#------------------------------------------------------------------------------
#$Date: 2019-10-28 17:42:06 +0200 (Mon, 28 Oct 2019) $
#$Revision: 220154 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/50/4515015.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_4515015
loop_
_publ_author_name
'Huang, Po-Ju'
'Garcia, John V.'
'Fenwick, Aidan'
'Wu, Guang'
'Ford, Peter C.'
_publ_section_title
;
 Nitric Oxide Uncaging from a Hydrophobic Chromium(III) PhotoNORM: Visible
 and Near-Infrared Photochemistry in Biocompatible Polymer Disks.
;
_journal_issue                   5
_journal_name_full               'ACS omega'
_journal_page_first              9181
_journal_page_last               9187
_journal_paper_doi               10.1021/acsomega.9b00592
_journal_volume                  4
_journal_year                    2019
_chemical_formula_sum            'C26 H44 Cl3 Cr N4 O2'
_chemical_formula_weight         603.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 116.871(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.500(2)
_cell_length_b                   6.4888(5)
_cell_length_c                   18.2253(13)
_cell_measurement_reflns_used    1026
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      38.4
_cell_measurement_theta_min      3.28
_cell_volume                     2901.0(4)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9594
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.135
_diffrn_reflns_theta_min         1.660
_exptl_absorpt_coefficient_mu    0.701
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            purple_brown
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_description       block
_exptl_crystal_F_000             1276
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.810
_refine_diff_density_min         -0.863
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3205
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.202
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0639
_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)+(0.0279P)²+19.1120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1361
_refine_ls_wR_factor_ref         0.1425
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2649
_reflns_number_total             3205
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao9b00592_si_002.cif
_cod_data_source_block           09112014_new_0m
_cod_database_code               4515015
_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.
;
_shelx_estimated_absorpt_t_min   0.873
_shelx_estimated_absorpt_t_max   0.966
loop_
_space_group_symop_operation_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'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.08151(14) 0.3802(8) 0.1731(2) 0.0408(12) Uani 1 1 d . . .
H1 H 0.0915 0.2669 0.1452 0.049 Uiso 1 1 calc R U .
C2 C 0.11429(14) 0.5716(8) 0.1748(2) 0.0415(12) Uani 1 1 d . . .
H2A H 0.1509 0.5595 0.2221 0.050 Uiso 1 1 calc R U .
H2B H 0.0964 0.6930 0.1849 0.050 Uiso 1 1 calc R U .
C3 C 0.12152(13) 0.6138(7) 0.0970(2) 0.0330(10) Uani 1 1 d . . .
H3 H 0.1322 0.4814 0.0802 0.040 Uiso 1 1 calc R U .
C4 C 0.16668(13) 0.7698(7) 0.1136(2) 0.0322(9) Uani 1 1 d . . .
C5 C 0.17128(15) 0.9481(8) 0.1579(2) 0.0400(11) Uani 1 1 d . . .
H5 H 0.1458 0.9740 0.1787 0.048 Uiso 1 1 calc R U .
C6 C 0.21244(15) 1.0898(8) 0.1725(2) 0.0435(11) Uani 1 1 d . . .
H6 H 0.2151 1.2113 0.2032 0.052 Uiso 1 1 calc R U .
C7 C 0.24975(15) 1.0531(8) 0.1421(2) 0.0445(12) Uani 1 1 d . . .
H7 H 0.2775 1.1512 0.1507 0.053 Uiso 1 1 calc R U .
C8 C 0.24640(15) 0.8734(9) 0.0992(2) 0.0457(13) Uani 1 1 d . . .
H8 H 0.2724 0.8472 0.0794 0.055 Uiso 1 1 calc R U .
C9 C 0.20521(14) 0.7305(8) 0.0848(2) 0.0381(10) Uani 1 1 d . . .
H9 H 0.2033 0.6069 0.0556 0.046 Uiso 1 1 calc R U .
C10 C -0.01390(14) 0.2536(7) 0.1205(2) 0.0308(9) Uani 1 1 d . . .
H10A H -0.0146 0.2423 0.1742 0.037 Uiso 1 1 calc R U .
H10B H 0.0004 0.1228 0.1100 0.037 Uiso 1 1 calc R U .
C11 C 0.09471(17) 0.3088(10) 0.2603(2) 0.0549(15) Uani 1 1 d . . .
H11A H 0.0835 0.4153 0.2877 0.082 Uiso 1 1 calc R U .
H11B H 0.1340 0.2847 0.2916 0.082 Uiso 1 1 calc R U .
