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


data_global



_journal_coden_Cambridge      207

_publ_requested_journal       'Perkin Transactions 1'

loop_
_publ_author_name
'Batsanov, Andrei S.'
'Bruce, James I.'
'Ganesh, Thota'
'Low, Paul J.'
'Kataky, Ritu'
'Puschmann, Horst'
'Steel, Patrick G.' 

_publ_contact_author_name               'Andrei S.Batsanov'
_publ_contact_author_email          a.s.batsanov@durham.ac.uk


_publ_section_title
; 
Synthesis, characterisation and application of lanthanide 
cyclam complexes in organic synthesis
;

#==========================================================


data_00srv343 

_database_code_CSD	176831


_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
;
1,4-bis-N'-{(R)-N-(a-methylbenzyl)acetamide}-1,4,7,10-
tetraazacycldodecane diaqua europium(III) 
tris(trifrluoromethylsulfonate)  
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          
'C29 H46 Eu F3 N6 O7 S 2+,2(C F3 O3 S 1-)'
_chemical_formula_sum 
'C31 H46 Eu F9 N6 O13 S3' 
_chemical_formula_weight          1129.88 
_chemical_absolute_configuration  ad
_chemical_optical_rotation
'[\a]~D~= +66.26 (c=3, CH~2~Cl~2~) for pure ligand' 

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' 
'F'  'F'   0.0171   0.0103 
'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' 
'Eu'  'Eu'  -0.1578   3.6682 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            Orthorhombic 
_symmetry_space_group_name_H-M    'P 21 21 21' 

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

_cell_length_a                    10.156(2) 
_cell_length_b                    13.194(2) 
_cell_length_c                    33.401(7) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      4475.7(15) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     103(2) 
_cell_measurement_reflns_used     794 
_cell_measurement_theta_min       12.0 
_cell_measurement_theta_max       26.4 

_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.35 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       'not measured' 
_exptl_crystal_density_diffrn     1.677 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              2280 
_exptl_absorpt_coefficient_mu     1.643 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6047 
_exptl_absorpt_correction_T_max   0.7456 
_exptl_absorpt_process_details    
'SADABS (Sheldrick,1998),R(int)=0.070 before correction' 

_exptl_special_details 
;The data collection nominally covered over 3/4 of full sphere 
of reciprocal space, by a combination of 5 sets of \w scans;
each set at different \f and/or 2\q angles and each
scan (10 sec exposure) covering 0.3\% in \w. Crystal to 
detector distance 5.5 cm. 
Merging Friedel equivalents gives 5309 unique reflections, of 
which 5144 with I>2\s(I).
; 

_diffrn_ambient_temperature       103(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   'SMART 1K CCD area detector' 
_diffrn_measurement_method        '\w scans' 
_diffrn_detector_area_resol_mean  8 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             37277 
_diffrn_reflns_av_R_equivalents   0.0392 
_diffrn_reflns_av_sigmaI/netI     0.0287 
_diffrn_reflns_limit_h_min        -12 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -42 
_diffrn_reflns_limit_l_max        42 
_diffrn_reflns_theta_min          1.66 
_diffrn_reflns_theta_max          27.00 
_reflns_number_total              9301 
_reflns_number_gt                 8997 
_reflns_threshold_expression      I>2\s(I) 
_reflns_Friedel_coverage          0.75

_computing_data_collection        'SMART version 5.060 (Bruker, 1999)' 
_computing_cell_refinement        'SMART version 5.060 (Bruker, 1999)' 
_computing_data_reduction         'SAINT version 6.01 (Bruker, 1999)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL version 5.10 (Bruker, 1997)' 
_computing_publication_material   'SHELXTL version 5.10 (Bruker, 1997)' 

_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.  
; 

