#------------------------------------------------------------------------------
#$Date: 2019-11-05 08:10:54 +0200 (Tue, 05 Nov 2019) $
#$Revision: 223287 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/49/7234973.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_7234973
loop_
_publ_author_name
'Clasen, Anne'
'Wenderoth, Sarah'
'Tavernaro, Isabella'
'Fleddermann, Jana'
'Kraegeloh, Annette'
'Jung, Gregor'
_publ_section_title
;
 Kinetic and spectroscopic responses of pH-sensitive nanoparticles:
 influence of the silica matrix
;
_journal_issue                   61
_journal_name_full               'RSC Advances'
_journal_page_first              35695
_journal_paper_doi               10.1039/C9RA06047B
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C20 H11 Br F6 O7 S2, C4 H8 O2'
_chemical_formula_sum            'C24 H19 Br F6 O9 S2'
_chemical_formula_weight         709.42
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2019-03-21 deposited with the CCDC.	2019-10-07 downloaded from the CCDC.
;
_cell_angle_alpha                108.397(6)
_cell_angle_beta                 97.733(6)
_cell_angle_gamma                98.586(6)
_cell_formula_units_Z            1
_cell_length_a                   5.3792(7)
_cell_length_b                   10.8315(14)
_cell_length_c                   13.1574(17)
_cell_measurement_reflns_used    4078
_cell_measurement_temperature    152(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.25
_cell_volume                     705.67(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      152(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12193
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.543
_diffrn_reflns_theta_min         1.663
_exptl_absorpt_coefficient_mu    1.694
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_description       plate
_exptl_crystal_F_000             356
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetic ester'
_exptl_crystal_size_max          0.406
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.030
_refine_diff_density_max         1.040
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3213
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0884P)²+0.9389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1476
_refine_ls_wR_factor_ref         0.1608
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2568
_reflns_number_total             3213
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ra06047b2.cif
_cod_data_source_block           sh3785
_cod_database_code               7234973
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.546
_shelx_estimated_absorpt_t_max   0.951
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.50070(16) 0.17507(9) 0.52287(6) 0.0335(2) Uani 0.5 1 d . . P A 1
O1 O 0.4507(12) 0.2305(7) 0.5303(5) 0.0382(15) Uani 0.5 1 d . . P A 2
H1 H 0.3651 0.1581 0.4850 0.057 Uiso 0.5 1 calc R U P A 2
S1 S 0.01481(14) 0.44299(8) 0.83614(6) 0.0230(2) Uani 1 1 d . . . . .
O2 O 0.1605(4) 0.3695(2) 0.88471(18) 0.0290(5) Uani 1 1 d . . . . .
O3 O -0.2545(4) 0.4250(3) 0.83196(18) 0.0317(5) Uani 1 1 d . . . . .
O4 O 0.1149(4) 0.5971(2) 0.90134(17) 0.0260(5) Uani 1 1 d . . . . .
C1 C 0.2978(6) 0.3075(3) 0.5668(2) 0.0241(6) Uani 1 1 d . . . . .
C2 C 0.2370(6) 0.3313(3) 0.6694(2) 0.0236(6) Uani 1 1 d . . . . .
H2 H 0.3002 0.2858 0.7152 0.028 Uiso 1 1 calc R U . . .
C3 C 0.0835(6) 0.4220(3) 0.7048(2) 0.0221(6) Uani 1 1 d . . . . .
C4 C -0.0173(5) 0.4908(3) 0.6397(2) 0.0207(6) Uani 1 1 d . . . . .
C5 C -0.1788(6) 0.5845(3) 0.6732(2) 0.0247(6) Uani 1 1 d . . . . .
H5 H -0.2233 0.6018 0.7431 0.030 Uiso 1 1 calc R U . . .
C6 C -0.2688(6) 0.6484(3) 0.6078(2) 0.0245(6) Uani 1 1 d . . . . .
H6 H -0.3766 0.7090 0.6323 0.029 Uiso 1 1 calc R U . . .
C7 C 0.0473(5) 0.4659(3) 0.5348(2) 0.0191(6) Uani 1 1 d . . . . .
C8 C 0.2053(6) 0.3733(3) 0.4975(2) 0.0219(6) Uani 1 1 d . . . . .
C9 C 0.3851(6) 0.6442(4) 0.9414(3) 0.0340(8) Uani 1 1 d . . . . .
H9A H 0.4806 0.5803 0.9003 0.041 Uiso 1 1 calc R U . . .
H9B H 0.4281 0.6547 1.0196 0.041 Uiso 1 1 calc R U . . .
C10 C 0.4531(9) 0.7728(5) 0.9264(5) 0.0564(12) Uani 1 1 d . . . . .
F1 F 0.7001(5) 0.8263(3) 0.9644(3) 0.0790(10) Uani 1 1 d . . . . .
F2 F 0.3226(7) 0.8621(3) 0.9713(4) 0.0953(12) Uani 1 1 d . . . . .
F3 F 0.4077(7) 0.7538(4) 0.8171(3) 0.0975(13) Uani 1 1 d . . . . .
O5 O 0.6595(13) 0.1186(6) 0.6662(5) 0.0524(15) Uani 0.5 1 d . U P . .
O6 O 0.6827(14) -0.0373(7) 0.7405(6) 0.0665(18) Uani 0.5 1 d . U P . .
