# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2010


data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Michael Coogan'
_publ_contact_author_email       COOGANMP@CF.AC.UK

_publ_section_title              
;
Uptake and Localisation of Rhenium fac-Tricarbonyl
Polypyridyls in Fluorescent Cell Imaging Experiments
;
loop_
_publ_author_name
'Michael Coogan'
'A. Amoroso'
'Joanne Cable'
'Jonathan B. Court'
'Vanesa Fernandez-Moreira'
;
V.Gray
;
'Anthony J. Hayes'
'Benson M. Kariuki'
'David Lloyd'
'Coralie Millet'
'Flora L. Thorp-Greenwood'
;
C.Ff.Williams
;

# Attachment 'C25H23BF4N3O5Re.cif'

data_C25H23BF4N3O5Re
_database_code_depnum_ccdc_archive 'CCDC 764181'
#TrackingRef 'C25H23BF4N3O5Re.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
'rhenium cyclohexanol ester'
;
_chemical_name_common            "'rhenium cyclohexanol ester'"
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H23 B F4 N3 O5 Re'
_chemical_formula_sum            'C25 H23 B F4 N3 O5 Re'
_chemical_formula_weight         718.47

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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pna21

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

_cell_length_a                   16.7420(3)
_cell_length_b                   12.4980(4)
_cell_length_c                   12.0760(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2526.80(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    4.881
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.4418
_exptl_absorpt_correction_T_max  0.5280
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9889
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0599
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         27.49
_reflns_number_total             5422
_reflns_number_gt                4828
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0000P)^2^+20.3767P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.49(5)
_refine_ls_number_reflns         5422
_refine_ls_number_parameters     278
_refine_ls_number_restraints     200
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0928
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      3.094
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_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_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
Re1 Re 0.88640(4) -0.57068(5) 0.2804(3) 0.0164(2) Uani 1 1 d D . .
N1 N 0.9928(8) -0.6757(11) 0.274(2) 0.022(4) Uani 1 1 d DU . .
C1 C 1.0343(17) -0.702(3) 0.3676(18) 0.030(8) Uani 1 1 d DU . .
H1 H 1.0170 -0.6743 0.4367 0.036 Uiso 1 1 calc R . .
C2 C 1.1011(16) -0.768(3) 0.3650(18) 0.036(8) Uani 1 1 d DU . .
H2 H 1.1305 -0.7825 0.4306 0.043 Uiso 1 1 calc R . .
C3 C 1.1241(11) -0.8131(17) 0.264(2) 0.028(7) Uani 1 1 d D . .
H3 H 1.1698 -0.8580 0.2604 0.033 Uiso 1 1 calc R . .
C4 C 1.0796(15) -0.791(2) 0.1703(18) 0.029(7) Uani 1 1 d DU . .
C5 C 1.0156(17) -0.720(3) 0.1764(19) 0.038(10) Uani 1 1 d DU . .
H5 H 0.9874 -0.7015 0.1107 0.045 Uiso 1 1 calc R . .
C6 C 1.1028(15) -0.845(2) 0.063(2) 0.024(5) Uani 1 1 d . . .
C7 C 1.0568(11) -0.8836(19) -0.1242(15) 0.030(6) Uani 1 1 d D . .
H7 H 1.0915 -0.9482 -0.1154 0.036 Uiso 1 1 calc R . .
C8 C 1.1000(14) -0.8010(18) -0.1969(17) 0.037(9) Uani 1 1 d DU . .
H8A H 1.0695 -0.7331 -0.1974 0.044 Uiso 1 1 calc R . .
H8B H 1.1537 -0.7863 -0.1660 0.044 Uiso 1 1 calc R . .
C9 C 1.1079(13) -0.844(2) -0.3155(16) 0.035(7) Uani 1 1 d D . .
H9A H 1.1340 -0.7892 -0.3627 0.042 Uiso 1 1 calc R . .
H9B H 1.1418 -0.9086 -0.3155 0.042 Uiso 1 1 calc R . .
C10 C 1.0253(15) -0.871(2) -0.3625(15) 0.033(7) Uani 1 1 d D . .
H10A H 0.9918 -0.8056 -0.3639 0.040 Uiso 1 1 calc R . .
H10B H 1.0309 -0.8972 -0.4395 0.040 Uiso 1 1 calc R . .
C11 C 0.9854(17) -0.956(2) -0.2915(13) 0.044(9) Uani 1 1 d DU . .
H11A H 0.9322 -0.9735 -0.3227 0.053 Uiso 1 1 calc R . .
H11B H 1.0181 -1.0222 -0.2925 0.053 Uiso 1 1 calc R . .
C12 C 0.9759(2) -0.9178(3) -0.1735(4) 0.028(6) Uani 1 1 d DU . .
H12A H 0.9528 -0.9758 -0.1279 0.033 Uiso 1 1 calc R . .
H12B H 0.9386 -0.8564 -0.1717 0.033 Uiso 1 1 calc R . .
N2 N 0.8411(2) -0.6930(3) 0.3799(4) 0.004(4) Uani 1 1 d RDU . .
C13 C 0.8409(2) -0.6825(3) 0.4945(4) 0.027(8) Uani 1 1 d RDU . .
H13 H 0.8602 -0.6187 0.5278 0.032 Uiso 1 1 calc R . .
C14 C 0.8126(2) -0.7655(3) 0.5603(4) 0.027(7) Uani 1 1 d RDU . .
H14 H 0.8125 -0.7584 0.6386 0.032 Uiso 1 1 calc R . .
C15 C 0.7845(2) -0.8589(3) 0.5116(4) 0.020(7) Uani 1 1 d RDU . .
H15 H 0.7651 -0.9157 0.5565 0.024 Uiso 1 1 calc R . .
C16 C 0.7846(2) -0.8694(3) 0.3970(4) 0.018(6) Uani 1 1 d RDU . .
H16 H 0.7654 -0.9332 0.3636 0.021 Uiso 1 1 calc R . .
C17 C 0.8130(2) -0.7864(3) 0.3311(4) 0.010(5) Uani 1 1 d RDU . .
N3 N 0.8358(2) -0.6947(3) 0.1588(4) 0.022(5) Uani 1 1 d RDU . .
C18 C 0.8130(2) -0.7841(3) 0.2082(4) 0.015(6) Uani 1 1 d RDU . .
C19 C 0.7887(2) -0.8744(3) 0.1503(4) 0.029(8) Uani 1 1 d RDU . .
H19 H 0.7732 -0.9380 0.1876 0.035 Uiso 1 1 calc R . .
C20 C 0.7882(2) -0.8677(3) 0.0353(4) 0.038(10) Uani 1 1 d RD . .
H20 H 0.7730 -0.9278 -0.0080 0.046 Uiso 1 1 calc R . .
C21 C 0.8099(2) -0.7737(3) -0.0151(4) 0.026(7) Uani 1 1 d RDU . .
H21 H 0.8077 -0.7662 -0.0933 0.032 Uiso 1 1 calc R . .
C22 C 0.8355(2) -0.6881(3) 0.0531(4) 0.027(8) Uani 1 1 d RD . .
H22 H 0.8530 -0.6237 0.0192 0.032 Uiso 1 1 calc R . .
C23 C 0.9272(2) -0.4732(3) 0.3902(4) 0.011(6) Uani 1 1 d RDU . .
C24 C 0.9305(2) -0.4806(3) 0.1685(4) 0.033(10) Uani 1 1 d RU . .
C25 C 0.7913(2) -0.4855(3) 0.2709(4) 0.016(4) Uani 1 1 d RU . .
O1 O 1.1643(2) -0.8948(3) 0.0459(4) 0.036(5) Uani 1 1 d R . .
O2 O 1.0449(2) -0.8354(3) -0.0191(4) 0.033(4) Uani 1 1 d R . .
O3 O 0.9491(2) -0.4159(3) 0.4461(4) 0.031(6) Uani 1 1 d RD . .
O4 O 0.9527(2) -0.4229(3) 0.0904(4) 0.022(5) Uani 1 1 d RU . .
O5 O 0.7352(2) -0.4331(3) 0.2693(4) 0.024(3) Uani 1 1 d RU . .
F1 F 0.1185(2) -0.5007(3) 0.1882(4) 0.047(10) Uani 1 1 d R . .
F2 F 0.0863(2) -0.3498(3) 0.2739(4) 0.041(3) Uani 1 1 d R . .
F3 F 0.2149(2) -0.4069(3) 0.2637(4) 0.024(3) Uani 1 1 d R . .
F4 F 0.1211(2) -0.5000(3) 0.3766(4) 0.033(8) Uani 1 1 d RU . .
B1 B 0.1342(2) -0.4398(3) 0.2855(4) 0.026(5) Uani 1 1 d R . .

