#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:27:59 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178652 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/63/4076330.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_4076330
loop_
_publ_author_name
'Türkoglu, Gazi'
'Tampier, Stefan'
'Strinitz, Frank'
'Heinemann, Frank W.'
'Hübner, Eike'
'Burzlaff, Nicolai'
_publ_section_title
;
 Ruthenium Carbonyl Complexes Bearing Bis(pyrazol-1-yl)carboxylato Ligands
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              2166
_journal_paper_doi               10.1021/om2009155
_journal_volume                  31
_journal_year                    2012
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C28 H30 N8 O8 Ru2, 4(C H Cl3)'
_chemical_formula_sum            'C32 H34 Cl12 N8 O8 Ru2'
_chemical_formula_weight         1286.21
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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_date             2011-05-31T21:17:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 114.173(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.8301(6)
_cell_length_b                   28.597(2)
_cell_length_c                   10.3379(8)
_cell_measurement_reflns_used    68
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      6
_cell_measurement_wavelength     0.71073
_cell_volume                     2381.6(3)
_computing_cell_refinement       'EVALCCD (Duisenberg, 2003)'
_computing_data_collection       'COLLECT (Bruker-Nonius, 2002)'
_computing_data_reduction        'EVALCCD (Duisenberg, 2003)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
 φ- and ω-rotations with 1.00 ° and 40 sec per frame
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            70009
_diffrn_reflns_theta_full        28.53
_diffrn_reflns_theta_max         28.53
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    1.362
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.826046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1276
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.406
_refine_diff_density_min         -1.161
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0500P)²+7.7183P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.113
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                5143
_reflns_number_total             6036
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om2009155_si_002.cif
_cod_data_source_block           stbu25
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4076330
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
C1 C 0.2552(4) 0.08144(13) 0.3714(4) 0.0173(7) Uani 1 1 d . . .
H1 H 0.334 0.101 0.4469 0.021 Uiso 1 1 calc R . .
C2 C 0.3175(4) 0.07691(13) 0.2521(4) 0.0168(7) Uani 1 1 d . . .
C3 C -0.0826(4) 0.04383(13) -0.0768(4) 0.0163(7) Uani 1 1 d . . .
C4 C -0.1942(5) -0.00785(14) 0.1028(4) 0.0206(8) Uani 1 1 d . . .
C11 C 0.0256(5) -0.07201(14) 0.3926(4) 0.0235(8) Uani 1 1 d . . .
H11A H -0.0783 -0.0635 0.3951 0.035 Uiso 1 1 calc R . .
H11B H 0.0731 -0.0978 0.4557 0.035 Uiso 1 1 calc R . .
H11C H 0.0074 -0.081 0.2978 0.035 Uiso 1 1 calc R . .
C12 C 0.1411(5) -0.03142(13) 0.4376(4) 0.0185(7) Uani 1 1 d . . .
C13 C 0.2698(5) -0.02331(15) 0.5710(4) 0.0228(8) Uani 1 1 d . . .
H13 H 0.3043 -0.0433 0.6487 0.027 Uiso 1 1 calc R . .
C14 C 0.3352(5) 0.01989(15) 0.5653(4) 0.0210(7) Uani 1 1 d . . .
C15 C 0.4745(5) 0.04679(17) 0.6737(4) 0.0280(9) Uani 1 1 d . . .
H15A H 0.5505 0.0565 0.634 0.042 Uiso 1 1 calc R . .
H15B H 0.5316 0.0273 0.7549 0.042 Uiso 1 1 calc R . .
H15C H 0.431 0.0738 0.7019 0.042 Uiso 1 1 calc R . .
C21 C -0.3339(5) 0.10228(16) 0.0695(4) 0.0273(9) Uani 1 1 d . . .
H21A H -0.3246 0.0795 0.0049 0.041 Uiso 1 1 calc R . .
H21B H -0.3814 0.1305 0.0188 0.041 Uiso 1 1 calc R . .
H21C H -0.4038 0.0903 0.1125 0.041 Uiso 1 1 calc R . .
C22 C -0.1667(5) 0.11246(14) 0.1812(4) 0.0205(7) Uani 1 1 d . . .
C23 C -0.1179(5) 0.15039(14) 0.2748(5) 0.0262(9) Uani 1 1 d . . .
H23 H -0.1851 0.1749 0.2787 0.031 Uiso 1 1 calc R . .
