#------------------------------------------------------------------------------
#$Date: 2021-03-20 06:30:57 +0100 (Sat 20 de Mar de 2021) $
#$Revision: 263202 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/24/7242489.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_7242489
loop_
_publ_author_name
'Angpanitcharoen, Phakpoom'
'Lamb, Jessica V.'
'Buffet, Jean-Charles'
'Turner, Zoë R.'
'O'Hare, Dermot'
_publ_section_title
;
 Synthesis of zirconocene complexes and their use in slurry-phase
 polymerisation of ethylene
;
_journal_issue                   19
_journal_name_full               'RSC Advances'
_journal_page_first              11529
_journal_page_last               11535
_journal_paper_doi               10.1039/D1RA01912K
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C20 H22 O'
_chemical_formula_sum            'C20 H22 O'
_chemical_formula_weight         278.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P -2ac -2n'
_space_group_name_H-M_alt        'P n 21 a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2021-01-22 deposited with the CCDC.	2021-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6474(13)
_cell_length_b                   5.8091(7)
_cell_length_c                   24.587(2)
_cell_measurement_reflns_used    1217
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.0310
_cell_measurement_theta_min      4.5150
_cell_volume                     1520.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics
;
ORTEP3 for Windows. Farrugia, L. J. J. Appl. Cryst. 1997, 30, 565.
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution
;
SIR-92
Altomare, A.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A. ]
J. Appl. Cryst. 1994, 27, 435.
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5035
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            6223
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.466
_diffrn_reflns_theta_min         4.525
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_description       needle
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 765 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2960
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0560
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0924P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1661
_reflns_Friedel_coverage         0.736
_reflns_Friedel_fraction_full    0.911
_reflns_Friedel_fraction_max     0.898
_reflns_number_gt                2292
_reflns_number_total             2960
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra01912k2.cif
_cod_data_source_block           029ZRT17
_cod_original_sg_symbol_H-M      Pn21a
_cod_database_code               7242489
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.813
_shelx_estimated_absorpt_t_max   0.987
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, y, -z+1/2'
'-x+1/2, y+1/2, z+1/2'
'-x, y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0861(4) 0.5953(8) 0.78895(15) 0.0353(9) Uani 1 1 d . . . . .
C2 C 0.0162(4) 0.8161(8) 0.77705(14) 0.0356(9) Uani 1 1 d . . . . .
H2 H 0.0754 0.9180 0.7566 0.043 Uiso 1 1 calc R U . . .
C3 C -0.0059(4) 0.9315(8) 0.83399(14) 0.0315(8) Uani 1 1 d . . . . .
H3 H 0.0209 1.0963 0.8318 0.038 Uiso 1 1 calc R U . . .
C4 C 0.1207(4) 0.8591(7) 0.92371(15) 0.0321(9) Uani 1 1 d . . . . .
C5 C 0.2129(4) 0.7238(8) 0.94867(14) 0.0340(9) Uani 1 1 d . . . . .
C6 C 0.2708(4) 0.5382(8) 0.92155(16) 0.0341(9) Uani 1 1 d . . . . .
C7 C 0.2334(4) 0.4773(7) 0.86864(16) 0.0334(9) Uani 1 1 d . . . . .
C8 C 0.1409(4) 0.6141(8) 0.84413(14) 0.0305(8) Uani 1 1 d . . . . .
C9 C 0.0864(4) 0.8023(7) 0.87041(14) 0.0294(8) Uani 1 1 d . . . . .
C10 C -0.0976(5) 0.7811(9) 0.74098(16) 0.0444(11) Uani 1 1 d . . . . .
H10A H -0.1579 0.6803 0.7594 0.067 Uiso 1 1 calc R U . . .
H10B H -0.0714 0.7103 0.7066 0.067 Uiso 1 1 calc R U . . .
H10C H -0.1371 0.9303 0.7336 0.067 Uiso 1 1 calc R U . . .
C11 C -0.1404(4) 0.9232(7) 0.85243(14) 0.0311(8) Uani 1 1 d . . . . .
C12 C 0.0587(5) 1.0593(8) 0.95168(16) 0.0375(10) Uani 1 1 d . . . . .
H12A H 0.1231 1.1646 0.9655 0.056 Uiso 1 1 calc R U . . .
H12B H 0.0076 1.0029 0.9821 0.056 Uiso 1 1 calc R U . . .