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
Re1 0.0214(4) 0.0129(3) 0.0148(3) 0.0012(8) -0.0022(8) -0.0010(3)
N1 0.020(8) 0.013(7) 0.034(10) -0.002(13) -0.017(14) -0.002(6)
C1 0.032(15) 0.035(15) 0.024(13) -0.008(12) -0.016(12) 0.011(13)
C2 0.028(15) 0.039(16) 0.041(16) -0.005(14) -0.018(13) 0.008(13)
C3 0.022(11) 0.018(10) 0.04(2) 0.004(14) -0.006(14) 0.001(8)
C4 0.026(14) 0.031(14) 0.031(14) 0.013(12) 0.006(12) 0.006(12)
C5 0.036(16) 0.033(16) 0.045(17) 0.015(14) 0.016(14) 0.016(13)
C6 0.027(13) 0.020(12) 0.024(13) 0.006(10) 0.006(10) 0.005(10)
C7 0.041(18) 0.019(13) 0.030(16) -0.002(12) 0.001(13) 0.010(13)
C8 0.024(11) 0.028(11) 0.06(2) -0.013(13) 0.011(12) 0.002(9)
C9 0.045(19) 0.047(18) 0.014(13) -0.014(13) 0.003(12) 0.007(14)
C10 0.06(2) 0.024(15) 0.021(14) -0.006(12) 0.010(14) -0.019(14)
C11 0.049(17) 0.070(19) 0.014(11) -0.023(13) 0.007(11) -0.008(15)
C12 0.021(12) 0.039(15) 0.024(11) 0.001(11) 0.006(10) -0.005(11)
N2 0.005(4) 0.005(4) 0.003(4) 0.000(3) 0.002(3) -0.001(3)
C13 0.039(18) 0.021(16) 0.019(13) 0.014(12) 0.001(13) 0.000(14)
C14 0.048(18) 0.020(13) 0.012(11) 0.006(10) 0.011(11) -0.006(12)
C15 0.030(16) 0.009(12) 0.021(12) 0.005(10) 0.003(11) -0.009(11)
C16 0.026(15) 0.013(13) 0.014(10) 0.009(10) 0.001(10) 0.006(11)
C17 0.016(13) 0.003(11) 0.011(8) -0.001(8) 0.004(8) -0.004(9)
N3 0.032(12) 0.028(11) 0.006(8) 0.000(8) -0.006(8) -0.003(9)
C18 0.015(13) 0.025(14) 0.004(8) 0.003(9) -0.002(8) 0.012(10)
C19 0.030(16) 0.027(16) 0.031(14) -0.004(13) 0.007(13) -0.011(14)
C20 0.05(2) 0.04(2) 0.021(15) -0.018(15) 0.003(15) 0.011(19)
C21 0.038(15) 0.030(14) 0.010(10) -0.018(10) 0.000(10) 0.000(12)
C22 0.04(2) 0.019(17) 0.021(14) 0.010(12) -0.009(14) -0.011(15)
C23 0.022(14) 0.005(11) 0.005(11) -0.002(9) -0.001(10) -0.004(10)
C24 0.035(19) 0.030(17) 0.033(18) -0.012(15) 0.009(15) 0.006(15)
C25 0.024(9) 0.017(8) 0.006(8) 0.008(9) -0.004(10) -0.002(7)
O1 0.026(10) 0.039(11) 0.042(12) -0.008(10) 0.005(9) 0.009(9)
O2 0.033(11) 0.030(11) 0.034(11) -0.007(9) -0.003(9) 0.015(9)
O3 0.060(17) 0.021(12) 0.012(8) 0.008(8) -0.013(9) -0.001(11)
O4 0.034(12) 0.023(10) 0.010(7) 0.003(7) 0.015(7) 0.001(9)
O5 0.028(7) 0.029(7) 0.015(7) 0.007(9) 0.006(8) 0.012(6)
F1 0.042(18) 0.04(2) 0.06(2) -0.015(16) -0.004(12) -0.001(12)
F2 0.038(7) 0.027(7) 0.058(9) 0.005(14) 0.015(16) 0.014(6)
F3 0.024(6) 0.033(7) 0.015(8) 0.002(6) -0.001(6) -0.005(5)
F4 0.047(17) 0.034(18) 0.019(12) 0.006(11) 0.009(9) -0.006(10)
B1 0.030(12) 0.020(11) 0.028(12) -0.017(19) 0.01(2) -0.003(9)

_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
Re1 C24 1.907(4) . ?
Re1 C25 1.918(4) . ?
Re1 C23 1.926(2) . ?
Re1 N2 2.087(4) . ?
Re1 N1 2.214(13) . ?
Re1 N3 2.297(2) . ?
N1 C5 1.356(9) . ?
N1 C1 1.367(9) . ?
C1 C2 1.390(9) . ?
C2 C3 1.391(9) . ?
C3 C4 1.387(9) . ?
C4 C5 1.399(9) . ?
C4 C6 1.51(3) . ?
C6 O1 1.22(2) . ?
C6 O2 1.40(3) . ?
C7 O2 1.42(2) . ?
C7 C8 1.537(15) . ?
C7 C12 1.540(14) . ?
C8 C9 1.534(15) . ?
C9 C10 1.533(15) . ?
C10 C11 1.524(16) . ?
C11 C12 1.512(14) . ?
N2 C13 1.3899 . ?
N2 C17 1.3900 . ?
C13 C14 1.3900 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C16 C17 1.3900 . ?
C17 C18 1.4846 . ?
N3 C22 1.2791 . ?
N3 C18 1.3231 . ?
C18 C19 1.3884 . ?
C19 C20 1.3913 . ?
C20 C21 1.3720 . ?
C21 C22 1.4162 . ?
C23 O3 1.0504 . ?
C24 O4 1.2439 . ?
C25 O5 1.1454 . ?
F1 B1 1.4244 . ?
F2 B1 1.3882 . ?
F3 B1 1.4363 . ?
F4 B1 1.3509 . ?