C24 C 0.0467(5) 0.14467(14) 0.3594(4) 0.0231(8) Uani 1 1 d . . .
C25 C 0.1657(6) 0.17420(17) 0.4759(5) 0.0360(11) Uani 1 1 d . . .
H25A H 0.1107 0.2021 0.4854 0.054 Uiso 1 1 calc R . .
H25B H 0.2579 0.1825 0.4538 0.054 Uiso 1 1 calc R . .
H25C H 0.2052 0.157 0.5633 0.054 Uiso 1 1 calc R . .
C32 C 0.7643(6) 0.17959(16) 0.6910(5) 0.0341(10) Uani 1 1 d . . .
H32 H 0.8507 0.1569 0.7441 0.041 Uiso 1 1 calc R . .
C31A C 0.2917(6) 0.17253(19) 0.0299(6) 0.0408(12) Uani 1 1 d . . .
H31A H 0.3407 0.1424 0.0711 0.049 Uiso 1 1 calc R A 1
Cl1A Cl 0.2523(8) 0.1728(3) -0.1497(5) 0.082(2) Uani 0.5 1 d P B 1
Cl2A Cl 0.1294(10) 0.1804(4) 0.0541(10) 0.136(4) Uani 0.5 1 d P B 1
Cl3A Cl 0.4222(4) 0.21557(14) 0.1181(4) 0.0579(11) Uani 0.5 1 d P B 1
Cl1B Cl 0.2353(10) 0.1511(4) -0.1412(8) 0.147(5) Uani 0.5 1 d P B 2
Cl2B Cl 0.0931(6) 0.17927(15) 0.0472(5) 0.0363(7) Uani 0.5 1 d P B 2
Cl3B Cl 0.4140(10) 0.2188(2) 0.0203(15) 0.193(6) Uani 0.5 1 d P B 2
Cl4 Cl 0.63503(15) 0.15470(5) 0.52671(13) 0.0405(3) Uani 1 1 d . . .
Cl5 Cl 0.6492(2) 0.19284(7) 0.79011(17) 0.0646(5) Uani 1 1 d . . .
Cl6 Cl 0.8598(2) 0.22997(5) 0.6619(2) 0.0612(4) Uani 1 1 d . . .
N11 N 0.1291(4) 0.00439(11) 0.3518(3) 0.0172(6) Uani 1 1 d . . .
N12 N 0.2467(4) 0.03602(11) 0.4313(3) 0.0172(6) Uani 1 1 d . . .
N21 N -0.0366(4) 0.08438(11) 0.2066(3) 0.0177(6) Uani 1 1 d . . .
N22 N 0.0940(4) 0.10426(11) 0.3173(3) 0.0183(6) Uani 1 1 d . . .
O1 O 0.2382(3) 0.04875(9) 0.1520(3) 0.0184(5) Uani 1 1 d . . .
O2 O 0.4381(3) 0.10068(10) 0.2632(3) 0.0222(6) Uani 1 1 d . . .
O3 O -0.1451(3) 0.07872(10) -0.1343(3) 0.0228(6) Uani 1 1 d . . .
O4 O -0.3165(4) -0.02284(12) 0.0965(3) 0.0316(7) Uani 1 1 d . . .
Ru1 Ru 0.00852(3) 0.018135(10) 0.12434(3) 0.01396(9) 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 '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
N22 C1 N12 110.6(3) . .
N22 C1 C2 110.0(3) . .
N12 C1 C2 111.2(3) . .
O2 C2 O1 126.5(3) . .
O2 C2 C1 117.1(3) . .
O1 C2 C1 116.4(3) . .
O3 C3 Ru1 138.9(3) . 3
O3 C3 Ru1 136.8(3) . .
Ru1 C3 Ru1 84.25(14) 3 .
O4 C4 Ru1 176.4(3) . .
N11 C12 C13 109.9(3) . .
N11 C12 C11 122.3(3) . .
C13 C12 C11 127.8(3) . .
C14 C13 C12 107.0(3) . .
N12 C14 C13 105.8(3) . .
N12 C14 C15 122.8(4) . .
C13 C14 C15 131.4(4) . .
N21 C22 C23 109.5(4) . .
N21 C22 C21 122.4(4) . .
C23 C22 C21 128.1(4) . .
C24 C23 C22 107.2(3) . .
