#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:15:29 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179101 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/63/4306310.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_4306310
loop_
_publ_author_name
'Fabio Marchetti'
'Claudio Pettinari'
'Riccardo Pettinari'
'Adele Cerquetella'
'Corrado Di Nicola'
'Alceo Macchioni'
'Daniele Zuccaccia'
'Magda Monari'
'Fabio Piccinelli'
_publ_section_title
;
Synthesis and Intramolecular and Interionic Structural Characterization of
Half-Sandwich (Arene)Ruthenium(II) Derivatives of Bis(Pyrazolyl)Alkanes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11593
_journal_page_last               11603
_journal_paper_doi               10.1021/ic801150c
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C18 H22 Cl F3 N4 O3 Ru S'
_chemical_formula_weight         567.98
_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                 95.3380(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4027(4)
_cell_length_b                   14.5879(8)
_cell_length_c                   20.7934(12)
_cell_measurement_temperature    273(2)
_cell_volume                     2235.7(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'SCHAKAL-99 (Keller 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker SMART Apex II CCD'
_diffrn_measurement_method       'phi and 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  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19112
_diffrn_reflns_theta_full        28.62
_diffrn_reflns_theta_max         28.62
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.966
_exptl_absorpt_correction_T_max  0.801
_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5370
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0248
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0363P)²+0.4983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0674
_reflns_number_gt                4501
_reflns_number_total             5370
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801150c_si_002_3.cif
_cod_data_source_block           compd14
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4306310
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
Ru1 Ru 0.233928(19) 0.173237(9) 0.315923(7) 0.03095(6) Uani 1 1 d . . .
Cl1 Cl 0.50076(7) 0.25688(4) 0.29313(3) 0.05184(14) Uani 1 1 d . . .
C11 C -0.0579(3) 0.13910(15) 0.30796(10) 0.0411(4) Uani 1 1 d . . .
C12 C -0.0308(3) 0.22260(14) 0.27447(10) 0.0418(4) Uani 1 1 d . . .
H12 H -0.0770 0.2285 0.2315 0.050 Uiso 1 1 calc R . .
C14 C -0.1563(3) 0.06147(16) 0.27312(12) 0.0534(6) Uani 1 1 d . . .
H14A H -0.1335 0.0058 0.2972 0.067(8) Uiso 1 1 calc R . .
H14B H -0.1143 0.0548 0.2311 0.058(7) Uiso 1 1 calc R . .
H14C H -0.2842 0.0739 0.2688 0.086(10) Uiso 1 1 calc R . .
C13 C 0.0637(3) 0.29522(14) 0.30499(10) 0.0408(4) Uani 1 1 d . . .
H13 H 0.0810 0.3485 0.2818 0.049 Uiso 1 1 calc R . .
C9 C 0.1081(3) 0.20770(15) 0.40417(10) 0.0421(4) Uani 1 1 d . . .
H9 H 0.1524 0.2020 0.4473 0.051 Uiso 1 1 calc R . .
C17 C 0.3911(4) 0.34735(19) 0.45146(13) 0.0663(7) Uani 1 1 d . . .
H17A H 0.4542 0.4022 0.4657 0.076(9) Uiso 1 1 calc R . .
H17B H 0.4728 0.3071 0.4319 0.081(9) Uiso 1 1 calc R . .
H17C H 0.3460 0.3172 0.4878 0.067(8) Uiso 1 1 calc R . .
C15 C 0.2341(3) 0.37167(16) 0.40261(12) 0.0502(5) Uani 1 1 d . . .
C10 C 0.0141(3) 0.13281(15) 0.37251(10) 0.0419(4) Uani 1 1 d . . .
H10 H 0.0003 0.0786 0.3951 0.050 Uiso 1 1 calc R . .
C8 C 0.1352(3) 0.28991(14) 0.37150(9) 0.0395(4) Uani 1 1 d . . .
C16 C 0.0982(5) 0.4326(2) 0.4321(2) 0.0925(11) Uani 1 1 d . . .
H16A H 0.0014 0.4478 0.3999 0.101(13) Uiso 1 1 calc R . .
H16B H 0.1572 0.4878 0.4480 0.113(13) Uiso 1 1 calc R . .
H16C H 0.0497 0.4009 0.4671 0.15(2) Uiso 1 1 calc R . .
C7 C 0.3129(3) -0.04366(14) 0.29014(11) 0.0411(4) Uani 1 1 d . . .
C4 C 0.2990(3) 0.12962(16) 0.17282(10) 0.0497(5) Uani 1 1 d . . .
H4 H 0.2788 0.1896 0.1587 0.060 Uiso 1 1 calc R . .
C2 C 0.6298(3) 0.00668(17) 0.42693(11) 0.0543(6) Uani 1 1 d . . .
