#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/55/7205559.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_7205559
loop_
_publ_author_name
'Jipa, Ilona'
'Danova, Katya'
'Popovska, Nadejda'
'Siddiqi, M. Aslam'
'Siddiqui, Rehan A.'
'Atakan, Burak'
'Cremer, Till'
'Maier, Florian'
'Marbach, Hubertus'
'Steinrück, Hans-Peter'
'Heinemann, Frank W.'
'Zenneck, Ulrich'
_publ_section_title
;
 Methylated [(arene)(1,3-cyclohexadiene)Ru(0)] complexes as low-melting
 MOCVD precursor complexes with a controlled follow-up chemistry of the
 ligands
;
_journal_issue                   9
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              3014
_journal_paper_doi               10.1039/c0jm02652b
_journal_volume                  21
_journal_year                    2011
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C13 H16 Ru'
_chemical_formula_sum            'C13 H16 Ru'
_chemical_formula_weight         273.33
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.8299(6)
_cell_length_b                   11.0435(3)
_cell_length_c                   12.3544(9)
_cell_measurement_reflns_used    215
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      20.00
_cell_measurement_theta_min      6.00
_cell_volume                     1068.28(12)
_computing_cell_refinement       'EVALCCD (Duisenberg, 2003)'
_computing_data_collection       'COLLECT (Bruker-Nonius, 2002)'
_computing_data_reduction        'EVALCCD (Duisenberg, 2003)'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_publication_material  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_refinement  'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker AXS, 2002)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
ω-rotations with 2.00 ° and 48 sec per frame
;
_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  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14135
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         3.59
_exptl_absorpt_coefficient_mu    1.423
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.332
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details
;
Flack H D (1983), Acta Cryst. A39, 876-881
1067 Friedel pairs used in the refinement of Flack parameter
;
_refine_ls_abs_structure_Flack   0.46(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2545
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0278
_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)+(0.0325P)²+0.9693P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0680
_reflns_number_gt                2451
_reflns_number_total             2545
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0JM02652B.TXT
_cod_data_source_block           ij0802
_cod_original_sg_symbol_Hall     P2ac2ab
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7205559
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
Ru1 Ru 0.40578(3) 0.01009(2) 0.01973(2) 0.01914(8) Uani 1 1 d . . .
C1 C 0.1422(5) 0.0451(4) 0.0796(4) 0.0359(10) Uani 1 1 d . . .
H1 H 0.0795 0.0047 0.1345 0.043 Uiso 1 1 calc R . .
C2 C 0.2429(5) 0.1447(4) 0.1044(3) 0.0334(10) Uani 1 1 d . . .
H2 H 0.2472 0.1732 0.1769 0.040 Uiso 1 1 calc R . .
C3 C 0.3368(5) 0.2030(3) 0.0256(4) 0.0376(9) Uani 1 1 d . . .
H3 H 0.4078 0.2694 0.0447 0.045 Uiso 1 1 calc R . .
C4 C 0.3281(6) 0.1647(4) -0.0836(4) 0.0409(11) Uani 1 1 d . . .
H4 H 0.3913 0.2056 -0.1381 0.049 Uiso 1 1 calc R . .
C5 C 0.2252(6) 0.0658(4) -0.1099(3) 0.0400(11) Uani 1 1 d . . .
H5 H 0.2170 0.0401 -0.1831 0.048 Uiso 1 1 calc R . .
C6 C 0.1346(4) 0.0045(4) -0.0302(4) 0.0372(9) Uani 1 1 d . . .
H6 H 0.0677 -0.0642 -0.0486 0.045 Uiso 1 1 calc R . .
C7 C 0.6705(4) -0.0257(3) -0.0034(3) 0.0256(8) Uani 1 1 d . . .
H7 H 0.7440 0.0159 -0.0519 0.031 Uiso 1 1 calc R . .
C8 C 0.6488(4) 0.0102(4) 0.1070(3) 0.0301(7) Uani 1 1 d . . .
H8 H 0.6954 0.0916 0.1266 0.036 Uiso 1 1 calc R . .
C9 C 0.6496(5) -0.0838(4) 0.1965(3) 0.0294(8) Uani 1 1 d . . .
H9A H 0.7689 -0.1062 0.2141 0.035 Uiso 1 1 calc R . .
H9B H 0.5968 -0.0492 0.2625 0.035 Uiso 1 1 calc R . .
C10 C 0.5521(5) -0.1952(4) 0.1621(3) 0.0304(9) Uani 1 1 d . . .
H10A H 0.4612 -0.2126 0.2157 0.036 Uiso 1 1 calc R . .
H10B H 0.6304 -0.2656 0.1601 0.036 Uiso 1 1 calc R . .
C11 C 0.4719(4) -0.1774(3) 0.0504(3) 0.0223(7) Uani 1 1 d . . .
H11 H 0.3845 -0.2387 0.0286 0.027 Uiso 1 1 calc R . .
C12 C 0.5726(4) -0.1289(3) -0.0347(3) 0.0224(7) Uani 1 1 d . . .
C13 C 0.5713(5) -0.1792(4) -0.1487(3) 0.0315(9) Uani 1 1 d . . .
H13A H 0.4553 -0.2051 -0.1675 0.047 Uiso 1 1 calc R . .
H13B H 0.6489 -0.2487 -0.1530 0.047 Uiso 1 1 calc R . .
H13C H 0.6088 -0.1164 -0.1995 0.047 Uiso 1 1 calc R . .
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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.120
0 1 0 0.140
0 -1 0 0.140
0 0 1 0.055
0 0 -1 0.060
-1 1 0 0.100
1 1 0 0.080
2 -1 0 0.126
-16 -12 -1 0.124
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
C12 Ru1 C7 39.21(13) . . ?
