#------------------------------------------------------------------------------
#$Date: 2017-05-06 00:37:43 +0300 (Sat, 06 May 2017) $
#$Revision: 196302 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/98/7119884.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7119884
loop_
_publ_author_name
'Ji, Wei'
'Zhang, Shijin'
'Filonenko, Georgy A.'
'Li, Guanying'
'Sasaki, Toshio'
'Feng, Chuanliang'
'Zhang, Ye'
_publ_section_title
;
 Co-organizing synthesis of heterogeneous nanostructures through the
 photo-cleavage of pre-stabilized self-assemblies.
;
_journal_issue                   34
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4702
_journal_page_last               4705
_journal_paper_doi               10.1039/c7cc01912b
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C17 H12 O5'
_chemical_formula_sum            'C17 H12 O5'
_chemical_formula_weight         296.27
_chemical_name_systematic        '4-(hydroxymethyl)coumarin 7-benzoate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-02-08 deposited with the CCDC.
2017-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                85.162(4)
_cell_angle_beta                 82.217(4)
_cell_angle_gamma                81.222(5)
_cell_formula_units_Z            2
_cell_length_a                   7.1640(4)
_cell_length_b                   9.2165(5)
_cell_length_c                   10.1606(5)
_cell_measurement_reflns_used    3049
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      29.0520
_cell_measurement_theta_min      2.9450
_cell_volume                     655.52(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.7b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7b (Rigaku OD, 2015)'
_computing_molecular_graphics
'WinGX (Farrugia, 2012); ORTEP-3 (Farrugia, 2012); PLATON (Spek, 2009)'
_computing_publication_material  'enCIFer (Allen, 2004)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0735
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8284
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         2.900
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'enhance (Mo) X-ray source'
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.541
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7b (Rigaku Oxford Diffraction, 2015).
Numerical absorption correction based on gaussian integration over 
a multifaceted crystal model. Empirical absorption correction using 
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_description       plate
_exptl_crystal_F_000             308
_exptl_crystal_recrystallization_method
'slow evaporation from hexane/methylene chloride'
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0504
_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/[σ²(Fo²)+(0.0840P)²+0.0190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1434
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2365
_reflns_number_total             2901
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc01912b2.cif
_cod_data_source_block           jk093
_cod_depositor_comments          'Adding full bibliography for 7119884.cif.'
_cod_database_code               7119884
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.976
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.79157(16) 0.44374(12) 0.87166(10) 0.0175(3) Uani 1 1 d . .
O2 O 0.77669(15) 0.36403(11) 0.67445(10) 0.0139(3) Uani 1 1 d . .
O3 O 0.77354(17) 0.91599(11) 0.57624(11) 0.0158(3) Uani 1 1 d . .
O4 O 0.66338(16) 0.17885(12) 0.27398(11) 0.0172(3) Uani 1 1 d . .
O5 O 0.96975(16) 0.07077(13) 0.24764(11) 0.0202(3) Uani 1 1 d . .
C1 C 0.7839(2) 0.47749(16) 0.75451(14) 0.0130(3) Uani 1 1 d . .
C2 C 0.7826(2) 0.62380(16) 0.68984(14) 0.0126(3) Uani 1 1 d . .
H2 H 0.790575 0.702976 0.741966 0.015 Uiso 1 1 calc R U
C3 C 0.7704(2) 0.65230(15) 0.55816(14) 0.0113(3) Uani 1 1 d . .
C4 C 0.7542(2) 0.53151(15) 0.47829(14) 0.0118(3) Uani 1 1 d . .
C5 C 0.7333(2) 0.54837(16) 0.34166(14) 0.0131(3) Uani 1 1 d . .
H5 H 0.733620 0.642713 0.296140 0.016 Uiso 1 1 calc R U
C6 C 0.7122(2) 0.42994(17) 0.27274(15) 0.0154(3) Uani 1 1 d . .
H6 H 0.699834 0.441666 0.180386 0.018 Uiso 1 1 calc R U
C7 C 0.7095(2) 0.29339(16) 0.34174(15) 0.0139(3) Uani 1 1 d . .
C8 C 0.7327(2) 0.26920(16) 0.47498(15) 0.0139(3) Uani 1 1 d . .
H8 H 0.733479 0.174161 0.519278 0.017 Uiso 1 1 calc R U
C9 C 0.7550(2) 0.39087(16) 0.54168(14) 0.0119(3) Uani 1 1 d . .
C10 C 0.7700(2) 0.80412(15) 0.49011(14) 0.0127(3) Uani 1 1 d . .
H10A H 0.882252 0.802654 0.421409 0.015 Uiso 1 1 calc R U
H10B H 0.654878 0.828856 0.444095 0.015 Uiso 1 1 calc R U
C11 C 0.8061(2) 0.07115(16) 0.23125(14) 0.0128(3) Uani 1 1 d . .
C12 C 0.7333(2) -0.04185(15) 0.16424(13) 0.0127(3) Uani 1 1 d . .
C13 C 0.5395(2) -0.05116(16) 0.17458(14) 0.0137(3) Uani 1 1 d . .
H13 H 0.449585 0.017338 0.223512 0.016 Uiso 1 1 calc R U
C14 C 0.4785(2) -0.16125(16) 0.11289(14) 0.0144(3) Uani 1 1 d . .
H14 H 0.346756 -0.169247 0.120659 0.017 Uiso 1 1 calc R U
C15 C 0.6111(2) -0.26005(16) 0.03952(14) 0.0152(3) Uani 1 1 d . .
H15 H 0.568819 -0.333969 -0.004088 0.018 Uiso 1 1 calc R U
C16 C 0.8046(2) -0.25132(16) 0.02964(14) 0.0161(3) Uani 1 1 d . .
