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#$Date: 2016-03-24 01:51:47 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179543 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/12/4501237.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_4501237
loop_
_publ_author_name
'Bacchi, Alessia'
'Cantoni, Giulia'
'Granelli, Matteo'
'Mazza, Simona'
'Pelagatti, Paolo'
'Rispoli, Gabriele'
_publ_section_title
;
 Hydrogen Bond Optimization via Molecular Design for the Fabrication of
 Crystalline Organometallic Wheel-and-Axle Compounds Based on
 Half-Sandwich Ru(II) Units
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5039
_journal_paper_doi               10.1021/cg200940j
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C21 H29 Cl2 N O3 Ru'
_chemical_formula_weight         515.42
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 107.72(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.990(10)
_cell_length_b                   21.22(3)
_cell_length_c                   11.34(2)
_cell_measurement_reflns_used    800
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      4
_cell_volume                     2290(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al. 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  diffractometer
_diffrn_measurement_method       'ω scan'
_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  0.0464
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19195
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.939
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS procedure'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.491
_refine_diff_density_min         -1.070
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3257
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0738
_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)+(0.1033P)²+9.4116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1993
_refine_ls_wR_factor_ref         0.2206
_reflns_number_gt                2355
_reflns_number_total             3257
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200940j_si_002.cif
_cod_data_source_block           3.EtOH
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4501237
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Ru Ru 0.12203(8) 0.12986(4) 0.00481(7) 0.0828(4) Uani 1 1 d .
Cl1 Cl -0.1089(3) 0.15418(19) -0.1344(3) 0.1160(11) Uani 1 1 d .
Cl2 Cl 0.1590(3) 0.07457(14) -0.1695(3) 0.0956(8) Uani 1 1 d .
N N 0.1726(8) 0.2124(4) -0.0876(7) 0.083(2) Uani 1 1 d .
H0A H 0.1398 0.2053 -0.1696 0.100 Uiso 1 1 calc R
H0B H 0.1231 0.2450 -0.0715 0.100 Uiso 1 1 calc R
O1 O 1.0352(11) 0.3169(5) 0.0133(13) 0.162(5) Uani 1 1 d .
O2 O 1.0044(11) 0.3931(6) 0.1275(12) 0.143(3) Uani 1 1 d D
C1 C 0.3166(10) 0.2331(5) -0.0605(9) 0.078(2) Uani 1 1 d .
C2 C 0.4074(11) 0.2015(5) -0.1112(9) 0.088(3) Uani 1 1 d .
H2 H 0.3750 0.1671 -0.1629 0.106 Uiso 1 1 calc R
C3 C 0.5442(13) 0.2203(7) -0.0861(12) 0.103(3) Uani 1 1 d .
H3 H 0.6038 0.1979 -0.1196 0.123 Uiso 1 1 calc R
C4 C 0.5958(11) 0.2718(7) -0.0122(11) 0.099(4) Uani 1 1 d .
C5 C 0.5060(12) 0.3027(6) 0.0417(10) 0.101(3) Uani 1 1 d .
H5 H 0.5396 0.3365 0.0945 0.121 Uiso 1 1 calc R
C6 C 0.3645(11) 0.2834(5) 0.0173(10) 0.093(3) Uani 1 1 d .
H6 H 0.3050 0.3044 0.0533 0.111 Uiso 1 1 calc R
C7 C 0.7444(15) 0.2935(8) 0.0083(14) 0.138(6) Uani 1 1 d .
H7 H 0.7909 0.2655 -0.0288 0.165 Uiso 1 1 calc R
C8 C 0.8138(16) 0.3307(8) 0.0516(17) 0.152(7) Uani 1 1 d .
H8 H 0.7743 0.3599 0.0925 0.182 Uiso 1 1 calc R
C9 C 0.9618(13) 0.3446(7) 0.0587(16) 0.110(4) Uani 1 1 d .
