#------------------------------------------------------------------------------
#$Date: 2018-01-23 23:47:18 +0100 (mar 23 de ene de 2018) $
#$Revision: 205501 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/87/1548751.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_1548751
loop_
_publ_author_name
'He, Haihong'
'Ye, Zhiwei'
'Xiao, Yi'
'Yang, Wei'
'Qian, Xuhong'
'Yang, Youjun'
_publ_section_title
;
 Super-Resolution Monitoring of Mitochondrial Dynamics upon Time-Gated
 Photo-Triggered Release of Nitric Oxide.
;
_journal_name_full               'Analytical chemistry'
_journal_paper_doi               10.1021/acs.analchem.7b04510
_journal_year                    2018
_chemical_formula_sum            'C26 H24 N4 O5'
_chemical_formula_weight         472.49
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.791(19)
_cell_length_b                   17.344(16)
_cell_length_c                   7.941(7)
_cell_measurement_reflns_used    1574
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40.845
_cell_measurement_theta_min      4.739
_cell_volume                     2726(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            14445
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.046
_diffrn_reflns_theta_min         2.058
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_platon_squeeze_details
;
;
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         2502
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0697
_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)+(0.1137P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1864
_refine_ls_wR_factor_ref         0.2078
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1477
_reflns_number_total             2502
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ac7b04510_si_002.cif
_cod_data_source_block           cd15053
_cod_database_code               1548751
_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   0.984
_shelx_estimated_absorpt_t_max   0.990
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3928(10) 0.5203(13) 0.1302(19) 0.112(7) Uani 0.5 1 d D U P A 1
N2 N 0.4187(8) 0.5567(9) -0.0091(19) 0.126(5) Uani 0.5 1 d D U P A 1
O4 O 0.3890(5) 0.5281(7) -0.1308(12) 0.129(4) Uani 0.5 1 d D U P A 1
C16 C 0.4421(8) 0.5490(9) 0.2400(17) 0.126(7) Uani 0.5 1 d D . P A 1
H16A H 0.4546 0.6013 0.2102 0.151 Uiso 0.5 1 calc R U P A 1
H16B H 0.4821 0.5168 0.2387 0.151 Uiso 0.5 1 calc R U P A 1
C17 C 0.4084(6) 0.5466(9) 0.4078(13) 0.094(3) Uani 0.5 1 d D . P A 1
H17A H 0.3631 0.5658 0.3978 0.141 Uiso 0.5 1 calc R U P A 1
H17B H 0.4332 0.5781 0.4858 0.141 Uiso 0.5 1 calc R U P A 1
H17C H 0.4073 0.4944 0.4480 0.141 Uiso 0.5 1 calc R U P A 1
N1' N 0.3969(6) 0.5203(6) 0.1023(13) 0.054(3) Uani 0.5 1 d D U P A 2
N2' N 0.4081(5) 0.5297(5) -0.0565(13) 0.069(2) Uani 0.5 1 d D U P A 2
O4' O 0.4456(3) 0.5838(3) -0.0946(9) 0.103(2) Uani 0.5 1 d D U P A 2
C16' C 0.4128(8) 0.5754(6) 0.245(2) 0.114(5) Uani 0.5 1 d D . P A 2
H16C H 0.4461 0.6120 0.2049 0.137 Uiso 0.5 1 calc R U P A 2
H16D H 0.3721 0.6043 0.2703 0.137 Uiso 0.5 1 calc R U P A 2
C17' C 0.4386(10) 0.5421(14) 0.408(3) 0.193(13) Uani 0.5 1 d D . P A 2
H17D H 0.4037 0.5116 0.4594 0.290 Uiso 0.5 1 calc R U P A 2
H17E H 0.4513 0.5831 0.4824 0.290 Uiso 0.5 1 calc R U P A 2
H17F H 0.4772 0.5101 0.3856 0.290 Uiso 0.5 1 calc R U P A 2
O1 O 0.14992(17) 0.2500 0.6168(4) 0.0861(10) Uani 1 2 d S T P . .
