 1 1 d . . .
H4A H -0.1075 0.5684 0.7447 0.029 Uiso 1 1 calc R U .
H4B H -0.1914 0.5247 0.7407 0.029 Uiso 1 1 calc R U .
C5 C 0.0000 0.4751(4) 0.6297(17) 0.018(3) Uani 1 2 d S T P
C6 C 0.1213(10) 0.4512(4) 0.6139(12) 0.0221(19) Uani 1 1 d . . .
H6A H 0.2044 0.4653 0.6280 0.026 Uiso 1 1 calc R U .
C7 C 0.1190(11) 0.4081(3) 0.5786(13) 0.0233(19) Uani 1 1 d . . .
H7A H 0.2011 0.3933 0.5661 0.028 Uiso 1 1 calc R U .
C8 C 0.0000 0.3854(5) 0.5606(19) 0.024(3) Uani 1 2 d S T P
C9 C 0.0000 0.3404(5) 0.512(2) 0.025(3) Uani 1 2 d S T P
C10 C 0.067(2) 0.2722(5) 0.428(2) 0.058(4) Uani 1 1 d . . .
C11 C 0.128(3) 0.2372(8) 0.376(3) 0.091(7) Uani 1 1 d . U .
H11A H 0.2224 0.2365 0.3809 0.109 Uiso 1 1 calc R U .
C12 C 0.0697(2) 0.2054(8) 0.322(3) 0.109(9) Uani 1 1 d D U .
H12 H 0.1184 0.1816 0.2814 0.131 Uiso 1 1 calc R U .
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'
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'
S S 0.1246 0.1234 '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'
Hg Hg -2.3894 9.2266 '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
I1 Hg1 I2 138.41(5) . .
I1 Hg1 S1 107.02(6) . .
I2 Hg1 S1 102.73(6) . .
I1 Hg1 S1 107.02(6) . 4_455
I2 Hg1 S1 102.73(6) . 4_455
S1 Hg1 S1 87.28(11) . 4_455
C5 N1 C4 121.3(6) . 4
C5 N1 C4 121.3(6) . .
C4 N1 C4 116.3(12) 4 .
C1 O1 C1 111.5(12) 4 .
C3 S1 C2 104.0(5) . .
C3 S1 Hg1 107.3(4) . .
C2 S1 Hg1 102.7(4) . .
S2 N2 C9 126(4) . .
S2 N2 C10 81(2) . .
C9 N2 C10 109.5(19) . .
N2 S2 C10 75(2) . .
N2 S2 C9 36(3) . .
C10 S2 C9 87.8(9) . .
O1 C1 C2 109.3(10) . .
C1 C2 S1 116.0(8) . .
C4 C3 S1 115.6(7) . .
N1 C4 C3 112.7(9) . .
N1 C5 C6 121.8(6) . 4
N1 C5 C6 121.8(6) . .
C6 C5 C6 116.2(12) 4 .
C7 C6 C5 120.9(9) . .
C6 C7 C8 122.2(10) . .
C7 C8 C7 117.6(14) . 4
C7 C8 C9 121.1(7) . .
C7 C8 C9 121.1(7) 4 .
N2 C9 N2 109(3) . 4
N2 C9 C8 123.9(13) . .
N2 C9 C8 123.9(13) 4 .
N2 C9 S2 115.5(15) . 4
N2 C9 S2 17.5(14) 4 4
C8 C9 S2 120.5(6) . 4
N2 C9 S2 17.5(14) . .
N2 C9 S2 115.5(15) 4 .
C8 C9 S2 120.5(6) . .
S2 C9 S2 117.0(10) 4 .
C11 C10 C10 117.5(16) . 4
C11 C10 N2 138(2) . .
C10 C10 N2 103.7(11) 4 .
C11 C10 S2 121.2(19) . .
C10 C10 S2 120.9(7) 4 .
N2 C10 S2 23.9(10) . .
C12 C11 C10 124(3) . .
C11 C12 C12 118.1(13) . 4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 I1 2.6478(11) .
Hg1 I2 2.6562(14) .
Hg1 S1 2.763(3) .
Hg1 S1 2.763(3) 4_455
N1 C5 1.361(17) .
N1 C4 1.461(12) 4
N1 C4 1.461(11) .
O1 C1 1.429(13) 4
O1 C1 1.429(13) .
S1 C3 1.803(10) .
S1 C2 1.806(11) .
N2 S2 0.66(2) .
N2 C9 1.28(3) .
N2 C10 1.57(3) .
S2 C10 1.609(18) .
S2 C9 1.757(12) .
C1 C2 1.512(16) .
C3 C4 1.540(15) .
C5 C6 1.435(12) 4
C5 C6 1.435(12) .
C6 C7 1.374(15) .
C7 C8 1.397(13) .
C8 C7 1.397(13) 4
C8 C9 1.46(2) .
C9 N2 1.28(3) 4
C9 S2 1.757(12) 4
C10 C11 1.32(3) .
C10 C10 1.34(4) 4
C11 C12 1.24(3) .
C12 C12 1.400(5) 4
