#------------------------------------------------------------------------------
#$Date: 2025-08-19 09:12:48 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/29/2012912.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2012912
loop_
_publ_author_name
'Kuźnik, Nikodem'
'Zawadiak, Jan'
'Gilner, Danuta'
'Wiȩckol, Angelika'
'Wagner, Paweł'
'Kubicki, Maciej'
_publ_section_title
;
 1,4-Bis[(1-methyl-1-phenylethyl)peroxymethyl]benzene
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o549
_journal_page_last               o550
_journal_paper_doi               10.1107/S0108270102012945
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C26 H30 O4'
_chemical_formula_sum            'C26 H30 O4'
_chemical_formula_weight         406.50
_chemical_name_systematic
;
1,4-Bis[(1-methyl-1-phenylethyl)peroxymethyl]benzene
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 90.44(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.368(3)
_cell_length_b                   6.2200(12)
_cell_length_c                   23.142(5)
_cell_measurement_reflns_used    94
_cell_measurement_temperature    295
_cell_measurement_theta_max      16.72
_cell_measurement_theta_min      3.16
_cell_volume                     2212.1(8)
_computing_cell_refinement       'KM-4 software'
_computing_data_collection       'KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'KM-4 software'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Kuma KM-4'
_diffrn_measurement_method       ω/2θ
_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  0.012
_diffrn_reflns_av_sigmaI/netI    0.050
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2007
_diffrn_reflns_theta_full        25.06
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.65
_diffrn_standards_decay_%        0.63
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.15
_refine_ls_extinction_coef       0.0123(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         1951
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.098
_refine_ls_R_factor_gt           0.033
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0551P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.080
_refine_ls_wR_factor_ref         0.092
_reflns_number_gt                1198
_reflns_number_total             1951
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            av1111.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               2012912
_cod_database_fobs_code          2012912
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.82024(10) 0.8445(3) 0.22393(6) 0.0528(4) Uani d . 1 . . C
C2 0.82748(9) 0.6366(2) 0.24379(5) 0.0491(4) Uani d . 1 . . C
C3 0.75619(11) 0.5431(3) 0.27037(6) 0.0526(4) Uani d . 1 . . C
H3 0.7605(10) 0.394(3) 0.2842(6) 0.059(4) Uiso d . 1 . . H
H1 0.8693(11) 0.911(3) 0.2058(7) 0.062(5) Uiso d . 1 . . H
C4 0.90842(11) 0.5088(3) 0.23400(7) 0.0620(5) Uani d . 1 . . C
H41 0.9201(11) 0.404(3) 0.2660(7) 0.076(5) Uiso d . 1 . . H
H42 0.9611(12) 0.602(3) 0.2294(7) 0.068(5) Uiso d . 1 . . H
C5 0.86717(9) 0.3889(2) 0.08673(5) 0.0459(4) Uani d . 1 . . C
C6 0.92672(11) 0.1994(3) 0.07597(9) 0.0636(5) Uani d . 1 . . C
H61 0.9150(11) 0.134(3) 0.0386(8) 0.071(5) Uiso d . 1 . . H
