#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:07:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178595 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/06/4070616.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_4070616
loop_
_publ_author_name
'Wu, Jing-Yun'
'Thanasekaran, P.'
'Cheng, Yi-Wei'
'Lee, Chung-Chou'
'Manimaran, B.'
'Rajendran, T.'
'Liao, Rong-Tang'
'Lee, Gene-Hsiang'
'Peng, Shie-Ming'
'Lu, Kuang-Lieh'
_publ_section_title
;
 Unprecedented Reduction of 2,2′-Bipyrimidine in a One-Pot
 Synthesis of Neutral Rhenium(I)-Based Molecular Rectangles
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2141
_journal_paper_doi               10.1021/om700873x
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C48 H40 N12 O12 Re4'
_chemical_formula_weight         1721.72
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.424(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.9044(5)
_cell_length_b                   15.6627(8)
_cell_length_c                   17.5653(9)
_cell_measurement_reflns_used    3665
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      23.52
_cell_measurement_theta_min      2.38
_cell_volume                     2650.5(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'BRUKER SMART ApexCCD area detector'
_diffrn_measurement_method       'omega 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  0.0562
_diffrn_reflns_av_sigmaI/netI    0.0504
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25264
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    9.176
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.157
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.359
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         6082
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.188
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0649
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0577P)²+1.0498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1376
_reflns_number_gt                4627
_reflns_number_total             6082
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700873x-file002.cif
_cod_data_source_block           ic9670
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4070616
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'
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 0.58501(4) 0.73578(3) 0.80385(3) 0.05870(16) Uani 1 1 d . A .
Re2 Re 0.07005(4) 0.78686(2) 0.57323(3) 0.05514(15) Uani 1 1 d . A .
O1 O 0.6616(9) 0.6272(6) 0.9520(5) 0.092(3) Uani 1 1 d . A .
O2 O 0.8828(11) 0.8007(8) 0.8277(7) 0.130(4) Uani 1 1 d . A .
O3 O 0.5507(10) 0.8860(6) 0.9070(6) 0.122(4) Uani 1 1 d . A .
O4 O -0.2118(9) 0.6968(6) 0.5341(6) 0.109(3) Uani 1 1 d . A .
O5 O -0.0225(9) 0.9034(6) 0.4299(5) 0.097(3) Uani 1 1 d . A .
O6 O -0.0599(10) 0.9151(6) 0.6634(6) 0.110(3) Uani 1 1 d . A .
N1 N 0.6324(8) 0.6298(5) 0.7284(4) 0.0544(19) Uani 1 1 d . . .
N2 N 0.1569(8) 0.6874(5) 0.5058(5) 0.056(2) Uani 1 1 d . . .
N3 N 0.3752(8) 0.6913(5) 0.7687(5) 0.056(2) Uani 1 1 d . . .
N4 N 0.4957(8) 0.8034(5) 0.6972(5) 0.056(2) Uani 1 1 d . . .
N5 N 0.1625(8) 0.7126(5) 0.6753(5) 0.0533(19) Uani 1 1 d . . .
N6 N 0.2803(8) 0.8304(5) 0.6062(5) 0.055(2) Uani 1 1 d . . .
C1 C 0.6351(12) 0.6681(8) 0.8951(7) 0.074(3) Uani 1 1 d . . .
C2 C 0.7708(15) 0.7743(8) 0.8190(9) 0.093(4) Uani 1 1 d . . .
C3 C 0.5565(13) 0.8272(8) 0.8690(7) 0.088(4) Uani 1 1 d . . .
C4 C -0.1063(11) 0.7316(7) 0.5489(7) 0.064(3) Uani 1 1 d . . .
C5 C 0.0101(11) 0.8591(7) 0.4830(7) 0.075(3) Uani 1 1 d . . .
C6 C -0.0080(12) 0.8673(7) 0.6301(6) 0.068(3) Uani 1 1 d . . .
C7 C 0.7277(12) 0.5722(8) 0.7576(6) 0.075(3) Uani 1 1 d . . .
H7A H 0.7712 0.5753 0.8117 0.090 Uiso 1 1 calc R . .
C8 C 0.7679(12) 0.5080(7) 0.7141(6) 0.076(3) Uani 1 1 d . . .
