Rhodium(ii) catalyzed synthesis of macrocycles incorporating oxindole via O-H/N-H insertion reactions.
Muthusamy, Sengodagounder; Karikalan, Thangaraju; Organic & biomolecular chemistry 12 (2014) 9243–9256; doi:10.1039/c4ob01671h

data_7154081
_publ_section_title
;
 Rhodium(ii) catalyzed synthesis of macrocycles incorporating oxindole via
 O-H/N-H insertion reactions.
;
_journal_issue                   45
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9243
_journal_page_last               9256
_journal_paper_doi               10.1039/c4ob01671h
_journal_volume                  12
_journal_year                    2014
_chemical_formula_moiety         'C29 H37 N O5'
_chemical_formula_sum            'C29 H37 N O5'
_chemical_formula_weight         479.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     iterative
_audit_creation_date             2013-06-13
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.831(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.8916(3)
_cell_length_b                   34.6623(15)
_cell_length_c                   8.5392(3)
_cell_measurement_reflns_used    6556
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.81
_cell_measurement_theta_min      2.35
_cell_volume                     2613.13(17)
_computing_data_reduction        'SAINT v7.34A (Bruker, 200?)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9731
_diffrn_measured_fraction_theta_max 0.9700
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            29330
_diffrn_reflns_theta_full        29.3367
_diffrn_reflns_theta_max         29.34
_diffrn_reflns_theta_min         1.17
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.2190
_exptl_crystal_density_meas      ?
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.2580
_refine_diff_density_min         -0.5915
_refine_diff_density_rms         0.0713
_refine_ls_d_res_high            0.7253
_refine_ls_d_res_low             17.3312
_refine_ls_goodness_of_fit_ref   1.6651
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    60
_refine_ls_number_parameters     315
_refine_ls_number_reflns         6948
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.6651
_refine_ls_R_factor_all          0.1308
_refine_ls_R_factor_gt           0.0848
_refine_ls_shift/su_max          0.119
_refine_ls_shift/su_mean         0.016
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2800
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              47
_reflns_limit_k_min              0
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                4125
_reflns_number_total             6948
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c4ob01671h2.cif
_cod_data_source_block           macrocycle_12a
_cod_depositor_comments
;Adding full bibliography for 7154081--7154082.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7154081
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C11(H11a,H11b), C17(H17a,H17b), C19(H19a,H19b), C21(H21a,H21b),
 C22(H22a,H22b), C25(H25a,H25b), C27(H27a,H27b), C28(H28a,H28b), C29(H29a,H29b),
  C30(H30a,H30b), C32(H32a,H32b), C34(H34a,H34b), C35(H35a,H35b)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C8(H8), C12(H12), C13(H13), C26(H26), C24(H24), C33(H33), C14(H14)
;