#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/96/4329630.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_4329630
loop_
_publ_author_name
'Pramuditha Abhayawardhana'
'Patricia A. Marzilli'
'Theshini Perera'
'Frank R. Fronczek'
'Luigi G. Marzilli'
_publ_section_title
;
 New Monodentate Amidine Superbasic Ligands with a Single Configuration in
 fac-[Re(CO)3(5,5'- or 6,6'-Me2bipyridine)(amidine)]BF4 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7271
_journal_page_last               7283
_journal_paper_doi               10.1021/ic300625n
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C22 H26 N4 O3 Re, B F4 '
_chemical_formula_sum            'C22 H26 B F4 N4 O3 Re'
_chemical_formula_weight         667.48
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 95.358(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9242(5)
_cell_length_b                   21.862(2)
_cell_length_c                   12.3282(10)
_cell_measurement_reflns_used    10506
_cell_measurement_temperature    90.0(5)
_cell_measurement_theta_max      36.0
_cell_measurement_theta_min      2.5
_cell_volume                     2394.7(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare  et al., 1999)'
_diffrn_ambient_temperature      90.0(5)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_method       ' ω and φ scans '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            52858
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         36.0
_diffrn_reflns_theta_min         2.8
_exptl_absorpt_coefficient_mu    5.138
_exptl_absorpt_correction_T_max  0.684
_exptl_absorpt_correction_T_min  0.398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'HKL Scalepack (Otwinowski & Minor 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.591
_refine_diff_density_min         -2.065
_refine_diff_density_rms         0.188
_refine_ls_extinction_coef       0.00144(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         10749
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.050
_refine_ls_R_factor_gt           0.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0349P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.068
_refine_ls_wR_factor_ref         0.074
_reflns_number_gt                8308
_reflns_number_total             10749
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic300625n_si_002_06.cif
_cod_data_source_block           Pram12
_cod_original_sg_symbol_Hall     '-P 2yn '
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               4329630
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Re1 Re 0.715320(10) 0.569297(4) 0.346746(7) 0.01180(3) Uani 1 1 d .
O1 O 1.0445(2) 0.55943(9) 0.44247(19) 0.0278(5) Uani 1 1 d .
O2 O 0.8464(3) 0.52461(9) 0.13836(16) 0.0298(5) Uani 1 1 d .
O3 O 0.6653(2) 0.43390(8) 0.40022(17) 0.0231(4) Uani 1 1 d .
N1 N 0.4781(2) 0.58924(10) 0.28897(15) 0.0143(4) Uani 1 1 d .
N2 N 0.6162(2) 0.61021(9) 0.48645(14) 0.0108(3) Uani 1 1 d .
N3 N 0.7372(2) 0.66513(9) 0.29819(15) 0.0131(4) Uani 1 1 d .
H3N H 0.693(3) 0.6706(13) 0.235(2) 0.016 Uiso 1 1 d .
N4 N 0.7771(2) 0.77099(9) 0.29490(15) 0.0129(4) Uani 1 1 d .
C1 C 0.3929(3) 0.56497(11) 0.20245(19) 0.0186(5) Uani 1 1 d .
C2 C 0.2469(3) 0.58615(14) 0.1743(2) 0.0234(6) Uani 1 1 d .
H2 H 0.1869 0.5675 0.1157 0.028 Uiso 1 1 calc R
C3 C 0.1889(3) 0.63358(13) 0.2303(2) 0.0239(6) Uani 1 1 d .
H3 H 0.0910 0.6490 0.2090 0.029 Uiso 1 1 calc R
C4 C 0.2764(3) 0.65879(12) 0.3190(2) 0.0185(5) Uani 1 1 d .
H4 H 0.2395 0.6919 0.3587 0.022 Uiso 1 1 calc R
C5 C 0.4185(2) 0.63452(11) 0.34835(18) 0.0127(4) Uani 1 1 d .
C6 C 0.5042(2) 0.65022(11) 0.45233(17) 0.0107(4) Uani 1 1 d .
C7 C 0.4672(3) 0.69882(11) 0.51651(19) 0.0150(4) Uani 1 1 d .
H7 H 0.3958 0.7285 0.4890 0.018 Uiso 1 1 calc R
C8 C 0.5365(3) 0.70358(12) 0.62228(18) 0.0156(4) Uani 1 1 d .
