#------------------------------------------------------------------------------
#$Date: 2016-02-21 11:56:54 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176809 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/05/2240535.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_2240535
loop_
_publ_author_name
'Pérez-Redondo, Adrián'
'Varela-Izquierdo, Víctor'
'Yélamos, Carlos'
_publ_section_title
;
 Crystal structure of
 (1,3-di-tert-butyl-η⁵-cyclopentadienyl)trimethylhafnium(IV)
;
_journal_coeditor_code           WM5139
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m100
_journal_page_last               m101
_journal_paper_doi               10.1107/S205698901500585X
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '[Hf (C H3)3 (C13 H21)]'
_chemical_formula_moiety         'C16 H30 Hf'
_chemical_formula_sum            'C16 H30 Hf'
_chemical_formula_weight         400.89
_chemical_name_systematic
;
(1,3-Di-tert-butyl-η⁵-cyclopentadienyl)trimethylhafnium(IV)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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   direct
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 109.63(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.238(3)
_cell_length_b                   9.613(2)
_cell_length_c                   14.486(3)
_cell_measurement_reflns_used    117
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      21
_cell_measurement_theta_min      3
_cell_volume                     1736.3(7)
_computing_cell_refinement
;
DIRAX (Duisenberg et al., 2000)
;
_computing_data_collection
;
COLLECT (Nonius, 1998)
;
_computing_data_reduction
;
EvalCCD (Duisenberg et al., 2003)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014/7 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1001
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29484
_diffrn_reflns_reduction_process
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25.232
_diffrn_reflns_theta_min         3.268
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.99
_exptl_absorpt_correction_T_max  0.531
_exptl_absorpt_correction_T_min  0.297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(Blessing, 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.415
_refine_diff_density_min         -1.348
_refine_ls_extinction_coef       0.0113(4)
_refine_ls_extinction_method
;
SHELXL-2014/7 (Sheldrick, 2015)
;
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     164
_refine_ls_number_reflns         3136
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0270P)²+1.4700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.073
_reflns_number_gt                2471
_reflns_number_total             3136
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wm5139sup1.cif
_cod_data_source_block           I
_cod_database_code               2240535
_cod_database_fobs_code          2240535
loop_
_space_group_symop_operation_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_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_occupancy
C C1 0.0972(5) -0.0651(7) 0.2994(4) 0.0639(18) Uani d 1
