# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_a
_database_code_depnum_ccdc_archive 'CCDC 1915517'
loop_
_audit_author_name
_audit_author_address
'Andrei Churakov'
;Institute of General and Inorganic Chemistry RAS
Russia
;
_audit_update_record
;
2019-05-12 deposited with the CCDC. 2020-01-07 downloaded from the CCDC.
;
_iucr_refine_instructions_details
;
TITL a in P-1
CELL 0.71073 9.8022 11.3939 14.9070 88.3116 89.7934 65.7475
ZERR 4.000 0.0003 0.0003 0.0004 0.0011 0.0011 0.0010
LATT 1
SFAC C H O SI
UNIT 72 64 8 4
TEMP -123
SIZE .40 .20 .05
EQIV $1 1-X, 2-Y, 2-Z
EQIV $2 1-X, 1-Y, 1-Z
HTAB O11 O12_$1
HTAB O21 O22_$2
L.S. 10
BOND $H
ACTA
FMAP 2
PLAN 8
OMIT -2 54
OMIT 3 3 4
CONF SI1 O12 O11 H1
CONF SI2 O22 O21 H2
CONF C21 SI1 O12 O11
CONF C51 SI2 O22 O21
WGHT 0.034600 0.785100
FVAR 0.29386
SI1 4 0.764273 0.744481 0.980263 11.00000 0.01804 0.02417 =
0.02100 -0.00476 0.00001 -0.00671
SI2 4 0.243494 0.740130 0.471982 11.00000 0.01989 0.02050 =
0.02230 -0.00206 0.00050 -0.00939
O11 3 0.494759 0.887280 0.935622 11.00000 0.02430 0.03930 =
0.05658 -0.01634 -0.01169 -0.00548
O12 3 0.635464 0.897073 0.961360 11.00000 0.02016 0.02932 =
0.03644 -0.00860 -0.00399 -0.00473
O21 3 0.331331 0.502626 0.505122 11.00000 0.02803 0.02462 =
0.05328 0.00472 0.00002 -0.01347
O22 3 0.370691 0.591306 0.446958 11.00000 0.02374 0.02196 =
0.03349 -0.00120 0.00101 -0.00873
C11 1 0.710138 0.659692 1.073060 11.00000 0.02076 0.02846 =
0.02382 -0.00761 0.00366 -0.00919
C12 1 0.590879 0.623047 1.063584 11.00000 0.02597 0.04237 =
0.03021 -0.01049 0.00415 -0.01577
C13 1 0.554614 0.555491 1.131461 11.00000 0.03618 0.04411 =
0.04524 -0.01538 0.01435 -0.02618
C14 1 0.637576 0.521636 1.210536 11.00000 0.04541 0.03000 =
0.03704 -0.00626 0.01587 -0.01631
C15 1 0.755108 0.556853 1.221960 11.00000 0.03714 0.03147 =
0.02765 0.00003 0.00195 -0.00992
C16 1 0.791093 0.624984 1.153773 11.00000 0.02481 0.03262 =
0.02822 -0.00414 0.00103 -0.01152
C21 1 0.928121 0.778504 1.010686 11.00000 0.02240 0.02267 =
0.02209 0.00026 -0.00228 -0.00930
C22 1 0.920923 0.859812 1.081115 11.00000 0.02963 0.03359 =
0.03374 -0.01047 0.00371 -0.01163
C23 1 1.043634 0.882836 1.104813 11.00000 0.04537 0.03806 =
0.04051 -0.01196 -0.00458 -0.02128
C24 1 1.176600 0.825843 1.059144 11.00000 0.03154 0.03969 =
0.04159 0.00293 -0.00905 -0.02242
C25 1 1.187158 0.744533 0.990083 11.00000 0.02475 0.03644 =
0.03006 0.00369 -0.00111 -0.01314
C26 1 1.063964 0.721402 0.965615 11.00000 0.02501 0.02737 =
0.02173 -0.00131 -0.00088 -0.00970
C31 1 0.793064 0.657724 0.873410 11.00000 0.01639 0.02409 =
0.02102 -0.00304 -0.00196 -0.00573
C32 1 0.821093 0.715263 0.795127 11.00000 0.02562 0.02821 =
0.02635 -0.00116 -0.00078 -0.01143
C33 1 0.842640 0.654698 0.713785 11.00000 0.03413 0.04187 =
0.02275 -0.00174 0.00331 -0.01546
C34 1 0.837492 0.535788 0.708704 11.00000 0.03289 0.04176 =
0.02714 -0.01397 0.00184 -0.01208
C35 1 0.811350 0.476475 0.784722 11.00000 0.03178 0.02718 =
0.03638 -0.00851 -0.00175 -0.01143
C36 1 0.789510 0.537245 0.866501 11.00000 0.02294 0.02731 =
0.02623 -0.00040 -0.00114 -0.00872
C41 1 0.261915 0.768768 0.592676 11.00000 0.02739 0.01992 =
0.02439 -0.00085 -0.00026 -0.01241
C42 1 0.139931 0.811432 0.650441 11.00000 0.03064 0.02682 =
0.03034 -0.00472 0.00294 -0.01542
C43 1 0.156958 0.833398 0.740105 11.00000 0.04546 0.03438 =
0.03029 -0.00928 0.01097 -0.02185
C44 1 0.295842 0.814628 0.773070 11.00000 0.05870 0.03487 =
0.02321 -0.00117 -0.00311 -0.02910
C45 1 0.419153 0.771046 0.717639 11.00000 0.04114 0.03321 =
0.03207 0.00407 -0.01093 -0.02236
C46 1 0.402387 0.747827 0.628538 11.00000 0.02967 0.02909 =
0.03046 -0.00017 -0.00052 -0.01506
C51 1 0.310013 0.839313 0.397202 11.00000 0.01972 0.02300 =
0.02521 -0.00120 0.00029 -0.00891
C52 1 0.321383 0.950438 0.426934 11.00000 0.03433 0.02451 =
0.02856 -0.00355 0.00426 -0.01254
C53 1 0.376142 1.020293 0.371062 11.00000 0.04146 0.02486 =
0.04262 -0.00021 0.00345 -0.01678
C54 1 0.420472 0.981232 0.284920 11.00000 0.02944 0.03282 =
0.03636 0.01030 0.00040 -0.01449
C55 1 0.410545 0.871948 0.253909 11.00000 0.02895 0.04314 =
0.02392 0.00036 0.00078 -0.01645
C56 1 0.355199 0.801923 0.309575 11.00000 0.02900 0.03410 =
0.02645 -0.00509 0.00072 -0.01789
C61 1 0.052464 0.755480 0.442593 11.00000 0.02068 0.01959 =
0.02229 -0.00465 0.00159 -0.00743
C62 1 -0.031299 0.840538 0.373883 11.00000 0.02575 0.02760 =
0.03006 0.00349 0.00037 -0.01024
C63 1 -0.173028 0.851209 0.351006 11.00000 0.02995 0.03997 =
0.03180 0.00694 -0.00714 -0.01138
C64 1 -0.233920 0.776433 0.395781 11.00000 0.02367 0.03708 =
0.03332 -0.00488 -0.00409 -0.01234
C65 1 -0.153337 0.691101 0.464085 11.00000 0.02622 0.02872 =
0.03056 -0.00288 0.00237 -0.01454
C66 1 -0.012148 0.681096 0.487208 11.00000 0.02266 0.02380 =
0.02347 -0.00097 0.00037 -0.00895
H1 2 0.433260 0.957089 0.973028 11.00000 0.09552
H2 2 0.431336 0.460753 0.537248 11.00000 0.09315
H12 2 0.530999 0.646555 1.007656 11.00000 0.03568
H13 2 0.472494 0.532272 1.123544 11.00000 0.05127
H14 2 0.612373 0.474944 1.258631 11.00000 0.04083
H15 2 0.813958 0.534463 1.278125 11.00000 0.04636
H16 2 0.872092 0.648594 1.161982 11.00000 0.03594
H22 2 0.827993 0.900080 1.114705 11.00000 0.03110
H23 2 1.035597 0.938729 1.151632 11.00000 0.04966
H24 2 1.261901 0.841294 1.075101 11.00000 0.03966
H25 2 1.280650 0.702222 0.958289 11.00000 0.03525
H26 2 1.071972 0.664394 0.918631 11.00000 0.02482
H32 2 0.823176 0.799133 0.797995 11.00000 0.03305
H33 2 0.860306 0.697673 0.662338 11.00000 0.04278
H34 2 0.851541 0.492220 0.652288 11.00000 0.04257
H35 2 0.806125 0.392563 0.782797 11.00000 0.04000
H36 2 0.773215 0.492526 0.919463 11.00000 0.02619
H42 2 0.043754 0.826421 0.628272 11.00000 0.02785
H43 2 0.070608 0.861875 0.776496 11.00000 0.04265
H44 2 0.305721 0.834256 0.833274 11.00000 0.04797
H45 2 0.516790 0.754400 0.740167 11.00000 0.03473
H46 2 0.489853 0.714690 0.591269 11.00000 0.03310
H52 2 0.291684 0.978798 0.486741 11.00000 0.02687
H53 2 0.384885 1.095957 0.396135 11.00000 0.04087
H54 2 0.456193 1.028175 0.246178 11.00000 0.03828
H55 2 0.448482 0.842009 0.193882 11.00000 0.03242
H56 2 0.349954 0.727060 0.288826 11.00000 0.03482
H62 2 0.010683 0.890364 0.341962 11.00000 0.03298
H63 2 -0.228928 0.909840 0.303598 11.00000 0.04183
H64 2 -0.330397 0.783606 0.381038 11.00000 0.03393
H65 2 -0.195011 0.638334 0.495227 11.00000 0.02993
H66 2 0.044722 0.620122 0.533466 11.00000 0.03029
HKLF 4
REM a in P-1
REM R1 = 0.0412 for 5395 Fo > 4sig(Fo) and 0.0538 for all 6582 data
REM 507 parameters refined using 0 restraints
END
WGHT 0.0346 0.7851
REM Highest difference peak 0.366, deepest hole -0.251, 1-sigma level 0.045
Q1 1 0.8526 0.7536 0.9970 11.00000 0.05 0.37
Q2 1 0.1485 0.7475 0.4507 11.00000 0.05 0.36
Q3 1 0.7296 0.7034 1.0239 11.00000 0.05 0.32
Q4 1 0.2854 0.7974 0.4313 11.00000 0.05 0.28
Q5 1 0.2747 0.7382 0.5373 11.00000 0.05 0.28
Q6 1 0.3183 0.6593 0.4805 11.00000 0.05 0.27
Q7 1 0.7906 0.7036 0.9201 11.00000 0.05 0.26
Q8 1 0.7654 0.6988 0.8295 11.00000 0.05 0.25
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C18 H16 O2 Si'
_chemical_formula_sum 'C18 H16 O2 Si'
_chemical_formula_weight 292.40
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.8022(3)
_cell_length_b 11.3939(3)
_cell_length_c 14.9070(4)
_cell_angle_alpha 88.3116(11)
_cell_angle_beta 89.7934(11)
_cell_angle_gamma 65.7475(10)
_cell_volume 1517.23(7)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 7128
_cell_measurement_theta_min 2.647
_cell_measurement_theta_max 30.475
_exptl_crystal_description prism
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.05
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.280
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 616
_exptl_absorpt_coefficient_mu 0.156
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9402
_exptl_absorpt_correction_T_max 0.9922
_exptl_absorpt_process_details 'SADABS (Bruker, 2016)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker SMART APEX II'
_diffrn_measurement_method \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number .
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time .
