# Supplementary Material (ESI) for Perkin Transactions 1
# 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
'Eichenseher, Sandra'
'Slawin, A.'
'Taher, Abutariq'
'Tennant, G.'
'Weaver, G. W.'

_publ_contact_author_name     	'Dr G W Weaver'  
_publ_contact_author_address 
;
Dr G W Weaver
Department of Chemistry
Loughborough University
Loughborough
LE11 3TU
UNITED KINGDOM
;

_publ_contact_author_email       'G.W.WEAVER@LBORO.AC.UK'

_publ_section_title		
;
Synthesis of 2-aryl-2H,4H-imidazo[4,5-d][1,2,3]triazoles from
triethyl N-1-ethyl-2-methyl-4-nitro-1H-imidazol-5-yl phosphorimidate by
reaction with aryl isocyanates
;


data_4c
_database_code_CSD                  163030

_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C13 H12 F3 N5'
_chemical_formula_sum
'C13 H12 F3 N5'
_chemical_formula_weight          295.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C'  'C'   0.0181   0.0091
'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'   0.0311   0.0180
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'F'  'F'   0.0727   0.0534
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            Triclinic
_symmetry_space_group_name_H-M    P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                    7.188(2)
_cell_length_b                    9.088(2)
_cell_length_c                    10.682(2)
_cell_angle_alpha                 88.99(2)
_cell_angle_beta                  100.84(2)
_cell_angle_gamma                 91.560(10)
_cell_volume                      685.0(3)
_cell_formula_units_Z             2
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     11
_cell_measurement_theta_min       6.5
_cell_measurement_theta_max       13.1

_exptl_crystal_description        prism
_exptl_crystal_colour             colurless
_exptl_crystal_size_max           0.22
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.10
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.432
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              304
_exptl_absorpt_coefficient_mu     1.032
_exptl_absorpt_correction_type    semi-empirical
_exptl_absorpt_correction_T_min   0.914
_exptl_absorpt_correction_T_max   1.000
_exptl_absorpt_process_details    ?

_exptl_special_details
;
-
;

_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Rigaku AFC7S'
_diffrn_measurement_method        '\w scans'
_diffrn_standards_number          3
_diffrn_standards_interval_count  150
_diffrn_standards_decay_%         -0.16
_diffrn_reflns_number             2231
_diffrn_reflns_av_R_equivalents   0.0031
_diffrn_reflns_av_sigmaI/netI     0.0179
_diffrn_reflns_limit_h_min        0
_diffrn_reflns_limit_h_max        8
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -11
_diffrn_reflns_limit_l_max        11
_diffrn_reflns_theta_min          4.21
_diffrn_reflns_theta_max          60.02
_reflns_number_total              2023
_reflns_number_gt                 1467
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection        'MSC/AFC Diffractometer Control'
_computing_cell_refinement        'MSC/AFC Diffractometer Control'
_computing_data_reduction         'teXsan (MSC, 1992-1997)'
_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^)+(0.0850P)^2^+0.3304P] 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        0.0092(16)
_refine_ls_extinction_expression
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
_refine_ls_number_reflns          2023
_refine_ls_number_parameters      191
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0739
_refine_ls_R_factor_gt            0.0517
_refine_ls_wR_factor_ref          0.1656
_refine_ls_wR_factor_gt           0.1489
_refine_ls_goodness_of_fit_ref    1.048
_refine_ls_restrained_S_all       1.048
_refine_ls_shift/su_max           0.010
_refine_ls_shift/su_mean          0.003