_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^)+(0.0218P)^2^+6.1386P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap 
_refine_ls_hydrogen_treatment     constr 
_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    -0.005(7) 
_refine_ls_number_reflns          9301 
_refine_ls_number_parameters      570 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0309 
_refine_ls_R_factor_gt            0.0292 
_refine_ls_wR_factor_ref          0.0626 
_refine_ls_wR_factor_gt           0.0622 
_refine_ls_goodness_of_fit_ref    1.149 
_refine_ls_restrained_S_all       1.149 
_refine_ls_shift/su_max           0.002 
_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 
Eu Eu 0.455132(16) 0.293108(13) 0.366040(5) 0.01284(4) Uani 1 1 d . . . 
S1 S 0.78224(9) 0.18262(7) 0.33564(3) 0.0192(2) Uani 1 1 d . . . 
S2 S 0.36046(10) 0.10329(8) 0.51433(3) 0.0209(2) Uani 1 1 d . . . 
S3 S 0.39374(10) -0.11661(7) 0.33707(3) 0.02016(19) Uani 1 1 d . . . 
F1 F 0.8933(2) 0.0047(2) 0.34250(9) 0.0360(6) Uani 1 1 d . . . 
F2 F 0.6914(2) 0.00945(18) 0.36330(9) 0.0333(5) Uani 1 1 d . . . 
F3 F 0.7335(3) 0.0094(2) 0.30019(8) 0.0368(6) Uani 1 1 d . . . 
F4 F 0.2637(3) -0.0146(2) 0.45830(8) 0.0326(6) Uani 1 1 d . . . 
F5 F 0.4497(3) -0.0635(2) 0.48204(10) 0.0514(8) Uani 1 1 d . . . 
F6 F 0.2726(3) -0.0839(2) 0.51642(9) 0.0474(8) Uani 1 1 d . . . 
F7 F 0.1919(3) -0.2364(2) 0.35227(8) 0.0382(7) Uani 1 1 d . . . 
F8 F 0.1446(3) -0.1079(2) 0.31528(10) 0.0453(7) Uani 1 1 d . . . 
F9 F 0.2533(3) -0.2332(2) 0.29053(9) 0.0493(8) Uani 1 1 d . . . 
O1 O 0.5831(2) 0.44396(18) 0.36657(9) 0.0187(5) Uani 1 1 d . . . 
O2 O 0.3804(3) 0.35890(19) 0.42841(8) 0.0180(5) Uani 1 1 d . . . 
O3 O 0.4374(3) 0.13070(19) 0.40180(8) 0.0203(6) Uani 1 1 d . . . 
H031 H 0.4195 0.0695 0.3975 0.026 Uiso 1 1 d R . . 
H032 H 0.4518 0.1339 0.4265 0.026 Uiso 1 1 d R . . 
O4 O 0.6430(2) 0.2121(2) 0.33235(7) 0.0231(6) Uani 1 1 d . . . 
O5 O 0.6261(2) 0.2752(2) 0.41673(7) 0.0192(6) Uani 1 1 d . . . 
H051 H 0.7038 0.2624 0.4097 0.025 Uiso 1 1 d R . . 
H052 H 0.6446 0.3014 0.4389 0.025 Uiso 1 1 d R . . 
O6 O 0.8392(2) 0.2072(2) 0.37423(7) 0.0228(6) Uani 1 1 d . . . 
O7 O 0.8611(3) 0.2070(3) 0.30125(8) 0.0320(6) Uani 1 1 d . . . 
O8 O 0.4545(3) 0.1497(2) 0.48733(8) 0.0268(6) Uani 1 1 d . . . 
O9 O 0.2296(3) 0.1468(2) 0.51294(9) 0.0315(7) Uani 1 1 d . . . 
O10 O 0.4120(3) 0.0817(3) 0.55380(9) 0.0328(7) Uani 1 1 d . . . 
O11 O 0.4779(3) -0.2026(2) 0.34478(8) 0.0297(6) Uani 1 1 d . . . 
O12 O 0.3598(3) -0.0564(2) 0.37175(9) 0.0286(7) Uani 1 1 d . . . 
O13 O 0.4264(3) -0.0582(2) 0.30191(9) 0.0302(7) Uani 1 1 d . . . 
N1 N 0.3157(3) 0.4635(2) 0.35056(9) 0.0156(6) Uani 1 1 d . . . 
N4 N 0.2017(3) 0.2670(2) 0.37931(9) 0.0162(7) Uani 1 1 d . . . 
N7 N 0.3564(3) 0.1634(2) 0.31667(9) 0.0164(6) Uani 1 1 d . . . 
H7 H 0.3828 0.1028 0.3269 0.020 Uiso 1 1 d R . . 
N10 N 0.4657(3) 0.3512(2) 0.29000(9) 0.0183(6) Uani 1 1 d . . . 
H10 H 0.5532 0.3387 0.2866 0.022 Uiso 1 1 d R . . 
N14 N 0.6131(3) 0.6131(2) 0.36811(10) 0.0182(6) Uani 1 1 d . . . 
H14 H 0.5693 0.6700 0.3645 0.022 Uiso 1 1 d R . . 
N18 N 0.2356(3) 0.3759(3) 0.47859(10) 0.0210(7) Uani 1 1 d . . . 
H18 H 0.1639 0.3603 0.4921 0.025 Uiso 1 1 d R . . 
C2 C 0.1815(3) 0.4551(3) 0.36797(14) 0.0186(7) Uani 1 1 d . . . 
H2A H 0.1237 0.5070 0.3557 0.024 Uiso 1 1 d R . . 
H2B H 0.1856 0.4688 0.3971 0.024 Uiso 1 1 d R . . 
C3 C 0.1219(3) 0.3509(3) 0.36117(12) 0.0185(8) Uani 1 1 d . . . 
H3A H 0.0323 0.3494 0.3728 0.024 Uiso 1 1 d R . . 
H3B H 0.1136 0.3391 0.3320 0.024 Uiso 1 1 d R . . 
C5 C 0.1606(3) 0.1685(3) 0.36193(13) 0.0189(8) Uani 1 1 d . . . 
H5A H 0.0634 0.1636 0.3623 0.025 Uiso 1 1 d R . . 
H5B H 0.1961 0.1131 0.3787 0.025 Uiso 1 1 d R . . 
C6 C 0.2096(4) 0.1553(3) 0.31888(12) 0.0196(8) Uani 1 1 d . . . 
H6A H 0.1815 0.0882 0.3087 0.026 Uiso 1 1 d R . . 
H6B H 0.1698 0.2080 0.3016 0.026 Uiso 1 1 d R . . 
C8 C 0.4012(4) 0.1748(3) 0.27468(12) 0.0211(8) Uani 1 1 d . . . 
H8A H 0.3460 0.1323 0.2570 0.027 Uiso 1 1 d R . . 
H8B H 0.4935 0.1513 0.2723 0.027 Uiso 1 1 d R . . 
C9 C 0.3915(4) 0.2853(3) 0.26178(10) 0.0210(8) Uani 1 1 d . . . 
H9A H 0.4279 0.2925 0.2344 0.027 Uiso 1 1 d R . . 
H9B H 0.2980 0.3066 0.2612 0.027 Uiso 1 1 d R . . 
C11 C 0.4319(4) 0.4591(3) 0.28405(11) 0.0200(8) Uani 1 1 d . . . 
H11A H 0.4197 0.4730 0.2552 0.026 Uiso 1 1 d R . . 
H11B H 0.5041 0.5028 0.2940 0.026 Uiso 1 1 d R . . 
C12 C 0.3055(4) 0.4833(3) 0.30679(12) 0.0202(8) Uani 1 1 d . . . 
H12A H 0.2829 0.5555 0.3025 0.026 Uiso 1 1 d R . . 
H12B H 0.2331 0.4419 0.2956 0.026 Uiso 1 1 d R . . 
C13 C 0.3891(3) 0.5476(3) 0.36963(13) 0.0175(7) Uani 1 1 d . . . 
H13A H 0.3627 0.5533 0.3981 0.023 Uiso 1 1 d R . . 
H13B H 0.3656 0.6119 0.3561 0.023 Uiso 1 1 d R . . 
C14 C 0.5384(4) 0.5323(3) 0.36723(11) 0.0171(6) Uani 1 1 d . . . 
C15 C 0.7593(4) 0.6076(3) 0.37420(12) 0.0212(8) Uani 1 1 d . . . 
H15 H 0.7767 0.5488 0.3923 0.028 Uiso 1 1 d R . . 
C16 C 0.8019(4) 0.7033(4) 0.39600(12) 0.0296(9) Uani 1 1 d . . . 
H16A H 0.7736 0.7632 0.3809 0.044 Uiso 1 1 d R . . 
H16B H 0.8980 0.7034 0.3984 0.044 Uiso 1 1 d R . . 
H16C H 0.7624 0.7049 0.4227 0.044 Uiso 1 1 d R . . 
C17 C 0.1796(4) 0.2637(3) 0.42322(11) 0.0195(8) Uani 1 1 d . . . 
H17A H 0.1944 0.1940 0.4332 0.025 Uiso 1 1 d R . . 
H17B H 0.0873 0.2827 0.4291 0.025 Uiso 1 1 d R . . 
C18 C 0.2716(4) 0.3371(3) 0.44426(11) 0.0176(8) Uani 1 1 d . . . 
C19 C 0.3223(4) 0.4465(3) 0.50151(12) 0.0208(9) Uani 1 1 d . . . 
H19 H 0.4132 0.4174 0.5020 0.027 Uiso 1 1 d R . . 
C20 C 0.2740(5) 0.4556(4) 0.54422(13) 0.0337(11) Uani 1 1 d . . . 
H20A H 0.1855 0.4851 0.5441 0.051 Uiso 1 1 d R . . 
H20B H 0.3337 0.4994 0.5594 0.051 Uiso 1 1 d R . . 
H20C H 0.2711 0.3883 0.5567 0.051 Uiso 1 1 d R . . 
C21 C 0.8317(4) 0.5881(3) 0.33492(12) 0.0216(8) Uani 1 1 d . . . 
C22 C 0.8887(4) 0.6659(3) 0.31243(13) 0.0277(9) Uani 1 1 d . . . 
H22 H 0.8806 0.7340 0.3213 0.033 Uiso 1 1 d R . . 
C23 C 0.9564(5) 0.6448(4) 0.27764(12) 0.0326(10) Uani 1 1 d . . . 
H23 H 0.9942 0.6991 0.2629 0.039 Uiso 1 1 d R . . 
C24 C 0.9687(4) 0.5465(4) 0.26361(12) 0.0320(10) Uani 1 1 d . . . 
H24 H 1.0178 0.5324 0.2400 0.038 Uiso 1 1 d R . . 
C25 C 0.9102(4) 0.4691(4) 0.28503(14) 0.0300(10) Uani 1 1 d . . . 
H25 H 0.9138 0.4015 0.2753 0.036 Uiso 1 1 d R . . 
C26 C 0.8442(4) 0.4894(3) 0.32042(13) 0.0245(9) Uani 1 1 d . . . 
H26 H 0.8065 0.4350 0.3351 0.029 Uiso 1 1 d R . . 
C27 C 0.7728(4) 0.0435(3) 0.33537(12) 0.0248(9) Uani 1 1 d . . . 
C28 C 0.3343(4) -0.0214(3) 0.49171(13) 0.0274(10) Uani 1 1 d . . . 
C29 C 0.2367(5) -0.1766(3) 0.32298(13) 0.0293(10) Uani 1 1 d . . . 
C31 C 0.3276(4) 0.5495(3) 0.48053(12) 0.0215(9) Uani 1 1 d . . . 
C32 C 0.4460(5) 0.6015(3) 0.47805(12) 0.0296(9) Uani 1 1 d . . . 
H32 H 0.5237 0.5719 0.4887 0.036 Uiso 1 1 d R . . 
C33 C 0.4515(6) 0.6960(4) 0.46001(12) 0.0379(10) Uani 1 1 d . . . 
H33 H 0.5329 0.7315 0.4587 0.045 Uiso 1 1 d R . . 
C34 C 0.3388(5) 0.7392(3) 0.44398(13) 0.0344(11) Uani 1 1 d . . . 
H34 H 0.3430 0.8034 0.4312 0.041 Uiso 1 1 d R . . 
C35 C 0.2202(5) 0.6884(3) 0.44691(13) 0.0331(10) Uani 1 1 d . . . 
H35 H 0.1429 0.7182 0.4360 0.040 Uiso 1 1 d R . . 
C36 C 0.2138(4) 0.5940(3) 0.46524(12) 0.0258(9) Uani 1 1 d . . . 
H36 H 0.1316 0.5601 0.4676 0.031 Uiso 1 1 d 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 
Eu 0.01050(7) 0.01285(7) 0.01517(7) 0.00024(7) 0.00015(7) 0.00069(7) 
S1 0.0138(4) 0.0221(5) 0.0216(5) -0.0005(4) 0.0028(4) 0.0037(3) 
S2 0.0236(5) 0.0225(5) 0.0165(5) -0.0033(4) 0.0003(4) -0.0004(4) 
S3 0.0217(5) 0.0150(5) 0.0237(5) 0.0013(4) 0.0026(4) 0.0006(4) 
F1 0.0216(12) 0.0291(14) 0.0572(18) -0.0064(12) -0.0090(12) 0.0105(11) 
F2 0.0309(13) 0.0295(13) 0.0395(14) 0.0019(13) 0.0038(13) -0.0032(10) 
F3 0.0318(14) 0.0451(17) 0.0336(15) -0.0173(12) -0.0052(11) -0.0005(12) 
F4 0.0322(14) 0.0372(15) 0.0283(14) -0.0093(11) -0.0058(11) -0.0031(12) 
F5 0.0245(13) 0.0393(16) 0.090(2) -0.0293(15) -0.0093(17) 0.0077(14) 
F6 0.0556(19) 0.0404(17) 0.0462(18) 0.0119(14) -0.0056(15) -0.0212(15) 
F7 0.0295(14) 0.0344(15) 0.0508(17) 0.0135(12) -0.0049(11) -0.0122(11) 
F8 0.0294(15) 0.0341(16) 0.072(2) 0.0125(15) -0.0138(14) 0.0012(12) 
F9 0.067(2) 0.0420(19) 0.0393(16) -0.0143(13) -0.0151(14) -0.0077(15) 
O1 0.0142(12) 0.0197(13) 0.0222(13) 0.0007(12) 0.0019(11) 0.0016(9) 
O2 0.0142(13) 0.0172(14) 0.0225(14) 0.0008(11) 0.0019(11) 0.0003(10) 
O3 0.0235(15) 0.0182(13) 0.0193(13) -0.0002(10) -0.0028(11) -0.0013(11) 
O4 0.0172(12) 0.0312(15) 0.0208(13) -0.0032(14) -0.0003(10) 0.0069(13) 
O5 0.0150(12) 0.0255(16) 0.0171(12) -0.0050(11) -0.0002(10) 0.0028(11) 
O6 0.0122(11) 0.0280(14) 0.0283(15) -0.0063(14) -0.0003(10) 0.0009(12) 
O7 0.0289(15) 0.0367(17) 0.0304(15) 0.0043(16) 0.0126(12) 0.0060(16) 
O8 0.0306(14) 0.0287(15) 0.0209(13) -0.0004(11) 0.0020(14) -0.0073(15) 
O9 0.0321(17) 0.0360(18) 0.0264(16) -0.0078(13) 0.0010(13) 0.0113(14) 
O10 0.0322(17) 0.048(2) 0.0185(14) -0.0005(14) -0.0048(12) -0.0093(14) 
O11 0.0281(15) 0.0207(13) 0.0403(16) 0.0033(14) -0.0030(12) 0.0024(14) 
O12 0.0310(15) 0.0253(15) 0.0294(17) -0.0056(13) 0.0031(13) -0.0041(12) 
O13 0.0327(19) 0.0252(16) 0.0326(17) 0.0084(13) 0.0121(13) 0.0042(12) 
N1 0.0136(15) 0.0161(16) 0.0171(15) -0.0015(12) -0.0004(12) 0.0010(12) 
N4 0.0130(14) 0.0125(16) 0.0231(16) -0.0022(12) -0.0021(12) 0.0011(11) 
N7 0.0134(15) 0.0175(15) 0.0182(16) -0.0004(12) 0.0005(12) 0.0027(12) 
N10 0.0164(15) 0.0192(16) 0.0192(15) -0.0003(12) -0.0001(14) 0.0018(14) 
N14 0.0128(14) 0.0172(15) 0.0246(16) 0.0024(15) 0.0006(14) -0.0001(11) 
N18 0.0227(17) 0.0219(18) 0.0182(17) -0.0035(14) 0.0056(13) -0.0027(14) 
C2 0.0121(16) 0.0168(17) 0.0269(19) -0.0006(18) 0.0017(17) 0.0035(13) 
C3 0.0131(16) 0.0185(18) 0.024(2) 0.0027(16) 0.0024(15) 0.0022(14) 
C5 0.0130(17) 0.0182(18) 0.025(2) -0.0023(16) -0.0010(16) -0.0001(13) 
C6 0.0149(18) 0.0185(19) 0.025(2) -0.0019(16) -0.0043(15) 0.0001(15) 
C8 0.0209(18) 0.023(2) 0.0192(19) -0.0038(15) -0.0003(15) 0.0032(15) 
C9 0.0262(19) 0.024(2) 0.0126(16) -0.0008(17) 0.0005(14) 0.0031(19) 
C11 0.023(2) 0.0208(19) 0.0161(18) 0.0034(15) 0.0022(15) 0.0027(16) 
C12 0.019(2) 0.020(2) 0.022(2) 0.0032(16) -0.0008(16) 0.0063(16) 
C13 0.0144(17) 0.0154(17) 0.023(2) 0.0009(16) 0.0005(17) 0.0007(13) 
C14 0.0167(15) 0.0206(17) 0.0139(15) 0.0022(15) 0.0041(19) -0.0002(15) 
C15 0.0121(17) 0.022(2) 0.030(2) 0.0014(16) -0.0014(15) -0.0021(14) 
C16 0.0227(19) 0.035(2) 0.031(2) -0.002(2) -0.0030(16) -0.012(2) 
C17 0.0157(18) 0.022(2) 0.0210(19) -0.0003(15) 0.0052(14) -0.0030(14) 
C18 0.0211(19) 0.0137(18) 0.0178(18) 0.0022(14) -0.0013(15) -0.0009(15) 
C19 0.025(2) 0.021(2) 0.0157(19) -0.0007(16) 0.0006(16) -0.0047(16) 
C20 0.048(3) 0.034(3) 0.018(2) 0.0008(18) 0.000(2) -0.011(2) 
C21 0.0104(17) 0.030(2) 0.024(2) 0.0056(17) -0.0032(15) -0.0016(15) 
C22 0.023(2) 0.033(2) 0.027(2) 0.0035(18) -0.0042(17) -0.0095(18) 
C23 0.028(2) 0.046(3) 0.024(2) 0.0127(18) -0.002(2) -0.011(2) 
C24 0.017(2) 0.058(3) 0.021(2) 0.0059(19) -0.0005(17) 0.003(2) 
C25 0.019(2) 0.038(3) 0.032(2) 0.001(2) -0.0033(17) 0.0031(18) 
C26 0.0149(19) 0.029(2) 0.029(2) 0.0059(18) 0.0010(16) -0.0021(16) 
C27 0.022(2) 0.029(2) 0.023(2) -0.0036(18) -0.0023(17) 0.0025(17) 
C28 0.030(2) 0.027(2) 0.025(2) -0.0008(18) -0.0019(18) -0.0041(18) 
C29 0.035(2) 0.022(2) 0.032(2) 0.0000(17) -0.0068(19) -0.0031(17) 
C31 0.029(2) 0.020(2) 0.0152(19) -0.0039(16) 0.0013(16) -0.0031(17) 
C32 0.033(2) 0.031(2) 0.025(2) -0.0047(17) -0.001(2) -0.007(2) 
C33 0.048(3) 0.032(2) 0.034(2) -0.006(2) 0.008(2) -0.018(3) 
C34 0.064(3) 0.019(2) 0.020(2) -0.0004(16) 0.007(2) -0.003(2) 
C35 0.048(3) 0.025(3) 0.026(2) -0.0019(18) 0.0051(19) 0.009(2) 
C36 0.029(2) 0.026(2) 0.023(2) -0.0037(17) 0.0066(17) -0.0001(18) 