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
C24 Re1 C25 87.23(17) . . ?
C24 Re1 C23 88.71(13) . . ?
C25 Re1 C23 89.10(13) . . ?
C24 Re1 N2 168.76(16) . . ?
C25 Re1 N2 98.00(17) . . ?
C23 Re1 N2 101.27(18) . . ?
C24 Re1 N1 90.8(6) . . ?
C25 Re1 N1 174.0(6) . . ?
C23 Re1 N1 96.5(5) . . ?
N2 Re1 N1 83.0(6) . . ?
C24 Re1 N3 95.05(15) . . ?
C25 Re1 N3 91.73(12) . . ?
C23 Re1 N3 176.2(2) . . ?
N2 Re1 N3 74.93(9) . . ?
N1 Re1 N3 82.8(5) . . ?
C5 N1 C1 118.5(11) . . ?
C5 N1 Re1 119.8(15) . . ?
C1 N1 Re1 121.6(15) . . ?
N1 C1 C2 122.3(13) . . ?
C1 C2 C3 118.8(13) . . ?
C4 C3 C2 119.2(12) . . ?
C3 C4 C5 119.6(13) . . ?
C3 C4 C6 118(2) . . ?
C5 C4 C6 122(2) . . ?
N1 C5 C4 121.4(13) . . ?
O1 C6 O2 120(2) . . ?
O1 C6 C4 126(2) . . ?
O2 C6 C4 113.2(19) . . ?
O2 C7 C8 106.9(15) . . ?
O2 C7 C12 109.9(13) . . ?
C8 C7 C12 112.3(14) . . ?
C9 C8 C7 109.9(15) . . ?
C10 C9 C8 110.2(15) . . ?
C11 C10 C9 110.0(17) . . ?
C12 C11 C10 110.7(14) . . ?
C11 C12 C7 111.1(13) . . ?
C13 N2 C17 120.0 . . ?
C13 N2 Re1 120.35(7) . . ?
C17 N2 Re1 119.62(7) . . ?
N2 C13 C14 120.0 . . ?
C15 C14 C13 120.0 . . ?
C14 C15 C16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C16 C17 N2 120.0 . . ?
C16 C17 C18 125.9 . . ?
N2 C17 C18 114.0 . . ?
C22 N3 C18 120.2 . . ?
C22 N3 Re1 126.59(11) . . ?
C18 N3 Re1 112.81(11) . . ?
N3 C18 C19 122.9 . . ?
N3 C18 C17 117.9 . . ?
C19 C18 C17 119.2 . . ?
C18 C19 C20 117.1 . . ?
C21 C20 C19 119.5 . . ?
C20 C21 C22 118.0 . . ?
N3 C22 C21 122.2 . . ?
O3 C23 Re1 176.14(13) . . ?
O4 C24 Re1 174.18(9) . . ?
O5 C25 Re1 177.31(9) . . ?
C6 O2 C7 120.3(13) . . ?
F4 B1 F2 116.1 . . ?
F4 B1 F1 110.1 . . ?
F2 B1 F1 104.0 . . ?
F4 B1 F3 117.5 . . ?
F2 B1 F3 107.0 . . ?
F1 B1 F3 100.1 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.152
_refine_diff_density_min         -1.711
_refine_diff_density_rms         0.169
# Attachment 'Complex 15.CIF'

data_C26H24F3N4O7ReS
_database_code_depnum_ccdc_archive 'CCDC 764182'
#TrackingRef 'Complex 15.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
rhenium cyclohexylnicotinamide
;
_chemical_name_common            'rhenium cyclohexylnicotinamide'
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H24 F3 N4 O7 Re S'
_chemical_formula_sum            'C26 H24 F3 N4 O7 Re S'
_chemical_formula_weight         779.75

