#------------------------------------------------------------------------------
#$Date: 2024-10-06 09:52:41 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295165 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/23/1572374.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_1572374
loop_
_publ_author_name
'Li, Yang'
'Chen, Xinglong'
'Ok, Kang Min'
_publ_section_title
;
 Strategically designed metal-free deep-ultraviolet birefringent crystals
 with superior optical properties.
;
_journal_issue                   37
_journal_name_full               'Chemical science'
_journal_page_first              15145
_journal_page_last               15151
_journal_paper_doi               10.1039/d4sc04155k
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C H3 O3 S, C H6 N3'
_chemical_formula_sum            'C2 H9 N3 O3 S'
_chemical_formula_weight         155.18
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-I 2y'
_space_group_name_H-M_alt        'I 1 2/m 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2024-05-23
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-23 deposited with the CCDC.	2024-08-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.800(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0029(11)
_cell_length_b                   7.3514(5)
_cell_length_c                   10.4776(7)
_cell_measurement_reflns_used    6829
_cell_measurement_temperature    299.15
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      3.191
_cell_volume                     751.33(11)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      299.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'Bruker D8_QUEST'
_diffrn_measurement_device_type  'Bruker D8_QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6829
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.600
_diffrn_reflns_theta_min         3.191
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_exptl_absorpt_coefficient_mu    0.382
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1220 before and 0.1009 after correction.
The Ratio of minimum to maximum transmission is 0.5620.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.392
_exptl_crystal_size_mid          0.378
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     49
_refine_ls_number_reflns         940
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.200
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0680
_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)+(0.0209P)²+2.8638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1430
_reflns_Friedel_coverage         0.000
_reflns_number_gt                828
_reflns_number_total             940
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc04155k2.cif
_cod_data_source_block           2_pl
_cod_depositor_comments          'Adding full bibliography for 1572374.cif.'
_cod_database_code               1572374
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All N(H,H) groups
2.a Riding coordinates:
 C2(H2a,H2b), N1(H1a,H1b), N2(H2)
;
_shelx_res_file
;
TITL 2 C 1 2/m 1 R = 0.07 New:I2/m
    2_pl.res
    created by SHELXL-2018/3 at 16:47:11 on 13-Apr-2023
CELL 0.71073 10.0029 7.3514 10.4776 90 102.8 90
ZERR 4 0.0011 0.0005 0.0007 0 0.007 0
LATT 2
SYMM -X,+Y,-Z
SFAC C H N O S
UNIT 8 36 12 12 4
EQIV $1 0.5+X,1.5-Y,0.5+Z
EQIV $2 +X,1-Y,+Z

L.S. 50
PLAN  5
TEMP 26
CONF
HTAB N1 O1
HTAB N1 O2_$1
HTAB N2 O2_$2
BOND $H
MORE -1
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\2_sx.hkl">
REM </olex2.extras>

WGHT    0.020900    2.863800
FVAR       0.60567
S1    5   -0.046558    1.000000    0.231171    10.50000    0.03224    0.02527 =
         0.03308    0.00000   -0.00002    0.00000
O1    4    0.087247    1.000000    0.320866    10.50000    0.04120    0.03655 =
         0.04911    0.00000   -0.00985    0.00000
O2    4   -0.070561    0.836131    0.152211    11.00000    0.06011    0.03061 =
         0.04770   -0.00788   -0.01228    0.00243
C2    1   -0.170340    1.000000    0.329021    10.50000    0.06922    0.09444 =
         0.08135    0.00000    0.03580    0.00000
AFIX   3
H2A   2   -0.142840    0.893000    0.373221    11.00000   -1.20000
H2B   2   -0.247830    1.000000    0.261221    10.50000   -1.20000
AFIX   0

N1    3    0.226185    0.655887    0.403159    11.00000    0.04977    0.02834 =
         0.04607   -0.00269   -0.01147    0.00276
AFIX   3
H1A   2    0.290895    0.654987    0.462969    11.00000   -1.20000
H1B   2    0.190885    0.747987    0.372959    11.00000   -1.20000
AFIX   0
N2    3    0.071397    0.500000    0.247985    10.50000    0.05147    0.03222 =
         0.05916    0.00000   -0.02168    0.00000
AFIX   3
H2    2    0.035997    0.405000    0.218985    11.00000   -1.20000
AFIX   0
C1    1    0.174597    0.500000    0.352338    10.50000    0.03655    0.03003 =
         0.03861    0.00000   -0.00078    0.00000
HKLF 4 1 0 0 -1 0 1 0 1 0 1




REM  2 C 1 2/m 1 R = 0.07 New:I2/m
REM wR2 = 0.1430, GooF = S = 1.200, Restrained GooF = 1.200 for all data
REM R1 = 0.0680 for 828 Fo > 4sig(Fo) and 0.0775 for all 940 data
REM 49 parameters refined using 0 restraints