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
N1 N 0.6454(3) 0.7718(2) 0.4714(2) 0.0573(6) Uani 1 1 d . . .
C2 C 0.5844(4) 0.8284(3) 0.5757(3) 0.0573(7) Uani 1 1 d . . .
N3 N 0.4149(4) 0.7801(3) 0.5906(2) 0.0633(7) Uani 1 1 d . . .
C4 C 0.3627(4) 0.6864(3) 0.4899(3) 0.0532(7) Uani 1 1 d . . .
N5 N 0.2164(3) 0.5991(3) 0.4411(2) 0.0580(7) Uani 1 1 d . . .
N6 N 0.2753(3) 0.5439(2) 0.3388(2) 0.0518(6) Uani 1 1 d . . .
N7 N 0.4495(3) 0.5902(2) 0.3188(2) 0.0561(6) Uani 1 1 d . . .
C8 C 0.5003(4) 0.6794(3) 0.4165(2) 0.0490(7) Uani 1 1 d . . .
C9 C 0.1557(4) 0.4517(3) 0.2517(2) 0.0524(7) Uani 1 1 d . . .
C10 C -0.0205(4) 0.4096(3) 0.2760(3) 0.0612(8) Uani 1 1 d . . .
H10A H -0.0584 0.4399 0.3498 0.073 Uiso 1 1 calc R . .
C11 C -0.1393(5) 0.3227(3) 0.1901(3) 0.0681(9) Uani 1 1 d . . .
H11A H -0.2581 0.2945 0.2060 0.082 Uiso 1 1 calc R . .
C12 C -0.0840(5) 0.2770(3) 0.0807(3) 0.0648(8) Uani 1 1 d . . .
C13 C 0.0930(5) 0.3176(3) 0.0589(3) 0.0692(9) Uani 1 1 d . . .
H13A H 0.1317 0.2854 -0.0141 0.083 Uiso 1 1 calc R . .
C14 C 0.2141(5) 0.4053(3) 0.1435(3) 0.0633(8) Uani 1 1 d . . .
H14A H 0.3333 0.4327 0.1277 0.076 Uiso 1 1 calc R . .
C15 C 0.7024(5) 0.9351(3) 0.6626(3) 0.0738(10) Uani 1 1 d . . .
H15A H 0.6360 0.9614 0.7286 0.111 Uiso 1 1 calc R . .
H15B H 0.7273 1.0217 0.6152 0.111 Uiso 1 1 calc R . .
H15C H 0.8200 0.8909 0.7001 0.111 Uiso 1 1 calc R . .
C16 C 0.8226(5) 0.8025(4) 0.4271(4) 0.0822(10) Uani 1 1 d . . .
H16A H 0.8986 0.8719 0.4845 0.099 Uiso 1 1 calc R . .
H16B H 0.8923 0.7121 0.4311 0.099 Uiso 1 1 calc R . .
C17 C 0.7974(6) 0.8618(7) 0.2987(4) 0.130(2) Uani 1 1 d . . .
H17A H 0.9190 0.8802 0.2761 0.195 Uiso 1 1 calc R . .
H17B H 0.7304 0.9523 0.2941 0.195 Uiso 1 1 calc R . .
H17C H 0.7260 0.7924 0.2407 0.195 Uiso 1 1 calc R . .
