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

data_010917a 
_database_code_CSD                  171168
_journal_coden_Cambridge      182

_publ_requested_journal       'Chemical Communications'

loop_
_publ_author_name
'Shi, Jing-Min'
'Fang, Qi'
'Huang, Zhen-Li'
'Lei, Hong'
'Liu, Qing-Yun'
'Liu, Feng-Ling'
'Xu, Wen'
'Yu, Wen-Tao'

_publ_contact_author_name     	'Prof Jingmin Shi'  
_publ_contact_author_address 
;
Department of Chemistry
Shandong Normal University
Jinan
CHINA
;

_publ_contact_author_email       'shijingmin@sina.co'


_publ_section_title		
;
Polynitrile-bridged two-dimensional structure crystal: Eu(III)
complex with strongt fluorescence emission and NLO property
;

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C12 H14 Eu N9 O7' 
_chemical_formula_weight          548.28 

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' 
'Eu'  'Eu'  -0.1578   3.6682 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M    Cc 

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

_cell_length_a                    15.949(3) 
_cell_length_b                    8.2517(15) 
_cell_length_c                    15.587(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  113.713(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      1878.2(6) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     301(2) 
_cell_measurement_reflns_used     4302 
_cell_measurement_theta_min       2.79 
_cell_measurement_theta_max       26.296 

