#------------------------------------------------------------------------------
#$Date: 2016-04-05 21:09:50 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181744 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/73/7037343.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_7037343
loop_
_publ_author_name
'Dauer, David-R'
'Flügge, Melchior'
'Herbst-Irmer, Regine'
'Stalke, Dietmar'
_publ_section_title
;
 Group 13 metal complexes containing the
 bis-(4-methylbenzoxazol-2-yl)-methanide ligand.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6149
_journal_page_last               6158
_journal_paper_doi               10.1039/c5dt03913d
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C19 H19 Ga N2 O2'
_chemical_formula_sum            'C19 H19 Ga N2 O2'
_chemical_formula_weight         377.08
_chemical_name_systematic
'dimethyl gallium bis-(4-methylbenzoxazol-2-yl)-methanide'
_chemical_properties_physical
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-10-04 deposited with the CCDC.
2015-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.1780(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9857(2)
_cell_length_b                   14.8521(5)
_cell_length_c                   14.0873(5)
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.745
_cell_measurement_theta_min      2.285
_cell_volume                     1670.81(9)
_computing_cell_refinement       'SAINT V8.34A'
_computing_data_collection       'APEX2 v2012.2'
_computing_data_reduction        'SAINT V8.34A'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2012 (Sheldrick, 2012)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            45271
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         19.770
_diffrn_reflns_theta_min         1.572
_diffrn_source                   'INCOATEC Microsource'
_exptl_absorpt_coefficient_mu    0.879
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_correction_T_min  0.7051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2014/4
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_description       plate
_exptl_crystal_F_000             776
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: toluene'
_exptl_crystal_size_max          0.142
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.065
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3069
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0248
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0353P)²+1.1047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0641
_refine_ls_wR_factor_ref         0.0672
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2708
_reflns_number_total             3069
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt03913d2.cif
_cod_data_source_block           3_mbox2CHGaMe2
_cod_depositor_comments
'Adding full bibliography for 7037336--7037343.cif.'
_cod_database_code               7037343
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.885
_shelx_estimated_absorpt_t_max   0.945
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1' C 0.6475(2) 0.27171(13) 0.61893(15) 0.0207(4) Uani 1 1 d . .
H1' H 0.7656 0.2789 0.6178 0.025 Uiso 1 1 calc R U
C1 C 0.5804(2) 0.18556(13) 0.62090(13) 0.0175(4) Uani 1 1 d . .
O1 O 0.68794(16) 0.11457(9) 0.62374(10) 0.0199(3) Uani 1 1 d . .
C2 C 0.5886(2) 0.03838(13) 0.62704(13) 0.0190(4) Uani 1 1 d . .
C3 C 0.6419(3) -0.04923(13) 0.63269(14) 0.0237(4) Uani 1 1 d . .
H3 H 0.7573 -0.0647 0.6348 0.028 Uiso 1 1 calc R U
C4 C 0.5160(3) -0.11393(14) 0.63517(15) 0.0271(5) Uani 1 1 d . .
H4 H 0.5452 -0.1758 0.6392 0.032 Uiso 1 1 calc R U
C5 C 0.3482(3) -0.08951(13) 0.63189(15) 0.0248(5) Uani 1 1 d . .
H5 H 0.2660 -0.1357 0.6330 0.030 Uiso 1 1 calc R U
C6 C 0.2948(2) 0.00029(14) 0.62695(14) 0.0209(4) Uani 1 1 d . .
C7 C 0.4220(2) 0.06466(12) 0.62499(13) 0.0171(4) Uani 1 1 d . .
N1 N 0.41957(19) 0.15979(10) 0.62098(11) 0.0160(3) Uani 1 1 d . .
C15 C 0.1112(3) 0.02296(14) 0.62354(17) 0.0292(5) Uani 1 1 d . .
H15A H 0.0886 0.0615 0.5685 0.044 Uiso 1 1 calc R U
H15B H 0.0797 0.0547 0.6818 0.044 Uiso 1 1 calc R U
H15C H 0.0458 -0.0326 0.6181 0.044 Uiso 1 1 calc R U
Ga1 Ga 0.22685(2) 0.24637(2) 0.62002(2) 0.01434(9) Uani 1 1 d . .
