#------------------------------------------------------------------------------
#$Date: 2019-11-26 01:22:06 +0200 (Tue, 26 Nov 2019) $
#$Revision: 242263 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/22/4132267.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_4132267
loop_
_publ_author_name
'Hua, Carol'
'Doheny, Patrick W.'
'Ding, Bowen'
'Chan, Bun'
'Yu, Michelle'
'Kepert, Cameron J.'
'D'Alessandro, Deanna M'
_publ_section_title
;
 Through-Space Intervalence Charge Transfer as a Mechanism for Charge
 Delocalization in Metal-Organic Frameworks.
;
_journal_issue                   21
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6622
_journal_page_last               6630
_journal_paper_doi               10.1021/jacs.8b02638
_journal_volume                  140
_journal_year                    2018
_chemical_formula_sum            'C33 H31 N5 O S2'
_chemical_formula_weight         577.75
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                111.386(4)
_cell_angle_beta                 96.819(4)
_cell_angle_gamma                98.464(4)
_cell_formula_units_Z            2
_cell_length_a                   10.4690(5)
_cell_length_b                   11.9902(5)
_cell_length_c                   12.8629(6)
_cell_measurement_reflns_used    14743
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      76.1013
_cell_measurement_theta_min      3.7538
_cell_volume                     1460.78(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.5861
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30399
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.147
_diffrn_reflns_theta_min         3.757
_exptl_absorpt_coefficient_mu    1.930
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57337
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.024
_refine_diff_density_max         1.003
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6049
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0635
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0830P)²+2.8010P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1733
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5266
_reflns_number_total             6049
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b02638_si_003.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        1460.78(12)
_cod_database_code               4132267
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S1 S 0.56195(7) 0.17468(6) 0.50941(6) 0.02647(18) Uani 1 1 d . .
S2 S 0.45290(7) 0.16799(6) 0.07416(6) 0.02600(18) Uani 1 1 d . .
N5 N 0.4259(2) -0.0370(2) 0.10509(19) 0.0227(4) Uani 1 1 d . .
O1 O 0.5357(3) 0.5033(2) 0.7375(2) 0.0472(6) Uani 1 1 d . .
N4 N 0.5822(2) -0.0464(2) 0.3812(2) 0.0255(5) Uani 1 1 d . .
N2 N -0.0014(2) 0.3300(2) 0.7016(2) 0.0306(5) Uani 1 1 d . .
N1 N 1.0985(2) 0.3346(2) 0.0067(2) 0.0322(5) Uani 1 1 d . .
C26 C 0.3405(2) 0.1214(2) 0.2448(2) 0.0205(5) Uani 1 1 d . .
C28 C 0.4035(2) 0.0738(2) 0.1460(2) 0.0210(5) Uani 1 1 d . .
C14 C 0.6152(2) 0.0694(3) 0.3960(2) 0.0226(5) Uani 1 1 d . .
C33 C 0.5122(2) 0.0492(2) -0.0156(2) 0.0210(5) Uani 1 1 d . .
C32 C 0.4890(3) 0.0535(3) 0.5385(2) 0.0239(5) Uani 1 1 d . .
C13 C 0.6935(2) 0.1127(3) 0.3253(2) 0.0226(5) Uani 1 1 d . .
C27 C 0.3525(2) 0.2460(2) 0.3046(2) 0.0216(5) Uani 1 1 d . .
H27 H 0.4039 0.3022 0.2820 0.026 Uiso 1 1 calc R U
N3 N 0.5499(3) 0.3762(3) 0.8315(3) 0.0419(7) Uani 1 1 d . .
C21 C 0.2042(3) 0.0795(3) 0.3712(2) 0.0244(5) Uani 1 1 d . .
C7 C 0.8399(3) 0.0732(3) 0.1891(2) 0.0250(5) Uani 1 1 d . .
C22 C 0.2905(2) 0.2904(2) 0.3972(2) 0.0216(5) Uani 1 1 d . .
