#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:24:37 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288750 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/03/1570347.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_1570347
loop_
_publ_author_name
'Parsons, Leo W. T.'
'Fettinger, James C.'
'Berben, Louise A.'
_publ_section_title
;
 Group 13 ion coordination to pyridyl breaks the reduction potential
 vs. hydricity scaling relationship for dihydropyridinates.
;
_journal_issue                   47
_journal_name_full               'Chemical science'
_journal_page_first              13944
_journal_page_last               13950
_journal_paper_doi               10.1039/d3sc03806h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C28 H44 Cl2 Ga N5'
_chemical_formula_sum            'C28 H44 Cl2 Ga N5'
_chemical_formula_weight         591.30
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-06-30 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.4970(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1606(3)
_cell_length_b                   15.1860(4)
_cell_length_c                   16.3042(4)
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.38
_cell_measurement_theta_min      4.56
_cell_volume                     3010.80(13)
_computing_cell_refinement       'SAINT (8.38a) (Bruker, 2017)'
_computing_data_collection       'Apex3 (2019.11-0) (Bruker, 2019)'
_computing_data_reduction        'SAINT (8.38a) (Bruker, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Photon2 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16451
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.372
_diffrn_reflns_theta_min         3.978
_exptl_absorpt_coefficient_mu    3.066
_exptl_absorpt_correction_T_max  0.6457
_exptl_absorpt_correction_T_min  0.5309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2 (Sheldrick, 2016)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1248
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane'
_exptl_crystal_size_max          0.385
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.066
_refine_diff_density_max         0.877
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         5910
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0399
_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)+(0.0609P)²+1.7793P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1107
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5063
_reflns_number_total             5910
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc03806h2.cif
_cod_data_source_block           LP66FMI
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1570347--1570348.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1570347
_shelx_shelxl_version_number     2018/3
_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   0.385
_shelx_estimated_absorpt_t_max   0.823
loop_
_space_group_symop_operation_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_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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.60892(2) 0.25696(2) 0.47244(2) 0.02766(10) Uani 1 1 d . . . . .
Cl1 Cl 0.72887(5) 0.32312(4) 0.55342(4) 0.04117(15) Uani 1 1 d . . . . .
Cl2 Cl 0.69174(5) 0.18460(4) 0.37373(4) 0.04109(16) Uani 1 1 d . . . . .
N1 N 0.63901(17) 0.07724(14) 0.58110(13) 0.0335(4) Uani 1 1 d . . . . .
N2 N 0.58156(16) 0.14548(13) 0.54843(12) 0.0301(4) Uani 1 1 d . . . . .
N4 N 0.56670(16) 0.37194(13) 0.40611(12) 0.0283(4) Uani 1 1 d . . . . .
N5 N 0.61924(16) 0.44143(13) 0.37227(12) 0.0313(4) Uani 1 1 d . . . . .
C1 C 0.5696(2) 0.01676(17) 0.61311(14) 0.0330(5) Uani 1 1 d . . . . .
C2 C 0.4635(2) 0.04755(16) 0.60026(14) 0.0305(5) Uani 1 1 d . . . . .
H2 H 0.396984 0.019630 0.615845 0.037 Uiso 1 1 calc R U . . .
C3 C 0.47448(18) 0.12784(15) 0.55979(13) 0.0279(4) Uani 1 1 d D . . . .
