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#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/20/7052091.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_7052091
loop_
_publ_author_name
'Green, Shaun P.'
'Jones, Cameron'
'Stasch, Andreas'
'Rose, Richard P.'
_publ_section_title
;
 ?GaI?: A new reagent for chemo- and diastereoselective C?C bond
 forming reactions
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              127
_journal_paper_doi               10.1039/b613669a
_journal_volume                  31
_journal_year                    2007
_chemical_formula_sum            'C30 H28 O3'
_chemical_formula_weight         436.52
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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            4
_cell_length_a                   6.0010(12)
_cell_length_b                   18.790(4)
_cell_length_c                   20.595(4)
_cell_measurement_temperature    150(2)
_cell_volume                     2322.3(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius Kappa 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  0.0683
_diffrn_reflns_av_sigmaI/netI    0.0691
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13489
_diffrn_reflns_theta_full        25.33
_diffrn_reflns_theta_max         25.33
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav (Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4205
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0500
_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)+(0.0321P)²+0.3505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0960
_reflns_number_gt                3448
_reflns_number_total             4205
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b613669a.txt
_cod_data_source_block           compound2a
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7052091
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6714(2) 0.16544(8) 0.25302(7) 0.0281(4) Uani 1 1 d . . .
O2 O 0.9345(2) 0.27937(9) 0.21074(7) 0.0293(4) Uani 1 1 d . . .
H2 H 1.0031 0.2622 0.2427 0.035 Uiso 1 1 calc R . .
O3 O 1.0147(2) 0.24843(9) 0.33417(8) 0.0341(4) Uani 1 1 d . . .
C1 C 0.8116(4) 0.25021(12) 0.34319(11) 0.0268(5) Uani 1 1 d . . .
C2 C 0.6682(4) 0.29997(11) 0.30143(11) 0.0231(5) Uani 1 1 d . . .
H2A H 0.5090 0.2884 0.3110 0.028 Uiso 1 1 calc R . .
C3 C 0.7051(4) 0.28695(12) 0.22653(11) 0.0237(5) Uani 1 1 d . . .
C4 C 0.5793(4) 0.21702(11) 0.20982(10) 0.0245(5) Uani 1 1 d . . .
H4 H 0.4182 0.2235 0.2208 0.029 Uiso 1 1 calc R . .
C5 C 0.7130(4) 0.20843(12) 0.39733(11) 0.0277(5) Uani 1 1 d . . .
C6 C 0.8461(4) 0.15606(13) 0.42581(12) 0.0349(6) Uani 1 1 d . . .
H6 H 0.9905 0.1466 0.4089 0.042 Uiso 1 1 calc R . .
C7 C 0.7686(5) 0.11810(14) 0.47826(13) 0.0447(7) Uani 1 1 d . . .
H7 H 0.8596 0.0823 0.4972 0.054 Uiso 1 1 calc R . .
C8 C 0.5591(5) 0.13155(15) 0.50368(12) 0.0472(7) Uani 1 1 d . . .
H8 H 0.5077 0.1057 0.5404 0.057 Uiso 1 1 calc R . .
C9 C 0.4257(5) 0.18255(14) 0.47556(12) 0.0395(6) Uani 1 1 d . . .
H9 H 0.2817 0.1917 0.4928 0.047 Uiso 1 1 calc R . .
C10 C 0.5005(4) 0.22059(13) 0.42226(11) 0.0310(6) Uani 1 1 d . . .
H10 H 0.4066 0.2551 0.4026 0.037 Uiso 1 1 calc R . .
C11 C 0.7089(4) 0.37567(11) 0.32533(10) 0.0220(5) Uani 1 1 d . . .
C12 C 0.9067(4) 0.41165(12) 0.31417(11) 0.0290(6) Uani 1 1 d . . .
H12 H 1.0208 0.3893 0.2896 0.035 Uiso 1 1 calc R . .
C13 C 0.9411(4) 0.47942(13) 0.33808(12) 0.0338(6) Uani 1 1 d . . .
