#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/39/7123996.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_7123996
loop_
_publ_author_name
'Groysman, Stanislav'
'Lord, Richard L.'
'Wannipurage, Duleeka'
'Kurup, Sudheer S.'
_publ_section_title
;
 Tying the alkoxides together: an iron complex of a new chelating bulky
 bis(alkoxide) demonstrates selectivity for coupling of non-bulky aryl
 nitrenes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC05319K
_journal_year                    2019
_chemical_formula_sum            'C22 H17 O'
_chemical_formula_weight         297.36
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_audit_update_record
;
2019-07-08 deposited with the CCDC.    2019-08-14 downloaded from the CCDC.
;
_cell_angle_alpha                95.974(4)
_cell_angle_beta                 112.253(4)
_cell_angle_gamma                102.680(4)
_cell_formula_units_Z            2
_cell_length_a                   8.5806(7)
_cell_length_b                   10.2480(8)
_cell_length_c                   10.6149(8)
_cell_measurement_reflns_used    1640
_cell_measurement_temperature    569(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.08
_cell_volume                     824.51(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Apex2'
_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  0.0992
_diffrn_reflns_av_sigmaI/netI    0.0623
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            33851
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9872
_exptl_absorpt_correction_T_min  0.9858
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             314
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1386
_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)+(0.0572P)²+0.2013P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1568
_reflns_number_gt                1640
_reflns_number_total             3583
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9cc05319k3.cif
_cod_data_source_block           sg827_0m
_cod_original_cell_volume        824.51(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7123996
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
O1 O 0.1190(2) 0.06356(16) 0.36356(17) 0.0597(5) Uani 1 1 d .
H1 H 0.0804 0.0329 0.2798 0.090 Uiso 1 1 calc R
C1 C 0.3918(5) 0.3182(3) 0.8372(3) 0.0785(9) Uani 1 1 d .
H1A H 0.4243 0.3430 0.9324 0.094 Uiso 1 1 calc R
C2 C 0.5134(4) 0.3530(3) 0.7831(3) 0.0790(9) Uani 1 1 d .
H2 H 0.6282 0.4029 0.8411 0.095 Uiso 1 1 calc R
C3 C 0.4649(3) 0.3138(3) 0.6421(3) 0.0611(7) Uani 1 1 d .
H3 H 0.5484 0.3363 0.6061 0.073 Uiso 1 1 calc R
C4 C 0.2953(3) 0.2423(2) 0.5539(2) 0.0465(6) Uani 1 1 d .
C5 C 0.2353(3) 0.1980(2) 0.3971(2) 0.0440(6) Uani 1 1 d .
C6 C 0.1367(3) 0.2920(2) 0.3163(2) 0.0438(6) Uani 1 1 d .
C7 C 0.0421(3) 0.2551(2) 0.1714(2) 0.0506(6) Uani 1 1 d .
C8 C 0.0229(3) 0.1235(3) 0.0847(2) 0.0509(6) Uani 1 1 d .
C9 C -0.1511(3) -0.1050(3) -0.0411(2) 0.0582(7) Uani 1 1 d .
H9 H -0.2534 -0.1755 -0.0676 0.070 Uiso 1 1 calc R
C10 C -0.1283(3) 0.0167(3) 0.0408(2) 0.0602(7) Uani 1 1 d .
H10 H -0.2170 0.0275 0.0675 0.072 Uiso 1 1 calc R
C11 C 0.1746(4) 0.2094(3) 0.6107(3) 0.0575(7) Uani 1 1 d .
H11 H 0.0590 0.1612 0.5530 0.069 Uiso 1 1 calc R
C12 C 0.2234(4) 0.2472(3) 0.7513(3) 0.0701(8) Uani 1 1 d .
H12 H 0.1408 0.2240 0.7879 0.084 Uiso 1 1 calc R
C13 C 0.6725(4) 0.1859(5) 0.2969(4) 0.0966(12) Uani 1 1 d .
H13 H 0.7669 0.1831 0.2749 0.116 Uiso 1 1 calc R
C14 C 0.5830(5) 0.0728(5) 0.3223(4) 0.0989(12) Uani 1 1 d .
H14 H 0.6168 -0.0072 0.3179 0.119 Uiso 1 1 calc R
C15 C 0.4416(4) 0.0752(3) 0.3548(3) 0.0720(8) Uani 1 1 d .
