#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/20/4342084.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_4342084
loop_
_publ_author_name
'Hayes, Thomas R.'
'Lyon, Patrice A.'
'Barnes, Charles L.'
'Trabue, Steven'
'Benny, Paul D.'
_publ_section_title
;
 Influence of Functionalized Pyridine Ligands on the Radio/Chemical
 Behavior of [M(I)(CO)3](+) (M = Re and (99m)Tc) 2 + 1 Complexes.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1528
_journal_page_last               1534
_journal_paper_doi               10.1021/ic502520x
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C16 H14 N3 O5 Re, 0.5(C H4 O)'
_chemical_formula_sum            'C16.5 H16 N3 O5.5 Re'
_chemical_formula_weight         530.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 112.2250(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.9017(18)
_cell_length_b                   12.7603(13)
_cell_length_c                   16.6692(16)
_cell_measurement_reflns_used    9987
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_cell_volume                     3524.9(6)
_computing_cell_refinement       'APEX2 (Bruker AXS, 2008)'
_computing_data_collection       'APEX2 (Bruker AXS, 2008)'
_computing_data_reduction        'APEX2 (Bruker AXS, 2008)'
_computing_molecular_graphics    'X-SEED, Barbour, 2001'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20424
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.524
_diffrn_reflns_theta_min         2.014
_diffrn_standards_decay_%        0.0
_exptl_absorpt_coefficient_mu    6.931
_exptl_absorpt_correction_T_max  0.13
_exptl_absorpt_correction_T_min  0.08
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Data were corrected for decay and absorption using the program SADABS 
 (Sheldrick, G. M. (2003). SADABS. Version 2.10. University of
 Göttingen, Germany).
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_description       Prism
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_refine_diff_density_max         0.823
_refine_diff_density_min         -1.033
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4050
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0191
_refine_ls_R_factor_gt           0.0170
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0128P)²+9.6641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0391
_refine_ls_wR_factor_ref         0.0398
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3778
_reflns_number_total             4050
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic502520x_si_002.cif
_cod_data_source_block           Re(CO)3(pic)(4-NMe2-Py)
_cod_depositor_comments
'Adding full bibliography for 4342080--4342084.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C16.50 H16 N3 O5.50 Re'
_cod_database_code               4342084
#BEGIN Tags that were not found in dictionaries:
_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   0.115
_shelx_estimated_absorpt_t_max   0.129
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_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
Re1 Re 0.28045(2) 0.70788(2) 0.17222(2) 0.01627(4) Uani 1 1 d . . .
O1 O 0.31473(12) 0.79382(14) 0.29086(12) 0.0230(4) Uani 1 1 d . . .
O2 O 0.29612(15) 0.81470(16) 0.41510(13) 0.0327(5) Uani 1 1 d . . .
O3 O 0.22531(13) 0.56088(16) 0.01580(12) 0.0274(4) Uani 1 1 d . . .
O4 O 0.15334(13) 0.86332(17) 0.05877(13) 0.0311(5) Uani 1 1 d . . .
O5 O 0.40947(13) 0.80197(16) 0.11398(14) 0.0300(5) Uani 1 1 d . . .
O1S O 0.4240(3) 0.9547(4) 0.4855(3) 0.0396(11) Uani 0.5 1 d . . P
H1S H 0.3854 0.9128 0.4636 0.048 Uiso 0.5 1 calc R U P
N1 N 0.20719(13) 0.64145(17) 0.23824(13) 0.0189(4) Uani 1 1 d . . .
N2 N 0.36735(13) 0.59233(16) 0.25219(13) 0.0160(4) Uani 1 1 d . . .
N3 N 0.53238(13) 0.36824(17) 0.40024(16) 0.0243(5) Uani 1 1 d . . .
C1 C 0.28232(18) 0.7702(2) 0.34519(17) 0.0232(6) Uani 1 1 d . . .
C2 C 0.22296(16) 0.6804(2) 0.31862(17) 0.0210(5) Uani 1 1 d . . .
C3 C 0.18768(18) 0.6398(2) 0.37260(17) 0.0260(6) Uani 1 1 d . . .
H3 H 0.1998 0.6685 0.4287 0.031 Uiso 1 1 calc R U .
C4 C 0.13461(18) 0.5570(2) 0.34387(19) 0.0293(7) Uani 1 1 d . . .
H4 H 0.1099 0.5276 0.3800 0.035 Uiso 1 1 calc R U .