H12C H 0.0048 1.1409 0.9257 0.056 Uiso 1 1 calc R U . . .
C13 C 0.2545(4) 0.7784(10) 1.00637(16) 0.0453(11) Uani 1 1 d . . . . .
H13A H 0.2029 0.9037 1.0210 0.068 Uiso 1 1 calc R U . . .
H13B H 0.3429 0.8255 1.0062 0.068 Uiso 1 1 calc R U . . .
H13C H 0.2446 0.6413 1.0292 0.068 Uiso 1 1 calc R U . . .
C14 C 0.3730(5) 0.4029(11) 0.94924(19) 0.0483(12) Uani 1 1 d . . . . .
H14A H 0.4124 0.2987 0.9229 0.072 Uiso 1 1 calc R U . . .
H14B H 0.3368 0.3129 0.9791 0.072 Uiso 1 1 calc R U . . .
H14C H 0.4363 0.5088 0.9637 0.072 Uiso 1 1 calc R U . . .
C15 C 0.2934(5) 0.2806(9) 0.83873(17) 0.0413(10) Uani 1 1 d . . . . .
H15A H 0.2504 0.2575 0.8039 0.062 Uiso 1 1 calc R U . . .
H15B H 0.2869 0.1402 0.8607 0.062 Uiso 1 1 calc R U . . .
H15C H 0.3821 0.3157 0.8321 0.062 Uiso 1 1 calc R U . . .
C16 C -0.1913(4) 0.7339(8) 0.87946(16) 0.0362(9) Uani 1 1 d . . . . .
H16 H -0.1384 0.6090 0.8894 0.043 Uiso 1 1 calc R U . . .
C17 C -0.3178(5) 0.7259(9) 0.89196(16) 0.0430(10) Uani 1 1 d . . . . .
H17 H -0.3511 0.5952 0.9102 0.052 Uiso 1 1 calc R U . . .
C18 C -0.3971(4) 0.9081(10) 0.87808(16) 0.0403(10) Uani 1 1 d . . . . .
H18 H -0.4839 0.9028 0.8870 0.048 Uiso 1 1 calc R U . . .
C19 C -0.3476(5) 1.0956(9) 0.85126(17) 0.0426(11) Uani 1 1 d . . . . .
H19 H -0.4006 1.2204 0.8414 0.051 Uiso 1 1 calc R U . . .
C20 C -0.2221(4) 1.1031(9) 0.83866(15) 0.0371(9) Uani 1 1 d . . . . .
H20 H -0.1898 1.2338 0.8201 0.045 Uiso 1 1 calc R U . . .
O1 O 0.0922(4) 0.4320(7) 0.75770(12) 0.0505(9) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 '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
O1 C1 C8 127.7(4) . . ?
O1 C1 C2 124.3(4) . . ?
C8 C1 C2 108.0(4) . . ?
C10 C2 C1 113.2(4) . . ?
C10 C2 C3 117.4(4) . . ?
C1 C2 C3 105.3(3) . . ?
C10 C2 H2 106.8 . . ?
C1 C2 H2 106.8 . . ?
C3 C2 H2 106.8 . . ?
C11 C3 C9 114.9(3) . . ?
C11 C3 C2 113.4(3) . . ?
C9 C3 C2 102.5(3) . . ?
C11 C3 H3 108.6 . . ?
C9 C3 H3 108.6 . . ?
C2 C3 H3 108.6 . . ?
C9 C4 C5 117.5(4) . . ?
C9 C4 C12 119.7(4) . . ?
C5 C4 C12 122.8(4) . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 C13 119.8(4) . . ?
C6 C5 C13 118.3(4) . . ?
C7 C6 C5 120.4(4) . . ?
C7 C6 C14 119.5(4) . . ?
C5 C6 C14 120.1(4) . . ?
C8 C7 C6 117.0(4) . . ?
C8 C7 C15 121.3(4) . . ?
C6 C7 C15 121.6(4) . . ?
C9 C8 C7 122.5(3) . . ?
C9 C8 C1 108.5(4) . . ?
C7 C8 C1 129.0(4) . . ?
C8 C9 C4 120.6(4) . . ?
C8 C9 C3 112.4(3) . . ?
C4 C9 C3 126.9(4) . . ?
C2 C10 H10A 109.5 . . ?
C2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C20 117.5(4) . . ?
C16 C11 C3 122.6(4) . . ?
C20 C11 C3 119.7(4) . . ?
C4 C12 H12A 109.5 . . ?