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   12.1380(3)
_cell_length_b                   12.1560(3)
_cell_length_c                   19.4130(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.8630(10)
_cell_angle_gamma                90.00
_cell_volume                     2755.30(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.880
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1528
_exptl_absorpt_coefficient_mu    4.559
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.4624
_exptl_absorpt_correction_T_max  0.4624
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11446
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         30.49
_reflns_number_total             7278
_reflns_number_gt                6007
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0079P)^2^+5.3262P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7278
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0698
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_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_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
C1 C 0.6205(3) -0.0676(3) 0.2983(2) 0.0222(8) Uani 1 1 d . . .
H1 H 0.6104 -0.1014 0.3391 0.027 Uiso 1 1 calc R . .
C2 C 0.6227(4) -0.1321(4) 0.2403(2) 0.0285(10) Uani 1 1 d . . .
H2 H 0.6170 -0.2082 0.2425 0.034 Uiso 1 1 calc R . .
C3 C 0.6334(4) -0.0814(4) 0.1787(2) 0.0339(11) Uani 1 1 d . . .
H3 H 0.6344 -0.1231 0.1388 0.041 Uiso 1 1 calc R . .
C4 C 0.6427(4) 0.0317(4) 0.1770(2) 0.0275(10) Uani 1 1 d . . .
H4 H 0.6482 0.0669 0.1356 0.033 Uiso 1 1 calc R . .
C5 C 0.6438(3) 0.0924(3) 0.2379(2) 0.0187(8) Uani 1 1 d . . .
C6 C 0.6571(3) 0.2127(3) 0.2414(2) 0.0187(8) Uani 1 1 d . . .
C7 C 0.6697(3) 0.2762(4) 0.1849(2) 0.0247(9) Uani 1 1 d . . .
H7 H 0.6717 0.2431 0.1421 0.030 Uiso 1 1 calc R . .
C8 C 0.6792(4) 0.3899(4) 0.1926(2) 0.0268(9) Uani 1 1 d . . .
H8 H 0.6871 0.4339 0.1550 0.032 Uiso 1 1 calc R . .
C9 C 0.6765(3) 0.4359(4) 0.2570(2) 0.0266(9) Uani 1 1 d . . .
H9 H 0.6821 0.5117 0.2635 0.032 Uiso 1 1 calc R . .
C10 C 0.6654(4) 0.3681(3) 0.3120(2) 0.0237(9) Uani 1 1 d . . .
H10 H 0.6646 0.3999 0.3555 0.028 Uiso 1 1 calc R . .
C11 C 0.9028(4) 0.2129(4) 0.4199(2) 0.0248(9) Uani 1 1 d . . .
H11 H 0.8719 0.2825 0.4217 0.030 Uiso 1 1 calc R . .
C12 C 1.0194(4) 0.2035(4) 0.4313(2) 0.0296(10) Uani 1 1 d . . .
H12 H 1.0662 0.2651 0.4433 0.036 Uiso 1 1 calc R . .
C13 C 1.0661(4) 0.1024(4) 0.4249(2) 0.0266(9) Uani 1 1 d . . .
H13 H 1.1445 0.0951 0.4313 0.032 Uiso 1 1 calc R . .
C14 C 0.9943(3) 0.0104(4) 0.4086(2) 0.0222(9) Uani 1 1 d . . .
C15 C 0.8783(3) 0.0263(3) 0.4009(2) 0.0219(8) Uani 1 1 d . . .
H15 H 0.8304 -0.0348 0.3917 0.026 Uiso 1 1 calc R . .
C16 C 1.0474(3) -0.0979(4) 0.3967(2) 0.0225(9) Uani 1 1 d . . .
C17 C 1.0193(4) -0.2888(4) 0.3537(3) 0.0312(10) Uani 1 1 d . . .
H17 H 1.0905 -0.2750 0.3406 0.037 Uiso 1 1 calc R . .
C18 C 1.0455(4) -0.3687(4) 0.4156(3) 0.0329(11) Uani 1 1 d . . .
H18A H 0.9775 -0.3786 0.4321 0.039 Uiso 1 1 calc R . .
H18B H 1.1052 -0.3383 0.4549 0.039 Uiso 1 1 calc R . .
C19 C 1.0842(4) -0.4804(4) 0.3948(3) 0.0408(12) Uani 1 1 d . . .
H19A H 1.1573 -0.4722 0.3841 0.049 Uiso 1 1 calc R . .
H19B H 1.0946 -0.5307 0.4349 0.049 Uiso 1 1 calc R . .
C20 C 0.9970(5) -0.5282(4) 0.3299(3) 0.0409(12) Uani 1 1 d . . .
H20A H 1.0264 -0.5962 0.3158 0.049 Uiso 1 1 calc R . .
H20B H 0.9266 -0.5447 0.3423 0.049 Uiso 1 1 calc R . .
C21 C 0.9723(5) -0.4479(4) 0.2680(3) 0.0413(12) Uani 1 1 d . . .
H21A H 0.9136 -0.4784 0.2282 0.050 Uiso 1 1 calc R . .
H21B H 1.0410 -0.4379 0.2524 0.050 Uiso 1 1 calc R . .
C22 C 0.9320(4) -0.3352(4) 0.2882(3) 0.0346(11) Uani 1 1 d . . .
H22A H 0.9225 -0.2848 0.2483 0.042 Uiso 1 1 calc R . .
H22B H 0.8586 -0.3433 0.2985 0.042 Uiso 1 1 calc R . .
C23 C 0.4810(3) 0.1540(3) 0.3720(2) 0.0183(8) Uani 1 1 d . . .
C24 C 0.6609(3) 0.2532(3) 0.4659(2) 0.0218(8) Uani 1 1 d . . .
C25 C 0.6407(3) 0.0361(3) 0.4613(2) 0.0211(8) Uani 1 1 d . . .
C26 C 0.6284(4) 0.6717(4) 0.4740(3) 0.0316(10) Uani 1 1 d . . .
N1 N 0.6327(3) 0.0426(3) 0.29811(16) 0.0187(7) Uani 1 1 d . . .
N2 N 0.6556(3) 0.2581(3) 0.30541(17) 0.0179(7) Uani 1 1 d . . .
N3 N 0.8311(3) 0.1258(3) 0.40623(17) 0.0202(7) Uani 1 1 d . . .
N4 N 0.9776(3) -0.1829(3) 0.3732(2) 0.0311(9) Uani 1 1 d . . .
H4A H 0.9057 -0.1755 0.3694 0.037 Uiso 1 1 calc R . .
O1 O 1.1517(2) -0.1022(3) 0.40485(17) 0.0327(7) Uani 1 1 d . . .
O2 O 0.3827(2) 0.1539(2) 0.36070(16) 0.0265(7) Uani 1 1 d . . .
O3 O 0.6686(3) 0.3177(3) 0.50990(16) 0.0316(7) Uani 1 1 d . . .
O4 O 0.6362(3) -0.0284(3) 0.50379(16) 0.0333(7) Uani 1 1 d . . .
O5 O 0.7711(3) 0.5664(3) 0.42196(18) 0.0365(8) Uani 1 1 d . . .
O6 O 0.6098(3) 0.6556(3) 0.33919(17) 0.0361(8) Uani 1 1 d . . .
O7 O 0.7641(2) 0.7668(3) 0.41230(16) 0.0296(7) Uani 1 1 d . . .
Re1 Re 0.644065(13) 0.146067(12) 0.390359(8) 0.01699(5) Uani 1 1 d . . .
S1 S 0.70141(9) 0.66381(9) 0.40369(6) 0.0244(2) Uani 1 1 d . . .
F1 F 0.5740(3) 0.5787(2) 0.47939(17) 0.0516(8) Uani 1 1 d . . .
F2 F 0.7038(3) 0.6916(3) 0.53734(15) 0.0481(8) Uani 1 1 d . . .
F3 F 0.5514(2) 0.7526(2) 0.46140(17) 0.0466(8) 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
C1 0.024(2) 0.021(2) 0.021(2) 0.0005(18) 0.0053(16) -0.0015(18)
C2 0.034(2) 0.024(2) 0.029(2) -0.0040(19) 0.0098(19) -0.0010(19)
C3 0.049(3) 0.031(3) 0.024(2) -0.011(2) 0.013(2) -0.003(2)
C4 0.033(2) 0.031(2) 0.020(2) -0.0019(18) 0.0118(18) 0.002(2)
C5 0.0148(17) 0.022(2) 0.0192(19) -0.0010(16) 0.0051(15) 0.0018(16)
C6 0.0154(18) 0.024(2) 0.0165(18) 0.0008(17) 0.0048(15) 0.0005(16)
C7 0.024(2) 0.031(2) 0.021(2) 0.0024(18) 0.0085(17) 0.0052(19)
C8 0.027(2) 0.028(2) 0.028(2) 0.0055(19) 0.0111(18) -0.0002(19)
C9 0.027(2) 0.026(2) 0.028(2) 0.0040(19) 0.0094(18) -0.0041(19)
C10 0.027(2) 0.021(2) 0.022(2) -0.0025(17) 0.0053(17) -0.0021(18)
C11 0.028(2) 0.023(2) 0.023(2) -0.0032(18) 0.0070(18) -0.0019(18)
C12 0.029(2) 0.023(2) 0.036(3) 0.001(2) 0.007(2) -0.0044(19)
C13 0.0182(19) 0.032(2) 0.028(2) -0.002(2) 0.0034(17) -0.0042(18)
C14 0.022(2) 0.028(2) 0.0167(19) 0.0018(17) 0.0064(16) 0.0004(18)
C15 0.024(2) 0.024(2) 0.0173(19) -0.0019(17) 0.0054(16) -0.0037(17)
C16 0.0198(19) 0.028(2) 0.020(2) -0.0010(18) 0.0069(16) 0.0017(17)
C17 0.025(2) 0.030(2) 0.044(3) -0.010(2) 0.017(2) -0.0038(19)
C18 0.023(2) 0.034(3) 0.038(3) -0.008(2) 0.0028(19) 0.007(2)
C19 0.033(3) 0.035(3) 0.053(3) -0.006(2) 0.007(2) 0.008(2)
C20 0.051(3) 0.029(3) 0.046(3) -0.011(2) 0.019(3) 0.000(2)
C21 0.052(3) 0.041(3) 0.035(3) -0.015(2) 0.018(2) -0.008(3)
C22 0.041(3) 0.033(3) 0.031(3) 0.000(2) 0.012(2) -0.004(2)
C23 0.0208(19) 0.0165(19) 0.0185(19) -0.0017(16) 0.0066(16) 0.0007(16)
C24 0.022(2) 0.021(2) 0.025(2) 0.0001(18) 0.0090(17) -0.0029(17)
C25 0.021(2) 0.021(2) 0.022(2) 0.0008(17) 0.0069(16) -0.0002(17)
C26 0.032(2) 0.034(3) 0.035(3) 0.001(2) 0.019(2) -0.003(2)
N1 0.0179(16) 0.0223(17) 0.0156(15) -0.0041(14) 0.0043(13) 0.0007(14)
N2 0.0165(15) 0.0194(17) 0.0181(16) 0.0002(14) 0.0051(13) -0.0021(14)
N3 0.0192(16) 0.0252(18) 0.0155(16) 0.0007(14) 0.0037(13) -0.0021(14)
N4 0.0214(18) 0.0255(19) 0.051(2) -0.0064(18) 0.0170(17) -0.0042(16)
O1 0.0220(15) 0.0324(18) 0.045(2) -0.0042(15) 0.0120(14) -0.0006(14)
O2 0.0194(14) 0.0293(16) 0.0314(16) 0.0023(13) 0.0079(12) 0.0002(13)
O3 0.0334(18) 0.0372(18) 0.0278(17) -0.0110(15) 0.0145(14) -0.0056(15)
O4 0.0372(18) 0.0327(18) 0.0308(17) 0.0084(15) 0.0108(14) -0.0033(15)
O5 0.0310(17) 0.0344(18) 0.046(2) -0.0013(16) 0.0143(15) 0.0042(15)
O6 0.0294(17) 0.048(2) 0.0286(17) 0.0004(15) 0.0039(14) -0.0062(15)
O7 0.0252(15) 0.0306(17) 0.0359(17) 0.0025(14) 0.0135(13) -0.0055(13)
Re1 0.01863(8) 0.01834(9) 0.01497(8) -0.00054(7) 0.00622(6) -0.00016(7)
S1 0.0213(5) 0.0281(6) 0.0255(5) -0.0001(4) 0.0095(4) -0.0026(4)
F1 0.0563(19) 0.0421(17) 0.070(2) 0.0038(16) 0.0393(17) -0.0160(15)
F2 0.0541(19) 0.066(2) 0.0276(15) -0.0042(15) 0.0161(14) -0.0075(16)
F3 0.0336(15) 0.0455(18) 0.070(2) -0.0041(16) 0.0290(15) 0.0052(14)

