# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2002

data_ccB202976F

_database_code_CSD	190544


_journal_coden_Cambridge      182


loop_
_publ_author_name
'Guo, Zijian'
'Chen, Lizhen'
'Ding, Jun'
'Gao, Xiang'
'Jiang, Pengju'
'Lin, Jun'
'Liu, Qin'

_publ_contact_author_name     	'Prof Zijian Guo'  
_publ_contact_author_address 
;
Coordination Chemistry Institute
Nanjing University
Nanjing
Jiangsu Province
210093
CHINA
;

_publ_contact_author_email       'ZGUO@NETRA.NJU.EDU.CN'

_publ_requested_journal       'Chemical Communications'


_publ_section_title		
;
Novel Zinc Fluorescent Probe Bearing Dansyl and Aminoquinoline
Groups
;

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          'C21 H19 N3 O2 S' 
_chemical_formula_sum 
'C21 H19 N3 O2 S' 
_chemical_formula_weight          377.45

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' 

_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                    8.397(2) 
_cell_length_b                    13.967(3) 
_cell_length_c                    15.759(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  94.85(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      1841.6(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     25
_cell_measurement_theta_min       3.56
_cell_measurement_theta_max       13.50

_exptl_crystal_description        'block'
_exptl_crystal_colour             'greenish yellow'
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.15
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.361 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              792 
_exptl_absorpt_coefficient_mu     0.197 
_exptl_absorpt_correction_type    'empirical'
_exptl_absorpt_correction_T_min   0.943
_exptl_absorpt_correction_T_max   0.971

_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   'CAD 4'
_diffrn_measurement_method        '\w scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          3
_diffrn_standards_interval_count  97 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         3.60
_diffrn_reflns_number             3452 
_diffrn_reflns_av_R_equivalents   0.0577 
_diffrn_reflns_av_sigmaI/netI     0.0380 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -18 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          1.95 
_diffrn_reflns_theta_max          24.98 
_reflns_number_total              3220 
_reflns_number_gt                 1939 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'CAD-4 Software (Enraf-Nonius 1990)'
_computing_cell_refinement        'CAD-4 Software (Enraf-Nonius 1990)'
_computing_data_reduction         'CAD-4 Software (Enraf-Nonius 1990)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL-97 (Sheldrick, 1997)' 
_computing_publication_material   
'SHELXTL-97 (Sheldrick, 1997) and PLATON (Spek, 1990)'

_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 w=1/[\s^2^(Fo^2^)+(0.2000P)^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     mixed 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.053(15) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          3220 
_refine_ls_number_parameters      245 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.3398 
_refine_ls_R_factor_gt            0.2483 
_refine_ls_wR_factor_ref          0.6205 
_refine_ls_wR_factor_gt           0.5043 
_refine_ls_goodness_of_fit_ref    2.850 
_refine_ls_restrained_S_all       2.850 
_refine_ls_shift/su_max           0.560 
_refine_ls_shift/su_mean          0.081 

