#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/46/4064674.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_4064674
loop_
_publ_author_name
'Bandrowsky, Teresa L.'
'Carroll, James B.'
'Braddock-Wilking, Janet'
_publ_section_title
;
 Synthesis, Characterization, and Crystal Structures of
 1,1-Disubstituted-2,3,4,5-tetraphenylgermoles That Exhibit
 Aggregation-Induced Emission
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              3559
_journal_paper_doi               10.1021/om200259n
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C56 H38 Ge1 O2'
_chemical_formula_sum            'C56 H38 Ge O2'
_chemical_formula_weight         815.51
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_cell_angle_alpha                90
_cell_angle_beta                 98.9710(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.2228(2)
_cell_length_b                   10.21630(10)
_cell_length_c                   16.7527(2)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     4095.03(7)
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       Serial
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            43667
_diffrn_reflns_theta_full        29.684
_diffrn_reflns_theta_max         29.684
_diffrn_reflns_theta_min         1.702
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.792
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6711
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.174
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.80
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         5787
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.0009098
_refine_ls_shift/su_mean         0.0000444
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 1.76 2.21 0.562 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0827
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0827
_reflns_limit_h_max              33
_reflns_limit_h_min              -33
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                4781
_reflns_number_total             5803
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0397
_oxford_refine_ls_scale          0.061022(7)
_oxford_reflns_number_all        5787
_oxford_reflns_threshold_expression_ref I>-4.0\s(I)
_cod_data_source_file            om200259n_si_007.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_original_formula_sum        'C56 H38 Ge1 O2'
_cod_database_code               4064674
#BEGIN Tags that were not found in dictionaries:
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Ge1 Ge 0.5000 0.344373(18) 0.2500 0.0148 1.0000 Uani S T
C2 C 0.47134(6) 0.47674(13) 0.31572(8) 0.0169 1.0000 Uani . .
C3 C 0.48296(6) 0.59443(13) 0.28412(8) 0.0173 1.0000 Uani . .
C4 C 0.46036(6) 0.72158(13) 0.30870(8) 0.0213 1.0000 Uani . .
C5 C 0.40256(7) 0.74112(15) 0.29102(10) 0.0262 1.0000 Uani . .
C6 C 0.37855(9) 0.85666(17) 0.31312(12) 0.0356 1.0000 Uani . .
C7 C 0.41216(10) 0.95321(17) 0.35288(13) 0.0423 1.0000 Uani . .
C8 C 0.46946(10) 0.93576(17) 0.37032(13) 0.0419 1.0000 Uani . .
C9 C 0.49392(8) 0.81990(16) 0.34787(11) 0.0305 1.0000 Uani . .
C10 C 0.44443(6) 0.44757(13) 0.38684(8) 0.0173 1.0000 Uani . .
C11 C 0.43914(6) 0.53855(14) 0.44812(8) 0.0195 1.0000 Uani . .
C12 C 0.41535(6) 0.50264(15) 0.51518(9) 0.0231 1.0000 Uani . .
C13 C 0.39583(7) 0.37628(16) 0.52328(10) 0.0279 1.0000 Uani . .
C14 C 0.40158(8) 0.28398(16) 0.46406(10) 0.0320 1.0000 Uani . .
C15 C 0.42623(7) 0.31907(15) 0.39739(9) 0.0247 1.0000 Uani . .
C16 C 0.44489(6) 0.23730(14) 0.18922(8) 0.0200 1.0000 Uani . .
C17 C 0.40933(6) 0.17732(14) 0.14573(8) 0.0205 1.0000 Uani . .
C18 C 0.36659(6) 0.10850(14) 0.09254(9) 0.0201 1.0000 Uani . .
C19 C 0.34183(7) 0.16640(15) 0.02018(9) 0.0267 1.0000 Uani . .
C20 C 0.30032(7) 0.10184(16) -0.03181(10) 0.0275 1.0000 Uani . .
C21 C 0.28371(6) -0.02250(14) -0.01165(9) 0.0215 1.0000 Uani . .
O22 O 0.24345(5) -0.09473(12) -0.06011(7) 0.0299 1.0000 Uani . .
C23 C 0.23021(6) -0.05696(15) -0.14093(9) 0.0237 1.0000 Uani . .
C24 C 0.25552(7) -0.12297(17) -0.19794(11) 0.0308 1.0000 Uani . .
C25 C 0.24124(8) -0.08857(19) -0.27917(12) 0.0353 1.0000 Uani . .
C26 C 0.20296(8) 0.00955(19) -0.30212(11) 0.0336 1.0000 Uani . .
