A photo-auxiliary approach - enabling excited state classical phototransformations with metal free visible light irradiation.
Iyer, Akila; Jockusch, Steffen; Sivaguru, Jayaraman; Chemical communications (Cambridge, England) 53 (2017) 1692–1695; doi:10.1039/c6cc09261f

data_7119269
_publ_section_title
;
 A photo-auxiliary approach - enabling excited state classical
 phototransformations with metal free visible light irradiation.
;
_journal_issue                   10
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1692
_journal_page_last               1695
_journal_paper_doi               10.1039/c6cc09261f
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C H Cl3, C16 H14 N2 O4'
_chemical_formula_sum            'C17 H15 Cl3 N2 O4'
_chemical_formula_weight         417.66
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-08-04
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-09-15 deposited with the CCDC.
2017-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                110.4070(10)
_cell_angle_beta                 100.7570(10)
_cell_angle_gamma                97.3850(10)
_cell_formula_units_Z            4
_cell_length_a                   7.9596(2)
_cell_length_b                   15.2341(4)
_cell_length_c                   16.7564(5)
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      66.674
_cell_measurement_theta_min      5.787
_cell_volume                     1829.03(9)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      102.76
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.2275
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6332
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        66.688
_diffrn_reflns_theta_max         66.688
_diffrn_reflns_theta_min         5.787
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.772
_exptl_absorpt_correction_T_max  0.752818
_exptl_absorpt_correction_T_min  0.450181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

For component 1:
 wR2(int) was 0.0896 before and 0.0360 after correction.
 The Ratio of minimum to maximum transmission is 0.60.
 The \l/2 correction factor is Not present

For component 2:
 wR2(int) was 0.1426 before and 0.0472 after correction.
 The Ratio of minimum to maximum transmission is 0.60.
 The \l/2 correction factor is Not present

Final HKLF 4 output contains 40175 reflections, Rint = 0.0359
 (29515 with I > 3sig(I), Rint = 0.0345)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         6332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0296
_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^)+(0.0337P)^2^+1.3126P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0736
_refine_ls_wR_factor_ref         0.0748
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5918
_reflns_number_total             6332
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc09261f2.cif
_cod_data_source_block           compd_2
_cod_depositor_comments
;
Adding full bibliography for 7119269--7119271.cif.

2017-10-04
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        1829.02(9)
_cod_original_formula_moiety     '2(C H Cl3), 2(C16 H14 N2 O4)'
_cod_original_formula_sum        'C34 H30 Cl6 N4 O8'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     835.32
_cod_database_code               7119269
_shelx_estimated_absorpt_t_max   0.763
_shelx_estimated_absorpt_t_min   0.329
_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.a Ternary CH refined with riding coordinates:
 C01D(H01Q), C01G(H01R)
2.b Secondary CH2 refined with riding coordinates:
 C00V(H00A,H00B), C00X(H00E,H00F), C00Y(H00C,H00D), C018(H01H,H01I)
2.c Aromatic/amide H refined with riding coordinates:
 C00S(H00S), C00Z(H00Z), C012(H012), C013(H013), C016(H016), C019(H019),
 C01B(H01J), C01C(H01G)
2.d Idealised Me refined as rotating group:
 C017(H01A,H01B,H01C), C01A(H01D,H01E,H01F), C01E(H01K,H01L,H01M), C01F(H01N,
 H01O,H01P)
;
_shelx_res_checksum              19552
_shelx_hkl_checksum              82719
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'