H13 H 1.0774 0.5034 0.3295 0.041 Uiso 1 1 calc R . .
C14 C 0.7773(4) 0.51247(13) 0.37446(12) 0.0315(6) Uani 1 1 d . . .
H14 H 0.8013 0.5589 0.3914 0.038 Uiso 1 1 calc R . .
C15 C 0.5794(4) 0.47773(12) 0.38595(11) 0.0307(6) Uani 1 1 d . . .
H15 H 0.4660 0.5003 0.4107 0.037 Uiso 1 1 calc R . .
C16 C 0.5450(4) 0.40977(12) 0.36134(11) 0.0278(5) Uani 1 1 d . . .
H16 H 0.4075 0.3863 0.3693 0.033 Uiso 1 1 calc R . .
C17 C 0.6145(3) 0.34742(11) 0.18580(10) 0.0229(5) Uani 1 1 d . . .
C18 C 0.4019(4) 0.37423(12) 0.19648(12) 0.0285(6) Uani 1 1 d . . .
H18 H 0.3123 0.3545 0.2300 0.034 Uiso 1 1 calc R . .
C19 C 0.3186(4) 0.42933(12) 0.15903(12) 0.0350(6) Uani 1 1 d . . .
H19 H 0.1738 0.4475 0.1675 0.042 Uiso 1 1 calc R . .
C20 C 0.4442(5) 0.45785(13) 0.10964(13) 0.0422(7) Uani 1 1 d . . .
H20 H 0.3871 0.4957 0.0840 0.051 Uiso 1 1 calc R . .
C21 C 0.6543(4) 0.43095(14) 0.09775(13) 0.0422(7) Uani 1 1 d . . .
H21 H 0.7417 0.4501 0.0635 0.051 Uiso 1 1 calc R . .
C22 C 0.7383(4) 0.37618(13) 0.13542(11) 0.0333(6) Uani 1 1 d . . .
H22 H 0.8830 0.3580 0.1266 0.040 Uiso 1 1 calc R . .
C23 C 0.5969(4) 0.19497(11) 0.13924(11) 0.0232(5) Uani 1 1 d . . .
C24 C 0.7854(4) 0.16054(12) 0.11545(11) 0.0267(5) Uani 1 1 d . . .
H24 H 0.9067 0.1510 0.1438 0.032 Uiso 1 1 calc R . .
C25 C 0.7983(4) 0.14016(13) 0.05126(11) 0.0320(6) Uani 1 1 d . . .
H25 H 0.9279 0.1167 0.0357 0.038 Uiso 1 1 calc R . .
C26 C 0.6220(4) 0.15382(13) 0.00933(12) 0.0315(6) Uani 1 1 d . . .
H26 H 0.6308 0.1397 -0.0349 0.038 Uiso 1 1 calc R . .
C27 C 0.4350(4) 0.18776(12) 0.03200(12) 0.0324(6) Uani 1 1 d . . .
H27 H 0.3146 0.1974 0.0033 0.039 Uiso 1 1 calc R . .
C28 C 0.4212(4) 0.20809(12) 0.09682(11) 0.0277(5) Uani 1 1 d . . .
H28 H 0.2906 0.2311 0.1123 0.033 Uiso 1 1 calc R . .
C29 C 0.5605(4) 0.09756(13) 0.25482(12) 0.0350(6) Uani 1 1 d . . .
H29A H 0.6509 0.0643 0.2812 0.042 Uiso 1 1 calc R . .
H29B H 0.5531 0.0783 0.2101 0.042 Uiso 1 1 calc R . .
C30 C 0.3285(5) 0.10010(15) 0.28235(14) 0.0471(7) Uani 1 1 d . . .
H30A H 0.3310 0.1247 0.3243 0.071 Uiso 1 1 calc R . .
H30B H 0.2730 0.0515 0.2884 0.071 Uiso 1 1 calc R . .
H30C H 0.2305 0.1257 0.2523 0.071 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'
O O 0.0106 0.0060 '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
C4 O1 C29 116.04(17) . . ?