N3 N 0.45385(16) 0.25981(13) 0.48529(12) 0.0313(4) Uani 0.5 1 d . . P A 1
C4 C 0.3993(8) 0.1963(6) 0.5327(4) 0.0299(5) Uani 0.5 1 d D . P A 1
C5 C 0.2912(7) 0.2059(4) 0.5537(3) 0.0231(13) Uani 0.5 1 d D U P A 1
H5 H 0.259412 0.161601 0.587164 0.028 Uiso 0.5 1 calc R U P A 1
C6 C 0.2187(3) 0.2819(3) 0.5275(2) 0.0220(7) Uani 0.5 1 d D U P A 1
H6 H 0.195303 0.312307 0.578817 0.026 Uiso 0.5 1 calc R U P A 1
C7 C 0.2864(5) 0.3478(4) 0.4796(3) 0.0238(11) Uani 0.5 1 d D U P A 1
H7 H 0.251207 0.400185 0.461334 0.029 Uiso 0.5 1 calc R U P A 1
C8 C 0.389(2) 0.3372(14) 0.4622(8) 0.028(2) Uani 0.5 1 d D . P A 1
N3B N 0.45385(16) 0.25981(13) 0.48529(12) 0.0313(4) Uani 0.5 1 d . . P A 2
C4B C 0.4001(8) 0.1937(6) 0.5249(4) 0.0299(5) Uani 0.5 1 d D . P A 2
C5B C 0.2875(7) 0.1862(5) 0.5288(4) 0.0321(16) Uani 0.5 1 d D U P A 2
H5B H 0.256203 0.140703 0.561072 0.039 Uiso 0.5 1 calc R U P A 2
C6B C 0.2120(4) 0.2491(3) 0.4827(3) 0.0364(10) Uani 0.5 1 d D U P A 2
H6B H 0.185867 0.215969 0.433205 0.044 Uiso 0.5 1 calc R U P A 2
C7B C 0.2808(6) 0.3246(4) 0.4502(4) 0.0365(15) Uani 0.5 1 d D U P A 2
H7B H 0.243907 0.374680 0.428455 0.044 Uiso 0.5 1 calc R U P A 2
C8B C 0.396(2) 0.3241(13) 0.4507(8) 0.028(2) Uani 0.5 1 d D . P A 2
C9 C 0.46173(19) 0.39572(16) 0.41674(13) 0.0292(5) Uani 1 1 d D . . . .
C10 C 0.4464(2) 0.48220(16) 0.38897(14) 0.0322(5) Uani 1 1 d . . . . .
H10 H 0.380033 0.515191 0.389271 0.039 Uiso 1 1 calc R U . . .
C11 C 0.5480(2) 0.50965(16) 0.36099(14) 0.0314(5) Uani 1 1 d . . . . .
C12 C 0.7618(2) 0.0863(2) 0.58237(18) 0.0436(6) Uani 1 1 d . . . . .
H12 H 0.777245 0.143009 0.553555 0.052 Uiso 1 1 calc R U . . .
C13 C 0.8047(2) 0.0988(2) 0.6682(2) 0.0482(7) Uani 1 1 d . . . . .
H13A H 0.763594 0.146211 0.694921 0.072 Uiso 1 1 calc R U . . .
H13B H 0.882815 0.114416 0.666523 0.072 Uiso 1 1 calc R U . . .
H13C H 0.795558 0.044079 0.699233 0.072 Uiso 1 1 calc R U . . .
C14 C 0.8149(2) 0.0167(2) 0.5314(2) 0.0483(7) Uani 1 1 d . . . . .
H14A H 0.795942 -0.041480 0.552931 0.072 Uiso 1 1 calc R U . . .
H14B H 0.894929 0.024413 0.533150 0.072 Uiso 1 1 calc R U . . .
H14C H 0.788749 0.021724 0.474527 0.072 Uiso 1 1 calc R U . . .
C15 C 0.6061(2) -0.06816(18) 0.65206(16) 0.0393(6) Uani 1 1 d . . . . .
H15A H 0.687332 -0.068193 0.656217 0.047 Uiso 1 1 calc R U . . .
H15B H 0.584280 -0.117500 0.615707 0.047 Uiso 1 1 calc R U . . .
C16 C 0.5587(2) -0.08465(18) 0.73761(16) 0.0400(6) Uani 1 1 d . . . . .
H16 H 0.477087 -0.077029 0.734461 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6037(3) -0.0212(2) 0.80082(17) 0.0468(7) Uani 1 1 d . . . . .