C12 C 0.6977(3) 0.2289(3) 0.3239(2) 0.0240(5) Uani 1 1 d . .
H12 H 0.6497 0.2819 0.3703 0.029 Uiso 1 1 calc R U
C17 C 0.1412(3) 0.2500(2) 0.5248(2) 0.0228(5) Uani 1 1 d . .
C20 C 0.2144(2) 0.2058(2) 0.4295(2) 0.0212(5) Uani 1 1 d . .
C6 C 0.8435(2) 0.1912(2) 0.1891(2) 0.0217(5) Uani 1 1 d . .
C16 C 0.1866(3) 0.2563(3) 0.6331(2) 0.0260(6) Uani 1 1 d . .
H16 H 0.2673 0.2332 0.6493 0.031 Uiso 1 1 calc R U
C15 C 0.1133(3) 0.2966(3) 0.7173(2) 0.0294(6) Uani 1 1 d . .
H15 H 0.1467 0.3006 0.7908 0.035 Uiso 1 1 calc R U
C4 C 0.8835(3) 0.2417(3) 0.0185(2) 0.0263(6) Uani 1 1 d . .
H4 H 0.7932 0.2113 -0.0156 0.032 Uiso 1 1 calc R U
C9 C 0.7710(3) 0.2687(2) 0.2560(2) 0.0239(5) Uani 1 1 d . .
C5 C 0.9703(3) 0.2912(3) -0.0348(3) 0.0297(6) Uani 1 1 d . .
H5 H 0.9360 0.2942 -0.1053 0.036 Uiso 1 1 calc R U
C3 C 0.9302(3) 0.2371(2) 0.1222(2) 0.0227(5) Uani 1 1 d . .
C11 C 0.7644(3) 0.0355(3) 0.2568(2) 0.0251(5) Uani 1 1 d . .
H11 H 0.7611 -0.0442 0.2565 0.030 Uiso 1 1 calc R U
C18 C 0.0215(3) 0.2847(3) 0.5074(2) 0.0286(6) Uani 1 1 d . .
H18 H -0.0142 0.2820 0.4349 0.034 Uiso 1 1 calc R U
C19 C -0.0445(3) 0.3233(3) 0.5969(3) 0.0308(6) Uani 1 1 d . .
H19 H -0.1259 0.3464 0.5832 0.037 Uiso 1 1 calc R U
C25 C 0.2677(3) 0.0387(2) 0.2797(2) 0.0241(5) Uani 1 1 d . .
H25 H 0.2615 -0.0467 0.2404 0.029 Uiso 1 1 calc R U
C23 C 0.3082(3) 0.4265(3) 0.4611(3) 0.0293(6) Uani 1 1 d . .
H23A H 0.2586 0.4424 0.5233 0.044 Uiso 1 1 calc R U
H23B H 0.4016 0.4623 0.4924 0.044 Uiso 1 1 calc R U
H23C H 0.2757 0.4634 0.4093 0.044 Uiso 1 1 calc R U
C2 C 1.0634(3) 0.2814(3) 0.1654(3) 0.0337(7) Uani 1 1 d . .
H2 H 1.1003 0.2797 0.2358 0.040 Uiso 1 1 calc R U
C29 C 0.4918(3) 0.4489(3) 0.7936(3) 0.0348(7) Uani 1 1 d . .
C8 C 0.9154(3) -0.0126(3) 0.1171(3) 0.0366(7) Uani 1 1 d . .
H8A H 0.9632 0.0273 0.0747 0.055 Uiso 1 1 calc R U
H8B H 0.9781 -0.0340 0.1660 0.055 Uiso 1 1 calc R U
H8C H 0.8542 -0.0871 0.0636 0.055 Uiso 1 1 calc R U
C10 C 0.7708(3) 0.3944(3) 0.2553(3) 0.0350(7) Uani 1 1 d . .