C18 C -0.2143(6) 0.1841(4) -0.0101(4) 0.0877(11) Uani 1 1 d . . .
F1 F -0.3928(4) 0.2257(4) -0.0262(3) 0.1629(14) Uani 1 1 d . . .
F2 F -0.2189(6) 0.0473(3) 0.0235(3) 0.1835(19) Uani 1 1 d . . .
F3 F -0.1818(4) 0.1890(3) -0.1261(2) 0.1236(10) Uani 1 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
N1 0.0526(14) 0.0545(14) 0.0605(14) -0.0070(11) 0.0000(11) -0.0065(11)
C2 0.0656(19) 0.0462(15) 0.0545(16) -0.0033(13) -0.0033(13) 0.0006(14)
N3 0.0727(17) 0.0566(14) 0.0590(15) -0.0151(12) 0.0086(12) -0.0089(12)
C4 0.0588(17) 0.0475(15) 0.0516(15) -0.0043(13) 0.0066(13) -0.0037(13)
N5 0.0632(15) 0.0587(14) 0.0515(13) -0.0127(11) 0.0096(11) -0.0089(12)
N6 0.0551(14) 0.0492(13) 0.0491(13) -0.0075(10) 0.0050(10) -0.0063(11)
N7 0.0535(15) 0.0573(14) 0.0560(14) -0.0062(11) 0.0067(11) -0.0037(11)
C8 0.0513(16) 0.0430(14) 0.0502(15) -0.0023(12) 0.0026(12) 0.0005(12)
C9 0.0592(17) 0.0469(15) 0.0467(15) -0.0021(12) -0.0006(12) -0.0032(13)
C10 0.0648(19) 0.0632(18) 0.0538(16) -0.0114(14) 0.0080(14) -0.0131(15)
C11 0.067(2) 0.069(2) 0.0638(19) -0.0044(15) 0.0032(15) -0.0196(16)
C12 0.079(2) 0.0586(18) 0.0505(17) -0.0024(14) -0.0016(15) -0.0138(15)
C13 0.085(2) 0.071(2) 0.0494(17) -0.0117(15) 0.0078(15) -0.0103(17)
C14 0.069(2) 0.0643(18) 0.0551(17) -0.0096(14) 0.0097(14) -0.0106(15)
C15 0.078(2) 0.0559(18) 0.078(2) -0.0141(16) -0.0102(17) -0.0061(16)
C16 0.054(2) 0.097(3) 0.094(3) -0.022(2) 0.0089(17) -0.0111(17)
C17 0.087(3) 0.209(6) 0.096(3) 0.023(3) 0.031(2) -0.028(3)
C18 0.101(3) 0.086(3) 0.066(2) -0.0092(19) -0.007(2) -0.027(2)
F1 0.097(2) 0.235(4) 0.141(2) -0.083(2) -0.0176(17) -0.038(2)
F2 0.285(4) 0.0901(18) 0.129(2) 0.0074(16) -0.066(3) -0.091(2)
F3 0.156(2) 0.135(2) 0.0685(14) -0.0340(13) -0.0032(14) -0.0460(17)