_exptl_crystal_description        prism 
_exptl_crystal_colour             yellowish 
_exptl_crystal_size_max           0.50 
_exptl_crystal_size_mid           0.40 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.939 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1072 
_exptl_absorpt_coefficient_mu     3.397 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.2814 
_exptl_absorpt_correction_T_max   0.5498 
_exptl_absorpt_process_details    sadabs 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       301(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_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             4211 
_diffrn_reflns_av_R_equivalents   0.0221 
_diffrn_reflns_av_sigmaI/netI     0.0230 
_diffrn_reflns_limit_h_min        -18 
_diffrn_reflns_limit_h_max        13 
_diffrn_reflns_limit_k_min        -9 
_diffrn_reflns_limit_k_max        9 
_diffrn_reflns_limit_l_min        -18 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          2.84 
_diffrn_reflns_theta_max          25.01 
_reflns_number_total              2537 
_reflns_number_gt                 2486 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_computing_data_reduction         'Bruker SHELXTL' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_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^)+(0.0446P)^2^+2.9477P] 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      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.55(2) 
_refine_ls_number_reflns          2537 
_refine_ls_number_parameters      318 
_refine_ls_number_restraints      23 
_refine_ls_R_factor_all           0.0251 
_refine_ls_R_factor_gt            0.0247 
_refine_ls_wR_factor_ref          0.0629 
_refine_ls_wR_factor_gt           0.0625 
_refine_ls_goodness_of_fit_ref    1.031 
_refine_ls_restrained_S_all       1.026 
_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 
Eu1 Eu 0.52155(10) 0.26009(2) -0.00225(9) 0.02085(10) Uani 1 1 d . . . 
N1 N 0.2909(5) 0.6242(12) 0.1462(4) 0.040(2) Uani 1 1 d D . . 
N2 N 0.3797(5) 0.3710(9) 0.0145(4) 0.0310(14) Uani 1 1 d . . . 
N3 N 0.0851(7) 0.2737(8) -0.0784(7) 0.057(2) Uani 1 1 d . . . 
N4 N 0.7410(5) 0.9118(8) 0.3115(4) 0.0479(16) Uani 1 1 d D . . 
N5 N 0.5932(5) 0.5014(10) 0.0931(4) 0.0420(17) Uani 1 1 d . . . 
N6 N 0.8764(6) 0.6631(13) 0.2232(6) 0.058(2) Uani 1 1 d . . . 
N7 N 0.8944(6) 0.3580(13) 0.0556(6) 0.055(2) Uani 1 1 d D . . 
N8 N 0.6500(5) 0.3429(9) -0.0459(4) 0.0332(15) Uani 1 1 d . . . 
N9 N 0.7363(7) 0.7010(10) -0.2012(5) 0.058(3) Uani 1 1 d . . . 
O1 O 0.1400(3) 0.5936(5) 0.0799(3) 0.0299(9) Uani 1 1 d . . . 
O2 O 0.5968(4) 0.8227(6) 0.2368(3) 0.0440(12) Uani 1 1 d . . . 
O3 O 0.9287(3) 0.5409(6) -0.0329(4) 0.0402(11) Uani 1 1 d . . . 
O4 O 0.4643(4) 0.4879(7) -0.1139(3) 0.0352(12) Uani 1 1 d D . . 
O5 O 0.4976(4) 0.1437(7) -0.1528(3) 0.0382(12) Uani 1 1 d D . . 
O6 O 0.5239(5) 0.2114(11) 0.1600(5) 0.0587(19) Uani 1 1 d D . . 
O7 O 0.9881(4) 0.9543(6) 0.7239(3) 0.0425(11) Uani 1 1 d D . . 
C1 C 0.2164(4) 0.5526(7) 0.0840(4) 0.0258(13) Uani 1 1 d . . . 
C2 C 0.2268(5) 0.4329(8) 0.0233(5) 0.0312(14) Uani 1 1 d . . . 
C3 C 0.3098(5) 0.3985(9) 0.0189(4) 0.0269(15) Uani 1 1 d . . . 
C4 C 0.1472(5) 0.3422(10) -0.0347(5) 0.0289(16) Uani 1 1 d . . . 
C5 C 0.6784(6) 0.8158(10) 0.2507(5) 0.0307(16) Uani 1 1 d . . . 
C6 C 0.7114(5) 0.6957(8) 0.2029(4) 0.0299(13) Uani 1 1 d . . . 
C7 C 0.6462(5) 0.5899(7) 0.1417(4) 0.0302(13) Uani 1 1 d . . . 
C8 C 0.8031(6) 0.6775(9) 0.2168(5) 0.0355(15) Uani 1 1 d . . . 
C9 C 0.8689(5) 0.4623(7) -0.0149(4) 0.0335(14) Uani 1 1 d . . . 
C10 C 0.7755(5) 0.4920(7) -0.0720(5) 0.0312(14) Uani 1 1 d . . . 
C11 C 0.7056(5) 0.4086(9) -0.0576(4) 0.0274(15) Uani 1 1 d . . . 
C12 C 0.7523(5) 0.6104(10) -0.1449(5) 0.0278(18) Uani 1 1 d . . . 
H1 H 0.346(3) 0.578(9) 0.168(4) 0.05(2) Uiso 1 1 d D . . 
H2 H 0.282(4) 0.686(8) 0.188(3) 0.008(16) Uiso 1 1 d D . . 
H3 H 0.716(4) 0.994(5) 0.329(5) 0.034(18) Uiso 1 1 d D . . 
H4 H 0.793(4) 0.936(9) 0.307(8) 0.10(4) Uiso 1 1 d D . . 
H5 H 0.93(3) 0.34(4) 0.115(8) 0.4(3) Uiso 1 1 d D . . 
H6 H 0.89(2) 0.28(2) 0.017(16) 0.23(16) Uiso 1 1 d D . . 
H7 H 0.513(3) 0.542(8) -0.112(5) 0.05(2) Uiso 1 1 d D . . 
H8 H 0.418(5) 0.494(17) -0.170(4) 0.14(5) Uiso 1 1 d D . . 
H9 H 0.550(3) 0.162(11) -0.160(6) 0.05(2) Uiso 1 1 d D . . 
H10 H 0.450(4) 0.19(2) -0.197(8) 0.18(8) Uiso 1 1 d D . . 
H11 H 0.550(5) 0.115(4) 0.179(5) 0.03(2) Uiso 1 1 d D . . 
H12 H 0.486(19) 0.24(2) 0.187(19) 0.3(2) Uiso 1 1 d D . . 
H13 H 0.962(8) 1.028(14) 0.680(7) 0.15(6) Uiso 1 1 d D . . 
H14 H 1.036(4) 0.907(9) 0.718(5) 0.05(2) Uiso 1 1 d 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 
Eu1 0.01716(16) 0.02502(13) 0.02353(14) -0.0002(2) 0.01149(10) -0.0002(3) 
N1 0.032(4) 0.060(6) 0.033(3) -0.014(4) 0.017(3) 0.003(4) 
N2 0.029(3) 0.041(4) 0.023(3) -0.005(2) 0.010(2) 0.003(3) 
N3 0.043(5) 0.045(3) 0.082(6) -0.012(3) 0.022(5) 0.000(3) 
N4 0.053(5) 0.047(4) 0.047(4) -0.014(3) 0.023(4) -0.012(3) 
N5 0.040(4) 0.045(4) 0.039(3) -0.012(3) 0.014(3) -0.005(3) 
N6 0.038(5) 0.074(6) 0.065(5) -0.014(4) 0.023(4) -0.005(4) 
N7 0.048(5) 0.055(5) 0.067(5) 0.019(4) 0.027(4) 0.009(4) 
N8 0.026(3) 0.038(3) 0.038(3) 0.008(3) 0.016(3) 0.001(3) 
N9 0.086(7) 0.043(4) 0.041(4) 0.000(3) 0.020(4) -0.014(4) 
O1 0.022(2) 0.040(2) 0.036(2) 0.0016(18) 0.0192(19) 0.0056(18) 
O2 0.048(4) 0.050(3) 0.043(3) -0.007(2) 0.028(3) 0.002(3) 
O3 0.029(3) 0.038(2) 0.067(3) -0.004(2) 0.033(3) -0.013(2) 
O4 0.034(3) 0.035(3) 0.034(2) 0.003(2) 0.011(2) -0.002(2) 
O5 0.044(3) 0.045(3) 0.040(3) -0.016(2) 0.032(3) -0.015(2) 
O6 0.030(4) 0.113(6) 0.042(3) 0.027(3) 0.023(3) 0.026(4) 
O7 0.032(3) 0.058(3) 0.043(3) 0.012(2) 0.021(2) 0.003(2) 
C1 0.021(3) 0.035(3) 0.025(3) 0.014(2) 0.013(3) 0.003(3) 
C2 0.020(4) 0.042(4) 0.032(3) 0.011(3) 0.011(3) 0.004(3) 
C3 0.023(4) 0.028(3) 0.030(3) 0.004(3) 0.010(3) 0.005(3) 
C4 0.024(4) 0.023(3) 0.043(4) -0.003(3) 0.016(3) 0.001(3) 
C5 0.037(5) 0.034(4) 0.029(3) -0.004(3) 0.021(3) -0.005(3) 
C6 0.037(4) 0.028(3) 0.031(3) -0.006(2) 0.020(3) -0.002(3) 
C7 0.034(4) 0.032(3) 0.032(3) 0.000(2) 0.021(3) -0.003(3) 
C8 0.040(5) 0.033(4) 0.035(3) -0.010(3) 0.018(3) -0.009(3) 
C9 0.037(4) 0.030(3) 0.034(3) -0.003(2) 0.016(3) 0.000(3) 
C10 0.026(4) 0.033(3) 0.036(3) -0.003(3) 0.014(3) -0.008(3) 
C11 0.024(4) 0.031(3) 0.028(3) -0.002(3) 0.011(3) 0.000(3) 
C12 0.030(4) 0.023(4) 0.032(4) -0.007(3) 0.013(3) -0.011(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 
Eu1 O3 2.263(4) 3_445 ? 
Eu1 O1 2.270(4) 3_545 ? 
Eu1 O5 2.419(5) . ? 
Eu1 N5 2.473(8) . ? 
Eu1 O4 2.474(6) . ? 
Eu1 N8 2.499(7) . ? 
Eu1 O6 2.546(6) . ? 
Eu1 N2 2.550(7) . ? 
N1 C1 1.333(10) . ? 
N2 C3 1.165(9) . ? 
N3 C4 1.106(12) . ? 
N4 C5 1.327(10) . ? 
N5 C7 1.143(9) . ? 
N6 C8 1.139(10) . ? 
N7 C9 1.325(10) . ? 
N8 C11 1.115(9) . ? 
N9 C12 1.102(10) . ? 
O1 C1 1.241(7) . ? 
O1 Eu1 2.270(4) 3_455 ? 
O2 C5 1.232(10) . ? 
O3 C9 1.275(8) . ? 
O3 Eu1 2.263(4) 3 ? 
C1 C2 1.423(9) . ? 
C2 C3 1.382(10) . ? 
C2 C4 1.437(11) . ? 
C5 C6 1.460(10) . ? 
C6 C8 1.398(11) . ? 
C6 C7 1.399(9) . ? 
C9 C10 1.415(10) . ? 
C10 C11 1.404(10) . ? 
C10 C12 1.429(11) . ? 

