#------------------------------------------------------------------------------
#$Date: 2024-07-05 19:12:11 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293042 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/63/7716396.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_7716396
loop_
_publ_author_name
'Iwabuchi, Shuta'
'Morofuji, Tatsuya'
'Kano, Naokazu'
_publ_section_title
;
 Synthesis, structure, and alkynylation reactivity of alkynyl-silicate,
 -germanate, and -stannate.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10829
_journal_page_last               10833
_journal_paper_doi               10.1039/d4dt01688b
_journal_volume                  53
_journal_year                    2024
_chemical_formula_sum            'C34 H33 F12 Ge N O2'
_chemical_formula_weight         788.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-03-07 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.828(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1071(5)
_cell_length_b                   16.2492(9)
_cell_length_c                   18.3357(8)
_cell_measurement_reflns_used    12514
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.0660
_cell_measurement_theta_min      2.0500
_cell_volume                     3292.1(3)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            38232
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.757
_diffrn_reflns_theta_min         2.056
_exptl_absorpt_coefficient_mu    1.032
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         9898
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0436
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0216P)²+2.5397P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0759
_refine_ls_wR_factor_ref         0.0819
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7591
_reflns_number_total             9898
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01688b2.cif
_cod_data_source_block           20211004iwabuchi2_auto
_cod_depositor_comments
'Adding full bibliography for 7716394--7716396.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7716396
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Ge01 Ge 0.66192(2) 0.75342(2) 0.38176(2) 0.00951(5) Uani 1 1 d . . . . .
F002 F 0.85719(11) 0.98881(7) 0.46654(6) 0.0208(3) Uani 1 1 d . . . . .
F003 F 0.98504(10) 0.76094(7) 0.40073(6) 0.0204(3) Uani 1 1 d . . . . .
F004 F 0.92166(11) 0.92726(8) 0.56674(6) 0.0239(3) Uani 1 1 d . . . . .
F005 F 0.40234(11) 0.55584(8) 0.27697(6) 0.0242(3) Uani 1 1 d . . . . .
F006 F 0.37921(12) 0.56532(8) 0.42199(7) 0.0260(3) Uani 1 1 d . . . . .
F007 F 0.73130(11) 0.92827(8) 0.52999(7) 0.0246(3) Uani 1 1 d . . . . .
F008 F 1.06626(10) 0.82812(8) 0.49429(6) 0.0226(3) Uani 1 1 d . . . . .
F009 F 0.47577(11) 0.66126(8) 0.22604(6) 0.0251(3) Uani 1 1 d . . . . .
F00A F 1.00773(10) 0.89197(8) 0.39402(6) 0.0229(3) Uani 1 1 d . . . . .
F00B F 0.36673(12) 0.68602(8) 0.46715(6) 0.0262(3) Uani 1 1 d . . . . .
O00C O 0.76938(11) 0.84790(8) 0.40136(7) 0.0120(3) Uani 1 1 d . . . . .
O00D O 0.54880(11) 0.65976(8) 0.37050(7) 0.0126(3) Uani 1 1 d . . . . .
F00E F 0.28634(11) 0.65711(9) 0.24128(7) 0.0291(3) Uani 1 1 d . . . . .
F00F F 0.23273(11) 0.64521(9) 0.38146(7) 0.0329(3) Uani 1 1 d . . . . .
N00G N 0.22067(14) 0.54810(10) 0.64696(8) 0.0136(3) Uani 1 1 d . . . . .
C00H C 0.73132(16) 0.71610(12) 0.47797(9) 0.0105(3) Uani 1 1 d . . . . .
C00I C 0.87884(17) 0.75022(13) 0.57993(10) 0.0150(4) Uani 1 1 d . . . . .
C00J C 0.82213(16) 0.76709(11) 0.51007(9) 0.0116(4) Uani 1 1 d . . . . .
C00K C 0.74200(17) 0.72226(12) 0.29812(10) 0.0129(4) Uani 1 1 d . . . . .
C00L C 0.79486(17) 0.70608(12) 0.24549(10) 0.0128(4) Uani 1 1 d . . . . .
C00M C 0.75217(17) 0.63075(13) 0.58665(10) 0.0151(4) Uani 1 1 d . . . . .
C00N C 0.69633(16) 0.64733(12) 0.51680(10) 0.0124(4) Uani 1 1 d . . . . .
C00O C 0.84243(17) 0.68221(13) 0.61810(10) 0.0153(4) Uani 1 1 d . . . . .
C00P C 0.85903(17) 0.68731(12) 0.18290(10) 0.0126(4) Uani 1 1 d . . . . .
