#------------------------------------------------------------------------------
#$Date: 2020-04-07 20:56:33 +0300 (Tue, 07 Apr 2020) $
#$Revision: 250444 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/74/4037411.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_4037411
loop_
_publ_author_name
'Galangau, Olivier'
'Delbaere, Stéphanie'
'Ratel-Ramond, Nicolas'
'Rapenne, Gwénaël'
'Li, Ruiji'
'Calupitan, Jan Patrick Dela Cruz'
'Nakashima, Takuya'
'Kawai, Tsuyoshi'
_publ_section_title
;
 Dual Photochemical Bond Cleavage for a Diarylethene-Based Phototrigger
 Containing both Methanolic and Acetic Sources.
;
_journal_issue                   22
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11282
_journal_page_last               11290
_journal_paper_doi               10.1021/acs.joc.6b02256
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C25 H19 N O2 S2'
_chemical_formula_weight         429.53
_space_group_IT_number           29
_space_group_name_Hall           'P -2a -2ab'
_space_group_name_H-M_alt        'P b 21 a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P -2a -2ab'
_symmetry_space_group_name_H-M   'P b 21 a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-06-01T08:46:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.7644(5)
_cell_length_b                   16.2126(7)
_cell_length_c                   24.4126(13)
_cell_measurement_reflns_used    364
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      24.21
_cell_measurement_theta_min      2.68
_cell_volume                     4260.5(4)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker kappa APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'graphite monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            39032
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.08
_diffrn_reflns_theta_min         0.834
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          1.00
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details
;
 Flack x determined using 2560 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     578
_refine_ls_number_reflns         7795
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0703P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1126
_reflns_number_gt                6555
_reflns_number_total             7795
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo6b02256_si_001.cif
_cod_data_source_block           og133_mes_0m
_cod_depositor_comments
;

2020-04-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C50 H38 N2 O4 S4'
_cod_original_formula_weight         859.06
_cod_original_formula_units_Z            4
_cod_original_sg_symbol_H-M      'P b21a'
_cod_database_code               4037411
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
x+1/2,y,-z
-x+1/2,y+1/2,z
-x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
