#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/50/2235088.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2235088
loop_
_publ_author_name
'Perdih, Franc'
_publ_section_title
;
 Tris(3-chloropentane-2,4-dionato-κ²O,O')aluminium
;
_journal_coeditor_code           IM2374
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m806
_journal_paper_doi               10.1107/S1600536812023203
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Al (C5 H6 Cl O2)3]'
_chemical_formula_moiety         'C15 H18 Al Cl3 O6'
_chemical_formula_sum            'C15 H18 Al Cl3 O6'
_chemical_formula_weight         427.62
_chemical_name_common
;
tris(3-chloro-acetilacetonato)aluminium(III)
;
_chemical_name_systematic
;
Tris(3-chloropentane-2,4-dionato-κ²O,O')aluminium
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 106.368(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8790(3)
_cell_length_b                   9.9086(2)
_cell_length_c                   15.5311(4)
_cell_measurement_reflns_used    2269
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.55
_cell_volume                     1901.64(8)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
;
WinGX (Farrugia, 1999) and publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.055
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type
;
Nonius KappaCCD area-detector
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0137
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3916
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         5.64
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_T_max  0.9569
_exptl_absorpt_correction_T_min  0.8379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.343
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.053
_refine_ls_R_factor_gt           0.0419
_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)+(0.0632P)²+1.1678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1251
_reflns_number_gt                1759
_reflns_number_total             2156
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            im2374.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2235088
_cod_database_fobs_code          2235088
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Al Al1 0.5 0.15245(8) 0.25 0.0454(2) Uani d S 1
Cl Cl1 0.36200(7) 0.39260(8) -0.04272(5) 0.0995(3) Uani d . 1
Cl Cl2 0.5 -0.35153(8) 0.25 0.0799(3) Uani d S 1
O O1 0.39394(11) 0.28432(14) 0.20496(10) 0.0575(4) Uani d . 1
O O2 0.53620(11) 0.15368(15) 0.14118(9) 0.0565(4) Uani d . 1
O O3 0.39461(10) 0.01885(13) 0.20911(9) 0.0527(3) Uani d . 1
C C1 0.2712(2) 0.4373(3) 0.1141(2) 0.0824(8) Uani d . 1
H H1A 0.2095 0.4025 0.0694 0.124 Uiso calc R 1
H H1B 0.292 0.5223 0.0945 0.124 Uiso calc R 1
H H1C 0.2532 0.4496 0.1695 0.124 Uiso calc R 1
C C2 0.36336(15) 0.33939(18) 0.12819(15) 0.0558(5) Uani d . 1
C C3 0.41130(17) 0.3110(2) 0.06059(14) 0.0587(5) Uani d . 1
C C4 0.49653(15) 0.2202(2) 0.06969(12) 0.0529(4) Uani d . 1
C C5 0.5460(2) 0.1956(3) -0.00518(15) 0.0756(7) Uani d . 1
H H5A 0.6094 0.1406 0.016 0.113 Uiso calc R 1
H H5B 0.5656 0.2803 -0.0262 0.113 Uiso calc R 1
H H5C 0.4947 0.1502 -0.0534 0.113 Uiso calc R 1
C C6 0.29806(17) -0.1843(2) 0.17442(17) 0.0671(6) Uani d . 1