_diffrn_standards_decay_% 0
_diffrn_reflns_number 17101
_diffrn_reflns_av_R_equivalents 0.0281
_diffrn_reflns_av_sigmaI/netI 0.0383
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_theta_min 2.28
_diffrn_reflns_theta_max 27.00
_reflns_number_total 6582
_reflns_number_gt 5395
_reflns_threshold_expression I>2\s(I)
_computing_data_collection 'APEX3 (Bruker, 2018)'
_computing_cell_refinement 'SAINT (Bruker, 2018)'
_computing_data_reduction 'SAINT (Bruker, 2018)'
_computing_structure_solution 'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0346P)^2^+0.7851P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_ls_hydrogen_treatment refall
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6582
_refine_ls_number_parameters 507
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0538
_refine_ls_R_factor_gt 0.0412
_refine_ls_wR_factor_ref 0.0971
_refine_ls_wR_factor_gt 0.0913
_refine_ls_goodness_of_fit_ref 1.037
_refine_ls_restrained_S_all 1.037
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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
Si1 Si 0.76427(5) 0.74448(4) 0.98026(3) 0.02163(11) Uani 1 1 d . . .
Si2 Si 0.24349(5) 0.74013(4) 0.47198(3) 0.02051(11) Uani 1 1 d . . .
O11 O 0.49476(15) 0.88728(14) 0.93562(10) 0.0422(4) Uani 1 1 d . . .
O12 O 0.63546(13) 0.89707(12) 0.96136(8) 0.0303(3) Uani 1 1 d . . .
O21 O 0.33133(15) 0.50263(12) 0.50512(10) 0.0346(3) Uani 1 1 d . . .
O22 O 0.37069(13) 0.59131(11) 0.44696(8) 0.0266(3) Uani 1 1 d . . .
C11 C 0.71014(18) 0.65969(17) 1.07306(11) 0.0245(4) Uani 1 1 d . . .
C12 C 0.5909(2) 0.62305(19) 1.06358(13) 0.0321(4) Uani 1 1 d . . .
C13 C 0.5546(2) 0.5555(2) 1.13146(14) 0.0384(5) Uani 1 1 d . . .
C14 C 0.6376(2) 0.52164(19) 1.21054(14) 0.0371(5) Uani 1 1 d . . .
C15 C 0.7551(2) 0.55685(18) 1.22196(13) 0.0335(4) Uani 1 1 d . . .
C16 C 0.7911(2) 0.62498(18) 1.15377(12) 0.0286(4) Uani 1 1 d . . .
C21 C 0.92812(18) 0.77850(16) 1.01069(11) 0.0224(3) Uani 1 1 d . . .
C22 C 0.9209(2) 0.85981(19) 1.08112(13) 0.0326(4) Uani 1 1 d . . .
C23 C 1.0436(2) 0.8828(2) 1.10481(14) 0.0397(5) Uani 1 1 d . . .
C24 C 1.1766(2) 0.8258(2) 1.05914(14) 0.0351(4) Uani 1 1 d . . .
C25 C 1.1872(2) 0.74453(19) 0.99008(13) 0.0303(4) Uani 1 1 d . . .
C26 C 1.06396(19) 0.72140(17) 0.96562(11) 0.0250(4) Uani 1 1 d . . .
C31 C 0.79306(17) 0.65772(16) 0.87341(11) 0.0213(3) Uani 1 1 d . . .
C32 C 0.82109(19) 0.71526(18) 0.79513(11) 0.0266(4) Uani 1 1 d . . .
C33 C 0.8426(2) 0.6547(2) 0.71378(13) 0.0330(4) Uani 1 1 d . . .
C34 C 0.8375(2) 0.5358(2) 0.70870(13) 0.0347(4) Uani 1 1 d . . .
C35 C 0.8114(2) 0.47647(19) 0.78472(13) 0.0318(4) Uani 1 1 d . . .
C36 C 0.78951(19) 0.53725(17) 0.86650(12) 0.0260(4) Uani 1 1 d . . .
C41 C 0.26191(19) 0.76877(16) 0.59268(11) 0.0230(3) Uani 1 1 d . . .
C42 C 0.1399(2) 0.81143(17) 0.65044(12) 0.0280(4) Uani 1 1 d . . .
C43 C 0.1570(2) 0.83340(19) 0.74011(13) 0.0348(4) Uani 1 1 d . . .
C44 C 0.2958(2) 0.81463(19) 0.77307(13) 0.0357(5) Uani 1 1 d . . .
C45 C 0.4192(2) 0.77105(19) 0.71764(13) 0.0332(4) Uani 1 1 d . . .
C46 C 0.4024(2) 0.74783(18) 0.62854(12) 0.0288(4) Uani 1 1 d . . .
C51 C 0.31001(18) 0.83931(16) 0.39720(11) 0.0226(3) Uani 1 1 d . . .
C52 C 0.3214(2) 0.95044(17) 0.42693(13) 0.0289(4) Uani 1 1 d . . .
C53 C 0.3761(2) 1.02029(19) 0.37106(14) 0.0353(4) Uani 1 1 d . . .
C54 C 0.4205(2) 0.98123(19) 0.28492(13) 0.0326(4) Uani 1 1 d . . .
C55 C 0.4105(2) 0.87195(19) 0.25391(13) 0.0315(4) Uani 1 1 d . . .
C56 C 0.3552(2) 0.80192(19) 0.30958(12) 0.0281(4) Uani 1 1 d . . .
C61 C 0.05246(18) 0.75548(15) 0.44259(11) 0.0211(3) Uani 1 1 d . . .
C62 C -0.0313(2) 0.84054(17) 0.37388(12) 0.0281(4) Uani 1 1 d . . .
C63 C -0.1730(2) 0.8512(2) 0.35101(13) 0.0350(4) Uani 1 1 d . . .
C64 C -0.2339(2) 0.77643(19) 0.39578(13) 0.0313(4) Uani 1 1 d . . .
C65 C -0.1533(2) 0.69110(18) 0.46408(12) 0.0274(4) Uani 1 1 d . . .
C66 C -0.01215(19) 0.68110(16) 0.48721(11) 0.0235(3) Uani 1 1 d . . .
H1 H 0.433(4) 0.957(3) 0.973(2) 0.096(11) Uiso 1 1 d . . .
H2 H 0.431(4) 0.461(3) 0.537(2) 0.093(10) Uiso 1 1 d . . .
H12 H 0.531(2) 0.6466(19) 1.0077(14) 0.036(5) Uiso 1 1 d . . .
H13 H 0.472(3) 0.532(2) 1.1235(15) 0.051(7) Uiso 1 1 d . . .
H14 H 0.612(2) 0.475(2) 1.2586(15) 0.041(6) Uiso 1 1 d . . .
H15 H 0.814(2) 0.534(2) 1.2781(15) 0.046(6) Uiso 1 1 d . . .
H16 H 0.872(2) 0.649(2) 1.1620(13) 0.036(5) Uiso 1 1 d . . .
H22 H 0.828(2) 0.9001(19) 1.1147(13) 0.031(5) Uiso 1 1 d . . .
H23 H 1.036(3) 0.939(2) 1.1516(16) 0.050(6) Uiso 1 1 d . . .
H24 H 1.262(2) 0.841(2) 1.0751(14) 0.040(6) Uiso 1 1 d . . .
H25 H 1.281(2) 0.702(2) 0.9583(13) 0.035(5) Uiso 1 1 d . . .
H26 H 1.072(2) 0.6644(18) 0.9186(13) 0.025(5) Uiso 1 1 d . . .
H32 H 0.823(2) 0.799(2) 0.7980(13) 0.033(5) Uiso 1 1 d . . .
H33 H 0.860(2) 0.698(2) 0.6623(15) 0.043(6) Uiso 1 1 d . . .
H34 H 0.852(2) 0.492(2) 0.6523(15) 0.043(6) Uiso 1 1 d . . .
H35 H 0.806(2) 0.393(2) 0.7828(14) 0.040(6) Uiso 1 1 d . . .
H36 H 0.773(2) 0.4925(18) 0.9195(13) 0.026(5) Uiso 1 1 d . . .
H42 H 0.044(2) 0.8264(18) 0.6283(13) 0.028(5) Uiso 1 1 d . . .
H43 H 0.071(2) 0.862(2) 0.7765(15) 0.043(6) Uiso 1 1 d . . .
H44 H 0.306(2) 0.834(2) 0.8333(16) 0.048(6) Uiso 1 1 d . . .
H45 H 0.517(2) 0.7544(19) 0.7402(13) 0.035(5) Uiso 1 1 d . . .
H46 H 0.490(2) 0.7147(19) 0.5913(13) 0.033(5) Uiso 1 1 d . . .
H52 H 0.292(2) 0.9788(18) 0.4867(13) 0.027(5) Uiso 1 1 d . . .
H53 H 0.385(2) 1.096(2) 0.3961(14) 0.041(6) Uiso 1 1 d . . .
H54 H 0.456(2) 1.028(2) 0.2462(14) 0.038(6) Uiso 1 1 d . . .
H55 H 0.448(2) 0.8420(19) 0.1939(14) 0.032(5) Uiso 1 1 d . . .
H56 H 0.350(2) 0.727(2) 0.2888(13) 0.035(5) Uiso 1 1 d . . .
H62 H 0.011(2) 0.8904(19) 0.3420(13) 0.033(5) Uiso 1 1 d . . .
H63 H -0.229(2) 0.910(2) 0.3036(15) 0.042(6) Uiso 1 1 d . . .
H64 H -0.330(2) 0.7836(19) 0.3810(13) 0.034(5) Uiso 1 1 d . . .
H65 H -0.195(2) 0.6383(19) 0.4952(13) 0.030(5) Uiso 1 1 d . . .
