Two step, one-pot sequential synthesis of functionalized hybrid polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
Bakthadoss, Manickam; Srinivasan, Jayakumar; Hussain, Mir Ashiq; Sharada, Duddu S.; RSC Advances 9 (2019) 24314–; doi:10.1039/C9RA02590A

data_7233355
_publ_section_title
;
 Two step, one-pot sequential synthesis of functionalized hybrid
 polyheterocyclic scaffolds via a solid state melt reaction (SSMR)
;
_journal_issue                   42
_journal_name_full               'RSC Advances'
_journal_page_first              24314
_journal_paper_doi               10.1039/C9RA02590A
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C31 H19 N2 O6'
_chemical_formula_sum            'C31 H25 N2 O6'
_chemical_formula_weight         521.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-03-30
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2016.03.30 svn.r3266 for Rigaku Oxford Diffraction, GUI svn.r5168)
;
_audit_update_record
;
2019-03-29 deposited with the CCDC.    2019-07-24 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 96.522(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2139(7)
_cell_length_b                   10.5529(9)
_cell_length_c                   19.644(2)
_cell_measurement_reflns_used    1663
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0062
_cell_measurement_theta_min      3.9037
_cell_volume                     2515.6(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.654
_diffrn_measured_fraction_theta_max 0.654
_diffrn_measurement_details
;
  1 omega  -34.00   27.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178   57.0000 -150.0000 61

  2 omega  -74.00   -4.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000 -120.0000 70

  3 omega  -80.00  -55.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000   90.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0076937000
_diffrn_orient_matrix_UB_12      -0.0658671000
_diffrn_orient_matrix_UB_13      -0.0060810000
_diffrn_orient_matrix_UB_21      -0.0517417000
_diffrn_orient_matrix_UB_22      0.0125788000
_diffrn_orient_matrix_UB_23      -0.0190833000
_diffrn_orient_matrix_UB_31      0.0262472000
_diffrn_orient_matrix_UB_32      0.0054074000
_diffrn_orient_matrix_UB_33      -0.0302310000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7487
_diffrn_reflns_theta_full        29.07
_diffrn_reflns_theta_max         29.07
_diffrn_reflns_theta_min         3.91
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4410
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0578
_refine_ls_shift/su_max          0.074
_refine_ls_shift/su_mean         0.011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1834
_reflns_number_gt                2763
_reflns_number_total             4410
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9ra02590a2.cif
_cod_data_source_block           mb-4-29-03-14
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_ambient_temperature' value '293 (2)' was changed to '293(2)'
- the value was reformatted.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        2515.5(4)
_cod_database_code               7233355
_chemical_oxdiff_formula         'C12 H14 N2 O2'
_reflns_odcompleteness_completeness 77.17
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C2B)=Sof(H29)=Sof(H2Ba)=Sof(H2Bb)=Sof(H2Bc)=1-FVAR(1)
 Sof(C2A)=Sof(H29a)=Sof(H2Aa)=Sof(H2Ab)=Sof(H2Ac)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C12(H12), C17(H17)
3.b Secondary CH2 refined with riding coordinates:
 C38(H38a,H38b)
3.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C23(H23), C25(H25), C26(H26), C27(H27), C30(H30), C31(H31),
 C32(H32), C33(H33), C35(H35), C36(H36), C37(H37), C29(H29a), C29(H29)
3.d Idealised Me refined as rotating group:
 C34(H34a,H34b,H34c), C2A(H2Aa,H2Ab,H2Ac), C2B(H2Ba,H2Bb,H2Bc)
;
_olex2_submission_special_instructions 'No special instructions were received'