C27 C 0.17788(7) 0.07469(17) -0.24409(10) 0.0292 1.0000 Uani . .
C28 C 0.19115(6) 0.04075(16) -0.16329(10) 0.0253 1.0000 Uani . .
C29 C 0.30753(6) -0.08150(14) 0.06035(9) 0.0239 1.0000 Uani . .
C30 C 0.34896(6) -0.01668(15) 0.11181(9) 0.0241 1.0000 Uani . .
H51 H 0.3796 0.6743 0.2638 0.0323 1.0000 Uiso R .
H61 H 0.3393 0.8692 0.3007 0.0437 1.0000 Uiso R .
H71 H 0.3959 1.0319 0.3685 0.0506 1.0000 Uiso R .
H81 H 0.4923 1.0026 0.3975 0.0509 1.0000 Uiso R .
H91 H 0.5333 0.8084 0.3593 0.0377 1.0000 Uiso R .
H111 H 0.4520 0.6257 0.4435 0.0244 1.0000 Uiso R .
H121 H 0.4124 0.5656 0.5560 0.0286 1.0000 Uiso R .
H131 H 0.3788 0.3531 0.5687 0.0342 1.0000 Uiso R .
H141 H 0.3887 0.1970 0.4691 0.0384 1.0000 Uiso R .
H151 H 0.4308 0.2546 0.3581 0.0301 1.0000 Uiso R .
H191 H 0.3535 0.2510 0.0063 0.0328 1.0000 Uiso R .
H201 H 0.2834 0.1422 -0.0806 0.0339 1.0000 Uiso R .
H241 H 0.2821 -0.1902 -0.1820 0.0375 1.0000 Uiso R .
H251 H 0.2580 -0.1332 -0.3190 0.0432 1.0000 Uiso R .
H261 H 0.1937 0.0327 -0.3575 0.0410 1.0000 Uiso R .
H271 H 0.1517 0.1427 -0.2600 0.0359 1.0000 Uiso R .
H281 H 0.1736 0.0838 -0.1236 0.0308 1.0000 Uiso R .
H291 H 0.2953 -0.1657 0.0743 0.0292 1.0000 Uiso R .
H301 H 0.3657 -0.0575 0.1606 0.0297 1.0000 Uiso R .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ge 0.1547 1.8001 16.0816 2.8509 6.3747 0.2516 3.7068 11.4468 3.6830 54.7625
2.1313 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 5_655 Ge1 C16 5_655 115.02(6) yes
C2 5_655 Ge1 C2 . 91.59(8) yes
C16 5_655 Ge1 C2 . 112.46(6) yes
C2 5_655 Ge1 C16 . 112.46(6) yes
C16 5_655 Ge1 C16 . 109.49(8) yes
C2 . Ge1 C16 . 115.02(6) yes
Ge1 . C2 C3 . 106.33(9) yes
Ge1 . C2 C10 . 124.07(10) yes
C3 . C2 C10 . 129.58(12) yes
C3 5_655 C3 C2 . 117.71(8) yes
C3 5_655 C3 C4 . 118.42(7) yes
C2 . C3 C4 . 123.70(12) yes
C3 . C4 C5 . 117.63(13) yes
C3 . C4 C9 . 123.12(14) yes
C5 . C4 C9 . 119.26(14) yes
C4 . C5 C6 . 120.70(16) yes
C4 . C5 H51 . 119.3 no
C6 . C5 H51 . 120.0 no
C5 . C6 C7 . 119.64(18) yes
C5 . C6 H61 . 120.1 no
C7 . C6 H61 . 120.2 no
C6 . C7 C8 . 120.37(16) yes
C6 . C7 H71 . 120.0 no
C8 . C7 H71 . 119.7 no
C7 . C8 C9 . 120.27(18) yes
C7 . C8 H81 . 119.9 no
C9 . C8 H81 . 119.8 no
C8 . C9 C4 . 119.76(18) yes
C8 . C9 H91 . 120.3 no
C4 . C9 H91 . 120.0 no
C2 . C10 C11 . 123.95(12) yes
C2 . C10 C15 . 118.51(12) yes
C11 . C10 C15 . 117.39(12) yes
C10 . C11 C12 . 120.83(13) yes
C10 . C11 H111 . 119.5 no
C12 . C11 H111 . 119.7 no
C11 . C12 C13 . 120.99(13) yes
C11 . C12 H121 . 119.4 no
C13 . C12 H121 . 119.6 no
C12 . C13 C14 . 119.14(14) yes
C12 . C13 H131 . 120.5 no
C14 . C13 H131 . 120.4 no
C13 . C14 C15 . 120.02(15) yes
