#------------------------------------------------------------------------------
#$Date: 2019-03-05 09:52:05 +0100 (mar 05 de mar de 2019) $
#$Revision: 213973 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/28/7012885.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_7012885
loop_
_publ_author_name
'Giesbrecht, Garth R.'
'Gordon, John C.'
'Clark, David L.'
'Scott, Brian L.'
_publ_section_title
;
 Synthesis, structure and solution dynamics of lithium salts of
 superbulky cyclopentadienyl ligands
;
_journal_issue                   13
_journal_name_full               'Dalton Transactions'
_journal_page_first              2658
_journal_paper_doi               10.1039/b302258g
_journal_year                    2003
_chemical_formula_sum            'C45 H46'
_chemical_formula_weight         586.82
_chemical_name_common            penta(3,5-dimethylphenyl)cyclopentadiene
_chemical_name_systematic
; 
penta(3,5-dimethylphenyl)cyclopentadiene

;
_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                92.202(4)
_cell_angle_beta                 93.823(5)
_cell_angle_gamma                104.869(5)
_cell_formula_units_Z            2
_cell_length_a                   8.1689(19)
_cell_length_b                   12.805(3)
_cell_length_c                   17.290(4)
_cell_measurement_temperature    203(2)
_cell_volume                     1741.2(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.929
_diffrn_measured_fraction_theta_max 0.929
_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  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8242
_diffrn_reflns_theta_full        23.34
_diffrn_reflns_theta_max         23.34
_diffrn_reflns_theta_min         1.18
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.9925
_exptl_absorpt_correction_T_min  0.9845
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             632
_exptl_crystal_preparation
; 
crystallized from toluene 
;
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.323
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         4694
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.323
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0669
_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)+(0.1350P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2181
_refine_ls_wR_factor_ref         0.2286
_reflns_number_gt                3732
_reflns_number_total             4694
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b302258g.txt
_cod_data_source_block           ccd5831
_cod_original_cell_volume        1741.3(7)
_cod_database_code               7012885
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
_atom_site_disorder_assembly
_atom_site_disorder_group
H1 H 0.284(5) 0.650(3) 0.203(2) 0.080 Uiso 1 1 d . . .
C1 C 0.4006(4) 0.6719(2) 0.19693(16) 0.0329(7) Uani 1 1 d . . .
C2 C 0.4974(4) 0.6165(2) 0.25165(16) 0.0346(7) Uani 1 1 d . . .
C3 C 0.6088(4) 0.6925(2) 0.29853(16) 0.0347(7) Uani 1 1 d . . .
C4 C 0.5870(4) 0.8001(2) 0.28166(16) 0.0355(7) Uani 1 1 d . . .
C5 C 0.4670(4) 0.7897(2) 0.22334(17) 0.0358(7) Uani 1 1 d . . .
C6 C 0.4314(4) 0.6533(2) 0.11263(16) 0.0329(7) Uani 1 1 d . . .
C7 C 0.2990(4) 0.6188(2) 0.05611(16) 0.0339(7) Uani 1 1 d . . .
H7 H 0.1877 0.6054 0.0699 0.041 Uiso 1 1 calc R . .
C8 C 0.3291(4) 0.6035(2) -0.02124(17) 0.0366(8) Uani 1 1 d . . .
C9 C 0.4947(4) 0.6237(2) -0.04016(17) 0.0373(8) Uani 1 1 d . . .
H9 H 0.5161 0.6127 -0.0916 0.045 Uiso 1 1 calc R . .
C10 C 0.6312(4) 0.6600(2) 0.01509(17) 0.0356(7) Uani 1 1 d . . .
C11 C 0.5956(4) 0.6737(2) 0.09128(17) 0.0354(7) Uani 1 1 d . . .
H11 H 0.6851 0.6973 0.1293 0.043 Uiso 1 1 calc R . .
C12 C 0.1844(4) 0.5665(3) -0.08193(18) 0.0507(9) Uani 1 1 d . . .
H12A H 0.0790 0.5556 -0.0580 0.076 Uiso 1 1 calc R . .
H12B H 0.1906 0.4998 -0.1073 0.076 Uiso 1 1 calc R . .
H12C H 0.1906 0.6205 -0.1194 0.076 Uiso 1 1 calc R . .
C13 C 0.8089(4) 0.6825(3) -0.0077(2) 0.0501(9) Uani 1 1 d . . .
H13A H 0.8077 0.6677 -0.0626 0.075 Uiso 1 1 calc R . .
