#------------------------------------------------------------------------------
#$Date: 2025-08-21 13:21:36 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301847 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/18/7011818.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_7011818
loop_
_publ_author_name
'Weinert, Charles S.'
'Fanwick, Phillip E.'
'Rothwell, Ian P.'
_publ_section_title
;
 Novel germanium(ii) binaphthoxide complexes: synthesis and crystal
 structure of (R,R)-[Ge{OC20H10(OSiMe3)-2'-(SiMe3)2-3,3'}2] and
 (R)-[Ge{O2C20H10(SiMe2Ph)2-3,3'}{NH3}]; catalytic function of
 Ge[N(SiMe3)2]2 for the mono-silylation of
 3,3'-disubstituted-1,1'-bi-2,2'-naphthols
;
_journal_issue                   15
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2948
_journal_paper_doi               10.1039/b204299a
_journal_year                    2002
_chemical_formula_moiety         'C36 H35 Ge1 N1 O2 Si2'
_chemical_formula_sum            'C36 H35 Ge N O2 Si2'
_chemical_formula_weight         642.45
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source
'International Tables for Crystallography (Vol C)'
_audit_creation_date             13-11-01
_audit_creation_method           from_MolEN_and_SHELXL
_audit_update_record             ' ?'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3277(2)
_cell_length_b                   10.4652(3)
_cell_length_c                   36.0635(8)
_cell_measurement_reflns_used    20161
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     3142.97(14)
_computing_cell_refinement       DENZO/SCALEPACK_(Otwinowski,_1996)
_computing_data_collection       Collect_(Nonius,_1998)
_computing_data_reduction        DENZO/SCALEPACK_(Otwinowski,_1996)
_computing_molecular_graphics
;
ORTEP (Johnson, 1976)
PLUTON (Spek, 1991)
;
_computing_publication_material  CIF_VAX_MolEN_(Fair,_1990)
_computing_structure_refinement  SHELX97_(Sheldrick,_1997)
_computing_structure_solution    PATTY_(DIRDIF99,_Beurskins,_1999)
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9889
_diffrn_measured_fraction_theta_max 0.9889
_diffrn_measurement_device_type  Nonius_KappaCCD
_diffrn_radiation_type           MO-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.072
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            20161
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         5.00
_exptl_absorpt_coefficient_mu    1.067
_exptl_absorpt_correction_T_max  0.8988
_exptl_absorpt_correction_T_min  0.5423
_exptl_absorpt_correction_type   refined_empirical_(Otwinowski_&_Minor,_1996
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.36
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.47
_refine_ls_abs_structure_details 'Flack H. D. (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.006(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment
;
Chemically significant hydrogens refined isotropically
Others riding
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         6841
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.044
_refine_ls_shift/su_max          0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'1/[σ²(Fo²)+(0.0307P)²+0.0000P] where P=(Fo²+2Fc²)/3  '
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.077
_reflns_number_gt                5769
_reflns_number_total             6841
_reflns_threshold_expression     >2.0σ(I)
_cod_data_source_file            b204299a.txt
_cod_data_source_block           Compound2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_refine_ls_weighting_scheme' value 'calc ' changed to 'calc' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_angle_publ_flag'
value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (79
times).

'_geom_bond_publ_flag' value 'YES' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (51 time).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        3143.0(2)
_cod_original_formula_sum        'C36 H35 Ge1 N1 O2 Si2'
_cod_database_code               7011818
#BEGIN Tags that were not found in dictionaries:
_reflns_friedl_coverage          0.8250
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
Ge 0.48620(4) 0.36564(3) 0.331394(8) 0.03177(10) Uani ?
Si(1) 0.53930(11) 0.09515(9) 0.42376(2) 0.0307(3) Uani ?
Si(2) 0.35216(11) 0.72945(10) 0.28913(2) 0.0283(3) Uani ?
O(1) 0.3861(3) 0.2946(2) 0.37233(5) 0.0285(7) Uani ?
O(2) 0.4641(2) 0.5378(2) 0.34472(5) 0.0293(6) Uani ?
N(3) 0.7104(4) 0.3913(5) 0.35657(11) 0.0401(12) Uani ?
C(11) 0.4018(4) 0.3454(3) 0.40748(8) 0.0259(9) Uani ?
C(12) 0.4770(4) 0.2641(3) 0.43444(8) 0.0282(9) Uani ?