C5 C 0.11798(17) 0.5174(2) 0.26176(19) 0.0267(6) Uani 1 1 d . . .
H5 H 0.0815 0.4605 0.2407 0.032 Uiso 1 1 calc R U .
C6 C 0.15526(16) 0.5617(2) 0.21042(17) 0.0231(6) Uani 1 1 d . . .
H6 H 0.1435 0.5346 0.1539 0.028 Uiso 1 1 calc R U .
C7 C 0.24660(15) 0.6177(2) 0.07370(16) 0.0199(5) Uani 1 1 d . . .
C8 C 0.20146(17) 0.8072(2) 0.10299(17) 0.0223(6) Uani 1 1 d . . .
C9 C 0.35946(17) 0.7675(2) 0.13396(17) 0.0219(5) Uani 1 1 d . . .
C10 C 0.43788(15) 0.6196(2) 0.31575(16) 0.0175(5) Uani 1 1 d . . .
H10 H 0.4491 0.6921 0.3266 0.021 Uiso 1 1 calc R U .
C11 C 0.49429(15) 0.54949(19) 0.36554(16) 0.0175(5) Uani 1 1 d . . .
H11 H 0.5429 0.5739 0.4090 0.021 Uiso 1 1 calc R U .
C12 C 0.48001(15) 0.44080(19) 0.35205(17) 0.0176(5) Uani 1 1 d . . .
C13 C 0.40693(16) 0.4127(2) 0.28459(19) 0.0226(6) Uani 1 1 d . . .
H13 H 0.3944 0.3408 0.2713 0.027 Uiso 1 1 calc R U .
C14 C 0.35401(15) 0.4882(2) 0.23820(17) 0.0200(5) Uani 1 1 d . . .
H14 H 0.3051 0.4663 0.1937 0.024 Uiso 1 1 calc R U .
C15 C 0.60957(17) 0.3983(2) 0.46604(19) 0.0268(6) Uani 1 1 d . . .
H15A H 0.6371 0.4469 0.4409 0.040 Uiso 1 1 calc R U .
H15B H 0.6430 0.3357 0.4873 0.040 Uiso 1 1 calc R U .
H15C H 0.6007 0.4325 0.5143 0.040 Uiso 1 1 calc R U .
C16 C 0.5116(2) 0.2577(2) 0.3880(3) 0.0570(12) Uani 1 1 d . . .
H16A H 0.4584 0.2467 0.3906 0.086 Uiso 1 1 calc R U .
H16B H 0.5521 0.2168 0.4337 0.086 Uiso 1 1 calc R U .
H16C H 0.5104 0.2350 0.3313 0.086 Uiso 1 1 calc R U .
C1S C 0.4881(6) 0.9246(10) 0.4631(6) 0.096(5) Uani 0.5 1 d . . P
H1S1 H 0.4674 0.8886 0.4070 0.144 Uiso 0.5 1 calc R U P
H1S2 H 0.5235 0.8771 0.5074 0.144 Uiso 0.5 1 calc R U P
H1S3 H 0.5186 0.9867 0.4590 0.144 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 Re1 C9 89.26(11)
C7 Re1 C8 87.63(11)
C9 Re1 C8 90.37(11)
C7 Re1 O1 173.06(9)
C9 Re1 O1 96.57(10)
C8 Re1 O1 96.07(9)
C7 Re1 N1 98.31(10)
C9 Re1 N1 169.97(10)
C8 Re1 N1 96.49(10)
O1 Re1 N1 75.48(8)
C7 Re1 N2 92.25(9)
C9 Re1 N2 91.50(10)
C8 Re1 N2 178.13(10)
O1 Re1 N2 83.86(7)
N1 Re1 N2 81.68(8)
C1 O1 Re1 118.95(18)
C1S O1S H1S 109.5
C6 N1 C2 118.7(2)
C6 N1 Re1 126.41(17)
C2 N1 Re1 114.64(18)
C10 N2 C14 116.0(2)
C10 N2 Re1 122.81(17)
C14 N2 Re1 121.14(17)
C12 N3 C16 120.0(2)
C12 N3 C15 121.2(2)
C16 N3 C15 118.8(2)
O2 C1 O1 125.1(3)
O2 C1 C2 119.6(3)
O1 C1 C2 115.3(2)
N1 C2 C3 122.1(3)
N1 C2 C1 115.4(2)
C3 C2 C1 122.5(3)
C4 C3 C2 119.1(3)
C4 C3 H3 120.5
C2 C3 H3 120.5
