#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/71/7207164.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_7207164
loop_
_publ_author_name
'Aitipamula, Srinivasulu'
'Chow, Pui Shan'
'Tan, Reginald B. H.'
_publ_section_title
;
 The solvates of sulfamerazine: structural, thermochemical, and
 desolvation studies
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              691
_journal_paper_doi               10.1039/c1ce06095c
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C13 H16 N4 O3 S'
_chemical_formula_weight         308.36
_chemical_name_common            'Sulfamerazine-1,4-dioxane (1:0.5)'
_chemical_name_systematic        'Sulfamerazine-1,4-dioxane (1:0.5)'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.16(3)
_cell_angle_beta                 95.69(3)
_cell_angle_gamma                105.23(3)
_cell_formula_units_Z            2
_cell_length_a                   7.7675(16)
_cell_length_b                   8.1233(16)
_cell_length_c                   12.631(3)
_cell_measurement_reflns_used    2572
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      30.9634
_cell_measurement_theta_min      1.6221
_cell_volume                     764.3(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10768
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_T_max  0.9518
_exptl_absorpt_correction_T_min  0.9518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'R. H. Blessing, Acta Cryst. 1995 A51, 33-38'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0502P)²+0.3873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1125
_reflns_number_gt                3591
_reflns_number_total             3750
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce06095c.txt
_cod_data_source_block           SM-Diox(1:0.5)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7207164
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.12079(5) 0.51419(5) 0.76835(3) 0.02287(11) Uani 1 1 d .
O3 O 0.12072(15) 0.99926(15) 0.09194(9) 0.0273(2) Uani 1 1 d .
O2 O -0.06584(15) 0.44087(15) 0.78071(9) 0.0280(3) Uani 1 1 d .
O1 O 0.21727(16) 0.66478(14) 0.83125(9) 0.0282(3) Uani 1 1 d .
N2 N 0.11404(18) 0.55840(17) 0.64128(10) 0.0242(3) Uani 1 1 d .
N3 N 0.42399(17) 0.67181(17) 0.64132(10) 0.0244(3) Uani 1 1 d .
C1 C 0.23722(19) 0.35944(19) 0.78499(11) 0.0213(3) Uani 1 1 d .
C5 C 0.5052(2) 0.2777(2) 0.84469(13) 0.0254(3) Uani 1 1 d .
H5 H 0.6248 0.3066 0.8784 0.030 Uiso 1 1 calc R
N4 N 0.22325(18) 0.61693(18) 0.48017(11) 0.0282(3) Uani 1 1 d .
C2 C 0.1524(2) 0.19197(19) 0.74789(12) 0.0231(3) Uani 1 1 d .
H2 H 0.0320 0.1635 0.7155 0.028 Uiso 1 1 calc R
C3 C 0.2440(2) 0.06783(19) 0.75852(12) 0.0239(3) Uani 1 1 d .
H3 H 0.1862 -0.0461 0.7331 0.029 Uiso 1 1 calc R
N1 N 0.5127(2) -0.01411(19) 0.81513(14) 0.0353(3) Uani 1 1 d .
C6 C 0.4139(2) 0.4027(2) 0.83337(12) 0.0239(3) Uani 1 1 d .
H6 H 0.4710 0.5170 0.8583 0.029 Uiso 1 1 calc R
C7 C 0.2625(2) 0.61874(19) 0.58629(12) 0.0232(3) Uani 1 1 d .
C4 C 0.4228(2) 0.1086(2) 0.80686(12) 0.0245(3) Uani 1 1 d .
C8 C 0.5635(2) 0.7306(2) 0.58471(13) 0.0278(3) Uani 1 1 d .
C13 C 0.0730(2) 0.8616(2) 0.01264(13) 0.0288(3) Uani 1 1 d .
H13A H 0.0760 0.7535 0.0467 0.035 Uiso 1 1 calc R
H13B H 0.1616 0.8825 -0.0401 0.035 Uiso 1 1 calc R
C9 C 0.5378(2) 0.7381(2) 0.47461(14) 0.0346(4) Uani 1 1 d .
H9 H 0.6355 0.7822 0.4345 0.042 Uiso 1 1 calc R
C12 C 0.1117(2) 1.1551(2) 0.04331(13) 0.0297(3) Uani 1 1 d .
H12A H 0.2013 1.1832 -0.0086 0.036 Uiso 1 1 calc R
H12B H 0.1410 1.2493 0.0985 0.036 Uiso 1 1 calc R
C10 C 0.3639(2) 0.6786(2) 0.42585(14) 0.0345(4) Uani 1 1 d .
