#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:46:33 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178581 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/92/4069287.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_4069287
loop_
_publ_author_name
'Burlakov, Vladimir V.'
'Beweries, Torsten'
'Bogdanov, Vyacheslav S.'
'Arndt, Perdita'
'Baumann, Wolfgang'
'Petrovskii, Pavel V.'
'Spannenberg, Anke'
'Lyssenko, Konstantin A.'
'Shur, Vladimir B.'
'Rosenthal, Uwe'
_publ_section_title
;
 Synthesis and Isolation of Di-n-butylhafnocene and Its Application as a
 Versatile Starting Material for the Synthesis of New Hafnacycles
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2864
_journal_paper_doi               10.1021/om900122w
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C64 H52 Hf2'
_chemical_formula_weight         1178.04
_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                 102.212(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.8491(2)
_cell_length_b                   26.7157(5)
_cell_length_c                   11.3534(3)
_cell_measurement_reflns_used    30747
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      1.52
_cell_volume                     2326.87(10)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       ω
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0167
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27477
_diffrn_reflns_theta_full        26.70
_diffrn_reflns_theta_max         26.70
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    4.501
_exptl_absorpt_correction_T_max  0.7049
_exptl_absorpt_correction_T_min  0.4833
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'X-SHAPE (STOE & CIE, 2005)'
_exptl_crystal_colour            red-orange
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4912
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0173
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0264P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0378
_refine_ls_wR_factor_ref         0.0388
_reflns_number_gt                4270
_reflns_number_total             4912
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900122w_si_005.cif
_cod_data_source_block           ks924
_cod_original_cell_volume        2326.88(10)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4069287
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
C1 C 0.3661(3) 0.05242(8) 0.6282(2) 0.0236(5) Uani 1 1 d .
C2 C 0.4417(3) 0.02084(8) 0.5621(2) 0.0236(4) Uani 1 1 d .
C3 C 0.5357(3) 0.03380(9) 0.4605(2) 0.0244(5) Uani 1 1 d .
C4 C 0.5606(3) 0.07968(8) 0.4168(2) 0.0232(5) Uani 1 1 d .
C5 C 0.6162(3) 0.08948(8) 0.3032(2) 0.0243(5) Uani 1 1 d .
C6 C 0.7268(3) 0.12930(9) 0.2936(2) 0.0297(5) Uani 1 1 d .
H6 H 0.7640 0.1508 0.3608 0.036 Uiso 1 1 calc R
C7 C 0.7837(4) 0.13816(11) 0.1878(2) 0.0360(6) Uani 1 1 d .
H7 H 0.8620 0.1649 0.1838 0.043 Uiso 1 1 calc R
C8 C 0.7268(4) 0.10813(11) 0.0882(3) 0.0396(6) Uani 1 1 d .
H8 H 0.7669 0.1139 0.0161 0.048 Uiso 1 1 calc R
C9 C 0.6115(4) 0.06983(11) 0.0940(2) 0.0372(6) Uani 1 1 d .
H9 H 0.5688 0.0499 0.0248 0.045 Uiso 1 1 calc R
C10 C 0.5573(3) 0.06014(9) 0.2001(2) 0.0295(5) Uani 1 1 d .
H10 H 0.4791 0.0332 0.2031 0.035 Uiso 1 1 calc R
C11 C 0.2428(3) 0.03841(8) 0.7027(2) 0.0243(5) Uani 1 1 d .
C12 C 0.2406(4) 0.06232(9) 0.8116(2) 0.0308(5) Uani 1 1 d .
H12 H 0.3223 0.0882 0.8391 0.037 Uiso 1 1 calc R
C13 C 0.1218(4) 0.04907(10) 0.8802(2) 0.0362(6) Uani 1 1 d .
H13 H 0.1261 0.0649 0.9558 0.043 Uiso 1 1 calc R
C14 C -0.0031(4) 0.01302(10) 0.8399(3) 0.0366(6) Uani 1 1 d .
H14 H -0.0845 0.0039 0.8873 0.044 Uiso 1 1 calc R
C15 C -0.0081(4) -0.00962(10) 0.7301(3) 0.0346(6) Uani 1 1 d .
