#------------------------------------------------------------------------------
#$Date: 2019-11-23 23:24:10 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235580 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/36/1553654.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_1553654
loop_
_publ_author_name
'Samanta, Soham'
'Halder, Senjuti'
'Dey, Poulomi'
'Manna, Utsab'
'Ramesh, Aiyagari'
'Das, Gopal'
_publ_section_title
;
 A ratiometric fluorogenic probe for the real-time detection of
 SO₃²⁻ in aqueous medium: application in a cellulose
 paper based device and potential to sense SO₃²⁻ in
 mitochondria.
;
_journal_issue                   1
_journal_name_full               'The Analyst'
_journal_page_first              250
_journal_page_last               257
_journal_paper_doi               10.1039/c7an01368j
_journal_volume                  143
_journal_year                    2017
_chemical_formula_moiety         'C42 H42 N2, 2(I)'
_chemical_formula_sum            'C42 H42 I2 N2'
_chemical_formula_weight         828.58
_space_group_crystal_system      hexagonal
_space_group_IT_number           178
_space_group_name_Hall           'P 61 2 (0 0 5)'
_space_group_name_H-M_alt        'P 61 2 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-02-23 deposited with the CCDC.
2017-11-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   15.6598(11)
_cell_length_b                   15.6598(11)
_cell_length_c                   34.080(2)
_cell_measurement_reflns_used    2887
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.4140
_cell_measurement_theta_min      3.1460
_cell_volume                     7237.7(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'CCD and area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1630
_diffrn_reflns_av_unetI/netI     0.1265
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            22856
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.894
_diffrn_reflns_theta_min         3.063
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'orange red'
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_description       plate
_exptl_crystal_F_000             2484.0
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   0.747
_exptl_transmission_factor_min   0.678
_refine_diff_density_max         0.702
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.157
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.14(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         5814
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.1956
_refine_ls_R_factor_gt           0.1231
_refine_ls_shift/su_max          0.098
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1400P)²+0.3538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3163
_refine_ls_wR_factor_ref         0.3489
_reflns_Friedel_coverage         0.653
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.877
_reflns_number_gt                2029
_reflns_number_total             5814
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7an01368j3.cif
_cod_data_source_block           L
_cod_original_cell_volume        7237.7(13)
_cod_original_sg_symbol_Hall     'P 61 2 (0 0 -1)'
_cod_database_code               1553654
_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, x, z+1/6'
'-y, -x, -z+5/6'
'-y, x-y, z+1/3'
'-x, -x+y, -z+2/3'
'x-y, -y, -z'
'-x, -y, z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/6'
'y, -x+y, z+5/6'
'-x+y, -x, z+2/3'
'y, x, -z+1/3'
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
I0AA I 0.35406(15) 0.30453(14) 0.45176(5) 0.1441(9) Uani 1 1 d . . .
C15 C 0.6335(11) 0.4674(8) 0.5591(3) 0.059(3) Uani 1 1 d . . .
H15 H 0.6737 0.5305 0.5492 0.071 Uiso 1 1 calc R U .
C16 C 0.6789(8) 0.4137(9) 0.5718(3) 0.054(3) Uani 1 1 d . . .
C18 C 0.7784(11) 0.4591(10) 0.5714(3) 0.067(3) Uani 1 1 d . . .
H18 H 0.8122 0.5237 0.5622 0.080 Uiso 1 1 calc R U .
C10 C 0.5355(11) 0.5920(9) 0.5365(3) 0.068(4) Uani 1 1 d . . .
N1 N 0.3895(8) 0.4537(9) 0.5548(3) 0.073(3) Uani 1 1 d . . .
C9 C 0.4463(14) 0.6092(11) 0.5314(5) 0.086(4) Uani 1 1 d . . .
C11 C 0.4879(11) 0.4941(13) 0.5508(4) 0.082(4) Uani 1 1 d . . .
C6 C 0.2595(16) 0.6007(14) 0.5337(4) 0.096(5) Uani 1 1 d . . .
H6 H 0.1983 0.5969 0.5342 0.116 Uiso 1 1 calc R U .
C3 C 0.4460(11) 0.6973(11) 0.5175(3) 0.067(3) Uani 1 1 d . . .
C13 C 0.5852(11) 0.5960(11) 0.4936(3) 0.072(4) Uani 1 1 d . . .
H13A H 0.6550 0.6232 0.4966 0.109 Uiso 1 1 calc R U .
H13B H 0.5730 0.6367 0.4760 0.109 Uiso 1 1 calc R U .
H13C H 0.5566 0.5306 0.4830 0.109 Uiso 1 1 calc R U .
C23 C 0.3545(15) 0.6907(12) 0.5218(3) 0.089(5) Uani 1 1 d . . .
C14 C 0.5327(12) 0.4317(10) 0.5604(4) 0.080(4) Uani 1 1 d . . .
H14 H 0.4912 0.3663 0.5675 0.096 Uiso 1 1 calc R U .
C5 C 0.330(2) 0.765(2) 0.5099(5) 0.128(9) Uani 1 1 d . . .
H5 H 0.2683 0.7603 0.5098 0.153 Uiso 1 1 calc R U .