H2 H 0.7200 -0.0045 0.4602 0.065 Uiso 1 1 calc R . .
C5 C 0.3520(4) 0.05862(18) 0.13484(11) 0.0644(7) Uani 1 1 d . . .
H5 H 0.3733 0.0614 0.0915 0.077 Uiso 1 1 calc R . .
C3 C 0.5624(3) -0.05287(16) 0.38073(11) 0.0493(5) Uani 1 1 d . . .
H3 H 0.5983 -0.1134 0.3763 0.059 Uiso 1 1 calc R . .
C6 C 0.3666(3) -0.01611(17) 0.17391(11) 0.0547(6) Uani 1 1 d . . .
H6 H 0.4003 -0.0748 0.1622 0.066 Uiso 1 1 calc R . .
C1 C 0.5360(3) 0.08769(16) 0.41412(11) 0.0497(5) Uani 1 1 d . . .
H1 H 0.5553 0.1413 0.4379 0.060 Uiso 1 1 calc R . .
H7B H 0.347(3) -0.1033(16) 0.2817(10) 0.045(6) Uiso 1 1 d . . .
H7A H 0.202(3) -0.0398(15) 0.3027(10) 0.042(6) Uiso 1 1 d . . .
H15 H 0.280(3) 0.4040(15) 0.3716(10) 0.038(6) Uiso 1 1 d . . .
N1 N 0.4147(2) 0.07854(11) 0.36321(8) 0.0384(4) Uani 1 1 d . . .
N3 N 0.2808(2) 0.10024(10) 0.23225(8) 0.0365(3) Uani 1 1 d . . .
N4 N 0.3238(2) 0.00986(11) 0.23228(8) 0.0390(4) Uani 1 1 d . . .
N2 N 0.4342(2) -0.00868(11) 0.34247(8) 0.0380(4) Uani 1 1 d . . .
C18 C -0.1796(4) 0.2539(2) 0.56992(16) 0.0723(8) Uani 1 1 d . . .
F1 F -0.1309(4) 0.33068(12) 0.60031(13) 0.1139(8) Uani 1 1 d . . .
F3 F -0.2070(3) 0.27422(18) 0.50793(11) 0.1251(8) Uani 1 1 d . . .
F2 F -0.3347(3) 0.23040(18) 0.58945(18) 0.1669(14) Uani 1 1 d . . .
S1 S -0.00910(8) 0.16591(4) 0.58475(3) 0.04699(13) Uani 1 1 d . . .
O3 O 0.1472(2) 0.20724(15) 0.56202(9) 0.0732(5) Uani 1 1 d . . .
O2 O 0.0064(3) 0.15507(13) 0.65288(9) 0.0754(6) Uani 1 1 d . . .
O1 O -0.0823(4) 0.09017(16) 0.55000(14) 0.1177(10) 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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
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
_geom_angle_publ_flag
N3 Ru1 N1 84.66(6) . . ?
N3 Ru1 C10 120.07(7) . . ?
N1 Ru1 C10 92.55(7) . . ?
N3 Ru1 C13 117.83(7) . . ?
N1 Ru1 C13 157.16(7) . . ?
C10 Ru1 C13 79.84(8) . . ?
N3 Ru1 C12 92.96(7) . . ?
N1 Ru1 C12 155.26(7) . . ?
C10 Ru1 C12 67.35(8) . . ?
C13 Ru1 C12 37.10(8) . . ?
N3 Ru1 C9 158.03(7) . . ?
N1 Ru1 C9 93.48(7) . . ?
C10 Ru1 C9 38.03(8) . . ?
C13 Ru1 C9 67.27(8) . . ?
C12 Ru1 C9 79.61(8) . . ?
N3 Ru1 C11 93.42(7) . . ?
N1 Ru1 C11 117.56(7) . . ?
C10 Ru1 C11 37.24(8) . . ?
C13 Ru1 C11 67.93(8) . . ?
C12 Ru1 C11 37.87(8) . . ?
C9 Ru1 C11 68.01(8) . . ?
N3 Ru1 C8 155.50(7) . . ?
N1 Ru1 C8 119.12(7) . . ?
C10 Ru1 C8 68.11(8) . . ?
C13 Ru1 C8 38.09(7) . . ?
C12 Ru1 C8 68.06(8) . . ?
C9 Ru1 C8 37.06(8) . . ?
C11 Ru1 C8 81.06(8) . . ?
N3 Ru1 Cl1 83.78(5) . . ?
N1 Ru1 Cl1 85.80(5) . . ?
C10 Ru1 Cl1 155.89(6) . . ?
C13 Ru1 Cl1 92.45(6) . . ?
C12 Ru1 Cl1 118.49(6) . . ?
C9 Ru1 Cl1 117.98(6) . . ?