O2 O 0.23263(13) 0.2500 0.4297(3) 0.0598(8) Uani 1 2 d S T P . .
O3 O 0.38486(13) 0.2500 0.1650(4) 0.0720(9) Uani 1 2 d S T P . .
C1 C 0.1664(2) 0.2500 0.4726(5) 0.0581(10) Uani 1 2 d S T P . .
C2 C 0.12761(19) 0.2500 0.3153(5) 0.0533(10) Uani 1 2 d S T P . .
C3 C 0.0571(2) 0.2500 0.2939(6) 0.0701(12) Uani 1 2 d S T P . .
H3 H 0.0278 0.2500 0.3854 0.084 Uiso 1 2 calc R U P . .
C4 C 0.0340(2) 0.2500 0.1333(6) 0.0714(12) Uani 1 2 d S T P . .
H4 H -0.0124 0.2500 0.1146 0.086 Uiso 1 2 calc R U P . .
C5 C 0.0771(2) 0.2500 -0.0037(5) 0.0629(11) Uani 1 2 d S T P . .
H5 H 0.0593 0.2500 -0.1121 0.075 Uiso 1 2 calc R U P . .
C6 C 0.1461(2) 0.2500 0.0191(5) 0.0572(10) Uani 1 2 d S T P . .
H6 H 0.1756 0.2500 -0.0720 0.069 Uiso 1 2 calc R U P . .
C7 C 0.16935(18) 0.2500 0.1800(4) 0.0481(9) Uani 1 2 d S T P . .
C8 C 0.24211(17) 0.2500 0.2427(4) 0.0485(9) Uani 1 2 d S T P . .
C9 C 0.28106(13) 0.32160(14) 0.1977(3) 0.0491(7) Uani 1 1 d . . . . .
C10 C 0.25088(14) 0.39350(16) 0.1941(3) 0.0573(8) Uani 1 1 d . . . . .
H10 H 0.2045 0.3966 0.2114 0.069 Uiso 1 1 calc R U . . .
C11 C 0.28607(16) 0.46041(16) 0.1661(4) 0.0636(8) Uani 1 1 d . . . . .
C12 C 0.35534(17) 0.45290(17) 0.1390(4) 0.0630(8) Uani 1 1 d D . . . .
C13 C 0.38672(15) 0.38307(18) 0.1405(4) 0.0665(9) Uani 1 1 d . . . . .
H13 H 0.4331 0.3798 0.1228 0.080 Uiso 1 1 calc R U . . .
C14 C 0.34953(14) 0.31755(15) 0.1684(3) 0.0562(7) Uani 1 1 d . . . . .
C15 C 0.25154(19) 0.53760(18) 0.1638(5) 0.0854(11) Uani 1 1 d . . . . .
H15A H 0.2719 0.5707 0.2464 0.128 Uiso 1 1 calc R U . . .
H15B H 0.2045 0.5311 0.1893 0.128 Uiso 1 1 calc R U . . .
H15C H 0.2562 0.5603 0.0542 0.128 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'
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'
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
N2 N1 C12 128.9(13) . .
N2 N1 C16 94.5(13) . .
C12 N1 C16 129.8(15) . .
O4 N2 N1 105.6(14) . .
N1 C16 C17 103.7(13) . .
N1 C16 H16A 111.0 . .
C17 C16 H16A 111.0 . .
N1 C16 H16B 111.0 . .
C17 C16 H16B 111.0 . .
H16A C16 H16B 109.0 . .
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 . .
N2' N1' C12 113.2(8) . .
N2' N1' C16' 128.0(11) . .
C12 N1' C16' 118.2(11) . .
O4' N2' N1' 116.1(11) . .
C17' C16' N1' 118.1(15) . .
C17' C16' H16C 107.8 . .
N1' C16' H16C 107.8 . .
C17' C16' H16D 107.8 . .
N1' C16' H16D 107.8 . .
H16C C16' H16D 107.1 . .
C16' C17' H17D 109.5 . .
C16' C17' H17E 109.5 . .