_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 
Eu O1 2.377(2) . ? 
Eu O2 2.381(3) . ? 
Eu O5 2.437(3) . ? 
Eu O4 2.459(3) . ? 
Eu O3 2.460(3) . ? 
Eu N7 2.580(3) . ? 
Eu N4 2.634(3) . ? 
Eu N10 2.655(3) . ? 
Eu N1 2.707(3) . ? 
S1 O7 1.437(3) . ? 
S1 O6 1.450(3) . ? 
S1 O4 1.471(3) . ? 
S1 C27 1.839(4) . ? 
S2 O10 1.447(3) . ? 
S2 O9 1.449(3) . ? 
S2 O8 1.449(3) . ? 
S2 C28 1.830(4) . ? 
S3 O11 1.443(3) . ? 
S3 O13 1.444(3) . ? 
S3 O12 1.446(3) . ? 
S3 C29 1.842(5) . ? 
F1 C27 1.348(5) . ? 
F2 C27 1.325(5) . ? 
F3 C27 1.320(5) . ? 
F4 C28 1.330(5) . ? 
F5 C28 1.337(5) . ? 
F6 C28 1.324(5) . ? 
F7 C29 1.337(5) . ? 
F8 C29 1.327(5) . ? 
F9 C29 1.327(5) . ? 
O1 C14 1.251(4) . ? 
O2 C18 1.259(5) . ? 
N1 C13 1.480(5) . ? 
N1 C2 1.487(5) . ? 
N1 C12 1.489(5) . ? 
N4 C5 1.483(5) . ? 
N4 C17 1.484(5) . ? 
N4 C3 1.499(5) . ? 
N7 C8 1.482(5) . ? 
N7 C6 1.496(5) . ? 
N10 C11 1.478(5) . ? 
N10 C9 1.487(5) . ? 
N14 C14 1.309(5) . ? 
N14 C15 1.501(4) . ? 
N18 C18 1.308(5) . ? 
N18 C19 1.493(5) . ? 
C2 C3 1.520(5) . ? 
C5 C6 1.531(6) . ? 
C8 C9 1.524(6) . ? 
C11 C12 1.526(5) . ? 
C13 C14 1.531(5) . ? 
C15 C16 1.520(6) . ? 
C15 C21 1.526(6) . ? 
C17 C18 1.517(5) . ? 
C19 C20 1.513(6) . ? 
C19 C31 1.530(6) . ? 
C21 C26 1.395(6) . ? 
C21 C22 1.397(6) . ? 
C22 C23 1.379(6) . ? 
C23 C24 1.385(7) . ? 
C24 C25 1.381(7) . ? 
C25 C26 1.385(6) . ? 
C31 C32 1.387(6) . ? 
C31 C36 1.394(6) . ? 
C32 C33 1.387(6) . ? 
C33 C34 1.386(8) . ? 
C34 C35 1.382(7) . ? 
C35 C36 1.389(6) . ? 