C(13) 0.5078(4) 0.3165(3) 0.46874(8) 0.0294(9) Uani ?
C(14) 0.4716(4) 0.4448(3) 0.47732(8) 0.0277(9) Uani ?
C(15) 0.5193(4) 0.5006(4) 0.51158(8) 0.0346(10) Uani ?
C(16) 0.4833(4) 0.6244(4) 0.51954(8) 0.0388(10) Uani ?
C(17) 0.3989(4) 0.6987(4) 0.49383(10) 0.0397(10) Uani ?
C(18) 0.3519(4) 0.6474(4) 0.46044(8) 0.0313(10) Uani ?
C(19) 0.3864(4) 0.5205(3) 0.45115(8) 0.0259(9) Uani ?
C(1A) 0.3464(4) 0.4650(3) 0.41570(8) 0.0259(9) Uani ?
C(21) 0.3174(4) 0.5823(3) 0.35550(8) 0.0265(9) Uani ?
C(22) 0.2437(4) 0.6768(3) 0.33229(8) 0.0269(9) Uani ?
C(23) 0.0959(4) 0.7220(3) 0.34260(8) 0.0292(10) Uani ?
C(24) 0.0124(4) 0.6747(3) 0.37426(7) 0.0256(9) Uani ?
C(25) -0.1449(4) 0.7136(4) 0.38292(9) 0.0322(10) Uani ?
C(26) -0.2268(4) 0.6619(4) 0.41215(9) 0.0357(12) Uani ?
C(27) -0.1516(4) 0.5697(4) 0.43447(9) 0.0352(12) Uani ?
C(28) 0.0021(4) 0.5323(3) 0.42754(7) 0.0289(9) Uani ?
C(29) 0.0896(4) 0.5818(3) 0.39728(8) 0.0268(9) Uani ?
C(2A) 0.2504(4) 0.5425(3) 0.38868(8) 0.0258(9) Uani ?
C(111) 0.7303(4) 0.1089(3) 0.39656(8) 0.0283(10) Uani ?
C(112) 0.8621(4) 0.1712(3) 0.41232(9) 0.0345(10) Uani ?
C(113) 1.0055(5) 0.1898(3) 0.39295(9) 0.0397(10) Uani ?
C(114) 1.0191(4) 0.1466(4) 0.35705(9) 0.0405(10) Uani ?
C(115) 0.8911(4) 0.0841(4) 0.34069(9) 0.0397(10) Uani ?
C(116) 0.7491(4) 0.0667(4) 0.36022(9) 0.0360(10) Uani ?
C(117) 0.3882(4) -0.0015(4) 0.39817(10) 0.0427(12) Uani ?
C(118) 0.5809(4) 0.0141(4) 0.46868(8) 0.0400(12) Uani ?
C(211) 0.2394(4) 0.8666(4) 0.26824(8) 0.0279(9) Uani ?
C(212) 0.2614(4) 0.9905(4) 0.28120(9) 0.0335(12) Uani ?
C(213) 0.1919(4) 1.0953(4) 0.26461(9) 0.0380(12) Uani ?
C(214) 0.0942(4) 1.0795(4) 0.23427(9) 0.0417(12) Uani ?
C(215) 0.0648(4) 0.9586(4) 0.22076(9) 0.0430(12) Uani ?
C(216) 0.1374(4) 0.8537(4) 0.23727(9) 0.0367(10) Uani ?
C(217) 0.5580(4) 0.7872(4) 0.30078(9) 0.0363(10) Uani ?
C(218) 0.3599(4) 0.5982(4) 0.25456(8) 0.0357(10) Uani ?
H(13) 0.5542 0.2655 0.4869 0.0350 Uiso calc
H(15) 0.5758 0.4519 0.5287 0.0420 Uiso calc
H(16) 0.5149 0.6597 0.5421 0.0460 Uiso calc
H(17) 0.3743 0.7832 0.4994 0.0480 Uiso calc
H(18) 0.2961 0.6982 0.4437 0.0380 Uiso calc
H(23) 0.0484 0.7859 0.3284 0.0350 Uiso calc
H(25) -0.1943 0.7758 0.3685 0.0390 Uiso calc
H(26) -0.3315 0.6876 0.4172 0.0430 Uiso calc
H(27) -0.2075 0.5337 0.4542 0.0430 Uiso calc
H(28) 0.0504 0.4728 0.4431 0.0350 Uiso calc
H(3A) 0.704(6) 0.391(6) 0.3821(18) 0.13(2) Uiso ?