H66 H 0.045(2) 0.6201(19) 0.5335(13) 0.030(5) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.0180(2) 0.0242(2) 0.0210(2) -0.00476(17) 0.00001(17) -0.00671(18)
Si2 0.0199(2) 0.0205(2) 0.0223(2) -0.00206(16) 0.00050(17) -0.00939(18)
O11 0.0243(7) 0.0393(8) 0.0566(9) -0.0163(7) -0.0117(6) -0.0055(6)
O12 0.0202(6) 0.0293(7) 0.0364(7) -0.0086(5) -0.0040(5) -0.0047(5)
O21 0.0280(7) 0.0246(7) 0.0533(9) 0.0047(6) 0.0000(6) -0.0135(6)
O22 0.0237(6) 0.0220(6) 0.0335(7) -0.0012(5) 0.0010(5) -0.0087(5)
C11 0.0208(8) 0.0285(9) 0.0238(9) -0.0076(7) 0.0037(6) -0.0092(7)
C12 0.0260(9) 0.0424(11) 0.0302(10) -0.0105(8) 0.0041(8) -0.0158(8)
C13 0.0362(11) 0.0441(12) 0.0452(12) -0.0154(9) 0.0143(9) -0.0262(10)
C14 0.0454(12) 0.0300(10) 0.0370(11) -0.0063(8) 0.0159(9) -0.0163(9)
C15 0.0371(11) 0.0315(10) 0.0277(10) 0.0000(7) 0.0019(8) -0.0099(8)
C16 0.0248(9) 0.0326(10) 0.0282(10) -0.0041(7) 0.0010(7) -0.0115(8)
C21 0.0224(8) 0.0227(8) 0.0221(8) 0.0003(6) -0.0023(6) -0.0093(7)
C22 0.0296(10) 0.0336(10) 0.0337(10) -0.0105(8) 0.0037(8) -0.0116(8)
C23 0.0454(12) 0.0381(12) 0.0405(12) -0.0120(9) -0.0046(9) -0.0213(10)
C24 0.0315(10) 0.0397(11) 0.0416(11) 0.0029(8) -0.0090(8) -0.0224(9)
C25 0.0247(9) 0.0364(10) 0.0301(10) 0.0037(7) -0.0011(7) -0.0131(8)
C26 0.0250(9) 0.0274(9) 0.0217(9) -0.0013(7) -0.0009(7) -0.0097(7)
C31 0.0164(8) 0.0241(8) 0.0210(8) -0.0030(6) -0.0020(6) -0.0057(6)
C32 0.0256(9) 0.0282(9) 0.0264(9) -0.0012(7) -0.0008(7) -0.0114(7)
C33 0.0341(11) 0.0419(11) 0.0227(10) -0.0017(8) 0.0033(7) -0.0155(9)
C34 0.0329(10) 0.0418(11) 0.0271(10) -0.0140(8) 0.0018(8) -0.0121(9)
C35 0.0318(10) 0.0272(10) 0.0364(11) -0.0085(7) -0.0018(8) -0.0114(8)
C36 0.0229(9) 0.0273(9) 0.0262(9) -0.0004(7) -0.0011(7) -0.0087(7)
C41 0.0274(9) 0.0199(8) 0.0244(9) -0.0008(6) -0.0003(7) -0.0124(7)
C42 0.0306(10) 0.0268(9) 0.0303(10) -0.0047(7) 0.0029(7) -0.0154(8)
C43 0.0455(12) 0.0344(11) 0.0303(10) -0.0093(8) 0.0110(9) -0.0218(9)
C44 0.0587(14) 0.0349(11) 0.0232(10) -0.0012(7) -0.0031(9) -0.0291(10)
C45 0.0411(12) 0.0332(10) 0.0321(10) 0.0041(8) -0.0109(9) -0.0224(9)
C46 0.0297(10) 0.0291(9) 0.0305(10) -0.0002(7) -0.0005(8) -0.0151(8)
C51 0.0197(8) 0.0230(8) 0.0252(9) -0.0012(6) 0.0003(6) -0.0089(7)
C52 0.0343(10) 0.0245(9) 0.0286(10) -0.0036(7) 0.0043(8) -0.0125(8)
C53 0.0415(12) 0.0249(10) 0.0426(12) -0.0002(8) 0.0034(9) -0.0168(9)
C54 0.0294(10) 0.0328(10) 0.0364(11) 0.0103(8) 0.0004(8) -0.0145(8)
C55 0.0290(10) 0.0431(11) 0.0239(10) 0.0004(8) 0.0008(7) -0.0165(8)
C56 0.0290(10) 0.0341(10) 0.0264(9) -0.0051(7) 0.0007(7) -0.0179(8)
C61 0.0207(8) 0.0196(8) 0.0223(8) -0.0047(6) 0.0016(6) -0.0074(6)
C62 0.0258(9) 0.0276(9) 0.0301(10) 0.0035(7) 0.0004(7) -0.0102(8)
C63 0.0299(10) 0.0400(11) 0.0318(11) 0.0069(8) -0.0071(8) -0.0114(9)
C64 0.0237(9) 0.0371(11) 0.0333(10) -0.0049(8) -0.0041(7) -0.0123(8)
C65 0.0262(9) 0.0287(9) 0.0306(10) -0.0029(7) 0.0024(7) -0.0145(8)
C66 0.0227(9) 0.0238(9) 0.0235(9) -0.0010(6) 0.0004(7) -0.0090(7)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Si1 O12 1.6931(13) . ?
Si1 C31 1.8586(16) . ?
Si1 C21 1.8608(17) . ?
Si1 C11 1.8616(18) . ?
Si2 O22 1.6930(12) . ?
Si2 C61 1.8604(17) . ?
Si2 C41 1.8605(17) . ?
Si2 C51 1.8630(17) . ?
O11 O12 1.4814(17) . ?
O11 H1 0.97(3) . ?
O21 O22 1.4791(17) . ?
O21 H2 1.01(3) . ?
C11 C16 1.398(2) . ?
C11 C12 1.402(2) . ?
C12 C13 1.385(3) . ?
C12 H12 0.99(2) . ?
C13 C14 1.386(3) . ?
C13 H13 0.95(2) . ?
C14 C15 1.379(3) . ?
C14 H14 0.97(2) . ?
C15 C16 1.391(3) . ?
C15 H15 0.98(2) . ?
C16 H16 0.95(2) . ?
C21 C26 1.398(2) . ?
C21 C22 1.403(2) . ?
C22 C23 1.381(3) . ?
C22 H22 0.98(2) . ?
C23 C24 1.381(3) . ?
C23 H23 0.94(2) . ?
C24 C25 1.380(3) . ?
C24 H24 0.95(2) . ?
C25 C26 1.390(2) . ?
C25 H25 0.97(2) . ?
C26 H26 0.950(19) . ?
C31 C36 1.394(2) . ?
C31 C32 1.403(2) . ?
C32 C33 1.385(2) . ?
C32 H32 0.97(2) . ?
C33 C34 1.381(3) . ?
C33 H33 0.95(2) . ?
C34 C35 1.379(3) . ?
C34 H34 0.97(2) . ?
C35 C36 1.392(2) . ?
C35 H35 0.98(2) . ?
C36 H36 0.975(19) . ?
C41 C42 1.395(2) . ?
C41 C46 1.402(2) . ?
C42 C43 1.390(3) . ?
C42 H42 0.95(2) . ?
C43 C44 1.378(3) . ?
C43 H43 0.95(2) . ?
C44 C45 1.384(3) . ?
C44 H44 0.95(2) . ?
C45 C46 1.385(3) . ?
C45 H45 0.96(2) . ?
C46 H46 0.96(2) . ?
C51 C56 1.399(2) . ?
C51 C52 1.400(2) . ?
C52 C53 1.387(3) . ?
C52 H52 0.960(19) . ?
C53 C54 1.381(3) . ?
C53 H53 0.98(2) . ?
C54 C55 1.381(3) . ?
C54 H54 0.94(2) . ?
C55 C56 1.390(3) . ?
C55 H55 0.98(2) . ?
C56 H56 0.94(2) . ?
C61 C62 1.399(2) . ?
C61 C66 1.402(2) . ?
C62 C63 1.387(3) . ?
C62 H62 0.94(2) . ?
C63 C64 1.382(3) . ?
C63 H63 0.96(2) . ?
C64 C65 1.387(3) . ?
C64 H64 0.94(2) . ?
C65 C66 1.385(2) . ?
C65 H65 0.96(2) . ?
C66 H66 0.96(2) . ?
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
O12 Si1 C31 108.11(7) . . ?
O12 Si1 C21 99.49(7) . . ?
C31 Si1 C21 112.07(7) . . ?
O12 Si1 C11 112.46(7) . . ?
C31 Si1 C11 111.81(8) . . ?
C21 Si1 C11 112.24(7) . . ?
O22 Si2 C61 109.54(7) . . ?
O22 Si2 C41 109.35(7) . . ?
C61 Si2 C41 112.32(7) . . ?
O22 Si2 C51 99.59(7) . . ?
C61 Si2 C51 113.30(7) . . ?
C41 Si2 C51 111.94(7) . . ?
O12 O11 H1 93.7(18) . . ?
O11 O12 Si1 106.51(9) . . ?
O22 O21 H2 96.3(17) . . ?
O21 O22 Si2 104.63(9) . . ?
C16 C11 C12 117.24(17) . . ?
C16 C11 Si1 121.19(13) . . ?
C12 C11 Si1 121.52(14) . . ?
C13 C12 C11 121.37(18) . . ?
C13 C12 H12 119.3(12) . . ?
C11 C12 H12 119.3(12) . . ?
C12 C13 C14 120.09(18) . . ?
C12 C13 H13 119.8(14) . . ?
C14 C13 H13 120.2(14) . . ?
C15 C14 C13 119.85(18) . . ?
C15 C14 H14 119.5(13) . . ?
C13 C14 H14 120.6(13) . . ?
C14 C15 C16 119.95(19) . . ?
C14 C15 H15 120.6(13) . . ?
C16 C15 H15 119.4(13) . . ?
C15 C16 C11 121.50(17) . . ?
C15 C16 H16 119.5(12) . . ?
C11 C16 H16 119.0(12) . . ?
C26 C21 C22 117.63(16) . . ?
C26 C21 Si1 121.16(13) . . ?
C22 C21 Si1 121.19(13) . . ?
C23 C22 C21 121.11(18) . . ?
C23 C22 H22 119.2(11) . . ?
C21 C22 H22 119.7(11) . . ?
C22 C23 C24 120.31(18) . . ?
C22 C23 H23 119.5(14) . . ?
C24 C23 H23 120.1(14) . . ?
C25 C24 C23 119.77(17) . . ?
C25 C24 H24 119.4(13) . . ?
C23 C24 H24 120.8(13) . . ?
C24 C25 C26 120.21(18) . . ?
C24 C25 H25 120.7(12) . . ?
C26 C25 H25 119.1(12) . . ?
C25 C26 C21 120.95(17) . . ?
C25 C26 H26 120.0(11) . . ?
C21 C26 H26 119.0(11) . . ?
C36 C31 C32 117.68(15) . . ?
C36 C31 Si1 123.59(13) . . ?
C32 C31 Si1 118.73(13) . . ?
C33 C32 C31 120.90(17) . . ?
C33 C32 H32 119.8(12) . . ?
C31 C32 H32 119.3(12) . . ?
C34 C33 C32 120.23(18) . . ?
C34 C33 H33 121.8(13) . . ?
C32 C33 H33 118.0(13) . . ?
C35 C34 C33 120.12(17) . . ?
C35 C34 H34 118.5(13) . . ?
C33 C34 H34 121.4(13) . . ?
C34 C35 C36 119.73(18) . . ?
C34 C35 H35 121.7(12) . . ?
C36 C35 H35 118.6(12) . . ?
C35 C36 C31 121.34(17) . . ?
C35 C36 H36 118.1(11) . . ?
C31 C36 H36 120.5(11) . . ?
C42 C41 C46 117.59(16) . . ?
C42 C41 Si2 122.49(13) . . ?
C46 C41 Si2 119.92(13) . . ?
C43 C42 C41 121.16(18) . . ?
C43 C42 H42 119.2(12) . . ?
C41 C42 H42 119.6(12) . . ?
C44 C43 C42 119.99(19) . . ?
C44 C43 H43 122.3(13) . . ?
C42 C43 H43 117.8(13) . . ?
C43 C44 C45 120.15(18) . . ?
C43 C44 H44 119.6(14) . . ?
C45 C44 H44 120.2(14) . . ?
C44 C45 C46 119.81(18) . . ?
C44 C45 H45 121.1(12) . . ?
C46 C45 H45 119.1(12) . . ?
C45 C46 C41 121.27(18) . . ?
C45 C46 H46 118.9(12) . . ?
C41 C46 H46 119.9(12) . . ?
C56 C51 C52 117.75(16) . . ?
C56 C51 Si2 120.44(13) . . ?
C52 C51 Si2 121.78(13) . . ?
C53 C52 C51 120.77(17) . . ?
C53 C52 H52 119.2(11) . . ?
C51 C52 H52 120.0(11) . . ?
C54 C53 C52 120.41(18) . . ?
C54 C53 H53 122.2(12) . . ?
C52 C53 H53 117.3(12) . . ?
C53 C54 C55 120.02(17) . . ?
C53 C54 H54 121.3(13) . . ?
C55 C54 H54 118.7(13) . . ?
C54 C55 C56 119.76(18) . . ?
C54 C55 H55 119.2(11) . . ?
C56 C55 H55 120.9(11) . . ?
C55 C56 C51 121.29(17) . . ?
C55 C56 H56 119.7(12) . . ?
C51 C56 H56 119.0(12) . . ?
C62 C61 C66 117.44(15) . . ?
C62 C61 Si2 121.04(13) . . ?
C66 C61 Si2 121.51(13) . . ?