H15 H 0.3812 -0.0030 0.3722 0.086 Uiso 1 1 calc R
C16 C 0.3902(3) 0.1930(2) 0.3613(2) 0.0484(6) Uani 1 1 d .
C17 C 0.4841(3) 0.3073(3) 0.3361(3) 0.0629(7) Uani 1 1 d .
H17 H 0.4520 0.3880 0.3412 0.075 Uiso 1 1 calc R
C18 C 0.6242(4) 0.3044(4) 0.3036(3) 0.0837(10) Uani 1 1 d .
H18 H 0.6855 0.3821 0.2863 0.100 Uiso 1 1 calc R
C19 C -0.0418(4) 0.3450(3) 0.1040(3) 0.0707(8) Uani 1 1 d .
H19 H -0.1053 0.3209 0.0079 0.085 Uiso 1 1 calc R
C20 C -0.0349(4) 0.4682(3) 0.1734(3) 0.0756(9) Uani 1 1 d .
H20 H -0.0930 0.5262 0.1252 0.091 Uiso 1 1 calc R
C21 C 0.0583(4) 0.5043(3) 0.3141(3) 0.0646(7) Uani 1 1 d .
H21 H 0.0650 0.5878 0.3626 0.078 Uiso 1 1 calc R
C22 C 0.1423(3) 0.4169(2) 0.3840(3) 0.0529(6) Uani 1 1 d .
H22 H 0.2051 0.4426 0.4800 0.064 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
C5 O1 H1 109.5 . .
C12 C1 C2 119.8(3) . .
C12 C1 H1A 120.1 . .
C2 C1 H1A 120.1 . .
C1 C2 C3 119.8(3) . .
C1 C2 H2 120.1 . .
C3 C2 H2 120.1 . .
C4 C3 C2 121.1(3) . .
C4 C3 H3 119.4 . .
C2 C3 H3 119.4 . .
C3 C4 C11 118.1(2) . .
C3 C4 C5 122.9(2) . .
C11 C4 C5 119.0(2) . .
O1 C5 C16 110.15(18) . .
O1 C5 C4 103.82(17) . .
C16 C5 C4 111.01(18) . .
O1 C5 C6 109.89(18) . .
C16 C5 C6 109.89(18) . .
C4 C5 C6 111.93(18) . .
C22 C6 C7 118.1(2) . .
C22 C6 C5 120.9(2) . .
C7 C6 C5 120.9(2) . .
C19 C7 C6 118.3(2) . .
C19 C7 C8 117.5(2) . .
C6 C7 C8 124.2(2) . .
C10 C8 C9 117.7(2) . 2
C10 C8 C7 120.4(2) . .
C9 C8 C7 121.8(2) 2 .
C10 C9 C8 120.6(2) . 2
C10 C9 H9 119.7 . .
C8 C9 H9 119.7 2 .
C9 C10 C8 121.7(2) . .
C9 C10 H10 119.1 . .
C8 C10 H10 119.1 . .
C12 C11 C4 120.8(3) . .
C12 C11 H11 119.6 . .
C4 C11 H11 119.6 . .
C1 C12 C11 120.5(3) . .
C1 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C14 C13 C18 120.2(3) . .
C14 C13 H13 119.9 . .
C18 C13 H13 119.9 . .
C13 C14 C15 120.6(3) . .
C13 C14 H14 119.7 . .
C15 C14 H14 119.7 . .
C16 C15 C14 120.1(3) . .
C16 C15 H15 119.9 . .
C14 C15 H15 119.9 . .
C15 C16 C17 118.2(2) . .
C15 C16 C5 121.0(2) . .
C17 C16 C5 120.7(2) . .
C18 C17 C16 121.4(3) . .
C18 C17 H17 119.3 . .
C16 C17 H17 119.3 . .
C13 C18 C17 119.4(3) . .
C13 C18 H18 120.3 . .
C17 C18 H18 120.3 . .
C20 C19 C7 122.5(3) . .
C20 C19 H19 118.7 . .
C7 C19 H19 118.7 . .
C21 C20 C19 119.0(3) . .
C21 C20 H20 120.5 . .
C19 C20 H20 120.5 . .
C20 C21 C22 119.8(3) . .
C20 C21 H21 120.1 . .
