#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:42:30 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178610 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/21/4072133.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_4072133
loop_
_publ_author_name
'Klahn, Marcus'
'Arndt, Perdita'
'Spannenberg, Anke'
'Gansäuer, Andreas'
'Rosenthal, Uwe'
_publ_section_title
;
 Menthyl-Substituted Group 4 Metallocene Dihalides
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              5846
_journal_paper_doi               10.1021/om800605x
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C30 H46 F2 Zr'
_chemical_formula_weight         535.89
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           77
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4c'
_symmetry_space_group_name_H-M   'P 42'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.502(2)
_cell_length_b                   15.502(2)
_cell_length_c                   5.8576(12)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    200(2)
_cell_volume                     1407.7(4)
_computing_data_collection       STOE-X-AREA
_computing_molecular_graphics    XP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'STOE IPDS II'
_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  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0235
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            27083
_diffrn_reflns_theta_full        29.13
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.419
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.902
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         3599
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.902
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0179
_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)+(0.0267P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0400
_refine_ls_wR_factor_ref         0.0411
_reflns_number_gt                2925
_reflns_number_total             3599
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800605x_si_001.cif
_cod_data_source_block           ks622
_cod_original_cell_volume        1407.6(4)
_cod_original_sg_symbol_H-M      P4(2)
_cod_database_code               4072133
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z+1/2'
'y, -x, 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 0.60472(8) 0.96464(10) 0.4208(3) 0.0263(3) Uani 1 1 d .
H1 H 0.5847 0.9319 0.5472 0.032 Uiso 1 1 calc R
C2 C 0.60173(9) 1.05524(10) 0.4021(3) 0.0303(3) Uani 1 1 d .
H2 H 0.5792 1.0939 0.5130 0.036 Uiso 1 1 calc R
C3 C 0.63774(8) 1.07853(9) 0.1912(3) 0.0301(3) Uani 1 1 d .
H3 H 0.6450 1.1357 0.1359 0.036 Uiso 1 1 calc R
C4 C 0.66125(8) 1.00205(9) 0.0754(3) 0.0270(4) Uani 1 1 d .
H4 H 0.6854 0.9989 -0.0734 0.032 Uiso 1 1 calc R
C5 C 0.64251(8) 0.93061(9) 0.2200(3) 0.0247(3) Uani 1 1 d .
C6 C 0.65951(8) 0.83685(9) 0.1683(3) 0.0278(3) Uani 1 1 d .
H6A H 0.6513 0.8280 0.0006 0.033 Uiso 1 1 calc R
C7 C 0.75313(9) 0.81076(10) 0.2285(3) 0.0316(3) Uani 1 1 d .
H7A H 0.7598 0.8193 0.3968 0.038 Uiso 1 1 calc R
C8 C 0.76592(11) 0.71424(10) 0.1829(4) 0.0439(4) Uani 1 1 d .
H8A H 0.7597 0.7031 0.0173 0.053 Uiso 1 1 calc R
H8B H 0.8252 0.6976 0.2280 0.053 Uiso 1 1 calc R
C9 C 0.70152(13) 0.65878(12) 0.3129(4) 0.0511(5) Uani 1 1 d .
H9A H 0.7100 0.6670 0.4790 0.061 Uiso 1 1 calc R
H9B H 0.7119 0.5972 0.2772 0.061 Uiso 1 1 calc R
C10 C 0.60915(12) 0.68235(10) 0.2498(4) 0.0471(5) Uani 1 1 d .
H10A H 0.6008 0.6711 0.0831 0.057 Uiso 1 1 calc R
C11 C 0.59558(10) 0.77828(10) 0.2934(3) 0.0371(4) Uani 1 1 d .
H11A H 0.6004 0.7892 0.4594 0.045 Uiso 1 1 calc R
H11B H 0.5363 0.7940 0.2460 0.045 Uiso 1 1 calc R
C12 C 0.82194(8) 0.86732(9) 0.1127(5) 0.0380(3) Uani 1 1 d .