_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
N1 C8 1.370(3) . ?
N1 C2 1.383(4) . ?
N1 C16 1.458(4) . ?
C2 N3 1.320(4) . ?
C2 C15 1.488(4) . ?
N3 C4 1.373(4) . ?
C4 N5 1.330(4) . ?
C4 C8 1.376(4) . ?
N5 N6 1.353(3) . ?
N6 N7 1.364(3) . ?
N6 C9 1.412(3) . ?
N7 C8 1.322(3) . ?
C9 C14 1.379(4) . ?
C9 C10 1.383(4) . ?
C10 C11 1.374(4) . ?
C11 C12 1.378(4) . ?
C12 C13 1.376(5) . ?
C12 C18 1.474(4) . ?
C13 C14 1.379(4) . ?
C16 C17 1.446(6) . ?
C18 F2 1.290(4) . ?
C18 F3 1.303(4) . ?
C18 F1 1.326(5) . ?

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
C8 N1 C2 104.5(2) . . ?
C8 N1 C16 126.8(3) . . ?
C2 N1 C16 128.7(3) . . ?
N3 C2 N1 114.6(2) . . ?
N3 C2 C15 123.5(3) . . ?
N1 C2 C15 121.9(3) . . ?
C2 N3 C4 102.7(2) . . ?
N5 C4 N3 138.7(3) . . ?
N5 C4 C8 109.4(2) . . ?
N3 C4 C8 111.9(3) . . ?
C4 N5 N6 101.6(2) . . ?
N5 N6 N7 116.8(2) . . ?
N5 N6 C9 121.3(2) . . ?
N7 N6 C9 121.7(2) . . ?
C8 N7 N6 100.1(2) . . ?
N7 C8 N1 141.6(3) . . ?
N7 C8 C4 112.0(2) . . ?
N1 C8 C4 106.4(2) . . ?
C14 C9 C10 120.6(3) . . ?
C14 C9 N6 120.2(3) . . ?
C10 C9 N6 119.2(2) . . ?
C11 C10 C9 119.5(3) . . ?
C10 C11 C12 120.6(3) . . ?
C13 C12 C11 119.2(3) . . ?
C13 C12 C18 121.2(3) . . ?
C11 C12 C18 119.5(3) . . ?
C12 C13 C14 121.1(3) . . ?
C13 C14 C9 118.9(3) . . ?
C17 C16 N1 113.8(3) . . ?
F2 C18 F3 107.2(4) . . ?
F2 C18 F1 105.0(4) . . ?
F3 C18 F1 102.4(3) . . ?
F2 C18 C12 114.0(3) . . ?
F3 C18 C12 114.4(3) . . ?
F1 C18 C12 112.9(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
C8 N1 C2 N3 -0.2(3) . . . . ?
C16 N1 C2 N3 179.4(3) . . . . ?
C8 N1 C2 C15 179.9(2) . . . . ?
C16 N1 C2 C15 -0.4(5) . . . . ?
N1 C2 N3 C4 0.1(3) . . . . ?
C15 C2 N3 C4 179.9(3) . . . . ?
C2 N3 C4 N5 -179.8(3) . . . . ?
C2 N3 C4 C8 0.1(3) . . . . ?
N3 C4 N5 N6 179.6(3) . . . . ?
C8 C4 N5 N6 -0.3(3) . . . . ?
C4 N5 N6 N7 0.0(3) . . . . ?
C4 N5 N6 C9 -175.3(2) . . . . ?
N5 N6 N7 C8 0.3(3) . . . . ?
C9 N6 N7 C8 175.6(2) . . . . ?
N6 N7 C8 N1 -179.2(3) . . . . ?
N6 N7 C8 C4 -0.5(3) . . . . ?
C2 N1 C8 N7 179.1(3) . . . . ?
C16 N1 C8 N7 -0.6(6) . . . . ?
C2 N1 C8 C4 0.2(3) . . . . ?
C16 N1 C8 C4 -179.4(3) . . . . ?
N5 C4 C8 N7 0.5(3) . . . . ?
N3 C4 C8 N7 -179.4(2) . . . . ?
N5 C4 C8 N1 179.7(2) . . . . ?
N3 C4 C8 N1 -0.2(3) . . . . ?
N5 N6 C9 C14 175.4(2) . . . . ?
N7 N6 C9 C14 0.4(4) . . . . ?
N5 N6 C9 C10 -4.1(4) . . . . ?
N7 N6 C9 C10 -179.2(2) . . . . ?
C14 C9 C10 C11 -1.1(4) . . . . ?
N6 C9 C10 C11 178.5(3) . . . . ?
C9 C10 C11 C12 0.2(5) . . . . ?
C10 C11 C12 C13 0.9(5) . . . . ?
C10 C11 C12 C18 -179.8(3) . . . . ?
C11 C12 C13 C14 -1.2(5) . . . . ?
C18 C12 C13 C14 179.5(3) . . . . ?
C12 C13 C14 C9 0.4(5) . . . . ?
C10 C9 C14 C13 0.8(4) . . . . ?
N6 C9 C14 C13 -178.8(3) . . . . ?
C8 N1 C16 C17 58.6(5) . . . . ?
C2 N1 C16 C17 -121.0(4) . . . . ?
C13 C12 C18 F2 100.3(5) . . . . ?
C11 C12 C18 F2 -79.0(5) . . . . ?
C13 C12 C18 F3 -23.5(5) . . . . ?
C11 C12 C18 F3 157.2(3) . . . . ?
C13 C12 C18 F1 -140.1(4) . . . . ?
C11 C12 C18 F1 40.6(5) . . . . ?

_diffrn_measured_fraction_theta_max    1.000
_diffrn_reflns_theta_full              60.02
_diffrn_measured_fraction_theta_full   1.000
_refine_diff_density_max    0.348
_refine_diff_density_min   -0.283
_refine_diff_density_rms    0.041

data_ic6957_complex_1
_database_code_CSD                  163031

_audit_creation_method            SHELXL 
_chemical_name_systematic 
;
?
;
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C22 H36 Cl4 F12 N2 O6 Sr' 
_chemical_formula_weight          881.95 
_chemical_melting_point           ? 
_chemical_compound_source         ? 

