The synthesis of pyrroles and oxazoles based on gold alpha-imino carbene complexes
Nicole S. Y. Loy; Subin Choi; Sunggak Kim; Cheol-Min Park; Chem.Commun. 52 (2016) 7336–; doi:

data_7119002
_publ_section_title
;
 The synthesis of pyrroles and oxazoles based on gold alpha-imino carbene
 complexes
;
_journal_name_full               Chem.Commun.
_journal_page_first              7336
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C14 H15 N3 O5'
_chemical_formula_sum            'C14 H15 N3 O5'
_chemical_formula_weight         305.29
_chemical_name_common            kim5
_chemical_name_systematic
'(Z)-1-(5-ethoxy-2-(4-nitrophenyl)oxazol-4-yl)ethan-1-one O-methyl oxime'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-04-20
_audit_creation_method
;
Olex2 1.2-dev
(compiled 2016.04.12 svn.r3266 for OlexSys, GUI svn.r3563)
;
_audit_update_record
;
2016-04-24 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.858(3)
_cell_angle_gamma                90
_cell_formula_units_Z            40
_cell_length_a                   30.509(6)
_cell_length_b                   14.5498(18)
_cell_length_c                   33.049(4)
_cell_measurement_reflns_used    8796
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      24.79
_cell_measurement_theta_min      2.65
_cell_volume                     14663(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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      103.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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  0.1374
_diffrn_reflns_av_unetI/netI     0.1245
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            92011
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.173
_diffrn_reflns_theta_min         1.336
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7177
_exptl_absorpt_correction_T_min  0.5695
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       Block
_exptl_crystal_F_000             6400
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       0.00057(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1063
_refine_ls_number_reflns         14553
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.0772
_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^)+(0.1179P)^2^+18.6267P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1992
_refine_ls_wR_factor_ref         0.2499
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8401
_reflns_number_total             14553
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc01742h2.cif
_cod_data_source_block           kim5-a
_cod_database_code               7119002
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.963
_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. Rigid body (RIGU) restrains
 O20A, C55B, C56A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C23, O10A, C27A, C28A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O20B, C55A, C56B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C27B, O10B, C28B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: O10B(0.6) C27B(0.6) H27A(0.6) H27B(0.6) C28B(0.6) H28A(0.6)
 H28B(0.6) H28C(0.6) O20B(0.6) C55B(0.4) H55A(0.4) H55B(0.4) C56B(0.6)
 H56A(0.6) H56B(0.6) H56C(0.6) O10A(0.4) C27A(0.4) H27C(0.4) H27D(0.4)
 C28A(0.4) H28D(0.4) H28E(0.4) H28F(0.4) O20A(0.4) C55A(0.6) H55C(0.6)
 H55D(0.6) C56A(0.4) H56D(0.4) H56E(0.4) H56F(0.4)
4.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C27B(H27A,H27B), C41(H41A,H41B), C55B(H55A,H55B), C69(H69A,
 H69B), C27A(H27C,H27D), C55A(H55C,H55D)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C16(H16), C17(H17), C19(H19), C20(H20),
 C30(H30), C31(H31), C33(H33), C34(H34), C44(H44), C45(H45), C47(H47), C48(H48),
  C58(H58), C59(H59), C61(H61), C62(H62)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C28B(H28A,H28B,H28C), C39(H39A,H39B,H39C),
 C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C53(H53A,H53B,H53C), C54(H54A,H54B,
 H54C), C56B(H56A,H56B,H56C), C67(H67A,H67B,H67C), C68(H68A,H68B,H68C),
 C70(H70A,H70B,H70C), C28A(H28D,H28E,H28F), C56A(H56D,H56E,H56F)
;
_shelx_res_checksum              79521
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'