#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/25/7012523.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_7012523
loop_
_publ_author_name
'Ding, Yuqiang'
'Ma, Qingjun'
'Roesky, Herbert W.'
'Usón, Isabel'
'Noltemeyer, Mathias'
'Schmidt, Hans-Georg'
_publ_section_title
;
 Syntheses, structures and properties of [{HC(CMeNAr)2}Ge(E)X] (Ar =
 2,6-iPr2C6H3; E = S, Se; X = F, Cl)
;
_journal_issue                   6
_journal_name_full               'Dalton Transactions'
_journal_page_first              1094
_journal_paper_doi               10.1039/b211617k
_journal_year                    2003
_chemical_formula_sum            'C30 H44 Ge N2 S'
_chemical_formula_weight         537.32
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.49(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.663(3)
_cell_length_b                   19.441(4)
_cell_length_c                   13.350(3)
_cell_measurement_reflns_used    995
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      55.039
_cell_measurement_theta_min      5.422
_cell_volume                     2915.4(14)
_computing_cell_refinement       'Bruker AXS SAINT (V.5.00, Madison 1997)'
_computing_data_collection       'Siemens SMART (V.5.050, Siemens 1998)'
_computing_data_reduction        'Bruker AXS SAINT (V.5.00, Madison 1997)'
_computing_molecular_graphics    'Bruker AXS Shelxtl (Madison 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133(2)
_diffrn_detector_area_resol_mean '8.192 pixels/mm'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type
'STOE-Siemens-Huber four circle diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32774
_diffrn_reflns_theta_full        27.67
_diffrn_reflns_theta_max         27.67
_diffrn_reflns_theta_min         2.71
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.142
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.50mm
_exptl_crystal_size_mid          0.13mm
_exptl_crystal_size_min          0.13mm
_refine_diff_density_max         0.953
_refine_diff_density_min         -1.063
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         6745
_refine_ls_number_restraints     120
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0478P)²+3.3743P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1032
_reflns_number_gt                5960
_reflns_number_total             6745
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b211617k.txt
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2915.4(10)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_original_formula_sum        'H44 C30 N2 S Ge'
_cod_database_code               7012523
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.33732(5) -0.02988(3) 0.20122(5) 0.02506(13) Uani 1 1 d . . .
C6 C 0.28152(18) 0.13412(10) 0.06651(19) 0.0182(4) Uani 1 1 d . . .
H6A H 0.2537 0.1770 0.0851 0.027 Uiso 1 1 calc R . .
H6B H 0.2132 0.1084 0.0104 0.027 Uiso 1 1 calc R . .
H6C H 0.3364 0.1448 0.0357 0.027 Uiso 1 1 calc R . .
Ge1 Ge 0.365969(18) 0.076977(10) 0.206831(17) 0.01377(8) Uani 1 1 d D . .
N1 N 0.34146(14) 0.12002(8) 0.32471(14) 0.0130(3) Uani 1 1 d D . .
C1 C 0.42385(18) 0.10866(10) 0.43246(17) 0.0163(4) Uani 1 1 d D . .
C2 C 0.54130(18) 0.08986(11) 0.46146(17) 0.0177(4) Uani 1 1 d D . .
H2 H 0.5884 0.0735 0.5362 0.021 Uiso 1 1 calc R . .
C3 C 0.59673(17) 0.09272(10) 0.39113(17) 0.0152(4) Uani 1 1 d D . .
N2 N 0.53621(14) 0.09711(8) 0.27816(14) 0.0128(3) Uani 1 1 d D . .
C4 C 0.3906(2) 0.11770(13) 0.52640(18) 0.0237(5) Uani 1 1 d D . .
H4A H 0.3719 0.1661 0.5310 0.036 Uiso 1 1 calc R . .
H4B H 0.4575 0.1036 0.5981 0.036 Uiso 1 1 calc R . .
H4C H 0.3209 0.0893 0.5112 0.036 Uiso 1 1 calc R . .
C5 C 0.73094(18) 0.09236(12) 0.44901(18) 0.0219(4) Uani 1 1 d D . .
H5A H 0.7595 0.0463 0.4436 0.033 Uiso 1 1 calc R . .
H5B H 0.7607 0.1047 0.5286 0.033 Uiso 1 1 calc R . .
H5C H 0.7598 0.1258 0.4123 0.033 Uiso 1 1 calc R . .
C11 C 0.23595(17) 0.16002(10) 0.30372(16) 0.0146(4) Uani 1 1 d D . .
C12 C 0.12774(17) 0.12666(11) 0.28010(16) 0.0165(4) Uani 1 1 d D . .
C13 C 0.03076(19) 0.16787(12) 0.26469(19) 0.0228(4) Uani 1 1 d D . .
H13 H -0.0432 0.1468 0.2481 0.027 Uiso 1 1 calc R . .
C14 C 0.0406(2) 0.23945(12) 0.2732(2) 0.0269(5) Uani 1 1 d D . .