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 
O1 Eu O2 82.10(9) . . ? 
O1 Eu O5 71.71(9) . . ? 
O2 Eu O5 69.79(9) . . ? 
O1 Eu O4 86.74(10) . . ? 
O2 Eu O4 143.71(9) . . ? 
O5 Eu O4 73.92(8) . . ? 
O1 Eu O3 139.99(9) . . ? 
O2 Eu O3 82.49(9) . . ? 
O5 Eu O3 68.33(9) . . ? 
O4 Eu O3 84.29(10) . . ? 
O1 Eu N7 140.61(10) . . ? 
O2 Eu N7 132.63(9) . . ? 
O5 Eu N7 131.08(9) . . ? 
O4 Eu N7 73.79(9) . . ? 
O3 Eu N7 72.78(9) . . ? 
O1 Eu N4 129.96(8) . . ? 
O2 Eu N4 65.73(9) . . ? 
O5 Eu N4 124.53(9) . . ? 
O4 Eu N4 141.09(10) . . ? 
O3 Eu N4 74.50(9) . . ? 
N7 Eu N4 68.96(9) . . ? 
O1 Eu N10 75.12(10) . . ? 
O2 Eu N10 138.13(9) . . ? 
O5 Eu N10 131.57(10) . . ? 
O4 Eu N10 69.90(9) . . ? 
O3 Eu N10 135.97(9) . . ? 
N7 Eu N10 66.16(10) . . ? 
N4 Eu N10 103.79(10) . . ? 
O1 Eu N1 65.91(9) . . ? 
O2 Eu N1 72.39(9) . . ? 
O5 Eu N1 125.86(9) . . ? 
O4 Eu N1 132.79(10) . . ? 
O3 Eu N1 141.07(9) . . ? 
N7 Eu N1 103.04(10) . . ? 
N4 Eu N1 68.27(9) . . ? 
N10 Eu N1 66.34(9) . . ? 
O7 S1 O6 115.99(17) . . ? 
O7 S1 O4 114.66(17) . . ? 
O6 S1 O4 113.04(15) . . ? 
O7 S1 C27 104.4(2) . . ? 
O6 S1 C27 104.37(19) . . ? 
O4 S1 C27 102.32(19) . . ? 
O10 S2 O9 116.07(19) . . ? 
O10 S2 O8 114.31(19) . . ? 
O9 S2 O8 114.7(2) . . ? 
O10 S2 C28 104.6(2) . . ? 
O9 S2 C28 102.1(2) . . ? 
O8 S2 C28 102.63(19) . . ? 
O11 S3 O13 115.37(18) . . ? 
O11 S3 O12 115.45(18) . . ? 
O13 S3 O12 114.41(18) . . ? 
O11 S3 C29 102.76(19) . . ? 
O13 S3 C29 102.8(2) . . ? 
O12 S3 C29 103.55(19) . . ? 
C14 O1 Eu 125.6(2) . . ? 
C18 O2 Eu 124.4(2) . . ? 
S1 O4 Eu 145.76(16) . . ? 
C13 N1 C2 110.5(3) . . ? 
C13 N1 C12 109.0(3) . . ? 
C2 N1 C12 109.5(3) . . ? 
C13 N1 Eu 106.1(2) . . ? 
C2 N1 Eu 110.1(2) . . ? 
C12 N1 Eu 111.7(2) . . ? 
C5 N4 C17 108.6(3) . . ? 
C5 N4 C3 109.7(3) . . ? 
C17 N4 C3 109.8(3) . . ? 
C5 N4 Eu 108.9(2) . . ? 
C17 N4 Eu 108.5(2) . . ? 
C3 N4 Eu 111.3(2) . . ? 
C8 N7 C6 111.1(3) . . ? 
C8 N7 Eu 114.7(2) . . ? 
C6 N7 Eu 113.8(2) . . ? 
C11 N10 C9 111.1(3) . . ? 
C11 N10 Eu 113.4(2) . . ? 
C9 N10 Eu 114.6(2) . . ? 
C14 N14 C15 122.5(3) . . ? 
C18 N18 C19 121.9(3) . . ? 
N1 C2 C3 112.0(3) . . ? 
N4 C3 C2 113.1(3) . . ? 
N4 C5 C6 112.1(3) . . ? 
N7 C6 C5 111.2(3) . . ? 
N7 C8 C9 110.2(3) . . ? 
N10 C9 C8 110.3(3) . . ? 
N10 C11 C12 109.3(3) . . ? 
N1 C12 C11 113.2(3) . . ? 
N1 C13 C14 112.2(3) . . ? 
O1 C14 N14 123.3(3) . . ? 
O1 C14 C13 118.9(3) . . ? 
N14 C14 C13 117.7(3) . . ? 
N14 C15 C16 107.8(3) . . ? 
N14 C15 C21 111.6(3) . . ? 
C16 C15 C21 114.5(3) . . ? 
N4 C17 C18 110.3(3) . . ? 
O2 C18 N18 121.6(4) . . ? 
O2 C18 C17 119.4(3) . . ? 
N18 C18 C17 118.9(3) . . ? 
N18 C19 C20 110.0(3) . . ? 
N18 C19 C31 109.9(3) . . ? 
C20 C19 C31 111.9(3) . . ? 
C26 C21 C22 117.5(4) . . ? 
C26 C21 C15 120.0(4) . . ? 
C22 C21 C15 122.5(4) . . ? 
C23 C22 C21 120.8(4) . . ? 
C22 C23 C24 121.2(4) . . ? 
C25 C24 C23 118.6(4) . . ? 
C24 C25 C26 120.5(4) . . ? 
C25 C26 C21 121.4(4) . . ? 
F3 C27 F2 108.9(3) . . ? 
F3 C27 F1 107.6(3) . . ? 
F2 C27 F1 108.3(3) . . ? 
F3 C27 S1 111.1(3) . . ? 
F2 C27 S1 111.6(3) . . ? 
F1 C27 S1 109.3(3) . . ? 
F6 C28 F4 108.1(4) . . ? 
F6 C28 F5 107.9(4) . . ? 
F4 C28 F5 107.3(4) . . ? 
F6 C28 S2 111.8(3) . . ? 
F4 C28 S2 111.4(3) . . ? 
F5 C28 S2 110.2(3) . . ? 
F8 C29 F9 108.4(4) . . ? 
F8 C29 F7 107.8(4) . . ? 
F9 C29 F7 108.0(3) . . ? 
F8 C29 S3 111.5(3) . . ? 
F9 C29 S3 109.9(3) . . ? 
F7 C29 S3 111.2(3) . . ? 
C32 C31 C36 119.3(4) . . ? 
C32 C31 C19 119.8(4) . . ? 
C36 C31 C19 120.9(4) . . ? 
C31 C32 C33 120.4(5) . . ? 
C34 C33 C32 120.2(5) . . ? 
C35 C34 C33 119.6(4) . . ? 
C34 C35 C36 120.5(4) . . ? 
C35 C36 C31 120.0(4) . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
C12 N1 C2 C3 80.8(4) . . . . ? 
N1 C2 C3 N4 59.8(4) . . . . ? 
C2 C3 N4 C5 -163.7(3) . . . . ? 
C3 N4 C5 C6 73.6(4) . . . . ? 
N4 C5 C6 N7 57.9(4) . . . . ? 
C5 C6 N7 C8 -166.7(3) . . . . ? 
C6 N7 C8 C9 83.0(4) . . . . ? 
N7 C8 C9 N10 55.1(4) . . . . ? 
C8 C9 N10 C11 -166.3(3) . . . . ? 
C9 N10 C11 C12 83.0(4) . . . . ? 
N10 C11 C12 N1 59.0(4) . . . . ? 
C11 C12 N1 C2 -161.1(3) . . . . ? 