H H1A 0.0395 -0.1199 0.3098 0.096 Uiso calc 1
H H1B 0.1367 -0.1231 0.2675 0.096 Uiso calc 1
H H1C 0.0664 0.015 0.2576 0.096 Uiso calc 1
C C2 0.3457(5) 0.0906(7) 0.4060(5) 0.0643(18) Uani d 1
H H2A 0.4003 0.0178 0.4168 0.096 Uiso calc 1
H H2B 0.376 0.1704 0.4483 0.096 Uiso calc 1
H H2C 0.3221 0.1199 0.3372 0.096 Uiso calc 1
C C3 0.1226(5) 0.2003(6) 0.4579(5) 0.069(2) Uani d 1
H H3A 0.0907 0.2447 0.3937 0.103 Uiso calc 1
H H3B 0.1737 0.2644 0.5024 0.103 Uiso calc 1
H H3C 0.066 0.177 0.4848 0.103 Uiso calc 1
C C11 0.2768(4) -0.0503(5) 0.6213(4) 0.0337(11) Uani d 1
C C12 0.3349(4) -0.1313(5) 0.5761(3) 0.0338(11) Uani d 1
H H12 0.4093 -0.1215 0.5863 0.041 Uiso calc 1
C C13 0.2663(4) -0.2296(5) 0.5131(3) 0.0326(11) Uani d 1
C C14 0.1638(4) -0.2058(5) 0.5167(4) 0.0347(11) Uani d 1
H H14 0.1007 -0.2555 0.4809 0.042 Uiso calc 1
C C15 0.1698(4) -0.0956(5) 0.5824(4) 0.0361(12) Uani d 1
H H15 0.1111 -0.058 0.5979 0.043 Uiso calc 1
C C16 0.3228(4) 0.0569(6) 0.7029(4) 0.0464(14) Uani d 1
C C17 0.2339(6) 0.1215(8) 0.7320(5) 0.085(2) Uani d 1
H H17A 0.1948 0.0483 0.753 0.127 Uiso calc 1
H H17B 0.1845 0.1712 0.6758 0.127 Uiso calc 1
H H17C 0.2646 0.1869 0.786 0.127 Uiso calc 1
C C18 0.3969(6) -0.0205(6) 0.7922(5) 0.076(2) Uani d 1
H H18A 0.4239 0.0443 0.8472 0.113 Uiso calc 1
H H18B 0.4574 -0.0601 0.7764 0.113 Uiso calc 1
H H18C 0.357 -0.0955 0.8102 0.113 Uiso calc 1
C C19 0.3869(6) 0.1672(6) 0.6724(5) 0.077(2) Uani d 1
H H19A 0.3404 0.2161 0.6144 0.116 Uiso calc 1
H H19B 0.4462 0.1232 0.6571 0.116 Uiso calc 1
H H19C 0.4158 0.2338 0.7261 0.116 Uiso calc 1
C C20 0.3013(4) -0.3463(5) 0.4585(4) 0.0425(13) Uani d 1
C C21 0.3666(6) -0.4500(6) 0.5375(5) 0.071(2) Uani d 1
H H21A 0.4269 -0.4014 0.585 0.106 Uiso calc 1
H H21B 0.3938 -0.5248 0.5064 0.106 Uiso calc 1
H H21C 0.3204 -0.4896 0.5714 0.106 Uiso calc 1
C C22 0.2040(5) -0.4224(6) 0.3889(5) 0.0629(18) Uani d 1
H H22A 0.1602 -0.4593 0.426 0.094 Uiso calc 1
H H22B 0.2283 -0.4992 0.3571 0.094 Uiso calc 1
H H22C 0.1611 -0.3574 0.3389 0.094 Uiso calc 1
C C23 0.3706(5) -0.2918(7) 0.4017(5) 0.0697(19) Uani d 1
H H23A 0.3286 -0.2277 0.3507 0.105 Uiso calc 1
H H23B 0.3953 -0.3699 0.3714 0.105 Uiso calc 1
H H23C 0.4327 -0.2427 0.4465 0.105 Uiso calc 1
Hf Hf1 0.20704(2) 0.00819(2) 0.44138(2) 0.03781(13) Uani d 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'
Hf Hf -0.583 6.1852 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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_publ_flag
Hf1 C1 H1A 109.5 ?
Hf1 C1 H1B 109.5 ?
H1A C1 H1B 109.5 ?
Hf1 C1 H1C 109.5 ?
H1A C1 H1C 109.5 ?
H1B C1 H1C 109.5 ?
Hf1 C2 H2A 109.5 ?
Hf1 C2 H2B 109.5 ?
H2A C2 H2B 109.5 ?
Hf1 C2 H2C 109.5 ?
H2A C2 H2C 109.5 ?
H2B C2 H2C 109.5 ?
Hf1 C3 H3A 109.5 ?
Hf1 C3 H3B 109.5 ?
H3A C3 H3B 109.5 ?
Hf1 C3 H3C 109.5 ?
H3A C3 H3C 109.5 ?
H3B C3 H3C 109.5 ?
C12 C11 C15 106.1(4) ?
C12 C11 C16 126.5(4) ?
C15 C11 C16 127.2(5) ?
C12 C11 Hf1 73.0(3) ?
C15 C11 Hf1 71.6(3) ?
C16 C11 Hf1 124.1(4) ?
C11 C12 C13 109.8(4) ?
C11 C12 Hf1 74.5(3) ?
C13 C12 Hf1 74.6(3) ?
C11 C12 H12 125.1 ?
C13 C12 H12 125.1 ?