H13B H 0.8675 0.6371 0.0195 0.075 Uiso 1 1 calc R . .
H13C H 0.8661 0.7571 0.0053 0.075 Uiso 1 1 calc R . .
C14 C 0.4692(4) 0.4982(2) 0.24950(16) 0.0356(7) Uani 1 1 d . . .
C15 C 0.3094(4) 0.4297(2) 0.22846(17) 0.0378(8) Uani 1 1 d . . .
H15 H 0.2198 0.4595 0.2147 0.045 Uiso 1 1 calc R . .
C16 C 0.2800(4) 0.3182(2) 0.22737(17) 0.0398(8) Uani 1 1 d . . .
C17 C 0.4165(4) 0.2756(3) 0.24545(18) 0.0456(9) Uani 1 1 d . . .
H17 H 0.3989 0.2008 0.2442 0.055 Uiso 1 1 calc R . .
C18 C 0.5779(4) 0.3407(3) 0.26524(18) 0.0438(8) Uani 1 1 d . . .
C19 C 0.6004(4) 0.4511(3) 0.26669(17) 0.0411(8) Uani 1 1 d . . .
H19 H 0.7086 0.4959 0.2798 0.049 Uiso 1 1 calc R . .
C20 C 0.1067(4) 0.2457(3) 0.2094(2) 0.0554(10) Uani 1 1 d . . .
H20A H 0.1111 0.1717 0.2120 0.083 Uiso 1 1 calc R . .
H20B H 0.0646 0.2573 0.1581 0.083 Uiso 1 1 calc R . .
H20C H 0.0325 0.2612 0.2465 0.083 Uiso 1 1 calc R . .
C21 C 0.7245(5) 0.2936(3) 0.2839(2) 0.0651(11) Uani 1 1 d . . .
H21A H 0.6859 0.2161 0.2798 0.098 Uiso 1 1 calc R . .
H21B H 0.7724 0.3173 0.3358 0.098 Uiso 1 1 calc R . .
H21C H 0.8094 0.3172 0.2479 0.098 Uiso 1 1 calc R . .
C22 C 0.7283(4) 0.6747(2) 0.36186(17) 0.0372(8) Uani 1 1 d . . .
C23 C 0.8933(4) 0.6730(2) 0.34789(18) 0.0412(8) Uani 1 1 d . . .
H23 H 0.9294 0.6851 0.2984 0.049 Uiso 1 1 calc R . .
C24 C 1.0041(4) 0.6538(3) 0.40533(19) 0.0450(8) Uani 1 1 d . . .
C25 C 0.9494(5) 0.6368(3) 0.47839(19) 0.0480(9) Uani 1 1 d . . .
H25 H 1.0233 0.6226 0.5175 0.058 Uiso 1 1 calc R . .
C26 C 0.7879(4) 0.6401(3) 0.49549(18) 0.0458(8) Uani 1 1 d . . .
C27 C 0.6791(4) 0.6595(2) 0.43573(17) 0.0406(8) Uani 1 1 d . . .
H27 H 0.5700 0.6622 0.4461 0.049 Uiso 1 1 calc R . .
C28 C 1.1825(5) 0.6510(4) 0.3877(2) 0.0715(12) Uani 1 1 d . . .
H28A H 1.2430 0.6371 0.4340 0.107 Uiso 1 1 calc R . .
H28B H 1.2407 0.7195 0.3695 0.107 Uiso 1 1 calc R . .
H28C H 1.1765 0.5948 0.3485 0.107 Uiso 1 1 calc R . .
C29 C 0.7294(6) 0.6245(4) 0.5753(2) 0.0753(12) Uani 1 1 d . . .
H29A H 0.6140 0.6293 0.5752 0.113 Uiso 1 1 calc R . .
H29B H 0.8006 0.6796 0.6109 0.113 Uiso 1 1 calc R . .
H29C H 0.7360 0.5546 0.5912 0.113 Uiso 1 1 calc R . .
C30 C 0.6835(4) 0.9010(2) 0.32631(17) 0.0388(8) Uani 1 1 d . . .
C31 C 0.8580(4) 0.9286(3) 0.33491(19) 0.0464(9) Uani 1 1 d . . .
H31 H 0.9159 0.8846 0.3104 0.056 Uiso 1 1 calc R . .
C32 C 0.9503(4) 1.0200(3) 0.3790(2) 0.0529(9) Uani 1 1 d . . .
C33 C 0.8606(5) 1.0837(3) 0.4138(2) 0.0546(10) Uani 1 1 d . . .
