Hydrogen bond-directed supramolecular polymorphism leading to soft and hard molecular ordering.
Aizawa, Takumi; Aratsu, Keisuke; Datta, Sougata; Mashimo, Takaki; Seki, Tomohiro; Kajitani, Takashi; Silly, Fabien; Yagai, Shiki; Chemical communications (Cambridge, England) 56 (2020) 4280–4283; doi:10.1039/d0cc01636e

data_7126249
_publ_section_title
;
 Hydrogen bond-directed supramolecular polymorphism leading to soft and
 hard molecular ordering.
;
_journal_issue                   31
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4280
_journal_page_last               4283
_journal_paper_doi               10.1039/d0cc01636e
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C22 H14 N2 O5'
_chemical_formula_sum            'C22 H14 N2 O5'
_chemical_formula_weight         386.35
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-30 deposited with the CCDC.	2020-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.3207(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.79790(10)
_cell_length_b                   5.74316(5)
_cell_length_c                   22.89076(19)
_cell_measurement_reflns_used    13951
_cell_measurement_temperature    123
_cell_measurement_theta_max      76.3310
_cell_measurement_theta_min      3.8510
_cell_volume                     1681.10(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -26.00  67.00   0.50    1.66    --   46.12 -70.00  82.00  186
  2  \w     33.00  96.00   0.50    6.63    --  106.06 -70.00  82.00  126
  3  \w     89.00 178.00   0.50    6.63    --  106.06  15.00 -30.00  178
  4  \w     85.00 178.00   0.50    6.63    --  106.06  70.00-146.00  186
  5  \w     91.00 178.00   0.50    6.63    --  106.06  30.00 -90.00  174
  6  \w     91.00 178.00   0.50    6.63    --  106.06  30.00 120.00  174
  7  \w     91.00 178.00   0.50    6.63    --  106.06  30.00 150.00  174
  8  \w     79.00 178.00   0.50    6.63    --  106.06 125.00 150.00  198
  9  \w     33.00 106.00   0.50    6.63    --  106.06 -94.00 -60.00  146
 10  \w     33.00  76.00   0.50    6.63    --  106.06 -61.00-150.00   86
 11  \w     31.00 120.00   0.50    1.66    --   46.12  37.00-180.00  178
 12  \w     25.00 118.00   0.50    1.66    --   46.12  70.00-146.00  186
 13  \w     30.00 118.00   0.50    1.66    --   46.12  57.00 -30.00  176
 14  \w     23.00 118.00   0.50    1.66    --   46.12  77.00  30.00  190
 15  \w     23.00 118.00   0.50    1.66    --   46.12  77.00 150.00  190
 16  \w     23.00 118.00   0.50    1.66    --   46.12  77.00 -30.00  190
 17  \w     23.00 118.00   0.50    1.66    --   46.12  77.00 -90.00  190
 18  \w    -14.00  29.00   0.50    1.66    --  -46.12  19.00-150.00   86
 19  \w    -29.00  18.00   0.50    1.66    --   46.12 -19.00 -90.00   94
 20  \w    -67.00  27.00   0.50    1.66    --  -46.12  70.00-146.00  188
 21  \w    -92.00 -29.00   0.50    6.63    -- -102.00  70.00-146.00  126
 22  \w   -112.00 -29.00   0.50    6.63    -- -102.00 125.00-150.00  166
 23  \w    -72.00 -29.00   0.50    6.63    -- -102.00  61.00  60.00   86
 24  \w   -118.00 -25.00   0.50    1.66    --  -46.12 -70.00  82.00  186
 25  \w   -175.00 -81.00   0.50    6.63    -- -102.00 -70.00  82.00  188
 26  \w   -175.00 -84.00   0.50    6.63    -- -102.00 -61.00  60.00  182
 27  \w   -175.00 -86.00   0.50    6.63    -- -102.00 -30.00   0.00  178
 28  \w   -175.00 -78.00   0.50    6.63    -- -102.00 -77.00-150.00  194
 29  \w   -175.00-120.00   0.50    6.63    -- -102.00 -77.00-180.00  110
 30  \w   -175.00 -78.00   0.50    6.63    -- -102.00 -77.00   0.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0721868000
_diffrn_orient_matrix_UB_12      0.1809319000
_diffrn_orient_matrix_UB_13      -0.0306576000
_diffrn_orient_matrix_UB_21      -0.0952806000
_diffrn_orient_matrix_UB_22      -0.1111919000
_diffrn_orient_matrix_UB_23      0.0281149000
_diffrn_orient_matrix_UB_31      0.0151029000
_diffrn_orient_matrix_UB_32      0.1638563000
_diffrn_orient_matrix_UB_33      0.0529723000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            27058
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.724
_diffrn_reflns_theta_min         3.865
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3405
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0419
_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^)+(0.0589P)^2^+0.9805P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1169
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3102
_reflns_number_total             3405
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc01636e2.cif
_cod_data_source_block           es_dry_1
_cod_depositor_comments          'Adding full bibliography for 7126249.cif.'
_cod_database_code               7126249
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.838
_diffrn_oxdiff_digest_frames
;
01d82402a9bdb3052c5197dab18af7eabc04906bbc2
;
_diffrn_oxdiff_digest_hkl
;
01f30008a30b3776639f393c180e9a3279748e
;
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N006(H006), N007(H007), C00F(H00F), C00H(H00H), C00J(H00J), C00K(H00K),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T)
;
_shelx_res_checksum              74459
_shelx_hkl_checksum              26233
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.729
_oxdiff_exptl_absorpt_empirical_full_min 0.550