C7 C 0.2766(15) 0.5219(17) 0.5442(5) 0.105(6) Uani 1 1 d . . .
H7 H 0.2235 0.4615 0.5517 0.126 Uiso 1 1 calc R U .
C8 C 0.3656(10) 0.5329(12) 0.5434(4) 0.069(3) Uani 1 1 d . . .
C21 C 0.530(2) 0.7842(14) 0.5051(4) 0.120(8) Uani 1 1 d . . .
H21 H 0.5922 0.7898 0.5037 0.144 Uiso 1 1 calc R U .
C12 C 0.6133(12) 0.6719(14) 0.5696(4) 0.087(4) Uani 1 1 d . . .
H12A H 0.5765 0.6830 0.5894 0.131 Uiso 1 1 calc R U .
H12B H 0.6573 0.7331 0.5568 0.131 Uiso 1 1 calc R U .
H12C H 0.6507 0.6453 0.5814 0.131 Uiso 1 1 calc R U .
C20 C 0.3150(13) 0.3567(16) 0.5676(6) 0.145(9) Uani 1 1 d D U .
H20A H 0.3278 0.3108 0.5533 0.174 Uiso 1 1 calc R U .
H20B H 0.2531 0.3477 0.5576 0.174 Uiso 1 1 calc R U .
C17 C 0.6298(16) 0.3149(8) 0.5833 0.066(5) Uani 1 2 d S T P
H17 H 0.5612 0.2806 0.5833 0.079 Uiso 1 2 calc R U P
C19 C 0.8349(11) 0.4175(6) 0.5833 0.057(4) Uani 1 2 d S T P
H19 H 0.9035 0.4518 0.5833 0.069 Uiso 1 2 calc R U P
C22 C 0.293(2) 0.318(3) 0.6101(5) 0.201(14) Uani 1 1 d D U .
H22A H 0.3266 0.2816 0.6154 0.302 Uiso 1 1 calc R U .
H22B H 0.2237 0.2755 0.6134 0.302 Uiso 1 1 calc R U .
H22C H 0.3166 0.3725 0.6279 0.302 Uiso 1 1 calc R U .
C25 C 0.425(2) 0.849(2) 0.4981(5) 0.125(8) Uani 1 1 d . . .
H25 H 0.4203 0.9040 0.4915 0.150 Uiso 1 1 calc R U .
C24 C 0.5135(17) 0.8638(11) 0.4948(4) 0.092(5) Uani 1 1 d . . .
H24 H 0.5647 0.9240 0.4861 0.110 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'
I I -0.4742 1.8119 '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
C14 C15 C16 124.0(11) .
C18 C16 C17 116.0(13) .
C18 C16 C15 118.3(12) .
C17 C16 C15 125.7(13) .
C16 C18 C19 125.7(13) .
C11 C10 C9 101.1(12) .
C11 C10 C13 109.4(12) .
C9 C10 C13 110.1(11) .
C11 C10 C12 111.7(10) .
C9 C10 C12 109.0(11) .
C13 C10 C12 114.7(11) .
C11 N1 C20 130.9(12) .
C11 N1 C8 106.4(11) .
C20 N1 C8 122.6(12) .
C8 C9 C3 120.8(15) .
C8 C9 C10 110.5(11) .
C3 C9 C10 128.7(15) .
N1 C11 C10 113.7(12) .
N1 C11 C14 118.2(13) .
C10 C11 C14 128.1(14) .
C7 C6 C23 110.5(17) .
C23 C3 C21 122.5(16) .
C23 C3 C9 112.6(14) .
C21 C3 C9 124.6(16) .
C3 C23 C5 126(2) .
C3 C23 C6 126.7(15) .
C5 C23 C6 107(2) .
C15 C14 C11 122.8(13) .
C23 C5 C25 104(2) .
C8 C7 C6 121.6(19) .
C9 C8 C7 127.3(15) .
C9 C8 N1 108.1(11) .
C7 C8 N1 124.5(15) .
C3 C21 C24 115(2) .
N1 C20 C22 127(2) .
C16 C17 C16 123.0(18) 9_556
C18 C19 C18 113.4(16) 9_556
C24 C25 C5 135(2) .
C25 C24 C21 118(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C15 C14 1.39(2) .
C15 C16 1.414(17) .
C16 C18 1.351(18) .
C16 C17 1.396(16) .
C18 C19 1.397(16) .
C10 C11 1.42(2) .
C10 C9 1.56(2) .
C10 C13 1.641(15) .
C10 C12 1.67(2) .
N1 C11 1.349(19) .
N1 C20 1.45(2) .
N1 C8 1.513(18) .
C9 C8 1.30(2) .
C9 C3 1.46(2) .
C11 C14 1.50(2) .
C6 C7 1.43(3) .
C6 C23 1.51(3) .
C3 C23 1.39(2) .
C3 C21 1.40(3) .
C23 C5 1.45(3) .
C5 C25 1.46(4) .
C7 C8 1.32(2) .
C21 C24 1.44(3) .
C20 C22 1.5400(13) .
C17 C16 1.396(16) 9_556
C19 C18 1.397(16) 9_556
C25 C24 1.29(3) .
