#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/47/4314733.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_4314733
loop_
_publ_author_name
'Jean-François Lemonnier'
'Laure Guénée'
'Gérald Bernardinelli'
'Jean-François Vigier'
'Bernard Bocquet'
'Claude Piguet'
_publ_contact_author_address
;Department of inorganic, analytic and applied chemistry 
University of Geneva, Sciences II 
30 quai Ernest-Ansermet 
CH-1211 Genève 4 
;
_publ_contact_author_email       claude.Piguet@unige.ch
_publ_contact_author_fax         '+41 (0)22 379 68 30 '
_publ_contact_author_name        'Claude Piguet'
_publ_contact_author_phone       '+41 (0)22 379 60 34'
_publ_section_title
;
 Planned Failures from the Principle of Maximum Site Occupancy in
 Lanthanide Helicates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1252
_journal_page_last               1265
_journal_paper_doi               10.1021/ic902314f
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C11 H11 F3 N2 O3 S'
_chemical_formula_sum            'C11 H11 F3 N2 O3 S'
_chemical_formula_weight         308.3
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                102.040(15)
_cell_angle_beta                 101.670(15)
_cell_angle_gamma                97.195(14)
_cell_formula_units_Z            2
_cell_length_a                   6.2135(8)
_cell_length_b                   9.0972(11)
_cell_length_c                   12.4811(17)
_cell_measurement_reflns_used    4506
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.7
_cell_measurement_theta_min      2.4
_cell_volume                     665.31(16)
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO
_computing_structure_refinement  xtal_CRYLSQ
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 6
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       φ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .041
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7118
_diffrn_reflns_theta_full        26.7
_diffrn_reflns_theta_max         26.7
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    .29
_exptl_absorpt_correction_T_max  .9882
_exptl_absorpt_correction_T_min  .9459
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_description       plate
_exptl_crystal_F_000             316
_exptl_crystal_size_max          .302
_exptl_crystal_size_mid          .156
_exptl_crystal_size_min          .04
_refine_diff_density_max         .425
_refine_diff_density_min         -.633
_refine_ls_abs_structure_details none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.15(2)
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1784
_refine_ls_R_factor_gt           .032
_refine_ls_shift/su_max          .00032
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0002(Fo²)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .031
_reflns_number_gt                1765
_reflns_number_total             2687
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_cod_data_source_file            ic902314f_si_002_2.cif
_cod_data_source_block           S6
_cod_database_code               4314733
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
S1 .88974(11) .18530(7) .37421(5) .0274(3) 1.00000 Uani
F1 1.2223(3) .41143(15) .41066(12) .0485(7) 1.00000 Uani
F2 1.3109(3) .22083(18) .47543(14) .0564(8) 1.00000 Uani
F3 1.1222(4) .37228(17) .55883(12) .0591(8) 1.00000 Uani
O1 .9735(3) .08990(15) .27638(12) .0259(7) 1.00000 Uani
O2 .7504(3) .28494(18) .33623(14) .0366(8) 1.00000 Uani
O3 .8260(4) .08352(19) .43811(14) .0435(9) 1.00000 Uani
N1 .6507(3) .14793(18) -.10459(14) .0227(8) 1.00000 Uani
N2 .9875(3) .23872(18) -.12731(14) .0205(7) 1.00000 Uani
C1 .8114(4) .1604(2) -.00577(17) .0193(8) 1.00000 Uani
C2 .7896(4) .1198(3) .09385(17) .0205(8) 1.00000 Uani
C3 .9835(4) .1431(3) .17585(17) .0216(9) 1.00000 Uani