C63 C62 C61 121.26(17) . . ?
C63 C62 H62 119.7(12) . . ?
C61 C62 H62 119.0(12) . . ?
C64 C63 C62 120.16(18) . . ?
C64 C63 H63 119.6(13) . . ?
C62 C63 H63 120.2(13) . . ?
C63 C64 C65 119.85(17) . . ?
C63 C64 H64 120.7(12) . . ?
C65 C64 H64 119.4(12) . . ?
C66 C65 C64 119.92(17) . . ?
C66 C65 H65 119.9(11) . . ?
C64 C65 H65 120.2(12) . . ?
C65 C66 C61 121.37(16) . . ?
C65 C66 H66 119.8(11) . . ?
C61 C66 H66 118.8(11) . . ?
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
Si1 O12 O11 H1 136.3(19) . . . . ?
Si2 O22 O21 H2 -121.5(18) . . . . ?
C21 Si1 O12 O11 179.91(10) . . . . ?
C51 Si2 O22 O21 178.48(9) . . . . ?
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
O11 H1 O12 0.97(3) 1.83(3) 2.7670(18) 163(3) 2_677
O21 H2 O22 1.01(3) 1.80(3) 2.7548(18) 157(3) 2_666
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full 27.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max 0.366
_refine_diff_density_min -0.251
_refine_diff_density_rms 0.045
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_z
_database_code_depnum_ccdc_archive 'CCDC 1915518'
loop_
_audit_author_name
_audit_author_address
'Andrei Churakov'
;Institute of General and Inorganic Chemistry RAS
Russia
;
_audit_update_record
;
2019-05-12 deposited with the CCDC. 2020-01-07 downloaded from the CCDC.
;
_iucr_refine_instructions_details
;
TITL z in P-1
CELL 0.71073 8.6748 9.4769 11.2572 65.780 88.888 66.382
ZERR 1.00 0.0002 0.0002 0.0003 0.001 0.001 0.001
LATT 1
SFAC C H O GE
UNIT 36 30 2 2
TEMP -123
SIZE .6 .5 .05
L.S. 10
BOND $H
FMAP 2
PLAN 6
OMIT -2 56
OMIT 0 2 1
OMIT 3 4 3
OMIT -3 10 7
CONF
ACTA
WGHT 0.030200 0.240800
FVAR 0.41427
GE1 4 0.669298 0.369807 0.679840 11.00000 0.01845 0.01825 =
0.02062 -0.00897 0.00089 -0.00641
O1 3 0.580545 0.419777 0.515826 11.00000 0.02281 0.02486 =
0.02590 -0.01244 -0.00563 0.00040
C11 1 0.878345 0.166041 0.716864 11.00000 0.02041 0.02091 =
0.02599 -0.01195 0.00204 -0.00787
C12 1 0.978636 0.154173 0.620226 11.00000 0.03283 0.03043 =
0.02680 -0.00709 0.00716 -0.00615
C13 1 1.128087 0.006267 0.649375 11.00000 0.03271 0.04254 =
0.03861 -0.01676 0.01303 -0.00245
C14 1 1.179044 -0.128856 0.773693 11.00000 0.02556 0.02956 =
0.04379 -0.01547 0.00172 -0.00025
C15 1 1.081074 -0.118287 0.870578 11.00000 0.02887 0.02417 =
0.03073 -0.00665 -0.00306 -0.00637
C16 1 0.931388 0.028592 0.841894 11.00000 0.02373 0.02584 =
0.02525 -0.01176 0.00321 -0.01027
C21 1 0.511149 0.321655 0.796300 11.00000 0.01824 0.01900 =
0.02518 -0.00748 0.00042 -0.00632
C22 1 0.482103 0.372604 0.896640 11.00000 0.03137 0.03122 =
0.02786 -0.01363 0.00551 -0.01725
C23 1 0.372395 0.332437 0.982519 11.00000 0.04180 0.04415 =
0.03095 -0.01902 0.01311 -0.02304
C24 1 0.291923 0.239307 0.967556 11.00000 0.03425 0.03934 =
0.03890 -0.01309 0.01360 -0.02186
C25 1 0.319429 0.187413 0.868634 11.00000 0.03399 0.03913 =
0.05521 -0.02147 0.01044 -0.02443
C26 1 0.427660 0.229137 0.781930 11.00000 0.03133 0.03501 =
0.04158 -0.02374 0.00898 -0.01765
C31 1 0.715476 0.552701 0.680396 11.00000 0.02553 0.02284 =
0.02135 -0.00977 0.00407 -0.01167
C32 1 0.881907 0.520172 0.721086 11.00000 0.02919 0.03246 =
0.04845 -0.01911 0.00012 -0.01306
C33 1 0.918191 0.646384 0.728287 11.00000 0.04104 0.04671 =
0.05209 -0.02209 0.00251 -0.02836
C34 1 0.788684 0.807465 0.694410 11.00000 0.06188 0.03706 =
0.03302 -0.01625 0.00793 -0.03435
C35 1 0.623156 0.842064 0.654179 11.00000 0.05157 0.02183 =
0.03391 -0.01280 0.00215 -0.01298
C36 1 0.585941 0.715856 0.646714 11.00000 0.03136 0.02499 =
0.03061 -0.01461 0.00265 -0.01034
H12 2 0.940922 0.246616 0.535997 11.00000 0.05084
H13 2 1.189911 -0.001463 0.580146 11.00000 0.05776
H14 2 1.279904 -0.231869 0.794904 11.00000 0.03883
H15 2 1.117111 -0.208799 0.955637 11.00000 0.03492
H16 2 0.870801 0.032847 0.906572 11.00000 0.03805
H22 2 0.535472 0.435360 0.908655 11.00000 0.04070
H23 2 0.358413 0.359234 1.048510 11.00000 0.05194
H24 2 0.224372 0.211441 1.024236 11.00000 0.04084
H25 2 0.267889 0.125267 0.856985 11.00000 0.05346
H26 2 0.448035 0.195195 0.712657 11.00000 0.04598
H32 2 0.970958 0.415314 0.740959 11.00000 0.04547
H33 2 1.038084 0.621518 0.756652 11.00000 0.05605
H34 2 0.813827 0.888191 0.701289 11.00000 0.04260
H35 2 0.536168 0.940890 0.635285 11.00000 0.04330
H36 2 0.469854 0.741788 0.617645 11.00000 0.03748
HKLF 4
REM z in P-1
REM R1 = 0.0237 for 3432 Fo > 4sig(Fo) and 0.0254 for all 3637 data
REM 241 parameters refined using 0 restraints
END
WGHT 0.0302 0.2408
REM Highest difference peak 0.394, deepest hole -0.374, 1-sigma level 0.059
Q1 1 0.8036 0.5415 0.6854 11.00000 0.05 0.39
Q2 1 0.5833 0.4728 0.6199 11.00000 0.05 0.39
Q3 1 0.6166 0.4072 0.5880 11.00000 0.05 0.33
Q4 1 0.7681 0.2568 0.7395 11.00000 0.05 0.33
Q5 1 0.6205 0.7630 0.6627 11.00000 0.05 0.29
Q6 1 0.6103 0.3017 0.7628 11.00000 0.05 0.29
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 Ge2 O2'
_chemical_formula_sum 'C36 H30 Ge2 O2'
_chemical_formula_weight 639.78
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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.6748(2)
_cell_length_b 9.4769(2)
_cell_length_c 11.2572(3)
_cell_angle_alpha 65.780(1)
_cell_angle_beta 88.888(1)
_cell_angle_gamma 66.382(1)
_cell_volume 761.58(3)
_cell_formula_units_Z 1
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 6953
_cell_measurement_theta_min 2.602
_cell_measurement_theta_max 30.523
_exptl_crystal_description plate
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.60
_exptl_crystal_size_mid 0.50
_exptl_crystal_size_min 0.05
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.395
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 326
_exptl_absorpt_coefficient_mu 2.003
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.3794
_exptl_absorpt_correction_T_max 0.9065
_exptl_absorpt_process_details 'SADABS (Bruker, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker SMART APEX II'
_diffrn_measurement_method \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number .
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time .
_diffrn_standards_decay_% 0
_diffrn_reflns_number 8232
_diffrn_reflns_av_R_equivalents 0.0244
_diffrn_reflns_av_sigmaI/netI 0.0310
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_theta_min 2.01
_diffrn_reflns_theta_max 27.99
_reflns_number_total 3637
_reflns_number_gt 3432
_reflns_threshold_expression I>2\s(I)
_computing_data_collection 'APEX2 (Bruker, 2008)'
_computing_cell_refinement 'SAINT (Bruker, 2008)'
_computing_data_reduction 'SAINT (Bruker, 2008)'
_computing_structure_solution 'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0302P)^2^+0.2408P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3637
_refine_ls_number_parameters 241
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0254
_refine_ls_R_factor_gt 0.0237
_refine_ls_wR_factor_ref 0.0628
_refine_ls_wR_factor_gt 0.0620
_refine_ls_goodness_of_fit_ref 1.066
_refine_ls_restrained_S_all 1.066
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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
Ge1 Ge 0.669298(18) 0.369807(18) 0.679840(15) 0.01945(6) Uani 1 1 d . . .
O1 O 0.58054(14) 0.41978(14) 0.51583(11) 0.0277(2) Uani 1 1 d . . .
C11 C 0.87835(19) 0.1660(2) 0.71686(16) 0.0222(3) Uani 1 1 d . . .
C12 C 0.9786(2) 0.1542(2) 0.62023(19) 0.0348(4) Uani 1 1 d . . .
C13 C 1.1281(3) 0.0063(3) 0.6494(2) 0.0434(5) Uani 1 1 d . . .
C14 C 1.1790(2) -0.1289(2) 0.7737(2) 0.0373(4) Uani 1 1 d . . .
C15 C 1.0811(2) -0.1183(2) 0.87058(19) 0.0316(4) Uani 1 1 d . . .
C16 C 0.9314(2) 0.0286(2) 0.84189(16) 0.0249(3) Uani 1 1 d . . .
C21 C 0.51115(18) 0.32166(19) 0.79630(15) 0.0222(3) Uani 1 1 d . . .
C22 C 0.4821(2) 0.3726(2) 0.89664(17) 0.0286(3) Uani 1 1 d . . .
C23 C 0.3724(3) 0.3324(3) 0.98252(19) 0.0365(4) Uani 1 1 d . . .
C24 C 0.2919(2) 0.2393(3) 0.9676(2) 0.0370(4) Uani 1 1 d . . .
C25 C 0.3194(2) 0.1874(3) 0.8686(2) 0.0394(4) Uani 1 1 d . . .
C26 C 0.4277(2) 0.2291(2) 0.7819(2) 0.0322(4) Uani 1 1 d . . .
C31 C 0.7155(2) 0.5527(2) 0.68040(15) 0.0228(3) Uani 1 1 d . . .
C32 C 0.8819(2) 0.5202(3) 0.7211(2) 0.0362(4) Uani 1 1 d . . .
C33 C 0.9182(3) 0.6464(3) 0.7283(2) 0.0430(5) Uani 1 1 d . . .
C34 C 0.7887(3) 0.8075(3) 0.69441(19) 0.0390(4) Uani 1 1 d . . .
C35 C 0.6232(3) 0.8421(2) 0.6542(2) 0.0365(4) Uani 1 1 d . . .
C36 C 0.5859(2) 0.7159(2) 0.64671(17) 0.0287(3) Uani 1 1 d . . .
H12 H 0.941(3) 0.247(3) 0.536(3) 0.051(7) Uiso 1 1 d . . .
H13 H 1.190(3) -0.001(3) 0.580(3) 0.058(7) Uiso 1 1 d . . .
