#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:04:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179466 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/63/4336304.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_4336304
loop_
_publ_author_name
'Ahmad El-Hellani'
'Julien Monot'
'Shun Tang'
'Régis Guillot'
'Christophe Bour'
'Vincent Gandon'
_publ_contact_author_address
;Institut de Chimie Moléculaire et des Matériaux d'Orsay,
ICMMO,
Université Paris-sud 11,
Bâtiment 420,
91405 Orsay cedex,
France.
;
_publ_contact_author_email       vincent.gandon@u-psud.fr
_publ_contact_author_name        'Vincent Gandon'
_publ_section_title
;
 Relationship between Gallium Pyramidalization in L.GaCl3 Complexes and
 the Electronic Ligand Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11493
_journal_page_last               11502
_journal_paper_doi               10.1021/ic401817g
_journal_volume                  52
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C27 H43 Cl3 Ga N'
_chemical_formula_sum            'C27 H43 Cl3 Ga N'
_chemical_formula_weight         557.69
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0024(10)
_cell_length_b                   16.1231(17)
_cell_length_c                   18.953(2)
_cell_measurement_reflns_used    5176
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      22.54
_cell_measurement_theta_min      2.49
_cell_volume                     2751.0(5)
_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 0.999
_diffrn_measured_fraction_theta_max 0.997
_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     0.71073
_diffrn_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_sigmaI/netI    0.0920
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            37022
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.41
_diffrn_reflns_theta_min         1.66
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'kappa X8 APEX II Bruker ICMMO'
_exptl_absorpt_coefficient_mu    1.307
_exptl_absorpt_correction_T_max  0.9754
_exptl_absorpt_correction_T_min  0.8545
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.079
_refine_diff_density_min         -0.817
_refine_diff_density_rms         0.142
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.000(15)
_refine_ls_extinction_coef       0.0132(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         5635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0510
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0637P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1190
_reflns_number_gt                4144
_reflns_number_total             5635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401817g_si_001_1.cif
_cod_data_source_block           CAAC3-GaCl3
_cod_database_code               4336304
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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 0.5061(5) 0.5140(3) 0.0341(3) 0.0178(10) Uani 1 1 d .
C2 C 0.6025(6) 0.5430(3) 0.0964(3) 0.0187(12) Uani 1 1 d .
C3 C 0.7513(6) 0.5645(3) 0.0595(2) 0.0199(12) Uani 1 1 d .
H3A H 0.7888 0.6169 0.0773 0.024 Uiso 1 1 calc R
H3B H 0.8244 0.5219 0.0696 0.024 Uiso 1 1 calc R
C4 C 0.7262(6) 0.5704(3) -0.0194(2) 0.0206(11) Uani 1 1 d .
C5 C 0.5262(5) 0.5013(3) -0.0962(2) 0.0166(11) Uani 1 1 d .
C6 C 0.4498(6) 0.5562(3) -0.1413(3) 0.0183(11) Uani 1 1 d .
C7 C 0.4183(6) 0.5277(3) -0.2089(3) 0.0227(12) Uani 1 1 d .
H7 H 0.3661 0.5618 -0.2397 0.027 Uiso 1 1 calc R
C8 C 0.4624(6) 0.4502(3) -0.2317(3) 0.0253(13) Uani 1 1 d .
H8 H 0.4420 0.4337 -0.2777 0.030 Uiso 1 1 calc R
C9 C 0.5355(6) 0.3975(3) -0.1874(3) 0.0250(13) Uani 1 1 d .
H9 H 0.5644 0.3455 -0.2036 0.030 Uiso 1 1 calc R
C10 C 0.5677(6) 0.4206(3) -0.1179(3) 0.0187(11) Uani 1 1 d .
C11 C 0.6398(6) 0.3558(3) -0.0706(3) 0.0207(12) Uani 1 1 d .
H11 H 0.6650 0.3820 -0.0255 0.025 Uiso 1 1 calc R
C12 C 0.7800(6) 0.3185(3) -0.1017(3) 0.0285(12) Uani 1 1 d .
H12A H 0.7550 0.2861 -0.1425 0.043 Uiso 1 1 calc R
H12B H 0.8270 0.2837 -0.0672 0.043 Uiso 1 1 calc R
H12C H 0.8468 0.3622 -0.1151 0.043 Uiso 1 1 calc R
C13 C 0.5272(6) 0.2854(3) -0.0564(3) 0.0278(13) Uani 1 1 d .
