#------------------------------------------------------------------------------
#$Date: 2021-06-04 04:06:17 +0300 (Fri, 04 Jun 2021) $
#$Revision: 265768 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/23/1562359.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_1562359
loop_
_publ_author_name
'Corbin, Daniel A.'
'McCarthy, Blaine G.'
'van de Lindt, Zach'
'Miyake, Garret M.'
_publ_section_title
;
 Radical Cations of Phenoxazine and Dihydrophenazine Photoredox Catalysts
 and Their Role as Deactivators in Organocatalyzed Atom Transfer Radical
 Polymerization
;
_journal_issue                   10
_journal_name_full               Macromolecules
_journal_page_first              4726
_journal_page_last               4738
_journal_paper_doi               10.1021/acs.macromol.1c00640
_journal_volume                  54
_journal_year                    2021
_chemical_formula_moiety         'C26 H22 N2 O2, Cl6 Sb, C6 H6'
_chemical_formula_sum            'C32 H28 Cl6 N2 O2 Sb'
_chemical_formula_weight         807.01
_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   geom
_audit_creation_date             2020-09-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_cell_angle_alpha                100.421(2)
_cell_angle_beta                 95.385(2)
_cell_angle_gamma                106.067(2)
_cell_formula_units_Z            1
_cell_length_a                   7.9631(3)
_cell_length_b                   10.0144(4)
_cell_length_c                   11.2341(5)
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.59
_cell_measurement_theta_min      2.54
_cell_volume                     836.80(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0870
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            45173
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.575
_diffrn_reflns_theta_min         2.168
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.336
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6712
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0751 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.8991.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_description       rod
_exptl_crystal_F_000             403
_exptl_crystal_size_max          0.137
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.087
_refine_diff_density_max         0.756
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         4678
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0327
_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)+(0.0441P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0750
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3953
_reflns_number_total             4678
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma1c00640_si_002.cif
_cod_data_source_block           gm105_0m_20200904_a
_cod_depositor_comments
'Adding full bibliography for 1562359--1562360.cif.'
_cod_database_code               1562359
_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_max   0.893
_shelx_estimated_absorpt_t_min   0.838
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00A(H00A), C00D(H00D), C00E(H00E), C00F(H00F),
 C00H(H00H), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M)
2.b Idealised Me refined as rotating group:
 C00I(H00B,H00C,H00G)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb00 Sb 1.000000 1.000000 0.500000 0.01302(7) Uani 1 2 d S . P . .
Cl02 Cl 0.86779(8) 0.75096(6) 0.44652(5) 0.02083(12) Uani 1 1 d . . . . .
Cl03 Cl 1.07770(8) 0.99593(6) 0.29933(5) 0.02254(13) Uani 1 1 d . . . . .
Cl04 Cl 0.72790(8) 1.03326(7) 0.43403(6) 0.02605(14) Uani 1 1 d . . . . .
O005 O 0.7082(2) 0.5277(2) 1.06461(15) 0.0237(4) Uani 1 1 d . . . . .
N006 N 0.9423(2) 0.5075(2) 0.61308(16) 0.0139(4) Uani 1 1 d . . . . .
C007 C 0.7685(3) 0.5324(3) 0.9560(2) 0.0179(5) Uani 1 1 d . . . . .
C008 C 0.7996(3) 0.6499(3) 0.9019(2) 0.0187(5) Uani 1 1 d . . . . .
H008 H 0.781937 0.735807 0.942252 0.022 Uiso 1 1 calc R U . . .
C009 C 0.8567(3) 0.6404(3) 0.7882(2) 0.0180(5) Uani 1 1 d . . . . .
H009 H 0.877986 0.719843 0.750473 0.022 Uiso 1 1 calc R U . . .
C00A C 0.7976(3) 0.4076(3) 0.8974(2) 0.0194(5) Uani 1 1 d . . . . .
H00A H 0.778399 0.328395 0.935445 0.023 Uiso 1 1 calc R U . . .
C00B C 0.8802(3) 0.4319(2) 0.3925(2) 0.0145(4) Uani 1 1 d . . . . .
C00C C 0.8212(3) 0.4387(2) 0.5077(2) 0.0150(4) Uani 1 1 d . . . . .
C00D C 0.6420(3) 0.3788(3) 0.5130(2) 0.0178(5) Uani 1 1 d . . . . .
H00D H 0.600953 0.382044 0.589851 0.021 Uiso 1 1 calc R U . . .
C00E C 0.7586(3) 0.3679(3) 0.2855(2) 0.0178(5) Uani 1 1 d . . . . .
H00E H 0.797229 0.364224 0.207833 0.021 Uiso 1 1 calc R U . . .
C00F C 0.5832(3) 0.3105(3) 0.2928(2) 0.0210(5) Uani 1 1 d . . . . .
H00F H 0.500732 0.267444 0.219919 0.025 Uiso 1 1 calc R U . . .