H62 0.9900(14) 0.249(3) 0.0735(7) 0.080(5) Uiso d . 1 . . H
H63 0.9242(12) 0.098(3) 0.1057(8) 0.077(6) Uiso d . 1 . . H
C7 0.87333(12) 0.5495(3) 0.03790(7) 0.0596(5) Uani d . 1 . . C
H71 0.9322(13) 0.598(3) 0.0314(7) 0.082(6) Uiso d . 1 . . H
H72 0.8361(12) 0.681(3) 0.0453(7) 0.074(5) Uiso d . 1 . . H
H73 0.8541(12) 0.482(3) 0.0013(9) 0.084(6) Uiso d . 1 . . H
C8 0.77260(9) 0.3268(2) 0.09644(5) 0.0426(4) Uani d . 1 . . C
C9 0.71600(9) 0.4730(3) 0.12117(6) 0.0476(4) Uani d . 1 . . C
H9 0.7369(9) 0.609(3) 0.1336(6) 0.055(4) Uiso d . 1 . . H
C10 0.62917(10) 0.4243(3) 0.12827(7) 0.0570(4) Uani d . 1 . . C
H10 0.5921(11) 0.531(3) 0.1447(7) 0.064(5) Uiso d . 1 . . H
C11 0.59709(10) 0.2288(3) 0.11074(7) 0.0633(5) Uani d . 1 . . C
H11 0.5365(12) 0.196(3) 0.1163(7) 0.074(5) Uiso d . 1 . . H
C12 0.65172(11) 0.0822(3) 0.08615(8) 0.0647(5) Uani d . 1 . . C
H12 0.6295(11) -0.057(3) 0.0731(7) 0.072(5) Uiso d . 1 . . H
C13 0.73905(10) 0.1310(3) 0.07901(7) 0.0552(4) Uani d . 1 . . C
H13 0.7759(10) 0.031(3) 0.0621(7) 0.065(5) Uiso d . 1 . . H
O1 0.90193(7) 0.36694(17) 0.18551(4) 0.0563(3) Uani d . 1 . . O
O2 0.89938(6) 0.51176(16) 0.13499(4) 0.0493(3) Uani d . 1 . . O
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_site_symmetry_1
_geom_angle
C3 C1 C2 7_665 120.84(15)
C3 C1 H1 7_665 119.9(10)
C2 C1 H1 . 119.3(10)
C1 C2 C3 . 118.63(14)
C1 C2 C4 . 120.94(15)
C3 C2 C4 . 120.33(15)
C1 C3 C2 7_665 120.52(15)
C1 C3 H3 7_665 120.3(9)
C2 C3 H3 . 119.2(9)
O1 C4 C2 . 113.19(12)
O1 C4 H41 . 101.0(10)
C2 C4 H41 . 112.2(10)
O1 C4 H42 . 109.0(9)
C2 C4 H42 . 112.4(10)
H41 C4 H42 . 108.3(13)
O2 C5 C7 . 101.89(13)
O2 C5 C6 . 109.67(13)
C7 C5 C6 . 110.49(14)
O2 C5 C8 . 110.09(10)
C7 C5 C8 . 110.08(12)
C6 C5 C8 . 113.95(14)
C5 C6 H61 . 111.3(10)
C5 C6 H62 . 110.6(11)
H61 C6 H62 . 104.2(13)
C5 C6 H63 . 112.1(11)
H61 C6 H63 . 111.4(15)
H62 C6 H63 . 106.8(14)
C5 C7 H71 . 112.7(10)
C5 C7 H72 . 111.7(9)
H71 C7 H72 . 107.8(15)
C5 C7 H73 . 109.8(11)
H71 C7 H73 . 105.9(14)
H72 C7 H73 . 108.8(15)
C13 C8 C9 . 117.72(14)
C13 C8 C5 . 122.35(13)
C9 C8 C5 . 119.87(13)
C10 C9 C8 . 121.09(16)
C10 C9 H9 . 119.0(9)
C8 C9 H9 . 119.9(9)
C11 C10 C9 . 120.34(17)
C11 C10 H10 . 121.3(10)
C9 C10 H10 . 118.4(10)
C12 C11 C10 . 119.58(16)
C12 C11 H11 . 120.9(10)
C10 C11 H11 . 119.5(10)
C11 C12 C13 . 120.13(18)
C11 C12 H12 . 120.4(10)
C13 C12 H12 . 119.5(10)
C8 C13 C12 . 121.14(16)
C8 C13 H13 . 119.1(10)
C12 C13 H13 . 119.7(10)
C4 O1 O2 . 104.26(11)
C5 O2 O1 . 107.32(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C3 7_665 1.374(2) ?
C1 C2 . 1.377(2) ?
C1 H1 . 0.959(17) ?
C2 C3 . 1.388(2) ?
C2 C4 . 1.495(2) ?
C3 C1 7_665 1.374(2) ?
C3 H3 . 0.982(17) ?
C4 O1 . 1.4303(19) ?
C4 H41 . 1.002(18) ?
C4 H42 . 1.002(18) ?
C5 O2 . 1.4381(16) ?
C5 C7 . 1.512(2) ?
C5 C6 . 1.514(2) ?
C5 C8 . 1.5220(19) ?
C6 H61 . 0.972(18) ?
C6 H62 . 1.02(2) ?
C6 H63 . 0.94(2) ?
C7 H71 . 0.966(19) ?
C7 H72 . 1.013(19) ?
C7 H73 . 0.99(2) ?
C8 C13 . 1.382(2) ?
C8 C9 . 1.385(2) ?
C9 C10 . 1.379(2) ?
C9 H9 . 0.951(17) ?
C10 C11 . 1.372(3) ?
C10 H10 . 0.956(17) ?
C11 C12 . 1.366(3) ?
C11 H11 . 0.962(18) ?
C12 C13 . 1.387(2) ?
C12 H12 . 0.979(18) ?
C13 H13 . 0.930(16) ?
O1 O2 . 1.4761(13) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 91266648