H H6A 0.2393 -0.1214 0.156 0.101 Uiso calc R 1
H H6B 0.2852 -0.2439 0.2191 0.101 Uiso calc R 1
H H6C 0.3034 -0.2359 0.1235 0.101 Uiso calc R 1
C C7 0.40167(15) -0.10871(18) 0.21301(11) 0.0468(4) Uani d . 1
C C8 0.5 -0.1744(3) 0.25 0.0493(6) Uani d S 1
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'
Al Al 0.0645 0.0514 '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'
O O 0.0106 0.006 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O3 Al1 O3 . 2_655 90.12(8)
O3 Al1 O2 . 2_655 88.26(6)
O3 Al1 O2 2_655 2_655 92.26(6)
O3 Al1 O2 . . 92.26(6)
O3 Al1 O2 2_655 . 88.26(6)
O2 Al1 O2 2_655 . 179.26(10)
O3 Al1 O1 . 2_655 178.02(6)
O3 Al1 O1 2_655 2_655 89.08(6)
O2 Al1 O1 2_655 2_655 89.96(6)
O2 Al1 O1 . 2_655 89.53(7)
O3 Al1 O1 . . 89.08(6)
O3 Al1 O1 2_655 . 178.02(6)
O2 Al1 O1 2_655 . 89.53(7)
O2 Al1 O1 . . 89.96(6)
O1 Al1 O1 2_655 . 91.78(9)
C2 O1 Al1 . . 130.55(13)
C4 O2 Al1 . . 130.63(13)
C7 O3 Al1 . . 130.76(12)
C2 C1 H1A . . 109.5
C2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
C2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
O1 C2 C3 . . 122.47(17)
O1 C2 C1 . . 116.0(2)
C3 C2 C1 . . 121.5(2)
C2 C3 C4 . . 123.97(18)
C2 C3 Cl1 . . 118.44(16)
C4 C3 Cl1 . . 117.59(17)
O2 C4 C3 . . 122.35(18)
O2 C4 C5 . . 116.20(19)
C3 C4 C5 . . 121.44(19)
C4 C5 H5A . . 109.5
C4 C5 H5B . . 109.5
H5A C5 H5B . . 109.5
C4 C5 H5C . . 109.5
H5A C5 H5C . . 109.5
H5B C5 H5C . . 109.5
C7 C6 H6A . . 109.5
C7 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C7 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
O3 C7 C8 . . 121.98(17)
O3 C7 C6 . . 115.78(17)
C8 C7 C6 . . 122.24(19)
C7 C8 C7 2_655 . 124.4(2)
C7 C8 Cl2 2_655 . 117.82(12)
C7 C8 Cl2 . . 117.82(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Al1 O3 . 1.8741(14)
Al1 O3 2_655 1.8741(14)
Al1 O2 2_655 1.8756(13)
Al1 O2 . 1.8756(13)
Al1 O1 2_655 1.8772(14)
Al1 O1 . 1.8772(14)
Cl1 C3 . 1.748(2)
Cl2 C8 . 1.755(3)
O1 C2 . 1.269(3)
O2 C4 . 1.268(2)
O3 C7 . 1.267(2)
C1 C2 . 1.500(3)
C1 H1A . 0.96
C1 H1B . 0.96
C1 H1C . 0.96
C2 C3 . 1.389(3)
C3 C4 . 1.395(3)
C4 C5 . 1.495(3)
C5 H5A . 0.96
C5 H5B . 0.96
C5 H5C . 0.96
C6 C7 . 1.500(3)
C6 H6A . 0.96
C6 H6B . 0.96
C6 H6C . 0.96
C7 C8 . 1.396(2)
C8 C7 2_655 1.396(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C6 H6A Cl1 7_555 0.96 2.94 3.796(2) 149.2
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O3 Al1 O1 C2 . . -89.43(17)
O2 Al1 O1 C2 2_655 . -177.70(17)
O2 Al1 O1 C2 . . 2.83(18)
O1 Al1 O1 C2 2_655 . 92.36(17)
O3 Al1 O2 C4 . . 87.74(18)
O3 Al1 O2 C4 2_655 . 177.79(18)
O1 Al1 O2 C4 2_655 . -93.12(18)
O1 Al1 O2 C4 . . -1.34(18)
O3 Al1 O3 C7 2_655 . 1.05(13)
O2 Al1 O3 C7 2_655 . -91.21(17)
O2 Al1 O3 C7 . . 89.32(16)
O1 Al1 O3 C7 . . 179.24(16)
Al1 O1 C2 C3 . . -2.7(3)
Al1 O1 C2 C1 . . 176.98(15)
O1 C2 C3 C4 . . 0.2(3)
C1 C2 C3 C4 . . -179.5(2)
O1 C2 C3 Cl1 . . 179.76(15)
C1 C2 C3 Cl1 . . 0.1(3)
Al1 O2 C4 C3 . . -0.2(3)
Al1 O2 C4 C5 . . 179.99(15)
C2 C3 C4 O2 . . 1.3(3)
Cl1 C3 C4 O2 . . -178.31(15)
C2 C3 C4 C5 . . -179.0(2)
Cl1 C3 C4 C5 . . 1.4(3)
Al1 O3 C7 C8 . . -2.0(3)
Al1 O3 C7 C6 . . 178.65(13)
O3 C7 C8 C7 . 2_655 1.01(12)
C6 C7 C8 C7 . 2_655 -179.72(19)
O3 C7 C8 Cl2 . . -178.99(12)
C6 C7 C8 Cl2 . . 0.28(19)