H8A H 0.8346 0.4671 0.7388 0.091 Uiso 1 1 calc R . .
C9 C 0.7123(10) 0.5029(6) 0.6355(6) 0.057(2) Uani 1 1 d . . .
C10 C 0.6150(12) 0.5640(7) 0.6053(6) 0.072(3) Uani 1 1 d . . .
H10A H 0.5744 0.5648 0.5507 0.086 Uiso 1 1 calc R . .
C11 C 0.5759(12) 0.6235(6) 0.6526(6) 0.069(3) Uani 1 1 d . . .
H11A H 0.5043 0.6625 0.6299 0.083 Uiso 1 1 calc R . .
C12 C 0.1763(14) 0.7038(7) 0.4359(8) 0.083(4) Uani 1 1 d . . .
H12A H 0.1607 0.7606 0.4170 0.100 Uiso 1 1 calc R . .
C13 C 0.7830(13) 0.3542(8) 0.6114(7) 0.083(4) Uani 1 1 d . . .
H13A H 0.7722 0.3373 0.6615 0.099 Uiso 1 1 calc R . .
C14 C 0.7573(10) 0.4374(6) 0.5875(6) 0.058(2) Uani 1 1 d . . .
C15 C 0.7751(14) 0.4551(7) 0.5137(6) 0.081(4) Uani 1 1 d . . .
H15A H 0.7579 0.5110 0.4926 0.098 Uiso 1 1 calc R . .
C16 C 0.1832(15) 0.6070(7) 0.5284(7) 0.087(4) Uani 1 1 d . . .
H16A H 0.1714 0.5921 0.5788 0.105 Uiso 1 1 calc R . .
C17 C 0.2955(10) 0.7278(5) 0.7066(5) 0.050(2) Uani 1 1 d . A .
C18 C 0.3620(10) 0.7924(6) 0.6672(6) 0.052(2) Uani 1 1 d . A .
C19 C 0.326(4) 0.631(3) 0.809(2) 0.074(13) Uiso 0.50 1 d P A 1
H19A H 0.2956 0.6579 0.8533 0.088 Uiso 0.50 1 calc PR A 1
H19B H 0.4007 0.5899 0.8307 0.088 Uiso 0.50 1 calc PR A 1
C20 C 0.198(2) 0.5819(13) 0.7541(13) 0.053(5) Uiso 0.50 1 d P A 1
H20A H 0.1557 0.5404 0.7842 0.064 Uiso 0.50 1 calc PR A 1
H20B H 0.2258 0.5521 0.7104 0.064 Uiso 0.50 1 calc PR A 1
C21 C 0.091(3) 0.6634(18) 0.7219(18) 0.062(8) Uiso 0.50 1 d P A 1
H21A H 0.0007 0.6426 0.6901 0.075 Uiso 0.50 1 calc PR A 1
H21B H 0.0735 0.6975 0.7661 0.075 Uiso 0.50 1 calc PR A 1
C22 C 0.573(2) 0.8581(16) 0.6490(16) 0.056(7) Uiso 0.50 1 d P A 1
H22A H 0.6600 0.8806 0.6831 0.067 Uiso 0.50 1 calc PR A 1
H22B H 0.5982 0.8231 0.6074 0.067 Uiso 0.50 1 calc PR A 1
C23 C 0.481(2) 0.9308(14) 0.6132(14) 0.061(5) Uiso 0.50 1 d P A 1
H23A H 0.5298 0.9689 0.5833 0.073 Uiso 0.50 1 calc PR A 1
H23B H 0.4515 0.9646 0.6541 0.073 Uiso 0.50 1 calc PR A 1
C24 C 0.353(2) 0.8863(14) 0.5573(13) 0.051(6) Uiso 0.50 1 d P A 1
H24A H 0.2879 0.9300 0.5292 0.062 Uiso 0.50 1 calc PR A 1
H24B H 0.3846 0.8510 0.5180 0.062 Uiso 0.50 1 calc PR A 1
C19' C 0.302(3) 0.620(2) 0.8083(19) 0.052(9) Uiso 0.50 1 d P A 2
H19C H 0.3514 0.5652 0.8069 0.062 Uiso 0.50 1 calc PR A 2