H16 H 0.893974 -0.319305 -0.020197 0.019 Uiso 1 1 calc R U
C17 C 0.8669(2) -0.14295(16) 0.09282(14) 0.0144(3) Uani 1 1 d . .
H17 H 0.999031 -0.137420 0.087644 0.017 Uiso 1 1 calc R U
H3 H 0.883(3) 0.901(2) 0.607(2) 0.029(6) Uiso 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 O2 C1 121.47(11)
C10 O3 H3 108.5(14)
C11 O4 C7 118.37(11)
O1 C1 O2 116.48(13)
O1 C1 C2 126.53(12)
O2 C1 C2 116.99(12)
C3 C2 C1 122.68(12)
C3 C2 H2 118.7
C1 C2 H2 118.7
C2 C3 C4 118.82(13)
C2 C3 C10 122.94(12)
C4 C3 C10 118.24(12)
C9 C4 C5 117.86(12)
C9 C4 C3 118.06(13)
C5 C4 C3 124.06(13)
C6 C5 C4 121.14(14)
C6 C5 H5 119.4
C4 C5 H5 119.4
C5 C6 C7 118.43(13)
C5 C6 H6 120.8
C7 C6 H6 120.8
C8 C7 C6 123.19(13)
C8 C7 O4 119.21(13)
C6 C7 O4 117.33(13)
C7 C8 C9 116.99(13)
C7 C8 H8 121.5
C9 C8 H8 121.5
O2 C9 C4 121.79(12)
O2 C9 C8 115.85(13)
C4 C9 C8 122.35(13)
O3 C10 C3 114.50(11)
O3 C10 H10A 108.6
C3 C10 H10A 108.6
O3 C10 H10B 108.6
C3 C10 H10B 108.6
H10A C10 H10B 107.6
O5 C11 O4 122.84(12)
O5 C11 C12 125.62(13)
O4 C11 C12 111.54(12)
C13 C12 C17 120.57(13)
C13 C12 C11 121.69(13)
C17 C12 C11 117.70(14)
C14 C13 C12 119.58(13)
C14 C13 H13 120.2
C12 C13 H13 120.2
C13 C14 C15 119.87(14)
C13 C14 H14 120.1
C15 C14 H14 120.1
C16 C15 C14 120.60(13)
C16 C15 H15 119.7
C14 C15 H15 119.7
C17 C16 C15 119.86(13)
C17 C16 H16 120.1
C15 C16 H16 120.1
C16 C17 C12 119.49(14)
C16 C17 H17 120.3
C12 C17 H17 120.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2111(18)
O2 C9 1.3761(18)
O2 C1 1.3890(16)
O3 C10 1.4127(16)
O3 H3 0.87(2)
O4 C11 1.3647(18)
O4 C7 1.4102(16)
O5 C11 1.2055(19)
C1 C2 1.449(2)
C2 C3 1.354(2)
C2 H2 0.9500
C3 C4 1.4588(18)
C3 C10 1.507(2)
C4 C9 1.397(2)
C4 C5 1.410(2)
C5 C6 1.3829(19)
C5 H5 0.9500
C6 C7 1.389(2)
C6 H6 0.9500
C7 C8 1.382(2)
C8 C9 1.3981(19)
C8 H8 0.9500
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.4841(18)
C12 C13 1.393(2)
C12 C17 1.402(2)
C13 C14 1.3892(19)
C13 H13 0.9500
C14 C15 1.395(2)
C14 H14 0.9500
C15 C16 1.390(2)
C15 H15 0.9500
C16 C17 1.390(2)
C16 H16 0.9500
C17 H17 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O5 0.87(2) 1.98(2) 2.7561(16) 148(2) 2_766
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C9 O2 C1 O1 175.64(12)
C9 O2 C1 C2 -4.7(2)
O1 C1 C2 C3 -178.82(15)
O2 C1 C2 C3 1.5(2)
C1 C2 C3 C4 1.2(2)
C1 C2 C3 C10 -179.64(13)
C2 C3 C4 C9 -0.9(2)
C10 C3 C4 C9 179.86(13)
C2 C3 C4 C5 177.47(13)
C10 C3 C4 C5 -1.7(2)
C9 C4 C5 C6 0.6(2)
C3 C4 C5 C6 -177.76(13)
C4 C5 C6 C7 0.9(2)
C5 C6 C7 C8 -2.0(2)
C5 C6 C7 O4 171.98(13)
C11 O4 C7 C8 -79.93(17)
C11 O4 C7 C6 105.81(16)
C6 C7 C8 C9 1.6(2)
O4 C7 C8 C9 -172.32(12)
C1 O2 C9 C4 5.1(2)
C1 O2 C9 C8 -174.47(12)
C5 C4 C9 O2 179.33(13)
C3 C4 C9 O2 -2.2(2)
C5 C4 C9 C8 -1.1(2)
C3 C4 C9 C8 177.40(13)
C7 C8 C9 O2 179.62(13)
C7 C8 C9 C4 0.0(2)
C2 C3 C10 O3 -3.1(2)
C4 C3 C10 O3 176.04(12)
C7 O4 C11 O5 -0.9(2)
C7 O4 C11 C12 179.00(12)
O5 C11 C12 C13 165.77(15)
O4 C11 C12 C13 -14.09(19)
O5 C11 C12 C17 -12.3(2)
O4 C11 C12 C17 167.86(12)
C17 C12 C13 C14 -0.3(2)
C11 C12 C13 C14 -178.33(13)
C12 C13 C14 C15 -1.0(2)
C13 C14 C15 C16 1.3(2)
C14 C15 C16 C17 -0.3(2)
C15 C16 C17 C12 -1.0(2)
C13 C12 C17 C16 1.3(2)
C11 C12 C17 C16 179.42(13)