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 
O3 Eu1 O1 87.78(19) 3_445 3_545 ? 
O3 Eu1 O5 69.10(18) 3_445 . ? 
O1 Eu1 O5 94.49(19) 3_545 . ? 
O3 Eu1 N5 151.1(2) 3_445 . ? 
O1 Eu1 N5 94.0(2) 3_545 . ? 
O5 Eu1 N5 139.2(2) . . ? 
O3 Eu1 O4 115.7(2) 3_445 . ? 
O1 Eu1 O4 147.68(19) 3_545 . ? 
O5 Eu1 O4 75.5(2) . . ? 
N5 Eu1 O4 76.22(17) . . ? 
O3 Eu1 N8 134.4(2) 3_445 . ? 
O1 Eu1 N8 74.4(2) 3_545 . ? 
O5 Eu1 N8 70.8(2) . . ? 
N5 Eu1 N8 73.3(2) . . ? 
O4 Eu1 N8 73.3(2) . . ? 
O3 Eu1 O6 80.3(2) 3_445 . ? 
O1 Eu1 O6 70.6(2) 3_545 . ? 
O5 Eu1 O6 146.5(3) . . ? 
N5 Eu1 O6 73.2(3) . . ? 
O4 Eu1 O6 132.3(2) . . ? 
N8 Eu1 O6 128.8(2) . . ? 
O3 Eu1 N2 77.1(2) 3_445 . ? 
O1 Eu1 N2 136.98(18) 3_545 . ? 
O5 Eu1 N2 116.2(2) . . ? 
N5 Eu1 N2 82.2(2) . . ? 
O4 Eu1 N2 72.99(19) . . ? 
N8 Eu1 N2 142.00(17) . . ? 
O6 Eu1 N2 67.3(2) . . ? 
C3 N2 Eu1 169.9(7) . . ? 
C7 N5 Eu1 162.2(7) . . ? 
C11 N8 Eu1 166.0(6) . . ? 
C1 O1 Eu1 140.4(4) . 3_455 ? 
C9 O3 Eu1 147.6(4) . 3 ? 
O1 C1 N1 119.1(6) . . ? 
O1 C1 C2 122.1(6) . . ? 
N1 C1 C2 118.9(7) . . ? 
C3 C2 C1 123.1(7) . . ? 
C3 C2 C4 118.9(7) . . ? 
C1 C2 C4 118.0(6) . . ? 
N2 C3 C2 179.1(8) . . ? 
N3 C4 C2 178.6(9) . . ? 
O2 C5 N4 122.5(7) . . ? 
O2 C5 C6 120.9(7) . . ? 
N4 C5 C6 116.6(8) . . ? 
C8 C6 C7 118.9(6) . . ? 
C8 C6 C5 124.3(6) . . ? 
C7 C6 C5 116.8(6) . . ? 
N5 C7 C6 178.6(7) . . ? 
N6 C8 C6 176.4(8) . . ? 
O3 C9 N7 120.3(7) . . ? 
O3 C9 C10 117.7(6) . . ? 
N7 C9 C10 122.0(7) . . ? 
C11 C10 C9 121.1(6) . . ? 
C11 C10 C12 119.6(7) . . ? 
C9 C10 C12 119.3(6) . . ? 
N8 C11 C10 179.7(8) . . ? 
N9 C12 C10 178.4(9) . . ? 