H14 H -0.0260 0.2663 0.2638 0.032 Uiso 1 1 calc R . .
C15 C 0.1468(2) 0.27150(12) 0.29533(19) 0.0245(5) Uani 1 1 d D . .
H15 H 0.1523 0.3202 0.3004 0.029 Uiso 1 1 calc R . .
C16 C 0.24619(19) 0.23271(10) 0.31028(17) 0.0180(4) Uani 1 1 d D . .
C121 C 0.11215(18) 0.04851(11) 0.27068(18) 0.0183(4) Uani 1 1 d D . .
H121 H 0.1929 0.0270 0.3020 0.022 Uiso 1 1 calc R . .
C122 C 0.0505(2) 0.02170(12) 0.3386(2) 0.0266(5) Uani 1 1 d D . .
H12D H 0.0940 0.0376 0.4169 0.040 Uiso 1 1 calc R . .
H12E H 0.0493 -0.0287 0.3370 0.040 Uiso 1 1 calc R . .
H12F H -0.0314 0.0391 0.3052 0.040 Uiso 1 1 calc R . .
C123 C 0.0409(2) 0.02675(12) 0.14596(19) 0.0252(5) Uani 1 1 d D . .
H12A H -0.0383 0.0478 0.1134 0.038 Uiso 1 1 calc R . .
H12B H 0.0329 -0.0234 0.1413 0.038 Uiso 1 1 calc R . .
H12C H 0.0828 0.0421 0.1039 0.038 Uiso 1 1 calc R . .
C161 C 0.3603(2) 0.27020(11) 0.33054(19) 0.0214(4) Uani 1 1 d D . .
H161 H 0.4183 0.2354 0.3303 0.026 Uiso 1 1 calc R . .
C162 C 0.4179(3) 0.30786(15) 0.4446(2) 0.0389(6) Uani 1 1 d D . .
H16D H 0.3640 0.3439 0.4450 0.058 Uiso 1 1 calc R . .
H16E H 0.4931 0.3287 0.4560 0.058 Uiso 1 1 calc R . .
H16F H 0.4333 0.2750 0.5055 0.058 Uiso 1 1 calc R . .
C163 C 0.3351(3) 0.32199(13) 0.2349(2) 0.0331(6) Uani 1 1 d D . .
H16A H 0.2998 0.2979 0.1622 0.050 Uiso 1 1 calc R . .
H16B H 0.4097 0.3439 0.2468 0.050 Uiso 1 1 calc R . .
H16C H 0.2796 0.3572 0.2346 0.050 Uiso 1 1 calc R . .
C21 C 0.59987(16) 0.10068(10) 0.21047(16) 0.0135(4) Uani 1 1 d D . .
C22 C 0.60873(17) 0.16515(10) 0.16535(17) 0.0164(4) Uani 1 1 d D . .
C23 C 0.67060(19) 0.16777(11) 0.10125(18) 0.0209(4) Uani 1 1 d D . .
H23 H 0.6784 0.2105 0.0707 0.025 Uiso 1 1 calc R . .
C24 C 0.72074(19) 0.10892(12) 0.08158(18) 0.0223(4) Uani 1 1 d D . .
H24 H 0.7621 0.1117 0.0378 0.027 Uiso 1 1 calc R . .
C25 C 0.71032(18) 0.04611(11) 0.12596(17) 0.0189(4) Uani 1 1 d D . .
H25 H 0.7447 0.0062 0.1117 0.023 Uiso 1 1 calc R . .
C26 C 0.65042(17) 0.04027(10) 0.19115(16) 0.0150(4) Uani 1 1 d D . .
C221 C 0.55868(19) 0.23138(10) 0.18838(18) 0.0206(4) Uani 1 1 d D . .
H221 H 0.4909 0.2185 0.2034 0.025 Uiso 1 1 calc R . .
C222 C 0.6535(2) 0.26720(9) 0.29495(16) 0.0341(6) Uani 1 1 d D . .
H22D H 0.6767 0.2367 0.3602 0.051 Uiso 1 1 calc R . .
H22E H 0.6206 0.3099 0.3080 0.051 Uiso 1 1 calc R . .
H22F H 0.7234 0.2778 0.2845 0.051 Uiso 1 1 calc R . .
C223 C 0.51024(19) 0.28089(9) 0.08687(16) 0.0288(5) Uani 1 1 d RD . .
H22A H 0.5760 0.2969 0.0733 0.043 Uiso 1 1 calc R . .
H22B H 0.4725 0.3204 0.1030 0.043 Uiso 1 1 calc R . .
H22C H 0.4515 0.2569 0.0197 0.043 Uiso 1 1 calc R . .
C261 C 0.64222(18) -0.03083(10) 0.23579(17) 0.0173(4) Uani 1 1 d D . .
H261 H 0.6003 -0.0262 0.2832 0.021 Uiso 1 1 calc R . .
C262 C 0.7660(2) -0.06236(12) 0.3088(2) 0.0259(5) Uani 1 1 d D . .