O3 C1 C5 119.5(2) . . ?
O3 C1 C2 119.1(2) . . ?
C5 C1 C2 121.27(19) . . ?
C11 C2 C1 107.32(17) . . ?
C11 C2 C3 115.97(18) . . ?
C1 C2 C3 112.03(17) . . ?
O2 C3 C17 107.24(17) . . ?
O2 C3 C4 109.58(18) . . ?
C17 C3 C4 109.72(17) . . ?
O2 C3 C2 112.02(17) . . ?
C17 C3 C2 112.04(17) . . ?
C4 C3 C2 106.24(17) . . ?
O1 C4 C23 112.66(17) . . ?
O1 C4 C3 104.36(17) . . ?
C23 C4 C3 114.19(18) . . ?
C10 C5 C6 119.0(2) . . ?
C10 C5 C1 123.6(2) . . ?
C6 C5 C1 117.3(2) . . ?
C7 C6 C5 120.1(2) . . ?
C6 C7 C8 120.6(3) . . ?
C9 C8 C7 119.7(3) . . ?
C8 C9 C10 120.3(3) . . ?
C9 C10 C5 120.3(2) . . ?
C12 C11 C16 118.1(2) . . ?
C12 C11 C2 122.6(2) . . ?
C16 C11 C2 119.31(19) . . ?
C13 C12 C11 121.3(2) . . ?
C12 C13 C14 120.1(2) . . ?
C15 C14 C13 119.6(2) . . ?
C14 C15 C16 120.1(2) . . ?
C11 C16 C15 120.9(2) . . ?
C22 C17 C18 118.0(2) . . ?
C22 C17 C3 121.00(19) . . ?
C18 C17 C3 121.0(2) . . ?
C19 C18 C17 121.0(2) . . ?
C20 C19 C18 120.4(2) . . ?
C19 C20 C21 119.3(2) . . ?
C20 C21 C22 120.4(2) . . ?
C21 C22 C17 120.9(2) . . ?
C28 C23 C24 118.5(2) . . ?
C28 C23 C4 120.1(2) . . ?
C24 C23 C4 121.4(2) . . ?
C25 C24 C23 120.8(2) . . ?
C24 C25 C26 120.1(2) . . ?
C27 C26 C25 119.8(2) . . ?
C26 C27 C28 120.2(2) . . ?
C27 C28 C23 120.6(2) . . ?
O1 C29 C30 114.2(2) . . ?
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
O1 C4 1.427(3) . ?
O1 C29 1.439(3) . ?
O2 C3 1.422(3) . ?
O3 C1 1.233(3) . ?
C1 C5 1.487(3) . ?
C1 C2 1.534(3) . ?
C2 C11 1.525(3) . ?
C2 C3 1.577(3) . ?
C3 C17 1.513(3) . ?
C3 C4 1.554(3) . ?
C4 C23 1.515(3) . ?
C5 C10 1.393(3) . ?
C5 C6 1.397(3) . ?
C6 C7 1.376(4) . ?
C7 C8 1.385(4) . ?
C8 C9 1.376(4) . ?
C9 C10 1.385(3) . ?
C11 C12 1.385(3) . ?
C11 C16 1.388(3) . ?
C12 C13 1.381(3) . ?
C13 C14 1.383(3) . ?
C14 C15 1.376(3) . ?
C15 C16 1.389(3) . ?
C17 C22 1.386(3) . ?
C17 C18 1.389(3) . ?
C18 C19 1.384(3) . ?
C19 C20 1.375(4) . ?
C20 C21 1.380(4) . ?
C21 C22 1.384(3) . ?
C23 C28 1.391(3) . ?
C23 C24 1.392(3) . ?
C24 C25 1.379(3) . ?
C25 C26 1.390(3) . ?
C26 C27 1.373(3) . ?
C27 C28 1.391(3) . ?
C29 C30 1.504(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21189159
2 PubChem 102512853