N22 C24 C23 106.4(4) . .
N22 C24 C25 122.1(4) . .
C23 C24 C25 131.5(4) . .
Cl5 C32 Cl6 110.9(3) . .
Cl5 C32 Cl4 110.4(3) . .
Cl6 C32 Cl4 109.4(3) . .
Cl2A C31A Cl3A 106.1(6) . .
Cl2A C31A Cl3B 122.0(6) . .
Cl3A C31A Cl3B 33.6(5) . .
Cl2A C31A Cl1B 108.2(5) . .
Cl3A C31A Cl1B 131.1(5) . .
Cl3B C31A Cl1B 97.8(6) . .
Cl2A C31A Cl1A 111.9(5) . .
Cl3A C31A Cl1A 111.7(4) . .
Cl3B C31A Cl1A 78.1(6) . .
Cl1B C31A Cl1A 21.6(5) . .
Cl2A C31A Cl2B 4.0(5) . .
Cl3A C31A Cl2B 109.9(4) . .
Cl3B C31A Cl2B 124.3(4) . .
Cl1B C31A Cl2B 104.3(4) . .
Cl1A C31A Cl2B 108.6(4) . .
C12 N11 N12 105.9(3) . .
C12 N11 Ru1 136.7(3) . .
N12 N11 Ru1 116.3(2) . .
C14 N12 N11 111.4(3) . .
C14 N12 C1 128.9(3) . .
N11 N12 C1 119.5(3) . .
C22 N21 N22 106.0(3) . .
C22 N21 Ru1 136.5(3) . .
N22 N21 Ru1 117.4(2) . .
C24 N22 N21 110.8(3) . .
C24 N22 C1 129.7(3) . .
N21 N22 C1 119.4(3) . .
C2 O1 Ru1 123.3(2) . .
C4 Ru1 C3 90.69(16) . 3
C4 Ru1 C3 93.62(15) . .
C3 Ru1 C3 95.75(14) 3 .
C4 Ru1 O1 178.72(14) . .
C3 Ru1 O1 90.44(12) 3 .
C3 Ru1 O1 86.84(12) . .
C4 Ru1 N21 94.20(14) . .
C3 Ru1 N21 171.00(13) 3 .
C3 Ru1 N21 91.47(13) . .
O1 Ru1 N21 84.60(11) . .
C4 Ru1 N11 94.46(14) . .
C3 Ru1 N11 92.31(13) 3 .
C3 Ru1 N11 168.50(13) . .
O1 Ru1 N11 84.91(11) . .
N21 Ru1 N11 79.80(12) . .
C4 Ru1 Ru1 93.23(11) . 3
C3 Ru1 Ru1 48.14(10) 3 3
C3 Ru1 Ru1 47.61(10) . 3
O1 Ru1 Ru1 87.97(7) . 3
N21 Ru1 Ru1 138.80(8) . 3
N11 Ru1 Ru1 139.77(9) . 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N22 1.454(5) .
C1 N12 1.454(5) .
C1 C2 1.548(5) .
C2 O2 1.229(4) .
C2 O1 1.271(4) .
C3 O3 1.177(5) .
C3 Ru1 2.018(4) 3
C3 Ru1 2.035(4) .
C4 O4 1.139(5) .
C4 Ru1 1.865(4) .
C11 C12 1.489(5) .
C12 N11 1.330(5) .
C12 C13 1.402(5) .
C13 C14 1.375(6) .
C14 N12 1.362(5) .
C14 C15 1.494(5) .
C21 C22 1.484(6) .
C22 N21 1.336(5) .
C22 C23 1.399(6) .
C23 C24 1.365(6) .
C24 N22 1.360(5) .
C24 C25 1.494(6) .
C32 Cl5 1.754(5) .
C32 Cl6 1.757(5) .
C32 Cl4 1.763(5) .
C31A Cl2A 1.569(9) .
C31A Cl3A 1.677(7) .
C31A Cl3B 1.737(8) .
C31A Cl1B 1.741(9) .
C31A Cl1A 1.743(7) .
C31A Cl2B 1.844(7) .
N11 N12 1.369(4) .
N11 Ru1 2.183(3) .
N21 N22 1.372(4) .
N21 Ru1 2.179(3) .
O1 Ru1 2.118(3) .
Ru1 C3 2.018(4) 3
Ru1 Ru1 2.7186(6) 3