H11C H 0.0750 0.1807 0.2573 0.082 Uiso 1 1 calc R U .
C12 C 0.07140(13) 0.7074(7) -0.05249(19) 0.0291(9) Uani 1 1 d . . .
H12A H 0.0866 0.5807 -0.0645 0.035 Uiso 1 1 calc R U .
H12B H 0.0955 0.8244 -0.0489 0.035 Uiso 1 1 calc R U .
C13 C 0.1584(2) 0.8291(9) 0.4280(3) 0.0622(17) Uani 1 1 d D . .
Cl1 Cl -0.04489(3) 0.78835(18) 0.01389(5) 0.0353(3) Uani 1 1 d . . .
Cl2 Cl 0.0000 0.7478(2) 0.2500 0.0552(5) Uani 1 2 d S T P
Cr1 Cr 0.0000 0.5000 0.0000 0.0289(2) Uani 1 2 d S . P
H1N H 0.011(2) 0.553(5) 0.144(3) 0.065(17) Uiso 1 1 d D . .
H2N H 0.0576(16) 0.819(3) 0.041(2) 0.031(11) Uiso 1 1 d D . .
N1 N 0.02184(11) 0.4279(6) 0.12243(17) 0.0309(8) Uani 1 1 d D . .
N2 N 0.06830(11) 0.6836(6) 0.02717(16) 0.0290(8) Uani 1 1 d D . .
O1 O 0.1169(3) 0.8749(12) 0.3512(4) 0.0538(13) Uani 0.454(5) 1 d D . P
O2 O 0.1347(2) 0.7102(10) 0.3648(4) 0.0538(13) Uani 0.546(5) 1 d D . P
H13A H 0.1517(13) 0.816(7) 0.4779(12) 0.100 Uiso 1 1 d D U .
H13B H 0.1736(15) 0.973(3) 0.4467(15) 0.100 Uiso 1 1 d D U .
H13C H 0.1960(8) 0.770(6) 0.4593(16) 0.100 Uiso 1 1 d D U .
H2 H 0.1031(16) 0.757(3) 0.3101(13) 0.100 Uiso 1 1 d D 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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 '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
N1 C1 C2 108.3(4) . .
N1 C1 C11 112.3(3) . .
C2 C1 C11 111.4(3) . .
N1 C1 H1 108.3 . .
C2 C1 H1 108.3 . .
C11 C1 H1 108.3 . .
C1 C2 C3 116.5(4) . .
C1 C2 H2A 108.2 . .
C3 C2 H2A 108.2 . .
C1 C2 H2B 108.2 . .
C3 C2 H2B 108.2 . .
H2A C2 H2B 107.3 . .
N2 C3 C4 111.2(3) . .
N2 C3 C2 110.4(3) . .
C4 C3 C2 111.6(3) . .
N2 C3 H3 107.8 . .
C4 C3 H3 107.8 . .
C2 C3 H3 107.8 . .
C5 C4 C9 119.0(4) . .
C5 C4 C3 121.6(3) . .
C9 C4 C3 119.4(4) . .
C4 C5 C6 121.2(4) . .
C4 C5 H5 119.4 . .
C6 C5 H5 119.4 . .
C5 C6 C7 119.7(5) . .
C5 C6 H6 120.2 . .
C7 C6 H6 120.2 . .
C8 C7 C6 119.8(4) . .
C8 C7 H7 120.1 . .
C6 C7 H7 120.1 . .
C7 C8 C9 120.5(4) . .
C7 C8 H8 119.7 . .
C9 C8 H8 119.7 . .
C8 C9 C4 119.7(5) . .
C8 C9 H9 120.1 . .
C4 C9 H9 120.1 . .
N1 C10 C12 108.9(3) . 5_565
N1 C10 H10A 109.9 . .
C12 C10 H10A 109.9 5_565 .
N1 C10 H10B 109.9 . .
C12 C10 H10B 109.9 5_565 .
H10A C10 H10B 108.3 . .
C1 C11 H11A 109.5 . .
C1 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C1 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
N2 C12 C10 108.2(3) . 5_565
N2 C12 H12A 110.1 . .
C10 C12 H12A 110.1 5_565 .
N2 C12 H12B 110.1 . .
C10 C12 H12B 110.1 5_565 .
H12A C12 H12B 108.4 . .
O2 C13 O1 51.1(4) . .
O2 C13 H13A 122(2) . .
O1 C13 H13A 122(2) . .
O2 C13 H13B 144.4(17) . .
O1 C13 H13B 99.8(13) . .
H13A C13 H13B 89.5(10) . .