C12 Ru1 C11 38.60(13) . . ?
C7 Ru1 C11 67.29(13) . . ?
C12 Ru1 C8 67.76(14) . . ?
C7 Ru1 C8 38.66(14) . . ?
C11 Ru1 C8 72.93(15) . . ?
C12 Ru1 C3 149.46(15) . . ?
C7 Ru1 C3 115.03(14) . . ?
C11 Ru1 C3 168.05(17) . . ?
C8 Ru1 C3 101.37(16) . . ?
C12 Ru1 C6 118.80(14) . . ?
C7 Ru1 C6 153.12(14) . . ?
C11 Ru1 C6 104.56(15) . . ?
C8 Ru1 C6 166.58(15) . . ?
C3 Ru1 C6 78.48(15) . . ?
C12 Ru1 C4 122.88(15) . . ?
C7 Ru1 C4 109.44(15) . . ?
C11 Ru1 C4 154.40(17) . . ?
C8 Ru1 C4 121.49(17) . . ?
C3 Ru1 C4 37.38(19) . . ?
C6 Ru1 C4 66.26(17) . . ?
C12 Ru1 C2 170.34(14) . . ?
C7 Ru1 C2 138.28(14) . . ?
C11 Ru1 C2 133.97(15) . . ?
C8 Ru1 C2 105.50(14) . . ?
C3 Ru1 C2 36.39(17) . . ?
C6 Ru1 C2 66.34(14) . . ?
C4 Ru1 C2 66.30(17) . . ?
C12 Ru1 C5 111.26(13) . . ?
C7 Ru1 C5 125.01(15) . . ?
C11 Ru1 C5 122.82(16) . . ?
C8 Ru1 C5 155.27(17) . . ?
C3 Ru1 C5 66.39(17) . . ?
C6 Ru1 C5 36.52(17) . . ?
C4 Ru1 C5 36.63(18) . . ?
C2 Ru1 C5 77.82(14) . . ?
C12 Ru1 C1 143.19(15) . . ?
C7 Ru1 C1 168.31(15) . . ?
C11 Ru1 C1 109.24(15) . . ?
C8 Ru1 C1 130.01(15) . . ?
C3 Ru1 C1 65.98(16) . . ?
C6 Ru1 C1 37.58(16) . . ?
C4 Ru1 C1 78.63(16) . . ?
C2 Ru1 C1 36.36(16) . . ?
C5 Ru1 C1 66.52(16) . . ?
C2 C1 C6 118.9(4) . . ?
C2 C1 Ru1 71.6(2) . . ?
C6 C1 Ru1 70.7(2) . . ?
C2 C1 H1 120.6 . . ?
C6 C1 H1 120.6 . . ?
Ru1 C1 H1 129.4 . . ?
C3 C2 C1 121.1(4) . . ?
C3 C2 Ru1 71.0(2) . . ?
C1 C2 Ru1 72.0(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
Ru1 C2 H2 130.2 . . ?
C2 C3 C4 120.5(4) . . ?
C2 C3 Ru1 72.6(2) . . ?
C4 C3 Ru1 72.0(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
Ru1 C3 H3 127.7 . . ?
C5 C4 C3 119.0(4) . . ?
C5 C4 Ru1 72.0(2) . . ?
C3 C4 Ru1 70.6(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
Ru1 C4 H4 129.2 . . ?
C6 C5 C4 120.7(4) . . ?
C6 C5 Ru1 71.3(2) . . ?
C4 C5 Ru1 71.4(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
Ru1 C5 H5 130.3 . . ?
C5 C6 C1 119.9(4) . . ?
C5 C6 Ru1 72.2(2) . . ?
C1 C6 Ru1 71.7(2) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
Ru1 C6 H6 128.2 . . ?
C12 C7 C8 114.6(3) . . ?
C12 C7 Ru1 70.25(19) . . ?
C8 C7 Ru1 72.87(19) . . ?
C12 C7 H7 122.7 . . ?
C8 C7 H7 122.7 . . ?
Ru1 C7 H7 125.8 . . ?
C7 C8 C9 120.4(4) . . ?
C7 C8 Ru1 68.47(19) . . ?
C9 C8 Ru1 111.3(2) . . ?
C7 C8 H8 115.9 . . ?
C9 C8 H8 115.9 . . ?
Ru1 C8 H8 115.9 . . ?
C10 C9 C8 110.5(3) . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C9 C10 C11 110.9(3) . . ?
C9 C10 H10A 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 Ru1 69.09(19) . . ?
C10 C11 Ru1 112.3(2) . . ?
C12 C11 H11 115.9 . . ?
C10 C11 H11 115.9 . . ?
Ru1 C11 H11 115.9 . . ?
C11 C12 C7 113.5(3) . . ?
C11 C12 C13 123.2(3) . . ?
C7 C12 C13 123.3(3) . . ?
C11 C12 Ru1 72.32(19) . . ?
C7 C12 Ru1 70.53(18) . . ?
C13 C12 Ru1 123.7(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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
Ru1 C12 2.125(3) . ?
Ru1 C7 2.129(3) . ?
Ru1 C11 2.168(3) . ?
Ru1 C8 2.187(3) . ?
Ru1 C3 2.199(3) . ?
Ru1 C6 2.212(3) . ?
Ru1 C4 2.217(4) . ?
Ru1 C2 2.221(4) . ?
Ru1 C5 2.224(4) . ?
Ru1 C1 2.226(4) . ?
C1 C2 1.387(6) . ?
C1 C6 1.429(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.415(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.428(5) . ?
C7 C8 1.430(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.517(5) . ?
C8 H8 1.0000 . ?
C9 C10 1.510(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.529(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.419(5) . ?
C11 H11 1.0000 . ?
C12 C13 1.514(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