H17D C17' H17E 109.5 . .
C16' C17' H17F 109.5 . .
H17D C17' H17F 109.5 . .
H17E C17' H17F 109.5 . .
C1 O2 C8 111.8(3) . .
C14 O3 C14 118.3(3) 7_565 .
O1 C1 O2 120.4(4) . .
O1 C1 C2 132.6(4) . .
O2 C1 C2 107.0(3) . .
C7 C2 C3 120.6(4) . .
C7 C2 C1 110.9(3) . .
C3 C2 C1 128.5(4) . .
C4 C3 C2 116.7(4) . .
C4 C3 H3 121.7 . .
C2 C3 H3 121.7 . .
C3 C4 C5 122.2(4) . .
C3 C4 H4 118.9 . .
C5 C4 H4 118.9 . .
C6 C5 C4 120.5(4) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C7 C6 C5 117.3(4) . .
C7 C6 H6 121.3 . .
C5 C6 H6 121.3 . .
C2 C7 C6 122.6(4) . .
C2 C7 C8 108.5(3) . .
C6 C7 C8 128.9(3) . .
O2 C8 C9 107.45(18) . 7_565
O2 C8 C9 107.45(18) . .
C9 C8 C9 111.2(3) 7_565 .
O2 C8 C7 101.9(3) . .
C9 C8 C7 113.99(19) 7_565 .
C9 C8 C7 114.00(19) . .
C14 C9 C10 117.9(2) . .
C14 C9 C8 120.2(2) . .
C10 C9 C8 121.9(2) . .
C11 C10 C9 123.2(3) . .
C11 C10 H10 118.4 . .
C9 C10 H10 118.4 . .
C10 C11 C12 116.4(3) . .
C10 C11 C15 121.7(3) . .
C12 C11 C15 121.9(3) . .
C13 C12 N1 120.5(10) . .
C13 C12 C11 122.0(3) . .
N1 C12 C11 117.1(10) . .
C13 C12 N1' 117.3(6) . .
C11 C12 N1' 120.7(6) . .
C12 C13 C14 119.6(3) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
O3 C14 C13 115.7(3) . .
O3 C14 C9 123.5(2) . .
C13 C14 C9 120.9(3) . .
C11 C15 H15A 109.5 . .
C11 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C11 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 N2 1.372(16) .
N1 C12 1.386(18) .
N1 C16 1.399(17) .
N2 O4 1.234(12) .
C16 C17 1.490(14) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
N1' N2' 1.291(13) .
N1' C12 1.458(9) .
N1' C16' 1.517(16) .
N2' O4' 1.234(10) .
C16' C17' 1.503(16) .
C16' H16C 0.9700 .
C16' H16D 0.9700 .
C17' H17D 0.9600 .
C17' H17E 0.9600 .
C17' H17F 0.9600 .
O1 C1 1.191(4) .
O2 C1 1.355(5) .
O2 C8 1.497(5) .
O3 C14 1.365(3) 7_565
O3 C14 1.365(3) .
C1 C2 1.465(6) .
C2 C7 1.355(5) .
C2 C3 1.406(6) .
C3 C4 1.355(6) .
C3 H3 0.9300 .
C4 C5 1.382(6) .
C4 H4 0.9300 .
C5 C6 1.378(6) .
C5 H5 0.9300 .
C6 C7 1.358(5) .
C6 H6 0.9300 .
C7 C8 1.523(5) .
C8 C9 1.505(3) 7_565
C8 C9 1.505(3) .
C9 C14 1.377(4) .
C9 C10 1.383(4) .
C10 C11 1.371(4) .
C10 H10 0.9300 .
C11 C12 1.394(5) .
C11 C15 1.503(4) .
C12 C13 1.361(4) .
C13 C14 1.372(4) .
C13 H13 0.9300 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
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
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
C13 H13 O4' 0.93 2.49 3.387(7) 161.5 5_665
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_4
C12 N1 N2 O4 16(3) . .
C16 N1 N2 O4 168.4(15) . .
N2 N1 C16 C17 155.5(15) . .