_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
C1 N1 1.349(5) . ?
C1 C2 1.377(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.382(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(5) . ?
C4 H4 0.9300 . ?
C5 N1 1.356(5) . ?
C5 C6 1.472(6) . ?
C6 N2 1.363(5) . ?
C6 C7 1.384(5) . ?
C7 C8 1.392(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(6) . ?
C9 H9 0.9300 . ?
C10 N2 1.346(5) . ?
C10 H10 0.9300 . ?
C11 N3 1.349(5) . ?
C11 C12 1.376(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.374(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.399(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(5) . ?
C14 C16 1.511(6) . ?
C15 N3 1.354(5) . ?
C15 H15 0.9300 . ?
C16 O1 1.233(5) . ?
C16 N4 1.336(5) . ?
C17 N4 1.470(6) . ?
C17 C18 1.510(7) . ?
C17 C22 1.523(6) . ?
C17 H17 0.9800 . ?
C18 C19 1.526(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.521(7) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.514(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.540(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O2 1.153(5) . ?
C23 Re1 1.915(4) . ?
C24 O3 1.144(5) . ?
C24 Re1 1.930(4) . ?
C25 O4 1.149(5) . ?
C25 Re1 1.928(4) . ?
C26 F1 1.328(5) . ?
C26 F3 1.332(5) . ?
C26 F2 1.338(5) . ?
C26 S1 1.822(5) . ?
N1 Re1 2.161(3) . ?
N2 Re1 2.172(3) . ?
N3 Re1 2.220(3) . ?
N4 H4A 0.8600 . ?
O5 S1 1.442(3) . ?
O6 S1 1.433(3) . ?
O7 S1 1.451(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
N1 C1 C2 122.5(4) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 118.7(4) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 119.4(4) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 121.1(4) . . ?
N1 C5 C6 116.0(3) . . ?
C4 C5 C6 122.9(4) . . ?
N2 C6 C7 121.9(4) . . ?
N2 C6 C5 114.6(3) . . ?
C7 C6 C5 123.5(4) . . ?
C6 C7 C8 119.5(4) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C9 C8 C7 118.5(4) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 C10 119.3(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
N2 C10 C9 122.9(4) . . ?
N2 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
N3 C11 C12 123.1(4) . . ?
N3 C11 H11 118.5 . . ?
C12 C11 H11 118.5 . . ?
C13 C12 C11 119.4(4) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 119.3(4) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C15 C14 C13 117.6(4) . . ?
C15 C14 C16 124.6(4) . . ?
C13 C14 C16 117.7(4) . . ?
N3 C15 C14 123.6(4) . . ?
N3 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
O1 C16 N4 123.0(4) . . ?
O1 C16 C14 118.9(4) . . ?
N4 C16 C14 118.0(4) . . ?
N4 C17 C18 111.7(4) . . ?
N4 C17 C22 109.2(4) . . ?
C18 C17 C22 111.8(4) . . ?
N4 C17 H17 108.0 . . ?
C18 C17 H17 108.0 . . ?
C22 C17 H17 108.0 . . ?
C17 C18 C19 112.0(4) . . ?
C17 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C18 111.4(4) . . ?
C20 C19 H19A 109.4 . . ?
C18 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
C18 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C21 C20 C19 110.7(4) . . ?
C21 C20 H20A 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C20 C21 C22 112.2(4) . . ?
C20 C21 H21A 109.2 . . ?
C22 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
C22 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C17 C22 C21 110.2(4) . . ?
C17 C22 H22A 109.6 . . ?
C21 C22 H22A 109.6 . . ?
C17 C22 H22B 109.6 . . ?
C21 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
O2 C23 Re1 177.0(3) . . ?
O3 C24 Re1 178.5(4) . . ?
O4 C25 Re1 178.3(4) . . ?
F1 C26 F3 107.7(4) . . ?
F1 C26 F2 108.2(4) . . ?
F3 C26 F2 107.7(4) . . ?
F1 C26 S1 111.6(3) . . ?
F3 C26 S1 111.2(3) . . ?
F2 C26 S1 110.3(3) . . ?
C1 N1 C5 118.8(3) . . ?
C1 N1 Re1 124.0(3) . . ?
C5 N1 Re1 117.2(3) . . ?
C10 N2 C6 117.8(3) . . ?
C10 N2 Re1 124.9(3) . . ?
C6 N2 Re1 117.3(3) . . ?
C11 N3 C15 116.9(3) . . ?
C11 N3 Re1 121.3(3) . . ?
C15 N3 Re1 121.8(3) . . ?
C16 N4 C17 122.3(4) . . ?
C16 N4 H4A 118.9 . . ?
C17 N4 H4A 118.9 . . ?
C23 Re1 C25 86.85(16) . . ?
C23 Re1 C24 89.79(16) . . ?
C25 Re1 C24 86.73(17) . . ?
C23 Re1 N1 92.68(14) . . ?
C25 Re1 N1 100.36(15) . . ?
C24 Re1 N1 172.61(15) . . ?
C23 Re1 N2 96.04(14) . . ?
C25 Re1 N2 174.46(14) . . ?
C24 Re1 N2 97.99(15) . . ?
N1 Re1 N2 74.83(12) . . ?
C23 Re1 N3 175.68(14) . . ?
C25 Re1 N3 92.55(14) . . ?
C24 Re1 N3 94.45(15) . . ?
N1 Re1 N3 83.21(12) . . ?
N2 Re1 N3 84.21(12) . . ?
O6 S1 O5 114.9(2) . . ?
O6 S1 O7 114.70(19) . . ?
O5 S1 O7 115.24(19) . . ?
O6 S1 C26 103.8(2) . . ?
O5 S1 C26 103.4(2) . . ?
O7 S1 C26 102.4(2) . . ?