H8 H 0.5183 0.7379 0.6664 0.019 Uiso 1 1 calc R
C9 C 0.6325(3) 0.65731(12) 0.66161(18) 0.0155(4) Uani 1 1 d .
H9 H 0.6717 0.6572 0.7359 0.019 Uiso 1 1 calc R
C10 C 0.6714(2) 0.61095(11) 0.59251(17) 0.0126(4) Uani 1 1 d .
C11 C 0.4571(3) 0.51514(14) 0.1377(2) 0.0273(6) Uani 1 1 d .
H11A H 0.5326 0.5324 0.0935 0.041 Uiso 1 1 calc R
H11B H 0.3764 0.4961 0.0899 0.041 Uiso 1 1 calc R
H11C H 0.5045 0.4842 0.1873 0.041 Uiso 1 1 calc R
C12 C 0.7748(3) 0.56021(13) 0.6344(2) 0.0186(5) Uani 1 1 d .
H12A H 0.7383 0.5213 0.6026 0.028 Uiso 1 1 calc R
H12B H 0.7771 0.5581 0.7139 0.028 Uiso 1 1 calc R
H12C H 0.8765 0.5682 0.6139 0.028 Uiso 1 1 calc R
C13 C 0.9190(3) 0.56220(11) 0.4085(2) 0.0185(5) Uani 1 1 d .
C14 C 0.7935(3) 0.54223(12) 0.2141(2) 0.0208(5) Uani 1 1 d .
C15 C 0.6825(3) 0.48522(12) 0.38218(19) 0.0177(5) Uani 1 1 d .
C16 C 0.7941(2) 0.71526(11) 0.34277(17) 0.0120(4) Uani 1 1 d .
C17 C 0.8826(3) 0.71225(11) 0.45236(18) 0.0150(4) Uani 1 1 d .
H17A H 0.8888 0.6697 0.4773 0.022 Uiso 1 1 calc R
H17B H 0.8324 0.7369 0.5046 0.022 Uiso 1 1 calc R
H17C H 0.9842 0.7282 0.4467 0.022 Uiso 1 1 calc R
C18 C 0.8293(3) 0.82811(11) 0.35058(19) 0.0155(4) Uani 1 1 d .
H18A H 0.8748 0.8552 0.2983 0.019 Uiso 1 1 calc R
H18B H 0.9075 0.8184 0.4104 0.019 Uiso 1 1 calc R
C19 C 0.6996(3) 0.86072(12) 0.39620(19) 0.0179(5) Uani 1 1 d .
H19A H 0.7354 0.9001 0.4288 0.022 Uiso 1 1 calc R
H19B H 0.6616 0.8355 0.4544 0.022 Uiso 1 1 calc R
C20 C 0.5716(3) 0.87274(12) 0.30700(19) 0.0182(5) Uani 1 1 d .
H20A H 0.6043 0.9034 0.2550 0.022 Uiso 1 1 calc R
H20B H 0.4834 0.8895 0.3402 0.022 Uiso 1 1 calc R
C21 C 0.5269(3) 0.81339(12) 0.24615(19) 0.0174(5) Uani 1 1 d .
H21A H 0.4812 0.7848 0.2959 0.021 Uiso 1 1 calc R
H21B H 0.4511 0.8224 0.1844 0.021 Uiso 1 1 calc R
C22 C 0.6642(3) 0.78354(11) 0.20356(18) 0.0153(4) Uani 1 1 d .
H22A H 0.6344 0.7449 0.1656 0.018 Uiso 1 1 calc R
H22B H 0.7071 0.8111 0.1508 0.018 Uiso 1 1 calc R
F1 F 0.61221(16) 0.64766(8) 0.06001(11) 0.0209(3) Uani 1 1 d .
F2 F 0.69895(16) 0.70689(7) -0.07352(11) 0.0188(3) Uani 1 1 d .
F3 F 0.86458(16) 0.66436(7) 0.05773(12) 0.0204(3) Uani 1 1 d .
F4 F 0.73891(19) 0.60426(7) -0.07315(12) 0.0253(3) Uani 1 1 d .