C00Q C 0.41253(17) 0.77316(12) 0.34268(10) 0.0138(4) Uani 1 1 d . . . . .
C00R C 0.85026(16) 0.84162(12) 0.46314(9) 0.0109(3) Uani 1 1 d . . . . .
C00S C 0.97851(17) 0.83153(12) 0.43814(10) 0.0155(4) Uani 1 1 d . . . . .
C00T C 0.14773(18) 0.46960(13) 0.63616(11) 0.0179(4) Uani 1 1 d . . . . .
H00A H 0.195582 0.424017 0.660349 0.021 Uiso 1 1 calc R U . . .
H00B H 0.135896 0.457213 0.583047 0.021 Uiso 1 1 calc R U . . .
C00U C 0.98433(17) 0.69668(13) 0.18642(10) 0.0161(4) Uani 1 1 d . . . . .
C00V C 0.84153(17) 0.92168(12) 0.50687(10) 0.0153(4) Uani 1 1 d . . . . .
C00W C 0.79495(18) 0.65994(13) 0.11758(10) 0.0156(4) Uani 1 1 d . . . . .
C00X C 0.51708(16) 0.81940(12) 0.35946(9) 0.0119(4) Uani 1 1 d . . . . .
C00Y C 0.33906(18) 0.53178(13) 0.61429(11) 0.0188(4) Uani 1 1 d . . . . .
H00C H 0.373415 0.479377 0.634585 0.023 Uiso 1 1 calc R U . . .
H00D H 0.321182 0.524475 0.560685 0.023 Uiso 1 1 calc R U . . .
C00Z C 0.35162(18) 0.64398(13) 0.40468(11) 0.0187(4) Uani 1 1 d . . . . .
C010 C 0.39919(19) 0.94422(14) 0.34388(11) 0.0212(4) Uani 1 1 d . . . . .
H010 H 0.394515 1.002593 0.344492 0.025 Uiso 1 1 calc R U . . .
C011 C 0.98038(18) 0.65333(14) 0.06090(11) 0.0200(4) Uani 1 1 d . . . . .
C012 C 0.43124(16) 0.67964(12) 0.34794(10) 0.0126(4) Uani 1 1 d . . . . .
C013 C 0.50990(18) 0.90506(13) 0.36015(10) 0.0158(4) Uani 1 1 d . . . . .
C014 C 1.04444(19) 0.68013(14) 0.12527(11) 0.0192(4) Uani 1 1 d . . . . .
C015 C 0.39742(18) 0.63831(13) 0.27264(10) 0.0186(4) Uani 1 1 d . . . . .
C016 C 0.30106(18) 0.81252(14) 0.32629(11) 0.0201(4) Uani 1 1 d . . . . .
H016 H 0.229587 0.780994 0.314914 0.024 Uiso 1 1 calc R U . . .
C017 C 0.24421(19) 0.56965(13) 0.72794(11) 0.0201(4) Uani 1 1 d . . . . .
H01A H 0.288499 0.622572 0.732522 0.024 Uiso 1 1 calc R U . . .
H01B H 0.165381 0.577956 0.747677 0.024 Uiso 1 1 calc R U . . .
C018 C 0.85607(19) 0.64301(14) 0.05683(10) 0.0191(4) Uani 1 1 d . . . . .
C019 C 0.29540(19) 0.89752(14) 0.32673(12) 0.0237(5) Uani 1 1 d . . . . .
H019 H 0.219798 0.924255 0.315184 0.028 Uiso 1 1 calc R U . . .
C01A C 0.3152(2) 0.50641(14) 0.77449(11) 0.0232(5) Uani 1 1 d . . . . .
H01C H 0.396339 0.501152 0.758396 0.035 Uiso 1 1 calc R U . . .
H01D H 0.273631 0.453217 0.769419 0.035 Uiso 1 1 calc R U . . .
H01E H 0.321846 0.523736 0.825938 0.035 Uiso 1 1 calc R U . . .
C01B C 0.15458(19) 0.62023(13) 0.60916(12) 0.0224(5) Uani 1 1 d . . . . .
H01F H 0.088931 0.637177 0.638650 0.027 Uiso 1 1 calc R U . . .
H01G H 0.211774 0.666914 0.608742 0.027 Uiso 1 1 calc R U . . .
C01C C 0.1003(2) 0.60480(15) 0.53151(12) 0.0266(5) Uani 1 1 d . . . . .
H01H H 0.160095 0.577536 0.504003 0.040 Uiso 1 1 calc R U . . .
H01I H 0.076593 0.657339 0.508025 0.040 Uiso 1 1 calc R U . . .