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
N1 C1 C2 C3 -2.4(6) . . . . ?
C1 C2 C3 C4 0.5(7) . . . . ?
C2 C3 C4 C5 1.5(7) . . . . ?
C3 C4 C5 N1 -1.8(6) . . . . ?
C3 C4 C5 C6 178.0(4) . . . . ?
N1 C5 C6 N2 -0.5(5) . . . . ?
C4 C5 C6 N2 179.7(4) . . . . ?
N1 C5 C6 C7 179.9(4) . . . . ?
C4 C5 C6 C7 0.1(6) . . . . ?
N2 C6 C7 C8 -1.1(6) . . . . ?
C5 C6 C7 C8 178.5(4) . . . . ?
C6 C7 C8 C9 0.4(6) . . . . ?
C7 C8 C9 C10 0.4(6) . . . . ?
C8 C9 C10 N2 -0.8(6) . . . . ?
N3 C11 C12 C13 3.7(7) . . . . ?
C11 C12 C13 C14 -1.6(6) . . . . ?
C12 C13 C14 C15 -1.2(6) . . . . ?
C12 C13 C14 C16 175.7(4) . . . . ?
C13 C14 C15 N3 2.1(6) . . . . ?
C16 C14 C15 N3 -174.5(4) . . . . ?
C15 C14 C16 O1 179.8(4) . . . . ?
C13 C14 C16 O1 3.2(6) . . . . ?
C15 C14 C16 N4 4.1(6) . . . . ?
C13 C14 C16 N4 -172.6(4) . . . . ?
N4 C17 C18 C19 177.7(4) . . . . ?
C22 C17 C18 C19 54.8(5) . . . . ?
C17 C18 C19 C20 -54.9(6) . . . . ?
C18 C19 C20 C21 54.9(6) . . . . ?
C19 C20 C21 C22 -55.7(6) . . . . ?
N4 C17 C22 C21 -178.4(4) . . . . ?
C18 C17 C22 C21 -54.2(5) . . . . ?
C20 C21 C22 C17 55.2(6) . . . . ?
C2 C1 N1 C5 2.1(6) . . . . ?
C2 C1 N1 Re1 -174.7(3) . . . . ?
C4 C5 N1 C1 0.0(5) . . . . ?
C6 C5 N1 C1 -179.8(3) . . . . ?
C4 C5 N1 Re1 177.1(3) . . . . ?
C6 C5 N1 Re1 -2.7(4) . . . . ?
C9 C10 N2 C6 0.1(6) . . . . ?
C9 C10 N2 Re1 177.7(3) . . . . ?
C7 C6 N2 C10 0.8(6) . . . . ?
C5 C6 N2 C10 -178.9(3) . . . . ?
C7 C6 N2 Re1 -176.9(3) . . . . ?
C5 C6 N2 Re1 3.4(4) . . . . ?
C12 C11 N3 C15 -2.7(6) . . . . ?
C12 C11 N3 Re1 178.8(3) . . . . ?
C14 C15 N3 C11 -0.2(6) . . . . ?
C14 C15 N3 Re1 178.2(3) . . . . ?
O1 C16 N4 C17 -1.3(7) . . . . ?
C14 C16 N4 C17 174.3(4) . . . . ?
C18 C17 N4 C16 93.9(5) . . . . ?
C22 C17 N4 C16 -141.8(4) . . . . ?
O2 C23 Re1 C25 -51(7) . . . . ?
O2 C23 Re1 C24 -138(7) . . . . ?
O2 C23 Re1 N1 49(7) . . . . ?
O2 C23 Re1 N2 124(7) . . . . ?
O2 C23 Re1 N3 31(8) . . . . ?
O4 C25 Re1 C23 -24(13) . . . . ?
O4 C25 Re1 C24 66(13) . . . . ?
O4 C25 Re1 N1 -116(13) . . . . ?
O4 C25 Re1 N2 -146(12) . . . . ?
O4 C25 Re1 N3 160(13) . . . . ?
O3 C24 Re1 C23 -31(14) . . . . ?
O3 C24 Re1 C25 -118(14) . . . . ?
O3 C24 Re1 N1 79(15) . . . . ?
O3 C24 Re1 N2 65(14) . . . . ?
O3 C24 Re1 N3 150(14) . . . . ?
C1 N1 Re1 C23 -84.2(3) . . . . ?
C5 N1 Re1 C23 98.9(3) . . . . ?
C1 N1 Re1 C25 3.1(3) . . . . ?
C5 N1 Re1 C25 -173.8(3) . . . . ?
C1 N1 Re1 C24 166.4(10) . . . . ?
C5 N1 Re1 C24 -10.5(12) . . . . ?
C1 N1 Re1 N2 -179.7(3) . . . . ?
C5 N1 Re1 N2 3.4(3) . . . . ?
C1 N1 Re1 N3 94.4(3) . . . . ?
C5 N1 Re1 N3 -82.5(3) . . . . ?
C10 N2 Re1 C23 87.7(3) . . . . ?
C6 N2 Re1 C23 -94.8(3) . . . . ?
C10 N2 Re1 C25 -151.1(14) . . . . ?
C6 N2 Re1 C25 26.4(16) . . . . ?
C10 N2 Re1 C24 -3.0(3) . . . . ?
C6 N2 Re1 C24 174.6(3) . . . . ?
C10 N2 Re1 N1 178.8(3) . . . . ?
C6 N2 Re1 N1 -3.6(3) . . . . ?
C10 N2 Re1 N3 -96.7(3) . . . . ?
C6 N2 Re1 N3 80.9(3) . . . . ?
C11 N3 Re1 C23 150.7(18) . . . . ?
C15 N3 Re1 C23 -28(2) . . . . ?
C11 N3 Re1 C25 -127.4(3) . . . . ?
C15 N3 Re1 C25 54.2(3) . . . . ?
C11 N3 Re1 C24 -40.5(3) . . . . ?
C15 N3 Re1 C24 141.2(3) . . . . ?
C11 N3 Re1 N1 132.5(3) . . . . ?
C15 N3 Re1 N1 -45.9(3) . . . . ?
C11 N3 Re1 N2 57.1(3) . . . . ?
C15 N3 Re1 N2 -121.3(3) . . . . ?
F1 C26 S1 O6 66.3(4) . . . . ?
F3 C26 S1 O6 -53.9(4) . . . . ?
F2 C26 S1 O6 -173.4(3) . . . . ?
F1 C26 S1 O5 -53.9(4) . . . . ?
F3 C26 S1 O5 -174.2(3) . . . . ?
F2 C26 S1 O5 66.4(4) . . . . ?
F1 C26 S1 O7 -174.0(3) . . . . ?
F3 C26 S1 O7 65.8(4) . . . . ?
F2 C26 S1 O7 -53.7(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.866
_diffrn_reflns_theta_full        30.49
_diffrn_measured_fraction_theta_full 0.866
_refine_diff_density_max         0.895
_refine_diff_density_min         -1.616
_refine_diff_density_rms         0.158


# Attachment 'Complex 14.CIF'

data_"C26H12.50BF4N3O4Re"
_database_code_depnum_ccdc_archive 'CCDC 776229'
#TrackingRef 'Complex 14.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
'rhenium cyclohexanol ester'
;
_chemical_name_common            're cyclohexanol ester'
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H12.50 B F4 N3 O4 Re'
_chemical_formula_sum            'C26 H12.50 B F4 N3 O4 Re'
_chemical_formula_weight         703.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0013 0.0007 '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'
C C 0.0033 0.0016 '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'
Re Re -1.0185 7.2310 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   16.7420(3)
_cell_length_b                   12.0760(4)
_cell_length_c                   12.4980(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2526.80(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1350
_exptl_absorpt_coefficient_mu    4.877
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.4418
_exptl_absorpt_correction_T_max  0.5280
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9904
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_sigmaI/netI    0.0433
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         27.49
_reflns_number_total             3019
_reflns_number_gt                2778
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0616P)^2^+21.5490P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3019
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1363
_refine_ls_goodness_of_fit_ref   1.341
_refine_ls_restrained_S_all      1.341
_refine_ls_shift/su_max          5.282
_refine_ls_shift/su_mean         0.064

