Solvothermal synthesis of theophylline and N,N-(ethane-1,2-diyl)diformamide co-crystals from DMF decomposition and N-formylation trough catalytic effect of 3-carboxyphenylboronic acid and cadmium acetate
Ventsi Dyulgerov; Rosica P. Nikolova; Louiza T. Dimova; K. Kossev; Boris L. Shivachev; Bulgarian Chemical Communications 47 (2015) 311–; doi:

data_7121265
_publ_section_title
;
 Solvothermal synthesis of theophylline and
 N,N-(ethane-1,2-diyl)diformamide co-crystals from DMF decomposition and
 N-formylation trough catalytic effect of 3-carboxyphenylboronic acid and
 cadmium acetate
;
_journal_name_full
;
Bulgarian Chemical Communications
;
_journal_page_first              311
_journal_volume                  47
_journal_year                    2015
_chemical_formula_moiety         'C9 H8 N2 O2'
_chemical_formula_sum            'C9 H8 N2 O2'
_chemical_formula_weight         176.17
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-09-16
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.965(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.8744(4)
_cell_length_b                   12.8898(9)
_cell_length_c                   8.1167(6)
_cell_measurement_reflns_used    934
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0670
_cell_measurement_theta_min      4.0630
_cell_volume                     400.40(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
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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  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.3974
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_details
;
  1 omega  -44.00   33.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -       10.2041  -37.0000  -90.0000 77

  2 omega   -8.00   26.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.6728  -99.0000  150.0000 34

  3 omega  -48.00   16.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.6728   19.0000  120.0000 64

  4 omega   35.00   82.00   1.0000  115.0000
omega____ theta____ kappa____ phi______ frames
    -       10.2041  178.0000  -90.0000 47
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0086621000
_diffrn_orient_matrix_UB_12      -0.0260010000
_diffrn_orient_matrix_UB_13      0.0762453000
_diffrn_orient_matrix_UB_21      0.0084420000
_diffrn_orient_matrix_UB_22      0.0483771000
_diffrn_orient_matrix_UB_23      0.0421148000
_diffrn_orient_matrix_UB_31      -0.1849443000
_diffrn_orient_matrix_UB_32      0.0034413000
_diffrn_orient_matrix_UB_33      -0.0154601000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2386
_diffrn_reflns_point_group_measured_fraction_full 0.820
_diffrn_reflns_point_group_measured_fraction_max 0.680
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.318
_diffrn_reflns_theta_min         2.992
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70252
_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
;
;
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_description
;
;
_exptl_crystal_F_000             184
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details
;
 Flack x determined using 383 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -2.1(10)
_refine_ls_extinction_coef       0.026(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1499
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0633
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0915P)^2^+0.1772P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.1786
_reflns_Friedel_coverage         0.550
_reflns_Friedel_fraction_full    0.638
_reflns_Friedel_fraction_max     0.487
_reflns_number_gt                1168
_reflns_number_total             1499
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            exp_276_2_deposit.cif
_cod_data_source_block           exp_276_2
_cod_original_cell_volume        400.40(5)
_cod_database_code               7121265
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C8 N1 O4 H10'
_chemical_oxdiff_usercomment     Mof10
_reflns_odcompleteness_completeness 99.77
_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 N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), N1(H1)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C12(H12A,H12B,H12C)
;
_shelx_res_checksum              4977
_shelx_hkl_checksum              1699
_olex2_submission_special_instructions 'No special instructions were received'