Crystal structure of (E)-3′,6′-bis(ethylamino)-2′,7′-dimethyl-2-(2-((quinolin-2-ylmethylene)amino)ethyl)spiro[isoindoline-1,9′-xanthen]-3-one, C38H37N5O2
Chu, Yi-Xin; Li, Kai-Hao; Yang, Han-Huan; Yuan, Juan; Zeitschrift für Kristallographie - New Crystal Structures 235 (2020) 1175–1177; doi:10.1515/ncrs-2020-0233

data_8105413
_publ_section_title
;
 Crystal structure of
 (E)-3&#x2032;,6&#x2032;-bis(ethylamino)-2&#x2032;,7&#x2032;-dimethyl-2-(2-((quinolin-2-ylmethylene)amino)ethyl)spiro[isoindoline-1,9&#x2032;-xanthen]-3-one,
 C38H37N5O2
;
_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1175
_journal_page_last               1177
_journal_paper_doi               10.1515/ncrs-2020-0233
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C38 H37 N5 O2'
_chemical_formula_sum            'C38 H37 N5 O2'
_chemical_formula_weight         595.72
_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   mixed
_cell_angle_alpha                90
_cell_angle_beta                 96.4890(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3575(2)
_cell_length_b                   16.6645(3)
_cell_length_c                   13.7678(2)
_cell_measurement_reflns_used    6832
_cell_measurement_temperature    116.2(4)
_cell_measurement_theta_max      71.3550
_cell_measurement_theta_min      4.1630
_cell_volume                     3045.02(8)
_computing_cell_refinement       'CrysAlis^Pro^ [1]'
_computing_data_collection       'CrysAlis^Pro^ [1]'
_computing_data_reduction        'CrysAlis^Pro^ [1]'
_computing_molecular_graphics    'Olex2 [2]'
_computing_publication_material  'Olex2 [2]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)[3]'
_computing_structure_solution    'ShelXT-2015 [4]'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      116.2(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.968
_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   -105.00 -47.00   1.00    1.00    --  -40.81 -38.00   0.00   58
  2  \w    -56.00  33.00   1.00    1.00    --  -40.81  38.00-180.00   89
  3  \w    -81.00  -3.00   1.00    1.00    --  -40.81 125.00-120.00   78
  4  \w    125.00 177.00   1.00    2.00    --  100.91  30.00  60.00   52
  5  \w     95.00 126.00   1.00    2.00    --  100.91 -45.00  30.00   31
  6  \w     29.00 112.00   1.00    2.00    --  100.91 -45.00 150.00   83
  7  \w     33.00  98.00   1.00    2.00    --  100.91 -30.00-120.00   65
  8  \w     87.00 117.00   1.00    2.00    --  100.91 -30.00   0.00   30
  9  \w     25.00  57.00   1.00    2.00    --  100.91 -30.00   0.00   32
 10  \w     68.00 150.00   1.00    2.00    --  100.91  77.00   0.00   82
 11  \w     51.00  87.00   1.00    2.00    --  100.91 -95.00 120.00   36
;
_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      0.0837423000
_diffrn_orient_matrix_UB_12      -0.0615697000
_diffrn_orient_matrix_UB_13      0.0300012000
_diffrn_orient_matrix_UB_21      -0.0541747000
_diffrn_orient_matrix_UB_22      -0.0250363000
_diffrn_orient_matrix_UB_23      0.0883115000
_diffrn_orient_matrix_UB_31      -0.0593659000
_diffrn_orient_matrix_UB_32      -0.0642853000
_diffrn_orient_matrix_UB_33      -0.0630753000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11880
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.583
_diffrn_reflns_theta_min         4.181
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92482
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow '
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_description       cube
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         5759
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0386
_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^)+(0.0500P)^2^+0.7232P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1028
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5054
_reflns_number_total             5759
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2020-0233_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        3045.03(8)
_cod_database_code               8105413
_chemical_oxdiff_formula         'C H N O Cl'
_reflns_odcompleteness_completeness 99.91
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C34(H34A,H34B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 N4(H4), N5(H5), C2(H2), C3(H3), C4(H4A), C5(H5A), C8(H8), C10(H10), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C25(H25), C28(H28), C31(H31)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C38(H38A,H38B,
 H38C)
;