H14 H 1.280(3) -0.232(3) 0.795(2) 0.039(6) Uiso 1 1 d . . .
H15 H 1.117(3) -0.209(3) 0.956(2) 0.035(5) Uiso 1 1 d . . .
H16 H 0.871(3) 0.033(3) 0.907(2) 0.038(6) Uiso 1 1 d . . .
H22 H 0.535(3) 0.435(3) 0.909(2) 0.041(6) Uiso 1 1 d . . .
H23 H 0.358(3) 0.359(3) 1.049(3) 0.052(7) Uiso 1 1 d . . .
H24 H 0.224(3) 0.211(3) 1.024(2) 0.041(6) Uiso 1 1 d . . .
H25 H 0.268(3) 0.125(3) 0.857(3) 0.053(7) Uiso 1 1 d . . .
H26 H 0.448(3) 0.195(3) 0.713(2) 0.046(6) Uiso 1 1 d . . .
H32 H 0.971(3) 0.415(3) 0.741(2) 0.045(6) Uiso 1 1 d . . .
H33 H 1.038(3) 0.622(3) 0.757(3) 0.056(7) Uiso 1 1 d . . .
H34 H 0.814(3) 0.888(3) 0.701(2) 0.043(6) Uiso 1 1 d . . .
H35 H 0.536(3) 0.941(3) 0.635(2) 0.043(6) Uiso 1 1 d . . .
H36 H 0.470(3) 0.742(3) 0.618(2) 0.037(6) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ge1 0.01845(9) 0.01825(9) 0.02062(9) -0.00897(7) 0.00089(6) -0.00641(6)
O1 0.0228(5) 0.0249(6) 0.0259(6) -0.0124(5) -0.0056(4) 0.0004(5)
C11 0.0204(7) 0.0209(7) 0.0260(7) -0.0119(6) 0.0020(6) -0.0079(6)
C12 0.0328(9) 0.0304(9) 0.0268(8) -0.0071(8) 0.0072(7) -0.0061(7)
C13 0.0327(9) 0.0425(11) 0.0386(10) -0.0168(9) 0.0130(8) -0.0024(8)
C14 0.0256(8) 0.0296(9) 0.0438(11) -0.0155(9) 0.0017(8) -0.0002(7)
C15 0.0289(8) 0.0242(8) 0.0307(9) -0.0066(7) -0.0031(7) -0.0064(7)
C16 0.0237(7) 0.0258(8) 0.0252(8) -0.0118(7) 0.0032(6) -0.0103(6)
C21 0.0182(6) 0.0190(7) 0.0252(7) -0.0075(6) 0.0004(6) -0.0063(5)
C22 0.0314(8) 0.0312(8) 0.0279(8) -0.0136(7) 0.0055(7) -0.0173(7)
C23 0.0418(10) 0.0442(11) 0.0309(9) -0.0190(9) 0.0131(8) -0.0230(9)
C24 0.0342(9) 0.0393(10) 0.0389(10) -0.0131(9) 0.0136(8) -0.0219(8)
C25 0.0340(9) 0.0391(10) 0.0552(12) -0.0215(10) 0.0104(9) -0.0244(8)
C26 0.0313(8) 0.0350(9) 0.0416(10) -0.0237(8) 0.0090(7) -0.0177(7)
C31 0.0255(7) 0.0228(7) 0.0214(7) -0.0098(6) 0.0041(6) -0.0117(6)
C32 0.0292(9) 0.0325(9) 0.0484(11) -0.0191(9) 0.0001(8) -0.0131(8)
C33 0.0410(11) 0.0467(11) 0.0521(12) -0.0221(10) 0.0025(9) -0.0284(9)
C34 0.0619(13) 0.0371(10) 0.0330(9) -0.0162(9) 0.0079(9) -0.0343(10)
C35 0.0516(11) 0.0218(8) 0.0339(9) -0.0128(8) 0.0021(8) -0.0130(8)
C36 0.0314(8) 0.0250(8) 0.0306(8) -0.0146(7) 0.0026(7) -0.0103(7)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.8088(11) . ?
Ge1 C31 1.9313(15) . ?
Ge1 C21 1.9365(15) . ?
Ge1 C11 1.9376(15) . ?
O1 O1 1.505(2) 2_666 ?
C11 C16 1.389(2) . ?
C11 C12 1.392(2) . ?
C12 C13 1.391(3) . ?
C12 H12 0.94(3) . ?
C13 C14 1.376(3) . ?
C13 H13 0.95(3) . ?
C14 C15 1.381(3) . ?
C14 H14 0.95(2) . ?
C15 C16 1.388(2) . ?
C15 H15 0.93(2) . ?
C16 H16 0.89(2) . ?
C21 C22 1.383(2) . ?
C21 C26 1.396(2) . ?
C22 C23 1.392(2) . ?
C22 H22 0.94(2) . ?
C23 C24 1.384(3) . ?
C23 H23 0.87(3) . ?
C24 C25 1.373(3) . ?
C24 H24 0.89(2) . ?
C25 C26 1.391(3) . ?
C25 H25 0.92(3) . ?
C26 H26 0.95(3) . ?
C31 C36 1.393(2) . ?
C31 C32 1.394(2) . ?
C32 C33 1.385(3) . ?
C32 H32 0.92(2) . ?
C33 C34 1.379(3) . ?
C33 H33 1.00(3) . ?
C34 C35 1.379(3) . ?
C34 H34 0.91(2) . ?
C35 C36 1.391(2) . ?
C35 H35 0.88(2) . ?
C36 H36 0.96(2) . ?
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
O1 Ge1 C31 111.56(6) . . ?
O1 Ge1 C21 107.79(6) . . ?
C31 Ge1 C21 112.27(6) . . ?
O1 Ge1 C11 100.99(6) . . ?
C31 Ge1 C11 111.54(6) . . ?
C21 Ge1 C11 112.11(6) . . ?
O1 O1 Ge1 101.75(10) 2_666 . ?
C16 C11 C12 118.69(15) . . ?
C16 C11 Ge1 120.09(12) . . ?
C12 C11 Ge1 121.22(12) . . ?
C13 C12 C11 120.05(17) . . ?
C13 C12 H12 121.9(15) . . ?
C11 C12 H12 118.0(15) . . ?
C14 C13 C12 120.60(18) . . ?
C14 C13 H13 121.0(16) . . ?
C12 C13 H13 118.3(16) . . ?
C13 C14 C15 119.89(17) . . ?
C13 C14 H14 121.7(14) . . ?
C15 C14 H14 118.4(14) . . ?
C14 C15 C16 119.78(17) . . ?
C14 C15 H15 119.9(13) . . ?
C16 C15 H15 120.3(13) . . ?
C15 C16 C11 120.99(16) . . ?
C15 C16 H16 118.1(14) . . ?
C11 C16 H16 120.9(14) . . ?
C22 C21 C26 118.76(15) . . ?
C22 C21 Ge1 121.49(12) . . ?
C26 C21 Ge1 119.72(13) . . ?
C21 C22 C23 121.02(16) . . ?
C21 C22 H22 120.9(14) . . ?
C23 C22 H22 118.1(14) . . ?
C24 C23 C22 119.44(18) . . ?
C24 C23 H23 119.3(17) . . ?
C22 C23 H23 121.2(17) . . ?
C25 C24 C23 120.35(18) . . ?
C25 C24 H24 120.7(15) . . ?
C23 C24 H24 119.0(15) . . ?
C24 C25 C26 120.21(17) . . ?
C24 C25 H25 121.9(17) . . ?
C26 C25 H25 117.9(17) . . ?
C25 C26 C21 120.22(17) . . ?
C25 C26 H26 121.6(15) . . ?
C21 C26 H26 118.1(15) . . ?
C36 C31 C32 118.34(15) . . ?
C36 C31 Ge1 122.02(12) . . ?
C32 C31 Ge1 119.58(12) . . ?
C33 C32 C31 121.04(18) . . ?
C33 C32 H32 118.3(15) . . ?
C31 C32 H32 120.6(15) . . ?
C34 C33 C32 119.99(18) . . ?
C34 C33 H33 119.9(15) . . ?
C32 C33 H33 120.1(15) . . ?
C35 C34 C33 119.84(17) . . ?
C35 C34 H34 121.1(15) . . ?
C33 C34 H34 119.1(15) . . ?
C34 C35 C36 120.43(18) . . ?
C34 C35 H35 123.0(15) . . ?
C36 C35 H35 116.5(15) . . ?
C35 C36 C31 120.36(17) . . ?
C35 C36 H36 119.7(13) . . ?
C31 C36 H36 119.9(13) . . ?
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
C31 Ge1 O1 O1 -60.27(12) . . . 2_666 ?
C21 Ge1 O1 O1 63.42(12) . . . 2_666 ?
C11 Ge1 O1 O1 -178.88(11) . . . 2_666 ?
O1 Ge1 C11 C16 -139.29(12) . . . . ?
C31 Ge1 C11 C16 102.08(13) . . . . ?
C21 Ge1 C11 C16 -24.79(14) . . . . ?
O1 Ge1 C11 C12 41.11(15) . . . . ?
C31 Ge1 C11 C12 -77.52(15) . . . . ?
C21 Ge1 C11 C12 155.61(14) . . . . ?
C16 C11 C12 C13 0.5(3) . . . . ?
Ge1 C11 C12 C13 -179.92(16) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
C12 C11 C16 C15 -0.1(2) . . . . ?
Ge1 C11 C16 C15 -179.76(13) . . . . ?
O1 Ge1 C21 C22 -142.68(13) . . . . ?
C31 Ge1 C21 C22 -19.42(16) . . . . ?
C11 Ge1 C21 C22 107.06(14) . . . . ?
O1 Ge1 C21 C26 39.22(15) . . . . ?
C31 Ge1 C21 C26 162.48(13) . . . . ?
C11 Ge1 C21 C26 -71.04(14) . . . . ?
C26 C21 C22 C23 0.2(3) . . . . ?
Ge1 C21 C22 C23 -177.88(14) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C23 C24 C25 -0.2(3) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C24 C25 C26 C21 1.0(3) . . . . ?
C22 C21 C26 C25 -0.9(3) . . . . ?
Ge1 C21 C26 C25 177.22(15) . . . . ?
O1 Ge1 C31 C36 63.08(15) . . . . ?
C21 Ge1 C31 C36 -58.03(15) . . . . ?
C11 Ge1 C31 C36 175.19(13) . . . . ?
O1 Ge1 C31 C32 -119.79(14) . . . . ?
C21 Ge1 C31 C32 119.09(15) . . . . ?
C11 Ge1 C31 C32 -7.69(16) . . . . ?
C36 C31 C32 C33 0.1(3) . . . . ?
Ge1 C31 C32 C33 -177.10(16) . . . . ?
C31 C32 C33 C34 -0.3(3) . . . . ?
C32 C33 C34 C35 0.4(3) . . . . ?
C33 C34 C35 C36 -0.4(3) . . . . ?
C34 C35 C36 C31 0.3(3) . . . . ?
C32 C31 C36 C35 -0.2(3) . . . . ?
Ge1 C31 C36 C35 177.01(14) . . . . ?
_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full 27.99
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max 0.394
_refine_diff_density_min -0.374
_refine_diff_density_rms 0.059
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1915519'
loop_
_audit_author_name
_audit_author_address
'Andrei Churakov'
;Institute of General and Inorganic Chemistry RAS
Russia
;
_audit_update_record
;
2019-05-12 deposited with the CCDC. 2020-01-07 downloaded from the CCDC.
