#------------------------------------------------------------------------------
#$Date: 2017-02-04 04:20:21 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191367 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/68/4086847.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_4086847
loop_
_publ_author_name
'Son, Jung-Ho'
'Tamang, Sem Raj'
'Fostvedt, Jade I.'
'Hoefelmeyer, James D.'
_publ_section_title
;
 Dehydrodechlorination of Methylene Chloride, Chloroform, and
 Chlorodiphenylmethane in the Presence of Ga/N Lewis Pairs
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              474
_journal_paper_doi               10.1021/acs.organomet.6b00867
_journal_volume                  36
_journal_year                    2017
_chemical_formula_moiety         'C14 H11 Cl2 Ga N2'
_chemical_formula_sum            'C14 H11 Cl2 Ga N2'
_chemical_formula_weight         347.87
_chemical_name_common
'dichloropyridinyl(quinolin-8-yl)gallium(III); 2'
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 106.544(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.163(4)
_cell_length_b                   7.4436(12)
_cell_length_c                   15.304(3)
_cell_measurement_reflns_used    7872
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.55
_cell_measurement_theta_min      2.78
_cell_volume                     2747.8(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13054
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.574
_diffrn_reflns_theta_min         1.688
_exptl_absorpt_coefficient_mu    2.377
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_description       plate
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.0065
_refine_diff_density_max         2.402
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.219
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2554
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0636
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0952P)²+62.7691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1874
_refine_ls_wR_factor_ref         0.1923
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2215
_reflns_number_total             2554
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om6b00867_si_001.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 4086847--4086852.cif.'
_cod_database_code               4086847
_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   0.383
_shelx_estimated_absorpt_t_max   0.383
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Ga1 Ga 0.89321(3) 0.04387(10) 0.58470(5) 0.0130(3) Uani 1 1 d . .
Cl2 Cl 0.94842(7) -0.1920(2) 0.60897(11) 0.0183(4) Uani 1 1 d . .
Cl1 Cl 0.91748(7) 0.2200(2) 0.48554(11) 0.0191(4) Uani 1 1 d . .
C7 C 0.7788(3) 0.0631(9) 0.4655(5) 0.0168(14) Uani 1 1 d . .
H7 H 0.7939 0.1207 0.4241 0.020 Uiso 1 1 calc R U
C14 C 0.9472(3) 0.1900(10) 0.8639(5) 0.0192(15) Uani 1 1 d . .
H14 H 0.9563 0.1271 0.9187 0.023 Uiso 1 1 calc R U
N2 N 0.9198(2) 0.1861(8) 0.7019(4) 0.0118(11) Uani 1 1 d . .
N1 N 0.8250(2) -0.1395(8) 0.6908(4) 0.0161(12) Uani 1 1 d . .
C15 C 0.9328(3) 0.1005(10) 0.7828(5) 0.0156(14) Uani 1 1 d . .
H15 H 0.9318 -0.0244 0.7834 0.019 Uiso 1 1 calc R U
C13 C 0.9480(3) 0.3785(10) 0.8633(5) 0.0199(15) Uani 1 1 d . .
H13 H 0.9572 0.4431 0.9176 0.024 Uiso 1 1 calc R U
C6 C 0.7204(3) 0.0345(9) 0.4415(5) 0.0184(15) Uani 1 1 d . .
H6 H 0.6981 0.0730 0.3851 0.022 Uiso 1 1 calc R U
C10 C 0.7313(3) -0.1082(9) 0.5872(5) 0.0148(14) Uani 1 1 d . .
C8 C 0.8134(3) 0.0087(9) 0.5472(4) 0.0127(13) Uani 1 1 d . .
C2 C 0.8027(3) -0.2253(9) 0.7480(5) 0.0168(14) Uani 1 1 d . .
H2 H 0.8265 -0.2680 0.8022 0.020 Uiso 1 1 calc R U
C5 C 0.6972(3) -0.0487(9) 0.5006(5) 0.0155(14) Uani 1 1 d . .