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' 
'Cl'  'Cl'   0.1484   0.1585 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'Sr'  'Sr'  -1.5307   3.2498 
'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)/n 

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

_cell_length_a                    9.2804(2) 
_cell_length_b                    11.4196(3) 
_cell_length_c                    16.8509(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  104.152(1) 
_cell_angle_gamma                 90.00 
_cell_volume                      1731.63(7) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     150(1) 
_cell_measurement_reflns_used     8192 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 

_exptl_crystal_description        'irregular b' 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.47 
_exptl_crystal_size_mid           0.38 
_exptl_crystal_size_min           0.30 
_exptl_crystal_density_meas       'not measured' 
_exptl_crystal_density_diffrn     1.691 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              888 
_exptl_absorpt_coefficient_mu     1.968 
_exptl_absorpt_correction_type    ' empirical used sadabs' 
_exptl_absorpt_correction_T_min   0.4516 
_exptl_absorpt_correction_T_max   0.5830 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       150(1) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'Siemens SMART CCD' 
_diffrn_measurement_method        '\w scans' 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             10538 
_diffrn_reflns_av_R_equivalents   0.0214 
_diffrn_reflns_av_sigmaI/netI     0.0236 
_diffrn_reflns_limit_h_min        -12 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -22 
_diffrn_reflns_limit_l_max        19 
_diffrn_reflns_theta_min          2.18 
_diffrn_reflns_theta_max          27.50 
_reflns_number_total              3934 
_reflns_number_observed           3525 
_reflns_observed_criterion        >2sigma(I) 

_computing_data_collection        'Siemens SMART' 
_computing_cell_refinement        'Siemens SAINT' 
_computing_data_reduction         'Siemens SAINT' 
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 
_computing_molecular_graphics     'Siemens SHELXTL' 
_computing_publication_material   'Siemens SHELXTL' 