H15 H -0.0963 -0.0335 0.7002 0.042 Uiso 1 1 calc R
C16 C 0.1144(3) 0.00222(9) 0.6633(2) 0.0284(5) Uani 1 1 d .
H16 H 0.1115 -0.0145 0.5891 0.034 Uiso 1 1 calc R
C17 C 0.7812(3) 0.11538(11) 0.6636(2) 0.0360(6) Uani 1 1 d .
H17 H 0.8513 0.0906 0.6372 0.043 Uiso 1 1 calc R
C18 C 0.7567(4) 0.16436(12) 0.6206(3) 0.0420(7) Uani 1 1 d .
H18 H 0.8065 0.1786 0.5590 0.050 Uiso 1 1 calc R
C19 C 0.6473(4) 0.18867(10) 0.6833(3) 0.0452(8) Uani 1 1 d .
H19 H 0.6113 0.2226 0.6733 0.054 Uiso 1 1 calc R
C20 C 0.5993(4) 0.15457(11) 0.7635(3) 0.0399(6) Uani 1 1 d .
H20 H 0.5225 0.1609 0.8162 0.048 Uiso 1 1 calc R
C21 C 0.6841(4) 0.10946(10) 0.7526(2) 0.0343(6) Uani 1 1 d .
H21 H 0.6770 0.0799 0.7977 0.041 Uiso 1 1 calc R
C22 C 0.2864(4) 0.19933(10) 0.5175(3) 0.0468(8) Uani 1 1 d .
H22 H 0.3280 0.2296 0.5575 0.056 Uiso 1 1 calc R
C23 C 0.3163(4) 0.18342(11) 0.4072(3) 0.0413(7) Uani 1 1 d .
H23 H 0.3847 0.2003 0.3599 0.050 Uiso 1 1 calc R
C24 C 0.2279(3) 0.13814(11) 0.3781(2) 0.0351(6) Uani 1 1 d .
H24 H 0.2238 0.1192 0.3068 0.042 Uiso 1 1 calc R
C25 C 0.1467(3) 0.12576(10) 0.4724(2) 0.0334(5) Uani 1 1 d .
H25 H 0.0776 0.0968 0.4763 0.040 Uiso 1 1 calc R
C26 C 0.1844(4) 0.16322(11) 0.5600(3) 0.0407(7) Uani 1 1 d .
H26 H 0.1477 0.1641 0.6345 0.049 Uiso 1 1 calc R
Hf1 Hf 0.466066(11) 0.121795(3) 0.559227(8) 0.02053(4) Uani 1 1 d .
C27 C 0.4205(2) 0.21573(8) 1.0057(2) 0.0488(8) Uani 1 1 d G
D27 H 0.5400 0.2224 1.0386 0.059 Uiso 1 1 calc R
C28 C 0.3285(3) 0.18292(8) 1.06414(16) 0.0459(7) Uani 1 1 d G
D28 H 0.3851 0.1671 1.1369 0.055 Uiso 1 1 calc R
C29 C 0.1536(3) 0.17321(8) 1.0161(2) 0.0539(8) Uani 1 1 d G
D29 H 0.0907 0.1508 1.0560 0.065 Uiso 1 1 calc R
C30 C 0.0707(2) 0.19631(10) 0.9097(2) 0.0683(12) Uani 1 1 d G
D30 H -0.0488 0.1897 0.8768 0.082 Uiso 1 1 calc R
C31 C 0.1627(4) 0.22911(9) 0.85124(17) 0.0743(14) Uani 1 1 d G
D31 H 0.1061 0.2449 0.7785 0.089 Uiso 1 1 calc R
C32 C 0.3376(3) 0.23882(7) 0.8993(2) 0.0609(10) Uani 1 1 d G
D32 H 0.4005 0.2612 0.8593 0.073 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'
Hf Hf -0.5830 6.1852 '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
C2 C1 C11 125.8(2) . .
C2 C1 Hf1 95.55(16) . .
C11 C1 Hf1 138.10(16) . .
C1 C2 C3 141.9(2) . 3_656
C1 C2 C3 128.0(2) . .