C13 . C14 H141 . 120.0 no
C15 . C14 H141 . 120.0 no
C10 . C15 C14 . 121.57(14) yes
C10 . C15 H151 . 119.2 no
C14 . C15 H151 . 119.3 no
Ge1 . C16 C17 . 174.52(13) yes
C16 . C17 C18 . 178.58(15) yes
C17 . C18 C19 . 120.02(13) yes
C17 . C18 C30 . 121.23(13) yes
C19 . C18 C30 . 118.76(13) yes
C18 . C19 C20 . 120.90(14) yes
C18 . C19 H191 . 119.6 no
C20 . C19 H191 . 119.5 no
C19 . C20 C21 . 119.35(14) yes
C19 . C20 H201 . 120.4 no
C21 . C20 H201 . 120.2 no
C20 . C21 O22 . 123.37(14) yes
C20 . C21 C29 . 120.67(14) yes
O22 . C21 C29 . 115.96(13) yes
C21 . O22 C23 . 117.18(12) yes
O22 . C23 C24 . 118.28(15) yes
O22 . C23 C28 . 120.33(14) yes
C24 . C23 C28 . 121.35(15) yes
C23 . C24 C25 . 118.67(16) yes
C23 . C24 H241 . 120.6 no
C25 . C24 H241 . 120.7 no
C24 . C25 C26 . 120.57(16) yes
C24 . C25 H251 . 119.8 no
C26 . C25 H251 . 119.7 no
C25 . C26 C27 . 120.00(17) yes
C25 . C26 H261 . 120.0 no
C27 . C26 H261 . 120.0 no
C26 . C27 C28 . 120.14(16) yes
C26 . C27 H271 . 119.9 no
C28 . C27 H271 . 120.0 no
C23 . C28 C27 . 119.26(15) yes
C23 . C28 H281 . 120.3 no
C27 . C28 H281 . 120.4 no
C21 . C29 C30 . 119.67(13) yes
C21 . C29 H291 . 120.1 no
C30 . C29 H291 . 120.2 no
C18 . C30 C29 . 120.65(14) yes
C18 . C30 H301 . 119.6 no
C29 . C30 H301 . 119.7 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ge1 C2 5_655 1.9394(13) yes
Ge1 C16 5_655 1.8951(14) yes
Ge1 C2 . 1.9394(13) yes
Ge1 C16 . 1.8951(14) yes
C2 C3 . 1.3608(18) yes
C2 C10 . 1.4749(18) yes
C3 C3 5_655 1.511(3) yes
C3 C4 . 1.4923(18) yes
C4 C5 . 1.399(2) yes
C4 C9 . 1.391(2) yes
C5 C6 . 1.391(2) yes
C5 H51 . 0.950 no
C6 C7 . 1.382(3) yes
C6 H61 . 0.950 no
C7 C8 . 1.385(3) yes
C7 H71 . 0.950 no
C8 C9 . 1.401(2) yes
C8 H81 . 0.950 no
C9 H91 . 0.950 no
C10 C11 . 1.4054(18) yes
C10 C15 . 1.4047(19) yes
C11 C12 . 1.3895(19) yes
C11 H111 . 0.950 no
C12 C13 . 1.389(2) yes
C12 H121 . 0.950 no
C13 C14 . 1.391(2) yes
C13 H131 . 0.950 no
C14 C15 . 1.393(2) yes
C14 H141 . 0.950 no
C15 H151 . 0.950 no
C16 C17 . 1.205(2) yes
C17 C18 . 1.4396(19) yes
C18 C19 . 1.397(2) yes
C18 C30 . 1.402(2) yes
C19 C20 . 1.390(2) yes
C19 H191 . 0.950 no
C20 C21 . 1.390(2) yes
C20 H201 . 0.950 no
C21 O22 . 1.3813(17) yes
C21 C29 . 1.391(2) yes
O22 C23 . 1.3962(19) yes
C23 C24 . 1.388(2) yes
C23 C28 . 1.386(2) yes
C24 C25 . 1.396(3) yes
C24 H241 . 0.950 no
C25 C26 . 1.379(3) yes
C25 H251 . 0.950 no
C26 C27 . 1.393(2) yes
C26 H261 . 0.950 no
C27 C28 . 1.386(2) yes
C27 H271 . 0.950 no
C28 H281 . 0.950 no
C29 C30 . 1.385(2) yes
C29 H291 . 0.950 no
C30 H301 . 0.950 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 H111 C4 121 0.95 2.50 3.097(2) yes