H17A H 0.569541 -0.032860 0.853932 0.070 Uiso 1 1 calc R U . . .
H17B H 0.587257 0.039343 0.783784 0.070 Uiso 1 1 calc R U . . .
H17C H 0.683513 -0.028775 0.805739 0.070 Uiso 1 1 calc R U . . .
C18 C 0.5833(3) -0.1802(2) 0.7617(2) 0.0560(8) Uani 1 1 d . . . . .
H18A H 0.663051 -0.189715 0.762253 0.084 Uiso 1 1 calc R U . . .
H18B H 0.548729 -0.220076 0.721957 0.084 Uiso 1 1 calc R U . . .
H18C H 0.554019 -0.191859 0.816480 0.084 Uiso 1 1 calc R U . . .
C19 C 0.1133(3) 0.2531(3) 0.4830(3) 0.0294(8) Uani 0.5 1 d D U P A 1
H19 H 0.130073 0.224620 0.429188 0.035 Uiso 0.5 1 calc R U P A 1
C19B C 0.1097(4) 0.2743(3) 0.5286(3) 0.0380(9) Uani 0.5 1 d D U P A 2
H19B H 0.127220 0.302986 0.582309 0.046 Uiso 0.5 1 calc R U P A 2
C20 C 0.0439(2) 0.1903(2) 0.5393(2) 0.0489(7) Uani 1 1 d D . . . .
H20A H -0.023196 0.172382 0.510064 0.073 Uiso 0.5 1 calc R U P A 1
H20B H 0.087531 0.137974 0.553057 0.073 Uiso 0.5 1 calc R U P A 1
H20C H 0.024294 0.221382 0.589724 0.073 Uiso 0.5 1 calc R U P A 1
H20D H -0.023841 0.203333 0.568980 0.073 Uiso 0.5 1 calc R U P A 2
H20E H 0.025446 0.165778 0.485278 0.073 Uiso 0.5 1 calc R U P A 2
H20F H 0.087727 0.147444 0.570445 0.073 Uiso 0.5 1 calc R U P A 2
C21 C 0.0395(2) 0.3354(2) 0.4713(2) 0.0546(8) Uani 1 1 d D . . . .
H21A H -0.028621 0.318512 0.442834 0.082 Uiso 0.5 1 calc R U P A 1
H21B H 0.021827 0.360371 0.525005 0.082 Uiso 0.5 1 calc R U P A 1
H21C H 0.078579 0.379413 0.438607 0.082 Uiso 0.5 1 calc R U P A 1
H21D H -0.027823 0.352931 0.499583 0.082 Uiso 0.5 1 calc R U P A 2
H21E H 0.082199 0.388020 0.457484 0.082 Uiso 0.5 1 calc R U P A 2
H21F H 0.020163 0.303594 0.420888 0.082 Uiso 0.5 1 calc R U P A 2
C22 C 0.5788(2) 0.59853(17) 0.32794(17) 0.0396(6) Uani 1 1 d . . . . .
H22A H 0.651619 0.594298 0.301613 0.047 Uiso 1 1 calc R U . . .
H22B H 0.585437 0.640463 0.374216 0.047 Uiso 1 1 calc R U . . .
C23 C 0.4956(2) 0.63489(19) 0.26555(17) 0.0410(6) Uani 1 1 d . . . . .
H23 H 0.419231 0.626148 0.286303 0.049 Uiso 1 1 calc R U . . .
C24 C 0.5101(3) 0.5840(2) 0.1843(2) 0.0582(8) Uani 1 1 d . . . . .
H24A H 0.451014 0.600092 0.145896 0.087 Uiso 1 1 calc R U . . .
H24B H 0.507275 0.520522 0.195055 0.087 Uiso 1 1 calc R U . . .
H24C H 0.581349 0.598982 0.160298 0.087 Uiso 1 1 calc R U . . .