H33 H 0.9204 1.1454 0.4435 0.066 Uiso 1 1 calc R . .
C34 C 0.6856(4) 1.0597(3) 0.40638(19) 0.0486(9) Uani 1 1 d . . .
C35 C 0.5990(4) 0.9677(3) 0.36202(18) 0.0426(8) Uani 1 1 d . . .
H35 H 0.4810 0.9503 0.3560 0.051 Uiso 1 1 calc R . .
C36 C 1.1406(5) 1.0470(3) 0.3892(3) 0.0778(13) Uani 1 1 d . . .
H36A H 1.1826 1.1133 0.4205 0.117 Uiso 1 1 calc R . .
H36B H 1.1858 1.0554 0.3393 0.117 Uiso 1 1 calc R . .
H36C H 1.1751 0.9896 0.4142 0.117 Uiso 1 1 calc R . .
C37 C 0.5927(5) 1.1299(3) 0.4466(2) 0.0695(12) Uani 1 1 d . . .
H37A H 0.6731 1.1902 0.4738 0.104 Uiso 1 1 calc R . .
H37B H 0.5220 1.0885 0.4827 0.104 Uiso 1 1 calc R . .
H37C H 0.5232 1.1558 0.4088 0.104 Uiso 1 1 calc R . .
C38 C 0.4107(4) 0.8750(2) 0.18293(17) 0.0372(8) Uani 1 1 d . . .
C39 C 0.5295(4) 0.9599(2) 0.15479(18) 0.0420(8) Uani 1 1 d . . .
H39 H 0.6443 0.9641 0.1648 0.050 Uiso 1 1 calc R . .
C40 C 0.4830(4) 1.0376(2) 0.11272(19) 0.0458(9) Uani 1 1 d . . .
C41 C 0.3118(5) 1.0317(3) 0.1010(2) 0.0522(9) Uani 1 1 d . . .
H41 H 0.2786 1.0848 0.0735 0.063 Uiso 1 1 calc R . .
C42 C 0.1880(4) 0.9499(3) 0.1288(2) 0.0478(9) Uani 1 1 d . . .
C43 C 0.2409(4) 0.8716(2) 0.16926(18) 0.0418(8) Uani 1 1 d . . .
H43 H 0.1597 0.8151 0.1878 0.050 Uiso 1 1 calc R . .
C44 C 0.6133(5) 1.1268(3) 0.0807(3) 0.0671(11) Uani 1 1 d . . .
H44A H 0.7248 1.1180 0.0942 0.101 Uiso 1 1 calc R . .
H44B H 0.6053 1.1953 0.1022 0.101 Uiso 1 1 calc R . .
H44C H 0.5935 1.1241 0.0252 0.101 Uiso 1 1 calc R . .
C45 C 0.0037(5) 0.9461(3) 0.1166(3) 0.0676(11) Uani 1 1 d . . .
H45A H -0.0090 1.0075 0.0890 0.101 Uiso 1 1 calc R . .
H45B H -0.0430 0.9477 0.1660 0.101 Uiso 1 1 calc R . .
H45C H -0.0552 0.8808 0.0870 0.101 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'
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
_geom_angle_publ_flag
C2 C1 C5 103.2(2) . . ?
C2 C1 C6 112.9(2) . . ?
C5 C1 C6 111.0(2) . . ?
C3 C2 C14 128.6(3) . . ?
C3 C2 C1 108.7(3) . . ?
C14 C2 C1 122.6(3) . . ?
C2 C3 C4 109.4(3) . . ?
C2 C3 C22 127.3(3) . . ?
C4 C3 C22 123.1(3) . . ?
C5 C4 C3 109.2(3) . . ?
C5 C4 C30 127.7(3) . . ?
C3 C4 C30 123.1(3) . . ?
C4 C5 C38 128.8(3) . . ?
C4 C5 C1 109.3(3) . . ?
C38 C5 C1 121.7(3) . . ?
C11 C6 C7 118.9(3) . . ?
C11 C6 C1 119.5(3) . . ?
C7 C6 C1 121.7(3) . . ?
C6 C7 C8 121.1(3) . . ?
C9 C8 C7 118.4(3) . . ?
C9 C8 C12 121.1(3) . . ?
C7 C8 C12 120.5(3) . . ?
C8 C9 C10 122.1(3) . . ?
C9 C10 C11 117.7(3) . . ?
C9 C10 C13 120.6(3) . . ?