C11 C 0.279(2) -0.0421(13) 0.6480(12) 0.081(3) Uani 0.5 1 d . U P . .
H11A H 0.1835 0.0007 0.7029 0.121 Uiso 0.5 1 calc R U P A .
H11B H 0.2571 -0.1368 0.6386 0.121 Uiso 0.5 1 calc R U P . .
H11C H 0.2146 -0.0322 0.5784 0.121 Uiso 0.5 1 calc R U P . .
C12 C 0.562(2) 0.0229(9) 0.6857(8) 0.056(2) Uani 0.5 1 d . U P A .
C13 C 0.9437(19) 0.0203(9) 0.7869(8) 0.057(2) Uani 0.5 1 d . U P A .
H13A H 0.9982 -0.0124 0.8470 0.069 Uiso 0.5 1 calc R U P . .
H13B H 0.9637 0.1179 0.8184 0.069 Uiso 0.5 1 calc R U P . .
C14 C 1.109(2) -0.0111(11) 0.7072(11) 0.072(3) Uani 0.5 1 d . U P . .
H14A H 1.0859 -0.1078 0.6743 0.109 Uiso 0.5 1 calc R U P A .
H14B H 1.2878 0.0270 0.7435 0.109 Uiso 0.5 1 calc R U P . .
H14C H 1.0633 0.0264 0.6502 0.109 Uiso 0.5 1 calc R U P . .
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'
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'
Br Br -0.2901 2.4595 '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
C1 Br1 O5 110.69(19) . .
C1 O1 H1 109.5 . .
O3 S1 O2 119.85(14) . .
O3 S1 O4 103.37(14) . .
O2 S1 O4 109.33(13) . .
O3 S1 C3 110.44(14) . .
O2 S1 C3 108.55(14) . .
O4 S1 C3 104.10(13) . .
C9 O4 S1 117.8(2) . .
O1 C1 C2 123.3(4) . .
O1 C1 C8 115.4(4) . .
C2 C1 C8 121.2(3) . .
C2 C1 Br1 116.3(2) . .
C8 C1 Br1 122.4(2) . .
C3 C2 C1 119.4(3) . .
C3 C2 H2 120.3 . .
C1 C2 H2 120.3 . .
C2 C3 C4 122.5(3) . .
C2 C3 S1 115.7(2) . .
C4 C3 S1 121.8(2) . .
C3 C4 C7 117.4(3) . .
C3 C4 C5 124.1(3) . .
C7 C4 C5 118.5(3) . .
C6 C5 C4 121.6(3) . .
C6 C5 H5 119.2 . .
C4 C5 H5 119.2 . .
C5 C6 C8 121.3(3) . 2_566
C5 C6 H6 119.3 . .
C8 C6 H6 119.3 2_566 .
C4 C7 C8 120.7(2) . .
C4 C7 C7 120.0(3) . 2_566
C8 C7 C7 119.3(3) . 2_566
C1 C8 C7 118.7(3) . .
C1 C8 C6 122.0(3) . 2_566
C7 C8 C6 119.3(3) . 2_566
O4 C9 C10 107.1(3) . .
O4 C9 H9A 110.3 . .
C10 C9 H9A 110.3 . .
O4 C9 H9B 110.3 . .
C10 C9 H9B 110.3 . .
H9A C9 H9B 108.5 . .
F2 C10 F1 107.6(4) . .
F2 C10 F3 106.2(4) . .
F1 C10 F3 107.0(4) . .
F2 C10 C9 115.2(4) . .
F1 C10 C9 111.5(3) . .
F3 C10 C9 109.0(4) . .
C12 O5 Br1 124.0(7) . .
C12 O6 C13 116.5(7) . .
C12 C11 H11A 109.5 . .
C12 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C12 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
O5 C12 O6 124.9(10) . .
O5 C12 C11 123.8(9) . .
O6 C12 C11 111.4(9) . .
O6 C13 C14 112.2(9) . .
O6 C13 H13A 109.2 . .
C14 C13 H13A 109.2 . .
O6 C13 H13B 109.2 . .
C14 C13 H13B 109.2 . .
H13A C13 H13B 107.9 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.923(3) .
Br1 O5 2.261(6) .
O1 C1 1.289(7) .
O1 H1 0.8400 .
S1 O3 1.424(2) .
S1 O2 1.424(2) .
S1 O4 1.586(2) .
S1 C3 1.768(3) .
O4 C9 1.433(4) .
C1 C2 1.387(4) .
C1 C8 1.406(4) .
C2 C3 1.385(4) .
C2 H2 0.9500 .
C3 C4 1.408(4) .
C4 C7 1.421(4) .
C4 C5 1.436(4) .
C5 C6 1.348(4) .
C5 H5 0.9500 .
C6 C8 1.427(4) 2_566
C6 H6 0.9500 .
C7 C8 1.423(4) .
C7 C7 1.435(5) 2_566
C8 C6 1.427(4) 2_566
C9 C10 1.468(6) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 F2 1.315(6) .
C10 F1 1.326(5) .
C10 F3 1.369(6) .
O5 C12 1.207(11) .
O6 C12 1.289(11) .
O6 C13 1.414(11) .
C11 C12 1.523(15) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C13 C14 1.455(17) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