C00G C 0.8824(3) 0.5155(2) 0.73048(19) 0.0143(4) Uani 1 1 d . . . . .
C00H C 0.5250(3) 0.3148(3) 0.4060(2) 0.0205(5) Uani 1 1 d . . . . .
H00H H 0.403407 0.273203 0.409672 0.025 Uiso 1 1 calc R U . . .
C00I C 0.6763(4) 0.6533(3) 1.1284(2) 0.0280(6) Uani 1 1 d . . . . .
H00B H 0.588899 0.678274 1.076481 0.042 Uiso 1 1 calc R U . . .
H00C H 0.786972 0.731804 1.148164 0.042 Uiso 1 1 calc R U . . .
H00G H 0.631331 0.635838 1.204157 0.042 Uiso 1 1 calc R U . . .
C00J C 0.8544(3) 0.3981(3) 0.7840(2) 0.0186(5) Uani 1 1 d . . . . .
H00J H 0.873785 0.312888 0.743704 0.022 Uiso 1 1 calc R U . . .
C00K C 0.3635(4) -0.0062(3) -0.0880(3) 0.0352(7) Uani 1 1 d . . . . .
H00K H 0.269338 -0.010526 -0.148573 0.042 Uiso 1 1 calc R U . . .
C00L C 0.4640(4) -0.0291(3) 0.1132(3) 0.0367(7) Uani 1 1 d . . . . .
H00L H 0.439711 -0.048967 0.190436 0.044 Uiso 1 1 calc R U . . .
C00M C 0.3280(4) -0.0350(3) 0.0242(3) 0.0347(7) Uani 1 1 d . . . . .
H00M H 0.209589 -0.058886 0.040384 0.042 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'
Cl Cl 0.1484 0.1585 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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
Cl02 Sb00 Cl02 180.0 2_776 . ?
Cl02 Sb00 Cl03 90.11(2) 2_776 . ?
Cl02 Sb00 Cl03 89.89(2) . . ?
Cl02 Sb00 Cl03 90.11(2) . 2_776 ?
Cl02 Sb00 Cl03 89.89(2) 2_776 2_776 ?
Cl03 Sb00 Cl03 180.0 2_776 . ?
Cl04 Sb00 Cl02 89.96(2) . . ?
Cl04 Sb00 Cl02 90.04(2) . 2_776 ?
Cl04 Sb00 Cl02 89.96(2) 2_776 2_776 ?
Cl04 Sb00 Cl02 90.04(2) 2_776 . ?
Cl04 Sb00 Cl03 89.49(2) . 2_776 ?
Cl04 Sb00 Cl03 89.49(2) 2_776 . ?
Cl04 Sb00 Cl03 90.51(2) 2_776 2_776 ?
Cl04 Sb00 Cl03 90.51(2) . . ?
Cl04 Sb00 Cl04 180.0 . 2_776 ?
C007 O005 C00I 117.3(2) . . ?
C00B N006 C00C 121.34(18) 2_766 . ?
C00B N006 C00G 119.39(18) 2_766 . ?
C00C N006 C00G 119.27(18) . . ?
O005 C007 C008 124.7(2) . . ?
O005 C007 C00A 115.2(2) . . ?
C00A C007 C008 120.1(2) . . ?
C007 C008 H008 120.3 . . ?
C009 C008 C007 119.4(2) . . ?
C009 C008 H008 120.3 . . ?
C008 C009 H009 120.1 . . ?
C00G C009 C008 119.9(2) . . ?
C00G C009 H009 120.1 . . ?
C007 C00A H00A 119.7 . . ?
C00J C00A C007 120.5(2) . . ?
C00J C00A H00A 119.7 . . ?
N006 C00B C00C 119.5(2) 2_766 . ?
N006 C00B C00E 120.7(2) 2_766 . ?
C00E C00B C00C 119.7(2) . . ?
N006 C00C C00B 119.15(19) . . ?
N006 C00C C00D 121.5(2) . . ?
C00D C00C C00B 119.4(2) . . ?
C00C C00D H00D 120.1 . . ?
C00H C00D C00C 119.7(2) . . ?
C00H C00D H00D 120.1 . . ?
C00B C00E H00E 120.1 . . ?
C00F C00E C00B 119.9(2) . . ?
C00F C00E H00E 120.1 . . ?
C00E C00F H00F 119.7 . . ?
C00E C00F C00H 120.6(2) . . ?
C00H C00F H00F 119.7 . . ?
C009 C00G N006 119.2(2) . . ?
C009 C00G C00J 121.4(2) . . ?
C00J C00G N006 119.4(2) . . ?
C00D C00H C00F 120.7(2) . . ?
C00D C00H H00H 119.7 . . ?
C00F C00H H00H 119.7 . . ?
O005 C00I H00B 109.5 . . ?
O005 C00I H00C 109.5 . . ?