C1 0.5532(3) 0.8365(2) 0.57911(16) 0.0348(9) Uani d 1 C
H1 0.4797 0.8663 0.5767 0.038(11) Uiso calc 1 H
C2 0.6426(3) 0.8583(2) 0.61690(16) 0.0326(8) Uani d 1 C
H2 0.6287 0.9029 0.6401 0.041(11) Uiso calc 1 H
C3 0.7528(3) 0.8147(2) 0.62057(14) 0.0260(7) Uani d 1 C
H3 0.8128 0.8301 0.646 0.049(13) Uiso calc 1 H
C4 0.7737(3) 0.74740(19) 0.58609(13) 0.0223(7) Uani d 1 C
C5 0.6829(3) 0.7252(2) 0.54806(15) 0.0276(8) Uani d 1 C
H5 0.6957 0.6805 0.5249 0.030(10) Uiso calc 1 H
C6 0.5735(3) 0.7701(2) 0.54500(16) 0.0327(9) Uani d 1 C
H6 0.5131 0.7553 0.5196 0.039 Uiso calc 1 H
C7 0.8920(3) 0.70152(18) 0.59057(14) 0.0214(7) Uani d 1 C
C8 1.0849(3) 0.6720(2) 0.61626(14) 0.0217(7) Uani d 1 C
C9 1.0625(3) 0.6010(2) 0.58720(14) 0.0238(7) Uani d 1 C
C10 1.2001(3) 0.6919(2) 0.64525(15) 0.0260(8) Uani d 1 C
C11 1.1397(3) 0.52713(19) 0.58055(14) 0.0241(7) Uani d 1 C
C12 1.2030(3) 0.7264(2) 0.69935(15) 0.0290(8) Uani d 1 C
C13 1.1071(3) 0.7499(2) 0.73396(16) 0.0369(9) Uani d 1 C
H13 1.025 0.743 0.723 0.028(9) Uiso calc 1 H
C14 1.1330(4) 0.7831(3) 0.78419(19) 0.0489(11) Uani d 1 C
H14 1.0679 0.7988 0.807 0.032(10) Uiso calc 1 H
C15 1.2536(5) 0.7938(3) 0.80176(18) 0.0531(12) Uani d 1 C
H15 1.2686 0.8172 0.8359 0.058(14) Uiso calc 1 H
C16 1.3509(4) 0.7708(3) 0.7699(2) 0.0489(12) Uani d 1 C
H16 1.4322 0.778 0.7819 0.055(13) Uiso calc 1 H
C17 1.3262(3) 0.7356(2) 0.71815(17) 0.0356(9) Uani d 1 C
C18 1.3153(3) 0.6772(2) 0.62570(17) 0.0349(9) Uani d 1 C
H18 1.3298 0.6553 0.5911 0.046(12) Uiso calc 1 H
C19 1.1592(3) 0.4924(2) 0.52905(15) 0.0263(8) Uani d 1 C
C20 1.2351(3) 0.4233(2) 0.52231(15) 0.0308(9) Uani d 1 C
H20 1.2485 0.4012 0.4877 0.025(9) Uiso calc 1 H
C21 1.2897(3) 0.3882(2) 0.56776(17) 0.0349(9) Uani d 1 C
H21 1.3411 0.3426 0.5633 0.032(9) Uiso calc 1 H
C22 1.2699(3) 0.4193(2) 0.61975(16) 0.0319(9) Uani d 1 C
H22 1.3067 0.3945 0.65 0.037(11) Uiso calc 1 H
C23 1.1946(3) 0.4879(2) 0.62613(15) 0.0275(8) Uani d 1 C
C24 1.0943(4) 0.4917(3) 0.43505(17) 0.0401(10) Uani d 1 C
H24A 1.0506 0.5262 0.4095 0.063(14) Uiso calc 1 H
H24B 1.177 0.4819 0.4218 0.088(19) Uiso calc 1 H
H24C 1.0514 0.4401 0.4388 0.056(14) Uiso calc 1 H
C25 1.2367(4) 0.4960(3) 0.72180(17) 0.0469(11) Uani d 1 C
H25A 1.2073 0.524 0.7539 0.032(11) Uiso calc 1 H
H25B 1.228 0.4375 0.7267 0.069(15) Uiso calc 1 H
H25C 1.3226 0.5092 0.7159 0.040(11) Uiso calc 1 H
C26 0.4525(3) 0.5945(2) 0.92640(16) 0.0344(9) Uani d 1 C
H26 0.5268 0.6233 0.9301 0.033(10) Uiso calc 1 H
C27 0.3673(3) 0.6184(2) 0.88777(15) 0.0309(8) Uani d 1 C
H27 0.3844 0.6633 0.8653 0.033(10) Uiso calc 1 H
C28 0.2566(3) 0.5766(2) 0.88183(14) 0.0266(7) Uani d 1 C
H28 0.1994 0.5935 0.8556 0.059(14) Uiso calc 1 H
C29 0.2305(3) 0.5089(2) 0.91505(13) 0.0231(7) Uani d 1 C
C30 0.3175(3) 0.4845(2) 0.95436(15) 0.0294(8) Uani d 1 C
H30 0.3014 0.4394 0.9768 0.034(10) Uiso calc 1 H