C11 Ru1 Cl1 156.20(6) . . ?
C8 Ru1 Cl1 91.71(6) . . ?
C10 C11 C12 117.7(2) . . ?
C10 C11 C14 122.6(2) . . ?
C12 C11 C14 119.62(19) . . ?
C10 C11 Ru1 70.14(11) . . ?
C12 C11 Ru1 70.29(11) . . ?
C14 C11 Ru1 129.46(15) . . ?
C13 C12 C11 121.05(19) . . ?
C13 C12 Ru1 71.15(11) . . ?
C11 C12 Ru1 71.84(11) . . ?
C12 C13 C8 121.56(19) . . ?
C12 C13 Ru1 71.75(11) . . ?
C8 C13 Ru1 72.42(11) . . ?
C8 C9 C10 121.21(19) . . ?
C8 C9 Ru1 72.51(11) . . ?
C10 C9 Ru1 70.38(11) . . ?
C8 C15 C17 114.4(2) . . ?
C8 C15 C16 108.8(2) . . ?
C17 C15 C16 111.3(2) . . ?
C11 C10 C9 121.28(19) . . ?
C11 C10 Ru1 72.62(11) . . ?
C9 C10 Ru1 71.59(11) . . ?
C9 C8 C13 117.15(19) . . ?
C9 C8 C15 123.53(19) . . ?
C13 C8 C15 119.32(19) . . ?
C9 C8 Ru1 70.43(11) . . ?
C13 C8 Ru1 69.49(11) . . ?
C15 C8 Ru1 131.12(14) . . ?
N2 C7 N4 111.06(16) . . ?
N3 C4 C5 110.4(2) . . ?
C3 C2 C1 105.40(19) . . ?
C6 C5 C4 105.7(2) . . ?
N2 C3 C2 107.8(2) . . ?
N4 C6 C5 107.6(2) . . ?
N1 C1 C2 110.9(2) . . ?
C1 N1 N2 105.29(17) . . ?
C1 N1 Ru1 131.28(15) . . ?
N2 N1 Ru1 123.35(12) . . ?
C4 N3 N4 105.69(16) . . ?
C4 N3 Ru1 130.39(14) . . ?
N4 N3 Ru1 123.40(12) . . ?
C6 N4 N3 110.51(17) . . ?
C6 N4 C7 129.78(18) . . ?
N3 N4 C7 119.67(16) . . ?
C3 N2 N1 110.59(18) . . ?
C3 N2 C7 129.34(18) . . ?
N1 N2 C7 119.77(16) . . ?
F2 C18 F1 106.5(3) . . ?
F2 C18 F3 107.7(3) . . ?
F1 C18 F3 106.7(3) . . ?
F2 C18 S1 112.5(2) . . ?
F1 C18 S1 111.5(2) . . ?
F3 C18 S1 111.6(2) . . ?
O1 S1 O2 114.72(16) . . ?
O1 S1 O3 116.73(17) . . ?
O2 S1 O3 112.70(13) . . ?
O1 S1 C18 104.00(15) . . ?
O2 S1 C18 103.87(14) . . ?
O3 S1 C18 102.64(13) . . ?
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 N3 2.0961(16) . ?
Ru1 N1 2.1027(16) . ?
Ru1 C10 2.1763(19) . ?
Ru1 C13 2.1801(19) . ?
Ru1 C12 2.1878(19) . ?
Ru1 C9 2.1921(19) . ?
Ru1 C11 2.2083(19) . ?
Ru1 C8 2.2190(19) . ?
Ru1 Cl1 2.4062(5) . ?
C11 C10 1.400(3) . ?
C11 C12 1.427(3) . ?
C11 C14 1.497(3) . ?
C12 C13 1.390(3) . ?
C13 C8 1.436(3) . ?
C9 C8 1.402(3) . ?
C9 C10 1.423(3) . ?
C17 C15 1.513(4) . ?
C15 C8 1.513(3) . ?
C15 C16 1.515(3) . ?
C7 N2 1.438(3) . ?
C7 N4 1.443(3) . ?
C4 N3 1.327(2) . ?
C4 C5 1.382(3) . ?
C2 C3 1.356(3) . ?
C2 C1 1.384(3) . ?
C5 C6 1.358(3) . ?
C3 N2 1.345(3) . ?
C6 N4 1.337(3) . ?
C1 N1 1.330(3) . ?
N1 N2 1.355(2) . ?
N3 N4 1.356(2) . ?
C18 F2 1.299(4) . ?
C18 F1 1.320(4) . ?
C18 F3 1.320(4) . ?
C18 S1 1.806(3) . ?
S1 O1 1.401(2) . ?
S1 O2 1.4195(18) . ?
S1 O3 1.4236(19) . ?
