#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/35/4073556.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_4073556
loop_
_publ_author_name
'Steffen, Andreas'
'Hagemeister, Timo'
'Braun, Thomas'
'Jutzi, Peter'
'Neumann, Beate'
'Stammler, Hans-Georg'
_publ_section_title
;
 Synthesis of 3,3,3-Trifluoropropyl Substituted Cyclopentadienes and Their
 Zirconocene Derivatives:  Catalytic Applications in the
 Polymerization of Ethylene
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              5289
_journal_paper_doi               10.1021/om700457c
_journal_volume                  26
_journal_year                    2007
_chemical_formula_moiety         'C11 H12 F6'
_chemical_formula_sum            'C11 H12 F6'
_chemical_formula_weight         258.21
_chemical_name_systematic        ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                74.138(2)
_cell_angle_beta                 89.8490(18)
_cell_angle_gamma                77.1268(12)
_cell_formula_units_Z            2
_cell_length_a                   4.8981(2)
_cell_length_b                   9.6292(3)
_cell_length_c                   12.5412(4)
_cell_measurement_reflns_used    2496
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     553.61(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.036
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13359
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.18
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.9968
_exptl_absorpt_correction_T_min  0.9687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2552
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0421
_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)+(0.0606P)²+0.1087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1128
_reflns_number_gt                1970
_reflns_number_total             2552
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700457c-file009.cif
_cod_data_source_block           compound3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               4073556
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
F1 F 0.3586(2) 0.92662(11) -0.07717(8) 0.0460(3) Uani 1 1 d .
F2 F 0.63813(18) 0.71296(12) -0.00824(8) 0.0374(3) Uani 1 1 d .
F3 F 0.2582(2) 0.72968(12) -0.09986(8) 0.0380(3) Uani 1 1 d .
F4 F 0.57428(19) 0.00333(10) 0.35081(8) 0.0363(2) Uani 1 1 d .
F5 F 0.2267(2) 0.00318(10) 0.24694(8) 0.0374(3) Uani 1 1 d .
F6 F 0.2497(2) -0.10427(10) 0.42226(8) 0.0420(3) Uani 1 1 d .
C1 C 0.0389(3) 0.58466(16) 0.23504(12) 0.0240(3) Uani 1 1 d .
C2 C -0.1369(3) 0.68805(17) 0.27133(12) 0.0265(3) Uani 1 1 d .
H2 H -0.1616 0.7922 0.2412 0.032 Uiso 1 1 calc R
C3 C -0.2884(3) 0.61419(17) 0.36681(12) 0.0277(3) Uani 1 1 d .
H3A H -0.2486 0.6412 0.4349 0.033 Uiso 1 1 calc R
H3B H -0.4936 0.6414 0.3492 0.033 Uiso 1 1 calc R
C4 C -0.1706(3) 0.45233(17) 0.38003(12) 0.0262(3) Uani 1 1 d .
H4 H -0.2222 0.3733 0.4339 0.031 Uiso 1 1 calc R
C5 C 0.0194(3) 0.43611(16) 0.30393(12) 0.0234(3) Uani 1 1 d .
C6 C 0.2265(3) 0.60446(16) 0.13984(12) 0.0258(3) Uani 1 1 d .
H6A H 0.1728 0.5549 0.0863 0.031 Uiso 1 1 calc R
H6B H 0.4223 0.5548 0.1682 0.031 Uiso 1 1 calc R
C7 C 0.2137(3) 0.76638(16) 0.07915(12) 0.0267(3) Uani 1 1 d .
H7A H 0.0150 0.8202 0.0609 0.032 Uiso 1 1 calc R
H7B H 0.2969 0.8121 0.1289 0.032 Uiso 1 1 calc R
C8 C 0.3659(3) 0.78308(17) -0.02520(13) 0.0290(3) Uani 1 1 d .
C9 C 0.1936(3) 0.29541(16) 0.28662(12) 0.0247(3) Uani 1 1 d .
H9A H 0.3947 0.2946 0.2957 0.030 Uiso 1 1 calc R
H9B H 0.1553 0.2934 0.2096 0.030 Uiso 1 1 calc R
C10 C 0.1350(3) 0.15706(16) 0.36703(12) 0.0271(3) Uani 1 1 d .