C31 0.4284(3) 0.5280(2) 0.95972(17) 0.0339(9) Uani d 1 C
H31 0.4863 0.512 0.9859 0.041(10) Uiso calc 1 H
C32 0.1131(3) 0.46364(19) 0.90832(14) 0.0215(7) Uani d 1 C
C33 -0.0783(3) 0.4351(2) 0.88134(14) 0.0230(7) Uani d 1 C
C34 -0.0569(3) 0.3636(2) 0.90975(13) 0.0232(7) Uani d 1 C
C35 -0.1949(3) 0.4559(2) 0.85287(15) 0.0256(8) Uani d 1 C
C36 -0.1374(3) 0.2906(2) 0.91542(14) 0.0250(7) Uani d 1 C
C37 -0.3096(3) 0.4394(2) 0.87348(16) 0.0319(9) Uani d 1 C
H37 -0.3221 0.4166 0.908 0.049(13) Uiso calc 1 H
C38 -0.2012(3) 0.4920(2) 0.79915(15) 0.0256(8) Uani d 1 C
C39 -0.1063(3) 0.5194(2) 0.76440(15) 0.0313(8) Uani d 1 C
H39 -0.0238 0.5147 0.7752 0.038(10) Uiso calc 1 H
C40 -0.1348(3) 0.5532(3) 0.71444(16) 0.0373(9) Uani d 1 C
H40 -0.0713 0.571 0.6915 0.058(13) Uiso calc 1 H
C41 -0.2591(4) 0.5613(3) 0.69767(15) 0.0400(10) Uani d 1 C
H41 -0.2767 0.5851 0.6639 0.059(13) Uiso calc 1 H
C42 -0.3553(3) 0.5346(2) 0.73023(17) 0.0372(9) Uani d 1 C
H42 -0.4373 0.5393 0.7187 0.078(17) Uiso calc 1 H
C43 -0.3266(3) 0.5002(2) 0.78104(16) 0.0296(8) Uani d 1 C
C44 -0.1628(3) 0.2561(2) 0.96676(16) 0.0288(8) Uani d 1 C
C45 -0.2429(3) 0.1890(2) 0.97256(17) 0.0345(9) Uani d 1 C
H45 -0.2595 0.167 1.007 0.062(14) Uiso calc 1 H
C46 -0.2966(3) 0.1561(2) 0.92667(19) 0.0411(10) Uani d 1 C
H46 -0.3518 0.1123 0.9304 0.044(11) Uiso calc 1 H
C47 -0.2707(3) 0.1865(2) 0.87462(17) 0.0377(10) Uani d 1 C
H47 -0.307 0.1627 0.8439 0.039(11) Uiso calc 1 H
C48 -0.1907(3) 0.2525(2) 0.86905(15) 0.0287(8) Uani d 1 C
C49 -0.1016(4) 0.2522(3) 1.06121(17) 0.0433(10) Uani d 1 C
H49A -0.0573 0.2853 1.0874 0.058(14) Uiso calc 1 H
H49B -0.1852 0.2438 1.0737 0.075(16) Uiso calc 1 H
H49C -0.0609 0.1999 1.0573 0.050(13) Uiso calc 1 H
C50 -0.2248(4) 0.2636(3) 0.77307(18) 0.0550(12) Uani d 1 C
H50A -0.1904 0.2904 0.7415 0.072(16) Uiso calc 1 H
H50B -0.2219 0.2049 0.768 0.10(2) Uiso calc 1 H
H50C -0.3094 0.2807 0.7779 0.069(15) Uiso calc 1 H
N1 0.9884(2) 0.72809(16) 0.61819(11) 0.0235(6) Uani d 1 N
N2 0.0185(2) 0.49117(16) 0.88045(11) 0.0244(6) Uani d 1 N
O1 1.1003(2) 0.53182(15) 0.48703(10) 0.0324(6) Uani d 1 O
O2 1.1664(2) 0.52131(15) 0.67593(10) 0.0331(6) Uani d 1 O
O3 -0.1037(2) 0.29355(15) 1.00951(11) 0.0355(6) Uani d 1 O
O4 -0.1552(2) 0.28511(16) 0.81983(11) 0.0359(6) Uani d 1 O
S1 0.91301(7) 0.60615(5) 0.55999(4) 0.0249(3) Uani d 1 S
S2 1.43237(8) 0.70231(7) 0.67022(5) 0.0461(4) Uani d 1 S
S3 0.08964(7) 0.36766(5) 0.93820(4) 0.0248(3) Uani d 1 S
S4 -0.42943(8) 0.46451(6) 0.82997(5) 0.0390(3) Uani d 1 S
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C6 C1 C2 119.7(3)
C1 C2 C3 120.6(4)
C2 C3 C4 119.9(3)
C5 C4 C3 119.3(3)
C5 C4 C7 121.5(3)
C3 C4 C7 119.2(3)
C6 C5 C4 119.7(3)
C1 C6 C5 120.8(3)
N1 C7 C4 123.7(3)
N1 C7 S1 114.3(2)
C4 C7 S1 122.0(2)
C9 C8 N1 115.9(3)
C9 C8 C10 125.7(3)
N1 C8 C10 118.4(3)
C8 C9 C11 129.9(3)