C1M C 0.1109(3) 0.23926(13) 0.49696(14) 0.0229(4) Uani 1 1 d . .
H1MA H 0.1238 0.2964 0.4630 0.034 Uiso 1 1 calc R U
H1MB H -0.0084 0.2273 0.5074 0.034 Uiso 1 1 calc R U
H1MC H 0.1593 0.1904 0.4591 0.034 Uiso 1 1 calc R U
C2M C 0.1133(3) 0.23903(13) 0.74313(14) 0.0233(4) Uani 1 1 d . .
H2MA H -0.0067 0.2289 0.7329 0.035 Uiso 1 1 calc R U
H2MB H 0.1296 0.2955 0.7779 0.035 Uiso 1 1 calc R U
H2MC H 0.1602 0.1890 0.7800 0.035 Uiso 1 1 calc R U
C8 C 0.5460(2) 0.34769(13) 0.61856(14) 0.0177(4) Uani 1 1 d . .
O2 O 0.62201(16) 0.42972(9) 0.61873(10) 0.0204(3) Uani 1 1 d . .
C9 C 0.4932(2) 0.49278(13) 0.62062(13) 0.0183(4) Uani 1 1 d . .
C10 C 0.5106(3) 0.58460(13) 0.62312(14) 0.0236(4) Uani 1 1 d . .
H10 H 0.6168 0.6134 0.6230 0.028 Uiso 1 1 calc R U
C11 C 0.3611(3) 0.63243(13) 0.62587(15) 0.0252(5) Uani 1 1 d . .
H11 H 0.3639 0.6964 0.6278 0.030 Uiso 1 1 calc R U
C12 C 0.2074(3) 0.58819(14) 0.62587(14) 0.0227(4) Uani 1 1 d . .
H12 H 0.1084 0.6236 0.6281 0.027 Uiso 1 1 calc R U
C13 C 0.1909(2) 0.49434(13) 0.62283(13) 0.0187(4) Uani 1 1 d . .
C14 C 0.3420(2) 0.44697(12) 0.62067(13) 0.0165(4) Uani 1 1 d . .
N2 N 0.37835(19) 0.35385(10) 0.61884(11) 0.0161(3) Uani 1 1 d . .
C16 C 0.0216(2) 0.45075(14) 0.62253(16) 0.0254(5) Uani 1 1 d . .
H16A H -0.0653 0.4974 0.6227 0.038 Uiso 1 1 calc R U
H16B H 0.0099 0.4129 0.6791 0.038 Uiso 1 1 calc R U
H16C H 0.0094 0.4135 0.5655 0.038 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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'
N N 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0056 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.3179 1.0589 '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
H1' C1' C1 119.2
H1' C1' C8 119.2
C1 C1' C8 121.62(18)
N1 C1 O1 112.55(16)
N1 C1 C1' 129.28(17)
O1 C1 C1' 118.17(17)
C1 O1 C2 105.86(14)
C3 C2 O1 126.90(18)
C3 C2 C7 124.46(18)
O1 C2 C7 108.63(16)
C2 C3 C4 115.62(19)
C5 C4 C3 121.08(19)
C4 C5 C6 122.93(19)
C7 C6 C5 115.54(18)
C7 C6 C15 123.74(18)
C5 C6 C15 120.72(18)
C2 C7 C6 120.36(18)
C2 C7 N1 107.16(16)
C6 C7 N1 132.48(18)
C1 N1 C7 105.80(15)
C1 N1 Ga1 123.53(12)
C7 N1 Ga1 130.64(13)
C2M Ga1 C1M 123.95(9)
C2M Ga1 N2 109.42(8)
C1M Ga1 N2 108.57(8)
C2M Ga1 N1 108.37(8)
C1M Ga1 N1 109.32(7)
N2 Ga1 N1 92.73(6)
N2 C8 O2 112.58(16)
