#------------------------------------------------------------------------------
#$Date: 2022-09-14 19:38:48 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/59/2005914.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005914
loop_
_publ_author_name
'Gu, W.'
'Pan, Y.'
'Shen, Y.'
'Huang, X.'
'Sun, H.'
'Sun, X.'
_publ_section_title
;
 [(Carbazolylmethyl)dimethylamine-N]trimethylgallium
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              190
_journal_page_last               191
_journal_paper_doi               10.1107/S0108270196011705
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          '[Ga(CH~3~)~3~(C~15~H~16~N~2~)]'
_chemical_formula_moiety         'C18 H25 Ga N2'
_chemical_formula_structural     'C18 H25 Ga N2'
_chemical_formula_sum            'C18 H25 Ga N2'
_chemical_formula_weight         339.13
_chemical_melting_point          431(2)
_chemical_name_systematic
;
Trimethyl[9-(dimethylaminomethyl)carbazole]gallium
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 109.73(1)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   11.932(2)
_cell_length_b                   10.032(8)
_cell_length_c                   15.309(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      14.88
_cell_measurement_theta_min      14.01
_cell_volume                     1724.9(14)
_computing_cell_refinement       'CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_collection       'CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction
'TEXSAN: PROCESS (Molecular Structure Corporation, 1987)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement
'TEXSAN LS (Molecular Structure Corporation, 1987)'
_computing_structure_solution    'MITHRIL (Gilmore, 1983)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Enraf Nonius CAD-4 diffractometer'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.007
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3391
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        1.1
_diffrn_standards_interval_count 300
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.58
_exptl_absorpt_correction_T_max  0.575
_exptl_absorpt_correction_T_min  0.521
_exptl_absorpt_correction_type   '\y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.31
_exptl_crystal_description       'Rectangular parallelepiped'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.95
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.42
_refine_ls_abs_structure_details ' ?'
_refine_ls_extinction_coef       3.57E-6
_refine_ls_goodness_of_fit_obs   1.40
_refine_ls_hydrogen_treatment    'All H-atom parameters refined'
_refine_ls_number_parameters     291
_refine_ls_number_reflns         2176
_refine_ls_R_factor_obs          0.040
_refine_ls_shift/esd_max         0.08
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w= 1/σ²(Fₒ)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.048
_reflns_number_observed          2297
_reflns_number_total             3241
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            bm1084.cif
_cod_data_source_block           TOZ
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '156-160\%C' was changed to '431(2)'
- it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

    Replacing possibly mistyped symmetry operator 'x,y,x' -> 'x,y,z'.

    Andrius Merkys
    2014-07-07


The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w= 1/\s^2^(F~o~)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w= 1/\s^2^(F~o~)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1725.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2005914