H10A H 0.8267 0.4083 0.2035 0.053 Uiso 1 1 calc R U
H10B H 0.6808 0.3999 0.2298 0.053 Uiso 1 1 calc R U
H10C H 0.8046 0.4565 0.3322 0.053 Uiso 1 1 calc R U
C1 C 1.1427(3) 0.3283(3) 0.1059(3) 0.0366(7) Uani 1 1 d . .
H1 H 1.2338 0.3576 0.1374 0.044 Uiso 1 1 calc R U
C24 C 0.1232(3) -0.0126(3) 0.4047(3) 0.0350(7) Uani 1 1 d . .
H24A H 0.0851 0.0305 0.4702 0.052 Uiso 1 1 calc R U
H24B H 0.0525 -0.0652 0.3408 0.052 Uiso 1 1 calc R U
H24C H 0.1795 -0.0630 0.4247 0.052 Uiso 1 1 calc R U
C30 C 0.6804(5) 0.3577(4) 0.8124(4) 0.0638(12) Uani 1 1 d . .
H30A H 0.7066 0.3014 0.8464 0.096 Uiso 1 1 calc R U
H30B H 0.6798 0.3227 0.7306 0.096 Uiso 1 1 calc R U
H30C H 0.7430 0.4363 0.8475 0.096 Uiso 1 1 calc R U
C31 C 0.4863(6) 0.3173(4) 0.8989(4) 0.0668(13) Uani 1 1 d . .
H31A H 0.5428 0.2673 0.9195 0.100 Uiso 1 1 calc R U
H31B H 0.4718 0.3801 0.9682 0.100 Uiso 1 1 calc R U
H31C H 0.4017 0.2650 0.8543 0.100 Uiso 1 1 calc R U
H100 H 0.406(4) 0.458(4) 0.817(3) 0.048(11) Uiso 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 0.0181 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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mg Mg 0.1719 0.1771 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C32 S1 C14 88.45(13) . .
C33 S2 C28 88.46(12) . .
C28 N5 C33 108.7(2) . 2_655
C14 N4 C32 108.4(2) . 2_656
C15 N2 C19 115.9(2) . .
C5 N1 C1 116.0(2) . .
C27 C26 C25 119.4(2) . .
C27 C26 C28 121.7(2) . .
C25 C26 C28 119.0(2) . .
N5 C28 C26 124.2(2) . .
N5 C28 S2 115.89(19) . .
C26 C28 S2 119.89(19) . .
N4 C14 C13 123.9(2) . .
N4 C14 S1 115.92(19) . .
C13 C14 S1 120.2(2) . .
N5 C33 C33 118.3(3) 2_655 2_655
N5 C33 S2 133.0(2) 2_655 .
C33 C33 S2 108.7(2) 2_655 .
N4 C32 C32 118.2(3) 2_656 2_656
N4 C32 S1 132.8(2) 2_656 .
C32 C32 S1 109.1(3) 2_656 .
C12 C13 C11 118.8(2) . .
C12 C13 C14 121.7(2) . .
C11 C13 C14 119.5(2) . .
C26 C27 C22 121.4(2) . .
C26 C27 H27 119.3 . .
C22 C27 H27 119.3 . .
C29 N3 C30 121.3(3) . .
C29 N3 C31 120.6(3) . .
C30 N3 C31 118.1(3) . .
C25 C21 C20 119.3(2) . .
C25 C21 C24 119.4(3) . .
C20 C21 C24 121.2(2) . .
C11 C7 C6 119.1(2) . .
C11 C7 C8 119.5(2) . .
C6 C7 C8 121.4(2) . .
C27 C22 C20 118.6(2) . .
C27 C22 C23 119.7(2) . .
C20 C22 C23 121.7(2) . .
C9 C12 C13 121.3(2) . .
C9 C12 H12 119.3 . .
C13 C12 H12 119.3 . .
C16 C17 C18 116.9(2) . .
C16 C17 C20 122.2(2) . .
C18 C17 C20 120.9(2) . .
C21 C20 C22 120.4(2) . .
C21 C20 C17 119.5(2) . .
C22 C20 C17 120.1(2) . .