C10 C 0.0365(13) 0.1259(5) 0.1594(11) 0.093(3) Uani 1 1 d .
C11 C 0.136(2) 0.1699(6) 0.1834(10) 0.124(5) Uani 1 1 d .
H11 H 0.1164 0.2104 0.2045 0.149 Uiso 1 1 calc R
C12 C 0.272(2) 0.1560(11) 0.1774(13) 0.168(10) Uani 1 1 d .
H12 H 0.3397 0.1873 0.1912 0.202 Uiso 1 1 calc R
C13 C 0.3029(15) 0.0937(14) 0.1499(14) 0.162(9) Uani 1 1 d D
C14 C 0.1990(18) 0.0494(9) 0.1252(11) 0.135(5) Uani 1 1 d .
H14 H 0.2170 0.0085 0.1048 0.162 Uiso 1 1 calc R
C15 C 0.0670(13) 0.0655(6) 0.1305(10) 0.102(3) Uani 1 1 d .
H15 H -0.0028 0.0348 0.1143 0.122 Uiso 1 1 calc R
C16 C 0.446(2) 0.0634(18) 0.133(2) 0.46(3) Uani 1 1 d DU
H16 H 0.4402 0.0463 0.0517 0.553 Uiso 1 1 calc R
C17 C 0.534(4) 0.1222(19) 0.173(4) 0.58(3) Uani 1 1 d DU
H17A H 0.6292 0.1138 0.1753 0.872 Uiso 1 1 calc R
H17B H 0.5327 0.1345 0.2546 0.872 Uiso 1 1 calc R
H17C H 0.4965 0.1557 0.1160 0.872 Uiso 1 1 calc R
C18 C 0.505(3) 0.0219(19) 0.241(3) 0.51(3) Uani 1 1 d DU
H18A H 0.4724 -0.0204 0.2200 0.762 Uiso 1 1 calc R
H18B H 0.4761 0.0363 0.3094 0.762 Uiso 1 1 calc R
H18C H 0.6060 0.0226 0.2634 0.762 Uiso 1 1 calc R
C19 C -0.1138(18) 0.1380(8) 0.1595(18) 0.178(8) Uani 1 1 d .
H19A H -0.1231 0.1267 0.2386 0.267 Uiso 1 1 calc R
H19B H -0.1774 0.1132 0.0960 0.267 Uiso 1 1 calc R
H19C H -0.1357 0.1819 0.1439 0.267 Uiso 1 1 calc R
O100 O 1.2567(10) 0.4357(5) 0.1506(10) 0.150(4) Uani 1 1 d GDU
C100 C 1.312(2) 0.4657(9) 0.0612(14) 0.230(10) Uani 1 1 d GDU
H10A H 1.2691 0.4472 -0.0197 0.277 Uiso 1 1 calc R
H10B H 1.4127 0.4580 0.0836 0.277 Uiso 1 1 calc R
C101 C 1.286(4) 0.5355(9) 0.054(3) 0.42(2) Uani 1 1 d GU
H10C H 1.3732 0.5573 0.0911 0.633 Uiso 1 1 calc R
H10D H 1.2207 0.5458 0.0978 0.633 Uiso 1 1 calc R
H10E H 1.2485 0.5479 -0.0309 0.633 Uiso 1 1 calc R
H2O H 1.094(5) 0.407(6) 0.137(11) 0.12(4) Uiso 1 1 d D
H100 H 1.303(5) 0.421(4) 0.228(4) 0.18(7) Uiso 1 1 d 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'
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 0.0060 '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
C12 Ru C11 38.1(7)
C12 Ru C15 78.9(5)
C11 Ru C15 65.7(5)