H12A H 0.8081 0.9287 0.1501 0.046 Uiso 1 1 calc R
C13 C 0.82242(14) 0.85937(13) -0.1478(4) 0.0526(5) Uani 1 1 d .
H13A H 0.8672 0.8970 -0.2112 0.079 Uiso 1 1 calc R
H13B H 0.7660 0.8766 -0.2082 0.079 Uiso 1 1 calc R
H13C H 0.8343 0.7994 -0.1908 0.079 Uiso 1 1 calc R
C14 C 0.91256(11) 0.84904(15) 0.2046(5) 0.0651(6) Uani 1 1 d .
H14A H 0.9544 0.8858 0.1254 0.098 Uiso 1 1 calc R
H14B H 0.9271 0.7883 0.1785 0.098 Uiso 1 1 calc R
H14C H 0.9142 0.8613 0.3686 0.098 Uiso 1 1 calc R
C15 C 0.54354(15) 0.62863(12) 0.3826(6) 0.0693(7) Uani 1 1 d .
H15A H 0.4851 0.6449 0.3357 0.104 Uiso 1 1 calc R
H15B H 0.5505 0.6393 0.5465 0.104 Uiso 1 1 calc R
H15C H 0.5529 0.5673 0.3508 0.104 Uiso 1 1 calc R
F1 F 0.50547(6) 0.90481(5) -0.11475(17) 0.03255(19) Uani 1 1 d .
Zr1 Zr 0.5000 1.0000 0.10617(6) 0.02089(4) Uani 1 2 d S
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 '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 C5 108.66(14) . .
C2 C1 Zr1 72.82(9) . .
C5 C1 Zr1 74.91(8) . .
C3 C2 C1 108.18(14) . .
C3 C2 Zr1 74.22(9) . .
C1 C2 Zr1 74.51(9) . .
C2 C3 C4 108.02(13) . .
C2 C3 Zr1 73.21(8) . .
C4 C3 Zr1 73.57(7) . .
C3 C4 C5 108.31(14) . .
C3 C4 Zr1 73.68(7) . .
C5 C4 Zr1 75.16(7) . .
C1 C5 C4 106.78(12) . .
C1 C5 C6 126.74(13) . .
C4 C5 C6 126.47(13) . .
C1 C5 Zr1 72.61(8) . .
C4 C5 Zr1 72.10(7) . .
C6 C5 Zr1 120.41(9) . .
C5 C6 C11 111.25(12) . .
C5 C6 C7 111.72(11) . .
C11 C6 C7 110.06(12) . .
C8 C7 C12 112.94(14) . .
C8 C7 C6 109.68(13) . .
C12 C7 C6 113.62(12) . .
C9 C8 C7 112.30(14) . .
C8 C9 C10 111.08(15) . .
C9 C10 C11 108.85(15) . .
C9 C10 C15 111.80(17) . .
C11 C10 C15 110.78(17) . .
C10 C11 C6 114.16(14) . .
C13 C12 C14 109.34(17) . .
C13 C12 C7 113.40(17) . .
C14 C12 C7 112.06(16) . .
F1 Zr1 F1 97.59(6) 2_675 .
F1 Zr1 C2 103.12(5) 2_675 .
F1 Zr1 C2 133.49(4) . .
F1 Zr1 C2 133.49(4) 2_675 2_675
F1 Zr1 C2 103.12(5) . 2_675
C2 Zr1 C2 91.99(8) . 2_675
F1 Zr1 C4 89.20(4) 2_675 .
F1 Zr1 C4 85.36(5) . .
C2 Zr1 C4 54.21(5) . .
C2 Zr1 C4 133.22(6) 2_675 .
F1 Zr1 C4 85.36(5) 2_675 2_675
F1 Zr1 C4 89.20(4) . 2_675
C2 Zr1 C4 133.22(6) . 2_675
C2 Zr1 C4 54.21(5) 2_675 2_675
C4 Zr1 C4 171.75(9) . 2_675
F1 Zr1 C3 78.63(5) 2_675 .