_refine_special_details 
; 
Refinement on F^2^ for ALL reflections except for 0 with very negative 
F^2^ 
or flagged by the user for potential systematic errors.  Weighted R-factors 
wR and all goodnesses 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 observed 
criterion 
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.0238P)^2^+2.5414P] 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     ? 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0018(3) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          3934 
_refine_ls_number_parameters      215 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0411 
_refine_ls_R_factor_obs           0.0343 
_refine_ls_wR_factor_all          0.0760 
_refine_ls_wR_factor_obs          0.0734 
_refine_ls_goodness_of_fit_all    1.074 
_refine_ls_goodness_of_fit_obs    1.099 
_refine_ls_restrained_S_all       1.074 
_refine_ls_restrained_S_obs       1.099 
_refine_ls_shift/esd_max          0.000 
_refine_ls_shift/esd_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_thermal_displace_type 
_atom_site_occupancy 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_group 
Sr Sr 0.0000 0.0000 0.0000 0.01296(8) Uani 1 d S . 
F1 F 0.0867(2) -0.0310(2) 0.27859(10) 0.0408(4) Uani 1 d . . 
F2 F -0.0483(2) -0.18494(15) 0.26828(10) 0.0437(4) Uani 1 d . . 
F3 F -0.1131(2) -0.0279(2) 0.32149(9) 0.0462(5) Uani 1 d . . 
F4 F -0.3168(2) -0.18324(14) 0.17295(11) 0.0415(4) Uani 1 d . . 
F5 F -0.3758(2) -0.0161(2) 0.21360(11) 0.0463(5) Uani 1 d . . 
F6 F -0.3855(2) -0.04524(15) 0.08706(10) 0.0362(4) Uani 1 d . . 
O1 O 0.1748(2) 0.16331(15) 0.07778(10) 0.0238(4) Uani 1 d . . 
O2 O -0.2424(2) 0.12181(15) -0.07213(10) 0.0241(3) Uani 1 d . . 
O3 O -0.0811(2) -0.07646(13) 0.11691(9) 0.0203(3) Uani 1 d . . 
N1 N -0.1243(2) 0.1658(2) 0.09848(11) 0.0183(4) Uani 1 d . . 
C1 C 0.3320(3) 0.1574(2) 0.0858(2) 0.0315(6) Uani 1 d . . 
H1A H 0.3523(3) 0.1075(2) 0.0425(2) 0.047 Uiso 1 calc R . 
H1B H 0.3806(3) 0.1244(2) 0.1393(2) 0.047 Uiso 1 calc R . 
H1C H 0.3706(3) 0.2363(2) 0.0810(2) 0.047 Uiso 1 calc R . 
C2 C 0.1388(3) 0.2351(2) 0.13950(14) 0.0249(5) Uani 1 d . . 
H2A H 0.2010(3) 0.3067(2) 0.14735(14) 0.030 Uiso 1 calc R . 
H2B H 0.1591(3) 0.1921(2) 0.19205(14) 0.030 Uiso 1 calc R . 
C3 C -0.0233(3) 0.2682(2) 0.11381(15) 0.0235(5) Uani 1 d . . 
H3A H -0.0479(3) 0.3172(2) 0.15715(15) 0.028 Uiso 1 calc R . 
H3B H -0.0404(3) 0.3161(2) 0.06335(15) 0.028 Uiso 1 calc R . 
C4 C -0.2730(3) 0.1294(2) -0.15924(14) 0.0288(5) Uani 1 d . . 
H4A H -0.2442(3) 0.0560(2) -0.18128(14) 0.043 Uiso 1 calc R . 
H4B H -0.2164(3) 0.1944(2) -0.17462(14) 0.043 Uiso 1 calc R . 
H4C H -0.3795(3) 0.1431(2) -0.18160(14) 0.043 Uiso 1 calc R . 