C25 C 0.5161(3) 0.73251(19) 0.25066(19) 0.0522(8) Uani 1 1 d . . . . .
H25A H 0.512467 0.764363 0.302845 0.078 Uiso 1 1 calc R U . . .
H25B H 0.460022 0.755539 0.212857 0.078 Uiso 1 1 calc R U . . .
H25C H 0.589094 0.740444 0.226712 0.078 Uiso 1 1 calc R U . . .
C26 C 0.7352(2) 0.42729(19) 0.3478(2) 0.0451(7) Uani 1 1 d . . . . .
H26 H 0.756144 0.367933 0.369362 0.054 Uiso 1 1 calc R U . . .
C27 C 0.8122(3) 0.4926(2) 0.3897(4) 0.0824(15) Uani 1 1 d . . . . .
H27A H 0.798584 0.551806 0.367893 0.124 Uiso 1 1 calc R U . . .
H27B H 0.888659 0.475844 0.379212 0.124 Uiso 1 1 calc R U . . .
H27C H 0.799065 0.492267 0.448883 0.124 Uiso 1 1 calc R U . . .
C28 C 0.7437(3) 0.4211(3) 0.2555(2) 0.0686(11) Uani 1 1 d . . . . .
H28A H 0.692353 0.376384 0.235028 0.103 Uiso 1 1 calc R U . . .
H28B H 0.818922 0.404782 0.240714 0.103 Uiso 1 1 calc R U . . .
H28C H 0.725405 0.478289 0.231054 0.103 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 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga -1.2846 0.7763 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3B Ga1 N4 78.51(8) . . ?
N3 Ga1 N4 78.51(8) . . ?
N3B Ga1 N2 78.07(8) . . ?
N3 Ga1 N2 78.07(8) . . ?
N4 Ga1 N2 156.50(7) . . ?
N3B Ga1 Cl2 123.59(7) . . ?
N3 Ga1 Cl2 123.59(7) . . ?
N4 Ga1 Cl2 98.56(6) . . ?
N2 Ga1 Cl2 95.94(6) . . ?
N3B Ga1 Cl1 125.22(7) . . ?
N3 Ga1 Cl1 125.22(7) . . ?
N4 Ga1 Cl1 94.97(6) . . ?
N2 Ga1 Cl1 96.90(6) . . ?
Cl2 Ga1 Cl1 111.19(3) . . ?
C1 N1 N2 110.41(19) . . ?
C1 N1 C12 132.9(2) . . ?
N2 N1 C12 116.4(2) . . ?
C3 N2 N1 106.86(19) . . ?
C3 N2 Ga1 113.32(15) . . ?
N1 N2 Ga1 139.00(15) . . ?
C9 N4 N5 107.23(19) . . ?
C9 N4 Ga1 112.58(15) . . ?
N5 N4 Ga1 137.62(15) . . ?
N4 N5 C11 110.25(19) . . ?
N4 N5 C26 116.7(2) . . ?
C11 N5 C26 132.7(2) . . ?
N1 C1 C2 107.2(2) . . ?
N1 C1 C15 124.2(2) . . ?
C2 C1 C15 128.6(2) . . ?
C1 C2 C3 105.9(2) . . ?
C1 C2 H2 127.0 . . ?
C3 C2 H2 127.0 . . ?
N2 C3 C2 109.7(2) . . ?
N2 C3 C4 115.1(5) . . ?
C2 C3 C4 135.1(5) . . ?
N2 C3 C4B 114.0(5) . . ?
C2 C3 C4B 136.3(5) . . ?
C4 N3 C8 115.8(6) . . ?
C4 N3 Ga1 121.3(3) . . ?
C8 N3 Ga1 121.6(5) . . ?
C5 C4 N3 121.6(5) . . ?
C5 C4 C3 127.2(8) . . ?
N3 C4 C3 111.1(7) . . ?