loop_ 
_geom_hbond_atom_site_label_D 
_geom_hbond_atom_site_label_H 
_geom_hbond_atom_site_label_A 
_geom_hbond_distance_DH 
_geom_hbond_distance_HA 
_geom_hbond_distance_DA 
_geom_hbond_angle_DHA 
_geom_hbond_site_symmetry_A 
N1 H1 O7  0.889(10) 2.10(3) 2.952(9) 162(7) 4_464 
N1 H2 N9  0.891(10) 2.31(2) 3.188(10) 167(7) 4_465 
N4 H3 N9  0.888(10) 2.61(6) 3.200(11) 125(5) 2_575 
N4 H4 O4  0.888(11) 2.58(6) 3.374(9) 150(10) 4_565 
N7 H5 O2  0.890(11) 2.6(3) 3.338(11) 146(40) 3_545 
O4 H7 N3  0.889(11) 2.18(5) 2.953(10) 145(7) 3 
O5 H9 O2  0.891(11) 2.04(5) 2.781(7) 140(7) 2_564 
O6 H11 O2  0.891(11) 2.58(2) 3.457(9) 169(7) 1_545 
O6 H12 N6  0.891(11) 2.13(15) 2.920(11) 147(24) 3_445 
O7 H13 O6  0.889(11) 2.44(12) 3.064(10) 128(12) 4_565 
O7 H14 O2  0.889(11) 2.10(5) 2.827(8) 139(7) 4_565 

_diffrn_measured_fraction_theta_max    0.968 
_diffrn_reflns_theta_full              25.01 
_diffrn_measured_fraction_theta_full   0.968 
_refine_diff_density_max    0.762 
_refine_diff_density_min   -0.745 
_refine_diff_density_rms    0.081