#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:43:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179421 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/18/4331803.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_4331803
loop_
_publ_author_name
'Ahmad El-Hellani'
'Julien Monot'
'Régis Guillot'
'Christophe Bour'
'Vincent Gandon'
_publ_contact_author_address
;Université Paris-sud 11,
Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO),
UMR CNRS 8182,
Bâtiment 420,
91405 Orsay cedex,
France. 
;
_publ_contact_author_email       'vincent.gandon@u-psud.fr '
_publ_contact_author_name        'Vincent Gandon '
_publ_contact_author_phone       '01.69.15.39.31 '
_publ_section_title
;
 Molecular versus Ionic Structures in Adducts of GaX3 with Monodentate
 Carbon-Based Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              506
_journal_page_last               514
_journal_paper_doi               10.1021/ic302440g
_journal_volume                  52
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C22 H32 Cl2 Ga N4 O4, Cl4 Ga, 2(C H2 Cl2) '
_chemical_formula_sum            'C24 H36 Cl10 Ga2 N4 O4'
_chemical_formula_weight         938.51
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 91.346(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.605(5)
_cell_length_b                   13.272(5)
_cell_length_c                   12.436(5)
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      30.53
_cell_measurement_theta_min      2.40
_cell_volume                     3730(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27926
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         30.55
_diffrn_reflns_theta_min         1.78
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'kappa X8 APEX II Bruker ICMMO'
_exptl_absorpt_coefficient_mu    2.197
_exptl_absorpt_correction_T_max  0.9205
_exptl_absorpt_correction_T_min  0.7294
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_description       plate
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.000(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         10401
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0287
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0059P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0514
_refine_ls_wR_factor_ref         0.0551
_reflns_number_gt                8948
_reflns_number_total             10401
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic302440g_si_001_4.cif
_cod_data_source_block           5rx1347GuillotICMMO
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               4331803
loop_
_symmetry_equiv_pos_as_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'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.55874(10) 0.72165(17) 0.90744(17) 0.0125(4) Uani 1 1 d .
C2 C 0.53958(10) 0.81688(17) 1.15650(19) 0.0149(5) Uani 1 1 d .
C3 C 0.51072(10) 0.55500(17) 0.99073(18) 0.0153(5) Uani 1 1 d .
C4 C 0.54077(11) 0.45367(18) 0.96436(18) 0.0204(5) Uani 1 1 d .
H4A H 0.5725 0.4397 1.0160 0.024 Uiso 1 1 calc R
H4B H 0.5123 0.3991 0.9666 0.024 Uiso 1 1 calc R
C5 C 0.57517(10) 0.56307(17) 0.84736(18) 0.0161(5) Uani 1 1 d .
C6 C 0.60177(10) 0.62675(17) 0.77986(18) 0.0155(5) Uani 1 1 d .
C7 C 0.63066(13) 0.72537(18) 0.64752(19) 0.0254(6) Uani 1 1 d .
H7A H 0.5982 0.7309 0.5954 0.031 Uiso 1 1 calc R
H7B H 0.6671 0.7429 0.6125 0.031 Uiso 1 1 calc R
C8 C 0.62040(10) 0.79593(18) 0.74383(18) 0.0170(5) Uani 1 1 d .
C9 C 0.44825(11) 0.5602(2) 0.9445(2) 0.0266(6) Uani 1 1 d .
H9A H 0.4334 0.6276 0.9513 0.040 Uiso 1 1 calc R
H9B H 0.4234 0.5146 0.9829 0.040 Uiso 1 1 calc R
H9C H 0.4483 0.5416 0.8699 0.040 Uiso 1 1 calc R
C10 C 0.51359(12) 0.57586(18) 1.10947(18) 0.0224(5) Uani 1 1 d .
