Testing the limits of NMR crystallography: the case of caffeine‒citric acid hydrate
Kerr, Hannah E.; Mason, Helen E.; Sparkes, Hazel A.; Hodgkinson, Paul; CrystEngComm 18 (2016) 6700–; doi:10.1039/C6CE01453D

data_7226097
_publ_section_title
;
 Testing the limits of NMR crystallography: the case of caffeine--citric
 acid hydrate
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              6700
_journal_paper_doi               10.1039/C6CE01453D
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         '2(C6 H8 O7), C8 H10 N4 O2, 2(H2 O)'
_chemical_formula_sum            'C20 H30 N4 O18'
_chemical_formula_weight         614.48
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-03-30
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-03-30 deposited with the CCDC.
2016-07-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.525(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.7407(6)
_cell_length_b                   9.5561(3)
_cell_length_c                   16.5918(6)
_cell_measurement_reflns_used    4388
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.3410
_cell_measurement_theta_min      3.4430
_cell_volume                     2654.18(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_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-1997 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details
;
  1 omega  -43.00   51.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468   38.0000  -30.0000 94

  2 omega  -89.00  -32.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468  -57.0000   90.0000 57

  3 omega  -85.00    3.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468  -79.0000 -167.0000 88

  4 omega   -1.00   45.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.7468   57.0000    0.0000 46

  5 omega   29.00   65.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281 -100.0000  -30.0000 36

  6 omega   -2.00   61.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281  -19.0000  150.0000 63

  7 omega   22.00   65.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281 -100.0000  120.0000 43

  8 omega   20.00   73.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       22.5281   57.0000   60.0000 53
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0136828500
_diffrn_orient_matrix_UB_12      -0.0052391500
_diffrn_orient_matrix_UB_13      0.0402242000
_diffrn_orient_matrix_UB_21      -0.0347783500
_diffrn_orient_matrix_UB_22      -0.0351612500
_diffrn_orient_matrix_UB_23      -0.0138613000
_diffrn_orient_matrix_UB_31      0.0199591500
_diffrn_orient_matrix_UB_32      -0.0651399500
_diffrn_orient_matrix_UB_33      0.0043187000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13722
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.633
_diffrn_reflns_theta_min         2.739
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3787
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0457
_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^)+(0.0400P)^2^+1.4915P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1108
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2984
_reflns_number_total             3787
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce01453d2.cif
_cod_data_source_block           13hm091
_cod_depositor_comments          'Adding full bibliography for 7226097.cif.'
_cod_original_cell_volume        2654.17(16)
_cod_database_code               7226097
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C22 H26 N5 O5'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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. Restrained distances
 O5-H5
 0.9 with sigma of 0.01
3. Others
 Fixed Sof: O10(0.5) N2(0.5) N3(0.5) C11(0.5) H11(0.5) C12(0.5) H12A(0.5)
 H12B(0.5) H12C(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11)
4.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_shelx_res_checksum              67556
_olex2_submission_special_instructions 'No special instructions were received'