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_type_symbol
Ga 0.85283(3) 0.24718(4) 0.92909(3) 3.40(2) Uij In
N(1) 0.4925(2) 0.1457(3) 0.9200(2) 3.2(1) Uij N
N(2) 0.6638(2) 0.2730(3) 0.9046(2) 3.1(1) Uij N
C(1) 0.4073(3) 0.0872(4) 0.8433(2) 3.3(1) Uij C
C(2) 0.4206(4) 0.0268(4) 0.7666(3) 4.2(2) Uij C
C(3) 0.3216(4) -0.0286(5) 0.7019(3) 5.0(2) Uij C
C(4) 0.2120(4) -0.0224(6) 0.7123(3) 5.8(2) Uij C
C(5) 0.1978(4) 0.0370(5) 0.7879(3) 5.2(2) Uij C
C(6) 0.2958(3) 0.0934(4) 0.8559(3) 3.6(1) Uij C
C(7) 0.3147(3) 0.1546(4) 0.9446(2) 3.6(1) Uij C
C(8) 0.2401(4) 0.1823(5) 0.9955(4) 4.9(2) Uij C
C(9) 0.2876(5) 0.2347(4) 1.0825(4) 5.4(2) Uij C
C(10) 0.4084(5) 0.2601(4) 1.1202(3) 5.3(2) Uij C
C(11) 0.4859(4) 0.2343(4) 1.0722(3) 4.3(2) Uij C
C(12) 0.4374(3) 0.1824(4) 0.9836(2) 3.4(1) Uij C
C(13) 0.6191(3) 0.1498(4) 0.9360(3) 3.0(1) Uij C
C(14) 0.6489(4) 0.3891(4) 0.9583(4) 4.5(2) Uij C
C(15) 0.6032(4) 0.2951(5) 0.8052(3) 4.4(2) Uij C
C(16) 0.8537(6) 0.0913(6) 0.8507(4) 5.5(2) Uij C
C(17) 0.9168(5) 0.2204(7) 1.0646(4) 5.6(2) Uij C
C(18) 0.8929(6) 0.4167(6) 0.8820(5) 5.8(3) Uij C
H(1) 0.496(3) 0.017(4) 0.762(2) 3.9(8) ? H
H(2) 0.329(3) -0.070(4) 0.651(2) 3.5(8) ? H
H(3) 0.149(4) -0.062(5) 0.664(3) 6(1) ? H
H(4) 0.129(4) 0.043(4) 0.795(3) 5(1) ? H
H(5) 0.154(4) 0.170(4) 0.968(3) 5(1) ? H
H(6) 0.233(5) 0.255(5) 1.116(4) 8(2) ? H
H(7) 0.446(4) 0.286(4) 1.189(3) 5(1) ? H
H(8) 0.571(4) 0.253(4) 1.100(3) 5(1) ? H
H(9) 0.662(3) 0.143(3) 1.003(2) 2.3(6) ? H
H(10) 0.639(3) 0.077(4) 0.908(2) 2.9(7) ? H
H(11) 0.567(4) 0.404(4) 0.949(3) 6(1) ? H
H(12) 0.677(4) 0.469(5) 0.936(3) 6(1) ? H
H(13) 0.690(4) 0.369(5) 1.028(3) 8(1) ? H
H(14) 0.640(3) 0.381(5) 0.789(2) 5(1) ? H
H(15) 0.620(4) 0.224(4) 0.774(3) 4(1) ? H
H(16) 0.518(4) 0.304(4) 0.796(3) 5(1) ? H
H(17) 0.801(6) 0.097(8) 0.791(5) 13(3) ? H
H(18) 0.812(7) 0.020(9) 0.859(5) 13(3) ? H
H(19) 0.922(5) 0.064(6) 0.860(4) 9(2) ? H
H(20) 0.995(7) 0.217(7) 1.084(5) 11(2) ? H
H(21) 0.900(8) 0.12(1) 1.065(6) 17(3) ? H
H(22) 0.883(6) 0.250(6) 1.096(5) 8(2) ? H
H(23) 0.969(6) 0.426(6) 0.892(4) 10(2) ? H
H(24) 0.873(5) 0.481(7) 0.908(4) 9(2) ? H
H(25) 0.847(5) 0.444(6) 0.819(4) 8(2) ? H
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
C(16) Ga N(2) 102.0(2) yes
C(17) Ga N(2) 102.0(2) yes
C(18) Ga N(2) 101.6(2) yes
C(17) Ga C(16) 116.9(3) yes
C(18) Ga C(16) 114.2(3) yes
C(18) Ga C(17) 116.6(3) yes
C(12) N(1) C(1) 108.5(3) yes
C(12) N(1) C(13) 125.8(3) yes
C(1) N(1) C(13) 125.2(3) yes
C(14) N(2) C(13) 110.7(3) yes
C(15) N(2) C(14) 110.5(4) yes
C(15) N(2) C(13) 110.8(3) yes
C(13) N(2) Ga 108.1(2) yes
C(14) N(2) Ga 108.2(3) yes
C(15) N(2) Ga 108.5(2) yes
N(1) C(12) C(7) 108.6(3) yes
N(1) C(13) N(2) 115.9(3) yes
C(2) C(1) N(1) 129.8(3) ?
C(2) C(1) C(6) 121.5(3) ?
N(1) C(1) C(6) 108.6(3) ?
C(3) C(2) C(1) 118.2(4) ?
C(4) C(3) C(2) 121.3(4) ?
C(5) C(4) C(3) 121.0(4) ?
C(4) C(5) C(6) 119.9(4) ?
C(5) C(6) C(1) 118.1(4) ?
C(5) C(6) C(7) 134.7(7) ?
C(1) C(6) C(7) 107.1(3) ?
C(8) C(7) C(12) 119.4(4) ?
C(8) C(7) C(6) 133.4(4) ?
C(12) C(7) C(6) 107.1(3) ?
C(7) C(8) C(9) 119.3(4) ?
C(8) C(9) C(10) 120.6(4) ?
C(9) C(10) C(11) 122.2(5) ?
C(12) C(11) C(10) 117.1(4) ?
C(11) C(12) N(1) 130.0(3) ?
C(11) C(12) C(7) 121.4(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ga . N(2) . 2.173(3) yes
Ga . C(16) . 1.973(5) yes
Ga . C(17) . 1.972(5) yes
Ga . C(18) . 1.968(5) yes
N(1) . C(1) . 1.397(4) yes
N(1) . C(12) . 1.396(4) yes
N(1) . C(13) . 1.447(4) yes
N(2) . C(13) . 1.489(4) yes
N(2) . C(14) . 1.471(5) yes
N(2) . C(15) . 1.464(5) yes
C(1) . C(2) . 1.377(5) ?