C11 C10 C13 121.7(3) . . ?
C6 C11 C10 121.9(3) . . ?
C19 C14 C15 117.5(3) . . ?
C19 C14 C2 121.5(3) . . ?
C15 C14 C2 121.0(3) . . ?
C16 C15 C14 121.8(3) . . ?
C17 C16 C15 118.1(3) . . ?
C17 C16 C20 120.5(3) . . ?
C15 C16 C20 121.4(3) . . ?
C16 C17 C18 122.0(3) . . ?
C19 C18 C17 117.8(3) . . ?
C19 C18 C21 120.8(3) . . ?
C17 C18 C21 121.4(3) . . ?
C18 C19 C14 122.8(3) . . ?
C27 C22 C23 118.3(3) . . ?
C27 C22 C3 120.9(3) . . ?
C23 C22 C3 120.9(3) . . ?
C24 C23 C22 121.6(3) . . ?
C23 C24 C25 118.5(3) . . ?
C23 C24 C28 120.2(3) . . ?
C25 C24 C28 121.3(3) . . ?
C24 C25 C26 121.9(3) . . ?
C25 C26 C27 117.9(3) . . ?
C25 C26 C29 122.1(3) . . ?
C27 C26 C29 120.0(3) . . ?
C22 C27 C26 121.7(3) . . ?
C31 C30 C35 118.5(3) . . ?
C31 C30 C4 121.0(3) . . ?
C35 C30 C4 120.5(3) . . ?
C30 C31 C32 121.9(3) . . ?
C33 C32 C31 117.5(3) . . ?
C33 C32 C36 121.5(3) . . ?
C31 C32 C36 121.0(3) . . ?
C34 C33 C32 122.7(3) . . ?
C33 C34 C35 117.8(3) . . ?
C33 C34 C37 121.0(3) . . ?
C35 C34 C37 121.1(3) . . ?
C30 C35 C34 121.6(3) . . ?
C43 C38 C39 118.1(3) . . ?
C43 C38 C5 122.0(3) . . ?
C39 C38 C5 119.9(3) . . ?
C40 C39 C38 122.1(3) . . ?
C41 C40 C39 117.9(3) . . ?
C41 C40 C44 120.9(3) . . ?
C39 C40 C44 121.3(3) . . ?
C40 C41 C42 122.4(3) . . ?
C43 C42 C41 117.6(3) . . ?
C43 C42 C45 120.9(3) . . ?
C41 C42 C45 121.5(3) . . ?
C38 C43 C42 121.8(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.504(4) . ?
C1 C5 1.508(4) . ?
C1 C6 1.516(4) . ?
C2 C3 1.348(4) . ?
C2 C14 1.472(4) . ?
C3 C4 1.471(4) . ?
C3 C22 1.481(4) . ?
C4 C5 1.337(4) . ?
C4 C30 1.485(4) . ?
C5 C38 1.472(4) . ?
C6 C11 1.377(4) . ?
C6 C7 1.379(4) . ?
C7 C8 1.391(4) . ?
C8 C9 1.375(4) . ?
C8 C12 1.494(4) . ?
C9 C10 1.389(4) . ?
C10 C11 1.382(4) . ?
C10 C13 1.489(4) . ?
C14 C19 1.379(4) . ?
C14 C15 1.389(4) . ?
C15 C16 1.384(4) . ?
C16 C17 1.385(5) . ?
C16 C20 1.486(5) . ?
C17 C18 1.380(5) . ?
C18 C19 1.377(4) . ?
C18 C21 1.496(5) . ?
C22 C27 1.370(4) . ?
C22 C23 1.391(4) . ?
C23 C24 1.370(5) . ?
C24 C25 1.374(5) . ?
C24 C28 1.517(5) . ?
C25 C26 1.382(5) . ?
C26 C27 1.389(5) . ?
C26 C29 1.495(5) . ?
C30 C31 1.374(4) . ?
C30 C35 1.381(4) . ?
C31 C32 1.386(5) . ?
C32 C33 1.375(5) . ?
C32 C36 1.500(5) . ?
C33 C34 1.378(5) . ?
C34 C35 1.381(4) . ?
C34 C37 1.496(5) . ?
C38 C43 1.381(4) . ?
C38 C39 1.386(4) . ?
C39 C40 1.370(4) . ?
C40 C41 1.382(5) . ?
C40 C44 1.499(5) . ?
C41 C42 1.382(5) . ?
C42 C43 1.384(5) . ?
C42 C45 1.494(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21146142