O005 C00I H00G 109.5 . . ?
H00B C00I H00C 109.5 . . ?
H00B C00I H00G 109.5 . . ?
H00C C00I H00G 109.5 . . ?
C00A C00J C00G 118.7(2) . . ?
C00A C00J H00J 120.6 . . ?
C00G C00J H00J 120.6 . . ?
C00L C00K H00K 119.7 2_655 . ?
C00M C00K H00K 119.7 . . ?
C00M C00K C00L 120.5(3) . 2_655 ?
C00K C00L H00L 120.4 2_655 . ?
C00M C00L C00K 119.1(3) . 2_655 ?
C00M C00L H00L 120.4 . . ?
C00K C00M C00L 120.3(3) . . ?
C00K C00M H00M 119.8 . . ?
C00L C00M H00M 119.8 . . ?
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
Sb00 Cl02 2.3611(6) 2_776 ?
Sb00 Cl02 2.3612(6) . ?
Sb00 Cl03 2.3894(6) . ?
Sb00 Cl03 2.3894(6) 2_776 ?
Sb00 Cl04 2.3542(6) . ?
Sb00 Cl04 2.3542(6) 2_776 ?
O005 C007 1.356(3) . ?
O005 C00I 1.429(3) . ?
N006 C00B 1.387(3) 2_766 ?
N006 C00C 1.389(3) . ?
N006 C00G 1.440(3) . ?
C007 C008 1.394(3) . ?
C007 C00A 1.393(3) . ?
C008 H008 0.9500 . ?
C008 C009 1.391(3) . ?
C009 H009 0.9500 . ?
C009 C00G 1.379(3) . ?
C00A H00A 0.9500 . ?
C00A C00J 1.388(3) . ?
C00B C00C 1.415(3) . ?
C00B C00E 1.397(3) . ?
C00C C00D 1.398(3) . ?
C00D H00D 0.9500 . ?
C00D C00H 1.380(3) . ?
C00E H00E 0.9500 . ?
C00E C00F 1.372(3) . ?
C00F H00F 0.9500 . ?
C00F C00H 1.391(3) . ?
C00G C00J 1.389(3) . ?
C00H H00H 0.9500 . ?
C00I H00B 0.9800 . ?
C00I H00C 0.9800 . ?
C00I H00G 0.9800 . ?
C00J H00J 0.9500 . ?
C00K H00K 0.9500 . ?
C00K C00L 1.390(4) 2_655 ?
C00K C00M 1.380(4) . ?
C00L H00L 0.9500 . ?
C00L C00M 1.385(4) . ?
C00M H00M 0.9500 . ?
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
O005 C007 C008 C009 -178.1(2) . . . . ?
O005 C007 C00A C00J 178.1(2) . . . . ?
N006 C00B C00C N006 0.6(3) 2_766 . . . ?
N006 C00B C00C C00D 179.4(2) 2_766 . . . ?
N006 C00B C00E C00F -179.0(2) 2_766 . . . ?
N006 C00C C00D C00H 178.2(2) . . . . ?
N006 C00G C00J C00A 179.7(2) . . . . ?
C007 C008 C009 C00G -0.2(4) . . . . ?
C007 C00A C00J C00G 0.3(4) . . . . ?
C008 C007 C00A C00J -1.2(4) . . . . ?
C008 C009 C00G N006 -179.7(2) . . . . ?
C008 C009 C00G C00J -0.7(4) . . . . ?
C009 C00G C00J C00A 0.7(3) . . . . ?
C00A C007 C008 C009 1.1(4) . . . . ?
C00B N006 C00C C00B -0.7(3) 2_766 . . . ?
C00B N006 C00C C00D -179.4(2) 2_766 . . . ?
C00B N006 C00G C009 78.6(3) 2_766 . . . ?
C00B N006 C00G C00J -100.5(3) 2_766 . . . ?
C00B C00C C00D C00H -0.5(3) . . . . ?
C00B C00E C00F C00H -0.3(4) . . . . ?
C00C N006 C00G C009 -101.7(3) . . . . ?
C00C N006 C00G C00J 79.3(3) . . . . ?
C00C C00B C00E C00F -0.9(3) . . . . ?
C00C C00D C00H C00F -0.6(4) . . . . ?
C00E C00B C00C N006 -177.5(2) . . . . ?
C00E C00B C00C C00D 1.2(3) . . . . ?
C00E C00F C00H C00D 1.0(4) . . . . ?
C00G N006 C00C C00B 179.57(19) . . . . ?
C00G N006 C00C C00D 0.9(3) . . . . ?
C00I O005 C007 C008 -0.7(3) . . . . ?
C00I O005 C007 C00A 180.0(2) . . . . ?
C00K C00L C00M C00K 0.1(5) 2_655 . . . ?
C00L C00K C00M C00L -0.1(5) 2_655 . . . ?