C8 C9 S1 108.6(2)
C11 C9 S1 121.4(3)
C18 C10 C12 112.0(3)
C18 C10 C8 124.6(4)
C12 C10 C8 123.3(3)
C19 C11 C23 117.8(3)
C19 C11 C9 121.0(3)
C23 C11 C9 121.2(3)
C13 C12 C17 118.2(4)
C13 C12 C10 130.6(3)
C17 C12 C10 111.2(3)
C14 C13 C12 120.1(4)
C13 C14 C15 121.4(4)
C16 C15 C14 120.9(4)
C15 C16 C17 118.7(4)
C16 C17 C12 120.7(4)
C16 C17 S2 127.6(3)
C12 C17 S2 111.7(3)
C10 C18 S2 114.2(3)
O1 C19 C11 114.7(3)
O1 C19 C20 124.0(3)
C11 C19 C20 121.3(3)
C21 C20 C19 119.1(3)
C20 C21 C22 121.5(3)
C21 C22 C23 119.1(3)
O2 C23 C22 123.3(3)
O2 C23 C11 115.5(3)
C22 C23 C11 121.2(3)
C27 C26 C31 120.1(3)
C26 C27 C28 120.8(3)
C27 C28 C29 120.0(3)
C28 C29 C30 119.2(3)
C28 C29 C32 120.1(3)
C30 C29 C32 120.7(3)
C31 C30 C29 119.7(3)
C26 C31 C30 120.2(3)
N2 C32 C29 124.0(3)
N2 C32 S3 114.3(2)
C29 C32 S3 121.7(2)
C34 C33 N2 115.9(3)
C34 C33 C35 125.1(3)
N2 C33 C35 119.0(3)
C33 C34 C36 128.9(3)
C33 C34 S3 109.0(2)
C36 C34 S3 122.0(2)
C37 C35 C38 112.0(3)
C37 C35 C33 123.6(3)
C38 C35 C33 124.3(3)
C44 C36 C48 117.6(3)
C44 C36 C34 121.4(3)
C48 C36 C34 121.0(3)
C35 C37 S4 114.0(3)
C39 C38 C43 118.2(3)
C39 C38 C35 130.3(3)
C43 C38 C35 111.4(3)
C40 C39 C38 120.1(3)
C39 C40 C41 120.6(4)
C42 C41 C40 121.3(4)
C41 C42 C43 118.3(3)
C42 C43 C38 121.5(3)
C42 C43 S4 127.4(3)
C38 C43 S4 111.1(3)
O3 C44 C45 123.9(3)
O3 C44 C36 114.6(3)
C45 C44 C36 121.6(3)
C46 C45 C44 118.8(4)
C45 C46 C47 121.6(4)
C48 C47 C46 119.3(4)
O4 C48 C47 124.1(3)
O4 C48 C36 115.0(3)
C47 C48 C36 120.9(4)
C7 N1 C8 111.2(3)
C32 N2 C33 110.9(3)
C19 O1 C24 118.4(3)
C23 O2 C25 118.1(3)
C44 O3 C49 118.3(3)
C48 O4 C50 117.9(3)
C7 S1 C9 89.97(15)
C18 S2 C17 90.99(18)
C34 S3 C32 89.90(16)
C37 S4 C43 91.48(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.377(6)
C1 C2 1.379(5)
C2 C3 1.384(5)
C3 C4 1.396(5)
C4 C5 1.395(5)
C4 C7 1.479(4)
C5 C6 1.386(5)
C7 N1 1.311(4)
C7 S1 1.732(3)
C8 C9 1.374(5)
C8 N1 1.382(4)
C8 C10 1.464(4)
C9 C11 1.467(4)
C9 S1 1.743(3)
C10 C18 1.349(5)
C10 C12 1.435(5)
C11 C19 1.394(5)
C11 C23 1.411(5)
C12 C13 1.388(5)
C12 C17 1.411(4)
C13 C14 1.368(6)
C14 C15 1.378(6)
C15 C16 1.357(7)
C16 C17 1.410(6)
C17 S2 1.722(4)
C18 S2 1.714(4)
C19 O1 1.365(4)
C19 C20 1.396(5)
C20 C21 1.378(5)
C21 C22 1.382(5)
C22 C23 1.386(5)
C23 O2 1.365(4)
C24 O1 1.427(5)
C25 O2 1.413(4)
C26 C27 1.371(5)
C26 C31 1.375(6)
C27 C28 1.378(5)
C28 C29 1.393(5)
C29 C30 1.398(5)
C29 C32 1.470(4)
C30 C31 1.392(5)
C32 N2 1.304(4)
C32 S3 1.737(3)
C33 C34 1.371(5)
C33 N2 1.383(4)
C33 C35 1.473(4)
C34 C36 1.473(5)
C34 S3 1.725(3)
C35 C37 1.360(4)
C35 C38 1.438(5)
C36 C44 1.400(5)
C36 C48 1.412(5)
C37 S4 1.720(4)
C38 C39 1.400(5)
C38 C43 1.427(4)
C39 C40 1.372(5)
C40 C41 1.405(5)
C41 C42 1.375(6)
C42 C43 1.394(6)
C43 S4 1.728(4)
C44 O3 1.365(4)
C44 C45 1.396(5)
C45 C46 1.369(6)
C46 C47 1.391(6)
C47 C48 1.380(5)
C48 O4 1.367(4)
C49 O3 1.429(5)
C50 O4 1.409(5)
