Crystal structure of 2-[[4-[2-[4-(4-methoxyphenyl)-1-piperazinyl]ethyl]phenyl] methyl]-1H-isoindole-1,3(2H)-dione, C28H29N3O3
Zhou, Jinhui; Huang, Cuicui; Shi, Maojian; Liu, Jing; Ding, Lin; Zeitschrift für Kristallographie - New Crystal Structures 233 (2018) 711–714; doi:10.1515/ncrs-2018-0034

data_8106270
_publ_section_title
;
 Crystal structure of
 2-[[4-[2-[4-(4-methoxyphenyl)-1-piperazinyl]ethyl]phenyl]
 methyl]-1H-isoindole-1,3(2H)-dione, C28H29N3O3
;
_journal_issue                   4
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              711
_journal_page_last               714
_journal_paper_doi               10.1515/ncrs-2018-0034
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C28 H29 N3 O3'
_chemical_formula_sum            'C28 H29 N3 O3'
_chemical_formula_weight         455.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                107.142(3)
_cell_angle_beta                 92.773(3)
_cell_angle_gamma                104.240(3)
_cell_formula_units_Z            4
_cell_length_a                   8.2887(3)
_cell_length_b                   14.1977(5)
_cell_length_c                   21.3385(7)
_cell_measurement_reflns_used    9054
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.4220
_cell_measurement_theta_min      4.5590
_cell_volume                     2305.95(15)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.959
_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 18.00 44.00 1.00 1.00 -- 40.98 37.00 60.00 26 2 \w 88.00 115.00 1.00 1.00 -- 40.98 37.00 60.00 27 3 \w 101.00 165.00 1.00 1.00 -- 106.95 125.00 120.00 64 4 \w 115.00 141.00 1.00 1.00 -- 106.95 30.00 -30.00 26 5 \w 80.00 105.00 1.00 1.00 -- 106.95 30.00 -30.00 25 6 \w 73.00 133.00 1.00 1.00 -- 106.95 -45.00 0.00 60 7 \w 69.00 108.00 1.00 1.00 -- 106.95 -94.00 90.00 39 8 \w 76.00 140.00 1.00 1.00 -- 106.95 -77.00 150.00 64 9 \w 61.00 106.00 1.00 1.00 -- 106.95-125.00 90.00 45 10 \w 54.00 96.00 1.00 1.00 -- 40.98-125.00 -30.00 42 11 \w 41.00 121.00 1.00 1.00 -- 106.95-125.00 0.00 80 12 \w 36.00 130.00 1.00 1.00 -- 106.95 -61.00 120.00 94 13 \w 34.00 160.00 1.00 1.00 -- 106.95 -15.00 150.00 126 14 \w 33.00 116.00 1.00 1.00 -- 106.95 -30.00 -30.00 83 15 \w 90.00 147.00 1.00 1.00 -- 106.95 45.00-180.00 57 16 \w 3.00 28.00 1.00 1.00 -- 40.98 -99.00 -90.00 25 17 \w -26.00 65.00 1.00 1.00 -- 40.98 -37.00-120.00 91 18 \w -64.00 30.00 1.00 1.00 -- -40.98 57.00-180.00 94 19 \w -111.00 -18.00 1.00 1.00 -- -40.98 -57.00 30.00 93'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0089584000
_diffrn_orient_matrix_UB_12      0.0678708000
_diffrn_orient_matrix_UB_13      0.0702053000
_diffrn_orient_matrix_UB_21      -0.0945392000
_diffrn_orient_matrix_UB_22      -0.0956598000
_diffrn_orient_matrix_UB_23      0.0166701000
_diffrn_orient_matrix_UB_31      0.1684906000
_diffrn_orient_matrix_UB_32      -0.0131258000
_diffrn_orient_matrix_UB_33      0.0245032000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15990
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.009
_diffrn_reflns_theta_min         3.399
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.312
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     688
_refine_ls_number_reflns         8992
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0555
_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^)+(0.0954P)^2^+0.6185P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1620
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7757
_reflns_number_total             8992
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2018-0034_suppl.cif
_cod_data_source_block           Methoxyphenyl
_cod_original_cell_volume        2305.97(15)
_cod_database_code               8106270
_shelx_estimated_absorpt_t_max   0.875
_shelx_estimated_absorpt_t_min   0.820
_reflns_odcompleteness_completeness 99.89
_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 C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9A-N2A
 1.4 with sigma of 0.02
3. Others
 Sof(N2A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H10A)=Sof(H10B)=
 Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(C13A)=
 Sof(H13A)=Sof(H13B)=Sof(C14A)=Sof(C15A)=Sof(H15A)=Sof(H16A)=Sof(H18A)=
 Sof(C19A)=Sof(H19A)=1-FVAR(1)
 Sof(N2A')=Sof(C11')=Sof(H11A)=Sof(H11B)=Sof(C9')=Sof(H9'A)=Sof(H9'B)=
 Sof(C19')=Sof(H19')=Sof(C15')=Sof(H15')=Sof(H8AC)=Sof(H8AD)=Sof(H10C)=
 Sof(H10D)=Sof(C12')=Sof(H12C)=Sof(H12D)=Sof(C13')=Sof(H13C)=Sof(H13D)=
 Sof(C14')=Sof(H16B)=Sof(H18B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C11'(H11A,H11B), C9'(H9'A,H9'B), C8A(H8AA,H8AB), C8A(H8AC,H8AD), C9A(H9AA,
 H9AB), C10A(H10A,H10B), C10A(H10C,H10D), C11A(H11C,H11D), C12A(H12A,H12B),
 C12'(H12C,H12D), C13A(H13A,H13B), C13'(H13C,H13D), C20A(H20A,H20B), C8B(H8BA,
 H8BB), C9B(H9BA,H9BB), C10B(H10E,H10F), C11B(H11E,H11F), C12B(H12E,H12F),
 C13B(H13E,H13F), C20B(H20C,H20D)
4.b Aromatic/amide H refined with riding coordinates:
 C19'(H19'), C3A(H3A), C15'(H15'), C4A(H4A), C6A(H6A), C7A(H7A), C15A(H15A),
 C16A(H16A), C16A(H16B), C18A(H18A), C18A(H18B), C19A(H19A), C25A(H25A),
 C26A(H26A), C27A(H27A), C28A(H28A), C3B(H3B), C4B(H4B), C6B(H6B), C7B(H7B),
 C15B(H15B), C16B(H16C), C18B(H18C), C19B(H19B), C25B(H25B), C26B(H26B),
 C27B(H27B), C28B(H28B)
4.c Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C1B(H1BA,H1BB,H1BC)
;
_shelx_res_checksum              16578
_shelx_hkl_checksum              85922
_olex2_date_sample_data_collection 2016-12-22
_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 1.851
_oxdiff_exptl_absorpt_empirical_full_min 0.430