C12 N1 C16 C17 -52(3) . .
C12 N1' N2' O4' -176.7(9) . .
C16' N1' N2' O4' 13(2) . .
N2' N1' C16' C17' -140.8(18) . .
C12 N1' C16' C17' 49(2) . .
C8 O2 C1 O1 180.000(0) . .
C8 O2 C1 C2 0.000(0) . .
O1 C1 C2 C7 180.000(1) . .
O2 C1 C2 C7 0.000(0) . .
O1 C1 C2 C3 0.000(1) . .
O2 C1 C2 C3 180.000(0) . .
C7 C2 C3 C4 0.000(0) . .
C1 C2 C3 C4 180.000(0) . .
C2 C3 C4 C5 0.000(0) . .
C3 C4 C5 C6 0.000(0) . .
C4 C5 C6 C7 0.000(0) . .
C3 C2 C7 C6 0.000(0) . .
C1 C2 C7 C6 180.000(0) . .
C3 C2 C7 C8 180.000(0) . .
C1 C2 C7 C8 0.000(0) . .
C5 C6 C7 C2 0.000(0) . .
C5 C6 C7 C8 180.000(0) . .
C1 O2 C8 C9 -120.11(18) . 7_565
C1 O2 C8 C9 120.11(18) . .
C1 O2 C8 C7 0.000(0) . .
C2 C7 C8 O2 0.000(0) . .
C6 C7 C8 O2 180.000(0) . .
C2 C7 C8 C9 115.4(2) . 7_565
C6 C7 C8 C9 -64.6(2) . 7_565
C2 C7 C8 C9 -115.4(2) . .
C6 C7 C8 C9 64.6(2) . .
O2 C8 C9 C14 99.8(3) . .
C9 C8 C9 C14 -17.5(4) 7_565 .
C7 C8 C9 C14 -148.1(3) . .
O2 C8 C9 C10 -76.3(3) . .
C9 C8 C9 C10 166.34(17) 7_565 .
C7 C8 C9 C10 35.8(4) . .
C14 C9 C10 C11 -1.3(4) . .
C8 C9 C10 C11 174.9(3) . .
C9 C10 C11 C12 0.6(4) . .
C9 C10 C11 C15 -179.7(3) . .
N2 N1 C12 C13 84(2) . .
C16 N1 C12 C13 -60(2) . .
N2 N1 C12 C11 -104(2) . .
C16 N1 C12 C11 113(2) . .
N2 N1 C12 N1' 12(7) . .
C16 N1 C12 N1' -131(11) . .
C10 C11 C12 C13 -0.2(4) . .
C15 C11 C12 C13 -179.8(3) . .
C10 C11 C12 N1 -172.7(7) . .
C15 C11 C12 N1 7.7(8) . .
C10 C11 C12 N1' 177.8(5) . .
C15 C11 C12 N1' -1.8(6) . .
N2' N1' C12 C13 80.3(11) . .
C16' N1' C12 C13 -108.0(11) . .
N2' N1' C12 N1 -167(10) . .
C16' N1' C12 N1 5(8) . .
N2' N1' C12 C11 -97.8(11) . .
C16' N1' C12 C11 73.9(11) . .
N1 C12 C13 C14 172.7(7) . .
C11 C12 C13 C14 0.4(4) . .
N1' C12 C13 C14 -177.7(5) . .
C14 O3 C14 C13 -171.0(2) 7_565 .
C14 O3 C14 C9 9.0(5) 7_565 .
C12 C13 C14 O3 179.0(3) . .
C12 C13 C14 C9 -1.1(4) . .
C10 C9 C14 O3 -178.5(3) . .
C8 C9 C14 O3 5.2(4) . .
C10 C9 C14 C13 1.5(4) . .
C8 C9 C14 C13 -174.7(3) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.883 0.250 -0.196 120 44 ' '
2 0.117 0.750 0.195 120 44 ' '
3 0.617 0.750 0.304 120 44 ' '
4 0.383 0.250 0.695 120 44 ' '
