Synthesis and crystal structure of ((6R,7S)-3-ethyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)(phenyl)methanone hemihydrate, 2(C19H18N4OS) ⋅ H2O
Ding, Qichun; Yang, Ruya; Yao, Peipao; Zeitschrift für Kristallographie - New Crystal Structures 235 (2020) 1157–1159; doi:10.1515/ncrs-2020-0219

data_8105407
_publ_section_title
;
 Synthesis and crystal structure of
 ((6R,7S)-3-ethyl-6-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)(phenyl)methanone
 hemihydrate, 2(C19H18N4OS) &#x22C5; H2O
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1157
_journal_page_last               1159
_journal_paper_doi               10.1515/ncrs-2020-0219
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         '2(C19 H18 N4 O S), H2 O'
_chemical_formula_sum            'C38 H38 N8 O3 S2'
_chemical_formula_weight         718.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_cell_angle_alpha                97.5790(10)
_cell_angle_beta                 97.9670(10)
_cell_angle_gamma                109.8350(10)
_cell_formula_units_Z            2
_cell_length_a                   10.1773(12)
_cell_length_b                   12.9096(15)
_cell_length_c                   15.1950(18)
_cell_measurement_reflns_used    5582
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.471
_cell_measurement_theta_min      2.220
_cell_volume                     1825.2(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14724
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.593
_diffrn_reflns_theta_min         2.561
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. 
wR2(int) was 0.0799 before and 0.0299 after correction.
The Ratio of minimum to maximum transmission is 0.9364. 
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       block
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.643
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         7804
_refine_ls_number_restraints     184
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0523
_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/[\s^2^(Fo^2^)+(0.0609P)^2^+0.7748P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1412
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5694
_reflns_number_total             7804
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2020-0219_suppl.cif
_cod_data_source_block           1
_cod_database_code               8105407
_shelx_estimated_absorpt_t_max   0.955
_shelx_estimated_absorpt_t_min   0.949
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All S(H,H) groups
2. Restrained distances
 O3-H3a = O3-H3b
 0.85 with sigma of 0.01
 H3b-H3a
 1.39 with sigma of 0.01
 C36-C28
 2.1 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C19 \\sim C19A \\sim C18A \\sim C18 \\sim C17 \\sim C17A \\sim C38: within 2.8A
with sigma of 0.01 and sigma for terminal atoms of 0.02
C38 \\sim C38A \\sim C37A \\sim C37 \\sim C36A \\sim C36: within 2.8A with
sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(C19A)=Sof(H19d)=Sof(H19e)=Sof(H19f)=Sof(C18A)=Sof(H18c)=Sof(H18d)=
 Sof(C17A)=1-FVAR(1)
 Sof(C17)=Sof(C18)=Sof(H18a)=Sof(H18b)=Sof(C19)=Sof(H19a)=Sof(H19b)=Sof(H19c)=
 FVAR(1)
 Sof(C37A)=Sof(H37c)=Sof(H37d)=Sof(C36A)=Sof(C38A)=Sof(H38d)=Sof(H38e)=
 Sof(H38f)=1-FVAR(2)
 Sof(C36)=Sof(C37)=Sof(H37a)=Sof(H37b)=Sof(C38)=Sof(H38a)=Sof(H38b)=Sof(H38c)=
 FVAR(2)
5.a Riding coordinates:
 N1(H1a), N5(H5a)
5.b Ternary CH refined with riding coordinates:
 C8(H8), C9(H9), C27(H27), C29(H29)
5.c Secondary CH2 refined with riding coordinates:
 C18(H18a,H18b), C37(H37a,H37b), C18A(H18c,H18d), C37A(H37c,H37d)
5.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C31(H31),
  C32(H32), C33(H33), C34(H34), C35(H35)
5.e Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C38(H38a,H38b,H38c), C19A(H19d,H19e,H19f), C38A(H38d,
 H38e,H38f)
;
_olex2_submission_special_instructions 'No special instructions were received'