H(3B) 0.768(6) 0.445(6) 0.3479(14) 0.10(2) Uiso ?
H(3C) 0.750(8) 0.328(8) 0.3548(18) 0.13(3) Uiso ?
H(112) 0.8541 0.2013 0.4365 0.0410 Uiso calc
H(113) 1.0913 0.2311 0.4043 0.0480 Uiso calc
H(114) 1.1137 0.1593 0.3439 0.0480 Uiso calc
H(115) 0.9002 0.0536 0.3166 0.0470 Uiso calc
H(116) 0.6637 0.0255 0.3486 0.0430 Uiso calc
H(11A) 0.2903 -0.0048 0.4122 0.0640 Uiso calc
H(11B) 0.4285 -0.0866 0.3947 0.0640 Uiso calc
H(11C) 0.3679 0.0370 0.3745 0.0640 Uiso calc
H(11D) 0.6712 0.0540 0.4805 0.0610 Uiso calc
H(11E) 0.6043 -0.0744 0.4643 0.0610 Uiso calc
H(11F) 0.4884 0.0209 0.4845 0.0610 Uiso calc
H(212) 0.3257 1.0031 0.3020 0.0400 Uiso calc
H(213) 0.2111 1.1767 0.2739 0.0460 Uiso calc
H(214) 0.0481 1.1503 0.2229 0.0500 Uiso calc
H(215) -0.0035 0.9474 0.2006 0.0520 Uiso calc
H(216) 0.1181 0.7727 0.2277 0.0440 Uiso calc
H(21A) 0.6045 0.8276 0.2794 0.0540 Uiso calc
H(21B) 0.6235 0.7161 0.3081 0.0540 Uiso calc
H(21C) 0.5518 0.8475 0.3208 0.0540 Uiso calc
H(21D) 0.2550 0.5612 0.2519 0.0540 Uiso calc
H(21E) 0.4341 0.5340 0.2628 0.0540 Uiso calc
H(21F) 0.3945 0.6316 0.2311 0.0540 Uiso calc
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(1) Ge O(2) 97.90(9) yes
O(1) Ge N(3) 96.15(13) yes
O(2) Ge N(3) 81.55(15) yes
C(117) Si(1) C(118) 108.05(17) yes
C(117) Si(1) C(111) 110.87(16) yes
C(118) Si(1) C(111) 109.43(15) yes
C(117) Si(1) C(12) 115.22(16) yes
C(118) Si(1) C(12) 107.52(15) yes
C(111) Si(1) C(12) 105.60(15) yes
C(218) Si(2) C(217) 111.05(17) yes
C(218) Si(2) C(211) 108.30(15) yes
C(217) Si(2) C(211) 107.65(16) yes
C(218) Si(2) C(22) 110.82(15) yes
C(217) Si(2) C(22) 110.46(14) yes
C(211) Si(2) C(22) 108.44(13) yes
C(11) O(1) Ge 122.34(19) yes
C(21) O(2) Ge 119.3(2) yes
H(3C) N(3) H(3B) 109(6) yes
H(3C) N(3) H(3A) 96(6) yes
H(3B) N(3) H(3A) 116(5) yes
H(3C) N(3) Ge 104(5) yes
H(3B) N(3) Ge 117(4) yes
H(3A) N(3) Ge 112(3) yes
C(1A) C(11) O(1) 121.3(3) yes
C(1A) C(11) C(12) 122.9(3) yes
O(1) C(11) C(12) 115.8(3) yes
C(13) C(12) C(11) 116.9(3) yes
C(13) C(12) Si(1) 120.5(2) yes
C(11) C(12) Si(1) 122.6(2) yes
C(12) C(13) C(14) 122.5(3) yes
C(13) C(14) C(19) 119.4(3) yes
C(13) C(14) C(15) 121.4(3) yes
C(19) C(14) C(15) 119.2(3) yes
C(16) C(15) C(14) 120.8(3) yes
C(15) C(16) C(17) 120.0(3) yes
C(18) C(17) C(16) 120.4(4) yes
C(17) C(18) C(19) 121.4(3) yes
C(18) C(19) C(14) 118.2(3) yes
C(18) C(19) C(1A) 123.1(3) yes
C(14) C(19) C(1A) 118.6(3) yes
C(11) C(1A) C(19) 118.9(3) yes
C(11) C(1A) C(2A) 122.3(3) yes
C(19) C(1A) C(2A) 118.8(3) yes
O(2) C(21) C(2A) 120.3(3) yes