H13A H 0.4388 0.3082 -0.0357 0.042 Uiso 1 1 calc R
H13B H 0.5702 0.2458 -0.0246 0.042 Uiso 1 1 calc R
H13C H 0.5026 0.2585 -0.1000 0.042 Uiso 1 1 calc R
C14 C 0.3825(6) 0.6401(3) -0.1218(3) 0.0203(12) Uani 1 1 d .
H14 H 0.4047 0.6514 -0.0721 0.024 Uiso 1 1 calc R
C15 C 0.2122(6) 0.6382(3) -0.1312(3) 0.0283(12) Uani 1 1 d .
H15A H 0.1694 0.6864 -0.1095 0.043 Uiso 1 1 calc R
H15B H 0.1729 0.5892 -0.1093 0.043 Uiso 1 1 calc R
H15C H 0.1885 0.6378 -0.1805 0.043 Uiso 1 1 calc R
C16 C 0.4449(7) 0.7118(3) -0.1667(3) 0.0297(14) Uani 1 1 d .
H16A H 0.5502 0.7158 -0.1597 0.045 Uiso 1 1 calc R
H16B H 0.3985 0.7629 -0.1528 0.045 Uiso 1 1 calc R
H16C H 0.4247 0.7014 -0.2157 0.045 Uiso 1 1 calc R
C17 C 0.7119(7) 0.6597(3) -0.0439(3) 0.0397(15) Uani 1 1 d .
H17A H 0.6879 0.6607 -0.0932 0.060 Uiso 1 1 calc R
H17B H 0.8042 0.6881 -0.0363 0.060 Uiso 1 1 calc R
H17C H 0.6346 0.6867 -0.0177 0.060 Uiso 1 1 calc R
C18 C 0.8451(6) 0.5277(4) -0.0620(3) 0.0351(15) Uani 1 1 d .
H18A H 0.8568 0.4717 -0.0455 0.053 Uiso 1 1 calc R
H18B H 0.9372 0.5569 -0.0568 0.053 Uiso 1 1 calc R
H18C H 0.8168 0.5270 -0.1108 0.053 Uiso 1 1 calc R
C19 C 0.5334(6) 0.6222(3) 0.1293(3) 0.0226(12) Uani 1 1 d .
H19A H 0.6133 0.6552 0.1491 0.027 Uiso 1 1 calc R
H19B H 0.4893 0.6545 0.0915 0.027 Uiso 1 1 calc R
C20 C 0.4155(6) 0.6100(3) 0.1866(3) 0.0259(13) Uani 1 1 d .
H20 H 0.3300 0.5814 0.1657 0.031 Uiso 1 1 calc R
C21 C 0.4783(7) 0.5560(3) 0.2451(3) 0.0257(13) Uani 1 1 d .
H21A H 0.5644 0.5827 0.2658 0.031 Uiso 1 1 calc R
H21B H 0.4043 0.5487 0.2819 0.031 Uiso 1 1 calc R
C22 C 0.5220(6) 0.4723(3) 0.2154(3) 0.0245(12) Uani 1 1 d .
H22A H 0.4345 0.4453 0.1964 0.029 Uiso 1 1 calc R
H22B H 0.5606 0.4379 0.2531 0.029 Uiso 1 1 calc R
C23 C 0.6391(6) 0.4795(3) 0.1574(2) 0.0197(11) Uani 1 1 d .
H23 H 0.7242 0.5047 0.1815 0.024 Uiso 1 1 calc R
C24 C 0.6986(6) 0.3937(3) 0.1336(3) 0.0233(12) Uani 1 1 d .
H24 H 0.7536 0.4017 0.0895 0.028 Uiso 1 1 calc R
C25 C 0.5761(6) 0.3306(3) 0.1196(3) 0.0264(13) Uani 1 1 d .
H25A H 0.6195 0.2793 0.1043 0.040 Uiso 1 1 calc R
H25B H 0.5110 0.3513 0.0835 0.040 Uiso 1 1 calc R
H25C H 0.5206 0.3214 0.1621 0.040 Uiso 1 1 calc R
C26 C 0.8063(6) 0.3599(3) 0.1881(3) 0.0282(13) Uani 1 1 d .
H26A H 0.7572 0.3557 0.2330 0.042 Uiso 1 1 calc R
H26B H 0.8899 0.3966 0.1922 0.042 Uiso 1 1 calc R
H26C H 0.8399 0.3060 0.1738 0.042 Uiso 1 1 calc R
C27 C 0.3640(7) 0.6946(3) 0.2139(3) 0.0358(15) Uani 1 1 d .