F1 Zr1 C3 117.30(4) . .
C2 Zr1 C3 32.57(5) . .
C2 Zr1 C3 124.53(6) 2_675 .
C4 Zr1 C3 32.75(5) . .
C4 Zr1 C3 150.41(4) 2_675 .
F1 Zr1 C3 117.31(4) 2_675 2_675
F1 Zr1 C3 78.63(5) . 2_675
C2 Zr1 C3 124.53(6) . 2_675
C2 Zr1 C3 32.57(5) 2_675 2_675
C4 Zr1 C3 150.41(4) . 2_675
C4 Zr1 C3 32.75(5) 2_675 2_675
C3 Zr1 C3 157.09(8) . 2_675
F1 Zr1 C1 106.92(4) 2_675 2_675
F1 Zr1 C1 132.37(4) . 2_675
C2 Zr1 C1 79.87(5) . 2_675
C2 Zr1 C1 32.67(5) 2_675 2_675
C4 Zr1 C1 133.89(6) . 2_675
C4 Zr1 C1 53.99(5) 2_675 2_675
C3 Zr1 C1 107.34(5) . 2_675
C3 Zr1 C1 53.92(5) 2_675 2_675
F1 Zr1 C1 132.37(4) 2_675 .
F1 Zr1 C1 106.92(4) . .
C2 Zr1 C1 32.67(5) . .
C2 Zr1 C1 79.87(5) 2_675 .
C4 Zr1 C1 53.99(5) . .
C4 Zr1 C1 133.89(6) 2_675 .
C3 Zr1 C1 53.92(5) . .
C3 Zr1 C1 107.34(5) 2_675 .
C1 Zr1 C1 85.82(7) 2_675 .
F1 Zr1 C5 79.50(4) 2_675 2_675
F1 Zr1 C5 121.82(4) . 2_675
C2 Zr1 C5 102.80(5) . 2_675
C2 Zr1 C5 54.17(5) 2_675 2_675
C4 Zr1 C5 151.51(5) . 2_675
C4 Zr1 C5 32.73(5) 2_675 2_675
C3 Zr1 C5 118.80(5) . 2_675
C3 Zr1 C5 54.15(4) 2_675 2_675
C1 Zr1 C5 32.48(5) 2_675 2_675
C1 Zr1 C5 117.38(5) . 2_675
F1 Zr1 C5 121.82(4) 2_675 .
F1 Zr1 C5 79.50(4) . .
C2 Zr1 C5 54.17(5) . .
C2 Zr1 C5 102.80(5) 2_675 .
C4 Zr1 C5 32.73(5) . .
C4 Zr1 C5 151.51(5) 2_675 .
C3 Zr1 C5 54.15(4) . .
C3 Zr1 C5 118.80(5) 2_675 .
C1 Zr1 C5 117.38(5) 2_675 .
C1 Zr1 C5 32.48(5) . .
C5 Zr1 C5 149.64(7) 2_675 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.410(2) .
C1 C5 1.416(2) .
C1 Zr1 2.5164(15) .
C2 C3 1.403(2) .
C2 Zr1 2.4948(15) .
C3 C4 1.414(2) .
C3 Zr1 2.5078(14) .
C4 C5 1.424(2) .
C4 Zr1 2.5063(13) .
C5 C6 1.5079(18) .
C5 Zr1 2.5459(13) .
C6 C11 1.531(2) .
C6 C7 1.5474(19) .
C7 C8 1.533(2) .
C7 C12 1.538(2) .
C8 C9 1.522(3) .
C9 C10 1.523(3) .
C10 C11 1.523(2) .
C10 C15 1.527(3) .
C12 C13 1.531(4) .
C12 C14 1.531(2) .
F1 Zr1 1.9645(9) .
Zr1 F1 1.9645(9) 2_675
Zr1 C2 2.4949(15) 2_675
Zr1 C4 2.5064(13) 2_675
Zr1 C3 2.5078(14) 2_675
Zr1 C1 2.5164(15) 2_675
Zr1 C5 2.5459(13) 2_675