C4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C13 H13A 109.5 . . ?
C5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C11 120.7(4) . . ?
C17 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C16 C17 C18 120.6(5) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 119.0(4) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C20 C19 C18 120.4(4) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C11 121.8(4) . . ?
C19 C20 H20 119.1 . . ?
C11 C20 H20 119.1 . . ?
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 O1 1.223(6) . ?
C1 C8 1.481(5) . ?
C1 C2 1.512(7) . ?
C2 C10 1.515(6) . ?
C2 C3 1.570(5) . ?
C2 H2 1.0000 . ?
C3 C11 1.503(6) . ?
C3 C9 1.527(5) . ?
C3 H3 1.0000 . ?
C4 C9 1.400(5) . ?
C4 C5 1.399(6) . ?
C4 C12 1.504(6) . ?
C5 C6 1.410(6) . ?
C5 C13 1.520(5) . ?
C6 C7 1.406(6) . ?
C6 C14 1.505(6) . ?
C7 C8 1.402(6) . ?
C7 C15 1.501(6) . ?
C8 C9 1.396(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C16 1.395(6) . ?
C11 C20 1.402(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.383(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.378(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.372(7) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C10 31.1(6) . . . . ?
C8 C1 C2 C10 -147.8(4) . . . . ?
O1 C1 C2 C3 160.5(4) . . . . ?
C8 C1 C2 C3 -18.3(5) . . . . ?
C10 C2 C3 C11 18.6(5) . . . . ?
C1 C2 C3 C11 -108.4(4) . . . . ?
C10 C2 C3 C9 143.0(4) . . . . ?
C1 C2 C3 C9 16.1(4) . . . . ?
C9 C4 C5 C6 0.6(6) . . . . ?
C12 C4 C5 C6 -179.3(4) . . . . ?
C9 C4 C5 C13 179.6(4) . . . . ?
C12 C4 C5 C13 -0.4(6) . . . . ?
C4 C5 C6 C7 -2.6(6) . . . . ?
C13 C5 C6 C7 178.4(4) . . . . ?
C4 C5 C6 C14 177.7(4) . . . . ?
C13 C5 C6 C14 -1.3(6) . . . . ?
C5 C6 C7 C8 2.5(6) . . . . ?
C14 C6 C7 C8 -177.9(4) . . . . ?
C5 C6 C7 C15 180.0(4) . . . . ?
C14 C6 C7 C15 -0.4(6) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
C15 C7 C8 C9 -178.0(4) . . . . ?
C6 C7 C8 C1 178.2(4) . . . . ?
C15 C7 C8 C1 0.7(7) . . . . ?
O1 C1 C8 C9 -165.5(5) . . . . ?
C2 C1 C8 C9 13.3(5) . . . . ?
O1 C1 C8 C7 15.6(8) . . . . ?
C2 C1 C8 C7 -165.6(4) . . . . ?
C7 C8 C9 C4 -1.5(6) . . . . ?
C1 C8 C9 C4 179.6(4) . . . . ?
C7 C8 C9 C3 176.6(4) . . . . ?
C1 C8 C9 C3 -2.4(5) . . . . ?
C5 C4 C9 C8 1.4(6) . . . . ?
C12 C4 C9 C8 -178.6(4) . . . . ?
C5 C4 C9 C3 -176.4(4) . . . . ?
C12 C4 C9 C3 3.6(6) . . . . ?
C11 C3 C9 C8 114.7(4) . . . . ?
C2 C3 C9 C8 -8.8(4) . . . . ?
C11 C3 C9 C4 -67.4(6) . . . . ?
C2 C3 C9 C4 169.1(4) . . . . ?
C9 C3 C11 C16 -32.5(5) . . . . ?
C2 C3 C11 C16 84.9(4) . . . . ?
C9 C3 C11 C20 152.6(4) . . . . ?
C2 C3 C11 C20 -89.9(5) . . . . ?
C20 C11 C16 C17 0.0(6) . . . . ?
C3 C11 C16 C17 -174.9(4) . . . . ?
C11 C16 C17 C18 -0.4(6) . . . . ?
C16 C17 C18 C19 0.5(6) . . . . ?
C17 C18 C19 C20 -0.3(6) . . . . ?
C18 C19 C20 C11 -0.1(6) . . . . ?
C16 C11 C20 C19 0.2(6) . . . . ?
C3 C11 C20 C19 175.4(4) . . . . ?