H10A H 0.5542 0.5800 1.1333 0.034 Uiso 1 1 calc R
H10B H 0.4943 0.5224 1.1471 0.034 Uiso 1 1 calc R
H10C H 0.4941 0.6385 1.1238 0.034 Uiso 1 1 calc R
C11 C 0.57913(11) 0.88155(19) 0.70723(19) 0.0216(5) Uani 1 1 d .
H11A H 0.5417 0.8540 0.6838 0.032 Uiso 1 1 calc R
H11B H 0.5966 0.9173 0.6489 0.032 Uiso 1 1 calc R
H11C H 0.5732 0.9269 0.7661 0.032 Uiso 1 1 calc R
C12 C 0.67823(11) 0.83310(17) 0.7945(2) 0.0227(5) Uani 1 1 d .
H12A H 0.6701 0.8720 0.8575 0.034 Uiso 1 1 calc R
H12B H 0.6986 0.8744 0.7438 0.034 Uiso 1 1 calc R
H12C H 0.7026 0.7764 0.8141 0.034 Uiso 1 1 calc R
C13 C 0.43731(10) 0.85592(18) 1.25495(19) 0.0184(5) Uani 1 1 d .
C14 C 0.44006(11) 0.86490(19) 1.37871(19) 0.0223(5) Uani 1 1 d .
H14A H 0.4479 0.9341 1.3999 0.027 Uiso 1 1 calc R
H14B H 0.4027 0.8442 1.4087 0.027 Uiso 1 1 calc R
C15 C 0.52483(10) 0.79512(18) 1.33501(18) 0.0167(5) Uani 1 1 d .
C16 C 0.58087(10) 0.76740(17) 1.31639(18) 0.0156(5) Uani 1 1 d .
C17 C 0.67074(11) 0.70880(19) 1.2884(2) 0.0208(5) Uani 1 1 d .
H17A H 0.6667 0.6377 1.2715 0.025 Uiso 1 1 calc R
H17B H 0.7112 0.7218 1.3120 0.025 Uiso 1 1 calc R
C18 C 0.65430(10) 0.77348(18) 1.18955(18) 0.0165(5) Uani 1 1 d .
C19 C 0.39671(11) 0.7711(2) 1.2185(2) 0.0260(6) Uani 1 1 d .
H19A H 0.3984 0.7639 1.1418 0.039 Uiso 1 1 calc R
H19B H 0.3569 0.7863 1.2381 0.039 Uiso 1 1 calc R
H19C H 0.4091 0.7094 1.2524 0.039 Uiso 1 1 calc R
C20 C 0.42239(11) 0.95755(18) 1.2046(2) 0.0246(6) Uani 1 1 d .
H20A H 0.4523 1.0057 1.2249 0.037 Uiso 1 1 calc R
H20B H 0.3847 0.9801 1.2294 0.037 Uiso 1 1 calc R
H20C H 0.4207 0.9510 1.1277 0.037 Uiso 1 1 calc R
C21 C 0.67955(11) 0.87917(19) 1.1980(2) 0.0228(5) Uani 1 1 d .
H21A H 0.6621 0.9207 1.1426 0.034 Uiso 1 1 calc R
H21B H 0.7216 0.8767 1.1896 0.034 Uiso 1 1 calc R
H21C H 0.6709 0.9070 1.2671 0.034 Uiso 1 1 calc R
C22 C 0.67030(11) 0.7228(2) 1.0855(2) 0.0262(6) Uani 1 1 d .
H22A H 0.6501 0.6594 1.0795 0.039 Uiso 1 1 calc R
H22B H 0.7122 0.7117 1.0847 0.039 Uiso 1 1 calc R
H22C H 0.6587 0.7651 1.0260 0.039 Uiso 1 1 calc R
C23 C 0.28671(12) 0.3911(2) 0.4804(2) 0.0329(7) Uani 1 1 d .