O(2) C(21) C(22) 116.9(3) yes
C(2A) C(21) C(22) 122.7(3) yes
C(23) C(22) C(21) 117.7(3) yes
C(23) C(22) Si(2) 123.7(2) yes
C(21) C(22) Si(2) 118.6(2) yes
C(22) C(23) C(24) 122.4(3) yes
C(25) C(24) C(23) 122.1(3) yes
C(25) C(24) C(29) 119.1(3) yes
C(23) C(24) C(29) 118.8(3) yes
C(26) C(25) C(24) 121.4(3) yes
C(25) C(26) C(27) 119.4(3) yes
C(28) C(27) C(26) 120.8(3) yes
C(27) C(28) C(29) 121.5(3) yes
C(28) C(29) C(24) 117.8(3) yes
C(28) C(29) C(2A) 122.9(3) yes
C(24) C(29) C(2A) 119.3(3) yes
C(21) C(2A) C(29) 118.4(3) yes
C(21) C(2A) C(1A) 120.7(3) yes
C(29) C(2A) C(1A) 120.8(3) yes
C(116) C(111) C(112) 116.3(3) yes
C(116) C(111) Si(1) 124.3(3) yes
C(112) C(111) Si(1) 119.3(2) yes
C(113) C(112) C(111) 122.2(3) yes
C(114) C(113) C(112) 119.7(4) yes
C(113) C(114) C(115) 119.6(3) yes
C(114) C(115) C(116) 120.1(3) yes
C(115) C(116) C(111) 122.1(3) yes
C(212) C(211) C(216) 115.8(3) yes
C(212) C(211) Si(2) 120.9(2) yes
C(216) C(211) Si(2) 123.2(3) yes
C(213) C(212) C(211) 122.8(3) yes
C(214) C(213) C(212) 120.0(4) yes
C(213) C(214) C(215) 119.8(4) yes
C(214) C(215) C(216) 119.8(3) yes
C(215) C(216) C(211) 121.8(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ge O(1) 1.851(2) yes
Ge O(2) 1.874(2) yes
Ge N(3) 2.093(4) yes
Si(1) C(117) 1.859(4) yes
Si(1) C(118) 1.861(3) yes
Si(1) C(111) 1.874(3) yes
Si(1) C(12) 1.882(4) yes
Si(2) C(218) 1.856(3) yes
Si(2) C(217) 1.865(3) yes
Si(2) C(211) 1.873(4) yes
Si(2) C(22) 1.882(3) yes
O(1) C(11) 1.381(4) yes
O(2) C(21) 1.364(4) yes
N(3) H(3C) 0.74(8) yes
N(3) H(3B) 0.80(6) yes
N(3) H(3A) 0.92(6) yes
C(11) C(1A) 1.366(4) yes
C(11) C(12) 1.436(4) yes
C(12) C(13) 1.377(4) yes
C(13) C(14) 1.411(4) yes
C(14) C(19) 1.421(4) yes
C(14) C(15) 1.423(4) yes
C(15) C(16) 1.360(5) yes
C(16) C(17) 1.400(5) yes
C(17) C(18) 1.375(4) yes
C(18) C(19) 1.400(5) yes
C(19) C(1A) 1.443(4) yes
C(1A) C(2A) 1.498(4) yes
C(21) C(2A) 1.385(4) yes
C(21) C(22) 1.434(4) yes
C(22) C(23) 1.370(4) yes
C(23) C(24) 1.426(4) yes
C(24) C(25) 1.407(5) yes
C(24) C(29) 1.431(4) yes
C(25) C(26) 1.367(5) yes
C(26) C(27) 1.404(5) yes
C(27) C(28) 1.362(5) yes
C(28) C(29) 1.411(4) yes
C(29) C(2A) 1.435(4) yes
C(111) C(116) 1.392(4) yes
C(111) C(112) 1.398(5) yes
C(112) C(113) 1.397(5) yes
C(113) C(114) 1.376(4) yes
C(114) C(115) 1.383(5) yes
C(115) C(116) 1.389(5) yes
C(211) C(212) 1.391(5) yes
C(211) C(216) 1.410(4) yes
C(212) C(213) 1.376(5) yes
C(213) C(214) 1.373(5) yes
C(214) C(215) 1.378(5) yes
C(215) C(216) 1.388(5) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139127579