C9 C6 C7 120.2(2) . .
C9 C6 C3 119.4(2) . .
C7 C6 C3 120.3(2) . .
C15 C16 C17 119.4(3) . .
C15 C16 H16 120.3 . .
C17 C16 H16 120.3 . .
N2 C15 C16 124.2(3) . .
N2 C15 H15 117.9 . .
C16 C15 H15 117.9 . .
C3 C4 C5 119.3(3) . .
C3 C4 H4 120.3 . .
C5 C4 H4 120.3 . .
C12 C9 C6 119.3(2) . .
C12 C9 C10 119.6(2) . .
C6 C9 C10 121.1(2) . .
N1 C5 C4 124.2(3) . .
N1 C5 H5 117.9 . .
C4 C5 H5 117.9 . .
C2 C3 C4 116.8(2) . .
C2 C3 C6 119.8(2) . .
C4 C3 C6 123.4(2) . .
C7 C11 C13 121.3(2) . .
C7 C11 H11 119.4 . .
C13 C11 H11 119.4 . .
C19 C18 C17 119.3(3) . .
C19 C18 H18 120.3 . .
C17 C18 H18 120.3 . .
N2 C19 C18 124.3(3) . .
N2 C19 H19 117.9 . .
C18 C19 H19 117.9 . .
C21 C25 C26 120.9(2) . .
C21 C25 H25 119.6 . .
C26 C25 H25 119.6 . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C1 C2 C3 119.9(3) . .
C1 C2 H2 120.0 . .
C3 C2 H2 120.0 . .
O1 C29 N3 126.3(3) . .
O1 C29 H100 120(2) . .
N3 C29 H100 113(2) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N1 C1 C2 123.8(3) . .
N1 C1 H1 118.1 . .
C2 C1 H1 118.1 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
N3 C30 H30A 109.5 . .
N3 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
N3 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
N3 C31 H31A 109.5 . .
N3 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
N3 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C32 1.723(3) .
S1 C14 1.758(3) .
S2 C33 1.726(3) .
S2 C28 1.760(3) .
N5 C28 1.308(3) .
N5 C33 1.361(3) 2_655
O1 C29 1.220(4) .
N4 C14 1.318(4) .
N4 C32 1.363(3) 2_656
N2 C15 1.336(4) .
N2 C19 1.338(4) .
N1 C5 1.334(4) .
N1 C1 1.338(4) .
C26 C27 1.387(4) .
C26 C25 1.396(4) .
C26 C28 1.469(3) .
C14 C13 1.470(3) .
C33 N5 1.361(3) 2_655
C33 C33 1.377(5) 2_655
C32 N4 1.363(3) 2_656
C32 C32 1.376(5) 2_656
C13 C12 1.394(4) .
C13 C11 1.395(4) .
C27 C22 1.395(3) .
C27 H27 0.9500 .
N3 C29 1.327(4) .
N3 C30 1.451(5) .
N3 C31 1.463(5) .
C21 C25 1.388(4) .
C21 C20 1.404(4) .
C21 C24 1.511(4) .
C7 C11 1.390(4) .
C7 C6 1.410(4) .
C7 C8 1.503(4) .
C22 C20 1.410(3) .
C22 C23 1.507(4) .
C12 C9 1.391(4) .
C12 H12 0.9500 .
C17 C16 1.388(4) .
C17 C18 1.396(4) .
C17 C20 1.496(3) .
C6 C9 1.400(4) .
C6 C3 1.500(3) .
C16 C15 1.386(4) .
C16 H16 0.9500 .
C15 H15 0.9500 .
C4 C3 1.388(4) .
C4 C5 1.391(4) .
C4 H4 0.9500 .
C9 C10 1.510(4) .
C5 H5 0.9500 .
C3 C2 1.386(4) .
C11 H11 0.9500 .
C18 C19 1.383(4) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C25 H25 0.9500 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C2 C1 1.385(4) .
C2 H2 0.9500 .
C29 H100 0.99(4) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C1 H1 0.9500 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
