#------------------------------------------------------------------------------
#$Date: 2015-07-05 13:09:43 +0300 (Sun, 05 Jul 2015) $
#$Revision: 140207 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/58/4085886.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_4085886
loop_
_publ_author_name
'Menéndez-Rodr\?íguez, Luc\?ía'
'Tomás-Mendivil, Eder'
'Francos, Javier'
'Crochet, Pascale'
'Cadierno, Victorio'
'Antiñolo, Antonio'
'Fernández-Galán, Rafael'
'Carrillo-Hermosilla, Fernando'
_publ_section_title
;
 Reactivity of the Dimer [{RuCl(μ-Cl)(η3:η3-C10H16)}2] (C10H16=
 2,7-Dimethylocta-2,6-diene-1,8-diyl) toward Guanidines: Access to
 Ruthenium(IV) and Ruthenium(II) Guanidinate Complexes
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              2796
_journal_paper_doi               10.1021/acs.organomet.5b00070
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C13 H21 Cl N3, Cl'
_chemical_formula_sum            'C13 H21 Cl2 N3'
_chemical_formula_weight         290.23
_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
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 114.343(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.9476(2)
_cell_length_b                   11.55240(10)
_cell_length_c                   12.4208(2)
_cell_measurement_reflns_used    5370
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      73.8270
_cell_measurement_theta_min      3.8232
_cell_volume                     1561.94(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1994)'
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector_area_resol_mean 8.2640
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0337
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11315
_diffrn_reflns_theta_full        66.97
_diffrn_reflns_theta_max         73.99
_diffrn_reflns_theta_min         4.06
_exptl_absorpt_coefficient_mu    3.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82446
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.1317
_exptl_crystal_size_mid          0.0899
_exptl_crystal_size_min          0.0411
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3115
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0355
_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)+(0.0495P)²+0.3089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0967
_reflns_number_gt                2595
_reflns_number_total             3115
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5b00070_si_002.cif
_cod_data_source_block           4c
_cod_depositor_comments
'Adding full bibliography for 4085883--4085888.cif.'
_cod_original_cell_volume        1561.94(4)
_cod_database_code               4085886
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
C1 C 0.82744(15) -0.03703(14) 0.28405(15) 0.0239(3) Uani 1 1 d .
C2 C 0.71096(18) -0.22171(15) 0.21972(17) 0.0307(4) Uani 1 1 d .
H2 H 0.7679 -0.2549 0.1896 0.037 Uiso 1 1 calc R
C3 C 0.6730(2) -0.31503(17) 0.28402(18) 0.0371(4) Uani 1 1 d .
H3A H 0.7447 -0.3453 0.3476 0.056 Uiso 1 1 calc R
H3B H 0.6319 -0.3763 0.2299 0.056 Uiso 1 1 calc R
H3C H 0.6186 -0.2825 0.3152 0.056 Uiso 1 1 calc R
C4 C 0.6007(2) -0.1716(2) 0.1172(2) 0.0533(6) Uani 1 1 d .
H4A H 0.6278 -0.1131 0.0785 0.080 Uiso 1 1 calc R
H4B H 0.5451 -0.1380 0.1464 0.080 Uiso 1 1 calc R
H4C H 0.5596 -0.2320 0.0620 0.080 Uiso 1 1 calc R
C5 C 0.88158(18) 0.06992(14) 0.13727(16) 0.0298(4) Uani 1 1 d .
H5 H 0.8734 0.1378 0.1808 0.036 Uiso 1 1 calc R
C6 C 0.7869(2) 0.07935(17) 0.01038(18) 0.0424(5) Uani 1 1 d .
H6A H 0.7060 0.0814 0.0091 0.064 Uiso 1 1 calc R
H6B H 0.7938 0.0136 -0.0338 0.064 Uiso 1 1 calc R
H6C H 0.8009 0.1490 -0.0244 0.064 Uiso 1 1 calc R
C7 C 1.0114(2) 0.06641(17) 0.14630(18) 0.0379(5) Uani 1 1 d .