H01J H 0.028815 0.569503 0.532094 0.040 Uiso 1 1 calc R U . . .
C01D C 0.0250(2) 0.47114(15) 0.66527(13) 0.0286(5) Uani 1 1 d . . . . .
H01K H -0.023724 0.515830 0.641664 0.043 Uiso 1 1 calc R U . . .
H01L H 0.035451 0.480084 0.718397 0.043 Uiso 1 1 calc R U . . .
H01M H -0.016089 0.418493 0.654614 0.043 Uiso 1 1 calc R U . . .
C01E C 0.43383(19) 0.59834(15) 0.62805(12) 0.0259(5) Uani 1 1 d . . . . .
H01N H 0.505063 0.583981 0.603243 0.039 Uiso 1 1 calc R U . . .
H01O H 0.457149 0.603313 0.680859 0.039 Uiso 1 1 calc R U . . .
H01P H 0.400673 0.650863 0.608948 0.039 Uiso 1 1 calc R U . . .
H00O H 0.8779(18) 0.6724(13) 0.6666(11) 0.012(5) Uiso 1 1 d . . . . .
H00N H 0.6303(18) 0.6136(13) 0.4950(11) 0.011(5) Uiso 1 1 d . . . . .
H011 H 1.0201(19) 0.6409(13) 0.0200(12) 0.017(6) Uiso 1 1 d . . . . .
H014 H 1.131(2) 0.6889(14) 0.1285(12) 0.023(6) Uiso 1 1 d . . . . .
H00M H 0.7281(18) 0.5856(13) 0.6126(11) 0.014(5) Uiso 1 1 d . . . . .
H00U H 1.0292(19) 0.7159(14) 0.2318(12) 0.018(6) Uiso 1 1 d . . . . .
H00W H 0.709(2) 0.6511(14) 0.1150(12) 0.021(6) Uiso 1 1 d . . . . .
H00I H 0.941(2) 0.7852(14) 0.6029(12) 0.020(6) Uiso 1 1 d . . . . .
H018 H 0.8107(18) 0.6262(13) 0.0124(11) 0.015(5) Uiso 1 1 d . . . . .
H013 H 0.5818(19) 0.9369(14) 0.3731(11) 0.019(6) Uiso 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 '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
C00K Ge01 C00X 114.77(7) . . ?
C00K Ge01 C00H 117.96(8) . . ?
C00X Ge01 C00H 127.27(7) . . ?
C00K Ge01 O00C 91.73(7) . . ?
C00X Ge01 O00C 94.73(7) . . ?
C00H Ge01 O00C 84.26(7) . . ?
C00K Ge01 O00D 93.14(7) . . ?
C00X Ge01 O00D 84.18(7) . . ?
C00H Ge01 O00D 92.52(7) . . ?
O00C Ge01 O00D 175.02(5) . . ?
C00R O00C Ge01 115.35(11) . . ?
C012 O00D Ge01 115.35(11) . . ?
C01B N00G C00T 111.37(15) . . ?
C01B N00G C017 107.22(15) . . ?
C00T N00G C017 111.00(15) . . ?
C01B N00G C00Y 110.67(15) . . ?
C00T N00G C00Y 105.90(15) . . ?
C017 N00G C00Y 110.75(15) . . ?
C00J C00H C00N 119.17(16) . . ?
C00J C00H Ge01 113.66(13) . . ?
C00N C00H Ge01 127.12(14) . . ?
C00O C00I C00J 119.40(18) . . ?
C00H C00J C00I 120.81(17) . . ?
C00H C00J C00R 114.40(15) . . ?
C00I C00J C00R 124.77(17) . . ?
C00L C00K Ge01 177.05(18) . . ?
C00K C00L C00P 179.4(2) . . ?
C00O C00M C00N 120.15(18) . . ?
C00M C00N C00H 120.09(18) . . ?
C00M C00O C00I 120.37(18) . . ?
C00U C00P C00W 119.45(17) . . ?
C00U C00P C00L 120.72(17) . . ?
C00W C00P C00L 119.82(17) . . ?
C00X C00Q C016 120.08(19) . . ?
C00X C00Q C012 114.59(16) . . ?
C016 C00Q C012 125.25(18) . . ?
O00C C00R C00J 111.52(14) . . ?
O00C C00R C00V 107.23(15) . . ?
C00J C00R C00V 110.37(14) . . ?
O00C C00R C00S 107.90(14) . . ?
C00J C00R C00S 109.14(15) . . ?
C00V C00R C00S 110.65(15) . . ?
F00A C00S F003 106.87(15) . . ?
F00A C00S F008 107.02(15) . . ?