H10 H 0.3436 0.6817 0.3506 0.041 Uiso 1 1 calc R
C11 C 0.7458(2) 0.7857(3) 0.64641(15) 0.0363(4) Uani 1 1 d .
H11A H 0.7528 0.8851 0.6935 0.055 Uiso 1 1 calc R
H11B H 0.8374 0.8162 0.5969 0.055 Uiso 1 1 calc R
H11C H 0.7664 0.6920 0.6891 0.055 Uiso 1 1 calc R
H1 H 0.450(3) -0.124(3) 0.7986(18) 0.042(6) Uiso 1 1 d .
H4 H 0.624(3) 0.009(3) 0.850(2) 0.052(7) Uiso 1 1 d .
H7 H 0.015(3) 0.505(3) 0.6024(18) 0.039(6) Uiso 1 1 d .
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
O1 S1 O2 118.98(8) . .
O1 S1 N2 109.05(8) . .
O2 S1 N2 102.39(7) . .
O1 S1 C1 108.98(7) . .
O2 S1 C1 109.72(7) . .
N2 S1 C1 106.97(7) . .
C12 O3 C13 109.62(12) . .
C7 N2 S1 125.44(11) . .
C7 N2 H7 115.7(15) . .
S1 N2 H7 114.9(15) . .
C7 N3 C8 116.59(14) . .
C2 C1 C6 120.66(14) . .
C2 C1 S1 118.91(11) . .
C6 C1 S1 120.43(12) . .
C6 C5 C4 120.73(14) . .
C6 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
C10 N4 C7 115.04(14) . .
C3 C2 C1 119.74(14) . .
C3 C2 H2 120.1 . .
C1 C2 H2 120.1 . .
C2 C3 C4 120.61(14) . .
C2 C3 H3 119.7 . .
C4 C3 H3 119.7 . .
C4 N1 H1 118.1(14) . .
C4 N1 H4 120.7(16) . .
H1 N1 H4 120(2) . .
C5 C6 C1 119.52(14) . .
C5 C6 H6 120.2 . .
C1 C6 H6 120.2 . .
N3 C7 N4 127.19(14) . .
N3 C7 N2 118.74(14) . .
N4 C7 N2 114.07(14) . .
N1 C4 C5 121.20(14) . .
N1 C4 C3 120.06(15) . .
C5 C4 C3 118.74(14) . .
N3 C8 C9 121.06(15) . .
N3 C8 C11 116.56(15) . .
C9 C8 C11 122.38(15) . .
O3 C13 C12 110.84(13) . 2_575
O3 C13 H13A 109.5 . .
C12 C13 H13A 109.5 2_575 .
O3 C13 H13B 109.5 . .
C12 C13 H13B 109.5 2_575 .
H13A C13 H13B 108.1 . .
C10 C9 C8 117.26(15) . .
C10 C9 H9 121.4 . .
C8 C9 H9 121.4 . .
O3 C12 C13 110.68(14) . 2_575
O3 C12 H12A 109.5 . .
C13 C12 H12A 109.5 2_575 .
O3 C12 H12B 109.5 . .
C13 C12 H12B 109.5 2_575 .
H12A C12 H12B 108.1 . .
N4 C10 C9 122.84(16) . .
N4 C10 H10 118.6 . .
C9 C10 H10 118.6 . .
C8 C11 H11A 109.5 . .
C8 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C8 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O1 1.4319(13) .
S1 O2 1.4408(12) .
S1 N2 1.6505(13) .
S1 C1 1.7356(15) .
O3 C12 1.433(2) .
O3 C13 1.434(2) .
N2 C7 1.3887(19) .
N2 H7 0.87(2) .
N3 C7 1.332(2) .
N3 C8 1.345(2) .
C1 C2 1.395(2) .
C1 C6 1.397(2) .
C5 C6 1.385(2) .
C5 C4 1.406(2) .
C5 H5 0.9500 .
N4 C10 1.338(2) .
N4 C7 1.344(2) .
C2 C3 1.380(2) .
C2 H2 0.9500 .
C3 C4 1.412(2) .
C3 H3 0.9500 .
N1 C4 1.360(2) .
N1 H1 0.91(2) .
N1 H4 0.91(3) .
C6 H6 0.9500 .
C8 C9 1.390(2) .
C8 C11 1.499(2) .
C13 C12 1.507(2) 2_575
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C9 C10 1.385(2) .
C9 H9 0.9500 .
C12 C13 1.507(2) 2_575
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C10 H10 0.9500 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139196179