H7A H 1.0678 0.0607 0.2278 0.057 Uiso 1 1 calc R
H7B H 1.0279 0.1358 0.1129 0.057 Uiso 1 1 calc R
H7C H 1.0210 0.0005 0.1039 0.057 Uiso 1 1 calc R
C8 C 0.79845(16) 0.07535(14) 0.43815(15) 0.0247(3) Uani 1 1 d .
C9 C 0.67251(17) 0.06382(15) 0.40407(17) 0.0295(4) Uani 1 1 d .
H9 H 0.6223 0.0400 0.3278 0.035 Uiso 1 1 calc R
C10 C 0.62216(17) 0.08788(16) 0.48365(17) 0.0319(4) Uani 1 1 d .
H10 H 0.5381 0.0796 0.4614 0.038 Uiso 1 1 calc R
C11 C 0.69703(18) 0.12437(15) 0.59652(16) 0.0310(4) Uani 1 1 d .
C12 C 0.82192(18) 0.13758(14) 0.63168(16) 0.0296(4) Uani 1 1 d .
H12 H 0.8715 0.1624 0.7078 0.036 Uiso 1 1 calc R
C13 C 0.87219(17) 0.11330(14) 0.55164(16) 0.0277(4) Uani 1 1 d .
H13 H 0.9562 0.1225 0.5741 0.033 Uiso 1 1 calc R
N1 N 0.77476(14) -0.13067(12) 0.30665(14) 0.0260(3) Uani 1 1 d .
N2 N 0.85539(14) -0.03442(12) 0.19155(13) 0.0265(3) Uani 1 1 d .
N3 N 0.85327(14) 0.05478(12) 0.35803(14) 0.0271(3) Uani 1 1 d .
Cl1 Cl 0.63123(5) 0.15758(5) 0.69494(5) 0.04536(16) Uani 1 1 d .
Cl2 Cl 0.92300(4) -0.23087(4) 0.57899(4) 0.03019(13) Uani 1 1 d .
H1N H 0.789(2) -0.142(2) 0.382(2) 0.045(7) Uiso 1 1 d .
H2N H 0.858(2) -0.1041(19) 0.1581(19) 0.032(5) Uiso 1 1 d .
H3N H 0.912(2) 0.0987(19) 0.3653(19) 0.034(6) Uiso 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
N2 C1 N1 120.65(15)
N2 C1 N3 120.24(15)
N1 C1 N3 119.11(16)
N1 C2 C3 107.31(15)
N1 C2 C4 110.48(16)
C3 C2 C4 111.58(17)
N2 C5 C7 110.43(15)
N2 C5 C6 108.97(15)
C7 C5 C6 112.49(16)
C13 C8 C9 119.52(16)
C13 C8 N3 118.77(16)
C9 C8 N3 121.64(16)
C10 C9 C8 119.90(17)
C9 C10 C11 119.79(17)
C12 C11 C10 121.22(17)
C12 C11 Cl1 119.62(15)
C10 C11 Cl1 119.15(15)
C11 C12 C13 118.86(17)
C12 C13 C8 120.69(17)
C1 N1 C2 124.66(15)
C1 N2 C5 126.32(14)
C1 N3 C8 124.45(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.323(2)
C1 N1 1.338(2)
C1 N3 1.353(2)
C2 N1 1.475(2)
C2 C3 1.518(3)
C2 C4 1.520(3)
C5 N2 1.476(2)
C5 C7 1.508(3)
C5 C6 1.519(3)
C8 C13 1.390(2)
C8 C9 1.391(3)
C8 N3 1.419(2)
C9 C10 1.381(3)
C10 C11 1.382(3)
C11 C12 1.379(3)
C11 Cl1 1.7470(18)
C12 C13 1.386(3)
