#------------------------------------------------------------------------------
#$Date: 2021-09-06 14:26:39 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/79/7707961.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_7707961
loop_
_publ_author_name
'Püschmann, Sabrina D'
'Frühwirt, Philipp'
'Müller, Stefanie M'
'Wagner, Stefan H.'
'Torvisco, Ana'
'Fischer, Roland C.'
'Kelterer, Anne-Marie'
'Griesser, Thomas'
'Gescheidt, Georg'
'Haas, Michael'
_publ_section_title
;
 Synthesis and characterization of diacylgermanes: persistent derivatives
 with superior photoreactivity.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11965
_journal_page_last               11974
_journal_paper_doi               10.1039/d1dt02091a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C34 H36 Ge O4'
_chemical_formula_sum            'C34 H36 Ge O4'
_chemical_formula_weight         581.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-04-20 deposited with the CCDC.	2021-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.212(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2702(8)
_cell_length_b                   10.6138(4)
_cell_length_c                   16.3833(13)
_cell_measurement_reflns_used    9554
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.32
_cell_measurement_theta_min      2.30
_cell_volume                     2792.7(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0949
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            71564
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.994
_diffrn_reflns_theta_min         2.295
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    1.135
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.5332
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2735
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0246
_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)+(0.0085P)²+4.6828P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0624
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2567
_reflns_number_total             2735
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt02091a3.cif
_cod_data_source_block           AT1083_a
_cod_depositor_comments
'Adding full bibliography for 7707961--7707965.cif.'
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               7707961
_publcif_datablock.id            {67828e27-5ff9-49ea-bc0c-a2a2b756291a}
_shelx_shelxl_version_number     2018/3
_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.
;
_publcif_funding_html
;
;
loop_
_space_group_symop_operation_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_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
Ge1 Ge 0.250000 0.39028(2) 0.500000 0.00984(8) Uani 1 2 d S T P . .
O1 O 0.11784(7) 0.46322(11) 0.58058(7) 0.0182(3) Uani 1 1 d . . . . .
O2 O 0.35264(7) 0.59169(10) 0.58326(7) 0.0153(2) Uani 1 1 d . . . . .
C1 C 0.18559(9) 0.50107(15) 0.56885(9) 0.0127(3) Uani 1 1 d . . . . .
C2 C 0.16862(9) 0.27840(14) 0.43027(9) 0.0113(3) Uani 1 1 d . . . . .
C3 C 0.21361(10) 0.63009(15) 0.59926(10) 0.0139(3) Uani 1 1 d . . . . .
C4 C 0.15405(11) 0.71048(16) 0.62385(10) 0.0187(3) Uani 1 1 d . . . . .
H4 H 0.099032 0.680359 0.623655 0.022 Uiso 1 1 calc R U . . .
C5 C 0.17359(12) 0.83308(17) 0.64847(12) 0.0259(4) Uani 1 1 d . . . . .
H5 H 0.132496 0.886399 0.665304 0.031 Uiso 1 1 calc R U . . .
C6 C 0.25369(13) 0.87723(17) 0.64830(13) 0.0280(4) Uani 1 1 d . . . . .
H6 H 0.267100 0.961731 0.664326 0.034 Uiso 1 1 calc R U . . .
C7 C 0.31441(11) 0.79988(16) 0.62511(11) 0.0222(4) Uani 1 1 d . . . . .
H7 H 0.369105 0.831261 0.625178 0.027 Uiso 1 1 calc R U . . .
C8 C 0.29511(10) 0.67597(15) 0.60169(10) 0.0142(3) Uani 1 1 d . . . . .
C9 C 0.43520(10) 0.63633(18) 0.57934(11) 0.0216(4) Uani 1 1 d . . . . .
H9A H 0.469451 0.566390 0.564840 0.032 Uiso 1 1 calc R U . . .
H9B H 0.459863 0.670634 0.633261 0.032 Uiso 1 1 calc R U . . .
H9C H 0.432656 0.702435 0.537253 0.032 Uiso 1 1 calc R U . . .
C10 C 0.12786(9) 0.18366(14) 0.46902(10) 0.0132(3) Uani 1 1 d . . . . .
C11 C 0.07699(10) 0.09568(15) 0.42138(10) 0.0150(3) Uani 1 1 d . . . . .
H11 H 0.049667 0.033012 0.448609 0.018 Uiso 1 1 calc R U . . .
C12 C 0.06523(10) 0.09714(15) 0.33564(10) 0.0144(3) Uani 1 1 d . . . . .
C13 C 0.10471(10) 0.19159(15) 0.29773(10) 0.0134(3) Uani 1 1 d . . . . .
H13 H 0.096580 0.195322 0.239054 0.016 Uiso 1 1 calc R U . . .
C14 C 0.15597(9) 0.28127(14) 0.34297(10) 0.0122(3) Uani 1 1 d . . . . .
C15 C 0.13803(11) 0.16962(16) 0.56190(10) 0.0178(3) Uani 1 1 d . . . . .
H15A H 0.195804 0.147064 0.583593 0.027 Uiso 1 1 calc R U . . .
H15B H 0.100752 0.103258 0.575833 0.027 Uiso 1 1 calc R U . . .
H15C H 0.124117 0.249442 0.586482 0.027 Uiso 1 1 calc R U . . .
C16 C 0.01374(11) -0.00173(16) 0.28428(10) 0.0188(4) Uani 1 1 d . . . . .