H19D H 0.3101 0.6353 0.8639 0.062 Uiso 0.50 1 calc PR A 2
C20' C 0.167(4) 0.610(3) 0.773(2) 0.137(15) Uiso 0.50 1 d P A 2
H20C H 0.1544 0.5476 0.7657 0.164 Uiso 0.50 1 calc PR A 2
H20D H 0.1160 0.6263 0.8126 0.164 Uiso 0.50 1 calc PR A 2
C21' C 0.096(3) 0.6422(18) 0.7086(16) 0.060(8) Uiso 0.50 1 d P A 2
H21C H 0.0069 0.6634 0.7181 0.072 Uiso 0.50 1 calc PR A 2
H21D H 0.0736 0.5961 0.6691 0.072 Uiso 0.50 1 calc PR A 2
C22' C 0.560(3) 0.871(2) 0.6693(18) 0.082(11) Uiso 0.50 1 d P A 2
H22C H 0.6572 0.8551 0.6703 0.099 Uiso 0.50 1 calc PR A 2
H22D H 0.5626 0.9206 0.7047 0.099 Uiso 0.50 1 calc PR A 2
C23' C 0.487(3) 0.898(2) 0.5852(18) 0.104(10) Uiso 0.50 1 d P A 2
H23C H 0.5225 0.9543 0.5728 0.124 Uiso 0.50 1 calc PR A 2
H23D H 0.5063 0.8558 0.5472 0.124 Uiso 0.50 1 calc PR A 2
C24' C 0.336(2) 0.9035(15) 0.5790(15) 0.062(7) Uiso 0.50 1 d P A 2
H24C H 0.3170 0.9535 0.6092 0.074 Uiso 0.50 1 calc PR A 2
H24D H 0.2887 0.9129 0.5235 0.074 Uiso 0.50 1 calc PR A 2
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Re1 C3 87.6(5) . .
C1 Re1 C2 90.2(6) . .
C3 Re1 C2 87.2(6) . .
C1 Re1 N3 96.2(4) . .
C3 Re1 N3 98.6(5) . .
C2 Re1 N3 171.5(5) . .
C1 Re1 N4 170.8(4) . .
C3 Re1 N4 93.7(4) . .
C2 Re1 N4 98.9(5) . .
N3 Re1 N4 74.6(3) . .
C1 Re1 N1 92.1(4) . .
C3 Re1 N1 176.5(5) . .
C2 Re1 N1 89.4(5) . .
N3 Re1 N1 84.9(3) . .
N4 Re1 N1 87.1(3) . .
C6 Re2 C4 87.4(5) . .
C6 Re2 C5 87.5(5) . .
C4 Re2 C5 89.5(4) . .
C6 Re2 N6 97.8(4) . .
C4 Re2 N6 171.4(4) . .
C5 Re2 N6 97.5(4) . .
C6 Re2 N5 93.9(4) . .
C4 Re2 N5 97.6(4) . .
C5 Re2 N5 172.9(4) . .
N6 Re2 N5 75.4(3) . .
C6 Re2 N2 177.9(4) . .
C4 Re2 N2 90.6(4) . .
C5 Re2 N2 93.2(4) . .
N6 Re2 N2 84.0(3) . .
N5 Re2 N2 85.6(3) . .
C7 N1 C11 115.9(9) . .
C7 N1 Re1 120.4(7) . .
C11 N1 Re1 123.6(7) . .
C12 N2 C16 113.8(10) . .
C12 N2 Re2 121.1(7) . .
C16 N2 Re2 125.0(7) . .
C17 N3 C19 121.5(19) . .
C17 N3 C19' 115.1(14) . .
C19 N3 C19' 6(3) . .
C17 N3 Re1 116.8(7) . .
C19 N3 Re1 121.7(17) . .
C19' N3 Re1 128.0(13) . .
C18 N4 C22' 117.5(15) . .
C18 N4 C22 116.1(11) . .
C22' N4 C22 17.0(18) . .
C18 N4 Re1 117.0(6) . .
C22' N4 Re1 123.6(14) . .
C22 N4 Re1 126.7(10) . .
C17 N5 C21 116.0(13) . .
C17 N5 C21' 117.6(12) . .