C3 C2 C3 89.87(19) 3_656 .
C1 C2 Hf1 54.74(13) . .
C3 C2 Hf1 163.27(17) 3_656 .
C3 C2 Hf1 73.70(12) . .
C4 C3 C2 142.0(2) . 3_656
C4 C3 C2 127.6(2) . .
C2 C3 C2 90.13(19) 3_656 .
C4 C3 Hf1 54.74(13) . .
C2 C3 Hf1 163.18(17) 3_656 .
C2 C3 Hf1 73.35(12) . .
C3 C4 C5 125.2(2) . .
C3 C4 Hf1 95.48(16) . .
C5 C4 Hf1 139.03(16) . .
C6 C5 C10 117.5(2) . .
C6 C5 C4 120.7(2) . .
C10 C5 C4 121.7(2) . .
C7 C6 C5 121.2(2) . .
C8 C7 C6 120.1(3) . .
C9 C8 C7 119.6(3) . .
C8 C9 C10 120.5(3) . .
C9 C10 C5 120.9(2) . .
C12 C11 C16 117.1(2) . .
C12 C11 C1 122.0(2) . .
C16 C11 C1 120.8(2) . .
C13 C12 C11 121.3(2) . .
C14 C13 C12 120.5(3) . .
C15 C14 C13 119.2(3) . .
C14 C15 C16 120.4(2) . .
C15 C16 C11 121.4(2) . .
C18 C17 C21 107.7(3) . .
C18 C17 Hf1 73.87(15) . .
C21 C17 Hf1 73.46(15) . .
C19 C18 C17 108.3(3) . .
C19 C18 Hf1 74.31(16) . .
C17 C18 Hf1 73.88(15) . .
C18 C19 C20 108.1(3) . .
C18 C19 Hf1 73.67(16) . .
C20 C19 Hf1 72.75(15) . .
C21 C20 C19 107.8(3) . .
C21 C20 Hf1 74.20(15) . .
C19 C20 Hf1 74.93(17) . .
C20 C21 C17 108.1(3) . .
C20 C21 Hf1 73.37(15) . .
C17 C21 Hf1 74.19(15) . .
C23 C22 C26 108.5(3) . .
C23 C22 Hf1 73.76(16) . .
C26 C22 Hf1 72.82(16) . .
C22 C23 C24 107.9(3) . .
C22 C23 Hf1 73.89(16) . .
C24 C23 Hf1 74.33(15) . .
C25 C24 C23 108.0(3) . .
C25 C24 Hf1 73.29(14) . .
C23 C24 Hf1 73.17(15) . .
C24 C25 C26 108.3(3) . .
C24 C25 Hf1 74.31(14) . .
C26 C25 Hf1 72.86(15) . .
C25 C26 C22 107.3(3) . .
C25 C26 Hf1 74.46(15) . .
C22 C26 Hf1 74.39(16) . .
C1 Hf1 C4 91.78(8) . .
C1 Hf1 C26 89.40(10) . .
C4 Hf1 C26 131.69(9) . .
C1 Hf1 C20 94.31(10) . .
C4 Hf1 C20 135.73(9) . .
C26 Hf1 C20 92.22(10) . .
C1 Hf1 C23 130.23(9) . .
C4 Hf1 C23 90.66(10) . .
C26 Hf1 C23 54.28(11) . .
C20 Hf1 C23 117.12(10) . .
C1 Hf1 C22 122.20(10) . .
C4 Hf1 C22 123.00(10) . .
C26 Hf1 C22 32.80(11) . .
C20 Hf1 C22 89.65(10) . .
C23 Hf1 C22 32.35(11) . .
C1 Hf1 C25 76.95(9) . .
C4 Hf1 C25 101.30(9) . .
C26 Hf1 C25 32.68(9) . .
C20 Hf1 C25 122.79(9) . .
C23 Hf1 C25 53.90(9) . .
C22 Hf1 C25 53.78(9) . .
C1 Hf1 C21 78.92(9) . .
C4 Hf1 C21 107.46(9) . .
C26 Hf1 C21 120.09(10) . .
