Synthetic, mechanistic and kinetic studies on the organo-nanocatalyzed synthesis of oxygen and nitrogen containing spiro compounds under ultrasonic conditions
Singh, Nongthombam Geetmani; Lily, Makroni; Devi, Shougaijam Premila; Rahman, Noimur; Ahmed, Aziz; Chandra, Asit K.; Nongkhlaw, Rishanlang; Green Chem. 18 (2016) 4216–; doi:10.1039/C6GC00724D

data_7225077
_publ_section_title
;
 Synthetic, mechanistic and kinetic studies on the organo-nanocatalyzed
 synthesis of oxygen and nitrogen containing spiro compounds under
 ultrasonic conditions
;
_journal_issue                   15
_journal_name_full               'Green Chem.'
_journal_page_first              4216
_journal_paper_doi               10.1039/C6GC00724D
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C20 H20 N4 O2, 0.5(H2 O)'
_chemical_formula_sum            'C20 H21 N4 O2.5'
_chemical_formula_weight         357.41
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-10-13
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_audit_update_record
;
2015-12-21 deposited with the CCDC.
2016-04-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   15.4558(7)
_cell_length_b                   18.7716(10)
_cell_length_c                   26.3270(12)
_cell_measurement_reflns_used    5466
_cell_measurement_temperature    294.3(5)
_cell_measurement_theta_max      25.6020
_cell_measurement_theta_min      3.3580
_cell_volume                     7638.3(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      294.3(5)
_diffrn_detector_area_resol_mean 8.0640
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.9982
_diffrn_measurement_details
;
  1 omega  -90.00  -61.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -      -20.2184  -57.0000 -150.0000 29

  2 omega   16.00   49.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -      -20.2184   57.0000 -120.0000 33

  3 omega  -98.00  -54.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -      -20.2184  178.0000 -120.0000 44

  4 omega  -38.00  -12.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -      -20.2184  -57.0000  150.0000 26

  5 omega   35.00   97.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -       22.5622  178.0000  -90.0000 62

  6 omega   60.00   86.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -       22.5622 -178.0000  -30.0000 26

  7 omega   10.00   63.00   1.0000   20.0500
omega____ theta____ kappa____ phi______ frames
    -       22.5622  -99.0000   90.0000 53
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0067584000
_diffrn_orient_matrix_UB_12      0.0324755000
_diffrn_orient_matrix_UB_13      0.0131812000
_diffrn_orient_matrix_UB_21      -0.0364510000
_diffrn_orient_matrix_UB_22      -0.0150558000
_diffrn_orient_matrix_UB_23      0.0123550000
_diffrn_orient_matrix_UB_31      0.0270396000
_diffrn_orient_matrix_UB_32      -0.0121542000
_diffrn_orient_matrix_UB_33      0.0199756000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            36255
_diffrn_reflns_theta_full        26.3715
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.06
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.2431
_exptl_crystal_description       block
_exptl_crystal_F_000             3025.3494
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.3533
_refine_diff_density_min         -0.3279
_refine_diff_density_rms         0.0750
_refine_ls_d_res_high            0.8000
_refine_ls_d_res_low             6.6643
_refine_ls_goodness_of_fit_ref   1.0392
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    66
_refine_ls_number_parameters     489
_refine_ls_number_reflns         7807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0392
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0561
_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^)+(0.0427P)^2^+1.9166P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1366
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              19
_reflns_limit_h_min              0
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              32
_reflns_limit_l_min              0
_reflns_number_gt                4970
_reflns_number_total             7807
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6gc00724d2.cif
_cod_data_source_block           NGS-400B
_cod_depositor_comments
;
Adding full bibliography for 7225077--7225078.cif.

2017-03-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2(C20 H20 N4 O2), H2 O'
_cod_original_formula_sum        'C40 H42 N8 O5'
_cod_original_formula_units_Z    8
_cod_original_formula_weight     714.83
_cod_database_code               7225077
_chemical_oxdiff_formula         C20H20O2N4
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O5(H5b,H5c)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b), C35(H35a,H35b), C11(H11a,H11b), C31(H31a,H31b)
2.c Aromatic/amide H refined with riding coordinates:
 N8(H8), N6(H6), N4(H4), N1(H1), N5(H5), C5(H5a), C22(H22), C3(H3), C4(H4a),
 C2(H2a), C25(H25), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C20(H20a,H20b,H20c), C14(H14a,H14b,H14c), C40(H40a,H40b,H40c), C33(H33a,H33b,
 H33c), C13(H13a,H13b,H13c), C34(H34a,H34b,H34c)
;