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 
O3 H032 O8  0.84 2.04 2.873(4) 170.3 . 
O3 H031 O12  0.84 1.97 2.779(4) 162.4 . 
O5 H051 O6  0.84 1.96 2.740(3) 154.8 . 
O5 H052 O9  0.84 1.95 2.771(4) 166.5 4_556 
N7 H7 O13  0.91 2.32 3.049(4) 136.4 . 
N14 H14 O11  0.88 2.03 2.899(4) 168.7 1_565 
N18 H18 O8  0.88 2.24 3.092(5) 163.0 4_456 

_diffrn_measured_fraction_theta_max    0.975 
_diffrn_reflns_theta_full              27.00 
_diffrn_measured_fraction_theta_full   0.975 
_refine_diff_density_max    1.041 
_refine_diff_density_min   -1.424 
_refine_diff_density_rms    0.087 

#=========================================END

data_7 

_database_code_CSD	176832


_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
;
1,4-bis-N'-{(R)-N-(a-methylbenzyl)acetamide}-1,4,7,10-
tetraazacycldodecane diaqua samarium(III) 
tris(trifrluoromethylsulfonate)  
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          
'C29 H46 Sm F3 N6 O7 S 2+,2(C F3 O3 S 1-)'
_chemical_formula_sum 
'C31 H46 F9 N6 O13 S3 Sm' 
_chemical_formula_weight          1128.27 
_chemical_absolute_configuration  ad
_chemical_optical_rotation
'[\a]~D~= +66.26 (c=3, CH~2~Cl~2~) for pure ligand' 

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' 
'F'  'F'   0.0171   0.0103 
'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' 
'Sm'  'Sm'  -0.1638   3.4418 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

_symmetry_cell_setting            Orthorhombic 
_symmetry_space_group_name_H-M    'P 21 21 21' 

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

_cell_length_a                    10.143(1) 
_cell_length_b                    13.171(2) 
_cell_length_c                    33.280(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      4446.1(14) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     100(2) 
_cell_measurement_reflns_used     1019 
_cell_measurement_theta_min       5.63 
_cell_measurement_theta_max       54.779 

_exptl_crystal_description        cube 
_exptl_crystal_colour             clear-colourless 
_exptl_crystal_size_max           0.15 
_exptl_crystal_size_mid           0.15 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       'not measured' 
_exptl_crystal_density_diffrn     1.686 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              2276 
_exptl_absorpt_coefficient_mu     1.564 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6340 
_exptl_absorpt_correction_T_max   0.7992 
_exptl_absorpt_process_details    'SADABS (G.M.Sheldrick, 1998)' 

_exptl_special_details 
;;
The data collection nominally covered full sphere
of reciprocal space, by a combination of 4 sets of \w scans;
each set at different \f angles and each scan (20 s exposure) 
covering 0.3\% in \w. Crystal to detector distance 4.5 cm.
Merging Friedel pairs gives 5684 unique reflections, of 
which 5412 with I>2\s(I).
;

_diffrn_ambient_temperature       100(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   'Bruker SMART CCD 1K area detector' 
_diffrn_measurement_method        \w-scans 
_diffrn_detector_area_resol_mean  8 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             45120 
_diffrn_reflns_av_R_equivalents   0.0627 
_diffrn_reflns_av_sigmaI/netI     0.0425 
_diffrn_reflns_limit_h_min        -13 
_diffrn_reflns_limit_h_max        13 
_diffrn_reflns_limit_k_min        -17 
_diffrn_reflns_limit_k_max        17 
_diffrn_reflns_limit_l_min        -43 
_diffrn_reflns_limit_l_max        43 
_diffrn_reflns_theta_min          1.66 
_diffrn_reflns_theta_max          27.49 
_reflns_number_total              10197 
_reflns_number_gt                 9551 
_reflns_threshold_expression      I>2\s(I) 
_reflns_Friedel_coverage          0.79

_computing_data_collection        'SMART version 5.060 (Bruker, 1999)' 
_computing_cell_refinement        'SMART version 5.060 (Bruker, 1999)' 
_computing_data_reduction         'SAINT version 6.01 (Bruker, 1999)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'SHELXTL version 5.10 (Bruker, 1997)' 
_computing_publication_material   'SHELXTL version 5.10 (Bruker, 1997)' 

_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.  
; 