C12 Ru C10 67.0(7)
C11 Ru C10 35.9(5)
C15 Ru C10 37.1(4)
C12 Ru C14 67.3(7)
C11 Ru C14 79.1(6)
C15 Ru C14 37.1(5)
C10 Ru C14 67.3(5)
C12 Ru C13 38.2(8)
C11 Ru C13 68.1(7)
C15 Ru C13 66.3(6)
C10 Ru C13 79.4(5)
C14 Ru C13 36.5(7)
C12 Ru N 91.8(5)
C11 Ru N 100.1(4)
C15 Ru N 165.4(4)
C10 Ru N 128.7(4)
C14 Ru N 147.6(5)
C13 Ru N 112.7(6)
C12 Ru Cl1 143.3(8)
C11 Ru Cl1 107.8(5)
C15 Ru Cl1 100.5(4)
C10 Ru Cl1 90.2(4)
C14 Ru Cl1 131.4(5)
C13 Ru Cl1 166.8(5)
N Ru Cl1 80.2(2)
C12 Ru Cl2 129.3(8)
C11 Ru Cl2 166.5(5)
C15 Ru Cl2 111.4(4)
C10 Ru Cl2 146.6(3)
C14 Ru Cl2 91.1(4)
C13 Ru Cl2 98.5(6)
N Ru Cl2 83.2(2)
Cl1 Ru Cl2 85.58(13)
C1 N Ru 120.2(6)
C6 C1 C2 119.9(9)
C6 C1 N 120.1(9)
C2 C1 N 120.0(9)
C3 C2 C1 120.7(11)
C2 C3 C4 121.6(12)
C3 C4 C5 117.9(11)
C3 C4 C7 120.4(14)
C5 C4 C7 121.7(15)
C4 C5 C6 121.1(11)
C1 C6 C5 118.8(10)
C8 C7 C4 140(2)
C7 C8 C9 132(2)
O1 C9 O2 122.1(12)
O1 C9 C8 128.4(17)
O2 C9 C8 109.4(16)
C11 C10 C15 119.5(13)
C11 C10 C19 123.9(14)
C15 C10 C19 116.5(12)
C11 C10 Ru 71.6(7)
C15 C10 Ru 71.0(7)
C19 C10 Ru 128.6(10)
C10 C11 C12 120.9(15)
C10 C11 Ru 72.6(7)
C12 C11 Ru 70.2(8)
C11 C12 C13 119.2(14)
C11 C12 Ru 71.7(8)
C13 C12 Ru 72.3(8)
C14 C13 C12 118.9(17)
C14 C13 C16 110(2)
C12 C13 C16 131(2)
C14 C13 Ru 71.5(8)
C12 C13 Ru 69.4(10)
C16 C13 Ru 127.4(12)
C13 C14 C15 119.9(16)
C13 C14 Ru 72.0(10)
C15 C14 Ru 71.0(7)
C14 C15 C10 121.5(13)
C14 C15 Ru 71.9(8)
C10 C15 Ru 71.9(7)
C18 C16 C17 101(2)
C18 C16 C13 106.6(17)
C17 C16 C13 95(2)
O100 C100 C101 112.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ru C12 2.143(14)
Ru C11 2.161(11)
Ru C15 2.163(12)
Ru C10 2.174(11)
Ru C14 2.175(14)
Ru C13 2.180(14)
Ru N 2.179(8)
Ru Cl1 2.422(4)
Ru Cl2 2.422(4)
N C1 1.445(11)
O1 C9 1.174(16)
O2 C9 1.284(18)
C1 C6 1.375(14)
C1 C2 1.387(13)
C2 C3 1.368(15)
C3 C4 1.378(17)
C4 C5 1.393(16)
C4 C7 1.504(18)
C5 C6 1.416(14)
C7 C8 1.066(19)
C8 C9 1.485(19)
C10 C11 1.334(17)
C10 C15 1.381(16)
C10 C19 1.523(18)
C11 C12 1.40(3)
C12 C13 1.42(3)
C13 C14 1.36(2)
C13 C16 1.63(3)
C14 C15 1.380(17)
C16 C18 1.475(18)
C16 C17 1.52(2)
O100 C100 1.4443
C100 C101 1.5009
