A single-crystal-to-single-crystal transformation affording photochromic 3D MORF crystals
Yang, Xue; Giorgi, Michel; Karoui, Hakim; Gigmes, Didier; Hornebecq, Virginie; Ouari, Olivier; Kermagoret, Anthony; Bardelang, David; Chemical Communications  (2019) –; doi:10.1039/C9CC07121K

data_7124370
_publ_section_title
;
 A single-crystal-to-single-crystal transformation affording photochromic
 3D MORF crystals
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC07121K
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety
'C24 H19 N2 O5.5 Zn0.5, C42 H42 N28 O14, 7.1(H2 O), N O3'
_chemical_formula_sum            'C66 H75.2 N31 O29.6 Zn0.5'
_chemical_formula_weight         1809.05
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2018-04-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_audit_update_record
;
2019-09-02 deposited with the CCDC.    2019-10-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   46.597(3)
_cell_length_b                   46.046(7)
_cell_length_c                   14.9947(15)
_cell_measurement_reflns_used    8468
_cell_measurement_temperature    125.00(10)
_cell_measurement_theta_max      65.8390
_cell_measurement_theta_min      3.2420
_cell_volume                     32173(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      125.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.951
_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      8.00  48.00   1.00    5.00    --    0.00 -99.00   0.00   40
  2  \w     10.00  40.00   1.00    5.00    --    0.00 -99.00  60.00   30
  3  \w     14.00  42.00   1.00    5.00    --    0.00 -99.00 -60.00   28
  4  \w   -101.00   0.00   1.00   20.00    --  -52.94  19.00-180.00  101
  5  \w    -83.00 -20.00   1.00   20.00    --  -52.94 -57.00-180.00   63
  6  \w     94.00 121.00   1.00   20.00    --   52.94 125.00 -60.00   27
  7  \w      7.00  33.00   1.00   20.00    --   52.94  88.00-123.31   26
  8  \w     98.00 145.00   1.00   20.00    --   52.94 125.00   0.00   47
  9  \w    100.00 177.00   1.00   30.00    --  105.88  77.00-120.00   77
 10  \w     62.00  89.00   1.00   30.00    --  105.88  77.00-120.00   27
 11  \w     97.00 178.00   1.00   30.00    --  105.88  77.00-150.00   81
 12  \w    101.00 175.00   1.00   30.00    --  105.88 111.00  90.00   74
 13  \w     62.00  92.00   1.00   30.00    --  105.88  77.00-150.00   30
 14  \w     65.00  92.00   1.00   30.00    --  105.88  50.00-120.00   27
 15  \w     65.00  92.00   1.00   30.00    --  105.88  50.00 -90.00   27
 16  \w     62.00  95.00   1.00   30.00    --  105.88  63.00 -90.00   33
 17  \w     69.00  96.00   1.00   30.00    --  105.88  63.00-150.00   27
 18  \w     94.00 140.00   1.00   30.00    --  105.88 178.00 -60.00   46
 19  \w     63.00 144.00   1.00   30.00    --  105.88  77.00 -90.00   81
 20  \w     62.00  91.00   1.00   30.00    --  105.88  63.00-120.00   29
 21  \w    123.00 162.00   1.00   30.00    --  105.88 111.00  60.00   39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0170899000
_diffrn_orient_matrix_UB_12      0.0280111500
_diffrn_orient_matrix_UB_13      0.0171111500
_diffrn_orient_matrix_UB_21      0.0267931000
_diffrn_orient_matrix_UB_22      -0.0182465000
_diffrn_orient_matrix_UB_23      0.0226888000
_diffrn_orient_matrix_UB_31      0.0091353000
_diffrn_orient_matrix_UB_32      0.0011917000
_diffrn_orient_matrix_UB_33      -0.0987482000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_av_unetI/netI     0.0824
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       55
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            30628
_diffrn_reflns_point_group_measured_fraction_full 0.860
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.868
_diffrn_reflns_theta_min         3.242
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.168
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.44a (Rigaku Oxford Diffraction, 2018)
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    1.494
_exptl_crystal_description       plate
_exptl_crystal_F_000             15040
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.789
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details
;
 Flack x determined using 2131 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.360
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1181
_refine_ls_number_reflns         12698
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.359
_refine_ls_R_factor_all          0.1469
_refine_ls_R_factor_gt           0.1272
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3584
_refine_ls_wR_factor_ref         0.3893
_reflns_Friedel_coverage         0.686
_reflns_Friedel_fraction_full    0.736
_reflns_Friedel_fraction_max     0.709
_reflns_number_gt                9301
_reflns_number_total             12698
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc07121k2.cif
_cod_data_source_block           diac13
_cod_original_formula_sum        'C66 H75.20 N31 O29.60 Zn0.50'
_cod_database_code               7124370
_shelx_shelxl_version_number     2016/4
_shelx_estimated_absorpt_t_max   0.933
_shelx_estimated_absorpt_t_min   0.692
_reflns_odcompleteness_completeness 97.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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 O(H,H) groups
2. Uiso/Uaniso restraints and constraints
C14 \\sim N9: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
C14 \\sim N10: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
N8 \\sim C10: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.002
3. Others
 Fixed Sof: H18C(0.5) H18D(0.5) O28(0.5) H28A(0.5) H28B(0.5) O29(0.5)
 H29C(0.5) H29D(0.5) O30(0.5) H30C(0.5) H30D(0.5) O31(0.5) H31A(0.5) H31B(0.5)
 O32(0.5) H32A(0.5) H32B(0.5) O33(0.3) H33A(0.3) H33B(0.3) O34(0.3) H34A(0.3)
 H34B(0.3)
4.a Riding coordinates:
 O17(H17C,H17D), O18(H18C,H18D), O3BA(H3BA,H3BB), O25(H25A,H25B), O26(H26A,
 H26B), O27(H27A,H27B), O28(H28A,H28B), O29(H29C,H29D), O30(H30C,H30D),
 O31(H31A,H31B), O32(H32A,H32B), O33(H33A,H33B), O34(H34A,H34B)
4.b Ternary CH refined with riding coordinates:
 C2(H2), C4(H4), C8(H8), C10(H10), C14(H14), C16(H16), C20(H20), C22(H22),
 C26(H26), C28(H28), C32(H32), C34(H34), C38(H38), C40(H40)
4.c Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C11(H11A,H11B), C12(H12A,H12B), C17(H17A,H17B),
 C18(H18A,H18B), C23(H23A,H23B), C24(H24A,H24B), C29(H29A,H29B), C30(H30A,H30B),
  C35(H35A,H35B), C36(H36A,H36B), C41(H41A,H41B), C42(H42A,H42B)
4.d Aromatic/amide H refined with riding coordinates:
 C45(H45), C46(H46), C48(H48), C49(H49), C50(H50), C51(H51), C53(H53),
 C54(H54), C56(H56), C57(H57), C58(H58), C59(H59), C61(H61), C62(H62), C64(H64),
  C65(H65)
;
_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 1.536
_oxdiff_exptl_absorpt_empirical_full_min 0.686