B1 B 0.7308(3) 0.65420(13) -0.00775(19) 0.0123(4) Uani 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'
H H 0.0000 0.0000 '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'
F F 0.0171 0.0103 '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
C13 Re1 C15 89.50(10)
C13 Re1 C14 84.68(12)
C15 Re1 C14 88.52(10)
C13 Re1 N3 94.64(9)
C15 Re1 N3 175.71(9)
C14 Re1 N3 90.76(9)
C13 Re1 N2 99.10(9)
C15 Re1 N2 97.48(8)
C14 Re1 N2 172.90(9)
N3 Re1 N2 82.97(7)
C13 Re1 N1 172.01(9)
C15 Re1 N1 95.75(9)
C14 Re1 N1 101.43(10)
N3 Re1 N1 80.26(7)
N2 Re1 N1 74.29(7)
C1 N1 C5 119.1(2)
C1 N1 Re1 128.61(18)
C5 N1 Re1 112.23(14)
C10 N2 C6 118.68(19)
C10 N2 Re1 128.67(15)
C6 N2 Re1 110.86(13)
C16 N3 Re1 136.66(16)
C16 N3 H3N 113(2)
Re1 N3 H3N 110(2)
C16 N4 C22 122.93(19)
C16 N4 C18 122.62(19)
C22 N4 C18 111.26(18)
N1 C1 C2 120.4(2)
N1 C1 C11 119.3(3)
C2 C1 C11 120.3(2)
C3 C2 C1 120.9(2)
C3 C2 H2 119.6
C1 C2 H2 119.6
C2 C3 C4 118.8(2)
C2 C3 H3 120.6
C4 C3 H3 120.6
C5 C4 C3 118.8(2)
C5 C4 H4 120.6
C3 C4 H4 120.6
N1 C5 C4 121.8(2)
N1 C5 C6 116.03(19)
C4 C5 C6 121.6(2)
N2 C6 C7 121.5(2)
N2 C6 C5 115.17(19)
C7 C6 C5 123.1(2)
C6 C7 C8 119.0(2)
C6 C7 H7 120.5
C8 C7 H7 120.5
C9 C8 C7 118.6(2)
C9 C8 H8 120.7
C7 C8 H8 120.7
C8 C9 C10 120.0(2)
C8 C9 H9 120.0
C10 C9 H9 120.0
N2 C10 C9 120.8(2)
N2 C10 C12 118.6(2)
C9 C10 C12 120.6(2)
C1 C11 H11A 109.5
C1 C11 H11B 109.5
H11A C11 H11B 109.5
C1 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C10 C12 H12A 109.5
C10 C12 H12B 109.5
H12A C12 H12B 109.5
C10 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
O1 C13 Re1 177.1(2)
O2 C14 Re1 176.3(2)
O3 C15 Re1 177.5(2)
N3 C16 N4 123.2(2)
N3 C16 C17 119.5(2)
N4 C16 C17 117.3(2)
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
N4 C18 C19 110.61(19)
N4 C18 H18A 109.5
C19 C18 H18A 109.5
N4 C18 H18B 109.5
C19 C18 H18B 109.5
H18A C18 H18B 108.1
C18 C19 C20 111.05(19)
C18 C19 H19A 109.4
C20 C19 H19A 109.4
C18 C19 H19B 109.4
C20 C19 H19B 109.4
H19A C19 H19B 108.0
C19 C20 C21 110.4(2)
C19 C20 H20A 109.6
C21 C20 H20A 109.6
C19 C20 H20B 109.6
C21 C20 H20B 109.6
H20A C20 H20B 108.1
C22 C21 C20 110.5(2)
C22 C21 H21A 109.5
C20 C21 H21A 109.5
C22 C21 H21B 109.5
C20 C21 H21B 109.5
H21A C21 H21B 108.1
N4 C22 C21 109.43(19)
N4 C22 H22A 109.8
C21 C22 H22A 109.8
N4 C22 H22B 109.8
C21 C22 H22B 109.8
H22A C22 H22B 108.2
F4 B1 F3 112.3(2)
F4 B1 F1 110.6(2)
F3 B1 F1 108.74(18)
F4 B1 F2 109.29(19)
F3 B1 F2 108.41(19)
F1 B1 F2 107.31(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Re1 C13 1.910(3)
Re1 C15 1.918(3)
Re1 C14 1.930(3)
Re1 N3 2.193(2)