C5 C -0.2825(3) 0.2267(2) -0.03700(15) 0.0256(5) Uani 1 d . . 
H5A H -0.3849(3) 0.2501(2) -0.06543(15) 0.031 Uiso 1 calc R . 
H5B H -0.2141(3) 0.2909(2) -0.04284(15) 0.031 Uiso 1 calc R . 
C6 C -0.2732(3) 0.2044(2) 0.05241(15) 0.0245(5) Uani 1 d . . 
H6A H -0.2997(3) 0.2772(2) 0.07748(15) 0.029 Uiso 1 calc R . 
H6B H -0.3469(3) 0.1438(2) 0.05705(15) 0.029 Uiso 1 calc R . 
C7 C -0.1324(3) 0.1116(2) 0.17689(14) 0.0232(5) Uani 1 d . . 
H7A H -0.2215(3) 0.1417(2) 0.19267(14) 0.028 Uiso 1 calc R . 
H7B H -0.0441(3) 0.1356(2) 0.21980(14) 0.028 Uiso 1 calc R . 
C8 C -0.1400(2) -0.0270(2) 0.17380(13) 0.0185(4) Uani 1 d . . 
C9 C -0.0548(3) -0.0680(2) 0.26082(15) 0.0280(5) Uani 1 d . . 
C10 C -0.3041(3) -0.0677(2) 0.16239(15) 0.0245(5) Uani 1 d . . 
C11 C -0.1116(4) 0.6350(2) 0.1156(2) 0.0388(7) Uani 1 d . . 
H11A H -0.1696(4) 0.6263(2) 0.1574(2) 0.047 Uiso 1 calc R . 
H11B H -0.1036(4) 0.7197(2) 0.1046(2) 0.047 Uiso 1 calc R . 
Cl1 Cl 0.06971(9) 0.57542(6) 0.15390(5) 0.0451(2) Uani 1 d . . 
Cl2 Cl -0.20467(12) 0.56360(7) 0.02497(5) 0.0588(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 
Sr 0.01396(13) 0.01279(13) 0.01262(13) -0.00021(11) 0.00421(9) -0.00081(11) 
F1 0.0281(8) 0.0547(11) 0.0345(9) 0.0008(7) -0.0020(6) 0.0063(7) 
F2 0.0571(11) 0.0352(9) 0.0367(9) 0.0176(7) 0.0074(8) 0.0115(8) 
F3 0.0554(10) 0.0689(13) 0.0181(7) 0.0058(7) 0.0164(7) 0.0197(9) 
F4 0.0360(9) 0.0256(8) 0.0661(12) 0.0116(8) 0.0182(8) -0.0049(7) 
F5 0.0305(8) 0.0610(12) 0.0560(11) -0.0189(9) 0.0273(8) -0.0034(8) 
F6 0.0274(8) 0.0398(9) 0.0362(9) 0.0025(7) -0.0019(6) -0.0047(7) 
O1 0.0188(8) 0.0256(8) 0.0271(9) -0.0107(7) 0.0061(6) -0.0035(7) 
O2 0.0263(8) 0.0250(8) 0.0201(8) 0.0032(7) 0.0039(6) 0.0060(7) 
O3 0.0273(8) 0.0177(7) 0.0200(8) 0.0011(6) 0.0135(6) 0.0024(6) 
N1 0.0213(9) 0.0152(9) 0.0196(9) 0.0003(7) 0.0073(7) -0.0006(7) 
C1 0.0192(12) 0.0319(13) 0.043(2) -0.0076(12) 0.0065(10) -0.0039(10) 
C2 0.0288(12) 0.0214(11) 0.0235(11) -0.0090(9) 0.0047(9) -0.0059(9) 
C3 0.0287(12) 0.0155(10) 0.0279(12) -0.0032(9) 0.0101(10) -0.0005(9) 
C4 0.0240(12) 0.0388(14) 0.0219(12) 0.0045(10) 0.0022(9) 0.0004(10) 
C5 0.0239(12) 0.0208(11) 0.0316(13) 0.0050(10) 0.0058(10) 0.0058(9) 
C6 0.0233(11) 0.0220(11) 0.0310(13) 0.0006(10) 0.0119(10) 0.0049(9) 
C7 0.0326(13) 0.0198(11) 0.0197(11) -0.0023(9) 0.0112(9) -0.0011(9) 
C8 0.0201(10) 0.0197(11) 0.0172(10) 0.0023(8) 0.0073(8) 0.0022(8) 
C9 0.0296(13) 0.0336(14) 0.0220(12) 0.0047(10) 0.0089(10) 0.0072(10) 
C10 0.0256(12) 0.0230(11) 0.0287(12) 0.0010(9) 0.0136(10) 0.0015(9) 
C11 0.057(2) 0.0232(13) 0.043(2) 0.0026(12) 0.0259(14) 0.0009(12) 
Cl1 0.0513(4) 0.0283(3) 0.0614(5) 0.0019(3) 0.0249(4) -0.0047(3) 
Cl2 0.0896(7) 0.0368(4) 0.0450(5) 0.0051(3) 0.0069(4) 0.0020(4) 