H10A H 0.1838 0.1564 0.4438 0.033 Uiso 1 1 calc R
H10B H -0.0682 0.1610 0.3611 0.033 Uiso 1 1 calc R
C11 C 0.2952(3) 0.01646(17) 0.34636(13) 0.0277(3) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.0591(7) 0.0337(5) 0.0421(6) -0.0021(4) 0.0167(5) -0.0148(5)
F2 0.0243(5) 0.0535(6) 0.0331(5) -0.0115(4) 0.0047(4) -0.0071(4)
F3 0.0368(5) 0.0513(6) 0.0286(5) -0.0133(4) 0.0008(4) -0.0132(5)
F4 0.0271(5) 0.0307(5) 0.0490(6) -0.0118(4) 0.0034(4) -0.0016(4)
F5 0.0455(6) 0.0332(5) 0.0374(5) -0.0171(4) 0.0017(4) -0.0080(4)
F6 0.0521(6) 0.0231(5) 0.0469(6) -0.0050(4) 0.0202(5) -0.0068(4)
C1 0.0216(7) 0.0254(7) 0.0256(7) -0.0082(6) -0.0006(6) -0.0049(6)
C2 0.0262(7) 0.0252(7) 0.0278(8) -0.0090(6) 0.0016(6) -0.0035(6)
C3 0.0254(7) 0.0297(8) 0.0286(8) -0.0119(6) 0.0032(6) -0.0027(6)
C4 0.0247(7) 0.0263(7) 0.0266(7) -0.0072(6) 0.0028(6) -0.0043(6)
C5 0.0215(7) 0.0254(7) 0.0237(7) -0.0083(6) -0.0013(5) -0.0042(6)
C6 0.0253(7) 0.0250(7) 0.0273(8) -0.0088(6) 0.0033(6) -0.0040(6)
C7 0.0259(7) 0.0259(7) 0.0287(8) -0.0086(6) 0.0034(6) -0.0056(6)
C8 0.0274(7) 0.0300(8) 0.0292(8) -0.0074(6) 0.0014(6) -0.0069(6)
C9 0.0224(7) 0.0259(7) 0.0261(7) -0.0078(6) 0.0039(6) -0.0056(6)
C10 0.0252(7) 0.0261(8) 0.0295(8) -0.0073(6) 0.0064(6) -0.0053(6)
C11 0.0292(8) 0.0254(7) 0.0284(8) -0.0069(6) 0.0057(6) -0.0067(6)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C5 108.82(13)
C2 C1 C6 129.22(14)
C5 C1 C6 121.95(12)
C1 C2 C3 109.75(13)
C4 C3 C2 102.94(12)
C5 C4 C3 109.60(13)
C4 C5 C1 108.89(13)
C4 C5 C9 128.62(14)
C1 C5 C9 122.48(12)
C1 C6 C7 113.57(12)
C8 C7 C6 112.34(12)
F2 C8 F3 105.74(12)
F2 C8 F1 106.20(12)
F3 C8 F1 106.03(12)
F2 C8 C7 113.21(12)
F3 C8 C7 113.14(12)
F1 C8 C7 111.94(13)
C5 C9 C10 112.75(12)
C11 C10 C9 113.20(12)
F5 C11 F4 106.30(12)
F5 C11 F6 106.33(12)
F4 C11 F6 106.01(12)
F5 C11 C10 112.95(13)
F4 C11 C10 112.91(13)
F6 C11 C10 111.82(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C8 1.3498(19)
F2 C8 1.3421(18)
F3 C8 1.3438(18)
F4 C11 1.3444(18)
F5 C11 1.3387(18)
F6 C11 1.3478(18)
C1 C2 1.343(2)
C1 C5 1.479(2)
C1 C6 1.501(2)
C2 C3 1.502(2)
C3 C4 1.499(2)
C4 C5 1.347(2)
C5 C9 1.502(2)
C6 C7 1.524(2)
C7 C8 1.492(2)
C9 C10 1.519(2)
C10 C11 1.494(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659795