C4 C5 C6 124.7(6) . . ?
C4 C5 H5 117.7 . . ?
C6 C5 H5 117.7 . . ?
C5 C6 C7 109.4(5) . . ?
C5 C6 C19 113.6(4) . . ?
C7 C6 C19 113.6(4) . . ?
C5 C6 H6 106.6 . . ?
C7 C6 H6 106.6 . . ?
C19 C6 H6 106.6 . . ?
C8 C7 C6 124.1(11) . . ?
C8 C7 H7 118.0 . . ?
C6 C7 H7 118.0 . . ?
C7 C8 C9 129(2) . . ?
C7 C8 N3 124.3(7) . . ?
C9 C8 N3 106.9(19) . . ?
C8B N3B C4B 119.3(7) . . ?
C8B N3B Ga1 119.5(7) . . ?
C4B N3B Ga1 121.0(3) . . ?
N3B C4B C5B 124.3(5) . . ?
N3B C4B C3 113.0(7) . . ?
C5B C4B C3 122.6(8) . . ?
C4B C5B C6B 121.5(6) . . ?
C4B C5B H5B 119.2 . . ?
C6B C5B H5B 119.2 . . ?
C19B C6B C7B 116.2(5) . . ?
C19B C6B C5B 114.3(5) . . ?
C7B C6B C5B 108.4(6) . . ?
C19B C6B H6B 105.7 . . ?
C7B C6B H6B 105.7 . . ?
C5B C6B H6B 105.7 . . ?
C8B C7B C6B 123.3(10) . . ?
C8B C7B H7B 118.4 . . ?
C6B C7B H7B 118.4 . . ?
N3B C8B C7B 122.1(6) . . ?
N3B C8B C9 115(2) . . ?
C7B C8B C9 123(2) . . ?
N4 C9 C10 109.6(2) . . ?
N4 C9 C8B 111.9(14) . . ?
C10 C9 C8B 138.5(14) . . ?
N4 C9 C8 119.0(14) . . ?
C10 C9 C8 130.9(14) . . ?
C11 C10 C9 105.8(2) . . ?
C11 C10 H10 127.1 . . ?
C9 C10 H10 127.1 . . ?
N5 C11 C10 107.1(2) . . ?
N5 C11 C22 124.9(2) . . ?
C10 C11 C22 127.9(2) . . ?
C14 C12 N1 111.3(2) . . ?
C14 C12 C13 117.4(2) . . ?
N1 C12 C13 111.2(2) . . ?
C14 C12 H12 105.3 . . ?
N1 C12 H12 105.3 . . ?
C13 C12 H12 105.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 C15 C16 114.4(2) . . ?
C1 C15 H15A 108.7 . . ?
C16 C15 H15A 108.7 . . ?
C1 C15 H15B 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C17 C16 C18 111.1(2) . . ?
C17 C16 C15 112.3(2) . . ?
C18 C16 C15 108.3(2) . . ?
C17 C16 H16 108.3 . . ?
C18 C16 H16 108.3 . . ?
C15 C16 H16 108.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C6 C19 C21 108.0(3) . . ?
C6 C19 C20 110.3(3) . . ?
C21 C19 C20 104.3(3) . . ?
C6 C19 H19 111.3 . . ?
C21 C19 H19 111.3 . . ?
C20 C19 H19 111.3 . . ?
C6B C19B C20 106.4(4) . . ?
C6B C19B C21 107.6(4) . . ?
C20 C19B C21 106.4(4) . . ?
C6B C19B H19B 112.0 . . ?
C20 C19B H19B 112.0 . . ?
C21 C19B H19B 112.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19B C20 H20D 109.5 . . ?
C19B C20 H20E 109.5 . . ?
H20D C20 H20E 109.5 . . ?
C19B C20 H20F 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19B C21 H21D 109.5 . . ?
C19B C21 H21E 109.5 . . ?
H21D C21 H21E 109.5 . . ?