_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^)+(0.0024P)^2^+9.6180P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap
_refine_ls_hydrogen_treatment     constr
_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    -0.004(8) 
_refine_ls_number_reflns          10197 
_refine_ls_number_parameters      570 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0418 
_refine_ls_R_factor_gt            0.0367 
_refine_ls_wR_factor_ref          0.0679 
_refine_ls_wR_factor_gt           0.0664 
_refine_ls_goodness_of_fit_ref    1.169 
_refine_ls_restrained_S_all       1.169 
_refine_ls_shift/su_max           0.002 
_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 
Sm Sm 0.45567(2) 0.293374(15) 0.366091(6) 0.01119(4) Uani 1 1 d . . . 
S1 S 0.78325(11) 0.18282(8) 0.33544(3) 0.0174(2) Uani 1 1 d . . . 
S2 S 0.35991(12) 0.10320(9) 0.51426(3) 0.0189(2) Uani 1 1 d . . . 
S3 S 0.39316(11) -0.11621(8) 0.33691(3) 0.0185(2) Uani 1 1 d . . . 
F1 F 0.8933(3) 0.0044(2) 0.34251(10) 0.0337(7) Uani 1 1 d . . . 
F2 F 0.6915(3) 0.0098(2) 0.36269(10) 0.0303(6) Uani 1 1 d . . . 
F3 F 0.7345(3) 0.0099(2) 0.29959(9) 0.0352(7) Uani 1 1 d . . . 
F4 F 0.2636(3) -0.0151(2) 0.45837(8) 0.0311(7) Uani 1 1 d . . . 
F5 F 0.4487(4) -0.0647(2) 0.48281(11) 0.0503(9) Uani 1 1 d . . . 
F6 F 0.2701(4) -0.0829(3) 0.51697(10) 0.0446(9) Uani 1 1 d . . . 
F7 F 0.1922(3) -0.2361(2) 0.35191(9) 0.0358(8) Uani 1 1 d . . . 
F8 F 0.1450(3) -0.1079(2) 0.31471(11) 0.0434(8) Uani 1 1 d . . . 
F9 F 0.2531(4) -0.2329(2) 0.29013(9) 0.0459(9) Uani 1 1 d . . . 
O1 O 0.5821(2) 0.4448(2) 0.36676(10) 0.0148(6) Uani 1 1 d . . . 
O2 O 0.3800(3) 0.3590(2) 0.42875(8) 0.0146(6) Uani 1 1 d . . . 
O3 O 0.4383(3) 0.1306(2) 0.40172(8) 0.0179(6) Uani 1 1 d . . . 
H031 H 0.4262 0.0694 0.3956 0.023 Uiso 1 1 d R . . 
H032 H 0.4531 0.1337 0.4265 0.023 Uiso 1 1 d R . . 
O4 O 0.6448(3) 0.2122(3) 0.33191(8) 0.0205(6) Uani 1 1 d . . . 
O5 O 0.6269(3) 0.2753(2) 0.41692(8) 0.0172(7) Uani 1 1 d . . . 
H051 H 0.7029 0.2658 0.4077 0.022 Uiso 1 1 d R . . 
H052 H 0.6604 0.3033 0.4372 0.022 Uiso 1 1 d R . . 
O6 O 0.8390(3) 0.2072(3) 0.37426(8) 0.0210(6) Uani 1 1 d . . . 
O7 O 0.8628(3) 0.2071(3) 0.30114(9) 0.0297(7) Uani 1 1 d . . . 
O8 O 0.4544(4) 0.1484(2) 0.48720(9) 0.0258(7) Uani 1 1 d . . . 
O9 O 0.2301(4) 0.1473(3) 0.51240(10) 0.0278(8) Uani 1 1 d . . . 
O10 O 0.4110(4) 0.0827(3) 0.55399(10) 0.0304(9) Uani 1 1 d . . . 
O11 O 0.4775(3) -0.2019(3) 0.34469(9) 0.0264(7) Uani 1 1 d . . . 
O12 O 0.3594(3) -0.0562(2) 0.37191(10) 0.0242(7) Uani 1 1 d . . . 
O13 O 0.4267(3) -0.0573(2) 0.30180(10) 0.0278(8) Uani 1 1 d . . . 
N1 N 0.3159(4) 0.4648(3) 0.35043(10) 0.0136(7) Uani 1 1 d . . . 
N4 N 0.2019(3) 0.2677(3) 0.37928(10) 0.0147(8) Uani 1 1 d . . . 
N7 N 0.3548(4) 0.1638(3) 0.31654(10) 0.0154(7) Uani 1 1 d . . . 
H7 H 0.3853 0.1032 0.3258 0.018 Uiso 1 1 d R . . 
N10 N 0.4654(4) 0.3514(2) 0.28963(10) 0.0169(7) Uani 1 1 d . . . 
H10 H 0.5528 0.3388 0.2861 0.020 Uiso 1 1 d R . . 
N14 N 0.6126(3) 0.6143(3) 0.36833(11) 0.0159(7) Uani 1 1 d . . . 
H14 H 0.5689 0.6712 0.3648 0.019 Uiso 1 1 d R . . 
N18 N 0.2343(4) 0.3767(3) 0.47852(11) 0.0184(8) Uani 1 1 d . . . 
H18 H 0.1626 0.3611 0.4920 0.022 Uiso 1 1 d R . . 
C2 C 0.1823(4) 0.4562(3) 0.36799(16) 0.0170(8) Uani 1 1 d . . . 
H2A H 0.1246 0.5081 0.3557 0.022 Uiso 1 1 d R . . 
H2B H 0.1865 0.4698 0.3971 0.022 Uiso 1 1 d R . . 
C3 C 0.1235(4) 0.3517(3) 0.36109(14) 0.0173(9) Uani 1 1 d . . . 
H3A H 0.0338 0.3502 0.3727 0.022 Uiso 1 1 d R . . 
H3B H 0.1152 0.3400 0.3319 0.022 Uiso 1 1 d R . . 
C5 C 0.1603(4) 0.1690(3) 0.36171(14) 0.0159(9) Uani 1 1 d . . . 
H5A H 0.0631 0.1642 0.3621 0.021 Uiso 1 1 d R . . 
H5B H 0.1958 0.1136 0.3785 0.021 Uiso 1 1 d R . . 
C6 C 0.2093(4) 0.1566(3) 0.31876(14) 0.0181(9) Uani 1 1 d . . . 
H6A H 0.1812 0.0895 0.3086 0.024 Uiso 1 1 d R . . 
H6B H 0.1695 0.2093 0.3015 0.024 Uiso 1 1 d R . . 
C8 C 0.4010(5) 0.1755(3) 0.27433(13) 0.0186(10) Uani 1 1 d . . . 
H8A H 0.3457 0.1329 0.2566 0.024 Uiso 1 1 d R . . 
H8B H 0.4932 0.1519 0.2719 0.024 Uiso 1 1 d R . . 
C9 C 0.3910(4) 0.2855(4) 0.26167(12) 0.0201(9) Uani 1 1 d . . . 
H9A H 0.4273 0.2927 0.2343 0.026 Uiso 1 1 d R . . 
H9B H 0.2975 0.3068 0.2611 0.026 Uiso 1 1 d R . . 
C11 C 0.4316(4) 0.4598(3) 0.28388(13) 0.0185(10) Uani 1 1 d . . . 
H11A H 0.4193 0.4737 0.2550 0.024 Uiso 1 1 d R . . 
H11B H 0.5037 0.5035 0.2938 0.024 Uiso 1 1 d R . . 
C12 C 0.3060(5) 0.4842(3) 0.30644(13) 0.0190(9) Uani 1 1 d . . . 
H12A H 0.2835 0.5564 0.3022 0.025 Uiso 1 1 d R . . 
H12B H 0.2337 0.4427 0.2952 0.025 Uiso 1 1 d R . . 
C13 C 0.3887(4) 0.5482(3) 0.36996(14) 0.0151(8) Uani 1 1 d . . . 
H13A H 0.3622 0.5539 0.3984 0.020 Uiso 1 1 d R . . 
H13B H 0.3652 0.6125 0.3565 0.020 Uiso 1 1 d R . . 
C14 C 0.5361(4) 0.5334(3) 0.36720(13) 0.0158(7) Uani 1 1 d . . . 
C15 C 0.7583(4) 0.6089(3) 0.37443(13) 0.0194(10) Uani 1 1 d . . . 
H15 H 0.7757 0.5501 0.3926 0.025 Uiso 1 1 d R . . 
C16 C 0.7998(5) 0.7048(4) 0.39620(14) 0.0280(10) Uani 1 1 d . . . 
H16A H 0.7659 0.7646 0.3821 0.042 Uiso 1 1 d R . . 
H16B H 0.8962 0.7074 0.3968 0.042 Uiso 1 1 d R . . 
H16C H 0.7657 0.7040 0.4236 0.042 Uiso 1 1 d R . . 
C17 C 0.1800(4) 0.2643(3) 0.42339(13) 0.0186(10) Uani 1 1 d . . . 
H17A H 0.1948 0.1946 0.4334 0.024 Uiso 1 1 d R . . 
H17B H 0.0877 0.2833 0.4293 0.024 Uiso 1 1 d R . . 
C18 C 0.2710(4) 0.3380(3) 0.44428(12) 0.0140(8) Uani 1 1 d . . . 
C19 C 0.3190(5) 0.4474(4) 0.50137(13) 0.0205(10) Uani 1 1 d . . . 
H19 H 0.4099 0.4183 0.5019 0.027 Uiso 1 1 d R . . 
C20 C 0.2702(6) 0.4568(4) 0.54401(14) 0.0311(13) Uani 1 1 d . . . 
H20A H 0.1810 0.4851 0.5439 0.047 Uiso 1 1 d R . . 
H20B H 0.3289 0.5018 0.5591 0.047 Uiso 1 1 d R . . 
H20C H 0.2690 0.3897 0.5566 0.047 Uiso 1 1 d R . . 
C21 C 0.8301(4) 0.5896(4) 0.33506(14) 0.0201(10) Uani 1 1 d . . . 
C22 C 0.8883(5) 0.6672(4) 0.31295(14) 0.0263(11) Uani 1 1 d . . . 
H22 H 0.8803 0.7354 0.3218 0.032 Uiso 1 1 d R . . 
C23 C 0.9573(6) 0.6461(4) 0.27793(13) 0.0304(11) Uani 1 1 d . . . 
H23 H 0.9950 0.7004 0.2632 0.036 Uiso 1 1 d R . . 
C24 C 0.9682(5) 0.5466(4) 0.26379(14) 0.0289(11) Uani 1 1 d . . . 
H24 H 1.0172 0.5325 0.2402 0.035 Uiso 1 1 d R . . 
C25 C 0.9108(5) 0.4701(4) 0.28533(15) 0.0278(11) Uani 1 1 d . . . 
H25 H 0.9144 0.4025 0.2755 0.033 Uiso 1 1 d R . . 
C26 C 0.8431(4) 0.4900(4) 0.32061(14) 0.0222(10) Uani 1 1 d . . . 
H26 H 0.8054 0.4356 0.3353 0.027 Uiso 1 1 d R . . 
C27 C 0.7744(5) 0.0438(4) 0.33503(14) 0.0216(10) Uani 1 1 d . . . 
C28 C 0.3333(5) -0.0217(4) 0.49193(15) 0.0243(11) Uani 1 1 d . . . 
C29 C 0.2369(5) -0.1757(4) 0.32259(15) 0.0261(11) Uani 1 1 d . . . 
C31 C 0.3255(5) 0.5497(3) 0.48056(13) 0.0202(10) Uani 1 1 d . . . 
C32 C 0.4453(6) 0.6017(4) 0.47820(13) 0.0275(11) Uani 1 1 d . . . 
H32 H 0.5230 0.5720 0.4889 0.033 Uiso 1 1 d R . . 
C33 C 0.4499(6) 0.6964(4) 0.46011(14) 0.0361(12) Uani 1 1 d . . . 
H33 H 0.5313 0.7318 0.4588 0.043 Uiso 1 1 d R . . 
C34 C 0.3385(6) 0.7391(4) 0.44372(14) 0.0321(13) Uani 1 1 d . . . 
H34 H 0.3428 0.8033 0.4309 0.039 Uiso 1 1 d R . . 
C35 C 0.2196(6) 0.6891(4) 0.44690(15) 0.0318(12) Uani 1 1 d . . . 
H35 H 0.1424 0.7189 0.4360 0.038 Uiso 1 1 d R . . 
C36 C 0.2137(5) 0.5947(4) 0.46518(14) 0.0254(11) Uani 1 1 d . . . 
H36 H 0.1315 0.5608 0.4675 0.031 Uiso 1 1 d 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 
Sm 0.01073(8) 0.00989(8) 0.01297(8) 0.00017(9) 0.00008(9) 0.00057(9) 
S1 0.0142(5) 0.0190(6) 0.0188(5) 0.0001(4) 0.0026(4) 0.0037(4) 
S2 0.0237(6) 0.0196(6) 0.0136(5) -0.0035(4) -0.0001(4) -0.0002(5) 
S3 0.0224(6) 0.0118(5) 0.0214(5) 0.0013(4) 0.0023(4) 0.0005(4) 
F1 0.0238(15) 0.0250(16) 0.0524(19) -0.0045(14) -0.0065(14) 0.0089(13) 
F2 0.0334(15) 0.0240(14) 0.0335(15) 0.0018(14) 0.0025(15) -0.0044(12) 
F3 0.0351(18) 0.0416(19) 0.0289(16) -0.0184(14) -0.0062(14) -0.0016(15) 
F4 0.0362(18) 0.0309(17) 0.0261(15) -0.0114(13) -0.0079(13) -0.0037(14) 
F5 0.0305(17) 0.0315(17) 0.089(3) -0.0288(17) -0.011(2) 0.0066(17) 
F6 0.054(2) 0.0340(19) 0.046(2) 0.0126(16) -0.0104(17) -0.0198(17) 
F7 0.0296(16) 0.0304(17) 0.0474(19) 0.0113(13) -0.0065(13) -0.0092(13) 
F8 0.0321(18) 0.0287(17) 0.069(2) 0.0118(16) -0.0152(16) 0.0003(15) 
F9 0.065(2) 0.036(2) 0.0374(18) -0.0134(14) -0.0134(16) -0.0085(17) 
O1 0.0112(13) 0.0130(13) 0.0201(14) 0.0001(14) 0.0019(13) 0.0014(10) 
O2 0.0161(15) 0.0121(15) 0.0157(14) -0.0010(11) -0.0001(12) 0.0010(12) 
O3 0.0234(17) 0.0138(14) 0.0165(14) -0.0003(11) -0.0039(13) -0.0031(13) 
O4 0.0190(15) 0.0242(16) 0.0183(14) -0.0010(15) -0.0009(12) 0.0050(16) 
O5 0.0131(14) 0.0237(18) 0.0149(13) -0.0031(12) -0.0015(11) 0.0008(13) 
O6 0.0150(14) 0.0248(15) 0.0231(16) -0.0043(15) -0.0010(11) 0.0025(15) 
O7 0.0288(17) 0.0341(19) 0.0260(16) 0.0035(18) 0.0113(14) 0.0052(19) 
O8 0.0301(17) 0.0274(17) 0.0200(15) -0.0015(12) 0.0044(17) -0.0085(18) 
O9 0.033(2) 0.030(2) 0.0201(17) -0.0067(14) 0.0027(15) 0.0113(16) 
O10 0.034(2) 0.041(2) 0.0167(16) -0.0009(15) -0.0076(14) -0.0086(17) 
O11 0.0236(17) 0.0188(15) 0.0368(17) 0.0051(16) -0.0008(13) 0.0053(16) 
O12 0.0310(18) 0.0166(16) 0.0250(19) -0.0066(14) 0.0067(15) -0.0051(13) 
O13 0.034(2) 0.0216(17) 0.0279(18) 0.0093(14) 0.0115(15) 0.0057(15) 
N1 0.0163(19) 0.0146(18) 0.0100(16) -0.0006(14) -0.0021(14) -0.0005(14) 
N4 0.0136(17) 0.0125(19) 0.0178(17) -0.0031(13) -0.0030(13) 0.0032(14) 
N7 0.0163(19) 0.0151(18) 0.0147(17) -0.0002(14) 0.0012(14) 0.0046(15) 
N10 0.0173(18) 0.0158(17) 0.0176(16) -0.0014(13) 0.0005(16) 0.0009(17) 
N14 0.0144(16) 0.0137(16) 0.0196(17) -0.0007(17) 0.0018(17) -0.0014(13) 
N18 0.022(2) 0.017(2) 0.0168(19) -0.0015(15) 0.0067(15) -0.0046(16) 
C2 0.0123(19) 0.016(2) 0.023(2) -0.001(2) 0.001(2) 0.0042(15) 
C3 0.0137(19) 0.016(2) 0.022(2) -0.0020(18) 0.0016(18) 0.0056(16) 
C5 0.0133(19) 0.0154(19) 0.019(2) -0.0045(18) 0.0005(18) -0.0013(15) 
C6 0.016(2) 0.013(2) 0.026(2) -0.0020(18) -0.0030(18) -0.0013(18) 
C8 0.023(2) 0.016(2) 0.017(2) -0.0032(17) -0.0001(18) 0.0031(18) 
C9 0.027(2) 0.019(2) 0.0147(19) -0.0013(19) -0.0029(16) 0.002(2) 
C11 0.024(3) 0.018(2) 0.013(2) 0.0000(17) 0.0011(18) 0.0015(19) 
C12 0.024(2) 0.015(2) 0.018(2) 0.0037(18) -0.0011(19) 0.0023(19) 
C13 0.017(2) 0.0132(19) 0.015(2) 0.0024(17) 0.0008(19) 0.0025(16) 
C14 0.0146(18) 0.0181(18) 0.0146(17) 0.0023(18) 0.002(2) -0.0024(18) 
C15 0.016(2) 0.017(2) 0.025(3) 0.0004(18) -0.0030(17) -0.0008(17) 
C16 0.023(2) 0.030(3) 0.031(2) 0.000(3) -0.0066(19) -0.009(3) 
C17 0.016(2) 0.020(2) 0.020(2) -0.0004(17) 0.0072(17) -0.0005(17) 
C18 0.017(2) 0.0109(19) 0.0137(19) 0.0028(16) -0.0006(16) 0.0026(17) 
C19 0.025(3) 0.021(2) 0.015(2) -0.0047(18) 0.0002(19) -0.005(2) 
C20 0.055(4) 0.025(3) 0.013(2) 0.0006(19) 0.002(2) -0.012(3) 
C21 0.012(2) 0.024(3) 0.024(2) 0.0009(19) -0.0037(18) -0.0017(18) 
C22 0.025(3) 0.029(3) 0.025(2) 0.006(2) -0.002(2) -0.009(2) 
C23 0.024(2) 0.046(3) 0.022(2) 0.012(2) 0.002(2) -0.006(3) 
C24 0.014(2) 0.051(3) 0.022(2) 0.006(2) -0.001(2) -0.001(2) 
C25 0.019(2) 0.037(3) 0.028(3) 0.000(2) 0.000(2) 0.005(2) 
C26 0.014(2) 0.026(3) 0.027(2) 0.003(2) -0.0026(19) -0.0025(19) 
C27 0.019(2) 0.029(3) 0.017(2) -0.0048(19) -0.0018(18) 0.000(2) 
C28 0.027(3) 0.022(3) 0.024(3) -0.002(2) 0.000(2) -0.002(2) 
C29 0.034(3) 0.018(2) 0.027(3) 0.0011(19) -0.005(2) -0.001(2) 
C31 0.032(3) 0.014(2) 0.014(2) -0.0034(17) 0.0063(19) -0.002(2) 
C32 0.034(3) 0.023(2) 0.026(2) -0.0035(19) 0.001(2) -0.009(3) 
C33 0.047(3) 0.028(3) 0.034(2) -0.005(2) 0.006(3) -0.023(3) 
C34 0.064(4) 0.016(2) 0.016(2) -0.0031(18) 0.009(2) -0.001(2) 
C35 0.045(3) 0.024(3) 0.026(2) -0.008(2) 0.004(2) 0.007(2) 
C36 0.031(3) 0.022(3) 0.024(2) -0.002(2) 0.008(2) 0.002(2) 