H23A H 0.3016 0.3974 0.4081 0.040 Uiso 1 1 calc R
H23B H 0.3135 0.4266 0.5291 0.040 Uiso 1 1 calc R
C24 C 0.29065(14) -0.0222(3) 0.4815(2) 0.0417(8) Uani 1 1 d .
H24A H 0.3213 0.0281 0.4724 0.050 Uiso 1 1 calc R
H24B H 0.3087 -0.0807 0.5155 0.050 Uiso 1 1 calc R
N1 N 0.54976(8) 0.62155(14) 0.92515(14) 0.0134(4) Uani 1 1 d .
N2 N 0.59117(8) 0.72279(13) 0.81676(14) 0.0131(4) Uani 1 1 d .
N3 N 0.50066(8) 0.82642(14) 1.23800(15) 0.0149(4) Uani 1 1 d .
N4 N 0.58873(8) 0.78023(14) 1.20816(14) 0.0138(4) Uani 1 1 d .
O1 O 0.56407(8) 0.46358(12) 0.85654(13) 0.0200(4) Uani 1 1 d .
O2 O 0.63418(7) 0.62239(12) 0.69070(13) 0.0218(4) Uani 1 1 d .
O3 O 0.48772(8) 0.79939(13) 1.41769(13) 0.0217(4) Uani 1 1 d .
O4 O 0.62934(7) 0.73785(12) 1.37229(12) 0.0196(4) Uani 1 1 d .
Cl1 Cl 0.43618(3) 0.84950(5) 0.94431(5) 0.02078(13) Uani 1 1 d .
Cl2 Cl 0.57316(3) 0.97844(4) 0.96381(5) 0.01966(12) Uani 1 1 d .
Cl3 Cl 0.34200(3) 0.52771(5) 0.71706(5) 0.02501(14) Uani 1 1 d .
Cl4 Cl 0.46172(3) 0.68716(5) 0.66152(5) 0.02255(13) Uani 1 1 d .
Cl5 Cl 0.33663(3) 0.67030(5) 0.47769(5) 0.02984(16) Uani 1 1 d .
Cl6 Cl 0.32392(3) 0.79729(5) 0.72398(6) 0.02968(16) Uani 1 1 d .
Cl7 Cl 0.21544(3) 0.44502(5) 0.48584(6) 0.03373(16) Uani 1 1 d .
Cl8 Cl 0.28397(3) 0.26290(6) 0.51653(7) 0.04086(18) Uani 1 1 d .
Cl9 Cl 0.23566(4) 0.02663(6) 0.56528(7) 0.0504(2) Uani 1 1 d .
Cl10 Cl 0.26111(4) -0.05644(7) 0.35444(7) 0.0470(2) Uani 1 1 d .
Ga1 Ga 0.528614(11) 0.835795(18) 0.997429(17) 0.01286(5) Uani 1 1 d .