F003 C00S F008 106.46(15) . . ?
F00A C00S C00R 112.92(16) . . ?
F003 C00S C00R 109.92(15) . . ?
F008 C00S C00R 113.24(15) . . ?
N00G C00T C01D 115.42(17) . . ?
C014 C00U C00P 120.06(18) . . ?
F002 C00V F007 106.48(16) . . ?
F002 C00V F004 106.48(15) . . ?
F007 C00V F004 106.67(15) . . ?
F002 C00V C00R 112.52(15) . . ?
F007 C00V C00R 109.93(15) . . ?
F004 C00V C00R 114.31(16) . . ?
C018 C00W C00P 120.04(18) . . ?
C00Q C00X C013 119.61(18) . . ?
C00Q C00X Ge01 113.79(14) . . ?
C013 C00X Ge01 126.59(15) . . ?
C01E C00Y N00G 115.09(17) . . ?
F00B C00Z F006 106.22(16) . . ?
F00B C00Z F00F 107.39(16) . . ?
F006 C00Z F00F 106.35(16) . . ?
F00B C00Z C012 110.89(16) . . ?
F006 C00Z C012 112.52(16) . . ?
F00F C00Z C012 113.05(16) . . ?
C019 C010 C013 119.6(2) . . ?
C014 C011 C018 120.46(18) . . ?
O00D C012 C00Q 111.82(15) . . ?
O00D C012 C00Z 107.57(15) . . ?
C00Q C012 C00Z 109.29(15) . . ?
O00D C012 C015 107.77(15) . . ?
C00Q C012 C015 110.77(15) . . ?
C00Z C012 C015 109.54(16) . . ?
C010 C013 C00X 120.4(2) . . ?
C011 C014 C00U 120.10(19) . . ?
F009 C015 F00E 107.05(16) . . ?
F009 C015 F005 106.96(17) . . ?
F00E C015 F005 106.41(16) . . ?
F009 C015 C012 109.60(16) . . ?
F00E C015 C012 114.38(17) . . ?
F005 C015 C012 112.06(16) . . ?
C019 C016 C00Q 119.7(2) . . ?
C01A C017 N00G 115.08(16) . . ?
C011 C018 C00W 119.89(19) . . ?
C016 C019 C010 120.6(2) . . ?
C01C C01B N00G 115.61(17) . . ?
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
Ge01 C00K 1.9176(19) . ?
Ge01 C00X 1.9419(19) . ?
Ge01 C00H 1.9488(18) . ?
Ge01 O00C 1.9554(13) . ?
Ge01 O00D 1.9710(13) . ?
F002 C00V 1.339(2) . ?
F003 C00S 1.342(2) . ?
F004 C00V 1.344(2) . ?
F005 C015 1.343(2) . ?
F006 C00Z 1.345(2) . ?
F007 C00V 1.340(2) . ?
F008 C00S 1.345(2) . ?
F009 C015 1.333(2) . ?
F00A C00S 1.333(2) . ?
F00B C00Z 1.330(2) . ?
O00C C00R 1.376(2) . ?
O00D C012 1.368(2) . ?
F00E C015 1.342(2) . ?
F00F C00Z 1.346(2) . ?
N00G C01B 1.513(3) . ?
N00G C00T 1.513(2) . ?
N00G C017 1.522(2) . ?
N00G C00Y 1.523(2) . ?
C00H C00J 1.389(3) . ?
C00H C00N 1.401(3) . ?
C00I C00O 1.390(3) . ?
C00I C00J 1.396(2) . ?
C00J C00R 1.536(3) . ?
C00K C00L 1.208(3) . ?
C00L C00P 1.444(2) . ?
C00M C00O 1.385(3) . ?
C00M C00N 1.392(3) . ?
C00P C00U 1.395(3) . ?
C00P C00W 1.402(3) . ?
C00Q C00X 1.391(3) . ?
C00Q C016 1.399(3) . ?
C00Q C012 1.535(3) . ?
C00R C00V 1.536(3) . ?
C00R C00S 1.549(3) . ?
C00T C01D 1.513(3) . ?
C00U C014 1.388(3) . ?
C00W C018 1.390(3) . ?
C00X C013 1.394(3) . ?
C00Y C01E 1.512(3) . ?
C00Z C012 1.545(3) . ?
C010 C019 1.389(3) . ?
C010 C013 1.390(3) . ?
C011 C014 1.385(3) . ?
C011 C018 1.385(3) . ?
C012 C015 1.547(3) . ?
C016 C019 1.383(3) . ?
C017 C01A 1.507(3) . ?
C01B C01C 1.510(3) . ?