H26D H 0.8061 -0.0700 0.2622 0.039 Uiso 1 1 calc R . .
H26E H 0.7571 -0.1063 0.3401 0.039 Uiso 1 1 calc R . .
H26F H 0.8134 -0.0308 0.3706 0.039 Uiso 1 1 calc R . .
C263 C 0.5697(2) -0.07988(11) 0.1370(2) 0.0266(5) Uani 1 1 d D . .
H26A H 0.4918 -0.0594 0.0886 0.040 Uiso 1 1 calc R . .
H26B H 0.5587 -0.1239 0.1667 0.040 Uiso 1 1 calc R . .
H26C H 0.6125 -0.0875 0.0927 0.040 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
H H 0.0000 0.0000 '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
N1 Ge1 N2 94.15(7) . . ?
N1 Ge1 C6 107.69(8) . . ?
N2 Ge1 C6 109.66(8) . . ?
N1 Ge1 S1 111.54(5) . . ?
N2 Ge1 S1 110.41(5) . . ?
C6 Ge1 S1 120.25(6) . . ?
C1 N1 C11 118.78(16) . . ?
C1 N1 Ge1 117.52(13) . . ?
C11 N1 Ge1 123.58(13) . . ?
N1 C1 C2 122.47(18) . . ?
N1 C1 C4 119.54(18) . . ?
C2 C1 C4 117.98(18) . . ?
C1 C2 C3 126.67(19) . . ?
N2 C3 C2 123.33(18) . . ?
N2 C3 C5 119.99(18) . . ?
C2 C3 C5 116.66(18) . . ?
C3 N2 C21 120.34(16) . . ?
C3 N2 Ge1 117.66(13) . . ?
C21 N2 Ge1 120.47(12) . . ?
C12 C11 C16 121.50(18) . . ?
C12 C11 N1 120.42(17) . . ?
C16 C11 N1 118.06(17) . . ?
C13 C12 C11 117.68(19) . . ?
C13 C12 C121 119.02(18) . . ?
C11 C12 C121 123.30(17) . . ?
C14 C13 C12 121.3(2) . . ?
C15 C14 C13 120.5(2) . . ?
C14 C15 C16 120.6(2) . . ?
C15 C16 C11 118.52(19) . . ?
C15 C16 C161 118.87(19) . . ?
C11 C16 C161 122.60(18) . . ?
C12 C121 C122 111.73(17) . . ?
C12 C121 C123 110.50(17) . . ?
C122 C121 C123 109.92(18) . . ?
C16 C161 C162 112.38(18) . . ?
C16 C161 C163 110.39(19) . . ?
C162 C161 C163 109.4(2) . . ?
C26 C21 C22 121.63(17) . . ?
C26 C21 N2 119.79(17) . . ?
C22 C21 N2 118.58(17) . . ?
C23 C22 C21 117.88(19) . . ?
C23 C22 C221 119.50(18) . . ?
C21 C22 C221 122.56(18) . . ?
C24 C23 C22 121.15(19) . . ?
C25 C24 C23 120.04(19) . . ?
C24 C25 C26 121.5(2) . . ?
C25 C26 C21 117.81(18) . . ?
C25 C26 C261 118.06(18) . . ?
C21 C26 C261 124.13(17) . . ?
C22 C221 C223 112.54(17) . . ?
C22 C221 C222 110.37(18) . . ?
C223 C221 C222 110.75(16) . . ?
C26 C261 C262 111.99(17) . . ?
C26 C261 C263 110.29(17) . . ?
C262 C261 C263 109.00(18) . . ?
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
S1 Ge1 2.1044(7) . ?
C6 Ge1 2.009(2) . ?
Ge1 N1 1.9298(16) . ?
Ge1 N2 1.9524(17) . ?
N1 C1 1.349(3) . ?
N1 C11 1.457(2) . ?
C1 C2 1.401(3) . ?
C1 C4 1.506(3) . ?
C2 C3 1.409(3) . ?
C3 N2 1.342(3) . ?
C3 C5 1.508(3) . ?
N2 C21 1.464(2) . ?
C11 C12 1.414(3) . ?
C11 C16 1.418(3) . ?
C12 C13 1.400(3) . ?
C12 C121 1.530(3) . ?
C13 C14 1.397(3) . ?
C14 C15 1.385(3) . ?
C15 C16 1.400(3) . ?
C16 C161 1.527(3) . ?
C121 C122 1.536(3) . ?
C121 C123 1.542(3) . ?
C161 C162 1.537(3) . ?
C161 C163 1.540(3) . ?
C21 C26 1.417(3) . ?
C21 C22 1.417(3) . ?
C22 C23 1.403(3) . ?
C22 C221 1.528(3) . ?
C23 C24 1.391(3) . ?
C24 C25 1.390(3) . ?
C25 C26 1.398(3) . ?
C26 C261 1.528(3) . ?
C221 C223 1.540(3) . ?
C221 C222 1.540(3) . ?
C261 C262 1.540(3) . ?
C261 C263 1.541(3) . ?