C19B C21 H21F 109.5 . . ?
H21D C21 H21F 109.5 . . ?
H21E C21 H21F 109.5 . . ?
C11 C22 C23 113.4(2) . . ?
C11 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C11 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C25 C23 C22 110.4(2) . . ?
C25 C23 C24 109.3(2) . . ?
C22 C23 C24 108.0(3) . . ?
C25 C23 H23 109.7 . . ?
C22 C23 H23 109.7 . . ?
C24 C23 H23 109.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N5 C26 C28 110.5(3) . . ?
N5 C26 C27 111.5(3) . . ?
C28 C26 C27 116.1(3) . . ?
N5 C26 H26 106.0 . . ?
C28 C26 H26 106.0 . . ?
C27 C26 H26 106.0 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ga1 N3B 1.900(2) . ?
Ga1 N3 1.900(2) . ?
Ga1 N4 2.115(2) . ?
Ga1 N2 2.126(2) . ?
Ga1 Cl2 2.2001(6) . ?
Ga1 Cl1 2.2016(7) . ?
N1 C1 1.355(3) . ?
N1 N2 1.356(3) . ?
N1 C12 1.499(3) . ?
N2 C3 1.344(3) . ?
N4 C9 1.339(3) . ?
N4 N5 1.354(3) . ?
N5 C11 1.362(3) . ?
N5 C26 1.484(3) . ?
C1 C2 1.386(3) . ?
C1 C15 1.503(3) . ?
C2 C3 1.393(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.451(6) . ?
C3 C4B 1.460(6) . ?
N3 C4 1.406(12) . ?
N3 C8 1.46(3) . ?
C4 C5 1.369(6) . ?
C5 C6 1.511(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.517(5) . ?
C6 C19 1.531(5) . ?
C6 H6 1.0000 . ?
C7 C8 1.29(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.461(6) . ?
N3B C8B 1.33(3) . ?
N3B C4B 1.363(12) . ?
C4B C5B 1.377(6) . ?
C5B C6B 1.518(6) . ?
C5B H5B 0.9500 . ?
C6B C19B 1.507(6) . ?
C6B C7B 1.518(6) . ?
C6B H6B 1.0000 . ?
C7B C8B 1.40(3) . ?
C7B H7B 0.9500 . ?
C8B C9 1.460(6) . ?
C9 C10 1.401(3) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9500 . ?
C11 C22 1.502(3) . ?
C12 C14 1.494(4) . ?
C12 C13 1.501(4) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.534(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.510(4) . ?
C16 C18 1.532(4) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.550(5) . ?
C19 C20 1.574(5) . ?
C19 H19 1.0000 . ?
C19B C20 1.516(5) . ?
C19B C21 1.565(5) . ?
C19B H19B 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20D 0.9800 . ?
C20 H20E 0.9800 . ?
C20 H20F 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 H21D 0.9800 . ?
C21 H21E 0.9800 . ?
C21 H21F 0.9800 . ?
C22 C23 1.531(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C25 1.523(4) . ?
C23 C24 1.546(4) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C28 1.511(5) . ?
C26 C27 1.523(5) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C10 H10 Cl1 0.95 2.95 3.768(3) 146. 3_666 yes
C12 H12 Cl1 1.00 2.80 3.649(3) 143. . yes
C26 H26 Cl2 1.00 2.89 3.748(3) 144. . yes
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C3 -0.1(3) . . . . ?
C12 N1 N2 C3 -174.6(2) . . . . ?
C1 N1 N2 Ga1 -168.40(19) . . . . ?
C12 N1 N2 Ga1 17.1(4) . . . . ?
C9 N4 N5 C11 -0.2(3) . . . . ?
Ga1 N4 N5 C11 -159.61(18) . . . . ?
C9 N4 N5 C26 -174.5(2) . . . . ?
Ga1 N4 N5 C26 26.0(3) . . . . ?