Hf1 C12 H12 117.6 ?
C14 C13 C12 106.8(4) ?
C14 C13 C20 127.3(4) ?
C12 C13 C20 125.7(4) ?
C14 C13 Hf1 72.3(3) ?
C12 C13 Hf1 72.7(3) ?
C20 C13 Hf1 123.8(3) ?
C13 C14 C15 108.3(4) ?
C13 C14 Hf1 75.4(3) ?
C15 C14 Hf1 72.8(3) ?
C13 C14 H14 125.9 ?
C15 C14 H14 125.9 ?
Hf1 C14 H14 117.8 ?
C11 C15 C14 108.9(4) ?
C11 C15 Hf1 75.6(3) ?
C14 C15 Hf1 74.1(3) ?
C11 C15 H15 125.5 ?
C14 C15 H15 125.5 ?
Hf1 C15 H15 116.7 ?
C17 C16 C19 111.0(6) ?
C17 C16 C18 107.6(6) ?
C19 C16 C18 108.9(5) ?
C17 C16 C11 110.3(5) ?
C19 C16 C11 111.3(5) ?
C18 C16 C11 107.5(5) ?
C16 C17 H17A 109.5 ?
C16 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
C16 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
C16 C18 H18A 109.5 ?
C16 C18 H18B 109.5 ?
H18A C18 H18B 109.5 ?
C16 C18 H18C 109.5 ?
H18A C18 H18C 109.5 ?
H18B C18 H18C 109.5 ?
C16 C19 H19A 109.5 ?
C16 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C16 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
C23 C20 C22 109.6(5) ?
C23 C20 C13 111.8(4) ?
C22 C20 C13 110.9(4) ?
C23 C20 C21 109.6(5) ?
C22 C20 C21 108.5(5) ?
C13 C20 C21 106.3(4) ?
C20 C21 H21A 109.5 ?
C20 C21 H21B 109.5 ?
H21A C21 H21B 109.5 ?
C20 C21 H21C 109.5 ?
H21A C21 H21C 109.5 ?
H21B C21 H21C 109.5 ?
C20 C22 H22A 109.5 ?
C20 C22 H22B 109.5 ?
H22A C22 H22B 109.5 ?
C20 C22 H22C 109.5 ?
H22A C22 H22C 109.5 ?
H22B C22 H22C 109.5 ?
C20 C23 H23A 109.5 ?
C20 C23 H23B 109.5 ?
H23A C23 H23B 109.5 ?
C20 C23 H23C 109.5 ?
H23A C23 H23C 109.5 ?
H23B C23 H23C 109.5 ?
C1 Hf1 C2 103.7(2) y
C1 Hf1 C3 99.7(2) y
C2 Hf1 C3 102.4(3) y
C1 Hf1 C15 113.1(2) ?
C2 Hf1 C15 138.5(2) ?
C3 Hf1 C15 90.0(2) ?
C1 Hf1 C14 88.1(2) ?
C2 Hf1 C14 136.9(2) ?
C3 Hf1 C14 116.4(2) ?
C15 Hf1 C14 33.1(2) ?
C1 Hf1 C12 128.3(2) ?
C2 Hf1 C12 88.6(2) ?
C3 Hf1 C12 126.7(2) ?
C15 Hf1 C12 53.7(2) ?
C14 Hf1 C12 53.8(2) ?
C1 Hf1 C11 142.6(2) ?
C2 Hf1 C11 106.0(2) ?
C3 Hf1 C11 95.6(2) ?
C15 Hf1 C11 32.7(2) ?
C14 Hf1 C11 54.5(2) ?
C12 Hf1 C11 32.5(2) ?
C1 Hf1 C13 96.4(2) ?
C2 Hf1 C13 104.6(2) ?
C3 Hf1 C13 144.1(2) ?
C15 Hf1 C13 54.1(2) ?
C14 Hf1 C13 32.3(2) ?
C12 Hf1 C13 32.6(2) ?