;
_iucr_refine_instructions_details
;
TITL a in P-1
CELL 0.71073 9.8517 11.4503 15.0058 88.4868 89.8466 65.3416
ZERR 4.000 0.0003 0.0003 0.0004 0.0009 0.0010 0.0009
LATT 1
SFAC C H O GE
UNIT 72 64 8 4
TEMP -123
SIZE .40 .25 .01
EQIV $1 1-X, 2-Y, 2-Z
EQIV $2 1-X, 1-Y, 1-Z
HTAB O11 O12_$1
HTAB O21 O22_$2
L.S. 10
BOND $H
ACTA
FMAP 2
PLAN 8
OMIT -2 54
OMIT 0 1 0
OMIT 1 2 0
CONF GE1 O12 O11 H1
CONF GE2 O22 O21 H2
CONF C21 GE1 O12 O11
CONF C51 GE2 O22 O21
WGHT 0.059900 0.251500
FVAR 0.21914
GE1 4 0.774159 0.736744 0.981711 11.00000 0.02745 0.03967 =
0.02918 -0.00885 0.00082 -0.01415
GE2 4 0.236788 0.747883 0.471202 11.00000 0.02453 0.02962 =
0.02896 -0.00294 -0.00053 -0.01563
O11 3 0.496498 0.891757 0.934409 11.00000 0.03554 0.05530 =
0.06962 -0.02350 -0.01109 -0.01203
O12 3 0.635222 0.902298 0.959131 11.00000 0.02934 0.04496 =
0.05291 -0.01490 -0.00351 -0.00928
O21 3 0.335372 0.500509 0.503003 11.00000 0.03251 0.03656 =
0.06851 0.00708 -0.00500 -0.02149
O22 3 0.372568 0.586664 0.443238 11.00000 0.02948 0.03010 =
0.04385 -0.00055 0.00050 -0.01377
C11 1 0.711928 0.654219 1.076894 11.00000 0.03057 0.04745 =
0.03395 -0.01252 0.00742 -0.01929
C12 1 0.592332 0.619442 1.065909 11.00000 0.03674 0.06406 =
0.04427 -0.01893 0.00684 -0.02716
C13 1 0.553779 0.555970 1.132132 11.00000 0.04527 0.06530 =
0.06094 -0.02086 0.01383 -0.03730
C14 1 0.631393 0.523543 1.212372 11.00000 0.06018 0.04816 =
0.04986 -0.01244 0.02057 -0.02775
C15 1 0.750419 0.555924 1.225241 11.00000 0.05230 0.05233 =
0.04045 -0.00802 0.00527 -0.02059
C16 1 0.790971 0.619998 1.158238 11.00000 0.03858 0.05569 =
0.03781 -0.01108 0.00490 -0.02527
C21 1 0.941072 0.774227 1.013320 11.00000 0.03419 0.03796 =
0.02943 -0.00362 -0.00351 -0.01780
C22 1 0.932942 0.854892 1.083333 11.00000 0.04627 0.05680 =
0.04861 -0.01924 0.00892 -0.02375
C23 1 1.054755 0.879963 1.105065 11.00000 0.06607 0.06554 =
0.06069 -0.02438 -0.00441 -0.03797
C24 1 1.185377 0.826197 1.058242 11.00000 0.05140 0.06568 =
0.05265 -0.00290 -0.00789 -0.03734
C25 1 1.195885 0.744931 0.988631 11.00000 0.03736 0.06211 =
0.03801 0.00240 -0.00153 -0.02395
C26 1 1.075472 0.720290 0.966612 11.00000 0.03595 0.04373 =
0.02605 -0.00312 -0.00064 -0.01817
C31 1 0.800343 0.650758 0.869962 11.00000 0.02519 0.03937 =
0.02905 -0.00906 0.00141 -0.01189
C32 1 0.830403 0.707259 0.793054 11.00000 0.03669 0.04143 =
0.03599 -0.00330 -0.00360 -0.01859
C33 1 0.847812 0.649542 0.712495 11.00000 0.04457 0.06046 =
0.03310 -0.00467 0.00369 -0.02343
C34 1 0.836263 0.533043 0.706069 11.00000 0.04780 0.05907 =
0.03755 -0.02019 0.00033 -0.01875
C35 1 0.808499 0.475143 0.780697 11.00000 0.04616 0.04635 =
0.04763 -0.01396 0.00096 -0.02365
C36 1 0.790041 0.533565 0.863022 11.00000 0.03398 0.04351 =
0.04172 -0.00302 0.00066 -0.01898
C41 1 0.261423 0.771094 0.596045 11.00000 0.03771 0.03050 =
0.02293 0.00033 -0.00141 -0.02036
C42 1 0.141409 0.812539 0.653245 11.00000 0.04174 0.04015 =
0.03782 -0.00456 0.00075 -0.02391
C43 1 0.161127 0.834530 0.742233 11.00000 0.06242 0.04719 =
0.03847 -0.00960 0.01380 -0.03140
C44 1 0.300788 0.814885 0.773174 11.00000 0.07889 0.05236 =
0.03411 -0.00287 -0.00870 -0.04400
C45 1 0.421883 0.770553 0.718134 11.00000 0.05446 0.05277 =
0.04130 0.00557 -0.01391 -0.03541
C46 1 0.402657 0.748741 0.629767 11.00000 0.03974 0.04485 =
0.04241 0.00107 -0.00535 -0.02647
C51 1 0.305981 0.849084 0.393641 11.00000 0.02353 0.03287 =
0.03283 -0.00070 -0.00160 -0.01514
C52 1 0.319006 0.957376 0.424190 11.00000 0.04229 0.03661 =
0.03717 -0.00806 0.00854 -0.02127
C53 1 0.374323 1.026549 0.368537 11.00000 0.05047 0.03368 =
0.05918 -0.00143 0.00577 -0.02494
C54 1 0.415501 0.987752 0.283005 11.00000 0.03687 0.04798 =
0.04168 0.01068 -0.00002 -0.02212
C55 1 0.404802 0.880204 0.251958 11.00000 0.04196 0.06184 =
0.03167 -0.00137 0.00114 -0.02988
C56 1 0.349148 0.811834 0.306881 11.00000 0.04124 0.05078 =
0.03301 -0.00734 0.00098 -0.03026
C61 1 0.041023 0.758892 0.441145 11.00000 0.02658 0.02922 =
0.02693 -0.00708 0.00101 -0.01408
C62 1 -0.042796 0.841960 0.372905 11.00000 0.03162 0.03803 =
0.03725 0.00068 0.00144 -0.01526
C63 1 -0.183091 0.850396 0.350675 11.00000 0.03367 0.05277 =
0.03655 0.00587 -0.00746 -0.01492
C64 1 -0.240436 0.774070 0.396019 11.00000 0.02633 0.04850 =
0.04195 -0.00928 -0.00196 -0.01884
C65 1 -0.158618 0.690991 0.462966 11.00000 0.03116 0.03824 =
0.04084 -0.00720 0.00605 -0.02150
C66 1 -0.018684 0.683115 0.485861 11.00000 0.02910 0.03305 =
0.03019 -0.00223 0.00019 -0.01552
H1 2 0.428612 0.964961 0.967063 11.00000 0.06704
H2 2 0.424605 0.475446 0.531204 11.00000 0.08892
H12 2 0.529456 0.647995 1.007779 11.00000 0.03940
H13 2 0.477987 0.532839 1.126628 11.00000 0.05437
H14 2 0.617868 0.487801 1.267739 11.00000 0.06565
H15 2 0.805306 0.525706 1.282501 11.00000 0.07056
H16 2 0.869779 0.644228 1.162833 11.00000 0.05089
H22 2 0.837962 0.904567 1.109452 11.00000 0.04840
H23 2 1.039562 0.939407 1.154709 11.00000 0.05683
H24 2 1.270184 0.844736 1.071235 11.00000 0.05126
H25 2 1.297375 0.700982 0.959345 11.00000 0.05784
H26 2 1.081956 0.658490 0.921676 11.00000 0.04139
H32 2 0.830019 0.787009 0.796005 11.00000 0.03007
H33 2 0.863095 0.693809 0.659817 11.00000 0.04694
H34 2 0.840930 0.494454 0.657649 11.00000 0.05995
H35 2 0.804475 0.395627 0.770174 11.00000 0.07218
H36 2 0.774937 0.496643 0.917512 11.00000 0.04844
H42 2 0.052563 0.829550 0.632997 11.00000 0.01999
H43 2 0.081175 0.865645 0.774551 11.00000 0.05135
H44 2 0.303397 0.837127 0.824160 11.00000 0.06061
H45 2 0.510221 0.754097 0.745514 11.00000 0.05442
H46 2 0.479471 0.725050 0.596419 11.00000 0.05455
H52 2 0.290878 0.982228 0.480307 11.00000 0.03253
H53 2 0.378385 1.098263 0.388277 11.00000 0.05393
H54 2 0.457134 1.023263 0.242843 11.00000 0.04806
H55 2 0.431130 0.853865 0.197122 11.00000 0.03643
H56 2 0.345943 0.743313 0.281269 11.00000 0.05655
H62 2 0.000442 0.895271 0.346902 11.00000 0.03471
H63 2 -0.236627 0.894803 0.306328 11.00000 0.04735
H64 2 -0.331947 0.781299 0.384819 11.00000 0.04080
H65 2 -0.196314 0.649411 0.496305 11.00000 0.03831
H66 2 0.033609 0.630784 0.529829 11.00000 0.02662
HKLF 4
REM a in P-1
REM R1 = 0.0394 for 5425 Fo > 4sig(Fo) and 0.0517 for all 6668 data
REM 507 parameters refined using 0 restraints
END
WGHT 0.0599 0.2515
REM Highest difference peak 0.939, deepest hole -0.590, 1-sigma level 0.076
Q1 1 0.6922 0.8116 0.9864 11.00000 0.05 0.94
Q2 1 0.3103 0.6774 0.4755 11.00000 0.05 0.85
Q3 1 0.2359 0.7416 0.5247 11.00000 0.05 0.78
Q4 1 0.1722 0.8132 0.4903 11.00000 0.05 0.68
Q5 1 0.7836 0.7220 1.0358 11.00000 0.05 0.66
Q6 1 0.7132 0.6962 0.9991 11.00000 0.05 0.60
Q7 1 1.0125 0.8187 1.1504 11.00000 0.05 0.52
Q8 1 0.8535 0.6613 0.9717 11.00000 0.05 0.40
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C18 H16 Ge O2'
_chemical_formula_sum 'C18 H16 Ge O2'
_chemical_formula_weight 336.90
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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.8517(3)
_cell_length_b 11.4503(3)
_cell_length_c 15.0058(4)
_cell_angle_alpha 88.4868(9)
_cell_angle_beta 89.8466(10)
_cell_angle_gamma 65.3416(9)
_cell_volume 1537.77(7)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 8393
_cell_measurement_theta_min 2.275
_cell_measurement_theta_max 30.531
_exptl_crystal_description plate
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.01
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.455
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 688
_exptl_absorpt_coefficient_mu 1.993
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.5028
_exptl_absorpt_correction_T_max 0.9803
_exptl_absorpt_process_details 'SADABS (Bruker, 2016)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker SMART APEX II'
_diffrn_measurement_method \w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number .
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time .
_diffrn_standards_decay_% 0
_diffrn_reflns_number 15171
_diffrn_reflns_av_R_equivalents 0.0257
_diffrn_reflns_av_sigmaI/netI 0.0419
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_theta_min 2.27
_diffrn_reflns_theta_max 27.00
_reflns_number_total 6668
_reflns_number_gt 5425
_reflns_threshold_expression I>2\s(I)
_computing_data_collection 'APEX3 (Bruker, 2018)'
_computing_cell_refinement 'SAINT (Bruker, 2018)'
_computing_data_reduction 'SAINT (Bruker, 2018)'
_computing_structure_solution 'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.2515P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_ls_hydrogen_treatment refall
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6668
_refine_ls_number_parameters 507
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0517
_refine_ls_R_factor_gt 0.0394
_refine_ls_wR_factor_ref 0.1052
_refine_ls_wR_factor_gt 0.1003
_refine_ls_goodness_of_fit_ref 1.069
_refine_ls_restrained_S_all 1.069
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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
Ge1 Ge 0.77416(3) 0.73674(3) 0.98171(2) 0.03190(10) Uani 1 1 d . . .