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
B1 B 0.3645(9) 0.2500 0.4388(10) 0.025(3) Uani 1 2 d S . .
C1 C 0.6863(4) 0.3112(6) 0.7839(6) 0.0157(14) Uani 1 1 d . . .
C2 C 0.7130(5) 0.3737(7) 0.8699(7) 0.0258(17) Uani 1 1 d . . .
H2 H 0.7311 0.3386 0.9335 0.031 Uiso 1 1 calc R . .
C3 C 0.7129(6) 0.4874(8) 0.8616(7) 0.0320(19) Uani 1 1 d . . .
H3 H 0.7297 0.5315 0.9203 0.038 Uiso 1 1 calc R . .
C4 C 0.6885(6) 0.5369(7) 0.7685(7) 0.031(2) Uani 1 1 d . . .
H4 H 0.6898 0.6152 0.7611 0.038 Uiso 1 1 calc R . .
C5 C 0.6623(6) 0.4709(7) 0.6861(7) 0.0287(18) Uani 1 1 d . . .
H5 H 0.6446 0.5051 0.6219 0.034 Uiso 1 1 calc R . .
C6 C 0.4747(7) 0.1558(10) 0.7109(9) 0.055(4) Uani 1 1 d . . .
H6 H 0.4973 0.0877 0.6877 0.066 Uiso 1 1 calc R . .
C7 C 0.4094(8) 0.1530(12) 0.7784(10) 0.064(4) Uani 1 1 d . . .
C8 C 0.3765(8) 0.2500 0.8115(11) 0.043(4) Uani 1 2 d S . .
H8 H 0.3312 0.2500 0.8573 0.052 Uiso 1 2 calc SR . .
C9 C 0.3964(9) 0.0333(15) 0.8431(14) 0.034(6) Uani 0.60(4) 1 d P . 1
O10 O 0.4552(7) -0.0418(11) 0.8341(11) 0.044(5) Uani 0.61(3) 1 d P . 1
C18 C 0.5707(5) 0.1380(7) 0.4752(6) 0.0212(15) Uani 1 1 d . . .
C19 C 0.7081(7) 0.2500 0.4845(9) 0.020(2) Uani 1 2 d S . .
O1 O 0.5480(4) 0.0721(6) 0.4175(5) 0.0328(15) Uani 1 1 d . . .
O2 O 0.7646(6) 0.2500 0.4314(7) 0.030(2) Uani 1 2 d S . .
O3 O 0.3355(7) 0.0191(11) 0.8944(10) 0.037(5) Uani 0.54(3) 1 d P . 1
F1 F 0.3790(3) 0.3448(5) 0.4987(5) 0.0395(14) Uani 1 1 d . . .
F2 F 0.2845(5) 0.2500 0.4067(6) 0.0354(18) Uani 1 2 d S . .
F3 F 0.4132(5) 0.2500 0.3485(6) 0.042(2) Uani 1 2 d S . .
Re1 Re 0.61363(2) 0.2500 0.57073(3) 0.01612(17) Uani 1 2 d S . .
N1 N 0.6607(4) 0.3601(5) 0.6926(5) 0.0185(12) Uani 1 1 d . . .
N2 N 0.5074(6) 0.2500 0.6772(7) 0.0206(19) Uani 1 2 d S . .
C10 C 0.5194(9) -0.1891(12) 0.9308(19) 0.080(8) Uani 1.00(6) 1 d . . 1
H10A H 0.5209 -0.1647 1.0064 0.097 Uiso 0.9(3) 1 calc PR . 1
H10B H 0.5701 -0.1647 0.8975 0.097 Uiso 0.1(3) 1 calc PR . 1
C12 C 0.4564(18) -0.130(3) 0.8797(14) 0.141(16) Uani 1.00(7) 1 d . . 1
C13 C 0.3968(9) -0.196(4) 0.819(2) 0.26(4) Uani 1.00(7) 1 d . . 1
H13A H 0.3434 -0.1727 0.8439 0.307 Uiso 1.0(5) 1 calc R . 1
H13B H 0.4010 -0.1727 0.7430 0.307 Uiso 0.0(5) 1 calc PR . 1

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
B1 0.030(7) 0.026(7) 0.019(6) 0.000 -0.003(5) 0.000
C1 0.015(3) 0.020(4) 0.012(3) 0.001(3) 0.003(2) 0.000(3)
C2 0.031(4) 0.026(4) 0.020(4) -0.004(3) -0.001(3) 0.003(4)
C3 0.040(5) 0.028(4) 0.028(4) -0.010(4) -0.004(4) -0.004(4)
C4 0.050(5) 0.012(4) 0.032(5) -0.008(3) -0.003(4) -0.007(4)
C5 0.040(5) 0.024(4) 0.022(4) 0.000(3) -0.002(3) 0.004(4)
C6 0.068(7) 0.045(6) 0.051(6) -0.032(5) 0.037(6) -0.042(6)
C7 0.069(8) 0.066(8) 0.056(7) -0.040(7) 0.045(6) -0.048(7)
C8 0.018(6) 0.091(14) 0.020(6) 0.000 0.002(5) 0.000
C9 0.034(9) 0.033(10) 0.034(9) -0.005(7) 0.002(6) 0.002(7)
O10 0.045(8) 0.033(7) 0.054(9) 0.008(6) 0.017(6) 0.008(5)
C18 0.027(4) 0.019(4) 0.018(4) 0.004(3) 0.001(3) -0.004(3)
C19 0.029(6) 0.012(5) 0.017(5) 0.000 -0.001(4) 0.000
O1 0.046(4) 0.027(3) 0.025(3) -0.008(3) -0.003(3) -0.010(3)
O2 0.032(5) 0.027(5) 0.032(5) 0.000 0.011(4) 0.000
O3 0.029(7) 0.042(8) 0.041(8) 0.011(6) 0.015(5) 0.002(6)
F1 0.046(3) 0.035(3) 0.038(3) -0.006(3) -0.007(2) -0.006(3)
F2 0.025(4) 0.053(5) 0.028(4) 0.000 -0.005(3) 0.000
F3 0.036(4) 0.063(6) 0.028(4) 0.000 0.014(3) 0.000
Re1 0.0212(3) 0.0141(2) 0.0131(2) 0.000 -0.00094(15) 0.000
N1 0.023(3) 0.017(3) 0.016(3) -0.002(2) -0.001(2) -0.002(3)
N2 0.021(4) 0.030(5) 0.011(4) 0.000 0.000(3) 0.000
C10 0.055(9) 0.043(8) 0.14(2) 0.013(9) -0.038(9) -0.012(7)
C12 0.20(3) 0.18(3) 0.045(10) -0.015(13) -0.024(12) 0.13(2)
C13 0.040(9) 0.58(10) 0.15(2) 0.27(4) -0.018(9) -0.055(19)