C22 C21 H21 120.1 . .
C21 C22 C6 122.2(2) . .
C21 C22 H22 118.9 . .
C6 C22 H22 118.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C5 1.430(3) .
O1 H1 0.8200 .
C1 C12 1.361(4) .
C1 C2 1.371(4) .
C1 H1A 0.9300 .
C2 C3 1.379(3) .
C2 H2 0.9300 .
C3 C4 1.374(3) .
C3 H3 0.9300 .
C4 C11 1.382(3) .
C4 C5 1.528(3) .
C5 C16 1.523(3) .
C5 C6 1.536(3) .
C6 C22 1.383(3) .
C6 C7 1.402(3) .
C7 C19 1.385(3) .
C7 C8 1.491(3) .
C8 C10 1.382(3) .
C8 C9 1.385(3) 2
C9 C10 1.374(3) .
C9 C8 1.385(3) 2
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 C12 1.374(3) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.355(5) .
C13 C18 1.369(5) .
C13 H13 0.9300 .
C14 C15 1.386(4) .
C14 H14 0.9300 .
C15 C16 1.377(3) .
C15 H15 0.9300 .
C16 C17 1.382(3) .
C17 C18 1.375(4) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 C20 1.371(4) .
C19 H19 0.9300 .
C20 C21 1.363(4) .
C20 H20 0.9300 .
C21 C22 1.374(3) .
C21 H21 0.9300 .
C22 H22 0.9300 .
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_4
C12 C1 C2 C3 -1.1(5) . .
C1 C2 C3 C4 1.2(4) . .
C2 C3 C4 C11 -0.6(4) . .
C2 C3 C4 C5 179.4(2) . .
C3 C4 C5 O1 140.1(2) . .
C11 C4 C5 O1 -40.0(3) . .
C3 C4 C5 C16 21.8(3) . .
C11 C4 C5 C16 -158.3(2) . .
C3 C4 C5 C6 -101.4(3) . .
C11 C4 C5 C6 78.5(3) . .
O1 C5 C6 C22 128.7(2) . .
C16 C5 C6 C22 -109.9(2) . .
C4 C5 C6 C22 13.9(3) . .
O1 C5 C6 C7 -52.9(3) . .
C16 C5 C6 C7 68.4(3) . .
C4 C5 C6 C7 -167.7(2) . .
C22 C6 C7 C19 -0.6(3) . .
C5 C6 C7 C19 -179.0(2) . .
C22 C6 C7 C8 -179.3(2) . .
C5 C6 C7 C8 2.3(3) . .
C19 C7 C8 C10 -78.9(3) . .
C6 C7 C8 C10 99.8(3) . .
C19 C7 C8 C9 98.7(3) . 2
C6 C7 C8 C9 -82.5(3) . 2
C8 C9 C10 C8 -1.2(4) 2 .
C9 C8 C10 C9 1.1(4) 2 .
C7 C8 C10 C9 178.9(2) . .
C3 C4 C11 C12 -0.2(4) . .
C5 C4 C11 C12 179.9(2) . .
C2 C1 C12 C11 0.4(5) . .
C4 C11 C12 C1 0.2(4) . .
C18 C13 C14 C15 0.2(5) . .
C13 C14 C15 C16 0.1(5) . .
C14 C15 C16 C17 -0.6(4) . .
C14 C15 C16 C5 -179.9(3) . .
O1 C5 C16 C15 -24.2(3) . .
C4 C5 C16 C15 90.2(3) . .
C6 C5 C16 C15 -145.4(2) . .
O1 C5 C16 C17 156.5(2) . .
C4 C5 C16 C17 -89.0(3) . .
C6 C5 C16 C17 35.3(3) . .
C15 C16 C17 C18 0.7(4) . .
C5 C16 C17 C18 -179.9(2) . .
C14 C13 C18 C17 -0.1(5) . .
C16 C17 C18 C13 -0.4(4) . .
C6 C7 C19 C20 0.4(4) . .
C8 C7 C19 C20 179.2(3) . .
C7 C19 C20 C21 0.2(5) . .
C19 C20 C21 C22 -0.5(4) . .
C20 C21 C22 C6 0.3(4) . .
C7 C6 C22 C21 0.3(4) . .
C5 C6 C22 C21 178.7(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139062102