O2 C13 H13C 104.6(14) . .
O1 C13 H13C 145.6(18) . .
H13A C13 H13C 90.9(10) . .
H13B C13 H13C 89.9(10) . .
N1 Cr1 N1 180.0 5_565 .
N1 Cr1 N2 85.35(11) 5_565 .
N1 Cr1 N2 94.65(11) . .
N1 Cr1 N2 94.65(11) 5_565 5_565
N1 Cr1 N2 85.35(11) . 5_565
N2 Cr1 N2 180.00(10) . 5_565
N1 Cr1 Cl1 91.48(11) 5_565 .
N1 Cr1 Cl1 88.52(11) . .
N2 Cr1 Cl1 88.85(10) . .
N2 Cr1 Cl1 91.15(10) 5_565 .
N1 Cr1 Cl1 88.52(11) 5_565 5_565
N1 Cr1 Cl1 91.48(11) . 5_565
N2 Cr1 Cl1 91.15(10) . 5_565
N2 Cr1 Cl1 88.85(10) 5_565 5_565
Cl1 Cr1 Cl1 180.00(4) . 5_565
C10 N1 C1 112.5(3) . .
C10 N1 Cr1 106.1(2) . .
C1 N1 Cr1 114.1(2) . .
C10 N1 H1N 109(3) . .
C1 N1 H1N 111(3) . .
Cr1 N1 H1N 104(3) . .
C12 N2 C3 112.9(3) . .
C12 N2 Cr1 105.5(2) . .
C3 N2 Cr1 117.0(2) . .
C12 N2 H2N 108(2) . .
C3 N2 H2N 110(2) . .
Cr1 N2 H2N 103(2) . .
C13 O1 H2 116.5(9) . .
C13 O2 H2 123.6(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.507(4) .
C1 C2 1.527(6) .
C1 C11 1.534(5) .
C1 H1 1.0000 .
C2 C3 1.543(5) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 N2 1.511(4) .
C3 C4 1.522(5) .
C3 H3 1.0000 .
C4 C5 1.383(6) .
C4 C9 1.402(5) .
C5 C6 1.387(6) .
C5 H5 0.9500 .
C6 C7 1.390(6) .
C6 H6 0.9500 .
C7 C8 1.384(7) .
C7 H7 0.9500 .
C8 C9 1.394(6) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 N1 1.488(5) .
C10 C12 1.526(5) 5_565
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 N2 1.500(4) .
C12 C10 1.526(5) 5_565
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 O2 1.291(6) .
C13 O1 1.380(7) .
C13 H13A 1.011(9) .
C13 H13B 1.018(9) .
C13 H13C 1.005(9) .
Cl1 Cr1 2.3176(11) .
Cr1 N1 2.085(3) 5_565
Cr1 N1 2.085(3) .
Cr1 N2 2.086(3) .
Cr1 N2 2.086(3) 5_565
Cr1 Cl1 2.3176(11) 5_565
N1 H1N 0.997(10) .
N2 H2N 0.993(10) .
O1 H2 1.017(10) .
O2 H2 1.028(9) .
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
N1 C1 C2 C3 -77.6(5) .
C11 C1 C2 C3 158.5(4) .
C1 C2 C3 N2 71.4(5) .
C1 C2 C3 C4 -164.4(4) .
N2 C3 C4 C5 79.1(4) .
C2 C3 C4 C5 -44.6(5) .
N2 C3 C4 C9 -102.1(4) .
C2 C3 C4 C9 134.2(4) .
C9 C4 C5 C6 1.5(6) .
C3 C4 C5 C6 -179.8(4) .
C4 C5 C6 C7 0.2(6) .
C5 C6 C7 C8 -1.6(6) .
C6 C7 C8 C9 1.3(6) .
C7 C8 C9 C4 0.4(6) .
C5 C4 C9 C8 -1.8(5) .
C3 C4 C9 C8 179.4(3) .
C12 C10 N1 C1 -166.3(3) 5_565
C12 C10 N1 Cr1 -40.8(3) 5_565
C2 C1 N1 C10 -177.1(3) .
C11 C1 N1 C10 -53.7(5) .
C2 C1 N1 Cr1 61.9(4) .
C11 C1 N1 Cr1 -174.7(3) .
C10 C12 N2 C3 171.7(3) 5_565
C10 C12 N2 Cr1 42.7(4) 5_565
C4 C3 N2 C12 61.2(5) .
C2 C3 N2 C12 -174.4(4) .
C4 C3 N2 Cr1 -176.0(3) .
C2 C3 N2 Cr1 -51.6(4) .