C21 N5 C21' 16.3(17) . .
C17 N5 Re2 115.9(6) . .
C21 N5 Re2 126.6(12) . .
C21' N5 Re2 126.2(11) . .
C18 N6 C24' 115.3(12) . .
C18 N6 C24 115.8(11) . .
C24' N6 C24 20.2(13) . .
C18 N6 Re2 116.7(6) . .
C24' N6 Re2 127.2(11) . .
C24 N6 Re2 126.1(9) . .
O1 C1 Re1 177.5(11) . .
O2 C2 Re1 177.6(13) . .
O3 C3 Re1 173.4(14) . .
O4 C4 Re2 178.8(10) . .
O5 C5 Re2 178.2(10) . .
O6 C6 Re2 177.6(10) . .
N1 C7 C8 123.8(10) . .
C9 C8 C7 120.3(9) . .
C8 C9 C10 115.6(9) . .
C8 C9 C14 121.3(9) . .
C10 C9 C14 123.1(9) . .
C11 C10 C9 120.9(10) . .
N1 C11 C10 123.4(10) . .
N2 C12 C13 124.9(11) . 3_666
C12 C13 C14 120.7(11) 3_666 .
C13 C14 C15 115.0(10) . .
C13 C14 C9 123.3(10) . .
C15 C14 C9 121.7(9) . .
C16 C15 C14 119.7(10) 3_666 .
N2 C16 C15 125.9(11) . 3_666
N3 C17 N5 127.7(9) . .
N3 C17 C18 116.2(9) . .
N5 C17 C18 116.1(8) . .
N4 C18 N6 129.3(9) . .
N4 C18 C17 115.0(9) . .
N6 C18 C17 115.8(9) . .
N3 C19 C20 111(3) . .
C19 C20 C21 101(2) . .
N5 C21 C20 104.1(18) . .
C23 C22 N4 108.8(18) . .
C22 C23 C24 104.4(18) . .
N6 C24 C23 108.7(16) . .
C20' C19' N3 113(3) . .
C21' C20' C19' 130(4) . .
C20' C21' N5 116(3) . .
N4 C22' C23' 113(2) . .
C24' C23' C22' 109(2) . .
N6 C24' C23' 114(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Re1 C1 1.889(13) .
Re1 C3 1.895(13) .
Re1 C2 1.896(15) .
Re1 N3 2.143(8) .
Re1 N4 2.155(8) .
Re1 N1 2.240(8) .
Re2 C6 1.881(11) .
Re2 C4 1.906(11) .
Re2 C5 1.926(13) .
Re2 N6 2.139(8) .
Re2 N5 2.155(8) .
Re2 N2 2.245(8) .
O1 C1 1.166(13) .
O2 C2 1.160(15) .
O3 C3 1.146(13) .
O4 C4 1.154(12) .
O5 C5 1.145(13) .
O6 C6 1.143(12) .
N1 C7 1.320(12) .
N1 C11 1.324(12) .
N2 C12 1.313(14) .
N2 C16 1.327(13) .
N3 C17 1.319(11) .
N3 C19 1.34(4) .
N3 C19' 1.57(3) .
N4 C18 1.318(12) .
N4 C22' 1.39(3) .
N4 C22 1.53(3) .
N5 C17 1.326(12) .
N5 C21 1.43(3) .
N5 C21' 1.47(3) .
N6 C18 1.325(11) .
N6 C24' 1.40(2) .
N6 C24 1.52(2) .
C7 C8 1.376(15) .
C8 C9 1.363(13) .
C9 C10 1.375(13) .
C9 C14 1.462(14) .
C10 C11 1.363(14) .
C12 C13 1.353(16) 3_666
C13 C12 1.353(16) 3_666
C13 C14 1.374(14) .
C14 C15 1.376(14) .
C15 C16 1.345(15) 3_666
C16 C15 1.345(15) 3_666
C17 C18 1.466(14) .
C19 C20 1.60(4) .
C20 C21 1.67(3) .
C22 C23 1.50(3) .
C23 C24 1.58(3) .
C19' C20' 1.35(5) .
C20' C21' 1.28(4) .
C22' C23' 1.55(4) .
C23' C24' 1.47(4) .