Ga2 Ga 0.366192(11) 0.67135(2) 0.645383(18) 0.01765(6) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0031 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'
O O 0.0109 0.0061 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2310 1.6080 '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
N2 C1 N1 103.30(18)
N2 C1 Ga1 130.48(16)
N1 C1 Ga1 126.21(16)
N4 C2 N3 102.49(19)
N4 C2 Ga1 126.28(16)
N3 C2 Ga1 130.93(17)
C10 C3 N1 114.38(19)
C10 C3 C9 112.6(2)
N1 C3 C9 108.76(18)
C10 C3 C4 111.10(19)
N1 C3 C4 97.45(17)
C9 C3 C4 111.7(2)
O1 C4 C3 106.66(18)
C6 C5 O1 139.1(2)
C6 C5 N1 106.54(19)
O1 C5 N1 114.27(19)
C5 C6 O2 138.5(2)
C5 C6 N2 106.87(19)
O2 C6 N2 114.64(19)
O2 C7 C8 106.78(18)
N2 C8 C12 110.35(19)
N2 C8 C11 112.80(19)
C12 C8 C11 113.2(2)
N2 C8 C7 98.84(18)
C12 C8 C7 112.1(2)
C11 C8 C7 108.73(19)
N3 C13 C19 109.67(19)
N3 C13 C20 112.06(19)
C19 C13 C20 114.1(2)
N3 C13 C14 98.26(19)
C19 C13 C14 111.5(2)
C20 C13 C14 110.2(2)
O3 C14 C13 107.31(18)
O3 C15 C16 138.7(2)
O3 C15 N3 114.6(2)
C16 C15 N3 106.7(2)
O4 C16 C15 138.7(2)
O4 C16 N4 114.92(19)
C15 C16 N4 106.2(2)
O4 C17 C18 105.97(18)
N4 C18 C22 114.45(19)
N4 C18 C21 107.70(19)
C22 C18 C21 111.9(2)
N4 C18 C17 97.50(18)
C22 C18 C17 112.2(2)
C21 C18 C17 112.2(2)
Cl8 C23 Cl7 110.14(15)
Cl10 C24 Cl9 111.56(17)
C1 N1 C5 111.72(19)
C1 N1 C3 138.80(19)
C5 N1 C3 108.06(18)
C1 N2 C6 111.55(18)
C1 N2 C8 140.00(19)
C6 N2 C8 108.44(18)
C2 N3 C15 111.93(19)
C2 N3 C13 139.6(2)
C15 N3 C13 108.38(18)
C2 N4 C16 112.61(19)
C2 N4 C18 138.04(19)
C16 N4 C18 107.06(17)
C5 O1 C4 103.76(17)
C6 O2 C7 103.62(17)
C15 O3 C14 103.91(17)
C16 O4 C17 103.57(17)
C2 Ga1 C1 114.79(9)
C2 Ga1 Cl1 113.85(7)
C1 Ga1 Cl1 103.20(7)
C2 Ga1 Cl2 104.48(7)
C1 Ga1 Cl2 112.44(7)
Cl1 Ga1 Cl2 108.14(3)
Cl6 Ga2 Cl4 109.33(3)
Cl6 Ga2 Cl5 107.96(3)
Cl4 Ga2 Cl5 111.79(3)
Cl6 Ga2 Cl3 111.85(4)
Cl4 Ga2 Cl3 107.75(3)
Cl5 Ga2 Cl3 108.19(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.360(3)
C1 N1 1.363(3)
C1 Ga1 2.012(2)
C2 N4 1.360(3)
C2 N3 1.364(3)
C2 Ga1 2.004(3)
C3 C10 1.502(3)
C3 N1 1.503(3)
C3 C9 1.514(3)
C3 C4 1.545(3)
C4 O1 1.458(3)
C5 C6 1.343(3)
C5 O1 1.349(3)
C5 N1 1.376(3)
C6 O2 1.345(3)
C6 N2 1.378(3)
C7 O2 1.470(3)
C7 C8 1.542(3)
C8 N2 1.493(3)
C8 C12 1.520(3)
C8 C11 1.533(3)
C13 N3 1.504(3)
C13 C19 1.515(3)
C13 C20 1.522(3)
C13 C14 1.543(3)
C14 O3 1.458(3)
C15 O3 1.343(3)
C15 C16 1.344(3)
C15 N3 1.377(3)
C16 O4 1.342(3)
C16 N4 1.372(3)
C17 O4 1.469(3)
C17 C18 1.538(3)
C18 N4 1.508(3)
C18 C22 1.510(3)
C18 C21 1.517(3)
C23 Cl8 1.761(3)
C23 Cl7 1.766(3)
C24 Cl10 1.760(3)
C24 Cl9 1.764(3)
Cl1 Ga1 2.1842(8)
Cl2 Ga1 2.1892(9)
Cl3 Ga2 2.1796(9)
Cl4 Ga2 2.1742(8)
Cl5 Ga2 2.1749(11)
Cl6 Ga2 2.1694(9)