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_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
S1 S 0.2112(2) 0.18309(12) 0.90240(15) 0.0560(6) Uani 1 d . . . 
O1 O 0.3083(7) 0.1546(4) 0.8358(4) 0.0681(18) Uani 1 d . . . 
O2 O 0.1961(8) 0.1222(4) 0.9728(4) 0.0718(19) Uani 1 d . . . 
N1 N -0.3895(8) 0.3647(4) 0.6633(4) 0.0533(18) Uani 1 d . . . 
N2 N 0.2881(7) 0.2830(4) 0.9343(4) 0.0475(17) Uani 1 d . . . 
H2B H 0.3792 0.3009 0.9125 0.080 Uiso 1 d R . . 
N3 N 0.3347(9) 0.4668(5) 0.9087(5) 0.071(2) Uani 1 d . . . 
C1 C 0.0137(10) 0.2049(5) 0.8580(6) 0.055(2) Uani 1 d . . . 
C2 C -0.1036(9) 0.1509(5) 0.8899(5) 0.052(2) Uani 1 d . . . 
H2A H -0.0786 0.1087 0.9372 0.080 Uiso 1 d R . . 
C3 C -0.2595(10) 0.1575(6) 0.8544(6) 0.060(2) Uani 1 d . . . 
H3A H -0.3408 0.1174 0.8748 0.080 Uiso 1 d R . . 
C4 C -0.3032(10) 0.2226(5) 0.7905(6) 0.052(2) Uani 1 d . . . 
H4A H -0.4119 0.2267 0.7663 0.080 Uiso 1 d R . . 
C5 C -0.1856(8) 0.2822(4) 0.7565(5) 0.0429(18) Uani 1 d . . . 
C6 C -0.2235(8) 0.3527(5) 0.6911(5) 0.0453(19) Uani 1 d . . . 
C7 C -0.1018(10) 0.4029(6) 0.6590(6) 0.062(2) Uani 1 d . . . 
H7A H -0.1279 0.4488 0.6147 0.080 Uiso 1 d R . . 
C8 C 0.0591(10) 0.3880(6) 0.6902(6) 0.062(2) Uani 1 d . . . 
H8A H 0.1414 0.4237 0.6655 0.080 Uiso 1 d R . . 
C9 C 0.0956(9) 0.3263(6) 0.7483(6) 0.060(2) Uani 1 d . . . 
H9A H 0.2063 0.3174 0.7673 0.080 Uiso 1 d R . . 
C10 C -0.0195(9) 0.2707(5) 0.7886(5) 0.0463(19) Uani 1 d . . . 
C11 C -0.4243(13) 0.4068(7) 0.5807(8) 0.089(4) Uani 1 d . . . 
H11A H -0.3674 0.3721 0.5402 0.080 Uiso 1 d R . . 
H11B H -0.5372 0.4009 0.5660 0.080 Uiso 1 d R . . 
H11C H -0.3945 0.4731 0.5799 0.080 Uiso 1 d R . . 
C12 C -0.4709(11) 0.4174(8) 0.7262(8) 0.092(4) Uani 1 d . . . 
H12A H -0.4438 0.3911 0.7818 0.080 Uiso 1 d R . . 
H12B H -0.4412 0.4838 0.7258 0.080 Uiso 1 d R . . 
H12C H -0.5839 0.4115 0.7119 0.080 Uiso 1 d R . . 
C13 C 0.2305(11) 0.3470(5) 0.9961(6) 0.061(2) Uani 1 d . . . 
C14 C 0.1450(12) 0.3221(7) 1.0587(6) 0.067(3) Uani 1 d . . . 
H14A H 0.1191 0.2560 1.0672 0.080 Uiso 1 d R . . 
C15 C 0.0974(16) 0.3955(8) 1.1184(7) 0.096(3) Uani 1 d . . . 
H15A H 0.0413 0.3761 1.1662 0.080 Uiso 1 d R . . 
C16 C 0.1329(14) 0.4872(7) 1.1075(6) 0.075(3) Uani 1 d . . . 
H16A H 0.1012 0.5340 1.1474 0.080 Uiso 1 d R . . 
C17 C 0.2093(12) 0.5153(5) 1.0376(7) 0.065(3) Uani 1 d . . . 
C18 C 0.2498(13) 0.6128(6) 1.0226(7) 0.076(3) Uani 1 d . . . 
H18A H 0.2174 0.6634 1.0585 0.080 Uiso 1 d R . . 
C19 C 0.3265(14) 0.6338(6) 0.9516(9) 0.092(4) Uani 1 d . . . 
H19A H 0.3543 0.6989 0.9401 0.080 Uiso 1 d R . . 
C20 C 0.3674(15) 0.5582(7) 0.8905(9) 0.096(4) Uani 1 d . . . 
H20A H 0.4243 0.5748 0.8422 0.080 Uiso 1 d R . . 
C22 C 0.2647(10) 0.4458(5) 0.9806(6) 0.052(2) Uani 1 d . . . 

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 
S1 0.0638(12) 0.0202(8) 0.0850(15) -0.0023(9) 0.0116(11) 0.0090(8) 
O1 0.065(3) 0.039(3) 0.104(4) -0.010(3) 0.029(3) 0.016(3) 
O2 0.089(4) 0.026(2) 0.096(4) 0.007(3) -0.016(4) 0.005(3) 
N1 0.058(3) 0.034(3) 0.071(4) 0.004(3) 0.021(3) -0.002(3) 
N2 0.036(3) 0.043(3) 0.064(4) -0.003(3) 0.009(3) -0.002(3) 
N3 0.080(5) 0.031(3) 0.107(6) -0.010(4) 0.033(4) -0.005(3) 
C1 0.059(4) 0.019(3) 0.090(6) -0.011(3) 0.023(4) 0.004(3) 
C2 0.058(4) 0.027(3) 0.072(5) 0.001(3) 0.019(4) 0.002(3) 
C3 0.062(4) 0.038(4) 0.083(6) -0.004(4) 0.026(4) -0.015(4) 
C4 0.056(4) 0.033(3) 0.072(5) -0.010(4) 0.027(4) -0.011(3) 
C5 0.049(4) 0.021(3) 0.062(4) -0.015(3) 0.025(3) -0.005(3) 
C6 0.042(4) 0.024(3) 0.071(5) -0.011(3) 0.013(3) -0.005(3) 
C7 0.074(5) 0.030(3) 0.086(6) 0.002(4) 0.031(4) 0.005(4) 
C8 0.063(4) 0.046(4) 0.081(5) 0.012(4) 0.033(4) 0.002(4) 
C9 0.046(4) 0.040(4) 0.098(6) 0.008(4) 0.031(4) 0.000(3) 
C10 0.058(4) 0.026(3) 0.059(4) -0.001(3) 0.027(3) 0.001(3) 
C11 0.081(6) 0.048(5) 0.136(9) 0.008(6) 0.008(6) -0.005(5) 
C12 0.068(5) 0.072(6) 0.140(9) -0.005(7) 0.042(6) 0.015(5) 
C13 0.094(6) 0.022(3) 0.069(5) -0.012(3) 0.023(5) -0.007(4) 
C14 0.088(6) 0.052(5) 0.064(5) -0.003(4) 0.015(5) -0.018(5) 
C15 0.149(8) 0.058(6) 0.091(7) -0.003(5) 0.067(6) -0.004(7) 
C16 0.121(8) 0.054(5) 0.055(5) -0.022(4) 0.031(5) 0.004(5) 
C17 0.081(6) 0.022(3) 0.093(6) -0.015(4) 0.010(5) 0.000(4) 
C18 0.128(8) 0.022(4) 0.082(6) -0.004(4) 0.026(6) 0.003(5) 
C19 0.099(7) 0.024(4) 0.154(11) 0.002(5) 0.020(7) -0.005(4) 
C20 0.121(8) 0.039(5) 0.134(9) 0.013(6) 0.040(7) -0.006(5) 
C22 0.061(4) 0.029(3) 0.070(5) -0.003(4) 0.024(4) -0.006(3) 