_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
B1 F1 1.389(9) . ?
B1 F1 1.389(9) 8_565 ?
B1 F3 1.393(16) . ?
B1 F2 1.398(16) . ?
C1 N1 1.354(9) . ?
C1 C2 1.387(11) . ?
C1 C1 1.478(15) 8_565 ?
C2 C3 1.377(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.370(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(12) . ?
C4 H4 0.9500 . ?
C5 N1 1.341(11) . ?
C5 H5 0.9500 . ?
C6 N2 1.331(11) . ?
C6 C7 1.382(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.359(15) . ?
C7 C9 1.67(2) . ?
C8 C7 1.359(15) 8_565 ?
C8 H8 0.9500 . ?
C9 O3 1.215(19) . ?
C9 O10 1.34(2) . ?
O10 C12 1.21(3) . ?
C18 O1 1.140(10) . ?
C18 Re1 1.942(8) . ?
C19 O2 1.155(14) . ?
C19 Re1 1.914(11) . ?
Re1 C18 1.942(8) 8_565 ?
Re1 N1 2.169(6) . ?
Re1 N1 2.169(6) 8_565 ?
Re1 N2 2.221(9) . ?
N2 C6 1.331(11) 8_565 ?
C10 C12 1.42(2) . ?
C10 C10 1.47(3) 8 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 C13 1.49(4) . ?
C13 C13 1.30(10) 8 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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
F1 B1 F1 111.0(10) . 8_565 ?
F1 B1 F3 109.5(8) . . ?
F1 B1 F3 109.5(8) 8_565 . ?
F1 B1 F2 108.8(8) . . ?
F1 B1 F2 108.8(8) 8_565 . ?
F3 B1 F2 109.2(10) . . ?
N1 C1 C2 121.2(7) . . ?
N1 C1 C1 115.8(4) . 8_565 ?
C2 C1 C1 122.9(5) . 8_565 ?
C3 C2 C1 118.9(8) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C4 C3 C2 120.0(8) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 118.6(8) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.6(8) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 C7 122.7(11) . . ?
N2 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C8 C7 C6 119.0(11) . . ?
C8 C7 C9 123.1(10) . . ?
C6 C7 C9 114.8(13) . . ?
C7 C8 C7 119.1(13) . 8_565 ?
C7 C8 H8 120.4 . . ?
C7 C8 H8 120.4 8_565 . ?
O3 C9 O10 124.3(17) . . ?
O3 C9 C7 119.1(14) . . ?
O10 C9 C7 116.6(13) . . ?
C12 O10 C9 124.6(17) . . ?
O1 C18 Re1 177.6(7) . . ?
O2 C19 Re1 179.2(10) . . ?
C19 Re1 C18 87.7(3) . . ?
C19 Re1 C18 87.7(3) . 8_565 ?
C18 Re1 C18 88.3(5) . 8_565 ?
C19 Re1 N1 95.4(3) . . ?
C18 Re1 N1 173.1(3) . . ?
C18 Re1 N1 98.0(3) 8_565 . ?
C19 Re1 N1 95.4(3) . 8_565 ?
C18 Re1 N1 98.0(3) . 8_565 ?
C18 Re1 N1 173.1(3) 8_565 8_565 ?
N1 Re1 N1 75.6(3) . 8_565 ?
C19 Re1 N2 177.4(4) . . ?
C18 Re1 N2 94.1(3) . . ?
C18 Re1 N2 94.1(3) 8_565 . ?
N1 Re1 N2 82.6(2) . . ?
N1 Re1 N2 82.6(2) 8_565 . ?
C5 N1 C1 118.7(7) . . ?
C5 N1 Re1 125.2(6) . . ?
C1 N1 Re1 116.1(5) . . ?
C6 N2 C6 117.5(12) 8_565 . ?
C6 N2 Re1 121.3(6) 8_565 . ?
C6 N2 Re1 121.3(6) . . ?
C12 C10 C10 120.0(15) . 8 ?
C12 C10 H10A 107.3 . . ?
C10 C10 H10A 107.3 8 . ?
C12 C10 H10B 107.3 . . ?
C10 C10 H10B 107.3 8 . ?
H10A C10 H10B 106.9 . . ?
O10 C12 C10 132(3) . . ?
O10 C12 C13 102.8(19) . . ?
C10 C12 C13 117(3) . . ?
C13 C13 C12 122.4(17) 8 . ?
C13 C13 H13A 106.7 8 . ?
C12 C13 H13A 106.7 . . ?
C13 C13 H13B 106.7 8 . ?
C12 C13 H13B 106.7 . . ?
H13A C13 H13B 106.6 . . ?

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
N1 C1 C2 C3 0.3(12) . . . . ?
C1 C1 C2 C3 178.2(6) 8_565 . . . ?
C1 C2 C3 C4 -1.6(14) . . . . ?
C2 C3 C4 C5 1.9(15) . . . . ?
C3 C4 C5 N1 -1.0(15) . . . . ?
N2 C6 C7 C8 0(2) . . . . ?
N2 C6 C7 C9 -160.4(12) . . . . ?
C6 C7 C8 C7 -1(3) . . . 8_565 ?
C9 C7 C8 C7 158.4(9) . . . 8_565 ?
C8 C7 C9 O3 28(2) . . . . ?
C6 C7 C9 O3 -171.6(15) . . . . ?
C8 C7 C9 O10 -151.7(15) . . . . ?
C6 C7 C9 O10 8(2) . . . . ?
O3 C9 O10 C12 -3(3) . . . . ?
C7 C9 O10 C12 176.7(19) . . . . ?
O2 C19 Re1 C18 44.2(2) . . . . ?
O2 C19 Re1 C18 -44.2(3) . . . 8_565 ?
O2 C19 Re1 N1 -142.02(19) . . . . ?
O2 C19 Re1 N1 142.0(2) . . . 8_565 ?
O2 C19 Re1 N2 180.00(10) . . . . ?
O1 C18 Re1 C19 8(17) . . . . ?
O1 C18 Re1 C18 96(17) . . . 8_565 ?
O1 C18 Re1 N1 -109(17) . . . . ?
O1 C18 Re1 N1 -87(17) . . . 8_565 ?
O1 C18 Re1 N2 -170(17) . . . . ?
C4 C5 N1 C1 -0.2(14) . . . . ?
C4 C5 N1 Re1 176.0(7) . . . . ?
C2 C1 N1 C5 0.6(11) . . . . ?
C1 C1 N1 C5 -177.4(6) 8_565 . . . ?
C2 C1 N1 Re1 -176.0(6) . . . . ?
C1 C1 N1 Re1 6.0(5) 8_565 . . . ?
C19 Re1 N1 C5 82.6(7) . . . . ?
C18 Re1 N1 C5 -161(2) . . . . ?
C18 Re1 N1 C5 -5.8(8) 8_565 . . . ?
N1 Re1 N1 C5 176.8(6) 8_565 . . . ?
N2 Re1 N1 C5 -99.0(7) . . . . ?
C19 Re1 N1 C1 -101.1(5) . . . . ?
C18 Re1 N1 C1 16(3) . . . . ?
C18 Re1 N1 C1 170.5(5) 8_565 . . . ?
N1 Re1 N1 C1 -6.8(6) 8_565 . . . ?
N2 Re1 N1 C1 77.4(5) . . . . ?
C7 C6 N2 C6 0(2) . . . 8_565 ?
C7 C6 N2 Re1 179.1(11) . . . . ?
C19 Re1 N2 C6 89.6(9) . . . 8_565 ?
C18 Re1 N2 C6 -134.7(9) . . . 8_565 ?
C18 Re1 N2 C6 -46.2(10) 8_565 . . 8_565 ?
N1 Re1 N2 C6 51.4(9) . . . 8_565 ?
N1 Re1 N2 C6 127.7(10) 8_565 . . 8_565 ?
C19 Re1 N2 C6 -89.6(9) . . . . ?
C18 Re1 N2 C6 46.2(10) . . . . ?
C18 Re1 N2 C6 134.7(9) 8_565 . . . ?
N1 Re1 N2 C6 -127.7(10) . . . . ?
N1 Re1 N2 C6 -51.4(9) 8_565 . . . ?
C9 O10 C12 C10 -139(2) . . . . ?
C9 O10 C12 C13 75(2) . . . . ?
C10 C10 C12 O10 -148.2(18) 8 . . . ?
C10 C10 C12 C13 -6(3) 8 . . . ?
O10 C12 C13 C13 158.1(10) . . . 8 ?
C10 C12 C13 C13 6(3) . . . 8 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         2.024
_refine_diff_density_min         -2.500
_refine_diff_density_rms         0.429