#------------------------------------------------------------------------------
#$Date: 2019-11-23 07:44:30 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232464 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/77/4347718.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_4347718
loop_
_publ_author_name
'Carrington, Samantha J.'
'Chakraborty, Indranil'
'Bernard, Jenna M. L.'
'Mascharak, Pradip K.'
_publ_section_title
;
 A Theranostic Two-Tone Luminescent PhotoCORM Derived from Re(I) and
 (2-Pyridyl)-benzothiazole: Trackable CO Delivery to Malignant Cells.
;
_journal_issue                   16
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7852
_journal_page_last               7858
_journal_paper_doi               10.1021/acs.inorgchem.6b00511
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C15 H10 N2 O4 Re S, C F3 O3 S, H2O'
_chemical_formula_sum            'C16 H12 F3 N2 O8 Re S2'
_chemical_formula_weight         667.60
_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   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                101.86(14)
_cell_angle_beta                 100.19(5)
_cell_angle_gamma                90.38(3)
_cell_formula_units_Z            2
_cell_length_a                   8.176(3)
_cell_length_b                   8.951(7)
_cell_length_c                   14.978(14)
_cell_measurement_reflns_used    7242
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.658
_cell_measurement_theta_min      2.322
_cell_volume                     1054.8(15)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8896
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        24.755
_diffrn_reflns_theta_max         24.755
_diffrn_reflns_theta_min         2.327
_exptl_absorpt_coefficient_mu    6.032
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.3872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.102
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.847
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.864
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         3574
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.864
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²+0.6448P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0967
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3438
_reflns_number_total             3574
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00511_si_002.cif
_cod_data_source_block           xsc1550_0m_a
_cod_original_cell_volume        1054.7(15)
_cod_database_code               4347718
_shelx_shelxl_version_number     2014/7
_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.
;
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
Re1 Re 0.64482(2) 0.85451(2) 0.84500(2) 0.03127(12) Uani 1 1 d . .
S2 S 0.4006(2) 0.32185(15) 0.61900(11) 0.0473(3) Uani 1 1 d . .
S1 S 1.1181(2) 0.63512(19) 0.76322(12) 0.0524(4) Uani 1 1 d . .
O4 O 0.5349(6) 0.7213(5) 0.7106(3) 0.0488(11) Uani 1 1 d . .
H4A H 0.4366 0.7507 0.6784 0.059 Uiso 1 1 calc R U
H4B H 0.5858 0.6345 0.6847 0.059 Uiso 1 1 calc R U
O1 O 0.8273(6) 1.0442(5) 1.0285(3) 0.0530(10) Uani 1 1 d . .
N2 N 0.8477(6) 0.7021(6) 0.8245(3) 0.0360(10) Uani 1 1 d . .
O2 O 0.4509(7) 0.6867(6) 0.9552(4) 0.0674(14) Uani 1 1 d . .
O3 O 0.3746(7) 1.0883(7) 0.8465(4) 0.0727(16) Uani 1 1 d . .
N1 N 0.7869(6) 0.9555(6) 0.7598(3) 0.0371(11) Uani 1 1 d . .
O8 O 0.3734(9) 0.8603(6) 0.5848(4) 0.0647(14) Uani 1 1 d . .
C1 C 0.7584(7) 0.9721(7) 0.9595(4) 0.0360(12) Uani 1 1 d . .
F3 F 0.2459(8) 0.5302(6) 0.5441(5) 0.111(2) Uani 1 1 d . .
C2 C 0.5233(8) 0.7461(7) 0.9134(4) 0.0401(13) Uani 1 1 d . .
C3 C 0.4761(9) 0.9998(8) 0.8461(5) 0.0437(15) Uani 1 1 d . .
C9 C 0.9520(7) 0.7480(6) 0.7772(4) 0.0375(11) Uani 1 1 d . .
C15 C 0.8948(8) 0.5653(7) 0.8509(4) 0.0403(13) Uani 1 1 d . .
O6 O 0.4015(10) 0.4327(8) 0.7034(4) 0.092(2) Uani 1 1 d . .