_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 
Sr O3 2.4362(15) 3 ? 
Sr O3 2.4362(15) . ? 
Sr O1 2.605(2) . ? 
Sr O1 2.605(2) 3 ? 
Sr O2 2.671(2) . ? 
Sr O2 2.672(2) 3 ? 
Sr N1 2.933(2) . ? 
Sr N1 2.933(2) 3 ? 
F1 C9 1.342(3) . ? 
F2 C9 1.341(3) . ? 
F3 C9 1.349(3) . ? 
F4 C10 1.341(3) . ? 
F5 C10 1.348(3) . ? 
F6 C10 1.334(3) . ? 
O1 C2 1.427(3) . ? 
O1 C1 1.434(3) . ? 
O2 C5 1.426(3) . ? 
O2 C4 1.428(3) . ? 
O3 C8 1.339(3) . ? 
N1 C6 1.477(3) . ? 
N1 C7 1.478(3) . ? 
N1 C3 1.482(3) . ? 
C2 C3 1.508(3) . ? 
C5 C6 1.510(3) . ? 
C7 C8 1.584(3) . ? 
C8 C10 1.558(3) . ? 
C8 C9 1.558(3) . ? 
C11 Cl2 1.761(3) . ? 
C11 Cl1 1.783(3) . ? 

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 Sr O3 180.0 3 . ? 
O3 Sr O1 82.69(5) 3 . ? 
O3 Sr O1 97.31(5) . . ? 
O3 Sr O1 97.31(5) 3 3 ? 
O3 Sr O1 82.69(5) . 3 ? 
O1 Sr O1 180.0 . 3 ? 
O3 Sr O2 80.67(5) 3 . ? 
O3 Sr O2 99.33(5) . . ? 
O1 Sr O2 101.98(5) . . ? 
O1 Sr O2 78.02(5) 3 . ? 
O3 Sr O2 99.33(5) 3 3 ? 
O3 Sr O2 80.67(5) . 3 ? 
O1 Sr O2 78.02(5) . 3 ? 
O1 Sr O2 101.98(5) 3 3 ? 
O2 Sr O2 180.0 . 3 ? 
O3 Sr N1 117.92(5) 3 . ? 
O3 Sr N1 62.08(5) . . ? 
O1 Sr N1 62.36(5) . . ? 
O1 Sr N1 117.64(5) 3 . ? 
O2 Sr N1 61.14(5) . . ? 
O2 Sr N1 118.86(5) 3 . ? 
O3 Sr N1 62.08(5) 3 3 ? 
O3 Sr N1 117.92(5) . 3 ? 
O1 Sr N1 117.64(5) . 3 ? 
O1 Sr N1 62.36(5) 3 3 ? 
O2 Sr N1 118.86(5) . 3 ? 
O2 Sr N1 61.14(5) 3 3 ? 
N1 Sr N1 180.0 . 3 ? 
C2 O1 C1 111.9(2) . . ? 
C2 O1 Sr 123.40(13) . . ? 
C1 O1 Sr 120.53(14) . . ? 
C5 O2 C4 111.7(2) . . ? 
C5 O2 Sr 121.67(13) . . ? 
C4 O2 Sr 115.67(14) . . ? 
C8 O3 Sr 133.51(13) . . ? 
C6 N1 C7 110.5(2) . . ? 
C6 N1 C3 109.0(2) . . ? 
C7 N1 C3 110.1(2) . . ? 
C6 N1 Sr 110.02(13) . . ? 
C7 N1 Sr 110.40(13) . . ? 
C3 N1 Sr 106.77(12) . . ? 
O1 C2 C3 109.2(2) . . ? 
N1 C3 C2 113.3(2) . . ? 
O2 C5 C6 108.4(2) . . ? 
N1 C6 C5 113.1(2) . . ? 
N1 C7 C8 113.6(2) . . ? 
O3 C8 C10 110.1(2) . . ? 
O3 C8 C9 110.2(2) . . ? 
C10 C8 C9 106.4(2) . . ? 
O3 C8 C7 115.0(2) . . ? 
C10 C8 C7 109.6(2) . . ? 
C9 C8 C7 105.2(2) . . ? 
F2 C9 F1 105.9(2) . . ? 
F2 C9 F3 106.5(2) . . ? 
F1 C9 F3 106.0(2) . . ? 
F2 C9 C8 112.9(2) . . ? 
F1 C9 C8 111.0(2) . . ? 
F3 C9 C8 113.9(2) . . ? 
F6 C10 F4 105.5(2) . . ? 
F6 C10 F5 105.7(2) . . ? 
F4 C10 F5 105.8(2) . . ? 
F6 C10 C8 111.7(2) . . ? 
F4 C10 C8 113.1(2) . . ? 
F5 C10 C8 114.3(2) . . ? 
Cl2 C11 Cl1 110.9(2) . . ? 

_refine_diff_density_max    1.240 
_refine_diff_density_min   -0.793 
_refine_diff_density_rms    0.065 

#===END