END

WGHT      0.0208      2.8676

REM Highest difference peak  0.407,  deepest hole -0.423,  1-sigma level  0.075
Q1    1  -0.1226  1.0000  0.2647  10.50000  0.05    0.41
Q2    1   0.0494  1.0000  0.2614  10.50000  0.05    0.38
Q3    1  -0.0194  0.9226  0.1691  11.00000  0.05    0.30
Q4    1   0.0053  0.8236  0.1296  11.00000  0.05    0.29
Q5    1   0.3767  0.5000  0.4305  10.50000  0.05    0.27
;
_shelx_res_checksum              28069
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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
S1 S -0.04656(11) 1.000000 0.23117(11) 0.0313(3) Uani 1 2 d S T P . .
O1 O 0.0872(3) 1.000000 0.3209(3) 0.0454(9) Uani 1 2 d S T P . .
O2 O -0.0706(3) 0.8361(3) 0.1522(2) 0.0499(7) Uani 1 1 d . . . . .
C2 C -0.1703(7) 1.000000 0.3290(7) 0.079(2) Uani 1 2 d S T P . .
H2A H -0.142840 0.893000 0.373221 0.094 Uiso 1 1 d R U . . .
H2B H -0.247830 1.000000 0.261221 0.094 Uiso 1 2 d R U P . .
N1 N 0.2262(3) 0.6559(4) 0.4032(3) 0.0448(8) Uani 1 1 d . . . . .
H1A H 0.290895 0.654987 0.462969 0.054 Uiso 1 1 d R U . . .
H1B H 0.190885 0.747987 0.372959 0.054 Uiso 1 1 d R U . . .
N2 N 0.0714(4) 0.500000 0.2480(4) 0.0529(13) Uani 1 2 d S T P . .
H2 H 0.035997 0.405000 0.218985 0.063 Uiso 1 1 d R U . . .
C1 C 0.1746(5) 0.500000 0.3523(5) 0.0365(10) Uani 1 2 d S T P . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0322(6) 0.0253(6) 0.0331(6) 0.000 0.0000(4) 0.000
O1 0.0412(19) 0.0365(19) 0.049(2) 0.000 -0.0099(15) 0.000
O2 0.0601(16) 0.0306(13) 0.0477(14) -0.0079(11) -0.0123(12) 0.0024(11)
C2 0.069(4) 0.094(6) 0.081(5) 0.000 0.036(4) 0.000
N1 0.0498(17) 0.0283(15) 0.0461(16) -0.0027(12) -0.0115(13) 0.0028(12)
N2 0.051(3) 0.032(2) 0.059(3) 0.000 -0.022(2) 0.000
C1 0.037(2) 0.030(2) 0.039(2) 0.000 -0.0008(19) 0.000
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C2 106.7(3) . . ?
O2 S1 O1 112.37(13) . . ?
O2 S1 O1 112.37(13) 6_575 . ?
O2 S1 O2 112.2(2) . 6_575 ?
O2 S1 C2 106.32(18) 6_575 . ?
O2 S1 C2 106.32(18) . . ?
S1 C2 H2A 97.0 . . ?
S1 C2 H2A 96.97(13) . 6_575 ?
S1 C2 H2B 97.4 . . ?
H2A C2 H2A 116.9 . 6_575 ?
H2A C2 H2B 119.3 . . ?
H2B C2 H2A 119.3 . 6_575 ?
H1A N1 H1B 122.2 . . ?
C1 N1 H1A 119.2 . . ?
C1 N1 H1B 118.6 . . ?
H2 N2 H2 118.9 . 6_565 ?
C1 N2 H2 120.27(2) . 6_565 ?
C1 N2 H2 120.3 . . ?
N1 C1 N1 120.6(4) . 6_565 ?
N1 C1 N2 119.7(2) 6_565 . ?
N1 C1 N2 119.7(2) . . ?
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
S1 O1 1.455(3) . ?
S1 O2 1.451(2) 6_575 ?
S1 O2 1.451(2) . ?
S1 C2 1.774(6) . ?
C2 H2A 0.9233 6_575 ?
C2 H2A 0.9233 . ?
C2 H2B 0.9282 . ?
N1 H1A 0.7950 . ?
N1 H1B 0.7961 . ?
N1 C1 1.320(3) . ?
N2 H2 0.8110 . ?
N2 H2 0.8110 6_565 ?
N2 C1 1.327(6) . ?
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
_geom_hbond_publ_flag
N1 H1A O2 0.79 2.15 2.932(3) 166.1 8_565 yes
N1 H1B O1 0.80 2.13 2.923(3) 171.0 . yes
N2 H2 O2 0.81 2.11 2.915(3) 174.8 6_565 yes