_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 
Sm O1 2.371(3) . ? 
Sm O2 2.384(3) . ? 
Sm O5 2.436(3) . ? 
Sm O3 2.456(3) . ? 
Sm O4 2.473(3) . ? 
Sm N7 2.584(4) . ? 
Sm N4 2.633(4) . ? 
Sm N10 2.658(3) . ? 
Sm N1 2.717(4) . ? 
S1 O7 1.434(3) . ? 
S1 O6 1.447(3) . ? 
S1 O4 1.462(3) . ? 
S1 C27 1.833(5) . ? 
S2 O9 1.441(4) . ? 
S2 O8 1.444(4) . ? 
S2 O10 1.446(3) . ? 
S2 C28 1.826(5) . ? 
S3 O11 1.440(3) . ? 
S3 O13 1.443(3) . ? 
S3 O12 1.449(3) . ? 
S3 C29 1.831(5) . ? 
F1 C27 1.336(5) . ? 
F2 C27 1.325(5) . ? 
F3 C27 1.325(5) . ? 
F4 C28 1.324(6) . ? 
F5 C28 1.336(6) . ? 
F6 C28 1.324(6) . ? 
F7 C29 1.338(5) . ? 
F8 C29 1.318(6) . ? 
F9 C29 1.327(6) . ? 
O1 C14 1.257(5) . ? 
O2 C18 1.251(5) . ? 
N1 C13 1.474(5) . ? 
N1 C2 1.480(5) . ? 
N1 C12 1.489(5) . ? 
N4 C17 1.485(5) . ? 
N4 C5 1.486(5) . ? 
N4 C3 1.491(5) . ? 
N7 C6 1.481(6) . ? 
N7 C8 1.488(5) . ? 
N10 C9 1.479(5) . ? 
N10 C11 1.481(5) . ? 
N14 C14 1.319(5) . ? 
N14 C15 1.493(5) . ? 
N18 C18 1.302(5) . ? 
N18 C19 1.477(6) . ? 
C2 C3 1.517(6) . ? 
C5 C6 1.522(6) . ? 
C8 C9 1.513(6) . ? 
C11 C12 1.513(6) . ? 
C13 C14 1.511(5) . ? 
C15 C16 1.516(7) . ? 
C15 C21 1.521(6) . ? 
C17 C18 1.508(6) . ? 
C19 C20 1.508(6) . ? 
C19 C31 1.516(7) . ? 
C21 C22 1.392(6) . ? 
C21 C26 1.402(7) . ? 
C22 C23 1.387(7) . ? 
C23 C24 1.398(7) . ? 
C24 C25 1.367(7) . ? 
C25 C26 1.385(7) . ? 
C31 C36 1.378(7) . ? 
C31 C32 1.397(7) . ? 
C32 C33 1.386(7) . ? 
C33 C34 1.374(8) . ? 
C34 C35 1.378(8) . ? 
C35 C36 1.386(7) . ? 