H27A H 0.4478 0.7248 0.2319 0.054 Uiso 1 1 calc R
H27B H 0.2926 0.6868 0.2510 0.054 Uiso 1 1 calc R
H27C H 0.3193 0.7253 0.1761 0.054 Uiso 1 1 calc R
N1 N 0.5756(4) 0.5275(2) -0.0254(2) 0.0152(9) Uani 1 1 d .
Cl1 Cl 0.17535(14) 0.60870(7) 0.04350(7) 0.0260(3) Uani 1 1 d .
Cl2 Cl 0.19908(15) 0.42231(7) -0.05950(6) 0.0227(3) Uani 1 1 d .
Cl3 Cl 0.19508(16) 0.41168(8) 0.12030(6) 0.0260(3) Uani 1 1 d .
Ga1 Ga 0.28236(6) 0.48598(3) 0.03386(3) 0.01794(16) 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'
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
N1 C1 C2 109.9(4)
N1 C1 Ga1 120.1(4)
C2 C1 Ga1 128.2(4)
C1 C2 C3 102.1(4)
C1 C2 C19 109.4(4)
C3 C2 C19 110.1(4)
C1 C2 C23 118.8(4)
C3 C2 C23 107.2(4)
C19 C2 C23 108.9(4)
C4 C3 C2 109.3(4)
C18 C4 C3 113.2(4)
C18 C4 C17 109.3(4)
C3 C4 C17 112.0(4)
C18 C4 N1 112.5(4)
C3 C4 N1 100.2(4)
C17 C4 N1 109.3(4)
C6 C5 C10 122.0(4)
C6 C5 N1 121.2(4)
C10 C5 N1 116.7(4)
C7 C6 C5 116.8(4)
C7 C6 C14 115.8(5)
C5 C6 C14 127.0(4)
C8 C7 C6 121.9(5)
C9 C8 C7 120.7(5)
C8 C9 C10 120.9(5)
C9 C10 C5 117.6(4)
C9 C10 C11 117.4(4)
C5 C10 C11 124.9(4)
C12 C11 C10 113.4(4)
C12 C11 C13 108.8(4)
C10 C11 C13 109.1(4)
C6 C14 C16 112.7(4)
C6 C14 C15 110.4(4)
C16 C14 C15 108.2(4)
C20 C19 C2 117.2(4)
C21 C20 C27 112.1(4)
C21 C20 C19 109.5(4)
C27 C20 C19 109.6(4)
C22 C21 C20 109.6(4)
C21 C22 C23 112.4(4)
C22 C23 C24 112.3(4)
C22 C23 C2 115.6(4)
C24 C23 C2 116.0(4)
C26 C24 C25 109.9(4)
C26 C24 C23 110.1(4)
C25 C24 C23 113.4(4)
C1 N1 C5 126.3(4)
C1 N1 C4 115.9(4)
C5 N1 C4 117.8(3)
C1 Ga1 Cl3 118.09(14)
C1 Ga1 Cl2 116.15(15)
Cl3 Ga1 Cl2 103.17(5)
C1 Ga1 Cl1 103.28(12)
Cl3 Ga1 Cl1 105.86(5)
Cl2 Ga1 Cl1 109.83(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.309(6)
C1 C2 1.539(7)
C1 Ga1 2.064(5)
C2 C3 1.550(7)
C2 C19 1.552(7)
C2 C23 1.577(7)
C3 C4 1.516(7)
C4 C18 1.507(7)
C4 C17 1.518(7)
C4 N1 1.526(6)
C5 C6 1.410(7)
C5 C10 1.415(7)
C5 N1 1.475(6)
C6 C7 1.391(7)
C6 C14 1.528(7)
C7 C8 1.380(8)
C8 C9 1.363(7)
C9 C10 1.400(7)
C10 C11 1.522(7)
C11 C12 1.517(7)
C11 C13 1.545(7)
C14 C16 1.542(7)
C14 C15 1.544(7)
C19 C20 1.532(7)
C20 C21 1.519(7)
C20 C27 1.531(7)
C21 C22 1.514(7)
C22 C23 1.527(7)
C23 C24 1.550(7)
C24 C26 1.519(7)
C24 C25 1.524(7)
Cl1 Ga1 2.2083(13)
Cl2 Ga1 2.1787(13)
Cl3 Ga1 2.1763(13)