Ge2 Ge 0.23679(3) 0.74788(3) 0.471202(19) 0.02620(10) Uani 1 1 d . . .
O11 O 0.4965(3) 0.8918(2) 0.93441(18) 0.0554(7) Uani 1 1 d . . .
O12 O 0.6352(2) 0.9023(2) 0.95913(15) 0.0442(5) Uani 1 1 d . . .
O21 O 0.3354(2) 0.5005(2) 0.50300(17) 0.0436(6) Uani 1 1 d . . .
O22 O 0.3726(2) 0.58666(18) 0.44324(14) 0.0340(4) Uani 1 1 d . . .
C11 C 0.7119(3) 0.6542(3) 1.0769(2) 0.0361(7) Uani 1 1 d . . .
C12 C 0.5923(4) 0.6194(4) 1.0659(2) 0.0460(8) Uani 1 1 d . . .
C13 C 0.5538(4) 0.5560(4) 1.1321(3) 0.0520(9) Uani 1 1 d . . .
C14 C 0.6314(4) 0.5235(4) 1.2124(3) 0.0508(9) Uani 1 1 d . . .
C15 C 0.7504(4) 0.5559(3) 1.2252(2) 0.0487(8) Uani 1 1 d . . .
C16 C 0.7910(4) 0.6200(3) 1.1582(2) 0.0420(7) Uani 1 1 d . . .
C21 C 0.9411(3) 0.7742(3) 1.01332(19) 0.0329(6) Uani 1 1 d . . .
C22 C 0.9329(4) 0.8549(4) 1.0833(2) 0.0495(9) Uani 1 1 d . . .
C23 C 1.0548(5) 0.8800(4) 1.1051(3) 0.0601(10) Uani 1 1 d . . .
C24 C 1.1854(4) 0.8262(4) 1.0582(2) 0.0522(9) Uani 1 1 d . . .
C25 C 1.1959(4) 0.7449(4) 0.9886(2) 0.0448(8) Uani 1 1 d . . .
C26 C 1.0755(3) 0.7203(3) 0.96661(19) 0.0347(6) Uani 1 1 d . . .
C31 C 0.8003(3) 0.6508(3) 0.86996(19) 0.0316(6) Uani 1 1 d . . .
C32 C 0.8304(4) 0.7073(3) 0.7931(2) 0.0372(7) Uani 1 1 d . . .
C33 C 0.8478(4) 0.6495(4) 0.7125(2) 0.0455(8) Uani 1 1 d . . .
C34 C 0.8363(4) 0.5330(4) 0.7061(2) 0.0490(9) Uani 1 1 d . . .
C35 C 0.8085(4) 0.4751(3) 0.7807(2) 0.0450(8) Uani 1 1 d . . .
C36 C 0.7900(3) 0.5336(3) 0.8630(2) 0.0388(7) Uani 1 1 d . . .
C41 C 0.2614(3) 0.7711(3) 0.59604(17) 0.0283(6) Uani 1 1 d . . .
C42 C 0.1414(4) 0.8125(3) 0.6532(2) 0.0375(7) Uani 1 1 d . . .
C43 C 0.1611(5) 0.8345(3) 0.7422(2) 0.0464(8) Uani 1 1 d . . .
C44 C 0.3008(5) 0.8149(4) 0.7732(2) 0.0495(9) Uani 1 1 d . . .
C45 C 0.4219(4) 0.7706(3) 0.7181(2) 0.0452(8) Uani 1 1 d . . .
C46 C 0.4027(4) 0.7487(3) 0.6298(2) 0.0394(7) Uani 1 1 d . . .
C51 C 0.3060(3) 0.8491(3) 0.39364(19) 0.0286(6) Uani 1 1 d . . .
C52 C 0.3190(4) 0.9574(3) 0.4242(2) 0.0370(7) Uani 1 1 d . . .
C53 C 0.3743(4) 1.0265(3) 0.3685(3) 0.0453(8) Uani 1 1 d . . .
C54 C 0.4155(4) 0.9878(3) 0.2830(2) 0.0409(7) Uani 1 1 d . . .
C55 C 0.4048(4) 0.8802(4) 0.2520(2) 0.0424(8) Uani 1 1 d . . .
C56 C 0.3491(4) 0.8118(3) 0.3069(2) 0.0378(7) Uani 1 1 d . . .
C61 C 0.0410(3) 0.7589(3) 0.44115(18) 0.0266(6) Uani 1 1 d . . .
C62 C -0.0428(3) 0.8420(3) 0.3729(2) 0.0354(7) Uani 1 1 d . . .
C63 C -0.1831(4) 0.8504(3) 0.3507(2) 0.0422(8) Uani 1 1 d . . .
C64 C -0.2404(3) 0.7741(3) 0.3960(2) 0.0377(7) Uani 1 1 d . . .
C65 C -0.1586(3) 0.6910(3) 0.4630(2) 0.0343(7) Uani 1 1 d . . .
C66 C -0.0187(3) 0.6831(3) 0.4859(2) 0.0299(6) Uani 1 1 d . . .
H1 H 0.429(5) 0.965(4) 0.967(3) 0.067(12) Uiso 1 1 d . . .
H2 H 0.425(5) 0.475(4) 0.531(3) 0.089(15) Uiso 1 1 d . . .
H12 H 0.529(4) 0.648(3) 1.008(2) 0.039(9) Uiso 1 1 d . . .
H13 H 0.478(4) 0.533(3) 1.127(2) 0.054(10) Uiso 1 1 d . . .
H14 H 0.618(4) 0.488(4) 1.268(3) 0.066(12) Uiso 1 1 d . . .
H15 H 0.805(5) 0.526(4) 1.283(3) 0.071(12) Uiso 1 1 d . . .
H16 H 0.870(4) 0.644(3) 1.163(2) 0.051(10) Uiso 1 1 d . . .
H22 H 0.838(4) 0.905(3) 1.109(2) 0.048(10) Uiso 1 1 d . . .
H23 H 1.040(4) 0.939(3) 1.155(3) 0.057(10) Uiso 1 1 d . . .
H24 H 1.270(4) 0.845(3) 1.071(2) 0.051(10) Uiso 1 1 d . . .
H25 H 1.297(4) 0.701(4) 0.959(3) 0.058(11) Uiso 1 1 d . . .
H26 H 1.082(3) 0.658(3) 0.922(2) 0.041(9) Uiso 1 1 d . . .
H32 H 0.830(3) 0.787(3) 0.796(2) 0.030(8) Uiso 1 1 d . . .
H33 H 0.863(4) 0.694(3) 0.660(2) 0.047(9) Uiso 1 1 d . . .
H34 H 0.841(4) 0.494(4) 0.658(3) 0.060(11) Uiso 1 1 d . . .
H35 H 0.804(5) 0.396(4) 0.770(3) 0.072(12) Uiso 1 1 d . . .
H36 H 0.775(4) 0.497(3) 0.918(2) 0.048(10) Uiso 1 1 d . . .
H42 H 0.053(3) 0.830(2) 0.6330(18) 0.020(7) Uiso 1 1 d . . .
H43 H 0.081(4) 0.866(3) 0.775(2) 0.051(11) Uiso 1 1 d . . .
H44 H 0.303(4) 0.837(4) 0.824(3) 0.061(12) Uiso 1 1 d . . .
H45 H 0.510(4) 0.754(3) 0.746(2) 0.054(11) Uiso 1 1 d . . .
H46 H 0.479(4) 0.725(3) 0.596(3) 0.055(11) Uiso 1 1 d . . .
H52 H 0.291(3) 0.982(3) 0.480(2) 0.033(8) Uiso 1 1 d . . .
H53 H 0.378(4) 1.098(4) 0.388(3) 0.054(10) Uiso 1 1 d . . .
H54 H 0.457(4) 1.023(3) 0.243(2) 0.048(10) Uiso 1 1 d . . .
H55 H 0.431(3) 0.854(3) 0.197(2) 0.036(9) Uiso 1 1 d . . .
H56 H 0.346(4) 0.743(4) 0.281(3) 0.057(11) Uiso 1 1 d . . .
H62 H 0.000(3) 0.895(3) 0.347(2) 0.035(8) Uiso 1 1 d . . .
H63 H -0.237(4) 0.895(3) 0.306(2) 0.047(10) Uiso 1 1 d . . .
H64 H -0.332(4) 0.781(3) 0.385(2) 0.041(9) Uiso 1 1 d . . .
H65 H -0.196(4) 0.649(3) 0.496(2) 0.038(9) Uiso 1 1 d . . .
H66 H 0.034(3) 0.631(3) 0.530(2) 0.027(8) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ge1 0.02745(17) 0.03967(19) 0.02918(17) -0.00885(13) 0.00082(12) -0.01415(14)
Ge2 0.02453(16) 0.02962(16) 0.02896(17) -0.00294(12) -0.00053(12) -0.01563(12)
O11 0.0355(13) 0.0553(15) 0.0696(17) -0.0235(14) -0.0111(12) -0.0120(11)
O12 0.0293(11) 0.0450(12) 0.0529(14) -0.0149(11) -0.0035(10) -0.0093(9)
O21 0.0325(12) 0.0366(11) 0.0685(16) 0.0071(11) -0.0050(11) -0.0215(10)
O22 0.0295(10) 0.0301(10) 0.0438(12) -0.0006(9) 0.0005(9) -0.0138(8)
C11 0.0306(15) 0.0475(17) 0.0340(16) -0.0125(14) 0.0074(13) -0.0193(14)
C12 0.0367(18) 0.064(2) 0.0443(19) -0.0189(17) 0.0068(15) -0.0272(17)
C13 0.045(2) 0.065(2) 0.061(2) -0.0209(19) 0.0138(18) -0.0373(19)
C14 0.060(2) 0.048(2) 0.050(2) -0.0124(18) 0.0206(18) -0.0278(18)
C15 0.052(2) 0.052(2) 0.0405(19) -0.0080(17) 0.0053(17) -0.0206(17)
C16 0.0386(18) 0.056(2) 0.0378(17) -0.0111(15) 0.0049(14) -0.0253(16)
C21 0.0342(15) 0.0380(15) 0.0294(14) -0.0036(12) -0.0035(12) -0.0178(13)
C22 0.046(2) 0.057(2) 0.049(2) -0.0192(18) 0.0089(17) -0.0237(17)
C23 0.066(3) 0.066(2) 0.061(2) -0.024(2) -0.004(2) -0.038(2)
C24 0.051(2) 0.066(2) 0.053(2) -0.0029(19) -0.0079(18) -0.037(2)
C25 0.0374(18) 0.062(2) 0.0380(18) 0.0024(16) -0.0015(15) -0.0239(16)
C26 0.0359(16) 0.0437(17) 0.0261(14) -0.0031(13) -0.0006(12) -0.0182(14)
C31 0.0252(14) 0.0394(16) 0.0290(14) -0.0091(12) 0.0014(11) -0.0119(12)
C32 0.0367(17) 0.0414(18) 0.0360(16) -0.0033(14) -0.0036(13) -0.0186(14)
C33 0.0446(19) 0.060(2) 0.0331(17) -0.0047(16) 0.0037(15) -0.0234(17)
C34 0.048(2) 0.059(2) 0.0375(19) -0.0202(17) 0.0003(16) -0.0187(17)
C35 0.0462(19) 0.0463(19) 0.048(2) -0.0140(16) 0.0010(16) -0.0236(16)
C36 0.0340(17) 0.0435(18) 0.0417(18) -0.0030(15) 0.0007(14) -0.0190(14)
C41 0.0377(15) 0.0305(14) 0.0229(13) 0.0003(11) -0.0014(12) -0.0204(12)
C42 0.0417(18) 0.0401(17) 0.0378(17) -0.0046(14) 0.0008(14) -0.0239(14)
C43 0.062(2) 0.047(2) 0.0385(18) -0.0096(16) 0.0138(17) -0.0314(18)
C44 0.079(3) 0.052(2) 0.0341(18) -0.0029(16) -0.0087(19) -0.044(2)
C45 0.054(2) 0.053(2) 0.0413(18) 0.0056(16) -0.0139(17) -0.0354(18)
C46 0.0397(18) 0.0449(18) 0.0424(18) 0.0011(15) -0.0053(15) -0.0265(15)
C51 0.0235(14) 0.0329(14) 0.0328(15) -0.0007(12) -0.0016(11) -0.0151(11)
C52 0.0423(18) 0.0366(16) 0.0372(17) -0.0081(14) 0.0085(14) -0.0213(14)
C53 0.050(2) 0.0337(17) 0.059(2) -0.0014(16) 0.0058(17) -0.0249(15)
C54 0.0369(17) 0.0480(19) 0.0417(18) 0.0107(15) 0.0000(14) -0.0221(15)
C55 0.0420(18) 0.062(2) 0.0317(17) -0.0014(16) 0.0011(15) -0.0299(17)
C56 0.0412(18) 0.0508(19) 0.0330(16) -0.0073(14) 0.0010(13) -0.0303(15)
C61 0.0266(14) 0.0292(14) 0.0269(13) -0.0071(11) 0.0010(11) -0.0141(11)
C62 0.0316(16) 0.0380(16) 0.0373(16) 0.0007(14) 0.0014(13) -0.0153(13)
C63 0.0337(17) 0.053(2) 0.0366(17) 0.0059(16) -0.0075(14) -0.0149(15)
C64 0.0263(15) 0.0485(18) 0.0419(17) -0.0093(15) -0.0020(13) -0.0188(14)
C65 0.0312(16) 0.0382(16) 0.0408(17) -0.0072(14) 0.0060(13) -0.0215(13)
C66 0.0291(15) 0.0330(15) 0.0302(15) -0.0022(13) 0.0002(12) -0.0155(12)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O12 1.840(2) . ?