Re1 N2 2.1984(18)
Re1 N1 2.213(2)
O1 C13 1.160(3)
O2 C14 1.151(3)
O3 C15 1.157(3)
N1 C1 1.358(3)
N1 C5 1.368(3)
N2 C10 1.354(3)
N2 C6 1.365(3)
N3 C16 1.307(3)
N3 H3N 0.85(3)
N4 C16 1.356(3)
N4 C22 1.465(3)
N4 C18 1.479(3)
C1 C2 1.396(4)
C1 C11 1.496(4)
C2 C3 1.373(4)
C2 H2 0.9500
C3 C4 1.397(3)
C3 H3 0.9500
C4 C5 1.391(3)
C4 H4 0.9500
C5 C6 1.471(3)
C6 C7 1.383(3)
C7 C8 1.394(3)
C7 H7 0.9500
C8 C9 1.383(4)
C8 H8 0.9500
C9 C10 1.389(3)
C9 H9 0.9500
C10 C12 1.503(3)
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C16 C17 1.501(3)
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 C19 1.512(3)
C18 H18A 0.9900
C18 H18B 0.9900
C19 C20 1.533(3)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.533(4)
C20 H20A 0.9900
C20 H20B 0.9900
C21 C22 1.524(3)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9900
C22 H22B 0.9900
F1 B1 1.416(3)
F2 B1 1.422(3)
F3 B1 1.395(3)
F4 B1 1.363(3)
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
N3 H3N F1 0.85(3) 2.27(3) 3.066(2) 157(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
C15 Re1 N1 C1 -63.7(2)
C14 Re1 N1 C1 25.9(2)
N3 Re1 N1 C1 114.7(2)
N2 Re1 N1 C1 -159.9(2)
C15 Re1 N1 C5 119.85(17)
C14 Re1 N1 C5 -150.50(16)
N3 Re1 N1 C5 -61.71(16)
N2 Re1 N1 C5 23.67(15)
C13 Re1 N2 C10 -18.8(2)
C15 Re1 N2 C10 71.9(2)
N3 Re1 N2 C10 -112.4(2)
N1 Re1 N2 C10 165.8(2)
C13 Re1 N2 C6 145.55(16)
C15 Re1 N2 C6 -123.75(16)
N3 Re1 N2 C6 51.95(15)
N1 Re1 N2 C6 -29.86(15)
C13 Re1 N3 C16 -45.9(2)
C14 Re1 N3 C16 -130.6(2)
N2 Re1 N3 C16 52.7(2)
N1 Re1 N3 C16 127.9(2)
C5 N1 C1 C2 0.3(3)
Re1 N1 C1 C2 -175.94(18)
C5 N1 C1 C11 -179.6(2)
Re1 N1 C1 C11 4.2(3)
N1 C1 C2 C3 2.9(4)
C11 C1 C2 C3 -177.3(2)
C1 C2 C3 C4 -2.6(4)
C2 C3 C4 C5 -0.7(4)
C1 N1 C5 C4 -3.7(3)
Re1 N1 C5 C4 173.14(18)
C1 N1 C5 C6 168.5(2)
Re1 N1 C5 C6 -14.7(2)
C3 C4 C5 N1 3.9(4)
C3 C4 C5 C6 -167.8(2)
C10 N2 C6 C7 13.1(3)
Re1 N2 C6 C7 -152.97(18)
C10 N2 C6 C5 -161.60(19)
Re1 N2 C6 C5 32.3(2)
N1 C5 C6 N2 -11.9(3)
C4 C5 C6 N2 160.2(2)
N1 C5 C6 C7 173.4(2)
C4 C5 C6 C7 -14.4(3)
N2 C6 C7 C8 -6.0(3)
C5 C6 C7 C8 168.2(2)
C6 C7 C8 C9 -4.2(3)
C7 C8 C9 C10 7.3(3)
C6 N2 C10 C9 -9.9(3)
Re1 N2 C10 C9 153.38(17)
C6 N2 C10 C12 169.6(2)
Re1 N2 C10 C12 -27.2(3)
C8 C9 C10 N2 -0.2(3)
C8 C9 C10 C12 -179.7(2)
Re1 N3 C16 N4 -173.01(16)
Re1 N3 C16 C17 6.8(3)
C22 N4 C16 N3 15.9(3)
C18 N4 C16 N3 173.9(2)
C22 N4 C16 C17 -163.9(2)
C18 N4 C16 C17 -5.9(3)
C16 N4 C18 C19 -99.5(2)
C22 N4 C18 C19 60.8(2)
N4 C18 C19 C20 -55.4(3)
C18 C19 C20 C21 52.4(3)
C19 C20 C21 C22 -53.9(3)
C16 N4 C22 C21 98.3(3)
C18 N4 C22 C21 -61.9(2)
C20 C21 C22 N4 58.4(3)