C(1) . C(6) . 1.409(5) ?
C(2) . C(3) . 1.377(6) ?
C(3) . C(4) . 1.371(6) ?
C(4) . C(5) . 1.362(7) ?
C(5) . C(6) . 1.396(6) ?
C(6) . C(7) . 1.436(5) ?
C(7) . C(8) . 1.395(5) ?
C(7) . C(12) . 1.410(5) ?
C(8) . C(9) . 1.365(7) ?
C(9) . C(10) . 1.383(7) ?
C(10) . C(11) . 1.387(6) ?
C(11) . C(12) . 1.384(6) ?
C(2) . H(1) . 0.94(3) ?
C(15) . H(15) . 0.91(4) ?
C(3) . H(2) . 0.91(3) ?
C(15) . H(16) . 0.98(4) ?
C(4) . H(3) . 0.94(5) ?
C(15) . H(14) . 1.03(4) ?
C(5) . H(4) . 0.87(4) ?
C(16) . H(19) . 0.83(6) ?
C(8) . H(5) . 0.97(4) ?
C(16) . H(18) . 0.91(8) ?
C(9) . H(6) . 0.98(6) ?
C(16) . H(17) . 0.92(8) ?
C(10) . H(7) . 1.03(4) ?
C(17) . H(22) . 0.78(6) ?
C(11) . H(8) . 0.98(5) ?
C(17) . H(20) . 0.87(8) ?
C(13) . H(10) . 0.92(3) ?
C(17) . H(21) . 1.1(1) ?
C(13) . H(9) . 0.98(3) ?
C(18) . H(24) . 0.84(6) ?
C(14) . H(11) . 0.95(4) ?
C(18) . H(23) . 0.87(6) ?
C(14) . H(12) . 0.97(5) ?
C(18) . H(25) . 0.97(6) ?
C(14) . H(13) . 1.03(5) ?
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
Ga N(2) C(13) N(1) -176.5(2)
N(1) C(12) C(11) C(10) -179.3(4)
N(1) C(12) C(7) C(8) 179.8(4)
N(1) C(12) C(7) C(6) 2.6(4)
N(1) C(1) C(2) C(3) 177.2(4)
N(1) C(1) C(6) C(5) -178.4(4)
N(1) C(1) C(6) C(7) -1.6(4)
N(1) C(13) N(2) C(15) -57.8(4)
N(1) C(13) N(2) C(14) 65.2(4)
N(2) C(13) N(1) C(12) -94.4(4)
N(2) C(13) N(1) C(1) 95.0(4)
C(1) C(2) C(3) C(4) 1.1(7)
C(1) N(1) C(12) C(11) 174.7(4)
C(1) N(1) C(12) C(7) -3.6(4)
C(1) C(6) C(5) C(4) 0.4(7)
C(1) C(6) C(7) C(8) -177.2(4)
C(1) C(6) C(7) C(12) -0.6(5)
C(2) C(3) C(4) C(5) -1.1(8)
C(2) C(1) N(1) C(12) -174.6(4)
C(2) C(1) N(1) C(13) -2.6(6)
C(2) C(1) C(6) C(5) -0.4(6)
C(2) C(1) C(6) C(7) 176.4(4)
C(3) C(4) C(5) C(6) 0.4(8)
C(3) C(2) C(1) C(6) -0.3(7)
C(4) C(5) C(6) C(7) -175.4(5)
C(5) C(6) C(7) C(8) -1.1(8)
C(5) C(6) C(7) C(12) 175.4(4)
C(6) C(1) N(1) C(12) 3.2(4)
C(6) C(1) N(1) C(13) 175.2(3)
C(6) C(7) C(8) C(9) 175.6(4)
C(6) C(7) C(12) C(11) -175.9(3)
C(7) C(8) C(9) C(10) .0(10)
C(7) C(12) C(11) C(10) -1.2(6)
C(7) C(12) N(1) C(13) -175.5(3)
C(8) C(9) C(10) C(11) .0(10)
C(8) C(7) C(12) C(11) 1.3(6)
C(9) C(8) C(7) C(12) -0.6(6)
C(9) C(10) C(11) C(12) 0.5(6)
C(11) C(12) N(1) C(13) 2.8(6)
C(13) N(2) Ga C(18) 179.2(3)
C(13) N(2) Ga C(17) -60.1(3)
C(13) N(2) Ga C(16) 61.1(3)
C(14) N(2) Ga C(18) -60.9(3)
C(14) N(2) Ga C(17) 59.8(3)
C(14) N(2) Ga C(16) -179.0(3)
C(15) N(2) Ga C(18) 59.0(3)
C(15) N(2) Ga C(17) 179.7(6)
C(15) N(2) Ga C(16) -59.2(3)