C3 C4 C5 119.1(3)
C3 C4 H4 120.5
C5 C4 H4 120.5
C4 C5 C6 119.2(3)
C4 C5 H5 120.4
C6 C5 H5 120.4
N1 C6 C5 122.0(3)
N1 C6 H6 119.0
C5 C6 H6 119.0
O3 C7 Re1 177.7(2)
O4 C8 Re1 177.0(2)
O5 C9 Re1 177.2(2)
N2 C10 C11 124.3(2)
N2 C10 H10 117.8
C11 C10 H10 117.8
C10 C11 C12 119.8(2)
C10 C11 H11 120.1
C12 C11 H11 120.1
N3 C12 C13 121.8(2)
N3 C12 C11 122.5(2)
C13 C12 C11 115.7(2)
C14 C13 C12 120.4(2)
C14 C13 H13 119.8
C12 C13 H13 119.8
N2 C14 C13 123.7(2)
N2 C14 H14 118.2
C13 C14 H14 118.2
N3 C15 H15A 109.5
N3 C15 H15B 109.5
H15A C15 H15B 109.5
N3 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
N3 C16 H16A 109.5
N3 C16 H16B 109.5
H16A C16 H16B 109.5
N3 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
O1S C1S H1S1 109.5
O1S C1S H1S2 109.5
H1S1 C1S H1S2 109.5
O1S C1S H1S3 109.5
H1S1 C1S H1S3 109.5
H1S2 C1S H1S3 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Re1 C7 1.906(3)
Re1 C9 1.915(3)
Re1 C8 1.924(3)
Re1 O1 2.1384(18)
Re1 N1 2.178(2)
Re1 N2 2.191(2)
O1 C1 1.283(3)
O2 C1 1.235(3)
O3 C7 1.151(3)
O4 C8 1.148(3)
O5 C9 1.154(3)
O1S C1S 1.389(8)
O1S H1S 0.8400
N1 C6 1.337(4)
N1 C2 1.355(3)
N2 C10 1.351(3)
N2 C14 1.355(3)
N3 C12 1.346(3)
N3 C16 1.454(4)
N3 C15 1.454(4)
C1 C2 1.510(4)
C2 C3 1.381(4)
C3 C4 1.381(4)
C3 H3 0.9500
C4 C5 1.382(4)
C4 H4 0.9500
C5 C6 1.389(4)
C5 H5 0.9500
C6 H6 0.9500
C10 C11 1.369(4)
C10 H10 0.9500
C11 C12 1.413(3)
C11 H11 0.9500
C12 C13 1.411(4)
C13 C14 1.367(4)
C13 H13 0.9500
C14 H14 0.9500
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C1S H1S1 0.9800
C1S H1S2 0.9800
C1S H1S3 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1S H1S O2 0.84 1.95 2.789(6) 178.8
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
Re1 O1 C1 O2 -178.9(2)
Re1 O1 C1 C2 1.0(3)
C6 N1 C2 C3 0.6(4)
Re1 N1 C2 C3 -173.57(19)
C6 N1 C2 C1 179.9(2)
Re1 N1 C2 C1 5.8(3)
O2 C1 C2 N1 175.3(2)
O1 C1 C2 N1 -4.6(3)
O2 C1 C2 C3 -5.3(4)
O1 C1 C2 C3 174.8(2)
N1 C2 C3 C4 0.0(4)
C1 C2 C3 C4 -179.3(2)
C2 C3 C4 C5 -0.3(4)
C3 C4 C5 C6 0.2(4)
C2 N1 C6 C5 -0.7(4)
Re1 N1 C6 C5 172.66(19)
C4 C5 C6 N1 0.3(4)
C14 N2 C10 C11 -0.6(4)
Re1 N2 C10 C11 -178.44(19)
N2 C10 C11 C12 -0.4(4)
C16 N3 C12 C13 -4.8(4)
C15 N3 C12 C13 176.3(3)
C16 N3 C12 C11 175.1(3)
C15 N3 C12 C11 -3.8(4)
C10 C11 C12 N3 -178.5(2)
C10 C11 C12 C13 1.4(4)
N3 C12 C13 C14 178.3(3)
C11 C12 C13 C14 -1.6(4)
C10 N2 C14 C13 0.4(4)
Re1 N2 C14 C13 178.3(2)
C12 C13 C14 N2 0.7(4)
