# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2009

data_global

_journal_coden_Cambridge         440

loop_
_publ_author_name
'Chun-ying Duan.'
'Xin Cao.'
'Cheng He.'
'Li-xia Xie.'
'Wenbo Yan.'
'Hui Zhang.'

_publ_contact_author_name        'Chun-ying Duan'
_publ_contact_author_email       DUANCY@NJU.EDU.CN

_publ_section_title              
;
Conformational Switching Fluorescent Chemodosimeter
for Selective Detection of Silver(I) Ion
;

# Attachment 'B904369A_SAD.cif'

data_sad
_database_code_depnum_ccdc_archive 'CCDC 734226'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H52 Br2 N4 O2'
_chemical_formula_weight         900.78

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.8056(9)
_cell_length_b                   12.5425(11)
_cell_length_c                   16.8485(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.964(2)
_cell_angle_gamma                90.00
_cell_volume                     2266.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             932
_exptl_absorpt_coefficient_mu    1.831
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6096
_exptl_absorpt_correction_T_max  0.7109
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_reflns_number            11004
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_sigmaI/netI    0.1230
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3978
_reflns_number_gt                1635
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    'riding mode'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3978
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1645
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1573
_refine_ls_wR_factor_gt          0.1381
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N2 N 0.0910(4) 0.8576(4) 0.9067(3) 0.0512(13) Uani 1 1 d . . .
C1 C -0.2441(6) 0.6012(6) 0.9666(4) 0.094(2) Uani 1 1 d . . .
H1A H -0.2552 0.6521 1.0076 0.141 Uiso 1 1 calc R . .
H1B H -0.3081 0.5479 0.9647 0.141 Uiso 1 1 calc R . .
H1C H -0.2491 0.6368 0.9158 0.141 Uiso 1 1 calc R . .
C2 C -0.1150(6) 0.5476(6) 0.9850(4) 0.0612(18) Uani 1 1 d . . .
C3 C -0.0194(8) 0.5996(5) 1.0302(4) 0.0584(18) Uani 1 1 d . . .
C4 C 0.0952(7) 0.5514(6) 1.0464(4) 0.0622(19) Uani 1 1 d . . .
C5 C 0.2040(7) 0.6085(6) 1.0960(4) 0.096(3) Uani 1 1 d . . .
H5A H 0.2723 0.6155 1.0648 0.145 Uiso 1 1 calc R . .
H5B H 0.2303 0.5678 1.1433 0.145 Uiso 1 1 calc R . .
H5C H 0.1775 0.6780 1.1109 0.145 Uiso 1 1 calc R . .
C6 C -0.0365(6) 0.7125(5) 1.0610(4) 0.074(2) Uani 1 1 d . . .
H6A H -0.1246 0.7289 1.0585 0.089 Uiso 1 1 calc R . .
H6B H 0.0004 0.7181 1.1163 0.089 Uiso 1 1 calc R . .
C7 C 0.0249(6) 0.7800(5) 0.9330(4) 0.0548(17) Uani 1 1 d . . .
H7 H -0.0155 0.7268 0.9013 0.066 Uiso 1 1 calc R . .
C8 C 0.0913(6) 0.8773(5) 1.0367(4) 0.0533(17) Uani 1 1 d . . .
C9 C 0.1153(6) 0.9225(5) 1.1118(4) 0.0658(19) Uani 1 1 d . . .
H9 H 0.0844 0.8931 1.1562 0.079 Uiso 1 1 calc R . .
C10 C 0.1876(6) 1.0136(7) 1.1174(4) 0.081(2) Uani 1 1 d . . .
H10 H 0.2072 1.0462 1.1669 0.098 Uiso 1 1 calc R . .
C11 C 0.2325(6) 1.0584(5) 1.0493(5) 0.076(2) Uani 1 1 d . . .
H11 H 0.2812 1.1197 1.0551 0.092 Uiso 1 1 calc R . .
C12 C 0.2060(6) 1.0135(6) 0.9748(4) 0.0682(19) Uani 1 1 d . . .
H12 H 0.2346 1.0435 0.9300 0.082 Uiso 1 1 calc R . .
C13 C 0.1349(6) 0.9218(5) 0.9697(4) 0.0514(16) Uani 1 1 d . . .
