Peculiarities of styryl dyes of the benzoselenazole series crystal packings and their influence on solid phase [2 + 2] photocycloaddition reaction with single crystal retention
Kuz'mina, Lyudmila G.; Vedernikov, Artem I.; Howard, Judith A. K.; Bezzubov, Stanislav I.; Alfimov, Michael V.; Gromov, Sergey P.; CrystEngComm 18 (2016) 7506–; doi:10.1039/C6CE01426G

data_7226324
_publ_section_title
;
 Peculiarities of styryl dyes of the benzoselenazole series crystal
 packings and their influence on solid phase [2 + 2] photocycloaddition
 reaction with single crystal retention
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              7506
_journal_paper_doi               10.1039/C6CE01426G
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'I, C19 H20 N O2 Se, 0.5(C4 H8 O2), 0.3(O)'
_chemical_formula_sum            'C21 H24 I N O3.3 Se'
_chemical_formula_weight         549.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2015-10-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-04-17 deposited with the CCDC.
2016-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                107.977(2)
_cell_angle_beta                 100.703(2)
_cell_angle_gamma                93.136(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3704(4)
_cell_length_b                   10.8423(5)
_cell_length_c                   14.5069(7)
_cell_measurement_reflns_used    4054
_cell_measurement_temperature    120.15
_cell_measurement_theta_max      28.1
_cell_measurement_theta_min      2.15
_cell_volume                     1075.69(9)
_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    'ShelXS-1997 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120.15
_diffrn_measured_fraction_theta_full 0.9959
_diffrn_measured_fraction_theta_max 0.9959
_diffrn_measurement_device_type  'Bruker Venture D8'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15987
_diffrn_reflns_theta_full        26.2847
_diffrn_reflns_theta_max         26.28
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    3.202
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6933
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.6952
_exptl_crystal_description       prism
_exptl_crystal_F_000             540.0420
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.6068
_refine_diff_density_min         -0.5624
_refine_diff_density_rms         0.1279
_refine_ls_d_res_high            0.8025
_refine_ls_d_res_low             7.1900
_refine_ls_goodness_of_fit_ref   1.0319
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    44
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4342
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.0303
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0234
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0117P)^2^+0.9016P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0461
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              12
_reflns_limit_k_min              -13
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                3647
_reflns_number_total             4342
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6ce01426g1.cif
_cod_data_source_block           p-1
_cod_depositor_comments
'Adding full bibliography for 7226322--7226329.cif.'
_cod_database_code               7226324
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C2S) \\sim Ueq, Uanis(O1W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Fixed Sof: O1S(0.5) O2S(0.5) C1S(0.5) C2S(0.5) H2Sa(0.5) H2Sb(0.5) H2Sc(0.5)
 C3S(0.5) H3Sa(0.5) H3Sb(0.5) C4S(0.5) H4Sa(0.5) H4Sb(0.5) H4Sc(0.5) O1W(0.3)
4.a Secondary CH2 refined with riding coordinates:
 C18(H18a,H18b), C3S(H3Sa,H3Sb)
4.b Me refined with riding coordinates:
 C10(H10a,H10b,H10c), C11(H11a,H11b,H11c), C19(H19a,H19b,H19c), C2S(H2Sa,H2Sb,
 H2Sc), C4S(H4Sa,H4Sb,H4Sc)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C8(H8), C9(H9), C14(H14), C15(H15), C16(H16), C17(H17)
;
_olex2_submission_special_instructions 'No special instructions were received'