Ge1 C11 1.928(3) . ?
Ge1 C21 1.928(3) . ?
Ge1 C31 1.929(3) . ?
Ge2 O22 1.830(2) . ?
Ge2 C41 1.929(3) . ?
Ge2 C61 1.933(3) . ?
Ge2 C51 1.935(3) . ?
O11 O12 1.471(3) . ?
O11 H1 0.97(4) . ?
O21 O22 1.471(3) . ?
O21 H2 0.91(5) . ?
C11 C12 1.404(4) . ?
C11 C16 1.405(5) . ?
C12 C13 1.360(5) . ?
C12 H12 1.03(3) . ?
C13 C14 1.384(6) . ?
C13 H13 0.89(4) . ?
C14 C15 1.385(5) . ?
C14 H14 0.95(4) . ?
C15 C16 1.383(5) . ?
C15 H15 0.99(4) . ?
C16 H16 0.93(3) . ?
C21 C22 1.397(4) . ?
C21 C26 1.400(4) . ?
C22 C23 1.387(5) . ?
C22 H22 0.96(4) . ?
C23 C24 1.373(6) . ?
C23 H23 0.99(4) . ?
C24 C25 1.392(5) . ?
C24 H24 0.97(3) . ?
C25 C26 1.372(4) . ?
C25 H25 1.02(4) . ?
C26 H26 0.97(3) . ?
C31 C36 1.394(4) . ?
C31 C32 1.399(4) . ?
C32 C33 1.369(5) . ?
C32 H32 0.91(3) . ?
C33 C34 1.391(5) . ?
C33 H33 0.97(3) . ?
C34 C35 1.371(5) . ?
C34 H34 0.85(4) . ?
C35 C36 1.396(5) . ?
C35 H35 0.95(4) . ?
C36 H36 0.95(3) . ?
C41 C42 1.381(4) . ?
C41 C46 1.399(4) . ?
C42 C43 1.394(5) . ?
C42 H42 0.87(3) . ?
C43 C44 1.378(5) . ?
C43 H43 0.87(4) . ?
C44 C45 1.369(5) . ?
C44 H44 0.82(4) . ?
C45 C46 1.384(5) . ?
C45 H45 0.91(3) . ?
C46 H46 0.85(4) . ?
C51 C52 1.388(4) . ?
C51 C56 1.390(4) . ?
C52 C53 1.394(4) . ?
C52 H52 0.90(3) . ?
C53 C54 1.373(5) . ?
C53 H53 0.90(4) . ?
C54 C55 1.372(5) . ?
C54 H54 0.91(3) . ?
C55 C56 1.384(4) . ?
C55 H55 0.88(3) . ?
C56 H56 0.89(4) . ?
C61 C62 1.390(4) . ?
C61 C66 1.394(4) . ?
C62 C63 1.386(4) . ?
C62 H62 0.95(3) . ?
C63 C64 1.387(5) . ?
C63 H63 0.86(4) . ?
C64 C65 1.370(4) . ?
C64 H64 0.89(3) . ?
C65 C66 1.387(4) . ?
C65 H65 0.87(3) . ?
C66 H66 0.88(3) . ?
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
O12 Ge1 C11 111.61(12) . . ?
O12 Ge1 C21 98.52(11) . . ?
C11 Ge1 C21 113.54(12) . . ?
O12 Ge1 C31 105.60(11) . . ?
C11 Ge1 C31 113.19(12) . . ?
C21 Ge1 C31 113.14(12) . . ?
O22 Ge2 C41 107.78(11) . . ?
O22 Ge2 C61 107.20(10) . . ?
C41 Ge2 C61 113.51(11) . . ?
O22 Ge2 C51 99.39(10) . . ?
C41 Ge2 C51 113.06(11) . . ?
C61 Ge2 C51 114.52(11) . . ?
O12 O11 H1 97(2) . . ?
O11 O12 Ge1 105.89(15) . . ?
O22 O21 H2 90(3) . . ?
O21 O22 Ge2 104.12(14) . . ?
C12 C11 C16 117.6(3) . . ?
C12 C11 Ge1 121.5(2) . . ?
C16 C11 Ge1 120.8(2) . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 120.2(18) . . ?
C11 C12 H12 118.7(18) . . ?
C12 C13 C14 121.0(3) . . ?
C12 C13 H13 123(2) . . ?
C14 C13 H13 116(2) . . ?
C13 C14 C15 119.4(4) . . ?
C13 C14 H14 134(2) . . ?
C15 C14 H14 106(2) . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H15 124(2) . . ?
C14 C15 H15 116(2) . . ?
C15 C16 C11 120.9(3) . . ?
C15 C16 H16 124(2) . . ?
C11 C16 H16 115(2) . . ?
C22 C21 C26 117.8(3) . . ?
C22 C21 Ge1 121.6(2) . . ?
C26 C21 Ge1 120.6(2) . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H22 119(2) . . ?
C21 C22 H22 119(2) . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23 124(2) . . ?
C22 C23 H23 116(2) . . ?
C23 C24 C25 119.6(3) . . ?
C23 C24 H24 122(2) . . ?
C25 C24 H24 119(2) . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 123(2) . . ?
C24 C25 H25 117(2) . . ?
C25 C26 C21 121.5(3) . . ?
C25 C26 H26 121.8(19) . . ?
C21 C26 H26 116.5(19) . . ?
C36 C31 C32 118.5(3) . . ?
C36 C31 Ge1 122.1(2) . . ?
C32 C31 Ge1 119.3(2) . . ?
C33 C32 C31 120.8(3) . . ?
C33 C32 H32 120(2) . . ?
C31 C32 H32 119(2) . . ?
C32 C33 C34 120.2(3) . . ?
C32 C33 H33 119(2) . . ?
C34 C33 H33 121(2) . . ?
C35 C34 C33 120.0(3) . . ?
C35 C34 H34 115(3) . . ?
C33 C34 H34 125(3) . . ?
C34 C35 C36 120.1(3) . . ?
C34 C35 H35 114(3) . . ?
C36 C35 H35 126(3) . . ?
C31 C36 C35 120.3(3) . . ?
C31 C36 H36 116(2) . . ?
C35 C36 H36 124(2) . . ?
C42 C41 C46 118.7(3) . . ?
C42 C41 Ge2 121.4(2) . . ?
C46 C41 Ge2 119.9(2) . . ?
C41 C42 C43 120.2(3) . . ?
C41 C42 H42 119.9(18) . . ?
C43 C42 H42 119.8(18) . . ?
C44 C43 C42 119.9(3) . . ?
C44 C43 H43 123(3) . . ?
C42 C43 H43 117(3) . . ?
C45 C44 C43 120.8(3) . . ?
C45 C44 H44 124(3) . . ?
C43 C44 H44 115(3) . . ?
C44 C45 C46 119.4(3) . . ?
C44 C45 H45 114(2) . . ?
C46 C45 H45 126(2) . . ?
C45 C46 C41 120.9(3) . . ?
C45 C46 H46 117(3) . . ?
C41 C46 H46 122(3) . . ?
C52 C51 C56 118.5(3) . . ?
C52 C51 Ge2 121.0(2) . . ?
C56 C51 Ge2 120.5(2) . . ?
C51 C52 C53 120.3(3) . . ?
C51 C52 H52 119.0(19) . . ?
C53 C52 H52 120.7(19) . . ?
C54 C53 C52 119.9(3) . . ?
C54 C53 H53 121(2) . . ?
C52 C53 H53 119(2) . . ?
C55 C54 C53 120.6(3) . . ?
C55 C54 H54 113(2) . . ?
C53 C54 H54 127(2) . . ?
C54 C55 C56 119.6(3) . . ?
C54 C55 H55 122(2) . . ?
C56 C55 H55 119(2) . . ?
C55 C56 C51 121.1(3) . . ?
C55 C56 H56 114(2) . . ?
C51 C56 H56 125(2) . . ?
C62 C61 C66 118.4(3) . . ?
C62 C61 Ge2 120.3(2) . . ?
C66 C61 Ge2 121.3(2) . . ?
C63 C62 C61 120.8(3) . . ?
C63 C62 H62 124.0(19) . . ?
C61 C62 H62 115.0(19) . . ?
C62 C63 C64 119.9(3) . . ?
C62 C63 H63 125(2) . . ?
C64 C63 H63 115(2) . . ?
C65 C64 C63 120.0(3) . . ?
C65 C64 H64 119(2) . . ?
C63 C64 H64 121(2) . . ?
C64 C65 C66 120.3(3) . . ?
C64 C65 H65 121(2) . . ?
C66 C65 H65 118(2) . . ?
C65 C66 C61 120.7(3) . . ?
C65 C66 H66 120.5(19) . . ?
C61 C66 H66 118.8(19) . . ?
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
Ge1 O12 O11 H1 139(2) . . . . ?
Ge2 O22 O21 H2 -115(3) . . . . ?
C21 Ge1 O12 O11 -179.32(18) . . . . ?
C51 Ge2 O22 O21 176.87(15) . . . . ?
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
O11 H1 O12 0.97(4) 1.79(4) 2.726(3) 160(3) 2_677
O21 H2 O22 0.91(5) 1.86(5) 2.738(3) 164(4) 2_666
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full 27.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max 0.939
_refine_diff_density_min -0.590
_refine_diff_density_rms 0.076