Versatile solid forms of boscalid: insight into the crystal structures and phase transformations
Li, Zhonghua; Jia, Lina; Shi, Peng; Jiang, Shuang; Gong, Junbo; Wu, Songgu; CrystEngComm  (2019) –; doi:10.1039/C9CE00306A

data_7233915
_publ_section_title
;
 Versatile solid forms of boscalid: insight into the crystal structures
 and phase transformations
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C9CE00306A
_journal_year                    2019
_chemical_formula_moiety         'C18 H12 Cl2 N2 O, C2 H6 O1 S1'
_chemical_formula_sum            'C20 H18 Cl2 N2 O2 S'
_chemical_formula_weight         421.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-07-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2019-03-03 deposited with the CCDC.    2019-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.084(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   37.821(9)
_cell_length_b                   5.6762(13)
_cell_length_c                   18.699(5)
_cell_measurement_reflns_used    5748
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.3
_cell_volume                     3893.6(17)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133.15
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18755
_diffrn_reflns_point_group_measured_fraction_full 0.876
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.546
_diffrn_reflns_theta_min         3.332
_exptl_absorpt_coefficient_mu    0.459
_exptl_absorpt_correction_T_max  0.9470
_exptl_absorpt_correction_T_min  0.9138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 2720 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         7540
_refine_ls_number_restraints     112
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0273
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0407P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0674
_refine_ls_wR_factor_ref         0.0687
_reflns_Friedel_coverage         0.692
_reflns_Friedel_fraction_full    0.754
_reflns_Friedel_fraction_max     0.686
_reflns_number_gt                7094
_reflns_number_total             7540
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ce00306a2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        3893.7(16)
_cod_database_code               7233915
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.947
_shelx_estimated_absorpt_t_min   0.914
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-H1 = N1'-H1'
 0.9 with sigma of 0.01
 S1"-C20" = S1"-C19" = S1'-C20' = S1'-C19'
 1.78 with sigma of 0.01
 S1"-O2" = S1'-O2'
 1.5 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
S1" \\sim S1' \\sim C20" \\sim C19" \\sim C20' \\sim C19': within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(S1") \\sim Ueq, Uanis(S1') \\sim Ueq, Uanis(C20") \\sim Ueq, Uanis(C19")
\\sim Ueq, Uanis(C20') \\sim Ueq, Uanis(C19') \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(S1')=Sof(O2')=Sof(C20')=Sof(H20d)=Sof(H20e)=Sof(H20f)=Sof(C19')=Sof(H19d)=
 Sof(H19e)=Sof(H19f)=1-FVAR(1)
 Sof(S1")=Sof(O2")=Sof(C20")=Sof(H20a)=Sof(H20b)=Sof(H20c)=Sof(C19")=Sof(H19a)=
 Sof(H19b)=Sof(H19c)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C17(H17), C16(H16), C11(H11), C10(H10), C9(H9), C8(H8), C5(H5),
 C4(H4), C2(H2), C1(H1a), C18'(H18'), C17'(H17'), C16'(H16'), C11'(H11'),
 C10'(H10'), C9'(H9'), C8'(H8'), C1'(H1'a), C2'(H2'), C4'(H4'), C5'(H5')
5.b Idealised Me refined as rotating group:
 C20"(H20a,H20b,H20c), C19"(H19a,H19b,H19c), C20'(H20d,H20e,H20f), C19'(H19d,
 H19e,H19f), C19(H19g,H19h,H19i), C20(H20g,H20h,H20i)
;
_olex2_submission_special_instructions 'No special instructions were received'