N2 N1 C1 C2 0.1(3) . . . . ?
C12 N1 C1 C2 173.4(3) . . . . ?
N2 N1 C1 C15 178.3(2) . . . . ?
C12 N1 C1 C15 -8.4(4) . . . . ?
N1 C1 C2 C3 0.0(3) . . . . ?
C15 C1 C2 C3 -178.1(2) . . . . ?
N1 N2 C3 C2 0.1(3) . . . . ?
Ga1 N2 C3 C2 171.75(15) . . . . ?
N1 N2 C3 C4 176.7(3) . . . . ?
Ga1 N2 C3 C4 -11.6(3) . . . . ?
N1 N2 C3 C4B -177.7(2) . . . . ?
Ga1 N2 C3 C4B -6.0(3) . . . . ?
C1 C2 C3 N2 0.0(3) . . . . ?
C1 C2 C3 C4 -175.7(3) . . . . ?
C1 C2 C3 C4B 177.0(3) . . . . ?
N4 Ga1 N3 C4 -177.8(2) . . . . ?
N2 Ga1 N3 C4 0.3(2) . . . . ?
Cl2 Ga1 N3 C4 89.5(2) . . . . ?
Cl1 Ga1 N3 C4 -89.8(2) . . . . ?
N4 Ga1 N3 C8 -11.4(5) . . . . ?
N2 Ga1 N3 C8 166.7(5) . . . . ?
Cl2 Ga1 N3 C8 -104.1(5) . . . . ?
Cl1 Ga1 N3 C8 76.6(5) . . . . ?
C8 N3 C4 C5 1.7(5) . . . . ?
Ga1 N3 C4 C5 168.8(2) . . . . ?
C8 N3 C4 C3 -173.4(6) . . . . ?
Ga1 N3 C4 C3 -6.3(4) . . . . ?
N2 C3 C4 C5 -163.1(3) . . . . ?
C2 C3 C4 C5 12.3(5) . . . . ?
N2 C3 C4 N3 11.6(4) . . . . ?
C2 C3 C4 N3 -172.9(3) . . . . ?
N3 C4 C5 C6 1.8(4) . . . . ?
C3 C4 C5 C6 176.1(5) . . . . ?
C4 C5 C6 C7 -3.7(5) . . . . ?
C4 C5 C6 C19 124.3(4) . . . . ?
C5 C6 C7 C8 2.5(9) . . . . ?
C19 C6 C7 C8 -125.6(8) . . . . ?
C6 C7 C8 C9 179.8(7) . . . . ?
C6 C7 C8 N3 0.7(14) . . . . ?
C4 N3 C8 C7 -3.0(12) . . . . ?
Ga1 N3 C8 C7 -170.1(8) . . . . ?
C4 N3 C8 C9 177.7(5) . . . . ?
Ga1 N3 C8 C9 10.6(9) . . . . ?
N4 Ga1 N3B C8B 0.5(5) . . . . ?
N2 Ga1 N3B C8B 178.5(5) . . . . ?
Cl2 Ga1 N3B C8B -92.2(5) . . . . ?
Cl1 Ga1 N3B C8B 88.5(5) . . . . ?
N4 Ga1 N3B C4B 176.1(3) . . . . ?
N2 Ga1 N3B C4B -5.8(2) . . . . ?
Cl2 Ga1 N3B C4B 83.4(2) . . . . ?
Cl1 Ga1 N3B C4B -95.9(2) . . . . ?
C8B N3B C4B C5B 3.1(5) . . . . ?
Ga1 N3B C4B C5B -172.5(2) . . . . ?
C8B N3B C4B C3 180.0(6) . . . . ?
Ga1 N3B C4B C3 4.3(4) . . . . ?
N2 C3 C4B N3B 1.7(4) . . . . ?
C2 C3 C4B N3B -175.3(3) . . . . ?
N2 C3 C4B C5B 178.6(3) . . . . ?