C14 C 0.1211(6) 0.8674(5) 0.8242(4) 0.0609(18) Uani 1 1 d . . .
H14A H 0.1114 0.9410 0.8070 0.073 Uiso 1 1 calc R . .
H14B H 0.0636 0.8243 0.7890 0.073 Uiso 1 1 calc R . .
C15 C 0.2530(6) 0.8314(6) 0.8186(3) 0.0561(17) Uani 1 1 d . . .
C16 C 0.3423(7) 0.9058(6) 0.8117(4) 0.073(2) Uani 1 1 d . . .
H16 H 0.3197 0.9773 0.8077 0.088 Uiso 1 1 calc R . .
C17 C 0.4673(7) 0.8778(7) 0.8106(4) 0.087(2) Uani 1 1 d . . .
H17 H 0.5265 0.9305 0.8060 0.104 Uiso 1 1 calc R . .
C18 C 0.5023(7) 0.7750(8) 0.8163(4) 0.089(3) Uani 1 1 d . . .
H18 H 0.5857 0.7570 0.8158 0.107 Uiso 1 1 calc R . .
C19 C 0.4131(7) 0.6942(7) 0.8229(4) 0.071(2) Uani 1 1 d . . .
C20 C 0.4452(8) 0.5857(9) 0.8302(5) 0.102(3) Uani 1 1 d . . .
H20 H 0.5286 0.5667 0.8310 0.122 Uiso 1 1 calc R . .
C21 C 0.3609(11) 0.5082(7) 0.8360(5) 0.103(3) Uani 1 1 d . . .
H21 H 0.3860 0.4374 0.8409 0.124 Uiso 1 1 calc R . .
C22 C 0.2351(9) 0.5349(7) 0.8346(4) 0.091(3) Uani 1 1 d . . .
H22 H 0.1764 0.4818 0.8393 0.109 Uiso 1 1 calc R . .
C23 C 0.1985(7) 0.6385(6) 0.8263(4) 0.068(2) Uani 1 1 d . . .
H23 H 0.1140 0.6548 0.8225 0.082 Uiso 1 1 calc R . .
C24 C 0.2859(6) 0.7217(6) 0.8232(3) 0.0588(18) Uani 1 1 d . . .
N1 N 0.0243(5) 0.7888(4) 1.0112(3) 0.0563(14) Uani 1 1 d . . .
Br1 Br -0.15315(7) 0.67904(7) 0.75413(5) 0.0911(4) Uani 1 1 d . . .
O1 O -0.3615(6) 0.7208(5) 0.5974(3) 0.135(2) Uani 1 1 d . . .
H1O H -0.3353 0.6911 0.6395 0.202 Uiso 1 1 calc R . .
C25 C -0.5081(8) 0.6958(7) 0.5757(8) 0.229(7) Uani 1 1 d . . .
H25A H -0.5366 0.7238 0.5236 0.344 Uiso 1 1 calc R . .
H25B H -0.5537 0.7286 0.6146 0.344 Uiso 1 1 calc R . .
H25C H -0.5213 0.6201 0.5759 0.344 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N2 0.055(3) 0.051(4) 0.050(3) -0.004(3) 0.014(3) -0.004(3)
C1 0.083(6) 0.096(6) 0.104(6) 0.009(5) 0.008(5) -0.005(5)
C2 0.063(5) 0.064(5) 0.058(5) 0.011(4) 0.011(4) -0.004(4)
C3 0.071(5) 0.058(5) 0.048(4) 0.001(4) 0.013(4) -0.005(4)
C4 0.077(6) 0.061(5) 0.047(4) -0.003(4) 0.003(4) -0.017(4)
C5 0.108(6) 0.085(6) 0.089(6) -0.004(5) -0.016(5) -0.007(5)
C6 0.089(5) 0.071(6) 0.067(5) -0.009(4) 0.023(4) -0.007(4)
C7 0.064(5) 0.048(5) 0.056(5) -0.005(4) 0.020(4) -0.006(3)
C8 0.056(4) 0.045(4) 0.060(5) -0.006(4) 0.010(4) 0.007(3)
C9 0.077(5) 0.053(5) 0.068(5) -0.003(4) 0.011(4) -0.004(4)
C10 0.079(6) 0.092(7) 0.070(5) -0.024(5) -0.001(4) 0.008(5)
C11 0.074(5) 0.059(5) 0.095(6) -0.011(5) 0.004(5) -0.009(4)
C12 0.070(5) 0.066(6) 0.067(5) -0.006(4) 0.006(4) -0.002(4)
C13 0.058(4) 0.036(4) 0.062(5) 0.002(4) 0.011(4) 0.007(3)
C14 0.064(5) 0.059(5) 0.060(5) 0.004(4) 0.009(4) 0.001(3)
C15 0.063(5) 0.063(5) 0.043(4) 0.013(4) 0.010(3) -0.005(4)
C16 0.078(6) 0.079(6) 0.068(5) 0.007(4) 0.026(4) 0.004(5)
C17 0.075(6) 0.095(7) 0.093(6) 0.000(5) 0.024(5) -0.012(5)
C18 0.051(5) 0.132(8) 0.086(6) -0.014(6) 0.017(4) 0.004(6)
C19 0.070(6) 0.083(7) 0.059(5) -0.010(4) 0.006(4) 0.018(5)
C20 0.087(7) 0.122(9) 0.095(7) -0.015(7) 0.006(5) 0.036(7)
C21 0.145(10) 0.074(7) 0.092(6) -0.004(5) 0.020(7) 0.040(7)
C22 0.136(8) 0.066(6) 0.078(6) 0.001(5) 0.041(6) -0.001(6)
C23 0.088(6) 0.064(5) 0.057(5) -0.005(4) 0.025(4) 0.004(5)
C24 0.065(5) 0.070(6) 0.043(4) 0.008(4) 0.013(3) 0.002(4)
N1 0.075(4) 0.042(4) 0.056(4) -0.005(3) 0.025(3) -0.007(3)
Br1 0.0733(6) 0.1182(7) 0.0828(6) -0.0134(5) 0.0137(4) -0.0154(5)
O1 0.186(7) 0.124(5) 0.095(5) 0.009(4) 0.016(4) 0.026(5)