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 
O1 Sm O2 82.02(10) . . ? 
O1 Sm O5 71.94(10) . . ? 
O2 Sm O5 69.97(10) . . ? 
O1 Sm O3 140.21(10) . . ? 
O2 Sm O3 82.59(10) . . ? 
O5 Sm O3 68.33(10) . . ? 
O1 Sm O4 87.06(10) . . ? 
O2 Sm O4 143.97(10) . . ? 
O5 Sm O4 74.00(9) . . ? 
O3 Sm O4 84.27(11) . . ? 
O1 Sm N7 140.85(11) . . ? 
O2 Sm N7 132.07(11) . . ? 
O5 Sm N7 131.37(11) . . ? 
O3 Sm N7 72.74(10) . . ? 
O4 Sm N7 74.21(11) . . ? 
O1 Sm N4 129.43(9) . . ? 
O2 Sm N4 65.54(10) . . ? 
O5 Sm N4 124.66(10) . . ? 
O3 Sm N4 74.78(10) . . ? 
O4 Sm N4 141.20(11) . . ? 
N7 Sm N4 68.57(11) . . ? 
O1 Sm N10 75.37(11) . . ? 
O2 Sm N10 138.16(10) . . ? 
O5 Sm N10 131.78(11) . . ? 
O3 Sm N10 135.67(10) . . ? 
O4 Sm N10 69.83(11) . . ? 
N7 Sm N10 66.02(11) . . ? 
N4 Sm N10 103.45(12) . . ? 
O1 Sm N1 65.48(9) . . ? 
O2 Sm N1 72.45(10) . . ? 
O5 Sm N1 125.90(10) . . ? 
O3 Sm N1 141.32(11) . . ? 
O4 Sm N1 132.53(11) . . ? 
N7 Sm N1 102.71(11) . . ? 
N4 Sm N1 68.19(11) . . ? 
N10 Sm N1 66.23(11) . . ? 
O7 S1 O6 116.2(2) . . ? 
O7 S1 O4 114.70(19) . . ? 
O6 S1 O4 112.90(17) . . ? 
O7 S1 C27 104.1(2) . . ? 
O6 S1 C27 104.3(2) . . ? 
O4 S1 C27 102.5(2) . . ? 
O9 S2 O8 114.4(2) . . ? 
O9 S2 O10 116.2(2) . . ? 
O8 S2 O10 114.2(2) . . ? 
O9 S2 C28 102.2(2) . . ? 
O8 S2 C28 102.5(2) . . ? 
O10 S2 C28 104.9(2) . . ? 
O11 S3 O13 115.3(2) . . ? 
O11 S3 O12 115.1(2) . . ? 
O13 S3 O12 114.4(2) . . ? 
O11 S3 C29 103.0(2) . . ? 
O13 S3 C29 102.9(2) . . ? 
O12 S3 C29 103.8(2) . . ? 
C14 O1 Sm 125.4(3) . . ? 
C18 O2 Sm 124.5(3) . . ? 
S1 O4 Sm 145.35(17) . . ? 
C13 N1 C2 110.0(3) . . ? 
C13 N1 C12 109.9(3) . . ? 
C2 N1 C12 109.9(3) . . ? 
C13 N1 Sm 105.9(2) . . ? 
C2 N1 Sm 109.8(2) . . ? 
C12 N1 Sm 111.5(2) . . ? 
C17 N4 C5 108.7(3) . . ? 
C17 N4 C3 110.1(3) . . ? 
C5 N4 C3 109.8(3) . . ? 
C17 N4 Sm 108.3(2) . . ? 
C5 N4 Sm 108.9(2) . . ? 
C3 N4 Sm 111.0(2) . . ? 
C6 N7 C8 111.5(3) . . ? 
C6 N7 Sm 113.9(3) . . ? 
C8 N7 Sm 114.2(3) . . ? 
C9 N10 C11 111.4(3) . . ? 
C9 N10 Sm 114.5(3) . . ? 
C11 N10 Sm 113.1(2) . . ? 
C14 N14 C15 123.2(4) . . ? 
C18 N18 C19 122.1(4) . . ? 
N1 C2 C3 111.7(3) . . ? 
N4 C3 C2 113.7(3) . . ? 
N4 C5 C6 111.8(3) . . ? 
N7 C6 C5 111.4(4) . . ? 
N7 C8 C9 109.9(3) . . ? 
N10 C9 C8 110.6(3) . . ? 
N10 C11 C12 109.6(4) . . ? 
N1 C12 C11 113.3(4) . . ? 
N1 C13 C14 111.9(4) . . ? 
O1 C14 N14 122.1(4) . . ? 
O1 C14 C13 119.2(4) . . ? 
N14 C14 C13 118.5(4) . . ? 
N14 C15 C16 107.4(4) . . ? 
N14 C15 C21 111.4(3) . . ? 
C16 C15 C21 114.7(4) . . ? 
N4 C17 C18 110.2(3) . . ? 
O2 C18 N18 121.8(4) . . ? 
O2 C18 C17 119.5(4) . . ? 
N18 C18 C17 118.7(4) . . ? 
N18 C19 C20 110.2(4) . . ? 
N18 C19 C31 110.5(4) . . ? 
C20 C19 C31 111.8(4) . . ? 
C22 C21 C26 117.8(4) . . ? 
C22 C21 C15 122.4(4) . . ? 
C26 C21 C15 119.8(4) . . ? 
C23 C22 C21 120.7(5) . . ? 
C22 C23 C24 120.7(5) . . ? 
C25 C24 C23 118.8(5) . . ? 
C24 C25 C26 121.0(5) . . ? 
C25 C26 C21 121.0(5) . . ? 
F2 C27 F3 108.1(4) . . ? 
F2 C27 F1 108.2(4) . . ? 
F3 C27 F1 108.1(4) . . ? 
F2 C27 S1 111.3(3) . . ? 
F3 C27 S1 111.0(3) . . ? 
F1 C27 S1 110.0(3) . . ? 
F4 C28 F6 108.2(4) . . ? 
F4 C28 F5 107.7(4) . . ? 
F6 C28 F5 108.0(4) . . ? 
F4 C28 S2 111.3(3) . . ? 
F6 C28 S2 111.3(3) . . ? 
F5 C28 S2 110.2(3) . . ? 
F8 C29 F9 108.1(4) . . ? 
F8 C29 F7 108.0(4) . . ? 
F9 C29 F7 107.4(4) . . ? 
F8 C29 S3 111.9(3) . . ? 
F9 C29 S3 110.4(4) . . ? 
F7 C29 S3 110.9(3) . . ? 
C36 C31 C32 119.0(5) . . ? 
C36 C31 C19 121.1(5) . . ? 
C32 C31 C19 119.9(5) . . ? 
C33 C32 C31 119.7(5) . . ? 
C34 C33 C32 120.8(5) . . ? 
C33 C34 C35 119.6(5) . . ? 
C34 C35 C36 120.0(5) . . ? 
C31 C36 C35 120.9(5) . . ? 

loop_ 
_geom_torsion_atom_site_label_1 
_geom_torsion_atom_site_label_2 
_geom_torsion_atom_site_label_3 
_geom_torsion_atom_site_label_4 
_geom_torsion 
_geom_torsion_site_symmetry_1 
_geom_torsion_site_symmetry_2 
_geom_torsion_site_symmetry_3 
_geom_torsion_site_symmetry_4 
_geom_torsion_publ_flag 
C12 N1 C2 C3 80.4(4) . . . . ? 
N1 C2 C3 N4 60.4(5) . . . . ? 
C2 C3 N4 C5 -164.0(4) . . . . ? 
C3 N4 C5 C6 73.2(4) . . . . ? 
N4 C5 C6 N7 58.2(5) . . . . ? 
C5 C6 N7 C8 -167.0(3) . . . . ? 
C6 N7 C8 C9 82.3(4) . . . . ? 
N7 C8 C9 N10 56.0(5) . . . . ? 
C8 C9 N10 C11 -166.4(4) . . . . ? 
C9 N10 C11 C12 82.4(4) . . . . ? 
N10 C11 C12 N1 59.4(5) . . . . ? 
C11 C12 N1 C2 -160.8(4) . . . . ? 

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 
O3 H032 O8  0.84 2.03 2.859(4) 169.7 . 
O3 H031 O12  0.84 1.95 2.771(4) 164.0 . 
O5 H051 O6  0.84 1.93 2.730(4) 157.9 . 
O5 H052 O9  0.84 1.93 2.769(4) 172.7 4_556 
N7 H7 O13  0.91 2.30 3.042(5) 138.7 . 
N14 H14 O11  0.88 2.02 2.890(5) 168.4 1_565 
N18 H18 O8  0.88 2.23 3.078(5) 163.2 4_456 

_diffrn_measured_fraction_theta_max    1.000 
_diffrn_reflns_theta_full              27.49 
_diffrn_measured_fraction_theta_full   1.000 
_refine_diff_density_max    0.574 
_refine_diff_density_min   -1.559 
_refine_diff_density_rms    0.099 

#============================================END