C8 C 0.9238(7) 0.8846(6) 0.7398(4) 0.0392(12) Uani 1 1 d . .
C4 C 0.7469(8) 1.0784(6) 0.7231(4) 0.0453(13) Uani 1 1 d . .
H4 H 0.6530 1.1302 0.7364 0.054 Uiso 1 1 calc R U
C14 C 0.8078(8) 0.4824(6) 0.8971(4) 0.0460(13) Uani 1 1 d . .
H14 H 0.7068 0.5142 0.9131 0.055 Uiso 1 1 calc R U
F2 F 0.0916(6) 0.3490(8) 0.5515(6) 0.125(3) Uani 1 1 d . .
C10 C 1.0417(8) 0.5136(7) 0.8241(4) 0.0459(14) Uani 1 1 d . .
C13 C 0.8761(9) 0.3510(7) 0.9188(5) 0.0558(16) Uani 1 1 d . .
H13 H 0.8207 0.2945 0.9508 0.067 Uiso 1 1 calc R U
F1 F 0.2442(12) 0.3182(14) 0.4516(5) 0.173(4) Uani 1 1 d . .
C5 C 0.8402(9) 1.1307(8) 0.6663(5) 0.060(2) Uani 1 1 d . .
H5 H 0.8077 1.2146 0.6409 0.072 Uiso 1 1 calc R U
C12 C 1.0252(10) 0.3008(8) 0.8940(5) 0.065(2) Uani 1 1 d . .
H12 H 1.0676 0.2120 0.9103 0.078 Uiso 1 1 calc R U
C11 C 1.1108(9) 0.3784(8) 0.8465(5) 0.0577(18) Uani 1 1 d . .
H11 H 1.2103 0.3441 0.8295 0.069 Uiso 1 1 calc R U
C7 C 1.0218(9) 0.9321(8) 0.6845(5) 0.0579(17) Uani 1 1 d . .
H7 H 1.1156 0.8796 0.6717 0.070 Uiso 1 1 calc R U
O7 O 0.5466(9) 0.3396(13) 0.5852(7) 0.140(4) Uani 1 1 d . .
C16 C 0.2392(10) 0.3812(8) 0.5375(5) 0.0611(17) Uani 1 1 d . .
C6 C 0.9788(10) 1.0589(9) 0.6482(5) 0.066(2) Uani 1 1 d . .
H6 H 1.0446 1.0946 0.6117 0.079 Uiso 1 1 calc R U
O5 O 0.3593(11) 0.1715(7) 0.6208(9) 0.160(5) Uani 1 1 d . .
H8 H 0.370(12) 0.803(11) 0.522(7) 0.08(3) Uiso 1 1 d . .
H9 H 0.470(11) 0.873(9) 0.575(6) 0.06(3) Uiso 1 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'
Re Re -1.0185 7.2310 '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'
O O 0.0106 0.0060 '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'
F F 0.0171 0.0103 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C1 Re1 C3 88.9(3) y
C1 Re1 C2 88.7(3) y
C3 Re1 C2 88.3(3) y
C1 Re1 O4 175.21(19) y
C3 Re1 O4 94.1(3) y
C2 Re1 O4 95.1(2) y
C1 Re1 N2 94.6(2) y
C3 Re1 N2 170.6(2) y
C2 Re1 N2 100.5(2) y
O4 Re1 N2 81.9(2) y
C1 Re1 N1 95.0(2) y
C3 Re1 N1 95.9(3) y
C2 Re1 N1 174.4(2) y
O4 Re1 N1 81.01(19) y
N2 Re1 N1 75.1(2) y
O5 S2 O7 114.2(7) ?
O5 S2 O6 116.2(7) ?
O7 S2 O6 110.0(6) ?
O5 S2 C16 106.8(4) ?
O7 S2 C16 104.8(5) ?
O6 S2 C16 103.7(4) ?
C9 S1 C10 89.3(3) ?
Re1 O4 H4A 120.0 ?
Re1 O4 H4B 120.0 ?