N2 C8 C1' 129.58(18)
O2 C8 C1' 117.83(16)
C8 O2 C9 105.83(14)
C10 C9 C14 125.19(18)
C10 C9 O2 126.52(17)
C14 C9 O2 108.28(16)
C9 C10 C11 114.98(19)
C10 C11 C12 121.07(18)
C11 C12 C13 123.54(19)
C14 C13 C12 114.87(18)
C14 C13 C16 124.16(18)
C12 C13 C16 120.97(18)
C9 C14 C13 120.35(18)
C9 C14 N2 107.53(16)
C13 C14 N2 132.12(18)
C8 N2 C14 105.77(15)
C8 N2 Ga1 123.25(13)
C14 N2 Ga1 130.96(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1' H1' 0.9500
C1' C1 1.387(3)
C1' C8 1.389(3)
C1 N1 1.340(2)
C1 O1 1.360(2)
O1 C2 1.383(2)
C2 C3 1.371(3)
C2 C7 1.387(3)
C3 C4 1.392(3)
C4 C5 1.389(3)
C5 C6 1.402(3)
C6 C7 1.395(3)
C6 C15 1.505(3)
C7 N1 1.414(2)
N1 Ga1 2.0055(15)
Ga1 C2M 1.963(2)
Ga1 C1M 1.966(2)
Ga1 N2 2.0030(15)
C8 N2 1.342(2)
C8 O2 1.361(2)
O2 C9 1.391(2)
C9 C10 1.371(3)
C9 C14 1.386(3)
C10 C11 1.390(3)
C11 C12 1.392(3)
C12 C13 1.401(3)
C13 C14 1.397(3)
C13 C16 1.499(3)
C14 N2 1.413(2)
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
H1' C1' C1 N1 -178.7
C8 C1' C1 N1 1.3(3)
H1' C1' C1 O1 1.8
C8 C1' C1 O1 -178.24(18)
N1 C1 O1 C2 -0.8(2)
C1' C1 O1 C2 178.87(18)
C1 O1 C2 C3 -178.5(2)
C1 O1 C2 C7 0.7(2)
O1 C2 C3 C4 179.91(19)
C7 C2 C3 C4 0.8(3)
C2 C3 C4 C5 0.1(3)
C3 C4 C5 C6 -0.7(3)
C4 C5 C6 C7 0.3(3)
C4 C5 C6 C15 180.0(2)
C3 C2 C7 C6 -1.2(3)
O1 C2 C7 C6 179.58(17)
C3 C2 C7 N1 178.81(18)
O1 C2 C7 N1 -0.4(2)
C5 C6 C7 C2 0.6(3)
C15 C6 C7 C2 -179.1(2)
C5 C6 C7 N1 -179.46(19)
C15 C6 C7 N1 0.9(3)
O1 C1 N1 C7 0.5(2)
C1' C1 N1 C7 -179.1(2)
O1 C1 N1 Ga1 178.64(11)
C1' C1 N1 Ga1 -1.0(3)
C2 C7 N1 C1 -0.1(2)
C6 C7 N1 C1 180.0(2)
C2 C7 N1 Ga1 -178.00(13)
C6 C7 N1 Ga1 2.0(3)
H1' C1' C8 N2 179.2
C1 C1' C8 N2 -0.8(3)
H1' C1' C8 O2 -1.4
C1 C1' C8 O2 178.55(18)
N2 C8 O2 C9 0.9(2)
C1' C8 O2 C9 -178.60(17)
C8 O2 C9 C10 178.8(2)
C8 O2 C9 C14 -0.5(2)
C14 C9 C10 C11 0.0(3)
O2 C9 C10 C11 -179.20(18)
C9 C10 C11 C12 -0.1(3)
C10 C11 C12 C13 -0.3(3)
C11 C12 C13 C14 0.6(3)
C11 C12 C13 C16 -179.7(2)
C10 C9 C14 C13 0.4(3)
O2 C9 C14 C13 179.71(17)
C10 C9 C14 N2 -179.28(19)
O2 C9 C14 N2 0.0(2)
C12 C13 C14 C9 -0.7(3)
C16 C13 C14 C9 179.65(19)
C12 C13 C14 N2 178.93(19)
C16 C13 C14 N2 -0.8(3)
O2 C8 N2 C14 -0.9(2)
C1' C8 N2 C14 178.5(2)
O2 C8 N2 Ga1 -179.36(12)
C1' C8 N2 Ga1 0.0(3)
C9 C14 N2 C8 0.5(2)
C13 C14 N2 C8 -179.1(2)
C9 C14 N2 Ga1 178.82(13)
C13 C14 N2 Ga1 -0.8(3)