C4 1.1946(4) .2021(3) .16524(18) .0246(9) 1.00000 Uani
C5 1.2170(4) .2410(3) .06633(18) .0238(9) 1.00000 Uani
C6 1.0237(4) .2183(2) -.01847(17) .0196(8) 1.00000 Uani
C7 .7627(4) .1949(3) -.17397(17) .0223(9) 1.00000 Uani
C8 .6617(4) .2008(3) -.29207(19) .0324(10) 1.00000 Uani
C9 1.1611(4) .2951(3) -.17997(19) .0259(9) 1.00000 Uani
C10 1.2118(5) .4682(3) -.1524(3) .0406(12) 1.00000 Uani
C11 1.1539(5) .3047(3) .46001(19) .0353(11) 1.00000 Uani
H2 .64480 .07720 .10465 .05000 1.00000 Uiso
H4 1.32560 .21583 .22756 .05000 1.00000 Uiso
H5 1.36279 .28279 .05611 .05000 1.00000 Uiso
H81 .50427 .16228 -.31006 .05000 1.00000 Uiso
H82 .68577 .30626 -.29881 .05000 1.00000 Uiso
H83 .73065 .13914 -.34368 .05000 1.00000 Uiso
H91 1.29776 .25718 -.15247 .05000 1.00000 Uiso
H92 1.11099 .25640 -.26174 .05000 1.00000 Uiso
H101 1.07535 .50615 -.17965 .05000 1.00000 Uiso
H102 1.26212 .50693 -.07038 .05000 1.00000 Uiso
H103 1.32824 .50591 -.18744 .05000 1.00000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006
F Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .014 .01
S Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .11 .124
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
O1 S1 O2 . . . 112.03(10)
O1 S1 O3 . . . 106.64(10)
O1 S1 C11 . . . 100.55(11)
O2 S1 O3 . . . 122.36(13)
O2 S1 C11 . . . 107.04(11)
O3 S1 C11 . . . 105.89(11)
S1 O1 C3 . . . 121.00(13)
C1 N1 C7 . . . 104.98(17)
C6 N2 C7 . . . 106.86(19)
C6 N2 C9 . . . 125.23(17)
C7 N2 C9 . . . 127.90(18)
N1 C1 C2 . . . 130.0(2)
N1 C1 C6 . . . 109.86(19)
C2 C1 C6 . . . 120.03(18)
C1 C2 C3 . . . 115.9(2)
O1 C3 C2 . . . 118.1(2)
O1 C3 C4 . . . 116.89(18)
C2 C3 C4 . . . 124.8(3)
C3 C4 C5 . . . 119.43(19)
C4 C5 C6 . . . 117.2(2)
N2 C6 C1 . . . 105.15(17)
N2 C6 C5 . . . 132.2(3)
C1 C6 C5 . . . 122.6(2)
N1 C7 N2 . . . 113.14(18)
N1 C7 C8 . . . 124.93(19)
N2 C7 C8 . . . 121.9(3)
N2 C9 C10 . . . 112.0(2)
S1 C11 F1 . . . 110.95(16)
S1 C11 F2 . . . 110.59(15)
S1 C11 F3 . . . 108.7(2)
F1 C11 F2 . . . 108.5(3)
F1 C11 F3 . . . 108.55(19)
F2 C11 F3 . . . 109.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
S1 O1 . . 1.5629(16)
S1 O2 . . 1.4164(19)
S1 O3 . . 1.412(3)
S1 C11 . . 1.838(3)
F1 C11 . . 1.324(4)
F2 C11 . . 1.320(4)
F3 C11 . . 1.323(3)
O1 C3 . . 1.446(3)
N1 C1 . . 1.395(3)
N1 C7 . . 1.320(4)
N2 C6 . . 1.387(3)
N2 C7 . . 1.372(3)
N2 C9 . . 1.465(4)
C1 C2 . . 1.396(4)
C1 C6 . . 1.410(4)
C2 C3 . . 1.375(3)
C3 C4 . . 1.396(4)
C4 C5 . . 1.381(4)
C5 C6 . . 1.392(3)
C7 C8 . . 1.496(4)
C9 C10 . . 1.517(3)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
O2 S1 O1 C3 . . . . 23.56(17)
O3 S1 O1 C3 . . . . 159.91(15)
C11 S1 O1 C3 . . . . -89.83(16)
O1 S1 C11 F1 . . . . 73.03(19)
O1 S1 C11 F2 . . . . -47.4(2)
O1 S1 C11 F3 . . . . -167.65(17)
O2 S1 C11 F1 . . . . -44.1(3)
O2 S1 C11 F2 . . . . -164.57(18)
O2 S1 C11 F3 . . . . 75.2(2)
O3 S1 C11 F1 . . . . -176.12(18)
O3 S1 C11 F2 . . . . 63.4(3)
O3 S1 C11 F3 . . . . -56.8(2)
S1 O1 C3 C2 . . . . -80.78(19)
S1 O1 C3 C4 . . . . 104.9(2)
C7 N1 C1 C2 . . . . -176.6(2)
C7 N1 C1 C6 . . . . .6(3)
C1 N1 C7 N2 . . . . -.4(3)
C1 N1 C7 C8 . . . . 179.3(2)
C7 N2 C6 C1 . . . . .4(2)
C7 N2 C6 C5 . . . . 178.7(3)
C9 N2 C6 C1 . . . . -179.02(17)
C9 N2 C6 C5 . . . . -.8(4)
C6 N2 C7 N1 . . . . -.0(3)
C6 N2 C7 C8 . . . . -179.72(19)
C9 N2 C7 N1 . . . . 179.37(18)
C9 N2 C7 C8 . . . . -.3(4)
C6 N2 C9 C10 . . . . -85.3(3)
C7 N2 C9 C10 . . . . 95.4(3)
N1 C1 C2 C3 . . . . 178.25(19)
C6 C1 C2 C3 . . . . 1.3(3)
N1 C1 C6 N2 . . . . -.6(3)
N1 C1 C6 C5 . . . . -179.10(18)
C2 C1 C6 N2 . . . . 176.87(17)
C2 C1 C6 C5 . . . . -1.6(3)
C1 C2 C3 O1 . . . . -174.40(16)
C1 C2 C3 C4 . . . . -.5(3)
O1 C3 C4 C5 . . . . 173.81(17)
C2 C3 C4 C5 . . . . -.1(4)
C3 C4 C5 C6 . . . . -.0(3)
C4 C5 C6 N2 . . . . -177.1(2)
C4 C5 C6 C1 . . . . .9(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660959