H4A O4 H4B 120.0 ?
C9 N2 C15 111.4(5) ?
C9 N2 Re1 113.8(4) ?
C15 N2 Re1 134.8(4) ?
C8 N1 C4 117.1(5) ?
C8 N1 Re1 116.6(4) ?
C4 N1 Re1 126.3(4) ?
H8 O8 H9 76(7) ?
O1 C1 Re1 179.5(5) ?
O2 C2 Re1 177.9(6) ?
O3 C3 Re1 179.5(6) ?
N2 C9 C8 120.9(5) ?
N2 C9 S1 115.4(4) ?
C8 C9 S1 123.7(4) ?
C14 C15 C10 120.7(6) ?
C14 C15 N2 126.1(6) ?
C10 C15 N2 113.2(6) ?
N1 C8 C7 123.0(6) ?
N1 C8 C9 113.5(5) ?
C7 C8 C9 123.4(6) ?
N1 C4 C5 122.4(6) ?
N1 C4 H4 118.8 ?
C5 C4 H4 118.8 ?
C13 C14 C15 117.7(6) ?
C13 C14 H14 121.1 ?
C15 C14 H14 121.1 ?
C15 C10 C11 121.2(6) ?
C15 C10 S1 110.7(4) ?
C11 C10 S1 128.1(5) ?
C14 C13 C12 121.8(7) ?
C14 C13 H13 119.1 ?
C12 C13 H13 119.1 ?
C6 C5 C4 119.4(7) ?
C6 C5 H5 120.3 ?
C4 C5 H5 120.3 ?
C11 C12 C13 121.6(6) ?
C11 C12 H12 119.2 ?
C13 C12 H12 119.2 ?
C12 C11 C10 117.0(7) ?
C12 C11 H11 121.5 ?
C10 C11 H11 121.5 ?
C8 C7 C6 118.8(7) ?
C8 C7 H7 120.6 ?
C6 C7 H7 120.6 ?
F2 C16 F1 106.8(8) ?
F2 C16 F3 105.3(8) ?
F1 C16 F3 107.0(9) ?
F2 C16 S2 112.1(6) ?
F1 C16 S2 113.1(7) ?
F3 C16 S2 112.0(5) ?
C5 C6 C7 119.3(6) ?
C5 C6 H6 120.4 ?
C7 C6 H6 120.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Re1 C1 1.896(7) y
Re1 C3 1.902(7) y
Re1 C2 1.933(6) y
Re1 O4 2.155(5) y
Re1 N2 2.178(5) y
Re1 N1 2.186(5) y
S2 O5 1.392(8) ?
S2 O7 1.397(7) ?
S2 O6 1.436(7) ?
S2 C16 1.794(8) ?
S1 C9 1.715(6) ?
S1 C10 1.734(7) ?
O4 H4A 0.9300 ?
O4 H4B 0.9300 ?
O1 C1 1.147(8) ?
N2 C9 1.314(8) ?
N2 C15 1.398(8) ?
O2 C2 1.135(8) ?
O3 C3 1.151(9) ?
N1 C8 1.340(8) ?
N1 C4 1.345(8) ?
O8 H8 0.96(10) ?
O8 H9 0.84(9) ?
F3 C16 1.317(9) ?
C9 C8 1.450(8) ?
C15 C14 1.384(9) ?
C15 C10 1.385(9) ?
C8 C7 1.372(8) ?
C4 C5 1.383(10) ?
C4 H4 0.9300 ?
C14 C13 1.379(9) ?
C14 H14 0.9300 ?
F2 C16 1.301(10) ?
C10 C11 1.416(9) ?
C13 C12 1.387(11) ?
C13 H13 0.9300 ?
F1 C16 1.303(10) ?
C5 C6 1.348(11) ?
C5 H5 0.9300 ?
C12 C11 1.361(11) ?
C12 H12 0.9300 ?
C11 H11 0.9300 ?
C7 C6 1.378(11) ?
C7 H7 0.9300 ?
C6 H6 0.9300 ?