_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 
S1 O2 1.412(7) . ? 
S1 O1 1.438(6) . ? 
S1 N2 1.601(6) . ? 
S1 C1 1.772(9) . ? 
N1 C11 1.436(13) . ? 
N1 C6 1.435(10) . ? 
N1 C12 1.450(12) . ? 
N2 C13 1.435(10) . ? 
N3 C20 1.342(12) . ? 
N3 C22 1.353(11) . ? 
C1 C2 1.370(11) . ? 
C1 C10 1.437(11) . ? 
C2 C3 1.382(11) . ? 
C3 C4 1.382(12) . ? 
C4 C5 1.430(10) . ? 
C5 C10 1.452(10) . ? 
C5 C6 1.443(10) . ? 
C6 C7 1.370(11) . ? 
C7 C8 1.413(12) . ? 
C8 C9 1.276(12) . ? 
C9 C10 1.430(11) . ? 
C13 C14 1.316(12) . ? 
C13 C22 1.434(11) . ? 
C14 C15 1.469(14) . ? 
C15 C16 1.330(14) . ? 
C16 C17 1.378(14) . ? 
C17 C22 1.427(12) . ? 
C17 C18 1.427(11) . ? 
C18 C19 1.369(16) . ? 
C19 C20 1.489(16) . ? 

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 
O2 S1 O1 120.1(4) . . ? 
O2 S1 N2 109.8(4) . . ? 
O1 S1 N2 103.4(3) . . ? 
O2 S1 C1 105.7(4) . . ? 
O1 S1 C1 109.2(4) . . ? 
N2 S1 C1 108.3(3) . . ? 
C11 N1 C6 116.2(7) . . ? 
C11 N1 C12 109.9(8) . . ? 
C6 N1 C12 110.7(7) . . ? 
C13 N2 S1 127.3(5) . . ? 
C20 N3 C22 119.8(9) . . ? 
C2 C1 C10 122.2(7) . . ? 
C2 C1 S1 116.0(6) . . ? 
C10 C1 S1 121.7(6) . . ? 
C1 C2 C3 120.0(8) . . ? 
C4 C3 C2 121.5(7) . . ? 
C3 C4 C5 120.4(7) . . ? 
C4 C5 C10 118.6(7) . . ? 
C4 C5 C6 123.2(7) . . ? 
C10 C5 C6 118.2(6) . . ? 
C7 C6 N1 124.3(7) . . ? 
C7 C6 C5 119.1(7) . . ? 
N1 C6 C5 116.6(6) . . ? 
C6 C7 C8 121.2(8) . . ? 
C9 C8 C7 120.9(8) . . ? 
C8 C9 C10 123.7(8) . . ? 
C9 C10 C1 126.2(7) . . ? 
C9 C10 C5 116.8(7) . . ? 
C1 C10 C5 117.0(7) . . ? 
C14 C13 N2 125.5(7) . . ? 
C14 C13 C22 120.8(8) . . ? 
N2 C13 C22 113.6(7) . . ? 
C13 C14 C15 119.4(9) . . ? 
C16 C15 C14 120.9(10) . . ? 
C15 C16 C17 120.1(9) . . ? 
C16 C17 C22 120.5(7) . . ? 
C16 C17 C18 122.6(9) . . ? 
C22 C17 C18 116.7(9) . . ? 
C19 C18 C17 118.4(9) . . ? 
C18 C19 C20 121.8(8) . . ? 
N3 C20 C19 118.3(11) . . ? 
N3 C22 C17 124.6(7) . . ? 
N3 C22 C13 117.3(7) . . ? 
C17 C22 C13 117.9(8) . . ? 

_diffrn_measured_fraction_theta_max    0.957 
_diffrn_reflns_theta_full              24.98 
_diffrn_measured_fraction_theta_full   0.957 
_refine_diff_density_max    1.934 
_refine_diff_density_min   -2.182 
_refine_diff_density_rms    0.459