H5 H 0.6591 -0.0671 0.4846 0.019 Uiso 1 1 calc R U
C3 C 0.7457(3) -0.2558(9) 0.7322(5) 0.0187(15) Uani 1 1 d . .
H3 H 0.7325 -0.3145 0.7755 0.022 Uiso 1 1 calc R U
C9 C 0.7891(3) -0.0817(9) 0.6100(4) 0.0138(13) Uani 1 1 d . .
C11 C 0.9214(3) 0.3656(10) 0.7005(5) 0.0169(14) Uani 1 1 d . .
H11 H 0.9132 0.4247 0.6448 0.020 Uiso 1 1 calc R U
C4 C 0.7098(3) -0.1977(10) 0.6519(5) 0.0221(16) Uani 1 1 d . .
H4 H 0.6719 -0.2166 0.6399 0.026 Uiso 1 1 calc R U
C12 C 0.9348(3) 0.4658(11) 0.7800(5) 0.0237(16) Uani 1 1 d . .
H12 H 0.9349 0.5906 0.7775 0.028 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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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
C8 Ga1 N2 112.6(2)
C8 Ga1 Cl2 119.4(2)
N2 Ga1 Cl2 103.52(17)
C8 Ga1 Cl1 109.9(2)
N2 Ga1 Cl1 102.16(17)
Cl2 Ga1 Cl1 107.64(7)
C8 C7 C6 122.2(7)
C8 C7 H7 118.9
C6 C7 H7 118.9
C15 C14 C13 118.9(7)
C15 C14 H14 120.5
C13 C14 H14 120.5
C11 N2 C15 119.0(6)
C11 N2 Ga1 120.9(5)
C15 N2 Ga1 120.0(5)
C2 N1 C9 116.8(6)
N2 C15 C14 122.5(7)
N2 C15 H15 118.7
C14 C15 H15 118.7
C12 C13 C14 118.3(7)
C12 C13 H13 120.8
C14 C13 H13 120.8
C5 C6 C7 120.3(6)
C5 C6 H6 119.9
C7 C6 H6 119.9
C9 C10 C4 117.6(6)
C9 C10 C5 119.4(6)
C4 C10 C5 123.0(6)
C7 C8 C9 117.9(6)
C7 C8 Ga1 124.5(5)
C9 C8 Ga1 117.7(5)
N1 C2 C3 124.5(6)
N1 C2 H2 117.8
C3 C2 H2 117.8
C6 C5 C10 120.0(6)
C6 C5 H5 120.0
C10 C5 H5 120.0
C4 C3 C2 118.9(7)
C4 C3 H3 120.5
C2 C3 H3 120.5
N1 C9 C10 123.0(6)
N1 C9 C8 116.8(6)
C10 C9 C8 120.2(6)
N2 C11 C12 121.7(7)
N2 C11 H11 119.1
C12 C11 H11 119.1
C3 C4 C10 119.2(7)
C3 C4 H4 120.4
C10 C4 H4 120.4
C11 C12 C13 119.4(7)
C11 C12 H12 120.3
C13 C12 H12 120.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ga1 C8 1.943(7)
Ga1 N2 2.025(5)
Ga1 Cl2 2.2041(18)
Ga1 Cl1 2.2188(18)
C7 C8 1.366(10)
C7 C6 1.425(10)
C7 H7 0.9300
C14 C15 1.363(10)
C14 C13 1.403(11)
C14 H14 0.9300
N2 C11 1.337(9)
N2 C15 1.348(9)
N1 C2 1.329(9)
N1 C9 1.377(9)
C15 H15 0.9300
C13 C12 1.385(11)
C13 H13 0.9300
C6 C5 1.358(10)
C6 H6 0.9300
C10 C9 1.409(10)
C10 C4 1.422(10)
C10 C5 1.429(10)
C8 C9 1.443(10)
C2 C3 1.403(10)
C2 H2 0.9300
C5 H5 0.9300
C3 C4 1.372(11)
C3 H3 0.9300
C11 C12 1.384(10)
C11 H11 0.9300
C4 H4 0.9300
C12 H12 0.9300