C11 Hf1 C13 54.3(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 Hf1 2.198(6) y
C1 H1A 0.98 ?
C1 H1B 0.98 ?
C1 H1C 0.98 ?
C2 Hf1 2.211(6) y
C2 H2A 0.98 ?
C2 H2B 0.98 ?
C2 H2C 0.98 ?
C3 Hf1 2.213(6) y
C3 H3A 0.98 ?
C3 H3B 0.98 ?
C3 H3C 0.98 ?
C11 C12 1.402(7) ?
C11 C15 1.406(6) ?
C11 C16 1.531(7) ?
C11 Hf1 2.519(5) y
C12 C13 1.412(6) ?
C12 Hf1 2.500(4) y
C12 H12 0.95 ?
C13 C14 1.395(6) ?
C13 C20 1.531(7) ?
C13 Hf1 2.524(4) y
C14 C15 1.409(7) ?
C14 Hf1 2.484(5) y
C14 H14 0.95 ?
C15 Hf1 2.468(5) y
C15 H15 0.95 ?
C16 C17 1.511(9) ?
C16 C19 1.513(8) ?
C16 C18 1.529(8) ?
C17 H17A 0.98 ?
C17 H17B 0.98 ?
C17 H17C 0.98 ?
C18 H18A 0.98 ?
C18 H18B 0.98 ?
C18 H18C 0.98 ?
C19 H19A 0.98 ?
C19 H19B 0.98 ?
C19 H19C 0.98 ?
C20 C23 1.517(8) ?
C20 C22 1.530(7) ?
C20 C21 1.545(7) ?
C21 H21A 0.98 ?
C21 H21B 0.98 ?
C21 H21C 0.98 ?
C22 H22A 0.98 ?
C22 H22B 0.98 ?
C22 H22C 0.98 ?
C23 H23A 0.98 ?
C23 H23B 0.98 ?
C23 H23C 0.98 ?
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
C15 C11 C12 C13 -2.5(6)
C16 C11 C12 C13 172.8(5)
Hf1 C11 C12 C13 -66.9(3)
C15 C11 C12 Hf1 64.5(3)
C16 C11 C12 Hf1 -120.2(5)
C11 C12 C13 C14 2.1(5)
Hf1 C12 C13 C14 -64.7(3)
C11 C12 C13 C20 -173.5(5)
Hf1 C12 C13 C20 119.6(5)
C11 C12 C13 Hf1 66.8(3)
C12 C13 C14 C15 -1.0(5)
C20 C13 C14 C15 174.6(5)
Hf1 C13 C14 C15 -66.0(3)
C12 C13 C14 Hf1 65.0(3)
C20 C13 C14 Hf1 -119.4(5)
C12 C11 C15 C14 1.8(6)
C16 C11 C15 C14 -173.4(5)
Hf1 C11 C15 C14 67.3(3)
C12 C11 C15 Hf1 -65.4(3)
C16 C11 C15 Hf1 119.3(5)
C13 C14 C15 C11 -0.6(6)
Hf1 C14 C15 C11 -68.3(3)
C13 C14 C15 Hf1 67.7(3)
C12 C11 C16 C17 -179.8(6)
C15 C11 C16 C17 -5.4(8)
Hf1 C11 C16 C17 86.6(6)
C12 C11 C16 C19 56.5(8)
C15 C11 C16 C19 -129.2(6)
Hf1 C11 C16 C19 -37.1(6)
C12 C11 C16 C18 -62.7(7)
C15 C11 C16 C18 111.6(6)
Hf1 C11 C16 C18 -156.3(5)
C14 C13 C20 C23 134.0(5)
C12 C13 C20 C23 -51.3(7)
Hf1 C13 C20 C23 41.1(6)
C14 C13 C20 C22 11.3(7)
C12 C13 C20 C22 -174.0(5)
Hf1 C13 C20 C22 -81.6(5)
C14 C13 C20 C21 -106.5(6)
C12 C13 C20 C21 68.2(7)
Hf1 C13 C20 C21 160.6(4)
