#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:07:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180375 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/44/7204472.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7204472
loop_
_publ_author_name
'Taher, Abutariq'
'Eichenseher, Sandra'
'Slawin, Alexandra M. Z.'
'Tennant, George'
'Weaver, George W.'
_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
;
_journal_issue                   17
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1968
_journal_paper_doi               10.1039/b205216b
_journal_year                    2002
_chemical_formula_sum            'C22 H36 Cl4 F12 N2 O6 Sr'
_chemical_formula_weight         881.95
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 104.152(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.2804(2)
_cell_length_b                   11.4196(3)
_cell_length_c                   16.8509(4)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    150(1)
_cell_volume                     1731.63(7)
_computing_cell_refinement       'Siemens SAINT'
_computing_data_collection       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(1)
_diffrn_measurement_device       'Siemens SMART CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10538
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.18
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.968
_exptl_absorpt_correction_T_max  0.5830
_exptl_absorpt_correction_T_min  0.4516
_exptl_absorpt_correction_type   ' empirical used sadabs'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'irregular b'
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.240
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.0018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.074
_refine_ls_goodness_of_fit_obs   1.099
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3934
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_restrained_S_obs      1.099
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_obs          0.0343
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0238P)²+2.5414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0760
_refine_ls_wR_factor_obs         0.0734
_reflns_number_observed          3525
_reflns_number_total             3934
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b205216b.txt
_cod_data_source_block           ic6957_complex_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0238P)^2^+2.5414P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0238P)^2^+2.5414P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7204472
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'
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_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'
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) . . ?
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) . ?