C20 Hf1 C21 32.43(9) . .
C23 Hf1 C21 145.99(9) . .
C22 Hf1 C21 122.00(10) . .
C25 Hf1 C21 142.73(9) . .
C1 Hf1 C24 100.18(9) . .
C4 Hf1 C24 78.30(9) . .
C26 Hf1 C24 54.06(10) . .
C20 Hf1 C24 142.66(10) . .
C23 Hf1 C24 32.50(9) . .
C22 Hf1 C24 53.57(10) . .
C25 Hf1 C24 32.40(9) . .
C21 Hf1 C24 174.16(9) . .
C1 Hf1 C18 130.42(9) . .
C4 Hf1 C18 90.44(10) . .
C26 Hf1 C18 123.81(11) . .
C20 Hf1 C18 53.52(10) . .
C23 Hf1 C18 99.25(10) . .
C22 Hf1 C18 96.92(10) . .
C25 Hf1 C18 150.25(9) . .
C21 Hf1 C18 53.42(9) . .
C24 Hf1 C18 128.65(9) . .
C1 Hf1 C17 99.38(9) . .
C4 Hf1 C17 82.06(9) . .
C26 Hf1 C17 145.11(9) . .
C20 Hf1 C17 53.69(9) . .
C23 Hf1 C17 130.14(10) . .
C22 Hf1 C17 127.36(9) . .
C25 Hf1 C17 175.02(9) . .
C21 Hf1 C17 32.35(9) . .
C24 Hf1 C17 152.57(10) . .
C18 Hf1 C17 32.25(10) . .
C1 Hf1 C19 126.50(10) . .
C4 Hf1 C19 122.00(10) . .
C26 Hf1 C19 94.59(10) . .
C20 Hf1 C19 32.32(11) . .
C23 Hf1 C19 92.66(10) . .
C22 Hf1 C19 75.34(9) . .
C25 Hf1 C19 126.30(9) . .
C21 Hf1 C19 53.34(9) . .
C24 Hf1 C19 124.72(9) . .
C18 Hf1 C19 32.01(11) . .
C17 Hf1 C19 53.26(9) . .
C28 C27 C32 120.0 . .
C29 C28 C27 120.0 . .
C30 C29 C28 120.0 . .
C31 C30 C29 120.0 . .
C30 C31 C32 120.0 . .
C31 C32 C27 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.347(3) .
C1 C11 1.463(3) .
C1 Hf1 2.219(2) .
C2 C3 1.499(3) 3_656
C2 C3 1.535(3) .
C2 Hf1 2.704(2) .
C3 C4 1.352(3) .
C3 C2 1.499(3) 3_656
C3 Hf1 2.709(2) .
C4 C5 1.470(3) .
C4 Hf1 2.223(2) .
C5 C6 1.392(3) .
C5 C10 1.404(3) .
C6 C7 1.388(4) .
C7 C8 1.381(4) .
C8 C9 1.377(4) .
C9 C10 1.383(4) .
C11 C12 1.395(4) .
C11 C16 1.400(3) .
C12 C13 1.382(4) .
C13 C14 1.381(4) .
C14 C15 1.379(4) .
C15 C16 1.381(4) .
C17 C18 1.396(4) .
C17 C21 1.397(4) .
C17 Hf1 2.512(2) .
C18 C19 1.388(5) .
C18 Hf1 2.512(3) .
C19 C20 1.395(5) .
C19 Hf1 2.520(3) .
C20 C21 1.395(4) .
C20 Hf1 2.493(3) .
C21 Hf1 2.503(2) .
C22 C23 1.389(5) .
C22 C26 1.403(5) .
C22 Hf1 2.494(3) .
C23 C24 1.399(4) .
C23 Hf1 2.493(3) .
C24 C25 1.396(4) .
C24 Hf1 2.507(2) .
C25 C26 1.398(4) .
C25 Hf1 2.494(2) .
C26 Hf1 2.474(3) .
C27 C28 1.3900 .
C27 C32 1.3900 .
C28 C29 1.3900 .
C29 C30 1.3900 .
C30 C31 1.3900 .
C31 C32 1.3900 .