C25 0.111(8) 0.148(9) 0.47(2) 0.003(11) 0.208(12) -0.007(7)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
N2 C7 1.315(6) . ?
N2 C13 1.369(7) . ?
N2 C14 1.471(7) . ?
C1 C2 1.545(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.372(8) . ?
C2 C4 1.375(8) 3_567 ?
C3 C4 1.376(8) . ?
C3 C6 1.527(8) . ?
C4 C2 1.375(8) 3_567 ?
C4 C5 1.535(8) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N1 1.478(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N1 1.323(7) . ?
C7 H7 0.9300 . ?
C8 N1 1.366(7) . ?
C8 C9 1.383(8) . ?
C8 C13 1.391(8) . ?
C9 C10 1.381(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.415(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.373(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(8) . ?
C12 H12 0.9300 . ?
C14 C15 1.510(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.357(8) . ?
C15 C24 1.420(8) . ?
C16 C17 1.398(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.343(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.413(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.407(10) . ?
C19 C24 1.418(8) . ?
C20 C21 1.343(10) . ?
C20 H20 0.9300 . ?
C21 C22 1.397(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.360(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.413(8) . ?
C23 H23 0.9300 . ?
O1 C25 1.614(10) . ?
O1 H1O 0.8200 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
C7 N2 C13 109.0(5) . . ?
C7 N2 C14 124.8(5) . . ?
C13 N2 C14 126.0(5) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C4 120.1(6) . 3_567 ?
C3 C2 C1 120.3(7) . . ?
C4 C2 C1 119.6(7) 3_567 . ?
C2 C3 C4 120.0(6) . . ?
C2 C3 C6 121.1(7) . . ?
C4 C3 C6 118.9(7) . . ?
C2 C4 C3 119.9(6) 3_567 . ?
C2 C4 C5 119.1(8) 3_567 . ?
C3 C4 C5 120.9(7) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C3 109.1(5) . . ?
N1 C6 H6A 109.9 . . ?
C3 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
C3 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N2 C7 N1 110.0(5) . . ?
N2 C7 H7 125.0 . . ?
N1 C7 H7 125.0 . . ?
N1 C8 C9 130.8(7) . . ?
N1 C8 C13 106.8(6) . . ?
C9 C8 C13 122.4(6) . . ?
C10 C9 C8 116.3(7) . . ?
C10 C9 H9 121.9 . . ?
C8 C9 H9 121.9 . . ?
C9 C10 C11 121.3(7) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 121.6(7) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 116.9(7) . . ?
C11 C12 H12 121.5 . . ?
C13 C12 H12 121.5 . . ?
N2 C13 C12 132.6(7) . . ?
N2 C13 C8 105.9(6) . . ?
C12 C13 C8 121.5(7) . . ?
N2 C14 C15 110.7(5) . . ?
N2 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C24 119.7(6) . . ?
C16 C15 C14 119.1(6) . . ?
C24 C15 C14 121.2(6) . . ?
C15 C16 C17 121.7(7) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C18 C17 C16 120.3(8) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.3(8) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C20 C19 C18 122.5(8) . . ?
C20 C19 C24 117.7(8) . . ?
C18 C19 C24 119.8(7) . . ?
C21 C20 C19 122.9(9) . . ?
C21 C20 H20 118.5 . . ?
C19 C20 H20 118.5 . . ?
C20 C21 C22 119.5(9) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 120.1(8) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 121.4(7) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C23 C24 C19 118.2(7) . . ?
C23 C24 C15 123.6(7) . . ?
C19 C24 C15 118.1(7) . . ?
C7 N1 C8 108.3(5) . . ?
C7 N1 C6 124.6(6) . . ?
C8 N1 C6 127.1(6) . . ?
C25 O1 H1O 109.5 . . ?
O1 C25 H25A 109.5 . . ?
O1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.068