H16A H 0.047189 -0.041249 0.246619 0.028 Uiso 1 1 calc R U . . .
H16B H -0.035459 0.037918 0.252114 0.028 Uiso 1 1 calc R U . . .
H16C H -0.003905 -0.065960 0.320816 0.028 Uiso 1 1 calc R U . . .
C17 C 0.19764(10) 0.37491(15) 0.29348(10) 0.0142(3) Uani 1 1 d . . . . .
H17A H 0.258125 0.363227 0.305317 0.021 Uiso 1 1 calc R U . . .
H17B H 0.183691 0.460701 0.308641 0.021 Uiso 1 1 calc R U . . .
H17C H 0.178135 0.361563 0.234362 0.021 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Ge Ge 0.1550 1.8000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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
C2 Ge1 C2 106.98(9) 2_556 . ?
C2 Ge1 C1 107.95(6) 2_556 2_556 ?
C2 Ge1 C1 112.35(6) . 2_556 ?
C2 Ge1 C1 112.35(6) 2_556 . ?
C2 Ge1 C1 107.95(6) . . ?
C1 Ge1 C1 109.31(9) 2_556 . ?
C8 O2 C9 118.29(13) . . ?
O1 C1 C3 118.86(14) . . ?
O1 C1 Ge1 117.20(12) . . ?
C3 C1 Ge1 123.72(11) . . ?
C10 C2 C14 117.94(14) . . ?
C10 C2 Ge1 118.89(11) . . ?
C14 C2 Ge1 122.86(11) . . ?
C4 C3 C8 118.30(15) . . ?
C4 C3 C1 117.66(14) . . ?
C8 C3 C1 123.99(14) . . ?
C5 C4 C3 121.35(16) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 119.33(16) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C7 C6 C5 120.87(17) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 119.79(16) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
O2 C8 C7 123.27(15) . . ?
O2 C8 C3 116.36(14) . . ?
C7 C8 C3 120.32(15) . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C2 120.22(14) . . ?
C11 C10 C15 117.09(14) . . ?
C2 C10 C15 122.68(14) . . ?
C12 C11 C10 122.05(15) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C13 117.52(15) . . ?
C11 C12 C16 122.01(15) . . ?
C13 C12 C16 120.44(15) . . ?
C12 C13 C14 122.25(15) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C13 C14 C2 120.01(14) . . ?
C13 C14 C17 116.40(14) . . ?
C2 C14 C17 123.56(14) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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
Ge1 C2 1.9960(15) 2_556 ?
Ge1 C2 1.9960(15) . ?
Ge1 C1 2.0326(15) 2_556 ?
Ge1 C1 2.0326(15) . ?
O1 C1 1.2172(19) . ?
O2 C8 1.3630(19) . ?
O2 C9 1.4356(19) . ?
C1 C3 1.503(2) . ?
C2 C10 1.410(2) . ?
C2 C14 1.412(2) . ?
C3 C4 1.398(2) . ?
C3 C8 1.407(2) . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(2) . ?
C7 H7 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.400(2) . ?
C10 C15 1.511(2) . ?
C11 C12 1.387(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.390(2) . ?
C12 C16 1.512(2) . ?
C13 C14 1.398(2) . ?
C13 H13 0.9500 . ?
C14 C17 1.510(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C9 H9A O1 0.98 2.41 3.151(2) 132.2 6_665 yes
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 C3 C4 -13.2(2) . . . . ?
Ge1 C1 C3 C4 161.34(12) . . . . ?
O1 C1 C3 C8 169.13(15) . . . . ?
Ge1 C1 C3 C8 -16.3(2) . . . . ?
C8 C3 C4 C5 1.3(3) . . . . ?
C1 C3 C4 C5 -176.53(16) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 C7 -1.0(3) . . . . ?
C5 C6 C7 C8 -0.1(3) . . . . ?
C9 O2 C8 C7 -6.8(2) . . . . ?
C9 O2 C8 C3 175.75(14) . . . . ?
C6 C7 C8 O2 -175.59(16) . . . . ?
C6 C7 C8 C3 1.8(3) . . . . ?
C4 C3 C8 O2 175.18(14) . . . . ?
C1 C3 C8 O2 -7.1(2) . . . . ?
C4 C3 C8 C7 -2.4(2) . . . . ?
C1 C3 C8 C7 175.31(15) . . . . ?
C14 C2 C10 C11 0.3(2) . . . . ?
Ge1 C2 C10 C11 -173.49(12) . . . . ?
C14 C2 C10 C15 178.74(14) . . . . ?
Ge1 C2 C10 C15 5.0(2) . . . . ?
C2 C10 C11 C12 0.5(2) . . . . ?
C15 C10 C11 C12 -177.99(15) . . . . ?
C10 C11 C12 C13 -1.3(2) . . . . ?
C10 C11 C12 C16 176.91(15) . . . . ?
C11 C12 C13 C14 1.3(2) . . . . ?
C16 C12 C13 C14 -176.97(14) . . . . ?
C12 C13 C14 C2 -0.5(2) . . . . ?
C12 C13 C14 C17 177.49(14) . . . . ?
C10 C2 C14 C13 -0.3(2) . . . . ?
Ge1 C2 C14 C13 173.19(11) . . . . ?
C10 C2 C14 C17 -178.13(14) . . . . ?
Ge1 C2 C14 C17 -4.6(2) . . . . ?