C2 C3 C4B C5B 1.7(5) . . . . ?
N3B C4B C5B C6B 4.7(4) . . . . ?
C3 C4B C5B C6B -171.9(5) . . . . ?
C4B C5B C6B C19B -142.1(4) . . . . ?
C4B C5B C6B C7B -10.8(6) . . . . ?
C19B C6B C7B C8B 141.4(7) . . . . ?
C5B C6B C7B C8B 11.1(9) . . . . ?
C4B N3B C8B C7B -2.9(11) . . . . ?
Ga1 N3B C8B C7B 172.8(6) . . . . ?
C4B N3B C8B C9 174.4(5) . . . . ?
Ga1 N3B C8B C9 -9.9(9) . . . . ?
C6B C7B C8B N3B -5.0(13) . . . . ?
C6B C7B C8B C9 177.8(6) . . . . ?
N5 N4 C9 C10 0.2(3) . . . . ?
Ga1 N4 C9 C10 165.31(15) . . . . ?
N5 N4 C9 C8B 178.1(6) . . . . ?
Ga1 N4 C9 C8B -16.7(6) . . . . ?
N5 N4 C9 C8 -172.1(6) . . . . ?
Ga1 N4 C9 C8 -6.9(6) . . . . ?
N3B C8B C9 N4 17.7(9) . . . . ?
C7B C8B C9 N4 -165.0(7) . . . . ?
N3B C8B C9 C10 -165.2(6) . . . . ?
C7B C8B C9 C10 12.1(13) . . . . ?
C7 C8 C9 N4 179.5(8) . . . . ?
N3 C8 C9 N4 -1.3(9) . . . . ?
C7 C8 C9 C10 9.2(16) . . . . ?
N3 C8 C9 C10 -171.6(3) . . . . ?
N4 C9 C10 C11 -0.1(3) . . . . ?
C8B C9 C10 C11 -177.2(8) . . . . ?
C8 C9 C10 C11 170.9(8) . . . . ?
N4 N5 C11 C10 0.1(3) . . . . ?
C26 N5 C11 C10 173.3(3) . . . . ?
N4 N5 C11 C22 177.4(2) . . . . ?
C26 N5 C11 C22 -9.4(4) . . . . ?
C9 C10 C11 N5 0.0(3) . . . . ?
C9 C10 C11 C22 -177.2(2) . . . . ?
C1 N1 C12 C14 69.6(4) . . . . ?
N2 N1 C12 C14 -117.4(3) . . . . ?
C1 N1 C12 C13 -63.3(4) . . . . ?
N2 N1 C12 C13 109.7(3) . . . . ?
N1 C1 C15 C16 128.5(3) . . . . ?
C2 C1 C15 C16 -53.7(4) . . . . ?
C1 C15 C16 C17 -68.3(3) . . . . ?
C1 C15 C16 C18 168.7(3) . . . . ?
C5 C6 C19 C21 171.7(4) . . . . ?
C7 C6 C19 C21 -62.4(5) . . . . ?
C5 C6 C19 C20 58.2(5) . . . . ?
C7 C6 C19 C20 -175.9(4) . . . . ?
C7B C6B C19B C20 168.7(5) . . . . ?
C5B C6B C19B C20 -63.9(6) . . . . ?
C7B C6B C19B C21 55.0(6) . . . . ?
C5B C6B C19B C21 -177.6(5) . . . . ?
N5 C11 C22 C23 137.2(3) . . . . ?
C10 C11 C22 C23 -46.0(4) . . . . ?
C11 C22 C23 C25 166.1(2) . . . . ?
C11 C22 C23 C24 -74.4(3) . . . . ?
N4 N5 C26 C28 106.4(3) . . . . ?
C11 N5 C26 C28 -66.4(4) . . . . ?
N4 N5 C26 C27 -122.9(3) . . . . ?
C11 N5 C26 C27 64.3(4) . . . . ?
